JP7223470B1 - Treatment agent for polyester synthetic fiber, composition containing treatment agent for polyester synthetic fiber, first treatment agent for polyester synthetic fiber, composition containing first treatment agent for polyester synthetic fiber, second treatment for polyester synthetic fiber agent, composition containing second treatment agent for polyester synthetic fiber, diluent of treatment agent for polyester synthetic fiber, method for treating polyester synthetic fiber, and polyester synthetic fiber - Google Patents

Abstract

An object of the present invention is to improve emulsification stability when a treatment agent for synthetic fibers is diluted with water, reduce adhesion on the surface of fibers to which the treatment agent for synthetic fibers is applied, and suppress a decrease in fiber strength. We provide processing agents for polyester synthetic fibers.
A polyester-based synthetic fiber treatment agent of the present invention is a polyester containing a (poly)oxyalkylene derivative (A), an organic acid compound (B) described below, and an organic phosphate ester compound (C) described below. A 5% by weight water-diluted solution of the polyester-based synthetic fiber treatment agent has a pH at 25° C. of 5.5 or more and 8.5 or less. Organic acid compound (B): at least one selected from organic acids, organic acid salts, and organic acid anhydrides. Organic phosphate ester compound (C): at least one selected from organic phosphate esters having a hydrocarbon group having 16 to 20 carbon atoms in the molecule, and salts thereof.
[Selection figure] None

Description

The present invention provides a treatment agent for polyester synthetic fibers, a composition containing a treatment agent for polyester synthetic fibers, a first treatment agent for polyester synthetic fibers, a composition containing the first treatment agent for polyester synthetic fibers, and a polyester synthetic fiber. second treating agent for polyester synthetic fibers, a composition containing the second treating agent for polyester synthetic fibers, a diluent of the treating agent for polyester synthetic fibers, a method for treating polyester synthetic fibers, and polyester synthetic fibers.

For example, in the process of spinning and drawing synthetic fibers, the finishing process, etc., a treatment of attaching a synthetic fiber treatment agent to the surface of the fiber may be performed from the viewpoint of friction reduction, antistatic property, bundling property, etc. of the synthetic fiber. .

Conventionally, processing agents for synthetic fibers disclosed in Patent Documents 1 to 5 are known. Patent Document 1 describes an alkali metal salt of an alkyl phosphate containing a predetermined alkyl group, a predetermined surfactant, and a predetermined metal phosphate in predetermined proportions. Disclosed is a processing agent for polyester-based synthetic fibers in which the salt has an acid value of 0.1 to 90 KOHmg/g. Patent Literature 2 discloses a treatment agent for polyester-based synthetic fibers containing predetermined alkyl phosphates, a predetermined surfactant, and a monohydric aliphatic alcohol having a predetermined alkyl group in predetermined proportions. Patent document 3 contains, as essential components, an A component consisting of polyvinyl alcohol or a derivative thereof, and a B component consisting of an alkyl phosphate potassium salt or a polyoxyalkylene alkyl phosphate potassium salt having a predetermined alkyl group, and the A component and Disclosed is a fiber treatment agent for manufacturing spun yarn containing a B component in a predetermined proportion. Patent Document 4 discloses a polyolefin-based synthetic fiber treatment agent containing a specific organic acid, two types of alkyl phosphate salts, and a polyoxyalkylene derivative in a predetermined ratio, and having an aqueous liquid with a pH of 3 or more and less than 7. Disclose about Patent Document 5 discloses a polyolefin-based synthetic fiber treatment containing fumaric acid, a specific nonionic surfactant, a dialkylsulfosuccinate having an alkyl group having 8 to 16 carbon atoms, and a polyglycerin fatty acid ester in a predetermined ratio. Disclosed are agents.

Japanese Patent No. 5796922 Japanese Patent No. 5796923 Japanese Patent No. 5651033 Japanese Patent No. 6057489 Japanese Patent Application Laid-Open No. 2018-31090

However, conventional processing agents for synthetic fibers sometimes generate precipitates due to deterioration in emulsification stability when the processing agents for synthetic fibers are diluted with water. In addition, the adhesion of the surface of the fiber to which the synthetic fiber treatment agent has been applied may increase, resulting in poor spinning. In addition, there have been cases in which process defects have occurred due to a decrease in the strength of the fibers to which the synthetic fiber treatment agent has been applied.

As a result of research to solve the above problems, the present inventors have found that a (poly)oxyalkylene derivative (A), a predetermined organic acid compound (B), and a predetermined organic phosphorus It has been found that a configuration containing an acid ester compound (C) and having a defined pH is suitable.

Various aspects of solving the above problems will be described.
Aspect 1 of the treatment agent for polyester-based synthetic fibers comprises 5% by mass or more of the (poly)oxyalkylene derivative (A), 1% by mass or more of the following organic acid compound (B), and the following organic phosphate ester compound ( A polyester synthetic fiber treatment agent containing 5% by mass or more of C), wherein a 5% by mass water dilution of the polyester synthetic fiber treatment agent (solvent-free) has a pH of 5 at 25°C. The gist is that it is 5 or more and 8.5 or less.

Organic acid compound (B): at least one selected from organic acids, organic acid salts, and organic acid anhydrides.
Organic phosphate ester compound (C): at least one selected from organic phosphate esters having a hydrocarbon group having 16 to 20 carbon atoms in the molecule, and salts thereof.

Aspect 2 is the polyester-based synthetic fiber treatment agent of Aspect 1, wherein the organic acid compound (B) is a 1-5 basic carboxylic acid having 0 or more and 9 or less carbon atoms excluding carbon derived from a carboxy group, Salts of 1 to 5 basic carboxylic acids having 0 to 9 carbon atoms excluding carbon atoms derived from carboxy groups, and 2 to 5 basic salts having 0 to 9 carbon atoms excluding carbon atoms derived from carboxy groups It is at least one selected from carboxylic acid anhydrides.

Aspect 3 is the polyester-based synthetic fiber treatment agent according to Aspect 1 or 2, wherein the (poly)oxyalkylene derivative (A) is at least one selected from polyoxyalkylenealkylamines and polyoxyalkylenealkenylamines. including.

Aspect 4 is the polyester-based synthetic fiber treatment agent according to any one of Aspects 1 to 3, wherein the (poly)oxyalkylene derivative (A), the organic acid compound (B), and the organic phosphate ester When the total content of the compound (C) is 100 parts by mass, the total amount of the (poly)oxyalkylene derivative (A) and the organic acid compound (B) is 20 parts by mass or more and 80 parts by mass or less, and The organic phosphoric acid ester compound (C) is contained in a proportion of 20 parts by mass or more and 80 parts by mass or less.

Aspect 5 is the polyester synthetic fiber treatment agent according to any one of aspects 1 to 4, wherein the first treatment agent for polyester synthetic fibers containing the (poly)oxyalkylene derivative (A); and a second treatment agent for polyester synthetic fibers containing an organic phosphate ester compound (C), and the first treatment agent for polyester synthetic fibers and the second treatment agent for polyester synthetic fibers. contains the organic acid compound (B) in either one or both of

Aspect 6 is the polyester synthetic fiber treatment agent according to any one of aspects 1 to 5, wherein the polyester synthetic fibers are polyester short fibers.
Aspect 7 is the polyester synthetic fiber treatment agent according to any one of aspects 1 to 6, wherein the polyester synthetic fiber is for producing spun yarn.

The gist of the composition containing the treatment agent for polyester synthetic fibers of aspect 8 is that it contains the treatment agent for polyester synthetic fibers according to any one of aspects 1 to 7 and the following solvent (S). .

Solvent (S): A solvent having a boiling point of 105° C. or less at atmospheric pressure.
The first treatment agent for polyester synthetic fibers of aspect 9 is a second treatment agent for polyester synthetic fibers containing the following organic phosphate ester compound (C), or the following organic phosphate ester compound (C). A polyester containing a (poly)oxyalkylene derivative (A) used in combination with a composition containing a second treatment agent for polyester synthetic fibers containing a second treatment agent for polyester synthetic fibers and the following solvent (S) In the first treatment agent for synthetic fibers, the following organic acid compound (B) is added to either one or both of the first treatment agent for polyester synthetic fibers and the second treatment agent for polyester synthetic fibers. When the mixture of the first treatment agent for polyester synthetic fibers and the second treatment agent for polyester synthetic fibers (not including the solvent) is diluted with 5% by mass of water, the pH at 25 ° C. is 5 .5 or more and 8.5 or less, and in the mixture of the first treatment agent for polyester synthetic fibers and the second treatment agent for polyester synthetic fibers (without solvent), the (poly)oxyalkylene derivative The gist is to contain 5 mass % or more of (A), 1 mass % or more of the organic acid compound (B), and 5 mass % or more of the organic phosphoric ester compound (C).

