Synthesis of proton-conductive sol-gel membranes from trimethoxysilylmethylstyrene and phenylvinylphosphonic acid

Journal of Membrane Science

Volumn 303, Issue 1-2, 2007, Pages 43-53

  Kato, Masaki ^a   Sakamoto, Wataru ^b   Yogo, Toshinobu ^b  

^a Aichi Industrial Technology Institute   (Japan)

^b NAGOYA UNIVERSITY   (Japan)

Author keywords

Fuel cell; Inorganic organic hybrid; Phenylvinylphosphonic acid; Proton conductive membrane; Sol gel process

Indexed keywords

INORGANIC ORGANIC HYBRID; PHENYLVINYLPHOSPHONIC ACID; TRIMETHOXYSILYLMETHYLSTYRENE;

ATMOSPHERIC HUMIDITY; FUEL CELLS; HYDROLYSIS; POLYCONDENSATION; PROTON CONDUCTIVITY; SOL-GEL PROCESS;

POLYMERIC MEMBRANES;

COPOLYMER; INORGANIC COMPOUND; ORGANIC COMPOUND; PHENYLVINYLPHOSPHONIC ACID; PHOSPHONIC ACID DERIVATIVE; SILOXANE; STYRENE DERIVATIVE; TRIMETHOXYSILYLMETHYLSTYRENE; UNCLASSIFIED DRUG;

ATMOSPHERIC HUMIDITY; FUEL CELLS; HYDROLYSIS; POLYCONDENSATION; POLYMERIC MEMBRANES; PROTON CONDUCTIVITY; SOL-GEL PROCESS;

ARTICLE; CHEMICAL STRUCTURE; GEL; HYDROLYSIS; INFRARED SPECTROSCOPY; MEMBRANE CONDUCTANCE; MEMBRANE STRUCTURE; NUCLEAR MAGNETIC RESONANCE; POLYMERIZATION; PRIORITY JOURNAL; PROTON TRANSPORT; SYNTHESIS; TEMPERATURE SENSITIVITY; THERMOSTABILITY;

EID: 34548319616     PISSN: 03767388     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.memsci.2007.06.064     Document Type: Article

References (45)

