TW201610262A - Treating agent for synthetic fiber and use thereof - Google Patents

Abstract

An objective of this invention is to provide a treating agent for synthetic fiber capable of reducing roller contamination and excellent in thermal resistance during synthetic-fiber manufacturing. The treating agent for synthetic fiber in this invention contains a smoothing component (A) and an organic sulfonic acid compound (B) represented by the following general formula (1), wherein, a weight ratio of non-volatile component in the organic sulfonic acid compound (B) is 1.25 to 12 weight %, a weight ratio of sulfate ion (SO4<SP>2-</SP>) detected from the non-volatile component of the treating agent by ion chromatography is 200 ppm or less, a weight ratio of chlorine ion (Cl<SP>-</SP>) is 200 ppm or less. In formula (1), a and b is an integer of 0 or more and a+b= an integer of 5 to 17, M is hydrogen atom, alkali metal ammonium group or organic amine group.

Description

Synthetic fiber treatment agent and its utilization

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

Fibers treated with a fiber oil agent have been temporarily crimped and used in the stretching step, but recently, a method of shortening this step to directly apply an oiling yarn to the stretching step has been employed.

In this method, in the stretching step, if a problem such as yarn breakage occurs, a large amount of fiber loss is caused, and therefore, it is necessary to avoid the occurrence of a problem in the stretching step as much as possible. The cause of the problem is fiber damage such as yarn breakage, and in order to prevent this problem, a treatment agent for synthetic fibers excellent in lubricity and heat resistance is required.

In addition, attempts have been made to increase the fiber strength, to improve the physical properties of the low shrinkage rate, to improve the productivity of the end of production, and to improve the productivity of the machine, and to increase the pile and the yarn breakage due to the roll contamination that has not been a problem so far. The problem. Therefore, it is pointed out that in order to keep the roller in a clean state, the cleaning room of the roller is required. The interval is shortened, the number of cleanings is increased, and productivity is lowered.

In order to solve this problem, Patent Document 1 proposes a treatment agent for synthetic fibers in which a phosphate ester anionic surfactant and a sulfonate anion surfactant are used in combination. However, when the treating agent is used in the form of a spindle, there are disadvantages in that heat resistance and lubricity are insufficient, and oil component or the like after thermal deterioration is accumulated in the stretching roll to increase the frictional time, and is generated in the stretching step. Broken yarn and deteriorated fiber quality.

Further, Patent Document 1 proposes a treatment agent in which a specific ester and an antioxidant are used in combination with the above anionic surfactant. However, even with such a treatment agent, heat resistance which satisfies strict yarn making conditions cannot be obtained.

Further, in order to solve the above problems, Patent Document 2 proposes a treatment in which 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, or a hindered phenol antioxidant is used. Agent. However, in order to improve the productivity of high-strength, low-shrinkage, and high-speed, there has been no problem of fluff and yarn breakage caused by roll contamination, and even if the treatment agent is used, it cannot be improved. Further, when the antioxidant described in Patent Document 2 is used, there is a disadvantage that the fibers gradually become colored during storage of the fibers.

Therefore, it is desired to obtain a treatment agent capable of suppressing a decrease in productivity due to a shortened cleaning interval of the rolls and an increase in the number of cleanings, and excellent heat resistance.

[Previous Technical Literature] [Patent Literature]

[Patent Document 1] Japanese Laid-Open Patent Publication No. 59-211680

[Patent Document 2] Japanese Patent Laid-Open No. Hei 8-120563

An object of the present invention is to provide a treatment agent for synthetic fibers which can be used in the production of a synthetic resin, which can reduce roll contamination and has excellent heat resistance, a method for producing a synthetic fiber filament yarn using the treatment agent, and a method for producing the same. A fiber structure of the obtained synthetic fiber filament yarn.

As a result of intensive studies, the inventors have found that: 1) a large amount of sodium sulfate and sodium chloride are contained in a raw material containing an organic sulfonic acid compound represented by the general formula (1); 2) sulfuric acid contained in the treating agent Sodium or sodium chloride will fall off during the spinning and accumulate on the stretching rolls, causing an increase in broken yarn breakage, and accelerating the accumulation of tar on the rolls subjected to hot stretching, causing roll contamination. Therefore, 3) by setting the sulfate ion (SO ₄ ^2- ) and the chloride ion (Cl ⁻ ) detected from the nonvolatile component of the treatment agent to a predetermined ratio or less, the roll contamination can be drastically reduced, thereby The present invention has been completed.

In other words, the treating agent for synthetic fibers of the present invention contains the smoothing component (A) and the organic sulfonic acid compound (B) represented by the following general formula (1), and the organic sulfonic acid compound (B) is in the treating agent. The weight ratio of the non-volatile component is 1.25 to 12% by weight, and the weight ratio of sulfate ion (SO ₄ ^2- ) detected from the nonvolatile matter of the treating agent by ion chromatography is 200 ppm or less, chloride ion The weight ratio of (Cl ^- ) is 200 ppm or less.

(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).

The weight ratio of the smoothing component (A) to the treating agent is preferably from 20 to 70% by weight.

The weight ratio of the organic sulfonic acid compound (B) to the nonvolatile matter of the treating agent is preferably 1.25 to 7% by weight.

The treatment agent of the present invention further contains the organic phosphate compound (C), and the weight ratio of the phosphate ion (PO ₄ ^3- ) detected from the nonvolatile matter of the treatment agent by ion chromatography is preferably 500 ppm or less. .

The weight ratio of the above organophosphate compound (C) to the nonvolatile content of the treating agent is preferably from 0.05 to 5% by weight.

The organophosphate compound (C) is at least one selected from the group consisting of a compound represented by the following formula (2) and a compound represented by the following formula (3).

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

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

It is preferred that the treating agent of the present invention further contains a nonionic surfactant (D).

The weight ratio of the nonionic surfactant (D) to the nonvolatile component of the treating agent is preferably from 20 to 70% by weight.

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

The method for producing the synthetic fiber filament yarn of the present invention is The step of imparting the above treating agent to the raw material synthetic fiber filament yarn.

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

When the treating agent for synthetic fibers of the present invention is used, roll contamination at the time of producing synthetic fibers can be reduced, and heat resistance is excellent. As a result, the cleaning interval of the growth rolls can reduce the number of times of cleaning, and the productivity of synthetic fibers can be improved.

According to the production method of the present invention, it is possible to reduce the occurrence of scum or yarn breakage, and it is possible to obtain a synthetic fiber filament yarn excellent in yarn quality. The fiber structure of the present invention is excellent in quality.

The treating agent for synthetic fibers of the present invention contains the smoothing component (A) and the organic sulfonic acid compound (B) represented by the above formula (1), and the sulfuric acid detected from the nonvolatile matter of the treating agent by ion chromatography. The root ion and the chloride ion are below a predetermined concentration. The details will be described below.

[Smoothing component (A)]

The smoothing component (A) is an essential component of the treating agent of the present invention. Examples of the smoothing component (A) include: 1) an ester compound having an ester bond structure formed by an aliphatic monohydric alcohol and a fatty acid (A1), and 2) an ester compound having an ester bond structure formed by an aliphatic polyol and a fatty acid. (A2), 3) have an aliphatic one dollar An ester bond structure ester compound (A3) formed by an alcohol and an aliphatic polycarboxylic acid, 4) an aromatic ester compound (A4) having an aromatic ring in the molecule, 5) a sulfur-containing ester compound (A5), 6) mineral Oil (A6) or the like is generally used as a known smoothing component of a synthetic fiber treating agent. One or two or more kinds of the smoothing component (A) can be used.

1) ester compound (A1)

The ester compound (A1) is a compound having an ester bond structure formed between an aliphatic monohydric alcohol and a fatty acid (aliphatic monocarboxylic acid), and is a compound having no polyoxyalkylene group in the molecule. One type or two types of ester compounds (A1) can be used.

The ester compound (A1) is preferably a compound represented by the following formula (4).

R ² -COO-R ³    (4)

(wherein R ² represents an alkyl group or an alkenyl group having 4 to 24 carbon atoms, and R ³ represents an alkyl group or an alkenyl group having 6 to 24 carbon atoms.)

The number of carbon atoms of R ² is preferably from 6 to 22, more preferably from 8 to 20, still more preferably from 10 to 18. When the number of carbon atoms is less than 4, the oil film is weakened, so that the pile may be increased. On the other hand, when the number of carbon atoms exceeds 24, the friction between the fiber metals is increased, and the pile may be increased. R ² may be either an alkyl group or an alkenyl group, but is preferably an alkyl group from the viewpoint of excellent heat resistance.

The carbon number of R ³ is preferably from 6 to 22, more preferably from 8 to 20, still more preferably from 10 to 18. When the number of carbon atoms is less than 6, the oil film becomes weak, and thus it is possible to cause an increase in fluff. On the other hand, when the number of carbon atoms exceeds 24, the friction between the fiber metals is increased, and the pile may be increased. R ³ may be either an alkyl group or an alkenyl group, but is preferably an alkenyl group from the viewpoint of high oil film strength and difficulty in generating fluff.

The ester compound (A1) is not particularly limited, and examples thereof include 2-mercaptotetradecylsuccinate, 2-mercaptotetradecyl oleate, and 2-octyldodecyl hard. Fatty acid ester, isooctyl palmitate, isooctyl stearate, butyl palmitate, butyl stearate, butyl oleate, isooctyl oleate, lauryl oleate , isotridecyl stearate, cetyl stearate, isostearyl oleate, oleyl octylate, oleyl laurate, oleyl palmitate, stearic acid Base ester, oleic acid oleyl ester, and the like. Among these, 2-mercaptotetradecyl oleate, 2-octyldodecyl stearate, isooctyl palmitate, isooctyl stearate, oleic acid are preferred. Lauryl ester, isotridecyl stearate, cetyl stearate, isostearyl oleate, oleyl oleate.

