Synthetic fiber treatments and synthetic fibers

Abstract

A synthetic fiber treatment agent for treating a synthetic fiber, comprising a phenolamine compound and a nonionic surfactant, wherein the phenolamine compound is at least one compound selected from the group consisting of a compound formed from a phenol derivative, formaldehyde and a polyamine compound, and a compound obtained by reacting a boron-containing compound with a compound formed from a phenol derivative, formaldehyde and a polyamine compound, wherein the phenol derivative is a phenol in which a hydrocarbon group having a number-average molecular weight of not less than 100 and not more than 2000 is modified, and wherein the nonionic surfactant includes at least one compound selected from the group consisting of a compound in which an alkylene oxide having not less than 2 and not more than 4 carbon atoms is added in a ratio of not less than 1 mol and not more than 50 mol in total to 1 mol of a monohydric alcohol having not less than 4 and not more than 30 carbon atoms and a compound in which an alkylene oxide having not less than 2 and not more than 4 carbon atoms is added in a ratio of not less than 1 mol and not more than 50 mol in total to 1 mol of an alkylamine having not less than 4 and not more than 30 carbon atoms.

Description

TECHNICAL FIELDThe present invention relates to a synthetic fiber treating agent and a synthetic fiber.BACKGROUNDCarbon fibers are produced, for example, by a spinning step in which an acrylic resin or the like is spun into fibers, a dry-compacting step in which the spun fibers are dried and compacted, a stretching step in which the dry-compacted fibers are stretched to produce a carbon fiber precursor which is synthetic fibers, a flame retardant processing step in which the carbon fiber precursor is made flame retardant, and a carbonization step in which the flame retardant fibers are carbonized.In the production of the synthetic fibers, a synthetic fiber treating agent may be used to improve the bundling properties of the fibers.Patent Document 1 discloses a fiber treatment agent as a synthetic fiber treatment agent containing an amino-modified silicone, a boundary surface active agent, and an amine compound having a polyoxyalkylene group and two or more primary amine groups in the molecule.Patent Document 1: International Publication No. WO 2018 / 003 347 A1JP 2001-151 857 A describes an aqueous resin composition comprising phenolamines for fibrous materials.U.S. Pat. No. 3,703,536 describes substituted alkylene polyamines prepared from p-alkyl phenols, formaldehyde and alkylene polyamines.SUMMARY OF THE INVENTIONTECHNICAL PROBLEMThe improvement of the bundling properties of flame-retardant fibers obtained by flame-retardantizing synthetic fibers and the suppression of the lint of carbon fibers obtained by carbonizing the flame-retardant fibers are also required of a synthetic fiber treating agent.The present invention has been made in view of these circumstances, and has an object to provide a synthetic fiber treating agent that enables improvement of the bundling properties of flame-retardant fibers and suppression of lint of carbon fibers. It is also an object of the present invention to provide a synthetic fiber to which this synthetic fiber treating agent adheres.SOLUTION OF PROBLEMA synthetic fiber treating agent for solving the above problem contains a phenolamine compound and a nonionic surfactant (surfactant).The phenolamine compound is at least one compound selected from the group consisting of a compound formed from a phenol derivative, formaldehyde, and a polyamine compound, and a compound obtained by reacting a boron-containing compound with a compound formed from a phenol derivative, formaldehyde, and a polyamine compound. The phenol derivative is a phenol in which a hydrocarbon group having a number average molecular weight of not less than 100 and not more than 2000 is modified.In the synthetic fiber treating agent (synthetic fiber treating agent), the nonionic surface active agent contains at least one compound selected from the group consisting of a compound in which an alkylene oxide having not less than 2 and not more than 4 carbon atoms is added in a ratio of not less than 1 mol and not more than 50 mol in total to 1 mol of a monohydric alcohol having not less than 4 and not more than 30 carbon atoms and a compound in which an alkylene oxide having not less than 2 and not more than 4 carbon atoms is added in a ratio of not less than 1 mol and not more than 50 mol in total to 1 mol of an alkylamine having not less than 4 and not more than 30 carbon atoms.In the synthetic fiber treating agent, the mass ratio between the phenolamine compound and the nonionic surfactant is preferably such that the phenolamine compound / nonionic surfactant ratio is not less than 5 / 95 and not more than 95 / 5.The synthetic fiber treating agent preferably further contains a Broensted acid.The synthetic fiber treating agent preferably further contains an epoxy compound.In the synthetic fiber treating agent, the epoxy compound preferably contains at least one compound selected from the group consisting of an epoxy-modified silicone and an epoxy- and polyether-modified silicone.The synthetic fiber treating agent preferably further contains at least one selected from the group consisting of an amino-modified silicone, a dimethyl silicone and a polyether-modified silicone.In the synthetic fiber treating agent, the synthetic fiber (synthetic fiber) is preferably a carbon fiber precursor.An artificial fiber for solving the above problem is adhered with the artificial fiber treating agent.ADVANTAGEOUS EFFECTS OF THE INVENTIONThe present invention makes it possible to improve the bundling properties of flame-resistant fibers and to suppress the lint of carbon fibers.DESCRIPTION OF THE EMBODIMENTS(First Embodiment)A first embodiment in which a synthetic fiber treatment agent according to the present invention (hereinafter also referred to simply as a treatment agent) is embodied will now be described.The treating agent of the present embodiment contains a phenolamine compound and a nonionic surfactant.By the treating agent containing the phenolamine compound and the nonionic surface active agent, the bundling property of the flame-retardant fibers can be improved when artificial fibers to which the treating agent adheres are subjected to flame-retardant processing. When the flame-retardant fibers are carbonized, the lint of the carbon fibers can also be suppressed.