Synthesis and Properties of Fluorine-Containing Organosilicon Compounds by the Reactions of Vinyl- and Allylsilanes with Fluoroalkanoyl Peroxides

Abstract

Reactions of fluoroalkanoyl peroxides [R_FCO₂O₂CR_F, R_F=C₃F₇, C₆F₁₃, CF (CF₃) OC₃F₇, CF (CF₃) OCF₂CF (CF₃) OC₃F₇] with vinylsilanes [R₃SiCH=CH₂, R=CH₃, OCH₃, OC₂H₅] and allylsilanes [R₃SiCH₂CH=CH₂, R=CH₃, OCH₃, OC₂H₅, OSi (CH₃) ₃] were studies, Fluoroalkyl radicals (R_F·), produced by the thermal decomposition of fluoroalkanoyl peroxides, added to vinylsilanes to give fluorine-containing silicon oligomers [R_F- (CH₂-CHSiR₃) n₁-R_F, n₁=2, 3]. Allylsilanes reacted with fluoroalkanoyl peroxides to give 1 : 1 adducts [R₃SiCH₂CH (OCOR_F) CH₂R_F] without oligomer formation. The synthesis of these new fluorine-containing silicon compounds is possible under very mild conditions (3040°C) to give excellent to moderate yields. Products bearing alkoxy groups were found particularly useful for surface active substances and have good water-and oil-repellency.