JPS60260655A - Reactive disazo dye for cellulosic fiber - Google Patents

Abstract

NEW MATERIAL:A disazo compound of formula I, where M is H or an alkali metal; R<1> and R<2> each are H, methyl, methoxy or a sulfonic acid group; X is H, a lower alkyl, a lower alkoxy, an acetylamino, a carbamoylamino or Cl; Y is H, a lower alkyl or a lower alkoxy; Z is an aromatic or aliphatic bivalent residue; m is 2 or 3). USE:The titled reactive disazo dye which gives a yellow or reddish yellow hue. It enables the dyeing of cellulosic fibers under the same pH and dyeing conditions as for the dyeing of polyester fibers with a disperse dye and is suitable for the dyeing of blended cellulose/polyester fibers. PREPARATION:It is prepared by the condensation of 2mol of a dye compound of formula II and 1mol of a diamine compound of formula III, followed by the condensation of 1mol of the obtained disazo compound with 2mol of a compound of formula IV.

Description

DETAILED DESCRIPTION OF THE INVENTION Object of the Invention (a) Field of Industrial Application The present invention relates to a novel disazo-reactive dye for cellulose fibers.

←) Conventional technology Traditionally, when dyeing cellulose fibers, reactive dyes are used (sodium carbonate, potassium carbonate, hydroxide).
A method is adopted in which the process is carried out in the presence of an acid binder such as IJum and an electrolyte such as sodium chloride or sodium sulfate at a pH of 0 or higher and a temperature of 700C or lower.

(c) Problems to be solved by the invention However, in recent years, the demand for blended fabrics of cellulose fibers and other fibers, especially polyester fibers, etc. has increased. ), it was necessary to apply the dye and dyeing conditions to cellulose fiber and the dye and dyeing condition to polyester fiber, respectively.

This is because the dyes and dyeing conditions for dyeing polyester fibers are significantly different from those for cellulose fibers. That is, in order to dye polyester fibers, it was necessary to use a disperse dye and dye at a temperature of about 13oC.

For example, if the above-mentioned 0/P fibers were to be dyed in the same process, it would be necessary to dye them using two different dyes, a combination of a reactive dye and a disperse dye, which poses several problems. was there. For example, in order to fully dye reactive dyes on the cellulose fiber side, it is necessary to raise the pH of K to 10 or higher using an acid binder.The presence of an acid binder promotes the decomposition of disperse dyes, and On the other hand, in order to dye the disperse dye on the polyester fiber side, high temperature conditions (usually / 30
C) is required, but under the above-mentioned high pH and high temperature, hydrolysis of the reactive dye is promoted, and dyeing of cellulose fibers is significantly inhibited. Therefore, when dyeing such O/P fibers, a two-bath method is generally used in which one fiber, cellulose or polyester, is dyed and then the other fiber is dyed in a separate bath. It becomes.

An object of the present invention is to provide a disazo dye for cellulose fibers that can dye cellulose fibers under the pH and dyeing conditions when dyeing polyester fibers with a disperse dye.

Structure of the invention (a) Means for solving the problems, that is, the present invention has the following general formula (1) (where M represents a hydrogen atom or an alkali metal, and R
1 and R8 represent a hydrogen atom, a methyl group, a methoxy group, or a sulfonic acid group; It represents a hydrogen atom, a lower alkyl group or a lower alkoxy group, 2 represents an aromatic or aliphatic divalent residue, and m represents 2t times 3. ) The gist is a disazo dye represented by 4-.

In the disazo dye represented by the general formula (1) of the present invention, examples of the alkali metal represented by M include sodium, potassium, etc., and the lower alkyl group and lower alkoxy group represented by X and Y include the carbon number /
-4' alkyl groups and alkoxy groups, 2
The divalent residue represented by is an ethylene group.

/, 3-propylene group, i, ti-phthylene group, aliphatic group such as hexamethylene group, methyl group, methoxy group,
Examples include a carboxyl group, a sulfonic acid group, a phenylene group substituted with an m-atom, and a naphthylene group.

The disazo dye represented by the general formula (1) can be produced as follows.

For example, the comol ratio of the dye represented by the general formula (II) (where M, X, Y, and m are the same as defined above) and the following formula (III) H, N -z
-NHI=...(III) (wherein 2 is the same as defined above) 1 molar proportion of the compound represented by the formula is condensed to form a disazo compound represented by the following formula () % formula % ().

Next, the following general formula [■] i? The disazo-reactive dye of the general formula (I) can be produced by condensing the molar proportions of compounds λ (where M, R'', R'' are the same as defined above).

(B) Functions and Effects Examples of fibers that can be dyed with the disazo-reactive dye of the present invention include cellulose fibers such as cotton, viscose rayon, cupraammonium rayon, and hemp. Further, cellulose fibers in mixed fibers such as polyester, triacetate, polyacrylonitrile, polyand, wool, silk, etc. containing cellulose fibers can be dyed very well.

