US5290601A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Coating composition
Assignee: International Paint Ltd
•
Filing: 1991-03-26
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Granted: 1994-03-01
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Expires: 2011-03-26
Abstract
Abstract A primer composition for application to a substrate to promote adhesion of a room-temperature-vulcanizable silicone rubber coating, comprises (A) an aminosilane material, (B) a chlorinated polyolefin and (C) a room-temperature-curable polydiorganosiloxane. The aminosilane material (A) is a primary amine-functional silane or the reaction product of a primary amine-functional silane with an epoxy-functional silane or an alpha, omega-dihydroxypolydimethylsiloxane oil.
Inventors
- 👤 Rodney R. Brooks
- 👤 Michael J. Winter
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 23:06
CPC Classifications
C; C09; C09D; C09D5/00; C09D5/16; C09D5/1656; C09D5/1662; C09D5/1675; C09D123/00; C09D123/26; C09D123/28; C09D183/00; C09D183/04; C09D183/08
Claims Analysis
Total Claims: 24
Claim 1
Independent Claim
228 words
A primer composition for application to a substrate to promote adhesion of a room-temperature-vulcanisable silicone rubber coating, which primer composition comprises: (A) an amino-substituted silicon compound which is selected from the group consisting of: (i) primary amine-functional silanes of the formula: (RO).sub.x R.sub.(3-x) SiR.sup.1 NHR.sup.2 (I) where the radicals R, which can be the same or different, are monovalent hydrocarbon radicals having 1 to 12 carbon atoms and optionally containing an ether linkage; R 1 is an alkylene radical having 2 to 4 carbon atoms or a divalent aliphatic ether radical having 3 to 8 carbon atoms; R 2 is hydrogen or a (primary amino)-alkyl group having 2 to 4 carbon atoms; and x is 2 or 3; (ii) reaction products of a primary amine-functional silane of the formula (I) with an epoxy-functional silane of the formula: A-- Si(B).sub.a (OB).sub.(3-a) (II) where A is an epoxide-substituted monovalent hydrocarbon radical having 4 to 12 carbon atoms; the radicals B, which can be the same or different, are alkyl radicals having 1 to 4 carbon atoms; and a is 0 or 1; and (iii) reaction products of a primary amine-functional silane of the formula (I) with an alpha, omega-dihydroxypolydimethylsiloxane oil of formula: HO(Si(CH.sub.3).sub.2 O).sub.y H (III) in which y is 2 to 60; (B) a chlorinated polyolefin; and (C) a polydiorganosiloxane composition which is self-curable or moisture-curable at ambient temperature.
Claim 2
Dependent Claim
228 words
A primer composition for application to a substrate to promote adhesion of a room-temperature-vulcanisable silicone rubber coating, which primer composition comprises: (A) an amino-substituted silicon compound which is selected from the group consisting of: (i) primary amine-functional silanes of the formula: (RO).sub.x R.sub.(3-x) SiR.sup.1 NHR.sup.2 (I) where the radicals R, which can be the same or different, are monovalent hydrocarbon radicals having 1 to 12 carbon atoms and optionally containing an ether linkage; R 1 is an alkylene radical having 2 to 4 carbon atoms or a divalent aliphatic ether radical having 3 to 8 carbon atoms; R 2 is hydrogen or a (primary amino)-alkyl group having 2 to 4 carbon atoms; and x is 2 or 3; (ii) reaction products of a primary amine-functional silane of the formula (I) with an epoxy-functional silane of the formula: A-- Si(B).sub.a (OB).sub.(3-a) (II) where A is an epoxide-substituted monovalent hydrocarbon radical having 4 to 12 carbon atoms; the radicals B, which can be the same or different, are alkyl radicals having 1 to 4 carbon atoms; and a is 0 or 1; and (iii) reaction products of a primary amine-functional silane of the formula (I) with an alpha, omega-dihydroxypolydimethylsiloxane oil of formula: HO(Si(CH.sub.3).sub.2 O).sub.y H (III) in which y is 2 to 60; (B) a chlorinated polyolefin; and (C) a polydiorganosiloxane composition which is self-curable or moisture-curable at ambient temperature.
Claim 3
Dependent Claim
21 words
A primer composition according to claim 1, wherein the polydiorganosiloxane composition (C) comprises an alpha, omega-dihydroxypolydiorganosiloxane and a ketiminoxysilane curing agent.
