KR102354946B1 - Treatment agent for synthetic fibers and synthetic fibers - Google Patents

Abstract

The processing agent for synthetic fibers of this invention contains a smoothing agent, a nonionic surfactant, and an anionic surfactant. The anionic surfactant includes at least one phosphoric acid compound selected from amine salts of phosphoric acid compounds A to C having a specific structural formula. The phosphoric acid compound has a P-nuclear integration ratio of 10 to 50% of the polyphosphoric acid compound obtained from a specific formula.

Description

Treatment agent for synthetic fibers and synthetic fibers

The present invention effectively reduces tar contamination and fluff of synthetic fiber yarn filaments generated around godet rollers in the spinning process of synthetic fibers, and provides good dyeing uniformity even under water with high hardness. It is related with the synthetic fiber processing agent for synthetic fibers which has, and the synthetic fiber to which this processing agent adheres.

In general, in the spinning process of synthetic fibers, from the viewpoint of reducing friction and preventing damage to fibers such as yarn breakage, a treatment for applying a treatment agent for synthetic fibers containing a smoothing agent to the surface of filament yarns of synthetic fibers is performed. There are cases where

Conventionally, the processing agent for synthetic fibers disclosed by patent documents 1-4 is known. Patent Document 1 discloses a treatment agent for fibers containing a potassium salt of a phosphoric acid ester starting from a branched alcohol, an ethylene oxide addition alkyl ether, an ester, and the like. Patent Document 2 discloses a treatment agent for synthetic fibers containing a condensed phosphoric acid ester or an amine salt thereof, a nonionic surfactant, a smoothing component, and the like. Patent Document 3 discloses a treatment agent for synthetic fibers containing a specific nonionic active agent such as a hydrogenated castor oil derivative, a divalent ester compound, and the like. Patent Document 4 discloses a treatment agent for synthetic fibers containing a sulfur-containing ester compound, a nonionic surfactant such as a specific hydrogenated castor oil derivative, and a specific ester.

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

In these conventional synthetic fiber treatment agents, the effect of effectively reducing tar contamination and fluff of synthetic fiber yarn filaments generated around the godet roller in the spinning process is weak, and in particular, in the thermosol dyeing process under high hardness water quality There was a problem of staining and staining.

The problem to be solved by the present invention is to reduce tar contamination and fluff around the godet roller in the spinning process of synthetic fibers, and to provide a processing agent for synthetic fibers and synthetic fibers that can obtain good dyeing uniformity under high hardness water quality there is

As a result of research to solve the above problems, the present inventors have found that a treatment agent for synthetic fibers containing an amine salt or the like of a phosphoric acid ester obtained by using an aliphatic alcohol having a branched structure at a specific position as a raw material is precisely suitable.

In order to achieve the above object, in one aspect of the present invention, as a treating agent for synthetic fibers containing a smoothing agent, a nonionic surfactant, and an anionic surfactant, the anionic surfactant is a phosphoric acid compound A represented by the following formula (1) 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 phosphoric acid compound is represented by the following formula There is provided a treatment agent for synthetic fibers, characterized in that the P-nuclear integration ratio of the poly-body phosphoric acid compound obtained from 1 is 10 to 50%.

[Formula 1]

(In Formula 1,

n = an integer from 2 to 4,

R ¹ , R ² : a saturated aliphatic hydrocarbon group having 5 to 15 carbon atoms, respectively;

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

[Formula 2]

(In Formula 2,

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

[Formula 3]

[Formula 4]

(In Formulas 3 and 4,

R ⁶ to R ¹¹ : a saturated aliphatic hydrocarbon group having 5 to 15 carbon atoms, respectively)

[Equation 1]

(In Equation 1,

P-polybody: P-nuclear NMR integral value attributed to poly-body phosphate compound,

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

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

The nonionic surfactant is at least one compound selected from an alkylene oxide adduct of castor oil and an alkylene oxide adduct of hydrogenated castor oil, and a mass average molecular weight of 3,000 to which monocarboxylic acid and dicarboxylic acid are condensed. It is preferred to include 30,000 etherester compounds.

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 It is preferably /90.

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, the nonionic surfactant is 1 to 60% by mass, and It is preferable to contain the said anionic surfactant in the ratio of 0.1-10 mass %.

