Synthetic fiber treatment agent and synthetic fiber

Abstract

The present invention addresses the problem of providing a synthetic fiber treatment agent and the like that can reduce burrs in a fiber to which the synthetic fiber treatment agent has been applied and can improve the durability of the fiber. The synthetic fiber treatment agent according to the present invention is characterized by containing a smoothing agent, a nonionic surfactant, and an ionic surfactant, and the nonionic surfactant contains an ester compound (A) formed from a polyhydric alcohol and a hydroxycarboxylic acid condensate.

Description

Technical Field

[0001] The present invention relates to a synthetic fiber treating agent capable of reducing burrs of a fiber to which the synthetic fiber treating agent is applied and improving the durability of the fiber, and to a synthetic fiber to which the synthetic fiber treating agent is applied. Background Art

[0002] For example, in the spinning and drawing process of synthetic fibers, a treatment is sometimes performed to allow a synthetic fiber treatment agent to adhere to the surface of the synthetic fibers in order to improve smoothness, antistatic properties, and the like. Conventionally, there are known synthetic fiber treatment agents disclosed in Patent Documents 1 and 2. Patent Document 1 discloses a synthetic fiber treatment agent comprising an alkylene oxide adduct of an ester of a polyol and a hydroxymonocarboxylic acid further esterified with a dicarboxylic acid. Patent Document 2 discloses a synthetic fiber treatment agent comprising an alkylene oxide adduct of polymerized castor oil and an ester of a carboxylic acid. Prior art literature Patent Literature

[0003] Patent Document 1: Japanese Patent Application Laid-Open No. 56-159364 Patent Document 2: Japanese Patent Application Laid-Open No. 03-873 Summary of the invention Problems to be solved by the invention

[0004] However, conventional synthetic fiber treating agents have a problem in that the burr-reducing effect and the durability-improving effect of the fibers to which the synthetic fiber treating agents are applied are insufficient. Means of solving problems

[0005] The present inventors have conducted studies to solve the above problems and have found that a composition in which an ester compound composed of a polyol and a hydroxycarboxylic acid condensate is mixed in a synthetic fiber treating agent is particularly suitable.

[0006] Each means for solving the above-mentioned problems will be described. The synthetic fiber treatment agent of the first aspect is characterized in that it contains a smoothing agent, a nonionic surfactant, and an ionic surfactant, wherein the nonionic surfactant contains an ester compound (A) formed of a polyol and a hydroxycarboxylic acid condensate.

[0007] Regarding the second aspect, in the synthetic fiber processing agent according to the first aspect, the polyol has a (poly)oxyalkylene group in the molecule. Regarding embodiment 3, in the synthetic fiber processing agent according to embodiment 1 or 2, the ester compound (A) comprises a compound whose ratio of the number of hydroxyl groups (X) to the number of ester bonds (Y) in the molecule satisfies X:Y=1:0.5 to 1:2.5.

[0008] Regarding embodiment 4, in the synthetic fiber processing agent described in any one of embodiments 1 to 3, the ester compound (A) is contained in a ratio of 5 mass % to 30 mass % based on the total mass of the synthetic fiber processing agent.

[0009] Regarding embodiment 5, in the synthetic fiber processing agent described in any one of embodiments 1 to 4, a hydroxycarboxylic acid condensate is contained in a ratio of 10000 ppm or less based on the total mass of the synthetic fiber processing agent.

[0010] The synthetic fiber of aspect 6 is characterized in that the synthetic fiber treatment agent according to any one of aspects 1 to 5 is adhered thereto. Effects of the Invention

[0011] According to the present invention, burrs of fibers to which the synthetic fiber treating agent is applied can be reduced, and the durability of the fibers can be improved. DETAILED DESCRIPTION

[0012] <First Embodiment> Hereinafter, a first embodiment of the synthetic fiber treatment agent (hereinafter referred to as the treatment agent) of the present invention will be described. The treatment agent of this embodiment contains a smoothing agent, a nonionic surfactant, and an ionic surfactant.

[0013] (Smoothing Agent) Examples of the smoothing agent used in the treatment agent of the present embodiment include ester oil, mineral oil, and polyolefin.

[0014] The ester oil is not particularly limited, and examples thereof include ester oils produced from fatty acids and alcohols. The ester oils can be produced, for example, from fatty acids having an odd or even number of hydrocarbon groups and alcohols as described below.

[0015] The fatty acid as a raw material of the ester oil is not particularly limited in terms of the number of carbon atoms, the presence or absence of a branch, the valence, etc., and may be, for example, a higher fatty acid, a fatty acid having a ring, or a fatty acid having an aromatic ring. The alcohol as a raw material of the ester oil is not particularly limited in terms of the number of carbon atoms, the presence or absence of a branch, the valence, etc., and may be, for example, a higher alcohol, an alcohol having a ring, or an alcohol having an aromatic ring.