Claim 4
Dependent Claim
21 words
A primer composition according to claim 1, wherein the polydiorganosiloxane composition (C) comprises an alpha, omega-dihydroxypolydiorganosiloxane and an acyloxysilane curing agent.
Claim 5
Dependent Claim
21 words
A primer composition according to claim 1, wherein the polydiorganosiloxane composition (C) comprises an alpha, omega-dihydroxypolydiorganosiloxane and an alkoxysilane curing agent.
Claim 6
Dependent Claim
22 words
A primer composition according to claim 1, wherein the polydiorganosiloxane composition (C) comprises a polydiorganosiloxane containing silicon-bonded hydrolysable groups as terminal groups.
Claim 7
Dependent Claim
18 words
A primer composition according to claim 5, wherein the silicon-bonded hydrolysable groups are ketiminoxy, acyloxy or amine groups.
Claim 8
Dependent Claim
22 words
A primer composition according to claim 1 wherein the chlorinated polyolefin (B) has a chlorine content of 17 to 40% by weight.
Claim 9
Dependent Claim
44 words
A primer composition according to claim 1, wherein the composition contains another chlorinated hydrocarbon resin in addition to the chlorinated polyolefin (B), said another chlorinated hydrocarbon resin being present in an amount of 1 to 100% by weight based on the chlorinated polyolefin (B).
Claim 10
Dependent Claim
35 words
A primer composition according to claim 1, wherein the aminosilane material (A) is present in an amount of 1 to 20% by weight based on the weight of chlorinated polyolefin (B) present in the composition.
Claim 11
Dependent Claim
29 words
A primer composition according to claim 1, wherein the weight ratio of the polydiorganosiloxane composition (C) to the chlorinated polyolefin (B) present in the composition is 1:1 to 50:1.
Claim 12
Dependent Claim
15 words
A primer composition according to claim 1, wherein a pigment is dispersed in the composition.
Claim 13
Dependent Claim
41 words
A primer composition according to claim 8, wherein the aminosilane material (A) is present in an amount of 1 to 20% by weight based on the weight of chlorinated polyolefin (B) plus any other chlorinated hydrocarbon resin present in the composition.
Claim 14
Dependent Claim
35 words
A primer composition according to claim 8, wherein the weight ratio of the polydiorganosiloxane composition (C) to the chlorinated polyolefin (B) plus any other chlorinated hydrocarbon resin present in the composition is 1:1 to 50:1.
Claim 15
Dependent Claim
259 words
A process for preparing a pigmented primer composition comprising dispersing a pigment in a non-reactive polydiorganosiloxane oil and mixing the resulting pigment dispersion with: (A) an amino-substituted silicon compound which is selected from the group consisting of (i) primary amine-functional silanes of the formula: (RO).sub.x R.sub.(3-x) SiR.sup.1 NHR.sup.2 (I) where the radicals R, which can be the same or different, are monovalent hydrocarbon radicals having 1 to 12 carbon atoms and optionally containing an ether linkage; R 1 is an alkylene radical having 2 to 4 carbon atoms or a divalent aliphatic ether radical having 3 to 8 carbon atoms; R 2 is hydrogen or a (primary amino)-alkyl group having 2 to 4 carbon atoms; and x is 2 or 3; (ii) reaction products of a primary amine-functional silane of the formula (I) with an epoxy-functional silane of the formula: A-- Si(B).sub.a (OB).sub.(3-a) (II) where A is an epoxide-substituted monovalent hydrocarbon radical having 4 to 12 carbon atoms; the radicals B, which can be the same or different, are alkyl radicals having 1 to 4 carbon atoms; and a is 0 or 1; and (iii) reaction products of a primary amine-functional silane of the formula (I) with an alpha, omega-dihydroxypolydimethylsiloxane oil of formula: HO(Si(CH.sub.3).sub.2 O).sub.y H (III) in which y is 2 to 60; (B) a chlorinated polyolefin; and (C) a polydiorganosiloxane composition which is self-curable or moisture-curable at ambient temperature, said step of dispersing the pigment in a non-reactive polydiorganosiloxane oil being carried out before the pigment contacts the amino-substituted silicon compound (A) or the polydiorganosiloxane composition (C).
