JP2017137615A - Treatment agent for synthetic fiber and application thereof - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a treatment for synthetic fiber capable of suppressing fuzz or thread breakage increased with time by suppressing heat degraded precipitation of a treatment agent on a thermal set roll surface during a manufacturing process of a synthetic fiber.SOLUTION: There is provided a treatment agent for synthetic fiber containing (A) an aromatic alkyl phenol polyoxyalkylene added article component having 3 or more benzene rings in a molecule, (B) an aliphatic acid ester component of polyoxyalkylene glycol and (C) a smoothing agent and having the weight percentage of total of the component (A) and the component (B) in a nonvolatile content of the treatment agent of 1 to 50 wt.%, the weight percentage of the component (C) of 35 to 85 wt.% and the weight average molecular weight of the component (C) of 500 to 1500.SELECTED DRAWING: None

Description

  The present invention relates to a treating agent for synthetic fibers and a method for producing synthetic fibers using the same.

Synthetic fibers such as high-strength polyester and nylon for industrial materials are used for seat belts, slender fabrics such as slings, transmission belts, conveyor belts, rubber cords such as tire cords, and bases for tents, tarpaulins, heavy cloths and bags. Widely used for wide fabrics such as cloth. In these applications, after weaving or twisting, dyeing is performed on narrow fabrics, adhesive is applied on rubber reinforcements, and resin coating is applied on wide fabrics.
In the production of synthetic fibers, a treatment agent containing a lubricant is attached in order to impart lubricity to the synthetic fibers. Such treatment agents are required to have a high level of lubricity capable of withstanding these harsh conditions in recent years when the production speed and temperature of synthetic fibers are further increased, and at the same time, heat resistance is required. Once the treatment agent attached to the synthetic fiber drops off from the synthetic fiber and is thermally deteriorated (tarized), or when the treatment agent attached to the synthetic fiber drops off the synthetic fiber oligomer, This is because fluff and thread breakage occur. The present invention relates to a treatment agent and a treatment method that meet the above requirements.
Conventionally, a synthetic fiber treating agent containing a 2,4-bis (n-alkylthiomethyl) -6-alkylphenol compound and an emulsifier (Patent Document 1), or a synthetic fiber treating agent containing an alkylphenol compound derivative and an emulsifier (patent) Reference 2), 3 to 60% by weight of an aromatic ester compound having one or two aromatic rings in the molecule, 0.01 to 10% by weight of an alkali metal salt of an organic carboxylic acid, and a specific antioxidant Synthetic fiber treatment agent (Patent Document 3) containing 0.01 to 5% by weight and containing the above three components in a synthetic amount of 6% by weight or more. A treatment agent using a smoothing agent containing it has been proposed.
However, these conventional treatment agents for synthetic fibers have become insufficient for recent required performance.

Japanese Patent Laying-Open No. 2015-28232 JP 2013-256726 A Japanese Patent Application Laid-Open No. 2004-292961

  An object of the present invention is to provide a synthetic fiber treatment agent capable of suppressing fuzz and thread breakage that increase over time by suppressing the thermal degradation product deposition of the treatment agent on the surface of the heat set roll in the synthetic fiber manufacturing process. Is to provide.

  As a result of researches to solve the above problems, the present inventors have found that the component (A) is an aromatic alkylphenol polyoxyalkylene adduct having a specific number of benzene rings in the molecule, and the fatty acid ester component of polyoxyalkylene glycol. It has been found that a synthetic fiber treating agent containing a specific amount of (B) and the smoothing agent component (C) is suitable.

That is, the synthetic fiber treating agent of the present invention comprises a component (A) which is an aromatic alkylphenol polyoxyalkylene adduct having three or more benzene rings in the molecule, a polyoxyalkylene glycol fatty acid ester component (B), A treating agent for synthetic fibers comprising a smoothing agent component (C),
The total weight proportion of the component (A) and the component (B) in the nonvolatile content of the treatment agent is 1 to 50 wt%, the weight proportion of the component (C) is 35 to 85 wt%,
The component (C) has a weight average molecular weight of 500-1500.

  The component (D) further comprising at least one selected from a polyoxyalkylene polyhydric alcohol fatty acid ester component (D) and a component (E) which is a polyoxyalkylene adduct of an aliphatic alcohol, and occupies the non-volatile content of the treatment agent ( It is preferable that the weight ratio of D) and the said component (E) is 1 to 40 weight%.

The weight ratio of the component (A) in the non-volatile content of the treatment agent is preferably 0.9 to 25% by weight, and the weight ratio of the component (B) is preferably 0.1 to 25% by weight.
The component (A) is preferably a compound having a structure in which 1 to 30 mol of polyoxyalkylene is added to 1 mol of an aromatic alkylphenol having three or more benzene rings.
The weight average molecular weight of the polyalkylene glycol constituting the component (B) is preferably 100 to 1000, and the number of carbon atoms of the fatty acid constituting the component (B) is preferably 8 to 24.
It is preferable that the total weight ratio of the organic amine compound and / or its derivative (F) in the nonvolatile content of the treatment agent is less than 10% by weight.

The synthetic fiber filament yarn of the present invention is obtained by adding the synthetic fiber treating agent to a raw material synthetic fiber filament yarn.
The manufacturing method of the synthetic fiber filament yarn of this invention includes the process of providing the said processing agent to a raw material synthetic fiber filament yarn.
The fiber structure of the present invention includes the synthetic fiber filament yarn.

  The synthetic fiber to which the treatment agent for synthetic fiber of the present invention is applied has less heat-degraded material deposited on the heat set roll surface in the synthetic fiber manufacturing process, and therefore fuzz and yarn breaks that increase over time. Can be suppressed. Since the method for treating synthetic fibers of the present invention has little precipitation of heat-degraded products of the treatment agent, the synthetic fibers produced by the method for treating synthetic fibers of the present invention are excellent in quality.

  The treatment agent for synthetic fibers of the present invention contains specific components (A) to (E). This will be described in detail below.

