Synthesis and characterization of poly(butylene terephthalate) copolyesters derived from threitol

The synthesis, characterization, and thermal properties of partially renewable poly(butylene terephthalate) copolyesters containing alditol units are described. These copolyesters were obtained by polycondensation in solution from mixtures of 1,4-butanediol and 2,3-di- O-benzyl-L-threitol with terephthaloyl chloride. Copolyesters with weight-average molecular weights oscillating between 4 000 and 12 000 g·mol ⁻¹ and dispersities around 1.5 were obtained. All them had a random microstructure and were thermally stable well above 300°C. Copolyesters containing up to 30% of dibenzyl threitol units were found to be crystalline and to adopt the same crystal structure as the parent homopolyester poly(butylene terephthalate). The melting temperature and crystallinity were observed to decrease, and the glass transition temperature to increase, with increasing amounts of alditol units incorporated in the copolyester. Furthermore, the crystallizability was depressed by copolymerization.