US3652419A - Antistatic fiber lubricant - Google Patents

Antistatic fiber lubricant Download PDF

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US3652419A
US3652419A US710761A US3652419DA US3652419A US 3652419 A US3652419 A US 3652419A US 710761 A US710761 A US 710761A US 3652419D A US3652419D A US 3652419DA US 3652419 A US3652419 A US 3652419A
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fiber
weight
emulsion
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Gerhart Karg
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Witco Corp
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    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/53Polyethers
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/10Treating 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
    • D06M13/224Esters of carboxylic acids; Esters of carbonic acid
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating 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 nitrogen
    • D06M13/402Amides imides, sulfamic acids
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M7/00Treating 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
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2201/00Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/02Water
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/281Esters of (cyclo)aliphatic monocarboxylic acids
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/282Esters of (cyclo)aliphatic oolycarboxylic acids
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/283Esters of polyhydroxy compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/286Esters of polymerised unsaturated acids
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/08Amides
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/08Amides
    • C10M2215/082Amides containing hydroxyl groups; Alkoxylated derivatives
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/28Amides; Imides
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/042Metal salts thereof
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/46Textile oils
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M2200/00Functionality of the treatment composition and/or properties imparted to the textile material
    • D06M2200/40Reduced friction resistance, lubricant properties; Sizing compositions

