WO2024075754A1 - Synthetic fiber treatment agent and synthetic fiber - Google Patents

Synthetic fiber treatment agent and synthetic fiber Download PDF

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Publication number
WO2024075754A1
WO2024075754A1 PCT/JP2023/036139 JP2023036139W WO2024075754A1 WO 2024075754 A1 WO2024075754 A1 WO 2024075754A1 JP 2023036139 W JP2023036139 W JP 2023036139W WO 2024075754 A1 WO2024075754 A1 WO 2024075754A1
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mass
acid
compound
treatment agent
fatty acid
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PCT/JP2023/036139
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French (fr)
Japanese (ja)
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千尋 金子
誠 服部
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竹本油脂株式会社
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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
    • 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
    • D06M13/165Ethers
    • D06M13/17Polyoxyalkyleneglycol ethers
    • 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
    • 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

Definitions

  • the present invention relates to a synthetic fiber treatment agent that can improve the rubber adhesion of synthetic fibers to which the synthetic fiber treatment agent is applied and reduce scum, and to synthetic fibers to which the synthetic fiber treatment agent is applied.
  • Patent Document 1 discloses a synthetic fiber treating agent that contains a sulfonic acid compound having an alkenyl group, a sulfonic acid compound having a hydroxyalkyl group, and a sulfonic acid compound having a hydrocarbon group having a sulfo group.
  • the synthetic fiber treatment agent of embodiment 1 contains a smoothing agent and a nonionic surfactant, the smoothing agent contains a complete ester compound of a polyhydric alcohol and a monovalent fatty acid, and the nonionic surfactant contains a compound (A) obtained by esterifying a polyhydric alcohol having a valence of 2 to 5 and a valence of 5, which has a (poly)oxyalkylene group, and a fatty acid (A1) containing a monounsaturated fatty acid having two or more unsaturated bonds.
  • Aspect 2 is the synthetic fiber treatment agent according to aspect 1, in which the fatty acid (A1) contains at least one selected from a monounsaturated fatty acid having two unsaturated bonds and a monounsaturated fatty acid having three unsaturated bonds.
  • the agent for treating synthetic fibers contains the compound (A) in an amount of 0.1% by mass or more and 20% by mass or less.
  • the nonionic surfactant further comprises a compound (B) obtained by esterifying a divalent or more and pentavalent or less polyhydric alcohol having a (poly)oxyalkylene group and a fatty acid (B1) including a monounsaturated fatty acid having one unsaturated bond.
  • Aspect 6 is a synthetic fiber treatment agent according to aspect 4 or 5, in which the nonionic surfactant further contains a compound (C) obtained by esterifying a divalent to pentavalent polyhydric alcohol having a (poly)oxyalkylene group and a fatty acid (C1) including a monovalent saturated fatty acid, and when the total content of the compounds (A), (B), and (C) is taken as 100% by mass, the compound (A) and the compound (B) are contained in a total amount of 70% by mass or more.
  • a compound (C) obtained by esterifying a divalent to pentavalent polyhydric alcohol having a (poly)oxyalkylene group and a fatty acid (C1) including a monovalent saturated fatty acid
  • the smoothing agent further comprises a sulfur-containing ester compound.
  • the synthetic fiber treating agent according to any one of the first to seventh aspects further contains an ionic surfactant.
  • the synthetic fiber of aspect 9 is characterized in that the synthetic fiber treatment agent described in any one of aspects 1 to 8 is attached to the synthetic fiber.
  • the present invention makes it possible to improve the rubber adhesion of synthetic fibers treated with a synthetic fiber treatment agent while also reducing scum.
  • the treatment agent of this embodiment contains a specified smoothing agent and a nonionic surfactant.
  • the treatment agent may further contain an ionic surfactant.
  • the smoothing agent used in the treatment agent of this embodiment is composed of a complete ester compound of a polyhydric alcohol and a monovalent fatty acid.
  • the complete ester compound is preferably a complete ester compound of a polyhydric alcohol having a chain structure of 3 to 6 carbon atoms and a monovalent fatty acid having 8 to 24 carbon atoms.
  • the polyhydric alcohol preferably has a chain structure, and the chain structure may be either linear or branched.
  • polyhydric alcohols include ethylene glycol, propylene glycol, 1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 1,4-butanediol, 2-methyl-1,2-propanediol, 1,5-pentanediol, 1,6-hexanediol, 2,5-hexanediol, 2-methyl-2,4-pentanediol, 2,3-dimethyl-2,3-butanediol, glycerin, diglycerin, 2-methyl-2-hydroxymethyl-1,3-propanediol, trimethylolpropane, pentaerythritol, and sorbitol. Among these, glycerin and trimethylolpropane are preferred.
  • any known fatty acid can be used as appropriate, and it may be a saturated fatty acid or an unsaturated fatty acid. In addition, it may be a straight-chain fatty acid or one having a branched-chain structure.
  • monovalent fatty acids include, for example, (1) straight-chain saturated fatty acids such as formic acid, acetic acid, propionic acid, butyric acid, valeric acid, hexanoic acid (caproic acid), octanoic acid (caprylic acid), nonanoic acid, decanoic acid (capric acid), dodecanoic acid (lauric acid), tetradecanoic acid (myristic acid), hexadecanoic acid (palmitic acid), octadecanoic acid (stearic acid), eicosanoic acid (arachidic acid), docosanoic acid (behenic acid), and tetracosanoic acid.
  • straight-chain saturated fatty acids such as formic acid, acetic acid, propionic acid, butyric acid, valeric acid, hexanoic acid (caproic acid), octanoic acid (caprylic acid), nonanoic acid, decano
  • Fatty acids (2) branched saturated fatty acids such as 2-ethylhexanoic acid, isododecanoic acid, isotridecanoic acid, isotetradecanoic acid, isohexadecanoic acid, and isooctadecanoic acid, (3) straight-chain unsaturated fatty acids such as crotonic acid, myristoleic acid, palmitoleic acid, oleic acid, vaccenic acid, eicosenoic acid, linoleic acid, ⁇ -linolenic acid, ⁇ -linolenic acid, and arachidonic acid, and (4) hydroxy fatty acids such as ricinoleic acid.
  • straight-chain unsaturated fatty acids such as crotonic acid, myristoleic acid, palmitoleic acid, oleic acid, vaccenic acid, eicosenoic acid, linoleic acid, ⁇ -linolenic acid,
  • complete ester compounds include triesters of trimethylolpropane and fatty acids, such as triesters of trimethylolpropane and mixed acids (palm kernel fatty acids and vegetable oleic acid), triesters of glycerin and fatty acids, such as triesters of glycerin and mixed acids (palm kernel fatty acids and vegetable oleic acid), and natural fats and oils, such as coconut oil, rapeseed oil, rapeseed oil, sunflower oil, soybean oil, castor oil, sesame oil, palm oil, and fish oil.
  • triesters of trimethylolpropane and fatty acids such as triesters of trimethylolpropane and mixed acids (palm kernel fatty acids and vegetable oleic acid)
  • triesters of glycerin and fatty acids such as triesters of glycerin and mixed acids (palm kernel fatty acids and vegetable oleic acid)
  • natural fats and oils such as coconut oil, rapeseed oil,
  • the lower limit of the content ratio of the complete ester compound of polyhydric alcohol and monovalent fatty acid is preferably 15% by mass or more, more preferably 20% by mass or more, and may be 26% by mass or more, 30% by mass or more, 40% by mass or more, 50% by mass or more, or 55% by mass or more.
  • the upper limit of the content ratio of the complete ester compound of such polyhydric alcohol and monovalent fatty acid is preferably 70% by mass or less, more preferably 60% by mass or less, and may be 55% by mass or less, 50% by mass or less, 40% by mass or less, or 30% by mass or less.
  • the smoothing agent used in the treatment agent of this embodiment preferably further contains a sulfur-containing ester compound.
  • a sulfur-containing ester compound in the smoothing agent, it is possible to further reduce scum that occurs on guides, etc., for synthetic fibers to which the treatment agent is applied.
  • sulfur-containing ester compounds include dioctyl thiodipropionate, diisolauryl thiodipropionate, dilauryl thiodipropionate, diisocetyl thiodipropionate, diisopalmityl thiodipropionate, diisotetracosyl thiodipropionate, diisostearyl thiodipropionate, dioleyl thiodipropionate, octyl thiodipropionate, isolauryl thiodipropionate, lauryl thiodipropionate, isocetyl thiodipropionate, isostearyl thiodipropionate, oleyl thiodipropionate, octyl mercaptopropionate, stearyl mercaptopropionate, trimethylolpropane tris(mercaptopropionate), etc
  • sulfur-containing ester compounds may be used alone or in combination of two or more.
  • the lower limit of the content of the sulfur-containing ester compound is preferably 0.5% by mass or more, more preferably 1% by mass or more, and may be 2% by mass or more, 3% by mass or more, 5% by mass or more, 10% by mass or more, or 15% by mass or more.
  • the upper limit of the content of such a sulfur-containing ester compound is preferably 30% by mass or less, more preferably 25% by mass or less, and may be 20% by mass or less, 15% by mass or less, 10% by mass or less, 5% by mass or less, or 3% by mass or less.
  • the effect of the present invention, particularly the scum generated on the guide, etc., for the synthetic fiber to which the treatment agent is applied can be further reduced.
  • a range in which the above upper and lower limits are arbitrarily combined is also envisioned.
  • the smoothing agent used in the treatment agent of this embodiment may contain other ester compounds in addition to those mentioned above.
  • ester compounds include (1) ester compounds of aliphatic monoalcohols and aliphatic monocarboxylic acids, such as octyl palmitate, oleyl laurate, oleyl oleate, isotridecyl stearate, isotetracosyl oleate, and isostearyl erucinate; (2) complete ester compounds of aliphatic monoalcohols and aliphatic polycarboxylic acids, such as diisostearyl adipate, dioleyl adipate, and dioleyl azelate; (3) ester compounds of aromatic monoalcohols and aliphatic monocarboxylic acids, such as benzyl oleate and benzyl laurate; (4) complete ester compounds of aromatic polyhydric alcohols and aliphatic monocarboxylic acids, such as bisphenol A d
  • ester compounds may be used alone or in combination of two or more.
  • mineral oils having a kinetic viscosity of 5 mm2 /s or more at 40°C
  • mineral oils include aromatic hydrocarbons, paraffinic hydrocarbons, naphthenic hydrocarbons, etc. More specifically, examples of such mineral oils include spindle oil and liquid paraffin. Commercially available products of these mineral oils can be appropriately adopted.
  • the lower limit of the content of the smoothing agent is preferably 20% by mass or more, more preferably 30% by mass or more, and may be 35% by mass or more, 40% by mass or more, 45% by mass or more, 52% by mass or more, 53% by mass or more, 60% by mass or more, or 65% by mass or more.
  • the upper limit of the content of the smoothing agent is preferably 80% by mass or less, more preferably 75% by mass or less, and may be 70% by mass or less, 65% by mass or less, 60% by mass or less, 53% by mass or less, 52% by mass or less, 45% by mass or less, 40% by mass or less, or 35% by mass or less.
  • the nonionic surfactant used in the treatment agent of this embodiment contains a compound (A) obtained by esterifying a divalent or greater and pentavalent or less polyhydric alcohol having a (poly)oxyalkylene group and a fatty acid (A1) including a monounsaturated fatty acid having two or more unsaturated bonds.
  • polyhydric alcohols having a valence of 2 to 5 include ethylene glycol, propylene glycol, 1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 1,4-butanediol, 2-methyl-1,2-propanediol, 1,5-pentanediol, 1,6-hexanediol, 2,5-hexanediol, 2-methyl-2,4-pentanediol, 2,3-dimethyl-2,3-butanediol, glycerin, diglycerin, triglycerin, 2-methyl-2-hydroxymethyl-1,3-propanediol, trimethylolpropane, pentaerythritol, sorbitan, and isosorbide.
  • glycerin, sorbitan, polyethylene glycol, and isosorbide are preferred from the viewpoint of the stability of the treatment
  • alkylene oxide used as a raw material for forming the (poly)oxyalkylene group an alkylene oxide having 2 to 4 carbon atoms is preferred.
  • alkylene oxide include ethylene oxide, propylene oxide, butylene oxide, etc.
  • the number of moles of alkylene oxide added is appropriately set, but is preferably 0.1 to 250 moles, more preferably 1 to 200 moles, even more preferably 2 to 150 moles, and particularly preferably 3 to 40 moles. Any combination of the above upper and lower limits is also possible.
  • the number of moles of alkylene oxide added indicates the number of moles of alkylene oxide per mole of the compound to be added in the raw material.
  • alkylene oxide one type of alkylene oxide may be used alone, or two or more types of alkylene oxides may be used in appropriate combination.
  • the addition form may be any of block addition, random addition, and a combination of block addition and random addition, and is not particularly limited.
  • monounsaturated fatty acids having two or more unsaturated bonds include (1) monounsaturated fatty acids having two unsaturated bonds, such as linoleic acid, eicosadienoic acid, and docosadienoic acid; (2) monounsaturated fatty acids having three unsaturated bonds, such as ⁇ -linolenic acid, ⁇ -linolenic acid, and eicosatrienoic acid; (3) monounsaturated fatty acids having four unsaturated bonds, such as stearidonic acid, arachidonic acid, and eicosatetraenoic acid; (4) monounsaturated fatty acids having five unsaturated bonds, such as eicosapentaenoic acid and tetracosapentaenoic acid; and (5) monounsaturated fatty acids having six unsaturated bonds, such as docosahexaenoic acid.
  • the fatty acid (A1) preferably contains at least one selected from a monounsaturated fatty acid having two unsaturated bonds and a monounsaturated fatty acid having three unsaturated bonds. By using such a monounsaturated fatty acid, the effects of the present invention can be further improved.
  • Compound (A) can be obtained by mixing a divalent to pentavalent polyhydric alcohol having a (poly)oxyalkylene group with a fatty acid (A1) in a predetermined mixing ratio and esterifying the mixture under conditions such as heating.
  • compound (A) can be obtained by reacting an ester compound of a divalent to pentavalent polyhydric alcohol and a fatty acid (A1) with an alkylene oxide to insert a (poly)oxyalkylene group into the ester bond.
  • the mixing ratio (molar ratio) of the divalent to pentavalent polyhydric alcohol having a (poly)oxyalkylene group and the fatty acid (A1) in the esterification reaction is appropriately set.
  • compound (A) include esters of mixed fatty acids (a mixture of linoleic acid and oleic acid) and polyethylene glycol, esters of linoleic acid and polyethylene glycol, esters of linoleic acid and an alkylene oxide adduct of glycerin, esters of linoleic acid and an alkylene oxide adduct of sorbitan, esters of linoleic acid and an alkylene oxide adduct of isosorbide, esters of linolenic acid and polyethylene glycol, esters of linolenic acid and an alkylene oxide adduct of sorbitan, etc.
  • the lower limit of the content of the compound (A) is preferably 0.1% by mass or more, more preferably 1% by mass or more, and even more preferably 2% by mass or more, and may be 3% by mass or more, 5% by mass or more, 10% by mass or more, or 12% by mass or more.
  • the content of the compound (A) is 0.1% by mass or more, the rubber adhesion of the synthetic fiber to which the treatment agent is applied can be further improved.
  • the upper limit of the content of the compound (A) is preferably 20% by mass or less, more preferably 15% by mass or less, and may be 22% by mass or less, 12% by mass or less, 10% by mass or less, 5% by mass or less, or 3% by mass or less.
  • the content of the compound (A) is 20% by mass or less, the scum generated on the guide, etc. of the synthetic fiber to which the treatment agent is applied can be further reduced.
  • a range in which the above upper and lower limits are arbitrarily combined is also assumed.
  • the nonionic surfactant used in the treatment agent of this embodiment preferably further contains a compound (B) obtained by esterifying a polyhydric alcohol having a valence of 2 to 5 and a valence of 5, which has a (poly)oxyalkylene group, with a fatty acid (B1) including a monounsaturated fatty acid having one unsaturated bond.
  • a compound (B) obtained by esterifying a polyhydric alcohol having a valence of 2 to 5 and a valence of 5, which has a (poly)oxyalkylene group, with a fatty acid (B1) including a monounsaturated fatty acid having one unsaturated bond.
  • polyhydric alcohols having a valence of 2 to 5 and having a (poly)oxyalkylene group are the same as the specific examples of polyhydric alcohols described above as the raw material for compound (A).
  • preferred polyhydric alcohols are also the same as those for compound (A).
  • alkylene oxides used as raw materials for forming the (poly)oxyalkylene group are the same as the specific examples of alkylene oxides described above as raw materials for compound (A).
  • monounsaturated fatty acids with one unsaturated bond include crotonic acid, myristoleic acid, palmitoleic acid, oleic acid, vaccenic acid, eicosenoic acid, and erucic acid.
  • monounsaturated fatty acids with 12 to 22 carbon atoms are preferred.
  • fatty acid (B1) does not include monounsaturated fatty acids with two or more unsaturated bonds.
  • Compound (B) can be obtained by mixing a divalent to pentavalent polyhydric alcohol having a (poly)oxyalkylene group with a fatty acid (B1) in a predetermined mixing ratio and esterifying the mixture under conditions such as heating.
  • compound (B) can be obtained by reacting an ester compound of a divalent to pentavalent polyhydric alcohol and a fatty acid (B1) with an alkylene oxide to insert a (poly)oxyalkylene group into the ester bond.
  • the mixing ratio (molar ratio) of the divalent to pentavalent polyhydric alcohol having a (poly)oxyalkylene group and the fatty acid (B1) in the esterification reaction is appropriately set.
  • compound (B) examples include esters of oleic acid and polyethylene glycol, esters of oleic acid and an alkylene oxide adduct of sorbitan, esters of palmitoleic acid and polyethylene glycol, and esters of erucic acid and polyethylene glycol.
  • the lower limit of the content of the compound (B) is preferably 3% by mass or more, more preferably 5% by mass or more, and may be 8% by mass or more, 12% by mass or more, 15% by mass or more, 16% by mass or more, or 20% by mass or more.
  • the upper limit of the content of the compound (B) is preferably 40% by mass or less, more preferably 35% by mass or less, and may be 34% by mass or less, 20% by mass or less, 16% by mass or less, 15% by mass or less, 12% by mass or less, or 8% by mass or less.
  • the effects of the present invention particularly the improvement of rubber adhesion of the synthetic fiber to which the treatment agent is applied and the effect of reducing scum, can be achieved at the same time.
  • a range in which the above upper and lower limits are arbitrarily combined is also envisioned.
  • the mass ratio of this compound (A) to compound (B) may be 9/91 or more, 13/87 or more, 17/83 or more, 25/75 or more, 29/71 or more, 33/67 or more, 38/62 or more, or 39/61 or more, or may be 50/50 or less, 39/61 or less, 38/62 or less, 33/67 or less, 29/71 or less, 25/75 or less, 17/83 or less, or 13/87 or less.
  • the total content of the above-mentioned compound (A) and compound (B) is preferably 10% by mass or more and 40% by mass or less.
  • the nonionic surfactant used in the treatment agent of this embodiment may further contain a compound (C) obtained by esterifying a polyhydric alcohol having a valence of 2 to 5 and a valence of 5, and having a (poly)oxyalkylene group, with a fatty acid (C1) including a monovalent saturated fatty acid.
  • polyhydric alcohols having a valence of 2 to 5 and having a (poly)oxyalkylene group are the same as the specific examples of polyhydric alcohols described above as the raw material for compound (A).
  • preferred polyhydric alcohols are also the same as those for compound (A).
  • alkylene oxides used as raw materials for forming the (poly)oxyalkylene group are the same as the specific examples of alkylene oxides described above as raw materials for compound (A).
  • monosaturated fatty acids include formic acid, acetic acid, propionic acid, butyric acid, valeric acid, hexanoic acid (caproic acid), octylic acid (2-ethylhexanoic acid), octanoic acid (caprylic acid), nonanoic acid, decanoic acid (capric acid), dodecanoic acid (lauric acid), tetradecanoic acid (myristic acid), hexadecanoic acid (palmitic acid), octadecanoic acid (stearic acid), eicosanoic acid (arachidic acid), docosanoic acid (behenic acid), and tetracosanoic acid.
  • monosaturated fatty acids with 12 to 22 carbon atoms are preferred.
  • fatty acids (C1) do not include monounsaturated fatty acids.
  • Compound (C) can be obtained by mixing a divalent to pentavalent polyhydric alcohol having a (poly)oxyalkylene group with a fatty acid (C1) in a predetermined mixing ratio and esterifying the mixture under conditions such as heating.