(Ingredient (A))
Component (A) is an aromatic alkylphenol polyoxyalkylene adduct having three or more benzene rings. The said component (A) is a component which reduces precipitation of the heat deterioration thing of the processing agent on the heat set roll surface by using together with the component (B) and (C) mentioned later.
Here, the heat-degraded product of the treatment agent is a polymer that is generated by the organic material that is the treatment agent generating radicals by a heat roller that exceeds 200 ° C. during fiber production, and the radical products repeat chain reactions. It is an organic compound. Since it is heated, it may have an aromatic structure.
Although the component (A) is used in combination with the components (B) and (C) described later, the reason for exhibiting the effect of reducing the thermal degradation product deposition of the treatment agent on the heat set roll surface is not clear, Since it has three or more benzene rings in the molecule, it has compatibility with the polymerized heat-degraded product, so that the polymerized heat-degraded product is easily dissolved in the treatment agent. It is estimated that dropout on the roller can be reduced. In particular, in a synthetic fiber containing an aromatic ring such as polyethylene terephthalate or polyethylene naphthalate, the component (A) is a heat set roll because it has a large effect of reducing the deposition of heat-degraded products of the treatment agent on the surface of the heat set roll. It is estimated that the solubility of oligomers deposited on the surface in the treatment agent is improved.
Further, from the viewpoint of improving the compatibility with the treating agent, the requirement that the molecule has three or more benzene rings is not sufficient, and it is necessary to have a structure to which polyoxyalkylene is added. In addition, the benzene ring described here is a monocyclic aromatic hydrocarbon and is a concept that does not include polycyclic aromatic hydrocarbons such as naphthalene and anthracene.

Component (A) has three or more benzene rings in the molecule, preferably 3 to 5, and more preferably 3 or 4.
As the oxyalkylene group of the polyoxyalkylene, oxyethylene and / or oxypropylene are preferable and oxyethylene alone is more preferable from the viewpoint of easily exerting the effect of the present application because of good compatibility with other components of the treatment agent. preferable.
Although it does not specifically limit as addition mole number of a polyoxyalkylene group, 1-30 mol is preferable, 2-12 mol is more preferable, and 3-9 mol is further more preferable. When polyoxyalkylene is not added or exceeds 30 moles, the accumulation of thermally deteriorated products on the surface of the heat set roll may increase.

  The molecular weight of the component (A) is preferably from 290 to 1300, more preferably from 340 to 950, and even more preferably from 380 to 800, from the viewpoint of easily exerting the effect of the present application.

  The component (A) is not particularly limited as long as it is a compound satisfying that it has a structure in which polyoxyalkylene is added to an aromatic alkylphenol having three or more benzene rings in the molecule. Range styrenated phenyl ether, polyoxyalkylene tristyrenated phenyl ether, polyoxyalkylene dibenzyl phenyl ether, polyoxyalkylene tribenzyl phenyl ether, polyoxyalkylene tristyryl methyl phenyl ether, polyoxyalkylene distyryl methyl phenyl ether, etc. Can be mentioned. In addition, it is preferable that a component (A) has a hydroxyl group at the terminal from the viewpoint of cleaning by dissolving a thermally deteriorated material generated on the surface of the heat setting roll and having advanced carbonization into the treatment agent. Therefore, it is preferable to have a structure in which polyoxyalkylene is added to an aromatic alkylphenol having three or more benzene rings in the molecule and the polyoxyalkylene group is not blocked with an ester group or the like.

[Component (B)]
Component (B) is a polyalkylene glycol fatty acid ester. A component (B) is a component which exhibits the role which improves the compatibility to the component (C) of a component (A).
The reason why the component (B) exerts the role of improving the compatibility of the treating agent is not clear, but it has a simple structure in which the alkyl group and the polyoxyalkylene chain are linearly connected via an ester group. Therefore, it is estimated that it contributes to the improvement of uniform compatibility in the system in which the component (A) and the component (C) are mixed.

  Although there is no limitation in particular about the carbon number of the fatty acid which comprises a component (B), Preferably it is 4-24, More preferably, it is 12-22, More preferably, it is 16-20. If it is less than 4, the compatibility of the component (A) may be lowered, and if it exceeds 24, friction becomes high and fluff and thread breakage may increase.

The fatty acid constituting the component (B) is not particularly limited, but butyric acid, crotonic acid, valeric acid, caproic acid, enanthic acid, caprylic acid, pelargonic acid, capric acid, lauric acid, myristic acid, myristoleic acid, pentadecane Acid, palmitic acid, palmitoleic acid, isocetyl acid, margaric acid, stearic acid, isostearic acid, oleic acid, elaidic acid, vaccenic acid, linoleic acid, linolenic acid, hydroxystearic acid, ricinoleic acid, arachidic acid, isoeicosaic acid, gardoleic acid Eicosenoic acid, docosanoic acid, isodocosanoic acid, erucic acid, tetracosanoic acid, isotetracosanoic acid, nervonic acid, serotic acid, montanic acid, melicic acid and the like.
Among these, caprylic acid, from the viewpoint that it is possible to suppress heat-degraded material precipitation of the treatment agent on the surface of the heat set roll in the synthetic fiber manufacturing process, and to suppress fluff and yarn breakage that increase over time, C18 or less saturated fatty acids such as pelargonic acid, capric acid, lauric acid, myristic acid, myristic acid, pentadecanoic acid, palmitic acid, stearic acid, hydroxystearic acid, palmitoleic acid, margaric acid, oleic acid, linoleic acid Unsaturated fatty acids such as linolenic acid, ricinoleic acid, elaidic acid, vaccenic acid, gadoleic acid, erucic acid, and nervonic acid, and branched chain fatty acids such as isocetyl acid, isostearic acid, isoeicosaic acid, isodocosanoic acid, and isotetracosanoic acid are preferred.

Examples of the polyalkylene glycol constituting the component (B) include polyethylene glycol, polypropylene glycol, block polymers of polyethylene glycol and polypropylene glycol, random polymers of polyethylene glycol and polypropylene glycol, and the like.
The weight average molecular weight of the polyalkylene glycol constituting the component (B) is preferably from 100 to 1000, more preferably from 200 to 900, and even more preferably from 300 to 800, from the viewpoint of easily exerting the effect of the present application. In addition, 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 and a sample concentration of 3 mg / cc. And calculated from the peak measured by the differential refractive index detector.

  The weight average molecular weight of the component (B) is preferably from 300 to 1650, more preferably from 400 to 1500, and even more preferably from 500 to 1350, from the viewpoint of easily exerting the effect of the present application.

