JP2949834B2 - Reactive dye composition and method for dyeing or printing fiber material using the same - Google Patents

Description

The present invention relates to a material containing a hydroxyl group and / or an amide group, especially a cellulose fiber, a natural or synthetic polyamide fiber, a polyurethane fiber or leather, and a blend thereof. The present invention relates to an improved reactive dye composition suitable for dyeing and printing fibers and enabling light-fast and wet-fast dyeing, and its application.

<Prior Art> A compound having a vinylsulfone-based reactive group and a monochlorotriazine-based reactive group is useful as a reactive dye used for dyeing a material containing a hydroxyl group and / or an amide group. -178 and the like.

<Problems to be Solved by the Invention> Conventionally, this type of reactive dye has been widely used in the field of dyeing and printing of fiber materials. However, the current state of the art is
It is not fully satisfactory in view of the high requirements for suitability for a particular dyeing process and the increasing demands for the fastness and dyeability of the dyed products.

It is strongly desired that the above-mentioned known reactive dyes be further improved in solubility, stability over time, and fastness.

The present inventors have made intensive studies to improve the above-mentioned known dyes and find a reactive dye which can widely satisfy the requirements required for the dye, and as a result, completed the present invention.

<Means for Solving the Problems> The present invention provides a compound represented by the following general formula (I) in the form of a free acid: Wherein, Z is represents a -CH = CH ₂ or _{-CH 2 CH 2 Z 1, Z} 1 represents a group removable by the action of an alkali. A reactive dye represented by the formula:
In the form of the free acid, the following general formula (II) [In the formula, one of X and Y represents a sulfonic acid group and the other represents hydrogen, and Z ′ represents —CH ＝ CH ₂ or —CH ₂ CH ₂ Z ₂ ;
₂ represents a group capable of leaving by the action of an alkali. And a method for dyeing or printing a fiber material characterized by using the reactive dye composition characterized by containing the reactive dye represented by the formula (1).

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

The reactive dye represented by the general formula (I) can be produced by a known method.

The reactive dye represented by the general formula (II) is, for example, in the form of a free acid, Wherein X and Y have the above-mentioned meanings. A monoazo intermediate represented by the following general formula (IV) [Wherein, Z ′ has the above-mentioned meaning. Can be produced by condensing the amine represented by the formula (1) with cyanuric chloride in any order.

The dye composition of the present invention has the general formulas (I) and (I)
It is obtained by mixing the reactive dye represented by I), but the mixing amount of the dye of the general formula (II) is
It is 1 to 60% by weight, preferably 1 to 10% by weight, more preferably 2 to 5% by weight, based on the reactive dye of the formula (I).

In the present invention, the reactive dyes represented by the general formulas (I) and (II) may be mixed at the time of synthesis by being synthesized at the same time, or may be mixed after being separately synthesized. Is also good. Furthermore, they may be mixed at the time of dyeing.

The dye composition of the present invention has fiber reactivity and can be used for dyeing or printing a hydroxy group-containing or carbonamide group-containing material. The material is preferably used in the form of a fibrous material or a blend thereof.

The hydroxy group-containing material is a natural or synthetic hydroxy group-containing material such as a cellulose fiber material or a regenerated product thereof and polyvinyl alcohol. Cellulose fiber materials are cotton, other plant fibers such as linen,
Hemp, jute and ramie fibers are preferred. Regenerated cellulose wires are, for example, viscose staples and filament viscose.

Carbonamide-containing materials are, for example, synthetic and natural polyamides and polyurethanes, in particular in the form of fibers, for example wool and other animal hair, silk, leather, polyamide-6,
6, polyamide-6, polyamide-11 and polyamide-
4 and so on.

The compound of the present invention can dye or print the above-mentioned materials, particularly the above-mentioned fiber materials, by a method according to physical and chemical properties.

For example, in the case of exhaust dyeing on cellulose fibers, sodium carbonate, tertiary sodium phosphate, in the presence of an acid binder such as caustic soda, optionally a neutral salt, for example, sodium sulfate or sodium chloride,
If desired, dissolution aids, penetrants or leveling agents may be used in combination at relatively low temperatures. Neutral salts which promote the exhaustion of the dye can be added only after the original dyeing temperature has been reached or before, optionally in portions.

When dyeing cellulose fibers according to the padding method,
After drying at room temperature or elevated padding, it can be fixed by steaming or dry heat.

When printing on cellulose fibers, printing is carried out in one phase, for example with a printing paste containing baking soda or another acid condensing agent, followed by steaming at 100-160 ° C., or in two phases, for example in medium. The printing can be carried out by printing with an acidic or weakly acidic printing paste and passing it through a hot electrolyte-containing alkaline bath, or over-padding with an alkaline electrolyte-containing padding solution, and steaming or dry heat treatment.

In the printing paste, a sizing or emulsifying agent such as sodium alginate or starch ether is optionally used,
For example, it is used in combination with a usual printing aid and / or dispersant such as urea.

Acid binders suitable for immobilizing the dye composition of the present invention on cellulose fibers are, for example, water-soluble basic salts of an alkali metal or alkaline earth metal with an inorganic or organic acid or a compound capable of liberating alkali under heating. is there. In particular, mention may be made of hydroxides of alkali metals and alkali metal salts of inorganic or organic acids of weak to moderate strength, of which soda salts and potassium salts are particularly preferred. Such acid binders include, for example, caustic soda, caustic potash, sodium bicarbonate, sodium carbonate,
Examples include sodium formate, potassium carbonate, sodium primary, secondary or tertiary phosphate, sodium silicate, sodium trichloroacetate and the like.

