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Hydracid bisazo double-active-group reactive brilliant blue dyes, and preparation method and application thereof

A dual-active-group, blue dye technology is applied in the field of H-acid-based disazo dual-active-group reactive brilliant blue dye and its preparation, which can solve the problem of inability to dye brilliant blue, long dyeing balance time, and sewage discharge. Large and other problems, to achieve the effect of short dyeing balance time, high directness and good fastness

Inactive Publication Date: 2017-06-30
TAIZHOU QIANJIN CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] However, C.I. Reactive Black 5 is navy blue, with insufficient blackness, low color fixation rate and poor lifting power, long dyeing balance time, unable to dye bright blue, large sewage discharge, more salt for dyeing, and serious environmental pollution.

Method used

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  • Hydracid bisazo double-active-group reactive brilliant blue dyes, and preparation method and application thereof
  • Hydracid bisazo double-active-group reactive brilliant blue dyes, and preparation method and application thereof
  • Hydracid bisazo double-active-group reactive brilliant blue dyes, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0053] This embodiment prepares the dye structure (D-1) of para-ester acidic coupling, and the structural formula is as follows:

[0054]

[0055] (1) Preparation of a condensate: 18.4 parts of cyanuric chloride were 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 0-5°C in an ice bath. Add this 3,.5-diamino-2,4,6-trimethylbenzenesulfonic acid amino-substituted anthraquinone derivative intermediate solution dropwise to cyanuric chloride in an ice-water bath, at pH=3.5, The reaction was carried out at T=5° C. for 2 h, and the end point of the reaction was detected by thin-layer chromatography. The reaction equation is shown below. (Developer: n-propanol: isobutanol: ethyl acetate: water = 2:4:1:3; the above is the volume ratio).

[0056]

[0057] (2) Preparation...

Embodiment 2

[0071] Using 3-vinylsulfone sulfate aniline (meta-position ester) to carry out acidic coupling, the obtained dye structure (D-2) has a yield of 83.7%, as follows:

[0072]

[0073] The synthetic method is the same as in Example 1, and the para-ester in the raw material is replaced with a meta-ester, and all the other reaction conditions are the same as in Example 1.

[0074] Dye dyed pure cotton fabric under the condition of 60 ℃, also can get bright and bright brilliant blue, each color fastness is excellent, as shown in Table 2.

[0075] Table 2 Color fastness properties of dyed fabrics

[0076]

Embodiment 3

[0078] Adopt 4-vinylsulfone sulfate aniline (para-ester) to carry out acidic coupling, adopt 2,4-diaminobenzoic acid to carry out dicondensation, all the other reaction conditions are the same as embodiment 1, productive rate 87.9%, the dyestuff structure obtained (D- 3) as follows:

[0079]

[0080] The obtained dyestuffs dyed pure cotton fabrics under the condition of 60° C. to obtain bright and bright bright blue, and the color fastnesses are excellent, as shown in Table 3.

[0081] Table 3 Color fastness properties of dyed fabrics

[0082]

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PUM

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Abstract

The invention relates to hydracid bisazo double-active-group reactive brilliant blue dyes, and a preparation method and application thereof. The structural formula of the dyes is disclosed in the specification, wherein when R1=-SO3Na or H, R2=-H; and when R2=-COONa, R1=-H, and R3 is disclosed in the specification. The preparation method comprises the following steps: carrying out reaction on cyanuric chloride and 3,5-diamido-2,4,6-trimethylbenzenesulfoamino substituted anthraquinone derivatives to obtain a primary polycondensation solution; adding 2,4-diamidobenzenesulfonic acid (sodium 2,4-diamidobenzenesulfonate) or 3,5-diamidobenzoic acid (sodium 3,5-diamidobenzoate), and reacting to obtain a secondary polycondensation substance; carrying out diazotization on the para-position ester or meta-position ester to obtain diazonium salts; adding hydracid, and reacting to obtain an acidic coupling product; carrying out diazotization on the secondary polycondensation substance to obtain secondary polycondensation substance diazonium salts; and adding the secondary polycondensation substance diazonium salts into the acidic coupling product, and reacting to obtain the hydracid bisazo double-active-group reactive brilliant blue dyes. The dyes have the advantages of bright color, high fixation rate, favorable fastness, short dyeing equilibrium time and high substantivity, and can be used for dyeing and dye printing of cellulose fibers and protein fibers.

Description

technical field [0001] The invention belongs to the field of dyes and their preparation, in particular to an H-acid-based bis-azo-bisactive radical reactive brilliant blue dye 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. Almost 60% of cellulosic fiber fabrics are dyed with reactive dyes, and most of the synthetic dyes used today are azo reactive dyes. 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] Black dye has always...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B62/513D06P1/384D06P3/66D06P3/14D06P3/10D06P3/85
CPCC09B62/513D06P1/384D06P3/10D06P3/148D06P3/666D06P3/8219
Inventor 谢孔良陈光顺侯爱芹张红娟高爱芹
Owner TAIZHOU QIANJIN CHEM CO LTD
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