Method for preparing p-benzoquinone compound by using dual-catalytic system

A technology of phenol compound and p-benzoquinone, which is applied in the preparation field of oxidative synthesis of p-benzoquinone compound under a dual catalyst system, can solve the problems of large amount of transition metal catalyst, non-recyclable catalyst, and affecting the economic benefits of mass production of products, etc. Achieve the effect of green production process, good catalytic activity and stability, and save production cost

Active Publication Date: 2020-03-24
CHINA PETROLEUM & CHEM CORP +1
View PDF4 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] There are researches disclosing the method of oxidizing phenolic compound to p-benzoquinone under the condition of oxygen or oxygen-containing gas, such as CN104844439A, CN104557487A, CN104292096A and CN104292095A, and propose a method in which a transition metal compound is used as the main catalyst and an N-substituted alkoxy compoun

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

Example Embodiment

[0023] Example 1

[0024] Add 94g of phenol, 0.94g of copper nitrate, 4.7g of 1-sulfopropyl-2-hydroxymethyl 3-methylimidazole tetrafluoroborate ionic liquid, and 100ml of methanol into a 1L reactor equipped with an oil bath heating device. After closing the reactor, let in 50atm oxygen and keep constant pressure, heat to 90℃, stir the reaction for 2.5h and then cool to room temperature naturally. After exhausting, the catalyst is separated from the reaction system and the reaction mixture is analyzed to obtain p-benzoquinone: 15.7g .

Example Embodiment

[0025] Example 2

[0026] Add 94g of phenol, 0.94g of copper nitrate, 4.7g of 1-sulfopropyl-2-hydroxymethyl 3-methylimidazole tetrafluoroborate ionic liquid, and 100ml of methanol into a 1L reactor equipped with an oil bath heating device. After closing the reactor, let in 40atm oxygen and keep constant pressure, heat to 80℃, stir the reaction for 1.5h and then cool to room temperature naturally. After exhausting, separate the catalyst from the reaction system and analyze the reaction mixture to obtain p-benzoquinone: 35.9g .

Example Embodiment

[0027] Example 3

[0028] Add 60g of phenol, 1.2g of manganese nitrate, 3.6g of 1-sulfopropyl-2-hydroxymethyl 3-methylimidazole tetrafluoroborate ionic liquid, and 100ml of methanol into a 1L reactor equipped with an oil bath heating device. After closing the reactor, let in 30atm oxygen and keep constant pressure, heat to 70℃, stir the reaction for 2h and then cool to room temperature naturally. After exhausting, the catalyst was separated from the reaction system and the reaction mixture was analyzed to obtain p-benzoquinone: 40.6g.

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 p-benzoquinone compound preparation method, which comprises: 1) sequentially adding a phenol compound, a transitionmetal salt catalyst, an acidic ionic liquid and a solvent to a high pressure reaction kettle, introducing oxygen to achieve a specified pressure, heating to a specified temperature, continuously stirring, and carrying out a reaction for 0.5-5 h; and 2) after the reaction is finished, separating the catalyst from the reaction system, evaporating the solvent, washing the residual solid with a solvent, and carrying out steam stripping to obtain the p-benzoquinone compound. According to the method disclosed by the invention, high conversion rate and high selectivity are ensured, the dosage of thetransition metal catalyst is effectively reduced, the ionic liquid catalyst can be recycled multiple times, a low-emission and environment-friendly production process is realized, the economy is alsogreatly improved, and the method is suitable for industrial production.

Description

technical field [0001] The invention relates to a synthesis and preparation technology of benzoquinone compounds, in particular to a preparation method for oxidatively synthesizing p-benzoquinone compounds under a dual catalyst system. Background technique [0002] P-benzoquinone compounds are widely used in fine chemical industry and other fields. They are important raw materials for dyes and pharmaceutical intermediates. They are also used for the preparation of hydroquinone, developer for negative films, polymerization inhibitors for polymerization reactions, and rubber antioxidants. It is used as a raw material for acrylonitrile and vinyl acetate polymerization initiators and oxidants. Its synthesis method has always been the concern of researchers. At present, the production of p-benzoquinone compounds can be divided into two categories: electrochemical method and catalytic oxidation method. Among them, the conversion rate of benzene in the electrochemical method is l...

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): C07C46/08C07C50/04B01J31/28B01J31/32B01J31/04
CPCC07C46/08B01J31/28B01J31/32B01J31/04B01J31/0285B01J35/0006B01J27/25B01J27/13B01J27/122B01J2231/70C07C50/04Y02P20/584Y02P20/54
Inventor 吴钊陈琛江洋洋孔京黄伟张楚璠
Owner CHINA PETROLEUM & CHEM CORP
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