US4184025A
Expired / Lapsed
US
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High solids coating composition adapted for use as automotive topcoat-#3
Assignee: EIDP Inc
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Filing: 1978-09-22
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Granted: 1980-01-15
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Expires: 1998-09-22
Abstract
Abstract A fast curing, high solids coating composition adapted for use as an automotive topcoat, which upon curing forms a hard, glossy, durable coating exhibiting excellent resistance to solvents and water. The coating composition contains greater than about 60 percent by weight of non-volatile solids and, exclusive of pigments, solvents and other nonreactive components, consists essentially of: (A) a copolymer bearing pendant epoxy functionality, having a number average molecular weight (M n ) of between about 1500 and about 10,000 and a glass transition temperature (Tg) of between about -25° and about 70° C.; (B) a reactive catalyst comprising at least one hydroxy functional organophosphate ester selected from certain mono- and diesters of phosphoric acid; (C) an amine-aldehyde crosslinking agent; and (D) optionally, a hydroxy functional additive. The hydroxy functional organophosphate ester is included in the composition in an amount sufficient to provide between about 0.67 and about 1.4 equivalents of acid functionality for each equivalent of pendant epoxy functionality of copolymer (A), and the amino crosslinking agent is included in the composition in an amount sufficient to provide at least about 0.4 equivalents of nitrogen crosslinking functionality for each equivalent of hydroxy functionality included in the composition.
Inventors
- 👤 Mohinder S. Chattha
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 23:28
CPC Classifications
C; C09; C09D; C09D201/00; C09D201/02; C09D201/06; C08; C08G; C08G59/00; C08G59/18; C08G59/20; C08G59/32; C08G59/3209; C08G59/40; C08G59/4007; C08G59/4071; Y; Y10; Y10S; Y10S525/00; Y10S525/913
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
297 words
A thermosetting coating composition adapted for low temperature bake applications which contains greater than about 60% by weight of nonvolatile solids, and which, exclusive of pigments, solvents and other nonreactive components, consists essentially of: (A) a copolymer bearing pendant epoxy functionality, having a number average molecular weight (M n ) of between about 1500 and about 10,000 and a glass transition temperature (Tg) of between about -25° C. and about 70° C., said copolymer consisting of between about 10 and about 30 weight percent of monoethylenically unsaturated monomers bearing glycidyl functionality and between about 90 and about 70 weight percent of other monoethylenically unsaturated monomers; (B) a reactive catalyst comprising at least one hydroxy functional organophosphate ester having the formula: ##STR3## wherein n=1 to 2 and R is selected from the group consisting of mono- or dihydroxy alkyl, cycloalkyl, or aryl radicals; (C) an amine-aldehyde crosslinking agent; and (D) up to 45 weight percent based on the total weight of (A), (B), (C), and (D) of a hydroxy functional additive having a number average molecular weight (M n ) of between 150 and about 6000, said hydroxy functional organophosphate ester being included in said composition in an amount sufficient to provide between about 0.67 and about 1.4 equivalents of acid functionality for each equivalent of pendant epoxy functionality on said copolymer, and said amine-aldehyde crosslinking agent being included in said composition in an amount sufficient to provide at least about 0.4 equivalents of nitrogen crosslinking functionality for each equivalent of hydroxy functionality included in said composition either as (i) an organic hydroxyl group on said organophosphate ester, (ii) a hydroxyl group on said hydroxy functional additive, or (iii) as a result of esterification of said pendant epoxy functionality of said copolymer during cure of said coating composition.
Claim 2
Dependent Claim
297 words
A thermosetting coating composition adapted for low temperature bake applications which contains greater than about 60% by weight of nonvolatile solids, and which, exclusive of pigments, solvents and other nonreactive components, consists essentially of: (A) a copolymer bearing pendant epoxy functionality, having a number average molecular weight (M n ) of between about 1500 and about 10,000 and a glass transition temperature (Tg) of between about -25° C. and about 70° C., said copolymer consisting of between about 10 and about 30 weight percent of monoethylenically unsaturated monomers bearing glycidyl functionality and between about 90 and about 70 weight percent of other monoethylenically unsaturated monomers; (B) a reactive catalyst comprising at least one hydroxy functional organophosphate ester having the formula: ##STR3## wherein n=1 to 2 and R is selected from the group consisting of mono- or dihydroxy alkyl, cycloalkyl, or aryl radicals; (C) an amine-aldehyde crosslinking agent; and (D) up to 45 weight percent based on the total weight of (A), (B), (C), and (D) of a hydroxy functional additive having a number average molecular weight (M n ) of between 150 and about 6000, said hydroxy functional organophosphate ester being included in said composition in an amount sufficient to provide between about 0.67 and about 1.4 equivalents of acid functionality for each equivalent of pendant epoxy functionality on said copolymer, and said amine-aldehyde crosslinking agent being included in said composition in an amount sufficient to provide at least about 0.4 equivalents of nitrogen crosslinking functionality for each equivalent of hydroxy functionality included in said composition either as (i) an organic hydroxyl group on said organophosphate ester, (ii) a hydroxyl group on said hydroxy functional additive, or (iii) as a result of esterification of said pendant epoxy functionality of said copolymer during cure of said coating composition.
