JPH0551539A - Dye composition and method of dyeing hydrophobic fiber by using it - Google Patents

Abstract

PURPOSE:To improve the color rendering without losing the vividness of the blue color of a cyanoazo dye by incorporating a specified anthraquinone dye into a specified cyanoazo dye. CONSTITUTION:A dye composition which contains a compound of formula I and a compound of formula II. In formula II, Y1 is 0 or imino; and R1 is branched alkoxyalkyl, lower alkoxyalkoxyalkyl, or lower alkyl. When a monoazo dye of formula I is used for dyeing hydrophobic fibers, such as polyester fibers, a blue color with vividness comparable to that obtainable with an anthraquinone blue dye often used as a moderate blue bye can be obtained, also with sublimation fastness superior to that of the blue dye. However, the monoazo dye has such a shortcoming that it is inferior to the blue dye in color rendering. The incorporation of a dye of formula II into a dye of formula I can greatly improve the color rendering while keeping the color tone of a dyed material, so that a dyed material having color rendering comparable to that obtainable with the blue dye can be produced.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention relates to a dye composition and a dyeing method. More specifically, it relates to a dye composition containing two or three kinds of disperse dyes having a specific structure, and a method for dyeing a hydrophobic fiber using the dye composition.

[0002]

2. Description of the Related Art Equation (1)

[0003]

[Chemical 4]

A monoazo dye represented by the formula (3)

[Chemical 5]

When a hydrophobic fiber such as polyester fiber is dyed with the monoazo dye represented by, it is equivalent to anthraquinone blue dye widely used as a moderate blue dye (for example, CI Disperse Blue 56). It is widely used because of its vivid blue color tone, excellent sublimation fastness superior to that of Blue 56, and excellent economical efficiency.

However, these azo dyes have C.I. I. It has the drawback of being inferior to Disperse Blue 56. Poor color rendering means that the appearance of the color of the material to be dyed changes significantly when the light source changes, and the value of such dyed products decreases in practical value. Therefore, in the market, there is a demand for the development of an azo blue dye having excellent color rendering properties while maintaining a clear blue color tone of the dyed product.

[0008]

The blue dye alone or a mixture of the formula (1) and the formula (3) has excellent characteristics such as sharpness, fastness to sublimation, and economical efficiency. It has the disadvantage of being inferior in sex. Therefore, it is required to develop a method for improving such color rendering properties of the dye of formula (1).

[0009]

Means for Solving the Problems The inventors of the present invention have achieved the present invention as a result of intensive research to solve the above-mentioned problems. That is, the present invention relates to the formula (1) (1)

[0010]

[Chemical 6]

The compound represented by the formula and the formula (2)

[0012]

[Chemical 7]

(In the formula (2), Y ₁ represents an oxygen atom or an imino group, and R ₁ represents a lower branched alkoxyalkyl group, a lower alkoxyalkoxyalkyl group or a lower alkyl group which may be branched). Dye composition containing a compound represented by the formula (2) Compounds of the formula (1) 10-99.
9% by weight and 0.1 of the compound of the formula (2) shown in the above 1
To 90% by weight of the dye composition (3) The compound of formula (1) shown in the preceding paragraph 1, the compound of formula (2) shown in the preceding paragraph 1 and the following formula (3)

[0014]

[Chemical 8]

Dye composition containing a compound represented by the formula (4) 10 to 90% by weight of the compound of the formula (1) represented by the above item 1 and the compound 0 of the formula (2) represented by the above item 1 1 to 50
Dye composition, characterized by containing 10% to 90% by weight of the compound represented by the formula (3) shown in the above item 3 (5) The above item 1, the above item 2, the above item 3 or the above item 4 There is provided a method for dyeing a hydrophobic fiber, which is characterized by using the dye composition described in 1.

The present invention will be described in detail. Formula (1) alone or formula (1) and formula (3) can be prepared by adding the dye of formula (2) to the dye of formula (1) or the mixture of dyes of formula (1) and formula (3). It was confirmed that the color rendering property was extremely improved as compared with the case where the dye mixture was used for dyeing. That is, it is widely used as a medium blue dye (for example, CI Disperse Blue 56).
As a result, a dyed product having no amber color was obtained as compared with the color rendering of the anthraquinone blue dye. In addition, the hydrophobic fiber dyeing product dyed with the dye composition of the present invention has the same sharpness and sublimation as the dyeing product dyed using the formula (1) alone or the dye mixture of the formulas (1) and (3). It had fastness and had excellent dyeing properties as an azo dye which can replace the anthraquinone blue dye.

