Treatment agent for synthetic fibers, and synthetic fibers

A synthetic fiber treatment agent with a smoothing agent and organic phosphite, along with other additives, addresses the issue of poor heat resistance in conventional agents, improving yarn performance and reducing smoke and tar cleaning issues.

JP7619689B1Active Publication Date: 2025-01-22TAKEMOTO OIL & FAT CO LTD
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Patent Information

Application Number
JP2024056224
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2024-03-29
Publication Date
2025-01-22
Estimated Expiration
2044-03-29

AI Technical Summary

Technical Problem

Conventional synthetic fiber processing agents suffer from poor heat resistance, leading to deteriorated tar cleaning performance.

Method used

A synthetic fiber treatment agent comprising a specified smoothing agent and organic phosphite, along with nonionic surfactants, organic sulfonic acid compounds, and organic phosphate compounds, is developed to enhance heat resistance.

Benefits of technology

The treatment agent improves heat resistance, reduces yarn tension increase, enhances tar cleaning performance, and minimizes smoke generation.

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Abstract

Provided are a synthetic fiber treating agent capable of improving heat resistance, and synthetic fibers. [Solution] The synthetic fiber treatment agent of the present invention is characterized by containing the following smoothing agent (A) and organic phosphite ester (B): The smoothing agent (A) contains at least one selected from the group consisting of a tri-fatty acid ester of glycerin (A1) and a tri-fatty acid ester of trimethylolpropane (A2).
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Description

[Technical field]

[0001] The present invention relates to a synthetic fiber treating agent capable of improving heat resistance, and to synthetic fibers having said synthetic fiber treating agent adhered thereto. [Background technology]

[0002] For example, in the spinning and drawing process and finishing process of synthetic fibers, a treatment for attaching a synthetic fiber treating agent to the surface of the fiber may be carried out from the viewpoint of reducing friction of the fiber, preventing static electricity, and improving bundling ability.

[0003] For example, conventionally known synthetic fiber treating agents are disclosed in Patent Documents 1 and 2. Patent Document 1 discloses a synthetic fiber treating agent comprising a blend of a smoothing agent such as an ester of a polyhydric alcohol and a monocarboxylic acid, an ester compound having a thioether group, a phenol-based antioxidant in which the benzene nucleus is substituted with one or more methyl groups and tertiary butyl groups, and a phosphite-based antioxidant.

[0004] Patent Document 2 discloses a synthetic fiber treatment agent comprising a glycerin ester compound (A) having a structure in which glycerin and a linear fatty acid having 8 to 22 carbon atoms are ester-bonded, and the linear fatty acids having 16 to 18 carbon atoms account for 90% by weight or more of the total linear fatty acids, and a branched ester compound (B) having a structure in which an alcohol and a fatty acid having 8 to 20 carbon atoms are ester-bonded, and at least one of the alcohol and the fatty acid has a branched structure in the carbon skeleton. [Prior art documents] [Patent documents]

[0005] [Patent Document 1] Patent No. 3488563 [Patent Document 2] Patent No. 6351569 Summary of the Invention [Problem to be solved by the invention]

[0006] However, conventional synthetic fiber treatment agents have a problem of poor heat resistance, which leads to problems such as poor tar cleaning properties. [Means for solving the problem]

[0007] As a result of research aimed at solving the above problems, the present inventors have found that a synthetic fiber treatment agent containing a specific smoothing agent (A) and an organic phosphite ester (B) is exactly suitable.

[0008] Various aspects for solving the above problems will be described below. The synthetic fiber treatment agent of the first embodiment contains the following smoothing agent (A): , Yes Chemical phosphite (B) , and nonionic surfactants Contains The organic phosphite (B) has three substituents and at least two kinds of substituents. The present invention is characterized by the above.

[0009] Smoothing agent (A): A smoothing agent containing at least one selected from the group consisting of a tri-fatty acid ester of glycerin (A1) and a tri-fatty acid ester of trimethylolpropane (A2). In a second aspect, in the agent for treating synthetic fibers according to the first aspect, the smoothing agent (A) contains the tri-fatty acid ester of glycerin (A1) and the tri-fatty acid ester of trimethylolpropane (A2).

[0010] In a third aspect, the agent for treating synthetic fibers according to the first or second aspect further contains a thiodipropionic acid ester (A3) as the smoothing agent (A). A fourth aspect is the agent for treating synthetic fibers according to any one of the first to third aspects, in which the organic phosphite (B) has an aromatic ring in its molecular structure.

[0011] Aspects 5 The first aspect is 4In the treatment agent for synthetic fibers according to any one of the above aspects, the non-volatile content of the treatment agent for synthetic fibers contains the tri-fatty acid ester of glycerin (A1) and the tri-fatty acid ester of trimethylolpropane (A2) in a total amount of 20% by mass or more and 70% by mass or less, and the organic phosphite (B) in a proportion of 0.1% by mass or more and 5% by mass or less.

[0012] Aspects 6 The first aspect is 5 The synthetic fiber treating agent according to any one of the above aspects further comprises an organic sulfonic acid compound (C). The synthetic fiber treatment agent of aspect 7 contains the following smoothing agent (A), organic phosphite (B), organic phosphate compound (D), and nonionic surfactant, and is characterized in that the organic phosphate compound (D) has a triester structure.

[0013] Smoothing agent (A): A smoothing agent containing at least one selected from the group consisting of a tri-fatty acid ester of glycerin (A1) and a tri-fatty acid ester of trimethylolpropane (A2). In an eighth aspect, in the agent for treating synthetic fibers according to the seventh aspect, the smoothing agent (A) contains the tri-fatty acid ester of glycerin (A1) and the tri-fatty acid ester of trimethylolpropane (A2).

