Synthesis and characterization of sulfonated poly(arylene ether ketone/ketone phosphine oxide)s as proton exchange membranes

Journal of Membrane Science

Volumn 362, Issue 1-2, 2010, Pages 509-516

  Fu, Lingchao ^a   Xiao, Guyu ^a   Yan, Deyue ^a  

^a SHANGHAI JIAO TONG UNIVERSITY   (China)

Author keywords

Poly(arlyene ether ketone phosphine oxide)s; Proton exchange membrane; Sulfonated

Indexed keywords

ARYLENE; ELEVATED TEMPERATURE; HIGH THERMAL; HIGH THERMAL STABILITY; ION EXCHANGE CAPACITY; OVERALL PROPERTIES; OXIDATIVE STABILITY; PASSIVATION EFFECT; PHOSPHINE OXIDE; POLY(ARLYENE ETHER KETONE PHOSPHINE OXIDE)S; PROTON EXCHANGE MEMBRANE; PROTON EXCHANGE MEMBRANES; STRUCTURAL DIFFERENCES; SULFONATED; SYNTHESIS AND CHARACTERIZATIONS; WATER RETENTION; WATER UPTAKE;

DEIONIZED WATER; ETHERS; ION EXCHANGE; KETONES; OXIDATION RESISTANCE; PASSIVATION; PHOSPHORUS COMPOUNDS; POLYCONDENSATION; PROTON EXCHANGE MEMBRANE FUEL CELLS (PEMFC); PROTONS;

ION EXCHANGE MEMBRANES;

PHOSPHINE OXIDE DERIVATIVE; SULFONATED POLY(ARYLENE ETHER KETONE KETONE PHOSPHINE OXIDE) DERIVATIVE; SULFONATED POLY(ARYLENE ETHER KETONE PHOSPHINE OXIDE) DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATION EXCHANGE; OXIDATION; PRIORITY JOURNAL; SYNTHESIS; THERMOSTABILITY; WATER RETENTION; WATER TRANSPORT;

EID: 77955660375     PISSN: 03767388     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.memsci.2010.07.006     Document Type: Article

References (50)

