US4219631A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Modified urea-formaldehyde resin
Assignee: International Minerals and Chemical Corp
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Filing: 1979-05-21
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Granted: 1980-08-26
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Expires: 1999-05-21
Abstract
Abstract A resinous product comprising a curable urea-formaldehyde resin modified by a nitroalkanol and having particular utility for treating textiles and non-woven cellulose products to provide permanent press and wrinkle-resistant characteristics.
Inventors
- 👤 Jerry H. Hunsucker
- 👤 Milton E. Woods
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 17:26
CPC Classifications
D; D06; D06M; D06M15/00; D06M15/19; D06M15/37; D06M15/39; D06M15/423; C; C08; C08G; C08G12/00; C08G12/02; C08G12/40
Claims Analysis
Total Claims: 29
Claim 1
Independent Claim
38 words
A resinous product comprising a curable ureaformaldehyde resin modified with from 0.25 to 3.0 moles of a nitroalkanol per mole of urea, said nitroalkanol being represented by the formula ##STR2## where R is hydrogen, methyl, ethyl or hydroxymethyl.
Claim 2
Dependent Claim
38 words
A resinous product comprising a curable ureaformaldehyde resin modified with from 0.25 to 3.0 moles of a nitroalkanol per mole of urea, said nitroalkanol being represented by the formula ##STR2## where R is hydrogen, methyl, ethyl or hydroxymethyl.
Claim 3
Dependent Claim
21 words
The resinous product of claim 1 wherein the urea is provided by the methyl, ethyl, propyl or butyl ether of urea.
Claim 4
Dependent Claim
29 words
The resinous product of claim 1 wherein the urea-formaldehyde resin is modified with up to 1.5 mole of glyoxal per mole of urea prior to reaction with the nitroalkanol.
Claim 5
Dependent Claim
10 words
The product of claim 1 wherein the nitroalkanol is tris(hydroxymethyl)nitromethane.
Claim 6
Dependent Claim
10 words
The product of claim 1 wherein the nitroalkanol is 2-nitro-2-methyl-1,3-propanediol.
Claim 7
Dependent Claim
10 words
The product of claim 1 wherein the nitroalkanol is 2-nitro-2-ethyl-1,3-propanediol.
Claim 8
Dependent Claim
10 words
The product of claim 1 wherein the nitroalkanol is 2-nitro-2-methyl-1-propanol.
Claim 9
Dependent Claim
10 words
The product of claim 1 wherein the nitroalkanol is 2-nitro-1-butanol.
Claim 10
Dependent Claim
34 words
A resinous product comprising a curable ureaformaldehyde resin modified with a nitroalkane of 1 to 3 carbon atoms or mixture thereof in a mole ratio of from 0.25 to 3.0 per mole of urea.
Claim 11
Dependent Claim
34 words
A resinous product comprising a curable ureaformaldehyde resin modified with a nitroalkane of 1 to 3 carbon atoms or mixture thereof in a mole ratio of from 0.25 to 3.0 per mole of urea.
Claim 12
Dependent Claim
10 words
The product of claim 9 wherein the nitroalkane is nitromethane.
Claim 13
Dependent Claim
10 words
The product of claim 9 wherein the nitroalkane is nitroethane.
Claim 14
Dependent Claim
10 words
The product of claim 9 wherein the nitroalkane is nitropropane.
Claim 15
Dependent Claim
81 words
A method for the preparation of the resinous product of claim 1 comprising the steps of (a) reacting urea and formaldehyde in a mole ratio of about 1:1-5 respectively at neutral or alkaline pH; (b) reacting the product of step (a) with from 0.25 to 3 moles per mole of urea of a nitroalkanol represented by the formula ##STR3## where R is hydrogen, methyl, ethyl or hydroxymethyl; (c) adjusting the pH to about 5 to 7, and (d) completing the reaction.
Claim 16
Dependent Claim
81 words
A method for the preparation of the curable resinous product of claim 9 comprising the steps of (a) reacting formaldehyde and urea in a mole ratio of about 1-5:1 respectively at a neutral or alkaline pH; (b) reacting the product of step (a) with 0.25-3.0 moles of a nitroalkane of 1 to 3 carbon atoms or mixture thereof until a solution clear at room temperature is obtained; (c) adjusting the pH to about 5 to 7, and (d) completing the reaction.
Claim 17
Dependent Claim
78 words
A method for the preparation of the resinous product of claim 1 comprising the steps of (a) reacting urea with from about 0.25 to 3 moles of a nitroalkanol represented by the formula ##STR4## wherein R is hydrogen, methyl, ethyl or hydroxymethyl; (b) reacting the product of step (a) with from about 1 to 5 moles of formaldehyde at a pH of from 7 to about 11; (c) adjusting pH to about 5 and (d) completing the reaction.
Claim 18
Dependent Claim
94 words
A method for the preparation of the resinous product of claim 9 comprising the steps of (a) reacting formaldehyde with a nitroalkane of from 1 to 3 carbon atoms in a mole ratio of from 1 to 5 moles of formaldehyde per mole of the urea of step (b) and from 0.25 to 3.0 moles nitroalkane per mole of urea at a pH of about 7 to 11; (b) reacting the product of step (a) with about 1 mole urea; (c) adjusting the pH to about 5 to 7 and (d) completing the reaction.
Claim 19
Independent Claim
19 words
The method of any of claims 13, 14, 15 or 16 wherein the alkaline pH is 10.0 to 10.5.
Claim 20
Dependent Claim
26 words
The method of claim 14 or claim 16 wherein the nitroalkane is added in a mole ratio of about 0.75 to 1.0 to one of urea.
Claim 21
Dependent Claim
29 words
The method of claim 14 or claim 16 wherein the reaction with the nitroalkane is carried out at about 75°-80° until a solution clear at room temperature is obtained.
Claim 22
Dependent Claim
19 words
The method of claim 14 wherein the pH is adjusted to about 5 when the clear solution is obtained.
Claim 23
Dependent Claim
13 words
The method of either claim 14 or 16 wherein the nitroalkane is nitromethane.
Claim 24
Dependent Claim
13 words
The method of either claim 14 or 16 wherein the nitroalkane is nitroethane.
Claim 25
Dependent Claim
13 words
The method of either claim 14 or 16 wherein the nitroalkane is 1-nitropropane.
Claim 26
Dependent Claim
13 words
The method of either claim 14 or 16 wherein the nitroalkane is 2-nitropropane.
Claim 27
Dependent Claim
30 words
The method of claim 14 or claim 16 wherein glyoxal is reacted with the product of step (a) in an amount of up to 1.5 moles per mole of urea.
Claim 28
Dependent Claim
29 words
The resinous product of claim 9 wherein the urea-formaldehyde resin is modified with up to 1.5 moles of glyoxal per mole of urea prior to reaction with the nitroalkane.
Claim 29
Dependent Claim
26 words
The resinous product of either of claims 1 or 9 wherein the urea-formaldehyde resin is modified with a mixture of nitroalkane and nitroalkanol in any proportion.
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) | 1983-08-26 | 1984-02-25 | 1984-08-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-08-26 | 1988-02-25 | 1988-08-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-08-26 | 1992-02-25 | 1992-08-26 | $7700.00 | Window Closed / Lapsed |