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Catalyst-controlled polycondensation of glycerol with diacyl chlorides: linear polyesters from a trifunctional monomer.

ABSTRACT: Diarylborinic acids catalyze the formation of linear polyesters from glycerol, a trifunctional, carbohydrate-based monomer. The selective activation of 1,2-diols over isolated alcohols by the organoboron catalyst results in polymers that are essentially free of branching or cross-linking and possess a high fraction of 1,3-enchained glycerol units, as assessed by ¹H and ¹³C NMR spectroscopy. The ability to generate well-defined polyester architectures from glycerol is significant in light of the numerous applications of such macromolecules, particularly in the biomedical area. Isomerization, post-polymerization functionalization and controlled cross-linking reactions of the obtained linear poly(glycerol esters) are demonstrated.

SUBMITTER: Slavko E

PROVIDER: S-EPMC5637463 | biostudies-literature | 2017 Oct

REPOSITORIES: biostudies-literature

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Catalyst-controlled polycondensation of glycerol with diacyl chlorides: linear polyesters from a trifunctional monomer.

Slavko Ekaterina E Taylor Mark S MS

Chemical science 20170831 10

Diarylborinic acids catalyze the formation of linear polyesters from glycerol, a trifunctional, carbohydrate-based monomer. The selective activation of 1,2-diols over isolated alcohols by the organoboron catalyst results in polymers that are essentially free of branching or cross-linking and possess a high fraction of 1,3-enchained glycerol units, as assessed by <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy. The ability to generate well-defined polyester architectures from glycerol is signif ...[more]

PMID: 29147540

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