Patent US4293461A successfully refreshed from Google Patents.
US4293461A
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Unsaturated melamine condensates
Assignee: Solutia Inc
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Filing: 1980-06-09
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Granted: 1981-10-06
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Expires: 2000-06-09
Abstract
Abstract An unsaturated condensate of a methylolmelamine, an acrylamide, an unsaturated fatty acid amide and optionally a C1 to C10 alcohol, wherein the methylolmelamine has at least about 5 methylol groups per melamine ring, wherein substantially all the methylol groups are condensed with acrylamide, unsaturated fatty acid amide or alcohol, wherein the number of acrylamide moieties of the condensate is in the range of about 1 to about 4 per melamine ring and the number of unsaturated fatty acid amide moieties is in the range of about 0.5 to about 2 per melamine ring and wherein the ratio of acrylamide moieties to unsaturated fatty acid amide moieties is in the range of about 1:1 to about 3:1. The unsaturated condensates are used in high solids unsaturated coating systems containing unsaturated oil-modified resins.
Inventors
- 👤 William F. Strazik
- 👤 John R. LeBlanc
- 👤 J. Owen Santer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 12:56
CPC Classifications
C; C09; C09D; C09D161/00; C09D161/20; C09D161/30; C08; C08G; C08G12/00; C08G12/02; C08G12/26; C08G12/34; C09D161/32
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
160 words
An unsaturated condensate of a methylolmelamine, an acrylamide, an ethylenically unsaturated fatty acid amide and a C 1 to C 10 alcohol wherein the methylolmelamine has at least about 5 methylol groups per melamine ring, wherein substantially all the methylol groups are condensed with the acrylamide, the unsaturated fatty acid amide or the alcohol, wherein the number of the acrylamide moieties of the condensate is in the range of about 1 to about 4 per melamine ring and the number of unsaturated fatty acid amide moieties is in the range of about 0.5 to about 2 per melamine ring, wherein the ratio of the acrylamide moieties to unsaturated fatty acid amide moieties is in the range of about 1:1 to about 3:1 and wherein the unsaturated fatty acid amide is an amide of ammonia or methylamine and an ethylenically unsaturated fatty acid containing from 4 to 32 carbon atoms and at least one allylic hydrogen atom per fatty acid moiety.
Claim 2
Dependent Claim
160 words
An unsaturated condensate of a methylolmelamine, an acrylamide, an ethylenically unsaturated fatty acid amide and a C 1 to C 10 alcohol wherein the methylolmelamine has at least about 5 methylol groups per melamine ring, wherein substantially all the methylol groups are condensed with the acrylamide, the unsaturated fatty acid amide or the alcohol, wherein the number of the acrylamide moieties of the condensate is in the range of about 1 to about 4 per melamine ring and the number of unsaturated fatty acid amide moieties is in the range of about 0.5 to about 2 per melamine ring, wherein the ratio of the acrylamide moieties to unsaturated fatty acid amide moieties is in the range of about 1:1 to about 3:1 and wherein the unsaturated fatty acid amide is an amide of ammonia or methylamine and an ethylenically unsaturated fatty acid containing from 4 to 32 carbon atoms and at least one allylic hydrogen atom per fatty acid moiety.
Claim 3
Dependent Claim
31 words
The unsaturated condensate of claim 1 wherein the acrylamide is represented by the formula: ##STR2## wherein R 1 and R 2 are selected from the group consisting of hydrogen and methyl.
Claim 4
Dependent Claim
14 words
The unsaturated condensate of claim 2 wherein R 1 and R 2 are hydrogen.
Claim 5
Dependent Claim
20 words
The unsaturated condensate of claim 2 or 3 wherein the unsaturated fatty acid contains from ten to twenty carbon atoms.
Claim 6
Dependent Claim
23 words
The unsaturated condensate of claim 2 or 3 wherein the unsaturated fatty acid comprises at least about 5 weight percent of polyunsaturated acid.
Claim 7
Dependent Claim
21 words
The unsaturated condensate of claim 4 wherein the unsaturated fatty acid comprises at least about 5 weight percent of polyunsaturated acid.
Claim 8
Dependent Claim
17 words
The unsaturated condensate of claim 5 wherein the alcohol is a C 1 to C 4 alcohol.
Claim 9
Dependent Claim
17 words
The unsaturated condensate of claim 6 wherein the alcohol is a C 1 to C 4 alcohol.
Claim 10
Dependent Claim
12 words
The unsaturated condensate of claim 5 wherein the alcohol is methyl alcohol.
Claim 11
Dependent Claim
12 words
The unsaturated condensate of claim 6 wherein the alcohol is methyl alcohol.
Claim 12
Dependent Claim
150 words
An unsaturated condensate of a methylolmelamine, acrylamide, an ethylenically unsaturated fatty acid amide and a C 1 to C 4 alcohol, wherein the methylolmelamine has at least about 5 methylol groups per melamine ring, wherein substantially all the methylol groups are condensed with acrylamide, the unsaturated fatty acid amide or the alcohol, wherein the number of acrylamide moieties of the condensate is in the range of about 1 to about 3 per melamine ring, and the number of unsaturated fatty acid amide moieties is in the range of about 0.75 to about 1.5 per melamine ring, wherein the ratio of acrylamide moieties to unsaturated fatty acid amide moieties is in the range of about 1:1 to about 3:1, and wherein the amide is a primary amide of an ethylenically unsaturated fatty acid containing from 10 to 20 carbon atoms and at least one allylic hydrogen atom per fatty acid moiety.
