Addition-Fragmentation Ring-Opening Polymerization of Bio-Based Thiocarbonyl l-Lactide for Dual Degradable Vinyl Copolymers

Macromol Rapid Commun. 2023 Jan;44(2):e2200537. doi: 10.1002/marc.202200537. Epub 2022 Sep 13.

Abstract

This study is designed to synthesize novel degradable polymers by radical addition-fragmentation ring-opening copolymerization of bio-based thiocarbonyl compounds with various vinyl monomers. Thiocarbonyl l-lactide is capable of radical copolymerization with acrylates and styrene via radical addition to the carbon-sulfur double bonds followed by ring-opening as well as controlled copolymerization in conjunction with the reversible addition-fragmentation chain transfer (RAFT) process. The obtained polymers possess ring-opened thioester and ring-retained thioacetal functionalities in the backbone, both of which could be cleaved under appropriate conditions with different chemical stimuli.

Keywords: degradable polymer; dual degradation; lactide; radical copolymerization; ring-opening polymerization.

MeSH terms

  • Acrylates
  • Dioxanes*
  • Polymerization
  • Polymers* / chemistry

Substances

  • dilactide
  • Dioxanes
  • Polymers
  • Acrylates