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Sample records for poly phthalazinone ether

  1. Synthesis and Characterization of Poly(phthalazinone Ether Nitrile) Copolymers with Hydrophobic Surface

    NASA Astrophysics Data System (ADS)

    Dong, L. M.; Liao, G. X.; Liu, C.; Yang, S. S.; Jian, X. G.

    Poly(phthalazinone ether nitrile) (PPEN) block copolymers containing polysiloxane were prepared so as to create a strongly hydrophobic polymer surface. The copolymers were synthesized from eugenol end-capped polydimethylsiloxane (PDMS) and fluoro-terminated PPEN oligomers by the aromatic nucleophilic substitution polycondensation in the presence of dimethyl sulfoxide/o-dichlorobenzene and K2CO3 as solvents and catalyst, respectively. The resultant copolymers were characterized by FTIR, 1H NMR, and gel permeation chromatography. XPS analysis results indicated that the copolymer film had a very rich PDMS segment surface. Atomic force microscopy further showed that there existed a continuous PDMS phase on the copolymer surface and PPEN as the dispersive particles was dispersed at diameters between 0.1 and 0.3 nm. The enrichment of PDMS in the copolymer surface could be responsible for an increase of surface water repellency (113.4°).

  2. Coupling hydrogen separation with butanone hydrogenation in an electrochemical hydrogen pump with sulfonated poly (phthalazinone ether sulfone ketone) membrane

    NASA Astrophysics Data System (ADS)

    Huang, Shiqi; Wang, Tao; Wu, Xuemei; Xiao, Wu; Yu, Miao; Chen, Wei; Zhang, Fengxiang; He, Gaohong

    2016-09-01

    This work reports the novel work of coupling H2/CO2 separation with biomass-derived butanone hydrogenation in non-fluorinated sulfonated poly (phthalazinone ether sulfone ketone) (SPPESK) electrochemical hydrogen pump (EHP) reactor. Due to higher resistance to swelling, SPPESK-based EHP reactor exhibits more excellent reaction rate in elevated temperature (60 °C) and higher butanone concentration (2 M) as 270, 260 nmol cm-2 s-1, respectively, higher than 240, 200 nmol cm-2 s-1of Nafion-based EHP reactors. Also, the SPPESK-based EHP reactor remains 90% of initial hydrogenation rate after 4 batches, better than that of Nafion-based EHP reactors, which is only 62%. The energy efficiency of EHP separator reaches 40% under H2/CO2 mixture feed mode, and electricity of about 0.3 kWh is consumed per Nm3 H2 product, being superior to energy consumption compared with alternative processes like PSA and electrolysis of water. In addition, SPPESK-based EHP exhibits better hydrogenation stability due to lower CO2 permeation than Nafion. With increasing CO2 content in H2 feed, hydrogenation rate almost keeps constant at around 210 nmol cm-2 s-1 in SPPESK-based EHP reactor while decreases fast to 50 nmol cm-2 s-1 in Nafion/PTFE-based EHP reactor. These results show integration of gas separation with hydrogenation reactor is feasible in SPPESK-based EHP reactor.

  3. Optimization and characterization of poly(phthalazinone ether ketone) (PPEK) heat-resistant porous fiberous mat by electrospinning

    NASA Astrophysics Data System (ADS)

    Shi, R.; Bin, Y. Z.; Yang, W. X.; Wang, D.; Wang, J. Y.; Jian, X. G.

    2016-08-01

    Poly(phthalazinone ether ketone) (PPEK) is noted for its outstanding heat-resistance property and mechanical strength. A one-step electrospinning method was conducted to produce PPEK micro-nano porous fibrous mat. We gave emphasis study on the spinnability, optimized conditions, fibers' morphology, surface science and fracture mechanism. The uniform electrospun fibrous mat resulted from PPEK/chloroform binary system indicated that PPEK would be a prospective material to be applied in electrospinning. Addition of a small amount of non-solvent (ethanol) turned out to be advantageous to the reduction of fiber diameter and the alleviation of choking during spinning process. Organic salt (benzyltrimethylammonium chloride) was employed to increase the conductivity of solution for the formation of thin fiber. After trials, PPEK/chloroform/ethanol system with salt and PPEK/NMP system were taken as two optimized systems. These two systems showed different pore fraction in N2 adsorption test, and displayed different mechanical behaviors in uniaxial tension test. The fibrous mat from PPEK/chloroform/ethanol system showed a feature of ductile fracture with relatively low fracture strength but long fracture deformation, while the fibrous mat from PPEK/NMP system showed a feature of brittle fracture with small deformation but quite large fracture strength of ca. 6 MPa. Finally thermogravimetric analysis indicated that the resultant PPEK fibrous mat did not decompose until the temperature reached 478 °C, which qualified the resultant fibrous mat as a promising material used under high-temperature condition.

  4. Using silica nanoparticles for modifying sulfonated poly(phthalazinone ether ketone) membrane for direct methanol fuel cell: A significant improvement on cell performance

    NASA Astrophysics Data System (ADS)

    Su, Yu-Huei; Liu, Ying-Ling; Sun, Yi-Ming; Lai, Juin-Yih; Guiver, Michael D.; Gao, Yan

    Sulfonated poly(phthalazinone ether ketone) (sPPEK) with a degree of sulfonation of 1.23 was mixed with silica nanoparticles to form hybrid materials for using as proton exchange membranes. The nanoparticles were found homogeneously dispersed in the polymer matrix and a high 30 phr (parts per hundred resin) loading of silica nanoparticles can be achieved. The hybrid membranes exhibited improved swelling behavior, thermal stability, and mechanical properties. The methanol crossover behavior of the membrane was also depressed such that these membranes are suitable for a high methanol concentration in feed (3 M) in cell test. The membrane with 5 phr silica nanoparticles showed an open cell potential of 0.6 V and an optimum power density of 52.9 mW cm -2 at a current density of 264.6 mA cm -2, which is better than the performance of the pristine sPPEK membrane and Nafion ® 117.

  5. Preparation and characterization of thermally stable copoly(phthalazinone biphenyl ether sulfone) hollow fiber ultrafiltration membranes

    NASA Astrophysics Data System (ADS)

    Liu, Peng; Zhang, Shouhai; Wang, Yutian; Lu, Yan; Jian, Xigao

    2015-04-01

    Novel thermally stable copoly(phthalazinone biphenyl ether sulfone) (PPBES) hollow fiber ultrafiltration (UF) membranes were successfully fabricated by the dry/wet phase inversion technique. The effects of polymer dope formulation (i.e., the PPBES concentration, different types and contents of additives) and fiber spinning conditions (i.e., air gap distance, coagulation bath temperature) on the morphologies and separation performance of PPBES hollow fiber UF membranes were investigated, respectively. It was found that the water flux of hollow fiber membrane decreased with the increase of PPBES concentration or EGME content in casting solution, while the rejection of PEG increased. However, the PPBES hollow fiber UF prepared with LiCl as inorganic small molecule additive exhibited different phenomena. In addition, the decrease of air gap distance or the increase of coagulation bath temperature could improve the water flux of UF membrane while reduce the rejection of PEG. Moreover, the thermal stability of the PPBES hollow fiber UF membranes was investigated. The water flux of PPBES membrane increased dramatically from 155 to 428 L m-2 h-1 without significant decrease of rejection when the temperature of feed solution increased from 20 °C to 95 °C.

  6. Effect of additives on the performance and morphology of sulfonated copoly (phthalazinone biphenyl ether sulfone) composite nanofiltration membranes☆

    NASA Astrophysics Data System (ADS)

    Guan, Shanshan; Zhang, Shouhai; Liu, Peng; Zhang, Guozhen; Jian, Xigao

    2014-03-01

    Sulfonated copoly (phthalazinone biphenyl ether sulfone) (SPPBES) composite nanofiltration membranes were fabricated by adding low molecular weight additives into SPPBES coating solutions during a dip coating process. Three selected additives: glycol, glycerol and hydroquinone were used in this work. The effect of additives on the membrane performance was studied and discussed in terms of rejection and permeation flux. Among all the composite membranes, the membrane prepared with glycol as an additive achieved the highest Na2SO4 rejection, and the membrane fabricated with glycerol as an additive exhibited the highest flux. The salts rejection of SPPBES composite membranes increased in the following order MgCl2 < NaCl ≤ MgSO4 < Na2SO4. The morphologies of the SPPBES composite membranes were characterized by SEM, it was found that the membrane prepared with hydroquinone showed a rough membrane surface. Composite membrane fabricated with glycol or glycerol as the additive showed very good chemical stability.

  7. Poly(arylene ether)s containing pendent ethynyl groups

    NASA Technical Reports Server (NTRS)

    Hergenrother, Paul M. (Inventor); Jensen, Brian J. (Inventor)

    1996-01-01

    Poly(arylene ether)s containing pendent ethynyl and substituted ethynyl groups and poly(arylene ether) copolymers containing pendent ethynyl and substituted ethynyl groups are readily prepared from bisphenols containing ethynyl and substituted ethynyl groups. The resulting polymers are cured up to 350.degree. C. to provide crosslinked poly(arylene ether)s with good solvent resistance, high strength and modulus.

  8. Sulfonimide-containing poly(arylene ether)s and poly(arylene ether sulfone)s, methods for producing the same, and uses thereof

    DOEpatents

    Hofmann, Michael A.

    2006-11-14

    The present invention is directed to sulfonimide-containing polymers, specifically sulfonimide-containing poly(arylene ether)s and sulfonimide-containing poly(arylene ether sulfone)s, and processes for making the sulfonimide-containing poly(arylene ether)s and sulfonimide-containing poly(arylene ether sulfone)s, for use conductive membranes and fuel cells.

  9. Poly(arylene ether)s That Resist Atomic Oxygen

    NASA Technical Reports Server (NTRS)

    Connell, John W.; Hergenrother, Paul; Smith, Joseph G., Jr.

    1994-01-01

    Novel poly(arylene ether)s containing phosphine oxide (PAEPO's) made via aromatic nucleophilic displacement reactions of activated aromatic dihalides (or, in some cases, activated aromatic dinitro compounds) with new bisphenol monomers containing phosphine oxide. Exhibited favorable combination of physical and mechanical properties and resistance to monatomic oxygen in oxygen plasma environment. Useful as adhesives, coatings, films, membranes, moldings, and composite matrices.

  10. Phenylethynl-terminated poly(arylene ethers)

    NASA Technical Reports Server (NTRS)

    Jensen, Brian J. (Inventor); Bryant, Robert G. (Inventor); Hergenrother, Paul M. (Inventor)

    1993-01-01

    Phenylethynyl-terminated poly(arylene ethers) are prepared in a wide range of molecular weights by adjusting monomer ratio and adding an appropriate amount of 4-fluoro- 4'-phenylethynyl benzophenone during polymer synthesis. The resulting phenylethynyl-terminated poly(arylene ethers) react and crosslink upon curing for one hour at 350 C to provide materials with improved solvent resistance, higher modulus, and better high temperature properties than the linear, uncrosslinked polymers.

  11. A new alternative to expandable pedicle screws: Expandable poly-ether-ether-ketone shell.

    PubMed

    Demir, Teyfik

    2015-05-01

    Screw pullout is a very common problem in the fixation of sacrum with pedicle screws. The principal cause of this problem is that the cyclic micro motions in the fixation of sacrum are higher than the other regions of the vertebrae that limit the osteo-integration between bone and screw. In addition to that, the bone quality is very poor at sacrum region. This study investigated a possible solution to the pullout problem without the expandable screws' handicaps. Newly designed poly-ether-ether-ketone expandable shell and classical pedicle screws were biomechanically compared. Torsion test, pullout tests, fatigue tests, flexion/extension moment test, axial gripping capacity tests and torsional gripping capacity tests were conducted in accordance with ASTM F543, F1798 and F1717. Standard polyurethane foam and calf vertebrae were used as embedding medium for pullout tests. Classical pedicle screw pullout load on polyurethane foam was 564.8 N compared to the failure load for calf vertebrae's 1264 N. Under the same test conditions, expandable poly-ether-ether-ketone shell system's pullout loads from polyurethane foam and calf vertebrae were 1196.3 and 1890 N, respectively. The pullout values for expandable poly-ether-ether-ketone shell were 33% and 53% higher than classical pedicle screw on polyurethane foam and calf vertebrae, respectively. The expandable poly-ether-ether-ketone shell exhibited endurance on its 90% of yield load. Contrary to poly-ether-ether-ketone shell, classical pedicle screw exhibited endurance on 70% of its yield load. Expandable poly-ether-ether-ketone shell exhibited much higher pullout performance than classical pedicle screw. Fatigue performance of expandable poly-ether-ether-ketone shell is also higher than classical pedicle screw due to damping the micro motion capacity of the poly-ether-ether-ketone. Expandable poly-ether-ether-ketone shell is a safe alternative to all other expandable pedicle screw systems on mechanical perspective.

  12. A new alternative to expandable pedicle screws: Expandable poly-ether-ether-ketone shell.

    PubMed

    Demir, Teyfik

    2015-05-01

    Screw pullout is a very common problem in the fixation of sacrum with pedicle screws. The principal cause of this problem is that the cyclic micro motions in the fixation of sacrum are higher than the other regions of the vertebrae that limit the osteo-integration between bone and screw. In addition to that, the bone quality is very poor at sacrum region. This study investigated a possible solution to the pullout problem without the expandable screws' handicaps. Newly designed poly-ether-ether-ketone expandable shell and classical pedicle screws were biomechanically compared. Torsion test, pullout tests, fatigue tests, flexion/extension moment test, axial gripping capacity tests and torsional gripping capacity tests were conducted in accordance with ASTM F543, F1798 and F1717. Standard polyurethane foam and calf vertebrae were used as embedding medium for pullout tests. Classical pedicle screw pullout load on polyurethane foam was 564.8 N compared to the failure load for calf vertebrae's 1264 N. Under the same test conditions, expandable poly-ether-ether-ketone shell system's pullout loads from polyurethane foam and calf vertebrae were 1196.3 and 1890 N, respectively. The pullout values for expandable poly-ether-ether-ketone shell were 33% and 53% higher than classical pedicle screw on polyurethane foam and calf vertebrae, respectively. The expandable poly-ether-ether-ketone shell exhibited endurance on its 90% of yield load. Contrary to poly-ether-ether-ketone shell, classical pedicle screw exhibited endurance on 70% of its yield load. Expandable poly-ether-ether-ketone shell exhibited much higher pullout performance than classical pedicle screw. Fatigue performance of expandable poly-ether-ether-ketone shell is also higher than classical pedicle screw due to damping the micro motion capacity of the poly-ether-ether-ketone. Expandable poly-ether-ether-ketone shell is a safe alternative to all other expandable pedicle screw systems on mechanical perspective

  13. Poly(Arylene Ether Imidazole) Surface Films

    NASA Technical Reports Server (NTRS)

    Connell, John W.; Towell, Timothy W.; Tompkins, Stephen S.

    1993-01-01

    Films adhere well to some substrates, provide smooth surfaces, and facilitate release from molds. Thin films of thermoplastic poly(arylene ether imidazole)s (PAEI's) particularly suitable for use as surface modifiers for graphite/epoxy or graphite/bismaleimide composite panels. Molecule of PAEI includes imidazole groups along its backbone that co-cure with epoxies or bismaleimides during processing. Films thermally stable and resistant to bombardment by energetic electrons.

  14. Vibrational Study Of Poly(Ether Ether Ketone).

    NASA Astrophysics Data System (ADS)

    Dosiere, M.

    1989-12-01

    The medium infrared region (4000-400cm-1) has been widely used to study crystallinity because differences could be observed in the vibrational spectrum of several polymers which could be related to crystallinity as determined by X-ray diffraction, differential scanning calorimetry and density measurements. However, as crystallinity is concerned with packing of chains and interactions between neighboor chains, the absorption bands arising from such vibrations appear therefore at wavenumbers below 400 cm -1. Poly-(oxy-1,4-phenyleneoxy-1,4-phenylenecarbonyl-1,4-phenylene) or poly(aryl ether ether ketone) (PEEK),commercially introduced by ICI1, has been attracting increasing interest. It is a semicrystalline polymer with an unusual combination of properties such as high chemical resistance, excellent thermal stability as good mechanical properties. Taking into account of its high temperature high strength characteristics and melt processability, PEEK is generating interest for applications such as reinforced composites, coatings, electrical connectors, impeller housings... Fourier transform infrared spectroscopy is a quick and powerful tool to investigate orientation and/or crystallinity in polymeric materials.

  15. Flow-Induced Crystallization of Poly(ether ether ketone)

    NASA Astrophysics Data System (ADS)

    Nazari, Behzad; Rhoades, Alicyn; Colby, Ralph

    The effects of an interval of shear above the melting temperature Tm on subsequent isothermal crystallization below Tm is reported for the premier engineering thermoplastic, poly(ether ether ketone) (PEEK). The effect of shear on the crystallization rate of PEEK is investigated by means of rheological techniques and differential scanning calorimetry (DSC) under a protocol of imposing shear in a rotational cone and plate rheometer and monitoring crystallization after quenching. The rate of crystallization at 320 °C was not affected by shear for shear rates <7 s-1 at 350 °C, whereas intervals of adequate shear at higher shear rates prior to the quench to 320 °C accelerated crystallization significantly. As the duration of the interval of shear above 7 s-1 is increased, the crystallization time decreases but at each shear rate eventually saturates once the applied specific work exceeds ~120 MPa. The annealing of the flow-induced precursors was also investigated. The nuclei were fairly persistent at temperatures close to 350 °C, however very unstable at temperatures above 375 °C. This suggests that the nanostructures formed under shear might be akin to crystalline lamellae of greater thickness, compared to quiescently crystallized lamellae.

  16. Tough poly(arylene ether) thermoplastics as modifiers for bismaleimides

    NASA Technical Reports Server (NTRS)

    Stenzenberger, H. D.; Roemer, W.; Hergenrother, P. M.; Jensen, B. J.

    1989-01-01

    Several aspects of research on thermoplastics as toughness modifiers are discussed, including the contribution of the backbone chemistry and the concentration of the poly(arylene ether) thermoplastic to fracture toughness, influence of the molecular weight of the poly(arylene ether) thermoplastic on neat resin fracture toughness, and the morphology of the thermoplastic modified networks. The results show that fracture toughness of brittle bismaleimide resins can be improved significantly with poly(arylene ether) thermoplastic levels of 20 percent by weight, and that high molecular weight poly(arylene ether) based on bisphenol A provides the highest degree of toughening. Preliminary composite evaluation shows that improvements in neat resin toughness translate into carbon fabric composite.

  17. The synthesis of nonlinear optical (NLO) poly(hydroxy ethers)

    SciTech Connect

    Brennan, D.J.; Gulotty, R.J.; Inbasekaran, M.

    1995-12-31

    New poly(hydroxy ethers) have been prepared which exhibit an excellent combination of (a) high second-order nonlinear optical (NLO) activity (d{sub 33} of 20-28 x 10{sup -9} esu, 1064 nm, after parallel plate poling at E=0.5 MV/cm), (b) high glass transition temperatures Tg=150-200{degrees}C, (c) persistence of activity at 100{degrees}C, and (d) excellent processability. The NLO poly(hydroxy ethers) are prepared by the reactions of aromatic diglycidyl ethers with bisphenols that contain dipolar moieties based on nitrophenylhydrazones and other chromophores.

  18. Synthesis and characterizations of electrospun sulfonated poly (ether ether ketone) SPEEK nanofiber membrane

    NASA Astrophysics Data System (ADS)

    Hasbullah, N.; Sekak, K. A.; Ibrahim, I.

    2016-07-01

    A novel electrospun polymer electrolyte membrane (PEM) based on Sulfonated Poly (ether ether ketone) were prepared and characterized. The poly (ether ether ketone) PEEK was sulfonated using concentrated sulfuric acid at room temperature for 60 hours reaction time. The degree sulfonation (DS) of the SPEEK are 58% was determined by H1 NMR using area under the peak of the hydrogen shielding at aromatic ring of the SPEEK. Then, the functional group of the SPEEK was determined using Fourier transfer infrared (FTIR) showed O-H vibration at 3433 cm-1 of the sulfonated group (SO2-OH). The effect of the solvent and polymer concentration toward the electrospinning process was investigated which, the DMAc has electrospun ability compared to the DMSO. While, at 20 wt.% of the polymer concentration able to form a fine and uniform nanofiber, this was confirmed by FESEM that shown electrospun fiber mat SPEEK surface at nano scale diameter.

  19. Studies of poly(ether)urethane pacemaker lead insulation oxidation.

    PubMed

    Thoma, R J; Phillips, R E

    1987-04-01

    Published reports suggest that silver ions may catalyze the oxidation of poly(ether)urethane soft-segments resulting in the failure of urethane insulations of specific models of pacemaker leads. Attempted oxidation of soft-segment models, poly(tetra-methylene ether)glycols, by silver nitrate has shown that metal-ion catalyzed oxidative-reduction (MICOR) does not adequately explain observed failures unless antioxidants are removed in process. Such cracking can, however, be explained in terms of a metal ion enhanced environmental stress cracking. PMID:3584162

  20. Chemistry and adhesive properties of poly(arylene ether)s containing heterocyclic units

    NASA Technical Reports Server (NTRS)

    Connell, John W.

    1991-01-01

    Novel poly(arylene ether)s containing heterocyclic units were prepared, characterized, and evaluated as adhesives and composite matrices. The polymers were prepared by reacting a heterocyclic bisphenol with an activated aromatic dihalide in a polar aprotic solvent, using potassium carbonate. The polymerizations were generally carried out in N,N-dimethylacetamide at 155 C. In some cases, where the polymers were semicrystalline, higher temperatures and thus higher boiling solvents were necessary to keep the polymers in solution. Heterocyclic rings incorporated into the poly(arylene ether) backbone include phenylquinoxaline, phenylimidazole, benzimidazole, benzoxazole, 1,3,4-oxadiazole, and 1,2,4-triazole. The polymers were characterized by differential scanning calorimetry, solution viscosity, X-ray diffraction, thin film, and adhesive and (in some cases) composite properties. The glass transition temperatures, crystalline melt temperature, solubility, and mechanical properties varied depending upon the heterocyclic ring. The chemistry and properties of these materials are discussed.

  1. High temperature fuel cell membranes based on poly(arylene ether)s containing benzimidazole groups

    SciTech Connect

    Kim, Dae Sik; Kim, Yu Seung; Lee, Kwan - Soo; Boncella, James M; Kuiper, David; Guiver, Michael D

    2009-01-01

    Development of new high-performance polymer membranes that retain their proton conductivity under low humidity conditions is one of the most critical requirements to commercialize PEMFC systems. Current sulfonated proton exchange membranes acquire proton conductivity by water that solvates ion and carries proton. Consequently, a loss of water under low RH conditions immediately results in a loss of proton conductivity. One approach to maintain proton conductivity under low RH conditions is to replace water with a less volatile proton solvent. Kreuer has pointed out the possibility to develop fully polymeric proton-conducting membranes based on nitrogen-containing heterocycles such as imidazole, benzimidazole, and pyrazole. We have attempted to blend those less volatile proton solvent with sulfonated copolymers such as polystyrene sulfonic acid, Nafion, poly(arylene ether sulfone, BPSH-xx). [Ref. DOE review meeting 2007 and 2008] However, we observed that imidazole was slowly sublimated out as temperature and humidity increases which could cause poisoning of electro-catalyst, corrosion and losing conductivity. In this presentation, we report the synthesis of novel poly(arylene ether sulfone)s containing benzimidazole groups These benzimidazole containing polymer was blended with sulfonated poly(arylene ether sulfone). In the blend system, benzimidazole group attached to the polysulfone acts as a medium through the basic nitrogen for transfer of protons between the sulfonic acid groups. Proton conductivity of the blend membranes was investigated as a function of water content at 80 C and compared the performance with water based proton conduction system.

  2. Poly(hydroxy amino ethers): Novel high-barrier thermoplastics

    SciTech Connect

    Silvis, H.C.; Brown, C.N.; Kram, S.L.; White, J.E.

    1995-12-31

    A visible trend in the area of food and beverage packaging is the ever increasing substitution of plastics for materials such as glass and metal. This research details the synthesis and properties of a new class of high barrier thermoplastics, namely poly(hydroxy amino ethers) (PHAE) prepared from stoichiometric reactions of primary amines or bis-sec-diamines with aromatic diglycidyl ethers in solution or in the melt. These polymers are true high molecular weight thermoplastics that can be fabricated by a variety of conventional processing techniques. The oxygen transmission rates of these polymers range from moderate (<5 BU) to very low (<0.1 BU), depending on the backbone structure of the PHAE in question. These extraordinary barrier properties are the consequence of a high degree of interchain cohesion due to hydrogen bonding interactions. The effect of polymer structure on oxygen transmission rate, glass transition temperature, and physical properties has been studied in detail.

  3. Chemistry and properties of new poly(arylene ether imidazoles)

    NASA Technical Reports Server (NTRS)

    Connell, J. W.; Hergenrother, P. M.

    1990-01-01

    As part of a program to develop high-temperature high-performance structural resins for aerospace applications, the chemistry and properties of new poly(arylene ether imidazoles) were investigated. The polymers were prepared by the nucleophilic displacement reaction of aromatic bis(imidazolephenols) with activated aromatic difluoro compounds. The amorphous thermoplastic polymers exhibited glass transition temperatures from 230 to 301 C, inherent viscosities from 0.46 to 1.46 dL/g, and number-average molecular weights as high as 59,300 g/mole. The polymers exhibit good toughness, adhesive, composite, and film properties. The chemical, physical, and mechanical properties of these materials are discussed.

  4. [Recent development of research on the biotribology of carbon fiber reinforced poly ether ether ketone composites].

    PubMed

    Chen, Yan; Pan, Yusong

    2014-12-01

    Carbon fiber reinforced poly ether ether ketone (CF/PEEK) composite possesses excellent biocompatible, biomechanical and bioribological properties. It is one of the most promising implant materials for artificial joint. Many factors influence the bioribological properties of CF/PEEK composites. In this paper, the authors reviewed on the biotribology research progress of CF/PEEK composites. The influences of various factors such as lubricant, reinforcement surface modification, functional particles, friction counterpart and friction motion modes on the bio-tribological properties of CF/PEEK composites are discussed. Based on the recent research, the authors suggest that the further research should be focused on the synergistic effect of multiple factors on the wear and lubrication mechanism of CF/PEEK. PMID:25868268

  5. A sulfonated poly (aryl ether ether ketone ketone) isomer: synthesis and DMFC performance

    SciTech Connect

    Kim, Yu Seung; Liu, Baijun; Hu, Wei; Jiang, Zhenhua; Robertson, Gilles; Guiver, Michael

    2009-01-01

    A sulfonated poly(aryl ether ether ketone ketone) (PEEKK) having a well-defined rigid homopolymer-like chemical structure was synthesized from a readily-prepared PEEKK post-sulfonation with concentrated sulfuric acid at room temperature within several hours. The polymer electrolyte membrane (PEM) cast from the resulting polymer exhibited an excellent combination of thermal resistance, oxidative and dimensional stability, low methanol fuel permeability and high proton conductivity. Furthermore, membrane electrode assemblies (MEAs) were successfully fabricated and good direct methanol fuel cell (DMFC) performance was observed. At 2 M MeOH feed, the current density at 0.5 V reached 165 mA/cm, which outperformed our reported analogues and eveluated Nafion membranes.

  6. The effect of high-energy electron radiation on poly(arylene ether)s

    NASA Technical Reports Server (NTRS)

    Connell, J. W.; Siochi, E. J.; Croall, C. I.

    1993-01-01

    Thin films of four experimental poly(arylene ether)s of similar chemical structure were exposed to 1 MeV electrons while under high vacuum. The films received total exposures of 5 x 10 exp 7 and 1 x 10 exp 9 rads at a dose rate of 5 x 10 exp 7 rads/h and a pressure of 2 x 10 exp -7 torr. Films exposed to 5 x 10 exp 7 rads showed dramatic changes in molecular weight distribution. After exposures of 1 x 10 exp 9 rads the films were only partially soluble in chloroform and exhibited no detectable changes in the glass transition temperatures. Thin-film tensile properties were also altered by the exposure to electron radiation. The effect of the exposures as determined by various analyses is discussed.

  7. Origin of mechanical modifications in poly (ether ether ketone)/carbon nanotube composite

    SciTech Connect

    Pavlenko, Ekaterina; Puech, Pascal; Bacsa, Wolfgang; Boyer, François; Olivier, Philippe; Sapelkin, Andrei; King, Stephen; Heenan, Richard; Pons, François; Gauthier, Bénédicte; Cadaux, Pierre-Henri

    2014-06-21

    Variations in the hardness of a poly (ether ether ketone) beam electrically modified with multi-walled carbon nanotubes (MWCNT, 0.5%-3%) are investigated. It is shown that both rupture and hardness variations correlate with the changes in carbon nanotube concentration when using micro indentation and extended Raman imaging. Statistical analysis of the relative spectral intensities in the Raman image is used to estimate local tube concentration and polymer crystallinity. We show that the histogram of the Raman D band across the image provides information about the amount of MWCNTs and the dispersion of MWCNTs in the composite. We speculate that we have observed a local modification of the ordering between pure and modified polymer. This is partially supported by small angle neutron scattering measurements, which indicate that the agglomeration state of the MWCNTs is the same at the concentrations studied.

  8. A novel sulfonated poly(ether ether ketone) and cross-linked membranes for fuel cells

    NASA Astrophysics Data System (ADS)

    Li, Hongtao; Zhang, Gang; Wu, Jing; Zhao, Chengji; Zhang, Yang; Shao, Ke; Han, Miaomiao; Lin, Haidan; Zhu, Jing; Na, Hui

    A novel poly(ether ether ketone) (PEEK) containing pendant carboxyl groups has been synthesized by a nucleophilic polycondensation reaction. Sulfonated polymers (SPEEKs) with different ion exchange capacity are then obtained by post-sulfonation process. The structures of PEEK and SPEEKs are characterized by both FT-IR and 1H NMR. The properties of SPEEKs as candidates for proton exchange membranes are studied. The cross-linking reaction is performed at 140 °C using poly(vinyl alcohol) (PVA) as the cross-linker. In comparison with the non-cross-linked membranes, some properties of the cross-linked membranes are significantly improved, such as water uptake, methanol resistance, mechanical and oxidative stabilities, while the proton conductivity decreases. The effect of PVA content on proton conductivity, water uptake, swelling ratio, and methanol permeability is also investigated. Among all the membranes, SPEEK-C-8 shows the highest selectivity of 50.5 × 10 4 S s cm -3, which indicates that it is a suitable candidate for applications in direct methanol fuel cells.

  9. Comparison of surface modification of poly(ether urethanes) on physical properties and blood compatibility

    SciTech Connect

    Wrobleski, D.A.; Cash, D.L.; Hermes, R.E.

    1988-01-01

    Because of their good elastomeric properties including the ability to undergo repeated flexing without failure, polyurethanes are used in a number of biomedical applications including flexing diaphragms or coatings on surfaces in artificial hearts and heart assist devices. In particular, the poly(ether urethanes), are preferred for use in biomedical applications because of their greater hydrolytic stability as compared to poly(ester urethanes). However, poly(ether urethanes), as other polymeric materials in contact with blood, cause formation of thrombus and bacterial infections. These problems might be overcome by incorporation of antithrombogenic substances and/or antibacterial agents in the surface of the polymer. We have explored both of these methods by examining the infusion of polyvinylpyrrolidone (PVP) and poly(ethylene glycol) (PEG) into commercially available poly(ether urethanes) and the graft polymerization of N-vinyl pyrrolidone onto poly(ether urethanes). Preliminary results are presented here. 7 refs., 1 fig.

  10. A model survey meter using undoped poly (ether sulfone)

    NASA Astrophysics Data System (ADS)

    Nakamura, Hidehito; Shirakawa, Yoshiyuki; Kanayama, Masaya; Sato, Nobuhiro; Kitamura, Hisashi; Takahashi, Sentaro

    2015-04-01

    The large region surrounding the damaged Fukushima Daiichi Nuclear Power Plant has necessitated the use of numerous radiation survey meters with large, robust substrates. The survey meters require efficient scintillation materials that do not require doping and have dimensional stability, such as poly (ether sulfone) (PES) resins. Here, we demonstrate the performance of a model survey meter that uses large PES plates with polished, mirrored surfaces and rough, scattering surfaces. Light collection efficiencies from plates having one or more of these surfaces were quantitatively Characterised with 36Cl-, 60Co-, 137Cs-radioactive sources. The count rates of plates having a combination of mirrored/scattering-surfaces are >1.6 times that for plates having two mirrored surfaces. In addition, a significant amount of radiation-induced light generated in the PES is trapped inside the plate because of its relatively high refractive index. The results indicate that large, undoped PES plates can be used in radiation survey meters.

  11. Investigation of crystalline morphology in poly (ether ether ketone) using dielectric relaxation spectroscopy

    SciTech Connect

    Kalika, D.S.; Krishnaswamy, R.K.

    1993-12-31

    The relaxation behavior of poly (ether ether ketone) [PEEK] has been investigated using dielectric relaxation spectroscopy; the glass-rubber ({alpha}) relaxation and a sub-glass ({beta}) relaxation were examined for the amorphous material and both cold-crystallized and melt-crystallized specimens. Analysis of the data using the Cole-Cole modification of the Debye equation allowed determination of the dielectric relaxation strength and relaxation broadening parameter for both transitions as a function of material crystallization history. The crystallized specimens displayed a positive offset in isochronal loss temperature for both the {alpha} and {beta} relaxations, with the {alpha} relaxation broadened significantly. The measured dipolar response was interpreted using a three-phase morphological model encompassing a crystalline phase, a mobile amorphous phase, and a rigid amorphous phase. Determination of phase fractions based on dipolar mobilization across the glass-rubber relaxation revealed a finite rigid amorphous phase fraction for both the cold-crystallized specimens which was relatively insensitive to thermal history and degree of crystallinity (W{sub RAP}40.20).

  12. Electrical conductivity of sulfonated poly(ether ether ketone) based composite membranes containing sulfonated polyhedral oligosilsesquioxane

    NASA Astrophysics Data System (ADS)

    Celso, Fabricio; Mikhailenko, Serguei D.; Rodrigues, Marco A. S.; Mauler, Raquel S.; Kaliaguine, Serge

    2016-02-01

    Composite proton exchange membranes (PEMs) intended for fuel cell applications were prepared by embedding of various amounts of dispersed tri-sulfonic acid ethyl POSS (S-Et-POSS) and tri-sulfonic acid butyl POSS (S-Bu-POSS) in thin films of sulfonated poly ether-ether ketone. The electrical properties of the PEMs were studied by Impedance spectroscopy and it was found that their conductivity σ changes with the filler content following a curve with a maximum. The water uptake of these PEMs showed the same dependence. The investigation of initial isolated S-POSS substances revealed the properties of typical electrolytes, which however in both cases possessed low conductivities of 1. 17 × 10-5 S cm-1 (S-Et-POSS) and 3.52 × 10-5 S cm-1 (S-Bu-POSS). At the same time, the insoluble in water S-POSS was found forming highly conductive interface layer when wetted with liquid water and hence producing a strong positive impact on the conductivity of the composite PEM. Electrical properties of the composites were analysed within the frameworks of effective medium theory and bounding models, allowing to evaluate analytically the range of possible conductivity values. It was found that these approaches produced quite good approximation of the experimental data and constituted a fair basis for interpretation of the observed relationship.

  13. Molecular sieve/sulfonated poly(ether ketone ether sulfone) composite membrane as proton exchange membrane

    NASA Astrophysics Data System (ADS)

    Changkhamchom, Sairung; Sirivat, Anuvat

    2012-02-01

    A proton exchange membrane (PEM) is an electrolyte membrane used in both polymer electrolyte membrane fuel cells (PEMFC) and direct methanol fuel cells (DMFCs). Currently, PEMs typically used for PEMFCs are mainly the commercially available Nafion^ membranes, which is high cost and loss of proton conductivity at elevated temperature. In this work, the Sulfonated poly(ether ketone ether sulfone), (S-PEKES), was synthesized by the nucleophilic aromatic substitution polycondensation between bisphenol S and 4,4'-dichlorobenzophenone, and followed by the sulfonation reaction with concentrated sulfuric acid. The molecular sieve was added in the S-PEKES matrix at various ratios to form composite membranes to be the candidate for PEM. Properties of both pure sulfonated polymer and composite membranes were compared with the commercial Nafion^ 117 membrane from Dupont. S-PEKES membranes cast from these materials were evaluated as a polymer electrolyte membrane for direct methanol fuel cells. The main properties investigated were the proton conductivity, methanol permeability, thermal, chemical, oxidative, and mechanical stabilities by using a LCR meter, Gas Chromatography, Thermogravimetric Analysis, Fourier Transform Infrared Spectroscopy, Fenton's reagent, and Universal Testing Machine. The addition of the molecular sieve helped to increase both the proton conductivity and the methanol stability. These composite membranes are shown as to be potential candidates for use as a Proton Exchange Membrane (PEM).

  14. New aromatic activated dihalides and bisphenol monomers for the preparation of novel poly(arylene ethers)

    NASA Technical Reports Server (NTRS)

    Wolfe, James F.

    1993-01-01

    The goal of this research program was to synthesize a series of unique monomers of type I to be utilized at NASA-Langley in the preparation of new poly(arylene ether ketones), poly(arylene ether ketosulfones), and poly(arylene ether ketophosphine oxides). These A-A and A-B monomer systems, which possess activated aryl halide and/or phenolic end groups, are accessible via condensation reactions of appropriately substituted aryl acetonitrile carbanions with activated aryl dihalides followed by oxidative decyanation.

  15. Liquid-crystal photoalignment by photosensitive fluorinated poly(arylene ether)

    SciTech Connect

    Li Xiangdan; Zhong Zhenxin; Lee, Seung Hee; Ghang, Gilson; Lee, Myong-Hoon

    2005-03-28

    We report a liquid-crystal (LC) photoalignment material with a high photosensitivity based on the fluorinated poly(arylene ether) containing a chalcone unit in the main chain. The fluorinated poly(arylene ether) exhibited defect-free homogeneous alignment of LCs upon irradiation of linearly polarized UV light for 10 s. Spectroscopic analyses revealed that [2+2] cycloaddition between the chalcone moieties generated the surface anisotropy to induce an efficient alignment of LCs.

  16. Poly(ether sulfone) as a negative resist for electron beam lithography

    NASA Astrophysics Data System (ADS)

    Bryce, R. M.; Freeman, M. R.; Aktary, M.

    2007-05-01

    The sulfone containing polymer poly(butene sulfone) has long been used as positive electron beam resist due to the high scission rate of sulfone under electron irradiation. The authors demonstrate that poly(ether sulfone) acts as a high resolution negative electron beam resist which displays good chemical and dry-etch resistance. The electron beam exposure sensitivity at 10kV was found to be approximately 230μC/cm2 for poly(ether sulfone), roughly 2.3 times that of poly(methyl methacrylate). As poly(ether sulfone) is a robust engineering polymer that can withstand etching this polymer is a suitable mask material and has properties of interest for direct incorporation in devices.

  17. Synthesis and Characterization of Poly (Arylene Ether Benzimidazole) Oligomers

    NASA Technical Reports Server (NTRS)

    Leonard, Michael J.

    1995-01-01

    Several poly(arylene ether benzimidazole) oligomers were prepared by the nucleophilic aromatic substitution reaction of a bisphenol benzimidazole and various alkyl-substituted aromatic bisphenols with an activated aromatic dihalide in N, N-dimethylacetarnide. Moderate to high molecular weight terpolymers were obtained in all cases, as shown by their inherent viscosities, which ranged from 0.50 to 0.87 dL g(sup -1). Glass transition temperatures (T(sub g)s) of polymer powders ranged from 267-280 C. Air-dried unoriented thin film T(sub g)s were markedly lower than those of the powders, whereas T(sub g)s of films dried in a nitrogen atmosphere were identical to those of the corresponding powders. In addition, air-dried films were dark amber and brittle, whereas nitrogen-dried films were yellow and creasable. Nitrogen-dried films showed slightly higher thin-film tensile properties than the air-dried films, as well.

  18. Chemistry and properties of poly(arylene ether 1,3,4-oxadiazole)s and poly(arylene ether 1,2,4-triazole)s

    NASA Technical Reports Server (NTRS)

    Connell, J. W.; Hergenrother, P. M.; Wolf, P.

    1992-01-01

    Poly(arylene ether)s containing l,3,4-oxadiazole and 1,2,4-triazole units were prepared by the aromatic nucleophilic displacement reaction of bisphenol oxadiazole and bisphenol triazole compounds with activated aromatic dihalides. The polymers exhibited glass transition temperatures (Tg) ranging from 182 to 242 C, and several polymers exhibited melting transitions (Tm) ranging from 265 to 390 C. Inherent viscosities ranged from 1.02 to 3.40 dl/g, indicating relatively high molecular weights. Thin films exhibited tensile strengths, moduli, and elongations at 23 C of 90-110 MPa, 2.7-3.6 GPa, and 4-7 percent, respectively. Titanium-to-titanium tensile shear specimens of a poly(arylene ether 1,3,4-oxadiazole) exhibited tensile shear strengths at 23 and 150 C of 22.1 and 17.9 MPa, respectively.

  19. Cathodic delaminations of poly(phenyl ether ether ketone) (PEEK) coatings overlaid on zinc phosphate-deposited steels

    SciTech Connect

    Sugama, T.; Carciello, N.R. . Dept. of Applied Science)

    1993-12-10

    The melt-crystallized poly(phenyl) ether ether ketone (PEEK) polymer was overlaid on crystalline zinc phosphate (Zn [center dot] Ph) conversion coating-deposited and nondeposited cold-rolled steels at 400 C in air or in N[sub 2] environments. The ability of these coatings systems to protect the steel against corrosion was evaluated from the rate of cathodic delamination of the coating layer from the steel. Because the cathodic reaction, H[sub 2]O + 1/20[sub 2] + 2e[sup [minus

  20. Comparison of surface modifications of poly(ether urethanes) by chemical infusion and graft polymerization

    SciTech Connect

    Wrobleski, D.A.; Cash, D.L.; Hermes, R.E.

    1988-01-01

    Our approach to surface modification uses the chemical infusion process to introduce materials into the outermost layer of the polymeric material, thereby altering the surface without changing the bulk properties of the polymer. The infused materials may slowly diffuse out of the infusion layer if they are volatile or highly mobile. However, if polymeric infusant materials are employed, they may become chain entangled with the host polymer and result in a permanently modified surface. A second approach utilizes photo-initiated graft polymerization of poly(ether urethanes) with an appropriate monomer. We have explored both of these methods by examining the infusion of polyvinylpyrrolidone (PVP) and poly(ethylene glycol) (PEG) into commercially available poly(ether urethanes) and the graft polymerization of N-vinyl pyrrolidone onto poly(ether urethanes). Results are presented here. 7 refs., 1 tab.

  1. Low dielectric fluorinated poly(phenylene ether ketone) film and coating

    NASA Technical Reports Server (NTRS)

    Cassidy, Patrick E. (Inventor); Tullos, Gordon L. (Inventor); St.clair, Anne K. (Inventor)

    1990-01-01

    The present invention relates to film and coating materials prepared from novel fluorinated poly(phenylene ether ketones). A fluorinated poly(phenylene ether ketone) is prepared by reacting a bisphenol with 1,1,1,3,3,3 hexafluoro-2,2-bis 4-(4-halobenzoyl) phenyl propane (wherein halo is fluoro or chloro), which is a novel monomer formed as the reaction product of halobenzene (wherein halo is fluoro or chloro) and 1,1,1,3,3,3 hexafluoro-2,2-bis (p-chloro formyl phenyl) propane. Especially beneficial results of this invention are that films and coating materials prepared from the novel fluorinated poly(phenylene ether ketone) are essentially optically transparent/colorless and have a lower dielectric constant than otherwise comparable, commercially available poly(phenylene ether ketones). Moreover, unlike the otherwise comparable commercially available materials, the novel fluorinated poly(phenylene ether ketones) of the present invention can be solution cast or sprayed to produce the films and coatings. Furthermore, the long term thermal stability of the polymers of the present invention is superior to that of the commercially available materials.

  2. A gemini quaternary ammonium poly (ether ether ketone) anion-exchange membrane for alkaline fuel cell: design, synthesis, and properties.

    PubMed

    Si, Jiangju; Lu, Shanfu; Xu, Xin; Peng, Sikan; Xiu, Ruijie; Xiang, Yan

    2014-12-01

    To reconcile the tradeoff between conductivity and dimensional stability in AEMs, a novel Gemini quaternary ammonium poly (ether ether ketone) (GQ-PEEK) membrane was designed and successfully synthesized by a green three-step procedure that included polycondensation, bromination, and quaternization. Gemini quaternary ammonium cation groups attached to the anti-swelling PEEK backbone improved the ionic conductivity of the membranes while undergoing only moderate swelling. The grafting degree (GD) of the GQ-PEEK significantly affected the properties of the membranes, including their ion-exchange capacity, water uptake, swelling, and ionic conductivity. Our GQ-PEEK membranes exhibited less swelling (≤ 40 % at 25-70 °C, GD 67 %) and greater ionic conductivity (44.8 mS cm(-1) at 75 °C, GD 67 %) compared with single quaternary ammonium poly (ether ether ketone). Enhanced fuel cell performance was achieved when the GQ-PEEK membranes were incorporated into H2 /O2 single cells. PMID:25346412

  3. Synthesis and characterization of high temperature curable poly(arylene ether) structural adhesive and composite matrices

    SciTech Connect

    Mecham, S.J.; Jayaraman, S.; Bobbitt, M.M.

    1996-12-31

    Crosslinked poly(arylene ether) systems are projected to display many desirable properties suitable for aerospace structural adhesive and composite matrix applications. The synthesis and characterization of a series of processable high temperature curing poly(arylene ether) oligomers incorporating terminally reactive phenylethynyl endgroups will be discussed. Characterization of the oligomers includes NMR, intrinsic viscosity, parallel plate rheological behavior, TGA, and DSC. Curing of these oligomers was conducted at or above 380{degrees}C, providing a large processing window. Thermal stability is very good and the melt viscosity of the oligomers in the processing temperature range is exceptionally low.

  4. Transparent Films from CO2 -Based Polyunsaturated Poly(ether carbonate)s: A Novel Synthesis Strategy and Fast Curing.

    PubMed

    Subhani, Muhammad Afzal; Köhler, Burkhard; Gürtler, Christoph; Leitner, Walter; Müller, Thomas E

    2016-04-25

    Transparent films were prepared by cross-linking polyunsaturated poly(ether carbonate)s obtained by the multicomponent polymerization of CO2 , propylene oxide, maleic anhydride, and allyl glycidyl ether. Poly(ether carbonate)s with ABXBA multiblock structures were obtained by sequential addition of mixtures of propylene oxide/maleic anhydride and propylene oxide/allyl glycidyl ether during the polymerization. The simultaneous addition of both monomer mixtures provided poly(ether carbonate)s with AXA triblock structures. Both types of polyunsaturated poly(ether carbonate)s are characterized by diverse functional groups, that is, terminal hydroxy groups, maleate moieties along the polymer backbone, and pendant allyl groups that allow for versatile polymer chemistry. The combination of double bonds substituted with electron-acceptor and electron-donor groups enables particularly facile UV- or redox-initiated free-radical curing. The resulting materials are transparent and highly interesting for coating applications.

  5. Electro-osmotic drag effect on the methanol permeation for sulfonated poly(ether ether ketone) and nafion 117 membranes.

    PubMed

    Chi, Nguyen Thi Que; Bae, Byungchan; Kim, Dukjoon

    2013-11-01

    Electro-osmotic drag effect on the methanol permeation was investigated for sulfonated poly(ether ether ketone) (sPEEK) membrane, and its result was compared with that of Nafion 117 membrane. The electro-osmotic drag coefficient was determined from the limiting current density measured at different temperature. The methanol permeability of sPEEK membrane increased with temperature but its temperature dependence was not as strong as that of Nafion 117 membrane. The methanol permeability or the total methanol flux of Nafion 117 membrane was at least twice higher than that of sPEEK70 membrane (sPEEK membrane with 70% sulfonation degree), as the methanol permeation was highly contributed by the electro-osmotic drag effect. This higher electro-osmotic drag of Nafion 117 membrane is attributed to the bigger ion cluster and waster channel in nanophase and thus more free water absorption than sPEEK membrane.

  6. An estimation of fatigue life for a carbon fibre/poly ether ether ketone hip joint prosthesis.

    PubMed

    Akay, M; Aslan, N

    1995-01-01

    A fracture mechanics approach was applied to estimate the life of a prosthesis injection moulded from short carbon fibre reinforced poly ether ether ketone. Flexural modulus and strength, fracture toughness, fatigue endurance limit, fatigue crack growth rate and threshold stress intensity factor were determined. The dimensions of the test pieces were selected to yield fibre orientation and fibre length distributions similar to those obtained in the prosthesis. Stress levels generated in the prosthesis under different activities were estimated by conducting three-dimensional finite element analysis. It was shown by a fracture mechanics approach that a fatigue failure due to the propagation of an embedded elliptical slit, under these stresses, would be unlikely for a crack length smaller than 1.85 mm. However, the cement would fail under the same conditions, irrespective of the type of the prosthesis employed.

  7. Intermolecular ionic cross-linked sulfonated poly(ether ether ketone) membranes containing diazafluorene for direct methanol fuel cell applications

    NASA Astrophysics Data System (ADS)

    Liang, Yu; Gong, Chenliang; Qi, Zhigang; Li, Hui; Wu, Zhongying; Zhang, Yakui; Zhang, Shujiang; Li, Yanfeng

    2015-06-01

    A series of novel ionic cross-linking sulfonated poly(ether ether ketone) (SPEEK) membranes containing the diazafluorene functional group are synthesized to reduce the swelling ratio and methanol permeability for direct methanol fuel cell (DMFC) applications. The ionic cross-linking is realized by the interaction between sulfonic acid groups and pyridyl in diazafluorene. The prepared membranes exhibit good mechanical properties, adequate thermal stability, good oxidative stability, appropriate water uptake and low swelling ratio. Moreover, the ionic cross-linked membranes exhibit lower methanol permeability in the range between 0.56 × 10-7 cm2 s-1 and 1.8 × 10-7 cm2 s-1, which is lower than Nafion 117, and they exhibit higher selectivity than Nafion 117 at 30 °C on the basis of applicable proton conductivity.

  8. Enhanced response of microbial fuel cell using sulfonated poly ether ether ketone membrane as a biochemical oxygen demand sensor.

    PubMed

    Ayyaru, Sivasankaran; Dharmalingam, Sangeetha

    2014-03-25

    The present study is focused on the development of single chamber microbial fuel cell (SCMFC) using sulfonated poly ether ether ketone (SPEEK) membrane to determine the biochemical oxygen demand (BOD) matter present in artificial wastewater (AW). The biosensor produces a good linear relationship with the BOD concentration up to 650 ppm when using artificial wastewater. This sensing range was 62.5% higher than that of Nafion(®). The most serious problem in using MFC as a BOD sensor is the oxygen diffusion into the anode compartment, which consumes electrons in the anode compartment, thereby reducing the coulomb yield and reducing the electrical signal from the MFC. SPEEK exhibited one order lesser oxygen permeability than Nafion(®), resulting in low internal resistance and substrate loss, thus improving the sensing range of BOD. The system was further improved by making a double membrane electrode assembly (MEA) with an increased electrode surface area which provide high surface area for electrically active bacteria.

  9. Separation of Dimethyl Ether from Syn-Gas Components by Poly(dimethylsiloxane) and Poly(4-methyl-1-pentene) Membranes

    SciTech Connect

    Christopher J. Orme; Frederick F. Stewart

    2011-05-01

    Permeability and selectivity in gas transport through poly(4-methyl-1-pentene) (TPX) and poly(dimethylsiloxane) (PDMS) using variable temperature mixed gas experiments is reported. Selected gases include H2, CO, CH4, CO2, and dimethyl ether (DME). The DME data is the first to be reported through these membranes. In this paper, the chosen polymers reflect both rubbery and crystalline materials. Rubbery polymers tend to be weakly size sieving, which, in this work, has resulted in larger permeabilities, lower separation factors, and lower activation energies of permeation (Ep). Conversely, the crystalline TPX membranes showed much greater sensitivity to penetrant size; although the gas condensability also played a role in transport.

  10. Reactive Poly(Amic Acid)/ Poly(Glycidyl Methacrylate-r-Poly(ethylene Glycol) Methyl Ether Methacrylate) Blends as Gas Permeation Membranes

    NASA Astrophysics Data System (ADS)

    Beaulieu, Michael; Watkins, James

    2012-02-01

    Polymers containing polar moieties, such as ether groups show an affinity for acidic gases, such as CO2 due to dipole-quadrapole interactions. Polymer blends in which one of the components is poly(ethylene glycol) (PEG) have been studied extensively in literature as a CO2/light gas permeation membrane, but due to the crystallization and poor mechanical properties have been difficult to incorporate PEG above 60wt%. In this study, a series of random copolymers containing both glycidyl methacrylate and poly(ethylene glycol) methyl ether methacrylate in different ratios are blended with a poly(amic acid) prepolymer made from 4, 4'-oxydianiline and pyromellitic dianhydride to create gas permeation membranes. By using a reactive blend PEG loadings above 70% have been realized with sufficient mechanical properties, and since the side chain on the PEGMA is short these blends do not suffer from crystallization.

  11. Ketimine modifications as a route to novel amorphous and derived semicrystalline poly(arylene ether ketone) homo- and copolymers

    NASA Technical Reports Server (NTRS)

    Mohanty, D. K.; Lowery, R. C.; Lyle, G. D.; Mcgrath, J. E.

    1987-01-01

    A series of amine terminal amorphous poly(arylene ether ketone) oligomers of controlled molecular weights (2-15 K) were synthesized. These oligomers have been found to undergo 'self-crosslinking' reactions upon heating above 220 C, via the reaction of the terminal amine groups with the in-chain keto carbonyl functionalities. The resulting networks are ductile, chemically resistant, and nonporous. The networks obtained via generated ketimine functionality were characterized by solid state NMR. They have also been found to be remarkably stable toward hydrolysis. Ketimine functional bishalide monomers have also been synthesized. Such monomers have been utilized to synthesize a wide variety of amorphous poly(arylene ether) ketimine polymers. A high molecular weight hydroquinone functional poly(arylene ether) ketimine has been acid treated to regenerate a poly(arylene ether ketone) backbone in solution. This novel procedure thus allows for the synthesis of important matrix resins under relatively mild conditions.

  12. Poly(caprolactone-co-oxo-crown ether)-based poly(urethane)urea for soft tissue engineering applications.

    PubMed

    Wisse, Eva; Renken, Raymond A E; Roosma, Jorg R; Palmans, Anja R A; Meijer, E W

    2007-09-01

    Random copolymers of epsilon-caprolactone and 2-oxo-12-crown-4 ether, poly(CL-co-OC), were used as soft segments in the synthesis of a set of poly(urethane)urea thermoplastic elastomers. With increasing OC content, the soft segment crystallinity decreased, which influenced the mechanical properties: strain induced crystallization disappeared upon the introduction of OC into poly(CL). The material therefore became weaker, however, without a reduction in strain at break. All polymers showed mechanical properties that are suitable for soft tissue engineering. Degradation studies of poly(CL-co-OC) copolymers revealed a higher intrinsic rate of hydrolysis as compared to poly(CL). When at least two neighboring OC units were present in the soft segment, a jump in the intrinsic hydrolysis rate was observed. From this study we deduced an ideal OC:CL ratio for the thermoplastic elastomer soft segments for soft tissue engineering applications. An in vitro degradation study of these poly(urethane)urea showed an increased weight loss. Combined with the enhanced hydrophilicity and reduced crystallinity, we are confident that this will indeed lead to an increased degradation rate in vivo.

  13. Effect of surfactants and temperature on the hyperfiltration performance of poly(ether/urea) membranes

    NASA Technical Reports Server (NTRS)

    Leban, M. I.; Wydeven, T. J.

    1984-01-01

    The individual and combined effects of pasteurization temperature (347 K) and surfactants (anionic, cationic, and neutral) on a poly(ether/urea) thin-film hyperfiltration membrane were studied. Performance of this positively charged membrane was measured in terms of sodium chloride rejection and water flux. The observed effect was mostly on water flux and minimal on salt rejection. Pasteurization temperature caused an irreversible flux decline (flux decline slope of 0.09). The gradual flux reduction caused by neutral and cationic surfactants was reversible, whereas the flux reduction caused by anionic surfactant was irreversible and of similar magnitude to flux reduction caused by pasteurization temperature. The effects of anionic surfactant and pasteurization temperature were additive. Because of flux decline at elevated temperatures the poly(ether/urea) membrane is not very attractive for long-term spaceflight use.

  14. Synthesis and characterization of poly(ether ketone)s containing phosphorus and fluorine

    SciTech Connect

    Youngman, P.W.; Fitch, J.W.; Cassidy, P.E. |

    1996-10-01

    Because of the excellent properties exhibited by fluorinated poly(ether ketone)s, modifications were sought to further improve this polymer toward atomic oxygen resistance. For this purpose a phosphorous-containing monomer [bis(4-fluorophenyl)phenyl phosphine oxide] was synthesized and incorporated into a poly(ether ketone) backbone by reaction with 2,2-bis[4-(4-fluorobenzoyl)phenyl]hexafluoropropane in varying proportions with bisphenol AF to produce polymers with different amounts of the phosphine oxide repeating unit in the backbone. Colorless, film-forming materials were produced with a slight increase in Tg due to the phosphine oxide function. The incorporation of this moiety also resulted in a very small increase in the dielectric constant and an improved resistance to atomic oxygen ablation.

  15. The synthesis of poly(ether ether ketone) (PEEK) derived from 1,1-bis(4-hydroxyphenyl)-1-phenyl-2,2,3,3,4,4,4-heptafluorobutane

    SciTech Connect

    Peterman, J.A.; Feld, W.A.

    1995-12-31

    Poly(ether ether ketone)s (PEEK) are of interest due to their high thermal stability. Most PEEK materials are prepared by aromatic nucleophilic substitution between an activated aromatic dihalide and an alkali-metal bisphenolate in polar, aprotic solvents. We now report the preparation of a PEEK containing an extended fluorocarbon chain in the bisphenol, analogous to that produced by McGrath, et. al which contained a trifluoromethyl group in the bisphenol, and examine the effect on thermal properties.

  16. Characterization of sulfonated poly(ether ether ketone)/poly(vinylidene fluoride-co-hexafluoropropylene) composite membrane for vanadium redox flow battery application

    NASA Astrophysics Data System (ADS)

    Li, Zhaohua; Liu, Le; Yu, Lihong; Wang, Lei; Xi, Jingyu; Qiu, Xinping; Chen, Liquan

    2014-12-01

    Sulfonated poly(ether ether ketone) (SPEEK) and poly(vinylidene fluoride-co-hexafluoropropylene) (P(VDF-co-HFP)) composite membranes are prepared and investigated in detail for vanadium redox flow battery (VRFB) application. With the high hydrophobicity and stability of P(VDF-co-HFP), the properties of composite membranes such as mechanical property and vanadium ion permeability are effectively improved, showing good trends with the increasing of P(VDF-co-HFP) mass ratio. The VRFB single cell assembled with the composite membrane of 15 wt.% P(VDF-co-HFP) (SPEEK-15% membrane) exhibits higher coulombic efficiency (CE, 95.4%) and energy efficiency (EE, 83.8%) than that assembled with Nafion 117 membrane (CE 91.1% and EE 78.4%) at the current density of 80 mA cm-2. Furthermore, the SPEEK-15% membrane maintains a stable performance during 100 cycles at the current density of 80 mA cm-2. Therefore the SPEEK/P(VDF-co-HFP) composite membrane could be used as low-cost and high-performance membrane for VRFB application.

  17. Space radiation effects on poly(aryl-ether-ketone) thin films and composites

    NASA Technical Reports Server (NTRS)

    Funk, Joan G.; Sykes, George F., Jr.

    1988-01-01

    The purpose of this study was to assess the space durability of poly(aryl-ether-ketone) (PEEK) in the forms of films and graphite fiber reinforced composites. The influence of the film's crystallinity on electron radiation stability was evaluated using X-ray diffraction, DSC, FTIR, and mechanical property tests. The mechanical properties of the composites material were evaluated after electron radiation and after electron radiation followed by thermal cycling simulating 30 years in geosynchronous orbit.

  18. Hydrogen bond cross-linked sulfonated poly(imino ether ether ketone) (PIEEK) for fuel cell membranes

    NASA Astrophysics Data System (ADS)

    Chang, Guanjun; Shang, Zhenfang; Yang, Li

    2015-05-01

    A new diamine monomer, 3,3‧-dihydroxydiphenylamine, is prepared by the palladium catalyzed C-N coupling reaction and the following reduction reaction of 3-bromoanisole and m-anisidine. A series of novel hydrogen bond cross-linked sulfonated poly(imino ether ether ketone) (SPIEEK) are obtained by the copolymerization of sodium 5,5‧-carbonylbis(2-fluorobenzene sulfonate), 4,4‧-difluorobenzophenone with 3,3‧-dihydroxydiphenylamine. The structures of resulting polymers are characterized by means of FT-IR, 1H NMR spectroscopy, and elemental analysis; the results show an agreement with the proposed structure. The resulting SPIEEK membranes display much better resistance to swelling than these without imino groups due to the strong interchain interaction through imino and sulfonic acid groups. The SPIEEK-60 and SPIEEK-80 membrane show the proton conductivity of 0.118 and 0.154 S cm-1 at 80 °C which is higher than Nafion 117 (0.082 S cm-1 at 80 °C). Moreover, the SPIEEK membranes exhibit good mechanical properties and lower methanol permeability due to the hydrogen bondings between the polymer chains.

  19. Novel composite proton-exchange membrane based on proton-conductive glass powders and sulfonated poly (ether ether ketone)

    NASA Astrophysics Data System (ADS)

    Di, Zhigang; Xie, Qiang; Li, Haibin; Mao, Dali; Li, Ming; Zhou, Daowu; Li, Lu

    2015-01-01

    The SiO2-Nafion/sulfonated poly (ether ether ketone) (SPEEK) composite membranes are fabricated by using the simple mechanical ball-milling process to combine SiO2 glass powders with small portion of Nafion, in which SiO2 glass powders are prepared by modified sol-gel progress and Nafion is embedded in situ into a highly porous silica network. The morphology, thermal and mechanical properties, pore structure, proton conductivity and fuel cell performance of the SiO2-Nafion/SPEEK composite membranes are investigated. The poor miscibility of Nafion and sulfonated aromatic polymer is solved by fixing Nafion into SiO2 glass powders. The composite membranes perform well even if the proportion of inorganic component in membranes is as high as 40 wt.%. A maximum of proton conductivity, 0.018 S cm-1, is obtained from the membrane of 4(8Si-2N)/6SPEEK at 80 °C and 90% relative humidity, which is owing to its enhanced hygroscopicity and highly dispersed Nafion clusters. In addition, a single fuel cell equipped with the composite membrane shows a peak power density of 589.2 mW cm-2 at 70 °C.

