JP2023184413A - Treatment agent for synthetic fibers, and synthetic fibers - Google Patents

Abstract

To provide a treatment agent for synthetic fibers or the like that offers enhanced tar removal capabilities and also exhibits low smoke generation.SOLUTION: A treatment agent for synthetic fibers contains an ester compound (A), and a peroxide value detected from the treatment agent for synthetic fibers is 100 meq/kg or less.SELECTED DRAWING: None

Description

TECHNICAL FIELD The present invention relates to a processing agent for synthetic fibers that can improve tar cleaning properties and reduce smoke generation, synthetic fibers, and a method for producing a processing agent for synthetic fibers.

For example, in the spinning and drawing process of synthetic fibers, a treatment for attaching a fiber treatment agent to the surface of the fibers may be performed, for example, from the viewpoint of improving smoothness, antistatic properties, and the like.
Conventionally, processing agents for synthetic fibers disclosed in Patent Documents 1 to 3 are known. Patent Document 1 discloses a lubricating treatment composition for synthetic fibers that contains a predetermined alkylene oxide adduct of bisphenol A and undergoes a hot processing step. Patent Document 2 contains an ester compound of at least one selected from an organic acid having a sulfur element in the molecule and an ester-forming derivative of an organic acid having a sulfur element in the molecule, and Guerbet alcohol having 6 to 22 carbon atoms. Disclosed is a processing agent for synthetic fibers. Patent Document 3 discloses a treatment agent for synthetic fibers that contains an ester compound having a predetermined thioether bond, has an acid value of 0.2 to 10 mgKOH/g, and has an ash content of 0.01 to 0.5% by mass. do.

Japanese Unexamined Patent Publication No. 155299/1983 Japanese Patent Application Publication No. 2020-094304 Japanese Patent Application Publication No. 2018-150665

However, conventional processing agents for synthetic fibers are required to have improved tar cleaning properties and low smoke generation properties.

As a result of research to solve the above-mentioned problems, the present inventors have found that it is suitable for a synthetic fiber treatment agent to have a configuration in which the peroxide value detected from the synthetic fiber treatment agent is defined within a predetermined range. I found it.

Each aspect of solving the above problems will be described.
The synthetic fiber treatment agent of aspect 1 is a synthetic fiber treatment agent containing an ester compound (A), and the peroxide value detected from the synthetic fiber treatment agent is 100 meq/kg or less. This is the summary.

Aspect 2 is the synthetic fiber treatment agent according to aspect 1, in which the peroxide value detected from the synthetic fiber treatment agent is 50 meq/kg or less.
Aspect 3 is the synthetic fiber treatment agent according to Aspect 1 or 2, in which the ester compound (A) includes an ester compound (A1) having a thioether bond in the molecule.

Aspect 4 is a synthetic fiber treatment agent according to any one of Aspects 1 to 3, in which the ester compound (A) is a complete ester compound (A2 )including.

Aspect 5 is the synthetic fiber treatment agent according to any one of Aspects 1 to 4, further comprising an ionic surfactant (B).
Aspect 6 is the synthetic fiber treatment agent according to aspect 5, in which the ionic surfactant (B) contains a sulfonic acid compound (B1).

Aspect 7 is the synthetic fiber treatment agent according to any one of Aspects 1 to 6, further comprising a nonionic surfactant (C).
Aspect 8 is the synthetic fiber treatment agent according to aspect 7, in which the nonionic surfactant (C) includes a compound (C1) in which an alkylene oxide is added to a primary organic amine.

The synthetic fiber of Aspect 9 is characterized in that the synthetic fiber treatment agent according to any one of Aspects 1 to 8 is attached.
Aspect 10 is a method for producing a synthetic fiber treatment agent according to any one of Aspects 1 to 8, in which the following formula (1 ) The gist is to set the filling rate calculated from 60 volume % or more and 100 volume % or less.

According to the present invention, tar cleaning performance can be improved and smoke generation can be reduced.

<First embodiment>
Hereinafter, a first embodiment of the synthetic fiber processing agent (hereinafter also referred to as processing agent) of the present invention will be described. The processing agent of this embodiment contains an ester compound (A), and the peroxide value detected from the processing agent is 100 meq/kg or less.

(Ester compound (A))
The ester compound (A) is not particularly limited as long as it can be applied as a smoothing agent in the field of processing agents, but examples thereof include ester compounds produced from fatty acids and alcohols. Examples of the ester compound (A) include ester compounds produced from alcohol and a fatty acid having an odd or even number of hydrocarbon groups, which will be described later. The fatty acid that is the raw material for the ester compound is not particularly limited in its carbon number, presence or absence of branching, valency, etc., and may be a higher fatty acid, a fatty acid having a cyclic cyclo ring, It may also be a fatty acid having an aromatic ring. The alcohol that is the raw material for the ester compound is not particularly limited in terms of its carbon number, presence or absence of branching, valence, etc., and even if it is a higher alcohol, an alcohol with a cyclic cyclo ring, or an aromatic alcohol. It may also be an alcohol having a ring.

It is preferable that the ester compound (A) includes 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, which will be described later, and to improve the tar cleaning performance and to achieve low smoke generation.

Specific examples of the ester compound (A1) having a thioether bond in the molecule include dioctylthiodipropionate, diisolaurylthiodipropionate, dilaurylthiodipropionate, diisopalmitylthiodipropionate, and diisopalmitylthiodipropionate. Isostearylthiodipropionate, dioleylthiodipropionate, diisotetracosylthiodipropionate, di(2-decyl-1-tetradecanol)thiodipropionate, di(2-dodecyl-1-hexadeca) Nor)thiodipropionate, di(2-octyl-1-decanol)thiodipropionate, 2-ethylhexyl (laurylthiopropionate), octylthiodipropionate, isolaurylthiodipropionate, laurylthiodipropionate nate, isopalmitylthiodipropionate, isostearylthiodipropionate, oleylthiodipropionate, isotetracosylthiodipropionate, and the like.

Among the ester compounds (A1), it is preferable to include an ester compound of Guerbet alcohol having 24 to 32 carbon atoms and thiodipropionic acid. By including such an ester compound, it is possible to particularly reduce smoke generation.

In the processing agent, the lower limit of the content of the ester compound (A1) is preferably 0.5% by mass or more, more preferably 1% by mass or more. Further, the upper limit of the content of the ester compound (A1) is preferably 30% by mass or less, more preferably 25% by mass or less. By specifying the content within this range, the effects of the present invention can be further improved. In addition, ranges in which the above upper and lower limits are arbitrarily combined are also envisioned.

Moreover, it is preferable that the ester compound (A) includes a complete ester compound (A2) of a polyhydric alcohol having a valence of 3 or more and a valence of 4 or less and a fatty acid. When the ester compound (A) contains the ester compound (A2), the smoke generation property can be further reduced.

Specific examples of polyhydric alcohols having a valence of 3 or more and 4 or less, which are raw materials for the complete ester compound (A2), include glycerin, pentaerythritol, trimethylolpropane, 2-methyl-2-hydroxymethyl-1,3- Examples include propanediol, 1,2,3-butanetriol, 1,2,4-butanetriol, erythritol, 1,2,3-pentatriol, 1,2,4-pentatriol and the like.

As the fatty acid serving as a raw material for the complete ester compound (A2), any known fatty acid can be used as appropriate, and it may be a saturated fatty acid or an unsaturated fatty acid. Furthermore, it may be linear or may have a branched structure. Further, it may be a monovalent fatty acid or a polyvalent carboxylic acid (polybasic acid). Specific examples of fatty acids include (1) octanoic acid, nonanoic acid, decanoic acid, undecanoic acid, dodecanoic acid, tridecanoic acid, tetradecanoic acid, pentadecanoic acid, hexadecanoic acid, heptadecanoic acid, octadecanoic acid, nonadecanoic acid, and icosanoic acid. , linear alkyl fatty acids such as henicosanoic acid, docosanoic acid, and tetracosanoic acid, (2) branched alkyl fatty acids such as 2-ethylhexanoic acid, isododecanoic acid, isotridecanoic acid, isotetradecanoic acid, isohexadecanoic acid, and isooctadecanoic acid, (3) ) Straight chain alkenyl fatty acids such as crotonic acid, myristoleic acid, palmitoleic acid, oleic acid, vaccenic acid, eicosenoic acid, linoleic acid, α-linolenic acid, γ-linolenic acid, arachidonic acid, (4) castor oil fatty acid, sesame oil fatty acid, Naturally derived fatty acids such as tall oil fatty acid, soybean oil fatty acid, rapeseed oil fatty acid, palm oil fatty acid, palm kernel fatty acid, and coconut oil fatty acid are mentioned.

Specific examples of the complete ester compound (A2) include glycerin trioleate, trimethylolpropane trilaurate, pentaerythritol tetraoctate, trimethylolpropane and mixed acid (mixture of palm kernel fatty acid and vegetable oleic acid), Esters, triesters of trimethylolpropane and rapeseed oil fatty acids, triesters of trimethylolpropane and coconut oil fatty acids, tetraesters of pentaerythritol and palm oil fatty acids, coconut oil, rapeseed oil, sunflower oil, soybean oil, castor Examples include animal and vegetable oils such as oil, sesame oil, and fish oil.

In the processing agent, the lower limit of the content of the complete ester compound (A2) is preferably 10% by mass or more, more preferably 20% by mass or more. Further, the upper limit of the content of the complete ester compound (A2) is preferably 70% by mass or less, more preferably 60% by mass or less. By specifying the content within this range, it is possible to achieve lower smoke generation. In addition, ranges in which the above upper and lower limits are arbitrarily combined are also envisioned.

Specific examples of ester compounds (A) other than the above ester compound (A1) and complete ester compound (A2) include (1) butyl stearate, octyl stearate, oleyl laurate, oleyl oleate, isopentacosani Ester compounds of aliphatic monoalcohols and aliphatic monocarboxylic acids, such as lysostearate, octyl palmitate, oleyl ersinate, and isotridecyl stearate, and alkylene oxides having 2 to 4 carbon atoms to aliphatic monoalcohols. Ester compounds of added (poly)oxyalkylene adducts and aliphatic monocarboxylic acids, (2) ester compounds of aliphatic polyhydric alcohols and aliphatic monocarboxylic acids such as 1,6-hexanediol didecanoate , a complete ester compound of a (poly)oxyalkylene adduct obtained by adding an alkylene oxide having 2 to 4 carbon atoms to an aliphatic polyhydric alcohol and an aliphatic monocarboxylic acid, (3) dilauryl adipate, dioleyl adipate , dioleyl azelate, bispolyoxyethylene lauryl adipate, etc., complete ester compounds of aliphatic monoalcohols and aliphatic polyhydric carboxylic acids, and alkylene oxides having 2 to 4 carbon atoms added to aliphatic monoalcohols. Complete ester compounds of (poly)oxyalkylene adducts and aliphatic polycarboxylic acids, (4) aromatic monoalcohols and aliphatic monocarboxylic acids, such as benzyl oleate, benzyl laurate, and polyoxypropylene benzyl stearate. (5) bisphenol A dilaurate, polyoxyethylene Complete ester compounds of aromatic polyhydric alcohols and aliphatic monocarboxylic acids such as bisphenol A dilaurate, (poly)oxyalkylene adducts with alkylene oxides having 2 to 4 carbon atoms added to aromatic polyhydric alcohols, and fats. (6) complete ester compounds of aliphatic monoalcohols and aromatic polyhydric carboxylic acids, such as bis-2-ethylhexyl phthalate, diisostearylisophthalate, trioctyl trimellitate, etc. , a complete ester compound of an aromatic polycarboxylic acid and a (poly)oxyalkylene adduct obtained by adding an alkylene oxide having 2 to 4 carbon atoms to an aliphatic monoalcohol.

