Synthesis and characterization of sulfonated poly(arylene ether phosphine oxide)s with fluorenyl groups by direct polymerization for proton exchange membranes

Journal of Membrane Science

Volumn 329, Issue 1-2, 2009, Pages 99-105

  Zhang, Chunjie ^a   Kang, Sen ^a   Ma, Xuhui ^a   Xiao, Guyu ^a   Yan, Deyue ^a  

^a SHANGHAI JIAO TONG UNIVERSITY   (China)

Author keywords

Fluorenyl; Poly(arylene ether phosphine oxide)s; Proton exchange membrane; Sulfonate

Indexed keywords

AFM; DIRECT POLYCONDENSATION; DIRECT POLYMERIZATIONS; FLEXIBLE MEMBRANES; FLUORENE; FLUORENYL; FUEL CELL APPLICATIONS; HYDROPHILIC DOMAINS; ION-EXCHANGE CAPACITIES; IR SPECTROSCOPIES; NARROW CHANNELS; OVERALL PROPERTIES; PHASE CONTRASTS; POLY(ARYLENE ETHER PHOSPHINE OXIDE)S; PROTON EXCHANGE MEMBRANE; RICH PHASE; SOLUTION CASTINGS; SULFONATE; SULFONATION DEGREES; SWELLING RATIOS; SYNTHESIS AND CHARACTERIZATIONS; THERMAL PROPERTIES; WATER UPTAKES;

DEIONIZED WATER; DIMENSIONAL STABILITY; ELECTRIC CONDUCTIVITY; ETHERS; FUEL CELLS; HYDROPHILICITY; ION EXCHANGE; ION EXCHANGE MEMBRANES; ION EXCHANGERS; IONIZATION OF LIQUIDS; MEMBRANES; ORGANIC COMPOUNDS; PHASE STABILITY; PHOSPHORUS COMPOUNDS; POLYCONDENSATION; POLYMERIZATION; POLYMERS; PROTON CONDUCTIVITY; PROTONS; SULFONATION; SYNTHESIS (CHEMICAL); THERMODYNAMIC PROPERTIES;

CELL MEMBRANES;

BIS(4 FLUOROPHENYL)PHENYL PHOSPHINE OXIDE; FLUORENE DERIVATIVE; PHOSPHINE OXIDE DERIVATIVE; POLYMER; PROTON; SULFONATED BIS(4 FLUOROPHENYL)PHENYL PHOSPHINE OXIDE; UNCLASSIFIED DRUG; WATER;

ARTICLE; CHEMICAL STRUCTURE; HYDROPHILICITY; INFRARED SPECTROSCOPY; ION EXCHANGE; MEMBRANE; NUCLEAR MAGNETIC RESONANCE; POLYMERIZATION; PRIORITY JOURNAL; PROTON TRANSPORT; SULFONATION; SYNTHESIS; THERMAL ANALYSIS; WATER TRANSPORT;

EID: 59849097635     PISSN: 03767388     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.memsci.2008.12.021     Document Type: Article

References (36)

