KR20200058522A - Synthetic fiber treatment agent and synthetic fiber - Google Patents

Abstract

The treatment agent for synthetic fibers of the present invention contains a leveling agent, a nonionic surfactant, and an anionic surfactant. The anionic surfactant contains at least one phosphoric acid compound selected from amine salts of phosphoric acid compounds A to C having a specific structural formula. The nonionic surfactant has a mass average molecular weight of 3,000 to at least one compound selected from alkylene oxide adducts of castor oil and alkylene oxide adducts of cured castor oil, and condensation of monocarboxylic acid and dicarboxylic acid. 30,000 ether ester compounds.

Description

Synthetic fiber treatment agent and synthetic fiber

The present invention effectively reduces tar contamination and fluffing of synthetic fiber filaments generated around a godet roller in the process of spinning synthetic fibers, and also provides good dyeing uniformity under high water quality. The present invention relates to a treating agent for synthetic fibers and a synthetic fiber to which such treating agents are attached.

In general, in the manufacturing process of synthetic fibers, in view of reducing friction and preventing damage to fibers such as yarn breakage, treatment is given to a synthetic fiber-containing treatment agent containing a leveling agent or the like on the surface of the filament yarn of the synthetic fiber. There are cases.

Conventionally, treatment agents for synthetic fibers disclosed in Patent Documents 1 to 4 are known. Patent Document 1 discloses a treatment agent for fibers containing potassium salts of phosphate esters using branched alcohols as starting materials, ethylene oxide-added alkyl ethers, esters, and the like. Patent Document 2 discloses a treatment agent for synthetic fibers comprising a condensed phosphoric acid ester or an amine salt thereof, a nonionic surfactant, and a smooth active ingredient. Patent document 3 discloses the processing agent for synthetic fibers containing nonionic activators, such as specific hardened castor oil derivatives, divalent ester compounds, and the like. Patent Document 4 discloses a treatment agent for synthetic fibers containing a non-ionic surfactant such as a sulfur-containing ester compound and a specific cured castor oil derivative, and a specific ester.

Japanese Patent Publication No. 01-298281 Japanese Patent Publication No. 2016-084566 Japanese Patent Publication No. 7-173768 International Publication No. 2015/186545

In these conventional synthetic fiber processing agents, the effect of effectively reducing tar contamination and fluffing of synthetic fiber filaments generated around the high-degree roller in the spinning process is weak, and especially in the thermosol dyeing process under high hardness water quality. There was a problem of dyed stains.

The problem to be solved by the present invention is to provide a treatment agent for synthetic fibers and synthetic fibers that can reduce tar contamination and fluff around a high-degree roller in the process of making synthetic fibers and obtain good dyeing uniformity under high hardness water quality. Having

The present inventors have studied to solve the above problems, and as a result, a treatment agent for synthetic fibers containing an amine salt of a phosphate ester obtained by using an aliphatic alcohol having a branched structure at a specific position as a raw material, a specific nonionic surfactant, and the like. It was found to be perfectly suitable.

In order to achieve the above object, in one embodiment of the present invention, as a treating agent for synthetic fibers containing a leveling agent, a nonionic surfactant, and an anionic surfactant, the anionic surfactant is a phosphate compound A represented by the following formula (1) It comprises at least one phosphoric acid compound selected from the amine salt of, the amine salt of the phosphoric acid compound B represented by the following formula (3), and the amine salt of the phosphoric acid compound C represented by the formula (4), wherein the nonionic surfactant is castor Containing at least one compound selected from alkylene oxide adducts of oil and alkylene oxide adducts of cured castor oil, and ether ester compounds having a mass average molecular weight of 3,000 to 30,000 condensing monocarboxylic and dicarboxylic acids A treatment agent for synthetic fibers is provided.

