JPS60260658A - Reactive disazo dye for cellulose fiber - Google Patents

Abstract

NEW MATERIAL:To provide a disazo compd. of formula I, where M is H or an alkali metal; R<1> and R<2> are H, methyl, methoxy, or a sulfonic acid group; X is H, lower alkyl, lower alkoxyl, acetylamino, carbamoylamino or Cl; m is 2 or 3. USE:Reactive disazo dye having a yellow to reddish yellow color which can be used for dyeing cellulose fiber under pH and dyeing conditions of polyester fiber with disperse dye and is useful for dyeing blended cellulose/polyester fibers. PREPARATION:1mol of a dye compd. of formula I is condensed with 1mol of a dye compd. of formula II and 1mol of the resulting disazo compd. is condensed with 1mol of a compd. 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.

(b) Conventional technology Conventionally, when dyeing cellulose fibers, reactive dyes are used in the presence of acid binders such as sodium carbonate, potassium carbonate, and sodium hydroxide, and electrolytes such as sodium chloride and sodium sulfate. , at a pH of 10 or higher and a temperature of 70
A method is adopted in which the process is carried out under conditions of 0°C or lower.

(c) Problems to be solved by the invention However, in recent years, demand for blended fabrics of cellulose fibers and other fibers, especially polyester fibers, etc. has increased, and such cellulose/polyester mixed fibers (hereinafter simply O/P fibers) ), 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; in other words, to dye polyester fibers, disperse dyes are used and dyeing is carried out at a temperature of approximately 30°C. This was because it was necessary.

For example, if the 0/P fibers mentioned above 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. was there. For example, in order to dye the reactive dye sufficiently on the cellulose fiber side, the pH is adjusted to 7 using an acid binder.
The presence of the acid binder accelerates the decomposition of the disperse dye, resulting in insufficient dyeing of the disperse dye to the polyester fibers. On the other hand, in order to dye the disperse dye on the polyester fiber side, high temperature conditions (usually 730°C) are used.
However, 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, such O/
When dyeing 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.

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 is based on the general formula CI] 3- (wherein, M represents a hydrogen atom or an alkali metal, and R
” and R2 represent a hydrogen atom, a methyl group, a methoxy group, or a sulfonic acid group, X represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, an acetylamino group, a carbamoylamino group, or a chlorine atom, and Y represents a hydrogen atom, represents a lower alkyl group or a lower alkoxy group, and m represents co or 3).

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 l
Examples include alkyl groups and alkoxy groups.

The disazo dye represented by the general formula [1] can be produced as follows.

For example, if the dye represented by the general formula (II) 4-■ (where M, X, Y, m are the same as defined above) and the following formula [■] (where M, X, Y, m
is the same as the above definition. ) is condensed to form a disazo compound represented by the following formula.

Then, by condensing 1 molar proportion of a compound represented by the following general formula (V) 3 (wherein M, R2, R'' are the same as the above definitions) with the disazo body represented by the general formula CIVI, A disazo-reactive dye of general formula [I] can be produced.

(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, cuproammonium rayon, and hemp. Furthermore, cellulose fibers in mixed fibers such as polyester, triacetate, polyacrylonitrile, polyamide, wool, silk, etc. containing cellulose fibers can of course be dyed well.

In the fiber dyeing method using the disazo-reactive dye of the present invention, dyes necessary for dyeing non-cellulose fibers, such as disperse dyes described in (Lolour Index (3rd edition)), are simultaneously dyed. Can be added to the bath for dyeing.

When dyeing cellulose fibers using the disazo-reactive dye of the present invention, for example, the disazo-reactive dye represented by the above general formula (1) and the dye bath during dyeing may be adjusted to pH j
- Buffers necessary to maintain the temperature 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, usually 0.!);
-1θi, about 1) and, if necessary, an electrolyte (sodium chloride or sodium sulfate, etc., usually / ~ / k 0
Adjust the dye bath by adding 11% of water (about 11%), add the cellulose fibers to the dye bath, and mix at a temperature of 30% to 30°C.
Good dyeing can be achieved by heating for 50 minutes.

