EP0953673B1 - Agents for and methods of processing synthetic fibers - Google Patents

Agents for and methods of processing synthetic fibers Download PDF

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Publication number
EP0953673B1
EP0953673B1 EP99303196A EP99303196A EP0953673B1 EP 0953673 B1 EP0953673 B1 EP 0953673B1 EP 99303196 A EP99303196 A EP 99303196A EP 99303196 A EP99303196 A EP 99303196A EP 0953673 B1 EP0953673 B1 EP 0953673B1
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Prior art keywords
carbon atoms
agent
group
weight
false twisting
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German (de)
English (en)
French (fr)
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EP0953673A2 (en
EP0953673A3 (en
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Hisao Yamamoto
Fumihiko Kimura
Masahiro Nagaya
Yukiko Kitagawa
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Takemoto Oil and Fat Co Ltd
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Takemoto Oil and Fat Co Ltd
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    • 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
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/647—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing polyether sequences
    • 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
    • D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/657—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing fluorine
    • D—TEXTILES; PAPER
    • D02—YARNS; MECHANICAL FINISHING OF YARNS OR ROPES; WARPING OR BEAMING
    • D02G—CRIMPING OR CURLING FIBRES, FILAMENTS, THREADS, OR YARNS; YARNS OR THREADS
    • D02G1/00—Producing crimped or curled fibres, filaments, yarns, or threads, giving them latent characteristics
    • D02G1/02—Producing crimped or curled fibres, filaments, yarns, or threads, giving them latent characteristics by twisting, fixing the twist and backtwisting, i.e. by imparting false twist
    • D02G1/0206—Producing crimped or curled fibres, filaments, yarns, or threads, giving them latent characteristics by twisting, fixing the twist and backtwisting, i.e. by imparting false twist by false-twisting
    • D02G1/026—Producing crimped or curled fibres, filaments, yarns, or threads, giving them latent characteristics by twisting, fixing the twist and backtwisting, i.e. by imparting false twist by false-twisting in the presence of a crimp finish
    • 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
    • D06M13/285—Phosphines; Phosphine oxides; Phosphine sulfides; Phosphinic or phosphinous acids or derivatives 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
    • D06M13/288—Phosphonic or phosphonous acids or derivatives 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
    • D06M13/313—Unsaturated compounds containing phosphorus atoms, e.g. vinylphosphonium compounds
    • 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
    • D06M13/322—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 nitrogen
    • D06M13/46—Compounds containing quaternary nitrogen atoms
    • 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
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16—Synthetic fibres, other than mineral fibres
    • D06M2101/30—Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M2101/32—Polyesters
    • 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
    • D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
    • D06M2101/16—Synthetic fibres, other than mineral fibres
    • D06M2101/30—Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M2101/34—Polyamides
    • 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
    • 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 agents for and methods of processing synthetic fibers.
  • an agent containing a lubricant and an antistatic agent is usually applied to them in order to provide them with lubricity and antistatic characteristic.
  • synthetic fibers are subjected to a heat treatment or, for example, to a false twisting process, however, it is important to prevent the contamination of heaters due to the thermal degradation of such agent during the heat treatment and to thereby prevent the generation of fuzz and occurrence of yarn breakage and to obtain false-twisted yarns of a high quality.
  • This invention relates to agents and methods with which such contamination of heaters can be effectively prevented.
  • polyorganosiloxane compound which may be mixed in such a prior art agent include (1) polydimethyl siloxane and fluoroalkyl modified polydimethyl polysiloxane with viscosity at 25°C greater than 30x10 -6 m 2 /s and surface tension at 25°C less than 28dyne/cm (See Japanese Patent Publication Tokkai 54-46923), (2) polydimethyl siloxane with viscosity at 30°C greater than 15x10 -6 m 2 /s (See Japanese Patent Publication Tokkai 48-53093), (3) phenyl polysiloxane with viscosity at 30°C in the range of 10x10 -6 -80x10 -6 m 2 /s (Japanese Patent Publication Tokko 47-50657)
  • This invention is based on the present inventors' discovery that the problem stated above can be obviated if use is made of an agent comprising a polyether compound, a straight-chain polyether modified polyorganosiloxane of a specified kind and an ionic surfactant, containing the straight-chain polyether modified polyorganosiloxane and the ionic surfactant at specified ratios and that such an agent should be applied at a specified ratio to synthetic fibers which are subjected to a heat treatment.
