JP2008534276A - 触媒 - Google Patents
触媒 Download PDFInfo
- Publication number
- JP2008534276A JP2008534276A JP2008504852A JP2008504852A JP2008534276A JP 2008534276 A JP2008534276 A JP 2008534276A JP 2008504852 A JP2008504852 A JP 2008504852A JP 2008504852 A JP2008504852 A JP 2008504852A JP 2008534276 A JP2008534276 A JP 2008534276A
- Authority
- JP
- Japan
- Prior art keywords
- catalyst
- chromium
- additional metal
- zinc
- amorphous
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000003054 catalyst Substances 0.000 title claims abstract description 190
- 229910052751 metal Inorganic materials 0.000 claims abstract description 39
- 239000002184 metal Substances 0.000 claims abstract description 39
- 238000003682 fluorination reaction Methods 0.000 claims abstract description 33
- 238000004519 manufacturing process Methods 0.000 claims abstract description 33
- 239000011701 zinc Substances 0.000 claims abstract description 31
- QDOXWKRWXJOMAK-UHFFFAOYSA-N dichromium trioxide Chemical compound O=[Cr]O[Cr]=O QDOXWKRWXJOMAK-UHFFFAOYSA-N 0.000 claims abstract description 30
- 229910052725 zinc Inorganic materials 0.000 claims abstract description 29
- 150000001875 compounds Chemical class 0.000 claims abstract description 25
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims abstract description 23
- 239000011651 chromium Substances 0.000 claims abstract description 23
- 229910052804 chromium Inorganic materials 0.000 claims abstract description 22
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims abstract description 21
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229910052782 aluminium Inorganic materials 0.000 claims abstract description 5
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 5
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 5
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 4
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000011777 magnesium Substances 0.000 claims abstract description 4
- 229910052749 magnesium Inorganic materials 0.000 claims abstract description 4
- 229910052759 nickel Inorganic materials 0.000 claims abstract description 4
- 238000000034 method Methods 0.000 claims description 43
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 42
- 229910052757 nitrogen Inorganic materials 0.000 claims description 21
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims description 20
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims description 20
- 239000012018 catalyst precursor Substances 0.000 claims description 18
- 230000008569 process Effects 0.000 claims description 18
- 229910000423 chromium oxide Inorganic materials 0.000 claims description 12
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 claims description 11
- 239000007789 gas Substances 0.000 claims description 11
- GTLACDSXYULKMZ-UHFFFAOYSA-N pentafluoroethane Chemical compound FC(F)C(F)(F)F GTLACDSXYULKMZ-UHFFFAOYSA-N 0.000 claims description 10
- 239000012298 atmosphere Substances 0.000 claims description 6
- LVGUZGTVOIAKKC-UHFFFAOYSA-N 1,1,1,2-tetrafluoroethane Chemical compound FCC(F)(F)F LVGUZGTVOIAKKC-UHFFFAOYSA-N 0.000 claims description 4
- 150000008282 halocarbons Chemical class 0.000 claims description 3
- 238000012545 processing Methods 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 238000007669 thermal treatment Methods 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 29
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 22