<Phenolamine Compound>The phenolamine compound is at least one compound selected from a compound formed from a phenol derivative, formaldehyde, and a polyamine compound and a compound obtained by reacting a boron-containing compound with a compound formed from a phenol derivative, formaldehyde, and a polyamine compound. The phenol derivative is a phenol in which a hydrocarbon group having a number average molecular weight of not less than 100 and not more than 2000 is modified. The phenol derivative is preferably represented by Chemical Formula 1 shown below. In Chemical Formula 1, R 1 is a hydrocarbon group having a number average molecular weight of not less than 100 and not more than 2000. The hydrocarbon group having a number average molecular weight of not less than 100 and not more than 2000 is not particularly limited, and examples thereof include a hydrocarbon group composed of a polymer of, for example, propene, butene, pentene, hexene, octene, isobutene, isopentane, isohexene, or isooctene.The number average molecular weight is preferably not less than 500 and not more than 1800, and more preferably not less than 600 and not more than 1500.Only one R 1 may modify the phenol, or two or more R 1 may modify the phenol. That is, the phenol derivative may be a modified phenol modified by one or more hydrocarbon groups. When the phenol is modified by two or more hydrocarbon groups, the two or more hydrocarbon groups may be of the same type or different types. The phenol derivative may have a functional group such as a hydrocarbon group other than R 1 as long as it has the basic structure of phenol.Polyamine compound means an aliphatic hydrocarbon to which two or more primary amino groups are attached. The polyamine compound is preferably represented by Chemical Formula 2 below. H 2 N(CH 2 CH 2 NH)xCH 2 CH 2 NH 2[ Chemical Formula 2]In Chemical Formula 2, x is an integer that is not less than 0 and not more than 10.The polyamine compound is not particularly limited, and specific examples thereof are ethylenediamine, diethylenetriamine, dipropylenetriamine, dibutylenetriamine, triethylenetetramine, tripropylenetetramine, tributylamine, tetraethylenepentamine, tetrapropylenepentamine and tetrabutylenepentamine.One type of the polyamine compound may be used alone, or two or more types may be used in combination.The phenolamine compound is preferably formed by a Mannich reaction from the phenol derivative, formaldehyde and a polyamine compound.The phenolamine compound is preferably represented by Chemical Formula 3 or 4 below. In Chemical Formula 3, R is 2 a hydrocarbon group having a number average molecular weight of not less than 100 and not more than 2000, and X is an integer not less than 0 and not more than 10. In Chemical Formula 4, R is 3 a hydrocarbon group having a number average molecular weight of not less than 100 and not more than 2000, R is 4 a hydrocarbon group having a number average molecular weight of not less than 100 and not more than 2000, and X is an integer not less than 0 and not more than 10.The phenolamine compound may contain either one of the compounds of Chemical Formulas 3 and 4 or both of the compounds of Chemical Formulas 3 and 4. That is, the phenolamine compound may be a mixture of the compounds of Chemical Formulas 3 and 4.Alternatively, the phenolamine compound may be a compound obtained by reacting a boron-containing compound with a compound formed from the phenol derivative, formaldehyde, and a polyamine compound. For example, the phenolamine compound may be a compound obtained by reacting a boron-containing compound with the compound represented by Chemical Formula 3 or 4.In other words, the phenolamine compound may be a borylated phenolamine compound. Alternatively, the phenolamine compound may be a mixture of a non-borated phenolamine compound, such as the compound of Chemical Formula 3 or 4, and a borated phenolamine compound.The boron-containing compound is not particularly limited, and examples thereof are boron oxide, halogenated boron, boric acid, boric anhydride and boric ester.One type of the above boron-containing compound may be used alone, or two or more types may be used in combination.The ratio of the phenol derivative, the formaldehyde and the polyamine compound in the formation of the phenolamine compound is not particularly limited, and the formation can be suitably carried out by adjusting the ratio. The ratio of phenol derivative, formaldehyde and polyamine compound is preferably such that not less than 0.7 equivalents and not more than 3.5 equivalents of formaldehyde and not less than 0.3 equivalents and not more than 1.5 equivalents of the polyamine compound are reacted with 1 equivalent of the phenol derivative.When the phenolamine compound is a compound obtained by reacting the boron-containing compound with the compound formed from the phenol derivative, the formaldehyde and the polyamine compound, the ratio of the boron-containing compound is not particularly limited, and the reaction can be carried out by adjusting the ratio as needed. As for the ratio of the boron-containing compound, the boron-containing compound is preferably reacted with the phenolamine compound so that the boron content is not less than 0.05 mass percent and not more than 1.5 mass percent.The compound represented by the above chemical formula 3 or 4 as the phenolamine compound or the compound obtained by reaction with the boron-containing compound can be identified by, for example, liquid chromatography-mass spectrometry (LC-MS).< (Diluent)>The phenolamine compound is preferably used as a solution which is diluted with a diluent and mixed with a nonionic surfactant, etc. to prepare the treating agent as described below.Examples of the diluent are water, an organic solvent and a mineral oil. Examples of the organic solvent are hexane, ethanol, isopropanol, ethylene glycol, propylene glycol, diethyl ether, toluene, xylene, dimethylformamide, methyl ethyl ketone and chloroform. Examples of mineral oils are aromatic hydrocarbons, paraffin hydrocarbons and naphthene hydrocarbons. More specific examples include spindle oil and liquid paraffin. The viscosity of the mineral oil is preferably 80 to 190 Redwood seconds. As the mineral oils, commercially available products can be used as needed.There are no limits to the content ratios of the phenolamine compound and the diluent in the treating agent. When the sum of the contents of the phenolamine compound and the diluent in the treating agent is taken as 100 mass percent, the treating agent preferably contains the phenolamine compound in a ratio of not less than 30 mass percent and not more than 90 mass percent and the diluent in a ratio of not less than 10 mass percent and not more than 70 mass percent, and more preferably, contains the phenolamine compound in a ratio of not less than 40 mass percent and not more than 80 mass percent and the diluent in a ratio of not less than 20 mass percent and not more than 60 mass percent.