JPH04314763A - Reactive dye composition and dyeing or printing of fibrous material therewith - Google Patents

Abstract

PURPOSE:To obtain a reactive dye composition suited to dye or print a fibrous material blue and providing light-fast and moisture-fast dyeing by mixing two reactive dyes having specified structural formulas. CONSTITUTION:A reactive dye, which in the form of a free acid, is represented by formula I (wherein R is methyl or ethyl; and Q is-SO2CH2CH2OSO3H) is mixed with 1-50wt.% based on the former dye, reactive dye which, in the form of a free acid, is represented by formula II (wherein R is as defined above; Q' is -SO2CH=CH2 and is in the position ortho, meta or para to the -NR- group when Q in formula I is in the position ortho, meta or para to the -NR- group).

Description

[Detailed description of the invention]

0001

[Industrial Application Field] The present invention is useful for dyeing and printing materials containing hydroxyl groups and/or amide groups, particularly cellulose fibers, natural or synthetic polyamide fibers, polyurethane fibers, leather, etc., and blended fibers thereof. The present invention relates to improved reactive dye compositions which enable suitable, light-fast and wet-fast dyeings, as well as their applications.

0002

[Prior Art] Compounds in which a vinyl sulfone-based reactive group and a dye matrix are linked via a triazine ring, which are useful compounds as reactive dyes used for dyeing materials containing hydroxyl groups and/or amide groups, are disclosed in, for example, Showa 59-15
It is described in Publication No. 451, etc.

0003

Conventionally, this type of reactive dye has been widely used in the fields of dyeing and printing textile materials. However, the current state of the art is not fully satisfactory in terms of the high requirements regarding suitability for specific dyeing methods and the increasingly sophisticated requirements regarding the fastness and dyeability of dyed products. It is strongly desired that the above-mentioned known reactive dyes be further improved in terms of build-up properties, solubility, stability over time, and fastness. The present inventors have completed the present invention as a result of intensive studies aimed at improving the above-mentioned known dyes and finding a new reactive dye that can broadly satisfy the requirements required for dyes.

0004

[Means for Solving the Problems] The present invention provides the following general formula (I) in the form of a free acid:

[0005]

[Chemical formula 3]

(In the formula, R represents a methyl group or an ethyl group, and Q represents -SO2 CH2 CH2 OSO3 H.)
0% by weight of the following general formula (II) in the free acid form:

[0007]

[C4]

(In the formula, R represents the above meaning, Q' represents -SO2 CH=CH2, and the above general formula (I
), when Q is substituted at the o-, m- or p-position of the -NR- group, Q' is o-, m- or p-, respectively.
shall be substituted in position. The present invention provides a reactive dye composition characterized by containing the reactive dye shown in ), and a method for dyeing or printing a fiber material characterized by using the same.

The reactive dyes of the general formulas (I) and (II) in the composition of the invention are present in the form of free acids or in the form of their salts, in particular alkali metal salts and alkaline earth metal salts. Among them, soda salt, potassium salt, and lithium salt are preferred.

The reactive dyes represented by the general formulas (I) and (II) can be produced by the method described in JP-A-59-15451. The dye composition of the present invention is
It can be obtained by mixing the formazan-reactive dyes represented by the general formulas (I) and (II), but the general formula (
The amount of the reactive dye represented by II) to be mixed is 1 to 50% by weight, preferably 2 to 2% by weight, based on the reactive dye of general formula (I).
It is 0% by weight. In the present invention, the general formula (I)
The formazan-reactive dyes represented by (II) and (II) may be synthesized at the same time and mixed, or may be synthesized separately and then mixed. Furthermore, they may be mixed during dyeing.

