JPH0674549B2 - Dyeing method of composite fiber - Google Patents

Description

Description: FIELD OF THE INVENTION The present invention relates to a dyeing method for conjugate fibers, and more particularly to a dyeing method for dyeing conjugate fibers composed of polyester fibers and acetate fibers in a favorable red color. It is a thing.

2. Description of the Related Art Recently, various types of composite fibers have been widely used in order to increase the added value of fibers.

Among synthetic fibers, polyester fibers, which occupy a large weight, include not only natural fibers such as cotton, silk, and wool, but also acetate fibers that have the advantage of being able to be dyed with the same dye in a single step. Composite fibers with "suppleness" have been attracting attention, and their production volume is increasing, especially for women's clothing.

DISCLOSURE OF THE INVENTION Problems to be Solved by the Invention By the way, in the dyeing of composite fibers composed of polyester fibers and acetate fibers, in principle, the same disperse dye should be used, but the dyeing should be possible in one step. In practice, there are very few dyes that can dye polyester fiber and acetate fiber with the same dye to the same color and to the same concentration, so the dyed fabric is unevenly dyed and has a so-called "irritable" dyeing fabric. It was not obtained, and it was a big hindrance to the expansion of the market.

Particularly, among the three primary colors, relatively good dyes such as quinophthalone type dyes have been found for yellow type, but for red type and blue type, there are few dyes that can be dyed with the same color and the same concentration. It was the current situation.

For example, those having a high affinity for polyester fibers have a very low affinity for acetate fibers and polyamide fibers, and the same color (there are many dyes whose color tone changes due to different concentrations) and the same density cannot be ensured. In particular, recently, high-temperature dyeing has become the mainstream in order to secure the fastness of dyed fabrics and to dye them for a short period of time, shifting from conventional dyeing at around 100 to 110 ° C to dyeing at 120 to 140 ° C. I'm doing it. At this time, for example, in a polyester / triacetate blended fabric, dyed once on triacetate fiber is transferred to the polyester side at high temperature, and the difference in density increases, so dyes with high affinity for polyester fiber are practically used. I can not use it.

On the other hand, since dyes having a high affinity for acetate fibers and polyamide fibers have an extremely low affinity for polyester fibers, the dye utilization rate is still insufficient even at high temperature dyeing, and the wet fastness also decreases. , Of course, there was a problem in practice.

Means and Actions for Solving Problems In view of the above circumstances, the inventors of the present invention, when dyeing a composite fiber composed of a polyester fiber and an acetate fiber, use both fibers in the same color (red) and at the same concentration. In addition, as a result of diligent examination of a dyeing method obtained from a dyed product having excellent light fastness and sublimation fastness, among known disperse dyes, when a dye having a specific structure is used, As a result, they have found that they have a good affinity for both polyester fibers and acetate fibers, and that they can be dyed with the same color and with the same density, and completed the present invention.

That is, the gist of the present invention is to use a monoazo dye represented by the following general formula [I] as a dye in a method for dyeing a composite fiber composed of a polyester fiber and an acetate fiber. A method for dyeing composite fibers composed of fibers.

(In the formula, Z represents a hydrogen atom, a chlorine atom, a methyl group or an acetylamino group, R ¹ and R ² are each a C _{1 to} C ₄ alkyl group, a lower acyloxyalkyl group, a lower alkoxycarbonyloxyalkyl group, CH ₂ CH ₂ COOR ³ or —CH ₂ CH ₂ COOC ₂ H ₄ OR ³ (wherein R ³ represents a C _{1 to} C ₄ alkyl group), provided that Z represents an acetylamino group, Both R ¹ and R ² each represent a C _{1 to} C ₄ alkyl group, and when Z represents a group other than an acetylamino group, both R ¹ and R ² both represent a C _{1 to} C ₄ alkyl group. The present invention will be described in detail below.

In the present invention, among the dyes represented by the general formula [I] shown above, which are used for dyeing composite fibers of polyester fibers and acetate fibers, particularly preferable dyes are those in which Z is a hydrogen atom or a methyl group. , R ¹ represents a C ₁ -C ₄ alkyl group, R ² is a lower acyloxyalkyl group, a lower alkoxycarbonyloxyalkyl group, -CH ₂ CH ₂ COOR ³ or -CH ₂ CH ₂ COOC ₂ H ₄ OR ³ (here And R ³ is the same as defined above.

The monoazo dye represented by the above general formula [I] is, for example,
As described in JP-B-44-30628 and JP-A-50-21029, a compound represented by the following formula [II] is usually diazotized, Then, it can be easily produced by coupling a compound represented by the following general formula [III].