[0016] Specific examples of ester oils include: (1) ester compounds of aliphatic monohydric alcohols and aliphatic monocarboxylic acids, such as octyl palmitate, oleyl laurate, oleyl oleate, isotridecyl stearate, and isocosanyl oleate; (2) complete ester compounds of aliphatic polyhydric alcohols and aliphatic monocarboxylic acids, such as 1,6-hexanediol dicaprate, glycerol trioleate, trimethylolpropane trilaurate, trimethylolpropane trioleate, triester of trimethylolpropane and coconut oil fatty acid, and pentaerythritol tetraoctanoate; (3) diisostearyl adipate, dioleyl azelate, diisostearyl thiodipropionate, diisostearyl thiodipropionate, and diisostearyl thiodipropionate. (4) ester compounds of aliphatic monohydric alcohols and aliphatic polycarboxylic acids such as oleyl esters and diisocetyl thiodipropionate; (5) ester compounds of aromatic polyols and aliphatic monocarboxylic acids such as bisphenol A dilaurate; (6) complete ester compounds of aliphatic monohydric alcohols and aromatic polycarboxylic acids such as di(2-ethylhexyl) phthalate, diisostearyl isophthalate, trioctyl trimellitate; (7) natural oils and fats such as coconut oil, rapeseed oil, sunflower oil, soybean oil, castor oil, sesame oil, fish oil and beef tallow; etc.

[0017] For example, mineral oil having a kinematic viscosity of 5 mm at 40°C is used. 2 / s or more. As the mineral oil, for example, aromatic hydrocarbons, paraffinic hydrocarbons, cycloparaffinic hydrocarbons, etc. can be mentioned. More specifically, for example, spindle oil, liquid paraffin, etc. can be mentioned. These mineral oils can be appropriately commercially available.

[0018] As the polyolefin, poly-α-olefin used as a smoothing component can be applied. Specific examples of the polyolefin include poly-α-olefins obtained by polymerizing 1-butene, 1-hexene, 1-decene, etc. A commercially available product can be appropriately used as the poly-α-olefin.

[0019] These smoothing agents 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 25% by mass or more. When the content is 20% by mass or more, the smoothness of the fiber to which the treatment agent is applied can be further improved. The upper limit of the content of the smoothing agent is preferably 70% by mass or less, more preferably 60% by mass or less. When the content is 70% by mass or less, the stability of the treatment agent can be further improved. It should be noted that the range formed by any combination of the above upper and lower limits can also be envisioned.

[0020] (Nonionic surfactant) The nonionic surfactant used in the treatment agent of the present embodiment includes an ester compound (A) formed of a polyol and a hydroxycarboxylic acid condensate.

[0021] The hydroxycarboxylic acid condensate constituting the raw material of the ester compound (A) is obtained, for example, by subjecting one or a mixture of two or more hydroxycarboxylic acids as raw materials to a dehydration condensation reaction under a gas flow of an inert gas such as nitrogen or under reduced pressure, at 60°C or above and 200°C or below, for 30 minutes or above and 12 hours or below. The reaction may be a catalytic reaction or an uncatalyzed reaction. As hydroxycarboxylic acids, fatty acids having a hydroxyl group may be cited. As fatty acids, there are no particular restrictions on the number of carbon atoms, the presence or absence of branches, the number of valences, etc., and, for example, higher fatty acids may be used, or fatty acids having a ring may be used. In addition, saturated fatty acids may be used, or unsaturated fatty acids may be used. As specific examples of hydroxycarboxylic acids, for example, 12-hydroxystearic acid, 12-hydroxyoleic acid (ricinoleic acid), 16-hydroxyhexadecanoic acid (cadinic acid), 18-hydroxyoctadecanoic acid, 9-hydroxystearic acid, 10-hydroxystearic acid, 12-hydroxydodecanoic acid (juniper acid), 9,10-dihydroxyoctadecanoic acid, etc. may be cited. In addition, as hydroxycarboxylic acid, fatty acid of natural origin can also be used, and when fatty acid other than hydroxycarboxylic acid is also contained, hydroxycarboxylic acid can be 80 mass % or more of all fatty acids. The condensation degree of hydroxycarboxylic acid condensate can be appropriately set, preferably a dimer or more and an octamer or less.

[0022] Among these, from the viewpoint of further reducing burrs of the fiber to which the treatment agent is applied, a condensate of a saturated fatty acid having a hydroxyl group is preferred, and a condensate of 12-hydroxystearic acid is more preferred.

[0023] Specific examples of the polyol used as a raw material of the ester compound (A) 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, glycerol, diglycerol, 2-methyl-2-hydroxymethyl-1,3-propanediol, trimethylolpropane, sorbitan, pentaerythritol, sorbitol, and the like.

[0024] Polyols can be added with (poly) oxyalkylene. As for the alkylene oxide used as the raw material for forming the (poly) oxyalkylene, the alkylene oxide having a carbon number of 2 or more and 4 or less is preferred. As specific examples of alkylene oxides, for example, ethylene oxide, propylene oxide, butylene oxide, etc. can be cited. The number of moles of alkylene oxide added can be appropriately set, preferably 0.1 mole or more and 250 moles or less, more preferably 1 mole or more and 200 moles or less, further preferably 2 moles or more and 150 moles or less, and particularly preferably 3 moles or more and 40 moles or less. It is also possible to conceive of a range in which the above-mentioned upper and lower limits are arbitrarily combined. It should be noted that the number of moles of alkylene oxide added represents the number of moles of alkylene oxide relative to 1 mole of the addition object compound put into the raw material. Alkylene oxide can be used alone, or two or more alkylene oxides can be used in appropriate combination. When two or more alkylene oxides are used, the manner of their addition may be any of block addition, random addition, and a combination of block addition and random addition, without particular limitation.