  • This invention relates to fiber processing agents comprising a polyether compound, a straight-chain polyether modified polyorganosiloxane shown by Formula (1) given below at a ratio of 0.1-12 weight % and an ionic surfactant at a ratio of 0.1-12 weight %:
  • R 1 and R 4 are each either a residual group obtained by removing active hydrogen from a monohydric compound containing active hydrogen and having 1-40 carbon atoms or hydroxyl group
  • R 2 and R 3 are each alkylene group with 3 or 4 carbon atoms
  • R 5 is alkyl group with 1-4 carbon atoms, fluoroalkyl group with 1-4 carbon atoms or phenyl group
  • a 1 and A 2 are each alkylene group with 2-4 carbon atoms
  • p and q are each an integer 2-200
  • m is an integer 3-200
  • n is an integer 1-30.
  • the invention also relates to a method of applying such an agent at a rate of 0.1-3 weight % of the synthetic fibers to be subjected to a heat treatment.
  • the end groups R 1 and R 4 of linear polyether units of Formula (1) may or may not be different from each other, each being either a residual group obtained by removing active hydrogen from a monohydric compound containing active hydrogen and having 1-40 carbon atoms or hydroxyl group.
  • Examples of such monohydric compound containing active hydrogen and having 1-40 carbon atoms include (1) aliphatic saturated alcohols with 1-40 carbon atoms such as methanol, octanol, stearyl alcohol, ceryl alcohol, isobutanol, 2-ethyl hexanol, isohexadecyl alcohol, isotetracosanyl alcohol, 2-propanol and 12-eicosanyl alcohol, (2) aliphatic unsaturated alcohols with 2-40 carbon atoms such as vinyl alcohol, propenyl alcohol, oleyl alcohol, eicosenyl alcohol, 2-methyl-2-propylene-1-ol and 15-hexadecene-2-ol, (3) phenol, (4) octyl phenols substituted by alkyl group with 1-34 carbon atoms such as propyl phenol, actyl phenol and tridecyl phenol, (5) aliphatic saturated thiols with 1-40 carbon atoms such
  • monohydric compounds containing active hydrogen and having alkoxy group with 1-10 carbon atoms formed from aliphatic saturated alcohol with 1-10 carbon atoms or alkenoxy group with 2-10 carbon atoms formed from aliphatic unsaturated alcohol with 2-10 carbon atoms are preferable.
  • a 1 and A 2 are alkylene groups with 2-4 carbon atoms.
  • alkylene group examples include ethylene group, propylene group, 1,2-butylene group and 1,4-butylene group. These alkylene groups may appear singly or in a mixed form but those with only ethylene groups and a mixture of ethylene and propylene groups are preferred. When ethylene and propylene groups are mixed, the manner of combination between oxyethylene units and oxypropylene units or combination between ethoxy units and propoxy units that are formed may be block combination or random combination.
  • the number p of the alkoxy units and the number q of the oxyalkylene units of Formula (1) are within the range of 2-200 but this range should preferably be 20-150 and more preferably 30-100.
  • R 5 inside the divalent siloxane unit is alkyl group with 1-4 carbon atoms, fluoroalkyl group with 1-4 carbon atoms or phenyl group.
  • alkyl group with 1-4 carbon atoms include methyl group, ethyl group, propyl group and butyl group.
  • fluoroalkyl group include not only partial fluorine substituted alkyl groups such as ⁇ -trifluoropropyl group and ⁇ , ⁇ -pentafluoropropyl group but also total fluorine substituted alkyl groups such as heptafluoropropyl group and pentafluoroethyl group, but methyl group is preferred.
  • the number m of the divalent siloxane units in Formula (1) is an integer between 3-200 but this range is preferably 5-20 and more preferably 6-14.
  • the connecting groups R 2 and R 3 between linear polyether units and linear polysiloxane units of Formula (1) are alkylene groups with 3 or 4 carbon atoms.
  • Such alkylene groups serving as a connecting group, having 3 or 4 carbons atoms contain a carbon atom directly connected to a silicon atom in a linear polysiloxane unit.