  Although it does not specifically limit as a component (B), For example, PEG (300) dilaurate, PEG (400) dilaurate, PEG (600) dilaurate, PPG (600) dilaurate, PEG (200) dioleate, PEG (300) dioleate , PEG (400) dioleate, PEG (600) dioleate, PEG (200) diisostearate, PEG (300) diisostearate, PEG (400) diisostearate, PEG (600) diisostearate, PEG (300) monolaurate, PEG (400) monolaurate, PEG (600) monolaurate, PEG (200) monooleate, PEG (200) monoricinolate, PEG (300) monooleate, PEG (400) monooleate, PEG 600) monooleate, PEG (200) monoisostearate, PEG (300) monoisostearate, PEG (400) monoisostearate, PEG (600) monoisostearate, poly of PEG (200) monohydroxystearate Examples thereof include 3 mol oxyethylene adduct, monooleate of block polymer of 4 mol of ethylene oxide and 4 mol of propylene oxide, monooleate of random polymer of 6 mol of ethylene oxide and 6 mol of propylene oxide, and the like. In addition, PEG means polyethylene glycol, PPG means polypropylene glycol, and the numerical value in parentheses means the weight average molecular weight.

[Smoothing agent component (C)]
The treatment agent of the present invention essentially contains a smoothing agent component (C). By using together with the said component (A)-(B), a smoothing agent component (C) can improve the smoothness of a processing agent, and can suppress a fluff and thread breakage.

  In the smoothing agent component (C) used in the treatment agent of the present invention, polyhydric alcohol fatty acid ester (C1), polyhydric carboxylic acid aliphatic alcohol ester (C2), aliphatic monohydric alcohol and fatty acid are ester-bonded. Examples thereof include an ester compound (C3) having a structure and a sulfur-containing ester compound (C4).

  The polyhydric alcohol fatty acid ester (C1) is an aliphatic dihydric alcohol having 2 to 6 carbon atoms, an aliphatic trivalent alcohol having 3 or 4 carbon atoms, an aliphatic tetravalent alcohol having 5 carbon atoms, and 4 carbon atoms. Esters with ˜24 fatty acids. Moreover, it is a compound which does not have a polyoxyalkylene group in a molecule | numerator.

  The polyhydric alcohol constituting the polyhydric alcohol fatty acid ester (C1) is preferably an aliphatic trihydric alcohol having 3 or 4 carbon atoms and / or an aliphatic tetrahydric alcohol having 5 carbon atoms from the viewpoint of yarn production.

Examples of the aliphatic dihydric alcohol having 2 to 6 carbon atoms include ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, propylene glycol, dipropylene glycol, tripropylene glycol, 1,2-butanediol, 1,3 -Butanediol, 1,4-butanediol, 2-methyl-1,3-propanediol, 1,5-pentanediol, 1,6-hexanediol and the like.
Examples of the aliphatic trihydric alcohol having 3 or 4 carbon atoms include glycerin and trimethylolpropane.
Examples of the aliphatic tetrahydric alcohol having 5 carbon atoms include pentaerythritol.

  The fatty acid (aliphatic monovalent carboxylic acid) constituting the polyhydric alcohol fatty acid ester (C1) 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 to impair smoothness. The number of carbon atoms of the fatty acid is preferably 8 to 24, more preferably 10 to 20, and even more preferably 12 to 18 from the viewpoint that oligomer precipitation is suppressed by improving the solubility of the oligomer in the treating agent. 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, arachidic acid, isoeicosaic acid, gadoleic acid, eicosenoic acid, docosanoic acid, isodocosanoic acid, erucic acid, tetracosanoic acid, isotetracosanoic acid, Examples thereof include nervonic acid, serotic acid, montanic acid, melicic acid and the like.
Among these, caprylic acid, pelargonic acid, capric acid, lauric acid, myristic acid, myristoleic acid, pentadecanoic acid, palmitic acid from the viewpoint that oligomer precipitation is suppressed by improving the solubility of the oligomer in the treating agent. Saturated fatty acids having a carbon number of 16 or less, palmitoleic acid, margaric acid, oleic acid, linoleic acid, linolenic acid, elaidic acid, vaccenic acid, gadoleic acid, erucic acid, nervonic acid and the like, isocetylic acid, isostearic acid Branched chain fatty acids such as isoeicosaic acid, isodocosanoic acid and isotetracosanoic acid are preferred.

  The acid value of the polyhydric alcohol fatty acid ester (C1) is preferably 10 or less, more preferably 8 or less, and still more preferably 6 or less. When the acid value of the polyhydric alcohol ester smoothing agent (C1) is more than 10, a large amount of smoke or odor may be generated during the heat treatment, which may deteriorate the use environment. The acid value in the present invention was measured based on JIS K-0070.

  The hydroxyl value of the polyhydric alcohol fatty acid ester (C1) is preferably from 0.1 to 25, more preferably from 0.5 to 23, and even more preferably from 1.0 to 20. When the hydroxyl value of the polyhydric alcohol fatty acid ester (C1) is less than 0.1, it may be difficult to obtain the ester. On the other hand, when the hydroxyl value of the polyhydric alcohol ester smoothing agent (C1) is more than 25, the oligomer precipitation suppressing effect due to the improvement of the solubility of the oligomer in the treating agent may be insufficient. The hydroxyl value in the present invention was measured based on JIS K-0070.

  The weight average molecular weight of the polyhydric alcohol fatty acid ester (C1) is 500 to 1500, preferably 500 to 1200, and more preferably 500 to 700. When the weight average molecular weight is less than 500, oil film strength is insufficient, fluff increases, and smoke generation during heat treatment increases. On the other hand, when the weight average molecular weight exceeds 1500, smoothness is insufficient and fluff frequently occurs. In addition, 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 and a sample concentration of 3 mg / cc. And calculated from the peak measured by the differential refractive index detector.

  Examples of the polyhydric alcohol fatty acid ester (C1) include trimethylolpropane tricaprylate, trimethylolpropane tricaprinate, trimethylolpropane trilaurate, trimethylolpropane trioleate, trimethylolpropane (laurate, myristylate, palmitate). , Trimethylolpropane (laurate, myristylate, oleate), trimethylolpropane (tripalmyl fatty acid ester), trimethylolpropane (tricoconut fatty acid ester), trimethylolpropane dicaprylate, trimethylolpropane dicaprinate, trimethylolpropane dilaurate, Trimethylolpropane dioleate, trimethylolpropane (laurate, myristylate), trimethylol group Bread (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, pentaerythris Tall (tetra palm kernel fatty acid esters), pentaerythritol (Tetorayashi fatty acid ester), erythritol trioleate, pentaerythritol dipalmitate, include 1,6-hexanediol di oleate.