Organic acid compound (B): at least one selected from organic acids, organic acid salts, and organic acid anhydrides.
Organic phosphate ester compound (C): at least one selected from organic phosphate esters having a hydrocarbon group having 16 to 20 carbon atoms in the molecule, and salts thereof.

Solvent (S): A solvent having a boiling point of 105° C. or less at atmospheric pressure.
The gist of the composition containing the first treating agent for polyester synthetic fibers of aspect 10 is that it contains the first treating agent for polyester synthetic fibers according to aspect 9 and the following solvent (S).

Solvent (S): A solvent having a boiling point of 105° C. or less at atmospheric pressure.
The second treatment agent for polyester synthetic fibers of aspect 11 is the first treatment agent for polyester synthetic fibers containing the (poly)oxyalkylene derivative (A), or the polyester containing the (poly)oxyalkylene derivative (A) A polyester synthetic fiber first treating agent and a polyester synthetic fiber first treating agent-containing composition containing the following solvent (S), and the following organic phosphate ester compound (C). A second treatment agent for synthetic fibers, wherein one or both of the first treatment agent for polyester synthetic fibers and the second treatment agent for polyester synthetic fibers contains the following organic acid compound (B) When the mixture of the first treatment agent for polyester synthetic fibers and the second treatment agent for polyester synthetic fibers (not including the solvent) is diluted with 5% by mass of water, the pH at 25° C. is 5.0%. 5 or more and 8.5 or less, and in the mixture (not containing the solvent) of the first treatment agent for polyester synthetic fibers and the second treatment agent for polyester synthetic fibers, the (poly)oxyalkylene derivative ( A) is 5% by mass or more, the organic acid compound (B) is 1% by mass or more, and the organic phosphoric ester compound (C) is 5% by mass or more.

Organic acid compound (B): at least one selected from organic acids, organic acid salts, and organic acid anhydrides.
Organic phosphate ester compound (C): at least one selected from organic phosphate esters having a hydrocarbon group having 16 to 20 carbon atoms in the molecule, and salts thereof.

Solvent (S): A solvent having a boiling point of 105° C. or less at atmospheric pressure.
The gist of the composition containing the second treatment agent for polyester synthetic fibers according to aspect 12 is that it contains the second treatment agent for polyester synthetic fibers according to aspect 11 and the following solvent (S).

Solvent (S): A solvent having a boiling point of 105° C. or less at atmospheric pressure.
The diluent of the treatment agent for polyester synthetic fibers of aspect 13 contains the treatment agent for polyester synthetic fibers according to any one of aspects 1 to 7, and the concentration of the treatment agent for polyester synthetic fibers is The gist is that the content is 0.1% by mass or more and 10% by mass or less.

Aspect 14 of the method for treating polyester synthetic fibers comprises diluting the polyester synthetic fiber treatment agent obtained by adding the polyester synthetic fiber treatment agent according to any one of aspects 1 to 7 to water. The gist is to apply a liquid to a polyester synthetic fiber.

Aspect 15 is a method for treating a polyester synthetic fiber, in which a diluted solution of the treatment agent for polyester synthetic fiber obtained by adding the composition containing the treatment agent for polyester synthetic fiber according to aspect 8 to water is The gist is to apply it to synthetic fibers.

Aspect 16 is a method for treating polyester synthetic fibers, comprising water, the first treatment agent for polyester synthetic fibers according to aspect 9 or the composition containing the first treatment agent for polyester synthetic fibers according to aspect 10, and 11. Diluted solution of the treatment agent for polyester synthetic fibers obtained by adding the second treatment agent for polyester synthetic fibers according to aspect 11 or the composition containing the second treatment agent for polyester synthetic fibers according to aspect 12. is applied to polyester synthetic fibers.

A gist of the polyester synthetic fiber of aspect 17 is that the treating agent for polyester synthetic fibers according to any one of aspects 1 to 7 is adhered.

According to the present invention, it is possible to improve the emulsification stability when the treatment agent for synthetic fibers is diluted with water. In addition, it is possible to reduce adhesion on the surface of the fiber to which the synthetic fiber treatment agent is applied, and to suppress a decrease in fiber strength.

<First embodiment>
A first embodiment of the treatment agent for polyester synthetic fibers of the present invention (hereinafter also referred to as a treatment agent) will be described below. The treatment agent of the present embodiment contains a (poly)oxyalkylene derivative (A), an organic acid compound (B) below, and an organic phosphoric acid ester compound (C) below, and is diluted with 5% by mass of the treatment agent with water. The pH of the liquid at 25°C is 5.5 or more and 8.5 or less.

((Poly)oxyalkylene derivative (A))
The (poly)oxyalkylene derivative (A) used in the present embodiment serves as a surfactant to improve the stability of the treatment agent, thereby improving each function of the treatment agent.

Examples of the (poly)oxyalkylene derivative (A) include those having a (poly)oxyalkylene structure obtained by adding an alkylene oxide to an alcohol or a carboxylic acid, and an ester compound of a carboxylic acid and a polyhydric alcohol to which an alkylene oxide is added. Ether ester compounds having a (poly)oxyalkylene structure, those having a (poly)oxyalkylene structure in which an alkylene oxide is added to an aliphatic amine as an amine compound, and those having an alkylene oxide added to a fatty acid amide ( Examples thereof include those having a poly)oxyalkylene structure and block copolymers having a polyoxyethylene chain and a polyoxypropylene chain.

Among these, polyoxyalkylene alkyl ethers, polyoxyalkylene alkenyl ethers, polyoxyalkylene alkyl esters, polyoxyalkylene alkenyl esters, polyoxyalkylene alkylphenyl ethers, polyoxyalkylene polyhydric alcohol fatty acid esters, polyoxyalkylene alkylamines , polyoxyalkylenealkenylamines are preferred. Polyoxyalkylenealkylamines and polyoxyalkylenealkenylamines are more preferable from the viewpoint of being able to further improve the emulsion stability when the treatment agent is diluted with water.

Specific examples of alcohols used as raw materials for the (poly)oxyalkylene derivative (A) 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, heptakosanol, octacosanol , nonacosanol, triacontanol and other linear alkyl alcohols, (2) isopropanol, isobutanol, isohexanol, 2-ethylhexanol, isononanol, isodecanol, isododecanol, isotridecanol, isotetradecanol, isotriacon Tanol, isohexadecanol, isoheptadecanol, isooctadecanol, isononadecanol, isoeicosanol, isoheneicosanol, isodocosanol, isotricosanol, isotetracosanol, isopentacosa (3) straight-chain alkenyl alcohols such as tetradecenol, hexadecenol, heptadecenol, octadecenol, and nonadecenol; ) branched alkenyl alcohols such as isohexadecenol and isooctadecenol, (5) cyclic alkyl alcohols such as cyclopentanol and cyclohexanol, (6) phenol, nonylphenol, benzyl alcohol, monostyrenated phenol, distyrenated Aromatic alcohols such as phenol and tristyrenated phenol are included.

Specific examples of carboxylic acids used as raw materials for the (poly)oxyalkylene derivative (A) include (1) octylic acid, nonanoic acid, decanoic acid, undecanoic acid, dodecanoic acid, tridecanoic acid, tetradecanoic acid, and pentadecanoic acid. , hexadecanoic acid, heptadecanoic acid, octadecanoic acid, nonadecanoic acid, eicosanoic acid, heneicosanoic acid, linear alkyl carboxylic acids such as docosanoic acid, (2) 2-ethylhexanoic acid, isododecanoic acid, isotridecanoic acid, isotetradecanoic acid, isohexadecane branched alkylcarboxylic acids such as acids and isooctadecanoic acid; (3) linear alkenylcarboxylic acids such as octadecenoic acid, octadecadienoic acid and octadecatrienoic acid; (4) aromatic carboxylic acids such as benzoic acid; ) hydroxycarboxylic acids such as ricinoleic acid; mentioned.

As the alkylene oxide used as a raw material for forming the (poly)oxyalkylene structure of the (poly)oxyalkylene derivative (A), an alkylene oxide having 2 or more and 4 or less carbon atoms is preferable. Specific examples of alkylene oxides include ethylene oxide, propylene oxide, and butylene oxide. The number of moles of alkylene oxide to be added is appropriately set, but is preferably 0.1 to 250 mol, more preferably 1 to 200 mol, and still more preferably 2 to 150 mol. Ranges with any combination of the above upper and lower limits are also envisioned. The number of moles of alkylene oxide to be added indicates the number of moles of alkylene oxide per 1 mole of the compound to be added in the starting material. As for the alkylene oxide, one type of alkylene oxide may be used alone, or two or more types of alkylene oxide may be used in combination as appropriate. When two or more types of alkylene oxides are applied, their addition mode may be block addition, random addition, or a combination of block addition and random addition, and is not particularly limited.