  • Examples of such alkylene group with 3 or 4 carbon atoms include trimethylene group, tetramethylene group, isopropylene group and isobutylene group, of which, however, trimethylene group, tetramethylene group and isobutylene group are preferred.
  • n of the units formed with linear polysiloxane units and linear polyether units is an integer between 1-30 but this range is preferably 1-9.
  • This invention is not limited by the method of synthesizing the straight chain polyether modified polyorganosiloxane to be used therein.
  • the method for the synthesis include (1) the method of reacting corresponding ⁇ , ⁇ -dihydrogen poly(partially substituted)dimethyl siloxane (1 mole) with one-end (meth)allyl polyalkoxylate (2 moles) with heating in the presence of chloroplatinic acid as catalyst, (2) the method of reacting corresponding ⁇ , ⁇ -dihydrogen poly(partially substituted)dimethyl siloxane (more than 2 moles) with both-end (meth)allyl polyalkoxylate (more than 2 moles) with heating in the presence of chloroplatinic acid as catalyst, and (3) the method of reacting corresponding ⁇ , ⁇ -dihydrogen poly(partially substituted)dimethyl siloxane (more than 2 moles) with both-end (meth)allyl polyalkoxylate (more than 2 moles) with heating in the
  • Quaternary onium salt shown by Formula (2) given below is an preferred example of the ionic surfactant: where X is N or P, R 6 , R 7 , R 8 and R 9 are each alkyl group with 1-25 carbon atoms, alkenyl group with 2-25 carbon atoms or hydroxyalkyl group with 1-6 carbon atoms, B y- is anion group of valence y obtained by removing hydrogen ion from a compound selected from acidic phosphoric acid esters with 1-30 carbon atoms, acidic sulfuric acid esters with 1-30 carbons atoms, acidic sulfonic acid esters with 1-30 carbon atoms and carboxylic acids with 1-30 carbon atoms, and y is an integer 1-3.
  • Examples of quaternary onium salt shown by Formula (2) include (1) those, for which X is N, comprising quaternary ammonium cation group and anion group obtained by removing hydrogen ions either partially or totally from the aforementioned compound with valence 1-3, and (2) those, for which X is P, comprising quaternary phosphonium cation group and anion group obtained by removing hydrogen ions either partially or totally from the aforementioned compound with valence 1-3.
  • quaternary ammonium salts examples include (1) those wherein R 6 -R 9 (hereinafter referred to as the organic groups of Formula (2)) are all alkyl group with 1-25 carbon atoms, (2) those wherein the organic groups of Formula (2) are all alkenyl group with 2-25 carbon atoms, (3) those wherein the organic groups of Formula (2) are all hydroxyalkyl group with 1-6 carbon atoms, (4) those wherein some of the organic groups of Formula (2) are alkyl group with 1-25 carbon atoms and the rest are alkenyl group with 2-25 carbon atoms, (5) those wherein some of the organic groups of Formula (2) are alkyl group with 1-25 carbon atoms and the rest are hydroxyalkyl group with 1-6 carbon atoms, (6) those wherein some of the organic groups of Formula (2) are alkenyl group with 2-25 carbon atoms and the rest are hydroxyal
  • Examples of preferred quaternary ammonium cation group wherein the organic groups of Formula (2) are all alkyl group with 1-25 carbon atoms include tetramethyl ammonium, triethylmethyl ammonium, tripropylethyl ammonium, tributylmethyl ammonium, tetrabutyl ammonium, triisooctylethyl ammonium, trimethyloctyl ammonium, dilauryl dimethyl ammonium and trimethylstearyl ammonium.
  • Examples of preferred quaternary ammonium cation group wherein some of the organic groups of Formula (2) are alkyl group with 1-25 carbon atoms and the rest are alkenyl group with 2-25 carbon atoms include dibutenyl diethyl ammonium, dimethyl dioleyl ammonium, trimethyloleyl ammonium and triethyl eicosenyl ammonium.
  • Examples of preferred quaternary ammonium cation group wherein some of the organic groups of Formula (2) are alkyl group with 1-25 carbon atoms and the rest are hydroxyalkyl group with 1-6 carbon atoms include tributylhydroxyethyl ammonium, di(hydroxyethyl) dipropyl ammonium, tri(hydroxyethyl) octyl ammonium and tri(hydroxypropyl) methyl ammonium.
