Method for preparing cyclohexanol by using cyclohexene

A technology of cyclohexene and cyclohexanol, applied in the field of basic organic synthesis, can solve the problems of low yield of cyclohexanol, low reaction rate and high equipment cost, and achieve the effects of high yield, simple operation and low equipment investment

Inactive Publication Date: 2010-10-06
HEBEI UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] The technical problem to be solved by the present invention is: provide a kind of method that prepares cyclohexanol by cyclohexene, this method is in batch reactor, under the condition that carboxylic acid and catalyst exist, dynamically control reaction condition, by cyclohexene The method for preparing cyclohexanol through esterification and hydrolysis of hexene overcomes the disadvantages of low reaction rate, low yield of cyclohexanol, high equipment cost and complicated operation in the current process for preparing cyclohexanol from cyclohexene; at the same time, in the present invention In the method, the catalyst always maintains high activity during the reaction process and can be reused

Method used

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  • Method for preparing cyclohexanol by using cyclohexene
  • Method for preparing cyclohexanol by using cyclohexene
  • Method for preparing cyclohexanol by using cyclohexene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] (1) Add 10 ml of cyclohexene (98.6 mmol), 11 ml of formic acid (294.0 mmol) and 2 g of HZSM-5 molecular sieve (0.2 g of molecular sieve / ml of cyclohexene) into a glass reactor, and stir rapidly after sealing , heated to 140°C, and reacted for 4 hours. A small amount of reaction liquid was taken out from the sampling valve and analyzed by gas chromatography. It can be seen that the conversion rate of cyclohexene was 75.3%, the yield of cyclohexanol was 1.2%, and the yield of cyclohexyl formate was 73.1%.

[0023] (2) Add 60 milliliters of deionized water into the reactor by using a metering pump, adjust the temperature to 180° C., and continue the reaction for 4 hours.

[0024] After the reaction, the solid catalyst was removed by filtration, and the composition of the organic phase in the filtrate was analyzed by gas chromatography. The conversion rate of cyclohexene was 81.2%, the yield of cyclohexanol was 60.5%, and the yield of cyclohexyl formate was 18.6%.

Embodiment 2～7

[0026] The amount of chemical reagents and the reaction steps are the same as in Example 1, but the type of carboxylic acid added is changed (the mol ratio of carboxylic acid to cyclohexene is the same as in Example 1), and the reaction results are shown in Table 1.

[0027] The impact of table 1 carboxylic acid species on the reaction of preparing cyclohexanol by cyclohexene

[0028]

Embodiment 8～11

[0030] The amount of chemical reagents and the reaction steps are the same as in Example 1, but the amount of HZSM-5 added is changed, and the reaction results are shown in Table 2.

[0031] The impact of the amount of table 2HZSM-5 on the preparation of cyclohexanol by cyclohexene

[0032]

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Abstract

The invention discloses a method for preparing cyclohexanol by using cyclohexene. The method comprises the following steps of: (1) adding cyclohexene, carboxylic acid and catalyst into a reactor, heating the mixture to 100 to 150 DEG C and keeping the temperature to perform a reaction for 0.5 to 8 hours, wherein the mole ratio of the cyclohexene to the carboxylic acid is 1: 0.5-10, the use amountof the catalyst is 0.05 to 0.5 grams of catalyst per millimeter carboxylic acid, and the system pressure is the system self-generated pressure at the reaction temperature; and (2) after step (1) finishes, adding de-ionized water into the reactor, heating the mixed solution to 150 to 200 DEG C and continuously performing a reaction for 0.5 to 8 hours to obtain the cyclohexanol, wherein the volume ratio of the added de-ionized water to the original cyclohexene is 1 to 20: 1. In the invention, a simple intermittent reactor is adopted and the two reaction steps are completed in one reactor, so the equipment investment is small, the operation is simple and the cost is low. Besides, the catalyst used is easy to separate and can be repeatedly used, so the production cost is reduced.

Description

technical field [0001] The invention belongs to basic organic synthesis, specifically a method for preparing cyclohexanol from cyclohexene. The method is to dynamically control the reaction conditions in a batch reactor in the presence of carboxylic acid and a catalyst. A method for preparing cyclohexanol through esterification and hydrolysis. Background technique [0002] Cyclohexanol is an important saturated alicyclic alcohol, which is an important intermediate of caprolactam and adipic acid, the raw materials for the production of nylon 6 and nylon 66. In the paint industry, cyclohexanol is often used as a solvent for paint, shellac and varnish. Because it is not volatile, it improves the secondary flow, so that the paint film does not darken. In addition, cyclohexanol can also be used in the fields of disinfectants, fragrances, insecticides, fungicides, leather softeners and wood preservatives. [0003] The preparation of cyclohexanol from cyclohexene is usually carri...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C35/08C07C27/02
Inventor 王延吉薛伟王冬冬魏珺芳王淑芳赵新强
Owner HEBEI UNIV OF TECH
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