Abstract: The present invention provides a method for producing a fluorine-containing haloolefin compound, said method being able to reduce the generation of overly fluorinated compounds as by-products in the production of the fluorine-containing haloolefin compound and produce the target product of high purity at a high yield. The invention also provides a halogenated hydrocarbon composition. The method for producing a haloolefin compound through the step of fluorinating a starting material containing at least one of a pentachloropropane or a tetrachloropropene in the presence of a fluorinating agent in a reactor, according to the present invention, includes the step of adding hydrogen chloride to the reactor. The composition according to the present invention contains: at least one member selected from the group consisting of a pentachloropropane and a tetrachloropropene; and hydrogen chloride.

Abstract: The present invention provides a method for producing a target fluorine-containing olefin with high conversion and selectivity using a process comprising a dehydrofluorination reaction of a hydrofluorocarbon. The method comprises a first reaction step comprising subjecting a hydrofluorocarbon to dehydrofluorination in the presence of a catalyst. The hydrofluorocarbon is a compound represented by Formula (1): RfCFYCHZ2, wherein Rf represents a straight or branched C1-3 perfluoroalkyl group, and Y and Z each independently represent H or F wherein when all Zs are H, Y represents F. The catalyst comprises chromium oxide represented by the chemical formula: CrOm (1.5<m<3).

Abstract: This invention provides a method capable of efficiently producing 2,3,3,3-tetrafluoropropene (HFO-1234yf) with a recycling step using substantially a single reaction step. A method for producing 2,3,3,3-tetrafluoropropene (HFO-1234yf), comprising a reaction step of reacting at least one chlorine-containing starting compound selected from the group consisting of chlorine-containing alkanes represented by formula (1): CX2YCHClCH2Z (wherein X, Y and Z independently represent H, F or Cl) and chlorine-containing alkenes represented by formula (2): CX2YCCl?CZ2 (wherein X, Y and Z independently represent H, F or Cl) with a fluorinating agent, wherein the molar ratio of the chlorine-containing starting compound represented by formula (1) or (2) newly supplied to the reactor inlet is less than 1.2 relative to 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf) in components obtained from the reactor outlet.

Abstract: The present invention provides a method for producing 1233yd that enables high conversion of the starting compound and high selectivity of 1233yd. The present invention provide a method for producing 1-chloro-2,3,3-trifluoropropene (1233yd), comprising the step of dehydrofluorinating 3-chloro-1,1,2,2-tetrafluoropropane (244ca).

Abstract: The present invention provides a composition comprising an HFO compound, the composition having excellent stability with decomposition and oxidation of the HFO compound being inhibited, the composition having improved refrigerating capacity when used as a heat transfer medium, compared with the case in which an HFO compound is used alone. More specifically, the present invention provides a composition comprising at least one HFO compound selected from the group consisting of HFO-1234yf, (E-/Z-)HFO-1234ze, and (E-/Z-)HFO-1225ye; and a chlorine-containing compound, wherein (1) the chlorine-containing compound is at least one member selected from the group consisting of CH2=CHCl, CHF=CHCl, CH2=CFCl, CF3Cl, CH3Cl, CF3CH2Cl, CClF=CHCl, and CHF=CCl2, and (2) the chlorine-containing compound is contained in an amount ranging from 1 to 500000 mass ppm.

Abstract: The present invention provides a method that produces a composition containing 1223xd and/or 1213xa by a gas-phase reaction, and that achieves production efficiency higher than known methods. The present invention provides a method for producing a composition containing at least one fluorine-containing olefin selected from 1,2-dichloro-3,3,3-trifluoropropene (HCFO-1223xd) and 1,1,2-trichloro-3,3,3-trifluoropropene (CFO-1213xa), the method comprising subjecting at least one starting compound selected from a chlorine-containing alkane represented by Formula (1-1): CF3CHXCHX2, wherein each X is independently H or Cl, with the proviso that at least one X represents Cl, and a chlorine-containing alkene represented by Formula (1-2): CF3CX?CX2, wherein each X is independently H or Cl, with the proviso that at least one X represents Cl, to a gas-phase oxychlorination reaction in a temperature range of 380° C. or lower in the presence of oxidative gas and hydrogen chloride gas.

