EP4368770A1

EP4368770A1 - Treatment agent for fibers, first treatment agent for fibers, second treatment agent for fibers, composition containing first treatment agent for fibers, diluent for treatment agent for fibers, treatment method for fibers, and fibers

Info

Publication number: EP4368770A1
Application number: EP22837699.2A
Authority: EP
Inventors: Ikki KANEKO; Yoshihiro Takayama; Tomoya Okada; Hiroko Fujii
Original assignee: Takemoto Oil and Fat Co Ltd
Current assignee: Takemoto Oil and Fat Co Ltd
Priority date: 2021-07-09
Filing date: 2022-07-06
Publication date: 2024-05-15
Also published as: CN117597485B; WO2023282285A1; KR102672206B1; KR20240015140A; AR126381A1; US20240263386A1; JP7127904B1; TW202311596A; JP2023010232A; CN117597485A

Abstract

The present invention addresses the problem of improving friction characteristics, when wet, of fibers to which a treatment agent for fibers is adhered. The treatment agent for fibers contains the fatty acid (A) below, an organic phosphate compound (B), and a (poly)oxyalkylene derivative (C). The fatty acid (A) is at least one fatty acid selected from C1-6 fatty acids, C1-6 hydroxy fatty acids, and salts of the aforementioned fatty acids.

Description

TECHNICAL FIELD

The present invention relates to a fiber treatment agent, a first fiber treatment agent, a second fiber treatment agent, a composition containing the first fiber treatment agent, a dilute liquid of the fiber treatment agent, a method for treating fiber, and a fiber.

BACKGROUND ART

In a spinning and drawing step or a finishing step for, for example, synthetic fibers, a fiber treatment agent may be adhered to the fiber surfaces from a standpoint of reducing friction of the fibers.
Known oil agents for fiber are disclosed in Patent Documents 1 to 4.
Patent Document 1 discloses an oil agent for fiber constituted by blending a potassium salt of an alkyl phosphoric acid ester and a phosphoric acid neutralization product of a compound having ethylene oxide added to an alkyl amine or substituted alkyl amine having an alkyl group with 8 to 18 carbon atoms.
Patent Document 2 discloses an oil agent for fiber containing an organic phosphoric acid ester salt and an oxyalkylene polymer.
Patent Document 3 discloses an oil agent for fiber containing an alkyl phosphoric acid ester potassium salt, a paraffin wax, and a cationic surfactant.
Patent Document 4 discloses an oil agent for fiber containing an alkyl phosphoric acid ester potassium salt and a polyoxyalkylene alkyl ether.

CITATION LIST

PATENT LITERATURE

Patent Document 1: Japanese Laid-Open Patent Publication No. S60-224867
Patent Document 2: Japanese Laid-Open Patent Publication No. H03-174067
Patent Document 3: Japanese Laid-Open Patent Publication No. H06-108361
Patent Document 4: Japanese Laid-Open Patent Publication No. 2008-063713

SUMMARY OF INVENTION

TECHNICAL PROBLEM

However, further improvement of the friction characteristic in a wet state of fibers with a fiber treatment agent adhered thereto has been sought.

SOLUTION TO PROBLEM

A fiber treatment agent for solving the above problem contains a fatty acid (A), an organic phosphoric acid ester compound (B), and a (poly)oxyalkylene derivative (C). The fatty acid (A) is at least one selected from the group consisting of a fatty acid with 1 to 6 carbon atoms, a hydroxy fatty acid with 1 to 6 carbon atoms, and a salt thereof.
If the sum of the contents of the fatty acid (A), the organic phosphoric acid ester compound (B), and the (poly)oxyalkylene derivative (C) in the fiber treatment agent is taken as 100% by mass, the fiber treatment agent preferably contains the fatty acid (A) at a ratio of not less than 0.001% by mass and not more than 20% by mass.
The fiber treatment agent preferably contains a first fiber treatment agent, which contains the organic phosphoric acid ester compound (B), and a second fiber treatment agent, which contains the (poly)oxyalkylene derivative (C), and is preferably such that the fatty acid (A) is contained in either or both of the first fiber treatment agent and the second fiber treatment agent.
Preferably with the fiber treatment agent, if the sum of the contents of the organic phosphoric acid ester compound (B) and the fatty acid (A) in the first fiber treatment agent is taken as 100% by mass, the first fiber treatment agent contains the organic phosphoric acid ester compound (B) at a ratio of not less than 90% by mass and not more than 100% by mass and the fatty acid (A) at a ratio of not less than 0% by mass and not more than 10% by mass, and if the sum of the contents of the (poly)oxyalkylene derivative (C) and the fatty acid (A) in the second fiber treatment agent is taken as 100% by mass, the second fiber treatment agent contains the (poly)oxyalkylene derivative (C) at a ratio of not less than 90% by mass and not more than 100% by mass and the fatty acid (A) at a ratio of not less than 0% by mass and not more than 10% by mass.
The fiber treatment agent is preferably such that an acid value measured for the first fiber treatment agent by a potentiometric titration method is not less than 0.01 mg KOH/g and not more than 60 mg KOH/g.
The fiber treatment agent is preferably such that the fatty acid (A) is at least one selected from the group consisting of a fatty acid with 1 to 4 carbon atoms, a hydroxy fatty acid with 1 to 4 carbon atoms having a hydroxy group in its molecule, and an alkali metal salt thereof.
The fiber treatment agent is preferably such that the fatty acid (A) is at least one selected from the group consisting of a fatty acid alkali metal salt with 1 to 4 carbon atoms and a hydroxy fatty acid alkali metal salt with 1 to 4 carbon atoms having a hydroxy group in its molecule.
The fiber treatment agent is preferably such that the organic phosphoric acid ester compound (B) contains at least one selected from the group consisting of an alkyl phosphoric acid ester and a salt thereof, the alkyl phosphoric acid ester having in its molecule a residue in which a hydroxyl group is removed from an aliphatic alcohol with 12 to 22 carbon atoms or a residue in which a hydroxyl group is removed from an aliphatic alcohol with 12 to 22 carbon atoms added with an alkylene oxide with 2 to 3 carbon atoms.
With the fiber treatment agent, the fiber is preferably a synthetic fiber.
With the fiber treatment agent, the fiber is preferably a polyester short fiber.
With the fiber treatment agent, the fiber is preferably a polyethylene terephthalate fiber.
With the fiber treatment agent, the fiber is preferably a short fiber.
A first fiber treatment agent for solving the above problem contains an organic phosphoric acid ester compound (E) and is used in combination with a second fiber treatment agent, which contains a (poly)oxyalkylene derivative (F). A fatty acid (D) is further contained in either or both of the first fiber treatment agent and the second fiber treatment agent. The fatty acid (D) is at least one selected from the group consisting of a fatty acid with 1 to 6 carbon atoms, a hydroxy fatty acid with 1 to 6 carbon atoms, and a salt thereof.
The first fiber treatment agent is preferably such that an acid value measured for the first fiber treatment agent by a potentiometric titration method is not less than 0.01 mg KOH/g and not more than 60 mg KOH/g.
When the first fiber treatment agent contains the organic phosphoric acid ester compound (E) and the fatty acid (D) and if the sum of the contents of the organic phosphoric acid ester compound (E) and the fatty acid (D) in the first fiber treatment agent is taken as 100% by mass, the first fiber treatment agent preferably contains the organic phosphoric acid ester compound (E) at a ratio of not less than 90% by mass and not more than 99.999% by mass and the fatty acid (D) at a ratio of not less than 0.001% by mass and not more than 10% by mass.
When the first fiber treatment agent contains the organic phosphoric acid ester compound (E) and the fatty acid (D) and if the sum of the contents of the organic phosphoric acid ester compound (E) and the fatty acid (D) in the first fiber treatment agent is taken as 100% by mass, the first fiber treatment agent preferably contains the organic phosphoric acid ester compound (E) at a ratio of not less than 95% by mass and not more than 99.999% by mass and the fatty acid (D) at a ratio of not less than 0.001% by mass and not more than 5% by mass.
When the first fiber treatment agent contains the organic phosphoric acid ester compound (E) and the fatty acid (D) and the second fiber treatment agent contains the (poly)oxyalkylene derivative (F) and the fatty acid (D) and the sum of the contents of the organic phosphoric acid ester compound (E) and the fatty acid (D) in the first fiber treatment agent is taken as 100% by mass, the first fiber treatment agent preferably contains the organic phosphoric acid ester compound (E) at a ratio of not less than 90% by mass and not more than 99.999% by mass and the fatty acid (D) at a ratio of not less than 0.001% by mass and not more than 10% by mass.
When the first fiber treatment agent contains the organic phosphoric acid ester compound (E) and the fatty acid (D) and the second fiber treatment agent contains the (poly)oxyalkylene derivative (F) and the fatty acid (D) and if the sum of the contents of the organic phosphoric acid ester compound (E) and the fatty acid (D) in the first fiber treatment agent is taken as 100% by mass, the first fiber treatment agent preferably contains the organic phosphoric acid ester compound (E) at a ratio of not less than 95% by mass and not more than 99.999% by mass and the fatty acid (D) at a ratio of not less than 0.001% by mass and not more than 5% by mass.
A second fiber treatment agent for solving the above problem contains a (poly)oxyalkylene derivative (F) and is used in combination with a first fiber treatment agent, which contains an organic phosphoric acid ester compound (E). A fatty acid (D) is further contained in either or both of the first fiber treatment agent and the second fiber treatment agent. The fatty acid (D) is at least one selected from the group consisting of a fatty acid with 1 to 6 carbon atoms, a hydroxy fatty acid with 1 to 6 carbon atoms, and a salt thereof.
When the second fiber treatment agent contains the (poly)oxyalkylene derivative (F) and the fatty acid (D) and if the sum of the contents of the (poly)oxyalkylene derivative (F) and the fatty acid (D) in the second fiber treatment agent is taken as 100% by mass, the second fiber treatment agent preferably contains the (poly)oxyalkylene derivative (F) at a ratio of not less than 90% by mass and not more than 99.999% by mass and the fatty acid (D) at a ratio of not less than 0.001% by mass and not more than 10% by mass.
When the second fiber treatment agent contains the (poly)oxyalkylene derivative (F) and the fatty acid (D) and if the sum of the contents of the (poly)oxyalkylene derivative (F) and the fatty acid (D) in the second fiber treatment agent is taken as 100% by mass, the second fiber treatment agent preferably contains the (poly)oxyalkylene derivative (F) at a ratio of not less than 95% by mass and not more than 99.999% by mass and the fatty acid (D) at a ratio of not less than 0.001% by mass and not more than 5% by mass.
When the first fiber treatment agent contains the organic phosphoric acid ester compound (E) and the fatty acid (D) and the second fiber treatment agent contains the (poly)oxyalkylene derivative (F) and the fatty acid (D) and if the sum of the contents of the (poly)oxyalkylene derivative (F) and the fatty acid (D) in the second fiber treatment agent is taken as 100% by mass, the second fiber treatment agent preferably contains the (poly)oxyalkylene derivative (F) at a ratio of not less than 90% by mass and not more than 99.999% by mass and the fatty acid (D) at a ratio of not less than 0.001% by mass and not more than 10% by mass.
When the first fiber treatment agent contains the organic phosphoric acid ester compound (E) and the fatty acid (D) and the second fiber treatment agent contains the (poly)oxyalkylene derivative (F) and the fatty acid (D) and if the sum of the contents of the (poly)oxyalkylene derivative (F) and the fatty acid (D) in the second fiber treatment agent is taken as 100% by mass, the second fiber treatment agent preferably contains the (poly)oxyalkylene derivative (F) at a ratio of not less than 95% by mass and not more than 99.999% by mass and the fatty acid (D) at a ratio of not less than 0.001% by mass and not more than 5% by mass.
A composition containing first fiber treatment agent for solving the above problem contains the first fiber treatment agent and water.
A dilute liquid of fiber treatment agent for solving the above problem contains the fiber treatment agent and water.
A dilute liquid of fiber treatment agent for solving the above problem contains the first fiber treatment agent and the second fiber treatment agent.
The dilute liquid of fiber treatment agent has a ratio between the contents of the first fiber treatment agent and the second fiber treatment agent of preferably such that the first fiber treatment agent / the second fiber treatment agent is not less than 1/9 and not more than 9/1.
A method for treating a fiber for solving the above problem includes applying to a fiber a dilute liquid of fiber treatment agent, obtained by adding the first fiber treatment agent and the second fiber treatment agent to water.
A fiber for solving the above problem has the first fiber treatment agent and the second fiber treatment agent adhered thereto.