- 238000010438 heat treatment Methods 0.000 description 22
- 229950011008 tetrachloroethylene Drugs 0.000 description 22
- 239000006227 byproduct Substances 0.000 description 14
- 239000000203 mixture Substances 0.000 description 12
- 239000000047 product Substances 0.000 description 12
- 238000001354 calcination Methods 0.000 description 11
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 10
- 235000011114 ammonium hydroxide Nutrition 0.000 description 10
- 230000000694 effects Effects 0.000 description 10
- 239000012071 phase Substances 0.000 description 9
- VQWFNAGFNGABOH-UHFFFAOYSA-K chromium(iii) hydroxide Chemical compound [OH-].[OH-].[OH-].[Cr+3] VQWFNAGFNGABOH-UHFFFAOYSA-K 0.000 description 8
- 238000002441 X-ray diffraction Methods 0.000 description 7
- 238000007259 addition reaction Methods 0.000 description 7
- 239000000908 ammonium hydroxide Substances 0.000 description 7
- 239000013078 crystal Substances 0.000 description 7
- 238000006467 substitution reaction Methods 0.000 description 7
- UGZADUVQMDAIAO-UHFFFAOYSA-L zinc hydroxide Chemical compound [OH-].[OH-].[Zn+2] UGZADUVQMDAIAO-UHFFFAOYSA-L 0.000 description 7
- 229910021511 zinc hydroxide Inorganic materials 0.000 description 7
- 229940007718 zinc hydroxide Drugs 0.000 description 7
- PHFQLYPOURZARY-UHFFFAOYSA-N chromium trinitrate Chemical compound [Cr+3].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O PHFQLYPOURZARY-UHFFFAOYSA-N 0.000 description 6
- 238000000975 co-precipitation Methods 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 6
- 239000012535 impurity Substances 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- ONDPHDOFVYQSGI-UHFFFAOYSA-N zinc nitrate Chemical compound [Zn+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O ONDPHDOFVYQSGI-UHFFFAOYSA-N 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
- 238000001556 precipitation Methods 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- OHMHBGPWCHTMQE-UHFFFAOYSA-N 2,2-dichloro-1,1,1-trifluoroethane Chemical group FC(F)(F)C(Cl)Cl OHMHBGPWCHTMQE-UHFFFAOYSA-N 0.000 description 4
- 229910002651 NO3 Inorganic materials 0.000 description 4
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 4
- -1 chromium oxide compound Chemical class 0.000 description 4
- 238000002425 crystallisation Methods 0.000 description 4
- 230000008025 crystallization Effects 0.000 description 4
- 150000002736 metal compounds Chemical class 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 239000002002 slurry Substances 0.000 description 4
- BOUGCJDAQLKBQH-UHFFFAOYSA-N 1-chloro-1,2,2,2-tetrafluoroethane Chemical compound FC(Cl)C(F)(F)F BOUGCJDAQLKBQH-UHFFFAOYSA-N 0.000 description 3
- CYXIKYKBLDZZNW-UHFFFAOYSA-N 2-Chloro-1,1,1-trifluoroethane Chemical compound FC(F)(F)CCl CYXIKYKBLDZZNW-UHFFFAOYSA-N 0.000 description 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 239000002178 crystalline material Substances 0.000 description 3
- 125000001153 fluoro group Chemical group F* 0.000 description 3
- 229910002804 graphite Inorganic materials 0.000 description 3
- 239000010439 graphite Substances 0.000 description 3
- 238000005470 impregnation Methods 0.000 description 3
- 238000011068 loading method Methods 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 239000000523 sample Substances 0.000 description 3
- 230000035882 stress Effects 0.000 description 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 2
- RFCAUADVODFSLZ-UHFFFAOYSA-N 1-Chloro-1,1,2,2,2-pentafluoroethane Chemical compound FC(F)(F)C(F)(F)Cl RFCAUADVODFSLZ-UHFFFAOYSA-N 0.000 description 2