Specific examples of polyhydric alcohols used as starting materials for the (poly)oxyalkylene derivative (A) include ethylene glycol, propylene glycol, 1,3-propanediol, 1,2-butanediol, and 1,3-butanediol. , 1,4-butanediol, 2-methyl-1,2-propanediol, 1,5-pentanediol, 1,6-hexanediol, 2,5-hexanediol, 2-methyl-2,4-pentanediol , 2,3-dimethyl-2,3-butanediol, glycerin, 2-methyl-2-hydroxymethyl-1,3-propanediol, trimethylolpropane, sorbitan, pentaerythritol, sorbitol and the like.

Specific examples of the aliphatic amine used as a starting material for the (poly)oxyalkylene derivative (A) include methylamine, ethylamine, butylamine, octylamine, decylamine, laurylamine, octadecylamine, octadecenylamine, and coconut amine. be done.

Specific examples of fatty acid amides used as starting materials for the (poly)oxyalkylene derivative (A) include octylic acid amide, lauric acid amide, palmitic acid amide, stearic acid amide, oleic acid amide, behenic acid amide, and lignoceric acid amide. etc.

A block copolymer having a polyoxyethylene chain and a polyoxypropylene chain is particularly limited as long as it has a polyoxypropylene chain with low hydrophilicity and a polyoxyethylene chain with high hydrophilicity and has a surfactant action. not. The number of polyoxyethylene chains and polyoxypropylene chains in the molecule is not particularly limited. and two polyoxyethylene chains sandwiching it. Also, an ether compound obtained by adding a polyoxyethylene chain and a polyoxypropylene chain to a polyhydric alcohol may be used. The number of moles of ethylene oxide added to form a polyoxyethylene chain is not particularly limited, and may be, for example, 5 mol or more and 200 mol or less. The number of moles of propylene oxide to be added to form a polyoxypropylene chain is not particularly limited, and may be, for example, 5 mol or more and 100 mol or less.

Specific examples of the (poly)oxyalkylene derivative (A) include, for example, polyoxyethylenedecylamine, polyoxyethylenedodecylamine, (polyoxyethylene)(polyoxypropylene)dodecylamine, polyoxyethyleneoctadecylamine, (polyoxy Ethylene) (polyoxypropylene) octadecylamine, polyoxyethylene decyl ether, (polyoxyethylene) (polyoxypropylene) decyl ether, polyoxyethylene dodecyl ether, (polyoxyethylene) (polyoxypropylene) C9-C11 alkyl ether , polyoxyethylene C12-C13 alkyl ether, (polyoxyethylene) (polyoxypropylene) C12-C13 alkyl ether, polyoxyethylene C12-C14 alkyl ether, (polyoxyethylene) (polyoxypropylene) tridecyl ether, poly oxyethylene tridecyl ether, (polyoxyethylene) (polyoxypropylene) C11-C14 alkyl ether, polyoxyethylene C11-C14 alkyl ether, polyoxyethylene octadecyl ether, polyoxyethylene oleyl ether, polyoxyethylene tetracosyl ether, Polyoxyethylene octacosyl ether, (polyoxyethylene) (polyoxypropylene) hydrogenated castor oil, (polyoxyethylene) (polyoxypropylene) propylene glycol, (polyoxyethylene) (polyoxypropylene) butyl ether, polyoxyethylene lauryl ester , coconut fatty acid-polyoxyethylene, polyoxypropylene oleyl ester, polyoxyethylene nonylphenyl ether and the like.

For these (poly)oxyalkylene derivatives (A), one type of (poly)oxyalkylene derivative may be used alone, or two or more types of (poly)oxyalkylene derivatives may be used in appropriate combination. good too.

The lower limit of the content of the (poly)oxyalkylene derivative (A) in the treatment agent is 5 % by mass or more , preferably 10% by mass or more. When the content of the (poly)oxyalkylene derivative (A) is 5% by mass or more, the emulsification stability can be improved when the treating agent is diluted with water. The upper limit of the content of the (poly)oxyalkylene derivative (A) is preferably 90% by mass or less, more preferably 85% by mass or less. When the content of the (poly)oxyalkylene derivative (A) is 90% by mass or less, adhesion on the surface of the fiber to which the treatment agent is applied can be reduced. Ranges in which the above upper and lower limits are arbitrarily combined are also envisioned.

(Organic acid compound (B))
Organic acids, organic acid salts, and organic acid anhydrides are examples of the organic acid compound (B) that is used in the treatment agent of the present embodiment. The organic acid compound (B) can suppress a decrease in the strength of fibers to which a treatment agent has been applied.

Examples of organic acids include compounds having a carboxyl group, alkyl phosphoric acids other than component (C) described later, alkyl sulfonic acids, alkyl sulfuric acids, and the like.
The compound having a carboxyl group may be a monobasic acid or a polybasic acid, and the number of carbon atoms excluding the carbon derived from the carboxyl group is not particularly limited. Examples of compounds having a carboxyl group include monovalent fatty acids, hydroxy fatty acids, polyvalent carboxylic acids (polybasic acids), amino acids, aminocarboxylic acids and the like.

As the fatty acid, a known fatty acid can be appropriately used, and it may be a saturated fatty acid or an unsaturated fatty acid. Moreover, it may be linear or may have a branched chain structure.

Specific examples of saturated fatty acids include formic acid, acetic acid, propionic acid, butyric acid, valeric acid, hexanoic acid (caproic acid), octylic acid (2-ethylhexanoic acid), octanoic acid (caprylic acid), nonanoic acid, and decanoic acid. (capric acid), dodecanoic acid (lauric acid), tetradecanoic acid (myristic acid), hexadecanoic acid (palmitic acid), octadecanoic acid (stearic acid), eicosanoic acid (arachidic acid), docosanoic acid (behenic acid), tetracosanoic acid, etc. is mentioned.

Specific examples of unsaturated fatty acids include crotonic acid, myristoleic acid, palmitoleic acid, oleic acid, vaccenic acid, eicosenoic acid, linoleic acid, α-linolenic acid, γ-linolenic acid, and arachidonic acid.

Specific examples of polyvalent carboxylic acids (polybasic acids) include (1) dibasic acids such as oxalic acid, malonic acid, succinic acid, glutaric acid, fumaric acid, maleic acid, adipic acid, and sebacic acid; ) tribasic acids such as aconitic acid, (3) benzoic acid, terephthalic acid, isophthalic acid, aromatic dicarboxylic acids such as 2,6-naphthalenedicarboxylic acid, (4) aromatic tricarboxylic acids such as trimellitic acid, (5 ) aromatic tetracarboxylic acids such as pyromellitic acid.

Specific examples of hydroxy fatty acids include citric acid, lactic acid, malic acid, tartaric acid, gluconic acid, glycolic acid, ricinoleic acid and the like.
Specific examples of amino acids include alanine, valine, leucine, isoleucine, methionine, phenylalanine, tryptophan, proline, glycine, serine, threonine, cysteine, tyrosine, asparagine, glutamine, lysine, arginine, histidine, aspartic acid, glutamic acid, and the like. be done.

Specific examples of aminocarboxylic acids include ethylenediaminetetraacetic acid (edetic acid), hydroxyethylethylenediaminetriacetic acid, dihydroxyethylethylenediaminediacetic acid, 1,3-propanediaminetetraacetic acid, diethylenetriaminepentaacetic acid, triethylenetetraminehexaacetic acid, nitrilo triacetic acid, hydroxyethyliminodiacetic acid, L-aspartic acid-N,N-diacetic acid, ethylenediaminedisuccinic acid and the like.

Specific examples of alkylsulfonic acids include laurylsulfonic acid (dodecylsulfonic acid), myristylsulfonic acid, cetylsulfonic acid, oleylsulfonic acid, stearylsulfonic acid, tetradecanesulfonic acid, dodecylbenzenesulfonic acid, secondary alkylsulfonic acid ( C13-15) and the like.

Specific examples of alkyl sulfuric acid include lauryl sulfate, oleyl sulfate, stearyl sulfate, and the like.
Specific examples of alkyl phosphate include lauryl phosphate and octyl phosphate.

When a salt of an organic acid is applied, the salt includes, for example, amine salts, metal salts and the like.
Examples of metal salts include alkali metal salts and alkaline earth metal salts. Specific examples of alkali metals constituting alkali metal salts include sodium, potassium, and lithium. Alkaline earth metals constituting the alkaline earth metal salt include metals corresponding to group 2 elements such as calcium, magnesium, beryllium, strontium, and barium.

