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US5739238A Expired / Lapsed US ⏱️ 0.0 years remaining

Alkoxysilyl-functional oligomers in curable silane polymer compositions

Assignee: General Electric Co
•
Filing: 1996-11-12
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Granted: 1998-04-14
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Expires: 2016-11-12
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Abstract

Abstract Disclosed are curable compositions based on a curable polymeric component containing hydrolyzable alkoxysilyl groups and also containing an oligomeric component which is composed at least in part of units containing hydrolyzable alkoxysilyl groups. The oligomeric component serves both to lower the viscosity of the composition, and to react with the polymeric component during cure, thereby lessening the use of volatile solvents.

Inventors

  • 👤 Herbert E. Petty
  • 👤 Shiu-Chin H. Su

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 23:36
CPC Classifications
C; C09; C09D; C09D143/00; C09D143/04; C08; C08L; C08L2205/00; C08L2205/02; C08L43/00; C08L43/04

Claims Analysis

Total Claims: 34
Claim 1
Independent Claim 154 words
A fluid composition comprising: (A) a polymeric component obtained by polymerization of ethylenically unsaturated monomers at least a portion of which is selected from the group consisting of ethylenically unsaturated alkoxysilanes, ethylenically unsaturated acyloxysilanes, and mixtures thereof; and (B) an oligomeric component obtained by polymerization of a monomer mixture comprising one or more silanes selected from the group consisting of vinyltrialkoxysilanes, vinylalkyldialkoxysilanes, and vinyldialkylmono-alkoxysilanes, said monomer mixture optionally containing one or more comonomers selected from the group consisting of vinyl esters, methacrylate esters, acrylate esters, nitriles containing up to 6 carbon atoms, vinyl chloride, maleate diesters, styrene, and methyl-substituted styrene; wherein the average chain length of said oligomeric component is selected so that it is essentially non-volatile and reduces the viscosity of said composition; wherein said composition is curable into a film by reaction of said polymeric component with said oligomeric component by adding to said composition a cure catalyst and curing said composition.
Claim 2
Dependent Claim 154 words
A fluid composition comprising: (A) a polymeric component obtained by polymerization of ethylenically unsaturated monomers at least a portion of which is selected from the group consisting of ethylenically unsaturated alkoxysilanes, ethylenically unsaturated acyloxysilanes, and mixtures thereof; and (B) an oligomeric component obtained by polymerization of a monomer mixture comprising one or more silanes selected from the group consisting of vinyltrialkoxysilanes, vinylalkyldialkoxysilanes, and vinyldialkylmono-alkoxysilanes, said monomer mixture optionally containing one or more comonomers selected from the group consisting of vinyl esters, methacrylate esters, acrylate esters, nitriles containing up to 6 carbon atoms, vinyl chloride, maleate diesters, styrene, and methyl-substituted styrene; wherein the average chain length of said oligomeric component is selected so that it is essentially non-volatile and reduces the viscosity of said composition; wherein said composition is curable into a film by reaction of said polymeric component with said oligomeric component by adding to said composition a cure catalyst and curing said composition.
Claim 3
Dependent Claim 42 words
A composition according to claim 1 wherein said one or more silanes polymerized in obtaining said oligomeric component are selected from compounds wherein the alkyl groups contain 1 to 6 carbon atoms and the alkoxy groups contain 1 to 6 carbon atoms.
Claim 4
Dependent Claim 42 words
A composition according to claim 1 wherein said one or more silanes polymerized in obtaining said oligomeric component are selected from compounds wherein the alkyl groups contain 1 to 3 carbon atoms and the alkoxy groups contain 1 to 3 carbon atoms.
Claim 5
