JP6405068B1 - Synthetic fiber treatment agent and synthetic fiber - Google Patents

Abstract

Provided are a synthetic fiber treatment agent and a synthetic fiber which can reduce tar dirt and fluff around a godet roller in a synthetic fiber spinning process and can obtain good dyeing uniformity under high hardness water quality.
The present invention relates to a synthetic fiber treating agent comprising a smoothing agent, a nonionic surfactant, and an anionic surfactant, wherein the anionic surfactant comprises a specific structural formula. It contains at least one phosphoric acid compound selected from amine salts of ~ C. Further, the anionic surfactant may contain an organic sulfonic acid compound.
[Selection figure] None

Description

  The present invention effectively reduces tar dirt generated around the godet roller and fluff of synthetic fiber yarns in the synthetic fiber spinning process, and has good dyeing uniformity even under high hardness water quality. The present invention relates to a treating agent and a synthetic fiber to which such a treating agent is attached.

  In general, in the synthetic fiber spinning process, from the viewpoint of reducing friction and preventing fiber damage such as yarn breakage, a synthetic fiber treating agent containing a smoothing agent or the like is applied to the surface of the filament yarn of the synthetic fiber. Processing may be performed.

  Conventionally, the processing agent for synthetic fibers disclosed by patent documents 1-4 is known. Patent Document 1 discloses a fiber treating agent containing a phosphate ester potassium salt, ethylene oxide-added alkyl ether, ester, and the like, starting from a branched alcohol. Patent Document 2 discloses a treating agent for synthetic fibers containing a condensed phosphate ester or an amine salt thereof, a nonionic surfactant, a smoothing component and the like. Patent document 3 discloses a treating agent for synthetic fibers containing a nonionic active agent such as a specific hardened 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 hardened castor oil derivative, a specific ester and the like.

JP-A-01-298281 Japanese Patent Laid-Open No. 2006-084566 JP-A-7-173768 International Publication No. 2015/186545

  These conventional synthetic fiber treatment agents have a weak effect of effectively reducing tar stains generated around the godet roller and fluff of synthetic fiber yarns in the yarn making process, especially in the thermosol dyeing process under high hardness water quality. There was a problem that stained spots occurred.

  The problem to be solved by the present invention is to reduce the tar dirt and fluff around the godet roller in the synthetic fiber spinning process, and to obtain good dyeing uniformity under high hardness water quality and synthetic fiber. It is in place to provide.

  As a result of researches to solve the above-mentioned problems, the present inventors have found that a treating agent for synthetic fibers containing an amine salt of a phosphate ester obtained from an aliphatic alcohol having a branched structure at a specific position as a raw material is correct. It was found to be suitable.

In order to achieve the above object, according to one aspect of the present invention, there is provided a treatment agent for synthetic fibers containing a smoothing agent, a nonionic surfactant, and an anionic surfactant, wherein the anionic surfactant is represented by the following chemical formula: At least one phosphate compound selected from the amine salt of phosphate compound A represented by formula 1, the amine salt of phosphate compound B represented by formula 3 below, and the amine salt of phosphate compound C represented by formula 4 below only containing the phosphate compound, the synthetic fiber-processing agent, characterized in that P nuclear integration ratio is 10 to 50 percent poly pHOSPHATE compound obtained from Equation 1 below is provided.

(In chemical formula 1,
n: an integer of 2 to 4,
R ¹ and R ² : a saturated aliphatic hydrocarbon group having 5 to 15 carbon atoms,
R ³ : a hydrogen atom or a hydrocarbon group represented by the following chemical formula 2. )

(In chemical formula 2,
R ⁴ and R ⁵ : saturated aliphatic hydrocarbon groups having 5 to 15 carbon atoms, respectively. )

(In Chemical Formula 3 and Chemical Formula 4,
R ^{6 to} R ¹¹ are each a saturated aliphatic hydrocarbon group having 5 to 15 carbon atoms. )

(In Equation 1,
P poly form: P nuclear NMR integral value attributed to poly form phosphate compound.
P di-isomer: P-nuclear NMR integrated value assigned to a di-phosphate compound.
P mono-isomer: P-nuclear NMR integrated value assigned to a mono-phosphate compound. )

Before SL nonionic surfactant, and at least one compound selected from alkylene oxide adducts of alkylene oxide adducts and hydrogenated castor oil castor oil, weight average molecular weight by condensation of the monocarboxylic and dicarboxylic acids 3,000～30 Preferably, it contains 1,000 ether ester compounds.

