WO2016067871A1

WO2016067871A1 - Treatment agent for synthetic fibers and use thereof

Info

Publication number: WO2016067871A1
Application number: PCT/JP2015/078565
Authority: WO
Inventors: 郁也氏野; 奥澤　政巨
Original assignee: 松本油脂製薬株式会社
Priority date: 2014-10-29
Filing date: 2015-10-08
Publication date: 2016-05-06
Also published as: CN107002348B; CN112779773B; CN107002348A; JP2016084566A; CN112779773A; JP5793607B1

Abstract

The purpose of the present invention is to provide a treatment agent for synthetic fibers, which is used for the production of synthetic fibers and is capable of reducing roll contamination, while having excellent heat resistance. A treatment agent for synthetic fibers according to the present invention contains a smooth component (A), an organic sulfonic acid compound (B1) represented by general formula (1), an organic sulfonic acid compound (B2) represented by general formula (2), and an organic phosphoric acid ester compound (C). The weight ratio of the organic phosphoric acid ester compound (C) in the nonvolatile content of the treatment agent is 0.05-10% by weight, and the weight ratio of phosphate ions (PO₄ ^3-) as detected from the nonvolatile content of the treatment agent by ion chromatography is 300 ppm or less.

Description

Treatment agent for synthetic fibers and use thereof

The present invention relates to a treatment agent for synthetic fibers and use thereof. More specifically, the present invention relates to a synthetic fiber treating agent used in the production of synthetic fibers, a method for producing a synthetic fiber filament yarn using the treating agent, and a fiber structure including the synthetic fiber filament yarn.

Conventionally, a fiber treated with a fiber oil agent is once wound up and subjected to a drawing process. Recently, a method of shortening this process and directly applying oiling yarn to a drawing process has been adopted.
In this method, once trouble such as yarn breakage occurs in the drawing process, a large amount of fiber is lost. Therefore, it is necessary to avoid occurrence of trouble in the drawing process as much as possible. The main cause of trouble is fiber damage such as thread breakage, and in order to prevent this, a treatment agent for synthetic fibers having excellent lubricity and heat resistance is required.
In addition, improved physical properties such as higher fiber strength and lower shrinkage, increased productivity during production, and increased productivity such as higher speed, due to roll dirt that has not been a problem until now, There is a problem that fluff and thread breakage increase. For this reason, in order to keep a roll in a clean state, the cleaning interval of a roll is short, the frequency | count of the cleaning increases, and the fall of productivity is pointed out.

In order to solve these problems, Patent Document 1 proposes a treatment agent for synthetic fibers using a phosphate anionic surfactant and a sulfonate anionic surfactant in combination. However, heat resistance and lubricity are not sufficient for using this treatment agent in a roll system, and heat-degraded oil component and the like accumulates in the drawing roll and friction increases with time. There was a drawback that caused quality degradation.
Patent Document 1 proposes a treatment agent in which a specific ester and an antioxidant are used in combination with the anionic surfactant. However, even with such a treatment agent, satisfactory heat resistance cannot be obtained under severe spinning conditions.
Patent Document 1 proposes a treatment agent in which a specific ester and an antioxidant are used in combination with the anionic surfactant. However, even with such a treatment agent, satisfactory heat resistance cannot be obtained under severe spinning conditions.

Furthermore, in order to solve the above problems, Patent Document 2 uses an ester of a polyhydric alcohol, an ester of a carboxylic acid having a thioether group and an alcohol, a secondary sulfonate, an alkyl phosphate, and a hindered phenol antioxidant. Treatment agents have been proposed. However, this treatment agent is used for fluff and thread breakage caused by roll dirt, which has not been a problem until now due to improvements in productivity such as high strength, low shrinkage, and high speed. Even if it was, it was not improved. Further, when the antioxidant described in Patent Document 2 is used, there is a defect that the fiber is often discolored during storage of the fiber.

For this reason, a treatment agent excellent in heat resistance that can suppress a decrease in productivity due to a shortened roll cleaning interval and an increased number of cleanings is desired.

Japanese Unexamined Patent Publication No. 59-21680 Japanese Laid-Open Patent Publication No. 8-120563

An object of the present invention is a synthetic fiber treating agent that is used when producing synthetic fibers and can reduce roll stains and has excellent heat resistance, a method for producing a synthetic fiber filament yarn using the treating agent, and the producing method It is providing the fiber structure containing the synthetic fiber filament yarn obtained by.

As a result of intensive studies, the present inventors have found that the problem of the present invention can be solved by using a smooth component and two specific types of organic sulfonic acid compounds in combination, and have reached the present invention.
That is, the treating agent for synthetic fibers of the present invention comprises a smooth component (A), an organic sulfonic acid compound (B1) represented by the following general formula (1), and an organic sulfonic acid compound (B2) represented by the following general formula (2). ).

(In the formula (1), a and b are integers of 0 or more and are integers satisfying a + b = 5 to 17. M is a hydrogen atom, an alkali metal, an ammonium group or an organic amine group.)

(In the formula (2), c, d and e are integers of 0 or more and satisfy the condition of c + d + e = 4 to 16. M is a hydrogen atom, an alkali metal, an ammonium group or an organic amine group. )

An ion chromatograph comprising the treating agent of the present invention, further containing an organic phosphate ester compound (C), wherein the organic phosphate ester compound (C) in the nonvolatile content of the treating agent is 0.05 to 10% by weight. The weight ratio of phosphate ions (PO ₄ ³⁻ ) detected from the nonvolatile content of the treatment agent by the method is preferably 300 ppm or less.
The weight ratio of the smoothing component (A) to the non-volatile content of the treating agent is preferably 20 to 70% by weight.

The weight ratio (B1 / B2) of the organic sulfonic acid compound (B1) to the organic sulfonic acid compound (B2) is preferably 50/50 to 99/1.

The total weight ratio of the organic sulfonic acid compound (B1) and the organic sulfonic acid compound (B2) in the nonvolatile content of the treating agent is preferably 0.1 to 12% by weight.

The organophosphate compound (C) is preferably at least one selected from a compound represented by the following general formula (4) and a compound represented by the following general formula (5).

(In Formula (4), R ³ is a hydrocarbon group having 6 to 24 carbon atoms, A ¹ O is an oxyalkylene group having 2 to 4 carbon atoms, and m is an integer of 0 to 15). Is an integer of 1 to 2. M ¹ is a hydrogen atom, an alkali metal, an ammonium group or an organic amine group.)

(In the formula (5), R ³ is a hydrocarbon group having 6 to 24 carbon atoms, A ¹ O is an oxyalkylene group having 2 to 4 carbon atoms, and m is an integer of 0 to 15.) ¹ is a hydrogen atom, an alkali metal, an ammonium group or an organic amine group, Q ¹ is M ¹ or R ³ O (A ¹ O) _m , and Y is 1 or 2.

The treatment agent of the present invention preferably further contains a nonionic surfactant (D).

The synthetic fiber filament yarn of the present invention is obtained by adding the above-mentioned treatment agent to a raw material synthetic fiber filament yarn.

The method for producing a synthetic fiber filament yarn of the present invention includes a step of applying the treatment agent to a raw material synthetic fiber filament yarn.

The fiber structure of the present invention includes the above synthetic fiber filament yarn and / or the synthetic fiber filament yarn obtained by the above production method.

When the treatment agent for synthetic fibers of the present invention is used, roll stains when producing synthetic fibers can be reduced and heat resistance is excellent. As a result, the cleaning interval between rolls can be increased, the number of cleanings can be reduced, and the productivity of synthetic fibers can be improved.
According to the production method of the present invention, the occurrence of scum and yarn breakage can be reduced, and a synthetic fiber filament yarn excellent in yarn quality can be obtained. The fiber structure of the present invention is excellent in quality.

The treating agent for synthetic fibers of the present invention comprises a smoothing component (A), an organic sulfonic acid compound (B1) represented by the general formula (1), and an organic sulfonic acid compound (B2) represented by the general formula (2). Is included. Details will be described below.

[Smooth component (A)]
The smooth component (A) is an essential component of the treatment agent of the present invention. As the smooth component (A), 1) an ester compound having a structure in which an aliphatic monohydric alcohol and a fatty acid are ester-bonded (A1), and 2) an ester compound having a structure in which an aliphatic polyhydric alcohol and a fatty acid are ester-bonded (A2), 3) an ester compound (A3) having a structure in which an aliphatic monohydric alcohol and an aliphatic polycarboxylic acid are ester-bonded, 4) an aromatic ester compound (A4) having an aromatic ring in the molecule, 5 Examples thereof include known smoothing components generally employed as synthetic fiber treating agents such as sulfur-containing ester compounds (A5) and 6) mineral oil (A6). The smoothing component (A) can use 1 type (s) or 2 or more types.

1) Ester compound (A1)
The ester compound (A1) is a compound having a structure in which an aliphatic monohydric alcohol and a fatty acid (aliphatic monovalent carboxylic acid) are ester-bonded, and is a compound having no polyoxyalkylene group in the molecule. 1 type (s) or 2 or more types can be used for an ester compound (A1).
The ester compound (A1) is preferably a compound represented by the following general formula (3).

(In the formula, R ¹ represents an alkyl or alkenyl group having 4 to 24 carbon atoms, and R ² represents an alkyl or alkenyl group having 6 to 24 carbon atoms.)

R ¹ preferably has 6 to 22 carbon atoms, more preferably 8 to 20 carbon atoms, and still more preferably 10 to 18 carbon atoms. When the number of carbon atoms is less than 4, fluff may increase due to the weak oil film. On the other hand, when the number of carbon atoms exceeds 24, friction between fiber metals becomes high, and fluff may increase. R ¹ may be either an alkyl group or an alkenyl group, but is preferably an alkyl group from the viewpoint of excellent heat resistance.

R ² preferably has 6 to 22 carbon atoms, more preferably 8 to 20 carbon atoms, and still more preferably 10 to 18 carbon atoms. When the number of carbon atoms is less than 6, fluff may increase due to weak oil film. On the other hand, when the number of carbon atoms exceeds 24, friction between fiber metals becomes high, and fluff may increase. R ² may be either an alkyl group or an alkenyl group, but is preferably an alkenyl group from the viewpoint that oil film strength is high and fluff is less likely to occur.

