TW201943921A - Synthetic fiber treatment agent and synthetic fiber - Google Patents

Abstract

This treatment agent for synthetic fibers according to the present invention contains a lubricating agent, a nonionic surfactant, and an anionic surfactant. The anionic surfactant contains at least one phosphate compound selected from amine salts of phosphate compounds A-C represented by particular structural formulas. The phosphate compound has a P-core integral ratio of 10-50% in terms of a polymeric phosphate compound determined from a specific numerical formula.

Description

Treatment agent for synthetic fiber and synthetic fiber

The invention relates to a synthetic fiber treatment agent for effectively reducing tar stains and fluffs of synthetic fiber lines around a guide roller in a yarn manufacturing step of synthetic fibers, and has good dyeing uniformity even in water with high hardness. And a synthetic fiber to which the treating agent is attached.

In general, in the step of producing synthetic fibers, from the viewpoint of reducing friction and preventing fiber damage such as broken yarns, synthetic fiber containing a smoothing agent or the like may be adhered to the surface of the filiform lines of synthetic fibers. Treatment of treatment agents.

Conventionally, there are known treatment agents for synthetic fibers disclosed in Patent Documents 1 to 4. Patent Document 1 discloses a fiber treating agent containing a potassium salt of a phosphoric acid ester using a branched alcohol as a starting material, an ethylene oxide-added alkyl ether, and an ester. Patent Document 2 discloses a treatment agent for synthetic fibers containing a condensed phosphate 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 non-ionic active agent such as a hardened castor oil derivative, and a divalent ester compound. Patent Document 4 discloses a synthetic fiber treatment agent containing a non-ionic surfactant such as a sulfur-containing ester compound and a specific hardened castor oil derivative, and a specific ester.

Prior Art Literature Patent Literature Patent Literature 1: Japanese Patent Application Laid-Open No. 01-298281 Patent Literature 2: Japanese Patent Application Laid-Open No. 2016-084566 Patent Literature 3: Japanese Patent Application Laid-Open No. 7-173768 Patent Literature 4: International Publication No. 2015 / No. 186545

Problems to be Solved by the Invention Among these conventional synthetic fiber treatment agents, they are not effective in effectively reducing the tar stains around the guide rollers and the fluff of synthetic fiber lines in the yarn making step, especially in water with high hardness. There is a problem that stain spots are generated in the hot melt adhesive dyeing step.

The problem to be solved by the present invention is to provide a synthetic fiber treatment agent and a synthetic agent for reducing tar stains and fluff around a guide roller in a yarn making step of a synthetic fiber, and having good dyeing uniformity even under high hardness water quality. fiber.

Means for Solving the Problems The present inventors conducted research in order to solve the above-mentioned problems, and as a result, found that a treatment agent for a synthetic fiber, such as an amine salt of a phosphate ester, obtained by using a fatty alcohol having a branched structure at a specific position as a raw material, etc. The effect is particularly good.

In order to achieve the above object, one aspect of the present invention provides a treating agent for synthetic fibers, which comprises a smoothing agent, a non-ionic surfactant, and an anionic surfactant; and the anionic surfactant includes a member selected from the group consisting of the following formula 1 At least one kind of phosphoric acid compound among the amine salt of the phosphoric acid compound A shown, the amine salt of the phosphoric acid compound B shown in the following Chemical Formula 3, and the amine salt of the phosphoric acid compound C shown in the Chemical Formula 4; The P-core integral ratio of the polyphosphoric acid compound calculated by the number 1 is 10 to 50%.