<Nichtionisches Surfactant>The nonionic surfactant comprises at least one compound selected from the group consisting of a compound in which an alkylene oxide having not less than 2 and not more than 4 carbon atoms is added in a ratio of not less than 1 mol in total and not more than 50 mol to 1 mol of a monohydric alcohol having not less than 4 and not more than 30 carbon atoms, and a compound in which an alkylene oxide having not less than 2 and not more than 4 carbon atoms is added in a ratio of not less than 1 mol and not more than 50 mol to 1 mol in total of an alkylamine having not less than 4 and not more than 30 carbon atoms.The monohydric alcohol having not less than 4 and not more than 30 carbon atoms may be an aliphatic alcohol having a straight or branched chain structure or an aromatic alcohol. It may also be a primary alcohol, a secondary alcohol or a tertiary alcohol.Specific examples of monohydric alcohols having not less than 4 and not more than 30 carbon atoms include (1) straight-chain alkyl alcohols such as 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) branched alkyl alcohols such as isobutanol, isohexanol, 2-ethylhexanol, isononanol, isodecanol, Isododecanol, isotridecanol, isotetradecanol, isotriacontanol, isohexadecanol, isoheptadecanol, isooctadecanol, isononadecanol, isoeicosanol, isoheneicosanol, isodocosanol, isotricosanol, isotetracosanol, isopentacosanol, isohexacosanol, isoheptacosanol, isooctacosanol, isononacosanol and isopentadecanol, (3) straight-chain 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.The alkylamine having not less than 4 and not more than 30 carbon atoms is not particularly limited and may be a primary, secondary or tertiary amine.An alkyl group having not less than 4 and not more than 30 carbon atoms in the alkylamine having not less than 4 and not more than 30 carbon atoms may be a straight or branched chain alkyl group. It may also be a saturated alkyl group or an unsaturated alkyl group.Specific examples of a straight chain alkyl group include a butyl group, a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl 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, and an icosyl group.Specific examples of a saturated alkyl group having a branched chain are an isobutyl group, an isopentyl group, an isohexyl group, an isoheptyl group, an isooctyl group, an isononyl 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.The unsaturated alkyl group may be an alkenyl group having a double bond as the unsaturated carbon bond, or an alkadienyl group or an alkatrienyl group having two or more double bonds. It may also be an alkynyl group having a triple bond as the unsaturated carbon bond or an alkynyl group having two or more triple bonds. Specific examples of an unsaturated straight-chain alkyl group having a double bond in the hydrocarbon group are an octenyl group, a nonyl group, a decyl group, an undecyl group, a dodecenyl group, a tridecenyl group, a tetradecenyl group, a pentadecenyl group, a hexadecenyl group, a heptadecenyl group, an octadecenyl group, and an icosenyl group.Specific examples of an unsaturated alkyl group having a branched chain and a double bond in the alkyl group are an isooctenyl group, an isononenyl group, an isodecenyl group, an isoundecenyl group, an isododecenyl group, an isotridecenyl group, an isotetradecenyl group, an isopentadecenyl group, an isohexadecenyl group, an isoheptadecenyl group, an isooctadecenyl group, and an isoicosyl group.Examples of alkylene oxide having not less than 2 and not more than 4 carbon atoms are ethylene oxide, propylene oxide and butylene oxide. Among these, it is preferable that ethylene oxide is contained.The polymerization sequence of the alkylene oxide is not particularly limited, and may be a random adduct or a block adduct.One type of the alkylene oxide having not less than 2 and not more than 4 carbon atoms may be used alone, or two or more types may be used in combination.The number of added moles of the alkylene oxide corresponds to the number of moles of the alkylene oxide based on 1 mole of the alcohol in the charged raw materials.The mass ratio between the phenolamine compound and the nonionic surfactant is not particularly limited, and preferably the phenolamine compound / nonionic surfactant ratio is not less than 5 / 95 and not more than 95 / 5.< Acid>The treating agent of the present embodiment preferably additionally contains a Broensted acid.By adding a Broensted acid, the bundling property of the flame-resistant fibers can be further improved.A Broensted acid is an acid that has a proton and can release or dissociate the proton in a liquid water-containing composition. The Broensted acid is different from an acid having no proton such as a Lewis acid.The Broensted acid is not particularly limited, and specific examples thereof include acetic acid; alkyl ether acetic acids such as polyoxyethylene (n=10) lauryl ether acetic acid and polyoxyethylene (n=4.5) lauryl ether acetic acid; Oleoylsarkosinat; Lauroylsarkosinat; phosphoric acid esters such as phosphoric acid esters of a 5-mole ethylene oxide adduct of tridecyl alcohol and hexadecyl phosphoric acid esters; lactic acid; citric acid; phosphoric acid; alkylbenzenesulfonic acids such as dodecylbenzenesulfonic acid; and sulfuric acid.One type of the Broensted acid may be used alone or two or more types may be used in combination.The content of the Broensted acid in the treatment agent is not particularly limited, and is preferably not less than 0.01 mass percent and not more than 10 mass percent, and more preferably not less than 0.1 mass percent and not more than 5 mass percent.<Epoxy Compound>The treating agent of the present embodiment preferably further contains an epoxy compound.By containing an epoxy compound, the lint of carbon fibers can be suppressed suitably in the production of carbon fibers using synthetic fibers having the treatment agent adhered thereto.The epoxy compound is not particularly limited, and preferably comprises at least one compound selected from an epoxy-modified silicone and an epoxy- and polyether-modified silicone.By the epoxy compound containing at least one selected from an epoxy-modified silicone and an epoxy- and polyether-modified silicone, the lint of the carbon fibers can be suppressed more effectively.Specific examples of the epoxy compound include an alicyclic epoxy-modified side chain type silicone having a kinematic viscosity at 25° C. of 6000 mm 2 / sec and an equivalent weight of 3700, g / mol, a glycidyl epoxy-modified side chain type silicone having a kinematic viscosity at 25° C. of 8000 mm 2 / sec and an equivalent weight of 3300 g / mol, a glycidyl epoxy-modified double-end type silicone having a kinematic viscosity at 25° C. of 120 mm 2 / sec and an equivalent weight of 2700 g / mol, a glycidyl epoxy polyether-modified side chain type silicone having a kinematic viscosity at 25° C. of 2800 mm 2 / s and an equivalent weight of 2800 g / mol, an alicyclic epoxy-modified side chain type silicone having a kinematic viscosity at 25° C. of 5000 mm 2 / s and an equivalent weight of 4200 g / mol, a glycidyl epoxy polyether-modified side chain type silicone having a kinematic viscosity at 25° C. of 3100 mm 2 / s and an equivalent weight of 10200 g / mol, a bisphenol A diglycidyl ether (average molecular weight: 370), a bisphenol A diglycidyl ether (average molecular weight: 470), a bisphenol F diglycidyl ether (average molecular weight: 340), tetraglycidyl diamino diphenylmethane and a glycidyl etherified product of polyglycerol (average molecular weight: 1000).One type of the epoxy compound may be used alone or two or more types may be used in combination. The kinematic viscosity of the epoxy compound at 25° C. can be measured by a known method using a Cannon-Fenske viscometer at a temperature of 25° C.The content of the epoxy compound in the treating agent is not particularly limited, and is preferably not less than 1 mass percent and not more than 50 mass percent, and more preferably not less than 3 mass percent and not more than 20 mass percent.