Citation: Wei-xi Yang, Ling-ling Wang, Han Zhu, Ri-wei Xu, Yi-xian Wu. SYNTHESIS OF POLY(GLUTAMIC ACID-co-ASPARTIC ACID) VIA COMBINATION OF N-CARBOXYANHYDRIDE RING OPENING POLYMERIZATION WITH DEBENZYLATION[J]. Chinese Journal of Polymer Science, ;2013, 31(12): 1706-1716. doi: 10.1007/s10118-013-1363-z shu

SYNTHESIS OF POLY(GLUTAMIC ACID-co-ASPARTIC ACID) VIA COMBINATION OF N-CARBOXYANHYDRIDE RING OPENING POLYMERIZATION WITH DEBENZYLATION

1.
State Key Laboratory of Chemical Resource, Key Laboratory of Carbon Fiber and Functional Polymers (Ministry of Education), Beijing University of Chemical Technology, Beijing 100029, China

Corresponding author: Yi-xian Wu,
Received Date: 11 January 2013
Revised Date: 9 May 2013

Fund Project: This work was financially supported by National Natural Science Foundation of China (No. 51173008).

The random copolymers of glutamic acid (LG) and aspartic acid (ASP), poly(LG-co-ASP), with designed compositions could be successfully synthesized via combination of N-carboxyanhydride ring opening copolymerization with debenzylation. Ring opening copolymerizations of g-benzyl-L-glutamate N-carboxyanhydride (BLG-NCA) and -benzyl-L-aspartate N-carboxyanhydride (BLA-NCA) were carried out by using different amines including triethylamine (TEA), diethylamine, n-hexylamine (NHA), triphenylamine, diphenylamine or aniline as initiators. All the 6 amines were highly efficient to get well-defined poly(BLG-co-BLA) copolymers with designed compositions although the polymerizations proceeded via different mechanisms (normal amine mechanism or/and activated monomer mechanism), which are based on chemical structure of amines. The molecular weights of poly(BLG-co-BLA) copolymers could be mediated by both TEA concentration and polymerization time. Then, debenzylation of poly(BLG-co-BLA) copolymers was conducted to prepare the corresponding hydrophilic random copolymers of poly(LG-co-ASP) with -subunit structure in ASP structural units. The contents of LG structural units in poly(LG-co-ASP) copolymers matched with those of BLG-NCA in NCA-monomer feeds in ring opening copolymerizations initiated by NHA or TEA and were closed to the theoretical line. The diblock copolymer of poly(BLG-b-BLA) could also be synthesized via living NCA ring opening copolymerization by sequential addition of BLG-NCA and BLA-NCA.
- Peptide,
- Ring opening polymerization,
- Copolymer,
- Glutamic acid,
- Aspartic acid
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