The ester compound (A1) can be synthesized 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 an ester bond structure formed of an aliphatic polyol and a fatty acid (aliphatic monocarboxylic acid), and is a compound having no polyoxyalkylene group in the molecule. The ester compound (A2) may be used alone or in combination of two or more.

The aliphatic polyol constituting the ester compound (A2) is only The binary or more is not particularly limited, and one type or two or more types can be used. The polyol is preferably ternary or more, more preferably ternary to quaternary, and still more preferably ternary from the viewpoint of oil film strength.

Examples of the aliphatic polyhydric alcohol include ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol, tripropylene glycol, 1,2-butanediol, and 1,3-butylene glycol. , 4-butanediol, 2-methyl-1,3-propanediol, 1,5-pentanediol, 1,6-hexanediol, neopentyl glycol, cyclohexanediol, cyclohexanedimethanol, Glycerin, trimethylolpropane, neopentyl alcohol, erythritol, diglycerin, sorbitan, sorbitol, ditrimethylolpropane, dipentaerythritol, triglycerin, tetraglycerol , sucrose, etc. Among them, preferred are glycerin, trimethylolpropane, neopentyl alcohol, erythritol, diglycerin, sorbitan, sorbitol, ditrimethylolpropane, dipentaerythritol, sucrose, and more. Preferably, it is glycerin, trimethylolpropane, neopentyl alcohol, erythritol, diglycerin, sorbitan, and further preferably glycerin or trimethylolpropane.

The fatty acid constituting the ester compound (A2) may be saturated or unsaturated. The number of the unsaturated bonds is not particularly limited. However, when three or more are used, oxidation causes deterioration and the treatment agent is thickened, and the lubricity is impaired. Therefore, it is preferably one or two. The number of carbon atoms of the fatty acid is preferably from 8 to 24, more preferably from 10 to 20, still more preferably from 12 to 18, from the viewpoint of achieving both oil film strength and lubricity. One or two or more kinds of the fatty acids may be used, and saturated fatty acids and unsaturated fatty acids may be used in combination.

Examples of the fatty acid include butyric acid, crotonic acid, valeric acid, caproic acid, heptanoic acid, caprylic acid, capric acid, capric acid, lauric acid, myristic acid, myristic acid, pentadecanoic acid, palmitic acid, Palmitoleic acid Acid, heptadecanoic acid, stearic acid, isostearic acid, oleic acid, trans oleic acid, isooleic acid, linoleic acid, linolenic acid, tuberculous stearic acid, arachidic acid, isoicosanoic acid, hydrazine Gadoleic acid, eicosenoic acid, behenic acid, isodocesic acid, sinapic acid, tetracosanoic acid, isotetradecanoic acid, nervonic acid, wax Acid, montanic acid, bee-acid, etc.

Among these, octanoic acid, citric acid, citric acid, lauric acid, myristic acid, myristic acid, pentadecanoic acid, palmitic acid, palmitoleic acid, isoctanic acid, heptadecanoic acid, Stearic acid, isostearic acid, oleic acid, trans-oleic acid, isooleic acid, linoleic acid, linolenic acid, tuberculous stearic acid, arachidic acid, isoicosanoic acid, oleic acid, eicosenoic acid , behenic acid, iso-docosanoic acid, succinic acid, tetracosanoic acid, iso-tetradecanoic acid, nervonic acid, more preferably citric acid, lauric acid, myristic acid, nutmeg oleic acid , pentadecanoic acid, palmitic acid, palmitoleic acid, isocetic acid, heptadecanoic acid, stearic acid, isostearic acid, oleic acid, trans-oleic acid, isooleic acid, linoleic acid, linolenic acid , tuberculous stearic acid, arachidic acid, isoicosanoic acid, oleic acid, eicosa acid, further preferably lauric acid, myristic acid, myristic acid, pentadecanoic acid, palmitic acid, palm oil Acid, isocetic acid, heptadecanoic acid, stearic acid, isostearic acid, oleic acid, trans oleic acid, isooleic acid, linoleic acid, linolenic acid.

The ester compound (A2) is a compound having two or more ester bonds in the molecule, but from the viewpoint of yarn-making property, a compound having three or more ester bonds in the molecule is preferable, and more preferably three in the molecule. Ester-bonded compound.

The iodine value of the ester compound (A2) is not particularly limited.

The weight average molecular weight of the ester compound (A2) is preferably 300. It is preferably 1200, more preferably 300 to 1000, still more preferably 500 to 1000. When the weight average molecular weight is less than 300, there is a case where the oil film strength is insufficient, the pile is increased, or the smoke at the time of heat treatment is increased. On the other hand, when the weight average molecular weight exceeds 1200, not only the smoothness is insufficient, but also the pile is excessively generated, and high-quality fibers cannot be obtained, and the quality of the weaving or weaving step may be deteriorated. Further, the weight average molecular weight of the present invention is a gel permeation chromatography apparatus HLC-8220GPC manufactured by Tosoh Co., Ltd., and is injected into a separation column KF-402HQ manufactured by Showa Electric Co., Ltd. at a sample concentration of 3 mg/cc. KF-403HQ was calculated by the peak of the spectrum measured by the differential refractive index detector.

Examples of the ester compound (A2) include trimethylolpropane trioctanoate, trimethylolpropane tridecanoate, trimethylolpropane trilaurate, and trimethylolpropane trioleate. Ester, trimethylolpropane (laurate, myristate, palmitate), trimethylolpropane (laurate, myristate, oleate), trimethylolpropane (three palms) Kernel fatty acid ester), trimethylolpropane (tri-cocoyl fatty acid ester), trimethylolpropane dioctanoate, trimethylolpropane didecanoate, trimethylolpropane dilaurate, Trimethylolpropane dioleate, trimethylolpropane (laurate, myristate), trimethylolpropane (laurate, oleate), trimethylolpropane (myristic acid) Ester, oleate), trimethylolpropane (dipalmitate fatty acid ester), trimethylolpropane (di-cocoate fatty acid ester), coconut oil, rapeseed oil, palm oil, glycerol trilaurate , glycerol trioleate, glyceryl tristearate, glycerol dioleate, glycerol monolaurate, diglycerin dioleate, sorbitan trioleate, dehydration Sorbitol (laurate, meat) Myristate, oleate), sorbitan dilaurate, sorbitan monooleate, pentaerythritol tetraoctanoate, pentaerythritol tetradecanoate, neopentyl alcohol Laurate, erythritol tetralaurate, pentaerythritol (tetrapalin fatty acid ester), neopentyl alcohol (tetracoconate fatty acid ester), erythritol trioleate, erythritol II Palmitate, 1,6-hexanediol dioleate, and the like.

As the ester compound (A2), those obtained by a known method can be used by using a commercially available fatty acid and an aliphatic polyol. Further, a natural ester obtained from a natural fruit, a seed, or a flower may be used as it is, or a natural ester which satisfies the structure of the ester compound (A2) may be used as it is, or a natural ester may be purified by a known method as needed, or may be used. The ester obtained by separating and re-refining the purified ester by a difference in melting point by a known method. Further, an ester obtained by transesterification of two or more kinds of natural esters (greases) may also be used.

3) ester compound (A3)

The ester compound (A3) is a compound having an ester bond structure formed between an aliphatic monohydric alcohol and an aliphatic polycarboxylic acid, and is a compound having no polyoxyalkylene group in the molecule. The ester compound (A3) may be used alone or in combination of two or more.

The aliphatic monohydric alcohol constituting the ester compound (A3) is not particularly limited, and one type or two or more types can be used. Aliphatic monohydric alcohols can be saturated or unsaturated. The number of the unsaturated bonds is not particularly limited. However, when there are two or more, oxidation is caused to cause deterioration and the treatment agent is thickened, and the lubricity is impaired. Therefore, it is preferably one. The number of carbon atoms of the aliphatic monohydric alcohol is preferably from 8 to 24, more preferably from the viewpoint of smoothness and oil film strength. Further from 14 to 24, further preferably from 18 to 22. The aliphatic monohydric alcohol may be used singly or in combination of two or more kinds, and a saturated fatty acid monohydric alcohol and an unsaturated aliphatic monohydric alcohol may be used in combination.

Examples of the aliphatic monohydric alcohol include octanol, isooctyl alcohol, lauryl alcohol, myristyl alcohol, myristyl alcohol, cetyl alcohol, isocetyl alcohol, palmitol alcohol, stearyl alcohol, and isostearyl alcohol. , oleyl alcohol, trans oleyl alcohol, isooleyl alcohol, eucalyptol, arachidyl alcohol, isostearyl alcohol, eicosenoyl alcohol, behenyl alcohol, iso-docosanol, sucrose Alcohol, tetracosyl alcohol, isotetracosyl alcohol, nerol, wax alcohol, montanol, beemel, and the like. Among them, preferred are octanol, isooctanol, lauryl alcohol, myristyl alcohol, myristyl alcohol, cetyl alcohol, isocetyl alcohol, palmitol alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, and anti Oleohydrin, isooleyl alcohol, eucalyptol, arachidyl alcohol, isostearyl alcohol, eicosyl alcohol, behenyl alcohol, iso-docosanol, sincanol, tetracosyl alcohol, iso Tetracatanol, nervitol, more preferably myristyl oleyl alcohol, palmitol, oleyl alcohol, oleyl alcohol, isooleyl alcohol, eicosyl alcohol, docosa alcohol, sinapyl alcohol, neurool, further More preferred are oleyl alcohol, trans oleyl alcohol, isooleyl alcohol, eucalyptol, eicosyl alcohol, and sinapyl alcohol.

