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A kind of method for preparing cyclohexene

A technology of cyclohexene and hexanediol, which is applied in the field of preparation of cyclohexene, and can solve the problems of reduced cyclohexene selectivity, low reaction yield, and reduced catalyst activity.

Active Publication Date: 2015-12-16
BEIJING ENERGY ENG TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

For example, when oil-water mixing and / or gas-liquid mixing are insufficient, the activity of the catalyst in the reaction system cannot be brought into full play, so the reaction yield becomes quite low, and when the gas-liquid mixing is too violent, not only in During the reaction, the activity of the catalyst decreases rapidly, and cyclohexene is easily further hydrogenated to generate cyclohexane as a by-product, which reduces the selectivity of cyclohexene

Method used

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  • A kind of method for preparing cyclohexene
  • A kind of method for preparing cyclohexene
  • A kind of method for preparing cyclohexene

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preparation example Construction

[0011] According to the method for preparing cyclohexene of the present invention, wherein, according to the above-mentioned method for preparing cyclohexene of the present invention, the conversion rate of single-ring aromatic hydrocarbons and the higher purpose of cyclohexene selectivity can be realized, but for better To realize the object of the present invention, preferably, before the single-ring aromatic hydrocarbon is contacted with hydrogen, the mixture of the catalyst and water is kept at 60-80° C. in a hydrogen atmosphere of 0.6-1.2 MPa for 3.5-5.5 hours ; Keep at 125-145°C for 2.5-3.5 hours in a hydrogen atmosphere of 2-4MPa.

[0012] According to the method for preparing cyclohexene according to the present invention, wherein, the present invention has no special requirements on the catalyst, and can be selected with reference to the prior art, but in order to better achieve the purpose of the present invention, in a preferred case, the The catalyst contains a car...

Embodiment 1

[0063] First replace the air in the kettle with nitrogen, add 7 grams of C1 catalyst and 200ml of water into a 0.5L SUS-316 autoclave, then feed hydrogen, then stir at 60°C in a hydrogen atmosphere of 0.9MPa (1000 rev / min) for 5.5 hours, and then stirred at 135° C. in a hydrogen atmosphere of 2 MPa (1000 rev / min) for 3 hours. Next, 100 ml of benzene was charged into the autoclave. When the temperature in the kettle was raised to 145° C., the hydrogen pressure in the kettle was raised to 5 MPa, and under stirring (1000 rpm), the pressurized hydrogen was supplemented at the same time to implement the reaction of benzene selective hydrogenation to prepare cyclohexene. After a period of reaction, a sample was taken at the outlet, and the oil phase was analyzed with a gas chromatograph, and the results are shown in Table 4.

Embodiment 2

[0065] First replace the air in the kettle with nitrogen, add 10 grams of C2 catalyst and 250ml of water into a 0.5L SUS-316 autoclave, then feed hydrogen, then stir at 70°C in a hydrogen atmosphere of 1.2MPa (1000 rev / min) for 3.5 hours, and then stirred (1000 rev / min) for 3.5 hours at 145° C. in a hydrogen atmosphere of 4 MPa. Next, 100 ml of benzene was charged into the autoclave. When the temperature in the kettle was lowered to 125° C., the hydrogen pressure in the kettle was increased to 6 MPa, and under stirring (1000 rpm), the pressurized hydrogen was supplemented at the same time, and the reaction of preparing cyclohexene by selective hydrogenation of benzene was carried out. After a period of reaction, a sample was taken at the outlet, and the oil phase was analyzed with a gas chromatograph, and the results are shown in Table 4.

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Abstract

The invention provides a method for preparing cyclohexene, which is implemented by contacting monocyclic aromatic hydrocarbon with hydrogen under selective hydrogenation conditions in the presence of a catalyst-water mixture, wherein before the monocyclic aromatic hydrocarbon contacts the hydrogen, the catalyst-water mixture and the monocyclic aromatic hydrocarbon are firstly mixed at 50-90 DEG C in a 0.5-1.5 MPa hydrogen atmosphere for 1-6 hours, and then mixed at 120-160 DEG C in a 2-7 MPa hydrogen atmosphere for 2-4 hours. The catalyst-water mixture and the gas-phase raw material hydrogen are mixed under the conditions of different temperatures and pressures for some time to enhance the gas-water-phase mixing effect and control the amount of hydrogen entering the water phase, thereby preventing the excess hydrogen from further reacting with cyclohexene to generate cyclohexane, and further enhancing the conversion rate of the monocyclic aromatic hydrocarbon and the selectivity of the cyclohexene.

Description

technical field [0001] The present invention relates to a method for preparing cyclohexene. Background technique [0002] Cyclohexene can not only be directly hydrated to produce cyclohexanol, but it is also an important intermediate in organic synthesis and is widely used in the production of adipic acid, nylon 6, nylon 66, polyamide, polyester and other fine chemicals. Cyclohexene and its downstream products have important industrial uses and broad market prospects, so the selective hydrogenation of single-ring aromatics to cyclohexene has great industrial economic value. [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 synthesis ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C13/20C07C5/11B01J29/03
Inventor 曲良龙董维正王月金芃澔南方陈健
Owner BEIJING ENERGY ENG TECH
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