Synthetic fiber treatment agent and synthetic fiber

Abstract

The present invention addresses the problem of providing synthetic fibers and a synthetic fiber treatment agent having improved heat resistance. The synthetic fiber treatment agent according to the present invention is characterized by containing the following smoothing agent, organic phosphite ester, and nonionic surfactant. The smoothing agent contains at least one selected from a tri-fatty acid ester of glycerin and a tri-fatty acid ester of trimethylolpropane.

Description

Treatment agent for synthetic fibers, and synthetic fibers

[0001] The present invention relates to a synthetic fiber treating agent having improved heat resistance, and to synthetic fibers to which said synthetic fiber treating agent is attached.

[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, improving antistatic properties, and improving bundling properties.

[0003] For example, conventionally known synthetic fiber treatment agents are disclosed in Patent Documents 1 and 2. Patent Document 1 discloses a synthetic fiber treatment 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 phenolic antioxidant in which the benzene nucleus is substituted with one or more methyl groups and tertiary butyl groups, and a phosphite antioxidant.

[0004] Patent Document 2 discloses a synthetic fiber treatment agent containing 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 its carbon skeleton.

[0005] Patent No. 3488563 Patent No. 6351569

[0006] However, conventional synthetic fiber treatment agents have the problem of poor heat resistance, which results in problems such as poor tar cleaning properties.

[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] The following describes various aspects of the treatment agent for synthetic fibers that solve the above problems. Aspect 1 of the treatment agent for synthetic fibers is characterized by containing the following smoothing agent (A), organic phosphite ester (B), and nonionic surfactant.

[0009] 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). Aspect 2 is the synthetic fiber treating agent according to Aspect 1, wherein the smoothing agent (A) contains the tri-fatty acid ester of glycerin (A1) and the tri-fatty acid ester of trimethylolpropane (A2).

[0010] In Aspect 3, the synthetic fiber treating agent according to Aspect 1 or 2, the smoothing agent (A) further contains a thiodipropionic acid ester (A3). In Aspect 4, the synthetic fiber treating agent according to any one of Aspects 1 to 3, the organic phosphite ester (B) has an aromatic ring in its molecular structure.

[0011] In Aspect 5, in the treating agent for synthetic fibers according to any one of Aspects 1 to 4, the organic phosphite ester (B) has three substituents and at least two types of substituents.

[0012] In Aspect 6, in the treatment agent for synthetic fibers according to any one of Aspects 1 to 5, the treatment agent for synthetic fibers contains the glycerin tri-fatty acid ester (A1) and the trimethylolpropane tri-fatty acid ester (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, based on the non-volatile content of the treatment agent for synthetic fibers.

[0013] Aspect 7 is the synthetic fiber treatment agent according to any one of Aspects 1 to 6, further comprising an organic sulfonic acid compound (C). Aspect 8 is the synthetic fiber treatment agent according to any one of Aspects 1 to 7, further comprising an organic phosphate ester compound (D).

[0014] Aspect 9 is the synthetic fiber treating agent according to Aspect 8, wherein the organic phosphate ester compound (D) has a triester structure. Aspect 10 is a synthetic fiber having the synthetic fiber treating agent according to any one of Aspects 1 to 9 adhered thereto.

[0015] According to the present invention, the heat resistance of a treatment agent for synthetic fibers can be improved.

[0016] 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), organic phosphite ester (B), and nonionic surfactant. The treatment agent may further contain an organic sulfonic acid compound (C) and / or an organic phosphate ester compound (D).

[0017] (Smoothing Agent (A)) The smoothing agent (A) used in this embodiment 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).

[0018] 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 in terms of 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.

[0019] 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.

[0020] Specific examples of the tri-fatty acid ester (A2) of trimethylolpropane include trimethylolpropane trilaurate, trimethylolpropane trioleate, and trimethylolpropane triperm-nucleus fatty acid ester.

[0021] The smoothing agent (A) preferably contains both a tri-fatty acid ester of glycerin (A1) and a tri-fatty acid ester of trimethylolpropane (A2). By using these components in combination, the heat resistance of the treatment agent can be further improved, particularly its tar detergency.

[0022] The smoothing agent (A) preferably further contains a thiodipropionic acid ester (A3). By further containing a 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.