As these ester compounds (A), one type of ester compound may be used alone, or two or more types of ester compounds may be used in an appropriate combination.
In the processing agent, the lower limit of the content of the ester compound (A) is preferably 25% by mass or more, more preferably 30% by mass or more. When the content is 25% by mass or more, the smoothness of the fibers to which the treatment agent has been applied can be further improved. The upper limit of the content of the ester compound (A) is preferably 80% by mass or less, more preferably 70% by mass or less. When the content is 80% by mass or less, the stability of the processing agent can be further improved. In addition, ranges in which the above upper and lower limits are arbitrarily combined are also envisioned.

(Other smoothing agents)
The treatment agent may contain other smoothing agents other than the ester compound (A) for the purpose of improving smoothness of the synthetic fibers, within a range that does not impede the effects of the present invention. Examples of the smoothing agent include mineral oil (having a kinematic 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 specifically, examples include spindle oil and liquid paraffin.

As the polyolefin, poly-α-olefin used as a smooth component is applied. Specific examples of polyolefins 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 used as appropriate.

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

As the anionic surfactant, any known one can be used as appropriate. Specific examples of anionic surfactants include (1) phosphate esters of aliphatic alcohols such as lauryl phosphate salts, cetyl phosphate salts, octyl phosphate salts, oleyl phosphate salts, and stearyl phosphate salts; (2) at least one selected from ethylene oxide and propylene oxide in an aliphatic alcohol such as polyoxyethylene lauryl ether phosphate salt, polyoxyethylene oleyl ether phosphate salt, polyoxyethylene stearyl ether phosphate salt, etc. (3) lauryl sulfonate, myristyl sulfonate, cetyl sulfonate, oleyl sulfonate, stearyl sulfonate, tetradecane sulfonate, dodecylbenzene sulfonate , secondary alkyl sulfonic acid (C13 or more and 15 or less) salt, secondary alkyl sulfonic acid (C11 or more and 14 or less) salt, aliphatic sulfonate or aromatic sulfonate such as α-olefin sulfonate, (4) Sulfate ester salts of aliphatic alcohols such as lauryl sulfate, oleyl sulfate, stearyl sulfate, (5) polyoxyethylene lauryl ether sulfate, polyoxyalkylene (polyoxyethylene, polyoxypropylene) lauryl ether Sulfate ester salts, sulfate ester salts obtained by adding at least one alkylene oxide selected from ethylene oxide and propylene oxide to aliphatic alcohols such as polyoxyethylene oleyl ether sulfate ester salts, (6) castor oil fatty acid sulfate ester salts, sesame oil fatty acids Sulfate ester salts of naturally occurring fatty acids such as sulfate ester salts, tall oil fatty acid sulfate ester salts, soybean oil fatty acid sulfate ester salts, rapeseed oil fatty acid sulfate ester salts, palm oil fatty acid sulfate ester salts, (7) sulfate ester salts of castor oil, Sulfate ester salts of natural oils and fats such as sesame oil sulfate ester salts, tall oil sulfate ester salts, soybean oil sulfate ester salts, rapeseed oil sulfate ester salts, palm oil sulfate ester salts, (8) laurate, oleic acid Salts, fatty acid salts such as stearate, (9) aliphatic alcohol sulfosuccinate salts such as dioctyl sulfosuccinate, and the like. Examples of counter ions for anionic surfactants include alkali metal salts such as potassium salts and sodium salts, alkanolamine salts such as ammonium salts, triethanolamine salts, (poly)oxyalkylenealkylamine salts, and dibutylethanolamine salts. Can be mentioned.

The anionic surfactant preferably contains a sulfonic acid compound (B1) such as an aliphatic sulfonate from the viewpoint of further improving tar cleaning properties.
When a sulfonic acid compound (B1) is included as an anionic surfactant, it is preferably used in combination with an ester compound of Guerbet alcohol having 24 to 32 carbon atoms and thiodipropionic acid as the ester compound (A). With this configuration, the effects of the present invention can be further improved.

In the processing agent, the lower limit of the content of the sulfonic acid compound (B1) is preferably 0.1% by mass or more, more preferably 0.5% by mass or more. Further, the upper limit of the content of the sulfonic acid compound (B1) is preferably 5% by mass or less, more preferably 3.5% by mass or less. By specifying the content within this range, tar cleaning performance can be further improved. Note that ranges in which the above upper and lower limits are arbitrarily combined are also envisioned.

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

Specific examples of amphoteric surfactants include betaine type amphoteric surfactants. As these ionic surfactants (B), one type of ionic surfactant may be used alone, or two or more types of ionic surfactants may be used in an appropriate combination.

In the processing agent, the lower limit of the content of the ionic surfactant (B) is preferably 0.1% by mass or more, more preferably 1% by mass or more. The upper limit of the content of the ionic surfactant (B) is preferably 10% by mass or less, more preferably 6% by mass or less. By specifying the content within this range, tar cleaning performance can be further improved. In addition, ranges in which the above upper and lower limits are arbitrarily combined are also envisioned.

(Nonionic surfactant (C))
The processing agent may further contain a nonionic surfactant (C). By including the nonionic surfactant (C) in the treatment agent, the stability of the appearance of the treatment agent can be increased, and polar solvents such as water and/or organic solvents can be used as a diluent when applying to synthetic fibers. It becomes possible to apply different solvents.

Nonionic surfactants (C) include, for example, compounds having a (poly)oxyalkylene structure obtained by adding alkylene oxide to alcohols or carboxylic acids, and compounds having alkylene oxide added to ester compounds of carboxylic acids and polyhydric alcohols. Ether/ester compounds having a (poly)oxyalkylene structure, compounds obtained by adding alkylene oxide to natural oils or fats, or compounds obtained by esterifying this compound with carboxylic acids, amine compounds such as those obtained by adding alkylene oxide to a primary organic amine. Compounds (C1) having a (poly)oxyalkylene structure, compounds having a (poly)oxyalkylene structure obtained by adding alkylene oxide to fatty acid amides, amide compounds obtained by condensing an amine compound and carboxylic acids, and carboxylic acids. Examples include partial ester compounds with polyhydric alcohols and the like. Among these, it is preferable to include a compound (C1) in which an alkylene oxide is added to a primary organic amine from the viewpoint of further improving tar cleaning properties.

Specific examples of alcohols used as raw materials for the nonionic surfactant (C) include (1) 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, heptadecanol, octacosanol, nonacosanol , straight chain alkyl alcohols such as triacontanol, (2) isopropanol, isobutanol, isohexanol, 2-ethylhexanol, isononanol, isodecanol, isododecanol, isotridecanol, isotetradecanol, isotriacontanol, Isohexadecanol, isoheptadecanol, isooctadecanol, isononadecanol, isoeicosanol, isoheneicosanol, isodocosanol, isotricosanol, isotetracosanol, isopentacosanol, Branched alkyl alcohols such as isohexacosanol, isoheptacosanol, isooctacosanol, isononacosanol, isopentadecanol, (3) linear alkenyl alcohols such as tetradecenol, hexadecenol, heptadecenol, octadecenol, nonadecenol, (4) iso Branched alkenyl alcohols such as hexadecenol and isooctadecenol, (5) cyclic alkyl alcohols such as cyclopentanol and cyclohexanol, (6) phenol, nonylphenol, benzyl alcohol, monostyrenated phenol, distyrenated phenol, Examples include aromatic alcohols such as tristyrenated phenol.

Specific examples of carboxylic acids used as raw materials for the nonionic surfactant (C) include (1) octyl acid, nonanoic acid, decanoic acid, undecanoic acid, dodecanoic acid, tridecanoic acid, tetradecanoic acid, pentadecanoic acid, hexadecane; acids, linear alkyl carboxylic acids such as heptadecanoic acid, octadecanoic acid, nonadecanoic acid, eicosanoic acid, heneicosanoic acid, docosanoic acid, (2) 2-ethylhexanoic acid, isododecanoic acid, isotridecanoic acid, isotetradecanoic acid, isohexadecanoic acid, Branched alkyl carboxylic acids such as isooctadecanoic acid, (3) linear alkenyl carboxylic acids such as octadecenoic acid, octadecadienoic acid, octadecatrienoic acid, (4) aromatic carboxylic acids such as benzoic acid, (5) ricinol Examples include hydroxycarboxylic acids such as acids.

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 or more and 4 or less carbon atoms. Specific examples of alkylene oxide include ethylene oxide, propylene oxide, butylene oxide, and the like. The number of moles of alkylene oxide added is appropriately set, but is preferably 0.1 mole or more and 250 moles or less, more preferably 1 mole or more and 200 moles or less, and still more preferably 2 moles or more and 150 moles or less. Ranges in which the above upper and lower limits are arbitrarily combined are also envisioned. Note that the number of moles of alkylene oxide added indicates the number of moles of alkylene oxide per mole of the compound to be added in the raw material. As the alkylene oxide, one type of alkylene oxide may be used alone, or two or more types of alkylene oxide may be used in an appropriate combination. When two or more types of alkylene oxides are used, their addition form may be block addition, random addition, or a combination of block addition and random addition, and is not particularly limited.

Specific examples of the polyhydric alcohol used as a raw material for 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, diglycerin, 2-methyl-2-hydroxymethyl-1,3-propanediol, trimethylolpropane, sorbitan, pentaerythritol, sorbitol, and the like.

Specific examples of aliphatic amines or primary organic amines used as raw materials for the nonionic surfactant (C) include methylamine, ethylamine, butylamine, octylamine, laurylamine, octadecylamine (stearylamine), octadecenylamine, Examples include Yasiamin.

Specific examples of the fatty acid amide used as a raw material for the nonionic surfactant (C) include octyl amide, lauric acid amide, palmitic acid amide, stearic acid amide, oleic acid amide, behenic acid amide, lignoceric acid amide, etc. Can be mentioned.

Specific examples of the compound (C1) in which alkylene oxide is added to a primary organic amine include, for example, 3 moles of ethylene oxide (hereinafter referred to as EO) added to 1 mole of laurylamine, and 10 moles of EO added to 1 mole of laurylamine. Examples include those in which 10 moles of EO are added to 1 mole of stearylamine, and those in which 15 moles of EO are added to 1 mole of stearylamine. The number of moles of alkylene oxide added in compound (C1) is appropriately set, but is preferably 1 mole or more and 25 moles or less, more preferably 3 moles or more and 20 moles or less. Ranges in which the above upper and lower limits are arbitrarily combined are also envisioned.