  • compound (C) can be obtained by reacting an ester compound of a divalent to pentavalent polyhydric alcohol and a fatty acid (C1) with an alkylene oxide to insert a (poly)oxyalkylene group into the ester bond.
  • the mixing ratio (molar ratio) of the divalent to pentavalent polyhydric alcohol having a (poly)oxyalkylene group and the fatty acid (C1) in the esterification reaction is appropriately set.
  • compound (C) examples include esters of mixed fatty acids (a mixture of palmitic acid and stearic acid) and polyethylene glycol, and esters of mixed fatty acids (a mixture of lauric acid, myristic acid, and palmitic acid) and polyethylene glycol.
  • the lower limit of the content of the compound (C) is preferably 0.1% by mass or more, more preferably 1% by mass or more, and may be 2% by mass or more or 5% by mass or more.
  • the upper limit of the content of the compound (C) is preferably 20% by mass or less, more preferably 15% by mass or less, and may be 14% by mass or less or 5% by mass or less.
  • the total content of the compounds (A), (B), and (C) in the treatment agent is taken as 100% by mass
  • the total content of the compounds (A) and (B) is preferably 50% by mass or more, more preferably 70% by mass or more.
  • the total content of the compounds (A) and (B) may be 65% by mass or more, 81% by mass or more, 82% by mass or more, 86% by mass or more, or 90% by mass or more.
  • the treatment agent of this embodiment may further contain a nonionic surfactant other than the above-mentioned compounds (A) to (C).
  • nonionic surfactants include, for example, compounds having a (poly)oxyalkylene structure in which alkylene oxides are added to alcohols or carboxylic acids, ether/ester compounds having a (poly)oxyalkylene structure in which alkylene oxides are added to ester compounds of carboxylic acids and polyhydric alcohols, amine compounds such as compounds having a (poly)oxyalkylene structure in which alkylene oxides are added to primary organic amines, partial ester compounds of carboxylic acids and polyhydric alcohols, amide compounds in which amine compounds are condensed with carboxylic acids, and compounds having a (poly)oxyalkylene structure in which alkylene oxides are added to fatty acid amides.
  • alcohols used as raw materials for nonionic surfactants include, for example, (1) straight-chain alkyl alcohols such as methanol, ethanol, propanol, butanol, pentanol, hexanol, octanol, nonanol, decanol, undecanol, dodecanol, tridecanol, tetradecanol, pentadecanol, hexadecanol, heptadecanol, octadecanol, nonadecanol, eicosanol, heneicosanol, docosanol, tricosanol, tetracosanol, pentacosanol, hexacosanol, heptacosanol, octacosanol, nonacosanol, and triacontanol; (2) isopropanol,
  • Branched alkyl alcohols such as decanol, isoheptadecanol, isooctadecanol, isonadecanol, isoeicosanol, isoheneicosanol, isodocosanol, isotricosanol, isotetracosanol, isopentacosanol, isohexacosanol, isoheptacosanol, isooctacosanol, isononacosanol, and isotriacontanol; (3) linear alkenyl alcohols such as tetradecenol, hexadecenol, heptadecenol, octadecenol, and nonadecenol; (4) branched alkenyl alcohols such as isohexadecenol and isooctadecenol; (5)
  • carboxylic acids used as raw materials for nonionic surfactants include (1) linear alkyl carboxylic acids such as octylic acid, nonanoic acid, decanoic acid, undecanoic acid, dodecanoic acid, tridecanoic acid, tetradecanoic acid, pentadecanoic acid, hexadecanoic acid, heptadecanoic acid, octadecanoic acid, nonadecanoic acid, eicosanoic acid, heneicosanoic acid, and docosanoic acid; (2) branched alkyl carboxylic acids such as 2-ethylhexanoic acid, isododecanoic acid, isotridecanoic acid, isotetradecanoic acid, isohexadecanoic acid, and isooctadecanoic acid; (3) linear alkenyl carboxylic acids such as octadecenoic acid
  • alkylene oxides used as raw materials to form the (poly)oxyalkylene structure of the nonionic surfactant are the same as the specific examples of alkylene oxides described above as raw materials for compound (A).
  • polyhydric alcohols used as raw materials for nonionic surfactants include sucrose, sorbitol, polyglycerin, etc., in addition to the polyhydric alcohols described above as raw materials for compound (A).
  • amine compounds used as raw materials for nonionic surfactants include methylamine, ethylamine, butylamine, octylamine, laurylamine, octadecylamine (stearylamine), octadecenylamine, coconut amine, and ethyleneamine.
  • fatty acid amides used as raw materials for nonionic surfactants include octyl acid amide, lauric acid amide, palmitic acid amide, stearic acid amide, oleic acid amide, behenic acid amide, lignoceric acid amide, amides of fatty acids and diethanolamine, and amides of fatty acids and ethyleneamine.
  • nonionic surfactants include alkylene oxide adducts of monohydric alcohols, alkylene oxide adducts of castor oil and its derivatives, esters of alkylene oxide adducts of castor oil and its derivatives and fatty acids, partial esters of polyhydric alcohols having 3 to 6 carbon atoms and carboxylic acids, alkylene oxide adducts of fatty acid amides, and alkylene oxides of primary alkylamines.
  • alkylene oxide examples include isododecanol to which an alkylene oxide has been added, oleyl alcohol to which an alkylene oxide has been added, isotetradecanol to which an alkylene oxide has been added, hydrogenated castor oil to which an alkylene oxide has been added, a compound obtained by esterifying hydrogenated castor oil to which an alkylene oxide has been added with oleic acid, a compound obtained by crosslinking hydrogenated castor oil to which an alkylene oxide has been added with adipic acid and then esterifying it with stearic acid, glycerin dioleate, a diester of trimethylolpropane and isostearic acid, a compound obtained by esterifying sorbitol to a mixed fatty acid (palmitic acid, oleic acid, and linoleic acid), an alkylene oxide adduct of oleyl diethanolamide, an alkylene oxide adduct of laurylamine,
  • the lower limit of the content ratio of the total nonionic surfactant is preferably 20% by mass or more, more preferably 25% by mass or more, and may be 33% by mass or more, 35% by mass or more, 37% by mass or more, 43% by mass or more, 44% by mass or more, 45% by mass or more, 46% by mass or more, 53% by mass or more, 56% by mass or more, 62% by mass or more, or 66% by mass or more.
  • the upper limit of the content ratio of such nonionic surfactant is preferably 75% by mass or less, more preferably 70% by mass or less, and may be 67% by mass or less, 66% by mass or less, 62% by mass or less, 56% by mass or less, 53% by mass or less, 46% by mass or less, 45% by mass or less, 44% by mass or less, 43% by mass or less, 37% by mass or less, 35% by mass or less, or 33% by mass or less.
  • the range of the content ratio By specifying the range of the content ratio, the effect of the present invention can be further improved.
  • a range in which the above upper and lower limits are arbitrarily combined is also envisioned.
  • the treatment agent of the present embodiment may further contain an ionic surfactant.
  • the ionic surfactant include anionic surfactants, cationic surfactants, and amphoteric surfactants.
  • anionic surfactant known surfactants can be appropriately used.
  • anionic surfactants include (1) phosphate salts of aliphatic alcohols, such as lauryl phosphate salts, cetyl phosphate salts, isocetyl phosphate salts, octyl phosphate salts, oleyl phosphate salts, and stearyl phosphate salts; and (2) aliphatic alcohols, such as polyoxyethylene lauryl ether phosphate salts, polyoxyethylene oleyl ether phosphate salts, and polyoxyethylene stearyl ether phosphate salts, which are combined with at least one of ethylene oxide and propylene oxide.
  • aliphatic or aromatic sulfonates such as lauryl sulfonate, myristyl sulfonate, cetyl sulfonate, oleyl sulfonate, stearyl sulfonate, tetradecane sulfonate, dodecylbenzene sulfonate, secondary alkane sulfonate (having 13 to 15 carbon atoms), secondary alkane sulfonate (having 11 to 14 carbon atoms), and ⁇ -olefin sulfonate; (4) sulfates of aliphatic alcohols such as lauryl sulfate, oleyl sulfate, and stearyl sulfate.
  • sulfates of fatty alcohols to which at least one alkylene oxide selected from ethylene oxide and propylene oxide has been added such as polyoxyethylene lauryl ether sulfate, polyoxyalkylene (polyoxyethylene, polyoxypropylene) lauryl ether sulfate, and polyoxyethylene oleyl ether sulfate; (6) castor oil fatty acid sulfate, sesame oil fatty acid sulfate, tall oil fatty acid sulfate, soybean oil fatty acid sulfate, and rapeseed oil fatty acid sulfate.
  • sulfate salts of fats and oils such as sulfate salts of castor oil, sulfate salts of sesame oil, sulfate salts of tall oil, sulfate salts of soybean oil, sulfate salts of rapeseed oil, and sulfate salts of palm oil; (7) sulfate salts of fats and oils, such as sulfate salts of castor oil, sulfate salts of sesame oil, sulfate salts of tall oil, sulfate salts of soybean oil, sulfate salts of rapeseed oil, and sulfate salts of palm oil; (8) fatty acid salts, such as laurates, oleates, stearates, and 2-ethylhexanoates; (9) sulfosuccinate salts of fatty alcohols, such as di(2-ethylhexyl)sulfo
  • Examples of salts constituting the anionic surfactant include metal salts, ammonium salts, phosphonium salts, and organic amine salts.
  • Examples of the metal salt include alkali metal salts and alkaline earth metal salts. Specific examples of the alkali metal constituting the alkali metal salt include sodium, potassium, lithium, etc.
  • Examples of the alkaline earth metal constituting the alkaline earth metal salt include metals belonging to Group 2 elements, such as calcium, magnesium, beryllium, strontium, barium, etc.
  • phosphoniums constituting phosphonium salts include quaternary phosphoniums such as tetramethylphosphonium, tetraethylphosphonium, tetrabutylphosphonium, tetraoctylphosphonium, dibutyldihexylphosphonium, trihexyltetradecylphosphonium, triethyloctylphosphonium, trioctylmethylphosphonium, and triphenylmethylphosphonium.
  • quaternary phosphoniums such as tetramethylphosphonium, tetraethylphosphonium, tetrabutylphosphonium, tetraoctylphosphonium, dibutyldihexylphosphonium, trihexyltetradecylphosphonium, triethyloctylphosphonium, trioctylmethylphosphonium, and triphenylmethylphosphonium.
  • the amine constituting the organic amine salt may be a primary amine, a secondary amine, or a tertiary amine.
  • Specific examples of amines constituting the amine salt include, for example, (1) aliphatic amines such as methylamine, dimethylamine, trimethylamine, ethylamine, diethylamine, triethylamine, N-N-diisopropylethylamine, butylamine, dibutylamine, 2-methylbutylamine, tributylamine, octylamine, and dimethyllaurylamine; (2) aromatic amines or heterocyclic amines such as aniline, N-methylbenzylamine, pyridine, morpholine, piperazine, and derivatives thereof; (3) alkanolamines such as monoethanolamine, N-methylethanolamine, diethanolamine, triethanolamine, isopropanolamine, diisopropanolamine, triisopropanolamine, dibutylethanol
  • cationic surfactant Any known cationic surfactant can be used as appropriate.
  • Specific examples of cationic surfactants include lauryl trimethyl ammonium chloride, cetyl trimethyl ammonium chloride, stearyl trimethyl ammonium chloride, behenyl trimethyl ammonium chloride, didecyl dimethyl ammonium chloride, and 1,2-dimethyl imidazole.
  • amphoteric surfactant known surfactants can be appropriately used.
  • specific examples of the amphoteric surfactant include betaine-type amphoteric surfactants.
  • These ionic surfactants may be used alone as one type of ionic surfactant, or as a suitable combination of two or more types of ionic surfactants.
  • the lower limit of the content of the ionic surfactant in the treatment agent is preferably 1% by mass or more, more preferably 2% by mass or more, and may be 3% by mass or more or 4% by mass or more.
  • the upper limit of the content of the ionic surfactant is preferably 10% by mass or less, more preferably 5% by mass or less, and may be 4% by mass or less or 3% by mass or less.
  • the synthetic fiber of this embodiment has the treatment agent of the first embodiment attached thereto.
  • a treated synthetic fiber is provided that includes a synthetic fiber and a treatment agent attached thereto.
  • the form of the treatment agent when attached to the synthetic fiber may be a dilution liquid diluted with a dilution solvent, such as an organic solvent solution or an aqueous liquid. From the viewpoint of the adhesion of the treatment agent to the fiber and economic efficiency, it is preferable to use a hydrocarbon having a carbon number of 10 to 15 and/or water as the dilution solvent.
  • the mixing ratio of the treatment agent and the dilution solvent is preferably 99:1 to 10:90 (mass of treatment agent:mass of dilution solvent).
  • the dilution liquid such as an aqueous liquid is attached to the synthetic fiber in, for example, a spinning or drawing process.
  • the dilution solvent attached to the synthetic fiber may be evaporated by a drawing process or a drying process.
  • the effect of the invention can be further expected by using the synthetic fiber in a manufacturing facility or process that has a process of passing the synthetic fiber through a roller at 150°C or higher in the drawing or heat treatment process.
  • synthetic fibers to which the treatment agent of this embodiment is applied are not particularly limited, and include, for example, (1) polyester fibers such as polyethylene terephthalate (PET), polytrimethylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, polylactic acid, and composite fibers containing these polyester resins, (2) polyamide fibers such as nylon 6 and nylon 66, (3) polyacrylic fibers such as polyacrylic and modacrylic, and (4) polyolefin fibers such as polyethylene and polypropylene.
  • PET polyethylene terephthalate
  • polytrimethylene terephthalate polytrimethylene terephthalate
  • polybutylene terephthalate polyethylene naphthalate
  • polylactic acid and composite fibers containing these polyester resins
  • polyamide fibers such as nylon 6 and nylon 66
  • polyacrylic fibers such as polyacrylic and modacrylic
  • polyolefin fibers such as polyethylene and polypropylene.
  • the fineness of the synthetic fibers to be manufactured is preferably 150 decitex or more, more preferably 500 decitex or more, and even more preferably 1000 decitex or more.
  • the strength of the synthetic fibers to be manufactured is preferably 5.0 cN/dtex or more, more preferably 6.0 cN/dtex or more, and even more preferably 7.0 cN/dtex or more.
  • the ratio of the treatment agent applied to the synthetic fibers there is no particular limit to the ratio of the treatment agent applied to the synthetic fibers, but it is preferable to apply the treatment agent at a ratio of 0.1% to 5% by mass (not including solvents such as water) relative to the synthetic fibers. This configuration further improves the effects of the present invention.
  • the method of applying the treatment agent and known methods such as roller oiling, guide oiling using a metering pump, immersion oiling, and spray oiling can be used.
  • the use of the synthetic fibers is not particularly limited, but synthetic fibers used in industrial materials are preferred.
  • synthetic fibers used in the fields of automobiles, architecture, commerce, agriculture/fisheries, civil engineering, etc. such as fibers for airbags, seat belts, tire cords, carpets, tents, advertising fabrics, fishing nets, conveyor belts, and ropes, are more preferred.
  • the treatment agent of the above embodiment is composed of a blend of the above-mentioned smoothing agent and the above-mentioned nonionic surfactant. Therefore, it is possible to improve the rubber adhesion of the synthetic fiber to which the treatment agent for synthetic fibers is applied and to reduce scum. In particular, even if the synthetic fiber to which the treatment agent is applied is stored for a long period of time, it is possible to reduce scum on guides, etc.
  • Industrial fiber is often used for rubber adhesion, that is, by bonding it to rubber.
  • the rubber adhesion of fiber to which a treatment agent has been applied tends to increase with an increase in the number of unsaturated bonds in the treatment agent.
  • an increase in unsaturated bonds can also cause tar generation in processes where heat is applied.
  • the treatment agent changes on the synthetic fiber during storage after spinning, it can affect post-processing, such as causing scum adhesion to the guide, fluctuations in unwinding tension, and stickiness and stickiness of the fiber.
  • the configuration of the present invention described above makes it possible to achieve both spinning and post-processing performance.
  • the above embodiment may be modified as follows: The above embodiment and the following modifications may be combined with each other to the extent that no technical contradiction occurs.
  • the treatment agent of the above embodiment may further contain components that are typically used in treatment agents, such as stabilizers, antistatic agents, binders, UV absorbers, defoamers, preservatives, and rust inhibitors, other than those mentioned above, during or after production of the treatment agent, to maintain the quality of the treatment agent, within the scope of not impairing the effects of the present invention.
  • the treatment agent may be mixed with water in advance.
  • the mixing ratio of the treatment agent to the water is preferably 85:15 to 99.9:0.1.
  • Example 1 As shown in Table 1, the lubricating agent was 10 parts (%) of diisocetyl thiodipropionate (ES-1), 30 parts (%) of triester of trimethylolpropane and mixed acid (palm kernel fatty acid and vegetable oleic acid, mass ratio 4:6 mixture) (E-1), 20 parts (%) of rapeseed oil (E-2), 5 parts (%) of compound (A-1) shown in Table 3 below as a nonionic surfactant, 8 parts (%) of compound (B-1) shown in Table 4 below as a nonionic surfactant, 10 moles of ethylene oxide (hereinafter referred to as "EO”) and 10 moles of propylene oxide (hereinafter referred to as "PO”) randomly added to 1 mole of isododecanol (N-3),
  • the treatment agent of Example 1 contained 5 parts (%) of a compound (mass average molecular weight 7000) (N-7), 10 parts (%) of a compound obtained by
  • Examples 2 to 14, Comparative Examples 1 to 4 The treatment agents of Examples 2 to 14 and Comparative Examples 1 to 4 were prepared in the same manner as the treatment agent of Example 1 so as to contain the leveling agent, nonionic surfactant, and ionic surfactant in the proportions shown in Table 1.
  • the type and content of the smoothing agent, the type and content of the nonionic surfactant, and the type and content of the ionic surfactant are shown in the "Smoothing agent” column, the “Nonionic surfactant” column, and the “Ionic surfactant” column in Table 1, respectively.
  • the mass ratio of the nonionic surfactant compounds (A) and (B) is shown in the “Mass ratio (A)/(B)” column.
  • the total content of the nonionic surfactant compounds (A), (B), and (C) is taken as 100%, the total content of compounds (A) and (B) is shown in the "Mass ratio [(A)+(B)]/[(A)+(B)+(C)]" column.
  • Compound (B) Compounds (B-1) to (B-7) shown in Table 4 below were used as compounds (B) obtained by esterifying a polyhydric alcohol having a valence of 2 to 5 and a valence of 5, each having a (poly)oxyalkylene group, and a fatty acid (B1) including a monounsaturated fatty acid having one unsaturated bond.
  • the types of fatty acid (B1) and polyhydric alcohol used as raw materials for compound (B) and the charge ratio (molar ratio) of fatty acid (B1) and polyhydric alcohol are shown in the "Monounsaturated fatty acid (B1)" column, the "Polyhydric alcohol” column, and the "Reaction ratio” column in Table 4.
  • PEG400 indicates polyethylene glycol having a mass average molecular weight of 400
  • PEG600 indicates polyethylene glycol having a mass average molecular weight of 600
  • PEG1000 indicates polyethylene glycol having a mass average molecular weight of 1000.
  • Compound (C) Compounds (C-1) and (C-2) shown in Table 5 below were used as compounds (C) obtained by esterifying a divalent to pentavalent polyhydric alcohol having a (poly)oxyalkylene group and a fatty acid (C1) including a monovalent saturated fatty acid.
  • the types of fatty acid (C1) and polyhydric alcohol used as raw materials for compound (C) and the charge ratio (molar ratio) of fatty acid (C1) to polyhydric alcohol are shown in the "Monovalent saturated fatty acid (C1)” column, the "Polyhydric alcohol” column, and the “Reaction ratio” column of Table 5, respectively.
  • PEG400 indicates polyethylene glycol having a mass average molecular weight of 400
  • PEG600 indicates polyethylene glycol having a mass average molecular weight of 600.
  • N-1 10 moles of EO added to 1 mole of isododecanol.
  • N-2 10 moles of EO added to 1 mole of oleyl alcohol.
  • N-3 10 moles of EO and 10 moles of PO added randomly to 1 mole of isododecanol.
  • N-4 15 moles of PO added to 1 mole of isotetradecanol and 15 moles of EO added to the resulting mixture.
  • N-5 10 moles of EO added to 1 mole of hydrogenated castor oil.
