Treatment agents for synthetic fibers and synthetic fibers

Abstract

Provided are: a synthetic fiber treatment agent that is capable of improving the flexibility of a synthetic fiber to which the synthetic fiber treatment agent is applied, particularly the flexibility of a twisted yarn or a cord using the synthetic fiber, and capable of reducing fluff; and a synthetic fiber. A synthetic fiber treatment agent according to the present invention is characterized by comprising a prescribed tertiary alkanolamine (A), a smoothing agent (B), and an organic phosphoric acid ester compound (C) which is at least one selected from organic phosphoric acid esters and salts thereof, and is characterized in that the mass ratio Ma / Mp of the content Ma of the tertiary alkanolamine (A) to the content Mp of phosphorus detected by ICP optical emission spectrometry is 6 or more.

Description

[Technical Field]

[0001] This invention relates to a treatment agent for synthetic fibers and to synthetic fibers to which the treatment agent is attached. [Background technology]

[0002] For example, in processes such as spinning and drawing or finishing of synthetic fibers, a treatment agent for synthetic fibers may be applied to the surface of the fibers for purposes such as reducing friction, providing antistatic properties, and improving bundleability.

[0003] For example, conventional synthetic fiber treatment agents disclosed in Patent Documents 1 and 2 are known. The synthetic fiber treatment agent in Patent Document 1 contains a predetermined sulfur-containing ester compound (A1) and at least one ester compound (B) selected from the group consisting of an ester compound (B1) which is a condensate of a polyoxyalkylene group-containing hydroxy fatty acid polyhydric alcohol ester and a dicarboxylic acid or dicarboxylic acid derivative, and an ester compound (B2) in which at least one hydroxyl group of the condensate is sequestered with a fatty acid. Patent Document 2 discloses a diluted solution of a synthetic fiber treatment agent that essentially contains a smoothing agent (L), a nonionic surfactant (N), and a linear hydrocarbon having 11 to 14 carbon atoms (P), and also contains at least one selected from an oil film strengthening agent (H), an organic sulfonate (AS), an organic phosphate (AP), an ethylene oxide adduct of an organic amine (RA), a low viscosity diluent (D), and an antioxidant (E). [Prior art documents] [Patent Documents]

[0004] [Patent Document 1] International Publication No. 2015 / 186545 [Patent Document 2] International Publication No. 2022 / 254904 [Overview of the project] [Problems that the invention aims to solve]

[0005] However, conventional treatment agents for synthetic fibers have problems that the flexibility of the synthetic fibers to which the treatment agent for synthetic fibers is applied, particularly the flexibility of twisted yarns or cords using synthetic fibers, is inferior, and fluff is generated. [Means for Solving the Problem]

[0006] The inventors of the present invention have conducted studies to solve the above problems, and as a result, have found that a treatment agent for synthetic fibers containing a predetermined tertiary alkanolamine (A), a smoothing agent (B), and a predetermined organic phosphate ester compound (C) in a predetermined mass ratio is extremely suitable.

[0007] Each embodiment for solving the above problems will be described. The treatment agent for synthetic fibers according to Embodiment 1 comprises a tertiary alkanolamine (A) represented by the following formula (1) (Excluding the component formulated as a tertiary alkanolamine salt of the organophosphate ester compound (C) listed below) , a smoothing agent (B) , Yes an organic phosphate ester compound (C) which is at least one selected from organic phosphate esters and salts thereof , and nonionic surfactants (D) having a (poly)oxyalkylene structure , wherein the mass ratio Ma / Mp of the content Ma of the tertiary alkanolamine (A) to the phosphorus content Mp detected by ICP optical emission spectrometry is 6 or more the law of nature, The lubricant (B) is an ester compound, The aforementioned organic phosphate ester compound (C) is at least one selected from a phosphate ester of an aliphatic alcohol having 16 to 24 carbon atoms, a phosphate ester of a compound obtained by adding a (poly)alkylene oxide chain to an aliphatic alcohol having 16 to 24 carbon atoms, and amine salts or alkali metal salts thereof, in a treatment agent for synthetic fibers. The nonvolatile content of the synthetic fiber treatment agent contains the tertiary alkanolamine (A) in an amount of 0.01% to 10% by mass, the smoothing agent (B) in an amount of 20% to 70% by mass, the organophosphate ester compound (C) in an amount of 0.01% to 10% by mass, and the nonionic surfactant (D) in an amount of 20% to 70% by mass. .

[0008] [Chemical formula] In formula (1), R 1 ,R 2 are each a monovalent hydrocarbon group having 1 to 8 carbon atoms, and R 3 is a divalent hydrocarbon group having 1 to 4 carbon atoms.

[0009] Embodiment 2 provides the treatment agent for synthetic fibers according to Embodiment 1, wherein the smoothing agent (B) comprises an ester compound (B1) having a thioether bond in the molecule. Aspect 3 is the treatment agent for synthetic fibers according to Aspect 1 or 2, wherein the kinematic viscosity in the non-volatile content of the treatment agent for synthetic fibers is 100 mm at 25°C 2 / s or more and 500 mm 2 / s or less.

[0010] Aspect 4 is the treatment agent for synthetic fibers according to any one of Aspects 1 to 3, wherein in the formula (1), R 1 , R 2 is each a monovalent hydrocarbon group having 2 to 4 carbon atoms, and R 3 is a divalent hydrocarbon group having 1 to 4 carbon atoms.

[0011] Aspect 5 is the treatment agent for synthetic fibers according to any one of Aspects 1 to 4, wherein the organophosphate ester compound (C) is at least one selected from the group consisting of phosphate esters of aliphatic alcohols having 16 to 24 carbon atoms and salts thereof.

[0012] Aspect 6 is the treatment agent for synthetic fibers according to Aspect 2, wherein the ester compound (B1) is a complete ester of an aliphatic alcohol having 16 to 24 carbon atoms and thiodipropionic acid.

[0013] condition Aspect 7 is the treatment agent for synthetic fibers according to Aspect 2, wherein in the non-volatile content of the treatment agent for synthetic fibers ,before , the tertiary alkanolamine (A) is contained in an amount of 0.03% by mass or more and 5% by mass or less, the smoothing agent (B) is contained in an amount of 20% by mass or more and 70% by mass or less, the smoothing agent (B1) is contained in an amount of 0.1% by mass or more and 20% by mass or less, the organophosphate ester compound (C) is contained in an amount of 0.1% by mass or more and 5% by mass or less, and The aforementioned the nonionic surfactant (D) is contained in an amount of 20% by mass or more and 70% by mass or less.

[0014] Aspect 8 is the treatment agent for synthetic fibers according to any one of Aspects 1 to 7 , wherein the pH of a 1% by mass aqueous solution of the treatment agent for synthetic fibers with respect to non-volatile content at 25°C is 7.5 or more and 9.0 or less.

[0015] Aspect 9 The synthetic fiber of any one of aspects 1 to 8 is characterized in that the treating agent for synthetic fibers according to any one of the above aspects adheres thereto. Aspect 10 is the synthetic fiber according to aspect 9 , wherein the synthetic fiber is a polyester-based synthetic fiber.

Effects of the Invention

[0016] According to the present invention, it is possible to improve the flexibility of a synthetic fiber to which a treating agent for synthetic fibers has been applied, particularly the flexibility of a twisted yarn or cord using the synthetic fiber, and reduce fluff.

Mode for Carrying Out the Invention

[0017] <First Embodiment> Hereinafter, a first embodiment embodying the treating agent for synthetic fibers of the present invention (hereinafter also simply referred to as "treating agent") will be described. The treating agent of the present embodiment comprises the following tertiary alkanolamine (A) (Excluding the component formulated as a tertiary alkanolamine salt of the organophosphate ester compound (C) listed below) , a smoothing agent (B), and an organophosphate ester compound (C) which is at least one selected from the group consisting of organophosphate esters and salts thereof. The treating agent further contains a nonionic surfactant (D) do .

[0018] (Tertiary alkanolamine (A)) The tertiary alkanolamine (A) provided in the present embodiment is a tertiary alkanolamine (A) represented by the following formula (1).

[0019]

Chemical Formula

[0020] The hydrocarbon group may be a saturated hydrocarbon group or an unsaturated hydrocarbon group. Furthermore, it may be a straight-chain hydrocarbon group or a branched-chain hydrocarbon group. Examples of hydrocarbon groups include aliphatic hydrocarbon groups.

[0021] The unsaturated hydrocarbon group may be an alkenyl group having one double bond as an unsaturated carbon bond, or an alkadienyl group, alkatrineyl group, etc., having two or more double bonds. Alternatively, it may be an alkynyl group having one triple bond as an unsaturated carbon bond, or an alkadinyl group, etc., having two or more triple bonds.