ADVANTAGEOUS EFFECTS OF INVENTION

The present invention succeeds in improving the friction characteristic in a wet state of fibers with a fiber treatment agent adhered thereto.

DESCRIPTION OF EMBODIMENTS

A first embodiment that embodies a fiber treatment agent according to the present invention (also referred to hereinafter simply as treatment agent) will now be described.
The treatment agent of the present embodiment contains a fatty acid (A), an organic phosphoric acid ester compound (B), and a (poly)oxyalkylene derivative (C).

(Fatty acid (A))

The fatty acid (A) is at least one selected from the group consisting of a fatty acid with 1 to 6 carbon atoms, a hydroxy fatty acid with 1 to 6 carbon atoms, and a salt thereof.
By the fatty acid (A) being the above-described compound, the friction in a wet state of fibers with the treatment agent adhered thereto can be improved. In other words, the friction characteristic in the wet state can be improved.
A fatty acid with 1 to 6 carbon atoms that constitutes the fatty acid (A) may be a known fatty acid and may be a saturated fatty acid or an unsaturated fatty acid. It may also be of straight chain form or have a branched chain structure. It may also be a monobasic fatty acid or a dibasic fatty acid.
Specific examples of the fatty acid with 1 to 6 carbon atoms include methanoic acid, ethanoic acid (acetic acid), butanoic acid, propanoic acid (propionic acid), pentanoic acid, hexanoic acid, and butanedioic acid (succinic acid).
A hydroxy fatty acid with 1 to 6 carbon atoms that constitutes the fatty acid (A) may be a known hydroxy fatty acid and may be a saturated hydroxy fatty acid or an unsaturated hydroxy fatty acid. It may also be of straight chain form or have a branched chain structure. It may also be a monobasic hydroxy fatty acid or a dibasic hydroxy fatty acid.
Specific examples of the hydroxy fatty acid with 1 to 6 carbon atoms include hydroxyethanoic acid, hydroxypropanoic acid (lactic acid), hydroxybutanoic acid, hydroxypentanoic acid, hydroxyhexanoic acid, citric acid, and 2,3-dihydroxybutanedioic acid (tartaric acid).
A salt that constitutes the fatty acid (A) may be a known salt and is preferably a metal salt. Examples of the metal salt include an alkali metal salt and an alkaline earth metal salt. Among these, an alkali metal salt is more preferable.
Examples of an alkali metal that constitutes the alkali metal salt include sodium, potassium, and lithium.
Examples of an alkaline earth metal that constitutes the alkaline earth metal salt include calcium, magnesium, beryllium, strontium, and barium.
The fatty acid (A) is preferably at least one selected from the group consisting of a fatty acid with 1 to 4 carbon atoms, a hydroxy fatty acid with 1 to 4 carbon atoms having a hydroxy group in its molecule, and an alkali metal salt thereof. Among these, by the fatty acid (A) being an alkali metal salt of a fatty acid with 1 to 4 carbon atoms or an alkali metal salt of a hydroxy fatty acid with 1 to 4 carbon atoms having a hydroxy group in molecule, the friction characteristic in the wet state can be improved further.
One type of the fatty acid (A) may be used alone or two or more types of the fatty acids (A) may be used in combination as appropriate.

(Organic phosphoric acid ester compound (B))

Examples of the organic phosphoric acid ester compound (B) include an alkyl phosphoric acid ester, an alkenyl phosphoric acid ester, an alkyl phosphoric acid ester or alkenyl phosphoric acid ester having a polyoxyalkylene group, and a salt of any of these. An alkyl group constituting the alkyl phosphoric acid ester or an alkenyl group constituting the alkenyl phosphoric acid ester is not particularly limited and may be of straight chain form or have a branched chain structure. A branching position in the branched chain structure is not particularly limited and may be an α-position or a β-position.
The number of carbon atoms of the alkyl group or the alkenyl group is not particularly restricted and is preferably 1 to 30, and more preferably 12 to 22.
Specific examples of the alkyl group include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a decyl group, an undecyl group, a dodecyl group, a tridecyl group, a tetradecyl group, a pentadecyl group, a hexadecyl group, a heptadecyl group, an octadecyl group, an icosyl group, an isobutyl group, an isopentyl group, an isohexyl group, an isoheptyl group, an isooctyl group, an isodecyl group, an isoundecyl group, an isododecyl group, an isotridecyl group, an isotetradecyl group, an isopentadecyl group, an isohexadecyl group, an isoheptadecyl group, an isooctadecyl group, and an isoicosyl group.
Specific examples of the alkenyl group include a butenyl group, a pentenyl group, a hexenyl group, a heptenyl group, an octenyl group, a nonenyl group, a decenyl group, an undecenyl group, a dodecenyl group, a tridecenyl group, a tetradecenyl group, a pentadecenyl group, a hexadecenyl group, a heptadecenyl group, an octadecenyl group, an icosenyl group, an isobutenyl group, an isopentenyl group, an isohexenyl group, an isoheptenyl group, an isooctenyl group, an isononenyl group, an isodecenyl group, an isoundecenyl group, an isododecenyl group, an isotridecenyl group, an isotetradecenyl group, an isopentadecenyl group, an isohexadecenyl group, an isoheptadecenyl group, an isooctadecenyl group, and an isoicosenyl group.
A phosphoric acid that constitutes the organic phosphoric acid ester compound (B) is not particularly limited and may be orthophosphoric acid or a polyphosphoric acid, such as diphosphoric acid.
If an organic phosphoric acid ester salt is used as the organic phosphoric acid ester compound (B), examples of such a salt include a phosphoric acid ester amine salt and a phosphoric acid ester metal salt.
Examples of the metal salt include an alkali metal salt or an alkaline earth metal salt. Specific examples of an alkali metal that constitutes the alkali metal salt include sodium, potassium, and lithium. Examples of an alkaline earth metal that constitutes the alkaline earth metal salt include a metal corresponding to being a Group II element, for example, calcium, magnesium, beryllium, strontium, and barium.
An amine that constitutes the amine salt may be any of a primary amine, a secondary amine, and a tertiary amine. Specific examples of the amine that constitutes the amine salt include (1) aliphatic amines, such as methylamine, dimethylamine, trimethylamine, ethylamine, diethylamine, triethylamine, N-N-diisopropylethylamine, butylamine, dibutylamine, 2-methylbutylamine, tributylamine, octylamine, and dimethyllaurylamine, (2) aromatic amines or heterocyclic amines, such as aniline, N-methylbenzylamine, pyridine, morpholine, piperazine, and derivatives of the above, (3) alkanolamines, such as monoethanolamine, N-methylethanolamine, diethanolamine, triethanolamine, isopropanolamine, diisopropanolamine, triisopropanolamine, dibutylethanolamine, butyldiethanolamine, octyldiethanolamine, and lauryldiethanolamine, (4) polyoxyalkylene alkyl aminoethers, such as polyoxyethylene lauryl aminoether and polyoxyethylene stearyl aminoether, and (5) ammonia.
If an organic phosphoric acid ester compound with an alkylene oxide chain added is used, an alkylene oxide with 2 to 4 carbon atoms is preferable. Specific examples of the alkylene oxide include ethylene oxide, propylene oxide, and butylene oxide. A lower limit of the number of added moles of the alkylene oxide is set as appropriate and is preferably not less than 0.1 moles, more preferably not less than 1 mole, and even more preferably not less than 2 moles. An upper limit of the number of added moles is set as appropriate and is preferably not more than 50 moles, more preferably not more than 40 moles, and even more preferably not more than 30 moles. A range in which the above upper limit and lower limit are arbitrarily combined are also assumed. The number of added moles of the alkylene oxide represents the number of moles of the alkylene oxide with respect to 1 mole of an aliphatic alcohol compound in the charged raw materials.
One type of the alkylene oxide may be used alone or two or more types of the alkylene oxides may be used in combination as appropriate. If two or more types of the alkylene oxide are used, the addition form thereof may be any of block addition, random addition, and a combination of block addition and random addition and is not particularly limited.
Among the above, it is preferable for the organic phosphoric acid ester compound (B) to contain at least one selected from the group consisting of an alkyl phosphoric acid ester and a salt thereof, the alkyl phosphoric acid ester having in its molecule a residue in which a hydroxyl group is removed from an aliphatic alcohol with 12 to 22 carbon atoms or a residue in which a hydroxyl group is removed from an aliphatic alcohol with 12 to 22 carbon atoms added with an alkylene oxide with 2 to 3 carbon atoms. By using such compound, a card passing property of the fibers with the treatment agent adhered thereto can be improved.
The organic phosphoric acid ester compound (B) is preferably an alkali metal salt of an alkyl phosphoric acid ester having in its molecule a residue in which a hydroxyl group is removed from an aliphatic alcohol with 12 to 22 carbon atoms or a residue in which a hydroxyl group is removed from an aliphatic alcohol with 12 to 22 carbon atoms added with an alkylene oxide with 2 to 3 carbon atoms.
It is more preferably a potassium metal salt of an alkyl phosphoric acid ester having in its molecule a residue in which a hydroxyl group is removed from an aliphatic alcohol with 12 to 22 carbon atoms or a residue in which a hydroxyl group is removed from an aliphatic alcohol with 12 to 22 carbon atoms added with an alkylene oxide with 2 to 3 carbon atoms.
It is even more preferably a potassium salt of an alkyl phosphoric acid ester having in its molecule a residue in which a hydroxyl group is removed from an aliphatic alcohol with 16 to 22 carbon atoms or a residue in which a hydroxyl group is removed from an aliphatic alcohol with 16 to 22 carbon atoms added with an alkylene oxide with 2 to 3 carbon atoms. It is especially preferably a potassium salt of an alkyl phosphoric acid ester having in its molecule a residue in which a hydroxyl group is removed from an aliphatic alcohol with 16 to 22 carbon atoms.
One type of the organic phosphoric acid ester compound (B) may be used alone or two or more types of the organic phosphoric acid ester compounds (B) may be used in combination as appropriate.

