Treatment agent for synthetic fiber, method for filling container, and method for producing synthetic fiber

Abstract

To provide a synthetic fiber treatment agent capable of suppressing deterioration in performance of a synthetic fiber treatment agent even when stored for a long period of time, a method for filling a synthetic fiber treatment agent into a container, and a method for producing a synthetic fiber. A synthetic fiber treatment agent according to the present invention is characterized by containing a smoothing agent (A) that is a complete ester compound of an alcohol and a fatty acid, a nonionic surfactant (B), and the following phosphorus compound (C), wherein the pH of the 1 mass % aqueous solution of the synthetic fiber treatment agent is 6.0-9.0. The phosphorus compound (C) is at least one selected from a predetermined phosphoric acid ester (C1), an organic phosphorous ester (C2), and an organic phosphonic acid ester (C3).

Description

Treatment agent for synthetic fibers, method for filling into container, and method for manufacturing synthetic fibers

[0001] The present invention relates to a synthetic fiber treatment agent, a method for filling the same into a container, and a method for producing synthetic fibers having the synthetic fiber treatment agent attached thereto.

[0002] For example, in the spinning and drawing process and finishing process of synthetic fibers, a treatment for attaching a synthetic fiber treating agent to the surface of the fiber may be carried out from the viewpoint of reducing friction of the fiber, improving antistatic properties, and improving bundling properties.

[0003] For example, synthetic fiber treatment agents are known from the prior art, as disclosed in Patent Documents 1 to 6. Patent Document 1 discloses a synthetic fiber treatment agent comprising a smoothing agent and a specified phosphoric acid compound, while Patent Document 2 discloses a synthetic fiber treatment agent containing a smoothing component, a specified organic sulfonic acid compound, and an organic phosphoric acid ester compound.

[0004] Patent Document 3 discloses a spinning oil for synthetic fibers to be false-twisted, which contains a polyether-based lubricant, a fluorine-containing crosslinked polymer, and, if necessary, one or more components selected from a surfactant, an antistatic agent, and a pH adjuster.

[0005] Patent Document 4 discloses a method for treating synthetic fiber filament yarn, in which an aqueous solution of a predetermined lubricant, the pH of which is adjusted to 7 to 9, is applied to the synthetic fiber filament yarn so that the lubricant concentration is 0.1 to 3 wt % and the water content is 0.2 to 10 times the amount of lubricant applied, and the synthetic fiber filament yarn to which the aqueous solution has been applied is then subjected to contact heater false twist texturing.

[0006] Patent Document 5 discloses a synthetic fiber treating agent containing a polyoxyalkylene alkyl ether component having a predetermined weight average molecular weight and a polyoxyalkylene polyether component having a predetermined weight average molecular weight.

[0007] Patent Document 6 discloses a synthetic fiber treatment agent containing a specific polyoxyalkylene alkyl ether, in which the kinematic viscosity of an aqueous solution of the treatment agent having a non-volatile content of 10% by weight at 25°C is 2.0 to 3.0 mm ２ The present invention discloses a synthetic fiber treatment agent comprising:

[0008] Japanese Patent No. 5500745 Japanese Patent No. 5793607 Japanese Patent No. 3762336 Japanese Patent No. 3649422 International Publication No. 2019 / 138866 Japanese Patent No. 6625449

[0009] However, conventional synthetic fiber treatment agents have the problem that their performance deteriorates after long-term storage, particularly when stored at high temperatures for long periods.

[0010] As a result of research aimed at solving the above-mentioned problems, the present inventors have found that, in a synthetic fiber treatment agent containing a predetermined smoothing agent (A), a nonionic surfactant (B), and a phosphorus compound (C), a composition in which the pH of a 1% by mass aqueous solution of the synthetic fiber treatment agent is 6.0 or more and 9.0 or less is precisely suitable.

[0011] The following describes various aspects of the treatment agent for synthetic fibers that solve the above problems. Aspect 1 of the treatment agent for synthetic fibers contains the following smoothing agent (A), nonionic surfactant (B), and phosphorus compound (C), and is characterized in that a 1% by mass aqueous solution of the treatment agent for synthetic fibers has a pH of 6.0 or more and 9.0 or less.

[0012] The smoothing agent (A) is a complete ester compound of an alcohol and a fatty acid. The phosphorus compound (C) is at least one selected from the following phosphate ester (C1), organic phosphite ester (C2), and organic phosphonate ester (C3).

[0013] The phosphate ester (C1) includes a phosphate ester (C1a) represented by the following formula (1), a phosphate ester (C1b) represented by the following formula (2), and a phosphate ester (C1c) represented by the following formula (3).

[0014]

[0015] In formula (1), R １is a residue obtained by removing a hydroxyl group from an aliphatic monohydric alcohol having from 8 to 24 carbon atoms, or a residue obtained by removing a hydroxyl group from a compound obtained by adding 1 to 20 moles of alkylene oxide having from 2 to 3 carbon atoms per mole of an aliphatic monohydric alcohol having from 8 to 24 carbon atoms, １ and M ２ are each a hydrogen atom, an alkali metal, an alkaline earth metal (1 / 2), an organic amine salt, ammonium, or phosphonium.

[0016]

[0017] In formula (2), R ２ and R ３ are respectively a residue obtained by removing a hydroxyl group from an aliphatic monohydric alcohol having from 8 to 24 carbon atoms, or a residue obtained by removing a hydroxyl group from a compound obtained by adding 1 to 20 moles of alkylene oxide having from 2 to 3 carbon atoms per mole of aliphatic monohydric alcohol having from 8 to 24 carbon atoms, ３ is a hydrogen atom, an alkali metal, an alkaline earth metal (1 / 2), an organic amine salt, ammonium, or phosphonium.

[0018]

[0019] In formula (3), R ４ and R ５ are each a residue obtained by removing a hydroxyl group from an aliphatic monohydric alcohol having from 8 to 24 carbon atoms, or a residue obtained by removing a hydroxyl group from a compound obtained by adding 1 to 20 moles of alkylene oxide having from 2 to 3 carbon atoms per mole of aliphatic monohydric alcohol having from 8 to 24 carbon atoms, n is an integer of 2 or 3, and M ４ is a hydrogen atom, an alkali metal, an alkaline earth metal (1 / 2), an organic amine salt, ammonium, or phosphonium. ４ When there are two or more, they may be the same or different.

[0020] In Aspect 2, the synthetic fiber treating agent according to Aspect 1 is characterized in that the phosphorus compound (C) is a phosphate ester (C1). In Aspect 3, the synthetic fiber treating agent according to Aspect 1 or 2 is characterized in that the smoothing agent (A) comprises a complete ester compound (A1) of a polyhydric alcohol and a monohydric fatty acid, and the molecular weight of the complete ester compound (A1) of a polyhydric alcohol and a monohydric fatty acid is 700 or more.