1. Hickner M.A., Ghassemi H., Kim Y.S., Einsla B.R., and McGrath J.E. Alternative polymer systems for proton exchange membranes (PEMs). Chem. Rev. 104 (2004) 4587-4612
2. Rikukawa M., and Sanui K. Proton-conducting polymer electrolyte membranes based on hydrocarbon polymers. Prog. Polym. Sci. 25 (2000) 1463-1502
3. Kerres J.A. Development of ionomer membranes for fuel cells. J. Membr. Sci. 185 (2001) 3-27
4. Savadogo O. Emerging membranes for electrochemical systems: (1) solid polymer electrolyte membranes for fuel cell systems. J. New Mater. Electrochem. Syst. 1 (1998) 47-66
5. Kreuer K.D. On the development of proton conducting polymer membranes for hydrogen and methanol fuel cells. J. Membr. Sci. 185 (2001) 29-39
6. Li Q.F., He R.H., Jensen J.O., and Bjerrum N.J. Approaches and recent development of polymer electrolyte membranes for fuel cells operating above 100 °C. Chem. Mater. 15 (2003) 4896-4915
7. Xing P., Robertson G.P., Guiver M.D., Mikhailenko S.D., and 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 37 (2004) 7960-7967
8. Jones D.J., and Rozière J. Non-fluorinated polymer materials for proton exchange membrane fuel cells. Annu. Rev. Mater. Res. 33 (2003) 503-555
9. Gil M., Ji X., Li X., Na H., Hampsey J.E., and Lu Y. Direct synthesis of sulfonated aromatic poly(ether ether ketone) proton exchange membranes for fuel cell applications. J. Membr. Sci. 234 (2004) 75-81
10. Pang J.H., Zhang H.B., Li X.F., and Jiang Z.H. Novel wholly aromatic sulfonated poly(arylene ether) copolymers containing sulfonic acid groups on the pendants for proton exchange membrane materials. Macromolecules 40 (2007) 9435-9442
11. Hu Z., Yin Y., Kita H., Okamoto K., Suto Y., Wang H., and Kawasato H. Synthesis and properties of novel sulfonated polyimides bearing sulfophenyl pendant groups for polymer electrolyte fuel cell application. Polymer 48 (2007) 1962-1971
12. Yang Y., Shi Z., and Holdcroft S. Synthesis of sulfonated polysulfone-block-PVDF copolymers: enhancement of proton conductivity in low ion exchange capacity membranes. Macromolecules 37 (2004) 1678-1681
13. Smith C.D., Gungor A., Keister K.M., Marand H.A., and McGrath J.E. Poly(arylene ether ketone)-poly(arylene ether phosphine oxide) copolymer and blend compositions. Polym. Prepr. 32 (1991) 93-95
14. Wang S., Zhuang H., Shobha H.K., Glass T.E., Sankarapandian M., Ji Q., Shultz A.R., and McGrath J.E. Miscibility of poly(arylene phosphine oxide) systems and bisphenol a poly(hydroxy ether). Macromolecules 34 (2001) 8051-8063
15. Riley D.J., Gungor A., Srinivason S.A., Sankarapandian M., Tchatchoua C.N., Muggli M.W., Ward T.C., and McGrath J.E. Synthesis and characterization of flame resistant poly(arylene ether)s. Polym. Eng. Sci. 37 (1997) 1501-1511
16. Wang S., Ji Q., Tchatchoua C.N., Shultz A.R., and Mcgrath J.E. Phosphonyl/hydroxyl hydrogen bonding-induced miscibility of poly(arylene ether phosphine oxide/sulfone) statistical copolymers with poly(hydroxy ether) (phenoxy resin): synthesis and characterization. J. Polym. Sci.: Part B: Polym. Phys. 37 (1999) 1849-1862
17. Shobha H.K., Smalley G.R., Sankarapandian M., and McGrath J.E. Synthesis and characterization of sulfonated poly(arylene ether)s based on functionalized triphenyl phosphine oxide for proton exchange membranes. Polym. Prepr. 41 (2000) 180-181
18. Ma X.H., Zhang C.J., Xiao G.Y., Yan D.Y., and Sun G.M. Synthesis and characterization of sulfonated poly(phthalazinone ether phosphine oxide)s by direct polycondensation for proton exchange membranes. J. Polym. Sci.: Part A: Polym. Chem. 46 (2008) 1758-1769
19. Ma X.H., Shen L.P., Zhang C.J., Xiao G.Y., Yan D.Y., and Sun G.M. Sulfonated poly(arylene thioether phosphine oxide)s copolymers for proton exchange membrane fuel cells. J. Membr. Sci. 310 (2008) 303-311
