Enzymatic synthesis of unsaturated polyesters: functionalization and reversibility of the aza-Michael addition of pendants
Enzymatic synthesis of unsaturated polyesters: functionalization and reversibility of the aza-Michael addition of pendants
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DOI：
10.1039/c8py01655k
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发表时间：
2019-02-21
影响因子：
4.6
通讯作者：
Farmer, Thomas J.
中科院分区：
文献类型：
--
作者：
Pellis, Alessandro;Hanson, Polly Ann;Farmer, Thomas J.
随着社会对塑料污染问题的意识日益增强，对一些生产商和消费者来说，转向可再生、可生物降解的材料是必须的。本文介绍了以衣康酸、富马酸和马来酸为原料，在生物催化下合成具有侧乙烯基功能的完全可再生聚酯。因此，在这里，环境友好的合成与获得可以通过聚合后修饰（如二乙胺的aza-Michael添加）实现功能化的材料的可能性相结合。此外，通过温度驱动过程逆转聚合物后功能化以再次获得游离侧乙烯基的可能性也被描述和分析了几种基于itacon酸盐和1,4-丁二醇、1,6-己二醇和1,8-辛二醇的聚合物。收集到的结果为可切换聚合物的开发奠定了基础，其中药物或其他化学品/聚合物可以偶联到聚合物主链上，并在改变材料条件时释放。
With society's increasing awareness of the problems caused by plastic pollution, the switch to renewable, biodegradable materials is nowadays a must for several producers and consumers. In the present work, the biocatalyzed synthesis of fully renewable polyesters containing lateral vinyl functionalities derived from itaconic, fumaric and maleic acid is presented. Here, an environmentally friendly synthesis was therefore combined with the possibility of obtaining materials that could be functionalized via postpolymerization modifications such as the aza-Michael additions of diethylamine. Moreover, the possibility of reversing the polymer's post-functionalization via a temperature-driven process to obtain free lateral vinyl groups again is also described and analyzed for several polymers based on itaconates and 1,4-butanediol, 1,6-hexanediol and 1,8-octanediol. The collected results set the basis for the development of switchable polymers where pharmaceuticals or other chemicals/ polymers can be coupled to the polymeric backbone and released upon changing the material's conditions.