[0021] In Aspect 4, in the synthetic fiber treating agent according to any one of Aspects 1 to 3, the synthetic fiber treating agent contains the smoothing agent (A) in an amount of 20% by mass or more and 70% by mass or less, the nonionic surfactant (B) in an amount of 20% by mass or more and 79.999% by mass or less, and the phosphorus compound (C) in an amount of 0.001% by mass or more and 10% by mass or less, where the total content of the smoothing agent (A), the nonionic surfactant (B), and the phosphorus compound (C) is taken as 100% by mass.

[0022] Aspect 5 is the synthetic fiber treatment agent according to any one of Aspects 1 to 4, wherein the synthetic fiber treatment agent further contains water, and the water content in the synthetic fiber treatment agent is 0.001% by mass or more and 10% by mass or less.

[0023] Aspect 6 is the synthetic fiber treating agent according to any one of Aspects 1 to 5, further comprising a nitrogen-containing antioxidant (D). Aspect 7 is the synthetic fiber treating agent according to any one of Aspects 1 to 6, further comprising the following high molecular weight compound (E).

[0024] The high molecular weight compound (E) is a compound that contains a carbonyl group in the molecule and has a mass average molecular weight of at least 4000. The method of filling a container according to Aspect 8 is a method of filling a container with the synthetic fiber treating agent according to any one of Aspects 1 to 7 so that the filling rate relative to the volume of the container is 80% or more.

[0025] A method for producing synthetic fibers according to Aspect 9 is characterized by comprising a step of applying the synthetic fiber treating agent according to any one of Aspects 1 to 7 to synthetic fibers.

[0026] According to the present invention, deterioration in the performance of a synthetic fiber treating agent can be suppressed even when the agent is stored for a long period of time.

[0027] First Embodiment A first embodiment of the synthetic fiber treatment agent (hereinafter simply referred to as the treatment agent) of the present invention will be described below. The treatment agent of this embodiment contains the following smoothing agent (A), nonionic surfactant (B), and phosphorus compound (C). The treatment agent may further contain at least one of a solvent, a nitrogen-containing antioxidant (D), and a predetermined high-molecular-weight compound (E).

[0028] (Smoothing Agent (A)) The smoothing agent used in this embodiment is a complete ester compound of an alcohol and a fatty acid. Examples of the complete ester compound include ester oils produced from an alcohol and a fatty acid having a hydrocarbon group, which will be described later.

[0029] The fatty acid used as a raw material for the complete ester compound is not particularly limited in terms of the number of carbon atoms, whether or not it is branched, valence, etc., and may be, for example, a higher fatty acid, a fatty acid having a cyclo ring, or a fatty acid having an aromatic ring. The alcohol used as a raw material for the complete ester compound is not particularly limited in terms of the number of carbon atoms, whether or not it is branched, valence, etc., and may be, for example, a higher alcohol, an alcohol having a cyclo ring, or an alcohol having an aromatic ring.

[0030] Specific examples of the complete ester compounds include (1) ester compounds of aliphatic monoalcohols and aliphatic monocarboxylic acids, such as 2-ethylhexyl stearate, octyl palmitate, oleyl laurate, oleyl oleate, isotridecyl stearate, and isotetracosyl oleate; (2) complete ester compounds of aliphatic polyhydric alcohols and aliphatic monocarboxylic acids, such as 1,6-hexanediol didecanate, glycerin trioleate, trimethylolpropane trilaurate, pentaerythritol tetraoctate, and trimethylolpropane tripartite fatty acid ester; and (3) dioleyl azelate, dioleyl thiodipropionate, and diisostearate. (3) ester compounds of aromatic monoalcohols and aliphatic monocarboxylic acids such as benzyl oleate and benzyl laurate; (4) ester compounds of aromatic monoalcohols and aliphatic monocarboxylic acids such as benzyl oleate and benzyl laurate; (5) ester compounds of aromatic polyhydric alcohols and aliphatic monocarboxylic acids such as bisphenol A dilaurate; (6) ester compounds of aliphatic monoalcohols and aromatic polycarboxylic acids such as bis-2-ethylhexyl phthalate, diisostearyl isophthalate and trioctyl trimellitate; and (7) natural oils and fats such as palm oil, coconut oil, rapeseed oil, sunflower oil, soybean oil, castor oil, sesame oil, fish oil and beef tallow.

[0031] These smoothing agents (A) may be used alone or in appropriate combination of two or more. Among these, it is preferable that the smoothing agent (A) contains a complete ester compound (A1) of a polyhydric alcohol and a monovalent fatty acid. More specifically, it is preferable that the smoothing agent (A) contains the above-mentioned compound (2) or (7). Furthermore, it is preferable that the molecular weight of the complete ester compound (A1) of a polyhydric alcohol and a monovalent fatty acid ester is 700 or more. By containing such a compound, deterioration of the performance of the treatment agent can be further suppressed even during long-term storage.

[0032] The lower limit of the content of the smoothing agent (A) in the treatment agent can be set as appropriate, but is preferably 20% by mass or more, more preferably 30% 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 improved. Furthermore, even when the treatment agent is stored for a long period of time, the deterioration of the performance of the treatment agent can be further suppressed. The upper limit of the content of the smoothing agent (A) can be set as appropriate, but is preferably 70% by mass or less, more preferably 65% ​​by mass or less. When the content is 70% by mass or less, the stability of the treatment agent can be improved. Furthermore, even when the treatment agent is stored for a long period of time, the deterioration of the performance of the treatment agent can be further suppressed. In one aspect of this embodiment, the content of the smoothing agent (A) in the treatment agent is, for example, 13% by mass or more, 15% by mass or more, 38% by mass or more, 40% by mass or more, 42% by mass or more, 45% by mass or more, 48% by mass or more, 50% by mass or more, 51% by mass or more, 58% by mass or more, or 64% by mass or more. Similarly, the content of the smoothing agent (A) in the treatment agent is, for example, 64% by mass or less, 58% by mass or less, 51% by mass or less, 50% by mass or less, 48% by mass or less, 45% by mass or less, 42% by mass or less, 40% by mass or less, 38% by mass or less, 15% by mass or less, or 13% by mass or less. Ranges combining the above upper and lower limits are also contemplated.

[0033] (Nonionic surfactant (B)) As nonionic surfactant (B), for example, the compound with (poly) oxyalkylene structure that alkylene oxide is added to alcohols or carboxylic acids, the ether-ester compound with (poly) oxyalkylene structure that alkylene oxide is added to the ester compound of carboxylic acids and polyhydric alcohol, the compound with (poly) oxyalkylene structure that alkylene oxide is added to the ester compound of carboxylic acids and polyhydric alcohol as amine compound, the compound with (poly) oxyalkylene structure that alkylene oxide is added to the partial ester compound of carboxylic acids and polyhydric alcohol etc., the amide compound that condenses amine compound and carboxylic acids, the compound with (poly) oxyalkylene structure that alkylene oxide is added to fatty acid amide, the compound with polyoxyethylene chain and polyoxypropylene chain, etc. have polyoxyalkylene structure.It should be noted that this does not include the high molecular weight compound (E) that will be described later.

[0034] Specific examples of alcohols used as raw materials for the nonionic surfactant (B) include: (1) linear 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 isohexanol; (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.