Dependent Claim 33 words
A composition according to claim 1 wherein said one or more silanes polymerized in obtaining said oligomeric component are selected from the group consisting of vinyltrimethoxysilane, vinylmethyldimethoxysilane, vinyldimethylmethoxysilane, vinylmethyldiethoxysilane, vinyltriethoxysilane, vinyltrispropoxysilane, and vinyltris(2-methoxyethoxy)silane.
Claim 6
Dependent Claim 67 words
A composition according to claim 1 wherein said oligomeric component is obtained by polymerization of a monomer mixture comprising said one or more silanes and one or more monomers selected from the group consisting of esters of acrylic acid and esters of methacrylic acid wherein the ester group contains 1 to 4 carbon atoms, acrylato(C 1 to C 6 alkyl)trialkoxysilanes, and methacrylato(C 1 to C 6 alkyl)trialkoxysilanes.
Claim 7
Dependent Claim 53 words
A composition according to claim 1 wherein the monomer mixture polymerized in obtaining said oligomeric component comprises a sufficient proportion of said one or more silanes to provide an average of at least two alkoxysilane groups per molecule of said oligomer and an equivalent weight per silicon atom of approximately 150 to 500.
Claim 8
Dependent Claim 19 words
A composition according to claim 1 wherein said oligomeric component (B) has a viscosity of 0.2 to 3000 centistokes.
Claim 9
Dependent Claim 56 words
A composition according to claim 1 wherein said ethylenically unsaturated alkoxysilanes and ethylenically unsaturated acyloxysilanes are selected from the group consisting of ethylenically unsaturated trisalkoxysilanes, ethylenically unsaturated monoalkyl-bisalkoxysilanes, ethylenically unsaturated dialkylmonoalkoxysilanes, ethylenically unsaturated trisacyloxysilanes, ethylenically unsaturated monoalkyl-bisacyloxysilanes, and ethylenically unsaturated dialkylmonoacyloxysilanes wherein the alkyl groups are optionally substituted with alkoxy containing 1 to 4 carbon atoms.
Claim 10
Dependent Claim 32 words
A composition according to claim 8 wherein said ethylenically unsaturated alkoxysilanes and ethylenically unsaturated acyloxysilanes are selected from compounds wherein the alkoxy, alkyl and acyl groups contain 1 to 6 carbon atoms.
Claim 11
Dependent Claim 43 words
A composition according to claim 1 wherein the monomers polymerized in obtaining said polymeric component comprise one or more ethylenically unsaturated monomers selected from the group consisting of gamma-acryloxypropyltrimethoxysilane, gamma-methacryloxypropyltrimethoxysilane, vinyltrimethoxysilane, gamma-acryloxypropyltriethoxysilane, gamma-methacryloxypropyltriethoxysilane, vinyltriethoxysilane, methylvinyldimethoxysilane, dimethylvinylmethoxysilane, methylvinyldiethoxysilane, dimethylvinylethoxysilane, vinyltris(2-methoxyethoxy)silane, vinylmethyldiacetoxysilane, gamma-acryloxypropyltriacetoxysilane, and methacrylatopropyltriacetoxysilane.
Claim 12
Dependent Claim 25 words
A composition according to claim 1 wherein the monomers polymerized in obtaining said polymeric component comprise one or more comonomers not containing a silicon atom.
Claim 13
Dependent Claim 84 words
A composition according to claim 11 wherein said one or more comonomers not containing a silicon atom are selected from the group consisting of vinyl esters of carboxylic acids containing up to 6 carbon atoms; acrylic and methacrylic acid; esters of acrylic acid, methacrylic acid, and crotonic acid, wherein the ester group contains 1 to 12 carbon atoms; nitriles containing up to 6 carbon atoms; vinyl chloride; maleate diesters wherein each ester group contains 1 to 8 carbon atoms; and styrene and methyl styrenes.
Claim 14
Dependent Claim 53 words
A composition according to claim 12 wherein said one or more comonomers not containing a silicon atom are selected from the group consisting of vinyl acetate, vinyl propionate, methyl acrylate, ethyl acrylate, propyl acrylate, butyl acrylate, 2-ethylhexyl acrylate, methyl methacrylate, ethyl acrylate, propyl methacrylate, butyl methacrylate, 2-ethylhexyl methacrylate, decyl methacrylate, and lauryl acrylate.
Claim 15