Turn 1

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

Turn 2

(In Hua 2
R ⁴ and R ⁵ are each a saturated aliphatic hydrocarbon group having 5 to 15 carbon atoms. )

Turn 3

Turn 4

(In Chemical 3 and Chemical 4,
R ⁶ to R ¹¹ : each is a saturated aliphatic hydrocarbon group having 5 to 15 carbon atoms. )

Number 1
P-core integral ratio of polyphosphoric acid compound (%) = P multimer / (P multimer + P dimer + P monomer) ☓100
(In number 1,
P polymer: P nuclear NMR integral of polymer phosphoric acid compound 磷酸,
P dimer: P nuclear NMR integral of dimer phosphoric acid 値,
P monomer: P nuclear NMR integral 归属 assigned to the monomeric phosphoric acid compound. )

Preferably, the non-ionic surfactant contains an ether ester compound having a mass average molecular weight of 3,000 to 30,000, and the ether ester compound is an alkylene oxide adduct selected from castor oil and an alkylene oxide adduct of hardened castor oil. At least one of these compounds is obtained by condensing a monocarboxylic acid and a dicarboxylic acid.

Preferably, 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, that is, the total mass of the phosphoric acid compound / the total mass of the organic sulfonic acid compound = 70/30 to 10/90.

Preferably, when the total content of the smoothing agent, the nonionic surfactant, and the anionic surfactant is 100% by mass, 35 to 90% by mass of the smoothing agent and the nonionic surfactant are contained. 1 to 60% by mass, and the ratio of the anionic surfactant to 0.1 to 10% by mass.

In addition, according to another aspect of the present invention, there is provided a synthetic fiber characterized in that the treatment agent for a synthetic fiber described above is adhered.

EFFECTS OF THE INVENTION According to the present invention, tar stains and fluff can be reduced, and further, good dyeing uniformity can be obtained even under high hardness water quality.

(First Embodiment)
First, a first embodiment of a synthetic fiber treatment agent (hereinafter referred to as a treatment agent) embodying the present invention will be described. The processing agent of this embodiment contains a smoothing agent, a nonionic surfactant, and a specific anionic surfactant. The anionic surfactant contains at least 1 selected from the amine salt of the phosphoric acid compound A shown in the following Chemical Formula 5, the amine salt of the phosphoric acid compound B shown in the Chemical Formula 7, and the amine salt of the phosphoric acid compound C shown in the Chemical Formula 8 Kinds of phosphate compounds. These phosphate compounds may be used individually by 1 type, and may use 2 or more types together.

Turn 5

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

Chemistry 6

(In 6
R ⁴ and R ⁵ are each a saturated aliphatic hydrocarbon group having 5 to 15 carbon atoms. )

Turn 7

Turn 8

(In Hua 7 and Hua 8,
R ⁶ to R ¹¹ : each is a saturated aliphatic hydrocarbon group having 5 to 15 carbon atoms. )

The smoothing agent used in the treatment agent of the present embodiment is not particularly limited, and examples thereof include (1) 1,4-butanediol dioleate, trimethylolpropane trilaurate, and trimethylolpropane. Polyesters such as trioleate, glycerol trioleate, neopentaerythritol tetranitrate and monocarboxylic acids, (2) diisocetyl mercaptan dipropionate, diisostearyl sulfide Ester compounds formed by polycarboxylic acids such as alcohol dipropionate, dioleyl mercaptan dipropionate, dipolyoxyethylene lauryl adipate and monohydric alcohols, (3) oleyl laurate, oleyl oil An ester compound formed by a monohydric alcohol such as an acid ester and a monocarboxylic acid, (4) natural oils and fats such as castor oil, palm oil, rapeseed oil, and the like. These smoothing agents may be used individually by 1 type, and may use 2 or more types together.

