Lipase-catalyzed synthesis of renewable acid-degradable poly(β-thioether ester) and poly(β-thioether ester-co-ricinoleic acid) copolymers derived from castor oil

被引:13
作者
Wu, Wan-Xia [1 ]
Li, Jun [2 ]
Yang, Xian-Ling [2 ]
Wang, Na [2 ]
Yu, Xiao-Qi [2 ]
机构
[1] Chengdu Univ, Coll Pharm & Biol Engn, Chengdu 610106, Sichuan, Peoples R China
[2] Sichuan Univ, Coll Chem, Minist Educ, Key Lab Green Chem & Technol, Chengdu 610064, Sichuan, Peoples R China
关键词
Enzymatic polymerization; Poly(beta-thioether ester); Renewable; Castor oil; Acid-degradable; ALIPHATIC POLYESTERS; ENZYMATIC-SYNTHESIS; POLYMERS; POLYCONDENSATION; COPOLYESTERS; FUNCTIONALIZATION; POLYMERIZATION; RESOURCES;
D O I
10.1016/j.eurpolymj.2019.109315
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
High-molecular-weight renewable semicrystalline poly(beta-thioether ester) with acid-labile beta-thiopropionate groups was synthesized via Candida antarctica lipase B (CALB)-catalyzed polycondensation of methyl 3-((11-hydroxyundecyl)thio)propanoate (MHUTP) derived from castor oil. The monmer was obtained through thiol-ene click chemistry. The influences of polymerization conditions such as reaction temperature and time on the molecular weight were studied. Copolymerization of MHUTP with methyl ricinoleate (MRA), another castor oil derived renewable monmer, led to the synthesis of novel bifunctional poly(beta-thioether ester-co-ricinoleic acid), poly(UTE-co-RA), copolymers with well-defined composition and narrow polydispersity. The homopolymers and random copolymers were characterized by NMR, GPC, TGA, DSC and WAXD. The degradation rate of the polymers under acidic conditions was investigated.
引用
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页数:9
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