  The anionic surfactant further contains 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 organic sulfonic acid compound The total mass is preferably 70/30 to 10/90.

  When the total content of the smoothing agent, the nonionic surfactant, and the anionic surfactant is 100% by mass, the smoothing 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%.

  According to another aspect of the present invention, there is provided a synthetic fiber characterized in that the synthetic fiber treating agent is attached.

  According to the present invention, tar dirt and fluff can be reduced, and good dyeing uniformity can be obtained under high hardness water quality.

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

(In chemical formula 5,
n: an integer of 2 to 4 R ¹ and R ² : a saturated aliphatic hydrocarbon group having 5 to 15 carbon atoms,
R ³ : a hydrogen atom or a hydrocarbon group represented by the following chemical formula 6. )

(In chemical formula 6,
R ⁴ and R ⁵ : saturated aliphatic hydrocarbon groups having 5 to 15 carbon atoms, respectively. )

(In Chemical Formula 7 and Chemical Formula 8,
R ^{6 to} R ¹¹ are each a saturated aliphatic hydrocarbon group having 5 to 15 carbon atoms. )
The smoothing agent used for the treatment agent of the present embodiment is not particularly limited. For example, (1) 1,4-butanediol dioleate, trimethylolpropane trilaurate, trimethylolpropane trioleate, glycerol trioleate, Ester compounds of polyhydric alcohol and monovalent carboxylic acid, such as pentaerythritol tetraoctanoate, (2) diisocetylthiodipropionate, diisostearylthiodipropionate, dioleylthiodipropionate, bispoly Ester compounds of polyhydric carboxylic acids and monohydric alcohols such as oxyethylene 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, rapeseed white oil, etc. And the like. These smoothing agents may be used individually by 1 type, and may be used in combination of 2 or more type.

  The nonionic surfactant used in the treatment agent of the present embodiment is not particularly limited. For example, (1) an alkylene oxide having 2 to 4 carbon atoms is added to at least one selected from organic acids, organic alcohols, and organic amines. Such as polyoxyethylene laurate, polyoxyethylene monooleate, polyoxyethylene laurate methyl ether, polyoxyethylene octyl ether, polyoxypropylene lauryl ether methyl ether, polyoxybutylene oleyl ether, polyoxy Ether type nonionic surfactants such as ethylene polyoxypropylene lauryl ether, polyoxyethylene polyoxypropylene nonylphenyl ether, polyoxyethylene lauryl amino ether, (2) Sol Polyhydric alcohol partial ester type nonionic surfactants such as tan monooleate, sorbitan trioleate, 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 and fumaric acid, ethylene oxide of castor oil An ether ester obtained by condensing at least one selected from an adduct and an ethylene oxide adduct of hardened castor oil with a monocarboxylic acid and a dicarboxylic acid. Polyoxyalkylene polyhydric alcohol fatty acid ester type nonionic surfactants such as compounds, (4) alkylamide type nonionic surfactants such as diethanolamine monolauramide, (5) polyoxyalkylene fatty acids such as polyoxyethylene diethanolamine monooleylamide Examples include amide type nonionic surfactants. 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 kind selected from an alkylene oxide adduct of castor oil and an alkylene oxide adduct of hardened castor oil, and a monocarboxylic acid and a dicarboxylic acid, and the mass average molecular weight of the ether ester compound ( Those containing MW) of 3,000 to 30,000 are preferred. Examples of the alkylene oxide used in the ether ester compound include ethylene oxide, propylene oxide, butylene oxide, and the like. Examples of monocarboxylic acids include lauric acid, myristic acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, linoleic acid, linolenic acid, arachidic acid, eicosenoic acid, behenic acid, And erucic acid. Examples of the dicarboxylic acid include succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, fumaric acid, maleic acid and the like. 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 hardened castor oil, crosslinking with adipic acid, and terminal-esterifying with oleic acid (MW 10,000), castor oil 1 Examples thereof include a compound (MW 5,000) obtained by crosslinking 25 moles of EO with maleic acid, crosslinking with maleic acid, and terminal-esterifying with stearic acid.

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

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

In the chemical formula 5, R ¹ and R ² are pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, lauryl group, tridecyl group, myristyl group, pentadecyl group, etc. 15 saturated hydrocarbon groups. R ³ is a hydrogen atom or a hydrocarbon group represented by Chemical formula 6. Also, of 6, of 7, ^R 4 in the reduction ^{8, R 5, R 6,} R 7, R 8, R 9, R 10, for more information on ^{R 11, R} 1 described at each of 5, R ^Same as ² . Each saturated hydrocarbon group may be the same or different.