Claim 13
Dependent Claim
150 words
An unsaturated condensate of a methylolmelamine, acrylamide, an ethylenically unsaturated fatty acid amide and a C 1 to C 4 alcohol, wherein the methylolmelamine has at least about 5 methylol groups per melamine ring, wherein substantially all the methylol groups are condensed with acrylamide, the unsaturated fatty acid amide or the alcohol, wherein the number of acrylamide moieties of the condensate is in the range of about 1 to about 3 per melamine ring, and the number of unsaturated fatty acid amide moieties is in the range of about 0.75 to about 1.5 per melamine ring, wherein the ratio of acrylamide moieties to unsaturated fatty acid amide moieties is in the range of about 1:1 to about 3:1, and wherein the amide is a primary amide of an ethylenically unsaturated fatty acid containing from 10 to 20 carbon atoms and at least one allylic hydrogen atom per fatty acid moiety.
Claim 14
Dependent Claim
22 words
The unsaturated condensate of claim 11 wherein the unsaturated fatty acid comprises at least about 5 weight percent of a polyunsaturated acid.
Claim 15
Dependent Claim
22 words
The unsaturated condensate of claim 11 wherein the unsaturated fatty acid comprises at least about 10 weight percent of a polyunsaturated acid.
Claim 16
Dependent Claim
15 words
The unsaturated condensate of claim 11, 12 or 13 wherein the alcohol is methyl alcohol.
Claim 17
Dependent Claim
26 words
The unsaturated condensate of claim 11, 12 or 13 wherein the unsaturated fatty acid is selected from the group consisting of oleic, linoleic and linolenic acids.
Claim 18
Dependent Claim
203 words
A process for the preparation of an unsaturated condensate which comprises condensing an alkoxymethylmelamine with an acrylamide and an ethylenically unsaturated fatty acid amide under acid conditions and in the presence of an oxidation and polymerization inhibiting quantity of an inhibitor until an amount of alcohol equivalent to the acrylamide and the unsaturated fatty acid amide is evolved, wherein the alkoxymethylmelamine has a combined ratio of formaldehyde to melamine in the range of about 5:1 to about 6:1 and a combined ratio of alcohol to melamine in the range of about 4.7 to about 6.0 moles per mole of melamine, wherein the mole ratio of the acrylamide to the alkoxymethylmelamine is in the range of about 1:1 to about 4:1, wherein the mole ratio of the unsaturated fatty acid amide to the alkoxymethylmelamine is in the range of about 0.5:1 to about 2:1, wherein the mole ratio of the acrylamide to the unsaturated fatty acid amide is in the range of about 1:1 to about 3:1 and wherein the unsaturated fatty acid amide is an amide of ammonia or methylamine and an unsaturated fatty acid containing from 4 to 32 carbon atoms and at least one allylic hydrogen atom per fatty acid moiety.
Claim 19
Dependent Claim
203 words
A process for the preparation of an unsaturated condensate which comprises condensing an alkoxymethylmelamine with an acrylamide and an ethylenically unsaturated fatty acid amide under acid conditions and in the presence of an oxidation and polymerization inhibiting quantity of an inhibitor until an amount of alcohol equivalent to the acrylamide and the unsaturated fatty acid amide is evolved, wherein the alkoxymethylmelamine has a combined ratio of formaldehyde to melamine in the range of about 5:1 to about 6:1 and a combined ratio of alcohol to melamine in the range of about 4.7 to about 6.0 moles per mole of melamine, wherein the mole ratio of the acrylamide to the alkoxymethylmelamine is in the range of about 1:1 to about 4:1, wherein the mole ratio of the unsaturated fatty acid amide to the alkoxymethylmelamine is in the range of about 0.5:1 to about 2:1, wherein the mole ratio of the acrylamide to the unsaturated fatty acid amide is in the range of about 1:1 to about 3:1 and wherein the unsaturated fatty acid amide is an amide of ammonia or methylamine and an unsaturated fatty acid containing from 4 to 32 carbon atoms and at least one allylic hydrogen atom per fatty acid moiety.
Claim 20
Dependent Claim
48 words
The process of claim 16 wherein the mole ratio of the acrylamide to the alkoxymethylmelamine is in the range of about 1:1 to about 3:1 and the mole ratio of the unsaturated fatty acid amide to the alkoxymethylmelamine is in the range of about 0.75 to about 1.5.
Claim 21
Dependent Claim
22 words
The process of claim 17 wherein the unsaturated fatty acid contains at least about 5 weight percent of a polyunsaturated fatty acid.
Claim 22
Dependent Claim
19 words
The process of claim 18 wherein the unsaturated fatty acid contains from 10 to 20 carbon atoms per molecule.
Claim 23
Dependent Claim
22 words
The process of claim 19 wherein the unsaturated fatty acid contains at least about 10 weight percent of a polyunsaturated fatty acid.
Claim 24
Dependent Claim
12 words
The process of claim 20 wherein the alkoxymethyl melamine is a methoxymethylmelamine.
Claim 25
Dependent Claim
15 words
The product of the process of claim 15, 16, 17, 18, 19, 20 or 21.
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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) | 1984-10-05 | 1985-04-06 | 1985-10-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-10-05 | 1989-04-06 | 1989-10-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-10-05 | 1993-04-06 | 1993-10-06 | $7700.00 | Window Closed / Lapsed |