Publication Details (including relevant citation information):
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
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.