JPH07138497A - Dye mixture and dyeing method using the same - Google Patents

Abstract

PURPOSE:To obtain a mixture of reactive dyes which comprises a plurality of aminonaphtholsulfonic acid azo compounds and can dye cellulosic fibers and nitrogen-containing fibers in red tint excellent in light fastness, sweat and sun light fastness, chlorine fastness and level dyeing properties. CONSTITUTION:(A) A reactive red dye of formula I [R<1> is H, a halogen, a lower alkyl or a lower alkoxy; X is the formula CH=CH2, or CH2H4W (W is a group eliminable with alkali)] is blended with (B) 0.1 to 3 times amount, based on (A), of a reactive red dye of formula II [Q is formula III (R<2> is H, a halogen), formula IV (R<2> is H, a lower alkyl; R<4> is H, a halogen, a lower alkyl, the formula SO2OH or SO2CH=CH2; Z is a halogen, pyridinium); Y is OH; the formula CH=CH2 or CH2CH2W; (n) is 0, 1] to give the objective dye mixture, which can dye cellulosic and nitrogen-containing fibers in red tint excellent in light fastness sweat and sun light fastness, chlorine fastness and leveling dye properties.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a water-soluble reactive dye mixture and a fiber dyeing method using the same.
More specifically, it relates to a reactive dye mixture suitable for dyeing a cellulose fiber or a nitrogen-containing fiber into a red color excellent in various fastnesses such as light fastness, sweat / light fastness, chlorine fastness, and levelness.

[0002]

2. Description of the Related Art Water-soluble reactive dyes are usually used for dyeing cellulose fibers or nitrogen-containing fibers. The dyes are required to have various fastnesses. It is required to have excellent fastness to sweat and sunlight and fastness to chlorine. Satisfactory chlorine fastnesses have been obtained for red reactive dyes, but there is no practically sufficient fastness to sweat and sunlight. The development of reactive dyes has been awaited.

[0003]

DISCLOSURE OF THE INVENTION The inventors of the present invention have conducted various studies in view of the above circumstances, and as a result, by incorporating a specific dye, light fastness, chlorine fastness, and sweat / light fastness were included. The present invention has been accomplished by finding that a red reactive dye having excellent fastnesses and leveling properties can be obtained.

[0004]

SUMMARY OF THE INVENTION The gist of the present invention is a free acid form represented by the following general formula [A]:

[0005]

[Chemical 3]

(Wherein R ¹ is a hydrogen atom, a halogen atom,
Represents a lower alkyl group or a lower alkoxy group, and X is-
It represents a CH = CH ₂ group or -C ₂ H ₄ W group. Where W
Represents a group capable of leaving by the action of an alkali. ) In the form of the following general formula [B] in the form of a red-based reactive dye and a free acid in an amount of 0.1 to 3 times the weight of the reactive dye.

[0007]

[Chemical 4]

A water-soluble dye mixture characterized by containing a red reactive dye represented by and a dyeing method for fibers characterized by using the same. Hereinafter, the present invention will be described in detail. The general formulas [A] and [B] shown above in the present invention
In the above, as the group which is eliminated by the action of the alkali represented by W, there are usually —OSO ₃ H group and —SSO ₃ H group.
Group, -OPO ₃ H groups, such as ester group or a halogen atom, such as -OCOCH ₃ group. In particular, -OSO ₃
The H group is typical.

The lower alkyl group represented by R ¹ , R ³ , R ⁴ , R ⁵ and R ⁶ is usually a C ₁ -group such as a methyl group, an ethyl group, an n-propyl group and an n-butyl group.
An example is a C ₄ alkyl group. Also, Z, R ¹ ,
The halogen atom represented by R ² , R ⁴ and R ⁶ is usually
It is a chlorine atom, a fluorine atom or a bromine atom, and Z is preferably a chlorine atom or a fluorine atom, and R ¹ , R ² , R ⁴ and R ⁶ are preferably a chlorine atom or a bromine atom.

In the general formula [A] shown above, R ¹ is a hydrogen atom, and the position of SO ₂ X is particularly ortho to the azo group of the benzene ring. General formula shown above [B]
It is needless to say that the selection of each group in 1 is such that at least one reactive group is present so as to be a reactive dye. In the present invention, all of the water-soluble reactive dyes are present in the form of a free acid or a salt thereof. Usually, the salt is an alkali metal salt or alkaline earth salt such as lithium salt, sodium salt, potassium salt or calcium salt. Preferred are metal salts. Further, the water-soluble reactive dyes represented by the general formulas [A] and [B] shown above can be produced by a known method, and the production method is not particularly limited.

The present invention requires that the reactive dye of the general formula [A] shown above is blended with the reactive dye of the general formula [B] shown above. The compounding amount is 0.1 to 3 times, preferably 0.3 to 1.2 times the weight of the reactive dye of the general formula [A]. If the amount of the reactive dye of the general formula [B] is too small or too large, the above-mentioned sweat and sunlight fastness, which is the target of the present invention,
It is not possible to obtain a dye having a good balance of chlorine fastness and dyeing characteristics. In the present invention, both reactive dyes may be mixed in advance, or may be mixed at the time of dyeing. In the present invention, for the purpose of color matching, a dye as the third component may be blended in an amount of, for example, 10% by weight or less as long as the effect of the present invention is not impaired.

