Patent US3867323A successfully refreshed from Google Patents.
US3867323A
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US
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Water-dilutable coating compositions containing maleinized oil and resole
Assignee: Union Carbide Corp
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Filing: 1973-06-06
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Granted: 1975-02-18
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Expires: 1993-06-06
Abstract
Abstract Water-dilutable coating compositions are produced by reacting a maleinized oil containing maleic anhydride groups with a resole to effect reaction between the maleic anhydride groups and the methylol groups of the resole. The reaction product of the maleinized oil and resole is then neutralized with a base to form a water-dilutable coating composition.
Inventors
- 👤 Mahmoud R Rifi
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 19:37
CPC Classifications
C; C08; C08G; C08G63/00; C08G63/02; C08G63/12; C08G63/52; C08G63/54; C08G63/553; C08G63/547; C08G8/00; C08G8/28; C08G8/32
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
125 words
Process which comprises the steps of (I) reacting, under substantially anhydrous conditions, (a) an adduct of (i) an alpha, beta-ethylenically unsaturated carboxylic acid anhydride, and (ii) a drying or semi-drying composition comprising at least one ethylenically unsaturated fatty acid or an ester thereof with a polyhydric alcohol, a compound having at least one vicinal epoxide group, or an epoxyalcohol, wherein said adduct contains carboxylic anhydride moieties, with (b) a resole containing methylol groups, for a period of time and at a temperature sufficient to effect reaction between at least some of said methylol groups and said anhydride moieties, to thereby form ester bonds between said adduct and said resole, and (II) neutralizing the product of step (I) with sufficient base to form a water-thinnable composition.
Claim 2
Dependent Claim
125 words
Process which comprises the steps of (I) reacting, under substantially anhydrous conditions, (a) an adduct of (i) an alpha, beta-ethylenically unsaturated carboxylic acid anhydride, and (ii) a drying or semi-drying composition comprising at least one ethylenically unsaturated fatty acid or an ester thereof with a polyhydric alcohol, a compound having at least one vicinal epoxide group, or an epoxyalcohol, wherein said adduct contains carboxylic anhydride moieties, with (b) a resole containing methylol groups, for a period of time and at a temperature sufficient to effect reaction between at least some of said methylol groups and said anhydride moieties, to thereby form ester bonds between said adduct and said resole, and (II) neutralizing the product of step (I) with sufficient base to form a water-thinnable composition.
Claim 3
Dependent Claim
14 words
Process of claim 1 wherein said alpha, beta-ethylenically unsaturated carboxylic anhydride is maleic anhydride.
Claim 4
Dependent Claim
38 words
The process of claim 2 wherein step (I) of said process is carried out at a temperature within the range of from about 80* to about 150*C., for a period of from about 2 to about 10 hours.
Claim 5
Dependent Claim
19 words
The process of claim 2 wherein said drying or semi-drying composition is a naturally occurring drying or semi-drying oil.
Claim 6
Dependent Claim
25 words
The process of claim 2 wherein said drying or semi-drying composition is a mixture of ethylenically unsaturated fatty acids derived from a naturally occurring oil.
Claim 7
Dependent Claim
55 words
The process of claim 2 wherein said drying or semi-drying composition is an ester of (a) a mixture of ethylenically unsaturated fatty acids derived from a naturally occurring oil, and (b) a polyhydric alcohol, a compound having at least one vicinal epoxide group, or an epoxyalcohol, said ester being substantially free of alcoholic hydroxyl groups.
Claim 8
Dependent Claim
19 words
The process of claim 2 wherein said resole comprises the base-catalyzed condensation product of a para-substituted phenol and formaldehyde.
Claim 9
Dependent Claim
12 words
The process of claim 2 wherein said adduct is maleinized linseed oil.
Claim 10
Dependent Claim
33 words
The process of claim 2 wherein the product of step (I) is first reacted with water to hydrolyze any remaining anhydride moieties, and then neutralized with sufficient amine to form a water-dilutable composition.
Claim 11
Dependent Claim
28 words
The process of claim 2 wherein said resole is employed in an amount of from about 10 to about 50 weight percent, based on weight of said adduct.
