TW202409379A - Synthetic fiber treatment agent, synthetic fiber, and method for producing synthetic fiber treatment agent - Google Patents

Abstract

The present invention addresses the problem of providing: a treatment agent for synthetic fibers, the treatment agent being capable of having improved tar removing properties, while having low smoke evolution properties; and the like. The present invention provides a treatment agent for synthetic fibers, the treatment agent containing an ester compound (A) and being characterized in that the peroxide value detected from the treatment agent for synthetic fibers is 100 meq/kg or less.

Description

Treatment agent for synthetic fiber, synthetic fiber, and method for producing the treatment agent for synthetic fiber

The present invention relates to a processing agent for synthetic fibers, synthetic fibers, and a method for manufacturing a processing agent for synthetic fibers that can improve tar cleanability and achieve low smoke generation.

For example, in the spinning and stretching process of synthetic fibers, a fiber treatment agent is sometimes applied to the surface of the fiber in order to improve smoothness, antistatic properties, etc.

Currently, there are known treatment agents for synthetic fibers disclosed in Patent Documents 1 to 3. Patent Document 1 discloses a lubricating treatment composition for synthetic fibers, which has been subjected to a heat treatment step containing a specific bisphenol A alkylene oxide adduct. Patent Document 2 discloses a treatment agent for synthetic fibers, which contains an ester compound formed by at least one selected from an organic acid having a sulfur element in its molecule and an ester-forming derivative of an organic acid having a sulfur element in its molecule and Guerbet Alcohol having a carbon number of 6 to 22. Patent Document 3 discloses a treatment agent for synthetic fibers, which contains an ester compound having a specific thioether bond, wherein the acid value is 0.2 to 10 mgKOH/g and the ash content is 0.01 to 0.5 mass %.

Prior technical literature patent documents Patent Document 1: Japanese Patent Application Publication No. Sho 52-155299 Patent Document 2: Japanese Patent Application Publication No. 2020-094304 Patent Document 3: Japanese Patent Application Publication No. 2018-150665

Problems that the invention aims to solve However, conventional synthetic fiber treatment agents are still seeking to improve tar cleaning performance and low smoke emission.

means to solve problems The inventors of the present invention conducted research to solve the above-mentioned problems, and as a result found that among the synthetic fiber treatment agents, a structure in which the peroxide value detected from the synthetic fiber treatment agent is limited to a specific range is particularly effective.

Each form to solve the above problems is described.

Form 1: A treatment agent for synthetic fibers, which contains an ester compound (A). The key point is that the peroxide value detected from the treatment agent for synthetic fibers is 100 meq/kg or less.

Aspect 2: The treatment agent for synthetic fibers according to Aspect 1, wherein the peroxide value detected from the treatment agent for synthetic fibers is 50 meq/kg or less.

Aspect 3: The treatment agent for synthetic fibers according to Aspect 1 or 2, wherein the ester compound (A) contains an ester compound (A1) having a thioether bond in the molecule.

Aspect 4: The treatment agent for synthetic fibers according to any one of Aspects 1 to 3, wherein the ester compound (A) includes a complete ester compound (A2) formed from a trivalent to tetravalent polyhydric alcohol and a fatty acid.

Aspect 5: The treatment agent for synthetic fibers according to any one of Aspects 1 to 4, further containing an ionic surfactant (B).

Aspect 6: The synthetic fiber treating agent according to aspect 5, wherein the ionic surfactant (B) comprises a sulfonic acid compound (B1).

Aspect 7: The synthetic fiber treating agent according to any one of aspects 1 to 6, further comprising a nonionic surfactant (C).

Aspect 8: The treatment agent for synthetic fibers according to Aspect 7, wherein the nonionic surfactant (C) contains a compound (C1) obtained by adding an alkylene oxide to a primary organic amine.

Form 9: A synthetic fiber, wherein the synthetic fiber treating agent according to any one of Forms 1 to 8 is attached thereto.

Embodiment 10: A method for producing a treatment agent for synthetic fibers according to any one of Embodiments 1 to 8. The key point is to calculate from the following formula (1) at 25°C under atmospheric pressure. The filling rate is set to 60 volume% or more and 100 volume% or less, .

Invention Efficacy According to the present invention, the tar cleaning performance can be improved and low smoke emission can be achieved.

<First embodiment> The following describes the first embodiment of the present invention, which is a treatment agent for synthetic fibers (hereinafter referred to as the treatment agent). The treatment agent of this embodiment contains an ester compound (A), and the peroxide value detected from the treatment agent is 100 meq/kg or less.

(Ester compound (A)) The ester compound (A) is not particularly limited as long as it can be used as a lubricant in the field of treatment agents, and ester compounds made from fatty acids and alcohols can be cited. The ester compound (A) can also be made from fatty acids and alcohols having odd or even numbers of alkyl groups, for example, as described later. The fatty acid used as the raw material of the ester compound is not particularly limited in terms of the number of carbon atoms, the presence or absence of branches, the valence, etc., and can be, for example, a higher fatty acid, a fatty acid having a ring, or a fatty acid having an aromatic ring. The alcohol used as the raw material of the ester compound is not particularly limited in terms of the number of carbon atoms, the presence or absence of branches, the valence, etc., and can be, for example, a higher alcohol, an alcohol having a ring, or an alcohol having an aromatic ring.

The ester compound (A) preferably contains an ester compound (A1) having a thioether bond in the molecule. When the ester compound (A) contains the ester compound (A1), it is possible to suppress an increase in the peroxide value described below, improve tar cleaning properties, and achieve low smoke generation properties.

Specific examples of the ester compound (A1) having a thioether bond in the molecule include dioctylthiodipropionate, diisolaurylthiodipropionate, dilaurylthiodipropionate, and diisolaurylthiodipropionate. Isopalmityl thiodipropionate, diisostearyl thiodipropionate, dioleyl thiodipropionate, diisotetradecyl thiodipropionate, di(2- Decyl-1-tetradecanol) thiodipropionate, di(2-dodecyl-1-hexadecanol) thiodipropionate, di(2-octyl-1-decyl) Alcohol) thiodipropionate, 2-ethylhexyl (lauryl thiodipropionate), octyl thiodipropionate, isolauryl thiodipropionate, lauryl thiodipropionate Ester, isopalmityl thiodipropionate, isostearyl thiodipropionate, oleyl thiodipropionate, isotetradecyl thiodipropionate, etc.

Among the ester compounds (A1), it is preferred to include thiodipropionic acid esters, more specifically, an ester compound formed by guerbet alcohol having a carbon number of 24 to 32 and thiodipropionic acid. By including such an ester compound, particularly low smoke emission can be further achieved.

The lower limit of the content of the ester compound (A1) in the treatment agent is preferably 0.5 mass % or more, more preferably 1 mass % or more. In addition, the upper limit of the content of the ester compound (A1) is preferably 30 mass % or less, more preferably 25 mass % or less, and particularly preferably 5 mass % or less. By limiting the content to the range of the ratio, the effect of the present invention can be further enhanced. The range may also be any combination of the upper and lower limits.

In addition, the ester compound (A) is preferably a complete ester compound (A2) formed by a trivalent or higher and tetravalent polyol and a fatty acid. When the ester compound (A) includes the ester compound (A2), low smoke emission can be further achieved.