  • N-6 A compound obtained by esterifying 15 moles of EO added to 1 mole of hydrogenated castor oil with 3 moles of oleic acid.
  • N-7 A compound obtained by crosslinking 15 moles of EO added to 1 mole of hydrogenated castor oil with adipic acid and esterifying with stearic acid (mass average molecular weight 7000).
  • N-8 Glycerin dioleate
  • N-9 Diester of trimethylolpropane and isostearic acid
  • N-10 Compound obtained by esterifying sorbitol and mixed fatty acid (palmitic acid, oleic acid, and linoleic acid in a mass ratio of 7/75/18) (reaction molar ratio 1:1)
  • N-11 8 moles of EO added to 1 mole of oleyldiethanolamide.
  • N-12 5 moles of EO added to 1 mole of laurylamine.
  • N-13 10 moles of EO added to 1 mole of stearylamine.
  • ⁇ Ionic surfactants> D-1: Sodium secondary alkane sulfonate (carbon number 11 to 14)
  • D-2 Di(2-ethylhexyl)sulfosuccinic acid sodium salt
  • D-3 ⁇ -olefin sulfonic acid sodium salt
  • D-4 2-ethylhexanoic acid potassium salt
  • D-5 phosphate ester-dibutylethanolamine salt of oleyl alcohol EO 5 mol adduct
  • the mass average molecular weight was measured by gel permeation chromatography using polystyrene as a standard substance.
  • Test category 2 Each of the treatment agents prepared as above was uniformly diluted with an organic solvent (a mixed solvent of hexane and ethanol) as a dilution solvent to obtain a 15% dilution solution.
  • the dilution solution was applied to oil-free polyethylene terephthalate fibers having 1670 decitex, 288 filaments, and an intrinsic viscosity of 0.93 in the spinning process by an oiling roller oiling method so that the amount applied was 5.0% as non-volatile content.
  • the dilution solvent was then dried to obtain a test yarn.
  • Two test yarns were twisted with 40 twists per 10 cm for the first twist and 40 twists per 10 cm for the second twist to form a twisted cord.
  • Adhesion evaluation criteria ⁇ (good): When the rubber is attached to such an extent that the reinforcing cord is not visible ⁇ (passable): When the rubber is attached to such an extent that the reinforcing cord is barely visible ⁇ (unacceptable): When the reinforcing cord is clearly visible
  • Test category 3 (scum) The test yarn obtained in test section 2 was stored at 60°C for 6 weeks, and then contacted with a ceramic guide for 5 minutes at an initial tension of 0.5 kg and a yarn speed of 50 m/min. The amount of scum adhering to the ceramic guide was visually observed and evaluated according to the following criteria. The results are shown in the "Scum" column in Table 2.
  • a synthetic fiber treatment agent containing a smoothing agent and a nonionic surfactant contains a complete ester compound of a polyhydric alcohol having a chain structure containing 3 to 6 carbon atoms and a monovalent fatty acid having 8 to 24 carbon atoms
  • the nonionic surfactant comprises a compound (A) obtained by esterifying a divalent to pentavalent polyhydric alcohol having a (poly)oxyalkylene group and a fatty acid (A1) containing at least one selected from a monounsaturated fatty acid having 12 to 22 carbon atoms and having two unsaturated bonds, and a monounsaturated fatty acid having 12 to 22 carbon atoms and having three unsaturated bonds, and a compound (B) obtained by esterifying a divalent to pentavalent polyhydric alcohol having a (poly)oxyalkylene group and a fatty acid (B1) containing a monounsaturated
  • a synthetic fiber treatment agent containing a smoothing agent and a nonionic surfactant comprises a complete ester compound of a polyhydric alcohol having a chain structure containing 3 to 6 carbon atoms and a monovalent fatty acid having 8 to 24 carbon atoms, and a sulfur-containing ester compound;
  • the nonionic surfactant comprises a compound (A) obtained by esterifying a divalent to pentavalent polyhydric alcohol having a (poly)oxyalkylene group and a fatty acid (A1) containing at least one selected from a monounsaturated fatty acid having 12 to 22 carbon atoms and two unsaturated bonds, and a monounsaturated fatty acid having 12 to 22 carbon atoms and three unsaturated bonds;
  • the synthetic fiber treating agent contains the completely esterified compound in an amount of 30% by mass or more and 70% by mass or less, and the compound (A) in an amount of 0.1% by mass or more and 22% by mass or less.
  • the nonionic surfactant further comprises a compound (C) obtained by esterifying a dihydric to pentahydric polyhydric alcohol having a (poly)oxyalkylene group with a fatty acid (C1) including a monohydric saturated fatty acid,

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Abstract

The present invention addresses the problem of providing a synthetic fiber treatment agent that can achieve both a scum reduction effect and an improvement in the rubber adhesiveness of synthetic fibers to which the synthetic fiber treatment agent has been applied. This synthetic fiber treatment agent includes a smoothing agent and a nonionic surfactant. The smoothing agent includes a complete ester compound of a polyvalent alcohol and a monovalent fatty acid. The nonionic surfactant includes a compound (A) resulting from the esterification of a polyvalent alcohol that has a (poly)oxyalkylene group and a valence of 2 to 5, and a fatty acid (A1) that includes a monovalent unsaturated fatty acid having two or more unsaturated bonds.

Description

合成繊維用処理剤及び合成繊維Treatment agent for synthetic fibers and synthetic fibers
 本発明は、合成繊維用処理剤が付与された合成繊維のゴム接着性を向上できるとともにスカムを低減できる合成繊維用処理剤及び該合成繊維用処理剤が付与された合成繊維に関する。 The present invention relates to a synthetic fiber treatment agent that can improve the rubber adhesion of synthetic fibers to which the synthetic fiber treatment agent is applied and reduce scum, and to synthetic fibers to which the synthetic fiber treatment agent is applied.
 合成繊維の紡糸延伸工程等において、平滑性、制電性等の向上の観点から、合成繊維の表面に合成繊維用処理剤を付着させる処理が行われることがある。
 従来、特許文献1に開示の合成繊維用処理剤が知られている。特許文献1は、アルケニル基を持つスルホン酸化合物、ヒドロキシアルキル基を持つスルホン酸化合物、及びスルホ基を有する炭化水素基を持つスルホン酸化合物を含有する合成繊維用処理剤について開示する。
2. Description of the Related Art In a synthetic fiber spinning and drawing process or the like, a treatment is sometimes carried out in which a synthetic fiber treating agent is applied to the surface of the synthetic fiber in order to improve smoothness, antistatic properties, and the like.
Conventionally, a synthetic fiber treating agent is known, as disclosed in Patent Document 1. Patent Document 1 discloses a synthetic fiber treating agent that contains a sulfonic acid compound having an alkenyl group, a sulfonic acid compound having a hydroxyalkyl group, and a sulfonic acid compound having a hydrocarbon group having a sulfo group.
特開2021-046647号公報JP 2021-046647 A
 しかし、従来の合成繊維用処理剤において、合成繊維用処理剤が付与された合成繊維のゴム接着性の向上とスカムの低減効果の両立が不十分であるという問題があった。 However, conventional synthetic fiber treatments have the problem that they are insufficient in both improving rubber adhesion and reducing scum on the synthetic fibers to which they are applied.
 本発明者らは、前記の課題を解決するべく研究した結果、合成繊維用処理剤において、所定の平滑剤及びノニオン界面活性剤を含有する構成が好適であることを見出した。
 上記課題を解決する各態様を記載する。
As a result of research aimed at solving the above problems, the present inventors have found that a treatment agent for synthetic fibers containing a predetermined smoothing agent and a nonionic surfactant is suitable.
Various aspects for solving the above problems will be described below.
 態様1の合成繊維用処理剤は、平滑剤、及びノニオン界面活性剤を含有し、前記平滑剤が、多価アルコールと1価脂肪酸との完全エステル化合物を含み、前記ノニオン界面活性剤が、(ポリ)オキシアルキレン基を有する2価以上5価以下の多価アルコールと、不飽和結合を2つ以上有する1価不飽和脂肪酸を含む脂肪酸(A1)と、をエステル化させた化合物(A)を含むことを特徴とする。 The synthetic fiber treatment agent of embodiment 1 contains a smoothing agent and a nonionic surfactant, the smoothing agent contains a complete ester compound of a polyhydric alcohol and a monovalent fatty acid, and the nonionic surfactant contains a compound (A) obtained by esterifying a polyhydric alcohol having a valence of 2 to 5 and a valence of 5, which has a (poly)oxyalkylene group, and a fatty acid (A1) containing a monounsaturated fatty acid having two or more unsaturated bonds.
 態様2は、態様1に記載の合成繊維用処理剤において、前記脂肪酸(A1)が、不飽和結合を2つ有する1価不飽和脂肪酸、及び不飽和結合を3つ有する1価不飽和脂肪酸から選ばれる少なくとも1つを含むものである。 Aspect 2 is the synthetic fiber treatment agent according to aspect 1, in which the fatty acid (A1) contains at least one selected from a monounsaturated fatty acid having two unsaturated bonds and a monounsaturated fatty acid having three unsaturated bonds.
 態様3は、態様1又は2に記載の合成繊維用処理剤において、前記合成繊維用処理剤中において、前記化合物(A)を0.1質量%以上20質量%以下の割合で含有する。
 態様4は、態様1~3のいずれか1態様に記載の合成繊維用処理剤において、前記ノニオン界面活性剤が、更に(ポリ)オキシアルキレン基を有する2価以上5価以下の多価アルコールと、不飽和結合を1つ有する1価不飽和脂肪酸を含む脂肪酸(B1)と、をエステル化させた化合物(B)を含む。
In a third aspect, in the agent for treating synthetic fibers according to the first or second aspect, the agent for treating synthetic fibers contains the compound (A) in an amount of 0.1% by mass or more and 20% by mass or less.
In a fourth aspect, in the treatment agent for synthetic fibers according to any one of the first to third aspects, the nonionic surfactant further comprises a compound (B) obtained by esterifying a divalent or more and pentavalent or less polyhydric alcohol having a (poly)oxyalkylene group and a fatty acid (B1) including a monounsaturated fatty acid having one unsaturated bond.
 態様5は、態様4に記載の合成繊維用処理剤において、前記合成繊維用処理剤中における前記化合物(A)、及び前記化合物(B)の質量比が、化合物(A)/化合物(B)=40/60~5/95である。 Aspect 5 is the synthetic fiber treatment agent according to aspect 4, in which the mass ratio of compound (A) to compound (B) in the synthetic fiber treatment agent is compound (A)/compound (B) = 40/60 to 5/95.
 態様6は、態様4又は5に記載の合成繊維用処理剤において、前記ノニオン界面活性剤が、更に(ポリ)オキシアルキレン基を有する2価以上5価以下の多価アルコールと、1価飽和脂肪酸を含む脂肪酸(C1)と、をエステル化させた化合物(C)を含み、前記化合物(A)、前記化合物(B)、及び前記化合物(C)の含有割合の合計を100質量%としたとき、前記化合物(A)、及び前記化合物(B)を合計で70質量%以上の割合で含有する。 Aspect 6 is a synthetic fiber treatment agent according to aspect 4 or 5, in which the nonionic surfactant further contains a compound (C) obtained by esterifying a divalent to pentavalent polyhydric alcohol having a (poly)oxyalkylene group and a fatty acid (C1) including a monovalent saturated fatty acid, and when the total content of the compounds (A), (B), and (C) is taken as 100% by mass, the compound (A) and the compound (B) are contained in a total amount of 70% by mass or more.
 態様7は、態様1~6のいずれか1態様に記載の合成繊維用処理剤において、前記平滑剤が、更に含硫黄エステル化合物を含む。
 態様8は、態様1~7のいずれか1態様に記載の合成繊維用処理剤において、更に、イオン界面活性剤を含有する。
In a seventh aspect, in the agent for treating synthetic fibers according to any one of the first to sixth aspects, the smoothing agent further comprises a sulfur-containing ester compound.
In an eighth aspect, the synthetic fiber treating agent according to any one of the first to seventh aspects further contains an ionic surfactant.
 態様9の合成繊維は、態様1~8のいずれか1態様に記載の合成繊維用処理剤が、付着していることを特徴とする。 The synthetic fiber of aspect 9 is characterized in that the synthetic fiber treatment agent described in any one of aspects 1 to 8 is attached to the synthetic fiber.
 本発明によれば、合成繊維用処理剤が付与された合成繊維のゴム接着性の向上とスカムの低減効果を両立できる。 The present invention makes it possible to improve the rubber adhesion of synthetic fibers treated with a synthetic fiber treatment agent while also reducing scum.
 <第1実施形態>
 以下、本発明の合成繊維用処理剤(以下、処理剤ともいう)を具体化した第1実施形態を説明する。本実施形態の処理剤は、所定の平滑剤及びノニオン界面活性剤を含有する。処理剤は、さらにイオン界面活性剤を含有してもよい。
First Embodiment
A first embodiment of the synthetic fiber treatment agent (hereinafter, also referred to as the treatment agent) of the present invention will be described below. The treatment agent of this embodiment contains a specified smoothing agent and a nonionic surfactant. The treatment agent may further contain an ionic surfactant.
 (平滑剤)
 本実施形態の処理剤に供される平滑剤は、多価アルコールと1価脂肪酸との完全エステル化合物を含んで構成される。完全エステル化合物は、好ましくは炭素数3以上6以下の鎖状構造を有する多価アルコールと炭素数8以上24以下の1価脂肪酸との完全エステル化合物である。
(Smoothing agent)
The smoothing agent used in the treatment agent of this embodiment is composed of a complete ester compound of a polyhydric alcohol and a monovalent fatty acid. The complete ester compound is preferably a complete ester compound of a polyhydric alcohol having a chain structure of 3 to 6 carbon atoms and a monovalent fatty acid having 8 to 24 carbon atoms.
 多価アルコールは、鎖状構造を有することが好ましく、鎖状構造は、直鎖状のものであっても、分岐鎖構造を有するものであってもよい。多価アルコールの具体例としては、例えばエチレングリコール、プロピレングリコール、1,3-プロパンジオール、1,2-ブタンジオール、1,3-ブタンジオール、1,4-ブタンジオール、2-メチル-1,2-プロパンジオール、1,5-ペンタンジオール、1,6-ヘキサンジオール、2,5-ヘキサンジオール、2-メチル-2,4-ペンタンジオール、2,3-ジメチル-2,3-ブタンジオール、グリセリン、ジグリセリン、2-メチル-2-ヒドロキシメチル-1,3-プロパンジオール、トリメチロールプロパン、ペンタエリスリトール、ソルビトール等が挙げられる。これらの中でも、グリセリン、トリメチロールプロパンが好ましい。 The polyhydric alcohol preferably has a chain structure, and the chain structure may be either linear or branched. Specific examples of polyhydric alcohols include ethylene glycol, propylene glycol, 1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 1,4-butanediol, 2-methyl-1,2-propanediol, 1,5-pentanediol, 1,6-hexanediol, 2,5-hexanediol, 2-methyl-2,4-pentanediol, 2,3-dimethyl-2,3-butanediol, glycerin, diglycerin, 2-methyl-2-hydroxymethyl-1,3-propanediol, trimethylolpropane, pentaerythritol, and sorbitol. Among these, glycerin and trimethylolpropane are preferred.
 1価脂肪酸としては、公知のものを適宜採用でき、飽和脂肪酸であっても、不飽和脂肪酸であってもよい。また、直鎖状のものであっても、分岐鎖構造を有するものであってもよい。 As the monovalent fatty acid, any known fatty acid can be used as appropriate, and it may be a saturated fatty acid or an unsaturated fatty acid. In addition, it may be a straight-chain fatty acid or one having a branched-chain structure.
 1価脂肪酸の具体例としては、例えば、(1)ギ酸、酢酸、プロピオン酸、酪酸、吉草酸、ヘキサン酸(カプロン酸)、オクタン酸(カプリル酸)、ノナン酸、デカン酸(カプリン酸)、ドデカン酸(ラウリン酸)、テトラデカン酸(ミリスチン酸)、ヘキサデカン酸(パルミチン酸)、オクタデカン酸(ステアリン酸)、エイコサン酸(アラキジン酸)、ドコサン酸(ベヘン酸)、テトラコサン酸等の直鎖の飽和脂肪酸、(2)2-エチルヘキサン酸、イソドデカン酸、イソトリデカン酸、イソテトラデカン酸、イソヘキサデカン酸、イソオクタデカン酸等の分岐の飽和脂肪酸、(3)クロトン酸、ミリストレイン酸、パルミトレイン酸、オレイン酸、バクセン酸、エイコセン酸、リノール酸、α-リノレン酸、γ-リノレン酸、アラキドン酸等の直鎖の不飽和脂肪酸、(4)リシノール酸等のヒドロキシ脂肪酸等が挙げられる。 Specific examples of monovalent fatty acids include, for example, (1) straight-chain saturated fatty acids such as formic acid, acetic acid, propionic acid, butyric acid, valeric acid, hexanoic acid (caproic acid), octanoic acid (caprylic acid), nonanoic acid, decanoic acid (capric acid), dodecanoic acid (lauric acid), tetradecanoic acid (myristic acid), hexadecanoic acid (palmitic acid), octadecanoic acid (stearic acid), eicosanoic acid (arachidic acid), docosanoic acid (behenic acid), and tetracosanoic acid. Fatty acids, (2) branched saturated fatty acids such as 2-ethylhexanoic acid, isododecanoic acid, isotridecanoic acid, isotetradecanoic acid, isohexadecanoic acid, and isooctadecanoic acid, (3) straight-chain unsaturated fatty acids such as crotonic acid, myristoleic acid, palmitoleic acid, oleic acid, vaccenic acid, eicosenoic acid, linoleic acid, α-linolenic acid, γ-linolenic acid, and arachidonic acid, and (4) hydroxy fatty acids such as ricinoleic acid.
 完全エステル化合物の具体例としては、例えばトリメチロールプロパンと混合酸(パーム核脂肪酸と植物系オレイン酸)のトリエステル等のトリメチロールプロパンと脂肪酸のトリエステル、グリセリンと混合酸(パーム核脂肪酸と植物系オレイン酸)のトリエステル等のグリセリンと脂肪酸のトリエステル、及びヤシ油、ナタネ油、菜種白絞油、ヒマワリ油、大豆油、ヒマシ油、ゴマ油、パーム油、魚油等の天然油脂等が挙げられる。 Specific examples of complete ester compounds include triesters of trimethylolpropane and fatty acids, such as triesters of trimethylolpropane and mixed acids (palm kernel fatty acids and vegetable oleic acid), triesters of glycerin and fatty acids, such as triesters of glycerin and mixed acids (palm kernel fatty acids and vegetable oleic acid), and natural fats and oils, such as coconut oil, rapeseed oil, rapeseed oil, sunflower oil, soybean oil, castor oil, sesame oil, palm oil, and fish oil.
 これらの完全エステル化合物は、1種を単独で使用してもよく、2種以上を組み合わせて使用してもよい。
 処理剤中において、多価アルコールと1価脂肪酸との完全エステル化合物の含有割合の下限は、好ましくは15質量%以上、より好ましくは20質量%以上であり、26質量%以上、30質量%以上、40質量%以上、50質量%以上、又は55質量%以上であってもよい。かかる多価アルコールと1価脂肪酸との完全エステル化合物の含有割合の上限は、好ましくは70質量%以下、より好ましくは60質量%以下であり、55質量%以下、50質量%以下、40質量%以下、又は30質量%以下であってもよい。かかる含有割合の範囲に規定することにより、本発明の効果をより向上できる。なお、上記の上限及び下限を任意に組み合わせた範囲も想定される。
These completely esterified compounds may be used alone or in combination of two or more.
In the treatment agent, the lower limit of the content ratio of the complete ester compound of polyhydric alcohol and monovalent fatty acid is preferably 15% by mass or more, more preferably 20% by mass or more, and may be 26% by mass or more, 30% by mass or more, 40% by mass or more, 50% by mass or more, or 55% by mass or more. The upper limit of the content ratio of the complete ester compound of such polyhydric alcohol and monovalent fatty acid is preferably 70% by mass or less, more preferably 60% by mass or less, and may be 55% by mass or less, 50% by mass or less, 40% by mass or less, or 30% by mass or less. By specifying the range of the content ratio, the effect of the present invention can be further improved. In addition, a range in which the above upper and lower limits are arbitrarily combined is also assumed.
