Cross-linked poly(2,5-benzimidazole) consisting of wholly aromatic groups for high-temperature PEM fuel cell applications

Journal of Membrane Science

Volumn 373, Issue 1-2, 2011, Pages 80-88

  Kim, Sung Kon ^a   Kim, Tae Ho ^b   Ko, Taeyun ^a   Lee, Jong Chan ^a  

^a Seoul National University   (South Korea)

^b Korea Research Institute of Chemical Technology   (South Korea)

Author keywords

Cross linking; Direct casting; Fuel cells; Membranes; Poly(2,5 benzimidazole) (ABPBI)

Indexed keywords

ANHYDROUS CONDITIONS; AROMATIC GROUP; BENZIMIDAZOLES; CASTING PROCESS; CROSS-LINKING PROCESS; DIRECT CASTING; END GROUPS; HIGH TEMPERATURE; HOST POLYMERS; LINEAR POLYMERS; PEM FUEL CELL; POLY (PHOSPHORIC ACID); POLY(2,5-BENZIMIDAZOLE) (ABPBI); POLYMERIZATION SOLUTIONS;

AROMATIC COMPOUNDS; CARBOXYLIC ACIDS; CHEMICAL STABILITY; CROSSLINKING; FUEL CELLS; FUNCTIONAL POLYMERS; PHOSPHORIC ACID; POLYMERIZATION; POLYMERS; PROTON CONDUCTIVITY;

MEMBRANES;

AMINOBENZOIC ACID; AROMATIC COMPOUND; BENZENE; BENZIMIDAZOLE; DIAMINOBENZIDINE; FUEL; PHOSPHORIC ACID; POLY(2,5 BENZIMIDAZOLE); POLYPHOSPHATE; TRICARBOXYLIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CROSS LINKING; HIGH TEMPERATURE; MEMBRANE; MOLECULAR STABILITY; POLYMERIZATION; PRIORITY JOURNAL;

EID: 79953739869     PISSN: 03767388     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.memsci.2011.02.039     Document Type: Article

References (61)