The ester compound (A1) is not particularly limited. For example, 2-decyltetradecanoyl erucinate, 2-decyltetradecanoyl oleate, 2-octyldodecyl stearate, isooctyl palmitate, isooctyl stearate, Butyl palmitate, butyl stearate, butyl oleate, isooctyl oleate, lauryl oleate, isotridecyl stearate, hexadecyl stearate, isostearyl oleate, oleyl octanoate, oleyl laurate, oleyl palmitate, oleyl stearate Rate, oleyl oleate and the like. Among these, 2-decyltetradecanoyl oleate, 2-octyldodecyl stearate, isooctyl palmitate, isooctyl stearate, lauryl oleate, isotridecyl stearate, hexadecyl stearate, isostearyl oleate, Oleyl oleate is preferred.

The ester compound (A1) can be synthesized and obtained by a known method using a commercially available fatty acid and an aliphatic monohydric alcohol.

2) Ester compound (A2)
The ester compound (A2) is a compound having a structure in which an aliphatic polyhydric alcohol and a fatty acid (aliphatic monovalent carboxylic acid) are ester-bonded, and is a compound having no polyoxyalkylene group in the molecule. 1 type (s) or 2 or more types can be used for an ester compound (A2).

The aliphatic polyhydric alcohol constituting the ester compound (A2) is not particularly limited as long as it is divalent or higher, and one or two or more types can be used. From the viewpoint of oil film strength, the polyhydric alcohol is preferably trivalent or more, more preferably 3 to 4, more preferably 3.
Examples of the aliphatic polyhydric alcohol include ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, tripropylene glycol, 1,2-butanediol, 1,3-butanediol, and 1,4-butanediol. 2-methyl-1,3-propanediol, 1,5-pentanediol, 1,6-hexanediol, neopentyl glycol, cyclohexanediol, cyclohexanedimethanol, glycerin, trimethylolpropane, pentaerythritol, erythritol, diglycerin Sorbitan, sorbitol, ditrimethylolpropane, dipentaerythritol, triglycerin, tetraglycerin, sucrose and the like. Among these, glycerin, trimethylolpropane, pentaerythritol, erythritol, diglycerin, sorbitan, sorbitol, ditrimethylolpropane, dipentaerythritol, and sucrose are preferable, and glycerin, trimethylolpropane, pentaerythritol, erythritol, diglycerin, sorbitan Are more preferable, and glycerin and trimethylolpropane are more preferable.

The fatty acid constituting the ester compound (A2) may be saturated or unsaturated. The number of unsaturated bonds is not particularly limited, but when there are three or more, one or two is preferable because deterioration proceeds due to oxidation and the treatment agent is thickened to impair lubricity. The number of carbon atoms of the fatty acid is preferably from 8 to 24, more preferably from 10 to 20, and even more preferably from 12 to 18 in terms of both oil film strength and lubricity. 1 type, or 2 or more types may be used for a fatty acid, and a saturated fatty acid and an unsaturated fatty acid may be used together.

Examples of fatty acids include butyric acid, crotonic acid, valeric acid, caproic acid, enanthic acid, caprylic acid, pelargonic acid, capric acid, lauric acid, myristic acid, myristoleic acid, pentadecanoic acid, palmitic acid, palmitoleic acid, isocetyl acid, margarine Acid, stearic acid, isostearic acid, oleic acid, elaidic acid, vaccenic acid, linoleic acid, linolenic acid, tuberculostearic acid, arachidic acid, isoeicosaic acid, gadoleic acid, eicosenoic acid, docosanoic acid, isodocosanoic acid, erucic acid, tetracosane Examples include acids, isotetracosanoic acid, nervonic acid, serotic acid, montanic acid, and melicic acid.
Among these, caprylic acid, pelargonic acid, capric acid, lauric acid, myristic acid, myristoleic acid, pentadecanoic acid, palmitic acid, palmitoleic acid, isocetyl acid, margaric acid, stearic acid, isostearic acid, oleic acid, elaidic acid, Vaccenoic acid, linoleic acid, linolenic acid, tuberculostearic acid, arachidic acid, isoeicosaic acid, gadoleic acid, eicosenoic acid, docosanoic acid, isodocosanoic acid, erucic acid, tetracosanoic acid, isotetracosanoic acid, nervonic acid are preferred, capric acid, lauric acid Acid, myristic acid, myristic acid, pentadecanoic acid, palmitic acid, palmitoleic acid, isocetyl acid, margaric acid, stearic acid, isostearic acid, oleic acid, elaidic acid, vaccenic acid, linoleic acid, linoleic acid More preferred are acid, tuberculostearic acid, arachidic acid, isoeicosaic acid, gadoleic acid, eicosenoic acid, lauric acid, myristic acid, myristoleic acid, pentadecanoic acid, palmitic acid, palmitoleic acid, isocetylic acid, margaric acid, stearic acid, More preferred are isostearic acid, oleic acid, elaidic acid, vaccenic acid, linoleic acid and linolenic acid.

The ester compound (A2) is a compound having two or more ester bonds in the molecule, but is preferably a compound having three or more ester bonds in the molecule, from the viewpoint of yarn production. More preferably, it is a compound having three ester bonds.
There is no limitation in particular about the iodine value of ester compound (A2).

The weight average molecular weight of the ester compound (A2) is preferably from 300 to 1200, more preferably from 300 to 1000, and even more preferably from 500 to 1000. If the weight average molecular weight is less than 300, the oil film strength may be insufficient, and fluff may increase or smoke generation during heat treatment may increase. On the other hand, when the weight average molecular weight exceeds 1200, smoothness is insufficient and fluff frequently occurs, and not only high-quality fibers cannot be obtained, but also the quality in the weaving or knitting process may be inferior. The weight average molecular weight in the present invention is a separation column KF-402HQ, KF-403HQ manufactured by Showa Denko KK using a high-speed gel permeation chromatography apparatus HLC-8220GPC manufactured by Tosoh Corporation at a sample concentration of 3 mg / cc. And calculated from the peak measured by the differential refractive index detector.

Examples of the ester compound (A2) include trimethylolpropane tricaprylate, trimethylolpropane tricaprinate, trimethylolpropane trilaurate, trimethylolpropane trioleate, trimethylolpropane (laurate, myristylate, palmitate), trimethylol. Propane (laurate, myristylate, oleate), trimethylolpropane (tripalmyl fatty acid ester), trimethylolpropane (tricoconut fatty acid ester), trimethylolpropane dicaprylate, trimethylolpropane dicaprinate, trimethylolpropane dilaurate, trimethylolpropane Dioleate, trimethylolpropane (laurate, myristylate), trimethylolpropane (laurate) Oleate), trimethylolpropane (myristate, oleate), trimethylolpropane (dipalm fatty acid ester), trimethylolpropane (dicoconut fatty acid ester), coconut oil, rapeseed oil, palm oil, glycerin trilaurate, glycerin trioleate Glycerol triisostearate, glycerol dioleate, glycerol monolaurate, diglycerol dioleate, sorbitan trioleate, sorbitan (laurate, myristylate, oleate), sorbitan dilaurate, sorbitan monooleate, pentaerythritol tetracaprylate, Pentaerythritol tetracaprinate, pentaerythritol tetralaurate, erythritol tetralaurate, pentaerythritol (Te Rapamu kernel fatty acid esters), pentaerythritol (Tetorayashi fatty acid ester), erythritol trioleate, pentaerythritol dipalmitate, include 1,6-hexanediol di oleate.

As the ester compound (A2), a compound synthesized by a known method using a commercially available fatty acid and aliphatic polyhydric alcohol may be used. Further, natural esters obtained from nature such as natural fruits, seeds or flowers, and natural esters satisfying the constitution of the ester compound (A2) can be used as they are, or natural esters can be obtained by known methods as necessary. You may refine | purify, and you may use the ester which isolate | separated and refine | purified further refine | purified ester using a melting point difference by a well-known method. Moreover, you may use the ester obtained by transesterifying 2 or more types of natural ester (oil and fat).

3) Ester compound (A3)
The ester compound (A3) is a compound having a structure in which an aliphatic monohydric alcohol and an aliphatic polyvalent carboxylic acid are ester-bonded, and is a compound having no polyoxyalkylene group in the molecule. 1 type (s) or 2 or more types can be used for an ester compound (A3).

The aliphatic monohydric alcohol constituting the ester compound (A3) is not particularly limited, and one or more kinds can be used. The aliphatic monohydric alcohol may be saturated or unsaturated. There is no particular limitation on the number of unsaturated bonds, but when there are two or more, one is preferable because deterioration proceeds due to oxidation and the treatment agent is thickened and lubricity is impaired. The number of carbon atoms of the aliphatic monohydric alcohol is preferably 8 to 24, more preferably 14 to 24, and still more preferably 18 to 22 from the viewpoint of smoothness and oil film strength. One or more aliphatic monohydric alcohols may be used, and a saturated aliphatic monohydric alcohol and an unsaturated aliphatic monohydric alcohol may be used in combination.

Examples of the aliphatic monohydric alcohol include octyl alcohol, isooctyl alcohol, lauryl alcohol, myristyl alcohol, myristol alcohol, cetyl alcohol, isocetyl alcohol, palmitoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, Bacenyl alcohol, gadryl alcohol, arachidyl alcohol, isoicosanyl alcohol, eicosenoyl alcohol, behenyl alcohol, isodocosanyl alcohol, ercanyl alcohol, lignocerinyl alcohol, isotetracosanyl alcohol, nerbonyl alcohol, Examples include serotonyl alcohol, montanyl alcohol, and melinyl alcohol. Among these, octyl alcohol, isooctyl alcohol, lauryl alcohol, myristyl alcohol, myristol alcohol, cetyl alcohol, isocetyl alcohol, palmitoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, vaccenyl alcohol Gadolyl alcohol, arachidyl alcohol, isoicosanyl alcohol, eicosenoyl alcohol, behenyl alcohol, isodocosanyl alcohol, ercanyl alcohol, lignoserinyl alcohol, isotetradocosanyl alcohol, nerbonyl alcohol are preferred, myristolyl Alcohol, palmitoleyl alcohol, oleyl alcohol, elaidyl alcohol, baxenyl alcohol Call, gadoleyl alcohol, eicosyl cell noil alcohol, erucic alkenyl alcohol, more preferably flannel isobornyl alcohol, oleyl alcohol, elaidyl alcohol, Ba habit alkenyl alcohol, gadoleyl alcohol, eicosyl cell noil alcohol, erucic nil alcohol more preferred.