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 2
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 235000019406 chloropentafluoroethane Nutrition 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- RWRIWBAIICGTTQ-UHFFFAOYSA-N difluoromethane Chemical compound FCF RWRIWBAIICGTTQ-UHFFFAOYSA-N 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- UHCBBWUQDAVSMS-UHFFFAOYSA-N fluoroethane Chemical compound CCF UHCBBWUQDAVSMS-UHFFFAOYSA-N 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000001737 promoting effect Effects 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000010421 standard material Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- SLGOCMATMKJJCE-UHFFFAOYSA-N 1,1,1,2-tetrachloro-2,2-difluoroethane Chemical compound FC(F)(Cl)C(Cl)(Cl)Cl SLGOCMATMKJJCE-UHFFFAOYSA-N 0.000 description 1
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 description 1
- UGCSPKPEHQEOSR-UHFFFAOYSA-N 1,1,2,2-tetrachloro-1,2-difluoroethane Chemical compound FC(Cl)(Cl)C(F)(Cl)Cl UGCSPKPEHQEOSR-UHFFFAOYSA-N 0.000 description 1
- HTHNTJCVPNKCPZ-UHFFFAOYSA-N 2-chloro-1,1-difluoroethene Chemical group FC(F)=CCl HTHNTJCVPNKCPZ-UHFFFAOYSA-N 0.000 description 1
- 229910016569 AlF 3 Inorganic materials 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 239000004340 Chloropentafluoroethane Substances 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- JOSWYUNQBRPBDN-UHFFFAOYSA-P ammonium dichromate Chemical compound [NH4+].[NH4+].[O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O JOSWYUNQBRPBDN-UHFFFAOYSA-P 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 150000001804 chlorine Chemical group 0.000 description 1
- 125000004773 chlorofluoromethyl group Chemical group [H]C(F)(Cl)* 0.000 description 1
- ZCDOYSPFYFSLEW-UHFFFAOYSA-N chromate(2-) Chemical compound [O-][Cr]([O-])(=O)=O ZCDOYSPFYFSLEW-UHFFFAOYSA-N 0.000 description 1
- 150000001844 chromium Chemical class 0.000 description 1
- BFGKITSFLPAWGI-UHFFFAOYSA-N chromium(3+) Chemical compound [Cr+3] BFGKITSFLPAWGI-UHFFFAOYSA-N 0.000 description 1
- JOPOVCBBYLSVDA-UHFFFAOYSA-N chromium(6+) Chemical compound [Cr+6] JOPOVCBBYLSVDA-UHFFFAOYSA-N 0.000 description 1
- 230000001143 conditioned effect Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- SOCTUWSJJQCPFX-UHFFFAOYSA-N dichromate(2-) Chemical compound [O-][Cr](=O)(=O)O[Cr]([O-])(=O)=O SOCTUWSJJQCPFX-UHFFFAOYSA-N 0.000 description 1
- 238000007323 disproportionation reaction Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 229910001026 inconel Inorganic materials 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- 239000011572 manganese Substances 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 229910001960 metal nitrate Inorganic materials 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000012716 precipitator Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000012925 reference material Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000004246 zinc acetate Substances 0.000 description 1
- ZPEJZWGMHAKWNL-UHFFFAOYSA-L zinc;oxalate Chemical compound [Zn+2].[O-]C(=O)C([O-])=O ZPEJZWGMHAKWNL-UHFFFAOYSA-L 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/20—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms
- C07C17/202—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction
- C07C17/206—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms two or more compounds being involved in the reaction the other compound being HX
