US4076674A
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Blends of aqueous acrylic latex and water soluble carboxyl modified polycaprolactone adduct
Assignee: Union Carbide Corp
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Filing: 1976-05-26
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Granted: 1978-02-28
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Expires: 1996-05-26
Abstract
Abstract Latex compositions are obtained having improved properties comprising an acrylic latex and a water soluble, carboxyl modified oligomer as adduct reaction product. These adducts are produced by initially obtaining a water insoluble product which is (1) the reaction product of a polycaprolactone polyol and an anhydride of a polycarboxylic acid; or (2) the reaction product of a polycaprolactone polyol, a polyisocyanate and an anhydride of a polycarboxylic acid; or (3) the reaction product of a polycaprolactone polyol, a diepoxide and an anhydride of a polycarboxylic acid. In producing either of the above three types of adducts or products the polycaprolactone polyol used has an average of at least two hydroxyl groups in the molecule, a hydroxyl number of from about 15 to about 600 and an average molecular weight of from about 290 to about 6,000. The carboxylic acid anhydride has at least one intramolecular carboxylic anhydride group. These water insoluble adducts on reaction with an inorganic or organic base are converted to water soluble, carboxyl modified oligomer or adduct reaction products present in our latex compositions.
Inventors
- 👤 Joseph Victor Koleske
- 👤 Oliver Wendell Smith
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 02:58
CPC Classifications
C; C09; C09D; C09D133/00; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/0804; C08G18/0819; C08G18/0823; C08G63/00; C08G63/02; C08G63/60; C08G63/66; C08G63/68; C08G63/685; C09D167/00; C09D167/04
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
268 words
A coating composition comprising a blend of an aqueous acrylic latex and from about 5 to about 50 weight percent, based on the total solids content of said latex, of a water soluble carboxyl modified polycaprolactone adduct selected from the group of: (Type 1) the water soluble carboxyl modified polycaprolactone adduct reaction product mixture of (i) a polycaprolactone polyol and (ii) from 0.1 to 1 carboxylic anhydride equivalent for each hydroxyl equivalent present in the polycaprolactone polyol of an intramolecular anhydride of a polycarboxylic acid, neutralized with (iii) a base; or (Type 2) the water soluble carboxyl modified polycaprolactone urethane adduct reaction product mixture of (i) a polycaprolactone polyol, (ii) from 0.025 to 0.9 isocyanato equivalent for each initial hydroxyl equivalent present in the polycaprolactone polyol of an organic polyisocyanate, (iii) from 0.1 to 1 carboxylic anhydride equivalent per each unreacted hydroxyl equivalent present of an intramolecular anhydride of a polycarboxylic acid, neutralized with (iv) a base; or (Type 3) the water soluble carboxyl modified polycaprolactone-epoxide adduct reaction product mixture of (i) a polycaprolactone polyol, (ii) from 0.2 to 1 mole of an organic oxirane diepoxide per mole of polycaprolactone polyol initially charged, (iii) from 0.1 to 0.5 carboxylic anhydride equivalent per each unreacted hydroxyl equivalent present of an intramolecular anhydride of a polycarboxylic acid, neutralized with (iv) a base; wherein said polycaprolactone polyol has at least two hydroxyl groups in the molecule, a hydroxyl number of from 15 to 600 and an average molecular weight of from 290 to about 6,000, and wherein said anhydride has at least one intramolecular carboxylic anhydride group; and a crosslinking agent.
Claim 2
Dependent Claim
268 words
A coating composition comprising a blend of an aqueous acrylic latex and from about 5 to about 50 weight percent, based on the total solids content of said latex, of a water soluble carboxyl modified polycaprolactone adduct selected from the group of: (Type 1) the water soluble carboxyl modified polycaprolactone adduct reaction product mixture of (i) a polycaprolactone polyol and (ii) from 0.1 to 1 carboxylic anhydride equivalent for each hydroxyl equivalent present in the polycaprolactone polyol of an intramolecular anhydride of a polycarboxylic acid, neutralized with (iii) a base; or (Type 2) the water soluble carboxyl modified polycaprolactone urethane adduct reaction product mixture of (i) a polycaprolactone polyol, (ii) from 0.025 to 0.9 isocyanato equivalent for each initial hydroxyl equivalent present in the polycaprolactone polyol of an organic polyisocyanate, (iii) from 0.1 to 1 carboxylic anhydride equivalent per each unreacted hydroxyl equivalent present of an intramolecular anhydride of a polycarboxylic acid, neutralized with (iv) a base; or (Type 3) the water soluble carboxyl modified polycaprolactone-epoxide adduct reaction product mixture of (i) a polycaprolactone polyol, (ii) from 0.2 to 1 mole of an organic oxirane diepoxide per mole of polycaprolactone polyol initially charged, (iii) from 0.1 to 0.5 carboxylic anhydride equivalent per each unreacted hydroxyl equivalent present of an intramolecular anhydride of a polycarboxylic acid, neutralized with (iv) a base; wherein said polycaprolactone polyol has at least two hydroxyl groups in the molecule, a hydroxyl number of from 15 to 600 and an average molecular weight of from 290 to about 6,000, and wherein said anhydride has at least one intramolecular carboxylic anhydride group; and a crosslinking agent.
Claim 3
Dependent Claim
19 words
A coating composition as claimed in claim 1, wherein said polycaprolactone polyol has from 2 to 6 hydroxyl groups.
