Modular synthesis of a block copolymer with a cleavable linkage via “click” chemistry  

作　　者：Fu, Yu  Liu, GuoJun 

机构地区：[1] Research Centre for Molecular Science and Engineering, Northeastern University, Shenyang 110004, China [2] Department of Chemistry, Queen's University, Ontario, Canada

出　　处：《Science China Chemistry》2010年第5期1127-1132,共6页中国科学（化学英文版）

基　　金：the National Natural Science Foundation of China (20704003 & 20974017);Open Project of State Key Laboratory of Supramolecular Structure and Materials(SKLSSM 200906)

摘　　要：A diblock copolymer poly(ethylene glycol)-block-polystyrene or PEG-b-PS with an olefinic double bond at the PEG and PS junction has been prepared by modular synthesis via"click"chemistry.This involved the synthesis of PS by atom transfer radical polymerization and the nucleophilic substitution of the terminal bromide group with azide to yield azide-terminated PS. PEG with an alkynyl terminal group was prepared from reacting carboxyl-end-functionalized PEG with 4-hydroxybut-2-enyl prop-2-ynyl succinate,which contained an alkynyl group as well as an olefin group.The PS and PEG polymers were linked via the 1,3-dipolar cycloaddition of the end azide and alkyne groups.The obtained copolymer was characterized by 1H NMR spectroscopy and size exclusion chromatography(SEC).SEC analysis indicated that the diblock copolymer produced could be readily cleaved by ozonolysis to regenerate the constituent homopolymers.A diblock copolymer poly(ethylene glycol)-block-polystyrene or PEG-b-PS with an olefinic double bond at the PEG and PS junction has been prepared by modular synthesis via'click'chemistry.This involved the synthesis of PS by atom transfer radical polymerization and the nucleophilic substitution of the terminal bromide group with azide to yield azide-terminated PS. PEG with an alkynyl terminal group was prepared from reacting carboxyl-end-functionalized PEG with 4-hydroxybut-2-enyl prop-2-ynyl succinate,which contained an alkynyl group as well as an olefin group.The PS and PEG polymers were linked via the 1,3-dipolar cycloaddition of the end azide and alkyne groups.The obtained copolymer was characterized by 1H NMR spectroscopy and size exclusion chromatography(SEC).SEC analysis indicated that the diblock copolymer produced could be readily cleaved by ozonolysis to regenerate the constituent homopolymers.

关 键 词：MODULAR synthesis cleavable block COPOLYMER CLICK chemistry ATRP 

分 类 号：O6[理学—化学]