The composition of the present invention has fiber reactivity and can be used for dyeing or printing materials containing hydroxy groups or carbonamide groups. Preferably, the material is used in the form of a fibrous material or a blend thereof. Hydroxy group-containing materials are natural or synthetic hydroxy group-containing materials, such as cellulose fiber materials or regenerated products thereof and polyvinyl alcohol. Preferably, the cellulosic fiber material is cotton or other vegetable fibers such as linen, hemp, jute and ramie fibers. Regenerated cellulose fibers include, for example, viscose staple and filament viscose. Materials containing carbonamide groups are, for example, synthetic and natural polyamides and polyurethanes, especially in the form of fibers, such as wool and other animal hairs, silk, leather, polyamide-6,6, polyamide-6, polyamide-11 and polyamide-4. etc. The composition of the present invention can dye or print the above-mentioned materials, especially the above-mentioned fiber materials, by a method depending on their physical and chemical properties. For example, in the case of exhaust dyeing on cellulose fibers, in the presence of an acid binder such as soda carbonate, sodium phosphate or caustic soda, a neutral salt such as mirabilite or common salt is optionally added, and if desired, a solubilizer is added. , a penetrant or a leveling agent is used in combination, and it is carried out at a relatively low temperature. The neutral salts which accelerate the exhaustion of the dyestuff can be added only after the actual dyeing temperature has been reached, or even before then, optionally in portions. When dyeing cellulose fibers according to the padding method, it can be padded at room temperature or at an elevated temperature and, after drying, fixed by steaming or dry heat. When printing is carried out on cellulose fibers, either in one phase, e.g. by printing with a printing paste containing baking soda or other acid condensing agents and then steaming at 100-160°C, or in two phases, e.g. This can be carried out by printing with an acidic or weakly acidic printing paste, passing it through a hot alkaline bath containing an electrolyte, or overpadding with a padding liquid containing an alkaline electrolyte and steaming or dry heat treatment. Thickening agents or emulsifiers, such as, for example, sodium alginate or starch ethers, are used in the printing pastes, if desired in combination with customary printing auxiliaries and/or dispersants, such as, for example, urea. Suitable acid binders for fixing the dyes of the invention on cellulose fibers are, for example, water-soluble basic salts of alkali metals or alkaline earth metals with inorganic or organic acids or compounds which liberate alkali upon heating. Particular mention may be made of alkali metal hydroxides and alkali metal salts of weak to medium strength inorganic or organic acids, of which soda salts and potassium salts are particularly preferred. Examples of such acid binders include caustic soda, caustic potash, sodium bicarbonate, sodium carbonate, sodium formate, potassium carbonate, primary, secondary, or tertiary sodium phosphate, sodium silicate, sodium trichloroacetate, and the like. The dyeing of synthetic and natural polyamide and polyurethane fibers is carried out first by exhaustion under pH control from an acidic or slightly acidic dye bath, and then by changing to a neutral or even alkaline pH value for fixation. I can do it. Dyeing can usually be carried out at a temperature of 60 to 120°C, but in order to achieve level dyeing properties, conventional leveling agents such as a condensation product of cyanuric chloride and 3 times the mole of aminobenzenesulfonic acid or aminonaphthalenesulfonic acid or For example, addition products of stearylamine and ethylene oxide can also be used.

The composition of the present invention is characterized in that it exhibits excellent performance in dyeing and printing textile materials. Particularly suitable for dyeing cellulose fiber materials, with good light fastness and sweat resistance, sunlight resistance, moisture resistance, such as washing resistance, peroxide washing resistance, sweat resistance, chlorine resistance, acid hydrolysis resistance and It is alkaline and has good abrasion resistance and ironing resistance. In addition, it has excellent build-up properties, solubility, especially alkaline bath solubility, level dyeing properties, and wash-off properties, as well as good exhaustion and fixation properties, and is stable and is not affected by changes in dyeing temperature or dye bath ratio. It is characterized by the fact that dyed products of high quality can be obtained. Another characteristic of the dyed product is that there is little discoloration during fix treatment or resin processing, and there is little change due to contact with basic substances during storage.

[0013]

[Examples] The present invention will be explained in detail below with reference to Examples. In the examples, parts and % represent parts by weight and % by weight, respectively.

