Fluorinated bifunctional derivatives of bisphenol A

Abstract

Bisphenol A reacted as its disodium salt with tetrafluoroethylene and carbon dioxide followed by dimethyl sulfate to give in high yield a symmetrical dimethyl ester assembled from seven structural elements. This diester was transformed into the corresponding diol, diamine, diamine, diisocyanate, and bis(methyl carbamate). Analogous diesters were prepared by using bisphenol A and chlorotrifluoroethylene as well as hexafluorobisphenol A and tetrafluoroethylene. Both of these esters were transformed into other bifunctional derivatives. Catalytic hydrogenation of the diol derived from bisphenol A and tetrafluoroethylene was accompanied by hydrogenolysis of the aryl-oxygen bonds