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A kind of azo dye compound containing acetamide group and its preparation method and application

An azo dye and acetamide group technology is applied in the field of azo dye compounds and their preparation, which can solve the problems of low color fastness index and the like, and achieve the effects of sublimation color fastness, good comprehensive performance and bright color and light.

Active Publication Date: 2020-06-09
ZHEJIANG WANFENG CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The technical problem to be solved by the present invention is to provide an azo dye compound containing acetamide group and its preparation method and application, which overcomes the problem of low color fastness index of disperse red 60

Method used

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  • A kind of azo dye compound containing acetamide group and its preparation method and application
  • A kind of azo dye compound containing acetamide group and its preparation method and application
  • A kind of azo dye compound containing acetamide group and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034]

[0035] step 1

[0036]

[0037] Add 112g of sulfuric acid into a 150ml three-necked flask, stir, slowly add 27g of the compound of formula II-1 below 60°C, stir until clarified, then cool down to 5-10°C and slowly add 31.5g of nitrosyl sulfuric acid (40%), add Incubate the diazo at 5-10°C for 3 hours and wait for coupling.

[0038] step 2

[0039]

[0040] Add 500g of ice-water mixture into a 1000ml beaker, stir, add 2.5g of sulfamic acid, slowly add 29g of the compound of formula (III-1) at 5°C, and then slowly add the coupling components of the above step 1, and finish adding in 10 The temperature was kept at about ℃ for 5-6 hours, and the temperature was directly raised to 65°C, stirred, kept for 1 hour, filtered, washed with water until neutral, and separated by column chromatography to obtain 45 g of the compound of formula (I-1), with an HPLC purity of >90%. 1 H-NMR (DMSO, 300MHz): 1.15 (9H, m), 2.03 (3H, s), 2.64 (2H, t), 3.40 (2H, m), 3.46 (2H, m), ...

Embodiment 2

[0042]

[0043] According to the similar method of Example 1, the compound of formula (I-2) was prepared, and the HPLC purity was >90%. 1 H-NMR (DMSO, 300MHz): 1.15 (9H, m), 2.03 (3H, s), 2.64 (2H, t), 3.40 (2H, m), 3.46 (2H, m), 3.52 (4H, m) , 3.63(4H,m), 4.18(2H,t), 6.79(1H,d), 7.05(1H,d), 7.83(1H,d), 8.37(1H,d), 8.55(1H,d), 10.2 (1H, s).

Embodiment 3

[0045]

[0046] According to the similar method of Example 1, the compound of formula (I-3) was prepared, and the HPLC purity was >99%. 1 H-NMR (DMSO, 300MHz): 1.15 (9H, m), 2.03 (3H, s), 3.40 (2H, m), 3.46 (2H, m), 3.52 (4H, m), 3.63 (4H, m) , 4.18 (2H, t), 6.79 (1H, d), 7.05 (1H, d), 7.83 (1H, d), 8.02 (1H, d), 8.23 ​​(1H, d), 10.2 (1H, s).

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Abstract

The invention relates to an azo dye compound containing an acetamide group as well as preparation method and application thereof. The structural formula of the compound is shown in the description, and the compound is applied to the dyeing or printing of a hydrophobic material or a blended material containing the hydrophobic material. The compound provided by the invention is excellent in color fastness to sweat and rubbing and in color fastness to washing and sublimation. Even if the dyeing concentration is increased, the obtained textile still has remarkably perfect color fastness. The dye provided by the invention has good comprehensive performance and unexpectedly extraordinaire color fastness to whiteness pitching and resistance to live migration.

Description

technical field [0001] The invention belongs to the field of azo dyes, in particular to an azo dye compound containing acetamide groups, a preparation method and application thereof. Background technique [0002] Disperse Red 60 is a dye used for dyeing polyester and blended fabrics. Because of its high dyeing strength and bright shade, it is widely used in printing and dyeing. It has always been one of the three primary colors of dyes and has an extremely important position. However, Disperse Red 60 is an anthraquinone compound. Due to its structural characteristics, a large amount of waste water will be generated in the production process. The chroma is high, and the aromatic structure is not easy to be destroyed. It is very difficult to treat waste water, and it is especially easy to produce a huge amount of waste water. Environmental Pollution. Moreover, the various color fastness indicators of Disperse Red 60 are relatively low. Therefore, with the increasing environme...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09B29/036C09B29/08D06P1/18
CPCC09B29/0033C09B29/08D06P1/18
Inventor 俞杏英姚晨华
Owner ZHEJIANG WANFENG CHEM
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