  • organic groups of Formula (2) are all alkyl group with 1-12 carbon atoms
  • the anion groups forming the aforementioned quaternary ammonium salts are those obtained by partially or totally removing the hydrogen ions from the aforementioned compound with valence 1-3.
  • aliphatic phosphates with 1-26 carbon atoms aliphatic sulfonates with 1-26 carbon atoms and aliphatic carboxylic acids with 1-26 carbon atoms
  • aliphatic sulfonates with 8-24 carbon atoms and aliphatic carboxylic acids with 8-24 carbon atoms such as lauryl sulfonate, oleyl sulfonate, isostearic acid, oleic acid and pentadecenyl succinic acid.
  • This invention is not limited particularly by the method by which such quaternary ammonium salts to be used in this invention should be synthesized.
  • Examples of method for the synthesis include (1) method of reacting corresponding tertiary amine with trialkyl phosphate, (2) method of reacting corresponding tertiary amine with dialkyl sulfate, (3) method of reacting corresponding tertiary amine with ethylene oxide in the presence of water to obtain quaternary ammonium hydroxide and then reacting it with acidic sulfonic acid esters, and (4) method of reacting corresponding tertiary amine with alkyl halide to obtain quaternary ammonium halide and then reacting it with metallic salt of carboxylic acid.
  • quaternary phosphonium salts examples include, similarly to the description given above regarding quaternary ammonium cation groups, (1) those wherein the organic groups of Formula (2) are all alkyl group with 1-25 carbon atoms, (2) those wherein the organic groups of Formula (2) are all alkenyl group with 2-25 carbon atoms, (3) those wherein the organic groups of Formula (2) are all hydroxyalkyl group with 1-6 carbon atoms, (4) those wherein some of the organic groups of Formula (2) are alkyl group with 1-25 carbon atoms and the rest are alkenyl group with 2-25 carbon atoms, (5) those wherein some of the organic groups of Formula (2) are alkyl group with 1-25 carbon atoms and the rest are hydroxyalkyl group with 1-6 carbon atoms, (6) those wherein some of the organic groups of Formula (2) are alkenyl group with 2-25 carbon atoms and the
  • Examples of preferred quaternary phosphonium cation group wherein the organic groups of Formula (2) are all alkyl group with 1-25 carbon atoms include tetramethyl phosphonium, tributylmethyl phosphonium, tetrabutyl phosphonium, methyl trioctyl phosphonium and lauryl trimethyl phosphonium.
  • Examples of preferred quaternary phosphonium cation group wherein some of the organic groups of Formula (2) are alkyl group with 1-25 carbon atoms and the rest are alkenyl group with 2-25 carbon atoms include trimethyloleyl phosphonium and oleyl tripropenyl phosphonium.
  • Examples of preferred quaternary phosphonium cation group wherein some of the organic groups of Formula (2) are alkyl group with 1-25 carbon atoms and the rest are hydroxyalkyl group with 1-6 carbon atoms include tributyl (2-hydroxyethyl) phosphonium and trioctyl (4-hydroxybutenyl) phosphonium. Particularly preferable are those wherein the organic groups of Formula (2) are all alkyl group with 1-4 carbon atoms, such as tributylmethyl phosphonium and tetrabutyl phosphonium.
  • This invention is not limited particularly by the method by which such quaternary phosphonium salts to be used in this invention should be synthesized.
  • Examples of method for the synthesis include (1) method of mixing metallic or ammonium salt of the corresponding organic acid with quaternary phosphonium salt inside a solvent and washing with water and separating the inorganic salt obtained as by-product, and (2) method of using an organic solvent such as methanol, isopropanol or acetone to carry out extraction.
  • Polyether compounds of known kinds such as disclosed in Japanese Patent Publication Tokkai 56-31077 and U.S. patent 4,561,987 may be used for the purpose of this invention.
  • Preferred examples of such polyether compound include polyether (poly)ols with oxyethylene units and oxypropylene units as principal constituent units such as polyether monool, polyether diol and polyether triol. Particularly preferable are those with average molecular weight of 700-20000.