[Formula 1]

(In Formula 1,

n = an integer from 2 to 4,

R ¹ , R ² : saturated aliphatic hydrocarbon groups having 5 to 15 carbon atoms,

R ³ : Hydrogen atom or hydrocarbon group represented by the following formula (2))

[Formula 2]

(In Formula 2,

R ⁴ , R ⁵ : saturated aliphatic hydrocarbon groups having 5 to 15 carbon atoms, respectively)

[Formula 3]

[Formula 4]

(In formulas 3 and 4,

R ⁶ to R ¹¹ : saturated aliphatic hydrocarbon groups each having 5 to 15 carbon atoms).

The anionic surfactant further includes an organic sulfonic acid compound, and the mass ratio of the total content of the phosphoric acid compound to the total content of the organic sulfonic acid compound is: the total mass of the phosphoric acid compound / the total mass of the organic sulfonic acid compound = 70/30 to 10 / 90 is preferred.

When the total content of the leveling agent, the nonionic surfactant, and the anionic surfactant is 100% by mass, the leveling agent is 35 to 90% by mass, and the nonionic surfactant is 1 to 60% by mass, and It is preferable to contain the anionic surfactant in a proportion of 0.1 to 10% by mass.

In addition, in another aspect of the present invention, there is provided a synthetic fiber characterized in that the treatment agent for synthetic fiber is attached.

ADVANTAGE OF THE INVENTION According to this invention, tar contamination and fluff are reduced and favorable dyeing uniformity can be obtained under high hardness water quality.

(First embodiment)

First, a first embodiment in which the treatment agent for synthetic fibers according to the present invention (hereinafter, also simply referred to as a treatment agent) is embodied will be described. The treatment agent of this embodiment contains a leveling agent, a specific nonionic surfactant, and a specific anionic surfactant. The anionic surfactant is at least one selected from amine salts of phosphate compound A represented by the following formula (5), amine salts of phosphate compound B represented by the following formula (7), and amine salts of phosphate compound C represented by the formula (8). It contains phosphoric acid compounds. These phosphoric acid compounds may be used alone or in combination of two or more.

[Formula 5]

(In Formula 5,

n = an integer from 2 to 4,

R ¹ , R ² : saturated aliphatic hydrocarbon groups having 5 to 15 carbon atoms,

R ³ : Hydrogen atom or hydrocarbon group represented by the following formula (6))

[Formula 6]

(In Formula 6,

R ⁴ , R ⁵ : saturated aliphatic hydrocarbon groups having 5 to 15 carbon atoms, respectively)

[Formula 7]

[Formula 8]

(In Formula 7 and Formula 8,

R ⁶ to R ¹¹ : saturated aliphatic hydrocarbon groups each having 5 to 15 carbon atoms)

The leveling agent provided in the treatment agent of the present embodiment is not particularly limited, but, for example, (1) 1,4-butanediol dioleate, trimethylolpropane trilaurate, trimethylolpropane trioleate, glycerol trioleate, penta Ester compounds of polyhydric alcohols such as erythritol tetraoctanoate and monovalent carboxylic acids, (2) diisocetyl thiodipropionate, diisostearyl thiodipropionate, dioleyl thiodipropionate, Ester compounds of polyhydric carboxylic acids such as bispolyoxyethylene lauryl adipate and monohydric alcohols, (3) monohydric alcohols such as oleyl laurate, oleyl oleate and monohydric carboxylic acids, (4 ) Natural oils such as castor oil, palm oil, and refined rapeseed oil. These leveling agents may be used alone or in combination of two or more.