Claim 16
Dependent Claim
259 words
A process for preparing a pigmented primer composition comprising dispersing a pigment in a non-reactive polydiorganosiloxane oil and mixing the resulting pigment dispersion with: (A) an amino-substituted silicon compound which is selected from the group consisting of (i) primary amine-functional silanes of the formula: (RO).sub.x R.sub.(3-x) SiR.sup.1 NHR.sup.2 (I) where the radicals R, which can be the same or different, are monovalent hydrocarbon radicals having 1 to 12 carbon atoms and optionally containing an ether linkage; R 1 is an alkylene radical having 2 to 4 carbon atoms or a divalent aliphatic ether radical having 3 to 8 carbon atoms; R 2 is hydrogen or a (primary amino)-alkyl group having 2 to 4 carbon atoms; and x is 2 or 3; (ii) reaction products of a primary amine-functional silane of the formula (I) with an epoxy-functional silane of the formula: A-- Si(B).sub.a (OB).sub.(3-a) (II) where A is an epoxide-substituted monovalent hydrocarbon radical having 4 to 12 carbon atoms; the radicals B, which can be the same or different, are alkyl radicals having 1 to 4 carbon atoms; and a is 0 or 1; and (iii) reaction products of a primary amine-functional silane of the formula (I) with an alpha, omega-dihydroxypolydimethylsiloxane oil of formula: HO(Si(CH.sub.3).sub.2 O).sub.y H (III) in which y is 2 to 60; (B) a chlorinated polyolefin; and (C) a polydiorganosiloxane composition which is self-curable or moisture-curable at ambient temperature, said step of dispersing the pigment in a non-reactive polydiorganosiloxane oil being carried out before the pigment contacts the amino-substituted silicon compound (A) or the polydiorganosiloxane composition (C).
Claim 17
Dependent Claim
273 words
A process for preparing a pigmented primer composition comprising dispersing a pigment in a liquid hydroxyl-terminated polydiorganosiloxane and mixing the resulting pigment dispersion with (A) an amino-substituted silicon compound which is selected from the group consisting of (i) primary amine-functional silanes of the formula: (RO).sub.x R.sub.(3-x) SiR.sup.1 NHR.sup.2 (I) where the radicals R, which can be the same or different, are monovalent hydrocarbon radicals having 1 to 12 carbon atoms and optionally containing an ether linkage; R 1 is an alkylene radical having 2 to 4 carbon atoms or a divalent aliphatic ether radical having 3 to 8 carbon atoms; R 2 is hydrogen or a (primary amino)-alkyl group having 2 to 4 carbon atoms and x is 2 or 3; (ii) reaction products of a primary amine-functional silane of the formula (I) with an epoxy-functional silane of the formula: A-- Si(B).sub.a (OB).sub.(3-a) (II) where A is an epoxide-substituted monovalent hydrocarbon radical having 4 to 12 carbon atoms; the radicals B, which can be the same or different, are alkyl radicals having 1 to 4 carbon atoms; and a is 0 or 1; and (iii) the reaction products of a primary amine-functional silane of the formula (I) with an alpha, omega-dihydroxypolydimethylsiloxane oil of the formula: HO(Si(CH.sub.3).sub.2 O).sub.y H (III) in which y is 2 to 60; (B) a chlorinated polyolefin; and (C) a polydiorganosiloxane composition which is self-curable or moisture-curable at ambient temperature, said step of dispersing the pigment in a liquid hydroxyl-terminated polydiorganosiloxane being carried out before the pigment contacts the amino-substituted silicon compound (A) or any curing agent or material containing silicon-bonded hydrolysable groups which forms part of the polydiorganosiloxane (C).
Claim 18
Dependent Claim
273 words
A process for preparing a pigmented primer composition comprising dispersing a pigment in a liquid hydroxyl-terminated polydiorganosiloxane and mixing the resulting pigment dispersion with (A) an amino-substituted silicon compound which is selected from the group consisting of (i) primary amine-functional silanes of the formula: (RO).sub.x R.sub.(3-x) SiR.sup.1 NHR.sup.2 (I) where the radicals R, which can be the same or different, are monovalent hydrocarbon radicals having 1 to 12 carbon atoms and optionally containing an ether linkage; R 1 is an alkylene radical having 2 to 4 carbon atoms or a divalent aliphatic ether radical having 3 to 8 carbon atoms; R 2 is hydrogen or a (primary amino)-alkyl group having 2 to 4 carbon atoms and x is 2 or 3; (ii) reaction products of a primary amine-functional silane of the formula (I) with an epoxy-functional silane of the formula: A-- Si(B).sub.a (OB).sub.(3-a) (II) where A is an epoxide-substituted monovalent hydrocarbon radical having 4 to 12 carbon atoms; the radicals B, which can be the same or different, are alkyl radicals having 1 to 4 carbon atoms; and a is 0 or 1; and (iii) the reaction products of a primary amine-functional silane of the formula (I) with an alpha, omega-dihydroxypolydimethylsiloxane oil of the formula: HO(Si(CH.sub.3).sub.2 O).sub.y H (III) in which y is 2 to 60; (B) a chlorinated polyolefin; and (C) a polydiorganosiloxane composition which is self-curable or moisture-curable at ambient temperature, said step of dispersing the pigment in a liquid hydroxyl-terminated polydiorganosiloxane being carried out before the pigment contacts the amino-substituted silicon compound (A) or any curing agent or material containing silicon-bonded hydrolysable groups which forms part of the polydiorganosiloxane (C).
