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Catalytic system for preparing cyclohexanol and cyclohexanone by liquid-phase catalytic oxidation of cyclohexane and use method of catalytic system

A technology of liquid-phase catalysis and catalytic system, which is applied in the direction of hydrocarbon oxidation to prepare oxygenates, oxidation reaction preparation, chemical instruments and methods, etc. It can solve the problems of high purity requirements of metalloporphyrins and low selectivity of KA oil, and achieve the goal of synthesizing The price is cheap, the effect of reducing the problem of refining and purification, and reducing the cost of industrial production

Active Publication Date: 2013-02-27
山东有言环保科技有限公司
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  • Abstract
  • Description
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  • Application Information

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Problems solved by technology

[0006] In summary, metalloporphyrin-catalyzed oxidation of cyclohexane to KA oil is a KA oil production process with broad market prospects, but there are still low selectivity of the target product KA oil, high purity requirements for metalloporphyrins, or the need for Problems such as the use of metal salt co-catalysts, etc. Therefore, it is of great significance and application to develop a cyclohexane liquid-phase oxidation technology that utilizes unpurified metal porphyrin as a catalyst and does not participate in high-selective oxidation of KA oil. value

Method used

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  • Catalytic system for preparing cyclohexanol and cyclohexanone by liquid-phase catalytic oxidation of cyclohexane and use method of catalytic system
  • Catalytic system for preparing cyclohexanol and cyclohexanone by liquid-phase catalytic oxidation of cyclohexane and use method of catalytic system
  • Catalytic system for preparing cyclohexanol and cyclohexanone by liquid-phase catalytic oxidation of cyclohexane and use method of catalytic system

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Embodiment 1

[0055] In a 1.2L batch oxidation reactor, the 18mg metalloporphyrin (R 1 =R 2 =H,R 3 =Cl, M=Ru) and 12g of cyclohexanol were added to 600g of cyclohexane, 10atm of air was introduced, and the reactant was stirred at 150°C. After about 90 minutes, the reaction was initiated, and the tail oxygen began to drop significantly. The induction period ended, and the reaction was stopped after continuing to ventilate the air for 0.7 hours. The reactant was rapidly cooled and then sampled for analysis. Analyze the selectivity of cyclohexanol, cyclohexanone, cyclohexyl hydroperoxide and other by-products generated in the reaction cooling liquid and calculate the conversion rate of cyclohexane. The reaction results are shown in Table 1.

Embodiment 2

[0057] In a 1.2L batch oxidation reactor, the metalloporphyrin (R 1 =R 2 =H,R 3 =Cl, M=Ru) and 12g of cyclohexanol were added to 600g of cyclohexane, 10atm of air was introduced, and the reactant was stirred at 150°C. After about 90 minutes, the reaction was initiated, and the tail oxygen began to drop significantly. The induction period ended, and the reaction was stopped after continuing to ventilate the air for 0.7 hours. The reactant was rapidly cooled and then sampled for analysis. Analyze the selectivity of cyclohexanol, cyclohexanone, cyclohexyl hydroperoxide and other by-products generated in the reaction cooling liquid and calculate the conversion rate of cyclohexane. The reaction results are shown in Table 1.

Embodiment 3

[0059] In a 1.2L batch oxidation reactor, the metalloporphyrin (R 1 =R 2 =H,R 3 =Cl, M=Ru) and 12g of cyclohexanol were added to 600g of cyclohexane, 10atm of air was introduced, and the reactant was stirred at 150°C. After about 90 minutes, the reaction was initiated, and the tail oxygen began to drop significantly. The induction period ended, and the reaction was stopped after continuing to ventilate the air for 0.7 hours. The reactant was rapidly cooled and then sampled for analysis. Analyze the selectivity of cyclohexanol, cyclohexanone, cyclohexyl hydroperoxide and other by-products generated in the reaction cooling liquid and calculate the conversion rate of cyclohexane. The reaction results are shown in Table 1.

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Abstract

The invention discloses a catalytic system for preparing cyclohexanol and cyclohexanone by liquid-phase catalytic oxidation of cyclohexane and a use method of the catalytic system. The catalytic system comprises a catalyst and an accelerant, wherein the catalyst is 80-99 percent metal porphyrin compound selected from one of three structures, namely a general formula (I), a general formula (II) or a general formula (III); the accelerant is cyclohexanol; and the mass ratio of the metal porphyrin compound to the cyclohexanol is 1:(10-30,000). The catalytic system is used for preparing the cyclohexanol and the cyclohexanone by liquid-phase catalytic oxidation of the cyclohexane; the conversion rate of the cyclohexane is as high as 10.8 percent; oxidation products have favorable selectivity which is as high as 97.2 percent; and metal porphyrin is low in consumption and no other impurities are introduced in the oxidizing reaction process, and thus the production efficiency can be increased and the production cost is reduced.

Description

technical field [0001] The invention relates to a catalytic system for liquid-phase catalytic oxidation and its use method, in particular to a catalytic system for preparing cyclohexanol and cyclohexanone by liquid-phase catalytic oxidation of cyclohexane and its use method. Background technique [0002] The reaction of cyclohexane liquid-phase air oxidation to cyclohexanone and cyclohexanol (commonly known as KA oil) is one of the important oxidation reactions in the petrochemical field. At present, the main industrial production method is the liquid phase non-catalytic oxidation method, which is to directly oxidize cyclohexane with air to produce peroxidation under the reaction temperature of 160~170°C, the reaction pressure of 9~12atm and the reaction time of 40~60 minutes. substances, peroxides decompose under alkaline conditions to produce KA oil. Since the oxidation process needs to be carried out under high temperature and high pressure conditions, the cyclohexanone ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/22C07C27/12C07C35/08C07C29/50C07C49/403C07C45/33
Inventor 王勤波叶翔
Owner 山东有言环保科技有限公司
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