In the processing agent, the lower limit of the content of the compound (C1) in which alkylene oxide is added to a primary organic amine is preferably 0.1% by mass or more, more preferably 1% by mass or more. The upper limit of the content of the compound (C1) is preferably 10% by mass or less, more preferably 5% by mass or less. By specifying the content within this range, tar cleaning performance can be further improved. In addition, ranges in which the above upper and lower limits are arbitrarily combined are also envisioned.

Specific examples of nonionic surfactants (C) other than those mentioned above include those with 10 moles of EO added to 1 mole of stearyl alcohol, those with 10 moles of EO added to 1 mole of isotridecanol, and those with 10 moles of EO added to 1 mole of isotridecanol. In contrast, 10 moles of EO and 10 moles of propylene oxide (hereinafter referred to as PO) were randomly added, 10 moles of EO was added to 1 mole of hydrogenated castor oil, and 20 moles of EO was added to 1 mole of hydrogenated castor oil, and 3 moles of oleic acid was added. Esterified compound, 25 moles of EO added to 1 mole of hydrogenated castor oil, cross-linked with adipic acid, and terminally esterified with stearic acid (mass average molecular weight 5000), sorbitan monolaurate, 10 EO added to 1 mole of sorbitan trioleate Molar addition, esterified product of 1 mole of diglycerin and 2 moles of isostearic acid, diester of polyethylene glycol (mass average molecular weight 600) and lauric acid, diester of polyethylene glycol (mass average molecular weight 600) and oleic acid, oleyl diethanolamide, etc. can be mentioned.

As these nonionic surfactants (C), one type of nonionic surfactant may be used alone, or two or more types of nonionic surfactants may be used in an appropriate combination.
In the processing agent, the lower limit of the content of the nonionic surfactant (C) is preferably 20% by mass or more, more preferably 25% by mass or more. The upper limit of the content of the nonionic surfactant (C) is preferably 70% by mass or less, more preferably 65% by mass or less. By specifying the content within this range, it is possible to improve the stability of the appearance of the treatment agent, and it is also possible to use solvents with different polarities such as water and/or organic solvents as a diluent when applying to synthetic fibers. becomes possible. In addition, ranges in which the above upper and lower limits are arbitrarily combined are also envisioned.

The synthetic fiber treatment agent of the present invention contains 15% by mass of the smoothing agent (A) when the total content of the smoothing agent (A), ionic surfactant (B), and nonionic surfactant is 100% by mass. Preferably, the composition contains the ionic surfactant (B) in a proportion of 0.1 to 15 mass%, and the nonionic surfactant (C) in a proportion of 15 to 80 mass%. By defining it within this range, the effects of the present invention can be further improved.

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

(Method for manufacturing processing agent)
After mixing the above-mentioned components, the processing agent is filled into the product container. From the viewpoint of suppressing the peroxide value, the raw material for the processing agent is preferably stored at 80°C or lower, more preferably 10°C or higher and 50°C or lower, and even more preferably 20°C or higher and 30°C or lower. The filling rate of the processing agent in the product container is preferably defined in the range of 60% by volume or more and 100% by volume or less as a filling rate calculated from the following formula (1) at 25° C. under atmospheric pressure.

By specifying it within this range, it is possible to reduce the amount of oxygen that the treatment agent comes into contact with, to suppress the increase in peroxide value, to improve tar cleaning properties, and to achieve low smoke generation. Further, the temperature at which the processing agent is charged into the product container is preferably 20°C or higher and 80°C or lower, and more preferably 50°C or lower. When the filling temperature is 20° C. or higher, it is possible to reduce the viscosity of the processing agent and improve handling properties such as increasing the filling speed of the processing agent. Further, when the filling temperature is 80° C. or lower, the reaction between oxygen and the processing agent can be reduced, and an increase in peroxide value can be suppressed. In addition, the storage temperature of the processing agent filled in the product container is preferably 80°C or lower from the viewpoint of suppressing an increase in peroxide value, more preferably 10°C or higher and 50°C or lower, and even more preferably 20°C or higher and 30°C or lower. . It is preferable to adjust the temperature of each treatment agent to an appropriate temperature before use. Furthermore, when filling the product container with the processing agent, it is preferable to use nitrogen pressure or a pump in order to avoid contact with oxygen and suppress an increase in peroxide value.

It is preferable that the gas-liquid contact area of the processing agent/volume of the processing agent in the product container is 0 [1/cm] or more and 0.1 [1/cm] or less (25° C.). By specifying it within this range, contact between the processing agent and oxygen can be reduced, and an increase in peroxide value can be suppressed.

(others)
The concentration of Cu ions in the treatment agent is preferably 50 ppm or less, more preferably 10 ppm or less, even more preferably 5 ppm or less, particularly preferably 1 ppm or less. By specifying such a concentration, it is possible to suppress an increase in smoke generation after long-term storage.

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, particularly preferably 1 ppm or less. By specifying such a concentration, 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 processing agent, in the process of product synthesis, storage, transportation, compounding, neutralization, dissolution, filtration, purification, etc. Preferably, instruments or devices made of resin or glass are used. Further, the raw material or the treatment agent may be subjected to an ion exchange method, an adsorption treatment using an inorganic adsorbent, a crystallization treatment, etc. Note that the concentrations of Cu ions and Fe ions in the treatment agent can be determined by ICP emission spectrometry.

Further, as other components, metal deactivators such as benzotriazole, dialkylmercaptothiadiazole, etc., citric acid, tartaric acid, ascorbic acid, and amino acids may be added to the treatment agent.

Further, the iodine value (IV) of the treatment agent is preferably 10 meq/kg or more and 60 meq/kg or less. When the iodine value (IV) is 10 meq/kg or more, the melting point of the processing agent can be lowered and stability at low temperatures can be improved, so there is no need to store the processing agent at high temperatures. Furthermore, handling of the processing agent can be improved. When the iodine value (IV) is 60 meq/kg or less, an increase in peroxide value can be suppressed. Further, it is possible to solve problems in post-processing, such as the treatment agent adhering to the yarn changing in quality and causing poor unwinding. The iodine value (IV) in the treatment agent can be measured according to the measurement method (iodine value (Wiiss-cyclohexane method)) of the "Standard Oil and Fat Analysis Test Method" established by the Japan Oil Chemists' Society.

Further, radical scavengers such as light stabilizers and phenolic antioxidants may be added during or after the production of the processing agent. The molecular weight of the light stabilizer or radical scavenger is preferably 300 g/mol or more, more preferably 450 g/mol or more, and even more preferably 600 g/mol or more, from the viewpoint of suppressing fuming of the additive compound itself. The amount of other components used in combination can be determined within a range that does not impair the effects of the present invention.

<Second embodiment>
Next, a second embodiment embodying the synthetic fiber according to the present invention will be described. The synthetic fiber of this embodiment is a synthetic fiber to which the treatment agent of the first embodiment is attached. The treatment agent may be applied to synthetic fibers in the form of a diluted solution diluted with a diluting solvent, such as an organic solvent solution or an aqueous solution. It is preferable to use a hydrocarbon having 10 or more and 15 or less carbon atoms and/or water as the diluent solvent from the viewpoint of adhesion of the treatment agent to the fibers and economical efficiency. Synthetic fibers are obtained through a process in which a diluent such as an aqueous liquid is applied to the synthetic fibers, for example, in a spinning or drawing process. The diluent attached to the synthetic fiber may undergo a stretching process and a drying process to evaporate the diluting solvent. There is no particular restriction on the adhesion process as long as it is a spinning process. The effects of the invention can be expected to be more effective when used in production equipment and processes that include a step of passing through rollers at 150° C. or higher in the stretching or heat treatment step.

Specific examples of synthetic fibers to which the treatment agent of the present embodiment is applied are not particularly limited, and include (1) polyethylene terephthalate (PET), polytrimethylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, Lactic acid, polyester fibers such as composite fibers containing these polyester resins, (2) polyamide fibers such as nylon 6 and nylon 66, (3) polyacrylic fibers such as polyacrylic and modacrylic, (4) ) Polyolefin fibers such as polyethylene and polypropylene can be mentioned. Among these, it is preferably applied to polyester fibers and polyamide fibers.

There is no particular restriction on the ratio of the treatment agent to the synthetic fibers, but the treatment agent is attached to the synthetic fibers at a ratio of 0.1% by mass to 3% by mass (not including solvents such as water). It is preferable. This configuration further improves the effects of the present invention. The method for applying the treatment agent is not particularly limited; for example, known methods such as a roller lubrication method, a guide lubrication method using a metering pump, an immersion lubrication method, and a spray lubrication method can be employed.

In the present invention, the use of synthetic fibers is not particularly limited, but synthetic fibers used for industrial materials are preferred. For example, fibers for airbags, seatbelts, tire cords, carpets, tents, advertising fabrics, fishing nets, conveyor belts, ropes, etc. for automobiles, architecture, commerce, agriculture, etc. - Synthetic fibers used in fields such as fisheries and civil engineering are more preferred.

The effects of the processing agent and synthetic fiber of the above embodiment will be explained.
(1-1) In the processing agent of the above embodiment, the ester compound (A) was blended, and the peroxide value detected from the processing agent was specified to be 100 meq/kg or less. Therefore, tar cleaning performance can be improved and smoke generation can be reduced. In particular, even when the processing agent is stored for a long period of time, deterioration of the components in the processing agent can be suppressed, and tar cleaning properties and low smoke generation properties can be maintained even after long-term storage.

<Reference Embodiment 1>
The antioxidant of Reference Embodiment 1 will be described below. Hereinafter, the differences from the above-mentioned processing agents will be mainly explained.

The antioxidant of this embodiment contains an ester compound of Guerbet alcohol having 24 to 32 carbon atoms and thiodipropionic acid, and is an antioxidant used in a processing agent. The antioxidant of the present embodiment may be applied as a method for preventing oxidation of a processing agent by adding an ester compound of Guerbet alcohol having 24 to 32 carbon atoms and thiodipropionic acid to the processing agent.

The effect of the antioxidant of the above embodiment will be explained.
(2-1) The antioxidant of the present embodiment is used as a treatment agent and contains an ester compound of Guerbet alcohol having 24 to 32 carbon atoms and thiodipropionic acid. Therefore, the long-term storage stability of the processing agent can be improved. Further, it is possible to eliminate processing or treatment such as filling the product container with nitrogen to suppress the reaction between oxygen and the processing agent, thereby improving work efficiency. Furthermore, there is no need to store the processing agent in a low-temperature environment, and the handling of the product can be improved.