  Examples of the amine salt used as a counter for the phosphoric acid compounds A, B, and C include polyoxyalkylene alkylamine, monoalkanolamine, dialkanolamine, trialkanolamine, and the like. Among these, preferable phosphoric acid compounds and amine salts include 2-decyl-1-tetradecanol (starting raw materials or alkoxy groups having a branched structure constituting each phosphoric acid compound, the same shall apply hereinafter) phosphoric acid ester polyoxyethylene lauryl Amine salt (counter, the same applies hereinafter), 2-hexyl-1-decanol phosphate polyoxyethylene laurylamine salt, 2-octyl-1-dodecanol phosphate polyoxyethylene stearylamine salt, 2-hexyl-1-decanol Phosphate 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 diphosphoric acid compound, a monophosphoric acid compound, and inorganic phosphoric acid by a reaction between an aliphatic alcohol and diphosphorus pentoxide. The polyphosphoric acid compound includes the amine salt of the phosphoric acid compound A represented by the above-mentioned chemical formula 5 which is a condensed phosphoric ester. The di-form phosphoric acid compound includes an amine salt of phosphoric acid compound B represented by the above-described chemical formula 7 in which two alkoxy groups having a branched structure are bonded to a phosphoric ester. The mono-phosphate compound includes an amine salt of the phosphate compound C represented by the chemical formula 8 described above. The P nuclear integral ratio of the polyphosphoric acid compound represented by the following formula 2 is the P nuclear NMR integral value (P polymer) attributed to the polyphosphoric acid compound obtained by measuring the P nuclear NMR of the treating agent. ), A P-nuclear NMR integral value (P di-isomer) attributed to a di-phosphate compound, and a P-nuclear NMR integral value (P mono-isomer) attributed to a mono-phosphate compound. P nuclear integration ratio of poly bodies phosphate compound in the treatment agent of the present embodiment, Ru 10-50% der.

(In Equation 2,
P poly form: P nuclear NMR integral value attributed to poly form phosphate compound.

P di-isomer: P-nuclear NMR integrated value assigned to a di-phosphate compound.
P mono-isomer: P-nuclear NMR integrated value assigned to a mono-phosphate compound. )
As described above, the anionic surfactant used in the treatment agent of the present embodiment is represented by the amine salt of phosphoric acid compound A represented by chemical formula 5, the amine salt of phosphoric acid compound B represented by chemical formula 7, and chemical formula 8. It contains at least one compound selected from amine salts of phosphoric acid compound C. Furthermore, it is preferable to contain an organic sulfonic acid compound as an anionic surfactant. By blending the organic sulfonic acid compound, the effects of the present invention, particularly the suppression of fluff and the suppression of tar dirt can be further improved. The mass ratio of the total content of each of the phosphoric acid compounds of the amine salt of phosphoric acid compound A, the amine salt of phosphoric acid compound B, and the amine salt of phosphoric acid compound C with respect to the total content of the organic sulfonic acid compound is phosphoric acid compound It is more preferable that the total mass of the organic sulfonic acid compound is 70/30 to 10/90. By prescribing within this range, the effect of the present invention, particularly the effect of suppressing tar dirt can be further improved.

  Although it does not specifically limit as an organic sulfonic acid compound, For example, 1-octyl sodium sulfonate, 1-decane potassium sulfonate, 1-undecane potassium sulfonate, 1-lauryl sodium sulfonate, 1-tridecane sodium sulfonate, 1 -Sodium myristyl sulfonate, sodium 1-pentadecane sulfonate, potassium 1-cetyl sulfonate, sodium 1-heptadecane sulfonate, sodium 1-stearyl sulfonate, sodium isooctyl sulfonate, sodium isodecane sulfonate, isoundecane sulfone Potassium acid, sodium isolauryl sulfonate, sodium isotridecane sulfonate, sodium isomyristyl sulfonate, sodium isopentadecane sulfonate, isocetyl sulfone Sodium, sodium iso heptadecane sulfonate, sodium isostearyl sulfonate, sodium sulfonate (a mixture of 13-17 carbon atoms) alkyl, potassium diisobutyl sulfosuccinate, sodium dioctyl sulfosuccinate, sodium dinonyl sulfosuccinate, and the like. These compounds may be used individually by 1 type, and may be used in combination of 2 or more type.