  As the polyhydric alcohol fatty acid ester (C1), those synthesized by a known method using a commercially available aliphatic polyhydric alcohol and a fatty acid may be used. In addition, natural esters obtained from nature such as natural fruits, seeds or flowers, and natural esters satisfying the constitution of the polyhydric alcohol ester smoothing agent (C1) can be used as they are, or natural esters can be used as necessary. You may refine | purify by a well-known method, and you may use the ester which isolate | separated and refine | purified the refine | purified ester further using the melting | fusing point difference by a well-known method.

  The polycarboxylic acid aliphatic alcohol ester (C2) is an ester of an aliphatic divalent carboxylic acid having 2 to 6 carbon atoms and an aliphatic alcohol having 4 to 24 carbon atoms, and has a polyoxyalkylene group in the molecule. It is a compound that does not have. 1 type (s) or 2 or more types can be used for an ester compound (C2).

  The aliphatic alcohol having 4 to 24 carbon atoms constituting the polycarboxylic acid aliphatic alcohol ester (C2) is not particularly limited, and one or two or more kinds can be used. The aliphatic alcohol having 4 to 24 carbon atoms 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 the lubricity is impaired. The number of carbon atoms of the aliphatic alcohol having 4 to 24 carbon atoms 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. 1 type (s) or 2 or more types may be used for a C4-C24 aliphatic alcohol, and a saturated aliphatic monohydric alcohol and an unsaturated aliphatic monohydric alcohol may be used together.

  Examples of the aliphatic alcohol include butyl alcohol, pentanol, hexanol, heptanol, octyl alcohol, isooctyl alcohol, lauryl alcohol, myristyl alcohol, myristol alcohol, cetyl alcohol, isocetyl alcohol, palmitoleyl alcohol, stearyl alcohol, and isostearyl. Alcohol, oleyl alcohol, elidyl alcohol, bacenyl alcohol, gadrelyl alcohol, arachidyl alcohol, isoicosanyl alcohol, eicosenoyl alcohol, behenyl alcohol, isodocosanyl alcohol, ercanyl alcohol, lignoserinyl alcohol, iso Tetracosanyl alcohol, nerbonyl alcohol, cerotinyl alcohol, montanyl alcohol, Rishi alkenyl 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 from the viewpoint of easily obtaining the effect of the present application , Elidyl alcohol, bacenyl alcohol, gadrel alcohol, arachidyl alcohol, isoicosanyl alcohol, eicosenoyl alcohol, behenyl alcohol, isodocosanyl alcohol, ercanyl alcohol, lignocerinyl alcohol, isotetradocosanyl alcohol Nerbonyl alcohol is preferred, myristol alcohol, palmitoleyl alcohol, oleyl alcohol, Zyl alcohol, bacenyl alcohol, gadreyl alcohol, eicosenoyl alcohol, ercanyl alcohol, and nerbonyl alcohol are more preferable, and oleyl alcohol, elaidyl alcohol, bacenyl alcohol, gadrel alcohol, eicosenoyl alcohol, and elca Nyl alcohol is more preferred.

The aliphatic polyvalent carboxylic acid constituting the polyvalent carboxylic acid aliphatic alcohol ester (C2) 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 polyhydric carboxylic acid aliphatic alcohol ester (C2) include dioctyl adipate, dilauryl adipate, dioleyl adipate, secondary isocetyl adipate, dioctyl sebacate, dilauryl sebacate, dioleyl sebacate, diisocetyl sebacate and the like. Can be mentioned.

  The polycarboxylic acid aliphatic alcohol ester (C2) is a compound having two or more ester bonds in the molecule. There is no limitation in particular about the iodine value of polyhydric carboxylic acid aliphatic alcohol ester (C2).

  The weight average molecular weight of the polycarboxylic acid aliphatic alcohol ester (C2) is 500 to 1500, preferably 500 to 1200, and more preferably 500 to 700. When the weight average molecular weight is less than 500, oil film strength is insufficient, fluff increases, and smoke generation during heat treatment increases. On the other hand, when the weight average molecular weight is more than 1500, the melting point becomes high, causing scum in the weaving or knitting process, resulting in poor quality.

  The polycarboxylic acid aliphatic alcohol ester (C2) can be synthesized and obtained by a known method using a commercially available aliphatic monohydric alcohol and aliphatic polyvalent carboxylic acid.

The ester compound (C3) having a structure in which an aliphatic monohydric alcohol and a fatty acid are ester-bonded is an ester of a monovalent fatty acid having 4 to 24 carbon atoms and a monovalent aliphatic alcohol having 4 to 24 carbon atoms.
Examples of the fatty acid having 4 to 24 carbon atoms are the same as those of the ester (C1). Examples of the monohydric aliphatic alcohol having 4 to 24 carbon atoms are the same as those of the ester (C2).

(Sulfur-containing ester compound (C4))
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 thiodipropionic acid constituting the sulfur-containing ester compound is 500 to 1500, preferably 500 to 1200, and 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. 8-24 are preferable, as for carbon number of an aliphatic alcohol, 12-24 are more preferable, and 16-24 are more preferable. 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 and 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.

[Component (D)]
Component (D) is a polyoxyalkylene polyhydric alcohol fatty acid ester. A component (D) is a component which exhibits the role which improves the convergence of a processing agent by combined use with another component (A), (B) and (C). By improving the convergence, it is a component that suppresses yarn cracking in the heat set roll, reduces fluff, and improves yarn quality.
The reason why the component (D) exhibits the role of improving the convergence of the treatment agent is not clear, but since the molecular structure of the component (D) is a polyhydric alcohol having a valence of 3 or more, a bulky structure is formed. Therefore, it is presumed that the effect of collecting fibers is exerted because it has a three-dimensional intermolecular interaction.

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, ricinoleic acid, hydroxystearic acid, arachidic acid Eicosenoic acid, behenic acid, isodocosanoic acid, erucic acid, lignoceric acid, isotetracosanoic acid and the like.

As addition mole number of alkylene oxide, 3-100 are preferable, 5-70 are more preferable, and 10-50 are more preferable. The proportion of ethylene oxide in the alkylene oxide is preferably 50 mol% or more, and more preferably 80 mol% or more.
300-7000 are preferable, as for the weight average molecular weight of polyoxyalkylene polyhydric alcohol fatty acid ester, 500-5000 are more preferable, and 700-3000 are more preferable. 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, castor oil ethylene oxide adduct, cured castor oil ethylene oxide adduct, cured castor oil ethylene oxide adduct trioleate, cured Compound obtained by blocking 2 mol of castor oil ethylene oxide adduct and maleic acid residual hydroxyl group with stearic acid, 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 adducts monooleate, sorbitan ethylene oxide propylene oxide adducts dioleate, sorbitan ethylene oxide propylene oxide adducts trioleate, sorbitan ethylene oxide propylene oxide adducts Toriraureto, although sucrose ethylene oxide adducts Toriraureto etc., but is not limited thereto.

