Abstract
A series of aliphatic copolyesters based on naturally occurring l-tartaric acid amenable to facile post-polymer modification have been synthesized and characterized. The hydroxyl groups of the tartaric acid were protected and copolyesters were synthesized by taking different feed molar ratio of dimethyl 2,3-O-isopropylidene tartarate and dimethyl succinate with 1,6-hexanediol. Then, a series of copolyesters were synthesized by taking equal feed molar ratio of dimethyl 2,3-O-isopropylidene tartrate and dimethyl succinate or dimethyl adipate with different alkane diols. The acetal protecting groups were then selectively hydrolyzed to prepare a new series of copolyesters with pendant hydroxyl groups along the copolymer chain. The number average molecular weights (Mn) of the copolymers were found to vary in the range of 3.7–8.4 × 103 g mol−1. The hydroxy copolyesters show higher glass transition (Tg) and melting (Tm) temperatures as compared to isopropylidene copolyesters and the Tg varies from −8.0 to −48.2 °C depending on the feed ratio of the comonomers. The hydrolytic degradation studies of copolyesters revealed that hydroxyl copolyesters degrade faster than isopropylidene copolyesters.
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