  20. Composite proton exchange membranes based on phosphosilicate sol and sulfonated poly(ether ether ketone) for fuel cell applications

    NASA Astrophysics Data System (ADS)

    Xie, Qiang; Li, Yifan; Chen, Xiaojing; Hu, Jing; Li, Lu; Li, Haibin

    2015-05-01

    The phosphosilicate sol/sulfonated poly(ether ether ketone) (SPEEK) composite membranes are fabricated by using a simple mechanical mixing process. The performance of the composite membranes is investigated, including their morphology, thermal and mechanical properties, water adsorption and swelling ratio, proton conductivity and fuel cell performance. The composite membranes obtain the advantages of both components while avert their disadvantages, showing excellent comprehensive performance. The utilization of SPEEK endows the composite membranes with good mechanical properties even if the proportion of inorganic components in the membranes is as high as 40 wt.%. The incorporation of phosphosilicate sol not only enhances the dimensional and thermal stability of the composite membranes, but also improves their conductivity significantly. A maximum of proton conductivity of 0.138 S cm-1, higher than that of Nafion 212 membrane (0.124 S cm-1), is obtained from the composite membrane 6SPEEK/4(P-Si) under the conditions of 70 °C and 95% relative humidity, owing to its enhanced hygroscopicity and functional groups. Besides, a single fuel cell equipped with the composite membrane 7SPEEK/3(P-Si) releases a peak power density of 449.9 mW cm-2 at 60 °C, higher than that of cells equipped with SPEEK and Nafion 212 membrane measured under the same conditions.

  1. Sulfonated poly(ether ether ketone)/mesoporous silica hybrid membrane for high performance vanadium redox flow battery

    NASA Astrophysics Data System (ADS)

    Li, Zhaohua; Dai, Wenjing; Yu, Lihong; Xi, Jingyu; Qiu, Xinping; Chen, Liquan

    2014-07-01

    Hybrid membranes of sulfonated poly(ether ether ketone) (SPEEK) and mesoporous silica SBA-15 are prepared with various mass ratios for vanadium redox flow battery (VRB) application and investigated in detail. The hybrid membranes are dense and homogeneous with no visible hole as the SEM and EDX images shown. With the increasing of SBA-15 mass ratio, the physicochemical property, VO2+ permeability, mechanical property and thermal stability of hybrid membranes exhibit good trends, which can be attributed to the interaction between SPEEK and SBA-15. The hybrid membrane with 20 wt.% SBA-15 (termed as S/SBA-15 20) shows the VRB single cell performance of CE 96.3% and EE 88.1% at 60 mA cm-2 due to its good balance of proton conductivity and VO2+ permeability, while Nafion 117 membrane shows the cell performance of CE 92.2% and EE 81.0%. Besides, the S/SBA-15 20 membrane shows stable cell performance of highly stable efficiency and slower discharge capacity decline during 120 cycles at 60 mA cm-2. Therefore, the SPEEK/SBA-15 hybrid membranes with optimized mass ratio and excellent VRB performance can be achieved, exhibiting good potential usage in VRB systems.

  2. Effect of chemical etching on the Cu/Ni metallization of poly (ether ether ketone)/carbon fiber composites

    NASA Astrophysics Data System (ADS)

    Di, LiZhi; Liu, Bin; Song, Jianjing; Shan, Dan; Yang, De-An

    2011-02-01

    Poly(ether ether ketone)/carbon fiber composites (PEEK/Cf) were chemical etched by Cr2O3/H2SO4 solution, electroless plated with copper and then electroplated with nickel. The effects of chemical etching time and temperature on the adhesive strength between PEEK/Cf and Cu/Ni layers were studied by thermal shock method. The electrical resistance of some samples was measured. X-ray photoelectron spectroscopy (XPS) was used to analyze the surface composition and functional groups. Scanning electron microscopy (SEM) was performed to observe the surface morphology of the composite, the chemical etched sample, the plated sample and the peeled metal layer. The results indicated that Cdbnd O bond increased after chemical etching. With the increasing of etching temperature and time, more and more cracks and partially exposed carbon fibers appeared at the surface of PEEK/Cf composites, and the adhesive strength increased consequently. When the composites were etched at 60 °C for 25 min and at 70-80 °C for more than 15 min, the Cu/Ni metallization layer could withstand four thermal shock cycles without bubbling, and the electrical resistivity of the metal layer of these samples increased with the increasing of etching temperature and time.

  3. 40 CFR 721.7700 - Poly(oxy-1,2-ethanediyl), α-hydro-ω-(oxiranylmethoxy)-, ether with 2-ethyl-2-(hydroxymethyl)-1,3...

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 40 Protection of Environment 31 2011-07-01 2011-07-01 false Poly(oxy-1,2-ethanediyl), α-hydro-Ï... Poly(oxy-1,2-ethanediyl), α-hydro-ω-(oxiranylmethoxy)-, ether with 2-ethyl-2-(hydroxymethyl)-1,3... substance identified as poly(oxy-1,2-ethanediyl),α-hydro-ω-(oxiranylmethoxy)-, ether with...

  4. 40 CFR 721.7700 - Poly(oxy-1,2-ethanediyl), α-hydro-ω-(oxiranylmethoxy)-, ether with 2-ethyl-2-(hydroxymethyl)-1,3...

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 40 Protection of Environment 30 2010-07-01 2010-07-01 false Poly(oxy-1,2-ethanediyl), α-hydro-Ï... Poly(oxy-1,2-ethanediyl), α-hydro-ω-(oxiranylmethoxy)-, ether with 2-ethyl-2-(hydroxymethyl)-1,3... substance identified as poly(oxy-1,2-ethanediyl),α-hydro-ω-(oxiranylmethoxy)-, ether with...

  5. Reinforcement of poly ether sulphones (PES) with exfoliated graphene oxide for aerospace applications

    NASA Astrophysics Data System (ADS)

    Balasubramanian, K.

    2012-09-01

    Composite materials have been used for aerospace for some time now and have gained virtually 100% acceptance as the materials of choice. Speciality polymers like poly ether sulphones (PES), poly ether ether ketones(PEEK), poly ether imides (PEI) are highly preferred materials as plastic matrix due to their superior temperature performance, excellent wear & friction resistance, excellent dimensional accuracy, high tensile strength, high modulus, precise machinability and chemical resistance. In recent years nanoadditives like single and multiwall carbon nanotubes, graphenes and graphene oxides(GO) are finding huge market potential in aerospace and automobile industries. But manufacture related factors such as particle/ matrix interphases, surface activation, mixing process, particle agglomeration, particle size and shape may lead to different property effects. In this research GO/PES composites were prepared by high shear melt blending technique. GO monolayers were exfoliated from natural graphite flake and dispersed homogeneously in PES matrix for the GO content ranging between 0.5 to 2.0 volume percentage with a high shear twin screw batch mixer. These melt blended nanocomposites were injection moulded for mechanical property validation of tensile strength, flexural modulus and impact resistance. Addition of 0.5 volume percentage of GO enhanced the tensile strength and flexural modulus by 40% and 90% respectively. The results show that addition of GO to PES increase mechanical properties due to the formation of continuous network, good dispersion and strong interfacial interactions. The strong interfacial interactions were accounted for the increase in glass transition temperature. Also there was a significant improvement in the impact resistance of the PES/ GO nanocomposite. The injection moulded samples were tested for stealth performance by measuring the electromagnetic shielding property.

  6. Surface decorated poly(ester-ether-urethane)s nanoparticles: a versatile approach towards clinical translation.

    PubMed

    Piras, Anna Maria; Sandreschi, Stefania; Malliappan, Sivakumar Ponnurengam; Dash, Mamoni; Bartoli, Cristina; Dinucci, Dinuccio; Guarna, Francesco; Ammannati, Enrico; Masa, Marc; Múčková, Marta; Schmidtová, Ludmila; Chiellini, Emo; Chiellini, Federica

    2014-11-20

    Poly(ester-ether-urethane)s copolymers are a resourceful class of biopolymers for the preparation of nanocarriers for drug delivery applications. However, a simple clinical translation for this synthetic material with biological and quality features is still needed. In this view, poly(ε-caprolactone)-co-poly(ethylene glycol) copolymers were synthesized as semi-bulk pilot (Kg) scale under mild conditions in absence of catalyst, bearing functional termini such as fluorescein tag and anticancer targeting moieties. The obtained materials were processed into surface decorated paclitaxel (PTX) loaded nanoparticles (NPs). The NPs were fully characterized in vitro and in vivo biodistribution in healthy mice evidenced no sign of toxicity and lower levels of PTX in lung and spleen, compared to clinically applied PTX dosage form.

  7. Surface decorated poly(ester-ether-urethane)s nanoparticles: a versatile approach towards clinical translation.

    PubMed

    Piras, Anna Maria; Sandreschi, Stefania; Malliappan, Sivakumar Ponnurengam; Dash, Mamoni; Bartoli, Cristina; Dinucci, Dinuccio; Guarna, Francesco; Ammannati, Enrico; Masa, Marc; Múčková, Marta; Schmidtová, Ludmila; Chiellini, Emo; Chiellini, Federica

    2014-11-20

    Poly(ester-ether-urethane)s copolymers are a resourceful class of biopolymers for the preparation of nanocarriers for drug delivery applications. However, a simple clinical translation for this synthetic material with biological and quality features is still needed. In this view, poly(ε-caprolactone)-co-poly(ethylene glycol) copolymers were synthesized as semi-bulk pilot (Kg) scale under mild conditions in absence of catalyst, bearing functional termini such as fluorescein tag and anticancer targeting moieties. The obtained materials were processed into surface decorated paclitaxel (PTX) loaded nanoparticles (NPs). The NPs were fully characterized in vitro and in vivo biodistribution in healthy mice evidenced no sign of toxicity and lower levels of PTX in lung and spleen, compared to clinically applied PTX dosage form. PMID:25178828

  8. 40 CFR 721.7260 - Polymer of poly-ethylene-polyamine and alkanediol di-gly-cidyl ether.

    Code of Federal Regulations, 2014 CFR

    2014-07-01

    ... 40 Protection of Environment 31 2014-07-01 2014-07-01 false Polymer of poly-ethylene-polyamine and alkanediol di-gly-cidyl ether. 721.7260 Section 721.7260 Protection of Environment ENVIRONMENTAL PROTECTION... New Uses for Specific Chemical Substances § 721.7260 Polymer of poly-ethylene-polyamine and...

  9. Preparation and solution behavior of a thermoresponsive diblock copolymer of poly(ethyl glycidyl ether) and poly(ethylene oxide).

    PubMed

    Ogura, Michihiro; Tokuda, Hiroyuki; Imabayashi, Shin-ichiro; Watanabe, Masayoshi

    2007-08-28

    A thermoresponsive diblock copolymer, poly(ethyl glycidyl ether)-block-poly(ethylene oxide) (PEGE-b-PEO), is synthesized by successive anionic ring-opening polymerization of ethyl glycidyl ether and ethylene oxide using 2-phenoxyethanol as a starting material, and its solution behavior is elucidated in water. In a dilute 1 wt % solution, the temperature-dependent alteration in the polymer hydrodynamic radius (RH) is measured in the temperature range between 5 and 45 degrees C by pulse-gradient spin-echo NMR and dynamic light scattering. The RH value increased with temperature in two steps, where the first step at 15 degrees C corresponds to the core-shell micelle formation and the second step at 40 degrees C corresponds to the aggregation of the core-shell micelles. The formation of the core-shell micelles is supported by the solubilization of a dye (1,6-diphenyl-1,3,5-hexatriene) in the hydrophobic core, which is recognized for a copolymer solution in the temperature range between 20 and 40 degrees C. In this temperature range, the core-shell micelles and the unimers coexist and the fraction of the former gradually increases with increasing temperature, suggesting equilibrium between the micelles and the unimers. In the concentrated regime (40 wt % solution), the solution forms a gel and the small-angle X-ray scattering measurements reveal the successive formation of hexagonal and lamellar liquid crystal phases with increasing temperature.

  10. Sulfonated poly(ether ether ketone)/clay-SO 3H hybrid proton exchange membranes for direct methanol fuel cells

    NASA Astrophysics Data System (ADS)

    Fu, Tiezhu; Cui, Zhiming; Zhong, Shuangling; Shi, Yuhua; Zhao, Chengji; Zhang, Gang; Shao, Ke; Na, Hui; Xing, Wei

    A new type of sulfonated clay (clay-SO 3H) was prepared by the ion exchange method with the sulfanilic acid as the surfactant agent. The grafted amount of sulfanilic acid in clay-SO 3H was 51.8 mequiv. (100 g) -1, which was measured by thermogravimetric analysis (TGA). Sulfonated poly(ether ether ketone) (SPEEK)/clay-SO 3H hybrid membranes which composed of SPEEK and different weight contents of clay-SO 3H, were prepared by a solution casting and evaporation method. For comparison, the SPEEK/clay hybrid membranes were produced with the same method. The performances of hybrid membranes for direct methanol fuel cells (DMFCs) in terms of mechanical and thermal properties, water uptake, water retention, methanol permeability and proton conductivity were investigated. The mechanical and thermal properties of the SPEEK membranes had been improved by introduction of clay and clay-SO 3H, obviously. The water desorption coefficients of the SPEEK and hybrid membranes were studied at 80 °C. The results showed that the addition of the inorganic part into SPEEK membrane enhanced the water retention of the membrane. Both methanol permeability and proton conductivity of the hybrid membranes decreased in comparison to the pristine SPEEK membrane. However, it was worth noting that higher selectivity defined as ratio of proton conductivity to methanol permeability of the SPEEK/clay-SO 3H-1 hybrid membrane with 1 wt.% clay-SO 3H was obtained than that of the pristine SPEEK membrane. These results showed that the SPEEK/clay-SO 3H hybrid membrane with 1 wt.% clay-SO 3H had potential usage of a proton exchange membrane (PEM) for DMFCs.

  11. Parallel Synthesis of Poly(amino ether)-Templated Plasmonic Nanoparticles for Transgene Delivery

    PubMed Central

    2015-01-01

    Plasmonic nanoparticles have been increasingly investigated for numerous applications in medicine, sensing, and catalysis. In particular, gold nanoparticles have been investigated for separations, sensing, drug/nucleic acid delivery, and bioimaging. In addition, silver nanoparticles demonstrate antibacterial activity, resulting in potential application in treatments against microbial infections, burns, diabetic skin ulcers, and medical devices. Here, we describe the facile, parallel synthesis of both gold and silver nanoparticles using a small set of poly(amino ethers), or PAEs, derived from linear polyamines, under ambient conditions and in absence of additional reagents. The kinetics of nanoparticle formation were dependent on PAE concentration and chemical composition. In addition, yields were significantly greater in case of PAEs when compared to 25 kDa poly(ethylene imine), which was used as a standard catonic polymer. Ultraviolet radiation enhanced the kinetics and the yield of both gold and silver nanoparticles, likely by means of a coreduction effect. PAE-templated gold nanoparticles demonstrated the ability to deliver plasmid DNA, resulting in transgene expression, in 22Rv1 human prostate cancer and MB49 murine bladder cancer cell lines. Taken together, our results indicate that chemically diverse poly(amino ethers) can be employed for rapidly templating the formation of metal nanoparticles under ambient conditions. The simplicity of synthesis and chemical diversity make PAE-templated nanoparticles useful tools for several applications in biotechnology, including nucleic acid delivery. PMID:25084138

  12. Thermo-responsive devices using poly(vinyl methyl ether) hydrogels

    SciTech Connect

    Kishi, R.; Ichijo, H.; Hirasa, O.

    1993-10-01

    Aqueous solution of poly(vinyl methyl ether) (PVME) shows phase transition around 38 C. PVME hydrogel cross-linked by gamma-ray irradiation is also a thermally responsive hydrogel and undergoes volume change at the same temperature; it swells below and shrinks above 38 C. PVME hydrogel prepared near phase transition temperature has heterogeneous and macroporous structure. The volume change of the macroporous hydrogel takes place rapidly with changing temperature. An attempt has been made to develop thermally activated chemomechanical devices such as an artificial muscle model, an automatic separation system, an artificial finger model, and a photo-responsive device.

  13. A Novel, Poly(Ethyl Ethylene Ether) Inhibitor to Trypsin from Marine Cyanobacteria, Lyngbya confervoides.

    PubMed

    Devi, Ambika; Prasanth, Shankar; Murugesh, Easwaran; Haridas, Karickal R; Sabu, Abdulhameed; Haridas, Madhathilkovilakathu

    2016-03-01

    A novel, poly(ethyl ethylene ether) inhibitor to trypsin was purified from marine cyanobacteria, Lyngbya confervoides from the coastal areas of Thalassery, North Kerala. The kinetics and the thermodynamic parameters of its interactions with the enzyme were also studied. It was demonstrated that the substrate binding, catalytic triad of the enzyme could be blocked by the inhibitor, as expressed by molecular simulation studies. The study also showed that the cyanobacterial group could prove to be a potential source of novel enzyme inhibitors for various applications.

  14. Poly(aryl ethers) and related polysiloxane copolymer molecular coatings: Preparation and radiation degradation

    NASA Technical Reports Server (NTRS)

    Mcgrath, J. E.

    1982-01-01

    The radiation degradation of poly(arylene ether sulfones) and related materials is studied. These basic studies are important both as a means to developing stronger, more stable matrix resins for composite materials, as well as to improve the data base in regard to chemical structure-physical property relationships. Thirty homo and copolymers were synthesized, at least partially characterized and, in several cases suitable film casting techniques were developed. Four samples were chosen for initial radiation degradation. Poly(dimethyl siloxane) soft bocks/segments can preferentially migrate to the surface of copolymer films. Since siloxanes are utilized as thermal control coatings, this form of 'molecular' coating is of interest. The chemistry for preparing such copolymers with any of the polymers described was demonstrated.

  15. 40 CFR 721.10398 - Poly(oxy-1,2-ethanediyl),. alpha., -monoalkyl ethers-.omega.-mono (hydrogen maleate)- (generic).

    Code of Federal Regulations, 2013 CFR

    2013-07-01

    ...., -monoalkyl ethers-.omega.-mono (hydrogen maleate)- (generic). 721.10398 Section 721.10398 Protection of...-ethanediyl),. alpha., -monoalkyl ethers-.omega.-mono (hydrogen maleate)- (generic). (a) Chemical substance... poly(oxy-1,2-ethanediyl), .alpha., -monoalkyl ethers-.omega.-mono (hydrogen maleate)- (PMN P-10-495)...

  16. 40 CFR 721.10398 - Poly(oxy-1,2-ethanediyl),. alpha., -monoalkyl ethers-.omega.-mono (hydrogen maleate)- (generic).

    Code of Federal Regulations, 2012 CFR

    2012-07-01

    ...., -monoalkyl ethers-.omega.-mono (hydrogen maleate)- (generic). 721.10398 Section 721.10398 Protection of...-ethanediyl),. alpha., -monoalkyl ethers-.omega.-mono (hydrogen maleate)- (generic). (a) Chemical substance... poly(oxy-1,2-ethanediyl), .alpha., -monoalkyl ethers-.omega.-mono (hydrogen maleate)- (PMN P-10-495)...

  17. 40 CFR 721.10398 - Poly(oxy-1,2-ethanediyl),. alpha., -monoalkyl ethers-.omega.-mono (hydrogen maleate)- (generic).

    Code of Federal Regulations, 2014 CFR

    2014-07-01

    ...., -monoalkyl ethers-.omega.-mono (hydrogen maleate)- (generic). 721.10398 Section 721.10398 Protection of...-ethanediyl),. alpha., -monoalkyl ethers-.omega.-mono (hydrogen maleate)- (generic). (a) Chemical substance... poly(oxy-1,2-ethanediyl), .alpha., -monoalkyl ethers-.omega.-mono (hydrogen maleate)- (PMN P-10-495)...

  18. Poly(ethylene glycol) grafting to poly(ether imide) membranes: influence on protein adsorption and thrombocyte adhesion.

    PubMed

    Neffe, Axel T; von Ruesten-Lange, Maik; Braune, Steffen; Luetzow, Karola; Roch, Toralf; Richau, Klaus; Jung, Friedrich; Lendlein, Andreas

    2013-12-01

    The chain length and end groups of linear PEG grafted on smooth surfaces is known to influence protein adsorption and thrombocyte adhesion. Here, it is explored whether established structure function relationships can be transferred to application relevant, rough surfaces. Functionalization of poly(ether imide) (PEI) membranes by grafting with monoamino PEG of different chain lengths (Mn  =1 kDa or 10 kDa) and end groups (methoxy or hydroxyl) is proven by spectroscopy, changes of surface hydrophilicity, and surface shielding effects. The surface functionalization does lead to reduction of adsorption of BSA, but not of fibrinogen. The thrombocyte adhesion is increased compared to untreated PEI surfaces. Conclusively, rough instead of smooth polymer or gold surfaces should be investigated as relevant models. PMID:24167100

  19. Transparent Films from CO2‐Based Polyunsaturated Poly(ether carbonate)s: A Novel Synthesis Strategy and Fast Curing

    PubMed Central

    Subhani, Muhammad Afzal; Köhler, Burkhard; Gürtler, Christoph; Leitner, Walter

    2016-01-01

    Abstract Transparent films were prepared by cross‐linking polyunsaturated poly(ether carbonate)s obtained by the multicomponent polymerization of CO2, propylene oxide, maleic anhydride, and allyl glycidyl ether. Poly(ether carbonate)s with ABXBA multiblock structures were obtained by sequential addition of mixtures of propylene oxide/maleic anhydride and propylene oxide/allyl glycidyl ether during the polymerization. The simultaneous addition of both monomer mixtures provided poly(ether carbonate)s with AXA triblock structures. Both types of polyunsaturated poly(ether carbonate)s are characterized by diverse functional groups, that is, terminal hydroxy groups, maleate moieties along the polymer backbone, and pendant allyl groups that allow for versatile polymer chemistry. The combination of double bonds substituted with electron‐acceptor and electron‐donor groups enables particularly facile UV‐ or redox‐initiated free‐radical curing. The resulting materials are transparent and highly interesting for coating applications. PMID:27028458

  20. Preparing alkaline anion exchange membrane with enhanced hydroxide conductivity via blending imidazolium-functionalized and sulfonated poly(ether ether ketone)

    NASA Astrophysics Data System (ADS)

    Li, Zhen; Jiang, Zhongyi; Tian, Huimin; Wang, Siwen; Zhang, Bei; Cao, Ying; He, Guangwei; Li, Zongyu; Wu, Hong

    2015-08-01

    The development of alkaline anion exchange membrane (AEM) with both high ion conductivity and stabilities is of great significance for fuel cell applications. In this study, a facile acid-base blending method is designed to improve AEM performances. Basic imidazolium-functionalized poly (ether ether ketone) with a high functionalization degree is employed as polymer matrix to pursue high ion-exchange capacity (IEC) as well as high hydroxide conductivity, meanwhile acidic sulfonated poly (ether ether ketone) (SPEEK) is employed as the cross-linking agent to enhance the stabilities of the blend membranes. Particularly, an in-situ Menshutkin/crosslinking method is exploited to prevent the flocculation in the preparation process of blend membranes. As a result, dense and defect-free blend membranes are obtained. The blend membranes exhibit high level of IEC up to 3.15 mmol g-1, and consequently possess elevated hydroxide conductivity up to 31.59 mS cm-1 at 30 °C. In addition, benefiting from the strong electrostatic interaction introduced by the acid-base blending, the stabilities and methanol resistance of blend membranes are enhanced.

  1. Degradation of Imidazolium- and Quaternary Ammonium-Functionalized Poly(fluorenyl ether ketone sulfone) Anion Exchange Membranes

    SciTech Connect

    Chen, DY; Hickner, MA

    2012-11-01

    Imidazolium and quaternary ammonium-functionalized poly(fluorenyl ether ketone sulfone)s were synthesized successfully with the same degree of cationic functionalization and identical polymer backbones for a comparative study of anion exchange membranes (AEMs) for solid-state alkaline membrane fuel cells (AMFCs). Both anion exchange membranes were synthesized using a new methyl-containing monomer that avoided the use of toxic chloromethylation reagents. The polymer chemical structures were confirmed by H-1 NMR and FTIR. The derived AEMs were fully characterized by water uptake, anion conductivity, stability under aqueous basic conditions, and thermal stability. Interestingly, both the cationic groups and the polymer backbone were found to be degraded in 1 M NaOH solution at 60 degrees C over 48 h as measured by changes of ion exchange capacity and intrinsic viscosity. Imidazolium-functionalized poly(fluorenyl ether ketone sulfone)s had similar aqueous alkaline stability to quaternary ammonium-functionalized materials at 60 degrees C but much lower stability at 80 degrees C. This work demonstrates that quaternary ammonium and imidazolium cationic groups are not stable on poly(arylene ether sulfone) backbones under relatively mild conditions. Additionally, the poly(arylene ether sulfone) backbone, which is one of the most common polymers used in ion exchange membrane applications, is not stable in the types of molecular configurations analyzed.

  2. Interaction of single-walled carbon nanotubes with poly(propyl ether imine) dendrimers

    SciTech Connect

    Jayamurugan, G.; Rajesh, Y. B. R. D.; Jayaraman, N.; Vasu, K. S.; Kumar, S.; Sood, A. K.; Vasumathi, V.; Maiti, P. K.

    2011-03-14

    We study the complexation of nontoxic, native poly(propyl ether imine) dendrimers with single-walled carbon nanotubes (SWNTs). The interaction was monitored by measuring the quenching of inherent fluorescence of the dendrimer. The dendrimer-nanotube binding also resulted in the increased electrical resistance of the hole doped SWNT, due to charge-transfer interaction between dendrimer and nanotube. This charge-transfer interaction was further corroborated by observing a shift in frequency of the tangential Raman modes of SWNT. We also report the effect of acidic and neutral pH conditions on the binding affinities. Experimental studies were supplemented by all atom molecular dynamics simulations to provide a microscopic picture of the dendrimer-nanotube complex. The complexation was achieved through charge transfer and hydrophobic interactions, aided by multitude of oxygen, nitrogen, and n-propyl moieties of the dendrimer.

  3. L-cysteine-induced fabrication of spherical titania nanoparticles within poly(ether-imide) matrix.

    PubMed

    Seyedjamali, Hojjat; Pirisedigh, Azadeh

    2014-05-01

    In the presented study, a new L-cysteine-containing diamine is synthesized and fully characterized and its application for the in situ sol-gel fabrication of poly(ether-imide)/titania nano hybrid materials is investigated. The electron microscopic photographs (TEM, FE-SEM and AFM) of the resulted materials confirm the production of spherical nanoparticles with well dispersion and narrow particle size distribution which is a usual challenge in the sol-gel methods. In addition to the positive effects on the particles morphology, the existence of amino acid containing pendant groups in the structure of polymer chains led to the comprehensive interaction with titania phase. As a result, the improvement in the flexibility of polymer backbone (as one of the most serious difficulties in polyimides processing) is obtained while its thermal stability dose is not sacrificed (confirmed by TGA and DSC techniques).

  4. Chemistry and properties of poly(arylene ether benzoxazole)s

    NASA Technical Reports Server (NTRS)

    Smith, J. G., Jr.; Connell, J. W.; Hergenrother, P. M.

    1992-01-01

    Several new poly(arylene ether benzoxazole)s (PAEBs) were prepared by the nucleophilic displacement reaction of activated aromatic difluorides with two novel bis(hydroxyphenyl benzoxazole), using potassium carbonate. The 6F-containing PAEBs exhibited better solubility and higher Tgs than did the 6,6'-bis-(2-(4-hydroxyphenyl)benzoxazole)-derived polymers. Several of the 6,6'bis(2-(4-hydroxyphenyl)benzoxazole)-derived polymers exhibited crystallinity by DSC and wide-angle X-ray diffraction. Unorientated thin film properties of the 6F-containing PAEBs were comparable to those of other 6F-containing PAEBS that were previously reported. The chemistry and the physical and mechanical properties of the above polymers are discussed.

  5. Poly(arylene ether imidazole) surfacing films for flat and parabolic structures

    NASA Technical Reports Server (NTRS)

    Connell, John W. (Inventor); Towell, Timothy W. (Inventor); Tompkins, Stephen S. (Inventor)

    1996-01-01

    Films of thermoplastic poly(arylene ether imidazole)s (PAEI)s are used as surface modifiers for neat resin panels and composite resin panels. The PAEI polymer contains imidazole groups along the backbone which co-cure, i.e., react chemically, with epoxies or bismaleimides during processing and thereby provide excellent adhesion between the PAEI film and an epoxy or bismaleimide neat resin or composite resin facesheet. The film provides good adhesion and a smooth surface to the finished part and acts as a release agent from the mold. The as-processed integral structures have very smooth (specular) surfaces, and since the film releases readily from a glass mold, no release agent is necessary. The PAEI film is thermally stable, resistant to electron radiation, and adheres tenaciously to the facesheet. The film maintains good adhesion even after thermal cycling from room temperature to .about. -196.degree. C.

  6. Design of poly(ether block amide)/polyacrylonitrile composite membrane for carbon dioxide capture

    NASA Astrophysics Data System (ADS)

    Wang, Lianjun; Ji, Pengfei; Li, Yang; di, Mingming; Lv, Quan; Li, Shuguang

    2015-03-01

    In this study, poly(ether block amide) was used as coating material to develop a novel composite polymer membrane for CO2 capture. Polyacrylonitrile (PAN) ultrafiltration membrane was applied as substrate. Between them, a gutter layer prepared from cross-linked polydimethylsiloxane (PDMS) blending with amino silicone was introduced to improve separation performance of the composite membrane. The separation properties of resultant triple layer composite membrane was characterized using pure CO2 and N2 gases. It was found that the crosslinking degree of the gutter layer had great influence on membrane performance, which could be significantly improved with the help of amino-PDMS gutter layer compared with that of the membrane having Pebax coating directly onto PAN substrate. Using 2 wt.% Pebax coating solution and properly cross-linked gutter layer, the designed Pebax/amino-PDMS/PAN composite membrane showed CO2 permeance of 147 GPU and CO2/N2 selectivity of 62.

  7. Chitin nanowhisker-supported sulfonated poly(ether sulfone) proton exchange for fuel cell applications.

    PubMed

    Zhang, Chan; Zhuang, Xupin; Li, Xiaojie; Wang, Wei; Cheng, Bowen; Kang, Weimin; Cai, Zhanjun; Li, Mengqin

    2016-04-20

    To balance the relationship among proton conductivity and mechanic strength of sulfonated poly(ether sulfone) (SPES) membrane, chitin nanowhisker-supported nanocomposite membranes were prepared by incorporating whiskers into SPES. The as-prepared chitin whiskers were prepared by 2,2,6,6-tetramethylpiperidine-1-oxyl radical (TEMPO) mediated oxidation of α-chitin from crab shells. The structure and properties of the composite membranes were examined as proton exchange membrane (PEM). Results showed that chitin nanowhiskers were dispersed incompactly in the SPES matrix. Thermal stability, mechanical properties, water uptake and proton conductivity of the nanocomposite films were improved from those of the pure SPES film with increasing whisker content, which ascribed to strong interactions between whiskers and between SPES molecules and chitin whiskers via hydrogen bonding. These indicated that composition of filler and matrix got good properties and whisker-supported membranes are promising materials for PEM.

  8. Zero-birefringence photosensitive poly(arylene ether) for optical waveguides

    NASA Astrophysics Data System (ADS)

    Li, Xiang-Dan; Zhong, Zhen-Xin; Kim, Jang Joo; Lee, Myong-Hoon

    2005-01-01

    Novel photosensitive fluorinated poly(arylene ether) containing chalcone unit (F-PAECh) in the main chain was synthesized from decafluorinated chalcone and fluorinated bisphenol at low temperature for polymer optical waveguide application. Upon UV irradiation on the resulting polymer film, [2+2] cycloaddition of chalocone moiety induced the anisotropic decrease of the refractive indices (nTE and nTM) accompanied with crosslinking of polymer film. The decrease was more significant in in-plane direction than out-of-plane direction, and consequently, zero birefringence was obtained with 4.5 min of exposure. Zero-birefringence as well as its excellent optical properties of F-PAECh makes it a promising candidate material for use in high-performance wavelength division multiplexing components such as polarization-independent arrayed waveguide gratings and Bragg wavelength filters.

  9. Synthesis of novel fluorine containing poly(arylene ether-pyrazoles)

    SciTech Connect

    Bass, R.G.; Srinivasan, K.R.

    1993-12-31

    Several novel poly(arylene ether-pyrazoles) (PAE-pyrazoles) containing N-tetrafluorophenyl or octafluorobiphenal groups have been prepared. Polymers containing N-tetrafluorophenyl groups were prepared from two new monomers namely, 3,5-bis(4-hydroxyphenyl)-1-(2,3,5,6-tetrafluorophenyl)pyrazole and 3,5-bis(4-hydroxyphenyl)-4-phenyl-1-(2,3,5,6-tetrafluorophenyl)pyrazole, respectively. Several bisphenol pyrazole monomers were polymerized with decafluorobiphenyl under controlled reaction conditions to obtain PAE-pyrazoles containing octafluorobiphenyl moieties. All polymers were obtained as white granular or fibrous solids with inherent viscosities of 0.19-1.40 dL/g, and were stable up to 480{degrees}C in air and helium. In general, the thermal properties of fluorine containing PAE-pyrazoles were comparable or lower than their corresponding non-fluorine containing systems. The preparation and thermal properties of these polymers will be discussed.

  10. Positively charged and bipolar layered poly(ether imide) nanofiltration membranes for water softening applications

    NASA Astrophysics Data System (ADS)

    Gassara, S.; Abdelkafi, A.; Quémener, D.; Amar, R. Ben; Deratani, A.

    2015-07-01

    Poly(ether imide) (PEI) ultrafiltration membranes were chemically modified with branched poly(ethyleneimine) to obtain nanofiltration (NF) membrane Cat PEI with a positive charge in the pH range below 9. An oppositely charged polyelectrolyte layer was deposited on the resulting membrane surface by using sodium polystyrene sulfonate (PSSNa) and sodium polyvinyl sulfonate (PVSNa) to prepare a bipolar layered membrane NF Cat PEI_PSS and Cat PEI_PVS having a negatively charged surface and positively charged pores. Cat PEI exhibited good performance to remove multivalent cations (more than 90% of Ca2+) from single salt solutions except in presence of sulfate ions. Adding an anionic polyelectrolyte layer onto the positively charged surface resulted in a significant enhancement of rejection performance even in presence of sulfate anions. Application of the prepared membranes in water softening of natural complex mixtures was successful for the different studied membranes and a large decrease of hardness was obtained. Moreover, Cat PEI_PSS showed a good selectivity for nitrate removal. Fouling experiments were carried out with bovine serum albumin, as model protein foulant. Cat PEI_PSS showed much better fouling resistance than Cat PEI with a quantitative flux recovery ratio.

  11. Rational Design of Fluorescent Phthalazinone Derivatives for One- and Two-Photon Imaging.

    PubMed

    Yang, Lingfei; Zhu, Yuanjun; Shui, Mengyang; Zhou, Tongliang; Cai, Yuanbo; Wang, Wei; Xu, Fengrong; Niu, Yan; Wang, Chao; Zhang, Jun-Long; Xu, Ping; Yuan, Lan; Liang, Lei

    2016-08-22

    Phthalazinone derivatives were designed as optical probes for one- and two-photon fluorescence microscopy imaging. The design strategy involves stepwise extension and modification of pyridazinone by 1) expansion of pyridazinone to phthalazinone, a larger conjugated system, as the electron acceptor, 2) coupling of electron-donating aromatic groups such as N,N-diethylaminophenyl, thienyl, naphthyl, and quinolyl to the phthalazinone, and 3) anchoring of an alkyl chain to the phthalazinone with various terminal substituents such as triphenylphosphonio, morpholino, triethylammonio, N-methylimidazolio, pyrrolidino, and piperidino. Theoretical calculations were utilized to verify the initial design. The desired fluorescent probes were synthesized by two different routes in considerable yields. Twenty-two phthalazinone derivatives were synthesized and their photophysical properties were measured. Selected compounds were applied in cell imaging, and valuable information was obtained. Furthermore, the designed compounds showed excellent performance in two-photon microscopic imaging of mouse brain slices.

  12. Functional Aromatic Poly(1,3,4-Oxadiazole-Ether)s with Benzimidazole Pendants: Synthesis, Thermal and Dielectric Studies

    PubMed Central

    Ganesh, Shimoga D.; Pai, Vasantakumar K.; Kariduraganavar, Mahadevappa Y.; Jayanna, Madhu B.

    2014-01-01

    Poly(1,3,4-oxadiazole-ether) with reactive carboxylic acid pendants was synthesized from solution polymerization via nucleophilic displacement polycondensation among 2,5-bis(4-fluorophenyl)-1,3,4-oxadiazole (BFPOx) and 4,4′-bis(4-hydroxyphenyl) valeric acid (BHPA). Without altering the polymeric segments, benzimidazole modified poly(1,3,4-oxadiazole-ether)s were prepared by varying stoichiometric ratios of 1,2-phenylenediamine. The molecular structural characterization of these polymers was achieved by, FT-IR, NMR, TGA, elemental analysis, and analytical techniques. The weight-average molecular weight of virgin polymer with carboxylic acid functionality was determined by gel permeation chromatography (GPC) and was found to be 22400 (Mw/Mn = 2.07). All the synthesized polyethers were compressed into pellets and electrical contacts were established to perform dielectric properties. PMID:27437448

  13. Radiation-resistant, amorphous, all-aromatic poly(arylene ether sulfones) - Synthesis, physical behavior, and degradation characteristics

    NASA Technical Reports Server (NTRS)

    Lewis, D. A.; O'Donnell, James H.; Hedrick, J. L.; Ward, T. C.; Mcgrath, J. E.

    1989-01-01

    The effects of Co-60 gamma radiation on a series of poly(arylene ether sulfones) prepared by nucleophilic activated aromatic substitution are investigated experimentally. The preparation of the test compounds is described, and the test results are presented in extensive tables and graphs. Radiation-induced degradation, as measured by SO2 production, was found to be lowest in compounds based on biphenol rather than bisphenol A; these findings were also well correlated with ultimate-tensile-strain measurements.

  14. Toughening of BIS maleimide resins: Synthesis and characterization of maleimide terminated poly(arylene ether) oligomers and polymers

    NASA Technical Reports Server (NTRS)

    Mcgrath, J. E.; Lyle, G. D.; Jurek, M. J.; Mohanty, D.; Hedrick, J. C.

    1986-01-01

    Amine functional poly(arylene ether) sulfones were previously reported. Herein, the chemistry was extended to amorphous poly(arylene ether) ketones because of their higher fracture toughness values, relative to the polysulfones. It was demonstrated that the amino functional oligomers undergo a self-crosslinking reaction at temperatures above about 220 C. This produces an insoluble, but ductile network that has excellent resistance. A ketamine structure hypothesis was proposed and verified using solid state magic angle NMR. In most cases, the water generated upon ketamine formation is too low to produce porosity and solid networks are obtained. The stability of the ketamine networks towards hydrolysis is excellent. The chemistry was further demonstrated to be able to crosslink preformed nonfunctional poly(arylene ether) ketones if a difunctional amine was utilized. This concept has the possibility of greatly improving the creep resistance of thermoplastics. Also, a new technique was developed for converting the amine functional oligomers cleanly into maleimide structures. This method involves reacting maleic anhydride with monomeric aminophenols in the presence of solvent mixtures.

  15. Pendant dual sulfonated poly(arylene ether ketone) proton exchange membranes for fuel cell application

    NASA Astrophysics Data System (ADS)

    Nguyen, Minh Dat Thinh; Yang, Sungwoo; Kim, Dukjoon

    2016-10-01

    Poly(arylene ether ketone) (PAEK) possessing carboxylic groups at the pendant position is synthesized, and the substitution degree of pendant carboxylic groups is controlled by adjusting the ratio of 4,4-bis(4-hydroxyphenyl)valeric acid and 2,2-bis(4-hydroxyphenyl)propane. Dual sulfonated 3,3-diphenylpropylamine (SDPA) is grafted onto PAEK as a proton-conducting moiety via the amidation reaction with carboxylic groups. The transparent and flexible membranes with different degrees of sulfonation are fabricated so that we can test and compare their structure and properties with a commercial Nafion® 115 membrane for PEMFC applications. All prepared PAEK-SDPA membranes exhibit good oxidative and hydrolytic stability from Fenton's and high temperature water immersion test. SAXS analysis illustrates an excellent phase separation between the hydrophobic backbone and hydrophilic pendant groups, resulting in big ionic clusters. The proton conductivity was measured at different relative humidity, and its behavior was analyzed by hydration number of the membrane. Among a series of membranes, some samples (including B20V80-SDPA) show not only higher proton conductivity, but also higher integrated cell performance than those of Nafion® 115 at 100% relative humidity, and thus we expect these to be good candidate membranes for proton exchange membrane fuel cells (PEMFCs).

  16. Effect of silica nanoparticles on reinforcement of poly(phenylene ether) based thermoplastic elastomer.

    PubMed

    Gupta, Samik; Maiti, Parnasree; Krishnamoorthy, Kumar; Krishnamurthy, Raja; Menon, Ashok; Bhowmick, Anil K

    2008-04-01

    Reinforcement of a novel poly(phenylene ether) (PPE) based thermoplastic elastomer (TPE), i.e., styrene-ethylene-butylene-styrene (SEBS)/ethylene vinyl acetate (EVA) and PPE-polystyrene (PS), was studied to develop a reinforced thermoplastic elastomer or thermoplastic vulcanizate (TPV). An effort was made to reinforce selectively the elastomeric dispersed phase of EVA by silica nanoparticles and silica sol-gel precursors, like alkoxy orthosilanes, using twin-screw extrusion and injection molding processes. Improvement of tensile strength and percent elongation at break was observed both with silica nanoparticles and tetraethoxy orthosilane (TEOS). Addition of TEOS transformed the dispersed EVA lamellar morphology into semispherical domains as a consequence of possible crosslinking. Soxhlet extraction was done on the silica and TEOS reinforced materials. The insoluble residues collected from both the silica and TEOS reinforced samples were analyzed in detail using both morphological and spectroscopic studies. This extensive study also provided an in-depth conceptual understanding of the PPE based TPE behavior upon reinforcement with silica nanoparticles and silica sol-gel precursors and the effect of reinforcement on recycling behavior.

  17. Enhanced Antifouling Properties of Carbohydrate Coated Poly(ether sulfone) Membranes.

    PubMed

    Angione, M Daniela; Duff, Thomas; Bell, Alan P; Stamatin, Serban N; Fay, Cormac; Diamond, Dermot; Scanlan, Eoin M; Colavita, Paula E

    2015-08-12

    Poly(ether sulfone) membranes (PES) were modified with biologically active monosaccharides and disaccharides using aryldiazonium chemistry as a mild, one-step, surface-modification strategy. We previously proposed the modification of carbon, metals, and alloys with monosaccharides using the same method; herein, we demonstrate modification of PES membranes and the effect of chemisorbed carbohydrate layers on their resistance to biofouling. Glycosylated PES surfaces were characterized using spectroscopic methods and tested against their ability to interact with specific carbohydrate-binding proteins. Galactose-, mannose-, and lactose-modified PES surfaces were exposed to Bovine Serum Albumin (BSA) solutions to assess unspecific protein adsorption in the laboratory and were found to adsorb significantly lower amounts of BSA compared to bare membranes. The ability of molecular carbohydrate layers to impart antifouling properties was further tested in the field via long-term immersive tests at a wastewater treatment plant. A combination of ATP content assays, infrared spectroscopic characterization and He-ion microscopy (HIM) imaging were used to investigate biomass accumulation at membranes. We show that, beyond laboratory applications and in the case of complex aqueous environments that are rich in biomass such as wastewater effluent, we observe significantly lower biofouling at carbohydrate-modified PES than at bare PES membrane surfaces.

  18. Correlating electronic structure and chemical durability of sulfonated poly(arylene ether sulfone)s

    NASA Astrophysics Data System (ADS)

    Lawrence, Jimmy; Yamashita, Koichi; Yamaguchi, Takeo

    2015-04-01

    Many different proton-conducting polymeric materials have been developed for polymer electrolyte membrane fuel cells (PEMFCs). The development of perfluorosulfonic acid-based, polymer electrolyte membranes (PFSA-PEMs) was followed by aromatic hydrocarbon-based PEMs (HC-PEMs), which allow for tailored design and optimization of their molecular structures. Although many new PFSA-PEMs and HC-PEMs have shown promising proton conductivity and thermal stability, chemical degradation of these materials in an oxidizing environment remains a significant technical barrier in PEMFC development. Here, we used accelerated degradation tests and electronic structure analysis to examine the chemical stability of sulfonated poly(arylene ether sulfone) (SPES) copolymers, a highly thermally stable HC-PEM. HOMO levels, the presence of main chain-protecting steric groups, and HOMO-LUMO location along the main chain have significant effects on the chain scission modes and degradation rate of SPES copolymers. Rational design of HC-PEMs to suppress midpoint scission can open many opportunities in the development of highly robust polymer electrolytes for fuel cell and other energy storage applications.

  19. Direct methanol fuel cell performance using sulfonated poly (arylene ether sulfone) random copolymers as electrolytes.

    SciTech Connect

    Zawodzinski, T. A. , Jr.; Zelenay, P.; Hickner, M.; Wang, F.; McGrath, James E.; Pivovar, B. S.

    2001-01-01

    Sulfonated poly(arylene ether sulfone) random copolymers are a new series of sulfonic acid containing polymers that have shown promise as fuel cell electrolytes. Here, we report on direct methanol fuel cell (DMFC) performance of this class of polymers at sulfonation levels ranging from 40 to 60% (monomer basis). The DMFC performance of these polymers is compared to that of Nafion 117, the long standing standard in fuel cell testing. These polymers show a higher selectivity for protons over methanol for all the sulfonation levels tested, with the 40% sulfonated polymer showing 2.5 times the selectivity of Nafion. While the higher sulfonated forms (50 and 60%) did show a higher selectivity, only the lower sulfonation levels (40 and 45%) have shown improved performance in DMFC testing. The results of these experiments will be discussed in terms of the relevant test conditions, and experimentally determined membrane properties. The relevant DMFC properties of these polymers will be discussed in terms of sulfonation level and compared to those of Nafion 117.

  20. Evaluation of atmospheric solid analysis probe ionization coupled to ion mobility mass spectrometry for characterization of poly(ether ether ketone) polymers.

    PubMed

    Cossoul, Emilie; Hubert-Roux, Marie; Sebban, Muriel; Churlaud, Florence; Oulyadi, Hassan; Afonso, Carlos

    2015-01-26

    Recently, the interest of the coupling between atmospheric solid analysis probe (ASAP) and ion mobility-mass spectrometry has been revealed in the field of polymers. This method associates a direct ionization technique with a bi-dimensional separation method. Poly(ether ether ketones) (PEEK) belong to the family of the poly(aryl ether ketones) (PAEK) which are high performance aromatic polymers usually used in aerospace, electronics and nuclear industries. PEEK are important commercial thermoplastics with excellent chemical resistance and good mechanical properties. Because of their low solubility, few structural characterization studies of PEEK have been reported. In mass spectrometry, only MALDI-TOF analyses for polymer synthesis monitoring have been described with the use of strong acids such as sulfuric acid. This work demonstrates that ASAP is particularly efficient for analysis of PEEK in a solvent free approach with the production of intact small oligomers (n≤2). Five types of PEEK oligomers with different end-groups were evidenced. With MALDI-TOF, the same end-groups with almost the same relative abundance were obtained which support the hypothesis that the oligomers detected in ASAP are intact small oligomers and not fragments or pyrolysis products. This is particularly interesting as generally the ASAP analysis of polymers yields pyrolysis products with the loss of end-group information. The end-groups assignments have been confirmed by tandem mass spectrometry (MS/MS) experiments on the M(+) molecular ions, which allowed highlighting some specific neutral or radical losses as well as two diagnostic product ions. Thus, ASAP-IM/MS/MS proves to be a fast and efficient alternative way to characterize low solubility polymers such as PEEK. PMID:25542357

  1. Development of novel proteasome inhibitors based on phthalazinone scaffold.

    PubMed

    Yang, Lingfei; Wang, Wei; Sun, Qi; Xu, Fengrong; Niu, Yan; Wang, Chao; Liang, Lei; Xu, Ping

    2016-06-15

    In this study we designed a series of proteasome inhibitors using pyridazinone as initial scaffold, and extended the structure with rational design by computer aided drug design (CADD). Two different synthetic routes were explored and the biological evaluation of the phthalazinone derivatives was investigated. Most importantly, electron positive triphenylphosphine group was first introduced in the structure of proteasome inhibitors and potent inhibition was achieved. As 6c was the most potent inhibitor of proteasome, we examined the structure-activity relationship (SAR) of 6c analogs. PMID:27158142

  2. Quasielastic neutron scattering study of hydrogen motions in an aqueous poly(vinyl methyl ether) solution

    NASA Astrophysics Data System (ADS)

    Capponi, S.; Arbe, A.; Cerveny, S.; Busselez, R.; Frick, B.; Embs, J. P.; Colmenero, J.

    2011-05-01

    We present a quasielastic neutron scattering (QENS) investigation of the component dynamics in an aqueous Poly(vinyl methyl ether) (PVME) solution (30% water content in weight). In the glassy state, an important shift in the Boson peak of PVME is found upon hydration. At higher temperatures, the diffusive-like motions of the components take place with very different characteristic times, revealing a strong dynamic asymmetry that increases with decreasing T. For both components, we observe stretching of the scattering functions with respect to those in the bulk and non-Gaussian behavior in the whole momentum transfer range investigated. To explain these observations we invoke a distribution of mobilities for both components, probably originated from structural heterogeneities. The diffusive-like motion of PVME in solution takes place faster and apparently in a more continuous way than in bulk. We find that the T-dependence of the characteristic relaxation time of water changes at T ≲ 225 K, near the temperature where a crossover from a low temperature Arrhenius to a high temperature cooperative behavior has been observed by broadband dielectric spectroscopy (BDS) [S. Cerveny, J. Colmenero and A. Alegría, Macromolecules, 38, 7056 (2005), 10.1021/ma050811t]. This observation might be a signature of the onset of confined dynamics of water due to the freezing of the PVME dynamics, that has been selectively followed by these QENS experiments. On the other hand, revisiting the BDS results on this system we could identify an additional "fast" process that can be attributed to water motions coupled with PVME local relaxations that could strongly affect the QENS results. Both kinds of interpretations, confinement effects due to the increasing dynamic asymmetry and influence of localized motions, could provide alternative scenarios to the invoked "strong-to-fragile" transition.

  3. Preparation and characterization of poly (arylene ether isoxazole)s by fluoride ion-mediated aromatic nucleophilic displacement reactions

    NASA Technical Reports Server (NTRS)

    Herbert, C. G.; Bass, R. G.

    1994-01-01

    As part of a continuing effort to prepare novel thermally stable high-performance polymers, poly(arylene ether isoxazole)s have been prepared by fluoride ion-catalyzed aromatic nucleophilic substitution reactions with bis(trimethylsiloxyphenyl) isoxazoles and activated bisarylhalides in diphenyl sulfone. Initial investigation involving the preparation of these materials with isoxazole bisphenols and activated bisarylhalides in the presence of potassium carbonate indicated that, under reaction conditions necessary to prepare high-molecular-weight materials, the isoxazole monomer was converted to an enamino ketone. This side reaction was avoided by using fluoride as a base. However, trimethylsilyl ether derivatives of the isoxazole bisphenols were required in these polymerizations for the preparation of high-molecular-weight materials. Moderate to high inherent viscosity eta(sub inh): 0.43-0.87 dl/g) materials with good thermal stability (air: 409-477 C, helium: 435-512 C) can be prepared by the silyl ether method. Glass transition temperatures ranged from 182 to 225 C for polymers with phenyl pendants and from 170 to 214 C for those without. Molecular weight control by 2% endcapping and the incorporation of a phenyl pendant at the 4 position of the isoxazole is necessary to yield polymers soluble in polar aprotic solvents at room temperature. There is evidence, however, indicating the existence of crosslinks between the polymer chains when the silyl ether approach is utilized.

  4. A new strategy for designing high-performance sulfonated poly(ether ether ketone) polymer electrolyte membranes using inorganic proton conductor-functionalized carbon nanotubes

    NASA Astrophysics Data System (ADS)

    Gong, Chunli; Zheng, Xuan; Liu, Hai; Wang, Guangjin; Cheng, Fan; Zheng, Genwen; Wen, Sheng; Law, Wing-Cheung; Tsui, Chi-Pong; Tang, Chak-Yin

    2016-09-01

    Remarkable progress has been made on the use of polymer electrolyte membranes (PEMs) for renewable-energy-related research. In particular, carbon nanotubes (CNTs) have emerged as versatile nanomaterials to modify PEMs. However, the inert ionic conduction ability and possible short-circuiting risk are the two major obstacles to their further development. In this work, CNTs are firstly functionalized with an inorganic proton conductor, boron phosphate (BPO4), using a facile polydopamine-assisted sol-gel method to yield BPO4@CNTs. This new additive is then used to modify sulfonated poly(ether ether ketone) (SPEEK). Polydopamine coating layer can act as an extraordinary glue to homogeneously adhere BPO4 nanoparticles on CNTs, thereby not only reducing the risk of short-circuiting, but also fabricating new proton-conducting pathways in the composite membranes. A comprehensive characterization reveals that the thermal stability, tensile properties, and dimensional stability of PEMs are significantly improved. Compared with pure SPEEK, the proton conductivity of SPEEK/BPO4@CNTs-2 is improved by 45% and 150% at 20 °C and at 80 °C, respectively. Furthermore, the H2/O2 cell performance of SPEEK/BPO4@CNTs-2 membrane exhibits a peak power density of 340.7 mW cm-2 at 70 °C, which is significantly better than that of pure SPEEK (254.2 mW cm-2), demonstrating the great potential of proton conductors-functionalized CNTs in PEMs.

  5. Novel sulfonated poly (ether ether ketone)/phosphonic acid-functionalized titania nanohybrid membrane by an in situ method for direct methanol fuel cells

    NASA Astrophysics Data System (ADS)

    Wu, Hong; Cao, Ying; Li, Zhen; He, Guangwei; Jiang, Zhongyi

    2015-01-01

    Sulfonated poly (ether ether ketone)/phosphonic acid-functionalized titania nanohybrid membranes are prepared by an in situ method using titanium tetrachloride (TiCl4) as inorganic precursor and amino trimethylene phosphonic acid (ATMP) as modifier. Phosphonic acid-functionalized titania nanoparticles with a uniform particle size of ∼50 nm are formed and dispersed homogeneously in the SPEEK matrix with good interfacial compatibility. Accordingly, the nanohybrid membranes display remarkably enhanced proton conduction property due to the incorporation of additional sites for proton transport and the formation of well-connected channels by bridging the hydrophilic domains in SPEEK matrix. The nanohybrid membrane with 6 wt. % of phosphonic acid-functionalized titania nanoparticles exhibits the highest proton conductivity of 0.334 S cm-1 at 65 °C and 100% RH, which is 63.7% higher than that of pristine SPEEK membrane. Furthermore, the as-prepared nanohybrid membranes also show elevated thermal and mechanical stabilities as well as decreased methanol permeability.

  6. Pitch-based carbon-fibre-reinforced poly (ether-ether-ketone) OPTIMA assessed as a bearing material in a mobile bearing unicondylar knee joint.

    PubMed

    Scholes, S C; Unsworth, A

    2009-01-01

    The introduction of unicondylar knee prostheses has allowed the preservation of the non-diseased compartment of the knee while replacing the diseased or damaged compartment. In an attempt to reduce the likelihood of aseptic loosening, new material combinations have been investigated within the laboratory. Tribological tests (friction, lubrication, and wear) were performed on metal-on-carbon-fibre-reinforced (CFR) poly (ether-ether-ketone) (PEEK) (pitch-based) mobile unicondylar knee prostheses up to 5 x 10(6) cycles. Both a loaded soak control and an unloaded soak control (both medial and lateral components) were used to compensate for weight change due to lubricant absorption. For this material combination the loaded soak control gave slightly lower wear for both the medial and the lateral components than did the unloaded soak control. The medial components gave higher steady state wear than the lateral components (1.70 mm3 per 10(6) cycles compared with 1.02 mm3 per 10(6) cycles with the loaded soak control). The results show that the CFR PEEK unicondylar knee joints performed well in these wear tests. They gave lower volumetric wear rates than conventional metal-on-ultra-high-molecular-weight polyethylene prostheses have given in the past when tested under similar conditions. The friction tests showed that, at physiological viscosities, these joints operated in the boundary-mixed-lubrication regime. The low wear produced by these joints seems to be a function of the material combination and not of the lubrication regime.

  7. Molecular modeling of the morphology and transport properties of two direct methanol fuel cell membranes: phenylated sulfonated poly(ether ether ketone ketone) versus Nafion

    SciTech Connect

    Devanathan, Ramaswami; Idupulapati, Nagesh B.; Dupuis, Michel

    2012-08-14

    We have used molecular dynamics simulations to examine membrane morphology and the transport of water, methanol and hydronium in phenylated sulfonated poly ether ether ketone ketone (Ph-SPEEKK) and Nafion membranes at 360 K for a range of hydration levels. At comparable hydration levels, the pore diameter is smaller, the sulfonate groups are more closely packed, the hydronium ions are more strongly bound to sulfonate groups, and the diffusion of water and hydronium is slower in Ph-SPEEKK relative to the corresponding properties in Nafion. The aromatic carbon backbone of Ph-SPEEKK is less hydrophobic than the fluorocarbon backbone of Nafion. Water network percolation occurs at a hydration level ({lambda}) of {approx}8 H{sub 2}O/SO{sub 3}{sup -}. At {lambda} = 20, water, methanol and hydronium diffusion coefficients were 1.4 x 10{sup -5}, 0.6 x 10{sup -5} and 0.2 x 10{sup -5} cm{sup 2}/s, respectively. The pore network in Ph-SPEEKK evolves dynamically and develops wide pores for {lambda} > 20, which leads to a jump in methanol crossover and ion transport. This study demonstrates the potential of aromatic membranes as low-cost challengers to Nafion for direct methanol fuel cell applications and the need to develop innovative strategies to combat methanol crossover at high hydration levels.

  8. Enhancing proton conduction under low humidity by incorporating core-shell polymeric phosphonic acid submicrospheres into sulfonated poly(ether ether ketone) membrane

    NASA Astrophysics Data System (ADS)

    Nie, Lingli; Wang, Jingtao; Xu, Tao; Dong, Hao; Wu, Hong; Jiang, Zhongyi

    2012-09-01

    Polymeric phosphonic acid submicrospheres (PPASs) with carboxylic acid cores and phosphonic acid shells are synthesized by distillation-precipitation polymerization. The structure and composition of PPASs are confirmed by transmission electron microscopy (TEM), Fourier transform infrared spectroscopy (FTIR), and energy dispersive X-ray (EDX). The PPASs are then incorporated into sulfonated poly(ether ether ketone) (SPEEK) to fabricate composite membranes for direct methanol fuel cells (DMFCs). The incorporated PPASs enlarge the ion-channel size of the composite membranes as testified by small-angle X-ray scattering (SAXS), affording significantly enhanced water uptake and water retention. Compared with the membrane containing the polymeric carboxylic acid submicrospheres (PCASs), the PPASs-filled membrane exhibits higher proton conductivity owing to the higher water uptake and water retention of the PPASs and stronger acidity of phosphonic acid. The composite membrane with 15 wt.% PPASs displays the highest proton conductivity of 0.0187 S cm-1 at room temperature and 100% relative humidity (RH). At the RH as low as 20%, this membrane acquires a proton conductivity of 0.0066 S cm-1, 5 times higher than that of the SPEEK control membrane (0.0011 S cm-1) after 90 min testing, at 40 °C.

  9. Sulfonated poly(ether ether ketone)/polybenzimidazole oligomer/epoxy resin composite membranes in situ polymerization for direct methanol fuel cell usages

    NASA Astrophysics Data System (ADS)

    Han, Miaomiao; Zhang, Gang; Li, Mingyu; Wang, Shuang; Liu, Zhongguo; Li, Hongtao; Zhang, Yang; Xu, Dan; Wang, Jing; Ni, Jing; Na, Hui

    A diamine-terminated polybenzimidazole oligomer (o-PBI) has been synthesized for introducing the benzimidazole groups (BI) into sulfonated poly(ether ether ketone) (SPEEK) membranes. SPEEK/o-PBI/4,4‧-diglycidyl(3,3‧,5,5‧-tetramethylbiphenyl) epoxy resin (TMBP) composite membranes in situ polymerization has been prepared for the purpose of improving the performance of SPEEK with high ion-exchange capacities (IEC) for the usage in the direct methanol fuel cells (DMFCs). The composite membranes with three-dimensional network structure are obtained through a cross-linking reaction between PBI oligomer and TMBP and the acid-base interaction between sulfonic acid groups and benzimidazole groups. Resulting membranes show a significantly increasing of all of the properties, such as high proton conductivity (0.14 S cm -1 at 80 °C), low methanol permeability (2.38 × 10 -8 cm 2 s -1), low water uptake (25.66% at 80 °C) and swelling ratio (4.11% at 80 °C), strong thermal and oxidative stability, and mechanical properties. Higher selectivity has been found for the composite membranes in comparison with SPEEK. Therefore, the SPEEK/o-PBI/TMBP composite membranes show a good potential in DMFCs usages.

  10. Properties investigation of sulfonated poly(ether ether ketone)/polyacrylonitrile acid-base blend membrane for vanadium redox flow battery application.

    PubMed

    Li, Zhaohua; Dai, Wenjing; Yu, Lihong; Liu, Le; Xi, Jingyu; Qiu, Xinping; Chen, Liquan

    2014-11-12

    Acid-base blend membrane prepared from sulfonated poly(ether ether ketone) (SPEEK) and polyacrylonitrile (PAN) was detailedly evaluated for vanadium redox flow battery (VRFB) application. SPEEK/PAN blend membrane exhibited dense and homogeneous cross-section morphology as scanning electron microscopy and energy-dispersive X-ray spectroscopy images show. The acid-base interaction of ionic cross-linking and hydrogen bonding between SPEEK and PAN could effectively reduce water uptake, swelling ratio, and vanadium ion permeability, and improve the performance and stability of blend membrane. Because of the good balance of proton conductivity and vanadium ion permeability, blend membrane with 20 wt % PAN (S/PAN-20%) showed higher Coulombic efficiency (96.2% vs 91.1%) and energy efficiency (83.5% vs 78.4%) than Nafion 117 membrane at current density of 80 mA cm(-2) when they were used in VRFB single cell. Besides, S/PAN-20% membrane kept a stable performance during 150 cycles at current density of 80 mA cm(-2) in the cycle life test. Hence the SPEEK/PAN acid-base blend membrane could be used as promising candidate for VRFB application. PMID:25315399

  11. Development of a cheap and accessible carbon fibers-in-poly(ether ether ketone) tube with high stability for online in-tube solid-phase microextraction.