The non-ionic surfactant used in the treatment agent of the present embodiment is not particularly limited, and examples thereof include (1) an epoxy resin having 2 to 4 carbon atoms added to at least one selected from the group consisting of organic acids, organic alcohols, and organic amines. Compounds such as polyoxyethylene laurate, polyoxyethylene monooleate, polyoxyethylene laurate methyl ether, polyoxyethylene octyl ether, polyoxypropylene lauryl ether methyl ether, polyoxybutylene oleyl ether, Polyoxyethylene polyoxypropylene lauryl ether, polyoxyethylene polyoxypropylene nonylphenyl ether, polyoxyethylene lauryl amine ether and other ether type nonionic surfactants, (2) sorbitan monooleate, water removal Polyol partial ester non-ionic surfactants such as sorbitol trioleate, glycerol monolaurate, (3) polyethylene glycol dioleate, polyoxyethylene desorbate monooleate, polyoxylate Butene dehydrated sorbitol trioleate, polyoxypropylene castor oil, polyoxyethylene hardened castor oil, polyoxyethylene propylene hardened castor oil trioleate, polyoxyethylene hardened castor oil trilaurate, hardened castor oil Ether ester formed by condensation of ethylene oxide adduct with fumaric acid Compounds, polyoxyalkylenes such as ether ester compounds formed by the condensation of at least one of ethylene oxide adducts of castor oil and ethylene oxide adducts of hardened castor oil with monocarboxylic and dicarboxylic acids Polyhydric alcohol fatty acid ester type nonionic surfactant, (4) alkylamidoamine type nonionic surfactants such as diethanolamine monolaurylamine, (5) polyoxyethylene diethanolamine monooleamide and other polyoxygenamines Alkyl fatty acid ammonium type nonionic surfactant and the like. These nonionic surfactants may be used alone or in combination of two or more. Among these, an ether ester compound formed by condensing at least one kind of an alkylene oxide adduct of castor oil and an alkylene oxide adduct of hardened castor oil with a monocarboxylic acid and a dicarboxylic acid is preferred, and This ether ester compound has a mass average molecular weight (MW) of 3,000 to 30,000. 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 dodecanoic acid, myristic acid, myristic acid, hexadecanoic acid, hexadecenoic acid, octadecanoic acid, isostearyl acid, oleic acid, oleic acid, ten Octadienoic acid, octadecadienoic acid, eicosanoic acid, eicosenoic acid, behenic acid, behenic acid, etc. 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: 1 mole of hardened castor oil added to ethylene oxide (hereinafter referred to as EO) 20 moles of which is crosslinked by adipic acid, and the terminal is oleated (MW10, 000); Castor oil 1 mol addition EO 25 mol those who are cross-linked by maleic acid, and the end is octadecanoate compound (MW5,000) and so on.

Here, as the mass average molecular weight, a high-speed gel permeation chromatography device HLC-8320GPC manufactured by Tosoh Corporation can be used. It can be calculated by injecting a sample concentration of 5 mg / cc into TSK gel Super H-2000, H-3000, and H-4000 separation column manufactured by Tosoh Corporation using a differential refractive index detector.

The anionic surfactant used in the processing agent of this embodiment is as described above, and contains an amine salt selected from the phosphoric acid compound A shown in Chemical Formula 5, the amine salt of the phosphoric acid compound B shown by Chemical Formula 7, and Chemical Formula 8 At least one kind of phosphate compound among the amine salts of phosphoric acid compound C.

In Formula 5, R ¹ and R ² are pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, and pentadecyl, respectively. A saturated hydrocarbon group having 5 to 15 carbons such as an alkyl group. In addition, R ³ is a hydrogen atom or a hydrocarbon group represented by Chemical Formula 6. In addition, the detailed structures of R ⁴ , R ⁵ , R ⁶ , R ⁷ , R ⁸ , R ⁹ , R ¹⁰ , and R ¹¹ in Chemical Formula 6, Chemical Formula 7, and Chemical Formula 8 are the same as R ¹ and R ² described in Chemical Formula 5, respectively. . Each saturated hydrocarbon group may be the same or different from each other.