Specific examples of the polyol having a valence of not less than 3 and not more than 4 valence as a raw material of the perfect ester compound (A2) include glycerol, neopentylerythritol, trimethylolpropane, and 2-methyl-2-hydroxymethyl-1. , 3-propanediol, 1,2,3-butanetriol, 1,2,4-butanetriol, butylenetriol, 1,2,3-pentanetriol, 1,2,4-pentanetriol, etc.

The fatty acid used as the raw material of the complete ester compound (A2) can be any known fatty acid as appropriate, and may be a saturated fatty acid or an unsaturated fatty acid. In addition, it may be a linear fatty acid or a branched fatty acid. In addition, it may be a monovalent fatty acid or a polybasic acid. Specific examples of fatty acids include (1) straight-chain alkyl fatty 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, docosanoic acid, and tetracosanoic acid; (2) branched-chain alkyl fatty acids such as 2-ethylhexanoic acid, isododecanoic acid, isotridecanoic acid, isotetradecanoic acid, isohexadecanoic acid, and isooctadecanoic acid; (3) straight-chain olefin fatty acids such as crotonic acid, myristic acid, palmitoleic acid, oleic acid, tallow acid, eicosenoic acid, linoleic acid, α-linolenic acid, γ-linolenic acid, and arachidic acid; and (4) naturally derived fatty acids such as castor oil fatty acid, sesame oil fatty acid, rosin oil fatty acid, soybean oil fatty acid, rapeseed oil fatty acid, palm oil fatty acid, palm kernel fatty acid, and coconut oil fatty acid.

Specific examples of the complete ester compound (A2) include glycerol trioleate, trihydroxymethylpropane trilaurate, pentaerythritol tetraoctanoate, triester formed by trihydroxymethylpropane and a mixed acid (a mixture of palm kernel fatty acid and vegetable oleic acid), triester formed by trihydroxymethylpropane and rapeseed oil fatty acid, triester formed by trihydroxymethylpropane and coconut oil fatty acid, tetraester formed by pentaerythritol and palm oil fatty acid, coconut oil, rapeseed oil, sunflower seed oil, soybean oil, castor oil, sesame oil, and animal and vegetable oils such as fish oil.

The lower limit of the content ratio of the complete ester compound (A2) in the treatment agent is preferably 10 mass% or more, more preferably 20 mass% or more. In addition, the upper limit of the content ratio of the complete ester compound (A2) is preferably 70 mass% or less, more preferably 60 mass% or less. By limiting the content ratio within the range, low smoke generation can be further achieved. Among them, any combination of the above upper and lower limits may be used.

Specific examples of the ester compound (A) other than the above-mentioned ester compound (A1) and the complete ester compound (A2) include (1) butyl stearate, octyl stearate, oleyl laurate, oil Aliphatic monohydric alcohols such as oleyl oleate, isopentadecyl isostearate, octyl palmitate, oleyl erucate, isotridecyl stearate and other aliphatic monocarboxylic acids The ester compound formed, the (poly)oxyalkylene adduct formed by adding an alkylene oxide with a carbon number of 2 to 4 to an aliphatic monohydric alcohol and an aliphatic monocarboxylic acid; (2) An ester compound formed by an aliphatic polyhydric alcohol such as 1,6-hexanediol dialcyl ester and an aliphatic monocarboxylic acid, or an ester compound formed by adding an alkylene oxide with a carbon number of 2 to 4 to an aliphatic polyhydric alcohol (polymer) ) A complete ester compound formed by an oxyalkylene adduct and an aliphatic monocarboxylic acid; (3) Dilauryl adipate, dioleyl adipate, dioleyl azelate, dipolymer Complete ester compounds formed from aliphatic monohydric alcohols such as oxyethylene lauryl adipate and aliphatic polycarboxylic acids, (poly)oxygens formed by adding an alkylene oxide with a carbon number of 2 to 4 to an aliphatic monohydric alcohol. Complete ester compounds formed by alkylene adducts and aliphatic polycarboxylic acids; (4) aromatic monovalent compounds such as benzyl oleate, benzyl laurate and polyoxypropylene benzyl stearate. Ester compounds formed by alcohols and aliphatic monocarboxylic acids, (poly)oxyalkylene adducts formed by adding an alkylene oxide with a carbon number of 2 to 4 to an aromatic monohydric alcohol, and aliphatic monocarboxylic acids. Ester compounds formed; (5) Complete ester compounds formed by aromatic polyols such as bisphenol A dilaurate and polyoxyethylene bisphenol A dilaurate and aliphatic monocarboxylic acids. Addition of aromatic polyols A complete ester compound formed from a (poly)oxyalkylene oxide adduct of an alkylene oxide with a carbon number of 2 to 4 and an aliphatic monocarboxylic acid; (6) Bis-2-ethylhexylphthalate A complete ester compound formed by aliphatic monohydric alcohols such as acid ester, diisostearyl isophthalate, trioctyl trimellitate and aromatic polycarboxylic acid, carbon addition to aliphatic monohydric alcohols Complete ester compounds formed from (poly)oxyalkylene adducts of alkylene oxides of 2 to 4 and aromatic polycarboxylic acids, etc.

The ester compounds (A) may be used alone or in combination of two or more.

The lower limit of the content ratio of the ester compound (A) in the treatment agent is preferably 25 mass% or more, more preferably 30 mass% or more. When the content ratio is 25% by mass or more, the smoothness imparted by the treatment agent to the fibers can be further improved. The upper limit of the content ratio of the ester compound (A) is preferably 80 mass% or less, more preferably 70 mass% or less. When the content ratio is 80% by mass or less, the stability of the treatment agent can be further improved. Among them, any combination of the above upper and lower limits may be used.

(Other Smoothing Agents) For the purpose of improving the smoothness of synthetic fibers, the treatment agent may contain other smoothing agents other than the ester compound (A) within a range that does not impair the effects of the present invention. Examples of such a smoothing agent include mineral oil (a product with a dynamic viscosity of 5 mm ² /s or more at 40° C.), polyolefin, and the like.

Examples of the mineral oil include aromatic hydrocarbons, paraffinic hydrocarbons, naphthenic hydrocarbons, and the like. More specific examples include mandrel oil, flowing paraffin, and the like.

As the polyolefin, poly-α-olefin that can be used as a smoothing component can be used. Specific examples of the polyolefin include poly-α-olefins obtained by polymerizing 1-butene, 1-hexene, 1-decene, and the like. As the poly-α-olefin, commercially available products can be appropriately used.

(Ionic surfactant (B)) The treatment agent may further contain an ionic surfactant (B). By including an ionic surfactant (B) in the treatment agent, the tar cleaning performance can be particularly improved. The ionic surfactant (B) may be a known one as appropriate. Examples of the ionic surfactant (B) include anionic surfactants, cationic surfactants, and amphoteric surfactants.

