US4388372A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Durable antisoiling coatings for textile filaments
Assignee: EIDP Inc
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Filing: 1982-03-10
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Granted: 1983-06-14
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Expires: 2002-03-10
Abstract
Abstract A durable antisoiling coating composition for textile filaments comprises a perfluoroalkyl ester of a citric acid urethane and fluorinated alcohols in combination with a modified epoxy resin which is the reaction product of a carboxyl-functional vinyl polymer, an epoxy resin and a tertiary amine. The composition can be applied as an aqueous dispersion, including a non-ionic textile lubricant based on poly(ethylene glycol).
Inventors
- 👤 Nitin J. Champaneria
- 👤 Lee R. Harper
- 👤 Edward A. Hosegood
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 03:15
CPC Classifications
D; D06; D06M; D06M15/00; D06M15/19; D06M15/37; D06M15/55; D06M15/564; Y; Y10; Y10T; Y10T428/00; Y10T428/29; Y10T428/2913; Y10T428/2933; Y10T428/2964; Y10T428/2967; Y10T428/2969
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
396 words
A yarn having durable antisoiling properties comprised of filaments of a synthetic polycarbonamide having incorporated therewith a coating composition comprising an aqueous dispersion of (1) a perfluoroalkylester of a citric acid urethane and a fluorinated alcohol having the formula C n F 2n+1 (CH 2 ) m OH wherein n is 6 to 14 and m is 2 and of (2) the reaction product of (A) not less than 50% by weight, based on the weight of (A) plus (B), of an epoxy resin containing, on the average, two terminal 1,2-epoxy groups per molecule and having an epoxy equivalent weight of 750-5000; (B) a carboxyl-functional polymer in an amount sufficient to provide at least 1.25 equivalents of carboxyl groups, when the source of the carboxyl group is a mono-protic acid, and at least 2.0 equivalents of carbosyl groups, when the source of such groups is a diprotic acid, per equivalent of 1,2-epoxy groups in the epoxy resin, said polymer having a weight average molecular weight (determined by light scattering) of about 10000-160000 and an acid number of 100-500; (C) an aqueous solution of at least 1.25 equivalents of a tertiary amine per equivalent of 1,2-epoxy groups in the epoxy resin, said tertiary amine being selected from the group consisting of R 1 R 2 R 3 N, pyridine, N-methylpyrrole, N-methyl piperidine, N-methyl pyrrolidine, N-methyl morpholine, and mixtures thereof and wherein R 1 and R 2 are substituted or unsubstituted monovalent alkyl groups containing one or two carbon atoms in the alkyl portion and R 3 is a substituted or unsubstituted monovalent alkyl group containing 1-4 carbon atoms; and (D) optionally, 10-90% of the amount required for stoichiometric reaction with the carboxyl-functional polymer of (B) of at least one primary, secondary or tertiary amine or monofunctional quaternary ammonium hydroxide; wherein Y is at least about 6+0.75(2 X ) wherein Y is the milliequivalent of carboxyl groups neutralized with primary, secondary or tertiary amine or mono-functional quaternary ammonium hydroxide per 100 grams of acid polymer plus epoxy, and X is the epoxy equivalent weight divided by 1000; and wherein for increasing ratios of carboxyl groups to 1,2-epoxy groups, the amount of amine is increased to keep the carboxyl-functional polymer water dispersible; with said ester being present in said dispersion in a ratio in parts by weight to said reaction product within the range of about 1:1 to 12:1.