[0014] In a ninth aspect, the synthetic fiber treating agent according to the seventh or eighth aspect further contains a thiodipropionic acid ester (A3) as the smoothing agent (A). A tenth aspect is the agent for treating synthetic fibers according to any one of the seventh to ninth aspects, in which the organic phosphite (B) has an aromatic ring in its molecular structure.

[0015] In an eleventh aspect, in the agent for treating synthetic fibers according to any one of the seventh to tenth aspects, the organic phosphite (B) has three substituents and at least two kinds of substituents.

[0016] A twelfth aspect of the present invention is the treatment agent for synthetic fibers according to any one of Aspects 7 to 11, wherein the non-volatile content of the treatment agent for synthetic fibers contains the tri-fatty acid ester of glycerin (A1) and the tri-fatty acid ester of trimethylolpropane (A2) in a total amount of from 20% by mass to 70% by mass, and the organic phosphite (B) in a proportion of from 0.1% by mass to 5% by mass.

[0017] A thirteenth aspect of the present invention relates to the agent for treating synthetic fibers according to any one of the seventh to twelfth aspects, further comprising an organic sulfonic acid compound (C). Aspects 14 The synthetic fibers are as follows: 13 The synthetic fiber treating agent according to any one of the above aspects is adhered to the synthetic fiber treating agent. Effect of the Invention

[0018] According to the present invention, the heat resistance of a treatment agent for synthetic fibers can be improved. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0019] First Embodiment A first embodiment of the synthetic fiber treatment agent (hereinafter, simply referred to as the treatment agent) of the present invention will be described below. The treatment agent of this embodiment contains the following smoothing agent (A): , Yes Chemical phosphite (B) , and nonionic surfactantsThe treatment agent further contains an organic sulfonic acid compound (C), an organic phosphate ester compound (D )of It may contain.

[0020] (Smoothing agent (A)) The smoothing agent (A) used in this embodiment is a smoothing agent containing at least one selected from the group consisting of a tri-fatty acid ester of glycerin (A1) and a tri-fatty acid ester of trimethylolpropane (A2).

[0021] The fatty acids used as raw materials for the tri-fatty acid ester of glycerin (A1) and the tri-fatty acid ester of trimethylolpropane (A2) are not particularly limited with respect to the number of carbon atoms, the presence or absence of branching, the valence, etc., and may be, for example, higher fatty acids, fatty acids having a cyclo ring, or fatty acids having an aromatic ring.

[0022] Specific examples of the glycerin tri-fatty acid ester (A1) include glycerin trioleate, and natural fats and oils such as palm oil, coconut oil, rapeseed oil, sunflower oil, soybean oil, castor oil, sesame oil, fish oil, and beef tallow.

[0023] Specific examples of the tri-fatty acid ester (A2) of trimethylolpropane include trimethylolpropane trilaurate, trimethylolpropane trioleate, and trimethylolpropane triperm-nucleus fatty acid ester.

[0024] The smoothing agent (A) preferably contains both the tri-fatty acid ester of glycerin (A1) and the tri-fatty acid ester of trimethylolpropane (A2). By using such components in combination, the heat resistance of the treatment agent can be further improved, and in particular, the tar cleaning ability can be improved.

[0025] The smoothing agent (A) preferably further contains a thiodipropionic acid ester (A3). By containing the thiodipropionic acid ester (A3) in the smoothing agent (A), the heat resistance of the treatment agent can be further improved. In particular, an increase in the tension of the running yarn can be suppressed.

[0026] Specific examples of the thiodipropionic acid ester (A3) include dioleyl thiodipropionate, diisocetyl thiodipropionate, and diisostearyl thiodipropionate.

[0027] The smoothing agent (A) may further contain an ester compound other than the tri-fatty acid ester of glycerin (A1), the tri-fatty acid ester of trimethylolpropane (A2), and the thiodipropionic acid ester (A3), if necessary.

[0028] Specific examples of the ester compounds include (1) ester compounds of aliphatic monoalcohols and aliphatic monocarboxylic acids, such as 2-ethylhexyl stearate, octyl palmitate, oleyl laurate, oleyl oleate, isotridecyl stearate, and isotetracosyl oleate; (2) complete ester compounds of aliphatic polyhydric alcohols and aliphatic monocarboxylic acids, such as 1,6-hexanediol didecanate, pentaerythritol tetraoctate, and pentaerythritol tetradecanoate; and (3) dioleyl azelaate. (4) ester compounds of aromatic monoalcohols and aliphatic monocarboxylic acids, such as benzyl oleate and benzyl laurate; (5) complete ester compounds of aromatic polyhydric alcohols and aliphatic monocarboxylic acids, such as bisphenol A dilaurate; and (6) complete ester compounds of aliphatic monoalcohols and aromatic polycarboxylic acids, such as bis 2-ethylhexyl phthalate, diisostearyl isophthalate, and trioctyl trimellitate.

[0029] These smoothing agents (A) may be used alone or in appropriate combination of two or more. The lower limit of the total content of the tri-fatty acid ester (A1) of glycerin and the tri-fatty acid ester (A2) of trimethylolpropane in the non-volatile content of the treatment agent is appropriately set, but is preferably 10% by mass or more, more preferably 20% by mass or more. When the content is 10% by mass or more, the heat resistance of the treatment agent can be further improved. The upper limit of the total content of the tri-fatty acid ester (A1) of glycerin and the tri-fatty acid ester (A2) of trimethylolpropane in the non-volatile content of the treatment agent is appropriately set, 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 heat resistance of the treatment agent can be further improved. In addition, a range in which the above upper and lower limits are arbitrarily combined is also assumed. In addition, the non-volatile content refers to a treatment agent that has been heat-treated at 105°C for 2 hours to thoroughly remove volatile components. In the following, the definition of the non-volatile content adopts the same conditions.