As the anionic surfactant, known ones can be appropriately used. Specific examples of the anionic surfactant include (1) aliphatic alcohols such as lauryl phosphate salt, cetyl phosphate salt, octyl phosphate salt, oleyl phosphate salt, stearyl phosphate salt, etc. Phosphate ester salt; (2) The addition of polyoxyethylene lauryl ether phosphate ester salt, polyoxyethylene oil ether phosphate ester salt, polyoxyethylene stearyl ether phosphate ester salt, etc. to aliphatic alcohols is selected from ethylene oxide and cyclic Phosphate ester salts of at least one alkylene oxide of propane oxy; (3) Lauryl sulfonate, myristyl sulfonate, cetyl sulfonate, oleyl sulfonate, stearyl sulfonate Salt, tetradecyl sulfonate, dodecyl benzene sulfonate, secondary alkyl sulfonic acid (carbon number 13 to 15) salt, secondary alkyl sulfonic acid (carbon number 11 to 14) salt , α-olefin sulfonate and other aliphatic sulfonates or aromatic sulfonates; (4) Sulfate ester salts of aliphatic alcohols such as lauryl sulfate ester salt, oleyl sulfate ester salt, stearyl sulfate ester salt and other aliphatic alcohols ; (5) Polyoxyethylene lauryl ether sulfate, polyoxyalkylene (polyoxyethylene, polyoxypropylene) lauryl ether sulfate, polyoxyethylene oil ether sulfate, etc. are optional additions to aliphatic alcohols. Sulfate ester salts composed of at least one alkylene oxide of ethylene oxide and propylene oxide; (6) Castor oil fatty acid sulfate ester salt, sesame oil fatty acid sulfate ester salt, rosin oil fatty acid sulfate ester salt, soybean oil fatty acid sulfate ester salt ester salts, rapeseed oil fatty acid sulfate ester salts, palm oil fatty acid sulfate ester salts and other sulfate ester salts derived from natural fatty acids; (7) sulfate ester salts of castor oil, sesame oil sulfate ester salts, rosin oil sulfate ester salts, Sulfate ester salts of natural oils and fats such as soybean oil sulfate ester salts, rapeseed oil sulfate ester salts, and palm oil sulfate ester salts; (8) Fatty acid salts such as laurate, oleate, and stearate; (9) Dioctyl Sulfosuccinate ester salts of aliphatic alcohols such as sulfosuccinate and other aliphatic alcohols. Examples of counter ions of the anionic surfactant include alkali metal salts such as potassium salt and sodium salt, alkanolamine salts such as ammonium salts, triethanolamine salts, (poly)oxyalkylenealkylamine salts, and dibutylethanolamine salts, etc. .

From the viewpoint of improving tar cleanability, the anionic surfactant preferably contains a sulfonic acid compound (B1) such as an aliphatic sulfonate.

When the anionic surfactant contains a sulfonic acid compound (B1), the ester compound (A) is preferably a combination of thiodipropionate, more specifically, a combination of Gelbe alcohol having a carbon number of 24 to 32 and a thiodipropionate. Ester compound formed from dipropionic acid. According to this structure, the effect of the present invention can be further enhanced.

The lower limit of the content of the sulfonic acid compound (B1) in the treatment agent is preferably 0.1 mass % or more, more preferably 0.5 mass % or more. In addition, the upper limit of the content of the sulfonic acid compound (B1) is preferably 5 mass % or less, more preferably 3.5 mass % or less. By limiting the content to the range of the ratio, the tar cleaning performance can be further improved. The range may also be any combination of the upper and lower limits.

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

Specific examples of the amphoteric surfactant include betaine-type amphoteric surfactants, etc. The ionic surfactant (B) may be used alone or in combination of two or more ionic surfactants.

The lower limit of the content of the ionic surfactant (B) in the treatment agent is preferably 0.1 mass % or more, more preferably 1 mass % or more. The upper limit of the content of the ionic surfactant (B) is preferably 10 mass % or less, more preferably 6 mass % or less. By limiting the content to the range of the ratio, the tar cleaning performance can be further improved. The range may also be any combination of the upper and lower limits.

(Non-ionic surfactant (C)) The treatment agent may further contain a non-ionic surfactant (C). By including a non-ionic surfactant (C) in the treatment agent, the stability of the appearance of the treatment agent can be improved, and the diluent for applying the synthetic fiber can also be a solvent with different polarities such as water and/or an organic solvent.

Examples of the nonionic surfactant (C) include compounds having a (poly)oxyalkylene structure in which alkylene oxide is added to alcohols or carboxylic acids, and compounds having an ester compound in which carboxylic acids and polyhydric alcohols are added. Ether/ester compounds with (poly)oxyalkylene oxide structures that are converted into alkylene oxides, compounds that are obtained by adding alkylene oxide to natural fats and oils, or compounds that are obtained by esterifying the compounds with carboxylic acids, and have properties such as A compound (C1) with a (poly)oxyalkylene structure in which alkylene oxide is added to an amine compound of a primary organic amine, and a (poly)oxyalkylene structure in which alkylene oxide is added to fatty acid amide compounds. compounds, amide compounds formed by the condensation of amine compounds and carboxylic acids, partial ester compounds formed by carboxylic acids and polyols, etc. Among these, from the viewpoint of further improving tar cleaning properties, a compound (C1) containing an alkylene oxide added to a primary organic amine is preferred.

Specific examples of alcohols used as raw materials of the nonionic surfactant (C) include (1) methanol, ethanol, propanol, butanol, pentanol, hexanol, octanol, nonanol, decanol, and decanol. Monoalkanol, dodecanol, tridecanol, myristyl alcohol, pentadecyl alcohol, cetyl alcohol, heptadecanol, stearyl alcohol, nonadecanol, eicosanol, di Undecanol, docosanol, tricosanol, tetracosanol, pentacosanol, hexacosanol, heptacosanol, octacosanol, twenty-nine Alkanol, triacontanol and other linear alkanols; (2) Isopropyl alcohol, isobutyl alcohol, isohexyl alcohol, 2-ethylhexanol, isononyl alcohol, isodecanol, isododecanol, isodecyl alcohol Tridecyl alcohol, isostearyl alcohol, isopentadecanol, isohexadecanol, isoheptadecanol, isostearyl alcohol, isopenadecanol, isoeicosanol, isopentadecanol Alkanol, iso-tetracosyl alcohol, iso-tetracosyl alcohol, iso-pentadecanol, iso-hexadecanol, iso-tetracosyl alcohol, iso-octacosanol Branched alkanols such as alcohol, isopenacosanol, isotriacontanol; (3) straight chain alkanols such as tetradecenol, hexadecenol, heptadecenol, octadecenol, nonadecenol, etc. Enols; (4) Branched enols such as isohexadecenyl alcohol and isostearenol; (5) Cyclic alkanols such as cyclopentanol and cyclohexanol; (6) Phenol, nonylphenol, benzyl alcohol, Aromatic alcohols such as monostyrenated phenol, distyrenated phenol, triphenrenated phenol, etc.

Specific examples of carboxylic acids used as raw materials of the nonionic surfactant (C) include (1) caprylic acid, nonanoic acid, capric acid, undecanoic acid, dodecanoic acid, tridecanoic acid, and tetradecane. Acid, pentadecanoic acid, hexadecanoic acid, heptadecanoic acid, octadecanoic acid, nonadecanoic acid, eicosanoic acid, hexadecanoic acid, behenic acid and other linear alkyl carboxylic acids ; (2) Branched chain alkyl carboxylic acids such as 2-ethylhexanoic acid, isododecanoic acid, isotridecanoic acid, isotetradecanoic acid, isohexadecanoic acid, isostearanoic 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 ricinoleic acid Acid etc.