((Poly)oxyalkylene derivative (C))

Examples of the (poly)oxyalkylene derivative (C) include a compound having an alkylene oxide added to an alcohol or a carboxylic acid and an ether-ester compound having an alkylene oxide added to an ester compound of a carboxylic acid and a polyhydric alcohol.
The alcohol or carboxylic acid may be an alcohol or carboxylic acid of an aliphatic system with a straight chain form or having a branched chain or may be an alcohol or carboxylic acid of an aromatic system. It may also be a saturated alcohol or carboxylic acid or an unsaturated alcohol or carboxylic acid. It may also be an alcohol or carboxylic acid that is monovalent or divalent or higher.
Specific examples of the alkylene oxide with 2 to 4 carbon atoms include ethylene oxide, propylene oxide, and butylene oxide. A lower limit of the number of added moles of the alkylene oxide is set as appropriate and is preferably not less than 0.1 moles, more preferably not less than 1 mole, and even more preferably not less than 3 moles. An upper limit of the number of added moles is set as appropriate and is preferably not more than 50 moles, more preferably not more than 40 moles, and even more preferably not more than 30 moles. By this numerical value range, the friction characteristic can be further improved. A ranges in which the above upper limit and lower limit are arbitrarily combined are also assumed. The number of added moles of the alkylene oxide represents the number of moles of the alkylene oxide with respect to 1 mole of alcohol compound or carboxylic acid compound in the charged raw materials.
One type of the alkylene oxide may be used alone or two or more types of the alkylene oxide may be used in combination as appropriate. If two or more types of the alkylene oxide are used, an addition form thereof may be any of block addition, random addition, and a combination of block addition and random addition and is not particularly limited.
Specific examples of the (poly)oxyalkylene derivative (C) include polyoxyethylene alkyl ethers, polyoxyethylene alkenyl ethers, polyoxyethylene alkyl esters, polyoxyethylene alkenyl esters, polyoxyethylene alkyl phenyl ethers, polyoxyalkylene alkyl amino ethers, polyoxyalkylene alkenyl amino ethers, salts of polyoxyalkylene alkyl amino ethers and inorganic acids, and salts of polyoxyalkylene alkenyl amino ethers and inorganic acids.
One type of the (poly)oxyalkylene derivative (C) may be used alone or two or more types of the (poly)oxyalkylene derivatives (C) may be used in combination as appropriate.

(Contents)

If the sum of the contents of the fatty acid (A), the organic phosphoric acid ester compound (B), and the (poly)oxyalkylene derivative (C) in the treatment agent is taken as 100% by mass, the treatment agent contains the fatty acid (A) at a ratio of preferably not less than 0.001% by mass and not more than 20% by mass.
In one aspect of the present embodiment, the content of the fatty acid (A) in the treatment agent is, for example, 0.01 parts by mass or more, 0.05 parts by mass or more, 0.1 parts by mass or more, 0.5 parts by mass or more, 1 part by mass or more, 2 parts by mass or more, or 3 parts by mass or more with respect to 100 parts by mass of the treatment agent. Likewise, the content of the fatty acid (A) in the treatment agent is, for example, 5 parts by mass or less,3 parts by mass or less, 2 parts by mass or less, 1 part by mass or less, 0.5 parts by mass or less, 0.1 parts by mass or less, or 0.05 parts by mass or less with respect to 100 parts by mass of the treatment agent.
The method for measuring the contents of the respective ingredients is not particularly limited, and the contents of ionic ingredients may be measured by, for example, the following method. That is, the treatment agent is heated for 2 hours at 105°C to obtain a nonvolatile content. Sufficient dilution with pure water is performed such that the content of ionic ingredients in the nonvolatile content becomes not more than 500 ppm. Ion chromatography analysis is performed using the dilute liquid.

(Preservation form)

The treatment agent is preferably arranged so that during preservation, it includes a first fiber treatment agent that contains the organic phosphoric acid ester compound (B) and a second fiber treatment agent that contains the (poly)oxyalkylene derivative (C). In other words, it is preferable that the treatment agent is stored in a state of being separated into a first fiber treatment agent and a second fiber treatment agent. The fatty acid (A) is preferably contained in either or both of the first fiber treatment agent and the second fiber treatment agent.
If the sum of the contents of the organic phosphoric acid ester compound (B) and the fatty acid (A) in the first fiber treatment agent is taken as 100% by mass, the first fiber treatment agent contains the organic phosphoric acid ester compound (B) at a ratio of preferably not less than 90% by mass and not more than 100% by mass and the fatty acid (A) at a ratio of preferably not less than 0% by mass and not more than 10% by mass.
If the sum of the contents of the (poly)oxyalkylene derivative (C) and the fatty acid (A) in the second fiber treatment agent is taken as 100% by mass, the second fiber treatment agent contains the (poly)oxyalkylene derivative (C) at a ratio of preferably not less than 90% by mass and not more than 100% by mass and the fatty acid (A) at a ratio of preferably not less than 0% by mass and not more than 10% by mass.
By specifying the contents of the respective ingredients in the first fiber treatment agent and the second fiber treatment agent to be within the above ranges, the treatment agent can be improved in stability during preservation, in other words, formulation stability.
The operation and effects of the fiber treatment agent of the first embodiment will now be described.

(1-1) The fiber treatment agent of the first embodiment contains a specific fatty acid (A), an organic phosphoric acid ester compound (B), and a (poly)oxyalkylene derivative (C). Therefore, the friction characteristic in a wet state of fibers with the treatment agent adhered thereto can be improved. When used as, for example, a treatment agent for drawing step that is used in a drawing step of a tow sheet in production of short fibers, friction between fibers and metal is reduced to enable the tow to be spread thinly with uniform thickness. Productivity and quality can thereby be improved.
(1-2) The organic phosphoric acid ester compound (B) contains at least one selected from the group consisting of an alkyl phosphoric acid ester and a salt thereof, the alkyl phosphoric acid ester having in its molecule a residue in which a hydroxyl group is removed from an aliphatic alcohol with 12 to 22 carbon atoms or a residue in which a hydroxyl group is removed from an aliphatic alcohol with 12 to 22 carbon atoms added with an alkylene oxide with 2 to 3 carbon atoms. Therefore, the card passing property of the fibers with the treatment agent adhered thereto can be improved.

Next, a second embodiment that embodies a first fiber treatment agent according to the present invention (referred to hereinafter as first treatment agent) will be described. Differences from the first embodiment will mainly be described below.
The first treatment agent of the present embodiment contains an organic phosphoric acid ester compound (E). The organic phosphoric acid ester compound (E) is the same as the organic phosphoric acid ester compound (B) described in the description of the first embodiment.
The first treatment agent is used in combination with a second fiber treatment agent (referred to hereinafter as second treatment agent) that contains a (poly)oxyalkylene derivative (F). The (poly)oxyalkylene derivative (F) is the same as the (poly)oxyalkylene derivative (C) described in the description of the first embodiment. A fatty acid (D) is further contained in either or both of the first treatment agent and the second treatment agent. The fatty acid (D) is the same as the fatty acid (A) described in the description of the first embodiment.
The first treatment agent has an acid value of preferably not less than 0.01 mg KOH/g and not more than 60 mg KOH/g measured by a potentiometric titration method. By the acid value being in the above numerical value range, emulsification failure of the first treatment agent can be suppressed. A method for measuring the acid value will be described later.
When the first treatment agent contains the organic phosphoric acid ester compound (E) and the fatty acid (D) and if the sum of the contents of the organic phosphoric acid ester compound (E) and the fatty acid (D) in the first fiber treatment agent is taken as 100% by mass, it is preferable that the first treatment agent contains the organic phosphoric acid ester compound (E) at a ratio of not less than 90% by mass and not more than 99.999% by mass and the fatty acid (D) at a ratio of not less than 0.001% by mass and not more than 10% by mass. Further in this case, it is more preferable that the first treatment agent contains the organic phosphoric acid ester compound (E) at a ratio of not less than 95% by mass and not more than 99.999% by mass and the fatty acid (D) at a ratio of not less than 0.001% by mass and not more than 5% by mass.
When the first treatment agent contains the organic phosphoric acid ester compound (E) and the fatty acid (D) and the second treatment agent contains the (poly)oxyalkylene derivative (F) and the fatty acid (D) and if the sum of the contents of the organic phosphoric acid ester compound (E) and the fatty acid (D) in the first treatment agent is taken as 100% by mass, it is preferable that the first treatment agent contains the organic phosphoric acid ester compound (E) at a ratio of not less than 90% by mass and not more than 99.999% by mass and the fatty acid (D) at a ratio of not less than 0.001% by mass and not more than 10% by mass. Further in this case, it is more preferable that the first treatment agent contains the organic phosphoric acid ester compound (E) at a ratio of not less than 95% by mass and not more than 99.999% by mass and the fatty acid (D) at a ratio of not less than 0.001% by mass and not more than 5% by mass.
The operation and effects of the first treatment agent of the second embodiment will now be described. The present embodiment has the following effects in addition to the effects of the first embodiment.
(2-1) The first treatment agent of the second embodiment contains an organic phosphoric acid ester compound (E) and is used in combination with a second treatment agent that contains a (poly)oxyalkylene derivative (F). A fatty acid (D) is further contained in either or both of the first treatment agent and the second treatment agent. Therefore, by adjusting a ratio of mixing with the second treatment agent, the ingredients of the treatment agent obtained can be adjusted easily. Also, it is made possible to preserve the first treatment agent separately from the second treatment agent, and formulation stability of the first treatment agent can thus be improved.
A preservation form of the first treatment agent is not particularly limited, and it is preferably preserved or stored in a state of an aqueous liquid.

Next, a third embodiment that embodies the second treatment agent according to the present invention will be described. Differences from the first and second embodiments will mainly be described below.
The second treatment agent of the present embodiment contains a (poly)oxyalkylene derivative (F) described above. The second treatment agent is used in combination with the first treatment agent of the second embodiment. A fatty acid (D) described above is further contained in either or both of the first treatment agent and the second treatment agent.
When the second treatment agent contains the (poly)oxyalkylene derivative (F) and the fatty acid (D) and if the sum of the contents of the (poly)oxyalkylene derivative (F) and the fatty acid (D) in the second treatment agent is taken as 100% by mass, it is preferable that the second treatment agent contains the (poly)oxyalkylene derivative (F) at a ratio of not less than 90% by mass and not more than 99.999% by mass and the fatty acid (D) at a ratio of not less than 0.001% by mass and not more than 10% by mass. Further in this case, it is more preferable that the second treatment agent contains the (poly)oxyalkylene derivative (F) at a ratio of not less than 95% by mass and not more than 99.999% by mass and the fatty acid (D) at a ratio of not less than 0.001% by mass and not more than 5% by mass.
When the first treatment agent contains the organic phosphoric acid ester compound (E) and the fatty acid (D) and the second treatment agent contains the (poly)oxyalkylene derivative (F) and the fatty acid (D) and if the sum of the contents of the (poly)oxyalkylene derivative (F) and the fatty acid (D) in the second treatment agent is taken as 100% by mass, it is preferable that the second treatment agent contains the (poly)oxyalkylene derivative (F) at a ratio of not less than 90% by mass and not more than 99.999% by mass and the fatty acid (D) at a ratio of not less than 0.001% by mass and not more than 10% by mass. Further in this case, it is more preferable that the second treatment agent contains the (poly)oxyalkylene derivative (F) at a ratio of not less than 95% by mass and not more than 99.999% by mass and the fatty acid (D) at a ratio of not less than 0.001% by mass and not more than 5% by mass.
The operation and effects of the second treatment agent of the third embodiment will now be described. The present embodiment has the following effects in addition to the effects of the first and second embodiments.
(3-1) The second treatment agent of the third embodiment contains a (poly)oxyalkylene derivative (F) and is used in combination with the first treatment agent of the second embodiment. A fatty acid (D) described above is further contained in either or both of the first treatment agent and the second treatment agent. Therefore, by adjusting a ratio of mixing with the first treatment agent, the ingredients of the treatment agent obtained can be adjusted easily. Also, it is made possible to preserve the second treatment agent separately from the first treatment agent, and formulation stability of the second treatment agent can thus be improved.