Although there is no restriction | limiting in particular as a nonionic surfactant provided to the processing agent of this embodiment, For example, (1) The compound which added the C2-C4 alkylene oxide to the at least 1 sort (s) selected from organic acid, organic alcohol, and organic amine. , Such as polyoxyethylene lauric acid ester, polyoxyethylene monooleic acid ester, polyoxyethylene lauric acid ester methyl ether, polyoxyethylene octyl ether, polyoxypropylene lauryl ether methyl ether, polyoxybutylene oleyl ether, Ether type nonionic surfactants such as polyoxyethylene polyoxypropylene lauryl ether, polyoxyethylene polyoxypropylene nonyl phenyl ether, polyoxyethylene lauryl amino ether, (2) sorbitan monooleate, sorbitan trioleate , Polyhydric alcohol partial ester type nonionic surfactants such as glycerin monolaurate, (3) polyethylene glycol dioleate, polyoxyethylene sorbitan monooleate, polyoxybutylene sorbitan trioleate, polyoxypropylene castor oil , Polyoxyethylene cured castor oil, polyoxyethylene propylene cured castor oil trioleate, polyoxyethylene cured castor oil trilaurate, ethylene oxide adduct of cured castor oil and ether ester compound condensing fumaric acid, ethylene oxide addition of castor oil Polyoxyalkylene polyhydric alcohol fatty acid ester type nonionic surfactants, such as ether ester compounds condensing at least one selected from water and hydrogenated castor oil ethylene oxide adducts and monocarboxylic acids and dicarboxylic acids, (4) And alkylamide type nonionic surfactants such as diethanolamine monolauroamide, and polyoxyalkylene fatty acid amide type nonionic surfactants such as (5) polyoxyethylene diethanolamine monooleylamide. These nonionic surfactants may be used alone or in combination of two or more.

As the nonionic surfactant provided to the treatment agent of the present embodiment, among these, at least one selected from alkylene oxide adducts of castor oil and alkylene oxide adducts of castor oil, and condensation of monocarboxylic acid and dicarboxylic acid As the obtained ether ester compound, one containing a mass average molecular weight (MW) of the ether ester compound of 3,000 to 30,000 is used. Examples of the alkylene oxide used in the ether ester compound include ethylene oxide, propylene oxide, and butylene oxide. Examples of the monocarboxylic acid include lauric acid, myristic acid, myristoleic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, eliic acid, linoleic acid, linolenic acid, arachidic acid, and eicogenic acid. , Behenic acid, erucic acid, and the like. Further, examples of the dicarboxylic acid include succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, fumaric acid, and maleic acid. As the preferred ether ester compound, 20 mol of ethylene oxide (hereinafter referred to as EO) to 1 mol of cured castor oil is crosslinked with adipic acid and terminally esterified with oleic acid (MW 10,000), castor oil 1 What added 25 moles of EO with respect to moles is the crosslinked maleic acid, and the terminal esterified with stearic acid (MW 5,000) etc. are mentioned.

Here, as the mass average molecular weight, HLC-8320GPC, a high-speed gel permeation chromatography apparatus manufactured by Tosoh Corporation, can be used. At a sample concentration of 5 mg / cc, it was injected into a separation column TSK gel Super H-2000, H-3000, H-4000 manufactured by Tosoh Corporation, and can be determined by a peak measured by a differential refractive index detector.

As described above, the anionic surfactant provided to the treatment agent of the present embodiment is the amine salt of the phosphate compound A represented by the formula (5), the amine salt of the phosphate compound B represented by the formula (7), and the phosphate compound represented by the formula (8) It contains at least one phosphoric acid compound selected from C amine salts.

In the formula (5), R ¹ , R ² are each a pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, lauryl group, tridecyl group, myristyl group, pentadecyl group, etc. It is a saturated hydrocarbon group having 5 to 15 carbon atoms. In addition, R ³ is a hydrogen atom or a hydrocarbon group represented by the formula (6). In addition, the description of R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ , R ¹⁰ , R ¹¹ in Formula 6, Formula 7, and Formula 8 is R ¹ , R ² described for Formula 5, respectively. Same as Each saturated hydrocarbon group may be the same, or may be different respectively.