[0022] R 1 ,R 2 Examples of aliphatic hydrocarbon groups that constitute it include alkyl groups and alkenyl groups. Specific examples of alkyl groups include, for example, methyl group, ethyl group, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, isobutyl group, isopentyl group, isohexyl group, isoheptyl group, and isooctyl group.

[0023] Specific examples of alkenyl groups include, for example, butenyl group, pentenyl group, hexenyl group, heptenyl group, octenyl group, isobutenyl group, isopentenyl group, isohexenyl group, isoheptenyl group, and isoctenyl group.

[0024] R 3 Examples of aliphatic hydrocarbon groups that constitute it include alkylene groups. Specific examples of alkylene groups include, for example, methylene groups, ethylene groups, and trimethylene groups.

[0025] These tertiary alkanolamines (A) may be used individually or in combination of two or more as appropriate. Among tertiary alkanolamines (A), R in formula (1) 1 ,R 2is a monovalent hydrocarbon group having 2 to 4 carbon atoms, and R 3 A compound in which the group is a divalent hydrocarbon group having 1 to 4 carbon atoms is preferred. By using such a compound, the flexibility of the treated synthetic fiber, in particular the flexibility of twisted yarn or cord made of synthetic fiber, can be further improved.

[0026] Specific examples of tertiary alkanolamines (A) include, for example, dibutylethanolamine, diethylethanolamine, dimethylethanolamine, and dihexylethanolamine.

[0027] The lower limit of the content of tertiary alkanolamine (A) in the nonvolatile content of the treatment agent is set as appropriate, but is preferably 0.01% by mass or more, more preferably 0.03% by mass or more. When the content is 0.01% by mass or more, the flexibility of the synthetic fiber to which the treatment agent is applied, in particular the flexibility of twisted yarn or cord using synthetic fiber can be further improved. The upper limit of the content of tertiary alkanolamine (A) in the nonvolatile content of the treatment agent is set as appropriate, but is preferably 10% by mass or less, more preferably 5% by mass or less. When the content is 10% by mass or less, the above-mentioned effect of improving the flexibility of synthetic fiber, in particular the flexibility of twisted yarn or cord using synthetic fiber can be efficiently obtained. In the present invention, the content of tertiary alkanolamine (A) in the nonvolatile components of the treatment agent is 0.01% by mass or more and 10% by mass or less.

[0028] In one embodiment of this product, the content of tertiary alkanolamine (A) in the nonvolatile content of the treatment agent is, for example, 0.01% by mass or more, 0.025% by mass or more, 0.03% by mass or more, 0.035% by mass or more, 0.5% by mass or more, or 2% by mass or more. Similarly, the content of tertiary alkanolamine (A) in the nonvolatile content of the treatment agent is, for example, 0.01% by mass or less, 0.025% by mass or less, 0.03% by mass or less, 0.035% by mass or less, 0.5% by mass or less, or 2% by mass or less. It should be noted that ranges obtained by arbitrarily combining the above upper and lower limits are also conceivable.

[0029] The non-volatile content is determined from the mass of the oven-dried material obtained by heat-treating the object at 105°C for 2 hours to thoroughly remove volatile substances (the same applies hereafter). The lower limit of the mass ratio Ma / Mp between the content Ma of tertiary alkanolamine (A) in the treatment agent and the phosphorus content Mp detected by ICP emission spectrometry (inductively coupled plasma emission spectrometry) is 6 or more, preferably 10 or more, and more preferably 12 or more. By specifying this range, the flexibility of synthetic fibers treated with the treatment agent, particularly the flexibility of twisted yarns or cords using synthetic fibers, can be improved.

[0030] In one embodiment of this product, the above-mentioned mass ratio Ma / Mp is, for example, 7.2 or higher, 11.4 or higher, 12.8 or higher, 14.8 or higher, 19.1 or higher, 26.8 or higher, 36 or higher, 38.3 or higher, 1441.3 or higher, or 1532 or higher. Similarly, the above-mentioned mass ratio Ma / Mp is, for example, 7.2 or lower, 11.4 or lower, 12.8 or lower, 14.8 or lower, 19.1 or lower, 26.8 or lower, 36 or lower, 38.3 or lower, 1441.3 or lower, or 1532 or lower. It should be noted that a range obtained by arbitrarily combining the above upper and lower limits is also conceivable. Furthermore, concentration measurement using ICP emission spectrometry can be performed by first preparing a solution with a known phosphorus concentration, subjecting it to an ICP emission spectrometer to create a calibration curve, and determining the concentration from the detected value of the sample.

[0031] (Smoothing agent (B)) Examples of the smoothing agent (B) used in this embodiment include ester compounds, silicone oils, mineral oils, and polyolefins. Among these, ester compounds are preferred from the viewpoint of providing excellent flexibility to the treated synthetic fibers, particularly to the twisted yarn or cord made from synthetic fibers. In the present invention, an ester compound is used as the smoothing agent (B).

[0032] (Ester compounds) There are no particular restrictions on ester compounds as long as they can be applied as smoothing agents in the field of processing agents, but examples include ester compounds produced from fatty acids and alcohols. Examples of ester compounds include ester compounds produced from fatty acids having an odd or even number of hydrocarbon groups and alcohols, as described later. There are no particular restrictions on the number of carbon atoms, branching, valency, etc., of the fatty acids used as raw materials for ester compounds, and they may be, for example, higher fatty acids, fatty acids having a cyclic cyclo ring, or fatty acids having an aromatic ring. There are no particular restrictions on the number of carbon atoms, branching, valency, etc., of the alcohols used as raw materials for ester compounds, and they may be, for example, higher alcohols, alcohols having a cyclic cyclo ring, or alcohols having an aromatic ring.

[0033] Preferably, the ester compound contains an ester compound (B1) having a thioether bond in its molecule. By including ester compound (B1), the flexibility of the treated synthetic fiber, particularly the flexibility of twisted yarn or cord made from synthetic fiber, can be further improved.

[0034] Ester compounds having a thioether bond in the molecule ( B1) Examples of specific substances include dioctylthiodipropionate, diisolaurylthiodipropionate, dilaurylthiodipropionate, diisopalmitylthiodipropionate (diisocetylthiodipropionate), diisostearylthiodipropionate, dioleylthiodipropionate, diisotetracosylthiodipropionate, di(2-decyl-1-tetradecanol)thiodipropionate, and di(2-dodecyl-1-hexadecanol). Examples include thiodipropionates, di(2-octyl-1-decanol)thiodipropionates, 2-ethylhexyl(laurylthiopropionate), octylthiodipropionate, isolaurylthiodipropionate, laurylthiodipropionate, isopalmytilthiodipropionate, isostearylthiodipropionate, monooleylthiodipropionate, oleylthiodipropionate, isotetracosylthiodipropionate, etc.

[0035] Among the ester compounds (B1), a complete ester of an aliphatic alcohol having 16 to 24 carbon atoms and thiodipropionic acid is preferred. Such ester compounds can particularly improve tar cleaning performance.

[0036] Other examples of ester compounds include complete ester compounds (B2) of polyhydric alcohols with a valency of 3 to 4 and fatty acids. Specific examples of polyhydric alcohols with a valency of 3 to 4 that can be used as raw materials for complete ester compounds (B2) include, for example, glycerin, pentaerythritol, trimethylolpropane, 2-methyl-2-hydroxymethyl-1,3-propanediol, 1,2,3-butanetriol, 1,2,4-butanetriol, erythritol, 1,2,3-pentatriol, and 1,2,4-pentatriol.

[0037] As the fatty acids used as raw materials for the complete ester compound (B2), known fatty acids can be used as appropriate, and they may be saturated or unsaturated fatty acids. They may also be linear or have a branched chain structure. Furthermore, they may be monovalent fatty acids or polyvalent carboxylic acids (polybasic acids). Specific examples of fatty acids include, for example, (1) linear alkyl fatty acids such as octanoic acid, nonanoic acid, decanoic acid, undecanoic acid, dodecanoic acid, tridecanoic acid, tetradecanoic acid, pentadecanoic acid, hexadecanoic acid, heptadecanoic acid, octadecanoic acid, nonadecanoic acid, eicosanic acid, henicosanoic acid, docosanic acid, and tetracosanic acid; (2) 2-ethylhexanoic acid, isododecanoic acid, isotridecanoic acid, isotetradecanoic acid, isohexadecanoic acid. Examples include branched alkyl fatty acids such as oenic acid and isooctadecanoic acid, (3) linear alkenyl fatty acids such as crotonic acid, myristoleic acid, palmitoleic acid, oleic acid, vaccenic acid, eicosenoic acid, linoleic acid, alpha-linolenic acid, gamma-linolenic acid, and arachidonic acid, and (4) naturally derived fatty acids such as castor oil fatty acids, sesame oil fatty acids, tall oil fatty acids, soybean oil fatty acids, rapeseed oil fatty acids, palm oil fatty acids, palm kernel fatty acids, and coconut oil fatty acids.