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/24—Chromium, molybdenum or tungsten
- B01J23/26—Chromium
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/56—Platinum group metals
- B01J23/64—Platinum group metals with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/652—Chromium, molybdenum or tungsten
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/20—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/20—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms
- C07C17/21—Preparation of halogenated hydrocarbons by replacement by halogens of halogen atoms by other halogen atoms with simultaneous increase of the number of halogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Description
水酸化アンモニウムの添加で硝酸亜鉛およびクロムの溶液からの共沈により得られる、水酸化亜鉛と水酸化クロムとの混合物のか焼により、触媒を製造した。
圧縮および造粒された水酸化物の6gバッチを1/2″径か焼管へ入れ、60mL/minの窒素でパージした。次いで、触媒を300℃で4時間加熱することによりか焼し、最後に窒素下で室温に冷却させて、性能試験用に最終触媒を得た。
更なる試験に向けた結晶性のレベルを得るために、圧縮された水酸化物の6gバッチを用いて、上記で製造された触媒をある範囲の温度で更に熱処理した。この方法論を用いて、処理温度を高めながら、か焼された触媒の結晶構造を初期XRD非晶質構造から次第に高結晶性の組成物へと調整した。
4%w/wZnのZn含有率を有する混合酸化物配合ZnO.Cr2O3の結晶を製造するために、上記方法に従った。基準触媒は300℃の温度で1回のか焼を経て、こうして完全に非晶質の基本ケースの触媒を生じた。次いで520、540、および560℃の処理温度を用いて、次第に高含有率の結晶酸化クロムを含有した3種の触媒サンプルを製造した。
ペルクロロエチレンのフッ素化を触媒する際における所期活性および選択性を測定するために触媒を試験し、次いで高温HFへ曝された場合の相対的安定性について試験した。試験方法論は次の通りであった:
0.5〜1.4mmの粒径範囲を有する装入量2gの触媒粒子をinconel反応器へ入れ、120mL/minの流量で窒素でパージした。次いで触媒を250℃で30分間加熱することにより窒素流中で乾燥させた。次いで、最初に15mL/minの流量でHFを希釈窒素へ加え、250℃で90分間かけて触媒を調整することにより、触媒を調整した。次いで希釈窒素の流量を2.5mL/minに減らし、触媒を40℃/hrの速度で380℃まで加熱した。これらのHFの流量の条件下380℃で更に16時間にわたり触媒をフッ素化させた。次いでHF安定化触媒を350℃に冷却し、5mL/minの流量の窒素中1mL/minの流量のペルクロロエチレンを供給材料へ加えて、1:15:7.5mL/minのPer:HF:N2の反応器供給比とした。
上記の触媒製造方法を用いて得られた、4質量%亜鉛を含有する、水酸化亜鉛と水酸化クロムとの混合物を、窒素中520℃で4時間加熱することにより、更に熱処理した。結果として得られた物質は1.0%w/w結晶酸化クロムを含有していた。
上記の触媒製造方法を用いて得られた、4質量%亜鉛を含有する、水酸化亜鉛と水酸化クロムとの混合物を、窒素中540℃で4時間にわたり更に熱処理した。結果として得られた物質は2.6%w/w結晶酸化クロムを含有していた。
上記の触媒製造方法を用いて得られた、4質量%亜鉛を含有する、水酸化亜鉛と水酸化クロムとの混合物を、窒素中560℃で4時間にわたり更に処理した。処理された触媒は11.5%w/w結晶酸化クロムを含有していた。上記の方法論を用いたところ、この触媒は例1および2の触媒より低い活性および低い選択性を呈したが、非晶質の基本ケースの触媒より優れていた。
上記の触媒製造方法を用いて得られた、6質量%亜鉛を含有する、水酸化亜鉛と水酸化クロムとの混合物を用いて、例1〜3で用いられた上記の方法論を繰り返し、窒素中520、540、560、580、および600℃で4時間加熱することにより熱処理した。
上記の触媒製造方法を用いて得られた、8質量%亜鉛を含有する、水酸化亜鉛と水酸化クロムとの混合物を用いて、例1〜3で用いられた上記の方法論を繰り返し、窒素中540、560、580、600、および620℃で4時間加熱することにより熱処理した。
上記の触媒製造方法を用いて得られた、10質量%亜鉛を含有する、水酸化亜鉛と水酸化クロムとの混合物を用いて、例1〜3で用いられた上記の方法論を繰り返し、窒素中600℃で4時間加熱することにより熱処理した。
6%Znを含んでなる非晶質触媒と、1%の結晶化度を有して6%Znを含有する(例4で記載されたように得られた)触媒とを、約1.3秒間の固定滞留時間でトリクロロエチレンおよびフッ化水素からHFC‐134aを製造するプロセスで用いた。
6%Zn/クロミア触媒の結晶化に際するか焼温度、時間、および雰囲気とそれらの効果との相互作用を研究し、必要とされる様々な結晶性のレベルを導く上でどのようなか焼条件が用いられることができるかを明らかにするために統計的モデリング法を用いた。
Xst(%)=−71.75−11.37*時間+0.2050*温度+0.975*希釈+0.03250*時間*温度+0.08750*時間*希釈−0.008500*温度*希釈−0.0002500*時間*温度*希釈
Claims (12)
- 亜鉛、ニッケル、アルミニウム、およびマグネシウムから選択される少なくとも1種の追加金属を含んでなるクロミア系フッ素化触媒であって、前記触媒の0.1〜8.0質量%が、クロムの1種以上の結晶化合物および/または前記少なくとも1種の追加金属の1種以上の結晶化合物の形態である、クロミア系フッ素化触媒。
- 前記触媒の0.1質量%以上8.0質量%未満が、クロムの1種以上の結晶化合物および/または前記少なくとも1種の追加金属の1種以上の結晶化合物の形態である、請求項1に記載の触媒。
- 前記触媒の0.1〜5質量%が、結晶酸化クロムの形態である、請求項1または2に記載の触媒。
- 前記追加金属が亜鉛である、請求項1〜3のいずれか一項に記載の触媒。
- 少なくとも50m2/gの表面積を有する、請求項1〜4のいずれか一項に記載の触媒。
- 70〜250m2/gの表面積を有する、請求項4に記載の触媒。
- 10%w/w未満のサルフェート含有率を有する、請求項1〜6のいずれか一項に記載の触媒。
- 窒素の雰囲気、または窒素中約0.1〜約10%v/vの酸素レベルを有する雰囲気中で約1〜約12時間にわたり約300〜約600℃の温度で、非晶質触媒前駆体を熱処理することを含んでなる、請求項1〜7のいずれか一項に記載された触媒の製造方法。
- フッ化水素の存在下において大気圧または過圧下で約1〜約16時間にわたり約250〜約500℃の温度で、非晶質触媒前駆体を熱処理することを含んでなる、請求項1に記載された触媒の製造方法。
- 請求項1〜7のいずれか一項に記載された触媒の存在下において、ハロゲン化炭化水素をフッ化水素と反応させることを含んでなる、フッ素化炭化水素の製造方法。