Any of primary amine, secondary amine, and tertiary amine may be sufficient as the amine which comprises an amine salt. Specific examples of amines constituting amine salts include (1) methylamine, dimethylamine, trimethylamine, ethylamine, diethylamine, triethylamine, N—N-diisopropylethylamine, butylamine, dibutylamine, 2-methylbutylamine, and tributylamine. , octylamine, dimethyllaurylamine, etc. (2) aromatic amines or heterocyclic amines such as aniline, N-methylbenzylamine, pyridine, morpholine, piperazine, and derivatives thereof, (3) monoethanolamine , N-methylethanolamine, diethanolamine, triethanolamine, isopropanolamine, diisopropanolamine, triisopropanolamine, dibutylethanolamine, butyldiethanolamine, octyldiethanolamine, lauryldiethanolamine and other alkanolamines; (5) polyoxyalkylene alkyl amino ethers such as polyoxyethylene lauryl amino ether and polyoxyethylene steryl amino ether; and (6) ammonia.

Specific examples of organic acid anhydrides include fumaric anhydride, maleic anhydride, acetic anhydride, propionic anhydride, succinic anhydride, phthalic anhydride, oxalic anhydride, and benzoic anhydride.

As these organic acid compounds (B), one type of organic acid compound may be used alone, or two or more types of organic acid compounds may be used in combination as appropriate.
Among these, from the viewpoint of improving the emulsion stability when the treatment agent is diluted with water, 1 to 5 basic carboxylic acids, carboxy A salt of a 1-5 basic carboxylic acid having 0 or more and 9 or less carbon atoms excluding carbon atoms derived from a group, and a 2-5 basic carboxylic acid having 0 or more and 9 or less carbon atoms excluding carbon atoms derived from a carboxy group. Acid anhydrides are preferred.

The lower limit of the content of the organic acid compound (B) in the treatment agent is 1 % by mass or more , preferably 3% by mass or more. When the content of the organic acid compound (B) is 1% by mass or more, the pH of the treating agent can be adjusted to an appropriate range, and a decrease in the strength of the fiber to which the treating agent is applied can be suppressed. Moreover, the upper limit of the content of the organic acid compound (B) is preferably 25% by mass or less, more preferably 20% by mass or less. When the content of the organic acid compound (B) is 25% by mass or less, the pH of the treatment agent can be adjusted to an appropriate range, and the emulsification stability can be improved when the treatment agent is diluted with water. Ranges in which the above upper and lower limits are arbitrarily combined are also envisioned.

(Organic phosphate ester compound (C))
Examples of the organic phosphate ester compound (C) used in the treatment agent of the present embodiment include organic phosphate esters having a hydrocarbon group having 16 or more and 20 or less carbon atoms in the molecule, and salts thereof. The organic phosphate ester compound (C) can reduce adhesion on the fiber surface to which the treatment agent is applied.

The hydrocarbon group may be a saturated hydrocarbon group or an unsaturated hydrocarbon group. Further, it may be a straight-chain hydrocarbon group or a branched-chain hydrocarbon group. The unsaturated hydrocarbon group may be an alkenyl group having one double bond as an unsaturated carbon bond, or an alkadienyl group or alkatrienyl group having two or more double bonds. Alternatively, an alkynyl group having one triple bond as an unsaturated carbon bond, an alkadiynyl group having two or more triple bonds, or the like may be used.

Specific examples of saturated hydrocarbon groups include hexadecyl, heptadecyl, octadecyl, nonadecyl, icosyl, isohexadecyl, isoheptadecyl, isooctadecyl, isononadecyl, and isoicosyl groups.

Specific examples of the unsaturated hydrocarbon group having one double bond in the hydrocarbon group include hexadecenyl group, heptadecenyl group, octadecenyl group, nonadecenyl group, icosenyl group, isohexadecenyl group, isoheptadecenyl group, Nyl group, isooctadecenyl group, isononadecenyl group, isoicosenyl group and the like can be mentioned.

Phosphoric acid constituting the organic phosphoric acid ester compound is not particularly limited, and may be orthophosphoric acid or polyphosphoric acid such as diphosphoric acid. When a salt of an organic phosphate is applied, the salt includes, for example, a phosphate amine salt, a phosphate metal salt, and the like. Specific examples of the salt include those exemplified in (B) the organic acid compound column.

Specific examples of the organic phosphate compound (C) include cetyl phosphate, cetyl phosphate, stearyl phosphate, stearyl phosphate, arachidyl phosphate, and arachidyl phosphate.

The acid value of the organic phosphoric acid ester compound (C) is not particularly limited.
As these organic phosphate compounds (C), one kind of organic phosphate compounds may be used alone, or two or more kinds of organic phosphate compounds may be used in combination as appropriate.

The lower limit of the content of the organic phosphate compound (C) in the treatment agent is 5 % by mass or more , preferably 10% by mass or more, and more preferably 20% by mass. When the content of the organic phosphoric acid ester compound (C) is 5% by mass or more, adhesion on the fiber surface to which the treatment agent is applied can be reduced. The upper limit of the content of the organic phosphate compound (C) is preferably 90% by mass or less, more preferably 85% by mass or less, and even more preferably 80% by mass or less. When the content of the organic phosphate compound (C) is 90% by mass or less, the emulsification stability can be improved when the treating agent is diluted with water. Ranges in which the above upper and lower limits are arbitrarily combined are also envisioned.

When the total content of the (poly)oxyalkylene derivative (A), the organic acid compound (B), and the organic phosphoric ester compound (C) in the treatment agent is 100 parts by mass, the (poly)oxyalkylene derivative It is preferable to contain (A) and the organic acid compound (B) in a total of 20 to 80 parts by mass and the organic phosphoric acid ester compound (C) in a proportion of 20 to 80 parts by mass. By defining such a range, the effects of the present invention can be further improved. Ranges in which the above upper and lower limits are arbitrarily combined are also envisioned.

(pH of treatment agent)
The lower limit of the pH at 25° C. of the 5 mass % water-diluted solution of the treatment agent is 5.5 or higher. When the pH is 5.5 or higher, the emulsification stability can be improved when the treatment agent is diluted with water. The upper limit of the pH at 25° C. of the 5 mass % water-diluted solution of the treatment agent is 8.5 or less. When the pH is 8.5 or less, it is possible to suppress the decrease in strength of the treated fiber. Ranges in which the above upper and lower limits are arbitrarily combined are also envisioned.

(preservation form)
The treatment agent may be configured as a one-dose type containing the components (A) to (C) described above, or may be configured as a two-dose type processing agent as shown below from the viewpoint of improving the stability of the formulation. may be

The two-component treatment agent comprises a first treatment agent for polyester synthetic fibers containing a (poly)oxyalkylene derivative (A) (hereinafter referred to as "first treatment agent") and an organic phosphate ester compound (C). and a second treatment agent for polyester synthetic fibers (hereinafter referred to as "second treatment agent") containing Either or both of the first treatment agent and the second treatment agent contain the organic acid compound (B).

The two-component processing agent is composed of a first processing agent and a second processing agent which is separate from the first processing agent during storage or distribution. A two-pack treatment agent is prepared as a mixture in which the first treatment agent and the second treatment agent are mixed at the time of use.

(solvent)
The treatment agent of the present embodiment is mixed with a solvent as necessary to prepare a composition containing a treatment agent for polyester synthetic fibers (hereinafter referred to as a "treatment agent-containing composition"), and is in the form of a treatment agent-containing composition. , may be stored or distributed.

The solvent is a solvent having a boiling point of 105° C. or lower at atmospheric pressure. Examples of solvents include water and organic solvents. Specific examples of organic solvents include lower alcohols such as ethanol and propanol, and low-polar solvents such as hexane. These solvents may be used singly or in combination of two or more. Among these, polar solvents such as water and lower alcohols are preferred from the viewpoint of excellent dispersibility or solubility of each component, and water is more preferred from the viewpoint of excellent handling properties.

When the total content of the treating agent and the solvent in the treating agent-containing composition is 100 parts by mass, the treating agent is preferably contained in an amount of 10 parts by mass or more.
The effects of the treatment agent of the first embodiment will be described.

(1-1) The treatment agent of the first embodiment contains the (poly)oxyalkylene derivative (A), the above-described organic acid compound (B), and the above-described organic phosphate compound (C), and treats The pH at 25°C of a 5% by mass water dilution of the agent is adjusted to 5.5 or more and 8.5 or less.

