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A kind of fluorine-containing double active group orange dye and preparation method thereof

A dual-reactive group and orange technology, applied in the direction of reactive dyes, organic dyes, azo dyes, etc., to achieve the effect of less hydrolyzed dyes, high dyeing rate and color fixation rate, and broad application prospects

Active Publication Date: 2019-05-10
江苏德美科化工有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Fluorine-containing pyrimidine dual-reactive group dyes are a direction for the development of high-performance dyes. Currently, only trifluoropyrimidine and para-ester are reported as dual-reactive dyes, and there is no research on trifluoropyrimidine and 4-[2-[2- Preparation of High Performance Reactive Dyes with (Sulphonic Acid Oxyethylsulfone)ethyl]-carbamoyl]-aniline as Dual Reactive Groups

Method used

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  • A kind of fluorine-containing double active group orange dye and preparation method thereof
  • A kind of fluorine-containing double active group orange dye and preparation method thereof
  • A kind of fluorine-containing double active group orange dye and preparation method thereof

Examples

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Effect test

Embodiment 1

[0027] A kind of fluorine-containing double reactive group orange dye A, its structural formula is as follows:

[0028]

[0029] The preparation method of described orange reactive dye A comprises the steps:

[0030] (1) Add 23.9g of 100% J acid into 400mL water, add 20% NaOH solution under stirring, adjust the pH value to 6.5, dissolve it, raise the temperature to 30°C, add dropwise 13.94g (99%) 2,4 , 6-trifluoropyrimidine, control the pH value at 5.5 and continue the reaction for 2 hours, the Ehrlich reagent detects the end point of the reaction, and the reaction solution is ready for use after the condensation is completed;

[0031] (2) Add 35.2 g of 100% 4-[2-[2-(sulfonic acid oxyethylsulfone) ethyl]-carbamoyl]-aniline into an appropriate amount of ice for beating for 1 hour, and add 12.8 g of industrial hydrochloric acid (30%), continue to stir and cool to between 5 DEG C, dropwise 23g sodium nitrite solution (30% mass concentration) in the above-mentioned beating liq...

Embodiment 2

[0034] A kind of fluorine-containing double reactive group orange dye B, its structural formula is as follows:

[0035]

[0036] The difference from the above-mentioned Example 1 is that in this example, 4-[2-[2-(sulfonic acid oxyethylsulfone) ethyl]-carbamoyl]-aniline-2-sulfonic acid is used instead of 4 -[2-[2-(sulfonic acid oxyethyl sulfone) ethyl]-carbamoyl]-aniline to prepare the corresponding diazonium salt, and then the condensation product of 2,4,6-trifluoropyrimidine and J acid The orange reactive dye B was obtained by coupling.

Embodiment 3

[0038] A kind of fluorine-containing double active group orange dye C, its structural formula is as follows:

[0039]

[0040] The difference from the above-mentioned Example 2 is that in this example, 4-[2-[2-(sulfonic acid oxyethylsulfone) ethyl]-carbamoyl]-2-methoxyaniline is used instead of 4 -[2-[2-(sulfonic acid oxyethyl sulfone) ethyl]-carbamoyl]-aniline to prepare the corresponding diazonium salt, and then the condensation product of 2,4,6-trifluoropyrimidine and J acid The orange reactive dye C was obtained by coupling.

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PUM

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Abstract

The invention discloses a fluorine-containing bifunctional reactive orange dye. The structural formula of the orange dye is of formula (I) as shown in the specification, in the formula, R1 is H, -OCH3 or -SO3H; R2 is H or -CH2SO3H; and M is H or an alkali metal. The dye compound disclosed by the invention comprises an alkali hydrolysis resistant 4-[2-[2-(sulfoacid yloxyethyl sulfuryl) ethyl]-carbamoyl]-phenyl active group and a high-reaction difluoro-pyrimidine active group, the reaction activities of the two groups are relatively well matched, and thus the active orange dye is bright in orange color and relatively high in stability and color fixation rate.

Description

technical field [0001] The invention relates to the technical field of synthesis of reactive dyes, in particular to a method for preparing double reactive orange dyes containing fluorine elements in the structure. Background technique [0002] Reactive dyes contain reactive groups in their molecular structure, which can react with hydroxyl groups and amino groups on fibers such as cotton and wool to form covalent bonds to fix the dye molecules to the fibers, so that the dyed fibers have higher washing resistance. , Rubbing fastness, since the development of reactive dyes, has been the most important type of dyes in synthetic dyes. [0003] In recent years, with the requirements of energy saving, emission reduction and pollution reduction in the dyeing and dyeing industry, higher requirements have been put forward for the performance of reactive dyes, especially stability, color fixation rate, dyeing uptake rate, etc. Traditional reactive dyes usually use three Polycyanuric ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D239/30C07D239/00C09B62/51
CPCC09B62/51
Inventor 王斯亮王小军
Owner 江苏德美科化工有限公司
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