Definitions

  • ABSTRACT An emulsifiable antistatic fiber lubricant composition, which exhibits excellent long term emulsion stability, comprising a mixture of a mineral oil, a methyl ester of a long chain fatty acid, a neutralized phosphoric acid ester of an ethoxylated alkyl phenol or alkyl alcohol, a polyoxyethylene sorbitan tristearate and fatty alkanolamide.
  • compositions applied to textile fibers must also have antistatic properties.
  • the problem of preventing the accumulation of static changes on textiles has troubled the industry for a number of years. This property of retaining static electrical charges is most often encountered in the processing of synthetic fibers such as are manufactured from polyesters and polyamides, polyvinyl chloride, polyvinyl acetate and other vinyl polymerization products as well as polymers of acrylic acid derivatives.
  • a novel emulsifiable antistatic fiber lubricant which comprises in combination one or more of each of the following materials in the stated parts by weight:
  • a polyoxyethylene sorbitan tristearate from about eight to 10 parts;
  • An alkanolamide of a C to C normally liquid fatty acid from about 3 to 4 parts.
  • the phosphoric acid esters which, as prepared, are generally mixtures of monoand di-esters, are preferably made by reacting 1 mol of P with from 2 to 4.5 mols of the ethylene oxide adducts of the linear alkyl alcohol or the alkyl phenol, as the case may be, at a temperature in the range up about 100 C, in the presence or in the absence of an inert organic liquid diluent, most advantageously in the range of about 50 to 65 C.
  • Such phosphating procedures are disclosed, for instance, in US. Pat. Nos. 2,441,295; 2,676,975; 2,701,258 and 3,004,056; Chemical Industries, Oct. 1942, pp. 516-521 and 557; and Organo Phosphorous Compounds, John Wiley & Sons, New York, 1950, pp. 220-223.
  • Illustrative alcohols and alkyl phenols from which the aforesaid ethylene oxide-adducts are made and which are reacted, for example, with P 0 to produce said phosphoric acid esters are n-octyl alcohol, n-nonyl alcohol, n-decyl alcohol, n-dodecyl alcohol, n-tridecyl alcohol, n-tetradecyl alcohol, n-pentadecyl alcohol, n-hexadecyl alcohol, oleyl alcohol, n-stearyl alcohol; Oxo alcohols containing from to 20 carbon exemplified by Oxo tridecyl alcohol, 0x0 hexadecyl alcohol, and Oxopentadecyl alcohol (and others as shown in U.S.
  • dodecyl phenol and didodecyl phenol are the phosphoric acid esters of the 2 to 8 mol ethylene oxide adducts of C to C linear alkyl alcohols (decyl undecyl, dodecyl, tridecyl and tetradecyl alcohols) and mixtures of two or more of said alcohols.
  • the phosphoric acid ester may be neutralized with an alkali (e.g. hydroxide of an alkali metal such as sodium, potassium, lithium or ammonium) in situ during the preparation of the lubricant composition or it may be added in the neutralized form.
  • an alkali e.g. hydroxide of an alkali metal such as sodium, potassium, lithium or ammonium
  • potassium hydroxide is used as the neutralizing agent because of its better solubility, and it is conveniently added as a 45 percent solution.
  • the exact quantity of base added is dependent upon stoichiometric considerations. Generally, a slight excess over the stoichiometric amount is used since the desired pH range of the ultimate emulsion composition is in the range of 7.5-8.5. This final pH has been found particularly suitable because of emulsion stability demands and, also, to prevent or inhibit corrosion when the composition is contacted with textile fibers and machincry.
  • the methyl esters of fatty acids useful in the compositions of the present invention comprise the methyl esters of C to C saturated and unsaturated fatty acids, illustrative examples of said acids being lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, palmitoleic acid, tall oil fatty acids, and commercial and other mixtures of said acids such as coconut oil mixed fatty acids and various narrower fractions of mixed fatty acids.