< Silicone>The treating agent preferably also contains a silicone (hereinafter also referred to as "other silicone") other than the epoxy-modified silicone and the epoxy- and polyether-modified silicone. By the other silicone contained, the strength of carbon fibers produced using synthetic fibers having the treatment agent adhered thereto as described later can be further improved.By the treatment agent containing the other silicone and the epoxy compound, the fusion between the carbon fibers in the production of the carbon fibers using the synthetic fibers having the treatment adhered thereto can be suitably suppressed.The other silicone is preferably at least one selected from an amino-modified silicone, a dimethyl silicone and a polyether-modified silicone.Specific examples of other silicones are an amino-modified diamine-type silicone having a kinematic viscosity at 25° C. of 250 mm 2 / s and an equivalent weight of 7600 g / mol, an amino-modified diamine-type silicone having a kinematic viscosity at 25° C. of 1300 mm 2 / s and an equivalent weight of 1700 g / mol, an amino-modified monoamine-type silicone having a kinematic viscosity at 25° C. of 1700 mm 2 / s and an equivalent weight of 3800, an amino-modified diamine-type silicone having a kinematic viscosity at 25° C. of 80 mm 2 / s and an equivalent weight of 4000 g / mol, a dimethyl silicone having a kinematic viscosity at 25° C. of 5000 mm 2 / s and a polyether-modified silicone having a kinematic viscosity at 25° C. of 1700 mm 2 / s, ethylene oxide / propylene oxide=40 / 60, and a mass ratio of silicone / polyether=20 / 80.(Second Embodiment)A second embodiment in which a synthetic fiber according to the present invention is embodied will now be described. The synthetic fiber of the present embodiment contains the treating agent of the first embodiment adhering thereto. The synthetic fiber is not particularly limited, and specific examples thereof include (1) polyethylene terephthalate, polypropylene terephthalate, polylactic acid esters and other polyester fibers, (2) nylon 6, nylon 66 and other polyamide fibers, (3) polyacrylic, modacrylic and other polyacrylic fibers, (4) polyethylene, polypropylene and other polyolefin fibers, (5) a cellulose fiber, and (6) a lignin fiber.The synthetic fiber is preferably a carbon fiber precursor made of a resin and becomes a carbon fiber by a carbonization step described below. The resin constituting the carbon fiber precursor is not particularly limited, and includes, for example, an acrylic resin, polyethylene resin, phenol resin, cellulose resin, lignin resin, and pitch.The proportion of the treating agent of the first embodiment adhering to the synthetic fiber is not particularly limited, and the treating agent (without solvent) preferably adheres in an amount of 0.1 to 2 mass percent, and more preferably in an amount of 0.3 to 1.2 mass percent, based on the synthetic fiber.The form of the treating agent of the first embodiment in adhering the treating agent to the fiber is, for example, an organic solvent solution or an aqueous liquid.The method for adhering the treating agent to the synthetic fiber may be a method in which, for example, an organic solvent solution or an aqueous liquid of the treating agent of the first embodiment is used to adhere by a known method such as a dipping method, a spraying method, a rolling method or a lubricant method using a metering pump.The method for producing carbon fibers using the treatment agent of the present invention and the plastic fiber having the treatment agent adhering thereto will be described below.The method for producing carbon fibers preferably proceeds through the first to third steps described below.First step: a spinning step in which synthetic fibers are spun and the treatment agent of the first embodiment is applied to the synthetic fibers.Second step: a flame-retardant processing step in which the synthetic fibers obtained in the first step are converted into flame-retardant fibers in an oxidizing atmosphere of 200° C. to 300° C., and preferably 230° C. to 270° C.Third step: a carbonization step in which the flame-retardant fibers obtained in the second step are carbonized in an inert atmosphere at 300° C. to 2000° C., and preferably 300° C. to 1300° C.The spinning step preferably also includes a wet spinning step in which a resin is dissolved in a solvent and spun into fibers, a drying and compacting step in which the wet spun synthetic fibers are dried and compacted, and a stretching step in which the dry compacted synthetic fibers are stretched.The temperature of the drying and compacting step is not particularly limited, and the synthetic fibers having passed through the wet spinning step are preferably heated to, for example, 70°C to 200°C. The time at which the treating agent adheres to the synthetic fibers is not particularly limited, and is preferably between the wet spinning step and the drying and compacting step.The oxidizing atmosphere in the flame-retardant processing step is not particularly limited, and an air atmosphere may be used, for example.The inert atmosphere in the carbonization step is not particularly limited, and for example, a nitrogen atmosphere, an argon atmosphere, or a vacuum atmosphere may be used.The following effects can be obtained by the treating agent and the synthetic fiber of the embodiments. (1) The treating agent contains the phenolamine compound and the nonionic surfactant. Therefore, the bundling property of the flame-retardant fiber can be improved when the synthetic fiber to which the treating agent adheres is subjected to flame-retardant processing. When the flame-retardant fiber is carbonized, the lint of the carbon fiber can also be suppressed. (2) By the treating agent additionally containing the Broensted acid, the bundling property of the flame-retardant fiber can be further improved. (3) By the treatment agent containing the epoxy compound, the lint formation of the carbon fiber can be suppressed appropriately when the carbon fiber is produced using the synthetic fiber having the treatment agent adhered thereto. (4) By the treatment agent containing the other silicone and the epoxy compound, fusion between the carbon fibers in the production of the carbon fiber using the synthetic fibers having the treatment adhered thereto can be suppressed suitably.The above-described embodiments may be modified as follows. The above-described embodiments and the following modifications can be implemented when combined with each other within a range that is not technically conflicting.Although in the embodiments, the treatment agent adheres to the synthetic fiber between the wet spinning step and the dry and compaction step, there is no limitation to this aspect. The treating agent may also adhere to the synthetic fiber between the drying and compacting step and the stretching step or between the stretching step and the flame-retardant processing step.In the embodiments, for example, the synthetic fiber does not need to be subjected to the carbonization step following the flame-retardant processing step. The synthetic fiber need not be subjected to both the flame-retardant process and the carbonization process.A stabilizer, an antistatic agent, a binder, an antioxidant, an ultraviolet absorber, an antifoaming agent (silicone compound), and other components usually used in the treatment agent for quality maintenance of the treatment agent may be added to the treatment agent of the embodiments in a range that does not impair the effect of the present invention.EXAMPLESHereinafter, the features and effects of the present invention will be described in more detail by way of examples, and the present invention is not limited to these examples. In the following description of Embodiments and Comparative Examples, parts mean parts by mass and % means percent by mass.Experimental Part 1 (Preparation of Synthetic Fiber Treating Agents)(Example 1)A solution (A-1) of a phenolamine compound containing a phenolamine compound (a1-1) shown in Table 1 and a diluent (a2-1) in a mixing ratio of 70 parts and 30 parts, respectively, was prepared according to a method described below.