The proportion of the dye compounded in the method of the present invention is preferably 10 to 9 for the dye represented by the formula (1).
9.9% by weight, more preferably 20 to 99% by weight, and the dye represented by formula (2) is preferably 0.1 to 90% by weight.
It is more preferably 1 to 50% by weight, and when the formula (3) is further mixed, the dye represented by the formula (1) is preferably 1
0 to 90% by weight, preferably 25 to 75% by weight, the dye represented by the formula (3) is preferably 90 to 10% by weight, more preferably 25 to 75% by weight, and the dye represented by the formula (2) is preferable. Is 0.1 to 50% by weight, more preferably 1 to
It is 20% by weight.

Specific examples of the compound of the formula (2) used in the present invention include

[0019]

[Chemical 9]

[0020]

[Chemical 10]

[0021]

[Chemical 11]

[0022]

[Chemical formula 12]

[0023]

[Chemical 13]

[0024]

[Chemical 14]

[0025]

[Chemical 15]

And the like, and a mixture thereof can also be used. The dye represented by the formula (1) is described in JP-B-3-6275, and the dye represented by the formula (2) is disclosed in JP-B-30-338.
4, No. 39-14992, No. 41-4872, and the dye represented by the formula (3) is known from JP-B-44-24707. The dye composition of the present invention may be prepared by mixing the respective bulk powders of the dyes and then subjecting them to a fine particle treatment to obtain the dye composition, or the formulas (1), (2) and (3).
It is also possible to separately subject the dye bulk powder represented by the formula (3) to a fine particle treatment and then mix them in the proportions as described above to obtain a dye composition. Alternatively, in the latter case, individual finely divided dyes may be added to the dye bath to form the same composition as the dye composition of the present invention in the dye bath. Further, other dyes may be added within a range not impairing the gist of the present invention.

The dye composition of the present invention is used for dyeing in the form of a finely divided paste, or after being dried. Specific examples of the hydrophobic fiber that can be dyed by the method of the present invention include polyester fiber, polyamide fiber, diacetate fiber, triacetate fiber, and a blended product thereof, and these, cotton, silk, and natural fibers such as wool. It may be a blended product.

Using the dyes represented by the formulas (1) and (2) or the dye composition containing the dyes represented by the formulas (1), (2) and (3), which are used in the method of the present invention, For dyeing hydrophobic fibers, it is advantageous to dye the fibers in an aqueous solvent in which they are immersed under pressure at 105 ° C. or higher, preferably 110-140 ° C. It is also possible to dye in the presence of a carrier such as O-phenylphenol or trichlorobenzene at a relatively high temperature, for example, boiling water. Alternatively, put the dye dispersion on a cloth and
It is also possible to carry out dyeing by a so-called thermosol method in which a dry heat treatment is carried out at 230 ° C. for 30 seconds to 1 minute. On the other hand, the dye composition of the present invention and a natural sizing agent (eg snow algin, starch, casein, gelatin etc.), a synthetic sizing agent (eg polyvinyl alcohol, polyvinyl acetate etc.), a reduction inhibitor, p
It is also possible to prepare a printing paste together with an H-adjusting agent, a deep-dyeing agent, etc., and perform dyeing by a printing method by a conventional 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 excellent in improving the color rendering properties, the formula (1) alone, the mixture of the formulas (1) and (3), and the anthraquinone blue dye (C I. Disperse Blue 56) and the dye composition of the present invention were compared for color rendering, and the results are shown in Table 1.

Table 1 Percentage of Dye Bulk Powder Used (Weight Ratio) Color Rendering Comparative Example 1 Formula (1) 1.0 x Comparative Example 2 Formula (1) 0.5 + Formula (3) 0.5 x Comparative Example 3 Blue 56 1.0 ○ Invention Formula (1) 0.9 + Formula (4) 0.1 ◎ Invention Formula (1) 0.495 + Formula (4) 0.010 △ + Formula (3) 0.495 Present Invention Formula (1) 0.476 + Formula (4) 0.048 ○ + Formula (3) 0.476 Invention Formula (1) 0.455 + Formula (4) 0.090 ◎ + Formula (3) 0 .455

As the test dye, used is 3 parts of the bulk powder in the proportions shown in Table 1 and 7 parts of a formalin condensate of naphthalene sulfonic acid and a fine particle treatment using a sand grinder and drying by a vacuum drying method. did. However, since the dyeability of Blue 56 is inferior to that of Formula (1) or Formula (2),
The amount used was doubled and the dyeing densities of the dyed products were adjusted.

The dyeing conditions are as follows. Dyeing object: Polyester processed yarn fabric Bath ratio: 1:30 Dyeing bath pH: 4.5 Dyeing temperature, time: 130 ° C, 60 minutes Post-dyeing treatment: Reduction washing

The color rendering property test was performed by visually determining the degree of change in color tone under color temperature 5500 ⁰ K light source as a standard color tone of the dyed fabric in the standard light source D ₆₅ under irradiation. The color rendering property was evaluated according to the following criteria.