Examples of amine salts used as counters for phosphoric acid compounds A, B and C include polyoxyalkylene alkylamines, monoalkanolamines, dialkanolamines and trialkanolamines. Among these, a preferable phosphoric acid compound and an amine salt include 2-decyl-1-tetradecanol (starting material or alkoxy group having a branching structure constituting each phosphoric acid compound, hereinafter) phosphoric acid ester polyoxyethylene laurylamine salt (counter) , As follows), 2-hexyl-1-decanol phosphate ester polyoxyethylene laurylamine salt, 2-octyl-1-dodecanol phosphate ester polyoxyethylene stearylamine salt, 2-hexyl-1-decanol phosphoric acid Ester dibutylethanolamine salt, 2-decyl-1-tetradecanol phosphate ester stearylamine salt, 2-octyl-1-dodecanol phosphate ester polyoxyethylene stearylamine salt, and the like.

The phosphoric acid compound is synthesized as a mixture of a polyphosphoric acid compound, a dimer phosphoric acid compound, a monomeric phosphoric acid compound, and an inorganic phosphoric acid by the reaction of an aliphatic alcohol and diphosphorous pentoxide. The polyphosphoric acid compound contains an amine salt of the phosphoric acid compound A represented by the above formula (5), which is a condensed phosphoric acid ester. The dimer phosphoric acid compound includes an amine salt of phosphoric acid compound B represented by the above formula (7) in which two alkoxyl groups having a branched structure are phosphoric acid ester-bonded. The monomeric phosphate compound includes the amine salt of the phosphoric acid compound C represented by the above formula (8). The P-nuclear integral ratio of the polyphosphoric acid compound represented by the following Equation 1 is the P-nuclear NMR integral value (P polymorph) and the dimeric phosphate compound attributed to the polyphosphoric acid compound obtained by measuring the P-nuclear NMR of the treatment agent. It is calculated from the P-nuclear NMR integral (P dimer) attributable to the P-nuclear NMR integral (P monomer) attributable to the monomeric phosphate compound. The P-nuclear integral ratio of the polyphosphoric acid compound in the treatment agent of the present embodiment is not limited, but is preferably 10 to 50%.

[Equation 1]

(In Equation 1,

P poly-body: P-nuclear NMR integral value attributed to the polyphosphoric acid compound,

P-dimer: P-nuclear NMR integral value attributed to dimer phosphate,

P monomer: P nuclear NMR integral value attributed to the monomeric phosphate compound).

As described above, the anionic surfactant provided to the treatment agent of the present embodiment is the amine salt of the phosphate compound A represented by the formula (5), the amine salt of the phosphate compound B represented by the formula (7), and the phosphate compound C represented by the formula (8). It contains what contains at least 1 type of compound chosen from the amine salt of. Moreover, it is preferable to contain an organic sulfonic acid compound as an anionic surfactant. By compounding the organic sulfonic acid compound, the effect of the present invention, in particular, the suppression of fluff and the suppression of tar contamination can be further improved. The mass ratio of the total content of each phosphate compound of the amine salt of the phosphoric acid compound A, the amine salt of the phosphoric acid compound B, and the amine salt of the phosphoric acid compound C to the total content of the organic sulfonic acid compound is the total mass of the phosphoric acid compound / total of the organic sulfonic acid compound It is more preferable that the mass = 70/30 to 10/90. By defining within such a range, the effect of this invention, especially the suppression effect of tar contamination can be improved more.

The organic sulfonic acid compound is not particularly limited, such as sodium 1-octylsulfonate, potassium 1-decanesulfonate, potassium 1-undecansulfonate, sodium 1-laurylsulfonate, sodium 1-tridecanesulfonate, and sodium 1-myristylsulfonate , Sodium 1-pentadecanesulfonate, potassium 1-cetylsulfonate, sodium 1-heptadecanesulfonate, sodium 1-stearylsulfonate, sodium isooctylsulfonate, sodium isodecanesulfonate, potassium isoundedecanesulfonate, potassium isolaurylsulfonate, sodium Sodium tridecanesulfonate, sodium isomiristylsulfonate, sodium isopentadecanesulfonate, sodium isocetylsulfonate, sodium isoheptadecanesulfonate, sodium isostearylsulfonate, alkyl (a mixture of 13-17 carbon atoms) sodium sulfonate, diisobutylsulfo And potassium succinate, sodium dioctylsulfofolate, and sodium dinonylsulfofolate. These mixtures may be used alone or in combination of two or more.