    PubMed

    Feng, Juanjuan; Sun, Min; Bu, Yanan; Luo, Chuannan

    2016-02-01

    Carbon fibers (CFs) are one kind of important industrial materials that can be obtained commercially at low price. Based on the high extraction efficiency of carbon sorbents, a cheap and accessible carbon fibers-in-poly(ether ether ketone) (PEEK) tube was developed for online in-tube solid-phase microextraction (SPME) method. Coupled to high performance liquid chromatography (HPLC), the CFs-in-tube SPME was applied to analyze eight polycyclic aromatic hydrocarbons (PAHs) in environmental aqueous samples. Extraction conditions (sampling rate, extraction time, methanol content) and desorption time were investigated for optimization of conditions. Under the optimum conditions, the CFs-in-tube SPME-HPLC method provided high extraction efficiency with enrichment factors up to 1748. Good linearity (0.05-50 μg L(-1), 0.5-50 μg L(-1)) and low detection limits (0.01-0.1 μg L(-1)) were also obtained. The online analysis method was finally applied to determine several model PAHs analytes in real environmental aqueous samples. Some target analytes were detected and relative recoveries were in the range of 92.3-111%. Due to natural chemical stability of carbon fibers and PEEK tube, the CFs-in-tube device exhibited high resistance to organic solvent, acid and alkaline conditions. PMID:26653455

  12. Properties investigation of sulfonated poly(ether ether ketone)/polyacrylonitrile acid-base blend membrane for vanadium redox flow battery application.

    PubMed

    Li, Zhaohua; Dai, Wenjing; Yu, Lihong; Liu, Le; Xi, Jingyu; Qiu, Xinping; Chen, Liquan

    2014-11-12

    Acid-base blend membrane prepared from sulfonated poly(ether ether ketone) (SPEEK) and polyacrylonitrile (PAN) was detailedly evaluated for vanadium redox flow battery (VRFB) application. SPEEK/PAN blend membrane exhibited dense and homogeneous cross-section morphology as scanning electron microscopy and energy-dispersive X-ray spectroscopy images show. The acid-base interaction of ionic cross-linking and hydrogen bonding between SPEEK and PAN could effectively reduce water uptake, swelling ratio, and vanadium ion permeability, and improve the performance and stability of blend membrane. Because of the good balance of proton conductivity and vanadium ion permeability, blend membrane with 20 wt % PAN (S/PAN-20%) showed higher Coulombic efficiency (96.2% vs 91.1%) and energy efficiency (83.5% vs 78.4%) than Nafion 117 membrane at current density of 80 mA cm(-2) when they were used in VRFB single cell. Besides, S/PAN-20% membrane kept a stable performance during 150 cycles at current density of 80 mA cm(-2) in the cycle life test. Hence the SPEEK/PAN acid-base blend membrane could be used as promising candidate for VRFB application.

  13. Effect of degree of sulfonation and casting solvent on sulfonated poly(ether ether ketone) membrane for vanadium redox flow battery

    NASA Astrophysics Data System (ADS)

    Xi, Jingyu; Li, Zhaohua; Yu, Lihong; Yin, Bibo; Wang, Lei; Liu, Le; Qiu, Xinping; Chen, Liquan

    2015-07-01

    The properties of sulfonated poly(ether ether ketone) (SPEEK) membranes with various degree of sulfonation (DS) and casting solvent are investigated for vanadium redox flow battery (VRFB). The optimum DS of SPEEK membrane is firstly confirmed by various characterizations such as physicochemical properties, ion selectivity, and VRFB single-cell performance. Subsequently the optimum casting solvent is selected for the optimum DS SPEEK membrane within N,N‧-dimethylformamide (DMF), N,N‧-dimethylacetamide (DMAc), N-methyl-2-pyrrolidone (NMP), and dimethylsulfoxide (DMSO). The different performance of SPEEK membranes prepared with various casting solvents can be attributed to the different interaction between solvent and -SO3H group of SPEEK. In the VRFB single-cell test, the optimum SPEEK membrane with DS of 67% and casting solvent of DMF (S67-DMF membrane) exhibits higher VRFB efficiencies and better cycle-life performance at 80 mA cm-2. The investigation of various DS and casting solvent will be effective guidance on the selection and modification of SPEEK membrane towards VRFB application.

  14. Development of poly(ether ether ketone)(PEEK) derived from bisphenol-S for proton exchange membrane (PEM) in direct methanol fuel cells (DMFC)

    NASA Astrophysics Data System (ADS)

    Changkhamchom, Sairung; Sirivat, Anuvat

    2008-03-01

    The currently used Proton Exchange Membrane (PEM) in Direct Methanol Fuel Cell (DMFC) is Nafion?, an excellent proton conductivity in fully hydrated membrane. However, it has major drawbacks such as very high cost, and lost of conductivity at elevated temperature and low humidity. In our work, the novel PEM was based on sulfonated poly(ether ether ketone) (S-PEEK) which was synthesized by the nucleophilic aromatic substitution polycondensation of bisphonol-S, 4,4'-dichlorobenzophenone (DCBP), and sodium 5,5'-carbonylbis(2-chlorobenzenesulfonate) (SDCBP). Bisphenol-S is expected to improve thermal stability due to its high melting point (245oC). S-PEEK was characterized by FTIR, 1H-NMR, TGA, DSC, and titration to determine the degree of sulfonation (D.S.). Composite membranes were prepared by using S-PEEK as polymer matrix and heteropolyacid (HPA) as an inorganic filler. The phosphotungstic acid (PTA) was used due to its highly proton conductivity at high temperature and low water uptake. The membranes were characterized by SEM, TGA, DSC, DMTA, and by the measurements of the water uptake (%), the swelling ratio (%), the ion exchange capacities (IEC), the methanol diffusion coefficient, and the proton conductivity.

  15. Development of a cheap and accessible carbon fibers-in-poly(ether ether ketone) tube with high stability for online in-tube solid-phase microextraction.

    PubMed

    Feng, Juanjuan; Sun, Min; Bu, Yanan; Luo, Chuannan

    2016-02-01

    Carbon fibers (CFs) are one kind of important industrial materials that can be obtained commercially at low price. Based on the high extraction efficiency of carbon sorbents, a cheap and accessible carbon fibers-in-poly(ether ether ketone) (PEEK) tube was developed for online in-tube solid-phase microextraction (SPME) method. Coupled to high performance liquid chromatography (HPLC), the CFs-in-tube SPME was applied to analyze eight polycyclic aromatic hydrocarbons (PAHs) in environmental aqueous samples. Extraction conditions (sampling rate, extraction time, methanol content) and desorption time were investigated for optimization of conditions. Under the optimum conditions, the CFs-in-tube SPME-HPLC method provided high extraction efficiency with enrichment factors up to 1748. Good linearity (0.05-50 μg L(-1), 0.5-50 μg L(-1)) and low detection limits (0.01-0.1 μg L(-1)) were also obtained. The online analysis method was finally applied to determine several model PAHs analytes in real environmental aqueous samples. Some target analytes were detected and relative recoveries were in the range of 92.3-111%. Due to natural chemical stability of carbon fibers and PEEK tube, the CFs-in-tube device exhibited high resistance to organic solvent, acid and alkaline conditions.

  16. The mechanical and microscopic aspects of the deformation and fracture of a poly (ether urethane-urea) spun arterial prosthesis.

    PubMed

    Williams, D F; Zhong, S P; Doherty, P J

    1991-01-01

    The mechanical properties of a microporous, electrostatically spun poly (ether urethane-urea), used in the construction of arterial prostheses, have been examined, with particular reference to anisotropic, crack initiation processes and preconditioning. The results demonstrate considerable anisotropy in relation to samples derived from circumferential and longitudinal directions of the tube wall structure related to the spinning process. There is also a considerable difference in crack initiation on inner and outer surface of the arterial wall, again related to the processing conditions. The results provide an important contribution to an understanding of structure-property relationships in microporous arterial prosthesis.

  17. Advances in membrane materials: desalination membranes based on directly copolymerized disulfonated poly(arylene ether sulfone) random copolymers.

    PubMed

    Xie, Wei; Park, Ho-Bum; Cook, Joseph; Lee, Chang Hyun; Byun, Gwangsu; Freeman, Benny D; McGrath, James E

    2010-01-01

    The water and salt transport properties of chlorine tolerant disulfonated poly(arylene ether sulfone) (BPS) copolymers have been characterized. Cast BPS membranes of both salt form and acid form with sulfonation levels from 20% to 40% were investigated. Water permeability of BPS films increases more than one order of magnitude as sulfonation level increases from 20% to 40%, while the salt permeability of the corresponding membranes increases two orders of magnitude. Moderate salt rejection (98.2%) was achieved by a BPS salt form membrane with a sulfonation level of 20%.

  18. New Poly(amide-imide)/Nanocomposites Reinforced Silicate Nanoparticles Based on N-pyromellitimido-L-phenyl Alanine Containing Ether Moieties

    NASA Astrophysics Data System (ADS)

    Faghihi, Khalil; Shabanian, Meisam; Dadfar, Ehsan

    2012-02-01

    A series of Poly(amide-imide)/montmorillonite nanocomposites containing N-pyromellitimido-L-phenyl alanine moiety in the main chain were synthesized by a convenient solution intercalation technique. Poly(amide-imide) (PAI) 5 as a source of polymer matrix was synthesized by the direct polycondensation reaction of N-pyromellitimido-L-phenyl alanine 3 with 4,4'-diamino diphenyl ether 4 in the presence of triphenyl phosphite (TPP), CaCl2, pyridine and N-methyl-2-pyrrolidone (NMP). The resulting nanocomposite films were characterized by Fourier transform infrared spectra (FT-IR), X-ray diffraction (XRD), scanning electron microscopy (SEM) and thermogravimetric analysis (TGA). The results showed that organo-modified clay was dispersed homogeneously in PAI matrix. TGA indicated an enhancement of thermal stability of new nanocomposites compared with the pure polymer.

  19. 40 CFR 721.10556 - Poly(oxy-1,2-ethanediyl), .alpha.- (2-methyl-2-propen-1-yl) -.omega.-hydroxy-,C12-15-alkyl ethers.

    Code of Federal Regulations, 2014 CFR

    2014-07-01

    ... 40 Protection of Environment 31 2014-07-01 2014-07-01 false Poly(oxy-1,2-ethanediyl), .alpha.- (2...-ethanediyl), .alpha.- (2-methyl-2-propen-1-yl) -.omega.-hydroxy-,C12-15-alkyl ethers. (a) Chemical substance...-ethanediyl), .alpha.- (2-methyl-2-propen-1-yl) -.omega.-hydroxy-,C12-15-alkyl ethers (PMN P-06-450; CAS...

  20. 40 CFR 721.10557 - Poly(oxy-1,2-ethanediyl), .alpha.- (2-methyl-2-propen-1-yl) -.omega.-hydroxy-,C10-16-alkyl ethers.

    Code of Federal Regulations, 2013 CFR

    2013-07-01

    ... 40 Protection of Environment 32 2013-07-01 2013-07-01 false Poly(oxy-1,2-ethanediyl), .alpha.- (2...-ethanediyl), .alpha.- (2-methyl-2-propen-1-yl) -.omega.-hydroxy-,C10-16-alkyl ethers. (a) Chemical substance...-ethanediyl), .alpha.- (2-methyl-2-propen-1-yl) -.omega.-hydroxy-,C10-16-alkyl ethers (PMN P-06-451; CAS...

  1. 40 CFR 721.10556 - Poly(oxy-1,2-ethanediyl), .alpha.- (2-methyl-2-propen-1-yl) -.omega.-hydroxy-,C12-15-alkyl ethers.

    Code of Federal Regulations, 2013 CFR

    2013-07-01

    ... 40 Protection of Environment 32 2013-07-01 2013-07-01 false Poly(oxy-1,2-ethanediyl), .alpha.- (2...-ethanediyl), .alpha.- (2-methyl-2-propen-1-yl) -.omega.-hydroxy-,C12-15-alkyl ethers. (a) Chemical substance...-ethanediyl), .alpha.- (2-methyl-2-propen-1-yl) -.omega.-hydroxy-,C12-15-alkyl ethers (PMN P-06-450; CAS...

  2. 40 CFR 721.10558 - Poly(oxy-1,2-ethanediyl), .alpha.- (2-methyl-2-propen-1-yl) -.omega.-hydroxy-,C12-16-alkyl ethers.

    Code of Federal Regulations, 2014 CFR

    2014-07-01

    ... 40 Protection of Environment 31 2014-07-01 2014-07-01 false Poly(oxy-1,2-ethanediyl), .alpha.- (2...-ethanediyl), .alpha.- (2-methyl-2-propen-1-yl) -.omega.-hydroxy-,C12-16-alkyl ethers. (a) Chemical substance...-ethanediyl), .alpha.- (2-methyl-2-propen-1-yl) -.omega.-hydroxy-,C12-16-alkyl ethers (PMN P-06-452; CAS...

  3. 40 CFR 721.10557 - Poly(oxy-1,2-ethanediyl), .alpha.- (2-methyl-2-propen-1-yl) -.omega.-hydroxy-,C10-16-alkyl ethers.

    Code of Federal Regulations, 2014 CFR

    2014-07-01

    ... 40 Protection of Environment 31 2014-07-01 2014-07-01 false Poly(oxy-1,2-ethanediyl), .alpha.- (2...-ethanediyl), .alpha.- (2-methyl-2-propen-1-yl) -.omega.-hydroxy-,C10-16-alkyl ethers. (a) Chemical substance...-ethanediyl), .alpha.- (2-methyl-2-propen-1-yl) -.omega.-hydroxy-,C10-16-alkyl ethers (PMN P-06-451; CAS...

  4. 40 CFR 721.10558 - Poly(oxy-1,2-ethanediyl), .alpha.- (2-methyl-2-propen-1-yl) -.omega.-hydroxy-,C12-16-alkyl ethers.

    Code of Federal Regulations, 2013 CFR

    2013-07-01

    ... 40 Protection of Environment 32 2013-07-01 2013-07-01 false Poly(oxy-1,2-ethanediyl), .alpha.- (2...-ethanediyl), .alpha.- (2-methyl-2-propen-1-yl) -.omega.-hydroxy-,C12-16-alkyl ethers. (a) Chemical substance...-ethanediyl), .alpha.- (2-methyl-2-propen-1-yl) -.omega.-hydroxy-,C12-16-alkyl ethers (PMN P-06-452; CAS...

  5. Bioresorbable poly(ester-ether urethane)s from L-lysine diisocyanate and triblock copolymers with different hydrophilic character.

    PubMed

    Abraham, Gustavo A; Marcos-Fernández, Angel; Román, Julio San

    2006-03-15

    Bioresorbable linear poly(ester-ether urethane)s with different hydrophilic character were synthesized from block copolymers of poly(epsilon-caprolactone)-poly(ethylene oxide)-poly(epsilon-caprolactone) (PCL-PEO-PCL) as macrodiols, and L-lysine diisocyanate (LDI). A series of PCL-PEO-PCL triblock copolymers with different PEO and PCL chain length was obtained by reacting PEO with epsilon-caprolactone. Polyurethanes were synthesized by reacting the triblock copolymers with LDI in solution using stannous 2-ethylhexanoate as catalyst. The prepared triblock copolymers and polyurethanes were fully characterized by proton nuclear magnetic resonance spectroscopy, size exclusion chromatography, differential scanning calorimetry, and wide-angle X-ray diffraction. Water uptake, hydrolytic stability, and tensile properties of polyurethanes with different composition were evaluated and discussed in terms of the chain length and molecular weight of the polymers and its block components. Water uptake seems to depend on the ethylene oxide unit content of the polyurethane regardless of the triblock structure. Mechanical properties of the synthesized polymers were strongly affected by the molecular weight achieved during polymerization. The use of triblock macrodiols with different hydrophilicity allowed the preparation of a series of polyurethanes having a broad range of properties. PMID:16317720

  6. A Pronounced Halogen Effect on the Organogelation Properties of Peripherally Halogen Functionalized Poly(benzyl ether) Dendrons.

    PubMed

    Feng, Yu; Chen, Hui; Liu, Zhi-Xiong; He, Yan-Mei; Fan, Qing-Hua

    2016-03-24

    An interesting halogen-substituent effect on the organogelation properties of poly(benzyl ether) dendrons is reported. A new class of poly(benzyl ether) dendrons with halo substituents decorating their periphery was synthesized and fully characterized. A systematic study on the gelation abilities, thermotropic behaviors, aggregated microstructures, and mechanical properties of self-assembled organogels was performed to elucidate the halogen-substituent effects on their organogelation propensity. It was found that the exact halogen substitutions on the periphery of dendrons exert a profound effect on the organogelation propensity, and dendrons Gn -Cl (n=2, 3) and G2 -I proved to be highly efficient organogelators. The cooperation of multiple π-π, dispersive halogen, CH-π, and weak C-H⋅⋅⋅X hydrogen-bonding interactions were found to be the key contributor to forming the self-assembled gels. Dendritic organogels formed from Gn -Cl (n=2, 3) in 1,2-dichloroethane exhibited thixotropic-responsive properties, and such thixotropic organogels are promising materials for future research and applications. PMID:26916094

  7. Ultralow Oil-Fouling Heterogeneous Poly(ether sulfone) Ultrafiltration Membrane via Blending with Novel Amphiphilic Fluorinated Gradient Copolymers.

    PubMed

    Zhang, Guangfa; Jiang, Jingxian; Zhang, Qinghua; Gao, Fan; Zhan, Xiaoli; Chen, Fengqiu

    2016-02-01

    A novel amphiphilic fluorinated gradient copolymer was prepared by semibatch reversible addition-fragmentation chain transfer (RAFT) method using poly(ethylene glycol) methyl ether methacrylate (PEGMA) and 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl acrylate (TFOA) as monomers. The resultant amphiphilic copolymers were then incorporated into the poly(ether sulfone) (PES) to fabricate PES blend membranes via the non-solvent-induced phase separation method (NIPS). During the phase inversion process, both hydrophilic (PEGMA) and low surface energy (TFOA) segments significantly enriched on the membrane surface by surface segregation to form an amphiphilic surface, which was demonstrated by surface wetting properties and X-ray photoelectron spectroscopy (XPS) measurements. According to the filtration experiments of oil-in-water emulsion, the heterogeneous membranes exhibited superior oil-fouling resistant properties, that is, low flux decay (as low as 15.4%) and high flux recovery (almost 100%), compared to the pure PES membrane. The synergistic effect of fouling-resistant and fouling-release mechanisms was found to be responsible for the excellent antifouling capacities. The findings of this study offer a facile and robust strategy for fabricating ultralow oil-fouling membranes that might be used for effective oil/water separation.

  8. Sulfonated poly(arylene ether sulfone)s with phosphine oxide moieties: a promising material for proton exchange membranes.

    PubMed

    Fu, Lingchao; Xiao, Guyu; Yan, Deyue

    2010-06-01

    Sulfonated poly(arylene ether sulfone)s with phosphine oxide moieties (sPESPO) were achieved by polycondensation of bis(4-hydroxyphenyl)phenylphosphine oxide with 3,3'-disulfonate-4,4'-difluorodiphenyl sulfone (SFDPS) and 4-fluorophenyl sulfone (FPSF). Sulfonated poly(arylene ether sulfone)s (sPES) were also synthesized by polymerization of 4,4'-sulfonyldiphenol with SFDPS and FPSF for comparison. The comparative study demonstrates that the sPESPO ionomers exhibit strong intermolecular interactions and high oxidative stability because of the phosphine oxide groups. Furthermore, the sPESPO membrane and the sPES membrane with an equal ion exchange capacity show much different nanophase separation morphology. As a result, the former shows better properties than the latter. The sPESPO membranes exhibit excellent overall properties. For instance, the sPESPO membrane, with a disulfonation degree of 45%, exhibits high thermal and oxidative stability. Moreover, it shows a water uptake of 30.8% and a swelling ratio of 15.8% as well as a proton conductivity of 0.087 S/cm at 80 degrees C.

  9. Preparation and characterization of polymer blend based on sulfonated poly (ether ether ketone) and polyetherimide (SPEEK/PEI) as proton exchange membranes for fuel cells

    NASA Astrophysics Data System (ADS)

    Hashim, Nordiana; Ali, Ab Malik Marwan; Lepit, Ajis; Rasmidi, Rosfayanti; Subban, Ri Hanum Yahaya; Yahya, Muhd Zu Azhan

    2015-08-01

    Blends of sulfonated poly (ether ether ketone) (SPEEK) and polyetherimide (PEI) were prepared in five different weight ratios using N-methyl-2-pyrrolidone (NMP) as solvent by the solution cast technique. The degree of sulfonation (DS) of the sulfonated PEEK was determined from deuterated dimethyl sulfoxide (DMSO-d6) solution of the purified polymer using 1H NMR method. The properties studied in the present investigation includes conductivity, water uptake, thermal stability and structure analysis of pure SPEEK as well as SPEEK-PEI polymer blend membranes. The experimental results show that the conductivity of the membranes increased with increase in temperature from 30 to 80°C, except for that of pure SPEEK membrane which increased with temperature from 30 to 60°C while its conductivity decreased with increasing temperature from 60 to 80°C. The conductivity of 70wt.%SPEEK-30wt.%PEI blend membrane at 80% relative humidity (RH) is found to be 1.361 × 10-3 Scm-1 at 30°C and 3.383 × 10-3 Scm-1 at 80°C respectively. It was also found that water uptake and thermal stability of the membranes slightly improved upon blending with PEI. Structure analysis was carried out using Fourier Transform Infrared (FTIR) spectroscopy which revealed considerable interactions between sulfonic acid group of SPEEK and imide groups of PEI. Modification of SPEEK by blending with PEI shows good potential for improving the electrical and physical properties of proton exchange membranes.

  10. Preparation and characterization of polymer blend based on sulfonated poly (ether ether ketone) and polyetherimide (SPEEK/PEI) as proton exchange membranes for fuel cells

    SciTech Connect

    Hashim, Nordiana; Ali, Ab Malik Marwan; Lepit, Ajis; Rasmidi, Rosfayanti; Subban, Ri Hanum Yahaya; Yahya, Muhd Zu Azhan

    2015-08-28

    Blends of sulfonated poly (ether ether ketone) (SPEEK) and polyetherimide (PEI) were prepared in five different weight ratios using N-methyl-2-pyrrolidone (NMP) as solvent by the solution cast technique. The degree of sulfonation (DS) of the sulfonated PEEK was determined from deuterated dimethyl sulfoxide (DMSO-d{sub 6}) solution of the purified polymer using {sup 1}H NMR method. The properties studied in the present investigation includes conductivity, water uptake, thermal stability and structure analysis of pure SPEEK as well as SPEEK-PEI polymer blend membranes. The experimental results show that the conductivity of the membranes increased with increase in temperature from 30 to 80°C, except for that of pure SPEEK membrane which increased with temperature from 30 to 60°C while its conductivity decreased with increasing temperature from 60 to 80°C. The conductivity of 70wt.%SPEEK-30wt.%PEI blend membrane at 80% relative humidity (RH) is found to be 1.361 × 10{sup −3} Scm{sup −1} at 30°C and 3.383 × 10{sup −3} Scm{sup −1} at 80°C respectively. It was also found that water uptake and thermal stability of the membranes slightly improved upon blending with PEI. Structure analysis was carried out using Fourier Transform Infrared (FTIR) spectroscopy which revealed considerable interactions between sulfonic acid group of SPEEK and imide groups of PEI. Modification of SPEEK by blending with PEI shows good potential for improving the electrical and physical properties of proton exchange membranes.

  11. Study on the pretreatment of poly(ether ether ketone)/multiwalled carbon nanotubes composites through environmentally friendly chemical etching and electrical properties of the chemically metallized composites.

    PubMed

    Zhai, Tong; Di, Lizhi; Yang, De'an

    2013-12-11

    The high-volume resistivity and surface resistance of poly(ether ether ketone)/multiwalled carbon nanotubes (PEEK/MWCNT) composites restrict their use in an electronic field. To decrease the volume resistivity and surface resistance, we metalized the composites by electroless plating. The composites and metal coatings were characterized by SEM, XPS, AFM, EDX, and XRD spectroscopy. The swelling ratio of the composites, volume resistivity of two-side-coated composites, sheet resistance of plated composites, and adhesion between the coating and PEEK/MWCNT were tested. The results are as follows. A high roughness and a small swelling ratio were obtained by swelling in 18 mol/L H2SO4 for 3 min. Most of the MWCNT on the surface were still wrapped with PEEK after swelling. To expose the MWCNT, an environmentally friendly and effective etchant (MnO2-NaH2PO4-H2SO4) was used. After etching, not only were high roughness and partially exposed MWCNT obtained but also the percentage of hydrophilic groups on the surface was increased. A dense cauliflower-like Ni-P coating was produced, and the exposed MWCNT were embedded in the metal coating after electroless plating for 20 min. The coating exhibited an amorphous structure with a phosphorus content of 11.21 wt %. The volume resistivity of two-side-coated PEEK/MWCNT dropped sharply to 38 Ω·m after electroless plating for 5 min. The sheet resistance decreased with increasing the electroless-plating time, and it dropped to 0.88 Ω/square after electroless plating for 40 min. The adhesion of the coating reached the highest 5 B scale (ASTM D3359) and could even undergo the test 20 times. PMID:24221995

  12. Porous titanium-6 aluminum-4 vanadium cage has better osseointegration and less micromotion than a poly-ether-ether-ketone cage in sheep vertebral fusion.

    PubMed

    Wu, Su-Hua; Li, Yi; Zhang, Yong-Quan; Li, Xiao-Kang; Yuan, Chao-Fan; Hao, Yu-Lin; Zhang, Zhi-Yong; Guo, Zheng

    2013-12-01

    Interbody fusion cages made of poly-ether-ether-ketone (PEEK) have been widely used in clinics for spinal disorders treatment; however, they do not integrate well with surrounding bone tissue. Ti-6Al-4V (Ti) has demonstrated greater osteoconductivity than PEEK, but the traditional Ti cage is generally limited by its much greater elastic modulus (110 GPa) than natural bone (0.05-30 GPa). In this study, we developed a porous Ti cage using electron beam melting (EBM) technique to reduce its elastic modulus and compared its spinal fusion efficacy with a PEEK cage in a preclinical sheep anterior cervical fusion model. A porous Ti cage possesses a fully interconnected porous structure (porosity: 68 ± 5.3%; pore size: 710 ± 42 μm) and a similar Young's modulus as natural bone (2.5 ± 0.2 GPa). When implanted in vivo, the porous Ti cage promoted fast bone ingrowth, achieving similar bone volume fraction at 6 months as the PEEK cage without autograft transplantation. Moreover, it promoted better osteointegration with higher degree (2-10x) of bone-material binding, demonstrated by histomorphometrical analysis, and significantly higher mechanical stability (P < 0.01), shown by biomechanical testing. The porous Ti cage fabricated by EBM could achieve fast bone ingrowth. In addition, it had better osseointegration and superior mechanical stability than the conventional PEEK cage, demonstrating great potential for clinical application.

  13. Low cost hydrogen/novel membranes technology for hydrogen separation from synthesis gas, Phase 1. [Palladium-silver/poly(etherimide), polysulfone/poly(dimethylsiloxane)/poly(ether-esteramide)composite membranes

    SciTech Connect

    Not Available

    1987-01-01

    During this quarter, work continued on the development of high-flux palladium-silver membranes for the separation of hydrogen from carbon dioxide. Palladium-silver/poly(etherimide) composite membranes were prepared by a vacuum sputtering technique. The influence of different poly(etherimide) support membranes on the performance of palladium-silver membranes was investigated. All membranes tested showed a hydrogen/carbon dioxide selectivity lower than that of the uncoated poly(etherimide)/poly(dimethylsiloxane) membranes. This is probably due to damage of the skin layer of the asymmetric poly(etherimide) support membranes during the palladium-silver electron bombardment. Polysulfone/poly(dimethylsiloxane)/poly(ether-ester-amide) composite membranes were also prepared. Membrane samples consistently showed a carbon dioxide/hydrogen selectivity of 9 to 10 and a normalized carbon dioxide flux of 2 to 4 {times} 10{sup {minus}4} cm{sup 3} (STP)/cm{sup 2}{center dot}sec{center dot}cmHg. These are extremely good values, superior to any commercially available membranes for this separation. 2 figs., 4 tabs.

  14. Computational and experimental investigations of one-step conversion of poly(carbonate)s into value-added poly(aryl ether sulfone)s.

    PubMed

    Jones, Gavin O; Yuen, Alexander; Wojtecki, Rudy J; Hedrick, James L; García, Jeannette M

    2016-07-12

    It is estimated that ∼2.7 million tons poly(carbonate)s (PCs) are produced annually worldwide. In 2008, retailers pulled products from store shelves after reports of bisphenol A (BPA) leaching from baby bottles, reusable drink bottles, and other retail products. Since PCs are not typically recycled, a need for the repurposing of the PC waste has arisen. We report the one-step synthesis of poly(aryl ether sulfone)s (PSUs) from the depolymerization of PCs and in situ polycondensation with bis(aryl fluorides) in the presence of carbonate salts. PSUs are high-performance engineering thermoplastics that are commonly used for reverse osmosis and water purification membranes, medical equipment, as well as high temperature applications. PSUs generated through this cascade approach were isolated in high purity and yield with the expected thermal properties and represent a procedure for direct conversion of one class of polymer to another in a single step. Computational investigations performed with density functional theory predict that the carbonate salt plays two important catalytic roles in this reaction: it decomposes the PCs by nucleophilic attack, and in the subsequent polyether formation process, it promotes the reaction of phenolate dimers formed in situ with the aryl fluorides present. We envision repurposing poly(BPA carbonate) for the production of value-added polymers.

  15. Computational and experimental investigations of one-step conversion of poly(carbonate)s into value-added poly(aryl ether sulfone)s.

    PubMed

    Jones, Gavin O; Yuen, Alexander; Wojtecki, Rudy J; Hedrick, James L; García, Jeannette M

    2016-07-12

    It is estimated that ∼2.7 million tons poly(carbonate)s (PCs) are produced annually worldwide. In 2008, retailers pulled products from store shelves after reports of bisphenol A (BPA) leaching from baby bottles, reusable drink bottles, and other retail products. Since PCs are not typically recycled, a need for the repurposing of the PC waste has arisen. We report the one-step synthesis of poly(aryl ether sulfone)s (PSUs) from the depolymerization of PCs and in situ polycondensation with bis(aryl fluorides) in the presence of carbonate salts. PSUs are high-performance engineering thermoplastics that are commonly used for reverse osmosis and water purification membranes, medical equipment, as well as high temperature applications. PSUs generated through this cascade approach were isolated in high purity and yield with the expected thermal properties and represent a procedure for direct conversion of one class of polymer to another in a single step. Computational investigations performed with density functional theory predict that the carbonate salt plays two important catalytic roles in this reaction: it decomposes the PCs by nucleophilic attack, and in the subsequent polyether formation process, it promotes the reaction of phenolate dimers formed in situ with the aryl fluorides present. We envision repurposing poly(BPA carbonate) for the production of value-added polymers. PMID:27354514

  16. Tailor-made pore controlled poly (arylene ether ketone) membranes as a lithium-ion battery separator

    NASA Astrophysics Data System (ADS)

    Le Mong, Anh; Kim, Dukjoon

    2016-02-01

    Porous poly(arylene ether ketone) (PAEK) membranes are prepared by selective removal of poly(lactic acid) (PLA) molecules from self-assembled PAEK-PLA block copolymers. The pore size and porosity of the membranes are precisely controlled by adjusting PLA concentration. The synthesis of the PAEK-PLA copolymer is confirmed by FTIR and NMR spectroscopies and the morphology of the membrane is examined by scanning electron microscopy (SEM). Several important properties such as liquid electrolyte uptake, contact angle, thermal and mechanical stability, and lithium ion conductivity are measured and compared with those of commercial poly(propylene) (PP) membranes to investigate their application feasibility as a separator. The porous PAEK membrane shows improved thermal and dimensional stability compared to the PP membrane. The EC/DEC/EMC (1:1:1, v/v/v) soaked PAEK membrane with a pore diameter of 50 nm shows the highest lithium ion conductivity, higher than that of PP membrane. More importantly, the porous PAEK membranes show superior liquid electrolyte holding capacity to the PP membrane.

  17. Anhydrous state proton and lithium ion conducting solid polymer electrolytes based on sulfonated bisphenol-A-poly(arylene ethers)

    NASA Astrophysics Data System (ADS)

    Guha Thakurta, Soma

    Sulfonated polymer based solid polymer electrolytes (SPEs) have received considerable interest in recent years because of their wide variety of applications particularly in fuel cells, batteries, supercapacitors, and electrochromic devices. The present research was focused on three interrelated subtopics. First, two different bisphenol-A-poly(arylene ethers), polyetherimide (PEI) and polysulfone (PSU) were sulfonated by a post sulfonation method to various degrees of sulfonation, and their thermal and mechanical properties were examined. The effects of poly(arylene ether) chemical structure, reaction time, concentration, and types of sulfonating agents on sulfonation reaction were investigated. It was found that deactivation of bisphenol A unit caused by the electron withdrawing imide, retarded the sulfonation of PEI compared to PSU. Sulfonation conducted with a high concentration of sulfonating agent and/or prolonged reaction time exhibited evidence of degradation at the isopropylidene unit. The degradation occurred through the same mechanistic pathway with the two different sulfonating agents, chlorosulfonic acid (CSA) and trimethylsilyl chlorosulfonate (TMSCS). The degradation was faster with CSA than its silyl ester, TMSCS, and was evident even at low acid concentration. Second, novel anhydrous proton conducting solid polymer electrolytes (SPEs) were prepared by the incorporation of 1H-1,2,4-triazole (Taz) as a proton solvent in sulfonated polyetherimide (SPEI) matrix. The size, shape, and state of dispersion (crystal morphology) of triazole crystals in SPEI were examined as a function of degree of sulfonation and triazole concentration. Increasing sulfonic acid content caused reduction of triazole crystallite size, hence the depression of melting temperature and their uniform distribution throughout the sulfonated polymer matrix. The increased rate of structure diffusion within the smaller size crystals due to the improved molecular mobility contributed

  18. Synthesis of amphiphilic poly(ether-amide) dendrimer endcapped with poly(ethylene glycol) grafts and its solubilization to salicylic acid.

    PubMed

    Yang, Zhu; Zhang, Wenquan; Liu, Jianhua; Shi, Wenfang

    2007-04-01

    An amphiphilic dendrimer (DPEA-PEG) grafting polyethylene glycol at the terminals was prepared by endcapping of dendritic poly(ether-amide) (DPEA) with isocyanate terminated linear polyethylene glycol (PEG-NCO). The molecular structure was verified by gel permeation chromatography (GPC), (1)H NMR and FT-IR. The micelle characteristic of DPEA-PEG in water was investigated. The critical micelle concentration (CMC) was determined by a fluorescence technique to be 55.5 mg/L. The hydrodynamic radius of micelles was measured by dynamic light scattering (DLS) to be 76.2 nm. The UV-vis spectrum showed that the solubility of salicylic acid increased from 1.91 to 2.78 mg/L when the concentration of DPEA-PEG attained 5 mg/mL in an aqueous solution.

  19. Poly(methyl vinyl ether-alt-maleic acid)-functionalized porous silicon nanoparticles for enhanced stability and cellular internalization.

    PubMed

    Shahbazi, Mohammad-Ali; Almeida, Patrick V; Mäkilä, Ermei; Correia, Alexandra; Ferreira, Mónica P A; Kaasalainen, Martti; Salonen, Jarno; Hirvonen, Jouni; Santos, Hélder A

    2014-03-01

    Currently, developing a stable nanocarrier with high cellular internalization and low toxicity is a key bottleneck in nanomedicine. Here, we have developed a successful method to covalently conjugate poly(methyl vinyl ether-co-maleic acid) (PMVE-MA) copolymer on the surface of (3-aminopropyl)triethoxysilane-functionalized thermally carbonized porous silicon nanoparticles (APSTCPSi NPs), forming a surface negatively charged nanovehicle with unique properties. This polymer conjugated NPs could modify surface smoothness, charge, and hydrophilicity of the developed NPs, leading to considerable improvement in the colloidal and plasma stabilities via enhanced suspensibility and charge repulsion. Furthermore, despite the surface negative charge of the polymer-conjugated NPs, the cellular internalization was increased in both MDA-MB-231 and MCF-7 breast cancer cells. These results provide a proof-of-concept evidence that such polymer-based PSi nanocomposite can be extensively used as a promising candidate for intracellular drug delivery.

  20. Characterization of a poly(ether urethane)-based controlled release membrane system for delivery of ketoprofen

    NASA Astrophysics Data System (ADS)

    Macocinschi, Doina; Filip, Daniela; Vlad, Stelian; Oprea, Ana Maria; Gafitanu, Carmen Anatolia

    2012-10-01

    A poly(ether urethane) based on polytetrahydrofuran containing hydroxypropyl cellulose for biomedical applications was tested for its biocompatibility. Ketoprofen was incorporated (3% and 6%) in the polyurethane matrix as an anti-inflammatory drug. Kinetic and drug release mechanisms were studied. The pore size and pore size distribution of the polyurethane membranes were investigated by scanning electron microscopy. Surface tension characteristics as well as moisture sorption properties such as diffusion coefficients and equilibrium moisture contents of the membrane material were studied. It was found that kinetics and release mechanisms are in function of medium pH, composition of polymer-drug system, pore morphology and pore size distribution. Prolonged nature of release of ketoprofen is assured by low amount of drug in polyurethane membrane and physiological pH.

  1. Colloidal Properties of Aqueous Poly(vinyl acetate)-Borate Dispersions with Short-Chain Glycol Ethers.

    PubMed

    Duncan, Teresa T; Berrie, Barbara H; Weiss, Richard G

    2016-08-18

    We report the influence of adding five short-chain glycol ethers (SCGEs) on the structure, stability, and viscoelastic properties of aqueous dispersions of partially hydrolyzed poly(vinyl acetate) and borax. The properties of these gel-like materials have been investigated as a function of the structure of the added SCGE both below and above the critical aggregation (or micellar) concentrations using (11) B and (13) C NMR, rheology, and small-angle neutron scattering. The results indicate that the SCGE aggregation behavior is not affected by incorporation into the gel-like network. However, changes in the viscoelasticity and structural properties of the dispersions were detected that can be correlated to the nature of the solvent system. Also, the ability of these materials to clean an unvarnished acrylic paint surface coated with synthetic soil has been evaluated using colorimetery, and the surface of the dispersion after cleaning was visualized with scanning electron microscopy. PMID:27387383

  2. The influence of electron beam irradiation on the mechanical and thermal properties of Poly (ether-block-amide) blends

    NASA Astrophysics Data System (ADS)

    Murray, Kieran A.; Kennedy, James E.; McEvoy, Brian; Vrain, Olivier; Ryan, Damien; Cowman, Richard; Higginbotham, Clement L.

    2014-01-01

    High energy electron beam irradiation of Poly (ether-block-amide) (Pebax) can induce modifications and/or degradation to transpire in the material subsequent to treatment. To minimise this, Pebax was blended with three stabilisers where each formulation was subjected to electron beam radiation at doses of 25, 50 and 75 kGy. Mechanical testing revealed that the virgin Pebax and the Pebax blended with Irganox B215 provided the best radiation resistance in terms of the tensile strength, elongation at break and Young's modulus. Upon increase in radiation dose from 25 to 75 kGy, a gradual diminution was observed for the melt flow index (MFI) of the virgin Pebax, whereas Pebax blended with Irganox B215 had a minute effect on the properties post irradiation. This study provides evidence that the stabilisers used can either promote undesirable effects or enhance the radiation resistance of Pebax material following radiation exposure.

  3. Aromatic poly(arylene ether urea) with high dipole moment for high thermal stability and high energy density capacitors

    NASA Astrophysics Data System (ADS)

    Cheng, Zhaoxi; Lin, Minren; Wu, Shan; Thakur, Yash; Zhou, Yue; Jeong, Dae-Yong; Shen, Qundong; Zhang, Q. M.

    2015-05-01

    Developing dielectric polymers with higher dielectric constant without sacrificing loss and thermal stability is of great importance for next generation of high energy density capacitors. We show here that by replacing the CH2 group in the aromatic polyurea (ArPU) with the polar ether group, thus raising the dipole moment of the molecular unit, poly(arylene ether urea) (PEEU) shows an increased dielectric constant of 4.7, compared with 4.2 of ArPU. Moreover, PEEU maintains the low dielectric loss and is thermally stable up to 250 °C. As a result, the polymer delivers 13 J/cm3 discharged energy density at room temperature and 9 J/cm3 at 120 °C. The high quality films perform well in terms of both breakdown strength (at 700 MV/m at room temperature) and leakage current from room temperature to elevated temperature. At 120 °C, the breakdown strength is 600 MV/m and the conductivity is 1.58 × 10-14 S/cm measured under 100 MV/m.

  4. Design, synthesis, and molecular modelling of pyridazinone and phthalazinone derivatives as protein kinases inhibitors.

    PubMed

    Elagawany, Mohamed; Ibrahim, Mohamed A; Ali Ahmed, Hany Emary; El-Etrawy, A Sh; Ghiaty, Adel; Abdel-Samii, Zakaria K; El-Feky, Said A; Bajorath, Jürgen

    2013-04-01

    The design and synthesis of pyridazinone and phthalazinone derivatives are described. Newly synthesized compounds were tested on a panel of four kinases in order to evaluate their activity and potential selectivity. In addition, the promising compounds were tested on four cancer cell lines to examine cytotoxic effects. The compounds inhibited DYRK1A and GSK3 with different activity. SAR analysis and docking calculations were carried out to aid in the interpretation of the results. Taken together, our findings suggest that pyridazinone and phthalazinone scaffolds are interesting starting points for design of potent GSK3 and DYRK1A inhibitors. PMID:23453843

  5. Anti-fouling behavior of hyperbranched polyglycerol-grafted poly(ether sulfone) hollow fiber membranes for osmotic power generation.

    PubMed

    Li, Xue; Cai, Tao; Chung, Tai-Shung

    2014-08-19

    To sustain high performance of osmotic power generation by pressure-retarded osmosis (PRO) processes, fouling on PRO membranes must be mitigated. This is especially true for the porous support of PRO membranes because its porous structure is very prone to fouling by feeding river water. For the first time, we have successfully designed antifouling PRO thin-film composite (TFC) membranes by synthesizing a dendritic hydrophilic polymer with well-controlled grafting sites, hyperbranched polyglycerol (HPG), and then grafting it on poly(ether sulfone) (PES) hollow fiber membrane supports. Compared to the pristine PES membranes, polydopamine modified membranes, and conventional poly(ethylene glycol) (PEG)-grafted membranes, the HPG grafted membranes show much superior fouling resistance against bovine serum albumin (BSA) adsorption, E. coli adhesion, and S. aureus attachment. In high-pressure PRO tests, the PES TFC membranes are badly fouled by model protein foulants, causing a water flux decline of 31%. In comparison, the PES TFC membrane grafted by HPG not only has an inherently higher water flux and a higher power density but also exhibits better flux recovery up to 94% after cleaning and hydraulic pressure impulsion. Clearly, by grafting the properly designed dendritic polymers to the membrane support, one may substantially sustain PRO hollow fiber membranes for power generation. PMID:25019605

  6. Anti-fouling behavior of hyperbranched polyglycerol-grafted poly(ether sulfone) hollow fiber membranes for osmotic power generation.

    PubMed

    Li, Xue; Cai, Tao; Chung, Tai-Shung

    2014-08-19

    To sustain high performance of osmotic power generation by pressure-retarded osmosis (PRO) processes, fouling on PRO membranes must be mitigated. This is especially true for the porous support of PRO membranes because its porous structure is very prone to fouling by feeding river water. For the first time, we have successfully designed antifouling PRO thin-film composite (TFC) membranes by synthesizing a dendritic hydrophilic polymer with well-controlled grafting sites, hyperbranched polyglycerol (HPG), and then grafting it on poly(ether sulfone) (PES) hollow fiber membrane supports. Compared to the pristine PES membranes, polydopamine modified membranes, and conventional poly(ethylene glycol) (PEG)-grafted membranes, the HPG grafted membranes show much superior fouling resistance against bovine serum albumin (BSA) adsorption, E. coli adhesion, and S. aureus attachment. In high-pressure PRO tests, the PES TFC membranes are badly fouled by model protein foulants, causing a water flux decline of 31%. In comparison, the PES TFC membrane grafted by HPG not only has an inherently higher water flux and a higher power density but also exhibits better flux recovery up to 94% after cleaning and hydraulic pressure impulsion. Clearly, by grafting the properly designed dendritic polymers to the membrane support, one may substantially sustain PRO hollow fiber membranes for power generation.

  7. The secondary structures of poly ( L-alanine) blocks in some diblock copolymers of poly( L-alanine)- b-poly(ethylene glycol) monomethyl ether in the solid state characterized by nuclear magnetic resonance and infrared spectrometry

    NASA Astrophysics Data System (ADS)

    Wu, Guo L.; Sun, Ping C.; Lin, Hai; Ma, Jian B.

    2004-02-01

    The 13C cross-polarization/magic-angle spinning (CP/MAS) spectra of the solid-state nuclear magnetic resonance (NMR) and the infrared spectra of three diblock copolymers, poly ( L-alanine)- block-poly(ethylene glycol) monomethyl ether (PLA- b-MPEG), with various proportions of two blocks were studied in comparison with those of the homopolymer poly( L-alanine), PLA, and the blends of two blocks (PLA and MPEG). The secondary structures such as α-helix and β-sheet of poly ( L-alanine) (PLA) blocks in the block copolymers could be elucidated from the signals in the solid-state 13C CP/MAS NMR spectra and transmittance peaks in the Fourier-transformation infrared (FTIR) spectra. Dramatic differences in the secondary structures were observed for the diblock copolymers, homopolymer PLA and blend samples. It was found that with the increase of the fraction of PLA block in the block copolymers, the ratio of β-sheet to α-helical conformation of PLA block went up although the α-helical conformation was much more than β-sheet conformation in total. It contradicted the general prediction of the secondary structure of homopolypeptides or PLA/PEG blends, in which the β-sheet conformation content decreased with the decrease of the polymerization degree of PLA. The investigation in FTIR spectrometry resulted in the same conclusion.

  8. Thermoresponsive Random Poly(ether urethanes) with Tailorable LCSTs for Anticancer Drug Delivery.

    PubMed

    Sardon, Haritz; Tan, Jeremy P K; Chan, Julian M W; Mantione, Daniele; Mecerreyes, David; Hedrick, James L; Yang, Yi Yan

    2015-10-01

    A new class of thermoresponsive random polyurethanes is successfully synthesized and characterized. Poly(ethylene glycol) diol (Mn = 1500 Da) and 2,2-dimethylolpropionic acid are reacted with isophorone diisocyanate in the presence of methane sulfonic acid catalyst. It is found that these polyurethanes are thermoresponsive in aqueous media and manifest a lower critical solution temperature (LCST) that can be easily tuned from 30 °C to 70 °C by increasing the poly(ethylene glycol) content. Their sharp LCST transitions make these random polyurethanes ideal candidates for stimuli-responsive drug delivery applications. To that end, the ability of these systems to efficiently sequester doxorubicin (up to 36 wt%) by means of a sonication/dialysis method is successfully demonstrated. Additionally, it is also demonstrated that accelerated doxorubicin release kinetics from the nanoparticles can be attained above the LCST. PMID:26260576

  9. Metallosupramolecular poly[2]pseudorotaxane constructed by metal coordination and crown-ether-based molecular recognition.

    PubMed

    Wei, Peifa; Li, Jinying; Yan, Xuzhou; Zhou, Qizhong

    2014-01-01

    A novel bis(m-phenylene)-32-crown-10 derivative bearing two π-extended pyridyl groups was synthesized, and its host-guest complexation with a paraquat derivative to form a threaded [2]pseudorotaxane was studied. Subsequently, a poly[2]pseudorotaxane was constructed with a metallosupramolecular polymer backbone via metal coordination, which was comprehensively confirmed by the combination of (1)H NMR, (31)P{(1)H} NMR, DOSY NMR, DLS, and EDX techniques.

  10. Metallosupramolecular poly[2]pseudorotaxane constructed by metal coordination and crown-ether-based molecular recognition.

    PubMed

    Wei, Peifa; Li, Jinying; Yan, Xuzhou; Zhou, Qizhong

    2014-01-01

    A novel bis(m-phenylene)-32-crown-10 derivative bearing two π-extended pyridyl groups was synthesized, and its host-guest complexation with a paraquat derivative to form a threaded [2]pseudorotaxane was studied. Subsequently, a poly[2]pseudorotaxane was constructed with a metallosupramolecular polymer backbone via metal coordination, which was comprehensively confirmed by the combination of (1)H NMR, (31)P{(1)H} NMR, DOSY NMR, DLS, and EDX techniques. PMID:24328434

  11. Self-assembly of brush-like poly[poly(ethylene glycol) methyl ether methacrylate] synthesized via aqueous atom transfer radical polymerization.

    PubMed

    Hussain, Hazrat; Mya, Khine Yi; He, Chaobin

    2008-12-01

    Self-assembly of brush-like well-defined poly[poly(ethylene glycol) methyl ether methacrylate] homopolymers, abbreviated as P(PEGMA-475) and P(PEGMA-1100) is investigated in aqueous solution by employing dynamic/static light scattering (DLS/SLS) and transmission electron microscopy (TEM), whereas 475 and 1100 is molar mass of the respective PEGMA macromonomer. The mentioned brush-like homopolymers are synthesized by aqueous ATRP at room temperature. The critical association concentration (CAC) of the synthesized polymers in water depends on the length of the PEG side chains but not on the overall molar mass of the polymer. Thus, approximately the same CAC of approximately 0.35 mg/mL is estimated for various P(PEGMA-1100) samples, and approximately 0.7 mg/mL is estimated for P(PEGMA-475) series. All the investigated P(PEGMA-1100) samples form multimolecular micelles in aqueous solution, where the hydrodynamic size (Rh) and the aggregation number (Nagg) of micelles decreases as the molecular weight of P(PEGMA-1100) increases. This can be attributed to the increased steric hindrances between the PEG side chains in corona of micelles formed by higher molar mass P(PEGMA-1100). The tendency of micelle formation by samples of P(PEGMA-475) series is significantly lower than that of P(PEGMA-1100) series, as demonstrated by their significantly higher CAC and micelles of lower Nagg. The Rh of micelles does not depend strongly on polymer concentration, which suggests that these micelles are formed via the closed association model. Micelles formed by P(PEGMA-1100) series slightly shrink with increase in temperature from 25 to 60 degrees C, while those of P(PEGMA-475) series are found to be insensitive to the same temperature variation. Finally, TEM is carried out to visualize the formed micelles after transferring the aqueous solution to carbon film. PMID:18986178

  12. High strength of physical hydrogels based on poly(acrylic acid)-g-poly(ethylene glycol) methyl ether: role of chain architecture on hydrogel properties.

    PubMed

    Yang, Jun; Gong, Cheng; Shi, Fu-Kuan; Xie, Xu-Ming

    2012-10-01

    This investigation was to study the connections between polymer branch architecture of physical hydrogels and their properties. The bottle-brush-like polymer chains of poly(acrylic acid)-g-poly(ethylene glycol) methyl ether (PAA-g-mPEG) with PAA as backbones and mPEG as branch architecture were synthesized and in situ grafted from silica nanoparticles (SNs) to construct hydrogels cross-linked networks in aqueous solutions. The structural variables to be discussed included molecular weight and molar ratio of branch chains, and new aspects of the formation mechanism of physical hydrogels with branch structure in the absence of organic cross-links were present. The results indicated that the differences of polymer chain architecture could be distinguished via their different interactions that are present by gelation process and mature gel properties, such as gel strength and swelling ratio. The gelation occurred at the critical polymer concentration and molecular weight, respectively, and the inorganic/organic (SNs/PAA-g-mPEG) nanoparticles began to entangle and construct the cross-linking networks afterward. The gel-to-sol transition temperature (T(g-s)) and radii of SNs that were encapsulated by polymer chains as a function of time for chains' disentanglement were monitored according to the observation of the dissolution process, and the molecular weight between two consecutive entanglements (M(e)) was calculated thereafter. This study showed that the introduction of branch chain onto the linear backbone significantly promoted the chain interactions and increased entanglement density, which contributed to the hydrogels' network integrity and rigidity, thus illustrating greater elongation at break and tensile strength than the hydrogels formulated with linear polymer chains.

  13. In vitro evaluation of poly(ethylene glycol)-block-poly(ɛ-caprolactone) methyl ether copolymer coating effects on cells adhesion and proliferation

    NASA Astrophysics Data System (ADS)

    Rusen, Laurentiu; Neacsu, Patricia; Cimpean, Anisoara; Valentin, Ion; Brajnicov, Simona; Dumitrescu, L. N.; Banita, Janina; Dinca, Valentina; Dinescu, Maria

    2016-06-01

    Understanding and controlling natural and synthetic biointerfaces is known to be the key to a wide variety of application within cell culture and tissue engineering field. As both material characteristics and methods are important in tailoring biointerfaces characteristics, in this work we explore the feasibility of using Matrix Assisted Pulsed Laser Evaporation technique for obtaining synthetic copolymeric biocoatings (i.e. poly(ethylene glycol)-block-poly(ɛ-caprolactone) methyl ether) for evaluating in vitro Vero and MC3T3-E1 pre-osteoblasts cell response. Characterization and evaluation of the coated substrates were carried out using different techniques. The Fourier transform infrared spectroscopy data demonstrated that the main functional groups in the MAPLE-deposited films remained intact. Atomic Force Microscopy images showed the coatings to be continuous, with the surface roughness depending on the deposition parameters. Moreover, the behaviour of the coatings in medium mimicking the pH and temperature of the human body was studied and corelated to degradation. Spectro-ellipsometry (SE) and AFM measurements revealed the degradation trend during immersion time by the changes in coating thickness and roughness. In vitro biocompatibility was studied by indirect contact tests on Vero cells in accordance with ISO 10993-5/2009. The results obtained in terms of cell morphology (phase contrast microscopy) and cytotoxicity (LDH and MTT assays) proved biocompatibility. Furthermore, direct contact assays on MC3T3-E1 pre-osteoblasts demonstrated the capacity of all analyzed specimens to support cell adhesion, normal cellular morphology and growth.

  14. Novel RAFT amphiphilic brush copolymer steric stabilisers for cubosomes: poly(octadecyl acrylate)-block-poly(polyethylene glycol methyl ether acrylate).

    PubMed

    Chong, Josephine Y T; Mulet, Xavier; Postma, Almar; Keddie, Daniel J; Waddington, Lynne J; Boyd, Ben J; Drummond, Calum J

    2014-09-21

    Copolymers, particularly Pluronics®, are typically used to sterically stabilise colloidal nanostructured particles composed of a lyotropic liquid crystalline bicontinuous cubic phase (cubosomes). There is a need to design and assess new functionalisable stabilisers for these colloidal drug delivery systems. Six amphiphilic brush copolymers, poly(octadecyl acrylate)-block-poly(polyethylene glycol methyl ether acrylate) (P(ODA)-b-P(PEGA-OMe)), synthesised by reversible addition-fragmentation chain transfer (RAFT), were assessed as novel steric stabilisers for cubosomes. It was found that increasing the density of PEG on the nanostructured particle surface by incorporating a PEG brush design (i.e., brush copolymer), provided comparable and/or increased stabilisation effectiveness compared to a linear PEG structure, Pluronic® F127, which is extensively used for steric stabilisation of cubosomes. Assessment was conducted both prior to and following the removal of the dodecyl trithiocarbonate end-group, by free radical-induced reduction. The reduced (P(ODA)-b-P(PEGA-OMe) copolymers were more effective steric stabilisers for phytantriol and monoolein colloidal particle dispersions than their non-reduced analogues. High throughput characterisation methodologies, including an accelerated stability assay (ASA) and synchrotron small angle X-ray scattering (SAXS), were implemented in this study for the rapid assessment of steric stabiliser effectiveness and lyotropic liquid crystalline phase identification. Phytantriol cubosomes stabilised with P(ODA)-b-P(PEGA-OMe) copolymers exhibited a double diamond cubic phase (Q(2)(D)), whilst monoolein cubosomes exhibited a primitive cubic phase (Q(2)(P)), analogous to those formed using Pluronic® F127. PMID:25058647

  15. Radiation synthesis of hydrogels based on copolymers of vinyl ethers of monoethanolamine and ethyleneglycol and their interaction with poly(acrylic acid)

    NASA Astrophysics Data System (ADS)

    Mun, G. A.; Nurkeeva, Z. S.; Khutoryanskiy, V. V.; Yermukhambetova, B. B.; Koblanov, S. M.; Arkhipova, I. A.

    2003-08-01

    Novel hydrogels of cationic nature were synthesized by gamma-radiation copolymerization of vinyl ethers of monoethanolamine and ethyleneglycol in the presence of cross-linking agent. The effect of absorbed dose on the gel fraction and equilibrium swelling degree of hydrogels in water is shown. It was demonstrated that the hydrogels are able to bind poly(acrylic acid) to form polyelectrolyte complexes with swelling properties typical for polyampholytes.

  16. Oxidation-Responsive and "Clickable" Poly(ethylene glycol) via Copolymerization of 2-(Methylthio)ethyl Glycidyl Ether.

    PubMed

    Herzberger, Jana; Fischer, Karl; Leibig, Daniel; Bros, Matthias; Thiermann, Raphael; Frey, Holger

    2016-07-27

    Poly(ethylene glycol) (PEG) is a widely used biocompatible polymer. We describe a novel epoxide monomer with methyl-thioether moiety, 2-(methylthio)ethyl glycidyl ether (MTEGE), which enables the synthesis of well-defined thioether-functional poly(ethylene glycol). Random and block mPEG-b-PMTEGE copolymers (Mw/Mn = 1.05-1.17) were obtained via anionic ring opening polymerization (AROP) with molecular weights ranging from 5 600 to 12 000 g·mol(-1). The statistical copolymerization of MTEGE with ethylene oxide results in a random microstructure (rEO = 0.92 ± 0.02 and rMTEG E = 1.06 ± 0.02), which was confirmed by in situ (1)H NMR kinetic studies. The random copolymers are thermoresponsive in aqueous solution, with a wide range of tunable transition temperatures of 88 to 28 °C. In contrast, mPEG-b-PMTEGE block copolymers formed well-defined micelles (Rh ≈ 9-15 nm) in water, studied by detailed light scattering (DLS and SLS). Intriguingly, the thioether moieties of MTEGE can be selectively oxidized into sulfoxide units, leading to full disassembly of the micelles, as confirmed by detection of pure unimers (DLS and SLS). Oxidation-responsive release of encapsulated Nile Red demonstrates the potential of these micelles as redox-responsive nanocarriers. MTT assays showed only minor effects of the thioethers and their oxidized derivatives on the cellular metabolism of WEHI-164 and HEK-293T cell lines (1-1000 μg·mL(-1)). Further, sulfonium PEG polyelectrolytes can be obtained via alkylation or alkoxylation of MTEGE, providing access to a large variety of functional groups at the charged sulfur atom. PMID:27375132

  17. Study of Biological Degradation of New Poly(Ether-Urethane-Urea)s Containing Cyclopeptide Moiety and PEG by Bacillus amyloliquefaciens Isolated from Soil.

    PubMed

    Rafiemanzelat, Fatemeh; Jafari, Mahboobeh; Emtiazi, Giti

    2015-10-01

    The present work for the first time investigates the effect of Bacillus amyloliquefaciens, M3, on a new poly(ether-urethane-urea) (PEUU). PEUU was synthesized via reaction of 4,4'-methylenebis(4-phenylisocyanate) (MDI), L-leucine anhydride cyclopeptide (LACP) as a degradable monomer and polyethylene glycol with molecular weight of 1000 (PEG-1000). Biodegradation of the synthesized PEUU as the only source for carbon and nitrogen for M3 was studied. The co-metabolism biodegradation of the polymer by this organism was also investigated by adding mannitol or nutrient broth to the basic media. Biodegradation of the synthesized polymer was followed by SEM, FT-IR, TGA, and XRD techniques. It was shown that incubation of PEUU with M3 resulted in a 30-44 % reduction in polymer's weight after 1 month. This study indicates that the chemical structure of PEUU significantly changes after exposure to M3 due to hydrolytic and enzymatic degradation of polymer chains. The results of this work supports the idea that this poly(ether-urethane) is used as a sole carbon source by M3 and this bacterium has a good capability for degradation of poly(ether-urethane)s.

  18. Effects of electron beam irradiation on the property behaviour of poly(ether-block-amide) blended with various stabilisers

    NASA Astrophysics Data System (ADS)

    Murray, Kieran A.; Kennedy, James E.; Barron, Valerie; McEvoy, Brian; Vrain, Olivier; Ryan, Damien; Cowman, Richard; Higginbotham, Clement L.

    2015-05-01

    Radiosterilisation can induce modifications and/or degradation to transpire in poly(ether-block-amide) (PEBA) following irradiation. The current investigation utilises combined synergistic mixtures of stabilisers to minimise these effects, by melt blending them with the PEBA material. Hindered amine stabilisers (HAS), primary antioxidants and secondary antioxidants were the stabilisers incorporate to reduce/eliminate the effects of 50 kGy electron beam irradiation dose on the material. Results were discussed by comparing the stabilising efficiency of mixtures on the PEBA material in contrast to the control sample. Dynamic frequency sweeps demonstrated the formation of crosslinks, where the degree of crosslinking was dependent on the combination of stabilisers mixed in the base material (PEBA). The storage modulus displayed that PEBA blended with Irganox 565 had very slight changes in contrast to all other samples following irradiation. However, since this sample is a phenol containing system, severe discolouration was observed in comparison to other samples due to the oxidation of the hindered phenol. Overall, this study provides compelling evidence that a combined synergistic mixture of Irganox 565 (multifunctional phenolic antioxidant) and Tinuvin 783 (hindered amide light stabiliser) with PEBA, resulted in the best radiation stability.

  19. Investigation of phonon transport and thermal boundary conductance at the interface of functionalized SWCNT and poly (ether-ketone)

    NASA Astrophysics Data System (ADS)

    Huang, Haoxiang; Chen, Liang; Varshney, Vikas; Roy, Ajit K.; Kumar, Satish

    2016-09-01

    Carbon nanostructures such as carbon nanotube (CNT), graphene, and carbon fibers can be used as fillers in amorphous polymers to improve their thermal properties. In this study, the effect of covalent bonding of CNT with poly(ether ketone) (PEK) on interfacial thermal interactions is investigated using non-equilibrium molecular dynamics simulations. The number of covalent bonds between (20, 20) CNT and PEK is varied in the range of 0-80 (0%-6.25%), and the thermal boundary conductance is computed. The analysis reveals that covalent functionalization of CNT atoms can enhance the thermal boundary conductance by an order of magnitude compared to the non-functionalized CNT-PEK interface at a high degree of CNT functionalization. Besides strengthening the thermal coupling, covalent functionalization is also shown to modify the phonon spectra of CNT. The transient spectral energy analysis shows that the crosslinks cause faster energy exchange from CNT to PEK in different frequency bands. The oxygen atom of hydroxyl group of PEK contributes energy transfer in the low frequency band, while aromatic and carbonyl carbon atoms play a more significant role in high frequency bands. In addition, by analyzing the relaxation time of the spectral temperature of different frequency bands of CNT, it is revealed that with increasing number of bonds, both lower frequency vibrational modes and higher frequency modes efficiently couple across the CNT-PEK interface and contribute in thermal energy transfer from CNT to the matrix.

  20. Poly(aryl ether) Dendrons with Monopyrrolotetrathiafulvalene Unit-Based Organogels exhibiting Gel-Induced Enhanced Emission (GIEE).