[0025] Specific examples of the ester compound (A) include, for example, an ester compound of pentaerythritol or an alkylene oxide adduct of pentaerythritol and a 12-hydroxystearic acid condensate, an ester compound of trimethylolpropane or an alkylene oxide adduct of trimethylolpropane and a 12-hydroxystearic acid condensate, an ester compound of glycerol or an alkylene oxide adduct of glycerol and a 12-hydroxystearic acid condensate, an ester compound of diglycerol or an alkylene oxide adduct of diglycerol and a 12-hydroxystearic acid condensate, and an ester compound of trimethylolpropane or an alkylene oxide adduct of trimethylolpropane and a 12-hydroxyoleic acid condensate.

[0026] These ester compounds (A) may be used alone or in combination of two or more. The ester compound (A) preferably includes a compound satisfying X:Y=1:0.5 to 1:2.5 in the ratio of the number of hydroxyl groups (X) to the number of ester bonds (Y) in the molecule, and more preferably includes a compound satisfying X:Y=1:1.5 to 1:2.5. By limiting the ratio of X to Y within this numerical range, the effect of the present invention can be further improved. In one embodiment of the present invention, the value of X / Y obtained by dividing the number of hydroxyl groups in the molecule of the ester compound (A) by the number of ester bonds is, for example, 0.25 (=1 / 4) or more, 0.4 (=1 / 2.5) or more, 0.5 (=1 / 2) or more, 0.6 (≒1 / 1.67) or more, 0.67 (≒1 / 1.5) or more, or 0.75 (≒1 / 1.33) or more. Similarly, the value of X / Y is, for example, less than 3 (≒1 / 0.33), less than 0.75 (≒1 / 1.33), less than 0.67 (≒1 / 1.5), less than 0.6 (≒1 / 1.67), less than 0.5 (=1 / 2), or less than 0.4 (=1 / 2.5).

[0027] X:Y is calculated by counting the number of hydroxyl groups (X) and the number of ester bonds (Y) based on the structural formula of the ester compound (A) to be mixed. The ester compound (A) is obtained, for example, by reacting a polyol and a hydroxycarboxylic acid condensate as raw materials at a temperature of 60° C. to 200° C. for a period of 30 minutes to 12 hours. The reaction may be carried out simultaneously with the condensation reaction of the hydroxycarboxylic acid, or may be an ester exchange reaction between the polyol and the hydroxycarboxylic acid condensate derivative. The reaction may be a catalytic reaction or an uncatalyzed reaction. Examples of the catalyst include: (1) inorganic acids such as hydrochloric acid, sulfuric acid, and phosphoric acid; (2) alkyl sulfonic acids such as p-toluenesulfonic acid, methanesulfonic acid, and alkylbenzenesulfonic acid; (3) organic metal compounds such as tetraisopropyl titanate, tetra-n-butyl titanate, tetraoctyl titanate, n-butyl zirconate, and n-butyl zirconate; (4) enzymes such as lipase; (5) bases such as potassium hydroxide, sodium hydroxide, and sodium methoxide. These can be removed from the ester compound by adsorption removal using an inorganic adsorbent and / or an ion exchange resin based on a known method, or by purification by neutralization and water washing.

[0028] In the treatment agent, the lower limit of the content ratio of the ester compound (A) is preferably 3% by mass or more, more preferably 5% by mass or more. The upper limit of the content ratio of the ester compound (A) is preferably 35% by mass or less, more preferably 30% by mass or less. By limiting the range of the content ratio, the effect of the present invention can be further improved. It should be noted that it is also possible to conceive of a range in which the above-mentioned upper and lower limits are arbitrarily combined. In one embodiment of the present invention, the content of the ester compound (A) in the treatment agent is 5% by mass or more, 10% by mass or more, 15% by mass or more, 20% by mass or more, or 25% by mass or more. And similarly, the content of the ester compound (A) in the treatment agent is 35% by mass or less, 25% by mass or less, 20% by mass or less, 15% by mass or less, or 10% by mass or less.

[0029] The treatment agent may further contain other nonionic surfactants other than the above-mentioned ester compound (A). Examples of other nonionic surfactants include compounds having a (poly)oxyalkylene structure obtained by adding alkylene oxide to alcohols or carboxylic acids, ether-ester compounds having a (poly)oxyalkylene structure obtained by adding alkylene oxide to ester compounds of carboxylic acids and polyols, compounds having a (poly)oxyalkylene structure obtained by adding alkylene oxide to amine compounds such as organic primary amines, partial ester compounds of carboxylic acids and polyols, amide compounds obtained by condensing amine compounds with carboxylic acids, compounds having a (poly)oxyalkylene structure obtained by adding alkylene oxide to fatty amides, and derivatives of the above-mentioned ester compounds (A).

