JPS62156367A - Dyeing of hydrophobic fiber - Google Patents

Abstract

(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

DETAILED DESCRIPTION OF THE INVENTION Field of the Invention The present invention relates to a method for dyeing hydrophobic fibers. More specifically, the present invention relates to the dyeing and removal of hydrophobic fibers using a mixture of two disperse dyes having a specific structure.

The conventional monoazo dye represented by the technical formula (J) is known as C01, Disperse Blue 165, and when it is used to dye hydrophobic fibers such as polyester fibers, it gives a vivid blue tone and has a high light fastness. It is widely used because it exhibits excellent properties such as sublimation fastness and thermal decomposition property.However, this product has the drawback of being somewhat inferior in dyeing properties.

Inferior dyeability is not only undesirable not only because it is an economic disadvantage but also because it causes waste liquid pollution due to the flow of undyed dye during dyeing.

While the invention is still in progress, it is desired to improve the dyeability without losing the properties such as brightness, light fastness, sublimation fastness, and thermal decomposition properties of dyes of Vertex formula (1). te℃・ru.

Means for Solving the Problems The present inventors have conducted extensive research in order to improve the above-mentioned drawbacks, and as a result they have arrived at the present invention. That is, the present invention provides a method for dyeing hydrophobic fibers, which is characterized by using a mixed dye of 10 to 90% by weight of the dye represented by the formula (Jl) and 90 to 10% by weight of the dye shown in Vol. .

By mixing the dye of formula (■) and the dye of formula ([11] in the proportions described above, an improvement was observed compared to using formula (T) alone, and the build-up property was also good. The hydrophobic fiber dyed material dyed with the mixed dye has the same brightness and various fastnesses as the dyed material dyed with a single dye represented by formula (11), and from an economical point of view, the present invention Its practical value is extremely high.

The dye represented by formula [1] is also disclosed in Japanese Patent Application Laid-Open No. 58-21545.
This is a well-known dye described in No. 7, and is known as a dye that has excellent color fastness and gives a reddish blue dyed product.

In the method of the present invention, the proportion of dye mixed at ℃
) in an amount of 10 to 90% by weight, preferably 25 to 90% by weight.
The amount of dyeing is 75% by weight, and the amount of dyeing is 90 to 10% by weight, preferably 75 to 25% by weight of the dye shown in Niox.
Gives particularly favorable results in terms of color tone.

A method for preparing the mixed dye used in the present invention will be described.

The dye (original, f) indicated by
Since the dye (original powder) shown in Shikikan can be easily obtained by the method described in JP-A-58-215457, they were mixed in the proportions described above to form fine particles. The dyes represented by (Buntake) and (2) (base powder) can be obtained by processing to make a mixed dye, and then treated separately to make them fine grains, and then mixed in the proportions as described above to form a mixed dye. Good too. Furthermore, the mixed dye may be obtained as follows. Tapping formula (III) (However, X and Y each independently represent a halogen or a cyano group.However, at the same time, X, Y
are not both cyano groups) is diazotized according to a conventional method, and the dye (raw powder) obtained after the coupling reaction and cyanation reaction is mixed so that the ratio is as described above. Coupled with a mixture of couplers represented by the following formula (% formula %) whose mixing ratio was adjusted, A mixture of dyes (base powder) shown in (shown) is obtained. Next, based on the method described in Japanese Patent Publication No. 45-785, the halogen atoms were replaced with cyanide to obtain a mixture of dyes (base powder) represented by formulas (J) and (2), and then subjected to fine particle treatment. It may also be used as a mixed dye.

In the above, the fine particle treatment is carried out by a known method, such as dyes (former materials), formalin condensate of tonaphthalene sulfonic acid, lignin sulfonic acid, sulfated creosote oil, alkylbenzenesulfonic acid, ethylene oxide nonionic The dye can be made into fine particles by treating it with an activator (such as an ethylene oxide adduct of alkylphenol) using a crusher or a sand grinder in a wet state for about 1 to 5 hours.