  In the treatment agent of this embodiment, the content ratio of the smoothing agent, the nonionic surfactant, and the anionic surfactant is not particularly limited. When the total content of the smoothing agent, nonionic surfactant, and anionic surfactant is 100% by mass, the smoothing agent is 35 to 90% by mass, the nonionic surfactant is 10 to 60% by mass, and the anionic surfactant. Is preferably contained at a ratio of 0.1 to 10% by mass. By defining within this range, the effect of the present invention can be further improved.

(Second Embodiment)
A second embodiment in which a synthetic fiber according to the present invention (hereinafter referred to as a synthetic fiber) is embodied will be described. The synthetic fiber of this embodiment is a synthetic fiber to which the treatment agent of the first embodiment is attached. The synthetic fiber is not particularly limited. 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) Polyacryl, Examples thereof include polyacrylic fibers such as modacrylic, and (4) polyolefin fibers such as polyethylene and polypropylene.

  Although there is no restriction | limiting in particular in the ratio which makes the processing agent (a solvent is not included) of 1st Embodiment adhere to a synthetic fiber, It becomes a ratio of 0.1-3 mass% with respect to the synthetic fiber of the processing agent of 1st Embodiment. It is preferable to make it adhere. Moreover, the method of attaching the processing agent of 1st Embodiment can employ | adopt well-known methods, such as the roller oiling method, the guide oiling method using a metering pump, the immersion oiling method, the spray oiling method, etc., for example. As a form at the time of making the processing agent of 1st Embodiment adhere to a synthetic fiber, you may provide as an organic solvent solution, an aqueous liquid, etc., for example.

According to the synthetic fiber treating agent and the synthetic fiber of the present embodiment, the following effects can be obtained.
(1) In the present embodiment, a processing agent for synthetic fibers containing a smoothing agent, a nonionic surfactant, and an anionic surfactant, and phosphorous represented by Chemical Formulas 5, 7, and 8 as anionic surfactants, respectively. It comprised so that the amine salt of acid compound A, B, and C might be included. Therefore, tar dirt generated around the godet roller can be suppressed particularly in the synthetic fiber spinning process. Moreover, the fluff of a synthetic fiber yarn can be reduced effectively, and the outstanding favorable process passability can be exhibited. Further, when the hardness of water used in the post-processing step, for example, the dyeing step is high, separation of the dyeing liquid is difficult to occur, and the occurrence of defective dyeing such as dyeing spots can be suppressed.

In addition, you may change the said embodiment as follows.
In the treatment agent of the present embodiment, as long as the effect of the present invention is not hindered, as a stabilizer or antistatic agent for maintaining the quality of the treatment agent, a binder, an antioxidant, an ultraviolet absorber, etc. You may mix | blend the component normally used for a processing agent.

  Hereinafter, in order to make the configuration and effects of the present invention more specific, examples and the like will be described. However, the present invention is not limited to these examples. In the following Examples and Comparative Examples, “part” means “part by mass” and “%” means “% by mass”.

Test category 1 (Synthesis of alkyl phosphate compounds)
-Synthesis of phosphoric acid compound (P-1) 2-decyl-1-tetradecanol was charged in a reaction vessel, dehydrated at 120 ° C under 0.05 MPa for 2 hours, then returned to normal pressure and stirred. However, diphosphorus pentoxide was added over 1 hour at 60 ± 5 ° C. After aging at 80 ° C. for 3 hours, polyoxyethylene (4 mol) laurylamine was added dropwise at 50 ° C. for neutralization to prepare a phosphoric acid compound (P-1).

-Calculation of P nuclear integral ratio of phosphoric acid compound (P-1) When P nuclear integral ratio was calculated about the phosphoric acid compound (P-1) using ³¹ P-NMR, polyphosphoric acid shown by Chemical formula 5 The compound was 36.2%, the di-phosphate compound represented by the chemical formula 7 was 32.3%, and the mono-phosphate compound represented by the chemical formula 8 was 31.5%.

The P nuclear integration ratio was calculated from the above formula 2 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 charged into 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. Then, stearylamine was added dropwise at 50 ° C. to neutralize the phosphoric acid compound (P-5 ) Was prepared. About phosphoric acid compound (P-5), when the P nuclear integral ratio was calculated using ³¹ P-NMR, the polyphosphoric acid compound represented by Chemical formula 5 was 0%, and the dimeric phosphoric acid compound represented by Chemical formula 7 Was 37.9%, and the monophosphate compound represented by Chemical formula 8 was 62.1%. The contents of each phosphoric acid compound prepared above are shown in Table 1.

