US3965058A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Coreaction products
Assignee: PPG Industries Inc
•
Filing: 1969-08-29
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Granted: 1976-06-22
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Expires: 1989-08-29
Abstract
Abstract Ungelled thermosetting products are produced by reacting an amine-aldehyde condensate, such as malamine-formaldehyde or urea-formaldehyde resin, with a polyfunctional material containing both hydroxyl and carboxyl groups. Preferred polyfunctional materials include di(hydroxyaryl) alkylidene carboxylic acids. Water-dispersed compositions in which the vehicle comprises such reaction products alone or in combination with other resins are applied by electrodeposition.
Inventors
- 👤 Michael Yurcheshen
- 👤 Morris Levine
- 👤 Ralph M. Brane
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 00:06
CPC Classifications
C; C25; C25D; C25D13/00; C25D13/04; C25D13/06; C08; C08G; C08G12/00; C08G12/02; C08G12/40; C08G12/42; C08G14/00; C08G14/02; C08G14/04; C08G14/06; C08G63/00; C08G63/68; C08G63/685; C08L; C08L67/00; C09; C09D; C09D155/00; C09D155/04; C09D161/00; C09D161/20; C09D161/32; C09D167/00; C09D167/08; C09D5/00; C09D5/44; C09D5/4419; C09D5/4469; Y; Y10; Y10S; Y10S524/00; Y10S524/901; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31678; Y10T428/31681; Y10T428/31688
Claims Analysis
Total Claims: 63
Claim 1
Independent Claim
39 words
An ungelled thermosetting reaction product of an amine-aldehyde condensation product selected from the group consisting of a melamine-aldehyde condensation product, a formoguanamine-aldehyde condensation product, an acetoguanamine-aldehyde condensation product and a benzoguanamine-aldehyde condensation product and a polyfunctional hydroxylcontaining carboxylic acid.
Claim 2
Dependent Claim
39 words
An ungelled thermosetting reaction product of an amine-aldehyde condensation product selected from the group consisting of a melamine-aldehyde condensation product, a formoguanamine-aldehyde condensation product, an acetoguanamine-aldehyde condensation product and a benzoguanamine-aldehyde condensation product and a polyfunctional hydroxylcontaining carboxylic acid.
Claim 3
Dependent Claim
17 words
The reaction product of claim 1 in which said amine-aldehyde condensation product is a melamine-formaldehyde condensation product.
Claim 4
Dependent Claim
15 words
The reaction product of claim 1 in which said amine-aldehyde condensation product is substantially alkylated.
Claim 5
Dependent Claim
16 words
The reaction product of claim 1 in which said amine-aldehyde condensation product is substantially methylated hexamethylolmelamine.
Claim 6
Dependent Claim
15 words
An ungelled, thermosetting reaction product of an amine-aldehyde condensation product and a di(hydroxyaryl)alkylidene carboxylic acid.
Claim 7
Dependent Claim
15 words
An ungelled, thermosetting reaction product of an amine-aldehyde condensation product and a di(hydroxyaryl)alkylidene carboxylic acid.
Claim 8
Dependent Claim
13 words
The reaction product of claim 5 in which said acid is 4,4-bis(4-hydroxyphenyl)pentanoic acid.
Claim 9
Dependent Claim
39 words
An ungelled thermosetting reaction product of an amine-aldehyde condensation product selected from the group consisting of a melamine-aldehyde condensation product, a formoguanamine-aldehyde condensation product, an acetoguanamine-aldehyde condensation product and a benzoguanamine-aldehyde condensation product and a hydroxyl-substituted aliphatic carboxylic acid.
Claim 10
Dependent Claim
39 words
An ungelled thermosetting reaction product of an amine-aldehyde condensation product selected from the group consisting of a melamine-aldehyde condensation product, a formoguanamine-aldehyde condensation product, an acetoguanamine-aldehyde condensation product and a benzoguanamine-aldehyde condensation product and a hydroxyl-substituted aliphatic carboxylic acid.
Claim 11
Dependent Claim
13 words
The reaction product of claim 7 in which said acid is ricinoleic acid.
