Synthesis method of red bisazo organic pigment

A technology for organic pigments and synthesis methods, applied in the directions of organic dyes, azo dyes, organic chemistry, etc., can solve the problems of waste of resources and difficult post-processing, and achieve the effects of avoiding waste of resources, avoiding post-processing difficulties, and simple preparation method.

Pending Publication Date: 2022-04-12
SHANGHAI INSTITUTE OF TECHNOLOGY
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The purpose of the present invention is to provide a synthetic method of red disazo organic pigments, to overcome defects such as difficulty in post-processing or waste of resources caused by using concentrated sulfuric acid as a solvent in the prior art

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
  • Synthesis method of red bisazo organic pigment
  • Synthesis method of red bisazo organic pigment
  • Synthesis method of red bisazo organic pigment

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] A kind of synthetic method of red disazo organic pigment, concrete steps are as follows:

[0038] Step 1: The preparation of 3-methyl-4-((4-aminophenyl)diazo)-1-phenyl-1H-pyrazol-5(4H)-one diazonium salt comprises the following steps:

[0039] 1) Diazotize 3-methyl-4-((4-aminophenyl)diazo)-1-phenyl-1H-pyrazol-5(4H)-one, the specific steps are: weigh 293mg (1mmol) 3-methyl-4-((4-aminophenyl) dinitrogen)-1-phenyl-1H-pyrazol-5(4H)-one, 20mL water, 4mL 2mol / L hydrochloric acid, 2mL Add dimethyl sulfoxide into a 100mL single-necked flask, ultrasonically dissolve, and after the reaction solution is cooled to 0°C, quickly add an aqueous solution prepared with 104mg (1.5mmol) sodium nitrite, continue to stir at 0°C for 10min, spot the plate to detect diazo reaction, the Congo red test paper is blue, and the starch potassium iodide test paper is slightly blue. Add an appropriate amount of urea to destroy the excess sodium nitrite, and obtain a red diazonium salt solution (3-met...

Embodiment 2

[0044] A kind of synthetic method of red disazo organic pigment, concrete steps are as follows:

[0045] Step 1: The preparation of 3-methyl-4-((4-aminophenyl)diazo)-1-phenyl-1H-pyrazol-5(4H)-one diazonium salt comprises the following steps:

[0046] 1) Diazotize 3-methyl-4-((4-aminophenyl)diazo)-1-phenyl-1H-pyrazol-5(4H)-one, the specific steps are: weigh 586mg (2mmol) 3-methyl-4-((4-aminophenyl)diazo)-1-phenyl-1H-pyrazol-5(4H)-one, 25mL water, 10mL 5wt% hydrochloric acid, 5mL di Add methyl sulfoxide into a 100mL single-necked flask, stir at 70°C for 1h, cool to 5°C, quickly add 207mg (3mmol) of sodium nitrite in an aqueous solution, continue to stir at 5°C for 10min, spot plate detection of diazotization Reaction, the Congo red test paper is blue, and the starch potassium iodide test paper is slightly blue. Add an appropriate amount of urea to destroy the excess sodium nitrite, and obtain a red diazonium salt solution.

[0047] Step 2: Coupling reaction of diazonium salt a...

Embodiment 3

[0054] Compared with Example 1, most of them are the same, except that in this example, 4mL 2mol / L hydrochloric acid is changed to 1.5mL 2mol / L hydrochloric acid.

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 a synthesis method of a red bisazo organic pigment, which comprises the following steps: (1) mixing 3-methyl-4-((4-aminophenyl) diazo)-1-phenyl-1H-pyrazol-5 (4H)-ketone, water, dimethyl sulfoxide and hydrochloric acid, adding a sodium nitrite solution for reaction, then adding urea, and stirring to obtain a reaction solution; the preparation method comprises the following steps: dissolving 3-methyl-4-((4-aminophenyl) dinitrogen)-1-phenyl-1H-pyrazol-5 (4H)-ketone diazonium salt in a solvent to obtain a 3-methyl-4-((4-aminophenyl And (2) mixing barbituric acid, water and sodium hydroxide, then dropwise adding a 3-methyl-4-((4-aminophenyl) diazo)-1-phenyl-1H-pyrazol-5 (4H)-ketone diazonium salt solution, carrying out primary pH regulation, carrying out primary reaction, carrying out secondary pH regulation, and carrying out secondary reaction, filtration and drying to obtain the target product. A mixed reagent of hydrochloric acid, water and an organic reagent is used as a solvent to dissolve the diazo component. Compared with the prior art, post-treatment difficulty and resource waste caused by using concentrated sulfuric acid as a solvent are avoided.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and relates to a method for synthesizing red disazo organic pigments. Background technique [0002] Condensed azo pigments are disazo pigments with multiple amide groups in their molecular structure. Compared with monoazo compounds with relatively small molecular weight, they have better solvent resistance and migration resistance, and a wider chromatogram , very green light yellow to blue light red or purple to brown. However, the basicity of monoazoarylamine is very weak, and it is usually insoluble under hydrochloric acid conditions. The reaction of preparing diazonium salt usually requires the use of excess acidic sulfuric acid to dissolve monoazoarylamine and maintain the strong acidic environment of the system. , produces a large amount of waste acid, which is difficult to handle and causes a waste of resources. Contents of the invention [0003] The object of the present inve...

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): C07D403/12C09B31/147C09B67/36
CPCY02P20/55
Inventor 康丽琴张磊王莉贤王高飞刘佳丽
Owner SHANGHAI INSTITUTE OF TECHNOLOGY
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