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US5618879A Expired / Lapsed US ⏱️ 0.0 years remaining

Aqueous dispersions of functional graft polyorganosiloxanes and curable silicone compositions comprised thereof

Assignee: Elkem Silicones France SAS
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Filing: 1996-03-25
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Granted: 1997-04-08
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Expires: 2016-03-25
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Abstract

Abstract Stable reactive aqueous dispersions of functional graft polyorganosiloxanes, well suited for formulation into curable silicone compositions useful in the production of release- and other coatings and paints, comprise the polymerizate of at least one ethylenically unsaturated monomer with a functional polyorganosiloxane which comprises identical or different recurring structural units of formula (I): R.sub.a Y.sub.b X.sub.c SiO.sub.(4-a-b-c)/2 (I) in which the radicals R, which may be identical or different, are each a C 1 -C 18 alkyl radical, a C 2 -C 20 alkenyl radical, or a C 6 -C 12 aryl or aralkyl radical, or halogen-substituted such radical; the radicals X, which may be identical or different, are each a hydrogen atom or a reactive functional group bonded to a silicon atom via an Si-C or Si-O-C linkage; the radicals Y, which may be identical or different, are each an ethylenically unsaturated hydrocarbon radical optionally comprising one or more of the heteroelements O and/or N, and bonded to a silicon atom of the structural unit of formula (I) via an Si-C linkage and reactive with said at least one ethylenically unsaturated monomer; a, b and c are each equal to 0, 1, 2 or 3; and a+b+c=0, 1, 2 or 3; with the proviso that the number of SiO 4/2 units is less than 30 mol % and the number of structural units of formula (I) in which the silicon atom is substituted by a functional group X and/or a radical Y is such that the polyorganosiloxane comprises (i) at least 5 milliequivalents, preferably from 10 to 500 milliequivalents, of X functional groups per 100 grams of polyorganosiloxane of formula (I) and (ii) at least 5 milliequivalents, preferably from 10 to 500 milliequivalents, of Y radicals per 100 grams of polyorganosiloxane of formula (I).

Inventors

  • 👤 Edith Cavivenc
  • 👤 Joel Richard

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 14:53
CPC Classifications
C; C08; C08L; C08L83/00; C08L83/10; C08F; C08F283/00; C08F283/12; C08F283/124; C08F290/00; C08F290/08; C08F290/14; C08F290/148; C09; C09D; C09D151/00; C09D151/08; C09D183/00; C09D183/10

