Method for preparing aromatic azoic compound by catalyzing aromatic amine with metal nanocrystals

A technology of metal nanocrystals and azo compounds, applied in chemical recycling, organic chemistry, etc., can solve the problems of non-recycling, poor catalyst universality, and low yield of aromatic azo compounds.

Inactive Publication Date: 2012-10-10
TSINGHUA UNIV
View PDF0 Cites 7 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the existing preparation methods of aromatic azo compounds have the following disadvantages: (1) the yield of aromatic azo compounds prepared by metal catalysis is usually low; (2) most of the oxidants used are stoichiometric manganese salts , lead salts and mercury salts, which are harmful to the environment; (3) the preparation of asymmetric aromatic azo compounds usually requires a two-step process: first, the aromatic amine is oxidized to an azo salt or Nitrosobenzene intermediate, and then add anoth...

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
  • Method for preparing aromatic azoic compound by catalyzing aromatic amine with metal nanocrystals
  • Method for preparing aromatic azoic compound by catalyzing aromatic amine with metal nanocrystals
  • Method for preparing aromatic azoic compound by catalyzing aromatic amine with metal nanocrystals

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0036] The preparation method of the Ag nanocrystal that the present invention also provides, it follows the steps:

[0037] 1) In the state of stirring, add silver nitrate salt to octadecylamine at 80°C~100°C to make a solution with a mass ratio of 0.01~0.03g / g;

[0038] 2) In the state of stirring, add the above solution to octadecylamine at 180 ° C ~ 250 ° C for dilution to prepare a solution with a mass ratio of silver nitrate salt to octadecyl amine of 0.003 ~ 0.006 g / g;

[0039] 3) React for 10 to 60 minutes, cool down to 50°C to 80°C, add ethanol and precipitate precipitates, centrifuge and wash with ethanol to obtain Ag nanocrystals, and then disperse the obtained nanocrystals in cyclohexane for later use.

[0040] The present invention also provides the preparation method of described Au nanocrystal, it comprises the following steps:

[0041] 1) Dissolve chloroauric acid tetrahydrate in a mixed solvent of oleic acid and oleylamine at room temperature to make a soluti...

Embodiment 2

[0051] Implementation method: at room temperature, platinum acetylacetonate is added to oleylamine to prepare a solution with a volume concentration of 2 g / L. In the state of stirring, borane-tert-butylamine was added to the above solution to make a solution with a volume concentration of 6 g / L, and then the solution was transferred to a stainless steel autoclave with a polytetrafluoroethylene cup. Then the autoclave was kept at 150° C. for 2 hours and then cooled to room temperature. After adding ethanol, a precipitate was precipitated. After washing with ethanol, Pt nanocrystals were obtained, and then the obtained Pt nanocrystals were dispersed in cyclohexane for subsequent use.

Embodiment 3

[0053] Implementation method: at room temperature, add cobalt acetylacetonate salt into a mixed solvent of toluene and oleylamine to prepare a solution with a volume concentration of 1 g / L. In the state of stirring, borane-tert-butylamine was added to the above solution to make a 3 g / L solution, and then the solution was transferred to a stainless steel autoclave with a polytetrafluoroethylene cup. Then the autoclave was kept at 180 °C for 8 hours and then cooled to room temperature. After adding ethanol, a precipitate was precipitated. After washing with ethanol, Co nanocrystals were obtained, and then the obtained Co nanocrystals were dispersed in cyclohexane for later use.

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

Disclosed is a method for preparing an aromatic azoic compound by catalyzing aromatic amine with metal nanocrystals. In the method, the aromatic amine serves as a substrate, the metal nanocrystals serve as catalysts, the substrate, the catalysts and alkali are dissolved in organic solvents in normal-pressure air atmosphere, and the aromatic azoic compound is prepared by means of reaction. The method has the advantages of simplicity and convenience in process, environmental friendliness, catalyst recyclability, high universality of metal catalysts and the like, and avoids the shortcomings that environment-unfriendly metal salt catalysts or oxidants are used in an existing synthetic route, high temperature and high pressure are needed, the catalysts are poor in universality, asymmetric aromatic azoic compound is synthesized by a two-step method and the like. A series of aromatic azoic compounds can be prepared, and the method has a wide industrial application prospect.

Description

technical field [0001] The invention relates to a method for preparing aromatic azo compounds, in particular to a method for preparing aromatic azo compounds by using metal nanocrystals to catalyze aromatic amines. Background technique [0002] Aromatic azo compounds have been widely used as dyes, indicators, pigments, food additives, free radical reaction initiators and therapeutic agents. Aromatic azo compounds can be prepared through the condensation reaction of aromatic nitro compounds and aromatic amines, the reduction reaction of aromatic nitro compounds, or the oxidation reaction of aromatic amines. At present, the existing preparation methods of aromatic azo compounds have the following disadvantages: (1) the yield of aromatic azo compounds prepared by metal catalysis is usually low; (2) most of the oxidants used are stoichiometric manganese salts , lead salts and mercury salts, which are harmful to the environment; (3) the preparation of asymmetric aromatic azo com...

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): C07C245/08
CPCY02P20/584
Inventor 蔡双飞何伟李亚栋戎宏盼于晓飞刘向文
Owner TSINGHUA UNIV
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