CA2474607A1 - Iron oxide-based catalyst, its preparation and its use in a dehydrogenation process - Google Patents
Iron oxide-based catalyst, its preparation and its use in a dehydrogenation process Download PDFInfo
- Publication number
- CA2474607A1 CA2474607A1 CA002474607A CA2474607A CA2474607A1 CA 2474607 A1 CA2474607 A1 CA 2474607A1 CA 002474607 A CA002474607 A CA 002474607A CA 2474607 A CA2474607 A CA 2474607A CA 2474607 A1 CA2474607 A1 CA 2474607A1
- Authority
- CA
- Canada
- Prior art keywords
- catalyst
- iron oxide
- mole
- compound
- calculated
- 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.)
- Abandoned
Links
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 title claims abstract description 192
- 239000003054 catalyst Substances 0.000 title claims abstract description 101
- 238000000034 method Methods 0.000 title claims abstract description 69
- 238000006356 dehydrogenation reaction Methods 0.000 title claims abstract description 38
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- 150000001875 compounds Chemical class 0.000 claims abstract description 82
- XEEYBQQBJWHFJM-UHFFFAOYSA-N iron Substances [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims abstract description 36
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 claims abstract description 34
- 229910052747 lanthanoid Inorganic materials 0.000 claims abstract description 28
- 150000002602 lanthanoids Chemical class 0.000 claims abstract description 28
- 229910052742 iron Inorganic materials 0.000 claims abstract description 27
- -1 iron halide Chemical class 0.000 claims abstract description 26
- 238000000354 decomposition reaction Methods 0.000 claims abstract description 19
- 229920000642 polymer Polymers 0.000 claims abstract description 8
- 229920001577 copolymer Polymers 0.000 claims abstract description 6
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N Ethylbenzene Chemical compound CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 claims description 18
- 238000001354 calcination Methods 0.000 claims description 18
- 239000000203 mixture Substances 0.000 claims description 18
- 239000011148 porous material Substances 0.000 claims description 14
- 150000004820 halides Chemical class 0.000 claims description 13
- 229910052750 molybdenum Inorganic materials 0.000 claims description 12
- 239000011733 molybdenum Substances 0.000 claims description 12
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 10
- 229910052804 chromium Inorganic materials 0.000 claims description 9
- 239000011651 chromium Substances 0.000 claims description 9
- 229910052802 copper Inorganic materials 0.000 claims description 9
- 239000010949 copper Substances 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 229910001868 water Inorganic materials 0.000 claims description 9
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 8
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 8
- 229910052783 alkali metal Inorganic materials 0.000 claims description 8
- 150000001340 alkali metals Chemical class 0.000 claims description 8
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 claims description 8
- 229910052721 tungsten Inorganic materials 0.000 claims description 8
- 239000010937 tungsten Substances 0.000 claims description 8
- 229910052684 Cerium Inorganic materials 0.000 claims description 7
- 229910052791 calcium Inorganic materials 0.000 claims description 7
- 239000011575 calcium Substances 0.000 claims description 7
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 6
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 6
- 229910052700 potassium Inorganic materials 0.000 claims description 6
- 239000011591 potassium Substances 0.000 claims description 6
- 229910052720 vanadium Inorganic materials 0.000 claims description 6
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 claims description 6
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 5
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 5
- ZMIGMASIKSOYAM-UHFFFAOYSA-N cerium Chemical compound [Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce] ZMIGMASIKSOYAM-UHFFFAOYSA-N 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 239000000178 monomer Substances 0.000 claims description 4
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 3
- 229910052749 magnesium Inorganic materials 0.000 claims description 3
- 239000011777 magnesium Substances 0.000 claims description 3
- 235000013980 iron oxide Nutrition 0.000 description 76
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Natural products C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 15
- 230000007423 decrease Effects 0.000 description 10
- 239000000047 product Substances 0.000 description 10
- 238000005984 hydrogenation reaction Methods 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- 229910052751 metal Inorganic materials 0.000 description 7
- 239000002184 metal Substances 0.000 description 7
- 150000003839 salts Chemical class 0.000 description 7
- UEXCJVNBTNXOEH-UHFFFAOYSA-N Ethynylbenzene Chemical group C#CC1=CC=CC=C1 UEXCJVNBTNXOEH-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 238000013401 experimental design Methods 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 239000000571 coke Substances 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 238000001125 extrusion Methods 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 150000004676 glycans Chemical class 0.000 description 4
