Method for preparing perfluoroheptene isomers

A technology for isomers and perfluoroheptene, applied in the field of preparing perfluoroheptene isomers, can solve the problems of expensive raw materials, high energy consumption, difficult to obtain, etc., and achieves mild reaction conditions, easy industrialization, The effect of easy response

Active Publication Date: 2016-09-21
泉州宇极新材料科技有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0017] The above method has the following defects: firstly, the route of perfluorooctanoic acid or sodium octanoate as raw material adopts high temperature (620°C) pyrolysis, which is a technical route with high energy consumption and is not suitable for industrialization; secondly, the route of perfluoroalkyl iodide as raw material adopts multi-step reaction or telomerization reaction to prepare perfluoroheptene, its raw materials are expensive and difficult to obtain; secondly, the route using perfluoro-n-butylcyclopropane or perfluoro-1-heptene as raw material adopts isomerization reaction to prepare perfluoroheptene Alkene, the yield is too low (11%), or the catalyst antimony pentafluoride, aluminum chlorofluoride must be used under anhydrous and oxygen-free conditions, or the reaction time is very long, up to 90 hours

Method used

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  • Method for preparing perfluoroheptene isomers
  • Method for preparing perfluoroheptene isomers
  • Method for preparing perfluoroheptene isomers

Examples

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Embodiment 1

[0043] At normal pressure, under stirring conditions, in a 250 ml glass flask equipped with a condenser tube and a bubbler (making the reaction at normal pressure), add catalyst cesium fluoride, solvent dimethylformamide and raw material perfluoro-1-heptane ene, the molar ratio of cesium fluoride / dimethylformamide / perfluoro-1-heptene 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.

[0044] The above organic phase is rectified to obtain perfluoro-1-heptene, E-perfluoro-2-heptene, Z-perfluoro-2-heptene, E-perfluoroheptene isomers of perfluoroheptene Fluoro-3-heptene and Z-perfluoro-3-heptene. Among them, the boiling point of E-perfluoro-3-heptene is 69-71°C (760mmH...

Embodiment 2

[0046] The same operation as in Example 1, except that the molar ratio of cesium fluoride / dimethylformamide / perfluoro-1-heptene is 0.05 / 20 / 1, and the results are shown in Table 1.

Embodiment 3

[0048] The same operation as in Example 1, except that the molar ratio of cesium fluoride / dimethylformamide / perfluoro-1-heptene 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 perfluoroheptene isomers. The method comprises the following steps: using perfluoroheptene with a formula of F(CF2)xCF=CF(CF2)yF(x+y=5, and x=0,1,2) as the raw material, so as to perform isomerization reaction in a solvent such as dimethylformamide, dimethylsulfoxide or sulfolane in the presence of a catalyst such as ammonium fluoride, potassium fluoride, lithium fluoride, sodium fluoride, rubidium fluoride or cesium fluoride, so as to obtain F(CF2)nCF=CF(CF2)mF(m+n=5, and n=0,1,2). The technical method provided by the invention is mild in reaction condition, easy in reaction control, free of water-free and oxygen-free operation, high in yield of perfluoroheptene isomers, and easy to industrialize.

Description

technical field [0001] The present invention relates to a method for preparing perfluoroheptene isomers, in particular to a method for preparing perfluoroheptene isomers through isomerization reaction of perfluoroheptene in fluoride salt as a catalyst method. Background technique [0002] Perfluoroheptene is a class of perfluorocarbons with zero ODP and very low GWP. Its isomers mainly include perfluoro-1-heptene, perfluoro-2-heptene, and perfluoro-3-heptene. It is mainly used as an important intermediate for the preparation of methyl perfluoroheptenyl ether. Since the ODP value of methyl perfluoroheptenyl ether is zero, the GWP value is very low, among which E-4-methoxy-perfluoro-3-heptene, E-3-methoxy-perfluoro-3- The GWP values ​​of the four isomers of heptene, Z-4-methoxy-perfluoro-3-heptene and Z-3-methoxy-perfluoro-3-heptene are 1.1, 1.2, 12, 30 [Environ.Sci.Technol.2014,48,4954-4962.], and are non-flammable, excellent cleaning performance, suitable for semiconduct...

Claims

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Application Information

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IPC IPC(8): C07C21/18C07C17/358
CPCC07B2200/09C07C17/358C07C21/18
Inventor 张呈平贾晓卿
Owner 泉州宇极新材料科技有限公司
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