JP2023009038A - Synthetic fiber treatment agent and synthetic fiber - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide: a synthetic fiber treatment agent that facilitates cleaning of tar generated in a spinning process, realizes good spinnability with excellent fuzzing resistance, and also realizes good dyeability as well as rubber adhesion of a reinforcing cord made thereof; and synthetic fiber to which the synthetic fiber treatment agent is attached.

SOLUTION: A synthetic fiber treatment agent contains a smoothing agent (A), an ionic surfactant (B), and a nonionic surfactant (C). The smoothing agent (A) contains an ester compound (A1) including a branched ester compound (A1-1), where the branched ester compound (A1-1) is an ester compound having a branched chain structure in each molecule. The ionic surfactant (B) contains a carboxylic acid compound (B1), where the carboxylic acid compound (B1) is at least one selected from N-methylglycine derivatives and N-methylalanine derivatives having a C8-20 acyl group in each molecule. A content of the ester compound (A1) is 15 mass% or more based on mass of the nonvolatile component of the synthetic fiber treatment agent. A content of at least one selected from diphosphorous acid and salts thereof is in a range from 0 to 0.15 mass%.

SELECTED DRAWING: None

COPYRIGHT: (C)2023,JPO&INPIT

Description

TECHNICAL FIELD The present invention relates to a treatment agent for synthetic fibers and synthetic fibers. More specifically, a synthetic fiber treatment agent that exhibits good process passability and tar washability in the synthetic fiber spinning process and has good dyeability and rubber adhesion in the post-processing step, and such a synthetic fiber treatment agent. relates to synthetic fibers with attached.

In recent years, in the spinning process and the processing process of synthetic fibers, the speed has increased, and along with this, fluff and yarn breakage are more likely to occur. Therefore, as synthetic fiber treatment agents for suppressing these, those containing polyether obtained by adding a polyoxyalkylene group to a polyhydric alcohol (for example, Patent Documents 1 and 2) and organozinc compounds having a specific structure (for example, Patent Document 3) and the like have been proposed. However, these conventional synthetic fiber treatment agents have a problem in that the penetration of the synthetic fiber treatment agent between fibers is insufficient, and fluff and fiber breakage cannot be sufficiently suppressed during spinning and processing. rice field.
In addition, the processing agent for synthetic fibers is exposed to the heat of the high-temperature godet rollers, so it can become tar on the godet rollers when operated for a long time, and the yarn does not pass over the tar. In addition to degrading yarn quality and causing yarn breakage, it also causes a decrease in productivity. There is also the problem that productivity is reduced by the amount of time it takes.
On the other hand, the obtained synthetic fibers are also widely used as industrial materials, especially as reinforcing materials for rubber products such as tires, belts and hoses. These rubber products are reinforced with reinforcing cords made of synthetic fiber twisted yarn treated with an adhesive, and the reinforcing cords have sufficient adhesion to rubber in order to improve the durability of the rubber products. is required. In order to meet this demand, treatment agents for synthetic fibers are used, and those containing compounds obtained by adding polyoxyalkylene groups to polyhydric alcohols and/or polycarboxylic acids have been proposed (for example, Patent Document 4). there is However, there is a problem that reinforcing cords obtained by treating synthetic fibers to which these conventional synthetic fiber treatment agents are adhered with an adhesive do not have sufficient adhesiveness to rubber.

Japanese Patent Application Laid-Open No. 2003-306869 JP-A-2000-273766 JP 2013-007141 A Japanese Patent Application Laid-Open No. 2004-019088

INDUSTRIAL APPLICABILITY The present invention facilitates the washing of tar generated in the spinning process, provides good spinnability with excellent fluff resistance, and provides good dyeability and good rubber adhesion when used as a reinforcing cord. An object of the present invention is to provide a synthetic fiber treatment agent obtained and a synthetic fiber to which the synthetic fiber treatment agent is attached.

As a result of intensive research to solve the above problems, the inventors of the present invention have improved the washability of the tar generated in the spinning process, obtained good spinnability with excellent fluff resistance, and furthermore, obtained a good spinnability. The present inventors have found that a carboxylic acid compound having a specific chemical structure is greatly involved in achieving compatibility between post-processing properties such as dyeability and rubber adhesion, and have solved the above problems.

Specifically, the gist of the present invention is as follows.
1. A synthetic fiber treatment agent containing a smoothing agent (A), an ionic surfactant (B) and a nonionic surfactant (C),
The smoothing agent (A) contains an ester compound (A1) including the following branched ester compound (A1-1),
The ionic surfactant (B) contains the following carboxylic acid compound (B1),
The synthetic fiber treatment agent contains 15% by mass or more of the ester compound (A1) based on the non-volatile content, and the content of at least one selected from diphosphorous acid and salts thereof is 0 to 0.15% by mass. A synthetic fiber treatment agent characterized in that it is in the range of.
Branched ester compound (A1-1): an ester compound having a branched chain structure in the molecule.
Carboxylic acid compound (B1): at least one selected from N-methylglycine derivatives and N-methylalanine derivatives having an acyl group having 8 to 20 carbon atoms in the molecule.
2. 1. The carboxylic acid compound (B1) is contained in an amount of 0.01 to 4% by mass based on the non-volatile content of the treatment agent. 4. The processing agent for synthetic fibers according to .
3. The branched ester compound (A1-1) contains a complete ester compound of a C3-C10 tri- to C6-hydric aliphatic alcohol having a branched chain structure and a C8-20 monovalent fatty acid. 1. or 2. 4. The processing agent for synthetic fibers according to .
4. 1. The nonionic surfactant (C) further contains at least one selected from the following fatty acid derivative (C1) and the following alcohol derivative (C2). ~3. The treatment agent for synthetic fibers according to any one of .
Fatty acid derivative (C1): an ester compound of a monovalent fatty acid having 8 to 20 carbon atoms and a (poly)alkylene glycol having a mass average molecular weight of 200 to 1000 and having an alkylene oxide having 2 to 4 carbon atoms as a constituent unit, and carbon A compound in which an alkylene oxide having 2 to 4 carbon atoms is added at a ratio of 1 to 20 mol in total per 1 mol of a monovalent fatty acid of number 8 to 20.
Alcohol derivative (C2): A compound obtained by adding 1 to 50 moles of an alkylene oxide having 2 to 4 carbon atoms per mole of monohydric aliphatic alcohol having 8 to 15 carbon atoms.
5. 1. The nonionic surfactant (C) further contains the following amide derivative (C3). ~ 4. The treatment agent for synthetic fibers according to any one of .
Amide derivative (C3): an amide compound of a monovalent fatty acid having 8 to 20 carbon atoms and diethanolamine, and an alkylene oxide having 2 to 4 carbon atoms per mole of an amide compound of a monovalent fatty acid having 8 to 20 carbon atoms and diethanolamine. At least one selected from compounds added in a total amount of 1 to 10 mol.
6. 1. The nonionic surfactant (C) further contains the following amine derivative (C4). ~ 5. The treatment agent for synthetic fibers according to any one of .
Amine derivative (C4): at least one compound selected from compounds obtained by adding 1 to 20 mol of alkylene oxide having 2 to 4 carbon atoms per 1 mol of primary aliphatic amine having 8 to 20 carbon atoms.
7. When the total content of the smoothing agent (A), the ionic surfactant (B) and the nonionic surfactant (C) is 100 parts by mass, the smoothing agent (A) is 15 to 70 parts by mass, 1. Containing 0.01 to 15 parts by mass of the ionic surfactant (B) and 20 to 80 parts by mass of the nonionic surfactant (C). ~6. The treatment agent for synthetic fibers according to any one of .
8.1. ~7. A synthetic fiber to which the synthetic fiber treatment agent according to any one of 1 above is adhered.

