Patent US3960979A successfully refreshed from Google Patents.
US3960979A
Expired / Lapsed
US
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High solids can coating compositions based on epoxy resin crosslinking agent, flexibilizing polyol, co-reactive acid catalyst, and surface modifier
Assignee: Valspar Corp
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Filing: 1974-12-24
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Granted: 1976-06-01
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Expires: 1994-12-24
Abstract
Abstract A fast curing high solids coating composition that is useful for coating the interiors of cans and a method of applying such high solids coatings to the interiors of food and beverage cans by spraying from a hot-melt spray gun are the subject of this invention; the coating composition is a blend of: A. a low molecular weight epoxy resin, B. a liquid nitrogen resin or phenolic crosslinking agent, C. a flexibilizing polyol, D. an inorganic or organic monomeric or polymeric acid which acts both as reactant and catalyst, and optionally E. a surface modifier; And can be rapidly cured by heating at a temperature and for a time sufficient to substantially complete the crosslinking reaction.
Inventors
- 👤 Ram Tirth Khanna
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 09:24
CPC Classifications
C; C09; C09D; C09D163/00
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
247 words
A high solids coating composition consisting essentially of A. 30-65 parts by weight, based on the components (A), (B), (C), (D), and (E), of an epoxy resin containing at least two epoxy groups per molecule and having a molecular weight not exceeding 2,500; B. 10-35 parts by weight, based on components (A), (B), (C), (D), and (E), of a nitrogen resin crosslinking agent; C. 20-40 parts by weight, based on the components (A), (B), (C), (D), and (E), of a polyol, selected from the group consisting of: polyester polyol and polyether polyol, having a minimum of two hydroxyl groups per molecule, a molecular weight range of 100-4000, and a hydroxyl number range of 15-560; D. 0.5-10 parts by weight, based on the components (A), (B), (C), (D), and (E), of at least one acid catalyst capable of co-reacting with and becoming permanently bound to components (A) and/or (C) of said coating composition selected from the group consisting of 1. phosphoric acid; 2. an alkyl, cycloalkyl or aryl mono-ester containing up to and including 7 carbon atoms, of phosphoric acid; and 3. a mono-adduct of phosphoric acid and an epoxy resin containing at least two epoxy groups per molecule and having a molecular weight not exceeding 2,500; and E. 0-2 parts by weight, based on the components (A), (B), (C), (D), and (E), of an acrylic polymer surface modifier containing 0.5-10% by weight, based on the weight of the polymer, of acrylic acid, methacrylic acid or itaconic acid.
Claim 2
Dependent Claim
247 words
A high solids coating composition consisting essentially of A. 30-65 parts by weight, based on the components (A), (B), (C), (D), and (E), of an epoxy resin containing at least two epoxy groups per molecule and having a molecular weight not exceeding 2,500; B. 10-35 parts by weight, based on components (A), (B), (C), (D), and (E), of a nitrogen resin crosslinking agent; C. 20-40 parts by weight, based on the components (A), (B), (C), (D), and (E), of a polyol, selected from the group consisting of: polyester polyol and polyether polyol, having a minimum of two hydroxyl groups per molecule, a molecular weight range of 100-4000, and a hydroxyl number range of 15-560; D. 0.5-10 parts by weight, based on the components (A), (B), (C), (D), and (E), of at least one acid catalyst capable of co-reacting with and becoming permanently bound to components (A) and/or (C) of said coating composition selected from the group consisting of 1. phosphoric acid; 2. an alkyl, cycloalkyl or aryl mono-ester containing up to and including 7 carbon atoms, of phosphoric acid; and 3. a mono-adduct of phosphoric acid and an epoxy resin containing at least two epoxy groups per molecule and having a molecular weight not exceeding 2,500; and E. 0-2 parts by weight, based on the components (A), (B), (C), (D), and (E), of an acrylic polymer surface modifier containing 0.5-10% by weight, based on the weight of the polymer, of acrylic acid, methacrylic acid or itaconic acid.
