Reactions of tetrafluoroethene oligomers. Part 3. Some reactions of tetrafluoroethene hexamer with nitrogenous bases
Abstract
Tetrafluoroethene (TFE) hexamer (1)[Rf(Rf′)CCF2, Rf= CF3(C2F5)2C-, Rf′= CF3(C2F5)CF-] reacted with ammonia to give RfCH2CN (11) and with primary amines RNH2, (R = Et, NH2, Ph, CH2CH2OH) to give the corresponding ketenimine Rf(Rf′)CCNR (14)–(17). With 1,2-diaminoethane the dihydroimidazole C2F5(CF3)CC(Rf) [graphic omitted]H (20) was formed. With secondary amines (dimethylamine and piperidine) enamines of the type Rf(Rf′)CCFNMe2(18) and Rf(Rf′)CCF[graphic omitted]H2, (21) were obtained. These latter products, on being heated, afforded respectively the ketenimines Rf(Rf′)CCNMe (19), and Rf(Rf′)CCN[CH2]3CHCH2(12), Rf(Rf′)CCN[CH2]5F (23).