    PubMed

    Liu, Yucun; Lei, Wenwei; Chen, Tie; Jin, Longyi; Sun, Guangyan; Yin, Bingzhu

    2015-10-19

    A series of poly(aryl ether) dendrons with a monopyrrolo-tetrathiafulvalene unit linked through an acyl hydrazone linkage were designed and synthesized as low molecular mass organogelators (LMOGs). Two of the dendrons could gelate the aromatic solvents and some solvent mixtures, but the others could not gel all solvents tested except for n-pentanol. A subtle change on the molecular structure produces a great influence on the gelation behavior. Note that the dendrons could form the stable gel in the DMSO/water mixture without thermal treatment and could also form the binary gel with fullerene (C60 ) in toluene. The formed gels undergo a reversible gel-sol phase transition upon exposure to external stimuli, such as temperature and chemical oxidation/reduction. A number of experiments (SEM, FTIR spectroscopy, (1) H NMR spectroscopy, and UV/Vis absorption spectroscopy, and XRD) revealed that these dendritic molecules self-assembled into elastically interpenetrating one-dimensional fibrillar aggregates and maintain rectangular molecular-packing mode in organogels. The hydrogen bonding, π-π, and donor-acceptor interactions were found to be the main driving forces for formation of the gels. Moreover, the gel system exhibited gel-induced enhanced emission (GIEE) property in the visible region in spite of the absence of a conventional fluorophore unit and the fluorescence was effectively quenched by introduction of C60 . PMID:26471439

  1. Formation and cleansing performance of bicontinuous microemulsions in water/poly (oxyethylene) alkyl ether/ester-type oil systems.

    PubMed

    Aramaki, Kenji; Tawa, Kosuke; Shrestha, Lok Kumar; Iwanaga, Tetsuro; Kamada, Miho

    2013-01-01

    Phase behaviors in water/poly(oxyethylene) dodecyl ether (C₁₂EO(n), n = 4, 6, 8)/cetyl isooctanoate (CIO) systems were studied. In the C₁₂EO₆ and C₁₂EO₈ systems, self-assembled structures with positive curvatures, such as O/W microemulsions, and micellar cubic and hexagonal phases, were observed. A wider region of a lamellar liquid-crystalline phase, which included a narrow microemulsion region joined by a miscibility gap, was observed in the C₁₂EO₄ system. The structure of the microemulsion phase in the C₁₂EO₄ system was characterized by pulsed-field-gradient NMR (PFG-NMR) and small angle X-ray scattering (SAXS) techniques. PFG-NMR measurements indicated that the structure of the microemulsion was bicontinuous; both water and oil phases were continuous within the microemulsion. Pair-distance distribution function, p (r), and structure factors obtained by Generalized Indirect Fourier Transformation (GIFT) analysis of the SAXS data showed that the microemulsion domain sizes decreased with an increase in the oil content. The structure of the bicontinuous microemulsion was consistent with the results of a detergency test, in which the microemulsion samples were applied to lipstick dirt on an artificial skin plate. Detergency was observed to be better for the microemulsion at lower oil contents because of the larger oil domain size at these low concentrations. PMID:24088518

  2. Prolonged Hypocalcemic Effect by Pulmonary Delivery of Calcitonin Loaded Poly(Methyl Vinyl Ether Maleic Acid) Bioadhesive Nanoparticles

    PubMed Central

    Varshosaz, J.; Minaiyan, M.; Forghanian, M.

    2014-01-01

    The purpose of the present study was to design a pulmonary controlled release system of salmon calcitonin (sCT). Therefore, poly(methyl vinyl ether maleic acid) [P(MVEMA)] nanoparticles were prepared by ionic cross-linking method using Fe2+ and Zn2+ ions. Physicochemical properties of nanoparticles were studied in vitro. The stability of sCT in the optimized nanoparticles was studied by electrophoretic gel method. Plasma calcium levels until 48 h were determined in rats as pulmonary-free sCT solution or nanoparticles (25 μg·kg−1), iv solution of sCT (5 μg·kg−1), and pulmonary blank nanoparticles. The drug remained stable during fabrication and tests on nanoparticles. The optimized nanoparticles showed proper physicochemical properties. Normalized reduction of plasma calcium levels was at least 2.76 times higher in pulmonary sCT nanoparticles compared to free solution. The duration of hypocalcemic effect of pulmonary sCT nanoparticles was 24 h, while it was just 1 h for the iv solution. There was not any significant difference between normalized blood calcium levels reduction in pulmonary drug solution and iv injection. Pharmacological activity of nanoparticles after pulmonary delivery was 65% of the iv route. Pulmonary delivery of P(MVEMA) nanoparticles of sCT enhanced and prolonged the hypocalcemic effect of the drug significantly. PMID:24701588

  3. A comparative evaluation of the biostability of a poly (ether urethane) in the intraocular, intramuscular, and subcutaneous environments.

    PubMed

    Christ, F R; Buchen, S Y; Fencil, D A; Knight, P M; Solomon, K D; Apple, D J

    1992-05-01

    A transparent poly (ether urethane) (PEU) was considered for use as a foldable intraocular lens material. The PEU was found to possess excellent mechanical, optical, and surface characteristics for this application. In vitro hydrolytic and ultraviolet aging studies suggested the PEU to be tolerant to conditions simulating 3-10 years of normal intraocular exposure. Different behavior was obtained, however, from intraocular and subcutaneous implantation of the PEU. After 6 months of intraocular exposure in the feline model, prototype PEU lenses had lost most or all of their optical resolving power. SEM analysis demonstrated scattered pitting and cracking on the lens surfaces. Degradation was found to be more extreme after as little as 30 days of subcutaneous exposure in rabbits. Severe pitting over the entire surface of implanted flat PEU specimens was observed by SEM. Macroscopic examination showed the samples to be frosty in appearance. It was postulated that the subcutaneous implant environment provides an accelerated in vivo model for materials intended for intraocular use. A minimum acceleration of 6-10x was estimated on a preliminary basis. The PEU studied here was found to be unsuitable for use as a foldable intraocular lens material.

  4. Poly(ether imide)-silica hybrid coatings for tunable corrosion behavior and improved biocompatibility of magnesium implants.

    PubMed

    Kang, Min-Ho; Jang, Tae-Sik; Jung, Hyun-Do; Kim, Sae-Mi; Kim, Hyoun-Ee; Koh, Young-Hag; Song, Juha

    2016-01-01

    Magnesium (Mg) and its alloys have gained considerable attention as a promising biomaterial for bioresorbable orthopedic implants, but the corrosion behavior of Mg-based implants is still the major issue for clinical use. In order to improve the corrosion stability and implant-tissue interfaces of these implants, methods for coating Mg have been actively investigated. In this study, poly(ether imide) (PEI)-silica hybrid material was coated on Mg, for the tunable degradation and enhanced biological behavior. Homogeneous PEI-silica hybrid materials with various silica contents were coated on Mg substrates without any cracks, where silica nanoparticles were well dispersed in the PEI matrix without significant particle agglomeration up the 30 vol% silica. The hybrid coatings maintained good adhesion strength of PEI to Mg. The corrosion rate of hybrid-coated Mg was increased along with the increment of the silica content, due to improved hydrophilicity of the hybrid coating layers. Moreover, the biocompatibility of the hybrid-coated Mg specimens was significantly improved, mainly due to the higher Mg ion concentrations associated with faster corrosion, compared to PEI-coated Mg. Therefore, PEI-silica hybrid systems have significant potential as a coating material of Mg for load-bearing orthopedic applications by providing tunable corrosion behavior and enhanced biological performance. PMID:27147643

  5. Degradation of poly(ether sulfone)/polyvinylpyrrolidone membranes by sodium hypochlorite: insight from advanced electrokinetic characterizations.

    PubMed

    Hanafi, Yamina; Szymczyk, Anthony; Rabiller-Baudry, Murielle; Baddari, Kamel

    2014-11-18

    Poly(ether sulfone) (PES)/polyvinylpyrrolidone (PVP) membranes are widely used in various industrial fields such as drinking water production and in the dairy industry. However, the use of oxidants to sanitize the processing equipment is known to impair the integrity and lifespan of polymer membranes. In this work we showed how thorough electrokinetic measurements can provide essential information regarding the mechanism of degradation of PES/PVP membranes by sodium hypochlorite. Tangential streaming current measurements were performed with ultrafiltration and nanofiltration PES/PVP membranes for various aging times. The electrokinetic characterization of membranes was complemented by FTIR-ATR spectroscopy. Results confirmed that sodium hypochlorite induces the degradation of both PES and PVP. This latter is easily oxidized by sodium hypochlorite, which leads to an increase in the negative charge density of the membrane due to the formation of carboxylic acid groups. The PVP was also found to be partly released from the membrane with aging time. Thanks to the advanced electrokinetic characterization implemented in this work it was possible for the first time to demonstrate that two different mechanisms are involved in the degradation of PES. Phenol groups were first formed as a result of the oxidation of PES aromatic rings by substitution of hydrogen by hydroxyl radicals. For more severe aging conditions, this membrane degradation mechanism was followed by the formation of sulfonic acid functions, thus indicating a second degradation process through scission of PES chains. PMID:25365117

  6. Preparation and properties of sulfonated poly(fluorenyl ether ketone) membrane for vanadium redox flow battery application

    NASA Astrophysics Data System (ADS)

    Chen, Dongyang; Wang, Shuanjin; Xiao, Min; Meng, Yuezhong

    In order to develop novel membranes for vanadium redox flow battery (VRB) with low self-discharge rate and low cost, sulfonated poly(fluorenyl ether ketone) (SPFEK) was synthesized directly via aromatic nucleophilic polycondensation of bisphenol fluorene with 60% sulfonated difluorobenzophenone and 40% difluorobenzophenone. The SPFEK membrane shows the lower permeability of vanadium ions. The open circuit voltage evaluation demonstrates that the SPFEK membrane is superior to Nafion 117 membrane in self-discharge test. Both energy efficiencies (EE) and power densities of the VRB single cell based on the SPFEK membrane are higher than those of the VRB with Nafion 117 membrane at the same current densities. The highest coulombic efficiency (CE) of VRB with SPFEK membrane is 80.3% while the highest CE of the VRB with Nafion 117 membrane is 77.0%. The SPFEK membrane shows the comparative stability to Nafion 117 membrane in VO 2 + electrolyte. The experimental results suggest that SPFEK membrane is a promising ion exchange membrane for VRB.

  7. Highly branched sulfonated poly(fluorenyl ether ketone sulfone)s membrane for energy efficient vanadium redox flow battery

    NASA Astrophysics Data System (ADS)

    Yin, Bibo; Li, Zhaohua; Dai, Wenjing; Wang, Lei; Yu, Lihong; Xi, Jingyu

    2015-07-01

    A series of highly branched sulfonated poly (fluorenyl ether ketone sulfone)s (HSPAEK) are synthesized by direct polycondensation reactions. The HSPAEK with 8% degree of branching is further investigated as membrane for vanadium redox flow battery (VRFB). The HSPAEK membrane prepared by solution casting method exhibits smooth, dense and tough morphology. It possesses very low VO2+ permeability and high ion selectivity compared to those of Nafion 117 membrane. When applied to VRFB, this novel membrane shows higher coulombic efficiency (CE, 99%) and energy efficiency (EE, 84%) than Nafion 117 membrane (CE, 92% and EE, 78%) at current density of 80 mA cm-2. Besides, the HSPAEK membrane shows super stable CE and EE as well as excellent discharge capacity retention (83%) during 100 cycles life test. After being soaked in 1.5 mol L-1 VO2+ solution for 21 days, the weight loss of HSPAEK membrane and the amount of VO2+ reduced from VO2+ are only 0.26% and 0.7%, respectively, indicating the superior chemical stability of the membrane.

  8. Quaternized adamantane-containing poly(aryl ether ketone) anion exchange membranes for vanadium redox flow battery applications

    NASA Astrophysics Data System (ADS)

    Zhang, Bengui; Zhang, Shouhai; Weng, Zhihuan; Wang, Guosheng; Zhang, Enlei; Yu, Ping; Chen, Xiaomeng; Wang, Xinwei

    2016-09-01

    Quaternized adamantane-containing poly(aryl ether ketone) anion exchange membranes (QADMPEK) are prepared and investigated for vanadium redox flow batteries (VRFB) application. The bulky, rigid and highly hydrophobic adamantane segment incorporated into the backbone of membrane material makes QADMPEK membranes have low water uptake and swelling ratio, and the as-prepared membranes display significantly lower permeability of vanadium ions than that of Nafion117 membrane. As a consequence, the VRFB cell with QADMPEK-3 membrane shows higher coulombic efficiency (99.4%) and energy efficiency (84.0%) than those for Nafion117 membrane (95.2% and 80.5%, respectively) at the current density of 80 mA cm-2. Furthermore, at a much higher current density of 140 mA cm-2, QADMPEK membrane still exhibits better coulombic efficiency and energy efficiency than Nafion117 membrane (coulombic efficiency 99.2% vs 96.5% and energy efficiency 76.0% vs 74.0%). Moreover, QADMPEK membranes show high stability in in-situ VRFB cycle test and ex-situ oxidation stability test. These results indicate that QADMPEK membranes are good candidates for VRFB applications.

  9. Degradation of poly(ether sulfone)/polyvinylpyrrolidone membranes by sodium hypochlorite: insight from advanced electrokinetic characterizations.

    PubMed

    Hanafi, Yamina; Szymczyk, Anthony; Rabiller-Baudry, Murielle; Baddari, Kamel

    2014-11-18

    Poly(ether sulfone) (PES)/polyvinylpyrrolidone (PVP) membranes are widely used in various industrial fields such as drinking water production and in the dairy industry. However, the use of oxidants to sanitize the processing equipment is known to impair the integrity and lifespan of polymer membranes. In this work we showed how thorough electrokinetic measurements can provide essential information regarding the mechanism of degradation of PES/PVP membranes by sodium hypochlorite. Tangential streaming current measurements were performed with ultrafiltration and nanofiltration PES/PVP membranes for various aging times. The electrokinetic characterization of membranes was complemented by FTIR-ATR spectroscopy. Results confirmed that sodium hypochlorite induces the degradation of both PES and PVP. This latter is easily oxidized by sodium hypochlorite, which leads to an increase in the negative charge density of the membrane due to the formation of carboxylic acid groups. The PVP was also found to be partly released from the membrane with aging time. Thanks to the advanced electrokinetic characterization implemented in this work it was possible for the first time to demonstrate that two different mechanisms are involved in the degradation of PES. Phenol groups were first formed as a result of the oxidation of PES aromatic rings by substitution of hydrogen by hydroxyl radicals. For more severe aging conditions, this membrane degradation mechanism was followed by the formation of sulfonic acid functions, thus indicating a second degradation process through scission of PES chains.

  10. Interfacial interactions of poly(ether ketone ketone) polymer coatings onto oxide-free phosphate films on an aluminum surface

    SciTech Connect

    Asunskis, A. L.; Sherwood, P. M. A.

    2007-07-15

    This article continues a series of papers that shows how thin (10 nm or less) oxide-free phosphate films can be formed on a number of metals. The films formed have potential as corrosion resistant films. Previous papers have shown that it is possible to extend the range of the surface coatings that can be formed by placing a thin polymer layer over the phosphate layer. In this work it is shown how the water insoluble polymer poly(ether ketone ketone) (PEKK) can be placed over a thin oxide-free phosphate film on aluminum metal. The surface and the interfaces involved were studied by valence band and core level x-ray photoelectron spectroscopy. Difference spectra in the valence band region were used to show that there is a chemical interaction between the PEKK and phosphate thin films on the aluminum metal. Three different phosphate film compositions were studied using different phosphorous containing acids, H{sub 3}PO{sub 4}, H{sub 3}PO{sub 3}, and H{sub 3}PO{sub 2}. This type of interaction illustrates the potential of phosphates to act as adhesion promoters. The valence band spectra are interpreted by calculations.

  11. Exploration of CO2-Philicity of Poly(vinyl acetate-co-alkyl vinyl ether) through Molecular Modeling and Dissolution Behavior Measurement.

    PubMed

    Hu, Dongdong; Sun, Shaojun; Yuan, Pei-Qing; Zhao, Ling; Liu, Tao

    2015-09-24

    Hydrocarbon CO2-philes are of great interest for use in expanding CO2 applications as a green solvent. In this work, multiscale molecular modeling and dissolution behavior measurement were both applied to explore CO2-philicity of the poly(vinyl acetate) (PVAc)-based copolymer. Introduction of a favorable comonomer, i.e., vinyl ethyl ether (VEE), could significantly reduce the polymer-polymer interaction on the premise that the polymer-CO2 interaction was not weakened but enhanced. The ab initio calculated interaction of the model molecules with CO2 demonstrated that the ether group in VEE or VBE was the suitable CO2-philic segment. From the molecular dynamics (MD) simulations of polymer/CO2 systems, the interaction energy and Flory-Huggins parameter (χ12) of poly(VAc-alt-VEE)/CO2 supported that poly(VAc-alt-VEE) possessed better CO2-philicity than PVAc. The dissolution behaviors of the synthesized poly(VAc-co-alkyl vinyl ether) copolymers in CO2 showed the best CO2-phile had the VEE content of about 34 mol %. The MD simulations also indicated that the interaction of random poly(VAc-co-VEE) containing about 30 mol % VEE with CO2 was the strongest and the χ12 was the smallest in these polymer/CO2 systems. Not only could the VEE monomer reduce the polymer-polymer interaction, but it could also enhance the polymer-CO2 interaction with an optimized composition. Introducing a suitable comonomer with a certain composition might be a promising strategy to form the synergistic effect of polymer-polymer interaction and polymer-CO2 interaction for screening the hydrocarbon CO2-philes.

  12. Preparation of biocompatible, UV-cured fumarated poly(ether-ester)-based tissue-engineering hydrogels.

    PubMed

    Akdemir, Z Seden; Kayaman-Apohan, Nilhan; Kahraman, M Vezir; Kuruca, Serap Erdem; Güngör, Atilla; Karadenizli, Sabriye

    2011-01-01

    The aim of this study was to develop biodegradable, photo-polymerizable in situ gel-forming systems prepared from a fumaric acid monoethyl ester (FAME) modified poly(lactide-co-glycolide) (PLGA) co-polymer. By reacting lactide and glycolide in the presence of stannous octoate as a catalyst and 2-ethyl,2-hydroxymethyl 1,3-propanediol as an initiator, hydroxyl terminated branched PLGA was synthesized. Afterwards, at room temperature hydroxyl terminated branched PLGA was reacted with fumaric acid monoethyl ester (FAME). N,N'-dicyclohexylcarbodiimide and triethylamine were used as a coupling agent and catalyst, respectively. The gel percentage, equilibrium mass swelling, degradation profile and polymerization kinetics of the hydrogels were investigated. All of the results were influenced by the amount of FAME modified PLGA co-polymer. Biocompatibility of the hydrogels was examined by using MTT cytotoxicity assay. According to the results, hydrogels are biocompatible and cell viability percentage depends on the amount of PLGA co-polymer. While the amount was 15% in hydrogel composition, cell viability was 100%, but after increasing the PLGA co-polymer amount to 30% the viability reduced to 78%. PMID:20566062

  13. pH-Responsive Polyethylene Glycol Monomethyl Ether-ε-Polylysine-G-Poly (Lactic Acid)-Based Nanoparticles as Protein Delivery Systems

    PubMed Central

    Liu, Huiqin; Li, Yijia; Yang, Rui; Gao, Xiujun; Ying, Guoguang

    2016-01-01

    The application of poly(lactic acid) for sustained protein delivery is restricted by the harsh pH inside carriers. In this study, we synthesized a pH-responsive comb-shaped block copolymer, polyethylene glycol monomethyl ether-ε-polylysine-g-poly (lactic acid) (PEP)to deliver protein (bovine serum albumin (BSA)). The PEP nanoparticles could automatically adjust the internal pH to a milder level, as shown by the quantitative ratio metric results. The circular dichroism spectra showed that proteins from the PEP nanoparticles were more stable than those from poly(lactic acid) nanoparticles. PEP nanoparticles could achieve sustained BSA release in both in vitro and in vivo experiments. Cytotoxicity results in HL-7702 cells suggested good cell compatibility of PEP carriers. Acute toxicity results showed that the PEP nanoparticles induced no toxic response in Kunming mice. Thus, PEP nanoparticles hold potential as efficient carriers for sustained protein release. PMID:27467072

  14. Phase Behavior of Poly(vinylidene fluoride)-graft-poly(diethylene glycol methyl ether methacrylate) in Alcohol-Water System: Coexistence of LCST and UCST.

    PubMed

    Kuila, Atanu; Maity, Nabasmita; Chatterjee, Dhruba P; Nandi, Arun K

    2016-03-10

    A thermoresponsive polymer poly(diethylene glycol methyl ether methacrylate) (PMeO2MA) is grafted from poly(vinylidene fluoride) (PVDF) backbone by using a combined ATRC and ATRP technique with a high conversion (69%) of the monomer to produce the graft copolymer (PD). It is highly soluble polymer and its solution property is studied by varying polarity in pure solvents (water, methanol, isopropanol) and also in mixed solvents (water-methanol and water-isopropanol) by measuring the hydrodynamic size (Z-average) of the particles by dynamic light scattering (DLS). The variation of Z-average size with temperature of the PD solution (0.2%, w/v) indicates a lower critical solution temperature (LCST)-type phase transition (T(PL)) in aqueous medium, an upper critical solution temperature (UCST)-type phase transition (T(PU)) in isopropanol medium, and no such phase transition for methanol solution. In the mixed solvent (water + isopropanol) at 0-20% (v/v) isopropanol the TPL increases, whereas the T(PU) decreases at 92-100% with isopropanol content. For the mixture 20-90% isopropanol, PD particles having larger sizes (400-750 nm) exhibit neither any break in Z-average size-temperature plot nor any cloudiness, indicating their dispersed swelled state in the medium. In the methanol + water mixture with methanol content of 0-30%, T(PL) increases, and at 40-60% both UCST- and LCST-type phase separations occur simultaneously, but at 70-90% methanol the swelled state of the particles (size 250-375 nm) is noticed. For 50 vol % methanol by varying polymer concentration (0.07-0.2% w/v) we have drawn a quasibinary phase diagram that indicates an approximate inverted hourglass phase diagram where a swelled state exists between two single phase boundary produced from LCST- and UCST-type phase transitions. An attempt is made to understand the phase separation process by temperature-dependent (1)H NMR spectroscopy along with transmission electron microscopy. PMID:26859626

  15. Structure and dynamics of poly(oxyethylene) cholesteryl ether wormlike micelles: rheometry, SAXS, and cryo-TEM studies.

    PubMed

    Shrestha, Rekha Goswami; Abezgauz, Ludmila; Danino, Dganit; Sakai, Kenichi; Sakai, Hideki; Abe, Masahiko

    2011-11-01

    In this article, we provide direct evidence for 1-D micellar growth and the formation of a network structure in an aqueous system of poly(oxyethylene) cholesteryl ether (ChEO(20)) and lauryl diethanolamide (L-02) by rheometry, small-angle X-ray scattering (SAXS), and cryo-transmission electron microscopy (cryo-TEM). The ChEO(20) self-assembles into spheroid micelles above the critical micelle concentration and undergoes a 1-D microstructural transition upon the incorporation of L-02, which because of its lipophilic nature tends to be solubilized into the micellar palisade layer and reduces the micellar curvature. The elongated micelles entangle with each other, forming network structures of wormlike micelles, and the system shows viscoelastic properties, which could be described by the Maxwell model. A peak observed in the zero-shear viscosity (η(0)) versus L-02 concentration curve shifted toward higher L-02 concentrations and the value of maximum viscosity (η(0 max)) increased with the increasing ChEO(20) mixing fraction with water. We observed that η(0 max) increased by 2 to 4 orders of magnitude as a function of the ChEO(20) concentration. The Maxwell relaxation time (τ(R)) shows a maximum value at a concentration corresponding to η(0 max) (i.e., τ(R) increases with L-02 concentration and then decreases after attaining a maximum value, whereas the plateau modulus (G(0)) shows monotonous growth). These observations demonstrate microstructural transitions in two different modes: L-02 first induces 1-D micellar growth and as a result the viscosity increases, and finally after the system attains its maximum viscosity, L-02 causes branching in the network structures. The microstructure transitions are confirmed by SAXS and cryo-TEM techniques.

  16. Photochemical modification of poly(ether sulfone) ultrafiltration membranes by UV-assisted graft polymerization for the prevention of biofouling

    NASA Astrophysics Data System (ADS)

    Pieracci, John Paul

    Membranes are widely used by the biotechnology industry in the separation and recovery of proteins from biological solutions. Fouling of membrane surfaces by irreversible protein adsorption during ultrafiltration causes loss of membrane permeability and can reduce membrane selectivity and lead to significant product loss through denaturation. In this work, low fouling poly(ether sulfone) (PES) ultrafiltration membranes were produced by ultraviolet (UV) assisted graft polymerization of hydrophilic vinyl monomers using a newly developed photochemical dip modification technique. This technique was developed to make the UV modification process more easily adaptable to continuous membrane manufacturing processes. A method was also developed to measure and track the degree of polymer grafting on the membrane surface using attenuated total reflection Fourier transform infrared spectroscopy (FTIR/ATR). Grafting the hydrophilic monomer N-vinyl-2-pyrrolidinone (NVP) onto the membrane surface increased surface wettability and produced membranes with the high wettability of regenerated cellulose membranes. The enhanced surface wettability significantly decreased irreversible adsorptive fouling during the filtration of the protein bovine serum albumin (BSA). In order to maintain the rejection of BSA after modification, PES chain scission was tightly controlled by regulating the UV wavelength range and the light intensity used. The UV reactor system was operated with 300 nm UV lamps and a benzene filter used to remove high energy wavelengths below 275 nm that were determined to cause severe loss of BSA rejection due to pore enlargement from extensive chain scission. Dip modification caused membrane permeability to decrease due to the grafted chains blocking the membrane pores. The use of a chain transfer agent during modification followed by ethanol cleaning increased modified membrane permeability, but BSA rejection was severely decreased. The resultant membranes produced by

  17. Enhancing water retention and low-humidity proton conductivity of sulfonated poly(ether ether ketone) composite membrane enabled by the polymer-microcapsules with controllable hydrophilicity-hydrophobicity

    NASA Astrophysics Data System (ADS)

    He, Guangwei; Li, Yifan; Li, Zongyu; Nie, Lingli; Wu, Hong; Yang, Xinlin; Zhao, Yuning; Jiang, Zhongyi

    2014-02-01

    Four kinds of polymer microcapsules (PMCs) with different hydrophilicity-hydrophobicity are synthesized via distillation-precipitation polymerization (polymer microcapsules form by self-crosslinking of monomers/crosslinkers in this process) and incorporated into sulfonated poly(ether ether ketone) (SPEEK) matrix to prepare composite membranes. To improve the water retention of the PMCs, the hydrophilicity-hydrophobicity of the PMCs is manipulated by regulating the proportion of hydrophilic ethylene glycol dimethacrylate (EGDMA) and hydrophobic divinylbenzene (DVB) crosslinkers in the synthesis formula. The hydrophilicity of the PMCs decreases with increasing the content of polyDVB in the PMCs. The four kinds of PMCs exhibit different water retention properties. The PMCs with appropriate hydrophilic/hydrophobic balance (EGDMA: DVB = 1:1) possess the best water retention properties. Incorporation of PMCs into SPEEK matrix enhances the water-retention properties, and consequently increases proton conductivity to 0.0132 S cm-1 under 20% relative humidity, about thirteen times higher than that of the SPEEK control membrane. Moreover, the incorporation of PMCs reduces the activation energy for proton conduction and the methanol permeability of the membranes. This study may be helpful to rational design of excellent water-retention materials.

  18. Design and formulation of nanoemulsions using 2-(poly(hexafluoropropylene oxide)) perfluoropropyl benzene in combination with linear perfluoro(polyethylene glycol dimethyl ether)

    PubMed Central

    Mountain, Gregory A.; Jelier, Benson J.; Bagia, Christina; Friesen, Chadron M.; Janjic, Jelena M.

    2014-01-01

    This is the first report where PFPAE aromatic conjugates and perfluoro(polyethylene glycol dimethyl ether) are combined and formulated as nanoemulsions with droplet size below 100 nm. A perfluoropolyalkylether (PFPAE) aromatic conjugate, 2-(poly(hexafluoropropylene oxide)) perfluoropropyl benzene, was used as fluorophilic-hydrophilic diblock (FLD) aimed at stabilizing perfluoro(polyethylene glycol dimethyl ether) nanoemulsions. Its effects on colloidal behaviors in triphasic (organic/fluorous/aqueous) nanoemulsions were studied. The addition of FLD construct to fluorous phase led to decrease in PFPAE nanoemulsion droplet size to as low as 85 nm. Prepared nanoemulsions showed high colloidal stability. Our results suggest that these materials represent viable novel approach to fluorous colloid systems design with potential for biomedical and synthetic applications. PMID:24976645

  19. Environmental effects of poly(phenylene ether) blends after long-term exposure to potable hot water

    NASA Astrophysics Data System (ADS)

    Maclean, Steven

    In recent years, engineering thermoplastic resins have been contemplated for use in a variety pressurized fluid handling components such as potable water delivery pipes, fitting and valves. In this research, rigid blends of glassy poly(phenylene ether) (PPE) polymer are studied to assess their suitability in long-term, potable, hot water environments. Three distinct PPE-based model compounds were prepared for this research: (i) a 50/50 blend of PPE and high impact polystyrene (HIPS); (ii) a 50/50 blend of PPE and HIPS with the inclusion of an anti-oxidant package and; (iii) a blend consisting of capped PPE, crystal polystyrene and styrene-ethyelene-butylene-styrene (SEBS) rubber. A fourth engineering thermoplastic, namely bisphenol-A polysulfone (PSU), was incorporated into the study as a benchmark material due to its proven reliability in hot water applications. Aging experiments were carried out for 8,000 hours in an 80°C water bath and an 80°C convection oven to characterize physical property retention and degradation mechanisms in each material. During water bath immersion, excessive, non-Fickian water diffusion occurred in both PPE/HIPS blends which led to water clustering and disc shaped microcavities on the order of 50 to 100 mum in diameter. These voids in the bulk caused appreciable losses in tensile elongation and fatigue resistance. The capped PPE/PS/SEBS blend, however, managed water uptake more effectively and its chemistry deterred water clustering. With further improvements to the formulation, such as larger rubber domains or an alternative impact modifier, the capped PPE blend may be able to offer physical property retention equal to that of PSU. With the exception of slight craze formation at sharp specimen edges during hot water immersion, the PSU material proved to be an exceptional material candidate throughout the entire experimentation. Surprisingly long-term hot water exposure did not cause gross chemical degradation in any of the materials

  20. Multi-stimuli-responsive organometallic gels based on ferrocene-linked poly(aryl ether) dendrons: reversible redox switching and Pb2+-ion sensing.

    PubMed

    Lakshmi, Neelakandan Vidhya; Mandal, Dipendu; Ghosh, Sundargopal; Prasad, Edamana

    2014-07-14

    We describe the design, synthesis, and "stimuli-responsive" study of ferrocene-linked Fréchet-type [poly(aryl ether)]-dendron-based organometallic gels, in which the ferrocene moiety is attached to the dendron framework through an acyl hydrazone linkage. The low-molecular-weight gelators (LMWGs) form robust gels in both polar and non-polar solvent/solvent mixtures. The organometallic gels undergo stimuli-responsive behavior through 1) thermal, 2) chemical, and 3) electrochemical methods. Among them, conditions 1 and 3 lead to seamlessly reversible with repeated cycles of identical efficiency. Results indicate that the flexible nature of the poly(aryl ether) dendron framework plays a key role in retaining the reversible electrochemical behavior of ferrocene moiety in the LMWGs. Further, the organometallic gelators have exhibited unique selectivity towards Pb(2+) ions (detection limit ≈10(-8)  M). The metal ion-sensing results in a gel-sol phase transition associated with a color change visible to the naked eye. Most importantly, decomplexing the metal ion from the system leads to the regeneration of the initial gel morphology, indicating the restoring ability of the organometallic gel. The metal-ligand binding nature has been analyzed by using (1)H NMR spectroscopy, mass spectrometry, and DFT calculations.

  1. Considerations of the Effects of Naphthalene Moieties on the Design of Proton-Conductive Poly(arylene ether ketone) Membranes for Direct Methanol Fuel Cells.

    PubMed

    Wang, Baolong; Hong, Lihua; Li, Yunfeng; Zhao, Liang; Wei, Yuxue; Zhao, Chengji; Na, Hui

    2016-09-14

    Novel sulfonated poly(arylene ether ketones) (SDN-PAEK-x), consisting of dual naphthalene and flexible sulfoalkyl groups, were prepared via polycondensation, demethylation, and sulfobutylation grafting reaction. Among them, SDN-PAEK-1.94 membrane with the highest ion exchange capacity (IEC = 2.46 mequiv·g(-1)) exhibited the highest proton conductivity, which was 0.147 S· cm(-1) at 25 °C and 0.271 S·cm(-1) at 80 °C, respectively. The introduction of dual naphthalene moieties is expected to achieve much enhanced properties compared to those of sulfonated poly(arylene ether ketones) (SNPAEK-x), consisting of single naphthalene and flexible sulfoalkyl groups. Compared with SNPAEK-1.60 with a similar IEC, SDN-PAEK-1.74 membrane showed higher proton conductivity, higher IEC normalized conductivity, and higher effective proton mobility, although it had lower analytical acid concentration. The SDN-PAEK-x membranes with IECs higher than 1.96 mequiv·g(-1) also exhibited higher proton conductivity than that of recast Nafion membrane. Furthermore, SDN-PAEK-1.94 displayed a better single cell performance with a maximum power density of 60 mW·cm(-2) at 80 °C. Considering its high proton conductivity, excellent single cell performance, good mechanical stabilities, low membrane swelling, and methanol permeability, SDN-PAEK-x membranes are promising candidates as alternative polymer electrolyte membranes to Nafion for direct methanol fuel cell applications.

  2. Poly(vinyl methyl ether) hydrogels at temperatures below the freezing point of water-molecular interactions and states of water.

    PubMed

    Pastorczak, Marcin; Dominguez-Espinosa, Gustavo; Okrasa, Lidia; Pyda, Marek; Kozanecki, Marcin; Kadlubowski, Slawomir; Rosiak, Janusz M; Ulanski, Jacek

    2014-01-01

    Water interacting with a polymer reveals a number of properties very different to bulk water. These interactions lead to the redistribution of hydrogen bonds in water. It results in modification of thermodynamic properties of water and the molecular dynamics of water. That kind of water is particularly well observable at temperatures below the freezing point of water, when the bulk water crystallizes. In this work, we determine the amount of water bound to the polymer and of the so-called pre-melting water in poly(vinyl methyl ether) hydrogels with the use of Raman spectroscopy, dielectric spectroscopy, and calorimetry. This analysis allows us to compare various physical properties of the bulk and the pre-melting water. We also postulate the molecular mechanism responsible for the pre-melting of part of water in poly(vinyl methyl ether) hydrogels. We suggest that above -60 °C, the first segmental motions of the polymer chain are activated, which trigger the process of the pre-melting.

  3. Considerations of the Effects of Naphthalene Moieties on the Design of Proton-Conductive Poly(arylene ether ketone) Membranes for Direct Methanol Fuel Cells.

    PubMed

    Wang, Baolong; Hong, Lihua; Li, Yunfeng; Zhao, Liang; Wei, Yuxue; Zhao, Chengji; Na, Hui

    2016-09-14

    Novel sulfonated poly(arylene ether ketones) (SDN-PAEK-x), consisting of dual naphthalene and flexible sulfoalkyl groups, were prepared via polycondensation, demethylation, and sulfobutylation grafting reaction. Among them, SDN-PAEK-1.94 membrane with the highest ion exchange capacity (IEC = 2.46 mequiv·g(-1)) exhibited the highest proton conductivity, which was 0.147 S· cm(-1) at 25 °C and 0.271 S·cm(-1) at 80 °C, respectively. The introduction of dual naphthalene moieties is expected to achieve much enhanced properties compared to those of sulfonated poly(arylene ether ketones) (SNPAEK-x), consisting of single naphthalene and flexible sulfoalkyl groups. Compared with SNPAEK-1.60 with a similar IEC, SDN-PAEK-1.74 membrane showed higher proton conductivity, higher IEC normalized conductivity, and higher effective proton mobility, although it had lower analytical acid concentration. The SDN-PAEK-x membranes with IECs higher than 1.96 mequiv·g(-1) also exhibited higher proton conductivity than that of recast Nafion membrane. Furthermore, SDN-PAEK-1.94 displayed a better single cell performance with a maximum power density of 60 mW·cm(-2) at 80 °C. Considering its high proton conductivity, excellent single cell performance, good mechanical stabilities, low membrane swelling, and methanol permeability, SDN-PAEK-x membranes are promising candidates as alternative polymer electrolyte membranes to Nafion for direct methanol fuel cell applications. PMID:27557058

  4. Cross-Linked Hydrogels Formed through Diels-Alder Coupling of Furan- and Maleimide-Modified Poly(methyl vinyl ether-alt-maleic acid).

    PubMed

    Stewart, S Alison; Backholm, Matilda; Burke, Nicholas A D; Stöver, Harald D H

    2016-02-23

    The Diels-Alder [4 + 2] cycloaddition between furan- and maleimide-functional polyanions was used to form cross-linked synthetic polymer hydrogels. Poly(methyl vinyl ether-alt-maleic anhydride) was reacted with furfurylamine or N-(2-aminoethyl)maleimide in acetonitrile to form pairs of furan- and maleimide-functionalized poly(methyl vinyl ether-alt-maleic acid)s. Mixtures of these mutually reactive polyanions in water gelled within 15 min to 18 h, depending on degree of functionalization and polymer concentrations. Solution and magic-angle spinning (1)H NMR were used to confirm the formation of the Diels-Alder adduct, to analyze competing hydrolytic side reactions, and demonstrate postgelation functionalization. The effect of the degree of furan and maleimide functionalization, polymer concentration, pH, and calcium ion concentration, on gelation time, gel mechanical properties, and equilibrium swelling, are described. Release of dextran as a model drug was studied using fluorescence spectroscopy, as a function of gel composition and calcium treatment. PMID:26800849

  5. Fabrication of sulfonated poly(ether ether ketone)-based hybrid proton-conducting membranes containing carboxyl or amino acid-functionalized titania by in situ sol-gel process

    NASA Astrophysics Data System (ADS)

    Yin, Yongheng; Xu, Tao; He, Guangwei; Jiang, Zhongyi; Wu, Hong

    2015-02-01

    Functionalized titania are used as fillers to modify the sulfonated poly(ether ether ketone) (SPEEK) membrane for improved proton conductivity and methanol barrier property. The functionalized titania sol which contains proton conductive carboxylic acid groups or amino acid groups are derived from a facile chelation method using different functional additives. Then the novel SPEEK/carboxylic acid-functionalized titania (SPEEK/TC) and SPEEK/amino acid-functionalized titania (SPEEK/TNC) hybrid membranes are fabricated via in situ sol-gel method. The anti-swelling property and thermal stability of hybrid membranes are enhanced owing to the formation of electrostatic force between SPEEK and titania nanoparticles. The hybrid membranes exhibit higher proton conductivity than plain SPEEK membrane because more proton transfer sites are provided by the functionalized titania nanoparticles. Particularly, the proton conductivity of SPEEK/TNC membrane with 15% filler content reaches up to 6.24 × 10-2 S cm-1, which is 3.5 times higher than that of the pure SPEEK membrane. For methanol permeability, the SPEEK/TNC membranes possess the lowest values because the acid-base interaction between sulfonic acid groups in SPEEK and amino groups in functionalized titania leads to a more compact membrane structure.

  6. 40 CFR 721.7260 - Polymer of poly-ethylene-polyamine and alkanediol di-gly-cidyl ether.

    Code of Federal Regulations, 2013 CFR

    2013-07-01

    ... 40 Protection of Environment 32 2013-07-01 2013-07-01 false Polymer of poly-ethylene-polyamine and... New Uses for Specific Chemical Substances § 721.7260 Polymer of poly-ethylene-polyamine and alkanediol... chemical substance identified generically as polymer of polyethylenepolyamine and alkanediol...

  7. 40 CFR 721.7260 - Polymer of poly-ethylene-polyamine and alkanediol di-gly-cidyl ether.

    Code of Federal Regulations, 2012 CFR

    2012-07-01

    ... 40 Protection of Environment 32 2012-07-01 2012-07-01 false Polymer of poly-ethylene-polyamine and... New Uses for Specific Chemical Substances § 721.7260 Polymer of poly-ethylene-polyamine and alkanediol... chemical substance identified generically as polymer of polyethylenepolyamine and alkanediol...

  8. 40 CFR 721.7260 - Polymer of poly-ethylene-polyamine and alkanediol di-gly-cidyl ether.

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 40 Protection of Environment 31 2011-07-01 2011-07-01 false Polymer of poly-ethylene-polyamine and... New Uses for Specific Chemical Substances § 721.7260 Polymer of poly-ethylene-polyamine and alkanediol... chemical substance identified generically as polymer of polyethylenepolyamine and alkanediol...

  9. 40 CFR 721.7260 - Polymer of poly-ethylene-polyamine and alkanediol di-gly-cidyl ether.

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 40 Protection of Environment 30 2010-07-01 2010-07-01 false Polymer of poly-ethylene-polyamine and... New Uses for Specific Chemical Substances § 721.7260 Polymer of poly-ethylene-polyamine and alkanediol... chemical substance identified generically as polymer of polyethylenepolyamine and alkanediol...

  10. Anionic polymer, poly(methyl vinyl ether-maleic anhydride)-coated beads-based capture of human influenza A and B virus.

    PubMed

    Sakudo, Akikazu; Baba, Koichi; Tsukamoto, Megumi; Sugimoto, Atsuko; Okada, Takashi; Kobayashi, Takanori; Kawashita, Norihito; Takagi, Tatsuya; Ikuta, Kazuyoshi

    2009-01-15

    An anionic magnetic beads-based method was developed for the capture of human influenza A and B viruses from nasal aspirates, allantoic fluid and culture medium. A polymer, poly(methyl vinyl ether-maleic anhydride) [poly(MVE-MA)], was used to endow magnetic beads with a negative charge and bioadhesive properties. After incubation with samples containing human influenza virus, the beads were separated from supernatants by applying a magnetic field. The adsorption [corrected] of the virus by the beads was confirmed by hemagglutinin assay, immunochromatography, Western blotting, egg infection, and cell infection. Successful capture was proved using 5 H1N1 influenza A viruses, 10 H3N2 influenza A viruses, and 6 influenza B viruses. Furthermore, the infectivity in chicken embryonated eggs and Madin-Darby canine kidney (MDCK) cells of the captured human influenza virus was similar to that of the total viral quantity of starting materials. Therefore, this method of capture using magnetic beads coated with poly(MVE-MA) can be broadly used for the recovery of infectious human influenza viruses.

  11. Imide/arylene ether copolymers

    NASA Technical Reports Server (NTRS)

    Jensen, Brian J. (Inventor); Hergenrother, Paul M. (Inventor); Bass, Robert G. (Inventor)

    1992-01-01

    Imide/arylene ether block copolymers are prepared by reacting anhydride terminated poly(amic acids) with amine terminated poly(arylene ethers) in polar aprotic solvents and by chemically or thermally cyclodehydrating the resulting intermediate poly(amic acids). The resulting block copolymers have one glass transition temperature or two, depending upon the particular structure and/or the compatibility of the block units. Most of these block copolymers form tough, solvent resistant films with high tensile properties.

  12. Effects of temperature, packaging and electron beam irradiation processing conditions on the property behaviour of Poly (ether-block-amide) blends.

    PubMed

    Murray, Kieran A; Kennedy, James E; McEvoy, Brian; Vrain, Olivier; Ryan, Damien; Cowman, Richard; Higginbotham, Clement L

    2014-06-01

    The radiation stability of Poly (ether-block-amide) (PEBA) blended with a multifunctional phenolic antioxidant and a hindered amide light stabiliser was examined under various temperatures, packaging and electron beam processing conditions. FTIR revealed that there were slight alterations to the PEBA before irradiation; however, these became more pronounced following irradiation. The effect of varying the temperature, packaging and processing conditions on the resultant PEBA properties was apparent. For example, rheology demonstrated that the structural properties could be enhanced by manipulating the aforementioned criteria. Mechanical testing exhibited less radiation resistance when the PEBA samples were vacuum packed and exposed to irradiation. MFI and AFM confirmed that the melting strength and surface topography could be reduced/increased depending on the conditions employed. From this study it was concluded that virgin PEBA submerged in dry ice with non-vacuum packaging during the irradiation process, provided excellent radiation resistance (20.9% improvement) in contrast to the traditional method. PMID:24863239

  13. Use of anionic polymer, poly(methyl vinyl ether-maleic anhydride)-coated beads for capture of respiratory syncytial virus.

    PubMed

    Sakudo, Akikazu; Baba, Koichi; Tsukamoto, Megumi; Ikuta, Kazuyoshi

    2009-08-01

    Respiratory syncytial virus (RSV) is the single most important cause of severe lower respiratory tract infections in infants and young children, and a major public health concern in pediatrics. However, current diagnostic methods for RSV are not sufficiently sensitive. In addition, there is no simple method for enhancing RSV detection. Here, a method for capturing RSV from nasal fluid has been developed using magnetic beads coated with an anionic polymer, poly(methyl vinyl ether-maleic anhydrate). The beads were incubated with RSV-infected nasal fluid, then separated from the supernatant by applying a magnet field and washed. The adsorption [corrected] of RSV by the beads was confirmed by immunochromatography, reverse transcription-polymerase chain reaction, Western blotting and an enzyme-linked immunosorbent assay, which indicated the presence of nucleocapsid protein, fusion protein, and the viral genome of RSV on the incubated beads. Therefore, this capture method will contribute to the improvement of RSV detection.

  14. From Weakness to Strength: C-H/π-Interaction-Guided Self-Assembly and Gelation of Poly(benzyl ether) Dendrimers.

    PubMed

    Peng, Yi; Feng, Yu; Deng, Guo-Jun; He, Yan-Mei; Fan, Qing-Hua

    2016-09-13

    The C-H/π interactions as the key driving force for the construction of supramolecular gels remain a great challenge because of their weak nature. We hereby employed for the first time weak C-H/π interactions for the construction of supramolecular dendritic gels based on peripherally methyl-functionalized poly(benzyl ether) dendrimers. Their gelation property is highly dependent on the nature of the peripheral methyl groups. Furthermore, single-crystal X-ray analysis and NMR spectroscopy revealed that multiple C-H/π interactions between the proton of the methyl group and the electron-rich peripheral methyl-substituted aryl ring played significant roles in the formation of supramolecular nanofibers and organogels. This study uncovers the critical role of weak noncovalent interactions and provides new insights into the further design of self-assembled nanomaterials.

  15. Effects of temperature, packaging and electron beam irradiation processing conditions on the property behaviour of Poly (ether-block-amide) blends.

    PubMed

    Murray, Kieran A; Kennedy, James E; McEvoy, Brian; Vrain, Olivier; Ryan, Damien; Cowman, Richard; Higginbotham, Clement L

    2014-06-01

    The radiation stability of Poly (ether-block-amide) (PEBA) blended with a multifunctional phenolic antioxidant and a hindered amide light stabiliser was examined under various temperatures, packaging and electron beam processing conditions. FTIR revealed that there were slight alterations to the PEBA before irradiation; however, these became more pronounced following irradiation. The effect of varying the temperature, packaging and processing conditions on the resultant PEBA properties was apparent. For example, rheology demonstrated that the structural properties could be enhanced by manipulating the aforementioned criteria. Mechanical testing exhibited less radiation resistance when the PEBA samples were vacuum packed and exposed to irradiation. MFI and AFM confirmed that the melting strength and surface topography could be reduced/increased depending on the conditions employed. From this study it was concluded that virgin PEBA submerged in dry ice with non-vacuum packaging during the irradiation process, provided excellent radiation resistance (20.9% improvement) in contrast to the traditional method.

  16. Immobilization of xylanase on poly (ethylene glycol) methyl ether 5000 and its self-extractive bioconversion for the production of xylo-oligosaccharides.

    PubMed

    Li, Xin; Shan, Zongxing; Song, Xiangyang; Ouyang, Jia; Xu, Yong; Yong, Qiang; Yu, Shiyuan

    2014-02-01

    Endo-β-1,4-xylanase derived from Trichoderma reesei was covalently immobilized on poly (ethylene glycol) methyl ether 5000 (mPEG5000), and the resulting immobilized enzyme had a residual activity of 72.4 % with 82.9 % of PEGylated amino groups. Compared with the free enzyme, the immobilized xylanase was stable at pH values in the range of 4.0-6.0 and temperatures in the range of 50-65 °C. A self-extractive bioconversion system composed of immobilized xylanase, mPEG5000, and sodium citrate was used to produce xylo-oligosaccharides and provided a better distribution of the xylo-oligosaccharides than the free enzyme. Furthermore, the immobilized xylanase could be effectively recovered in situ following the hydrolysis reaction. PMID:24326682

  17. State of irremovable water in solid polymer films examined by fourier transform infrared spectroscopy I: poly(ethylene glycol) dimethyl ether.

    PubMed

    Gemmei-Ide, Makoto; Motonaga, Tetsuya; Kitano, Hiromi

    2006-03-14

    The state of the sorbed water, including the water that cannot be removed by the reduced pressure and water-sorption processes, into poly(ethylene glycol) dimethyl ether (PEG-DME) film was examined by Fourier transform infrared (FT-IR) spectroscopy. The spectrum of the irremovable water could be obtained without a thermal treatment frequently used as the dehydration procedure. It was found that the irremovable water mainly existed in the crystalline region of PEG-DME film, and that its hydrogen-bonding (HB) structure differed from that of the water sorbed from the air. Moreover, the amount of water having the same HB structure as the irremovable water increased with the water contents. These findings could not be revealed by the spectrum of the sorbed water obtained by the conventional dehydration procedure. The experimental procedure examined here allowed us to investigate the true aspects of the irremovable water and the water-sorption processes.

  18. From Weakness to Strength: C-H/π-Interaction-Guided Self-Assembly and Gelation of Poly(benzyl ether) Dendrimers.

    PubMed

    Peng, Yi; Feng, Yu; Deng, Guo-Jun; He, Yan-Mei; Fan, Qing-Hua

    2016-09-13

    The C-H/π interactions as the key driving force for the construction of supramolecular gels remain a great challenge because of their weak nature. We hereby employed for the first time weak C-H/π interactions for the construction of supramolecular dendritic gels based on peripherally methyl-functionalized poly(benzyl ether) dendrimers. Their gelation property is highly dependent on the nature of the peripheral methyl groups. Furthermore, single-crystal X-ray analysis and NMR spectroscopy revealed that multiple C-H/π interactions between the proton of the methyl group and the electron-rich peripheral methyl-substituted aryl ring played significant roles in the formation of supramolecular nanofibers and organogels. This study uncovers the critical role of weak noncovalent interactions and provides new insights into the further design of self-assembled nanomaterials. PMID:27538342

  19. Release kinetics of bovine serum albumin from pH-sensitive poly(vinyl ether) based hydrogels.

    PubMed

    Gümüşderelioğlu, Menemşe; Kesgin, Didehan

    2005-01-20

    pH-Sensitive amphiphilic hydrogels were synthesized by radiation copolymerization of ethylene glycol vinyl ether (EGVE), butyl vinyl ether (BVE) and acrylic acid (AA) in the presence of crosslinking agent, diethylene glycol divinyl ether (DEGDVE). The results of the swelling experiments indicated that the hydrogel which has 60:40:5 comonomer ratio (mol% of EGVE:BVE:AA in monomeric mixture) is pH-sensitive. While the hydrogel is in a fully hydrated form at pH>6, it extensively dehydrates below pH 6. A two-stage volume phase transition was observed in the range of pH 6.0-7.0 and 7.5-8.0. In addition, the equilibrium water contents of the gels decreased with increasing temperature from 4 to 37 degrees C by following the non-Fickian diffusion mechanism. The utility of pH-sensitive gels in delivery of protein based drugs was investigated. Bovine serum albumin (BSA) loaded gels were prepared and protein release was examined by fluorescence spectroscopy in the range of pH 2-9. While the protein release was very low at pH 2, readily high amount of BSA were released at pH>6. It was concluded that the pH-sensitive EGVE-BVE-AA terpolymers may be suitable for the oral administration of protein based drugs as a carrier through gastrointestinal (GI) tract.

  20. Uses of thermoresponsive and RGD/insulin-modified poly(vinyl ether)-based hydrogels in cell cultures.

    PubMed

    Gümüşderelioğlu, Menemşe; Karakeçili, Ayşe Gönen

    2003-01-01

    Thermoresponsive hydrogels were synthesized by radiation copolymerization of ethylene glycol vinyl ether (1) and butyl vinyl ether (2) in the presence of cross-linking agent diethylene glycol divinyl ether. The comonomer ratio (monomer 1/monomer 2) and the cross-linker concentration were kept constant at 60:40 (mole percentage in the monomeric mixture) and 4% (mole basis), respectively. The hydrogels showed a volume-phase transition in the temperature range 10-25 degrees C and their swelling behaviour was reversible. The gels were modified by a cell adhesion factor, the RGD sequence of fibronectin, and a cell growth factor, insulin. However, they lost their thermoresponsive character after modification. The use of the gels in cell culture was investigated without using a proteolytic enzyme or serum. Cell culture studies realized by human skin fibroblasts (HS An1) showed that the cells can attach and proliferate on the surface of a thermoresponsive polymer. 80% of the cultured cells were readily detached from the polymer surface by lowering the incubation temperature from 37 degrees C to 10 degrees C for 30 min. In the studies carried out with RGD or insulin-modified hydrogels in serum-free cultures, higher values of cell proliferation (9 x 10(5) cells/ml) were obtained on the insulin-modified hydrogels, whereas higher values of cell attachment were obtained on the RGD-immobilized surfaces.

  1. Poly(ether imide) membranes: studies on the effect of surface modification and protein pre-adsorption on endothelial cell adhesion, growth and function.

    PubMed

    Tzoneva, R; Seifert, B; Albrecht, W; Richau, K; Lendlein, A; Groth, T

    2008-01-01

    Poly(ether imide) (PEI) membranes of which the surface was modified with carboxylic groups were tested in comparison to pure PEI and poly(ethylene terephtalate) (PET) for their ability to support attachment, growth and function of human umbilical vein endothelial cells (HUVEC) with respect to endothelization of the above materials. Flat sheet PEI membranes were modified by covalent binding of iminodiacetic acid (IDA) for different periods of time (1 to 30 min) to obtain surfaces with various content of carboxylic groups. In addition, fibronectin (FN) and fibrinogen (FNG) pre-adsorption on the various membranes were studied for their effect on HUVEC behaviour. The results show a decreased protein adsorption and HUVEC adhesion, growth and function in terms of prostacyclin production with an increase in carboxylic groups. Pre-adsorption of the membranes with FN or FNG promoted activity of HUVEC, which became superior to cells on PET. FN-coated membranes were found to be a better substrate for HUVEC adhesion and prostacyclin production, while on FNG-coated membranes cells grew better. Overall it can be concluded that PEI is a promising materials for endothelial cells immobilization as it is needed for improving the haemocompatibility of cardiovascular devices. PMID:18544233

  2. Propenyl ether monomers for photopolymerization

    DOEpatents

    Crivello, James V.

    1996-01-01

    Propenyl ether monomers of formula V A(OCH.dbd.CHCH.sub.3).sub.n wherein n is an integer from one to six and A is selected from cyclic ethers, polyether and alkanes are disclosed. The monomers are readily polymerized in the presence of cationic photoinitiators, when exposed to actinic radiation, to form poly(propenyl ethers) that are useful for coatings, sealants, varnishes and adhesives. Compositions for preparing polymeric coatings comprising the compounds of formula V together with particular cationic photoinitiators are also disclosed, as are processes for making the monomers from allyl halides and readily available alcohols. The process involves rearranging the resulting allyl ethers to propenyl ethers.

  3. Propenyl ether monomers for photopolymerization

    DOEpatents

    Crivello, J.V.

    1996-10-22

    Propenyl ether monomers of formula A(OCH{double_bond}CHCH{sub 3}){sub n} wherein n is an integer from one to six and A is selected from cyclic ethers, polyether and alkanes are disclosed. The monomers are readily polymerized in the presence of cationic photoinitiators, when exposed to actinic radiation, to form poly(propenyl ethers) that are useful for coatings, sealants, varnishes and adhesives. Compositions for preparing polymeric coatings comprising the compounds of the above formula together with particular cationic photoinitiators are also disclosed, as are processes for making the monomers from allyl halides and readily available alcohols. The process involves rearranging the resulting allyl ethers to propenyl ethers.

  4. Self-assembly behavior of amphiphilic C₆₀-end-capped poly(vinyl ether)s in water and dissociation of the aggregates by the complexing of the C₆₀ moieties with externally added γ-cyclodextrins.

    PubMed

    Motoyanagi, Jin; Kurata, Akihiro; Minoda, Masahiko

    2015-03-01

    C60-end-capped polymers consisting of an amphiphilic poly(2-methoxyethyl vinyl ether) (PMOVE) main chain were synthesized by living cationic polymerization using a C60-functionalized initiator (C60VE-TFA) in the presence of EtAlCl2 as an activator and dioxane as an added base. The obtained polymers (C60-PMOVE) dissolved in a wide range of solvents including water and exhibited solvatochromism depending on the polarity of the media employed. This phenomenon was attributed to self-assembly in polar media due to hydrophobicity of the C60 moieties at the terminus of the amphiphilic polymer chain. Furthermore, the addition of γ-cyclodextrin (γ-CD), a strong host molecule for fullerenes, to the self-assembled system brought about the dissociation of the aggregates into molecularly dispersed free polymer chains. Titration of the aqueous solution of the self-assembly of C60-PMOVE with γ-CD indicated the possible formation of inclusion complexes of C60-PMOVE and γ-CD, and this binding process occurs in a positive cooperative manner. PMID:25658224

  5. Poly(arlyene ether sulfone) based semi-interpenetrating polymer network membranes containing cross-linked poly(vinyl phosphonic acid) chains for fuel cell applications at high temperature and low humidity conditions

    NASA Astrophysics Data System (ADS)

    Kim, Kihyun; Heo, Pilwon; Ko, Taeyun; Kim, Ki-hyun; Kim, Sung-Kon; Pak, Chanho; Lee, Jong-Chan

    2015-10-01

    Semi-interpenetrating polymer network (semi-IPN) membranes are prepared by in-situ casting and thermal-initiated radical polymerization of vinyl phosphonic acid (VPA) and bis(2-(methacryloyloxy)ethyl) phosphate (BMAEP) in N,N-dimethylacetamide solutions of sulfonated poly(arylene ether sulfone) (SPAES). The incorporation of VPA units into the SPAES membranes improves proton conductivity especially at high temperature and low humidity conditions. In addition the cross-linker, BMAEP, prevents the decrease of the mechanical and chemical stabilities by the aliphatic linear poly(vinyl phosphonic acid) chains in the semi-IPN membranes, and furthermore the phosphonic acid group in BMAEP can prevent the decrease of the proton conductivity by the formation of cross-linked structures. Therefore, the resulting semi-IPN membranes show high proton conductivities up to 15 mS cm-1 at 120 °C and 40% RH. The fuel cell performance (187 mW cm-2 at 120 °C and 40% RH) of membrane-electrode assembly (MEA) from the semi-IPN membrane is found to be superior to that (145 mW cm-2 at 120 °C and 40% RH) of MEA from the SPAES membrane. The durability test result at the operating conditions indicates that the semi-IPN membrane is electrochemically very stable maintaining the low hydrogen cross-over and high power densities.

  6. Thermo-responsive cell culture carriers based on poly(vinyl methyl ether)—the effect of biomolecular ligands to balance cell adhesion and stimulated detachment

    NASA Astrophysics Data System (ADS)

    Teichmann, Juliane; Nitschke, Mirko; Pette, Dagmar; Valtink, Monika; Gramm, Stefan; Härtel, Frauke V.; Noll, Thomas; Funk, Richard H. W.; Engelmann, Katrin; Werner, Carsten

    2015-08-01

    Two established material systems for thermally stimulated detachment of adherent cells were combined in a cross-linked polymer blend to merge favorable properties. Through this approach poly(N-isopropylacrylamide) (PNiPAAm) with its superior switching characteristic was paired with a poly(vinyl methyl ether)-based composition that allows adjusting physico-chemical and biomolecular properties in a wide range. Beyond pure PNiPAAm, the proposed thermo-responsive coating provides thickness, stiffness and swelling behavior, as well as an apposite density of reactive sites for biomolecular functionalization, as effective tuning parameters to meet specific requirements of a particular cell type regarding initial adhesion and ease of detachment. To illustrate the strength of this approach, the novel cell culture carrier was applied to generate transplantable sheets of human corneal endothelial cells (HCEC). Sheets were grown, detached, and transferred onto planar targets. Cell morphology, viability and functionality were analyzed by immunocytochemistry and determination of transepithelial electrical resistance (TEER) before and after sheet detachment and transfer. HCEC layers showed regular morphology with appropriate TEER. Cells were positive for function-associated marker proteins ZO-1, Na+/K+-ATPase, and paxillin, and extracellular matrix proteins fibronectin, laminin and collagen type IV before and after transfer. Sheet detachment and transfer did not impair cell viability. Subsequently, a potential application in ophthalmology was demonstrated by transplantation onto de-endothelialized porcine corneas in vitro. The novel thermo-responsive cell culture carrier facilitates the generation and transfer of functional HCEC sheets. This paves the way to generate tissue engineered human corneal endothelium as an alternative transplant source for endothelial keratoplasty.

  7. [Analysis of phenolic compounds in aqueous samples by gas chromatography coupled with headspace solid-phase microextraction using poly (phthalazine ether sulfone ketone) coated fiber].

    PubMed

    Yao, Guiyan; Guan, Wenna; Xu, Feng; Wang, Hua; Guan, Yafeng

    2008-09-01

    The direct trace analysis of phenolic compounds in aqueous samples was performed by headspace solid-phase microextraction/gas chromatography (HS-SPME/GC). A laboratory made poly (phthalazine ether sulfone ketone) (PPESK, 30 microm) coated fiber was used to extract the phenols from aqueous samples. The parameters affecting the extraction efficiency, such as extraction temperature and time, pH value, and salt concentration, were optimized. The low pH value and high salt concentration can increase the extraction efficiency of phenols. The limits of detection (LODs) were from 0.003 to 0.041 microg/L, which were within the range of EPA Method 604. The relative standard deviations (RSDs) were less than 16%. Compared with commercial polyacrylate (PA) fiber (85 microm), the PPESK fiber shows high affinity toward phenolic compounds, and therefore, high absolute recoveries. The phenols were detected with the recoveries of 100.5%-111.8% for a tap water sample and 94.8%-117.3% for a seawater sample at the spiked level of 20 microg/L.