Fibers that can be dyed with the dye mixture of the present invention generally include cellulosic fibers such as cotton, viscose rayon, cupra ammonium rayon and hemp, and nitrogen-containing fibers such as polyamide, wool and silk. , Cellulose fibers are dyed particularly well. Further, these fibers may be in the form of a mixed fiber of polyester, cellulose triacetate, polyacrylonitrile, etc. The dye mixture of the present invention can be applied to various known dyeing methods, and usually,
It is desirable to apply it to the exhaust dyeing method, but it is also effective to apply it to the cold pad batch method or the pad steam method.

For exhaustion dyeing of cellulose-containing fibers using the water-soluble dye mixture of the present invention, alkalis such as sodium bicarbonate, sodium carbonate, lithium carbonate and caustic soda, and inorganic salts such as mirabilite and salt are used. In the presence of
Can be dyed. The amount of alkali used at this time is usually 10 to 30 g per liter of the dyeing bath. The amount of the inorganic salt used per liter of the dyeing bath is, for example,
It is 30 to 60 g / liter. The dyeing temperature is usually 40 to 80 ° C, preferably 50 to 60 ° C.

[0014]

EXAMPLES Next, the present invention will be described in more detail by way of examples, but the present invention is not limited to the description of the examples as long as the gist thereof is not exceeded. Example 1 The following structural formula [a] in the form of free acid

[0015]

[Chemical 5] 50 parts by weight of a reactive dye represented by the following structural formula [b] in the form of a free acid.

[0016]

[Chemical 6]

A dye bath prepared by dissolving 0.2 g of a dye mixture containing 20 parts by weight of a reactive dye represented by the above in 200 ml of water and adding 10 g of Glauber's salt to the solution to dissolve it (Glauber's salt concentration: 50 g
Per liter), 10 g of unmercerized cotton knitted fabric was soaked, the temperature was raised to 60 ° C. over 30 minutes, 3 g of sodium carbonate was added, and exhaust dyeing was carried out at the same temperature for 1 hour. After dyeing, the dyed cloth was washed with water, soaped and dried by a conventional method to obtain a red dyed cloth having good levelness. Furthermore, the light fastness, the fastness to sweat and sunlight, the fastness to chlorine, and the level dyeing property of the dyed cloth obtained by the above dyeing method were evaluated by the following methods, and the results are summarized in Table 1.

Evaluation of light fastness JIS L-0842 80 hr Evaluation of sweat / sunlight fastness JIS-0888A method According to the method of alkali. (However, the amount of histidine used was 10 times.) Evaluation of chlorine fastness Evaluation was performed according to JIS L-0884 (chlorine concentration 20 ppm). Evaluation of Level Dyeing The dyed dyed cloth was visually evaluated. ⊚: Very excellent (uniformly dyed). ○: Dyeing is uniform and there is no practical problem. △… Slightly inferior. X: Not evenly dyed, and the shade is clearly visible.

Examples 2 and 3 and Comparative Examples 1 to 3 In the method of Example 1, the compounding ratio of the dye mixture is shown in the table.
The same test as in Example 1 was carried out, changing as described in Example 1. The results are shown in Table-1. As shown in Table 1, the dye mixtures of Examples were excellent in light fastness, fastness to sweat and sunlight, and fastness to chlorine in all of grade 4 or higher, and a dyeing cloth having practically no problem in levelness was obtained.

[0020]

[Table 1]

Examples 4-1 to 4-28 In the method of Example 1, the reactive dye represented by the structural formula [b] is changed to the reactive dye represented by the structural formulas of Table-2 and Table-3, and Except for the above, the same test as in Example 1 was carried out. As a result, a red dyed cloth having a lightfastness, sweat / sunlight fastness, and chlorine fastness of at least grade 4 and having a level dyeing property "○" was obtained. It was

[0022]

[Table 2]

[0023]

[Table 3]

[0024]

[Table 4]

[0025]

[Table 5]

[0026]

[Table 6]

[0027]

[Table 7]

[0028]

[Table 8]

[0029]

[Table 9]

[0030]

[Table 10]

[0031]

[Table 11]

Examples 5-1 to 5-6 In the method of Example 1, the reactive dye represented by the structural formula [a] was changed to the reactive dye represented by the structural formula of Table-4, and otherwise, When the same test as in Example 1 was carried out, a red dyed cloth having light fastness, sweat / sunlight fastness, and chlorine fastness of 4 ⁻ or more and a level dyeing property “◯” was obtained.

[0033]

[Table 12]

[0034]

EFFECTS OF THE INVENTION The dye mixture of the present invention can dye cellulose fibers and nitrogen-containing fibers into a red color which is excellent in various fastnesses such as fastness to light, fastness to sweat and sunlight, fastness to chlorine, and levelness.

Claims (3)

[Claims] 1. The following general formula [A] in the form of a free acid: (In the formula, R ¹ represents a hydrogen atom, a halogen atom, a lower alkyl group or a lower alkoxy group, and X represents —CH═CH ₂
Represents a group or a —C ₂ H ₄ W group. Here, W represents a group capable of leaving by the action of an alkali. ) And a red reactive dye represented by the formula (1) and a free acid in an amount of 0.1 to 3 times by weight of the dye, the following general formula [B] And a red reactive dye represented by the following formula. 2. The reactive dye mixture according to claim ¹ , wherein R ¹ in the general formula [A] is a hydrogen atom. 3. A method for dyeing fibers, which comprises using the dye mixture according to claim 1.