The aliphatic polyvalent carboxylic acid constituting the ester (A3) is not particularly limited as long as it is two or more, and one type or two or more types can be used. The aliphatic polycarboxylic acid used in the present invention does not include a sulfur-containing polycarboxylic acid such as thiodipropionic acid. The valence of the aliphatic polycarboxylic acid is preferably binary. Also, it is preferred that the hydroxyl group is not contained in the molecule.

Examples of the aliphatic polybasic carboxylic acid include citric acid, isocitric acid, malic acid, aconitic acid, oxalic acid, oxalic acid, and succinic acid. Peric acid, fumaric acid, maleic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, and the like. Among them, preferred aconitic acid, oxalic acid, oxalic acid, succinic acid, fumaric acid, maleic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, azelaic acid, Good is fumaric acid, maleic acid, adipic acid, pimelic acid, suberic acid, azelaic acid, azelaic acid.

Examples of the ester compound (A3) include dioctyl adipate, dilauryl adipate, dioleyl adipate, diiso-cepyl adipate, dioctyl sebacate, and bismuth. Dilauryl acid ester, dioleic acid sebacate, diiso-cetyl sebacate, and the like.

The ester compound (A3) is a compound having two or more ester bonds in the molecule. The iodine value of the ester compound (A3) is not particularly limited.

The weight average molecular weight of the ester compound (A3) is preferably from 500 to 1,000, more preferably from 500 to 800, still more preferably from 500 to 700. When the weight average molecular weight is less than 500, there is a case where the oil film strength is insufficient, the pile is increased, or the smoke at the time of heat treatment is increased. On the other hand, when the weight average molecular weight exceeds 1,000, the melting point is increased to cause scum generation in the weaving or weaving step, and the quality may be deteriorated.

The ester compound (A3) can be obtained by a known method using a commercially available aliphatic monohydric alcohol and an aliphatic polycarboxylic 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 an ester bond structure formed of an aromatic carboxylic acid and an alcohol, and an aromatic alcohol and a carboxy group are mentioned. An ester compound (A4-2) having an ester bond structure formed by an acid. Further, the aromatic ester compound (A4) is a compound which does not have a polyoxyalkylene group in the molecule. One type or two or more types of the aromatic ester compound (A4) can be used.

The aromatic carboxylic acid constituting the ester compound (A4-1) may be a monocarboxylic acid or a polycarboxylic acid. One type or two or more types can also be used.

Examples of the aromatic carboxylic acid include benzoic acid, toluic acid, naphthoic acid, phthalic acid, isophthalic acid, terephthalic acid, salicylic acid, gallic acid, mellitic acid, and cinnamic acid. Trimellitic acid, pyromellitic acid, and the like. Among them, trimellitic acid, phthalic acid, isophthalic acid, and terephthalic acid are preferred, and trimellitic acid is more preferred.

The alcohol constituting the ester compound (A4-1) may be a monohydric alcohol or a polyhydric alcohol. Further, it may be any of an aliphatic alcohol, an alicyclic alcohol, and an aromatic alcohol. One type or two or more types may be used for the monohydric alcohol. Among them, a monohydric alcohol is preferred, and an aliphatic monohydric alcohol is preferred.

Examples of the monohydric alcohol include alkyl benzene alcohol, dialkyl benzyl alcohol, octanol, isooctanol, lauryl alcohol, myristyl alcohol, myristyl alcohol, cetyl alcohol, isocetyl alcohol, palmitol alcohol, Stearyl alcohol, isostearyl alcohol, oleyl alcohol, oleyl alcohol, isooleyl alcohol, eucalyptol, arachidyl alcohol, isostearyl alcohol, eicosyl alcohol, behenyl alcohol, iso-docosanol , sinapyl alcohol, tetracosyl alcohol, iso-tetracosyl alcohol, nerol, wax alcohol, montanol, bee algaol, and the like.

The polyhydric alcohol may, for example, be an aliphatic polyhydric alcohol described in the ester compound (A2) or an aromatic polyhydric alcohol described in the ester compound (A4-2).

The aromatic alcohol constituting the ester compound (A4-2) may be used alone or in combination of two or more. As the aromatic alcohol, an aromatic polyol is preferred. More preferably, it is an aromatic triol.

Examples of the aromatic alcohol include aromatic monohydric alcohols such as alkyl phenyl alcohol; aromatic polyhydric alcohols such as dialkyl phenyl alcohol, bisphenol A, bisphenol Z, and 1,3,5-trihydroxymethylbenzene. Among them, preferred is bisphenol A, bisphenol Z, 1,3,5-trihydroxymethylbenzene, and more preferably 1,3,5-trihydroxymethylbenzene.

The carboxylic acid constituting the ester compound (A4-2) may be any of an aliphatic carboxylic acid and an aromatic carboxylic acid. Further, it may be any of a monocarboxylic acid and a polyvalent carboxylic acid. One type or two or more types can be used. Among them, a monocarboxylic acid is preferred, and a fatty acid is more preferred. From the standpoint of residual properties, the fatty acid is preferably saturated. The fatty acid may be linear or branched.

Examples of the monocarboxylic acid include alkylbenzenecarboxylic acid, dialkylbenzenecarboxylic acid, butyric acid, crotonic acid, valeric acid, caproic acid, heptanoic acid, caprylic acid, capric acid, capric acid, lauric acid, and nutmeg. Acid, myristic acid, pentadecanoic acid, palmitic acid, palmitoleic acid, isoctanic acid, heptadecanoic acid, stearic acid, isostearic acid, oleic acid, trans-oleic acid, isooleic acid, Linoleic acid, linolenic acid, tuberculous stearic acid, arachidic acid, isoicosanoic acid, oleic acid, eicosenoic acid, behenic acid, isodocosalic acid, sucrose, twenty-four Alkanoic acid, isotetracosanoic acid, nervonic acid, waxic acid, montanic acid, bee-acid, and the like.

The polyvalent carboxylic acid may, for example, be an aliphatic polycarboxylic acid described in the ester compound (A3) or an aromatic polycarboxylic acid described in the ester compound (A4-1).

5) Sulfur-containing ester compound (A5)

The sulfur-containing ester compound is selected from the group consisting of thiodipropionic acid and an aliphatic alcohol. An ester compound, and at least one of a monoester compound of thiodipropionic acid and an aliphatic alcohol.

The sulfur-containing ester compound is a component having an antioxidant ability. By using the sulfur-containing ester compound, the heat resistance of the treatment agent can be improved. The sulfur-containing ester compound may be used alone or in combination of two or more. The molecular weight of the thiodipropionic acid constituting the sulfur-containing ester compound is preferably from 400 to 1,000, more preferably from 500 to 900, still more preferably from 600 to 800. The aliphatic alcohol constituting the sulfur-containing ester compound may be saturated or unsaturated. Further, the aliphatic alcohol may be a linear or branched structure, but preferably has a branched structure. The aliphatic alcohol preferably has 8 to 24 carbon atoms, more preferably 12 to 24 carbon atoms, still more preferably 16 to 24 carbon atoms. Examples of the aliphatic alcohol include octanol, 2-ethylhexyl alcohol, decyl alcohol, lauryl alcohol, myristyl alcohol, isocetyl alcohol, oleyl alcohol, and isostearyl alcohol. Among them, oil is preferred. Alcohol, isostearyl alcohol.

The sulfur-containing ester compound may be a diester compound of thiodipropionic acid and an aliphatic alcohol (referred to as a diester in this paragraph), a monoester compound with thiodipropionic acid and an aliphatic alcohol (in this paragraph, A mixture of monoesters for short. At this time, the molar ratio of the diester to the monoester is preferably from 100/0 to 70/30, more preferably from 100/0 to 75/25, still more preferably from 100/0 to 80/20.

6) Mineral oil (A6)

Further, in the treatment agent for synthetic fibers of the present invention, mineral oil may be contained as a smoothing component other than the above. The mineral oil referred to herein is not a low viscosity diluent used to dilute the treatment agent, but is contained in a non-volatile component. The mineral oil is not particularly limited, and examples thereof include motor oil and spindle. Oil, liquid paraffin, etc. One or two or more kinds of mineral oils can be used. The viscosity of the mineral oil at 30 ° C is preferably from 100 to 500 seconds.

The smoothing component (A) is preferably purified by removing a catalyst or the like from the viewpoint of improving heat resistance.

[Organic sulfonic acid compound (B)]

The organic sulfonic acid compound (B) represented by the above formula (1) is an essential component of the treating agent of the present invention. By containing the smoothing component (A) and the organic sulfonic acid compound (B), the weight ratio of sulfate ion (SO ₄ ^2- ) detected from the nonvolatile matter of the treating agent by ion chromatography is 200 ppm or less The weight ratio of chlorine ions (Cl ^- ) is 200 ppm or less, so that fluff, yarn breakage, and roll contamination can be drastically reduced. It should be noted that the sulfate ion (SO ₄ ^2- ) is simply referred to as a sulfate ion, and the chloride ion (Cl ⁻ ) is simply referred to as a chloride ion.

