JPH03146566A - Disperse dye composition and dyeing of hydrophobic fiber using the same - Google Patents

Abstract

PURPOSE:To obtain the subject composition for dyeing of hydrophobic fiber having clear hue, excellent light fastness, improved dyeing rate and improved tarring property by mixing C.I. disperse red 191 with a specific anthraquinone- based compound. CONSTITUTION:The objective composition contains C.I. disperse red 191 expressed by formula I and an anthraquinone-based compound expressed by formula II and/or formula III in a weight ratio of preferably (85-15):(15-85).

Description

DETAILED DESCRIPTION OF THE INVENTION <Industrial Application 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 provides C,1,
The present invention relates to a disperse dye composition containing Disperse Red 191 and a method for dyeing hydrophobic fibers using the same.

<Prior Art> Person C, 1, Disperl Red 191 is represented by the following formula (1) and is a red disperse dye useful for dyeing hydrophobic m fibers and their blended fabrics. With excellent clarity. ) had the disadvantage of being inferior. Due to these drawbacks, dyeing factories are forced to dye for long periods of time and use large amounts of dispersing and leveling agents to obtain uniform dyeing, despite the cost disadvantages. ing.

<Problem to be solved by the invention> C, 1, Disperse Red 191 has a clear hue and excellent light resistance, so while maintaining these characteristics, it can overcome its disadvantages of dyeing speed and tarring property. There is a strong desire in the dyeing industry to improve the dyeing process and make it more economically advantageous.

Means for Solving the Problems> The present inventors have conducted intensive studies to solve the above problems, and as a result, we have added one or two specific anthraquinone compounds to C,1, Disperse Red 191. It was discovered that by blending with Tomoe, it has a clear hue and excellent light fastness, and the dyeing speed and tarring properties are improved.
The invention has been completed.

The present invention provides a compound represented by the above formula (1) and a compound represented by the following formula (I
The present invention provides a disperse dye composition containing one or two selected from the compound groups represented by I) and (10), and a method for dyeing hydrophobic pongee using the same.

The compound represented by formula (I[) is described as C,1, Disperse Red 91ε, and the compound represented by formula (Ill) is described as C,1, Disperse Red 802, and each is used as a red disperse dye. It is a known compound.

Although the compounds represented by formula (1), formula (II), and formula (@) have a slow dyeing speed and poor tarring properties when used alone, when they are combined, the tarning properties are improved. This increases the dyeing speed and makes it possible to freely adjust the dyeing speed by adjusting the blending ratio1.Also, when dyeing hydrophobic fibers using each alone,
Each has a similar hue.

Although it has good clarity and light fastness, there is almost no change in color tone or light fastness even if these are blended in any ratio.

For these reasons, a compound represented by the formula (I) and a compound represented by the formula (I
1 selected from [) and the compound represented by formula (II)
The blending ratio of the species or two species can be appropriately selected depending on the desired properties of the resulting disperse dye composition, but is usually 90 to 10% by weight to 10 to 90% by weight in terms of pure content.
% by weight, preferably 85-15% by weight versus 15-85% by weight.

The compounds represented by formulas (1), (Ill3 and (III)) are prepared by adding a dispersant such as a formalin condensate of naphthalene sulfonic acid or a geninsulfonic acid type or a mixture thereof to the wet cake obtained from the manufacturing process, and then sanding the wet cake. Liquid products obtained by atomization and dispersion using mataru, etc.
Alternatively, it can be used in the form of a powder product obtained by spray drying.

The disperse dye composition of the present invention can be produced by mixing predetermined amounts of the compounds represented by formulas (1), (II) and (4) using a well-known method, depending on the desired properties. Furthermore, for the purpose of adjusting hue, etc., it contains disperse dyes other than the compounds represented by formula (I), (+ and (@), as well as fillers, pH adjusters, disperse leveling agents, dyeing aids, etc. be able to.

In carrying out the present invention, a pH adjuster, a dispersion leveling agent, etc. are added as necessary to a dyeing bath in which the disperse dye composition of the present invention is dispersed in an aqueous medium, and then a hydrophobic pongee is immersed. For example, polyester fibers are dyed under pressure at 105 DEG C. or higher, preferably at 110 DEG to 140 DEG C., for 80 to 60 minutes. This dyeing time can be shortened or extended depending on the state of dyeing.