  • Polyether compound within the context of this invention includes mixtures of polyether compounds with different molecular weights. When such a mixture is used, it is preferable to use a mixture with a polyether compound with average molecular weight of 1000-3000 and another with average molecular weight of 5000-15000.
  • the agents according to this invention are characterized as comprising a polyether compound, straight-chain polyether modified polyorganosiloxane and an ionic surfactant.
  • Straight-chain polyether modified polyorganosiloxane is to be contained at a ratio of 0.1-12 weight %, and the ionic surfactant is also to be contained at a ratio of 0.1-12 weight %, but it is preferred that straight-chain polyether modified polyorganosiloxane be contained at a ratio of 0.3-5 weight %, and quaternary onium salt of the kind described above as the ionic surfactant be contained at a ratio of 0.3-5 weight %.
  • an ester compound of a specified kind and/or an ether ester compound be further contained at a specified ratio.
  • the kind of ester compound is no particular limitation as long as the total number of carbon atoms is 10-50.
  • ester compound examples include (1) aliphatic monoesters of aliphatic alcohol and aliphatic carboxylic acid such as ethyl laurate, octyl laurate, isodecylstearate and oleyl docosenoate, and (2) aliphatic polyhydric esters of aliphatic alcohol and aliphatic carboxylic acid such as 1,4-butanediol dioctanate, dioleyl adipate, trimethylolethane diisostearate and glycerine trilaurate, but aliphatic monoesters with total number of carbon atoms 15-30 are preferable.
  • aliphatic monoesters of aliphatic alcohol and aliphatic carboxylic acid such as ethyl laurate, octyl laurate, isodecylstearate and oleyl docosenoate
  • ether ester compound there is no particular limitation as to the ether ester compound as long as the total number of carbon atoms is 10-50.
  • Many examples obtainable by reacting alkylene oxide with 2-4 carbon atoms with an ester compound as described above may be considered, but those with the total number of carbon atoms 20-40 obtainable by reacting monoester of aliphatic alcohol and aliphatic carboxylic acid with 1-10 moles of ethylene oxide are preferred.
  • the ratio is about 1-30 weight % of the agent.
  • Preferred ratios of mixing are 0.3-5 weight % for straight-chain polyether modified polyorganosiloxane, 0.3-5 weight % for quaternary onium salt as ionic surfactant, and 3-25 weight % for ester compound and/or ether ester compound, the remainder being polyether compound.
  • an agent as described above is applied to synthetic fibers to be subjected to a heat treatment at a ratio of 0.1-3 weight % and preferably 0.2-1 weight %.
  • the agent is applied to synthetic fiber filament yarns immediately after the spinning process, and these yarns are thereafter subjected to a heat treatment.
  • synthetic fibers acquire lubricity and hence the contamination of heaters used in the heat treatment can be effectively prevented.
  • heat treatment process include drawing process, twisting process, crimp-setting process and false twisting process, but the present invention is effective particularly when the synthetic fibers are subjected to a false twisting process.
  • Examples of false twisting apparatus include (1) apparatus of a contact heater type provided with a heater of temperature 150-230°C and length 150-250cm such that synthetic fiber filament yarns are passed in contact with and over a heater plate, and (2) apparatus of a short heater type provided with a heater with temperature 300-600°C and length 20-150cm such that synthetic fiber filament yarns travels over the heater plate without touching it.
  • the agents and methods of this invention are particularly effective, however, when used in a false twisting process by means of an apparatus provided with a short heater with temperature 350-550°C and length 20-140cm such that synthetic fiber filament yarns travel in contact with yarn path regulating device set inside the heater.
  • This invention imposes no particular limitation on the method of applying an agent of this invention on synthetic fibers.
  • Examples of method of application include conventional methods such as roller oiling method, guide oiling method by means of a measuring pump, lubrication by soaking and spray lubrication method, but roller oiling method and guide oiling method with a measuring pump are preferred.
  • an agent of this invention When an agent of this invention is applied to synthetic fibers, it may be done in the form of an aqueous emulsion, as a solution in an organic solvent or by itself, but it is preferred to use it as an aqueous emulsion. In such a situation, an emulsifier may be used appropriately, and it is preferable to prepare the aqueous emulsion so as to contain the agent at a ratio of 5-30 weight %.