Example 1 The following structural formula (i) in free acid form:

[0015]

[C5]

100 parts of the formazan reactive dye represented by the following structural formula (ii) in the form of free acid:

[0017]

[C6]

A dye composition was obtained by blending with 10 parts of the formazan reactive dye shown below. This composition 0.1, 0.
3 and 0.6 parts were each dissolved in 200 parts of water, 10 parts of Glauber's salt and 10 parts of cotton were added, the temperature was raised to 60°C, 4 parts of soda carbonate was added, and dyeing was carried out for 1 hour. Washing, soaping, rinsing, and drying each have excellent fastness.
A blue dyeing with good build-up properties was obtained. The reactive dye represented by structural formula (ii) is represented by structural formula (i)
In an aqueous medium, pH 8 to 9, 30
It was obtained by reacting at a temperature of 50°C to 50°C.

Example 2 100 parts of the formazan reactive dye represented by the structural formula (i) used in Example 1 and the structural formula (ii) used in Example 1
A dye composition was obtained by blending 20 parts of the formazan reactive dye shown in Then, the temperature was raised to 60℃, 4 parts of soda carbonate was added, and 1
Time stained. After washing with water, soaping, washing with water and drying, a blue dyed product with excellent fastness and good build-up properties was obtained.

Example 3 100 parts of the formazan reactive dye represented by structural formula (i) used in Example 1 and structural formula (ii) used in Example 1
A dye composition was obtained by blending 5 parts of the formazan reactive dye shown in The temperature was raised to 60° C., 4 parts of soda carbonate was added, and dyeing was carried out for 1 hour. After washing with water, soaping, washing with water and drying, a blue dyed product with excellent fastness and good build-up properties was obtained.

Example 4 The following structural formula (iii) in free acid form:

[0022]

[C7]

100 parts of the formazan reactive dye represented by the following structural formula (iv) in the form of free acid:

[0024]

[Chemical formula 8]

A dye composition was obtained by blending 10 parts of the formazan reactive dye shown in 10 parts of the mixture was added, the temperature was raised to 60°C, 4 parts of soda carbonate was added, and dyeing was carried out for 1 hour. After washing with water, soaping, washing with water and drying, a blue dyed product with excellent fastness and good build-up properties was obtained.

Example 5 100 parts of the formazan-reactive dye represented by the above structural formula (iii) in the form of a free acid and the above structural formula (iv) in the form of a free acid.
) to obtain a dye composition.
200 parts of water, 10 parts of mirabilite and 10 parts of cotton.
1 part, heated to 60°C, added 4 parts of soda carbonate,
Stained for 1 hour. After washing with water, soaping, washing with water and drying, a blue dyed product with excellent fastness and good build-up properties was obtained.

Example 6 Using the reactive dye composition obtained in Example 1, a colored paste having the following composition was prepared. reactive dye composition
5 parts urea
5 parts sodium alginate (5%) base glue 50 parts heat
Hot water
25 parts baking soda
2nd part balance
13 parts This colored paste was printed on mercerized cotton broadcloth, and after intermediate drying, it was steamed at 100° C. for 5 minutes, washed with hot water, soaped, washed with hot water, and dried. The obtained printed material was excellent in various fastnesses and had good build-up properties.

Claims (2)

[Claims] Claim 1: In the form of a free acid, the following general formula (I) [Chemical formula 1] (wherein R represents a methyl group or an ethyl group, and Q is -S
Represents O2 CH2 CH2 OSO3 H. ) and 1 to 50% by weight of the dye,
In the form of a free acid, the following general formula (II) [Chemical formula 2] (wherein R represents the above meaning and Q' is -SO2C
H=CH2, and in the above general formula (I), Q
When is substituted at the o-, m- or p-position of the -NR- group, Q' shall be substituted at the o-, m- or p-position, respectively. ) A reactive dye composition characterized by containing a reactive dye represented by: 2. A method for dyeing or printing textile materials, which comprises using the reactive dye composition according to claim 1.