Angela Mohanty - Anion Exchange Fuel Cell Membranes Prepared from C-H Borylation and Suzuki Coupling Reactions

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    Mohanty, A.D.; Lee, Y.; Zhu, L.; Hickner, M.A.; and Bae, C., Anion Exchange Fuel Cell Membranes Prepared from C-H Borylation and Suzuki Coupling Reactions, Macromolecules, 2014, 47, 1973

      Abstract:

       Of the polymer materials investigated as anionexchange   membranes, trimethylbenzylammonium-containingpolysulfones are the   most extensively studied. They arecommonly prepared by   chloromethylation of the aromaticbackbone or radical bromination   of benzylic carbons, followedby a Menshutkin reaction between a   tertiary amine and thebenzyl halide. To overcome synthetic   limitations involved withthese two methods, we report the   preparation of an anionexchange membrane by means of   iridium-catalyzed C  Hborylation followed by palladium-catalyzed Suzuki coupling.Owing   to the use of mild reaction conditions and high effi ciency   of these metal-catalyzed reactions, we were able to minimizeside   reactions and easily control the degree of functionalization for   a series of trimethylbenzylammonium-containingpolysulfones. 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.

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