[0030] The lower limit of the content of the thiodipropionic acid ester (A3) in the non-volatile content of the treatment agent is appropriately set, but is preferably 1% by mass or more, more preferably 1.5% by mass or more. When the content is 1% by mass or more, the heat resistance of the treatment agent can be further improved. In particular, the increase in tension of the running yarn can be further suppressed. The upper limit of the content of the thiodipropionic acid ester (A3) in the non-volatile content of the treatment agent is appropriately set, but is preferably 10% by mass or less, more preferably 8% by mass or less. When the content is 10% by mass or less, the heat resistance of the treatment agent can be efficiently improved. Note that ranges in which the above upper and lower limits are arbitrarily combined are also envisaged.

[0031] (Organophosphite (B)) The organic phosphite (B) used in this embodiment can improve the heat resistance of the treatment agent. The organic phosphite (B) is a phosphoric acid compound (P(OR)3) having an organic group (R: substituent) in phosphorous acid (P(OH)3).

[0032] Substituents constituting the organic phosphite (B) include aliphatic hydrocarbon groups, aromatic hydrocarbon groups, etc. Among these, the organic phosphite (B) is preferably one having an aromatic ring in its molecular structure. By applying such a constitution, the heat resistance of the treatment agent can be further improved. In particular, the tar cleaning property can be further improved.

[0033] When the organic phosphite (B) has a plurality of substituents in one molecule, the substituents may be the same or different. The organic phosphite (B) may be a monoester, a diester, or a triester. Among these, the organic phosphite (B) preferably has three substituents and at least two kinds of substituents. In addition, when the organic phosphite (B) has at least two kinds of substituents, it is more preferable that the at least two kinds of substituents are not structurally isomeric. In other words, it is more preferable that the organic phosphite (B) has two or more kinds of substituents with different carbon numbers. Furthermore, the organic phosphite (B) is preferably a phosphite having one phosphorus atom in the molecule. By applying such a constitution, the heat resistance of the treatment agent can be further improved. In particular, the increase in tension of the running yarn can be further suppressed.

[0034] The hydrocarbon group may be a saturated or unsaturated hydrocarbon group, and may be a straight-chain or branched-chain hydrocarbon group.

[0035] The unsaturated hydrocarbon group may be an alkenyl group having one double bond as an unsaturated carbon bond, an alkadienyl group having two or more double bonds, an alkatrienyl group, etc., or an alkynyl group having one triple bond as an unsaturated carbon bond, or an alkadiynyl group having two or more triple bonds, etc.

[0036] The number of carbon atoms constituting the hydrocarbon group is not particularly limited, and may be, for example, 1 or more and 30 or less. The aromatic hydrocarbon group is not particularly limited as long as it is a hydrocarbon group having a single ring or a condensed ring as an aromatic ring, and examples thereof include aryl groups such as a phenyl group, a naphthyl group, a tolyl group, a xylyl group, and an alkylphenyl group.

[0037] Specific examples of the organic phosphite (B) include, for example, a phosphite having two substituents, 2,4-bis(1,1-dimethylpropyl)phenyl and 4-(1,1-dimethylpropyl)phenyl, triphenyl phosphite, trisnonylphenyl phosphite, tricresyl phosphite, triethyl phosphite, tris(2-ethylhexyl)phosphite, tridecyl phosphite, tris(tridecyl)phosphite, trilauryl phosphite, tris(decyl / lauryl=1 / 1)phosphite, trioleyl phosphite, diphenyl mono(2-ethylhexyl)phosphite, diphenyl monodecyl phosphite, diphenyl mono(triphenylphosphite), tetra(tridecyl)phosphite, tetraphenyldipropylene glycol diphosphite, tetraphenyltetra(tridecyl)pentaerythritol tetraphosphite, tetra(alkyl having 12 to 15 carbon atoms)-4,4'-isopropylidenediphenyl diphosphite, bis(tridecyl)pentaerythritol diphosphite, bis(nonylphenyl)pentaerythritol diphosphite, 4,4'-butylidene-bis(3-methyl-6-t-butylphenyl-di-tridecylphosphite), tristearyl phosphite, distearyl pentaerythritol diphosphite, tris(2,4-di-t-butylphenyl)phosphite, and the like.

[0038] These organic phosphites (B) may be used alone or in appropriate combination of two or more. The lower limit of the content of the organic phosphite ester (B) in the non-volatile content of the treatment agent is appropriately set, 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 heat resistance of the treatment agent can be further improved. The upper limit of the content of the organic phosphite ester (B) in the non-volatile content of the treatment agent is appropriately set, 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 heat resistance of the treatment agent can be further improved. In particular, the increase in tension of the running yarn can be further suppressed. Note that ranges in which the above upper and lower limits are arbitrarily combined are also envisaged.

[0039] It is preferable that the total content of the glycerin tri-fatty acid ester (A1) and the trimethylolpropane tri-fatty acid ester (A2) in the non-volatile content of the treatment agent is 20% by mass or more and 70% by mass or less, and the organic phosphite ester (B) is 0.1% by mass or more and 5% by mass or less. By specifying the content within such ranges, the heat resistance of the treatment agent can be further improved.

[0040] (Organic sulfonic acid compound (C)) The treatment agent of this embodiment may further contain an organic sulfonic acid compound (C). By containing the organic sulfonic acid compound (C), the heat resistance of the treatment agent can be further improved. In particular, the increase in tension of the running yarn can be further suppressed.

[0041] Examples of the organic sulfonic acid compound (C) used in the treatment agent of this embodiment include aliphatic sulfonic acids, aliphatic sulfosuccinic acids, aromatic sulfonic acids, and salts thereof. The hydrocarbon group constituting the organic sulfonic acid is not particularly limited with respect to the presence or absence of an unsaturated bond, and may be a linear or branched hydrocarbon group. In the case of a sulfonic acid having a branched hydrocarbon group, the branching position is not particularly limited, and may be, for example, a carbon chain branched at the α position or a carbon chain branched at the β position.

