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Isotactic-Alternating, Heterotactic-Alternating, and ABAA-Type Sequence-Controlled Copolyester Syntheses via Highly Stereoselective and Regioselective Ring-Opening Polymerization of Cyclic Diesters

Zhaowei Jia, Jinxing Jiang, Xiaofei Zhang, Yaqin Cui, Zhichun Chen, Xiaobo Pan, Jincai Wu

2021Journal of the American Chemical Society55 citationsDOI

Abstract

Synthesizing different types of sequence-controlled copolyesters can enrich the diversity of copolyesters and modify their properties more precisely, but it is still a challenge to synthesize a complicated sequence-controlled copolyester using different hydroxy acids in a living polymerization manner. In this work, a highly regioselective and stereoselective catalytic system was developed to synthesize biorenewable and biodegradable copolyesters of mandelic acid and lactic acid with isotactic-alternating, heterotactic-alternating, and ABAA-type precise and complicated sequences. Because of the regular incorporation of mandelic acid into polylactide, these sequence-controlled copolymers of mandelic acid and lactic acid show higher glass-transition temperatures than polylactide and a random copolymer. A stereocomplexation interaction between two opposite enantiomeric isotactic polymer chains was also discovered in the isotactic-alternating copolymer.

Topics & Concepts

CopolymerChemistryCopolyesterRegioselectivityMandelic acidStereoselectivityEnantiomerPolymerizationPolymer chemistryMonomerSequence (biology)TacticityPolymerCatalysisOrganic chemistryPolyesterBiochemistrybiodegradable polymer synthesis and propertiesCarbon dioxide utilization in catalysisPolyoxometalates: Synthesis and Applications
Isotactic-Alternating, Heterotactic-Alternating, and ABAA-Type Sequence-Controlled Copolyester Syntheses via Highly Stereoselective and Regioselective Ring-Opening Polymerization of Cyclic Diesters | Litcius