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.
Original language | English |
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Pages (from-to) | 2608-2614 |
Number of pages | 7 |
Journal | Polymer Chemistry |
Volume | 13 |
Issue number | 18 |
DOIs | |
State | Published - Apr 6 2022 |
Externally published | Yes |
Funding
This material is based on work supported by the University of Akron and the National Science Foundation under grant DMR-2042494. The single-crystal structures were characterized with an X-ray diffractometer supported by the National Science Foundation (CHE-0840446 to C. J. Z.).