TWI775478B - Synthetic fiber treatment agent and synthetic fiber - Google Patents

Abstract

The subject to be solved by the present invention is to provide a treatment agent for synthetic fibers which can reduce tar and yarn slack, and to provide a synthetic fiber to which the treatment agent for synthetic fibers adheres. The treatment agent for synthetic fibers of the present invention contains a smoothing agent, a nonionic surfactant, and an ionic surfactant, and is characterized in that: the smoothing agent contains a specific ester A1, and optionally contains a specific ester A2; The above-mentioned esters A1 are contained in the above-mentioned smoothing agent in a ratio of 40 to 100% by mass; when the total of the content ratios of the above-mentioned esters A1 and the above-mentioned esters A2 is 100% by mass, the above-mentioned esters A1 are contained in a ratio of 50 to 100% by mass. The above-mentioned esters A1.

Description

Treatment agent for synthetic fibers and synthetic fibers

The present invention relates to a treatment agent for synthetic fibers capable of reducing tar and yarn wobbling, and a synthetic fiber to which the treatment agent for synthetic fibers adheres.

In general, in the spinning step of synthetic fibers, from the viewpoint of reducing friction and reducing fiber damage such as broken filaments, a treatment agent for synthetic fibers may be adhered to the surfaces of filamentous strands of synthetic fibers.

The treatment agent for synthetic fibers disclosed in Patent Document 1 is known. Patent Document 1 discloses a treatment agent for synthetic fibers containing a surfactant such as a smoothing agent such as stearate of 2-octyldodecanol and a stearic acid diester of trimethylolpropane EO24 molar adduct .

prior art literature Patent Literature Patent Document 1: Japanese Patent Laid-Open No. 2012-92481

The problem to be solved by the invention However, these conventional treatment agents for synthetic fibers have not been able to sufficiently cope with the reduction of tar in the spinning step and the reduction of yarn sloshing on the roll.

The present invention has been made in view of the above circumstances, and an object of the present invention is to provide a treatment agent for synthetic fibers that can reduce tar and reduce yarn waving. Further, the present invention provides a synthetic fiber to which the treatment agent for synthetic fibers is adhered.

means of solving problems The present inventors have studied in order to solve the above-mentioned problems, and as a result, found that it is particularly effective to include a specific ester compound and a surfactant as a smoothing agent in the treatment agent for synthetic fibers.

The processing agent for synthetic fibers for solving the above-mentioned problems contains a smoothing agent, a nonionic surfactant, and an ionic surfactant, wherein the smoothing agent contains the esters A1 shown in the following formula 1, and can be selected arbitrarily. It contains the esters A2 shown in the following formula 2; the above-mentioned esters A1 are contained in a ratio of 40 to 100% by mass in the above-mentioned smoothing agent; when the total of the content ratios of the above-mentioned esters A1 and the above-mentioned esters A2 is In 100 mass %, the said ester A1 is contained in the ratio of 50-100 mass %.

1

(In Chemical 1, R ¹ : a saturated hydrocarbon group having 7 to 23 carbon atoms, or an unsaturated hydrocarbon group having 7 to 23 carbon atoms; X ¹ , Y ¹ , Z ¹ : a hydrogen atom, a methyl group, an ethyl group, a carbon number 3 to 3 17 linear saturated hydrocarbon group, C3-17 branched saturated hydrocarbon group, C3-17 linear unsaturated hydrocarbon group, or C3-17 branched unsaturated hydrocarbon group ; wherein, at least one of X ¹ and Y ¹ is a methyl group, an ethyl group, or the above-mentioned hydrocarbon group, and the sum of the carbon numbers of X ¹ , Y ¹ and Z ¹ is 6 to 17.)

2

(In Formula 2, R ² : a saturated hydrocarbon group having 7 to 23 carbon atoms, or an unsaturated hydrocarbon group having 7 to 23 carbon atoms; X ² : hydrogen atom; Y ² : hydrogen atom; Z ² : hydrogen atom, methyl group, ethyl group group, linear saturated hydrocarbon group with 3 to 17 carbon atoms, saturated hydrocarbon group with branched chain structure with 3 to 17 carbon atoms, linear unsaturated hydrocarbon group with 3 to 17 carbon atoms, or branched hydrocarbon group with 3 to 17 carbon atoms Unsaturated hydrocarbon group of chain structure.)

In the above-mentioned treatment agent for synthetic fibers, it is preferable that X ¹ in the above-mentioned Chemical 1 is a methyl group, an ethyl group, a straight-chain saturated hydrocarbon group having 3 to 17 carbon atoms, and a saturated hydrocarbon group having a branched chain structure having 3 to 17 carbon atoms. , a linear unsaturated hydrocarbon group having 3 to 17 carbon atoms, or an unsaturated hydrocarbon group having a branched chain structure having 3 to 17 carbon atoms.

In the above-mentioned processing agent for synthetic fibers, it is preferable that the sum of the carbon numbers of X ¹ , Y ¹ and Z ¹ in the above-mentioned Chemical 1 is 6 to 12.

