US3844824A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process of treating fibrous materials with the reaction product of methylolphosphine adducts and nitrogenous compounds
Assignee: United States Department of Agriculture
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Filing: 1972-11-15
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Granted: 1974-10-29
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Expires: 1992-11-15
Abstract
Abstract Soluble methylol phosphine adducts which contain one or more methylol phosphine radicals (PCH2OH) are prepared by reacting in a suitable solvent tris(hydroxymethyl)phosphine with an amide or amine which contains one or more hydrogens attached to trivalent nitrogen. These soluble adducts are particularly valuable for the preparation of thermosetting flame resistant polymers by reacting them with nitrogenous compounds which contain two or more hydrogen and methylol groups attached to trivalent nitrogen. The adducts are also valuable for the preparation of flame-, glow-, wrinkle-, and shrink-resistant knit and woven textiles by causing the adducts to react with nitrogenous compounds in or on the textile structure by application of heat.
Inventors
- 👤 W Reeves
- 👤 D Donaldson
- 👤 J Beninate
- 👤 D Daigle
- 👤 G Drake
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 17:32
CPC Classifications
D; D06; D06M; D06M15/00; D06M15/19; D06M15/37; D06M15/667; D06M15/673; C; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/50; C07F9/5004; C07F9/53; C07F9/5304; C08; C08G; C08G79/00; C08G79/02; D06M15/39; D06M15/423; D06M15/43; D06M15/431; Y; Y10; Y10S; Y10S428/00; Y10S428/92; Y10S428/921; Y10T; Y10T442/00; Y10T442/20; Y10T442/2631; Y10T442/2672; Y10T442/268
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
109 words
A PROCESS FOR PRODUCING FLAME RESISTANT ORGANIC FIBROUS MATERIALS, SAID PROCESS COMPRISING: A. REACTING TRIS(HYDROXYMETHYL) PHOSPHINE WITH A MONOMERIC NITROGENOUS COMPOUND CONTAINING A TRIVALENT NITROGEN ATOM SUBSTITUTED WITH AT LEAST ONE HYDROGEN OR METHYLOL RADICAL, SO AS TO OBTAIN A SOLUBLE METHYLOLPHOSPHINE ADDUCT CONTAINING UNREACTED METHYLOL PHOSPHORUS RADICALS; B. FORMING A SOLUTION OF SAID SOLUBLE ADDUCT AND AT LEAT ONE NITROGENOUS COMPOUND CONTAINING A TRIVALENT NITROGEN ATOM SUBSTITUTED WITH AT LEAST TWO HYDROGEN OR METHYLOL RADICALS; C. IMPREGNATING AN ORGANIC FIBROUS MATERIAL WITH SAID SOLUTION; AND D. HEATING THE IMPREGNATED MATERIAL AT FROM ABOUT 90*C. TO ABOUT 170*C. UNTIL COPOLYMERIZATION AND INSQLUBILIZATION OF THE ADDUCT AND NITROGENOUS COMPOUND OCCURS.
Claim 2
Dependent Claim
109 words
A PROCESS FOR PRODUCING FLAME RESISTANT ORGANIC FIBROUS MATERIALS, SAID PROCESS COMPRISING: A. REACTING TRIS(HYDROXYMETHYL) PHOSPHINE WITH A MONOMERIC NITROGENOUS COMPOUND CONTAINING A TRIVALENT NITROGEN ATOM SUBSTITUTED WITH AT LEAST ONE HYDROGEN OR METHYLOL RADICAL, SO AS TO OBTAIN A SOLUBLE METHYLOLPHOSPHINE ADDUCT CONTAINING UNREACTED METHYLOL PHOSPHORUS RADICALS; B. FORMING A SOLUTION OF SAID SOLUBLE ADDUCT AND AT LEAT ONE NITROGENOUS COMPOUND CONTAINING A TRIVALENT NITROGEN ATOM SUBSTITUTED WITH AT LEAST TWO HYDROGEN OR METHYLOL RADICALS; C. IMPREGNATING AN ORGANIC FIBROUS MATERIAL WITH SAID SOLUTION; AND D. HEATING THE IMPREGNATED MATERIAL AT FROM ABOUT 90*C. TO ABOUT 170*C. UNTIL COPOLYMERIZATION AND INSQLUBILIZATION OF THE ADDUCT AND NITROGENOUS COMPOUND OCCURS.
Claim 3
Dependent Claim
28 words
The process of claim 1 wherein the step (a) nitrogenous compound is an amide selected from the group consisting of formamide, thiourea, acrylamide, octadecylamide, glycine, sulfonamides and phosphoramides.
Claim 4
Dependent Claim
31 words
The process of claim 1 wherein the step (a) nitrogenous compound is an amine selected from the group consisting of methylamine, dimethylamine, ethylamine, diethylamine, phenylamine, diphenylamine, phenylmethylamine, methylcetylamine, dimethylamine-HCl and N-methylaniline.
Claim 5
Dependent Claim
28 words
The process of claim 1 wherein the step (b) nitrogenous compound is an amide selected from the group consisting of thiourea, ethyleneurea, propyleneurea, dicyanamide, hydroxyethylcarbamate, octadecamide and acrylamide.
Claim 6
Dependent Claim
28 words
The process of claim 1 wherein the nitrogenous compound of step (b) is an amine selected from the group consisting of ethylamine, methylamine, ethylene diamine, aniline and cetylamine.
Claim 7
Dependent Claim
51 words
The process of claim 1 wherein the step (a) nitrogenous compound is selected from the group consisting of methylamine, dimethylamine, ethylamine, diethylamine, phenylamine, diphenylamine, phenylmethylamine, methylcetylamine, dimethylamine-HCl and N-methylaniline, and the step (b) nitrogenous compound is selected from the group consisting of ethylamine, methylamine, ethylene diamine, aniline, amino acids and cetylamine.
Claim 8
Dependent Claim
20 words
The process of claim 1 wherein the impregnated material, after copolymerization and insolubilization has occurred, is exposed to an oxidant.
Claim 9
Dependent Claim
20 words
The process of claim 7 wherein the oxidant is selected from the group consisting of a peroxide, perborate or peracid.
Claim 10
Dependent Claim
13 words
The flame and glow resistant textile produced by the process of claim 1.
Claim 11
Dependent Claim
17 words
The process of claim 1 wherein the textile structure contains about 50 percent or more cellulosic fiber.
References Cited (Backward Citations)
US3619113A
Cited
US3698854A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1977-10-28 | 1978-04-29 | 1978-10-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1981-10-28 | 1982-04-29 | 1982-10-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1985-10-28 | 1986-04-29 | 1986-10-29 | $7700.00 | Window Closed / Lapsed |