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Poster #118 - Preparation and characterization of a new polyether polyphosphonium salt

Khoi N. Van

Faculty Co-author: Thomas Nalli

Recently polymers containing phosphonium centers have gained interest because of numerous potential applications including as antibacterial agents and as ion-exchange membranes for alkaline fuel cells. However, not many examples of these useful polymers have been reported. We have tried to use the well-known SN2 reaction of a phosphine with a primary alkyl halide to  synthesize polyphosphonium salts by reacting 1,4-bis(diphenylphosphino)benzene(1) with 4,4’-bis(bromomethyl)diphenylether (2).

Earlier work from our group showed successful polymerization of bisphosphine1 with 1,4-bis(bromomethyl)benzene and 1,3,5-tris(bromomethyl)benzene. Thus, we wished to extend this chemistry by reacting 1 with the bis(bromomethyl) ether 2 to form the new polyether polyphosphonium salt 3.Compound 2 was prepared by bromination of 4,4’-dimethylphenyl ether using NBS.