[0023] Specific examples of the thiodipropionic acid ester (A3) include dioleyl thiodipropionate, diisocetyl thiodipropionate, and diisostearyl thiodipropionate.

[0024] 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.

[0025] 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. (3) ester compounds of aromatic monoalcohols and aliphatic monocarboxylic acids such as benzyl oleate and benzyl laurate; (4) ester compounds of aromatic monoalcohols and aliphatic monocarboxylic acids such as benzyl oleate and benzyl laurate; (5) ester compounds of aromatic polyalcohols and aliphatic monocarboxylic acids such as bisphenol A dilaurate; and (6) ester compounds of aliphatic monoalcohols and aromatic polycarboxylic acids such as bis 2-ethylhexyl phthalate, diisostearyl isophthalate and trioctyl trimellitate.

[0026] 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 glycerin tri-fatty acid ester (A1) and the trimethylolpropane tri-fatty acid ester (A2) in the non-volatile content of the treatment agent can be set appropriately, but is preferably 10% by mass or more, more preferably 20% by mass or more. When this 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 glycerin tri-fatty acid ester (A1) and the trimethylolpropane tri-fatty acid ester (A2) in the non-volatile content of the treatment agent can be set appropriately, but is preferably 70% by mass or less, more preferably 65% ​​by mass or less. When this content is 70% by mass or less, the heat resistance of the treatment agent can be further improved. In one aspect of this embodiment, the total content of A1 and A2 in the non-volatile content of the treatment agent is, for example, 16% by mass or more, 40% by mass or more, 45% by mass or more, 50% by mass or more, 55% by mass or more, 57% by mass or more, 60% by mass or more, or 61% by mass or more. Similarly, the total content of A1 and A2 in the non-volatile content of the treatment agent is, for example, 61% by mass or less, 60% by mass or less, 57% by mass or less, 55% by mass or less, 50% by mass or less, 45% by mass or less, 40% by mass or less, or 16% by mass or less. Ranges combining the above upper and lower limits are also contemplated. Furthermore, the non-volatile content refers to the treatment agent that has been heat-treated at 105°C for 2 hours to thoroughly remove volatile components. Hereinafter, the same conditions will be used to define the non-volatile content.

[0027] The lower limit of the content of the thiodipropionic acid ester (A3) in the non-volatile content of the treatment agent can be set as appropriate, but is preferably 1% by mass or more, more preferably 1.5% by mass or more. When this content is 1% by mass or more, the heat resistance of the treatment agent can be further improved. In particular, an increase in the running yarn tension 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 can be set as appropriate, but is preferably 10% by mass or less, more preferably 8% by mass or less. When this content is 10% by mass or less, the heat resistance of the treatment agent can be efficiently improved. In one aspect of this embodiment, the content of the thiodipropionic acid ester (A3) in the non-volatile content of the treatment agent is, for example, 2% by mass or more, 3% by mass or more, 4% by mass or more, or 5% by mass or more. Similarly, the content of the thiodipropionic acid ester (A3) in the non-volatile matter of the treatment agent is, for example, 5% by mass or less, 4% by mass or less, 3% by mass or less, 2% by mass or less, or 1.5% by mass or less. Any combination of the above upper and lower limits is also contemplated.

[0028] (Organic phosphite (B)) The organic phosphite (B) used in this embodiment can improve the heat resistance of the treatment agent. The organic phosphite (B) is a phosphorous acid (P(OH) ３ ) having an organic group (R: substituent) in the phosphoric acid compound (P(OR) ３ )

[0029] Examples of the substituents constituting the organic phosphite (B) include aliphatic hydrocarbon groups and aromatic hydrocarbon groups. Among these, the organic phosphite (B) preferably has an aromatic ring in its molecular structure. By adopting such a structure, the heat resistance of the treatment agent can be further improved. In particular, the tar cleaning ability can be further improved.

[0030] When the organic phosphite (B) has multiple substituents in one molecule, the substituents may be the same or different. The organic phosphite (B) may be a monoester, diester, or triester. Among these, the organic phosphite (B) preferably has three substituents and at least two types of substituents. Furthermore, when the organic phosphite (B) has at least two types of substituents, it is more preferable that the two types of substituents are not structurally isomeric. In other words, the organic phosphite (B) preferably has two or more types of substituents with different carbon numbers. Furthermore, the organic phosphite (B) is preferably a phosphite having one phosphorus atom in the molecule. By adopting such a configuration, the heat resistance of the treatment agent can be further improved. In particular, an increase in the running yarn tension can be further suppressed.