Claim 12
Dependent Claim
46 words
A water-dispersed coating composition comprising an at least partially neutralized reaction product of an amine-aldehyde condensation product selected from the group consisting of a melamine-aldehyde condensation product, a formoguanamine-aldehyde condensation product, an acetoguanamine-aldehyde condensation product and a benzoguanamine-aldehyde condensation product and a polyfunctional hydroxyl-containing carboxylic acid.
Claim 13
Dependent Claim
46 words
A water-dispersed coating composition comprising an at least partially neutralized reaction product of an amine-aldehyde condensation product selected from the group consisting of a melamine-aldehyde condensation product, a formoguanamine-aldehyde condensation product, an acetoguanamine-aldehyde condensation product and a benzoguanamine-aldehyde condensation product and a polyfunctional hydroxyl-containing carboxylic acid.
Claim 14
Dependent Claim
62 words
A water-dispersed coating composition comprising an at least partially neutralized vehicle which comprises a. an ungelled, thermosetting reaction product of an amine-aldehyde condensation product selected from the group consisting of a melamine-aldehyde condensation product, a formoguanamine-aldehyde condensation product, an acetoguanamine-aldehyde condensation product and a benzoguanamine-aldehyde condensation product and a polyfunctional hydroxyl-containing carboxylic acid, and b. at least one other electrodepositable film-forming resin.
Claim 15
Dependent Claim
62 words
A water-dispersed coating composition comprising an at least partially neutralized vehicle which comprises a. an ungelled, thermosetting reaction product of an amine-aldehyde condensation product selected from the group consisting of a melamine-aldehyde condensation product, a formoguanamine-aldehyde condensation product, an acetoguanamine-aldehyde condensation product and a benzoguanamine-aldehyde condensation product and a polyfunctional hydroxyl-containing carboxylic acid, and b. at least one other electrodepositable film-forming resin.
Claim 16
Dependent Claim
59 words
A water-dispersed coating composition comprising an at least partially neutralized vehicle which comprises a. an ungelled, thermosetting reaction product of an amine-aldehyde condensation product selected from the group consisting of a melamine-aldehyde condensation product, a formoguanamine-aldehyde condensation product, an acetoguanamine-aldehyde condensation product and a benzoguanamine-aldehyde condensation product and a polyfunctional hydroxyl-containing carboxylic acid, and b. a polycarboxylic acid resin.
Claim 17
Dependent Claim
59 words
A water-dispersed coating composition comprising an at least partially neutralized vehicle which comprises a. an ungelled, thermosetting reaction product of an amine-aldehyde condensation product selected from the group consisting of a melamine-aldehyde condensation product, a formoguanamine-aldehyde condensation product, an acetoguanamine-aldehyde condensation product and a benzoguanamine-aldehyde condensation product and a polyfunctional hydroxyl-containing carboxylic acid, and b. a polycarboxylic acid resin.
Claim 18
Dependent Claim
15 words
The composition of claim 11 in which said polycarboxylic acid resin is an alkyd resin.
Claim 19
Dependent Claim
54 words
The composition of claim 11 in which said polycarboxylic acid resin is a reaction product of a drying oil fatty acid ester and at least one acidic compound selected from the group consisting of anhydrides of alpha, beta-ethylenically unsaturated dicarboxylic acids, alpha, beta-ethylenically unsaturated dicarboxylic acids which form anhydrides, fumaric acid, and mixtures thereof.
Claim 20
Dependent Claim
13 words
The composition of claim 13 in which said acidic compound is maleic anhydride.
Claim 21
Dependent Claim
49 words
An article comprising a surface having thereon a cured adherent film comprising a reaction product of an amine-aldehyde condensation product selected from the group consisting of a melamine-aldehyde condensation product, a formoguanamine-aldehyde condensation product, an acetoguanamine-aldehyde condensation product and a benzoguanamine-aldehyde condensation product and a polyfunctional hydroxylcontaining carboxylic acid.
Claim 22
Dependent Claim
49 words
An article comprising a surface having thereon a cured adherent film comprising a reaction product of an amine-aldehyde condensation product selected from the group consisting of a melamine-aldehyde condensation product, a formoguanamine-aldehyde condensation product, an acetoguanamine-aldehyde condensation product and a benzoguanamine-aldehyde condensation product and a polyfunctional hydroxylcontaining carboxylic acid.