  • a particularly desirable commercial mixture of fatty acid methyl esters is that sold under the designation CE-l8 by The Procter & Gamble Company and consisting of about percent oleate, linoleate and stearate, 25 percent palmitate and the remainder varying amounts of laurate and myristate methyl esters.
  • the polyoxyethylene sorbitan tristearate is generally produced by condensing sorbitan tristearate with ethylene oxide.
  • this compound should have an HLB value of from about 8 to 15, or 40 to weight percent ethylene oxide.
  • a polyoxyethylene sorbitan tristearate containing about 52 weight percent ethylene oxide is particularly suitable.
  • alkanolamides of the C to C normally liquid fatty acids which constitute one of the ingredients of the compositions of the present invention include, by way of illustration, oleic diethanolamide, tall oil fatty acid diethanolamide, linole ic acid diethanolamide and the corresponding fatty acid amides of glycerol monoand di-amines, dipropanolamine, diisopropanolamine, aminoethyl ethanolamine, dibutanolamine and diisobutanolamine.
  • Oleic diethanolamide is especially satisfactory and it may be made, for instance, by condensing equal mols of diethanolamine and oleic acid, or by condensing about 1.5 to 2 mols of diethanolamine with 1 mol of oleic acid, at temperatures of 150 to 165 C. for several hours, or by condensing the oleic acid, in the form of an ester thereof, such as the triglyceride ester, with diethanolamine, or by condensing methyl oleate with diethanolamine in the presence of sodium methylate as a catalyst, or by oxyethylating the amide of oleic acid.
  • the order of mixing the ingredients in preparing the emulsifiable lubricant compositions of the present invention is not critical but it is usually more convenient to add the several ingredients, with mixing, to the mineral oil.
  • emulsification occurs readily at temperatures above as well as below room temperatures in water, including tap water, by simply mixing the lubricant composition with the water.
  • an emulsion containing 10 percent by weight of the lubricant composition may be prepared quite readily at 10 C. with no separation observable over a 24 hour period.
  • the preferred oil-in-water emulsions consist of 10 weight parts of the lubricating composition and weight parts of water. However, this range may be varied considerably as, for example, 5 to 20 parts of the lubricating composition and to 80 parts of water. Generally, it is not desirable to exceed about 30 percent by weight of the lubricating composition since the emulsion tends to thicken at these higher levels and stability tends to become marginal. Hence, generally speaking, said emulsions will comprise 70 to 99 parts of water and 30 to l parts of the lubricant composition.
  • compositions of the present invention achieve highly satisfactory fiber to fiber and fiber to metal frictional properties. An accumulation of electrostatic charges on treated fibers is largely or substantially eliminated.
  • Application to the fibers may be by any conventional means such as by immersion, spraying or roll application.
  • a liquid emulsifiable antistatic fiber lubricant was prepared by combining the following components:
  • a 10 percent emulsion was prepared using each of the compositions of examples ll-V and stored at room temperature for visual observations of the stability of the emulsion. After 24 hours, little or no evidence of creaming, oiling or ring formation was perceived.
  • EXAMPLE VII The following results demonstrate the friction characteristics of fibers which were treated with emulsions prepared using compositions of the present invention. The tests were conducted using a Rothschild tension analyzer, which furnishes a continuous recording of tension in grams as the fibers are tested.
  • An oil-in-water fiber lubricant emulsion consisting essentially of 70-99 parts by weight of water and 30-1 parts by weight of a mineral oil composition consisting essentially of, by weight,
  • An aqueous emulsion comprising, by weight, about parts of water and about 10 parts of the composition of claim 1.

