JPS6033855B2 - Mordant dye composition - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a soot dye composition, and more particularly, to a soot dye composition for wool, silk,
The present invention relates to a medium dye composition that can be suitably used for dyeing fibers such as cotton and wood.

Traditionally, in order to dye proteinaceous fibers such as wool and silk black, logwood, whose main component is an extract extracted from leguminous plants produced in Mexico, Central America, etc., has been used to dye proteinaceous fibers such as wool and silk black. It is widely used as a soot dye. However, since this logwood is a natural dye, it is labor-intensive to manufacture, its supply is unstable, and it turns red due to acid after dyeing, and has a low gloss after dyeing, so it is especially useful for silk fabrics. When dyeing high-quality products such as, it is necessary to immerse the dyed material in an emulsion containing olive oil and soda carbonate after dyeing, dry it, and apply a so-called oil treatment to give it a glossy finish. However, there are drawbacks such as poor texture, and there is also the problem that cotton and wood cannot be dyed with a high degree of blackness. The present invention has been made to solve the various problems described above, and it has excellent dye fixation and light resistance when dyeing natural fibers such as wool, silk, and cotton, and wood. It is an object of the present invention to provide a soot beam dye composition that does not require any dyeing and has a good texture of fibers after dyeing.

The carrier dye composition according to the present invention is characterized in that it consists of a reaction product of an aromatic sulfopolycarboxylic acid having two or more carboxyl groups in the molecule and pyrogallol.

To produce the soot dye composition according to the present invention, pyrogallol is added in an amount of 1 to 8 times the mole of aromatic sulfopolycarboxylic acids having two or more carboxyl groups in the molecule in the presence of a solvent or without a solvent. Usually 100 to 20,000
, preferably by heating to a temperature of about 120 to 1500C to cause the reaction. The amount of pyrogallol to be used is preferably 3 to 6 times the amount of aromatic sulfopolycarboxylic acids, particularly in order to obtain a dye composition with excellent deep color fastness. When reacting at such a molar ratio, the reaction product has a relatively large molecular weight and has many hydroxyl groups in the molecule, so it forms a stable water-insoluble lead compound with the metal ion that is the soot staining agent. The present invention provides a soot dye composition with deep colors and excellent fastness, and also provides dyed products with deep colors due to the presence of a large number of substituted aromatic skeletons in the dye molecule.
In the present invention, aromatic sulfopolycarboxylic acids having two or more carboxyl groups in the molecule have one or more sulfonic acid groups in the molecule, and have a benzene skeleton,
It is sufficient to have two or more carboxyl groups across any one or more benzene nuclei of an aromatic skeleton such as a naphthalene skeleton, anthracene skeleton, or phenanthrene skeleton, and typically examples include sulfophthalic acid, sulfoterephthalic acid, and sulfonaphthalenedicarbone. Acids etc. are preferably used. still,
In the present invention, a part of the aromatic sulfopolycarboxylic acids reacted with pyrogallol can be replaced with aromatic sulfomonocarboxylic acids.

However, aromatic sulfomonocarboxylic acids have a relatively low reactivity with soot dyes, although this is probably because the reaction product produced by the reaction with pyrogallol has relatively few hydroxyl groups. It is preferred to replace the polycarboxylic acids in an amount up to 80 mol%. This is because if more than 80 mol% of the aromatic sulfopolycarboxylic acids are replaced with aromatic sulfomonocarboxylic acids, the fastness and other dyeing properties will be poor for the reasons mentioned above. Examples of such aromatic sulfomonocarboxylic acids include sulfobenzoic acid and sulfonaphthalene monocarboxylic acid. The reaction product of aromatic sulfocarboxylic acids and pyrogallol as described above is usually solid at room temperature, so if the reaction product is cooled after completion of the reaction without a solvent, the reaction product will solidify.

Therefore, in this case, preferably, after the completion of the reaction, an organic solvent having a boiling point higher than this temperature is added to the reaction product while the reaction product is maintained at a temperature at which it does not solidify.
It is preferable to dilute and dissolve the reaction product and then cool it to room temperature to obtain a solution. The solvent for this purpose is desirably a water-mixable solvent. This is because after cooling to room temperature, water can be further added as needed to obtain an aqueous solution of the beam material composition. Therefore, specifically, polyhydric alcohols such as ethylene glycol, propylene glycol, and glycerin are preferably used as the water-miscible organic solvent. In the present invention, usually after the completion of the reaction, the above-mentioned water-miscible organic solvent is added to the reaction product at the reaction temperature to dilute it to a solid content concentration of 1 to 20% by weight, then cooled to room temperature, and then added with water. is added to obtain an aqueous solution of the dye composition at the desired concentration.