Examples of the amine salt used as the counter ion of the phosphoric acid compounds A, B, and C include polyoxyalkylene alkylamines, monoalkanolamines, dialkanolamines, and trialkanolamines. Preferred among these phosphate compounds and amine salts are 2-decyl-1-tetradecanol (an alkoxy group having a branched structure constituting a starting material or each phosphate compound, the same applies hereinafter). Ethylene dodecylamine salt (counter ion, the same below), 2-hexyl-1-decanol phosphate polyoxyethylene dodecylamine salt, 2-octyl-1-dodecanol phosphate polyoxyethylene octadecyl Alkylamine salt, 2-hexyl-1-decanol phosphate dibutylethanolamine salt, 2-decyl-1-tetradecanol phosphate stearylamine salt, 2-octyl-1-dodecanol phosphate Polyoxyethylene stearylamine salt and the like.

The above-mentioned phosphoric acid compound is a mixture of inorganic phosphoric acid, a polyphosphoric acid compound, a diphosphoric acid compound, and a monomeric phosphoric acid compound by reacting an aliphatic alcohol with phosphorus pentoxide. The polyphosphoric acid compound includes an amine salt of the phosphoric acid compound A shown in the above Chemical Formula 5 of a condensed phosphoric acid ester. The dibasic phosphoric acid compound includes an amine salt of the phosphoric acid compound B represented by the above-mentioned chemical formula 7 in which two alkoxy 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 shown in the above Chemical Formula 8. The P-core integral ratio of the polymer phosphate compound represented by the following number 2 is the P-core NMR integral of the polymer phosphate compound obtained from the measurement of the P-core NMR of the treatment agent (P multimer) and the dimer The P nuclear NMR integral (P dimer) of the phosphoric acid compound and the P nuclear NMR integral (P monomer) attributed to the monomeric phosphoric acid compound were calculated. The P-core integral ratio of the polyphosphoric acid compound in the treatment agent of the present embodiment is 10 to 50%.

Number 2
P-core integral ratio of polyphosphoric acid compound (%) = P multimer / (P multimer + P dimer + P monomer) ☓100
(In number 2,
P polymer: P nuclear NMR integral of polymer phosphoric acid compound 磷酸,
P dimer: P nuclear NMR integral of dimer phosphoric acid 値,
P monomer: P nuclear NMR integral 归属 assigned to the monomeric phosphoric acid compound. )

The anionic surfactant used in the processing agent of this embodiment is as described above, and contains the amine salt of the phosphoric acid compound A shown in Chemical Formula 5, the amine salt of the phosphoric acid compound B shown in Chemical Formula 7, and At least one kind of amine salt of phosphoric acid compound C. Moreover, it is preferable to contain an organic sulfonic acid compound as an anionic surfactant. By blending an organic sulfonic acid compound, the effect of the present invention can be further enhanced, particularly the effect of suppressing fluff and tar stains. The mass ratio of the total content of each phosphoric acid compound to the total content of the organic sulfonic acid compound, that is, the total mass of the phosphoric acid compound, is preferably 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. The total mass of the / organosulfonic acid compound = 70/30 to 10/90. By limiting to this range, the effect of this invention, especially the suppression effect of a tar stain, can be improved further.

The organic sulfonic acid compound is not particularly limited, and examples thereof include sodium 1-octylsulfonate, potassium 1-decylsulfonate, potassium 1-undecylsulfonate, sodium 1-dodecylsulfonate, and 1-dodecylsulfonate. Sodium tridecyl sulfonate, sodium 1-tetradecyl sulfonate, sodium 1-pentadecyl sulfonate, potassium 1-hexadecyl sulfonate, sodium 1-hexadecyl sulfonate, 1- Sodium octadecyl sulfonate, sodium isooctyl sulfonate, sodium isodecyl sulfonate, potassium isodedecyl sulfonate, sodium isododecyl sulfonate, sodium isodedecyl sulfonate, iso Sodium Tetradecyl Sulfonate, Sodium Isopentadecanyl Sulfonate, Sodium Hexadecyl Sulfonate, Sodium Heptadecyl Sulfonate, Sodium Isodecadecanyl Sulfonate, Alkyl (carbon number 13 -17 mixture) sodium sulfonate, potassium diisobutylsulfosuccinate, sodium dioctylsulfosuccinate, sodium dinonylsulfosuccinate and the like. These compounds may be used individually by 1 type, and may use 2 or more types together.