It is also possible to dye at relatively high temperatures, for example at boiling water, in the presence of a carrier such as mar=, o-phenylphenol or methylnaphthalene.

Furthermore, a dyeing method in which the dye dispersion is padded onto the surface and then subjected to steaming or dry heat treatment at 100° C. or higher is also possible.

On the other hand, in the case of textile printing, the dye dispersion is kneaded with a suitable sizing agent, and after being printed on cloth and dried, steaming or dry heat treatment is performed.

In dyeing polyester fibers, ultraviolet absorbers, such as known benzotriazole compounds, are sometimes used in combination to obtain dyed products with even better light resistance.In the present invention, one or more of these compounds may also be used as necessary. can be used. The amount added is not particularly limited, but is preferably 0.6 to 5% based on the weight of the object to be dyed.

The hydrophobic delicacy to be dyed in the present invention includes:
Polyester fibers, triacetate a fibers, diacetate a fibers, polyamide delicate materials, etc. are mentioned, and blended or interwoven products thereof include blended or interwoven products of the above-mentioned m-pongee comrades and/or combinations thereof with cellulose 1aN1 wool, and natural materials such as silk. Examples include blended textiles with fibers, and hydrophobic A-fibers are particularly preferred for dyeing polyester A-pongee.

The disperse dye composition of the present invention maintains the color tone and light fastness characteristics of the compound represented by formula (I), and has a synergistic effect that allows for excellent tarring properties and optimal dyeing speed depending on the use. Therefore, it is possible to adopt a dyeing method that takes a short time and uses a small amount of dispersed leveling agent, and the synergistic effect improves the color yield and build-up property, so the amount of dye used can be reduced. in this way,
The present invention can provide high quality dyed products economically and with good productivity.

Hereinafter, the present invention will be explained in more detail with reference to Examples. In addition, in the text, parts represent parts by weight, and % represents weight %.

Example 1 0.7 parts of the compound of formula (1) and 0.8 parts of the compound of formula (@) were mixed into a formalin condensate of sodium naphthalene sulfonate.
0 parts and 6.0 parts of water were atomized to obtain a dispersion.

When a dyeing test was conducted using this dispersion as described below, the dyed product was uniform and free of spots.

For comparison, a dispersion was obtained by atomizing each of the compounds of the formula (ri) and the formula (ffo) alone together with 1.0 part of the compound and 8.0 parts of a formalin condensate of sodium naphthalene sulfonate.

A staining test was conducted under the same conditions as above for comparison. As a result, the color tone and light fastness were the same. dyeing speed,
The results of tarling property and color yield are shown in Table 1.

[Dyeing speed test]

10.0 parts of the above dye dispersion was uniformly dispersed in 2981 parts of an aqueous solution containing 8.0 parts of Sumipon TF (dyeing aid manufactured by Sumitomo Chemical Co., Ltd.), and then 1.2 parts of acetic acid and 4.0 parts of sodium acetate.
8 parts to prepare 6 dyebaths with a total amount of 500 parts.

100 parts of Tetron Tropical (polyester fiber fabric manufactured by Toshi Co., Ltd.) cloth is put into this dye bath, the temperature is raised from 60°C to 180°C at a rate of 1°C and 1 minute, and dyeing is carried out at 180°C for 60 minutes.

During the temperature rise, when the temperature reaches 90°C, 100°C, 110°C, 120°C and 180°C, one by one is taken out, and finally dyed at 180°C for 60 minutes, then cooled to below 90°C and dyed. The dyed articles were taken out from the bath, washed with water, reduced washed, washed with water, and dried to obtain the final dyed articles at each temperature.

The density of the obtained dyed product was measured using S I COMUC-20 (color measurement system manufactured by Sumika Analysis Center Co., Ltd.), and the dyeing rate at each temperature was determined using the following formula, where the vertical axis represents the dyeing rate and the horizontal axis Plot the temperature on the graph to obtain the dyeing rate curve.

