Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Benzoyl hydrazine rearrangement method for preparing m-phenylenediamine and p-phenylenediamine

A technology of phthalohydrazide and phenylenediamine, applied in the field of organic functional new material chemicals, can solve the problems of process safety risk, environmental protection pressure, and no significant breakthrough

Pending Publication Date: 2021-10-29
SHENZHEN UV-CHEMTECH CO LTD
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Its traditional manufacturing process involves prominent process safety risks and huge environmental pressure (references: Fine Petrochemical, 2003, 4, 53; Fine Chemical Intermediates, 2013, 43, 57), its preparation technology and innovation, Driven by factors such as safety and reliability, environmental protection and energy saving, and low-cost economic competitiveness, it is an important topic that the industry's technical personnel continue to pursue, and there has been no significant breakthrough so far.

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
  • Benzoyl hydrazine rearrangement method for preparing m-phenylenediamine and p-phenylenediamine
  • Benzoyl hydrazine rearrangement method for preparing m-phenylenediamine and p-phenylenediamine
  • Benzoyl hydrazine rearrangement method for preparing m-phenylenediamine and p-phenylenediamine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0062] Embodiment one: the synthesis of m-phenylenediamine

[0063]

[0064] Under the protection of nitrogen, put 28 grams of isophthalic acid dihydrazide in 300 milliliters of 1N concentration hydrochloric acid solution, under high-speed shear stirring, the system is cooled to about 5 degrees Celsius, and 25 grams of sodium nitrite in 50 milliliters of aqueous solution is slowly join in. After half an hour, 200 ml of toluene was added, the system was shaken, the toluene organic phase was separated, and the process was repeated once. After the organic phases were combined, they were stirred and heated at 80°C, paying attention to the release of nitrogen from the reaction system, and an equal volume of 1N sodium hydroxide solution was added, and the mixed system was stirred overnight. The organic phase was separated, washed successively with a small amount of water and half-saturated sodium bicarbonate, dried over anhydrous sodium sulfate, filtered, all solvents were remov...

Embodiment 2

[0065] Embodiment two: the synthesis of m-phenylenediamine

[0066]

[0067] Under nitrogen protection, 19.4 grams of dimethyl isophthalate was placed in 150 milliliters of ethanol, 10 milliliters of hydrazine monohydrate was added, and the reaction solution was refluxed overnight and then concentrated to about a quarter of its volume. After the reaction solution was cooled to room temperature, gradually 10.3 grams of isophthalic acid bishydrazide solid were precipitated.

[0068] Referring to the operation of Example 1, 4.1 grams of m-phenylenediamine products were obtained from 10.3 grams of isophthalic acid bishydrazide for rearrangement reaction.

Embodiment 3

[0069] Embodiment three: the synthesis of m-phenylenediamine

[0070]

[0071] Under nitrogen protection, 16.7 grams of isophthalic acid was placed in 150 milliliters of ethanol, 10 milliliters of hydrazine monohydrate was added, and the reaction solution was refluxed for 8 hours to maintain azeotropic water removal. After the reaction solution was cooled to room temperature, isophthalic acid was gradually precipitated. Formic acid bishydrazide solid 10.1 g.

[0072] Referring to the operation of Example 1, 3.8 grams of m-phenylenediamine products were obtained from 10.1 grams of isophthalic acid bishydrazide for rearrangement reaction.

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 the field of organic functional new material chemicals, and discloses a new process technology for preparing m / p-phenylenediamine through rearrangement reaction of m / p-phthalic acid bishydrazide or derivatives thereof for the first time. The m-phenylenediamine (p-phenylenediamine) is a widely-used bulk key fine chemical in the related fields of known dyes, pigments, aramid fibers, medicines and pesticides, building auxiliary materials and the like, and the production process innovation technology of the m-phenylenediamine (p-phenylenediamine) is widely concerned.

Description

【Technical field】 [0001] The invention relates to the field of organic functional new material chemicals, and discloses for the first time a new process technology for preparing m-(p-)phenylenediamine by rearrangement reaction of m-(tere)phthalic acid bishydrazide or its derivatives. m-(p-)phenylenediamine is known as a bulk key fine chemical widely used in related fields such as dyes, pigments, aramid fibers, pharmaceuticals, pesticides, and construction accessories, and its production process innovation technology has attracted wide attention. 【Background technique】 [0002] Both m-phenylenediamine and p-phenylenediamine are widely used bulk key fine chemicals in the fields of dyes and pigments and pharmaceutical, pesticide and construction auxiliary materials known in the industry. Its traditional manufacturing process involves prominent process safety risks and huge environmental pressure (references: Fine Petrochemical, 2003, 4, 53; Fine Chemical Intermediates, 2013, 43...

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
Patent Type & Authority Applications(China)
IPC IPC(8): C07C209/54C07C211/51
CPCC07C209/54C07C241/04C07C211/51C07C243/38Y02P20/54
Inventor 王健王智刚
Owner SHENZHEN UV-CHEMTECH CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap 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