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US4388372A Expired / Lapsed US ⏱️ 0.0 years remaining

Durable antisoiling coatings for textile filaments

Assignee: EIDP Inc
•
Filing: 1982-03-10
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Granted: 1983-06-14
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Expires: 2002-03-10
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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.

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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) 1986-06-13 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

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