1. Steele B.C.H., Heinzel A. Materials for fuel-cell technologies. Nature 2001, 414:345-352.
2. Kreuer K.D. On the development of proton conducting polymer membranes for hydrogen and methanol fuel cells. J. Membr. Sci. 2001, 185:29-39.
3. Miyatake K., Chikashige Y., Higuchi E., Watanabe M. Tuned polymer electrolyte membranes based on aromatic polyethers for fuel cell applications. J. Am. Chem. Soc. 2007, 129:3879-3887.
4. Schuster M., de Araujo C.C., Atanasov V., Andersen H.T., Kreuer K.-D., Maier J. Highly sulfonated poly(phenylene sulfone): preparation and stability issues. Macromolecules 2009, 42:3129-3137.
5. Liu B., Robertson G.P., Kim D.-S., Guiver M.D., Hu W., Jiang Z. 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.
6. Fang J., Guo X., Harada S., Watari T., Tanaka K., Kita H., Okamoto K. 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.
7. Kobayashi T., Rikukawa M., Sanui K., Ogata N. Proton-conducting polymers derived from poly(ether-etherketone) and poly(4-phenoxybenzoyl-1,4-phenylene). Solid State Ionics 1998, 106:219-225.
8. Hofmann M.A., Ambler C.M., Maher A.E., Chalkova E., Zhou X.Y., Lvov S.N., Allcock H.R. Synthesis of polyphosphazenes with sulfonimide side groups. Macromolecules 2002, 35:6490-6493.
9. Fujimoto C.H., Hickner M.A., Cornelius C.J., Loy D.A. Ionomeric poly(phenylene) prepared by Diels-Alder polymerization: synthesis and physical properties of a novel polyelectrolyte. Macromolecules 2005, 38:5010-5016.
10. Park M.J., Kim S., Minor A.M., Hexemer A., Balsara N.P. Control of domain orientation in block copolymer electrolyte membranes at the interface with humid air. Adv. Mater. 2009, 21:203-208.
11. Perrin R., Elomaa M., Jannasch P. Nanostructured proton conducting polystyrene-poly(vinylphosphonic acid) block copolymers prepared via sequential anionic polymerizations. Macromolecules 2009, 42:5146-5154.
12. Chen L., Hallinan D.T., Elabd Y.A., Hillmyer M.A. Highly selective polymer electrolyte membranes from reactive block polymers. Macromolecules 2009, 42:6075-6085.
13. Li Q., He R., Jensen J.O., Bjerrum N.J. Approaches and recent development of polymer electrolyte membranes for fuel cells operating above 100°C. Chem. Mater. 2003, 15:4896-4915.
14. Zhang J., Xie Z., Zhang J., Tang Y., Song C., Navessin T., Shi Z., Song D., Wang H., Wilkinson D.P., Liu Z.-S., Holdcroft S. High temperature PEM fuel cells. J. Power Sources 2006, 160:872-891.
15. Shao Y., Yin G., Wang Z., Gao Y. Proton exchange membrane fuel cell from low temperature to high temperature: material challenges. J. Power Sources 2007, 167:235-242.
16. Hogarth W.H.J., Diniz da Costa J.C., Lu G.O.(Max) Solid acid membranes for high temperature (>140°C) proton exchange membrane fuel cells. J. Power Sources 2005, 142:223-237.
17. Wainright J.S., Wang J.-T., Weng D., Savinell R.F., Litt M. Acid-doped polybenzimidazoles: a new polymer electrolyte. J. Electrochem. Soc. 1995, 142:L121-L123.
18. Li Q., He R., Jenson J.O., Bjerrum N.J. PBI-based polymer membranes for high temperature fuel cells - preparation, characterization and fuel cell demonstration. Fuel Cells 2004, 4:147-159.
19. Lobato J., Cañizares P., Rodrigo M.A., Linares J.J., Manjavacas G. Synthesis and characterisation of poly[2,2-(m-phenylene)-5,5-bibenzimidazole] as polymer electrolyte membrane for high temperature PEMFCs. J. Membr. Sci. 2006, 280:351-362.
20. He R., Li Q., Bach A., Jensen J.O., Bjerrum N.J. Doping phosphoric acid in polybenzimidazole membranes for high temperature proton exchange membrane fuel cells. J. Polym. Sci.: Part A: Polym. Chem. 2007, 45:2989-2997.