The synthetic fiber for solving the above-mentioned problems is characterized in that the above-mentioned processing agent for synthetic fibers is adhered.

Invention effect According to the present invention, tar can be reduced, and yarn sloshing can be reduced.

(first embodiment)

First, the first embodiment of the present invention, that is, a treatment agent for synthetic fibers (hereinafter referred to as a treatment agent) will be described. The processing agent of this embodiment contains a smoothing agent, a nonionic surfactant, and an ionic surfactant.

The smoothing agent used in the present embodiment contains the esters A1 shown in Chemical 3 below.

3

(In Formula 3, R ¹ : a saturated hydrocarbon group having 7 to 23 carbon atoms, or an unsaturated hydrocarbon group having 7 to 23 carbon atoms; X ¹ , Y ¹ , Z ¹ : a hydrogen atom, a methyl group, an ethyl group, a carbon number 3 to 3 17 linear saturated hydrocarbon group, C3-17 branched saturated hydrocarbon group, C3-17 linear unsaturated hydrocarbon group, or C3-17 branched unsaturated hydrocarbon group ; wherein, at least one of X ¹ and Y ¹ is a methyl group, an ethyl group, or the above-mentioned hydrocarbon group, and the sum of the carbon numbers of X ¹ , Y ¹ and Z ¹ is 6 to 17.)

These esters A1 may be used alone or in combination of two or more.

Among these, X ¹ of Compound 3 is preferably a methyl group, an ethyl group, a straight-chain saturated hydrocarbon group having 3 to 17 carbon atoms, a saturated hydrocarbon group having a branched chain structure having 3 to 17 carbon atoms, and a carbon number of 3 to 17. The compound of straight-chain unsaturated hydrocarbon group or unsaturated hydrocarbon group with branched chain structure with 3 to 17 carbon atoms. If it is this compound, it is possible to reduce yarn wobbling in particular. In addition, in Compound 3, a compound in which the total number of carbon atoms of X ¹ , Y ¹ and Z ¹ is 6 to 12 is preferred. With this compound, tar can be reduced in particular.

The hydrocarbon group constituting R ¹ may be a linear saturated hydrocarbon group or a saturated hydrocarbon group having a branched structure. Moreover, a linear unsaturated hydrocarbon group may be sufficient, and the unsaturated hydrocarbon group which has a branched structure may be sufficient.

Specific examples of the straight-chain saturated hydrocarbon group constituting R ¹ include, for example, heptyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, and pentadecyl. alkyl, hexadecyl, heptadecyl, octadecyl, eicosyl, behenyl, behenyl, and the like.

Specific examples of the saturated hydrocarbon group having a branched chain structure constituting R ¹ include, for example, isoheptyl, isooctyl, isononyl, isodecyl, isundecyl, isododecyl, and isotridecyl. base, isotetradecyl, isopentadecyl, isohexadecyl, isoheptadecyl, isooctadecyl, isoeicosyl, isodocosyl, isotricosyl Base et al.

The unsaturated hydrocarbon group constituting R ¹ may be an alkenyl group having an unsaturated carbon bond having one double bond, or may be a dienyl group, a trienyl group, or the like having two or more double bonds. Moreover, it may be an alkynyl group having an unsaturated carbon bond having one triple bond, a dialkynyl group having two or more triple bonds, and the like. Specific examples of the linear unsaturated hydrocarbon group having one double bond in the hydrocarbon group include, for example, heptenyl, octenyl, nonenyl, decenyl, undecenyl, dodecenyl, and tridecene. tetradecenyl, tetradecenyl, pentadecenyl, hexadecenyl, heptadecenyl, octadecenyl, eicosenyl, docosenyl, eicosenyl and the like.

Specific examples of the unsaturated hydrocarbon group having one double bond and having a branched structure in the hydrocarbon group constituting R ¹ include, for example, isoheptenyl, isooctenyl, isononenyl, isodecenyl, and isoundecyl. Alkenyl, isododecenyl, isotridecenyl, isotetradecenyl, isopentadecenyl, isohexadecenyl, isoheptadecenyl, isooctadecenyl, isoeicosenyl , Isodocosyl, Isosatrienyl, etc.

Specific examples of the linear saturated hydrocarbon group having 3 to 17 carbon atoms constituting X ¹ , Y ¹ , or Z ¹ include, for example, propyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, and decyl group. base, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, etc.

Specific examples of the saturated hydrocarbon group having a branched chain structure and having 3 to 17 carbon atoms constituting X ¹ , Y ¹ , or Z ¹ include, for example, isopropyl, isobutyl, isoamyl, isohexyl, isoheptyl, isooctyl, isononyl, isodecyl, isundecyl, isododecyl, isotridecyl, isotetradecyl, isopentadecyl, isohexadecyl, isodecyl Heptaalkyl, etc.

