Anion exchange fuel cell membranes prepared from C-H borylation and suzuki coupling reactions

Angela D. Mohanty, Yeong Beom Lee, Liang Zhu, Michael Anthony Hickner, Chulsung Bae

Research output: Contribution to journalArticlepeer-review

74 Scopus citations

Abstract

Of the polymer materials investigated as anion exchange membranes, trimethylbenzylammonium-containing polysulfones are the most extensively studied. They are commonly prepared by chloromethylation of the aromatic backbone or radical bromination of benzylic carbons, followed by a Menshutkin reaction between a tertiary amine and the benzyl halide. To overcome synthetic limitations involved with these two methods, we report the preparation of an anion exchange membrane by means of iridium-catalyzed C-H borylation followed by palladium-catalyzed Suzuki coupling. Owing to the use of mild reaction conditions and high efficiency of these metal-catalyzed reactions, we were able to minimize side reactions and easily control the degree of functionalization for a series of trimethylbenzylammonium-containing polysulfones. The resulting membranes exhibited lower water uptake while maintaining similar hydroxide conductivity and functional group stability as compared to the corresponding chloromethylation-prepared anion exchange membrane materials.

Original languageEnglish (US)
Pages (from-to)1973-1980
Number of pages8
JournalMacromolecules
Volume47
Issue number6
DOIs
StatePublished - Mar 25 2014

All Science Journal Classification (ASJC) codes

  • Organic Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry
  • Materials Chemistry

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