Method of preparing 1,2-epoxycyclohexane using cyclohexane

A technology of epoxy cyclohexane and cyclohexane, applied in the direction of organic chemistry, can solve the problems of multiple distillation process and time, increase of side reactions, reduction of utilization rate, etc., to achieve high product quality, solve fatal defects, high The effect of conversion rate

Active Publication Date: 2008-11-26
昌德新材科技股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The problem is: before reacting with cyclohexene, the reaction mixture containing cyclohexyl hydroperoxide is rectified and concentrated to separate cyclohexane; and cyclohexane must be added when cyclohexene is added for reaction , which complicates the process
Moreover, cyclohexyl hydroperoxide is a heat-sensitive and easy-to-decompose substance. With one more step of rectification process and time, more cyclohexyl hydroperoxide will self-decompose, which will reduce the utilization rate and increase the side reactions.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Example 1: Get 100 mol of cyclohexane and put it into a reactor with stirring and a thermometer, heat up to a temperature of 140°C to 150°C, blow in compressed air, keep it at a pressure of 1.4MPa to 1.5MPa, and control the oxygen content in the tail gas to 1vol% to 3vol%, react for 20min~30min, take the reaction solution for analysis, its components include (mass percentage): 94%~97% cyclohexane, 2.5%~4.5% cyclohexyl hydroperoxide, 0.5%~1.0% cyclohexane Alcohol, 0.2%~0.6% cyclohexanone, 0.1%~0.3% are other by-products, such as 1,2-epoxycyclohexane, n-pentanol, cyclohexene, cyclopentanol, adipic acid, pentadiene acid, succinic acid and their various esters, etc.

[0029] 0.5mmol molybdenum (VI) acetylacetonate MoO 2 (acac) 2 and 1.5 mol of cyclohexene into a reactor with stirring and a thermometer, start stirring, heat to about 80°C, and start to continuously add the prepared reaction solution containing 1 mol of cyclohexyl hydroperoxide. After the addition, react fo...

Embodiment 2

[0031] Embodiment 2: drop into the reactor with thermometer with 1mmol tungsten (VI) combined (8-hydroxyquinoline) and get the 1.5mol cyclohexene that embodiment 1 makes, open stirring, logical N 2 , keep warm at about 45°C, and continuously add 1.4mol cyclohexyl hydroperoxide that has been prepared. After the addition, react for 90 to 95 minutes. Other operations are the same as in Example 1.

Embodiment 3

[0032] Embodiment 3: 2.0mmol ammonium metavanadate NH 4 VO 3 Put 0.7 mol of cyclohexene prepared in Example 2 into a reactor with a thermometer, start stirring, heat to about 130° C., and continuously add 1.3 mol of cyclohexyl hydroperoxide that has been prepared. After the addition, react for 35 to 40 minutes. Other operations are the same as in Example 1.

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Abstract

The invention provides a process for preparing 1,2-epoxycyclohexane by using cyclohexane as the main raw material and air as the oxygen source, which comprises oxidizing cyclohexane into cyclo-hexyl hydrogen peroxide, then charging cyclo-hexene for epoxidation reaction, thus obtaining 1,2-epoxycyclohexane and cyclo-hexanol, wherein the cyclo-hexanol can be dehydrated to produce cyclo-hexene to be put into circulated use as raw material for epoxidation reaction. The invention can solve the problem of large displacement of waste water.

Description

technical field [0001] The invention relates to a method for preparing 1,2-epoxycyclohexane by using cyclohexane as a raw material. Background technique [0002] There are many ways to prepare 1,2-epoxycyclohexane. According to the classification of raw materials, there are cyclohexanol method, o-chlorophenol method, cyclohexene method, cyclohexane method, cyclohexanone method, etc. Most of the industrialized ones use cyclohexene as the raw material, and the methods can be divided into hypochlorous acid (salt) method, Halcon method, hydrogen peroxide oxidation method, molecular oxygen oxidation method, electrochemical preparation method, etc. [0003] Among the production methods of epoxides, the production capacity of hypochlorous acid (salt) method, Haakon method and hydrogen peroxide oxidation method accounts for more than 99% of the world. But so far, all three methods have significant drawbacks. The former produces a large amount of saline waste water and other waste...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D303/04C07D301/04
Inventor 蒋卫和屈铠甲王德清袁年武唐召兰
Owner 昌德新材科技股份有限公司
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