In particular, when the processing agent contains vegetable oil or fish oil that is prone to component deterioration due to oxidation, it is possible to suppress the deterioration of such components and maintain the function as a smoothing agent.
<Reference Embodiment 2>
The smoke prevention agent of Reference Embodiment 2 will be described below. Hereinafter, the differences from the above-mentioned processing agents will be mainly explained.

The smoke prevention agent of this embodiment contains an ester compound of Guerbet alcohol having 24 to 32 carbon atoms and thiodipropionic acid, and is used in the fiber drawing process. Further, the smoke prevention agent of the present embodiment may be applied as a smoke prevention method in which an SEL compound of Guerbet alcohol having 24 to 32 carbon atoms and thiodipropionic acid is applied to fibers before the stretching process.

The effects of the smoke prevention agent of the above embodiment will be explained.
(3-1) The smoke prevention agent of the present embodiment is used as a processing agent and contains an ester compound of Guerbet alcohol having 24 to 32 carbon atoms and thiodipropionic acid. Therefore, smoke generation can be reduced while exhibiting a smoothing function particularly in the step of passing through a heating roller where smoke generation is likely to occur. The ester compound contained in such a smoke prevention agent is less likely to decompose during long-term storage or thermally decompose during spinning to produce low-molecular-weight decomposition products that tend to cause smoke.

Note that the above embodiment may be modified as follows. The above embodiment and the following modifications can be implemented in combination with each other within a technically consistent range.
・The processing agent of the above embodiment may contain stabilizers, antistatic agents, and binders other than those mentioned above to maintain the quality of the processing agent, during or after the production of the processing agent, within a range that does not impede the effects of the present invention. Ingredients commonly used in processing agents such as antifoaming agents, antioxidants, ultraviolet absorbers, antifoaming agents, preservatives, and rust preventives may also be added.

- The processing agent of the above embodiment does not need to contain the above-mentioned ionic surfactant (B) and nonionic surfactant (C). In addition, the treatment agent may contain both an ionic surfactant (B) and a nonionic surfactant (C), or may contain either an ionic surfactant (B) or a nonionic surfactant (C). You may.

Examples will be given below to make the structure and effects of the present invention more specific, but the present invention is not limited to these Examples. In the Examples and Comparative Examples below, parts mean parts by mass, and % means % by mass, unless otherwise specified.

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

The ester compound in Example 1 was stored at 25°C in a polyethylene container with a filling rate of 90% by volume and a ratio of gas-liquid contact area/treatment agent volume = 0.07 [1/cm]. The sample was used less than 2 weeks after synthesis.

In addition, other compounds other than ester compounds were stored at 25°C in polyethylene containers with a filling rate of 90% by volume and a ratio of gas-liquid contact area/treatment agent volume = 0.07 [1/cm]. The sample used was one that had not been used for two weeks after synthesis.

Further, the processing agent was used for preparation under a nitrogen atmosphere after adjusting the temperature of each raw material compound to 40° C. in a water bath.
(Examples 2 to 14, Comparative Examples 1 to 3)
The processing agents of Examples 2 to 14 and Comparative Examples 1 to 3 were prepared in the same manner as the processing agent of Example 1, and contained an ester compound (A), an ionic surfactant (B), a nonionic surfactant (C), and Other components (D) were prepared so as to contain them in the proportions shown in Table 1.

The ester compounds in Examples 7, 9, 10, and 14 were placed in a glass beaker (inner diameter 4.5 cm) so that the gas-liquid contact area/volume = 0.25 [1/cm] and heated at 70°C. I used the one that had been in storage for two weeks.

The ester compounds in Examples other than the above were stored at 25°C in a polyethylene container with a filling rate of 90% by volume and a gas-liquid contact area/treatment agent volume = 0.07 [1/cm]. The sample was used less than 2 weeks after 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 was stored at 70°C for 4 weeks. I used something similar.

Comparative Example 2 used an ester compound immediately after synthesis, put the prepared treatment agent into a glass beaker (inner diameter 4.5 cm) so that the gas-liquid contact area/volume = 0.5, and heated it at 70°C. Those stored for 6 weeks were used.

Other compounds except for the ester compound were stored at 25°C in a polyethylene container with a filling rate of 90% by volume and a ratio of gas-liquid contact area/treatment agent volume = 0.07 [1/cm]. Therefore, it was used less than 2 weeks after synthesis.

Further, the processing agent was used for preparation under a nitrogen atmosphere after adjusting the temperature of each raw material compound to 40° C. in a water bath.
The type and content of the ester compound (A), the type and content of the ionic surfactant (B), the type and content of the nonionic surfactant (C), and the type and content of other components (D) are shown in the table. 1, in the "ester compound (A)" column, "ionic surfactant (B)" column, "nonionic surfactant (C)" column, and "other components (D)" column, respectively.

The peroxide value in each treatment agent was measured by using potentiometric titration in accordance with the measurement method (peroxide value (chloroform method)) of the "Standard Oil and Fat Analysis Test Method" established by the Japan Oil Chemists' 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 (Wiiss-cyclohexane method)) of the "Standard Oil and Fat Analysis Test Method" established by the Japan Oil Chemists' Society. The iodine value (IV) value of the treatment agent is shown in the "Iodine value" column of Table 1.

In addition, Fe and Cu in all the prepared processing agents were measured by ICP-AES and confirmed to be 1 ppm or less. For ICP-AES, ICPE-9000 (manufactured by Shimadzu Corporation) was used, and a solution obtained by diluting 0.5 g of a sample with ultrapure water to 100 mL was subjected to analysis.

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)
(Complete ester compound (A2) of a polyhydric alcohol with a valence of 3 or more and a valence of 4 or less and a fatty acid)
A2-1: Triester of trimethylolpropane and mixed acid (palm kernel fatty acid and vegetable oleic acid, 4:6 mixture by mass) A2-2: Rapeseed oil (other ester compounds (A))
A3-1: Dioleyl adipate A3-2: Oleyl ersinate (other smoothing agents)
rA-1: Mineral oil (40 mPa・s at 40°C)
<Ionic surfactant (B)>
(Sulfonic acid compound (B1))
B1-1: Secondary alkanesulfonic acid sodium salt (C=11 or more and 14 or less)
B1-2: Dioctylsulfosuccinic acid sodium salt B1-3: α-olefin sulfonic acid sodium salt (other ionic surfactants (B))
B2-1: Oleic acid potassium salt B2-2: Oleyl phosphate ester-dibutylethanolamine salt B2-3: Isocetyl phosphate ester-triethanolamine salt <Nonionic surfactant (C)>
(Compound (C1) in which alkylene oxide is added to a primary organic amine)
C1-1: 3 moles of EO added to 1 mole of laurylamine C1-2: 10 moles of EO added to 1 mole of laurylamine C1-3: 10 moles of EO added to 1 mole of stearylamine C1-4: Stearyl 15 moles of EO added to 1 mole of 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: Added 10 moles of EO and 10 moles of PO to 1 mole of isotridecanol Randomly added C2-4: 10 moles of EO added to 1 mole of hydrogenated castor oil C2-5: Compound obtained by adding 20 moles of EO to 1 mole of hydrogenated castor oil and esterifying it with 3 moles of oleic acid C2-6: Hydrogenated castor oil A compound obtained by adding 25 moles of EO to 1 mole, crosslinking with adipic acid, and terminally esterifying it with stearic acid (mass average molecular weight: 5000)
C2-7: Sorbitan monolaurate C2-8: 10 moles of EO added to 1 mole of sorbitan trioleate C2-9: Esterified product of 1 mole of diglycerin and 2 moles of isostearic acid C2-10: Polyethylene glycol (mass average molecular weight 600 ) and lauric acid diester C2-11: Polyethylene glycol (mass average molecular weight 600) and oleic acid diester C2-12: Oleyl diethanolamide <Other components (D)>
D1-1: Tris isocyanurate (3,5-di-tert-butyl-4-hydroxybenzyl)
D1-2: 4,4'-butylidene bis(6-tert-butyl-m-cresol)
D1-3: Tris isocyanurate (4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl)
D1-4: 2,2'-methylenebis(4-ethyl-6-tert-butylphenol)
Test category 2 (evaluation of tar cleaning properties)
Immediately after preparation, each treatment agent was diluted with an organic solvent (a mixed solvent of hexane and ethanol) to obtain a 15% diluted treatment agent. The above diluent was applied to an oil-free polyethylene terephthalate fiber of 1000 dtex, 126 filaments, and an intrinsic viscosity of 0.93 by a guide oiling method so that the amount of non-volatile matter applied was 5.0%. The yarn was run 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 240°C. The brown tar adhering to the fiber running area and its surroundings was rubbed at 180°C using a cotton swab impregnated with a glycerin solution prepared to have 5% NaOH, and the number of times until 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): 100 times or more and less than 200 times × (Not possible): 200 times or more Test category 3 (Evaluation of smoke generation)
Each of the prepared processing agents was uniformly diluted with ion-exchanged water or an organic solvent (a mixed solvent of hexane and ethanol) as needed to obtain a 15% diluted solution of the processing agent. The above diluent was applied to an oil-free polyethylene terephthalate fiber of 1000 decitex, 126 filaments, and an intrinsic viscosity of 0.93 using an oiling roller oiling method so that the amount of non-volatile matter applied was 1.0%. Thereafter, the diluted solution was dried to obtain a test yarn. This was brought into contact with a heating roller at 220° C. at a yarn speed of 300 m/min, and smoke generation observed around the heating roller was evaluated based on the following criteria. The results are shown in the "Fume" column of Table 1.

・Evaluation criteria for smoke generation ◎ (Good): When smoke generation is not observed ○ (Acceptable): When smoke generation is slightly observed × (Poor): When smoke generation is clearly observed As is clear from the results in Table 1. In addition, the treatment agents of each Example were evaluated as fair or better in terms of tar cleaning performance and smoke generation. According to the present invention, tar cleaning performance can be improved and smoke generation can be reduced, particularly in the spinning process of synthetic fibers.

The present invention relates to a treatment agent for synthetic fibers that can improve tar cleaning properties and reduce smoke generation, and synthetic fibers .

For example, in the spinning and drawing process of synthetic fibers, a treatment for attaching a fiber treatment agent to the surface of the fibers may be performed, for example, from the viewpoint of improving smoothness, antistatic properties, and the like.
Conventionally, processing agents for synthetic fibers disclosed in Patent Documents 1 to 3 are known. Patent Document 1 discloses a lubricating treatment composition for synthetic fibers that contains a predetermined alkylene oxide adduct of bisphenol A and undergoes a hot processing step. Patent Document 2 contains an ester compound of at least one selected from an organic acid having a sulfur element in the molecule and an ester-forming derivative of an organic acid having a sulfur element in the molecule, and Guerbet alcohol having 6 to 22 carbon atoms. Disclosed is a processing agent for synthetic fibers. Patent Document 3 discloses a treatment agent for synthetic fibers that contains an ester compound having a predetermined thioether bond, has an acid value of 0.2 to 10 mgKOH/g, and has an ash content of 0.01 to 0.5% by mass. do.