[0042] Examples of the counter ion of the organic sulfonic acid include alkali metal salts such as potassium salts and sodium salts, alkaline earth metal salts such as magnesium salts and calcium salts, ammonium salts, alkanolamine salts such as diethanolamine salts, triethanolamine salts, (poly)oxyalkylene alkylamine salts and dibutylethanolamine salts, and phosphonium salts.

[0043] Specific examples of the organic sulfonic acid compound (C) include lauryl sulfonate, myristyl sulfonate, cetyl sulfonate, oleyl sulfonate, stearyl sulfonate, tetradecane sulfonate, dodecylbenzene sulfonate, secondary alkyl sulfonate (C13 to 15), secondary alkyl sulfonate (C11 to 14), secondary alkyl sulfonate (C14 to 18), α-olefin sulfonate, α-olefin sulfonate (C14 to 18), and dioctyl sulfosuccinate.

[0044] These organic sulfonic acid compounds (C) may be used alone or in combination of two or more. The lower limit of the content of the organic sulfonic acid compound (C) in the non-volatile content of the treatment agent is preferably 0.1% by mass or more, more preferably 0.5% by mass or more. When the content is 0.1% by mass or more, the heat resistance of the treatment agent can be further improved. In particular, the increase in the tension of the running yarn can be further suppressed. The upper limit of the content of the organic sulfonic acid compound (C) is preferably 10% by mass or less, more preferably 5% by mass or less. When the content is 10% by mass or less, the heat resistance of the treatment agent can be efficiently improved. Note that any combination of the above upper and lower limits is also envisioned.

[0045] (Organophosphate Compound (D)) The treatment agent of this embodiment may further contain an organic phosphate ester compound (D). By containing the organic phosphate ester compound (D), the heat resistance of the treatment agent can be further improved. In particular, the tar cleaning property can be further improved.

[0046] Examples of the substituent constituting the organic phosphate compound (D) include an aliphatic hydrocarbon group, an aromatic hydrocarbon group, etc. Examples of the organic phosphate compound (D) include an alkyl phosphate ester, an alkenyl phosphate ester, an aryl phosphate ester, an alkyl phosphate ester, an alkenyl phosphate ester, or an aryl phosphate ester to which a (poly)alkylene oxide chain has been added, and salts thereof, etc. The alkyl group or alkenyl group constituting the alkyl phosphate ester is not particularly limited, and may be, for example, linear or branched.

[0047] When the organic phosphate ester compound (D) has a plurality of substituents in one molecule, the substituents may be the same or different. The organic phosphate ester compound (D) may be a monoester, a diester, or a triester. Of these, the organic phosphate ester compound (D) preferably has a triester structure. By applying such a structure, the heat resistance of the treatment agent can be further improved. In particular, the smoke generation of the treatment agent can be further reduced.

[0048] The number of carbon atoms of the alkyl group is not particularly limited, but is preferably from 1 to 32, and more preferably from 8 to 22. Specific examples of the alkyl group include a methyl group, an ethyl group, a propyl group, a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a decyl group, a undecyl group, a dodecyl group, a tridecyl group, a tetradecyl group, a pentadecyl group, a hexadecyl group, a heptadecyl group, an octadecyl group, an icosyl group, an isobutyl group, an isopentyl group, an isohexyl group, an isoheptyl group, an isooctyl group, an isodecyl group, an isoundecyl group, an isododecyl group, an isotridecyl group, an isotetradecyl group, an isopentadecyl group, an isohexadecyl group, an isoheptadecyl group, an isooctadecyl group, and an isoicosyl group.

[0049] Specific examples of alkenyl groups include butenyl, pentenyl, hexenyl, heptenyl, octenyl, nonenyl, decenyl, undecenyl, dodecenyl, tridecenyl, tetradecenyl, pentadecenyl, hexadecenyl, heptadecenyl, octadecenyl, icosenyl, isobutenyl, isopentenyl, isohexenyl, isoheptenyl, isooctenyl, isononenyl, isodecenyl, isoundecenyl, isododecenyl, isotridecenyl, isotetradecenyl, isopentadecenyl, isohexadecenyl, isoheptadecenyl, isooctadecenyl, and isoicosenyl.

[0050] The aromatic hydrocarbon group is not particularly limited as long as it is a hydrocarbon group having a single ring or a condensed ring as an aromatic ring, and examples thereof include aryl groups such as a phenyl group, a naphthyl group, a tolyl group, a xylyl group, and an alkylphenyl group.

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

[0052] The phosphoric acid constituting the organic phosphate ester compound (D) is not particularly limited, and may be orthophosphoric acid or a polyphosphoric acid such as diphosphoric acid. Examples of the counter ion of the organic phosphate ester compound include alkali metal salts such as potassium salts and sodium salts, alkaline earth metal salts such as magnesium salts and calcium salts, ammonium salts, alkanolamine salts such as diethanolamine salts, triethanolamine salts, (poly)oxyalkylene alkylamine salts and dibutylethanolamine salts, and phosphonium salts.

[0053] These organic phosphate ester compounds (D) may be used alone or in appropriate combination of two or more. The lower limit of the content of the organic phosphate ester compound (D) in the non-volatile content of the treatment agent 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 heat resistance of the treatment agent can be further improved. The upper limit of the content of the organic phosphate ester compound (D) is preferably 10% by mass or less, more preferably 5% by mass or less. When the content is 10% by mass or less, the heat resistance of the treatment agent can be efficiently improved. Note that any combination of the above upper and lower limits is also envisioned.

[0054] (Nonionic surfactant) The treatment agent of this embodiment further contains a nonionic surfactant from the viewpoint of improving the formulation stability. do .

