High-purity glycolide is a key monomer for the synthesis of biodegradable polyglycolic acid.Here,we report a relay transesterification strategy for synthesizing high-purity glycolide directly from methyl glycolate,by ...High-purity glycolide is a key monomer for the synthesis of biodegradable polyglycolic acid.Here,we report a relay transesterification strategy for synthesizing high-purity glycolide directly from methyl glycolate,by using behenyl alcohol as a recyclable transesterification agent.This strategy achieves an average purity of 99.3%for glycolide without forming oligomers,and thus can avoid the energy-intensive purification required in the conventional route.Mechanistic studies indicate that methyl glycolate is first converted into behenyl glycolate via hetero-intermolecular transesterification during the relay transesterification process,and then the behenyl glycolate undergoes a homo-intermolecular transesterification to form behenyl dimer glycolate,which then undergoes intramolecular backbiting transesterification to yield glycolide and behenyl alcohol.展开更多
基金supported by the Natural Science Foundation of China(Grant No.22478106).
文摘High-purity glycolide is a key monomer for the synthesis of biodegradable polyglycolic acid.Here,we report a relay transesterification strategy for synthesizing high-purity glycolide directly from methyl glycolate,by using behenyl alcohol as a recyclable transesterification agent.This strategy achieves an average purity of 99.3%for glycolide without forming oligomers,and thus can avoid the energy-intensive purification required in the conventional route.Mechanistic studies indicate that methyl glycolate is first converted into behenyl glycolate via hetero-intermolecular transesterification during the relay transesterification process,and then the behenyl glycolate undergoes a homo-intermolecular transesterification to form behenyl dimer glycolate,which then undergoes intramolecular backbiting transesterification to yield glycolide and behenyl alcohol.