The synthetic fiber treatment agent of the present invention and the synthetic fiber to which this synthetic fiber treatment agent is attached exhibit good process passability in the spinning process and processing process of synthetic fibers, which have been speeded up in recent years. do. In particular, by reducing the fluffiness of the synthetic fiber thread, it is possible to exhibit good processability and obtain excellent spinnability.
In addition, the tar generated in the spinning process can be easily washed off, and the frictional resistance with the roller can be reduced.
In addition, the synthetic fiber to which the synthetic fiber treatment agent of the present invention has adhered can exhibit good dyeability and rubber adhesion in the post-processing step. Such efficacy is particularly effective in post-processing steps for seat belt applications, tire cord applications, and the like. Specifically, it has the effect of improving dyeability when dyeing is required for seat belts, etc., and improving rubber adhesion when used as a reinforcing cord for rubber products such as tires. It is possible to obtain a reinforcing cord suitable for a V-belt or the like, which is a transmission belt for transmitting power, which is one type of belt for use.

The present invention provides a smoothing agent (A) containing an ester compound (A1) containing a branched ester compound (A1-1), which is an ester compound having a branched chain structure in the molecule, and a smoothing agent (A) having 8 to 20 carbon atoms in the molecule. containing an ionic surfactant (B) and a nonionic surfactant (C) containing a carboxylic acid compound (B1) which is at least one selected from N-methylglycine derivatives and N-methylalanine derivatives having an acyl group of and a synthetic fiber treatment agent in which the content of at least one selected from diphosphite and its salts is in the range of 0 to 0.15% by mass, and a synthetic fiber to which this synthetic fiber treatment agent is attached .
The present invention will be described in detail below.

<Smoothing agent (A)>
The treatment agent for synthetic fibers of the present invention contains a smoothing agent (A) as an essential component, and the smoothing agent (A) is a branched ester compound which is an ester compound having a branched chain structure in its molecule. The ester compound (A1) containing (A1-1) is an essential component and is contained in an amount of 15% by mass or more, preferably 25% by mass or more, based on the non-volatile content of the treatment agent for synthetic fibers of the present invention. , more preferably 35% by mass or more, and the branched ester compound (A1-1) preferably contains 15% by mass or more, based on the non-volatile content of the synthetic fiber treatment agent of the present invention, and 20% by mass. It is more preferable to contain 30% by mass or more, and it is further preferable to contain 30% by mass or more.
The non-volatile content of the synthetic fiber treatment agent in the present invention is the residue obtained by heat-treating 1 g of the synthetic fiber treatment agent in a petri dish (outer diameter 5 cm, height 15 mm, thickness 0.6 mm) at 105 ° C. for 2 hours. means.
Examples of the branched ester compound (A1-1) include rapeseed oil, trimethylolpropane trioleate, glycerin trioleate, palm oil, coconut oil, sesame oil, pentaerythritol tetraoctate, and the like, which have a branched chain structure in the molecule. , full ester compounds derived from polyhydric alcohols, trimethylolpropane dioleate, trimethylolpropane monooleate, etc. Partial ester compounds derived from polyhydric alcohols, isotridecyl stearate having a branched chain structure in the molecule , isotridecyl oleate, monoesters such as isooctyl palmitate, diesters such as di(isostearyl) adipate, di(isooctyl) sebacate, di(isostearyl) thiodipropionate, di(isocetyl) thiodipropionate monohydric alcohol-derived ester compounds having a branched chain structure in the molecule, such as branched sulfur-containing esters such as Monoesters preferably have 24 to 32 total carbon atoms in their chemical structure. When the total number of carbon atoms is 24 or more, smoking in the spinning process can be suppressed, and when the total number of carbon atoms is 32 or less, both smoothness and stability can be achieved. Polyvalent esters preferably have 24 to 70 total carbon atoms in their chemical structure. When the total number of carbon atoms is 24 or more, smoke generation in the spinning process can be suppressed, and when the total number of carbon atoms is 70 or less, both smoothness and stability can be achieved.
Among them, the branched ester compound (A1-1) contains a complete ester compound of a tri- to hexavalent aliphatic alcohol having a branched chain structure and having 3 to 10 carbon atoms and a monovalent fatty acid having 8 to 20 carbon atoms. It is preferable that the
Furthermore, the branched ester compound (A1-1) is preferably a complete ester compound of a tri- or tetravalent aliphatic alcohol having a branched chain structure and having 3 to 6 carbon atoms and a monovalent fatty acid having 8 to 20 carbon atoms. Specific examples include complete ester compounds with glycerin, trimethylolpropane, and pentaerythritol.

Ester compounds (A1) other than the branched ester compound (A1-1) include monohydric alcohols having a linear structure such as monoesters such as dodecyl oleate and dodecyl palmitate, and diesters such as dioctyl adipate and dioctyl sebacate. derived ester compounds, and complete ester compounds derived from dihydric alcohols having a linear structure such as butanediol dioleate.
The ester compound (A1) in the present invention does not include an ester compound containing a (poly)oxyalkylene group in its chemical structure.
The treatment agent for synthetic fibers of the present invention is employed as a treatment agent for synthetic fibers in addition to the ester compound (A1) containing the branched ester compound (A1-1) as long as the effects of the present invention are not impaired. A known smoothing agent can be used in combination. Specific examples thereof include aromatic hydrocarbons, paraffinic hydrocarbons, naphthenic hydrocarbons, and mineral oils. Low-viscosity hydrocarbons (<2 mm ² /s, 40° C.) commonly used as diluents are not included in the known leveling agents.