(In the formula, Z, R ¹ and R ² are the same as defined above.) Examples of the conjugate fibers of the present invention include a conjugate fiber of polyethylene terephthalate fiber and diacetate fiber or triacetate fiber, blended fiber, A mixed woven product may be used. Further, instead of the polyethylene terephthalate fiber, a polyester fiber made of polybutylene terephthalate, a polycondensation product of terephthalic acid and 1,4-bis- (hydroxymethyl) cyclohexane, or the like may be used. The mixing ratio of polyester fiber and acetate fiber is 95: 5 to 5:
95 (weight ratio) can be mentioned, and preferably 80:20 to 20:80 (weight ratio).

In the present invention, in order to dye the composite fibers composed of the polyester fiber and the acetate fiber, according to a conventional method,
Dyeing in which the dye represented by the general formula [I] shown above is dispersed in an aqueous medium using a condensate of naphthalenesulfonic acid and formaldehyde, a higher alcohol sulfate ester, a higher alkylbenzene sulfonate or the like as a dispersant. A bath or printing paste may be prepared, and dipping or printing may be performed. For example, in the case of dip dyeing, by applying an ordinary dyeing treatment method such as a high temperature dyeing method, a carrier dyeing method, and a thermosol dyeing method, both polyester fiber and acetate fiber can be dyed with particularly excellent fastness. it can. At that time, if the acidic substance such as formic acid, acetic acid, phosphoric acid, ammonium sulfate or the like is added to the dyeing bath, a better result can be obtained.

EXAMPLES Next, the present invention will be described more specifically by way of examples, but the present invention is not limited to the following examples.

Example 1 The following structural formula 0.5 g of a monoazo dye (an isomer mixture of dichlorobenzothiazoles) represented by 1 g, a naphthalenesulfonic acid-formaldehyde condensate 1 g and a higher alcohol sulfate ester
A dyebath was prepared by dispersing 3 g of water containing 2 g. In this dyeing bath, polyester-triacetate blended fiber (50:50) 1
Soak 00g and dye at 130 ℃ for 30 minutes, then soap,
When it was washed with water and dried, a clear red dyed cloth was obtained. The obtained dyed cloth was deeply and uniformly dyed, and the light fastness, sublimation fastness and water fastness were good. The temperature stability and pH stability during dyeing of the above dye were good.

The same color and the same concentration of the above dyes were checked by the following method, polyester cloth 50g and triacetate cloth 50g were separately put into the same bath by the above dyeing method, similarly dyed, and after dyeing, the same Macbeth for density and homogeneity
It measured using the 2020 type photometer. The measurement results are shown in Table 1. In addition, using the residual dyeing solution, similarly dye with a new white cloth,
The concentration was measured and the residual bath rate was measured.

The dye used in this example was manufactured as follows.

4.4 g of 5,6- and 6,7-dichlorobenzothiazole (50:50 mixture) at 0 ° C. with nitrosyl sulfuric acid in 65% sulfuric acid.
Was diazotized for 2 hours to prepare a diazo solution.

Further, 4.1 g of N-ethyl-N-acetoxyethylaniline was dissolved in 200 ml of methanol to prepare a coupling solution.

Add 0 to 2 of the above diazo solution to the obtained coupling solution.
After adding dropwise at 0 ° C. to carry out a coupling reaction and reacting at 0 ° C. for 3 hours, precipitated crystals were separated by filtration, washed with water and dried to obtain 8.0 g of red crystals. This product has λmax (acetone) of 522
was nm.

Example 2 The following structural formula 0.5 g of the dye (mixture of isomers) shown in (3) was mixed with 0.5 g of a naphthalenesulfonic acid-formaldehyde condensate and finely pulverized with a paint shaker to obtain a finely divided dye. Thoroughly mix this with the base paste of the following composition to obtain 100 g of color paste.
Got

Composition of original paste Carboxymethylcellulose-based paste 30.0g Tartaric acid 0.2g Aromatic carrier 0.3g (San Floren SN, manufactured by Nichika Chemical Industry Co., Ltd., trade name) Water 68.5g Total 99.0g Printing on triacetate blended fiber (50:50), intermediate drying at 100 ° C, then
After keeping it in 170 ° C superheated steam for 7 minutes to develop color,
When soaping, washing with water and drying were carried out, a dyed cloth printed in a thick and uniform red color was obtained. The dyed cloth had good light fastness, sublimation fastness and wet fastness.