Based on the obtained curves, the results were classified into eight levels as follows.

The temperature at which the dyeing rate is 50% is 100℃ or less...
Fast (represented by F in the table).The temperature at which the dyeing rate is 50% is 100-120℃.
...Moderate (represented by M in the table) Those whose temperature at which the dyeing rate reaches 50% is 120°C or higher...Slow (represented by S in the table) [Tarling property test] The above dye dispersion 10.0 parts are 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 prepare a dyebath with a total amount of 1500 parts. Then,
Tetron jersey cloth (polyester knitted fabric manufactured by Kijinsha Co., Ltd.) is tightly wrapped around the cylinder of the cloth dyeing holder of the test dyeing equipment Colorbed (manufactured by Nippon Senzo Kikai ■ Co., Ltd.) so as not to leave any gaps, and the upper and lower ends of the holder are tied with rubber. Use a band to secure it so that it does not come loose. Then, after setting the outer cylinder thereon, it was put into a dyeing pot in which a dye bath had been prepared separately, and the temperature was rapidly raised from 90°C to 115°C, and then kept at 115-116°C for 20 minutes. Thereafter, the dyed product is rapidly cooled to 90°C, taken out, lightly washed with water, spread, and air-dried.

After air-drying, visually determine the amount of dye aggregates adhering to the fibers in contact with the liquid flow opening of the dyeing holder inner cylinder.

Judgment was based on the following criteria.

◎There is no adhesion of soybean aggregates.

0+ Only slight adhesion of aggregates is observed.

Slightly more adhesion of ΔI aggregates is observed.

×: Adhesion of aggregates was observed in large numbers.

× × Adhesion of aggregates is significantly observed.

In the case of this staining test, for practical purposes, it is necessary that "only a slight amount of adhesion of aggregates is observed" (marked with ○) or more.

[Color yield]

Perform the dyeing speed test in the same way as the dyeing speed test, and check the density of the final dyed product according to JIS.
It is measured by the method of L-0808 and its concentration ratio (9c) is calculated by the following formula.

Examples 2 to 6 The results of staining using the compounds of formula (I) and formula (110) in the same manner as in Example 1 are shown in Table 1, together with the results of Example 1.
Shown in 1.

It can be seen that all of them are effective in terms of dyeing speed, tarring properties, and color yield.

Table-1 Examples 6 to 10 Formula (II
The same procedure was used except that a compound of formula (TI) was used, or a compound of formula (TI) and a compound of formula (Ten) were used in combination.

The results are shown in Table 2, and all of them were more effective than the compound of formula (1) alone in terms of dyeing speed, tarring properties, and color yield, and uniform dyed products were obtained.

Table 2 Example 11 1.6 parts of the compound of formula (I) and 0.4 parts of the compound of the formula
After uniformly dispersing it in 17.0 parts of water, Maybrogum NP (sizing agent manufactured by Mayhole Co., Ltd.)
60 parts of t 2% paste, 2.9 parts of Sunfloren SN (dye accelerator manufactured by Nicca Chemical Co., Ltd.) and 0.1 part of tartaric acid were added and mixed with uniform stirring to prepare a total of 100 parts of colored paste. The colored paste was printed on polyester Amundsen (manufactured by Kijinsha) cloth through a 120-mesh screen, and after drying, it was heat-treated at 175° C. for 7 minutes in a high-temperature superheated steamer. Thereafter, water washing, hot water washing, and reduction washing were performed to obtain a highly concentrated, uniform, clear, and robust red printed product.

(from 1'7'+Z l'-l)

Claims (3)

[Claims] (1) The following formula (I) ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ The compound shown by (I) and the following formulas (II) and (III) ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (II) ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (III) A disperse dye composition containing one or two selected from the compound group shown in (III). (2) Containing 90 to 10% by weight of the compound represented by formula (I) and 10 to 90% by weight of one or two selected from the group of compounds represented by formula (II) and formula (III); The disperse dye composition according to claim 1. (3) A method for dyeing hydrophobic fibers, which comprises using the disperse dye composition according to claim 1.