JPH10237335A - Disperse dye composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a disperse dye composition, capable of assuming a bright dark red color, excellent in hue, dyeing characteristics and color fastness to washing and suitable for dyeing and printing a hydrophobic textile material by including a specific benzothiazole-azo compound group therein. SOLUTION: This composition comprises two or more compound groups selected from three groups of (A) a benzothiazole-azo compound group represented by formula I [X1 and X2 are each H or chlorine; R1 is H, a halogen, a (substituted)amino or a (substituted)lower alkyl; R2 and R3 are each H or a (substituted)lower alkyl], (B) a benzothiazole-azo compound group represented by formula II [X3 and X4 are each H or chlorine; R4 is R1 ; R5 is a (substituted) lower alkyl] and (C) a benzothiazole-azo compound group represented by formula III [R6 is H or a lower alkyl; R7 and R8 are each a (substituted) 1-6C alkyl]. The ratio of one compound group in the three compound groups A to C to the other compound groups is preferably within the range of (99/1) to (1/99) expressed in terms of weight ratio.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a bright red disperse dye composition containing a plurality of benzothiazole azo compounds and an application thereof.

[0002]

2. Description of the Related Art It is known to apply a composition containing two types of benzothiazole azo dyes of the following (A) and (B) to the dyeing or printing of a hydrophobic fiber material (JP-A-4-370).
No. 158).

[0003]

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[0004]

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(Wherein Q1 represents a -C2H5 group or -C2H
Represents a 4OCOCH3 group, and Q2 represents -C2H4OCOCH
3 represents a group or a -C2H4CN group, and Q3 represents a hydrogen atom or a -CH3 group. Here, Ph represents a phenyl group. (The same applies hereinafter.) In recent years, synthetic fiber manufacturers have developed a polyester fiber material called a new synthetic fiber, and have become established in the market.

[0006]

However, the dyed product obtained by using the above benzothiazole azo dye composition has a large darkness and a deep red hue. Therefore,
With the above-mentioned known composition, a dyed product having a clear red color was not obtained. For this reason, when applied to conventional hydrophobic fiber materials and the above-mentioned new synthetic fibers, it is desired to develop a disperse dye composition which gives a clear, deep red color and gives dyeings excellent in washing fastness and the like. I have.

[0007]

Means for Solving the Problems The present inventors have made intensive studies to solve the above problems, and as a result, a specific novel disperse dye composition containing a plurality of benzothiazole compound groups has been described. The inventors have found that the object is achieved, and have completed the present invention.

That is, the present invention relates to (a) the following general formula (I)
A benzothiazole azo compound group represented by the following formula, (b) a benzothiazole azo compound group represented by the following general formula (II), and (c) a benzothiazole azo compound group represented by the following general formula (III). And a method for dyeing a hydrophobic fiber material using the same.

[0009]

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Wherein X 1 and X 2 are the same or different,
Represents a chlorine or hydrogen atom, but X1 and X2 are not chlorine atoms at the same time. R1 represents a hydrogen atom, a halogen atom, an optionally substituted amino group or an optionally substituted lower alkyl group, and R2 and R3 are the same or different and are a hydrogen atom or an optionally substituted lower alkyl group; Represents Provided that R2 and R3 are simultaneously -C2H4
It is not an OCOOR5 group (R5 represents a lower alkyl group which may be substituted). ]

[0011]

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(Wherein X3 and X4 are the same or different and each represents a chlorine atom or a hydrogen atom, and R4 represents a hydrogen atom, a halogen atom, an optionally substituted amino group or an optionally substituted lower alkyl group. And R5 represents the above-mentioned meaning.)

[0013]

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(Wherein R6 represents a hydrogen atom or a lower alkyl group; R7 and R8 are the same or different; hydroxy, alkoxy, cyano, phenyl, phenoxy, benzyloxy, phenoxycarbonyl, phenoxycarbonyloxy, alkylcarbonyl Represents an alkyl group having 1 to 6 carbon atoms or an unsubstituted alkyl group having 1 to 6 carbon atoms, which is substituted by a substituent selected from the group consisting of oxy, alkylcarbonyl, alkoxycarbonyl and alkoxycarbonyloxy. Hereinafter, the present invention will be described in detail.