In the treatment agent of the present embodiment, the content ratio of the leveling agent, nonionic surfactant, and anionic surfactant is not particularly limited. When the total content of the leveling agent, nonionic surfactant, and anionic surfactant is 100 mass%, the leveling agent is 35 to 90 mass%, the nonionic surfactant is 10 to 60 mass%, and the anionic surfactant is 0.1. It is preferred to contain it at a rate of ˜10 mass%. By defining within such a range, the effect of this invention can be improved more.

(Second embodiment)

A second embodiment embodying the synthetic fiber according to the present invention will be described. The synthetic fiber of the present embodiment is a synthetic fiber to which the treating agent of the first embodiment is attached. The synthetic fiber is not particularly limited, but, for example, (1) polyester fiber such as polyethylene terephthalate, polypropylene terephthalate and polylactic acid ester, (2) polyamide fiber such as nylon 6 and nylon 66, (3) And polyacrylic fibers such as polyacrylic and modacrylic, and (4) polyolefin fibers such as polyethylene and polypropylene.

Although there is no particular limitation on the ratio of attaching the treatment agent of the first embodiment (which does not contain a solvent) to the synthetic fiber, it is preferable to attach the treatment agent of the first embodiment to a ratio of 0.1 to 3% by mass relative to the synthetic fiber. Do. In addition, as a method of adhering the treatment agent of the first embodiment, for example, a known method such as a roller refueling method, a guide refueling method using a metering pump, an immersion refueling method, or a spray refueling method can be adopted. As a form when the treatment agent of the first embodiment is attached to the synthetic fiber, for example, it may be provided as an organic solvent solution, an aqueous solution, or the like.

According to the treatment agent for synthetic fibers and synthetic fibers of this embodiment, the following effects can be obtained.

(1) In this embodiment, as a treating agent for synthetic fibers containing a leveling agent, a specific nonionic surfactant, and a specific anionic surfactant, phosphoric acid compound A represented by formulas 5, 7, and 8 as anionic surfactants, respectively , B, C amine salt. Therefore, it is possible to suppress tar contamination occurring around the godet roller, especially in the process of making synthetic fibers. In addition, the fluff of synthetic fiber yarn filaments can be effectively reduced, and excellent and good process passability can be exhibited. In addition, when the hardness of water used in a post-processing process, such as a dyeing process, is high, it is difficult to separate the dyeing solution and it is possible to suppress the occurrence of dyeing defects such as dyeing stains.

Furthermore, the above-described embodiment can be changed as follows.

In the treatment agent of the present embodiment, as a stabilizer or antistatic agent for maintaining the quality of the treatment agent within a range that does not impair the effects of the present invention, components used in conventional treatment agents such as binders, antioxidants, and ultraviolet absorbers can be further blended. It might be.

Example

Hereinafter, examples and the like are given to more specifically describe the configuration and effects of the present invention, but the present invention is not limited to these examples. In addition, in description of the following Examples and Comparative Examples, the part means parts by mass, and% means mass%.

Test Category 1 (synthesis of alkyl phosphate compounds)

Synthesis of phosphate compounds (P-1)

2-decyl-1-tetradecanol was added to the reaction vessel, dehydrated at 120 ° C. for 0.05 hours or less, and then returned to normal pressure and stirred, and dioxin pentoxide was added at 60 ± 5 ° C. over 1 hour while stirring. After aging at 80 ° C for 3 hours, polyoxyethylene (4 mol) laurylamine was added dropwise at 50 ° C to neutralize to prepare a phosphoric acid compound (P-1).

Calculation of the P-nuclear integral ratio of phosphate compounds (P-1)

As a result of calculating the P nucleus integral ratio using ³¹ P-NMR for the phosphoric acid compound (P-1), the polyphosphate compound represented by Chemical Formula 5 is 36.2%, and the dimeric phosphoric acid compound represented by Chemical Formula 7 is 32.3%. , The monomeric phosphate compound represented by Chemical Formula 8 was 31.5%.

