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Acrylate and/or methacrylate-substituted organopolysiloxanes

Assignee: Rhodia Chimie SAS
•
Filing: 1987-08-12
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Granted: 1990-07-10
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Expires: 2007-08-12
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Abstract

Abstract Organopolysiloxane oils comprising acrylate and/or methacrylate functional groups, well adapted as additives for silicone elastomers, or for UV-curable silicone coating compositions, are prepared by transesterifying an organopolysiloxane including at least one (HOY)R 2 SiO 0 .5 or (HOY)RSiO 2/2 recurring unit, with a lower alkyl (meth)acrylate having the formula CH 2 ═CR'OCOR", in the presence of a catalytically effective amount of a tin compound.

Inventors

  • 👤 Michel Gay
  • 👤 Edith Canivenc

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 16:04
CPC Classifications
C; C08; C08G; C08G77/00; C08G77/04; C08G77/38

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 196 words
A process for the preparation of an organopolysiloxane comprising acrylate and/or methacrylate functional groups, which comprises at least partially transesterifying, in the presence of a catalytically effective amount of a tin-containing compound (A) having a valency of 4 selected from the group consisting of inorganic compounds of tin and organic compounds of tin selected from dialkyltin oxide, tin carboxylate, dialkytin dicarboxylate, tin chelate or the reaction product of a dialkyltin oxide with an organic ester or alkyl silicate, an organopolysiloxane (B) containing at least two siloxy, u nits per molecule, at least one of such units corresponding to the formula: ##STR11## in which a is 1 or 2, the symbols R, which may be identical or different, are each a C 1 -C 12 alkyl radical, a phenyl radical or a 3,3,3-trifluoropropyl radical, at least 80 mole % of radicals R being methyl radicals, and the symbols Y, which may be identical or different, are each a C 1 -C 18 straight or branched chain alkylene linkage, with an ester (C) of the formula: ##STR12## in which X is a hydrogen atom or a methyl radical and Z is a C 1 -C 6 alkyl radical.
Claim 2
Dependent Claim 196 words
A process for the preparation of an organopolysiloxane comprising acrylate and/or methacrylate functional groups, which comprises at least partially transesterifying, in the presence of a catalytically effective amount of a tin-containing compound (A) having a valency of 4 selected from the group consisting of inorganic compounds of tin and organic compounds of tin selected from dialkyltin oxide, tin carboxylate, dialkytin dicarboxylate, tin chelate or the reaction product of a dialkyltin oxide with an organic ester or alkyl silicate, an organopolysiloxane (B) containing at least two siloxy, u nits per molecule, at least one of such units corresponding to the formula: ##STR11## in which a is 1 or 2, the symbols R, which may be identical or different, are each a C 1 -C 12 alkyl radical, a phenyl radical or a 3,3,3-trifluoropropyl radical, at least 80 mole % of radicals R being methyl radicals, and the symbols Y, which may be identical or different, are each a C 1 -C 18 straight or branched chain alkylene linkage, with an ester (C) of the formula: ##STR12## in which X is a hydrogen atom or a methyl radical and Z is a C 1 -C 6 alkyl radical.
Claim 3
Dependent Claim 84 words
The process as defined by claim 1, wherein said organopolysiloxane (B) comprises a diorganopolysiloxane oil having the formula: ##STR13## b is 3 or 2; p is an integer ranging from 1 to 50, with the proviso that p may be equal to 0 when b=2; q is an integer ranging from 0 to 30; r is an integer ranging from 0 to 500; R and Y are as defined in formula (1) above; and W is a functional group which is inert towards transesterification.
Claim 4
Dependent Claim 30 words
The process as defined by claim 1, wherein, upon completion of the transesterification reaction, the alcohol formed, having the formula ZOH, is removed by azeotropic distillation with the ester (C).
Claim 5
Dependent Claim 16 words
The process as defined by claim 1, said ester (C) comprising methyl acrylate or methyl methacrylate.
Claim 6
Dependent Claim 31 words
The process as defined by claim 1, wherein from 0.001 to 2% by weight of tin metal relative to the weight of the reaction mass (B)+(C) is employed a said catalyst.
Claim 7
Dependent Claim 30 words
The process as defined by claim 1, wherein the amount of ester (C) ranges from approximately 1.1 to 5 moles per equivalent of alcohol groups YOH comprising said organopolysiloxane (B).
Claim 8
Dependent Claim 46 words
The process as defined by claim 1, comprising first incompletely transesterifying said organopolysiloxane (B), and thence reacting the free alcohol groups YOH of such incomplete reaction product with diketene to provide betaketoester groups of the formula: ##STR14## in the presence of an acid or basic catalyst.
Claim 9
Dependent Claim 23 words
The process as defined by claim 1, wherein transesterification is carried out at a temperature ranging from about 50° to about 160° C.
Claim 10
Dependent Claim 23 words
The process as defined by claim 8, wherein transesterification is carried out at a temperature ranging from about 80° to about 120° C.
Claim 11
Dependent Claim 28 words
The process as defined by claim 1, wherein transesterification is carried out at a temperature about that of the azeotropic distillation temperature of ester (C) and free alcohol.
Claim 12
Dependent Claim 33 words
The process of claim 1, wherein transesterification is carried out in the presence of about 0.1 to about 1% by weight relative to the weight of the reaction mass of a phenolic antioxidant.
Claim 13
Dependent Claim 14 words
The process of claim 1, wherein transesterification is carried out under an inert atmosphere.
Claim 14
Dependent Claim 13 words
The process of claim 1, wherein the reaction is carried out in bulk.
Claim 15
Dependent Claim 18 words
The process of claim 1, wherein the reaction is carried out in the presence of an organic solvent.
Claim 16
Dependent Claim 10 words
The process of claim 14, wherein the solvent is xylene.
Claim 17
Dependent Claim 10 words
The process of claim 14, wherein the solvent is toluene.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-07-09 1994-01-08 1994-07-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-07-09 1998-01-08 1998-07-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-07-09 2002-01-08 2002-07-10 $7700.00 Window Closed / Lapsed

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