The unsaturated hydrocarbon group constituting X ¹ , Y ¹ , or Z ¹ may be an alkenyl group having one double bond and an unsaturated carbon bond, or may be a dienyl group or a trienyl group having two or more double bonds. Moreover, it may be an alkynyl group having an unsaturated carbon bond having one triple bond, a dialkynyl group having two or more triple bonds, and the like. Specific examples of the linear unsaturated hydrocarbon group having one double bond in the hydrocarbon group constituting X ¹ , Y ¹ , or Z ¹ include propenyl, butenyl, pentenyl, hexenyl, and heptenyl. , octenyl, nonenyl, decenyl, undecenyl, dodecenyl, tridecenyl, tetradecenyl, pentadecenyl, hexadecenyl, heptadecenyl and the like.

Specific examples of the unsaturated hydrocarbon group having one double bond and having a branched structure in the hydrocarbon group constituting X ¹ , Y ¹ , or Z ¹ include, for example, isopropenyl, isobutenyl, isopentenyl, isohexenyl, Isoheptenyl, isooctenyl, isononenyl, isodecenyl, isoundecenyl, isododecenyl, isotridecenyl, isotetradecenyl, isopentadecenyl, Isohexadecenyl, isoheptadecenyl, etc.

Specific examples of the esters A1 include, for example, 2-propylheptyloleate, 2-methylnonyloleate, 2-ethylheptyldecanoate, and 2-methylnonyltetracosane acid ester, 2-ethyldecyl stearate, 2-ethyl tridecyl oleate, 3,5,5-trimethylhexyl oleate, 3,7-dimethyloctyl oil acid ester, 3-methylundecyloleate, 2-octyldodecylpalmitate, 2-octyldodecyloleate, 3-methylheptadecyloleate Wait.

The smoothing agent used in this embodiment optionally contains the esters A2 shown in Formula 4 below.

4

(In Formula 4, R ² : a saturated hydrocarbon group having 7 to 23 carbon atoms, or an unsaturated hydrocarbon group having 7 to 23 carbon atoms; X ² : hydrogen atom; Y ² : hydrogen atom; Z ² : hydrogen atom, methyl group, ethyl group group, linear saturated hydrocarbon group with 3 to 17 carbon atoms, saturated hydrocarbon group with branched chain structure with 3 to 17 carbon atoms, linear unsaturated hydrocarbon group with 3 to 17 carbon atoms, or branched hydrocarbon group with 3 to 17 carbon atoms Unsaturated hydrocarbon group of chain structure.)

These esters A2 may be used individually by 1 type, and may be used in combination of 2 or more types.

The hydrocarbon group constituting R ² may be a linear saturated hydrocarbon group or a saturated hydrocarbon group having a branched structure. Moreover, a linear unsaturated hydrocarbon group may be sufficient, and the unsaturated hydrocarbon group which has a branched structure may be sufficient.

Specific examples of the saturated hydrocarbon group or unsaturated hydrocarbon group constituting R ² include the saturated hydrocarbon group or unsaturated hydrocarbon group constituting R ¹ listed in Formula 3.

Specific examples of the saturated hydrocarbon group or unsaturated hydrocarbon group constituting Z ² include the saturated hydrocarbon group or unsaturated hydrocarbon group constituting X ¹ , Y ¹ , or Z ¹ listed in Formula 3.

Specific examples of the esters A2 include isotridecyl oleate, lauryl oleate, oleyl laurate, and the like.

In the processing agent, the processing agent contains the esters A1 in a ratio of 50 to 100 mass % when the total of the content ratios of the esters A1 and the esters A2 is 100 mass %. By limiting to this range, the effect of this invention can be improved.

The smoothing agent used in this embodiment can also use a smoothing agent other than the above. As the smoothing agent other than the above, known ones can be suitably used. Specific examples of the smoothing agent include (1) 2-ethylhexyl stearate, 2-decyl tetradecyl oleate, 2-ethyl tridecyl propionate, etc., aliphatic monobasic Esters of alcohols and aliphatic monocarboxylic acids, esters of (poly)oxyalkylene adducts of aliphatic monohydric alcohols to which alkylene oxides having 2 to 4 carbon atoms are added, and aliphatic monocarboxylic acids Compounds; (2) 1,6-Hexanediol dicaprate, trimethylolpropane monooleate monolaurate, sorbitan trioleate, sorbitan monooleate, Sorbitan monostearate, glycerol monolaurate, etc., ester compounds formed by aliphatic polyhydric alcohol and aliphatic monocarboxylic acid; (3) Dilauryl adipate, dioleyl azelaic acid Esters, ditetradecyl mercaptan dipropionate, diisocetyl mercaptan dipropionate, bispolyoxyethylene lauryl ether adipate, etc., esters of aliphatic monohydric alcohols and aliphatic polybasic acids Compounds, ester compounds formed by adding (poly)oxyalkylene adducts of alkylene oxides having 2 to 4 carbon atoms to aliphatic monohydric alcohols and aliphatic polybasic acids; (4) benzyl oleate, Benzyl laurate, polyoxypropylene benzyl stearate, etc., ester compound formed by aromatic monohydric alcohol and aliphatic monocarboxylic acid, aromatic monohydric alcohol added with epoxy resin having 2 to 4 carbon atoms (5) Bisphenol A dilaurate, polyoxyethylene bisphenol A dilaurate, etc., aromatic polyvalent Esters of alcohols and aliphatic monocarboxylic acids, esters of (poly)oxyalkylene adducts of alkylene oxides with 2 to 4 carbon atoms added to aromatic polyols, and aliphatic monocarboxylic acids Compounds; (6) Bis-2-ethylhexyl phthalate, diisostearyl isophthalate, trioctyl trimellitate, etc., formed by aliphatic monohydric alcohol and aromatic polybasic acid (7) Coconut oil, rapeseed Natural oils and fats such as oil, sunflower oil, soybean oil, castor oil, sesame oil, fish oil, and tallow, etc.; (8) Mineral oil, etc.; known smoothing agents used in general treatment agents. These smoothing agents may be used alone or in combination of two or more.