Claim 19
Dependent Claim
264 words
A process for preparing a pigmented primer composition comprising dispersing a pigment in a liquid hydroxyl-terminated polydiorganosiloxane and mixing the resulting pigment dispersion with (A) an amino-substituted silicon compound which is selected from the group consisting of (i) primary amine-functional silanes of the formula: (RO).sub.x R.sub.(3-x) SiR.sup.1 NHR.sup.2 (I) where the radicals R, which can be the same or different, are monovalent hydrocarbon radicals having 1 to 12 carbon atoms and optionally containing an ether linkage; R 1 is an alkylene radical having 2 to 4 carbon atoms or a divalent aliphatic ether radical having 3 to 8 carbon atoms; R 2 is hydrogen or a (primary amino)-alkyl group having 2 to 4 carbon atoms and x is 2 or 3; (ii) reaction products of a primary amine-functional silane of the formula (I) with an epoxy-functional silane of the formula: A-- Si(B).sub.a (OB).sub.(3-a) (II) where A is an epoxide-substituted monovalent hydrocarbon radical having 4 to 12 carbon atoms; the radicals B, which can be the same or different, are alkyl radicals having 1 to 4 carbon atoms; and a is 0 or 1; and (iii) reaction products of a primary amine-functional silane of the formula (I) with an alpha, omega-dihydroxypolydimethylsiloxane oil of the formula: HO(Si(CH.sub.3).sub.2 O).sub.y H (III) in which y is 2 to 60; (B) a chlorinated polyolefin; and (C) a curing agent which together with the liquid hydroxyl-terminated polydiorganosiloxane forms the room-temperature-curable polydiorganosiloxane (C), said step of dispersing the pigment in a liquid hydroxyl-terminated polydiorganosiloxane being carried out before the pigment contacts the amino-substituted silicon compound (A) or the said curing agent.
Claim 20
Dependent Claim
264 words
A process for preparing a pigmented primer composition comprising dispersing a pigment in a liquid hydroxyl-terminated polydiorganosiloxane and mixing the resulting pigment dispersion with (A) an amino-substituted silicon compound which is selected from the group consisting of (i) primary amine-functional silanes of the formula: (RO).sub.x R.sub.(3-x) SiR.sup.1 NHR.sup.2 (I) where the radicals R, which can be the same or different, are monovalent hydrocarbon radicals having 1 to 12 carbon atoms and optionally containing an ether linkage; R 1 is an alkylene radical having 2 to 4 carbon atoms or a divalent aliphatic ether radical having 3 to 8 carbon atoms; R 2 is hydrogen or a (primary amino)-alkyl group having 2 to 4 carbon atoms and x is 2 or 3; (ii) reaction products of a primary amine-functional silane of the formula (I) with an epoxy-functional silane of the formula: A-- Si(B).sub.a (OB).sub.(3-a) (II) where A is an epoxide-substituted monovalent hydrocarbon radical having 4 to 12 carbon atoms; the radicals B, which can be the same or different, are alkyl radicals having 1 to 4 carbon atoms; and a is 0 or 1; and (iii) reaction products of a primary amine-functional silane of the formula (I) with an alpha, omega-dihydroxypolydimethylsiloxane oil of the formula: HO(Si(CH.sub.3).sub.2 O).sub.y H (III) in which y is 2 to 60; (B) a chlorinated polyolefin; and (C) a curing agent which together with the liquid hydroxyl-terminated polydiorganosiloxane forms the room-temperature-curable polydiorganosiloxane (C), said step of dispersing the pigment in a liquid hydroxyl-terminated polydiorganosiloxane being carried out before the pigment contacts the amino-substituted silicon compound (A) or the said curing agent.
