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Dichloro-substituted benzothiazole disperse dye with high alkali resistance and high oxygen bleaching resistance

A technology of benzothiazoles and disperse dyes, applied in azo dyes, organic dyes, monoazo dyes, etc., can solve the problem that the relationship between dye molecular structure and alkali resistance and oxidation resistance has not yet formed a system, and achieve Good social and economic benefits, high brightness, and the effect of simplifying the processing process

Active Publication Date: 2022-01-11
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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  • Dichloro-substituted benzothiazole disperse dye with high alkali resistance and high oxygen bleaching resistance
  • Dichloro-substituted benzothiazole disperse dye with high alkali resistance and high oxygen bleaching resistance
  • Dichloro-substituted benzothiazole disperse dye with high alkali resistance and high oxygen bleaching resistance

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0045] A kind of benzothiazole disperse dye shown in the following structural formula,

[0046]

[0047]Its synthetic route is:

[0048]

[0049] Its preparation method comprises the following steps:

[0050] (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;

[0051] (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 co...

Embodiment 2

[0056] A kind of benzothiazole disperse dye shown in the following structural formula,

[0057]

[0058] Its synthetic route is:

[0059]

[0060] Its preparation method comprises the following steps:

[0061] (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;

[0062] (2) Coupling reaction: consistent with step (2) of Example 1;

[0063] (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.

[0064] The obtained benzothiazole disperse dyes are characterized by structure, and the result of H-NMR spectrum ( figure 2 )for:

[0065] 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

[0067] A kind of benzothiazole disperse dye shown in the following structural formula,

[0068]

[0069] Its synthetic route is:

[0070]

[0071] Its preparation method comprises the following steps:

[0072] (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;

[0073] (2) Coupling reaction: consistent with step (2) of Example 1;

[0074] (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.

[0075] The obtained benzothiazole disperse dyes are characterized by structure, and the result of H-NMR spectrum ( image 3 )for:

[0076] 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 dichloro-substituted benzothiazole disperse dye with high alkali resistance and high oxygen bleaching resistance, and belongs to the field of disperse dyes. According to the invention, 28 thiazole heterocyclic azo disperse dyes are designed and synthesized by adopting 4 diazo components and 8 coupling components, so that the alkali resistance and oxidation resistance of the disperse dyes are enhanced. The structure of the synthesized disperse dye is confirmed, and the alkali resistance, oxidation resistance and other dyeing properties of the disperse dye are tested. According to the method for enhancing alkali resistance and oxidation resistance of the benzothiazole disperse dye provided by the invention, the relationship between the dye structure and the alkali resistance and oxidation resistance is defined, the disperse dye with excellent alkali resistance and oxidation resistance is obtained, and the dyeing performance is stable under the dyeing condition of 10 g / L sodium hydroxide or 5 g / L hydrogen peroxide. The dye can be applied to bleaching and dyeing one-bath of polyester cotton and decrement dyeing one-bath of polyester, short-process dyeing and finishing processing is realized, and huge ecological benefits and economic benefits are generated.

Description

[0001] The present invention is a divisional application with the application number 2020108777343, the application date is August 27, 2020, and the invention title is "a method for enhancing the alkali resistance and oxidation resistance of benzothiazole-based disperse dyes". technical field [0002] The invention relates to a dichloro-substituted benzothiazole disperse dye with high alkali resistance and high oxygen bleaching resistance, which belongs to the field of disperse dyes. Background technique [0003] 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 ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09B29/045C09B29/09D06P1/18D06P3/85D06P3/54
CPCC09B29/0088C09B29/08C09B29/0844D06P3/8233D06P1/18D06P3/54Y02P70/62
Inventor 许长海王小艳何亮杜金梅唐敬淋
Owner QINGDAO UNIV
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