The P-nuclear integral ratio was calculated from Equation 1 above using the measured value of ³¹ P-NMR (trade name MERCURY plus NMR Spectrometor System, 300 MHz manufactured by VALIAN).

Preparation of phosphate compounds (P-2 to P-4 and rP-1 to rP-6)

Other phosphoric acid compounds (P-2 to P-4 and rP-1 to rP-6) were prepared in the same manner as the phosphoric acid compound (P-1).

Preparation of phosphate compounds (P-5)

2-decyl-1-tetradecanol and ion-exchanged water were added to the reaction vessel, and dioxin pentoxide was added at 60 ± 5 ° C. for 1 hour while stirring. After aging at 80 ° C for 3 hours, ion-exchanged water was added, hydrolysis was performed at 100 ° C for 2 hours, and stearylamine was added dropwise at 50 ° C to neutralize to prepare a phosphoric acid compound (P-5). . As a result of calculating the P nucleus integral ratio using ³¹ P-NMR for the phosphoric acid compound (P-5), the polyphosphate compound represented by Chemical Formula 5 is 0%, and the dimeric phosphoric acid compound represented by Chemical Formula 7 is 37.9%. , The monomeric phosphate compound represented by Chemical Formula 8 was 62.1%. Table 1 shows the contents of each phosphoric acid compound prepared above.

Preparation of phosphate compound (P-6)

In the same manner as the phosphoric acid compound (P-5), a phosphoric acid compound (P-6) having each substituent shown in Table 1 was prepared.

[Table 1]

In Table 1,

X-1: polyoxyethylene (4 mol) laurylamine,

X-2: polyoxyethylene (10 mol) laurylamine,

X-3: polyoxyethylene (10 mol) stearylamine,

X-4: dibutylethanolamine,

X-5: stearylamine,

X-6: polyoxyethylene (2 mol) stearylamine,

X-7: polyoxyethylene (4 mol) stearylamine,

X-8: polyoxyethylene (2 mol) laurylamine,

X-9: triethanolamine,

X-10: laurylamine,

X-11: sodium,

X-12: potassium,

P-1: 2-decyl-1-tetradecanol phosphate polyoxyethylene (4 mol) laurylamine salt,

P-2: 2-hexyl-1-decanol phosphate ester polyoxyethylene (10 mol) laurylamine salt,

P-3: 2-octyl-1-dodecanol phosphate polyoxyethylene (10 mol) stearylamine salt,

P-4: 2-hexyl-1-decanol phosphate ester dibutylethanolamine salt,

P-5: 2-decyl-1-tetradecanol phosphate ester stearylamine salt,

P-6: 2-octyl-1-dodecanol phosphate polyoxyethylene (2 mol) stearylamine salt,

rP-1: 2-ethyl-1-hexanol phosphate polyoxyethylene (4 mol) stearylamine salt,

rP-2: oleyl alcohol phosphate ester polyoxyethylene (2 mol) laurylamine salt,

rP-3: 14-methyl-1-pentadecanol phosphate ester triethanolamine salt,

rP-4: 5-hexadecanol phosphate ester laurylamine salt,

rP-5: 2-decyl-1-tetradecanol phosphate sodium salt,

rP-6: 2-hexyl-1-decanol phosphate potassium salt,

* 1: hydrocarbon group represented by the formula (6),

Indicates.

Test Category 2 (Synthesis of ether ester compounds as nonionic surfactants)

Synthesis of ether ester compound (N-1)

The ether ester compound (N-1) was obtained by esterifying the compound added with 20 moles of EO to 1 mole of cured castor oil and adipic acid under normal conditions, followed by further addition of oleic acid and esterification.

Synthesis of ether ester compounds (N-2 and rN-1 to rN-5)

The ether ester compounds (N-2 and rN-1 to rN-5) were synthesized in the same manner as the synthesis of the ether ester compound (N-1). The compounds used in each Example and Comparative Example are shown in Tables 2 and 3.

