WO1994006960A1 - Process for treating fibers with an antistatic finish - Google Patents

Process for treating fibers with an antistatic finish Download PDF

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Publication number
WO1994006960A1
WO1994006960A1 PCT/US1992/007655 US9207655W WO9406960A1 WO 1994006960 A1 WO1994006960 A1 WO 1994006960A1 US 9207655 W US9207655 W US 9207655W WO 9406960 A1 WO9406960 A1 WO 9406960A1
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WIPO (PCT)
Prior art keywords
fibers
salt
phosphate
antistatic
lubricant
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Application number
PCT/US1992/007655
Other languages
French (fr)
Inventor
Elbert H. Mudge
Charles Gregory Dewitt
Original Assignee
Henkel Corporation
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Publication date
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Priority to PCT/US1992/007655 priority Critical patent/WO1994006960A1/en
Publication of WO1994006960A1 publication Critical patent/WO1994006960A1/en
Priority to US08/430,702 priority patent/US5491026A/en

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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M23/00—Treatment of fibres, threads, yarns, fabrics or fibrous goods made from such materials, characterised by the process
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/02—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with hydrocarbons
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/02—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with hydrocarbons
    • D06M13/03—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with hydrocarbons with unsaturated hydrocarbons, e.g. alkenes, or alkynes
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/165—Ethers
    • D06M13/17—Polyoxyalkyleneglycol ethers
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing oxygen
    • D06M13/224—Esters of carboxylic acids; Esters of carbonic acid
    • D06M13/2243—Mono-, di-, or triglycerides
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
    • D06M13/282—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing phosphorus
    • D06M13/292—Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/244—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus
    • D06M13/282—Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing sulfur or phosphorus with compounds containing phosphorus
    • D06M13/292—Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof
    • D06M13/295—Mono-, di- or triesters of phosphoric or phosphorous acids; Salts thereof containing polyglycol moieties; containing neopentyl moieties
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/53—Polyethers
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M7/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made of other substances with subsequent freeing of the treated goods from the treating medium, e.g. swelling, e.g. polyolefins
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/40—Reduced friction resistance, lubricant properties; Sizing compositions

