A Versatile Strategy to Synthesize Perfluoropolyether-Based Thermoplastic Fluoropolymers by Alkyne-Azide Step-Growth Polymerization

Macromol Rapid Commun. 2016 Apr;37(8):711-7. doi: 10.1002/marc.201500658. Epub 2016 Feb 23.

Abstract

Perfluoropolyether (PFPE)-based thermoplastic fluoropolymers are synthesized by A2 + B2 step-growth polymerization between PFPE-diyne and fluorinated diazides. This versatile method allows synthesizing PFPE-based materials with tunable physicochemical properties depending on the exact nature of the fluorinated segment of the diazide precursor. Semicrystalline or amorphous materials endowed with high thermostability (≈300 °C under air) and low glass transition temperature (≈-100 °C) are obtained, as confirmed by differential scanning calorimetry, thermogravimetry, and rheometry. Step-growth polymerizations can be copper-catalyzed but also thermally activated in some cases, thus avoiding the presence of copper residues in the final materials. This strategy opens up new opportunities to easily access PFPE-based materials on an industrial scale. Furthermore, a plethora of developments can be envisioned (e.g., by adding a third trifunctional component to the formulations for the synthesis of PFPE-based elastomers).

Keywords: click chemistry; perfluoropolyethers; physicochemical properties; step-growth polymerization; thermoplastics.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry
  • Azides / chemistry
  • Ethers / chemistry*
  • Fluorocarbon Polymers / chemical synthesis*
  • Fluorocarbon Polymers / chemistry
  • Fluorocarbons / chemistry*
  • Molecular Structure
  • Polymerization

Substances

  • Alkynes
  • Azides
  • Ethers
  • Fluorocarbon Polymers
  • Fluorocarbons
  • perfluoropolyether