In the 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 becomes small. On the other hand, when a+b exceeds 17, the melting point is high, and the compatibility in the treating agent is deteriorated, so that it cannot be used. a+b is preferably from 7 to 17, 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, potassium, and the like. 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 are each independently a hydrogen atom, an alkyl group, an alkenyl group or a polyoxyalkylene group. The number of carbon atoms of the alkyl group and the alkenyl group is preferably from 1 to 24, more preferably from 1 to 20, still more preferably from 1 to 18. The polyoxyalkylene group is represented by [-(A ¹ O) _m H], and (A ¹ O) _m is the same as those 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, and an octyl ammonium group. , dimethyl ammonium, diethyl ammonium, dipropyl ammonium, dibutyl ammonium, dihexyl ammonium, dioctyl ammonium, trimethyl ammonium, triethyl ammonium, tripropyl Alkyl ammonium group, tributyl ammonium group, trihexyl ammonium group, trioctyl ammonium group, tetramethyl ammonium group, tetraethyl ammonium group, tetrapropyl ammonium group, tetrabutyl ammonium group, tetrahexylammonium group, Tetraoctyl ammonium, ethyl trimethyl ammonium, propyl trimethyl ammonium, butyl trimethyl ammonium, hexyl trimethyl ammonium, octyl trimethyl ammonium, ammonium methoxide, ethanol Ammonium, ammonium alkoxide, ammonium butoxide, ammonium hexanoate, ammonium octylate, ammonium dimethoxide, ammonium diethanolate, ammonium dipropoxide, ammonium dibutoxide, ammonium dihexolate , Dioctanol ammonium, trimethylammonium, triethanolammonium, tripropionyl ammonium, tributylammonium, trihexyl ammonium, trioctanol ammonium, (EO6) butylamino ether , (EO6) hexylaminoether group, (EO6) octylamino ether group, (EO6) fluorenyl group Ether group, (EO6) lauryl amine ether group, (EO6) tetradecylamino ether group, (EO6) hexadecylamino ether group, (EO6) oleyl amino ether group, (EO6 ) stearyl amino ether group, (EO6) decyl oleyl ether group, (EO6) tetracosylamino ether group, (EO10) oleyl amino ether group, (EO10) oleyl amine group Ether/succinic acid salt, (EO3) lauryl amine ether group, (EO3) lauryl amine ether group, (EO7) lauryl amine ether group, (EO15) oleyl amino ether group, (PO3 EO5) stearyl amino ether group, (PO5, EO3) stearyl amino ether group.

In the raw material containing the organic sulfonic acid compound (B) (hereinafter referred to as the raw material X), the production method results in the raw material containing sodium sulfate and/or sodium chloride. The ratio of sodium sulfate and sodium chloride contained in the raw material X can be utilized The sub-chromatography is calculated based on the weight ratio of sulfate ion and chloride ion detected in the raw material X.

When the raw material X contains sodium sulfate, the weight ratio of the sulfate ion detected from the raw material X is 20,000 ppm or more based on the organic sulfonic acid compound (B). In addition, when the raw material X contains sodium chloride, the weight ratio of the chloride ion detected from the raw material X is 20,000 ppm or more with respect to the organic sulfonic acid compound (B).

When such a raw material X is used as a treating agent, as described above, sodium sulfate and sodium chloride may fall off during spinning and accumulate on the stretching rolls, causing an increase in yarn breakage. In addition, on the rolls subjected to hot stretching, sodium sulfate and sodium chloride accelerate the accumulation of tar, causing roll contamination. Examples of such a raw material X include HOSTAPUR SAS (manufactured by Hoechst Co., Ltd.) and Mersolat H (manufactured by Bayer).

From the viewpoint of exerting the effects of the present invention, a raw material (hereinafter referred to as a raw material Y) containing an organic sulfonic acid compound (B) which lowers sodium sulfate or sodium chloride derived from the raw material X is used for the treatment agent of the present invention. important. Specifically, it is preferred that the weight ratio of the sulfate ion detected from the raw material Y by ion chromatography is 5000 ppm or less with respect to the organic sulfonic acid compound (B), and the weight ratio of the chloride ion to the organic sulfonic acid compound. (B) is 5,000 ppm or less.

From the viewpoint of further exerting the effects of the present application, the weight ratio of the sulfate ion detected from the raw material Y to the organic sulfonic acid compound (B) is more preferably 4,000 ppm or less, still more preferably 3,000 ppm or less. It is 2000 ppm or less. Similarly, relative to the organic sulfonic acid compound (B), The weight ratio of the chlorine ions detected in the raw material Y is more preferably 4,000 ppm or less, still more preferably 3,000 ppm or less, and particularly preferably 2,000 ppm or less.

Further, the method for analyzing sulfate ions and chloride ions by ion chromatography in the present invention is in accordance with the method described in the examples.

The method of reducing sodium sulfate or sodium chloride from the raw material X containing the organic sulfonic acid compound (B) is not particularly limited, and a known method can be employed. For example, when the raw material X contains sodium sulfate, a solvent such as methanol or water is added to the raw material X, and an inorganic substance such as sodium sulfate is precipitated and separated. Further, when the raw material X contains sodium chloride, a method of removing sodium chloride contained in the raw material X by an ion exchange membrane, and adsorbing sodium chloride contained in the raw material X by an ion exchange resin may be mentioned. Method, etc.

The above organic sulfonic acid compound (B) is a monosulfonic acid compound having one sulfonic acid group. The treatment agent of the present invention may contain a disulfonic acid compound represented by the following formula (5) in addition to the monosulfonic acid compound.

In the formula (5), 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 sometimes becomes small. On the other hand, when c+d+e exceeds 17, the compatibility in the treatment agent is deteriorated, and it may not be used. c+d+e is preferably from 6 to 16, more preferably from 9 to 14.

M is a hydrogen atom, an alkali metal, an ammonium group or an organic amine group. The description of M is the same as M described in the general formula (1).

In the case of containing the above disulfonic acid compound, the weight ratio of the monosulfonic acid compound belonging to the organic sulfonic acid compound (B) to the disulfonic acid compound represented by the general formula (5) (monosulfonic acid compound / disulfonic acid compound) It is preferably 50/50 to 99/1, more preferably 70/30 to 99/1, still more preferably 80/20 to 98/2.

[Organic Phosphate Compound (C)]

In the treatment agent of the present invention, in addition to the smoothing component (A) and the organic sulfonic acid compound (B), it is preferred to further contain the organic phosphate compound (C) from the viewpoint of reducing the pile. The organic phosphate compound (C) is preferably at least one selected from the group consisting of the compound represented by the above formula (2) and the compound represented by the above formula (3).

In the general formulae (2) and (3), R ¹ is a hydrocarbon group having 6 to 24 carbon atoms. A ¹ O is an oxygen alkyl group having 2 to 4 carbon atoms, and m is an integer of 0 to 15. n is an integer from 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 ¹ O(A ¹ O) _m . Y is 1 or 2.

Examples of the hydrocarbon group of R ¹ include an alkyl group and an alkenyl group. The number of carbon atoms of R ¹ is preferably from 8 to 24, more preferably from 12 to 24. The carbon atom of R ¹ may have a distribution, and R ¹ may be linear or branched, or may be saturated or unsaturated.

A ¹ O is an oxygen-extended alkyl group having 2 to 4 carbon atoms. The repeating number m of the oxygen alkyl unit is an integer of from 0 to 15, preferably from 0 to 10, more preferably from 0 to 3, and particularly preferably m is 0, i.e., does not contain a polyoxyalkylene group. (A ¹ O) _{m is} preferably a polyoxyalkylene group having an oxygen extension ethyl group of 50 mol% or more as an oxygen alkyl unit.

n is an integer from 1 to 2. In the case of n=2, the two organic groups "R ¹ O(A ¹ O) _m ] constituting the compound represented by the above formula (2) may be the same or different.

Further, when Q = R ¹ O(A ¹ O) _m , the two organic groups "R ¹ O(A ¹ O) _m " constituting the compound represented by the general formula (3) may be the same or different .

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, potassium, and the like. 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 at the organic sulfonic acid compound (B).

The organophosphate compound (C) preferably contains the organophosphate compound (C1) represented by n=1 in the formula (2) and the organophosphate compound (C2) represented by n=2 in the formula (2). The organic phosphate compound (C3) represented by the mixture or the organic phosphate compound (C1), (C2) and Y=1 in the general formula (3) and Q=R ¹ O(A ¹ O) _m a mixture of. These mixtures may also contain an organic phosphate compound (C4) represented by Y = 1 in the general formula (3) and Q = a hydrogen atom.

The P-nucleus integral ratio (%) of the organophosphate compounds (C1), (C2), (C3), and (C4) and the inorganic phosphoric acid can be calculated from the integrated value of the peaks derived from the respective phosphorus atoms in the ³¹ P-NMR. In addition, the P core integral ratio (%) is a value calculated as a total of integrated values of the organic phosphate compounds (C1), (C2), (C3), (C4), and inorganic phosphoric acid in the form of 100%. The inorganic phosphate system will be described later.

The P core integral ratio (%) of the organophosphate compound (C1) is preferably from 25 to 82%, more preferably from 35 to 80%, still more preferably from 40 to 70%. The P core integral ratio (%) of the organophosphate compound (C2) is preferably from 15 to 65%, more preferably from 20 to 60%, still more preferably from 25 to 55%. The P core integral ratio (%) of the organophosphate compound (C3) is preferably from 0 to 50%, more preferably from 0 to 45%, still more preferably from 0 to 40%. The P core integral ratio (%) of the organophosphate compound (C4) is preferably from 0 to 7%, more preferably from 0 to 6%, still more preferably from 0 to 5%. The P core integral ratio (%) of the inorganic phosphoric acid is preferably from 0 to 10%, more preferably from 0 to 9%, still more preferably from 0 to 8%.

The method for producing the organophosphate compound (C) is not particularly limited, and a known method can be employed. For example, the method for producing the organophosphate compound (C) includes the step (I) of reacting an organic hydroxy compound represented by R ¹ O(A ¹ O) _m H with phosphoric anhydride P ₂ O ₅ to obtain a reactant. Further, in the step (I), inorganic phosphoric acid or water may be added to carry out the reaction. The method for producing the organophosphate compound (C) may further comprise the step (II) of adding water to the above reactant after the step (I) to carry out hydrolysis. By including the step (II), the ratio of the organic phosphate compounds (C3) and (C4) contained in the organophosphate compound (C) can be adjusted. The amount of water added to the above reactant is preferably from 0.01 to 5% by weight, more preferably from 0.05 to 4% by weight, still more preferably from 0.1 to 3% by weight, based on the above organophosphate compound (C). If the amount of water added is less than 0.01% by weight or more than 5% by weight, there is a case where it is difficult to adjust the amounts of the organic phosphate compounds (C3) and (C4). As a method for producing the organophosphate compound (C), the step (III) of neutralizing with a basic compound having M ¹ may be included after the step (I) or the step (II).

