Isotactic degradable polyesters derived from O-carboxyanhydrides of l-lactic and l-malic acid using a single organocatalyst/initiator system

Research output: Contribution to journalArticlepeer-review

Authors

  • Panagiotis Bexis
  • Julien De Winter
  • Olivier Coulembier
  • Andrew Dove

Colleges, School and Institutes

External organisations

  • University of Mons

Abstract

The preparation of stereoregular isotactic P(l-BnMA) and PLLA by ring-opening polymerization (ROP) of 5-(S)-[(benzyloxycarbonyl)methyl]-1,3-dioxolane-2,4-dione (l-malOCA) and (S)-5-methyl-1,3-dioxolane-2,4-dione (l-lacOCA) is reported. The polymerization process was shown to be well controlled using two easily accessible single organocatalyst/initiator systems, pyridine/l-benzyl(Bn)malate and pyridine/lactic acid (Py·LA) ion pair adducts respectively. The obtained biodegradable polymers displayed narrow dispersity (ĐM) and excellent molar mass control. All ROP reactions were conducted at ambient temperature. The stereoregularity and thermal properties of the materials were thoroughly studied, demonstrating the retention of high levels of isotactic enrichment.

Details

Original languageEnglish
Pages (from-to)660-670
Number of pages11
JournalEuropean Polymer Journal
Volume95
Early online date3 Jun 2017
Publication statusPublished - 1 Oct 2017

Keywords

  • O-carboxyanhydride, stereoregularity, isotacticity, organocatalysis, ring opening polymerization, polyesters, lactide