  • other agents such as an antioxidant, an antiseptic and an anti-rusting agent may be applied at the same time, depending on the purpose, but the amount of their use should be as small as possible.
  • polyester fibers having ethylene terephthalate as its main structural unit examples include (1) polyester fibers having ethylene terephthalate as its main structural unit, (2) polyamide fibers such as nylon 6 and nylon 66, (3) polyacrylic fibers such as polyacrylonitrile and modacrylic fibers, and (4) polyolefins such as polyethylene and polypropylene.
  • This invention is particularly effective, however, when applied to partially drawn polyester yarns, partially drawn polyamide yarns or directly spun drawn polyester yarns.
  • Agent Test Example 1 was prepared by mixing 96 parts of polyether compound (P-1), 2 parts of straight-chain polyether modified polyorganosiloxane (MS-1) and 2 parts of ionic surfactant (QS-1). Other agents were similarly prepared. These are shown in Tables 1 and 2.
  • (MS-1)-(MS-4) and (PS-1)-(PS-7) are each straight-chain polyether modified polyorganosiloxane shown by Formula (1) and as explained in Table 3 wherein "B” indicates “block addition” and “R” indicates "random addition”.
  • (QS-1)-(QS-5) are each quaternary onium salt shown by Formula (2) and as explained in Table 4.
  • (FN-1) Sodium isostearate.
  • ES-1) Octyl laurate
  • EE-2 Ester of octyloxypolyalkoxylate (polyalkoxylate being random connection of 5 ethoxy units and 3 propoxy units) and lauric acid.
  • cr-1) Linear polydimethylsiloxane with average molecular weight 3000.
  • (cr-2) Linear polyorganosiloxane with 2 methyl-phenyl siloxane units and 20 dimethylsiloxane units connected linearly.
  • (cr-3) Pendant-type polyether modified polyorganosiloxane with 140 dimethyl siloxane units and 8 siloxane units having polyether groups randomly connected linearly by siloxane-bonding, the polyether groups each consisting of random connection of 80 oxyethylene units and 20 oxypropylene units.
  • (cr-4) Pendant-type polyether modified polyorganosiloxane with average molecular weight 8600, having dimethylsiloxane units and siloxane units with polyether groups randomly connected linearly by siloxane-bonding, polyether groups contained by 92 weight %, the polyether groups each consisting of random connection of 15 oxyethylene units and 15 oxypropylene units.
  • Part 2 Application to partially drawn polyester filament yarns
  • aqueous emulsions with concentration of agent 15%.
  • polyethylene terephthalate chips with intrinsic viscosity 0.64 and containing titanium oxide by 0.2% were dried by a usual method, an extruder was used for spinning at 295°C.
  • the aqueous emulsions were applied by a roller oiling method to the traveling yarns after they were extruded from the spinneret and cooled to be hardened. They were wound up at the speed of 3300m/minute without mechanical drawing to obtain wound 10kg cakes of partially drawn 150-denier, 72-filament yarns with agents adhered at ratios shown in Tables 5 and 6.
  • Twisting system Three-axis disk friction method (with one guide disk on entrance side, one guide disk on exit side and seven hard polyurethane disks)
  • the heater tar on the yarn path on the surface of the heater on the twist side was removed by a brush, collected and weighed. The weights were measured for ten spindles, and the results are shown as the average weight (mg) per spindle.
  • Part 3 Application to partially drawn nylon filament yarns
  • aqueous emulsions with concentration of agent 10%.
  • nylon-6,6 chips with sulfuric acid relative viscosity 2.4 containing titanium oxide by 0.1% were dried by a usual method, an extruder was used for spinning at 290°C.
  • the aqueous emulsions were applied by a guide oiling method to the traveling yarns after they were extruded from the spinneret and cooled to be hardened. They were wound up at the speed of 4000m/minute without mechanical drawing to obtain wound 8kg cakes of partially drawn 70-denier, 24-filament yarns with agents adhered at ratios shown in Table 7.
  • Part 4 Application to directly spun drawn polyester filament yarns
  • aqueous emulsions with concentration of agent 10%.
