Effective Synthesis Route for Linear and Cross-Linked Biodegradable Polyesters Using Aliphatic Meldrum's Acid Derivatives as Monomers

ACS Omega. 2018 Apr 27;3(4):4641-4646. doi: 10.1021/acsomega.8b00309. eCollection 2018 Apr 30.

Abstract

On the basis of the reaction between ketene and alcohol groups to result in an ester linkage and Meldrum's acid as an effective precursor of ketene group, a bifunctional aliphatic Meldrum's acid compound (BisMA) is synthesized and used as a monomer to react with ethylene glycol and glycerol for the preparation of linear and cross-linked aliphatic polyesters, respectively. A 62 and 35 wt % of biodegradation fraction have been recorded on the linear and cross-linked aliphatic polyesters after an 8 week biodegradation test, respectively, to demonstrate the good biodegradability of the synthesized polyesters. In addition to conventional linear biodegradable polyesters, this synthetic route also provides a new and convenient method for preparation of cross-linked biodegradable polyesters. The types of the required monomers and reaction methods for preparation of the cross-linked biodegradable polyesters are similar to those used for conventional thermosetting resins. An integration of biodegradable polymers and thermosetting resins in polymer chemistry has been demonstrated.