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Method for preparing azoaniline compound

An azoaniline and compound technology, applied in the field of compound preparation, can solve the problems of dye sublimation fastness and poor washing fastness and the like

Inactive Publication Date: 2016-04-27
SHANGHAI ANOKY GRP
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The technical problem to be solved by the present invention is to provide a preparation method of azoaniline compounds in order to overcome the defects of poor sublimation fastness and washing fastness of existing dyes

Method used

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  • Method for preparing azoaniline compound
  • Method for preparing azoaniline compound
  • Method for preparing azoaniline compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0064] The preparation of embodiment 1 compound 5-1

[0065] ClCH 2 COOCH 2 CH 2 OCH 3 5-1

[0066] At room temperature, add 17.08g of ethylene glycol monomethyl ether into a dry 100ml three-neck flask, then add about 18.9g of chloroacetic acid and 2g of p-toluenesulfonic acid while stirring, and stir evenly. After stirring evenly, slowly raise the temperature to 120°C and keep it under reflux. After about 3 hours of reaction, the raw materials are completely reacted. Cool down to room temperature, distill under reduced pressure to 80°C to remove excess ethylene glycol monomethyl ether and water, continue to raise the temperature, and collect fractions at 100°C-140°C. The fractions were then distilled under reduced pressure to remove water to obtain 5-125.1 g of compound 5-125.1 g with a yield of 82.25% and a purity of 96.3%.

Embodiment 2

[0067] The preparation of embodiment 2 compound 2-3

[0068]

[0069] At room temperature, add about 23.5g of compound 5-1 into a dry 100ml three-neck flask, then add 10.51g of m-aminoacetanilide, 8.92g of anhydrous sodium carbonate and 1.75g ​​of sodium bromide while stirring, and stir well. Then slowly raise the temperature to 100°C and keep the temperature for the reaction. The reaction was monitored by HPLC until the reaction of m-aminoacetanilide was complete. Add about 20ml of water to dissolve the solid, adjust the pH to neutral, pour into a separatory funnel and let stand to separate layers. After removing the water layer, add about 20ml of water, shake it well, let it stand for stratification, collect the organic phase, and distill off the water under reduced pressure to obtain compound 2-325.4g, with a yield of 94.89% and a purity of 96.5%. The compound was determined by LC-MS The result of 2-3 is [M+H] + 383.52, [M+Na] + 405.5.

[0070] Compounds 2-1 to 2-4 ...

Embodiment 3

[0073] The preparation of embodiment 3 compound 1-3

[0074]

[0075] At room temperature, in a dry 100ml three-necked flask, add 11.2g of 98% sulfuric acid and 13.34g of 40% nitrosylsulfuric acid sulfuric acid solution, stir evenly, cool down to 10°C-15°C in an ice bath, and slowly add about 7.32g2 , 4-Dinitroaniline was added for about 1 hour, and after the addition was completed, it was kept at 10°C-15°C for 3 hours to obtain a transparent diazonium solution. Then add 120ml of water and 4ml of concentrated sulfuric acid to a 2000ml beaker to prepare the coupling base solution, add ice to cool down to 0-5°C, then add 16.64g of compound 2-3 dropwise within 1 hour to carry out the coupling reaction with the above diazo solution, drop During the addition process, the micro-excess of compound 2-3 was determined by the permeation ring test. After the dropwise addition, add ice to control the temperature at 0°C-5°C, keep it warm for 2 hours to complete the coupling, then natur...

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Abstract

The invention discloses a method for preparing an azoaniline compound 1 represented by a formula shown in the description. The azoaniline compound 1 prepared by the method has satisfactory washing fastness and outstanding fastness to sublimation, is novel in structure and is applicable to the dyeing and printing of polyester-fiber textile materials and blended spinning fiber products thereof.

Description

technical field [0001] The invention relates to a preparation method of an azoaniline compound. Background technique [0002] Disperse dyes are a kind of non-ionic dyes with simple structure and low water solubility, which mainly exist in the dispersed state of tiny particles in the dye bath. They are mainly used for dyeing and printing of polyester fibers and their blended fabrics, and can also be used for acetate fibers. As well as dyeing and printing of hydrophobic textile materials such as polyamide fibers. In recent years, with the continuous growth of polyester fiber production and consumption, disperse dyes have always occupied an important position in the world and domestic dyestuff market. [0003] Now, the green environment and healthy life have become a topic of increasing concern, and the safety of textiles has also become an important concern, which puts forward higher and higher application requirements for dyes used in textiles. Color fastness is one of the ...

Claims

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Application Information

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IPC IPC(8): C07C245/08C09B29/085D06P1/18D06P1/19D06P3/54
Inventor 韩伟鹏赵敏杨建姬海涛
Owner SHANGHAI ANOKY GRP
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