Claim 4
Dependent Claim
19 words
A coating composition as claimed in claim 1, wherein said polycaprolactone polyol has from 2 to 4 hydroxyl groups.
Claim 5
Dependent Claim
23 words
A coating composition as claimed in claim 1, wherein said polycaprolactone polyol has an average molecular weight of from 290 to about 3,000.
Claim 6
Dependent Claim
26 words
A coating composition as claimed in claim 1, wherein said polycaprolactone polyol is a diol having an average molecular weight of from 290 to about 500.
Claim 7
Dependent Claim
27 words
A coating composition as claimed in claim 1, wherein said polycaprolactone polyol is a triol having an average molecular weight of from about 300 to about 1,000.
Claim 8
Dependent Claim
18 words
A coating composition as claimed in claim 1, wherein aid polycaprolactone polyol is a mixture of polycaprolactone polyols.
Claim 9
Dependent Claim
14 words
A coating composition as claimed in claim 1, wherein said anhydride is phthalic anhydride.
Claim 10
Dependent Claim
14 words
A coating composition as claimed in claim 1, wherein said anhydride is maleic anhydride.
Claim 11
Dependent Claim
80 words
A coating composition as claimed in claim 1, comprising a blend of an aqueous acrylic latex and from about 10 to 20 weight percent, based on the total solids content of said latex, of water soluble carboxyl modified polycaprolactone adduct reaction product mixture of (i) a polycaprolactone polyol and (ii) from 0.1 to 0.4 carboxylic anhydride equivalent for each hydroxyl equivalent present in the polycaprolactone polyol of an intramolecular anhydride of a polycarboxylic acid, neutralized with (iii) an organic base.
Claim 12
Dependent Claim
40 words
A coating composition as claimed in claim 10, wherein said (i) is a polycaprolatone triol having an average molecular weight of 540 and an average hydroxyl number of 310, said (ii) is phthalic anhydride, and said (iii) is N-methyl diethanolamine.
Claim 13
Dependent Claim
98 words
A coating composition as claimed in claim 1, comprising a blend of an aqueous acrylic latex and from about 10 to 20 weight percent, based on the total solids content of said latex of a water soluble carboxyl modified polycaprolactone urethane reaction product mixture of (i) a polycaprolactone polyol, (ii) from 0.04 to 0.5 isocyanato equivalent for each initial hydroxyl equivalent present in the polycaprolactone polyol of an organic diisocyanate, (iii) from 0.1 to 0.4 carboxylic anhydride equivalent per each unreacted hydroxyl equivalent present of an intramolecular anhydride of a polycarboxylic acid, neutralized with (iv) an organic base.
Claim 14
Dependent Claim
45 words
A coating composition as claimed in claim 12, wherein said (i) is a polycaprolactone triol having an average molecular weight of 540 and an average hydroxyl number of 310, said (ii) is 4,4'-methylene bis(cyclohexylisocyanate), said (iii) is phthalic anhydride, and said (iv) is N,N-dimethyl ethanolamine.
Claim 15
Dependent Claim
23 words
A coating composition as claimed in claim 12, wherein said (ii) is present at a concentration of from 0.04 to 0.25 isocyanato equivalent.
Claim 16
Dependent Claim
95 words
A coating composition as claimed in claim 1, comprising a blend of an aqueous acrylic latex and from about 10 to 20 weight percent, based on the total solids content of said latex of a water soluble carboxyl modified polycaprolactone-epoxide adduct reaction product mixture of (i) a polycaprolactone polyol, (ii) from 0.3 to 0.6 mole of an organic oxirane diepoxide per mole of polycaprolactone polyol initially charged, (iii) from 0.1 to 0.5 carboxylic anhydride equivalent per each unreacted hydroxyl equivalent present of an intramolecular anhydride of a polycarboxylic acid, neutralized with (iv) an organic base.
Claim 17
Dependent Claim
45 words
A coating composition as claimed in claim 15, wherein said (i) is a polycaprolactone triol having an average molecular weight of 300 and an average hydroxyl number of 560, said (ii) is 3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexane carboxylate, said (iii) is maleic anhydride, and said (iv) is N,N-dimethyl ethanolamine.
Claim 18
Dependent Claim
24 words
A composition as claimed in claim 1, wherein said latex is a styrene/ethyl acrylate/methacrylic acid/2-hydroxyethyl acrylate copolymer latex and said cross-linking agent is hexamethoxymethylmelamine.
Claim 19
Dependent Claim
24 words
A composition as claimed in claim 1, wherein said latex is a methyl methacrylate/butyl acrylate/methacrylic acid copolymer latex and said crosslinking agent is hexamethoxymethylmelamine.
Claim 20
Dependent Claim
13 words
A composition as claimed in claim 10, wherein the crosslinking agent is hexamethoxymethylmelamine.
Claim 21
Dependent Claim
13 words
A composition as claimed in claim 12, wherein the crosslinking agent is hexamethoxymethylmelamine.
Claim 22
Dependent Claim
13 words
A composition as claimed in claim 15, wherein the crosslinking agent is hexamethoxymethylmelamine.
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) | 1981-02-27 | 1981-08-29 | 1982-02-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-02-27 | 1985-08-29 | 1986-02-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-02-27 | 1989-08-29 | 1990-02-28 | $7700.00 | Window Closed / Lapsed |