JP2019500506A - Leveling agent and method for producing dyed fiber product - Google Patents

Abstract

The present invention relates to a leveling agent that is excellent in dye dispersibility, has little odor, and has excellent leveling and dyeing properties even when the heating rate is higher than usual, and the leveling agent. An object of the present invention is to provide a method for producing a dyed fiber product using the above.
The present invention provides a leveling agent containing a predetermined component (A), component (B), and component (C), and a method for producing a dyed fiber product using the same.
[Selection figure] None

Description

  The present invention relates to a leveling agent used for dyeing fibers containing polyester fibers, and a method for producing a dyed fiber product obtained by dyeing using the leveling agent.

  In general, dyeing of fibers is performed over time under high temperature and high pressure conditions. For example, dyeing on a polyester fiber is performed as follows. First, the treatment bath is heated to about 40 to 60 ° C., usually about 50 to 80 minutes, and if it is desired to complete the dyeing quickly, the temperature is gradually increased over about 30 to 50 minutes, and 120 to 135 ° C. (normally , About 130 ° C.) for about 30 to 90 minutes (usually about 60 minutes).

  In order to reduce energy and working time, it has been conventionally desired to shorten the dyeing time, that is, to increase the heating rate. However, if the heating rate is increased, dyeing spots are likely to occur or sufficient dyeing properties can be obtained. There was a problem that it was difficult to be done. In particular, when a dye having a low dispersibility or a plurality of dyes is used, when the object to be dyed contains a blended fiber or an ultrafine fiber, dyeing spots are likely to occur.

  By the way, a leveling agent for preventing dye aggregation and dyeing uniformly without spots and a carrier agent for dyeing darkly as necessary are added to the dyeing treatment liquid. It is considered that such a leveling agent or carrier agent solves the above-mentioned problems associated with an increase in the heating rate. Conventionally, the following techniques have been disclosed as leveling agents or carrier agents.

  Examples of leveling agents include one or more selected from benzoate and dibenzyl ether in Patent Document 1, carbon number of polyalkylene glycol fatty acid diester, styrenated phenol or α-methyl styrenated phenol. A leveling agent for polyester fiber containing a predetermined amount of a sulfate ester salt or a phosphate ester salt of 2 to 4 alkylene oxide adducts is disclosed. Patent Document 2 discloses a carrier agent containing a benzoate ester and a nonionic activator.

JP 2010-090498 A Japanese Patent Laid-Open No. 2007-1000028

  However, the above conventional leveling agent and carrier agent have a problem that the dispersibility of the dye is insufficient and the device is easily soiled. In addition, the leveling agent and the carrier agent give off a specific odor and the working environment is deteriorated, resulting in a problem that the odor remains in the obtained dyed fiber product.

  Accordingly, there has been a demand for a leveling agent that is excellent in dye dispersibility, has a low odor, and has an excellent leveling and dyeing property even when the heating rate is higher than usual.

  The present invention has been made in view of the above-described problems of the prior art, and has excellent dye dispersibility, low odor, and excellent leveling and dyeing even when the heating rate is higher than usual. It is an object of the present invention to provide a leveling agent capable of producing a natural dyed fiber product and a method for producing a dyed fiber product produced by dyeing using the leveling agent.

  As a result of intensive studies to solve the above problems, the present inventors have found that the above problems can be solved by using a combination of a predetermined aromatic carboxylic acid diester and a predetermined surfactant. The invention has been completed.

（式（１）中、Ｒ^１及びＲ⁴はそれぞれ独立に炭素数１〜４のアルキル基又はアルコキシ基を表し、ａ及びｃはそれぞれ独立に０〜３の整数を表し、Ｒ^２及びＲ^３はそれぞれ独立に単結合又は炭素数１〜３のアルキレン基を表し、Ａ^１Ｏは炭素数２〜６のアルキレンオキシ基を表し、ｂは１〜１０の整数を表す。）

（式（２）中、Ｒ^５及びＲ^６はそれぞれ独立に炭素数７〜２３の脂肪族炭化水素基を表し、Ａ^２Ｏは炭素数２〜４のアルキレンオキシ基を表し、ｄは１〜１００の整数を表す。）

