Lipase-catalyzed synthesis and post-polymerization modification of new fully bio-based poly(hexamethylene γ-ketopimelate) and poly(hexamethylene γ-ketopimelate- co -hexamethylene adipate) copolyesters

• Published in: e-Polymers
• Main Author: Wu, Wan-Xia
• Format: Article in Journal/Newspaper
• Language: English
• Published: Walter de Gruyter GmbH 2020
• Subjects: Polymers and Plastics; Physical and Theoretical Chemistry; General Chemical Engineering; Antarc*; Antarctica
• Online Access: http://dx.doi.org/10.1515/epoly-2020-0016; https://www.degruyter.com/view/journals/epoly/20/1/article-p214.xml; https://www.degruyter.com/document/doi/10.1515/epoly-2020-0016/xml; https://www.degruyter.com/document/doi/10.1515/epoly-2020-0016/pdf

Abstract A novel full bio-based ketone-containing aliphatic polyester was prepared by enzyme-catalyzed polycondensation of diethyl γ-ketopimelate (DEK) with 1,6-hexanediol (HDO) using immobilized lipase B from Candida antarctica (CALB). The influences of polymerization conditions such as temperature, time, enzyme amount, and solvent amount on the molecular weight of poly(hexamethylene γ-ketopimelate) (PHK) were investigated. New fully bio-based poly(hexamethylene γ-ketopimelate- co -hexamethylene adipate) (poly(HK- co -HA)) copolymers with narrow polydispersity and well-defined composition were synthesized by copolymerization of DEK, HDO, and diethyl adipate. The structures of PHK and poly(HK- co -HA) copolymers were characterized by nuclear magnetic resonance, and their thermal characterization was examined by thermogravimetric analysis and differential scanning calorimetry. The degradation of PHK and poly(HK- co -HA) copolymers was studied. The post-polymerization modification of these polyketoesters via oxime click chemistry was further demonstrated.