Claim 23
Dependent Claim
53 words
An article comprising a surface having thereon a cured adherent film of a coating composition comprising the reaction product of an amine-aldehyde condensation product selected from the group consisting of a melamine-aldehyde condensation product, a formoguanamine-aldehyde condensation product, an acetoguanamine-aldehyde condensation product and a benzoguanamine-aldehyde condensation product and a dihydroxyaryl alkylidene carboxylic acid.
Claim 24
Dependent Claim
53 words
An article comprising a surface having thereon a cured adherent film of a coating composition comprising the reaction product of an amine-aldehyde condensation product selected from the group consisting of a melamine-aldehyde condensation product, a formoguanamine-aldehyde condensation product, an acetoguanamine-aldehyde condensation product and a benzoguanamine-aldehyde condensation product and a dihydroxyaryl alkylidene carboxylic acid.
Claim 25
Dependent Claim
63 words
An article comprising a surface having thereon a cured adherent film of a coating composition comprising a. a reaction product of an amine-aldehyde condensation product selected from the group consisting of a melamine-aldehyde condensation product, a formoguanamine-aldehyde condensation product, an acetoguanamine-aldehyde condensation product and a benzoguanamine-aldehyde condensation product and a polyfunctional hydroxyl-containing carboxylic acid, and b. at least one other electrodepositable film-forming component.
Claim 26
Dependent Claim
63 words
An article comprising a surface having thereon a cured adherent film of a coating composition comprising a. a reaction product of an amine-aldehyde condensation product selected from the group consisting of a melamine-aldehyde condensation product, a formoguanamine-aldehyde condensation product, an acetoguanamine-aldehyde condensation product and a benzoguanamine-aldehyde condensation product and a polyfunctional hydroxyl-containing carboxylic acid, and b. at least one other electrodepositable film-forming component.
Claim 27
Dependent Claim
60 words
An article comprising a surface having thereon a cured adherent film of a coating composition comprising a. a reaction product of an amine-aldehyde condensation product selected from the group consisting of a melamine-aldehyde condensation product, a formoguanamine-aldehyde condensation product, an acetoguanamine-aldehyde condensation product and a benzoguanamine-aldehyde condensation product and a polyfunctional hydroxyl-containing carboxylic acid, and b. a polycarboxylic acid resin.
Claim 28
Dependent Claim
60 words
An article comprising a surface having thereon a cured adherent film of a coating composition comprising a. a reaction product of an amine-aldehyde condensation product selected from the group consisting of a melamine-aldehyde condensation product, a formoguanamine-aldehyde condensation product, an acetoguanamine-aldehyde condensation product and a benzoguanamine-aldehyde condensation product and a polyfunctional hydroxyl-containing carboxylic acid, and b. a polycarboxylic acid resin.
Claim 29
Dependent Claim
15 words
The article of claim 18 in which said polycarboxylic acid resin is an alkyd resin.
Claim 30
Dependent Claim
49 words
The article of claim 18 in which said polycarboxylic acid resin is a reaction product of a drying oil fatty acid ester and at least one acidic compound selected from the group consisting of aldehydes of alpha, beta-ethylenically unsaturated dicarboxylic acids which form anhydrides, fumaric acid, and mixtures thereof.
Claim 31
Dependent Claim
65 words
A composition suitable for coating by electrophoresis consisting essentially of an ionized aqueous solution of a. a resin which is an alkylated amino resin at least partially transetherified by reaction with a hydroxycarboxylic acid or an alkyl ether of an amino resin precondensate at least partially transetherified by reaction with a hydroxycarboxylic acid, b. a water-soluble alkyd resin, and c. ammonia or an organic base.
Claim 32
Dependent Claim
65 words
A composition suitable for coating by electrophoresis consisting essentially of an ionized aqueous solution of a. a resin which is an alkylated amino resin at least partially transetherified by reaction with a hydroxycarboxylic acid or an alkyl ether of an amino resin precondensate at least partially transetherified by reaction with a hydroxycarboxylic acid, b. a water-soluble alkyd resin, and c. ammonia or an organic base.
Claim 33
Dependent Claim
20 words
A composition according to claim 21 wherein the pH of the aqueous solution is in the range 6.5 to 9.0.
Claim 34
Dependent Claim
24 words
A composition according to claim 21 wherein the amino resin is a urea-formaldehyde reaction product, a melamine-formaldehyde reaction product or a benzoguanamine-formaldehyde reaction product.
