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High-solubility yellow reactive dye taking pyrazolone derivative as coupling component and preparation method of high-solubility yellow reactive dye

A coupling component and high solubility technology, applied in the direction of reactive dyes, azo dyes, organic dyes, etc., can solve the problems of "three wastes" pollution, etc., and achieve broad application prospects, remarkable effect, and remarkable low-temperature storage stability.

Pending Publication Date: 2022-07-29
NANJING XIAOZHUANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It can be seen that improving the solubility of the final dye by increasing the solubility of the dye coupling component is still the focus of research in the field of dyes. At the same time, the use of concentrated sulfuric acid and oleum in the traditional sulfonation reaction has caused serious "three wastes" pollution problems

Method used

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  • High-solubility yellow reactive dye taking pyrazolone derivative as coupling component and preparation method of high-solubility yellow reactive dye
  • High-solubility yellow reactive dye taking pyrazolone derivative as coupling component and preparation method of high-solubility yellow reactive dye
  • High-solubility yellow reactive dye taking pyrazolone derivative as coupling component and preparation method of high-solubility yellow reactive dye

Examples

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Effect test

Embodiment 1

[0055] A kind of high solubility yellow reactive dye with pyrazolone derivative as coupling component, its structural formula is as follows:

[0056]

[0057] The preparation method of the above-mentioned high solubility yellow reactive dye I-1 comprises the following steps:

[0058] S1: Dissolve 18.9 g (0.1 mol) of 100% tetraethylene pentamine in 200 mL of water, and raise the temperature to 60° C. with stirring. Dissolve 53.6 g (0.4 mol) of 100% sodium hydroxymethanesulfonate in 300 mL of water. The sodium hydroxymethanesulfonate aqueous solution was added dropwise to the aqueous solution of tetraethylenepentamine. After the dropwise addition, the reaction was continued at pH=10 and 60°C for 6 hours. Amine reaction solution, the reaction solution is ready for use.

[0059] S2: put 100% 1-(4'-sulfonic acid phenyl)-3-methyl-5-pyrazolone 25.4g and 200mL thionyl chloride in a 500mL three-necked flask equipped with a tail gas absorption device , heated to 45°C, and reacted ...

Embodiment 2

[0067]

[0068] In this example, the preparation method of high-solubility yellow reactive dye I-2 is the same as that in Example 1, except that 2-amino-4-methyl-5-(β-hydroxyethylsulfone sulfate) anisole is used. Substitute the p-β-hydroxyethylsulfone aniline sulfate in the preparation step S3 of I-1 to prepare the corresponding diazonium salt, and then react with the high-solubility pyrazolone coupling component to prepare the final high-solubility yellow reactive dye I-2 .

Embodiment 3

[0070]

[0071]The preparation method of described high solubility yellow reactive dye I-3 comprises the steps:

[0072] S1: Dissolve 18.9 g (0.1 mol) of 100% tetraethylene pentamine in 200 mL of water, and raise the temperature to 60° C. with stirring. Dissolve 53.6 g (0.4 mol) of 100% sodium hydroxymethanesulfonate in 300 mL of water. The sodium hydroxymethanesulfonate aqueous solution was added dropwise to the aqueous solution of tetraethylenepentamine. After the dropwise addition, the reaction was continued at pH=10 and 60°C for 6 hours. Amine reaction solution, the reaction solution is ready for use.

[0073] S2: put 100% 1-(4'-sulfonic acid phenyl)-3-methyl-5-pyrazolone 25.4g and 200mL thionyl chloride in a 500mL three-necked flask equipped with a tail gas absorption device , heated to 45°C, and reacted for 2 hours. After the reaction, excess thionyl chloride was removed by distillation under reduced pressure, and ice water was added to continue stirring, filtered,...

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Abstract

The invention discloses a high-solubility yellow reactive dye taking a pyrazolone derivative as a coupling component, the high-solubility yellow reactive dye is a compound as shown in a structural general formula I, R1 is-CH2SO3M or-CH2CH (OH) CH2SO3M, R2 and R1 are-H or-Cl, and R2 and R1 are-H or-Cl. R < 4 > and R < 5 > are-H,-CH < 3 >,-OCH < 3 > or-SO3M; and R6 is-SO2CH2CH2OSO3M,-CONHCH2CH2SO2CH2CH2OSO3M or a structure selected from a general structural formula II as shown in the specification. According to the yellow reactive dye prepared by the invention, ultrahigh solubility is obtained by utilizing a plurality of sulfonic acid groups in the novel pyrazolone coupling component, so that the defect that the existing commercially available yellow reactive dye is low in solubility due to the fact that the existing pyrazolone coupling component only contains one sulfonic acid group is overcome; the application requirements on small bath ratio dyeing, cold pad batch dyeing and high-concentration liquid dye cannot be met; meanwhile, the problem that a plurality of water-soluble sulfonic acid groups cannot be introduced into pyrazolone coupling components is solved, and the serious three-waste pollution problem caused by concentrated sulfuric acid and fuming sulfuric acid used in a traditional sulfonation reaction is not involved.

Description

technical field [0001] The invention relates to the technical field of reactive dyes and dye intermediates, in particular to a high-solubility yellow reactive dye using a pyrazolone derivative as a coupling component and a preparation method thereof. Background technique [0002] Dyes are widely used for dyeing cotton, wool, silk and synthetic fibers because of their bright colors and variety. Especially reactive dyes, because their molecular structure contains groups that can react with fibers, the dyes are connected to fibers by covalent bonds, which solves the problems of poor washing resistance and rubbing fastness of fibers after dyeing. Therefore, in reactive dyes Since the development of dyestuffs, it has always been valued and welcomed by people. Currently, reactive dyes are the most important class of synthetic dyes. [0003] Dyestuffs usually use water as a medium and are dissolved and dyed on the fibers. Therefore, the greater the amount of water, the greater th...

Claims

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Application Information

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IPC IPC(8): C09B62/51C09B67/24C09B67/36C07D231/46C07D403/12
CPCC09B62/51C09B67/0072C09B67/0079C07D231/46C07D403/12
Inventor 杨晶晶
Owner NANJING XIAOZHUANG UNIV
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