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US4416787A Expired / Lapsed US ⏱️ 0.0 years remaining

Soil resistant yarn finish for synthetic organic polymer yarn

Assignee: Honeywell International Inc
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Filing: 1982-11-01
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Granted: 1983-11-22
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Expires: 2002-11-01
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Abstract

Abstract A yarn finish composition is disclosed for incorporation with synthetic organic polymer yarn or yarn products to render the same oil repellent and resistant to soiling. The composition comprises (a) a quaternary ammonium salt selected from the group consisting of trialkyl dodecyl ammonium salt and cocotrialkyl ammonium salt, wherein the alkyl is methyl or ethyl and the anion is selected from the group consisting of chloride, bromide, iodide, sulfate, ethosulfate, methosulfate and mixtures thereof, and (b) a fluorochemical compound consisting of polycarboxybenzene esterified with certain partially fluorinated alcohols and with hydroxy-containing organic radicals such as 2-hydroxyethyl, glyceryl, and chlorohydryl or bromohydryl.

Inventors

  • 👤 Robert M. Marshall
  • 👤 William A. Archie
  • 👤 Kimon C. Dardoufas

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 06:55
CPC Classifications
D; D06; D06M; D06M13/00; D06M13/322; D06M13/46; D06M13/463; Y; Y10; Y10T; Y10T428/00; Y10T428/29; Y10T428/2913; Y10T428/2933; Y10T428/2964; Y10T428/2967; Y10T428/2969