Micronized dyes for carrying out the method of the invention include:
It may be either a commercial product or a liquid product.

When the Bunmu (Moon and f[) dyes are separately processed into microparticles, they may be mixed before dyeing as described above, or alternatively, they may be mixed in the dye bath.

Specific examples of hydrophobic fibers that can be dyed by the method of the present invention include polyester fibers, polyamide fibers, diacetate fibers, triacetate fibers, and blends of these and natural fibers such as cotton, silk, and wool. It may be a blended product.

In order to dye hydrophobic #R# using a mixed dye consisting of (2) and (2) used in the method of the present invention, the fibers are immersed in an aqueous medium under pressure at 105°C or higher, preferably at 110°C.
It is advantageous to dye at ~140°C. Dyeing can also be carried out in the presence of a carrier such as 0-phenylphenol or trichlorobenzene at a relatively high temperature, for example in the boiling state of water. Alternatively, it is also possible to dye the cloth by a so-called thermosol method, in which cloth is padded with a dye dispersion and subjected to dry heat treatment at 150 to 230° C. for 30 seconds to 1 minute.

- ten thousand dyes, natural thickening agents (e.g. snow algin, starch, casein, gelatin, etc.), synthetic thickening agents (e.g. polyvinyl alcohol, polyvinyl acetate, etc.), reduction inhibitors, pH
A printing paste may be prepared together with a conditioning agent, a deep dyeing agent, etc., and dyeing may be carried out by a conventional printing method. It is also possible to dye from a dye bath mainly containing an organic solvent such as trichlorethylene or perchlorethylene. (Solvent dyeing) In order to show that the dyeing method of the present invention is extremely effective in improving dyeing density, the case of dyeing with the dye (1) alone and the case of dyeing with the dyeing method of the present invention Table 1 shows a comparison of the staining properties.

Table 1 (1) All test dyes used were dye powders (30% powder content) that were made into fine particles using a formalin condensate of naphthalene sulfonic acid and a sand grinder, and then dried by vacuum drying. did. Furthermore, “Method of the present invention-1
~3'' is a vacuum-dried product of a mixed dye obtained by mixing the dye (original powder) in a predetermined ratio and then subjecting it to micronization treatment.

The staining conditions are as follows.

Dyeing material: Polyester processed yarn fabric bath Ratio:
1:30 Temp. . The amount of dyeing is calculated from the amount of dye used, the amount of dye remaining in the dye bath after dyeing, and the amount of dye in the treatment solution obtained by treating the dyed fabric with a 75% acetone aqueous solution at 20°C for 10 minutes. This is after deducting it. In these cases, the concentration of the dye was determined by a method of measuring optical density using a 75% acetone aqueous solution.

(3) Dyeing concentration When the dyeing concentration in “Single-1” is taken as 100%, “
Relative values of dyeing density in "Single-2" or "Methods 1 to 3J of the present invention."

As is clear from the table, it is recognized that the dyeing density is much higher in the dyeing according to the method of the present invention than in the case of dyeing with the dye of formula (1) or 1 alone.

EXAMPLES The present invention will be explained in more detail with reference to Examples below. Here, parts represent parts by weight.

Example 1゜2-bromo-6-diatu-4-nitroaniline 4.84
1 part is gradually added to 30 parts of 96% sulfuric acid at below 5°C with stirring. After stirring at the same temperature for 30 minutes, a mixture of 1,488 parts of acetic acid and 3 parts of propionic acid was added at a temperature below 10°C. Further, 6.2 parts of 43% nitrosyl sulfuric acid was added, and the mixture was stirred at 5°C or lower for 2 hours. In this way, a transparent diazotized liquid was obtained.