[0031] The hydrocarbon group may be a saturated hydrocarbon group or an unsaturated hydrocarbon group, and may be a straight-chain hydrocarbon group or a branched-chain hydrocarbon group.

[0032] The unsaturated hydrocarbon group may be an alkenyl group having one double bond as an unsaturated carbon bond, an alkadienyl group or an alkatrienyl group having two or more double bonds, or an alkynyl group having one triple bond as an unsaturated carbon bond, or an alkadiynyl group having two or more triple bonds.

[0033] The number of carbon atoms constituting the hydrocarbon group is not particularly limited, and can be, for example, from 1 to 30. 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.

[0034] Specific examples of the organic phosphite (B) include 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(tridecyl)phosphite, 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-tridecyl phosphite), tristearyl phosphite, distearyl pentaerythritol diphosphite, tris(2,4-di-t-butylphenyl)phosphite, and the like.

[0035] These organic phosphite esters (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 may be set appropriately, but is preferably 0.05% by mass or more, more preferably 0.1% by mass or more. When this 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 may be set appropriately, but is preferably 10% by mass or less, more preferably 5% by mass or less. When this content is 10% by mass or less, the heat resistance of the treatment agent can be further improved. In particular, an increase in the running yarn tension can be further suppressed. In one aspect of this embodiment, the content of the organic phosphite ester (B) in the non-volatile content of the treatment agent is, for example, 0.05% by mass or more, 0.5% by mass or more, 1% by mass or more, 1.5% by mass or more, 2% by mass or more, or 6% by mass or more. Similarly, the content of the organic phosphite (B) in the non-volatile matter of the treatment agent is, for example, 6% by mass or less, 2% by mass or less, 1.5% by mass or less, 1% by mass or less, 0.5% by mass or less, or 0.05% by mass or less. Any combination of the above upper and lower limits is also contemplated.

[0036] The treatment agent preferably contains the glycerin tri-fatty acid ester (A1) and the trimethylolpropane tri-fatty acid ester (A2) in a total amount of 20% by mass to 70% by mass, and the organic phosphite ester (B) in a proportion of 0.1% by mass to 5% by mass, in the non-volatile content. By specifying these ranges, the heat resistance of the treatment agent can be further improved.

[0037] (Organic Sulfonic Acid Compound (C)) The treatment agent of this embodiment may further contain an organic sulfonic acid compound (C). When the treatment agent contains the organic sulfonic acid compound (C), the heat resistance of the treatment agent can be further improved. In particular, an increase in the tension of the running yarn can be further suppressed.

[0038] 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.

[0039] 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.

[0040] 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.

[0041] 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, an increase in the running yarn tension 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. In one aspect of this embodiment, the content of the organic sulfonic acid compound (C) in the non-volatile content of the treatment agent is, for example, 0.95% by mass or more, 1% by mass or more, 1.5% by mass or more, 1.8% by mass or more, or 2% by mass or more. Similarly, the content of the organic sulfonic acid compound (C) in the nonvolatile matter of the treatment agent is, for example, 2% by mass or less, 1.8% by mass or less, 1.5% by mass or less, 1% by mass or less, or 0.95% by mass or less. Note that ranges that combine the above upper and lower limits are also contemplated.

[0042] (Organophosphate Compound (D)) The treatment agent of the present embodiment may further contain an organic phosphate compound (D). When the treatment agent contains the organic phosphate compound (D), the heat resistance of the treatment agent can be further improved. In particular, the tar cleaning ability can be further improved.

[0043] Examples of the substituent constituting the organic phosphate ester compound (D) include an aliphatic hydrocarbon group, an aromatic hydrocarbon group, etc. Examples of the organic phosphate ester compound (D) 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 group or alkenyl group constituting the alkyl phosphate ester is not particularly limited and may be, for example, linear or branched.

[0044] When the organic phosphate ester compound (D) has multiple 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. Among these, the organic phosphate ester compound (D) preferably has a triester structure. By adopting 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.

[0045] The number of carbon atoms in 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, an 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.

[0046] 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 groups.

[0047] 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.

