Eom Taejun, Khan Anzar
Department of Chemical and Biological Engineering, Korea University, 145 Anam-Ro, Seongbuk-Gu, Seoul 02841, Korea.
Polymers (Basel). 2020 Nov 13;12(11):2685. doi: 10.3390/polym12112685.
Atom transfer radical polymerization of glycidyl methacrylate monomer with poly(ethylene glycol)-based macroinitiators leads to the formation of reactive block copolymers. The epoxide side-chains of these polymers can be subjected to a regiospecific base-catalyzed nucleophilic ring-opening reaction with benzeneselenol under ambient conditions. The ß-hydroxy selenide linkages thus formed can be alkylated to access polyselenonium salts. Se-NMR indicates the formation of diastereomers upon alkylation. In such a manner, sequential post-polymerization modifications of poly(glycidyl methacrylate) scaffolds via selenium-epoxy and selenoether alkylation reactions furnish practical access to poly(ethylene glycol)-based cationic organoselenium copolymers.
甲基丙烯酸缩水甘油酯单体与聚乙二醇基大分子引发剂进行原子转移自由基聚合反应,可生成反应性嵌段共聚物。在环境条件下,这些聚合物的环氧侧链可与苯硒酚发生区域特异性碱催化亲核开环反应。由此形成的β-羟基硒化物键可被烷基化,从而得到聚硒鎓盐。硒核磁共振表明烷基化后会形成非对映异构体。通过这种方式,经由硒-环氧和硒醚烷基化反应对聚甲基丙烯酸缩水甘油酯支架进行连续的聚合后修饰,可实际制备出基于聚乙二醇的阳离子有机硒共聚物。