Japanese Unexamined Patent Publication No. 155299/1983 Japanese Patent Application Publication No. 2020-094304 Japanese Patent Application Publication No. 2018-150665

However, conventional processing agents for synthetic fibers are required to have improved tar cleaning properties and low smoke generation properties.

As a result of research to solve the above problems, the present inventors found that a composition containing a predetermined ester compound (A) and an ionic surfactant (B) is suitable for a synthetic fiber treatment agent. .

Each aspect of solving the above problems will be described.
The synthetic fiber treatment agent of aspect 1 is a synthetic fiber treatment agent containing an ester compound (A) and an ionic surfactant (B) , wherein the ester compound (A) is a gel base having 24 to 32 carbon atoms. The ionic surfactant contains an ester compound of alcohol and thiodipropionic acid, and the ionic surfactant contains a sulfonic acid compound (B1) .

Aspect 2 is the synthetic fiber processing agent according to Aspect 1 , in which the ester compound (A) further includes a complete ester compound (A2) of a polyhydric alcohol having a valence of 3 or more and 4 or less and a fatty acid.

Aspect 3 is the synthetic fiber processing agent according to aspect 1 or 2 , further comprising a nonionic surfactant (C).
Aspect 4 is the synthetic fiber treatment agent according to Aspect 3 , in which the nonionic surfactant (C) includes a compound (C1) in which an alkylene oxide is added to a primary organic amine.

The synthetic fiber of Aspect 5 is characterized in that the synthetic fiber treatment agent according to any one of Aspects 1 to 4 is attached .

According to the present invention, tar cleaning performance can be improved and smoke generation can be reduced.

<First embodiment>
Hereinafter, a first embodiment of the synthetic fiber processing agent (hereinafter also referred to as processing agent) of the present invention will be described. The processing agent of this embodiment is configured to include an ester compound (A) described below and an ionic surfactant (B) described below .

(Ester compound (A))
In the present invention, the ester compound (A) contains as an essential component an ester compound of Guerbet alcohol having 24 to 32 carbon atoms and thiodipropionic acid.

Other ester compounds (A) are not particularly limited as long as they can be applied as smoothing agents in the field of processing agents, but include ester compounds produced from fatty acids and alcohols. Examples of the ester compound (A) include ester compounds produced from alcohol and a fatty acid having an odd or even number of hydrocarbon groups, which will be described later. The fatty acid that is the raw material for the ester compound is not particularly limited in its carbon number, presence or absence of branching, valency, etc., and may be a higher fatty acid, a fatty acid having a cyclic cyclo ring, It may also be a fatty acid having an aromatic ring. The alcohol that is the raw material for the ester compound is not particularly limited in terms of its carbon number, presence or absence of branching, valence, etc., and even if it is a higher alcohol, an alcohol with a cyclic cyclo ring, or an aromatic alcohol. It may also be an alcohol having a ring.

It is preferable that the ester compound (A) includes 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, which will be described later, and to improve the tar cleaning performance and to achieve low smoke generation.

Specific examples of the ester compound (A1) having a thioether bond in the molecule include dioctylthiodipropionate, diisolaurylthiodipropionate, dilaurylthiodipropionate, diisopalmitylthiodipropionate, and diisopalmitylthiodipropionate. Isostearylthiodipropionate, dioleylthiodipropionate, diisotetracosylthiodipropionate, di(2-decyl-1-tetradecanol)thiodipropionate, di(2-dodecyl-1-hexadeca) Nor)thiodipropionate, di(2-octyl-1-decanol)thiodipropionate, 2-ethylhexyl (laurylthiopropionate), octylthiodipropionate, isolaurylthiodipropionate, laurylthiodipropionate nate, isopalmitylthiodipropionate, isostearylthiodipropionate, oleylthiodipropionate, isotetracosylthiodipropionate, and the like.

In the present invention, as described above , the ester compound (A1) includes an ester compound of Guerbet alcohol having 24 to 32 carbon atoms and thiodipropionic acid. By including such an ester compound, it is possible to particularly reduce smoke generation.

In the processing agent, the lower limit of the content of the ester compound (A1) is preferably 0.5% by mass or more, more preferably 1% by mass or more. Further, the upper limit of the content of the ester compound (A1) is preferably 30% by mass or less, more preferably 25% by mass or less. By specifying the content within this range, the effects of the present invention can be further improved. In addition, ranges in which the above upper and lower limits are arbitrarily combined are also envisioned.

Moreover, it is preferable that the ester compound (A) further includes a complete ester compound (A2) of a polyhydric alcohol having a valence of 3 or more and a valence of 4 or less and a fatty acid. When the ester compound (A) contains the ester compound (A2), the smoke generation property can be further reduced.

Specific examples of polyhydric alcohols having a valence of 3 or more and 4 or less, which are raw materials for the complete ester compound (A2), include glycerin, pentaerythritol, trimethylolpropane, 2-methyl-2-hydroxymethyl-1,3- Examples include propanediol, 1,2,3-butanetriol, 1,2,4-butanetriol, erythritol, 1,2,3-pentatriol, 1,2,4-pentatriol and the like.

As the fatty acid serving as a raw material for the complete ester compound (A2), any known fatty acid can be used as appropriate, and it may be a saturated fatty acid or an unsaturated fatty acid. Furthermore, it may be linear or may have a branched structure. Further, it may be a monovalent fatty acid or a polyvalent carboxylic acid (polybasic acid). Specific examples of fatty acids include (1) octanoic acid, nonanoic acid, decanoic acid, undecanoic acid, dodecanoic acid, tridecanoic acid, tetradecanoic acid, pentadecanoic acid, hexadecanoic acid, heptadecanoic acid, octadecanoic acid, nonadecanoic acid, and icosanoic acid. , linear alkyl fatty acids such as henicosanoic acid, docosanoic acid, and tetracosanoic acid, (2) branched alkyl fatty acids such as 2-ethylhexanoic acid, isododecanoic acid, isotridecanoic acid, isotetradecanoic acid, isohexadecanoic acid, and isooctadecanoic acid, (3) ) Straight chain alkenyl fatty acids such as crotonic acid, myristoleic acid, palmitoleic acid, oleic acid, vaccenic acid, eicosenoic acid, linoleic acid, α-linolenic acid, γ-linolenic acid, arachidonic acid, (4) castor oil fatty acid, sesame oil fatty acid, Naturally derived fatty acids such as tall oil fatty acid, soybean oil fatty acid, rapeseed oil fatty acid, palm oil fatty acid, palm kernel fatty acid, and coconut oil fatty acid are mentioned.

Specific examples of the complete ester compound (A2) include glycerin trioleate, trimethylolpropane trilaurate, pentaerythritol tetraoctate, trimethylolpropane and mixed acid (mixture of palm kernel fatty acid and vegetable oleic acid), Esters, triesters of trimethylolpropane and rapeseed oil fatty acids, triesters of trimethylolpropane and coconut oil fatty acids, tetraesters of pentaerythritol and palm oil fatty acids, coconut oil, rapeseed oil, sunflower oil, soybean oil, castor Examples include animal and vegetable oils such as oil, sesame oil, and fish oil.

In the processing agent, the lower limit of the content of the complete ester compound (A2) is preferably 10% by mass or more, more preferably 20% by mass or more. Further, the upper limit of the content of the complete ester compound (A2) is preferably 70% by mass or less, more preferably 60% by mass or less. By specifying the content within this range, it is possible to achieve lower smoke generation. In addition, ranges in which the above upper and lower limits are arbitrarily combined are also envisioned.

Specific examples of ester compounds (A) other than the above ester compound (A1) and complete ester compound (A2) include (1) butyl stearate, octyl stearate, oleyl laurate, oleyl oleate, isopentacosani Ester compounds of aliphatic monoalcohols and aliphatic monocarboxylic acids, such as lysostearate, octyl palmitate, oleyl ersinate, and isotridecyl stearate, and alkylene oxides having 2 to 4 carbon atoms to aliphatic monoalcohols. Ester compounds of added (poly)oxyalkylene adducts and aliphatic monocarboxylic acids, (2) ester compounds of aliphatic polyhydric alcohols and aliphatic monocarboxylic acids such as 1,6-hexanediol didecanoate , a complete ester compound of a (poly)oxyalkylene adduct obtained by adding an alkylene oxide having 2 to 4 carbon atoms to an aliphatic polyhydric alcohol and an aliphatic monocarboxylic acid, (3) dilauryl adipate, dioleyl adipate , dioleyl azelate, bispolyoxyethylene lauryl adipate, etc., complete ester compounds of aliphatic monoalcohols and aliphatic polyhydric carboxylic acids, and alkylene oxides having 2 to 4 carbon atoms added to aliphatic monoalcohols. Complete ester compounds of (poly)oxyalkylene adducts and aliphatic polycarboxylic acids, (4) aromatic monoalcohols and aliphatic monocarboxylic acids, such as benzyl oleate, benzyl laurate, and polyoxypropylene benzyl stearate. (5) bisphenol A dilaurate, polyoxyethylene Complete ester compounds of aromatic polyhydric alcohols and aliphatic monocarboxylic acids such as bisphenol A dilaurate, (poly)oxyalkylene adducts with alkylene oxides having 2 to 4 carbon atoms added to aromatic polyhydric alcohols, and fats. (6) complete ester compounds of aliphatic monoalcohols and aromatic polyhydric carboxylic acids, such as bis-2-ethylhexyl phthalate, diisostearylisophthalate, trioctyl trimellitate, etc. , a complete ester compound of an aromatic polycarboxylic acid and a (poly)oxyalkylene adduct obtained by adding an alkylene oxide having 2 to 4 carbon atoms to an aliphatic monoalcohol.

As these ester compounds (A), one type of ester compound may be used alone, or two or more types of ester compounds may be used in an appropriate combination.
In the processing agent, the lower limit of the content of the ester compound (A) is preferably 25% by mass or more, more preferably 30% by mass or more. When the content is 25% by mass or more, the smoothness of the fibers to which the treatment agent has been applied can be further improved. The upper limit of the content of the ester compound (A) is preferably 80% by mass or less, more preferably 70% by mass or less. When the content is 80% by mass or less, the stability of the processing agent can be further improved. In addition, ranges in which the above upper and lower limits are arbitrarily combined are also envisioned.

(Other smoothing agents)
The treatment agent may contain other smoothing agents other than the ester compound (A) for the purpose of improving smoothness of the synthetic fibers, within a range that does not impede the effects of the present invention. Examples of the smoothing agent include mineral oil (having a kinematic 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 specifically, examples include spindle oil and liquid paraffin.

As the polyolefin, poly-α-olefin used as a smooth component is applied. Specific examples of polyolefins 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 used as appropriate.