21. He R., Li Q., Xiao G., Bjerrum N.J. Proton conductivity of phosphoric acid doped polybenzimidazole and its composites with inorganic proton conductors. J. Membr. Sci. 2003, 226:169-184.
22. Pu H., Meyer W.H., Wegner G. Proton transport in polybenzimidazole blended with H3PO4 or H2SO4. J. Polym. Sci.: Part B: Polym. Phys. 2002, 40:663-669.
23. He R., Li Q., Bach A., Jensen J.O., Bjerrum N.J. Physicochemical properties of phosphoric acid doped polybenzimidazole membranes for fuel cells. J. Membr. Sci. 2006, 277:38-45.
24. Qingfeng L., Hjuler H.A., Bjerrum N.J. Phosphoric acid doped polybenzimidazole membranes: physiochemical characterization and fuel cell applications. J. Appl. Electrochem. 2001, 31:773-779.
25. Weng D., Wainright J.S., Landau U., Savinell R.F. Electro-osmotic drag coefficient of water and methanol in polymer electrolytes at elevated temperatures. J. Electrochem. Soc. 1996, 143:1260-1263.
26. Xiao L., Zhang H., Scanlon E., Ramanathan L.S., Choe E.W., Rogers D., Apple T., Benicewicz B.C. High-temperature polybenzimidazole fuel cell membranes via a sol-gel process. Chem. Mater. 2005, 17:5328-5333.
27. Kim T.-H., Lim T.-W., Lee J.-C. High-temperature fuel cell membranes based on mechanically stable para-ordered polybenzimidazole prepared by direct casting. J. Power Sources 2007, 172:172-179.
28. Wang J.-T., Savinell R.F., Wainright J., Litt M., Yu H. A H2/O2 fuel cell using acid doped polybenzimidazole as polymer electrolyte. Electrochim. Acta 1996, 41:193-197.
29. Samms S.R., Wasmus S., Savinell R.F. Thermal stability of proton conducting acid doped polybenzimidazole in simulated fuel cell environments. J. Electrochem. Soc. 1996, 143:1225-1232.
30. Kim H.J., Lim T.H. PBI derivatives: polymer electrolyte fuel cell membrane for high temperature operation. J. Ind. Eng. Chem. 2004, 10:1081-1085.
31. Kim J.H., Kim H.J., Lim T.H., Lee H.I. Improvement of high temperature polymer electrolyte fuel cell performance with phosphoric acid-doped polybenzimidazole ionomer binder in catalyst layer. J. Ind. Eng. Chem. 2007, 13:850-855.
32. Asensio J.A., Gómez-Romero P. Recent developments on proton conducting poly(2,5-benzimidazole) (ABPBI) membranes for high temperature polymer electrolyte membrane fuel cells. Fuel Cells 2005, 5:336-343.
33. Kim H.-J., Cho S.Y., An S.J., Eun Y.C., Kim J.-Y., Yoon H.-K., Kweon H.-J., Yew K.H. Synthesis of poly(2,5-benzimidazole) for use as a fuel-cell membrane. Macromol. Rapid Commun. 2004, 25:894-897.
34. Asensio J.A., Borrós S., Gómez-Romero P. Polymer electrolyte fuel cells based on phosphoric acid-impregnated poly(2,5-benzimidazole) membranes. J. Electrochem. Soc. 2004, 151:A304-A310.
35. Kim T.-H., Lim T.-W., Park Y.-S., Shin K., Lee J.-C. Proton-conducting zirconium pyrophosphate/poly(2,5-benzimidazole) composite membranes prepared by a PPA direct casting method. Macromol. Chem. Phys. 2007, 208:2293-2302.
36. Asensio J.A., Borrós S., Gómez-Romero P. Proton-conducting membranes based on poly(2,5-benzimidazole) (ABPBI) and phosphoric acid prepared by direct acid casting. J. Membr. Sci. 2004, 241:89-93.
37. Li Q., 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.
38. Yu S., Benicewicz B.C. Synthesis and properties of functionalized polybenzimidazoles for high-temperature PEMFCs. Macromolecules 2009, 42:8640-8648.
39. Wannek C., Lehnert W., Mergel J. Membrane electrode assemblies for high-temperature polymer electrolyte fuel cells based on poly(2,5-benzimidazole) membranes with phosphoric acid impregnation via the catalyst layers. J. Power Sources 2009, 192:258-266.
40. Mader J., Xiao L., Schmidt T.J., Benicewicz B.C. Polybenzimidazole/acid complexes as high-temperature membranes. Adv. Polym. Sci. 2008, 216:63-124.