Claims Analysis

Total Claims: 33
Claim 1
Independent Claim 286 words
A yarn finish composition comprising: a. 15 to 80 weight percent of a quaternary ammonium salt selected from the group consisting of alkyl dodecyl ammonium salt and cocotrialkyl ammonium salt, wherein the alkyl is methyl or ethyl and the anion of the salt is selected from the group consisting of chloride, bromide, iodide, sulfate, ethosulfate, methosulfate and mixtures thereof; and b. 20 to 85 weight percent of a fluorochemical compound having the formula ##STR3## wherein the attachment of the fluorinated radials and the radicals CO 2 B to the nucleus is in asymmetrical positions with respect to rotation about the axis through the center of the nucleus; wherein "X" is fluorine, or perfluoroalkoxy of 1 to 6 carbon atoms, and m has arithmetic mean between 2 and 20; n is zero or unity; "W" and "Y" are alkylene, cycloalkylene or alkyleneoxy radicals of combined chain length from 2 to 20 atoms; (CF 2 ) m and "Y" have each at least 2 carbon atoms in the main chain; "Z" is oxygen and p is 1, or "Z" is nitrogen and p is 2; q is an integer of at least 2 but not greater than 5; "B" is CH 2 RCHOH or is CH 2 RCHOCH 2 RCHOH where "R" is hydrogen or methyl, or "B" is CH 2 CH(OH)CH 2 Q where Q is halogen, hydroxy, or nitrile; or "B" is CH 2 CH(OH)CH 2 OCH 2 -CH(OH)CH 2 Q; and r is an integer of at least 1 but not greater than q; and X(CF 2 ) m , W and Y are straight chains, branched chains or cyclic; and wherein the substituent chains of the above general formulas are the same or different.
Claim 2
Dependent Claim 286 words
A yarn finish composition comprising: a. 15 to 80 weight percent of a quaternary ammonium salt selected from the group consisting of alkyl dodecyl ammonium salt and cocotrialkyl ammonium salt, wherein the alkyl is methyl or ethyl and the anion of the salt is selected from the group consisting of chloride, bromide, iodide, sulfate, ethosulfate, methosulfate and mixtures thereof; and b. 20 to 85 weight percent of a fluorochemical compound having the formula ##STR3## wherein the attachment of the fluorinated radials and the radicals CO 2 B to the nucleus is in asymmetrical positions with respect to rotation about the axis through the center of the nucleus; wherein "X" is fluorine, or perfluoroalkoxy of 1 to 6 carbon atoms, and m has arithmetic mean between 2 and 20; n is zero or unity; "W" and "Y" are alkylene, cycloalkylene or alkyleneoxy radicals of combined chain length from 2 to 20 atoms; (CF 2 ) m and "Y" have each at least 2 carbon atoms in the main chain; "Z" is oxygen and p is 1, or "Z" is nitrogen and p is 2; q is an integer of at least 2 but not greater than 5; "B" is CH 2 RCHOH or is CH 2 RCHOCH 2 RCHOH where "R" is hydrogen or methyl, or "B" is CH 2 CH(OH)CH 2 Q where Q is halogen, hydroxy, or nitrile; or "B" is CH 2 CH(OH)CH 2 OCH 2 -CH(OH)CH 2 Q; and r is an integer of at least 1 but not greater than q; and X(CF 2 ) m , W and Y are straight chains, branched chains or cyclic; and wherein the substituent chains of the above general formulas are the same or different.
Claim 3
Dependent Claim 22 words
An emulsion of water and 1.5 to 40 percent by weight of said emulsion of said composition as defined in claim 1.
Claim 4
Dependent Claim 10 words
The composition of claim 1 wherein the anion is chloride.
Claim 5
Dependent Claim 10 words
The composition of claim 1 wherein the anion is sulfate.
Claim 6
Dependent Claim 20 words
The composition of claim 1 wherein the quaternary ammonium salt is in a solution of water, isopropanol and propylene glycol.
Claim 7
Dependent Claim 58 words
The composition of claim 1 wherein the fluorochemical compound is a trimellitate, a pyromellitate, or a bis(diamide)/ester of trimellitic acid or of pyromellitic acid, wherein each fluorinated radical, of formula X(CF 2 ) m W(CONH) n Y, has a main chain containing at least six carbon atoms and contains at least four perfluorinated carbon atoms in the radical.
Claim 8
Dependent Claim 37 words
The composition of claim 1 wherein the fluorochemical compound is a mixture of pyromellitates having the structure ##STR4## A=(CH 2 ) 2 (CF 2 ) n CF 3 where n is 5-13 B=CH 2 CHOHCH 2 Cl.
Claim 9
Dependent Claim 11 words
A polyamide yarn having incorporated therewith the composition of claim 1.
Claim 10
Dependent Claim 11 words
A polyester yarn having incorporated therewith the composition of claim 1.
Claim 11
Dependent Claim 12 words
The polyamide yarn product having incorporated therewith the composition of claim 1.
Claim 12