Next, a fourth embodiment that embodies a method for treating a fiber according to the present invention will be described.
The method for treating a fiber of the present embodiment is characterized by applying to a fiber a dilute liquid of fiber treatment agent (also referred to hereinafter as dilute liquid) that contains the fiber treatment agent of the first embodiment and water.
It is preferable that the dilute liquid is prepared by adding the first treatment agent of the second embodiment and the second treatment agent of the third embodiment to water. It is more preferable that the dilute liquid is prepared by adding a composition containing first fiber treatment agent (also referred to hereinafter as first treatment agent-containing composition), which contains the first treatment agent and water, and the second treatment agent to water. With a mode where the first treatment agent and the second treatment agent are used in combination, the mixing ratio of the first treatment agent and the second treatment agent can be changed arbitrarily. Therefore, even under different production conditions such as different production equipment and different climates (e.g., temperature and humidity), it is made easy to finely adjust a mixing ratio of the first treatment agent and the second treatment agent and prepare a fiber treatment agent or dilute liquid to obtain optimal spinning and drawing properties all the time. Stable fiber production is thereby made possible. The ratio between the contents of the first treatment agent and the second treatment agent, or more precisely, the mass ratio between nonvolatile contents thereof, is preferably such that the first treatment agent / second treatment agent is not less than 1/9 and not more than 9/1. By specifying to be in this range, handleability can be improved. The method for treating a fiber is a method in which the dilute liquid obtained as described above is applied to a fiber, for example, in a spinning or drawing step or a finishing step. The nonvolatile content is determined from the absolute dry mass of the object that has been heat-treated at 105°C for 2 hours to sufficiently remove volatile substances.
In one aspect of the present embodiment, the concentration of the first treatment agent in the first treatment agent-containing composition is, for example, 20% by mass or more, 25% by mass or more, 30% by mass or more, 35% by mass or more, 40% by mass or more, 45% by mass or more, or 50% by mass or more. Likewise, the concentration of the first treatment agent in the first treatment agent-containing composition is, for example, 60% by mass or less, 50% by mass or less, 45% by mass or less, 40% by mass or less, 35% by mass or less, 30% by mass or less, or 25% by mass or less.
The dilute liquid is prepared, for example, by adding the first treatment agent or the first treatment agent-containing composition and the second treatment agent to water such that the nonvolatile concentration is not less than 0.01% by mass and not more than 10% by mass.
A known method can be used as appropriate as a method for adding the first treatment agent or the first treatment agent-containing composition and the second treatment agent to water, and steps 1 and 2 described below are preferably undertaken. By this method, the stability of the dilute liquid can be further improved.
Step 1 is a step of adding the first treatment agent or the first treatment agent-containing composition and the second treatment agent to a first water to prepare a mother liquid of the dilute liquid of fiber treatment agent with a nonvolatile concentration of more than 2% by mass but not more than 10% by mass. The order of adding the first treatment agent or the first treatment agent-containing composition and the second treatment agent to the first water is not particularly restricted. The first treatment agent or the first treatment agent-containing composition may be added to the first water first, and then the second treatment agent may be added thereto. Alternatively, the second treatment agent may be added to the first water first, and then the first treatment agent or the first treatment agent-containing composition may be added thereto. Alternatively, the first treatment agent or the first treatment agent-containing composition and the second treatment agent may be added to the first water at the same time. The temperature of the water for diluting is not particularly restricted. From a standpoint of improving stability of emulsion, it is preferable to first add the first treatment agent or the first treatment agent-containing composition to the first water and then add the second treatment agent thereto.
Step 1 preferably further includes steps of warming water of 20% to 70% by mass of an entire amount of the first water to 60°C to 95°C, adding thereto the first treatment agent or the first treatment agent-containing composition and the second treatment agent, and thereafter further adding thereto the remaining 30% to 80% by mass of the first water that has been adjusted to 40°C or less. By this method, the stability of the dilute liquid can be further improved. Even in this case, the order of adding the first treatment agent or the first treatment agent-containing composition and the second treatment agent to the water is not particularly restricted. The first treatment agent or the first treatment agent-containing composition may be added to the water first, and then the second treatment agent may be added thereto. Alternatively, the second treatment agent may be added to the water first, and then the first treatment agent or the first treatment agent-containing composition may be added thereto. Alternatively, the first treatment agent or the first treatment agent-containing composition and the second treatment agent may be added to the water at the same time. From a standpoint of improving the stability of emulsion, it is preferable to first add the first treatment agent or the first treatment agent-containing composition to the water and then add the second treatment agent thereto.
Alternatively, step 1 may include steps of warming water of 20% to 70% by mass of the entire amount of the first water to 60°C to 95°C, adding thereto the first treatment agent or the first treatment agent-containing composition, thereafter further adding thereto the remaining 30% to 80% by mass of the first water that has been adjusted to 40°C or less, and lastly adding thereto the second treatment agent. By this method, the stability of the dilute liquid can be further improved.
Step 2 is a step of adding a second water to the mother liquid of the dilute liquid of fiber treatment agent prepared in step 1 to prepare a dilute liquid with a nonvolatile concentration of not less than 0.01% by mass and not more than 2% by mass.
The type of a fiber to which the dilute liquid is applied is not particularly restricted. This is because, by the dilute liquid applied to the fiber, the fiber treatment agent ultimately covers the fiber surface and improves the friction characteristic. Examples of the fiber to which the dilute liquid is applied include a synthetic fiber, a natural fiber, and a regenerated fiber.
The synthetic fiber is not particularly limited, and specific examples thereof include (1) a polyester fiber, such as polyethylene terephthalate (PET), polytrimethylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, polylactic acid, or a composite fiber containing these polyester resins, (2) a polyamide fiber, such as nylon 6 or nylon 66, (3) a polyacrylic fiber, such as polyacrylic or modacrylic, and (4) a polyolefin fiber, such as polyethylene or polypropylene. Specific examples of the natural fiber and the regenerated fiber include a cotton fiber, a bleached cotton fiber, a viscose rayon fiber, a high tenacity rayon fiber, a super high tenacity rayon fiber, a high wet modulus rayon fiber, a solvent spun rayon fiber, a polynosic fiber, a cupra fiber, and an acetate fiber. Among these, it is preferably applied to a polyester fiber or a polyolefin fiber that especially requires imparting of friction characteristic between fibers in the production process.
Use of the fiber is not particularly restricted. and example thereof include a short fiber, a spun yarn, and a nonwoven fabric. Applications as both short fiber use and long fiber use are possible and it is preferably applied to a short fiber. Short fibers correspond to those that are generally called staples and do not include long fibers that are generally called filaments. The length of the short fiber is not particularly restricted as long as it corresponds to that of short fibers in the art and, for example, is preferably not more than 100 mm. Among these, it is preferably applied to a polyester short fiber.
The ratio of adhering the dilute liquid to the fiber is not particularly limited, and the dilute liquid is adhered such that a solids content would ultimately be of a ratio of preferably not less than 0.1% by mass and not more than 3% by mass with respect to the fiber. By such arrangement, effects due to the respective ingredients can be exhibited effectively. The method for adhering the dilute liquid is not particularly limited, and a known method such as a roller oiling method, a guide oiling method using a metering pump, an immersion oiling method, or a spray oiling method can be used in accordance with, for example, type, form, or use of the fiber.
The fiber to which the dilute liquid is applied may be dried using a known method. Water or other solvent is volatilized by the drying and a fiber with the ingredients contained in the first treatment agent and the second treatment agent adhered thereto is obtained.
The operation and effects of the method for treating a fiber of the fourth embodiment will now be described. The present embodiment has the following effects in addition to the effects of the first to third embodiments.

(4-1) In the method for treating a fiber of the present embodiment, the dilute liquid is prepared, for example, by adding the first treatment agent or the first treatment agent-containing composition and the second treatment agent to water such that the nonvolatile concentration is not less than 0.01% by mass and not more than 10% by mass. Therefore, if a mixture of the first treatment agent and the second treatment agent is of emulsion form, the stability of the emulsion can be improved. Also, since the dilute liquid that is the form of application to fibers can be prepared by mixing the first treatment agent and the second treatment agent, which have been prepared in advance, with water, the dilute liquid can be prepared simply in comparison to a method of concocting from reagents at the time of use.
(4-2) If the step of adding the first treatment agent or the first treatment agent-containing composition and the second treatment agent to water to prepare a mother liquid of the dilute liquid of fiber treatment agent with a nonvolatile concentration of more than 2% by mass but not more than 10% by mass is undertaken, the stability of the emulsion can be further improved. The effects due to the respective ingredients can thereby be exhibited effectively without decreasing uniform adherability of the ingredients to a fiber.

The above-described embodiments may be modified as follows. The above-described embodiments and modifications described below can be implemented upon being combined with each other within a range that is not technically inconsistent.

· Each treatment agent, the first treatment agent-containing composition, or the dilute liquid of the embodiments may further include a solvent, a stabilizer, an antistatic agent, a binder, an antioxidant, an ultraviolet absorber, or another ingredient that is ordinarily used in the treatment agent for quality maintenance of the treatment agent, the first treatment agent-containing composition, or the dilute liquid within a range that does not impair the effects of the present invention.
· Among polyoxyalkylene alkyl phenyl ethers included in the (poly)oxyalkylene derivative (C), polyoxyethylene nonyl phenyl ether is preferably of low amount in the fiber treatment agent from a standpoint of environmental characteristics. Specifically, it is preferably of not more than 1% by mass and more preferably not substantially contained in the fiber treatment agent. Substantially not being contained means that polyoxyethylene nonyl phenyl ether is not to be blended separately and does not exclude a small amount of polyoxyethylene nonyl phenyl ether that is contained in the respective raw materials as impurity. By the arrangements of the fiber treatment agent of the embodiments described above, even with a fiber treatment agent in which polyoxyethylene nonyl phenyl ether is of low amount, the friction characteristic can be improved by the fatty acid (A).
· In the embodiments, if an organic phosphoric acid ester compound (B) obtained by the reaction of an alcohol and phosphoric anhydride is used, the organic phosphoric acid ester compound may contain as a byproduct an inorganic phosphoric acid at a ratio of not less than 0.01% by mass and not more than 10% by mass. An organic phosphoric acid ester compound obtained by a known production method may be mixed with an inorganic phosphoric acid at a ratio of, for example, not less than 0.01% by mass and not more than 5% by mass.
· In regard to the preparation of the dilute liquid in the method for treating a fiber of the embodiment, it is preferable from a standpoint of defoaming property during fiber production and improvement of spinning performance of the fiber to further add a silicone composition in any of the steps 1 and 2 of preparing the dilute liquid. The silicone composition is not particularly restricted, and specific examples thereof include polydimethylsiloxane and polyoxyethylene modified silicone. From a standpoint of stability of the dilute liquid, step 2 is more preferable as the step in which the silicone composition is added.

EXAMPLES

Examples will now be given below to describe the features and effects of the present invention more specifically, but the present invention is not limited to these examples. In the following description of working examples and comparative examples, parts means parts by mass and % means % by mass unless otherwise noted.

Experimental Part 1 (Preparation of treatment agents)

Treatment agents were prepared using the respective ingredients shown in Tables 1 to 4 and by a preparation method described below.
As the fatty acids (A), A-1 to A-7, a-1, and a-2 indicated in Table 1 were used.
The type, number of carbon atoms, and number of hydroxy groups of each fatty acid (A) are respectively indicated in the "Fatty acid (A)" column, the "Number of carbon atoms" column, and the "Number of hydroxy groups" column of Table 1.
As the organic phosphoric acid ester compounds (B), B-1 to B-7 indicated in Table 2 were used.

The type and number of carbon atoms of aliphatic alcohol residue of each organic phosphoric acid ester compound (B) are respectively indicated in the "Organic phosphoric acid ester compound (B)" column and the "Number of carbon atoms of aliphatic alcohol residue" column of Table 2.

