JP2805907B2 - Disperse dye composition and method for dyeing hydrophobic fiber using the same - Google Patents

Description

Description: TECHNICAL FIELD The present invention relates to a disperse dye composition and a method for dyeing hydrophobic fibers using the same. More specifically, the present invention relates to a disperse dye composition containing CI Disperse Red 191 and a method for dyeing hydrophobic fibers using the same.

<Conventional technology> CI Disperse Red 191 is the following formula (I), And a red disperse dye useful for dyeing hydrophobic fibers and their blended and woven fabrics. Because of its excellent clarity and light resistance, it is often used mainly for dyeing automotive interior materials, but has a slow dyeing speed and dispersibility in high-temperature water (hereinafter referred to as "tarling property"). There was a disadvantage that it was inferior. Due to these drawbacks, dyeing factories are strongly disadvantaged in terms of cost, but require long-time dyeing, and furthermore, use of a large amount of a leveling agent to obtain a uniform dyed product. Have been.

<Problems to be Solved by the Invention> CI Disperse Red 191 has a clear hue,
Because of its excellent light fastness, it is a strong demand in the dyeing industry to carry out dyeing at an economical advantage by improving the disadvantages of dyeing speed and tarring while maintaining its characteristics.

<Means for Solving the Problems> The inventors of the present invention have conducted intensive studies to solve the above problems, and as a result, one or two specific anthraquinone-based compounds have been added to CI Disperse Red 191. As a result, they have found that they have a clear hue, are excellent in light resistance, and have improved dyeing speed and turring property, and have completed the present invention.

The present invention relates to a compound represented by the formula (I) and a compound represented by the following formulas (II) and (III): And a method for dyeing hydrophobic fibers, characterized by using a disperse dye composition comprising one or two compounds selected from the group consisting of:

The compound represented by the formula (II) is described as CI Disperse Red 91, and the compound represented by the formula (III) is described as CI Disperse Red 302, and each is a compound known as a red disperse dye.

The compounds represented by the formula (I), the formula (II) and the formula (III) each have a slow dyeing speed by themselves and have a poor turring property. And the dyeing speed is increased, and the dyeing speed can be freely adjusted according to the compounding ratio.
Further, when the hydrophobic fibers are dyed by using each of them alone, they have the same hue, sharpness and light fastness. Absent.

Thus, the compounding ratio of the compound represented by the formula (I) and one or two compounds selected from the compounds represented by the formulas (II) and (III) is determined by a desired ratio with respect to the obtained disperse dye composition. Can be suitably selected according to the characteristics of the above, but is usually 90 to 10% by weight to 10 to 90% by weight, preferably 85 to 15% by weight to 15 to 85% by weight in terms of pure content.

The compounds represented by formulas (I), (II) and (III) are prepared by adding a dispersant such as a formalin condensate of naphthalene sulfonic acid or a lignin sulfonic acid alone or a mixture to a wet cake obtained from the production process. It is used in the form of a liquid product obtained by atomization and dispersion with a sand mill or the like, or a powder product obtained by spray drying.

The disperse dye composition of the present invention can be produced by mixing a predetermined amount of the compound represented by each of the formulas (I), (II) and (III) by a well-known method according to desired properties. , And (I), (I
Disperse dyes other than the compounds represented by I) and (III)
Further, it may contain an extender, a pH adjuster, a dispersing leveling agent, a dyeing assistant and the like.

In the practice of the present invention, a pH adjusting agent, a leveling agent and the like are added as necessary to a dye bath in which the disperse dye composition of the present invention is dispersed in an aqueous medium, and then the hydrophobic fibers are immersed. For example, in the case of polyester fibers, dyeing is performed at a temperature of 105 ° C. or more, preferably 110 to 140 ° C. for 30 to 60 minutes under pressure. This dyeing time can be shortened or extended depending on the state of dyeing.

In addition, dyeing can be performed at a relatively high temperature, for example, in a boiling state of water, in the presence of a carrier such as o-phenylphenol or methylnaphthalene.

Furthermore, a dyeing method in which the dye dispersion is padded on a cloth and then steamed or heat-treated at 100 ° C. or higher is also possible.

