Hexafluoroisobutylene epoxide
HFIBO is the epoxide of hexafluoroisobutylene. It is a stable, colorless liquid useful as an intermediate in chemical synthesis and in specialty polymers. Hexafluoroisobutylene epoxide (HFIBO) is a versatile intermediate for introducing a hydroxysubstituted hexafluoropropyl group into a variety of substrates. The epoxide ring may be opened with nucleophiles such as alkyl or aromatic alcohols, thiols, or amines and by reaction with acids, HX where X is halogen, carboxylate, or sulfonate, to give compounds of the type NuCH2C(CF3)2OH and XCH2C(CF3)2OH, respectively. The latter compound may be dilithiated, and can react selectively with a number of electrophiles. In addition, HFIBO can also alkylate aromatic substrates to give the corresponding alcohol, ArCH2C(CF3)2OH, with C-C bond formation.
HFIBO-functionalized materials have found application in such diverse fields as electroluminescent device, photoresist polymers, and transition metal and non-transition metal chemistry.
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