The organophosphate compound (C) contains a heavy metal compound such as arsenic or the like which is a source of impurities in phosphoric anhydride or inorganic phosphorus. The treatment agent of the present invention may also contain a heavy metal compound such as arsenic. The weight ratio of the heavy metal compound to the nonvolatile matter of the treating agent is preferably 0.01% by weight or less, more preferably 0.005% by weight or less, further preferably more preferably, from the viewpoint of the influence on the human body or the safety of the environment. 0.001% by weight or less.

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

[Nonionic surfactant (D)]

The treatment agent of the present invention preferably contains a nonionic interface in addition to the smooth component (A) and the organic sulfonic acid compound (B) from the viewpoint of imparting strength and bundling properties of the strand oil film and improving yarn-making property. Active agent (D). Further, the nonionic surfactant (D) means aside from the above smoothing component (A). The nonionic surfactant (D) may be used alone or in combination of two or more.

Examples of the nonionic surfactant (D) include a polyhydroxyalkylene group-containing hydroxy fatty acid polyol ester (hereinafter sometimes referred to as a polyhydroxy ester), and at least one hydroxyl group in the polyhydroxy ester is sealed with a fatty acid. End-ester ester, polyoxyalkylene polyol ether, polyalkylene oxide polyol A fatty acid ester, a polyalkylene oxide aliphatic alcohol ether, a fatty acid ester of a polyalkylene glycol, a polyhydric alcohol fatty acid ester, or the like.

(polyhydroxy ester, an ester obtained by blocking at least one hydroxyl group of a polyhydroxy ester with a fatty acid)

The polyhydroxy ester is preferably an ester of a polyhydroxyalkylene group-containing hydroxy fatty acid and a polyhydric alcohol. Preferably, two or more hydroxyl groups in the hydroxyl group of the polyhydric alcohol are esterified. Therefore, the hydroxy fatty acid polyol ester containing a polyoxyalkylene group has an ester having a plurality of hydroxyl groups.

The hydroxy fatty acid having a polyoxyalkylene group has a structure in which a polyoxyalkylene group is bonded to an oxygen atom on a hydrocarbon group of a fatty acid, and a terminal end of the polyoxyalkylene group which is not bonded to a hydrocarbon group of the fatty acid is a hydroxyl group. .

The polyhydroxy ester may, for example, be an alkylene oxide adduct of an esterified product of a hydroxy fatty acid having 6 to 22 (preferably 16 to 20) carbon atoms and a polyhydric alcohol.

Examples of the hydroxy fatty acid having 6 to 22 carbon atoms include hydroxyoctanoic acid, hydroxydecanoic acid, hydroxylauric acid, hydroxystearic acid, and ricinoleic acid, preferably hydroxyoctadecanoic acid and ricinoleic acid. . Examples of the polyhydric alcohol include ethylene glycol, glycerin, sorbitol, sorbitan, trimethylolpropane, and pentaerythritol, and glycerin is preferred. The alkylene oxide may, for example, be an alkylene oxide having 2 to 4 carbon atoms such as ethylene oxide, propylene oxide or butylene oxide.

The addition mole number of the alkylene oxide is preferably from 3 to 60, more preferably It is 8 to 50. The ratio of ethylene oxide in the alkylene oxide is preferably 50 mol%, more preferably 80 mol%.

In the case of adding two or more kinds of alkylene oxides, 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 carried out by a known method, but it is usually carried out in the presence of a basic catalyst.

The polyhydroxy ester system can be produced, for example, by esterifying a polyhydric alcohol with a hydroxy fatty acid (hydroxy monocarboxylic acid) under ordinary conditions to obtain an esterified product, followed by addition reaction of an alkylene oxide and the esterified product. . The polyhydroxy ester can also be suitably produced, for example, by using a naturally occurring fat or oil such as castor oil or hydrogenated castor oil obtained by adding hydrogen thereto, followed by addition reaction with alkylene oxide.

The nonionic surfactant (D) also contains the above-mentioned ester in which at least one of the polyhydroxy esters is blocked with a fatty acid. The blocked fatty acid preferably has 6 to 24 carbon atoms, more preferably 12 to 18 carbon atoms. The hydrocarbon group in the fatty acid may have a distribution of carbon atoms, and the hydrocarbon group may be linear or branched, or may be saturated or unsaturated, or may have a polycyclic structure. Examples of such a fatty acid include lauric acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, oleic acid, eicosanoic acid, behenic acid, and tetracosanoic acid. The method of esterification, the reaction conditions, and the like are not particularly limited, and a known method and usual conditions can be used.

As the polyhydroxy ester and an ester obtained by blocking at least one hydroxyl group in the polyhydroxy ester with a fatty acid, for example, hydrogenated castor oil ethylene oxide adduct, castor oil ethylene oxide adduct, hydrogenated castor oil ring Oxyethane Addition monooleate, hydrogenated castor oil ethylene oxide adduct dioleate, hydrogenated castor oil ethylene oxide adduct trioleate, castor oil ethylene oxide adduct trioleate Ester, hydrogenated castor oil ethylene oxide adduct tristearate, castor oil ethylene oxide adduct tristearate, from the viewpoint of compatibility of the treating agent, oil film strength, and fluff reduction Preferred are hydrogenated castor oil ethylene oxide adduct, hydrogenated castor oil ethylene oxide adduct trioleate, hydrogenated castor oil ethylene oxide adduct tristearate.

(polyalkylene oxide polyol ether)

The polyalkylene oxide polyol ether is a compound having a structure in which an alkylene oxide such as ethylene oxide, propylene oxide or butylene oxide is added to the polyol.

Examples of the polyhydric alcohol include ethylene glycol, glycerin, trimethylolpropane, pentaerythritol, diglycerin, sorbitan, sorbitol, ditrimethylolpropane, and dipentaerythritol. Sucrose and the like. Among them, glycerin, trimethylolpropane, and sucrose are preferred.

The addition mole number of the alkylene oxide is preferably from 3 to 100, more preferably from 4 to 70, still more preferably from 5 to 50. Further, the ratio of ethylene oxide to alkylene oxide is preferably 50 mol% or more, more preferably 80 mol% or more.

The polyalkylene oxide polyol ether preferably has a weight average molecular weight of from 300 to 10,000, more preferably from 400 to 8,000, still more preferably from 500 to 5,000. When the molecular weight is less than 300, the generation of fluff and yarn breakage cannot be reduced. On the other hand, when the molecular weight exceeds 10,000, the friction of the treatment agent becomes high, and it is not only impossible to reduce the occurrence of fluff and yarn breakage, but also to deteriorate it.

Examples of the polyalkylene oxide polyol ether include polyethylene glycol, glycerin ethylene oxide adduct, trimethylolpropane ethylene oxide adduct, and neopentyl alcohol ethylene oxide addition. , diglycerin ethylene oxide adduct, sorbitan ethylene oxide adduct, sorbitan oxide ethylene oxide propylene oxide adduct, sorbitol ethylene oxide adduct, Sorbitol ethylene oxide propylene oxide adduct, ditrimethylolpropane ethylene oxide adduct, dipentaerythritol ethylene oxide adduct, sucrose ethylene oxide adduct, etc. , but not limited to this.

(polyalkylene oxide polyol fatty acid ester)

The polyalkylene oxide polyol fatty acid ester is a compound having an ester bond structure formed by a compound obtained by adding an alkylene oxide such as ethylene oxide, propylene oxide or butylene oxide to a polyhydric alcohol.

Examples of the polyhydric alcohol include glycerin, trimethylolpropane, neopentyl alcohol, erythritol, diglycerin, sorbitan, sorbitol, ditrimethylolpropane, and dipentaerythritol. Sucrose and the like. Among them, glycerin, diglycerin, sorbitan, and sorbitol are preferred.

Examples of the fatty acid include lauric acid, myristic acid, myristic acid, palmitic acid, palmitoleic acid, isoctanic acid, stearic acid, isostearic acid, oleic acid, trans-oleic acid, and linoleic acid. Acid, linolenic acid, arachidic acid, eicosenoic acid, behenic acid, iso-docosaic acid, erucic acid, tetracosanoic acid, isotetradecanoic acid and the like.

The addition mole number of the alkylene oxide is preferably from 3 to 100, more preferably from 5 to 70, still more preferably from 10 to 50. In addition, epoxy The ratio of ethane in the alkylene oxide is preferably 50 mol% or more, more preferably 80 mol% or more.

The polyalkylene oxide polyol fatty acid ester preferably has a weight average molecular weight of from 300 to 7,000, more preferably from 500 to 5,000, still more preferably from 700 to 3,000. When the molecular weight is less than 300, there is a case where smoke is generated in the heat treatment step and the environment is deteriorated. In addition, the occurrence of yarn breakage cannot be reduced. On the other hand, when the molecular weight exceeds 7,000, the friction of the treatment agent increases, and the occurrence of fluff and yarn breakage cannot be reduced, and the deterioration is caused.

Examples of the polyalkylene oxide polyol fatty acid ester include glycerin ethylene oxide adduct monolaurate, glycerin ethylene oxide adduct dilaurate, and glycerin ethylene oxide adduct. Lauric acid ester, trimethylolpropane ethylene oxide adduct trilaurate, sorbitan ethylene oxide adduct monooleate, sorbitan ethylene oxide adduct Acid ester, sorbitan ethylene oxide adduct trioleate, sorbitan ethylene oxide propylene oxide adduct monooleate, sorbitan ethylene oxide propylene oxide Compound dioleate, sorbitan oxide ethylene oxide propylene oxide adduct trioleate, sorbitan ethylene oxide propylene oxide adduct trilaurate, sucrose ethylene oxide The adduct trilaurate or the like is not limited thereto.