On the other hand, in the case of printing, a dye dispersion is kneaded with an appropriate paste, and the resultant is printed and dried on a cloth, followed by steaming or dry heat treatment.

In dyeing polyester fibers, an ultraviolet absorber, for example, a known benzotriazole-based compound may be used in combination in order to obtain a dyed article having more excellent light fastness. In the present invention, if necessary, one or more of these compounds may be used. Can be used. The amount of addition is not particularly limited, but is preferably 0.5 to 5% based on the weight of the material to be dyed.

In the present invention, examples of the hydrophobic fiber which becomes symmetrical in dyeing include polyester fiber, triacetate fiber, diacetate fiber, and polyamide fiber material. As the blended or interwoven product, the blended interwoven product of the above fibers and / or Examples thereof include blended and woven products of these and natural fibers such as cellulose fibers, wool, and silk, and hydrophobic fibers are particularly preferable for dyeing polyester fibers.

In the disperse dye composition of the present invention, while maintaining the color tone and light fastness characteristics of the compound represented by the formula (I), excellent tarring properties due to a synergistic effect and an optimum dyeing speed according to use are selected. Therefore, it is possible to adopt a dyeing method using a short-time and a small amount of a dispersing leveling agent, and to improve a color yield and a build-up property by a synergistic effect, thereby reducing the amount of the dye used. As described above, the present invention can provide a high-quality dyed product economically and with high productivity.

Hereinafter, the present invention will be described in more detail with reference to examples. In addition, in the text, "part" indicates "part by weight" and "%" indicates "% by weight".

Example 1 0.7 part of the compound of the formula (I) and 0.3 part of the compound of the formula (III) were combined with a formalin condensate of sodium naphthalenesulfonate 3.0.
And 6.0 parts of water were atomized to obtain a dispersion. When a dyeing test was performed using the dispersion as described below, the dyed product was uniform without spots.

For comparison, each of the compounds of the formulas (I) and (III) alone was atomized together with 1.0 part and 8.0 parts of a formalin condensate of sodium naphthalene sulfonate to obtain a dispersion.
A dyeing test was performed under the same conditions as above, and a comparison was made. As a result, the color tone and light fastness were equivalent. Dyeing speed,
Table 1 shows the results of the tarring property and the color yield.

(Dyeing speed test)

10.0 parts of the above dye dispersion was uniformly dispersed in 2981 parts of an aqueous solution containing 3.0 parts of Sumipon TF (a dyeing aid manufactured by Sumitomo Chemical Co., Ltd.), and then 1.2 parts of acetic acid and 4.8 parts of sodium acetate were added to give a total of 3000 parts of dye. Prepare six baths. 100 parts of Tetron tropical (polyester fiber woven fabric manufactured by Toray Industries) cloth is put into the dyeing bath, the temperature is raised from 60 ° C to 130 ° C at a rate of 1 ° C for 1 minute, and dyeing is performed at 130 ° C for 60 minutes.

During heating, 90 ℃, 100 ℃, 110 ℃, 120 ℃ and 130 ℃
At the time when the temperature reaches 130 ° C
After dyeing for 0 minutes, each was cooled to 90 ° C. or less, and the dyed material in the dyeing bath was taken out, washed with water, reduced, washed with water, and dried to obtain a dyed product at each temperature and a final dyed product.

The concentration of the obtained stain was measured by SICOMUC-20 (a colorimetric system manufactured by Sumika Chemical Analysis Service, Ltd.), and the following formula was used. Thus, a dyeing rate curve is obtained by obtaining a dyeing rate at each temperature, and plotting on a graph in which the vertical axis indicates the dyeing rate and the horizontal axis indicates the temperature.

 The obtained curves were classified into three stages as follows.

The temperature at which the dyeing rate is 50% is 100 ° C. or less: fast (represented by F in the table) The temperature at which the dyeing rate is 50% is 100 to 120 ° C .: Moderate (M in the table) The temperature at which the dyeing rate reaches 50% is 120 ° C. or more. Slow (represented by S in the table).