Claim 12
Dependent Claim
103 words
A COMPOSITION THINNABLE WITH WATER AFTER NEUTRALIZATION, AND WHICH CONTAINS FREE CARBOXYL GROUPS, WHICH COMPOSITION IS THE REACTION PRODUCT OF: A. AN ADDUCT OF (I) AN ALPHA, BETA-ETHYLENICALLY UNSATURATED CARBOXYLIC ACID ANHYDRIDE, AND (II) A DRYING OR SEMIDRYING COMPOSITION COMPRISING AT LEAST ONE ETHYLENICALLY UNSATURATED FATTY ACID OR AN ESTER THEREOF WITH A POLYHYDRIC ALCOHOL, A COMPOUND HAVING AT LEAST ONE VICINAL EPOXIDE GROUP, OR AN EPOXYALCOHOL, SAID ADDUCT CONTAINING CARBOXYLIC ANHYDRIDE MOIEYIES; AND B. A RESOLE CONTAINING METHYL GROUPS, SAID ADDUCT AND SAID RESOLE BEING CHEMICALLY BONDED THROUGH ESTER GROUPS RESULTING FROM THE REACTION OF SAID METHYLOL GROUPS WITH SAID ANHYDRIDE MOIETIES.
Claim 13
Dependent Claim
103 words
A COMPOSITION THINNABLE WITH WATER AFTER NEUTRALIZATION, AND WHICH CONTAINS FREE CARBOXYL GROUPS, WHICH COMPOSITION IS THE REACTION PRODUCT OF: A. AN ADDUCT OF (I) AN ALPHA, BETA-ETHYLENICALLY UNSATURATED CARBOXYLIC ACID ANHYDRIDE, AND (II) A DRYING OR SEMIDRYING COMPOSITION COMPRISING AT LEAST ONE ETHYLENICALLY UNSATURATED FATTY ACID OR AN ESTER THEREOF WITH A POLYHYDRIC ALCOHOL, A COMPOUND HAVING AT LEAST ONE VICINAL EPOXIDE GROUP, OR AN EPOXYALCOHOL, SAID ADDUCT CONTAINING CARBOXYLIC ANHYDRIDE MOIEYIES; AND B. A RESOLE CONTAINING METHYL GROUPS, SAID ADDUCT AND SAID RESOLE BEING CHEMICALLY BONDED THROUGH ESTER GROUPS RESULTING FROM THE REACTION OF SAID METHYLOL GROUPS WITH SAID ANHYDRIDE MOIETIES.
Claim 14
Dependent Claim
15 words
The composition of claim 11 wherein said alpha, beta-ethylenically unsaturated carboxylic anhydride is maleic anhydride.
Claim 15
Dependent Claim
19 words
The composition of claim 12 wherein said drying or semi-drying composition is a naturally occurring drying or semi-drying oil.
Claim 16
Dependent Claim
25 words
The compoSition of claim 12 wherein said drying or semi-drying composition is a mixture of ethylenically unsaturated fatty acids derived from a naturally occurring oil.
Claim 17
Dependent Claim
55 words
The composition of claim 12 wherein said drying or semi-drying composition is an ester of (a) a mixture of ethylenically unsaturated fatty acids derived from a naturally occurring oil, and (b) a polyhydric alcohol, a compound having at least one vicinal epoxide group, or an epoxyalcohol, said ester being substantially free of alcoholic hydroxyl groups.
Claim 18
Dependent Claim
37 words
The composition of claim 15 wherein said ester is an ester of (a) a mixture of ethylenically unsaturated fatty acids derived from a naturally occurring oil, and (b) pentaerythritol, 2-hydroxy-1,1-dimethylethyl 4-hydroxy-3,3-dimethyl-butanoate, or a compound of the formula:
Claim 19
Dependent Claim
19 words
The composition of claim 12 wherein said resole comprises the base-catalyzed condensation product of a para-substituted phenol and formaldehyde.
Claim 20
Dependent Claim
12 words
The process of claim 12 wherein said adduct is maleinized linseed oil.
References Cited (Backward Citations)
US2586385A
Cited
US2878199A
Cited
US3300424A
Cited
US3251791A
Cited
US3481892A
Cited
US3650996A
Cited
US3567668A
Cited
US3671474A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-02-17 | 1978-08-19 | 1979-02-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-02-17 | 1982-08-19 | 1983-02-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-02-17 | 1986-08-19 | 1987-02-18 | $7700.00 | Window Closed / Lapsed |