JPH10251534A - Mixture of orange color-based disperse dye - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain the subject dye mixture capable of greatly improving both sublimation fastness and wet fastness of a cloth dyed therewith, while maintaining pH dependency and levelling during dyeing by mixing a disperse dye of a specific structure with a dye of a specific structure. SOLUTION: This dye mixture consists of 15-80wt.% orange color-based disperse dye of formula I and 85-20wt.% another orange color-based disperse dye of formula II. As for preferable compounding ratio of both the dyes, the quantity of the disperse dye of formula II is 0.25-4wt. times (pref. 1-3 wt. times) that of the disperse dye of formula I. The disperse dye of formula I is obtained, e.g. by subjecting p-nitroaniline to diazotization, then, coupling with N-ethyl-N- cyanoethyleniline. The disperse dye of formula II is obtained, e.g. by subjecting p-nitroaniline to diazotization, then, coupling with N-cyanoethyl-N- benzoyloxyethylaniline. To use the dye mixture, it is preferably prepared by mixing with an anionic dispersing agent and subjecting the resulting dye cake to dispersion treatment.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a mixture of orange-based disperse dyes, and more particularly, it has excellent fastness to sublimation and fastness to wetness, and also has good dyeing ability, temperature dependency and pH dependency during dyeing. CIdisperse Orang
It relates to an orange disperse dye mixture having a hue similar to e76.

[0002]

2. Description of the Related Art The orange disperse dye represented by the structural formula (A) is excellent in economy and is known as a dye excellent in pH dependency and levelness when dyeing polyester fibers. However, when this disperse dye is dyed on polyester fiber, there is a drawback that the fastness to sublimation and the fastness to wet are inferior.

[0003]

DISCLOSURE OF THE INVENTION The present invention relates to an orange disperse dye represented by the structural formula (A) shown above, which has excellent sublimation fastness after dyeing while maintaining excellent pH dependency and levelness. Another object of the present invention is to provide a clear orange disperse dye having improved wet fastness.

[0004]

The present inventors have conducted intensive studies in view of the above-mentioned circumstances, and as a result, when the disperse dye represented by the structural formula (A) is mixed with a dye having a specific structure, the disperse dye is used alone. The present inventors have found that the sublimation fastness and the wet fastness of the dyed fabric can be significantly improved while maintaining the pH dependency and leveling property at the time of dyeing as compared with the case of the above, and reached the present invention. That is, the gist of the present invention is to provide an orange disperse dye 15 represented by the structural formula (A) shown above.
To 80% by weight and 85 to 20% by weight of the orange disperse dye represented by the structural formula (B).

[0005]

BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in detail.
The disperse dye represented by the structural formula (A) [hereinafter referred to as a disperse dye (A)] and the disperse dye represented by a structural formula (B) [hereinafter referred to as a disperse dye (B)] used in the present invention. According to JP-B-43-4212, CIDisp
Known as erse Orange 25 and CI Disperse Orange 73. In the present invention, the disperse dye (A) and the disperse dye (B) are used as a mixture. The proportion of each disperse dye in the mixture is 15 to 80% by weight of the disperse dye (A). Dye (B) is 85 to 20% by weight. As a desirable mixing ratio of both disperse dyes, the disperse dye (B) is 0.25 to 4 times by weight, preferably 1 to 3 times by weight based on the disperse dye (A).

[0006] When the amount of the disperse dye (B) is too large, the leveling property is lowered, and when it is too small, the effect of improving the fastness to wetness and sublimation is insufficient, which is not preferable. The disperse dye mixture of the present invention can contain other dyes as long as the performance is not impaired. The mixing ratio of the other dyes to be mixed is equal to or less than the weight of the mixture of the disperse dye (A) and the disperse dye (B).

If the proportion of other dyes to be incorporated exceeds this range, wet fastness is impaired, which is not preferred. As other dyes to be blended, for example, the following structural formula (C),
Known dyes represented by (D), (E) and (F) are mentioned. Hereinafter, the dyes represented by the structural formulas (C) to (F) are referred to as disperse dyes (C) to (F), respectively.

[0008]

Embedded image

Furthermore, a black disperse dye can be obtained by blending a navy blue disperse dye.

The disperse dye (A) used in the present invention can be prepared by diazotizing p-nitroaniline,
It can be easily produced by coupling with -ethyl-N-cyanoethylaniline. The disperse dye (B) can be easily produced, for example, by diazotizing p-nitroaniline and coupling it with N-cyanoethyl-N-benzoyloxyethylaniline.

When the disperse dye mixture of the present invention is used, it is mixed with a known anionic dispersant such as, for example, a naphthalenesulfonic acid-formaldehyde condensate, sodium ligninsulfonate, and the like, and a dye cake is formed. It is necessary to prepare a disperse dye composition by dispersion treatment.