In the processing agent of this embodiment, the content ratio of a smoothing agent, a nonionic surfactant, and an anionic surfactant is not specifically limited. When the total content of the 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 10 to 60% by mass, and the anionic interface The active agent is preferably contained in a proportion of 0.1 to 10% by mass. By setting within this range, the effect of the present invention can be further enhanced.

(Second Embodiment)
A second embodiment of the synthetic fiber embodying the present invention will be described. The synthetic fiber of the present embodiment is a synthetic fiber to which the treatment agent of the first embodiment is adhered. The synthetic fibers are not particularly limited, and examples thereof include (1) polyester fibers such as polyethylene terephthalate, polytrimethylene terephthalate, and polylactate, (2) nylon 6, nylon Polyamide fibers such as 66, (3) polyacrylic fibers such as polyacrylic acid and modified acrylonitrile, and (4) polyolefin fibers such as polyethylene and polypropylene.

The ratio of the treatment agent (not containing a solvent) to the synthetic fibers of the first embodiment is not particularly limited, and it is preferable that the treatment agent of the first embodiment be adhered to the synthetic fibers at a ratio of 0.1 to 3% by mass. In addition, as a method of attaching the treatment agent of the first embodiment, a known method such as a drum-type oiling method, a guided oiling method using a metering pump, an immersion oiling method, or a spray oiling method can be adopted. The form when the processing agent of the first embodiment is adhered to the synthetic fibers can also be provided in the form of, for example, an organic solvent solution, an aqueous liquid, or the like.

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

(1) This embodiment is a processing agent for synthetic fibers, which contains a smoothing agent, a non-ionic surfactant, and an anionic surfactant; the anionic surfactant is a phosphoric acid compound represented by Chemical Formula 5, 7, and 8, respectively. A, B, and C are amine salts. Therefore, in particular, tar stains generated around the guide roller in the yarn-making step of the synthetic fiber can be suppressed. In addition, it can effectively reduce the fluff of the synthetic fiber lines, and can exhibit excellent process passability. In addition, when the hardness of the water used in the post-processing step, for example, the dyeing step is high, it is possible to make the dyeing solution less likely to separate and suppress the occurrence of poor dyeing such as stained spots.

However, the above-mentioned embodiment can be modified as follows.
・ As long as the effect of the present invention is not impaired, the treating agent of the present embodiment can further contain ingredients that can be used in the treating agent such as an adhesive, an antioxidant, an ultraviolet absorber, and the like to maintain the quality of the treating agent. Chemical or antistatic agent.

Examples

Hereinafter, examples and the like will be given in order to more specifically explain the configuration and effects of the present invention, but the present invention is not limited to these examples. In the following description of the examples and comparative examples, parts represent parts by mass and% represents mass%.

Test category 1 (synthesis of alkyl phosphate compounds)

・ Synthesis of phosphoric acid compound (P-1) Put 2-decyl-1-tetradecanol into a reaction vessel, and dehydrate it under conditions of 120 ° C and 0.05 MPa for 2 hours, then return to normal pressure, and then Add phosphorus pentoxide over 60 ± 5 ° C over 1 hour and stir. After aging at 80 ° C for 3 hours, polyoxyethylene (4 mol) dodecylamine was added dropwise at 50 ° C to neutralize the phosphoric acid compound (P-1).

・ Calculation of the P-core integral ratio of the phosphoric acid compound (P-1) As a result of calculating the P-core integral ratio of the phosphate compound (P-1) using ³¹ P-NMR, the polyphosphoric acid compound shown in Chemical Formula 5 was 36.2%, The dibasic phosphoric acid compound shown in 7 is 32.3%, and the monomeric phosphoric acid compound shown in Chemical 8 is 31.5%.