-Preparation of phosphoric acid compound (P-6) The phosphoric acid compound (P-6) which has each substituent shown by Table 1 was prepared like the phosphoric acid compound (P-5).

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 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 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 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 Chemical formula 6
Indicates.

Test Category 2 (Synthesis of ether ester compounds as nonionic surfactants)
-Synthesis of ether ester compound (N-1) After esterifying 20 mol of EO with 1 mol of hardened castor oil and adipic acid under normal conditions, oleic acid is further added to perform esterification, followed by etherification. An ester compound (N-1) was obtained.

Synthesis of ether ester compounds (N-2 and rN-1 to rN-5) Ether ether compounds (N-2 and rN-1 to rN-5) were synthesized in the same manner as the synthesis of ether ester compound (N-1). did. 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 treating agent (Example 1) 40 parts trimethylolpropane trilaurate (L-1) as smoothing agent, 12 parts glycerol trioleate (L-2), hydrogenated castor oil as nonionic surfactant 10 moles of EO added to 1 mole, 10 parts of compound (N-1) crosslinked with adipic acid and end-esterified with oleic acid, 20 moles of EO added to 1 mole of hardened castor oil, esterified with 3 moles of lauric acid 10 parts of compound (rN-1), 10 parts of compound (rN-3) added with 1 mole of EO to 1 mole of hardened castor oil, 16 parts of polyoxyethylene (EO15 mole) monooleate (rN-4), anionic surface activity 2-decyl-1-tetradecanol phosphate polyoxyethylene (4 mol) laurylamine salt (P- ) 0.5 parts of sodium alkyl sulfonate (a mixture of 13-17 carbon atoms) (the S-1) and were uniformly mixed in a ratio of 1.5 parts to prepare a synthetic fiber-processing agent of Example 1.

-Preparation of synthetic fiber treating agent (Example 2) Prepared in the same manner as the synthetic fiber treating agent of Example 1. However, in addition to the raw materials shown in Table 2, 1,3,5-tris (4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl) isocyanuric acid was used as an antioxidant as a smoothing agent, a nonionic surfactant, and an anion. It added in the ratio of 0.5 part with respect to 100 parts of processing agents consisting of surfactant.

-Preparation of synthetic fiber treating agents (Examples 3-8, 10, 12, Reference Examples 9, 11, 13 and Comparative Examples 1-7) Example 3 as in the preparation of the synthetic fiber treating agent of Example 1 The processing agent for synthetic fibers of -8, 10, 12, Reference Examples 9, 11, 13 and Comparative Examples 1-7 was prepared. Tables 2 and 3 show the types and amounts of the compounds used.

In Tables 2 and 3,
L-1: trimethylolpropane trilaurate,
L-2: Glycerol trioleate,
L-3: oleyl oleato,
N-1: a compound obtained by adding 20 mol of EO to 1 mol of hardened castor oil, cross-linking with adipic acid, and terminal esterification with oleic acid (MW 10,000),
N-2: a compound obtained by adding 25 mol of EO to 1 mol of castor oil, cross-linking with maleic acid, and terminal esterification with stearic acid (MW 5,000),
rN-1: a compound obtained by esterifying 20 mol of EO to 1 mol of hardened castor oil with 3 mol of lauric acid,
rN-2: a compound obtained by adding 30 mol of EO to 1 mol of hardened castor oil and crosslinking with fumaric acid (MW5000),
rN-3: a compound obtained by adding 15 mol of EO to 1 mol of hardened castor oil,
rN-4: polyoxyethylene (EO 15 mol) monooleate,
rN-5: polyethylene glycol (EO 15 mol) dioleate,
S-1: Sodium alkyl sulfonate (mixture of carbon number C13-17),
S-2: Sodium lauryl sulfonate
* 2: Total mass of phosphoric acid compound shown in Chemical Formulas 5, 7, and 8 / Total mass of sulfonic acid compound,
Indicates.

