Installing Multiple Functional Groups on Biodegradable Polyesters via Post-Polymerization Olefin Cross-Metathesis

Fern Sinclair, Long Chen, Barnaby W. Greenland, Michael P. Shaver*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

Olefin cross-metathesis is an effective tool for the functionalization of biodegradable aliphatic polyesters through both pre- and post-polymerization of beta-heptenolactone (beta HL). Ring-opening polymerization of beta HL accesses both homopolymers and novel copolymers, producing strong gradient copolymers with lactide. A total of 15 different alkene cross-partners ranging from type I to type III olefins are readily incorporated to produce polyesters with a range of functionalities, altering the thermal and chemical properties of the resulting polymers. A novel methodology was also developed to introduce two unique functionalities into the polymer backbone based on manipulation of cross-partner reactivity, showcasing the scope and versatility of olefin CM as a strategy for post-polymerization modification of polymers.

Original languageEnglish
Pages (from-to)6826-6834
Number of pages9
JournalMacromolecules
Volume49
Issue number18
Early online date2 Sep 2016
DOIs
Publication statusPublished - 27 Sep 2016

Keywords

  • RING-OPENING POLYMERIZATION
  • EPOXIDE CARBONYLATION
  • BETA-BUTYROLACTONE
  • ALUMINUM SALEN
  • TRIBLOCK COPOLYMERS
  • POLY(LACTIC ACID)
  • CATALYSTS
  • LACTONES
  • LACTIDE
  • DERIVATIVES

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