<Ionic surfactant (B)>
The synthetic fiber treatment agent of the present invention contains a carboxylic acid compound (B1) which is at least one selected from N-methylglycine derivatives and N-methylalanine derivatives having an acyl group having 8 to 20 carbon atoms in the molecule. It contains an ionic surfactant (B) as an essential component. Among them, the carboxylic acid compound (B1) is preferably at least one selected from N-methylglycine derivatives and N-methylalanine derivatives having an acyl group having 8 to 20 carbon atoms in the molecule. Those having 10 to 20 acyl groups are more preferred, and those having 12 to 18 carbon atoms in the molecule are even more preferred. Especially preferred are N-methylglycine derivatives having an acyl group of 8 to 18 carbon atoms in the molecule.
Specifically, for example, N-methylglycine, N-benzyl-N-methylglycine, N,N-dimethylglycine, N-methyl-N-ethylglycine, N-methyl-N-cocoylglycine, N-methyl- N-lauroylglycine, N-methyl-N-decanoylglycine, N-methyl-N-oleoylglycine, N-methyl-N-cocoylalanine, N-methyl-N-lauroylalanine, N-methyl-N-myris trailalanine, among which N-methyl-N-cocoylglycine, N-methyl-N-lauroylglycine, N-methyl-N-decanoylglycine, N-methyl-N-oleoylglycine, N- Examples include methyl-N-cocoylalanine and N-methyl-N-lauroylalanine.
(B1) may be unneutralized or may be a neutralized salt. The unneutralized material may be neutralized in the synthetic fiber treatment agent, or may be neutralized before being subjected to the synthetic fiber treatment agent. Examples of counter ions include alkali metal salts such as potassium salts and sodium salts, ammonium salts, alkanolamine salts such as (poly)oxyalkylenealkylamine and triethanolamine, and phosphonium salts. Among them, alkali metal salts or alkanolamine salts are preferred.
The synthetic fiber treatment agent of the present invention contains a carboxylic acid compound (B1) which is at least one selected from N-methylglycine derivatives and N-methylalanine derivatives having an acyl group having 8 to 20 carbon atoms in the molecule. , preferably 0.01 to 4% by mass, more preferably 0.05 to 3% by mass, and 0.1 to 2% by mass, based on the non-volatile content of the synthetic fiber treatment agent is more preferred.

The synthetic fiber treatment agent of the present invention contains at least one selected from N-methylglycine derivatives and N-methylalanine derivatives having an acyl group having 8 to 20 carbon atoms in the molecule, as long as the effects of the present invention are not impaired. In addition to the carboxylic acid compound (B1), which is the second component, known ionic surfactants employed in synthetic fiber treatment agents can be used in combination. Specific examples of ionic surfactants include anionic surfactants, cationic surfactants, and amphoteric surfactants.
Specific examples of anionic surfactants include (1) laurylsulfonate, myristylsulfonate, cetylsulfonate, oleylsulfonate, stearylsulfonate, tetradecanesulfonate, and α-olefinsulfonate. , Dodecyl benzene sulfonate, secondary alkyl sulfonate, etc. aliphatic sulfonate or aromatic sulfonate, (2) lauryl sulfate, oleyl sulfate, stearyl sulfate, etc. of aliphatic alcohol (3) polyoxyethylene lauryl ether sulfate, polyoxyalkylene (polyoxyethylene, polyoxypropylene) lauryl ether sulfate, polyoxyethylene oleyl ether sulfate, and other aliphatic alcohols with ethylene oxide (EO) and propylene oxide (PO) to which at least one alkylene oxide is added, (4) castor oil fatty acid sulfate, sesame oil fatty acid sulfate, tall oil fatty acid sulfate, soybean oil fatty acid Fatty acid sulfates such as sulfates, rapeseed oil fatty acid sulfates, palm oil fatty acid sulfates, lard fatty acid sulfates, and whale oil fatty acid sulfates, (5) castor oil sulfates, sesame oil sulfates salt, tall oil sulfate, soybean oil sulfate, rapeseed oil sulfate, palm oil sulfate, lard sulfate, whale oil sulfate, and other oils and fats sulfates, ( 6) Fatty acid salts such as laurate, oleate, stearate and dodecenyl succinate, (7) Fatty alcohol sulfosuccinate salts such as dioctylsulfosuccinate, (8) Lauryl phosphate, isocetyl phosphorus Acid ester salts, oleyl phosphate salts, phosphate ester salts such as polyoxyethylene oleyl ether phosphate ester salts, and the like. Anionic surfactants may be unneutralized or neutralized salts. Examples of the counter ion of the anionic surfactant include alkali metal salts such as potassium salts and sodium salts, ammonium salts, alkanolamine salts such as triethanolamine, and the like.
Specific examples of cationic surfactants include lauryltrimethylammonium chloride, cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, behenyltrimethylammonium chloride and didecyldimethylammonium chloride.
Specific examples of amphoteric surfactants include, for example, betaine type amphoteric surfactants.

<Nonionic surfactant (C)>
The synthetic fiber treatment agent of the present invention contains a nonionic surfactant (C) as an essential component. In the present invention, an ester compound containing a (poly)oxyalkylene group in its chemical structure is included in the nonionic surfactant (C). Among them, an ester compound of a monovalent fatty acid having 8 to 20 carbon atoms and a (poly)alkylene glycol having a mass average molecular weight of 200 to 1000 and having an alkylene oxide having 2 to 4 carbon atoms as a constituent unit, and 8 to 20 carbon atoms. A fatty acid derivative (C1) which is a compound obtained by adding an alkylene oxide having 2 to 4 carbon atoms at a ratio of 1 to 20 mol in total per 1 mol of a monovalent fatty acid, and a monohydric aliphatic alcohol 1 having 8 to 15 carbon atoms. It preferably contains at least one selected from alcohol derivatives (C2), which are compounds to which alkylene oxides having 2 to 4 carbon atoms are added in a total amount of 1 to 50 moles per mole.
The synthetic fiber treatment agent of the present invention further comprises, as a nonionic surfactant (C), an amide compound of a monovalent fatty acid having 8 to 20 carbon atoms and diethanolamine, and a monovalent fatty acid having 8 to 20 carbon atoms and diethanolamine. It is preferable to contain at least one amide derivative (C3) selected from compounds to which alkylene oxides having 2 to 4 carbon atoms are added at a rate of 1 to 10 mol in total per 1 mol of the amide compound.
The treatment agent for synthetic fibers of the present invention further comprises, as a nonionic surfactant (C), a total of 1 to 20 alkylene oxides having 2 to 4 carbon atoms per mole of primary aliphatic amines having 8 to 20 carbon atoms. It is preferable to contain at least one amine derivative (C4) selected from compounds added in a molar ratio.
The nonionic surfactant (C) in the present invention does not include known nonionic surfactants that correspond to the ester compound (A1) in the present invention.