Claim 3
Dependent Claim
44 words
The coating composition of claim 1 wherein the epoxy resin of (A) is of the formula ##SPC3## wherein n is an integer from 0-6 and R is an alkylene group of 1-4 carbon atoms and having a molecular weight range of 300 to 2200.
Claim 4
Dependent Claim
19 words
The coating composition of claim 1 wherein the nitrogen resin crosslinking agent of (B) is a liquid melamineformaldehyde resin.
Claim 5
Dependent Claim
56 words
The coating composition of claim 1 wherein the polyol of (C) is a polyester polyol prepared from at least one saturated aliphatic dicarboxylic acid of 2-20 carbon atoms and at least one glycol of 2-12 carbon atoms, said polyester polyol having a molecular weight range of 200 to 3,500 and a hydroxyl number range of 30-230.
Claim 6
Dependent Claim
33 words
The coating composition of claim 1 wherein the polyol of (C) is a polyether polyol having a molecular weight range of 500 to 4,000 and a hydroxyl number range of 15 to 115.
Claim 7
Dependent Claim
65 words
The coating composition of claim 4 wherein the polyester polyol is prepared from at least one saturated aliphatic dicarboxylic acid selected from the groups consisting of: 1. succinic acid 2. glutaric acid 3. adipic acid, and 4. azelaic acid and at least one glycol selected from the group consisting of 1. ethylene glycol 2. 1,2-propylene glycol 3. 1,3-propylene glycol 4. 1,2-butylene glycol 5. 1,3-butylene glycol
Claim 8
Dependent Claim
13 words
1,4-butylene glycol 7. neopentyl glycol 8. 1,4-cyclohexanedimethanol 9. 1,6-hexamethylene glycol, and 10. 2-ethyl-2-methyl-1,3-propanediol.
Claim 9
Dependent Claim
13 words
1,4-butylene glycol 7. neopentyl glycol 8. 1,4-cyclohexanedimethanol 9. 1,6-hexamethylene glycol, and 10. 2-ethyl-2-methyl-1,3-propanediol.
Claim 10
Dependent Claim
28 words
The coating composition of claim 5 wherein the polyether polyol is at least one member of the group consisting of poly(tetramethylene ether glycol), poly(ethylene glycol), and poly(propylene glycol).
Claim 11
Dependent Claim
139 words
A high solids coating composition consisting essentially of A. 30-65 parts by weight, based on the components (A), (B), (C), (D), and (E), of an epoxy resin of formula ##SPC4## wherein n is an integer from 0-6 and R is an alkylene group of 1-4 carbon atoms and having a molecular weight range of 300 to 2,200; B. 10-34 parts by weight, based on the components (A), (B), (C), (D), and (E), of a liquid melamine-formaldehyde crosslinking agent; C. 20-40 parts by weight, based on the components (A), (B), (C), (D, and (E), of a polyester diol prepared from at least one saturated aliphatic dicarboxylic acid selected from the group consisting of 1. succinic acid 2. glutaric acid 3. adipic acid, and 4. azelaic acid and at least one glycol selected from the group consisting of 1. ethylene glycol
Claim 12
Dependent Claim
139 words
A high solids coating composition consisting essentially of A. 30-65 parts by weight, based on the components (A), (B), (C), (D), and (E), of an epoxy resin of formula ##SPC4## wherein n is an integer from 0-6 and R is an alkylene group of 1-4 carbon atoms and having a molecular weight range of 300 to 2,200; B. 10-34 parts by weight, based on the components (A), (B), (C), (D), and (E), of a liquid melamine-formaldehyde crosslinking agent; C. 20-40 parts by weight, based on the components (A), (B), (C), (D, and (E), of a polyester diol prepared from at least one saturated aliphatic dicarboxylic acid selected from the group consisting of 1. succinic acid 2. glutaric acid 3. adipic acid, and 4. azelaic acid and at least one glycol selected from the group consisting of 1. ethylene glycol
Claim 13
Dependent Claim
163 words