[0038] Specific examples of complete ester compounds (B2) include, for example, glycerol trioleate, trimethylolpropane trilaurate, trimethylolpropane trioleate, pentaerythritol tetraoctate, triesters of trimethylolpropane and mixed acid (a mixture of palm kernel fatty acid and plant-derived oleic acid), triesters of trimethylolpropane and rapeseed oil fatty acid, triesters of trimethylolpropane and coconut oil fatty acid, tetraesters of pentaerythritol and palm oil fatty acid, and animal and vegetable oils such as coconut oil, rapeseed oil, sunflower oil, soybean oil, castor oil, sesame oil, and fish oil.

[0039] Specific examples of ester compounds other than the above-mentioned ester compound (B1) and complete ester compound (B2) include, for example, (1) ester compounds of aliphatic monoalcohols and aliphatic monocarboxylic acids such as butyl stearate, octyl stearate, oleyl laurate, oleyl oleate, isopentacosanyl isostearate, octyl palmitate, oleyl elcinate, isotridecyl stearate, etc., ester compounds of (poly)oxyalkylene adducts obtained by adding an alkylene oxide having 2 to 4 carbon atoms to an aliphatic monoalcohol and aliphatic monocarboxylic acid, (2) 1,(3) Ester compounds of aliphatic polyhydric alcohols and aliphatic monocarboxylic acids, such as 6-hexanediol didecanoate; complete ester compounds of aliphatic monocarboxylic acids and (poly)oxyalkylene adducts obtained by adding an alkylene oxide having 2 to 4 carbon atoms to an aliphatic polyhydric alcohol; (4) Ester compounds of aromatic monoalcohols and aliphatic monocarboxylic acids, such as dilauryl adipate, dioleyl adipate, dioleyl azelate, and bispolyoxyethylene lauryl adipate; complete ester compounds of aliphatic monoalcohols and aliphatic polyhydric acids and (poly)oxyalkylene adducts obtained by adding an alkylene oxide having 2 to 4 carbon atoms to an aliphatic monoalcohol; (5) Ester compounds of aromatic monoalcohols and aliphatic monocarboxylic acids, such as benzyl oleate, benzyl laurate, and polyoxypropylene benzyl stearate; aromatic monoalcohols Examples include (5) ester compounds of (poly)oxyalkylene adducts obtained by adding an alkylene oxide having 2 to 4 carbon atoms to an aliphatic monocarboxylic acid, (6) complete ester compounds of aromatic polyhydric alcohols and aliphatic monocarboxylic acids such as bisphenol A dilaurate and polyoxyethylene bisphenol A dilaurate, (7) complete ester compounds of aliphatic monoalcohols and aromatic polyhydric acids such as bis-2-ethylhexylphthalate, diisostearyl isophthalate and trioctyl trimelitate, and complete ester compounds of (poly)oxyalkylene adducts obtained by adding an alkylene oxide having 2 to 4 carbon atoms to an aliphatic monoalcohol.

[0040] (Other smoothing agents (B)) There are no particular limitations on specific examples of silicone oils, but examples include dimethyl silicone, phenyl-modified silicone, amino-modified silicone, amide-modified silicone, polyether-modified silicone, aminopolyether-modified silicone, alkyl-modified silicone, alkylaralkyl-modified silicone, alkylpolyether-modified silicone, ester-modified silicone, epoxy-modified silicone, carbinol-modified silicone, mercapto-modified silicone, and polyoxyalkylene-modified silicone.

[0041] Examples of mineral oils include aromatic hydrocarbons, paraffinic hydrocarbons, and naphthenic hydrocarbons. More specifically, examples include spindle oil and liquid paraffin. Commercially available mineral oils can be used as appropriate.

[0042] Polyolefins used as smoothing components include poly-α-olefins. Specific examples of polyolefins include poly-α-olefins obtained by polymerizing 1-butene, 1-hexene, 1-decene, etc. Commercially available poly-α-olefins can be used as appropriate.

[0043] These lubricants (B) may be used individually or in combination of two or more as appropriate. The lower limit of the content of the smoothing agent (B) in the nonvolatile components of the treatment agent is set as appropriate, but is preferably 20% by mass or more, more preferably 25% by mass or more. When the content is 20% by mass or more, the smoothness of the synthetic fibers to which the treatment agent has been applied can be improved. The upper limit of the content of the smoothing agent (B) in the nonvolatile components of the treatment agent is set as appropriate, but is preferably 70% by mass or less, more preferably 65% ​​by mass or less. When the content is 70% by mass or less, the smoothness of the synthetic fibers to which the treatment agent has been applied can be efficiently improved. In the present invention, the content of the smoothing agent (B) in the nonvolatile components of the treatment agent is 20% by mass or more and 70% by mass or less.

[0044] In one embodiment of this product, the content of the smoothing agent (B) in the nonvolatile components of the treatment agent is, for example, 41.5% by mass or more, 45% by mass or more, 48% by mass or more, 48.05% by mass or more, or 55% by mass or more. Similarly, the content of the smoothing agent (B) in the nonvolatile components of the treatment agent is, for example, 41.5% by mass or less, 45% by mass or less, 48% by mass or less, 48.05% by mass or less, or 55% by mass or less. It should be noted that a range obtained by arbitrarily combining the above upper and lower limits is also conceivable.

[0045] The lower limit of the content of ester compound (B1) in the nonvolatile content of the treatment agent is set as appropriate, but is preferably 0.05% by mass or more, more preferably 0.1% by mass or more. When the content is 0.05% by mass or more, the flexibility of the synthetic fiber to which the treatment agent has been applied, in particular the flexibility of twisted yarn or cord using synthetic fiber can be further improved. The upper limit of the content of ester compound (B1) in the nonvolatile content of the treatment agent is set as appropriate, but is preferably 20% by mass or less, more preferably 15% by mass or less. When the content is 20% by mass or less, the flexibility of the synthetic fiber to which the treatment agent has been applied, in particular the flexibility of twisted yarn or cord using synthetic fiber can be further improved efficiently.

[0046] In one embodiment of this product, the content of the ester compound (B1) in the nonvolatile content of the treatment agent is, for example, 0.05% by mass or more, 2% by mass or more, or 5% by mass or more. Similarly, the content of the ester compound (B1) in the nonvolatile content of the treatment agent is, for example, 0.05% by mass or less, 2% by mass or less, or 5% by mass or less. It should be noted that a range obtained by arbitrarily combining the above upper and lower limits is also conceivable.

[0047] (Organophosphate ester compound (C)) The treatment agent in this embodiment contains an organophosphate ester compound (C). By containing an organophosphate ester compound (C) in the treatment agent, the fluffiness of the synthetic fibers to which the treatment agent is applied, particularly twisted yarn fluffiness, can be reduced.

[0048] Substituents constituting the organic phosphate ester compound (C) include aliphatic hydrocarbon groups and aromatic hydrocarbon groups. Examples of organic phosphate ester compounds (C) include alkyl phosphate esters, alkenyl phosphate esters, aryl phosphate esters, alkyl phosphate esters, alkenyl phosphate esters, or aryl phosphate esters to which a (poly)alkylene oxide chain has been added, and salts thereof. The alkyl or alkenyl group constituting the alkyl phosphate ester is not particularly limited and may be linear or branched in structure, for example.

[0049] The aromatic hydrocarbon group is not particularly limited as long as it is a hydrocarbon group having a monocyclic or fused ring as an aromatic ring, and examples include phenyl group, naphthyl group, tolyl group, xylyl group, alkylphenyl group and other aryl groups.