<Fatty acid derivative (C1)>
The fatty acid derivative (C1) in the present invention is an ester of a monovalent fatty acid having 8 to 20 carbon atoms and a (poly)alkylene glycol having a mass average molecular weight of 200 to 1000 and having an alkylene oxide having 2 to 4 carbon atoms as a constituent unit. and a compound obtained by adding an alkylene oxide having 2 to 4 carbon atoms at a ratio of 1 to 20 mol in total per 1 mol of a monovalent fatty acid having 8 to 20 carbon atoms.
Among the monovalent fatty acids having 8 to 20 carbon atoms in the fatty acid derivative (C1), monovalent fatty acids having 10 to 20 carbon atoms are preferable, and monovalent fatty acids having 12 to 18 carbon atoms are more preferable. The monovalent fatty acid may be a saturated fatty acid or an unsaturated fatty acid, and specific examples include caprylic acid (carbon number: 8), capric acid (carbon number: 10), lauric acid (carbon number: 12), myristic acid (carbon number: 14), myristoleic acid (carbon number: 14), palmitic acid (carbon number: 16), palmitoleic acid (carbon number: 16), stearic acid (carbon number: 18) , oleic acid (carbon number: 18), linoleic acid (carbon number: 18), linolenic acid (carbon number: 18), arachidic acid (carbon number: 20), and the like.
The (poly)alkylene glycol having an alkylene oxide having 2 to 4 carbon atoms as a constituent unit in the fatty acid derivative (C1) is preferably polyethylene glycol having an ethylene oxide as a constituent unit, and preferably has a weight average molecular weight of 400 to 800.
As the fatty acid derivative (C1) in the present invention, specifically, 5 mol of EO is added to 1 mol of lauric acid, 10 mol of EO is added to 1 mol of lauric acid, and 5 mol of EO is added to 1 mol of palmitic acid. , 10 mol of EO added to 1 mol of palmitic acid, 5 mol of EO added to 1 mol of stearic acid, 10 mol of EO added to 1 mol of isostearic acid, 10 mol of EO added to 1 mol of oleic acid, olein 5 mol of PO and 5 mol of EO added to 1 mol of acid, 1 mol of polyethylene glycol (average molecular weight 200) esterified with 2 mol of oleic acid, 1 mol of polyethylene glycol (average molecular weight 400) and olein Esterified with 2 mol of acid, 1 mol of polyethylene glycol (average molecular weight 200) esterified with 2 mol of coconut oil fatty acid, 1 mol of polyethylene glycol (average molecular weight 600) esterified with 2 mol of oleic acid 1 mol of polyethylene glycol (average molecular weight 400) esterified with 2 mol of lauric acid, 1 mol of polyethylene glycol (average molecular weight 600) esterified with 1.5 mol of palm oil fatty acid is mentioned. Among them, 10 mol of EO is added to 1 mol of oleic acid, 1 mol of polyethylene glycol (average molecular weight 600) is esterified with 2 mol of oleic acid, and 1 mol of polyethylene glycol (average molecular weight 400) is lauric acid. It is preferably esterified with 2 mol, or esterified with 1.5 mol of palm oil fatty acid per 1 mol of polyethylene glycol (average molecular weight: 600).
In the present invention, EO and PO at the end of the compound names mean adducts of ethylene oxide and propylene oxide, respectively, and the subsequent numbers indicate the average number of added moles.
The weight average molecular weight and average molecular weight in the present invention indicate the weight average molecular weight when polyethylene glycol is used as a standard substance in gel permeation chromatography.

<Alcohol derivative (C2)>
The alcohol derivative (C2) in the present invention is a compound obtained by adding 1 to 50 moles of alkylene oxide having 2 to 4 carbon atoms per mole of monohydric aliphatic alcohol having 8 to 15 carbon atoms.
Among the monovalent aliphatic alcohols having 8 to 15 carbon atoms in the alcohol derivative (C2), monovalent aliphatic alcohols having 9 to 14 carbon atoms are preferred, and monovalent aliphatic alcohols having 10 to 13 carbon atoms are preferred. more preferred. The aliphatic alcohol may have a linear structure or a branched structure, but from the viewpoint of the stability of the treatment agent for synthetic fibers, one having a branched structure is preferred. Further, the aliphatic alcohol may be a saturated alcohol or an unsaturated alcohol, but a saturated alcohol is preferred. Fatty alcohols are, for example, octyl alcohol, isooctyl alcohol, nonyl alcohol, isononyl alcohol, decyl alcohol, isodecyl alcohol, undecyl alcohol, isoundecyl alcohol, dodecyl alcohol, isododecyl alcohol, tridecyl alcohol, isotri Decyl alcohol, tetradecyl alcohol, isotetradecyl alcohol, pentadecyl alcohol, isopentadecyl alcohol. The alcohol derivative (C2) is an ethylene oxide adduct, a propylene oxide adduct, a butylene oxide adduct, a random adduct of ethylene oxide and propylene oxide, a block adduct of ethylene oxide and butylene oxide, and a block adduct of ethylene oxide and propylene oxide. things, etc. Among them, an alcohol derivative containing an oxypropylene group in its chemical structure is preferable.
As the alcohol derivative (C2) in the present invention, specifically, 4 mol of EO and 8 mol of PO are randomly added to 1 mol of 2-ethylhexanol, and 5 mol of EO and 5 mol of PO are randomly added to 1 mol of octyl alcohol. , 5 mol of PO added to 1 mol of decyl alcohol and 5 mol of EO added, 5 mol of EO added to isododecyl alcohol, 10 mol of EO and 10 mol of PO randomly added to isotridecyl alcohol 10 mol of PO is added to 1 mol of isotridecyl alcohol, and 10 mol of EO is added to 1 mol of isotridecyl alcohol; and 10 mol of EO is added to tetradecyl alcohol. Among them, 10 mol of EO and 10 mol of PO are randomly added to 1 mol of isododecyl alcohol, 10 mol of EO is added to 1 mol of isotridecyl alcohol, and 1 mol of 2-ethylhexanol Preferably, 4 mol of EO and 8 mol of PO are randomly added to each mol.

<Amide derivative (C3)>
The amide derivative (C3) in the present invention is an amide compound of a monovalent fatty acid having 8 to 20 carbon atoms and diethanolamine, and an amide compound of a monovalent fatty acid having 8 to 20 carbon atoms and diethanolamine having 2 to 4 carbon atoms per mole. is at least one selected from compounds to which 1 to 10 moles of alkylene oxide are added.
Among the monovalent fatty acids having 8 to 20 carbon atoms in the amide derivative (C3), monovalent fatty acids having 10 to 20 carbon atoms are preferable, and monovalent fatty acids having 12 to 18 carbon atoms are more preferable. The monovalent fatty acid may be a saturated fatty acid or an unsaturated fatty acid, and examples thereof include those used in the fatty acid derivative (C1). Among the alkylene oxides having 2 to 4 carbon atoms, ethylene oxide is preferred, and the number of addition thereof is preferably 2 to 8 mol.
Specific examples of compounds included in the amide derivative (C3) in the present invention include lauric acid diethanolamide, myristic acid diethanolamide, palmitic acid diethanolamide, stearic acid diethanolamide, oleic acid diethanolamide, coconut fatty acid diethanolamide, palm Nucleic oil fatty acid diethanolamide, rapeseed fatty acid diethanolamide, 1 mol of lauric acid diethanolamide with 3 mols of EO added, 1 mol of oleic acid diethanolamide with 3 mols of EO added, 1 mol of coconut fatty acid diethanolamide with 5 mols of EO added mentioned.