(polyalkylene oxide aliphatic alcohol ether)

The polyalkylene oxide 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 the polyalkylene oxide aliphatic alcohol ether include octanol, 2-ethylhexanol, decyl alcohol, lauryl alcohol, tridecyl alcohol, myristyl alcohol, stearyl alcohol, and isostearyl alcohol. An alkylene oxide adduct of an aliphatic alcohol such as oleyl alcohol.

The addition mole number of the alkylene oxide is preferably from 1 to 100 moles, more preferably from 2 to 70 moles, still more preferably from 3 to 50 moles. Further, the ratio of ethylene oxide to the entire alkylene oxide is preferably 20 mol% or more, more preferably 30 mol% or more, still more preferably 40 mol% or more.

(fatty acid ester of polyalkylene glycol)

The fatty acid ester of a polyalkylene glycol is a compound having an ester bond structure formed of polyoxyethylene glycol, polyoxyethylene polyoxypropylene glycol, and a fatty acid. The weight average molecular weight of the polyalkylene glycol is preferably from 100 to 1,000, more preferably from 150 to 800, still more preferably from 200 to 700.

Examples of the polyalkylene glycol fatty acid ester include polyethylene glycol monolaurate, polyethylene glycol dilaurate, polyethylene glycol monooleate, polyethylene glycol dioleate, and poly Ethylene glycol monostearate, polyethylene glycol distearate, polyethylene polypropylene glycol monolaurate, polyethylene polypropylene glycol dilaurate, polyethylene polypropylene glycol monooleate, Polyethylene polypropylene glycol dioleate, etc., but is not limited thereto.

(polyol fatty acid ester)

Polyol fatty acid esters are esters formed from polyols and fatty acids The compound having a bond structure is a compound other than the above smoothing component (A).

Examples of the polyhydric alcohol include ethylene glycol, trimethylolpropane, neopentyl alcohol, erythritol, diethylene glycol, diglycerin, sorbitan, sorbitol, and ditrimethylolpropane. , sucrose, etc. Among them, preferred are ethylene glycol, glycerin, diglycerin, sorbitan, and sorbitol.

Examples of the fatty acid include lauric acid, myristic acid, myristic acid, palmitic acid, palmitoleic acid, isoctanic acid, stearic acid, isostearic acid, oleic acid, trans-oleic acid, and linoleic acid. Acid, linolenic acid, tuberculous stearic acid, isodecanoic acid, oleic acid, eicosenoic acid, behenic acid, isodocosalic acid, erucic acid, tetracosanoic acid and the like.

Further, the polyol fatty acid ester has at least one or two or more hydroxyl groups.

The weight average molecular weight of the polyol fatty acid ester is preferably from 100 to 1,000, more preferably from 200 to 800, still more preferably from 300 to 600.

Examples of the fatty acid esters include glycerin monolaurate, glycerin dilaurate, glycerin monooleate, glyceryl dioleate, sorbitan monooleate, and sorbitan dioleate. , sucrose monolaurate, sucrose dilaurate, etc., but are not limited thereto.

The nonionic surfactant (D) is preferably purified by removing a catalyst or the like from the viewpoint of improving heat resistance.

[Processing agent for synthetic fiber]

The treatment agent of the present invention is a compound containing the smoothing component (A) and the organic sulfonic acid compound (B) represented by the above formula (1). Further, the weight ratio of sulfate ion (SO ₄ ^2- ) detected from the nonvolatile matter of the treatment agent by ion chromatography is 200 ppm or less, and the weight ratio of chloride ion (Cl ^- ) is 200 ppm or less. By setting the sulfate ion and the chloride ion detected from the non-volatile component of the treatment agent to a predetermined weight ratio or less, it is possible to drastically reduce fluff, yarn breakage, and roll contamination.

When the weight ratio of the sulfate ion exceeds 200 ppm or the weight ratio of the chloride ion exceeds 200 ppm, sodium sulfate and sodium chloride may fall off during the spinning and accumulate on the stretching roll, causing an increase in broken yarn breakage. For rolls that are hot drawn, the accumulation of tar is accelerated, causing roll contamination.

Further, the method for analyzing sulfate ions and chloride ions by ion chromatography in the present invention is as described in the examples. In addition, the non-volatile component in the present invention refers to an absolute dry component when the treatment agent is heat-treated at 105 ° C to remove a solvent or the like and reaches a constant weight.

The weight ratio of the sulfate ion is preferably 200 ppm or less, more preferably 150 ppm or less, still more preferably 100 ppm or less from the viewpoint of further exerting the effects of the present invention. Similarly, the weight ratio of the chloride ion is preferably 200 ppm or less, more preferably 150 ppm or less, still more preferably 100 ppm or less.

The method of adjusting the weight ratio of the sulfate ion and the chloride ion can be achieved by reducing sodium sulfate or sodium chloride contained in the raw material X containing the organic sulfonic acid compound (B) as described above.

The weight ratio of the smoothing component (A) to the nonvolatile content of the treating agent is preferably from 20 to 70% by weight, more preferably from 30 to 65% by weight, still more preferably from 40 to 65% by weight, particularly preferably 40. Up to 60% by weight. in When the weight ratio is less than 20% by weight, the pile may be increased due to insufficient smoothness. On the other hand, when the weight ratio exceeds 70% by weight, the bundleability may be insufficient, or in the case of emulsification, the emulsion stability may be deteriorated and it may be unusable.

The organic sulfonic acid compound (B) accounts for 1.25 to 12% by weight, preferably 1.25 to 10% by weight, more preferably 1.25 to 8% by weight, still more preferably 1.25, based on the nonvolatile content of the treating agent. Up to 7% by weight, particularly preferably from 1.5 to 6% by weight. When the weight ratio is less than 1.25 wt%, roll contamination may not be reduced. On the other hand, when the weight ratio exceeds 12% by weight, the friction increases and the pile increases.

In the case where the treating agent of the present invention contains the organic phosphate compound (C), the weight ratio of the phosphate ion (PO ₄ ^3- ) detected from the nonvolatile matter of the treating agent by ion chromatography is preferably 500 ppm. the following. When the weight ratio of the phosphate ion exceeds 500 ppm, there is a possibility that it falls off on the stretching roll to cause an increase in the yarn breakage. The weight ratio of the phosphate ion is more preferably 400 ppm or less, still more preferably 300 ppm or less, and particularly preferably 200 ppm or less. Further, a phosphate ion (PO ₄ ^3- ) is sometimes simply referred to as a phosphate ion.

As a method of adjusting the weight ratio of the phosphate ions, as described above, the inorganic phosphate and/or its salt contained in the raw material Z containing the organic phosphate compound (C) can be reduced, or the blending of the raw material Z can be adjusted. The amount is achieved by using a filter aid such as a filter aid such as diatomaceous earth.

In the case where the treating agent of the present invention contains the organic phosphate compound (C), the organic phosphate compound (C) is not volatilized in the treating agent. The weight ratio in the portion is preferably from 0.05 to 10% by weight, more preferably from 0.08 to 8% by weight, still more preferably from 0.1 to 7% by weight.

In the case where the treating agent of the present invention contains the nonionic surfactant (D), the weight ratio of the nonionic surfactant (D) to the nonvolatile component of the treating agent is preferably from 20 to 70% by weight, more It is preferably from 25 to 65% by weight, still more preferably from 30 to 65% by weight, particularly preferably from 30 to 60% by weight.

(other ingredients)

The treatment agent for synthetic fibers of the present invention may contain the above organic sulfonate in order to achieve emulsification of the treatment agent, adhesion to the fibers, water washing of the treatment agent from the fibers, imparting electrical properties to the fibers, lubricity, and bundling properties. The acid compound (B), the organic phosphate compound (C), and a surfactant other than the nonionic surfactant (D). Examples of such a surfactant include an anionic surfactant such as a fatty acid soap; a cationic surfactant such as an alkylamine salt, an alkylimidazolium salt or a quaternary ammonium salt; lauryl dimethyl betaine and stearyl group; An amphoteric surfactant such as dimethyl betaine; dimethyl laurylamine oxide or the like. These surfactants may be used alone or in combination of two or more. In the case where such a surfactant is contained, the weight ratio of the surfactant to the nonvolatile component of the treating agent is not particularly limited, and is preferably from 0.01 to 15% by weight, more preferably from 0.1 to 10% by weight. By surfactant herein is meant a weight average molecular weight of less than 1000.

Further, in order to impart heat resistance, the treating agent for synthetic fibers of the present invention may contain an antioxidant. As an antioxidant, it can be A well-known antioxidant such as a phenol type, a sulfur type, or a phosphite type is mentioned. One type or two or more types of antioxidants can be used. In the case where an antioxidant is contained, the weight ratio of the antioxidant in the nonvolatile matter of the treating agent is not particularly limited, and is preferably from 0.1 to 5% by weight, preferably from 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, or propylene glycol). The weight ratio of the stock stabilizer to the treating agent is preferably from 0.1 to 30% by weight, more preferably from 1 to 20% by weight.

The treatment agent for synthetic fibers of the present invention may be composed of the above-mentioned components containing only nonvolatile components, or may be composed of a nonvolatile component and a stock solution stabilizer, or may be a non-volatile component diluted with a low-viscosity mineral oil. It can be an aqueous emulsion obtained by emulsifying non-volatile components in water. In the case where the treating agent for synthetic fibers of the present invention is an aqueous emulsion obtained by emulsifying a nonvolatile component in water, the concentration of the nonvolatile component is preferably from 5 to 35% by weight, more preferably from 6 to 30% by weight. From the viewpoint of uniformly imparted to the fibrous material, the viscosity of the treatment agent is diluted with a low viscosity nonvolatile content of mineral oil (30 ℃) is preferably 3 to 120mm ² / s, more preferably 5 to 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 fibers is produced by adding and mixing the above-described respective components in an arbitrary or specific order. From the viewpoint of improving heat resistance, each component can be purified by removing a catalyst or the like. In particular, in the smoothing component (A) and the nonionic surfactant (D) used in the present invention, an inorganic substance may be contained, and when the effect of the present invention is remarkably lowered, the inorganic substance is removed. The line refiner is expected. The method of removing the inorganic substance and purifying it can be carried out by a known method. For example, if it is a smooth component (A), it can be removed by filtration using diatomaceous earth, and if it is a nonionic surfactant (D), The purification can be carried out by adsorption removal using an inorganic synthetic adsorbent.