Moreover, in another aspect of this invention, the said synthetic fiber processing agent is adhered, The synthetic fiber characterized by the above-mentioned is provided.

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

(First embodiment)

First, the first embodiment in which the processing agent for synthetic fibers (hereinafter, also simply referred to as processing agent) according to the present invention is described will be described. The processing agent of this embodiment contains a leveling agent, a nonionic surfactant, and specific anionic surfactant. The anionic surfactant is at least one selected from the amine salt of the phosphoric acid compound A represented by the following formula (5), the amine salt of the phosphoric acid compound B represented by the following formula (7), and the amine salt of the phosphoric acid compound C represented by the formula (8) It contains phosphoric acid compounds. These phosphoric acid compounds may be used individually by 1 type, and may be used in combination of 2 or more type.

[Formula 5]

(In Formula 5,

n = an integer from 2 to 4,

R ¹ , R ² : a saturated aliphatic hydrocarbon group having 5 to 15 carbon atoms, respectively;

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

[Formula 6]

(In Formula 6,

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

[Formula 7]

[Formula 8]

(In Formulas 7 and 8,

R ⁶ to R ¹¹ : a saturated aliphatic hydrocarbon group having 5 to 15 carbon atoms, respectively)

Although there is no restriction|limiting in particular as a smoothing agent provided to the processing agent of this embodiment, For example, (1) 1, 4- butanediol dioleate, trimethylol propane trilaurate, trimethylol propane trioleate, glycerol trioleate, penta an ester compound of a polyhydric alcohol such as erythritol tetraoctanoate and a monohydric carboxylic acid; (2) diisocetyl thiodipropionate, diisostearyl thiodipropionate, dioleyl thiodipropionate; Ester compounds of polyhydric carboxylic acids and monohydric alcohols, such as bispolyoxyethylene lauryl adipate, (3) Ester compounds of monohydric alcohols and monohydric carboxylic acids, such as oleyl laurate and oleyl oleate, (4) ) natural oils such as castor oil, palm oil, and refined rapeseed oil. These smoothing agents may be used individually by 1 type, and may be used in combination of 2 or more type.

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 C2-C4 alkylene oxide to at least 1 sort(s) chosen from an organic acid, an organic alcohol, and an 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, and polyoxyethylene laurylamino 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 hydrogenated castor oil, polyoxyethylene propylene hydrogenated castor oil trioleate, polyoxyethylene hydrogenated castor oil trilaurate, ether ester compound obtained by condensing ethylene oxide adduct of hydrogenated castor oil with fumaric acid, ethylene oxide addition of castor oil A polyoxyalkylene polyhydric alcohol fatty acid ester type nonionic surfactant such as an ether ester compound obtained by condensing at least one selected from the ethylene oxide adduct of water and hydrogenated castor oil with monocarboxylic acid and dicarboxylic acid; (4) Alkylamide type nonionic surfactants, such as diethanolamine monolauroamide, (5) Polyoxyalkylene fatty acid amide type nonionic surfactant, such as polyoxyethylene diethanolamine monooleylamide, etc. are mentioned. These nonionic surfactants may be used individually by 1 type, and may be used in combination of 2 or more type. Among these, an ether ester compound obtained by condensing at least one selected from an alkylene oxide adduct of castor oil and an alkylene oxide adduct of hydrogenated castor oil with monocarboxylic acid and dicarboxylic acid, the mass average molecular weight of the ether ester compound It is preferable to contain the thing of (MW) 3,000-30,000. As an alkylene oxide used for the said ether ester compound, ethylene oxide, a propylene oxide, a butylene oxide etc. are mentioned, for example. Monocarboxylic acids include, for example, lauric acid, myristic acid, myristoleic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, linoleic acid, linolenic acid, arachidic acid, eicosenoic acid. , behenic acid, ercusic acid, and the like. 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. Preferred examples of the ether ester compound include a compound obtained by adding 20 mol of ethylene oxide (hereinafter referred to as EO) to 1 mol of hydrogenated castor oil, cross-linking with adipic acid and terminal esterification with oleic acid (MW 10,000), and 1 mol of castor oil. The compound (MW5,000) etc. which bridge|crosslinked what added 25 mol of EO with respect to mole with maleic acid, and carried out terminal esterification with stearic acid are mentioned.

