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Technique for producing cyclohexenol through benzene plus hydrogen, catalyst applied and preparation method

A production process, a technology of benzene hydrogenation, applied in the field of benzene hydrogenation to produce cyclohexene and the catalyst used, can solve the problems of no production process, high temperature, and many by-products of cyclohexane

Inactive Publication Date: 2005-11-16
ZHENGZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] WO 93 / 16971 (Process and catalyst for partial hydrogenating aromatics to produce cycloolefins) provides a process and catalyst for the partial hydrogenation of benzene to produce cyclohexene, using a catalyst containing ruthenium and a composite carrier, and gives the reaction conditions for hydrogenation, but The problem is that the selectivity of cyclohexene is low, and the by-product cyclohexane is too much, which does not have the value of industrialization
[0009] The patent No. 95109156 filed by BASF in China, the process includes introducing gaseous benzene with hydrogen under high temperature, high pressure and the presence of water and ruthenium catalyst, and the obtained cyclohexene is discharged in gaseous state. The gasification of benzene requires high temperature and energy consumption Large, but also limits the production capacity, and when the conversion of benzene is 41.1, the selectivity of cyclohexene is only 61.3%, which is difficult to meet the needs of industrialization
[0010] Closely related to the patent of the present invention, such as Chinese patent 01122208.5 (Catalyst for preparing cyclohexene by selective hydrogenation of benzene and its manufacturing method) discloses a Ru-M-B / ZrO 2 Catalyst and its manufacturing method, but M is limited to Zn and Fe, and the production process is not given

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Composition of the reaction system: the volume ratio of water to benzene is 3:1, the mass ratio of water to catalyst is 90:1, the mass ratio of water to additive is 9:1, and the mass ratio of water to dispersant is 45:1.

[0041] Pretreatment: Add 18L water, 2.0kg zinc sulfate heptahydrate, 200g catalyst, 400g zirconium dioxide in a 50L kettle, replace the air in the clean kettle with nitrogen, then replace the nitrogen in the clean kettle with hydrogen, and then maintain the hydrogen pressure in the kettle at 3Mpa, the stirring rate is 300r / min, the heating rate is 80°C / h, the temperature is raised to 130°C, and the pretreatment is 25 hours.

[0042] Benzene hydrogenation reaction: Add 6L of benzene, increase the stirring rate to 450r / min, increase the hydrogen pressure to 4.5MPa, control the temperature at 135°C, start timing from the addition of benzene, cool to about 50°C after the reaction, and introduce the reaction mixture into sedimentation Separation device, th...

Embodiment 2

[0048] Composition of the reaction system: the volume ratio of water to benzene is 3:1, the mass ratio of water to catalyst is 90:1, the mass ratio of water to additive is 9:1, and the mass ratio of water to dispersant is 45:1.

[0049] Add 18L of water, 2.0kg of zinc sulfate heptahydrate, 200g of zinc-containing catalyst, 400g of zirconium dioxide in a 50L kettle, replace the air in the clean kettle with nitrogen, then replace the nitrogen in the clean kettle with hydrogen, and then maintain the hydrogen pressure in the kettle at 3Mpa , the stirring rate is 300r / min, the heating rate is 80°C / h, the temperature is raised to 130°C, and the operation is continued for 22h to pretreat the catalyst.

[0050]Add 6L of benzene, increase the stirring speed to 450r / min, increase the hydrogen pressure to 4.5MPa, control the temperature at 135°C, start timing from the addition of benzene, cool to about 50°C after the reaction, and introduce the reaction mixture into the sedimentation sepa...

Embodiment 3

[0056] Composition of the reaction system: the volume ratio of water to benzene is 3:1, the mass ratio of water to catalyst is 90:1, the mass ratio of water to additive is 5:1, and the mass ratio of water to dispersant is 30:1.

[0057] Add 18L of water, 3.6kg of ferrous sulfate hexahydrate, 200g of iron-containing catalyst, 500g of barium oxide in a 50L kettle, replace the air in the clean kettle with nitrogen, then replace the nitrogen in the clean kettle with hydrogen, and then maintain the hydrogen pressure in the kettle at 4Mpa , the stirring rate is 350r / min, the heating rate is 80°C / h, the temperature is raised to 125°C, and the pretreatment is 5h.

[0058] Add 9L of benzene, increase the stirring rate to 500r / min, increase the hydrogen pressure to 5.0MPa, control the temperature at 140°C, start timing from the addition of benzene, cool to about 50°C after the reaction is completed, and introduce the reaction mixture into the sedimentation separation device, the oil phas...

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PUM

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Abstract

A process for preparing cyclohexene from benzene by hydrogenation includes creating reaction, pretreating and hydrogenating reaction of benzene. Its Ru-Fe-B / ZrO2 catalyst with high activity and selectivity and its preparing process are also disclosed.

Description

Technical field: [0001] The invention belongs to the technical field of hydrogenation of benzene to produce cyclohexene and the catalyst used, in particular to a process for the production of cyclohexene by hydrogenation of benzene, the process uses a catalyst containing metal, oxide or hydroxide and the preparation of the catalyst method. technical background: [0002] Cyclohexene and its derived downstream products adipic acid, nylon 6, nylon 66, polyamide, polyester and other fine chemicals have important industrial uses and broad market prospects. [0003] Compared with the traditional complete hydrogenation route, the partial hydrogenation of benzene to cyclohexene is energy-saving, safe, 100% carbon atom utilization, no waste and environmental pollution, and has the characteristics of atom economy and environmental friendliness. It has huge industrial potential. Economic value and good social benefits. [0004] After 1980, the catalytic technology of partial hydrogen...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C13/20
Inventor 刘寿长李利民王向宇唐明生
Owner ZHENGZHOU UNIV
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