  8. Comparison of proton conducting polymer electrolyte membranes prepared from multi-block and random copolymers based on poly(arylene ether ketone)

    NASA Astrophysics Data System (ADS)

    Kang, Kyuhyun; Kim, Dukjoon

    2015-05-01

    Multi-block and random copolymers based on poly(arylene ether ketone) with the similar IEC values are synthesized. The chemical structure of the hydrophobic and hydrophilic oligomers and the copolymers synthesized from them is identified using 1H - and 19F- nuclear magnetic resonance (NMR) spectroscopy, attenuated total reflection fourier transform infrared (ATR-FTIR) spectroscopy, and gel permeation chromatography (GPC). The development of distinguished hydrophobic-hydrophilic phase separation is confirmed by small-angle X-ray scattering (SAXS) spectroscopy. The proton conductivity and water uptake along with the thermal, mechanical, oxidative stabilities are measured to investigate the effect of the copolymer structure on the membrane properties. While water uptake is similar with respect to each other, the proton conductivity of the multi-block copolymer membrane is higher than that of random one at the same levels of IEC. It results from much more distinct hydrophobic-hydrophilic phase separation formed in the multi-block copolymer membrane than the random one. The ion cluster dimension of the multi-block copolymer membranes is larger than that of the random copolymer membranes from the SAXS analysis. Also, the ion cluster dimension distribution of the block copolymer membranes is much narrower than that of random ones. The multi-block copolymer membranes illustrate superior oxidation stability to the random copolymer membrane due to the same phase separation difference.

  9. Thickness Dependence of Bovine Serum Albumin Adsorption on Thin Thermoresponsive Poly(diethylene glycol) Methyl Ether Methacrylate Brushes by Surface Plasmon Resonance Measurements.

    PubMed

    Wassel, Ekram; Jiang, Siyu; Song, Qimeng; Vogt, Stephan; Nöll, Gilbert; Druzhinin, Sergey I; Schönherr, Holger

    2016-09-13

    This study reports on the dependence of the temperature-induced changes in the properties of thin thermoresponsive poly(diethylene glycol) methyl ether methacrylate (PDEGMA) layers of end-tethered chains on polymer thickness and grafting density. PDEGMA layers with a dry ellipsometric thickness of 5-40 nm were synthesized by surface-initiated atom transfer radical polymerization on gold. To assess the temperature-induced changes, the adsorption of bovine serum albumin (BSA) was investigated systematically as a function of film thickness, temperature, and grafting density by surface plasmon resonance (SPR), complemented by wettability and quartz crystal microbalance with dissipation monitoring (QCM-D) measurements. BSA adsorption on PDEGMA brushes is shown to differ significantly above and below an apparent transition temperature. This surface transition temperature was found to depend linearly on the PDEGMA thickness and changed from 35 °C at 5 nm thickness to 48 °C at 23 nm. Similarly, a change of the grafting density enables the adjustment of this transition temperature presumably via a transition from the mushroom to the brush regime. Finally, BSA that adsorbed irreversibly on polymer brushes at temperatures above the transition temperature can be desorbed by reducing the temperature to 25 °C, underlining the reversibly switchable properties of PDEGMA brushes in response to temperature changes.

  10. Imidazolium-Functionalized Poly(arylene ether sulfone) Anion-Exchange Membranes Densely Grafted with Flexible Side Chains for Fuel Cells.

    PubMed

    Guo, Dong; Lai, Ao Nan; Lin, Chen Xiao; Zhang, Qiu Gen; Zhu, Ai Mei; Liu, Qing Lin

    2016-09-28

    With the intention of optimizing the performance of anion-exchange membranes (AEMs), a set of imidazolium-functionalized poly(arylene ether sulfone)s with densely distributed long flexible aliphatic side chains were synthesized. The membranes made from the as-synthesized polymers are robust, transparent, and endowed with microphase segregation capability. The ionic exchange capacity (IEC), hydroxide conductivity, water uptake, thermal stability, and alkaline resistance of the AEMs were evaluated in detail for fuel cell applications. Morphological observation with the use of atomic force microscopy and small-angle X-ray scattering reveals that the combination of high-local-density-type and side-chain-type architectures induces distinguished nanophase separation in the AEMs. The as-prepared membranes have advantages in effective water management and ionic conductivity over traditional main-chain polymers. Typically, the conductivity and IEC were in the ranges of 57.3-112.5 mS cm(-1) and 1.35-1.84 mequiv g(-1) at 80 °C, respectively. Furthermore, the membranes exhibit good thermal and alkaline stability and achieve a peak power density of 114.5 mW cm(-2) at a current density of 250.1 mA cm(-2). Therefore, the present polymers containing clustered flexible pendent aliphatic imidazolium promise to be attractive AEM materials for fuel cells. PMID:27579786

  11. Preparation and characterization of mucoadhesive nanoparticles of poly (methyl vinyl ether-co-maleic anhydride) containing glycyrrhizic acid intended for vaginal administration.

    PubMed

    Aguilar-Rosas, Irene; Alcalá-Alcalá, Sergio; Llera-Rojas, Viridiana; Ganem-Rondero, Adriana

    2015-01-01

    Traditional vaginal preparations reside in the vaginal cavity for relatively a short period of time, requiring multiple doses in order to attain the desired therapeutic effect. Therefore, mucoadhesive systems appear to be appropriate to prolong the residence time in the vaginal cavity. In the current study, mucoadhesive nanoparticles based on poly(methyl vinyl ether-co-maleic anhydride) (PVM/MA) intended for vaginal delivery of glycyrrhizic acid (GA) (a drug with well-known antiviral properties) were prepared and characterized. Nanoparticles were generated by a solvent displacement method. Incorporation of GA was performed during nanoprecipitation, followed by adsorption of drug once nanoparticles were formed. The prepared nanoparticles were characterized in terms of size, Z-potential, morphology, drug loading, interaction of GA with PVM/MA (by differential scanning calorimetry) and the in vitro interaction of nanoparticles with pig mucin (at two pH values, 3.6 and 5; with and without GA adsorbed). The preparation method led to nanoparticles of a mean diameter of 198.5 ± 24.3 nm, zeta potential of -44.8 ± 2.8 mV and drug loading of 15.07 ± 0.86 µg/mg polymer. The highest mucin interaction resulted at pH 3.6 for nanoparticles without GA adsorbed. The data obtained suggest the promise of using mucoadhesive nanoparticles of PVM/MA for intravaginal delivery of GA.

  12. High Dielectric Constants of Composites of Fiber-Like Copper Phthalocyanine-Coated Graphene Oxide Embedded in Poly(arylene Ether Nitriles)

    NASA Astrophysics Data System (ADS)

    Li, Jingwei; Pu, Zejun; Wang, Zicheng; Long, Ya; Jia, Kun; Liu, Xiaobo

    2015-07-01

    The surfaces of graphene oxide (GO) sheets were coated with fiber-like copper phthalocyanine (CuPc) by use of a solvothermal process. The product, GO@ CuPc, was used as a filler in high-performance poly(arylene ether nitrile) (PEN) composites. Films of the composites had high thermal stability, and glass-transition temperatures in the range 170-182°C. Thermogravimetric analysis revealed their initial decomposition temperatures were in the range 470-483°C. Scanning electron microscopy showed that dispersion of GO@ CuPc in PEN was much better than that of unmodified GO; this can be attributed to relatively strong interaction between GO@CuPc and the PEN matrix. All the composite films were highly flexible and had enhanced mechanical properties. Tensile strengths of the composites were as high as 89 MPa in the presence of 1 wt.% GO@CuPc, an increase of 20% compared with pure PEN film. Dielectric constants of the composite films were as high as 52 at 100 Hz when the GO@CuPc content was 5%. Because of these excellent mechanical and dielectric properties, PEN/GO@CuPc composites have much potential for use as film capacitors.

  13. Synthesis of new poly(ether-urethane-urea)s based on amino acid cyclopeptide and PEG: study of their environmental degradation.

    PubMed

    Rafiemanzelat, Fatemeh; Fathollahi Zonouz, Abolfazl; Emtiazi, Giti

    2013-02-01

    Conventional polyurethanes (PUs) are among biomaterials not intended to degrade but are susceptible to hydrolytic, oxidative and enzymatic degradation in vivo. Biodegradable PUs are typically prepared from polyester polyols, aliphatic diisocyanates and chain extenders. In this work we have developed a degradable monomer based on α-amino acid to accelerate hard segment degradation. Thus a new class of degradable poly(ether-urethane-urea)s (PEUUs) was synthesized via direct reaction of 4,4'-methylene-bis(4-phenylisocyanate) (MDI), L-leucine anhydride (LA) and polyethylene glycol with molecular weight of 1,000 (PEG-1000) as polyether soft segment. The resulting polymers are environmentally biodegradable and thermally stable. Decomposition temperatures for 5 % weight loss occurred above 300 °C by TGA in nitrogen atmospheres. Some structural characterization and physical properties of these polymers before and after degradation in soil, river water and sludge are reported. The environmental degradation of the polymer films was investigated by SEM, FTIR, TGA, DSC, GPC and XRD techniques. A significant rate of degradation occurred in PEUU samples under river water and sludge condition. The polymeric films were not toxic to E. coli (Gram negative), Staphylococcus aureus and Micrococcus (Gram positive) bacteria and showed good biofilm formation on polymer surface. Our results show that hard segment degraded selectively as much as soft segment and these polymers are susceptible to degradation in soil and water. Thus our study shows that new environment-friendly polyurethane, which can degrade in soil, river water and sludge, is synthesized.

  14. Luteinizing hormone-releasing hormone targeted poly(methyl vinyl ether maleic acid) nanoparticles for doxorubicin delivery to MCF-7 breast cancer cells.

    PubMed

    Varshosaz, Jaleh; Jahanian-Najafabadi, Ali; Ghazzavi, Jila

    2016-08-01

    The purpose of this study was to design a targeted anti-cancer drug delivery system for breast cancer. Therefore, doxorubicin (DOX) loaded poly(methyl vinyl ether maleic acid) nanoparticles (NPs) were prepared by ionic cross-linking method using Zn(2+) ions. To optimise the effect of DOX/polymer ratio, Zn/polymer ratio, and stirrer rate a full factorial design was used and their effects on particle size, zeta potential, loading efficiency (LE, %), and release efficiency in 72 h (RE72, %) were studied. Targeted NPs were prepared by chemical coating of tiptorelin/polyallylamin conjugate on the surface of NPs by using 1-ethyl-3-(3-dimethylaminopropyl) carboiimid HCl as cross-linking agent. Conjugation efficiency was measured by Bradford assay. Conjugated triptorelin and targeted NPs were studied by Fourier-transform infrared spectroscopy (FTIR). The cytotoxicity of DOX loaded in targeted NPs and non-targeted ones were studied on MCF-7 cells which overexpress luteinizing hormone-releasing hormone (LHRH) receptors and SKOV3 cells as negative LHRH receptors using Thiazolyl blue tetrazolium bromide assay. The best results obtained from NPs prepared by DOX/polymer ratio of 5%, Zn/polymer ratio of 50%, and stirrer rate of 960 rpm. FTIR spectrum confirmed successful conjugation of triptorelin to NPs. The conjugation efficiency was about 70%. The targeted NPs showed significantly less IC50 for MCF-7 cells compared to free DOX and non-targeted NPs. PMID:27463791

  15. Organic-inorganic crosslinked and hybrid membranes derived from sulfonated poly(arylene ether sulfone)/silica via sol-gel process

    NASA Astrophysics Data System (ADS)

    Feng, Shaoguang; Shang, Yuming; Wang, Yingzi; Xie, Xiaofeng; Mathur, V. K.; Xu, Jingming

    A series of covalently crosslinkable organic-inorganic hybrid membranes have been prepared from sulfonated poly(arylene ether sulfone) (SPAES) with pendant propenyl moiety and various amounts of vinyl substituted silica via sol-gel process which are then thermally crosslinked in the presence of benzoyl peroxide (BPO) initiator. The obtained membranes are characterized in terms of oxidative stability, thermal property, ion exchange capacity (IEC), water uptake, swelling ratio in methanol aqueous solution, proton conductivity, and methanol permeability coefficient. The results indicate that the oxidative stability and thermal stability of the hybrid membranes are improved. Moreover, introduction of silica reduces the water uptake and methanol swelling of membranes. The swelling ratio of membranes in 2 mol L -1 methanol aqueous solution at 80 °C slowly decreases from 26 to 19% with the increase of SiO 2 content from 0 to 12 wt.%. Furthermore, with the increase in silica content, the methanol permeability coefficient of the hybrid membranes decreases at first and then increases. When the silica content reaches 8 wt.%, the methanol permeability coefficient is at the minimum of 6.02 × 10 -7 cm 2 s -1, a 2.64-fold decrease compared with that of the pristine SPAES membrane. Moreover, the proton conductivity is found to be at about 95% of that of pristine polymer at that silica content.

  16. Imidazolium-Functionalized Poly(arylene ether sulfone) Anion-Exchange Membranes Densely Grafted with Flexible Side Chains for Fuel Cells.

    PubMed

    Guo, Dong; Lai, Ao Nan; Lin, Chen Xiao; Zhang, Qiu Gen; Zhu, Ai Mei; Liu, Qing Lin

    2016-09-28

    With the intention of optimizing the performance of anion-exchange membranes (AEMs), a set of imidazolium-functionalized poly(arylene ether sulfone)s with densely distributed long flexible aliphatic side chains were synthesized. The membranes made from the as-synthesized polymers are robust, transparent, and endowed with microphase segregation capability. The ionic exchange capacity (IEC), hydroxide conductivity, water uptake, thermal stability, and alkaline resistance of the AEMs were evaluated in detail for fuel cell applications. Morphological observation with the use of atomic force microscopy and small-angle X-ray scattering reveals that the combination of high-local-density-type and side-chain-type architectures induces distinguished nanophase separation in the AEMs. The as-prepared membranes have advantages in effective water management and ionic conductivity over traditional main-chain polymers. Typically, the conductivity and IEC were in the ranges of 57.3-112.5 mS cm(-1) and 1.35-1.84 mequiv g(-1) at 80 °C, respectively. Furthermore, the membranes exhibit good thermal and alkaline stability and achieve a peak power density of 114.5 mW cm(-2) at a current density of 250.1 mA cm(-2). Therefore, the present polymers containing clustered flexible pendent aliphatic imidazolium promise to be attractive AEM materials for fuel cells.

  17. Phenolphthalein-based Poly(arylene ether sulfone nitrile)s Multiblock Copolymers As Anion Exchange Membranes for Alkaline Fuel Cells.

    PubMed

    Lai, Ao Nan; Wang, Li Sha; Lin, Chen Xiao; Zhuo, Yi Zhi; Zhang, Qiu Gen; Zhu, Ai Mei; Liu, Qing Lin

    2015-04-22

    A series of phenolphthalein-based poly(arylene ether sulfone nitrile)s (PESN) multiblock copolymers containing 1-methylimidazole groups (ImPESN) were synthesized to prepare anion exchange membranes (AEMs) for alkaline fuel cells. The ion groups were introduced selectively and densely on the unit of phenolphthalein as the hydrophilic segments, allowing for the formation of ion clusters. Strong polar nitrile groups were introduced into the hydrophobic segments with the intention of improving the dimensional stability of the AEMs. A well-controlled multiblock structure was responsible for the well-defined hydrophobic/hydrophilic phase separation and interconnected ion-transport channels, as confirmed by atomic force microscopy and small angle X-ray scattering. The ImPESN membranes with low swelling showed a relatively high water uptake, high hydroxide ion conductivity together with good mechanical, thermal and alkaline stability. The ionic conductivity of the membranes was in the range of 3.85-14.67×10(-2) S·cm(-1) from 30 to 80 °C. Moreover, a single H2/O2 fuel cell with the ImPESN membrane showed an open circuit voltage of 0.92 V and a maximum power density of 66.4 mW cm(-2) at 60 °C.

  18. Thickness Dependence of Bovine Serum Albumin Adsorption on Thin Thermoresponsive Poly(diethylene glycol) Methyl Ether Methacrylate Brushes by Surface Plasmon Resonance Measurements.

    PubMed

    Wassel, Ekram; Jiang, Siyu; Song, Qimeng; Vogt, Stephan; Nöll, Gilbert; Druzhinin, Sergey I; Schönherr, Holger

    2016-09-13

    This study reports on the dependence of the temperature-induced changes in the properties of thin thermoresponsive poly(diethylene glycol) methyl ether methacrylate (PDEGMA) layers of end-tethered chains on polymer thickness and grafting density. PDEGMA layers with a dry ellipsometric thickness of 5-40 nm were synthesized by surface-initiated atom transfer radical polymerization on gold. To assess the temperature-induced changes, the adsorption of bovine serum albumin (BSA) was investigated systematically as a function of film thickness, temperature, and grafting density by surface plasmon resonance (SPR), complemented by wettability and quartz crystal microbalance with dissipation monitoring (QCM-D) measurements. BSA adsorption on PDEGMA brushes is shown to differ significantly above and below an apparent transition temperature. This surface transition temperature was found to depend linearly on the PDEGMA thickness and changed from 35 °C at 5 nm thickness to 48 °C at 23 nm. Similarly, a change of the grafting density enables the adjustment of this transition temperature presumably via a transition from the mushroom to the brush regime. Finally, BSA that adsorbed irreversibly on polymer brushes at temperatures above the transition temperature can be desorbed by reducing the temperature to 25 °C, underlining the reversibly switchable properties of PDEGMA brushes in response to temperature changes. PMID:27531168

  19. 40 CFR 721.3488 - Poly(oxy-1,2-ethanediyl), alpha substituted-omega-hydroxy-, C16-20 alkyl ethers.

    Code of Federal Regulations, 2013 CFR

    2013-07-01

    ... substituted-omega-hydroxy-, C16-20 alkyl ethers. 721.3488 Section 721.3488 Protection of Environment... substituted-omega-hydroxy-, C16-20 alkyl ethers. (a) Chemical substance and significant new uses subject to...-omega-hydroxy-, C16-20 alkyl ethers (PMN P-87-323) is subject to reporting under this section for...

  20. 40 CFR 721.3488 - Poly(oxy-1,2-ethanediyl), alpha substituted-omega-hydroxy-, C16-20 alkyl ethers.

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... substituted-omega-hydroxy-, C16-20 alkyl ethers. 721.3488 Section 721.3488 Protection of Environment... substituted-omega-hydroxy-, C16-20 alkyl ethers. (a) Chemical substance and significant new uses subject to...-omega-hydroxy-, C16-20 alkyl ethers (PMN P-87-323) is subject to reporting under this section for...

  1. 40 CFR 721.3488 - Poly(oxy-1,2-ethanediyl), alpha substituted-omega-hydroxy-, C16-20 alkyl ethers.

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... substituted-omega-hydroxy-, C16-20 alkyl ethers. 721.3488 Section 721.3488 Protection of Environment... substituted-omega-hydroxy-, C16-20 alkyl ethers. (a) Chemical substance and significant new uses subject to...-omega-hydroxy-, C16-20 alkyl ethers (PMN P-87-323) is subject to reporting under this section for...

  2. 40 CFR 721.3488 - Poly(oxy-1,2-ethanediyl), alpha substituted-omega-hydroxy-, C16-20 alkyl ethers.

    Code of Federal Regulations, 2012 CFR

    2012-07-01

    ... substituted-omega-hydroxy-, C16-20 alkyl ethers. 721.3488 Section 721.3488 Protection of Environment... substituted-omega-hydroxy-, C16-20 alkyl ethers. (a) Chemical substance and significant new uses subject to...-omega-hydroxy-, C16-20 alkyl ethers (PMN P-87-323) is subject to reporting under this section for...

  3. 40 CFR 721.3488 - Poly(oxy-1,2-ethanediyl), alpha substituted-omega-hydroxy-, C16-20 alkyl ethers.

    Code of Federal Regulations, 2014 CFR

    2014-07-01

    ... substituted-omega-hydroxy-, C16-20 alkyl ethers. 721.3488 Section 721.3488 Protection of Environment... substituted-omega-hydroxy-, C16-20 alkyl ethers. (a) Chemical substance and significant new uses subject to...-omega-hydroxy-, C16-20 alkyl ethers (PMN P-87-323) is subject to reporting under this section for...

  4. Reactive calcium-phosphate-containing poly(ester-co-ether) methacrylate bone adhesives: setting, degradation and drug release considerations.

    PubMed

    Zhao, Xin; Olsen, Irwin; Pratten, Jonathan; Knowles, Jonathan C; Young, Anne M

    2011-09-01

    This study has investigated novel bone adhesives consisting of fluid photo-polymerizable poly(lactide-co-propylene glycol-co-lactide)dimethacrylate (PGLA-DMA) mixed with systematically varying fillers of β-tricalcium phosphate (β-TCP) and monocalcium phosphate monohydrate (MCPM), for the delivery of an antibacterial drug chlorhexidine (CHX). All formulations were found to polymerize fully within 200 s after exposure to blue light. In addition, water sorption by the polymerized materials catalyzed varying filler conversion to dicalcium phosphate (DCP) (i.e. brushite and monetite). With greater DCP levels, faster degradation was observed. Moreover, increase in total filler content enhanced CHX release, associated with higher antibacterial activity. These findings thus suggest that such rapid-setting and degradable adhesives with controllable drug delivery property could have potential clinical value as bone adhesives with antibacterial activity.

  5. Reactive calcium-phosphate-containing poly(ester-co-ether) methacrylate bone adhesives: chemical, mechanical and biological considerations.

    PubMed

    Zhao, Xin; Olsen, Irwin; Li, Haoying; Gellynck, Kris; Buxton, Paul G; Knowles, Jonathan C; Salih, Vehid; Young, Anne M

    2010-03-01

    A poly(propylene glycol-co-lactide) dimethacrylate adhesive with monocalcium phosphate monohydrate (MCPM)/beta-tricalcium phosphate (beta-TCP) fillers in various levels has been investigated. Water sorption by the photo-polymerized materials catalyzed varying filler conversion to dicalcium phosphate (DCP). Polymer modulus was found to be enhanced upon raising total calcium phosphate content. With greater DCP levels, faster release of phosphate and calcium ions and improved buffering of polymer degradation products were observed. This could reduce the likelihood of pH-catalyzed bulk degradation and localized acid production and thereby may prevent adverse biological responses. Bone-like MG-63 cells were found to attach, spread and have normal morphology on both the polymer and composite surfaces. Moreover, composites implanted into chick embryo femurs became closely apposed to the host tissue and did not appear to induce adverse immunological reaction. The above results suggest that the new composite materials hold promise as clinical effective bone adhesives.

  6. The Taylor impact and high strain-rate response of poly(chlorotrifluoroethylene) PCTFE, poly(ether-etherketone) PEEK and Kel-F 800

    NASA Astrophysics Data System (ADS)

    Rae, Philip

    2005-07-01

    The mechanical properties of PCTFE, PEEK and Kel-F 800 have been investigated over a range of temperatures using both the Taylor impact geometry and Hopkinson bars. PCTFE and PEEK are both industrially important polymers. Kel-F 800 (comprising 75wt% PCTFE and 25wt% poly(vinylidene fluoride) PVDF) was a 3M product that is still used as a binder material in polymer bonded explosives. Compression and tensile Hopkinson bars have been used to generate stress vs. strain data over a range of temperatures for each polymer. Additionally, quasi-static tension and compression data has been collected with respect to strain-rate and temperature for comparison. The Taylor impact geometry has been used to study the ballistic response. High-speed photography was used to quantify sample deformation as a function of time. In each material, a transition velocity is identified between a ductile plastic response involving sample bulging and a brittle response initiated by cracking. Post-shot microscopy has been undertaken to elucidate failure mechanisms.

  7. Influence of N-phthaloyl chitosan on poly (ether imide) ultrafiltration membranes and its application in biomolecules and toxic heavy metal ion separation and their antifouling properties

    NASA Astrophysics Data System (ADS)

    Kanagaraj, P.; Nagendran, A.; Rana, D.; Matsuura, T.; Neelakandan, S.; Karthikkumar, T.; Muthumeenal, A.

    2015-02-01

    N-phthaloyl chitosan (NPHCs), which could be dissolved in various organic solvents, is synthesized for the modification of poly (ether imide) (PEI) ultrafiltration membrane. Blend membrane with 2 wt% NPHCs exhibited higher pure water flux (112.2 l m-2 h-1), higher water content (63.4%) and lower hydraulic resistance (3 kPa/l m-2 h-1). The top surface morphology of the control PEI membrane changed from a dense surface to visible pores with the increase in NPHCs concentration. The surface roughness of PEI membranes increased with an increase in NPHCs concentration in the casting solution. Application studies were carried out to find the rejection and permeate flux of proteins such as bovine serum albumin (BSA), egg albumin (EA), pepsin and trypsin and toxic heavy metal ions such as Cr(III), Zn(II), Cd(II) and Pb(II). The result shows that the flux and separation performances are dependent upon the content of NPHCs. Furthermore, the blend membranes were subjected to the determination of pore statistics and MWCO. It was found that the blending of NPHCs into the PEI membrane had a visible effect upon MWCO and pore size. The significant effect of hydrophilicity of NPHCs on the fouling of PEI/NPHCs blend membranes by BSA was also discussed. It was found that the blend membranes with 2 wt% NPHCs content had a higher FRR (88.6%), higher reversible fouling (23.7%) and lower irreversible fouling (11.4%) which explained their improved antifouling properties. Thus, the modified chitosan proved to play an important role in the improvement of UF membrane performance.

  8. Novel ether-linkages containing aliphatic copolyesters of poly(butylene 1,4-cyclohexanedicarboxylate) as promising candidates for biomedical applications.

    PubMed

    Gigli, Matteo; Lotti, Nadia; Vercellino, Marco; Visai, Livia; Munari, Andrea

    2014-01-01

    A new class of biodegradable and biocompatible poly(butylene 1,4-cyclohexanedicarboxylate) based random copolymers are proposed for biomedical applications. The introduction of ether-oxygen containing BDG sequences along the PBCE macromolecular chain is expected to remarkably improve chain flexibility and surface hydrophilicity due to the presence of highly electronegative oxygen atoms. P(BCExBDGy) copolymers were synthesized by polycondensation. The homopolymer PBCE and three copolymers, namely (P(BCE70BDG30), P(BCE55BDG45) and P(BCE40BDG60)) were characterized from the molecular, thermal, structural and mechanical point of view. Hydrolytic degradation studies in the presence and absence of hog-pancreas lipase were performed under physiological conditions. To evaluate the diffusion profile of small molecules through the polymer matrix, the release behaviour of fluorescein isothiocyanate (FITC) was investigated. For biocompatibility studies, cell adhesion and proliferation of murine fibroblast (L929) and endocrine pancreatic (INS-1) cells were performed on each polymeric film. Results showed that solid-state properties can be tailored by simply varying copolymers' composition. Crystallinity degree and hydrophobicity significantly decreased with the increase of BDG co-unit mol%. Moreover, mechanical properties and biodegradability of PBCE, both depending on crystallinity degree, were remarkably improved: P(BCE40BDG60) showed an elastomeric behaviour with εb over 600% and, as regard to biodegradability, after 98days it lost over 60% of its initial weight if incubated in the presence of the pancreatic lipase. Lastly, the newly developed biomaterials resulted not cytotoxic with both types of cells and could be properly tailored for biomedical applications varying the content of BDG co-unit mol%.

  9. Molecular engineering of liquid crystal polymers by living polymerization. Part 11: Synthesis and characterization of poly(11-((4-cyano 4'trans-a-cyanostilbene)oxy)undecanyl vinyl ether)

    NASA Astrophysics Data System (ADS)

    Percec, Virgil; Gomes, A. S.; Lee, M.

    1991-04-01

    A convenient method for the synthesis of 11 (4-cyano-4' trans-alpha cyanostibene) oxyundecanyl vinyl ether (6) which is the first member of a new class of mesogenic monomers is described. The polymerization of 6 initiated with CF3SO3H/S(CH3)2 in methylene chloride proceeds through a living cationic mechanism leading to polymers with controllable molecular weights and polydispersities narrower than 1.10. The mesomorphic behavior of both 6 and poly(6)s with various molecular weights was determined by using a combination of thermal optical polarized microscopy and differential scanning calorimetry. Six is only crystalline. Poly(6)s with degrees of polymerization from 4 to 30 exhibit an enantiotropic smectic A mesophase and side chain crystallization.

  10. Multifunctional Poly(methyl vinyl ether-co-maleic anhydride)-graft-hydroxypropyl-β-cyclodextrin Amphiphilic Copolymer as an Oral High-Performance Delivery Carrier of Tacrolimus.

    PubMed

    Zhang, Dong; Pan, Xiaolei; Wang, Shang; Zhai, Yinglei; Guan, Jibin; Fu, Qiang; Hao, Xiaoli; Qi, Wanpeng; Wang, Yingli; Lian, He; Liu, Xiaohong; Wang, Yongjun; Sun, Yinghua; He, Zhonggui; Sun, Jin

    2015-07-01

    In order to improve oral bioavailability of tacrolimus (FK506), a novel poly(methyl vinyl ether-co-maleic anhydride)-graft-hydroxypropyl-β-cyclodextrin amphiphilic copolymer (CD-PVM/MA) is developed, combining the bioadhesiveness of PVM/MA, P-glycoprotein (P-gp), and cytochrome P450-inhibitory effect of CD into one. The FK506-loaded nanoparticles (CD-PVM/MA-NPs) were obtained by solvent evaporation method. The physiochemical properties and intestinal absorption mechanism of FK506-loaded CD-PVM/MA-NPs were characterized, and the pharmacokinetic behavior was investigated in rats. FK506-loaded CD-PVM/MA-NPs exhibited nanometer-sized particles of 273.7 nm, with encapsulation efficiency as high as 73.3%. FK506-loaded CD-PVM/MA-NPs maintained structural stability in the simulated gastric fluid, and about 80% FK506 was released within 24 h in the simulated intestinal fluid. The permeability of FK506 was improved dramatically by CD-PVM/MA-NPs compared to its solution, probably due to the synergistic inhibition effect of P-gp and cytochrome P450 3A (CYP3A). The intestinal biodistribution of fluorescence-labeled CD-PVM/MA-NPs confirmed its good bioadhesion to the rat intestinal wall. Two endocytosis pathways, clathrin- and caveolae-mediated endocytosis, were involved in the cellular uptake of CD-PVM/MA-NPs. The important role of lymphatic transport in nanoparticles' access to the systemic circulation, about half of the contribution to oral bioavailability, was observed in mesenteric lymph duct ligated rats. The AUC0-24 of FK506 loaded in nanoparticles was enhanced up to 20-fold compared to FK506 solutions after oral administration. The present study suggested that the novel multifunctional CD-PVM/MA is a promising efficient oral delivery carrier for FK506, due to its ability in solubilization, inhibitory effects on both P-gp and CYP 3A, high bioadhesion, and sustained release capability. PMID:26024817

  11. Supramolecular side-chain poly[2]pseudorotaxanes formed by orthogonal coordination-driven self-assembly and crown-ether-based host-guest interactions.

    PubMed

    Xing, Hao; Wei, Peifa; Yan, Xuzhou

    2014-06-01

    The themes of coordination-driven self-assembly, host-guest interactions, and supramolecular polymerization are unified in an orthogonal noninterfering fashion to deliver side-chain poly[2]pseudorotaxanes. Specifically, a bis(p-phenylene)-34-crown-10 derivative 1 bearing two pyridyl groups polymerizes into a side-chain poly[2]pseudorotaxane upon the addition of di-Pt(II) acceptor 4 in the presence of paraquat. Interestingly, by adding a competitive guest 3, the poly[2]pseudorotaxane can realize a conversion in one pot.

  12. Supramolecular side-chain poly[2]pseudorotaxanes formed by orthogonal coordination-driven self-assembly and crown-ether-based host-guest interactions.

    PubMed

    Xing, Hao; Wei, Peifa; Yan, Xuzhou

    2014-06-01

    The themes of coordination-driven self-assembly, host-guest interactions, and supramolecular polymerization are unified in an orthogonal noninterfering fashion to deliver side-chain poly[2]pseudorotaxanes. Specifically, a bis(p-phenylene)-34-crown-10 derivative 1 bearing two pyridyl groups polymerizes into a side-chain poly[2]pseudorotaxane upon the addition of di-Pt(II) acceptor 4 in the presence of paraquat. Interestingly, by adding a competitive guest 3, the poly[2]pseudorotaxane can realize a conversion in one pot. PMID:24819441

  13. Ether production

    SciTech Connect

    Harandi, M.N.; Owen, H.

    1991-05-14

    This patent describes a multistage process for etherifying a mixed C{sub 4} + olefinic hydrocarbon feedstock containing isoalkene. It comprises: contacting the olefinic feedstock and aliphatic alcohol in a first reaction stage under partial etherification conditions with a regenerable inorganic metal oxide acid solid catalyst to convert a major amount of the isoalkene to C{sub 5} + tertiary-alkyl ether; recovering a reactant effluent from the first stage containing ether product, unreacted alcohol and unreacted olefin including isoalkene; charging the first stage effluent to a second stage catalytic distillation column containing solid acid resin etherification catalyst in a plurality of fixed bed catalysis-distillation zones to complete substantially full etherification of isoalkene; recovering C{sub 5} + ether as a liquid from the catalytic distillation column; regenerating the first stage catalyst to remove feedstock impurity and coke and to acid activity; and continuing ether production with regenerated catalyst.

  14. Crystalline imide/arylene ether copolymers

    NASA Technical Reports Server (NTRS)

    Jensen, Brian J. (Inventor); Hergenrother, Paul M. (Inventor); Bass, Robert G. (Inventor)

    1995-01-01

    Crystalline imide/arylene ether block copolymers are prepared by reacting anhydride terminated poly(amic acids) with amine terminated poly)arylene ethers) in polar aprotic solvents and chemically or thermally cyclodehydrating the resulting intermediate poly(amic acids). The block copolymers of the invention have one glass transition temperature or two, depending on the particular structure and/or the compatibility of the block units. Most of these crystalline block copolymers for tough, solvent resistant films with high tensile properties. While all of the copolymers produced by the present invention are crystalline, testing reveals that copolymers with longer imide blocks or higher imide content have increased crystallinity.

  15. Development of a poly (ether urethane) system for the controlled release of two novel anti-biofilm agents based on gallium or zinc and its efficacy to prevent bacterial biofilm formation

    PubMed Central

    Ma, Hongyan; Darmawan, Erica T.; Zhang, Min; Zhange, Lei; Bryers, James D.

    2013-01-01

    Traditional antibiotic therapy to control medical device-based infections typically fails to clear biofilm infections and may even promote the evolution of antibiotic resistant species. We report here the development of two novel antibiofilm agents; gallium (Ga) or zinc (Zn) complexed with protoporphyrin IX (PP) or mesoprotoporphyrin IX (MP) that are both highly effective in negating suspended bacterial growth and biofilm formation. These chelated gallium or zinc complexes act as iron siderophore analogs, surplanting the natural iron uptake of most bacteria. Poly (ether urethane) (PEU; Biospan®) polymer films were fabricated for the controlled sustained release of the Ga- or Zn-complexes, using an incorporated pore-forming agent, poly (ethylene glycol) (PEG). An optimum formulation containing 8% PEG (MW=1450) in the PEU polymer effectively sustained drug release for at least 3 months. All drug-loaded PEU films exhibited in vitro ≥ 90% reduction of Gram-positive (Staphylococcus epidermidis) and Gram-negative (Pseudomonas aeruginosa) bacteria in both suspended and biofilm culture versus the negative control PEU films releasing nothing. Cytotoxicity and endotoxin evaluation demonstrated no adverse responses to the Ga- or Zn-complex releasing PEU films. Finally, in vivo studies further substantiate the anti-biofilm efficacy of the PEU films releasing Ga- or Zn- complexes. PMID:24140747

  16. Development of a poly(ether urethane) system for the controlled release of two novel anti-biofilm agents based on gallium or zinc and its efficacy to prevent bacterial biofilm formation.

    PubMed

    Ma, Hongyan; Darmawan, Erica T; Zhang, Min; Zhang, Lei; Bryers, James D

    2013-12-28

    Traditional antibiotic therapy to control medical device-based infections typically fails to clear biofilm infections and may even promote the evolution of antibiotic resistant species. We report here the development of two novel antibiofilm agents; gallium (Ga) or zinc (Zn) complexed with protoporphyrin IX (PP) or mesoprotoporphyrin IX (MP) that are both highly effective in negating suspended bacterial growth and biofilm formation. These chelated gallium or zinc complexes act as iron siderophore analogs, supplanting the natural iron uptake of most bacteria. Poly (ether urethane) (PEU; Biospan®) polymer films were fabricated for the controlled sustained release of the Ga- or Zn-complexes, using an incorporated pore-forming agent, poly(ethylene glycol) (PEG). An optimum formulation containing 8% PEG (MW=1450) in the PEU polymer effectively sustained drug release for at least 3months. All drug-loaded PEU films exhibited in vitro ≥ 90% reduction of Gram-positive (Staphylococcus epidermidis) and Gram-negative (Pseudomonas aeruginosa) bacteria in both suspended and biofilm culture versus the negative control PEU films releasing nothing. Cytotoxicity and endotoxin evaluation demonstrated no adverse responses to the Ga- or Zn-complex releasing PEU films. Finally, in vivo studies further substantiate the anti-biofilm efficacy of the PEU films releasing Ga- or Zn- complexes.

  17. Tetrabromodiphenyl ether

    Integrated Risk Information System (IRIS)

    Tetrabromodiphenyl ether ; CASRN 40088 - 47 - 9 Human health assessment information on a chemical substance is included in the IRIS database only after a comprehensive review of toxicity data , as outlined in the IRIS assessment development process . Sections I ( Health Hazard Assessments for Noncar

  18. Pentabromodiphenyl ether

    Integrated Risk Information System (IRIS)

    Pentabromodiphenyl ether ; CASRN 32534 - 81 - 9 Human health assessment information on a chemical substance is included in the IRIS database only after a comprehensive review of toxicity data , as outlined in the IRIS assessment development process . Sections I ( Health Hazard Assessments for Noncar

  19. Hexabromodiphenyl ether

    Integrated Risk Information System (IRIS)

    Hexabromodiphenyl ether ; CASRN 36483 - 60 - 0 Human health assessment information on a chemical substance is included in the IRIS database only after a comprehensive review of toxicity data , as outlined in the IRIS assessment development process . Sections I ( Health Hazard Assessments for Noncarc

  20. Ethyl ether

    Integrated Risk Information System (IRIS)

    Ethyl ether ; CASRN 60 - 29 - 7 Human health assessment information on a chemical substance is included in the IRIS database only after a comprehensive review of toxicity data , as outlined in the IRIS assessment development process . Sections I ( Health Hazard Assessments for Noncarcinogenic Effect

  1. Octabromodiphenyl ether

    Integrated Risk Information System (IRIS)

    Octabromodiphenyl ether ; CASRN 32536 - 52 - 0 Human health assessment information on a chemical substance is included in the IRIS database only after a comprehensive review of toxicity data , as outlined in the IRIS assessment development process . Sections I ( Health Hazard Assessments for Noncarc

  2. Tribromodiphenyl ether

    Integrated Risk Information System (IRIS)

    Tribromodiphenyl ether ; CASRN 49690 - 94 - 0 Human health assessment information on a chemical substance is included in the IRIS database only after a comprehensive review of toxicity data , as outlined in the IRIS assessment development process . Sections I ( Health Hazard Assessments for Noncarci

  3. Nonabromodiphenyl ether

    Integrated Risk Information System (IRIS)

    Nonabromodiphenyl ether ; CASRN 63936 - 56 - 1 Human health assessment information on a chemical substance is included in the IRIS database only after a comprehensive review of toxicity data , as outlined in the IRIS assessment development process . Sections I ( Health Hazard Assessments for Noncarc

  4. Process for making propenyl ethers and photopolymerizable compositions containing them

    DOEpatents

    Crivello, James V.

    1996-01-01

    Propenyl ether monomers of formula V A(OCH.dbd.CHCH.sub.3).sub.n wherein n is an integer from one to six and A is selected from cyclic ethers, polyether and alkanes are disclosed. The monomers are readily polymerized in the presence of cationic photoinitiators, when exposed to actinic radiation, to form poly(propenyl ethers) that are useful for coatings, sealants, varnishes and adhesives. Compositions for preparing polymeric coatings comprising the compounds of formula V together with particular cationic photoinitiators are also disclosed, as are processes for making the monomers from allyl halides and readily available alcohols. The process involves rearranging the resulting allyl ethers to propenyl ethers.

  5. Process for making propenyl ethers and photopolymerizable compositions containing them

    DOEpatents

    Crivello, J.V.

    1996-01-23

    Propenyl ether monomers of formula A(OCH{double_bond}CHCH{sub 3}){sub n} (V) wherein n is an integer from one to six and A is selected from cyclic ethers, polyether, and alkanes are disclosed. The monomers are readily polymerized in the presence of cationic photoinitiators, when exposed to actinic radiation, to form poly(propenyl ethers) that are useful for coatings, sealants, varnishes and adhesives. Compositions for preparing polymeric coatings comprising the compounds of formula V together with particular cationic photoinitiators are also disclosed, as are processes for making the monomers from allyl halides and readily available alcohols. The process involves rearranging the resulting allyl ethers to propenyl ethers.

  6. New Linear and Star-Shaped Thermogelling Poly([R]-3-hydroxybutyrate) Copolymers.

    PubMed

    Barouti, Ghislaine; Liow, Sing Shy; Dou, Qingqing; Ye, Hongye; Orione, Clément; Guillaume, Sophie M; Loh, Xian Jun

    2016-07-18

    The synthesis of multi-arm poly([R]-3-hydroxybutyrate) (PHB)-based triblock copolymers (poly([R]-3-hydroxybutyrate)-b-poly(N-isopropylacrylamide)-b-[[poly(methyl ether methacrylate)-g-poly(ethylene glycol)]-co-[poly(methacrylate)-g-poly(propylene glycol)

  7. Delayed adverse effects of neonatal exposure to polymeric nanoparticle poly(ethylene glycol)-block-polylactide methyl ether on hypothalamic-pituitary-ovarian axis development and function in Wistar rats.

    PubMed

    Rollerova, Eva; Jurcovicova, Jana; Mlynarcikova, Alzbeta; Sadlonova, Irina; Bilanicova, Dagmar; Wsolova, Ladislava; Kiss, Alexander; Kovriznych, Jevgenij; Kronek, Juraj; Ciampor, Fedor; Vavra, Ivo; Scsukova, Sona

    2015-11-01

    We studied delayed effects of neonatal exposure to polymeric nanoparticle poly(ethylene glycol)-block-polylactide methyl ether (PEG-b-PLA) on the endpoints related to pubertal development and reproductive function in female Wistar rats from postnatal day 4 (PND4) to PND 176. Female pups were injected intraperitoneally, daily, from PND4 to PND7 with PEG-b-PLA (20 or 40mg/kg b.w.). Both doses of PEG-b-PLA accelerated the onset of vaginal opening compared with the control group. In the low-dose PEG-b-PLA-treated group, a significantly reduced number of regular estrous cycles, increased pituitary weight due to hyperemia, vascular dilatation and congestion, altered course of hypothalamic gonadotropin-releasing hormone-stimulated luteinizing hormone secretion, and increased progesterone serum levels were observed. The obtained data indicate that neonatal exposure to PEG-b-PLA might affect the development and function of hypothalamic-pituitary-ovarian axis (HPO), and thereby alter functions of the reproductive system in adult female rats. Our study indicates a possible neuroendocrine disrupting effect of PEG-b-PLA nanoparticles.

  8. System-size corrections for self-diffusion coefficients calculated from molecular dynamics simulations: The case of CO2, n-alkanes, and poly(ethylene glycol) dimethyl ethers

    NASA Astrophysics Data System (ADS)

    Moultos, Othonas A.; Zhang, Yong; Tsimpanogiannis, Ioannis N.; Economou, Ioannis G.; Maginn, Edward J.

    2016-08-01

    Molecular dynamics simulations were carried out to study the self-diffusion coefficients of CO2, methane, propane, n-hexane, n-hexadecane, and various poly(ethylene glycol) dimethyl ethers (glymes in short, CH3O-(CH2CH2O)n-CH3 with n = 1, 2, 3, and 4, labeled as G1, G2, G3, and G4, respectively) at different conditions. Various system sizes were examined. The widely used Yeh and Hummer [J. Phys. Chem. B 108, 15873 (2004)] correction for the prediction of diffusion coefficient at the thermodynamic limit was applied and shown to be accurate in all cases compared to extrapolated values at infinite system size. The magnitude of correction, in all cases examined, is significant, with the smallest systems examined giving for some cases a self-diffusion coefficient approximately 15% lower than the infinite system-size extrapolated value. The results suggest that finite size corrections to computed self-diffusivities must be used in order to obtain accurate results.

  9. System-size corrections for self-diffusion coefficients calculated from molecular dynamics simulations: The case of CO2, n-alkanes, and poly(ethylene glycol) dimethyl ethers.

    PubMed

    Moultos, Othonas A; Zhang, Yong; Tsimpanogiannis, Ioannis N; Economou, Ioannis G; Maginn, Edward J

    2016-08-21

    Molecular dynamics simulations were carried out to study the self-diffusion coefficients of CO2, methane, propane, n-hexane, n-hexadecane, and various poly(ethylene glycol) dimethyl ethers (glymes in short, CH3O-(CH2CH2O)n-CH3 with n = 1, 2, 3, and 4, labeled as G1, G2, G3, and G4, respectively) at different conditions. Various system sizes were examined. The widely used Yeh and Hummer [J. Phys. Chem. B 108, 15873 (2004)] correction for the prediction of diffusion coefficient at the thermodynamic limit was applied and shown to be accurate in all cases compared to extrapolated values at infinite system size. The magnitude of correction, in all cases examined, is significant, with the smallest systems examined giving for some cases a self-diffusion coefficient approximately 15% lower than the infinite system-size extrapolated value. The results suggest that finite size corrections to computed self-diffusivities must be used in order to obtain accurate results. PMID:27544089

  10. Delayed adverse effects of neonatal exposure to polymeric nanoparticle poly(ethylene glycol)-block-polylactide methyl ether on hypothalamic-pituitary-ovarian axis development and function in Wistar rats.

    PubMed

    Rollerova, Eva; Jurcovicova, Jana; Mlynarcikova, Alzbeta; Sadlonova, Irina; Bilanicova, Dagmar; Wsolova, Ladislava; Kiss, Alexander; Kovriznych, Jevgenij; Kronek, Juraj; Ciampor, Fedor; Vavra, Ivo; Scsukova, Sona

    2015-11-01

    We studied delayed effects of neonatal exposure to polymeric nanoparticle poly(ethylene glycol)-block-polylactide methyl ether (PEG-b-PLA) on the endpoints related to pubertal development and reproductive function in female Wistar rats from postnatal day 4 (PND4) to PND 176. Female pups were injected intraperitoneally, daily, from PND4 to PND7 with PEG-b-PLA (20 or 40mg/kg b.w.). Both doses of PEG-b-PLA accelerated the onset of vaginal opening compared with the control group. In the low-dose PEG-b-PLA-treated group, a significantly reduced number of regular estrous cycles, increased pituitary weight due to hyperemia, vascular dilatation and congestion, altered course of hypothalamic gonadotropin-releasing hormone-stimulated luteinizing hormone secretion, and increased progesterone serum levels were observed. The obtained data indicate that neonatal exposure to PEG-b-PLA might affect the development and function of hypothalamic-pituitary-ovarian axis (HPO), and thereby alter functions of the reproductive system in adult female rats. Our study indicates a possible neuroendocrine disrupting effect of PEG-b-PLA nanoparticles. PMID:26193689

  11. Responsive supramolecular gels constructed by crown ether based molecular recognition.

    PubMed

    Ge, Zhishen; Hu, Jinming; Huang, Feihe; Liu, Shiyong

    2009-01-01

    Responsive supramolecular gels were constructed from crown ether terminated four-arm star poly(epsilon-caprolactone) (PCL-DB24C8) and dibenzylammonium-terminated two-arm PCL-DBAS (see scheme), exploiting the formation of pseudorotaxane linkages between crown ether and ammonium moieties. The resultant supramolecular gels exhibit thermo- and pH-induced reversible gel-sol transition.

  12. High Temperature, Low Relative Humidity, Polymer-type Membranes Based on Disulfonated Poly(arylene ether) Block and Random Copolymers Optionally Incorporating Protonic Conducting Layered Water insoluble Zirconium Fillers

    SciTech Connect

    McGrath, James E.; Baird, Donald G.

    2010-06-03

    Our research group has been engaged in the past few years in the synthesis of biphenol based partially disulfonated poly(arylene ether sulfone) random copolymers as potential PEMs. This series of polymers are named as BPSH-xx, where BP stands for biphenol, S stands for sulfonated, H stands for acidified and xx represents the degree of disulfonation. All of these sulfonated copolymers phase separate to form nano scale hydrophilic and hydrophobic morphological domains. The hydrophilic phase containing the sulfonic acid moieties causes the copolymer to absorb water. Water confined in hydrophilic pores in concert with the sulfonic acid groups serve the critical function of proton (ion) conduction and water transport in these systems. Both Nafion and BPSH show high proton conductivity at fully hydrated conditions. However proton transport is especially limited at low hydration level for the BPSH random copolymer. It has been observed that the diffusion coefficients of both water and protons change with the water content of the pore. This change in proton and water transport mechanisms with hydration level has been attributed to the solvation of the acid groups and the amount of bound and bulk-like water within a pore. At low hydration levels most of the water is tightly associated with sulfonic groups and has a low diffusion coefficient. This tends to encourage isolated domain morphology. Thus, although there may be significant concentrations of protons, the transport is limited by the discontinuous morphological structure. Hence the challenge lies in how to modify the chemistry of the polymers to obtain significant protonic conductivity at low hydration levels. This may be possible if one can alter the chemical structure to synthesize nanophase separated ion containing block copolymers. Unlike the BPSH copolymers, where the sulfonic acid groups are randomly distributed along the chain, the multiblock copolymers will feature an ordered sequence of hydrophilic and

  13. Electrochemical oxidation of hydrolyzed poly oxymethylene-dimethyl ether by PtRu catalysts on Nb-doped SnO(2-δ) supports for direct oxidation fuel cells.

    PubMed

    Kakinuma, Katsuyoshi; Kim, In-Tae; Senoo, Yuichi; Yano, Hiroshi; Watanabe, Masahiro; Uchida, Makoto

    2014-12-24

    We synthesized Pt and PtRu catalysts supported on Nb-doped SnO(2-δ) (Pt/Sn0.99Nb0.01O(2-δ), PtRu/Sn0.99Nb0.01O(2-δ)) for direct oxidation fuel cells (DOFCs) using poly oxymethylene-dimethyl ether (POMMn, n = 2, 3) as a fuel. The onset potential for the oxidation of simulated fuels of POMMn (methanol-formaldehyde mixtures; n = 2, 3) for Pt/Sn0.99Nb0.01O(2-δ) and PtRu/Sn0.99Nb0.01O(2-δ) was less than 0.3 V vs RHE, which was much lower than those of two commercial catalysts (PtRu black and Pt2Ru3/carbon black). In particular, the onset potential of the oxidation reaction of simulated fuels of POMMn (n = 2, 3) for PtRu/Sn0.99Nb0.01O(2-δ) sintered at 800 °C in nitrogen atmosphere was less than 0.1 V vs RHE and is thus considered to be a promising anode catalyst for DOFCs. The mass activity (MA) of PtRu/Sn0.99Nb0.01O(2-δ) sintered at 800 °C was more than five times larger than those of the commercial catalysts in the measurement temperature range from 25 to 80 °C. Even though the MA for the methanol oxidation reaction was of the same order as those of the commercial catalysts, the MA for the formaldehyde oxidation reaction was more than five times larger than those of the commercial catalysts. Sn from the Sn0.99Nb0.01O(2-δ) support was found to have diffused into the Pt catalyst during the sintering process. The Sn on the top surface of the Pt catalyst accelerated the oxidation of carbon monoxide by a bifunctional mechanism, similar to that for Pt-Ru catalysts.

  14. Crown ethers in graphene

    SciTech Connect

    Guo, Junjie; Lee, Jaekwang; Contescu, Cristian I.; Gallego, Nidia C.; Pantelides, Sokrates T.; Pennycook, Stephen J.; Moyer, Bruce A.; Chisholm, Matthew F.

    2014-11-13

    Crown ethers, introduced by Pedersen1, are at their most basic level neutral rings constructed of oxygen atoms linked by two- or three-carbon chains. They have attracted special attention for their ability to selectively incorporate various atoms2 or molecules within the cavity formed by the ring3-6. This property has led to the use of crown ethers and their compounds in a wide range of chemical and biological applications7,8. However, crown ethers are typically highly flexible, frustrating efforts to rigidify them for many uses that demand higher binding affinity and selectivity9,10. In this Letter, we report atomic-resolution images of the same basic structures of the original crown ethers embedded in graphene. This arrangement constrains the crown ethers to be rigid and planar and thus uniquely suited for the many applications that crown ethers are known for. First-principles calculations show that the close similarity of the structures seen in graphene with those of crown ether molecules also extends to their selectivity towards specific metal cations depending on the ring size. Atoms (or molecules) incorporated within the crown ethers in graphene offer a simple environment that can be easily and systematically probed and modeled. Thus, we expect that this discovery will introduce a new wave of investigations and applications of chemically functionalized graphene.

  15. Crown ethers in graphene

    DOE PAGESBeta

    Guo, Junjie; Lee, Jaekwang; Contescu, Cristian I.; Gallego, Nidia C.; Pantelides, Sokrates T.; Pennycook, Stephen J.; Moyer, Bruce A.; Chisholm, Matthew F.

    2014-11-13

    Crown ethers, introduced by Pedersen1, are at their most basic level neutral rings constructed of oxygen atoms linked by two- or three-carbon chains. They have attracted special attention for their ability to selectively incorporate various atoms2 or molecules within the cavity formed by the ring3-6. This property has led to the use of crown ethers and their compounds in a wide range of chemical and biological applications7,8. However, crown ethers are typically highly flexible, frustrating efforts to rigidify them for many uses that demand higher binding affinity and selectivity9,10. In this Letter, we report atomic-resolution images of the same basicmore » structures of the original crown ethers embedded in graphene. This arrangement constrains the crown ethers to be rigid and planar and thus uniquely suited for the many applications that crown ethers are known for. First-principles calculations show that the close similarity of the structures seen in graphene with those of crown ether molecules also extends to their selectivity towards specific metal cations depending on the ring size. Atoms (or molecules) incorporated within the crown ethers in graphene offer a simple environment that can be easily and systematically probed and modeled. Thus, we expect that this discovery will introduce a new wave of investigations and applications of chemically functionalized graphene.« less

  16. Catalytic oxidation of dimethyl ether

    DOEpatents

    Zelenay, Piotr; Wu, Gang; Johnston, Christina M.; Li, Qing

    2016-05-10

    A composition for oxidizing dimethyl ether includes an alloy supported on carbon, the alloy being of platinum, ruthenium, and palladium. A process for oxidizing dimethyl ether involves exposing dimethyl ether to a carbon-supported alloy of platinum, ruthenium, and palladium under conditions sufficient to electrochemically oxidize the dimethyl ether.

  17. Poly(arylene)-based anion exchange polymer electrolytes

    SciTech Connect

    Kim, Yu Seung; Bae, Chulsung

    2015-06-09

    Poly(arylene) electrolytes including copolymers lacking ether groups in the polymer may be used as membranes and binders for electrocatalysts in preparation of anodes for electrochemical cells such as solid alkaline fuel cells.

  18. Chloromethyl methyl ether (CMME)

    Integrated Risk Information System (IRIS)

    Chloromethyl methyl ether ( CMME ) ; CASRN 107 - 30 - 2 Human health assessment information on a chemical substance is included in the IRIS database only after a comprehensive review of toxicity data , as outlined in the IRIS assessment development process . Sections I ( Health Hazard Assessments fo

  19. Triethylene glycol monoethyl ether

    Integrated Risk Information System (IRIS)

    Triethylene glycol monoethyl ether ; CASRN 112 - 50 - 5 Human health assessment information on a chemical substance is included in the IRIS database only after a comprehensive review of toxicity data , as outlined in the IRIS assessment development process . Sections I ( Health Hazard Assessments fo

  20. Triethylene glycol monobutyl ether

    Integrated Risk Information System (IRIS)

    Triethylene glycol monobutyl ether ; CASRN 143 - 22 - 6 Human health assessment information on a chemical substance is included in the IRIS database only after a comprehensive review of toxicity data , as outlined in the IRIS assessment development process . Sections I ( Health Hazard Assessments fo

  1. p-Bromodiphenyl ether

    Integrated Risk Information System (IRIS)

    p - Bromodiphenyl ether ; CASRN 101 - 55 - 3 Human health assessment information on a chemical substance is included in the IRIS database only after a comprehensive review of toxicity data , as outlined in the IRIS assessment development process . Sections I ( Health Hazard Assessments for Noncarcin

  2. Propylene glycol monoethyl ether

    Integrated Risk Information System (IRIS)

    Propylene glycol monoethyl ether ; CASRN 52125 - 53 - 8 Human health assessment information on a chemical substance is included in the IRIS database only after a comprehensive review of toxicity data , as outlined in the IRIS assessment development process . Sections I ( Health Hazard Assessments fo

  3. Aliphatic polycarbonates based on carbon dioxide, furfuryl glycidyl ether, and glycidyl methyl ether: reversible functionalization and cross-linking.

    PubMed

    Hilf, Jeannette; Scharfenberg, Markus; Poon, Jeffrey; Moers, Christian; Frey, Holger

    2015-01-01

    Well-defined poly((furfuryl glycidyl ether)-co-(glycidyl methyl ether) carbonate) (P((FGE-co-GME)C)) copolymers with varying furfuryl glycidyl ether (FGE) content in the range of 26% to 100% are prepared directly from CO2 and the respective epoxides in a solvent-free synthesis. All materials are characterized by size-exclusion chromatography (SEC), (1)H NMR spectroscopy, and differential scanning calorimetry (DSC). The furfuryl-functional samples exhibit monomodal molecular weight distributions with Mw/Mn in the range of 1.16 to 1.43 and molecular weights (Mn) between 2300 and 4300 g mol(-1). Thermal properties reflect the amorphous structure of the polymers. Both post-functionalization and cross-linking are performed via Diels-Alder chemistry using maleimide derivatives, leading to reversible network formation. This transformation is shown to be thermally reversible at 110 °C.

  4. Aliphatic polycarbonates based on carbon dioxide, furfuryl glycidyl ether, and glycidyl methyl ether: reversible functionalization and cross-linking.

    PubMed

    Hilf, Jeannette; Scharfenberg, Markus; Poon, Jeffrey; Moers, Christian; Frey, Holger

    2015-01-01

    Well-defined poly((furfuryl glycidyl ether)-co-(glycidyl methyl ether) carbonate) (P((FGE-co-GME)C)) copolymers with varying furfuryl glycidyl ether (FGE) content in the range of 26% to 100% are prepared directly from CO2 and the respective epoxides in a solvent-free synthesis. All materials are characterized by size-exclusion chromatography (SEC), (1)H NMR spectroscopy, and differential scanning calorimetry (DSC). The furfuryl-functional samples exhibit monomodal molecular weight distributions with Mw/Mn in the range of 1.16 to 1.43 and molecular weights (Mn) between 2300 and 4300 g mol(-1). Thermal properties reflect the amorphous structure of the polymers. Both post-functionalization and cross-linking are performed via Diels-Alder chemistry using maleimide derivatives, leading to reversible network formation. This transformation is shown to be thermally reversible at 110 °C. PMID:25407342

  5. Propargyl-functional aliphatic polycarbonate obtained from carbon dioxide and glycidyl propargyl ether.

    PubMed

    Hilf, Jeannette; Frey, Holger

    2013-09-01

    The synthesis of propargyl-functional poly(carbonate)s with different content of glycidyl propargyl ether (GPE) units is achieved via the copolymerization of propargyl glycidyl ether and carbon dioxide. A new type of functional poly(carbonate) synthesized directly from CO(2) and the glycidyl ether is obtained. The resulting polymers show moderate polydispersities in the range of 1.6-2.5 and molecular weights in the range of 7000-10 500 g mol(-1). The synthesized copolymers with varying number of alkyne functionalities and benzyl azide are used for the copper-catalyzed Huisgen-1,3-dipolar addition. Moreover, the presence of vicinal alkyne groups opens a general pathway to produce functional aliphatic poly(carbonate)s from a single polymer scaffold.

  6. Ether and hydrocarbon production

    SciTech Connect

    Harandi, M.N.; Owen, H.

    1991-03-19

    This patent describes a continuous process for converting lower aliphatic alkanol and olefinic hydrocarbon to alkyl tertiary-alkyl ethers and C{sub 5} + gasoline boiling range hydrocarbons. It comprises contacting alkanol and a light olefinic hydrocarbon stream rich in isobutylene and other C{sub 4} isomeric hydrocarbons under iso-olefin etherification conditions in an etherification reaction zone containing acid etherification catalyst; separating etherification effluent to recover a light stream comprising unreacted alkanol and light olefinic hydrocarbon and a liquid product stream containing alkyl tertiary-butyl ether; and contacting the light stream with acidic, medium pore metallosilicate catalyst under alkanol and hydrocarbon conversion conditions whereby C{sub 5} + gasoline boiling range hydrocarbons are produced.

  7. Alkali-metal ion coordination in uranyl(VI) poly-peroxo complexes in solution, inorganic analogues to crown-ethers. Part 2. Complex formation in the tetramethyl ammonium-, Li(+)-, Na(+)- and K(+)-uranyl(VI)-peroxide-carbonate systems.

    PubMed

    Zanonato, Pier Luigi; Szabó, Zoltán; Vallet, Valerie; Di Bernardo, Plinio; Grenthe, Ingmar

    2015-10-01

    The constitution and equilibrium constants of ternary uranyl(vi) peroxide carbonate complexes [(UO2)p(O2)q(CO3)r](2(p-q-r)) have been determined at 0 °C in 0.50 M MNO3, M = Li, K, and TMA (tetramethyl ammonium), ionic media using potentiometric and spectrophotometric data; (17)O NMR data were used to determine the number of complexes present. The formation of cyclic oligomers, "[(UO2)(O2)(CO3)]n", n = 4, 5, 6, with different stoichiometries depending on the ionic medium used, suggests that Li(+), Na(+), K(+) and TMA ions act as templates for the formation of uranyl peroxide rings where the uranyl-units are linked by μ-η(2)-η(2) bridged peroxide-ions. The templating effect is due to the coordination of the M(+)-ions to the uranyl oxygen atoms, where the coordination of Li(+) results in the formation of Li[(UO2)(O2)(CO3)]4(7-), Na(+) and K(+) in the formation of Na/K[(UO2)(O2)(CO3)]5(9-) complexes, while the large tetramethyl ammonium ion promotes the formation of two oligomers, TMA[(UO2)(O2)(CO3)]5(9-) and TMA[(UO2)(O2)(CO3)]6(11-). The NMR spectra demonstrate that the coordination of Na(+) in the five- and six-membered oligomers is significantly stronger than that of TMA(+); these observations suggest that the templating effect is similar to the one observed in the synthesis of crown-ethers. The NMR experiments also demonstrate that the exchange between TMA[(UO2)(O2)(CO3)]5(9-) and TMA[(UO2)(O2)(CO3)]6(11-) is slow on the (17)O chemical shift time-scale, while the exchange between TMA[(UO2)(O2)(CO3)]6(11-) and Na[(UO2)(O2)(CO3)]6(11-) is fast. There was no indication of the presence of large clusters of the type identified by Burns and Nyman (M. Nyman and P. C. Burns, Chem. Soc. Rev., 2012, 41, 7314-7367) and possible reasons for this and the implications for the synthesis of large clusters are briefly discussed.

