Method for preparing p-mercaptoazobenzene by using p-amino diphenyl disulfide as raw material

A technology of aminodiphenyl disulfide and mercaptoazobenzene, which is applied in thiol preparation, organic chemistry and other directions, can solve the problems of harsh reaction conditions, does not meet the requirements of green chemistry, potential toxicity, etc., and achieves a guaranteed yield. Effect

Inactive Publication Date: 2020-04-07
SHENYANG NORMAL UNIV
View PDF1 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the above methods use a large amount of organic solvents, which do not meet the requirements of organic solvents for green chemistry. At the sa

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 p-mercaptoazobenzene by using p-amino diphenyl disulfide as raw material
  • Method for preparing p-mercaptoazobenzene by using p-amino diphenyl disulfide as raw material

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Preparation of p-aminodiphenyl disulfide ethanol solution: because p-aminodiphenyl disulfide is insoluble in water, in order to reduce the pollution of organic solvents to the environment, absolute ethanol is used as solvent in this patent, and p-aminodiphenyl disulfide ether for dissolution. Measure an appropriate amount of p-aminodiphenyl disulfide and dissolve it in absolute ethanol, form a p-aminodiphenyl disulfide ethanol solution after completely dissolving, and set aside;

[0018] Coarsening of silver foil: When the laser is irradiated on the surface of precious metals such as gold and silver, due to the oscillation of surface plasmons, hot electron / hot hole pairs will be formed on the metal surface, and hot electron / hot hole pairs have a good The catalytic effect of p-aminodiphenyl disulfide has been proved by experiments to generate p-mercaptoazobenzene through hot electron / hot hole catalysis, and the hot electron / hot hole generated after the surface of silver ...

Embodiment 2

[0025] (1) Dissolve 2.5g p-aminodiphenyl disulfide in 10L absolute ethanol, fully dissolve;

[0026] (2) Take silver foil with a purity of 99.99%, and 2 SO 4 330~405g / L, CrO 3 Coarse treatment in 400-430g / L roughening solution for 5 seconds;

[0027] (3) Ultrasonic cleaning, hot water washing, cold water washing, and running water washing are performed on the roughened silver foil to clean the surface of the silver foil;

[0028] (4) Drying the cleaned silver foil naturally;

[0029] (5) Dip the dried silver foil into the ethanol solution of p-aminodiphenyl disulfide, and stir it mechanically for 5 minutes;

[0030] (6) Take out the silver foil and dry it naturally;

[0031] (7) Fully irradiate the silver foil with a laser with a wavelength of 532 nm to form p-mercaptoazobenzene on the surface of the silver foil.

Embodiment 3

[0033] (1) Take 0.025g p-aminodiphenyl disulfide and dissolve it in 10L absolute ethanol, fully dissolve;

[0034] (2) Take silver foil with a purity of 99.99%, and carry out roughening treatment in a roughening solution of 100-400 g / L nitric acid for 1-10 seconds;

[0035] (3) Wash the roughened silver foil with cold water and running water, and clean the surface of the silver foil;

[0036] (4) Drying the cleaned silver foil naturally;

[0037] (5) Dip the dried silver foil into the ethanol solution of p-aminodiphenyl disulfide, and stir it mechanically for 10 minutes;

[0038] (6) Take out the silver foil and dry it naturally;

[0039] (7) Fully irradiate the silver foil with a laser with a wavelength of 633nm to form p-mercaptoazobenzene on the surface of the silver foil.

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 belongs to the technical field of organic synthesis, and relates to a method for preparing p-mercaptoazobenzene by using p-amino diphenyl disulfide as a raw material. The catalytic coupling reaction of azobenzene is realized by utilizing a hot electron/hot hole pair generated by laser on the surface of noble metal silver, and the p-amino diphenyl disulfide is used as the raw material; according to the method, only a small amount of ethyl alcohol serves as an auxiliary solvent in the preparation process of the p-mercaptoazobenzene, silver serving as a catalyst cannot pollute the environment, the p-mercaptoazobenzene is the only product in the final reaction process, no other solvent participates in the whole preparation process, toxic or harmful substances or by-products cannot be generated, and the method is environmentally friendly. And the method is a novel environment-friendly preparation method of p-mercaptoazobenzene.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, and relates to a method for preparing p-mercaptoazobenzene by using p-aminodiphenyl disulfide as a raw material. Background technique [0002] Aromatic azo compounds have a unique structural electronic structure of -N=N-bond and large π, showing good application prospects in drug delivery and electronic products, and at the same time in dyes, pigments, food additives, indicators, free radical initiation It also has a wide range of applications in the fields of pharmaceuticals and therapeutic drugs, and its good photochromic properties make it widely used in nonlinear optoelectronic information materials, chemical sensors, liquid crystal materials, photochemical molecular switches, bioluminescent imaging agents, molecular machines, etc. The field of science and technology has certain potential application value. [0003] Common methods for the preparation of aromatic azobenzene compound...

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): C07C319/12C07C323/48
CPCC07C319/12C07C323/48
Inventor 武士威宋朋王艳于龙肖义孙秋菊高岩
Owner SHENYANG NORMAL 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