The smoothing agent contains the esters A1 in a ratio of 40 to 100 mass %. By limiting to this range, the effect of this invention can be improved.

The content of the smoothing agent in the treatment agent can be appropriately set, but is preferably 20 to 80% by mass, more preferably 30 to 70% by mass. By limiting to this range, the smoothness of a fiber can be improved.

As the nonionic surfactant used in the present embodiment, a known one can be suitably used. Specific examples of nonionic surfactants include (1) organic acids, organic alcohols, organic amines and/or organic amides to which alkylene oxides having 2 to 4 carbon atoms are added, such as polyoxyethylene dilaurel acid ester, polyoxyethylene laurate, polyoxyethylene oleate, polyoxyethylene oleate diester, polyoxyethylene octyl ether, polyoxyethylene lauryl ether, polyoxyethylene lauryl ether methyl ether, polyoxyethylene polyoxyethylene Propylene lauryl ether, polyoxypropylene lauryl ether methyl ether, polyoxyethylene oleyl ether, polyoxybutylene oleyl ether, polyoxyethylene polyoxypropylene nonyl ether, polyoxypropylene nonyl ether, polyoxyethylene polyoxypropylene octyl ether, 2 - Ethylene oxide adducts of hexylhexanol, ethylene oxide propylene oxide adducts of 2-ethylhexanol, polyoxyethylene 2-ethyl-1-hexyl ether, polyoxyethylene dodecane Base ether, polyoxyethylene tridecyl ether, polyoxyethylene lauryl amine ether, polyoxyethylene lauryl amide ether, polyoxyethylene tristyrenated phenyl ether, ethylene oxide propylene oxide adduct of glycerol, etc. Ether type nonionic surfactant; (2) Diester, polyoxyethylene adduct of polyoxyalkylene sorbitan trioleate, trimethylolpropane and octadecanoic acid. Oxyalkylene coconut oil, polyoxyalkylene castor oil, polyoxyalkylene hardened castor oil, polyoxyalkylene hardened castor oil tricaprylate, polyoxyalkylene hardened castor oil maleate , octadecanoate, or oleate and other polyoxyalkylene polyol fatty acid ester type non-ionic surfactants; (3) octadecanoic acid diethanolamide, diethanolamine monolauramide and other alkyl groups (4) Polyoxyethylene diethanolamine monooleyl amide, polyoxyethylene lauryl amine, polyoxyethylene tallow amine and other polyoxyalkylene fatty acid amide type nonionic surfactants Wait.

The content of the nonionic surfactant in the treatment agent can be appropriately set, and is preferably 5 to 70% by mass, more preferably 15 to 60% by mass. By limiting to this range, the effect of this invention and the stability in the case of being an emulsion can be improved.

As the ionic surfactant used in the present embodiment, a known one can be suitably used. Examples of the ionic surfactant include an anionic surfactant, a cationic surfactant, and an amphoteric surfactant. These components may be used individually by 1 type, and may be used in combination of 2 or more types.