[0015]

BEST MODE FOR CARRYING OUT THE INVENTION The disperse dye composition of the present invention comprises (i)
A mixture of at least one compound selected from the benzothiazole azo compound group represented by the general formula (I) and at least one compound selected from the benzothiazole azo compound group represented by the general formula (II), (ii) A) a mixture of one or more compounds selected from the benzothiazole azo compound group represented by the general formula (I) and one or more compounds selected from the benzothiazole azo compound group represented by the general formula (III),
(Iii) at least one compound selected from the group consisting of the benzothiazole azo compounds represented by the general formula (II) and the compound represented by the general formula (II)
A mixture with one or more compounds selected from the benzothiazole azo compound group represented by I), and (iv) one or more compounds selected from the benzothiazole azo compound group represented by the general formula (I), It is a mixture of at least one compound selected from the benzothiazole azo compound group represented by the general formula (II) and at least one compound selected from the benzothiazole azo compound group represented by the general formula (III).

In the general formula (I), when R1 is a halogen atom, a chlorine atom is particularly preferred. When R1 is a substituted or unsubstituted amino group, examples of the substituent of the amino group include straight-chain or branched ones having 1 to 6 carbon atoms, particularly 1 to 4 carbon atoms such as methyl and ethyl. Alkyl, acetyl, and propionyl, such as alkylcarbonyl having 2 to 7 carbon atoms, aryl having 6 to 10 carbon atoms, such as phenyl or alkyl-substituted phenyl, and 7 to 10 carbon atoms, such as benzoyl or alkyl-substituted benzoyl. Arylcarbonyl and the like. When each of R1, R2 and R3 is a lower alkyl group, a preferred lower alkyl group is a linear or branched alkyl group having 1 to 6 carbon atoms, and the substituent is, for example, hydroxy, cyano or the like. , Phenyl or alkyl-substituted phenyl, etc.
10 to 10 total carbon atoms such as aryl, benzyloxy, etc.
Aryloxycarbonyl having a total of 7 to 10 carbon atoms such as 10 phenylalkyloxy, phenoxycarbonyloxy, phenoxycarbonyl or alkyl-substituted phenoxycarbonyl, and aryl having 7 to 10 carbon atoms such as benzoyloxy or alkyl-substituted benzoyloxy Total number of carbon atoms such as alkylcarbonyl and methoxycarbonyl such as carbonyloxy and acetyl are 2 to 5
Alkoxycarbonyl, alkoxycarbonyloxy having a total of 2 to 5 carbon atoms such as ethoxycarbonyloxy,
Total number of carbon atoms such as alkylcarbonyloxy having 2 to 5 carbon atoms such as tetrahydrofurfuryloxycarbonyl, vinyl, allyl and acetyloxy, and total number of carbon atoms such as alkoxyalkoxycarbonyl having 3 to 7 carbon atoms such as methoxyethoxycarbonyl and phenoxyethoxy. 8 to 10 phenoxyalkoxy, 9 to 11 total phenoxyalkoxycarbonyl, 8 to 12 total phenoxyalkoxyalkoxy such as phenoxyethoxyethoxy or phenoxyethoxypropoxy, 1 to 6 carbon alkoxy, Examples thereof include alkoxyalkoxy having 2 to 7 carbon atoms and halogen such as chlorine.

Preferred R1 is, for example, an unsubstituted lower alkyl group such as methyl and ethyl. Desirable R2 and R3 are one having an unsubstituted lower alkyl group and the other being a substituted lower alkyl group.

In the general formula (II), X3 and X4 are the same or different and represent a chlorine or hydrogen atom.
And X4 is not simultaneously chlorine. Also, R4
Examples of the halogen atom represented by are a chlorine atom and the like. When R4 represents an amino group, examples of the substituent include straight-chain or branched alkyl having 1 to 4 carbon atoms such as methyl and ethyl, and alkylcarbonyl having 2 to 5 carbon atoms such as acetyl and propionyl. And arylcarbonyl having 7 to 10 carbon atoms such as benzoyl or alkyl-substituted benzoyl. The lower alkyl group represented by R4 is preferably a straight-chain or branched alkyl group having 1 to 4 carbon atoms, and examples of the substituent include hydroxy, methoxy and other alkoxy groups having 1 to 4 carbon atoms,
And halogen atoms such as chlorine. Preferred R4 is, for example, a substituted amino group, among which an acetylamino group, a propionylamino group and the like are mentioned. R
The lower alkyl group represented by 5 is preferably a straight-chain or branched alkyl group having 1 to 4 carbon atoms.
Examples thereof include an alkoxy group having 1 to 4 carbon atoms such as hydroxy and methoxy, and a halogen atom such as chlorine.