1. Li Q.F., Jensen J.O., Savinell R.F., Bjerrum N.J. High temperature proton exchange membranes based on polybenzimidazoles for fuel cells. Prog. Polym. Sci. 2009, 34:449-477.
2. Hickner M.A., Ghassemi H., Kim Y.S., Einsla B.R., McGrath J.E. Alternative polymer systems for proton exchange membranes (PEMs). Chem. Rev. 2004, 104:4587-4612.
3. Savadogo O. Emerging membranes for electrochemical systems. Part II. High temperature composite membranes for polymer electrolyte fuel cell (PEFC) applications. J. Power Sources 2004, 127:135-161.
4. Kreuer K.D. On the development of proton conducting polymer membranes for hydrogen and methanol fuel cells. J. Membr. Sci. 2001, 185:29-39.
5. Jones D.J., Rozière J. Non-fluorinated polymer materials for proton exchange membrane fuel cells. Annu. Rev. Mater. Res. 2003, 33:503-555.
6. Rikukawa M., Sanui K. Proton-conducting polymer electrolyte membranes based on hydrocarbon polymers. Prog. Polym. Sci. 2000, 25:1463-1502.
7. Kerres J.A. Development of ionomer membranes for fuel cells. J. Membr. Sci. 2001, 185:3-27.
8. Lafitte B., Jannasch P. Proton-conducting aromatic polymers carrying hypersulfonated side chains for fuel cell applications. Adv. Funct. Mater. 2007, 17:2823-2834.
9. Nakabayashi K., Matsumoto K., Ueda M. Synthesis and properties of sulfonated multiblock copoly(ether sulfone)s by a chain extender. J. Polym. Sci. A: Polym. Chem. 2008, 46:3947-3957.
10. Chikashige Y., Chikyu Y., Miyatake K., Watanabe M. Poly(arylene ether) ionomers containing sulfofluorenyl groups for fuel cell applications. Macromolecules 2005, 38:7121-7126.
11. Gasa J.V., Boob S., Weiss R.A., Shaw M.T. Proton-exchange membranes composed of slightly sulfonated poly(ether ketone ketone) and highly sulfonated crosslinked polystyrene particles. J. Membr. Sci. 2006, 269:177-186.
12. Liu B.J., Robertson G.P., Kim D.S., Guiver M.D., Hu W., Jiang Z.H. Aromatic poly(ether ketone)s with pendant sulfonic acid phenyl groups prepared by a mild sulfonation method for proton exchange membranes. Macromolecules 2007, 40:1934-1944.
13. Pang J.H., Zhang H.B., Li X.F., Jiang Z.H. Novel wholly aromatic sulfonated poly(arylene ether) copolymers containing sulfonic acid groups on the pendants for proton exchange membrane materials. Macromolecules 2007, 40:9435-9442.
14. Lin H.D., Zhao C.J., Cui Z.M., Ma W.J., Fu T.Z., Na H., Xing W. Novel sulfonated poly(arylene ether ketone) copolymers bearing carboxylic or benzimidazole pendant groups for proton exchange membranes. J. Power Sources 2009, 193:507-514.
15. Xiao G.Y., Sun G.M., Yan D.Y. Sulfonated poly(thioether ketone)s with high oxidation resistance to peroxides. Abstr. Pap. Am. Chem. Soc. 2003, 225:U558-U1558.
16. Bai Z.W., Shumaker J.A., Houtz M.D., Mirau P.A., Dang T.D. Fluorinated poly(arylenethioethersulfone) copolymers containing pendant sulfonic acid groups for proton exchange membrane materials. Polymer 2009, 50:1463-1469.
17. Matsumura S., Hlil A.R., Lepiller C., Gaudet J., Guay D., Hay A.S. Ionomers for proton exchange membrane fuel cells with sulfonic acid groups on the end groups: novel linear aromatic poly(sulfide-ketone)s. Macromolecules 2008, 41:277-280.
18. Fang J.H., Guo X.X., Harada S., Watari T., Tanaka K., Kita H., Okamoto K.-I. Novel sulfonated polyimides as polyelectrolytes for fuel cell application. 1. Synthesis, proton conductivity, and water stability of polyimides from 4,4'-diaminodiphenyl ether-2,2'-disulfonic acid. Macromolecules 2002, 35:9022-9028.
19. Li N.W., Zhang S.B., Liu J., Zhang F. Synthesis and properties of sulfonated poly[bis(benzimidazobenzisoquinolinones)] as hydrolytically and thermooxidatively stable proton conducting ionomers. Macromolecules 2008, 41:4165-4172.
20. Marestin C., Gebel G., Diat O., Mercier R. Sulfonated polyimides. Adv. Polym. Sci. 2008, 216:185-258.
21. Xiao G.Y., Sun G.M., Yan D.Y. Polyelectrolytes for fuel cells made of sulfonated poly(phthalazinone ether ketone)s. Macromol. Rapid Commun. 2002, 23:488-492.
22. Zhu X.L., Liang Y.F., Pan H.Y., Jian X.G., Zhang Y.X. Synthesis and properties of novel H-bonded composite membranes from sulfonated poly(phthalazinone ether)s for PEMFC. J. Membr. Sci. 2008, 312:59-65.
23. Shen L.P., Xiao G.Y., Yan D.Y., Sun G.M., Zhu P.F., Zhu N. Comparison of the water uptake and swelling between sulfonated poly(phthalazinone ether ketone ketone)s and sulfonated poly(arylene ether ketone ketone)s. Polym. Bull. 2005, 54:57-64.
24. Allcock H.R., Wood R.M. Design and synthesis of ion-conductive polyphosphazenes for fuel cell applications: review. J. Polym. Sci. B: Polym. Phys. 2006, 44:2358-2368.
25. Wycisk R., Pintauro P.N. Polyphosphazene membranes for fuel cells. Adv. Polym. Sci. 2008, 216:157-183.
26. Kang S., Zhang C.J., Xiao G.Y., Yan D.Y., Sun G.M. Synthesis and properties of soluble sulfonated polybenzimidazoles from 3,3'-disulfonate-4,4' -dicarboxylbiphenyl as proton exchange membranes. J. Membr. Sci. 2009, 334:91-100.