The aliphatic polyvalent carboxylic acid constituting the ester (A3) is not particularly limited as long as it is divalent or higher, and one or two or more types can be used. The aliphatic polyvalent carboxylic acid used in the present invention does not contain a sulfur-containing polyvalent carboxylic acid such as thiodipropionic acid. The valence of the aliphatic polycarboxylic acid is preferably divalent. Similarly, it is preferable that no hydroxyl group is contained in the molecule.
Aliphatic polycarboxylic acids include citric acid, isocitric acid, malic acid, aconitic acid, oxaloacetic acid, oxalosuccinic acid, succinic acid, fumaric acid, maleic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelain An acid, sebacic acid, etc. are mentioned. Among these, aconitic acid, oxaloacetic acid, oxalosuccinic acid, succinic acid, fumaric acid, maleic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, and sebacic acid are preferred, and fumaric acid, maleic acid, adipine Acid, pimelic acid, suberic acid, azelaic acid and sebacic acid are more preferred.

Examples of the ester compound (A3) include dioctyl adipate, dilauryl adipate, dioleyl adipate, secondary isocetyl adipate, dioctyl sebacate, dilauryl sebacate, dioleyl sebacate, diisocetyl sebacate and the like.

The ester compound (A3) is a compound having two or more ester bonds in the molecule. There is no limitation in particular about the iodine value of an ester compound (A3).

The weight average molecular weight of the ester compound (A3) is preferably 500 to 1000, more preferably 500 to 800, and even more preferably 500 to 700. When the weight average molecular weight is less than 500, the oil film strength may be insufficient, and fluff may increase or smoke generation during heat treatment may increase. On the other hand, when the weight average molecular weight exceeds 1000, the melting point becomes high, which may cause scum in the weaving or knitting process, and the quality may be inferior.

The ester compound (A3) can be synthesized and obtained by a known method using a commercially available aliphatic monohydric alcohol and aliphatic polyvalent carboxylic acid.

4) Aromatic ester compound (A4)
The aromatic ester compound (A4) is an ester compound having at least one aromatic ring in the molecule. Specifically, an ester compound (A4-1) having a structure in which an aromatic carboxylic acid and an alcohol are ester-bonded and an ester compound (A4-2) having a structure in which an aromatic alcohol and a carboxylic acid are ester-bonded are mentioned. Can do. The aromatic ester compound (A4) is a compound that does not have a polyoxyalkylene group in the molecule. An aromatic ester compound (A4) can use 1 type (s) or 2 or more types.

The aromatic carboxylic acid constituting the ester compound (A4-1) may be a monocarboxylic acid or a polyvalent carboxylic acid. You may use 1 type, or 2 or more types.
Examples of the aromatic carboxylic acid include benzoic acid, toluic acid, naphthoic acid, phthalic acid, isophthalic acid, terephthalic acid, salicylic acid, gallic acid, melittic acid, cinnamic acid, trimellitic acid, and pyromellitic acid. Among these, trimellitic acid, phthalic acid, isophthalic acid, and terephthalic acid are preferable, and trimellitic acid is more preferable.

The alcohol constituting the ester compound (A4-1) may be a monohydric alcohol or a polyhydric alcohol. Moreover, any of aliphatic alcohol, alicyclic alcohol, and aromatic alcohol may be sufficient. The monohydric alcohol can use 1 type (s) or 2 or more types. Among these, monohydric alcohols are preferable, and aliphatic monohydric alcohols are more preferable.

Monohydric alcohols include alkylbenzene alcohol, dialkylbenzene alcohol, octyl alcohol, isooctyl alcohol, lauryl alcohol, myristyl alcohol, myristol alcohol, cetyl alcohol, isocetyl alcohol, palmitoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol , Elidyl alcohol, bacenyl alcohol, gadrel alcohol, arachidyl alcohol, isoicosanyl alcohol, eicosenoyl alcohol, behenyl alcohol, isodocosanyl alcohol, ercanyl alcohol, lignocerinyl alcohol, isotetracosanyl alcohol , Nerbonyl alcohol, serotinyl alcohol, montanyl alcohol, melicini Alcohol and the like.
Examples of the polyhydric alcohol include aliphatic polyhydric alcohols described for the ester compound (A2) and aromatic polyhydric alcohols described for the ester compound (A4-2).

The aromatic alcohol which comprises ester compound (A4-2) can use 1 type (s) or 2 or more types. As the aromatic alcohol, an aromatic polyhydric alcohol is preferable, and an aromatic trihydric alcohol is more preferable.
Examples of the aromatic alcohol include aromatic monohydric alcohols such as alkylbenzene alcohol, aromatic polyhydric alcohols such as dialkylbenzene alcohol, bisphenol A, bisphenol Z, and 1,3,5-trihydroxymethylbenzene. Among these, bisphenol A, bisphenol Z, and 1,3,5-trihydroxymethylbenzene are preferable, and 1,3,5-trihydroxymethylbenzene is more preferable.

The carboxylic acid constituting the ester compound (A4-2) may be either an aliphatic carboxylic acid or an aromatic carboxylic acid. Either a monovalent carboxylic acid or a polyvalent carboxylic acid may be used. You may use 1 type, or 2 or more types. Among these, monovalent carboxylic acids are preferable, and fatty acids are more preferable. The fatty acid is preferably saturated from the viewpoint of persistence. The fatty acid may be linear or branched.

Monovalent carboxylic acids include alkylbenzene carboxylic acid, dialkylbenzene carboxylic acid, butyric acid, crotonic acid, valeric acid, caproic acid, enanthic acid, caprylic acid, pelargonic acid, capric acid, lauric acid, myristic acid, myristic acid, Pentadecylic acid, palmitic acid, palmitoleic acid, isocetyl acid, margaric acid, stearic acid, isostearic acid, oleic acid, elaidic acid, vaccenic acid, linoleic acid, linolenic acid, tuberculostearic acid, arachidic acid, isoicosanoic acid, gadoleic acid, Examples include eicosenoic acid, behenic acid, isodocosanoic acid, erucic acid, lignoceric acid, isotetracosanoic acid, nervonic acid, serotic acid, montanic acid, melicic acid and the like.
Examples of the polyvalent carboxylic acid include the aliphatic polyvalent carboxylic acid described for the ester compound (A3), the aromatic polyvalent carboxylic acid described for the ester compound (A4-1), and the like.

5) Sulfur-containing ester compound (A5)
The sulfur-containing ester compound is at least one selected from a diester compound of thiodipropionic acid and an aliphatic alcohol and a monoester compound of thiodipropionic acid and an aliphatic alcohol.
The sulfur-containing ester compound is a component having antioxidant ability. By using the sulfur-containing ester compound, the heat resistance of the treatment agent can be increased. 1 type (s) or 2 or more types can be used for a sulfur-containing ester compound. The molecular weight of the thiodipropionic acid constituting the sulfur-containing ester compound is preferably 400 to 1000, more preferably 500 to 900, and still more preferably 600 to 800. The aliphatic alcohol constituting the sulfur-containing ester compound may be saturated or unsaturated. The aliphatic alcohol may be linear or have a branched structure, but preferably has a branched structure. The aliphatic alcohol has preferably 8 to 24 carbon atoms, more preferably 12 to 24 carbon atoms, and still more preferably 16 to 24 carbon atoms. Examples of the aliphatic alcohol include octyl alcohol, 2-ethylhexyl alcohol, decyl alcohol, lauryl alcohol, myristyl alcohol, isocetyl alcohol, oleyl alcohol and isostearyl alcohol. Among these, oleyl alcohol and isostearyl alcohol are exemplified. preferable.
The sulfur-containing ester compound is a diester compound of thiodipropionic acid and an aliphatic alcohol (in this paragraph, simply referred to as a diester), a monoester compound of thiodipropionic acid and an aliphatic alcohol (in this paragraph, simply referred to as a monoester). ). In this case, the molar ratio of the diester to the monoester is preferably 100/0 to 70/30, more preferably 100/0 to 75/25, and still more preferably 100/0 to 80/20.

6) Mineral oil (A6)
Moreover, the processing agent for synthetic fibers of this invention may contain mineral oil as a smoothing component other than the above. The mineral oil here is not a low-viscosity diluent used for diluting the treatment agent, but is contained in the nonvolatile matter. The mineral oil is not particularly limited, and examples thereof include machine oil, spindle oil, and liquid paraffin. One or more mineral oils may be used. The viscosity of the mineral oil at 30 ° C. is preferably 100 to 500 seconds.

As the smoothing component (A), from the viewpoint of improving heat resistance, it is preferable to use a purified product after removing the catalyst and the like.

[Organic sulfonic acid compound]
The treating agent of the present invention is essentially composed of two organic sulfonic acid compounds of the organic sulfonic acid compound (B1) represented by the general formula (1) and the organic sulfonic acid compound (B2) represented by the general formula (2). It is contained in. Each component will be described in detail.

The organic sulfonic acid compound (B1) is a monosulfonic acid compound having one sulfonic acid group in the molecule and is an essential component of the treatment agent of the present invention. The organic sulfonic acid compound (B1) may be used alone or in combination of two or more.
In the general formula (1), a and b are integers of 0 or more and are integers satisfying a + b = 5 to 17. When a + b is less than 5, the effect of reducing roll contamination is reduced. On the other hand, when a + b is more than 17, the melting point is high, the compatibility with the treatment agent is deteriorated, and it cannot be used. a + b is preferably from 7 to 17, and more preferably from 10 to 15.

