Depolymerizable semi-fluorinated polymers for sustainable functional materials?

Polymer Chemistry Pub Date: 2022-04-06 DOI: 10.1039/D2PY00240J

Abstract

Fluorinated polymers are important functional materials for a broad range of applications, but the recycling of current fluorinated polymers is challenging. We present the first example of semi-fluorinated polymers that can undergo chemical recycling to form the corresponding monomers under ambient conditions. Prepared through ring-opening metathesis polymerization of functionalized trans-cyclobutane fused cyclooctene (tCBCO) monomers, these polymers show tunable glass transition temperatures (?2 °C to 88 °C), excellent thermal stability (decomposition onset temperatures >280 °C) and hydrophobicity (water contact angles >90°). The hydrophobicity of the semi-fluorinated polymers was further utilized in an amphiphilic diblock copolymer, which forms self-assembled micelles with a size of ～88 nm in an aqueous solution. Finally, through an efficient, regioselective para-fluoro-thiol substitution reaction, post-polymerization functionalization of a polymer with a pentafluorophenyl imide substituent was achieved. The ease of preparation, functionalization, and recycling, along with the diverse thermomechanical properties and demonstrated hydrophobicity make the tCBCO-based depolymerizable semi-fluorinated polymers promising candidates for sustainable functional materials that can offer a solution to a circular economy.

Graphical abstract: Depolymerizable semi-fluorinated polymers for sustainable functional materials
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