Definitions

  • This invention relates to a process for applying an antistatic finish to fibers, especially to nylon carpet fibers.
  • the use of mono - and di - alkyl phosphate salts as components of antistatic finishes for nylon fibers is known to the art.
  • compositions having antistatic and soil releasing properties contain a fluoroalkyl polymer and an alkyl phosphate salt of the formula
  • compositions and processes including those disclosed above, in which the compositions contain a mono- or di- alkyl phosphate salt, the compositions are applied to nylon fibers at relatively low temperatures.
  • the synthetic fibers can be subjected to an autoclave step, which step results in highly enhanced antistatic properties without resulting in appreciable decomposition of the applied antistatic composition.
  • the autoclaved fibers exhibit a much higher retention of the antistatic composition during subsequent processing steps such as carding, drafting and spinning.
  • step B autoclaving the treated fibers from step A at a temperature in the range of from 93" to 150*C.
  • the composition used in step A of the above process preferably contains from 12 to 40%, preferably from 15 to 37% by weight of the salt of the phosphate partial ester, from 20 to 50%, preferably from 28 to 42% by weight of lubricant, from 10 to 50%, preferably from 25 to 40% by weight of emulsifier, and from 0 to 25% water.
  • additives such as antioxidants, biocides, silicone compounds, fluorocarbon wetting agents. etc.
  • the salt of the phosphate partial ester is one or more esters having the formula R(OCH 2 ) n O.
  • R is a straight chain C 12 alkyl group, i.e. the dodecyl group
  • M* is an alkali metal cation, a mono-, di-, or tri- alkyl amine cation, or a mono-, di- or tri-alkanolamine cation
  • n and m are each independently an integer of from 0 to 6
  • x is 0 or 1
  • y is 2 when x is 0 and 1 when x is 1.
  • esters are those wherein n is 0 and x is 0; wherein x is 1 and m and n are both 0; and wherein x is 0 and n is 1 - 6.
  • the lubricant or lubricants in the above composition can be selected from a wide variety of heat-stable natural and synthetic oils.
  • paraffin fractions liquid at room temperature such as white oil; animal oils and animal oil derivatives such as glycerol trioleate and hydrogenated tallow glycerides; vegetable oils such as coconut oil, hydrogenated castor oil, and other hydrogenated or partially hydrogenated oils; and other lubricating oils such as tributyl citrate and tridecyl stearate.
  • the choice of lubricant is not critical to the invention, and many other lubricants can be employed in the above composition, provided they are relatively stable under autoclave conditions.
  • the anionic and/or cationic emulsifiers that can be employed in the above composition can be any anionic or cationic emulsifier that does not significantly decompose under autoclave conditions.
  • examples of such emulsifiers include relatively long chain alkyl sulfates, sulfo- succinates, and sulfonates. By relatively long chain is meant from 6 to 18 carbon atoms in the alkyl groups.
  • the above polyoxyalkylene compounds can contain from 2 to 25 ethyleneoxy and/or propyleneoxy groups.
  • the particular anionic or cationic emulsifiers or mixtures of emulsifier or mixture of emulsifiers selected for use in the above composition is not critical to the invention.
  • the synthetic fibers that can be treated by the present process include nylon fibers, i.e. where the fiber forming substance is any long chain synthetic polyamide having recurring amide groups (-CONH-) as an integral part of the polymer chain. Examples include but are not limited to nylon 66, nylon 4, nylon 6, nylon 9, nylon 11, and nylon 610.
  • synthetic polyester fibers can be treated with an antistatic finish by the present process. The present process is particularly useful in applying an antistatic coating to carpets, especially nylon carpets.
  • the synthetic fibers are treated with the antistatic composition at room temperature, e.g. by spraying or brushing the composition onto the fibers.
  • room temperature e.g. by spraying or brushing the composition onto the fibers.
  • the autoclave step is carried out at a temperature in the range of 93" to 150'C, preferably in the range of ll ⁇ ⁇ to 143*C, and more preferably in the range of 135" to 141*C, for a period of from 30 minutes to 90 minutes, preferably from 45 minutes to 75 minutes.
  • An autoclave temperature of 138*C for 60 minutes has proven particularly useful.
  • the synthetic fibers treated by the process of the invention exhibit excellent antistatic properties and the antistatic coating has proven to be unusually durable and long lasting, even after repeated cleaning of the fibers.
  • the antistatic finish formulations set forth in Table I were prepared by mixing together the specified ingred ⁇ ients in the percent quantities shown.
  • Autoclaving was carried out by heating the treated nylon fibers to a temperature of 113 ⁇ C for from 3-4 min ⁇ utes, venting and exhausting the autoclave, heating the fibers to 138°C for 4 minutes followed by venting and exhausting, heating the fibers for 4 minutes at 138*C followed by venting and exhausting, and finally heating the fibers to 138'C for 8-12 minutes also followed by venting and exhausting.
  • the static half life measurements were made by first cutting 25.4 by 63.5 mm test sections of cloth made from the nylon fibers. These test sections were washed in 50/50 by volume isopropyl alcohol/water, rinsed in water, air dried, and each antistatic finish formulation in the form of 1% aqueous emulsion was applied to 8-10 test sections. The resulting test sections were then air dried. Autoclaving was carried out as above for half of the test sections. Antistatic testing was carried out in a Rothschild Static Voltmeter R-3021, manufactured by Rothschild Messinstrumente 8002 Zurich, Switzerland, Traubenstrasse 3, using an applied voltage of 100 volts. The static half life is the time in which the voltage dropped to 50 volts. The test was carried out using 4-5 identical test sections and the results were averaged. Comparison Examples 1-14
  • POE followed by a number in parenthesis means the number of oxy ⁇ thylene groups In the molecule.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

Process for applying an antistatic finish to synthetic fibers comprising of steps of: applying to the fibers to be treated a composition comprising at least one salt of a phosphate partial ester containing a C12 straight chain alkyl group, a lubricant, and an anionic and/or cationic emulsifier; and autoclaving the treated fibers at a temperature in the range of from about 93 °F to about 150 °F.