Therefore, it is possible to improve the emulsification stability when the processing agent is diluted with water. As a result, it is possible to reduce the occurrence of deposits and/or sediments from the emulsified liquid, and to reduce the uneven quality of the fibers due to the uneven adhesion of the treatment agent. In addition, it is possible to reduce the adhesion of the surface of the fiber to which the treatment agent is applied, and to suppress the decrease in fiber strength. As a result, it is possible to reduce unevenness in the quality of processed products due to process failures.

(1-2) In the treatment agent of the first embodiment, the first treatment agent containing the (poly)oxyalkylene derivative (A), the second treatment agent containing the organic phosphate compound (C), may be configured as a set including Either one or both of the first treatment agent and the second treatment agent contain the organic acid compound (B). Such a configuration can improve the formulation stability, particularly storage stability, of the treatment agent.

<Second embodiment>
Next, a second embodiment embodying the first treatment agent of the present invention will be described. The following description focuses on differences from the above embodiment.

The first treatment agent of the present embodiment contains a (poly)oxyalkylene derivative (A). The first treatment agent is a second treatment agent containing an organic phosphate ester compound (C) at the time of use, or a second treatment agent containing an organic phosphate ester compound (C) and a polyester-based treatment agent containing a solvent (S) It is used together with a composition containing a second treatment agent for synthetic fibers (hereinafter referred to as a "second treatment agent-containing composition"). Either or both of the first treatment agent and the second treatment agent contain the organic acid compound (B). Further, when the mixture of the first treatment agent and the second treatment agent is diluted with 5 mass % water as the treatment agent, the pH at 25° C. is in the range of 5.5 or more and 8.5 or less.

In addition, when the mixture of the first treating agent and the second treating agent is obtained using the second treating agent-containing composition obtained by using water as the solvent (S), the pH is adjusted by the following method. measured.
When the mixture of the first treatment agent and the second treatment agent is diluted with 5% by mass or more of the treatment agent in water, the mixture is diluted with 5% by mass of the treatment agent in water, and then the pH is measured at 25°C.

When the mixture of the first processing agent and the second processing agent is less than 5% by mass of water dilution as a processing agent, the obtained mixture is dried or concentrated, and then the mixture is diluted with 5% by mass of water as a processing agent. and measure the pH at 25°C.

When the mixture of the first treating agent and the second treating agent is obtained using the second treating agent-containing composition containing a solvent other than water as the solvent (S), the pH is measured by the following method.
After removing the solvent from the mixture of the first treatment agent and the second treatment agent, the mixture is diluted with 5 mass % water as the treatment agent, and the pH at 25° C. is measured. Removal of the solvent from the mixture can be done by heat treating the object at 105° C. for 2 hours.

The (poly)oxyalkylene derivative (A), the organic acid compound (B), the organic phosphoric ester compound (C), and the solvent (S) are the same as those described in the first embodiment.
(solvent)
The first treatment agent of the present embodiment is mixed with a solvent if necessary to prepare a composition containing the first treatment agent for polyester synthetic fibers (hereinafter referred to as "first treatment agent-containing composition"). It may be stored or distributed in the form of a treatment-containing composition.

As the solvent, those exemplified in the first embodiment can be adopted. Assuming that the total content of the first treating agent and the solvent in the composition containing the first treating agent is 100 parts by mass, the first treating agent is preferably contained in an amount of 10 parts by mass or more.

The effects of the first treatment agent of the second embodiment will be described. In addition to the effect of the said embodiment, in 2nd Embodiment, it has the following effects.
(2-1) The first treatment agent of the second embodiment contains the (poly)oxyalkylene derivative (A), and is used in combination with the second treatment agent containing the organic phosphate compound (C) when used. . Therefore, it is possible to improve the formulation stability, especially storage stability, of the first treatment agent. Also, by adjusting the mixing ratio with the second treatment agent, the components of the obtained treatment agent can be adjusted. Further, only the first treatment agent can be distributed separately from the second treatment agent.

<Third Embodiment>
Next, a third embodiment embodying the second treatment agent of the present invention will be described. The following description focuses on differences from the above embodiment.

The second treatment agent of the present embodiment contains an organic phosphoric acid ester compound (C). The second treatment agent contains the first treatment agent containing the (poly)oxyalkylene derivative (A) when used, or the first treatment agent containing the (poly)oxyalkylene derivative (A) and the solvent (S). It is used in combination with the composition containing the first treatment agent. Either or both of the first treatment agent and the second treatment agent contain the organic acid compound (B). Further, when the mixture of the first treatment agent and the second treatment agent is diluted with 5 mass % water as the treatment agent, the pH at 25° C. is in the range of 5.5 or more and 8.5 or less. In addition, when the mixture of the first treating agent and the second treating agent is obtained using the first treating agent-containing composition obtained using the solvent (S), the method described in the second embodiment and A similar method measures pH.

The (poly)oxyalkylene derivative (A), the organic acid compound (B), the organic phosphoric ester compound (C), and the solvent (S) are the same as those described in the first embodiment.
(solvent)
The second treatment agent of the present embodiment may be mixed with a solvent if necessary to prepare a composition containing the second treatment agent, and stored or distributed in the form of the composition containing the second treatment agent.

As the solvent, those exemplified in the first embodiment can be adopted. When the total content of the second treatment agent and the solvent in the composition containing the second treatment agent is 100 parts by mass, the first treatment agent is preferably contained in an amount of 10 parts by mass or more.

The effects of the second treatment agent of the third embodiment will be described. In addition to the effects of the above embodiments, the third embodiment has the following effects.
(3-1) The second treatment agent of the third embodiment contains the organic phosphate ester compound (C), and is used together with the first treatment agent containing the (poly)oxyalkylene derivative (A) when used. . Therefore, it is possible to improve the formulation stability, especially storage stability, of the second treatment agent. Further, by adjusting the mixing ratio with the first treatment agent, the components of the obtained treatment agent can be adjusted. Also, only the second treatment agent can be distributed separately from the first treatment agent.

<Fourth Embodiment>
Next, a fourth embodiment of the polyester synthetic fiber treatment method of the present invention (hereinafter referred to as "fiber treatment method") will be described.

In the fiber treatment method of the present embodiment, in the case of a one-component treatment agent, a diluent containing a solvent and the treatment agent of the first embodiment is applied to polyester synthetic fibers. A method for preparing the diluent includes, for example, a method of adding the processing agent or processing agent-containing composition of the first embodiment to a solvent. The diluent is preferably prepared by adding the treating agent or treating agent-containing composition of the first embodiment to water.

In the fiber treatment method of the present embodiment, in the case of a two-component treatment agent, a diluted solution of the treatment agent containing a solvent, the first treatment agent of the second embodiment, and the second treatment agent of the third embodiment is applied to the polyester synthetic fiber. A method of preparing the diluent includes, for example, a method of adding the first processing agent or the composition containing the first processing agent and the second processing agent or the composition containing the second processing agent to the solvent. The diluent is preferably prepared by adding the first treating agent or composition containing the first treating agent and the second treating agent or composition containing the second treating agent to water. The content ratio of the first treatment agent and the second treatment agent is preferably such that the mass ratio of the non-volatile matter of the first treatment agent and the second treatment agent is 95/5 to 5/95. Operability can be improved by being defined within this range. The non-volatile content is obtained from the mass of the absolute dry matter obtained by heat-treating the object at 105° C. for 2 hours to sufficiently remove volatile substances (the same applies hereinafter).

Examples of the solvent used for preparing the diluent include those exemplified in the first embodiment. From the viewpoint of operability, etc., the diluent preferably has a processing agent concentration of 0.1% by mass or more and 10% by mass or less.

In the form in which the first treatment agent and the second treatment agent are used together, the mixing ratio of each agent can be changed arbitrarily. Therefore, even under different manufacturing conditions such as differences in manufacturing equipment or climate such as temperature and humidity, processing agents or dilutions are required to fine-tune the blending ratio and always provide optimal fiber characteristics or fiber manufacturing characteristics. It becomes easy to prepare a liquid.

In order to emulsify the processing agent, each processing agent or composition containing the processing agent and a solvent may be mixed and stirred using a known stirrer such as a homomixer, homogenizer, colloid mill, line mixer and the like.

The fiber treatment method is a method in which the diluted liquid obtained as described above is applied to the fibers in, for example, at least one of the spinning process, the drawing process, and the finishing process of polyester synthetic fibers.

The fibers to which the diluent is applied include polyester-based synthetic fibers. Specific examples of polyester synthetic fibers include polyethylene terephthalate (PET), polytrimethylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, polylactic acid, and composite fibers containing these polyester resins. be done.