（式（３）中、Ｒ^７、Ｒ^８及びＲ^９はそれぞれ独立に水素原子又はメチル基を表し、ｅは１〜３、ｆは０〜２、ｇは０〜５の整数を表し、［（ｅｆ＋ｆ）＋ｇ］は１〜５であり、Ａ^３Ｏは炭素数２〜４のアルキレンオキシ基を表し、ｈは１〜１００の整数を表し、Ｒ^１０は炭素数７〜２３の脂肪族炭化水素基を表す。） That is, in one embodiment of the present invention, component (A): a compound represented by the following general formula (1), component (B): a compound (B1) represented by the following general formula (2), and the following general formula At least one compound selected from the group consisting of compound (B2) represented by formula (3), and at least selected from component (C): an inorganic acid ester of an alkylene oxide adduct of styrenated phenol and a salt thereof. And a leveling agent characterized by containing one compound.

(In formula (1), R ¹ and R ⁴ each independently represent an alkyl group or alkoxy group having 1 to 4 carbon atoms, a and c each independently represent an integer of 0 to 3, R ² and R ³ Each independently represents a single bond or an alkylene group having 1 to 3 carbon atoms, A ¹ O represents an alkyleneoxy group having 2 to 6 carbon atoms, and b represents an integer of 1 to 10).

(In formula (2), R ⁵ and R ⁶ each independently represent an aliphatic hydrocarbon group having 7 to 23 carbon atoms, A ² O represents an alkyleneoxy group having 2 to 4 carbon atoms, and d represents 1 to 1) Represents an integer of 100.)

(In Formula (3), R < ⁷ >, R < ⁸ > and R < ⁹ > represent a hydrogen atom or a methyl group each independently, e is 1-3, f is 0-2, g represents the integer of 0-5, (Ef + f) + g] is 1 to 5, A ³ O represents an alkyleneoxy group having 2 to 4 carbon atoms, h represents an integer of 1 to 100, and R ¹⁰ is aliphatic carbonization having 7 to 23 carbon atoms. Represents a hydrogen group.)

  In the leveling agent of this embodiment, it is preferable that mass ratio of a component (A), a component (B), and a component (C) is 10: 45: 45-98: 1: 1.

  Another embodiment of the present invention provides a method for producing a dyed fiber product, comprising the step of dyeing a fiber with a dyeing solution containing the leveling agent.

  In the manufacturing method of the said dyed fiber product, it is preferable that the said fiber contains a polyester fiber.

  Since the level dyeing agent of one embodiment of the present invention has little odor, there is little risk of odor derived from the leveling agent on the fiber to be dyed, and the working environment of dyeing can be improved. In addition, the leveling agent of the present invention has excellent dye dispersibility, and a dyed fiber product having excellent leveling and dyeing properties can be obtained. Therefore, even fiber products including mixed fibers, composite fibers, and ultrafine fibers that are difficult to dye uniformly can be dyed uniformly.

  Further, by using the leveling agent of one embodiment of the present invention, it is possible to obtain a dyed fiber product having excellent leveling and dyeing properties even when the temperature rising rate in dyeing is increased. Therefore, it can contribute to energy saving and work time reduction, and can contribute to cost reduction.

The component (A) used for the leveling agent of one embodiment of the present invention is a compound represented by the following general formula (1). Component (A) acts as a carrier that expands the crystal region of the fiber and makes it easier for the dye to enter the fiber, particularly when dyeing chemical fibers such as polyester fibers or blended fibers or composite fibers containing them.

In formula (1), R ¹ and R ⁴ each independently represents an alkyl group having 1 to 4 carbon atoms or an alkoxy group, and a and c each independently represent an integer of 0 to 3. When there are a plurality of R ¹ or R ^{4 s} , they may be the same or different. R ¹ and R ⁴ are preferably alkyl groups having 1 to 3 carbon atoms from the viewpoint of better dye dispersibility, leveling and dyeing properties. From the same viewpoint, a and c are preferably 0 or 1, and more preferably 0.

R ² and R ³ each independently represents a single bond or an alkylene group having 1 to 3 carbon atoms. A single bond is preferable as R ² and R ³ from the viewpoint of better dye dispersibility, level dyeing and dyeing properties.