20. Bae B., Miyatake K., and Watanabe M. Sulfonated poly(arylene ether sulfone) ionomers containing fluorenyl groups for fuel cell applications. J. Membr. Sci. 310 (2008) 110-118
21. Miyatake K., Chikashige Y., Higuchi E., and Watanabe M. Tuned polymer electrolyte membranes based on aromatic polyethers for fuel cell applications. J. Am. Chem. Soc. 129 (2007) 3879-3887
22. Miyatake K., Chikashige Y., and Watanabe M. Novel sulfonated poly(arylene ether): a proton conductive polymer electrolyte designed for fuel cells. Macromolecules 36 (2003) 9691-9693
23. Chen Y., Meng Y., Wang S., Tian S., Chen Y., and Hay A.S. Sulfonated poly(fluorenyl ether ketone) membrane prepared via direct polymerization for PEM fuel cell application. J. Membr. Sci. 280 (2006) 433-441
24. Shang X., Fang S., and Meng Y. Synthesis and characterization of poly(arylene ether ketone) with sulfonated fluorene pendants for proton exchange membrane. J. Membr. Sci. 297 (2007) 90-97
25. Shang X., Li X., Mn Xiao Y., and Meng. Synthesis and characterization of sulfonated fluorene-containing poly(arylene ether ketone) for high temperature proton exchange membrane. Polymer 47 (2006) 3807-3813
26. Liu B., Kim D.-S., Murphy J., Robertson G.P., Guiver M.D., Mikhailenko S., Kaliaguine S., Sun Y.-M., Liu Y.-L., and Lai J.-Y. Fluorenyl-containing sulfonated poly(aryl ether ether ketone ketone)s (SPFEEKK) for fuel cell applications. J. Membr. Sci. 280 (2006) 54-64
27. Flessner T., and Doye S. Cesium carbonate: a powerful inorganic base in organic synthesis. J. Prakt. Chem. 341 (1999) 186-190
28. Kawasaki S., Yamada M., Kobori K., Jin F., Kondo Y., Hayashi H., Suzuki Y., and Takata T. Synthesis and chemical, physical, and optical properties of 9,9-diarylfluorene-based poly(ether-ether-ketone). Macromolecules 40 (2007) 5284-5289
29. Schuster M.F.H., Meyer W.H., Schuster M., and Kreuer K.D. Toward a new type of anhydrous organic proton conductor based on immobilized imidazole. Chem. Mater. 16 (2004) 329-337
30. Gao Y., Robertson G.P., Guiver M.D., Mikhailenko S.D., Li X., and Kaliaguine S. Low-swelling proton-conducting copoly(aryl ether nitrile)s containing naphthalene structure with sulfonic acid groups meta to the ether linkage. Polymer 47 (2006) 808-816
31. Wang H., Badami A.S., Roy A., and McGrath J.E. Multiblock copolymers of poly(2,5-benzophenone) and disulfonated poly(arylene ether sulfone) for proton-exchange membranes I. synthesis and characterization. J. Polym. Sci.: Part A: Polym. Chem. 45 (2007) 284-294
32. Roy A., Hickner M.A., Yu X., Li Y.X., Glass T.E., and McGrath J.E. Influence of chemical composition and sequence length on the transport properties of proton exchange membranes. J. Polym. Sci.: Part B: Polym. Phys. 44 (2006) 2226-2239
33. Kim Y.S., Hickner M.A., Dong L.M., Pivovar B.S., and McGrath J.E. Sulfonated poly(arylene ether sulfone) copolymer proton exchange membranes: composition and morphology effects on the methanol permeability. J. Membr. Sci. 243 (2004) 317-326
34. Wang F., Hickner M., Kim Y.S., Zawodzinski T.A., and McGrath J.E. Direct polymerization of sulfonated poly(arylene ether sulfone) random (statistical) copolymers: candidates for new proton exchange membranes. J. Membr. Sci. 197 (2002) 231-242
35. Jung H.-Y., and Park J.-K. Blend membranes based on sulfonated poly(ether ether ketone) and poly(vinylidene fluoride) for high performance direct methanol fuel cell. Electrochim. Acta 52 (2007) 7464-7468
36. Dai H., Guan R., Li C., and Liu J. Development and characterization of sulfonated poly(ether sulfone) for proton exchange membrane materials. Solid State Ionics 178 (2007) 339-345