[0035] Specific examples of carboxylic acids used as raw materials for the nonionic surfactant (B) 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) polycarboxylic acids such as adipic acid, sebacic acid, and tricarbaryl.

[0036] The alkylene oxide used as a raw material for forming the (poly)oxyalkylene structure of the nonionic surfactant (B) is preferably an alkylene oxide having 2 to 4 carbon atoms. Specific examples of alkylene oxide include ethylene oxide, propylene oxide, and butylene oxide. The number of moles of alkylene oxide added is set appropriately, but is preferably 0.1 to 60 moles, more preferably 1 to 40 moles, and even more preferably 2 to 30 moles. Ranges combining the above upper and lower limits are also contemplated. 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 charged raw material. 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 block addition, random addition, or a combination of block addition and random addition, and is not particularly limited.

[0037] Specific examples of polyhydric alcohols used as raw materials for the nonionic surfactant (B) 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, 2-methyl-2-hydroxymethyl-1,3-propanediol, trimethylolpropane, sorbitan, pentaerythritol, and sorbitol.

[0038] Specific examples of the aliphatic amine used as a raw material for the nonionic surfactant (B) include methylamine, ethylamine, butylamine, octylamine, laurylamine, octadecylamine, octadecenylamine, and coconut amine.

[0039] Specific examples of fatty acid amides used as raw materials for the nonionic surfactant (B) include octylic 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.

[0040] Specific examples of the nonionic surfactant (B) include a compound in which an alkylene oxide is added to hydrogenated castor oil, a diester of polyethylene glycol and oleic acid, a compound in which ethylene oxide and propylene oxide are randomly added to cetyl alcohol, a compound in which an alkylene oxide is added to a mixed alcohol having 12 and 13 carbon atoms, a compound in which an alkylene oxide is added to laurylamine, and a compound in which an alkylene oxide is added to stearylamine.

[0041] These nonionic surfactants (B) may be used alone or in appropriate combination of two or more. The lower limit of the content of the nonionic surfactant (B) in the treatment agent may be appropriately set, but is preferably 20% by mass or more, more preferably 25% by mass or more. When the content is 20% by mass or more, the stability of the treatment agent can be improved. Furthermore, even when the treatment agent is stored for a long period of time, the deterioration of the performance of the treatment agent can be further suppressed. The upper limit of the content of the nonionic surfactant (B) may be appropriately set, but is preferably 79.999% by mass or less, more preferably 70% by mass or less. When the content is 79.999% by mass or less, the stability of the treatment agent can be improved. Furthermore, even when the treatment agent is stored for a long period of time, the deterioration of the performance of the treatment agent can be further suppressed. In one aspect of this embodiment, the content of the nonionic surfactant (B) in the treatment agent is, for example, 30% by mass or more, 31.9% by mass or more, 33.5% by mass or more, 35% by mass or more, 37% by mass or more, 38% by mass or more, 38.6% by mass or more, 39.5% by mass or more, 42% by mass or more, 44% by mass or more, 45% by mass or more, 55% by mass or more, 62.2% by mass or more, or 63.5% by mass or more. Similarly, the content of the nonionic surfactant (B) in the treatment agent is, for example, 63.5% by mass or less, 62.2% by mass or less, 55% by mass or less, 45% by mass or less, 44% by mass or less, 42% by mass or less, 39.5% by mass or less, 38.6% by mass or less, 38% by mass or less, 37% by mass or less, 35% by mass or less, 33.5% by mass or less, 31.9% by mass or less, or 30% by mass or less. Any combination of the above upper and lower limits is also contemplated.

[0042] (Phosphorus Compound (C)) The phosphorus compound (C) is at least one selected from the following phosphate ester (C1), organic phosphite ester (C2), and organic phosphonate ester (C3). Among these, the phosphorus compound (C) is preferably the phosphate ester (C1). By using the phosphate ester (C1), deterioration of the performance of the treatment agent can be further suppressed even when the treatment agent is stored for a long period of time.

[0043] The phosphate ester (C1) includes a phosphate ester (C1a) represented by the following formula (1), a phosphate ester (C1b) represented by the following formula (2), and a phosphate ester (C1c) represented by the following formula (3).

[0044]

[0045] In formula (1), R １ is a residue obtained by removing a hydroxyl group from an aliphatic monohydric alcohol having from 8 to 24 carbon atoms, or a residue obtained by removing a hydroxyl group from a compound obtained by adding 1 to 20 moles of alkylene oxide having from 2 to 3 carbon atoms per mole of an aliphatic monohydric alcohol having from 8 to 24 carbon atoms, １ and M ２ are each a hydrogen atom, an alkali metal, an alkaline earth metal (1 / 2), an organic amine salt, ammonium, or phosphonium.

[0046] The aliphatic monohydric alcohol may be a saturated aliphatic alcohol or an unsaturated aliphatic alcohol. It may be linear or have a branched chain structure. Specific examples of the aliphatic monohydric alcohol include: (1) linear alkyl alcohols such as octanol, nonanol, decanol, undecanol, dodecanol, tridecanol, tetradecanol, pentadecanol, hexadecanol, heptadecanol, octadecanol, nonadecanol, eicosanol, heneicosanol, docosanol, tricosanol, and tetracosanol; and (2) 2-ethylhexanol, isononanol, isodecanol, isododecanol, isotridecanol, and isotetradecanol. (3) branched alkyl alcohols such as isopentadecanol, isohexadecanol, isoheptadecanol, isooctadecanol, isononadecanol, isoeicosanol, isoheneicosanol, isodocosanol, isotricosanol, and isotetracosanol; (4) linear alkenyl alcohols such as tetradecenol, hexadecenol, heptadecenol, octadecenol, oleyl alcohol, and nonadecenol; and (5) branched alkenyl alcohols such as isohexadecenol and isooctadecenol.

[0047] Specific examples of alkylene oxides include ethylene oxide and propylene oxide. The number of moles of alkylene oxide added per mole of aliphatic monohydric alcohol having from 8 to 24 carbon atoms is from 1 to 20 moles, preferably from 2 to 15 moles. Any combination of the above upper and lower limits is also contemplated. The number of moles of alkylene oxide added indicates the number of moles of alkylene oxide per mole of aliphatic alcohol compound in the charged raw material. As the alkylene oxide, one type of alkylene oxide may be used alone, or two types of alkylene oxides may be used in appropriate combination. When two types of alkylene oxides are used, the addition form thereof may be any of block addition, random addition, and a combination of block addition and random addition, and is not particularly limited.

[0048] M １ and M ２ Each of the symbols represents a hydrogen atom, an alkali metal, an alkaline earth metal (1 / 2), an organic amine salt, ammonium, or phosphonium. Since alkaline earth metals are divalent, alkaline earth metal (1 / 2) refers to M １ or M ２ Specific examples of alkali metals include sodium, potassium, and lithium. Specific examples of alkaline earth metals include magnesium and calcium.