The alkylene oxide used as a raw material for forming the (poly)oxyalkylene structure of the nonionic surfactant (C) is preferably an alkylene oxide having 2 to 4 carbon atoms. Specific examples of alkylene oxide include ethylene oxide, propylene oxide, butylene oxide, and the like. The added molar number of alkylene oxide can be appropriately set, but is preferably 0.1 mol or more and 250 mol or less, more preferably 1 mol or more and 200 mol or less, most preferably 2 mol or more and 150 mol or less. It can also be a range of any combination of the above upper and lower limits. Here, the added mole number of alkylene oxide means the mole number of alkylene oxide relative to 1 mole of the addition target compound in the charged raw material. As the alkylene oxide, one type of alkylene oxide may be used alone, or two or more types of alkylene oxide may be used in appropriate combination. When two or more types of alkylene oxide are applicable, the addition forms may be block addition, random addition, or a combination of block addition and random addition, and are not particularly limited.

Specific examples of the polyol used as the raw material of the nonionic surfactant (C) 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, diglycerol, 2-methyl-2-hydroxymethyl-1,3-propanediol, trihydroxy Methylpropane, sorbitol, neopentylerythritol, sorbitol, etc.

Specific examples of the aliphatic amine or primary organic amine used as the raw material of the non-ionic surfactant (C) include methylamine, ethylamine, butylamine, octylamine, laurylamine, octadecylamine (stearylamine), octadecylamine, coconut amine, etc.

Specific examples of the fatty acid amide used as the raw material of the nonionic surfactant (C) include octanoic acid amide, lauric acid amide, palmitic acid amide, stearic acid amide, oleic acid amide, and phthalic acid amide. amide, lignoceramide, etc.

Specific examples of the compound (C1) obtained by adding alkylene oxide to a primary organic amine include, for example, a compound obtained by adding 3 moles of ethylene oxide (hereinafter referred to as EO) to 1 mol of laurylamine, and p-laurylamine. It is made by adding EO 10 mole to 1 mole, it is made by adding EO 10 mole to 1 mole of stearylamine, it is made by adding EO 15 mole to 1 mole of stearylamine, etc. Among them, the number of moles of alkylene oxide added to compound (C1) can be appropriately set, and is preferably from 1 mol to 25 moles, more preferably from 3 moles to 20 moles. It can also be a range of any combination of the above upper and lower limits.

The lower limit of the content ratio of the compound (C1) formed by adding alkylene oxide to a primary organic amine in the treatment agent is preferably 0.1 mass % or more, more preferably 1 mass % or more. The upper limit of the content ratio of the compound (C1) is preferably 10 mass % or less, more preferably 5 mass % or less. By limiting the content ratio to the range, the tar cleaning performance can be further improved. The range may also be any combination of the upper and lower limits mentioned above.

Specific examples of the nonionic surfactant (C) other than the above include a compound obtained by adding 10 mol of EO to 1 mol of stearyl alcohol, a compound obtained by adding 10 mol of EO to 1 mol of isotridecanol, a compound obtained by randomly adding 10 mol of EO to 1 mol of isotridecanol and 10 mol of propylene oxide (hereinafter referred to as PO), a compound obtained by adding 10 mol of EO to 1 mol of hydrogenated castor oil, a compound obtained by adding 20 mol of EO to 1 mol of hydrogenated castor oil and then esterifying with 3 mol of oleic acid, a compound obtained by adding 25 mol of EO to 1 mol of hydrogenated castor oil and then crosslinking with adipic acid and then terminally esterifying with stearic acid (mass average molecular weight 5000), sorbitan monolaurate, sorbitan trioleate and 1 mol of EO 10 mol, ester formed by 1 mol of diglycerol and 2 mol of isostearic acid, diester formed by polyethylene glycol (mass average molecular weight 600) and lauric acid, diester formed by polyethylene glycol (mass average molecular weight 600) and oleic acid, oleyl diethanolamide, etc.

As the nonionic surfactant (C), one type of nonionic surfactant can be used alone, or two or more types of nonionic surfactant can be used in appropriate combination.

In the treatment agent, the lower limit of the content ratio of the nonionic surfactant (C) is preferably 20 mass% or more, more preferably 25 mass% or more. The upper limit of the content ratio of the nonionic surfactant (C) is preferably 70 mass% or less, more preferably 65 mass% or less. By limiting the content ratio to this range, the stability of the appearance of the treatment agent can be improved, and the diluent when coating synthetic fibers can also be applied to solvents with different polarities such as water and/or organic solvents. Among them, any combination of the above upper and lower limits may be used.

When the total content ratio of the smoothing agent (A), the ionic surfactant (B), and the nonionic surfactant is 100% by mass, the synthetic fiber treatment agent of the present invention preferably contains the smoothing agent (A) The ratio is 15 mass % or more and 80 mass % or less, the ionic surfactant (B) is 0.1 mass % or more and 15 mass % or less, and the nonionic surfactant (C) is 15 mass % or more and 80 mass % or less. By being limited to this range, the effect of the present invention can be further enhanced.

(Peroxide value) The peroxide value detected from the treatment agent is 100meq/kg or less, preferably 50meq/kg or less, and more preferably 20meq/kg or less. The peroxide value increases during storage, but even if it exceeds 0meq/kg, as long as it is within this range, the tar cleaning performance can be improved and low smoke generation can be achieved. Among them, the peroxide value in the treatment agent can be measured by titration using potentiometric titration according to the measurement method (peroxide value (chloroform method)) of the "Standard Oil and Fats Analysis Test Method" established by the Japan Oil Chemical Society.

(Manufacturing method of treatment agent) The treatment agent is filled in a product container after mixing the above-mentioned components. From the viewpoint of suppressing the peroxide value, the raw materials of the treatment agent are preferably stored at 80°C or less, more preferably at 10°C or more and 50°C or less, and most preferably at 20°C or more and 30°C or less. The filling rate of the treatment agent in the product container is preferably limited to: the filling rate calculated from the following formula (1) at 25°C under atmospheric pressure is within the range of 60 volume % or more and 100 volume % or less.

By limiting it to this range, it is possible to reduce the amount of oxygen that the treatment agent comes into contact with, thereby suppressing an increase in peroxide valence, improving tar cleaning properties, and achieving low smoke generation properties. In addition, the filling temperature of the product container with the treatment agent is preferably 20°C or more and 80°C or less, and more preferably 50°C or less. When the filling temperature is above 20°C, the viscosity of the treatment agent can be reduced to speed up the filling speed of the treatment agent, thereby improving usability. In addition, when the filling temperature is 80° C. or lower, the reaction between oxygen and the treatment agent can be reduced, thereby suppressing an increase in the peroxide valence. In addition, from the viewpoint of suppressing an increase in the peroxide value, the storage temperature of the treatment agent filled in the product container is preferably 80°C or lower, more preferably 10°C or more and 50°C or lower, and most preferably 20°C or more and 30°C the following. The treatment agent is preferably adjusted to a temperature suitable for each treatment agent before use. In addition, when filling the treatment agent into the product container, from the viewpoint of avoiding contact with oxygen and suppressing an increase in the peroxide value, it is preferable to use nitrogen pressure conveying or a method of using a pump.