Abstract

An emulsifiable antistatic fiber lubricant composition, which exhibits excellent long term emulsion stability, comprising a mixture of a mineral oil, a methyl ester of a long chain fatty acid, a neutralized phosphoric acid ester of an ethoxylated alkyl phenol or alkyl alcohol, a polyoxyethylene sorbitan tristearate and fatty alkanolamide.

Description

[45] Mar. 28, 1972 [54] ANTISTATIC FIBER LUBRICANT [72] Inventor: Gerhart Karg, Pompton Lakes, NJ.
[73] Assignee: Witco Chemical Corporation, New York,
[22] Filed: Mar.6, 1968 [21] Appl.No.: 710,761
[52] U.S. Cl ..252/8.8, 117/1395 CQ, 117/1395 F, 252/8.6, 252/8.9 [51] 1nt.Cl ..D06m 13/34, D06m 13/26 [58] Field of Search ..252/8.8, 8.9; 117/1395 F, 117/1395 CO [56] References Cited UNITED STATES PATENTS 2,496,631 2/1950 Leupold et a1 ..252/8.8
2,690,426 9/1954 Jefferson et a1 .,252/8.8 2,730,498 1/1956 Fortess et al l ..252/8.8 3,056,744 10/1962 Copes et al. ..252/8.8 3,170,877 2/1965 Beiswanger et al.. ..252/8.8 3,336,222 8/1967 Schaaf et al ...252/8.75 X 3,428,560 2/1969 Olsen ..252/8.75 X
Primary Examiner-Herbert B. Guynn Attorney-Wallenstein, Spangenberg, Hattis & Strampel [57] ABSTRACT An emulsifiable antistatic fiber lubricant composition, which exhibits excellent long term emulsion stability, comprising a mixture of a mineral oil, a methyl ester of a long chain fatty acid, a neutralized phosphoric acid ester of an ethoxylated alkyl phenol or alkyl alcohol, a polyoxyethylene sorbitan tristearate and fatty alkanolamide.
2 Claims, No Drawings ANTISTATIC FIBER LUBRICANT This invention relates to novel compositions for use in the textile art, and, more particularly, to novel mineral oil compositions capable of forming stable oil-in-water emulsions for imparting an antistatic finish to fibers.
It is well known in the art that the application of a mineral oil lubricant to fibers greatly facilitates manufacturing techniques such as carding, weaving, spinning, etc., so that wear on the machinery is reduced and breakage of fibers is diminished.
Compositions applied to textile fibers must also have antistatic properties. The problem of preventing the accumulation of static changes on textiles has troubled the industry for a number of years. This property of retaining static electrical charges is most often encountered in the processing of synthetic fibers such as are manufactured from polyesters and polyamides, polyvinyl chloride, polyvinyl acetate and other vinyl polymerization products as well as polymers of acrylic acid derivatives.
It is advantageous to apply a textile lubricant in the form of an oil-in-water emulsion and a particular problem found in utilizing prior art oil-in-water emulsion compositions not infrequently is poor emulsion stability over prolonged periods of time. Numerous formulations have been proposed which combine known antistatic and fiber lubricants in an emulsifiable composition, yet there is still a demand in the textile industry for economical compositions which retain uniformity after emulsification and at the same time effectively transfer to textile fibers the required antistatic and lubricating qualities.
in accordance with this invention there is provided a novel emulsifiable antistatic fiber lubricant which comprises in combination one or more of each of the following materials in the stated parts by weight:
a. A mineral oil having a viscosity of from about 50 to 125 Saybolt Universal Seconds (S.U.S.) at 100 F., from about 60 to 70 parts;
b. A methyl ester ofa C to C,,, fatty acid, from about 10 to 15 parts;
c. A phosphoric acid ester of an ethylene oxide adduct (1) of a C to C linear alkyl alcohol, or (2) of a C to C branched chain alkyl alcohol, or (3) of a mono-and/or di-alkyl phenol in which the alkyl radical contains from five to 12 carbon atoms, said adducts containing from two to 20 mols of ethylene oxide per mol of the alcohol or alkyl phenol, as the case may be, said phosphoric acid ester being present as the neutralized alkali metal salt, from about six to 10 parts;
(1. A polyoxyethylene sorbitan tristearate, from about eight to 10 parts; and
e. An alkanolamide ofa C to C normally liquid fatty acid, from about 3 to 4 parts.
The phosphoric acid esters, which, as prepared, are generally mixtures of monoand di-esters, are preferably made by reacting 1 mol of P with from 2 to 4.5 mols of the ethylene oxide adducts of the linear alkyl alcohol or the alkyl phenol, as the case may be, at a temperature in the range up about 100 C, in the presence or in the absence of an inert organic liquid diluent, most advantageously in the range of about 50 to 65 C. Such phosphating procedures are disclosed, for instance, in US. Pat. Nos. 2,441,295; 2,676,975; 2,701,258 and 3,004,056; Chemical Industries, Oct. 1942, pp. 516-521 and 557; and Organo Phosphorous Compounds, John Wiley & Sons, New York, 1950, pp. 220-223.