Dyeing of synthetic and natural polyamide and polyurethane fibers can be carried out by first exhausting the acid or weakly acidic dye bath under control of the pH value and then changing it to a neutral and possibly alkaline pH value for fixing. . Staining is usually
It can be carried out at a temperature of from 60 to 120 ° C., but in order to achieve leveling properties, customary leveling agents, for example the condensation products of cyanuric chloride with three times the molar amount of aminobenzenesulfonic acid or aminonaphthalenesulfonic acid or, for example, stearyl Addition products of amines and ethylene oxide can also be used.

The dye composition of the present invention is characterized in that it exhibits excellent performance in dyeing and printing a fiber material. It is particularly suitable for dyeing cellulose fiber materials, and has good light fastness and sweat and sun fastness, wet fastness, for example, washing fastness, peroxidative washing fastness, sweat fastness, chlorine fastness, oxidative water decomposition resistance and It has alkali resistance, better friction resistance and iron resistance.

In addition, it has excellent build-up properties, solubility, level dyeing and wash-off properties, and also has good exhaustion and fixation properties.
It is characterized by the fact that the influence of fluctuations in the dyeing temperature and the dyeing bath ratio is not easily lifted and a dyed product of stable quality can be obtained.

It is also characterized by little discoloration of the obtained dyed product during fixation or resin processing, and little change due to contact with a basic substance during storage.

Hereinafter, the present invention will be described in detail with reference to examples. In the example,
Parts and% represent parts by weight and% by weight, respectively.

Example 1 In the form of the free acid, the following structural formula (i) In the form of a free acid with 100 parts of a monoazo reactive dye represented by the following structural formula (ii) Was mixed with 4 parts of a monoazo reactive dye represented by the formula (1) to obtain a reactive dye composition. 0.1, 0.3 and 0.6 parts were dissolved in 200 parts each, 10 parts of sodium sulfate and 10 parts of cotton were added, and the temperature was raised to 60 ° C.
4 parts of sodium carbonate was added and dyed for 1 hour. Washing, soaping, washing and drying were carried out to obtain red dyeings excellent in various fastnesses.

Example 2 Obtained by blending 100 parts of the monoazo reactive dye represented by Structural Formula (i) used in Example 1 and 10 parts of the monoazo reactive dye represented by Structural Formula (ii) used in Example 1 0.1, 0.3 and 0.6 parts of each of the dye compositions dissolved in 200 parts of water,
10 parts of cotton and 10 parts of cotton were added, the temperature was raised to 60 ° C., 4 parts of sodium carbonate was added, and dyed for 1 hour. Washing, soaping, washing and drying were carried out to obtain red dyeings excellent in various fastnesses.

Example 3 Obtained by blending 100 parts of the monoazo reactive dye represented by Structural Formula (i) used in Example 1 and 3 parts of the monoazo reactive dye represented by Structural Formula (ii) used in Example 1. 0.1, 0.3 and 0.6 parts of each of the dye compositions dissolved in 200 parts of water,
10 parts of cotton and 10 parts of cotton were added, the temperature was raised to 60 ° C., 4 parts of sodium carbonate was added, and dyed for 1 hour. Washing, soaping, washing and drying were carried out to obtain red dyeings excellent in various fastnesses.

Example 4 100 parts of the monoazo reactive dye represented by the structural formula (i) used in Example 1 and a free acid in the form of the following structural formula (iii) 0.1, 0.3 and 0.6 parts of a dye composition obtained by blending with 2 parts of a monoazo reactive dye represented by
10 parts of sodium sulfate and 10 parts of cotton were added, the temperature was raised to 60 ° C., 4 parts of sodium carbonate was added, and dyed for 1 hour. Washing, soaping, washing and drying were carried out to obtain red dyeings excellent in various fastnesses.

Example 5 In the form of the free acid, the following structural formula (iv) In the form of a free acid with 100 parts of a monoazo reactive dye represented by the following structural formula (v) A dye composition obtained by blending 10 parts of a monoazo reactive dye represented by 0.1, 0.3 and 0.6 parts was dissolved in 200 parts of water,
10 parts of sodium sulfate and 10 parts of cotton were added, the temperature was raised to 60 ° C., 4 parts of sodium carbonate was added, and dyed for 1 hour. Washing, soaping, washing and drying were carried out to obtain red dyeings excellent in various fastnesses.

Example 6 Using each reactive dye composition used in Examples 1-5, a color paste having the following composition was prepared.

Reactive dye composition 5 parts Urea 5 parts Sodium alginate (5%) base paste 50 parts Hot water 25 parts Baking soda 2 parts Balance 13 parts Steaming, washing, soaping, washing and drying. The obtained dyed products were all excellent in various fastnesses.

──────────────────────────────────────────────────続 き Continued on the front page (72) Inventor Tetsuya Miyamoto 3-1-98 Kasuganaka, Konohana-ku, Osaka-shi, Osaka Sumitomo Chemical Co., Ltd. (58) Field surveyed (Int.Cl. ⁶ , DB name ) C09B 67/22 D06P 1/38

Claims (2)

(57) [Claims] (1) The following general formula in the form of a free acid: Wherein, Z is represents a -CH = CH ₂ or _{-CH 2 CH 2 Z 1, Z} 1 represents a group removable by the action of an alkali. A reactive dye represented by the formula:
In the form of the free acid, the following general formula [In the formula, one of X and Y represents a sulfonic acid group and the other represents hydrogen, and Z ′ represents —CH ＝ CH ₂ or —CH ₂ CH ₂ Z ₂ ;
₂ represents a group capable of leaving by the action of an alkali. ] The reactive dye composition characterized by containing the reactive dye shown by these. 2. A method for dyeing or printing a fiber material, comprising using the reactive dye composition of claim 1.