Visible light-induced thione-ene cycloaddition reaction for the surface modification of polymeric materials  

作　　者：Li Wang Yi Wang Dong Chen Wantai Yang 

机构地区：[1]The State Key Laboratory of Chemical Resource Engineering College of Materials Science and Engineering, Beijing University of Chemical Technology, Beijing 100029, China

出　　处：《Chinese Chemical Letters》2018年第1期157-160,共4页中国化学快报（英文版）

基　　金：supported by the National Natural Science Foundation of China(Nos. 21404004, 51403011, 21471006)

摘　　要：High-tech applications often demand the surface modification of polymeric materials using chemo- selective reactions that can proceed under mild conditions. In this paper, a feasible method for the surface modification of polymeric materials with low density polyethylene （LDPE） films as model substrates based on visible light-induced thione-ene cycloaddition reaction is proposed. This strategy includes three steps： 3-（（6-Hydroxyhexyl）oxy）-9H-xanthene-9-thione （HXT） containing visible light-reactive thio- carbonyl groups was firstly synthesized; Then thiocarbonyl groups were introduced onto LDPE films previously surface-grafted with poly（styrene-co-maleic anhydride） brushes by the reaction between the hydroxyl groups of HXT and anhydride groups; Functional alkenes were finally fixed onto the surface of LDPE films by thione-ene cycloaddition reaction conducted under visible light at room temperature （r.t.）, By FTIR, UV-vis spectroscopy, water contact angle test and XPS, we found that four typical functional alkenes, poly（ethylene glycol） methyl ethermethacrylate, 2-（perflurooctyl）ethyl methacrylate, 2, 3- dibromopropyl acrylate, and diethyl vinylphosphonate, can be successfully ligated, which confirmed the effectiveness and versatility of the present method.High-tech applications often demand the surface modification of polymeric materials using chemo- selective reactions that can proceed under mild conditions. In this paper, a feasible method for the surface modification of polymeric materials with low density polyethylene （LDPE） films as model substrates based on visible light-induced thione-ene cycloaddition reaction is proposed. This strategy includes three steps： 3-（（6-Hydroxyhexyl）oxy）-9H-xanthene-9-thione （HXT） containing visible light-reactive thio- carbonyl groups was firstly synthesized; Then thiocarbonyl groups were introduced onto LDPE films previously surface-grafted with poly（styrene-co-maleic anhydride） brushes by the reaction between the hydroxyl groups of HXT and anhydride groups; Functional alkenes were finally fixed onto the surface of LDPE films by thione-ene cycloaddition reaction conducted under visible light at room temperature （r.t.）, By FTIR, UV-vis spectroscopy, water contact angle test and XPS, we found that four typical functional alkenes, poly（ethylene glycol） methyl ethermethacrylate, 2-（perflurooctyl）ethyl methacrylate, 2, 3- dibromopropyl acrylate, and diethyl vinylphosphonate, can be successfully ligated, which confirmed the effectiveness and versatility of the present method.

关 键 词：Visible lightThone-ene cycloadditionSurface modificationPolymeric materialsLDPE 

分 类 号：O6[理学—化学]