Synthesis and properties of polyimides bearing acid groups on long pendant aliphatic chains

Tomohiro Yasuda, Yi Li, Kenji Miyatake, Michiko Hirai, Masato Nanasawa, Masahiro Watanabe*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

46 Citations (Scopus)


A series of novel polyimide electrolytes having long pendant sulfo- or phosphoalkoxy groups were synthesized for fuel-cell applications. Sulfodecyloxy-, phosphodecyloxy-, and sulfophenoxydodecyloxy-substituted benzidine monomers were synthesized from dihydroxybenzidine. These monomers were copolymerized with naphthalene tetracarboxylic dianhydride and fluorenylidene dianiline to give the corresponding polyimides. A flexible, ductile, and self-standing membrane was obtained via casting from the polyimide solution. Because the acid groups were on long pendant side chains and away from the main chains, the polyimide membrane showed improved oxidative and hydrolytic stability in comparison with the polyimides with sulfonic acid groups on the main chains or on the short side chains. High thermal stability (no glass-transition temperature and a decomposition temperature > 200°C) was also obtained. The polyimide membrane displayed high proton conductivity of 10-1 S cm-1 at 120°C.

Original languageEnglish
Pages (from-to)3995-4005
Number of pages11
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Issue number13
Publication statusPublished - 2006 Jul 1
Externally publishedYes


  • Conducting polymers
  • Ionomers
  • Membranes
  • Polyimides
  • Proton conduction

ASJC Scopus subject areas

  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry


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