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US4190545A Expired / Lapsed US ⏱️ 0.0 years remaining

Application of fluorocarbon compound to synthetic organic polymer yarn

Assignee: Honeywell International Inc
•
Filing: 1979-03-30
•
Granted: 1980-02-26
•
Expires: 1999-03-30
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Abstract

Abstract Several spin finishes are disclosed for incorporation with synthetic organic polymer yarn or yarn products to render the same oil repellent and resistant to soiling. All of the spin finishes include a yarn finish composition which comprises (a) a nonhomogeneous mixture of a salt of dinonyl sulfosuccinate, a salt of dimethyl naphthalene sulfonate, and ammonium perfluoroalkyl carboxylate, 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
  • 👤 Kimon C. Dardoufas

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 12:27
CPC Classifications
D; D06; D06M; D06M13/00; D06M13/10; D06M13/184; D06M13/207; D06M13/21; D06M13/213; Y; Y10; Y10T; Y10T428/00; Y10T428/29; Y10T428/2913; Y10T428/2933; Y10T428/2964; Y10T428/2967; Y10T428/2969

Claims Analysis

Total Claims: 32
Claim 1
Independent Claim 364 words
A spin finish for yarn, made from synthetic organic polymer, to be processed at high temperature into a yarn that is oil repellent and resistant to soiling, said spin finish comprising: a. about 5 to 25 percent by weight of said spin finish of a first noncontinuous phase consisting essentially of i. about 15 to 80 weight percent of a nonhomogeneous mixture of a salt of dinonyl sulfosuccinate, a salt of dimethyl naphthalene sulfonate, and ammonium perfluoroalkyl carboxylate, and ii. about 20 to 85 weight percent of a fluorochemical compound having the formula ##STR4## 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 formulas are the same or different; b. about 50 to 90 percent by weight of said spin finish of water; and c. about 5 to 25 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 2
Dependent Claim 364 words
A spin finish for yarn, made from synthetic organic polymer, to be processed at high temperature into a yarn that is oil repellent and resistant to soiling, said spin finish comprising: a. about 5 to 25 percent by weight of said spin finish of a first noncontinuous phase consisting essentially of i. about 15 to 80 weight percent of a nonhomogeneous mixture of a salt of dinonyl sulfosuccinate, a salt of dimethyl naphthalene sulfonate, and ammonium perfluoroalkyl carboxylate, and ii. about 20 to 85 weight percent of a fluorochemical compound having the formula ##STR4## 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 formulas are the same or different; b. about 50 to 90 percent by weight of said spin finish of water; and c. about 5 to 25 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 3
Dependent Claim 12 words
A polyamide yarn having incorporated therewith the spin finish of claim 1.
Claim 4
Dependent Claim 12 words
A polyester yarn having incorporated therewith the spin finish of claim 1.
Claim 5
Dependent Claim 59 words
The spin finish 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 6
Dependent Claim 12 words
A polyamide yarn having incorporated therewith the spin finish of claim 4.
Claim 7
Dependent Claim 12 words
A polyester yarn having incorporated therewith the spin finish of claim 4.
Claim 8
Dependent Claim 159 words
The spin finish of claim 1 wherein said second noncontinuous phase is selected from the group consisting of: a. about 40 to 65 percent by weight of coconut oil, about 15 to 35 percent by weight of polyoxyethylene oleyl ether containing about 5 to 20 moles of ethylene oxide per mole of oleyl alcohol, about 2 to 10 percent by weight of polyoxyethylene nonyl phenol containing about 5 to 15 moles of ethylene oxide per mole of nonyl phenol, and about 5 to 25 percent by weight of polyoxyethylene stearate containing about 4 to 15 moles of ethylene oxide per mole of stearic acid; and b. about 40 to 60 percent by weight of white mineral oil, about 40 to 60 percent by weight of a salt of polyoxyethylene oleyl phosphate containing about 5 to 9 moles of ethylene oxide per mole of oleyl alcohol, and about 0.5 to 4 percent by weight of a salt of dinonyl sulfosuccinate.
Claim 9
Dependent Claim 12 words
A polyamide yarn having incorporated therewith the spin finish of claim 7.
Claim 10
Dependent Claim 12 words
A polyester yarn having incorporated therewith the spin finish of claim 7.
Claim 11
Dependent Claim 38 words
The spin finish of claim 1 wherein the fluorochemical compound is a mixture of pyromellitates having the structure: ##STR5## A=(CH 2 ) 2 (CF 2 ) n CF 3 where n is 5-13 B=CH 2 CHOHCH 2 Cl.
Claim 12
Dependent Claim 12 words
A polyamide yarn having incorporated therewith the spin finish of claim 10.
Claim 13
Dependent Claim 12 words
A polyester yarn having incorporated therewith the spin finish of claim 10.
Claim 14
Dependent Claim 52 words
The spin finish of claim 1 wherein said nonhomogeneous mixture consists essentially of about 20 to 60 percent by weight of the salt of dinonyl sulfosuccinate, about 5 to 23 percent by weight of the salt of dimethyl naphthalene sulfonate, and about 17 to 60 percent by weight of ammonium perfluoroalkyl carboxylate.
Claim 15
Dependent Claim 12 words
A polyamide yarn having incorporated therewith the spin finish of claim 13.
Claim 16
Dependent Claim 12 words
A polyester yarn having incorporated therewith the spin finish of claim 13.
Claim 17
Dependent Claim 53 words
