Cyclic silane esters and solvolysis products thereof, and...

C - Chemistry – Metallurgy – 07 – F

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C07F 7/18 (2006.01) C08K 5/54 (2006.01)

Patent

CA 2210586

Disclosed is a process for the preparation of cyclic silane esters and solvolysis products thereof, in which (A) a hydridosilane of the general formula I, H-SiX(R1)2, is reacted with an allyl compound containing a hydroxyl group, of the general formula II, CH2=CR3CH2-[O(CHR3)x]yOH, in a condensation reaction to give an open-chain, olefinically unsaturated organo-hydridosilane ester of the general formula III, CH2=CR3CH2-[O(CHR3)x]yO-SiH(R1)2, (B) this open-chain organohydridosilane ester is reacted in a hydrosilylation reaction to give a cyclic organosilane ester of the general formula IV (see fig,I) (C) where required, the cyclic organosilane ester IV, when at least one of the radicals R1 is a halogen atom and the other radical R1, if present, is an organic radical R2 bonded via a C atom, is reacted with an alcohol of the general formula R2OH to give the corresponding cyclic organyloxyorganosilane ester of the general formula V (see fig.II) and (D) the ester IV or the ester V is solvolyzed with water to give a hydrolysis product of the general formula VI, {-Si(O-)(a+1)(R2)(2-a)CH2CHR3CH2-[O(CHR3)x]yOH}n, or with an alcohol of the general formula R2OH to give an alcoholysis product of the general formula VII, Si(OR2)(a+1)(R2)(2-a)- (CH2CHR3CH2-[O(CHR3)x]yOR2). The compounds IV, V, VI and VII are novel. The compounds III, IV, V, VI and VII are useful as a crosslinking agent or adhesive, among others.

Méthode pour préparer des esters cycliques de silane et leurs produits de solvolyse, où (A) on fait réagir un hydridosilane de formule générale I, H-SiX(R1)2, avec un composé allylique renfermant un hydroxyle, de formule générale II, CH2=CR3CH2-[O(CHR3)x]yOH, la réaction de condensation donnant un ester organo-hydridosilane à chaîne ouverte, avec insaturations oléfiniques de formule générale III,CH2=CR3CH2-[O(CHR3)x]yO-SiH(R1)2; (B) on fait réagir cet ester organohydridosilane à chaîne ouverte, dans une réaction d'hydrosilylation, pour obtenir un organosilane, ester cyclique de formule générale IV (voir fig. I); (C) si nécessaire, on fait réagir l'ester cyclique organosilane IV, lorsque au moins un des radicaux R1 est un atome d'halogène et l'autre radical R1, s'il est présent, un radical organique R2 lié via un atome de C, avec un alcool de formule générale R2OH pour former l'ester organyloxyorganosilane cyclique de formule générale V (voir fig. II); (D) l'ester IV ou V est solvolysé avec de l'eau pour former un produit d'hydrolyse de formule générale VI, {-Si(O-)(a+1)(R2)(2-a)CH2CHR3CH2-[O(CHR3)x]yOH}n, ou avec un alcool de formule générale R2OH pour donner un produit d'alcoolyse de formule générale VII, Si(OR2)(a+1)(R2)(2-a)- (CH2CHR3CH2-[O(CHR3)x]yOR2). Les composés IV, V, VI et VII sont nouveaux. Les composés III, IV, V, VI et VII sont utiles, entre autres, comme agents de réticulation ou comme adhésifs.

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