Tadpole-shaped polymers based on UV-induced strain promoted azide-alkyne cycloaddition reaction  

作　　者：Jinghui Hu Peng Sun Xiubo Jiang Wen Zhu Ke Zhang 

机构地区：[1]Key Laboratory of Rubber-Plastics,Ministry of Education [2]Shandong Provincial Key Laboratory of Rubber-Plastics,School of Polymer Science and Engineering,Qingdao University of Science and Technology,Qingdao 266042,China [2]State Key Laboratory of Polymer Physics and Chemistry,Institute of Chemistry,Chinese Academy of Sciences,Beij'ing 100190,China

出　　处：《Science China Chemistry》2016年第10期1277-1282,共6页中国科学（化学英文版）

基　　金：supported by the Ministry of Science and Technology of China(2014CB932200);the National Natural Science Foundation of China(51273100);the Natural Science Foundation of Shandong Province(ZR2014BQ022)

摘　　要：In the present study, we synthesized well-defined tadpole-shaped polystyrene(PS) via the combination of atom transfer radical polymerization(ATRP) and UV-induced strain promoted azide-alkyne cycloaddtion(SPAAC) reaction. A di-bromo ATRP initiator(Br-ini-Br) containing cyclopropenone-masked dibenzocyclooctyne group was used to prepare the linear PS with a cyclopropenone-masked dibenzocyclooctyne in the middle of the chain and bromo groups at both ends(Br-PS-Br). Then we used the single electron transfer-nitroxide radical coupling(SET-NRC) reaction to transfer the bromo end groups to azide groups(N_3-PS-N_3). After UV irradiation, the dibenzocyclooctyne group was quantitatively released, and intramolecularly reacted with alternative azide end group to produce the tadpole-shaped PS based on SPAAC reaction.In the present study, we synthesized well-defined tadpole-shaped polystyrene （PS） via the combination of atom transfer radical polymerization （ATRP） and UV-induced strain promoted azide-alkyne cycloaddtion （SPAAC） reaction. A di-bromo ATRP initiator （Br-ini-Br） containing cyclopropenone-masked dibenzocyclooctyne group was used to prepare the linear PS with a cyclopropenone-masked dibenzocyclooctyne in the middle of the chain and bromo groups at both ends （Br-PS-Br）. Then we used the single electron transfer-nitroxide radical coupling （SET-NRC） reaction to transfer the bromo end groups to azide groups （N3-PS-N3）. After UV irradiation, the dibenzocyclooctyne group was quantitatively released, and intramolecularly reacted with alternative azide end group to produce the tadpole-shaped PS based on SPAAC reaction.

关 键 词：atom transfer radical polymerization tadpole-shaped UV-induced strain promoted azide-alkyne cycloaddition reaction 

分 类 号：O631.3[理学—高分子化学] O621.256.7[理学—化学]