Description

PROCESS FOR TREATING FIBERS WITH AN ANTISTATIC FINISH Description
This invention relates to a process for applying an antistatic finish to fibers, especially to nylon carpet fibers. The use of mono - and di - alkyl phosphate salts as components of antistatic finishes for nylon fibers is known to the art.
In DE 2528258 compositions having antistatic and soil releasing properties are disclosed that contain a fluoroalkyl polymer and an alkyl phosphate salt of the formula
(RO)bPO(OM)3.b in which R = C6.20 alkyl, M = an alkali metal ion, and b = 1 or 2. JP79,107,885 discloses phosphate alkyl ester salts, the alkyl groups of which contain from 1 to 22 carbon atoms, optionally containing ethylene oxide units, as antistatic agents for nylon fibers.
Netherlands application No. 7505229 discloses compositions containing a fluoroalkyl substituted polymer, a nonionic or anionic surfactant, a polyalkylene glycol alkyl ether, a polyvalent metal salt and/or a copolymer of styrene and an acrylate, and a phosphate alkyl ester salt having the formula (R0)bP0(0M)3.b in which R is a C6.20 aliphatic residue, M is an alkali metal, and b = 1 - 4.
In prior art compositions and processes, including those disclosed above, in which the compositions contain a mono- or di- alkyl phosphate salt, the compositions are applied to nylon fibers at relatively low temperatures.
It has now been discovered that when certain mono- and/or di- alkyl phosphate salts are present in antistatic compositions for application to synthetic fibers such as nylon fibers, the synthetic fibers can be subjected to an autoclave step, which step results in highly enhanced antistatic properties without resulting in appreciable decomposition of the applied antistatic composition. Moreover, the autoclaved fibers exhibit a much higher retention of the antistatic composition during subsequent processing steps such as carding, drafting and spinning.
This resistance to autoclaving is quite surprising. No current process for applying an antistatic finish to synthetic fibers such as nylon includes an autoclave step, and antistatic compositions for which autoclaving of fibers treated with them have been tried have decomposed during the autoclave step, i.e. the resulting fibers no longer possessed acceptable antistatic properties. The present process comprises the steps of
A) applying to the synthetic fibers to be treated a composition containing at least one salt of a phosphate partial ester having one or two straight chain C12 alkyl groups, at least one lubricant, and at least one anionic and/or cationic emulsifier, and
B) autoclaving the treated fibers from step A at a temperature in the range of from 93" to 150*C.
The composition used in step A of the above process preferably contains from 12 to 40%, preferably from 15 to 37% by weight of the salt of the phosphate partial ester, from 20 to 50%, preferably from 28 to 42% by weight of lubricant, from 10 to 50%, preferably from 25 to 40% by weight of emulsifier, and from 0 to 25% water.
The above percentages by weight are based on the total weight of the composition.
In addition to the above components, small quantities, e.g. from 0.1 to 10% by weight, of one or more additives can also be present, such as antioxidants, biocides, silicone compounds, fluorocarbon wetting agents. etc.
In the above composition, the salt of the phosphate partial ester is one or more esters having the formula R(OCH2)nO. O
P -(O-lT), (I)
(R(OCH2)ffl0)
wherein
R is a straight chain C12 alkyl group, i.e. the dodecyl group,
M* is an alkali metal cation, a mono-, di-, or tri- alkyl amine cation, or a mono-, di- or tri-alkanolamine cation, n and m are each independently an integer of from 0 to 6, x is 0 or 1, and y is 2 when x is 0 and 1 when x is 1.
Particularly preferred esters are those wherein n is 0 and x is 0; wherein x is 1 and m and n are both 0; and wherein x is 0 and n is 1 - 6. The lubricant or lubricants in the above composition can be selected from a wide variety of heat-stable natural and synthetic oils. For example, paraffin fractions liquid at room temperature such as white oil; animal oils and animal oil derivatives such as glycerol trioleate and hydrogenated tallow glycerides; vegetable oils such as coconut oil, hydrogenated castor oil, and other hydrogenated or partially hydrogenated oils; and other lubricating oils such as tributyl citrate and tridecyl stearate. The choice of lubricant is not critical to the invention, and many other lubricants can be employed in the above composition, provided they are relatively stable under autoclave conditions.
