US4086293A
Expired / Lapsed
US
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Low energy-curable high solids coating compositions
Assignee: Union Carbide Corp
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Filing: 1976-05-26
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Granted: 1978-04-25
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Expires: 1996-05-26
Abstract
Abstract High solids compositions, useful as inks or coatings, comprising a mixture of a polycaprolactone derivative and a polyepoxide crosslinking agent. There can optionally be present an organic isocyanate, catalyst and solvent. The polycaprolactone derivative used in the composition is the reaction product, or adduct, of a polycaprolactone polyol and an intramolecular carboxylic acid anhydride; it is water insoluble.
Inventors
- 👤 Oliver Wendell Smith
- 👤 Joseph Victor Koleske
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 22:36
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/4009; C08G18/4045; C08G18/42; C08G18/4266; C08G18/4269; C08G18/4277; C08L; C08L63/00; C08L67/00; C08L67/04; C09; C09D; C09D11/00; C09D11/02; C09D11/10; C09D11/102
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
112 words
A high solids coating composition comprising (I) from 20 to 60 weight percent of a polycaprolactone derivative and (II) from 80 to 50 weight percent of a polyepoxide; said percentages based on the combined weights of components (I) and (II); and wherein said component (I) comprises a water insoluble, carboxyl modified polycaprolactone adduct reaction product mixture produced by the reaction of (i) a polycaprolactone polyol and (ii) from 0.5 to 1 carboxylic acid anhydride equivalent for each hydroxyl equivalent present in said polycaprolactone polyol of an intramolecular anhydride of a polycarboxylic acid; and (III) a catalytic amount of catalyst sufficient to catalyze the reaction of the oxirane group with the carboxyl group.
Claim 2
Dependent Claim
112 words
A high solids coating composition comprising (I) from 20 to 60 weight percent of a polycaprolactone derivative and (II) from 80 to 50 weight percent of a polyepoxide; said percentages based on the combined weights of components (I) and (II); and wherein said component (I) comprises a water insoluble, carboxyl modified polycaprolactone adduct reaction product mixture produced by the reaction of (i) a polycaprolactone polyol and (ii) from 0.5 to 1 carboxylic acid anhydride equivalent for each hydroxyl equivalent present in said polycaprolactone polyol of an intramolecular anhydride of a polycarboxylic acid; and (III) a catalytic amount of catalyst sufficient to catalyze the reaction of the oxirane group with the carboxyl group.
Claim 3
Dependent Claim
24 words
A high solids composition as claimed in claim 1, wherein said polycaprolactone polyol in said polycaprolactone derivative has from 2 to 6 hydroxyl groups.
Claim 4
Dependent Claim
24 words
A high solids composition as claimed in claim 1, wherein said polycaprolactone polyol in said polycaprolactone derivative has from 2 to 4 hydroxyl groups.
Claim 5
Dependent Claim
28 words
A high solids composition as claimed in claim 1, wherein said polycaprolactone polyol in said polycaprolactone derivative has an average molecular weight of from 290 to about 3,000.
Claim 6
Dependent Claim
29 words
A high solids composition as claimed in claim 1, wherein said polycaprolactone polyol in said polycaprolactone derivative has an average molecular weight of from about 300 to about 1,000.
Claim 7
Dependent Claim
29 words
A high solids composition as claimed in claim 1, wherein said polycaprolactone polyol in said polycaprolactone derivative has an average molecular weight of from about 375 to about 500.
Claim 8
Dependent Claim
23 words
A high solids composition as claimed in claim 1, wherein said polycaprolactone polyol in said polycaprolactone derivative is a mixture of polycaprolactone polyols.
Claim 9
Dependent Claim
16 words
A high solids composition as claimed in claim 1, wherein said intramolecular anhydride is phthalic anhydride.
Claim 10
Dependent Claim
16 words
A high solids composition as claimed in claim 1, wherein said intramolecular anhydride is hexahydrophthalic anhydride.