[0048] The alkylene oxide used as a raw material for forming the (poly)oxyalkylene structure is preferably an alkylene oxide having 2 to 4 carbon atoms. Specific examples of alkylene oxide include ethylene oxide, propylene oxide, and butylene oxide. The number of moles of alkylene oxide added is set appropriately, but is preferably 0.1 to 60 moles, more preferably 1 to 40 moles, and even more preferably 2 to 30 moles. Ranges combining the above upper and lower limits are also contemplated. 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 charged raw material. As the alkylene oxide, one type of alkylene oxide may be used alone, or two or more types of alkylene oxides may be used in appropriate combination. When two or more types of alkylene oxide 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.

[0049] 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.

[0050] 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. In one aspect of this embodiment, the content of the organic phosphate ester compound (D) in the non-volatile content of the treatment agent is, for example, 0.2% by mass or more, 0.4% by mass or more, or 0.5% by mass or more. Similarly, the content of the organic phosphate ester compound (D) in the non-volatile content of the treatment agent is, for example, 0.5% by mass or less, 0.4% by mass or less, or 0.2% by mass or less. Any combination of the above upper and lower limits is also contemplated.

[0051] (Nonionic Surfactant) The treatment agent of this embodiment further contains a nonionic surfactant from the viewpoint of improving the stability of the formulation.

[0052] 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 carboxylic acid, and (poly)oxyalkylene compounds in which alkylene oxide is added to an ester compound of carboxylic acids and polyhydric alcohol. Examples of the amine 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, 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, 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 a block copolymer having a polyoxyethylene chain and a polyoxypropylene chain.

[0053] Specific examples of alcohols used as raw materials for nonionic surfactants include: (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, isonodecanol, 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.

[0054] 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) polycarboxylic acids such as adipic acid, sebacic acid, and tricarbaryl.

[0055] 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 ethylene oxide, propylene oxide, butylene oxide, etc. The number of moles of alkylene oxide added is set appropriately, but is preferably 0.1 to 200 moles, more preferably 1 to 150 moles, and even more preferably 2 to 100 moles. Ranges combining the above upper and lower limits are also envisioned. 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 charged raw material. As the alkylene oxide, one type of alkylene oxide may be used alone, or two or more types of alkylene oxides may be used in appropriate combination. When two or more types of alkylene oxide 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.

[0056] 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.

[0057] Specific examples of aliphatic amines used as raw materials for nonionic surfactants include methylamine, ethylamine, butylamine, octylamine, laurylamine, octadecylamine, octadecenylamine, and coconut amine.

[0058] Specific examples of fatty acid amides used as raw materials for nonionic surfactants include octylic 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.

[0059] 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.

[0060] These nonionic surfactants may be used alone or in appropriate combination of two or more. The lower limit of the content of the nonionic surfactant in the treatment agent may be 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 may be 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. In one aspect of this embodiment, the content of the nonionic surfactant in the treatment agent is, for example, 27.3% by mass or more, 28% by mass or more, 33% by mass or more, 34% by mass or more, 35% by mass or more, 36.8% by mass or more, 38.4% by mass or more, 39% by mass or more, 41.3% by mass or more, 43.8% by mass or more, 44% by mass or more, 45% by mass or more, 48% by mass or more, 52.9% by mass or more, 53.5% by mass or more, or 53.95% by mass or more. Similarly, the content of the nonionic surfactant in the treatment agent is, for example, 53.95% by mass or less, 53.5% by mass or less, 52.9% by mass or less, 48% by mass or less, 45% by mass or less, 44% by mass or less, 43.8% by mass or less, 41.3% by mass or less, 39% by mass or less, 38.4% by mass or less, 36.6% by mass or less, 35% by mass or less, 34% by mass or less, 33% by mass or less, 28% by mass or less, or 27.3% by mass or less. Ranges combining the above upper and lower limits are also contemplated.

[0061] (Effects of this embodiment) The effects of the treatment agent of the first embodiment will be described. (1-1) The treatment agent of the first embodiment is formulated by blending 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 a nonionic surfactant. Therefore, the heat resistance of the treatment agent can be improved. More specifically, an increase in the tension of the running yarn can be suppressed. Furthermore, the tar cleaning ability can be improved. Furthermore, smoke generation from the treatment agent can be reduced.

