Abstract
The synthesis of two original fluorinated monomers bearing an x-trialkoxysilane function {4,5,5-trifluoropent-4-ene-1-trimethoxysilane [CF2¼CF(CH2)3Si (OCH3)3] and 4,5,5-trifluoropent-4-ene-1-triethoxysilane [CF2¼CF(CH2)3Si(OCH2 CH3)3]}, their radical copolymerization with vinylidene fluoride (VDF), and the study of the crosslinking of the resulting copolymers are presented. The silicon-containing fluoromonomers were prepared from a three-step reaction in a good overall yield. The first one dealt with the addition of ClCF2CFClI to allyl acetate, whereas the next phase consisted of the dehalogenation/deiodoacetalization of ClCF2CFClCH2CHICH2 OAc into 1,1,2-trifluoro-1,4-pentadiene by the use of zinc dust under sonication. Finally, the syntheses of both original monomers were carried out by a hydrosilylation reaction with trialkoxysilane in the presence of Karstedt or Speier platinum catalysts with the obtained trifluorodiene. The copolymerizations of these silicon-containing fluoromonomers with VDF were initiated by organic peroxide and led to original poly(vinylidene fluoride) bearing pendant trialkoxysilane functions. Their microstructures were characterized with 1H and 19F NMR, which showed that VDF was the more incorporated comonomer in the copolymers. These latter ones were crosslinked in the presence of moisture at 200 8C, and this led to insoluble materials stable in solvents, oils, water, and acids