US3676384A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Copolymers of hydroxyalkyl methacrylates and an acrylate of methacrylate ester reacted with a partially epoxidized drying oil
Assignee: North Dakota State Univ Memorial Foundation
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Filing: 1970-05-06
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Granted: 1972-07-11
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Expires: 1990-05-06
Abstract
Abstract Coating compositions based upon acrylic resin copolymers having pendent reactive groups and a partially epoxidized drying oil. A partially epoxidized oil, as derived from linseed oil or safflower oil, is reacted in about equal oxirane-hydroxyl molar amounts with a copolymer of a hydroxyl-lower alkyl methacrylate with an acrylic monomer or mixture of monomers, such as methyl methacrylate and ethyl acrylate and homologous esters. Two alternate procedures, method A and method B are described. The resulting compositions form air drying coating films which are hard, glossy, flexible, non-yellowing, and chemically resistant. Baked films may also be obtained and these are very hard, glossy, flexible and chemically resistant.
Inventors
- 👤 Alfred E Rheineck
- 👤 Paul L Nielsen
- 👤 Teng H Khoe
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 19:57
CPC Classifications
C; C09; C09D; C09D163/00; C08; C08F; C08F8/00
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
24 words
A composition according to claim 1 further characterized in that said partially epoxidized drying oil contains between about 2.4 and 5.5 per cent oxirane.
Claim 2
Dependent Claim
24 words
A composition according to claim 1 further characterized in that said reaction products Are present in proportion to provide approximately equal oxirane-hydroxyl molar amounts.
Claim 3
Dependent Claim
43 words
A composition according to claim 1 further characterized in that said acrylic resin is a copolymer of a hydroxyalkyl methacrylate in which the alkyl radical is selected from the group consisting of ethyl and propyl, with at least one acrylate or methacrylate ester.
Claim 4
Dependent Claim
46 words
A composition according to claim 4 further characterized in that said hydroxyalkyl methacrylate and said acrylate or methacrylate ester are present in the ratio of from about 1 part by weight of hydroxyalkyl methacrylate to about 3 to 8 parts of said acrylate or methacrylate ester.
Claim 5
Dependent Claim
128 words
The method of making the composition of claim 1 which comprises admixing a partially epoxidized drying oil containing between about 2.2 and 9.4 per cent oxirane by weight, with an acrylic resin copolymer bearing pendent reactive hydroxyl groups, said acrylic resin being a copolymer of an hydroxy-alkyl methacrylate with at least one acrylate or methacrylate ester selected from the group consisting of methyl, ethyl, butyl and hexyl esters, said acrylic resin containing between about 1.5 to 2.0 per cent by weight hydroxyl and having molecular weight between about 3,000 to 5,700, said drying oil and resin being present in about equal oxirane-hydroxyl molar amounts in the presence of a catalyst in a mutual solvent for the reactants, and heating with agitation until said reactants are substantially completely reacted.
Claim 6
Dependent Claim
34 words
The method according to claim 6 further characterized in that substantially all of the catalyst is first admixed with said reactants and said reactants are heated at about 100* C for about 2 hours.
Claim 7
Dependent Claim
80 words
The method according to claim 6 further characterized in that catalyst in the proportion of about 0.1 per cent by weight of the non-volatile is initially admixed with the reactants and said reactants are heated to about 80* C, the mixture is maintained at about 80* C and increments of catalyst in the amount of about 0.1 per cent of the non-volatile are added periodically at intervals between about 15 and 20 minutes until said reactants are substantially completely reacted.
Claim 8
Dependent Claim
20 words
The method according to claim 6 further characterized in that said partially epoxidized drying oil is partially epoxidized linseed oil.
Claim 9
Dependent Claim
41 words
The method according to claim 8 further characterized in that said catalyst is stannic chloride pentahydrate present in amount of about 1.5 per cent by weight of catalyst to epoxidized oil for each 2.4 per cent oxirane contained in said oil.
Claim 10
Dependent Claim
80 words
The method according to claim 10 further characterized in that catalyst in the proportion of about 0.1 per cent by weight of the non-volatile is initially admixed with the reactants and said reactants are heated to about 80* C, the mixture is maintained at about 80* C and increments of catalyst in the amount of about 0.1 per cent of the non-volatile are added periodically at intervals between about 15 and 20 minutes until said reactants are substantially completely reacted.
Claim 11
Dependent Claim
43 words
The method according to claim 9 further characterized in that said acrylic resin is a copolymer of a hydroxyalkyl methacrylate in which the alkyl radical is selected from the group consisting of ethyl and propyl, with at least one acrylate or methacrylate ester.
Claim 12
Dependent Claim
46 words
The method according to claim 12 further characterized in that said hydroxyalkyl methacrylate and said acrylate or methacrylate ester are present in the ratio of from about 1 part by weight of hydroxyalkyl methacrylate to about 3 to 8 parts of said acrylate or methacrylate ester.
References Cited (Backward Citations)
US3215757A
Cited
US3236795A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1975-07-11 | 1976-01-10 | 1976-07-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-07-11 | 1980-01-10 | 1980-07-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-07-11 | 1984-01-10 | 1984-07-11 | $7700.00 | Window Closed / Lapsed |