Table 1

Category	Fatty acid (A)	Number of carbon atoms	Number of hydroxy groups
A-1	Potassium acetate	2	0
A-2	Potassium propionate	3	0
A-3	Potassium lactate	3	1
A-4	Acetic acid	2	0
A-5	Lactic acid	3	1
A-6	Succinic acid	4	0
A-7	Potassium citrate	6	1
a-1	Potassium oleate	18	0
a-2	Potassium laurate	12	0

Table 2

Category	Organic phosphoric acid ester compound (B)	Number of carbon atoms of aliphatic alcohol residue
B-1	Octadecyl phosphoric acid ester potassium salt	18
B-2	Cetyl phosphoric acid ester potassium salt	16
B-3	Myristyl phosphoric acid ester potassium salt	14
B-4	Lauryl phosphoric acid ester potassium salt	12
B-5	Polyoxyethylene (5 moles) cetyl phosphoric acid ester potassium salt	16
B-6	Octyl phosphoric acid ester potassium salt	8
B-7	Butyl phosphoric acid ester potassium salt	4

(Example 1)

Respective ingredients were weighed out to provide 0.1 parts of potassium acetate (A-1), 34.9 parts of octadecyl phosphoric acid ester potassium salt (B-1), and 65 parts of polyoxyethylene (10 moles) lauryl ether (C-1) as shown in Table 3. These were stirred and mixed to prepare a treatment agent of Example 1.

(Examples 2 to 54 and Comparative Examples 1 to 3)

Treatment agents of Examples 2 to 54 and Comparative Examples 1 to 3 were prepared in accordance with the same procedure as the treatment agent of Example 1 such as to contain the respective ingredients at ratios indicated in Tables 3 and 4.

The type and content of each fatty acid (A), the type and content of each organic phosphoric acid ester compound (B), and the type and content of each (poly)oxyalkylene derivative (C) are respectively indicated in the "Fatty acid (A)" column, the "Organic phosphoric acid ester compound (B)" column, and the "(Poly)oxyalkylene derivative (C)" column of Tables 3 and 4.

Table 3

Category	Fatty acid (A)		Organic phosphoric acid ester compound (B)		(Poly)oxyalkylene derivative (C)		Production workability	Spinning property
Category	Type	Parts by mass	Type	Parts by mass	Type	Parts by mass	Wet-state friction characteristic	Card passing property
Example 1	A-1	0.1	B-1	34.9	C-1	65	○○	○○
Example 2	A-1	0.1	B-2	60	C-4	39.9	○○	○○
Example 3	A-1	0.1	B-3	49.9	C-7	50	○○	○○
Example 4	A-1	0.1	B-4	40	C-10	59.9	○○	○○
Example 5	A-1	0.1	B-1	50	C-13	29.8	○○	○○
Example 5	A-4	0.1	B-2	20	C-13	29.8	○○	○○
Example 6	A-2	0.1	B-5	69.9	C-2	30	○○	○○
Example 7	A-2	0.1	B-1	50	C-5	39.9	○○	○○
Example 7	A-2	0.1	B-2	10	C-5	39.9	○○	○○
Example 8	A-2	0.1	B-1	60	C-8	34.9	○○	○○
Example 8	A-2	0.1	B-4	5	C-8	34.9	○○	○○
Example 9	A-2	0.1	B-2	15	C-11	69.9	○○	○○
Example 9	A-2	0.1	B-4	15	C-11	69.9	○○	○○
Example 10	A-2	0.1	B-1	69.8	C-14	30	○○	○○
Example 10	A-6	0.1	B-1	69.8	C-14	30	○○	○○
Example 11	A-3	0.1	B-1	69.9	C-3	30	○○	○○
Example 12	A-3	0.1	B-2	60	C-6	39.9	○○	○○
Example 13	A-3	0.1	B-3	49.9	C-9	50	○○	○○
Example 14	A-3	0.1	B-4	40	C-12	59.9	○○	○○
Example 15	A-3	0.1	B-4	69.8	C-15	30	○○	○○
Example 15	A-5	0.1	B-4	69.8	C-15	30	○○	○○
Example 16	A-3	0.05	B-1	65	C-2	34.95	○○	○○
Example 17	A-3	0.1	B-2	60	C-3	39.9	○○	○○
Example 18	A-2	0.1	B-3	59.9	C-4	40	○○	○○
Example 19	A-3	1	B-1	70	C-5	29	○○	○○
Example 20	A-1	1	B-2	69	C-6	30	○○	○○
Example 21	A-3	0.05	B-1	30	C-9	39.95	○○	○○
Example 21	A-3	0.05	B-2	30	C-9	39.95	○○	○○
Example 22	A-1	0.05	B-1	54.95	C-10	45	○○	○○
Example 23	A-1	0.1	B-1	50	C-11	49.9	○○	○○
Example 24	A-1	0.05	B-5	49.95	C-13	50	○○	○○
Example 25	A-1	0.01	B-1	50	C-14	29.9	○○	○○
Example 25	A-1	0.01	B-6	20	C-14	29.9	○○	○○
Example 26	A-2	0.05	B-1	50	C-15	49.95	○○	○○
Example 27	A-2	0.01	B-2	29.99	C-16	70	○○	○○
Example 28	A-1	1	B-3	70	C-16	29	○○	○○
Example 29	A-2	1	B-4	39	C-17	60	○○	○○
Example 30	A-3	0.05	B-1	45	C-17	49.95	○○	○○
Example 30	A-3	0.05	B-5	5	C-17	49.95	○○	○○

Table 4

Category	Fatty acid (A)		Organic phosphoric acid ester compound (B)		(Poly)oxyalkylene derivative (C)		Production workability	Spinning property
Category	Type	Parts by mass	Type	Parts by mass	Type	Parts by mass	Wet-state friction characteristic	Card passing property
Example 31	A-3	0.01	B-1	45	C-18	50	○○	○○
Example 31	A-3	0.01	B-2	4.99	C-18	50	○○	○○
Example 32	A-3	0.5	B-4	75	C-18	24.5	○○	○○
Example 33	A-1	1	B-2	60	C-19	29	○○	○○
Example 33	A-1	1	B-5	10	C-19	29	○○	○○
Example 34	A-1	1	B-1	35	C-20	59	○○	○○
Example 34	A-1	1	B-6	5	C-20	59	○○	○○
Example 35	A-2	1	B-2	49	C-20	50	○○	○○
Example 36	A-3	1	B-1	35	C-20	30	○○	○○
Example 36	A-3	1	B-2	34	C-20	30	○○	○○
Example 37	A-3	1	B-1	35	C-21	64	○○	○○
Example 38	A-2	0.5	B-3	39.5	C-21	60	○○	○○
Example 39	A-2	1	B-4	40	C-21	58	○○	○○
Example 39	A-3	1	B-4	40	C-21	58	○○	○○
Example 40	A-3	1	B-2	35	C-22	59	○○	○○
Example 40	A-3	1	B-6	5	C-22	59	○○	○○
Example 41	A-3	1	B-2	69	C-23	30	○○	○○
Example 42	A-1	0.5	B-1	65	C-24	34.5	○○	○○
Example 43	A-2	3	B-3	65	C-24	32	○○	○○
Example 44	A-3	1	B-1	50	C-25	49	○○	○○
Example 45	A-2	2	B-4	55	C-25	41	○○	○○
Example 45	A-5	2	B-4	55	C-25	41	○○	○○
Example 46	A-1	1	B-3	40	C-26	59	○○	○○
Example 47	A-3	5	B-1	55	C-26	35	○○	○○
Example 47	A-3	5	B-7	5	C-26	35	○○	○○
Example 48	A-1	1	B-2	35	C-27	53	○○	○○
Example 48	a-1	1	B-7	10	C-27	53	○○	○○
Example 49	A-1	1	B-4	60	C-6	36	○○	○○
Example 49	A-7	3	B-4	60	C-6	36	○○	○○
Example 50	A-4	0.1	B-1	39.9	C-7	60	○	○○
Example 51	A-5	0.1	B-2	70	C-8	29.9	○	○○
Example 52	A-6	0.1	B-1	59.9	C-1	40	○	○○
Example 53	A-3	0.1	B-6	50	C-4	49.9	○○	○
Example 54	A-6	0.1	B-6	34.9	C-5	65	○	○
Comparative example 1	-	-	B-1	35	C-1	65	×	○○
Comparative example 2	a-1	1	B-2	50	C-12	49	×	○
Comparative example 3	a-2	1	B-6	34	C-14	65	×	×

Details of the (poly)oxyalkylene derivatives (C) indicated in Tables 3 and 4 or the (poly)oxyalkylene derivatives (F) indicated in Tables 5 and 6 to be described below are as follows.

((Poly)oxyalkylene derivatives (C) or (F))

C-1: polyoxyethylene (10 moles) lauryl ether
C-2: polyoxyethylene (8 moles) oleyl ether
C-3: polyoxyethylene (10 moles) C12-13 alcohol / α-dodecylamino-ω-hydroxy(polyoxyethylene) (10 moles) = 70/30
C-4: polyoxyethylene (15 moles) C12-13 alcohol / α-dodecylamino-ω-hydroxy(polyoxyethylene) (10 moles) = 50/50
C-5: polyoxyethylene (10 moles) lauryl ether / salt of polyoxyethylene (10 moles) dodecylamine ether and phosphoric acid = 50/50
C-6: polyoxyethylene (5 moles) oleyl ether / α-dodecylamino-ω-hydroxy(polyoxyethylene) (10 moles) = 70/30
C-7: polyoxyethylene (10 moles) C12-13 alcohol / (polyoxyethylene)(polyoxypropylene) (n+m = 8; n is the number of oxyethylene units, m is the number of oxypropylene units, and the same applies hereinafter) C12-13 alcohol = 70/30
C-8: polyoxyethylene (10 moles) C12-13 alcohol / (polyoxyethylene)(polyoxypropylene) (n+m = 8) C12-13 alcohol = 50/50
C-9: polyoxyethylene (10 moles) C12-13 alcohol / (polyoxyethylene)(polyoxypropylene) (n+m = 8) C12-13 alcohol / salt of polyoxyethylene (10 moles) dodecylamine ether and phosphoric acid = 30/30/40
C-10: α-dodecyl-ω-hydroxy(polyoxyethylene) (15 moles) / α-tridecyl-ω-hydroxy(polyoxyethylene) (15 moles) / (polyoxyethylene)(polyoxypropylene) (n+m = 10) C12-13 alcohol = 20/30/50
C-11: α-tridecyl-ω-hydroxy(polyoxyethylene)(polyoxypropylene) (n+m = 8) / α-dodecylamino-w-hydroxy(polyoxyethylene) (15 moles) = 65/35
C-12: α-tridecyl-ω-hydroxy(polyoxyethylene)(polyoxypropylene) (n+m = 8) / α-dodecylamino-w-hydroxy(polyoxyethylene) (15 moles) = 35/65
C-13: polyoxyethylene (10 moles) stearyl ether / (polyoxyethylene)(polyoxypropylene) (n+m = 12) C11-14 alcohol / α-dodecylamino-ω-hydroxy(polyoxyethylene) (15 moles) = 20/40/40
C-14: α-tridecyl-ω-hydroxy(polyoxyethylene)(polyoxypropylene) (n+m = 8) / α-dodecylamino-w-hydroxy(polyoxyethylene) (4 moles) / α-dodecylamino-ω-hydroxy(polyoxyethylene) (10 moles) = 60/20/20
C-15: α-dodecyl-ω-hydroxy(polyoxyethylene)(polyoxypropylene) (n+m = 10) / polyoxyethylene (3 moles) C12-14 alcohol / α-dodecylamino-ω-hydroxy(polyoxyethylene) (10 moles) / stearylamine(polyoxyethylene) (5 moles) = 10/50/30/10
C-16: polyoxyethylene (10 moles) C12-13 alcohol / (polyoxyethylene)(polyoxypropylene) (n+m = 8) C12-13 alcohol / α-dodecylamino-ω-hydroxy(polyoxyethylene) (10 moles) = 40/40/20
C-17: polyoxyethylene (10 moles) C12-13 alcohol / (polyoxyethylene)(polyoxypropylene) (n+m = 8) C12-13 alcohol / α-dodecylamino-ω-hydroxy(polyoxyethylene) (10 moles) = 30/30/40
C-18: α-decyl-ω-hydroxy(polyoxyethylene) (6 moles) / (polyoxyethylene)(polyoxypropylene) (n+m = 8) tridecyl ether / α-dodecylamino-ω-hydroxy(polyoxyethylene) (15 moles) = 40/20/40
C-19: α-decyl-ω-hydroxy(polyoxyethylene) (6 moles) / (polyoxyethylene)(polyoxypropylene) (n+m = 8) tridecyl ether / salt of polyoxyethylene (15 moles) dodecylamine ether and phosphoric acid = 30/30/40
C-20: α-dodecyl-ω-hydroxy(polyoxyethylene) (9 moles) / (polyoxyethylene)(polyoxypropylene) (n+m = 7) decyl ether / α-dodecylamino-ω-hydroxy(polyoxyethylene) (15 moles) = 20/30/50
C-21: polyoxyethylene polyoxypropylene (n+m = 20) hydrogenated castor oil / polyoxyethylene (3 moles) C12-14 alcohol = 70/30
C-22: polyoxyethylene polyoxypropylene (n+m = 20) hydrogenated castor oil / (polyoxyethylene)(polyoxypropylene) (n+m = 10) stearyl ether = 60/40
C-23: polyoxyethylene (10 moles) C11-14 alcohol / (polyoxyethylene)(polyoxypropylene) (n+m = 10) C12-13 alcohol / α-dodecylamino-ω-hydroxy(polyoxyethylene) (15 moles) / coconut fatty acid-polyoxyethylene (7 moles) = 30/30/30/10
C-24: coconut fatty acid-polyoxyethylene (10 moles)
C-25: polyoxyethylene (10 moles) lauryl ester
C-26: polyoxyethylene (7 moles) lauryl ether / polyoxyethylene (10 moles) oleyl ester = 20/80
C-27: polyoxyethylene (12 moles) lauryl ester / polyoxyethylene (10 moles) oleyl ester / polyoxyethylene (10 moles) lauryl ether / polyoxyethylene (10 moles) oleyl ether = 20/20/30/30