<Solution (A-1) of Phenolamine Compound>First, 800 parts (1 equivalent) of a polybutenyl group-modified phenol having a number average molecular weight of a polybutene moiety of 1500, 52 parts (0.7 equivalent) of triethylenetetramine and 368 parts of a mineral oil of 100 Redwood seconds were mixed. After 30 parts of a 50% aqueous formaldehyde solution (corresponding to 15 parts of formaldehyde; 1 equivalent) was dropped into the obtained mixture over a period of 1 hour, a reaction was carried out at 100° C. for 3 hours under a nitrogen gas stream. The temperature was raised to 200°C, and unreacted material and water formed were removed under reduced pressure. Thereafter, the temperature was lowered and filtration was carried out to prepare the solution (A-1) of the phenolamine compound.Solutions (A-2) to (A-12) of phenylamine compounds were prepared by the following methods.<Solution (A-2) of Phenolamine Compound>100 Parts of the solution (A-1) of the phenolamine compound was reacted with 1.1 parts of boric acid to prepare a solution (A-2) of the phenolamine compound having a boron content of 0.2 percent by mass.<Solution (A-3) of Phenolamine Compound>730 Parts (1 equivalent) of a polybutenyl group-modified phenol having a number average molecular weight of a polybutene moiety of 1200, 58 parts (1 equivalent) of diethylenetriamine and 530 parts of a liquid paraffin of 80 Redwood seconds were mixed. After 34 parts of a 50% formaldehyde aqueous solution (corresponding to 17 parts of formaldehyde; 1 equivalent) was dropped into the obtained mixture over a period of 1 hour, a reaction was carried out at 100° C. for 3 hours under a nitrogen gas stream. The temperature was raised to 200°C, and unreacted material and water formed were removed under reduced pressure. Thereafter, the temperature was lowered and filtration was carried out to prepare a solution (A-3) of the phenolamine compound.<Solution (A-4) of Phenolamine Compound>800 Parts (1 equivalent) of a polybutenyl group-modified phenol having a number average molecular weight of a polybutene moiety of 600, 102 parts (0.6 equivalent) of triethylenetetramine and 916 parts of a mineral oil of 150 Redwood seconds were mixed. After 70 parts of a 50% formaldehyde aqueous solution (corresponding to 35 parts of formaldehyde; 1 equivalent) was dropped into the obtained mixture over a period of 1 hour, a reaction was carried out at 100° C. for 3 hours under a nitrogen gas stream. The temperature was raised to 200°C, and unreacted material and water formed were removed under reduced pressure. Thereafter, the temperature was lowered and filtration was carried out to prepare a solution (A-4) of the phenolamine compound.<Solution (A-5) of Phenolamine Compound>800 Parts (1 equivalent) of a polybutenyl group-modified phenol having a number average molecular weight of a polybutene moiety of 1500, 47 parts (0.5 equivalent) of tripropylenetetramine and 213 parts of a liquid paraffin of 100 Redwood seconds were mixed. After 30 parts of a 50% aqueous formaldehyde solution (corresponding to 15 parts of formaldehyde; 1 equivalent) was dripped into the obtained mixture over a period of 1 hour, a reaction was carried out at 100° C. for 3 hours under a nitrogen gas stream. The temperature was raised to 200°C, and unreacted material and water formed were removed under reduced pressure. Thereafter, the temperature was lowered and filtration was carried out to prepare a solution (A-5) of the phenolamine compound.<Solution (A-6) of Phenolamine Compound>800 Parts (1 equivalent) of a polybutenyl group-modified phenol having a number average molecular weight of a polybutene moiety of 1500, 66 parts (0.9 equivalent) of triethylenetetramine and 872 parts of a mineral oil of 100 Redwood seconds were mixed. After 30 parts of a 50% aqueous formaldehyde solution (corresponding to 15 parts of formaldehyde; 1 equivalent) was dropped into the obtained mixture over a period of 1 hour, a reaction was carried out at 100° C. for 3 hours under a nitrogen gas stream. The temperature was raised to 200°C, and unreacted material and water formed were removed under reduced pressure. Thereafter, the temperature was lowered and filtration was carried out to prepare a solution (A-6) of the phenolamine compound.<Solution (A-7) of Phenolamine Compound>100 Parts of the solution (A-6) of the phenolamine compound was reacted with 5.7 parts of boric acid to prepare a solution (A-7) of the phenolamine compound having a boron content of 1.0 percent by mass.<Solution (A-8) of Phenolamine Compound>800 Parts (1 equivalent) of a polyisobutene group-modified phenol having a polyisobutylene part number average molecular weight of 900, 130 parts (1.1 equivalents) of triethylenetetramine and 1410 parts of a mineral oil of 190 Redwood seconds were mixed. After 150 parts of a 50% aqueous formaldehyde solution (corresponding to 75 parts of formaldehyde; 3.1 equivalents) was dropped into the obtained mixture over a period of 1 hour, a reaction was carried out at 100° C. for 3 hours under a nitrogen gas stream. The temperature was raised to 200°C, and unreacted material and water formed were removed under reduced pressure. Thereafter, the temperature was lowered and filtration was carried out to prepare a solution (A-8) of the phenolamine compound.<Solution (A-9) of Phenolamine Compound>800 Parts (1 equivalent) of a polybutenyl group-modified phenol having a number average molecular weight of a polybutene moiety of 600, 175 parts (0.8 equivalent) of tetraethylene pentamine and 423 parts of a mineral oil of 100 Redwood seconds were mixed. After 62 parts of a 50% aqueous formaldehyde solution (corresponding to 31 parts of formaldehyde; 0.9 equivalent) was dropped into the obtained mixture over a period of 1 hour, a reaction was initiated at 100° C. for 3 hours under a nitrogen gas stream. The temperature was raised to 200°C, and unreacted material and water formed were removed under reduced pressure. Thereafter, the temperature was lowered and filtration was carried out to prepare a solution (A-9) of the phenolamine compound.