Illustrative alcohols and alkyl phenols from which the aforesaid ethylene oxide-adducts are made and which are reacted, for example, with P 0 to produce said phosphoric acid esters are n-octyl alcohol, n-nonyl alcohol, n-decyl alcohol, n-dodecyl alcohol, n-tridecyl alcohol, n-tetradecyl alcohol, n-pentadecyl alcohol, n-hexadecyl alcohol, oleyl alcohol, n-stearyl alcohol; Oxo alcohols containing from to 20 carbon exemplified by Oxo tridecyl alcohol, 0x0 hexadecyl alcohol, and Oxopentadecyl alcohol (and others as shown in U.S. Pat. No. 2,965,678); 2-ethyl octanol, and branched chain dodecanols, tetradecanols, hexadecanols and octadecanols; amyl phenol, diamyl phenol, nonyl phenol, dinonyl phenol,
dodecyl phenol and didodecyl phenol. Of especial usefulness are the phosphoric acid esters of the 2 to 8 mol ethylene oxide adducts of C to C linear alkyl alcohols (decyl undecyl, dodecyl, tridecyl and tetradecyl alcohols) and mixtures of two or more of said alcohols.
The phosphoric acid ester may be neutralized with an alkali (e.g. hydroxide of an alkali metal such as sodium, potassium, lithium or ammonium) in situ during the preparation of the lubricant composition or it may be added in the neutralized form. Preferably, potassium hydroxide is used as the neutralizing agent because of its better solubility, and it is conveniently added as a 45 percent solution. The exact quantity of base added, of course, is dependent upon stoichiometric considerations. Generally, a slight excess over the stoichiometric amount is used since the desired pH range of the ultimate emulsion composition is in the range of 7.5-8.5. This final pH has been found particularly suitable because of emulsion stability demands and, also, to prevent or inhibit corrosion when the composition is contacted with textile fibers and machincry.
The methyl esters of fatty acids useful in the compositions of the present invention comprise the methyl esters of C to C saturated and unsaturated fatty acids, illustrative examples of said acids being lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, palmitoleic acid, tall oil fatty acids, and commercial and other mixtures of said acids such as coconut oil mixed fatty acids and various narrower fractions of mixed fatty acids. A particularly desirable commercial mixture of fatty acid methyl esters is that sold under the designation CE-l8 by The Procter & Gamble Company and consisting of about percent oleate, linoleate and stearate, 25 percent palmitate and the remainder varying amounts of laurate and myristate methyl esters.
The polyoxyethylene sorbitan tristearate is generally produced by condensing sorbitan tristearate with ethylene oxide. For the purposes of the present invention, this compound should have an HLB value of from about 8 to 15, or 40 to weight percent ethylene oxide. Especially suitable is a polyoxyethylene sorbitan tristearate containing about 52 weight percent ethylene oxide.
The alkanolamides of the C to C normally liquid fatty acids which constitute one of the ingredients of the compositions of the present invention include, by way of illustration, oleic diethanolamide, tall oil fatty acid diethanolamide, linole ic acid diethanolamide and the corresponding fatty acid amides of glycerol monoand di-amines, dipropanolamine, diisopropanolamine, aminoethyl ethanolamine, dibutanolamine and diisobutanolamine. Oleic diethanolamide is especially satisfactory and it may be made, for instance, by condensing equal mols of diethanolamine and oleic acid, or by condensing about 1.5 to 2 mols of diethanolamine with 1 mol of oleic acid, at temperatures of 150 to 165 C. for several hours, or by condensing the oleic acid, in the form of an ester thereof, such as the triglyceride ester, with diethanolamine, or by condensing methyl oleate with diethanolamine in the presence of sodium methylate as a catalyst, or by oxyethylating the amide of oleic acid.
The order of mixing the ingredients in preparing the emulsifiable lubricant compositions of the present invention is not critical but it is usually more convenient to add the several ingredients, with mixing, to the mineral oil.
In the preparation of the emulsions for use in the practice of the present invention, emulsification occurs readily at temperatures above as well as below room temperatures in water, including tap water, by simply mixing the lubricant composition with the water. For example, an emulsion containing 10 percent by weight of the lubricant composition may be prepared quite readily at 10 C. with no separation observable over a 24 hour period.
The preferred oil-in-water emulsions consist of 10 weight parts of the lubricating composition and weight parts of water. However, this range may be varied considerably as, for example, 5 to 20 parts of the lubricating composition and to 80 parts of water. Generally, it is not desirable to exceed about 30 percent by weight of the lubricating composition since the emulsion tends to thicken at these higher levels and stability tends to become marginal. Hence, generally speaking, said emulsions will comprise 70 to 99 parts of water and 30 to l parts of the lubricant composition.
The compositions of the present invention achieve highly satisfactory fiber to fiber and fiber to metal frictional properties. An accumulation of electrostatic charges on treated fibers is largely or substantially eliminated. Application to the fibers may be by any conventional means such as by immersion, spraying or roll application.