Applications of the fibers are not particularly limited, and examples thereof include spinning, spun yarn production, short fibers, long fibers, non-woven fabrics, and wadding. Short fibers generally correspond to staples and do not include long fibers generally called filaments. The length of the short fibers is not particularly limited as long as it corresponds to short fibers in this technical field, and is, for example, 100 mm or less. Among these, the diluent of the present invention is preferably applied to polyester short fibers and polyester synthetic fibers for manufacturing spun yarns.

Although there is no particular limitation on the ratio of the diluent attached to the fiber, the final solid content of the diluent is preferably 0.01% by mass or more and 10% by mass or less, more preferably 0.1% by mass or more. It is made to adhere so that the ratio is 3% by mass or less. With such a configuration, the effect of each component can be effectively exhibited. In addition, the method of attaching the diluent is not particularly limited, and known methods depending on the type, form, application, etc. of the fiber, such as roller lubrication, guide lubrication using a metering pump, immersion lubrication, spray lubrication, and the like. can be adopted. When the immersion oiling method is used, the immersion time is preferably 1 minute or more and 5 minutes or less.

The fibers to which the diluent has been applied may be dried or heat treated using known methods. Solvents such as water are volatilized by drying or heat treatment, and fibers to which the treatment agent or the components contained in the first treatment agent and the second treatment agent are attached are obtained.

The effects of the fiber treatment method of the fourth embodiment will be described. In addition to the effects of the above embodiments, the fourth embodiment has the following effects.
(4-1) The fiber treatment method of the fourth embodiment is a method in which a diluent is applied to the fibers in, for example, the spinning process, the drawing process, or the finishing process. In particular, by adding the treating agent or treating agent-containing composition of the first embodiment to water, a diluent having excellent emulsification stability can be obtained. Alternatively, a diluent having excellent emulsification stability can be obtained by adding the first treating agent or composition containing the first treating agent and the second treating agent or composition containing the second treating agent to water. . Therefore, the effects of each component for spinning, manufacturing spun yarn, short fibers, long fibers, non-woven fabrics, wadding, etc. can be effectively exhibited.

Note that the above embodiment may be modified as follows. The above embodiments and the following modifications can be combined with each other within a technically consistent range.
The method for preparing the diluent of the treatment agent in the above embodiment is not particularly limited, and a preparation method other than the preparation method described in the section of the fiber treatment method in the fourth embodiment may be employed.

- In each treatment agent, each composition, or diluent of the above-described embodiments, other ingredients are added to maintain the quality of each treatment agent, each composition, or diluent within a range that does not impair the effects of the present invention. As, other solvents, stabilizers, antistatic agents, binders, antioxidants, UV absorbers, organic acids, surfactants other than the above, etc. good. From the viewpoint of efficiently exhibiting the effects of the present invention, the amount of other components other than the solvent that are usually used in processing agents is preferably 10% by mass or less in each processing agent. Also, other components may be stored as separate agents from the above-described treatment agents.

Examples will be given below in order to make the configuration and effect of the present invention more specific, but the present invention is not limited to these examples. In the following examples and comparative examples, parts means parts by weight, and % means % by weight, unless otherwise specified.

Test category 1 (preparation of one-dose treatment agent)
(Example 1-1)
As shown in Table 1, polyoxyethylene shown in Table 2 as (poly)oxyalkylene derivative (A) (10 (indicates the number of moles of alkylene oxide added; the same shall apply hereinafter)) decylamine (A-1) 25 parts (%), polyoxyethylene (5) decyl ether (A-10) 10 parts (%), (polyoxyethylene) (polyoxypropylene) (r + s = 10, r is the number of moles of ethylene oxide added , s is the number of moles of propylene oxide added (hereinafter the same)) tridecyl ether (A-21) 7 parts (%), oxalic acid/potassium oxalate = 50/50 (mass ratio) (B-1) 8 parts (%), cetyl phosphate and its potassium salt (C-3) 50 parts (%) as the organic phosphate compound (C), and polydimethylsiloxane as the other component (D) A processing agent of Example 1-1 containing 3 parts of (D-1) per 100 parts of components (A) to (C) in total was prepared.

(Examples 1-2 to 1-28, Comparative Examples 1-1 to 1-10)
The treating agents of Examples 1-2 to 1-28 and Comparative Examples 1-1 to 1-10 were prepared in the same manner as the treating agent of Example 1-1, and (poly)oxyalkylene derivative (A), An organic acid compound (B), an organic phosphoric acid ester compound (C), and other components (D) were prepared in the proportions shown in Table 1.

The type and content of the (poly)oxyalkylene derivative (A), the type and content of the organic acid compound (B), the type and content of the organic phosphoric ester compound (C), and the type and content of the other component (D). The contents are shown in the "(poly)oxyalkylene derivative (A)" column, the "organic acid compound (B)" column, the "organic phosphate ester compound (C)" column, and the "other component (D)" column in Table 1. are shown respectively. The content of the other component (D) is the total content of the (poly)oxyalkylene derivative (A), the organic acid compound (B), and the organic phosphate ester compound (C) in the treatment agent, which is 100 parts. The compounding amount (parts) in the case of

(pH of treatment agent)
The treatment agent of each example was diluted with warm water of about 70° C. to prepare a 5% water dilution as the treatment agent. The pH at 25°C of the prepared 5% water dilution was measured. The measured values are shown in the column "pH of 5% water dilution" in Table 1.

表１に記載する（ポリ）オキシアルキレン誘導体（Ａ）、有機酸化合物（Ｂ）、有機リン酸エステル化合物（Ｃ）、その他成分（Ｄ）の詳細は以下のとおりである。

Details of the (poly)oxyalkylene derivative (A), the organic acid compound (B), the organic phosphoric ester compound (C), and the other component (D) shown in Table 1 are as follows.

((Poly)oxyalkylene derivative (A))
A-1 to A-39 described in Table 2 below were used.

（有機酸化合物（Ｂ））
下記表３に記載されるＢ－１～Ｂ－２１を使用した。

(Organic acid compound (B))
B-1 to B-21 described in Table 3 below were used.

（有機リン酸エステル化合物（Ｃ））
下記表４に記載されるＣ－１～Ｃ－１４を使用した。下記表４に記載される有機リン酸エステル化合物（Ｃ）は、各種の有機リン酸エステルをＫＯＨにより部分中和処理したものであり、有機リン酸エステルと有機リン酸エステルのカリウム塩との混合物である。なお、後述するＤ－５，Ｄ－６の有機リン酸エステル化合物も同様である。

(Organic phosphate ester compound (C))
C-1 to C-14 listed in Table 4 below were used. The organic phosphate compound (C) shown in Table 4 below is obtained by partially neutralizing various organic phosphates with KOH, and is a mixture of an organic phosphate and a potassium salt of the organic phosphate. is. The same applies to organic phosphoric acid ester compounds D-5 and D-6, which will be described later.

有機リン酸エステル化合物（Ｃ）の酸価の測定方法は、以下に示す通りである。

The method for measuring the acid value of the organic phosphoric acid ester compound (C) is as follows.

The organic phosphate ester compound (C) was dissolved in a mixed solvent of ethanol/xylene = 1/2 (volume ratio), and titrated with a 0.1 mol/L potassium hydroxide methanol standard solution by potentiometric method. Calculate from Equation 1. The results are shown in the "acid value detected from organic phosphate compound (C)" column in Table 4.

数１において、
ｆ：０．１ｍｏｌ／Ｌの水酸化カリウムメタノール標準溶液のファクター
Ｓ：有機リン酸エステル化合物（Ｃ）採取量（ｇ）
Ｒ：変曲点までの０．１ｍｏｌ／Ｌの水酸化カリウムメタノール標準溶液の使用料（ｍＬ）
（その他成分（Ｄ））
Ｄ－１：ポリジメチルシロキサン
Ｄ－２：アミノ変性ポリジメチルシロキサン
Ｄ－３：ステアリルアルコール
Ｄ－４：ポリビニルアルコール（重合度３００、鹸化度８０）
Ｄ－５：ヘキシルリン酸エステル、及びそのカリウム塩
Ｄ－６：ドデシルリン酸エステル、及びそのカリウム塩
Ｄ－７：ジテトラデシルスルホコハク酸エステルナトリウム塩
Ｄ－８：テトラグリセリンモノオクタデカネート
Ｄ－９：リン酸水素二カリウム塩
試験区分２（乳化安定性）
試験区分１において調製された各処理剤を約７０℃の温水で希釈し、処理剤として１％の希釈液を調製した。調製した１％希釈液を５０℃で２４時間静置し、静置後の希釈液の外観を目視で確認し、以下の基準で評価した。結果を表１の「乳化安定性」欄に示す。

In Equation 1,
f: Factor of 0.1 mol/L potassium hydroxide methanol standard solution S: Amount (g) of organic phosphoric acid ester compound (C) collected
R: 0.1 mol / L potassium hydroxide methanol standard solution usage (mL) up to the inflection point
(Other components (D))
D-1: polydimethylsiloxane D-2: amino-modified polydimethylsiloxane D-3: stearyl alcohol D-4: polyvinyl alcohol (degree of polymerization 300, degree of saponification 80)
D-5: Hexyl phosphate and its potassium salt D-6: Dodecyl phosphate and its potassium salt D-7: Ditetradecyl sulfosuccinate sodium salt D-8: Tetraglycerol monooctadecanoate D-9: Dipotassium hydrogen phosphate test category 2 (emulsification stability)
Each treatment agent prepared in test section 1 was diluted with warm water of about 70°C to prepare a 1% diluted solution as a treatment agent. The prepared 1% diluted solution was allowed to stand at 50° C. for 24 hours, and the appearance of the diluted solution after standing was visually confirmed and evaluated according to the following criteria. The results are shown in the "emulsion stability" column of Table 1.