[0050] Alcohols used as raw materials for organophosphate ester compounds (C) include aliphatic alcohols. Specific examples of aliphatic alcohols include, for example, (1) linear alkyl alcohols such as methanol, ethanol, propanol, butanol, pentanol, hexanol, octanol, nonanol, decanol, undecanol, dodecanol, tridecanol, tetradecanol, pentadecanol, hexadecanol, heptadecanol, octadecanol, nonadecanol, eicosanol, heneicosanol, docosanol, tricosanol, tetracosanol, pentacosanol, hexacosanol, heptadecanol, octacosanol, nonacosanol, and triacontanol; and (2) isopropanol, isobutanol, isohexanol, 2-ethylhexanol, isononanol, isodecanol, isododecanol, isotridecanol, and isotetradecanol. Examples include branched alkyl alcohols such as isopentadecanol, isohexadecanol, isoheptadecanol, isooctadecanol, isononadecanol, isoeicosanol, isoheneicosanol, isodocosanol, isotricosanol, isotetracosanol, 2-decyltetradecanol, isopentacosanol, isohexacosanol, isoheptacosanol, isooctacosanol, isononacosanol, and isotriacontanol; (3) linear alkenyl alcohols such as tetradecenol, hexadecenol, heptadecenol, octadecenol, oleyl alcohol, and nonadecenol; (4) branched alkenyl alcohols such as isohexadecenol and isooctadecenol; and (5) cyclic alkyl alcohols such as cyclopentanol and cyclohexanol.

[0051] As the alkylene oxide used as a raw material for forming the (poly)oxyalkylene structure, alkylene oxides having 2 to 4 carbon atoms are preferred. Specific examples of alkylene oxides include ethylene oxide, propylene oxide, and butylene oxide. The number of moles of alkylene oxide to be added is set as appropriate, but is preferably 0.1 moles to 60 moles, more preferably 1 mole to 40 moles, and even more preferably 2 moles to 30 moles. Ranges arbitrarily combining the above upper and lower limits are also conceivable. The number of moles of alkylene oxide to be added indicates the number of moles of alkylene oxide per mole of the compound to be added in the raw materials. One type of alkylene oxide may be used alone, or two or more types of alkylene oxide may be used in appropriate combination. When two or more types of alkylene oxide are used, the addition method may be block addition, random addition, or a combination of block addition and random addition, and is not particularly limited.

[0052] The phosphoric acid constituting the organic phosphate ester compound (C) is not particularly limited and may be orthophosphate or polyphosphate such as diphosphate. When an organic phosphate ester salt is used as the organic phosphate ester compound (C), examples of salts include phosphate ester amine salts and phosphate ester metal salts.

[0053] Examples of metal salts include alkali metal salts and alkaline earth metal salts. Specific examples of alkali metals that make up alkali metal salts include sodium, potassium, and lithium. Examples of alkaline earth metals that make up alkaline earth metal salts include metals belonging to Group 2 elements, such as calcium, magnesium, beryllium, strontium, and barium.

[0054] The amine constituting the amine salt may be a primary amine, a secondary amine, or a tertiary amine. Specific examples of amines that constitute amine salts include, for example, (1) aliphatic amines such as methylamine, dimethylamine, trimethylamine, ethylamine, diethylamine, triethylamine, NN-diisopropylethylamine, butylamine, dibutylamine, 2-methylbutylamine, tributylamine, octylamine, and dimethyllaurylamine; (2) aromatic amines or heterocyclic amines such as aniline, N-methylbenzylamine, pyridine, morpholine, piperazine, and their derivatives; (3) alkanolamines such as monoethanolamine, N-methylethanolamine, diethanolamine, triethanolamine, isopropanolamine, diisopropanolamine, triisopropanolamine, diethylethanolamine, dibutylethanolamine, butyldiethanolamine, octyldiethanolamine, and lauryldiethanolamine; (4) arylamines such as N-methylbenzylamine; (5) polyoxyalkylene alkylamino ethers such as polyoxyethylene laurylamino ether and polyoxyethylene sterylamino ether; and (6) ammonia.

[0055] These organophosphate ester compounds (C) may be used individually or in combination of two or more as appropriate. Among these organophosphate ester compounds (C), it is preferable that at least one is selected from phosphate esters of aliphatic alcohols having 16 to 24 carbon atoms and their salts. By using such compounds, the fluffiness of synthetic fibers treated with the treatment agent, especially twisted yarn fluffiness, can be further reduced. In the present invention, the organophosphate compound (C) is at least one selected from phosphate esters of aliphatic alcohols having 16 to 24 carbon atoms, phosphate esters of compounds obtained by adding a (poly)alkylene oxide chain to aliphatic alcohols having 16 to 24 carbon atoms, and amine salts or alkali metal salts thereof.

[0056] Specific examples of organophosphate ester compounds (C) include, for example, oleyl phosphate ester or its salt, isocetyl phosphate ester or its salt, lauryl phosphate ester or its salt, alkylene oxide adducts of oleyl alcohol or their salts, isocetyl phosphate ester or its salt, and the like.

[0057] The lower limit of the content of organophosphate ester compound (C) in the nonvolatile content of the treatment agent is set as appropriate, but is preferably 0.01% by mass or more, more preferably 0.1% by mass or more. When the content is 0.01% by mass or more, the fluffiness of the synthetic fibers to which the treatment agent has been applied, especially twisted yarn fluffiness, can be further reduced. The upper limit of the content of organophosphate ester compound (C) in the nonvolatile content of the treatment agent is set as appropriate, but is preferably 10% by mass or less, more preferably 5% by mass or less. When the content is 10% by mass or less, the fluffiness of the synthetic fibers to which the treatment agent has been applied, especially twisted yarn fluffiness, can be efficiently reduced. In the present invention, the content of organophosphate ester compound (C) in the nonvolatile components of the treatment agent is 0.01% by mass or more and 10% by mass or less.

[0058] In one embodiment of this product, the content of the organophosphate ester compound (C) in the nonvolatile content of the treatment agent is, for example, 0.05% by mass or more, 0.095% by mass or more, 1.5% by mass or more, or 2% by mass or more. Similarly, the content of the organophosphate ester compound (C) in the nonvolatile content of the treatment agent is, for example, 0.05% by mass or less, 0.095% by mass or less, 1.5% by mass or less, or 2% by mass or less. It should be noted that a range obtained by arbitrarily combining the above upper and lower limits is also conceivable.

[0059] In the non-volatile content of the treatment agent, it is preferable that it contains tertiary alkanolamine (A) in proportions of 0.03% to 5% by mass, smoothing agent (B) in proportions of 20% to 70% by mass, smoothing agent (B1) in proportions of 0.1% to 20% by mass, and organophosphate ester compound (C) in proportions of 0.1% to 5% by mass. By specifying within this range, the effects of the present invention can be further improved. It should be noted that ranges arbitrarily combining the above upper and lower limits are also conceivable.

[0060] (Nonionic surfactant (D)) The treatment agent of this embodiment further incorporates a nonionic surfactant (D) from the viewpoint of improving formulation stability. do .

[0061] Examples of nonionic surfactants (D) include compounds having a (poly)oxyalkylene structure obtained by adding alkylene oxide to alcohols or carboxylic acids, ether ester compounds having a (poly)oxyalkylene structure obtained by adding alkylene oxide to ester compounds of carboxylic acids and polyhydric alcohols, compounds obtained by esterifying ether ester compounds having a (poly)oxyalkylene structure obtained by adding alkylene oxide to ester compounds of carboxylic acids and polyhydric alcohols with a carboxylic acid, and (poly)oxyalkylene compounds obtained by adding alkylene oxide to ester compounds of carboxylic acids and polyhydric alcohols. Examples include compounds obtained by crosslinking an alkylene structure ether / ester compound with a polycarboxylic acid and esterifying the terminal with a monocarboxylic acid; compounds having a (poly)oxyalkylene structure obtained by adding alkylene oxide to a primary organic amine as an amine compound; partial ester compounds of carboxylic acids and polyhydric alcohols, etc.; amide compounds obtained by condensing amine compounds and carboxylic acids; compounds having a (poly)oxyalkylene structure obtained by adding alkylene oxide to fatty acid amides; and compounds having a polyoxyalkylene structure such as block copolymers having polyoxyethylene chains and polyoxypropylene chains.

