TAD Click Chemistry on Aliphatic Polycarbonates: A First Step Toward Tailor-Made Materials

Macromol Rapid Commun. 2019 Apr;40(7):e1800743. doi: 10.1002/marc.201800743. Epub 2019 Jan 11.

Abstract

For the first time, the effectiveness of triazolinedione (TAD) click chemistry onto aliphatic polycarbonates (APC) is demonstrated. Statistic copolymers carrying click-reactive conjugated diene (in a ratio of 10%) are synthesized via organocatalyzed ring-opening polymerization. The highly efficient click reaction of TADs carrying simple butyl and phenyl functions are confirmed by 1 H-NMR and DSC. Network formation using a bivalent TAD is also performed and simply characterized by DSC. This post-polymerization functionalization of biocompatible and biodegradable APC pave the way to easy and versatile "on-demand" materials design.

Keywords: aliphatic polycarbonates; click chemistry; ring-opening polymerization; triazoline diones.

MeSH terms

  • Biocompatible Materials / chemistry
  • Calorimetry, Differential Scanning
  • Click Chemistry
  • Materials Testing
  • Molecular Structure
  • Polycarboxylate Cement / chemistry*
  • Triazoles / chemistry*

Substances

  • Biocompatible Materials
  • Polycarboxylate Cement
  • Triazoles
  • polycarbonate