Synthesis and Biodegradation of Poly(l-lactide-co-β-propiolactone)

Int J Mol Sci. 2017 Jun 20;18(6):1312. doi: 10.3390/ijms18061312.

Abstract

Although the copolymerizations of l-lactide (LA) with seven- or six-membered ring lactones have been extensively studied, the copolymerizations of LA with four-membered ring lactones have scarcely been reported. In this work, we studied the copolymerization of LA with β-propiolactone (PL) and the properties of the obtained copolymers. The copolymerization of LA with PL was carried out using trifluoromethanesulfonic acid as a catalyst and methanol as an initiator to produce poly(LA-co-PL) with Mn of ~50,000 and PL-content of 6-67 mol %. The Tg values of the copolymers were rapidly lowered with increasing PL-contents. The Tm and ΔHm of the copolymers gradually decreased with increasing PL-contents, indicating their decreased crystallinity. Biodegradation test of the copolymers in compost demonstrated their improved biodegradability in comparison with the homopolymer of LA.

Keywords: ">l-lactide; ">l-lactide-co-β-propiolactone); biodegradation; copolymerization; poly(; thermal properties; trifluoromethanesulfonic acid; β-propiolactone.

MeSH terms

  • Biocompatible Materials / chemistry
  • Biocompatible Materials / metabolism
  • Biodegradation, Environmental*
  • Catalysis
  • Dioxanes / chemical synthesis*
  • Dioxanes / metabolism*
  • Lactones / metabolism
  • Materials Testing
  • Molecular Weight
  • Polymerization
  • Polymers / chemical synthesis*
  • Polymers / chemistry
  • Polymers / metabolism*
  • Propiolactone / chemical synthesis*
  • Propiolactone / metabolism*
  • Temperature

Substances

  • Biocompatible Materials
  • Dioxanes
  • Lactones
  • Polymers
  • Propiolactone
  • dilactide