A ¹ O represents an alkyleneoxy group having 2 to 6 carbon atoms, and b is 1 to 10. When there are a plurality of A ¹ Os, they may be the same or different. From the standpoint of better dye dispersibility, leveling and dyeing properties, A ¹ O is preferably an alkyleneoxy group having 2 to 4 carbon atoms. Moreover, 1-5 are preferable as b from a viewpoint that level dyeing property and dyeing property are more excellent.

  As a method for obtaining the component (A), for example, an aromatic carboxylic acid optionally having an alkyl group or an alkoxy group, a polymer of an alkylene oxide having 2 to 4 carbon atoms, or an alkanediol having 2 to 6 carbon atoms Can be obtained by reacting.

  Examples of the aromatic carboxylic acid include alkyl groups having 1 to 4 carbon atoms such as benzoic acid, 2-methylbenzoic acid, 4-ethylbenzoic acid, 4-n-propylbenzoic acid, and 4-t-butylbenzoic acid. And benzoic acid having an alkoxy group having 1 to 4 carbon atoms such as 2-methoxybenzoic acid and 4-t-butoxybenzoic acid. As the aromatic carboxylic acid, benzoic acid or benzoic acid having an alkyl group having 1 to 4 carbon atoms is more preferable from the viewpoint of better dye dispersibility, leveling and dyeing properties.

  Examples of the alkanediol having 2 to 6 carbon atoms include ethane-1,2-diol, 1,3-propanediol, and 1,4-butanediol.

  The component (B) is a compound (B1) represented by the general formula (2) and / or a compound (B2) represented by the general formula (3).

First, the compound (B1) represented by the following general formula (2) will be described.

In formula (2), R ⁵ and R ⁶ each independently represent an aliphatic hydrocarbon group having 7 to 23 carbon atoms, which may be saturated or unsaturated, and may be linear or branched. It may be a chain. From the viewpoint of better dye dispersibility, leveling and dyeing properties, the carbon number is preferably 11 to 21, and more preferably 13 to 19.

A ² O represents an alkyleneoxy group having 2 to 4 carbon atoms, and d is an integer of 1 to 100. When there are a plurality of A ² O, they may be the same or different. From the viewpoint of better dye dispersibility, leveling and dyeing properties, A ² O is preferably an ethyleneoxy group or a propyleneoxy group, and more preferably an ethyleneoxy group. Further, d is preferably 5 to 25 from the viewpoint of better dye dispersibility, leveling and dyeing properties.

  Examples of the method for producing the compound represented by the general formula (2) include reacting a fatty acid having 8 to 24 carbon atoms with a polymer of alkylene oxide having 2 to 4 carbon atoms or an alkanediol having 2 to 4 carbon atoms. Can be obtained.

  Examples of the fatty acid having 8 to 24 carbon atoms include octanoic acid, nonanoic acid, decanoic acid, dodecanoic acid, tetradecanoic acid, pentadecanoic acid, hexadecanoic acid, 9-hexadecanoic acid, heptadecanoic acid, 2-heptylundecanoic acid, cis-9-octadecene. Examples thereof include acid, 11-octadecenoic acid, cis, cis-9,12-octadecadienoic acid and the like. Moreover, as a C8-C24 fatty acid, you may use a thing derived from a natural product, for example, the tall fatty acid refine | purified from tall oil, the coconut oil fatty acid obtained by hydrolyzing coconut oil, etc. are mentioned. Among these, cis-9-octadecenoic acid, tall fatty acid, cis, cis-9,12-octadecadienoic acid are preferable from the viewpoint of better dye dispersibility, level dyeing and dyeing properties, and cis-9 -Octadecenoic acid is more preferred.

  Examples of the alkanediol having 2 to 4 carbon atoms include ethane-1,2-diol, 1,3-propanediol, 1,4-butanediol, and the like.

Next, the compound (B2) represented by the following general formula (3) will be described.

In formula (3), R ⁷ , R ⁸ and R ⁹ each independently represent a hydrogen atom or a methyl group. From the viewpoint of better dye dispersibility, level dyeing and dyeing properties, a hydrogen atom is preferred.

  e represents 1 to 3, f represents 0 to 2, g represents an integer of 0 to 5, and [(ef + f) + g] represents 1 to 5. From the viewpoint of better dye dispersibility, leveling and dyeing properties, [(ef + f) + g] is preferably 1 to 4, and more preferably 2 or 3.