[0062] In the present invention, the nonionic surfactant (D) is a nonionic surfactant (D) having a (poly)oxyalkylene structure. Specific examples of alcohols used as raw materials for nonionic surfactants (D) include, for example, (1) linear alkyl alcohols such as methanol, ethanol, propanol, butanol, pentanol, hexanol, octanol, nonanol, decanol, undecanol, dodecanol, tridecanol, tetradecanol, pentadecanol, hexadecanol, heptadecanol, octadecanol, nonadecanol, eicosanol, heneicosanol, docosanol, tricosanol, tetracosanol, pentacosanol, hexacosanol, heptadecanol, octacosanol, nonacosanol, triacontanol, (2) isopropanol, isobutanol, isohexanol, 2-ethylhexanol, isononanol, isodecanol, isododecanol, isotridecanol, isotetradecanol, isopentadecanol, isohex Examples include branched alkyl alcohols such as (3) tetradecenol, hexadecenol, heptadecenol, isononadecenol, isoeicosanol, isoheneicosanol, isodocosanol, isotricosanol, isotetracosanol, isopentacosanol, isohexacosanol, isoheptacosanol, isooctacosanol, isononacosanol, and isotriacontanol; (4) linear alkenyl alcohols such as tetradecenol, hexadecenol, heptadecenol, octadecenol, and nonadecenol; (5) branched alkenyl alcohols such as isohexadecenol and isooctadecenol; (6) cyclic alkyl alcohols such as cyclopentanol and cyclohexanol; and aromatic alcohols such as phenol, nonylphenol, benzyl alcohol, monostylenide, distylenide, and tristylenide.

[0063] Specific examples of carboxylic acids used as raw materials for nonionic surfactants (D) include, for example, (1) linear alkyl carboxylic acids such as octic acid, nonanoic acid, decanoic acid, undecanoic acid, dodecanoic acid, tridecanoic acid, tetradecanoic acid, pentadecanoic acid, hexadecanoic acid, heptadecanoic acid, octadecanoic acid, nonadecanoic acid, eicosanoic acid, heneicosanoic acid, and docosanoic acid; (2) branched alkyl carboxylic acids such as 2-ethylhexanoic acid, isododecanoic acid, isotridecanoic acid, isotetradecanoic acid, isohexadecanoic acid, and isooctadecanoic acid; (3) linear alkenyl carboxylic acids such as octadecenoic acid, octadecadienoic acid, and octadecatrienoic acid; (4) aromatic carboxylic acids such as benzoic acid; (5) hydroxycarboxylic acids such as lactic acid, citric acid, and ricinoleic acid; and (6) polycarboxylic acids such as adipic acid, sebacic acid, and tricarbaryl.

[0064] As the alkylene oxide used as a raw material for forming the (poly)oxyalkylene structure of the nonionic surfactant (D), alkylene oxides having 2 to 4 carbon atoms are preferred. Specific examples of alkylene oxides include ethylene oxide, propylene oxide, and butylene oxide. The number of moles of alkylene oxide to be added is set as appropriate, but is preferably 0.1 moles to 200 moles, more preferably 1 mole to 150 moles, and even more preferably 2 moles to 100 moles. Ranges arbitrarily combining the above upper and lower limits are also conceivable. The number of moles of alkylene oxide to be added indicates the number of moles of alkylene oxide per mole of the compound to be added in the raw materials. One type of alkylene oxide may be used alone, or two or more types of alkylene oxides may be used in appropriate combinations. When two or more types of alkylene oxide are applied, their addition methods may be block addition, random addition, or a combination of block addition and random addition, and are not particularly limited.

[0065] Specific examples of polyhydric alcohols used as raw materials for nonionic surfactants (D) include, for example, ethylene glycol, propylene glycol, 1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 1,4-butanediol, 2-methyl-1,2-propanediol, 1,5-pentanediol, 1,6-hexanediol, 2,5-hexanediol, 2-methyl-2,4-pentanediol, 2,3-dimethyl-2,3-butanediol, glycerin, 2-methyl-2-hydroxymethyl-1,3-propanediol, trimethylolpropane, sorbitan, pentaerythritol, sorbitol, and the like.

[0066] Specific examples of aliphatic amines used as raw materials for nonionic surfactants (D) include methylamine, ethylamine, butylamine, octylamine, laurylamine, octadecylamine, octadecenylamine, and coconutamine.

[0067] Specific examples of fatty acid amides used as raw materials for nonionic surfactants (D) include, for example, octylic acid amide, lauric acid amide, palmitic acid amide, stearic acid amide, oleic acid amide, behenic acid amide, lignoceric acid amide, amide of fatty acid and diethanolamine, and amide of fatty acid and ethyleneamine.

[0068] Specific examples of nonionic surfactants (D) include, for example, compounds obtained by adding alkylene oxide to oleic acid, compounds obtained by adding alkylene oxide to hydrogenated castor oil, compounds obtained by esterifying a compound obtained by adding alkylene oxide to hydrogenated castor oil with oleic acid, compounds obtained by esterifying a compound obtained by adding alkylene oxide to hydrogenated castor oil with maleic acid, compounds obtained by esterifying a compound obtained by adding alkylene oxide to hydrogenated castor oil with adipic acid and then further esterifying with stearic acid, and tetradecyl alcohol with ethyl Examples include compounds obtained by randomly adding alkylene oxide and propylene oxide, compounds obtained by adding alkylene oxide to laurylamine, compounds obtained by adding alkylene oxide to stearylamine, ester compounds of glycerin with alkylene oxide and oleic acid, ester compounds of glycerin with alkylene oxide and palmitic acid, ester compounds of hydrogenated castor oil with alkylene oxide and maleic acid, and ester compounds of polyethylene glycol and oleic acid.

[0069] These nonionic surfactants (D) may be used individually or in combination of two or more as appropriate. The lower limit of the content of nonionic surfactant (D) in the nonvolatile components of the treatment agent is set as appropriate, but is preferably 20% by mass or more, more preferably 25% by mass or more. When the content is 20% by mass or more, the effects of the present invention can be further improved. The upper limit of the content of nonionic surfactant (D) is set as appropriate, but is preferably 70% by mass or less, more preferably 60% by mass or less. When the content is 70% by mass or less, the effects of the present invention can be efficiently improved. In the present invention, the content of nonionic surfactant (D) in the nonvolatile components of the treatment agent is 20% by mass or more and 70% by mass or less.

[0070] In one embodiment of this product, the content of nonionic surfactant (D) in the nonvolatile content of the treatment agent is, for example, 40.5% by mass or more, 48% by mass or more, 49.9% by mass or more, 51% by mass or more, 51.825% by mass or more, 51.89% by mass or more, 52.5% by mass or more, 52.95% by mass or more, 54.915% by mass or more, or 54.925% by mass or more. Similarly, the content of nonionic surfactant (D) in the nonvolatile content of the treatment agent is, for example, 40.5% by mass or less, 48% by mass or less, 49.9% by mass or less, 51% by mass or less, 51.825% by mass or more, 51.89% by mass or less, 52.5% by mass or less, 52.95% by mass or less, 54.915% by mass or less, or 54.925% by mass or less. It should be noted that ranges obtained by arbitrarily combining the above upper and lower limits are also conceivable.

[0071] In the non-volatile content of the treatment agent, it is preferable that it contains tertiary alkanolamine (A) in proportions of 0.03% to 5% by mass, smoothing agent (B) in proportions of 20% to 70% by mass, smoothing agent (B1) in proportions of 0.1% to 20% by mass, organophosphate ester compound (C) in proportions of 0.1% to 5% by mass, and nonionic surfactant (D) in proportions of 20% to 70% by mass. By specifying within this range, the effects of the present invention can be further improved. It should be noted that ranges arbitrarily combining the above upper and lower limits are also conceivable.

[0072] (Kinematic viscosity) The kinematic viscosity of the non-volatile component of the treatment agent at 25°C is preferably 100 mm². 2 / s or more 500mm 2 / s or less, more preferably 200mm 2 / s or more 400mm 2 It is less than or equal to / s. By specifying the kinematic viscosity of the non-volatile component of the treatment agent at 25°C within this range, it is possible to reduce fluffiness of synthetic fibers to which the treatment agent has been applied, especially twisted yarn fluffiness.

[0073] In one embodiment of this model, the kinematic viscosity (mm²) of the non-volatile content of the treatment agent at 25°C is calculated. 2The kinematic viscosity (mm² / s) at 25°C in the non-volatile portion of the treatment agent is, for example, 92 or more, 94 or more, 146 or more, 153 or more, 174 or more, 182 or more, 205 or more, 225 or more, 230 or more, 232 or more, 249 or more, 257 or more, 259 or more, 394 or more, 443 or more, or 539 or more. Similarly, the kinematic viscosity (mm²) at 25°C in the non-volatile portion of the treatment agent is also considered. 2 For example, / s) is 92 or less, 94 or less, 146 or less, 153 or less, 174 or less, 182 or less, 205 or less, 225 or less, 230 or less, 232 or less, 249 or less, 257 or less, 259 or less, 394 or less, 443 or less, or 539 or less. Ranges formed by any combination of the above upper and lower limits are also possible.

