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US4404356A
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Heat-curable epoxide resin compositions
Assignee: Novartis Corp
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Filing: 1982-08-30
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Granted: 1983-09-13
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Expires: 2002-08-30
Abstract
Abstract Epoxide resins are cured by heating with a hydroxyphenylurea of formula <IMAGE> where R2 and R3 each represent a (cyclo)alkyl, (cyclo)alkenyl, or aralkyl group, optionally substituted by -OH, -CN, or a halogen atom, with the proviso that R2 may also represent -H, or R2 and R3 together with the indicated attached N atom represent a heterocyclic radical, R4 denotes -NH2, -NO2, -Cl, -Br, or alkyl, and p denotes zero, 1, or 2. Such hydroxyphenylureas may be used alone, as accelerators for heat-curing with other agents such as dicyandiamide, melamine, and carboxylic acid hydrazides, or may be used as the primary curing agent with promoters such as dicyandiamide, melamine, and carboxylic hydrazides.
Inventors
- 👤 Christopher M. Andrews
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 16:56
CPC Classifications
C; C08; C08G; C08G59/00; C08G59/18; C08G59/40; C08G59/4007; C08G59/4014; C08G59/4021
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
116 words
Heat-curable compositions comprising (a) an epoxide resin and (b) an effective amount of a urea of formula ##STR8## where R 2 and R 3 each denote an alkyl, cycloalkyl, alkenyl, cycloalkenyl, or aralkyl group, which may be substituted by a halogen atom, a hydroxyl group, or a cyano group, with the proviso that R 2 may alternatively denote a hydrogen atom, or R 2 and R 3 together with the attached nitrogen atom denote a heterocyclic ring containing 3 to 5 carbon atoms, and optionally one oxygen atom, in the ring, R 4 denotes--NH 2 , --NO 2 , --Cl, --Br, or alkyl of 1 to 10 carbon atoms, and p denotes zero, 1, or 2.
Claim 2
Dependent Claim
116 words
Heat-curable compositions comprising (a) an epoxide resin and (b) an effective amount of a urea of formula ##STR8## where R 2 and R 3 each denote an alkyl, cycloalkyl, alkenyl, cycloalkenyl, or aralkyl group, which may be substituted by a halogen atom, a hydroxyl group, or a cyano group, with the proviso that R 2 may alternatively denote a hydrogen atom, or R 2 and R 3 together with the attached nitrogen atom denote a heterocyclic ring containing 3 to 5 carbon atoms, and optionally one oxygen atom, in the ring, R 4 denotes--NH 2 , --NO 2 , --Cl, --Br, or alkyl of 1 to 10 carbon atoms, and p denotes zero, 1, or 2.
Claim 3
Dependent Claim
60 words
The compositions of claim 1 in which R 2 and R 3 each denote an alkyl group of 1 to 6 carbon atoms, a hydroxyalkyl group of 2 to 4 carbon atoms, a cycloalkyl group of 3 to 7 carbon atoms, an alkenyl group of 2 to 4 carbon atoms, or an aralkyl group of 7 to 9 carbon atoms.
Claim 4
Dependent Claim
31 words
The compositions of claim 1 in which R 2 and R 3 each denote a methyl group, or R 2 denotes a methyl group and R 3 denotes a 2-hydroxyethyl group.
Claim 5
Dependent Claim
32 words
The compositions of claim 1 in which p denotes zero, or 1, with R 4 denoting --NO 2 , --Cl, or --Br, or 2, with each R 4 denoting a methyl group.
Claim 6
Dependent Claim
22 words
The compositions of claim 1 in which the urea of formula V is N-(2-hydroxyphenyl)-N',N'-dimethylurea, N-(2-hydroxy-4-nitrophenyl)-N',N'-dimethylurea, N-(4-chloro-2-hydroxyphenyl)-N',N'-dimethylurea, N-(5-chloro-2-hydroxyphenyl)-N',N'-dimethylurea, N-(2-hydroxy-5-nitrophenyl)-N',N'-dimethylurea, N-(3,5-dimethyl-2-hydroxyphenyl)-N',N'-dimethylurea, N-(2-hydroxyphenyl)-N'-methyl-N'-(2-hydroxyethyl)urea, or N-(4-chloro-2-hydroxyphenyl)-N'-methyl-N'-(2-hydroxyethyl)urea.
Claim 7
Dependent Claim
18 words
The compositions of claim 1 which contain a heat-curing amount of the urea of formula V for (a).
Claim 8
Dependent Claim
71 words
The compositions of claim 1 which further contain (c) a minor amount by weight, calculated on the weight of the urea of formula V, of an accelerator for the heat-curing, selected from dicyandiamide, carboxylic acid hydrizides, succinimide, cyanoacetamide, 1-cyano-3-(lower alkyl)guanidines, the lower alkyl group or groups containing 1 to 3 carbon atoms, imidazoles, and salts of carboxylic acids with tertiary amines, (b) with (c) together constituting a heat-curing amount for (a).
Claim 9
Dependent Claim
69 words
The compositions of claim 1 which further contain (d) a major amount by weight, calculated on the weight of the urea of formula V, of a heat-curing agent selected from dicyandiamide, carboxylic acid hydrazides, succinimide, cyanoacetamide, 1-cyano-3-(lower alkyl)guanidines, the lower alkyl group or groups containing 1 to 3 carbon atoms, imidazoles, and salts of carboxylic acids with tertiary amines, (d) with (b) together constituting a heat-curing amount for (a).
Claim 10
Dependent Claim
14 words
A process for curing an epoxide resin, comprising heating a composition of claim 1.
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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) | 1986-09-12 | 1987-03-14 | 1987-09-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-09-12 | 1991-03-14 | 1991-09-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-09-12 | 1995-03-14 | 1995-09-13 | $7700.00 | Window Closed / Lapsed |