[Turning test]

10.0 parts of the above-mentioned dye dispersion is uniformly dispersed in 1487 parts of water, and then 0.6 parts of acetic acid and 2.4 parts of sodium acetate are added to adjust a dye bath to a total amount of 1500 parts. Next, tetron jersey cloth (polyester knitted fabric manufactured by Teijin Limited) is tightly wound around the inner cylinder of the cloth dyeing holder of the test dyeing apparatus color pet (manufactured by Nippon Dyeing Machinery Co., Ltd.) so that no gap is generated.
Fix the upper and lower ends of the holder using rubber bands without loosening. Then, after the outer cylinder is set in this, it is put into a dyeing pot in which a dye bath has been separately prepared, the sound is rapidly raised from 90 ° C to 115 ° C, and then kept at 115 to 116 ° C for 20 minutes. Thereafter, the dyed product is rapidly cooled to 90 ° C., immediately taken out, washed with light water, spread, and air-dried.

After air drying, the amount of dye aggregates adhering to the fibers in contact with the liquid flow port of the inner cylinder of the dyeing holder is visually determined.

 The judgment was based on the following criteria.

 A: No adhesion of aggregates is observed.

 ；: Little adhesion of aggregates was observed.

 Δ: Adhesion of aggregates is slightly increased.

 ×: Many adhesion of aggregates is observed.

XX: Adhesion of aggregates is remarkably observed.

According to the present dyeing test, it is practically necessary to be at least "only a small amount of aggregates are observed" (marked with ○).

[Color yield]

Perform the same procedure as the dyeing speed test
Measurement is performed by the method of L-0808, and the concentration ratio (%) is calculated by the following equation.

Examples 2 to 5 In the same manner as in Example 1, the results of staining using the compounds of the formulas (I) and (III) are shown in Table 1 together with the results of Example 1.

It can be seen that all are effective for the dyeing speed, the tarring property and the color yield.

Examples 6 to 10 Instead of the compounds of the formula (III) of the examples 1 to 5, the compounds of the formula (I)
Use of the compounds of formula (I) or of formulas (II) and (II)
The same procedure was performed except that the compound of I) was used in combination. The results are shown in Table 2, and all were more effective in terms of dyeing speed, tarring properties and color yield than the compound of formula (I) alone, and dyed products were obtained uniformly.

Example 11 1.6 parts of the compound of the formula (I) and 0.4 parts of the compound of the formula (II) were atomized and dispersed together with 6.0 parts of a ligninsulfonic acid-based dispersant and 12.0 parts of water, and this was uniformly dispersed in 17.0 parts of water. rear,
Maypro Gum NP (Glue manufactured by May Hall) 12% paste 60
Part, Sunfloren SN (Nichika Chemical Co., Ltd. dyeing accelerator) 2.9
And 0.1 part of tartaric acid, and stir and mix uniformly to make a total amount of 100 parts.
Prepare the color paste of the part. The color paste is printed on a polyester Amundsen (manufactured by Teijin) cloth through a 120-mesh screen, dried, and heated at 175 ° C with a high-temperature superheated steamer.
Heat treatment for a minute. Thereafter, washing with water, washing with hot water, and reduction washing were performed to obtain a uniform, clear, robust red printed matter having a high concentration.

────────────────────────────────────────────────── ─── Continuation of the front page (56) References JP-A-58-61154 (JP, A) JP-A-58-42663 (JP, A) JP-A-54-42480 (JP, A) 26832 (JP, B1) (58) Field surveyed (Int. Cl. ⁶ , DB name) C09B 67/22 C09B 1/54 D06P 1/20

Claims (3)

(57) [Claims] (1) The following formula (I) And a compound represented by the following formulas (II) and (III) A disperse dye composition comprising one or two selected from the group of compounds represented by 2. A compound of the formula (I) comprising 90 to 10% by weight
The disperse dye composition according to claim 1, comprising 10 to 90% by weight of at least one selected from the group consisting of compounds represented by formulas (II) and (III). 3. A method for dyeing hydrophobic fibers, comprising using the disperse dye composition according to claim 1.