[0055] Examples of nonionic surfactants include compounds having a (poly)oxyalkylene structure in which alkylene oxide is added to alcohols or carboxylic acids, ether / ester compounds having a (poly)oxyalkylene structure in which alkylene oxide is added to an ester compound of carboxylic acids and polyhydric alcohol, compounds obtained by esterifying an ether / ester compound having a (poly)oxyalkylene structure in which alkylene oxide is added to an ester compound of carboxylic acids and polyhydric alcohol with a carboxylic acid, and (poly)oxyalkylene compounds in which alkylene oxide is added to an ester compound of carboxylic acids and polyhydric alcohol. Examples of such compounds include compounds in which an ether / ester compound having an alkylene structure is crosslinked with a polycarboxylic acid and the terminal is esterified with a monocarboxylic acid; amine compounds, for example, compounds having a (poly)oxyalkylene structure in which an alkylene oxide is added to a primary organic amine; partial ester compounds of carboxylic acids and polyhydric alcohols, etc.; amide compounds in which an amine compound is condensed with a carboxylic acid; compounds having a (poly)oxyalkylene structure in which an alkylene oxide is added to a fatty acid amide; and compounds having a polyoxyalkylene structure such as block copolymers having a polyoxyethylene chain and a polyoxypropylene chain.

[0056] Specific examples of alcohols used as raw materials for nonionic surfactants 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, heptacosanol, octacosanol, nonacosanol, and triacontanol; (2) isopropanol, isobutanol, isohexanol, 2-ethylhexanol, isononanol, isodecanol, isododecanol, isotridecanol, isotetradecanol, isopentadecanol, and isohexa. Branched alkyl alcohols such as decanol, isoheptadecanol, isooctadecanol, isononadecanol, isoeicosanol, isoheneicosanol, isodocosanol, isotricosanol, isotetracosanol, isopentacosanol, isohexacosanol, isoheptacosanol, isooctacosanol, isononacosanol, and isotriacontanol; (3) linear alkenyl alcohols such as tetradecenol, hexadecenol, heptadecenol, octadecenol, and nonadecenol; (4) branched alkenyl alcohols such as isohexadecenol and isooctadecenol; (5) cyclic alkyl alcohols such as cyclopentanol and cyclohexanol; and (6) aromatic alcohols such as phenol, nonylphenol, benzyl alcohol, monostyrenated phenol, distyrenated phenol, and tristyrenated phenol.

[0057] Specific examples of carboxylic acids used as raw materials for nonionic surfactants include: (1) linear alkyl carboxylic acids such as octylic 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) polyvalent carboxylic acids such as adipic acid, sebacic acid, and tricarbaryl.

[0058] The alkylene oxide used as a raw material for forming the (poly)oxyalkylene structure of the nonionic surfactant is preferably an alkylene oxide having 2 to 4 carbon atoms. Specific examples of alkylene oxide include, for example, ethylene oxide, propylene oxide, and butylene oxide. The number of moles of alkylene oxide added is appropriately set, but is preferably 0.1 to 200 moles, more preferably 1 to 150 moles, and even more preferably 2 to 100 moles. Any combination of the above upper and lower limits is also possible. The number of moles of alkylene oxide added indicates the number of moles of alkylene oxide per mole of the compound to be added in the raw material. The alkylene oxide may be one type of alkylene oxide used alone, or two or more types of alkylene oxides may be used in appropriate combination. When two or more types of alkylene oxides are used, the addition form may be any of block addition, random addition, and a combination of block addition and random addition, and is not particularly limited.

[0059] Specific examples of polyhydric alcohols used as raw materials for nonionic surfactants include 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, and sorbitol.

[0060] Specific examples of aliphatic amines used as raw materials for nonionic surfactants include methylamine, ethylamine, butylamine, octylamine, laurylamine, octadecylamine, octadecenylamine, and coconut amine.

[0061] Specific examples of fatty acid amides used as raw materials for nonionic surfactants include octyl acid amide, lauric acid amide, palmitic acid amide, stearic acid amide, oleic acid amide, behenic acid amide, lignoceric acid amide, amides of fatty acids and diethanolamine, and amides of fatty acids and ethyleneamine.

[0062] Specific examples of nonionic surfactants include a compound in which an alkylene oxide is added to hydrogenated castor oil, a compound in which an alkylene oxide is added to hydrogenated castor oil and the compound is esterified with oleic acid, a compound in which an alkylene oxide is added to 1 mole of hydrogenated castor oil and the resultant is crosslinked with adipic acid and the end is esterified with stearic acid, a diester of polyethylene glycol and oleic acid, a compound in which ethylene oxide and propylene oxide are randomly added to cetyl alcohol, and a compound in which an alkylene oxide is added to stearylamine.

[0063] These nonionic surfactants may be used alone or in appropriate combination of two or more kinds. The lower limit of the content of the nonionic surfactant in the treatment agent is set appropriately, 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 stability of the treatment agent can be improved. The upper limit of the content of the nonionic surfactant is set appropriately, but is preferably 60% by mass or less, more preferably 55% by mass or less. When the content is 60% by mass or less, the stability of the treatment agent can be improved. Note that ranges that combine the above upper and lower limits in any way are also envisioned.

[0064] (Effects of this embodiment) The effects of the treatment agent according to the first embodiment will be described. (1-1) In the treatment agent of the first embodiment, a smoothing agent containing at least one selected from the group consisting of a tri-fatty acid ester of glycerin (A1) and a tri-fatty acid ester of trimethylolpropane (A2), an organic phosphite ester (B), , and nonionic surfactants This composition contains the above ingredients. Therefore, the heat resistance of the treatment agent can be improved. More specifically, the increase in tension of the running yarn can be suppressed. In addition, the tar cleaning property can be improved. In addition, the smoke generation from the treatment agent can be reduced.