  • the emulsions were applied to the running yarns of polyester filaments by the guide oiling method and the yarns were wound up by means of a first godet roller rotating at the rate of 3000m/minute, drawn mechanically between the second godet roller and wound up at the rate of 5000m/minute to obtain wound 5kg cakes of 75-denier, 36-filament directly spun drawn yarns with agents adhered at ratio of 0.35% with respect to the yarns.
  • agents and methods according to the present invention are capable of sufficiently prevent the contamination of heaters for processing synthetic fibers even if the process is for false twisting including a severe heat treatment.

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  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Mechanical Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
EP99303196A 1998-04-27 1999-04-26 Agents for and methods of processing synthetic fibers Expired - Lifetime EP0953673B1 (en)

Applications Claiming Priority (2)

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JP13457598 1998-04-27
JP13457598A JP3907313B2 (ja) 1998-04-27 1998-04-27 仮撚工程に供する合成繊維用の処理剤及び合成繊維の処理方法

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EP0953673A2 EP0953673A2 (en) 1999-11-03
EP0953673A3 EP0953673A3 (en) 2000-06-07
EP0953673B1 true EP0953673B1 (en) 2001-10-10

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JP (1) JP3907313B2 (enrdf_load_stackoverflow)
KR (1) KR100539727B1 (enrdf_load_stackoverflow)
CN (1) CN1114006C (enrdf_load_stackoverflow)
DE (1) DE69900339T2 (enrdf_load_stackoverflow)
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KR20010017103A (ko) * 1999-08-07 2001-03-05 후버 리차드 에이치. 직물의 세탁방법
JP4052771B2 (ja) * 1999-11-24 2008-02-27 竹本油脂株式会社 合成繊維用処理剤及び合成繊維の処理方法
EP1275768A4 (en) * 2000-02-29 2006-08-02 Kaneka Corp ARTIFICIAL FIBERS OF HIGHER FINEITY, AND METHOD FOR THE PRODUCTION THEREOF
AU2001244591A1 (en) * 2000-04-04 2001-10-15 Lion Corporation Liquid finishing agent composition for textile product
JP4486804B2 (ja) * 2003-11-20 2010-06-23 日本化薬株式会社 セルロース系繊維用深色化剤、それを用いた深色化方法およびそれにより処理されたセルロース系繊維染色加工物
TWI358481B (en) * 2004-06-03 2012-02-21 Takemoto Oil & Fat Co Ltd Processing agents and methods for synthetic fibers
JP4456532B2 (ja) * 2004-08-03 2010-04-28 竹本油脂株式会社 合成繊維用処理剤及び合成繊維の処理方法
CN103080229B (zh) * 2010-06-30 2015-07-22 陶氏环球技术有限责任公司 用于织物加工的支链的仲醇烷氧基化物表面活性剂
WO2013056391A1 (en) * 2011-10-18 2013-04-25 Bayer Materialscience Ag Process for the coating of textiles
JP6310168B1 (ja) * 2018-01-09 2018-04-11 竹本油脂株式会社 合成繊維用処理剤及び合成繊維
JP6632016B1 (ja) * 2019-07-05 2020-01-15 竹本油脂株式会社 炭素繊維前駆体用処理剤、及び炭素繊維前駆体
JP6980951B2 (ja) * 2019-08-20 2021-12-15 松本油脂製薬株式会社 弾性繊維用処理剤及びその利用
KR20230062860A (ko) * 2020-09-09 2023-05-09 더 케무어스 컴퍼니 에프씨, 엘엘씨 섬유질 기재를 위한 실리콘 폴리에테르 중합체 처리
JP6895194B1 (ja) 2020-12-01 2021-06-30 竹本油脂株式会社 仮撚加工機用ヒーター塗布剤

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JPH0192475A (ja) * 1987-09-30 1989-04-11 Takemoto Oil & Fat Co Ltd 合成繊維処理用油剤組成物
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KR19990082689A (ko) 1999-11-25
DE69900339T2 (de) 2002-07-04
JPH11315480A (ja) 1999-11-16
EP0953673A2 (en) 1999-11-03
EP0953673A3 (en) 2000-06-07
TW559633B (en) 2003-11-01
KR100539727B1 (ko) 2005-12-29
CN1233686A (zh) 1999-11-03
JP3907313B2 (ja) 2007-04-18
DE69900339D1 (de) 2001-11-15

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