[Component (E)]
Component (E) is a polyoxyalkylene adduct of an aliphatic alcohol. A component (E) is a component which exhibits the role which improves the permeability to the multifilament fiber of a processing agent by combined use with other components (A), (B) and (C). By improving the permeability, it is a component that suppresses yarn swaying in a heat set roll, reduces fluff, and improves yarn quality.
The reason why the component (E) exerts the role of improving the permeability of the treatment agent is not clear, but since the component (E) has a linear molecular structure and easy molecular orientation, it is adsorbed on the fiber surface. It is estimated that the orientation is fast.
The aliphatic alcohol constituting component (E) 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. As carbon number of aliphatic alcohol, 8-24 are preferable from a viewpoint of smoothness and oil film strength, 14-24 are more preferable, and 18-22 are more preferable. One or more aliphatic alcohols may be used, and a saturated aliphatic monohydric alcohol and an unsaturated aliphatic monohydric alcohol may be used in combination.

The oxyalkylene group constituting the component (E) is preferably oxyethylene and / or oxypropylene, more preferably oxyethylene alone, from the viewpoint of easily exerting the effect of the present application.
Although it does not specifically limit as addition mole number of a polyoxyalkylene group, 1-30 mol is preferable, 2-12 mol is more preferable, and 3-9 mol is further more preferable. When polyoxyalkylene is not added or exceeds 30 moles, the accumulation of thermally deteriorated products on the surface of the heat set roll may increase.

  Examples of the aliphatic alcohol include butyl alcohol, pentanol, hexanol, heptanol, octyl alcohol, isooctyl alcohol, lauryl alcohol, myristyl alcohol, myristol alcohol, cetyl alcohol, isocetyl alcohol, palmitoleyl alcohol, stearyl alcohol, and isostearyl. Alcohol, oleyl alcohol, elidyl alcohol, bacenyl alcohol, gadrelyl alcohol, arachidyl alcohol, isoicosanyl alcohol, eicosenoyl alcohol, behenyl alcohol, isodocosanyl alcohol, ercanyl alcohol, lignoserinyl alcohol, iso Tetracosanyl alcohol, nerbonyl alcohol, cerotinyl alcohol, montanyl alcohol, Rishi alkenyl 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 from the viewpoint of easily obtaining the effect of the present application , Elidyl alcohol, bacenyl alcohol, gadrel alcohol, arachidyl alcohol, isoicosanyl alcohol, eicosenoyl alcohol, behenyl alcohol, isodocosanyl alcohol, ercanyl alcohol, lignocerinyl alcohol, isotetradocosanyl alcohol Nerbonyl alcohol is preferred, myristol alcohol, palmitoleyl alcohol, oleyl alcohol, Zyl alcohol, bacenyl alcohol, gadreyl alcohol, eicosenoyl alcohol, ercanyl alcohol, and nerbonyl alcohol are more preferable, and oleyl alcohol, elaidyl alcohol, bacenyl alcohol, gadrel alcohol, eicosenoyl alcohol, and elca Nyl alcohol is more preferred.

[Treatment agent for synthetic fibers]
The treating agent for synthetic fibers of the present invention comprises a component (A) which is an aromatic alkylphenol polyoxyalkylene adduct having three or more benzene rings in the molecule, a fatty acid ester component (B) of polyoxyalkylene glycol, and a smoothing agent. A synthetic fiber treating agent comprising component (C),
The total weight ratio of the component (A) and the component (B) in the nonvolatile content of the treatment agent is 1 to 40% by weight, and the weight ratio of the component (C) is 40 to 80% by weight. The component (C) is a synthetic fiber treatment agent having a weight average molecular weight of 500 to 1500.
In addition to the component (A), the component (B) and the component (C), a polyoxyalkylene polyhydric alcohol fatty acid ester component (D) and a component (E) which is a polyoxyalkylene adduct of an aliphatic alcohol are selected. From the viewpoint of suppressing yarn cracking and yarn shaking in the heat set roll,
It is preferable that the weight ratio of the said component (D) and the said component (E) is 1 to 40 weight%.

  The total weight ratio of the component (A) and the component (B) in the nonvolatile content of the treatment agent is 1 to 50% by weight, preferably 6 to 44% by weight, more preferably 10 to 38% by weight. 14 to 32% by weight is more preferable, and 15 to 30% by weight is particularly preferable. If the amount is less than 1% by weight, the amount of the component (A) is too small, and thus it is not possible to suppress the thermal degradation product deposition of the treatment agent on the surface of the heat set roll in the synthetic fiber production process. On the other hand, when the amount is 50% by weight, the amount of the component (B) is too large, so that it is not possible to suppress the thermal degradation product deposition of the treatment agent on the surface of the heat set roll in the synthetic fiber manufacturing process.

  The weight ratio of the component (A) in the nonvolatile content of the treating agent is preferably 0.9 to 25% by weight, more preferably 3 to 22% by weight, further preferably 5 to 19% by weight, and 7 to 16% by weight. Is particularly preferred. If it is less than 0.9% by weight, the amount of the component (A) is too small, and thus it may not be possible to suppress the thermal degradation product deposition of the treatment agent on the surface of the heat setting roll in the synthetic fiber production process. On the other hand, if it is 25% by weight or more, the compatibility of the component (A) with the later-described component (C) may be lowered and cannot be practically used.

  The weight ratio of the component (B) in the nonvolatile content of the treatment agent is preferably 0.1 to 25% by weight, more preferably 3 to 22% by weight, further preferably 5 to 19% by weight, and 7 to 16% by weight. Is particularly preferred. If it is less than 0.1% by weight, the amount of the component B is too small, so that the compatibility of the component (A) with the component (C) described later may be lowered and cannot be put to practical use. On the other hand, if the amount is 25% by weight or more, the amount of the component (B) is too large, and thus it may not be possible to suppress the thermal degradation product deposition of the treatment agent on the surface of the heat set roll in the synthetic fiber manufacturing process.

  The weight ratio of the component (C) in the nonvolatile content of the treatment agent is preferably 35 to 85% by weight, more preferably 39 to 80% by weight, further preferably 43 to 75% by weight, and particularly 47 to 70% by weight. preferable. If it is less than 35% by weight, the smoothness is insufficient, so that the fluff of the produced synthetic fiber may increase and the yarn quality may deteriorate. On the other hand, if it is 85% by weight or more, the bundling property is insufficient, and thus the fluff of the manufactured synthetic fiber may increase and the yarn quality may deteriorate.