[0062] Second Embodiment Next, a second embodiment of the synthetic fiber according to the present invention will be described. The synthetic fiber of this embodiment has the non-volatile component of the treatment agent of the first embodiment adhered to its surface. That is, this embodiment provides a treated synthetic fiber comprising a synthetic fiber and the treatment agent adhered to its surface. In other words, a modified synthetic fiber is obtained by adhering the treatment agent to the surface of the synthetic fiber. The treatment agent may be applied to the synthetic fiber 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 10 to 15 carbon atoms and / or water as the dilution solvent. The synthetic fiber is obtained by adhering a dilution solution such as an aqueous liquid to the synthetic fiber, for example, in a spinning or drawing process. The dilution solvent adhered to the synthetic fiber may be evaporated by a drawing or drying process. The adhering process is not particularly limited as long as it is a spinning process. The effects of the present invention can be further enhanced by using the synthetic fiber in manufacturing equipment or processes that include a step of passing the fiber through rollers at 150°C or higher during the drawing or heat treatment process.

[0063] (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 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. Of these, the treatment agent is preferably applied to polyester fibers and polyamide fibers.

[0064] There are no particular restrictions on the proportion of the treatment agent applied to the synthetic fibers, but it is preferable to apply the treatment agent at a proportion of 0.1% by mass to 3% by mass (excluding solvents such as water) relative to the synthetic fibers. This configuration further improves the effects of the present invention. There are also no particular restrictions on the method for 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.

[0065] 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 fields such as automobiles, construction, commerce, agriculture, fisheries, and civil engineering.

[0066] (Effects of this embodiment) The effects of the synthetic fiber of the second embodiment will be described below. In addition to the effects of the above-described embodiments, the second embodiment has the following effects.

[0067] (2-1) The synthetic fiber of the second embodiment is coated 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 its tar cleanability. This improves the yarn quality of the synthetic fiber. Furthermore, it reduces smoke generation. This improves the production environment.

[0068] (Modifications) The above embodiment may be modified as follows: The above embodiment and the following modifications may be combined and implemented within the scope of technical compatibility.

[0069] Each of the treatment agents of the above embodiments may further contain other components used in ordinary 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, as other components to maintain the quality of each treatment agent, within a range that does not impair the effects of the present invention. Note that, from the perspective of efficiently exerting the efficacy of the present invention, the amount of other components other than solvents used in ordinary treatment agents is preferably 10% by mass or less in each treatment agent.

[0070] Examples will be given below to more specifically illustrate 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 mean parts by mass, and % means % by mass.

[0071] Test Section 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 phosphite ester (B-1) having two substituents, 2,4-bis(1,1-dimethylpropyl)phenyl and 4-(1,1-dimethylpropyl)phenyl, as an organic phosphite 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 a compound obtained by adding 20 moles of ethylene oxide to 1 mole of hydrogenated castor oil with 2 moles of oleic acid, and polyethylene terephthalate as a nonionic surfactant. The treatment agent of Example 1 was prepared by adding 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 were 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 (having 14-18 carbon atoms) sulfonic acid sodium salt (C-1) as the organic sulfonic acid compound (C), 0.2 parts of trioleyl phosphate (D-2) as the organic phosphate ester compound (D), and 1 part of tris(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl) isocyanurate (E-3) as another component to a beaker and mixing well.

[0072] Examples 2 to 27, Comparative Examples 1 to 7 The treating agents of Examples 2 to 27 and Comparative Examples 1 to 7 were prepared in the same manner as in Example 1 using the components shown in Tables 1 and 2.

[0073] 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 ester 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 ester compound (D)" column, and the "Other components" column in Tables 1 and 2, respectively.

[0074]

[0075]

[0076] 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.

