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Method for preparing chlorine fluorine cyclopentene isomeride

A technology of chlorofluorocyclopentene and isomers, which is applied to the preparation of halogenated hydrocarbons, chemical instruments and methods, organic chemistry, etc., and can solve the technical problems of trichloropentafluorocyclopentene isomers. Xenon difluoride is expensive, difficult to control, etc., to achieve the effect of low toxicity of raw materials, easy control of reaction, and mild reaction conditions

Active Publication Date: 2016-02-03
BEIJING YUJI SCI & TECH +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The above-mentioned method has the following defects: the technology for preparing trichloropentafluorocyclopentene isomers is too harsh, and Na-Ag-Hg alloys that are difficult to control and highly toxic are used, or high-temperature (600 ° C) pyrolysis, Or the price of fluorinating reagent xenon difluoride is too expensive; secondly, the yield of preparing chlorofluorocyclopentene isomers is low, mostly around 10%
In addition, the method for preparing chlorofluorocyclopentene by isomerization reaction has no bibliographical information

Method used

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  • Method for preparing chlorine fluorine cyclopentene isomeride
  • Method for preparing chlorine fluorine cyclopentene isomeride
  • Method for preparing chlorine fluorine cyclopentene isomeride

Examples

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Embodiment 1

[0032] At normal pressure, under stirring conditions, in a 250 ml glass flask equipped with a condenser and a bubbler (to make the reaction at normal pressure), add ammonium fluoride, dimethylformamide and 1,3-dichlorohexafluorocyclo Pentene, the molar ratio of ammonium fluoride / dimethylformamide / 1,3-dichlorohexafluorocyclopentene is 0.3 / 12 / 1, the reaction temperature is 50°C, and the reaction time is 3 hours. After the reaction, wash 100ml × 3 times to remove the solvent, dry with 2.0g of anhydrous magnesium sulfate, filter to obtain the organic phase, take the organic phase and carry out gas chromatography to analyze the composition of the organic matter. The results are shown in Table 1.

[0033] The above organic phase is rectified to obtain dichlorohexafluorocyclopentene isomers 1,4-dichlorohexafluorocyclopentene, 1,3-dichlorohexafluorocyclopentene, 1,2- Dichlorohexafluorocyclopentene. Among them, the boiling point of 1,4-dichlorohexafluorocyclopentene is 80-84°C (760mmH...

Embodiment 2

[0035]The same operation as in Example 1, except that the molar ratio of ammonium fluoride / dimethylformamide / 1,3-dichlorohexafluorocyclopentene is 0.05 / 20 / 1, and the results are shown in Table 1.

Embodiment 3

[0037] The same operation as in Example 1, except that the molar ratio of ammonium fluoride / dimethylformamide / 1,3-dichlorohexafluorocyclopentene is 0.1 / 15 / 1, and the results are shown in Table 1.

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Abstract

The invention relates to a method for preparing chlorine fluorine cyclopentene isomeride in the formula (II) (please see the formula in the specification). The chlorine fluorine cyclopentene isomeride is obtained with chlorine fluorine cyclopentene in the formula (I) (please see the formula in the specification) as the raw material in solvent dimethylformamide, dimethyl sulfoxide or sulfolane by conducting an isomerization reaction in catalysts ammonium fluoride, ammonium bifluoride, potassium fluoride, lithium fluoride, sodium fluoride, rubidium fluoride or cesium fluoride. The technological method is little in raw material toxicity and mild in reaction conditions, the reaction is easy to control, the isomeride yield of chlorine fluorine cyclopentene is high, and industrialization is easy.

Description

technical field [0001] The invention relates to a method for preparing isomers of chlorofluorocyclopentene, in particular to a method for preparing chlorofluorocyclopentene by isomerization reaction of chlorofluorocyclopentene in ammonium fluoride or ammonium bifluoride as a catalyst The method of isomers. Background technique [0002] Chlorofluorocyclopentene is an extremely important chemical raw material or intermediate, which can be used to synthesize octafluorocyclopentene, 1,1,2,2,3,3,4-heptafluorocyclopentane, etc. According to Gaussian calculation, the isomers of chlorofluorocyclopentene have great differences in the energy of their compounds due to their structural differences. In some fluorine-chlorine exchange reactions, the isomers with relatively higher energy Substituting the isomers with relatively low energy of the isomers of the compound can often obtain the target product with the same structure under milder reaction conditions, and its yield is higher. T...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C17/358C07C23/08
Inventor 张呈平胡儒柱周晓猛权恒道
Owner BEIJING YUJI SCI & TECH
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