In the general formula (III), the lower alkyl group represented by R6 is preferably a linear or branched alkyl group having 1 to 4 carbon atoms, and specific examples thereof include methyl and ethyl. Carbon number 1 represented by R7 and R8
Examples of the up to 6 alkyl groups include methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, n-pentyl, isopentyl,
n-hexyl and the like can be mentioned. Among the substituents of these alkyl groups, in alkoxy, alkylcarbonyloxy, alkylcarbonyl, alkoxycarbonyl and alkoxycarbonyloxy, the number of carbon atoms in the alkyl portion is preferably in the range of 1 to 6. Specific examples of the substituted alkyl group represented by R7 and R8 include hydroxyethyl, hydroxypropyl, methoxyethyl, ethoxypropyl, cyanoethyl, phenylethyl, phenylpropyl, phenoxyethyl, benzyloxyethyl, phenoxycarbonylethyl, phenoxycarbonyloxy Ethyl, methylcarbonyloxyethyl, methylcarbonylethyl, ethylcarbonylethyl, propylcarbonylethyl, methoxycarbonylethyl, ethoxycarbonylethyl, methoxycarbonyloxyethyl,
Ethoxycarbonyloxyethyl and the like can be mentioned. One of R7 and R8 is preferably an unsubstituted alkyl group, and the other is a substituted alkyl group.

The compound represented by the general formula (I) is, for example, a compound represented by the following general formula (IV)

[0021]

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(Wherein X1 and X2 have the same meanings as described above), which is diazotized according to a conventional method, and then the following general formula (V)

[0023]

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(Wherein, R1, R2 and R3 have the same meanings as described above). In addition, the general formula (I
The compound represented by I) is, for example, a compound represented by the following general formula (VI)

[0025]

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(Wherein X3 and X4 have the same meanings as described above) by diazotizing the amines according to a conventional method, followed by the following general formula (VII)

[0027]

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(Wherein, R4 and R5 have the same meanings as described above). The compound represented by the general formula (III) is, for example, a compound represented by the following formula (VIII)

[0029]

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The amines represented by the following formula are diazotized according to a conventional method, and then the following general formula (IX)

[0031]

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(Wherein R6, R7 and R8 have the same meanings as described above).

The dispersing of the benzothiazole azo compounds represented by the general formulas (I), (II) and (III) is carried out, for example, in a sand mill by condensing a naphthalenesulfonic acid formalin condensate, ligninsulfonic acid, cresol-shaferic acid formalin. Dispersants such as anionic dispersants, or polyoxyethylene alkyl ethers, polyoxyethylene alkyl phenyl ethers and other nonionic dispersants selected from various dispersants such as dispersants, in an appropriate amount of aqueous medium It can be carried out. The obtained dispersion can be used as a liquid or as a powder or granules after drying.

The composition of the present invention preferably comprises (a)
1 selected from the group of benzothiazole azo compounds of (c)
A composition comprising 99-1% by weight of a compound group of the species and 1-99% by weight of a compound selected from the other two benzothiazole azo compound groups, more preferably
(A) to (c), 80 to 20% by weight of one compound group selected from the benzothiazole azo compound group and 20-% of the compound selected from the other two benzothiazole compound groups.
80% by weight.

The blending of the benzothiazole compounds (a), (b) and (c) may be carried out at the stage of dispersing the respective compounds, or may be carried out after dispersing each compound. Moreover, you may mix | blend in a dyeing bath at the time of dyeing | staining.

In the composition of the present invention, a compound other than the benzothiazole azo compound represented by the above general formula, for example, a known dye compound such as an azobenzene type or an anthraquinone type may be blended. Dispersants, extenders, pH adjusters, dispersion leveling agents, dyeing assistants, solvents, resin binders and the like commonly used in the field of disperse dyes may be added.

The compositions of the present invention are useful as disperse dyes and include polyesters, triacetates, diacetates,
It is applied to coloring such as dyeing and printing of hydrophobic materials such as polyamide and polycarbonate, especially hydrophobic fiber materials.