As the anionic surfactant used in the present embodiment, a known one can be suitably used. Specific examples of anionic surfactants include (1) aliphatic alcohols such as lauryl phosphate, cetyl phosphate, octyl phosphate, oleyl phosphate, and stearyl phosphate. (2) aliphatic alcohols such as polyoxyethylene lauryl ether phosphate, polyoxyethylene oleyl ether phosphate, and polyoxyethylene stearyl ether phosphate are added with compounds selected from ethylene oxide and Phosphate ester salt of at least one alkylene oxide of propylene oxide; (3) lauryl sulfonate, myristyl sulfonate, cetyl sulfonate, oleyl sulfonate, stearyl sulfonate aliphatic sulfonate or aromatic sulfonate such as salt, tetradecyl sulfonate, dodecylbenzene sulfonate, second alkyl sulfonic acid (C13-15) salt; (4) lauryl sulfate (5) Polyoxyethylene lauryl ether sulfate, polyoxyalkylene (polyoxyethylene, polyoxypropylene) ) Aliphatic alcohols such as lauryl ether sulfate and polyoxyethylene oleyl ether sulfate added with at least one alkylene oxide selected from ethylene oxide and propylene oxide; (6) Castor Sesame Oil Fatty Acid Sulfate, Sesame Oil Fatty Acid Sulfate, Rosin Oil Fatty Acid Sulfate, Soybean Oil Fatty Acid Sulfate, Rapeseed Oil Fatty Acid Sulfate, Palm Oil Fatty Acid Sulfate, Lard Fatty Acid Sulfate, Butter (7) Sulfuric acid ester salts of castor oil, sulfate ester salts of sesame oil, sulfate ester salts of rosin oil, sulfate ester salts of soybean oil, sulfuric acid ester salts of rapeseed oil, etc. (8) Laurate, oleate, stearic acid Salts and other fatty acid salts; (9) sulfosuccinic acid ester salts of aliphatic alcohols such as dioctyl sulfosuccinate, etc. Examples of the counter ions of the anionic surfactant include alkali metal salts such as potassium salts and sodium salts, ammonium salts, and alkanolamine salts such as triethanolamine.

As the cationic surfactant used in the present embodiment, a known one can be suitably used. Specific examples of the cationic surfactant include lauryltrimethylammonium chloride, cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, behenyltrimethylammonium chloride, and didecyldimethylammonium chloride. Wait.

As the amphoteric surfactant used in the present embodiment, a known one can be suitably used. As a specific example of an amphoteric surfactant, a betaine type amphoteric surfactant etc. are mentioned, for example.

The content of the ionic surfactant in the treatment agent can be appropriately set, and is preferably 1 to 20% by mass, more preferably 3 to 16% by mass, and most preferably 6 to 13% by mass. By limiting to this range, the effect of this invention, the stability when it is an emulsion, or antistatic property can be improved.

(Second Embodiment)

Next, a second embodiment of the present invention, that is, a synthetic fiber will be described. The synthetic fiber of this embodiment has the processing agent of 1st Embodiment adhered. The form of the processing agent at the time of adhering the processing agent to the synthetic fiber may be a diluted solution diluted with a dilution solvent, or may be an organic solvent solution or an aqueous liquid. The synthetic fiber of the present embodiment is produced through a process in which a treatment agent is attached to the synthetic fiber in the form of a diluted solution such as an aqueous solution, for example, in a spinning, drawing process, or the like. The diluent adhering to the synthetic fiber can also evaporate the water through the drying step.

Specific examples of the synthetic fibers produced are not particularly limited, for example (1) polyester fibers such as polyethylene terephthalate, polytrimethylene terephthalate, and polylactate; (2) nylon 6 , Polyamide fibers such as nylon 66; (3) Polyacrylic fibers such as polyacrylic acid and modified acrylic acid; (4) Polyolefin fibers such as polyethylene and polypropylene.

The adhesion amount of the treatment agent on the synthetic fibers is not particularly limited, but the treatment agent is preferably adhered at a ratio of 0.1 to 3 mass % (excluding solvents such as water) with respect to the synthetic fibers. According to this configuration, the effects of the present invention can be further enhanced. In addition, the method of attaching a treatment agent is not specifically limited, For example, well-known methods, such as a drum oiling method, a guide oiling method using a metering pump, a dipping oiling method, and a spraying oiling method, can be adopted.

The following effects can be obtained by the treating agent and the synthetic fiber of the above-described embodiment.

(1) The treatment agent of the above-described embodiment is configured to include a smoothing agent, a nonionic surfactant, and an ionic surfactant, the smoothing agent contains the above-mentioned esters A1, and optionally contains the above-mentioned esters A2, and the smoothing agent contains the above-mentioned esters A2. The esters A1 are contained in a ratio of 40 to 100 mass %, and the esters A1 are contained in a ratio of 50 to 100 mass % when the total content of the esters A1 and the esters A2 is 100 mass %. Therefore, the generation of tar can be reduced. In particular, it is possible to reduce tar generated during high-temperature and high-speed processing in the spinning step, thereby improving cleaning performance. In addition, it is possible to reduce the sway of the moving yarn of the synthetic fiber to which the treatment agent has adhered, for example, the moving yarn on the guide roller.

However, the above-mentioned embodiment can also be changed as follows.

・The treatment agent of the present embodiment can also be stored in the form of an aqueous liquid containing water. The content ratio of the treatment agent and water in the aqueous liquid is not particularly limited. When the content ratio of the treatment agent in the aqueous liquid is 100 parts by mass, the content ratio of the water in the aqueous liquid is preferably 5 to 30 parts by mass, more preferably 5 to 20 parts by mass. By limiting to this compounding ratio, the handleability of the aqueous liquid can be improved, and the stability over time can be improved.

・As long as the effects of the present invention are not impaired, the treatment agent of the present embodiment may further contain a stabilizer, an antistatic agent, an adhesive, an antioxidant, an ultraviolet absorber, an antifoaming agent for maintaining the quality of the treatment agent It is usually used as a component of a treatment agent, such as an agent (polysiloxane-based compound).