Dependent Claim 32 words
A composition according to claim 1 wherein said oligomeric component comprises about 2% to about 70%, by weight, of the total amount of the oligomeric and polymeric components present in said composition.
Claim 16
Dependent Claim 32 words
A composition according to claim 1 wherein said oligomeric component comprises about 5% to about 50%, by weight, of the total amount of the oligomeric and polymeric components present in said composition.
Claim 17
Dependent Claim 20 words
A composition according to claim 1 wherein the viscosity of said composition is 50 to 200 seconds (Ford Cup #4).
Claim 18
Independent Claim 144 words
A method of forming a film, comprising providing a mixture comprising: (A) a polymeric component obtained by polymerization of ethylenically unsaturated monomers at least a portion of which is selected from the group consisting of ethylenically unsaturated alkoxysilanes, ethylenically unsaturated acyloxysilanes, and mixtures thereof; and (B) an oligomeric component obtained by polymerization of a monomer mixture comprising one or more silanes selected from the group consisting of vinyltrialkoxysilanes, vinylalkyldialkoxysilanes, and vinyldialkylmono-alkoxysilanes, said monomer mixture optionally containing one or more comonomers selected from the group consisting of vinyl esters, methacrylate esters, acrylate esters, nitriles containing up to 6 carbon atoms, vinyl chloride, maleate diesters, styrene, and methyl-substituted styrene; wherein the average chain length of said oligomeric component is selected so that it is essentially non-volatile and reduces the viscosity of said composition; and (C) a cure catalyst on a substrate, and curing the resulting mixture.
Claim 19
Independent Claim 144 words
A method of forming a film, comprising providing a mixture comprising: (A) a polymeric component obtained by polymerization of ethylenically unsaturated monomers at least a portion of which is selected from the group consisting of ethylenically unsaturated alkoxysilanes, ethylenically unsaturated acyloxysilanes, and mixtures thereof; and (B) an oligomeric component obtained by polymerization of a monomer mixture comprising one or more silanes selected from the group consisting of vinyltrialkoxysilanes, vinylalkyldialkoxysilanes, and vinyldialkylmono-alkoxysilanes, said monomer mixture optionally containing one or more comonomers selected from the group consisting of vinyl esters, methacrylate esters, acrylate esters, nitriles containing up to 6 carbon atoms, vinyl chloride, maleate diesters, styrene, and methyl-substituted styrene; wherein the average chain length of said oligomeric component is selected so that it is essentially non-volatile and reduces the viscosity of said composition; and (C) a cure catalyst on a substrate, and curing the resulting mixture.
Claim 20
Dependent Claim 42 words
A method according to claim 17 wherein said one or more silanes polymerized in obtaining said oligomeric component are selected from compounds wherein the alkyl groups contain 1 to 6 carbon atoms and the alkoxy groups contain 1 to 6 carbon atoms.
Claim 21
Dependent Claim 42 words
A method according to claim 17 wherein said one or more silanes polymerized in obtaining said oligomeric component are selected from compounds wherein the alkyl groups contain 1 to 3 carbon atoms and the alkoxy groups contain 1 to 3 carbon atoms.
Claim 22
Dependent Claim 33 words
A method according to claim 17 wherein said one or more silanes polymerized in obtaining said oligomeric component are selected from the group consisting of vinyltrimethoxysilane, vinylmethyldimethoxysilane, vinyldimethylmethoxysilane, vinylmethyldiethoxysilane, vinyltriethoxysilane, vinyltrispropoxysilane, and vinyltris(2-methoxyethoxy)silane.
Claim 23
Dependent Claim 67 words
A method according to claim 17 wherein said oligomeric component is obtained by polymerization of a monomer mixture comprising said one or more silanes and one or more monomers selected from the group consisting of esters of acrylic acid and esters of methacrylic acid wherein the ester group contains 1 to 4 carbon atoms, acrylato(C 1 to C 6 alkyl)trialkoxysilanes, and methacrylato(C 1 to C 6 alkyl)trialkoxysilanes.