 本実施形態の処理剤に供される平滑剤は、更に含硫黄エステル化合物を含むことが好ましい。平滑剤が、更に含硫黄エステル化合物を含むことにより、処理剤が付与された合成繊維についてガイド等に発生するスカムをより低減できる。 The smoothing agent used in the treatment agent of this embodiment preferably further contains a sulfur-containing ester compound. By including a sulfur-containing ester compound in the smoothing agent, it is possible to further reduce scum that occurs on guides, etc., for synthetic fibers to which the treatment agent is applied.
 含硫黄エステル化合物の具体例としては、例えばジオクチルチオジプロピオナート、ジイソラウリルチオジプロピオナート、ジラウリルチオジプロピオナート、ジイソセチルチオジプロピオナート、ジイソパルミチルチオジプロピオナート、ジイソテトラコシルチオジプロピオナート、ジイソステアリルチオジプロピオナート、ジオレイルチオジプロピオナート、オクチルチオジプロピオナート、イソラウリルチオジプロピオナート、ラウリルチオジプロピオナート、イソセチルチオジプロピオナート、イソステアリルチオジプロピオナート、オレイルチオジプロピオナート、オクチルメルカプトプロピオナート、ステアリルメルカプトプロピオナート、トリメチロールプロパントリス(メルカプトプロピオナート)等が挙げられる。これらの中でも、処理剤での相溶性の観点から、チオジプロピオン酸と分岐鎖構造を有するアルコール又は不飽和結合を有するアルコールとのエステル化合物が好ましい。 Specific examples of sulfur-containing ester compounds include dioctyl thiodipropionate, diisolauryl thiodipropionate, dilauryl thiodipropionate, diisocetyl thiodipropionate, diisopalmityl thiodipropionate, diisotetracosyl thiodipropionate, diisostearyl thiodipropionate, dioleyl thiodipropionate, octyl thiodipropionate, isolauryl thiodipropionate, lauryl thiodipropionate, isocetyl thiodipropionate, isostearyl thiodipropionate, oleyl thiodipropionate, octyl mercaptopropionate, stearyl mercaptopropionate, trimethylolpropane tris(mercaptopropionate), etc. Among these, from the viewpoint of compatibility in the treatment agent, ester compounds of thiodipropionic acid and an alcohol having a branched chain structure or an alcohol having an unsaturated bond are preferred.
 これらの含硫黄エステル化合物は、1種を単独で使用してもよく、2種以上を組み合わせて使用してもよい。
 処理剤中において、含硫黄エステル化合物の含有割合の下限は、好ましくは0.5質量%以上、より好ましくは1質量%以上であり、2質量%以上、3質量%以上、5質量%以上、10質量%以上、又は15質量%以上であってもよい。かかる含硫黄エステル化合物の含有割合の上限は、好ましくは30質量%以下、より好ましくは25質量%以下であり、20質量%以下、15質量%以下、10質量%以下、5質量%以下、又は3質量%以下であってもよい。かかる含有割合の範囲に規定することにより、本発明の効果、特に処理剤が付与された合成繊維についてガイド等に発生するスカムをより低減できる。なお、上記の上限及び下限を任意に組み合わせた範囲も想定される。
These sulfur-containing ester compounds may be used alone or in combination of two or more.
In the treatment agent, the lower limit of the content of the sulfur-containing ester compound is preferably 0.5% by mass or more, more preferably 1% by mass or more, and may be 2% by mass or more, 3% by mass or more, 5% by mass or more, 10% by mass or more, or 15% by mass or more. The upper limit of the content of such a sulfur-containing ester compound is preferably 30% by mass or less, more preferably 25% by mass or less, and may be 20% by mass or less, 15% by mass or less, 10% by mass or less, 5% by mass or less, or 3% by mass or less. By specifying the content ratio within such a range, the effect of the present invention, particularly the scum generated on the guide, etc., for the synthetic fiber to which the treatment agent is applied can be further reduced. Note that a range in which the above upper and lower limits are arbitrarily combined is also envisioned.
 本実施形態の処理剤に供される平滑剤は、上記以外のその他のエステル化合物を含有してもよい。その他のエステル化合物の具体例としては、例えば(1)オクチルパルミタート、オレイルラウラート、オレイルオレアート、イソトリデシルステアラート、イソテトラコシルオレアート、イソステアリルエルシナート等の、脂肪族モノアルコールと脂肪族モノカルボン酸とのエステル化合物、(2)ジイソステアリルアジパート、ジオレイルアジパート、ジオレイルアゼラート等の、脂肪族モノアルコールと脂肪族多価カルボン酸との完全エステル化合物、(3)ベンジルオレアート、ベンジルラウラート等の、芳香族モノアルコールと脂肪族モノカルボン酸とのエステル化合物、(4)ビスフェノールAジラウラート等の、芳香族多価アルコールと脂肪族モノカルボン酸との完全エステル化合物、(5)ビス2-エチルヘキシルフタラート、ジイソステアリルイソフタラート、トリオクチルトリメリタート等の、脂肪族モノアルコールと芳香族多価カルボン酸との完全エステル化合物等が挙げられる。 The smoothing agent used in the treatment agent of this embodiment may contain other ester compounds in addition to those mentioned above. Specific examples of other ester compounds include (1) ester compounds of aliphatic monoalcohols and aliphatic monocarboxylic acids, such as octyl palmitate, oleyl laurate, oleyl oleate, isotridecyl stearate, isotetracosyl oleate, and isostearyl erucinate; (2) complete ester compounds of aliphatic monoalcohols and aliphatic polycarboxylic acids, such as diisostearyl adipate, dioleyl adipate, and dioleyl azelate; (3) ester compounds of aromatic monoalcohols and aliphatic monocarboxylic acids, such as benzyl oleate and benzyl laurate; (4) complete ester compounds of aromatic polyhydric alcohols and aliphatic monocarboxylic acids, such as bisphenol A dilaurate; and (5) complete ester compounds of aliphatic monoalcohols and aromatic polycarboxylic acids, such as bis 2-ethylhexyl phthalate, diisostearyl isophthalate, and trioctyl trimellitate.
 これらのその他のエステル化合物は、1種を単独で使用してもよく、2種以上を組み合わせて使用してもよい。
 平滑剤としては、上記エステル化合物以外に鉱物油(動粘度が40℃で5mm/s以上のもの)等を使用してもよい。鉱物油としては、例えば芳香族系炭化水素、パラフィン系炭化水素、ナフテン系炭化水素等が挙げられる。より具体的には、例えばスピンドル油、流動パラフィン等が挙げられる。これらの鉱物油は、市販品を適宜採用することができる。
These other ester compounds may be used alone or in combination of two or more.
As the lubricant, in addition to the above ester compounds, mineral oils (having a kinetic viscosity of 5 mm2 /s or more at 40°C) may be used. Examples of mineral oils include aromatic hydrocarbons, paraffinic hydrocarbons, naphthenic hydrocarbons, etc. More specifically, examples of such mineral oils include spindle oil and liquid paraffin. Commercially available products of these mineral oils can be appropriately adopted.
 これらの鉱物油は、1種を単独で使用してもよく、2種以上を組み合わせて使用してもよい。
 処理剤中において、平滑剤の含有割合の下限は、好ましくは20質量%以上、より好ましくは30質量%以上であり、35質量%以上、40質量%以上、45質量%以上、52質量%以上、53質量%以上、60質量%以上、又は65質量%以上であってもよい。かかる平滑剤の含有割合の上限は、好ましくは80質量%以下、より好ましくは75質量%以下であり、70質量%以下、65質量%以下、60質量%以下、53質量%以下、52質量%以下、45質量%以下、40質量%以下、又は35質量%以下であってもよい。かかる含有割合の範囲に規定することにより、繊維に平滑性を付与しながら、本発明の効果をより向上できる。なお、上記の上限及び下限を任意に組み合わせた範囲も想定される。
These mineral oils may be used alone or in combination of two or more.
In the treatment agent, the lower limit of the content of the smoothing agent is preferably 20% by mass or more, more preferably 30% by mass or more, and may be 35% by mass or more, 40% by mass or more, 45% by mass or more, 52% by mass or more, 53% by mass or more, 60% by mass or more, or 65% by mass or more. The upper limit of the content of the smoothing agent is preferably 80% by mass or less, more preferably 75% by mass or less, and may be 70% by mass or less, 65% by mass or less, 60% by mass or less, 53% by mass or less, 52% by mass or less, 45% by mass or less, 40% by mass or less, or 35% by mass or less. By specifying the range of the content ratio as such, the effect of the present invention can be further improved while imparting smoothness to the fiber. It is to be noted that a range in which the above upper and lower limits are arbitrarily combined is also envisaged.
 (ノニオン界面活性剤)
 本実施形態の処理剤に供されるノニオン界面活性剤は、(ポリ)オキシアルキレン基を有する2価以上5価以下の多価アルコールと、不飽和結合を2つ以上有する1価不飽和脂肪酸を含む脂肪酸(A1)と、をエステル化させた化合物(A)を含む。
(Nonionic surfactant)
The nonionic surfactant used in the treatment agent of this embodiment contains a compound (A) obtained by esterifying a divalent or greater and pentavalent or less polyhydric alcohol having a (poly)oxyalkylene group and a fatty acid (A1) including a monounsaturated fatty acid having two or more unsaturated bonds.
 2価以上5価以下の多価アルコールの具体例としては、例えばエチレングリコール、プロピレングリコール、1,3-プロパンジオール、1,2-ブタンジオール、1,3-ブタンジオール、1,4-ブタンジオール、2-メチル-1,2-プロパンジオール、1,5-ペンタンジオール、1,6-ヘキサンジオール、2,5-ヘキサンジオール、2-メチル-2,4-ペンタンジオール、2,3-ジメチル-2,3-ブタンジオール、グリセリン、ジグリセリン、トリグリセリン、2-メチル-2-ヒドロキシメチル-1,3-プロパンジオール、トリメチロールプロパン、ペンタエリスリトール、ソルビタン、イソソルバイド等が挙げられる。これらの中でも、処理剤の安定性の観点から、グリセリン、ソルビタン、ポリエチレングリコール、イソソルバイドが好ましい。 Specific examples of polyhydric alcohols having a valence of 2 to 5 include ethylene glycol, propylene glycol, 1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 1,4-butanediol, 2-methyl-1,2-propanediol, 1,5-pentanediol, 1,6-hexanediol, 2,5-hexanediol, 2-methyl-2,4-pentanediol, 2,3-dimethyl-2,3-butanediol, glycerin, diglycerin, triglycerin, 2-methyl-2-hydroxymethyl-1,3-propanediol, trimethylolpropane, pentaerythritol, sorbitan, and isosorbide. Among these, glycerin, sorbitan, polyethylene glycol, and isosorbide are preferred from the viewpoint of the stability of the treatment agent.
 (ポリ)オキシアルキレン基を形成する原料として用いられるアルキレンオキサイドとしては、炭素数2以上4以下のアルキレンオキサイドが好ましい。アルキレンオキサイドの具体例としては、例えばエチレンオキサイド、プロピレンオキサイド、ブチレンオキサイド等が挙げられる。アルキレンオキサイドの付加モル数は、適宜設定されるが、好ましくは0.1モル以上250モル以下、より好ましくは1モル以上200モル以下、さらに好ましくは2モル以上150モル以下、特に好ましくは3モル以上40モル以下である。上記の上限及び下限を任意に組み合わせた範囲も想定される。なお、アルキレンオキサイドの付加モル数は、仕込み原料中における付加対象化合物1モルに対するアルキレンオキサイドのモル数を示す。アルキレンオキサイドは、一種類のアルキレンオキサイドを単独で使用してもよいし、又は二種以上のアルキレンオキサイドを適宜組み合わせて使用してもよい。アルキレンオキサイドが二種類以上適用される場合、それらの付加形態は、ブロック付加、ランダム付加、及びブロック付加とランダム付加の組み合わせのいずれでもよく、特に制限はない。 As the alkylene oxide used as a raw material for forming the (poly)oxyalkylene group, an alkylene oxide having 2 to 4 carbon atoms is preferred. Specific examples of alkylene oxide include ethylene oxide, propylene oxide, butylene oxide, etc. The number of moles of alkylene oxide added is appropriately set, but is preferably 0.1 to 250 moles, more preferably 1 to 200 moles, even more preferably 2 to 150 moles, and particularly preferably 3 to 40 moles. Any combination of the above upper and lower limits is also possible. The number of moles of alkylene oxide added indicates the number of moles of alkylene oxide per mole of the compound to be added in the raw material. As the alkylene oxide, one type of alkylene oxide may be used alone, or two or more types of alkylene oxides may be used in appropriate combination. When two or more types of alkylene oxide are used, the addition form may be any of block addition, random addition, and a combination of block addition and random addition, and is not particularly limited.
 不飽和結合を2つ以上有する1価不飽和脂肪酸の具体例としては、例えば(1)リノール酸、エイコサジエン酸、ドコサジエン酸等の不飽和結合を2つ有する1価不飽和脂肪酸、(2)α-リノレン酸、γ-リノレン酸、エイコサトリエン酸等の不飽和結合を3つ有する1価不飽和脂肪酸、(3)ステアリドン酸、アラキドン酸、エイコサテトラエン酸等の不飽和結合を4つ有する1価不飽和脂肪酸、(4)エイコサペンタエン酸、テトラコサペンタエン酸等の不飽和結合を5つ有する1価不飽和脂肪酸、(5)ドコサヘキサエン酸等の不飽和結合を6つ有する1価不飽和脂肪酸等が挙げられる。これらの中でも炭素数12以上22以下の1価不飽和脂肪酸が好ましい。 Specific examples of monounsaturated fatty acids having two or more unsaturated bonds include (1) monounsaturated fatty acids having two unsaturated bonds, such as linoleic acid, eicosadienoic acid, and docosadienoic acid; (2) monounsaturated fatty acids having three unsaturated bonds, such as α-linolenic acid, γ-linolenic acid, and eicosatrienoic acid; (3) monounsaturated fatty acids having four unsaturated bonds, such as stearidonic acid, arachidonic acid, and eicosatetraenoic acid; (4) monounsaturated fatty acids having five unsaturated bonds, such as eicosapentaenoic acid and tetracosapentaenoic acid; and (5) monounsaturated fatty acids having six unsaturated bonds, such as docosahexaenoic acid. Among these, monounsaturated fatty acids having 12 to 22 carbon atoms are preferred.
 脂肪酸(A1)は、不飽和結合を2つ有する1価不飽和脂肪酸、及び不飽和結合を3つ有する1価不飽和脂肪酸から選ばれる少なくとも1つを含むことが好ましい。かかる1価不飽和脂肪酸を適用することにより、本発明の効果をより向上できる。 The fatty acid (A1) preferably contains at least one selected from a monounsaturated fatty acid having two unsaturated bonds and a monounsaturated fatty acid having three unsaturated bonds. By using such a monounsaturated fatty acid, the effects of the present invention can be further improved.
 化合物(A)は、(ポリ)オキシアルキレン基を有する2価以上5価以下の多価アルコールと、脂肪酸(A1)と、を所定の仕込み比で混合し、加熱等の条件下でエステル化することにより得られる。また、2価以上5価以下の多価アルコールと脂肪酸(A1)のエステル化合物にアルキレンオキサイドを反応させ、エステル結合部分に(ポリ)オキシアルキレン基を挿入させることにより得てもよい。エステル化反応における(ポリ)オキシアルキレン基を有する2価以上5価以下の多価アルコールと、脂肪酸(A1)との仕込み比(モル比)は、適宜設定される。 Compound (A) can be obtained by mixing a divalent to pentavalent polyhydric alcohol having a (poly)oxyalkylene group with a fatty acid (A1) in a predetermined mixing ratio and esterifying the mixture under conditions such as heating. Alternatively, compound (A) can be obtained by reacting an ester compound of a divalent to pentavalent polyhydric alcohol and a fatty acid (A1) with an alkylene oxide to insert a (poly)oxyalkylene group into the ester bond. The mixing ratio (molar ratio) of the divalent to pentavalent polyhydric alcohol having a (poly)oxyalkylene group and the fatty acid (A1) in the esterification reaction is appropriately set.
 化合物(A)の具体例としては、例えば混合脂肪酸(リノール酸とオレイン酸の混合物)とポリエチレングリコールとのエステル、リノール酸とポリエチレングリコールとのエステル、リノール酸とグリセリンのアルキレンオキサイド付加物とのエステル、リノール酸とソルビタンのアルキレンオキサイド付加物とのエステル、リノール酸とイソソルバイドのアルキレンオキサイド付加物とのエステル、リノレン酸とポリエチレングリコールとのエステル、リノレン酸とソルビタンのアルキレンオキサイド付加物とのエステル等が挙げられる。 Specific examples of compound (A) include esters of mixed fatty acids (a mixture of linoleic acid and oleic acid) and polyethylene glycol, esters of linoleic acid and polyethylene glycol, esters of linoleic acid and an alkylene oxide adduct of glycerin, esters of linoleic acid and an alkylene oxide adduct of sorbitan, esters of linoleic acid and an alkylene oxide adduct of isosorbide, esters of linolenic acid and polyethylene glycol, esters of linolenic acid and an alkylene oxide adduct of sorbitan, etc.
 これらの化合物(A)は、1種を単独で使用してもよく、2種以上を組み合わせて使用してもよい。
 処理剤中において、化合物(A)の含有割合の下限は、好ましくは0.1質量%以上、より好ましくは1質量%以上、さらに好ましくは2質量%以上であり、3質量%以上、5質量%以上、10質量%以上、又は12質量%以上であってもよい。化合物(A)の含有割合が0.1質量%以上の場合、処理剤が付与された合成繊維のゴム接着性をより向上できる。かかる化合物(A)の含有割合の上限は、好ましくは20質量%以下、より好ましくは15質量%以下であり、22質量%以下、12質量%以下、10質量%以下、5質量%以下、又は3質量%以下であってもよい。化合物(A)の含有割合が20質量%以下の場合、処理剤が付与された合成繊維についてガイド等に発生するスカムをより低減できる。なお、上記の上限及び下限を任意に組み合わせた範囲も想定される。
These compounds (A) may be used alone or in combination of two or more.
In the treatment agent, the lower limit of the content of the compound (A) is preferably 0.1% by mass or more, more preferably 1% by mass or more, and even more preferably 2% by mass or more, and may be 3% by mass or more, 5% by mass or more, 10% by mass or more, or 12% by mass or more. When the content of the compound (A) is 0.1% by mass or more, the rubber adhesion of the synthetic fiber to which the treatment agent is applied can be further improved. The upper limit of the content of the compound (A) is preferably 20% by mass or less, more preferably 15% by mass or less, and may be 22% by mass or less, 12% by mass or less, 10% by mass or less, 5% by mass or less, or 3% by mass or less. When the content of the compound (A) is 20% by mass or less, the scum generated on the guide, etc. of the synthetic fiber to which the treatment agent is applied can be further reduced. In addition, a range in which the above upper and lower limits are arbitrarily combined is also assumed.
 本実施形態の処理剤に供されるノニオン界面活性剤は、更に(ポリ)オキシアルキレン基を有する2価以上5価以下の多価アルコールと、不飽和結合を1つ有する1価不飽和脂肪酸を含む脂肪酸(B1)と、をエステル化させた化合物(B)を含むことが好ましい。ノニオン界面活性剤が化合物(B)を更に含むことにより、処理剤が付与された合成繊維のゴム接着性の向上とスカムの低減効果を両立できる。 The nonionic surfactant used in the treatment agent of this embodiment preferably further contains a compound (B) obtained by esterifying a polyhydric alcohol having a valence of 2 to 5 and a valence of 5, which has a (poly)oxyalkylene group, with a fatty acid (B1) including a monounsaturated fatty acid having one unsaturated bond. By further containing compound (B), the nonionic surfactant can achieve both improved rubber adhesion of the synthetic fiber to which the treatment agent is applied and a reduction in scum.
 (ポリ)オキシアルキレン基を有する2価以上5価以下の多価アルコールの具体例は、上述した化合物(A)の原料として説明した多価アルコールの具体例に同じである。また、好ましい多価アルコールも化合物(A)の場合と同じである。 Specific examples of polyhydric alcohols having a valence of 2 to 5 and having a (poly)oxyalkylene group are the same as the specific examples of polyhydric alcohols described above as the raw material for compound (A). In addition, preferred polyhydric alcohols are also the same as those for compound (A).
 (ポリ)オキシアルキレン基を形成する原料として用いられるアルキレンオキサイドの具体例は、上述した化合物(A)の原料として説明したアルキレンオキサイドの具体例に同じである。 Specific examples of alkylene oxides used as raw materials for forming the (poly)oxyalkylene group are the same as the specific examples of alkylene oxides described above as raw materials for compound (A).