Specific examples of antioxidants include (1) 1,3,5-sam(3',5'-di-t-butyl-4-hydroxybenzyl) isocyanuric acid, 1,3, 5-Sham (4-t-butyl-3-hydroxy-2,6-dimethylbenzyl) isocyanuric acid, 1,3,5-trimethyl-2,4,6-sam ( 3,5-Di-t-butyl-4-hydroxybenzyl)benzene, 2,2'-methylidene-bis(4-methyl-6-t-butanol), 1,1,3- ginseng (2-methyl-4-hydroxy-5-t-butylphenyl)butane, tetra[methyl-3-(3',5'-di-t-butyl-4'-hydroxyphenyl) ) propionate] methane, triethylene glycol-bis[3-(3-t-butyl-5-methyl-4-hydroxyphenyl) propionate] and other phenolic antioxidants; (2) octyl Diphenyl phosphite, samnonyl phenyl phosphite, tetra-tridecyl-4,4'-butylene-bis-(2-t-butyl-5-cresol) diphosphite Isophosphite-based antioxidants; (3) 4,4'-thiobis-(6-t-butyl-3-cresol), dilauryl-3,3'-thiol dipropionate, etc. Sulfide-based antioxidants, etc. These antioxidants may be used alone or in combination of two or more.

Example

Hereinafter, in order to demonstrate the structure and effect of this invention more concretely, although an Example etc. are given, this invention is not limited to these Examples. In addition, in the following description of an Example and a comparative example, a part shows a mass part, and % shows a mass %.

Test Category 1 (Preparation of Aqueous Liquid of Treatment Agent for Synthetic Fibers)

The aqueous liquid of the processing agent used in each Example and each comparative example was obtained by the following preparation method using each component shown in Tables 1-4.

Table 1 shows the esters A1 (A1-1 to 12) shown in Formula 3 above. The types of esters A1 are shown in the column "Esters A1" in Table 1. The types of R ¹ , X ¹ , Y ¹ , and Z ¹ in Formula 3 are shown in the “R ¹ ” column, the “X ¹ ” column, the “Y ¹ ” column, and the “Z ¹ ” column in Table 1, respectively. In addition, the total number of carbon atoms of X ¹ , Y ¹ and Z ¹ is shown in the column of "Total number of carbon numbers of X ¹ , Y ¹ and Z ¹ " in Table 1.

For reference, the synthesis example of 2-propylheptyl oleate (A1-1) is as follows.

・Synthesis of 2-propylheptyl oleate (A1-1) 282 g (1 mol) of oleic acid and 158 g (1 mol) of 2-propylheptanol were put into a flask, melted at 75°C under nitrogen, 0.6 g of p-toluenesulfonic acid as a catalyst was added, and then added to the flask. The reaction was carried out at 120°C under a reduced pressure of 2 mmHg for 4 hours. Then return to normal pressure at 105°C under nitrogen, and add adsorbent to dispose of the catalyst. Filtration was then carried out at 90°C to obtain a mixture containing esters A1-1.

In order to separate a trace amount of impurities (by-products, unreacted alcohols, unreacted fatty acids, etc.) from the esters A1-1 obtained by the above method, separation treatment was performed by column chromatography using silica gel.

The ester A1-1 separated by the column was analyzed by ¹ H-NMR (MERCURY plus NMR Spectrometor System, 300 MHz, CDCl ₃ manufactured by VALIAN). It was confirmed by NMR that it has a doublet at 3.9 to 4.1 ppm, that is, a peak indicating that X ¹ in Compound 3 is a hydrocarbon group (wherein, when X ¹ is a hydrogen atom, it is a triplet). Furthermore, it was confirmed by GC-MS measurement that MS had a molecular ion peak (m/z=422).

Table 1

The esters A2 (A2-1 to 3) shown in Formula 4 above are shown in Table 2. The type of ester A2 is shown in the column of "Ester A2" in Table 2. The types of R ² , X ² , Y ² , and Z ² in Formula 4 are shown in the “R ² ” column, the “X ² ” column, the “Y ² ” column, and the “Z ² ” column in Table 2, respectively.

Table 2 type Esters A2 R ² X ² Y ² Z ² A2-1 isotridecyl oleate 8-heptadecenyl hydrogen hydrogen 8-Methylnonyl A2-2 Lauryl Oleate 8-heptadecenyl hydrogen hydrogen Nonyl A2-3 oleyl laurate Undecyl hydrogen hydrogen 6-Pentadecenyl

・Preparation of an aqueous solution containing a treatment agent (Example 1) 50% of 2-propylheptyl oleate (A1-1) as smoothing agent; 15% of polyoxyethylene (mass average molecular weight 600) and diester of oleic acid as nonionic surfactant (B-1), 20 moles of ethylene oxide adduct of castor oil (B-2) 15%, 7 moles of ethylene oxide adduct of lauryl alcohol (B-3) 10%; ionic surfactant polyoxyethylene (2 moles, which represent the number of moles added to ethylene oxide, the same applies hereinafter) Phosphate ester of lauryl ether and potassium salt 4.9% (C-1), sodium second alkyl sulfonate (carbon number 13-15) (C-2) 4%, Potassium Oleate (C-3) 1%; Antioxidant 1,1,3-Sham (2-methyl-4-hydroxy-5-t-butylphenyl) ) butane (D-1) 0.1% was uniformly mixed to obtain the mixture of the treatment agent of Example 1.