・Evaluation criteria for emulsification stability ◎ (Good): When no precipitate occurs and no precipitate is observed in the lower layer. ○ (Fair): Precipitate occurs or precipitate is observed in the lower layer. If it can be resolved by manual stirring × (bad): When precipitation occurs or precipitation is seen in the lower layer, and it does not resolve even if it is manually stirred using a stirring rod Test category 3 (adhesiveness)
5 g of each treatment agent prepared in test section 1 was placed in a glass petri dish (inner diameter 9.5 cm). At this time, the treating agent was made to spread uniformly in the glass petri dish. The temperature was adjusted for 24 hours under conditions of 30° C. and 70% RH, and the appearance of the treatment agent after temperature adjustment was visually confirmed and evaluated according to the following criteria. The results are shown in Table 1, "Adhesiveness" column.

・ Adhesive evaluation criteria ◎ (Good): Appearance after temperature control is solid and not sticky even when touched by hand ○ (Possible): Appearance after temperature control is solid, but by hand If it is sticky to the touch × (bad): The appearance after temperature control is liquid or gel, and if it is sticky to the touch Test category 4 (fiber strength)
Each treatment agent prepared in test section 1 was diluted with warm water of about 70°C to prepare a 0.5% diluted solution as a treatment agent. The prepared diluted solution was applied by a spray method to polyester cotton (1.3 de x 38 mm) to which no treatment agent was applied so that the adhesion amount of the treatment agent to the polyester cotton was 0.15%. The polyester cotton to which the treatment agent was applied was dried in a drier at 80° C. for 2 hours. The initial strength was measured with a strength and elongation measuring machine, and the strength after 3 months of placing the same fiber in an atmosphere of 50° C. and 80% RH for 3 months was measured with a strength and elongation measuring machine. The strength after 3 months was compared with the initial strength and evaluated according to the following criteria. The results are shown in the "fiber strength" column of Table 1.

・ Evaluation criteria for fiber strength ◎ (good): strength of 95% or more relative to initial strength ○ (acceptable): strength of 90% or more and less than 95% relative to initial strength × (poor): relative to initial strength Less than 90% strength test category 5 (preparation of the first treatment agent of a two-component treatment agent)
(First processing agent (IA-1))
As shown in Table 5, polyoxyethylene (10) decylamine (A-1) 50 parts (%) shown in Table 2 as (poly)oxyalkylene derivative (A), polyoxyethylene (5) decyl ether ( A-10) 20 parts (%), (polyoxyethylene) (polyoxypropylene) (r + s = 10) tridecyl ether (A-21) 14 parts (%), oxalic acid / oxalic acid as an organic acid compound (B) A first treatment agent (IA-1) containing 16 parts (%) of acid potassium salt=50/50 (mass ratio) (B-1) was prepared.

(First processing agent (IA-2) to (IA-27), first processing agent (IB-1) to (IB-27), first processing agent (IC- 1))
The (poly)oxyalkylene derivative (A) and the organic acid compound (B) were prepared in the same manner as the first treatment agent (IA-1) so as to contain the proportions shown in Table 5.

The type and content of the (poly)oxyalkylene derivative (A) and the type and content of the organic acid compound (B) are determined in the "(poly)oxyalkylene derivative (A)" column of Table 5 and the "organic acid compound (B )” column.

試験区分６（２剤型処理剤の第２処理剤の調製）
（第２処理剤（II－Ａ－１））
表６に示されるように、有機リン酸エステル化合物（Ｃ）としてセチルリン酸エステル、及びそのカリウム塩（Ｃ－１）１００部（％）を含む第２処理剤（II－Ａ－１）を調製した。

Test section 6 (preparation of second treatment agent of two-component treatment agent)
(Second processing agent (II-A-1))
As shown in Table 6, a second treatment agent (II-A-1) containing 100 parts (%) of cetyl phosphate and its potassium salt (C-1) as the organic phosphate compound (C) was prepared. bottom.

(Second processing agents (II-A-2) to (II-A-16), second processing agents (II-B-1) to (II-B-27), second processing agents (II-C- 1))
Organic phosphoric acid ester compound (C) and organic acid compound (B) were prepared in the proportions shown in Table 6 in the same manner as the second treatment agent (II-A-1).

The type and content of the organic phosphate ester compound (C) and the type and content of the organic acid compound (B) are determined in Table 6 in the "Organic phosphate ester compound (C)" column and the "Organic acid compound (B)" column. shown in each column.

試験区分７（製剤安定性の評価）
・第１処理剤の製剤安定性評価
試験区分５に記載される各第１処理剤を２５℃にて３日間保管した。以下の基準で製剤安定性を評価した。結果を表５の「製剤安定性」欄に示す。

Test Category 7 (Evaluation of Formulation Stability)
- Formulation stability evaluation of first treatment agent Each first treatment agent described in Test Section 5 was stored at 25°C for 3 days. Formulation stability was evaluated according to the following criteria. The results are shown in the "formulation stability" column of Table 5.

・ Formulation stability evaluation of the second treatment agent A second treatment containing each second treatment agent described in Test Section 6 and water as a solvent (S) at a mass ratio of second treatment agent:water = 40:60 The agent-containing composition was stored at 25°C for 3 days. Formulation stability was evaluated according to the following criteria. The results are shown in the "formulation stability" column of Table 6.

・Evaluation criteria for formulation stability (first treatment agent and second treatment agent-containing composition)
○ (Good): Not gelled or solidified × (Fail): Gelled or solidified Test Category 8 (Preparation of treatment agent from first treatment agent and second treatment agent)
(Example 2-A-1)
In addition to 50% (parts) of the first treatment agent (IA-1) shown in Table 7 and 50% (parts) of the second treatment agent (II-A-3), other treatment agents shown in Table 8 As (D), 3 parts of the processing agent (III-1) was mixed with the total of 100 parts of the first processing agent and the second processing agent to prepare the processing agent of Example 2-A-1.

(Examples (2-A-2) to (2-A-28), Examples (2-B-1) to (2-B-28), Examples (2-C-1) to (2- C-2))
In the same manner as in Example 2-A-1, in addition to the first treating agent and second treating agent shown in Table 7, if necessary, another treating agent (D) shown in Table 8 was mixed to prepare each example. A treatment was prepared.

The type and mass ratio of the first treating agent, the type and mass ratio of the second treating agent, and the type and mass ratio of the other treating agent (D) are shown in Table 7 in the column "First treating agent (I)" and "Second These are shown in the "Treatment agent (II)" column and the "Other treatment agent (D)" column, respectively. The content of the other treatment agent (D) indicates the amount (parts) when the total amount of the first treatment agent and the second treatment agent is 100 parts.

(pH of treatment agent)
A first treatment agent and a second treatment agent shown in Table 7 were mixed and diluted with warm water of about 70° C. to prepare a 5% water-diluted solution as a treatment agent. In addition, in an example using the other processing agent (D), after mixing the first processing agent, the second processing agent, and the other processing agent (D), diluting with warm water of about 70° C., 5 as the processing agent % water dilution. The pH at 25° C. of the prepared 5% water dilution of each example was measured. The measured values are shown in Table 7 in the "pH of 5% water dilution" column.

表７に記載するその他処理剤（Ｄ）は、下記の表８に記載される処理剤（III－１）～（III－４）を使用した。処理剤（III－１）～（III－４）は、その他処理剤（Ｄ）を表８に示した割合で含むように調製した。

As other processing agents (D) listed in Table 7, processing agents (III-1) to (III-4) listed in Table 8 below were used. Processing agents (III-1) to (III-4) were prepared so as to contain other processing agents (D) in the proportions shown in Table 8.

