Heat- and Light-Responsive Materials Through Pairing Dynamic Thiol-Michael and Coumarin Chemistry

Macromol Rapid Commun. 2021 Sep;42(18):e2100070. doi: 10.1002/marc.202100070. Epub 2021 May 6.

Abstract

Covalent adaptable networks (CANs) based on the thiol-Michael (TM) linkages can be thermal and pH responsive. Here, a new vinyl-sulfone-based thiol-Michael crosslinker is synthesized and incorporated into acrylate-based CANs to achieve stable materials with dynamic properties. Because of the reversible TM linkages, excellent temperature-responsive re-healing and malleability properties are achieved. In addition, for the first time, a photoresponsive coumarin moiety is incorporated with TM-based CANs to introduce light-mediated reconfigureability and postpolymerization crosslinking. Overall, these materials can be on demand dynamic in response to heat and light but can retain mechanical stability at ambient condition.

Keywords: coumarin; covalent adaptable networks; dynamic bonding; photochemistry; responsive materials; self-healing materials; thiol-Michael bonding.

MeSH terms

  • Coumarins
  • Hot Temperature*
  • Sulfhydryl Compounds*
  • Temperature

Substances

  • Coumarins
  • Sulfhydryl Compounds