[0030] Specific examples of alcohols used as raw materials for nonionic surfactants include: (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) isopropyl alcohol, isobutyl alcohol, isohexanol, 2-ethylhexanol, isononanol, isodecanol, isododecanol, isotridecanol, isotetradecanol, isotriacontanol, (i) branched alkyl alcohols such as isohexadecanol, isoheptadecanol, isooctadecanol, isonadecanol, isoeicosanol, isoheneicosanol, isodocosanol, isotricosanol, isotetracosanol, isopentacosanol, isohexacosanol, isohexacosanol, isohexacosanol, isooctacosanol, isononacosanol and isopentadecanol; (ii) straight-chain alkenyl alcohols such as tetradecanol, hexadecanol, heptadecanol, octadecenol and nonadecanol; (iii) branched alkenyl alcohols such as isohexadecanol and isooctadecanol; (iv) cyclic alkyl alcohols such as cyclopentanol and cyclohexanol; (v) aromatic alcohols such as phenol, nonylphenol, benzyl alcohol, monostyrenated phenol, distyrenated phenol and tristyrenated phenol; and the like.

[0031] Specific examples of carboxylic acids used as raw materials for nonionic surfactants include: (1) straight-chain alkyl carboxylic acids such as octanoic 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-chain alkyl carboxylic acids such as 2-ethylhexanoic acid, isododecanoic acid, isotridecanoic acid, isotetradecanoic acid, isohexadecanoic acid, and isooctadecanoic acid; (3) straight-chain 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 ricinoleic acid; and the like.

[0032] The details of the alkylene oxide used as a raw material for forming the (poly)oxyalkylene structure of the nonionic surfactant are the same as the details of the alkylene oxide described above as a raw material for forming the (poly)oxyalkylene that can be added to the ester compound (A), i.e., the polyol, and therefore the description thereof is omitted.

[0033] Specific examples of the polyol used as a raw material for the nonionic surfactant 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, glycerol, 2-methyl-2-hydroxymethyl-1,3-propanediol, trimethylolpropane, sorbitan, pentaerythritol, sorbitol, and the like.

[0034] Specific examples of the amine compound used as a raw material of the nonionic surfactant include methylamine, ethylamine, butylamine, octylamine, laurylamine, octadecylamine (stearylamine), octadecylamine, coconut amine and the like.

[0035] Specific examples of fatty amides used as raw materials for nonionic surfactants include caprylamide, laurylamide, palmitamide, stearylamide, oleylamide, behenylamide, lignoceramide, amides of fatty acids and diethanolamine, and amides of fatty acids and vinylamine.

[0036] Derivatives of the ester compound (A) include those obtained by esterifying 30% or more of the hydroxyl groups of the ester compound (A) with a monobasic fatty acid, condensates of the ester compound (A) and a dibasic acid, and those obtained by esterifying the hydroxyl groups of the condensate of the ester compound (A) and a dibasic acid with a monobasic fatty acid.

[0037] Specific examples of other nonionic surfactants include, for example, ester compounds of polyalkylene glycol and oleic acid, ester compounds of polyalkylene glycol and palm oil fatty acid, compounds obtained by adding alkylene oxide to oleyl alcohol, compounds obtained by adding alkylene oxide to isotridecanol, compounds obtained by adding alkylene oxide to isododecanol, sorbitan monooleate, sorbitan trioleate, trimethylolpropane dioleate, glycerol dioleate, oleic acid diethanolamide, compounds obtained by adding alkylene oxide to stearylamine, compounds obtained by esterifying an ester compound of an alkylene oxide adduct of glycerol and a 12-hydroxystearic acid condensate with oleic acid, and compounds obtained by cross-linking an ester compound of an alkylene oxide adduct of glycerol and a 12-hydroxystearic acid condensate with adipic acid and terminally esterifying the ester compound with palmitic acid.

[0038] These other nonionic surfactants may be used alone or in combination of two or more. In the treatment agent, the lower limit of the content ratio of the nonionic surfactant is preferably 30% by mass or more, more preferably 45% by mass or more. The upper limit of the content ratio of the nonionic surfactant is preferably 75% by mass or less, more preferably 70% by mass or less. By limiting the scope of the content ratio, the effect of the present invention can be further improved. It should be noted that the scope formed by any combination of the above upper and lower limits can also be envisioned.

[0039] (Ionic surfactant) As the ionic surfactant provided in the treatment agent of the present embodiment, a known substance can be appropriately adopted. Examples of the ionic surfactant include anionic surfactants, cationic surfactants, and amphoteric surfactants.