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

In the present invention, the ionic surfactant (B) contains a sulfonic acid compound (B1), which will be described later, as an essential component.
As the anionic surfactant, any known one can be used as appropriate. Specific examples of anionic surfactants include (1) phosphate esters of aliphatic alcohols such as lauryl phosphate salts, cetyl phosphate salts, octyl phosphate salts, oleyl phosphate salts, and stearyl phosphate salts; (2) at least one selected from ethylene oxide and propylene oxide in an aliphatic alcohol such as polyoxyethylene lauryl ether phosphate salt, polyoxyethylene oleyl ether phosphate salt, polyoxyethylene stearyl ether phosphate salt, etc. (3) lauryl sulfonate, myristyl sulfonate, cetyl sulfonate, oleyl sulfonate, stearyl sulfonate, tetradecane sulfonate, dodecylbenzene sulfonate , secondary alkyl sulfonic acid (C13 or more and 15 or less) salt, secondary alkyl sulfonic acid (C11 or more and 14 or less) salt, aliphatic sulfonate or aromatic sulfonate such as α-olefin sulfonate, (4) Sulfate ester salts of aliphatic alcohols such as lauryl sulfate, oleyl sulfate, stearyl sulfate, (5) polyoxyethylene lauryl ether sulfate, polyoxyalkylene (polyoxyethylene, polyoxypropylene) lauryl ether Sulfate ester salts, sulfate ester salts obtained by adding at least one alkylene oxide selected from ethylene oxide and propylene oxide to aliphatic alcohols such as polyoxyethylene oleyl ether sulfate ester salts, (6) castor oil fatty acid sulfate ester salts, sesame oil fatty acids Sulfate ester salts of naturally occurring fatty acids such as sulfate ester salts, tall oil fatty acid sulfate ester salts, soybean oil fatty acid sulfate ester salts, rapeseed oil fatty acid sulfate ester salts, palm oil fatty acid sulfate ester salts, (7) sulfate ester salts of castor oil, Sulfate ester salts of natural oils and fats such as sesame oil sulfate ester salts, tall oil sulfate ester salts, soybean oil sulfate ester salts, rapeseed oil sulfate ester salts, palm oil sulfate ester salts, (8) laurate, oleic acid Salts, fatty acid salts such as stearate, (9) aliphatic alcohol sulfosuccinate salts such as dioctyl sulfosuccinate, and the like. Examples of counter ions for anionic surfactants include alkali metal salts such as potassium salts and sodium salts, alkanolamine salts such as ammonium salts, triethanolamine salts, (poly)oxyalkylenealkylamine salts, and dibutylethanolamine salts. Can be mentioned.

The anionic surfactant includes a sulfonic acid compound (B1) such as an aliphatic sulfonate, as described above , from the viewpoint of further improving tar cleaning properties .
When a sulfonic acid compound (B1) is included as an anionic surfactant, it is used in combination with an ester compound of Guerbet alcohol having 24 to 32 carbon atoms and thiodipropionic acid as the ester compound (A). With this configuration, the effects of the present invention can be further improved.

In the processing agent, the lower limit of the content of the sulfonic acid compound (B1) is preferably 0.1% by mass or more, more preferably 0.5% by mass or more. Further, the upper limit of the content of the sulfonic acid compound (B1) is preferably 5% by mass or less, more preferably 3.5% by mass or less. By specifying the content within this range, tar cleaning performance can be further improved. In addition, ranges in which the above upper and lower limits are arbitrarily combined are also envisioned.

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

Specific examples of amphoteric surfactants include betaine type amphoteric surfactants. As these ionic surfactants (B), one type of ionic surfactant may be used alone, or two or more types of ionic surfactants may be used in an appropriate combination.

In the processing agent, the lower limit of the content of the ionic surfactant (B) is preferably 0.1% by mass or more, more preferably 1% by mass or more. The upper limit of the content of the ionic surfactant (B) is preferably 10% by mass or less, more preferably 6% by mass or less. By specifying the content within this range, tar cleaning performance can be further improved. In addition, ranges in which the above upper and lower limits are arbitrarily combined are also envisioned.

(Nonionic surfactant (C))
The processing agent may further contain a nonionic surfactant (C). By including the nonionic surfactant (C) in the treatment agent, the stability of the appearance of the treatment agent can be increased, and polar solvents such as water and/or organic solvents can be used as a diluent when applying to synthetic fibers. It becomes possible to apply different solvents.

Nonionic surfactants (C) include, for example, compounds having a (poly)oxyalkylene structure obtained by adding alkylene oxide to alcohols or carboxylic acids, and compounds having alkylene oxide added to ester compounds of carboxylic acids and polyhydric alcohols. Ether/ester compounds having a (poly)oxyalkylene structure, compounds obtained by adding alkylene oxide to natural oils or fats, or compounds obtained by esterifying this compound with carboxylic acids, amine compounds such as those obtained by adding alkylene oxide to a primary organic amine. Compounds (C1) having a (poly)oxyalkylene structure, compounds having a (poly)oxyalkylene structure obtained by adding alkylene oxide to fatty acid amides, amide compounds obtained by condensing an amine compound and carboxylic acids, and carboxylic acids. Examples include partial ester compounds with polyhydric alcohols and the like. Among these, it is preferable to include a compound (C1) in which an alkylene oxide is added to a primary organic amine from the viewpoint of further improving tar cleaning properties.

Specific examples of alcohols used as raw materials for the nonionic surfactant (C) include (1) 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, heptadecanol, octacosanol, nonacosanol , straight chain alkyl alcohols such as triacontanol, (2) isopropanol, isobutanol, isohexanol, 2-ethylhexanol, isononanol, isodecanol, isododecanol, isotridecanol, isotetradecanol, isotriacontanol, Isohexadecanol, isoheptadecanol, isooctadecanol, isononadecanol, isoeicosanol, isoheneicosanol, isodocosanol, isotricosanol, isotetracosanol, isopentacosanol, Branched alkyl alcohols such as isohexacosanol, isoheptacosanol, isooctacosanol, isononacosanol, isopentadecanol, (3) linear alkenyl alcohols such as tetradecenol, hexadecenol, heptadecenol, octadecenol, nonadecenol, (4) iso Branched alkenyl alcohols such as hexadecenol and isooctadecenol, (5) cyclic alkyl alcohols such as cyclopentanol and cyclohexanol, (6) phenol, nonylphenol, benzyl alcohol, monostyrenated phenol, distyrenated phenol, Examples include aromatic alcohols such as tristyrenated phenol.

Specific examples of carboxylic acids used as raw materials for the nonionic surfactant (C) include (1) octyl acid, nonanoic acid, decanoic acid, undecanoic acid, dodecanoic acid, tridecanoic acid, tetradecanoic acid, pentadecanoic acid, hexadecane; acids, linear alkyl carboxylic acids such as heptadecanoic acid, octadecanoic acid, nonadecanoic acid, eicosanoic acid, heneicosanoic acid, docosanoic acid, (2) 2-ethylhexanoic acid, isododecanoic acid, isotridecanoic acid, isotetradecanoic acid, isohexadecanoic acid, Branched alkyl carboxylic acids such as isooctadecanoic acid, (3) linear alkenyl carboxylic acids such as octadecenoic acid, octadecadienoic acid, octadecatrienoic acid, (4) aromatic carboxylic acids such as benzoic acid, (5) ricinol Examples include hydroxycarboxylic acids such as acids.

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 or more and 4 or less carbon atoms. Specific examples of alkylene oxide include ethylene oxide, propylene oxide, butylene oxide, and the like. The number of moles of alkylene oxide added is appropriately set, but is preferably 0.1 mole or more and 250 moles or less, more preferably 1 mole or more and 200 moles or less, and still more preferably 2 moles or more and 150 moles or less. Ranges in which the above upper and lower limits are arbitrarily combined are also envisioned. Note that the number of moles of alkylene oxide added indicates the number of moles of alkylene oxide per mole of the compound to be added in the raw material. As the alkylene oxide, one type of alkylene oxide may be used alone, or two or more types of alkylene oxide may be used in an appropriate combination. When two or more types of alkylene oxides are used, their addition form may be block addition, random addition, or a combination of block addition and random addition, and is not particularly limited.

Specific examples of the polyhydric alcohol used as a raw material for 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, diglycerin, 2-methyl-2-hydroxymethyl-1,3-propanediol, trimethylolpropane, sorbitan, pentaerythritol, sorbitol, and the like.

Specific examples of aliphatic amines or primary organic amines used as raw materials for the nonionic surfactant (C) include methylamine, ethylamine, butylamine, octylamine, laurylamine, octadecylamine (stearylamine), octadecenylamine, Examples include Yasiamin.

Specific examples of the fatty acid amide used as a raw material for the nonionic surfactant (C) include octyl amide, lauric acid amide, palmitic acid amide, stearic acid amide, oleic acid amide, behenic acid amide, lignoceric acid amide, etc. Can be mentioned.

Specific examples of the compound (C1) in which alkylene oxide is added to a primary organic amine include, for example, 3 moles of ethylene oxide (hereinafter referred to as EO) added to 1 mole of laurylamine, and 10 moles of EO added to 1 mole of laurylamine. Examples include those in which 10 moles of EO are added to 1 mole of stearylamine, and those in which 15 moles of EO are added to 1 mole of stearylamine. The number of moles of alkylene oxide added in compound (C1) is appropriately set, but is preferably 1 mole or more and 25 moles or less, more preferably 3 moles or more and 20 moles or less. Ranges in which the above upper and lower limits are arbitrarily combined are also envisioned.

In the processing agent, the lower limit of the content of the compound (C1) in which alkylene oxide is added to a primary organic amine is preferably 0.1% by mass or more, more preferably 1% by mass or more. The upper limit of the content of the compound (C1) is preferably 10% by mass or less, more preferably 5% by mass or less. By specifying the content within this range, tar cleaning performance can be further improved. In addition, ranges in which the above upper and lower limits are arbitrarily combined are also envisioned.

Specific examples of nonionic surfactants (C) other than those mentioned above include those with 10 moles of EO added to 1 mole of stearyl alcohol, those with 10 moles of EO added to 1 mole of isotridecanol, and those with 10 moles of EO added to 1 mole of isotridecanol. In contrast, 10 moles of EO and 10 moles of propylene oxide (hereinafter referred to as PO) were randomly added, 10 moles of EO was added to 1 mole of hydrogenated castor oil, and 20 moles of EO was added to 1 mole of hydrogenated castor oil, and 3 moles of oleic acid was added. Esterified compound, 25 moles of EO added to 1 mole of hydrogenated castor oil, cross-linked with adipic acid, and terminally esterified with stearic acid (mass average molecular weight 5000), sorbitan monolaurate, 10 EO added to 1 mole of sorbitan trioleate Molar addition, esterified product of 1 mole of diglycerin and 2 moles of isostearic acid, diester of polyethylene glycol (mass average molecular weight 600) and lauric acid, diester of polyethylene glycol (mass average molecular weight 600) and oleic acid, oleyl diethanolamide, etc. can be mentioned.