Then, 11.1 parts by mass of ion-exchanged water when the above-mentioned treatment agent is 100 parts by mass was added and uniformly mixed so that the water content in the aqueous liquid was 10%, and the treatment agent-containing aqueous liquid of Example 1 was prepared.

・Preparation of an aqueous solution containing a treatment agent (Examples 2 to 26 and Comparative Examples 1 to 8) In the same manner as the preparation of the aqueous liquid of Example 1, aqueous liquids containing the treatment agents of Examples 2 to 26 and Comparative Examples 1 to 8 were prepared using the components shown in Tables 3 and 4. However, in Tables 3 and 4, the type of each component in the treatment agent is shown, and the compounding ratio (%) of each component is shown when the component (treatment agent) other than water is set to 100%. In addition, the addition rate (parts) of water is also shown when the treatment agent is set to 100 parts.

The types and contents of the smoothing agents, the types and contents of nonionic surfactants, the types and contents of ionic surfactants, and the types and contents of other components are shown in Tables 3 and 4, respectively, in the "Smoothing Agents" column in Tables 3 and 4. , "Nonionic Surfactant" column, "Ionic Surfactant" column, "Other Components" column. In addition, the mass ratio of the content of the esters A1 in the smoothing agent is shown in the column "mass ratio: esters A1/smoothing agent" in Table 1, when the total of the content ratios of the esters A1 and the esters A2 is 100%. The mass ratio of the content of A1 is shown in the column "mass ratio: ester A1/(ester A1+ester A2)" in Tables 3 and 4. The addition rate (parts) of water is shown in the column of "Water" in Tables 3 and 4.

table 3

Table 4

Each code in Tables 3 and 4 indicates: a-1: 2-ethylhexyl stearate a-2: 2-decyltetradecyl oleate a-3: rapeseed oil a-4: mineral oil (180 Rays sec, 30°C) a-5: 2-ethyltridecyl propionate a-6: diester of 2-decyltetradecanol and thiol dipropionic acid B-1: polyoxyethylene (mass average molecular weight 600) and diester B-2 of oleic acid: 20 moles of ethylene oxide adduct of castor oil B-3: 7 moles of ethylene oxide adduct of lauryl alcohol B-4: 12-molar ethylene oxide adduct of lauric acid B-5: 5-molar ethylene oxide adduct of glycerol and 2-molar random adduct of propylene oxide B-6: Epoxy adduct of trimethylolpropane Diester B-7 formed by 24 moles of ethane adduct with octadecanoic acid: 15 moles of propylene oxide of 2-ethylhexanol - 13 moles of ethylene oxide block adduct B -8: 25 mol ethylene oxide adduct of hardened castor oil B-9: 15 mol ethylene oxide adduct of tallow alkylamine C-1: polyoxyethylene (2 mol) lauryl The salt formed by phosphoric acid ester of ether and potassium C-2: Sodium second alkyl sulfonate (carbon number 13-15) C-3: Potassium oleate D-1: 1,1,3-parameter (2-methyl) yl-4-hydroxy-5-t-butylphenyl)butane D-2: triethylene glycol-bis[3-(3-t-butyl-5-methyl-4-hydroxyphenyl)propionic acid Ester] D-3: Polydimethylsiloxane (viscosity 20mm ² /s (25°C))

Test Category 2 (Evaluation of Treatment Agents)

・Manufacture of drawn yarn A specific amount of ion-exchanged water was added to each of the aqueous liquids obtained as described above, and the mixture was uniformly mixed to prepare an emulsion with a concentration of 10% of the treatment agent. The small particles of polyethylene terephthalate having an intrinsic viscosity of 0.64 and a titanium oxide content of 0.2% were dried by an ordinary method, and then spun at 295°C using an extruder. After cooling and hardening discharged from the spinning nozzle, the above-mentioned emulsion was adhered to the moving yarn by the pilot oiling method using a metering pump so that the treatment agent was 1.0% with respect to the moving yarn. Then, it was bundled with a guide, and pulled by a pulling roll heated to 90°C at a speed of 1400 m/min, and then stretched 3.2 times between the pulling roll and the stretching roll rotating at a speed of 4800 m/min, An extension filament of 83.3 dtex (75 denier) of 36 filaments was produced. Using the produced drawn yarn, yarn flutter was evaluated in terms of spinning fluff and yarn breakage. In addition, the tar related to the treating agent was evaluated by the following method. The results are shown in Tables 3 and 4.