M is a hydrogen atom, an alkali metal, an ammonium group, or an organic amine group. Examples of the alkali metal include lithium, sodium, and potassium. Examples of the ammonium group and the organic amine group include a group represented by NR ^a R ^b R ^c R ^d . R ^a , R ^b , R ^c and R ^d each independently represent a hydrogen atom, an alkyl group, an alkenyl group or a polyoxyalkylene group. The alkyl group and alkenyl group preferably have 1 to 24 carbon atoms, more preferably 1 to 20 carbon atoms, and still more preferably 1 to 18 carbon atoms. The polyoxyalkylene group is represented by “— (A ¹ O) _m H”, and (A ¹ O) _m is the same as that represented by the general formula (2).

Examples of the group represented by NR ^a R ^b R ^c R ^d include an ammonium group, a methyl ammonium group, an ethyl ammonium group, a propyl ammonium group, a butyl ammonium group, a hexyl ammonium group, an octyl ammonium group, a dimethyl ammonium group, and a diethyl ammonium group. , Dipropyl ammonium group, dibutyl ammonium group, dihexyl ammonium group, dioctyl ammonium group, trimethyl ammonium group, triethyl ammonium group, tripropyl ammonium group, tributyl ammonium group, trihexyl ammonium group, trioctyl ammonium group, tetramethyl ammonium group, Tetraethylammonium group, tetrapropylammonium group, tetrabutylammonium group, tetrahexylammonium group, tetra Octyl ammonium group, ethyl trimethyl ammonium group, propyl trimethyl ammonium group, butyl trimethyl ammonium group, hexyl trimethyl ammonium group, octyl trimethyl ammonium group, methanol ammonium group, ethanol ammonium group, propanol ammonium group, butanol ammonium group, hexanol ammonium group, octanol Ammonium group, dimethanol ammonium group, diethanol ammonium group, dipropanol ammonium group, dibutanol ammonium group, dihexanol ammonium group, dioctanol ammonium group, trimethanol ammonium group, triethanol ammonium group, tripropanol ammonium group, tributanol ammonium Group, trihexanol Monium group, trioctanol ammonium group, (EO6) butyl amino ether group, (EO 6) hexyl amino ether group, (EO 6) octyl amino ether group, (EO 6) decyl amino ether group, (EO 6) lauryl amino ether group, (EO 6 ) Tetradecylaminoether group, (EO6) hexadecylaminoether group, (EO6) oleylaminoether group, (EO6) stearylaminoether group, (EO6) gadrelaminoether group, (EO6) tetracosylaminoether group , (EO10) oleylaminoether group, (EO10) oleylaminoether / erucate, (EO3) laurylaminoether group, (EO3) laurylaminoether group, (EO7) laurylaminoether group, (EO15) olei Amino ether group, (PO3, EO 5) stearyl amino ether group include (PO5, EO3) stearyl amino ether groups.

The organic sulfonic acid compound (B2) is a disulfonic acid compound having two sulfonic acid groups in the molecule. By using the organic sulfonic acid compound (B1) and the organic sulfonic acid compound (B2) in addition to the smooth component (A), fluff, yarn breakage, and roll dirt can be dramatically reduced. 1 type may be used for an organic sulfonic acid compound (B2), and 2 or more types may be used together.

In the formula (2), c, d, and e are integers of 0 or more, and are integers satisfying c + d + e = 4 to 16. When c + d + e is less than 4, the effect of reducing roll contamination may be reduced. On the other hand, when c + d + e is more than 17, compatibility with the treatment agent is deteriorated, and it may be impossible to use. c + d + e is preferably 6 to 16, and more preferably 9 to 14.
M is a hydrogen atom, an alkali metal, an ammonium group or an organic amine group. Details of M are the same as M described in the general formula (1).

The weight ratio (B1 / B2) between the organic sulfonic acid compound (B1) and the organic sulfonic acid compound (B2) is preferably 50/50 to 99/1 from the viewpoint of compatibility of the treating agent for synthetic fibers. ~ 99/1 is more preferable, and 80/20 to 98/2 is still more preferable.

The raw material containing the organic sulfonic acid compound (B1) and / or the organic sulfonic acid compound (B2) often contains sodium sulfate and / or sodium chloride due to the production method. The ratio of sodium sulfate and sodium chloride contained in these raw materials can be calculated from the weight ratio of sulfate ions and chlorine ions detected from the raw materials by ion chromatography.
From the viewpoint of exerting the effects of the present invention, the treatment agent of the present invention uses a raw material containing an organic sulfonic acid compound (B1) and / or an organic sulfonic acid compound (B2) in which sodium sulfate and sodium chloride are reduced. preferable. Specifically, the total weight of the organic sulfonic acid compound (B1) and the organic sulfonic acid compound (B2) is 5000 ppm or less, and the weight ratio of chlorine ions is sulfate ions detected by ion chromatography. It is preferable to use a raw material having a concentration of 5000 ppm or less.
From the viewpoint of further exerting the effect of the present application, the weight ratio of the sulfate ion is more preferably 4000 ppm or less, further preferably 3000 ppm or less, and particularly preferably 2000 ppm or less. Similarly, the weight ratio of the chlorine ions is more preferably 4000 ppm or less, further preferably 3000 ppm or less, and particularly preferably 2000 ppm or less.
The method for analyzing sulfate ions and chloride ions by ion chromatography in the present invention is as described in the examples.

The method for reducing sodium sulfate and sodium chloride from the raw material X containing the organic sulfonic acid compound (B1) and / or the organic sulfonic acid compound (B2) is not particularly limited, and a known method can be employed. For example, when the raw material contains sodium sulfate, a method such as adding a solvent such as methanol or water to the raw material and precipitating and separating an inorganic substance such as sodium sulfate can be used. Moreover, when the said raw material X contains sodium chloride, the method of removing the sodium chloride contained in the said raw material with an ion exchange membrane, the method of adsorb | sucking with an ion exchange resin, etc. are mentioned.

[Organic Phosphate Ester Compound (C)]
The treatment agent of the present invention reduces the fluff, in addition to the above smoothing component (A), organic sulfonic acid compound (B1), and organic sulfonic acid compound (B2), and an organic phosphate compound (C). Furthermore, it is preferable to contain. The organophosphate compound (C) is preferably at least one selected from the compound represented by the general formula (4) and the compound represented by the general formula (5).

In the general formulas (4) and (5), R ³ is a hydrocarbon group having 6 to 24 carbon atoms. A ¹ O is an oxyalkylene group having 2 to 4 carbon atoms, and m is an integer of 0 to 15. n is an integer of 1 to 2. M ¹ is a hydrogen atom, an alkali metal, an ammonium group or an organic amine group. Q ¹ is M ¹ or R ³ O (A ¹ O) _m . Y is 1 or 2.

Examples of the hydrocarbon group for R ³ include an alkyl group and an alkenyl group. R ³ preferably has 8 to 24 carbon atoms, more preferably 12 to 24 carbon atoms. The carbon number of R ³ may be distributed, and R ³ may be linear or branched and may be saturated or unsaturated.
A ¹ O is an oxyalkylene group having 2 to 4 carbon atoms. M, which is the number of repeating oxyalkylene units, is an integer from 0 to 15, preferably from 0 to 10, more preferably from 0 to 3, particularly preferably when m is 0 and no polyoxyalkylene group is contained. (A ¹ O) _m is preferably a polyoxyalkylene group having 50 mol% or more of oxyethylene units as oxyalkylene units.

n is an integer of 1 to 2. When n = 2, the two organic groups [R ³ O (A ¹ O) _m ] — constituting the compound represented by the general formula (4) may be the same or different.
When Q = R ³ O (A ¹ O) _m , the two organic groups [R ³ O (A ¹ O) _m ] — constituting the compound represented by the general formula (5) may be the same or different. It may be.

M ¹ is a hydrogen atom, an alkali metal, an ammonium group or an organic amine group. Examples of the alkali metal include lithium, sodium, and potassium. Examples of the ammonium group and the organic amine group include a group represented by NR ^a R ^b R ^c R ^d . The group represented by NR ^a R ^b R ^c R ^d is the same as M described for the organic sulfonic acid compound (B).

The organic phosphate ester compound (C) includes an organic phosphate ester compound (C1) represented by n = 1 in the general formula (4) and an organic phosphate ester compound (C2 represented by n = 2 in the general formula (4)). ) And organic phosphate ester compounds (C3) represented by Y = 1, Q = R ³ O (A ¹ O) _m in the organic phosphate ester compounds (C1), (C2) and the general formula (5) ) Is preferable. These mixtures may contain an organophosphate ester compound (C4) represented by Y = 1 and Q = hydrogen atom in the general formula (5).

The organic phosphoric ester compounds (C1), (C2), (C3) and (C4) and the P nuclear integral ratio (%) of inorganic phosphoric acid are calculated from the integrated values of the peaks derived from each phosphorus atom in 31P-NMR. be able to. In addition, P nucleus integral ratio (%) says what was calculated by making the sum total of the integral value of organophosphate ester compound (C1), (C2), (C3), (C4) and inorganic phosphoric acid 100%. The inorganic phosphoric acid will be described later.
The P nuclear integral ratio (%) of the organic phosphate compound (C1) is preferably 25 to 85%, more preferably 35 to 80%, and even more preferably 40 to 70%. The P nuclear integral ratio (%) of the organic phosphate compound (C2) is preferably 15 to 65%, more preferably 20 to 60%, and even more preferably 25 to 55%. The P nuclear integral ratio (%) of the organic phosphate compound (C3) is preferably 0 to 50%, more preferably 0 to 45%, and further preferably 0 to 40%. The P nuclear integral ratio (%) of the organic phosphate compound (C4) is preferably 0 to 7%, more preferably 0 to 6%, and further preferably 0 to 5%. The P nuclear integral ratio (%) of the inorganic phosphoric acid is preferably 0 to 10%, more preferably 0 to 9%, and further preferably 0 to 8%.

