RESEARCH ON SYNTHESIS OF UNSATURATED FLUOROCARBON COMPOUNDS

Synthesis of a variety of fluorine-containing compounds was studied. A convenient synthesis of perfluoroallyl halides was developed. Lewis acid catalyzed addition of haloalkanes to olefins resulted in new fluoroolefins. A series of fluorine monomers were prepared for polymerization studies. A number of partially fluorinated norbornadienes were prepared by the reaction of cyclopentadiene with haloolefins and subsequent dehalogenation. Several new fluorinated nitroso monomers were prepared. A series of compounds of the general structure (CH3)3SiCF=CFR were synthesized utilizing organolithium reagents. Alcoholysis of these compounds provides a convenient route to 1,2- difluoroolefins. Several other unsaturated fluoroorganometallic compounds were prepared and their reactions studied. It was found that they could be reacted with carbonyl compounds to produce alcohols which on dehydration gave fluorinated dienes.