Claim 35
Dependent Claim
24 words
A composition according to claim 21 wherein the amino resin has been alkylated by reaction with an alcohol having 1 to 5 carbon atoms.
Claim 36
Dependent Claim
23 words
A composition according to claim 21 wherein the amino resin precondensate has been reacted with an alcohol having 1 to 5 carbon atoms.
Claim 37
Dependent Claim
20 words
A composition according to claim 21 wherein the alkyd resin is one based on dimethylol propionic acid or trimellitic acid.
Claim 38
Dependent Claim
31 words
A composition according to claim 21 wherein the alkyd resin is that made by condensing 1 mole of linseed oil with 3 mole maleic anhydride to an acid value of 190-200.
Claim 39
Dependent Claim
21 words
A composition according to claim 21 wherein the hydroxycarboxylic acid is dimethylol propionic acid, gallic acid, lactic acid or glycollic acid.
Claim 40
Dependent Claim
23 words
A composition according to claim 21 wherein the hydroxycarboxylic acid is that made by condensing a glycol and a dicarboxylic acid or anhydride.
Claim 41
Dependent Claim
16 words
A composition according to claim 21 wherein the organic base has a boiling point below 140°C.
Claim 42
Dependent Claim
15 words
A composition according to claim 30 wherein the organic base is dimethylamino ethanol or triethylamine.
Claim 43
Dependent Claim
22 words
A composition according to claim 21 wherein the ratio by weight of component (b) to component (a) is between 1:1 and 19:1.
Claim 44
Dependent Claim
22 words
A composition according to claim 32 wherein the ratio by weight of component (b) to component (a) is between 7:3 and 9:1.
Claim 45
Dependent Claim
13 words
An article coated electrophoretically by means of a composition according to claim 21.
Claim 46
Dependent Claim
16 words
A thermosetting reaction product of an amino-triazine/aldehyde condensate and an aliphatic hydroxyl group containing carboxylic acid.
Claim 47
Dependent Claim
16 words
A thermosetting reaction product of an amino-triazine/aldehyde condensate and an aliphatic hydroxyl group containing carboxylic acid.
Claim 48
Dependent Claim
12 words
The product as in claim 35 wherein the amino-triazine is a melamine.
Claim 49
Dependent Claim
11 words
The product as in claim 36 wherein the aldehyde is formaldehyde.
Claim 50
Dependent Claim
21 words
A thermosetting reaction product of a condensate of a melamine and an aldehyde and an aliphatic hydroxy group containing carboxylic acid.
Claim 51
Dependent Claim
21 words
A thermosetting reaction product of a condensate of a melamine and an aldehyde and an aliphatic hydroxy group containing carboxylic acid.
Claim 52
Dependent Claim
20 words
A thermosetting reaction product of a condensate of a melamine and formaldehyde with an aliphatic hydroxy group containing carboxylic acid.
Claim 53
Dependent Claim
20 words
A thermosetting reaction product of a condensate of a melamine and formaldehyde with an aliphatic hydroxy group containing carboxylic acid.
Claim 54
Dependent Claim
99 words
A thermosetting reaction product of an amino-triazine/aldehyde condensate and an aliphatic hydroxy-group containing carboxylic acid wherein the amino-triazine is selected from the group consisting of melamine, benzoguanamine, formoguanamine, acetoguanamine, and substituted melamines selected from 2,4,6-triethyltriamino-1,3,5-triazine and 2,4,6-triphenyl triamino-1,3,5-triazine; the aldehyde is selected from the group consisting of formaldehyde, acetaldehyde and benzaldehyde, the resulting alkylol may be etherified with an alcohol selected from the group consisting of alkanols of 1 to 12 carbon atoms and benzyl alcohol; and the hydroxy acid is selected from the group consisting of glycolic acid, beta-hydroxy propionic acid, alpha-hydroxy butyric acid and dimethylol propionic acid.
