A kind of method by directly synthesizing cyclohexanol by aniline hydrogenation

A technology of cyclohexanol and aniline, which is applied in the field of chemical technology, can solve the problems of complex process route, high production cost, and low efficiency of cyclohexene, and achieve the effect of simple synthesis process, cheap and easy to obtain aniline, and simple and clean reaction conditions

Active Publication Date: 2017-03-01
HEBEI UNIV OF TECH
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The process route is complex, especially the efficiency of partial hydrogenation of benzene to cyclohexene is not high, resulting in higher production costs

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
  • A kind of method by directly synthesizing cyclohexanol by aniline hydrogenation

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] Add aniline 1.5g, 2% (wt) Ru / MCM-41 (molecular sieve) catalyst 0.41g, water 170ml and tert-butanol 10ml (the molar ratio is 1:0.005:583:6.5) in the autoclave successively. Pass N 2 Make a replacement. Then the temperature was raised to 180° C., and then hydrogen gas was introduced until the reaction pressure was 4.4 MPa. After 8 hours of reaction, the hydrogen gas flow was stopped and the temperature was lowered. The catalyst and the reaction solution were separated by filtration under reduced pressure, and the reaction solution was extracted and separated by toluene to obtain an organic phase, which was analyzed by gas chromatography. The yield of product cyclohexanol was 99.6% according to quantitative calculation.

Embodiment 2

[0026] Add 1.5g of aniline, 0.41g of 2% Ru / AC catalyst, 170ml of water and 10ml of tert-butanol (the molar ratio is 1:0.005:583:6.5) in the autoclave. Pass N 2 Make a replacement. Then the temperature was raised to 180° C., and then hydrogen gas was introduced until the reaction pressure was 4.4 MPa. After 8 hours of reaction, the hydrogen gas flow was stopped and the temperature was lowered. The catalyst and the reaction solution were separated by filtration under reduced pressure, and the reaction solution was extracted and separated by toluene to obtain an organic phase, which was analyzed by gas chromatography. The yield of the product cyclohexanol by quantitative calculation is 99.9%.

Embodiment 3

[0028] In the autoclave, add aniline 1.5g, 2%Ru / SiO 2 Catalyst 0.41g, water 170ml and tert-butanol 10ml (the molar ratio is 1:0.005:583:6.5). Pass N 2 Make a replacement. Then the temperature was raised to 180° C., and then hydrogen gas was introduced until the reaction pressure was 4.4 MPa. After 8 hours of reaction, the hydrogen gas flow was stopped and the temperature was lowered. The catalyst and the reaction solution were separated by filtration under reduced pressure, and the reaction solution was extracted and separated by toluene to obtain an organic phase, which was analyzed by gas chromatography. The yield of product cyclohexanol was 99.6% according to quantitative calculation.

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 a method for synthesizing cyclohexanol directly through aniline hydrogenation, which comprises the following steps: putting aniline, a catalyst, water and tert-butyl alcohol into a high-pressure reaction kettle, feeding N2 for replacement, heating to 140-200 DEG C, feeding hydrogen until the pressure is 4-8 MPa and maintained, reacting for 4-16h, stopping feeding hydrogen, cooling to room temperature, carrying out reduced-pressure filtration on the obtained object so as to separate the catalyst from reaction liquid, and carrying out extraction separation on the reaction liquid, so that a cyclohexanol-containing organic phase is obtained, wherein the mole ratio of the aniline, the catalyst, the water and the tert-butyl alcohol is 1:(0.0005-0.05):(1-10000):(0.01-10); and the catalyst is a supported metal catalyst. The method disclosed by the invention is an efficient and inexpensive new method, and the yield of cyclohexanol is close to 100%.

Description

technical field [0001] The invention relates to a new method for directly synthesizing cyclohexanol by hydrogenation of aniline, specifically a process for directly synthesizing cyclohexanol by using aniline as a raw material and catalyzing the hydrogenation of aniline with a supported metal catalyst, belonging to the technical field of chemical technology. Background technique [0002] Cyclohexanol is an important organic chemical raw material and an important intermediate for the synthesis of caprolactam, adipic acid, and fine chemicals such as medicine, paint, and dye. [0003] At present, there are generally three methods for the synthesis of cyclohexanol. (1) Using phenol as a raw material, one-step catalytic hydrogenation to prepare cyclohexanol is relatively simple, but it is limited due to the high price of phenol. (2) Using benzene as a raw material, complete hydrogenation to obtain cyclohexane, and further oxidation to obtain cyclohexanol or cyclohexanone. This i...

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): C07C35/08C07C29/16
CPCC07C29/16C07C35/08
Inventor 赵茜王延吉任小亮王淑芳赵新强岳红杉
Owner HEBEI UNIV OF TECH
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