A ³ O represents an alkyleneoxy group having 2 to 4 carbon atoms, and h is an integer of 1 to 100. When there are a plurality of A ³ Os, they may be the same or different. From the viewpoint of better dye dispersibility, leveling and dyeing properties, A ³ O is preferably an ethyleneoxy group or a propyleneoxy group, and more preferably an ethyleneoxy group. From the same viewpoint, h is preferably 5 to 20.

R ¹⁰ represents an aliphatic hydrocarbon group having 7 to 23 carbon atoms, may be saturated or unsaturated, and may be linear or branched. From the viewpoint of better dye dispersibility, leveling and dyeing properties, the carbon number is preferably 11 to 21, and more preferably 13 to 19.

  As a manufacturing method of the compound represented by General formula (3), for example, manufacturing by making the C2-C4 alkylene oxide adduct of mono- or polystyrene-ized phenol and a C8-C24 fatty acid react. Can do.

  Examples of the fatty acid having 8 to 24 carbon atoms are the same as those described above.

  As the component (B) in the leveling agent, among the compounds (B1) and (B2), the compound (B1) is preferable from the viewpoint of better dye dispersibility, leveling and dyeing properties.

（式（４）中、Ｒ^１１、Ｒ^１２及びＲ^１３はそれぞれ独立に水素原子又はメチル基を表し、ｊは１〜３、ｋは０〜２、ｍは０〜５の整数を表し、［（ｊｋ＋ｋ）＋ｍ］は１〜５であり、Ａ^４Ｏは炭素数２〜４のアルキレンオキシ基を表し、ｎは１〜５０の整数を表し、Ｘは下記一般式（４−１）、（４−２）又は（４−３）で表される基を表す。）

（式（４−１）、（４−２）及び（４−３）中、Ｍ^１、Ｍ^２、Ｍ^３及びＭ^４はそれぞれ独立に水素原子、アルカリ金属原子又はアンモニウムを表す。） Component (C) in the leveling agent is at least one compound selected from the group consisting of an inorganic acid ester of an alkylene oxide adduct of styrenated phenol and a salt thereof. Examples of the component (C) include a compound represented by the following general formula (4) or a salt thereof.

(In the formula ^{(4), R 11, R} 12 and ^{R 13} independently represent a hydrogen atom or a methyl group, j is 1 to 3, k is 0 to 2, m represents an integer of 0 to 5, [ (Jk + k) + m] is 1 to 5, A ⁴ O represents an alkyleneoxy group having 2 to 4 carbon atoms, n represents an integer of 1 to 50, X represents the following general formula (4-1), ( 4-2) or a group represented by (4-3).

(In formulas (4-1), (4-2), and (4-3), M ¹ , M ² , M ^3, and M ⁴ each independently represent a hydrogen atom, an alkali metal atom, or ammonium.)

In the formula (4), R ¹¹ , R ¹² and R ¹³ are preferably hydrogen atoms from the viewpoint of better dye dispersibility, leveling and dyeing properties.

  In addition, [(ef + f) + g] is preferably 1 to 4, and more preferably 2 or 3, from the viewpoint that the dye dispersibility, leveling property, and dyeing property are more excellent.

In the compound of formula (4), when there are a plurality of A ⁴ Os, they may be the same or different. From the viewpoint of better dye dispersibility, leveling and dyeing property, A ⁴ O is preferably an ethyleneoxy group or a propyleneoxy group. From the same viewpoint, n is preferably 2 to 20.

Among the formulas (4-1), (4-2), and (4-3), the formula (4-1) is preferable from the viewpoint that the dye dispersibility, leveling property, and dyeing property are more excellent. Ammonium is preferred as M ¹ , M ² , M ^3, and M ⁴ from the viewpoint of better dye dispersibility, leveling and dyeing properties.

  The leveling agent contains the component (A), the component (B) and the component (C), but the mass ratio thereof is more excellent in dye dispersibility, leveling and dyeing properties. (A) :( B) :( C) = 10: 45: 45 to 98: 1: 1 is preferable, and 30:35:35 to 96: 2: 2 is more preferable.