Experimental Part 2 (Preparation of dilute liquids of treatment agents)

Each treatment agent prepared in Experimental Part 1 was added under stirring to ion exchanged water of half of a predetermined amount warmed to approximately 80°C and dissolved completely. After dissolution, warming was stopped and the remaining half of the ion exchanged water of approximately 25°C was added all at once and stirring was performed until uniform to prepare a 5% dilute liquid of the treatment agent.

Experimental Part 3 (Evaluation)

With each of the treatment agents of Examples 1 to 54 and Comparative Examples 1 to 3, the wet-state friction characteristic of fibers with the dilute liquid adhered thereto and the card passing property of fibers with the treatment agent adhered thereto were evaluated by the procedures described below.

(Wet-state friction characteristic)

The 5% dilute liquid of each treatment agent prepared in Experimental Part 2 was diluted with ion exchanged water of approximately 25°C to prepare a 0.35% dilute liquid. 80 mL of the prepared 0.35% dilute liquid were placed in a vat made of metal of 60 mm width × 230 mm length × 20 mm height.
A weight of rectangular plate shape of 30 mm width × 90 mm length × 45 mm height and 1 kg weight was prepared. A polyester spunbonded nonwoven fabric of the same size as a bottom surface of the weight was attached to the bottom surface using double-sided tape. The weight was placed with its bottom surface side, with the nonwoven fabric adhered thereon, facing downward in the vat containing the 0.35% dilute liquid.
A tensile test of pulling the weight under an atmosphere of 20°C × 60% RH and a condition of horizontal speed of 100 mm/min was performed using a tensile tester (Autograph model AGS-X, manufactured by Shimadzu Corporation) equipped with a load cell with a maximum load capacity of 50 N. The results of evaluating the wet-state friction characteristic according to the following criteria are indicated in the "Production workability" column of Tables 3 and 4.
In other words, the friction characteristic of the fibers and the metal in the wet state was evaluated by the above-described method. Specifically, the friction characteristic of the fibers and a roller made of the metal in a spinning step or a drawing step was evaluated by the above-described method. The above evaluation of friction characteristic was performed within 12 hours of preparation of the 0.35% dilute liquid.

· Evaluation criteria of wet-state friction characteristic

∘∘ (satisfactory): An M/N ratio is not more than 0.98 that is a ratio of a friction N measured using the 0.35% dilute liquid of Comparative Example 1 that does not contain any fatty acid (A) and a friction M measured using the 0.35% dilute liquid of each example.
∘ (fair): The M/N ratio is more than 0.98 but not more than 0.99.
× (poor): The M/N ratio is more than 0.99.
(Card passing property)

The 5% dilute liquid of each treatment agent prepared in Experimental Part 2 was diluted with ion exchanged water of approximately 25°C to prepare a 0.3% dilute liquid. This 0.3% dilute liquid was adhered, by a spray oiling method such that an adhered amount excluding solvent would be 0.15% by mass, onto semi dull polyester staple fibers with a fineness of 1.3 × 10^-4 g/m (1.2 denier) and a fiber length of 38 mm obtained in a drafts making step. After then drying for 2 hours with a hot air dryer at 80°C, overnight humidity adjustment under an atmosphere of 25°C and 65% RH was performed to obtain polyester staple fibers with the treatment agent adhered thereto.
30 g of the polyester staple fibers obtained were used and passed through a miniature carding machine (manufactured by Takeuchi Manufacturing Co., Ltd.) to prepare a fiber web. The card passing property was evaluated according to the following criteria based on the spun amount and circumstances of formation of neps or flies of the fiber web at the elapse of 20 seconds from input of all of the raw stock into the carding machine. The evaluation results are indicated in the "Spinning property" column of Tables 3 and 4.
The abovementioned neps shall mean particulate fiber lumps that formed inside the fiber web due to entanglement of fibers with each other in an interior of the carding machine. The abovementioned flies shall mean fibers that are blown up in the process of preparing the fiber web.

· Evaluation criteria of card passing property

∘∘ (satisfactory): Card passing amount was not less than 98%, neps and flies were hardly formed, and a satisfactory fiber web was obtained.
∘ (fair): Card passing amount was not less than 95% but less than 98% and although a few neps and flies were seen, a uniform fiber web was obtained.
× (poor): Card passing amount was less than 95%, flies were seen during production, and many neps were seen in the fiber web.

Experimental Part 4 (Preparation of first treatment agents and preparation of first treatment agent-containing compositions)

Respective ingredients were weighed out to provide 0.3 parts of potassium acetate (A-1) as the fatty acid (D) and 99.7 parts of octadecyl phosphoric acid ester potassium salt (B-1) as the organic phosphoric acid ester compound (E) as shown in Table 5. These were stirred and mixed to prepare a first treatment agent. Further, mixing with water was performed such as to achieve the concentration indicated in the "First treatment agent concentration" column of Table 5 to prepare a first treatment agent-containing composition (I-1).

As with the first treatment agent-containing composition (I-1), respective ingredients were weighed out to provide the contents shown in Tables 5 and 6. These were stirred and mixed to prepare first treatment agents. Further, mixing with water was performed such as to achieve the concentrations indicated in the "First treatment agent concentration" column of Tables 5 and 6 to prepare first treatment agent-containing compositions (I-2) to (I-57).

Table 5

First treatment agent-containing composition	Fatty acid (D)		Organic phosphoric acid ester compound (E)		First treatment agent concentration	Acid value of first treatment agent-containing composition	Acid value of first treatment agent	Evaluation
First treatment agent-containing composition	Type	Parts by mass	Type	Parts by mass	% by mass	mgKOH/g	mgKOH/g	Formulation stability
I-1	A-1	0.3	B-1	99.7	45	7.65	17	○○
I-2	-	-	B-2	100	40	4	10	○○
I-3	A-1	0.2	B-3	99.8	55	22	40	○○
I-4	-	-	B-4	100	60	30	50	○○
I-5	-	-	B-1	71.4	40	4	10	○○
I-5	-	-	B-2	28.6	40	4	10	○○
I-6	A-2	0.1	B-5	99.9	50	12.5	25	○○
I-7	-	-	B-1	83.3	40	6	15	○○
I-7	-	-	B-2	16.7	40	6	15	○○
I-8	-	-	B-1 B-4	92.3	40	6	15	○○
I-8	-	-		7.7	40	6	15	○○
I-9	-	-	B-2	50	35	3.5	10	○○
I-9	-	-	B-4	50	35	3.5	10	○○
I-10	A-2 A-6	0.1 0.1	B-1	99.8	40	1.2	3	○○
I-11	A-3	0.1	B-1	99.9	40	1.2	3	○○
I-12	-	-	B-2	100	40	4	10	○○
I-13	A-3	0.2	B-3	99.8	35	14	40	○○
I-14	-	-	B-4	100	60	30	50	○○
I-15	A-3	0.1	B-4	99.8	30	7.5	25	○○
I-15	A-5	0.1	B-4	99.8	30	7.5	25	○○
I-16	-	-	B-1	100	40	4	10	○○
I-17	-	-	B-2	100	40	4	10	○○
I-18	A-2	0.2	B-3	99.8	35	5.25	15	○○
I-19	-	-	B-1	100	40	4	10	○○
I-20	A-1	1.4	B-2	98.6	50	7.5	15	○○
I-21	-	-		50	40	2	5	○○
I-21	-	-	B-1 B-2	50	40	2	5	○○
I-22	A-1	0.1	B-1	99.9	40	6	15	○○
I-23	-	-	B-1	100	40	4	10	○○
I-24	A-1	0.02	B-5	99.98	30	7.5	25	○○
I-25	-	-	B-1	71.4	40	2	5	○○
I-25	-	-	B-6	28.6	40	2	5	○○
I-26	-	-	B-1	100	40	6	15	○○
I-27	A-2	0.03	B-2	99.97	35	7	20	○○
I-28	-	-	B-3	100	55	22	40	○○
I-29	A-2	2.5	B-4	97.5	50	5	10	○○
I-30	-	-		90	30	1.5	5	○○
I-30	-	-	B-1 B-5	10	30	1.5	5	○○

Table 6

First treatment agent-containing composition	Fatty acid (D)		Organic phosphoric acid ester compound (E)		First treatment agent concentration	Acid value of first treatment agent-containing composition	Acid value of first treatment agent	Evaluation
First treatment agent-containing composition	Type	Parts by mass	Type	Parts by mass	% by mass	mgKOH/g	mgKOH/g	Formulation stability
I-31	A-3	0.02	B-1	90	25	3.75	15	○○
I-31	A-3	0.02	B-2	9.98	25	3.75	15	○○
I-32	-	-	B-4	100	45	22.5	50	○○
I-33	-	-	B-2	85.7	20	1	5	○○
I-33	-	-	B-5	14.3	20	1	5	○○
I-34	-	-	B-1	87.5	40	2	5	○○
I-34	-	-	B-6	12.5	40	2	5	○○
I-35	A-2	2	B-2	98	35	7	20	○○
I-36	A-3	1.4	B-1	50	40	2	5	○○
I-36	A-3	1.4	B-2	48.6	40	2	5	○○
I-37	-	-	B-1	100	40	4	10	○○
I-38	A-2	1.3	B-3	98.7	35	14	40	○○
I-39	-	-	B-4	100	45	22.5	50	○○
I-40	-	-	B-2	87.5	60	6	10	○○
I-40	-	-	B-6	12.5	60	6	10	○○
I-41	A-3	1.4	B-2	98.6	50	10	20	○○
I-42	-	-	B-1	100	40	6	15	○○
I-43	-	-	B-3	100	35	14	40	○○
I-44	-	-	B-1	100	40	6	15	○○
I-45	-	-	B-4	100	45	22.5	50	○○
I-46	-	-	B-3	100	35	3.5	10	○○
I-47	A-3	7.7	B-1	84.6	40	4	10	○○
I-47	A-3	7.7	B-7	7.7	40	4	10	○○
I-48	-	-	B-2	77.8	40	4	10	○○
I-48	-	-	B-7	22.2	40	4	10	○○
I-49	-	-	B-4	100	45	22.5	50	○○
I-50	A-4	0.2	B-1	99.8	30	4.5	15	○○
I-51	-	-	B-2	100	40	8	20	○○
I-52	A-6	0.2	B-1	99.8	30	4.5	15	○○
I-53	-	-	B-6	100	60	30	50	○○
I-54	A-6	0.3	B-6	99.7	60	30	50	○○
I-55	-	-	B-1	100	40	6	15	○○
I-56	-	-	B-2	100	40	8	20	○○
I-57	a-2	2.9	B-6	97.1	60	30	50	○○

Measurement of acid value by a method described below was performed on the first treatment agents.
First, each first treatment agent-containing composition was dissolved in a mixed solvent of ethanol/xylene = 1/2 (volume ratio) to prepare a sample solution. The prepared sample solution was set in a known potential difference measuring device and titrated with a 0.1 mol/L potassium hydroxide methanol standard solution. The acid value of the first treatment agent-containing composition was calculated using the following formula.
Acid value of first treatment agent-containing composition (KOH mg/g) = (R × f × 56.11 × 0.1)/S

f: factor of 0.1 mol/L potassium hydroxide methanol standard solution
S: sampled amount (g; amount in terms of solid content)
R: amount of 0.1 mol/L potassium hydroxide methanol standard solution used until inflection point (mL)

Next, the following formula was used to calculate an acid value of the first treatment agent with respect to the acid value of the first treatment agent-containing composition. That is, the acid value of the first treatment agent was determined by conversion from the acid value of the first treatment agent-containing composition.
Acid value of first treatment agent (KOH mg/g) = (U×100)/T

U: acid value of first treatment agent-containing composition
T: first treatment agent concentration (% by mass)
Experimental Part 5 (Preparation of second treatment agents)
(Second treatment agent (II-1))

As shown in Table 7, polyoxyethylene (10 moles) lauryl ether (C-1) was used as the (poly)oxyalkylene derivative (F) and this was deemed to be a second treatment agent (II-1).

(Second treatment agents (II-2) to (II-57))

As with the second treatment agent (II-1), respective ingredients were weighed out to provide the content ratios shown in Tables 7 and 8. These were stirred and mixed to prepare second treatment agents (II-2) to (II-57).

Table 7

Second treatment agent	Fatty acid (D)		(Poly)oxyalkylene derivative (F)		Evaluation
Second treatment agent	Type	Parts by mass	Type	Parts by mass	Formulation stability
II-1	-	-	C-1	100	○○
II-2	A-1	0.3	C-4	99.7	○○
II-3	-	-	C-7	100	○○
II-4	A-1	0.2	C-10	99.8	○○
II-5	A-1	0.3	C-13	99.4	○○
II-5	A-4	0.3	C-13	99.4	○○
II-6	-	-	C-2	100	○○
II-7	A-2	0.3	C-5	99.7	○○
II-8	A-2	0.3	C-8	99.7	○○
II-9	A-2	0.1	C-11	99.9	○○
II-10	-	-	C-14	100	○○
II-11	-	-	C-3	100	○○
II-12	A-3	0.3	C-6	99.7	○○
II-13	-	-	C-9	100	○○
II-14	A-3	0.2	C-12	99.8	○○
II-15	-	-	C-15	100	○○
II-16	A-3	0.1	C-2	99.9	○○
II-17	A-3	0.3	C-3	99.7	○○
II-18	-	-	C-4	100	○○
II-19	A-3	3.3	C-5	96.7	○○
II-20	-	-	C-6	100	○○
II-21	A-3	0.1	C-9	99.9	○○
II-22	-	-	C-10	100	○○
II-23	A-1	0.2	C-11	99.8	○○
II-24	-	-	C-13	100	○○
II-25	A-1	0.03	C-14	99.97	○○
II-26	A-2	0.1	C-15	99.9	○○
II-27	-	-	C-16	100	○○
II-28	A-1	3.3	C-16	97	○○
II-29	-	-	C-17	100	○○
II-30	A-3	0.1	C-17	99.9	○○

Table 8

Second treatment agent	Fatty acid (D)		(Poly)oxyalkylene derivative (F)		Evaluation
Second treatment agent	Type	Parts by mass	Type	Parts by mass	Formulation stability
II-31	-	-	C-18	100	○○
II-32	A-3	2	C-18	98	○○
II-33	A-1	3.3	C-19	96.7	○○
II-34	A-1	1.7	C-20	98.3	○○
II-35	-	-	C-20	100	○○
II-36	-	-	C-20	100	○○
II-37	A-3	1.5	C-21	98.5	○○
II-38	-	-	C-21	100	○○
II-39	A-2 A-3	1.7 1.7	C-21	96.6	○○
II-40	A-3	1.7	C-22	98.3	○○
II-41	-	-	C-23	100	○○
II-42	A-1	1.4	C-24	98.6	○○
II-43	A-2	8.6	C-24	91.4	○○
II-44	A-3	2	C-25	98	○○
II-45	A-2 A-5	4.4 4.4	C-25	91.2	○○
II-46	A-1	1.7	C-26	98.3	○○
II-47	-	-	C-26	100	○○
II-48	A-1 a-1	1.8 1.8	C-27	96.4	○○
II-49	A-1	2.5	C-6	90	○○
II-49	A-7	7.5	C-6	90	○○
II-50	-	-	C-7	100	○○
II-51	A-5	0.3	C-8	99.7	○○
II-52	-	-	C-1	100	○○
II-53	A-3	0.2	C-4	99.8	○○
II-54	-	-	C-5	100	○○
II-55	-	-	C-1	100	○○
II-56	a-1	2	C-12	98	○○
II-57	-	-	C-14	100	○○

Experimental Part 6 (Evaluation of formulation stability)

Each of the first treatment agent-containing compositions or second treatment agents was stored for 1 week at 25°C or 50°C. The appearance after the elapse of 1 week was observed and evaluated according to the following criteria. That is, formulation stability of the first treatment agent was evaluated with the first treatment agent-containing composition. The evaluation results are indicated in the "Formulation stability" column of Tables 5 and 6.

· Evaluation criteria of formulation stability (first treatment agent-containing compositions)

∘∘ (satisfactory): Neither separation nor thickening occurred.
∘ (fair): Although neither separation nor thickening occurred at 25°C, separation or thickening occurred at 50°C.
× (poor): Separation or thickening occurred under both conditions of 25°C and 50°C.

· Evaluation criteria of formulation stability (second treatment agents)

∘∘ (satisfactory): Appearance was transparent and neither separation nor thickening occurred.
∘ (fair): Although appearance was transparent and neither separation nor thickening occurred at 25°C, turbidity in appearance occurred or separation or thickening occurred at 50°C.
× (poor): Turbidity in appearance occurred or separation or thickening occurred under both conditions of 25°C and 50°C.

Experimental Part 7 (Preparation of fiber treatment agents from first treatment agent-containing compositions and second treatment agents)

The method for preparing a fiber treatment agent using a first treatment agent-containing composition and a second treatment agent is not particularly limited. For example, the first treatment agent-containing composition and the second treatment agent may be weighed out to provide predetermined contents and while stirring one of either, the other may be added and mixed to perform preparation.
The method for preparing a dilute liquid of fiber treatment agent using a first treatment agent-containing composition and a second treatment agent is not particularly limited, and, for example, the following method can be used.
First, the first treatment agent-containing composition prepared in Experimental Part 4 is added under stirring to ion exchanged water of half of a predetermined amount warmed to approximately 80°C and dissolved completely. After dissolution, the second treatment agent prepared in Experimental Part 5 is added thereto under stirring and dissolved completely. After dissolution, warming was stopped and the remaining half of the ion exchanged water of approximately 25°C is added thereto all at once and stirring is performed until uniform. The dilute liquid can thereby be prepared.

(Example 55)

A 5% dilute liquid of fiber treatment agent of Example 55 was prepared by the above-described method using the first treatment agent-containing composition (I-1), the second treatment agent (II-2), and ion exchanged water. The mass ratios of nonvolatile contents of the first treatment agent-containing composition and the second treatment agent are indicated in Table 9.

(Examples 56 to 108 and Comparative Examples 4 to 6)

As with Example 55, 5% dilute liquids of fiber treatment agent of Examples 56 to 108 and Comparative Examples 4 to 6 were prepared by the above-described method using the first treatment agent-containing compositions and the second treatment agents shown in Table 9 and ion exchanged water.
The type of each first treatment agent-containing composition and the nonvolatile content ratio thereof and the type of each second treatment agent and the nonvolatile content ratio thereof are respectively indicated in the "First treatment agent-containing composition" column and the "Second treatment agent" column of Table 9.

The dilute liquids of fiber treatment agent of the respective examples obtained were used to evaluate the wet-state friction characteristic of fibers with the dilute liquid adhered thereto and the card passing property of fibers with the treatment agent adhered thereto as in Example 1. The evaluation results are respectively indicated in the "Production workability" column and the "Spinning property" column of Table 9.

Table 9

Category	First treatment agent-containing composition		Second treatment agent		Production workability	Spinning property
Category	Type	Mass ratio (%)	Type	Mass ratio (%)	Wet-state friction characteristic	Card passing property
Example 55	I-1	35	II-1	65	○○	○○
Example 56	I-2	60	II-2	40	○○	○○
Example 57	I-3	50	II-3	50	○○	○○
Example 58	I-4	40	II-4	60	○○	○○
Example 59	I-5	70	II-5	30	○○	○○
Example 60	I-6	70	II-6	30	○○	○○
Example 61	I-7	60	II-7	40	○○	○○
Example 62	I-8	65	II-8	35	○○	○○
Example 63	I-9	30	II-9	70	○○	○○
Example 64	I-10	70	II-10	30	○○	○○
Example 65	I-11	70	II-11	30	○○	○○
Example 66	I-12	60	II-12	40	○○	○○
Example 67	I-13	50	II-13	50	○○	○○
Example 68	I-14	40	II-14	60	○○	○○
Example 69	I-15	70	II-15	30	○○	○○
Example 70	I-16	65	II-16	35	○○	○○
Example 71	I-17	60	II-17	40	○○	○○
Example 72	I-18	60	II-18	40	○○	○○
Example 73	I-19	70	II-19	30	○○	○○
Example 74	I-20	70	II-20	30	○○	○○
Example 75	I-21	60	II-21	40	○○	○○
Example 76	I-22	55	II-22	45	○○	○○
Example 77	I-23	50	II-23	50	○○	○○
Example 78	I-24	50	II-24	50	○○	○○
Example 79	I-25	70	II-25	30	○○	○○
Example 80	I-26	50	II-26	50	○○	○○
Example 81	I-27	30	II-27	70	○○	○○
Example 82	I-28	70	II-28	30	○○	○○
Example 83	I-29	40	II-29	60	○○	○○
Example 84	I-30	50	II-30	50	○○	○○
Example 85	I-31	50	II-31	50	○○	○○
Example 86	I-32	75	II-32	25	○○	○○
Example 87	I-33	70	II-33	30	○○	○○
Example 88	I-34	40	II-34	60	○○	○○
Example 89	I-35	50	II-35	50	○○	○○
Example 90	I-36	70	II-36	30	○○	○○
Example 91	I-37	35	II-37	65	○○	○○
Example 92	I-38	40	II-38	60	○○	○○
Example 93	I-39	40	II-39	60	○○	○○
Example 94	I-40	40	II-40	60	○○	○○
Example 95	I-41	70	II-41	30	○○	○○
Example 96	I-42	65	II-42	35	○○	○○
Example 97	I-43	65	II-43	35	○○	○○
Example 98	I-44	50	II-44	50	○○	○○
Example 99	I-45	55	II-45	45	○○	○○
Example 100	I-46	50	II-46	50	○○	○○
Example 101	I-47	65	II-47	35	○○	○○
Example 102	I-48	45	II-48	55	○○	○○
Example 103	I-49	60	II-49	40	○	○○
Example 104	I-50	40	II-50	60	○	○○
Example 105	I-51	70	II-51	30	○	○○
Example 106	I-52	60	II-52	40	○	○○
Example 107	I-53	50	II-53	50	○○	○
Example 108	I-54	35	II-54	65	○	○
Comparative example 4	I-55	35	II-55	65	×	○○
Comparative example 5	I-56	50	II-56	50	×	○
Comparative example 6	I-57	35	II-57	65	×	×

The fiber treatment agent of the present invention can improve the friction characteristic in a wet state of fibers with the fiber treatment agent adhered thereto. It can also improve the card passing property of fibers with the fiber treatment agent adhered thereto.