[0049] Specific examples of organic amines include: (1) aliphatic amines such as methylamine, dimethylamine, trimethylamine, ethylamine, diethylamine, triethylamine, N-N-diisopropylethylamine, butylamine, dibutylamine, 2-methylbutylamine, tributylamine, octylamine, laurylamine, 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 3-aminopropene; and (5) polyoxyalkylene alkylamino ethers such as polyoxyethylene laurylamino ether and polyoxyethylene sterylamino ether.

[0050] Specific examples of the phosphonium include quaternary phosphoniums such as tetramethylphosphonium, tetraethylphosphonium, tetrabutylphosphonium, tetraoctylphosphonium, dibutyldihexylphosphonium, trihexyltetradecylphosphonium, triethyloctylphosphonium, and triphenylmethylphosphonium.

[0051]

[0052] In formula (2), R ２ and R ３ are respectively a residue obtained by removing a hydroxyl group from an aliphatic monohydric alcohol having from 8 to 24 carbon atoms, or a residue obtained by removing a hydroxyl group from a compound obtained by adding 1 to 20 moles of alkylene oxide having from 2 to 3 carbon atoms per mole of aliphatic monohydric alcohol having from 8 to 24 carbon atoms, ３ is a hydrogen atom, an alkali metal, an alkaline earth metal (1 / 2), an organic amine salt, ammonium, or phosphonium.

[0053] R ２or R ３ Specific examples of the residue obtained by removing a hydroxyl group from an aliphatic monohydric alcohol having from 8 to 24 carbon atoms, or a residue obtained by removing a hydroxyl group from a compound obtained by adding 1 to 20 moles of alkylene oxide having from 2 to 3 carbon atoms per mole of an aliphatic monohydric alcohol having from 8 to 24 carbon atoms, include R １ The specific examples listed in the above can be adopted.

[0054] M ３ Specific examples of M in formula (1) １ or M ２ Examples of such examples include those given in the above.

[0055]

[0056] In formula (3), R ４ and R ５ are each a residue obtained by removing a hydroxyl group from an aliphatic monohydric alcohol having from 8 to 24 carbon atoms, or a residue obtained by removing a hydroxyl group from a compound obtained by adding 1 to 20 moles of alkylene oxide having from 2 to 3 carbon atoms per mole of aliphatic monohydric alcohol having from 8 to 24 carbon atoms, n is an integer of 2 or 3, and M ４ is a hydrogen atom, an alkali metal, an alkaline earth metal (1 / 2), an organic amine salt, ammonium, or phosphonium. ４ When there are two or more, they may be the same or different.

[0057] R ４ or R ５ Specific examples of the residue obtained by removing a hydroxyl group from an aliphatic monohydric alcohol having from 8 to 24 carbon atoms, or a residue obtained by removing a hydroxyl group from a compound obtained by adding 1 to 20 moles of alkylene oxide having from 2 to 3 carbon atoms per mole of an aliphatic monohydric alcohol having from 8 to 24 carbon atoms, include R １ The specific examples listed in the above can be adopted.

[0058] M ４ Specific examples of M in formula (1) １ or M ２Examples of such NMR analytes include those exemplified in the above. In P-NMR measurement of the phosphate ester (C1) pretreated by alkaline overneutralization, the P-NMR integral ratios attributable to the phosphate ester (C1a), phosphate ester (C1b), phosphate ester (C1c), and inorganic phosphoric acid or a salt thereof are not particularly limited. When the total of the P-NMR integral ratios attributable to the phosphate ester (C1a), phosphate ester (C1b), phosphate ester (C1c), and inorganic phosphoric acid or a salt thereof is taken as 100%, the P-NMR integral ratio attributable to the phosphate ester (C1c) is preferably 1% or more and 90% or less, more preferably 10% or more and 80% or less, and even more preferably 15% or more and 70% or less.

[0059] By having the P NMR integral ratio assigned to the phosphate ester (C1c) within the above range, deterioration in the performance of the treatment agent can be further suppressed even when the treatment agent is stored for a long period of time. The "alkaline overneutralization pretreatment" refers to a pretreatment in which an excess amount of alkali is added to the phosphate ester compound. Specific examples of the alkali include, but are not limited to, organic amines, alkali metal or alkaline earth metal hydroxides, etc. Furthermore, the alkali may be the same as or different from the alkali used in synthesizing the phosphate ester salt. Specific examples of the organic amine include those exemplified as organic amines constituting the phosphate ester salt described above. Specific examples of the alkali metal or alkaline earth metal hydroxides include, for example, sodium hydroxide, potassium hydroxide, magnesium hydroxide, etc.

[0060] Specific examples of the phosphate ester (C1) include a salt of a compound obtained by phosphorylating isocetyl alcohol and a compound obtained by adding 10 moles of ethylene oxide to 1 mole of laurylamine, and a compound obtained by phosphorylating isocetyl alcohol.

[0061] Organic phosphite ester (C2) is phosphorous acid (P(OH) ３ ) having an organic group (R: substituent) in the phosphoric acid compound (P(OR) ３ The organic phosphonate ester (C3) is phosphonic acid (HP(O)(OH) ２) a phosphoric acid compound having a substituent (R) (RP(O)(OR) ２ ) P(OR) ３ (phosphite ester) is RP(=O)(OR) ２ It tautomerizes to the (phosphonate ester) side.

[0062] Examples of the substituents constituting the organic phosphite ester (C2) or the organic phosphonate ester (C3) include aliphatic hydrocarbon groups and aromatic hydrocarbon groups. When multiple substituents are present in one molecule, the substituents may be the same or different. Furthermore, the esters may be monoesters, diesters, or triesters.

[0063] The hydrocarbon group may be a saturated hydrocarbon group or an unsaturated hydrocarbon group, and may be a straight-chain hydrocarbon group or a branched-chain hydrocarbon group.

[0064] The unsaturated hydrocarbon group may be an alkenyl group having one double bond as an unsaturated carbon bond, an alkadienyl group or an alkatrienyl group having two or more double bonds, or an alkynyl group having one triple bond as an unsaturated carbon bond, or an alkadiynyl group having two or more triple bonds.

[0065] The number of carbon atoms constituting the hydrocarbon group is not particularly limited, and may be, for example, from 1 to 30. Specific examples of linear saturated hydrocarbon groups include methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, icosyl, docosyl, and tricosyl groups.

[0066] Specific examples of branched saturated hydrocarbon groups include isobutyl, isopentyl, isohexyl, isoheptyl, isooctyl, isononyl, isodecyl, isoundecyl, isododecyl, isotridecyl, isotetradecyl, isopentadecyl, isohexadecyl, isoheptadecyl, isooctadecyl, isoicosyl, isodocosyl, and isotricosyl groups.

[0067] Specific examples of the straight-chain unsaturated hydrocarbon group having one double bond in the hydrocarbon group include butenyl, pentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, undecenyl, dodecenyl, tridecenyl, tetradecenyl, pentadecenyl, hexadecenyl, heptadecenyl, octadecenyl, icosenyl, docosenyl, and tricosenyl groups.

