Organosilicon compounds having (meth)acrylate groups and a process for preparation thereof
AssigneeWacker Chemie AG
InventorElke Fritz-Langhals
Life of this patent
Estimating the term…
Abstract
(Meth)acrylate-functionalized silicon compounds are easily prepared by the reaction of a (meth)acryloyl-functionalized chlorosilane with an organosilicon compound having silicon-bonded hydroxy groups. The carbon atom adjacent to the resulting O—Si linkage is bonded to at least one further carbon, rendering the product stable to hydrolysis despite the C—O—Si linkage.
Claims11
A composition comprising a (meth)acrylate-functional organosilicon compound M in which an oxygen atom connects a (meth)acrylate group to a silicon of the organosilicon compound, wherein the carbon atom bonded to the oxygen atom bears at least one further moiety bonded via carbon, with the proviso that in the presence of just one further moiety, said moiety contains more than one carbon atom, comprising at least one unit of formula I and at least one unit of formula II
- R2bXcSiO[4−(b+c)]/2 (I),
- R1aSiO(4−a)/2 (II),
- where
- R1 and R2 are each independently hydrogen or C1-C20 hydrocarbon or C1-C15 hydrocarbonoxy moieties in which one or more nonadjacent methylene units are optionally replaced by —O—, —CO—, —COO—, —OCO— or —OCOO or NRx groups, and which are unsubstituted, or substituted with a substituent —CN, NRx2, COOH, COORx, -halogen, -acryloyl, -methacryloyl, -epoxy, —OH, or —CONRx2,
- Rx is hydrogen or a C1-C10 hydrocarbon moiety unsubstituted or substituted with a substituent —CN or halogen,
- X is an oxygen-bonded moiety of formula (III)
- O—C(R3R4)—R5—O—(C═O)—CR6═CH2) (III)
- R3 and R4 are each independently hydrogen or C1-C20 hydrocarbon moieties in which one or more nonadjacent methylene units are optionally replaced by O—(C═O)—CR6═CH2, —O—, —CO—, —COO—, —OCO— or —OCOO— or NRx groups, with the proviso that when R3 is hydrogen, R4 contains at least two carbon atoms,
- R5 is a divalent C1-C20 hydrocarbon moiety in which one or more nonadjacent methylene units are optionally replaced by —O—, —CO—, —COO—, —OCO— or —OCOO— or NRx groups,
- R6 is hydrogen or unbranched, branched or cyclic saturated or unsaturated alkyl of 1 to 12 carbon atoms or aryl or aralkyl, wherein nonadjacent methylene units may be replaced by nitrogen atoms or oxygen atoms,
- a is 0, 1, 2 or 3,
- b is 0, 1 or 2,
- c is 1, 2 or 3, and
- b+c is 1, 2 or 3.
A (meth)acryloyl-functionalized chlorosilane of formula IV
- R2bXcSiCl[4−(b+c)] (IV).
Dependencies are inferred from the claim text.