Application of Liquid-Phase Direct Fluorination: Novel Synthetic Methods for a Polyfluorinated Coating Material and a Monomer of a Perfluorinated Polymer Electrolyte Membrane

A new polyfluorinated anti-staining coating material CF3O(CF2CF2O)xCF2-CONHCH2CH2CH2Si(OCH3)3 has been developed by utilizing the PERFECT method, which employs a liquid-phase direct fluorination reaction with elemental fluorine as a key step. Direct fluorination of a partially-fluorinated ester, which was prepared from a non-fluorinated poly(ethylene glycol) and a perfluorinated acyl fluoride, followed by methanolysis, gave the perfluorinated corresponding compound, which was led to the coating material for surface treating agents, and the methyl ester of the starting perfluorinated acyl fluoride. Application to the synthesis of a new perfluorinated bifunctional sulfonate monomer CF2=CFOCF2CF2CF2OCF(CF2SO2F)2 for polymer electrolyte membranes (PEMs) of fuel cells was also developed.