<Amine derivative (C4)>
The amine derivative (C4) in the present invention is selected from compounds obtained by adding an alkylene oxide having 2 to 4 carbon atoms at a rate of 1 to 20 mol in total per mol of a primary aliphatic amine having 8 to 20 carbon atoms. At least one.
Among the primary aliphatic amines having 8 to 20 carbon atoms in the amine derivative (C4), primary aliphatic amines having 10 to 18 carbon atoms are preferred, and primary aliphatic amines having 12 to 18 carbon atoms are preferred. Aliphatic amines are more preferred. The alkyl portion of the primary aliphatic amine may be saturated or unsaturated. Octylamine, decylamine, laurylamine, myristylamine, myristylamine, palmitylamine, palmitoleylamine, stearylamine, oleylamine, and mixtures thereof such as palmamine. Among the alkylene oxides having 2 to 4 carbon atoms, ethylene oxide is preferred. The amine derivative is a secondary amine compound having one (poly)oxyalkylene group or a tertiary amine having two (poly)oxyalkylene groups formed by adding an alkylene oxide having 2 to 4 carbon atoms or less to a primary amine having one hydrocarbon group. It may be a compound.
Specific examples of the compounds contained in the amine derivative (C4) of the present invention include 3 mol of EO added to 1 mol of laurylamine, 5 mol of EO added to 1 mol of myristylamine, and 8 mol of EO added to 1 mol of palmitylamine. 1 mol of stearylamine with 10 mol of EO added, 1 mol of oleylamine with 15 mol of EO added, 1 mol of a mixture of stearylamine and palmitylamine with 10 mol of EO added, 1 mol of coconut amine with 5 mol of EO added is mentioned.
The treatment agent for synthetic fibers of the present invention may include synthetic fibers other than the fatty acid derivative (C1), the alcohol derivative (C2), the amide derivative (C3), and the amine derivative (C4) as long as the effects of the present invention are not impaired. A known nonionic surfactant that is used as a processing agent for washing can be used in combination. Specific examples include fatty acid derivatives, alcohol derivatives, amide derivatives, amine derivatives, and ethers obtained by adding an alkylene oxide to an ester compound of a carboxylic acid and a polyhydric alcohol within a range not overlapping with (C1) to (C4).・Ester compounds, compounds obtained by adding alkylene oxide to aromatic alcohols, esters of alkoxypolyalkylene glycols and fatty acids, linear partial ester compounds of polyhydric alcohols and fatty acids, sorbitan, etc., having 3 to 6 carbon atoms Examples include partial ester compounds of polyhydric alcohols having a cyclic structure and fatty acids, such as alkylene oxide adducts of hydrogenated castor oil, alkylene oxide adducts of nonylphenol, polyoxyethylene methyl ether oleate, glycerin monooleate, sorbitan. Monooleate, sorbitan trioleate, sorbitan monostearate, sorbitan tristearate and the like can be used in combination.

The treatment agent for synthetic fibers of the present invention contains a smoothing agent, an ionic surfactant and a nonionic surfactant, and the content of at least one selected from diphosphorous acid and salts thereof is a non-volatile content of the treatment agent for synthetic fibers. It is in the range of 0 to 0.15% by weight per minute. The upper limit is preferably 0.1% by mass or less, more preferably 0.05% by mass or less.
Salt-forming counterions include sodium, potassium, calcium, magnesium, copper, nickel, iron, amine compounds, and the like.
Diphosphite and its salts may contaminate the synthetic fiber treatment agent as a catalyst or anti-coloring agent used in the production of the synthetic fiber treatment agent, but these are removed from the synthetic fiber treatment agent by a known refining method. is preferred. Diphosphorous acid and its salts are substances that deteriorate tar washability and lead to an increase in the number of fluffs in the synthetic fibers produced. If the content of the salt is in the range of 0.15% by mass or less, the effect of the present invention is not particularly hindered.

<Blending ratio>
In the synthetic fiber treatment agent of the present invention, when the total content of the essential components of the smoothing agent (A), the ionic surfactant (B) and the nonionic surfactant (C) is 100 parts by mass, the smoothing agent ( A) of 15 to 70 parts by mass, preferably 25 to 70 parts by mass, more preferably 35 to 65 parts by mass, and an ionic surfactant (B) of 0.01 to 15 parts by mass, preferably 0.1 to 12 parts by mass. part, more preferably 0.5 to 10 parts by mass, nonionic surfactant (C) 20 to 80 parts by mass, preferably 25 to 75 parts by mass, more preferably 30 to 70 parts by mass. preferable.

<Other ingredients>
The synthetic fiber treatment agent of the present invention can be used in combination with other components such as antifoaming agents, antioxidants, antiseptics, antirust agents, and the like. The combined amount of other ingredients can be defined within a range that does not impair the effects of the present invention.

<Synthetic fiber>
The synthetic fiber of the present invention is a synthetic fiber to which the synthetic fiber treatment agent of the present invention is attached. Synthetic fibers to which the treatment agent for synthetic fibers of the present invention is attached are not particularly limited. Fibers, polyolefin fibers such as polyethylene and polypropylene, and the like. Among these, polyester fibers and polyamide fibers are preferred. The synthetic fiber to which the synthetic fiber treatment agent of the present invention is attached can be obtained as a drawn yarn or a semi-drawn yarn. Among others, the treatment agent for synthetic fibers of the present invention is suitable for producing drawn yarns.
The proportion of the synthetic fiber treatment agent (solvent-free) of the present invention attached to the synthetic fiber is not particularly limited, but the synthetic fiber treatment agent of the present invention is added to the synthetic fiber in an amount of 0.1 to 3% by mass. It is preferable to deposit so that it becomes a ratio.
The step of applying the synthetic fiber treatment agent of the present invention includes a spinning step, a drawing step, and a step of simultaneously performing spinning and drawing. In addition, as a method for applying the treatment agent for synthetic fibers of the present invention, a known method can be appropriately adopted, and examples include a roller lubricating method, a guide lubricating method using a metering pump, an immersion lubricating method, and a spray lubricating method. etc. When the synthetic fiber treatment agent of the present invention is applied to synthetic fibers, the treatment agent may be applied in the form of, for example, an organic solvent solution, an aqueous liquid, or a neat solution using a diluent. Examples of diluents used at this time include water, low-viscosity hydrocarbons (<2 mm ² /s, 40° C.), organic solvents (acetone, chloroform, methanol, isopropyl alcohol, etc.), and mixtures thereof. However, water or low-viscosity hydrocarbons are preferable from the viewpoint of economy and adhesion.

EXAMPLES The present invention will be described below with reference to examples, but the technical scope of the present invention is not limited by these examples. In the following examples and comparative examples, "part" means "mass part" and "%" means "mass%".