- 気相中高温で行われる、請求項10に記載の方法。
- 1,1,1,2‐テトラフルオロエタンまたはペンタフルオロエタンを製造するための、請求項10または11に記載の方法。
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB0507139.4 | 2005-04-08 | ||
GBGB0507139.4A GB0507139D0 (en) | 2005-04-08 | 2005-04-08 | Catalyst |
PCT/GB2006/001291 WO2006106353A1 (en) | 2005-04-08 | 2006-04-10 | Chromia based fluorination catalyst |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2008534276A true JP2008534276A (ja) | 2008-08-28 |
JP5436851B2 JP5436851B2 (ja) | 2014-03-05 |
Family
ID=34610816
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2008504852A Active JP5436851B2 (ja) | 2005-04-08 | 2006-04-10 | 触媒 |
Country Status (10)
Country | Link |
---|---|
US (2) | US9771309B2 (ja) |
EP (1) | EP1877181B1 (ja) |
JP (1) | JP5436851B2 (ja) |
KR (1) | KR101366051B1 (ja) |
CN (1) | CN101175564B (ja) |
ES (1) | ES2544243T3 (ja) |
GB (1) | GB0507139D0 (ja) |
PL (1) | PL1877181T3 (ja) |
WO (1) | WO2006106353A1 (ja) |
ZA (1) | ZA200708460B (ja) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2012501827A (ja) * | 2008-09-05 | 2012-01-26 | メキシケム、アマンコ、ホールディング、ソシエダッド、アノニマ、デ、カピタル、バリアブレ | 触媒および該触媒を使用する方法 |
JP2012501826A (ja) * | 2008-09-05 | 2012-01-26 | メキシケム、アマンコ、ホールディング、ソシエダッド、アノニマ、デ、カピタル、バリアブレ | 触媒および該触媒を使用する方法 |
JP2019532799A (ja) * | 2016-09-07 | 2019-11-14 | メキシケム フロー エセ・ア・デ・セ・ヴェ | 触媒およびこの触媒を用いるフッ素化炭化水素の製造プロセス |
JP2022518445A (ja) * | 2019-01-17 | 2022-03-15 | メキシケム フロー エセ・ア・デ・セ・ヴェ | クロミア触媒を活性化するための方法 |
Families Citing this family (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB0507139D0 (en) * | 2005-04-08 | 2005-05-18 | Ineos Fluor Holdings Ltd | Catalyst |
KR101394583B1 (ko) | 2006-10-03 | 2014-05-12 | 멕시켐 아만코 홀딩 에스.에이. 데 씨.브이. | 탄소수 3-6의 (하이드로)플루오로알켄의 생성을 위한 탈수소할로겐화 방법 |
GB0806422D0 (en) | 2008-04-09 | 2008-05-14 | Ineos Fluor Holdings Ltd | Process |
CN103553871A (zh) | 2006-10-31 | 2014-02-05 | 纳幕尔杜邦公司 | 氟丙烷、卤代丙烯以及2-氯-3,3,3-三氟-1-丙烯与hf的共沸组合物和1,1,1,2,2-五氟丙烷与hf的共沸组合物的制备方法 |
GB0706978D0 (en) * | 2007-04-11 | 2007-05-16 | Ineos Fluor Holdings Ltd | Process |
FR2929271B1 (fr) * | 2008-03-28 | 2010-04-16 | Arkema France | Procede pour la preparation du 1,2,3,3,3-pentafluoropropene- 1 |
GB0806389D0 (en) | 2008-04-09 | 2008-05-14 | Ineos Fluor Holdings Ltd | Process |
GB0806419D0 (en) | 2008-04-09 | 2008-05-14 | Ineos Fluor Holdings Ltd | Process |
GB0808836D0 (en) | 2008-05-15 | 2008-06-18 | Ineos Fluor Ltd | Process |
GB0906191D0 (en) | 2009-04-09 | 2009-05-20 | Ineos Fluor Holdings Ltd | Process |
GB2492847A (en) | 2011-07-15 | 2013-01-16 | Mexichem Amanco Holding Sa | A process for reducing TFMA content in R-1234 |
CN103611525A (zh) * | 2013-11-13 | 2014-03-05 | 浙江衢化氟化学有限公司 | 一种气相法生产五氟乙烷的催化剂及其制备方法 |
ES2714752T3 (es) | 2014-08-14 | 2019-05-29 | Chemours Co Fc Llc | Procedimiento para la producción de E-1,3,3,3-tetrafluoropropeno (HFC-1234ZE) por deshidrofluoración |
GB2540427B (en) | 2015-07-17 | 2017-07-19 | Mexichem Fluor Sa De Cv | Process for the preparation of 2,3,3,3-tetrafluoropropene (1234yf) |
GB2559056B (en) | 2015-07-17 | 2019-09-11 | Mexichem Fluor Sa De Cv | Process for preparing 245cb and 1234yf from 243db |
GB201615209D0 (en) | 2016-09-07 | 2016-10-19 | Mexichem Fluor Sa De Cv | Catalyst and process using the catalyst |
CN106902808B (zh) * | 2017-03-31 | 2020-02-11 | 北京宇极科技发展有限公司 | 高活性钨基催化剂、制备方法及用途 |
CN111013612B (zh) * | 2019-12-20 | 2022-12-06 | 山东东岳化工有限公司 | 一种固体氟化催化剂的制备方法 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2001500059A (ja) * | 1996-09-10 | 2001-01-09 | インペリアル・ケミカル・インダストリーズ・ピーエルシー | フッ素化触媒及び製造方法 |