[0068] The aromatic hydrocarbon group is not particularly limited as long as it is a hydrocarbon group having a single ring or a condensed ring as an aromatic ring, and examples thereof include aryl groups such as a phenyl group, a naphthyl group, a tolyl group, a xylyl group, and an alkylphenyl group.

[0069] Specific examples of the organic phosphite (C2) or the organic phosphonate (C3) include triphenyl phosphite, trisnonylphenyl phosphite, tricresyl phosphite, triethyl phosphite, tris(2-ethylhexyl) phosphite, tridecyl phosphite, tris(tridecyl) phosphite, trilauryl phosphite, tris(decyl / lauryl=1 / 1) phosphite, trioleyl phosphite, diphenyl mono(2-ethylhexyl) phosphite, diphenyl monodecyl phosphite, diphenyl mono(tridecyl) phosphite, tetraphenyl dipropylene phosphite, glycol diphosphite, tetraphenyltetra(tridecyl)pentaerythritol tetraphosphite, tetra(alkyl having 12 to 15 carbon atoms)-4,4'-isopropylidenediphenyl diphosphite, bis(tridecyl)pentaerythritol diphosphite, bis(nonylphenyl)pentaerythritol diphosphite, 4,4'-butylidene-bis(3-methyl-6-t-butylphenyl-di-tridecyl phosphite), tristearyl phosphite, distearyl pentaerythritol diphosphite, tris(2,4-di-t-butylphenyl)phosphite, and the like.

[0070] These phosphorus compounds (C) may be used alone or in appropriate combination of two or more. The lower limit of the content of the phosphorus compound (C) in the treatment agent can be set appropriately, but is preferably 0.001 mass% or more, more preferably 0.01 mass% or more, and even more preferably 0.1 mass% or more. When the content is 0.001 mass% or more, degradation of the performance of the treatment agent can be further suppressed even when the treatment agent is stored for a long period of time. The upper limit of the content of the phosphorus compound (C) can be set appropriately, but is preferably 10 mass% or less, more preferably 5 mass% or less. When the content is 10 mass% or less, degradation of the performance of the treatment agent can be further suppressed even when the treatment agent is stored for a long period of time. In one aspect of this embodiment, the content of the phosphorus compound (C) in the treatment agent is, for example, 0.5 mass% or more, 0.6 mass% or more, 0.8 mass% or more, 0.9 mass% or more, 1 mass% or more, 1.4 mass% or more, or 1.7 mass% or more. Similarly, the content of the phosphorus compound (C) in the treatment agent is, for example, 1.7 mass% or less, 1.4 mass% or less, 1 mass% or less, 0.9 mass% or less, 0.8 mass% or less, 0.6 mass% or less, or 0.5 mass% or less. Any combination of the above upper and lower limits is also contemplated.

[0071] When the total content of the smoothing agent (A), the nonionic surfactant (B), and the phosphorus compound (C) in the treatment agent is taken as 100% by mass, it is preferable that the smoothing agent (A) is contained in an amount of 20% by mass to 70% by mass, the nonionic surfactant (B) is contained in an amount of 20% by mass to 79.999% by mass, and the phosphorus compound (C) is contained in an amount of 0.001% by mass to 10% by mass. By specifying the content ratios within these ranges, deterioration of the performance of the treatment agent can be further suppressed even when the treatment agent is stored for a long period of time.

[0072] (pH) The lower limit of the pH (25°C) of a 1% by mass aqueous solution of the treatment agent is 6.0 or higher, preferably 6.2 or higher. When the pH is 6.0 or higher, deterioration of the performance of the treatment agent can be suppressed even when the treatment agent is stored for a long period of time. The upper limit of the pH (25°C) of a 1% by mass aqueous solution of the treatment agent is 9.0 or lower, preferably 8.7 or lower. When the pH is 9.0 or lower, deterioration of the performance of the treatment agent can be suppressed even when the treatment agent is stored for a long period of time. In one aspect of this embodiment, the pH (25°C) of a 1% by mass aqueous solution of the treatment agent is, for example, 6.4 or higher, 6.7 or higher, 6.8 or higher, 7 or higher, 7.3 or higher, 7.4 or higher, 7.5 or higher, 7.7 or higher, 7.9 or higher, 8.3 or higher, 8.4 or higher, 8.5 or higher, 8.6 or higher, or 8.7 or higher. Similarly, the pH (25°C) of a 1% by weight aqueous solution of the treatment agent is, for example, 8.6 or less, 8.5 or less, 8.4 or less, 8.3 or less, 7.9 or less, 7.7 or less, 7.5 or less, 7.4 or less, 7.3 or less, 7 or less, 6.8 or less, 6.7 or less, or 6.4 or less. Ranges combining any of the above upper and lower limits are also contemplated. The pH of the ion-exchanged water used to dilute the treatment agent during pH measurement is 6.0 to 7.0 (25°C), and indicates the value measured within 30 minutes of preparing a 1% by weight aqueous solution. Furthermore, if the treatment agent contains a solvent, the 1% by weight aqueous solution is a mixture containing the solvent.

[0073] (Solvent) The treatment agent of this embodiment may contain a solvent if necessary. Examples of the solvent include water and organic solvents. Specific examples of organic solvents include lower alcohols such as ethanol and propanol, and low-polarity solvents such as hexane and normal paraffin. These solvents may be used alone or in appropriate combination of two or more. Among these, water and normal paraffin having a carbon number of 10 to 15 are preferred from the viewpoints of excellent dispersibility or solubility of each component and excellent handleability.

[0074] The lower limit of the water content in the treatment agent is set as appropriate, but is preferably 0.001% by mass or more, more preferably 0.01% by mass or more, and even more preferably 0.1% by mass or more. When the content is 0.001% by mass or more, degradation of the performance of the treatment agent can be further suppressed even when the treatment agent is stored for a long period of time. The upper limit of the water content is set as appropriate, but is preferably 25% by mass or less, more preferably 15% by mass or less, and even more preferably 10% by mass or less. When the content is 25% by mass or less, degradation of the performance of the treatment agent can be further suppressed even when the treatment agent is stored for a long period of time. In particular, degradation of the performance of the treatment agent can be suppressed even when the treatment agent is stored at a high temperature for a long period of time. Note that ranges combining the above upper and lower limits are also contemplated.

[0075] (Nitrogen-containing antioxidant (D)) The treatment agent of this embodiment may contain a nitrogen-containing antioxidant (D) as needed. By containing the nitrogen-containing antioxidant (D) in the treatment agent, deterioration in the performance of the treatment agent can be further suppressed even when the treatment agent is stored for a long period of time.