[0040] As the anionic surfactant, a known substance can be suitably used. Specific examples of the anionic surfactant include: (1) phosphates of fatty alcohols such as lauryl phosphate, cetyl phosphate, octyl phosphate, oleyl phosphate, stearyl phosphate, and isostearyl phosphate; (2) phosphates of substances obtained by adding at least one alkylene oxide selected from ethylene oxide and propylene oxide to fatty alcohols such as polyoxyethylene lauryl ether phosphate, polyoxyethylene oleyl ether phosphate, and polyoxyethylene stearyl ether phosphate; (3) aliphatic sulfonates or aromatic sulfonates such as lauryl sulfonate, myristyl sulfonate, cetyl sulfonate, stearyl sulfonate, tetradecane sulfonate, dodecylbenzene sulfonate, secondary alkyl sulfonate (with 13 to 15 carbon atoms), secondary alkane sulfonate (with 11 to 14 carbon atoms), α-olefin sulfonate; (4) sulfate esters of aliphatic alcohols such as lauryl sulfate, oleyl sulfate, and stearyl sulfate; (5) polyols such as propylene glycol sulfonate, ... Sulfate salts of substances obtained by adding at least one alkylene oxide selected from ethylene oxide and propylene oxide to aliphatic alcohols, such as oxyethylene lauryl ether sulfate salts, polyoxyalkylene (polyoxyethylene, polyoxypropylene) lauryl ether sulfate salts, and polyoxyethylene oleyl ether sulfate salts; (6) natural fatty acid sulfate salts such as castor oil fatty acid sulfate salts, sesame oil fatty acid sulfate salts, tall oil fatty acid sulfate salts, soybean oil fatty acid sulfate salts, rapeseed oil fatty acid sulfate salts, and palm oil fatty acid sulfate salts (7) sulfates of natural fats and oils such as castor oil, sesame oil, tall oil, soybean oil, rapeseed oil, and palm oil; (8) fatty acid salts such as 2-ethylhexanoate, laurate, oleate, and stearate; (9) sulfosuccinates of fatty alcohols such as dioctyl sulfosuccinate; (10) N-acyl sarcosinates such as oleoyl sarcosinate; and the like. Examples of the counter ions of the anionic surfactants include alkali metal salts such as potassium salts and sodium salts, ammonium salts, triethanolamine salts, (poly)oxyalkylene alkylamine salts, and alkanolamine salts such as dibutylethanolamine salts.

[0041] Specific examples of the cationic surfactant include lauryltrimethylammonium chloride, cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, behenyltrimethylammonium chloride, didecyldimethylammonium chloride, and the like.

[0042] Specific examples of the amphoteric surfactant include betaine-type amphoteric surfactants, etc. These ionic surfactants may be used alone or in combination of two or more.

[0043] In the treatment agent, the lower limit of the content ratio of the ionic surfactant is preferably 0.1 mass % or more, more preferably 1 mass % or more. The upper limit of the content ratio of the ionic surfactant is preferably 10 mass % or less, more preferably 6 mass % or less. By limiting the range of the content ratio, the effect of the present invention can be further improved. It should be noted that the range formed by arbitrarily combining the above upper and lower limits can also be envisioned.

[0044] (other) The hydroxycarboxylic acid condensate may be contained in an amount of 10000 ppm or less relative to the total mass of the treatment agent. By limiting the amount to this range, smoke generation during the spinning or stretching process of the fiber to which the treatment agent is applied can be reduced.

[0045] <Second Embodiment> Next, the second embodiment that embodies the synthetic fiber based on the present invention is described. The synthetic fiber of this embodiment is attached with the treatment agent of the first embodiment. When the treatment agent is attached to the synthetic fiber, the form of the treatment agent can be a diluent diluted with a diluent solvent, such as an organic solvent solution, an aqueous liquid, etc. From the perspective of the adhesion and economy of the treatment agent to the fiber, hydrocarbons with a carbon number of 10 or more and 15 or less and / or water are preferably used in the diluent solvent. The mixing ratio of the treatment agent and the diluent solvent is preferably the mass of the treatment agent: the mass of the diluent solvent = 99:1 to 10:90. The diluent such as the aqueous liquid is attached to the synthetic fiber, for example, in the spinning or stretching process. The diluent attached to the synthetic fiber can evaporate the diluent solvent through the stretching process and the drying process. There is no particular restriction on the process of attaching the diluent as long as it is a spinning process. By using it in a manufacturing equipment or process having a process of passing a roller above 150°C in the stretching or heat treatment process, the effect of the invention can be expected more. Since high pressure is applied at high temperature when the fibers are in contact with the device or when the fibers are in contact with each other, the effects of the invention can be more effectively exerted.

[0046] There are no particular restrictions on the specific examples of synthetic fibers to which the treatment agent of the present embodiment is applied, and examples thereof include: (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 acid and modified acrylic acid and other polyacrylic acid fibers; (4) polyolefin fibers such as polyethylene and polypropylene; and the like. Among these, polyester fibers and polyamide fibers are preferably used. There is no particular restriction on the fineness of the synthetic fibers to be manufactured, but it is preferably 150 dtex or more, more preferably 500 dtex or more, and further preferably 1000 dtex or more. In addition, there is no particular restriction on 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 further preferably 7.0 cN / dtex or more.