  The leveling agent may consist of only component (A), component (B) and component (C), and may contain other components conventionally used in leveling agents. Examples of the content of the component (A), the component (B), and the component (C) in the leveling agent include an amount of 1 to 100% by mass.

  Examples of the components other than the component (A), the component (B), and the component (C) in the leveling agent include water, organic solvents, and components other than the components (A), (B), and (C). Surfactant etc. are mentioned.

  The organic solvent is added for the purpose of adjusting the viscosity of the leveling agent or stabilizing the agent, and examples thereof include alcohols having 1 to 10 carbon atoms such as methanol, ethanol, isopropyl alcohol, ethylene glycol monobutyl ether, and diethylene glycol monobutyl ether. Of these, diethylene glycol monobutyl ether is preferred. The content of the organic solvent in the leveling agent is preferably 1 to 15% by mass with respect to the total leveling agent.

  As the surfactant, known surfactants can be used without particular limitation, and examples thereof include the following nonionic surfactants, anionic surfactants and cationic surfactants.

  Nonionic surfactants include, for example, aliphatic alcohols or phenols having 1 to 22 carbon atoms, alkyl (alkyl groups having 1 to 10 carbon atoms) phenol, mono or polystyreneated phenol, and mono or polystyreneated alkyl (alkyl group). And alkylene oxides (2 or 3 carbon atoms of alkylene oxide) of alcohols such as phenol.

  Examples of the anionic surfactant include alkyl aryl sulfonates, alkane sulfonates, α-olefin sulfonates, α-sulfo fatty acid methyl esters, alkyl sulfates or phosphate ester salts, and polyoxyalkylene alkyl monoether sulfates. Or a phosphate ester salt etc. are mentioned. These anionic surfactants can be used in the form of alkali metal salts, alkaline earth metal salts, ammonium salts, alkanolamine salts and the like.

  Examples of the cationic surfactant include benzalkonium chloride, a reaction product of a trialkylamine having one or two long-chain alkyl groups and a quaternizing agent, an alkylene oxide adduct of a mono- or dialkylamine and a quaternary agent. And a reaction product with an agent, and quaternary ammonium type surfactants such as alkylpyridinium salts. Examples of the carbon number of the long-chain alkyl group of the trialkylamine include 6 to 24, and examples of the remaining alkyl group include 1 to 5 carbon atoms. Examples of the carbon number of the alkyl group of the mono- or dialkylamine include 6-24. Examples of the alkylene oxide include alkylene oxides having 2 to 4 carbon atoms, and examples of the added mole number thereof include 2 to 50. Examples of the quaternizing agent include alkyl halides having an alkyl group having 1 to 5 carbon atoms and dialkyl sulfuric acid having an alkyl group having 1 to 5 carbon atoms. 3-24 are mentioned as carbon number of the alkyl group of the said alkyl pyridinium salt.

  In the level dyeing agent, as the surfactant other than the component (A), the component (B) and the component (C), the nonionic surfactant and the anionic surfactant are preferable.

  In the leveling agent, the content of the surfactant other than the component (A), the component (B) and the component (C) is preferably 1 to 15% by mass with respect to the total leveling agent.

  Next, the manufacturing method of the dyed fiber product of another embodiment of this invention is demonstrated.

  A method for producing a dyed fiber product of another embodiment of the present invention is a method in which the leveling agent of this embodiment is applied to a conventional dyeing method. For example, a dyeing treatment liquid containing the leveling agent of this embodiment is used. A method of dyeing fibers can be mentioned.

  The amount of leveling agent added to the dyeing solution can be adjusted as appropriate depending on the type of dye. For example, the total amount of component (A), component (B) and component (C) is 0.1 to 15% o.d. w. f. In an amount of 0.3 to 8% o. w. f. Is more preferred.

  Moreover, there is no restriction | limiting in particular as a fiber of dyeing object, For example, natural fiber, a chemical fiber, and these mixed fiber or composite fiber are mentioned. Examples of natural fibers include cotton, hemp and wool, and examples of chemical fibers include regenerated fibers such as rayon and cupra, semi-synthetic fibers such as acetate, and synthetic fibers such as polyester, polyamide, acrylic and spandex. There is no restriction | limiting in particular also as a form of a fiber, A thread | yarn, an ultrafine fiber, a knitting, a textile fabric, a nonwoven fabric etc. are mentioned.