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

As described above, the anionic surfactant provided in the treatment agent of the present embodiment is the amine salt of the phosphoric acid compound A represented by the formula (5), the amine salt of the phosphoric acid compound B represented by the formula (7), and the phosphoric acid compound represented by the formula (8) It contains at least 1 sort(s) of phosphoric acid compound selected from the amine salt of C.

In formula (5), R ¹ and R ² each represent a pentyl group, a hexyl group, a heptyl group, an octyl group, a nonyl group, a decyl group, an undecyl group, a lauryl group, a tridecyl group, a myristyl group, a 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 general formula (6). In addition, ^{the descriptions of R 4} , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ , R ¹⁰ , and R ^{11 in Formulas 6, 7, and 8 are R 1} , R ² described for Formula 5, respectively. same as Each saturated hydrocarbon group may be the same or may be different from each other.

Examples of the amine salt used as a counter for the phosphoric acid compounds A, B and C include polyoxyalkylene alkylamines, monoalkanolamines, dialkanolamines and trialkanolamines. Among these, preferred examples of the phosphoric acid compound and the amine salt include 2-decyl-1-tetradecanol (a starting material or an alkoxy group having a branched structure constituting each phosphoric acid compound, as follows) phosphate ester polyoxyethylene laurylamine salt (counter , hereinafter the same), 2-hexyl-1-decanol phosphoric acid ester, polyoxyethylene laurylamine salt, 2-octyl-1-dodecanol phosphoric acid 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, etc. are mentioned.

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 reacting an aliphatic alcohol with diphosphorus pentoxide. The polyphosphoric acid compound includes 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 the phosphoric acid compound B represented by the above formula (7) in which two alkoxyl groups having a branched structure are bonded to a phosphoric acid ester. The monomeric phosphoric acid compound includes an 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 formula (2) is the P-nuclear NMR integral value attributed to the polyphosphoric acid compound obtained by measuring the P-nuclear NMR of the treating agent (P polymorph), and attributed to the dimer phosphoric acid compound It is calculated from the P-nuclear NMR integral value (P dimer) used and the P-nuclear NMR integral value attributed to the monomeric phosphoric acid compound (P monomer). The P-nuclear integration ratio of the polyphosphoric acid compound in the processing agent of this embodiment is 10 to 50%.

[Equation 2]

(In Equation 2,

P-polybody: P-nuclear NMR integral value attributed to poly-body phosphate compound,

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

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

As described above, the anionic surfactant provided in the treatment agent of the present embodiment is the amine salt of the phosphoric acid compound A represented by the formula (5), the amine salt of the phosphoric acid compound B represented by the formula (7), and the phosphoric acid compound C represented by the formula (8). It contains at least 1 sort(s) of compound selected from the amine salt of Moreover, it is preferable to contain an organic sulfonic acid compound as an anionic surfactant. By mix|blending an organic sulfonic acid compound, the effect of this invention, especially the suppression of fluff, and the inhibitory effect of tar contamination can be raised further. The mass ratio of the total content of each phosphoric acid 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 / the total amount of the organic sulfonic acid compound It is more preferable that it is mass =70/30-10/90. By stipulating within this range, the effect of the present invention, in particular, the inhibitory effect of tar contamination can be further increased.

The organic sulfonic acid compound is not particularly limited, and for example, sodium 1-octylsulfonate, potassium 1-decanesulfonate, potassium 1-undecanesulfonate, sodium 1-laurylsulfonate, sodium 1-tridecanesulfonate, sodium 1-myristylsulfonate. , 1-pentadecanesulfonate sodium, 1-cetylsulfonate potassium, 1-heptadecanesulfonate sodium, 1-stearylsulfonate sodium, isooctylsulfonate sodium, isodecanesulfonate sodium, isoundecanesulfonate potassium, isolaurylsulfonate sodium, iso Sodium tridecanesulfonate, sodium isomyristylsulfonate, sodium isopentadecanesulfonate, sodium isocetylsulfonate, sodium isoheptadecanesulfonate, sodium isostearylsulfonate, sodium alkyl (a mixture of 13 to 17 carbon atoms) sulfonate, diisobutylsulfonate Potassium succinate, sodium dioctylsulfosuccinate, sodium dinonylsulfosuccinate, etc. are mentioned. These mixtures may be used individually by 1 type, and may be used in combination of 2 or more type.