The following examples are illustrative of the invention and are not to be construed as in any way limitative of its scope. All parts listed are by weight.
EXAMPLEI A liquid emulsifiable antistatic fiber lubricant was prepared by combining the following components:
Parts a. White mineral oil (55 S.U.S. at 100 F) 64.5 b. Methyl esters consisting of 70% olealc. linoleate and stearate; 257: palmitale;
'7: laurate and myristate c. Phosphoric acid ester of linear aliphatic alcohol (C -C alkyl radicals) of average molecular weight 180 adducted with 4 mols of ethylene oxide per mole of alcohol d. 45% aqueous potassium hydroxide solution 0. Polyoxyethylene sorbitan tristearate (52.5% by weight ethylene oxide) f. Oleic diethanolamide This formulation had a pH of 8.3 in an aqueous percent emulsion. A 10 percent emulsion was readily prepared with tap water at 10, 25 and 50 C. with slight agitation. After 24 hours, no evidence of creaming or other instability was observed.
EXAMPLES II-V The same ingredients of example 1 were used, the proportions in parts by weight being varied as set forth below. The letter designations refer to the materials of example I.
Component Parts by Weight ll III IV V (c) 10.0 10.0 6.1 8.0 (d) 3.0 3.0 1.9 2.5 (e) 8.0 10.0 8.0 6.0 (f) 3.0 3.0 4.0 1.9
A 10 percent emulsion was prepared using each of the compositions of examples ll-V and stored at room temperature for visual observations of the stability of the emulsion. After 24 hours, little or no evidence of creaming, oiling or ring formation was perceived.
The following examples demonstrate the beneficial effects in regard to lubricity and resistance to accumulation of static charges when the compositions of the present invention are applied to particular fibers.
Trademark for polyethylene terephthalate polyester fiber.
' 210 denier, 35 filament polypropylene fiber.
EXAMPLE VII The following results demonstrate the friction characteristics of fibers which were treated with emulsions prepared using compositions of the present invention. The tests were conducted using a Rothschild tension analyzer, which furnishes a continuous recording of tension in grams as the fibers are tested.
A. Nylon Grams ofTension Yarn-to-metal Yarn-to-Yarn Control Fiber 30-40 20-30 Fiber Treated with 25% by Weight Emulsion of Example 1 40-50 12 Conditions: ft./min.; Relative Humidity 34 percent at 70 F.
The manufacturers finish had been extracted from the control fiber. Here, superior performance is indicated in a substantial reduction of yarn-to-yarn tension with a simultaneous elimination offluctuation in the tension value.
B. Polypropylene Fiber (210 denier, 35 filament) Grams of Tension Yarn-to-Metal Yarn-\o-Yarn Control Fiber 31-45 27-39 Fiber Treated with 25% by Weight Emulsion of Example 1 35-44 16-20 Conditions: 20 ft./min.; Relative Humidity 34 percent at 70 F.
The manufacturers finish was allowed to remain on the control fiber. For both yarn-to-metal and yarn-to-yarn friction, fluctuation was reduced and the yarn-to-yarn tension was substantially lowered at the same time.
C. Dacron (70 denier, 34 filament) Grams of Tension Yarn-to-Metal Yarn-to-Yarn Control Fiber 70-77 77-87 Fiber Treated with 25% by Weight Emulsion of Example I 48-50 29-30 Conditions: 20 l't./min.; Relative Humidity 38-41 percent at Trademark for polyethylene terephthalate polyester fiber.
The manufacturer's finish had been removed from the control fiber. Again, substantial reduction of tension with simultaneous minimization of fluctuation was indicated.
It may be noted that it is known in the art to produce antistatic textile assistants utilizing various phosphate esters such as are disclosed, for example, in U.S. Pat. Nos. 2,730,498; 2,842,462; 3,170,877 and 3,056,744. Neither in these patents nor elsewhere, so far as we are aware, however, is there any disclosure or suggestion of the compositions which we have evolved which we have found to possess highly advantageous properties and which are quite low in cost.
What is claimed is:
1. An oil-in-water fiber lubricant emulsion consisting essentially of 70-99 parts by weight of water and 30-1 parts by weight of a mineral oil composition consisting essentially of, by weight,
a. from about 60 to 70 parts of mineral oil having viscosity of from about 50 to 125 S.U.S. at 100 F.; b. from to parts methyl ester of a C to C fatty acid; c. from about 6 to 10 parts of an alkali metal salt of a phosphoric acid ester of an ethylene oxide adduct of at least one member selected from the group consisting of (i) C to C linear alkyl alcohol, (ii) C to C branched chain alkyl alcohol, and (iii) monoand and/or di-alkyl amines, dipropanolamine, diisopropanolamine, aminoethyl ethanolamine, dibutanolamine, and diisobutanolamine;
f, a slight excess of alkali sufficient to yield a final emulsion pl-l between about 7.5-8.5. 2. An aqueous emulsion comprising, by weight, about parts of water and about 10 parts of the composition of claim 1.

