Polymers of fluorocarbon ethers and sulfides. I. Trifluoromethyl trifluorovinyl ether and sulfide

Abstract

AbstractTrifluoromethyl trifluorovinyl ether (I) and sulfide (II) were prepared by dehalogenation of the corresponding 1,2‐dichlorotrifluoroethyl compounds. These were prepared from the reactions of trifluoromethyl hypofluorite with 1,2‐dichlorodifluoroethylene and trifluoromethane sulfenyl chloride with chlorotrifluoroethylene, respectively. The polymerization behavior of these, along with the known trifluoroethyl trifluorovinyl ether (III) was examined. Only III gave a high molecular weight homopolymer, and, along with I, copolymers. II was quite unreactive in all polymerization reactions. High molecular weight copolymers of I and III were obtained with tetrafluoroethylene, vinylidene fluoride, vinylene fluoride, ethylene, and chlorotrifluoroethylene. Those with vinylidene fluoride and ethylene were elastomers in both cases as was the copolymer of III with tetrafluoroethylene, I and II were reacted with CF3NO slowly to give low polymers and volatile products, the corresponding 1,3‐disubstituted oxazetidines. III was reacted with nitrosyl chloride to give a nitroso compound.