Claim 55
Dependent Claim
99 words
A thermosetting reaction product of an amino-triazine/aldehyde condensate and an aliphatic hydroxy-group containing carboxylic acid wherein the amino-triazine is selected from the group consisting of melamine, benzoguanamine, formoguanamine, acetoguanamine, and substituted melamines selected from 2,4,6-triethyltriamino-1,3,5-triazine and 2,4,6-triphenyl triamino-1,3,5-triazine; the aldehyde is selected from the group consisting of formaldehyde, acetaldehyde and benzaldehyde, the resulting alkylol may be etherified with an alcohol selected from the group consisting of alkanols of 1 to 12 carbon atoms and benzyl alcohol; and the hydroxy acid is selected from the group consisting of glycolic acid, beta-hydroxy propionic acid, alpha-hydroxy butyric acid and dimethylol propionic acid.
Claim 56
Dependent Claim
95 words
A thermosetting reaction product of an amino-triazine/aldehyde condensate and an aliphatic hydroxy-group containing carboxylic acid wherein the amino-triazine is selected from the group consisting of melamine and substituted melamines selected from 2,4,6-triethyltriamino-1,3,5-triazine and 2,4,6-triphenyltriamino-1,3,5-triazine; the aldehyde is selected from the group consisting of formaldehyde, acetaldehyde and benzaldehyde, the resulting alkylol may be etherified with an alcohol selected from the group consisting of alkanols of 1 to 12 carbon atoms and benzyl alcohol; and the hydroxy acid is elected from the group consisting of glycolic acid, beta-hydroxy propionic acid, alpha-hydroxy butyric acid and dimethylol propionic acid.
Claim 57
Dependent Claim
95 words
A thermosetting reaction product of an amino-triazine/aldehyde condensate and an aliphatic hydroxy-group containing carboxylic acid wherein the amino-triazine is selected from the group consisting of melamine and substituted melamines selected from 2,4,6-triethyltriamino-1,3,5-triazine and 2,4,6-triphenyltriamino-1,3,5-triazine; the aldehyde is selected from the group consisting of formaldehyde, acetaldehyde and benzaldehyde, the resulting alkylol may be etherified with an alcohol selected from the group consisting of alkanols of 1 to 12 carbon atoms and benzyl alcohol; and the hydroxy acid is elected from the group consisting of glycolic acid, beta-hydroxy propionic acid, alpha-hydroxy butyric acid and dimethylol propionic acid.
Claim 58
Dependent Claim
86 words
A thermosetting reaction product of an amino-triazine/aldehyde condensate and an aliphatic hydroxyl-group containing carboxylic acid wherein the amino-triazine is selected from the group consisting of melamine and substituted melamines selected from 2,4,6-triethyltriamino-1,3,5-triazine and 2,4,6-triphenyltriamino-1,3,5-triazine; the aldehyde is formaldehyde, the resulting alkylol may be etherified with an alcohol selected from the group consisting of alkanols of 1 to 12 carbon atoms and benzyl alcohol; and the hydroxy acid is selected from the group consisting of glycolic acid, beta-hydroxy propionic acid, alpha-hydroxy butyric acid and dimethylol propionic acid.
Claim 59
Dependent Claim
86 words
A thermosetting reaction product of an amino-triazine/aldehyde condensate and an aliphatic hydroxyl-group containing carboxylic acid wherein the amino-triazine is selected from the group consisting of melamine and substituted melamines selected from 2,4,6-triethyltriamino-1,3,5-triazine and 2,4,6-triphenyltriamino-1,3,5-triazine; the aldehyde is formaldehyde, the resulting alkylol may be etherified with an alcohol selected from the group consisting of alkanols of 1 to 12 carbon atoms and benzyl alcohol; and the hydroxy acid is selected from the group consisting of glycolic acid, beta-hydroxy propionic acid, alpha-hydroxy butyric acid and dimethylol propionic acid.
Claim 60
Dependent Claim
11 words
A thermosetting reaction product of hexakis (methoxymethyl) melamine and glycolic acid.
Claim 61
Dependent Claim
11 words
A thermosetting reaction product of hexakis (methoxymethyl) melamine and glycolic acid.
Claim 62
Dependent Claim
12 words
A thermosetting reaction product of hexakis (methoxymethyl) melamine and dimethylol propionic acid.
Claim 63
Dependent Claim
12 words
A thermosetting reaction product of hexakis (methoxymethyl) melamine and dimethylol propionic acid.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-06-22 | 1979-12-22 | 1980-06-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-06-22 | 1983-12-22 | 1984-06-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-06-22 | 1987-12-22 | 1988-06-22 | $7700.00 | Window Closed / Lapsed |