Thiol-substituted copolylactide: synthesis, characterization and post-polymerization modification using thiol-ene chemistry

被引:11
作者
Kalelkar, Pranav P. [1 ]
Collard, David M. [1 ]
机构
[1] Georgia Inst Technol, Sch Chem & Biochem, Atlanta, GA 30332 USA
关键词
RING-OPENING POLYMERIZATION; DRUG-DELIVERY SYSTEMS; L-MALIC ACID; CLICK CHEMISTRY; BIOMEDICAL APPLICATIONS; BIODEGRADABLE POLYMER; CHEMICAL-MODIFICATION; POLY(LACTIC ACID); BLOCK-COPOLYMERS; GLUTAMIC-ACID;
D O I
10.1039/c7py01930k
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
The synthesis of a copolylactide that is substituted with pendent thiol side chains is described. The copolymer is prepared by the ring-opening copolymerization of a new monomer, 3,6-bis(4-methoxybenzylthiomethyl)-1,4-dioxane-2,5-dione, with L-lactide to afford poly(lactide-co-(4-methoxybenzylthio) methylglycolide) (MBT-PL). Debenzylation of MBT-PL affords poly(lactide-co-mercaptomethylglycolide), thiol-PL. We demonstrate the modification of thiol-PL by addition to a variety of electron-deficient alkenes: N-phenylmaleimide, N-phenyl acrylate and acrylonitrile.
引用
收藏
页码:1022 / 1031
页数:10
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