Patent EP0250633A1 successfully refreshed from Google Patents.
EP0250633A1
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Acrylic and acrylic/epoxy copolymer composition
Assignee: Akzo Nobel Paints LLC
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Filing: 1986-07-03
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Granted: —
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Expires: 2006-07-03
Abstract
Abstract Package and tank stable, low temperature self-curing, cation-active aqueous soluble or dispersible coating compositions are prepared by copolymerizing blocked meta-isopropenyl-a,a-dimethylbenzyl isocyanate (m-TMI) with various vinyl unsaturated monomers optionally in the presence of epoxy-amine adduct. These cation-active polymers when acidified or partially acidified provide aqueous solutions or dispersions especially useful as low temperature curable vehicles in cathodic electrocoating.
Inventors
- 👤 Edward Thomas Turpin
- 👤 David Thomas Thrane
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-10-29 08:06
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/0804; C08G18/0809; C08G18/0814; C08G18/28; C08G18/40; C08G18/64; C08G18/6415; C08G18/643; C08G18/70; C08G18/72; C08G18/728; C09; C09D; C09D5/00; C09D5/44; C09D5/4407; C09D5/4473
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
244 words
A self-curable amino cation-active aqueous acid-dispersible polymer composition containing amino, hydroxyl and blocked isocyanate functionality derived from the polymerization of: (a) at least 5 weight percent of a polymerizable blocked monoisocyanate having the formula: wherein R 1 is hydrogen or C1.3 lower alkyl group; R 2 is a diradical selected from the group consisting of phenylene, benzylene or a,a-dimethylbenzylene group; and M is an isocyanate blocking agent residue; said blocked monoisocyanate being copolymerized with (b) 30 to 95 weight percent polymerizable vinyl comonomer comprising at least one member of the group consisting of acrylate and methacrylate esters, styrene, vinyl chloride, vinylidene chloride and vinyl acetate and wherein said acrylate or methacrylate esters are selected from alkyl, hydroxyalkyl, alkylaminoalkyl and dialkylaminoalkyl esters, wherein the weight percentages are based on the combined weights of A and B monomers and total 100 percent; and wherein said polymerization is optionally carried out in the presence of (c) 60 to 300 weight percent of an amine-epoxy adduct comprising the reaction product of an epoxide and an organic amine having at least one primary or secondary amino group reactive with said epoxide; said percent (c) being based on total weights of (a) and (b) monomers; wherein the amine cation-activity is derived from monomer (b), amino-epoxy adduct (c) or combinations thereof, sufficient to provide an amino-cation activity of from about 35 to 175 milliequivalents per 100 gram resin solids and to effect polymer solubilization or dispersion on partial or full acidification.
Claim 2
Dependent Claim
244 words
A self-curable amino cation-active aqueous acid-dispersible polymer composition containing amino, hydroxyl and blocked isocyanate functionality derived from the polymerization of: (a) at least 5 weight percent of a polymerizable blocked monoisocyanate having the formula: wherein R 1 is hydrogen or C1.3 lower alkyl group; R 2 is a diradical selected from the group consisting of phenylene, benzylene or a,a-dimethylbenzylene group; and M is an isocyanate blocking agent residue; said blocked monoisocyanate being copolymerized with (b) 30 to 95 weight percent polymerizable vinyl comonomer comprising at least one member of the group consisting of acrylate and methacrylate esters, styrene, vinyl chloride, vinylidene chloride and vinyl acetate and wherein said acrylate or methacrylate esters are selected from alkyl, hydroxyalkyl, alkylaminoalkyl and dialkylaminoalkyl esters, wherein the weight percentages are based on the combined weights of A and B monomers and total 100 percent; and wherein said polymerization is optionally carried out in the presence of (c) 60 to 300 weight percent of an amine-epoxy adduct comprising the reaction product of an epoxide and an organic amine having at least one primary or secondary amino group reactive with said epoxide; said percent (c) being based on total weights of (a) and (b) monomers; wherein the amine cation-activity is derived from monomer (b), amino-epoxy adduct (c) or combinations thereof, sufficient to provide an amino-cation activity of from about 35 to 175 milliequivalents per 100 gram resin solids and to effect polymer solubilization or dispersion on partial or full acidification.
Claim 3
Dependent Claim
24 words
The composition of Claim 1 wherein the monoisocyanate is meta-isopropenyl-a,a-dimethylbenzyl isocyanate blocked with caprolactam, and vinyl comonomer (b) is present at 40-85 weight percent.
Claim 4
Dependent Claim
19 words
The composition of Claim 2 wherein amino-cation activity is derived solely from ionizable amino-containing acrylic or methacrylic ester monomers.
