{"title":"由乙醇酸甲酯直接合成高纯度乙醇酸酯的接力酯交换策略","authors":"Xiaofeng Xu, Dai Zhang, Yifei Wang, Yueqiang Cao, Wei Li, Jinghong Zhou, Xinggui Zhou","doi":"10.1007/s11705-025-2598-2","DOIUrl":null,"url":null,"abstract":"<div><p>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.</p><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":571,"journal":{"name":"Frontiers of Chemical Science and Engineering","volume":"19 9","pages":""},"PeriodicalIF":4.5000,"publicationDate":"2025-07-31","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Relay transesterification strategy for direct synthesis of high-purity glycolide from methyl glycolate\",\"authors\":\"Xiaofeng Xu, Dai Zhang, Yifei Wang, Yueqiang Cao, Wei Li, Jinghong Zhou, Xinggui Zhou\",\"doi\":\"10.1007/s11705-025-2598-2\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>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.</p><div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>\",\"PeriodicalId\":571,\"journal\":{\"name\":\"Frontiers of Chemical Science and Engineering\",\"volume\":\"19 9\",\"pages\":\"\"},\"PeriodicalIF\":4.5000,\"publicationDate\":\"2025-07-31\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Frontiers of Chemical Science and Engineering\",\"FirstCategoryId\":\"5\",\"ListUrlMain\":\"https://link.springer.com/article/10.1007/s11705-025-2598-2\",\"RegionNum\":3,\"RegionCategory\":\"工程技术\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"ENGINEERING, CHEMICAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Frontiers of Chemical Science and Engineering","FirstCategoryId":"5","ListUrlMain":"https://link.springer.com/article/10.1007/s11705-025-2598-2","RegionNum":3,"RegionCategory":"工程技术","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"ENGINEERING, CHEMICAL","Score":null,"Total":0}
Relay transesterification strategy for direct synthesis of high-purity glycolide from methyl glycolate
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.
期刊介绍:
Frontiers of Chemical Science and Engineering presents the latest developments in chemical science and engineering, emphasizing emerging and multidisciplinary fields and international trends in research and development. The journal promotes communication and exchange between scientists all over the world. The contents include original reviews, research papers and short communications. Coverage includes catalysis and reaction engineering, clean energy, functional material, nanotechnology and nanoscience, biomaterials and biotechnology, particle technology and multiphase processing, separation science and technology, sustainable technologies and green processing.