The gas-liquid contact area/volume of the treatment agent in the product container is preferably 0 [1/cm] or more and 0.1 [1/cm] or less (25°C). By limiting it to this range, the contact between the treatment agent and oxygen can be reduced, thereby suppressing the increase in the peroxide value.

(Others) The concentration of Cu ions in the treatment agent is preferably 50 ppm or less, more preferably 10 ppm or less, further preferably 5 ppm or less, and most preferably 1 ppm or less. By limiting the concentration to this level, the increase in smoke after long-term storage can be suppressed.

The concentration of Fe ions in the treatment agent is preferably 50 ppm or less, more preferably 10 ppm or less, still more preferably 5 ppm or less, most preferably 1 ppm or less. By limiting the concentration to this value, it is possible to suppress an increase in smoke generation after long-term storage.

In order to suppress the increase of Cu ions and Fe ions in the treatment agent, it is preferred to use aluminum, stainless steel, ceramic, fluororesin, or glass utensils or devices in the steps of product synthesis, storage, transfer, blending, neutralization, dissolution, filtration, purification, etc. In addition, the raw material or treatment agent may also be subjected to adsorption treatment using ion exchange method, inorganic adsorbent, crystallization treatment, etc. Among them, the concentration of Cu ions and Fe ions in the treatment agent can be obtained by ICP emission analysis.

In addition, metal deactivators such as benzotriazole, dialkyl mercaptan thiadiazole, etc., citric acid, tartaric acid, ascorbic acid, and amino acids can also be added to the treatment agent as other ingredients.

In addition, the iodine value (IV) of the treatment agent is preferably not less than 10 meq/kg and not more than 60 meq/kg. When the iodine value (IV) is not less than 10 meq/kg, the melting point of the treatment agent can be lowered, thereby improving the stability at low temperatures, so there is no need to store the treatment agent at high temperatures. In addition, the usability of the treatment agent can be improved. When the iodine value (IV) is not more than 60 meq/kg, the increase in the peroxide value can be suppressed. In addition, post-processing problems such as poor relaxation caused by the deterioration of the treatment agent attached to the yarn can also be solved. Among them, the iodine value (IV) in the treatment agent can be measured according to the measurement method (iodine value (Wei-Cyclohexane method)) of the "Standard Oil and Fats Analysis Test Method" established by the Japan Petrochemical Society.

In addition, free radical scavengers such as light stabilizers and phenolic antioxidants may be added during or after the production of the treatment agent. From the viewpoint of suppressing fuming of the added compound itself, the molecular weight of the light stabilizer or radical trapping agent is preferably 300 g/mol or more, more preferably 450 g/mol or more, and most preferably 600 g/mol or more. The combined amounts of other components can be limited to a range that does not impair the effects of the present invention.

<Second embodiment> Next, the second embodiment of the present invention, i.e., synthetic fibers, will be described. The synthetic fibers of this embodiment are attached with the treatment agent of the first embodiment. The treatment agent when attached to the synthetic fibers may be in the form of a dilute solution diluted with a diluent, such as an organic solvent solution, an aqueous solution, etc. From the perspective of the adhesion and economy of the treatment agent to the fibers, the dilute solvent is preferably a hydrocarbon with a carbon number of 10 to 15 and/or water. The dilute solution such as an aqueous liquid may be attached to the synthetic fibers in, for example, a spinning or stretching step. The dilute solution attached to the synthetic fibers may also be evaporated in the stretching step or the drying step. The step of attaching the dilute liquid is not particularly limited as long as it is performed during the spinning step. By using it in a manufacturing device or process that has a step of passing through a roller at 150°C or above during the stretching or heat treatment step, the effect of the invention can be expected to be even greater.

Specific examples of the synthetic fiber to which the treatment agent of the present embodiment is provided are not particularly limited, and examples thereof include (1) polyethylene terephthalate (PET), polytrimethylene terephthalate, polyterephthalate Polyester fibers such as butylene formate, 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 acid and modified acrylic acid; (4) Polyolefin fibers such as polyethylene and polypropylene. Among these, polyester-based fibers and polyamide-based fibers are preferably used.

The proportion of the treatment agent attached to the synthetic fiber is not particularly limited, and it is preferred that the treatment agent is attached at a ratio of 0.1 mass % to 3 mass % relative to the synthetic fiber (excluding the ratio of solvents such as water). According to this structure, the effect of the present invention can be further improved. In addition, the method for attaching the treatment agent is not particularly limited, and known methods such as a drum oiling method, a guided oiling method using a metering pump, an immersion oiling method, and a spray oiling method can be adopted.

The use of the synthetic fiber in the present invention is not particularly limited, and preferably the synthetic fiber can be used for industrial materials. More preferably, the synthetic fiber is used in the fields of automobile, construction, commerce, agriculture, fishery, civil engineering, etc., such as fiber for airbags, fiber for seat belts, fiber for tire curtains, fiber for carpets, fiber for tents, fiber for advertising cloths, fiber for fishing nets, fiber for conveyor belts, fiber for ropes, etc.

The effects of the treating agent and the synthetic fiber of the above-mentioned embodiment are described.

(1-1) The treatment agent of the above embodiment contains the ester compound (A), and the peroxide value detected from the treatment agent is limited to 100 meq/kg or less. Therefore, tar cleanability can be improved and low smoke generation can be achieved. In particular, even when the treatment agent is stored for a long period of time, the deterioration of components in the treatment agent is suppressed, and the tar cleanability and low smoke generation properties are maintained even after long-term storage.

<Reference Implementation Method 1> The following is an explanation of the antioxidant of Reference Implementation Method 1. The following explanation focuses on the differences from the above-mentioned treatment agent.

The antioxidant of this embodiment contains thiodipropionate, more specifically, it is an ester compound formed by galbethanol containing 24 to 32 carbon atoms and thiodipropionic acid, which is used to treat Formulated with antioxidants. The antioxidant of this embodiment can also be applied to an antioxidant method for a treatment agent, which combines thiodipropionate, more specifically, gallbethanol with a carbon number of 24 to 32 and thiodipropionic acid. The formed ester compound is blended into the treatment agent.

The effect of the antioxidant according to the above-mentioned embodiment is described.

(2-1) The antioxidant of the present embodiment is used in combination with the treatment agent, and contains a thiodipropionic acid ester, more specifically, an ester compound formed by guerbet alcohol having a carbon number of 24 or more and 32 or less and thiodipropionic acid. Therefore, the long-term storage stability of the treatment agent can be improved. In addition, the process or treatment such as filling the product container with nitrogen gas to suppress the reaction between oxygen and the treatment agent can be eliminated, thereby seeking to improve the work efficiency. In addition, it is not necessary to store the treatment agent in a low temperature environment, thereby improving the handleability of the product.

In particular, when the treatment agent contains vegetable oil or fish oil whose components are easily degraded by oxidation, the deterioration of the components can be suppressed and the function of the smoothing agent can be maintained.

<Reference Embodiment 2> The following description refers to the antismoking agent of Embodiment 2. The following description focuses on the differences from the above treatment agents.

The anti-smoking agent of the present embodiment contains thiodipropionate, more specifically, an ester compound formed by Guerbet alcohol having a carbon number of 24 to 32 and thiodipropionic acid, and is an anti-smoking agent used in a fiber extension step. In addition, the anti-smoking agent of the present embodiment can also be applied to a smoke prevention method, in which thiodipropionate, more specifically, an ester compound formed by Guerbet alcohol having a carbon number of 24 to 32 and thiodipropionic acid, is added to the fiber before the extension step.