  8. Polyarylene Ethers with Improved Properties

    NASA Technical Reports Server (NTRS)

    Hergenrother, P. M. (Inventor); Jensen, B. J. (Inventor); Havens, S. J. (Inventor)

    1986-01-01

    This invention relates to novel polyarylene ethers which possess the combination of high strength, toughness, and high use temperature with ease of extrusion and formation into complex objects. These polyarylene ethers are suitable for use in adhesives, coatings, films, membranes, and composite matrices. The polyarylene ethers of this invention are the polycondensation products from the reaction of either 1,3-bis (4-chloro or fluorobenzoyl) benzene with any one of the following bisphenolic compounds: bis (3-hydroxyphenyl) methane; bis (4-hydroxyphenyl) methane; 1,1-dimethyl-bis (4-hydroxyphenyl)methane, or 9,9-bis (4-hydroxyphenyl) fluorene. Random and block copolymers are also comprehended.

  9. Biodegradation of gasoline ether oxygenates.

    PubMed

    Hyman, Michael

    2013-06-01

    Ether oxygenates such as methyl tertiary butyl ether (MTBE) are added to gasoline to improve fuel combustion and decrease exhaust emissions. Ether oxygenates and their tertiary alcohol metabolites are now an important group of groundwater pollutants. This review highlights recent advances in our understanding of the microorganisms, enzymes and pathways involved in both the aerobic and anaerobic biodegradation of these compounds. This review also aims to illustrate how these microbiological and biochemical studies have guided, and have helped refine, molecular and stable isotope-based analytical approaches that are increasingly being used to detect and quantify biodegradation of these compounds in contaminated environments.

  10. Synthesis and Characterization of bis(Tetrahydrofurfuryl) Ether

    PubMed Central

    Stenger‐Smith, John D.; Baldwin, Lawrence; Chafin, Andrew

    2016-01-01

    Abstract Despite the availability of a large number of alkyl tetrahydrofurfuryl ethers that have a wide range of applications, pure bis(tetrahydrofurfuryl) ether (BTHFE) has not been previously synthesized. Here, we report the synthesis of BTHFE (consisting of the RR, SS, and meso stereoisomers) at greater than 99 % purity from tetrahydrofurfuryl alcohol, using (tetrahydrofuran‐2‐yl)methyl methanesulfonate as an intermediate. Additionally, we demonstrate that BTHFE can be used as a non‐volatile solvent in poly(3,4‐propylenedioxythiophene)‐based supercapacitors. Supercapacitor devices employing solutions of the ionic liquid 1‐ethyl‐3‐methyl‐imidizolium bis(trifluoromethylsulfonyl)imide in BTHFE display similar performances to those prepared by using the neat ionic liquid as an electrolyte, although solution‐based devices exhibit a somewhat higher resistance. PMID:27547636

  11. Synthesis and Characterization of bis(Tetrahydrofurfuryl) Ether.

    PubMed

    Stenger-Smith, John D; Baldwin, Lawrence; Chafin, Andrew; Goodman, Paul A

    2016-08-01

    Despite the availability of a large number of alkyl tetrahydrofurfuryl ethers that have a wide range of applications, pure bis(tetrahydrofurfuryl) ether (BTHFE) has not been previously synthesized. Here, we report the synthesis of BTHFE (consisting of the RR, SS, and meso stereoisomers) at greater than 99 % purity from tetrahydrofurfuryl alcohol, using (tetrahydrofuran-2-yl)methyl methanesulfonate as an intermediate. Additionally, we demonstrate that BTHFE can be used as a non-volatile solvent in poly(3,4-propylenedioxythiophene)-based supercapacitors. Supercapacitor devices employing solutions of the ionic liquid 1-ethyl-3-methyl-imidizolium bis(trifluoromethylsulfonyl)imide in BTHFE display similar performances to those prepared by using the neat ionic liquid as an electrolyte, although solution-based devices exhibit a somewhat higher resistance. PMID:27547636

  12. Chemoselective Deprotection of Triethylsilyl Ethers

    PubMed Central

    Chandra, Tilak; Broderick, William E.; Broderick, Joan B.

    2009-01-01

    An efficient and selective method was developed for the deprotection of triethylsilyl (TES) ethers using formic acid in methanol (5–10%) or in methylene chloride 2–5%) with excellent yields. TES ethers are selectively deprotected to the corresponding alcohols in high yields using formic acid in methanol under mild reaction conditions. Other hydroxyl protecting groups like t-butyldimethylsilyl (TBDMS) remain unaffected. PMID:20183570

  13. Rearrangements of Cycloalkenyl Aryl Ethers.

    PubMed

    Törincsi, Mercedesz; Nagy, Melinda; Bihari, Tamás; Stirling, András; Kolonits, Pál; Novak, Lajos

    2016-01-01

    Rearrangement reactions of cycloalkenyl phenol and naphthyl ethers and the acid-catalyzed cyclization of the resulting product were investigated. Claisen rearrangement afforded 2-substituted phenol and naphthol derivatives. Combined Claisen and Cope rearrangement resulted in the formation of 4-substituted phenol and naphthol derivatives. In the case of cycloocthylphenyl ether the consecutive Claisen and Cope rearrangements were followed by an alkyl migration. The mechanism of this novel rearrangement reaction is also discussed. PMID:27104504

  14. Arginine-based biodegradable ether-ester polymers with low cytotoxicity as potential gene carriers.

    PubMed

    Memanishvili, Tamar; Zavradashvili, Nino; Kupatadze, Nino; Tugushi, David; Gverdtsiteli, Marekh; Torchilin, Vladimir P; Wandrey, Christine; Baldi, Lucia; Manoli, Sagar S; Katsarava, Ramaz

    2014-08-11

    The success of gene therapy depends on safe and effective gene carriers. Despite being widely used, synthetic vectors based on poly(ethylenimine) (PEI), poly(l-lysine) (PLL), or poly(l-arginine) (poly-Arg) are not yet fully satisfactory. Thus, both improvement of established carriers and creation of new synthetic vectors are necessary. A series of biodegradable arginine-based ether-ester polycations was developed, which consists of three main classes: amides, urethanes, and ureas. Compared to that of PEI, PLL, and poly-Arg, much lower cytotoxicity was achieved for the new cationic arginine-based ether-ester polymers. Even at polycation concentrations up to 2 mg/mL, no significant negative effect on cell viability was observed upon exposure of several cell lines (murine mammary carcinoma, human cervical adenocarcinoma, murine melanoma, and mouse fibroblast) to the new polymers. Interaction with plasmid DNA yielded compact and stable complexes. The results demonstrate the potential of arginine-based ether-ester polycations as nonviral carriers for gene therapy applications. PMID:24963693

  15. Pressure and temperature dependence of excess enthalpies of methanol + tetraethylene glycol dimethyl ether and methanol + polyethylene glycol dimethyl ether 250

    SciTech Connect

    Lopez, E.R.; Coxam, J.Y.; Fernandez, J.; Grolier, J.P.E.

    1999-12-01

    The excess molar enthalpies at 323.15 K, 373.15 K, and 423.15 K, at 8 MPa, are reported for the binary mixtures methanol + tetraethylene glycol dimethyl ether (TEGDME) and methanol + poly(ethylene glycol) dimethyl ether 250 (PEGDME 250). Excess molar enthalpies were determined with a Setaram C-80 calorimeter equipped with a flow mixing cell. For both systems, the excess enthalpies are positive over the whole composition range, increasing with temperature. The H{sup E}(x) curves are slightly asymmetrical, and their maxima are skewed toward the methanol-rich region. The excess enthalpies slightly change with the pressure, the sign of this change being composition-dependent. In the case of mixtures with TEGDME, the experimental H{sup E} values have been compared with those predicted with the Gmehling et al. version of UNIFAC (Dortmund) and the Nitta-Chao and DISQUAC group contribution models.

  16. Solubility parameter of poly(vinyl methyl ether)

    NASA Astrophysics Data System (ADS)

    Wohlfarth, Ch.

    This document is part of Subvolume D2 'Polymer Solutions - Physical Properties and their Relations I (Thermodynamic Properties: PVT -Data and miscellaneous Properties of polymer Solutions) of Volume 6 `Polymers' of Landolt-Börnstein - Group VIII `Advanced Materials and Technologies'.

  17. Solubility parameter of poly(tetrafluoroethylene-co-perfluoromethyl vinyl ether)

    NASA Astrophysics Data System (ADS)

    Wohlfarth, Ch.

    This document is part of Subvolume D2 'Polymer Solutions - Physical Properties and their Relations I (Thermodynamic Properties: PVT -Data and miscellaneous Properties of polymer Solutions) of Volume 6 `Polymers' of Landolt-Börnstein - Group VIII `Advanced Materials and Technologies'.

  18. Uniaxial Stretching of Poly(keto-ether-imide) Films

    NASA Technical Reports Server (NTRS)

    Hinkley, Jeffrey A.; Dezern, James F.; Feuz, L.; Klinedinst, D.

    1999-01-01

    Fully-cured aromatic polyimides were prepared from various combinations of five dianhydrides and six diamines. When heated progressively under constant load, most of the films elongated rapidly near their glass transition temperatures. In about half of the nineteen materials, the strain was self-limiting - a possible indication of strain-induced crystallinity. The presence of crystallinity was established unambiguously for one material.

  19. Space, Time, Ether, and Kant

    NASA Astrophysics Data System (ADS)

    Wong, Wing-Chun Godwin

    This dissertation focused on Kant's conception of physical matter in the Opus postumum. In this work, Kant postulates the existence of an ether which fills the whole of space and time with its moving forces. Kant's arguments for the existence of an ether in the so-called Ubergang have been acutely criticized by commentators. Guyer, for instance, thinks that Kant pushes the technique of transcendental deduction too far in trying to deduce the empirical ether. In defense of Kant, I held that it is not the actual existence of the empirical ether, but the concept of the ether as a space-time filler that is subject to a transcendental deduction. I suggested that Kant is doing three things in the Ubergang: First, he deduces the pure concept of a space-time filler as a conceptual hybrid of the transcendental object and permanent substance to replace the category of substance in the Critique. Then he tries to prove the existence of such a space-time filler as a reworking of the First Analogy. Finally, he takes into consideration the empirical determinations of the ether by adding the concept of moving forces to the space -time filler. In reconstructing Kant's proofs, I pointed out that Kant is absolutely committed to the impossibility of action-at-a-distance. If we add this new principle of no-action-at-a-distance to the Third Analogy, the existence of a space-time filler follows. I argued with textual evidence that Kant's conception of ether satisfies the basic structure of a field: (1) the ether is a material continuum; (2) a physical quantity is definable on each point in the continuum; and (3) the ether provides a medium to support the continuous transmission of action. The thrust of Kant's conception of ether is to provide a holistic ontology for the transition to physics, which can best be understood from a field-theoretical point of view. This is the main thesis I attempted to establish in this dissertation.

  20. Inhibition of poly(adenosine diphosphate-ribose) polymerase using quinazolinone nucleus.

    PubMed

    Hemalatha, K; Madhumitha, G

    2016-09-01

    Poly(adenosine diphosphate-ribose) polymerase (PARP) is a group of enzymes with several subtypes and it manages various ailment such as cancer, inflammatory disorders, diabetes mellitus, neuronal injury, HIV infection, Parkinsonism, aging, and ischemia-reperfusion injury. Various PARP inhibitors share a common property of bicyclic lactam in its main structural frame. The core moiety containing bicyclic lactam rings are isoquinolinones, dihydroisoquinolinones, quinazolinediones, phthalazinones, quinazolinones, and phenanthridones. The quinazolinone with diverse substituents displayed low nanomolar inhibition. Quinazolinone is an important and vital molecule in the field of medicinal chemistry possessing multitude pharmacological actions. Though the chemistry of quinazolinones has been discussed through centuries, its concise role on PARP inhibition needed a special consideration. The aim of this review is to discover the effect of quinazolinone substitutents and its role in PARP inhibition. This precise review will discuss the effect of quinazolinones on PARP subtypes such as PARP-1, PARP-2, PARP-5a, and PARP-5b. In addition to its pharmacological actions, PARP inhibitors can also act as a chemosensitizing agent, and it is used in combination with the other anticancer agents. This summarization will definitely be a supportive report for the scientist working toward the novelty in the quinazolinone nucleus and its role in PARP inhibition. PMID:27470142

  1. Ether resistance in Drosophila melanogaster.

    PubMed

    Deery, B J; Parsons, P A

    1972-01-01

    Strains set up from single inseminated females of D. melanogaster from the wild differ in their resistance to the anaesthetics, ether and chloroform. The main differences between four selected extreme strains could be explained by additive genes, which in the case of ether resistance were located to regions of chromosomes 2 and 3. The lack of correspondence between ether and chloroform resistance between strains indicates that although the type of genetic architecture controlling the traits is similar, the actual genes differ, which is reasonable in view of their differing chemical structures. Quite high heritabilities were found for resistance to ether based on five inbred strains. No significant associations between resistance to ether and body weight, developmental rate or longevity were found.It is clear that resistance to both anaesthetics would be amenable to more detailed genetic analyses. It is pointed out that the general conclusions reached from such studies will have implications with respect to the effect of chemicals such as insecticides, not naturally present in nature.

  2. Ethereal embodiment of cancer patients.

    PubMed

    van der Riet, P

    1999-10-01

    Ethereal embodiment is the attending and focusing on the body through discourses such as meditation, visualisation and massage, and the experiencing a new sense of the embodied being as balanced, connected, centred and of being made whole. This paper continues a previous article titled 'Massaged embodiment of cancer patients'. Data from my doctoral studies are analysed utilising crucial concepts of poststructuralism such as subjectivity, discourse, power and history to examine ethereal embodiment. This paper will address the advantages of visualisation and discusses the link between spirituality, embodiment, and memory.

  3. Grignard Reactions in "Wet" Ether

    NASA Astrophysics Data System (ADS)

    Smith, David H.

    1999-10-01

    A small laboratory ultrasonic bath can be used to initiate the Grignard reaction of alkyl or aryl bromides in regular laboratory-quality, undried, diethyl ether and in simple undried test tubes. The reaction typically starts within 30 to 45 seconds and is self-sustaining. Yields and products are the same as obtained with carefully dried ether and equipment. We normally run this reaction at the 1.5-gram scale, but the procedure can be scaled up to at least 10 g of the bromide.

  4. Self-assembling phenylpropyl ether dendronized helical polyphenylacetylenes.

    PubMed

    Percec, Virgil; Peterca, Mihai; Rudick, Jonathan G; Aqad, Emad; Imam, Mohammad R; Heiney, Paul A

    2007-01-01

    The first example of a self-assembling phenylpropyl ether based dendronized polymer has been reported and its preferred helical handedness has been determined. Dendronized polymer poly(10) and its nondendritic analogue poly(8) are high-cis-content polyphenylacetylenes (PPAs) prepared by using [Rh(nbd)Cl]2/NEt3 (nbd: 2,5-norbornadiene). Both polymers possess a stereocenter in their side chain, which selects a preferred helical handedness. Based on negative exciton chirality observed in the CD spectra of poly(10), we have designated this molecule as a right-handed helical polymer, which persists over a wide temperature range. Poly(10) self-organizes into both Phiioh and Phih lattices in bulk. The Phiioh-to-Phih transition is associated with thermoreversible cis-cisoidal to cis-transoidal isomerization of the helical PPA, accompanied by a dramatic decrease in the column diameter and a decrease in the pi-stacking correlation length along the column. A model for the right-handed helical dendronized PPA has been proposed wherein dendrons from adjacent column strata interdigitate to effectively fill space.

  5. 21 CFR 868.5420 - Ether hook.

    Code of Federal Regulations, 2013 CFR

    2013-04-01

    ... 21 Food and Drugs 8 2013-04-01 2013-04-01 false Ether hook. 868.5420 Section 868.5420 Food and Drugs FOOD AND DRUG ADMINISTRATION, DEPARTMENT OF HEALTH AND HUMAN SERVICES (CONTINUED) MEDICAL DEVICES ANESTHESIOLOGY DEVICES Therapeutic Devices § 868.5420 Ether hook. (a) Identification. An ether hook is a...

  6. 21 CFR 868.5420 - Ether hook.

    Code of Federal Regulations, 2011 CFR

    2011-04-01

    ... 21 Food and Drugs 8 2011-04-01 2011-04-01 false Ether hook. 868.5420 Section 868.5420 Food and Drugs FOOD AND DRUG ADMINISTRATION, DEPARTMENT OF HEALTH AND HUMAN SERVICES (CONTINUED) MEDICAL DEVICES ANESTHESIOLOGY DEVICES Therapeutic Devices § 868.5420 Ether hook. (a) Identification. An ether hook is a...

  7. 21 CFR 868.5420 - Ether hook.

    Code of Federal Regulations, 2014 CFR

    2014-04-01

    ... 21 Food and Drugs 8 2014-04-01 2014-04-01 false Ether hook. 868.5420 Section 868.5420 Food and Drugs FOOD AND DRUG ADMINISTRATION, DEPARTMENT OF HEALTH AND HUMAN SERVICES (CONTINUED) MEDICAL DEVICES ANESTHESIOLOGY DEVICES Therapeutic Devices § 868.5420 Ether hook. (a) Identification. An ether hook is a...

  8. 21 CFR 868.5420 - Ether hook.

    Code of Federal Regulations, 2012 CFR

    2012-04-01

    ... 21 Food and Drugs 8 2012-04-01 2012-04-01 false Ether hook. 868.5420 Section 868.5420 Food and Drugs FOOD AND DRUG ADMINISTRATION, DEPARTMENT OF HEALTH AND HUMAN SERVICES (CONTINUED) MEDICAL DEVICES ANESTHESIOLOGY DEVICES Therapeutic Devices § 868.5420 Ether hook. (a) Identification. An ether hook is a...

  9. 21 CFR 868.5420 - Ether hook.

    Code of Federal Regulations, 2010 CFR

    2010-04-01

    ... 21 Food and Drugs 8 2010-04-01 2010-04-01 false Ether hook. 868.5420 Section 868.5420 Food and Drugs FOOD AND DRUG ADMINISTRATION, DEPARTMENT OF HEALTH AND HUMAN SERVICES (CONTINUED) MEDICAL DEVICES ANESTHESIOLOGY DEVICES Therapeutic Devices § 868.5420 Ether hook. (a) Identification. An ether hook is a...

  10. 40 CFR 721.3364 - Aliphatic ether.

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 40 Protection of Environment 31 2011-07-01 2011-07-01 false Aliphatic ether. 721.3364 Section 721... Aliphatic ether. (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance identified generically as an aliphatic ether (PMN P-93-1381) is subject to reporting under...

  11. 40 CFR 721.3374 - Alkylenediolalkyl ether.

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 40 Protection of Environment 31 2011-07-01 2011-07-01 false Alkylenediolalkyl ether. 721.3374... Substances § 721.3374 Alkylenediolalkyl ether. (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance identified as an alkylenediolalkyl ether (PMN P-93-362) is subject...

  12. 40 CFR 721.3374 - Alkylenediolalkyl ether.

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 40 Protection of Environment 30 2010-07-01 2010-07-01 false Alkylenediolalkyl ether. 721.3374... Substances § 721.3374 Alkylenediolalkyl ether. (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance identified as an alkylenediolalkyl ether (PMN P-93-362) is subject...

  13. 40 CFR 721.3437 - Dialkyl ether.

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 40 Protection of Environment 31 2011-07-01 2011-07-01 false Dialkyl ether. 721.3437 Section 721... Dialkyl ether. (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance identified generically as dialkyl ether (PMN P-93-1308) is subject to reporting under this...

  14. 40 CFR 721.3380 - Anilino ether.

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 40 Protection of Environment 31 2011-07-01 2011-07-01 false Anilino ether. 721.3380 Section 721... Anilino ether. (a) Chemical substances and significant new uses subject to reporting. (1) The chemical substance identified generically as anilino ether (P-83-910) is subject to reporting under this section...

  15. 40 CFR 721.3364 - Aliphatic ether.

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 40 Protection of Environment 30 2010-07-01 2010-07-01 false Aliphatic ether. 721.3364 Section 721... Aliphatic ether. (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance identified generically as an aliphatic ether (PMN P-93-1381) is subject to reporting under...

  16. 40 CFR 721.3380 - Anilino ether.

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 40 Protection of Environment 30 2010-07-01 2010-07-01 false Anilino ether. 721.3380 Section 721... Anilino ether. (a) Chemical substances and significant new uses subject to reporting. (1) The chemical substance identified generically as anilino ether (P-83-910) is subject to reporting under this section...

  17. 40 CFR 721.3437 - Dialkyl ether.

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 40 Protection of Environment 30 2010-07-01 2010-07-01 false Dialkyl ether. 721.3437 Section 721... Dialkyl ether. (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance identified generically as dialkyl ether (PMN P-93-1308) is subject to reporting under this...

  18. Bis(chloroethyl)ether (BCEE)

    Integrated Risk Information System (IRIS)

    Bis ( chloroethyl ) ether ( BCEE ) ; CASRN 111 - 44 - 4 Human health assessment information on a chemical substance is included in the IRIS database only after a comprehensive review of toxicity data , as outlined in the IRIS assessment development process . Sections I ( Health Hazard Assessments fo

  19. p,p\\'-Dibromodiphenyl ether

    Integrated Risk Information System (IRIS)

    p , p ' - Dibromodiphenyl ether ; CASRN 2050 - 47 - 7 Human health assessment information on a chemical substance is included in the IRIS database only after a comprehensive review of toxicity data , as outlined in the IRIS assessment development process . Sections I ( Health Hazard Assessments for

  20. Bis(chloromethyl)ether (BCME)

    Integrated Risk Information System (IRIS)

    Bis ( chloromethyl ) ether ( BCME ) ; CASRN 542 - 88 - 1 Human health assessment information on a chemical substance is included in the IRIS database only after a comprehensive review of toxicity data , as outlined in the IRIS assessment development process . Sections I ( Health Hazard Assessments f

  1. Propylene glycol monomethyl ether (PGME)

    Integrated Risk Information System (IRIS)

    Propylene glycol monomethyl ether ( PGME ) ; CASRN 107 - 98 - 2 Human health assessment information on a chemical substance is included in the IRIS database only after a comprehensive review of toxicity data , as outlined in the IRIS assessment development process . Sections I ( Health Hazard Assess

  2. Lacinilene C 7-methyl ether

    Technology Transfer Automated Retrieval System (TEKTRAN)

    Lacinilene C 7-methyl ether is an antimicrobial compound produced by the cotton plant in response to attack by pathogens. For the first time, we now report the crystal structure of this compound. This may prove useful in studies on the interaction of the compound with pathogenic fungal cells....

  3. Desoxyhemigossypol-6-methyl-ether

    Technology Transfer Automated Retrieval System (TEKTRAN)

    Desoxyhemigossypol-6-methyl ether is an antimicrobial compound produced by the cotton plant in response to attack by pathogens. For the first time, we now report the crystal structure of this compound. This may prove useful in studies on the interaction of the compound with pathogenic fungal cells...

  4. PVDF-HFP/ether-modified polysiloxane membranes obtained via airbrush spraying as active separators for application in lithium ion batteries.

    PubMed

    Seidel, S M; Jeschke, S; Vettikuzha, P; Wiemhöfer, H-D

    2015-08-01

    Improved hybrid polymer electrolyte membranes are introduced based on ether-modified polysiloxanes and poly(vinylidene fluoride-co-hexafluoropropylene) yielding a safe separator membrane, which is able to be sprayed directly onto lithium ion battery active materials, with an active role for enhanced ion transport.

  5. Measuring exposures to glycol ethers.

    PubMed Central

    Clapp, D E; Zaebst, D D; Herrick, R F

    1984-01-01

    In 1981, NIOSH began investigating the potential reproductive health effects resulting from exposures to a class of organic solvents known generically as glycol ethers (GE). This research was begun as a result of the NIOSH criteria document development program which revealed little data available on the health effects of glycol ether exposure. Toxicologic research was begun by NIOSH and other researchers which suggested substantial reproductive effects in animals. These animal data motivated a study of human exposures in the occupational setting. In 1981 and 1982 NIOSH conducted several walk-through surveys which included preliminary measurements of exposures in a variety of industries including painting trades, coal mining, production blending and distribution facilities, aircraft fueling, and communications equipment repair facilities. The human exposure data from these surveys is summarized in this paper with most results well below 1 parts per million (ppm) and only a few values approaching 10 ppm. Blood samples were collected at one site resulting in GE concentrations below the limit of detection. Exposures to airborne glycol ethers, in the industries investigated during the collection of this data, revealed several problems in reliably sampling GE at low concentrations. It became apparent, from the data and observations of work practices, that air monitoring alone provided an inadequate index of GE exposure. Further field studies of exposure to GE are anticipated, pending location of additional groups of exposed workers and development of more reliable methods for characterizing exposure, especially biological monitoring. PMID:6499824

  6. Polyphenylene ethers with imide linking groups

    NASA Technical Reports Server (NTRS)

    St.clair, T. L.; Burks, H. D. (Inventor)

    1984-01-01

    Novel polyphenylene ethers with imide linking units are disclosed. These polymers incorporate the solvent and thermal resistance of polyimides and the processability of polyphenylene ethers. Improved physical properties over those of the prior art are obtained by incorporating meta linked ethers and/or polyphenylene oxides into the polymer backbone. A novel process for making polymers of this type is also disclosed. The process is unique in that the expected need of high process temperatures and/or special atmospheres are eliminated.

  7. Aza crown ether compounds as anion receptors

    DOEpatents

    Lee, H.S.; Yang, X.O.; McBreen, J.

    1998-08-04

    A family of aza-ether based compounds including linear, multi-branched and aza-crown ethers is provided. When added to non-aqueous battery electrolytes, the new family of aza-ether based compounds acts as neutral receptors to complex the anion moiety of the electrolyte salt thereby increasing the conductivity and the transference number of LI{sup +} ion in alkali metal batteries. 3 figs.

  8. Aza crown ether compounds as anion receptors

    DOEpatents

    Lee, Hung Sui; Yang, Xiao-Oing; McBreen, James

    1998-08-04

    A family of aza-ether based compounds including linear, multi-branched and aza-crown ethers is provided. When added to non-aqueous battery electrolytes, the new family of aza-ether based compounds acts as neutral receptors to complex the anion moiety of the electrolyte salt thereby increasing the conductivity and the transference number of LI.sup.+ ion in alkali metal batteries.

  9. Process for preparing solvent resistant, thermoplastic aromatic poly(imidesulfone)

    NASA Technical Reports Server (NTRS)

    St.clair, T. L.; Yamaki, D. A. (Inventor)

    1984-01-01

    A process for preparing a thermoplastic poly(midesulfone) is disclosed. This resulting material has thermoplastic properties which are generally associated with polysulfones but not polyimides, and solvent resistant which is generally associated with polyimides but not polysulfones. This system is processable in the 250 to 350 C range for molding, adhesive and laminating applications. This unique thermoplastic poly(imidesulfone) is obtained by incorporating an aromatic sulfone moiety into the backbone of an aromatic linear polyimide by dissolving a quantity of a 3,3',4,4'-benzophenonetetracarboxylic dianhydride (BTDA) in a solution of 3,3'-diaminodiphenylsulfone and bis(2-methoxyethyl)ether, precipitating the reactant product in water, filtering and drying the recovered poly(amide-acid sulfone) and converting it to the poly(imidesulfone) by heating.

  10. Purification of aqueous cellulose ethers

    SciTech Connect

    Bartscherer, K.A.; de Pablo, J.J.; Bonnin, M.C.; Prausnitz, J.M.

    1990-07-01

    Manufacture of cellulose ethers usually involves high amounts of salt by-products. For application of the product, salt must be removed. In this work, we have studied the injection of high-pressure CO{sub 2} into an aqueous polymer-salt solution; we find that upon addition of isopropanol in addition to CO{sub 2}, the solution separates into two phases. One phase is rich in polymer and water, and the other phase contains mostly isopropanol, water and CO{sub 2}. The salt distributes between the two phases, thereby offering interesting possibilities for development of a new purification process for water-soluble polymers. This work presents experimental phase-equilibrium data for hydroxyethyl cellulose and sodium carboxymethyl cellulose with sodium acetate and potassium sulfate, respectively, in the region 40{degree}C and 30 to 80 bar. Based on these data, we suggest a process for the manufacture and purification of water-soluble cellulose ethers. 15 refs., 14 figs., 9 tabs.

  11. 27 CFR 21.108 - Ethyl ether.

    Code of Federal Regulations, 2012 CFR

    2012-04-01

    ... 27 Alcohol, Tobacco Products and Firearms 1 2012-04-01 2012-04-01 false Ethyl ether. 21.108 Section 21.108 Alcohol, Tobacco Products and Firearms ALCOHOL AND TOBACCO TAX AND TRADE BUREAU, DEPARTMENT OF THE TREASURY LIQUORS FORMULAS FOR DENATURED ALCOHOL AND RUM Specifications for Denaturants § 21.108 Ethyl ether. (a) Odor. Characteristic odor....

  12. 27 CFR 21.108 - Ethyl ether.

    Code of Federal Regulations, 2014 CFR

    2014-04-01

    ... 27 Alcohol, Tobacco Products and Firearms 1 2014-04-01 2014-04-01 false Ethyl ether. 21.108 Section 21.108 Alcohol, Tobacco Products and Firearms ALCOHOL AND TOBACCO TAX AND TRADE BUREAU, DEPARTMENT OF THE TREASURY ALCOHOL FORMULAS FOR DENATURED ALCOHOL AND RUM Specifications for Denaturants § 21.108 Ethyl ether. (a) Odor. Characteristic odor....

  13. 27 CFR 21.108 - Ethyl ether.

    Code of Federal Regulations, 2013 CFR

    2013-04-01

    ... 27 Alcohol, Tobacco Products and Firearms 1 2013-04-01 2013-04-01 false Ethyl ether. 21.108 Section 21.108 Alcohol, Tobacco Products and Firearms ALCOHOL AND TOBACCO TAX AND TRADE BUREAU, DEPARTMENT OF THE TREASURY ALCOHOL FORMULAS FOR DENATURED ALCOHOL AND RUM Specifications for Denaturants § 21.108 Ethyl ether. (a) Odor. Characteristic odor....

  14. 27 CFR 21.108 - Ethyl ether.

    Code of Federal Regulations, 2011 CFR

    2011-04-01

    ... 27 Alcohol, Tobacco Products and Firearms 1 2011-04-01 2011-04-01 false Ethyl ether. 21.108 Section 21.108 Alcohol, Tobacco Products and Firearms ALCOHOL AND TOBACCO TAX AND TRADE BUREAU, DEPARTMENT....108 Ethyl ether. (a) Odor. Characteristic odor. (b) Specific gravity at 15.56 °/15.56 °C. Not...

  15. 27 CFR 21.108 - Ethyl ether.

    Code of Federal Regulations, 2010 CFR

    2010-04-01

    ... 27 Alcohol, Tobacco Products and Firearms 1 2010-04-01 2010-04-01 false Ethyl ether. 21.108 Section 21.108 Alcohol, Tobacco Products and Firearms ALCOHOL AND TOBACCO TAX AND TRADE BUREAU, DEPARTMENT....108 Ethyl ether. (a) Odor. Characteristic odor. (b) Specific gravity at 15.56 °/15.56 °C. Not...

  16. An expedient synthesis of linden ether.

    PubMed

    Serra, Stefano; Cominetti, Alessandra A

    2014-03-01

    We here describe a comprehensive study on the preparation of the intensive flavor 3,9-epoxy-p-mentha-1,4(8)-diene (1). Key steps of the presented synthesis are the selective addition of MeLi to the keto-ester 7, the regioselective cyclization of the obtained triol to give the ethers 4 and 8 and the selective dehydration of ether 4 through the use of POCI3 and pyridine. It is worth noting that the presented synthesis represents the first expedient and reliable entry to ether 1. Being present in linden honey, 1 is also known as linden ether and it has been regarded as a potential marker for the authentication of the linden honey origin. Therefore, ether 1 can be used as a useful reference standard for the analysis of the natural flavors, as we demonstrated by means of its identification in a sample ofunifloral linden honey.

  17. Cutaneous metabolism of glycol ethers.

    PubMed

    Lockley, David J; Howes, Douglas; Williams, Faith M

    2005-03-01

    The toxicity of glycol ethers is associated with their oxidation to the corresponding aldehyde and alkoxyacetic acid by cytosolic alcohol dehydrogenase (ADH; EC 1.1.1.1.) and aldehyde dehydrogenase (ALDH; 1.2.1.3). Dermal exposure to these compounds can result in localised or systemic toxicity including skin sensitisation and irritancy, reproductive, developmental and haemotological effects. It has previously been shown that skin has the capacity for local metabolism of applied chemicals. Therefore, there is a requirement to consider metabolism during dermal absorption of these compounds in risk assessment for humans. Cytosolic fractions were prepared from rat liver, and whole and dermatomed skin by differential centrifugation. Rat skin cytosolic fractions were also prepared following multiple dermal exposure to dexamethasone, ethanol or 2-butoxyethanol (2-BE). The rate of ethanol, 2-ethoxyethanol (2-EE), ethylene glycol, 2-phenoxyethanol (2-PE) and 2-BE conversion to alkoxyacetic acid by ADH/ALDH in these fractions was continuously monitored by UV spectrophotometry via the conversion of NAD+ to NADH at 340 nm. Rates of ADH oxidation by rat liver cytosol were greatest for ethanol followed by 2-EE >ethylene glycol >2-PE >2-BE. However, the order of metabolism changed to 2-BE >2-PE >ethylene glycol >2-EE >ethanol using whole and dermatomed rat skin cytosolic fractions, with approximately twice the specific activity in dermatomed skin cytosol relative to whole rat skin. This suggests that ADH and ALDH are localised in the epidermis that constitutes more of the protein in dermatomed skin than whole skin cytosol. Inhibition of ADH oxidation in rat liver cytosol by pyrazole was greatest for ethanol followed by 2-EE >ethylene glycol >2-PE >2-BE, but it only inhibited ethanol metabolism by 40% in skin cytosol. Disulfiram completely inhibited alcohol and glycol ether metabolism in the liver and skin cytosolic fractions. Although ADH1, ADH2 and ADH3 are expressed at the

  18. Polystyrene-poly(vinylphenol) copolymers as compatibilzers for organic-inorganic composites

    SciTech Connect

    Landry, C.J.T.; Coltrain, B.K.; Teegarden, D.M.

    1996-12-31

    Random, graft, and block copolymers of polystyrene (PS) and poly(4-vinylphenol) (PVPh), and PVPh homopolymer are shown to act as compatibilizers for incompatible organic-inorganic composite materials. The VPh component reacts, or interacts strongly with the polymerizing inorganic (titanium or zirconium) alkoxide. The organic components studied were PS, poly(vinyl methyl ether), and poly(styrene-co-acrylonitrile). The use of such compatibilizers provides a means of combining in situ polymerized inorganic oxides and hydrophobic polymers. This is seen as a reduction in the size of the dispersed inorganic phase and results in improved optical and mechanical properties.

  19. Polyaryl ethers and related polysiloxane copolymer molecular coatings preparation and radiation degrdation

    NASA Technical Reports Server (NTRS)

    Mcgrath, J. E.; Hedrick, J. L.; Webster, D. C.; Johnson, B. C.; Mohanty, D. K.; Yilgor, I.

    1983-01-01

    Poly(arylene ether sulfones) comprise a class of materials known as engineering thermoplastics which have a variety of important applications. These polymers are tough, rigid materials with good mechanical properties over a wide temperature range, and they are processed by conventional methods into products typically having excellent hydrolytic, thermal, oxidative and dimensional stability. Wholly aromatic random copolymers of hydroquinone and biphenol with 4.4 prime dichlorodiphenyl sulfone were synthesized via mechanical nucleophilic displacement. Their structures were characterized and mechanical behavior studied. These tough, ductile copolymers show excellent radiation resistance to electron beam treatment and retain much of the mechanical properties up to at least 700 Mrads under argon.

  20. Conformations and Barriers to Methyl Group Internal Rotation in Two Asymmetric Ethers: Propyl Methyl Ether and Butyl Methyl Ether

    NASA Astrophysics Data System (ADS)

    Long, B. E.; Dechirico, F.; Cooke, S. A.

    2012-06-01

    The conformational preferences of the O-C-C-C unit are important in many biological systems with the unit generally preferring a gauche configuration compared to an anti configuration. Butyl methyl ether and propyl methyl ether provide very simple systems for this phenomenom to manifest. Pure rotational spectra of the title molecules have been recorded using chirped pulse Fourier transform microwave spectroscopy (CP-FTMW). In the case of butyl methyl ether, only one conformer has been observed. This conformer has torsional angles of COCC = 180°, OCCC = 62° and CCCC = 180° (anti-gauche-anti) and rotational constants of A = 10259.4591(33) MHz, B = 1445.6470(13) MHz, and C = 1356.2944(14) MHz. The rotational spectrum was doubled and has been analyzed to produce an effective barrier to methyl group internal rotation of 780(35) cm-1. A prior rotational spectroscopic study on propyl methyl ether had focused only on the high energy anti-anti conformer. We have analyzed spectra from the lowest energy anti-gauche conformer and the spectroscopic constants will be presented. A summary of the differences in conformational energies and methyl group internal rotation barriers for the class of aliphatic asymmetric ethers will be presented. K. N. Houk, J. E. Eksterowicz, Y.-D. Wu, C. D. Fuglesang, D. B. Mitchell. J. Am. Chem. Soc. 115 (4170), 1993. Hiroshi Kato, Jun Nakagawa, Michiro Hayashi. J. Mol. Spectrosc. 80 (272), 1980.

  1. Dissociative Photoionization of Diethyl Ether.

    PubMed

    Voronova, Krisztina; Mozaffari Easter, Chrissa M; Covert, Kyle J; Bodi, Andras; Hemberger, Patrick; Sztáray, Bálint

    2015-10-29

    The dissociative photoionization of internal energy selected diethyl ether ions was investigated by imaging photoelectron photoion coincidence spectroscopy. In a large, 5 eV energy range Et2O(+) cations decay by two parallel and three sequential dissociative photoionization channels, which can be modeled well using statistical theory. The 0 K appearance energies of the CH3CHOCH2CH3(+) (H-loss, m/z = 73) and CH3CH2O═CH2(+) (methyl-loss, m/z = 59) fragment ions were determined to be 10.419 ± 0.015 and 10.484 ± 0.008 eV, respectively. The reemergence of the hydrogen-loss ion above 11 eV is attributed to transition-state (TS) switching, in which the second, outer TS is rate-determining at high internal energies. At 11.81 ± 0.05 eV, a secondary fragment of the CH3CHOCH2CH3(+) (m/z = 73) ion, protonated acetaldehyde, CH3CH═OH(+) (m/z = 45) appears. On the basis of the known thermochemical onset of this fragment, a reverse barrier of 325 meV was found. Two more sequential dissociation reactions were examined, namely, ethylene and formaldehyde losses from the methyl-loss daughter ion. The 0 K appearance energies of 11.85 ± 0.07 and 12.20 ± 0.08 eV, respectively, indicate no reverse barrier in these processes. The statistical model of the dissociative photoionization can also be used to predict the fractional ion abundances in threshold photoionization at large temperatures, which could be of use in, for example, combustion diagnostics. PMID:26444101

  2. Computational Approach to Diarylprolinol-Silyl Ethers in Aminocatalysis.

    PubMed

    Halskov, Kim Søholm; Donslund, Bjarke S; Paz, Bruno Matos; Jørgensen, Karl Anker

    2016-05-17

    Asymmetric organocatalysis has witnessed a remarkable development since its "re-birth" in the beginning of the millenium. In this rapidly growing field, computational investigations have proven to be an important contribution for the elucidation of mechanisms and rationalizations of the stereochemical outcomes of many of the reaction concepts developed. The improved understanding of mechanistic details has facilitated the further advancement of the field. The diarylprolinol-silyl ethers have since their introduction been one of the most applied catalysts in asymmetric aminocatalysis due to their robustness and generality. Although aminocatalytic methods at first glance appear to follow relatively simple mechanistic principles, more comprehensive computational studies have shown that this notion in some cases is deceiving and that more complex pathways might be operating. In this Account, the application of density functional theory (DFT) and other computational methods on systems catalyzed by the diarylprolinol-silyl ethers is described. It will be illustrated how computational investigations have shed light on the structure and reactivity of important intermediates in aminocatalysis, such as enamines and iminium ions formed from aldehydes and α,β-unsaturated aldehydes, respectively. Enamine and iminium ion catalysis can be classified as HOMO-raising and LUMO-lowering activation modes. In these systems, the exclusive reactivity through one of the possible intermediates is often a requisite for achieving high stereoselectivity; therefore, the appreciation of subtle energy differences has been vital for the efficient development of new stereoselective reactions. The diarylprolinol-silyl ethers have also allowed for novel activation modes for unsaturated aldehydes, which have opened up avenues for the development of new remote functionalization reactions of poly-unsaturated carbonyl compounds via di-, tri-, and tetraenamine intermediates and vinylogous iminium ions

  3. Wholly Aromatic Ether-Imides as n-Type Semiconductors

    NASA Technical Reports Server (NTRS)

    Weiser, Erik; St. Clair, Terry L.; Dingemans, Theo J.; Samulski, Edward T.; Irene, Gene

    2006-01-01

    Some wholly aromatic ether-imides consisting of rod-shaped, relatively-low-mass molecules that can form liquid crystals have been investigated for potential utility as electron-donor-type (ntype) organic semiconductors. It is envisioned that after further research to improve understanding of their physical and chemical properties, compounds of this type would be used to make thin film semiconductor devices (e.g., photovoltaic cells and field-effect transistors) on flexible electronic-circuit substrates. This investigation was inspired by several prior developments: Poly(ether-imides) [PEIs] are a class of engineering plastics that have been used extensively in the form of films in a variety of electronic applications, including insulating layers, circuit boards, and low-permittivity coatings. Wholly aromatic PEIs containing naphthalene and perylene moieties have been shown to be useful as electrochromic polymers. More recently, low-molecular-weight imides comprising naphthalene-based molecules with terminal fluorinated tails were shown to be useful as n-type organic semiconductors in such devices as field-effect transistors and Schottky diodes. Poly(etherimide)s as structural resins have been extensively investigated at NASA Langley Research Center for over 30 years. More recently, the need for multi-functional materials has become increasingly important. This n-type semiconductor illustrates the scope of current work towards new families of PEIs that not only can be used as structural resins for carbon-fiber reinforced composites, but also can function as sensors. Such a multi-functional material would permit so-called in-situ health monitoring of composite structures during service. The work presented here demonstrates that parts of the PEI backbone can be used as an n-type semiconductor with such materials being sensitive to damage, temperature, stress, and pressure. In the near future, multi-functional or "smart" composite structures are envisioned to be able

  4. Production of liquid hydrocarbon and ether mixtures

    SciTech Connect

    Harandi, M.N.; Owen, H.

    1989-05-16

    An integrated process is described for the production of ether-rich liquid fuels, comprising: (a) etherifying a mixture of excess lower alkyl alcohol and aliphatic hydrocarbon feedstock rich in C/sub 4/+isoalkenes in the presence of acid etherification catalyst whereby lower alkyl tertiary alkyl ethers are produced; (b) separating etherification effluent from step(a) to provide a gasoline stream rich in C/sub 5/+ ethers and a stream comprising unreacted alcohol and alkenes; (c) contacting the unreacted alcohol and alkenes with an acidic metallosilicate zeolite conversion catalyst under olefinic and oxygenates conversion conditions at a temperature of at least 200/sup 0/C (392/sup 0/F) whereby a conversion effluent stream rich in C/sub 4/+ isoalkenes is produced; (d) recycling at least a portion of the conversion effluent stream to step (a) for etherification.

  5. 40 CFR 721.9663 - Poly(oxy-1,2-ethanediyl), alpha, alpha′-[thiobis (1-oxo-3,1-propanediyl)]bis [omega-hydroxy-,bis...

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ..., alphaâ²- bis [omega-hydroxy-,bis (C11-15 and C11-15-isoalkyl) ethers. 721.9663 Section 721.9663 Protection...(oxy-1,2-ethanediyl), alpha, alpha′- bis [omega-hydroxy-,bis (C11-15 and C11-15-isoalkyl) ethers. (a... poly(oxy-1,2-ethanediyl), alpha, alpha′- bis [omega-hydroxy-,bis(C11-15 and C11-15-isoalkyl)...

  6. 40 CFR 721.9663 - Poly(oxy-1,2-ethanediyl), alpha, alpha′-[thiobis (1-oxo-3,1-propanediyl)]bis [omega-hydroxy-,bis...

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ..., alphaâ²- bis [omega-hydroxy-,bis (C11-15 and C11-15-isoalkyl) ethers. 721.9663 Section 721.9663 Protection...(oxy-1,2-ethanediyl), alpha, alpha′- bis [omega-hydroxy-,bis (C11-15 and C11-15-isoalkyl) ethers. (a... poly(oxy-1,2-ethanediyl), alpha, alpha′- bis [omega-hydroxy-,bis(C11-15 and C11-15-isoalkyl)...

  7. 37. BUILDING NO. 519, ETHER AND ALCOHOL RECOVERY HOUSE, NORTHWEST ...

    Library of Congress Historic Buildings Survey, Historic Engineering Record, Historic Landscapes Survey

    37. BUILDING NO. 519, ETHER AND ALCOHOL RECOVERY HOUSE, NORTHWEST CORNER OF BUILDING. BUILDING NO. 521 (ETHER VAULT) IN BACKGROUND LEFT. - Picatinny Arsenal, 500 Area, Powder Factory & Power House, State Route 15 near I-80, Dover, Morris County, NJ

  8. 41. LOOKING WEST AT BUILDING NO. 519, ETHER AND ALCOHOL ...

    Library of Congress Historic Buildings Survey, Historic Engineering Record, Historic Landscapes Survey

    41. LOOKING WEST AT BUILDING NO. 519, ETHER AND ALCOHOL RECOVERY HOUSE, (LEFT) AND BUILDING NO. 521, ETHER VAULT, (RIGHT) IN FOREGROUND - Picatinny Arsenal, 500 Area, Powder Factory & Power House, State Route 15 near I-80, Dover, Morris County, NJ

  9. Vinyl ethers containing an epoxy group. XVI. Reaction of glycidol vinyloxyethyl ether with acetals

    SciTech Connect

    Nedolya, N.A.; Khil'ko, M.Ya.; Trofimov, B.A.; Sigalov, M.V.

    1988-10-10

    In order to obtain branched acetals with epoxide groups (prospective monomers and intermediates) the authors investigated the reaction of acetaldehyde diethyl and di(1,1,3-trihydrotetrafluoropropyl) acetals with glycidol vinyloxyethyl ether. The addition of acetals to vinyl epoxy ethers was realized, and the first representative of compounds of this type, i.e., 9-glycidyloxy-6-ethoxy-4-methyl-3,7-dioxanonane, was obtained. It was also impossible to add a fluoroacetal to butyl vinyl ether (0.08-1.00 wt. % of catalyst CF/sub 3/COOH, BF/sub 3//times/ OEt/sub 2/, 20-80/degree/C, 0.5-3 h).

  10. Quercetin-3-methyl ether inhibits lapatinib-sensitive and -resistant breast cancer cell growth by inducing G(2)/M arrest and apoptosis.

    PubMed

    Li, Jixia; Zhu, Feng; Lubet, Ronald A; De Luca, Antonella; Grubbs, Clinton; Ericson, Marna E; D'Alessio, Amelia; Normanno, Nicola; Dong, Zigang; Bode, Ann M

    2013-02-01

    Lapatinib, an oral, small-molecule, reversible inhibitor of both EGFR and HER2, is highly active in HER2 positive breast cancer as a single agent and in combination with other therapeutics. However, resistance against lapatinib is an unresolved problem in clinical oncology. Recently, interest in the use of natural compounds to prevent or treat cancers has gained increasing interest because of presumed low toxicity. Quercetin-3-methyl ether, a naturally occurring compound present in various plants, has potent anticancer activity. Here, we found that quercetin-3-methyl ether caused a significant growth inhibition of lapatinib-sensitive and -resistant breast cancer cells. Western blot data showed that quercetin-3-methyl ether had no effect on Akt or ERKs signaling in resistant cells. However, quercetin-3-methyl ether caused a pronounced G(2)/M block mainly through the Chk1-Cdc25c-cyclin B1/Cdk1 pathway in lapatinib-sensitive and -resistant cells. In contrast, lapatinib produced an accumulation of cells in the G(1) phase mediated through cyclin D1, but only in lapatinib-sensitive cells. Moreover, quercetin-3-methyl ether induced significant apoptosis, accompanied with increased levels of cleaved caspase 3, caspase 7, and poly(ADP-ribose) polymerase (PARP) in both cell lines. Overall, these results suggested that quercetin-3-methyl ether might be a novel and promising therapeutic agent in lapatinib-sensitive or -resistant breast cancer patients. PMID:22086611

  11. A novel biobased plasticizer of epoxidized cardanol glycidylether: Synthesis and application in soft poly(vinyl chloride) films

    Technology Transfer Automated Retrieval System (TEKTRAN)

    A novel plasticizer derived from cardanol, epoxied cardanol glycidyl ether (ECGE), was synthesized and characterized by 1H-NMR and 13C-NMR. Effects of the ECGE combined with dioctyl phthalate (DOP), a commercial plasticizer, in soft poly(vinyl chloride) (PVC) films were studied. Dynamic mechanical a...

  12. 40 CFR 721.10669 - Tertiary amine alkyl ether (generic).

    Code of Federal Regulations, 2013 CFR

    2013-07-01

    ... 40 Protection of Environment 32 2013-07-01 2013-07-01 false Tertiary amine alkyl ether (generic... Specific Chemical Substances § 721.10669 Tertiary amine alkyl ether (generic). (a) Chemical substance and... alkyl ether (PMN P-13-78) is subject to reporting under this section for the significant new...

  13. 40 CFR 721.10385 - Phenoxy alkyl ether (generic).

    Code of Federal Regulations, 2014 CFR

    2014-07-01

    ... 40 Protection of Environment 31 2014-07-01 2014-07-01 false Phenoxy alkyl ether (generic). 721... Substances § 721.10385 Phenoxy alkyl ether (generic). (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance identified generically as phenoxy alkyl ether (PMN...

  14. 40 CFR 721.10385 - Phenoxy alkyl ether (generic).

    Code of Federal Regulations, 2013 CFR

    2013-07-01

    ... 40 Protection of Environment 32 2013-07-01 2013-07-01 false Phenoxy alkyl ether (generic). 721... Substances § 721.10385 Phenoxy alkyl ether (generic). (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance identified generically as phenoxy alkyl ether (PMN...

  15. 40 CFR 721.10385 - Phenoxy alkyl ether (generic).

    Code of Federal Regulations, 2012 CFR

    2012-07-01

    ... 40 Protection of Environment 32 2012-07-01 2012-07-01 false Phenoxy alkyl ether (generic). 721... Substances § 721.10385 Phenoxy alkyl ether (generic). (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance identified generically as phenoxy alkyl ether (PMN...

  16. 40 CFR 721.10453 - Polyglycerin alkyl ether (generic).

    Code of Federal Regulations, 2013 CFR

    2013-07-01

    ... 40 Protection of Environment 32 2013-07-01 2013-07-01 false Polyglycerin alkyl ether (generic... Specific Chemical Substances § 721.10453 Polyglycerin alkyl ether (generic). (a) Chemical substance and... alkyl ether (PMN P-02-796) is subject to reporting under this section for the significant new...

  17. 40 CFR 721.10453 - Polyglycerin alkyl ether (generic).

    Code of Federal Regulations, 2014 CFR

    2014-07-01

    ... 40 Protection of Environment 31 2014-07-01 2014-07-01 false Polyglycerin alkyl ether (generic... Specific Chemical Substances § 721.10453 Polyglycerin alkyl ether (generic). (a) Chemical substance and... alkyl ether (PMN P-02-796) is subject to reporting under this section for the significant new...

  18. 40 CFR 721.10669 - Tertiary amine alkyl ether (generic).

    Code of Federal Regulations, 2014 CFR

    2014-07-01

    ... 40 Protection of Environment 31 2014-07-01 2014-07-01 false Tertiary amine alkyl ether (generic... Specific Chemical Substances § 721.10669 Tertiary amine alkyl ether (generic). (a) Chemical substance and... alkyl ether (PMN P-13-78) is subject to reporting under this section for the significant new...

  19. 21 CFR 520.1846 - Polyoxyethylene (23) lauryl ether blocks.

    Code of Federal Regulations, 2012 CFR

    2012-04-01

    ... Polyoxyethylene (23) lauryl ether blocks. (a) Specifications. Each molasses-based block contains 2.2 percent polyoxyethylene (23) lauryl ether. (b) Sponsor. See No. 067949 in § 510.600(c) of this chapter. (c) Conditions of... 21 Food and Drugs 6 2012-04-01 2012-04-01 false Polyoxyethylene (23) lauryl ether blocks....

  20. 21 CFR 520.1846 - Polyoxyethylene (23) lauryl ether blocks.

    Code of Federal Regulations, 2013 CFR

    2013-04-01

    ... Polyoxyethylene (23) lauryl ether blocks. (a) Specifications. Each molasses-based block contains 2.2 percent polyoxyethylene (23) lauryl ether. (b) Sponsor. See No. 067949 in § 510.600(c) of this chapter. (c) Conditions of... 21 Food and Drugs 6 2013-04-01 2013-04-01 false Polyoxyethylene (23) lauryl ether blocks....

  1. 21 CFR 520.1846 - Polyoxyethylene (23) lauryl ether blocks.

    Code of Federal Regulations, 2010 CFR

    2010-04-01

    ... Polyoxyethylene (23) lauryl ether blocks. (a) Specifications. Each molasses-based block contains 2.2 percent polyoxyethylene (23) lauryl ether. (b) Sponsor. See No. 067949 in § 510.600(c) of this chapter. (c) Conditions of... 21 Food and Drugs 6 2010-04-01 2010-04-01 false Polyoxyethylene (23) lauryl ether blocks....

  2. 21 CFR 520.1846 - Polyoxyethylene (23) lauryl ether blocks.

    Code of Federal Regulations, 2011 CFR

    2011-04-01

    ... Polyoxyethylene (23) lauryl ether blocks. (a) Specifications. Each molasses-based block contains 2.2 percent polyoxyethylene (23) lauryl ether. (b) Sponsor. See No. 067949 in § 510.600(c) of this chapter. (c) Conditions of... 21 Food and Drugs 6 2011-04-01 2011-04-01 false Polyoxyethylene (23) lauryl ether blocks....

  3. 21 CFR 520.1846 - Polyoxyethylene (23) lauryl ether blocks.

    Code of Federal Regulations, 2014 CFR

    2014-04-01

    ... Polyoxyethylene (23) lauryl ether blocks. (a) Specifications. Each molasses-based block contains 2.2 percent polyoxyethylene (23) lauryl ether. (b) Sponsor. See No. 067949 in § 510.600(c) of this chapter. (c) Conditions of... 21 Food and Drugs 6 2014-04-01 2014-04-01 false Polyoxyethylene (23) lauryl ether blocks....

  4. 39. BUILDING NO. 519, ETHER AND ALCOHOL RECOVERY HOUSE, LOOKING ...

    Library of Congress Historic Buildings Survey, Historic Engineering Record, Historic Landscapes Survey

    39. BUILDING NO. 519, ETHER AND ALCOHOL RECOVERY HOUSE, LOOKING AT SOUTHWEST CORNER WITH BUILDING NO. 521, ETHER VAULT, AND BUILDING NO. 519-A, ETHER & ALOCOHL STORAGE TANKS, IN BACKGROUND RIGHT. - Picatinny Arsenal, 500 Area, Powder Factory & Power House, State Route 15 near I-80, Dover, Morris County, NJ

  5. 40 CFR 721.10069 - Ether amine phosphonate (generic).

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 40 Protection of Environment 31 2011-07-01 2011-07-01 false Ether amine phosphonate (generic). 721... Substances § 721.10069 Ether amine phosphonate (generic). (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance identified generically as ether amine phosphonate (PMN...

  6. 40 CFR 721.3440 - Haloalkyl substituted cyclic ethers.

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 40 Protection of Environment 31 2011-07-01 2011-07-01 false Haloalkyl substituted cyclic ethers... Substances § 721.3440 Haloalkyl substituted cyclic ethers. (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substances haloalkyl substituted cyclic ethers (PMN P-85-368 and...

  7. 40 CFR 721.3486 - Polyglycerin mono(4-nonylphenyl) ether.

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 40 Protection of Environment 30 2010-07-01 2010-07-01 false Polyglycerin mono(4-nonylphenyl) ether... Substances § 721.3486 Polyglycerin mono(4-nonylphenyl) ether. (a) Chemical substance and significant new uses...-nonylphenyl) ether (PMN P-94-2230) is subject to reporting under this section for the significant new...

  8. 40 CFR 721.3480 - Halogenated biphenyl glycidyl ethers.

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 40 Protection of Environment 31 2011-07-01 2011-07-01 false Halogenated biphenyl glycidyl ethers... Substances § 721.3480 Halogenated biphenyl glycidyl ethers. (a) Chemical substance and significant new uses... ethers (PMNs P-90-1844, P-90-1845, and P-90-1846) are subject to reporting under this section for...

  9. 40 CFR 721.3440 - Haloalkyl substituted cyclic ethers.

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 40 Protection of Environment 30 2010-07-01 2010-07-01 false Haloalkyl substituted cyclic ethers... Substances § 721.3440 Haloalkyl substituted cyclic ethers. (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substances haloalkyl substituted cyclic ethers (PMN P-85-368 and...

  10. 40 CFR 721.3480 - Halogenated biphenyl glycidyl ethers.

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 40 Protection of Environment 30 2010-07-01 2010-07-01 false Halogenated biphenyl glycidyl ethers... Substances § 721.3480 Halogenated biphenyl glycidyl ethers. (a) Chemical substance and significant new uses... ethers (PMNs P-90-1844, P-90-1845, and P-90-1846) are subject to reporting under this section for...

  11. 40 CFR 721.10069 - Ether amine phosphonate (generic).

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 40 Protection of Environment 30 2010-07-01 2010-07-01 false Ether amine phosphonate (generic). 721... Substances § 721.10069 Ether amine phosphonate (generic). (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance identified generically as ether amine phosphonate (PMN...

  12. 40 CFR 721.3500 - Perhalo alkoxy ether.

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 40 Protection of Environment 30 2010-07-01 2010-07-01 false Perhalo alkoxy ether. 721.3500 Section... Substances § 721.3500 Perhalo alkoxy ether. (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance identified generically as perhalo alkoxy ether (PMN P-83-1227)...

  13. 40 CFR 721.3420 - Brominated arylalkyl ether.

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 40 Protection of Environment 30 2010-07-01 2010-07-01 false Brominated arylalkyl ether. 721.3420... Substances § 721.3420 Brominated arylalkyl ether. (a) Chemical substances and significant new uses subject to reporting. (1) The chemical substance identified generically as brominated arylalkyl ether (P-83-906)...

  14. 40 CFR 721.3465 - Stilbene diglycidyl ether.

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 40 Protection of Environment 31 2011-07-01 2011-07-01 false Stilbene diglycidyl ether. 721.3465... Substances § 721.3465 Stilbene diglycidyl ether. (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance identified as stilbene diglycidyl ether (PMN P-96-1427) is subject...

  15. 40 CFR 721.3465 - Stilbene diglycidyl ether.

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 40 Protection of Environment 30 2010-07-01 2010-07-01 false Stilbene diglycidyl ether. 721.3465... Substances § 721.3465 Stilbene diglycidyl ether. (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance identified as stilbene diglycidyl ether (PMN P-96-1427) is subject...

  16. 40 CFR 721.3438 - Chlorohydroxyalkyl butyl ether (generic).

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 40 Protection of Environment 30 2010-07-01 2010-07-01 false Chlorohydroxyalkyl butyl ether... Specific Chemical Substances § 721.3438 Chlorohydroxyalkyl butyl ether (generic). (a) Chemical substance... chlorohydroxyalkyl butyl ether (PMN P-99-1295) is subject to reporting under this section for the significant new...

  17. 40 CFR 721.3500 - Perhalo alkoxy ether.

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 40 Protection of Environment 31 2011-07-01 2011-07-01 false Perhalo alkoxy ether. 721.3500 Section... Substances § 721.3500 Perhalo alkoxy ether. (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance identified generically as perhalo alkoxy ether (PMN P-83-1227)...

  18. 40 CFR 721.3430 - 4-Bromophenyl phenyl ether.

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 40 Protection of Environment 31 2011-07-01 2011-07-01 false 4-Bromophenyl phenyl ether. 721.3430... Substances § 721.3430 4-Bromophenyl phenyl ether. (a) Chemical substance and significant new use subject to reporting. (1) The chemical substance 4-bromophenyl phenyl ether (CAS No. 101-55-3) is subject to...

  19. 40 CFR 721.3520 - Aliphatic polyglycidyl ether.

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 40 Protection of Environment 30 2010-07-01 2010-07-01 false Aliphatic polyglycidyl ether. 721.3520... Substances § 721.3520 Aliphatic polyglycidyl ether. (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance aliphatic polyglycidyl ether (PMN P-89-1036) is subject...

  20. 40 CFR 721.3486 - Polyglycerin mono(4-nonylphenyl) ether.

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 40 Protection of Environment 31 2011-07-01 2011-07-01 false Polyglycerin mono(4-nonylphenyl) ether... Substances § 721.3486 Polyglycerin mono(4-nonylphenyl) ether. (a) Chemical substance and significant new uses...-nonylphenyl) ether (PMN P-94-2230) is subject to reporting under this section for the significant new...

  1. 40 CFR 721.3550 - Dipropylene glycol dimethyl ether.

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 40 Protection of Environment 31 2011-07-01 2011-07-01 false Dipropylene glycol dimethyl ether. 721... Substances § 721.3550 Dipropylene glycol dimethyl ether. (a) Chemical substances and significant new uses subject to reporting. (1) The chemical substance identified as dipropylene glycol dimethyl ether (PMN...

  2. 40 CFR 721.3420 - Brominated arylalkyl ether.

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 40 Protection of Environment 31 2011-07-01 2011-07-01 false Brominated arylalkyl ether. 721.3420... Substances § 721.3420 Brominated arylalkyl ether. (a) Chemical substances and significant new uses subject to reporting. (1) The chemical substance identified generically as brominated arylalkyl ether (P-83-906)...

  3. 40 CFR 721.3438 - Chlorohydroxyalkyl butyl ether (generic).

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 40 Protection of Environment 31 2011-07-01 2011-07-01 false Chlorohydroxyalkyl butyl ether... Specific Chemical Substances § 721.3438 Chlorohydroxyalkyl butyl ether (generic). (a) Chemical substance... chlorohydroxyalkyl butyl ether (PMN P-99-1295) is subject to reporting under this section for the significant new...

  4. 40 CFR 721.3520 - Aliphatic polyglycidyl ether.

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 40 Protection of Environment 31 2011-07-01 2011-07-01 false Aliphatic polyglycidyl ether. 721.3520... Substances § 721.3520 Aliphatic polyglycidyl ether. (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance aliphatic polyglycidyl ether (PMN P-89-1036) is subject...

  5. 40 CFR 721.3550 - Dipropylene glycol dimethyl ether.

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 40 Protection of Environment 30 2010-07-01 2010-07-01 false Dipropylene glycol dimethyl ether. 721... Substances § 721.3550 Dipropylene glycol dimethyl ether. (a) Chemical substances and significant new uses subject to reporting. (1) The chemical substance identified as dipropylene glycol dimethyl ether (PMN...