There is no limitation in particular as a manufacturing method of an organic phosphate compound (C), A well-known method is employable. For example, in the method for producing an organic phosphate compound (C), a reaction product is obtained by reacting an organic hydroxyl compound represented by R ³ O (A ¹ O) _m H with phosphoric anhydride P ₂ O ₅ (I ). In step (I), the reaction may be carried out by adding inorganic phosphoric acid or water. The method for producing the organic phosphate compound (C) may include, after the step (I), a step (II) in which water is added to the reaction product for hydrolysis. By including the step (II), the ratio of the organic phosphate ester compounds (C3) and (C4) contained in the organic phosphate ester compound (C) can be adjusted. The amount of water added to the reaction product is preferably 0.01 to 5% by weight, more preferably 0.05 to 4% by weight, and more preferably 0.1 to 3% by weight with respect to the organophosphate compound (C). More preferred is weight percent. When the amount of water added is less than 0.01% by weight and more than 5% by weight, it may be difficult to adjust the amount of the organic phosphate compound (C3) or (C4). The method for producing the organic phosphate compound (C) may include a step (III) of neutralizing with an alkali compound having M ¹ after the step (I) or the step (II).

The organic phosphate ester compound (C) contains a heavy metal compound such as arsenic as a source of impurities in anhydrous phosphoric acid or inorganic phosphorus. The treatment agent of the present invention may contain a heavy metal compound such as arsenic. The weight ratio of the heavy metal compound to the non-volatile content of the treatment agent is preferably 0.01% by weight or less, more preferably 0.005% by weight or less, from the viewpoint of influence on the human body and environmental safety, and 0.001% by weight or less. More preferably, it is not more than% by weight.

In producing the organic phosphate compound (C), inorganic phosphoric acid and / or a salt thereof is produced. Therefore, the raw material containing the organic phosphate compound (C) (hereinafter referred to as raw material Z) contains inorganic phosphoric acid and / or a salt thereof. The ratio of inorganic phosphoric acid and / or salt thereof can be adjusted by the ratio of organic hydroxyl compound and anhydrous phosphoric acid P ₂ O ₅ , reaction conditions, and the like.

[Nonionic surfactant (D)]
The treating agent of the present invention gives the above-mentioned smooth component (A), organic sulfonic acid compound (B1), and organic sulfonic acid compound (B2) from the viewpoint of imparting oil film strength and sizing property to the raw yarn and improving the yarn-making property. In addition, it is preferable to further contain a nonionic surfactant (D). In addition, nonionic surfactant (D) says what remove | excludes the said smooth component (A). 1 type (s) or 2 or more types may be used for a nonionic surfactant (D).

Nonionic surfactant (D) includes polyoxyalkylene group-containing hydroxy fatty acid polyhydric alcohol ester (hereinafter sometimes referred to as polyhydroxy ester), an ester in which at least one hydroxyl group of polyhydroxy ester is blocked with fatty acid, polyoxy Examples include alkylene polyhydric alcohol ether, polyoxyalkylene polyhydric alcohol fatty acid ester, polyoxyalkylene aliphatic alcohol ether, polyalkylene glycol fatty acid ester, polyhydric alcohol fatty acid ester, and the like.

(Polyhydroxyester, ester in which at least one hydroxyl group of polyhydroxyester is blocked with fatty acid)
The polyhydroxyester is structurally an ester of a polyoxyalkylene group-containing hydroxy fatty acid and a polyhydric alcohol, and it is preferable that two or more hydroxyl groups of the polyhydric alcohol are esterified. Therefore, the polyoxyalkylene group-containing hydroxy fatty acid polyhydric alcohol ester is an ester having a plurality of hydroxyl groups.

The polyoxyalkylene group-containing hydroxy fatty acid has a structure in which a polyoxyalkylene group is bonded to a fatty acid hydrocarbon group via an oxygen atom, and one end that is not bonded to the fatty acid hydrocarbon group of the polyoxyalkylene group is It is a hydroxyl group.
Examples of the polyhydroxyester include an alkylene oxide adduct of an esterified product of a hydroxy fatty acid having 6 to 22 carbon atoms (preferably 16 to 20 carbon atoms) and a polyhydric alcohol.

Examples of the hydroxy fatty acid having 6 to 22 carbon atoms include hydroxycaprylic acid, hydroxycapric acid, hydroxylauric acid, hydroxystearic acid, and ricinoleic acid, and hydroxyoctadecanoic acid and ricinoleic acid are preferable. Examples of the polyhydric alcohol include ethylene glycol, glycerin, sorbitol, sorbitan, trimethylolpropane, pentaerythritol and the like, and glycerin is preferable. Examples of the alkylene oxide include alkylene oxides having 2 to 4 carbon atoms such as ethylene oxide, propylene oxide, butylene oxide.

The number of moles of alkylene oxide added is preferably 3 to 60, and more preferably 8 to 50. The proportion of ethylene oxide in the alkylene oxide is preferably 50 mol% or more, more preferably 80 mol% or more.
When two or more types of alkylene oxide are added, the order of addition is not particularly limited, and the addition form may be either a block form or a random form. The addition of the alkylene oxide can be performed by a known method, but it is generally performed in the presence of a basic catalyst.

The polyhydroxyester can be produced, for example, by esterifying a polyhydric alcohol and a hydroxy fatty acid (hydroxymonocarboxylic acid) under normal conditions to obtain an esterified product, and then subjecting the esterified product to an alkylene oxide addition reaction. The polyhydroxyester can be suitably produced also by using an oil and fat obtained from nature such as castor oil or a hardened castor oil obtained by adding hydrogen to this, and further subjecting it to an addition reaction with an alkylene oxide.

Nonionic surfactant (D) includes an ester obtained by blocking at least one hydroxyl group of the above-mentioned polyhydroxyester with a fatty acid. The number of carbon atoms of the fatty acid to be blocked is preferably 6-24, more preferably 12-18. The carbon number of the hydrocarbon group in the fatty acid may be distributed, the hydrocarbon group may be linear or branched, may be saturated or unsaturated, It may have a polycyclic structure. Examples of such fatty acids include lauric acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, oleic acid, eicosanoic acid, behenic acid, lignoceric acid and the like. There is no limitation in particular about the method of esterification, reaction conditions, etc., A well-known method and normal conditions are employable.

Examples of the polyhydroxy ester and an ester obtained by blocking at least one hydroxyl group of the polyhydroxy ester with a fatty acid include, for example, hardened castor oil ethylene oxide adduct, castor oil ethylene oxide adduct, hardened castor oil ethylene oxide adduct monooleate, and hardened castor oil ethylene oxide adduct. Dioleate, hydrogenated castor oil ethylene oxide adduct trioleate, castor oil ethylene oxide adduct trioleate, hydrogenated castor oil ethylene oxide adduct tristearate, castor oil ethylene oxide adduct tristearate, among these, compatibility of treatment agents, oil film strength, fluff In terms of reduction, hydrogenated castor oil ethylene oxide adduct, hydrogenated castor oil ethylene oxide adduct trioleate, hydrogenated castor oil ethylene oxide adduct tris Areto is preferable.

(Polyoxyalkylene polyhydric alcohol ether)
The polyoxyalkylene polyhydric alcohol ether is a compound having a structure in which an alkylene oxide such as ethylene oxide, propylene oxide, butylene oxide is added to the polyhydric alcohol.
Examples of the polyhydric alcohol include ethylene glycol, glycerin, trimethylolpropane, pentaerythritol, diglycerin, sorbitan, sorbitol, ditrimethylolpropane, dipentaerythritol, and sucrose. Of these, glycerin, trimethylolpropane, and sucrose are preferable.

The number of moles of alkylene oxide added is preferably 3 to 100, more preferably 4 to 70, and still more preferably 5 to 50. The proportion of ethylene oxide in the alkylene oxide is preferably 50 mol% or more, and more preferably 80 mol% or more.
The weight average molecular weight of the polyoxyalkylene polyhydric alcohol ether is preferably from 300 to 10,000, more preferably from 400 to 8000, and even more preferably from 500 to 5,000. When the molecular weight is less than 300, the occurrence of fuzz and yarn breakage may not be reduced. On the other hand, when the molecular weight exceeds 10,000, the friction of the treatment agent becomes high, and not only the generation of fluff and yarn breakage cannot be reduced, but also it may deteriorate.

Polyoxyalkylene polyhydric alcohol ethers include polyethylene glycol, glycerin ethylene oxide adduct, trimethylolpropane ethylene oxide adduct, pentaerythritol ethylene oxide adduct, diglycerin ethylene oxide adduct, sorbitan ethylene oxide adduct, sorbitan ethylene oxide propylene oxide adduct, sorbitol Examples thereof include, but are not limited to, an ethylene oxide adduct, a sorbitol ethylene oxide propylene oxide adduct, a ditrimethylolpropane ethylene oxide adduct, a dipentaerythritol ethylene oxide adduct, and a sucrose ethylene oxide adduct.

(Polyoxyalkylene polyhydric alcohol fatty acid ester)
A polyoxyalkylene polyhydric alcohol fatty acid ester is a compound having a structure in which a compound obtained by adding an alkylene oxide such as ethylene oxide, propylene oxide, or butylene oxide to a polyhydric alcohol and a fatty acid are ester-bonded.
Examples of the polyhydric alcohol include glycerin, trimethylolpropane, pentaerythritol, erythritol, diglycerin, sorbitan, sorbitol, ditrimethylolpropane, dipentaerythritol, and sucrose. Among these, glycerin, diglycerin, sorbitan, and sorbitol are preferable.

Examples of fatty acids include lauric acid, myristic acid, myristic acid, palmitic acid, palmitoleic acid, isocetyl acid, stearic acid, isostearic acid, oleic acid, elaidic acid, linoleic acid, linolenic acid, arachidic acid, eicosenoic acid, behenic acid, Examples include isodocosanoic acid, erucic acid, lignoceric acid, and isotetracosanoic acid.

The number of added moles of alkylene oxide is preferably 3 to 100, more preferably 5 to 70, and still more preferably 10 to 50. The proportion of ethylene oxide in the alkylene oxide is preferably 50 mol% or more, and more preferably 80 mol% or more.
The weight average molecular weight of the polyoxyalkylene polyhydric alcohol fatty acid ester is preferably 300 to 7000, more preferably 500 to 5000, and still more preferably 700 to 3000. When the molecular weight is less than 300, smoke may be generated in the heat treatment process, which may deteriorate the environment. In addition, occurrence of yarn breakage may not be reduced. On the other hand, when the molecular weight exceeds 7000, the friction of the treatment agent becomes high, and not only the generation of fluff and yarn breakage cannot be reduced, but also it may deteriorate.