1,2-propylene glycol 3. 1,3-propylene glycol 4. 1,2-butylene glycol 5. 1,3-butylene glycol 6. 1,4-butylene glycol 7. neopentyl glycol 8. 1,4-cyclohexanedimethanol 9. 1,6-hexamethylene glycol, and 10. 2-ethyl-2-methyl-1,3-propanediol having a molecular weight range of 200 to 3500 and a hydroxyl number range of 30 to 230; D. 0.5-10 parts by weight, based on the components (A), (B), (C), (D), and (E), of at least one acid catalyst capable of co-reacting with and becoming permanently bound to components (A) and/or (C) of said coating composition selected from the group consisting of 1. phosphoric acid 2. mono-adduct of phosphoric acid and an epoxy resin containing at least two epoxy groups per molecule and having a molecular weight not exceeding 2,500; and E. 0-2 parts by weight, based on the components (A), (B), (C), (D), and (E), of a surface modifier wherein said surface modifier is an acrylic polymer containing 0.5-10% by weight, based on the weight of the polymer, of an acrylic acid, methacrylic acid or itaconic acid.
Claim 14
Dependent Claim
163 words
1,2-propylene glycol 3. 1,3-propylene glycol 4. 1,2-butylene glycol 5. 1,3-butylene glycol 6. 1,4-butylene glycol 7. neopentyl glycol 8. 1,4-cyclohexanedimethanol 9. 1,6-hexamethylene glycol, and 10. 2-ethyl-2-methyl-1,3-propanediol having a molecular weight range of 200 to 3500 and a hydroxyl number range of 30 to 230; D. 0.5-10 parts by weight, based on the components (A), (B), (C), (D), and (E), of at least one acid catalyst capable of co-reacting with and becoming permanently bound to components (A) and/or (C) of said coating composition selected from the group consisting of 1. phosphoric acid 2. mono-adduct of phosphoric acid and an epoxy resin containing at least two epoxy groups per molecule and having a molecular weight not exceeding 2,500; and E. 0-2 parts by weight, based on the components (A), (B), (C), (D), and (E), of a surface modifier wherein said surface modifier is an acrylic polymer containing 0.5-10% by weight, based on the weight of the polymer, of an acrylic acid, methacrylic acid or itaconic acid.
Claim 15
Dependent Claim
13 words
The coating composition of claim 8 wherein said liquid melamine-formaldehyde resin is hexamethoxymethylmelamine.
Claim 16
Dependent Claim
32 words
The coating composition of claim 4 wherein the polyester polyol is poly(ethylene 1,4-butylene adipate) having a molecular weight range of 700 to 2,000 and a hydroxyl number range of 30 to 230.
Claim 17
Dependent Claim
32 words
The coating composition of claim 4 wherein the polyester polyol is poly(ethylene 1,2-propylene adipate) having a molecular weight range of 800 to 3,000 and a hydroxyl number range of 30 to 230.
Claim 18
Dependent Claim
13 words
The coating composition of claim 9 wherein the acid catalyst is phosphoric acid.
Claim 19
Dependent Claim
182 words
A high solids coating composition consisting essentially of A. 30-40 parts by weight, based on the components (A), (B), (C), (D), and (E), of an epoxy resin containing on the average two epoxy groups per molecule and having a molecular weight range of 320-700; B. 25-35 parts by weight, based on the components (A), (B), (C), (D), and (E), of hexamethoxymethylmelamine; C. 30-40 parts by weight, based on the components (A), (B), (C), (D), and (E), of poly(ethylene 1,2-propylene adipate) having a molecular weight range of 800-1,400 and a hydroxyl number range of 140 to 230; D. 2-8 parts by weight, based on the components (A), (B), (C), (D), and (E), of phosphoric acid, a mono-adduct of phosphoric acid and an epoxy resin containing at least two epoxy groups per molecule and having a molecular weight not exceeding 2,500 or mixtures thereof; E. 0.1-1 part by weight, based on the components (A), (B), (C), (D), and (E), of an acrylic polymer surface modifier containing 0.5-10% by weight, based on the weight of the polymer, of acrylic acid, methacrylic acid or itaconic acid.