Family Cites Families (51)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL298215A (ja) | 1962-09-26 | 1900-01-01 | ||
GB1307224A (en) | 1969-06-27 | 1973-02-14 | Ici Ltd | Chromium oxide catalyst |
GB1589924A (en) | 1977-02-17 | 1981-05-20 | Ici Ltd | Manufacture of 1,1,1,2-tetrafluoroethane halogenated compounds |
US4158675A (en) | 1977-09-23 | 1979-06-19 | Imperial Chemical Industries Limited | Manufacture of halogenated compounds |
JPS5527139A (en) | 1978-08-14 | 1980-02-27 | Daikin Ind Ltd | Preparation of tetrafluoroethane |
JPS606927B2 (ja) | 1981-05-27 | 1985-02-21 | 旭硝子株式会社 | ハロゲン化炭化水素をフツ素化する方法 |
JPS606928B2 (ja) | 1981-05-29 | 1985-02-21 | 旭硝子株式会社 | 含フツ素ハロゲン化炭化水素の製造方法 |
US5276224A (en) | 1987-03-09 | 1994-01-04 | Ausimont S.P.A. | Process for preparing 1,1,1-trifluoro-2,2-dichloroethane by hydrofluorination in the presence of catalysts |
JP2638145B2 (ja) | 1988-10-21 | 1997-08-06 | 旭硝子株式会社 | 含水素クロロフルオロ炭化水素の異性化方法 |
JP2737276B2 (ja) | 1989-07-26 | 1998-04-08 | 旭硝子株式会社 | 1,1‐ジクロロ‐1,2,2,2‐テトラフルオロエタンの製造方法 |
JPH07100671B2 (ja) | 1990-03-13 | 1995-11-01 | ダイキン工業株式会社 | 1,1,1,2―テトラフルオロエタンの製造方法 |
US5334786A (en) | 1990-03-13 | 1994-08-02 | Daikin Industries, Ltd. | Process for preparing 1,1,1,2-tetrafluoroethane |
GB9104775D0 (en) | 1991-03-07 | 1991-04-17 | Ici Plc | Fluorination catalyst and process |
US5155082A (en) | 1991-04-12 | 1992-10-13 | Allied-Signal Inc. | Catalyst for the manufacture of chlorofluorocarbons, hydrochlorofluorocarbons and hydrofluorocarbons |
IT1251951B (it) | 1991-10-18 | 1995-05-27 | Ausimont Spa | Procedimento per purificare 1,1,1-trifluoro-,2,2 dicloroetano dall`isomero 1,1,2-trifluoro-1,2-dicloroetano. |
WO1993008146A1 (en) | 1991-10-25 | 1993-04-29 | Allied-Signal Inc. | Process for the manufacture of 1,1,1,2-tetrafluoroethane |
FR2684567B1 (fr) | 1991-12-09 | 1994-11-04 | Atochem | Catalyseurs massiques a base d'oxydes de chrome et de nickel, et leur application a la fluoration d'hydrocarbures halogenes. |
IT1252658B (it) | 1991-12-23 | 1995-06-20 | Ausimont Spa | Procedimento per la depurazione dell'1,1,1-trifluoro-2-fluoroetano |
IT1255031B (it) | 1992-05-13 | 1995-10-13 | Ausimont Spa | Procedimento per preparare pentafluoroetano mediante dismutazione del tetrafluorocloroetano |
US5744660A (en) * | 1992-06-10 | 1998-04-28 | Imperial Chemical Industries Plc | Products of tetrafluorothanes |
GB9219720D0 (en) | 1992-09-17 | 1992-10-28 | Ici Plc | Catalyst production |
KR960010776B1 (ko) | 1993-07-28 | 1996-08-08 | 한국과학기술연구원 | 1, 1, 1, 2-테트라플루오로에탄 제조를 위한 크롬 촉매 및 그것의 제조방법 |
CN1044788C (zh) | 1993-08-24 | 1999-08-25 | 中国科学院上海有机化学研究所 | 氟化催化剂制造及其应用 |
EP0641598B1 (en) * | 1993-09-07 | 1999-01-07 | Showa Denko Kabushiki Kaisha | Chromium-based fluorination catalyst, process for producing the catalyst, and fluorination process using the catalyst |
JP2996598B2 (ja) | 1993-09-07 | 2000-01-11 | 昭和電工株式会社 | クロム系フッ素化触媒、その製法及びフッ素化方法 |
WO1995011875A1 (en) | 1993-10-28 | 1995-05-04 | Alliedsignal Inc. | Process for purifying 1,1-dichloro-2,2,2-trifluoroethane and 1-chloro-1,2,2,2-tetrafluoroethane |
WO1995015937A1 (fr) | 1993-12-09 | 1995-06-15 | Daikin Industries, Ltd. | Procede de production du difluoromethane et du 1,1,1,2-tetrafluoroethane |
FR2713634B1 (fr) | 1993-12-09 | 1996-01-19 | Atochem Elf Sa | Fluoration catalytique d'hydrocarbures halogènes en phase gazeuse. |