Claims Analysis

Total Claims: 25
Claim 1
Independent Claim 284 words
A stable reactive aqueous dispersion of a functional graft polyorganosiloxane, said functional graft polyorganosiloxane comprising the polymerizate of at least one ethylenically unsaturated monomer with a functional polyorganosiloxane which comprises identical or different recurring structural units of formula (I): R.sub.a Y.sub.b X.sub.c SiO.sub.(4-a-b-c)/2 (I) in which the radicals R, which may be identical or different, are each a C 1 -C 18 alkyl radical, a C 2 -C 20 alkenyl radical, or a C 6 -C 12 aryl or aralkyl radical, or halogen-substituted such radical; the radicals X, which may be identical or different, are each a hydrogen atom or a reactive functional group bonded to a silicon atom via an Si-C or Si-O-C linkage; the radicals Y, which may be identical or different, are each an ethylenically unsaturated hydrocarbon radical optionally comprising one or more of the heteroelements O and/or N, and bonded to a silicon atom of the structural unit of formula (I) via an Si-C linkage and reactive with said at least one ethylenically unsaturated monomer; a, b and c are each equal to 0, 1, 2 or 3; and a+b+c=0, 1, 2 or 3; with the proviso that the number of SiO 4/2 units is less than 30 mol % and the number of structural units of formula (I) in which the silicon atom is substituted by a functional group X and/or a radical Y is such that the polyorganosiloxane comprises (i) at least 5 milliequivalents of X functional groups per 100 grams of polyorganosiloxane of formula (I) and (ii) at least 5 milliequivalents of Y radicals per 100 grams of polyorganosiloxane of formula (I); wherein said stable reactive aqueous dispersion will form, with a reactant, a curable silicone composition.
Claim 2
Dependent Claim 284 words
A stable reactive aqueous dispersion of a functional graft polyorganosiloxane, said functional graft polyorganosiloxane comprising the polymerizate of at least one ethylenically unsaturated monomer with a functional polyorganosiloxane which comprises identical or different recurring structural units of formula (I): R.sub.a Y.sub.b X.sub.c SiO.sub.(4-a-b-c)/2 (I) in which the radicals R, which may be identical or different, are each a C 1 -C 18 alkyl radical, a C 2 -C 20 alkenyl radical, or a C 6 -C 12 aryl or aralkyl radical, or halogen-substituted such radical; the radicals X, which may be identical or different, are each a hydrogen atom or a reactive functional group bonded to a silicon atom via an Si-C or Si-O-C linkage; the radicals Y, which may be identical or different, are each an ethylenically unsaturated hydrocarbon radical optionally comprising one or more of the heteroelements O and/or N, and bonded to a silicon atom of the structural unit of formula (I) via an Si-C linkage and reactive with said at least one ethylenically unsaturated monomer; a, b and c are each equal to 0, 1, 2 or 3; and a+b+c=0, 1, 2 or 3; with the proviso that the number of SiO 4/2 units is less than 30 mol % and the number of structural units of formula (I) in which the silicon atom is substituted by a functional group X and/or a radical Y is such that the polyorganosiloxane comprises (i) at least 5 milliequivalents of X functional groups per 100 grams of polyorganosiloxane of formula (I) and (ii) at least 5 milliequivalents of Y radicals per 100 grams of polyorganosiloxane of formula (I); wherein said stable reactive aqueous dispersion will form, with a reactant, a curable silicone composition.
Claim 3
Dependent Claim 66 words
The stable reactive aqueous dispersion as defined by claim 1, said at least one ethylenically unsaturated monomer comprising a monoethylenically unsaturated ester of a saturated carboxylic acid, a saturated ester or amide of a monoethylenically unsaturated carboxylic acid, a monoethylenically unsaturated nitrile, a monoethylenically unsaturated carboxylic acid, a hydroxyalkyl or aminoalkyl ester of a monoethylenically unsaturated carboxylic acid, a vinylaromatic compound, or dicyclopentadienyl acrylate or methacrylate.
Claim 4
Dependent Claim 24 words
The stable reactive aqueous dispersion as defined by claim 1, said functional groups X being chemically reactive via addition, polyaddition, condensation, polycondensation, or dehydropolycondensation.
Claim 5
Dependent Claim 36 words
The stable reactive aqueous dispersion as defined by claim 3, said reactive functional groups X comprising a hydrofunctional group, alkenyl or cycloalkenyl radical, hydroxyfunctional group, epoxyfunctional group, alkoxyfunctional group, aryloxyfunctional group, acyloxyfunctional group, or alkenylcarbonyloxyfunctional group.
Claim 6
Dependent Claim 56 words