[0065] <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 having the non-volatile component of the treatment agent of the first embodiment attached to its surface. A modified synthetic fiber is obtained by attaching the treatment agent to the surface of the synthetic fiber. The treatment agent may be applied in the form of a dilution solution diluted with a dilution solvent, such as an organic solvent solution or an aqueous liquid. From the viewpoint of the adhesion of the treatment agent to the fiber and economic efficiency, it is preferable to use a hydrocarbon having a carbon number of 10 to 15 and / or water as the dilution solvent. The synthetic fiber is obtained by a process of attaching a dilution solution such as an aqueous liquid to the synthetic fiber, for example, in a spinning or drawing process. The dilution solution attached to the synthetic fiber may be evaporated by a drawing process or a drying process. There is no particular restriction on the attachment process as long as it is a spinning process. The effect of the invention can be further expected by using the synthetic fiber in a manufacturing facility or process having a process of passing the synthetic fiber through a roller at 150°C or higher in the drawing or heat treatment process.

[0066] (Synthetic Fibers) Specific examples of synthetic fibers to which the treatment agent of this embodiment is applied are not particularly limited and include, for example, (1) polyester-based fibers such as polyethylene terephthalate (PET), polytrimethylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, polylactic acid, and composite fibers containing these polyester-based resins, (2) polyamide-based fibers such as nylon 6 and nylon 66, (3) polyacrylic-based fibers such as polyacrylic and modacrylic, and (4) polyolefin-based fibers such as polyethylene and polypropylene. Of these, it is preferable to apply the treatment agent to polyester-based fibers and polyamide-based fibers.

[0067] There is no particular limit to the ratio of the treatment agent applied to the synthetic fibers, but it is preferable to apply the treatment agent at a ratio of 0.1% by mass to 3% by mass (excluding solvents such as water) relative to the synthetic fibers. This configuration can further improve the effects of the present invention. There is also no particular limit to the method of applying the treatment agent, and known methods such as roller oiling, guide oiling using a metering pump, immersion oiling, and spray oiling can be used.

[0068] In the present invention, the use of the synthetic fiber is not particularly limited, but synthetic fibers used in industrial materials are preferred, such as fibers for airbags, seat belts, tire cords, carpets, tents, advertising fabrics, fishing nets, conveyor belts, ropes, and other synthetic fibers used in the fields of automobiles, architecture, commerce, agriculture, fisheries, civil engineering, and the like.

[0069] (Effects of this embodiment) The following describes the effects of the synthetic fiber of the second embodiment. In addition to the effects of the above-mentioned embodiments, the second embodiment has the following effects.

[0070] (2-1) The synthetic fiber of the second embodiment is adhered with the treatment agent of the first embodiment. Therefore, according to the present invention, the heat resistance of the treatment agent is improved. This improves the running performance of the running yarn and the tar cleanability. This improves the yarn quality of the synthetic fiber. Also, smoke generation can be reduced. This improves the production environment.

[0071] (Example of change) The above embodiment may be modified as follows: The above embodiment and the following modifications may be combined with each other to the extent that no technical contradiction occurs.

[0072] Each of the treatment agents of the above embodiments may further contain other components used in normal treatment agents, such as solvents, stabilizers, antistatic agents, binders, antioxidants, UV absorbers, organic acids, surfactants other than those mentioned above, and smoothing agents other than those mentioned above, in order to maintain the quality of each treatment agent, within the scope of not impairing the effects of the present invention. Note that, from the viewpoint of efficiently exerting the efficacy of the present invention, the amount of other components other than solvents used in normal treatment agents is preferably 10% by mass or less in each treatment agent. EXAMPLES

[0073] In the following, examples will be given to more specifically describe the configuration and effects of the present invention, but the present invention is not limited to these examples. In the following examples and comparative examples, parts means parts by mass, and % means % by mass.

[0074] Test category 1 (preparation of treatment agent) Example 1 The treatment agent of Example 1 contained 20 parts of rapeseed oil (A1-1), 20 parts of palm oil (A1-2), 15 parts of trimethylolpropane trioleate (A2-1), 5 parts of diisostearyl thiodipropionate (A3-2) as a smoothing agent, 1 part of a phosphorous ester (B-1) having two types of substituents, 2,4-bis(1,1-dimethylpropyl)phenyl and 4-(1,1-dimethylpropyl)phenyl, as an organic phosphorous ester (B), 8 parts of a compound (N-1) obtained by adding 12 moles of ethylene oxide to 1 mole of hydrogenated castor oil as a nonionic surfactant, 10 parts of a compound (N-2) obtained by esterifying 20 moles of ethylene oxide to 1 mole of hydrogenated castor oil with 2 moles of oleic acid, and 10 parts of a polyethylene terephthalate (PE) obtained by adding 10 moles of ethylene oxide to 1 mole of hydrogenated castor oil as a nonionic surfactant. 12 parts of a diester of glycol (mass average molecular weight 400) and oleic acid (N-4), 6.8 parts of a compound in which ethylene oxide and propylene oxide are randomly added to cetyl alcohol (ethylene oxide / propylene oxide = 50 / 50 (mass ratio), mass average molecular weight 1500) (N-5), 1 part of secondary alkane (carbon number 14-18) sulfonic acid sodium salt (C-1) as an organic sulfonic acid compound (C), 0.2 parts of trioleyl phosphate (D-2) as an organic phosphate ester compound (D), and 1 part of tris(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl) isocyanurate (E-3) as other components were added to a beaker and mixed well to prepare the treatment agent of Example 1.

[0075] (Example 2 8,15~17,21~23, Reference example 9~14,18~20,24~ 27, Comparative Examples 1 to 7) Example 2 8,15~17,21~23, Reference example 9~14,18~20,24~ 27, Each of the treatment agents for Comparative Examples 1 to 7 was prepared in the same manner as in Example 1 using the components shown in Tables 1 and 2.