Abstract: Provided is a method for easily and safely removing, from a reactor, a catalyst used in a reaction that is performed using hydrogen fluoride in the presence of the catalyst. In a reaction performed in a reactor containing at least hydrogen fluoride and a catalyst, the catalyst is removed through a process comprising a heating step of performing heat-treatment so that the ambient temperature of the reactor is 80° C. or more after completion of the reaction, and a purge step of flowing inert gas into the reactor to discharge the hydrogen fluoride to the outside of the reactor after completion of the reaction.

Abstract: The present invention provides a method for producing 1233yd that enables high conversion of the starting compound and high selectivity of 1233yd. The present invention provide a method for producing 1-chloro-2,3,3-trifluoropropene (1233yd), comprising the step of dehydrofluorinating 3-chloro-1,1,2,2-tetrafluoropropane (244ca).

Abstract: In the production of fluorine-containing olefins using a chlorine-containing alkane or a chlorine-containing alkene as a starting material, a process for producing a plurality of useful fluorine-containing olefins with high selectivity using the same raw material, the same equipment, and the same conditions is provided. The present invention provides a process for producing fluorine-containing olefins, the process comprising reacting a chlorine-containing compound represented by a specific formula and anhydrous hydrogen fluoride in the presence of oxidative gas and a fluorination catalyst, wherein the fluorination catalyst is a catalyst in which at least one metal element M selected from the group consisting of Group VIII and Group IX is present together with chromium. This production process can simultaneously produce two or more fluorine-containing olefin compounds, including HFO-1234yf and HFO-1234ze, with high selectivity.

Abstract: Provided is a method for easily and safely removing, from a reactor, a catalyst used in a reaction that is performed using hydrogen fluoride in the presence of the catalyst. In a reaction performed in a reactor containing at least hydrogen fluoride and a catalyst, the catalyst is removed through a process comprising a heating step of performing heat-treatment so that the ambient temperature of the reactor is 80° C. or more after completion of the reaction, and a purge step of flowing inert gas into the reactor to discharge the hydrogen fluoride to the outside of the reactor after completion of the reaction.

Abstract: This invention provides a method capable of efficiently producing 2,3,3,3-tetrafluoropropene (HFO-1234yf) with a recycling step using substantially a single reaction step. A method for producing 2,3,3,3-tetrafluoropropene (HFO-1234yf), comprising a reaction step of reacting at least one chlorine-containing starting compound selected from the group consisting of chlorine-containing alkanes represented by formula (1): CX2YCHClCH2Z (wherein X, Y and Z independently represent H, F or Cl) and chlorine-containing alkenes represented by formula (2): CX2YCCl?CZ2 (wherein X, Y and Z independently represent H, F or Cl) with a fluorinating agent, wherein the molar ratio of the chlorine-containing starting compound represented by formula (1) or (2) newly supplied to the reactor inlet is less than 1.2 relative to 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf) in components obtained from the reactor outlet.

Abstract: This invention provides a method for stably producing 2,3,3,3-tetrafluoropropene for a long period of time wherein unreacted materials are reused after distillation without liquid-liquid separation to suppress catalyst deactivation.

Abstract: The present invention provides a method for producing a fluorine-containing haloolefin compound, said method being able to reduce the generation of overly fluorinated compounds as by-products in the production of the fluorine-containing haloolefin compound and produce the target product of high purity at a high yield. The invention also provides a halogenated hydrocarbon composition. The method for producing a haloolefin compound through the step of fluorinating a starting material containing at least one of a pentachloropropane or a tetrachloropropene in the presence of a fluorinating agent in a reactor, according to the present invention, includes the step of adding hydrogen chloride to the reactor. The composition according to the present invention contains: at least one member selected from the group consisting of a pentachloropropane and a tetrachloropropene; and hydrogen chloride.

Abstract: The present invention provides a process for producing a fluoroolefin by reacting, in a gas phase, a fluorinating agent and a chlorine-containing alkene or a chlorine-containing alkane in the presence of at least one catalyst selected from the group consisting of chromium oxide, at least part of which is crystallized, and fluorinated chromium oxide obtained by fluorinating the chromium oxide. According to the present process, a target fluoroolefin can be obtained at a high conversion rate of the starting material and with high selectivity.