FR2713633B1 (fr) | 1993-12-09 | 1996-01-19 | Atochem Elf Sa | Fluoration en phase gazeuse au moyen de catalyseurs cristallisés. |
GB9406813D0 (en) | 1994-04-06 | 1994-05-25 | Ici Plc | Production of pentafluoroethane |
US5545778A (en) * | 1994-05-25 | 1996-08-13 | Alliedsignal Inc. | Single stage process for producing hydrofluorocarbons from perchloroethylene |
JP3558385B2 (ja) | 1994-10-13 | 2004-08-25 | 昭和電工株式会社 | クロム系フッ素化触媒、及びフッ素化方法 |
KR0148068B1 (ko) | 1995-03-28 | 1998-08-17 | 김은영 | 1,1-디클로로-1-플루오로에탄 불소화 촉매 및 그것을 이용한 1,1,1-트리플루오로에탄의 제조방법 |
WO1996041679A1 (en) | 1995-06-08 | 1996-12-27 | E.I. Du Pont De Nemours And Company | Treatment of chromium oxide and catalytic manufacture of vinyl fluoride |
FR2736050B1 (fr) | 1995-06-29 | 1997-08-01 | Atochem Elf Sa | Procede de fabrication du difluoromethane |
US6274780B1 (en) | 1995-07-11 | 2001-08-14 | E. I. Du Pont De Nemours And Company | Catalysts for halogenated hydrocarbon processing and their preparation and use |
KR0152580B1 (ko) | 1995-08-23 | 1998-10-15 | 김은영 | 1,1,1,2-테트라플루오로에탄, 펜타플루오로에탄 및 1,1,1-트리플루오로에탄의 병산 방법 |
CN1041804C (zh) | 1995-09-13 | 1999-01-27 | 西安近代化学研究所 | 氟化卤代烃的氟化催化剂 |
FR2740994B1 (fr) | 1995-11-10 | 1997-12-05 | Atochem Elf Sa | Catalyseurs massiques a base d'oxyde de chrome, leur procede de preparation et leur application a la fluoration d'hydrocarbures halogenes |
FR2757085B1 (fr) | 1996-12-13 | 1999-01-22 | Atochem Elf Sa | Catalyseurs massiques a base de chrome et de nickel pour la fluoration en phase gazeuse d'hydrocarbures halogenes |
US6172270B1 (en) | 1997-04-23 | 2001-01-09 | Asahi Glass Company, Ltd. | Process for producing halogenated hydrocarbons |
US6028026A (en) | 1997-08-25 | 2000-02-22 | E. I. Du Pont De Nemours And Company | Cubic chromium trifluoride and its use for halogenated hydrocarbon processing |
JP3520900B2 (ja) | 1997-12-12 | 2004-04-19 | ダイキン工業株式会社 | ペンタフルオロエタンの製造方法、並びにフッ素化用触媒及びその製造方法 |
IT1303074B1 (it) | 1998-05-07 | 2000-10-23 | Ausimont Spa | Catalizzatore per la fluorurazione di composti organici alogenati |
BE1012227A3 (fr) | 1998-10-12 | 2000-07-04 | Solvay | Catalyseur et procede d'hydrofluoration. |
CA2403117C (en) | 2000-03-31 | 2009-01-27 | Council Of Scientific And Industrial Research | A process for the preparation of 1,1,1,2-tetrafluoroethane |
IT1318489B1 (it) | 2000-04-21 | 2003-08-25 | Ausimont Spa | Processo per la produzione di chf3 (hfc-23). |
RU2326859C2 (ru) * | 2002-08-22 | 2008-06-20 | Е.И.Дюпон Де Немур Энд Компани | Способы получения 2-хлор-1,1,1,2,3,3,3-гептафторпропана, гексафторпропена и 1,1,1,2,3,3,3-гептафторпропана |
WO2004018095A1 (en) | 2002-08-22 | 2004-03-04 | E.I. Du Pont De Nemours And Company | Nickel-substituted and mixed nickel-and-cobalt-substituted chromium oxide compositions, their preparation, and their use as catalysts and catalyst precursors |
EP1539347B1 (en) | 2002-08-22 | 2012-06-27 | E.I. Du Pont De Nemours And Company | Cobalt substituted chromium oxide compositions, their preparation and their use as catalysts and catalyst precursors |
GB0507139D0 (en) * | 2005-04-08 | 2005-05-18 | Ineos Fluor Holdings Ltd | Catalyst |
-
2005
- 2005-04-08 GB GBGB0507139.4A patent/GB0507139D0/en not_active Ceased
-
2006
- 2006-04-10 WO PCT/GB2006/001291 patent/WO2006106353A1/en active Application Filing
- 2006-04-10 CN CN2006800160076A patent/CN101175564B/zh active Active
- 2006-04-10 EP EP06726692.4A patent/EP1877181B1/en active Active
- 2006-04-10 ES ES06726692.4T patent/ES2544243T3/es active Active
- 2006-04-10 JP JP2008504852A patent/JP5436851B2/ja active Active