Claims (1)

  1. 2. An aqueous emulsion comprising, by weight, about 90 parts of water and about 10 parts of the composition of claim 1.
US710761A 1968-03-06 1968-03-06 Antistatic fiber lubricant Expired - Lifetime US3652419A (en)

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Cited By (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3888775A (en) * 1972-01-29 1975-06-10 Teijin Ltd Oil composition for synthetic staple fibers
US3898166A (en) * 1973-01-16 1975-08-05 Gaf Corp Organic antistatic composition
FR2292068A1 (en) * 1973-11-22 1976-06-18 Ici Ltd Textile dressing esp for rubber reinforcing cord prodn - has low volatility and rubber swelling factor
US3977979A (en) * 1973-09-14 1976-08-31 George A. Goulston Company, Inc. Yarn finish formulations
US3997450A (en) * 1972-04-10 1976-12-14 Fiber Industries, Inc. Synthetic fibers of enhanced processability
US4051299A (en) * 1974-03-15 1977-09-27 Fiber Industries Inc. Synthetic fibers of enhanced processability
US4052321A (en) * 1976-03-17 1977-10-04 Dixie Yarns, Inc. Flame-retardant yarn or thread containing brominated ester of oleic or linoleic acid
US4080301A (en) * 1975-06-27 1978-03-21 Hoechst Aktiengesellschaft Conditioning agents for the texturizing of polyester fibers
US4085052A (en) * 1974-04-16 1978-04-18 The Procter & Gamble Company Fabric treatment compositions
EP0075770A2 (en) * 1981-09-25 1983-04-06 Bayer Ag Textile treating composition and its use in finishing textile materials
US5190676A (en) * 1989-11-30 1993-03-02 Kao Corporation High-speed spinning oil composition containing an organophosphoric ester salt and an oxyalkylene polymer
US5288416A (en) * 1992-01-27 1994-02-22 Milliken Research Corporation Finish for textile fibers containing silahydrocarbon lubricants and nonionic emulsifiers having a plurality of hydrocarbon chains
USRE35621E (en) * 1989-05-30 1997-10-07 Hercules Incorporated Cardable hydrophobic polypropylene fiber, material and method for preparation thereof
US5721048A (en) * 1990-11-15 1998-02-24 Fiberco, Inc. Cardable hydrophobic polyolefin fiber, material and method for preparation thereof
US5733863A (en) * 1997-01-17 1998-03-31 The Procter & Gamble Company Process for making a free-flowing particule detergent admix containing nonionic surfactant
US5739094A (en) * 1997-01-17 1998-04-14 The Procter & Gamble Company Free-flowing particulate detergent admix composition containing nonionic surfactant
US5830240A (en) * 1996-10-23 1998-11-03 Solutia Inc. Fibers and textile materials having enhanced dyeability and finish compositions used thereon
US5944852A (en) * 1996-10-23 1999-08-31 Solutia Inc. Dyeing process
US5980772A (en) * 1997-02-25 1999-11-09 Takemoto Yushi Kabushiki Kaisha Lubricants for and methods of processing synthetic fibers
US6139764A (en) * 1998-02-09 2000-10-31 Bayer Aktiengesellschaft Biodegradable coating compositions
US20040007687A1 (en) * 2002-07-11 2004-01-15 Hubert Dobbelstein Formulation of a highly viscous mineral oil for the production of filters for tobacco products
US20040131790A1 (en) * 2003-01-07 2004-07-08 Voegtli Leo Paul Method for using an ethoxylated alkyl phosphate ester additive as plugmaker processing aid
US20050202993A1 (en) * 2003-01-07 2005-09-15 Voegtli Leo P. Method for using an ethoxylated alkyl phosphate ester additive as a plugmaker processing aid
BE1023475B1 (en) * 2016-06-09 2017-04-03 Vertexco Nv METHOD FOR MANUFACTURING A SPIN OIL

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6269881A (en) * 1985-09-17 1987-03-31 花王株式会社 Oil agent for treating synthetic fiber
JP4097266B2 (en) * 2003-08-07 2008-06-11 竹本油脂株式会社 Method for preparing low-concentration aqueous liquid of synthetic fiber treating agent, low-concentration aqueous liquid of synthetic fiber treating agent and method for treating synthetic fiber

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2496631A (en) * 1946-07-08 1950-02-07 Nopco Chem Co Wool treatment
US2690426A (en) * 1950-03-07 1954-09-28 Atlas Powder Co Lubricating compositions
US2730498A (en) * 1952-01-09 1956-01-10 Celanese Corp Textile lubricants
US3056744A (en) * 1957-09-18 1962-10-02 Gen Aniline & Film Corp Textile assistant
US3170877A (en) * 1961-12-21 1965-02-23 Gen Aniline & Film Corp Antistatic treating solution for polyacrylonitrile fibers and method
US3336222A (en) * 1965-01-19 1967-08-15 Nopco Chem Co Cotton treating compositions
US3428560A (en) * 1967-02-27 1969-02-18 Du Pont Yarn-lubricating composition

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2496631A (en) * 1946-07-08 1950-02-07 Nopco Chem Co Wool treatment
US2690426A (en) * 1950-03-07 1954-09-28 Atlas Powder Co Lubricating compositions
US2730498A (en) * 1952-01-09 1956-01-10 Celanese Corp Textile lubricants
US3056744A (en) * 1957-09-18 1962-10-02 Gen Aniline & Film Corp Textile assistant
US3170877A (en) * 1961-12-21 1965-02-23 Gen Aniline & Film Corp Antistatic treating solution for polyacrylonitrile fibers and method
US3336222A (en) * 1965-01-19 1967-08-15 Nopco Chem Co Cotton treating compositions
US3428560A (en) * 1967-02-27 1969-02-18 Du Pont Yarn-lubricating composition

