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Catalyst for producing cyclohexene by partial hydrogenation of benzene and method for producing cyclohexene

A catalyst and cyclohexene technology, applied in the production of bulk chemicals, chemical instruments and methods, metal/metal oxide/metal hydroxide catalysts, etc., can solve the problems of catalyst activity and selectivity instability

Inactive Publication Date: 2016-04-27
WUHAN YOULIKE NEW MATERIAL TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0009] The above catalyst preparation methods are all chemical methods, which inevitably bring ionic impurities, resulting in unstable catalyst activity and selectivity.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Take 10g of metal ruthenium, 0.1g of metal palladium and 1g of metal zinc in a planetary high-energy ball mill for 5 hours, heat treatment temperature at 400-500°C, holding time for 1-5 hours, and cool to obtain a catalyst with a particle size of 20-50 nanometers.

[0032] Catalyst performance evaluation was carried out according to the following steps:

[0033] Slurry preparation: The slurry is composed of deionized water, catalyst, zirconium dioxide, zinc sulfate heptahydrate and ethylene glycol, the mass percentage of each component is , the catalyst is 1-10% of water, and the ratio of catalyst to zirconium dioxide is 1 : 0.5~3, zinc sulfate heptahydrate is 10~20% of water, the ratio of ethylene glycol and zinc sulfate heptahydrate is 1: 1~10, in such reaction slurry, because benzene and cyclohexene in water Different solubility, ethylene glycol can promote the desorption of cyclohexene;

[0034] Passivation: carried out in a high-pressure reactor, hydrogen pressure...

Embodiment 2

[0038] Take 10g of metal ruthenium, 0.5g of metal palladium and 1g of metal zinc in a planetary high-energy ball mill for 20 hours, heat treatment temperature at 400-500°C, holding time for 1-5 hours, and cool to obtain a catalyst with a particle size of 10-20 nanometers.

[0039] Catalyst performance evaluation was carried out according to the following steps:

[0040] Slurry preparation: the slurry is composed of deionized water, catalyst, zirconium dioxide, zinc sulfate heptahydrate and propanol, the mass percentage of each component is 1-10% of the catalyst, and the ratio of catalyst to zirconium dioxide is 1: 0.5-3, zinc sulfate heptahydrate is 10-20% of water, the ratio of propanol to zinc sulfate heptahydrate is 1:1-10, in such a reaction slurry, due to the different solubility of benzene and cyclohexene in water , ethylene glycol can promote the desorption of cyclohexene;

[0041]Passivation: carried out in a high-pressure reactor, hydrogen pressure 1 ~ 3MPa, system t...

Embodiment 3

[0045] Take 10g of metal ruthenium, 0.1g of palladium and 2g of metal zinc in a planetary high-energy ball mill for 25 hours, heat treatment temperature at 420-450°C, holding time for 1-5 hours, and cool to obtain a catalyst with a particle size of 10-20 nanometers.

[0046] Catalyst performance evaluation was carried out according to the following steps:

[0047] Slurry preparation: The slurry is composed of deionized water, catalyst, zirconium dioxide, zinc sulfate heptahydrate and methanol, the mass percentage of each component is 1-10% of the catalyst in water, and the ratio of catalyst to zirconium dioxide is 1:0.5 ~3, zinc sulfate heptahydrate is 10~20% of water, the ratio of methyl alcohol and zinc sulfate heptahydrate is 1: 1~10, in such reaction slurry, because the solubility difference of benzene and cyclohexene in water, methanol Can promote the desorption of cyclohexene;

[0048] Passivation: carried out in a high-pressure reactor, hydrogen pressure 1 ~ 3MPa, syst...

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Abstract

The invention relates to a method for preparing a cyclohexene catalyst through the partial hydrogenation of benzene, and a method for producing cyclohexene through using the cyclohexene catalyst, and concretely relates to a precious metal modified ruthenium benzene partial-hydrogenation catalyst. Metal single substances are molded through a metallurgic process to prepare the catalyst for preparing cyclohexene through the partial hydrogenation of benzene, and the catalyst is an amorphous alloy formed through metals comprising ruthenium, palladium and zinc, wherein the palladium mass is 0.1-10% of the ruthenium mass, the zinc mass is 1-40% of the ruthenium mass, and the particle sizes of the catalyst are 5-50nm. The catalyst preparation method overcomes problems comprising the influences of the existence of ion impurities to the activity and selectivity stabilities of a catalyst and no long-term use of the catalyst for preparing cyclohexene through partial selective hydrogenation of benzene via a chemical process, and the use of organic alcohol in the cyclohexene production method promotes the desorption of cyclohexene and improves the selectivity of cyclohexene.

Description

Technical field: [0001] The invention belongs to the field of catalysts, and relates to a catalyst and a preparation method for preparing cyclohexene by partial hydrogenation of benzene, and a method for preparing cyclohexene by using the catalyst, more specifically, to a partial hydrogenation of benzene with noble metal modified ruthenium hydrogen catalyst. Background technique: [0002] Due to the presence of active double bonds, cyclohexene has become an important intermediate in organic synthesis, and is widely used in the synthesis of nylon 66 and other polyamide industries. [0003] Conventional methods for producing cyclohexene generally fall into two categories. One is a multi-step synthetic route using benzene as a raw material. First, cyclohexane or halocyclohexane is made from benzene, then cyclohexane is made into cyclohexanol and then dehydrated to form cyclohexene, or the halocyclohexane is dehydrohalogenated to form cyclohexene. The other is a one-step synt...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J23/60C07C13/20C07C5/11
CPCY02P20/52
Inventor 尹华清蒋遥明罗光辉
Owner WUHAN YOULIKE NEW MATERIAL TECH