Red light black active dye of azo anthraquinone mixing light emitting system containing iso-bifunctional groups with high color fixation rate, and preparation method and application of red light black active dye

A dual reactive group, reactive dye technology, applied in reactive dyes, azo dyes, dyeing methods, etc., can solve the problems of molar extinction coefficient, low color fixation rate, poor dye depth, etc., and achieve good color fixation rate and bright color. , Improve the effect of dye utilization

Active Publication Date: 2017-06-23
DONGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Anthraquinone dyes and azo dyes occupy a very important position in reactive dyes, but the molar extinction coefficient and color fixation rate of anthraquinone dyes are low, and the dyeing depth is poor. Therefore, an azo group is introduced into the anthraquinone structure through a bridging group. Combining the high sun exposure of anthraquinone dyes with the high color strength of azo dyes, the development of a class of azoanthraquinone reactive dyes with high color strength and color fixation rate is an important research direction for reactive dyes.

Method used

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  • Red light black active dye of azo anthraquinone mixing light emitting system containing iso-bifunctional groups with high color fixation rate, and preparation method and application of red light black active dye
  • Red light black active dye of azo anthraquinone mixing light emitting system containing iso-bifunctional groups with high color fixation rate, and preparation method and application of red light black active dye
  • Red light black active dye of azo anthraquinone mixing light emitting system containing iso-bifunctional groups with high color fixation rate, and preparation method and application of red light black active dye

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] The structural formula and preparation method of the red light black reactive dye of the heterobiactive group azoanthraquinone mixed chromogenic system prepared in this example are as follows:

[0035]

[0036] (1) Preparation of a condensate: 18.6g (0.1mol) of cyanuric chloride was beaten in 80g of ice-water mixture for 1 hour at 0-2°C. Accurately weigh 54.7g (0.099mol) of 1-amino-2-sulfonic acid-4-(3-amino-2,4,6-trimethyl-5-sulfonic acid phenylamino)anthraquinone monosodium salt to prepare 15wt % aqueous solution, dissolved into a blue clear solution, added dropwise to the uniformly beaten cyanuric chloride at 0°C within 1 hour, after the dropwise addition, keep the temperature at 5°C, and react for 5 hours with a pH value of 3 to 3.5. The end point of the shrinkage reaction was detected by layer chromatography.

[0037] (2) Preparation of dicondensate: Add 67.1g (0.197mol) of 1-amino-8-naphthol-3,6-disulfonic acid dry powder into a dicondensate, adjust the pH val...

Embodiment 2

[0041] The structural formula and preparation method of the red light black reactive dye of the heterobiactive group azoanthraquinone mixed chromogenic system prepared in this example are as follows:

[0042]

[0043](1) Preparation of a condensate: 18.6g (0.1mol) of cyanuric chloride was beaten in 80g of ice-water mixture for 1 hour at 0-2°C. Accurately weigh 54.7g (0.099mol) of 1-amino-2-sulfonic acid-4-(3-amino-2,4,6-trimethyl-5-sulfonic acid phenylamino)anthraquinone monosodium salt to prepare 15wt % aqueous solution, dissolved into a blue clear solution, added dropwise to the uniformly beaten cyanuric chloride at 0°C within 1 hour, kept at 0°C after the dropwise addition, and reacted for 5 hours with a pH value of 3 to 3.5, thin The end point of the shrinkage reaction was detected by layer chromatography. Simultaneously, the shrinkage reaction of 18.6g (0.1mol) cyanuric chloride and 27.8g (0.099mol) p-(β-ethylsulfone sulfone group) aniline is carried out simultaneousl...

Embodiment 3

[0048] The structural formula and preparation method of the red light black reactive dye of the heterobiactive group azoanthraquinone mixed chromogenic system prepared in this example are as follows:

[0049]

[0050] (1) Preparation of a condensate: 18.6g (0.1mol) of cyanuric chloride was beaten in 80g of ice-water mixture for 1 hour at 0-2°C. Accurately weigh 54.7g (0.099mol) of 1-amino-2-sulfonic acid-4-(3-amino-2,4,6-trimethyl-5-sulfonic acid phenylamino)anthraquinone monosodium salt to prepare 15wt % aqueous solution, dissolved into a blue clear solution, added dropwise to the uniformly beaten cyanuric chloride at 0°C within 1 hour, after the dropwise addition, keep the temperature at 5°C, and react for 5 hours with a pH value of 3 to 3.5. The end point of the shrinkage reaction was detected by layer chromatography. Simultaneously, the shrinkage reaction of 18.6g cyanuric chloride and 27.8g (0.099mol) p-(β-sulfone ethylsulfone group) aniline is carried out simultaneou...

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Abstract

The invention relates to a red light black active dye of an azo anthraquinone mixing light emitting system containing iso-bifunctional groups with a high color fixation rate, and a preparation method and application of the red light black active dye. A structural formula of the red light black active dye is shown in the description, wherein R2 and R4 are respectively shown in the description; M is hydrogen or alkaline metal; n is 1, 2 or 3. The preparation method comprises the following steps of reacting cyanuric chloride and -amino-2-sulfonic acid-4-(3-amino-2,4,6-trimethyl-5-phenylamino sulfonate)anthraquinone sodium salt, so as to obtain condensing liquid I; adding a corresponding intermediate of R1 into the condensing liquid I, and reacting, so as to obtain condensing liquid II; cooling the condensing liquid II to the temperature below 5 DEG C, adding a diazonium salt of R2, and reacting, so as to obtain the red light black active dye of the azo anthraquinone mixing light emitting system containing the iso-bifunctional groups with the high color fixation rate. The red light black active dye has the advantages that the red light black active dye is suitable for printing cotton, manmade cotton, jute, regenerated fiber and textiles thereof, the color fixation rate of printing is high, the improvement is excellent, and the washing-resistant, light-resistant and friction-resistant color fixation rate is good.

Description

technical field [0001] The invention belongs to the field of reactive dyes and their preparation, and in particular relates to a red light black reactive dye of a high-fixation-rate heterobiactive group azoanthraquinone mixed color development system and a preparation method and application thereof. Background technique [0002] Reactive dyes have the advantages of bright color, excellent application performance, good wet fastness, and strong applicability, and can be combined with cellulose by covalent bonds. In particular, in recent years, people's living standards have improved, and people's attention and understanding of carcinogenic aromatic amines have deepened. Due to their structural advantages, reactive dyes have gradually replaced ice dyes, direct dyes, sulfur dyes and vat dyes, and have become the main dyes for cellulose fibers. , and has developed into the second largest dye after disperse dyes. Anthraquinone dyes and azo dyes occupy a very important position in...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B62/51D06P1/384D06P3/66
CPCC09B62/51D06P1/384D06P3/666
Inventor 高爱芹谢孔良张红娟侯爱芹宋凯丽
Owner DONGHUA UNIV
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