# US 2019/0169102 A1 · Compositions of chromium oxyfluoride or fluoride catalysts, their preparation and their use in gas-phase processes > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 2019/0169102 A1 - Document ID: US20190169102A1 - Status: Published application - Kind: A1 - Application number: 16/324,806 - Filed: 2017-08-28 - Published: 2019-06-06 - Earliest claimed: 2016-08-29 - Assignees: Arkema France - Applicants: Arkema France - Inventors: Dominique GARRAIT; Anne PIGAMO; Laurent WENDLINGER - Web page: https://patentgrep.com/patent/US20190169102A1 ## CPC - C07C 17/358: by isomerisation - B01J 27/12: Fluorides - B01J 27/128: with iron group metals or platinum group metals - B01J 27/132: with chromium, molybdenum, tungsten or polonium - B01J 27/138: with alkaline earth metals, magnesium, beryllium, zinc, cadmium or mercury - B01J 27/32: of catalysts comprising compounds of halogens - B01J 35/612: {less than 10 m2/g} - B01J 35/613: {10-100 m2/g} - B01J 35/80: characterised by their amorphous structures - B01J 37/26: Fluorinating - B01J 38/12: Treating with free oxygen-containing gas - C07C 17/206: {the other compound being HX} - C07C 17/25: by splitting-off hydrogen halides from halogenated hydrocarbons - B01J 2235/15: X-ray diffraction - Y02P 20/584: Recycling of catalysts - C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS - B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS - Y02P: CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS ## Abstract The present invention relates to a process for modifying the fluorine distribution in a hydrocarbon compound in the presence of a catalyst, characterized by the use, as catalyst, of a solid composition comprising at least one component containing chromium oxyfluoride or fluoride of empirical formula CrxM(1-x)OrFs, where 2r+s is greater than or equal to 2.9 and less than 6, M is a metal chosen from columns 2 to 12 of the Periodic Table of the Elements, x has a value from 0.9 to 1, s is greater than 0 and less than or equal to 6 and r is greater than or equal to 0 and less than 3, the said solid composition having a crystallinity of less than 20% by weight. The present invention also relates to the solid composition per se. ## Claims ### Claim 1 A process for modifying the fluorine distribution in a hydrocarbon compound in the presence of a catalyst, the catalyst being a solid composition containing at least one component containing chromium oxyfluoride or fluoride of empirical formula CrxM(1-x)OrFs, where 2r+s is greater than or equal to 2.9 and less than 6, M is a metal chosen from columns 2 to 12 of the Periodic Table of the Elements, x has a value from 0.9 to 1, s is greater than 0 and less than or equal to 6, and r is greater than or equal to 0 and less than 3, the solid composition having a crystallinity of less than 20% by weight. ### Claim 2 (depends on 1) The process according to claim 1, in which the solid composition has a crystallinity of less than 15%. ### Claim 3 (depends on 1) The process according to claim 1, in which the component containing chromium oxyfluoride or fluoride is of empirical formula CrxM(1-x)OrFs, with M chosen from the group consisting of Zn, Mg, Co, Mn and Ni. ### Claim 4 (depends on 1) The process according to claim 1, in which the hydrocarbon compound is of formula (I) CX(Y)2—CX(Y)m—CHmXY, where X and Y independently represent H, F or Cl and m=0 or 1 with at least one from X or Y which is Cl or F. ### Claim 5 (depends on 4) The process according to claim 4, in which the hydrocarbon compound is chosen from the group consisting of tetrachloropropene, chlorotrifluoropropene, pentachloropropane, dichlorotrifluoropropane, trichlorodifluoropropane, tetrafluorochloropropane, tetrachlorofluoropropane, dichlorodifluoropropene, trichlorofluoropropene, pentafluoropropane and their mixtures. ### Claim 6 (depends on 6) The process according to claim 6, in which the fluorine content of the hydrocarbon compound is increased by reacting the hydrocarbon compound with hydrogen fluoride in the gas phase in the presence of the solid composition, the hydrocarbon compound being a saturated halogenated hydrocarbon or an unsaturated halogenated hydrocarbon or an unsaturated hydrocarbon. ### Claim 7 (depends on 1) The process according to claim 1, in which the fluorine content of the hydrocarbon compound