Claims

A fiber treatment agent for treating a fiber, comprising a fatty acid (A), an organic phosphoric acid ester compound (B), and a (poly)oxyalkylene derivative (C), wherein the fatty acid (A) is at least one selected from the group consisting of a fatty acid with 1 to 6 carbon atoms, a hydroxy fatty acid with 1 to 6 carbon atoms, and a salt thereof.
The fiber treatment agent according to claim 1, wherein if the sum of the contents of the fatty acid (A), the organic phosphoric acid ester compound (B), and the (poly)oxyalkylene derivative (C) in the fiber treatment agent is taken as 100% by mass, the fiber treatment agent contains the fatty acid (A) at a ratio of not less than 0.001% by mass and not more than 20% by mass.
The fiber treatment agent according to claim 1 or 2, comprising a first fiber treatment agent, which contains the organic phosphoric acid ester compound (B), and a second fiber treatment agent, which contains the (poly)oxyalkylene derivative (C), wherein the fatty acid (A) is contained in either or both of the first fiber treatment agent and the second fiber treatment agent.
The fiber treatment agent according to claim 3, wherein
if the sum of the contents of the organic phosphoric acid ester compound (B) and the fatty acid (A) in the first fiber treatment agent is taken as 100% by mass, the first fiber treatment agent contains the organic phosphoric acid ester compound (B) at a ratio of not less than 90% by mass and not more than 100% by mass and the fatty acid (A) at a ratio of not less than 0% by mass and not more than 10% by mass, and

if the sum of the contents of the (poly)oxyalkylene derivative (C) and the fatty acid (A) in the second fiber treatment agent is taken as 100% by mass, the second fiber treatment agent contains the (poly)oxyalkylene derivative (C) at a ratio of not less than 90% by mass and not more than 100% by mass and the fatty acid (A) at a ratio of not less than 0% by mass and not more than 10% by mass.
The fiber treatment agent according to claim 3 or 4, wherein an acid value measured for the first fiber treatment agent by a potentiometric titration method is not less than 0.01 mg KOH/g and not more than 60 mg KOH/g.
The fiber treatment agent according to any one of claims 1 to 5, wherein the fatty acid (A) is at least one selected from the group consisting of a fatty acid with 1 to 4 carbon atoms, a hydroxy fatty acid with 1 to 4 carbon atoms having a hydroxy group in its molecule, and an alkali metal salt thereof.
The fiber treatment agent according to any one of claims 1 to 6, wherein the fatty acid (A) is at least one selected from the group consisting of a fatty acid alkali metal salt with 1 to 4 carbon atoms and a hydroxy fatty acid alkali metal salt with 1 to 4 carbon atoms having a hydroxy group in its molecule.
The fiber treatment agent according to any one of claims 1 to 7, wherein the organic phosphoric acid ester compound (B) contains at least one selected from the group consisting of an alkyl phosphoric acid ester and a salt thereof, the alkyl phosphoric acid ester having in its molecule a residue in which a hydroxyl group is removed from an aliphatic alcohol with 12 to 22 carbon atoms or a residue in which a hydroxyl group is removed from an aliphatic alcohol with 12 to 22 carbon atoms added with an alkylene oxide with 2 to 3 carbon atoms.
The fiber treatment agent according to any one of claims 1 to 8, wherein the fiber is a synthetic fiber.
The fiber treatment agent according to any one of claims 1 to 8, wherein the fiber is a polyester short fiber.
The fiber treatment agent according to any one of claims 1 to 8, wherein the fiber is a polyethylene terephthalate fiber.
The fiber treatment agent according to any one of claims 1 to 8, wherein the fiber is a short fiber.
A first fiber treatment agent, comprising an organic phosphoric acid ester compound (E), wherein
the first fiber treatment agent is used in combination with a second fiber treatment agent, which contains a (poly)oxyalkylene derivative (F),

a fatty acid (D) is further contained in either or both of the first fiber treatment agent and the second fiber treatment agent, and

the fatty acid (D) is at least one selected from the group consisting of a fatty acid with 1 to 6 carbon atoms, a hydroxy fatty acid with 1 to 6 carbon atoms, and a salt thereof.
The first fiber treatment agent according to claim 13, wherein an acid value measured for the first fiber treatment agent by a potentiometric titration method is not less than 0.01 mg KOH/g and not more than 60 mg KOH/g.
The first fiber treatment agent according to claim 13 or 14, wherein
when the first fiber treatment agent contains the organic phosphoric acid ester compound (E) and the fatty acid (D) and if the sum of the contents of the organic phosphoric acid ester compound (E) and the fatty acid (D) in the first fiber treatment agent is taken as 100% by mass,

the first fiber treatment agent contains the organic phosphoric acid ester compound (E) at a ratio of not less than 90% by mass and not more than 99.999% by mass and the fatty acid (D) at a ratio of not less than 0.001% by mass and not more than 10% by mass.
The first fiber treatment agent according to claim 15, wherein
when the first fiber treatment agent contains the organic phosphoric acid ester compound (E) and the fatty acid (D) and if the sum of the contents of the organic phosphoric acid ester compound (E) and the fatty acid (D) in the first fiber treatment agent is taken as 100% by mass,

the first fiber treatment agent contains the organic phosphoric acid ester compound (E) at a ratio of not less than 95% by mass and not more than 99.999% by mass and the fatty acid (D) at a ratio of not less than 0.001% by mass and not more than 5% by mass.
The first fiber treatment agent according to claim 13 or 14, wherein
when the first fiber treatment agent contains the organic phosphoric acid ester compound (E) and the fatty acid (D) and the second fiber treatment agent contains the (poly)oxyalkylene derivative (F) and the fatty acid (D) and if the sum of the contents of the organic phosphoric acid ester compound (E) and the fatty acid (D) in the first fiber treatment agent is taken as 100% by mass,

the first fiber treatment agent contains the organic phosphoric acid ester compound (E) at a ratio of not less than 90% by mass and not more than 99.999% by mass and the fatty acid (D) at a ratio of not less than 0.001% by mass and not more than 10% by mass.
The first fiber treatment agent according to claim 17, wherein
when the first fiber treatment agent contains the organic phosphoric acid ester compound (E) and the fatty acid (D) and the second fiber treatment agent contains the (poly)oxyalkylene derivative (F) and the fatty acid (D) and if the sum of the contents of the organic phosphoric acid ester compound (E) and the fatty acid (D) in the first fiber treatment agent is taken as 100% by mass,

the first fiber treatment agent contains the organic phosphoric acid ester compound (E) at a ratio of not less than 95% by mass and not more than 99.999% by mass and the fatty acid (D) at a ratio of not less than 0.001% by mass and not more than 5% by mass.
A second fiber treatment agent, comprising a (poly)oxyalkylene derivative (F), wherein
the second fiber treatment agent is used in combination with a first fiber treatment agent, which contains an organic phosphoric acid ester compound (E),

a fatty acid (D) is further contained in either or both of the first fiber treatment agent and the second fiber treatment agent, and

the fatty acid (D) is at least one selected from the group consisting of a fatty acid with 1 to 6 carbon atoms, a hydroxy fatty acid with 1 to 6 carbon atoms, and a salt thereof.
The second fiber treatment agent according to claim 19, wherein
when the second fiber treatment agent contains the (poly)oxyalkylene derivative (F) and the fatty acid (D) and if the sum of the contents of the (poly)oxyalkylene derivative (F) and the fatty acid (D) in the second fiber treatment agent is taken as 100% by mass,

the second fiber treatment agent contains the (poly)oxyalkylene derivative (F) at a ratio of not less than 90% by mass and not more than 99.999% by mass and the fatty acid (D) at a ratio of not less than 0.001% by mass and not more than 10% by mass.
The second fiber treatment agent according to claim 20, wherein
when the second fiber treatment agent contains the (poly)oxyalkylene derivative (F) and the fatty acid (D) and if the sum of the contents of the (poly)oxyalkylene derivative (F) and the fatty acid (D) in the second fiber treatment agent is taken as 100% by mass,

the second fiber treatment agent contains the (poly)oxyalkylene derivative (F) at a ratio of not less than 95% by mass and not more than 99.999% by mass and the fatty acid (D) at a ratio of not less than 0.001% by mass and not more than 5% by mass.
The second fiber treatment agent according to claim 19, wherein
when the first fiber treatment agent contains the organic phosphoric acid ester compound (E) and the fatty acid (D) and the second fiber treatment agent contains the (poly)oxyalkylene derivative (F) and the fatty acid (D) and if the sum of the contents of the (poly)oxyalkylene derivative (F) and the fatty acid (D) in the second fiber treatment agent is taken as 100% by mass,

the second fiber treatment agent contains the (poly)oxyalkylene derivative (F) at a ratio of not less than 90% by mass and not more than 99.999% by mass and the fatty acid (D) at a ratio of not less than 0.001% by mass and not more than 10% by mass.
The second fiber treatment agent according to claim 22, wherein
If the sum of the contents of the (poly)oxyalkylene derivative (F) and the fatty acid (D) in the second fiber treatment agent is taken as 100% by mass,

the second fiber treatment agent contains the (poly)oxyalkylene derivative (F) at a ratio of not less than 95% by mass and not more than 99.999% by mass and the fatty acid (D) at a ratio of not less than 0.001% by mass and not more than 5% by mass.
A composition containing first fiber treatment agent, comprising the first fiber treatment agent according to any one of claims 13 to 23 and water.
A dilute liquid of fiber treatment agent, comprising the fiber treatment agent according to any one of claims 1 to 12 and water.
A dilute liquid of fiber treatment agent, comprising the first fiber treatment agent according to any one of claims 13 to 23 and the second fiber treatment agent according to any one of claims 13 to 23.
The dilute liquid of fiber treatment agent according to claim 26, wherein the dilute liquid of fiber treatment agent has a ratio between the contents of the first fiber treatment agent and the second fiber treatment agent of such that the first fiber treatment agent/the second fiber treatment agent is not less than 1/9 and not more than 9/1.
A method for treating a fiber, comprising applying to a fiber a dilute liquid of fiber treatment agent, obtained by adding the first fiber treatment agent according to any one of claims 13 to 23 and the second fiber treatment agent according to any one of claims 13 to 23 to water.
A fiber to which the first fiber treatment agent according to any one of claims 13 to 23 and the second fiber treatment agent according to any one of claims 13 to 23 are adhered.