[0074] The kinematic viscosity of the non-volatile components of the treatment agent at 25°C was measured using the Cannon-Fenske method. (pH) The lower limit of the pH of a 1% by mass aqueous solution of the treatment agent at 25°C is set as appropriate, but is preferably 7.5 or higher, more preferably 8.0 or higher. The upper limit of the pH of a 1% by mass aqueous solution of the treatment agent at 25°C is set as appropriate, but is preferably 9.0 or lower, more preferably 8.8 or lower. By specifying the pH within these ranges, the effects of the present invention can be further improved. In one embodiment of this product, the pH of a 1% by mass aqueous solution of the treatment agent at 25°C is, for example, 7.6 or higher, 7.8 or higher, 8.0 or higher, 8.1 or higher, 8.2 or higher, 8.3 or higher, 8.5 or higher, 8.6 or higher, 8.7 or higher, or 8.8 or higher. Similarly, the pH of a 1% by mass aqueous solution of the treatment agent at 25°C is, for example, 7.6 or lower, 7.8 or lower, 8.0 or lower, 8.1 or lower, 8.2 or lower, 8.3 or lower, 8.5 or lower, 8.6 or lower, 8.7 or lower, or 8.8 or lower. Ranges that are arbitrary combinations of the above upper and lower limits are also conceivable. The pH of the deionized water used to dilute the treatment agent during pH measurement is 6.0 to 7.0 at 25°C, and the value shown is the value measured within 30 minutes of preparing a 1% by mass aqueous solution. Furthermore, if the treatment agent contains a solvent, the 1% by mass aqueous solution of the mixture including the solvent is used.

[0075] (Effects of this embodiment) The effects of the treatment agent according to the first embodiment will be described. (1-1) The treatment agent of the first embodiment contains a tertiary alkanolamine (A) represented by formula (1), a smoothing agent (B), and an organic phosphate compound (C) which is at least one selected from organic phosphate esters and their salts, and the mass ratio Ma / Mp of the content of tertiary alkanolamine (A) to the phosphorus content Mp detected by ICP emission spectrometry is set to 6 or more. Therefore, the flexibility of synthetic fibers to which the treatment agent has been applied can be improved, in particular the flexibility of twisted yarns or cords using synthetic fibers. Furthermore, the fluffiness of synthetic fibers to which the treatment agent has been applied can be reduced, in particular the fluffiness of twisted yarns. Furthermore, tar cleaning can be improved.

[0076] <Second Embodiment> Next, a second embodiment of the synthetic fiber according to the present invention will be described. The synthetic fiber of this embodiment is a treated synthetic fiber in which the non-volatile components of the treatment agent of the first embodiment are attached to the surface. The treatment agent may be applied to the synthetic fiber in the form of a diluted solution obtained by diluting it with a diluting solvent, such as an organic solvent solution or an aqueous solution. From the viewpoint of adhesion of the treatment agent to the fiber and economic efficiency, it is preferable to use a hydrocarbon having 10 to 15 carbon atoms and / or water as the diluting solvent. The synthetic fiber is obtained by a process in which a diluting solution such as an aqueous solution is applied to the synthetic fiber, for example, in a spinning or drawing process. The diluting solvent attached to the synthetic fiber may be evaporated by a drawing process and a drying process.

[0077] (Synthetic fiber) There are no particular limitations on the specific synthetic fibers to which the treatment agent of this embodiment is applied. Examples include (1) polyester fibers such as polyethylene terephthalate (PET), polytrimethylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, polylactic acid, and composite fibers containing these polyester resins; (2) polyamide fibers such as nylon 6 and nylon 66; (3) polyacrylic fibers such as polyacrylic and modacrylic; and (4) polyolefin fibers such as polyethylene and polypropylene. Among these, it is preferable to apply it to polyester fibers.

[0078] There are no particular restrictions on the proportion of the treatment agent to be attached to the synthetic fibers, but it is preferable to attach the treatment agent in a proportion of 0.1% by mass or more and 3% by mass or less relative to the synthetic fibers (a proportion that does not include solvents such as water). This configuration can further improve the effects of the present invention. Furthermore, there are no particular restrictions on the method of attaching the treatment agent, and known methods such as roller lubrication, guided lubrication using a metering pump, immersion lubrication, and spray lubrication can be employed.

[0079] In the present invention, the use of synthetic fibers is not particularly limited, but synthetic fibers used in industrial materials are preferred, and among them, those used for rubber reinforcement are more preferred. For example, synthetic fibers used in fields such as automobiles, construction, commerce, agriculture / fisheries, and civil engineering, such as airbag fibers, seat belt fibers, tire cord fibers, carpet fibers, tent fibers, advertising cloth fibers, fishing net fibers, conveyor belt fibers, and rope fibers, are more preferred.

[0080] (Effects of this embodiment) The effects of the synthetic fiber of the second embodiment will now be described. In addition to the effects of the above embodiment, the second embodiment has the following effects.

[0081] (2-1) In the synthetic fiber of the second embodiment, the treatment agent of the first embodiment is attached. Therefore, according to the present invention, the flexibility of synthetic fibers, in particular the flexibility of twisted yarn or cord using synthetic fibers, can be improved. Furthermore, the fluffiness of synthetic fibers, in particular the fluffiness of twisted yarn after the twisting process, can be reduced. Thus, the yarn quality of synthetic fibers can be improved. As a result, the product characteristics of the final product, such as for rubber reinforcement applications, can be improved.

[0082] (Example of change) The above embodiment may be modified as follows. The above embodiment and the following modifications can be combined and implemented to the extent that they do not contradict each other technically.

[0083] Each of the above embodiments may further contain other components used in conventional treatment agents, such as solvents, stabilizers, antistatic agents, binders, antioxidants, ultraviolet absorbers, and surfactants other than those mentioned above, in order to maintain the quality of each treatment agent, to the extent that they do not impede the effects of the present invention. In addition, the amount of other components used in conventional treatment agents, other than solvents, is preferably 10% by mass or less in each treatment agent from the viewpoint of efficiently exhibiting the efficacy of the present invention. [Examples]

[0084] The following examples illustrate the structure and effects of the present invention in more detail, but the present invention is not limited to these examples. In the following examples and comparative examples, "parts" refers to parts by mass, and "%" refers to mass percent.

[0085] Test category 1 (Preparation of treatment agent) (Example 1) The treatment agent for Example 1 consisted of 0.5 parts (%) of dibutylethanolamine (A-1) as a tertiary alkanolamine (A), 5 parts of diisocetylthiodipropionate (B-1-1) as a smoothing agent (B), 20 parts of palm oil (B-2-2), 30 parts of trimethylolpropanetrioleate (B-2-3), 1.5 parts of a salt (C-2) of isocetyl phosphate ester and a compound obtained by adding 10 moles of ethylene oxide (hereinafter referred to as EO) to laurylamine as an organic phosphate ester compound (C), 6.5 parts of a compound (D-1) obtained by adding 13 moles of EO to 1 mole of oleic acid as a nonionic surfactant, 5 parts of a compound (D-2) obtained by adding 12 moles of EO to 1 mole of hydrogenated castor oil, and 20 moles of EO obtained by adding EO to 1 mole of hydrogenated castor oil. The following compounds were added to a beaker and thoroughly mixed to prepare the solution: 12 parts of an ester compound of the compound and oleic acid (D-4), 4 parts of a compound obtained by esterifying a 25-mol adduct of hydrogenated castor oil with adipic acid and then with stearic acid (D-6), 10 parts of a compound (mass-average molecular weight 1500) (D-7) obtained by randomly adding EO and propylene oxide (hereinafter referred to as PO) to tetradecyl alcohol, 3 parts of a compound (D-9) obtained by adding 10 moles of EO to 1 mole of stearylamine, 1.5 parts of sodium salt of a secondary alkane (14-18 carbon atoms) sulfonate (E-1) as other components, and 1 part of bis[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propionic acid][ethylenebis(oxyethylene)] (E-4).

[0086] (Example 2~ 12, Reference example 13~ 17. Comparative Examples 1-12) Example 2~ 12, Reference example 13~ 17. Each of the treatment agents in Comparative Examples 1 to 12 was prepared using the components shown in Tables 1 and 2, in the same manner as in Example 1.

[0087] The types and content of tertiary alkanolamines (A), smoothing agents (B), organophosphate ester compounds (C), nonionic surfactants (D), and other components (E) in the treatment agents for each example are shown in the "Tertiary Alkanolamines (A)", "Smoothing Agents (B)", "Organophosphate Ester Compounds (C)", "Nonionic Surfactants (D)", and "Other Components (E)" columns of Tables 1 and 2, respectively.