・Evaluation of spinning fluff The wrap of the drawn yarn obtained by the above method was wound up for 10 minutes at a yarn speed of 500 m/min in an atmosphere of 25° C.×65% RH.

・Evaluation of fluff At this time, the number of fluffs was measured for 10 minutes with a fluff counter (manufactured by Toray Engineering Co., Ltd., trade name DT-105) before winding, and spinning fluff was evaluated according to the following evaluation criteria. The results are shown in Tables 3 and 4 in the column "Spinning Raising".

◎ (good): The number of fluffs in 10 minutes is 0 to 3 ○ (acceptable): The number of fluffs in 10 minutes is 4 to 6 × (defective): The number of fluffs in 10 minutes is 7 or more

・Evaluation of yarn breakage in spinning It was wound up for 24 hours at the time of production of the drawn yarn. The number of yarn breakages at the time of winding for 24 hours was measured, and the spinning yarn breakage was evaluated according to the following evaluation criteria. The results are shown in Tables 3 and 4 in the column of "Spinning yarn breakage".

・Evaluation of broken wires ◎ (good): The number of broken wires in 24 hours was 0 times ○ (acceptable): The number of broken wires in 24 hours is 1 to 4 times × (defective): 5 or more wire breakages in 24 hours

・Evaluation of tar The tar was obtained by the following method as the amount of tar.

・Amount of tar 2 g of the processing agent for synthetic fibers was taken out and heated on a hot plate heated to 220° C. for 24 hours. The quality after the heat treatment was measured and evaluated based on the following evaluation criteria for the amount of tar. The results are shown in the column of "tar amount" in Tables 3 and 4.

◎ (good): The amount of residue after 24 hours is less than 40% ○ (acceptable): The amount of residue after 24 hours is 40% or more and less than 60% × (defective): The amount of residue after 24 hours is 60% or more

As is clear from the results in Tables 3 and 4, the evaluations of the amount of tar and fluffing and yarn breakage in the spinning step of the treating agents of the respective Examples were all acceptable. According to the present invention, tar can be reduced, and yarn wobbling can be reduced.

Claims (4)

A treatment agent for synthetic fibers, comprising a smoothing agent, a nonionic surfactant, and an ionic surfactant, characterized in that: the above-mentioned smoothing agent contains the esters A1 shown in Formula 1 below, and optionally contains the following The esters A2 shown in Chemical 2; the above-mentioned esters A1 are contained in a ratio of 40 to 100 mass % in the above-mentioned smoothing agent; when the sum of the content ratios of the above-mentioned esters A1 and the above-mentioned esters A2 is 100 mass %, Contains the above-mentioned esters A1 in a proportion of 50 to 100% by mass;

(In Formula 1, R ¹ : a saturated hydrocarbon group having 7 to 23 carbon atoms, or an unsaturated hydrocarbon group having 7 to 23 carbon atoms; X ¹ , Y ¹ , Z ¹ : a hydrogen atom, a methyl group, an ethyl group, and a carbon number of 3 to 3 17 straight-chain saturated hydrocarbon group, carbon number 3-17 branched saturated hydrocarbon group, carbon 3-17 straight-chain unsaturated hydrocarbon group, or carbon 3-17 branched-chain unsaturated hydrocarbon group ; Wherein, any one of X ¹ and Y ¹ and Z ¹ are methyl, ethyl, or the above-mentioned hydrocarbon groups, and the total number of carbons of X ¹ , Y ¹ and Z ¹ is 6~17)

(In Formula 2, R ² : a saturated hydrocarbon group having 7 to 23 carbon atoms, or an unsaturated hydrocarbon group having 7 to 23 carbon atoms; X ² : hydrogen atom; Y ² : hydrogen atom; Z ² : hydrogen atom, methyl group, ethyl group base, linear saturated hydrocarbon group with 3 to 17 carbon atoms, saturated hydrocarbon group with branched chain structure with 3 to 17 carbon atoms, linear unsaturated hydrocarbon group with 3 to 17 carbon atoms, or branched hydrocarbon group with 3 to 17 carbon atoms unsaturated hydrocarbon group of chain structure); the content of the above-mentioned ionic surfactant is 1 to 20% by mass. The treatment agent for synthetic fibers according to claim 1, wherein X ¹ of the above-mentioned compound 1 is a methyl group, an ethyl group, a straight-chain saturated hydrocarbon group having 3 to 17 carbon atoms, and a branched chain structure having a carbon number of 3 to 17. A saturated hydrocarbon group, a linear unsaturated hydrocarbon group with 3 to 17 carbon atoms, or an unsaturated hydrocarbon group with a branched structure with 3 to 17 carbon atoms. The treating agent for synthetic fibers according to claim 1 or 2, wherein in the above-mentioned chemical formula 1, the sum of the carbon numbers of X ¹ , Y ¹ and Z ¹ is 6 to 12. A synthetic fiber characterized by adhering the treatment agent for synthetic fibers according to any one of claims 1 to 3.