The processing agent of this embodiment WHEREIN: There is no restriction|limiting in particular in the content rate of a smoothing agent, a nonionic surfactant, and an anionic surfactant. When the sum total of the content rate of a smoothing agent, a nonionic surfactant, and an anionic surfactant is 100 mass %, a smoothing agent is 35-90 mass %, a nonionic surfactant is 10-60 mass %, and an anionic surfactant is 0.1 It is preferable to contain in the ratio of -10 mass %. By stipulating within such a range, the effect of the present invention can be further enhanced.

(Second Embodiment)

A second embodiment of the synthetic fiber according to the present invention will be described. The synthetic fiber of this embodiment is a synthetic fiber to which the processing agent of 1st Embodiment adheres. Synthetic fibers are not particularly limited, for example, (1) polyester fibers such as polyethylene terephthalate, polypropylene terephthalate and polylactic acid ester, (2) polyamide fibers such as nylon 6 and nylon 66, (3) Polyacrylic fibers, such as polyacryl and modacryl, (4) Polyolefin fibers, such as polyethylene and polypropylene, etc. are mentioned.

Although there is no particular limitation on the ratio at which the treating agent of the first embodiment (which does not contain a solvent) adheres to the synthetic fiber, it is preferable to attach the treating agent of the first embodiment in a ratio of 0.1 to 3% by mass relative to the synthetic fiber. do. In addition, as a method of attaching the processing agent of 1st Embodiment, well-known methods, such as the roller oil supply method, the guide oil supply method using the metering pump, the immersion oil supply method, and the spray oil supply method, can be employ|adopted, for example. As a form at the time of making the processing agent of 1st Embodiment adhere to a synthetic fiber, you may apply, for example as an organic solvent solution, an aqueous solution, etc.

According to the processing agent for synthetic fibers of this embodiment, and synthetic fiber, the following effects can be acquired.

(1) In the present embodiment, as a treatment agent for synthetic fibers containing a smoothing agent, a nonionic surfactant, and an anionic surfactant, the phosphoric acid compounds A, B, and C respectively represented by the formulas 5, 7 and 8 as the anionic surfactant It was configured to include an amine salt of Therefore, in particular, it is possible to suppress tar contamination generated around the godet roller in the spinning process of synthetic fibers. In addition, it is possible to effectively reduce the fluff of the synthetic fiber yarn filaments, and it is possible to exhibit excellent and good process passability. In addition, when the hardness of the water used in the post-processing process, for example, the 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 said embodiment can also be changed as follows.

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

Example

Hereinafter, examples and the like are given in order 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 the description of the following examples and comparative examples, a part means a mass part, and % means mass %.

Test Category 1 (Synthesis of Alkyl Phosphoric Acid Compounds)

Synthesis of phosphoric acid compound (P-1)

2-decyl-1-tetradecanol was put into a reaction vessel, and after dehydration treatment for 2 hours at 120° C. under conditions of 0.05 MPa or less, diphosphorus pentoxide was added at 60±5° C. for 1 hour while returning to normal pressure and stirring. After aging at 80 DEG C for 3 hours, polyoxyethylene (4 mol) laurylamine was added dropwise at 50 DEG C for neutralization to prepare a phosphoric acid compound (P-1).

Calculation of P-nuclear integral ratio of phosphoric acid compound (P-1)

^{As a result of calculating the P-nuclear integration ratio using 31} P-NMR for the phosphoric acid compound (P-1), the polyphosphoric acid compound represented by Formula 5 was 36.2%, and the dimeric phosphoric acid compound represented by Formula 7 was 32.3%. , the monomeric phosphoric acid compound represented by Formula 8 was 31.5%.

The P-nucleus integral ratio was ^{calculated from Equation 2 above using the measured value of 31} P-NMR (trade name MERCURY plus NMR Spectrometer System, 300 MHz manufactured by VALIAN).