Claim 3
Dependent Claim
23 words
A composition in accordance with claim 1, wherein said monoethylenically unsaturated monomers bearing glycidyl functionality are selected from glycidyl esters and glycidyl ethers.
Claim 4
Dependent Claim
25 words
A composition in accordance with claim 2, wherein said monoethylenically unsaturated monomers bearing glycidyl functionality are selected from glycidyl esters of monoethylenically unsaturated carboxylic acids.
Claim 5
Dependent Claim
30 words
A composition in accordance with claim 1, wherein said other monoethylenically unsaturated monomers in said copolymer are selected from the group consisting of acrylates and other monoethylenically unsaturated vinyl monomers.
Claim 6
Dependent Claim
42 words
A composition in accordance with claim 4, wherein said acrylate monomers comprise at least about 50 weight percent of the total monomers in said copolymer and are selected from esters of C 1 -C 12 monohydric alcohols and acrylic or methacrylic acids.
Claim 7
Dependent Claim
33 words
A composition in accordance with claim 1, wherein said hydroxy functional organophosphate esters are esters wherein R is a mono- or dihydroxy alkyl, cycloalkyl or aryl radical containing 3 to 10 carbon atoms.
Claim 8
Dependent Claim
33 words
A composition in accordance with claim 1, wherein at least a portion of said organophosphate esters are esters wherein R is a mono- or dihydroxy alkyl radical containing 3 to 10 carbon atoms.
Claim 9
Dependent Claim
14 words
A composition in accordance with claim 1, wherein said organophosphate ester is a monoester.
Claim 10
Dependent Claim
14 words
A composition in accordance with claim 1, wherein said organophosphate ester is a diester.
Claim 11
Dependent Claim
18 words
A composition in accordance with claim 1, wherein said organophosphate ester is a mixture of mono- and diesters.
Claim 12
Dependent Claim
33 words
A composition in accordance with claim 10, wherein said hydroxy functional organophosphate esters are esters wherein R is a mono- or dihydroxy alkyl, cycloalkyl or aryl radical containing 3 to 10 carbon atoms.
Claim 13
Dependent Claim
33 words
A composition in accordance with claim 10, wherein at least a portion of said organophosphate esters are esters wherein R is a mono- or dihydroxy alkyl radical containing 3 to 10 carbon atoms.
Claim 14
Dependent Claim
36 words
A composition in accordance with claim 1 wherein said reactive catalyst including said hydroxy functional organophosphate ester is the reaction product of an excess of an alkyl, cycloalkyl or aryl diol or triol and phosphorus pentoxide.
Claim 15
Dependent Claim
45 words
A composition in accordance with claim 1 wherein said reactive catalyst including said hydroxy functional organophosphate ester is the reaction product of an excess of an alkyl, cycloalkyl or aryl triol in which at least one of the hydroxyl groups is secondary, and phosphorus pentoxide.
Claim 16
Dependent Claim
42 words
A composition in accordance with claim 1 wherein said reactive catalyst including said hydroxy functional organophosphate ester is the reaction product of an alkyl, cycloalkyl or aryl monoepoxide and phosphoric acid in a molar ratio of between about 1:1 and about 2:1.
Claim 17
Dependent Claim
14 words
A composition in accordance with claim 15 wherein said monoepoxide also bears hydroxy functionality.
Claim 18
Dependent Claim
20 words
A composition in accordance with claim 15 wherein said monoepoxide is selected from monoepoxy esters, monoepoxy ethers and alkylene oxides.
Claim 19
Dependent Claim
65 words
A composition in accordance with claim 1, wherein said amino resin crosslinking agent is amine-aldehyde selected from the group consisting of condensation products of formaldehyde with melamine, substituted melamine, urea, benzoguanamine and substituted benzoguanamine, and mixtures of said condensation products and is included in an amount sufficient to provide between about 0.6 and about 2.1 equivalents of nitrogen crosslinking functionality per equivalent of hydroxy functionality.
Claim 20
Dependent Claim
79 words
A composition in accordance with claim 1, wherein said hydroxy functional additive is a polyol selected from the group consisting of (i) hydroxy functional polyesters, (ii) hydroxy functional polyethers, (iii) hydroxy functional oligoesters, (iv) monomeric polyols, (v) hydroxy functional copolymers formed from monoethylenically unsaturated monomers, one or more of which bears hydroxy functionality and which is included in said copolymer in amounts ranging from about 10 to about 30 weight percent of said copolymer, and (vi) mixtures of (i)-(v).
Claim 21
Dependent Claim
39 words
A composition in accordance with claim 1, wherein said organophosphate ester is included in said composition in an amount sufficient to provide between about 1.2 equivalents of acid functionality for each equivalent of pendant epoxy functionality on said copolymer.
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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) | 1983-01-14 | 1983-07-16 | 1984-01-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-01-14 | 1987-07-16 | 1988-01-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-01-14 | 1991-07-16 | 1992-01-15 | $7700.00 | Window Closed / Lapsed |