  The weight ratio of the component (D) in the nonvolatile content of the treatment agent is preferably 1 to 40% by weight, more preferably 3 to 35% by weight, further preferably 5 to 30% by weight, particularly 7 to 25% by weight. preferable. If it is less than 1% by weight, the amount of the component (D) is too small, so that the effect of improving the converging property is not exerted. Therefore, the fluff is not reduced by suppressing the yarn cracking in the heat set roll, and the yarn quality is improved. May not be accepted. On the other hand, when the amount is 40% by weight or more, the amount of the component (D) is too large, and thus it may not be possible to suppress the thermal degradation product deposition of the treatment agent on the surface of the heat set roll in the synthetic fiber manufacturing process.

The weight ratio of the component (E) in the nonvolatile content of the treatment agent is preferably 1 to 40% by weight, more preferably 3 to 35% by weight, further preferably 5 to 30% by weight, and particularly 7 to 25% by weight. preferable. If the amount is less than 1% by weight, the amount of the component (E) is too small so that the effect of improving the permeability is not exerted. Therefore, the fluff can be reduced by suppressing the yarn swinging on the heat set roll by improving the uniform adhesion of the treatment agent. In some cases, it is not possible to improve the yarn quality by suppressing the fluff of the manufactured synthetic fiber. On the other hand, when the amount is 40% by weight or more, the amount of the component (D) is too large, and thus it may not be possible to suppress the thermal degradation product deposition of the treatment agent on the surface of the heat set roll in the synthetic fiber manufacturing process.

(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. An organic amine compound (F), a nonionic surfactant, and an anionic surfactant may be contained.

The organic amine compound and / or its derivative (F) organic amine compound is not particularly limited. For example, 1) methylamine, dimethylamine, trimethylamine, ethylamine, diethylamine, triethylamine, butylamine, dibutylamine, tributylamine, octyl Aliphatic amine compounds such as amine, laurylamine, stearylamine, oleylamine, 2) alkanolamine compounds such as monoethanolamine, diethanolamine, triethanolamine, isopropanolamine, diisopropanolamine, triisopropanolamine, 3) N, Fats such as N-bis (hydroxyethyl) butylamine, N, N-bis (hydroxyethyl) octylamine, N, N-bis (hydroxyethyl) laurylamine Alkanolamine compounds, 4) Alkylene oxide adducts of aliphatic amine compounds such as polyoxyethylene laurylamine, polyoxyethylene stearylamine, polyoxyethylene oleylamine, 5) Aromatics such as aniline, 2-naphthylamine, benzylamine, etc. Amine compounds, 6) heterocyclic amine compounds such as pyridine, morpholine, piperazine and the like, among which aliphatic amine compounds having 6 to 22 carbon atoms such as polyoxyethylene lauryl amine and polyoxyethylene stearyl amine and / or A compound in which an alkylene oxide is added at a ratio of 1 to 50 moles with respect to 1 mole of an aliphatic amine having 6 to 22 carbon atoms is preferable.
The organic amine derivative is not particularly limited, but is an amphoteric surfactant such as cocamidopropyl betaine, cocamidopropylhydroxysultain, lauryldimethylamine oxide, or a fatty acid having 6 to 22 carbon atoms such as palmitic acid diethanolamide and an aliphatic group. In addition to amide compounds with alkanolamines, ester compounds of α-hydroxy polyvalent carboxylic acids such as citric acid and malic acid and polyoxyalkylene adducts of 6 to 22 carbon atoms, fatty acids having 6 to 22 carbon atoms And salts with the aforementioned organic amine compounds.

  Examples of the anionic surfactant include one or more selected from organic fatty acid salts, organic sulfonate salts, organic sulfate ester salts, and organic phosphate ester salts, and more specifically, potassium octoate salt , Oleic acid potassium salt, alkenyl succinic acid potassium salt, pentadecyl sulfonic acid sodium salt, dodecyl benzene sulfonic acid sodium salt, polyoxyethylene lauryl sulfate sodium salt, octyl phosphate sodium salt, polyoxyethylene lauryl phosphate potassium Examples thereof include a salt, a salt of oleyl phosphate ester and triethanolamine, a salt of polyoxyethylene oleyl phosphate ester and polyoxyethylene laurylamine, and the like.

  Moreover, in order to provide heat resistance, the processing agent for synthetic fibers of this invention may contain antioxidant further. Examples of the antioxidant include known ones such as phenol, thio, and phosphite. One or more antioxidants can be used. Although the weight ratio of the antioxidant in the non-volatile content of the treatment agent in the case of containing the antioxidant is not particularly limited, it is preferably 0.1 to 5% by weight, and more preferably 0.1 to 3% by weight.

  The treatment agent for synthetic fibers of the present invention may further contain a stock solution stabilizer (for example, water, ethylene glycol, propylene glycol, glycerin, etc.). The proportion by weight of the stock solution stabilizer in the treatment agent is preferably 0.1 to 30% by weight, and 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 processing agent for synthetic fibers of the present invention is an aqueous emulsion obtained by emulsifying a nonvolatile content in water, the concentration of the nonvolatile content is preferably 5 to 35% by weight, and more preferably 6 to 30% by weight.

  There is no limitation in particular about the manufacturing method of the processing agent for synthetic fibers of this invention, A well-known method is employable. The treating agent for synthetic fiber is produced by adding and mixing the above-mentioned respective components constituting in any or specific order.

[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 restriction | limiting in particular as a process of providing the processing agent for synthetic fibers, A well-known method is employable. 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 heat stretching, polyester and nylon are assumed to be 190 to 260 ° C for industrial materials and 110 to 220 ° C for clothing.

  As described above, the processing agent for synthetic fibers when applied to the raw material synthetic fiber filament yarn is a processing agent consisting only of a non-volatile content, a processing agent obtained by diluting the non-volatile content with a low-viscosity mineral oil, or a non-volatile content in water. Examples include emulsified aqueous 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 applied amount of the non-volatile content of the treating agent for synthetic fibers is preferably 0.05 to 5% by weight, more preferably 0.1 to 3% by weight, and 0.1 to 2% by weight with respect to the raw material 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 on the yarn path, and the effects of the present invention may not be exhibited.