  In the method for producing a dyed fiber product, it is preferable that the fiber to be dyed contains a polyester fiber from the viewpoint that the leveling property, dye dispersibility, and dyeing property are more excellent.

  Although the bath ratio between the fiber to be dyed and the treatment liquid varies depending on the intended dyeing property and the like, a range of 1: 3 to 1:30, more preferably 1: 5 to 1:25 can be mentioned.

  As the dye, a disperse dye is suitable, and the amount of the dye used can be appropriately selected. For example, 0.001 to 20% o.d. w. f. Can be mentioned.

  Further, an acid or chelating agent for pH adjustment, a surfactant other than the component (A), the component (B) and the component (C) can be added to the treatment bath as usual.

  There is no particular limitation on the dyeing machine to be used, and conventional ones can be used. For example, liquid dyeing machine, Wins dyeing machine, jigger dyeing machine, beam dyeing machine, cheese dyeing machine, Obermeier dyeing machine, high-pressure jet Examples thereof include a dyeing machine.

  Conventional conditions can be applied to the dyeing temperature and dyeing time. For example, the treatment bath is heated to about 40 to 60 ° C., usually about 50 to 80 minutes, and about 30 to 50 minutes when dyeing is to be completed quickly. And gradually increasing the temperature and performing a high temperature treatment at 120 to 135 ° C. for about 30 to 90 minutes. Thereafter, it is preferable to perform a soaping process such as reduction cleaning.

  There are no particular limitations on the pressure during dyeing and the soaping method after dyeing, and conventional methods and conditions can be employed.

  The leveling agent has excellent dye dispersibility and dyeing with excellent leveling and dyeing properties, not only when dyeing at a normal heating rate, but also when dyeing at a higher heating rate than usual. A textile product can be obtained. Therefore, it can contribute to reduction of energy and working time.

  EXAMPLES Hereinafter, although an Example is given and this invention is demonstrated in more detail, this invention is not restrict | limited at all by these Examples.

<< 1 >> Production of leveling agent Leveling agents (Examples 1 to 9, Comparative Examples 1 and 2) having the compositions described in Table 1 were obtained using the compounds obtained in Synthesis Examples.

（上記式において、ＥＯはエチレンオキシ基を表す。） Synthesis Example 1 Synthesis of Compound (A-1) as Component (A) 150.1 g of triethylene glycol in a 1 L glass reaction vessel equipped with a stirrer, thermometer, reflux condenser with water separator and nitrogen gas introduction tube (1.0 mol), 244.2 g (2.0 mol) of benzoic acid, 1.22 g of tin oxide and 36 g of xylene were charged, and the temperature was raised to 180 ° C. while blowing nitrogen into the reaction solution at a flow rate of 30 ml / min. . After reaching 180 ° C., the reaction was carried out at the same temperature for 8 to 10 hours. Water produced by the reaction was removed from the reaction system by azeotropy with xylene. The obtained reaction product was neutralized with 5% by mass aqueous sodium hydroxide solution, washed with warm water, and then the remaining xylene was distilled off at 120 to 135 ° C. under a reduced pressure of 1.5 kPa. Compound A-1 was obtained.

(In the above formula, EO represents an ethyleneoxy group.)

（上記式において、ＰＯはプロピレンオキシ基を表す。） Synthesis Example 2 Synthesis of Compound (A-2) as Component (A) Synthesis Example 1 except that 150.1 g (1.0 mol) of triethylene glycol was changed to 134 g (1.0 mol) of dipropylene glycol Similarly, Compound A-2 represented by the following formula was obtained.

(In the above formula, PO represents a propyleneoxy group.)

（上記式において、ＥＯはエチレンオキシ基を表し、ｐは８〜１０を表す。） Synthesis Example 3 Synthesis of Compound (A-3) as Component (A) Except for changing 150.1 g (1.0 mol) of triethylene glycol to 400 g (1.0 mol) of polyethylene glycol (average molecular weight 400). In the same manner as in Synthesis Example 1, Compound A-3 represented by the following formula was obtained.