Test Category 3 (Preparation of synthetic fiber treatment agent)

Preparation of synthetic fiber treatment agent (Example 1)

As a leveling agent, 40 parts of trimethylolpropane trilaurate (L-1), 12 parts of glycerol trioleate (L-2), and 20 parts of EO with respect to 1 mol of hardened castor oil as a nonionic surfactant were found. 10 parts of a compound crosslinked with dipic acid, terminally esterified with oleic acid (N-1), and 10 parts of compound (rN-1) esterified with 3 moles of lauric acid to which 20 moles of EO is added to 1 mole of cured castor oil, 10 parts of compound (rN-3), 15 parts of EO added to 1 mol of hardened castor oil, 16 parts of polyoxyethylene (EO 15 mol) monooleic acid ester (rN-4), 2-decyl-1-tetra as anionic surfactant Decanol phosphate ester polyoxyethylene (4 mol) laurylamine salt (P-1) 0.5 parts, alkylsulfonic acid sodium (mixture of 13-17 carbons) (S-1) in a ratio of 1.5 parts uniformly mixed Examples A treatment agent for synthetic fibers of 1 was prepared.

Preparation of synthetic fiber treatment agent (Example 2)

It was prepared in the same manner as the synthetic fiber treatment agent of Example 1. However, in addition to the raw materials in Table 2, 1,3,5-tris (4-t-butyl-3-hydroxy-2,6-dimethylbenzyl) isocyanuric acid is used as an antioxidant, a non-ionic surfactant, and It was added in a proportion of 0.5 parts to 100 parts of the treatment agent consisting of an anionic surfactant.

Preparation of treatment agents for synthetic fibers (Examples 3 to 9, 13, Reference Examples 10 to 12 and Comparative Examples 1 to 7)

In the same manner as in the preparation of the synthetic fiber treating agent of Example 1, the treating agents for synthetic fibers of Examples 3 to 9 and 13, Reference Examples 10 to 12, and Comparative Examples 1 to 7 were prepared. The types and compounding amounts of the compounds used are shown in Tables 2 and 3.

[Table 2]

[Table 3]

In Tables 2 and 3,

L-1: trimethylolpropane trilaurate,

L-2: glycerol trioleate,

L-3: oleyl oleate,

N-1: A compound obtained by crosslinking adipic acid with 20 mol of EO to 1 mol of hardened castor oil, and terminally esterified with oleic acid (MW 10,000),

N-2: A compound obtained by cross-linking maleic acid with 25 moles of EO with respect to 1 mole of castor oil and terminally esterifying with stearic acid (MW 5,000),

rN-1: a compound obtained by esterifying 20 mol of EO with 3 mol of lauric acid, to 1 mol of hardened castor oil,

rN-2: a compound obtained by adding 30 mol of EO to 1 mol of cured castor oil and crosslinked with fumaric acid (MW 5000),

rN-3: 15 mol of EO added to 1 mol of hardened castor oil,

rN-4: polyoxyethylene (EO 15 mol) monooleic acid ester,

rN-5: polyethylene glycol (EO 15 mol) dioleate,

S-1: sodium alkylsulfonic acid (a mixture of carbon numbers C13-17),

S-2: sodium laurylsulfonate,

* 2: Total mass of phosphoric acid compounds represented by formulas 5, 7, and 8 / total mass of sulfonic acid compounds,

Indicates.

Test Category 4 (Evaluation of synthetic fiber treatment agent)

· Evaluation of fluff

Each treatment agent prepared in Test Section 3 was uniformly diluted with ion-exchanged water or an organic solvent, if necessary, to obtain a 15% solution. The polyethylene terephthalate chip was dried by a conventional method, melt-spinned using an extruder, discharged from a nozzle to cool and solidify, and then the 15% solution was given as a nonvolatile content to the running filament. It adhered by the roller lubrication method set so that it may become mass%. Thereafter, it was focused with a guide, and stretched to a total stretching ratio of 5.8 times through a 245 ° C stretching roll and a relaxation roll, and a 1100 decitex 96-filament stretched yarn was obtained as a 10 kg winding cheese.