[0047] The proportion of the treatment agent attached to the synthetic fiber is not particularly limited, but the treatment agent is preferably attached at a proportion of 0.1% by mass or more and 3% by mass or less (excluding the proportion of solvents such as water) relative to the synthetic fiber. This configuration can further enhance the effect of the present invention. In addition, the method for attaching the treatment agent is not particularly limited, and for example, a known method such as a roller oiling method, a guide oiling method using a metering pump, an immersion oiling method, and a spray oiling method can be used.

[0048] In the present invention, the use of the synthetic fiber is not particularly limited, but synthetic fibers used for industrial materials are preferred. For example, synthetic fibers used in the fields of automobiles, construction, commerce, agriculture, aquaculture, civil engineering, etc., such as fibers for air bags, fibers for seat belts, fibers for tire cords, fibers for carpets, fibers for tents, fibers for advertising cloths, fibers for fishing nets, fibers for conveyor belts, and fibers for ropes are more preferred.

[0049] The effects of the treatment agent and the synthetic fiber according to the above-described embodiment will be described. (1) The treatment agent of the above embodiment contains a lubricant, a nonionic surfactant, and an ionic surfactant, and the nonionic surfactant is constituted in a manner that includes an ester compound (A) formed by a polyol and a hydroxycarboxylic acid condensate. Therefore, the burrs of the fiber to which the treatment agent is applied can be reduced. In particular, the burrs generated by the friction between the metal rubbing body and the fiber can be reduced. In addition, the strength of the coating formed on the fiber surface based on the treatment agent is improved, and as a result, the durability of the fiber can be improved.

[0050] It should be noted that the above-mentioned embodiment may be modified as follows: The above-mentioned embodiment and the following modified examples may be implemented in combination with each other within the scope of no technical contradiction. The treatment agent of the above embodiment may be further mixed with components commonly used in treatment agents, such as stabilizers, charge control agents, linkers, antioxidants, ultraviolet absorbers, defoaming agents, preservatives, and rust inhibitors, during or after the production of the treatment agent in order to maintain the quality of the treatment agent, within the range not impairing the effects of the present invention.

[0051] From the perspective of improving the appearance stability during storage, the treatment agent may be premixed with water. In this case, the mixing ratio of the treatment agent to water is preferably 85:15 to 99.9:0.1 (mass of treatment agent:mass of water). Example

[0052] In order to more specifically describe the composition and effect of the present invention, examples are given below, but the present invention is not limited to these examples. It should be noted that, in the following examples and comparative examples, unless otherwise stated, parts refer to parts by mass, and % refers to mass %.

[0053] Test group 1 (preparation of treatment agent) (Example 1) As shown in Table 1, the treatment agent of Example 1 was prepared, which contained: 20 parts (%) of trimethylolpropane trioleate (ES-1) as a smoothing agent, 10 parts (%) of rapeseed oil (ES-3), 5 parts (%) of diisostearyl thiodipropionate (ES-5), 25 parts (%) of an ester compound (A-1) as a nonionic surfactant, 15 parts (%) of a substance obtained by esterifying 2 mol of oleic acid with 1 mol of polyethylene glycol (mass average molecular weight 600) (A3-1), and 10 mol of ethylene oxide (hereinafter referred to as E-2) added to 1 mol of oleyl alcohol. O) (N-1) 5 parts (%), a substance formed by adding 10 mol of EO to 1 mol of isotridecanol (N-2) 10 parts (%), sorbitan monooleate (N-5) 5 parts (%), a substance formed by adding 5 mol of EO to 1 mol of stearylamine (N-10) 3 parts (%), a secondary alkane sulfonic acid sodium salt (carbon atoms 11 to 14) (I-1) as an ionic surfactant 1.5 parts (%), and a phosphate ester of oleyl alcohol EO 5 mol addition product-laurylamine EO 10 mol addition product salt (I-5) 0.5 parts (%).

[0054] (Examples 2 to 16, Comparative Examples 1 to 4) The treatment agents of Examples 2 to 16 and Comparative Examples 1 to 4 were prepared in the same manner as the treatment agent of Example 1 so as to contain a smoothing agent, a nonionic surfactant, and an ionic surfactant in the ratios shown in Tables 1 and 2.

[0055] The type and content of the lubricant, the type and content of the nonionic surfactant, and the type and content of the ionic surfactant are shown in the "lubricant" column, the "nonionic surfactant" column, and the "ionic surfactant" column of Tables 1 and 2, respectively.

[0056] It should be noted that the content ratio of the hydroxycarboxylic acid condensate in the treatment agent is calculated based on the content of the ester compound (A) in the treatment agent and the content of the hydroxycarboxylic acid condensate contained in the ester compound (A). The content ratio of the hydroxycarboxylic acid condensate in the ester compound (A) is measured by the method shown below. The calculation results are shown in the "Content ratio of the hydroxycarboxylic acid condensate in the treatment agent" column of Tables 1 and 2.

[0057] (Quantitative determination method of hydroxycarboxylic acid condensate) The hydroxycarboxylic acid condensate was separated from the ester compound (A) by column chromatography. The conditions of the column chromatography are as follows.

[0058] Stationary phase: silica gel Mobile phase: n-hexane / chloroform = 60 / 40 (vol%) mixed solvent After the extract is recovered, it is dried and concentrated using a heater, and the amount of the hydroxycarboxylic acid condensate contained in the ester compound (A) is quantified based on the mass of the obtained product.