In dyeing a hydrophobic fiber material,
A pH adjusting agent, a dispersion leveling agent, and the like are added as necessary to a dyeing bath in which the composition of the present invention is dispersed in an aqueous medium, and then hydrophobic fibers are immersed. 100 ° C. or more under pressure, preferably 30 ° C. at 105-140 ° C.
Stain for 60 minutes. This dyeing time can be shortened or extended depending on the state of dyeing. In addition, in the presence of a carrier such as o-phenylphenol or methylnaphthalene, dyeing can be performed at a relatively high temperature, for example, at the boiling state of water. Further, when the dye dispersion is padded on a cloth, a dyeing method in which steaming or dry heat treatment is performed at 100 ° C. or higher is also possible.

In the case of printing, the dye dispersion is kneaded with an appropriate glue, printed on a cloth, dried and then subjected to steaming or dry heat treatment.

As the hydrophobic fiber material to which the composition of the present invention is applied, polyester fiber, triacetate fiber,
Examples include diacetate fiber and polyamide fiber material. Further, examples of the blended or woven fabric include a blended woven fabric of the above fibers, and a blended woven fabric of the blended woven fabric with natural fibers such as cellulose fiber, wool and silk. The compositions of the present invention are particularly useful for dyeing or printing polyester fiber materials.

Examples of the new synthetic fiber material to which the composition of the present invention is applied include fibers made of polyester such as polyethylene terephthalate, polybutylene terephthalate and a polycondensate of terephthalic acid and 1,4-bis- (hydroxymethyl) cyclohexane. Materials, blended products and blended products of polyamide fibers such as nylon and the above-mentioned polyester fiber materials, and blended products and blended products of natural fibers such as cotton, silk and wool and the above-mentioned polyester fiber materials. . The form of these materials may be any of yarn, woven fabric, knitted fabric and the like.

When the new synthetic fiber is in the form of a yarn, for example, 1
Ultra-fine fiber of less than denier (It is called fine denier fiber. In particular, ultra-fine fiber of less than 0.3 denier is sometimes called ultra-micro fiber.)
It is composed of yarns, irregular cross-section yarns, different shrinkage blended yarns and the like.
These yarns may be in the form of filaments, or may be modified yarns that have been subjected to various types of processing, such as matte yarns containing titanium dioxide or the like.

[0043]

The composition of the present invention is particularly suitable for dyeing or printing a hydrophobic fiber material, and has excellent hue, dyeing characteristics, fastness and the like as a disperse dye.

[0044]

The present invention will be described in more detail with reference to the following examples. In the examples, parts and% are parts by weight and% by weight, respectively.
It is.

Example 1 The following formula (1)

[0046]

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The benzothiazole compound represented by 0.7
Part, the following formula (2)

[0048]

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Benzothiazole compound 0.3
Part, and formalin condensate of naphthalenesulfonic acid 3
Parts were dispersed in 6 parts of water to obtain a disperse dye composition.
Using this disperse dye composition, a polyester fiber fabric was dyed as follows. The resulting dyed product was uniform without spots, showed good build-up properties, had excellent results in a turring test, and exhibited excellent washing fastness. Table 1 shows the results.

Example 2 0.7 parts of a benzothiazole compound represented by the formula (1),

[0051]

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Benzothiazole compound 0.3
Part, and formalin condensate of naphthalenesulfonic acid 3
Parts were dispersed in 6 parts of water to obtain a disperse dye composition.
Using this disperse dye composition, a polyester fiber fabric was dyed as follows. The resulting dyed product was uniform without spots, showed good build-up properties, had excellent results in a turring test, and exhibited excellent washing fastness. Table 1 shows the results.

Comparative Examples 1 to 3 A mixture of 1 part of the compound of the formula (1), (2) or (3) and 3 parts of a formalin condensate of naphthalenesulfonic acid was prepared.
The dispersion was micronized to obtain 1,000 parts of three kinds of dispersion liquids, and dyed under the same conditions as described above. The results are shown in Table 1 for comparison.

"Build-up test" Preparation of dyeing cloth-A and dyeing cloth-B Dyeing bath-1 and dyeing bath-2 are prepared in the following manner. 100 parts of Tetron Tropical (a polyester fiber woven fabric manufactured by Toray Industries Co., Ltd.) was put into each of these dyeing baths, and the temperature was increased from 60 ° C to 130 ° C.
The temperature is raised at a rate of ° C / min, and staining is performed at 130 ° C for 60 minutes.
After the dyeing, the dyeing material was cooled to 90 ° C. or lower, and the material to be dyed in the dyeing bath was taken out, washed with water, reduced and washed, and dried to obtain a dyed cloth-A and a dyed cloth-B.