・Preparation of phosphoric acid compounds (P-2 to P-4 and rP-1 to rP-6)

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

・Preparation of phosphoric acid compound (P-5)

2-decyl-1-tetradecanol and ion-exchanged water were placed in a reaction vessel, and diphosphorus pentoxide was added over 1 hour at 60±5° C. while stirring. After aging at 80°C for 3 hours, ion-exchanged water was added and hydrolysis was performed at 100°C for 2 hours, followed by neutralization by dropwise addition of stearylamine at 50°C to prepare a phosphoric acid compound (P-5). . ^{As a result of calculating the P-nuclear integration ratio using 31} P-NMR for the phosphoric acid compound (P-5), the polyphosphoric acid compound represented by Formula 5 was 0%, and the dimeric phosphoric acid compound represented by Formula 7 was 37.9%. , the monomeric phosphoric acid compound represented by Formula 8 was 62.1%. Table 1 shows the contents of each phosphoric acid compound prepared above.

・Preparation of phosphoric acid compound (P-6)

In the same manner as for 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 moles) 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 ester 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 ester 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 ester polyoxyethylene (2 mol) stearylamine salt;

rP-1: 2-ethyl-1-hexanol phosphate ester 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 laurylamine salt,

rP-5: 2-decyl-1-tetradecanol phosphate ester sodium salt;

rP-6: 2-hexyl-1-decanol phosphate ester potassium salt;

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

indicates

Test Category 2 (Synthesis of Ether Ester Compound as Nonionic Surfactant)

・Synthesis of ether ester compound (N-1)

After esterifying the compound and adipic acid in which 20 mol of EO was added with respect to 1 mol of hydrogenated castor oil under normal conditions, oleic acid was further added and then esterification was performed to obtain an ether ester compound (N-1).

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

Ether ester compounds (N-2 and rN-1 to rN-5) were synthesized in the same manner as in the synthesis of 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 treatment agent for synthetic fibers)

-Preparation of processing agent for synthetic fibers (Example 1)

As a leveling agent, 40 parts of trimethylolpropane trilaurate (L-1), 12 parts of glycerol trioleate (L-2), and 20 moles of EO to 1 mole of hydrogenated castor oil as a nonionic surfactant were added. 10 parts of a compound (rN-1) obtained by esterification with 3 moles of lauric acid by adding 10 parts of a compound (N-1) crosslinked with dipic acid and terminal esterification with oleic acid, 20 moles of EO to 1 mole of hydrogenated castor oil; 10 parts of compound (rN-3) obtained by adding 15 moles of EO to 1 mole of hydrogenated castor oil, 16 parts of polyoxyethylene (15 moles of EO) monooleic acid ester (rN-4), 2-decyl-1-tetra as anionic surfactant 0.5 parts of decanol phosphate polyoxyethylene (4 moles) laurylamine salt (P-1) and sodium alkylsulfonate (a mixture of 13-17 carbon atoms) (S-1) were uniformly mixed in a ratio of 1.5 parts in Example The processing agent for synthetic fibers of 1 was prepared.

-Preparation of processing agent for synthetic fibers (Example 2)

It was prepared in the same way 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 as an antioxidant is used as a leveling agent, a nonionic surfactant, and It added in the ratio of 0.5 part with respect to 100 parts of processing agents which consist of anionic surfactant.

-Preparation of processing agent for synthetic fibers (Examples 3-8, 10, 12, Reference Examples 9, 11, 13 and Comparative Examples 1-7)

In the same manner as in the preparation of the synthetic fiber treatment agent of Example 1, Examples 3 to 8, 10, 12, Reference Examples 9, 11, 13 and Comparative Examples 1 to 7 of the synthetic fiber treatment agent was 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 adding 20 moles of EO to 1 mole of hydrogenated castor oil, crosslinking with adipic acid, and terminal esterification with oleic acid (MW 10,000);

N-2: A compound obtained by adding 25 moles of EO to 1 mole of castor oil and crosslinking with maleic acid and terminal esterification with stearic acid (MW 5,000);

rN-1: A compound obtained by esterification with 3 moles of lauric acid obtained by adding 20 moles of EO to 1 mole of hydrogenated castor oil,

rN-2: A compound obtained by crosslinking with fumaric acid by adding 30 mol of EO to 1 mol of hydrogenated castor oil (MW 5000),

rN-3: A compound obtained by adding 15 moles of EO to 1 mole of hydrogenated castor oil,

rN-4: polyoxyethylene (EO 15 moles) monooleic acid ester;