[0077] <Smoothing agents> (Tri-fatty acid esters of glycerin (A1)) A1-1: Rapeseed oil A1-2: Palm oil (Tri-fatty acid esters of trimethylolpropane (A2)) A2-1: Trimethylolpropane trioleate A2-2: Trimethylolpropane tripalm nucleus fatty acid ester (Thiodipropionic acid esters (A3)) A3-1: Dioleyl thiodipropionate A3-2: Diisostearyl thiodipropionate (Other smoothing agents) A4-1: Oleyl oleate A4-2: Pentaerythritol tetradecanoate a1-1: Glycerin dioleate (Organic phosphite esters (B)) B-1: 2,4-bis(1,1-dimethylpropyl)phenyl and 4-(1,B-1: Phosphite ester having two substituents, 1-dimethylpropyl)phenyl (trade name: ETHAFLOW 6705, manufactured by SI Group) B-2: Trisnonylphenyl phosphite (trade name: JP-351, manufactured by Johoku Chemical Co., Ltd.) B-3: Trioleyl phosphite (trade name: JP-318-O, manufactured by Johoku Chemical Co., Ltd.) (Nonionic surfactants) N-1: Compound obtained by adding 12 moles of ethylene oxide to 1 mole of hydrogenated castor oil N-2: Compound obtained by adding 20 moles of ethylene oxide to 1 mole of hydrogenated castor oil and esterifying the resultant with 2 moles of oleic acid N-3: Compound obtained by adding 25 moles of ethylene oxide to 1 mole of hydrogenated castor oil, crosslinking the resultant with 0.5 moles of adipic acid, and esterifying the end with 1 mole of stearic acid N-4: Diester of polyethylene glycol (mass average molecular weight 400) and oleic acid N-5: 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: Compound in which 10 moles of ethylene oxide are added to 1 mole of stearylamine (Organic sulfonic acid compound (C)) C-1: Sodium salt of secondary alkane (having 14-18 carbon atoms) sulfonate C-2: Sodium salt of α-olefin (having 14-18 carbon atoms) sulfonate (Organic phosphate ester compound (D)) D-1: Triphenyl phosphate ester D-2: Trioleyl phosphate ester D-3: Diethanolamine salt of oleyl (3 moles of ethylene oxide) phosphate ester (Other components) E-1: Dimethyl silicone (kinematic 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 Section 2 (Evaluation of Tension Rise Time) Each of the various treatment agents prepared was uniformly diluted with ion-exchanged water or an organic solvent diluent as needed to prepare a 15% solution. The solution was applied to oil-free polyethylene terephthalate fiber with 1,100 decitex, 192 filaments, and an intrinsic viscosity of 0.93 using an oiling roller oiling method to give an amount of 3.0% nonvolatile content, and the diluent was dried to prepare a test yarn. The test yarn was run in contact with a matte chrome pin at 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 rose 20% from the value after 20 minutes of running was recorded and evaluated according to the following criteria. The results are shown in the "Tension Rise Time" column of Tables 1 and 2.

[0078] Evaluation criteria for tension rise time 5 (very excellent): 8 hours or more 4 (excellent): 6 hours or more but less than 8 hours 3 (good): 4 hours or more but less than 6 hours 2 (passable): 2 hours or more but less than 4 hours 1 (unacceptable): Less than 2 hours Test category 3 (evaluation of tar cleanability) Under the same conditions as for the evaluation of tension rise in test category 2, dirt that had developed on the matte chrome pin 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.

[0079] Evaluation criteria for tar cleaning performance: 5 (very excellent): The stain can be wiped off in less than 10 wipes. 4 (excellent): The stain can be wiped off in 10 to less than 50 wipes. 3 (good): The stain can be wiped off in 50 to less than 100 wipes. 2 (fair): The stain can be wiped off in 100 to less than 200 wipes. 1 (unfair): The stain cannot be wiped off even after 200 or more wipes. Test Category 4 (Smoke Generation Evaluation) Each of the prepared treatment agents was observed for smoke generation using the heated inclined plate shown 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 top end of the plate at a rate of 0.5 mL / min and collected at the bottom 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 of Tables 1 and 2.

[0080] Evaluation criteria for smoke generation: 5 (very good): Almost no smoke generation is observed; 4 (good): Very little smoke generation is observed; 3 (good): Very little smoke generation is observed; 2 (fair): A small amount of smoke generation is observed; 1 (poor): A large amount of smoke generation 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 the tension of the running yarn. It can also improve tar cleaning properties. It can also reduce smoke generation.

[0081] The present disclosure also encompasses the following aspects: (Appendix 1) A synthetic fiber treatment agent comprising the following smoothing agent, organic phosphite, and nonionic surfactant, wherein the organic phosphite has three substituents and at least two types of substituents, and wherein the smoothing agent comprises at least one selected from a tri-fatty acid ester of glycerin and a tri-fatty acid ester of trimethylolpropane.