- 2006-04-10 PL PL06726692T patent/PL1877181T3/pl unknown
- 2006-04-10 KR KR1020077025902A patent/KR101366051B1/ko active IP Right Grant
- 2006-04-10 US US11/887,972 patent/US9771309B2/en active Active
-
2007
- 2007-10-03 ZA ZA2007/08460A patent/ZA200708460B/en unknown
-
2017
- 2017-09-13 US US15/703,217 patent/US10189757B2/en active Active
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2001500059A (ja) * | 1996-09-10 | 2001-01-09 | インペリアル・ケミカル・インダストリーズ・ピーエルシー | フッ素化触媒及び製造方法 |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2012501827A (ja) * | 2008-09-05 | 2012-01-26 | メキシケム、アマンコ、ホールディング、ソシエダッド、アノニマ、デ、カピタル、バリアブレ | 触媒および該触媒を使用する方法 |
JP2012501826A (ja) * | 2008-09-05 | 2012-01-26 | メキシケム、アマンコ、ホールディング、ソシエダッド、アノニマ、デ、カピタル、バリアブレ | 触媒および該触媒を使用する方法 |
KR101343471B1 (ko) * | 2008-09-05 | 2014-01-15 | 멕시켐 아만코 홀딩 에스.에이. 데 씨.브이. | 불소화 촉매 및 불소화된 탄화수소의 제조방법 |
JP2019532799A (ja) * | 2016-09-07 | 2019-11-14 | メキシケム フロー エセ・ア・デ・セ・ヴェ | 触媒およびこの触媒を用いるフッ素化炭化水素の製造プロセス |
JP2022518445A (ja) * | 2019-01-17 | 2022-03-15 | メキシケム フロー エセ・ア・デ・セ・ヴェ | クロミア触媒を活性化するための方法 |
Also Published As
Publication number | Publication date |
---|---|
CN101175564A (zh) | 2008-05-07 |
PL1877181T3 (pl) | 2016-01-29 |
US20090209792A1 (en) | 2009-08-20 |
JP5436851B2 (ja) | 2014-03-05 |
EP1877181B1 (en) | 2015-06-17 |
KR101366051B1 (ko) | 2014-02-21 |
US10189757B2 (en) | 2019-01-29 |
GB0507139D0 (en) | 2005-05-18 |
US9771309B2 (en) | 2017-09-26 |
ES2544243T3 (es) | 2015-08-28 |
ZA200708460B (en) | 2016-04-28 |
US20180022671A1 (en) | 2018-01-25 |
WO2006106353A1 (en) | 2006-10-12 |
KR20070118303A (ko) | 2007-12-14 |
EP1877181A1 (en) | 2008-01-16 |
CN101175564B (zh) | 2012-09-05 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP5436851B2 (ja) | 触媒 | |
JP5133500B2 (ja) | コバルト置換酸化クロム組成物、それらの製造、および触媒および触媒前駆物質としてのそれらの使用 | |
US8232435B2 (en) | 1,2,3,3,3-pentafluoropropene production processes | |
US5945573A (en) | Process for the manufacture of 1,1,1,3,3-pentafluoropropane | |
KR100351211B1 (ko) | 크롬계플루오르화촉매,그촉매의제조방법및그촉매를사용한플루오르화방법 | |
JP5096661B2 (ja) | ニッケル置換ならびに混合ニッケルおよびコバルト置換酸化クロム組成物、それらの製造、ならびに触媒および触媒前駆物質としてのそれらの使用 | |
JP5816612B2 (ja) | 3,3,3‐トリフルオロプロペンの製造方法 | |
JP2001500059A (ja) | フッ素化触媒及び製造方法 | |
JP5128706B2 (ja) | 触媒および該触媒を使用する方法 | |
EP0576581B1 (en) | Process for the manufacture of 2,2-dichloro-1,1,1-trifluoroethane, 2-chloro-1,1,1,2-tetrafluoroethane and pentafluoroethane | |
JP2996598B2 (ja) | クロム系フッ素化触媒、その製法及びフッ素化方法 | |
JP3558385B2 (ja) | クロム系フッ素化触媒、及びフッ素化方法 | |
RU2594485C1 (ru) | Способ активации катализатора для получения фторсодержащих углеводородов | |
JPH0761944A (ja) | フッ素化触媒およびフッ素化方法 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20090309 |
|
A711 | Notification of change in applicant |
Free format text: JAPANESE INTERMEDIATE CODE: A711 Effective date: 20120217 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A821 Effective date: 20120217 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20120612 |
|
A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20130614 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20131010 |
|
A911 | Transfer to examiner for re-examination before appeal (zenchi) |
Free format text: JAPANESE INTERMEDIATE CODE: A911 Effective date: 20131018 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20131112 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20131211 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 5436851 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |