Preparation of Poly(serine ester)s by Ring-opening Polymerization of N-Trityl Serine Lactone Under Catalysis of ZnEt2  

Preparation of Poly(serine ester)s by Ring-opening Polymerization of N-Trityl Serine Lactone Under Catalysis of ZnEt2

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作  者:WEI Ying LI Xiao-yuan JING Xia-bin CHEN Xue-si HUANG Yu-bin 

机构地区:[1]State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, P. R. China, [2]Graduate School of Chinese Academy of Sciences, Beijing 100039, P. R. China

出  处:《Chemical Research in Chinese Universities》2013年第1期177-182,共6页高等学校化学研究(英文版)

基  金:Supported by the National Natural Science Foundation of China(No s.51021003, 21174143).

摘  要:Poly(N-trityl serine lactone)(PTSL) and mPEG-block-poly(N-trityl serine lactone)(mPEG-b-PTSL, PEG= polyethylene glycol) were synthesized via the ring-opening polymerization of N-trityl serine lactone(TSL) with diethyl zinc(ZnEt2) as catalyst. The structures of these polymers were confirmed with hydrogen nuclear magnetic resonance(IH NMR) spectroscopy, carbon nuclear magnetic resonance(13C NMR) spectroscopy and infrared(IR) spectrometer. The thermal decomposition temperature and glass transition temperature of PTSL were 241 and 161 ℃, respectively. A series of mPEG-b-PTSL with different molecular weights(Mn's from 7000 to 32000) was obtained by tuning the TSL/mPEG feed ratio. After the removal of the trityl groups, mPEG-block-poly(serine lactone)(mPEG- b-PSL) was obtained as a new kind of cationic block copolymer. Low cytotoxicity of these polymers to L929 cells was confirmed via 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide(MTT) assay.Poly(N-trityl serine lactone)(PTSL) and mPEG-block-poly(N-trityl serine lactone)(mPEG-b-PTSL, PEG= polyethylene glycol) were synthesized via the ring-opening polymerization of N-trityl serine lactone(TSL) with diethyl zinc(ZnEt2) as catalyst. The structures of these polymers were confirmed with hydrogen nuclear magnetic resonance(IH NMR) spectroscopy, carbon nuclear magnetic resonance(13C NMR) spectroscopy and infrared(IR) spectrometer. The thermal decomposition temperature and glass transition temperature of PTSL were 241 and 161 ℃, respectively. A series of mPEG-b-PTSL with different molecular weights(Mn's from 7000 to 32000) was obtained by tuning the TSL/mPEG feed ratio. After the removal of the trityl groups, mPEG-block-poly(serine lactone)(mPEG- b-PSL) was obtained as a new kind of cationic block copolymer. Low cytotoxicity of these polymers to L929 cells was confirmed via 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide(MTT) assay.

关 键 词:Diethyl zinc catalyst Poly(serine lactone) Pseudopoly(amino acid) Ring-opening polymerization Diethylzinc(ZnEh) 

分 类 号:O633.14[理学—高分子化学] TQ464.6[理学—化学]

 

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