Chinese Journal of Applied Chemistry

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Synthesis of Chiral Functional Monomers Containing L-Amino Acid Groups and Their Copolymers with N-isopropylacrylamide

SHI Dongxin, CHEN Jiaojiao*, DU Xianli, WANG Lele, JIANG Yi, REN  Rongrong   

  1. (School of Environmental and Chemical Engineering,Tianjin Polytechnic University,Tianjin 300387,China)
  • Received:2012-09-05 Revised:2012-12-10 Published:2013-07-10 Online:2013-07-10
  • Contact: Chen Jiaojiao

Abstract: Three chiral functional monomers containing L-phenylalanine(L-Phe), L-tryptophane(L-Trp) and L-leucine(L-Leu) were designed and synthesized and used as precursors for preparing of chiral polymers. After esterification and condensations, AAc-L-Phe(AAc:acrylic acid), AAc-L-Trp and AAc-L-Leu were obtained and characterized by IR and 1H NMR. Then the subsequent copolymerization between AAc-L-Phe and N-isopropylacrylamide(NIPAam) was carried out in different mass ratio. The resulted polymers were identified by IR and differential scanning calorimetry(DSC) and proved that all of them are optical active and thermo-sensitive materials. The successful synthesis of chiral polymers suggested that these chiral monomers can be applied to the preparation of chiral polymers.

Key words: chiral, L-amino acids, synthesis, Functional monomer, copolymer

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