<Solution (A-10) of Phenolamine Compound>800 Parts (1 equivalent) of a polybutenyl group-modified phenol having a number average molecular weight of a polybutene moiety of 1000, 31 parts (0.7 equivalent) of ethylenediamine and 840 parts of a mineral oil of 120 Redwood seconds were mixed. After 44 parts of a 50% formaldehyde aqueous solution (corresponding to 22 parts of formaldehyde; 1 equivalent) was dropped into the obtained mixture over a period of 1 hour, a reaction was initiated at 100° C. for 3 hours under a nitrogen gas stream. The temperature was raised to 200°C, and unreacted material and water formed were removed under reduced pressure. Thereafter, the temperature was lowered and filtration was carried out to prepare a solution (A-10) of the phenolamine compound.<Solution (A-11) of Phenolamine Compound>800 Parts (1 equivalent) of a polypropenyl group-modified phenol having a number average molecular weight of a polypropylene portion of 1500, 55 parts (0.4 equivalent) of tributylenetetramine and 863 parts of a mineral oil of 120 Redwood seconds were mixed. After 30 parts of a 50% aqueous formaldehyde solution (corresponding to 15 parts of formaldehyde; 1 equivalent) was incorporated into the obtained mixture over a period of 1 hour, a reaction was carried out at 100° C. for 3 hours under a nitrogen gas stream. The temperature was raised to 200°C, and unreacted material and water formed were removed under reduced pressure. Thereafter, the temperature was lowered and filtration was carried out to prepare a solution (A-11) of the phenolamine compound.<Solution (A-12) of Phenolamine Compound>800 Parts (1 equivalent) of an octyl group modified phenol, 260 parts (0.7 equivalent) of diethylenetriamine and 871 parts of a mineral oil of 120 Redwood seconds were mixed. After 276 parts of a 50% aqueous formaldehyde solution (corresponding to 108 parts of formaldehyde; 1 equivalent) was dropped into the obtained mixture over a period of 1 hour, a reaction was initiated at 100° C. for 3 hours under a nitrogen gas stream. The temperature was raised to 200°C, and unreacted material and water formed were removed under reduced pressure. Thereafter, the temperature was lowered and filtration was carried out to prepare a solution (A-12) of the phenolamine compound.The kinds and contents of the phenolamine compounds and the kinds and contents of the diluents are shown in the column of "phenolamine compound" and the column of "diluents" of Table 1, respectively. [Table 1] Table 1] [Table 1] Table 1]A-1a1-170a2-130A-2a1-270a2-130A-3a1-360a2-240A-4a1-450a2-350A-5a1-580a2-420A-6a1-650a2-550A-7a1-753a2-547A-8a1-840a2-660A-9a1-970a2-130A-10a1-1050a2-550A-11a1-1150a2-550A-12a1-1280a2-520(Phenolamine compounds)a1-1: Compound obtained by reacting a polybutenyl group-modified phenol having a number-average molecular weight of a polybutene moiety of 1500, formaldehyde and triethylenetetramine. a1-2: Compound obtained by reacting a polybutenyl group-modified phenol having a number-average molecular weight of a polybutene moiety of 1500, formaldehyde and triethylenetetramine and then reacting it with boron (boron content: 0.2 mass percent). a1-3: Compound obtained by reacting a polybutenyl group-modified phenol having a number-average molecular weight of a polybutene moiety of 1200, formaldehyde and diethylenetriamine. a1-4: Compound obtained by reacting a polybutenyl group-modified phenol having a number-average molecular weight of a polybutene moiety of 600, Formaldehyde and triethylenetetramine. a1-5: Compound obtained by reacting a polybutenyl group-modified phenol having a number average molecular weight of a polybutene moiety of 1500, formaldehyde and tripropylenetetramine. a1-6: Compound obtained by reacting a polybutenyl group-modified phenol having a number average molecular weight of a polybutene moiety of 1500, formaldehyde and triethylenetetramine. a1-7: Compound obtained by reacting a polybutenyl group-modified phenol having a number average molecular weight of a polybutene moiety of 1500, formaldehyde and triethylenetetramine and then reacting the result with boron (boron content: 1.0 mass percent). a1-8: Compound obtained by reacting a polyisobutene group-modified phenol having a number average molecular weight of a polyisobutylene moiety of 900, Formaldehyde and triethylenetetramine. a1-9: Compound obtained by reacting a polybutenyl group-modified phenol having a number average molecular weight of a polybutene moiety of 600, formaldehyde and tetraethylenepentamine. a1-10: Compound obtained by reacting a polybutenyl group-modified phenol having a number average molecular weight of a polybutene moiety of 1000, formaldehyde and ethylenediamine. a1-11: Compound obtained by reacting a polypropenyl group-modified phenol having a number average molecular weight of a polypropylene moiety of 1500, formaldehyde and tributylenetetramine. a1-12: Compound obtained by reacting an octyl group-modified phenol, formaldehyde and diethylenetriamine.(Diluent)a2-1: Mineral oil (viscosity measured with a Redwood viscometer at 100 seconds) a2-2: Liquid paraffin (viscosity measured with a Redwood viscometer, 80 seconds) a2-3: Mineral oil (viscosity measured with a Redwood viscometer, 150 seconds) a2-4: Liquid paraffin (viscosity measured with a Redwood viscometer, 100 seconds) a2-5: Mineral oil (viscosity measured with a Redwood viscometer, 120 seconds) a2-6: Mineral oil (viscosity measured with a Redwood viscometer, 190 seconds)Subsequently, the ingredients shown in Table 2 were used and placed in a beaker so that 60 parts of the solution (A-1) of the phenolamine compound, 20 parts of a nonionic surfactant (B1-1), 0.5 part of a Broensted acid (C-1), 7.5 parts of an epoxy compound (D-1), 10 parts of another silicone (E-1), and 2 parts of another compound were present. These were well stirred to prepare a synthetic fiber treating agent.(Examples 2 to 26 and Comparative Examples 1 to 3)The respective solutions of the phenolamine compounds of Examples 2 to 26 and Comparative Examples 1 to 3 were prepared by using the ingredients shown in Tables 1 and 2 and by the same method as in Example 1. The type and content of the solution of the phenolamine compound, the type and content of the nonionic surfactant, the type and content of the Broensted acid, the type and content of the epoxy compound, the type and content of the other silicone, the type and content of the other compound, and the mass ratio of the succinimide compound and the nonionic surfactant in the treating agent of each example are respectively described in the column of "solution of the phenolamine compound", the column of "nonionic surfactant", the column of "Broensted acid", the column of "epoxy compound", the column of "other silicone", The column of "other compound" and the column of "succinimide compound / nonionic surfactant" are given in Table 2. Details of the respective components B1-1 to B1-9, B2-1 to B2-3, C-1 to C-11, D-1 to D-11, E-1 to E-6, and F-1 to F-5 shown in the symbol columns of Table 2 are as follows.