Dependent Claim 12 words
The polyester yarn product having incorporated therewith the composition of claim 1.
Claim 13
Dependent Claim 383 words
A spin finish for yarn, made from synthetic organic polymer, to be processed into a yarn that is oil repellent and resistant to soiling, said spin finish comprising: a. 1.5 to 25 percent by weight of said spin finish of a first noncontinuous phase comprising: i. 15 to 80 weight percent of a quaternary ammonium salt selected from the group consisting of trialkyl dodecyl ammonium salt and cocotrialkyl ammonium salt, wherein the alkyl is methyl or ethyl and the anion of the salt is selected from the group consisting of chloride, bromide, iodide, sulfate, ethosulfate, methosulfate and mixtures thereof; and ii. 20 to 85 weight percent of a fluorochemical compound having the formula ##STR5## wherein the attachment of the fluorinated radicals and the radicals of CO 2 B to the nucleus is in asymmetrical positions with respect to rotation about the axis through the center of the nucleus; wherein "X" is fluorine, or perfluoroalkoxy of 1 to 6 carbon atoms, and m has arithmetic mean between 2 and 20; n is zero or unity; "W" and "Y" are alkylene, cycloalkylene or alkyleneoxy radicals of combined chain length from 2 to 20 atoms; (CF 2 ) m and "Y" have each at least 2 carbon atoms in the main chain; "Z" is oxygen and p is 1, or "Z" is nitrogen and p is 2; q is an integer of at least 2 but not greater than 5; "B" is CH 2 RCHOH or is CH 2 RCHOCH 2 RCHOH where "R" is hydrogen or methyl, or "B" is CH 2 CH(OH)CH 2 Q where Q is halogen, hydroxy, or nitrile; or "B" is CH 2 CH(OH)CH 2 OCH 2 CH(OH)CH 2 Q; and r is an integer of at least 1 but not greater than q; and X(CF 2 ) m , W and Y are straight chains, branched chains or cyclic; and wherein the substituent chains of the above general formulas are the same or different; b. 50 to 96 percent by weight of said spin finish of water; and c. 2.5 to 30 percent by weight of said spin finish of a second noncontinuous phase which is capable of being emulsified with said first noncontinuous phase and said water without separation of any of the component parts of said spin finish.
Claim 14
Dependent Claim 383 words
A spin finish for yarn, made from synthetic organic polymer, to be processed into a yarn that is oil repellent and resistant to soiling, said spin finish comprising: a. 1.5 to 25 percent by weight of said spin finish of a first noncontinuous phase comprising: i. 15 to 80 weight percent of a quaternary ammonium salt selected from the group consisting of trialkyl dodecyl ammonium salt and cocotrialkyl ammonium salt, wherein the alkyl is methyl or ethyl and the anion of the salt is selected from the group consisting of chloride, bromide, iodide, sulfate, ethosulfate, methosulfate and mixtures thereof; and ii. 20 to 85 weight percent of a fluorochemical compound having the formula ##STR5## wherein the attachment of the fluorinated radicals and the radicals of CO 2 B to the nucleus is in asymmetrical positions with respect to rotation about the axis through the center of the nucleus; wherein "X" is fluorine, or perfluoroalkoxy of 1 to 6 carbon atoms, and m has arithmetic mean between 2 and 20; n is zero or unity; "W" and "Y" are alkylene, cycloalkylene or alkyleneoxy radicals of combined chain length from 2 to 20 atoms; (CF 2 ) m and "Y" have each at least 2 carbon atoms in the main chain; "Z" is oxygen and p is 1, or "Z" is nitrogen and p is 2; q is an integer of at least 2 but not greater than 5; "B" is CH 2 RCHOH or is CH 2 RCHOCH 2 RCHOH where "R" is hydrogen or methyl, or "B" is CH 2 CH(OH)CH 2 Q where Q is halogen, hydroxy, or nitrile; or "B" is CH 2 CH(OH)CH 2 OCH 2 CH(OH)CH 2 Q; and r is an integer of at least 1 but not greater than q; and X(CF 2 ) m , W and Y are straight chains, branched chains or cyclic; and wherein the substituent chains of the above general formulas are the same or different; b. 50 to 96 percent by weight of said spin finish of water; and c. 2.5 to 30 percent by weight of said spin finish of a second noncontinuous phase which is capable of being emulsified with said first noncontinuous phase and said water without separation of any of the component parts of said spin finish.
Claim 15
Dependent Claim 23 words
The spin finish of claim 12 wherein none of the component parts of said spin finish separate during commercial processing of said yarn.
Claim 16
Dependent Claim 59 words