An example of a dyeing method using the mordant dye composition according to the present invention will be described.

A solution of a soot beam dye composition is soaked or applied onto the object to be dyed, and dried. Next, an aqueous solution of a soot beam dye composition is soaked or applied, dried, and then a dye such as potassium dichromate is applied. treatment with an aqueous solution of an oxidizing agent, thus making the dye insoluble and dyeing.
The dyeing temperature may normally be room temperature. After dyeing in this way,
Dry, wash with water, dry, finish, etc. as necessary. However, the method of soot beam dyeing using the dye composition of the present invention is not limited to this. In the dye composition according to the present invention, the hue depending on the type of soot dyeing agent is, for example, blackish-brown in the case of chromium, black in the case of iron, and blue-black in the case of aluminum. Further, by using iron salt as the main soot dyeing agent and using chromium salt and/or aluminum salt in combination with this, a dyed product with high blackness can be obtained. As described above, the soot dye composition according to the present invention is mainly composed of a reaction product of aromatic sulfopolycarboxylic acids having two or more carboxyl groups in the molecule and pyrogallol, and has many hydroxyl groups in the molecule. Because of this, it has excellent reactivity with carrier agents such as iron, and the dye can be firmly fixed to the dyed object as an indestructible complex compound. It has excellent properties, does not discolor even when exposed to acids, and has a good texture after dyeing.
For example, it can be suitably used for silk dyeing, moat dyeing, etc. Furthermore, the mordant dye composition of the present invention can dye cotton with a high degree of blackness, unlike conventional logwood, and can dye wood with a high degree of blackness, such as rosewood and ebony. The present invention will be explained below with reference to Examples, but the present invention is not limited to these Examples in any way.

In addition, in the following, parts mean parts by weight. Example 1 1 part of sulfophthalic acid and 2 parts of pyrogallol were mixed in a flask and heated in an oil bath heated to about 1360 °C.
The reaction was allowed to proceed for approximately 5 hours.

After the reaction was completed, ethylene glycol hexagonal was added to the reaction product, and the mixture was cooled to room temperature under cooling. The dye solution thus obtained was a dark brown solution with a pH of 4.0. This dye solution was applied with a brush to a silk cloth, and after drying, a 20% aqueous solution of iron wood acetate was applied with a brush and dried, and then a 3.0% aqueous solution of potassium dichromate was applied, and after drying, After washing and drying, it was possible to dye silk cloth in red and black with excellent luster.

In the same manner as above, wool and wood were dyed with soot using the above dye composition and the soot beam agent shown in Table 1.

Indicates hue, dyeability, and various fastness levels. In addition, the results for the case of the above-mentioned silk cloth are also shown. Example 2 In the same manner as in Example 1, 1 part of sulfophthalic acid was reacted with pyrogallol in the amount shown in Table 2 to obtain a mordant dye composition according to the present invention.

Table 2 shows the hue and washing fastness of silk fabrics dyed using these dye compositions in the same manner as in Example 1. Example 3 In the same manner as in Example 1, 2 parts of pyrogallol was reacted with 1 part each of sulfoterephthalic acid or sulfonaphthalene dicarboxylic acid to obtain a soot dye composition according to the present invention.

Table 2 shows the hue and washing fastness of silk fabrics dyed using these dye compositions in the same machine as in Example 1. Example 4 Table 1 Table 2 In the same manner as in Example 1, 2 parts of pyrogallol was reacted with the aromatic sulfopolycarboxylic acid and aromatic sulfomonocarboxylic acid shown in Table 2 to obtain a compound according to the present invention. A soot dye composition was obtained.

Claims (1)

[Scope of Claims] 1. A mordant dye composition comprising a reaction product of an aromatic sulfopolycarboxylic acid having two or more carboxyl groups in the molecule and pyrogallol. 2 Aromatic sulfopolycarboxylic acids are sulfophthalic acid,
The mordant dye composition according to claim 1, characterized in that it is sulfoterephthalic acid or sulfonaphthalene dicarboxylic acid. 3. The mordant dye composition according to claim 1 or 2, which is obtained by reacting 1 to 8 times the molar amount of pyrogallol with respect to aromatic sulfopolycarboxylic acids. 4. Any one of claims 1 to 3, characterized in that it consists of a reaction product of aromatic sulfopolycarboxylic acids and pyrogallol, and alkylene glycol.
The mordant dye composition described in .