(Nonionic Surfactant)B1-1: Compound in which 9 moles of ethylene oxide are added to 1 mole of dodecyl alcohol B1-2: Compound in which 12 moles of ethylene oxide are added to 1 mole of isododecyl alcohol B1-3: Compound in which 7 moles of ethylene oxide are added to 1 mole of tetradecyl alcohol B1-4: Compound in which 7 moles of ethylene oxide are added to 1 mole of tetradecyl alcohol B1-5: Compound in which 15 moles of ethylene oxide are added to 1 mole of pentadecyl alcohol B1-6: Compound in which 1 mole of tetradecyl alcohol is added to 15 moles of ethylene oxide and then 18 moles of propylene oxide B1-7: Compound in which 9 moles of ethylene oxide are added to 1 mole of secondary tridecyl alcohol B1-8: Compound, in which 2 moles of ethylene oxide and 6 moles of propylene oxide are randomly added to 1 mole of dodecyl alcohol B1-9 : compound in which 15 moles of ethylene oxide and 9 moles of propylene oxide are added to 1 mole of tristyrenated phenol B2-1 : compound in which 4 moles of ethylene oxide are added to 1 mole of dodecylamine B2-2 : compound in which 8 moles of ethylene oxide are added to 1 mole of dodecylamine B2-3 : compound in which 15 moles of ethylene oxide are added to 1 mole of octadecylamine(Broensted Acids)C-1: Acetic acid C-2: Polyoxyethylene (n=10) Lauryl ether acetic acid C-3: Polyoxyethylene (n=4.5) Lauryl ether acetic acid C-4: Oleoyl sarcosinate C-5: Lauroyl sarcosinate C-6: Phosphoric ester of a 5-mole ethylene oxide adduct of tridecyl alcohol C-7: Hexadecyl phosphoric ester C-8: Lactic acid C-9: Citric acid C-10: Phosphoric acid C-11: Dodecylbenzenesulfonic acid(Epoxy Compounds)D-1: Alicyclic epoxy-modified silicone having a side chain and a kinematic viscosity at 25° C. of 6000 mm 2 / s and an equivalent weight of 3700, g / mol D-2: Glycidyl epoxy-modified silicone having a side chain and a kinematic viscosity at 25° C. of 8000 mm 2 / s and an equivalent weight of 3300, g / mol D-3: Glycidyl epoxy-modified silicone having two terminals, a kinematic viscosity at 25° C. of 120 mm 2 / s and an equivalent weight of 2700 g / mol D-4: glycidyl epoxypolyether-modified silicone having a side chain and a kinematic viscosity at 25° C. of 2800 mm 2 / s and an equivalent weight of 2800 g / mol D-5: alicyclic epoxy-modified silicone having a side chain and a kinematic viscosity at 25° C. of 5000 mm 2 / s and an equivalent weight of 4200 g / mol D-6: glycidyl epoxypolyether-modified silicone having a side chain and a kinematic viscosity at 25° C. of 3100 mm 2 / s and an equivalent weight of 10200 g / mol D-7: bisphenol A diglycidyl ether (average molecular weight: 370) D-8: Bisphenol A diglycidyl ether (average molecular weight: 470) D-9: Bisphenol F diglycidyl ether (average molecular weight: 340) D-10: Tetraglycidyl diamine diphenylmethane D-11: Glycidyl etherified product of polyglycerol (average molecular weight: 1000)(Other Silicones)E-1: amino-modified diamine-type silicone having a kinematic viscosity at 25° C. of 250 mm 2 / s and an equivalent weight of 7600 g / mol E-2: amino-modified diamine-type silicone having a kinematic viscosity at 25° C. of 1300 mm 2 / s and an equivalent weight of 1700 g / mol E-3: amino-modified monoamine-type silicone having a kinematic viscosity at 25° C. of 1700 mm 2 / s and an equivalent weight of 3800 g / mol E-4: amino-modified diamine-type silicone having a kinematic viscosity at 25° C. of 80 mm 2 / s and an equivalent weight of 4000 g / mol E-5: dimethyl silicone having a kinematic viscosity at 25° C. of 80 mm s Kinematic viscosity at 25° C. of 5000 mm / s 2 E-6: Polyether-modified silicone having a kinematic viscosity at 25° C. of 1700 mm 2 / s, ethylene oxide / propylene oxide=440 / 60 and a mass ratio of silicone / polyether=20 / 80(Other Compounds)F-1: Compound in which 3-aminopropyl groups are added to both terminals of a polyethylene glycol having a molecular weight of 600 F-2: didodecyl ester of a 2-mole ethylene oxide adduct of bisphenol A F-3: ethylsulfuric acid salt of 1-ethyl-2-(heptadecenyl)-4,5-dihydro-3-(2-hydroxyethyl)-1H-imidazolinium F-4: trimethyloctylammonium dimethyl phosphate F-5: isotridecyl isostearateExperimental Part 2 (Production of Synthetic Fibers and Carbon Fibers)Synthetic fibers and carbon fibers were prepared using the synthetic fiber treatment agents prepared in Experimental Part 1.As a first step, an acrylic resin was wet-spun. Specifically, a copolymer having an intrinsic viscosity of 1.80 and consisting of 95 mass percent acrylonitrile, 3.5 mass percent methyl acrylate and 1.5 mass percent methacrylic acid was dissolved in dimethylacetamide (DMAC) to prepare a dope having a polymer concentration of 21.0 mass percent and a viscosity at 60° C. of 500 poise. The dope was discharged at a draw ratio of 0.8 from a 12,000 hole spinneret of 0.075 mm hole diameter (inner diameter) into a coagulation bath containing a 70 mass percent aqueous solution of DMAC at a spinning bath temperature of 35°C.The coagulated yarn was drawn five times and simultaneously desolvated in a rinse tank to produce acrylic fiber strands (raw material fibers) in a water swollen state. To these acrylic fiber strands, the synthetic fiber treatment agents prepared in Experimental Part 1 were each applied so as to achieve a solid adhesion of 1 mass percent (without solvent). The application of each of the synthetic fiber treatment agents was carried out by a dipping method using a 4% ion-exchanged water solution of the synthetic fiber treatment agent. Thereafter, the acrylic fiber strands were dried and compacted with a heating roll set at 130°C, then stretched 1.7 times between heating rolls set at 170°C, and then wound on a bobbin with a winder.In a second step, yarns were unwound from the wound synthetic fibers and, after being flame-retardant processed under an air atmosphere for one hour in a flame-retardant processing furnace, wound onto a bobbin at a temperature gradient of 230° C. to 270° C. via a transport roller to obtain flame-retardant yarns (flame-retardant fibers).As a third step, yarns were unwound from the wound flame-retardant yarns and, after conversion to carbon fibers, wound around a bobbin by firing under a nitrogen atmosphere in a carbonizing furnace at a temperature gradient of 300°C to 1300°C to obtain the carbon fibers.Experimental Part 3 (Evaluation)For each of the treating agents of Examples 1 to 26 and Comparative Examples 1 to 3, the bundling properties of the flame-retardant fibers produced using the synthetic fibers having the treating agent adhered thereto, the occurrence / non-occurrence of the fusion between the carbon fibers, the strength of the carbon fibers, and the occurrence / non-occurrence of the lint of the carbon fibers were evaluated by the methods described below, respectively.(<Flamm resistant bundling property)The bundling condition when the flame-resistant treated fibers passed through the conveying roller in the second step of Experimental Part 2 was visually checked, and the bundling property was evaluated based on the criteria given below. The results of the evaluation are shown in the column of "Flame-Retardant Bundling Property" of Table 2.Evaluation Criteria for Bundling Properties of Flame-Resistant Fibers◯◯ (satisfactory): The fibers are bundled, the tow width is relatively narrow, and the tow width is constant.◯ (medium): Although the fibers are bundled, the tow width is not constant.× (poor): The fibers are not bundled, there are spaces within the fiber bundles, and the drawing width is large.