[0059] [Table 1]

[0060] [Table 2]

[0061] The details of the smoothing agent, nonionic surfactant, and ionic surfactant described in Tables 1 and 2 are as follows. <Smoothing Agent> ES-1: Trimethylolpropane trioleate ES-2: Trimethylolpropane triester with coconut oil fatty acids ES-3: Rapeseed Oil ES-4: Diisostearyl adipate ES-5: Diisostearyl thiodipropionate ES-6: Isodecyl oleate <Nonionic surfactant> (Ester compound (A)) The ester compounds (A-1) to (A-15) shown in the following Table 3 were used.

[0062] Synthesis of ester compound (A-1) In a 2L four-necked flask equipped with a thermometer, a nitrogen inlet pipe, a stirrer and a cooling trap, a prescribed amount of pentaerythritol-ethylene oxide 10 mol adduct as a raw material polyol and a 12-hydroxystearic acid condensate as a hydroxycarboxylic acid condensate were added in the molar ratio shown in Table 3. 0.5% of p-toluenesulfonic acid monohydrate as a catalyst based on the total mass of the mixture was added to the mixture, and the reactor was heated with a heating jacket and reacted at 160°C under a nitrogen flow. The reaction was allowed to proceed until the acid value of the reaction liquid reached 1 mgKOH / g or less. After the reactor was cooled to 80°C, a 10% sodium hydroxide aqueous solution in an amount that could completely neutralize the residual fatty acid and the acid catalyst was added to the reaction liquid, and stirred for 30 minutes. Thereafter, dehydration was performed by stirring at 100°C and 5kPa for 1 hour. Finally, 2% by mass of activated clay was added to the reaction liquid, and the mixture was stirred at 80°C and 5kPa for 1 hour, and filtered to remove the neutralization salt and adsorbent, thereby obtaining the desired ester compound (A-1).

[0063] Synthesis of ester compounds (A-2) to (A-15) Regarding ester compounds (A-2) to (A-15), the polyols and hydroxycarboxylic acid condensates as raw materials are reacted in the ratios shown in Table 3 in the same manner as the ester compound (A-1). In addition, each ester compound is reacted at a different reaction time. The type of polyol, the type of hydroxycarboxylic acid condensate, and the charging ratio (molar ratio) of the polyol and the hydroxycarboxylic acid condensate are shown in the "Polyol" column, the "Hydroxycarboxylic Acid Condensate" column, and the "Charge Ratio" column of Table 3, respectively. The numbers in () in the "Hydroxycarboxylic Acid Condensate" column represent the condensation degree of the hydroxycarboxylic acid, for example, in the case of a dimer, it is represented as (2), and in the case of a tetramer, it is represented as (4).

[0064] It should be noted that the number of hydroxyl groups (X) and the number of ester bonds (Y) are counted based on the structural formula of the main component constituting the synthesized ester compound (A), and the ratio of X:Y is calculated. In addition, the content of unreacted hydroxycarboxylic acid condensate contained in the synthesized ester compound (A) is determined according to the method described above as the "Quantitative method for hydroxycarboxylic acid condensate". The respective values ​​are shown in the "Number of hydroxyl groups (X) in the ester compound (A) molecule: Number of ester bonds (Y)" column and the "Amount of unreacted hydroxycarboxylic acid condensate contained in the ester compound (A)" column of Table 3.

[0065] [Table 3]

[0066] (Others (1): Ester compounds of alkylene oxide and monocarboxylic acid) A3-1: esterified 2 mol of oleic acid with 1 mol of polyethylene glycol (mass average molecular weight 600) A3-2: 1.8 mol of palm oil fatty acid was esterified with 1 mol of polyethylene glycol (mass average molecular weight 400) A3-3: esterified 2 mol of palm oil fatty acid with 1 mol of polyethylene glycol (mass average molecular weight 600) A3-4: 1.5 mol of oleic acid was esterified with 1 mol of polyethylene glycol (mass average molecular weight 400) In addition, the mass average molecular weight is calculated|required by gel permeation chromatography using polyethylene glycol as a standard substance.