(In the above formula, EO represents an ethyleneoxy group, and p represents 8-10.)

Synthesis Example 4 Synthesis of Compound (B1-1) as Component (B) A cis-9-octadecenoic acid diester of polyethylene glycol (average molecular weight 800) was used as Compound B1-1.

Synthesis Example 5 Synthesis of Compound (B1-2) which is Component (B) cis- of block copolymer of ethylene oxide and propylene oxide (molar ratio, ethylene oxide: propylene oxide = 8: 2) (number average molecular weight 1000) 9-Octadecenoic acid diester was used as compound B1-2.

Synthesis Example 6 Synthesis of Compound (B2-1) as Component (B) A cis-9-octadecenoic acid ester of tristyrenated phenol ethylene oxide adduct (average addition mole number 20) was used as Compound B2-1.

Synthesis Example 7 Synthesis of Compound (C-1) as Component (C) An ammonium salt of a sulfate ester of tristyrenated phenol ethylene oxide adduct (average addition mole number 10) was used as Compound C-1.

Synthesis Example 8 Synthesis of Compound (C-2) as Component (C) Ammonium sulfate ester of block adduct of propylene oxide (average addition mole number 9) and ethylene oxide (average addition mole number 5) of monostyrenated phenol The salt was used as compound C-2.

<< 2 >> Evaluation (I) Odor, (II) Dye dispersibility, (III) Dyeing property and leveling property were evaluated using the leveling agent of each Example and Comparative Example. Each evaluation method is described below.

(I) Odor 1% by weight aqueous solutions of leveling agents of Examples and Comparative Examples were prepared, placed in an airtight container and allowed to stand at 80 ° C. for 10 minutes. Thereafter, the odor when the sealed container was opened was evaluated according to the following criteria. The results are shown in Table 1.
A: There is no odor at all.
B: A little odor is felt.
C: The odor is very felt.

(II) Dye dispersibility Test liquid 1 and test liquid 2 having the following compositions were prepared using water in a pot of a color pet (manufactured by Nippon Dyeing Machinery Co., Ltd.). Each test solution was heated from 40 ° C. to 130 ° C. at 3 ° C./min, and the same temperature was maintained for 30 minutes. Then, it cooled to 80 degreeC and filtered each test solution using each Example and the comparative example by 5A filter paper (made by ADVANTEC) by the same quantity. The state of the filter paper after filtration was visually observed and evaluated according to the following criteria. The results are shown in Table 1.

［評価基準］
Ａ：ろ紙に染料凝集物による目詰まりはなく、染料分散性が良好である。
Ｂ：ろ紙に染料凝集物による目詰まりが少しあり、染料分散性がやや劣る。
Ｃ：ろ紙に染料凝集物が残っており、染料分散性が不良である。

[Evaluation criteria]
A: The filter paper is not clogged with dye aggregates and has good dye dispersibility.
B: The filter paper is slightly clogged with dye aggregates, and the dye dispersibility is slightly inferior.
C: Dye aggregates remain on the filter paper, and the dye dispersibility is poor.

(III) Dyeing property and leveling property (III) -1. Manufacture of dyed fiber products

A treatment liquid having the following composition is prepared in water in a pot of a mini-color dyeing machine (manufactured by Rapid), and polyester taffeta scouring cloth (30 denier, basis weight: 50 g / m ² ) as a fiber to be dyed there. The sample was added at 1:10, and staining was performed under the following condition i or condition ii.
[Treatment liquid composition]
-Leveling agent of Examples and Comparative Examples 1 g / L
・ PH adjuster 0.3g / L
Glacial acetic acid and disperse dye 0.3% o. w. f.
・ Dianix Yellow Brown XF (product name)
・ Dianix Ruby XFN (product name, manufactured by Dystar)
・ Dianix Navy XF (product name)

[Dyeing process]

After the dyeing step, the treatment liquid was cooled to about 80 ° C., and the fiber to be dyed was taken out. It was put into a reducing cleaning solution having the following composition at a bath ratio of 1:30 and subjected to reducing cleaning at 80 ° C. for 15 minutes. Thereafter, washing with water, dehydration and drying were performed to obtain a dyed fiber product.
[Reduced cleaning solution composition]
・ SUNMORL M-240 (Zhejiang Nichika Chemical Co., Ltd., trade name) 1g / L
・ Sodium carbonate 1g / L
・ Hydrosulfite sodium 1g / L