Claim 5
Dependent Claim
12 words
The composition of Claim 3 wherein the amino-containing ester is dimethylaminoethyl methacrylate.
Claim 6
Dependent Claim
51 words
The composition of Claim 2 wherein the amine-epoxy adduct is the reaction product of diglycidyl bisphenol A resin and a primary or secondary amine and has a molecular weight from about 600 to about 4000 and wherein said adduct supplies at least 10% of the amino-cation activity of the self-curable composition.
Claim 7
Dependent Claim
128 words
The process of coating a substrate which comprises (a) providing a self-curing blocked-isocyanate polymer prepared by polymerizing at least 5 weight percent blocked metaisopropenyl-a.a-dimethylbenzyl isocyanate polymerized alone or copolymerized with one or more vinyl unsaturated copolymerizable comonomers selected from the group consisting of styrene; and alkyl, hydroxyalkyl, aminoalkyl, alkylaminoalkyl or dialkylaminoalkyl acrylate or methacrylate esters; wherein said polymerization or copolymerization is optionally conducted in the presence of 60 to 300 weight percent of an amine-epoxy adduct, based on the total weight of the blocked isocyanate and vinyl monomers; said polymer having an amino nitrogen content sufficient to disperse or dissolve the polymer in water on acidification or partial acidification; (b) applying said polymer as an acidified aqueous solution or dispersion to a substrate; (c) curing the coated substrate.
Claim 8
Dependent Claim
128 words
The process of coating a substrate which comprises (a) providing a self-curing blocked-isocyanate polymer prepared by polymerizing at least 5 weight percent blocked metaisopropenyl-a.a-dimethylbenzyl isocyanate polymerized alone or copolymerized with one or more vinyl unsaturated copolymerizable comonomers selected from the group consisting of styrene; and alkyl, hydroxyalkyl, aminoalkyl, alkylaminoalkyl or dialkylaminoalkyl acrylate or methacrylate esters; wherein said polymerization or copolymerization is optionally conducted in the presence of 60 to 300 weight percent of an amine-epoxy adduct, based on the total weight of the blocked isocyanate and vinyl monomers; said polymer having an amino nitrogen content sufficient to disperse or dissolve the polymer in water on acidification or partial acidification; (b) applying said polymer as an acidified aqueous solution or dispersion to a substrate; (c) curing the coated substrate.
Claim 9
Dependent Claim
19 words
The process of claim 6 wherein the copolymer is a product as claimed in any one of claims 1-5.
Claim 10
Dependent Claim
50 words
The process of Claim 7 wherein the self-curing polymer is formed from the monomers blocked meta-isopropenyl-a,a-dimethylbenzyl isocyanate copolymerized with methyl methacrylate, ethyl acrylate, dimethylaminoethyl methacrylate and 2-hydroxyethyl acrylate and the total amino content available for amino cation-activity is from about 35 to about 175 milliequivalents per 100 gram resin solids.
Claim 11
Dependent Claim
30 words
The polymer composition of claim 1 wherein the product is one obtained by using a blocked monoisocyanate derived from isocyanoalkyl acrylate or isocyanoalkyl methacrylate in place of the benzylene monoisocyanate.
Claim 12
Independent Claim
49 words
A method of electrocoating an electrically conductive surface serving as a cathode which comprises passing an electric current between said cathode and an anode in contact with an aqueous electrodepositable composition, wherein said composition comprises the acid/solubilized, or dispersed self-curable composition of any one of claims 1-5 or 9.
Claim 13
Dependent Claim
54 words
Process for cathodic electrocoating according to claim 9 wherein said self-curing blocked-isocyanate polymer is prepared by polymerizing at least 5 weight percent blocked isocyanatoethyl methacrylate copolymerized with one or more vinyl unsaturated copolymerizable comonomers selected from the group consisting of styrene. alkyl, hydroxyalkyl, aminoalkyl, alkylaminoalkyl or dialkylaminoalkyl acrylate or methacrylate esters; or mixtures thereof.
Claim 14
Dependent Claim
32 words
The process of claim 11 wherein the copolymer is derived from styrene, hydroxyethyl acrylate, ethyl acrylate and dimethylaminoethyl methacrylate and the amine-epoxy adduct is present at 100-300 weight percent basis total monomer.
Claim 15
Dependent Claim
13 words
A paint comprising the composition of any one of claims 1-5 and 9.
References Cited (Backward Citations)
US3947338A
Cited
US4264748A
Cited
EP0036471B1
Cited
EP0113845A1
Cited
EP0130322A2
Cited
US4608314A
Cited
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