The preparation method of cyclohexene

A technology of cyclohexene and dicyclohexyl ether, applied in the field of preparation of cyclohexene, can solve the problems of many by-products, low conversion rate, complicated separation process, etc., and achieve the effect of reducing combustion emissions

Active Publication Date: 2020-10-20
昌德新材科技股份有限公司
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  • Abstract
  • Description
  • Claims
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Problems solved by technology

However, most of the traditional cyclohexene preparation methods have the following disadvantages: the conversion rate is low, there are many by-products, and the subsequent separation process is complicated

Method used

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  • The preparation method of cyclohexene

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preparation example Construction

[0029] The preparation method of cyclohexene in an embodiment includes the following steps S110 to S140:

[0030] S110, provide dicyclohexyl ether.

[0031] In this embodiment, dicyclohexyl ether is prepared by the following method:

[0032] (1) Provide fuel oil, which is produced during the process of preparing cyclohexanol by cyclohexene hydration.

[0033] Specifically, the fuel oil contains cyclohexane, methylcyclopentane, cyclohexene, cyclohexanol and dicyclohexyl ether.

[0034] (2) The above fuel oil is rectified and purified to obtain dicyclohexyl ether.

[0035] Specifically, the above-mentioned fuel oil is subjected to atmospheric distillation and negative pressure distillation in sequence to obtain dicyclohexyl ether.

[0036] Further, the conditions of atmospheric distillation are: the top temperature is 70°C to 90°C, and the reflux ratio is 3 to 10:1.

[0037] The conditions of negative pressure distillation are: pressure 0.1KPa~5KPa, reflux ratio 3~10:1, top temperature 80℃~1...

Embodiment 1

[0053] The fuel oil containing 1% methylcyclopentane, 15% cyclohexane, 5% cyclohexene, 35% cyclohexanol and 44% dicyclohexyl ether is subjected to atmospheric distillation and negative pressure successively Rectification, atmospheric distillation to obtain light fraction fractions, negative pressure rectification to obtain cyclohexanol fraction and dicyclohexyl ether fraction respectively. Among them, the content of cyclohexanol in the cyclohexanol fraction> 99.5%, the content of dicyclohexyl ether in the dicyclohexyl ether fraction is 87%.

[0054] The above-mentioned dicyclohexyl ether distillation section was reacted in a fixed-bed reactor equipped with potassium carbonate catalyst at a reaction temperature of 280°C and a space velocity of 0.2h -1 , The reaction pressure is 0MPa, and the cracked product is obtained.

[0055] The above cracked product is cooled to below 60°C, oil-water separation is carried out, and the oil phase is taken for rectification to obtain cyclohexene d...

Embodiment 2

[0067] The fuel oil containing 1% methylcyclopentane, 15% cyclohexane, 5% cyclohexene, 35% cyclohexanol and 44% dicyclohexyl ether is subjected to atmospheric distillation and negative pressure in sequence Rectification, atmospheric distillation to obtain light fraction fraction, negative pressure rectification to obtain cyclohexanol fraction and dicyclohexyl ether fraction respectively. Among them, the content of cyclohexanol in the cyclohexanol fraction> 99.5%, the content of dicyclohexyl ether in the dicyclohexyl ether fraction is 87%.

[0068] The above-mentioned dicyclohexyl ether fraction was reacted in a fixed-bed reactor equipped with a 4A molecular sieve catalyst at a reaction temperature of 330°C and a space velocity of 0.3h -1 , The reaction pressure is 0.2MPa, and the cracked product is obtained.

[0069] The above cracked product is cooled to below 60°C, oil-water separation is carried out, and the oil phase is taken for rectification to obtain cyclohexene distillation...

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Abstract

The invention provides a method for preparing cyclohexene. The method comprises the following steps: providing dicyclohexyl ether; performing a cracking reaction on the dicyclohexyl ether under the action of a catalyst so as to obtain a cracking product; cooling the cracking product to 60 DEG C or lower, performing oil-water separation, and distilling an oil-phase product, thereby obtaining cyclohexene. By adopting the method for preparing the cyclohexene, the conversion rate of the dicyclohexyl ether and the selectivity of the cyclohexene are relatively high when being compared with those ofdicyclohexyl ether, in addition, the cyclohexene can be prepared by distilling and purifying a reaction product, and later separation procedures are simple.

Description

Technical field [0001] The invention relates to the technical field of chemical synthesis, in particular to a method for preparing cyclohexene. Background technique [0002] In 1986, Japan's Asahi Kasei Corporation developed a high-efficiency hydration molecular sieve catalyst to directly prepare cyclohexanol by reacting cyclohexene with water. At present, many sets of cyclohexanol production plants in China adopt this process. The cyclohexene conversion rate of this process is about 10%, and the cyclohexanol selectivity reaches 99%. Because olefins and alcohols are prone to ether reaction under the action of molecular sieves, the cyclohexanol produced during this process will further undergo addition etherification reaction with cyclohexene to form dicyclohexyl ether. The specific reaction process is as follows: [0003] [0004] Since the production process of cyclohexanol to cyclohexanone controls impurities very strictly, the cyclohexene, dicyclohexyl ether and other substanc...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C1/20C07C13/20
CPCC07C1/20C07C13/20
Inventor 罗小沅张智杨浴蒋卫和屈铠甲
Owner 昌德新材科技股份有限公司
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