The effect of the antismoking agent of the above embodiment will be described.

(3-1) The anti-smoking agent of the present embodiment is used in combination with a treatment agent, and contains a thiodipropionic acid ester, more specifically, an ester compound formed by guerbet alcohol having a carbon number of 24 or more and 32 or less and thiodipropionic acid. Therefore, it is possible to reduce smoke while exerting a smoothing function, especially in a step of passing through a heating roller that is likely to generate smoke. The ester compound contained in the anti-smoking agent is unlikely to generate low molecular weight decomposition products that are likely to generate smoke due to decomposition during long-term storage or thermal decomposition during spinning.

The above-mentioned embodiments can also be modified as follows. The above-mentioned embodiments and the following modifications can be implemented in combination with each other within the scope of technical non-contradiction.

・Within the scope that does not impair the effects of the present invention, the treatment agent of the above embodiment may further be blended with stabilizers, antistatic agents, and stabilizers other than those mentioned above for maintaining the quality of the treatment agent during or after the production of the treatment agent. Adhesives, antioxidants, UV absorbers, defoamers, preservatives, rust inhibitors, etc. are commonly used ingredients in treatments.

・The treatment agent of the above embodiment does not necessarily contain the above-mentioned ionic surfactant (B) and nonionic surfactant (C). In addition, the treatment agent may contain both the ionic surfactant (B) and the nonionic surfactant (C), or may contain any one of the ionic surfactant (B) and the nonionic surfactant (C).

Embodiment

Examples will be given below in order to explain the structure and effects of the present invention more specifically, but the present invention is not limited to these Examples. In the description of the following Examples and Comparative Examples, unless otherwise specified, parts represent parts by mass, and % represents mass %.

Test category 1 (preparation of treatment agent)

(Example 1) The treatment agent of Example 1 was prepared, containing 5 parts of bis(2-decyl-1-tetradecanol)thiodipropionate (A1-1) as the ester compound (A) shown in Table 1 (%), 30 parts (%) of triester of trimethylolpropane and mixed acid (A2-1), 0.5 part of secondary alkane sulfonate sodium salt (B1-1) as ionic surfactant (B) ( %), 1 part (%) of oleyl phosphate-dibutylethanolamine salt (B2-2), as a nonionic surfactant (C), 1 mol of laurylamine added with 10 mol of EO ( C1-2) 2.5 parts (%), 1 mol of stearyl alcohol added with 10 mol of EO (C2-1) 10 parts (%), 1 mol of isotridecanol randomly added 20 parts (%) of 10 moles of EO and 10 moles of PO (C2-3), a compound obtained by adding 20 moles of EO to 1 mole of hardened castor oil and then esterifying it with 3 moles of oleic acid. (C2-5) 20 parts (%), sorbitan monolaurate (C2-7) 5 parts (%), diester (C2) formed by polyethylene glycol (mass average molecular weight 600) and oleic acid -11) 5 parts (%), and 1 part (%) of 4,4'-butylene bis(6-tert-butyl-m-cresol) (D1-2) as other component (D).

The ester compound in Example 1 was stored in a polyethylene container at 25°C with a filling rate of 90 volume % and a gas-liquid contact area/treatment agent volume of 0.07 [1/cm], and it had not been more than 2 weeks since the synthesis.

In addition, compounds other than the ester compound were stored in polyethylene containers at 25° C. at a filling rate of 90% by volume, gas-liquid contact area/processing agent volume = 0.07 [1/cm], and were synthesized. Those who have not yet passed 2 weeks.

In addition, each raw material compound was adjusted to 40° C. in a water bath, and then a treating agent was prepared under a nitrogen atmosphere.

(Examples 2 to 14, Comparative Examples 1 to 4) The treatment agents of Examples 2 to 14 and Comparative Examples 1 to 4 were prepared in the same manner as the treatment agent of Example 1, and contained the ester compound (A), the ionic surfactant (B), and the ratio shown in Table 1. Nonionic surfactant (C), and other ingredients (D).

The ester compounds used in Examples 7, 9, 10, and 14 were placed in a glass beaker (inner diameter 4.5 cm) in such a manner that the gas-liquid contact area/volume = 0.25 [1/cm] and stored at 70°C for 2 weeks.

The ester compounds used in Examples other than the above were stored in a polyethylene container at 25°C at a filling rate of 90 volume % and a gas-liquid contact area/treatment agent volume of 0.07 [1/cm], and were used within 2 weeks after the synthesis.

The ester compound used in Comparative Example 1 was placed in a glass beaker (inner diameter 4.5 cm) so that the gas-liquid contact area/volume = 0.25 [1/cm], and stored at 70° C. for 4 weeks.

Comparative Example 2 uses a newly synthesized ester compound, and the prepared treatment agent is placed in a glass beaker (inner diameter 4.5 cm) in such a manner that the gas-liquid contact area/volume = 0.5, and is stored at 70°C for 6 weeks.

Compounds other than the ester compound were stored in a polyethylene container at 25°C at a filling rate of 90 volume % and a gas-liquid contact area/treatment agent volume of 0.07 [1/cm], and were used within 2 weeks after synthesis.

In addition, each raw material compound was adjusted to 40° C. in a water bath, and then a treating agent was prepared under a nitrogen atmosphere.

The type and content of the ester compound (A), the type and content of the ionic surfactant (B), the type and content of the non-ionic surfactant (C), and the type and content of other components (D) are shown in the "Ester compound (A)" column, the "Ionic surfactant (B)" column, the "Non-ionic surfactant (C)" column, and the "Other components (D)" column of Table 1, respectively.

The peroxide value in each treatment agent was measured using potentiometric titration in accordance with the measurement method (peroxide value (chloroform method)) of the "Standard Oil and Fats Analysis Test Method" established by the Japan Petrochemical Society. The peroxide value of the treatment agent is shown in the "Peroxide Value" column of Table 1.

The iodine value (IV) in each treatment agent was measured according to the measurement method (iodine value (Wechsler-cyclohexane method)) established by the Japan Petroleum Chemistry Society's "Standard Oil and Fat Analysis Test Method". The value of the iodine value (IV) of the treatment agent is shown in the "iodine value" column of Table 1.

The Fe and Cu in all the prepared treatment agents were measured by ICP-AES and confirmed to be less than 1 ppm. ICP-AES was performed using ICPE-9000 (manufactured by Shimadzu Corporation) to analyze 0.5 g of the sample diluted with ultrapure water to make a 100 mL solution.