27. Mader J., Xiao L.X., Schmidt T.J., Benicewicz B.C. Polybenzimidazole/acid complexes as high-temperature membranes. Adv. Polym. Sci. 2008, 216:63-124.
28. Staiti P., Lufrano F., Arico A.S., Passalacqua E., Antonucci V. Sulfonated polybenzimidazole membranes-preparation and physico-chemical characterization. J. Membr. Sci. 2001, 188:71-78.
29. Peron J., Ruiz E., Jones D.J., Rozière J. Solution sulfonation of a novel polybenzimidazole. a proton electrolyte for fuel cell application. J. Membr. Sci. 2008, 314:247-256.
30. Tan N., Xiao G.Y., Yan D.Y. Soluble sulfonated polybenzothiazoles: a new candidate for proton exchange membrane. Chem. Mater. 2010, 22:1022-1031.
31. Ma X.H., Zhang C.J., Xiao G.Y., Yan D.Y. Synthesis and properties of sulfonated poly(arylene ether phosphine oxide)s for proton exchange membranes. J. Power Sources 2009, 188:57-63.
32. Gui L.Y., Zhang C.J., Kang S., Tan N., Xiao G.Y., Yan D.Y. Synthesis and properties of hexafluoroisopropylidenecontaining sulfonated poly(arylene thioether phosphine oxide)s for proton exchange membranes. Int. J. Hydrogen Energy 2010, 35:2436-2445.
33. Zhang C.J., Kang S., Ma X.H., Xiao G.Y., Yan D.Y. Synthesis and characterization of sulfonated poly(arylene ether phosphine oxide)s with fluorenyl groups by direct polymerization for proton exchange membranes. J. Membr. Sci. 2009, 329:99-105.
34. Ma X.H., Shen L.P., Zhang C.J., Xiao G.Y., Yan D.Y., Sun G.M. Sulfonated poly(arylene thioether phosphine oxide)s copolymers for proton exchange membrane fuel cells. J. Membr. Sci. 2008, 310:303-311.
35. Yang Y., Siu A., Peckham T.J., Holdcroft S. Structural and morphological features of acid-bearing polymers for PEM fuel cells. Adv. Polym. Sci. 2008, 216:55-126.
36. Lee J.K., Kerres J. Synthesis and characterization of sulfonated poly(arylene thioether)s and their blends with polybenzimidazole for proton exchange membranes. J. Membr. Sci. 2007, 294:75-83.
37. Bi H.P., Wang J.L., Chen S.W., Hu Z.X., Gao Z.L., Wang L.J., Okamoto K.-I. Preparation and properties of cross-linked sulfonated poly(arylene ether sulfone)/sulfonated polyimide blend membranes for fuel cell application. J. Membr. Sci. 2010, 350:109-116.
38. Feng S.G., Shang Y.M., Wang S.B., Xie X.F., Wang Y.Z., Wang Y.W., Xu J.M. Novel method for the preparation of ionically crosslinked sulfonated poly(arylene ether sulfone)/polybenzimidazole composite membranes via in situ polymerization. J. Membr. Sci. 2010, 346:105-112.
39. 40) for proton exchange membranes. Solid State Ionics 2006, 177:1123-1128.
40. Wang S., Zhuang H., Shobha H.K., Glass T.E., Sankarapandian M., Ji Q., Shultz A.R., McGrath J.E. Miscibility of poly(arylene phosphine oxide) systems and bisphenol a poly(hydroxy ether). Macromolecules 2001, 34:8051-8063.
41. Ma X.H., Zhang C.J., Xiao G.Y., Yan D.Y., Sun G.M. Synthesis and characterization of sulfonated poly(phthalazinone ether phosphine oxide)s by direct polycondensation for proton exchange membranes. J. Polym. Sci. A: Polym. Chem. 2008, 46:1758-1769.
42. Fu L.C., Xiao G.Y., Yan D.Y. Sulfonated poly(arylene ether sulfone)s with phosphine oxide moieties: a promising material for proton exchange membranes. ACS Appl. Mater. Interfaces 2010, 2:1601-1607.
43. Xing P.X., Robertson G.P., Guiver M.D., Mikhailenko S.D., Wang K.P., Kaliaguine S. Synthesis and characterization of sulfonated poly(ether ether ketone) for proton exchange membranes. J. Membr. Sci. 2004, 229:95-106.
44. Xing P.X., Robertson G.P., Guiver M.D., Mikhailenko S.D., Kaliaguine S. Synthesis and characterization of poly(aryl ether ketone) copolymers containing (hexafluoroisopropylidene)-diphenol moiety as proton exchange membrane materials. Polymer 2005, 46:3257-3263.
45. Cele N., Ray S.S. Recent progress on Nafion-based nanocomposite membranes for fuel cell applications. Macromol. Mater. Eng. 2009, 294:719-738.
46. Xing P.X., Robertson G.P., Guiver M.D., Mikhailenko S.D., Kaliaguine S. Sulfonated poly(aryl ether ketone)s containing the hexafluoroisopropylidene diphenyl moiety prepared by direct copolymerization, as proton exchange membranes for fuel cell application. Macromolecules 2004, 37:7960-7967.
47. Nasef M.M., Saidi H., Nor H.M., Foo O.M. Cation exchange membranes by radiation-induced graft copolymerization of styrene onto PFA copolymer films. II. characterization of sulfonated graft copolymer membranes. J. Appl. Polym. Sci. 2000, 76:1-11.
48. NO iron. Inorg. Chim. Acta 1989, 155:11-12.
49. Valle G., Casotto G., Zanonato P.L., Zarli B. Crystal and molecular structures of two europium(III) nitrate complexes with triphenylphosphine oxide. Polyhedron 1986, 5:2093-2096.
50. Wang F., Hickner M., Kim Y.S., Zawodzinski T.A., McGrath J.E. Direct polymerization of sulfonated poly(arylene ether sulfone) random (statistical) copolymers: candidates for new proton exchange membranes. J. Membr. Sci. 2002, 197:231-242.