  (Raw material) Synthetic fiber filament yarns include filament yarns of synthetic fibers such as polyester fibers, polyamide fibers, and polyolefin fibers. 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 fabric woven by a water jet loom, an air jet loom, or a rapier loom using a synthetic fiber filament yarn provided with the synthetic fiber treatment agent of the present invention, and a circular knitting machine, a warp knitting machine, Or it is the knitted fabric knitted with the weft knitting machine. 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.

  The present invention will be described below with reference to examples, but the present invention is not limited to the examples described herein. In the text and tables, “%” means “% by weight”.

[Examples 1-15, Comparative Examples 1-13]
The following components listed in Tables 1 and 2 were mixed and stirred until uniform to prepare a treating agent. Using each of the prepared treating agents, the oligomer dropping-off prevention property and the heat-deteriorated product removal property were evaluated by the following methods. The results are shown in Tables 1 and 2.
A-1 POE (5) Tristyrenated phenol A-2 POE (5) Distyrenated phenol a'-3 POE (5) Monostyrenated phenol A-4 POE (10) Tribenzylphenol A-5 POE (10) Dibenzylphenol a′-6 POE (10) monobenzylphenol (wherein the a ′ component means that it does not correspond to the A component)
ar-1 POE (8) nonylphenol ar-2 POE (16) dibenzylphenol laurate ar-3 2,4-bis (n-dodecylthiomethyl) -6-methylphenol ar-4 2-ethylhexanol (mercaptobenzo) Thiazole) propionate ar-5 2-ethylhexanol (3,5-di-tert-butyl-4-hydroxyphenyl) propionate ar-6 methanol EO 8 mol adduct (3,5-di-tert-butyl- 4-hydroxyphenyl) propionic acid ester ar-7 POE (3) bisphenol A dilaurate ar-8 trimoctyl trioctyl B-1 PEG600 dioleate B-2 PEG600 monooleate B-3 random polymer of 6 mol of ethylene oxide and 6 mol of propylene oxide of Roh stearate B-4 PEG 200 monooleate B-5 PEG (200) monohydroxy stearate polyoxyethylene (3 mol) adduct C-1 glycerol dioleate monopalmitate (weight average molecular weight: 815)
C-2 Trimethylolpropane dilaurate monooleate (weight average molecular weight: 720)
C-3 1,6-hexanediol dioleate (weight average molecular weight: 615)
C-4 Pentaerythritol tetracaprylate (weight average molecular weight: 580)
C-5 Dioleylthiodipropionate (weight average molecular weight: 680)
C-6 rapeseed oil C-7 2-decyltetradecyl oleate C-8 thiodipropionic acid diester of lauryl alcohol EO 3 mol adduct C-9 lauryl oleate C-10 dipentaerythritol hexahexyl decanate D-1 POE ( 20) hydrogenated castor oil D-2 POE (20) hydrogenated castor oil trioleate D-3 POE (20) glycerin trioleate D-4 POE (20) sorbitan trioleate D-5 POE (25) trimethylolpropane trilaurate D -6 Compound E-1 POE (8) Oleyl ether E-2 POP (12) POE (12) 2-POE (25) Hardened castor oil ether 2 mol and maleic acid 1 mol ester terminal hydroxyl group blocked with stearic acid Ethyl hexyl ether (block)
E-3 POP (14) POE (12) stearyl ether (random)
E-4 POE (7) oleyl ether E-5 POE (11) POP (8) normal butyl ether [random]
E-6 POE (42) POP (32) normal butyl ether [random]
E-7 POE (12.5) POP (15) 2-ethylhexyl ether [block]
F-1 oleyl phosphate dibutylethanolamine salt F-2 PO2EO2-2 ethylhexyl ether, citrate ester, dibutylethanolamine salt F-3 N, N-dimethyllauryl = N-amine oxide F-4 POE (7) laurylaminoether Oleate F-5 POE (15) Beef tallow alkylamino ether G-1 Alkanesulfonate soda salt G-2 Bis [3- (3-t-butyl-4-hydroxy-5-methylphenyl) propionic acid] [ethylene Bis (oxyethylene)]
G-3 Sorbitan monostearate G-4 Sorbitan monooleate G-5 Dodecenyl succinic acid potassium salt G-6 Octanoic acid potassium salt G-7 1,3,5-tris (4-t-butyl-3-hydroxy-2 , 6-Dimethylbenzyl) isocyanuric acid G-8 bis [2-methyl-4- (3-n-laurylthiopropionyloxy) -5-tert-butylphenyl] sulfide G-9 oleyl alcohol phosphate potassium salt G- 10 Polydimethylsiloxane [viscosity 20mm2 / s (25 ° C)]
G-11 POP (4) POE (4) Lauryl ether laurate G-12 Disodium-2-ethylhexyl succinate G-13 Mineral oil (350 mPa · s, 25 ° C.)

(Thread quality evaluation method)
For evaluation of the fiber oligomer fall-off prevention property, a polyethylene terephthalate chip having an intrinsic viscosity of 1.0 was dried by a conventional method and then melt-spun at 295 ° C. using an extruder-type spinning machine. A 15% by weight aqueous emulsion of the treating agent shown in Tables 1 to 3 is supplied to the traveling yarn discharged from the spinneret and cooled and solidified by the guide oiling method, and 0.8% is attached as the treating agent. As an oil supply yarn, this was taken up with a take-up roll at 80 ° C. at a speed of 500 m / min, and subsequently, a first draw roll at 110 ° C., a second draw roll at 130 ° C., a third draw roll at 255 ° C., 255 ° C. The polyester fiber of 1500 denier 196 filaments was obtained by stretching under a condition that the total draw ratio was 5.0 times through a fourth drawing roll, a fifth drawing roll at 255 ° C., and a relaxation roll at 150 ° C. The amount of oligomer (mg) dropped off on the relaxation roll after continuous operation for 24 hours was wiped with a solvent and weighed. In addition, it confirmed that the loosened roll fallen thing wiped off was a cyclic oligomer of polyester from the characteristic absorption and melting | fusing point by an infrared absorption spectrum.
In the yarn quality evaluation method, an optical fluff detector is attached to the yarn path between the relaxation roll and the winder at the time of the evaluation, and the number of fluff detections detected while winding 9 kg of polyester fiber is 0. Case ◎ In the case of 1 time, in the case of 2 times to 4 times, Δ, 5 times or more.