Claim 24
Dependent Claim 53 words
A method according to claim 17 wherein the monomer mixture polymerized in obtaining said oligomeric component comprises a sufficient proportion of said one or more silanes to provide an average of at least two alkoxysilane groups per molecule of said oligomer and an equivalent weight per silicon atom of approximately 150 to 500.
Claim 25
Dependent Claim 19 words
A method according to claim 17 wherein said oligomeric component (B) has a viscosity of 0.2 to 3000 centistokes.
Claim 26
Dependent Claim 56 words
A method according to claim 17 wherein said ethylenically unsaturated alkoxysilanes and ethylenically unsaturated acryloxysilanes are selected from the group consisting of ethylenically unsaturated trisalkoxysilanes, ethylenically unsaturated monoalkyl-bisalkoxysilanes, ethylenically unsaturated dialkylmonoalkoxysilanes, ethylenically unsaturated trisacyloxysilanes, ethylenically unsaturated monoalkyl-bisacyloxysilanes, and ethylenically unsaturated dialkylmonoacyloxysilanes wherein the alkyl groups are optionally substituted with alkoxy containing 1 to 4 carbon atoms.
Claim 27
Dependent Claim 32 words
A method according to claim 24 wherein said ethylenically unsaturated alkoxysilanes and ethylenically unsaturated acyloxysilanes are selected from compounds wherein the alkoxy, alkyl and acyl groups contain 1 to 6 carbon atoms.
Claim 28
Dependent Claim 43 words
A method according to claim 17 wherein the monomers polymerized in obtaining said polymeric component comprise one or more ethylenically unsaturated monomers selected from the group consisting of gamma-acryloxypropyltrimethoxysilane, gamma-methacryloxypropyltrimethoxysilane, vinyltrimethoxysilane, gamma-acryloxypropyltriethoxysilane, gamma-methacryloxypropyltriethoxysilane, vinyltriethoxysilane, methylvinyldimethoxysilane, dimethylvinylmethoxysilane, methylvinyldiethoxysilane, dimethylvinylethoxysilane, vinyltris(2-methoxyethoxy)silane, vinylmethyldiacetoxysilane, gamma-acryloxypropyltriacetoxysilane, and methacrylatopropyltriacetoxysilane.
Claim 29
Dependent Claim 25 words
A method according to claim 17 wherein the monomers polymerized in obtaining said polymeric component comprise one or more comonomers not containing a silicon atom.
Claim 30
Dependent Claim 84 words
A method according to claim 27 wherein said one or more comonomers not containing a silicon atom are selected from the group consisting of vinyl esters of carboxylic acids containing up to 6 carbon atoms; acrylic and methacrylic acid; esters of acrylic acid, methacrylic acid, and crotonic acid; wherein the ester group contains 1 to 12 carbon atoms; nitriles containing up to 6 carbon atoms; vinyl chloride; maleate diesters wherein each ester group contains 1 to 8 carbon atoms; and styrene and methyl styrenes.
Claim 31
Dependent Claim 53 words
A method according to claim 28 wherein said one or more comonomers not containing a silicon atom are selected from the group consisting of vinyl acetate, vinyl propionate, methyl acrylate, ethyl acrylate, propyl acrylate, butyl acrylate, 2-ethylhexyl acrylate, methyl methacrylate, ethyl acrylate, propyl methacrylate, butyl methacrylate, 2-ethylhexyl methacrylate, decyl methacrylate, and lauryl acrylate.
Claim 32
Dependent Claim 32 words
A method according to claim 17 wherein said oligomeric component comprises about 2% to about 70%, by weight, of the total amount of the oligomeric and polymeric components present in said composition.
Claim 33
Dependent Claim 32 words
A method according to claim 17 wherein said oligomeric component comprises about 5% to about 50%, by weight, of the total amount of the oligomeric and polymeric components present in said composition.
Claim 34
Dependent Claim 20 words
A method according to claim 17 wherein the viscosity of said composition is 50 to 200 seconds (Ford Cup #4).

References Cited (Backward Citations)

US5219560A Cited
US5358995A Cited

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