<Preparation of processing agent for synthetic fibers>
・Example 1
As a smoothing agent (A), 40% rapeseed oil (A1-1-1) and 4% di(isostearyl) thiodipropionate (A1-1-3), which are branched ester compounds (A1-1), and an ionic interface As the active agent (B), carboxylic acid compound (B1) N-methyl-N-lauroylglycine/sodium salt (B1-2) 1%, other ionic surfactant secondary alkanesulfonic acid sodium salt ( Carbon number: 11 to 14) (B2-1) 1%, and as a nonionic surfactant (C), 10 mol of EO added to 1 mol of oleic acid, which is a fatty acid derivative (C1) (C1-1) 10%, 10% EO (C2-1) obtained by randomly adding 10 mol of EO and 10 mol of PO to 1 mol of isododecyl alcohol, which is the alcohol derivative (C2), and 3 mol of EO to 1 mol of oleic acid diethanolamide, which is the amide derivative (C3). Addition (C3-1) 3%, mixture of oleylamine, stearylamine and palmitylamine which is amine derivative (C4) 1 mol of EO added to 1 mol of EO (C4-1) 2%, other nonionic surfactants EO 10 mol added to 1 mol of hydrogenated castor oil (C5-1) 10%, compound (C5-5) 10% obtained by adding EO 20 mol to 1 mol of castor oil and esterified with oleic acid 2 mol, 8% sorbitan monooleate (C5-7), and as other components, 0.3% polyether-modified silicone (X-1) and 0.7% ethylene glycol (X-3) were uniformly mixed, The treatment of Example 1 was prepared.

・Example 16
25% trimethylolpropane trioleate (A1-1-2), which is a branched ester compound (A1-1), as a smoothing agent (A), and N, which is a carboxylic acid compound (B1), as an ionic surfactant (B) -methyl-N-lauroylglycine/sodium salt (B1-2) 1.4%, other ionic surfactant dioctylsulfosuccinate sodium salt (B2-2) 1% and oleyl alcohol-ethylene oxide 5 mol adduct 0.6% of the phosphate ester (B2-5), and 1.5 mol of palm oil fatty acid per 1 mol of polyethylene glycol (average molecular weight 600), which is the fatty acid derivative (C1), as the nonionic surfactant (C). Esterified product (C1-4) 10%, alcohol derivative (C2) obtained by randomly adding 10 mol of EO and 10 mol of PO to 1 mol of isododecyl alcohol (C2-1) and 10% of isotridecyl alcohol 10 mol of EO added to 10 mol of PO per 1 mol (C2-2) 20%, oleic acid diethanolamide (C3-3) as amide derivative (C3) 1%, amine derivative (C4) EO 10 mol added to 1 mol of a mixture of oleylamine, stearylamine and palmitylamine (C4-1) 1%, and other nonionic surfactants hydrogenated castor oil 1 mol added EO 20 mol to 3 oleic acid Esterified compound (C5-2) 14.99% and sorbitan monooleate (C5-7) 15%, diphosphorous acid (commercial reagent, 50% by weight aqueous solution) as a pure content of 0.01% The treatment agent of Example 16 was prepared by uniformly mixing the proportions.

・Examples 2 to 15, 17 to 33 and Comparative Examples 1 to 8
The synthetic fiber treatment agents of Examples 2 to 15, 17 to 33 and Comparative Examples 1 to 8 were prepared in the same manner as in Examples 1 and 16 with the formulations shown in Tables 1 and 2 below.

The ratio (%) in Tables 1 and 2 is a numerical value representing the blending ratio of each component in mass ratio (%) when the total amount of the treatment agent for synthetic fibers is 100% by mass.
Each symbol in Tables 1 and 2 represents the following components.
<Smoothing agent (A)>
・Branched ester compound (A1-1)
A1-1-1: Rapeseed oil A1-1-2: Trimethylolpropane trioleate A1-1-3: Di (isostearyl) thiodipropionate A1-1-4: Di (isocetyl) thiodipropionate A1- 1-5: di (isostearyl) adipate A1-1-6: isotridecyl stearate A1-1-7: isotridecyl oleate A1-1-8: isooctyl palmitate A1-1-9: trimethylol Propanedioleate and other ester compounds (A1-2)
A1-2-1: dodecyl oleate A1-2-2: dodecyl palmitate A1-2-3: butanediol dioleate/other smoothing agents A2-1: mineral oil (30 mm ² /s, 40° C.)
<Ionic surfactant (B)>
· Carboxylic acid compound (B1)
B1-1: N-methyl-N-cocoylglycine / sodium salt B1-2: N-methyl-N-lauroylglycine / sodium salt B1-3: N-methyl-N-lauroylglycine B1-4: N-methyl- N-decanoylglycine/sodium salt B1-5: N-methyl-N-oleoylglycine/potassium salt B1-6: N-methyl-N-cocoylalanine/potassium salt/other ionic surfactant B2-1: Secondary alkanesulfonic acid sodium salt (carbon number: 11-14)
B2-2: Dioctyl sulfosuccinate sodium salt B2-3: α-olefin sulfonate sodium salt B2-4: Potassium oleate salt B2-5: Phosphate ester of oleyl alcohol-ethylene oxide 5 mol adduct B2-6: Isocetyl phosphorus Acid ester B2-7: oleyl phosphate ester B2-8: linolenic acid

<Nonionic surfactant (C)>
・Fatty acid derivative (C1)
C1-1: EO 10 mol added to oleic acid 1 mol C1-2: Polyethylene glycol (average molecular weight 600) 1 mol esterified with oleic acid 2 mol C1-3: Polyethylene glycol (average molecular weight 400 ) Esterified with 2 mol of lauric acid per 1 mol C1-4: Polyethylene glycol (average molecular weight 600) per 1 mol esterified with 1.5 mol of palm oil fatty acid ・Alcohol derivative (C2)
C2-1: 10 mol of EO and 10 mol of PO are randomly added to 1 mol of isododecyl alcohol C2-2: 10 mol of EO is added to 1 mol of isotridecyl alcohol to which 10 mol of PO is added C2 -3: 4 mol of EO and 8 mol of PO are randomly added to 1 mol of 2-ethylhexanol C2-4: 10 mol of EO is added to 1 mol of oleyl alcohol C2-5: 1 mol of butyl alcohol Random addition of 10 mol of EO and 10 mol of PO Amide derivative (C3)
C3-1: 3 mol of EO added to 1 mol of oleic acid diethanolamide C3-2: 5 mol of EO added to 1 mol of coconut fatty acid diethanolamide C3-3: Oleic acid diethanolamide/amine derivative (C4)
C4-1: 1 mol of a mixture of oleylamine, stearylamine and palmitylamine with 10 mol of EO added C4-2: 1 mol of coconut amine with 5 mol of EO added Other nonionic surfactants C5-1: 1 mol of hydrogenated castor oil C5-2: compound obtained by adding 20 mol of EO to 1 mol of hydrogenated castor oil and esterifying it with 3 mol of oleic acid C5-3: adding 25 mol of EO to 1 mol of hydrogenated castor oil with adipic acid Compound crosslinked and terminally esterified with stearic acid (average molecular weight: 5000)
C5-4: 20 mol of EO added to 1 mol of castor oil C5-5: Compound obtained by adding 20 mol of EO to 1 mol of castor oil and esterified with 2 mol of oleic acid C5-6: 7 mol of EO added to 1 mol of nonylphenol C5-7: Sorbitan monooleate C5-8: Sorbitan trioleate C5-9: Polyoxyethylene (9 mol) methyl ether oleate <Other components>
X-1: polyether-modified silicone X-2: 1,3,5-tris (4-t-butyl-3-hydroxy-2,6-dimethylbenzyl) isocyanuric acid X-3: ethylene glycol X-4: diethylene glycol X-5: polyethylene glycol (average molecular weight: 300)
X-6: glycerin X-7: citric acid triethanolamine salt X-8: oleyl imidazoline