41. Li Q., Pan C., Jensen J.O., Noyé P., Bjerrum N.J. Cross-linked polybenzimidazole membranes for fuel cells. Chem. Mater. 2007, 19:350-352.
42. Noyé P., Li Q., Pan C., Bjerrum N.J. Cross-linked polybenzimidazole membranes for high temperature proton exchange membrane fuel cells with dichloromethyl phosphinic acid as a cross-linker. Polym. Adv. Technol. 2008, 19:1270-1275.
43. Xu H., Chen K., Guo X., Fang J., Yin J. Synthesis of novel sulfonated polybenzimidazole and preparation of cross-linked membranes for fuel cell application. Polymer 2007, 48:5556-5564.
44. Xu H., Chen K., Guo X., Fang J., Yin J. Synthesis and properties of hyperbranched polybenzimidazoles via A2+B3 approach. J. Polym. Sci.: Part A: Polym. Chem. 2007, 45:1150-1158.
45. Wang K.Y., Xiao Y., Chung T.-S. Chemically modified polybenzimidazole nanofiltration membrane for the separation of electrolytes and cephalexin. Chem. Eng. Sci. 2006, 61:5807-5817.
46. Kerres J., Tang C.-M., Graf C. Improvement of properties of poly(ether ketone) ionomer membranes by blending and cross-linking. Ind. Eng. Chem. Res. 2004, 43:4571-4579.
47. Kerres J.A., Xing D., Schönberger F. Comparative investigation of novel PBI blend ionomer membranes from nonfluorinated and partially fluorinated poly arylene ethers. J. Polym. Sci.: Part B: Polym. Phys. 2006, 44:2311-2326.
48. Deimede V., Voyiatzis G.A., Kallitsis J.K., Qingfeng L., Bjerrum N.J. Miscibility behavior of polybenzimidazole/sulfonated polysulfone blends for use in fuel cell applications. Macromolecules 2000, 33:7609-7617.
49. Zhai Y., Zhang H., Zhang Y., Xing D. A novel H3PO4/Nafion-PBI composite membrane for enhanced durability of high temperature PEM fuel cells. J. Power Sources 2007, 169:259-264.
50. Armarego W.L.F., Perrin D.D. Purification of Laboratory Chemicals 1996, Butterworth-Heinemann, Oxford. fourth ed.
51. Kim S.-K., Kim T.-H., Jung J.-W., Lee J.-C. Copolymers of poly(2,5-benzimidazole) and Poly[2,2'-(p-phenylene)-5,5'-bibenzimidazole] for high-temperature fuel cell applications. Macromol. Mater. Eng. 2008, 293:914-921.
52. Kulkarni M., Potrekar R., Kulkarni R.A., Vernekar S.P. Synthesis and characterization of novel polybenzimidazoles bearing pendant phenoxyamine groups. J. Polym. Sci.: Part A: Polym. Chem. 2008, 46:5776-5793.
53. Lin H., Zhao C., Cui Z., Ma W., Fu T., 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.
54. Bolton D.H., Wooley K.L. Synthesis and characterization of hyperbranched polycarbonates. Macromolecules 1997, 30:1890-1896.
55. Onogi S. Non-Newtonian flow of concentrated solutions of high polymers. J. Appl. Polym. Sci. 1963, 7:847-859.
56. Whittle T.J., Leggett G.J. Influence of molecular weight on friction force microscopy of polystyrene and poly(methyl methacrylate) films: correlation between coefficient of friction and chain entanglement. Langmuir 2009, 25:2217-2224.
57. Bouchet R., Siebert E. Proton conduction in acid doped polybenzimidazole. Solid State Ionics 1999, 118:287-299.
58. Lee H.-S., Roy A., Lane O., McGrath J.E. Synthesis and characterization of poly(arylene ether sulfone)-b-polybenzimidazole copolymers for high temperature low humidity proton exchange membrane fuel cells. Polymer 2008, 49:5387-5396.
59. Bozkurt A., Meyer W.H., Wegner G. PAA/imidazol-based proton conducting polymer electrolytes. J. Power Sources 2003, 123:126-131.
60. Jeong M.-H., Lee K.-S., Lee J.-S. Cross-linking density effect of fluorinated aromatic polyethers on transport properties. Macromolecules 2009, 42:1652-1658.
61. Ma Y.-L., Wainright J.S., Litt M.H., Savinell R.F. Conductivity of PBI membranes for high-temperature polymer electrolyte fuel cells. J. Electrochem. Soc. 2004, 151:A8-A16.