Claim 21
Dependent Claim
243 words
A process for coating a substrate with a room-temperature-vulcanisable silicone rubber composition, wherein the substrate is coated with a primer composition which comprises: (A) an amino-substituted silicon compound which is selected from the group consisting of (i) primary amine-functional silanes of the formula: (RO).sub.x R.sub.(3-x) SiR.sup.1 NHR.sup.2 (I) where the radicals R, which can be the same or different, are monovalent hydrocarbon radicals having 1 to 12 carbon atoms and optionally containing an ether linkage; R 1 is an alkylene radical having 2 to 4 carbon atoms or a divalent aliphatic ether radical having 3 to 8 carbon atoms; R 2 is hydrogen or a (primary amino)-alkyl group having 2 to 4 carbon atoms; and x is 2 or 3; (ii) reaction products of a primary amine-functional silane of the formula (I) with an epoxy-functional silane of the formula: A-- Si(B).sub.a (OB).sub.(3-a) (II) where A is an epoxide-substituted monovalent hydrocarbon radical having 4 to 12 carbon atoms; the radicals B, which can be the same or different, are alkyl radicals having 1 to 4 carbon atoms; and a is 0 or 1; and (iii) reaction products of a primary amine-functional silane of the formula (I) with an alpha, omega-dihydroxypolydimethylsiloxane oil of formula: HO(Si(CH.sub.3).sub.2 O).sub.y H (III) in which y is 2 to 60; (B) a chlorinated polyolefin; and (C) a polydiorganosiloxane composition which is self-curable or moisture-curable at ambient temperature; and the room-temperature-vulcanisable silicone rubber composition is applied over the said primer composition.
Claim 22
Dependent Claim
243 words
A process for coating a substrate with a room-temperature-vulcanisable silicone rubber composition, wherein the substrate is coated with a primer composition which comprises: (A) an amino-substituted silicon compound which is selected from the group consisting of (i) primary amine-functional silanes of the formula: (RO).sub.x R.sub.(3-x) SiR.sup.1 NHR.sup.2 (I) where the radicals R, which can be the same or different, are monovalent hydrocarbon radicals having 1 to 12 carbon atoms and optionally containing an ether linkage; R 1 is an alkylene radical having 2 to 4 carbon atoms or a divalent aliphatic ether radical having 3 to 8 carbon atoms; R 2 is hydrogen or a (primary amino)-alkyl group having 2 to 4 carbon atoms; and x is 2 or 3; (ii) reaction products of a primary amine-functional silane of the formula (I) with an epoxy-functional silane of the formula: A-- Si(B).sub.a (OB).sub.(3-a) (II) where A is an epoxide-substituted monovalent hydrocarbon radical having 4 to 12 carbon atoms; the radicals B, which can be the same or different, are alkyl radicals having 1 to 4 carbon atoms; and a is 0 or 1; and (iii) reaction products of a primary amine-functional silane of the formula (I) with an alpha, omega-dihydroxypolydimethylsiloxane oil of formula: HO(Si(CH.sub.3).sub.2 O).sub.y H (III) in which y is 2 to 60; (B) a chlorinated polyolefin; and (C) a polydiorganosiloxane composition which is self-curable or moisture-curable at ambient temperature; and the room-temperature-vulcanisable silicone rubber composition is applied over the said primer composition.
Claim 23
Dependent Claim
58 words
A process according to claim 17, wherein the polydiorganosiloxane (C) of the primer composition comprises an alpha, omega-dihydroxypolydiorganosiloxane and a curing agent selected from the group consisting of ketiminoxysilane, acyloxysilane and alkoxysilane curing agents, and the room-temperature-vulcanisable silicone rubber composition comprises an alpha, omega-dihydroxypolydiorganosiloxane and a curing agent of the same type as used in the primer composition.
Claim 24
Dependent Claim
49 words
A process according to claim 17, wherein the polydiorganosiloxane (C) of the primer composition is a polydiorganosiloxane containing silicon-bonded hydroxyl groups as terminal groups and the room-temperature-vulcanisable silicone rubber composition comprises a polydiorganosiloxane terminated with silicon-bonded hydrolysable groups of the same type as those in the room-temperature-curable polydiorganosiloxane (C).
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1997-02-28 | 1997-08-30 | 1998-03-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2001-02-28 | 2001-08-30 | 2002-03-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2005-02-28 | 2005-08-30 | 2006-03-01 | $7700.00 | Window Closed / Lapsed |