Reactive dye substituted by benzene-containing sulfonamide and derivative of benzene-containing sulfonamide, and preparation method of reactive dye

A technology of reactive dyes and benzenesulfonamide, applied in the direction of reactive dyes, azo dyes, organic dyes, etc., to achieve the effect of broad application prospects and high light fastness

Active Publication Date: 2019-04-12
DALIAN UNIV OF TECH
View PDF9 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It has not been reported that the benzenesulfonamide group is introduced into reactive dyes as a blocki

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Reactive dye substituted by benzene-containing sulfonamide and derivative of benzene-containing sulfonamide, and preparation method of reactive dye
  • Reactive dye substituted by benzene-containing sulfonamide and derivative of benzene-containing sulfonamide, and preparation method of reactive dye
  • Reactive dye substituted by benzene-containing sulfonamide and derivative of benzene-containing sulfonamide, and preparation method of reactive dye

Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

[0084] Example 1

[0085] Cyanur chloride condensation reaction: Weigh 3.14g of benzenesulfonamide, add 40mL of water and 0.8g of sodium hydroxide, heat to 20℃ and stir to dissolve to obtain a mixed solution; add dropwise to the mixed solution at 0~5℃ 1.84 g of cyanuric chloride dissolved in 20 mL of acetone was added dropwise within 40 minutes. The reaction was carried out at 0-5°C to the end of the condensation reaction. After the completion of the condensation, 10% hydrochloric acid was added to adjust the pH of the reaction solution to <3 to precipitate unreacted benzenesulfonamide, and a clear filtrate was obtained by filtration. During the second condensation, 4.0 g of H acid was added to the above-mentioned reaction filtrate, the reaction temperature was controlled at 25° C., pH 6-7, and thin-layer chromatography detected and controlled the reaction to the end point to obtain a condensation product.

[0086] Diazotization reaction: Weigh 0.01 mol of the para-ester solid, ad...

Example

[0089] Examples 2~3

[0090] Using p-carboxybenzenesulfonamide and p-toluenesulfonamide to replace benzenesulfonamide in Example 1, respectively, the structural dyes shown in Examples 2 and 3 can be prepared by the same synthesis method.

Example Embodiment

[0091] Example 4

[0092] The cyanuric chloride condensation reaction is the same as the reaction step in Example 1. In the second condensation step, 2.15 g of J acid is used instead of 4.0 g of H acid in Example 1.

[0093] Diazotization reaction: the same preparation method as in Example 1.

[0094] Coupling reaction: gradually add the above diazonium liquid to the above dicondensed product solution, adjust the coupling pH to 7-8 with a mass fraction of 10% sodium carbonate solution, control the coupling temperature from 0 to 5℃, and check with the percolation method at 10 min intervals The reaction conditions of the diazonium component and the coupling component are combined with TLC to detect the progress of the reaction. After the coupling reaction is over, adjust the reaction pH to about 7, and add buffer salt (Na 2 HPO 3 -NaH 2 PO 3 , 1%, w / v), and then slowly add about 5% of the mass of the reaction system to the solid potassium acetate salting out in batches until a water c...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention relates to the field of reactive dye, and particularly relates to a reactive dye substituted by benzene-containing sulfonamide and a derivative of the benzene-containing sulfonamide, anda preparation method of the reactive dye. The reactive dye substituted by the benzene sulfonamide and the derivative of the benzene sulfonamide has a structure represented by a general formula I. Inmolecules of the reactive dye, benzene sulfonamide and substituted benzene sulfonamide groups are directly connected with halogenated s-triazine molecules, and the electron-cloud density of carbon atoms on a triazine ring is reduced through an electron-absorbing effect, so that a nucleophilic substitution reaction occurs easily, therefore, reaction activity of the triazine structure is equivalentto reaction activity of aniline ethyl sulfonyl sulfate, the reaction rate of the dye at 60 DEG C is equivalent to the reaction rate at 90 DEG C, and energy-saving dyeing under mild conditions can be realized. In addition, the dye has high light fastness and has a wide application prospect.

Description

technical field [0001] The invention relates to the field of reactive dyes, in particular to a reactive dye substituted with benzenesulfonamide and its derivatives and a preparation method thereof. Background technique [0002] Reactive dyes can be covalently bonded to fibers and have high wet fastness. Now they have become the main category of dyes for cellulose fiber printing and dyeing. Due to the advantages of cheap and easy-to-obtain raw materials, simple synthesis, bright shade, and complete chromatogram, about 80% of dyes use azo-based chromophores, but because azo bonds are easily affected by ultraviolet light, Oxygen, etc., are prone to redox reactions, resulting in lower light fastness (Dyes and Pigments, 1988, 9(3): 233-241; Surface and Coatings Technology, 2014, 253: 185-193; Dyes and Pigments, 2003, 59(3):269-275). There are two main ways to improve the light stability of dyes: one is to use chromophores with higher light fastness, such as: anthraquinone, phth...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
IPC IPC(8): C09B62/51C09B62/513C09B62/53C09B62/085
CPCC09B62/085C09B62/51C09B62/513C09B62/53
Inventor 张淑芬熊伟唐炳涛
Owner DALIAN UNIV OF TECH
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap