US4181785A
Expired / Lapsed
US
⏱️ 0.0 years remaining
High solids coating composition adapted for use as automotive topcoat- #2
Assignee: EIDP Inc
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Filing: 1978-09-22
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Granted: 1980-01-01
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Expires: 1998-09-22
Abstract
Abstract A fast curing, high solids coating composition that is adapted for use as an automotive topcoat and which upon curing forms a hard, glossy, durable coating exhibiting excellent resistance to solvent and water. The coating composition contains greater than about 60 percent by weight of nonvolatile solids and, exclusive of pigments, solvents and other nonreactive components, consists essentially of: (A) a bifunctional copolymer bearing hydroxy functionality and pendant epoxy functionality, having a number average molecular weight (Mn) of between about 1500 and about 10,000 and a glass transition temperature (Tg) of between about -25 DEG and about 70 DEG C.; (B) at least one organophosphate ester selected from certain mono- and diesters of phosphoric acid; (C) an amine-aldehyde resin crosslinking agent; and (D) optionally a hydroxy functional additive. The 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 the copolymer of (A), and the amino crosslinking agent is included in the composition in an amount sufficient to provide at least about 0.67 equivalents of nitrogen crosslinking functionality for each equivalent of hydroxy functionality included in the composition (i) as a hydroxyl group on said optional hydroxy functional additive, (ii) as a hydroxyl group on said bifunctional copolymer or (iii) as a result of esterification of the pendent epoxy functionality of said bifunctional copolymer during curing of the composition.
Inventors
- 👤 Mohinder S. Chattha
- 👤 Elaine C. Siwiec Beckwith
- 👤 Henk VAN Oene
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 09:45
CPC Classifications
C; C09; C09D; C09D133/00; C09D133/04; C09D133/06; C09D133/10; C08; C08G; C08G59/00; C08G59/18; C08G59/20; C08G59/32; C08G59/3209; C08G59/40; C08G59/4007; C08G59/4071; C09D5/00; C09D5/38; C08L; C08L61/00; C08L61/20; Y; Y10; Y10S; Y10S525/00; Y10S525/913
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
337 words
A thermosetting coating composition adapted for low temperature bake applications which contains greater than about 60 percent by weight of nonvolatile solids, and which, exclusive of pigments, solvents and other nonreactive components, consists essentially of: (A) a bifunctional copolymer bearing hydroxy functionality and 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 essentially of (i) between about 5 and about 25 weight percent of monoethylenically unsaturated monomers bearing glycidyl functionality and between about 5 and about 25 weight percent of monoethylenically unsaturated monomers bearing hydroxy functionality, with the total of said monoethylenically unsaturated monomers bearing either said glycidyl functionality of said hydroxy functionality being not greater than about 30 weight percent of said copolymer, and (ii) between about 90 and about 70 weight percent of other monoethylenically unsaturated monomers; (B) At least one organophosphate ester having the formula: ##STR3## wherein n=1 to 2 and R is selected from alkyl, cycloalkyl or aryl radicals; (C) an amine-aldehyde crosslinking agent; and (D) up to about 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 about 150 and about 6,000; said 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 bifunctional copolymer, and said amine-aldehyde crosslinking agent being included in said composition in an amount sufficient to provide at least about 0.67 equivalents of nitrogen crosslinking functionality for each equivalent of hydroxy functionality included in said composition (i) as a hydroxyl group on said hydroxy functional additive, (ii) as a hydroxyl group on said bifunctional copolymer, or (iii) as the result of esterification of the pendant epoxy functionality of said bifunctional copolymer during cure of said coating composition.
Claim 2
Dependent Claim
337 words
A thermosetting coating composition adapted for low temperature bake applications which contains greater than about 60 percent by weight of nonvolatile solids, and which, exclusive of pigments, solvents and other nonreactive components, consists essentially of: (A) a bifunctional copolymer bearing hydroxy functionality and 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 essentially of (i) between about 5 and about 25 weight percent of monoethylenically unsaturated monomers bearing glycidyl functionality and between about 5 and about 25 weight percent of monoethylenically unsaturated monomers bearing hydroxy functionality, with the total of said monoethylenically unsaturated monomers bearing either said glycidyl functionality of said hydroxy functionality being not greater than about 30 weight percent of said copolymer, and (ii) between about 90 and about 70 weight percent of other monoethylenically unsaturated monomers; (B) At least one organophosphate ester having the formula: ##STR3## wherein n=1 to 2 and R is selected from alkyl, cycloalkyl or aryl radicals; (C) an amine-aldehyde crosslinking agent; and (D) up to about 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 about 150 and about 6,000; said 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 bifunctional copolymer, and said amine-aldehyde crosslinking agent being included in said composition in an amount sufficient to provide at least about 0.67 equivalents of nitrogen crosslinking functionality for each equivalent of hydroxy functionality included in said composition (i) as a hydroxyl group on said hydroxy functional additive, (ii) as a hydroxyl group on said bifunctional copolymer, or (iii) as the result of esterification of the pendant epoxy functionality of said bifunctional copolymer during cure of said coating composition.
Claim 3
Dependent Claim
27 words
A composition in accordance with claim 1 wherein said monoethylenically unsaturated monomers bearing epoxy functionality in said bifunctional copolymer 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
44 words
A composition in accordance with claim 1 wherein said monoethylenically unsaturated monomers bearing hydroxy functionality in said bifunctional copolymer are selected from the group consisting of hydroxyalkyl acrylates formed by the reaction of C 2 -C 5 dihydric alcohols and acrylic or methacrylic acids.
Claim 6
Dependent Claim
31 words
A composition in accordance with claim 1 wherein said other monoethylenically unsaturated monomers in said bifunctional copolymer are selected from the group consisting of acrylates or other monoethylenically unsaturated vinyl monomers.
Claim 7
Dependent Claim
47 words
A composition in accordance with claim 5 wherein said acrylate monomers comprise at least about 50 weight percent of the total monomers in said bifunctional copolymer and are selected from the group consisting of esters of C 1 -C 12 monohydric alcohols and acrylic or methacrylic acids.
Claim 8
Dependent Claim
15 words
A composition in accordance with claim 1 wherein said organophosphate ester comprises an alkyl monoester.
Claim 9
Dependent Claim
27 words
A composition in accordance with claim 7, wherein the alkyl group of said organophosphate monoester is a primary straight chain radical containing 2 to 6 carbon atoms.
Claim 10
Dependent Claim
15 words
A composition in accordance with claim 1, wherein said organophosphate ester comprises an alkyl diester.
Claim 11
Dependent Claim
29 words
A composition in accordance with claim 9, wherein at least one alkyl group of said organophosphate diester is a primary straight chain radical containing 2 to 6 carbon atoms.
Claim 12
Dependent Claim
19 words
A composition in accordance with claim 1, wherein said organophosphate ester is a mixture of alkyl mono- and diesters.
Claim 13
Dependent Claim
29 words
A composition in accordance with claim 11, wherein at least one alkyl group of said organophosphate ester is a primary straight chain radical containing 2 to 6 carbon atoms.
Claim 14
Dependent Claim
63 words
A composition in accordance with claim 1 wherein said amine-aldehyde crosslinking agent is 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 0.75 and about 3.75 equivalents of nitrogen crosslinking functionality per equivalent of hydroxy functionality.
Claim 15
Dependent Claim
36 words
A composition in accordance with claim 13 wherein said amine-aldehyde resin is included in an amount sufficient to provide between about 0.9 and about 1.7 equivalents of nitrogen crosslinking functionality for each equivalent of hydroxy functionality.
Claim 16
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 hydroxyl functionality and which is included in said copolymer in amounts ranging from about 2.5 to about 30 weight percent of said copolymer, and (vi) mixtures of (i)-(v).
Claim 17
Dependent Claim
44 words
A coating composition in accordance with claim 1, wherein said organophosphate ester is included in said composition in an amount sufficient to provide between about 0.8 and about 1 equivalents of acid functionality for each equivalent of pendant epoxy functionality on said difunctional 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) | 1982-12-31 | 1983-07-02 | 1984-01-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1986-12-31 | 1987-07-02 | 1988-01-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1990-12-31 | 1991-07-02 | 1992-01-01 | $7700.00 | Window Closed / Lapsed |