The spin finish of claim 1 wherein none of the component parts of said spin finish separate during commercial processing of said yarn, and wherein said first noncontinuous phase consists essentially of about 52 to 56 weight percent of said nonhomogeneous mixture and about 44 to 48 weight percent of said fluorochemical compound.
Claim 18
Dependent Claim 12 words
A polyamide yarn having incorporated therewith the spin finish of claim 16.
Claim 19
Dependent Claim 12 words
A polyester yarn having incorporated therewith the spin finish of claim 16.
Claim 20
Dependent Claim 341 words
A spin finish for yarn, made from synthetic organic polymer, to be processed at high temperature into a yarn that is oil repellent and resistant to soiling, said spin finish comprising: a. about 5 to 30 percent by weight of said spin finish of a noncontinuous phase consisting essentially of i. about 5 to 30 weight percent of a nonhomogeneous mixture of a salt of dinonyl sulfosuccinate, a salt of dimethyl naphthalene sulfonate, and ammonium perfluoroalkyl carboxylate, ii. about 5 to 30 weight percent of a fluorochemical compound having the formula ##STR6## 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 formulas are the same or different, iii. about 10 to 40 weight percent of coconut oil, and iv. about 15 to 40 weight percent of polyoxyethylene lauryl ether containing about 2 to 6 moles of ethylene oxide per mole of lauryl alcohol; and
Claim 21
Dependent Claim 341 words
A spin finish for yarn, made from synthetic organic polymer, to be processed at high temperature into a yarn that is oil repellent and resistant to soiling, said spin finish comprising: a. about 5 to 30 percent by weight of said spin finish of a noncontinuous phase consisting essentially of i. about 5 to 30 weight percent of a nonhomogeneous mixture of a salt of dinonyl sulfosuccinate, a salt of dimethyl naphthalene sulfonate, and ammonium perfluoroalkyl carboxylate, ii. about 5 to 30 weight percent of a fluorochemical compound having the formula ##STR6## 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 formulas are the same or different, iii. about 10 to 40 weight percent of coconut oil, and iv. about 15 to 40 weight percent of polyoxyethylene lauryl ether containing about 2 to 6 moles of ethylene oxide per mole of lauryl alcohol; and
Claim 22
Dependent Claim 14 words
b. about 70 to 95 percent by weight of said spin finish of water.
Claim 23
Dependent Claim 14 words
b. about 70 to 95 percent by weight of said spin finish of water.
Claim 24
Dependent Claim 12 words
A polyamide yarn having incorporated therewith the spin finish of claim 19.
Claim 25
Dependent Claim 12 words
A polyester yarn having incorporated therewith the spin finish of claim 19.
Claim 26
Dependent Claim 359 words
A spin finish for yarn, made from synthetic organic polymer, to be processed at high temperature into a yarn that is oil repellent and resistant to soiling, said spin finish comprising: a. about 5 to 30 percent by weight of said spin finish of a noncontinuous phase consisting essentially of i. about 5 to 30 weight percent of a nonhomogeneous mixture of a salt of dinonyl sulfosuccinate, a salt of dimethyl naphthalene sulfonate, and ammonium perfluoroalkyl carboxylate, ii. about 5 to 30 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, cycloaklylene 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, iii. about 10 to 40 weight percent of coconut oil, and iv. about 5 to 40 weight percent of a salt of polyoxyethylene tridecyl phosphate containing about 4 to 6 moles of ethylene oxide per mole of tridecyl alcohol; and b. about 70 to 95 percent by weight of said spin finish of water.
Claim 27
Dependent Claim 359 words
A spin finish for yarn, made from synthetic organic polymer, to be processed at high temperature into a yarn that is oil repellent and resistant to soiling, said spin finish comprising: a. about 5 to 30 percent by weight of said spin finish of a noncontinuous phase consisting essentially of i. about 5 to 30 weight percent of a nonhomogeneous mixture of a salt of dinonyl sulfosuccinate, a salt of dimethyl naphthalene sulfonate, and ammonium perfluoroalkyl carboxylate, ii. about 5 to 30 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, cycloaklylene 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, iii. about 10 to 40 weight percent of coconut oil, and iv. about 5 to 40 weight percent of a salt of polyoxyethylene tridecyl phosphate containing about 4 to 6 moles of ethylene oxide per mole of tridecyl alcohol; and b. about 70 to 95 percent by weight of said spin finish of water.
Claim 28
Dependent Claim 18 words
The spin finish of claim 22 wherein the salt of polyoxyethylene tridecyl phosphate is an alkali metal salt.
Claim 29
Dependent Claim 15 words
The spin finish of claim 23 wherein the alkali metal salt is a potassium salt.
Claim 30
Dependent Claim 17 words
The spin finish of claim 22 wherein the salt of polyoxyethylene tridecyl phosphate is an ammonium salt.
Claim 31
Dependent Claim 12 words
A polyamide yarn having incorporated therewith the spin finish of claim 22.
Claim 32
Dependent Claim 12 words
A polyester yarn having incorporated therewith the spin finish of claim 22.

References Cited (Backward Citations)

US3997450A Cited
US3780202A Cited
US4007305A Cited
US4063024A Cited
US4103068A 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) 1983-02-25 1983-08-27 1984-02-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-02-25 1987-08-27 1988-02-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-02-25 1991-08-27 1992-02-26 $7700.00 Window Closed / Lapsed

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