Examples of polyoxyalkylene polyhydric alcohol fatty acid esters include glycerin ethylene oxide adduct monolaurate, glycerin ethylene oxide adduct dilaurate, glycerin ethylene oxide adduct trilaurate, trimethylolpropane ethylene oxide adduct trilaurate, sorbitan ethylene oxide adduct monooleate, sorbitan ethylene oxide adduct dioleate Sorbitan ethylene oxide adduct trioleate, sorbitan ethylene oxide propylene oxide adduct monooleate, sorbitan ethylene oxide propylene oxide adduct dioleate, sorbitan ethylene oxide propylene oxide adduct trioleate, sorbitan ethylene oxide propylene oxide adduct trilaurate, ® sugar ethylene oxide adducts Toriraureto like although not limited thereto.

(Polyoxyalkylene aliphatic alcohol ether)
The polyoxyalkylene aliphatic alcohol ether is a compound having a structure in which an alkylene oxide such as ethylene oxide, propylene oxide, or butylene oxide is added to an aliphatic monohydric alcohol.
Examples of polyoxyalkylene aliphatic alcohol ethers include alkylene oxides of aliphatic alcohols such as octyl alcohol, 2-ethylhexyl alcohol, decyl alcohol, lauryl alcohol, tridecyl alcohol, myristyl alcohol, stearyl alcohol, isostearyl alcohol, and oleyl alcohol. Addenda may be mentioned.
The number of moles of alkylene oxide added is preferably 1 to 100 moles, more preferably 2 to 70 moles, and still more preferably 3 to 50 moles. Further, the ratio of ethylene oxide to the whole alkylene oxide is preferably 20 mol% or more, more preferably 30 mol% or more, and further preferably 40 mol% or more.

(Fatty acid ester of polyalkylene glycol)
The fatty acid ester of polyalkylene glycol is a compound having a structure in which polyoxyethylene glycol, polyoxyethylene polyoxypropylene glycol, and a fatty acid are ester-bonded. The weight average molecular weight of the polyalkylene glycol is preferably from 100 to 1,000, more preferably from 150 to 800, and even more preferably from 200 to 700.

Polyalkylene glycol fatty acid esters include polyethylene glycol monolaurate, polyethylene glycol dilaurate, polyethylene glycol monooleate, polyethylene glycol dioleate, polyethylene glycol monostearate, polyethylene glycol distearate, polyethylene polypropylene glycol monolaurate, polyethylene Examples thereof include, but are not limited to, polypropylene glycol dilaurate, polyethylene polypropylene glycol monooleate, and polyethylene polypropylene glycol dioleate.

(Polyhydric alcohol fatty acid ester)
The polyhydric alcohol fatty acid ester is a compound having a structure in which a polyhydric alcohol and a fatty acid are ester-bonded, and is a compound excluding the smooth component (A).
Examples of the polyhydric alcohol include ethylene glycol, trimethylolpropane, pentaerythritol, erythritol, diethylene glycol, diglycerin, sorbitan, sorbitol, ditrimethylolpropane, and sucrose. Among these, ethylene glycol, glycerin, diglycerin, sorbitan, and sorbitol are preferable.

Examples of fatty acids include lauric acid, myristic acid, myristic acid, palmitic acid, palmitoleic acid, isocetyl stearic acid, isostearic acid, oleic acid, elaidic acid, linoleic acid, linolenic acid, tuberculostearic acid, isoicosanoic acid, gadoleic acid Eicosenoic acid, behenic acid, isodocosanoic acid, erucic acid, lignoceric acid and the like.

The polyhydric alcohol fatty acid ester has at least one or two or more hydroxyl groups.
The weight average molecular weight of the polyhydric alcohol fatty acid ester is preferably from 100 to 1,000, more preferably from 200 to 800, and even more preferably from 300 to 600.

Examples of fatty acid esters include glycerol monolaurate, glycerol dilaurate, glycerol monooleate, glycerol dioleate, sorbitan monooleate, sorbitan dioleate, sucrose monolaurate, and sucrose dilaurate. It is not limited to.

As the nonionic surfactant (D), from the viewpoint of improving heat resistance, it is preferable to use a purified product obtained by removing a catalyst or the like.

[Treatment agent for synthetic fibers]

The weight ratio of the smoothing component (A) to the non-volatile content of the treating agent is preferably 20 to 70% by weight, more preferably 30 to 65% by weight, further preferably 40 to 65% by weight, particularly 40 to 60% by weight. preferable. When the weight ratio is less than 20% by weight, fluff may increase due to lack of smoothness. On the other hand, when the weight ratio is more than 70% by weight, the convergence may be insufficient, or when emulsified, the emulsion stability may be poor and cannot be used.

The total weight ratio of the organic sulfonic acid compound (B1) and the organic sulfonic acid compound (B2) in the nonvolatile content of the treating agent is preferably 0.5 to 7% by weight, more preferably 1.0 to 7% by weight. 1.25 to 6% by weight is more preferable, and 1.5 to 6% by weight is particularly preferable. When the weight ratio is less than 0.5% by weight, roll dirt may not be reduced. On the other hand, when the weight ratio is more than 7% by weight, the friction increases and fluff may increase.

The weight ratio of the organic sulfonic acid compound (B1) in the nonvolatile content of the treating agent is preferably 0.25 to 6.93% by weight, more preferably 0.5 to 5.94% by weight, and 0.63 to 5. It is more preferably 94% by weight, particularly preferably 0.75 to 5.94% by weight.
The weight ratio of the organic sulfonic acid compound (B2) in the non-volatile content of the treating agent is preferably 0.005 to 3.5% by weight, more preferably 0.01 to 3.5% by weight, and 0.13 to 3. 0% by weight is more preferable, and 0.015 to 2.0% by weight is particularly preferable.

In the treating agent of the present invention, the weight ratio of sulfate ions (SO ₄ ²⁻ ) detected from the non-volatile content of the treating agent by ion chromatography is 300 ppm or less, and the weight ratio of chloride ions (Cl ⁻ ) is 300 ppm or less. It is preferable that By setting the sulfate ions and chlorine ions detected from the non-volatile content of the treatment agent to a predetermined weight ratio or less, fluff, yarn breakage, and roll contamination can be further reduced.
The method for analyzing sulfate ions and chloride ions by ion chromatography in the present invention is as described in the examples. Further, the non-volatile content in the present invention refers to an absolutely dry component when the treatment agent is heat-treated at 105 ° C. to remove the solvent and the like and reach a constant weight.

From the viewpoint of further exerting the effects of the present invention, the weight ratio of the sulfate ion is preferably 250 ppm or less, more preferably 200 ppm or less, and even more preferably 100 ppm or less. Similarly, the weight ratio of the chlorine ions is preferably 250 ppm or less, more preferably 200 pm or less, and even more preferably 100 ppm or less.

As described above, as a method for adjusting the weight ratio of sulfate ions and chloride ions, sodium sulfate and sodium chloride contained in the raw material containing the organic sulfonic acid compound (B1) and / or the organic sulfonic acid compound (B2) are reduced. Is possible.

When the treatment agent of the present invention contains an organic phosphate compound (C), the weight ratio of the organic phosphate compound (C) in the nonvolatile content of the treatment agent is preferably 0.05 to 10% by weight, The content is more preferably 08 to 8% by weight, and further preferably 0.1 to 7% by weight.

When the treatment agent of the present invention contains an organic phosphate ester compound (C), the weight ratio of phosphate ions (PO ₄ ³⁻ ) detected from the non-volatile content of the treatment agent by ion chromatography is 500 ppm or less. Is preferred. When the weight ratio of the phosphate ion is more than 500 ppm, it may fall off on the drawing roll and cause an increase in yarn breakage. The weight ratio of the phosphate ion is more preferably 400 ppm or less, further preferably 300 ppm or less, and particularly preferably 200 ppm or less. The phosphate ion (PO ₄ ³⁻ ) is sometimes simply referred to as phosphate ion.

As described above, as a method for adjusting the weight ratio of phosphate ions, the inorganic phosphoric acid and / or salt thereof contained in the raw material Z containing the organic phosphate compound (C) is reduced, or the amount of the raw material Z is blended. Or by using a filter aid such as diatomaceous earth as a treatment agent.

From the viewpoint of further exerting the effects of the present invention, sulfate ions (SO ₄ ²⁻ ), chlorine ions (Cl ⁻ ) and phosphate ions (PO ₄ ³⁻ ) detected from the non-volatile content of the treatment agent by ion chromatography. The total weight ratio is preferably 500 ppm or less, more preferably 300 ppm or less, further preferably 200 ppm or less, particularly preferably 150 ppm or less, and most preferably 100 ppm or less.

When the treatment agent of the present invention contains a nonionic surfactant (D), the weight ratio of the nonionic surfactant (D) in the nonvolatile content of the treatment agent is preferably 20 to 70% by weight, and preferably 25 to 65% by weight. More preferably, it is 30 to 65% by weight, further preferably 30 to 60% by weight.

(Other ingredients)
The treatment agent for synthetic fibers of the present invention is for emulsification of the treatment agent, assisting adhesion to the fiber, washing the treatment agent from the fiber with water, antistatic property to the fiber, lubricity, imparting convergence, etc. You may contain surfactant other than said organic sulfonic acid compound (B1), organic sulfonic acid compound (B2), organic phosphate ester compound (C), and nonionic surfactant (D). Examples of such surfactants include anionic surfactants such as fatty acid soaps; cationic surfactants such as alkylamine salts, alkylimidazolinium salts, and quaternary ammonium salts; amphoteric compounds such as lauryl dimethyl betaine and stearyl dimethyl betaine. Surfactant; dimethyl lauryl amine oxide etc. are mentioned. These surfactants can be used alone or in combination of two or more. The weight ratio of the surfactant to the non-volatile content of the treatment agent in the case of containing these surfactants is not particularly limited, but is preferably 0.01 to 15% by weight, more preferably 0.1 to 10% by weight. preferable. In addition, a surfactant here means a thing with a weight average molecular weight of less than 1000.