[0076] Specific examples of the nitrogen-containing antioxidant (D) include (1) phenolic antioxidants such as 1,3,5-tris(3',5'-di-t-butyl-4'-hydroxybenzyl)-s-triazine-2,4,6-(1H,3H,5H)trione and 1,3,5-tris(4-t-butyl-3-hydroxy-2,6-dimethylbenzyl)isocyanuric acid, (2) monoalkyldiphenylamine compounds such as monooctyldiphenylamine and monononyldiphenylamine; 4,4'-dibutyldiphenylamine, 4,4'-dipentyldiphenylamine, and 4,4'-dihexyldiphenylamine. dialkyldiphenylamine compounds such as 4,4'-diheptyldiphenylamine, 4,4'-dioctyldiphenylamine, 4,4'-dinonyldiphenylamine, and N-dinonyldiphenylamine; amine-based antioxidants such as polyalkyldiphenylamine compounds such as tetrabutyldiphenylamine, tetrahexyldiphenylamine, tetraoctyldiphenylamine, and tetranonyldiphenylamine; and sulfur-based antioxidants such as (3) 6-(4-hydroxy-3,5-di-tert-butylanilino)-2,4-bis(octylthio)-1,3,5-triazine.

[0077] These nitrogen-containing antioxidants (D) may be used alone or in appropriate combination of two or more. The lower limit of the content of the nitrogen-containing antioxidant (D) in the treatment agent is set appropriately, but is preferably 0.01 mass% or more, more preferably 0.1 mass% or more. When the content is 0.01 mass% or more, deterioration of the performance of the treatment agent can be further suppressed even when the treatment agent is stored for a long period of time. The upper limit of the content of the nitrogen-containing antioxidant (D) is set appropriately, but is preferably 5 mass% or less, more preferably 3 mass% or less. When the content is 5 mass% or less, deterioration of the performance of the treatment agent can be further suppressed even when the treatment agent is stored for a long period of time. Note that ranges obtained by arbitrarily combining the above upper and lower limits are also contemplated.

[0078] (High molecular weight compound (E)) The treatment agent of this embodiment may contain a high molecular weight compound (E) if necessary. By containing a high molecular weight compound (E) in the treatment agent, deterioration in the performance of the treatment agent can be further suppressed even when the treatment agent is stored for a long period of time. The high molecular weight compound (E) is a compound that contains a carbonyl group in the molecule and has a mass average molecular weight of 4000 or more. Examples of carbonyl groups include aldehydes, ketones, carboxylic acids, ester compounds, amide compounds, and imide compounds.

[0079] Specific examples of the high molecular weight compound (E) include compounds obtained by esterifying, with carboxylic acids, an ether / ester compound having a (poly)oxyalkylene structure in which alkylene oxide is added to an ester compound of a carboxylic acid and a polyhydric alcohol, hydrogenated castor oil ethylene oxide adducts, dibasic acid condensates of hydrogenated castor oil ethylene oxide adducts, compounds in which the ends of these are blocked with monovalent fatty acids, polybutenyl succinimide, polymethacrylate, etc.

[0080] These high molecular weight compounds (E) may be used alone or in appropriate combination of two or more. The lower limit of the content of the high molecular weight compound (E) in the treatment agent is set appropriately, but is preferably 0.1 mass% or more, more preferably 1 mass% or more. When the content is 0.1 mass% or more, the deterioration of the performance of the treatment agent can be further suppressed even when the treatment agent is stored for a long period of time. The upper limit of the content of the high molecular weight compound (E) is set appropriately, but is preferably 20 mass% or less, more preferably 10 mass% or less. When the content is 20 mass% or less, the deterioration of the performance of the treatment agent can be further suppressed even when the treatment agent is stored for a long period of time. Note that ranges obtained by arbitrarily combining the above upper and lower limits are also contemplated.

[0081] (Effects of this embodiment) The effects of the treatment agent of the first embodiment will be described. (1-1) The treatment agent of the first embodiment contains the smoothing agent (A), the nonionic surfactant (B), and the phosphorus compound (C), and the pH of a 1% by mass aqueous solution of the treatment agent is adjusted to 6.0 or more and 9.0 or less. Therefore, even after long-term storage, deterioration in the performance of the treatment agent can be suppressed. More specifically, the tar cleaning ability on the drawing roller during the spinning process can be reduced.

[0082] In particular, even if the treatment agent is stored at a high temperature for a long period of time, the deterioration of the performance of the treatment agent can be suppressed. More specifically, even if the treatment agent is stored at a high temperature for a long period of time, the tar cleaning property on the drawing roller in the spinning process can be reduced.

[0083] Second Embodiment A method of filling a container with a treatment agent according to a second embodiment includes first preparing the treatment agent by mixing the components described above, and then filling a finished container with the mixed treatment agent at a predetermined filling rate relative to the volume of the container. The filling rate of the treatment agent in the finished container is preferably specified to be in the range of 80% by volume or more and 100% by volume or less, as calculated from the following formula (1) at 1 atmosphere and 25°C:

[0084]

[0085] By specifying the concentration within this range, the oxygen that the treatment agent comes into contact with can be reduced, thereby preventing a decrease in the performance of the treatment agent. Furthermore, when filling the treatment agent into a product container, it is preferable to use a nitrogen pressure feed or pump to avoid contact with oxygen. The container material is not particularly limited, but iron, stainless steel, high-density polyethylene, or a storage container with an inner bag made of high-density polyethylene is preferred.

[0086] (Effects of this embodiment) The effects of the method of filling a container with a treatment agent according to the second embodiment will be described. (2-1) In the method according to the second embodiment, the filling rate of the container with the treatment agent is set to 80% by volume or more. This reduces the amount of oxygen that the treatment agent comes into contact with, thereby preventing performance degradation of the treatment agent. In particular, even if the treatment agent is stored at high temperatures for a long period of time, performance degradation of the treatment agent can be prevented.

[0087] Third Embodiment Next, a third embodiment of the synthetic fiber according to the present invention will be described. The synthetic fiber of this embodiment has the non-volatile components of the treatment agent of the first embodiment adhered to its surface. That is, this embodiment provides a treated synthetic fiber comprising a synthetic fiber and the treatment agent adhered to its surface. In other words, a modified synthetic fiber is obtained by adhering the treatment agent to the surface of the synthetic fiber. The non-volatile components refer to a treatment agent that has been heat-treated at 105°C for two hours to thoroughly remove volatile components. The treatment agent may be applied to the synthetic fiber in the form of a diluted solution diluted with a dilution solvent, such as an organic solvent solution or an aqueous solution. From the viewpoints of the adhesion of the treatment agent to the fiber and economic efficiency, it is preferable to use a hydrocarbon having 10 to 15 carbon atoms and / or water as the dilution solvent. The synthetic fiber is obtained by adhering a dilution solution such as an aqueous solution to the synthetic fiber, for example, during a spinning or drawing process. The dilution solvent adhered to the synthetic fiber may be evaporated by a drawing or drying process. The adhering process is not particularly limited as long as it is a spinning process. The effects of the present invention can be further enhanced by using the present invention in a manufacturing facility or process that includes a step of passing the film through rollers at 150° C. or higher in the stretching or heat treatment process.

[0088] (Synthetic Fibers) 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. Of these, the treatment agent is preferably applied to polyester fibers and polyamide fibers.