Dye bath-1: 20.0 parts of the above dispersion and 3.0 parts of Ionet RAP-1170 (manufactured by Sanyo Chemical Co., Ltd.) were uniformly dispersed in water, and then 1.2 parts of acetic acid and 4.8 parts of sodium acetate were added to give a total of 3000 parts. Make it a dye bath. → Dyeing cloth-A Dyeing bath-2; Except for using 30.0 parts of the dispersion, dyeing bath-1
Prepare 3000 parts of a dye bath under the same conditions as described above. → Dyed cloth-B

The dyeing power of the dyed cloth-A and the dyed cloth-B produced in the evaluation of the build-up property is visually determined, and the quality of the build-up property is compared. The judgment was based on the following criteria. A: A remarkable difference in dyeing power is observed. 〇: Difference in staining power is observed. Δ: Slight difference is observed in dyeing power. X: Almost no difference is observed in staining power.

"Tarling Test" Preparation of Dyeing Cloth-C 20.0 parts of the above dispersion was uniformly dispersed in water, and then acetic acid 1.
2 parts and 4.8 parts of sodium acetate are added to prepare a total 3000 parts dye bath. Then, tetron jersey (Teijin polyester knitted fabric) is tightly wound around the inner tube of the cloth dyeing holder of the test dyeing device Colorpet (manufactured by Nippon Dyeing Machine Co., Ltd.) so that no gap is formed. Fix the upper end with a rubber band so that there is no looseness. Next, after setting the outer cylinder to this, it is thrown into a separately prepared dyeing bath pot, rapidly heated to 90 ° C. to 115 ° C., and then
Incubate from 115 ° C to 116 ° C for 0 minutes. Thereafter, the mixture is cooled to 90 ° C., the object to be dyed is immediately taken out, washed with light water, spread and air-dried.

Determination of the Turing Property The degree of adhesion of the aggregates to the dyed fabric-C is visually determined. The judgment was based on the following criteria. A: No adhesion of aggregates is observed. 〇: Small amount of adhesion of aggregates is observed. Δ: Adhesion of aggregates is considerably observed. ×: Adhesion of aggregates is remarkably observed.

"Washing Fastness Test" A dyeing bath was prepared and dyed under the same conditions as in Example 1 except that 10.0 parts of the dispersion was used to obtain a dyed fabric D. AATCC-IIA method (temperature: 5
(0 ° C., time; 45 minutes). The judgment was made by using the gray scale for contamination to determine the degree of contamination of the nylon fiber.

Example 3 In place of the compound of formula (1) of Example 1, the following formula (4)

[0061]

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Using the compound of the formula (2) and substituting the compound of the formula (2)

[0063]

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The staining was carried out in the same manner as in Example 1 except that the compound of the formula (1) was used. The resulting dyed product was uniform with no spots, exhibited good build-up properties, had excellent turring test results, and exhibited excellent washing fastness. Table 2 shows the results.

Example 4 0.5 part of the compound represented by the formula (1), 0.2 part of the compound represented by the formula (2) and 0.3 part of the compound represented by the formula (3)
It was dispersed in 6 parts of water to obtain a disperse dye composition. Using the disperse dye composition, dyeing was carried out in the same manner as in Example 1. The resulting dyed product was uniform with no spots, exhibited good build-up properties, exhibited excellent results in a turbulence test, and exhibited excellent washing fastness. Table 2 shows the results.

Examples 5 to 20 Except that the compound shown in Table 3 is used instead of the compound of the formula (1) in Example 1, and the compound shown in Table 4 is used instead of the compound of the formula (2) Was stained in the same manner as in Example 1. The resulting dyed product was uniform with no spots, exhibited good build-up properties, had excellent turring test results, and exhibited excellent washing fastness. Table 2 shows the results.
Shown in

Comparative Example 4 The compound of the formula (1) of Example 1 was used as it was, and the compound of the following formula (6) was used instead of the compound of the formula (2).

[0068]

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Dyeing was carried out in the same manner as in Example 1 except that the compound of Example 1 was used. The hue of the resulting dyed product was considerably dark and deep red.

Example 21 Dyeing was carried out in the same manner as in Example 1 except that 100 parts of a new synthetic fiber Toraysee (microfiber polyester fiber woven fabric manufactured by Toray Industries, Inc.) was used instead of using tetron tropical. The obtained dyed product was a uniform red dyed product without spots, and also had good washing fastness. In addition, good build-up properties were exhibited, and excellent results were also obtained in a tarring test.