<Adhesion of synthetic fiber treatment agent to synthetic fiber and rubber adhesion evaluation test>
The synthetic fiber treatment agent prepared in the above "Preparation of synthetic fiber treatment agent" was uniformly diluted with a diluent to obtain a 15% solution (Examples 1 to 21, Examples 26 to 33, Comparative Examples 1 to No. 8 used an organic solvent as the diluent, and Examples 22-25 used water as the diluent). This solution is adhered to an oil-free polyethylene terephthalate fiber of 1670 decitex, 288 filaments, and an intrinsic viscosity of 0.93 so that the adhered amount as non-volatile matter is 1.0% by mass by an oiling roller oiling method. fiber was produced.
Two synthetic fibers thus produced were twisted at a number of twists of 40 twists/10 cm for the first twist and 40 times/10 cm for the top twist to form a twisted yarn cord. This twisted yarn cord is mixed with epoxy compound (Denacol EX512: manufactured by Nagase ChemteX Corporation) and blocked isocyanate (Elastron BN-27: manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) as the first adhesive at a solid content ratio of 5:5. After being immersed in an adhesive compounded so as to obtain a Furthermore, as the second adhesive, resorcinol (Resorcinol: manufactured by Kishida Chemical Co., Ltd.), formalin (formaldehyde solution 37%: manufactured by Kishida Chemical Co., Ltd.), and latex (Nipol 2518FS: manufactured by Nippon Zeon Co., Ltd.) were mixed at a solid content ratio of 1.1. The twisted yarn cord was immersed in a solution (RFL solution) formulated to have a ratio of 5:0.5:8, and then heat-treated at 245°C.
The adhesive strength of the reinforcing cord treated with the adhesive prepared by the above procedure was measured according to the T test (A method) described in JIS-L1017 (chemical fiber tire cord test method), and the following criteria were used. evaluated. The results are summarized in Tables 3 and 4 below.
[Evaluation Criteria for Adhesion]
◎◎: When the adhesive strength is 16.0 kg or more ◎〇: When the adhesive strength is 15.7 kg or more and less than 16.0 kg 〇〇: When the adhesive strength is 15.4 kg or more and less than 15.7 kg : When the adhesive strength is 15.0 kg or more and less than 15.4 kg x: When the adhesive strength is less than 15.0 kg

<Dyeability evaluation test>
After drying the polyethylene terephthalate chips by a conventional method, they are melt-spun using an extruder, extruded from a spinneret, cooled and solidified, and applied to the running yarn, which is prepared in the above "Preparation of synthetic fiber treatment agent". A 20% diluted solution obtained by uniformly diluting a synthetic fiber treatment agent with a diluent was applied by a guide lubrication method using a metering pump (Examples 1 to 21, Examples 26 to 33, Comparative Example 1 ∼8 the diluent was low viscosity mineral oil and examples 22-25 the diluent was water). Oil was supplied so that the deposition amount of the treatment agent for synthetic fibers was 0.6% by mass (excluding water and low-viscosity mineral oil). After that, the fibers were bundled with a guide and drawn through drawing rolls at 245° C. and relaxation rolls at a total drawing ratio of 5.5 to obtain a drawn yarn of 1670 decitex and 144 filaments. 360 fibers obtained in this spinning process are used as warp yarns, and polyester yarns of 560 decitex-96 filaments are used as weft yarns. (a solution in which 3.4 g of Dianix Red S-4G, 3.3 g of Dianix Yellow S-6G, and 3.3 g of Dianix S-2G are added to 1 L of water), and continuously develop color at 220 ° C. Dyeing was carried out by treatment in the bath for 2 minutes. Based on the number of dyeing defects per seat belt of 2000 m at this time, the dyeability was evaluated according to the following criteria. The results are summarized in Tables 3 and 4.
[Evaluation Criteria for Dyeability]
◎: Number of staining defects 0 to 3
○: Number of staining defects 4 to 10
×: The number of dyeing defects is 11 or more

<Tar washability evaluation test>
In the above "Adhesion of synthetic fiber treatment agent to synthetic fiber and rubber adhesion evaluation test", the fiber to which the treatment agent was applied so that the amount of adhesion of the treatment agent for synthetic fiber was 1.0% by mass as non-volatile content was initially Tar was attached to the satin chrome pin by contacting the satin chrome pin with a surface temperature of 250° C. for 12 hours at a tension of 1.5 kg and a yarn speed of 0.5 m/min. Then, the tar adhering to the pear-finished chrome pin was rubbed with a cotton swab impregnated with a glycerin solution adjusted to 5% NaOH at 180° C., and the number of times until the tar disappeared was measured. The tar washability was evaluated according to the following criteria. The results are summarized in Tables 3 and 4.
[Evaluation Criteria for Tar Detergency]
◎: Less than 50 times ○: 50 times or more and less than 200 times ×: 200 times or more

<Fuzz evaluation test>
In the above "dyeability evaluation test", the fiber to which the synthetic fiber treatment agent was applied so that the amount of the treatment agent attached was 0.6% by mass as a non-volatile matter, and the fiber was run at 300 m / min. A satin-finished chrome pin having an initial tension of 2 kg and a surface temperature of 150° C. was brought into contact. Using a fluff counter (manufactured by Toray Engineering Co., Ltd.), the number of fluffs per 10 minutes of the running yarn after rubbing with the chrome pin was measured and evaluated according to the following criteria. The results are summarized in Tables 3 and 4.
[Evaluation Criteria for Fluff]
◎◎ (especially excellent): the number of fluffs measured is less than 2 ◎〇 (excellent): the number of fluffs measured is 2 or more and less than 4 〇〇 (good): the number of fluffs measured is 4 or more 6 Less than 〇 (Possible): The number of fluff measured is 6 or more and less than 8 × (Poor): The number of fluff measured is 8 or more