[0067] (Others (2): Nonionic surfactants other than those mentioned above) N-1: 10 moles of EO added to 1 mole of oleyl alcohol N-2: A substance obtained by adding 10 moles of EO to 1 mole of isotridecanol N-3: A product obtained by randomly adding 10 moles of EO and 10 moles of propylene oxide (hereinafter referred to as PO) to 1 mole of isotridecanol N-4: 5 mol of PO and then 5 mol of EO added to 1 mol of isododecanol N-5: Sorbitan monooleate N-6: Sorbitan trioleate N-7: Trimethylolpropane dioleate N-8: Glyceryl dioleate N-9: Oleic acid diethanolamide N-10: 5 moles of EO added to 1 mole of stearylamine N-11: 10 moles of EO added to 1 mole of stearylamine N-12: 3 mol of oleic acid per 1 mol of the ester compound (A-6) is esterified N-13: A product obtained by crosslinking with 0.5 mol of adipic acid and terminal esterification with 2.5 mol of palmitic acid per 1 mol of the ester compound (A-5) <Ionic surfactants> I-1: Sodium salt of secondary alkane sulfonate (carbon number 11 to 14) I-2: Dioctyl sulfosuccinate sodium salt I-3: Potassium 2-ethylhexanoate I-4: α-olefin sulfonic acid sodium salt I-5: Phosphate of oleyl alcohol EO5 molar adduct-laurylamine EO10 molar adduct salt I-6: Isostearyl phosphate-dibutylethanolamine salt Test group 2 (Evaluation of burrs) Each treatment agent just prepared was diluted with an organic solvent (a mixed solvent of n-hexane and ethanol) to prepare a 15% dilution of the treatment agent. The above dilution was applied to a non-oiled polyethylene terephthalate fiber of 1000 dtex, 126 filaments, and a characteristic viscosity of 0.93 using a guided oiling method in an amount of 1.0% based on the non-volatile component. Thereafter, a high-tension friction tester (manufactured by Toray Engineering Co., Ltd.) was used to evaluate the burrs of the fibers to which the treatment agent was applied. Specifically, under the conditions of a yarn speed of 100 m / min, a load of 2 kg, and an OPU of 1%, the burrs generated when the fiber was rubbed against a satin chrome pin at a temperature of 230°C were visually counted and evaluated according to the following criteria. The results are shown in the "Moving Yarn Burrs" column of Tables 1 and 2.

[0068] Evaluation criteria for burrs ○○(Good): 3 or less ○ (Pass): 4 or more and 7 or less ×(Unqualified): 8 or more Test group 3 (durability evaluation) In the same manner as in test group 2, the dilution of each treatment agent was applied to polyethylene terephthalate fibers using the guided oiling method in an amount of 1.0% based on the non-volatile component. The durability of the fibers to which the treatment agent was applied was then evaluated using a yarn cohesion tester (manufactured by Daiei Kagaku Seiki Seisakusho Co., Ltd.). Specifically, the two ends of the test yarn were fixed to a position where the yarn was alternately moved back and forth, and the yarn was passed through a free roller, thereby making a ring-shaped yarn channel. In the middle of the yarn channel, the yarn was brought into contact with a stainless steel mirror pin at an angle of about 90°. The measurement conditions were a load of 1.2 kg, a rubbing length of 20 mm with a stainless steel mirror pin at a temperature of 230°C, and a speed of 100 reciprocating times / minute. The number of reciprocating times until the yarn broke at the rubbing position with the stainless steel mirror pin was counted and evaluated according to the following criteria. The results are shown in the "Friction Durability" column of Tables 1 and 2.

[0069] Durability evaluation criteria ○○(Good): 1001 times or more ○(Pass): 501 times or more and 1000 times or less ×(failed): less than 500 times Test group 4 (evaluation of smoke generation) The evaluation of the smoke generation of each prepared treatment agent was performed as follows. That is, a stainless steel plate was placed on a heater in a state of being inclined at an angle of 45°, and the surface temperature of the plate was set to 250°C. When the treatment agent was dripped from the upper end of the plate at an amount of 0.5 mL / min in this state, the presence or absence of smoke generation from the treatment agent on the plate was visually confirmed, and the evaluation was performed according to the following criteria. The results are shown in the "Smoke Generation" column of Tables 1 and 2.

[0070] Evaluation criteria for smoke generation ○○(Good): No smoke ○ (Pass): Slight smoke was observed × (Unqualified): Smoking is obvious As can be seen from the results in Tables 1 and 2, the evaluations of burr, durability and smoke generation in the treatment agents of each example are all above acceptable. According to the present invention, the burr of the fiber to which the treatment agent is applied can be reduced, and the durability of the fiber can be improved, particularly in the spinning process of synthetic fibers. In addition, smoke generation in the spinning or stretching process of the fiber to which the treatment agent is applied can be reduced.

Claims

1. A treatment agent for synthetic fibers, characterized in that: It contains a smoothing agent, a nonionic surfactant and an ionic surfactant, wherein the nonionic surfactant comprises an ester compound (A) formed of a polyol and a hydroxycarboxylic acid condensate.

2. The synthetic fiber treating agent according to claim 1, wherein The polyol has a (poly)oxyalkylene group in the molecule.

3. The synthetic fiber treating agent according to claim 1, wherein The ester compound (A) includes a compound in which the ratio of the number of hydroxyl groups (X) to the number of ester bonds (Y) in the molecule satisfies X:Y=1:0.5 to 1:2.

5.

4. The synthetic fiber processing agent according to claim 1, wherein The ester compound (A) is contained in a ratio of 5 mass % or more and 30 mass % or less based on the total mass of the synthetic fiber processing agent.

5. The synthetic fiber treating agent according to claim 1, wherein The hydroxycarboxylic acid condensate is contained in a ratio of 10000 ppm or less based on the total mass of the synthetic fiber processing agent.

6. A synthetic fiber, characterized in that: The synthetic fiber treating agent according to any one of claims 1 to 5 is adhered thereto.

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