Claim 2
Dependent Claim
396 words
A yarn having durable antisoiling properties comprised of filaments of a synthetic polycarbonamide having incorporated therewith a coating composition comprising an aqueous dispersion of (1) a perfluoroalkylester of a citric acid urethane and a fluorinated alcohol having the formula C n F 2n+1 (CH 2 ) m OH wherein n is 6 to 14 and m is 2 and of (2) the reaction product of (A) not less than 50% by weight, based on the weight of (A) plus (B), of an epoxy resin containing, on the average, two terminal 1,2-epoxy groups per molecule and having an epoxy equivalent weight of 750-5000; (B) a carboxyl-functional polymer in an amount sufficient to provide at least 1.25 equivalents of carboxyl groups, when the source of the carboxyl group is a mono-protic acid, and at least 2.0 equivalents of carbosyl groups, when the source of such groups is a diprotic acid, per equivalent of 1,2-epoxy groups in the epoxy resin, said polymer having a weight average molecular weight (determined by light scattering) of about 10000-160000 and an acid number of 100-500; (C) an aqueous solution of at least 1.25 equivalents of a tertiary amine per equivalent of 1,2-epoxy groups in the epoxy resin, said tertiary amine being selected from the group consisting of R 1 R 2 R 3 N, pyridine, N-methylpyrrole, N-methyl piperidine, N-methyl pyrrolidine, N-methyl morpholine, and mixtures thereof and wherein R 1 and R 2 are substituted or unsubstituted monovalent alkyl groups containing one or two carbon atoms in the alkyl portion and R 3 is a substituted or unsubstituted monovalent alkyl group containing 1-4 carbon atoms; and (D) optionally, 10-90% of the amount required for stoichiometric reaction with the carboxyl-functional polymer of (B) of at least one primary, secondary or tertiary amine or monofunctional quaternary ammonium hydroxide; wherein Y is at least about 6+0.75(2 X ) wherein Y is the milliequivalent of carboxyl groups neutralized with primary, secondary or tertiary amine or mono-functional quaternary ammonium hydroxide per 100 grams of acid polymer plus epoxy, and X is the epoxy equivalent weight divided by 1000; and wherein for increasing ratios of carboxyl groups to 1,2-epoxy groups, the amount of amine is increased to keep the carboxyl-functional polymer water dispersible; with said ester being present in said dispersion in a ratio in parts by weight to said reaction product within the range of about 1:1 to 12:1.
Claim 3
Dependent Claim
51 words
A yarn of claim 1 wherein the ester-urethane is formed from said ester of citric acid and an aliphatic alpha, omega-diisocyanate; the carboxyl-functional polymer is a terpolymer of styrene, ethylacrylate and methacylic acid; and the ratio of the ester to said reaction product is within the range of 4:1 to 8:1.
Claim 4
Dependent Claim
76 words
A yarn of claim 2 wherein the diisocyanate is 1,6-hexamethylene diisocyanate; the terpolymer is of styrene/ethylacrylate/methacrylic acid in a mole ratio of about 1/1/2 respectively; the tertiary amine is dimethylethanolamine; and the diepoxide is a condensation product of epichlorohydrin and bisphenol A; and the reaction product being formed at ratios of about 2 mols of terpolymer to 1 mol of the diquaternized polyalcohol formed from 2 mols of the amine and 1 mol of the diepoxide.
Claim 5
Dependent Claim
20 words
A yarn of claim 2 wherein the dispersion includes a non-ionic textile lubricant based on a polymer of poly(ethylene glycol).
Claim 6
Dependent Claim
17 words
A yarn of claim 2 or 4 which has been dried to remove water from said composition.
Claim 7
Dependent Claim
11 words
A yarn of claim 2 comprised of filaments of poly(hexamethylene adipamide).
Claim 8
Dependent Claim
29 words
A yarn of claim 2, 4 or 6 having incorporated therewith said composition in an amount to provide from 250 to 1600 ppm of fluorine on weight of yarn.
References Cited (Backward Citations)
US3484281A
Cited
US3916053A
Cited
US3923715A
Cited
US4247439A
Cited
US4043964A
Cited
US4029585A
Cited
US4245004A
Cited
US4192754A
Cited
US4190545A
Cited
US4325857A
Cited
US4335030A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-06-13 | 1986-12-13 | 1987-06-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-06-13 | 1990-12-13 | 1991-06-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-06-13 | 1994-12-13 | 1995-06-14 | $7700.00 | Window Closed / Lapsed |