From the results in Tables 3 and 4, the synthetic fiber treatment agents of the present invention (Examples 1 to 33) are ester compounds (A1) containing a branched ester compound (A1-1) having a branched chain structure in the molecule. and a carboxylic acid compound (B1) which is at least one selected from N-methylglycine derivatives and N-methylalanine derivatives having an acyl group with 8 to 20 carbon atoms in the molecule By containing an ionic surfactant (B) and a nonionic surfactant (C) and containing 15% by mass or more of the ester compound (A1) with respect to the non-volatile matter of the synthetic fiber treatment agent, the anti-fluff property is improved. It was found that excellent spinnability and tar washing property, as well as good dyeing property and rubber adhesion property can be obtained.
In addition, Examples 16, 17, and 28 containing 0.01% by mass, 0.02% by mass, and 0.08% by mass of diphosphorous acid showed excellent rubber adhesion, dyeability, tar washability, and fluff resistance. It was confirmed that similar excellent effects were exhibited even when compared with Examples 3 and 21 having the same composition except that they did not contain diphosphite.
Furthermore, Example 30, which contains 0.14% by mass of diphosphorous acid, has similarly excellent dyeability and rubber adhesion when compared with Example 10, which has the same composition except that it does not contain diphosphorous acid. It was also confirmed that the tar washability and fluff resistance are good and that there is no problem in practical use.
On the other hand, synthetic fiber treatment agents (Comparative Examples 1 to 8) different from the composition of the present invention, specifically, Comparative Example 1 containing no nonionic surfactant (C), containing smoothing agent (A) In addition to Comparative Example 2 that does not contain the branched ester compound (A1-1), Comparative Example 5 that does not contain the branched ester compound (A1-1), and Comparative Example 4 that does not contain the ester compound (A1), the branched ester compound (A1-1) of the present invention is contained. At least one carboxylic acid selected from Comparative Example 3, which has a lower content than the present invention, and N-methylglycine derivatives and N-methylalanine derivatives having an acyl group having 8 to 20 carbon atoms in the molecule of the present invention Comparative Example 6 containing no compound (B1) was found to be inferior in rubber adhesion, dyeability, tar washability and fluff resistance.
In particular, Comparative Example 6 shows Example 3, which is a specific example of the synthetic fiber treatment agent of the present invention, and an N-methylglycine derivative having an acyl group having 8 to 20 carbon atoms in the molecule of the present invention and N-methyl It was confirmed that although the composition was almost the same except that it did not contain at least one carboxylic acid compound (B1) selected from alanine derivatives, it was significantly inferior in terms of rubber adhesion, tar washability, and fluff resistance.
In addition, Comparative Example 7 containing 0.35% by mass of diphosphorous acid showed better rubber adhesion, dyeability, tar washability, and It has become clear that the fluff resistance is inferior, and that it is difficult to use in practical situations, particularly in terms of tar washability and fluff resistance. Comparative Example 8 containing 0.50% by mass of diphosphorous acid was similarly found to be difficult to use in practical situations in terms of tar washability and fluff resistance.
Diphosphite and its salts may be mixed in as a catalyst or anti-coloring agent used in the production of processing agents for synthetic fibers. Although it is a substance that leads to an increase, if the content of diphosphite and its salt is in the range of 0.15% by mass or less, it is excellent in good spinnability with excellent fluff resistance and tar washability, and From the above evaluation results, it has become clear that the effect of the present invention that good dyeability and rubber adhesion can be obtained is not hindered.

The treatment agent for synthetic fibers of the present invention and the synthetic fibers to which the treatment agent for synthetic fibers is attached exhibit good process passability and excellent spinnability by reducing the fluffiness of the synthetic fiber threads. This facilitates cleaning of tar generated in the spinning process, and further reduces frictional resistance with rollers.
In addition, since the synthetic fiber to which the synthetic fiber treatment agent of the present invention is attached can exhibit good dyeability and rubber adhesion in the post-processing step, it is particularly suitable for post-processing such as seat belt applications and tire cord applications. Very useful in the process.

Claims (8)

A synthetic fiber treatment agent containing a smoothing agent (A), an ionic surfactant (B) and a nonionic surfactant (C),
The smoothing agent (A) contains an ester compound (A1) including the following branched ester compound (A1-1),
The ionic surfactant (B) contains the following carboxylic acid compound (B1),
The synthetic fiber treatment agent contains 15% by mass or more of the ester compound (A1) based on the non-volatile content, and the content of at least one selected from diphosphorous acid and salts thereof is 0 to 0.15% by mass. A synthetic fiber treatment agent characterized in that it is in the range of.
Branched ester compound (A1-1): an ester compound having a branched chain structure in the molecule.
Carboxylic acid compound (B1): at least one selected from N-methylglycine derivatives and N-methylalanine derivatives having an acyl group having 8 to 20 carbon atoms in the molecule. The treatment agent for synthetic fibers according to claim 1, which contains 0.01 to 4% by mass of the carboxylic acid compound (B1) based on the non-volatile content of the treatment agent. The branched ester compound (A1-1) contains a complete ester compound of a C3-C10 tri- to C6-hydric aliphatic alcohol having a branched chain structure and a C8-20 monovalent fatty acid. The treatment agent for synthetic fibers according to claim 1 or 2. The synthesis according to any one of claims 1 to 3, wherein the nonionic surfactant (C) further contains at least one selected from the following fatty acid derivative (C1) and the following alcohol derivative (C2). Fiber treatment agent.
Fatty acid derivative (C1): an ester compound of a monovalent fatty acid having 8 to 20 carbon atoms and a (poly)alkylene glycol having a mass average molecular weight of 200 to 1000 and having an alkylene oxide having 2 to 4 carbon atoms as a constituent unit, and carbon A compound in which an alkylene oxide having 2 to 4 carbon atoms is added at a ratio of 1 to 20 mol in total per 1 mol of a monovalent fatty acid of number 8 to 20.
Alcohol derivative (C2): A compound obtained by adding 1 to 50 moles of an alkylene oxide having 2 to 4 carbon atoms per mole of monohydric aliphatic alcohol having 8 to 15 carbon atoms. The synthetic fiber treatment agent according to any one of claims 1 to 4, wherein the nonionic surfactant (C) further contains the following amide derivative (C3).
Amide derivative (C3): an amide compound of a monovalent fatty acid having 8 to 20 carbon atoms and diethanolamine, and an alkylene oxide having 2 to 4 carbon atoms per mole of an amide compound of a monovalent fatty acid having 8 to 20 carbon atoms and diethanolamine. At least one selected from compounds added in a total amount of 1 to 10 mol. The synthetic fiber treatment agent according to any one of claims 1 to 5, wherein the nonionic surfactant (C) further contains the following amine derivative (C4).
Amine derivative (C4): at least one compound selected from compounds obtained by adding 1 to 20 mol of alkylene oxide having 2 to 4 carbon atoms per 1 mol of primary aliphatic amine having 8 to 20 carbon atoms. When the total content of the smoothing agent (A), the ionic surfactant (B) and the nonionic surfactant (C) is 100 parts by mass, the smoothing agent (A) is 15 to 70 parts by mass, The synthesis according to any one of claims 1 to 6, containing 0.01 to 15 parts by mass of the ionic surfactant (B) and 20 to 80 parts by mass of the nonionic surfactant (C). Fiber treatment agent. A synthetic fiber to which the synthetic fiber treatment agent according to any one of claims 1 to 7 is attached.