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Method for producing cyclohexene through oxidative dehydrogenation of cyclohexane

A technology for oxidative dehydrogenation and cyclohexane, which is applied in the fields of chemical instruments and methods, organic chemistry, hydrocarbons, etc., can solve problems such as complex processing processes, and achieve the effects of simple operation, mild reaction conditions, and low cost

Inactive Publication Date: 2013-07-24
BEIJING INSTITUTE OF PETROCHEMICAL TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] At present, the main method of industrial production of cyclohexene is still the catalytic partial hydrogenation of benzene, which is followed by feeding, reaction, cooling, gas-liquid separation and collection to obtain cyclohexene. The conversion rate of benzene is 40%, and cyclohexene is selected The resistance is 80%, but the process needs to be carried out under high pressure conditions, and the processing process is complicated

Method used

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  • Method for producing cyclohexene through oxidative dehydrogenation of cyclohexane
  • Method for producing cyclohexene through oxidative dehydrogenation of cyclohexane
  • Method for producing cyclohexene through oxidative dehydrogenation of cyclohexane

Examples

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Comparison scheme
Effect test

Embodiment 1

[0016] Example 1 Vanadium-potassium with γ-Al 2 O 3 Preparation of supported catalysts:

[0017] Accurately weigh 0.77g of ammonium metavanadate and 1.1g of oxalic acid and dissolve it in 20mL of distilled water, stir well at room temperature to dissolve all the ammonium metavanadate, and then add 20g of γ-Al 2 O 3 Put it into the solution, stir for 4 hours, and let it stand overnight. The obtained solution is subjected to rotary evaporation at 70 °C to remove excess water, and the catalyst obtained by rotary evaporation is dried in a drying oven at 120 °C for 12 hours. After drying, it was calcined in a muffle furnace at 650°C for 7h.

[0018] The catalyst prepared above was loaded with potassium, and 1.33 g of potassium nitrate was weighed and dissolved in 20 mL of distilled water, and fully stirred to dissolve it completely. The above catalyst was put into the solution and stirred for 4 hours, and left to stand overnight. The obtained solution was rotary-evaporated at 7...

Embodiment 2

[0020] Example 2 Vanadium-magnesium with γ-Al 2 O 3 Preparation of supported catalysts:

[0021] The preparation method is the same as above, wherein the amounts of ammonium metavanadate and magnesium nitrate used are 0.77g and 3.38g, respectively. Thus, V / Mg-γ-Al was prepared 2 O 3 The catalyst has a vanadium content of 1.5% by weight and a magnesium content of 1.5% by weight.

[0022] The above-mentioned catalyst is put into the fixed-bed reactor, the temperature of the control reactor is 500 ℃, and the normal pressure state; chamber to vaporize it. Thus, cyclohexane and air are mixed in the gasification chamber, and the reaction is carried out in the reactor, and the obtained product is analyzed by gas chromatography, and then the conversion rate of cyclohexane and the selectivity of cyclohexene are calculated to be 16.4% and 19.6%. .

Embodiment 3

[0023] Example 3 Vanadium-Molybdenum with γ-Al 2 O 3 Preparation of supported catalysts:

[0024] The preparation method is the same as above, wherein the amounts of ammonium metavanadate and ammonium molybdate used are 0.77g and 2.33g, respectively. Thus, V / Mo-γ-Al was prepared 2 O 3 The catalyst has a vanadium content of 1.6% by weight and a molybdenum content of 5.5% by weight.

[0025] The evaluation method is the same as Example 1. The reaction conditions and reaction results are shown in Table 1.

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Abstract

The invention discloses a method for producing cyclohexene through oxidative dehydrogenation of cyclohexane, wherein a used catalyst is a composite metal oxide catalyst adopting K, Mg and Mo as main active components and adopting V as an additive, and a catalyst carrier is gamma-alumina or titanium oxide. The method comprises that: cyclohexane is subjected to gasification in a gasification chamber under a 0-5 kPa pressure condition, wherein a gasification temperature is 160-240 DEG C; the gasified cyclohexane passes through a composite metal oxide catalyst bed layer, and reacts with air, wherein the gas phase cyclohexane is subjected to partial oxidation in a fixed bed reactor by the air, a gas phase reaction temperature is 400-600 DEG C, and a reaction time is 0.05-1 s; and the reaction product is subjected to processes such as cooling and separation to obtain the cyclohexene. The method has the following advantages that: with the composite metal oxide catalyst, activity and selectivity of the catalyst are increased, the method has characteristics of simple operation and mild reaction conditions, the cyclohexene selectivity can be up to 46.98%, and the by-product generation is less.

Description

technical field [0001] The invention relates to a preparation method of an organic compound, in particular to a method for preparing cyclohexene by oxidative dehydrogenation of cyclohexane. Background technique [0002] Cyclohexene is a colorless liquid with a special pungent odor. It is an important organic chemical raw material and is widely used in the production of medicine, food, agricultural chemicals, feed, polyester and other fine chemical products. Such as the synthesis of lysine, phenol, polycycloolefin resin, chlorocyclohexane, rubber additives, etc. In addition, it can also be used as catalyst solvent and petroleum extractant, stabilizer for high-octane gasoline. Since the successful synthesis of adipic acid by direct oxidation of cyclohexene, cyclohexene is considered to be the best raw material for the synthesis of cyclohexanone, cyclohexanol and adipic acid. [0003] At present, the methods for preparing cyclohexene mainly include: (1) Catalytic dehydration ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C13/20C07C5/48
Inventor 靳海波王海娜郭志武杨索和何广湘
Owner BEIJING INSTITUTE OF PETROCHEMICAL TECHNOLOGY
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