1. Damay F., and Klein L.C. Transport properties of Nafion composite membranes for proton-exchange membranes fuel cells. Solid State Ionics 162-163 (2003) 261-267
2. Wahdame B., Candusso D., François X., Harel F., DeBernardinis A., Kauffmann J.M., and Coquery G. Study of a 5kW PEMFC using experimental design and statistical analysis techniques. Fuel Cells 7 (2005) 47-62
3. Arita M. Technical issues of fuel cell system for automotive application. Fuel Cells 2 (2002) 10-14
4. Aparicio M., and Duran A. Hybrid organic/inorganic sol-gel materials for proton conducting membranes. J. Sol-Gel Sci. Technol. 31 (2004) 103-107
5. Kreuer K.D. On solids with liquidlike properties and the challenge to develop new proton-conducting separator materials for intermediate-temperature fuel cells. Chem. Phys. Chem. 3 (2002) 771-775
6. Kerres J.A. Development of ionomer membranes for fuel cells. J. Membr. Sci. 185 (2001) 3-27
7. Kreuer K.D. On the development of proton conducting polymer membranes for hydrogen and methanol fuel cells. J. Membr. Sci. 185 (2001) 29-39
8. Zaidi S.M.J., Mikhailenko S.D., Robertson G.P., Guiver M.D., and Kaliaguine S. Proton conducting composite membranes from polyether ether ketone and heteropolyacids for fuel cell applications. J. Membr. Sci. 173 (2000) 17-34
9. Nunes S.P., Ruffmann B., Rikowski E., Vetter S., and Richau K. Inorganic modification of proton conductive polymer membranes for direct methanol fuel cells. J. Membr. Sci. 203 (2002) 215-225
10. Honma I., Nomura S., and Nakajima H. Protonic conducting organic/inorganic nanocomposites for polymer electrolyte membrane. J. Membr. Sci. 185 (2001) 83-94
11. Yamada M., and Honma I. Anhydrous proton conductive membrane consisting of chitosan. Electrochim. Acta 50 (2005) 2837-2841
12. Vernon D.R., Meng F., Dec S.F., Williamson D.L., Turner J.A., and Herring A.M. Synthesis, characterization, and conductivity measurements of hybrid membranes containing a mono-lacunary heteropolyacid for PEM fuel cell applications. J. Power Sources 139 (2005) 141-151
13. Depre L., Kappel J., and Popall M. Inorganic-organic proton conductors based on alkylsulfone functionalities and their patterning by photoinduced methods. Electrochim. Acta 43 (1998) 1301-1306
14. Depre L., Ingram M., Poinsignon C., and Popall M. Proton conducting sulfon/sulfonamide functionalized materials based on inorganic-organic matrices. Electrochim. Acta 45 (2000) 1377-1383
15. Honma I., Takeda Y., and Bae J.M. Protonic conducting properties of sol-gel derived organic/ inorganic nanocomposite membranes doped with acidic functional molecules. Solid State Ionics 120 (1999) 255-264
16. Park Y., and Nagai M. Proton exchange nanocomposite membranes based on 3-glycidoxypropyltrimethoxysilane, silicotungstic acid and zirconium phosphate hydrate. Solid State Ionics 145 (2001) 149-160
17. Kim J., and Honma I. Proton conducting polydimethylsiloxane/zirconium oxide hybrid membranes added with phosphotungstic acid. Electrochim. Acta 48 (2005) 3633-3638
18. Tezuka T., Tadanaga K., Matsuda A., Hayashi A., and Tatsumisago M. Utilization of glass papers as a support for proton conducting inorganic-organic hybrid membranes from 3-glycidoxypropyltrimethoxysilane, tetraalkoxysilane and orthophosphoric acid. Solid State Ionics 176 (2005) 3001-3004
19. Tadanaga K., Yoshida H., Matsuda A., Minami T., and Tatsumisago M. Inorganic-organic hybrid films using epoxycyclohexylethyltrimethoxysilane and orthophosphoric acid for PEFC operated at medium temperatures. Solid State Ionics 176 (2005) 2997-2999
20. Tezuka T., Tadanaga K., Matsuda A., Hayamashi A., and Tatsumisago M. Utilization of glass paper as a support of proton conductive inorganic-organic hybrid membranes based on 3-glycidoxypropyltrimethoxysilane. Electrochem. Commun. 7 (2005) 245-248
21. Wainright J., Wang J., Weng D., Savinell R., and Litt M. Acid-doped polybenzimidazoles: a new polymer electrolyte. J. Electrochem. Soc. 42 (1995) L121-L123
22. 31P MAS-NMR study. J. Non-Cryst. Solids 143 (1992) 21-30
