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Synthetic method of octafluorocyclopentene

A technology for the synthesis of octafluorocyclopentene, which is applied in the fields of chemical instruments and methods, preparation of halogenated hydrocarbons, organic chemistry, etc., can solve the problems of many by-products and unfriendly environment, and achieve less three wastes, environmental friendliness, and reaction full effect

Inactive Publication Date: 2021-01-12
PERIC SPECIAL GASES CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, Japanese Zeon (ZEON) Company and Japan Sendao Glass Co., Ltd. have also developed a variety of chlorofluorocyclopentene compounds by gas-phase fluorination of octachlorocyclopentene and anhydrous hydrogen fluoride, and then prepared with alkali metal fluorides. The method of octafluorocyclopentene, the method has high yield and has industrial production value, but the method has many by-products and is not environmentally friendly

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] A kind of synthetic method of octafluorocyclopentene, described method step is as follows:

[0033] (1) Take 6.6g of cyclopentadiene and 50mL of carbon tetrachloride and place them in a 150mL pressure-resistant and corrosion-resistant reaction kettle, cool down to -70°C, and stir; slowly inject nitrogen gas from the bottom of the reaction system at a flow rate of 100L / h Diluted fluorine gas, wherein the volume fraction of fluorine gas is 5%, maintain -70°C and pass through the diluted fluorine gas with nitrogen for 3.8h, stop feeding, the ratio of the amount of cyclopentadiene to fluorine gas is 1:8, stirring; slowly warming up to 30°C for fluorination, reacting for 3 hours to obtain the product, heating up to 20°C for distillation, washing with sodium hydroxide solution and condensing at 10°C to collect the product, and H NMR 1 H NMR (Bruker 400MHz nuclear magnetic resonance instrument) and gas chromatography test (Shimadzu gas chromatography, equipped with FID detecto...

Embodiment 2

[0036] A kind of synthetic method of octafluorocyclopentene, described method step is as follows:

[0037] (1) Take 6.8g of cyclopentene and 50mL of carbon tetrachloride and place them in a 150mL pressure-resistant and corrosion-resistant reaction kettle, cool down to -70°C, and stir; slowly pass nitrogen gas from the bottom of the reaction system at a flow rate of 30L / h to dilute The final fluorine gas, wherein, the volume fraction of fluorine gas is 20%, maintain -50 ℃ and feed the fluorine gas diluted with nitrogen for 9h, stop feeding, the ratio of the amount of cyclopentene to the amount of fluorine gas is 1:24 , stirring; slowly warming up to 50°C for fluorination, reacting for 2 hours to obtain the product, heating up to 20°C for distillation, washing with sodium hydroxide solution and condensing at 10°C to collect the product, and the H NMR spectrum 1 H NMR (Bruker 400MHz nuclear magnetic resonance instrument) and gas chromatography test (Shimadzu gas chromatography, e...

Embodiment 3

[0040] A kind of synthetic method of octafluorocyclopentene, described method step is as follows:

[0041] (1) Take 7.0g of cyclopentane and 50mL of carbon tetrachloride and place them in a 150mL pressure-resistant and corrosion-resistant reaction kettle, cool down to -50°C, and stir; slowly pass nitrogen gas from the bottom of the reaction system at a flow rate of 70L / h to dilute After the fluorine gas, wherein, the volume fraction of fluorine gas is 10%, keep feeding the fluorine gas diluted with nitrogen gas for 5.2h at -50°C, stop feeding, and the ratio of the amount of cyclopentane to the fluorine gas is 1: 16. Stir; slowly heat up to 40°C for fluorination, react for 2.5 hours to obtain the product, heat up to 20°C for distillation, wash with sodium hydroxide solution and condense at 10°C to collect the product, and conduct nuclear magnetic resonance spectroscopy 1 H NMR (Bruker 400MHz nuclear magnetic resonance instrument) and gas chromatography test (Shimadzu gas chroma...

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Abstract

The invention relates to a synthetic method of octafluorocyclopentene, and belongs to the technical field of chemical engineering. The method comprises the following steps: dissolving perfluorocyclopentane, FeCp*2 and trifluoromethanesulfonate of alkali metal in a dry aprotic solvent, conducting stirring, conducting irradiating with a mercury lamp for 1-2 hours under the protection of protective gas to obtain a reaction product, and conducting separating and purifying to obtain octafluorocyclopentene. In the method, reactants react fully, operation is simple, reaction conditions are mild, hightemperature and high pressure are avoided, pollution discharge is easy after the reaction is finished, three wastes are few, aftertreatment is simple, the problem that many impurities are caused dueto the fact that fluorine-chlorine exchange cannot react fully is solved, the solvent can be recycled, pollution in the synthesis process is reduced, and the method is environmentally friendly and belongs to a green synthesis method.

Description

technical field [0001] The invention relates to a method for synthesizing octafluorocyclopentene, in particular to a method for synthesizing octafluorocyclopentene by reducing defluorination, which belongs to the technical field of chemical industry. Background technique [0002] The synthesis method of octafluorocyclopentene is mostly fluorine chlorine exchange method. Usually, fluorochloride or chloride of cyclopentene is used as a raw material to replace Cl in the molecule with F to obtain octafluorocyclopentene. The fluorochloride of cyclopentene refers to cyclopentene substituted only by two halogens of Cl and F. [0003] Internationally, the first American DuPont (DUPONT) published a patent to introduce the production method of octafluorocyclopentene. The method is to use 1,2-dichlorohexafluorocyclopentene as a raw material, and mix it with potassium fluoride in a solvent under heating conditions. Synthesized by fluorine-chlorine exchange in , specifically: 24.5 part...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C17/23C07C17/383C07C23/08
CPCC07C17/23C07C17/383C07C2601/10C07C23/08
Inventor 花莹曦张建伟姚刚闫达耿谦孙秋丽商洪涛
Owner PERIC SPECIAL GASES CO LTD
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