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Process for producing epoxides from olefinic compounds

A technology of epoxide and diepoxide, which is applied in the epoxidation of cycloaliphatic diene to form alicyclic diepoxide field, can solve the problem of not providing pH control of reaction mixture and the like, and achieve high yield, high Effect of Epoxidation Yield

Inactive Publication Date: 2015-04-29
兰科知识产权有限责任公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These prior art methods do not provide pH control of the reaction mixture to obtain high product yields

Method used

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  • Process for producing epoxides from olefinic compounds
  • Process for producing epoxides from olefinic compounds
  • Process for producing epoxides from olefinic compounds

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0114] Charge 1 liter (L) of toluene, catalyst and 3-cyclohexene-1-carboxylic acid, 3-cyclohexen-1-ylmethyl ester ("Diene 221") in the amounts described in Table I below The continuous stirred tube reactor (CSTR) jacketed glass reactor was equipped with mechanical stirrer, thermocouple and reflux condenser.

[0115] Table I

[0116] components

gram

catalyst

6.621

Diene 221C 14 h 20 o 2

264.0

as 100 wt% H 2 o 2 H 2 o 2

89.77

h 2 o 2 30.43% by weight of H 2 o 2 the solution

295

Toluene

357.0

Total

922.62

[0117] The reaction temperature was adjusted to a temperature of 60°C (initial 2.5 hours) to about 65°C (final 2.5 hours, including cooling time) by setting the temperature of the heating oil pumped continuously to the reactor jacket. Considering the diene 221 with H 2 o 2 Due to the exothermic nature of the reaction, a water coil was installed inside the reactor to ...

Embodiment 2

[0137] Example 2 was performed using the same procedure as described in Example 1, except that the reaction time was 2 hours and the aqueous H 2 o 2 Concentration of 15% by weight, but using the same 100% base H 2 o 2 quantity. The results of this example are shown in Table VI.

Embodiment 3

[0141] Example 3 was carried out using the same procedure as described in Example 1, except that 15% by weight H over the stoichiometric ratio was used 2 o 2 ;Add Buffer H within 90 minutes 2 o 2 solution; and the reaction time temperature profile was as follows: initially 2 hours at 60°C, 3 hours at 65°C (including cooling time). The results of this example are shown in Table VI.

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Abstract

A process for producing an epoxide such as a cycloaliphatic diepoxide by the reaction of an olefin such as a cycloaliphatic diene with hydrogen peroxide (H2O2) as an oxidant in the presence of a catalytic system under pH control for example at a pH of less than about 5. The present invention is advantageously used for the epoxidation of olefinic compounds such as olefins and aliphatic or aromatic dienes.

Description

[0001] This application is a divisional application of the Chinese patent application with the application number 200780022823.2, the application date is June 19, 2007, and the invention title is "Method for Preparing Epoxides from Olefin Compounds". technical field [0002] The present invention relates to a process for the epoxidation of epoxidizable olefinic compounds under phase-transfer catalytic conditions. More specifically, the present invention relates to a process by which olefinic compounds (including olefins and aliphatic or aromatic dienes) and hydrogen peroxide (H 2 o 2 ) A method for preparing epoxides by reacting in the presence of a transition metal catalyst. Even more specifically, the process of the invention is advantageously used for the epoxidation of cycloaliphatic dienes to form cycloaliphatic diepoxides. The epoxide products of the invention can be used as intermediates for the preparation of other products, for example suitable in the field of coati...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D303/40C07D301/12C08G59/24C08G59/42
CPCC07D301/12C07D303/40C08G59/24C09D163/00C07D303/38
Inventor A·福利尼M·贝尔加莫J·W·卡特D·琼
Owner 兰科知识产权有限责任公司
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