 不飽和結合を1つ有する1価不飽和脂肪酸の具体例としては、例えばクロトン酸、ミリストレイン酸、パルミトレイン酸、オレイン酸、バクセン酸、エイコセン酸、エルカ酸等が挙げられる。これらの中でも炭素数12以上22以下の1価不飽和脂肪酸が好ましい。なお、脂肪酸(B1)には、不飽和結合を2つ以上有する1価不飽和脂肪酸は含まれないものとする。 Specific examples of monounsaturated fatty acids with one unsaturated bond include crotonic acid, myristoleic acid, palmitoleic acid, oleic acid, vaccenic acid, eicosenoic acid, and erucic acid. Among these, monounsaturated fatty acids with 12 to 22 carbon atoms are preferred. Note that fatty acid (B1) does not include monounsaturated fatty acids with two or more unsaturated bonds.
 化合物(B)は、(ポリ)オキシアルキレン基を有する2価以上5価以下の多価アルコールと、脂肪酸(B1)と、を所定の仕込み比で混合し、加熱等の条件下でエステル化することにより得られる。また、2価以上5価以下の多価アルコールと脂肪酸(B1)のエステル化合物にアルキレンオキサイドを反応させ、エステル結合部分に(ポリ)オキシアルキレン基を挿入させることにより得てもよい。エステル化反応における(ポリ)オキシアルキレン基を有する2価以上5価以下の多価アルコールと、脂肪酸(B1)との仕込み比(モル比)は、適宜設定される。 Compound (B) can be obtained by mixing a divalent to pentavalent polyhydric alcohol having a (poly)oxyalkylene group with a fatty acid (B1) in a predetermined mixing ratio and esterifying the mixture under conditions such as heating. Alternatively, compound (B) can be obtained by reacting an ester compound of a divalent to pentavalent polyhydric alcohol and a fatty acid (B1) with an alkylene oxide to insert a (poly)oxyalkylene group into the ester bond. The mixing ratio (molar ratio) of the divalent to pentavalent polyhydric alcohol having a (poly)oxyalkylene group and the fatty acid (B1) in the esterification reaction is appropriately set.
 化合物(B)の具体例としては、例えばオレイン酸とポリエチレングリコールとのエステル、オレイン酸とソルビタンのアルキレンオキサイド付加物とのエステル、パルミトレイン酸とポリエチレングリコールとのエステル、エルカ酸とポリエチレングリコールとのをエステル等が挙げられる。 Specific examples of compound (B) include esters of oleic acid and polyethylene glycol, esters of oleic acid and an alkylene oxide adduct of sorbitan, esters of palmitoleic acid and polyethylene glycol, and esters of erucic acid and polyethylene glycol.
 これらの化合物(B)は、1種を単独で使用してもよく、2種以上を組み合わせて使用してもよい。
 処理剤中において、化合物(B)の含有割合の下限は、好ましくは3質量%以上、より好ましくは5質量%以上であり、8質量%以上、12質量%以上、15質量%以上、16質量%以上、又は20質量%以上であってもよい。かかる化合物(B)の含有割合の上限は、好ましくは40質量%以下、より好ましくは35質量%以下であり、34質量%以下、20質量%以下、16質量%以下、15質量%以下、12質量%以下、又は8質量%以下であってもよい。かかる含有割合の範囲に規定することにより、本発明の効果、特に処理剤が付与された合成繊維のゴム接着性の向上とスカムの低減効果を両立できる。なお、上記の上限及び下限を任意に組み合わせた範囲も想定される。
These compounds (B) may be used alone or in combination of two or more.
In the treatment agent, the lower limit of the content of the compound (B) is preferably 3% by mass or more, more preferably 5% by mass or more, and may be 8% by mass or more, 12% by mass or more, 15% by mass or more, 16% by mass or more, or 20% by mass or more. The upper limit of the content of the compound (B) is preferably 40% by mass or less, more preferably 35% by mass or less, and may be 34% by mass or less, 20% by mass or less, 16% by mass or less, 15% by mass or less, 12% by mass or less, or 8% by mass or less. By specifying the content ratio within such a range, the effects of the present invention, particularly the improvement of rubber adhesion of the synthetic fiber to which the treatment agent is applied and the effect of reducing scum, can be achieved at the same time. Note that a range in which the above upper and lower limits are arbitrarily combined is also envisioned.
 処理剤中において、上述した化合物(A)と化合物(B)の質量比は、化合物(A)/化合物(B)=50/50~5/95であることが好ましく、40/60~5/95であることがより好ましい。かかる範囲に規定することにより、本発明の効果、特に処理剤が付与された合成繊維のゴム接着性の向上とスカムの低減効果を両立できる。また、この化合物(A)と化合物(B)の質量比は、9/91以上、13/87以上、17/83以上、25/75以上、29/71以上、33/67以上、38/62以上、又は39/61以上であってもよく、あるいは、50/50以下、39/61以下、38/62以下、33/67以下、29/71以下、25/75以下、17/83以下、又は13/87以下であってもよい。 In the treatment agent, the mass ratio of the above-mentioned compound (A) to compound (B) is preferably compound (A)/compound (B) = 50/50 to 5/95, and more preferably 40/60 to 5/95. By specifying it within such a range, the effects of the present invention, in particular the improvement of rubber adhesion of the synthetic fiber to which the treatment agent is applied, and the effect of reducing scum can be achieved at the same time. In addition, the mass ratio of this compound (A) to compound (B) may be 9/91 or more, 13/87 or more, 17/83 or more, 25/75 or more, 29/71 or more, 33/67 or more, 38/62 or more, or 39/61 or more, or may be 50/50 or less, 39/61 or less, 38/62 or less, 33/67 or less, 29/71 or less, 25/75 or less, 17/83 or less, or 13/87 or less.
 処理剤中において、上述した化合物(A)と化合物(B)の含有割合の合計は、好ましくは10質量%以上40質量%以下である。かかる範囲に規定することにより、本発明の効果、特に処理剤が付与された合成繊維のゴム接着性の向上とスカムの低減効果を両立できる。 In the treatment agent, the total content of the above-mentioned compound (A) and compound (B) is preferably 10% by mass or more and 40% by mass or less. By specifying this range, the effects of the present invention, in particular the improvement of rubber adhesion of the synthetic fiber to which the treatment agent is applied and the effect of reducing scum, can be achieved at the same time.
 本実施形態の処理剤に供されるノニオン界面活性剤は、更に(ポリ)オキシアルキレン基を有する2価以上5価以下の多価アルコールと、1価飽和脂肪酸を含む脂肪酸(C1)と、をエステル化させた化合物(C)を含んでもよい。 The nonionic surfactant used in the treatment agent of this embodiment may further contain a compound (C) obtained by esterifying a polyhydric alcohol having a valence of 2 to 5 and a valence of 5, and having a (poly)oxyalkylene group, with a fatty acid (C1) including a monovalent saturated fatty acid.
 (ポリ)オキシアルキレン基を有する2価以上5価以下の多価アルコールの具体例は、上述した化合物(A)の原料として説明した多価アルコールの具体例に同じである。また、好ましい多価アルコールも化合物(A)の場合と同じである。 Specific examples of polyhydric alcohols having a valence of 2 to 5 and having a (poly)oxyalkylene group are the same as the specific examples of polyhydric alcohols described above as the raw material for compound (A). In addition, preferred polyhydric alcohols are also the same as those for compound (A).
 (ポリ)オキシアルキレン基を形成する原料として用いられるアルキレンオキサイドの具体例は、上述した化合物(A)の原料として説明したアルキレンオキサイドの具体例に同じである。 Specific examples of alkylene oxides used as raw materials for forming the (poly)oxyalkylene group are the same as the specific examples of alkylene oxides described above as raw materials for compound (A).
 1価飽和脂肪酸の具体例としては、例えばギ酸、酢酸、プロピオン酸、酪酸、吉草酸、ヘキサン酸(カプロン酸)、オクチル酸(2-エチルヘキサン酸)、オクタン酸(カプリル酸)、ノナン酸、デカン酸(カプリン酸)、ドデカン酸(ラウリン酸)、テトラデカン酸(ミリスチン酸)、ヘキサデカン酸(パルミチン酸)、オクタデカン酸(ステアリン酸)、エイコサン酸(アラキジン酸)、ドコサン酸(ベヘン酸)、テトラコサン酸等が挙げられる。これらの中でも炭素数12以上22以下の1価飽和脂肪酸が好ましい。なお、脂肪酸(C1)には、1価不飽和脂肪酸は含まれないものとする。 Specific examples of monosaturated fatty acids include formic acid, acetic acid, propionic acid, butyric acid, valeric acid, hexanoic acid (caproic acid), octylic acid (2-ethylhexanoic acid), octanoic acid (caprylic acid), nonanoic acid, decanoic acid (capric acid), dodecanoic acid (lauric acid), tetradecanoic acid (myristic acid), hexadecanoic acid (palmitic acid), octadecanoic acid (stearic acid), eicosanoic acid (arachidic acid), docosanoic acid (behenic acid), and tetracosanoic acid. Among these, monosaturated fatty acids with 12 to 22 carbon atoms are preferred. Note that fatty acids (C1) do not include monounsaturated fatty acids.
 化合物(C)は、(ポリ)オキシアルキレン基を有する2価以上5価以下の多価アルコールと、脂肪酸(C1)と、を所定の仕込み比で混合し、加熱等の条件下でエステル化することにより得られる。また、2価以上5価以下の多価アルコールと脂肪酸(C1)のエステル化合物にアルキレンオキサイドを反応させ、エステル結合部分に(ポリ)オキシアルキレン基を挿入させることにより得てもよい。エステル化反応における(ポリ)オキシアルキレン基を有する2価以上5価以下の多価アルコールと、脂肪酸(C1)との仕込み比(モル比)は、適宜設定される。 Compound (C) can be obtained by mixing a divalent to pentavalent polyhydric alcohol having a (poly)oxyalkylene group with a fatty acid (C1) in a predetermined mixing ratio and esterifying the mixture under conditions such as heating. Alternatively, compound (C) can be obtained by reacting an ester compound of a divalent to pentavalent polyhydric alcohol and a fatty acid (C1) with an alkylene oxide to insert a (poly)oxyalkylene group into the ester bond. The mixing ratio (molar ratio) of the divalent to pentavalent polyhydric alcohol having a (poly)oxyalkylene group and the fatty acid (C1) in the esterification reaction is appropriately set.
 化合物(C)の具体例としては、例えば混合脂肪酸(パルミチン酸とステアリン酸の混合物)とポリエチレングリコールとのエステル、混合脂肪酸(ラウリン酸とミリスチン酸とパルミチン酸の混合物)とポリエチレングリコールとのエステル等が挙げられる。 Specific examples of compound (C) include esters of mixed fatty acids (a mixture of palmitic acid and stearic acid) and polyethylene glycol, and esters of mixed fatty acids (a mixture of lauric acid, myristic acid, and palmitic acid) and polyethylene glycol.
 これらの化合物(C)は、1種を単独で使用してもよく、2種以上を組み合わせて使用してもよい。
 処理剤中において、化合物(C)の含有割合の下限は、好ましくは0.1質量%以上、より好ましくは1質量%以上であり、2質量%以上又は5質量%以上であってもよい。かかる化合物(C)の含有割合の上限は、好ましくは20質量%以下、より好ましくは15質量%以下であり、14質量%以下又は5質量%以下であってもよい。化合物(C)の含有割合がかかる範囲に規定されることにより、本発明の効果をより向上できる。なお、上記の上限及び下限を任意に組み合わせた範囲も想定される。
These compounds (C) may be used alone or in combination of two or more.
In the treatment agent, the lower limit of the content of the compound (C) is preferably 0.1% by mass or more, more preferably 1% by mass or more, and may be 2% by mass or more or 5% by mass or more. The upper limit of the content of the compound (C) is preferably 20% by mass or less, more preferably 15% by mass or less, and may be 14% by mass or less or 5% by mass or less. By defining the content of the compound (C) in this range, the effect of the present invention can be further improved. In addition, a range in which the above upper and lower limits are arbitrarily combined is also envisioned.
 また、処理剤中において、前記化合物(A)、前記化合物(B)、及び前記化合物(C)の含有割合の合計を100質量%としたとき、前記化合物(A)、及び前記化合物(B)を合計で好ましくは50質量%以上、より好ましくは70質量%以上の割合で含有する。かかる範囲に規定されることにより、処理剤が付与された合成繊維のゴム接着性の向上とスカムの低減効果を両立できる。化合物(A)と化合物(B)と化合物(C)の含有量の合計を100質量%としたとき、化合物(A)と化合物(B)の含有量の合計は、65質量%以上、81質量%以上、82質量%以上、86質量%以上、又は90質量%以上であってもよい。 In addition, when the total content of the compounds (A), (B), and (C) in the treatment agent is taken as 100% by mass, the total content of the compounds (A) and (B) is preferably 50% by mass or more, more preferably 70% by mass or more. By being specified within such a range, it is possible to achieve both an improvement in rubber adhesion of the synthetic fiber to which the treatment agent is applied and an effect of reducing scum. When the total content of the compounds (A), (B), and (C) is taken as 100% by mass, the total content of the compounds (A) and (B) may be 65% by mass or more, 81% by mass or more, 82% by mass or more, 86% by mass or more, or 90% by mass or more.
 本実施形態の処理剤は、更に上述した化合物(A)~(C)以外のその他のノニオン界面活性剤を含有してもよい。
 その他のノニオン界面活性剤としては、例えばアルコール類又はカルボン酸類にアルキレンオキサイドを付加させた(ポリ)オキシアルキレン構造を有する化合物、カルボン酸類と多価アルコールとのエステル化合物にアルキレンオキサイドを付加させた(ポリ)オキシアルキレン構造を有するエーテル・エステル化合物、アミン化合物として例えば一級有機アミンにアルキレンオキサイドを付加させた(ポリ)オキシアルキレン構造を有する化合物、カルボン酸類と多価アルコール等との部分エステル化合物、アミン化合物とカルボン酸類とを縮合させたアミド化合物、脂肪酸アミド類にアルキレンオキサイドを付加させた(ポリ)オキシアルキレン構造を有する化合物等が挙げられる。
The treatment agent of this embodiment may further contain a nonionic surfactant other than the above-mentioned compounds (A) to (C).
Other nonionic surfactants include, for example, compounds having a (poly)oxyalkylene structure in which alkylene oxides are added to alcohols or carboxylic acids, ether/ester compounds having a (poly)oxyalkylene structure in which alkylene oxides are added to ester compounds of carboxylic acids and polyhydric alcohols, amine compounds such as compounds having a (poly)oxyalkylene structure in which alkylene oxides are added to primary organic amines, partial ester compounds of carboxylic acids and polyhydric alcohols, amide compounds in which amine compounds are condensed with carboxylic acids, and compounds having a (poly)oxyalkylene structure in which alkylene oxides are added to fatty acid amides.
 ノニオン界面活性剤の原料として用いられるアルコール類の具体例としては、例えば、(1)メタノール、エタノール、プロパノール、ブタノール、ペンタノール、ヘキサノール、オクタノール、ノナノール、デカノール、ウンデカノール、ドデカノール、トリデカノール、テトラデカノール、ペンタデカノール、ヘキサデカノール、ヘプタデカノール、オクタデカノール、ノナデカノール、エイコサノール、ヘンエイコサノール、ドコサノール、トリコサノール、テトラコサノール、ペンタコサノール、ヘキサコサノール、ヘプタコサノール、オクタコサノール、ノナコサノール、トリアコンタノール等の直鎖アルキルアルコール、(2)イソプロパノール、イソブタノール、イソヘキサノール、2-エチルヘキサノール、イソノナノール、イソデカノール、イソドデカノール、イソトリデカノール、イソテトラデカノール、イソペンタデカノール、イソヘキサデカノール、イソヘプタデカノール、イソオクタデカノール、イソノナデカノール、イソエイコサノール、イソヘンエイコサノール、イソドコサノール、イソトリコサノール、イソテトラコサノール、イソペンタコサノール、イソヘキサコサノール、イソヘプタコサノール、イソオクタコサノール、イソノナコサノール、イソトリアコンタノール等の分岐アルキルアルコール、(3)テトラデセノール、ヘキサデセノール、ヘプタデセノール、オクタデセノール、ノナデセノール等の直鎖アルケニルアルコール、(4)イソヘキサデセノール、イソオクタデセノール等の分岐アルケニルアルコール、(5)シクロペンタノール、シクロヘキサノール等の環状アルキルアルコール、(6)フェノール、ノニルフェノール、ベンジルアルコール、モノスチレン化フェノール、ジスチレン化フェノール、トリスチレン化フェノール等の芳香族系アルコール等が挙げられる。 Specific examples of alcohols used as raw materials for nonionic surfactants include, for example, (1) straight-chain alkyl alcohols such as methanol, ethanol, propanol, butanol, pentanol, hexanol, octanol, nonanol, decanol, undecanol, dodecanol, tridecanol, tetradecanol, pentadecanol, hexadecanol, heptadecanol, octadecanol, nonadecanol, eicosanol, heneicosanol, docosanol, tricosanol, tetracosanol, pentacosanol, hexacosanol, heptacosanol, octacosanol, nonacosanol, and triacontanol; (2) isopropanol, isobutanol, isohexanol, 2-ethylhexanol, isononanol, isodecanol, isododecanol, isotridecanol, isotetradecanol, isopentadecanol, and isohexa. Branched alkyl alcohols such as decanol, isoheptadecanol, isooctadecanol, isonadecanol, isoeicosanol, isoheneicosanol, isodocosanol, isotricosanol, isotetracosanol, isopentacosanol, isohexacosanol, isoheptacosanol, isooctacosanol, isononacosanol, and isotriacontanol; (3) linear alkenyl alcohols such as tetradecenol, hexadecenol, heptadecenol, octadecenol, and nonadecenol; (4) branched alkenyl alcohols such as isohexadecenol and isooctadecenol; (5) cyclic alkyl alcohols such as cyclopentanol and cyclohexanol; and (6) aromatic alcohols such as phenol, nonylphenol, benzyl alcohol, monostyrenated phenol, distyrenated phenol, and tristyrenated phenol.
 ノニオン界面活性剤の原料として用いられるカルボン酸類の具体例としては、例えば、(1)オクチル酸、ノナン酸、デカン酸、ウンデカン酸、ドデカン酸、トリデカン酸、テトラデカン酸、ペンタデカン酸、ヘキサデカン酸、ヘプタデカン酸、オクタデカン酸、ノナデカン酸、エイコサン酸、ヘンエイコサン酸、ドコサン酸等の直鎖アルキルカルボン酸、(2)2-エチルヘキサン酸、イソドデカン酸、イソトリデカン酸、イソテトラデカン酸、イソヘキサデカン酸、イソオクタデカン酸等の分岐アルキルカルボン酸、(3)オクタデセン酸、オクタデカジエン酸、オクタデカトリエン酸等の直鎖アルケニルカルボン酸、(4)安息香酸等の芳香族系カルボン酸、(5)乳酸、クエン酸、リシノール酸等のヒドロキシカルボン酸、(6)アジピン酸、セバシン酸、トリカルバリル等の多価カルボン酸等が挙げられる。 Specific examples of carboxylic acids used as raw materials for nonionic surfactants include (1) linear alkyl carboxylic acids such as octylic acid, nonanoic acid, decanoic acid, undecanoic acid, dodecanoic acid, tridecanoic acid, tetradecanoic acid, pentadecanoic acid, hexadecanoic acid, heptadecanoic acid, octadecanoic acid, nonadecanoic acid, eicosanoic acid, heneicosanoic acid, and docosanoic acid; (2) branched alkyl carboxylic acids such as 2-ethylhexanoic acid, isododecanoic acid, isotridecanoic acid, isotetradecanoic acid, isohexadecanoic acid, and isooctadecanoic acid; (3) linear alkenyl carboxylic acids such as octadecenoic acid, octadecadienoic acid, and octadecatrienoic acid; (4) aromatic carboxylic acids such as benzoic acid; (5) hydroxycarboxylic acids such as lactic acid, citric acid, and ricinoleic acid; and (6) polyvalent carboxylic acids such as adipic acid, sebacic acid, and tricarbaryl.