Test Category 4 (Evaluation of synthetic fiber treatment agent)
-Evaluation of fluff Each treatment agent prepared in Test Category 3 was uniformly diluted with ion-exchanged water or an organic solvent as necessary to obtain a 15% solution. A polyethylene terephthalate chip is dried by a conventional method, melt-spun using an extruder, and is applied to a running yarn after being discharged from a die and cooled and solidified. It was made to adhere by the roller oil supply method set so that it might become mass%. Thereafter, the yarn was converged with a guide, and drawn through a drawing roll and a relaxation roll at 245 ° C. so that the total draw ratio was 5.8 times, and a drawn yarn of 1100 dtex 96 filaments was obtained as 10 kg-wheated cheese.

In the spinning process, before winding the yarn as cheese, the number of fluffs per hour was measured with a fluff counting device (manufactured by Toray Engineering Co., Ltd.) and evaluated according to the following criteria.
-Evaluation standard of fluff A: The number of fluff measured is zero.
A: The number of fluffs measured is 2 or less (however, 0 is not included).
X: The measured number of fluff is 3 or more.

-Evaluation of heat resistant tar The heat resistance of the treating agent was evaluated as follows as dirt (tar) of the godet roller after spinning for 48 hours in the spinning step.

・ Evaluation criteria for heat-resistant tar ◎: Dirt (tar) is hardly observed.
○: Slight dirt (tar) is observed.
X: Dirt (tar) is observed.

-Evaluation of dyeing solution stability 1 g of dye for polyester (mixture of Dianix Red S-4G 0.34 g, Dianix Yellow S-6G 0.33 g, Dianix S-2G 0.33 g) was added to 100 mL of hard water (hardness 400 mg / L ) And stirred until uniform to prepare a dye dispersion. To this dye dispersion liquid, 1.5 g of a nonvolatile content of the treatment agent was added and stirred until it was uniform.

-Evaluation standard of dyeing solution stability (double-circle): An aggregate is not observed.
○: Slight aggregation is observed.
X: Aggregates are observed.

As is apparent from the results in Tables 2 and 3, according to the present invention, tar stains and fluff around the godet roller are reduced in the synthetic fiber spinning process, and further generated under high hardness water quality in the post-processing process. There is an effect that the problem of poor dyeing can be solved.

Claims (5)

A treating agent for synthetic fibers containing a smoothing agent, a nonionic surfactant, and an anionic surfactant,
The anionic surfactant is an amine salt of a phosphoric acid compound A represented by the following chemical formula 1, an amine salt of the phosphoric acid compound B represented by the following chemical formula 3, and an amine salt of the phosphoric acid compound C represented by the chemical formula 4 look containing at least one phosphate compound selected from,
The phosphoric acid compound has a P nuclear integral ratio of 10 to 50% of the polyphosphoric acid compound obtained from the following formula 1, and is a synthetic fiber treating agent.
(In chemical formula 1,
n: an integer of 2 to 4,
R ¹ and R ² : a saturated aliphatic hydrocarbon group having 5 to 15 carbon atoms,
R ³ : a hydrogen atom or a hydrocarbon group represented by the following chemical formula 2. )
(In chemical formula 2,
R ⁴ and R ⁵ : saturated aliphatic hydrocarbon groups having 5 to 15 carbon atoms, respectively. )
(In Chemical Formula 3 and Chemical Formula 4,
R ^{6 to} R ¹¹ are each a saturated aliphatic hydrocarbon group having 5 to 15 carbon atoms. )
(In Equation 1,
P poly form: P nuclear NMR integral value attributed to poly form phosphate compound.
P di-isomer: P-nuclear NMR integrated value assigned to a di-phosphate compound.
P mono-isomer: P-nuclear NMR integrated value assigned to a mono-phosphate compound. ) The nonionic surfactant has a mass average molecular weight of 3,000 to 30, obtained by condensing at least one compound selected from an alkylene oxide adduct of castor oil and an alkylene oxide adduct of hardened castor oil, and a monocarboxylic acid and a dicarboxylic acid. The processing agent for synthetic fibers according to claim 1, comprising 000 ether ester compounds. The anionic surfactant further contains 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 organic sulfonic acid compound The total mass = 70/30 to 10/90. The synthetic fiber treatment agent according to claim 1 or 2 . When the total content of the smoothing agent, the nonionic surfactant, and the anionic surfactant is 100% by mass, the smoothing agent is 35 to 90% by mass, the nonionic surfactant is 1 to 60% by mass, And the processing agent for synthetic fibers as described in any one of Claims 1-3 which contains the said anionic surfactant in the ratio of 0.1-10 mass%. A synthetic fiber to which the synthetic fiber treating agent according to any one of claims 1 to 4 is attached.