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

Electrochemical synthesis method for preparing o-benzenedimethanol from phthalide

A technology of phthalic acid and a synthesis method, which is applied in electrolysis process, electrolysis components, electrolysis organic production and other directions, can solve the problems of low product purity, complicated operation process, high production cost, avoid excessive hydrogenation, simple process, mild conditions

Active Publication Date: 2022-03-29
DALIAN UNIV OF TECH
View PDF8 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The invention provides an electrochemical synthesis method for producing o-phthalamide from phthalide, which overcomes the shortcomings of the traditional production process of o-phthalamide, such as complex production process, low product purity, high production cost, and serious environmental pollution. The method successfully realizes the activation of the carbon-oxygen double bond in the phthalide structure, further hydrogenation and ring-opening to prepare o-phthalamide, which greatly improves the conversion rate of the reaction and the selectivity of o-phthalamide

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
  • Electrochemical synthesis method for preparing o-benzenedimethanol from phthalide
  • Electrochemical synthesis method for preparing o-benzenedimethanol from phthalide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Prepare 50mL electrolyte solution containing 0.2M sulfuric acid and 0.01M phthalic anhydride, mix well and add 50mL cathode chamber of H-type electrolytic cell with diaphragm, use the same 50mL electrolyte solution containing 0.2M sulfuric acid as the anode, and keep the water bath of the whole device at constant temperature to 30°C . Platinum was used as the anode material, lead was used as the cathode material, and a three-electrode system was used for electrolysis, and the electrolysis was performed at -1.4Vvs Ag / AgCl for 4 hours in constant voltage mode. After the electrolysis, the electrolytic solution was extracted three times with ethyl acetate, and the hydrogenation product of phthalide was analyzed by gas chromatography-mass spectrometry. The conversion rate of phthalide was 90%, and the selectivity of o-phthalein dimethanol was 89%.

Embodiment 2

[0020] Prepare 50mL electrolyte solution containing 0.1M sulfuric acid and 0.01M phthalic anhydride, mix well and add 50mL cathode chamber of H-type electrolytic cell with diaphragm, use the same 50mL electrolyte solution containing 0.1M sulfuric acid as the anode, and keep the temperature of the water bath of the whole device at 30°C . Platinum was used as the anode material, lead was used as the cathode material, and a three-electrode system was used for electrolysis, and the electrolysis was performed at -1.2Vvs Ag / AgCl for 6 hours in constant voltage mode. After electrolysis, the electrolytic solution was extracted three times with ethyl acetate, and the hydrogenation product of phthalide was analyzed by gas chromatography-mass spectrometry. The conversion rate of phthalide was 50%, and the selectivity of o-phthalein dimethanol was 58%.

Embodiment 3

[0022] Prepare 50mL electrolyte solution containing 0.2M sulfuric acid and 0.02M phthalic anhydride, mix well and add 50mL cathode chamber of H-type electrolytic cell with diaphragm, use the same 50mL electrolyte solution containing 0.2M sulfuric acid as the anode, and keep the temperature of the whole device in a water bath to 80°C . Copper foam was used as the anode material, lead was used as the cathode material, and a three-electrode system was used for electrolysis, and electrolysis was performed at -1.4V vs Ag / AgCl for 4h in constant voltage mode. After electrolysis, the electrolytic solution was extracted three times with ethyl acetate, and the hydrogenation product of phthalide was analyzed by gas chromatography-mass spectrometry. The conversion rate of phthalide was 62%, and the selectivity of o-phthalein dimethanol was 73%.

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 discloses an electrochemical synthesis method for preparing o-benzenedimethanol from phthalide, and belongs to the field of fine chemical engineering. According to the method, the phthalide is successfully converted into the o-phthalyl alcohol in an acidic electrolyte by taking lead-containing metal as an electrode material through an electrochemical method, and the selectivity of the o-phthalyl alcohol reaches 97%. The whole process does not need to add toxic organic solvent, does not need to input hydrogen externally, can perform reaction at low temperature and normal pressure, is mild in condition and simple in process, saves investment, and accords with the development direction of green chemical synthesis.

Description

technical field [0001] The invention belongs to the field of fine chemical industry, and relates to an electrochemical synthesis method for preparing phthalomethanol from phthalide. Background technique [0002] O-phthalmethanol is an important fine chemical and intermediate, which is widely used in organic synthesis. It can be used to synthesize pharmaceutical intermediates, and can also be used as a raw material for the synthesis of new disinfectant o-phthalaldehyde. At present, the price of phthalic dimethanol is expensive in the market, so it is of great significance to find an easy-to-operate, green and safe synthesis process of phthalic dimethanol. [0003] In the existing preparation technology, there are many reports on the method of synthesizing o-phthalyl dimethanol. For example, Chinese invention patent CN102060668A discloses that o-dibenzyl chloride is used as a raw material, hydrolyzed in the presence of alkali, and the finished product is obtained through orga...

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): C25B3/07C25B3/20
CPCC25B3/07C25B3/20
Inventor 梁长海杜妍陈霄
Owner DALIAN UNIV OF TECH
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