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Red thiazole heterocyclic disperse dye compound containing benzoate group and preparation and application thereof

A technology of disperse dyes and benzoic acid, applied in azo dyes, organic dyes, monoazo dyes, etc., can solve the problems of poor sublimation fastness and washing fastness, unsuitable for polyester fibers, and prone to color change, etc., to achieve Color fastness to washing, reduction of waste water discharge, full hue effect

Inactive Publication Date: 2014-12-24
俞杏英 +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The main problems existing in the current red disperse dyes are: poor color fastness, especially poor sublimation fastness and washing fastness, which cannot meet the market's requirements for fastness, and at the same time, there are few red dyes that can adapt to wide pH dyeing, such as in The dyestuffs for dyeing polyester fabrics in the range of pH 4-13 are seriously insufficient
[0003] General azo-type disperse dyes are not alkali-resistant, especially unstable under strong alkaline conditions (such as pH 10-13), prone to discoloration, and poor color fastness
Therefore, such disperse dyes are not suitable for strong alkaline bath dyeing of polyester fibers

Method used

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  • Red thiazole heterocyclic disperse dye compound containing benzoate group and preparation and application thereof
  • Red thiazole heterocyclic disperse dye compound containing benzoate group and preparation and application thereof
  • Red thiazole heterocyclic disperse dye compound containing benzoate group and preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Synthesis and preparation of disperse dye compounds with the following molecular structure:

[0048]

[0049] (1) Preparation of diazonium salt:

[0050] Add 30g of 98% concentrated sulfuric acid into a 100ml three-necked flask, add 0.035mol of 5,6-dichloro-2-amino-benzothiazole under stirring, control the temperature at 10°C, then lower the temperature to below 10°C and add 0.035mol of Nitrosyl sulfuric acid. Take another three-necked flask, add 38g of water, slowly add 10g of 98% concentrated sulfuric acid, cool down to 0°C in an ice bath, then slowly add the mixture in the aforementioned three-necked flask dropwise, and keep the temperature at 0°C for 2 hours. Obtain the diazo component.

[0051] (2) Preparation of coupling components: In a three-neck flask equipped with a reflux condenser, water separator and stirrer, add 0.035mol benzoic acid, 0.035mol N-ethyl, N-hydroxyethylaniline and 100ml toluene in sequence , using 0.5g of p-toluenesulfonic acid as a catal...

Embodiment 2

[0058] Synthesis and preparation of disperse dye compounds with the following molecular structure:

[0059]

[0060] (1) Preparation of diazonium salt:

[0061] Add 30g of 98% concentrated sulfuric acid into a 100ml three-necked flask, slowly add 0.035mol of 5,6-dichloro-2-amino-benzothiazole under stirring, control the temperature at 20°C, then cool down to below 10°C and add 0.035mol of nitrosylsulfuric acid. Take another three-necked flask, add 38g of water, slowly add 10g of 98% concentrated sulfuric acid, cool down to 0°C in an ice bath, then slowly add the mixture in the aforementioned three-necked flask dropwise, and keep the temperature at 0°C for 2 hours. Obtain the diazo component.

[0062] (2) Preparation of coupling components: In a 100ml three-neck flask equipped with a reflux condenser, water separator and stirrer, add 0.035mol benzoyl chloride, 0.035mol N-ethyl, N-hydroxyethyl m-formazine in sequence Aniline and 100ml of toluene were heated under reflux fo...

Embodiment 3

[0070] Synthesis and preparation of disperse dye compounds with the following molecular structure:

[0071]

[0072] (1) Preparation of diazonium salt:

[0073] Add 30g of 98% concentrated sulfuric acid into a 100ml three-necked flask, slowly add 0.035mol of 5,6-dichloro-2-amino-benzothiazole under stirring, control the temperature at 20°C, then cool down to below 10°C and add 0.035mol of nitrosylsulfuric acid. Take another three-necked flask, add 38g of water, slowly add 10g of 98% concentrated sulfuric acid, cool down to 0°C in an ice bath, then slowly add the mixture in the aforementioned three-necked flask dropwise, and keep the temperature at 0°C for 2 hours. Obtain the diazo component.

[0074] (2) Preparation of coupling components: In a three-necked flask equipped with a reflux condenser, a water separator and an agitator, add 0.07mol benzoic acid, 0.035mol N-N-dihydroxyethylaniline and 100ml toluene in sequence, with 0.5g Use p-toluenesulfonic acid as a catalyst...

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Abstract

The invention relates to a red thiazole heterocyclic disperse dye compound containing benzoate group and preparation and an application thereof. The general formula of the disperse dye compound is shown in the specification. The compound is prepared by the following steps: dissolving a coupling component in acetic acid; then cooling to 0-5 DEG C; then, dropwise adding a diazo component; reacting at the temperature till the diazo component disappears; filtering; washing; and drying to obtain the compound. The compound is applied to a red disperse dye. The dye provided by the invention is simple in synthetic process and can be used for dyeing polyester fabrics in a pH range of 4-13, and the dyed fabric is full in color phase. The compound is excellent in color fastness to sunlight, color fastness to sublimation and color fastness to washing and is a high-fastness red disperse dye which can be suitable for wide pH dyeing.

Description

technical field [0001] The invention belongs to the field of disperse dye compounds and their preparation and application, in particular to a benzoic acid ester group-containing red thiazole heterocyclic disperse dye compound and its preparation and application. Background technique [0002] At present, disperse dyes are used in the dyeing process of polyester fibers, and they are dyed under weakly acidic (pH value 4.5-5.5) conditions. Dyeing of polyester fabrics under weakly acidic conditions has many disadvantages, such as long processing process, large processing water consumption, and large amount of pollution discharge; the oligomers inside the polyester fibers cannot be removed, which not only affects the hand feeling of the product, but also easily causes dyeing flowers. . Especially in recent years, with the emergence of polyester superfine fiber or superfine composite fiber, in order to completely separate the superfine fiber or superfine composite fiber, it needs ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B29/09C09B67/38D06P3/54D06P1/16
Inventor 俞杏英姚晨华
Owner 俞杏英
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