The amount of oligomer adhering to the fiber surface is measured by extracting the fiber surface oligomer of 1 g of fiber with methanol, drying the extract, then dissolving the solid in chloroform and using liquid chromatography to obtain a polyester trimer. And the quantity of tetramer was measured, and it was made into the adhesion amount, and evaluated in the following four steps. ◎ and ○ were accepted.
◎: Oligomer adhesion amount is 100 ppm or less ○: Oligomer adhesion amount is more than 100 ppm and less than 300 ppm Δ: Oligomer adhesion amount is more than 300 ppm and less than 500 ppm ×: Oligomer adhesion amount is more than 500 ppm

(Visual oligomer evaluation method)
Moreover, the visual determination method was taken using a scanning electron microscope, the adhesion state of the oligomer present on the surface of the fiber was confirmed, evaluated in the following four stages, and ◎ and ○ were passed.
◎: No oligomer on fiber surface ○: Slightly attached to fiber surface △: Sparsely attached to fiber surface ×: Adhered to the entire fiber surface

(Removability evaluation method for heat-deteriorated products)
The removal property evaluation method for the heat-deteriorated treatment agent is a test yarn prepared by adhering the prepared treatment agent to a commercially available nylon airbag yarn (462 dtx) so as to be 10.0% by weight as a treatment agent (pure component). In an atmosphere of temperature 20 ° C. and humidity 65%, contact with a friction body (surface satin chrome plating, diameter 5 cm) at a temperature of 255 ° C. for 8 hours at an initial load of 300 g, a yarn speed of 4.0 m / min, and a contact angle of 180 °, The particle diameter and the number of the heat-deteriorated material deposited on the friction body after contact were measured with a scanning electron microscope (SEM), and judged according to the following criteria. The measurement area was 7 mm2. The lower the value, the better the removability of the processing agent degradation product, and the less the fluff is generated in the spinning and drawing process, and the cleaning cycle can be extended, and the productivity is improved. ◎ and ○ were accepted.
In addition, the removal property evaluation of the treatment agent heat-deteriorated product is a part of the oligomer dropping evaluation. When the commercially available nylon airbag thread is washed to remove the adhering oligomers, the heat-deteriorated products of the treatment agent after this evaluation decrease, so the amount of oligomers produced from synthetic fibers by heating in the drawing process is reduced. It is considered that as the amount increases, oligomer precipitation and dropping on the contact surface of the friction body with the synthetic fiber increase, and the dropping oligomer serves as a nucleus to increase the heat-deteriorated product of the treatment agent. Therefore, the evaluation of the removability of the treatment agent heat-deteriorated product is related to the suppression of oligomer dropout.
[Criteria]
A: Average particle diameter is less than 5 μm and the number is 99 or less ○: Average particle diameter is 5 μm or more and less than 10 μm and the number is 99 or less Δ: Average particle diameter is 10 μm or more and less than 30 μm and the number is 99 or less ×: Average particle Diameter is 30μm or more or number is 100 or more

(Evaluation method of tension rise)
The evaluation of the increase in tension was made based on the increase in the average tension value for 30 minutes before the end relative to the average tension value for 30 minutes immediately after the start when the above-described treatment agent heat-degraded product removal property evaluation was performed. The lower the tension rise, the better.
[Criteria]
◎: Tension increase is less than 10% ○: Tension increase is 10% or more and less than 20% ×: Tension increase is 20% or more

As can be seen from Tables 1 and 2, the treating agents for synthetic fibers of Examples 1 to 15 are the component (A) which is an aromatic alkylphenol polyoxyalkylene adduct having three or more benzene rings in the molecule, and polyoxy A synthetic fiber treatment agent comprising a fatty acid ester component (B) of an alkylene glycol and a smoothing agent component (C), wherein the component (A) and the component (B) occupy the nonvolatile content of the treatment agent. Since the total weight ratio is 1 to 50% by weight, the weight ratio of the component (C) is 35 to 85% by weight, and the weight average molecular weight of the component (C) is 500 to 1500, the synthetic fiber In this manufacturing process, it is possible to suppress the heat-degraded product deposition of the treatment agent on the surface of the heat set roll, and to suppress the fluff and thread breakage that increase over time.
On the other hand, when there is no component (A) which is an aromatic alkylphenol polyoxyalkylene adduct having three or more benzene rings in the molecule (Comparative Examples 1 to 10), the sum of the component (A) and the component (B) In the case where the weight ratio is not in the range of 1 to 50% by weight (Comparative Example 11), the weight ratio of the component (C) is not in the range of 35 to 85% by weight (Comparative Examples 12 and 13). The problem is not solved.

Claims (9)

A synthetic fiber comprising a component (A) which is an aromatic alkylphenol polyoxyalkylene adduct having three or more benzene rings in the molecule, a fatty acid ester component (B) of polyoxyalkylene glycol, and a smoothing component (C) Treatment agent,
The total weight proportion of the component (A) and the component (B) in the nonvolatile content of the treatment agent is 1 to 50 wt%, the weight proportion of the component (C) is 35 to 85 wt%,
The processing agent for synthetic fibers whose weight average molecular weight of the said component (C) is 500-1500.   The component (D) further comprising at least one selected from a polyoxyalkylene polyhydric alcohol fatty acid ester component (D) and a component (E) that is a polyoxyalkylene adduct of an aliphatic alcohol, and occupying the non-volatile content of the treatment agent (D ) And the total weight ratio of the component (E) is 1 to 40% by weight.   The weight ratio of the said component (A) to the non volatile matter of the said processing agent is 0.9 to 25 weight%, and the weight ratio of a component (B) is 0.1 to 25 weight%. The processing agent for synthetic fibers of description.   The component (A) is a compound having a structure in which 1 to 30 mol of polyoxyalkylene is added to 1 mol of an aromatic alkylphenol having three or more benzene rings. The processing agent for synthetic fibers of description.   The weight average molecular weight of the polyalkylene glycol constituting the component (B) is 100 to 1000, and the number of carbon atoms of the fatty acid constituting the component (B) is 8 to 24. The processing agent for synthetic fibers of description.   The processing agent for synthetic fibers in any one of Claims 1-5 whose total weight ratio of the organic amine compound and / or its derivative (F) which occupies for the non volatile matter of the said processing agent is less than 10 weight%.   A synthetic fiber filament yarn obtained by applying the synthetic fiber treatment agent according to any one of claims 1 to 6 to a raw material synthetic fiber filament yarn.   The manufacturing method of a synthetic fiber filament yarn including the process of providing the processing agent in any one of Claims 1-6 to a raw material synthetic fiber filament yarn.   A fiber structure comprising the synthetic fiber filament yarn according to claim 7.