 ノニオン界面活性剤の(ポリ)オキシアルキレン構造を形成する原料として用いられるアルキレンオキサイドの具体例は、上述した化合物(A)の原料として説明したアルキレンオキサイドの具体例に同じである。 Specific examples of alkylene oxides used as raw materials to form the (poly)oxyalkylene structure of the nonionic surfactant are the same as the specific examples of alkylene oxides described above as raw materials for compound (A).
 ノニオン界面活性剤の原料として用いられる多価アルコールの具体例としては、上述した化合物(A)の原料として説明した多価アルコールに加えて、ショ糖、ソルビトール、ポリグリセリン等が例示される。 Specific examples of polyhydric alcohols used as raw materials for nonionic surfactants include sucrose, sorbitol, polyglycerin, etc., in addition to the polyhydric alcohols described above as raw materials for compound (A).
 ノニオン界面活性剤の原料として用いられるアミン化合物の具体例として、例えばメチルアミン、エチルアミン、ブチルアミン、オクチルアミン、ラウリルアミン、オクタデシルアミン(ステアリルアミン)、オクタデセニルアミン、ヤシアミン、エチレンアミン等が挙げられる。 Specific examples of amine compounds used as raw materials for nonionic surfactants include methylamine, ethylamine, butylamine, octylamine, laurylamine, octadecylamine (stearylamine), octadecenylamine, coconut amine, and ethyleneamine.
 ノニオン界面活性剤の原料として用いられる脂肪酸アミドの具体例としては、例えばオクチル酸アミド、ラウリン酸アミド、パルミチン酸アミド、ステアリン酸アミド、オレイン酸アミド、ベヘン酸アミド、リグノセリン酸アミド、脂肪酸とジエタノールアミンとのアミド、脂肪酸とエチレンアミンとのアミド等が挙げられる。 Specific examples of fatty acid amides used as raw materials for nonionic surfactants include octyl acid amide, lauric acid amide, palmitic acid amide, stearic acid amide, oleic acid amide, behenic acid amide, lignoceric acid amide, amides of fatty acids and diethanolamine, and amides of fatty acids and ethyleneamine.
 ノニオン界面活性剤の具体例としては、例えば1価アルコールのアルキレンオキサイド付加物、ひまし油及びその誘導体のアルキレンオキサイド付加物、ひまし油及びその誘導体のアルキレンオキサイド付加物と脂肪酸のエステル化物、炭素数3以上6以下の多価アルコールとカルボン酸の部分エステル、脂肪酸アミドのアルキレンオキサイド付加物、一級アルキルアミンのアルキレンオキサイドが挙げられる。さらに、具体的にはイソドデカノールに対しアルキレンオキサイド付加したもの、オレイルアルコールに対しアルキレンオキサイド付加したもの、イソテトラデカノールに対しアルキレンオキサイド付加したもの、硬化ひまし油に対しアルキレンオキサイド付加したもの、硬化ひまし油に対しアルキレンオキサイド付加したものをオレイン酸でエステル化した化合物、硬化ひまし油に対しアルキレンオキサイド付加したものをアジピン酸で架橋し、さらにステアリン酸でエステル化した化合物、グリセリンジオレアート、トリメチロールプロパンとイソステアリン酸のジエステル、ソルビトールと混合脂肪酸(パルミチン酸とオレイン酸とリノール酸)をエステル化させた化合物、オレイルジエタノールアミドのアルキレンオキサイド付加物、ラウリルアミンのアルキレンオキサイド付加物、ステアリルアミンのアルキレンオキサイド付加物等が挙げられる。 Specific examples of nonionic surfactants include alkylene oxide adducts of monohydric alcohols, alkylene oxide adducts of castor oil and its derivatives, esters of alkylene oxide adducts of castor oil and its derivatives and fatty acids, partial esters of polyhydric alcohols having 3 to 6 carbon atoms and carboxylic acids, alkylene oxide adducts of fatty acid amides, and alkylene oxides of primary alkylamines. Specific examples of the alkylene oxide include isododecanol to which an alkylene oxide has been added, oleyl alcohol to which an alkylene oxide has been added, isotetradecanol to which an alkylene oxide has been added, hydrogenated castor oil to which an alkylene oxide has been added, a compound obtained by esterifying hydrogenated castor oil to which an alkylene oxide has been added with oleic acid, a compound obtained by crosslinking hydrogenated castor oil to which an alkylene oxide has been added with adipic acid and then esterifying it with stearic acid, glycerin dioleate, a diester of trimethylolpropane and isostearic acid, a compound obtained by esterifying sorbitol to a mixed fatty acid (palmitic acid, oleic acid, and linoleic acid), an alkylene oxide adduct of oleyl diethanolamide, an alkylene oxide adduct of laurylamine, and an alkylene oxide adduct of stearylamine.
 これらのその他のノニオン界面活性剤は、一種類を単独で使用してもよいし、又は二種以上を適宜組み合わせて使用してもよい。
 処理剤中において、全ノニオン界面活性剤の含有割合の下限は、好ましくは20質量%以上、より好ましくは25質量%以上であり、33質量%以上、35質量%以上、37質量%以上、43質量%以上、44質量%以上、45質量%以上、46質量%以上、53質量%以上、56質量%以上、62質量%以上、又は66質量%以上であってもよい。かかるノニオン界面活性剤の含有割合の上限は、好ましくは75質量%以下、より好ましくは70質量%以下であり、67質量%以下、66質量%以下、62質量%以下、56質量%以下、53質量%以下、46質量%以下、45質量%以下、44質量%以下、43質量%以下、37質量%以下、35質量%以下、又は33質量%以下であってもよい。かかる含有割合の範囲に規定することにより、本発明の効果をより向上できる。なお、上記の上限及び下限を任意に組み合わせた範囲も想定される。
These other nonionic surfactants may be used alone or in appropriate combination of two or more kinds.
In the treatment agent, the lower limit of the content ratio of the total nonionic surfactant is preferably 20% by mass or more, more preferably 25% by mass or more, and may be 33% by mass or more, 35% by mass or more, 37% by mass or more, 43% by mass or more, 44% by mass or more, 45% by mass or more, 46% by mass or more, 53% by mass or more, 56% by mass or more, 62% by mass or more, or 66% by mass or more. The upper limit of the content ratio of such nonionic surfactant is preferably 75% by mass or less, more preferably 70% by mass or less, and may be 67% by mass or less, 66% by mass or less, 62% by mass or less, 56% by mass or less, 53% by mass or less, 46% by mass or less, 45% by mass or less, 44% by mass or less, 43% by mass or less, 37% by mass or less, 35% by mass or less, or 33% by mass or less. By specifying the range of the content ratio, the effect of the present invention can be further improved. In addition, a range in which the above upper and lower limits are arbitrarily combined is also envisioned.
 (イオン界面活性剤)
 本実施形態の処理剤には、更にイオン界面活性剤を配合してもよい。イオン界面活性剤としては、アニオン界面活性剤、カチオン界面活性剤、両性界面活性剤が挙げられる。
(Ionic Surfactant)
The treatment agent of the present embodiment may further contain an ionic surfactant. Examples of the ionic surfactant include anionic surfactants, cationic surfactants, and amphoteric surfactants.
 アニオン界面活性剤としては、公知のものを適宜採用できる。アニオン界面活性剤の具体例としては、例えば(1)ラウリルリン酸エステル塩、セチルリン酸エステル塩、イソセチルリン酸エステル塩、オクチルリン酸エステル塩、オレイルリン酸エステル塩、ステアリルリン酸エステル塩等の脂肪族アルコールのリン酸エステル塩、(2)ポリオキシエチレンラウリルエーテルリン酸エステル塩、ポリオキシエチレンオレイルエーテルリン酸エステル塩、ポリオキシエチレンステアリルエーテルリン酸エステル塩等の脂肪族アルコールにエチレンオキサイド及びプロピレンオキサイドから選ばれる少なくとも一種のアルキレンオキサイドを付加したもののリン酸エステル塩、(3)ラウリルスルホン酸塩、ミリスチルスルホン酸塩、セチルスルホン酸塩、オレイルスルホン酸塩、ステアリルスルホン酸塩、テトラデカンスルホン酸塩、ドデシルベンゼンスルホン酸塩、二級アルカンスルホン酸(炭素数13~15)塩、二級アルカンスルホン酸塩(炭素数11~14)、α-オレフィンスルホン酸塩等の脂肪族スルホン酸塩又は芳香族スルホン酸塩、(4)ラウリル硫酸エステル塩、オレイル硫酸エステル塩、ステアリル硫酸エステル塩等の脂肪族アルコールの硫酸エステル塩、(5)ポリオキシエチレンラウリルエーテル硫酸エステル塩、ポリオキシアルキレン(ポリオキシエチレン、ポリオキシプロピレン)ラウリルエーテル硫酸エステル塩、ポリオキシエチレンオレイルエーテル硫酸エステル塩等の脂肪族アルコールにエチレンオキサイド及びプロピレンオキサイドから選ばれる少なくとも一種のアルキレンオキサイドを付加したものの硫酸エステル塩、(6)ひまし油脂肪酸硫酸エステル塩、ごま油脂肪酸硫酸エステル塩、トール油脂肪酸硫酸エステル塩、大豆油脂肪酸硫酸エステル塩、なたね油脂肪酸硫酸エステル塩、パーム油脂肪酸硫酸エステル塩等の脂肪酸の硫酸エステル塩、(7)ひまし油の硫酸エステル塩、ごま油の硫酸エステル塩、トール油の硫酸エステル塩、大豆油の硫酸エステル塩、菜種油の硫酸エステル塩、パーム油の硫酸エステル塩等の油脂の硫酸エステル塩、(8)ラウリン酸塩、オレイン酸塩、ステアリン酸塩、2-エチルヘキサン酸塩等の脂肪酸塩、(9)ジ(2-エチルヘキシル)スルホコハク酸塩等の脂肪族アルコールのスルホコハク酸エステル塩、(10)オレオイルサルコシン塩等のN-アシルサルコシン塩等が挙げられる。 As the anionic surfactant, known surfactants can be appropriately used. Specific examples of anionic surfactants include (1) phosphate salts of aliphatic alcohols, such as lauryl phosphate salts, cetyl phosphate salts, isocetyl phosphate salts, octyl phosphate salts, oleyl phosphate salts, and stearyl phosphate salts; and (2) aliphatic alcohols, such as polyoxyethylene lauryl ether phosphate salts, polyoxyethylene oleyl ether phosphate salts, and polyoxyethylene stearyl ether phosphate salts, which are combined with at least one of ethylene oxide and propylene oxide. (3) aliphatic or aromatic sulfonates such as lauryl sulfonate, myristyl sulfonate, cetyl sulfonate, oleyl sulfonate, stearyl sulfonate, tetradecane sulfonate, dodecylbenzene sulfonate, secondary alkane sulfonate (having 13 to 15 carbon atoms), secondary alkane sulfonate (having 11 to 14 carbon atoms), and α-olefin sulfonate; (4) sulfates of aliphatic alcohols such as lauryl sulfate, oleyl sulfate, and stearyl sulfate. (5) sulfates of fatty alcohols to which at least one alkylene oxide selected from ethylene oxide and propylene oxide has been added, such as polyoxyethylene lauryl ether sulfate, polyoxyalkylene (polyoxyethylene, polyoxypropylene) lauryl ether sulfate, and polyoxyethylene oleyl ether sulfate; (6) castor oil fatty acid sulfate, sesame oil fatty acid sulfate, tall oil fatty acid sulfate, soybean oil fatty acid sulfate, and rapeseed oil fatty acid sulfate. (6) sulfate salts of fats and oils, such as sulfate salts of castor oil, sulfate salts of sesame oil, sulfate salts of tall oil, sulfate salts of soybean oil, sulfate salts of rapeseed oil, and sulfate salts of palm oil; (7) sulfate salts of fats and oils, such as sulfate salts of castor oil, sulfate salts of sesame oil, sulfate salts of tall oil, sulfate salts of soybean oil, sulfate salts of rapeseed oil, and sulfate salts of palm oil; (8) fatty acid salts, such as laurates, oleates, stearates, and 2-ethylhexanoates; (9) sulfosuccinate salts of fatty alcohols, such as di(2-ethylhexyl)sulfosuccinate; and (10) N-acyl sarcosine salts, such as oleoyl sarcosine salt.
 アニオン界面活性剤を構成する塩としては、金属塩、アンモニウム塩、ホスホニウム塩、有機アミン塩等が挙げられる。
 金属塩としては、例えばアルカリ金属塩、アルカリ土類金属塩が挙げられる。アルカリ金属塩を構成するアルカリ金属の具体例としては、例えばナトリウム、カリウム、リチウム等が挙げられる。アルカリ土類金属塩を構成するアルカリ土類金属としては、第2族元素に該当する金属、例えばカルシウム、マグネシウム、ベリリウム、ストロンチウム、バリウム等が挙げられる。
Examples of salts constituting the anionic surfactant include metal salts, ammonium salts, phosphonium salts, and organic amine salts.
Examples of the metal salt include alkali metal salts and alkaline earth metal salts. Specific examples of the alkali metal constituting the alkali metal salt include sodium, potassium, lithium, etc. Examples of the alkaline earth metal constituting the alkaline earth metal salt include metals belonging to Group 2 elements, such as calcium, magnesium, beryllium, strontium, barium, etc.
 ホスホニウム塩を構成するホスホニウムの具体例としては、例えばテトラメチルホスホニウム、テトラエチルホスホニウム、テトラブチルホスホニウム、テトラオクチルホスホニウム、ジブチルジヘキシルホスホニウム、トリヘキシルテトラデシルホスホニウム、トリエチルオクチルホスホニウム、トリオクチルメチルホスホニウム、トリフェニルメチルホスホニウム等の四級ホスホニウムが挙げられる。 Specific examples of phosphoniums constituting phosphonium salts include quaternary phosphoniums such as tetramethylphosphonium, tetraethylphosphonium, tetrabutylphosphonium, tetraoctylphosphonium, dibutyldihexylphosphonium, trihexyltetradecylphosphonium, triethyloctylphosphonium, trioctylmethylphosphonium, and triphenylmethylphosphonium.
 有機アミン塩を構成するアミンは、一級アミン、二級アミン、及び三級アミンのいずれであってもよい。アミン塩を構成するアミンの具体例としては、例えば、(1)メチルアミン、ジメチルアミン、トリメチルアミン、エチルアミン、ジエチルアミン、トリエチルアミン、N-N-ジイソプロピルエチルアミン、ブチルアミン、ジブチルアミン、2-メチルブチルアミン、トリブチルアミン、オクチルアミン、ジメチルラウリルアミン等の脂肪族アミン、(2)アニリン、N-メチルベンジルアミン、ピリジン、モルホリン、ピペラジン、これらの誘導体等の芳香族アミン類又は複素環アミン、(3)モノエタノールアミン、N-メチルエタノールアミン、ジエタノールアミン、トリエタノールアミン、イソプロパノールアミン、ジイソプロパノールアミン、トリイソプロパノールアミン、ジブチルエタノールアミン、ブチルジエタノールアミン、オクチルジエタノールアミン、ラウリルジエタノールアミン等のアルカノールアミン、(4)N-メチルベンジルアミン等のアリールアミン、(5)ポリオキシエチレンラウリルアミノエーテル、ポリオキシエチレンステリルアミノエーテル等のポリオキシアルキレンアルキルアミノエーテル等が挙げられる。 The amine constituting the organic amine salt may be a primary amine, a secondary amine, or a tertiary amine. Specific examples of amines constituting the amine salt include, for example, (1) aliphatic amines such as methylamine, dimethylamine, trimethylamine, ethylamine, diethylamine, triethylamine, N-N-diisopropylethylamine, butylamine, dibutylamine, 2-methylbutylamine, tributylamine, octylamine, and dimethyllaurylamine; (2) aromatic amines or heterocyclic amines such as aniline, N-methylbenzylamine, pyridine, morpholine, piperazine, and derivatives thereof; (3) alkanolamines such as monoethanolamine, N-methylethanolamine, diethanolamine, triethanolamine, isopropanolamine, diisopropanolamine, triisopropanolamine, dibutylethanolamine, butyldiethanolamine, octyldiethanolamine, and lauryldiethanolamine; (4) arylamines such as N-methylbenzylamine; and (5) polyoxyalkylene alkylamino ethers such as polyoxyethylene lauryl amino ether and polyoxyethylene steryl amino ether.
 カチオン界面活性剤としては、公知のものを適宜採用できる。カチオン界面活性剤の具体例としては、例えばラウリルトリメチルアンモニウムクロライド、セチルトリメチルアンモニウムクロライド、ステアリルトリメチルアンモニウムクロライド、ベヘニルトリメチルアンモニウムクロライド、ジデシルジメチルアンモニウムクロライド、1,2-ジメチルイミダゾール等が挙げられる。  Any known cationic surfactant can be used as appropriate. Specific examples of cationic surfactants include lauryl trimethyl ammonium chloride, cetyl trimethyl ammonium chloride, stearyl trimethyl ammonium chloride, behenyl trimethyl ammonium chloride, didecyl dimethyl ammonium chloride, and 1,2-dimethyl imidazole.
 両性界面活性剤としては、公知のものを適宜採用できる。両性界面活性剤の具体例としては、例えばベタイン型両性界面活性剤等が挙げられる。
 これらのイオン界面活性剤は、一種類のイオン界面活性剤を単独で使用してもよいし、又は二種以上のイオン界面活性剤を適宜組み合わせて使用してもよい。
As the amphoteric surfactant, known surfactants can be appropriately used. Specific examples of the amphoteric surfactant include betaine-type amphoteric surfactants.
These ionic surfactants may be used alone as one type of ionic surfactant, or as a suitable combination of two or more types of ionic surfactants.
 処理剤中において、イオン界面活性剤の含有割合の下限は、好ましくは1質量%以上、より好ましくは2質量%以上であり、3質量%以上又は4質量%以上であってもよい。かかるイオン界面活性剤の含有割合の上限は、好ましくは10質量%以下、より好ましくは5質量%以下であり、4質量%以下又は3質量%以下であってもよい。かかる含有割合の範囲に規定することにより、本発明の効果をより向上できる。なお、上記の上限及び下限を任意に組み合わせた範囲も想定される。 The lower limit of the content of the ionic surfactant in the treatment agent is preferably 1% by mass or more, more preferably 2% by mass or more, and may be 3% by mass or more or 4% by mass or more. The upper limit of the content of the ionic surfactant is preferably 10% by mass or less, more preferably 5% by mass or less, and may be 4% by mass or less or 3% by mass or less. By specifying the content within such a range, the effect of the present invention can be further improved. Note that ranges that combine the above upper and lower limits in any way are also envisioned.
 <第2実施形態>
 次に、本発明による合成繊維を具体化した第2実施形態を説明する。本実施形態の合成繊維には、第1実施形態の処理剤が付着している。本実施形態によれば、合成繊維とそれに付着した処理剤とを備える処理済み合成繊維が提供される。処理剤を合成繊維に付着させる際の処理剤の形態は、希釈溶媒で希釈した希釈液、例えば有機溶媒溶液、水性液等であってもよい。希釈溶媒には、処理剤の繊維への付着性と経済性の観点から炭素数10以上15以下の炭化水素及び/又は水を使用することが好ましい。処理剤と希釈溶媒の混合割合は、処理剤の質量:希釈溶媒の質量=99:1~10:90であることが好ましい。水性液等の希釈液を、例えば紡糸又は延伸工程等において合成繊維に付着させられる。合成繊維に付着した希釈液は、延伸工程、乾燥工程により希釈溶媒を蒸発させてもよい。延伸もしくは熱処理工程において、150℃以上のローラーを通過させる工程を有する製造設備、工程での使用により、発明の効果がより期待できる。
Second Embodiment
Next, a second embodiment of the synthetic fiber according to the present invention will be described. The synthetic fiber of this embodiment has the treatment agent of the first embodiment attached thereto. According to this embodiment, a treated synthetic fiber is provided that includes a synthetic fiber and a treatment agent attached thereto. The form of the treatment agent when attached to the synthetic fiber may be a dilution liquid diluted with a dilution solvent, such as an organic solvent solution or an aqueous liquid. From the viewpoint of the adhesion of the treatment agent to the fiber and economic efficiency, it is preferable to use a hydrocarbon having a carbon number of 10 to 15 and/or water as the dilution solvent. The mixing ratio of the treatment agent and the dilution solvent is preferably 99:1 to 10:90 (mass of treatment agent:mass of dilution solvent). The dilution liquid such as an aqueous liquid is attached to the synthetic fiber in, for example, a spinning or drawing process. The dilution solvent attached to the synthetic fiber may be evaporated by a drawing process or a drying process. The effect of the invention can be further expected by using the synthetic fiber in a manufacturing facility or process that has a process of passing the synthetic fiber through a roller at 150°C or higher in the drawing or heat treatment process.