試験区分９（２剤型の処理剤の評価）
得られた各例の処理剤を用いて、実施例１と同様の方法にて乳化安定性、粘着性、繊維強度について評価した。なお、乳化安定性及び繊維強度の評価に用いた希釈液の調製方法は、試験区分８の（ｐＨ測定）欄に記載の方法と同様にて、第１処理剤と第２処理剤と、必要によりその他処理剤（Ｄ）を混合した後、水で希釈することにより、処理剤の希釈液を調製した。結果を表７の「乳化安定性」欄、「粘着性」欄、「繊維強度」欄、にそれぞれ示す。

Test category 9 (evaluation of two-dose treatment agent)
Emulsion stability, adhesiveness, and fiber strength were evaluated in the same manner as in Example 1 using the obtained treatment agent of each example. The method for preparing the diluted solution used for evaluating emulsion stability and fiber strength is the same as the method described in the (pH measurement) column of test section 8, with the first treatment agent and the second treatment agent, and A diluted solution of the treating agent was prepared by mixing the other treating agent (D) with water and then diluting it with water. The results are shown in the "emulsion stability" column, the "tackiness" column, and the "fiber strength" column of Table 7, respectively.

As is clear from the evaluation results of each example relative to the comparative examples in each table, the treatment agent of the present invention can improve the emulsion stability when diluted with water. In addition, it is possible to reduce the adhesion of the surface of the fiber to which the treatment agent is applied, and to suppress the decrease in fiber strength.

Claims (17)

Synthetic polyester containing 5% by mass or more of (poly)oxyalkylene derivative (A), 1% by mass or more of organic acid compound (B) below, and 5% by mass or more of organic phosphate compound (C) below A fiber treatment agent,
A treatment agent for polyester synthetic fibers, wherein a pH of a 5 mass% water-diluted solution of the treatment agent for polyester synthetic fibers (not containing a solvent) at 25°C is 5.5 or more and 8.5 or less. .
Organic acid compound (B): at least one selected from organic acids, organic acid salts, and organic acid anhydrides.
Organic phosphate ester compound (C): at least one selected from organic phosphate esters having a hydrocarbon group having 16 to 20 carbon atoms in the molecule, and salts thereof. The organic acid compound (B) is a 1-5 basic carboxylic acid having 0 to 9 carbon atoms excluding the carbon derived from the carboxy group, and 0 to 9 carbon atoms excluding the carbon derived from the carboxy group. At least one selected from a salt of a 1-5 basic carboxylic acid and a 2-5 basic carboxylic acid anhydride having 0 or more and 9 or less carbon atoms other than the carbon derived from the carboxy group. The treatment agent for polyester synthetic fibers described above. 2. The polyester-based synthetic fiber treatment agent according to claim 1, wherein the (poly)oxyalkylene derivative (A) contains at least one selected from polyoxyalkylenealkylamines and polyoxyalkylenealkenylamines. When the total content of the (poly)oxyalkylene derivative (A), the organic acid compound (B), and the organic phosphoric ester compound (C) is 100 parts by mass, the (poly)oxyalkylene derivative ( A) and the organic acid compound (B) in a total amount of 20 parts by mass or more and 80 parts by mass or less, and the organic phosphoric ester compound (C) in a proportion of 20 parts by mass or more and 80 parts by mass or less. 3. The treatment agent for polyester synthetic fibers according to . a first treatment agent for polyester synthetic fibers containing the (poly)oxyalkylene derivative (A);
and a second treatment agent for polyester synthetic fibers containing the organic phosphate ester compound (C) as a set,
2. The polyester synthetic fiber according to claim 1, wherein one or both of the first treatment agent for polyester synthetic fibers and the second treatment agent for polyester synthetic fibers contain the organic acid compound (B). Processing agent. The treating agent for polyester synthetic fibers according to claim 1, wherein the polyester synthetic fibers are polyester short fibers. The polyester synthetic fiber treatment agent according to claim 1, wherein the polyester synthetic fiber is used for manufacturing spun yarn. A polyester synthetic fiber treatment agent-containing composition comprising the polyester synthetic fiber treatment agent according to any one of claims 1 to 7 and the following solvent (S).
Solvent (S): A solvent having a boiling point of 105° C. or less at atmospheric pressure. A second treatment agent for polyester synthetic fibers containing the following organic phosphate compound (C), or a second treatment agent for polyester synthetic fibers containing the following organic phosphate compound (C) and the following solvent A first treatment agent for polyester synthetic fibers, which is used in combination with a composition containing a second treatment agent for polyester synthetic fibers containing (S) and contains a (poly)oxyalkylene derivative (A),
One or both of the first treatment agent for polyester synthetic fibers and the second treatment agent for polyester synthetic fibers contains the following organic acid compound (B), and the first treatment for polyester synthetic fibers is When a mixture (not containing a solvent) of the agent and the second treatment agent for polyester synthetic fibers is diluted with 5% by mass of water, the pH at 25° C. is 5.5 or more and 8.5 or less, and the In a mixture (not containing a solvent) of the first treating agent for polyester synthetic fibers and the second treating agent for polyester synthetic fibers, 5% by mass or more of the (poly)oxyalkylene derivative (A), the organic acid A first treatment agent for polyester synthetic fibers, containing 1% by mass or more of the compound (B) and 5% by mass or more of the organic phosphate ester compound (C).
Organic acid compound (B): at least one selected from organic acids, organic acid salts, and organic acid anhydrides.
Organic phosphate ester compound (C): at least one selected from organic phosphate esters having a hydrocarbon group having 16 to 20 carbon atoms in the molecule, and salts thereof.
Solvent (S): A solvent having a boiling point of 105° C. or less at atmospheric pressure. A composition containing a first treating agent for polyester synthetic fibers, comprising the first treating agent for polyester synthetic fibers according to claim 9 and the following solvent (S).
Solvent (S): A solvent having a boiling point of 105° C. or less at atmospheric pressure. The first treating agent for polyester synthetic fibers containing the (poly)oxyalkylene derivative (A), or the first treating agent for polyester synthetic fibers containing the (poly)oxyalkylene derivative (A) and the following solvent (S ) and a second treatment agent for polyester synthetic fibers containing the following organic phosphate compound (C),
One or both of the first treatment agent for polyester synthetic fibers and the second treatment agent for polyester synthetic fibers contains the following organic acid compound (B), and the first treatment for polyester synthetic fibers is When a mixture (not containing a solvent) of the agent and the second treatment agent for polyester synthetic fibers is diluted with 5% by mass of water, the pH at 25° C. is 5.5 or more and 8.5 or less, and the In a mixture (not containing a solvent) of the first treating agent for polyester synthetic fibers and the second treating agent for polyester synthetic fibers, 5% by mass or more of the (poly)oxyalkylene derivative (A), the organic acid A second treatment agent for polyester synthetic fibers, containing 1% by mass or more of the compound (B) and 5% by mass or more of the organic phosphate ester compound (C).
Organic acid compound (B): at least one selected from organic acids, organic acid salts, and organic acid anhydrides.
Organic phosphate ester compound (C): at least one selected from organic phosphate esters having a hydrocarbon group having 16 to 20 carbon atoms in the molecule, and salts thereof.
Solvent (S): A solvent having a boiling point of 105° C. or lower at atmospheric pressure. A second treating agent-containing composition for polyester synthetic fibers, comprising the second treating agent for polyester synthetic fibers according to claim 11 and the following solvent (S).
Solvent (S): A solvent having a boiling point of 105° C. or less at atmospheric pressure. It contains the polyester synthetic fiber treatment agent according to any one of claims 1 to 7, and the concentration of the polyester synthetic fiber treatment agent is 0.1% by mass or more and 10% by mass or less. A diluent of a polyester-based synthetic fiber treatment agent. Applying a diluted solution of the treatment agent for polyester synthetic fibers obtained by adding the treatment agent for polyester synthetic fibers according to any one of claims 1 to 7 to water to polyester synthetic fibers. A method for treating polyester synthetic fibers. A polyester characterized by applying a diluted solution of the treatment agent for polyester synthetic fibers obtained by adding the composition containing the treatment agent for polyester synthetic fibers according to claim 8 to water to polyester synthetic fibers. A method for treating synthetic fibers. In water, the first treating agent for polyester synthetic fibers according to claim 9 or the composition containing the first treating agent for polyester synthetic fibers according to claim 10, and the polyester synthetic fiber according to claim 11. Applying a dilute solution of the processing agent for polyester synthetic fibers obtained by adding the second processing agent or the composition containing the second processing agent for polyester synthetic fibers according to claim 12 to polyester synthetic fibers. A method for treating polyester synthetic fibers, characterized in that: A polyester synthetic fiber to which the treatment agent for polyester synthetic fiber according to any one of claims 1 to 7 is adhered.