Cited By (29)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3888775A (en) * 1972-01-29 1975-06-10 Teijin Ltd Oil composition for synthetic staple fibers
US3997450A (en) * 1972-04-10 1976-12-14 Fiber Industries, Inc. Synthetic fibers of enhanced processability
US3898166A (en) * 1973-01-16 1975-08-05 Gaf Corp Organic antistatic composition
US4098703A (en) * 1973-09-14 1978-07-04 George A. Goulston Company, Inc. Yarn finish formulations
US3977979A (en) * 1973-09-14 1976-08-31 George A. Goulston Company, Inc. Yarn finish formulations
FR2292068A1 (en) * 1973-11-22 1976-06-18 Ici Ltd Textile dressing esp for rubber reinforcing cord prodn - has low volatility and rubber swelling factor
US4051299A (en) * 1974-03-15 1977-09-27 Fiber Industries Inc. Synthetic fibers of enhanced processability
US4085052A (en) * 1974-04-16 1978-04-18 The Procter & Gamble Company Fabric treatment compositions
US4080301A (en) * 1975-06-27 1978-03-21 Hoechst Aktiengesellschaft Conditioning agents for the texturizing of polyester fibers
US4052321A (en) * 1976-03-17 1977-10-04 Dixie Yarns, Inc. Flame-retardant yarn or thread containing brominated ester of oleic or linoleic acid
EP0075770A2 (en) * 1981-09-25 1983-04-06 Bayer Ag Textile treating composition and its use in finishing textile materials
US4446034A (en) * 1981-09-25 1984-05-01 Bayer Aktiengesellschaft Textile-treatment agents, and their use for finishing textile materials
EP0075770A3 (en) * 1981-09-25 1985-01-16 Bayer Ag Textile treating composition and its use in finishing textile materials
USRE35621E (en) * 1989-05-30 1997-10-07 Hercules Incorporated Cardable hydrophobic polypropylene fiber, material and method for preparation thereof
US5190676A (en) * 1989-11-30 1993-03-02 Kao Corporation High-speed spinning oil composition containing an organophosphoric ester salt and an oxyalkylene polymer
US5721048A (en) * 1990-11-15 1998-02-24 Fiberco, Inc. Cardable hydrophobic polyolefin fiber, material and method for preparation thereof
US5288416A (en) * 1992-01-27 1994-02-22 Milliken Research Corporation Finish for textile fibers containing silahydrocarbon lubricants and nonionic emulsifiers having a plurality of hydrocarbon chains
US5830240A (en) * 1996-10-23 1998-11-03 Solutia Inc. Fibers and textile materials having enhanced dyeability and finish compositions used thereon
US5944852A (en) * 1996-10-23 1999-08-31 Solutia Inc. Dyeing process
US5733863A (en) * 1997-01-17 1998-03-31 The Procter & Gamble Company Process for making a free-flowing particule detergent admix containing nonionic surfactant
US5739094A (en) * 1997-01-17 1998-04-14 The Procter & Gamble Company Free-flowing particulate detergent admix composition containing nonionic surfactant
US5980772A (en) * 1997-02-25 1999-11-09 Takemoto Yushi Kabushiki Kaisha Lubricants for and methods of processing synthetic fibers
US6139764A (en) * 1998-02-09 2000-10-31 Bayer Aktiengesellschaft Biodegradable coating compositions
US20040007687A1 (en) * 2002-07-11 2004-01-15 Hubert Dobbelstein Formulation of a highly viscous mineral oil for the production of filters for tobacco products
US7153447B2 (en) * 2002-07-11 2006-12-26 Emini Shefqet Formulation of a highly viscous mineral oil for the production of filters for tobacco products
US20040131790A1 (en) * 2003-01-07 2004-07-08 Voegtli Leo Paul Method for using an ethoxylated alkyl phosphate ester additive as plugmaker processing aid
US20050202179A1 (en) * 2003-01-07 2005-09-15 Voegtli Leo P. Method for using an ethoxylated alkyl phosphate ester additive as a plugmaker processing aid
US20050202993A1 (en) * 2003-01-07 2005-09-15 Voegtli Leo P. Method for using an ethoxylated alkyl phosphate ester additive as a plugmaker processing aid
BE1023475B1 (en) * 2016-06-09 2017-04-03 Vertexco Nv METHOD FOR MANUFACTURING A SPIN OIL

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GB1285391A (en) 1972-08-16
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FR2088014A1 (en) 1972-01-07
NL7006309A (en) 1971-11-02
FR2088014B1 (en) 1974-09-20

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