The P-core integration ratio was measured from ³¹ P-NMR (trade name: MERCURY plus NMR Spectrometor System, 300 MHz, manufactured by Valian Co., Ltd.) and calculated from the above number 2.

-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).

・ Preparation of phosphoric acid compound (P-5) Put 2-decyl-1-tetradecanol and ion-exchanged water into a reaction vessel, and add phosphorus pentoxide at 60 ± 5 ° C over 1 hour and stir. After aging at 80 ° C. for 3 hours, ion-exchanged water was added and hydrolysis was performed at 100 ° C. for 2 hours, and octadecylamine was added dropwise at 50 ° C. to neutralize the phosphoric acid compound (P-5). For the phosphate compound (P-5), ³¹ P-NMR was used to calculate the P-core integral ratio. The polyphosphate compound shown in Chemical Formula 5 was 0%, the dibasic phosphate compound shown in Chemical Formula 7 was 37.9%, and The monomeric phosphoric acid compound shown is 62.1%. Table 1 shows the contents of the respective phosphoric acid compounds prepared as described above.

-Preparation of phosphoric acid compound (P-6) The phosphoric acid compound (P-6) having each substituent shown in Table 1 was prepared in the same manner as the phosphoric acid compound (P-5).

Table 1

Each code in Table 1 indicates:
X-1: Polyoxyethylene (4 moles) dodecylamine
X-2: Polyoxyethylene (10 mol) dodecylamine
X-3: Polyoxyethylene (10 mol) stearylamine
X-4: Dibutylethanolamine
X-5: stearylamine
X-6: Polyoxyethylene (2 moles) stearylamine
X-7: Polyoxyethylene (4 moles) stearylamine
X-8: Polyoxyethylene (2 moles) dodecylamine
X-9: Triethanolamine
X-10: dodecylamine
X-11: Sodium
X-12: potassium
P-1: 2-decyl-1-tetradecyl phosphate polyoxyethylene (4 moles) dodecylamine salt
P-2: 2-hexyl-1-decanol phosphate polyoxyethylene (10 mol) dodecylamine salt
P-3: 2-octyl-1-dodecanol phosphate polyoxyethylene (10 mol) stearylamine salt
P-4: 2-hexyl-1-decanol phosphate dibutylethanolamine salt
P-5: 2-decyl-1-tetradecyl phosphate stearylamine salt
P-6: 2-octyl-1-dodecanol phosphate polyoxyethylene (2 moles) stearylamine salt
rP-1: 2-ethyl-1-hexanol phosphate polyoxyethylene (4 moles) stearylamine salt
rP-2: oleyl phosphate polyoxyethylene (2 moles) dodecylamine salt
rP-3: 14-methyl-1-pentadecanyl phosphate triethanolamine salt
rP-4: 5-hexadecanol phosphate dodecylamine salt
rP-5: sodium salt of 2-decyl-1-tetradecyl phosphate
rP-6: 2-hexyl-1-decanol phosphate potassium salt * 1: Hydrocarbyl group represented by Chemical Formula 6

Test category 2 (synthesis of ether ester compounds as nonionic surfactants)

・ Synthesis of ether ester compound (N-1) Hardened castor oil 1 mol addition EO 20 mol compound is esterified with adipic acid under normal conditions, and then oleic acid is added to continue esterification to obtain ether. Ester compound (N-1).

・ 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 Examples and Comparative Examples are shown in Tables 2 and 3.