[0089] There are no particular restrictions on the proportion of the treatment agent applied to the synthetic fibers, but it is preferable to apply the treatment agent at a proportion of 0.1% by mass to 3% by mass (excluding solvents such as water) relative to the synthetic fibers. This configuration further improves the effects of the present invention. There are also no particular restrictions on the method for 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.

[0090] In the present invention, the use of the synthetic fiber is not particularly limited, but synthetic fibers used in industrial materials are preferred, such as fibers for airbags, seat belts, tire cords, carpets, tents, advertising fabrics, fishing nets, conveyor belts, ropes, and other fields such as automobiles, construction, commerce, agriculture, fisheries, and civil engineering.

[0091] (Effects of this embodiment) The effects of the synthetic fiber of the third embodiment will be described. In addition to the effects of the above-described embodiments, the third embodiment has the following effects.

[0092] (3-1) The synthetic fibers of the third embodiment are coated with the treatment agent of the first embodiment. Therefore, even if the treatment agent is stored for a long period of time, the various effects of each component, such as efficacy for long fibers, can be effectively exerted. In particular, tar cleanability can be improved.

[0093] (Modifications) The above embodiment may be modified as follows: The above embodiment and the following modifications may be combined and implemented within the scope of technical compatibility.

[0094] Each of the treatment agents of the above embodiments may further contain other components commonly used in treatment agents, such as other solvents, stabilizers, antistatic agents, binders, antioxidants other than those mentioned above, UV absorbers, organic acids, surfactants other than those mentioned above, smoothing agents other than those mentioned above, and pH adjusters, to maintain the quality of each treatment agent, as long as the effects of the present invention are not impaired. Examples of pH adjusters include phosphates and carboxylates, which have pH buffering properties. The content of the pH adjuster in the nonvolatile content of the treatment agent is preferably less than 2% by mass, from the viewpoint of further improving the tar reduction effect. When a carboxylate salt is present in the treatment agent, the mass ratio of the carboxylate salt to the phosphorus compound (C) is preferably 2 / 1 to 1 / 100, more preferably 1 / 2 to 1 / 100, even more preferably 1 / 10 to 1 / 100, and particularly preferably 1 / 20 to 1 / 100. In order to efficiently exert the efficacy of the present invention, the amount of other components commonly used in treatment agents other than the solvent is preferably 20% by mass or less in each treatment agent.

[0095] Examples will be given below to more specifically illustrate the configuration and effects of the present invention, but the present invention is not limited to these examples. In the following examples and comparative examples, parts mean parts by mass, and % means % by mass.

[0096] Test Section 1 (Preparation of Treatment Agent) (Example 1) The treatment agent of Example 1 contained 50 parts of trimethylolpropane tripartite fatty acid ester (molecular weight 890) (A-1a) as the smoothing agent (A), 20 parts of a compound (B-2b) obtained by esterifying 20 moles of ethylene oxide to 1 mole of hydrogenated castor oil with 2 moles of oleic acid as the nonionic surfactant (B), 19 parts of a diester of polyethylene glycol (mass average molecular weight 400) and oleic acid (B-3), 0.5 parts of a compound (B-6) obtained by adding 4 moles of ethylene oxide to 1 mole of laurylamine, and a compound (C) obtained by phosphorylating isocetyl alcohol and 10 moles of ethylene oxide to 1 mole of laurylamine. The treating agent of Example 1 was prepared by adding 1 part of the salt of the adduct compound (C-1), 0.5 parts of 1,3,5-tris(4-t-butyl-3-hydroxy-2,6-dimethylbenzyl)isocyanuric acid (D-1) as the nitrogen-containing antioxidant (D), 4 parts of a compound (mass average molecular weight 6000) (E-1) obtained by esterifying a compound obtained by adding 40 moles of ethylene oxide to 1 mole of hydrogenated castor oil with maleic acid and stearic acid as the high molecular weight compound, and 1 part of sodium secondary alkyl (having 12 to 18 carbon atoms) sulfonate (40% aqueous solution) (F-1) and 4 parts of normal paraffin (having 12, 13, and 14 carbon atoms) (F-5) as other components to a beaker and mixing them well.

[0097] Examples 2 to 19, Comparative Examples 1 to 8 The treating agents of Examples 2 to 19 and Comparative Examples 1 to 8 were prepared in the same manner as in Example 1 using the components shown in Tables 1 and 2.

[0098] The type and content of the smoothing agent (A), the type and content of the nonionic surfactant (B), the type and content of the phosphorus compound (C), the type and content of the nitrogen-containing antioxidant (D), the type and content of the high-molecular-weight compound (E), and the type and content of other components in the treatment agent of each example are as shown in the "Smoothing agent (A)" column, the "Nonionic surfactant (B)" column, the "Phosphorus compound (C)" column, the "Nitrogen-containing antioxidant (D)" column, the "High-molecular-weight compound (E)" column, and the "Other components" column in Tables 1 and 2, respectively.

[0099] The values ​​shown in the "pH" column in Tables 1 and 2 are the pH of a 1% aqueous solution of the treatment agent in each example. The pH of the ion-exchanged water used to dilute the treatment agent during pH measurement was 6.0 to 7.0 (25°C), and the values ​​shown were measured within 30 minutes of preparing the 1% aqueous solution. The concentration conditions for pH measurement are for a 1% aqueous solution as a mixture that also includes the solvent in the treatment agent (water, paraffin, etc.). The pH measurement method for the "1% aqueous solution" columns in Tables 3 to 6 described below is the same.

[0100]

[0101]

[0102] Details of the smoothing agent (A), nonionic surfactant (B), phosphorus compound (C), nitrogen-containing antioxidant (D), high molecular weight compound (E), and other components shown in Tables 1 and 2 are as follows:

[0103] (Smoothing Agent (A)) The various smoothing agents shown in Table 3 below were used.

[0104]

[0105] (Nonionic Surfactant (B)) The nonionic surfactants shown in Table 4 below were used.

[0106]

[0107] (Phosphorus Compound (C)) The phosphorus compounds (C) shown in Table 5 below were used.

[0108]

[0109] The values ​​in parentheses shown in Table 5 indicate the P nucleus NMR integral ratio of each component when the total of the P nucleus NMR integral ratios attributable to the phosphate ester (C1a), the phosphate ester (C1b), the phosphate ester (C1c), and inorganic phosphoric acid or a salt thereof is taken as 100%.

[0110] (Nitrogen-containing antioxidants (D)) D-1: 1,3,5-tris(4-t-butyl-3-hydroxy-2,6-dimethylbenzyl)isocyanuric acid (trade name Cyanox 1790, manufactured by Cytec Corporation) rd-1: tetrakis[methylene-3-(3',5'-di-t-butyl-4'-hydroxyphenyl)propionate]methane (trade name Adekastab AO60, manufactured by ADEKA Corporation) (High molecular weight compound (E)) E-1: a compound obtained by esterifying a compound obtained by adding 40 moles of ethylene oxide to 1 mole of hydrogenated castor oil with maleic acid and stearic acid (mass average molecular weight 6000) (pH of a 1% aqueous solution: 4.3) (Other components) The other components shown in Table 6 below were used.