Claim 11
Dependent Claim
16 words
A high solids composition as claimed in claim 1, wherein said intramolecular anhydride is succinic anhydride.
Claim 12
Dependent Claim
16 words
A high solids composition as claimed in claim 1, wherein said intramolecular anhydride is trimellitic anhydride.
Claim 13
Dependent Claim
16 words
A high solids composition as claimed in claim 1, wherein said intramolecular anhydride is maleic anhydride.
Claim 14
Dependent Claim
39 words
A high solids composition as claimed in claim 1, wherein component (I) is present at a concentration of from 25 to 40 weight percent and component (II) is present at a concentration of from 60 to 75 weight percent.
Claim 15
Dependent Claim
33 words
A high solids composition as claimed in claim 1, wherein there is additionally present a catalyst for the reaction of the carboxyl groups of component (I) and the oxirane groups of component (II).
Claim 16
Dependent Claim
50 words
A high solids composition as claimed in claim 1, wherein (a) in component (I) the compound (i) is a polycaprolactone triol having an average molecular weight of 540 and an average hydroxyl number of 310 and the compound (ii) is phthalic anhydride, and (b) component (II) is 3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexane carboxylate.
Claim 17
Dependent Claim
50 words
A high solids composition as claimed in claim 1, wherein (a) in component (I) the compound (i) is a polycaprolactone triol having an average molecular weight of 300 and an average hydroxyl number of 560 and the compound (ii) is phthalic anhydride, and (b) component (II) is 3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexane carboxylate.
Claim 18
Dependent Claim
75 words
A high solids composition as claimed in claim 1, wherein (a) in component (I) the compound (i) is a mixture of a polycaprolactone diol having an average molecular weight of 530 and an average hydroxyl number of 212 and a polycaprolactone triol having an average molecular weight of 540 and an average hydroxyl number of 310 reacted with 4,4'-methylene bis(cyclohexylisocyanate) and the compound (ii) is phthalic anhydride, and (b) component (II) is 3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexane carboxylate.
Claim 19
Dependent Claim
71 words
A high solids composition as claimed in claim 1, wherein (a) in component (I) the compound (i) is a polycaprolactone triol having an average molecular weight of 300 and an average hydroxyl number of 560 and the compound (ii) is maleic anhydride, and (b) component (II) is selected from the group consisting of 3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexane carboxylate, bis(3,4-epoxy-6-methylcyclohexylmethyl)adipate, the diglycidyl ether of bisphenol-A, the triglycidyl ether of glycerine and epoxidized linseed oil.
Claim 20
Dependent Claim
63 words
A high solids composition as claimed in claim 1, wherein (a) in component (I) the compound (i) is a caprolactone triol having an average molecular weight of 540 and an average hydroxyl number of 310 and the compound (ii) is selected from the group consisting of hexahydrophthalic anhydride, succinic anhydride, trimellitic anhydride, phthalic anhydride and maleic anhydride, and (b) component (II) is bis(3,4-epoxy-6-methylcyclohexyl)adipate.
Claim 21
Dependent Claim
26 words
A high solids composition as claimed in claim 1, wherein in component (I) from 0.85 to 0.95 carboxylic acid anhydride equivalent is reacted per hydroxyl equivalent.
Claim 22
Dependent Claim
26 words
A high solids composition as claimed in claim 13, wherein the component (I) from 0.85 to 0.95 carboxylic acid anhydride equivalent is reacted per hydroxyl equivalent.
Claim 23
Dependent Claim
17 words
A high solids composition as claimed in claim 1, wherein there is additionally present an organic polyisocyanate.
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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) | 1981-04-24 | 1981-10-24 | 1982-04-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-04-24 | 1985-10-24 | 1986-04-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-04-24 | 1989-10-24 | 1990-04-25 | $7700.00 | Window Closed / Lapsed |