Table 1 Category Ester compound (A) Ionic surfactant (B) Non-ionic surfactant (C) Other ingredients (D) Peroxide value Iodine value Reviews A1 A2 Other than A1 and A2 B1 Other than B1 C1 Other than C1 Tar cleaning properties Smoking Type ratio(%) Type ratio(%) Type ratio(%) Type ratio(%) Type ratio(%) Type ratio(%) Type ratio(%) Type ratio(%) meq/kg gI ₂ / 100g-oil Embodiment 1 A1-1 5 A2-1 30 B1-1 0.5 B2-2 1 C1-2 2.5 C2-1 10 D1-2 1 0 25 ◎ ◎ C2-3 20 C2-5 20 C2-7 5 C2-11 5 Embodiment 2 A1-2 10 A2-2 40 B1-1 1.3 B2-1 0.2 C1-1 1 C2-2 10 D1-3 0.5 0 53 ◎ ◎ B2-3 2 C2-3 10 C2-4 10 C2-5 10 C2-11 5 Embodiment 3 A1-1 25 A2-1 30 B1-3 1.5 B2-2 0.5 C1-4 4 C2-4 15 D1-4 1 0 twenty one ◎ ◎ C2-5 18 C2-6 5 Embodiment 4 A1-1 10 A2-1 40 B1-1 1 B2-3 2 C1-1 3 C2-2 5 0 47 ◎ ◎ A2-2 20 C2-5 8 C2-7 5 C2-11 6 Embodiment 5 A1-1 3 A2-2 30 A3-1 20 B1-1 3 B2-3 2 C1-2 4 C2-1 10 D1-2 0.7 0 54 ◎ ◎ B1-2 0.3 C2-2 14 C2-5 5 C2-10 5 C2-12 3 Embodiment 6 A1-1 1 A2-2 30 B1-1 2 B2-3 1 C1-3 5 C2-4 15 D1-3 1 0 50 ◎ ◎ C2-5 15 C2-6 5 C2-10 5 C2-11 20 Embodiment 7 A1-2 10 A2-2 40 B1-1 3 C1-2 3 C2-1 14 34 46 ◎ ◎ C2-2 5 C2-3 20 C2-9 5 Embodiment 8 A1-2 3 A3-1 20 B1-3 1 B2-3 1.5 C1-3 2 C2-3 20 D1-1 0.5 0 38 ◎ ○ A3-2 20 C2-4 12 C2-5 15 C2-7 5 Embodiment 9 A1-2 2 A2-1 40 B2-3 3 C1-3 3 C2-2 8 D1-4 1 39 27 ○ ◎ C2-3 4 C2-5 14 C2-6 15 C2-10 5 C2-12 5 Embodiment 10 A1-4 10 A2-2 40 B1-1 3 C1-2 3 C2-1 14 34 46 ◎ ○ C2-2 5 C2-3 20 C2-9 5 Embodiment 11 A2-1 20 A3-1 20 B1-3 1.5 B2-2 1.5 C1-1 4 C2-1 6 0 30 ○ ○ C2-2 6 C2-3 20 C2-5 15 C2-8 6 Embodiment 12 A2-1 40 A3-2 20 B1-1 2 B2-3 1 C1-1 3 C2-2 10 0 47 ○ ○ C2-5 8 C2-7 10 C2-11 6 Embodiment 13 A1-1 3 A3-1 30 B1-1 1 B2-1 0.2 C2-4 10 0 54 ○ ○ A3-2 30 B2-3 0.8 C2-5 5 C2-6 5 C2-9 5 C2-11 10 Embodiment 14 A1-2 5 A2-2 60 B1-1 1 C1-2 4 C2-3 5 52 74 ○ ○ A1-3 5 C2-4 5 C2-5 5 C2-6 4 C2-9 3 C2-12 3 Comparison Example 1 A1-5 10 A2-1 40 B1-1 1 B2-3 2 C1-1 3 C2-2 5 122 52 ○ × A2-2 20 C2-5 8 C2-7 5 C2-11 6 Comparison Example 2 A2-1 40 A3-2 20 B1-1 2 B2-3 1 C1-1 3 C2-2 10 145 47 × ○ C2-5 8 C2-7 10 C2-11 6 Comparison Example 3 rA-1 50 B2-2 0.5 C2-3 20 D1-1 0.5 0 8 × × C2-4 10 C2-5 10 C2-7 5 C2-8 4 Comparison Example 4 A1-5 10 A2-1 40 B1-1 1 B2-3 1.5 C1-1 3 C2-2 5 D1-3 0.5 134 - ○ × A2-2 20 C2-5 8 C2-7 5 C2-11 6

The details of the ester compound (A), ionic surfactant (B), nonionic surfactant (C), and other components (D) listed in Table 1 are as follows.

<Ester compound (A)>

(Ester compound (A1) having a thioether bond in the molecule) A1-1: Di(2-decyl-1-tetradecanol)thiodipropionate A1-2: Di(2-dodecyl-1-hexadecanol)thiodipropionate A1-3: Dioleylthiodipropionate A1-4: Di(2-octyl-1-decanol)thiodipropionate A1-5: 2-ethylhexyl (laurylthiopropionate)

(A complete ester compound (A2) formed from a trivalent to tetravalent polyhydric alcohol and a fatty acid) A2-1: Tryster of trimethylolpropane and mixed acid (mixture of palm kernel fatty acid and vegetable oleic acid, mass ratio 4:6) A2-2: Rapeseed oil

(Other ester compounds (A)) A3-1: Dioleyl adipate A3-2: Oil-based erucate

(Other smoothing agents) rA-1: Mineral oil (40mPa·s at 40℃)

＜Ionic surfactant (B)＞

(Sulfonic acid compound (B1)) B1-1: Secondary alkanesulfonic acid sodium salt (C=11 or more and 14 or less) B1-2: Dioctylsulfosuccinate sodium salt B1-3: α-olefin sulfonate sodium salt

(Other ionic surfactants (B)) B2-1: Potassium oleate B2-2: Oleyl phosphate-dibutylethanolamine salt B2-3: Isocetyl phosphate-triethanolamine salt

＜Nonionic surfactant (C)＞

(Compounds formed by adding alkylene oxide to a primary organic amine (C1)) C1-1: Compounds formed by adding 3 moles of EO to 1 mole of lauryl amine C1-2: Compounds formed by adding 10 moles of EO to 1 mole of lauryl amine C1-3: Compounds formed by adding 10 moles of EO to 1 mole of stearyl amine C1-4: Compounds formed by adding 15 moles of EO to 1 mole of stearyl amine

(Other nonionic surfactants (C)) C2-1: Added 10 moles of EO to 1 mole of stearyl alcohol C2-2: Added 10 moles of EO to 1 mole of isotridecanol. C2-3: It is obtained by randomly adding 10 moles of EO and 10 moles of PO to 1 mole of isotridecanol. C2-4: Added 10 moles of EO to 1 mole of hardened castor oil. C2-5: A compound obtained by adding 20 moles of EO to 1 mole of hardened castor oil and then esterifying it with 3 moles of oleic acid. C2-6: A compound obtained by adding 25 moles of EO to 1 mole of hardened castor oil, cross-linking it with adipic acid, and then terminally esterifying it with stearic acid (mass average molecular weight 5000) C2-7: Sorbitan monolaurate C2-8: Added 10 moles of EO to 1 mole of sorbitan trioleate C2-9: Esterate formed by 1 mole of diglycerol and 2 moles of isostearic acid C2-10: Diester formed by polyethylene glycol (mass average molecular weight 600) and lauric acid C2-11: Diester formed by polyethylene glycol (mass average molecular weight 600) and oleic acid C2-12: Oleyl diethanolamide

＜Other ingredients (D)＞ D1-1: Triisocyanuric acid (3,5-di-tert-butyl-4-hydroxybenzyl) D1-2: 4,4’-butylene bis(6-tert-butyl-m-cresol) D1-3: Triisocyanuric acid (4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl) D1-4: 2,2’-methylenebis(4-ethyl-6-tert-butanol)

Test Category 2 (Evaluation of Tar Cleanability)

Each treatment agent just prepared was diluted with an organic solvent (mixed solvent of hexane and ethanol) to make a 15% dilution of the treatment agent. The dilution was applied to 1000 dtex, 126 filament, unoiled polyethylene terephthalate fiber with an inherent viscosity of 0.93 at a non-volatile content of 5.0% using the guided oiling method. It was brought into contact with a matte chrome needle with a surface temperature of 240°C and operated under the conditions of an initial tension of 1.5kg and a yarn speed of 0.1m/min. The brown tar attached to the running part of the fiber and its periphery was wiped at 180°C with a cotton stick soaked in a glycerol solution prepared at 5% NaOH, and the number of times the brown tar disappeared was measured. Tar cleaning performance was evaluated based on the following criteria. The results are shown in the "Tar cleaning performance" column of Table 1.