[0076] The type and content of the smoothing agent, the type and content of the organic phosphite (B), the type and content of the nonionic surfactant, the type and content of the organic sulfonic acid compound (C), the type and content of the organic phosphate compound (D), and the type and content of other components in each example of the treatment agent are as shown in the "Smoothing agent (A)" column, the "Organic phosphite (B)" column, the "Nonionic surfactant" column, the "Organic sulfonic acid compound (C)" column, the "Organic phosphate compound (D)" column, and the "Other components" column in Tables 1 and 2, respectively.

[0077] [Table 1]

[0078] [Table 2]

[0079] Details of the smoothing agent, organic phosphite ester (B), nonionic surfactant, organic sulfonic acid compound (C), organic phosphate ester compound (D), and other components listed in Tables 1 and 2 are as follows.

[0080] <Smoothing agent> (Tri-fatty acid ester of glycerin (A1)) A1-1: Rapeseed oil A1-2: Palm oil (Tri-fatty acid ester of trimethylolpropane (A2)) A2-1: Trimethylolpropane trioleate A2-2: Trimethylolpropane tripartite fatty acid ester (Thiodipropionic acid ester (A3)) A3-1: Dioleylthiodipropionate A3-2: Diisostearyl thiodipropionate (Other smoothing agents) A4-1: Oleyl Oleate A4-2: Pentaerythritol tetradecanoate a1-1: glycerin dioleate (Organophosphite (B)) B-1: Phosphite having two substituents, 2,4-bis(1,1-dimethylpropyl)phenyl and 4-(1,1-dimethylpropyl)phenyl (product name: ETHAFLOW 6705, manufactured by SI Group) B-2: Trisnonylphenyl phosphite (product name: JP-351, manufactured by Johoku Chemical Co., Ltd.) B-3: Trioleyl phosphite (product name: JP-318-O, manufactured by Johoku Chemical Co., Ltd.) (Nonionic surfactant) N-1: A compound obtained by adding 12 moles of ethylene oxide to 1 mole of hydrogenated castor oil. N-2: A compound obtained by adding 20 moles of ethylene oxide to 1 mole of hydrogenated castor oil and esterifying it with 2 moles of oleic acid. N-3: A compound obtained by adding 25 moles of ethylene oxide to 1 mole of hydrogenated castor oil, crosslinking the mixture with 0.5 moles of adipic acid, and esterifying the terminals with 1 mole of stearic acid. N-4: Diester of polyethylene glycol (mass average molecular weight 400) and oleic acid N-5: A compound in which ethylene oxide and propylene oxide are randomly added to cetyl alcohol (ethylene oxide / propylene oxide = 50 / 50 (mass ratio), mass average molecular weight 1500) N-6: A compound in which 10 moles of ethylene oxide are added to 1 mole of stearylamine (Organic sulfonic acid compound (C)) C-1: Sodium secondary alkane (carbon number 14-18) sulfonate C-2: α-Olefin (carbon number 14-18) sulfonic acid sodium salt (Organophosphate Compound (D)) D-1: Triphenyl phosphate ester D-2: Trioleyl phosphate ester D-3: Diethanolamine salt of oleyl (ethylene oxide 3 moles) phosphate ester (Other ingredients) E-1: Dimethyl silicone (dynamic viscosity at 25°C 10 mm 2 / s) E-2: Potassium oleate E-3: Tris(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl) isocyanurate Test category 2 (evaluation of tension rise time) Each of the variously prepared treatment agents was uniformly diluted with ion-exchanged water or a diluent of an organic solvent as necessary to obtain a 15% solution. The above solution was applied to an oil-free polyethylene terephthalate fiber having 1100 decitex, 192 filaments, and an intrinsic viscosity of 0.93, so that the amount applied was 3.0% as a non-volatile content by the oiling roller oiling method, and the diluent was dried to obtain a test yarn. The test yarn was made to run in contact with a matte chrome pin having a surface temperature of 250°C at an initial tension of 2.0 kg and a yarn speed of 0.1 m / min, and the tension value of the yarn was measured. The running time at which the tension increased by 20% from the tension value after 20 minutes of running was recorded and evaluated according to the following criteria. The results are shown in the "tension increase time" column of Tables 1 and 2.

[0081] ·Tension rise time evaluation criteria 5 (Excellent): 8 hours or more 4 (Excellent): 6 to 8 hours 3 (Good): 4 to 6 hours 2 (OK): 2 hours or more but less than 4 hours 1 (Not acceptable): Less than 2 hours Test category 3 (evaluation of tar cleaning ability) Under the same conditions as those for the evaluation of tension rise in Test Section 2, dirt that had developed on the matte chrome pins 12 hours after running was wiped off with a cotton swab soaked in a 5% sodium hydroxide glycerin solution, and the cleanability was evaluated according to the following criteria. The results are shown in the "Tar cleanability" column in Tables 1 and 2.

[0082] Evaluation criteria for tar cleaning performance 5 (Very good): The dirt can be wiped off with less than 10 wipes. 4 (Excellent): Dirt can be wiped off by wiping 10 to less than 50 times. 3 (Good): Dirt can be wiped off by wiping 50 to less than 100 times. 2 (Acceptable): If the dirt can be wiped off by wiping 100 to 200 times. 1 (Not acceptable): If the stain cannot be removed even after wiping 200 times or more Test category 4 (evaluation of smoke generation) For each of the prepared treatment agents, the generation of smoke was observed using a heated inclined plate as described below. A stainless steel plate (inclined plate) inclined at 45° was placed on a heater, and the surface temperature was set to 240°C. The treatment agent was dripped from the upper end of the plate at a rate of 0.5 mL / min and collected at the lower end of the plate. The amount of smoke generated on the inclined plate was visually evaluated according to the following criteria. The results are shown in the "Smoke" column in Tables 1 and 2.