The dye used in this example was produced in the same manner as in Example 1. The λmax (acetone) of this dye is 524 nm.
Met.

Then, the hue and the density of the obtained dyed cloth were judged by dyeing the polyester cloth and the triacetate cloth separately as in Example 1. The results are shown in Table 1 below.

Example 3 The following structural formula Dyeing was performed in the same manner as in Example 1 using the monoazo dye (mixture of isomers) shown in 1. to obtain a dyed cloth dyed in a deep and uniform bright bluish red throughout. The obtained dyed cloth had good fastness to light, fastness to sublimation and fastness to water, and also had good temperature stability and pH stability during dyeing of the above dye. The dye used in this example was produced in the same manner as in Example 1. The λmax (acetone) of this dye was 546 nm.

Then, the hue and the density of the dyed cloth were judged by dyeing the polyester cloth and the triacetate cloth separately in the same manner as in Example 1. The results are shown in Table 1.

Example 4 The following structural formula Dyeing was performed in the same manner as in Example 1 using the monoazo dye (mixture of isomers) shown in 1. to obtain a dyed cloth which was dyed in a deep and uniform bright red color. The light fastness, sublimation fastness and water fastness of the obtained dyed fabric are good,
The temperature stability and pH stability during dyeing of the above dye were also good. The dye used in this example was the same as in Example 1.
Manufactured in the same manner as. The λmax (acetone) of this dye is 5
It was 21 nm.

Then, the hue and density of the dyed cloth were judged by dyeing the polyester cloth and the triacetate cloth separately as in Example 1. The results are shown in Table 1.

Comparative Examples 1 and 2 In Example 1, as the dye, a monoazo dye other than the one represented by the general formula [I] shown above was used, and the hue and the density of the dyed fabric were evaluated in the same manner. The results are also shown in Table 1.

From the results shown in Table 1, it can be seen that in the case of the examples of the present invention, the dyeing density and the hue of the polyester cloth and the triacetate cloth are at the same level. This means that the dyeability of the dye on both the polyester fiber and the triacetate fiber is similar, and in the case of the mixed-spun fabric, uniform uniform color is exhibited. Further, the dye residual rate when dyeing the mixed spinning product is also small in the case of the examples of the present invention, and it can be seen that the dye is well exhausted to both fibers.

On the other hand, in the case of the comparative example, it can be seen that the difference in dyeing density and the difference in hue between the polyester cloth and the triacetate cloth are large, although the dye structurally similar to that of the example is used. Therefore, in the comparative example, in the case of the blended fabric, only a dyed fabric having "irritability" and no sense of stability can be obtained. Further, in the comparative example, the dye residual rate is large when the mixed spinning product is dyed.

Example 5 Polyester-triacetate blended fabrics (50:50) and (80:20) were dyed in the same manner as in Example 1 by using the dyes shown in Table 2 below. A dyed cloth was obtained. In order to check the same density of each of these dyes, polyester cloth and triacetate cloth were separately put in the same bath, and dyed and judged in the same manner as in Example 1. The results are shown in Table 2. The color tone of each dyed cloth and the maximum absorption wavelength λmax (acetone) of the dye are also shown.

EFFECTS OF THE INVENTION In the present invention, as is clear from the above Examples and Comparative Examples, both the polyester fiber and the acetate fiber have the same color only when the dye represented by the general formula [I] is used. It can be dyed in a reddish color and at the same density. The dye itself specified in the present invention is known as a disperse dye when dyeing polyester fiber or the like alone, but among many disperse dyes, the dye represented by the general formula [I] shown in the present invention is specified. It is surprising that it is particularly suitable for dyeing composite fibers consisting only of polyester fibers and acetate fibers.

Claims (1)

[Claims] 1. A method for dyeing a composite fiber comprising a polyester fiber and an acetate fiber, wherein a monoazo dye represented by the following general formula [I] is used as a dye. A method for dyeing composite fibers. (In the formula, Z represents a hydrogen atom, a chlorine atom, a methyl group or an acetylamino group, R ¹ and R ² are each a C _{1 to} C ₄ alkyl group, a lower acyloxyalkyl group, a lower alkoxycarbonyloxyalkyl group, CH ₂ CH ₂ COOR ³ or -CH ₂ CH
₂ COOC ₂ H ₄ OR ³ (wherein R ³ represents a C ₁ -C ₄ alkyl group) provided that when Z represents an acetylamino group, both R ¹ and R ² are both C ₁ To C ₄ alkyl group, and when Z represents a group other than acetylamino group,
Neither R ¹ nor R ² represents a C ₁ -C ₄ alkyl group)