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

Environment-friendly method for preparing adipic acid by catalytic oxidation

A technology for catalytic oxidation and adipic acid, applied in chemical instruments and methods, preparation of organic compounds, preparation of carboxylate, etc., can solve problems such as difficult to show catalytic activity, high reaction temperature, long reaction time, etc., and achieve remarkable Catalytic activity, simple preparation method, and the effect of improving the problem of serious deactivation

Active Publication Date: 2014-11-05
ZHEJIANG UNIV
View PDF7 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

When nano-gold catalysts are used to produce adipic acid in a one-step method of cyclohexane, because of the long reaction time and high reaction temperature, it is difficult for nano-gold catalysts to show good catalytic activity, and it is more likely to be deactivated, so it has not been seen so far. One-step Oxidation of Cyclohexane to Adipic Acid Using Supported Nano-gold Catalyst

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
  • Environment-friendly method for preparing adipic acid by catalytic oxidation
  • Environment-friendly method for preparing adipic acid by catalytic oxidation
  • Environment-friendly method for preparing adipic acid by catalytic oxidation

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Add 74mmol cyclohexane, 7ml solvent methyl ethyl ketone (the mass ratio of cyclohexane to methyl ethyl ketone is 1.1:1), 33mg activated carbon supported nano gold catalyst (Au mass fraction is 1.25%; cyclohexane and catalyst mass The ratio is 188.7:1), 0.7mmol initiator cyclohexanone (the mass ratio of cyclohexane to cyclohexanone is 90.6:1), a magnetic stir bar, turn on the magnetic stirring, at 130°C, blow in oxygen to maintain the oxygen pressure At 1.5MPa, after 8 hours of reaction, it was cooled to room temperature. The activated carbon-supported nano-gold catalyst and the reaction liquid were obtained by centrifugal separation. A small part of the reaction liquid was used for result detection. The remaining part of the reaction liquid was extracted three times with deionized water to obtain the oil phase and the water phase. The water phase was cooled at 0℃12 After hours, the adipic acid crystalline solid is obtained; the oil phase is vacuum-rotated, the initiator ...

Embodiment 2~ Embodiment 8

[0035] Add 74mmol of cyclohexane, 7ml of methyl ethyl ketone, 33mg of catalyst (1.5% by weight of gold), 0.7mmol of cyclohexanone and a magnetic stir bar into the reaction kettle, and turn on the magnetic stirring. At 130°C, oxygen gas was introduced to maintain the oxygen pressure at 1.5 MPa, and after 8 hours of reaction, it was cooled to room temperature. The product separation and analysis methods are the same as in Example 1. In Examples 2-8, the gold mass fraction of the catalyst is 0.5%, 0.75%, 1.0%, 1.25%, 1.5%, 2.0%, 2.5%, respectively. Table 1 shows the conversion rate of cyclohexane and the selectivity of adipic acid.

[0036] Table 1 Quantitative analysis results of Examples 2-8 a

[0037]

[0038] a Reaction conditions: 74mmol cyclohexane, 33mg catalyst (1.5% Au), 7ml butanone, 0.7mmol cyclohexanone, 130℃, 1.5MPa, 8h

[0039] b KA oil: cyclohexanol and cyclohexanone are collectively called KA oil

Embodiment 9~ Embodiment 13

[0041] Add 74mmol of cyclohexane, 7ml of methyl ethyl ketone, 33mg of catalyst (1.5% by weight of gold), 0.7mmol of cyclohexanone and a magnetic stirrer to the reaction kettle, turn on the magnetic stirring, and pass in oxygen at a certain temperature to maintain the oxygen The pressure was 1.5 MPa, and the reaction was cooled to room temperature after 8 hours. The product separation and analysis methods are the same as in Example 1. In Examples 9 to 13, the reaction temperature was 100°C, 120°C, 130°C, 140°C, and 150°C, respectively. Table 2 shows the conversion rate of cyclohexane and the selectivity of adipic acid.

[0042] Table 2 Quantitative analysis results of Examples 9-13 a

[0043]

[0044] a Reaction conditions: 74mmol cyclohexane, 33mg catalyst (1.5% Au), 7ml butanone, 0.7mmol cyclohexanone, 1.5MPa, 8h

[0045] b KA oil: cyclohexanol and cyclohexanone are collectively called KA oil

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

PropertyMeasurementUnit
particle diameteraaaaaaaaaa
Login to View More

Abstract

The invention discloses an environment-friendly method for preparing adipic acid by catalytic oxidation. The method includes: at the beginning of reaction, adding cyclohexane, butanone serving as solvent, cyclohexanone serving as initiators and activated carbon supported nano-gold catalysts into a stainless steel high-pressure reactor; carrying out the catalytic oxidation reaction for 3-14 hours under the pressure of 0.9-2.1MPa at the temperature of 100-150 DEG C; separating after the reaction is completed to obtain the activated carbon supported nano-gold catalysts and reaction liquor, and processing the reaction liquor to obtain adipic acid crystalline solid; collecting the cyclohexanone serving as the initiators by oil-phase vacuum rotary steaming; and washing and drying the activated carbon supported nano-gold catalysts for recycling. By the method, solvent effect of the butanone serving as the solvent is particularly suitable for the nano-gold catalysts to catalyze the cyclohexane to generate the adipic acid by means of selective oxidation, and the problems of low activity and proneness to inactivation of the catalysts in reaction are solved. The method is simple in technological process, convenient for preparing and separating the catalysts, mild in reaction conditions, low in technological cost, economic, efficient and environment-friendly and pollution-free as molecular oxygen substitutes for nitric acid to be used as oxidants.

Description

Technical field [0001] The invention relates to a method for preparing adipic acid by environmentally friendly catalytic oxidation. Background technique [0002] As an important organic intermediate and raw material, adipic acid is widely used in chemistry, medicine, food and other industrial fields, and the industrial demand is huge. The existing production process of adipic acid is mainly a two-step cyclohexane oxidation process, which requires the use of nitric acid as an oxidant, and the nitrogen oxides produced during the process cause serious environmental pollution. In order to replace the nitric acid oxidation method, scholars at home and abroad have done a lot of research work on the one-step catalytic oxidation of adipic acid, but a process that can achieve both environmental protection and high efficiency and low cost is still in urgent need of discovery. [0003] In recent years, in order to improve the conversion rate and selectivity of the one-step process for the pr...

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 Patents(China)
IPC IPC(8): C07C55/14C07C51/215
Inventor 朱明乔戴欢
Owner ZHEJIANG 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