[0088] 1% pH In Tables 1 and 2, "1% pH" indicates the pH of a 1% aqueous solution of each treatment agent at 25°C. The pH of the deionized water used to dilute the treatment agent during pH measurement is 6.0 to 7.0 at 25°C, and the value shown is measured within 30 minutes of preparing the 1% aqueous solution. Furthermore, if the treatment agent contains a solvent, the 1% aqueous solution refers to the mixture including the solvent.

[0089] ICP emission spectrometry First, the treatment agent was diluted with distilled water to a non-volatile content of 1%. Standard phosphorus solutions were prepared at known concentrations of 0.001% by mass, 0.005% by mass, 0.01% by mass, 0.05% by mass, 0.1% by mass, and 0.5% by mass. Distilled water used for sample dilution was used as the 0% by mass standard solution. Measurements were performed using an ICP emission spectrometer (ICPE-9000, Shimadzu Corporation). The phosphorus content in the treatment agent was determined from the calibration curve. The results are shown in the "Phosphorus Content Mp(%)" column of Tables 1 and 2.

[0090] In Tables 1 and 2, "Ma / Mp" indicates the ratio of the tertiary alkanolamine (A) content (%) to the phosphorus content Mp (%). ·Kinematic viscosity The kinematic viscosity of the non-volatile components of the treatment agents was measured for each example and comparative example using the Cannon-Fenske method under conditions of 25°C. The results are shown in the "Kinematic Viscosity of Non-Volatile Components" column of Tables 1 and 2.

[0091] [Table 1]

[0092] [Table 2] The details of the tertiary alkanolamines (A), lubricants (B), organophosphate compounds (C), nonionic surfactants (D), and other components (E) listed in Tables 1 and 2 are as follows.

[0093] <Tertiary alkanolamine (A)> A-1: Dibutylethanolamine A-2: Diethylethanolamine A-3: Dimethylethanolamine A-4: Dihexylethanolamine a-1: Dilaurylethanolamine a-2: Dioctadecylethanolamine a-3: Diethanolamine a-4: Triethanolamine <Smoothing agent (B)> (Ester compounds containing thioether bonds in the molecule (B1)) B-1-1: Diisocetylthiodipropionate B-1-2: Di(2-dodecyl-1-tetradecanol)thiodipropionate B-1-3: Georail thiodipropionate B-1-4: Monooleylthiodipropionate B-1-5: Dilaurylthiodipropionate (Other lubricants) B-2-1: Rapeseed oil B-2-2: Palm oil B-2-3: Trimethylol Propane Trioleart B-2-4: Trimethylolpropane tripalme kernel fatty acid ester B-2-5: Glycerin Monooleate B-2-6: Trimethylolpropane trilaurate (Organophosphate ester compound (C)) C-1: Sodium oleyl phosphate salt C-2: Salt of isocetyl phosphate ester and a compound obtained by adding 10 moles of EO to laurylamine. C-3: Salt of lauryl phosphate ester and a compound obtained by adding 10 moles of EO to laurylamine. C-4: Phosphate ester of a compound obtained by adding 0.8 molars to oleyl alcohol. C-5: Salt of isocetyl phosphate and dibutylethanolamine C-6: Salt of isocetyl phosphate and diethylethanolamine (Nonionic surfactant (D)) D-1: A compound obtained by adding 13 moles of EO to 1 mole of oleic acid. D-2: A compound obtained by adding 12 moles of EO to 1 mole of hydrogenated castor oil. D-3: A compound obtained by adding 20 moles of EO to 1 mole of hydrogenated castor oil. D-4: Ester compound of oleic acid and a compound obtained by adding 20 moles of EO to 1 mole of hydrogenated castor oil. D-5: Ester compound of maleic acid and a compound obtained by adding 20 moles of EO to 1 mole of hydrogenated castor oil. D-6: Compound obtained by esterifying an EO25 molar adduct of hydrogenated castor oil with adipic acid, and then further esterifying it with stearic acid. D-7: A compound obtained by randomly adding EO and PO to tetradecyl alcohol (mass-average molecular weight 1500). D-8: A compound obtained by adding 10 moles of EO to 1 mole of laurylamine. D-9: A compound obtained by adding 10 moles of EO to 1 mole of stearylamine. D-10: Ester compound of 2 moles of oleic acid and 2 moles of a compound obtained by adding 20 moles of EO to 1 mole of glycerin. D-11: Ester compound of a compound obtained by adding 20 moles of EO to 1 mole of glycerin and 2 moles of palmitic acid. D-12: Ester compound of maleic acid and a compound obtained by adding 30 moles of EO to 1 mole of hydrogenated castor oil. D-13: Ester compound of 1 mole of polyethylene glycol (mass-average molecular weight 600) and 2 moles of oleic acid. (Other components (E)) E-1: Sodium sulfonate of secondary alkane (14-18 carbon atoms) E-2: α-olefin (14-18 carbon atoms) sodium sulfonate E-3: Alkane (13-16 carbon atoms) sodium sulfonate E-4: Bis[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propionic acid][Ethylenebis(oxyethylene)] E-5: Tris(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl) isocyanurate Test category 2 (Adhesion of treatment agent to synthetic fibers) • Adhesion of the treatment agent to synthetic fibers Each treatment agent in Test Category 1 was uniformly diluted with deionized water to prepare a 15% solution. The 15% solution was applied to an untreated polyethylene terephthalate fiber with 1670 decitex, 360 filaments, and an intrinsic viscosity of 1.01 using an oiling roller lubrication method, so that the amount of treatment agent adhering to the fiber was 1.0%.

[0094] Test category 3 (Twisted yarn fluff) Two synthetic fibers, each treated with one of the agents obtained in Test Category 2, were twisted together with a twist count of 50 turns / 10cm for the undertwist and 50 turns / 10cm for the top twist to create a twisted cord. The amount of fuzz generated per 100m during the creation of this twisted cord was visually counted. The fuzz of the twisted cord was evaluated according to the following criteria. The results are shown in the "Fuzz" column of Tables 1 and 2.

[0095] • Evaluation criteria for twisted yarn fluff 5 (Excellent): Fewer than 3 lints 4 (Excellent): 4 to 7 fuzzy fibers 3 (Good): 8 to 11 lint particles 2 (OK): 12 to 15 fuzzy hairs 1 (Not acceptable): 16 or more lint particles Test category 4 (Manufacturing of reinforcing cords treated with adhesive) The twisted cord obtained in test category 3 was immersed in a first adhesive (epoxy compound (product name Denacol EX-512, manufactured by Nagase ChemteX Corporation) / blocked isocyanate (product name Elastron BN-27, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) = 5 / 5 (solids ratio)), then heat-treated, and further immersed in a second adhesive (RFL solution of resorcinol (product name Resorcinol, manufactured by Kishida Chemical Co., Ltd.) / formaldehyde (product name Formaldehyde Solution (37%), manufactured by Kishida Chemical Co., Ltd.) / latex (product name PYRATEX, manufactured by Nippon A&L Co., Ltd.) = 1.5 / 0.5 / 8 (solids ratio)), then heat-treated to obtain a reinforcing cord treated with adhesive.

[0096] Test category 5 (evaluation of flexibility) Test specimens were prepared by cutting the reinforcing cord obtained in test category 4 to a length of 38.1 mm (1.5 inch) and standardizing the width to 12.7 mm (0.5 inch). Following JIS L 1096 Bending Rebound Method A, these specimens were subjected to a Gurley flexibility tester, and the flexibility was determined from the readings on the scale plate based on the following formula, and evaluated according to the following criteria. The results are shown in the "Flexibility" column of Tables 1 and 2.

[0097] S=R×(D1W1+D2W2+D3W3)×(L-12.7) 2 / b × 3.375 × 10 -5 S: Flexibility (Garley stiffness) (mg) R: Reading the scale plate D1, D2, D3: Distance from the pendulum pivot point to the weight mounting position [25.4mm (1 inch), 50.8mm (2 inches), 101.6mm (4 inches)] W1, W2, W3: Mass (g) of the weights attached to holes D1, D2, and D3. L: Length of the test specimen (mm) b: Width of the test specimen (mm) • Criteria for evaluating flexibility 5 (Excellent): Flexibility less than 30 mg 4 (Excellent): Flexibility between 30mg and less than 40mg 3 (Good): Flexibility between 40mg and less than 50mg 2 (Acceptable): Flexibility between 50mg and less than 60mg 1 (Not acceptable): Flexibility of 60 mg or more Test category 6 (Tar cleaning ability) Each treatment agent, immediately after preparation, was diluted with a dilution solvent of an organic solvent (a mixed solvent of n-hexane and ethanol) to obtain a 15% diluted solution of the treatment agent. The diluted solution was applied to an unlubricated polyethylene terephthalate fiber with 1670 decitex, 360 filaments, and an intrinsic viscosity of 1.01, using a guided lubrication method, to obtain an amount of 5.0% as non-volatile content, which was used as the evaluation yarn. The evaluation yarn was run at an initial tension of 1.5 kg and a yarn speed of 0.1 m / min in contact with a textured chrome pin at a surface temperature of 240°C for 12 hours. The brown tar adhering to the fiber's path and its surroundings was rubbed at 180°C using a cotton swab impregnated with a glycerin solution prepared to be 1% NaOH, and the number of swipes (back-and-forth strokes) until the brown tar disappeared was measured. Tar cleanability was evaluated according to the following criteria. The results are shown in the "Tar Cleanability" column of Tables 1 and 2.