[0083] Smoke generation evaluation criteria 5 (Very good): Almost no smoke is observed 4 (Excellent): Only a small amount of smoke is observed. 3 (Good): A small amount of smoke is observed. 2 (OK): If a small amount of smoke is observed 1 (Not acceptable): If a large amount of smoke is observed From the results in the above table, the treatment agent of the present invention can improve heat resistance. More specifically, it can suppress an increase in tension of the running yarn. It can also improve tar cleaning properties. It can also reduce smoke generation.

[0084] Next, the technical ideas that can be understood from the above-described embodiment and other examples will be described below. The synthetic fiber treating agent of embodiment 1 is characterized by containing the following smoothing agent (A) and organic phosphite (B).

[0085] Smoothing agent (A): A smoothing agent containing at least one selected from the group consisting of a tri-fatty acid ester of glycerin (A1) and a tri-fatty acid ester of trimethylolpropane (A2). In a second aspect, in the agent for treating synthetic fibers according to the first aspect, the smoothing agent (A) contains the tri-fatty acid ester of glycerin (A1) and the tri-fatty acid ester of trimethylolpropane (A2).

[0086] In a third aspect, the agent for treating synthetic fibers according to the first or second aspect further contains a thiodipropionic acid ester (A3) as the smoothing agent (A). A fourth aspect is the agent for treating synthetic fibers according to any one of the first to third aspects, in which the organic phosphite (B) has an aromatic ring in its molecular structure.

[0087] A fifth aspect is the agent for treating synthetic fibers according to any one of the first to fourth aspects, in which the organic phosphite (B) has three substituents and at least two kinds of substituents.

[0088] Aspect 6 is the treatment agent for synthetic fibers according to any one of Aspects 1 to 5, wherein the non-volatile content of the treatment agent for synthetic fibers contains the tri-fatty acid ester of glycerin (A1) and the tri-fatty acid ester of trimethylolpropane (A2) in a total amount of 20% by mass or more and 70% by mass or less, and the organic phosphite (B) in a proportion of 0.1% by mass or more and 5% by mass or less.

[0089] A seventh aspect is the agent for treating synthetic fibers according to any one of the first to sixth aspects, further comprising an organic sulfonic acid compound (C). In an eighth aspect, the agent for treating synthetic fibers according to any one of the first to seventh aspects further contains an organic phosphate ester compound (D).

[0090] In a ninth aspect, in the treatment agent for synthetic fibers according to the eighth aspect, the organic phosphate ester compound (D) has a triester structure. The synthetic fibers of the tenth aspect are characterized in that the synthetic fiber treating agent according to any one of the first to ninth aspects is adhered to the synthetic fibers.

Claims

1. A treatment agent for synthetic fibers, comprising the following smoothing agent (A), an organic phosphite (B), and a nonionic surfactant, wherein the organic phosphite (B) has three substituents and at least two kinds of substituents. Smoothing agent (A): A smoothing agent containing at least one selected from the group consisting of a tri-fatty acid ester of glycerin (A1) and a tri-fatty acid ester of trimethylolpropane (A2).

2. 2. The synthetic fiber treating agent according to claim 1, wherein the smoothing agent (A) contains the tri-fatty acid ester of glycerin (A1) and the tri-fatty acid ester of trimethylolpropane (A2).

3. 2. The synthetic fiber processing agent according to claim 1, further comprising a thiodipropionic acid ester (A3) as the smoothing agent (A).

4. 2. The agent for treating synthetic fibers according to claim 1, wherein the organic phosphite (B) has an aromatic ring in its molecular structure.

5. 2. The treatment agent for synthetic fibers according to claim 1, wherein the non-volatile content of the treatment agent includes the tri-fatty acid ester of glycerin (A1) and the tri-fatty acid ester of trimethylolpropane (A2) in a total amount of 20% by mass or more and 70% by mass or less, and the organic phosphite (B) in a proportion of 0.1% by mass or more and 5% by mass or less.

6. 2. The synthetic fiber treating agent according to claim 1, further comprising an organic sulfonic acid compound (C).

7. A treatment agent for synthetic fibers, comprising the following smoothing agent (A), an organic phosphite (B), an organic phosphate compound (D), and a nonionic surfactant, wherein the organic phosphate compound (D) has a triester structure. Smoothing agent (A): A smoothing agent containing at least one selected from the group consisting of a tri-fatty acid ester of glycerin (A1) and a tri-fatty acid ester of trimethylolpropane (A2).

8. 8. The synthetic fiber treating agent according to claim 7, wherein the smoothing agent (A) contains the tri-fatty acid ester of glycerin (A1) and the tri-fatty acid ester of trimethylolpropane (A2).

9. 8. The agent for treating synthetic fibers according to claim 7, further comprising a thiodipropionic acid ester (A3) as the smoothing agent (A).

10. 8. The agent for treating synthetic fibers according to claim 7, wherein the organic phosphite (B) has an aromatic ring in its molecular structure.

11. 8. The synthetic fiber treating agent according to claim 7, wherein the organic phosphite (B) has three substituents and at least two kinds of substituents.

12. 8. The treatment agent for synthetic fibers according to claim 7, wherein the non-volatile content of the treatment agent includes the tri-fatty acid ester of glycerin (A1) and the tri-fatty acid ester of trimethylolpropane (A2) in a total amount of 20% by mass or more and 70% by mass or less, and the organic phosphite (B) in a proportion of 0.1% by mass or more and 5% by mass or less.

13. The synthetic fiber treating agent according to claim 7, further comprising an organic sulfonic acid compound (C).

14. A synthetic fiber having the synthetic fiber treating agent according to any one of claims 1 to 13 adhered thereto.

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