The stable reactive aqueous dispersion as defined by claim 1, said radicals Y having the formula -y-Y', in which y is a C 1 -C 18 linear or branched alkylene radical optionally extended via a divalent ethylenediamine, polyethyleneamine, oxyalkylene or polyoxyalkylene radical, optionally substituted by a hydroxyl or hydroxycyclohexylene radical, and Y' is an alkenylcarbonyloxy radical.
Claim 7
Dependent Claim 22 words
The stable reactive aqueous dispersion as defined by claim 1, at least 80 mol % of said radicals R being methyl radicals.
Claim 8
Dependent Claim 93 words
The stable reactive aqueous dispersion as defined by claim 5, said radicals y comprising a --CH 2 --, --(CH 2 ) 2 , --(CH 2 ) 3 , --CH 2 --CH(CH 3 ) --CH 2 --, --(CH 2 ) 3 --NH--CH 2 --CH 2 --, --(CH 2 ) 3 --OCH 2 --, --(CH 2 ) 3 --(OCH 2 --CH 2 ) 29 --, --(CH 2 ) 3 --[O--CH 2 --CH(CH 3 ).brket close-st., --(CH 2 ) 3 --OCH 2 CH(OH)CH 2 --, or --(CH 2 ) 2 --C 6 H 9 (OH)-- radical.
Claim 9
Dependent Claim 14 words
The stable reactive aqueous dispersion as defined by claim 1, comprising a linear polymerizate.
Claim 10
Dependent Claim 19 words
The stable reactive aqueous dispersion as defined by claim 1, comprising an up to 50% by weight branched polymerizate.
Claim 11
Dependent Claim 14 words
The stable reactive aqueous dispersion as defined by claim 1, comprising a cyclic polymerizate.
Claim 12
Dependent Claim 14 words
The stable reactive aqueous dispersion as defined by claim 1, comprising a three-dimensional polymerizate.
Claim 13
Dependent Claim 35 words
The stable reactive aqueous dispersion as defined by claim 1, comprising (i) from 10 to 500 milliequivalents of X functional groups and (ii) from 10 to 500 milliequivalents of Y radicals per 100 grams thereof.
Claim 14
Dependent Claim 22 words
The stable reactive aqueous dispersion as defined by claim 1, having a solids content ranging from about 5% to 60% by weight.
Claim 15
Dependent Claim 22 words
The stable reactive aqueous dispersion as defined by claim 13, having a solids content ranging from about 25% to 50% by weight.
Claim 16
Dependent Claim 15 words
A curable silicone composition comprising the stable reactive aqueous dispersion as defined by claim 1.
Claim 17
Dependent Claim 11 words
The silicone composition as defined by claim 15, in crosslinked state.
Claim 18
Dependent Claim 47 words
The curable silicone composition as defined by claim 15, comprising from 10% to 80% by weight of said stable reactive aqueous dispersion and from 90% to 20% by weight of an aqueous emulsion of a polyorganosiloxane reactive with the X functional groups of said functional graft polyorganosiloxane.
Claim 19
Dependent Claim 12 words
A release coating comprising the silicone composition as defined by claim 16.
Claim 20
Dependent Claim 11 words
A paint comprising the silicone composition as defined by claim 16.
Claim 21
Dependent Claim 41 words
A process for the preparation of a stable reactive aqueous dispersion as defined by claim 1, comprising radically polymerizing said at least one ethylenically unsaturated monomer, in aqueous emulsion or in microsuspension, in the presence of said functional graft polyorganosiloxane (I).
Claim 22
Dependent Claim 21 words
The process as defined by claim 20, carried out in the presence of an emulsifying agent and a radical polymerization initiator.
Claim 23
Dependent Claim 55 words
The process as defined by claim 21, comprising homogenizing a mixture of said at least one ethylenically unsaturated monomer and said functional graft polyorganosiloxane in a water/emulsifier admixture, and then polymerizing same in the presence of a water-soluble or water-dispersible polymerization initiator, at a temperature a least equal to the decomposition temperature of said initiator.
Claim 24
Dependent Claim 49 words
The process as defined by claim 21, comprising introducing a mixture of said at least one ethylenically unsaturated monomer and said polymerization initiator into an aqueous emulsion of said functional graft polyorganosiloxane, and then polymerizing same at a temperature at least equal to the decomposition temperature of the initiator.
Claim 25
Dependent Claim 48 words
The process as defined by claim 21, comprising preemulsifying a mixture of said at least one ethylenically unsaturated monomer, said functional graft polyorganosiloxane and said polymerization initiator in a water/emulsifier admixture, and then polymerizing same at a temperature at least equal to the decomposition temperature of the initiator.

References Cited (Backward Citations)

US3575910A Cited
GB1149935A Cited
WO1990010665A1 Cited
US5283296A Cited
EP0541395A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 2000-04-07 2000-10-07 2001-04-08 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2004-04-07 2004-10-07 2005-04-08 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2008-04-07 2008-10-07 2009-04-08 $7700.00 Window Closed / Lapsed

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