Abstract

A simple synthetic route is used for the preparation of hydroxyl functionalized polyesters from an AB-type monomer carrying an epoxy and carboxylic acid group. A systematic study of the reaction conditions suggested that tetrabutylphosphonium bromide was the better polymerization catalyst to obtain the highest conversion of linear polymers with moderate molecular weights. Enzymatic catalyst (CALB), in contrast, yielded branched polymers with polyether units. The synthesized polymers were structurally characterized in detail, using model compounds previously synthesized, by 1H, 13C, and 19F NMR. Polyesters were characterized by FTIR, SEC, DSC and TGA too. The post-polymerization modification of the reactive hydroxyl sites present along the polymer backbone with N-Boc protected l-phenylalanine and l-serine was essayed to test the ability of these polyesters to prepare polymer bioconjugates.

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