Next, N,N-diethylamino-m-acetanilide 4.
To a solution consisting of 12 parts of water, 700 parts of water, and 5 parts of 96% sulfuric acid, ice is appropriately added and the diazotized solution is added dropwise while cooling to 5°C or less. Next, 8.26 parts of crystals were obtained by heat treatment at 70° C. for 1 hour, followed by p-filtration, washing with hot water, and drying. 7 parts of this crystal, 15 parts of DMF, and 1.5 parts of cuprous cyanide were added to a flask and heated and stirred at 40°C for 2 hours. Thereafter, crystals were precipitated with methanol and filtered, and the crystals were decoppered with aqueous ammonia to obtain 5.5 parts of the dye (raw powder) of formula (J).

The dye (raw powder) of formula I could be obtained by the same procedure as described for N,N-diethyl in the above reaction. However, this cyanation reaction using cuprous 29-mer cyanide required 4 hours at 90°C.

- Dye of formula (J) obtained as in step 2 (raw powder 92.
25 parts of the mixed dye (2% OWF) was obtained by micronizing 0.75 parts of the dye of the formula (Raw I) with 7 parts of formalin condensate of naphthalene sulfonic acid. Add it to make a dispersion, then adjust the pH to 5 with acetic acid, soak 100 parts of white polyester cloth, and heat at 130°C.
After dyeing for 1 hour, the dyed fabric was reductively washed and, on drying, a very bright deep blue dyed fabric was obtained.

This dyed fabric also had good light fastness.

Example 2゜1.5 parts of the dye (raw powder) represented by the formula (Jl) obtained in the same manner as in Example 1 and 1.5 parts of the dye (raw powder) represented by the formula When the dyed fabric was made into fine particles together with 7 parts of the dye and dyed in the same manner as in Example 1, a dyed fabric with a clear blue color of extremely high density was obtained.

Example 3゜0.75 part of dye (base powder) represented by formula (■1) obtained in the same manner as in Example 1 and dye (base powder) 2 represented by formula (I″Q)
．． 25 parts of formalin condensate of naphthalene sulfonic acid 7
When the dyed fabric was made into fine particles and dyed in the same manner as in Example 1, a dyed fabric with a very clear deep blue color was obtained.

Example, 1゜6 parts of mixed dye obtained in the same manner as in Example 1 (6% owf)
) was added to 3000 parts of water to make a dispersion, and then the pH was adjusted with acetic acid.
5 and soaked 100 parts of polyester white cloth, 130 parts
The dyed fabric was dyed for 1 hour at ℃, followed by reductive washing and drying to give a very bright blue dyed fabric. This dyed cloth (
From the dyed fabrics obtained in Example 1 (6% owf dyed product) and Example 1 (2% owf dyed product), it was clear that the dyeing method of the present invention had extremely excellent build-up properties.

Example 5゜3 parts of the mixed dye obtained in Example 1 60 parts of a 20% aqueous solution of carboxymethyl cellulose 0.5 parts of sodium chlorate
Stone acid 0.2
Part uniform dyeing agent
2 part bath
34. A colored paste with a composition of 3 parts was prepared, printed on white polyester cloth, and after intermediate drying at 80°C, held in superheated steam at 170°C for 5 minutes, and washed with water in the following number for reductive cleaning. After that, it was washed with water and dried. A dyed product was obtained in which the area where the color paste was printed developed a clear blue color.

The light fastness of this dyed product was excellent.

Example 6 0.75 parts of a dyestuff represented by formula (1) obtained in the same manner as in Example 1, 2.25 parts of a dyestuff represented by formula I, and 7 parts of a formalin condensate of naphthalenesulfonic acid. When the dyed fabric was made into fine particles and dyed in the same manner as in Example 1, a very vivid dark blue dyed fabric was obtained.

Effects of the Invention) The drawback of the dye represented by CN NHCOCH3, such as low dyeing density, could be improved without impairing the sharpness and fastness of the colored paste.

Claims (1)

[Claims] (1) Formula (I) ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ 10 to 90% by weight of the dye shown by (I) and formula (II) ▲ Mathematical formula,
There are chemical formulas, tables, etc. ▼ (II) A dyeing method for hydrophobic fibers characterized by using a mixed dye with 90 to 10% by weight of the dye shown in