 本実施形態の処理剤が付与される合成繊維の具体例としては、特に制限はなく、例えば(1)ポリエチレンテレフタラート(PET)、ポリトリメチレンテレフタラート、ポリブチレンテレフタラート、ポリエチレンナフタラート、ポリ乳酸、これらのポリエステル系樹脂を含有して成る複合繊維等のポリエステル系繊維、(2)ナイロン6、ナイロン66等のポリアミド系繊維、(3)ポリアクリル、モダアクリル等のポリアクリル系繊維、(4)ポリエチレン、ポリプロピレン等のポリオレフィン系繊維等が挙げられる。これらの中でポリエステル系繊維、ポリアミド系繊維に適用されることが好ましい。製造する合成繊維の繊度としては、特に制限はないが、好ましくは150デシテックス以上であり、より好ましくは500デシテックス以上であり、さらに好ましいのは1000デシテックス以上である。また、製造する合成繊維の強度としては、特に制限はないが、好ましくは5.0cN/dtex以上であり、より好ましくは6.0cN/dtex以上、さらに好ましくは7.0cN/dtex以上である。 Specific examples of synthetic fibers to which the treatment agent of this embodiment is applied are not particularly limited, and include, for example, (1) polyester fibers such as polyethylene terephthalate (PET), polytrimethylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, polylactic acid, and composite fibers containing these polyester resins, (2) polyamide fibers such as nylon 6 and nylon 66, (3) polyacrylic fibers such as polyacrylic and modacrylic, and (4) polyolefin fibers such as polyethylene and polypropylene. Among these, it is preferable to apply the treatment agent to polyester fibers and polyamide fibers. There is no particular limit to the fineness of the synthetic fibers to be manufactured, but it is preferably 150 decitex or more, more preferably 500 decitex or more, and even more preferably 1000 decitex or more. In addition, there is no particular limit to the strength of the synthetic fibers to be manufactured, but it is preferably 5.0 cN/dtex or more, more preferably 6.0 cN/dtex or more, and even more preferably 7.0 cN/dtex or more.
 処理剤を合成繊維に付着させる割合に特に制限はないが、処理剤を合成繊維に対し0.1質量%以上5質量%以下の割合(水等の溶媒を含まない割合)となるよう付着させることが好ましい。かかる構成により、本発明の効果をより向上させる。また、処理剤を付着させる方法は、特に制限はなく、例えばローラー給油法、計量ポンプを用いたガイド給油法、浸漬給油法、スプレー給油法等の公知の方法を採用できる。 There is no particular limit to the ratio of the treatment agent applied to the synthetic fibers, but it is preferable to apply the treatment agent at a ratio of 0.1% to 5% by mass (not including solvents such as water) relative to the synthetic fibers. This configuration further improves the effects of the present invention. There is also no particular limit to the method of applying the treatment agent, and known methods such as roller oiling, guide oiling using a metering pump, immersion oiling, and spray oiling can be used.
 本発明において、合成繊維の用途としては、特に限定されないが、産業資材に用いられる合成繊維が好ましい。例えばエアバッグ用繊維、シートベルト用繊維、タイヤコード用繊維、カーペット用繊維、テント用繊維、広告布用繊維、漁網用繊維、コンベアベルト用繊維、ロープ用繊維等の自動車、建築、商業、農業・水産業、土木等の分野で使用される合成繊維がより好ましい。 In the present invention, the use of the synthetic fibers is not particularly limited, but synthetic fibers used in industrial materials are preferred. For example, synthetic fibers used in the fields of automobiles, architecture, commerce, agriculture/fisheries, civil engineering, etc., such as fibers for airbags, seat belts, tire cords, carpets, tents, advertising fabrics, fishing nets, conveyor belts, and ropes, are more preferred.
 上記実施形態の処理剤及び合成繊維の効果について説明する。
 (1)上記実施形態の処理剤は、上述した平滑剤と、上述したノニオン界面活性剤とを配合して構成した。したがって、合成繊維用処理剤が付与された合成繊維のゴム接着性の向上とスカムの低減効果を両立できる。特に、処理剤が付与された合成繊維を長期保管した場合であっても、ガイド等へのスカムを低減することができる。
The effects of the treatment agent and synthetic fibers of the above embodiment will be described.
(1) The treatment agent of the above embodiment is composed of a blend of the above-mentioned smoothing agent and the above-mentioned nonionic surfactant. Therefore, it is possible to improve the rubber adhesion of the synthetic fiber to which the treatment agent for synthetic fibers is applied and to reduce scum. In particular, even if the synthetic fiber to which the treatment agent is applied is stored for a long period of time, it is possible to reduce scum on guides, etc.
 産業資材用繊維はゴム接着用途、すなわちゴムと接着させて使用されることが多い。処理剤が付与された繊維のゴム接着性は、処理剤中の不飽和結合の増大に伴い増大する傾向がある。しかしながら、不飽和結合の増大は、熱のかかる工程においてタール発生の要因ともなる。さらには、処理剤が紡糸後の保管中に合成繊維上で変質することで、ガイドへのスカム付着、解舒張力変動、繊維の粘着・ネバつき等、後加工に影響を及ぼすことがあった。上述した本発明の構成により、紡糸及び後加工の性能を両立できる。 Industrial fiber is often used for rubber adhesion, that is, by bonding it to rubber. The rubber adhesion of fiber to which a treatment agent has been applied tends to increase with an increase in the number of unsaturated bonds in the treatment agent. However, an increase in unsaturated bonds can also cause tar generation in processes where heat is applied. Furthermore, if the treatment agent changes on the synthetic fiber during storage after spinning, it can affect post-processing, such as causing scum adhesion to the guide, fluctuations in unwinding tension, and stickiness and stickiness of the fiber. The configuration of the present invention described above makes it possible to achieve both spinning and post-processing performance.
 なお、上記実施形態は以下のように変更してもよい。上記実施形態及び以下の変更例は、技術的に矛盾しない範囲で互いに組み合わせて実施できる。
 ・上記実施形態の処理剤には、本発明の効果を阻害しない範囲内において、処理剤の製造途中又は製造後に、処理剤の品質保持のための上記以外の安定化剤、制電剤、つなぎ剤、紫外線吸収剤、消泡剤、防腐剤、防錆剤等の通常処理剤に用いられる成分をさらに配合してもよい。
The above embodiment may be modified as follows: The above embodiment and the following modifications may be combined with each other to the extent that no technical contradiction occurs.
The treatment agent of the above embodiment may further contain components that are typically used in treatment agents, such as stabilizers, antistatic agents, binders, UV absorbers, defoamers, preservatives, and rust inhibitors, other than those mentioned above, during or after production of the treatment agent, to maintain the quality of the treatment agent, within the scope of not impairing the effects of the present invention.
 ・保管時の処理剤の外観の安定性等を高める観点から、処理剤と水を予め混合させてもよく、その場合、処理剤と水の混合比率は、処理剤の質量:水の質量=85:15~99.9:0.1であることが好ましい。 - To improve the stability of the appearance of the treatment agent during storage, the treatment agent may be mixed with water in advance. In this case, the mixing ratio of the treatment agent to the water (mass of treatment agent:mass of water) is preferably 85:15 to 99.9:0.1.
 以下、本発明の構成及び効果をより具体的に説明するために実施例等を挙げるが、本発明はこれらの実施例に限定されない。尚、以下の実施例及び比較例の説明において、特に断りのない限り、部は質量部を、また%は質量%を意味する。 Below, examples are given to more specifically explain the configuration and effects of the present invention, but the present invention is not limited to these examples. In the following explanations of the examples and comparative examples, parts means parts by mass, and % means % by mass, unless otherwise specified.
 試験区分1(処理剤の調製)
 (実施例1)
 表1に示されるように、平滑剤としてジイソセチルチオジプロピオナート(ES-1)を10部(%)、トリメチロールプロパンと混合酸(パーム核脂肪酸と植物系オレイン酸、質量比4:6混合物)のトリエステル(E-1)を30部(%)、菜種白絞油(E-2)を20部(%)、ノニオン界面活性剤として後述する表3に示される化合物(A-1)を5部(%)、後述する表4に示される化合物(B-1)を8部(%)、イソドデカノール1モルに対してエチレンオキサイド(以下、「EO」という)10モルプロピレンオキサイド(以下、「PO」という)10モルをランダムに付加したもの(N-3)を5部(%)、硬化ひまし油1モルに対しEO10モル付加したもの(N-5)を10部(%)、硬化ひまし油1モルに対しEO15モル付加したものをアジピン酸で架橋し、ステアリン酸でエステル化した化合物(質量平均分子量7000)(N-7)を5部(%)、ラウリルアミン1モルに対しEO5モル付加したもの(N-12)を2部(%)、イオン界面活性剤として二級アルカンスルホン酸ナトリウム塩(炭素数11~14)(D-1)を3部(%)、オレイルアルコールEO5モル付加物のリン酸エステル-ジブチルエタノールアミン塩(D-5)を2部(%)含む実施例1の処理剤を調製した。
Test section 1 (preparation of treatment agent)
Example 1
As shown in Table 1, the lubricating agent was 10 parts (%) of diisocetyl thiodipropionate (ES-1), 30 parts (%) of triester of trimethylolpropane and mixed acid (palm kernel fatty acid and vegetable oleic acid, mass ratio 4:6 mixture) (E-1), 20 parts (%) of rapeseed oil (E-2), 5 parts (%) of compound (A-1) shown in Table 3 below as a nonionic surfactant, 8 parts (%) of compound (B-1) shown in Table 4 below as a nonionic surfactant, 10 moles of ethylene oxide (hereinafter referred to as "EO") and 10 moles of propylene oxide (hereinafter referred to as "PO") randomly added to 1 mole of isododecanol (N-3), The treatment agent of Example 1 contained 5 parts (%) of a compound (mass average molecular weight 7000) (N-7), 10 parts (%) of a compound obtained by adding 10 moles of EO to 1 mole of hydrogenated castor oil (N-5), 5 parts (%) of a compound obtained by adding 15 moles of EO to 1 mole of hydrogenated castor oil and crosslinking it with adipic acid and esterifying it with stearic acid (mass average molecular weight 7000) (N-7), 2 parts (%) of a compound obtained by adding 5 moles of EO to 1 mole of laurylamine (N-12), 3 parts (%) of a secondary alkane sulfonic acid sodium salt (having 11 to 14 carbon atoms) (D-1) as an ionic surfactant, and 2 parts (%) of a phosphoric ester-dibutylethanolamine salt of an oleyl alcohol adduct with 5 moles of EO (D-5).
 (実施例2~14、比較例1~4)
 実施例2~14、比較例1~4の処理剤は、実施例1の処理剤と同様にして、平滑剤、ノニオン界面活性剤、及びイオン界面活性剤を表1に示した割合で含むように調製した。
(Examples 2 to 14, Comparative Examples 1 to 4)
The treatment agents of Examples 2 to 14 and Comparative Examples 1 to 4 were prepared in the same manner as the treatment agent of Example 1 so as to contain the leveling agent, nonionic surfactant, and ionic surfactant in the proportions shown in Table 1.
 平滑剤の種類と含有量、ノニオン界面活性剤の種類と含有量、及びイオン界面活性剤の種類と含有量を、表1の「平滑剤」欄、「ノニオン界面活性剤」欄、及び「イオン界面活性剤」欄にそれぞれ示す。また、ノニオン界面活性剤である化合物(A)と化合物(B)の質量比を「質量比(A)/(B)」欄に示す。また、ノニオン界面活性剤である化合物(A)、化合物(B)、及び化合物(C)の含有割合の合計を100%としたとき、化合物(A)、及び化合物(B)の含有量の合計を「質量比[(A)+(B)]/[(A)+(B)+(C)]」欄に示す。 The type and content of the smoothing agent, the type and content of the nonionic surfactant, and the type and content of the ionic surfactant are shown in the "Smoothing agent" column, the "Nonionic surfactant" column, and the "Ionic surfactant" column in Table 1, respectively. The mass ratio of the nonionic surfactant compounds (A) and (B) is shown in the "Mass ratio (A)/(B)" column. When the total content of the nonionic surfactant compounds (A), (B), and (C) is taken as 100%, the total content of compounds (A) and (B) is shown in the "Mass ratio [(A)+(B)]/[(A)+(B)+(C)]" column.
 表1に記載する平滑剤、ノニオン界面活性剤、及びイオン界面活性剤の詳細は以下のとおりである。
 <平滑剤>
 (含硫黄エステル化合物)
 ES-1:ジイソセチルチオジプロピオナート
 ES-2:ジオレイルチオジプロピオナート
 ES-3:ジイソステアリルチオジプロピオナート
 (多価アルコールと1価脂肪酸との完全エステル化合物)
 E-1:トリメチロールプロパンと混合酸(パーム核脂肪酸と植物系オレイン酸、質量比4:6混合物)のトリエステル
 E-2:菜種白絞油
 E-3:グリセリンと混合酸(パーム核脂肪酸と植物系オレイン酸、質量比4:6混合物)のトリエステル
 (その他の平滑剤)
 E-4:ジ(イソステアリル)アジパート
 E-5:オレイルパルミタート
 <ノニオン界面活性剤>
 (化合物(A))
 (ポリ)オキシアルキレン基を有する2価以上5価以下の多価アルコールと、不飽和結合を2つ以上有する1価不飽和脂肪酸を含む脂肪酸(A1)と、をエステル化させた化合物(A)として、以下の表3に示される化合物(A-1)~化合物(A-7)を使用した。また、化合物(A)に近似する化合物として表3に示される化合物(rA-1)及び化合物(rA-2)を使用した。化合物(A)の原料として使用した脂肪酸(A1)及び多価アルコールの種類、並びに脂肪酸(A1)と多価アルコールの仕込み比(モル比)を、表3の「1価不飽和脂肪酸(A1)」欄、「多価アルコール」欄、及び「反応比」欄にそれぞれ示す。なお、化合物(A-1)を液体クロマトグラフィーにより定性分析した結果、化合物(B)に該当する化合物の含有はなかった。「多価アルコール」欄のPEG400は、質量平均分子量400のポリエチレングリコール、PEG600は、質量平均分子量600のポリエチレングリコールを示す。
Details of the smoothing agent, nonionic surfactant, and ionic surfactant listed in Table 1 are as follows.
<Smoothing Agent>
(Sulfur-containing ester compounds)
ES-1: Diisocetyl thiodipropionate ES-2: Dioleyl thiodipropionate ES-3: Diisostearyl thiodipropionate (complete ester compound of polyhydric alcohol and monovalent fatty acid)
E-1: Triester of trimethylolpropane and mixed acid (a mixture of palm kernel fatty acid and vegetable oleic acid, a mass ratio of 4:6) E-2: Rapeseed oil E-3: Triester of glycerin and mixed acid (a mixture of palm kernel fatty acid and vegetable oleic acid, a mass ratio of 4:6) (Other smoothing agents)
E-4: Di(isostearyl)adipate E-5: Oleyl palmitate <Nonionic surfactant>
(Compound (A))
Compounds (A-1) to (A-7) shown in Table 3 below were used as compounds (A) obtained by esterifying a polyhydric alcohol having a valence of 2 to 5 and a monounsaturated fatty acid having two or more unsaturated bonds with a polyhydric alcohol having a (poly)oxyalkylene group. Compounds (rA-1) and (rA-2) shown in Table 3 were used as compounds similar to compound (A). The types of fatty acid (A1) and polyhydric alcohol used as raw materials for compound (A), as well as the charge ratio (molar ratio) of fatty acid (A1) and polyhydric alcohol, are shown in the "monounsaturated fatty acid (A1)" column, the "polyhydric alcohol" column, and the "reaction ratio" column in Table 3. As a result of qualitative analysis of compound (A-1) by liquid chromatography, no compound corresponding to compound (B) was contained. In the "polyhydric alcohol" column, PEG400 indicates polyethylene glycol having a mass average molecular weight of 400, and PEG600 indicates polyethylene glycol having a mass average molecular weight of 600.
 (化合物(B))
 (ポリ)オキシアルキレン基を有する2価以上5価以下の多価アルコールと、不飽和結合を1つ有する1価不飽和脂肪酸を含む脂肪酸(B1)と、をエステル化させた化合物(B)として、以下の表4に示される化合物(B-1)~化合物(B-7)を使用した。また、化合物(B)の原料として使用した脂肪酸(B1)及び多価アルコールの種類、並びに脂肪酸(B1)と多価アルコールの仕込み比(モル比)を、表4の「1価不飽和脂肪酸(B1)」欄、「多価アルコール」欄、及び「反応比」欄にそれぞれ示す。「多価アルコール」欄のPEG400は、質量平均分子量400のポリエチレングリコール、PEG600は、質量平均分子量600のポリエチレングリコール、PEG1000は、質量平均分子量1000のポリエチレングリコールを示す。
(Compound (B))
Compounds (B-1) to (B-7) shown in Table 4 below were used as compounds (B) obtained by esterifying a polyhydric alcohol having a valence of 2 to 5 and a valence of 5, each having a (poly)oxyalkylene group, and a fatty acid (B1) including a monounsaturated fatty acid having one unsaturated bond. The types of fatty acid (B1) and polyhydric alcohol used as raw materials for compound (B) and the charge ratio (molar ratio) of fatty acid (B1) and polyhydric alcohol are shown in the "Monounsaturated fatty acid (B1)" column, the "Polyhydric alcohol" column, and the "Reaction ratio" column in Table 4. In the "Polyhydric alcohol" column, PEG400 indicates polyethylene glycol having a mass average molecular weight of 400, PEG600 indicates polyethylene glycol having a mass average molecular weight of 600, and PEG1000 indicates polyethylene glycol having a mass average molecular weight of 1000.
 (化合物(C))
 (ポリ)オキシアルキレン基を有する2価以上5価以下の多価アルコールと、1価飽和脂肪酸を含む脂肪酸(C1)と、をエステル化させた化合物(C)として、以下の表5に示される化合物(C-1)及び化合物(C-2)を使用した。また、化合物(C)の原料として使用した脂肪酸(C1)及び多価アルコールの種類、並びに脂肪酸(C1)と多価アルコールの仕込み比(モル比)を、表5の「1価飽和脂肪酸(C1)」欄、「多価アルコール」欄、及び「反応比」欄にそれぞれ示す。「多価アルコール」欄のPEG400は、質量平均分子量400のポリエチレングリコール、PEG600は、質量平均分子量600のポリエチレングリコールを示す。
(Compound (C))
Compounds (C-1) and (C-2) shown in Table 5 below were used as compounds (C) obtained by esterifying a divalent to pentavalent polyhydric alcohol having a (poly)oxyalkylene group and a fatty acid (C1) including a monovalent saturated fatty acid. The types of fatty acid (C1) and polyhydric alcohol used as raw materials for compound (C) and the charge ratio (molar ratio) of fatty acid (C1) to polyhydric alcohol are shown in the "Monovalent saturated fatty acid (C1)" column, the "Polyhydric alcohol" column, and the "Reaction ratio" column of Table 5, respectively. In the "Polyhydric alcohol" column, PEG400 indicates polyethylene glycol having a mass average molecular weight of 400, and PEG600 indicates polyethylene glycol having a mass average molecular weight of 600.