The disperse dye mixture of the present invention is mainly used for dyeing polyester fibers. The polyester fibers may be used alone or in a mixture with other fibers. Although the dyeing method can be applied to various methods, the disperse dye mixture of the present invention exhibits excellent dyeing properties, temperature dependency, and pH dependency when applied to an exhaustion dyeing method. The dyeing conditions in exhaust dyeing are not particularly limited,
For example, the dyeing temperature is about 95 to 140 ° C., and the dyeing bath pH is about 4 to 9.5.

[0013]

EXAMPLES Next, the present invention will be described in more detail with reference to examples, but the present invention is not limited to the following examples unless it exceeds the gist.

Reference Example (Preparation of Disperse Dye Compositions) Each of 34 g of each of the disperse dyes (A) to (F) was mixed with 40 g of sodium ligninsulfonate, 26 g of a naphthalenesulfonic acid-formaldehyde condensate and 300 g of water by a sand grinder. The powdery disperse dye compositions (A) to (F) are obtained by wet pulverization for 5 hours and spray drying.
I got

Examples 1 and 2 and Comparative Examples 1 to 4 Mixtures in which the disperse dye compositions of the disperse dyes (A) and (B) prepared in Reference Examples were blended in the weight ratio (%) shown in Table 1. The dye was used and dyed according to the following method and evaluated. Table 1 shows the results.

<Dyeing Method-High Temperature Dyeing> A polyester bread cloth is dyed at a dyeing concentration of 1 / 1N, 2 / 1N or 1 / 3N using 1 g / l (liter) of an anionic leveling assistant and treated with acetic acid and sodium acetate. And adjust the pH to 5.0 ± 0.5 with a bath ratio of 1:
Staining was performed at 135 ° C. for 20 minutes at 20. The obtained dyed cloth was treated with 2 g / l of caustic soda and 2 g of hydrosulfite /
and 1 g / l of a special anion / nonionic surfactant was subjected to reduction washing at 80 ° C. for 10 minutes.

<Evaluation Method> (1) Dependency on pH The surface concentration of each dyed cloth was measured when the dyeing concentration was 1 / 3N and the dyeing was carried out at pH 5 or pH 9.5 in accordance with high-temperature dyeing.
The pH dependency was evaluated according to the following equation.

[0018]

## EQU1 ## pH dependency = (surface concentration of dyed cloth at pH 9.5 / surface concentration of dyed cloth at pH 5) ×
100 (%)

(2) Wet fastness Wash fastness AATCC after heat setting at 180 ° C. for 1 minute using a dyed cloth at a dyeing density of 2 / 1N in high temperature dyeing.
This was carried out according to the II-A method, and the degree of contamination of the nylon white cloth was evaluated. Alkali sweat fastness In high-temperature dyeing, heat-set at 180 ° C for 1 minute using a dyed cloth with a dye concentration of 2 / 1N, and then JIS L
The test was carried out in accordance with Method 0848 A to evaluate the degree of contamination of the white nylon cloth.

(3) Fastness of sublimation In high-temperature dyeing, using a dyed cloth having a dye concentration of 1/1 N, the dyeing was carried out in accordance with JIS L0879-1968.
evaluated.

(4) Leveling property (patch test) Using a color pet dyeing machine, 300 ml of a dyeing bath prepared by adjusting a polyester tropical cloth to a dyeing concentration of 1/10 N and a pH of 5 (adjusted with ammonium sulfate and acetic acid) was used. At 1:30, the temperature was rapidly raised from 80 ° C. to 130 ° C. over 8 minutes, and the mixture was immediately cooled and dyed. Take out the dyed cloth,
The extent of the casing spot was visually determined. The evaluation was performed according to the following criteria.

[0022]

5: no casing spot 4: little casing spot 3: slightly observed casing spot 2: considerably observed casing spot 1: significantly observed casing spot

[0023]

[Table 2]

Examples 3 to 7 Disperse dyes (A), (B), (C) prepared in Reference Examples
Table 2 shows each of the dye dispersion compositions (D), (E) and (F).
And dyed in the same manner as in Example 1 and evaluated. Table 2 shows the results.

[0025]

[Table 3]

[0026]

The orange disperse dye mixture of the present invention has good sublimation fastness and wet fastness, excellent dyeing properties during dyeing, pH dependency and level dyeing properties.
It has a hue similar to e Orange 76, and is useful as a general-purpose orange dye.

Claims (2)

[Claims] 1. An orange dispersion comprising 15 to 80% by weight of an orange disperse dye represented by the following structural formula (A) and 85 to 20% by weight of an orange disperse dye represented by the following structural formula (B). Dye mixture. Embedded image 2. The ratio of the orange disperse dye represented by Structural Formula (B) to the orange disperse dye represented by Structural Formula (A) is 0.25 to 4 (weight times). The orange disperse dye mixture according to claim 1.