[Manufacturing method and fiber structure of synthetic fiber filament yarn]

The method for producing a synthetic fiber filament yarn of the present invention comprises applying a treating agent for a synthetic fiber of the present invention to a raw synthetic fiber filament yarn. According to the production method of the invention, it is possible to reduce the occurrence of scum or yarn breakage, and it is possible to obtain a synthetic fiber filament yarn excellent in yarn quality. Further, the raw material synthetic fiber filament yarn in the present invention means a synthetic fiber filament yarn to which no treating agent is imparted.

The step of imparting a treatment agent for synthetic fibers is not particularly limited, and a known method can be employed. The treating agent for synthetic fibers is usually imparted in the spinning step of the raw synthetic fiber filament yarn. After the treatment agent is applied, it is stretched by a heat roller, thermosetting, and wound up. In the case where the step of applying the treatment agent is not performed immediately after the application of the treatment agent, the treatment for synthetic fibers of the present invention can be suitably used. The temperature at the time of hot drawing is assumed to be 210 to 260 ° C in the case of polyester or nylon, and 110 to 220 ° C in the case of clothing.

As described above, the synthetic fiber treating agent to be supplied to the raw material synthetic fiber filament yarn may be a treatment containing only a nonvolatile component. A treatment agent for diluting a non-volatile component with a low-viscosity mineral oil or an aqueous emulsion treatment agent for emulsifying a non-volatile component in water. The method of providing the method is not particularly limited, and examples thereof include a guide oil supply, a roll oil supply, a immersion oil supply, and a spray oil supply. Among them, it is preferable to guide the oil supply to the oil and the roller from the viewpoint of easy management of the amount of application.

The amount of the non-volatile component of the treating agent for synthetic fibers is preferably from 0.05 to 5% by weight, more preferably from 0.1 to 3% by weight, still more preferably from 0.1 to 2% by weight, based on the raw synthetic fiber filament yarn. When it is less than 0.05% by weight, the effect of the present invention may not be exhibited. On the other hand, when it exceeds 5% by weight, the nonvolatile matter of the treating agent is liable to fall off in the yarn path, and the tar on the heat roller is remarkably increased, and it may be entangled with the pile and the yarn.

Examples of the (raw material) synthetic fiber filament yarn include a filament yarn of a synthetic fiber such as a polyester fiber, a polyamide fiber, or a polyolefin fiber. The treating agent for synthetic fibers of the present invention is suitable for use in synthetic fibers such as polyester fibers, polyamide fibers, and polyolefin fibers. Examples of the polyester fiber include polyester (PET) containing ethylene terephthalate as a main constituent unit and polytrimethylene butylene ethylene terephate (polymethylene butylene ethylene tereate) as a main constituent unit. Polyester (PTT), polyester (PBT) containing butylene ethylene terephthalate as main structural unit, and polyester (PLA) containing lactic acid as main component, as a polyurethane fiber, Examples thereof include nylon 6, nylon 66, and the like, and examples of the polyolefin fiber include polypropylene and polyethylene. The method for producing the synthetic fiber filament yarn is not particularly limited, and can be known. Methods.

(fiber structure)

The fiber structure of the present invention contains the synthetic fiber filament yarn obtained by the above-described production method of the present invention. Specifically, it is a synthetic fiber filament yarn to which the treating agent for synthetic fibers of the present invention has been applied, and is woven by a water jet loom, an air jet loom or a rapier loom, and a circular knitting machine or a longitudinal knitting machine. A braided machine or a knitting machine. Further, examples of the use of the fiber structure include industrial materials such as tire curtain yarns, safety belts, cushion air bags, fishing nets, and ropes, and clothing materials. The method for producing the woven fabric or the knitted fabric is not particularly limited, and a known method can be employed.

(Example)

Hereinafter, the present invention will be described by way of examples, but the invention is not limited to the examples described herein. In addition, "%" in the text and in the table means "% by weight".

[Materials X containing organic sulfonic acid compound (B)] (Material X-1)

As the raw material X-1 containing the organic sulfonic acid compound (B), HOSTAPUR SAS93 (manufactured by Hoechst Co., Ltd., organic sulfonic acid compound (B): 93% by weight) was used. A large amount of thenardite is contained in the raw material X-1. The content (weight ratio) of the sulfate ion (SO ₄ ^2- ) and the chloride ion (Cl ^- ) contained in the raw material X-1 is measured by ion chromatography, and as a result, relative to the organic sulfonic acid compound (B), The sulfate ion was 25,950 ppm and the chloride ion was 62 ppm.

(Material X-2)

As the raw material X-2 containing the organic sulfonic acid compound (B), Mersolat H95 (manufactured by Bayer, organic sulfonic acid compound (B)) (5% by weight) was used. Raw material X-2 contains a large amount of sodium chloride. The content (weight ratio) of the sulfate ion (SO ₄ ^2- ) and the chloride ion (Cl ^- ) contained in the raw material X-2 is measured by ion chromatography, and as a result, relative to the organic sulfonic acid compound (B), The sulfate ion was 820 ppm and the chloride ion was 30170 ppm.

[Preparation of Raw Material Y Containing Organic Sulfonic Acid Compound (B)]

The raw materials Y-1 and Y-2 containing the organic sulfonic acid compound (B) can be obtained by purifying the raw materials X-1 and X-2 containing the organic sulfonic acid compound (B) and removing the inorganic substances. A known method can be used for the method of removing the inorganic substance, and is not limited to the purification method shown in the examples.

(modulation of raw material Y-1)

550 parts of methanol and 400 parts of ion-exchanged water were mixed, and the temperature was adjusted at 45 ± 5 ° C, and 700 parts of the above-mentioned raw material X-1 was gradually added while stirring to completely dissolve it. Next, the solution was allowed to stand at room temperature for 20 hours to precipitate Glauber's salt. The supernatant containing no Glauber's salt was taken out, and distilled under reduced pressure at 60 to 80 ° C to remove a part of methanol and water to obtain a raw material Y-1 containing 70% by weight of the organic sulfonic acid compound (B).

The content (weight ratio) of the sulfate ion (SO ₄ ^2- ) and the chloride ion (Cl ^- ) contained in the raw material Y-1 is measured by ion chromatography, and as a result, relative to the organic sulfonic acid compound (B), The sulfate ion was 1085 ppm and the chloride ion was 60 ppm.

(modulation of raw material Y-2)

600 parts of ion-exchanged water was heated to 80 ± 5 ° C, and 400 parts of the above-mentioned raw material X-2 was gradually added while stirring to completely dissolve it. Next, the solution was cooled to 40° C., and then sodium chloride was removed using an ion exchange resin to obtain a raw material Y-2 containing 40% by weight of the organic sulfonic acid compound (B).

The content (weight ratio) of the sulfate ion (SO ₄ ^2- ) and the chloride ion (Cl ^- ) contained in the raw material Y-2 was measured by ion chromatography, and as a result, the sulfuric acid was compared with the organic sulfonic acid compound (B). The root ion was 105 ppm and the chloride ion was 2115 ppm.

[Preparation of Raw Materials Z-1 to Z-6 Containing Organic Phosphate Compound (C)] (modulation of raw material Z-1)

To the reaction vessel, 820 parts of iso-cetyl alcohol was added, and 180 parts of phosphorus pentoxide was introduced in a small amount at a temperature of 60 ± 5 ° C while stirring at 60 ± 5 ° C. Then, the mixture was aged 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 core integration ratios of the organophosphate compounds (C1), (C2), (C3), (C4), and inorganic phosphoric acid were 33.05%, 29.81%, 33.82%, 2.76%, and 0.56%, respectively.

(modulation of raw material Z-2)

To the reactor, 800 parts of an alcohol of C11 to 15 was added, and 200 parts of phosphorus pentoxide was introduced in a small amount while paying attention to the reaction temperature at 60 ± 5 ° C while stirring. Then, it was aged at 75 ± 5 ° C for 3 hours to prepare a raw material Z-2 containing the organic phosphate compound (C).

The P core integration ratios of the organophosphate compounds (C1), (C2), (C3), (C4), and inorganic phosphoric acid were 44.23%, 40.31%, 13.79%, 1.09%, and 0.58%, respectively.

(modulation of raw material Z-3)

Three parts of ion-exchanged water was added to the raw material Z-2997 prepared above, and water addition treatment was performed at 90 ° C for 3 hours. Then, the mixture was subjected to a dehydration treatment at 115 ° C for 3 hours to prepare a raw material Z-3 containing the organic phosphate compound (C).

The P core integration ratios of the organophosphate compounds (C1), (C2), (C3), (C4) and inorganic phosphoric acid were 56.72%, 40.49%, 0.00%, 0.00%, and 2.78%, respectively.

(modulation of raw material Z-4)

To the reaction vessel, 600 parts of oleyl alcohol was added, and 110 parts of phosphorus pentoxide was introduced in a small amount at a time of 70 ± 5 ° C while paying attention to the reaction temperature while stirring. Then, it was aged at 75 ± 5 ° C for 3 hours to prepare a raw material Z-4 containing the organic phosphate compound (C).

Organophosphate compounds (C1), (C2), (C3), (C4) and inorganic phosphates The P core integration ratios were 57.65%, 35.26%, 4.57%, 0.44%, and 2.07%, respectively.