The synthetic fiber treating agent of the present invention may further contain an antioxidant in order to impart heat resistance. Examples of the antioxidant include known ones such as phenol, thio, and phosphite. One or more antioxidants can be used. The weight ratio of the antioxidant to the non-volatile content of the treatment agent in the case of containing the antioxidant is not particularly limited, but is preferably 0.1 to 5% by weight, and more preferably 0.1 to 3% by weight.

Further, the treating agent for synthetic fibers of the present invention may further contain a stock solution stabilizer (for example, water, ethylene glycol, propylene glycol). The weight ratio of the stock solution stabilizer in the treating agent is preferably 0.1 to 30% by weight, more preferably 1 to 20% by weight.

The treatment agent for synthetic fibers of the present invention may be composed of the above-mentioned components consisting only of a non-volatile content, may be composed of a non-volatile content and a stock solution stabilizer, and the non-volatile content is diluted with a low-viscosity mineral oil. It may be a water-based emulsion obtained by emulsifying nonvolatile components in water. When the treatment agent for synthetic fibers of the present invention is an aqueous emulsion in which nonvolatile components are emulsified in water, the concentration of nonvolatile components is preferably 5 to 35% by weight, more preferably 6 to 30% by weight. The viscosity of the treatment agent and the non-volatile content was diluted with a low viscosity mineral oil (30 ° C.), from the viewpoint of uniformly applied to the fiber material, preferably 3 ~ 120mm ² / s, more preferably 5 ~ 100mm ² / s.

The method for producing the treatment agent for synthetic fibers of the present invention is not particularly limited, and a known method can be employed. The treating agent for synthetic fiber is produced by adding and mixing the above-mentioned respective components constituting in any or specific order. Each component may be purified by removing the catalyst and the like from the viewpoint of improving heat resistance. In particular, the smoothing component (A) and the nonionic surfactant (D) used in the present invention may contain inorganic substances, and when the effects of the present invention are significantly reduced, the inorganic substances may be removed and purified. desirable. As a method of removing and purifying the inorganic substance, a known method can be used. For example, the smooth component (A) can be removed by filtration using diatomaceous earth, and the nonionic surfactant (D). If so, it can be purified by adsorption removal using an inorganic synthetic adsorbent.

[Method for producing synthetic fiber filament yarn and fiber structure]
The method for producing a synthetic fiber filament yarn of the present invention includes a step of applying the synthetic fiber treating agent of the present invention to a raw material synthetic fiber filament yarn. According to the manufacturing method of the invention, the occurrence of scum and yarn breakage can be reduced, and a synthetic fiber filament yarn excellent in yarn quality can be obtained. In addition, the raw material synthetic fiber filament yarn in this invention means the synthetic fiber filament yarn to which the processing agent is not provided.

There is no particular limitation on the step of applying the synthetic fiber treating agent, and a known method can be employed. Usually, a synthetic fiber treating agent is applied in the spinning process of the raw synthetic fiber filament yarn. After the treatment agent is applied, stretching and heat setting are performed by a heat roller, and the film is wound up. Thus, after providing a processing agent, when it has the process of heat-drawing, without being wound up once, the processing agent for synthetic fibers of this invention can be used conveniently. As an example of the temperature at the time of hot stretching, polyester and nylon are assumed to be 210 to 260 ° C. for industrial materials and 110 to 220 ° C. for clothing.

As described above, the synthetic fiber treatment agent applied to the raw material synthetic fiber filament yarn is a treatment agent consisting of only the non-volatile content, a treatment agent obtained by diluting the non-volatile content with low-viscosity mineral oil, or emulsifying the non-volatile content in water. And water-based emulsion treatment agents. Although it does not specifically limit as an application method, Guide oil supply, roller oil supply, dip oil supply, spray oil supply, etc. are mentioned. Among these, guide oil supply and roller oil supply are preferable because of easy management of the applied amount.

The non-volatile content of the synthetic fiber treatment agent is preferably 0.05 to 5% by weight, more preferably 0.1 to 3% by weight, and more preferably 0.1 to 2% by weight based on the raw synthetic fiber filament yarn. % Is more preferable. If it is less than 0.05% by weight, the effects of the present invention may not be exhibited. On the other hand, if it exceeds 5% by weight, the non-volatile content of the treatment agent tends to fall off the yarn path, the tar on the heat roller increases significantly, and may lead to fluff and yarn breakage.

(Raw material) Synthetic fiber filament yarns include synthetic fiber filament yarns such as polyester fiber, polyamide fiber, and polyolefin fiber. The treatment agent for synthetic fibers of the present invention is suitable for synthetic fibers such as polyester fibers, polyamide fibers, and polyolefin fibers. As the polyester fiber, polyester (PET) having ethylene terephthalate as a main constituent unit, polyester (PTT) having trimethylene ethylene terephthalate as a main constituent unit, polyester (PBT) having main constituent unit of butylene ethylene terephthalate, and lactic acid are mainly used. Examples thereof include polyester (PLA) as a structural unit, examples of polyamide fibers include nylon 6 and nylon 66, and examples of polyolefin fibers include polypropylene and polyethylene. There is no limitation in particular as a manufacturing method of a synthetic fiber filament yarn, A well-known method is employable.

(Fiber structure)
The fiber structure of the present invention includes the synthetic fiber filament yarn obtained by the production method of the present invention. Specifically, a woven fabric, a circular knitting machine, a warp knitting machine, or a woven fabric woven by a water jet loom, an air jet loom, or a rapier loom using the synthetic fiber filament yarn provided with the synthetic fiber treating agent of the present invention. Knitted by a weft knitting machine, cords and ropes obtained by twisting yarn. Examples of the use of the fiber structure include industrial materials such as tire cords, seat belts, airbags, fish nets, ropes, and clothing. There is no limitation in particular as a method of manufacturing a textile fabric and a knitted fabric, A well-known method is employable.

Hereinafter, the present invention will be described by way of examples . The present invention is not limited to the embodiments described herein. In the text and tables, “%” means “% by weight”. Examples 5, 10, 11, and 12 are referred to as Reference Examples 5, 10, 11, and 12, respectively.

[Examples 1 to 12, Comparative Examples 1 to 5]
The components described in Tables 1 and 2 were mixed and stirred until uniform to prepare a treatment agent. Using each of the prepared treatment agents, pin dirt accumulation, pin dirt wiping property, and tension fluctuation were evaluated by the following methods. In addition, sulfate ions (SO ₄ ²⁻ ), chlorine ions (Cl ⁻ ), and phosphate ions (PO ₄ ³⁻ ) were measured by the following method using the nonvolatile content of the treatment agent. The results are shown in Tables 1 and 2.

(Evaluation of pin accumulation, pin wiping, and tension fluctuation)
After the treatment agent prepared above was quantitatively applied to 1000 denier, 96-filament non-lubricated polyester filament by 20% by weight and passed through a roller heated to 150 ° C. with a running yarn friction measurement machine, the volatile matter was removed. The sample was brought into contact with a satin chrome pin heated to 250 ° C., and run for 4 hours at an initial tension of 500 g and a running speed of 2 m / min. The degree of pin dirt accumulation, pin dirt wiping property, and tension fluctuation were evaluated. In addition, in order to perform stricter evaluation, 20 weight% of processing agents were provided.

The degree of pin accumulation was evaluated according to the following criteria.
◎: Dirt is hardly recognized ○: Dirt is slightly recognized x: Dirt is clearly accumulated

The tension fluctuation value was calculated by the following formula.
Tension fluctuation value (g) = tension after running the yarn for 4 hours (g)-initial tension (g)
Further, tension fluctuation was evaluated from the tension fluctuation value according to the following criteria.
A: 0 g to less than 30 g ○: 30 g or more and less than 50 g x: 50 g or more

The pin wipeability was evaluated by the following method.
The dirt generated on the chrome pin at the time of pear was wiped off by immersing a solution of sodium hydroxide in water and glycerin into gauze. The wiping property was evaluated by the number of times required for wiping.
◎: Can be wiped off by wiping less than 5 times ○: Can be wiped by wiping 5 times or more and less than 20 times ×: Cannot be wiped by wiping 20 times or more

(Measurement method of sulfate ion (SO ₄ ²⁻ ), chlorine ion (Cl ⁻ ), phosphate ion (PO ₄ ³⁻ ))
Weigh accurately 5 g of the sample (nonvolatile content of the treatment agent) and add 95 g of ultrapure water little by little while stirring to prepare an aqueous solution, which is brought to a constant volume in a 100 ml volumetric flask. 2 ml of the prepared aqueous solution is passed through an ODS (a silica gel having an octadecyl group chemically bonded) pretreatment cartridge, and the liquid from which lipophilic substances have been removed is subjected to ion chromatography analysis. Detection was carried out under the following ion chromatographic conditions. The detection amount was measured by the peak area ratio with respect to a standard solution with a known concentration, and the amounts of sulfate ion (SO ₄ ²⁻ ), phosphate ion (PO ₄ ³⁻ ), and chlorine ion (Cl ⁻ ) were converted. The limit of quantification was 0.6 ppm or less for sulfate ion (SO ₄ ²⁻ ), 1.0 ppm or less for chlorine ion (Cl ⁻ ), and 0.3 ppm or less for phosphate ion (PO ₄ ³⁻ ). * In Tables 2 and 3 indicates below the limit of quantification.
<Ion chromatographic conditions>
Apparatus: Analytical column using ICS-1500 suppressor manufactured by Dionex: Dionex IonPac AS14 Inner diameter 4.0 mm × length 50 mm
Guard column: Dionex IonPac AG14 ID 4.0 mm x length 250 mm
Eluent: 3.5 mmol Na ₂ CO ₃ , 1.0 mmol NaHCO ₃
Flow rate: 1.5ml / min

