Mechanochemical Mineralization of “very Persistent” Fluorocarbon Surfactants ‒ 6:2 Fluorotelomer Sulfonate (6:2FTS) As an Example

Fluorinated organic chemicals have a wide variety of industrial and consumer applications. For long time perfluorooctane sulfonate and perfluorooctanoic acid have been used as precursors for manufacture of such chemicals. However, these C 8 chain compounds have been demonstrated to be toxic, persistent, and bioaccumulative, thus inducing their phase-out. Currently, C 6 telomer based fluorocarbon surfactants are considered better alternatives to C 8 products because of their low bioaccumulability. But, their high persistency suggests that in the near future their concentrations will increase in the environment and in industrial waste. Being a solid state non-thermal technology, mechanochemical treatment is a good candidate for the destruction of emerging C 6 fluorotelomers in solid waste. In the present study, 6:2 fluorotelomer sulfonate is effectively destroyed (~100%) in rapid manner (<1 h) by high energy ball milling with KOH. Stoichiometric fluoride formation confirms its entire mineralization, assuring that no toxic by-products are generated. Reaction mechanism and kinetics indicate that effective mineralization of the perfluorinated moiety is obtained thanks to a rapid CF 2 “flake-off” process through radical mechanism.