Eureka AIR delivers breakthrough ideas for toughest innovation challenges, trusted by R&D personnel around the world.

Method for preparing benzotriazole compound

A technology of benzotriazoles and manufacturing methods, applied in the direction of organic chemistry, can solve toxic and harmful problems, achieve the effects of reducing damage to the natural environment, high industrial application value, and reducing the amount of discharge

Inactive Publication Date: 2006-09-13
FUDAN UNIV
View PDF0 Cites 11 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

All known methods use toxic and harmful organic solvents

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

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Embodiment 1: In the three-necked bottle of 100 milliliters, install thermometer, stirrer, add 2-nitro-2'-hydroxyl-5'-methylazobenzene (10 mmoles, 2.57 grams), zinc (1.0g ), water (50 ml), and then heated to 90° C. with stirring. A 25% aqueous sodium hydroxide solution (13 ml) was added dropwise over 1 hour. Control the reaction temperature to be 90°C-100°C. After the dropwise addition of 25% aqueous sodium hydroxide solution was completed, stirring was continued at this temperature for 6 hours. Then cool to room temperature, add hydrochloric acid to adjust the pH to acidic, filter, and recrystallize the insoluble matter with methanol to obtain benzotriazole compounds: 2-(2'-hydroxy-5'-methylphenyl)-2H-benzo Triazole, 88% yield.

Embodiment 2

[0020] Embodiment 2: In the three-necked bottle of 100 milliliters, install thermometer, stirrer, add 2-nitro-2'-hydroxyl-5'-methylazobenzene (10 mmoles, 2.57 grams), zinc (1.5g ), water (60 ml), and then heated to 70° C. with stirring. 20% aqueous sodium hydroxide solution (16 ml) was added dropwise over 1 hour. The reaction temperature is controlled to be 70°C-100°C. After the dropwise addition of the 25% aqueous sodium hydroxide solution was completed, stirring was continued at this temperature for 5 hours. Then cool to room temperature, add hydrochloric acid to adjust the pH to acidic, filter, and recrystallize the insoluble matter with methanol to obtain benzotriazole compounds: 2-(2'-hydroxy-5'-methylphenyl)-2H-benzo Triazole, yield 90%.

Embodiment 3

[0021] Embodiment 3: in the three-necked flask of 100 milliliters, install thermometer, stirrer, add 2-nitro-2'-hydroxyl-5'-tert-butyl azobenzene (10 mmoles, 2.99 grams), zinc (1.5 g), water (60 mL), then heated to 90° C. with stirring. A 15% aqueous sodium hydroxide solution (18 ml) was added dropwise over 1 hour. Control the reaction temperature to be 90°C-100°C. After the dropwise addition of 25% aqueous sodium hydroxide solution was completed, stirring was continued at this temperature for 4 hours. Then cool to room temperature, add hydrochloric acid to adjust the pH to acidic, filter, and recrystallize the insoluble matter with methanol to obtain benzotriazole compounds: 2-(2'-hydroxy-5'-methylphenyl)-2H-benzo Triazole, yield 89%.

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

A process for preparing the benzitriazole compound used as UV absorbent includes such steps as heating the aqueous solution of azobenzene compound and Zn, stirring while dropping the aqueous solution of alkali, reaction between Zn and alkali to generate H2, reducing the azobenzene by H2, and closing ring reaction.

Description

technical field [0001] The invention belongs to the technical field of organic compound production, in particular to a production method of benzotriazole compounds. Background of the invention [0002] Benzotriazole compound is a kind of ultraviolet absorber, which is widely added to rubber, polyethylene and polypropylene polymer materials to prevent the aging of such polymer materials under sunlight and prolong their service life. In addition, it is also added to cosmetic sunscreens to prevent ultraviolet rays from radiating human skin in strong sunlight and protect human health, which has very important economic value. The synthesis method of benzotriazole compounds is generally through hydrogenation reaction of azobenzene compounds, or using a reducing agent such as hydrazine hydrate or metal zinc to close rings of azobenzene compounds. Generally, it is necessary to dissolve the azobenzene compound into an appropriate organic solvent, and then add Raney Ni or noble metal...

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): C07D249/18
Inventor 刘国斌杨虹洁何鸿洁高翔李妙葵
Owner FUDAN 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
Eureka Blog
Learn More
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com