23. Li S., Zhou Z., Abernathy H., Liu M., Li W., Ukai J., Hase K., and Nakanishi M. Synthesis and properties of phosphonic acid-grafted hybrid inorganic-organic polymer membranes. J. Mater. Chem. 16 (2006) 858-864
24. Kokubo M., Inagawa H., Kawahara M., Terunuma D., and Nohira H. A study of some new types of silane coupling agents for mica flake or glass flake/plastics composites. Kobunshi Ronbunshu 38 (1981) 201-207 (JAPANESE)
25. Conant J.B., and Coyne B.B. Addition reactions of the phosphorus halides V. The formation of an unsaturated phosphonic acid. J. Am. Chem. Soc. 44 (1922) 2530-2536
26. Safonova T.Y., Gulyukina N.S., Novakovskaya Y.V., Astaf'ev E.A., Bondarenko G.N., Petrii O.A., Tsirlina G.A., and Beletskaya I.P. Electrochemical hydrogenation of substituted α-phenylvinylphosphonic acids: general characteristics of the reaction layer and prediction of preparative electrolysis conditions. Russ. J. Electrochem. 38 (2002) 457-466
27. Greenspan L. Humidity fixed points of binary saturated aqueous solutions. J. Res. N.B.S. 81A 1 (1977) 89-96
28. Jiang D.D., Yao Q., McKinney M.A., and Wilkie C.A. TGA/FTIR studies on the thermal degradation of some polymeric sulfonic and phosphonic acids and their sodium salts. Polym. Degrad. Stab. 63 (1999) 423-434
29. Grassie N., and Mackerron D.H. Synthesis and degradation of polyurethanes containing phosphorus Part II: thermal degradation of poly(butylene phenylphosphonate) and poly(butylene phenylphosphonate) bis(phenylcarbamate). Polym. Degrad. Stab. 5 (1983) 43-53
30. Davankov A.B., Leikin Y.A., Smirnov A.V., Slozhenikina T.Y., and Korshak V.V. Thermal-oxidative degradation of some ion-exchange resins containing phosphorus. Polym. Sci. U.S.S.R. 15 (1973) 2769-2777
31. Avondo G., Vovelle C., and Delbourgo R. The role of phosphorus and bromine in flame retardancy. Combust. Flame 31 (1978) 7-16
32. Wang G.A., Cheng W.M., Tu Y.L., Wang C.C., and Chen C.Y. Characterizations of a new flame-retardant polymer. Polym. Degrad. Stab. 91 (2006) 3344-3353
33. Hiemenz P.C. Polymer Chemistry (1984), Marcel Dekker, New York p. 423
34. Liu J., Xu T., and Fu M.G.Y. Fundamental studies of a new hybrid (inorganic-organic) positively charged membrane II. Membrane preparation via alcoholysis reaction and amination processes of silicone and titanate coupling agents. J. Membr. Sci. 264 (2005) 87-96
35. Park O., Eo Y., Choi Y., and Baw B. Preparation and optical properties of silica-poly(ethylene oxide) hybrid materials. J. Sol-Gel Sci. Technol. 16 (1999) 235-241
36. Silverstein R.M., Webster F.X., and Kiemle D.J. Spectrometric Identification of Organic Compounds. seventh ed. (2005), John Wiley & Sons, New York p. 72, 127, 204
37. Matsuda A., Kanzaki T., Kotani Y., Tatsumisago M., and Minami T. Proton conductivity and structure of phosphosilicate gels derived from tetraethoxysilane and phosphoric acid or tirethylphosphate. Solid State Ionics 139 (2001) 113-119
38. 13C NMR Spectra, Aldrich Chemical Co., Milwaukee, 1993, vol. 2, p. 668 and vol. 2, p.138.
39. Breitmaier E., and Voetler W. Carbon-13 NMR Spectroscopy. third ed. (1987), VCH, New York p. 255, p. 293
40. Yamamoto Y., Amutharani D., Sivakumar M., Tsujita Y., and Yoshimizu H. Study on complexing behavior of the syndiotactic polystyrene-aromatic hydrocarbon system. Desalination 148 (2002) 289-291
41. C'anovas M.J., Sobrados I., Sanz J., Acosta J.L., and Linares A. Proton mobility in hydrated sulfonated polystyrene NMR and impedance studies. J. Membr. Sci. 280 (2006) 461-469
42. Moujahid E.M., Inacio J., Besse J.P., and Leroux F. Adsorption of styrene sulfonate vs. polystyrene sulfonate on layered double hydroxides. Microporous Mesoporous Mater. 57 (2003) 37-46
43. 29Si-NMR-chemisher Verschiebungen. Org. Mag. Reson. 5 (1973) 561-566
44. 29Si-NMR study of hydrolysis and initial polycondensation processes of organoalkoxysilanes II. Methyltriethoxysilane. J. Non-Cryst. Solid 167 (1994) 21-28
45. Brinker C.J., and Sherer G.W. Sol-Gel Science (1990), Academic, New York p. 108