In the fiber dyeing method using the disazo-reactive dye of the present invention, dyes necessary for dyeing non-cellulose fibers, such as Oo'1ourIndex (3rd edition)
Dyeing can be done by adding disperse dyes, etc. described in , to the dye bath at the same time. , 1 (when dyeing cellulose fibers using the disazo-reactive dye of the present invention, for example, the above) - the disazo-reactive dye represented by the general formula (1) and the dye bath during dyeing. The buffer necessary to maintain the pH at -10 (
For example, acids such as carbonic acid, phosphoric acid, acetic acid, citric acid, and sodium salts or potassium salts of these acids, singly or in mixtures, are usually used.
7) and electrolytes as necessary (sodium chloride or sodium sulfate, etc. usually / -1zot7)
Adjust the dye bath by adding , add the cellulose fibers to the dye bath, and bring the temperature to 100~/! Good staining can be achieved by heating in OC for 30 to SO minutes.

In addition, in order to dye blended fabrics, blended knitted fabrics, etc. produced by adding other fibers such as polyester fibers to cellulose fibers, a disazo-reactive dye represented by the above general formula (1) of the present invention may be used. , the above 0o1our IndθX
By adding the listed disperse dye to the above dye bath, cellulose fibers and polyester fibers can be dyed simultaneously by a one-bath, one-step method.

In addition, when dyeing the above-mentioned blended fabrics, blended knitted fabrics, etc., the conventional method of dyeing one of the K fibers and then dyeing the other fiber in the same bath can be used. A step method may be applied, and furthermore, the dyeing method using the disazo-reactive dye of the present invention and the dyeing method for fibers other than cellulose fibers may be combined to dye cellulose fibers and other fibers from separate baths. It is also possible to adopt a two-bath dyeing method.

(c) Examples Hereinafter, the method of the present invention will be specifically explained by examples, but the present invention is not limited to the following examples.

Example 1 Disazo-reactive dye 0,21 represented by the following structural formula in the form of free acid, Glauber's Salt/jF,
As buffering agents Ha, HPO4/2H, OO, 44f and KH, Po, 0. / f to 200 al of water and p
Unmercerized cotton stockinette 10 prepared at H=7 and dyed in bath
F was added and the temperature was raised to 0C over 30 minutes, and at the same temperature it was heated to 0C.
After dyeing for 0 minutes, washing with water, sowing pink, washing with water, and drying were performed to obtain a yellow dyed product. The degree of dyeing of this dye is very good, and the dyed product obtained is extremely rich, and the light fastness, chlorine fastness, and sweat-sunlight fastness are all good.

The disazo-reactive dye used in this example was obtained by condensing a monoazo dye λ molar proportion represented by the following formula and 1 molar proportion of p-phenylenediane in an aqueous medium at a concentration of 30 to 000 g. A diheazo compound is produced, and in the reaction solution ° °
An example in which the above-mentioned disazo-reactive dye was produced by adding 3-(β-hydroxyethyl)sulfonyla 11-disone sulfate λ molar proportion to □, condensing it at 20C, and dissolving it with potassium chloride - Free acid A disazo-reactive dye represented by the following structural formula % formula % in the form of 0. ．． 2f, Glauber's Salt/J
Na, HPO4/, 2H100,j as f1 buffer
t and KH, Po, 0. OJr water λ00m1
Add unsilced cotton stockinette to the prepared dye bath and add 3
The temperature was raised to 1soC over 0 minutes, and dyed at the same temperature for 30 minutes, followed by washing with water, sowing pink, washing with water, and drying to obtain a reddish-yellow dyed product. This dyeing bath has a pH of
The dyed product obtained was extremely dense and had good light fastness.
Both chlorine fastness and sweat-sunlight fastness were good.

The disazo-reactive dye used in this example was obtained by condensing a monoazo dye λ molar ratio represented by the following formula and a 1 molar ratio of ethylene diane in an aqueous medium at a ratio of 30-1701::. A disazo compound is produced, and Kl-(
A β-hydroxyethyl)sulfonyla-responsive dye was prepared.

Example 3 Structural formula below in free acid form Disazo-reactive dye 0,2f.

Quinophthalone dye represented by 0,21. Glauber's Salt/, 22・
As buffering agent 1゛°・HPO・″9・°0・23 and 1
．． (Dye prepared by adding KI (1F0.0./f to 00tttl of water.

Polyester/cotton = roHso blended fabric for the bath -15
- 10f was added, the temperature was raised to 30C for 30 minutes, dyed at the same temperature for up to minutes, and then washed with water, soaped, washed with water, and dried to obtain a yellow dyed product with good isochromaticity. The pH of this dye bath was maintained at pHt before and after dyeing, and the dyeing property was very good, and the dyed product obtained was extremely thick, and the light fastness, chlorine fastness, and sweat-sunlight fastness were All were good.

The disazo-reactive dye used in Examples was produced in the same manner as in Example 116-, except that the monoazo dye represented by the following formula used in Example 1 was replaced with the monoazo dye represented by the following formula. .

Example 4 A cotton cloth was dyed with a disazo-reactive dye represented by the following general formula in a method similar to Example 1,
The results are shown in Table 1.

Claims (1)

[Claims] (1) General formula (IJ (in the formula, %y is a hydrogen atom and 9 represents an alkali metal; R
1 and R2 represent a hydrogen atom, a methyl group, a methoxy group, or a sulfonic acid group; represents an atom, a lower alkyl group, or a lower alkoxy group, 2 represents an aromatic or aliphatic divalent residue, and %m is 2 or 3.
represents. ) A disazo-reactive dye for cellulose fibers.