In addition, the number of the non volatile matter composition of the processing agent of Table 1, 2 shows the weight ratio of each component (the raw material Z is the non volatile matter) which occupies for the non volatile matter of a processing agent. Moreover, the detail of the processing agent component of Tables 1 and 2 is shown below.
<Smooth component (A)>
A-1: Palm olein (ester of glycerin and C12-18 linear fatty acid)
A-2: Trimethylolpropane Tripalm nuclear fatty acid (C12-18 linear fatty acid) ester A-3: Glycerin trioleate A-4: 2-ethylhexyl alcohol Stearate ester A-5: Diisocetyl thiodipropionate A-6 : Dioleyl thiodipropionate <Organic sulfonic acid compound (B1), (B2)>
B1-1: Compound (mixture) in which the value of a + b is 10 to 14 and M is Na in the general formula (1)
B1-2: Compound (mixture) in which the value of a + b is 9 to 13 and M is Na in the general formula (1)
B2-1: A compound (mixture) in which the value of c + d + e is 8 to 12 and M is Na in the general formula (2)
B2-2: Compound (mixture) in which the value of c + d + e is 7 to 11 and M is Na in the general formula (2)

<Nonionic surfactant (D)>
D-1: Nonionic surfactant with 20 mol of EO added to 1 mol of hardened castor oil D-2: Esterified product of ether type nonionic activator added with 25 mol of EO to 1 mol of hardened castor oil and 3 mol of stearic acid D-3: Hardened castor oil Esterified product of ether type nonionic activator added with 20 mol of EO in 1 mol and 3 mol of oleic acid D-4: Esterified product of polyethylene glycol (molecular weight 600) and 2 mol of oleic acid D-5: polyethylene glycol (molecular weight 200) D-6: Ether type nonionic surfactant D-7: sorbitan monooleate D-8: hardened castor oil ether and maleic acid condensate obtained by adding 7 mol of EO to 1 mol of lauryl alcohol Oleate <Other surfactant>
E-1: POE (10) stearyl amino ether E-2: POE (3) lauryl amino ether E-3: dioctyl sulfosuccinate Na salt E-4: oleic acid K salt

[Preparation of raw materials Z-1 to Z-6 containing organophosphate compound (C)]
(Preparation of raw material Z-1)
820 parts of isocetyl alcohol was charged into a reaction vessel, and 180 parts of diphosphorus pentoxide were added little by little while stirring at 60 ± 5 ° C. while stirring. Thereafter, aging was performed at 75 ± 5 ° C. for 3 hours to prepare a raw material Z-1 containing an organic phosphate compound (C) having a nonvolatile content of 100% by weight.
The P nuclear integral ratios of the organic phosphate compounds (C1), (C2), (C3), (C4) and inorganic phosphoric acid are 33.05%, 29.81%, 33.82%, 2.76%, respectively. 0.56%.

(Preparation of raw material Z-2)
A reaction vessel was charged with 800 parts of C11-15 alcohol, and 200 parts of diphosphorus pentoxide at 60 ± 5 ° C. were added little by little while stirring while paying attention to the reaction temperature. Thereafter, the mixture was aged at 75 ± 5 ° C. for 3 hours to prepare a raw material Z-2 containing an organic phosphate compound (C).
The P nuclear integral ratios of the organic phosphate compounds (C1), (C2), (C3), (C4) and inorganic phosphoric acid are 44.23%, 40.31%, 13.79%, and 1.09%, respectively. 0.58%.

(Preparation of raw material Z-3)
To 997 parts of the raw material Z-2 prepared above, 3 parts of ion-exchanged water was added and subjected to a hydrolysis treatment at 90 ° C. for 3 hours. Thereafter, dehydration treatment was performed at 115 ° C. for 3 hours to prepare a raw material Z-3 containing an organic phosphate compound (C).
The P nuclear integral ratios of the organic phosphate compounds (C1), (C2), (C3), (C4) and inorganic phosphoric acid are 56.72%, 40.49%, 0.00%, 0.00%, respectively. It was 2.78%.

(Preparation of raw material Z-4)
In a reaction vessel, 600 parts of oleyl alcohol were charged, and 110 parts of diphosphorus pentoxide were added little by little while stirring at 70 ± 5 ° C. while stirring. Thereafter, aging was carried out at 75 ± 5 ° C. for 3 hours to prepare a raw material Z-4 containing an organophosphate compound (C).
The P nuclear integral ratios of the organic phosphate compounds (C1), (C2), (C3), (C4) and inorganic phosphoric acid are 57.65%, 35.26%, 4.57%, 0.44%, respectively. 2.07%.

(Preparation of raw material Z-5)
In a reaction vessel, 600 parts of oleyl alcohol were charged, and 110 parts of diphosphorus pentoxide were added little by little while stirring at 70 ± 5 ° C. while stirring. Thereafter, the mixture was aged at 70 ± 5 ° C. for 3 hours. Next, 15 parts of ion-exchanged water is added, and a water treatment is performed at 90 ° C. for 3 hours. Next, 200 parts of dibutylethanolamine is gradually added to neutralize, and a raw material containing an organophosphate compound (C) Z-5 was prepared.
The P nuclear integral ratios of the organic phosphate compounds (C1), (C2), (C3), (C4) and inorganic phosphoric acid are 55.18%, 35.38%, 2.43%, 0.00%, respectively. 7.01%.

(Preparation of raw material Z-6)
To 970 parts of the raw material Z-1 prepared above, 30 parts of ion-exchanged water was added and subjected to a hydrolysis treatment at 90 ° C. for 3 hours. Thereafter, dehydration treatment was performed at 115 ° C. for 3 hours to prepare a raw material Z-3 containing an organic phosphate compound (C).
The P nuclear integral ratios of the organic phosphate compounds (C1), (C2), (C3), (C4) and inorganic phosphoric acid are 65.43%, 31.74%, 0.00%, 0.00%, respectively. It was 2.83%.

The P nuclear integral ratio of the organic phosphate ester compounds (C1), (C2), (C3), (C4) and inorganic phosphoric acid was calculated by the following method using ³¹ P-NMR.
About 30 mg of the non-volatile content of the measurement sample was weighed into an NMR sample tube having a diameter of 5 mm, dissolved by adding about 0.5 ml of heavy water (D ₂ O) as a deuterated solvent, and ³¹ P-NMR measurement apparatus (BRUKER) (AVANCE400, 162 MHz)

As can be seen from Tables 2 and 3, since the organic sulfonic acid compound (B1) and the organic sulfonic acid compound (B2) are used in the examples, there is almost no accumulation of dirt on the pins, and the wiping property is very good. . That is, the roll dirt at the time of manufacturing a synthetic fiber can be reduced, the cleaning interval of a roll can be lengthened, and the frequency | count of cleaning can be decreased. Further, the tension fluctuation value is also extremely small, and it can be seen that fluff and yarn breakage can be dramatically reduced.
On the other hand, in the comparative example, since the organic sulfonic acid compound (B1) and the organic sulfonic acid compound (B2) are not used as the treating agent, there is much accumulation of pin dirt and the wiping property is inferior. Moreover, it can be seen that the tension fluctuation value is extremely large, and fluff and yarn breakage frequently occur.

The synthetic fiber treatment agent of the present invention is suitable for synthetic fiber filament yarns used for industrial materials such as tarpaulins, tire cords, seat belts, airbags, fish nets, ropes, slings, and clothing such as woven fabrics and knitted fabrics. .

Claims

A treating agent for synthetic fibers comprising a smooth component (A), an organic sulfonic acid compound (B1) represented by the following general formula (1) and an organic sulfonic acid compound (B2) represented by the following general formula (2),
Furthermore, an organophosphate compound (C) is included,
The weight ratio of the organic phosphate ester compound (C) to the nonvolatile content of the treating agent is 0.05 to 10% by weight,
The weight ratio of phosphate ions (PO 4 3− ) detected from the non-volatile content of the treatment agent by ion chromatography is 300 ppm or less,
Treatment agent for synthetic fibers.

(In the formula (1), a and b are integers of 0 or more and are integers satisfying a + b = 5 to 17. M is a hydrogen atom, an alkali metal, an ammonium group or an organic amine group.)

(In the formula (2), c, d and e are integers of 0 or more and satisfy the condition of c + d + e = 4 to 16. M is a hydrogen atom, an alkali metal, an ammonium group or an organic amine group. )
The treatment agent according to claim 1, wherein the weight ratio of the smoothing component (A) to the nonvolatile content of the treatment agent is 20 to 70% by weight.
3. The treating agent according to claim 1, wherein a weight ratio (B1 / B2) of the organic sulfonic acid compound (B1) to the organic sulfonic acid compound (B2) is 50/50 to 99/1.
The total weight proportion of the organic sulfonic acid compound (B1) and the organic sulfonic acid compound (B2) in the nonvolatile content of the treating agent is 0.1 to 12% by weight. The processing agent as described.
The organic phosphoric acid ester compound (C) is at least one selected from a compound represented by the following general formula (4) and a compound represented by the following general formula (5). The processing agent as described.

(In Formula (4), R 3 is a hydrocarbon group having 6 to 24 carbon atoms, A 1 O is an oxyalkylene group having 2 to 4 carbon atoms, and m is an integer of 0 to 15). Is an integer of 1 to 2. M 1 is a hydrogen atom, an alkali metal, an ammonium group or an organic amine group.)

(In the formula (5), R 3 is a hydrocarbon group having 6 to 24 carbon atoms, A 1 O is an oxyalkylene group having 2 to 4 carbon atoms, and m is an integer of 0 to 15.) 1 is a hydrogen atom, an alkali metal, an ammonium group or an organic amine group, Q 1 is M 1 or R 3 O (A 1 O) m , and Y is 1 or 2.
The treatment agent according to any one of claims 1 to 5, further comprising a nonionic surfactant (D).
A synthetic fiber filament yarn in which the treating agent according to any one of claims 1 to 6 is applied to a raw material synthetic fiber filament yarn.
A method for producing a synthetic fiber filament yarn, comprising a step of applying the treatment agent according to any one of claims 1 to 6 to a raw material synthetic fiber filament yarn.
A fiber structure comprising the synthetic fiber filament yarn according to claim 7 and / or the synthetic fiber filament yarn obtained by the production method according to claim 8.