The anionic and/or cationic emulsifiers that can be employed in the above composition can be any anionic or cationic emulsifier that does not significantly decompose under autoclave conditions. Examples of such emulsifiers include relatively long chain alkyl sulfates, sulfo- succinates, and sulfonates. By relatively long chain is meant from 6 to 18 carbon atoms in the alkyl groups. Also included are various polyoxyethylene and/or polyoxy- propylene fatty amines, fatty alcohols, fatty acids, and hydrogenated vegetable oils, such as polyoxyethylene tallow amine, polyoxyethylene hydrogenated castor oil, polyoxy¬ ethylene coconut fatty acid. The above polyoxyalkylene compounds can contain from 2 to 25 ethyleneoxy and/or propyleneoxy groups. Here again, the particular anionic or cationic emulsifiers or mixtures of emulsifier or mixture of emulsifiers selected for use in the above composition is not critical to the invention.
The synthetic fibers that can be treated by the present process include nylon fibers, i.e. where the fiber forming substance is any long chain synthetic polyamide having recurring amide groups (-CONH-) as an integral part of the polymer chain. Examples include but are not limited to nylon 66, nylon 4, nylon 6, nylon 9, nylon 11, and nylon 610. In addition, synthetic polyester fibers can be treated with an antistatic finish by the present process. The present process is particularly useful in applying an antistatic coating to carpets, especially nylon carpets.
The synthetic fibers are treated with the antistatic composition at room temperature, e.g. by spraying or brushing the composition onto the fibers. Generally, from 1.0 to 1.8% by weight, preferably from 1.0 to 1.5% by weight of the composition, based on the weight of the fibers, is applied to the fibers.
The autoclave step is carried out at a temperature in the range of 93" to 150'C, preferably in the range of llθβ to 143*C, and more preferably in the range of 135" to 141*C, for a period of from 30 minutes to 90 minutes, preferably from 45 minutes to 75 minutes. An autoclave temperature of 138*C for 60 minutes has proven particularly useful. The synthetic fibers treated by the process of the invention exhibit excellent antistatic properties and the antistatic coating has proven to be unusually durable and long lasting, even after repeated cleaning of the fibers.
The invention will be illustrated but not limited by the following examples.
EXAMPLES EXAMPLE 1-3
The antistatic finish formulations set forth in Table I were prepared by mixing together the specified ingred¬ ients in the percent quantities shown.
The formulations were applied to nylon fibers in the quantities given in Table I.
Static half life results are set forth both before and after autoclaving in Table II.
Autoclaving was carried out by heating the treated nylon fibers to a temperature of 113βC for from 3-4 min¬ utes, venting and exhausting the autoclave, heating the fibers to 138°C for 4 minutes followed by venting and exhausting, heating the fibers for 4 minutes at 138*C followed by venting and exhausting, and finally heating the fibers to 138'C for 8-12 minutes also followed by venting and exhausting.
The static half life measurements were made by first cutting 25.4 by 63.5 mm test sections of cloth made from the nylon fibers. These test sections were washed in 50/50 by volume isopropyl alcohol/water, rinsed in water, air dried, and each antistatic finish formulation in the form of 1% aqueous emulsion was applied to 8-10 test sections. The resulting test sections were then air dried. Autoclaving was carried out as above for half of the test sections. Antistatic testing was carried out in a Rothschild Static Voltmeter R-3021, manufactured by Rothschild Messinstrumente 8002 Zurich, Switzerland, Traubenstrasse 3, using an applied voltage of 100 volts. The static half life is the time in which the voltage dropped to 50 volts. The test was carried out using 4-5 identical test sections and the results were averaged. Comparison Examples 1-14
The comparison formulations set forth in Table I were prepared and tested in the same manner as Examples 1-3, and the static half life results are given in Table II. As can be seen from Table II, the formulations of the invention (Examples 1-3) produced excellent and consistent antistatic properties on nylon fibers, even after auto¬ claving, while the formulations of the comparison examples (Comparison Examples 1-14) showed either much poorer or inconsistent antistatic properties after autoclaving.
Figure imgf000009_0001
Note: POE followed by a number in parenthesis means the number of oxyβthylene groups In the molecule.
Figure imgf000010_0001
All esters are mixtures of compounds of formula I wherein x ■ 0 and x = 1 in a mol ratio of from 50:50 to 65:35.