(Fusion)The carbon fibers obtained in the third step of Experimental Part 2 were cut to a length of 10 mm and dispersed in an aqueous solution of polyoxyethylene (10) lauryl ether. After stirring for 10 minutes, the state of dispersion of the fibers was visually checked and the melting was evaluated according to the criteria given below. The results of the evaluation are shown in the column of "fusion" of Table 2.◯◯ (satisfactory): The fibres are fully and evenly distributed and no short fibre bundles are visible.◯ (medium): Although the fibers are generally uniformly distributed, the presence of short fiber bundles is clearly seen.× (poor): The state of dispersion of the fibers is nonuniform, and short fiber bundles are seen in the entirety.(Strength)The carbon fibers obtained in the third step of Experimental Part 2 were used for measuring the strength of the carbon fibers according to JIS R7606 (corresponding international standard: ISO 11566:1996). The strength of the carbon fibers was evaluated by the criteria listed below. The results of the evaluation are shown in the column of "Strength" of Table 2.Evaluation Criteria for Strength◯◯◯◯ (excellent): The strength is not less than 4.5 GPa.◯◯ (satisfactory): The strength is not less than 4.0 GPa but less than 4.5 GPa.◯ (average: The strength is not less than 3.5 GPa but less than 4.0 GPa.× (poor): The strength is less than 3.5 GPa.(Lint)In the third step of Experimental Part 2, the carbon fibers wound around the bobbin were visually observed, and the number of lint per 10 minutes was evaluated according to the criteria listed below. The results of the evaluation are shown in the column of "lint" in Table 2.Evaluation Criteria of Lint◯◯◯◯ (excellent): The number of lint is less than 10.◯◯ (satisfactory): The number of lint is at least 10, but less than 30.◯ (medium): The number of lint is not less than 30, but less than 50.× (poor): The number of lint is not less than 50.Based on the results shown in Table 2, the present invention is successful in improving the bundling properties of flame-retardant fibers. Also with the carbon fiber adhering thereto using the synthetic fiber with the synthetic fiber treating agent of the present invention, melting between the fibers is suppressed. In addition, the strength is improved and the lint is suppressed.The present disclosure also includes the following embodiments.(Additional Embodiment 1)An artificial fiber treating agent for treating an artificial fiber comprising a phenolamine compound and a nonionic surfactant.(Additional Embodiment 2)The synthetic fiber treatment agent according to Additional Embodiment 1, wherein the phenolamine compound includes a compound formed from a phenol derivative, formaldehyde, and a polyamine compound or a compound obtained by reaction with a boron-containing compound, and the phenol derivative is a phenol in which a hydrocarbon group having a number-average molecular weight of not less than 100 and not more than 2000 is contained.(Additional Embodiment 3)The synthetic fiber treating agent according to Additional Embodiment 1 or 2, wherein the nonionic limiting surface active agent includes a compound in which an alkylene oxide having not less than 2 and not more than 4 carbon atoms is added in a ratio of not less than 1 mol and not more than 50 mols in total to 1 mol of a monohydric alcohol or alkylamine having not less than 4 and not more than 30 carbon atoms.(Additional Embodiment 4)The synthetic fiber treatment agent according to any one of Additional Embodiments 1 to 3, wherein the mass ratio of the phenolamine compound and the nonionic surfactant is such that the phenolamine compound / nonionic surfactant is not less than 5 / 95 and not more than 95 / 5.(Additional Embodiment 5)The synthetic fiber treatment agent according to any one of Additional Embodiments 1 to 4, further comprising a Broensted acid.(Additional Embodiment 6)The synthetic fiber treatment agent according to any one of Additional Embodiments 1 to 5, further comprising an epoxy compound.(Additional Embodiment 7)The synthetic fiber treating agent according to Additional Embodiment 6, wherein the epoxy compound contains at least one compound selected from the group consisting of an epoxy-modified silicone and an epoxy- and polyether-modified silicone.(Additional Embodiment 8)The synthetic fiber treatment agent according to any one of Additional Embodiments 1 to 7, further comprising at least one selected from the group consisting of an amino-modified silicone, a dimethyl silicone, and a polyether-modified silicone.(Additional Embodiment 9)The synthetic fiber treatment agent according to any one of Additional Embodiments 1 to 8, wherein the synthetic fiber is a carbon fiber precursor.(Additional Embodiment 10)An artificial fiber to which the artificial fiber treatment agent according to any one of Additional Embodiments 1 to 9 adheres.

Claims

An artificial fiber treating agent for treating an artificial fiber comprising a phenolamine compound and a nonionic limiting surface active agent, wherein the phenolamine compound is at least one compound selected from the group consisting of a compound formed from a phenol derivative, formaldehyde and a polyamine compound and a compound obtained by reacting a boron-containing compound with a compound formed from a phenol derivative, formaldehyde and a polyamine compound, wherein the phenol derivative is a phenol in which a hydrocarbon group having a number average molecular weight of not less than 100 and not more than 2000 is modified, and wherein the nonionic limiting surface active agent includes at least one compound selected from the group consisting of a compound, in which an alkylene oxide having not less than 2 and not more than 4 carbon atoms is added in a ratio of not less than 1 mol and not more than 50 mol in total to 1 mol of a monohydric alcohol having not less than 4 and not more than 30 carbon atoms and a compound in which an alkylene oxide having not less than 2 and not more than 4 carbon atoms is added in a ratio of not less than 1 mol and not more than 50 mol in total to 1 mol of an alkylamine having not less than 4 and not more than 30 carbon atoms.The synthetic fiber treatment agent according to claim 1, wherein the mass ratio of the phenolamine compound and the nonionic boundary surface active agent is such that the phenolamine compound / nonionic boundary surface active agent is not less than 5 / 95 and not more than 95 / 5.The synthetic fiber treating agent according to claim 1 or 2, further comprising a Broensted acid.The synthetic fiber treating agent according to any one of claims 1 to 3, further comprising an epoxy compound.The synthetic fiber treating agent according to claim 4, wherein the epoxy compound contains at least one compound selected from the group consisting of an epoxy-modified silicone and an epoxy- and polyether-modified silicone.The synthetic fiber treatment agent according to any one of claims 1 to 5, further comprising at least one agent selected from the group consisting of an amino-modified silicone, a dimethyl silicone, and a polyether-modified silicone.The synthetic fiber treatment agent according to any one of claims 1 to 6, wherein the synthetic fiber is a carbon fiber precursor.An artificial fiber to which the artificial fiber treating agent according to any one of claims 1 to 7 adheres.

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