The spin finish of claim 12 wherein the fluorochemical compound is a trimellitate, a pyromellitate, or a bis(diamide)/ester of trimellitic acid or of pyromellitic acid, wherein each fluorinated radical, of formula X(CF 2 ) m W(CONH) m Y, has a main chain containing at least six carbon atoms and contains at least four perfluorinated carbon atoms in the radical.
Claim 17
Dependent Claim 12 words
A polyamide yarn having incorporated therewith the spin finish of claim 14.
Claim 18
Dependent Claim 12 words
A polyester yarn having incorporated therewith the spin finish of claim 14.
Claim 19
Dependent Claim 38 words
The spin finish of claim 12 wherein the fluorochemical compound is a mixture of pyromellitates having the structure: ##STR6## A=(CH 2 ) 2 CF 2 ) n CF 3 where n is 5-13 B=CH 2 CHOHCH 2 Cl.
Claim 20
Dependent Claim 12 words
A polyamide yarn having incorporated therewith the spin finish of claim 17.
Claim 21
Dependent Claim 12 words
A polyester yarn having incorporated therewith the spin finish of claim 17.
Claim 22
Dependent Claim 11 words
The spin finish of claim 12 wherein the anion is chloride.
Claim 23
Dependent Claim 11 words
The spin finish of claim 12 wherein the anion is sulfate.
Claim 24
Dependent Claim 297 words
The spin finish of claim 12 wherein said second noncontinuous phase is selected from the group consisting of: a. 40 to 65 percent by weight of coconut oil, 15 to 35 percent by weight of polyoxyalkylene oleyl ether containing 5 to 20 moles of alkylene oxide per mole of olely alcohol, 2 to 10 percent by weight of polyoxyalkylene nonyl phenol containing 5 to 15 moles of alkylene oxide per mole of nonyl phenol, about 5 to 25 percent by weight of polyoxyalkylene stearate containing 4 to 15 moles of alkylene oxide per mole of stearic acid; b. 40 to 65 percent by weight of coconut oil, 15 to 35 percent by weight of polyoxyalkylene oleyl ether containing 8 to 20 moles of alkylene oxide per mole of oleyl alcohol, 2 to 10 percent by weight of polyoxyalkylene oleate containing 2 to 7 moles of alkylene oxide per mole of oleic acid, and 5 to 25 percent by weight of polyoxyalkylene castor oil containing 2 to 10 moles of alkylene oxide per mole of castor oil; c. 40 to 50 percent by weight of an alkyl stearate wherein the alkyl group contains 4 to 18 carbon atoms, 25 to 30 percent by weight of sorbitan monooleate, and 25 to 30 percent by weight of polyoxyalkylene tallow amine containing 18 to 22 moles of alkylene oxide per mole of tallow amine; d. 20 to 70 percent by weight of coconut oil, 10 to 50 percent by weight of polyoxyalkylene oleyl ether containing 5 to 20 moles of alkylene oxide per mole of oleyl alcohol, and 5 to 30 percent by weight of polyoxyalkylene stearate containing 4 to 15 moles of alkylene oxide per mole of stearic acid; and e. 100 percent by weight of a polyalkylene glycol ether.
Claim 25
Dependent Claim 12 words
A polyamide yarn having incorporated therewith the spin finish of claim 22.
Claim 26
Dependent Claim 12 words
A polyester yarn having incorporated therewith the spin finish of claim 22.
Claim 27
Dependent Claim 352 words
A spin finish for yarn, made from synthetic organic polymer, to be processed into a yarn that is oil repellent and resistant to soiling, said spin finish comprising: a. 2 to 20 percent by weight of said spin finish of a first noncontinuous phase comprising: i. 20 to 50 weight percent of a quaternary ammonium salt selected from the group consisting of trimethyldodecyl ammonium chloride and cocotrimethyl ammonium sulfate; and ii. 50 to 80 weight percent of a fluorochemical compound having the formula ##STR7## wherein the attachment of the fluorinated radicals and the radicals CO 2 B to the nucleus is in asymmetrical positions with respect to rotation about the axis through the center of the nucleus; wherein "X" is fluorine, or perfluoroalkoxy of 1 to 6 carbon atoms, and m has arithmetic mean between 2 and 20; n is zero or unity; "W" and "Y" are alkylene, cycloalkylene or alkyleneoxy radicals of combined chain length from 2 to 20 atoms; (CF 2 ) m and "Y" have each at least 2 carbon atoms in the main chain; "Z" is oxygen and p is 1, or "Z" is nitrogen and p is 2; q is an integer of at least 2 but not greater than 5; "B" is CH 2 RCHOH or is CH 2 RCHOCH 2 RCHOH where "R" is hydrogen or methyl, or "B" is CH 2 CH(OH)CH 2 Q where Q is halogen, hydroxy, or nitrile; or "B" is CH 2 CH(OH)CH 2 OCH 2 CH(OH)CH 2 Q; and r is an integer of at least 1 but not greater than q; and X(CF 2 ) m , W and Y are straight chains, branched chains or cyclic; and wherein the substituent chains of the above general formula are the same or different; b. 60 to 93 percent by weight of said spin finish of water; and c. 5 to 20 percent by weight of said spin finish of a second noncontinuous phase which is capable of being emulsified with said first noncontinuous phase and said water without separation of any of the component parts of said spin finish.