  6. 40 CFR 721.3430 - 4-Bromophenyl phenyl ether.

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 40 Protection of Environment 30 2010-07-01 2010-07-01 false 4-Bromophenyl phenyl ether. 721.3430... Substances § 721.3430 4-Bromophenyl phenyl ether. (a) Chemical substance and significant new use subject to reporting. (1) The chemical substance 4-bromophenyl phenyl ether (CAS No. 101-55-3) is subject to...

  7. 40 CFR 721.10551 - Bisphenol S mono ether (generic).

    Code of Federal Regulations, 2013 CFR

    2013-07-01

    ... 40 Protection of Environment 32 2013-07-01 2013-07-01 false Bisphenol S mono ether (generic). 721... Substances § 721.10551 Bisphenol S mono ether (generic). (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance identified generically as bisphenol S mono ether (PMN...

  8. 40 CFR 721.10551 - Bisphenol S mono ether (generic).

    Code of Federal Regulations, 2014 CFR

    2014-07-01

    ... 40 Protection of Environment 31 2014-07-01 2014-07-01 false Bisphenol S mono ether (generic). 721... Substances § 721.10551 Bisphenol S mono ether (generic). (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance identified generically as bisphenol S mono ether (PMN...

  9. Surface modification of poly(styrene-b-(ethylene-co-butylene)-b-styrene) elastomer via photo-initiated graft polymerization of poly(ethylene glycol)

    NASA Astrophysics Data System (ADS)

    Li, Xiaomeng; Luan, Shifang; Yang, Huawei; Shi, Hengchong; Zhao, Jie; Jin, Jing; Yin, Jinghua; Stagnaro, Paola

    2012-01-01

    Poly(styrene-b-(ethylene-co-butylene)-b-styrene) (SEBS) copolymer biomedical elastomer was covalently grafted with poly(ethylene glycol) methyl ether methacrylate (PEGMA) via a photo-initiated graft polymerization technique. The surface graft polymerization of SEBS with PEGMA was verified by ATR-FTIR and XPS. Effect of graft polymerization parameters, i.e., monomer concentration, UV irradiation time and initiator concentration on the grafting density was investigated. Comparing with the virgin SEBS film, the PEGMA-modified SEBS film presented an enhanced wettability and a larger surface energy. Besides, the surface grafting of PEGMA imparted excellent anti-platelet adhesion and anti-protein adsorption to the SEBS surface.

  10. Dimensionally Stable Ether-Containing Polyimide Copolymers

    NASA Technical Reports Server (NTRS)

    Fay, Catharine C. (Inventor); St.Clair, Anne K. (Inventor)

    1999-01-01

    Novel polyimide copolymers containing ether linkages were prepared by the reaction of an equimolar amount of dianhydride and a combination of diamines. The polyimide copolymers described herein possess the unique features of low moisture uptake, dimensional stability, good mechanical properties, and moderate glass transition temperatures. These materials have potential application as encapsulants and interlayer dielectrics.

  11. Elastic electron scattering by ethyl vinyl ether

    NASA Astrophysics Data System (ADS)

    Khakoo, M. A.; Hong, L.; Kim, B.; Winstead, C.; McKoy, V.

    2010-02-01

    We report measured and calculated results for elastic scattering of low-energy electrons by ethyl vinyl ether (ethoxyethene), a prototype system for studying indirect dissociative attachment processes that may play a role in DNA damage. The integral cross section displays the expected π* shape resonance. The agreement between the calculated and measured cross sections is generally good.

  12. POLYBROMINATED DIPHENYL ETHERS IN SOUTHERN MISSISSIPPI CATFISH

    EPA Science Inventory

    Polybrominated diphenyl ethers (PBDEs) are used as flame retardants in a wide variety of consumer products. Concerns surrounding these compounds are primarily due do their ubiquitous presence in the environment as well as in human tissue, such as milk, coupled with evidence indi...

  13. Methyl tert-butyl ether (MTBE)

    Integrated Risk Information System (IRIS)

    Methyl tert - butyl ether ( MTBE ) ; CASRN 1634 - 04 - 4 Human health assessment information on a chemical substance is included in the IRIS database only after a comprehensive review of toxicity data , as outlined in the IRIS assessment development process . Sections I ( Health Hazard Assessments f

  14. Bis(2-chloro-1-methylethyl) ether

    Integrated Risk Information System (IRIS)

    Bis ( 2 - chloro - 1 - methylethyl ) ether ; CASRN 108 - 60 - 1 Human health assessment information on a chemical substance is included in the IRIS database only after a comprehensive review of toxicity data , as outlined in the IRIS assessment development process . Sections I ( Health Hazard Assess

  15. Ethylene glycol monobutyl ether (EGBE) (2-Butoxyethanol)

    Integrated Risk Information System (IRIS)

    Ethylene glycol monobutyl ether ( EGBE ) ( 2 - Butoxyethanol ) ; CASRN 111 - 76 - 2 Human health assessment information on a chemical substance is included in the IRIS database only after a comprehensive review of toxicity data , as outlined in the IRIS assessment development process . Sections I (

  16. Orphan enzymes in ether lipid metabolism.

    PubMed

    Watschinger, Katrin; Werner, Ernst R

    2013-01-01

    Ether lipids are an emerging class of lipids which have so far not been investigated and understood in every detail. They have important roles as membrane components of e.g. lens, brain and testis, and as mediators such as platelet-activating factor. The metabolic enzymes for biosynthesis and degradation have been investigated to some extent. As most involved enzymes are integral membrane proteins they are tricky to handle in biochemical protocols. The sequence of some ether lipid metabolising enzymes has only recently been reported and other sequences still remain obscure. Defined enzymes without assigned sequence are known as orphan enzymes. One of these enzymes with uncharacterised sequence is plasmanylethanolamine desaturase, a key enzyme for the biosynthesis of one of the most abundant phospholipids in our body, the plasmalogens. This review aims to briefly summarise known functions of ether lipids, give an overview on their metabolism including the most prominent members, platelet-activating factor and the plasmalogens. A special focus is set on the description of orphan enzymes in ether lipid metabolism and on the successful strategies how four previous orphans have recently been assigned a sequence. Only one of these four was characterised by classical protein purification and sequencing, whereas the other three required alternative strategies such as bioinformatic candidate gene selection and recombinant expression or development of an inhibitor and multidimensional metabolic profiling.

  17. Imide/arylene ether block copolymers

    NASA Technical Reports Server (NTRS)

    Jensen, B. J.; Hergenrother, P. M.; Bass, R. G.

    1991-01-01

    Two series of imide/arylene either block copolymers were prepared using an arylene ether block and either an amorphous or semi-crystalline imide block. The resulting copolymers were characterized and selected physical and mechanical properties were determined. These results, as well as comparisons to the homopolymer properties, are discussed.

  18. "Crown Ether" Synthesis: An Organic Laboratory Experiment.

    ERIC Educational Resources Information Center

    Field, Kurt W.; And Others

    1979-01-01

    This experiment is designed to acquaint the student with a macromolecular synthesis of a crown ether type compound. The starting materials are readily available and the product, a cyclic polyether, belongs to a class of compounds that has aroused the interest of chemist and biologist alike. (Author/BB)

  19. POLYBROMINATED DIPHENYL ETHERS IN US SOILS

    EPA Science Inventory

    Chemical analysis of thirty-three soil samples from 15 US states reveals Polybrominated Diphenyl Ethers (PBDEs), in every sample.PBDE concentrations rangefrom 0.09 to 1200 parts per billion by mass. These data are the first analysis of soil concentrations of PBDEs in soils from a...

  20. Side chain engineering of poly-thiophene and its impact on crystalline silicon based hybrid solar cells

    SciTech Connect

    Zellmeier, M.; Rappich, J.; Nickel, N. H.; Klaus, M.; Genzel, Ch.; Janietz, S.; Frisch, J.; Koch, N.

    2015-11-16

    The influence of ether groups in the side chain of spin coated regioregular polythiophene derivatives on the polymer layer formation and the hybrid solar cell properties was investigated using electrical, optical, and X-ray diffraction experiments. The polymer layers are of high crystallinity but the polymer with 3 ether groups in the side chain (P3TOT) did not show any vibrational fine structure in the UV-Vis spectrum. The presence of ether groups in the side chains leads to better adhesion resulting in thinner and more homogeneous polymer layers. This, in turn, enhances the electronic properties of the planar c-Si/poly-thiophene hybrid solar cell. We find that the power conversion efficiency increases with the number of ether groups in the side chains, and a maximum power conversion efficiency of η = 9.6% is achieved even in simple planar structures.

  1. Side chain engineering of poly-thiophene and its impact on crystalline silicon based hybrid solar cells

    NASA Astrophysics Data System (ADS)

    Zellmeier, M.; Rappich, J.; Klaus, M.; Genzel, Ch.; Janietz, S.; Frisch, J.; Koch, N.; Nickel, N. H.

    2015-11-01

    The influence of ether groups in the side chain of spin coated regioregular polythiophene derivatives on the polymer layer formation and the hybrid solar cell properties was investigated using electrical, optical, and X-ray diffraction experiments. The polymer layers are of high crystallinity but the polymer with 3 ether groups in the side chain (P3TOT) did not show any vibrational fine structure in the UV-Vis spectrum. The presence of ether groups in the side chains leads to better adhesion resulting in thinner and more homogeneous polymer layers. This, in turn, enhances the electronic properties of the planar c-Si/poly-thiophene hybrid solar cell. We find that the power conversion efficiency increases with the number of ether groups in the side chains, and a maximum power conversion efficiency of η = 9.6% is achieved even in simple planar structures.

  2. Certain glycol ethers eliminated from toxic chemical release reporting requirements

    SciTech Connect

    1994-09-01

    Effective June 28, 1994, the U.S. Environmental Protection Agency (EPA) eliminated high molecular weight glycol ethers from the reporting requirements of section 313 of the Emergency Planning and Community Right-To-Know Act of 1986 (EPCRA). EPCRA (42 U.S.C. 11023) is also referred to as Title III of the Superfund Amendments and Reauthorization Act (SARA) of 1986. EPA redefined the glycol ethers category list of chemicals subject to reporting based on an EPA review of available human health data on short-chain glycol ethers. EPA is removing only the surfactant glycol ethers, which are high molecular weight glycol ethers, i.e., those with pendant alkyl groups and that typically have eight or more carbon atoms. The redefinition retains certain glycol ethers (i.e., ethylene glycol ethers where there are 1,2, or 3 repeating ethylene oxide groups) in the category. These are reasonably anticipated to cause adverse human health effects.

  3. A study on optical properties of poly (ethylene oxide) based polymer electrolyte with different alkali metal iodides

    NASA Astrophysics Data System (ADS)

    Rao, B. Narasimha; Suvarna, R. Padma

    2016-05-01

    Polymer electrolytes were prepared by adding poly (ethylene glycol) dimethyl ether (PEGDME), TiO2 (nano filler), different alkali metal iodide salts RI (R+=Li+, Na+, K+, Rb+, Cs+) and I2 into Acetonitrile gelated with Poly (ethylene oxide) (PEO). Optical properties of poly (ethylene oxide) based polymer electrolytes were studied by FTIR, UV-Vis spectroscopic techniques. FTIR spectrum reveals that the alkali metal cations were coordinated to ether oxygen of PEO. The optical absorption studies were made in the wavelength range 200-800 nm. It is observed that the optical absorption increases with increase in the radius of alkali metal cation. The optical band gap for allowed direct transitions was evaluated using Urbach-edges method. The optical properties such as optical band gap, refractive index and extinction coefficient were determined. The studied polymer materials are useful for solar cells, super capacitors, fuel cells, gas sensors etc.

  4. Solvent resistant thermoplastic aromatic poly(imidesulfone) and process for preparing same

    NASA Technical Reports Server (NTRS)

    St.clair, T. L.; Yamaki, D. A. (Inventor)

    1983-01-01

    A process for preparing a thermoplastic poly(imidesulfone) is disclosed. This resulting material has thermoplastic properties which are generally associated with polysulfones but not polyimides, and solvent resistance which is generally associated with polyimides but not polysulfones. This system is processable in the 250 to 350 C range for molding, adhesive and laminating applications. This unique thermoplastic poly(imidesulfone) is obtained by incorporating an aromatic sulfone moiety into the backbone of an aromatic linear polyimide by dissolving a quantity of a 3,3',4,4'-benzophenonetetracarboxylic dianhydride (BTDA) in a solution of 3,3'-diaminodiphenylsulfone and bis(2-methoxyethyl)ether, precipitating the reactant product in water, filtering and drying the recovered poly(amide-acid sulfone) and converting it to the poly(imidesulfone) by heating.

  5. Synthesis and Structure-Property Relationships of Poly(sulfone)s for Anion Exchange Membranes

    SciTech Connect

    Yan, JL; Moore, HD; Hibbs, MR; Hickner, MA

    2013-10-05

    Membranes based on cationic polymers that conduct anions are important for enabling alkaline membrane fuel cells and other solid-state electrochemical devices that operate at high pH. Anion exchange membranes with poly(arylene ether sulfone) backbones are demonstrated by two routes: chloromethylation of commercially available poly(sulfone)s or radical bromination of benzylmethyl moieties in poly(sulfone)s containing tetramethylbisphenol A monomer residues. Polymers with tethered trimethylbenzyl ammonium moieties resulted from conversion of the halomethyl groups by quaternization with trimethyl amine. The water uptake of the chloromethylated polymers was dependent on the type of poly(sulfone) backbone for a given IEC. Bisphenol A-based Udel (R) poly(sulfone) membranes swelled in water to a large extent while membranes from biphenol-based Radel (R) poly(sulfone), a stiffer backbone than Udel, only showed moderate water uptake. The water uptake of cationic poly(sulfone)s was further reduced by synthesizing tetramethylbisphenol A and 4,4-biphenol-containing poly(sulfone) copolymers where the ionic groups were clustered on the tetramethylbisphenol A residues. The conductivity of all samples scaled with the bulk water uptake. The hydration number of the membranes could be increased by casting membranes from the ionic form polymers versus converting the halomethyl form cast polymers to ionic form in the solid state. (c) 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part B: Polym. Phys. 2013, 51, 1790-1798, 2013

  6. Radiation-chemical synthesis of poly(vinyl alcohol) hydrogel containing dicyclohexano-18-crown-6

    NASA Astrophysics Data System (ADS)

    Zakurdaeva, O. A.; Nesterov, S. V.; Shmakova, N. A.; Semenova, G. K.; Sozontova, E. O.; Feldman, V. I.

    2007-12-01

    Radiation-chemical synthesis of poly(vinyl alcohol) hydrogels containing physically immobilized dicyclohexano-18-crown-6 was carried out. Remarkable gel fraction of 40-70% was observed at absorbed dose of about 5 kGy. Increasing degree of poly(vinyl alcohol) crosslinking led to growth of the efficiency of crown ether immobilization. Post-irradiation thermal annealing of the hydrogel samples at 120 °C for 0.5-5 h resulted in an increase of crown ether retention as compared with non-annealed samples by approximately 20% at the same absorbed dose. Preliminary results on a sorption behavior of the crown-containing hydrogels with respect to Sr 2+ cations in 2.4 M HNO 3 solution are presented.

  7. Cyclic ethers adsorbed on Ru(001)

    NASA Astrophysics Data System (ADS)

    Walczak, M. M.; Thiel, P. A.

    1990-11-01

    The three cyclic ethers 1,3-dioxane. 1,4-dioxane and 1,3,5-trioxane all exhibit multiple desorption states from Ru(001) between 200 and 310 K, in addition to the multilayer and metastable states at lower temperature. Most distinctive are the two low-temperature α-states. which are similar in shape, position, and relative population for all three compounds. This suggests that these states are associated with configurations which are accessible to all three molecules. The data also indicate that there is some molecular decomposition to gaseous CO and H 2. 1,4-Dioxane yields the largest amounts of these decomposition products, suggesting that this molecule is most susceptible to surface-catalyzed decomposition. The desorption data for the three cyclic ethers are grossly similar to each other, and also to the straight-chain diethers which we have previously studied.

  8. Ether bridge formation in loline alkaloid biosynthesis

    PubMed Central

    Pan, Juan; Bhardwaj, Minakshi; Faulkner, Jerome R.; Nagabhyru, Padmaja; Charlton, Nikki D.; Higashi, Richard M.; Miller, Anne-Frances; Young, Carolyn A.; Grossman, Robert B.; Schardl, Christopher L.

    2014-01-01

    Lolines are potent insecticidal agents produced by endophytic fungi of cool-season grasses. These alkaloids are composed of a pyrrolizidine ring system and an uncommon ether bridge linking carbons 2 and 7. Previous results indicated that 1-aminopyrrolizidine was a pathway intermediate. We used RNA interference to knock down expression of lolO, resulting in the accumulation of a novel alkaloid identified as exo-1-acetamidopyrrolizidine based on high-resolution MS and NMR. Genomes of endophytes differing in alkaloid profiles were sequenced, revealing that those with mutated lolO accumulated exo-1-acetamidopyrrolizidine but no lolines. Heterologous expression of wild-type lolO complemented a lolO mutant, resulting in the production of N-acetylnorloline. These results indicated that the non-heme iron oxygenase, LolO, is required for ether bridge formation, probably through oxidation of exo-1-acetamidopyrrolizidine. PMID:24374065

  9. Synthesis and utility of fluorogenic acetoxymethyl ethers.

    PubMed

    Lavis, Luke D; Chao, Tzu-Yuan; Raines, Ronald T

    2011-01-01

    Phenolic fluorophores such as fluorescein, Tokyo Green, resorufin, and their derivatives are workhorses of biological science. Acylating the phenolic hydroxyl group(s) in these fluorophores masks their fluorescence. The ensuing ester is a substrate for cellular esterases, which can restore fluorescence. These esters are, however, notoriously unstable to hydrolysis, severely compromising their utility. The acetoxymethyl (AM) group is an esterase-sensitive motif that can mask polar functionalities in small molecules. Here, we report on the use of AM ether groups to mask phenolic fluorophores. The resulting profluorophores have a desirable combination of low background fluorescence, high chemical stability, and high enzymatic reactivity, both in vitro and in cellulo. These simple phenyl ether-based profluorophores could supplement or supplant the use of phenyl esters for imaging biochemical and biological systems.

  10. Biomechanical studies on aliphatic physically crosslinked poly(urethane urea) for blood contact applications.

    PubMed

    Thomas, Vinoy; Muthu, Jayabalan

    2008-07-01

    Hydrophobic and physically crosslinked (virtually crosslinked through hydrogen bonding) aliphatic poly(urethane urea)s were developed and characterized for its biomechanical properties. The aging under induced-stress (bend samples) condition reveals resistance of poly(urethane urea) to environmental stress corrosion cracking (ESC) in hydrolytic media, Ringer's solution and phosphate buffered saline at 50 degrees C. The strain-induced (20% tensile strain) and aged polymer in hydrolytic enzyme medium, papain and in buffer reveals increase of elastic modulus in papain enzyme and papain buffer. The increase of elastic modulus is attributed to unidirectional reorganisation of chains under continually strained conditions. The polymer exposed in boiling alcoholic potassium hydroxide solution (accelerated hydrolytic chemical degradation) reveals no degradation. A comparative evaluation of poly(ether urethane urea)s reveals inferior properties. Poly(ether urethane urea)s polymer undergo hydrolytic degradation in boiling alcoholic potassium hydroxide solution. The candidate poly(urethane urea) HFL 18-PUU is more promising elastomer for long-term biomechanically sensitive blood contact applications such as heart valve and blood pump diaphragm of left ventricular assist device.

  11. Biomechanical studies on aliphatic physically crosslinked poly(urethane urea) for blood contact applications.

    PubMed

    Thomas, Vinoy; Muthu, Jayabalan

    2008-07-01

    Hydrophobic and physically crosslinked (virtually crosslinked through hydrogen bonding) aliphatic poly(urethane urea)s were developed and characterized for its biomechanical properties. The aging under induced-stress (bend samples) condition reveals resistance of poly(urethane urea) to environmental stress corrosion cracking (ESC) in hydrolytic media, Ringer's solution and phosphate buffered saline at 50 degrees C. The strain-induced (20% tensile strain) and aged polymer in hydrolytic enzyme medium, papain and in buffer reveals increase of elastic modulus in papain enzyme and papain buffer. The increase of elastic modulus is attributed to unidirectional reorganisation of chains under continually strained conditions. The polymer exposed in boiling alcoholic potassium hydroxide solution (accelerated hydrolytic chemical degradation) reveals no degradation. A comparative evaluation of poly(ether urethane urea)s reveals inferior properties. Poly(ether urethane urea)s polymer undergo hydrolytic degradation in boiling alcoholic potassium hydroxide solution. The candidate poly(urethane urea) HFL 18-PUU is more promising elastomer for long-term biomechanically sensitive blood contact applications such as heart valve and blood pump diaphragm of left ventricular assist device. PMID:18305906

  12. Electrochemical measurements of diffusion coefficients of redox-labeled poly(ethylene glycol) dissolved in poly(ethylene glycol) melts

    SciTech Connect

    Haas, O.; Velazquez, C.S.; Porat, Z.; Murray, R.W.

    1995-10-12

    Ferrocene labeled monomethoxy-poly(ethylene glycol)s (MPEG) with molecular weights of 1900 and 750 were used as redox probe solutes in poly(ethylene glycol) melt solvents of molecular weight 750, 2000, and 20000. Cyclic voltammetry and chronoamperometry at microdisk electrodes were employed to measure the diffusion coefficients of the redox probes, which were independent of the probe concentration and varied between 10{sup -7} and 10{sup -10} cm{sup 2}/s. Diffusional activation barrier results also suggest that the ferrocene label does not significantly influence the diffusivity of the probe molecule in the host solvent. Activation barrier, viscosity, and ionic conductivity results show that the LiClO{sub 4} electrolyte does not influence the diffusion barrier or viscosity as long as the ether O/Li{sup +} ratio is >=250 (ca. 0.1 M) which is still a sufficient electrolyte concentration to allow quantitative electrochemical diffusion measurements. 21 refs., 7 figs., 2 tabs.

  13. Rhodium-Catalyzed Dehydrogenative Silylation of Acetophenone Derivatives: Formation of Silyl Enol Ethers versus Silyl Ethers.

    PubMed

    Garcés, Karin; Lalrempuia, Ralte; Polo, Víctor; Fernández-Alvarez, Francisco J; García-Orduña, Pilar; Lahoz, Fernando J; Pérez-Torrente, Jesús J; Oro, Luis A

    2016-10-01

    A series of rhodium-NSiN complexes (NSiN=bis (pyridine-2-yloxy)methylsilyl fac-coordinated) is reported, including the solid-state structures of [Rh(H)(Cl)(NSiN)(PCy3 )] (Cy=cyclohexane) and [Rh(H)(CF3 SO3 )(NSiN)(coe)] (coe=cis-cyclooctene). The [Rh(H)(CF3 SO3 )(NSiN)(coe)]-catalyzed reaction of acetophenone with silanes performed in an open system was studied. Interestingly, in most of the cases the formation of the corresponding silyl enol ether as major reaction product was observed. However, when the catalytic reactions were performed in closed systems, formation of the corresponding silyl ether was favored. Moreover, theoretical calculations on the reaction of [Rh(H)(CF3 SO3 )(NSiN)(coe)] with HSiMe3 and acetophenone showed that formation of the silyl enol ether is kinetically favored, while the silyl ether is the thermodynamic product. The dehydrogenative silylation entails heterolytic cleavage of the Si-H bond by a metal-ligand cooperative mechanism as the rate-determining step. Silyl transfer from a coordinated trimethylsilyltriflate molecule to the acetophenone followed by proton transfer from the activated acetophenone to the hydride ligand results in the formation of H2 and the corresponding silyl enol ether.

  14. Rhodium-Catalyzed Dehydrogenative Silylation of Acetophenone Derivatives: Formation of Silyl Enol Ethers versus Silyl Ethers.

    PubMed

    Garcés, Karin; Lalrempuia, Ralte; Polo, Víctor; Fernández-Alvarez, Francisco J; García-Orduña, Pilar; Lahoz, Fernando J; Pérez-Torrente, Jesús J; Oro, Luis A

    2016-10-01

    A series of rhodium-NSiN complexes (NSiN=bis (pyridine-2-yloxy)methylsilyl fac-coordinated) is reported, including the solid-state structures of [Rh(H)(Cl)(NSiN)(PCy3 )] (Cy=cyclohexane) and [Rh(H)(CF3 SO3 )(NSiN)(coe)] (coe=cis-cyclooctene). The [Rh(H)(CF3 SO3 )(NSiN)(coe)]-catalyzed reaction of acetophenone with silanes performed in an open system was studied. Interestingly, in most of the cases the formation of the corresponding silyl enol ether as major reaction product was observed. However, when the catalytic reactions were performed in closed systems, formation of the corresponding silyl ether was favored. Moreover, theoretical calculations on the reaction of [Rh(H)(CF3 SO3 )(NSiN)(coe)] with HSiMe3 and acetophenone showed that formation of the silyl enol ether is kinetically favored, while the silyl ether is the thermodynamic product. The dehydrogenative silylation entails heterolytic cleavage of the Si-H bond by a metal-ligand cooperative mechanism as the rate-determining step. Silyl transfer from a coordinated trimethylsilyltriflate molecule to the acetophenone followed by proton transfer from the activated acetophenone to the hydride ligand results in the formation of H2 and the corresponding silyl enol ether. PMID:27553810

  15. 40 CFR 721.9663 - Poly(oxy-1,2-ethanediyl), alpha, alpha′-[thiobis (1-oxo-3,1-propanediyl)]bis [omega-hydroxy-,bis...

    Code of Federal Regulations, 2012 CFR

    2012-07-01

    ... 40 Protection of Environment 32 2012-07-01 2012-07-01 false Poly(oxy-1,2-ethanediyl), alpha...(oxy-1,2-ethanediyl), alpha, alpha′- bis [omega-hydroxy-,bis (C11-15 and C11-15-isoalkyl) ethers. (a... poly(oxy-1,2-ethanediyl), alpha, alpha′- bis [omega-hydroxy-,bis(C11-15 and C11-15-isoalkyl)...

  16. 40 CFR 721.9663 - Poly(oxy-1,2-ethanediyl), alpha, alpha′-[thiobis (1-oxo-3,1-propanediyl)]bis [omega-hydroxy-,bis...

    Code of Federal Regulations, 2014 CFR

    2014-07-01

    ... 40 Protection of Environment 31 2014-07-01 2014-07-01 false Poly(oxy-1,2-ethanediyl), alpha...(oxy-1,2-ethanediyl), alpha, alpha′- bis [omega-hydroxy-,bis (C11-15 and C11-15-isoalkyl) ethers. (a... poly(oxy-1,2-ethanediyl), alpha, alpha′- bis [omega-hydroxy-,bis(C11-15 and C11-15-isoalkyl)...

  17. 40 CFR 721.9663 - Poly(oxy-1,2-ethanediyl), alpha, alpha′-[thiobis (1-oxo-3,1-propanediyl)]bis [omega-hydroxy-,bis...

    Code of Federal Regulations, 2013 CFR

    2013-07-01

    ... 40 Protection of Environment 32 2013-07-01 2013-07-01 false Poly(oxy-1,2-ethanediyl), alpha...(oxy-1,2-ethanediyl), alpha, alpha′- bis [omega-hydroxy-,bis (C11-15 and C11-15-isoalkyl) ethers. (a... poly(oxy-1,2-ethanediyl), alpha, alpha′- bis [omega-hydroxy-,bis(C11-15 and C11-15-isoalkyl)...

  18. Nikola Tesla, the Ether and his Telautomaton

    NASA Astrophysics Data System (ADS)

    Milar, Kendall

    2014-03-01

    In the nineteenth century physicists' understanding of the ether changed dramatically. New developments in thermodynamics, energy physics, and electricity and magnetism dictated new properties of the ether. These have traditionally been examined from the perspective of the scientists re-conceptualizing the ether. However Nikola Tesla, a prolific inventor and writer, presents a different picture of nineteenth century physics. Alongside the displays that showcased his inventions he presented alternative interpretations of physical, physiological and even psychical research. This is particularly evident in his telautomaton, a radio remote controlled boat. This invention and Tesla's descriptions of it showcase some of his novel interpretations of physical theories. He offered a perspective on nineteenth century physics that focused on practical application instead of experiment. Sometimes the understanding of physical theories that Tesla reached was counterproductive to his own inventive work; other times he offered new insights. Tesla's utilitarian interpretation of physical theories suggests a more scientifically curious and invested inventor than previously described and a connection between the scientific and inventive communities.

  19. Promoting environmentally sound management of polybrominated diphenyl ethers in Asia.

    PubMed

    Li, Jinhui; Zhao, Nana; Liu, Xue; Wu, Xiaoyang

    2014-06-01

    Polybrominated diphenyl ethers with persistent organic pollutant properties are required to be controlled by the Stockholm Convention. Recently, polybrominated diphenyl ether contamination has become widespread in Asia, mainly because of the disposal and recycling processes of polybrominated diphenyl ether-containing wastes. The management status, production, usage, import/export, treatment, and disposal, as well as implementation deficiencies for the environmentally sound management of polybrominated diphenyl ethers and polybrominated diphenyl ether-containing materials in ten Asian countries were investigated and assessed in this study. This information could help the participating countries implement the Stockholm Convention and could promote the regional environmentally sound management of polybrominated diphenyl ether-containing articles and products. The results obtained were as follows. (1) Most of the countries studied lacked environmental policies and regulations, or even standards of polybrominated diphenyl ether pollution management and emission control actions. Accurate data on the consumption and importation of polybrominated diphenyl ether-containing materials, however, were not available for all the participating countries. In addition, there were no special treatment or disposal systems for polybrominated diphenyl ether-containing materials, or emission-cutting measures for the treatment of waste in these countries, owing to the lack of sufficient funding or technologies. (2) The improper dismantling of e-waste is a major source of polybrominated diphenyl ether emissions in these countries. (3) Proper e-waste management could result in a breakthrough in the environmentally sound management of this major polybrominated diphenyl ether-containing material flow, and could significantly reduce polybrominated diphenyl ether emissions. Finally, based on the study results, this article puts forward some recommendations for improving the environmentally

  20. Synthesis and Characterization of a Poly(ethylene glycol)-Poly(simvastatin) Diblock Copolymer

    PubMed Central

    Asafo-Adjei, Theodora A.; Dziubla, Thomas D.; Puleo, David A.

    2014-01-01

    Biodegradable polyesters are commonly used as drug delivery vehicles, but their role is typically passive, and encapsulation approaches have limited drug payload. An alternative drug delivery method is to polymerize the active agent or its precursor into a degradable polymer. The prodrug simvastatin contains a lactone ring that lends itself to ring-opening polymerization (ROP). Consequently, simvastatin polymerization was initiated with 5 kDa monomethyl ether poly(ethylene glycol) (mPEG) and catalyzed via stannous octoate. Melt condensation reactions produced a 9.5 kDa copolymer with a polydispersity index of 1.1 at 150 °C up to a 75 kDa copolymer with an index of 6.9 at 250 °C. Kinetic analysis revealed first-order propagation rates. Infrared spectroscopy of the copolymer showed carboxylic and methyl ether stretches unique to simvastatin and mPEG, respectively. Slow degradation was demonstrated in neutral and alkaline conditions. Lastly, simvastatin, simvastatin-incorporated molecules, and mPEG were identified as the degradation products released. The present results show the potential of using ROP to polymerize lactone-containing drugs such as simvastatin. PMID:25431653

  1. Azidated Ether-Butadiene-Ether Block Copolymers as Binders for Solid Propellants

    NASA Astrophysics Data System (ADS)

    Cappello, Miriam; Lamia, Pietro; Mura, Claudio; Polacco, Giovanni; Filippi, Sara

    2016-07-01

    Polymeric binders for solid propellants are usually based on hydroxyl-terminated polybutadiene (HTPB), which does not contribute to the overall energy output. Azidic polyethers represent an interesting alternative but may have poorer mechanical properties. Polybutadiene-polyether copolymers may combine the advantages of both. Four different ether-butadiene-ether triblock copolymers were prepared and azidated starting from halogenated and/or tosylated monomers using HTPB as initiator. The presence of the butadiene block complicates the azidation step and reduces the storage stability of the azidic polymer. Nevertheless, the procedure allows modifying the binder properties by varying the type and lengths of the energetic blocks.

  2. 40 CFR 721.10067 - Ether amine phosphonate salt (generic).

    Code of Federal Regulations, 2013 CFR

    2013-07-01

    ... 40 Protection of Environment 32 2013-07-01 2013-07-01 false Ether amine phosphonate salt (generic... Specific Chemical Substances § 721.10067 Ether amine phosphonate salt (generic). (a) Chemical substances... ether amine phosphonate salt (PMNs P-05-57, P-05-58, P-05-59, P-05-61, P-05-62, P-05-63, P-05-64, and...

  3. 40 CFR 721.10067 - Ether amine phosphonate salt (generic).

    Code of Federal Regulations, 2012 CFR

    2012-07-01

    ... 40 Protection of Environment 32 2012-07-01 2012-07-01 false Ether amine phosphonate salt (generic... Specific Chemical Substances § 721.10067 Ether amine phosphonate salt (generic). (a) Chemical substances... ether amine phosphonate salt (PMNs P-05-57, P-05-58, P-05-59, P-05-61, P-05-62, P-05-63, P-05-64, and...

  4. 40 CFR 721.10067 - Ether amine phosphonate salt (generic).

    Code of Federal Regulations, 2014 CFR

    2014-07-01

    ... 40 Protection of Environment 31 2014-07-01 2014-07-01 false Ether amine phosphonate salt (generic... Specific Chemical Substances § 721.10067 Ether amine phosphonate salt (generic). (a) Chemical substances... ether amine phosphonate salt (PMNs P-05-57, P-05-58, P-05-59, P-05-61, P-05-62, P-05-63, P-05-64, and...

  5. 40 CFR 721.10067 - Ether amine phosphonate salt (generic).

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 40 Protection of Environment 30 2010-07-01 2010-07-01 false Ether amine phosphonate salt (generic... Specific Chemical Substances § 721.10067 Ether amine phosphonate salt (generic). (a) Chemical substances... ether amine phosphonate salt (PMNs P-05-57, P-05-58, P-05-59, P-05-61, P-05-62, P-05-63, P-05-64, and...

  6. 40 CFR 721.10067 - Ether amine phosphonate salt (generic).

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 40 Protection of Environment 31 2011-07-01 2011-07-01 false Ether amine phosphonate salt (generic... Specific Chemical Substances § 721.10067 Ether amine phosphonate salt (generic). (a) Chemical substances... ether amine phosphonate salt (PMNs P-05-57, P-05-58, P-05-59, P-05-61, P-05-62, P-05-63, P-05-64, and...

  7. Poly-symplectic Groupoids and Poly-Poisson Structures

    NASA Astrophysics Data System (ADS)

    Martinez, Nicolas

    2015-05-01

    We introduce poly-symplectic groupoids, which are natural extensions of symplectic groupoids to the context of poly-symplectic geometry, and define poly-Poisson structures as their infinitesimal counterparts. We present equivalent descriptions of poly-Poisson structures, including one related with AV-Dirac structures. We also discuss symmetries and reduction in the setting of poly-symplectic groupoids and poly-Poisson structures, and use our viewpoint to revisit results and develop new aspects of the theory initiated in Iglesias et al. (Lett Math Phys 103:1103-1133, 2013).

  8. Antioxidant activity of alkyl hydroxytyrosyl ethers in unsaturated lipids.

    PubMed

    Cert, Rosa; Madrona, Andrés; Espartero, José Luis; Pérez-Camino, M Carmen

    2015-06-01

    The antioxidant activity of ethyl and octyl hydroxytyrosyl ethers toward lipids was determined using the Rancimat and open cup methods at high temperatures and 50 °C, respectively. The effect of the unsaturation of the matrix was evaluated using sunflower, soya, and fish refined oils. The antioxidant activities of alkyl hydroxytyrosyl ethers (HTy ethers), hydroxytyrosyl esters, and free hydroxytyrosol are similar, and are much higher than that of α-tocopherol at the same millimolar concentration. The relationship between the induction period and the concentration of the HTy ethers is a sigmoidal curve; an accurate concentration of HTy ethers is necessary to achieve maximum activity, as it increases with the level of matrix unsaturation. The presence of tocopherols in commercial oils affects the antioxidant effect of HTy ethers. Thus, the addition of a low concentration of HTy ethers results in a positive effect, whereas the effect of the addition of high amounts of ethers is slightly less than that of the phenol alone. The addition of HTy ethers to commercial refined oils increases the stability of the oils and preserves tocopherols and polyunsaturated fatty acids from oxidation, enabling the oils to maintain their nutritional properties for longer periods of time.

  9. Divinyl ether synthase gene, and protein and uses thereof

    DOEpatents

    Howe, Gregg A.; Itoh, Aya

    2006-12-26

    The present invention relates to divinyl ether synthase genes, proteins, and methods of their use. The present invention encompasses both native and recombinant wild-type forms of the synthase, as well as mutants and variant forms, some of which possess altered characteristics relative to the wild-type synthase. The present invention also relates to methods of using divinyl ether synthase genes and proteins, including in their expression in transgenic organisms and in the production of divinyl ether fatty acids, and to methods of suing divinyl ether fatty acids, including in the protection of plants from pathogens.

  10. Divinyl ether synthase gene and protein, and uses thereof

    DOEpatents

    Howe, Gregg A.; Itoh, Aya

    2011-09-13

    The present invention relates to divinyl ether synthase genes, proteins, and methods of their use. The present invention encompasses both native and recombinant wild-type forms of the synthase, as well as mutants and variant forms, some of which possess altered characteristics relative to the wild-type synthase. The present invention also relates to methods of using divinyl ether synthase genes and proteins, including in their expression in transgenic organisms and in the production of divinyl ether fatty acids, and to methods of suing divinyl ether fatty acids, including in the protection of plants from pathogens.

  11. Facile cleavage of triethylsilyl (TES) ethers using o-iodoxybenzoic acid (IBX) without affecting tert-butyldimethylsilyl (TBS) ethers.

    PubMed

    Wu, Yikang; Huang, Jia-Hui; Shen, Xin; Hu, Qi; Tang, Chao-Jun; Li, Liang

    2002-06-27

    [reaction: see text] In DMSO cleavage of triethylsilyl (TES) ethers by o-iodoxybenzoic acid (IBX) was significantly faster than cleavage of tert-butyldimethylsilyl (TBS) ethers or further oxidation into carbonyl compounds. In most cases, TES protecting groups could be removed in good to excellent yields within 1 h, whereas similar TBS protecting groups remained intact under the same conditions. The procedure also could be adapted for direct one-pot conversion of TES ethers into carbonyl compounds.

  12. Brominated-chlorinated diphenyl ethers formed by thermolysis of polybrominated diphenyl ethers at low temperatures.

    PubMed

    Rupp, Silke; Metzger, Jörg W

    2005-09-01

    Polybrominated diphenyl ethers (PBDEs) are a group of brominated flame retardants (BFRs) used mainly as additives in different kinds of plastic material. Various PBDEs are found in all environmental compartments as well as in tissue and blood serum of animals and humans due to their persistence and tendency to bioaccumulate. Emission of PBDEs into the environment can occur during recycling of PBDE-containing plastic material or during their uncontrolled or insufficient combustion as e.g. in accidental fires or landfill fires. Under these circumstances, PBDEs can also function as precursor molecules for the formation of polybrominated dibenzodioxins (PBDDs) and dibenzofurans (PBDFs). In this study, we qualitatively investigated the reaction of two PBDE congeners, 2,2',4,4'-tetrabromo diphenyl ether (BDE 47) and 2,2',4,4',5,5'-hexabromo diphenyl ether (BDE 153), as well as hexabromobenzene (HBB), a flame retardant used in the past, when exposed to temperatures between 250 degrees C and 500 degrees C. The formed reaction products were analysed by high resolution gas chromatography-low resolution mass spectrometry (HRGC-LRMS). Among others brominated-chlorinated diphenyl ethers were formed by chlorodebromination of the PBDEs. In addition, thermolysis of BDE 47 and BDE 153 in the presence of tetrachloromethane as model substance for an organic chlorine source was studied. Thermal treatment of HBB resulted in the formation of brominated-chlorinated benzenes. PMID:16083771

  13. Antifungal ether diglycosides from Matayba guianensis Aublet.

    PubMed

    de Assis, Polyana A; Theodoro, Phellipe N E T; de Paula, José E; Araújo, Ana J; Costa-Lotufo, Letícia V; Michel, Sylvie; Grougnet, Raphaël; Kritsanida, Marina; Espindola, Laila S

    2014-03-01

    Since the 1960s, fungal infections have become a major worldwide public health problem. Antifungal treatments have many limitations, such as toxicity and resistance. Matayba guianensis Aublet (Sapindaceae) was chemically investigated as part of our ongoing search for lead molecules against fungi in the Brazilian Cerrado biome. The ethanolic extract of M. guianensis root bark revealed the presence of two previously unreported ether diglycosides: matayoside E (1) and F (2) with anti Candida activity, along with two known compounds: cupanioside (3) and stigmasterol (4).

  14. Antifungal activity of some diaryl ethers.

    PubMed

    Xu, Hui; Jian, Kun-Zhong; Guan, Qiu; Ye, Fei; Lv, Min

    2007-12-01

    Several diaryl ethers were synthesized and tested in vitro against seven phytopathogenic fungi, namely Fusarium graminearum, Alternaria alternate, Helminthosporium sorokinianum, Pyricularia oryzae, Fusarium oxysporum f. sp. vasinfectum, Fusarium oxysporum f. sp. cucumarinum and Alternaria brassicae. Compared to a commercial agricultural fungicide, hymexazol, especially compounds a, b, e, g and k were found to be more effective at 50 mug/ml against F. graminearum, F. oxysporum f. sp. vasinfectum and F. oxysporum f. sp. cucumarinum. Meantime, some structure-activity relationships were also observed. PMID:18057754

  15. High-boron-content porphyrin-cored aryl ether dendrimers: controlled synthesis, characterization, and photophysical properties.

    PubMed

    Cabrera-González, Justo; Xochitiotzi-Flores, Elba; Viñas, Clara; Teixidor, Francesc; García-Ortega, Héctor; Farfán, Norberto; Santillan, Rosa; Parella, Teodor; Núñez, Rosario

    2015-05-18

    The synthesis and characterization of a set of poly(aryl ether) dendrimers with tetraphenylporphyrin as the core and 4, 8, 16, or 32 closo-carborane clusters are described. A regioselective hydrosilylation reaction on the allyl-terminated functions with carboranylsilanes in the presence of Karstedt's catalyst leads to different generations of boron-enriched dendrimers. This versatile approach allows the incorporation of a large number of boron atoms in the dendrimers' periphery. Translational diffusion coefficients (D) determined by DOSY NMR experiments permit estimation of the hydrodynamic radius (RH) and molecular size for each dendrimer. Furthermore, a notable correlation between D and the molecular weight (MW) is found and can be used to predict their overall size and folding properties. The UV-vis and emission behavior are not largely affected by the functionalization, therefore implying that the presence of carboranes does not alter their photoluminescence properties. PMID:25920702

  16. High-boron-content porphyrin-cored aryl ether dendrimers: controlled synthesis, characterization, and photophysical properties.

    PubMed

    Cabrera-González, Justo; Xochitiotzi-Flores, Elba; Viñas, Clara; Teixidor, Francesc; García-Ortega, Héctor; Farfán, Norberto; Santillan, Rosa; Parella, Teodor; Núñez, Rosario

    2015-05-18

    The synthesis and characterization of a set of poly(aryl ether) dendrimers with tetraphenylporphyrin as the core and 4, 8, 16, or 32 closo-carborane clusters are described. A regioselective hydrosilylation reaction on the allyl-terminated functions with carboranylsilanes in the presence of Karstedt's catalyst leads to different generations of boron-enriched dendrimers. This versatile approach allows the incorporation of a large number of boron atoms in the dendrimers' periphery. Translational diffusion coefficients (D) determined by DOSY NMR experiments permit estimation of the hydrodynamic radius (RH) and molecular size for each dendrimer. Furthermore, a notable correlation between D and the molecular weight (MW) is found and can be used to predict their overall size and folding properties. The UV-vis and emission behavior are not largely affected by the functionalization, therefore implying that the presence of carboranes does not alter their photoluminescence properties.

  17. 77 FR 39236 - Nanomaterial Case Study: A Comparison of Multiwalled Carbon Nanotubes and Decabromodiphenyl Ether...

    Federal Register 2010, 2011, 2012, 2013, 2014

    2012-07-02

    ... AGENCY Nanomaterial Case Study: A Comparison of Multiwalled Carbon Nanotubes and Decabromodiphenyl Ether... Study: A Comparison of Multiwalled Carbon Nanotubes and Decabromodiphenyl Ether Flame-Retardant Coatings... ``Nanomaterial Case Study: A Comparison of Multiwalled Carbon Nanotubes and Decabromodiphenyl Ether...

  18. Development of a Vinyl Ether-Functionalized Polyphosphoester as a Template for Multiple Postpolymerization Conjugation Chemistries and Study of Core Degradable Polymeric Nanoparticles

    PubMed Central

    2015-01-01

    A novel polyphosphoester (PPE) with vinyl ether side chain functionality was developed as a versatile template for postpolymerization modifications, and its degradability and biocompatibility were evaluated. An organocatalyzed ring-opening polymerization of ethylene glycol vinyl ether-pendant cyclic phosphotriester monomer allowed for construction of poly(ethylene glycol vinyl ether phosphotriester) (PEVEP). This vinyl ether-functionalized PPE scaffold was coupled with hydroxyl- or thiol-containing model small molecules via three different types of conjugation chemistries—thiol–ene “click” reaction, acetalization, or thio-acetalization reaction—to afford modified polymers that accommodated either stable thio–ether or hydrolytically labile acetal or thio–acetal linkages. Amphiphilic diblock copolymers of poly(ethylene glycol) and PEVEP formed well-defined micelles with a narrow and monomodal size distribution in water, as confirmed by dynamic light scattering (DLS), transmission electron microscopy, and atomic force microscopy. The stability of the micelles and the hydrolytic degradability of the backbone and side chains of the PEVEP block segment were assessed by DLS and nuclear magnetic resonance spectroscopy (1H and 31P), respectively, in aqueous buffer solutions at pH values of 5.0 and 7.4 and at temperatures of 25 and 37 °C. The hydrolytic degradation products of the PEVEP segments of the block copolymers were then identified by electrospray ionization, gas chromatography, and matrix-assisted laser desorption/ionization mass spectrometry. The parent micelles and their degradation products were found to be non-cytotoxic at concentrations up to 3 mg/mL, when evaluated with RAW 264.7 mouse macrophages and OVCAR-3 human ovarian adenocarcinoma cells. PMID:25601803

  19. Poly(PEGA)-b-poly(L-lysine)-b-poly(L-histidine) Hybrid Vesicles for Tumoral pH-Triggered Intracellular Delivery of Doxorubicin Hydrochloride.

    PubMed

    Johnson, Renjith P; Uthaman, Saji; John, Johnson V; Lee, Hye Ri; Lee, Sang Joon; Park, Huiju; Park, In-Kyu; Suh, Hongsuk; Kim, Il

    2015-10-01

    A series of poly(ethylene glycol) methyl ether acrylate-block-poly(L-lysine)-block-poly(L-histidine) [p(PEGA)30-b-p(Lys)25-b-p(His)n] (n = 25, 50, 75, 100) triblock copolypeptides were designed and synthesized for tumoral pH-responsive intracellular release of anticancer drug doxorubicin hydrochloride (Dox). The tumoral acidic pH-responsive hybrid vesicles fabricated were stable at physiological pH 7.4 and could gradually destabilize in acidic pH as a result of pH-induced swelling of the p(His) block. The blank vesicles were nontoxic over a wide concentration range (0.01-100 μg/mL) in normal cell lines. The tumor acidic pH responsiveness of these vesicles was exploited for intracellular delivery of Dox. Vesicles efficiently encapsulated Dox, and pH-induced destabilization resulted in the controlled and sustained release of Dox in CT26 murine cancer cells, and dose-dependent cytotoxicity. The tumor-specific controlled release Dox from vesicles demonstrates this system represents a promising theranostic agent for tumor-targeted delivery. PMID:26375278

  20. PEEK (polyether-ether-ketone)-coated nitinol wire: Film stability for biocompatibility applications

    NASA Astrophysics Data System (ADS)

    Sheiko, Nataliia; Kékicheff, Patrick; Marie, Pascal; Schmutz, Marc; Jacomine, Leandro; Perrin-Schmitt, Fabienne

    2016-12-01

    High quality biocompatible poly-ether-ether-ketone (PEEK) coatings were produced on NiTi shape memory alloy wires using dipping deposition from colloidal aqueous PEEK dispersions after substrate surface treatment. The surface morphology and microstructure were investigated by Scanning Electron Microscopy at every step of the process from the as-received Nitinol substrate to the ultimate PEEK-coated NiTi wire. Nanoscratch tests were carried out to access the adhesive behavior of the polymer coated film to the NiTi. The results indicate that the optimum process conditions in cleaning, chemical etching, and electropolishing the NiTi, were the most important and determining parameters to be achieved. Thus, high quality PEEK coatings were obtained on NiTi wires, straight or curved (even with a U-shape) with a homogeneous microstructure along the wire length and a uniform thickness of 12 μm without any development of cracks or the presence of large voids. The biocompatibility of the PEEK coating film was checked in fibrobast cultured cells. The coating remains stable in biological environment with negligible Ni ion release, no cytotoxicity, and no delamination observed with time.

  1. Short and stereoselective total synthesis of furano lignans (+/-)-dihydrosesamin, (+/-)-lariciresinol dimethyl ether, (+/-)-acuminatin methyl ether, (+/-)-sanshodiol methyl ether, (+/-)-lariciresinol, (+/-)-acuminatin, and (+/-)-lariciresinol monomethyl ether and furofuran lignans (+/-)-sesamin, (+/-)-eudesmin, (+/-)-piperitol methyl ether, (+/-)-pinoresinol, (+/-)-piperitol, and (+/-)-pinoresinol monomethyl ether by radical cyclization of epoxides using a transition-metal radical source.

    PubMed

    Roy, Subhas Chandra; Rana, Kalyan Kumar; Guin, Chandrani

    2002-05-17

    Intramolecular radical cyclization of suitably substituted epoxy ethers 4a-g using bis(cyclopentadienyl)titanium(III) chloride as the radical source resulted in trisubstituted tetrahydrofurano lignans and 2,6-diaryl-3,7-dioxabicyclo[3.3.0]octane lignans depending on the reaction conditions. The titanium(III) species was prepared in situ from commercially available titanocene dichloride and activated zinc dust in THF. Upon radical cyclization followed by acidic workup, epoxy olefinic ethers 4a-g afforded furano lignans dihydrosesamin 1a, lariciresinol dimethyl ether 1b, acuminatin methyl ether 1e, and sanshodiol methyl ether 1g directly and lariciresinol 1h, acuminatin 1i, and lariciresinol monomethyl ether 1j after removal of the benzyl protecting group by controlled hydrogenolysis of the corresponding cyclized products. The furofuran lignans sesamin 2a, eudesmin 2b, and piperitol methyl ether 2e were also prepared directly by using the same precursors 4a-f on radical cyclization followed by treatment with iodine and pinoresinol 2h, piperitol 2i, and pinoresinol monomethyl ether 2j after controlled hydrogenolysis of the benzyl protecting group of the corresponding cyclized products. Two naturally occurring acyclic lignans, secoisolariciresinol 5h and secoisolariciresinol dimethyl ether 5b, have also been prepared by exhaustive hydrogenolysis of 2h and 2b, respectively.

  2. High Surface Area Poly(3-hexylthiophenes) Thin Films from Cleavable Graft Copolymers

    SciTech Connect

    Sivanandan, Kulandaivelu; Chatterjee, Tirtha; Treat, Neil; Kramer, Edward J.; Hawker, Craig J.

    2010-03-30

    A strategy for the fabrication of high surface area poly(3-hexylthiophene) thin films by removal of nanoscale domains formed from graft copolymers is presented. This approach relies on the synthesis and characterization of cleavable graft copolymers based on regioregular poly(3-hexylthiophene) (rr-P3HT) main chain and sacrificial poly(styrene) side chains. An alkoxyamine initiator based on 2,2,6,6-tetramethylpiperidine-N-oxyl (TEMPO) was incorporated at the 3-position of the functionalized thienyl repeat unit, 2, via a cleavable trityl ether linker. Grignard metathesis (GRIM) copolymerization of 2 and 2,5-dibromo-3-hexylthiophene afforded regioregular P3HT with randomly incorporated alkoxyamine groups. Polymerization of styrene from the P3HT backbone for different time periods afforded graft copolymers with controllable sacrificial chain lengths. These materials were characterized using an array of techniques such as {sup 1}H and {sup 13}C NMR spectroscopy and size exclusion chromatography (SEC). An approach to obtain nanoporous P3HT thin films by cleavage of the trityl ether linker followed by complete removal of poly(styrene) is reported with the as-cast graft copolymer thin films displaying an irregular microphase-separated structure with an average domain size {approx}30 nm as determined by grazing incidence small-angle X-ray scattering (GISAXS) measurements. Significantly, this length scale was conserved after removal of the sacrificial component which allows this strategy to have potential application in diverse fields such as organic photovoltaics.

  3. [Aerobic microbial degradation of polybrominated diphenyl ethers].

    PubMed

    Ding, Juan; Zhou, Juan; Jiang, Wei-Ying; Gao, Shi-Xiang

    2008-11-01

    The biodegradation of 4, 4'-dibromodipheny ether (BDE15) and decabromodiphenyl ether (BDE209) by white rot fungi under aerobic conditions was studied. Effects of non-ionic surfactant Tween 80 and beta-cyclodextrin as solubilizers on the apparent solubilities and biodegradation rates of BDE15 and BDE209 were also evaluated. The results showed that both BDE15 and BDE209 were efficiently degraded by white rot fungi. The degradation rates were 43.0% and 62.5% for BDE209 and BDE15, respectively, after 10 d incubation. The degradation of BDE209 was greatly enhanced by addition of Tween 80 (< or = 700 mg/L) and beta-cyclodextrin, which may own to their solubilization effects on BDE209. However, Tween 80 at a high concentration (900 mg/L) would restrain the fungal growth, thereby decrease the degradation of BDE209. Addition of Tween 80 and beta-cyclodextrin exhibited some negative effects on the degradation of BDE15, which may due to decreased concentration of free BDE15 in water solution resulted from inclusion function of Tween 80 micelles and beta-cyclodextrin cavity, although the apparent solubility of BDE15 was drastically increased by both of them. PMID:19186824

  4. Biosynthesis of archaeal membrane ether lipids

    PubMed Central

    Jain, Samta; Caforio, Antonella; Driessen, Arnold J. M.

    2014-01-01

    A vital function of the cell membrane in all living organism is to maintain the membrane permeability barrier and fluidity. The composition of the phospholipid bilayer is distinct in archaea when compared to bacteria and eukarya. In archaea, isoprenoid hydrocarbon side chains are linked via an ether bond to the sn-glycerol-1-phosphate backbone. In bacteria and eukarya on the other hand, fatty acid side chains are linked via an ester bond to the sn-glycerol-3-phosphate backbone. The polar head groups are globally shared in the three domains of life. The unique membrane lipids of archaea have been implicated not only in the survival and adaptation of the organisms to extreme environments but also to form the basis of the membrane composition of the last universal common ancestor (LUCA). In nature, a diverse range of archaeal lipids is found, the most common are the diether (or archaeol) and the tetraether (or caldarchaeol) lipids that form a monolayer. Variations in chain length, cyclization and other modifications lead to diversification of these lipids. The biosynthesis of these lipids is not yet well understood however progress in the last decade has led to a comprehensive understanding of the biosynthesis of archaeol. This review describes the current knowledge of the biosynthetic pathway of archaeal ether lipids; insights on the stability and robustness of archaeal lipid membranes; and evolutionary aspects of the lipid divide and the LUCA. It examines recent advances made in the field of pathway reconstruction in bacteria. PMID:25505460

  5. Imide/arylene ether copolymers with pendent trifluoromethyl groups

    NASA Technical Reports Server (NTRS)

    Jensen, Brian J.; Havens, Stephen J.

    1992-01-01

    A series of imide/arylene ether block copolymers were prepared using an arylene ether block containing a hexafluoroisopropylidene group and an imide block containing a hexafluoroisopropylidene and a trifluoromethyl group in the polymer backbone. The copolymers were characterized and mechanical properties were determined and compared to the homopolymers.

  6. Process for producing dimethyl ether from synthesis gas

    DOEpatents

    Pierantozzi, R.

    1985-06-04

    This invention pertains to a Fischer Tropsch process for converting synthesis gas to an oxygenated hydrocarbon with particular emphasis on dimethyl ether. Synthesis gas comprising carbon monoxide and hydrogen are converted to dimethyl ether by carrying out the reaction in the presence of an alkali metal-manganese-iron carbonyl cluster incorporated onto a zirconia-alumina support.

  7. 40 CFR 721.3485 - Hydrofluorocarbon alkyl ether.

    Code of Federal Regulations, 2014 CFR

    2014-07-01

    ... 40 Protection of Environment 31 2014-07-01 2014-07-01 false Hydrofluorocarbon alkyl ether. 721... Substances § 721.3485 Hydrofluorocarbon alkyl ether. (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance identified generically as a hydrofluorocarbon alkyl...

  8. 40 CFR 721.3485 - Hydrofluorocarbon alkyl ether.

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 40 Protection of Environment 31 2011-07-01 2011-07-01 false Hydrofluorocarbon alkyl ether. 721... Substances § 721.3485 Hydrofluorocarbon alkyl ether. (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance identified generically as a hydrofluorocarbon alkyl...

  9. 40 CFR 721.3485 - Hydrofluorocarbon alkyl ether.

    Code of Federal Regulations, 2013 CFR

    2013-07-01

    ... 40 Protection of Environment 32 2013-07-01 2013-07-01 false Hydrofluorocarbon alkyl ether. 721... Substances § 721.3485 Hydrofluorocarbon alkyl ether. (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance identified generically as a hydrofluorocarbon alkyl...

  10. 40 CFR 721.3485 - Hydrofluorocarbon alkyl ether.

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 40 Protection of Environment 30 2010-07-01 2010-07-01 false Hydrofluorocarbon alkyl ether. 721... Substances § 721.3485 Hydrofluorocarbon alkyl ether. (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance identified generically as a hydrofluorocarbon alkyl...

  11. 40 CFR 721.3485 - Hydrofluorocarbon alkyl ether.

    Code of Federal Regulations, 2012 CFR

    2012-07-01

    ... 40 Protection of Environment 32 2012-07-01 2012-07-01 false Hydrofluorocarbon alkyl ether. 721... Substances § 721.3485 Hydrofluorocarbon alkyl ether. (a) Chemical substance and significant new uses subject to reporting. (1) The chemical substance identified generically as a hydrofluorocarbon alkyl...

  12. Preparation of highly fluorinated diols containing ether linkages.

    NASA Technical Reports Server (NTRS)

    Rochow, S. E.; Stump, E. C., Jr.

    1970-01-01

    Hydroxy-terminated perfluoroethers and polyurethane resins derived from ethers have outstanding chemical resistance and good thermal properties. They can be used as potting compounds, coatings, and seals. The hydroxy-terminated ethers serve as intermediates in the synthesis of highly fluorinated elastomers and adhesives.

  13. IRIS Toxicological Review of Decabromodiphenyl Ether (2008 Final)

    EPA Science Inventory

    EPA is announcing the release of the final report, Toxicological Review of Decabromodiphenyl Ether: in support of the Integrated Risk Information System (IRIS). The updated Summary for Decabromodiphenyl Ether and accompanying Quickview have also been added to the IRIS Data...

  14. 47. BUILDING NO. 519, ETHER AND ALCOHOL RECOVERY HOUSE, INTERIOR, ...

    Library of Congress Historic Buildings Survey, Historic Engineering Record, Historic Landscapes Survey

    47. BUILDING NO. 519, ETHER AND ALCOHOL RECOVERY HOUSE, INTERIOR, 4TH LEVEL, LOOKING NORTH AT TOPS OF ALCOHOL AND ETHER DISTILLATION TOWERS. - Picatinny Arsenal, 500 Area, Powder Factory & Power House, State Route 15 near I-80, Dover, Morris County, NJ

  15. 48. BUILDING NO. 519, ETHER AND ALCOHOL RECOVERY HOUSE, INTERIOR, ...

    Library of Congress Historic Buildings Survey, Historic Engineering Record, Historic Landscapes Survey

    48. BUILDING NO. 519, ETHER AND ALCOHOL RECOVERY HOUSE, INTERIOR, 5TH LEVEL, LOOKING NORTH AT ETHER AND ALCOHOL CONDENSERS AT TOP OF TOWER. - Picatinny Arsenal, 500 Area, Powder Factory & Power House, State Route 15 near I-80, Dover, Morris County, NJ

  16. 46. BUILDING NO. 519, ETHER AND ALCOHOL RECOVERY HOUSE, INTERIOR, ...

    Library of Congress Historic Buildings Survey, Historic Engineering Record, Historic Landscapes Survey

    46. BUILDING NO. 519, ETHER AND ALCOHOL RECOVERY HOUSE, INTERIOR, CONTROL PANEL LEVEL (2ND DECK) OF ETHER AND ALCOHOL STILL BUILDING, LOOKING NORTH, SHOWING TWO ALCOHOL DISTILLATION TOWERS BEHIND 'MIXED SOLVENT UNIT' CONTROL PANEL. - Picatinny Arsenal, 500 Area, Powder Factory & Power House, State Route 15 near I-80, Dover, Morris County, NJ

  17. 29 CFR 1926.1106 - Methyl chloromethyl ether.

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 29 Labor 8 2011-07-01 2011-07-01 false Methyl chloromethyl ether. 1926.1106 Section 1926.1106 Labor Regulations Relating to Labor (Continued) OCCUPATIONAL SAFETY AND HEALTH ADMINISTRATION... § 1926.1106 Methyl chloromethyl ether. Note: The requirements applicable to construction work under...

  18. 29 CFR 1915.1006 - Methyl chloromethyl ether.

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 29 Labor 7 2011-07-01 2011-07-01 false Methyl chloromethyl ether. 1915.1006 Section 1915.1006 Labor Regulations Relating to Labor (Continued) OCCUPATIONAL SAFETY AND HEALTH ADMINISTRATION... Hazardous Substances § 1915.1006 Methyl chloromethyl ether. Note: The requirements applicable to...

  19. 29 CFR 1926.1106 - Methyl chloromethyl ether.

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 29 Labor 8 2010-07-01 2010-07-01 false Methyl chloromethyl ether. 1926.1106 Section 1926.1106 Labor Regulations Relating to Labor (Continued) OCCUPATIONAL SAFETY AND HEALTH ADMINISTRATION... § 1926.1106 Methyl chloromethyl ether. Note: The requirements applicable to construction work under...

  20. 29 CFR 1910.1006 - Methyl chloromethyl ether.

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 29 Labor 6 2010-07-01 2010-07-01 false Methyl chloromethyl ether. 1910.1006 Section 1910.1006 Labor Regulations Relating to Labor (Continued) OCCUPATIONAL SAFETY AND HEALTH ADMINISTRATION... Substances § 1910.1006 Methyl chloromethyl ether. See § 1910.1003, 13 carcinogens....