In addition, in order to dye blended fabrics, blended knitted fabrics, etc. that are manufactured by adding other fibers such as polyester fibers to cellulose fibers, please refer to Book 9″Q o) J″-E (:I)
By adding the tire@h;6 sex 7 iK, , i reactive dye and the dispersion dye described in Co1our Inclex above to the above dye bath, safe lulose fibers and polyester fibers can be mixed in one bath and one step process. can be dyed at the same time.

In addition, when dyeing blended fabrics, blended knitted fabrics, etc., as described above, the conventional one-bath two-step method of dyeing one fiber and then dyeing the other fiber in the same bath is used. 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 the bath method.

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 / Disazo-reactive dye represented by the following structural formula %) in the form of free acid
Add Na, HPO4/coH,OO,'I and KH,PO40,/I as buffers to water θO- to adjust the pH.
= Unmercerized cotton stockinette 1011 in a dye bath prepared at 7.
It took 30 minutes to raise the temperature to θ℃, and at the same temperature it was heated to 60℃.
After dyeing for a minute, washing with water, soaping, washing with water, and drying were performed to obtain a yellow dyed product. The degree of dyeing of this dye was very good, and the dyed product obtained was extremely rich, and the light fastness, chlorine fastness, and sweat-sunlight fastness were all good.

The disazo-reactive dye used in this example was obtained by condensing 1 mole of a monoazo dye represented by the following formula and 7 moles of a monoazo dye represented by the following formula in an aqueous medium at 30-0°C. A disazo compound represented by is prepared, and 7-
(β-hydroxyethyl)sulfonylaniline sulfate in a proportion of 1 mole was added and condensed at 0°C, followed by salting out with potassium chloride to produce the above disazo-reactive dye.

Examples: Disazo-reactive dyes represented by the following structural formula in the form of free acids:
1. As a buffer, Na, HPO4/coH, Oθ, 3! I
Unmercerized cotton stockinette 1011 was placed in a dye bath prepared by adding 40.0 g of KH, PO to 00 td of water, heated to 30°C over 30 minutes, and dyed at the same temperature for 30 minutes. , washing with water, soaping, washing with water, and drying to obtain a reddish-yellow dyed product. This dyeing bath has a p
It was Ht. The dyed product obtained was extremely dense and had good light fastness, chlorine fastness, and sweat-sunlight fastness of 0v1 ((The disazo-reactive dye used in this example was expressed by the following formula. A disazo compound represented by the following formula is produced by condensing 1 molar proportion of the monoazo dye represented by the following formula and 1 molar proportion of the monoazo dye represented by the following formula in an aqueous medium at 30°C.
(β-Hydroxyethyl)sulfonylaniline sulfate in a proportion of 1 molar was added and condensed at 10°C, followed by spray drying to produce the above-mentioned disazo-reactive dye.

Example 3 A disazo-reactive dye represented by the following structural formula in the form of a free acid, a quinophthalene dye represented by O, C11, Glauber's Salt/211. As a buffer, Na, HPO4/, 2H, OO, 4! I and KH,
Polyester/cotton -=-ro:g in a dyebath prepared by adding PO40,/I to water co 00td.

Blend fabric 1011 was added and the temperature was raised to 30°C over 30 minutes, dyed at the same temperature for 60 minutes, washed with water, soaped,
After washing with water and drying, a yellow dyed product with good color consistency was obtained. This dyeing bath was at pH level before and after dyeing. Furthermore, the dyeing property was very good, and the dyed product obtained was extremely dense, and the light fastness, chlorine fastness, and sweat-sunlight fastness were all good.

The monoazo dye represented by the following formula used in Examples was replaced with the monoazo dye represented by the following formula, and the monoazo dye represented by the following formula was replaced with the monoazo dye represented by the following formula So, H. It was manufactured in the same manner as in Example.

Dyeing cotton cloth with a disazo-reactive dye represented by the following general formula in a method similar to Example 2,
The results are shown in Table 1.

JP-A-Sho GO-26O658 (8)

Claims (1)

[Claims] (1) General formula (1) (wherein, M represents a hydrogen atom or an alkali metal, and R
1 and R1 represent a hydrogen atom, a methyl group, a methoxy group, or a sulfonic acid group, X represents a hydrogen atom, a lower alkyl group, a lower alkoxy group, an acetylamino group, a carbamoylamino group; represents an atom, a lower alkyl group or a lower alkoxy group, and m represents co or 3. ) A disazo-reactive dye for cellulose fibers.