is reduced by dehydrofluorination of the hydrocarbon compound in the presence of the solid composition, the hydrocarbon compound being a fluorinated hydrocarbon compound. ### Claim 8 (depends on 1) The process according to claim 1, in which the fluorine distribution of the hydrocarbon compound is modified by isomerizing the hydrocarbon compound in the presence of the solid composition, the hydrocarbon compound being a fluorinated hydrocarbon compound. ### Claim 9 (depends on 1) The process according to claim 1, in which the fluorine distribution of the hydrocarbon compound is modified by disproportionating the hydrocarbon compound in the gas phase in the presence of the solid composition, the hydrocarbon compound being a chlorofluorinated hydrocarbon compound. ### Claim 10 (depends on 1) The process according to claim 1, in which the fluorine content of the hydrocarbon compound is decreased by reacting the hydrocarbon compound with hydrogen chloride in the gas phase in the presence of the solid composition, the hydrocarbon compound being a halogenated hydrocarbon compound containing at least one fluorine atom. ### Claim 11 (depends on 1) The process according to claim 1, in which the fluorine content of a first hydrocarbon compound is increased by reacting the first hydrocarbon compound with hydrogen fluoride in the gas phase in the presence of a solid composition, the first hydrocarbon compound being a saturated halogenated hydrocarbon or an unsaturated halogenated hydrocarbon or an unsaturated hydrocarbon, and in which the fluorine content of a second hydrocarbon compound is reduced by dehydrofluorinating the second hydrocarbon compound in the presence of the solid composition, the second hydrocarbon compound being a fluorinated hydrocarbon compound. ### Claim 12 (depends on 1) The process according to claim 1, in which the fluorine content of a first hydrocarbon compound is increased by reacting the first hydrocarbon compound with hydrogen fluoride in the gas phase in the presence of a solid composition, the first hydrocarbon compound being a saturated halogenated hydrocarbon or an unsaturated halogenated hydrocarbon or an unsaturated hydrocarbon, and in which the chlorine content of a second compound is reduced by dehydrochlorinating the second hydrocarbon compound in the presence of the solid composition, the second hydrocarbon compound being a fluorinated hydrocarbon compound. ### Claim 13 (depends on 1) The process according to claim 1, in which the component containing chromium oxyfluoride or fluoride is of empirical formula CrxM(1-x)OrFs, where r is greater than or equal to 0 and less than 2.62, s is greater than or equal to [(0.16 r)+0.52)]/0.92, on condition that s is greater than or equal to 0.76 and less than 6. ### Claim 14 (depends on 1) The process according to claim 1, in which the solid composition contains a support chosen from the group consisting of activated carbon, alumina, magnesium fluoride and aluminium fluoride. ### Claim 15 (depends on 14) The process according to claim 14, in which the solid composition has a specific surface between 1 and 100 m2/g. ### Claim 16 (depends on 1) The process according to claim 1, in which the component containing chromium oxyfluoride or fluoride is of empirical formula CrxM(1-x)OrFs, where r is greater than or equal to 0 and less than 2.05, s is greater than or equal to [(0.4 r)+1.3)]/0.8, on condition that s is greater than or equal to 1.90 and less than 6. ### Claim 17 A solid composition comprising a component containing chromium oxyfluoride or fluoride of empirical formula CrxM(1-x)OrFs, where 2r+s is greater than or equal to 2.9 and less than 6, M is a metal chosen from columns 2 to 12 of the Periodic Table of the Elements, x has a value from 0.9 to 1, s is greater than 0 and less than or equal to 6 and r is greater than or equal to 0 and less than 3, the solid catalyst composition having a crystallinity of less than 20% by weight. ### Claim 18 (depends on 17) The solid composition according to claim 17, in which the solid composition has a crystallinity of less than 15%. ### Claim 19 (depends on 17) The solid composition according to claim 17, in which the component containing chromium oxyfluoride or fluoride is of empirical formula CrxM(1-x)OrFs, where M is chosen from the group consisting of Zn, Mg, Co, Mn and Ni.