 (その他のノニオン界面活性剤)
 N-1:イソドデカノール1モルに対しEO10モル付加したもの
 N-2:オレイルアルコール1モルに対しEO10モル付加したもの
 N-3:イソドデカノール1モルに対してEO10モルとPO10モルをランダムに付加したもの
 N-4:イソテトラデカノール1モルに対してPO15モル付加したものにEO15モル付加したもの
 N-5:硬化ひまし油1モルに対しEO10モル付加したもの
 N-6:硬化ひまし油1モルにEO15モル付加したものをオレイン酸3モルでエステル化した化合物
 N-7:硬化ひまし油1モルに対しEO15モル付加したものをアジピン酸で架橋し、ステアリン酸でエステル化した化合物(質量平均分子量7000)
 N-8:グリセリンジオレアート
 N-9:トリメチロールプロパンとイソステアリン酸のジエステル
 N-10:ソルビトールと混合脂肪酸(パルミチン酸とオレイン酸とリノール酸が質量比で、7/75/18)をエステル化させた化合物(反応モル比1:1)
 N-11:オレイルジエタノールアミド1モルに対しEO8モル付加したもの
 N-12:ラウリルアミン1モルに対しEO5モル付加したもの
 N-13:ステアリルアミン1モルに対しEO10モル付加したもの
 <イオン界面活性剤>
 D-1:二級アルカンスルホン酸ナトリウム塩(炭素数11~14)
 D-2:ジ(2-エチルヘキシル)スルホコハク酸ナトリウム塩
 D-3:α-オレフィンスルホン酸ナトリウム塩
 D-4:2-エチルヘキサン酸カリウム塩
 D-5:オレイルアルコールEO5モル付加物のリン酸エステル-ジブチルエタノールアミン塩
 D-6:イソセチルリン酸エステル-ステアリルアミンEO10モル付加物塩
 なお、質量平均分子量の測定は、標準物質としてポリスチレンを使用したゲル浸透クロマトグラフィーで行った。
(Other nonionic surfactants)
N-1: 10 moles of EO added to 1 mole of isododecanol. N-2: 10 moles of EO added to 1 mole of oleyl alcohol. N-3: 10 moles of EO and 10 moles of PO added randomly to 1 mole of isododecanol. N-4: 15 moles of PO added to 1 mole of isotetradecanol and 15 moles of EO added to the resulting mixture. N-5: 10 moles of EO added to 1 mole of hydrogenated castor oil. N-6: A compound obtained by esterifying 15 moles of EO added to 1 mole of hydrogenated castor oil with 3 moles of oleic acid. N-7: A compound obtained by crosslinking 15 moles of EO added to 1 mole of hydrogenated castor oil with adipic acid and esterifying with stearic acid (mass average molecular weight 7000).
N-8: Glycerin dioleate N-9: Diester of trimethylolpropane and isostearic acid N-10: Compound obtained by esterifying sorbitol and mixed fatty acid (palmitic acid, oleic acid, and linoleic acid in a mass ratio of 7/75/18) (reaction molar ratio 1:1)
N-11: 8 moles of EO added to 1 mole of oleyldiethanolamide. N-12: 5 moles of EO added to 1 mole of laurylamine. N-13: 10 moles of EO added to 1 mole of stearylamine. <Ionic surfactants>
D-1: Sodium secondary alkane sulfonate (carbon number 11 to 14)
D-2: Di(2-ethylhexyl)sulfosuccinic acid sodium salt D-3: α-olefin sulfonic acid sodium salt D-4: 2-ethylhexanoic acid potassium salt D-5: phosphate ester-dibutylethanolamine salt of oleyl alcohol EO 5 mol adduct D-6: isocetyl phosphate ester-stearylamine EO 10 mol adduct salt The mass average molecular weight was measured by gel permeation chromatography using polystyrene as a standard substance.
 試験区分2(接着)
 上記のように調製した各処理剤を、希釈溶媒として有機溶剤(ヘキサンとエタノールの混合溶媒)で均一に希釈し、15%希釈液とした。紡糸工程にて1670デシテックス、288フィラメント、固有粘度0.93の無給油のポリエチレンテレフタラート繊維に、前記希釈液を、オイリングローラー給油法にて、不揮発分として付与量5.0%となるように付与した。その後、希釈溶媒を乾燥させ試験糸を得た。
Test category 2 (adhesion)
Each of the treatment agents prepared as above was uniformly diluted with an organic solvent (a mixed solvent of hexane and ethanol) as a dilution solvent to obtain a 15% dilution solution. The dilution solution was applied to oil-free polyethylene terephthalate fibers having 1670 decitex, 288 filaments, and an intrinsic viscosity of 0.93 in the spinning process by an oiling roller oiling method so that the amount applied was 5.0% as non-volatile content. The dilution solvent was then dried to obtain a test yarn.
 試験糸2本を、下撚40回/10cm、上撚40回/10cmの撚数で撚り、撚糸コードとした。この撚糸コードを、第1接着剤(エポキシ化合物(ナガセケムテックス社製の商品名デナコールEX-512)/ブロックドイソシアネート(第一工業製薬社製の商品名エラストロンBN-27)=5/5(固形分比))に浸漬した後、熱処理した。次に、更に第2接着剤(レゾルシン(キシダ化学社製の商品名レソルシノール)/ホルマリン(キシダ化学社製の商品名ホルムルデヒド液(37%))/ラテックス(日本ゼオン社製の商品名Nipol 2518FS)=1.5/0.5/8(固形分比)のRFL溶液)に浸漬した後、熱処理して、接着剤で処理した補強用コードを得た。この補強コードを、縦2.5cmで横12.5cmの未加硫ゴムの上に隙間なく並べ、さらにその上に未加硫ゴムを乗せ、これを150℃、4MPaで30分間プレス加硫することで、ゴム接着評価の試験片を作成した。放冷した後の試験片に対して、剥離速度50mm/minで補強コードをゴムから剥離させて、補強コードへのゴムの付き具合を目視で観察し、次の評価基準で評価した。結果を表2の「接着」欄に示す。 Two test yarns were twisted with 40 twists per 10 cm for the first twist and 40 twists per 10 cm for the second twist to form a twisted cord. This twisted cord was immersed in a first adhesive (epoxy compound (Denacol EX-512, product of Nagase ChemteX Corporation)/blocked isocyanate (Elastron BN-27, product of Daiichi Kogyo Seiyaku Co., Ltd.) = 5/5 (solids ratio)) and then heat-treated. Next, it was further immersed in a second adhesive (RFL solution of resorcin (Resorcinol, product of Kishida Chemical Co., Ltd.)/formalin (Formaldehyde Liquid (37%), product of Kishida Chemical Co., Ltd.)/latex (Nipol 2518FS, product of Nippon Zeon Co., Ltd.) = 1.5/0.5/8 (solids ratio)) and then heat-treated to obtain a reinforcing cord treated with an adhesive. The reinforcing cord was placed closely on top of unvulcanized rubber measuring 2.5 cm in length and 12.5 cm in width, and unvulcanized rubber was placed on top of the reinforcing cord. This was then press-vulcanized at 150°C and 4 MPa for 30 minutes to create a test specimen for evaluating rubber adhesion. After cooling, the reinforcing cord was peeled off from the rubber at a peeling speed of 50 mm/min, and the adhesion of the rubber to the reinforcing cord was visually observed and evaluated according to the following criteria. The results are shown in the "Adhesion" column in Table 2.
 ・接着の評価基準
 ○○(良好):補強コードが見えないほどゴムが付着している場合
 ○(可):補強コードがわずかに見える程度にゴムが付着している場合
 ×(不可):補強コードがよく見える場合
 試験区分3(スカム)
 試験区分2で得られた試験糸を60℃で6週間保管した後、初期張力0.5kg、糸速50m/分で、セラミックガイドに5分間接触させた。セラミックガイドに付着したスカムの量を目視で観察し、次の評価基準で評価した。結果を表2の「スカム」欄に示す。
Adhesion evaluation criteria ○○ (good): When the rubber is attached to such an extent that the reinforcing cord is not visible ○ (passable): When the rubber is attached to such an extent that the reinforcing cord is barely visible × (unacceptable): When the reinforcing cord is clearly visible Test category 3 (scum)
The test yarn obtained in test section 2 was stored at 60°C for 6 weeks, and then contacted with a ceramic guide for 5 minutes at an initial tension of 0.5 kg and a yarn speed of 50 m/min. The amount of scum adhering to the ceramic guide was visually observed and evaluated according to the following criteria. The results are shown in the "Scum" column in Table 2.
 ・スカムの評価基準
 ○○(良好):スカムが観察されない場合
 ○(可):うっすらとスカムが観察される場合
 ×(不可):明らかにスカムが観察される場合
 表2の結果からも明らかなように、各実施例の処理剤は、接着及びスカムの評価がいずれも可以上であった。本発明によれば、合成繊維用処理剤が付与された合成繊維のゴム接着性の向上とスカムの低減効果を両立できる。
Scum evaluation criteria XX (good): no scum observed ○ (pass): faint scum observed × (unpassable): clearly scum observed As is clear from the results in Table 2, the treatments in each example were rated pass or better in both adhesion and scum. According to the present invention, it is possible to achieve both improved rubber adhesion and reduced scum on synthetic fibers to which the treatment for synthetic fibers has been applied.
 本開示は以下の態様も包含する。
 (付記1)
 平滑剤、及びノニオン界面活性剤を含有する合成繊維用処理剤であって、
 前記平滑剤が、炭素数3以上6以下の鎖状構造を有する多価アルコールと炭素数8以上24以下の1価脂肪酸との完全エステル化合物を含み、
 前記ノニオン界面活性剤が、(ポリ)オキシアルキレン基を有する2価以上5価以下の多価アルコールと、不飽和結合を2つ有する炭素数12以上22以下の1価不飽和脂肪酸、及び不飽和結合を3つ有する炭素数12以上22以下の1価不飽和脂肪酸から選ばれる少なくとも1つを含む脂肪酸(A1)と、をエステル化させた化合物(A)、並びに(ポリ)オキシアルキレン基を有する2価以上5価以下の多価アルコールと、不飽和結合を1つ有する1価不飽和脂肪酸を含む脂肪酸(B1)と、をエステル化させた化合物(B)を含み、
 前記合成繊維用処理剤中に前記完全エステル化合物を30質量%以上70質量%以下、前記化合物(A)を0.1質量%以上22質量%以下含むことを特徴とする合成繊維用処理剤。
The present disclosure also encompasses the following aspects.
(Appendix 1)
A synthetic fiber treatment agent containing a smoothing agent and a nonionic surfactant,
the smoothing agent contains a complete ester compound of a polyhydric alcohol having a chain structure containing 3 to 6 carbon atoms and a monovalent fatty acid having 8 to 24 carbon atoms,
the nonionic surfactant comprises a compound (A) obtained by esterifying a divalent to pentavalent polyhydric alcohol having a (poly)oxyalkylene group and a fatty acid (A1) containing at least one selected from a monounsaturated fatty acid having 12 to 22 carbon atoms and having two unsaturated bonds, and a monounsaturated fatty acid having 12 to 22 carbon atoms and having three unsaturated bonds, and a compound (B) obtained by esterifying a divalent to pentavalent polyhydric alcohol having a (poly)oxyalkylene group and a fatty acid (B1) containing a monounsaturated fatty acid having one unsaturated bond,
The synthetic fiber treating agent contains the completely esterified compound in an amount of 30% by mass or more and 70% by mass or less, and the compound (A) in an amount of 0.1% by mass or more and 22% by mass or less.
 (付記2)
 平滑剤、及びノニオン界面活性剤を含有する合成繊維用処理剤であって、
 前記平滑剤が、炭素数3以上6以下の鎖状構造を有する多価アルコールと炭素数8以上24以下の1価脂肪酸との完全エステル化合物、及び含硫黄エステル化合物を含み、
 前記ノニオン界面活性剤が、(ポリ)オキシアルキレン基を有する2価以上5価以下の多価アルコールと、不飽和結合を2つ有する炭素数12以上22以下の1価不飽和脂肪酸、及び不飽和結合を3つ有する炭素数12以上22以下の1価不飽和脂肪酸から選ばれる少なくとも1つを含む脂肪酸(A1)と、をエステル化させた化合物(A)を含み、
 前記合成繊維用処理剤中に前記完全エステル化合物を30質量%以上70質量%以下、前記化合物(A)を0.1質量%以上22質量%以下含むことを特徴とする合成繊維用処理剤。
(Appendix 2)
A synthetic fiber treatment agent containing a smoothing agent and a nonionic surfactant,
the smoothing agent comprises a complete ester compound of a polyhydric alcohol having a chain structure containing 3 to 6 carbon atoms and a monovalent fatty acid having 8 to 24 carbon atoms, and a sulfur-containing ester compound;
the nonionic surfactant comprises a compound (A) obtained by esterifying a divalent to pentavalent polyhydric alcohol having a (poly)oxyalkylene group and a fatty acid (A1) containing at least one selected from a monounsaturated fatty acid having 12 to 22 carbon atoms and two unsaturated bonds, and a monounsaturated fatty acid having 12 to 22 carbon atoms and three unsaturated bonds;
The synthetic fiber treating agent contains the completely esterified compound in an amount of 30% by mass or more and 70% by mass or less, and the compound (A) in an amount of 0.1% by mass or more and 22% by mass or less.
 (付記3)
 前記合成繊維用処理剤中において、前記化合物(A)、及び前記化合物(B)の質量比が、化合物(A)/化合物(B)=40/60~5/95である付記1に記載の合成繊維用処理剤。
(Appendix 3)
The treatment agent for synthetic fibers according to Appendix 1, wherein the mass ratio of the compound (A) to the compound (B) in the treatment agent for synthetic fibers is compound (A)/compound (B)=40/60 to 5/95.
 (付記4)
 前記ノニオン界面活性剤が、更に(ポリ)オキシアルキレン基を有する2価以上5価以下の多価アルコールと、1価飽和脂肪酸を含む脂肪酸(C1)と、をエステル化させた化合物(C)を含み、
 前記化合物(A)、前記化合物(B)、及び前記化合物(C)の含有割合の合計を100質量%としたとき、前記化合物(A)、及び前記化合物(B)を合計で70質量%以上の割合で含有する付記1に記載の合成繊維用処理剤。
(Appendix 4)
the nonionic surfactant further comprises a compound (C) obtained by esterifying a dihydric to pentahydric polyhydric alcohol having a (poly)oxyalkylene group with a fatty acid (C1) including a monohydric saturated fatty acid,
The treatment agent for synthetic fibers according to Appendix 1, containing the compound (A) and the compound (B) in a total amount of 70 mass% or more when the total content of the compound (A), the compound (B), and the compound (C) is 100 mass%.
 (付記5)
 前記平滑剤が、更に含硫黄エステル化合物を含む付記1に記載の合成繊維用処理剤。
 (付記6)
 更に、イオン界面活性剤を含有する付記1に記載の合成繊維用処理剤。
(Appendix 5)
2. The synthetic fiber treating agent according to claim 1, wherein the smoothing agent further comprises a sulfur-containing ester compound.
(Appendix 6)
The synthetic fiber treating agent according to claim 1, further comprising an ionic surfactant.
 (付記7)
 付記1~6のいずれか一つに記載の合成繊維用処理剤が、付着していることを特徴とする合成繊維。
(Appendix 7)
A synthetic fiber having a synthetic fiber treating agent according to any one of claims 1 to 6 adhered thereto.

Claims (9)

  1.  平滑剤、及びノニオン界面活性剤を含有し、
     前記平滑剤が、多価アルコールと1価脂肪酸との完全エステル化合物を含み、
     前記ノニオン界面活性剤が、(ポリ)オキシアルキレン基を有する2価以上5価以下の多価アルコールと、不飽和結合を2つ以上有する1価不飽和脂肪酸を含む脂肪酸(A1)と、をエステル化させた化合物(A)を含むことを特徴とする合成繊維用処理剤。
    Contains a smoothing agent and a nonionic surfactant,
    The smoothing agent comprises a complete ester compound of a polyhydric alcohol and a monohydric fatty acid,
    The synthetic fiber treatment agent is characterized in that the nonionic surfactant contains a compound (A) obtained by esterifying a polyhydric alcohol having a valence of 2 to 5 and a valence of 1 to 5 and having a (poly)oxyalkylene group with a fatty acid (A1) including a monounsaturated fatty acid having two or more unsaturated bonds.
  2.  前記脂肪酸(A1)が、不飽和結合を2つ有する1価不飽和脂肪酸、及び不飽和結合を3つ有する1価不飽和脂肪酸から選ばれる少なくとも1つを含むものである請求項1に記載の合成繊維用処理剤。 The synthetic fiber treatment agent according to claim 1, wherein the fatty acid (A1) contains at least one selected from a monounsaturated fatty acid having two unsaturated bonds and a monounsaturated fatty acid having three unsaturated bonds.
  3.  前記合成繊維用処理剤中において、前記化合物(A)を0.1質量%以上20質量%以下の割合で含有する請求項1に記載の合成繊維用処理剤。 The synthetic fiber treatment agent according to claim 1, wherein the compound (A) is contained in the synthetic fiber treatment agent in a proportion of 0.1% by mass or more and 20% by mass or less.
  4.  前記ノニオン界面活性剤が、更に(ポリ)オキシアルキレン基を有する2価以上5価以下の多価アルコールと、不飽和結合を1つ有する1価不飽和脂肪酸を含む脂肪酸(B1)と、をエステル化させた化合物(B)を含む請求項1に記載の合成繊維用処理剤。 The synthetic fiber treatment agent according to claim 1, wherein the nonionic surfactant further contains a compound (B) obtained by esterifying a polyhydric alcohol having a valence of 2 to 5 and a valence of 5, and a fatty acid (B1) including a monounsaturated fatty acid having one unsaturated bond.
  5.  前記合成繊維用処理剤中において、前記化合物(A)、及び前記化合物(B)の質量比が、化合物(A)/化合物(B)=40/60~5/95である請求項4に記載の合成繊維用処理剤。 The synthetic fiber treatment agent according to claim 4, wherein the mass ratio of the compound (A) and the compound (B) in the synthetic fiber treatment agent is compound (A)/compound (B) = 40/60 to 5/95.
  6.  前記ノニオン界面活性剤が、更に(ポリ)オキシアルキレン基を有する2価以上5価以下の多価アルコールと、1価飽和脂肪酸を含む脂肪酸(C1)と、をエステル化させた化合物(C)を含み、
     前記化合物(A)、前記化合物(B)、及び前記化合物(C)の含有割合の合計を100質量%としたとき、前記化合物(A)、及び前記化合物(B)を合計で70質量%以上の割合で含有する請求項4に記載の合成繊維用処理剤。
    the nonionic surfactant further comprises a compound (C) obtained by esterifying a dihydric to pentahydric polyhydric alcohol having a (poly)oxyalkylene group with a fatty acid (C1) including a monohydric saturated fatty acid,
    5. The treatment agent for synthetic fibers according to claim 4, wherein the compound (A) and the compound (B) are contained in a total amount of 70 mass% or more when the total content of the compound (A), the compound (B), and the compound (C) is 100 mass%.
  7.  前記平滑剤が、更に含硫黄エステル化合物を含む請求項1に記載の合成繊維用処理剤。 The synthetic fiber treatment agent according to claim 1, wherein the smoothing agent further contains a sulfur-containing ester compound.
  8.  更に、イオン界面活性剤を含有する請求項1に記載の合成繊維用処理剤。 The synthetic fiber treatment agent according to claim 1 further contains an ionic surfactant.
  9.  請求項1~8のいずれか一項に記載の合成繊維用処理剤が、付着していることを特徴とする合成繊維。 Synthetic fibers having the synthetic fiber treatment agent according to any one of claims 1 to 8 attached thereto.
PCT/JP2023/036139 2022-10-05 2023-10-04 Synthetic fiber treatment agent and synthetic fiber WO2024075754A1 (en)

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Citations (6)

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JP2005023499A (en) * 2003-07-02 2005-01-27 Teijin Techno Products Ltd Polyester fiber excellent in light-fastness
WO2014156318A1 (en) * 2013-03-29 2014-10-02 松本油脂製薬株式会社 Treatment agent for synthetic fibers and use of same
JP2021021150A (en) * 2019-07-24 2021-02-18 竹本油脂株式会社 Synthetic fiber treatment agent and synthetic fiber
JP2021046647A (en) * 2019-09-13 2021-03-25 竹本油脂株式会社 Treatment agent for synthetic fiber spinning process and synthetic fiber
WO2022131308A1 (en) * 2020-12-16 2022-06-23 竹本油脂株式会社 Synthetic fiber processing agent, and synthetic fiber
JP7126297B1 (en) * 2021-07-06 2022-08-26 竹本油脂株式会社 Synthetic fiber treatment agent and synthetic fiber

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2005023499A (en) * 2003-07-02 2005-01-27 Teijin Techno Products Ltd Polyester fiber excellent in light-fastness
WO2014156318A1 (en) * 2013-03-29 2014-10-02 松本油脂製薬株式会社 Treatment agent for synthetic fibers and use of same
JP2021021150A (en) * 2019-07-24 2021-02-18 竹本油脂株式会社 Synthetic fiber treatment agent and synthetic fiber
JP2021046647A (en) * 2019-09-13 2021-03-25 竹本油脂株式会社 Treatment agent for synthetic fiber spinning process and synthetic fiber
WO2022131308A1 (en) * 2020-12-16 2022-06-23 竹本油脂株式会社 Synthetic fiber processing agent, and synthetic fiber
JP7126297B1 (en) * 2021-07-06 2022-08-26 竹本油脂株式会社 Synthetic fiber treatment agent and synthetic fiber

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