  1. 29 CFR 1910.1006 - Methyl chloromethyl ether.

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 29 Labor 6 2011-07-01 2011-07-01 false Methyl chloromethyl ether. 1910.1006 Section 1910.1006 Labor Regulations Relating to Labor (Continued) OCCUPATIONAL SAFETY AND HEALTH ADMINISTRATION... Substances § 1910.1006 Methyl chloromethyl ether. See § 1910.1003, 13 carcinogens....

  2. 29 CFR 1910.1008 - bis-Chloromethyl ether.

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 29 Labor 6 2011-07-01 2011-07-01 false bis-Chloromethyl ether. 1910.1008 Section 1910.1008 Labor Regulations Relating to Labor (Continued) OCCUPATIONAL SAFETY AND HEALTH ADMINISTRATION, DEPARTMENT OF LABOR... bis-Chloromethyl ether. See § 1910.1003, 13 carcinogens....

  3. 29 CFR 1910.1008 - bis-Chloromethyl ether.

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 29 Labor 6 2010-07-01 2010-07-01 false bis-Chloromethyl ether. 1910.1008 Section 1910.1008 Labor Regulations Relating to Labor (Continued) OCCUPATIONAL SAFETY AND HEALTH ADMINISTRATION, DEPARTMENT OF LABOR... bis-Chloromethyl ether. See § 1910.1003, 13 carcinogens....

  4. 29 CFR 1915.1008 - bis-Chloromethyl ether.

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 29 Labor 7 2011-07-01 2011-07-01 false bis-Chloromethyl ether. 1915.1008 Section 1915.1008 Labor Regulations Relating to Labor (Continued) OCCUPATIONAL SAFETY AND HEALTH ADMINISTRATION, DEPARTMENT OF LABOR... § 1915.1008 bis-Chloromethyl ether. Note: The requirements applicable to shipyard employment under...

  5. 29 CFR 1915.1006 - Methyl chloromethyl ether.

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 29 Labor 7 2010-07-01 2010-07-01 false Methyl chloromethyl ether. 1915.1006 Section 1915.1006 Labor Regulations Relating to Labor (Continued) OCCUPATIONAL SAFETY AND HEALTH ADMINISTRATION... Hazardous Substances § 1915.1006 Methyl chloromethyl ether. Note: The requirements applicable to...

  6. 40 CFR 721.825 - Certain aromatic ether diamines.

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 40 Protection of Environment 31 2011-07-01 2011-07-01 false Certain aromatic ether diamines. 721.825 Section 721.825 Protection of Environment ENVIRONMENTAL PROTECTION AGENCY (CONTINUED) TOXIC... Substances § 721.825 Certain aromatic ether diamines. (a) Chemical substances and significant new...

  7. 29 CFR 1915.1008 - bis-Chloromethyl ether.

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 29 Labor 7 2010-07-01 2010-07-01 false bis-Chloromethyl ether. 1915.1008 Section 1915.1008 Labor Regulations Relating to Labor (Continued) OCCUPATIONAL SAFETY AND HEALTH ADMINISTRATION, DEPARTMENT OF LABOR... § 1915.1008 bis-Chloromethyl ether. Note: The requirements applicable to shipyard employment under...

  8. 29 CFR 1926.1108 - bis-Chloromethyl ether.

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 29 Labor 8 2010-07-01 2010-07-01 false bis-Chloromethyl ether. 1926.1108 Section 1926.1108 Labor Regulations Relating to Labor (Continued) OCCUPATIONAL SAFETY AND HEALTH ADMINISTRATION, DEPARTMENT OF LABOR...-Chloromethyl ether. Note: The requirements applicable to construction work under this section are identical...

  9. 29 CFR 1926.1108 - bis-Chloromethyl ether.

    Code of Federal Regulations, 2011 CFR

    2011-07-01

    ... 29 Labor 8 2011-07-01 2011-07-01 false bis-Chloromethyl ether. 1926.1108 Section 1926.1108 Labor Regulations Relating to Labor (Continued) OCCUPATIONAL SAFETY AND HEALTH ADMINISTRATION, DEPARTMENT OF LABOR...-Chloromethyl ether. Note: The requirements applicable to construction work under this section are identical...

  10. The Ether Wind and the Global Positioning System.

    ERIC Educational Resources Information Center

    Muller, Rainer

    2000-01-01

    Explains how students can perform a refutation of the ether theory using information from the Global Positioning System (GPS). Discusses the functioning of the GPS, qualitatively describes how position determination would be affected by an ether wind, and illustrates the pertinent ideas with a simple quantitative model. (WRM)

  11. 40 CFR 721.825 - Certain aromatic ether diamines.

    Code of Federal Regulations, 2010 CFR

    2010-07-01

    ... 40 Protection of Environment 30 2010-07-01 2010-07-01 false Certain aromatic ether diamines. 721... Substances § 721.825 Certain aromatic ether diamines. (a) Chemical substances and significant new uses...,5-benzenetetracarboxylic acid, diethyl ester, compound with 4,4′- -2,5-diylbis(oxy)]bis (1:1) (PMN...

  12. Process for producing dimethyl ether form synthesis gas

    DOEpatents

    Pierantozzi, Ronald

    1985-01-01

    This invention pertains to a Fischer Tropsch process for converting synthesis gas to an oxygenated hydrocarbon with particular emphasis on dimethyl ether. Synthesis gas comprising carbon monoxide and hydrogen are converted to dimethyl ether by carrying out the reaction in the presence of an alkali metal-manganese-iron carbonyl cluster incorporated onto a zirconia-alumina support.

  13. Acetylene- and Phenylacetylene-Terminated Poly(Arylene Ether Benzimidazole)s (PAEBI's)

    NASA Technical Reports Server (NTRS)

    Connell, John W.; Hergenrother, Paul M.; Smith, Joseph G., Jr.

    1994-01-01

    Polymers prepared by first synthesizing polymers terminated with hydroxy groups, then reacting them with either 4-ethynylbenzoyl chloride or 4-fluoro-4'-phenylethynylbenzophenone. Endcapped polymers thermally cured to yield materials with attractive combination of properties. Cured acetylene-and phenylacetylene-terminated PAEBI's exhibit higher glass-transition temperatures and better retention of mechanical properties at high temperatures. Cured acetylene- and phenylacetylene-terminated polymers exhibit excellent adhesion to copper foil and polyimide film. Potentially useful as adhesives, coatings, composite matrices, fibers, films, membranes, and moldings.

  14. Chlorine resistant desalination membranes based on directly sulfonated poly(arylene ether sulfone) copolymers

    DOEpatents

    McGrath, James E.; Park, Ho Bum; Freeman, Benny D.

    2011-10-04

    The present invention provides a membrane, kit, and method of making a hydrophilic-hydrophobic random copolymer membrane. The hydrophilic-hydrophobic random copolymer membrane includes a hydrophilic-hydrophobic random copolymer. The hydrophilic-hydrophobic random copolymer includes one or more hydrophilic monomers having a sulfonated polyarylsulfone monomer and a second monomer and one or more hydrophobic monomers having a non-sulfonated third monomer and a fourth monomer. The sulfonated polyarylsulfone monomer introduces a sulfonate into the hydrophilic-hydrophobic random copolymer prior to polymerization.

  15. Second virial coefficient of poly(bisphenol-A diglycidyl ether-co-adipic acid)

    NASA Astrophysics Data System (ADS)

    Wohlfarth, Ch.

    This document is part of Subvolume D2 'Polymer Solutions - Physical Properties and their Relations I (Thermodynamic Properties: PVT -Data and miscellaneous Properties of polymer Solutions) of Volume 6 `Polymers' of Landolt-Börnstein - Group VIII `Advanced Materials and Technologies'.

  16. pVT data of poly(ethylene-co-1-butene) in dimethyl ether

    NASA Astrophysics Data System (ADS)

    Wohlfarth, Ch.

    This document is part of Subvolume D2 'Polymer Solutions - Physical Properties and their Relations I (Thermodynamic Properties: PVT -Data and miscellaneous Properties of polymer Solutions) of Volume 6 `Polymers' of Landolt-Börnstein - Group VIII `Advanced Materials and Technologies'.

  17. The Taylor Impact and Large Strain Response of Poly(Ether-Etherketone) (PEEK)

    NASA Astrophysics Data System (ADS)

    Rae, Philip J.; Brown, Eric N.

    2006-07-01

    Taylor impacts experiments were conducted on PEEK at velocities between 150 & 360 m s-1. The material was found to respond in a ductile manner and exhibit a color change later found to be associated with large compressive strains in PEEK, irrespective of strain-rate. No changes in molecular weight were detected as a result of high-strain rate or large strain deformation. Melting has been shown not to be responsible for the ductile deformation and limited tearing response of PEEK subject to Taylor impact.

  18. Novel poly(aryl ether) membranes for desalination by reverse osmosis. Final report

    SciTech Connect

    McGrath, J.E.; Wightman, J.P.; Lloyd, D.R.

    1984-04-01

    The synthesis and physical characteristics of sulfonated polysulfone (SPSF) filtration membranes are described. A new 1 sup H NMR method to determine the degree of sulfonation used a quaternary ammonium counterion (N(CH/sub 3/)/sub 4/). Characterization of the physical properties of SPSF consisted of water uptake, differential scanning calorimetry (DSC), thermomechanical analysis (TMA), and solubility studies. Sulfonated polysulfone membranes were also characterized using scanning electron microscopy, specular reflectance infrared spectroscopy, and contact angle measurements. Studies in each of these areas were done on membranes with varying degree of sulfonation. In addition, the structure of water within the membranes was studied using proton NMR. Scanning electron microscopy proved to be a powerful tool for predicting membrane performance in desalination. Infrared, contact angle and water uptake studies provided insight into the water/membrane interaction. The use of two nonsolvents serving as a cosolvent system, to replace the traditional solvent-nonsolvent system, in the formation of asymmetric phase inversion membranes was investigated. The nonsolvent components of the cosolvent system, as well as the gelation medium, were selected based on the three-dimensional solubility parameter concept. Performance was evaluated in pressure-driven membrane separation processes.

  19. Toughening epoxy resin with poly(methyl methacrylate)-grafted natural rubber

    SciTech Connect

    Rezaifard, A.H.; Hodd, K.A.; Barton, J.M.

    1993-12-31

    A novel rubber, poly(methyl methacrylate)-g-natural rubber (Hevea-plus MG), has been studied as a toughening agent for bisphenol A diglycidyl ether (Shell 828 epoxy resin) cured with piperidine. Effective dispersions of the rubber, in concentrations of 2-10 parts per hundred parts resin, were achieved by adjusting the solubility parameter of the epoxy to approximate that of poly(methyl methacrylate) by adding bisphenol A. The fracture energy of the rubber-modified resin was determined by compact tension tests (in the temperature range -60 to +40{degrees}C) and by Charpy impact tests. The poly(methyl methacrylate)-g-natural rubber was found to be an effective toughening agent for the epoxy resin at both low and high rates of strain. Possible fracture mechanisms are discussed. 22 refs., 16 figs., 5 tabs.

  20. Biodegradable polyurethanes for implants. II. In vitro degradation and calcification of materials from poly(epsilon-caprolactone)-poly(ethylene oxide) diols and various chain extenders.

    PubMed

    Gorna, Katarzyna; Gogolewski, Sylwester

    2002-06-15

    Linear, biodegradable, aliphatic polyurethanes with various degrees of hydrophilicity were synthesized in bulk at 50-100 degrees C. The ratios between the hydrophilic and hydrophobic segments were 0:100, 30:70, 40:60, 50:50, and 70:30, respectively. The hydrophilic segment consisted of poly(ethylene oxide) (PEO) diol (molecular weight = 600 or 2000) or the poly(ethylene-propylene-ethylene oxide) (PEO-PPO-PEO) diol Pluronic F-68 (molecular weight = 8000). The hydrophobic segment was made of poly(epsilon-caprolactone) diol (molecular weight = 530, 1250, or 2000). The chain extenders were 1,4-butane diol and 2-amino-1-butanol. The diisocyanate was aliphatic hexamethylene diisocyanate. The polymers absorbed water in an amount that increased with the increasing content of the PEO segment in the polymer chain. The total amount of absorbed water did not exceed 2% for the poly(ester urethane)s and was as high as 212% for some poly(ester ether urethane)s that behaved in water like hydrogels. The polymers were subjected to in vitro degradation at 37 +/- 0.1 degrees C in phosphate buffer solutions for up to 76 weeks. The poly(ester urethane)s showed 1-2% mass loss at 48 weeks and 1.1-3.8% mass loss at 76 weeks. The poly(ester ether urethane)s manifested 1.6-76% mass loss at 48 weeks and 1.6-96% mass loss at 76 weeks. The increasing content and molecular weight of the PEO segment enhanced the rate of mass loss. Similar relations were also observed for polyurethanes from PEO-PPO-PEO (Pluronic) diols. Materials obtained with 2-amino-1-butanol as the chain extender degraded at a slower rate than similar materials synthesized with 1,4-butane diol. All the materials already manifested a progressive decrease in the molecular weight in the first month of in vitro aging. The rate of molecular weight loss was higher for poly(ester ether urethane)s than for poly(ester urethane)s. For poly(ester ether urethane)s, the rate of molecular weight loss was higher for materials containing

  1. Temperature-responsive in situ nanoparticle hydrogels based on hydrophilic pendant cyclic ether modified PEG-PCL-PEG.

    PubMed

    Feng, Zujian; Zhao, Junqiang; Li, Yin; Xu, Shuxin; Zhou, Junhui; Zhang, Jianhua; Deng, Liandong; Dong, Anjie

    2016-10-20

    Thermo-sensitive injectable hydrogels based on poly(ε-caprolactone)/poly(ethylene glycol) (PCL/PEG) block copolymers have attracted considerable attention for sustained drug release and tissue engineering applications. Previously, we have reported a thermo-sensitive hydrogel of P(CL-co-TOSUO)-PEG-P(CL-co-TOSUO) (PECT) triblock copolymers modified by hydrophilic cyclic ether pendant groups 1,4,8-trioxa-[4.6]spiro-9-undecanone (TOSUO). Unfortunately, the low gel modulus of PECT (only 50-70 Pa) may limit its applications. Herein, another kind of thermogelling triblock copolymer of a pendant cyclic ether-modified caprolactonic poloxamer analog, PEG-P(CL-co-TOSUO)-PEG (PECTE), was successfully prepared by control of the hydrophilicity/hydrophobicity balance and chemical compositions of the copolymers. PECTE powder could directly disperse in water to form a stable nanoparticle (NP) aqueous dispersion and underwent sol-gel-sol transition behavior at a higher concentration with the temperature increasing from ambient or lower temperatures. Significantly, the microstructure parameters (e.g., different chemical compositions of the hydrophobic block and topology) played a critical role in the phase transition behavior. Furthermore, comparison studies on PECTE and PEG-PCL-PEG (PECE) showed that the introduction of pendant cyclic ether groups into PCL blocks could avoid unexpected ahead-of-time gelling of the PECE aqueous solution. In addition, the rheological analysis of PECTE and PECT indicated that the storage modulus of the PECTE hydrogel could be 100 times greater than that of the PECT hydrogel under the same mole ratios of TOSUO/CL and lower molecular weight. Consequently, PECTE thermal hydrogel systems are believed to be promising as in situ gel-forming biomaterials for drug delivery and tissue engineering. PMID:27546028

  2. Tensile Properties of a Cellulose Ether Hydrogel

    NASA Technical Reports Server (NTRS)

    Hinkley, Jeffrey A.; Gehrke, Stevin H.

    2003-01-01

    Poly(hydroxycellulose) solutions were molded into dumbell-shaped specimens crosslinked with divinyl sulfone. The resulting hydrogels were tested in tension at room temperature and also at a temperature above the 40 C shrinkage transition. In contrast to behavior seen in some other responsive gels, apparent initial tangent moduli were lower in the shrunken state; breaking elongations were significantly higher. Possible molecular mechanisms are suggested, and implications for the design of temperature-responsive actuators ("artificial muscles") from this material are discussed.

  3. Methoxy-ether and crown-ether derivatives of tetrahomodioxa- and octahomotetraoxacalix[4]arenes.

    PubMed

    Masci, B; Saccheo, S; Fonsi, M; Varrone, M; Finelli, M; Nierlich, M; Thuéry, P

    2001-08-01

    Three methoxy-ether and one methoxy-ether/crown-ether derivatives of p-tert-butyltetrahomodioxa- and p-R-octahomotetraoxacalix[4]arenes (R = methyl, tert-butyl, H) have been investigated. The first three compounds, 7,15,21,27-tetra-tert-butyl-29,30,31,32-tetramethoxy-3,11-dioxapentacyclo[23.3.1.1(5,9).1(13,17).1(19,23)]ditriaconta-1(29),5,7,9(30),13,15,-17(31),19,21,23(32),25,27-dodecaene, C(50)H(68)O(6), 33,34,35,36-tetramethoxy-7,15,23,31-tetramethyl-3,11,19,27-tetraoxapentacyclo[27.3.1.1(5,9).1(13,17).1(21,25)]hexatriaconta-1(33),5,7,9(34),13,15,17(35),21,23,25(36),29,31-dodecaene, C(40)H(48)O(8), and 7,23-di-tert-butyl-33,34,35,36-tetramethoxy-3,11,19,27-tetraoxapentacyclo[27.3.1.1(5,9).1(13,17).1(21,25)]hexatriaconta-1(33),5,7,9(34),13,15,17(35),- 21,23,25(36),29,31-dodecaene, C(44)H(56)O(8), in the partial-cone or 1,2-alternate conformations, present the common feature of methoxy-ether self-inclusion, while the fourth, 42,43-dimethoxy-7,15,23,31-tetramethyl-3,11,19,27,34,37,40-heptaoxahexacyclo[15.15.9.1(5,9).1(21,25).0(13,41).0(29,33)]tritetraconta-5(42),6,8,13(41),14,16,21(43),22,24,29(33),30,32-dodecaene, C(42)H(50)O(9), adopts the 1,3-alternate conformation owing to the presence of a 1,3-polyether chain.

  4. Development of specialty chemicals from dimethyl ether

    SciTech Connect

    Tartamella, T.L.; Lee, S.

    1996-12-31

    Dimethyl ether (DME) may be efficiently produced from coal-bases syngas in a high pressure, mechanically agitated slurry reactor. DME synthesis occurs in the liquid phase using a dual catalyst. By operating in a dual catalyst mode, DME may be converted from in-situ produced methanol resulting in higher methyl productivities and syngas conversions over methanol conversion alone. The feasibility of utilizing DME as a building block for more valuable specialty chemicals has been examined. A wide variety of petrochemicals may be produced from DME including light olefins, gasoline range hydrocarbons, oxygenates, and glycol precursors. These chemicals represent an important part of petroleum industries inventory of fine chemicals. Carbonylation, hydrocarbonylation, and oxidative dimerization are but a few of the reactions in which DME may undergo conversion. DME provides an additional route for the production of industrially important petrochemicals.

  5. Formulating liquid ethers for microtubular SOFCs

    NASA Astrophysics Data System (ADS)

    Kendall, Kevin; Slinn, Matthew; Preece, John

    One of the key problems of applying solid oxide fuel cells (SOFCs) in transportation is that conventional fuels like kerosene and diesel do not operate directly in SOFCs without prereforming to hydrogen and carbon monoxide which can be handled by the nickel cermet anode. SOFCs can internally reform certain hydrocarbon molecules such as methanol and methane. However, other liquid fuels usable in petrol or diesel internal combustion engines (ICEs) have not easily been reformable directly on the anode. This paper describes a search for liquid fuels which can be mixed with petrol or diesel and also injected directly into an SOFC without destroying the nickel anode. When fuel molecules such as octane are injected onto the conventional nickel/yttria stabilised zirconia (Ni/YSZ) SOFC fuel electrode, the anode rapidly becomes blocked by carbon deposition and the cell power drops to near zero in minutes. This degeneration of the anode can be inhibited by injection of air or water into the anode or by some upstream reforming just before entry to the SOFC. Some smaller molecules such as methane, methanol and methanoic acid produce a slight tendency to carbon deposition but not sufficient to prevent long term operation. In this project we have investigated a large number of molecules and now found that some liquid ethers do not significantly damage the anode when directly injected. These molecules and formulations with other components have been evaluated in this study. The theory put forward in this paper is that carbon-carbon bonds in the fuel are the main reason for anode damage. By testing a number of fuels without such bonds, particularly liquid ethers such as methyl formate and dimethoxy methane, it has been shown that SOFCs can run without substantial carbon formation. The proposal is that conventional fuels can be doped with these molecules to allow hybrid operation of an ICE/SOFC device.

  6. Polycation-sodium lauryl ether sulfate-type surfactant complexes: influence of ethylene oxide length.

    PubMed

    Vleugels, Leo F W; Pollet, Jennifer; Tuinier, Remco

    2015-05-21

    Polyelectrolyte-surfactant complexes (PESC) are a class of materials which form spontaneously by self-assembly driven by electrostatic and hydrophobic interactions. PESC containing sodium lauryl ether sulfates (SLES) have found wide application in hair care products like shampoo. Typically, SLES with only one or two ethylene oxide (EO) groups are used for this application. We have studied the influence of the size of the EO block (ranging from 0 to 30 EO groups) on complexation with two model polycations: linear polyDADMAC and branched PEI. PESC size and electrostatic properties were determined during stepwise titration of buffered polycation solutions. The critical aggregation concentration (CAC) of PESC was determined by surface tension measurements and fluorescence spectroscopy. For polyDADMAC, there is no influence of the size of the EO block on the complexation behavior; the stiff polycation governs the structure formation. For PEI, it was seen that the EO block size does affect the structure of the complexes. The CAC value of the investigated complexes turns out to be rather independent of the EO block size; however, the CMC/CAC ratio decreases with increasing size of the EO block. This latter observation explains why the Lochhead-Goddard effect is most effective for small EO blocks. PMID:25940957

  7. Microstructure of High Pressure Polyolefin/n-Alkane & Dimethyl Ether Solutions

    NASA Astrophysics Data System (ADS)

    van Zanten, John; McHugh, Mark; Li, Dan; Guney-Altay, Ozge; Dinoia, Todd; Kermis, Thomas; Park, Il-Hyun

    2003-03-01

    A series of dilute and semi-dilute poly(ethylene-co-1-butene)/n-alkane and dimethyl ether (DME) solutions have been investigated with high pressure small angle neutron scattering and dynamic light scattering. The n-alkane solvents considered in these investigations were ethane, propane, butane and pentane. The solutions have been examined at 110-150 °C and at pressures up to ˜2500 bar. In the semi-dilute concentration range, the classic high concentration isotopic labeling technique is used in conjunction with small angle neutron scattering to determine both the solution correlation length and coil dimensions for poly(ethylene-co-1-butene) dissolved in either ethane, pentane or DME. Chain collapse is observed upon approach to the phase boundary in n-alkane solutions but is absent in DME solutions. For the dilute solution regime, solutions of varying concentration in all of the n-alkanes and DME are considered in order to determine both the polymer diffusion coefficient at infinite dilution as well as the dynamic second viral coefficient which is primarily dominated by the second osmotic virial coefficient. The polymer coil hydrodynamic radii behavior in dilute solutions is essentially the same as that observed for the semi-dilute solutions. Coil behavior in the dilute and semi-dilute concentration regimes is compared and contrasted.

  8. Prenyl Ethers: Novel Fungal Volatiles Formed by Penicillium digitatum.

    PubMed

    Amrein, Thomas M; Frey, Peter; Meier, Roberto; Baumann, Heidi; Tanner, Miriam; Gassenmeier, Klaus F

    2014-10-01

    Prenyl ethyl ether (PEE) was previously described as the cause for a solvent-like off-note in ground hazelnuts, but its origin remained unclear. Investigations were carried out by analytical groups of Coop and Givaudan over four years to elucidate this phenomenon. From mouldy citrus fruits a strain of Penicillium digitatum was isolated and found to form PEE. Formation on citrus and other fruits was prominent and contributed to the particular smell of decayed fruits. Several strains of P. digitatum formed PEE, while other fungal species did not. In contrast to citrus fruit, prenyl methyl ether (PME) was formed as dominant prenyl ether on hazelnuts while only small amounts of PEE were found. PME has not been previously described as volatile metabolite of fungi or as a food-taint. Spiking experiments with deuterated ethanol showed that the ethyl group is likely incorporated into PEE via the aldehyde form. On hazelnuts strongly decayed by P. digitatum yet another prenyl ether was tentatively identified: Prenyl isopropyl ether. Prenyl ethers present a novel group of volatile metabolites of P. digitatum. They are likely typical for this species and have not been described before. Prenyl ethers seem to play a significant role in the smell of food decayed by P. digitatum and should be considered in cases of off-notes and taints. PMID:25437159

  9. Crown Ethers in Nonaqueous Electrolytes for Lithium/Air Batteries

    SciTech Connect

    Xu, Wu; Xiao, Jie; Wang, Deyu; Zhang, Jian; Zhang, Jiguang

    2010-02-04

    The effects of three crown ethers, 12-crown-4, 15-crown-5, and 18-crown-6, as additives and co-solvents in non-aqueous electrolytes on the cell performance of primary Li/air batteries operated in a dry air environment were investigated. Crown ethers have large effects on the discharge performance of non-aqueous electrolytes in Li/air batteries. A small amount (normally less than 10% by weight or volume in electrolytes) of 12-Crown-4 and 15-crown-5 reduces the battery performance and a minimum discharge capacity appears at the crown ether content of ca. 5% in the electrolytes. However, when the content increases to about 15%, both crown ethers improve the capacity of Li/air cells by about 28% and 16%, respectively. 15-Crown-5 based electrolytes even show a maximum discharge capacity in the crown ether content range from 10% to 15%. On the other hand, the increase of 18-crown-6 amount in the electrolytes continuously lowers of the cell performance. The different battery performances of these three crown ethers in electrolytes are explained by the combined effects from the electrolytes’ contact angle, oxygen solubility, viscosity, ionic conductivity, and the stability of complexes formed between crown ether molecules and lithium ions.

  10. Characterization of Microsolvated Crown Ethers from Broadband Rotational Spectroscopy

    NASA Astrophysics Data System (ADS)

    Perez, Cristobal; Schnell, Melanie; Blanco, Susana; Lopez, Juan Carlos

    2016-06-01

    Since they were first synthetized, crown ethers have been extensively used in organometallic chemistry due to their unparalleled binding selectivity with alkali metal cations. From a structural point of view, crown ethers are heterocycles containing oxygen and/or other heteroatoms, although the most common ones are formed from ethylene oxide unit. Crown ethers are conventionally seen as being hydrophilic inside and hydrophobic outside when the structures found for the metal cation complexes are considered. However, crown ethers are extremely flexible and in isolation may present a variety of stable conformations so that their structure may be easily adapted in presence of a strong ligand as an alkali metal cation minimize the energy of the resulting complex. Water can be considered a soft ligand which interacts with crown ethers through moderate hydrogen bonds. It is thus interesting to investigate which conformers are selected by water to form complexes, the preferred interaction sites and the possible conformational changes due to the presence of one or more water molecules. Previous studies identified microsolvated crown ethers but in all cases with a chromophore group attached to the structure. Here we present a broadband rotational spectroscopy study of microsolvated crown ethers produced in a pulsed molecular jet expansion. Several 1:1 and 1:2 crown ether:water aggregates are presented for 12-crown-4, 15-crown-5 and 18-crown-6. Unambiguous identification of the structures has been achieved using isotopic substitution within the water unit. The subtle changes induced in the structures of the crown ether monomer upon complexation and the hydrogen-bonding network that hold them together will be also discussed. F. Gámez, B. Martínez-Haya, S. Blanco,J. C. López and J. L. Alonso, Phys. Chem. Chem. Phys. 2014, 14 12912-12918 V. A. Shubert, C.W. Müller and T. Zwier, J. Phys. Chem. A 2009, 113 8067-8079

  11. Proton conducting behavior of a novel polymeric gel membrane based on poly(ethylene oxide)-grafted-poly(methacrylate)

    NASA Astrophysics Data System (ADS)

    Qiao, Jinli; Yoshimoto, Nobuko; Morita, Masayuki

    A novel proton conducting polymeric gel membrane that consists of poly(ethylene oxide)-grafted-poly(methacrylate) (PEO-PMA) with poly(ethylene glycol) dimethyl ether (PEGDE) as a plasticizer doped with aqueous phosphoric acid (H 3PO 4) has been prepared and its physicochemical properties were studied in detail. The ionic conductivity was dependent much on the concentration of H 3PO 4, the immersion time, and content of the plasticizer. This type of proton conducting polymeric gels shares not only good mechanical properties but also thermal stability. Maximum conductivities up to 2.6×10 -2 S cm -1 at room temperature (25 °C) and 2.8×10 -2 S cm -1 at 70 °C were obtained for the composition of the polymer matrix to the plasticizer as 35/65 (in mass) after the H 3PO 4 doping from the aqueous solution with 2.93 mol l -1. FT-IR spectra showed that these high proton conductivities are attributed to the presence of excesses free H 3PO 4 in the polymeric gel in addition to the hydrogen-bonded H 3PO 4 to the polymer matrix.

  12. Synthesis and biological activity of gem-dichlorocyclopropyl ethers

    SciTech Connect

    Shostakovskii, S.M.; Mochalov, V.N.; Larionov, G.M.

    1986-09-01

    In order to examine the antimicrobial activity of oxygenated cyclopropanes, the authors have synthesized the bis-gem-dichlorocyclopropyl ether of ethylene glycol, the meso- and dl- forms of bis-gem-dichlorocyclopropyl ether, and the gem-dichlorocyclopropyl alkyl ethers. The physiocochemical properties of compounds obtained are presented. The authors conclude that in the case of gem-dichlorocyclopropane compounds, decontamination of microorganisms occurs at the pre-metabolic stage, and results in the denaturation of the protein components of the cell wall and external membranes and of the specific peptides of the peptide-glycan layer.

  13. Solvent extraction of cesium by substituted crown ethers

    SciTech Connect

    Sachleben, R.A.; Deng, Y.; Palmer, D.A.; Moyer, B.A.

    1996-12-31

    The extraction of alkali metal nitrates by 18-crown-6, 21-crown-7, and 24-crown-8 ethers, bearing cyclohexano, benzo-, t-alkylbenzo, and furano- substituents, in 1,2-dichloroethane has been surveyed. Introduction of a furano substituent onto the macrocyclic ring of 18-crown-6 or 21 crown-7 ethers causes a significant reduction in both extraction efficiency and selectivity. Addition of an additional benzo group to dibenzo-21 -crown-7, to give tribenzo-21 -crown-7, decreases both extraction efficiency and selectivity, whereas addition of one or two additional benzo groups to dibenzo-24-crown-8 increases the extraction efficiency and selectivity for the larger ions Rb+ and Cs{sup +} Detailed equilibrium modeling of the extraction by lipophilic 21 -crown-7 ethers indicates that the addition of t-alkyl substituents onto the benzo groups has only a minor effect on the extraction of cesium nitrate by dibenzo-21 -crown-7 ethers.

  14. 46 CFR 151.50-42 - Ethyl ether.

    Code of Federal Regulations, 2010 CFR

    2010-10-01

    ... shall be designed and tested to meet the rules of the American Bureau of Shipping for a head of water at... liquid. (g) Precautions shall be taken to prevent the contamination of ethyl ether by strong...

  15. POLYBROMINATED DIPHENYL ETHERS IN HOUSE DUST AND CLOTHES DRYER LINT

    EPA Science Inventory

    Polybrominated diphenyl ether (PBDE) flame retardants are now considered ubiquitous and persistent pollutants. Few studies have examined the concentrations of these chemicals in the home and here we report measurements of PBDEs in house dust samples collected from the Washington...

  16. 36. BUILDINGS NO. 519, ETHER AND ALCOHOL RECOVERY HOUSE, AND ...

    Library of Congress Historic Buildings Survey, Historic Engineering Record, Historic Landscapes Survey

    36. BUILDINGS NO. 519, ETHER AND ALCOHOL RECOVERY HOUSE, AND NO. 523, REFRIGERATION PLANT BUILDING, LOOKING EAST. - Picatinny Arsenal, 500 Area, Powder Factory & Power House, State Route 15 near I-80, Dover, Morris County, NJ

  17. 44. BUILDING NO. 519, ETHER AND ALCOHOL RECOVERY HOUSE, INTERIOR, ...

    Library of Congress Historic Buildings Survey, Historic Engineering Record, Historic Landscapes Survey

    44. BUILDING NO. 519, ETHER AND ALCOHOL RECOVERY HOUSE, INTERIOR, LOOKING UP DISTILLATION TOWER FROM 2ND LEVEL. - Picatinny Arsenal, 500 Area, Powder Factory & Power House, State Route 15 near I-80, Dover, Morris County, NJ

  18. POLYBROMINATED DIPHENYL ETHERS (PBDES) CONTAMINATION OF UNITED STATES FOOD

    EPA Science Inventory

    Elevated levels of polybrominated diphenyl ethers (PBDEs), a type of brominated flame retardant, were recently detected in United States (U.S.) nursing mothers' milk. These halogenated compounds chemically and toxicologically resemble others such as polychlorinated biphenyls (PC...

  19. A short synthesis of ±-cherylline dimethyl ether.

    PubMed

    Kale, Bhima Y; Shinde, Ananta D; Sonar, Swapnil S; Shingate, Bapurao B; Kumar, Sanjeev; Ghosh, Samir; Venugopal, Soodamani; Shingare, Murlidhar S

    2009-01-01

    A synthesis of ±-cherylline dimethyl ether is reported. The key steps involved are Michael-type addition, radical azidonation of an aldehyde, Curtius rearrangement, and reduction of an isocyanate intermediate followed by Pictet-Spengler cyclization.

  20. Partial cone calix[4]arene-crown-6-ethers

    SciTech Connect

    Das, G.; Sachleben, R.A.; Descazeaud, T.; Bryan, J.C.; Moyer, B.A.

    1997-12-31

    Partial cone calix[4] arene crown ethers represents a new category of lariat ethers. In general, calix arene crown ethers have been previously shown to be efficient extractants for metal cations. Appropriately substituted cone and 1, 3-alt conformers of calix crowns exhibit selectivities for Na{sup +} and Cs{sup +}, respectively. The partial cone conformers have not been as throughly studied. We have developed an efficient method of synthesis of partial cone calix[4]arene-crown ethers and have synthesized a variety of partial cone calix[4]arene crowns. Solution and solid-state structures of representative examples have been determined by {sup 1}H NMR spectroscopy and X-ray crystallography. Relative affinities of these partial cone calix[4]arene crowns for alkali metal ions have been investigated by solvent extraction techniques.

  1. Effect of diethyl ether on the biliary excretion of acetaminophen.

    PubMed

    Watkins, J B; Siegers, C P; Klaassen, C D

    1984-10-01

    The biliary and renal excretion of acetaminophen and its metabolites over 8 hr was determined in rats exposed to diethyl ether by inhalation for 1 hr. Additional rats were anesthetized with urethane (1 g/kg ip) while control animals were conscious throughout the experiment (surgery was performed under hexobarbital narcosis: 150 mg/kg ip; 30-min duration). The concentration of UDP-glucuronic acid was decreased 80% in livers from ether-anesthetized rats but was not reduced in urethane-treated animals when compared to that in control rats. The concentration of reduced glutathione was not affected by either urethane or diethyl ether. Basal bile flow was not altered by the anesthetic agents. Bile flow rate after acetaminophen injection (100 mg/kg iv) was increased slightly over basal levels for 2 hr in hexobarbital-treated control rats, was unaltered in urethane-anesthetized animals, and was decreased throughout the 8-hr experiment in rats exposed to diethyl ether for 1 hr. In control and urethane-anesthetized animals, approximately 30-35% of the total acetaminophen dose (100 mg/kg iv) was excreted into bile in 8 hr, while only 16% was excreted in rats anesthetized with diethyl ether. Urinary elimination (60-70% of the dose) was not altered by exposure to ether. Separation of metabolites by reverse-phase high-pressure liquid chromatography showed that ether decreased the biliary elimination of unchanged acetaminophen and its glucuronide, sulfate, and glutathione conjugates by 47, 40, 49, and 73%, respectively, as compared to control rats. Excretion of unchanged acetaminophen and the glutathione conjugate into bile was depressed in urethane-anesthetized animals by 45 and 66%, respectively, whereas elimination of the glucuronide and sulfate conjugates was increased by 27 and 50%, respectively. These results indicate that biliary excretion is influenced by the anesthetic agent and that diethyl ether depresses conjugation with sulfate and glutathione as well as glucuronic

  2. Dimethyl ether (DME) as an alternative fuel

    NASA Astrophysics Data System (ADS)

    Semelsberger, Troy A.; Borup, Rodney L.; Greene, Howard L.

    With ever growing concerns on environmental pollution, energy security, and future oil supplies, the global community is seeking non-petroleum based alternative fuels, along with more advanced energy technologies (e.g., fuel cells) to increase the efficiency of energy use. The most promising alternative fuel will be the fuel that has the greatest impact on society. The major impact areas include well-to-wheel greenhouse gas emissions, non-petroleum feed stocks, well-to-wheel efficiencies, fuel versatility, infrastructure, availability, economics, and safety. Compared to some of the other leading alternative fuel candidates (i.e., methane, methanol, ethanol, and Fischer-Tropsch fuels), dimethyl ether appears to have the largest potential impact on society, and should be considered as the fuel of choice for eliminating the dependency on petroleum. DME can be used as a clean high-efficiency compression ignition fuel with reduced NO x, SO x, and particulate matter, it can be efficiently reformed to hydrogen at low temperatures, and does not have large issues with toxicity, production, infrastructure, and transportation as do various other fuels. The literature relevant to DME use is reviewed and summarized to demonstrate the viability of DME as an alternative fuel.

  3. Polybrominated diphenyl ether (PBDE) flame retardants.

    PubMed

    Rahman, F; Langford, K H; Scrimshaw, M D; Lester, J N

    2001-07-25

    Polybrominated diphenyl ether, PBDE, flame retardants are now a world-wide pollution problem reaching even remote areas. They have been found to bioaccumulate and there are concerns over the health effects of exposure to PBDEs, they also have potential endocrine disrupting properties. They are lipophilic compounds so are easily removed from the aqueous environment and are predicted to sorb onto sediments and particulate matter or to fatty tissue, aiding their distribution throughout the environment. PBDEs are structurally similar to PCBs and DDT and, therefore, their chemical properties, persistence and distribution in the environment follow similar patterns. Concentrations of PBDEs found in environmental samples are now higher than those of PCBs. Evidence to date demonstrates that PBDEs are a growing problem in the environment and concern over their fate and effects is warranted. The manufacture of reactive and additive flame retardants is briefly discussed and their fate and behaviour in the environment is assessed. PBDE toxicology is reviewed and methods of analysis are evaluated.

  4. Measurement of Polybrominated Diphenyl Ethers and Metabolites in Mouse Plasma after Exposure to a Commercial Pentabromodiphenyl Ether Mixture

    PubMed Central

    Qiu, Xinghua; Mercado-Feliciano, Minerva; Bigsby, Robert M.; Hites, Ronald A.

    2007-01-01

    Background Previous studies have shown that polybrominated diphenyl ethers (PBDEs) behave as weak estrogens in animal and cell culture bioassays. In vivo metabolites of PBDEs are suspected to cause these effects. Objectives To identify candidate metabolites, mouse plasma samples were collected after continuous oral and subcutaneous exposure to DE-71, a widely used commercial pentabromodiphenyl ether product, for 34 days. Methods Samples were extracted, separated into neutral and phenolic fractions, and analyzed by gas chromatographic mass spectrometry. Results In the plasma samples of orally treated animals, 2,2′,4,4′,5,5′-hexabromodiphenyl ether (BDE-153) represented 52% of total measurable PBDEs, whereas it represented only 4.3% in the DE-71 mixture. This suggested that BDE-153 was more persistent than other congeners in mice. Several metabolites were detected and quantitated: 2,4-dibromophenol, 2,4,5-tribromophenol, and six hydroxylated PBDEs. The presence of the two phenols suggested cleavage of the ether bond of 2,2′,4,4′-tetrabromodiphenyl ether (BDE-47) and 2,2′,4,4′,5-pentabromodiphenyl ether (BDE-99), respectively. The hydroxylated (HO)-PBDEs might come from hydroxylation or debromination/hydroxylation. Among the quantitated hydroxylated metabolites, the most abundant was 4-HO-2,2′,3,4′-tetra-BDE, which suggested that there was a bromine shift during the hydroxylation process. para-HO-PBDEs have been proposed to behave as endocrine disruptors. Conclusions There seem to be three metabolic pathways: cleavage of the diphenyl ether bond, hydroxylation, and debromination/hydroxylation. The cleavage of the diphenyl ether bond formed bromophenols, and the other two pathways formed hydroxylated PBDEs, of which para-HO-PBDEs are most likely formed from BDE-47. These metabolites may be the most thyroxine-like and/or estrogen-like congeners among the HO-PBDEs. PMID:17637922

  5. Copoly(arlene ether)s containing pendant sulfonic acid groups as proton exchange membrane

    SciTech Connect

    Kim, Yu Seung; Kim, Dae Sik; Robertson, Gilles; Guiver, Michael

    2008-01-01

    A copoly(arylene ether) (PAE) with high fluorine content and a copoly(arylene ether nitrile) (PAEN) with high nitrile content, each containing pendant phenyl sulfonic acids were synthesized. The P AE and PAEN were prepared from decafluorobiphenyl (DFBP) and difluorobenzonitrile (DFBN) respectively, by polycondensation with 2-phenylhydroquinone (PHQ) by conventional aromatic nucleophilic substitution reactions. The sulfonic acid groups were introduced by mild post-sulfonation exclusively on the para-position of the pendant phenyl ring in PHQ. The membrane properties of the resulting sulfonated copolymers sP AE and sP AEN were compared for fuel cell applications. The copolymers sPAE and sPAEN, each having a degree of sulfonation (DS) of 1.0 had high ion exchange capacities (IEC{sub v}(wet) (volume-based, wet state)) of 1.77 and 2.55 meq./cm{sup 3}, high proton conductivities of 135.4 and 140.1 mS/cm at 80 C, and acceptable volume-based water uptake of 44.5-51.9 vol% at 80 C, respectively, compared to Nafion. The data points of these copolymer membranes are located in the area of outstanding properties in the trade-off plot of alternative hydrocarbon polyelectrolyte membranes (PEM) for the relationship between proton conductivity versus water uptake (weight based or volume based). Furthermore, the relative selectivity derived from proton conductivity and methanol permeability is higher than that of Nafion.

  6. Hydrogen bonding: a channel for protons to transfer through acid-base pairs.

    PubMed

    Wu, Liang; Huang, Chuanhui; Woo, Jung-Je; Wu, Dan; Yun, Sung-Hyun; Seo, Seok-Jun; Xu, Tongwen; Moon, Seung-Hyeon

    2009-09-10

    Different from H(3)O(+) transport as in the vehicle mechanism, protons find another channel to transfer through the poorly hydrophilic interlayers in a hydrated multiphase membrane. This membrane was prepared from poly(phthalazinone ether sulfone kentone) (SPPESK) and H(+)-form perfluorosulfonic resin (FSP), and poorly hydrophilic electrostatically interacted acid-base pairs constitute the interlayer between two hydrophilic phases (FSP and SPPESK). By hydrogen bonds forming and breaking between acid-base pairs and water molecules, protons transport directly through these poorly hydrophilic zones. The multiphase membrane, due to this unique transfer mechanism, exhibits better electrochemical performances during fuel cell tests than those of pure FSP and Nafion-112 membranes: 0.09-0.12 S cm(-1) of proton conductivity at 25 degrees C and 990 mW cm(-2) of the maximum power density at a current density of 2600 mA cm(-2) and a cell voltage of 0.38 V.

  7. Why do crown ethers activate enzymes in organic solvents?

    PubMed

    van Unen, Dirk-Jan; Engbersen, Johan F J; Reinhoudt, David N

    2002-02-01

    One of the major drawbacks of enzymes in nonaqueous solvents is that their activity is often dramatically low compared to that in water. This limitation can be largely overcome by crown ether treatment of enzymes. In this paper, we describe a number of carefully designed new experiments that have improved the insights into the mechanisms that are operative in the crown ether activation of enzymes in organic solvents. The enhancement of enzyme activity upon addition of 18-crown-6 to the organic solvent can be reconciled with a mechanism in which macrocyclic interactions of 18-crown-6 with the enzyme play an important role. Macrocyclic interactions (e.g., complexation with lysine ammonium groups of the enzyme) can lead to a reduced formation of inter- and intramolecular salt bridges and, consequently, to lowering of the kinetic conformational barriers, enabling the enzyme to refold into thermodynamically stable, catalytically (more) active conformations. This assumption is supported by the observation that the crown-ether-enhanced enzyme activity is retained after removal of the crown by washing with a dry organic solvent. A much stronger crown ether activation is observed when 18-crown-6 is added prior to lyophilization, and this can be explained by a combination of two effects: the before-mentioned macrocyclic complexation effect, and a less specific, nonmacrocyclic, lyoprotecting effect. The magnitude of the total crown ether effect depends on the polarity and thermodynamic water activity of the solvent, the activation being highest in dry and apolar media, where kinetic conformational barriers are highest. By determination of the specific activity of crown-ether-lyophilized enzyme as a function of the enzyme concentration, the macrocyclic crown ether (linearly dependent on the enzyme concentration) and the nonmacrocyclic lyoprotection effect (not dependent on the enzyme concentration) could be separated. These measurements reveal that the contribution of the

  8. Mutagenicity testing of diethylene glycol monobutyl ether.

    PubMed Central

    Thompson, E D; Coppinger, W J; Valencia, R; Iavicoli, J

    1984-01-01

    The mutagenic potential of diethylene glycol monobutyl ether (diEGBE) was examined with a Tier I battery of in vitro assays followed by a Tier II in vivo Drosophila sex-linked recessive lethal assay. The in vitro battery consisted of: the Salmonella mutagenicity test, the L5178Y mouse lymphoma test, a cytogenetics assay using Chinese hamster ovary cells and the unscheduled DNA synthesis (UDS) assay in rat hepatocytes. Results of the Salmonella mutagenicity test, the cytogenetics test, and the rat hepatocyte assay were negative at concentrations up to 20 microL/plate, 7.92 microL/mL, and 4.4 microL/mL, respectively. Toxicity was clearly demonstrated at all high doses. A weak, but dose-related increase in the mutation frequency (4-fold increase over the solvent control at 5.6 microL/mL with 12% survival) was obtained in the L5178Y lymphoma test in the absence of metabolic activation. Results of the mouse lymphoma assay were negative in the presence of the S-9 activation system. The significance of the mouse lymphoma assay were negative in the presence of the S-9 activation system. The significance of the mouse lymphoma assay results were assessed by performing the Tier II sex-linked recessive lethal assay in Drosophila in which the target tissue is maturing germinal cells. Both feeding (11,000 ppm for 3 days) and injection (0.3 microL of approximately 14,000 ppm solution) routes of administration were employed in the Drosophila assay. Approximately 11,000 individual crosses with an equal number of negative controls were performed for each route of administration. diEGBE produced no increase in recessive lethals under these conditions.(ABSTRACT TRUNCATED AT 250 WORDS) PMID:6389113

  9. Integrated process for the production of diisopropyl ether and gasoline

    SciTech Connect

    Owen, H.; Harandi, M.N.

    1992-04-07

    This patent describes an integrated process for the production of diisopropyl ether and C{sub 5+} gasoline boiling range hydrocarbons. It comprises contacting C{sub 3} hydrocarbon feedstock and high pressure separator aqueous effluent recycle stream with acidic hydration and etherification catalyst in an etherification zone under etherification conditions to produce an effluent stream containing diisopropyl ether, isopropanol, unreacted water, unreacted C{sub 3} hydrocarbons and higher olefinic hydrocarbons; separating and extracting the effluent stream in a high pressure separation zone in contact with fresh water feed-stream to produce the aqueous effluent recycle stream containing a portion of the isopropanol and unreacted water and a separation zone effluent stream containing diisopropyl ether, unextracted isopropanol, unreacted C{sub 3} hydrocarbons and higher olefinic hydrocarbons; heating and flashing the separator effluent stream at a temperature sufficient to further separate the separator effluent to produce a flash evaporator overhead vapor stream for compression and recycle to the etherification zone, the recycle stream containing a major portion of the unreacted C{sub 3} hydrocarbons, and an evaporator bottom steam containing diisopropyl ether, unextracted isopropanol, a minor portion of the unreacted C{sub 3} hydrocarbons and higher olefinic hydrocarbons; separating the evaporator bottom stream to produce diisopropyl ether, a first stream containing C{sub 3} hydrocarbons and a second stream containing isopropanol and higher olefinic hydrocarbons.

  10. Optimisation of a 5-[3-phenyl-(2-cyclic-ether)-methyl-ether]-4-aminopyrrolopyrimidine series of IGF-1R inhibitors.

    PubMed

    Fairhurst, Robin A; Marsilje, Thomas H; Stutz, Stefan; Boos, Andreas; Niklaus, Michel; Chen, Bei; Jiang, Songchun; Lu, Wenshuo; Furet, Pascal; McCarthy, Clive; Stauffer, Frédéric; Guagnano, Vito; Vaupel, Andrea; Michellys, Pierre-Yves; Schnell, Christian; Jeay, Sébastien

    2016-04-15

    Taking the pyrrolopyrimidine derived IGF-1R inhibitor NVP-AEW541 as the starting point, the benzyl ether back-pocket binding moiety was replaced with a series of 2-cyclic ether methyl ethers leading to the identification of novel achiral [2.2.1]-bicyclic ether methyl ether containing analogues with improved IGF-1R activities and kinase selectivities. Further exploration of the series, including a fluorine scan of the 5-phenyl substituent, and optimisation of the sugar-pocket binding moiety identified compound 33 containing (S)-2-tetrahydrofuran methyl ether 6-fluorophenyl ether back-pocket, and cis-N-Ac-Pip sugar-pocket binding groups. Compound 33 showed improved selectivity and pharmacokinetics compared to NVP-AEW541, and produced comparable in vivo efficacy to linsitinib in inhibiting the growth of an IGF-1R dependent tumour xenograft model in the mouse.

  11. Methyl tertiary hexyl ether and methyl tertiary octyl ether as gasoline oxygenates: assessing risks from atmospheric dispersion and deposition.

    PubMed

    Snelling, Jeff; Barnett, Mark O; Zhao, Dongye; Arey, J Samuel

    2006-10-01

    Methyl tertiary hexyl ether (MtHxE) and methyl tertiary octyl ether (MtOcE) are currently being developed as replacement oxygenates for methyl tertiary butyl ether (MtBE) in gasoline. As was the case with MtBE, the introduction of these ethers into fuel supplies guarantees their introduction into the environment as well. In this study, a screening-level risk assessment was performed by comparing predicted environmental concentrations (PEC) of these ethers to concentrations that might cause adverse effects to humans or ecosystems. A simple box model that has successfully estimated urban air concentrations of MtBE was adapted to predict atmospheric concentrations of MtHxE and MtOcE. Expected atmospheric concentrations of these ethers were also estimated using the European Union System for the Evaluation of Substances (EUSES) multimedia fate model, which simultaneously calculates PECs in the various environmental compartments of air, water, soil, and sediment. Because little or no data are available on the physicochemical, environmental, and toxicological properties of MtHxE and MtOcE, estimation methods were used in conjunction with EUSES to predict both the PECs and the concentrations at which these ethers might pose a threat. The results suggest that these ethers would contaminate the air of a moderately sized U.S. city (Boston, MA) at levels similar to those found previously for MtBE. The risk assessment module in EUSES predicted risk characterization ratios of 10(-3) and 10(-2) for MtHxE and MtOcE, respectively, in Boston, and 10(-2) and 10(-1) in very large urban centers, suggesting that these ethers pose only a minimal threat to ecosystems at the anticipated environmental concentrations. The assessment also indicates that these compounds are possible human carcinogens and that they may be present in urban air at concentrations that pose an unacceptable cancer risk. Therefore, testing of the toxicological properties of these compounds is recommended before they

  12. Inkjet deposition of itraconazole onto poly(glycolic acid) microneedle arrays.

    PubMed

    Boehm, Ryan D; Jaipan, Panupong; Skoog, Shelby A; Stafslien, Shane; VanderWal, Lyndsi; Narayan, Roger J

    2016-03-11

    Poly(glycolic acid) microneedle arrays were fabricated using a drawing lithography process; these arrays were modified with a drug release agent and an antifungal agent by piezoelectric inkjet printing. Coatings containing poly(methyl vinyl ether-co-maleic anhydride), a water-soluble drug release layer, and itraconazole (an antifungal agent), were applied to the microneedles by piezoelectric inkjet printing. Microscopic evaluation of the microneedles indicated that the modified microneedles contained the piezoelectric inkjet printing-deposited agents and that the surface coatings were released in porcine skin. Energy dispersive x-ray spectrometry aided in confirmation that the piezoelectric inkjet printing-deposited agents were successfully applied to the desired target areas of the microneedle surface. Fourier transform infrared spectroscopy was used to confirm the presence of the component materials in the piezoelectric inkjet printing-deposited material. Itraconazole-modified microneedle arrays incubated with agar plates containing Candida albicans cultures showed zones of growth inhibition.

  13. Sustained release of protein from poly(ethylene glycol) incorporated amphiphilic comb like polymers.

    PubMed

    Srividhya, M; Preethi, S; Gnanamani, A; Reddy, B S R

    2006-12-01

    Amphiphilic comb like macromonomer containing hydrophilic poly(ethylene glycol) groups covalently linked to poly(hydromethyl siloxane) (PHMS) were prepared by hydrosilylation reaction. The epoxy reacting sites were introduced to this amphiphilic system by the reaction with allyl epoxy propyl ether (AEPE). Bovine serum albumin (BSA), a model protein drug was loaded to the PEG-PDMS system and very thin membranes were made from this macromonomer adopting solution casting technique. The in vitro protein release studies at various pH conditions showed a controlled release profile without exhibiting any initial burst. The control of the initial burst might be due to the strong linkages of the protein with the membrane and the aggregation of the protein at the surface. The morphology of the membrane before and after the protein release, and the mechanical strength were evaluated. The surface properties of the membrane were studied using the contact angle measurements. PMID:16930885

  14. Inkjet deposition of itraconazole onto poly(glycolic acid) microneedle arrays.

    PubMed

    Boehm, Ryan D; Jaipan, Panupong; Skoog, Shelby A; Stafslien, Shane; VanderWal, Lyndsi; Narayan, Roger J

    2016-03-01

    Poly(glycolic acid) microneedle arrays were fabricated using a drawing lithography process; these arrays were modified with a drug release agent and an antifungal agent by piezoelectric inkjet printing. Coatings containing poly(methyl vinyl ether-co-maleic anhydride), a water-soluble drug release layer, and itraconazole (an antifungal agent), were applied to the microneedles by piezoelectric inkjet printing. Microscopic evaluation of the microneedles indicated that the modified microneedles contained the piezoelectric inkjet printing-deposited agents and that the surface coatings were released in porcine skin. Energy dispersive x-ray spectrometry aided in confirmation that the piezoelectric inkjet printing-deposited agents were successfully applied to the desired target areas of the microneedle surface. Fourier transform infrared spectroscopy was used to confirm the presence of the component materials in the piezoelectric inkjet printing-deposited material. Itraconazole-modified microneedle arrays incubated with agar plates containing Candida albicans cultures showed zones of growth inhibition. PMID:26869165

  15. Copoly(arylene ether)s containing pendant sulfonic acid groups as proton exchange membranes

    SciTech Connect

    Dae Sik, Kim; Yu Seung, Kim; Gilles, Robertson; Guiver, Michael D

    2009-01-01

    A copoly(arylene ether) (PAE) with high fluorine content and a copoly(arylene ether nitrile) (PAEN) with high nitrile content, each containing pendant phenyl sulfonic acids were synthesized. The PAE and P AEN were prepared from decafluorobiphenyl (DFBP) and difluorobenzonitrile (DFBN) respectively, by polycondensation with 2phenylhydroquinone (PHQ) by conventional aromatic nucleophilic substitution reactions. sulfonic acid groups were introduced by mild post-sulfonation exclusively on the para-position of the pendant phenyl ring in PHQ. The membrane properties of the resulting sulfonated copolymers sPAE and sPAEN were compared for fuel cell applications. The copolymers sPAE and sPAEN, each having a degree of sulfonation (OS) of 1.0 had high ion exchange capacities (IEC{sub v})(wet) (volume-based, wet state) of 1.77 and 2.55 meq./cm3, high proton conductivities of 135.4 and 140.1 mS/cm at 80 C, and acceptable volume-based water uptake of 44.5 -51.9 vol% at 80 C, respectively, compared to Nafion. The data points of these copolymer membranes are located in the upper left-hand corner in the trade-off plot of alternative hydrocarbon polyelectrolyte membranes (PEM) for the relationship between proton conductivity versus water uptake (weight based or volume based), i.e., high proton conductivity and low water uptake. Furthermore, the relative selectivity derived from proton conductivity and methanol permeability is higher than that of Nafion.

  16. Safety assessment of alkyl PEG ethers as used in cosmetics.

    PubMed

    Fiume, Monice M; Heldreth, Bart; Bergfeld, Wilma F; Belsito, Donald V; Hill, Ronald A; Klaassen, Curtis D; Liebler, Daniel; Marks, James G; Shank, Ronald C; Slaga, Thomas J; Snyder, Paul W; Andersen, F Alan

    2012-01-01

    The CIR Expert Panel assessed the safety of Alkyl PEG Ethers as used in cosmetics. These ingredients primarily function in cosmetics as surfactants, and some have additional functions as skin-conditioning agents, fragrance ingredients, and emulsion stabilizers. The Panel reviewed available relevant animal and clinical data, as well as information from previous CIR reports; when data were not available for individual ingredients, the Panel extrapolated from the existing data to support safety. The Panel concluded that the Alkyl PEG ethers are safe as used when formulated to be nonirritating, and the same applies to future alkyl PEG ether cosmetic ingredients that vary from those ingredients recited herein only by the number of ethylene glycol repeat units.

  17. Oxidative acetoxylation of the silyl ethers of ketone enols

    SciTech Connect

    Brunovlenskaya, I.I.; Kusainova, K.M.; Kashin, A.K.

    1988-07-20

    The authors studied the reaction of (dicarboxyiodo)benzenes with the trimethylsilyl ethers of ketone enols having various structures. They also undertook a comparative investigation of the oxidation of these compounds with lead tetraacetate. The reaction of (diacetoxyiodo)benzene with the trimethylsilyl ethers of ketone enols takes place with retention of the (CH/sub 3/)/sub 3/Si group in two directions, i.e., substitution of the vinylic hydrogen or diacetoxylation of the double bond. The reaction can be used for the regioselective synthesis of /alpha/-acetoxy ketones, since the trimethylsilyl group is readily eliminated from the obtained products by the action of fluoride ion or boron trifluoride etherate with the formation of the corresponding substituted ketones.

  18. Tandem Bond-Forming Reactions of 1-Alkynyl Ethers.

    PubMed

    Minehan, Thomas G

    2016-06-21

    Electron-rich alkynes, such as ynamines, ynamides, and ynol ethers, are functional groups that possess significant potential in organic chemistry for the formation of carbon-carbon bonds. While the synthetic utility of ynamides has recently been expanded considerably, 1-alkynyl ethers, which possess many of the reactivity features of ynamides, have traditionally been far less investigated because of concerns about their stability. Like ynamides, ynol ethers are relatively unhindered to approach by functional groups present in the same or different molecules because of their linear geometry, and they can potentially form up to four new bonds in a single transformation. Ynol ethers also possess unique reactivity features that make them complementary to ynamides. Research over the past decade has shown that ynol ethers formed in situ from stable precursors engage in a variety of useful carbon-carbon bond-forming processes. Upon formation at -78 °C, allyl alkynyl ethers undergo a rapid [3,3]-sigmatropic rearrangement to form allyl ketene intermediates, which may be trapped with alcohol or amine nucleophiles to form γ,δ-unsaturated carboxylic acid derivatives. The process is stereospecific, takes place in minutes at cryogenic temperatures, and affords products containing (quaternary) stereogenic carbon atoms. Trapping of the intermediate allyl ketene with carbonyl compounds, epoxides, or oxetanes instead leads to complex α-functionalized β-, γ-, or δ-lactones, respectively. [3,3]-Sigmatropic rearrangement of benzyl alkynyl ethers also takes place at temperatures ranging from -78 to 60 °C to afford substituted 2-indanones via intramolecular carbocyclization of the ketene intermediate. tert-Butyl alkynyl ethers containing pendant di- and trisubstituted alkenes and enol ethers are stable to chromatographic isolation and undergo a retro-ene/[2 + 2] cycloaddition reaction upon mild thermolysis (90 °C) to afford cis-fused cyclobutanones and donor

  19. Conversion of light hydrocarbons to ether rich gasoline

    SciTech Connect

    Bell, W.K.; Haag, W.O.; Harandi, M.N.; Owen, H.

    1991-05-07

    This patent describes an integrated process for the production of ether-rich rich liquid fuels. It comprises: contacting a fresh mixture of lower alkanol and a light hydrocarbon feedstock containing linear olefins and C{sub 4} + tertiary olefins; separating the etherification effluent stream consisting of ether rich C{sub 5} + and C{sub 5{minus}}; contacting second stream with an acidic catalyst in a second etherification zone under conditions effective to etherify the linear olefinic hydrocarbons; recovering a first stream comprising C{sub 5} + gasoline containing lower alkyl ethers of the C{sub 5{minus}}; and passing the second stream to an olefins to higher molecular weight hydrocarbons conversion zone.

  20. Laboratory Method for Analysis of Small Concentrations of Methyl tert-Butyl Ether and Other Ether Gasoline Oxygenates in Water

    USGS Publications Warehouse

    Rose, Donna L.; Connor, Brooke F.; Abney, Sonja R.; Raese, Jon W.

    1998-01-01

    This Fact Sheet presents data for analysis of nanogram-per-liter concentrations of methyl tert-butyl ether (MTBE) and three other ether gasoline oxygenates, including methyl tert-pentyl ether (TAME), diisopropyl ether (DIPE), and ethyl tert-butyl ether (ETBE), by purge- and-trap capillary-column gas chromatography. Long-term method detection levels (LT-MDLs) for MTBE, TAME, DIPE, and ETBE ranged from 15 to 83 nanograms per liter (0.015 to 0.083 microgram per liter). Nanogram-per-liter-concentration detections are reported if all of the identification criteria are met, whereas previous methods censored detections at a pre-determined method reporting level. The reporting level for this method is defined as two times the LT-MDL, does not censor detections at less than this concentration, and is referred to as the nondetection value (NDV). Bias and variability data from multiple analyses, analysts, and instruments over a 60-day period show the oxygenate recoveries ranging from 100 to 109 percent, with 6 to 8 percent relative standard deviation. MTBE, TAME, DIPE, and ETBE were not detected in the analysis of 225 laboratory reagent blanks from January to December 1997. A preservation study in ground water and surface water indicates that all the oxygenates are stable at pH 2 for up to 216 days, with recoveries ranging from 94 to 115 percent on day 216, and relative standard deviations ranging from 5 to 9 percent for the duration of the study.