[0111]

[0112] Test Section 2 (Evaluation of Initial Tar Cleaning Ability) Each of the various prepared treatment agents was uniformly diluted with ion-exchanged water or an organic solvent diluent as necessary to obtain a 15% diluted solution. The diluted solution was applied to an oil-free polyethylene terephthalate fiber having 1670 dtex, 96 filaments, and an intrinsic viscosity of 0.93 by the oiling roller oiling method so that the amount applied was 5.0% as nonvolatile matter, and the diluted solution was dried to obtain a test yarn.

[0113] The test yarn was run for 12 hours at an initial tension of 1.5 kg and a yarn speed of 0.1 m / min in contact with a matte chrome pin having a surface temperature of 250°C. Dirt that had formed on the matte chrome pin obtained in the above test was wiped off with a cotton swab soaked in a 5% sodium hydroxide glycerin solution, and the cleanability was evaluated according to the following criteria. The results are shown in the "Initial tar cleanability" column in Tables 1 and 2.

[0114] - Evaluation criteria for initial tar cleaning properties 5 (very excellent): When the dirt can be wiped off with less than 10 wipes 4 (excellent): When the dirt can be wiped off with 10 to less than 50 wipes 3 (good): When the dirt can be wiped off with 50 to less than 100 wipes 2 (fair): When the dirt can be wiped off with 100 to less than 200 wipes 1 (unfair): When the dirt cannot be wiped off even with 200 or more wipes Test category 3 (evaluation of tar cleaning properties after high-temperature treatment) Various prepared treatment agents were stored in a sealed state at 60°C for 3 weeks, and then uniformly diluted with ion-exchanged water or a diluent of an organic solvent to make a 15% diluted solution. The diluent was applied to oil-free polyethylene terephthalate fibers having 1670 decitex, 96 filaments, and an intrinsic viscosity of 0.93 using an oiling roller oiling method so that the amount applied was 5.0 mass % in terms of non-volatile content, and the diluent was dried to obtain a test yarn.

[0115] The test yarn was run for 12 hours at an initial tension of 1.5 kg and a yarn speed of 0.1 m / min in contact with a matte chrome pin having a surface temperature of 250°C. Dirt that had formed on the matte chrome pin obtained in the above test was wiped off with a cotton swab soaked in a 5% sodium hydroxide glycerin solution, and the cleanability was evaluated according to the following criteria. The results are shown in the "Tar Cleanability After High-Temperature Treatment" column in Tables 1 and 2.

[0116] Evaluation criteria for tar cleanability after high-temperature treatment 5 (very excellent): Dirt can be wiped off with less than 10 wipes 4 (excellent): Dirt can be wiped off with 10 to less than 50 wipes 3 (good): Dirt can be wiped off with 50 to less than 100 wipes 2 (fair): Dirt can be wiped off with 100 to less than 200 wipes 1 (poor): Dirt cannot be wiped off even with 200 or more wipes From the results in the above table, it can be seen that the present invention can improve tar cleanability. Also, the tar cleanability after high-temperature treatment of the treatment agent can be improved.

Claims

1. A synthetic fiber treatment agent containing the following smoothing agent (A), nonionic surfactant (B), and phosphorus compound (C), characterized in that a 1% by mass aqueous solution of the synthetic fiber treatment agent has a pH of 6.0 to 9.

0. Smoothing agent (A): A complete ester compound of an alcohol and a fatty acid. Phosphorus compound (C): At least one selected from the following phosphate ester (C1), organic phosphite ester (C2), and organic phosphonate ester (C3). Phosphate ester (C1): A phosphate ester containing phosphate ester (C1a) represented by formula (1), phosphate ester (C1b) represented by formula (2), and phosphate ester (C1c) represented by formula (3). (In formula (1), R １ M: A residue obtained by removing a hydroxyl group from an aliphatic monohydric alcohol having from 8 to 24 carbon atoms, or a residue obtained by removing a hydroxyl group from a compound obtained by adding 1 to 20 moles of alkylene oxide having from 2 to 3 carbon atoms per mole of aliphatic monohydric alcohol having from 8 to 24 carbon atoms. １ , M ２ : hydrogen atom, alkali metal, alkaline earth metal (1 / 2), organic amine salt, ammonium, or phosphonium. (In formula (2), R ２ , R ３ M: A residue obtained by removing a hydroxyl group from an aliphatic monohydric alcohol having from 8 to 24 carbon atoms, or a residue obtained by removing a hydroxyl group from a compound obtained by adding 1 to 20 moles of alkylene oxide having from 2 to 3 carbon atoms per mole of aliphatic monohydric alcohol having from 8 to 24 carbon atoms. ３ : hydrogen atom, alkali metal, alkaline earth metal (1 / 2), organic amine salt, ammonium, or phosphonium. (In formula (3), R ４ , R ５ M: a residue obtained by removing a hydroxyl group from an aliphatic monohydric alcohol having from 8 to 24 carbon atoms, or a residue obtained by removing a hydroxyl group from a compound obtained by adding 1 to 20 moles of alkylene oxide having from 2 to 3 carbon atoms per mole of aliphatic monohydric alcohol having from 8 to 24 carbon atoms. n: an integer of 2 or 3. ４ : hydrogen atom, alkali metal, alkaline earth metal (1 / 2), organic amine salt, ammonium, or phosphonium, provided that M ４ When there are two or more, they may be the same or different.) 2. The synthetic fiber treating agent according to claim 1, wherein the phosphorus compound (C) is a phosphate ester (C1).

3. The synthetic fiber treatment agent according to claim 1, wherein the smoothing agent (A) comprises a complete ester compound (A1) of a polyhydric alcohol and a monovalent fatty acid, and the molecular weight of the complete ester compound (A1) of a polyhydric alcohol and a monovalent fatty acid is 700 or more.

4. The synthetic fiber treatment agent according to claim 1, wherein the smoothing agent (A) is contained in an amount of 20% by mass or more and 70% by mass or less, the nonionic surfactant (B) is contained in an amount of 20% by mass or more and 79.999% by mass or less, and the phosphorus compound (C) is contained in an amount of 0.001% by mass or more and 10% by mass or less, where the total content of the smoothing agent (A), the nonionic surfactant (B), and the phosphorus compound (C) is taken as 100% by mass.

5. The synthetic fiber treatment agent according to claim 1, further comprising water, the content of water in the synthetic fiber treatment agent being 0.001% by mass or more and 10% by mass or less.

6. The synthetic fiber treating agent according to claim 1, further comprising a nitrogen-containing antioxidant (D).

7. The synthetic fiber treatment agent according to claim 1, further comprising the following high molecular weight compound (E): High molecular weight compound (E): a compound containing a carbonyl group in the molecule and having a mass average molecular weight of 4,000 or more.

8. A method for filling a container with the synthetic fiber processing agent according to any one of claims 1 to 7 so that the filling rate relative to the volume of the container is 80% or more.

9. A method for producing synthetic fibers, comprising the step of applying the synthetic fiber treatment agent according to any one of claims 1 to 7 to synthetic fibers.

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