Examples 22 to 34 The staining was carried out in the same manner as in Example 4 except that the compounds shown in Table 5 were used instead of the compounds of the formula (3). And showed good build-up properties. In addition, the results of the test of the turring property and the washing fastness were excellent. The results are shown in Tables 6 and 7. Examples 35 to 39 Except that the compounds shown in Table 4 were used instead of the compounds of the formula (1) and the compounds shown in Table 5 instead of the compounds of the formula (2) to obtain the compositions shown in Table 8, Dyeing was carried out in the same manner as in Example 1. The resulting dyed product was uniform without spots, showed good build-up properties, was excellent in the results of a test of a tarring property, and further showed excellent washing fastness. Table 8 shows the results.

[0072]

[Table 1]

[0073]

[Table 2]

[0074]

[Table 3]

[0075]

[Table 4]

[0076]

[Table 5]

[0077]

[Table 6]

[0078]

[Table 7]

[0079]

[Table 8]

Example 40 30 parts of the compound of the above formula (1) and compound 1 of the above formula (36)
3 parts together with 130 parts of a naphthalenesulfonic acid condensate were dispersed in 260 parts of water to obtain a disperse dye composition. 50 parts of this disperse dye composition and Ionet RAP
170 (manufactured by Sanyo Chemical Co., Ltd.) 10 parts are uniformly dispersed in water,
Then, 2 parts of acetic acid and 8 parts of sodium acetate were added to make a total amount of 50 parts.
Make up 00 parts dye bath. 500 parts of the polyester yarn was put into the dyeing bath, the temperature was raised from 60 ° C to 130 ° C at a rate of 1 ° C per minute, and the cheese was dyed at 130 ° C for 60 minutes. The staining conditions were such that the flow direction was set from inside to outside, and the flow rate was 30
L / kg / min and the circulation rate were set to 2.5 times per minute. The obtained dyed product had little difference in concentration between the inner and outer layers and contamination, and was excellent in level dyeing. Comparative Example 5 A disperse dye composition was obtained and cheese-dyed in the same manner as in the above Example except that 13 parts of the compound of the formula (6) was used instead of 13 parts of the compound of the formula (36). In the obtained dyed product, the difference in concentration between the inner and outer layers and the stainability increased, and the levelness decreased.

Claims (5)

[Claims] 1. A benzothiazole azo compound group represented by the following general formula (I), (b) a benzothiazole azo compound group represented by the following general formula (II), and (c) a benzothiazole azo compound group represented by the following general formula (III) A disperse dye composition comprising two or more compound groups selected from the three benzothiazole azo compound groups represented by the formula (1). Embedded image [In the formula, X1 and X2 are the same or different and represent a chlorine or hydrogen atom, but X1 and X2 are not chlorine atoms at the same time. R1 represents a hydrogen atom, a halogen atom, an optionally substituted amino group or an optionally substituted lower alkyl group, and R2 and R3 are the same or different and are a hydrogen atom or an optionally substituted lower alkyl group; Represents
However, R2 and R3 are simultaneously a -C2H4OCOOR5 group (R5 represents a lower alkyl group which may be substituted)
Never be. [Chemical formula 2] (Wherein, X3 and X4 are the same or different and represent a chlorine or hydrogen atom, R4 represents a hydrogen atom, a halogen atom, an optionally substituted amino group or an optionally substituted lower alkyl group, Represents the above-mentioned meaning.) (Wherein, R 6 represents a hydrogen atom or a lower alkyl group;
7 and R8 are the same or different; hydroxy, alkoxy, cyano, phenyl, phenoxy, benzyloxy, phenoxycarbonyl, phenoxycarbonyloxy, alkylcarbonyloxy, alkylcarbonyl,
Represents an alkyl group having 1 to 6 carbon atoms or an unsubstituted alkyl group having 1 to 6 carbon atoms, which is substituted by a substituent selected from the group consisting of alkoxycarbonyl and alkoxycarbonyloxy. ) 2. The weight ratio of one of the three compound groups (a), (b) and (c) to the other compound group is 99: 1 to 1:99. 2. The composition according to claim 1, wherein the composition is in the range: 3. The weight ratio of one of the three compound groups (a), (b) and (c) to the other compound group is from 80:20 to 20:80 by weight. 3. The composition according to claim 2, which is in the range of: 4. A method for dyeing a hydrophobic fiber material using the composition according to claim 1. 5. A method for dyeing a new synthetic fiber material using the composition according to claim 1.