In the spinning step, before winding the yarn as cheese, the number of fluff per hour was measured with a fluff counting device (manufactured by Toray Engineering Co., Ltd.) and evaluated according to the following criteria.

· Evaluation criteria of fluff

◎: 0 measured fluffs.

○: The measured number of fluffs is 2 or less (however, 0 is not included).

X: The measured number of fluffs is 3 or more.

· Evaluation of heat-resistant tar

The heat resistance of the treatment agent was evaluated as follows as contamination (tar) of the godet roller after spinning for 48 hours in the spinning step.

· Evaluation criteria of heat-resistant tar

◎: Pollution (tar) is hardly recognized.

○: Pollution (tar) is slightly recognized.

×: contamination (tar) is recognized.

· Evaluation of dye solution stability

1 g of polyester dye (Dianix Red S-4G 0.34 g, Dianix Yellow S-6G 0.33 g, Dianix S-2G 0.33 g mixture) was added to 100 mL of hard water (hardness 400 mg / L) until uniform. The mixture was stirred to prepare a dye dispersion. To the dye dispersion, 1.5 g of the non-volatile content of the treatment agent was added, stirred until uniform, and allowed to stand at 50 ° C to observe the occurrence of aggregates after 3 days.

· Evaluation criteria for dye solution stability

?: No aggregate was observed.

○: Some aggregates were observed.

×: aggregates were observed.

As can be seen from the results of Tables 2 and 3, according to the present invention, tar contamination and fluffing around the Godet roller are reduced in the process of producing synthetic fibers, and the dyeing defects generated under high hardness water quality in the post-processing process are also reduced. It has the effect of solving the problem.

Claims (4)

As a treating agent for synthetic fibers containing a leveling agent, a nonionic surfactant, and anionic surfactant,
The anionic surfactant is at least one selected from amine salts of phosphate compound A represented by the following formula (1), amine salts of phosphate compound B represented by the following formula (3), and amine salts of phosphate compound C represented by the formula (4) Phosphoric acid compound,
The nonionic surfactant is a mass average molecular weight of 3,000 ~ at least one compound selected from alkylene oxide adducts of castor oil and alkylene oxide adducts of cured castor, and monocarboxylic acids and dicarboxylic acids. A treatment agent for synthetic fibers comprising 30,000 ether ester compounds:
[Formula 1]

(In Formula 1,
n = an integer from 2 to 4,
R ¹ , R ² : saturated aliphatic hydrocarbon groups having 5 to 15 carbon atoms,
R ³ : Hydrogen atom or hydrocarbon group represented by the following formula (2))
[Formula 2]

(In Formula 2,
R ⁴ and R ⁵ : saturated aliphatic hydrocarbon groups having 5 to 15 carbon atoms, respectively)
[Formula 3]

[Formula 4]

(In formulas 3 and 4,
R ⁶ to R ¹¹ : saturated aliphatic hydrocarbon groups each having 5 to 15 carbon atoms). The method of claim 1, wherein the anionic surfactant further comprises an organic sulfonic acid compound, the mass ratio of the total content of the phosphoric acid compound to the total content of the organic sulfonic acid compound, total mass of the phosphoric acid compound / total mass of the organic sulfonic acid compound = 70/30 ~ 10/90, synthetic fiber treatment agent. The said smoothing agent is 35-90 mass%, The said nonionicity of Claim 1 or 2 when the sum total of the content rate of the said smoothing agent, the said nonionic surfactant, and the said anionic surfactant is 100 mass%. A treatment agent for synthetic fibers containing 1 to 60% by mass of surfactant and 0.1 to 10% by mass of the anionic surfactant. Synthetic fiber characterized in that the treatment agent for a synthetic fiber of any one of claims 1 to 3. is attached.