Test category 3 (preparation of treatment agent for synthetic fibers)

-Preparation of synthetic fiber treatment agent (Example 1) 40 parts of trimethylolpropane trilaurate (L-1) as smoothing agent, 12 parts of glycerol trioleate (L-2) as non-smoothing agents Ionic surfactant 1 mol addition of hardened castor oil EO 20 mol is crosslinked by adipic acid, and 10 parts of compound (N-1) after oleate esterification, 1 mol of hardened castor oil 10 moles of compound (rN-1) with 3 moles of dodecanoic acid, 10 moles of hardened castor oil, 10 moles of compound (rN-3), 15 moles of EO 16 parts of oxyethylene (EO 15 mol) monooleate (rN-4), 2-decyl-1-tetradecyl phosphate polyoxyethylene (4 mol) dodecylamine as an anionic surfactant 0.5 parts of salt (P-1) and 1.5 parts of sodium alkylsulfonate (a mixture of 13-17 carbons) (S-1) were uniformly mixed in proportion to prepare a treatment agent for a synthetic fiber of Example 1.

-Preparation of the processing agent for synthetic fibers (Example 2) It prepared similarly to the processing agent of the synthetic fiber of Example 1. Among them, in addition to the raw materials in Table 2, 1,3,5-ginseng (4-t-butyl-3-hydroxy-2,6-dimethylbenzyl) isocyanuric acid was added as an antioxidant, The addition ratio is 0.5 part with respect to 100 parts of the processing agent consisting of a smoothing agent, a nonionic surfactant, and an anionic surfactant.

-Preparation of synthetic fiber treatment agents (Examples 3 to 8, 10, 12, Reference Examples 9, 11, 13 and Comparative Examples 1 to 7) were prepared in the same manner as in the preparation of the synthetic fiber treatment agent of Example 1. The treatment agents for synthetic fibers of Examples 3 to 8, 10, 12, Reference Examples 9, 11, 13 and Comparative Examples 1 to 7 were produced. The types and compounding amounts of the compounds used are shown in Tables 2 and 3.

Table 2

table 3

The codes in Tables 2 and 3 indicate:
L-1: Trimethylolpropane trilaurate
L-2: glycerol trioleate
L-3: oleyl oleate
N-1: Compound of hardened castor oil 1 mol addition EO 20 mol cross-linked by adipic acid and terminally oleated (MW10,000)
N-2: Compound of castor oil 1 mol addition EO 25 mol is crosslinked by maleic acid, and the terminal is octadecanoate (MW5,000)
rN-1: Compound of hardened castor oil 1 mol addition EO 20 mol esterified with 3 mol of dodecanoic acid
rN-2: Compound of hardened castor oil 1 mol addition EO 30 mol crosslinked by fumaric acid (MW5000)
rN-3: 1 mole of hardened castor oil plus 15 mole of EO
rN-4: Polyoxyethylene (EO 15 Molar) Monooleate
rN-5: polyethylene glycol (EO 15 mol) dioleate
S-1: Sodium alkyl sulfonate (mixture of carbon number C13-17)
S-2: Sodium dodecyl sulfonate * 2: Total mass of the phosphoric acid compound shown in Chemical Formula 5, 7, and 8 / total mass of the sulfonic acid compound

Test category 4 (evaluation of synthetic fiber treatment agents)

・ Evaluation of fluff Each treatment agent prepared in Test Category 3 was evenly diluted with ion-exchanged water or an organic solvent to obtain a 15% solution. After the pellets of polyethylene terephthalate are dried by a conventional method, melt spinning is performed using an extruder, and the above-mentioned 15% solution is used as a non-volatile component on the line after cooling and solidifying after being discharged from the spinning nozzle. The application amount was set to 0.6% by mass by a drum-type oiling method, and adhesion was performed. Then, it was bundled with a guide, and stretched by a stretching roller and a relaxation roller at 245 ° C. so that the total stretching ratio became 5.8 times, and then the stretching yarn of 1100 dtex 96 filament was rolled into a 10 kg flat yarn.

In this spinning step, before the yarn is wound into a flat yarn, the number of fluffs per hour is measured with a fluff counting device (manufactured by Tohoku Engineering Co., Ltd.), and evaluation is performed based on the following criteria.