Indication symbol ◎ ----- No difference ○ ----- Very slight difference is observed △ --- --Slight difference is observed × ----- The degree of difference is great

As is apparent from the results in Table 1, the dye of the formula (1) or the dyes of the formulas (1) and (3) is mixed with the dye of the formula (2) in a very small amount to give a clear and very excellent result. A dyed product having excellent color rendering properties was obtained. This is a sharpness comparable to that of blue 56 which is an anthraquinone type blue dye, and has a color rendering property higher than that. That is, the dye composition of the present invention is a valuable dye composition that can replace the expensive anthraquinone blue dye.

EXAMPLES The present invention will be described more specifically with reference to the following examples. In addition, "part" and "%" in an Example mean a weight part and weight%, respectively.

Example 1 2.4 parts of the dye of the formula (1) and 0.6 part of the dye of the formula (5) were microparticulated with 7 parts of a formalin condensate of naphthalenesulfonic acid to obtain a dye composition of the present invention. 1 part of this dye composition was added to 3000 parts of water to make a dispersion, and then pH was adjusted with acetic acid.
Adjust to 4.5, soak 100 parts of polyester white cloth,
Dyeing was carried out at 130 ° C. for 1 hour, then the dyed fabric was subjected to reduction washing and dried to give a very bright blue dyed fabric. This dyed cloth had good color rendering and fastness to sublimation.

EXAMPLE 2 1.4 parts of the dye of the formula (1), 0.2 part of the dye of the formula (5) and 1.4 parts of the dye of the formula (3) together with 7 parts of a formalin condensate of naphthalenesulfonic acid are finely divided. Then, dyeing was carried out in the same manner as in Example 1 to obtain a clear blue dyed cloth having excellent color rendering properties.

Example 3 2.4 parts of the dye of the formula (1) and 0.6 part of the dye of the formula (7) were atomized together with 7 parts of the formalin condensate of naphthalenesulfonic acid, and then the same method as in the example 1 was used. When dyed with, a clear blue dyed cloth excellent in color rendering was obtained.

Example 4 2.4 parts of the dye of the formula (1) and 0.6 part of the dye of the formula (9) were microparticulated together with 7 parts of a formalin condensate of naphthalenesulfonic acid, and then the same method as in the example 1 When dyed with, a clear blue dyed cloth excellent in color rendering was obtained.

Example 5 1.4 parts of a dye of the formula (1), 0.2 part of a dye of the formula (6) and 1.4 parts of a dye of the formula (3) together with 7 parts of a formalin condensate of naphthalene sulfonic acid are finely divided. Then, dyeing was carried out in the same manner as in Example 1 to obtain a clear blue dyed cloth having excellent color rendering properties.

Example 6 1.4 parts of the dye of the formula (1), 0.2 part of the dye of the formula (8) and 1.4 parts of the dye of the formula (3) together with 7 parts of a formalin condensate of naphthalenesulfonic acid are finely divided. Then, dyeing was carried out in the same manner as in Example 1 to obtain a clear blue dyed cloth having excellent color rendering properties.

Example 7 1.4 parts of a dye of the formula (1), 0.2 part of a dye of the formula (10) and 1.4 parts of a dye of the formula (3) together with 7 parts of a formalin condensate of naphthalenesulfonic acid are finely divided. Then, dyeing was carried out in the same manner as in Example 1 to obtain a clear blue dyed cloth having excellent color rendering properties.

[0044]

According to the method of the present invention, it is possible to improve the disadvantage that the color rendering of the present dye is inferior without losing the sharpness of the original color tone of the specific cyanoazo dye.

Claims (5)

[Claims] 1. A formula (1): And a compound represented by the formula (2): (In the formula (2), Y ₁ represents an oxygen atom or an imino group, and R ₁ represents an optionally branched lower alkoxyalkyl group, lower alkoxyalkoxyalkyl group or lower alkyl group.) And a dye composition containing 2. A compound 10 of the formula (1) according to claim 1.
To 99.9% by weight and a compound of formula (2) as defined in claim 1 in an amount of 0.1 to 90% by weight. 3. A compound of formula (1) as defined in claim 1, a compound of formula (2) as defined in claim 1 and a compound of formula (3) A dye composition containing a compound represented by 4. A compound 10 of the formula (1) according to claim 1.
% To 90% by weight, 0.1 to 50% by weight of the compound of formula (2) shown in claim 1 and 10 to 90% by weight of the compound of formula (3) shown in claim 3. Dye composition 5. A method for dyeing a hydrophobic fiber, which comprises using the dye composition according to claim 1, claim 2, claim 3 or claim 4.