(III) -2. Dyeing property About the obtained dyed fiber product, K / S value for every 10 nm of 400 to 700 nm is obtained using a spectrocolorimeter (CM-3600d, manufactured by Konica Minolta Sensing Co., Ltd.), and the integral value is calculated. And the K / S value of the dyed fiber product. When the K / S value of the dyed fiber product obtained under the condition i using the level dyeing agent of Comparative Example 1 was set to 100, the relative K / S value of the other dyed fiber product was determined and used as the dyeing rate. . The results are shown in Table 1. The higher the dyeing rate, the deeper the dyeing, that is, the better the dyeing property.

(III) -3. Level Dyeability The dyed fiber product obtained in “(III) -1. Production of dyed fiber product” was visually observed, and the level dyeability was evaluated according to the following criteria. The results are shown in Table 1.
<Evaluation criteria>
A: Almost no staining spots are observed and leveling is good. B: Little staining spots are observed and leveling is slightly good. C: Many staining spots are observed and leveling is insufficient.

  As shown in Table 1, it was found that the leveling agent had excellent dye dispersibility because the leveling agent-derived odor was suppressed. It was also found that by using a leveling agent, an excellent leveling and dyeing dyed fiber product can be produced.

  In addition, it was found that even if the temperature rising rate is higher than usual, an excellent dyeing and dyeing fiber product can be produced.

  Since the level dyeing agent of the present invention has little odor, there is little possibility that the odor derived from the leveling agent will adhere to the fiber to be dyed, and the dyeing work environment can be made favorable. The leveling agent of the present invention has excellent dye dispersibility, and can produce a dyed fiber product having excellent leveling and dyeing properties. Therefore, even fiber products including mixed fibers, composite fibers, and ultrafine fibers that are difficult to dye uniformly can be dyed uniformly.

  Further, in the level dyeing agent of the present invention, a dyed fiber product having excellent leveling and dyeing properties can be produced even when the temperature rising rate is increased. Therefore, it can contribute to energy saving and work time reduction, and can contribute to cost reduction.

Claims (4)

Component (A): a compound represented by the following general formula (1);
Component (B): at least one compound selected from the group consisting of compound (B1) represented by the following general formula (2) and compound (B2) represented by the following general formula (3);
Component (C): at least one compound selected from the group consisting of an inorganic acid ester of an alkylene oxide adduct of styrenated phenol and a salt thereof;
Leveling agent characterized by containing.

(In formula (1), R ¹ and R ⁴ each independently represent an alkyl group or alkoxy group having 1 to 4 carbon atoms, a and c each independently represent an integer of 0 to 3, R ² and R ³ Each independently represents a single bond or an alkylene group having 1 to 3 carbon atoms, A ¹ O represents an alkyleneoxy group having 2 to 6 carbon atoms, and b represents an integer of 1 to 10).

(In formula (2), R ⁵ and R ⁶ each independently represent an aliphatic hydrocarbon group having 7 to 23 carbon atoms, A ² O represents an alkyleneoxy group having 2 to 4 carbon atoms, and d represents 1 to 1) Represents an integer of 100.)

(In Formula (3), R < ⁷ >, R < ⁸ > and R < ⁹ > represent a hydrogen atom or a methyl group each independently, e is 1-3, f is 0-2, g represents the integer of 0-5, (Ef + f) + g] is 1 to 5, A ³ O represents an alkyleneoxy group having 2 to 4 carbon atoms, h represents an integer of 1 to 100, and R ¹⁰ is aliphatic carbonization having 7 to 23 carbon atoms. Represents a hydrogen group.)   The level dyeing according to claim 1, wherein a mass ratio of the component (A), the component (B), and the component (C) is 10:45:45 to 98: 1: 1. Agent.   A method for producing a dyed fiber product, comprising a step of dyeing a fiber with a dyeing treatment liquid containing the leveling agent according to claim 1 or 2.   The method for producing a dyed fiber product according to claim 3, wherein the fiber includes a polyester fiber.