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Tetrakis-azo compound for black colors, dye composition including same, and dyeing method using same

A compound, tetrazo technology, applied in the field of dyeing, can solve the problem of not finding dyes, etc., and achieve the effect of excellent light resistance and excellent dyeability

Active Publication Date: 2015-11-25
NIPPON KAYAKU CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In order to expand the field of use of non-dianisidine dyes, it is necessary to improve the light fastness of non-dianisidine dye compositions and their dyed products. At present, no dyes or dye compositions that can meet the requirements have been found (refer to Patent Document 1)

Method used

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  • Tetrakis-azo compound for black colors, dye composition including same, and dyeing method using same
  • Tetrakis-azo compound for black colors, dye composition including same, and dyeing method using same
  • Tetrakis-azo compound for black colors, dye composition including same, and dyeing method using same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0073] (Process 1)

[0074] [chemical formula 9]

[0075]

[0076] After adding 10 parts of 1-amino-8-(4-methylbenzenesulfonyloxy)naphthalene-3,6-disulfonic acid to 200 parts of water, drop 48% sodium hydroxide solution to adjust the pH to 6.0-7.0 and dissolve. 1.6 parts of sodium nitrite was added to the obtained solution, and it was added to the solution obtained by adding 8.8 parts of 35% hydrochloric acid to 90 parts of water at 10 to 15°C, stirred for 1 hour, and diazotized.

[0077] In 500 parts of water, 4.7 parts of 8-amino-2-naphthalenesulfonic acid was adjusted to pH 4.5-5.0 by 48% sodium hydroxide solution and dissolved, and the resulting diazotized The suspension was added dropwise over about 30 minutes. During the dropping, the pH of the reaction solution was maintained at 4.0 to 5.0 by adding an aqueous sodium carbonate solution. After completion of the dropwise addition, the mixture was stirred at 5 to 10° C. and pH 4.0 to 5.0 for 5 hours, and further sti...

Embodiment 2

[0097] (Process 1)

[0098] [chemical formula 14]

[0099]

[0100] After adding 3.5 parts of 8-amino-2-naphthalenesulfonic acid into 200 parts of water, 48% sodium hydroxide solution was added dropwise, adjusted to pH 6.0-7.0, and dissolved. 0.6 parts of sodium nitrite was added to the obtained solution, and this was added to the solution which added 2.8 parts of 35% hydrochloric acid to 90 parts of water at 10-15 degreeC, and it stirred for 1 hour, and diazotization was performed.

[0101] In 500 parts of water, 5 parts of 4-hydroxy-7-phenylaminonaphthalene-2-sulfonic acid was adjusted to pH 4.5 to 5.0 by 48% sodium hydroxide solution and dissolved, at a temperature of 0 to 8°C with about After 60 minutes, the above diazotization reaction suspension was added dropwise. During the dropping, the pH of the reaction solution was maintained at 2.0 to 3.0 by adding an aqueous sodium carbonate solution. After completion of the dropping, the mixture was stirred at 5 to 10°C an...

Embodiment 3

[0111] 1.000 parts of the dyes synthesized in Examples 1 and 2 were dissolved in 1000 parts of water to prepare a dye bath, and 300 parts of kraft pulp (30 parts of absolute dry pulp, 35 SR of knock degree) were added to the dye bath, and stirred at room temperature After 15 minutes, 1 part of a 30% aqueous solution of rosin gum was added, and after further stirring for 10 minutes, 3 parts of crystalline aluminum sulfate were added and stirred for 20 minutes. Paper is made from the dyed pulp, and after drying, a black dyed product is obtained.

[0112] The resulting dyed product was colorimetrically measured using COLOREYECE3000 (manufactured by Macbeth Corporation) and visually, and judged by a colorimeter and by comparison of gray scales by discoloration and fading. In addition, the following light resistance test was performed. The results of the two tests are shown in Table 1.

[0113] The light resistance test method is as follows.

[0114] The dyed paper was irradiate...

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Abstract

Provided is a tetrakis-azo compound represented by general formula (1), or a salt thereof, as an azo dye compound for black colors The compound is suitable for use with paper and pulp, has superior dyeing properties and light resistance, and can be produced without using dianisidine, which is a Class 1 Specified Chemical Substance. In the formula (1), R1 represents a phenylamino group and A represents a substituent group represented by formula (2) or formula (3). In formulas (2) and (3), R2, R3, R4, and R5 each independently represents a sulfo group or a carboxy group, etc.

Description

technical field [0001] The present invention relates to a tetrasazo compound for black or its salt, a dye composition containing the same, a dyeing method using the same, and a dyed product. Background technique [0002] As dyes for cellulose fiber materials, especially for paper and pulp, direct dyes with good dyeing properties are often used. Among them, C.I. Direct Black 19, C.I. Direct Black 168, and the like are often used as dyes for black. However, these dyes are poor in light fastness, and furthermore, the use of dianisidine as the main raw material is seen as a problem. That is to say, it is known that dianisidine belongs to the first category of specific chemical substances, which have adverse effects on the human body and the environment due to its carcinogenicity, etc., and its use must be carried out under extremely strict protective equipment, etc., in terms of safety and health management There are many problems in terms of production efficiency and so on. ...

Claims

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Application Information

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IPC IPC(8): C09B33/28C09B67/20C09B67/22D06P1/39D06P3/60
CPCD06P1/06C09B33/26D06P1/39D06P3/6008D21H21/28
Inventor 佐佐木桂丈山本信孝
Owner NIPPON KAYAKU CO LTD
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