As these nonionic surfactants (C), one type of nonionic surfactant may be used alone, or two or more types of nonionic surfactants may be used in an appropriate combination.
In the processing agent, the lower limit of the content of the nonionic surfactant (C) is preferably 20% by mass or more, more preferably 25% by mass or more. The upper limit of the content of the nonionic surfactant (C) is preferably 70% by mass or less, more preferably 65% by mass or less. By specifying the content within this range, it is possible to improve the stability of the appearance of the treatment agent, and it is also possible to use solvents with different polarities such as water and/or organic solvents as a diluent when applying to synthetic fibers. becomes possible. In addition, ranges in which the above upper and lower limits are arbitrarily combined are also envisioned.

The synthetic fiber treatment agent of the present invention contains 15% by mass of the smoothing agent (A) when the total content of the smoothing agent (A), ionic surfactant (B), and nonionic surfactant is 100% by mass. Preferably, the composition contains the ionic surfactant (B) in a proportion of 0.1 to 15 mass%, and the nonionic surfactant (C) in a proportion of 15 to 80 mass%. By defining it within this range, the effects of the present invention can be further improved.

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

(Method for manufacturing processing agent)
After mixing the above-mentioned components, the processing agent is filled into the product container. From the viewpoint of suppressing the peroxide value, the raw material for the processing agent is preferably stored at 80°C or lower, more preferably 10°C or higher and 50°C or lower, and even more preferably 20°C or higher and 30°C or lower. The filling rate of the processing agent in the product container is preferably defined in the range of 60% by volume or more and 100% by volume or less as a filling rate calculated from the following formula (1) at 25° C. under atmospheric pressure.

By specifying it within this range, it is possible to reduce the amount of oxygen that the treatment agent comes into contact with, to suppress the increase in peroxide value, to improve tar cleaning properties, and to achieve low smoke generation. Further, the temperature at which the processing agent is charged into the product container is preferably 20°C or higher and 80°C or lower, and more preferably 50°C or lower. When the filling temperature is 20° C. or higher, it is possible to reduce the viscosity of the processing agent and improve handling properties such as increasing the filling speed of the processing agent. Further, when the filling temperature is 80° C. or lower, the reaction between oxygen and the processing agent can be reduced, and an increase in peroxide value can be suppressed. In addition, the storage temperature of the processing agent filled in the product container is preferably 80°C or lower from the viewpoint of suppressing an increase in peroxide value, more preferably 10°C or higher and 50°C or lower, and even more preferably 20°C or higher and 30°C or lower. . It is preferable to adjust the temperature of each treatment agent to an appropriate temperature before use. Furthermore, when filling the product container with the processing agent, it is preferable to use nitrogen pressure or a pump in order to avoid contact with oxygen and suppress an increase in peroxide value.

It is preferable that the gas-liquid contact area of the processing agent/volume of the processing agent in the product container is 0 [1/cm] or more and 0.1 [1/cm] or less (25° C.). By specifying it within this range, contact between the processing agent and oxygen can be reduced, and an increase in peroxide value can be suppressed.

(others)
The concentration of Cu ions in the treatment agent is preferably 50 ppm or less, more preferably 10 ppm or less, even more preferably 5 ppm or less, particularly preferably 1 ppm or less. By specifying such a concentration, it is possible to suppress an increase in smoke generation after long-term storage.

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, particularly preferably 1 ppm or less. By specifying such a concentration, 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 processing agent, in the process of product synthesis, storage, transportation, compounding, neutralization, dissolution, filtration, purification, etc. Preferably, instruments or devices made of resin or glass are used. Further, the raw material or the treatment agent may be subjected to an ion exchange method, an adsorption treatment using an inorganic adsorbent, a crystallization treatment, etc. Note that the concentrations of Cu ions and Fe ions in the treatment agent can be determined by ICP emission spectrometry.

Further, as other components, metal deactivators such as benzotriazole, dialkylmercaptothiadiazole, etc., citric acid, tartaric acid, ascorbic acid, and amino acids may be added to the treatment agent.

Further, the iodine value (IV) of the treatment agent is preferably 10 meq/kg or more and 60 meq/kg or less. When the iodine value (IV) is 10 meq/kg or more, the melting point of the processing agent can be lowered and stability at low temperatures can be improved, so there is no need to store the processing agent at high temperatures. Furthermore, handling of the processing agent can be improved. When the iodine value (IV) is 60 meq/kg or less, an increase in peroxide value can be suppressed. Further, it is possible to solve problems in post-processing, such as the treatment agent adhering to the yarn changing in quality and causing poor unwinding. The iodine value (IV) in the treatment agent can be measured according to the measurement method (iodine value (Wiiss-cyclohexane method)) of the "Standard Oil and Fat Analysis Test Method" established by the Japan Oil Chemists' Society.

Further, radical scavengers such as light stabilizers and phenolic antioxidants may be added during or after the production of the processing agent. The molecular weight of the light stabilizer or radical scavenger is preferably 300 g/mol or more, more preferably 450 g/mol or more, and even more preferably 600 g/mol or more, from the viewpoint of suppressing fuming of the additive compound itself. The amount of other components used in combination can be determined within a range that does not impair the effects of the present invention.

<Second embodiment>
Next, a second embodiment embodying the synthetic fiber according to the present invention will be described. The synthetic fiber of this embodiment is a synthetic fiber to which the treatment agent of the first embodiment is attached. The treatment agent may be applied to synthetic fibers in the form of a diluted solution diluted with a diluting solvent, such as an organic solvent solution or an aqueous solution. It is preferable to use a hydrocarbon having 10 or more and 15 or less carbon atoms and/or water as the diluent solvent from the viewpoint of adhesion of the treatment agent to the fibers and economical efficiency. Synthetic fibers are obtained through a process in which a diluent such as an aqueous liquid is applied to the synthetic fibers, for example, in a spinning or drawing process. The diluent attached to the synthetic fiber may undergo a stretching process and a drying process to evaporate the diluting solvent. There is no particular restriction on the adhesion process as long as it is a spinning process. The effects of the invention can be expected to be more effective when used in production equipment and processes that include a step of passing through rollers at 150° C. or higher in the stretching or heat treatment step.

Specific examples of synthetic fibers to which the treatment agent of the present embodiment is applied are not particularly limited, and include (1) polyethylene terephthalate (PET), polytrimethylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, Lactic acid, polyester fibers such as composite fibers containing these polyester resins, (2) polyamide fibers such as nylon 6 and nylon 66, (3) polyacrylic fibers such as polyacrylic and modacrylic, (4) ) Polyolefin fibers such as polyethylene and polypropylene can be mentioned. Among these, it is preferably applied to polyester fibers and polyamide fibers.

There is no particular restriction on the ratio of the treatment agent to the synthetic fibers, but the treatment agent is attached to the synthetic fibers at a ratio of 0.1% by mass to 3% by mass (not including solvents such as water). It is preferable. This configuration further improves the effects of the present invention. The method for applying the treatment agent is not particularly limited; for example, known methods such as a roller lubrication method, a guide lubrication method using a metering pump, an immersion lubrication method, and a spray lubrication method can be employed.

In the present invention, the use of synthetic fibers is not particularly limited, but synthetic fibers used for industrial materials are preferred. For example, fibers for airbags, seatbelts, tire cords, carpets, tents, advertising fabrics, fishing nets, conveyor belts, ropes, etc. for automobiles, architecture, commerce, agriculture, etc. - Synthetic fibers used in fields such as fisheries and civil engineering are more preferred.

The effects of the processing agent and synthetic fiber of the above embodiment will be explained.
(1-1) In the processing agent of the above embodiment, a predetermined ester compound (A) and ionic surfactant (B) were blended . Therefore, tar cleaning performance can be improved and smoke generation can be reduced. In particular, even when the processing agent is stored for a long period of time, deterioration of the components in the processing agent can be suppressed, and tar cleaning properties and low smoke generation properties can be maintained even after long-term storage.

<Reference Embodiment 1>
The antioxidant of Reference Embodiment 1 will be described below. Hereinafter, the differences from the above-mentioned processing agents will be mainly explained.

The antioxidant of this embodiment contains an ester compound of Guerbet alcohol having 24 to 32 carbon atoms and thiodipropionic acid, and is an antioxidant used in a processing agent. The antioxidant of the present embodiment may be applied as a method for preventing oxidation of a processing agent by adding an ester compound of Guerbet alcohol having 24 to 32 carbon atoms and thiodipropionic acid to the processing agent.

The effect of the antioxidant of the above embodiment will be explained.
(2-1) The antioxidant of the present embodiment is used as a treatment agent and contains an ester compound of Guerbet alcohol having 24 to 32 carbon atoms and thiodipropionic acid. Therefore, the long-term storage stability of the processing agent can be improved. Further, it is possible to eliminate processing or treatment such as filling the product container with nitrogen to suppress the reaction between oxygen and the processing agent, thereby improving work efficiency. Furthermore, there is no need to store the processing agent in a low-temperature environment, and the handling of the product can be improved.

In particular, when the processing agent contains vegetable oil or fish oil that is prone to component deterioration due to oxidation, it is possible to suppress the deterioration of such components and maintain the function as a smoothing agent.
<Reference Embodiment 2>
The smoke prevention agent of Reference Embodiment 2 will be described below. Hereinafter, the differences from the above-mentioned processing agents will be mainly explained.

The smoke prevention agent of this embodiment contains an ester compound of Guerbet alcohol having 24 to 32 carbon atoms and thiodipropionic acid, and is used in the fiber drawing process. Further, the smoke prevention agent of the present embodiment may be applied as a smoke prevention method in which an SEL compound of Guerbet alcohol having 24 to 32 carbon atoms and thiodipropionic acid is applied to fibers before the stretching process.

The effects of the smoke prevention agent of the above embodiment will be explained.
(3-1) The smoke prevention agent of the present embodiment is used as a processing agent and contains an ester compound of Guerbet alcohol having 24 to 32 carbon atoms and thiodipropionic acid. Therefore, smoke generation can be reduced while exhibiting a smoothing function particularly in the step of passing through a heating roller where smoke generation is likely to occur. The ester compound contained in such a smoke prevention agent is less likely to decompose during long-term storage or thermally decompose during spinning to produce low-molecular-weight decomposition products that tend to cause smoke.

Note that the above embodiment may be modified as follows. The above embodiment and the following modifications can be implemented in combination with each other within a technically consistent range.
・The processing agent of the above embodiment may contain stabilizers, antistatic agents, and binders other than those mentioned above to maintain the quality of the processing agent, during or after the production of the processing agent, within a range that does not impede the effects of the present invention. Ingredients commonly used in processing agents such as antifoaming agents, antioxidants, ultraviolet absorbers, antifoaming agents, preservatives, and rust preventives may also be added.

- The processing agent of the above embodiment does not need to contain the above-mentioned ionic surfactant (B) and nonionic surfactant (C). In addition, the treatment agent may contain both an ionic surfactant (B) and a nonionic surfactant (C), or may contain either an ionic surfactant (B) or a nonionic surfactant (C). You may.

Examples will be given below to make the structure and effects of the present invention more specific, but the present invention is not limited to these Examples. In the following Examples, Reference Examples, and Comparative Examples, parts mean parts by mass, and % means % by mass, unless otherwise specified.