・ Evaluation criteria for fluff ◎: The number of fluffs measured was 0. ○: The number of fluffs measured was 2 or less (excluding 0)
×: The number of fluff was measured to be 3 or more

・ Evaluation of heat-resistant tar With respect to the heat resistance of the treatment agent, in the spinning step described above, the stain (tar) of the guide roller after 48 hours of spinning was evaluated in the following manner.

・ Evaluation criteria for heat-resistant tar ◎: Stain (tar) is hardly recognized
○: Trace stains (tar) were confirmed
×: Stain (tar) was confirmed

・ Evaluation of Stability of Dyeing Solution 1g of polyester dye (mixture of Dianix Red S-4G 0.34g, Dianix Yellow S-6G 0.33g, Dianix S-2G 0.33g) was put into 100mL of hard water (hardness 400mg / L) Stir until homogeneous to make a dye dispersion. To this dye dispersion liquid, 1.5 g of a non-volatile component of a treatment agent was added, and the mixture was stirred until homogeneous. After being left at 50 ° C for 3 days, the generation of aggregates was observed.

・ Evaluation criteria for the stability of the staining liquid ◎: No agglutination was observed ○: Agglutination was slightly observed ×: Agglutination was observed

From the results in Tables 2 and 3, it is clear that according to the effect of the present invention, tar stains and fluff around the guide roller in the yarn making step of the synthetic fiber can be reduced, and further, it can solve the problem of high hardness water quality in the subsequent processing steps. The problem of poor dyeing.

Claims (5)

A processing agent for synthetic fibers, comprising a smoothing agent, a nonionic surfactant, and an anionic surfactant, wherein the anionic surfactant includes an amine salt selected from the phosphoric acid compound A shown in the following formula 1, and At least one kind of phosphoric acid compound among the amine salt of the phosphoric acid compound B shown in Chemical Formula 3 and the amine salt of the phosphoric acid compound C shown in Chemical Formula 4 is described. The core point ratio is 10 to 50%. (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, and R ³ : a hydrogen atom or a hydrocarbon group shown in Chemical Formula 2 below.) Chemical Formula 2 (In Chemical Formula 2, R ⁴ and R ⁵ are each a saturated aliphatic hydrocarbon group having 5 to 15 carbon atoms.) Chemical Formula 3 Turn 4 (In Chemical Formulae 3 and Chemical Formula 4, R ⁶ to R ¹¹ are saturated aliphatic hydrocarbon groups having 5 to 15 carbon atoms, respectively.) Number 1 P-core integral ratio of polybasic phosphate compound (%) = P polymorph / (P poly B + P dimer + P monomer) ☓100 (In the number 1, P multimer: P nuclear NMR integral attributed to the polyphosphate compound 値, P dimer: P nuclear NMR integral attributed to the dimer phosphate compound 値, P Monomer: P nuclear NMR integral 値) attributed to the monomeric phosphoric acid compound. The processing agent for synthetic fibers as described in claim 1, wherein The non-ionic surfactant includes an ether ester compound having a mass average molecular weight of 3,000 to 30,000. The ether ester compound is at least one selected from the group consisting of an alkylene oxide adduct of castor oil and an alkylene oxide adduct of hardened castor oil. The compound is condensed with a monocarboxylic acid and a dicarboxylic acid. The processing agent for synthetic fibers as described in claim 1 or 2, wherein The anionic surfactant further includes an organic sulfonic acid compound, and a mass ratio of the total content of the phosphoric acid compound to the total content of the organic sulfonic acid compound, that is, the total mass of the phosphoric acid compound / the total mass of the organic sulfonic acid compound = 70/30 ~ 10/90. The processing agent for synthetic fibers according to any one of claims 1 to 3, wherein When the total content of the smoothing agent, the nonionic surfactant, and the anionic surfactant is 100% by mass, 35 to 90% by mass of the smoothing agent and 1 to 60% by mass of the nonionic surfactant are included. % And the proportion of 0.1 to 10% by mass of the anionic surfactant. A synthetic fiber characterized by: The processing agent for synthetic fibers as described in any one of Claims 1-4 is attached.