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A method for enhancing the alkali resistance and oxidation resistance of benzothiazole disperse dyes

A technology of benzothiazoles and disperse dyes, applied in chemical instruments and methods, dyeing methods, organic dyes, etc., can solve the problem that the relationship between the molecular structure of dyes and alkali resistance and oxidation resistance has not yet formed a system, and achieve bright colors The effect of color, high brightness and stable color light

Active Publication Date: 2021-10-08
QINGDAO UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there are few studies on the oxidation resistance of disperse dyes, and the relationship between the molecular structure of dyes and alkali resistance and oxidation resistance has not yet formed a system

Method used

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  • A method for enhancing the alkali resistance and oxidation resistance of benzothiazole disperse dyes
  • A method for enhancing the alkali resistance and oxidation resistance of benzothiazole disperse dyes
  • A method for enhancing the alkali resistance and oxidation resistance of benzothiazole disperse dyes

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0123] A kind of benzothiazole disperse dye shown in the following structural formula,

[0124]

[0125] Its synthetic route is:

[0126]

[0127] Its preparation method comprises the following steps:

[0128] (1) Diazo reaction: Take 2-amino-5,6-dichlorobenzothiazole (0.04mol) and join in a single-necked flask, add 20.00ml of water and 15.6g of 98% sulfuric acid solution, cool to 0°C, and Add an appropriate amount (12.7g) of nitrosylsulfuric acid under stirring (300-500rpm). After stirring evenly, it turns blue with starch-potassium iodide test paper to ensure that the nitrosylsulfuric acid is excessive. Continue to react for 3 hours. After the reaction is completed, add 3.88g of amino Sulphonic acid eliminates excess nitrosyl sulfuric acid, and continues to stir at 0°C for 15 minutes to obtain diazonium solution;

[0129] (2) Coupling reaction: add 60mL water, 2mL H 2 SO 4 and the coupling component (N-ethyl-N-p-tolylaniline (0.1mol)), cooled to 8°C to obtain the cou...

Embodiment 2

[0134] A kind of benzothiazole disperse dye shown in the following structural formula,

[0135]

[0136] Its synthetic route is:

[0137]

[0138] Its preparation method comprises the following steps:

[0139] (1) Diazonium reaction: adjust the "2-amino-5,6-dichlorobenzothiazole" in step (1) of Example 1 to "2-amino-6-chlorobenzothiazole", and other examples Step (1) of 1 is consistent;

[0140] (2) Coupling reaction: consistent with step (2) of Example 1;

[0141] (3) Dissolve the filter cake obtained in step (2) in 95% ethanol solution (the ethanol solution can dissolve the filter cake), reflux at 70° C. for 2 hours, recrystallize after cooling, and obtain benzo Thiazole disperse dyes.

[0142] The obtained benzothiazole disperse dyes are characterized by structure, and the result of H-NMR spectrum ( figure 2 )for:

[0143] 1 H NMR (400MHz, CDCl 3 )δ8.11(s,1H,Ar-H,1),7.96-7.93(dd,2H,Ar-H,3,3'),7.89(s,1H,Ar-H,2),7.26(solvent peak), 7.17-7.08(dd,4H,Ar-H,8,9,10,...

Embodiment 3

[0145] A kind of benzothiazole disperse dye shown in the following structural formula,

[0146]

[0147] Its synthetic route is:

[0148]

[0149] Its preparation method comprises the following steps:

[0150] (1) Diazo reaction: adjust "2-amino-5,6-dichlorobenzothiazole" in step (1) of Example 1 to "2-amino-6-nitrobenzothiazole", and implement Step (1) of Example 1 remains the same;

[0151] (2) Coupling reaction: consistent with step (2) of Example 1;

[0152] (3) Dissolve the filter cake obtained in step (2) in 95% ethanol solution (the ethanol solution can dissolve the filter cake), reflux at 70° C. for 2 hours, recrystallize after cooling, and obtain benzo Thiazole disperse dyes.

[0153] The obtained benzothiazole disperse dyes are characterized by structure, and the result of H-NMR spectrum ( image 3 )for:

[0154] 1 H NMR (500MHz, CDCl 3 )δ8.08-7.99(d,1H,Ar-H,1),7.96-7.85(d,1H,Ar-H,2)7.85-7.49(dd,1H,Ar-H,3),7.26(solvent peak), 7.17-7.07(dd,4H,Ar-H,10,11...

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Abstract

The invention discloses a method for enhancing the alkali resistance and oxidation resistance of benzothiazole disperse dyes, which belongs to the field of disperse dyes. The present invention adopts 4 kinds of diazo components and 8 kinds of coupling components to design and synthesize 28 thiazole heterocyclic azo disperse dyes, so as to enhance the alkali resistance and oxidation resistance of the disperse dyes. Confirm the structure of the synthesized disperse dyes and test their alkali resistance, oxidation resistance and other dyeing properties. The method for enhancing the alkali resistance and oxidation resistance of benzothiazole disperse dyes provided by the present invention clarifies the relationship between the dye structure and alkali resistance and oxidation resistance, and obtains disperse dyes with excellent alkali resistance and oxidation resistance , The dyeing performance is stable under the dyeing conditions of 10g / L sodium hydroxide or 5g / L hydrogen peroxide. This kind of dye can be applied to the one-bath bleaching and dyeing of polyester cotton and the one-bath reduction dyeing of polyester, so as to realize the dyeing and finishing process in a short process and generate huge ecological and economic benefits.

Description

technical field [0001] The invention relates to a method for enhancing the alkali resistance and oxidation resistance of benzothiazole disperse dyes, belonging to the field of disperse dyes. Background technique [0002] Polyester is the largest and most widely used fiber variety among many synthetic fibers. The unique linear macromolecular structure of polyester endows its fabric with good strength, elasticity, abrasion resistance, heat resistance and practicality. Polyester has tight fiber structure, small molecular gap, high crystallinity, and less hydrophilic groups in the molecule, so disperse dyes with relatively small molecular weights are often used for dyeing. In order to achieve a good dyeing effect, the fiber is usually heated during dyeing. Since polyester is a thermoplastic fiber, when the heating temperature is higher than the glass transition temperature (Tg) of polyester, the crystallization area inside the fiber is reduced, and the movement of the macromole...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09B29/045C09B29/09D06P1/16D06P3/82
CPCC09B29/0088C09B29/08C09B29/0844D06P3/8233D06P1/18D06P3/54Y02P70/62
Inventor 许长海于家学王小艳何亮邱明涛赵新婷杜金梅唐敬淋
Owner QINGDAO UNIV