Provided is a manufacturing method in which 1-chloroheptafluorocyclopentene is brought into contact with an alkali metal fluoride to obtain octafluorocyclopentene. The manufacturing method includes a fluorination step of maintaining, at 85 C. or higher, a suspension containing an alkali metal fluoride suspended in a mixed solvent including a polar aprotic solvent and a glycol ether having a higher boiling point than the polar aprotic solvent while supplying 1-chloroheptafluoropentene into the suspension and performing fluorination thereof to obtain octafluorocyclopentene.

Provided is a manufacturing method in which 1-chloroheptafluorocyclopentene is brought into contact with an alkali metal fluoride to obtain octafluorocyclopentene. The manufacturing method includes a fluorination step of maintaining, at 85 C. or higher, a suspension containing an alkali metal fluoride suspended in a mixed solvent including a polar aprotic solvent and a glycol ether having a higher boiling point than the polar aprotic solvent while supplying 1-chloroheptafluoropentene into the suspension and performing fluorination thereof to obtain octafluorocyclopentene.

Provided is a method of manufacturing octafluorocyclopentene by bringing 1-chloroheptafluorocyclopentene into contact with an alkali metal fluoride. The manufacturing method includes a feedstock heating step of heating 1-chloroheptafluorocyclopentene to not lower than 40 C. and not higher than 55 C. and a fluorination step of maintaining a suspension containing a polar aprotic solvent and an alkali metal fluoride at 85 C. or higher while supplying heated 1-chloroheptafluorocyclopentene into the suspension and performing fluorination thereof to obtain octafluorocyclopentene.

Provided is a method of manufacturing octafluorocyclopentene by bringing 1-chloroheptafluorocyclopentene into contact with an alkali metal fluoride. The manufacturing method includes a feedstock heating step of heating 1-chloroheptafluorocyclopentene to not lower than 40 C. and not higher than 55 C. and a fluorination step of maintaining a suspension containing a polar aprotic solvent and an alkali metal fluoride at 85 C. or higher while supplying heated 1-chloroheptafluorocyclopentene into the suspension and performing fluorination thereof to obtain octafluorocyclopentene.

Provided is a manufacturing method in which 1-chloroheptafluorocyclopentene is brought into contact with an alkali metal fluoride to obtain octafluorocyclopentene. The manufacturing method includes a fluorination step of maintaining, at 85 C. or higher, a suspension containing an alkali metal fluoride suspended in a mixed solvent including a polar aprotic solvent and a glycol ether having a higher boiling point than the polar aprotic solvent while supplying 1-chloroheptafluoropentene into the suspension and performing fluorination thereof to obtain octafluorocyclopentene.

Provided is a manufacturing method in which 1-chloroheptafluorocyclopentene is brought into contact with an alkali metal fluoride to obtain octafluorocyclopentene. The manufacturing method includes a fluorination step of maintaining, at 85 C. or higher, a suspension containing an alkali metal fluoride suspended in a mixed solvent including a polar aprotic solvent and a glycol ether having a higher boiling point than the polar aprotic solvent while supplying 1-chloroheptafluoropentene into the suspension and performing fluorination thereof to obtain octafluorocyclopentene.

The purpose of the present invention is to obtain a fluorine-containing compound which is easily stabilized without irradiation of ultraviolet light, by efficiently converting a CI bond in an iodine-containing compound having a group represented by CFRfI (wherein Rf is a fluorine atom or a perfluoroalkyl group) to a CH bond. A method for producing a fluorine-containing compound having an iodine atom content reduced than the following iodine-containing compound, which comprises subjecting an iodine-containing compound having a group represented by CFRfI (wherein Rf is a fluorine atom or a perfluoroalkyl group) to deiodinating treatment in the presence of an organic peroxide and a hydrogen-containing compound having a group represented by CHR.sup.1CHR.sup.2CHR.sup.3 (wherein R.sup.1, R.sup.2 and R.sup.3 are each independently a hydrogen atom or an alkyl group).

The purpose of the present invention is to obtain a fluorine-containing compound which is easily stabilized without irradiation of ultraviolet light, by efficiently converting a CI bond in an iodine-containing compound having a group represented by CFRfI (wherein Rf is a fluorine atom or a perfluoroalkyl group) to a CH bond. A method for producing a fluorine-containing compound having an iodine atom content reduced than the following iodine-containing compound, which comprises subjecting an iodine-containing compound having a group represented by CFRfI (wherein Rf is a fluorine atom or a perfluoroalkyl group) to deiodinating treatment in the presence of an organic peroxide and a hydrogen-containing compound having a group represented by CHR.sup.1CHR.sup.2CHR.sup.3 (wherein R.sup.1, R.sup.2 and R.sup.3 are each independently a hydrogen atom or an alkyl group).

Disclosed is a manufacturing method of 1,2-dichlorohexafluorocyclopentene. The first reaction uses dicyclopentadiene as a starting material and nitrogen gas or another inert gas as a diluting agent in a gas-phase thermal cracking reaction to obtain cyclopentadiene. The second reaction uses cyclopentadiene as a starting material in a liquid phase chlorination reaction with chlorine gas to obtain 1,2,3,4-tetrachlorocyclopentane. The third reaction uses 1,2,3,4-tetrachlorocyclopentane as a starting material in a gas-phase chlorination and fluorination reaction with hydrogen fluoride and chlorine gas in the presence of a chromium-based catalyst to obtain 1,2-dichlorohexafluorocyclopentene. The method uses easily acquired starting material and a stable fluorination catalyst, provides a high yield for a target product, and is applicable for large-scale continuous gas-phase production of 1,2-dichlorohexafluorocyclopentene.

Disclosed is a manufacturing method of 1,2-dichlorohexafluorocyclopentene. The first reaction uses dicyclopentadiene as a starting material and nitrogen gas or another inert gas as a diluting agent in a gas-phase thermal cracking reaction to obtain cyclopentadiene. The second reaction uses cyclopentadiene as a starting material in a liquid phase chlorination reaction with chlorine gas to obtain 1,2,3,4-tetrachlorocyclopentane. The third reaction uses 1,2,3,4-tetrachlorocyclopentane as a starting material in a gas-phase chlorination and fluorination reaction with hydrogen fluoride and chlorine gas in the presence of a chromium-based catalyst to obtain 1,2-dichlorohexafluorocyclopentene. The method uses easily acquired starting material and a stable fluorination catalyst, provides a high yield for a target product, and is applicable for large-scale continuous gas-phase production of 1,2-dichlorohexafluorocyclopentene.