Claim 20
Dependent Claim
182 words
A high solids coating composition consisting essentially of A. 30-40 parts by weight, based on the components (A), (B), (C), (D), and (E), of an epoxy resin containing on the average two epoxy groups per molecule and having a molecular weight range of 320-700; B. 25-35 parts by weight, based on the components (A), (B), (C), (D), and (E), of hexamethoxymethylmelamine; C. 30-40 parts by weight, based on the components (A), (B), (C), (D), and (E), of poly(ethylene 1,2-propylene adipate) having a molecular weight range of 800-1,400 and a hydroxyl number range of 140 to 230; D. 2-8 parts by weight, based on the components (A), (B), (C), (D), and (E), of phosphoric acid, a mono-adduct of phosphoric acid and an epoxy resin containing at least two epoxy groups per molecule and having a molecular weight not exceeding 2,500 or mixtures thereof; E. 0.1-1 part by weight, based on the components (A), (B), (C), (D), and (E), of an acrylic polymer surface modifier containing 0.5-10% by weight, based on the weight of the polymer, of acrylic acid, methacrylic acid or itaconic acid.
Claim 21
Dependent Claim
185 words
A high solids coating composition consisting essentially of A. 50-65 parts by weight, based on the components (A), (B), (C), (D), and (E), of at least one epoxy resin containing on the average two epoxy groups per molecule and having a molecular weight range of 320-1,200; B. 10-20 parts, by weight, based on the components (A), (B), (C), (D), and (E), of hexamethoxymethylmelamine; C. 20-30 parts by weight, based on the components (A), (B), (C), (D), and (E), of poly(ethylene 1,4-butylene adipate) having a molecular weight range of 700 to 1,000 and a hydroxyl number range of 100-200; D. 2-8 parts by weight, based on the components (A), (B), (C), (D), and (E), of phosphoric acid, a mono-adduct of phosphoric acid and an epoxy resin containing at least two epoxy groups per molecule and having a molecular weight not exceeding 2,500 or mixtures thereof; and E. 0.1-1 part by weight, based on the components (A), (B), (C), (D), and (E), of an acrylic polymer surface modifier containing 0.5-10% by weight, based on the weight of the polymer, of acrylic acid, methacrylic acid or itaconic acid.
Claim 22
Dependent Claim
185 words
A high solids coating composition consisting essentially of A. 50-65 parts by weight, based on the components (A), (B), (C), (D), and (E), of at least one epoxy resin containing on the average two epoxy groups per molecule and having a molecular weight range of 320-1,200; B. 10-20 parts, by weight, based on the components (A), (B), (C), (D), and (E), of hexamethoxymethylmelamine; C. 20-30 parts by weight, based on the components (A), (B), (C), (D), and (E), of poly(ethylene 1,4-butylene adipate) having a molecular weight range of 700 to 1,000 and a hydroxyl number range of 100-200; D. 2-8 parts by weight, based on the components (A), (B), (C), (D), and (E), of phosphoric acid, a mono-adduct of phosphoric acid and an epoxy resin containing at least two epoxy groups per molecule and having a molecular weight not exceeding 2,500 or mixtures thereof; and E. 0.1-1 part by weight, based on the components (A), (B), (C), (D), and (E), of an acrylic polymer surface modifier containing 0.5-10% by weight, based on the weight of the polymer, of acrylic acid, methacrylic acid or itaconic acid.
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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) | 1979-06-01 | 1979-12-01 | 1980-06-01 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-06-01 | 1983-12-01 | 1984-06-01 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-06-01 | 1987-12-01 | 1988-06-01 | $7700.00 | Window Closed / Lapsed |