Claims

What is claimed is:
1. A process for applying an antistatic finish to synthetic fibers by applying to the fibers to be treated a composition comprising a salt of a phosphate ester, a lubricant, and an emulsifier, characterized by a) the salt of the phosphate ester is at least one salt of a phosphate partial ester containing a straight chain C12 alkyl group, b) the emulsifier is anionic and/or cationic, and c) the fibers treated with the above composition are then autoclaved.
2. The process of claim 1 wherein the autoclaving is carried out at a temperature in the range of from 93° to 150"C, preferably from 110° to 143'C, and more preferably from 135' to 141βC.
3. The process of claim 1 or 2 wherein the synthetic fibers are nylon fibers.
4. The process of claim 1, 2 or 3 wherein the salt of a phosphate partial ester is at least one salt of a phosphate partial ester of the formula
Figure imgf000011_0001
wherein
R is the dodecyl group,
M* is an alkali metal cation, a mono-, di-, or tri- alkyl amine cation, or a mono-, di- or tri- alkanolamine cation, n and are each independently an integer of from 0 to
6, x is 0 or 1, and y is 2 when x is 0 and 1 when x is 1. 5. The process of claim 4 wherein a mixture of compounds of formula I are present wherein in one compound x =
0 and n = 0, and in a second compound x = l and n = 0. 6. The process of claim 4 wherein a mixture of compounds of formula I are present wherein in one compound x = 0 and n = 1 - 6 and in a second compound x = 1 and n = 1 - 6. 7. The process of claim 1, 2, 3, 4, 5, or 6 wherein the composition contains from 12 to 40%, preferably 15 to 37% by weight of the salt of a phosphate partial ester, from 20 to 50%, preferably 28 to 42% by weight of lubricant, from 10 to 50%, preferably from 25% to 40% by weight of emulsifier, and from 0 to 25% water.
8. The process of claim 1, 2, 3, 4, 5, 6, or 7 wherein the autoclaving is carried out for a period of from 30 to 90 minutes, preferably from 45 to 75 minutes.
9. The process of claim 1, 2, 3, 4, 5, 6, 7 or 8 wherein the lubricant is at least one of the following: a paraffin fraction, an animal oil, an animal oil derivative, a vegetable oil or a derivative of a vegetable oil or a component of a vegetable oil.
PCT/US1992/007655 1992-09-16 1992-09-16 Process for treating fibers with an antistatic finish WO1994006960A1 (en)

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3343378A (en) * 1964-04-18 1967-09-26 British Nylon Spinners Ltd Apparatus for the treatment of textile materials
US3432343A (en) * 1966-06-28 1969-03-11 Union Carbide Corp Fibers and fabrics coated with an alkyl phosphite-polyolefin wax adduct and process therefor
US3764374A (en) * 1970-07-21 1973-10-09 Eastman Kodak Co Process for placing modifiers within polyester fibers and films
FR2270364A1 (en) * 1974-05-07 1975-12-05 Hoechst Ag Soil-repellent and antistatic fibrous matls - treated with fluoroalkyl polymer and phosphate ester, oxyalkylate, polymer dispersion or metal salt
DE2528258A1 (en) * 1975-06-25 1977-01-13 Hoechst Ag Improved dirt and stain resistant fibrous materials - obtd. from fluorine polymers, phosphorus acid esters and oxyalkylates

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3343378A (en) * 1964-04-18 1967-09-26 British Nylon Spinners Ltd Apparatus for the treatment of textile materials
US3432343A (en) * 1966-06-28 1969-03-11 Union Carbide Corp Fibers and fabrics coated with an alkyl phosphite-polyolefin wax adduct and process therefor
US3764374A (en) * 1970-07-21 1973-10-09 Eastman Kodak Co Process for placing modifiers within polyester fibers and films
FR2270364A1 (en) * 1974-05-07 1975-12-05 Hoechst Ag Soil-repellent and antistatic fibrous matls - treated with fluoroalkyl polymer and phosphate ester, oxyalkylate, polymer dispersion or metal salt
DE2528258A1 (en) * 1975-06-25 1977-01-13 Hoechst Ag Improved dirt and stain resistant fibrous materials - obtd. from fluorine polymers, phosphorus acid esters and oxyalkylates

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, vol. 101, no. 6, 6 August 1984, Columbus, Ohio, US; abstract no. 39785p, 'lubricant finishes for synthetic fibers' page 65 ;column 1 ; *

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