[0082] (Appendix 2) The synthetic fiber treatment agent according to Appendix 1, wherein the smoothing agent contains the tri-fatty acid ester of glycerin and the tri-fatty acid ester of trimethylolpropane.

[0083] (Appendix 3) The synthetic fiber treating agent according to Appendix 1, wherein the smoothing agent further contains a thiodipropionic acid ester.

[0084] (Appendix 4) The synthetic fiber treating agent according to Appendix 1, wherein the organic phosphite ester has an aromatic ring in its molecular structure.

[0085] (Appendix 5) The treatment agent for synthetic fibers according to Appendix 1, wherein the non-volatile components of the treatment agent for synthetic fibers contain the tri-fatty acid ester of glycerin and the tri-fatty acid ester of trimethylolpropane in a total amount of 20% by mass or more and 70% by mass or less, and the organic phosphite in a proportion of 0.1% by mass or more and 5% by mass or less.

[0086] (Appendix 6) The synthetic fiber treatment agent according to Appendix 1, further comprising an organic sulfonic acid compound. (Appendix 7) A synthetic fiber treatment agent comprising the following smoothing agent, organic phosphite ester, organic phosphate ester compound, and nonionic surfactant, wherein the organic phosphate ester compound has a triester structure, wherein the smoothing agent comprises at least one selected from the group consisting of a tri-fatty acid ester of glycerin and a tri-fatty acid ester of trimethylolpropane.

[0087] (Appendix 8) The synthetic fiber treatment agent according to Appendix 7, wherein the smoothing agent contains the tri-fatty acid ester of glycerin and the tri-fatty acid ester of trimethylolpropane.

[0088] (Appendix 9) The synthetic fiber treating agent according to Appendix 7, wherein the smoothing agent further contains a thiodipropionic acid ester.

[0089] (Appendix 10) The synthetic fiber treating agent according to Appendix 7, wherein the organic phosphite has an aromatic ring in its molecular structure.

[0090] (Appendix 11) The synthetic fiber treating agent according to Appendix 7, wherein the organic phosphite has three substituents and at least two kinds of substituents.

[0091] (Appendix 12) The treatment agent for synthetic fibers according to Appendix 7, wherein the non-volatile components of the treatment agent for synthetic fibers contain the tri-fatty acid ester of glycerin and the tri-fatty acid ester of trimethylolpropane in a total amount of 20% by mass or more and 70% by mass or less, and the organic phosphite in a proportion of 0.1% by mass or more and 5% by mass or less.

[0092] (Appendix 13) The synthetic fiber treatment agent according to Appendices 7, further comprising an organic sulfonic acid compound. (Appendix 14) Synthetic fibers to which the synthetic fiber treatment agent according to any one of Appendices 1 to 13 is adhered.

Claims

1. A synthetic fiber treatment agent characterized by containing the following smoothing agent, organic phosphite ester, and nonionic surfactant, wherein the smoothing agent contains at least one selected from the group consisting of a tri-fatty acid ester of glycerin and a tri-fatty acid ester of trimethylolpropane.

2. The synthetic fiber treatment agent according to claim 1, wherein the smoothing agent contains the tri-fatty acid ester of glycerin and the tri-fatty acid ester of trimethylolpropane.

3. The synthetic fiber processing agent according to claim 1, wherein the smoothing agent further contains a thiodipropionic acid ester.

4. The synthetic fiber treating agent according to claim 1, wherein the organic phosphite has an aromatic ring in its molecular structure.

5. The synthetic fiber treating agent according to claim 1, wherein the organic phosphite has three substituents and at least two kinds of substituents.

6. The synthetic fiber treatment agent according to claim 1, wherein the non-volatile components of the synthetic fiber treatment agent contain the tri-fatty acid ester of glycerin and the tri-fatty acid ester of trimethylolpropane in a total amount of 20% by mass or more and 70% by mass or less, and the organic phosphite ester in a proportion of 0.1% by mass or more and 5% by mass or less.

7. The synthetic fiber treating agent according to claim 1, further comprising an organic sulfonic acid compound.

8. The synthetic fiber treating agent according to claim 1, further comprising an organic phosphate ester compound.

9. The synthetic fiber treating agent according to claim 8, wherein said organic phosphate ester compound has a triester structure.

10. Synthetic fibers having the synthetic fiber treatment agent according to any one of claims 1 to 9 adhered thereto.

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