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Method for decomposing cyclohexyl hydroperoxide

A technology of cyclohexyl hydroperoxide and cyclohexanol, applied in the field of chemistry, can solve the problem of not specifying the molar ratio of ketone to alcohol, and achieve the effects of simple equipment and high product ketol ratio

Active Publication Date: 2019-12-03
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0007] Patent CN201010103789.5 reports a method of using alkali and Co ions as catalysts to decompose cyclohexane oxidation liquid in a tower reactor. This method does not specify the molar ratio of ketones and alcohols of the decomposition products

Method used

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  • Method for decomposing cyclohexyl hydroperoxide
  • Method for decomposing cyclohexyl hydroperoxide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0076] Into a tower reactor with a height-to-diameter ratio of 10:1 and an effective volume of 100 liters equipped with regular stainless steel corrugated packing (the ratio of the diameter of the packing unit to the diameter of the tower is 1:10), at a rate of 200 liters / hour. Enter 65 DEG C of cyclohexane oxidation solution (cyclohexyl hydroperoxide weight percent is 2.8%), simultaneously pass into by the catalyst solution described in embodiment 1 in the patent CN200710159027.5 in parallel flow mode, the catalytic solution feed rate is 50 liter / hour; the reaction pressure is normal pressure, and the reaction is carried out under air atmosphere. Analysis of the organic phase of the reaction product showed that the conversion rate of cyclohexyl hydroperoxide was 99.2%, the total selectivity of cyclohexanol to ketone was 98.0%, and the molar ratio of ketone to alcohol was 2:1.

Embodiment 2

[0078] Into a tower reactor with a height-diameter ratio of 8:1 and an effective volume of 100 liters equipped with structured stainless steel corrugated packing (the ratio of the diameter of the packing unit to the diameter of the tower is 1:11), at a rate of 180 liters / hour. Enter 65 DEG C of cyclohexane oxidation liquid (cyclohexyl hydroperoxide weight percent is 2.5%), simultaneously pass into by the catalyst solution described in embodiment 3 in the patent CN200710159027.5 in parallel flow mode, the catalytic liquid feed rate is 50 liter / hour; the reaction pressure is normal pressure, and the reaction is carried out under air atmosphere. Analysis of the organic phase of the reaction product showed that the conversion rate of cyclohexyl hydroperoxide was 99.0%, the total selectivity of cyclohexanol to ketone was 98.3%, and the molar ratio of ketone to alcohol was 1.9:1.

Embodiment 3

[0080] Into a tubular reactor with a helical baffle with an effective volume of 100 liters with an aspect ratio of 30:1 (the ratio of the diameter of the packing unit to the diameter of the column is 1:15), at a rate of 200 liters / hour Pass into 65 ℃ of hexanaphthene oxidation liquids (cyclohexyl hydroperoxide weight percent is 3.1%), simultaneously pass into by the catalyst solution described in embodiment 4 in the patent CN200710159027.5 in parallel flow mode, the speed of catalysis liquid feed is 40 liters / hour; the reaction pressure is normal pressure, and the reaction is carried out under air atmosphere. Analysis of the organic phase of the reaction product showed that the conversion rate of cyclohexyl hydroperoxide was 99.3%, the total selectivity of cyclohexanol to ketone was 97.8%, and the molar ratio of ketone to alcohol was 2.3:1.

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Abstract

The invention discloses a method for decomposing cyclohexyl hydroperoxide. The method at least comprises the steps: a solution containing the cyclohexyl hydroperoxide and a solution containing a catalyst react in a reactor, and a mixture containing cyclohexanol and cyclohexanone is obtained, wherein the reactor is a plug flow reactor. According to the method, in the tower-type or tubular plug flowreactor capable of realizing continuous feeding and discharging, the cyclohexyl hydroperoxide in a cyclohexane oxidation solution is converted into decomposition liquor with the high ketone-alcohol ratio in a high-selectivity mode. The method has the characteristics that a decomposition reaction does not need alkali, the ketone-alcohol ratio of a product is high, and equipment is simple.

Description

technical field [0001] The application relates to a decomposition method of cyclohexyl hydroperoxide, which belongs to the field of chemistry. Background technique [0002] The decomposition reaction of cyclohexane hydroperoxide is one of the important links in the process of preparing cyclohexanol and cyclohexanone by the oxidation of cyclohexane. [0003] Its decomposition reaction can be expressed by the chemical reaction formula as follows: [0004] [0005] The existing industrial method is to use a large amount of sodium hydroxide lye containing cobalt ions to decompose cyclohexane hydroperoxide. This method has the disadvantages of high cost, pollution of the environment by generating a large amount of alkaline waste water, corrosion of equipment and low yield. The use of non-alkali-catalyzed decomposition to decompose cyclohexyl hydroperoxide is one of the goals pursued by the scientific and technological circles and business circles in recent years. On the oth...

Claims

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Application Information

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IPC IPC(8): C07C29/132C07C35/08C07C45/53C07C49/403
CPCC07C29/132C07C45/53C07C2601/14C07C35/08C07C49/403
Inventor 徐杰孙志强苗虹于维强马红
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI