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Room Temperature Defluorination of Poly(tetrafluoroethylene) by a Magnesium Reagent

Daniel J. Sheldon, Joseph M. Parr, Mark R. Crimmin

2023Journal of the American Chemical Society51 citationsDOIOpen Access PDF

Abstract

Perfluoroalkyl substances (PFAS) are pervasive in the environment. The largest single use material within the PFAS compound class is poly(tetrafluoroethylene) (PTFE), a robust and chemically resistant polymer. Despite their widespread use and serious concerns about their role as pollutants, methods for repurposing PFAS are rare. Here we show that a nucleophilic magnesium reagent reacts with PTFE at room temperature, generating a molecular magnesium fluoride which is easily separated from the surface-modified polymer. The fluoride in turn can be used to transfer the fluorine atoms to a small array of compounds. This proof-of-concept study demonstrates that the atomic fluorine content of PTFE can be harvested and reused in chemical synthesis.

Topics & Concepts

TetrafluoroethyleneChemistryReagentFluorineMagnesiumFluoridePolymerNucleophileInorganic chemistryOrganic chemistryPolymer chemistryCopolymerCatalysisInorganic Fluorides and Related CompoundsPer- and polyfluoroalkyl substances researchFluorine in Organic Chemistry
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