Abstract: The present invention provides a method that produces a composition containing 1223xd and/or 1213xa by a gas-phase reaction, and that achieves production efficiency higher than known methods. The present invention provides a method for producing a composition containing at least one fluorine-containing olefin selected from 1,2-dichloro-3,3,3-trifluoropropene (HCFO-1223xd) and 1,1,2-trichloro-3,3,3-trifluoropropene (CFO-1213xa), the method comprising subjecting at least one starting compound selected from a chlorine-containing alkane represented by Formula (1-1): CF3CHXCHX2, wherein each X is independently H or Cl, with the proviso that at least one X represents Cl, and a chlorine-containing alkene represented by Formula (1-2): CF3CX?CX2, wherein each X is independently H or Cl, with the proviso that at least one X represents Cl, to a gas-phase oxychlorination reaction in a temperature range of 380° C. or lower in the presence of oxidative gas and hydrogen chloride gas.

Abstract: In the production of fluorine-containing olefins using a chlorine-containing alkane or a chlorine-containing alkene as a starting material, a process for producing a plurality of useful fluorine-containing olefins with high selectivity using the same raw material, the same equipment, and the same conditions is provided. The present invention provides a process for producing fluorine-containing olefins, the process comprising reacting a chlorine-containing compound represented by a specific formula and anhydrous hydrogen fluoride in the presence of oxidative gas and a fluorination catalyst, wherein the fluorination catalyst is a catalyst in which at least one metal element M selected from the group consisting of Group VIII and Group IX is present together with chromium. This production process can simultaneously produce two or more fluorine-containing olefin compounds, including HFO-1234yf and HFO-1234ze, with high selectivity.

Abstract: The present invention provides a method for producing a fluorine-containing olefin, the method comprising reacting a chlorine-containing compound represented by a specific formula with anhydrous hydrogen fluoride in the presence of a chromium atom-containing fluorination catalyst, the reaction being carried out at a temperature within the range of 200 to 350° C. in the presence of 0.0001 to 0.03 mol of molecular chlorine per mol of the chlorine-containing compound. The present invention is capable of achieving the effect of suppressing catalyst deterioration, maintaining the starting material conversion and the target product selectivity within excellent ranges, and reducing adverse effects caused by the use of a large amount of non-condensable gas.

Abstract: This invention provides a process for producing a fluoroolefin comprising reacting, in a vapor phase, a fluorinating agent and a chlorine-containing alkene or a chlorine-containing alkane in the presence of at least one catalyst selected from the group consisting of chromium oxide containing a Group 5 element and fluorinated chromium oxide containing a Group 5 element. According to the process of the present invention, the target fluoroolefin can be obtained with high starting material conversion and good selectivity.

Abstract: The present invention provides a process for producing 2,3,3,3-tetrafluoropropene, comprising the steps of producing 2-chloro-3,3,3-trifluoropropene by reacting anhydrous hydrogen fluoride with a specific chlorine-containing compound in a gas phase in the presence of a fluorination catalyst while heating; and producing 2,3,3,3-tetrafluoropropene by reacting 2-chloro-3,3,3-trifluoropropene with anhydrous hydrogen fluoride in a gas phase in the presence of a fluorination catalyst while heating, the step of producing 2-chloro-3,3,3-trifluoropropene being performed after the step of producing 2,3,3,3-tetrafluoropropene. According to the process, 2,3,3,3-tetrafluoropropene can be produced with reduced energy and equipment costs in an economically advantageous manner.

Abstract: The present invention provides a method for producing a fluorine-containing olefin, the method comprising reacting a chlorine-containing compound represented by a specific formula with anhydrous hydrogen fluoride in the presence of a chromium atom-containing fluorination catalyst, the reaction being carried out at a temperature within the range of 200 to 350° C. in the presence of 0.0001 to 0.03 mol of molecular chlorine per mol of the chlorine-containing compound. The present invention is capable of achieving the effect of suppressing catalyst deterioration, maintaining the starting material conversion and the target product selectivity within excellent ranges, and reducing adverse effects caused by the use of a large amount of non-condensable gas.