[0098] • Evaluation criteria for tar cleaning performance 5 (Excellent): Less than 50 times 4 (Excellent): 50 to less than 100 times 3 (Good): 100 to less than 150 times 2 (OK): 150 times or more but less than 200 times 1 (Not allowed): More than 200 times From the results in the table above, the treatment agent of the present invention can improve the flexibility of synthetic fibers to which the treatment agent has been applied and reduce lint. Furthermore, it can improve tar cleaning performance.

[0099] Next, the technical concepts that can be understood from the above embodiments and alternative examples are described below. The synthetic fiber treatment agent of embodiment 21 contains a tertiary alkanolamine (A) represented by the above formula (1), a smoothing agent (B), and an organic phosphate compound (C) which is at least one selected from organic phosphate esters and salts thereof, and is characterized in that the mass ratio Ma / Mp of the content Ma of the tertiary alkanolamine (A) to the phosphorus content Mp detected by ICP emission spectrometry is 6 or more.

[0100] [ka] In equation (1), R 1 ,R 2 Each of these is a monovalent hydrocarbon group having 1 to 8 carbon atoms, and R 3 This is a divalent hydrocarbon group having 1 to 4 carbon atoms.

[0101] Embodiment 22 is a synthetic fiber treatment agent according to Embodiment 21, wherein the smoothing agent (B) comprises an ester compound (B1) having a thioether bond in its molecule. Embodiment 23 is a synthetic fiber treatment agent according to Embodiment 21 or 22, wherein the kinematic viscosity of the non-volatile component of the synthetic fiber treatment agent is 100 mm at 25°C. 2 / s or more 500mm 2 The result will be less than / s.

[0102] Embodiment 24 is a synthetic fiber treatment agent according to any one embodiment of Embodiments 21 to 23, wherein the R in formula (1) 1 ,R 2 is a monovalent hydrocarbon group having 2 to 4 carbon atoms, and R 3 This is a divalent hydrocarbon group having 1 to 4 carbon atoms.

[0103] Embodiment 25 is a synthetic fiber treatment agent according to any one embodiment of Embodiments 21 to 24, wherein the organophosphate ester compound (C) is at least one selected from phosphate esters of aliphatic alcohols having 16 to 24 carbon atoms and salts thereof.

[0104] Embodiment 26 is a synthetic fiber treatment agent according to Embodiment 22, wherein the ester compound (B1) is a complete ester of an aliphatic alcohol having 16 to 24 carbon atoms and thiodipropionic acid.

[0105] Embodiment 27 is a synthetic fiber treatment agent as described in Embodiment 22, wherein the nonvolatile content of the synthetic fiber treatment agent contains the tertiary alkanolamine (A) in an amount of 0.03% to 5% by mass, the smoothing agent (B) in an amount of 20% to 70% by mass, the smoothing agent (B1) in an amount of 0.1% to 20% by mass, and the organophosphate ester compound (C) in an amount of 0.1% to 5% by mass.

[0106] Embodiment 28 is a synthetic fiber treatment agent according to any one embodiment of Embodiments 21 to 27, further containing a nonionic surfactant (D). Embodiment 29 is the synthetic fiber treatment agent described in Embodiment 22, wherein the synthetic fiber treatment agent further contains a nonionic surfactant (D), and the nonvolatile content of the synthetic fiber treatment agent contains the tertiary alkanolamine (A) in a proportion of 0.03% to 5% by mass, the smoothing agent (B) in a proportion of 20% to 70% by mass, the smoothing agent (B1) in a proportion of 0.1% to 20% by mass, the organophosphate ester compound (C) in a proportion of 0.1% to 5% by mass, and the nonionic surfactant (D) in a proportion of 20% to 70% by mass.

[0107] Embodiment 30 is a synthetic fiber treatment agent according to any one embodiment of Embodiments 21 to 29, wherein the pH of a 1% by mass aqueous solution of the synthetic fiber treatment agent at 25°C is 7.5 or higher and 9.0 or lower.

[0108] The synthetic fiber of embodiment 31 is characterized in that it has the synthetic fiber treatment agent described in any one embodiment of embodiments 21 to 30 attached to it. Embodiment 32 is the synthetic fiber described in Embodiment 31, wherein the synthetic fiber is a polyester-based synthetic fiber.

Claims

1. The product contains a tertiary alkanolamine (A) represented by the following formula (1) (excluding components incorporated as a tertiary alkanolamine salt of the following organic phosphate ester compound (C)), a smoothing agent (B), an organic phosphate ester compound (C) selected from at least one of organic phosphate esters and their salts, and a nonionic surfactant (D) having a (poly)oxyalkylene structure, wherein the mass ratio Ma of the content Ma of the tertiary alkanolamine (A) to the phosphorus content Mp detected by ICP emission spectrometry is 6 or more. The lubricant (B) is an ester compound, The organic phosphate ester compound (C) is at least one selected from a phosphate ester of an aliphatic alcohol having 16 to 24 carbon atoms, a phosphate ester of a compound obtained by adding a (poly)alkylene oxide chain to an aliphatic alcohol having 16 to 24 carbon atoms, and amine salts or alkali metal salts thereof, in a treatment agent for synthetic fibers. A synthetic fiber treatment agent characterized in that, in the nonvolatile content of the synthetic fiber treatment agent, it contains the tertiary alkanolamine (A) in an amount of 0.01% to 10% by mass, the smoothing agent (B) in an amount of 20% to 70% by mass, the organophosphate ester compound (C) in an amount of 0.01% to 10% by mass, and the nonionic surfactant (D) in an amount of 20% to 70% by mass. 【Chemistry 1】 (In equation (1), R １ and R ２ These are monovalent hydrocarbon groups having 1 to 8 carbon atoms, R ３ (This refers to a divalent hydrocarbon group having 1 to 4 carbon atoms.)

2. The synthetic fiber treatment agent according to claim 1, wherein the smoothing agent (B) comprises an ester compound (B1) having a thioether bond in its molecule.

3. The kinematic viscosity of the non-volatile component of the aforementioned synthetic fiber treatment agent is 100 mm at 25°C. ２ / s or more 500mm ２ The synthetic fiber treatment agent according to claim 1, wherein the value is less than or equal to / s.

4. In formula (1) above, R １ , R ２ is a monovalent hydrocarbon group having 2 to 4 carbon atoms, R ３ The synthetic fiber treatment agent according to claim 1, wherein is a divalent hydrocarbon group having 1 to 4 carbon atoms.

5. The synthetic fiber treatment agent according to claim 1, wherein the organic phosphate compound (C) is at least one selected from phosphate esters of aliphatic alcohols having 16 to 24 carbon atoms and salts thereof.

6. The synthetic fiber treatment agent according to claim 2, wherein the ester compound (B1) is a complete ester of an aliphatic alcohol having 16 to 24 carbon atoms and thiodipropionic acid.

7. The synthetic fiber treatment agent according to Claim 2, wherein the nonvolatile content of the synthetic fiber treatment agent contains the tertiary alkanolamine (A) in a proportion of 0.03% to 5% by mass, the smoothing agent (B) in a proportion of 20% to 70% by mass, the smoothing agent (B1) in a proportion of 0.1% to 20% by mass, the organophosphate ester compound (C) in a proportion of 0.1% to 5% by mass, and the nonionic surfactant (D) in a proportion of 20% to 70% by mass.

8. The synthetic fiber treatment agent according to claim 1, wherein the pH of the 1% by mass aqueous solution of the synthetic fiber treatment agent has a non-volatile content of 7.5 or more and 9.0 or less at 25°C.

9. A synthetic fiber characterized by having a synthetic fiber treatment agent according to any one of claims 1 to 8 attached to it.

10. The synthetic fiber according to claim 9, wherein the synthetic fiber is a polyester-based synthetic fiber.

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