(modulation of raw material Z-5)

To the reaction vessel, 600 parts of oleyl alcohol was added, and 110 parts of phosphorus pentoxide was introduced in a small amount at a time of 70 ± 5 ° C while paying attention to the reaction temperature while stirring. Then, it was aged at 70 ± 5 ° C for 3 hours. Then, 15 parts of ion-exchanged water was added, and water addition treatment was performed at 90 ° C for 3 hours, and then 200 parts of dibutylethanolamine was gradually added to carry out neutralization to prepare a raw material Z-5 containing the organic phosphate compound (C).

The P core integration ratios of the organophosphate compounds (C1), (C2), (C3), (C4) and inorganic phosphoric acid were 55.18%, 35.38%, 2.43%, 0.00%, and 7.01%, respectively.

(modulation of raw material Z-6)

To 970 parts of the raw material Z-1 prepared above, 30 parts of ion-exchanged water was charged, and water treatment was performed at 90 ° C for 3 hours. Then, the mixture was subjected to a dehydration treatment at 115 ° C for 3 hours to prepare a raw material Z-3 containing the organic phosphate compound (C).

The P core integration ratios of the organophosphate compounds (C1), (C2), (C3), (C4) and inorganic phosphoric acid were 65.43%, 31.74%, 0.00%, 0.00%, and 2.83%, respectively.

Further, the organic phosphate compounds (C1), (C2), (C3), (C4) and the inorganic phosphate P core integral ratio were calculated by the following method using ³¹ P-NMR.

The non-volatile content of the measurement sample was weighed to about 30 mg in a test tube of NMR having a diameter of 5 mm, and about 0.5 ml of heavy water (D ₂ O) as a deuterated solvent was added and dissolved, and a ³¹ P-NMR measuring device was used. BRUKER manufactures AVANCE 400, 162 MHz) for measurement.

[Examples 1 to 11 and Comparative Examples 1 to 9]

The components described in Tables 2 and 3 were mixed and stirred until uniform, and a treatment agent was prepared. Using each of the prepared treatment agents, the contamination accumulation of the needle, the stain erasability of the needle, and the tension fluctuation were evaluated by the following methods. The results are shown in Tables 2 and 3.

Further, the numbers of the nonvolatile components of the treating agents in Tables 2 and 3 indicate the weight ratio of the respective components (nonvolatile components such as the raw materials X, Y, and Z) to the nonvolatile components of the treating agent. Further, the details of the treatment agent components of Tables 2 and 3 are shown in Table 1.

(Method for measuring sulfate ion (SO ₄ ^2- ), chloride ion (Cl ^- ), phosphate ion (PO ₄ ^3- ))

Accurately weigh 5g of the sample (non-volatile component of the treatment agent or non-volatile components of the raw materials X, Y, Z), and add 95g of ultrapure water in a small amount each time while stirring to prepare an aqueous solution, using a 100ml volumetric flask. Make a constant volume. 2 ml of the prepared aqueous solution was passed through a pretreatment column of ODS (the octadecyl group was chemically bonded to the cerium oxide gel), and the liquid obtained by removing the lipophilic substance was supplied to ion chromatography. The detection was carried out under the following ion chromatography conditions. The amount of detection is determined by the peak area ratio of the standard solution of a known concentration, and the amounts of sulfate ion (SO ₄ ^2- ), phosphate ion (PO ₄ ^3- ), and chloride ion (Cl ^- ) are converted. Further, the quantitative limit is a sulfate ion (SO ₄ ^2- ) of 0.6 ppm or less, a chloride ion (Cl ^- ) of 1.0 ppm or less, and a phosphate ion (PO ₄ ^3- ) of 0.3 ppm or less. The * in Tables 2 and 3 indicates the quantitative limit or less.

<Ion Chromatography Conditions>

Device: Dionex manufactures ICS-1500 use suppressor

Analytical column: Dionex IonPac AS14 inner diameter 4.0mm × length 50mm

Guard column: Dionex IonPac AG14 inner diameter 4.0mm × length 250mm

Eluent: 3.5 mmol Na ₂ CO ₃ , 1.0 mmol NaHCO ₃

Flow rate: 1.5ml/min

(Evaluation of contamination of the needle, stain erasability of the needle, and evaluation of the tension change)

The treatment agent prepared above was applied to 1000 denier and 96 oil-free polyester filaments in a quantitative amount of 20% by weight, and the filament was passed through a roller heated to 150 ° C by a scuffing method to remove volatiles. After the composition, the mixture was brought into contact with a satin chrome needle heated to 250 ° C, and moved at an initial tension of 500 g and a sweep speed of 2 m/min for 4 hours to evaluate the degree of contamination accumulation of the needle, the stain erasability of the needle, and the tension fluctuation. Further, in order to carry out a more stringent evaluation, 20% by weight of a treating agent was imparted.

The degree of contamination accumulation of the needle was evaluated by the following criteria.

◎: almost no pollution is confirmed

○: A little confirmation of pollution

×: Significant pollution accumulation

The tension variation value was calculated by the following formula.

Tension variation value (g) = tension after moving the yarn for 4 hours (g) - initial tension (g)

Further, the tension fluctuation was evaluated based on the tension fluctuation value using the following criteria.

◎: 0g to less than 30g

○: 30g to less than 50g

×: 50g or more

The stain erasability of the needle was evaluated by the following method.

A solution obtained by dissolving sodium hydroxide in water and glycerin is immersed in the gauze to remove the contamination generated on the satin chrome needle. The erasability was evaluated by the number of times required until wiping off.

◎: Can erase the pollution with less than 5 erases

○: Erasing can be erased by erasing 5 times or more and less than 20 times

×: The erase is not erased after 20 or more erasures

As is apparent from Tables 2 and 3, in the examples, the sulfate ion and the chloride ion detected from the nonvolatile component of the treatment agent are used as a treatment agent having a predetermined ratio or less. Therefore, there is almost no contamination accumulation of the needle, and the erasability is eliminated. Excellent. That is, it is possible to reduce roll contamination when manufacturing synthetic fibers, and it is possible to increase the cleaning interval of the rolls and reduce the number of times of cleaning. In addition, the tension variation value is also extremely small, and it is possible to drastically reduce fluff and yarn breakage.

On the other hand, in the comparative example, since the ratio of the sulfate ion or the chloride ion detected from the nonvolatile component of the treatment agent is high, the contamination of the needle is excessively accumulated, and the erasability is poor. In addition, it can be seen that the value of the tension variation is extremely large, and the pile and the yarn are repeatedly generated.

(industrial applicability)

The synthetic fiber treating agent of the present invention is suitable for synthetic fiber filament yarns used in industrial materials such as waterproof canvas, tire curtain yarn, safety belt, airbag, fishing net, rope, sling, and the like for clothing and the like.

Claims (11)

A treatment agent for synthetic fibers comprising a smoothing component (A) and an organic sulfonic acid compound (B) represented by the following general formula (1), wherein the organic sulfonic acid compound (B) is a nonvolatile component of the treating agent The weight ratio in the middle is 1.25 to 12% by weight, and the weight ratio of sulfate ion (SO ₄ ^2- ) detected from the nonvolatile matter of the treating agent by ion chromatography is 200 ppm or less, and chloride ion (Cl ^- ) the weight ratio is below 200ppm, In the formula (1), a and b are integers of 0 or more and are integers satisfying a+b=5 to 17, and M is a hydrogen atom, an alkali metal, an ammonium group or an organic amine group. The treatment agent for synthetic fibers according to claim 1, wherein the smoothing component (A) accounts for 20 to 70% by weight of the treatment agent. The treatment agent for synthetic fibers according to claim 1 or 2, wherein the organic sulfonic acid compound (B) accounts for 1.25 to 7% by weight of the nonvolatile matter of the treatment agent. The treating agent for synthetic fibers according to any one of claims 1 to 3, further comprising an organic phosphate compound (C), which is detected by ion chromatography from a nonvolatile matter of the treating agent. The weight ratio of the ions (PO ₄ ^3- ) is 500 ppm or less. a treatment agent for synthetic fibers according to item 4 of the patent application, The weight ratio of the organophosphate compound (C) to the nonvolatile component of the treating agent is 0.05 to 5% by weight. The treatment agent for synthetic fibers according to the above aspect of the invention, wherein the organophosphate compound (C) is selected from the group consisting of the compound represented by the following formula (2) and the following formula (3) At least one of the compounds indicated, In the formula (2), R ¹ is a hydrocarbon group having 6 to 24 carbon atoms, A ¹ O is an oxygen alkyl group having 2 to 4 carbon atoms, m is an integer of 0 to 15, and 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. In the formula (3), R ¹ is a hydrocarbon group having 6 to 24 carbon atoms, A ¹ O is an oxygen alkyl group having 2 to 4 carbon atoms, m is an integer of 0 to 15, and M ¹ is a hydrogen atom or an alkali metal. , ammonium or organic amine group, Q ¹ is M ¹ or R ¹ O(A ¹ O) _m , and Y is 1 or 2. The treatment agent for synthetic fibers according to any one of claims 1 to 6, further comprising a nonionic surfactant (D). The treatment agent for synthetic fibers according to claim 7, wherein the nonionic surfactant (D) is nonvolatile in the treatment agent. The weight ratio in the fraction is 20 to 70% by weight. A synthetic fiber filament yarn which is a raw material for a synthetic fiber according to any one of claims 1 to 8 of the invention. A method for producing a synthetic fiber filament yarn, which comprises the step of imparting a treating agent for synthetic fibers according to any one of claims 1 to 8 of the raw material synthetic fiber filament yarn. A fiber structure comprising the synthetic fiber filament yarn of the invention of claim 9 and/or the synthetic fiber filament yarn obtained by the production method of claim 10 of the patent application.