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

doi:10.1007/s40242-013-2355-9

Abstract

Abstract:

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(¹H 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(M_n'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.

Key words: Diethyl zinc catalyst, Poly(serine lactone), Pseudopoly(amino acid), Ring-opening polymerization, Diethyl zinc(ZnEt₂)

WEI Ying, LI Xiao-yuan, JING Xia-bin, CHEN Xue-si, HUANG Yu-bin. Preparation of Poly(serine ester)s by Ring-opening Polymerization of N-Trityl Serine Lactone Under Catalysis of ZnEt₂[J]. Chemical Research in Chinese Universities, 2013, 29(1): 177-182.

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

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