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

The ester compound in Example 1 was stored at 25°C in a polyethylene container with a filling rate of 90% by volume and a ratio of gas-liquid contact area/treatment agent volume = 0.07 [1/cm]. The sample was used less than 2 weeks after synthesis.

In addition, other compounds other than ester compounds were stored at 25°C in polyethylene containers with a filling rate of 90% by volume and a ratio of gas-liquid contact area/treatment agent volume = 0.07 [1/cm]. The sample used was one that had not been used for two weeks after synthesis.

Further, the processing agent was used for preparation under a nitrogen atmosphere after adjusting the temperature of each raw material compound to 40° C. in a water bath.
(Examples 2 to 8, 13, 14 , Reference Examples 9 to 12 , Comparative Examples 1 to 3)
The processing agents of Examples 2 to 8, 13, 14 , Reference Examples 9 to 12 , and Comparative Examples 1 to 3 were treated in the same manner as the processing agent of Example 1, and the ester compound (A) and the ionic surfactant (B) , a nonionic surfactant (C), and other components (D) in the proportions shown in Table 1.

The ester compounds in Example 7, Reference Example 9, Reference Example 10, and Example 14 were placed in a glass beaker (inner diameter 4.5 cm) with a gas-liquid contact area/volume of 0.25 [1/cm]. The samples that had been stored at 70°C for 2 weeks were used.

The ester compounds in Examples other than the above were stored at 25°C in a polyethylene container with a filling rate of 90% by volume and a gas-liquid contact area/treatment agent volume = 0.07 [1/cm]. The sample was used less than 2 weeks after 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 was stored at 70°C for 4 weeks. I used something similar.

Comparative Example 2 used an ester compound immediately after synthesis, put the prepared treatment agent into a glass beaker (inner diameter 4.5 cm) so that the gas-liquid contact area/volume = 0.5, and heated it at 70°C. Those stored for 6 weeks were used.

Other compounds except for the ester compound were stored at 25°C in a polyethylene container with a filling rate of 90% by volume and a ratio of gas-liquid contact area/treatment agent volume = 0.07 [1/cm]. Therefore, it was used less than 2 weeks after synthesis.

Further, the processing agent was used for preparation under a nitrogen atmosphere after adjusting the temperature of each raw material compound to 40° C. in a water bath.
The type and content of the ester compound (A), the type and content of the ionic surfactant (B), the type and content of the nonionic surfactant (C), and the type and content of other components (D) are shown in the table. 1, in the "ester compound (A)" column, "ionic surfactant (B)" column, "nonionic surfactant (C)" column, and "other components (D)" column, respectively.

The peroxide value in each treatment agent was measured by using potentiometric titration in accordance with the measurement method (peroxide value (chloroform method)) of the "Standard Oil and Fat Analysis Test Method" established by the Japan Oil Chemists' 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 (Wiiss-cyclohexane method)) of the "Standard Oil and Fat Analysis Test Method" established by the Japan Oil Chemists' Society. The iodine value (IV) value of the treatment agent is shown in the "Iodine value" column of Table 1.

In addition, Fe and Cu in all the prepared processing agents were measured by ICP-AES and confirmed to be 1 ppm or less. For ICP-AES, ICPE-9000 (manufactured by Shimadzu Corporation) was used, and a solution obtained by diluting 0.5 g of a sample with ultrapure water to 100 mL was subjected to analysis.

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)
(Complete ester compound (A2) of a polyhydric alcohol with a valence of 3 or more and a valence of 4 or less and a fatty acid)
A2-1: Triester of trimethylolpropane and mixed acid (palm kernel fatty acid and vegetable oleic acid, 4:6 mixture by mass) A2-2: Rapeseed oil (other ester compounds (A))
A3-1: Dioleyl adipate A3-2: Oleyl ersinate (other smoothing agents)
rA-1: Mineral oil (40 mPa・s at 40°C)
<Ionic surfactant (B)>
(Sulfonic acid compound (B1))
B1-1: Secondary alkanesulfonic acid sodium salt (C=11 or more and 14 or less)
B1-2: Dioctylsulfosuccinic acid sodium salt B1-3: α-olefin sulfonic acid sodium salt (other ionic surfactants (B))
B2-1: Oleic acid potassium salt B2-2: Oleyl phosphate ester-dibutylethanolamine salt B2-3: Isocetyl phosphate ester-triethanolamine salt <Nonionic surfactant (C)>
(Compound (C1) in which alkylene oxide is added to a primary organic amine)
C1-1: 3 moles of EO added to 1 mole of laurylamine C1-2: 10 moles of EO added to 1 mole of laurylamine C1-3: 10 moles of EO added to 1 mole of stearylamine C1-4: Stearyl 15 moles of EO added to 1 mole of 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: Added 10 moles of EO and 10 moles of PO to 1 mole of isotridecanol Randomly added C2-4: 10 moles of EO added to 1 mole of hydrogenated castor oil C2-5: Compound obtained by adding 20 moles of EO to 1 mole of hydrogenated castor oil and esterifying it with 3 moles of oleic acid C2-6: Hydrogenated castor oil A compound obtained by adding 25 moles of EO to 1 mole, crosslinking with adipic acid, and terminally esterifying it with stearic acid (mass average molecular weight: 5000)
C2-7: Sorbitan monolaurate C2-8: 10 moles of EO added to 1 mole of sorbitan trioleate C2-9: Esterified product of 1 mole of diglycerin and 2 moles of isostearic acid C2-10: Polyethylene glycol (mass average molecular weight 600 ) and lauric acid diester C2-11: Polyethylene glycol (mass average molecular weight 600) and oleic acid diester C2-12: Oleyl diethanolamide <Other components (D)>
D1-1: Tris isocyanurate (3,5-di-tert-butyl-4-hydroxybenzyl)
D1-2: 4,4'-butylidene bis(6-tert-butyl-m-cresol)
D1-3: Tris isocyanurate (4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl)
D1-4: 2,2'-methylenebis(4-ethyl-6-tert-butylphenol)
Test category 2 (evaluation of tar cleaning properties)
Immediately after preparation, each treatment agent was diluted with an organic solvent (a mixed solvent of hexane and ethanol) to obtain a 15% diluted treatment agent. The above diluent was applied to an oil-free polyethylene terephthalate fiber of 1000 dtex, 126 filaments, and an intrinsic viscosity of 0.93 by a guide oiling method so that the amount of non-volatile matter applied was 5.0%. The yarn was run 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 240°C. The brown tar adhering to the fiber running area and its surroundings was rubbed at 180°C using a cotton swab impregnated with a glycerin solution prepared to have 5% NaOH, and the number of times until 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): 100 times or more and less than 200 times × (Not possible): 200 times or more Test category 3 (Evaluation of smoke generation)
Each of the prepared processing agents was uniformly diluted with ion-exchanged water or an organic solvent (a mixed solvent of hexane and ethanol) as needed to obtain a 15% diluted solution of the processing agent. The above diluent was applied to an oil-free polyethylene terephthalate fiber of 1000 decitex, 126 filaments, and an intrinsic viscosity of 0.93 using an oiling roller oiling method so that the amount of non-volatile matter applied was 1.0%. Thereafter, the diluted solution was dried to obtain a test thread. This was brought into contact with a heating roller at 220° C. at a yarn speed of 300 m/min, and smoke generation observed around the heating roller was evaluated based on the following criteria. The results are shown in the "Fume" column of Table 1.

・Evaluation criteria for smoke generation ◎ (Good): When smoke generation is not observed ○ (Acceptable): When smoke generation is slightly observed × (Poor): When smoke generation is clearly observed As is clear from the results in Table 1. In addition, the treatment agents of each Example were evaluated as fair or better in terms of tar cleaning performance and smoke generation. According to the present invention, tar cleaning performance can be improved and smoke generation can be reduced, particularly in the spinning process of synthetic fibers.

Next, technical ideas that can be understood from the above embodiment and other examples will be additionally described below.
The synthetic fiber treatment agent of aspect 1 is a synthetic fiber treatment agent containing an ester compound (A), and the peroxide value detected from the synthetic fiber treatment agent is 100 meq/kg or less. This is the summary.

Aspect 2 is the synthetic fiber treatment agent according to aspect 1, in which the peroxide value detected from the synthetic fiber treatment agent is 50 meq/kg or less.
Aspect 3 is the synthetic fiber treatment agent according to Aspect 1 or 2, in which the ester compound (A) includes an ester compound (A1) having a thioether bond in the molecule.

Aspect 4 is a synthetic fiber treatment agent according to any one of Aspects 1 to 3, in which the ester compound (A) is a complete ester compound (A2 )including.

Aspect 5 is the synthetic fiber treatment agent according to any one of Aspects 1 to 4, further comprising an ionic surfactant (B).
Aspect 6 is the synthetic fiber treatment agent according to aspect 5, in which the ionic surfactant (B) contains a sulfonic acid compound (B1).

Aspect 7 is the synthetic fiber treatment agent according to any one of Aspects 1 to 6, further comprising a nonionic surfactant (C).
Aspect 8 is the synthetic fiber treatment agent according to aspect 7, in which the nonionic surfactant (C) includes a compound (C1) in which an alkylene oxide is added to a primary organic amine.

The synthetic fiber of Aspect 9 is characterized in that the synthetic fiber treatment agent according to any one of Aspects 1 to 8 is attached.
Aspect 10 is a method for producing a synthetic fiber treatment agent according to any one of Aspects 1 to 8, in which the following formula (1 ) The gist is to set the filling rate calculated from 60 volume % or more and 100 volume % or less.

Claims (10)

A synthetic fiber treatment agent containing an ester compound (A),
A processing agent for synthetic fibers, wherein a peroxide value detected from the processing agent for synthetic fibers is 100 meq/kg or less. The synthetic fiber processing agent according to claim 1, wherein the peroxide value detected from the synthetic fiber processing agent is 50 meq/kg or less. The synthetic fiber processing agent according to claim 1, wherein the ester compound (A) includes an ester compound (A1) having a thioether bond in the molecule. The synthetic fiber processing agent according to claim 1, wherein the ester compound (A) includes a complete ester compound (A2) of a polyhydric alcohol having a valence of 3 or more and a valence of 4 or less and a fatty acid. The synthetic fiber processing agent according to claim 1, further comprising an ionic surfactant (B). The synthetic fiber processing agent according to claim 5, wherein the ionic surfactant (B) contains a sulfonic acid compound (B1). The synthetic fiber processing agent according to claim 1, further comprising a nonionic surfactant (C). The synthetic fiber processing agent according to claim 7, wherein the nonionic surfactant (C) contains a compound (C1) in which alkylene oxide is added to a primary organic amine. A synthetic fiber characterized by being coated with the synthetic fiber treatment agent according to any one of claims 1 to 8. A method for producing a synthetic fiber treatment agent according to any one of claims 1 to 8, comprising:
A method for producing a treatment agent for synthetic fibers, characterized in that 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.