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Bisazo multi-chromophoric group greenish black active dye, preparation method and application thereof

A reactive dye and disazo technology, applied in reactive dyes, azo dyes, dyeing methods, etc., can solve the problems of low color fixation rate of reactive dyes, low color fixation rate of dyes, large amount of sewage, etc., and achieve dyeing balance time short, simple preparation process, and convenient synthesis

Active Publication Date: 2017-06-27
TAIZHOU QIANJIN CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, reactive dyes generally have problems such as low color fixation rate, low lifting power, and poor dyeing reproducibility. In addition, during the dyeing process, a large amount of colored wastewater is generated, which causes serious environmental pollution and high treatment costs.
[0003] Dark green dyes have always been achieved through color matching, but there are compatibility problems with several dyes, which are prone to problems of vat difference and dyeing uniformity, and it is difficult to control the dyeing quality. Disadvantages of low color fixing rate, poor lifting force, high salt consumption, large amount of sewage, and low color yield
A dye structure with a single dye structure showing a dark green color has never been developed

Method used

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  • Bisazo multi-chromophoric group greenish black active dye, preparation method and application thereof
  • Bisazo multi-chromophoric group greenish black active dye, preparation method and application thereof
  • Bisazo multi-chromophoric group greenish black active dye, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] This embodiment prepares the dye structure (D-1) of para-ester coupling, and the structural formula is as follows:

[0041]

[0042] (1) Preparation of a condensate: 18.4 parts of cyanuric chloride are uniformly dispersed in 50 parts of ice-water mixture in a beaker. Weigh 53.15×0.99 parts of 100% 3,.5-diamino-2,4,6-trimethylbenzenesulfonic acid amino-substituted anthraquinone derivative intermediate, add 100 parts of water to it, stir evenly, place Cool to 5°C in an ice bath. Add this 3,.5-diamino-2,4,6-trimethylbenzenesulfonic acid amino-substituted anthraquinone derivative intermediate solution dropwise into cyanuric chloride in an ice-water bath, at pH=4.5, React for 3 hours at T=0°C, and detect the end point of the reaction with thin-layer chromatography (developing agent: n-propanol: isobutanol: ethyl acetate: water = 2:4:1:3; the above is the volume ratio), the reaction equation As follows.

[0043]

[0044] (2) Preparation of the dicondensate: Weigh 21×...

Embodiment 2

[0055] Using 3-vinylsulfone sulfate aniline (meta-position ester) to carry out acidic coupling, the obtained dye structure (D-2) (yield rate 78.4%) is as follows:

[0056]

[0057] The synthetic method is the same as in Example 1, and the raw material para-ester is replaced with a meta-ester, and all the other reaction conditions are the same as in Example 1.

[0058] When the dye is dyed at 60°C to dye pure cotton fabrics, bright and bright dark green is also obtained, and the color fastness is excellent, as shown in Table 2.

[0059] Table 2 Color fastness properties of dyed fabrics

[0060]

Embodiment 3

[0062] Using p-ester for acidic coupling and using 2,4-diaminobenzenesulfonic acid for dicondensation, the obtained dye structure (D-3) (yield 83.6%) is as follows:

[0063]

[0064] The synthesis method is the same as in Example 1, except that 3,5-diaminobenzoic acid is replaced with 2,4-diaminobenzenesulfonic acid, and the rest of the reaction conditions are the same as in Example 1.

[0065] When dyeing pure cotton fabric at 60°C, bright and bright dark green is also obtained, and the color fastness is excellent, as shown in Table 3.

[0066] Table 3 Color fastness properties of dyed fabrics

[0067]

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Abstract

The invention relates to a bisazo multi-chromophoric group greenish black active dye, a preparation method and an application thereof. The structural formula is as follows, wherein while R1=-SO3Na, R2=-H and while R2=-COONa, R1=-H. The preparation method comprises the following steps: reacting cyanuric chloride with 3,5-diamido-2,4,6-trimethylbenzene sulfonate amino substituted anthraquinone derivative, thereby acquiring a first condensation compound; adding 2,4-diaminobenzenesulfonic acid (sodium) or 3,5-diaminobenzoic acid (sodium) into the first condensation compound, thereby acquiring a second condensation compound; diazotizing para-ester or meta-ester, thereby acquiring diazonium salt; and adding the diazonium salt into the second condensation compound, reacting, salting out, purifying and drying, thereby acquiring the bisazo multi-chromophoric group greenish black active dye. The dye provided by the invention has the advantages that the dyed color is in bright greenish black, the fixation rate is high, the fastness is excellent, the dyeing balancing time is short and the directness is high. The bisazo multi-chromophoric group greenish black active dye can be used for dyeing and printing cellulosic fibers and protein fibers.

Description

technical field [0001] The invention belongs to the field of dyes and their preparation, in particular to a dark green reactive dye with disazo multi-chromophoric groups and its preparation method and application. Background technique [0002] Reactive dyes have the characteristics of bright color, complete chromatogram, excellent wash fastness, relatively cheap price, simple application process, and do not contain carcinogenic aromatic amines in structure, so they have been highly valued by the printing and dyeing industry. However, reactive dyes generally have problems such as low color fixation rate, low lifting power, and poor dyeing reproducibility. In addition, during the dyeing process, a large amount of colored wastewater is generated, causing serious environmental pollution and high treatment costs. [0003] Dark green dyes have always been achieved through color matching, but there are compatibility problems with several dyes, which are prone to problems of vat dif...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B62/513D06P1/384D06P3/66D06P3/10D06P3/82
CPCC09B62/513D06P1/384D06P3/10D06P3/66D06P3/8219
Inventor 侯爱芹陈光顺谢孔良张红娟高爱芹
Owner TAIZHOU QIANJIN CHEM CO LTD
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