・Evaluation criteria for tar cleaning performance ◎ (good): less than 100 times ○ (acceptable): more than 100 times but less than 200 times × (poor): more than 200 times

Test category 3 (evaluation of smoke generation)

Each prepared treatment agent is uniformly diluted with ion exchange water or an organic solvent (mixed solvent of hexane and ethanol) as appropriate to obtain a 15% dilution of the treatment agent. The dilution is applied to 1000 dtex, 126 filament, unoiled polyethylene terephthalate fiber with an inherent viscosity of 0.93 at a non-volatile component dosage of 1.0% using the oiling drum method. The dilution is then dried to form a test yarn. The test yarn is brought into contact with a heating roller at 220°C at a yarn speed of 300m/min, and the smoke observed around the heating roller is evaluated using the following criteria. The results are shown in the "Smoke" column of Table 1.

・Evaluation criteria for smoke ◎ (good): No smoke was observed ○ (acceptable): Smoke was slightly observed × (poor): Smoke was clearly observed

From the results in Table 1, it can be clearly seen that the tar cleaning properties and smoke generation evaluations of the treatment agents of each example are both acceptable. According to the present invention, it is possible to improve tar cleanability and achieve low smoke generation, especially in the spinning process of synthetic fibers and the like.

This disclosure also includes the following aspects.

(Appendix 1) A treatment agent for synthetic fibers containing an ester compound (A) and used in a spinning or drawing step, Its characteristics are: The peroxide value detected from the above synthetic fiber treatment agent is 100 meq/kg or less.

(Appendix 2) The synthetic fiber treatment agent as described in Appendix 1, wherein the peroxide value detected from the synthetic fiber treatment agent is 50meq/kg or less.

(Appendix 3) The treating agent for synthetic fibers as described in Appendix 1, wherein the ester compound (A) includes an ester compound (A1) having a thioether bond in the molecule.

(Appendix 4) Treatment agent for synthetic fibers as described in Appendix 1, wherein The above-mentioned ester compound (A) includes a complete ester compound (A2) formed from a trivalent to tetravalent polyhydric alcohol and a fatty acid.

(Appendix 5) The treating agent for synthetic fibers as described in Appendix 1, which further contains an ionic surfactant (B).

(Appendix 6) The treating agent for synthetic fibers as described in Appendix 5, wherein the ionic surfactant (B) contains a sulfonic acid compound (B1).

(Appendix 7) Treatment agent for synthetic fibers as described in Appendix 1, wherein Furthermore, it contains a nonionic surfactant (C).

(Appendix 8) Treatment agent for synthetic fibers as described in Appendix 7, wherein The nonionic surfactant (C) includes a compound (C1) obtained by adding an alkylene oxide to a primary organic amine.

(Appendix 9) A synthetic fiber characterized by: The treatment agent for synthetic fibers described in any one of Appendices 1 to 8 is attached.

(Appendix 10) A method for producing a treatment agent for synthetic fibers according to any one of Appendices 1 to 8, characterized in that: at atmospheric pressure at 25°C, from the following formula (1) The calculated filling rate is 60 volume % or more and 100 volume % or less. .

(Appendix 11) A treatment agent for synthetic fibers containing an ester compound, Its characteristics are: The concentration of Cu ions and the concentration of Fe ions in the above-mentioned synthetic fiber treatment agent are each 50 ppm or less.

(Appendix 12) A treatment agent for synthetic fibers, characterized by: Containing an ester compound formed by galbenic alcohol having a carbon number of 24 or more and 32 or less and thiodipropionic acid, and a sulfonic acid compound.

(Appendix 13) A treatment agent for synthetic fibers containing an ester compound, Its characteristics are: The peroxide value detected from the above synthetic fiber treatment agent is 100meq/kg or less, It further contains free radical scavengers or metal deactivators.

(Appendix 14) A treatment agent for synthetic fibers, containing an ester compound, characterized in that: The peroxide value detected from the treatment agent for synthetic fibers is less than 100 meq/kg, and the iodine value is between 10 meq/kg and 60 meq/kg.

(Appendix 15) A treatment agent for synthetic fibers containing an ester compound, Its characteristics are: The above-mentioned ester compound includes thiodipropionate, The concentration of Cu ions and the concentration of Fe ions in the above-mentioned synthetic fiber treatment agent are each 50 ppm or less.

(Appendix 16) A treatment agent for synthetic fibers, comprising an ester compound (A), characterized in that: the ester compound (A) comprises an ester compound (A1) having a sulfide bond in the molecule, the treatment agent for synthetic fibers comprises the ester compound (A1) having a sulfide bond in the molecule in a ratio of 0.5 mass % to 5 mass %, the concentration of Cu ions and the concentration of Fe ions in the treatment agent for synthetic fibers are respectively less than 50 ppm.

Claims (10)

A treatment agent for synthetic fibers, which contains an ester compound (A), and is characterized in that: The peroxide value detected from the treatment agent for synthetic fibers is less than 100 meq/kg. The treatment agent for synthetic fibers as described in claim 1, wherein The peroxide value detected from the above synthetic fiber treatment agent is 50 meq/kg or less. The treatment agent for synthetic fibers as described in claim 1, wherein The above-mentioned ester compound (A) contains an ester compound (A1) having a thioether bond in the molecule. The treatment agent for synthetic fibers as described in claim 1, wherein The above-mentioned ester compound (A) includes a complete ester compound (A2) formed from a trivalent to tetravalent polyhydric alcohol and a fatty acid. The treatment agent for synthetic fibers as described in claim 1, wherein Furthermore, it contains an ionic surfactant (B). The synthetic fiber treating agent as described in claim 5, wherein the ionic surfactant (B) contains a sulfonic acid compound (B1). The treatment agent for synthetic fibers as described in claim 1, wherein Furthermore, it contains a nonionic surfactant (C). The treatment agent for synthetic fibers as described in claim 7, wherein The nonionic surfactant (C) includes a compound (C1) obtained by adding an alkylene oxide to a primary organic amine. A synthetic fiber characterized by: Attached with a synthetic fiber treatment agent as described in any one of claims 1 to 8. A method for producing a synthetic fiber treatment agent, wherein the method produces the synthetic fiber treatment agent as described in any one of claims 1 to 8, wherein the filling rate calculated from the following formula (1) at 25°C under atmospheric pressure is set to 60 volume % or more and 100 volume % or less, .