Claim 28
Dependent Claim 352 words
A spin finish for yarn, made from synthetic organic polymer, to be processed into a yarn that is oil repellent and resistant to soiling, said spin finish comprising: a. 2 to 20 percent by weight of said spin finish of a first noncontinuous phase comprising: i. 20 to 50 weight percent of a quaternary ammonium salt selected from the group consisting of trimethyldodecyl ammonium chloride and cocotrimethyl ammonium sulfate; and ii. 50 to 80 weight percent of a fluorochemical compound having the formula ##STR7## wherein the attachment of the fluorinated radicals and the radicals CO 2 B to the nucleus is in asymmetrical positions with respect to rotation about the axis through the center of the nucleus; wherein "X" is fluorine, or perfluoroalkoxy of 1 to 6 carbon atoms, and m has arithmetic mean between 2 and 20; n is zero or unity; "W" and "Y" are alkylene, cycloalkylene or alkyleneoxy radicals of combined chain length from 2 to 20 atoms; (CF 2 ) m and "Y" have each at least 2 carbon atoms in the main chain; "Z" is oxygen and p is 1, or "Z" is nitrogen and p is 2; q is an integer of at least 2 but not greater than 5; "B" is CH 2 RCHOH or is CH 2 RCHOCH 2 RCHOH where "R" is hydrogen or methyl, or "B" is CH 2 CH(OH)CH 2 Q where Q is halogen, hydroxy, or nitrile; or "B" is CH 2 CH(OH)CH 2 OCH 2 CH(OH)CH 2 Q; and r is an integer of at least 1 but not greater than q; and X(CF 2 ) m , W and Y are straight chains, branched chains or cyclic; and wherein the substituent chains of the above general formula are the same or different; b. 60 to 93 percent by weight of said spin finish of water; and c. 5 to 20 percent by weight of said spin finish of a second noncontinuous phase which is capable of being emulsified with said first noncontinuous phase and said water without separation of any of the component parts of said spin finish.
Claim 29
Dependent Claim 12 words
A polyamide yarn having incorporated therewith the spin finish of claim 25.
Claim 30
Dependent Claim 12 words
A polyester yarn having incorporated therewith the spin finish of claim 25.
Claim 31
Dependent Claim 240 words
The spin finish of claim 25 wherein said second noncontinuous phase is selected from the group consisting of: a. 55 percent by weight of coconut oil, 25 percent by weight of polyoxyethylene oleyl ether containing 10 moles of ethlene oxide per mole of oleyl alcohol, 5 percent by weight of polyoxyethylene nonyl phenol containing 9 moles of ethylene oxide per mole of nonyl phenol, and 15 percent by weight of polyoxyethylene stearate containing 8 moles of ethylene oxide per mole of stearic acid; b. 55 percent by weight of coconut oil, 25 percent by weight of polyoxyethylene oleyl ether containing 10 moles of ethylene oxide per mole of oleyl alcohol, 5 percent by weight of polyoxyethylene oleate containing 5 moles of ethylene oxide per mole of oleic acid, and 15 percent by weight of polyoxyethylene castor oil containing 5 moles of ethylene oxide per mole of castor oil; c. 44.5 percent by weight of butyl stearate, 27.75 percent by weight of sorbitan monooleate, and 27.75 percent by weight of polyoxyethylene tallow amine containing 20 moles of ethylene oxide per mole of tallow amine. d. 50 percent by weight of coconut oil, 30 percent by weight of polyoxyethylene oleyl ether containing 10 moles of ethylene oxide per mole of oleyl alcohol, and 20 percent by weight of polyoxyethylene stearate containing 8 moles of ethylene oxide per mole of stearic acid; and e. 100 percent by weight of a polyalkyene glycol ether.
Claim 32
Dependent Claim 12 words
A polyamide yarn having incorporated therewith the spin finish of claim 28.
Claim 33
Dependent Claim 12 words
A polyester yarn having incorporated therewith the spin finish of claim 28.

References Cited (Backward Citations)

US3519562A Cited
US3773463A Cited
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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) 1986-11-21 1987-05-23 1987-11-22 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1990-11-21 1991-05-23 1991-11-22 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1994-11-21 1995-05-23 1995-11-22 $7700.00 Window Closed / Lapsed

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