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

S-1: sodium alkylsulfonate (a mixture of C13-17 carbon atoms),

S-2: sodium lauryl sulfonate,

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

indicates

Test Category 4 (Evaluation of synthetic fiber treatment agents)

・Evaluation of fluff

Each treatment agent prepared in Test Category 3 was uniformly diluted with ion-exchanged water or an organic solvent as needed to obtain a 15% solution. After drying the polyethylene terephthalate chip by a conventional method, melt-spun using an extruder, and discharged from a nozzle to cool and solidify the running yarn filament. It was attached by the roller lubrication method set so that it might become mass %. After that, it was focused by a guide and stretched so that the overall draw ratio was 5.8 times through a draw roll at 245° C. and a relaxation roll, and a drawn yarn of 1100 decitex 96 filaments was obtained as 10 kg rolled up cheese.

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

・Evaluation criteria for fluff

(double-circle): The number of measured fluff is 0.

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

x: The number of measured fluffs is three 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 for heat-resistant tar

(double-circle): contamination (tar) was hardly recognized.

○: Slight contamination (tar) was recognized.

×: Contamination (tar) was recognized.

・Evaluation of dye stability

1 g of polyester dye (a mixture of Dianix Red S-4G 0.34 g, Dianix Yellow S-6G 0.33 g, Dianix S-2G 0.33 g) is added to 100 mL of hard water (hardness 400 mg/L) and until uniform A dye dispersion was prepared by stirring. To this dye dispersion, 1.5 g of a non-volatile matter of the treating agent was added, stirred until uniform, and left to stand at 50°C, and generation of aggregates after 3 days was observed.

・Evaluation criteria for dye stability

(double-circle): Aggregate was not observed.

(circle): aggregation was observed slightly.

x: Aggregates were observed.

As is clear from the results in Tables 2 and 3, according to the present invention, it reduces tar contamination and fluff around the godet roller in the spinning process of synthetic fibers, and also reduces dyeing defects that occur under high hardness water quality in the post-processing process. It has the ability to solve the problem.

Claims (5)

As a processing agent for synthetic fibers containing a smoothing agent, a nonionic surfactant, and an anionic surfactant,
The anionic surfactant is at least one selected from the amine salt of the phosphoric acid compound A represented by the following formula (1), 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) containing a phosphoric acid compound of
The phosphoric acid compound is a treatment agent for synthetic fibers, characterized in that the P-nuclear integration ratio of the poly-body phosphoric acid compound obtained from the following Equation 1 is 10 to 50%:
[Formula 1]

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

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

[Formula 4]

(In Formulas 3 and 4,
R ⁶ to R ¹¹ : each saturated aliphatic hydrocarbon group having 5 to 15 carbon atoms)
[Equation 1]

(In Equation 1,
P-polybody: P-nuclear NMR integral value attributed to poly-body phosphate compound,
P dimer: P-nuclear NMR integral value attributed to the dimer phosphate compound,
P monomer: P-nuclear NMR integral value attributed to monomeric phosphate compound). The said nonionic surfactant condenses at least 1 sort(s) of compound selected from the alkylene oxide adduct of castor oil and the alkylene oxide adduct of hydrogenated castor oil, and monocarboxylic acid and dicarboxylic acid according to claim 1 A processing agent for synthetic fibers containing an ether ester compound having a mass average molecular weight of 3,000 to 30,000. The organic sulfonic acid compound according to claim 1, wherein the anionic surfactant further comprises an organic sulfonic acid compound, and the mass ratio of the total content of the phosphate compound to the total content of the organic sulfonic acid compound is: the total mass of the phosphate compound/the total mass of the organic sulfonic acid compound = 70/30 to 10/90, a treatment agent for synthetic fibers. According to claim 1, when the total content of the leveling agent, the nonionic surfactant, and the anionic surfactant is 100% by mass, 35 to 90% by mass of the leveling agent and 1 - 60 mass %, and the said anionic surfactant in the ratio of 0.1-10 mass %, The processing agent for synthetic fibers. A synthetic fiber to which the treating agent for synthetic fibers according to any one of claims 1 to 4 is attached thereto.