- VBMVTYDPPZVILR-UHFFFAOYSA-N iron(2+);oxygen(2-) Chemical class [O-2].[Fe+2] VBMVTYDPPZVILR-UHFFFAOYSA-N 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 150000002736 metal compounds Chemical class 0.000 description 4
- 229920001282 polysaccharide Polymers 0.000 description 4
- 239000005017 polysaccharide Substances 0.000 description 4
- 238000007493 shaping process Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- RWGFKTVRMDUZSP-UHFFFAOYSA-N cumene Chemical compound CC(C)C1=CC=CC=C1 RWGFKTVRMDUZSP-UHFFFAOYSA-N 0.000 description 3
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 3
- 229910052753 mercury Inorganic materials 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000008188 pellet Substances 0.000 description 3
- 238000007086 side reaction Methods 0.000 description 3
- DSNHSQKRULAAEI-UHFFFAOYSA-N 1,4-Diethylbenzene Chemical compound CCC1=CC=C(CC)C=C1 DSNHSQKRULAAEI-UHFFFAOYSA-N 0.000 description 2
- HYFLWBNQFMXCPA-UHFFFAOYSA-N 1-ethyl-2-methylbenzene Chemical compound CCC1=CC=CC=C1C HYFLWBNQFMXCPA-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- LTEQMZWBSYACLV-UHFFFAOYSA-N Hexylbenzene Chemical compound CCCCCCC1=CC=CC=C1 LTEQMZWBSYACLV-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical class C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical class C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
- 150000001491 aromatic compounds Chemical class 0.000 description 2
- OCKPCBLVNKHBMX-UHFFFAOYSA-N butylbenzene Chemical compound CCCCC1=CC=CC=C1 OCKPCBLVNKHBMX-UHFFFAOYSA-N 0.000 description 2
- 150000007942 carboxylates Chemical class 0.000 description 2
- ZCDOYSPFYFSLEW-UHFFFAOYSA-N chromate(2-) Chemical class [O-][Cr]([O-])(=O)=O ZCDOYSPFYFSLEW-UHFFFAOYSA-N 0.000 description 2
- 230000008021 deposition Effects 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- JKQOBWVOAYFWKG-UHFFFAOYSA-N molybdenum trioxide Chemical compound O=[Mo](=O)=O JKQOBWVOAYFWKG-UHFFFAOYSA-N 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000001694 spray drying Methods 0.000 description 2
- LSGOVYNHVSXFFJ-UHFFFAOYSA-N vanadate(3-) Chemical class [O-][V]([O-])([O-])=O LSGOVYNHVSXFFJ-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical class OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
- VTLYFUHAOXGGBS-UHFFFAOYSA-N Fe3+ Chemical compound [Fe+3] VTLYFUHAOXGGBS-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229910021577 Iron(II) chloride Inorganic materials 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 150000001341 alkaline earth metal compounds Chemical class 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052792 caesium Inorganic materials 0.000 description 1
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- GHLITDDQOMIBFS-UHFFFAOYSA-H cerium(3+);tricarbonate Chemical compound [Ce+3].[Ce+3].[O-]C([O-])=O.[O-]C([O-])=O.[O-]C([O-])=O GHLITDDQOMIBFS-UHFFFAOYSA-H 0.000 description 1
- 150000001860 citric acid derivatives Chemical class 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000012790 confirmation Methods 0.000 description 1
- 238000010924 continuous production Methods 0.000 description 1
- 229920003244 diene elastomer Polymers 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 229960002089 ferrous chloride Drugs 0.000 description 1
- 150000004675 formic acid derivatives Chemical class 0.000 description 1
- 238000004508 fractional distillation Methods 0.000 description 1
- 229910052598 goethite Inorganic materials 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- 229910052595 hematite Inorganic materials 0.000 description 1
- 239000011019 hematite Substances 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- AEIXRCIKZIZYPM-UHFFFAOYSA-M hydroxy(oxo)iron Chemical compound [O][Fe]O AEIXRCIKZIZYPM-UHFFFAOYSA-M 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- NMCUIPGRVMDVDB-UHFFFAOYSA-L iron dichloride Chemical compound Cl[Fe]Cl NMCUIPGRVMDVDB-UHFFFAOYSA-L 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- LIKBJVNGSGBSGK-UHFFFAOYSA-N iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Fe+3].[Fe+3] LIKBJVNGSGBSGK-UHFFFAOYSA-N 0.000 description 1
- SZVJSHCCFOBDDC-UHFFFAOYSA-N iron(II,III) oxide Inorganic materials O=[Fe]O[Fe]O[Fe]=O SZVJSHCCFOBDDC-UHFFFAOYSA-N 0.000 description 1
- KXUHSQYYJYAXGZ-UHFFFAOYSA-N isobutylbenzene Chemical compound CC(C)CC1=CC=CC=C1 KXUHSQYYJYAXGZ-UHFFFAOYSA-N 0.000 description 1
- 229910052746 lanthanum Inorganic materials 0.000 description 1
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical group [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 239000012702 metal oxide precursor Substances 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene-acid Natural products C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 150000003891 oxalate salts Chemical class 0.000 description 1
- 238000005839 oxidative dehydrogenation reaction Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 235000021110 pickles Nutrition 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 238000010094 polymer processing Methods 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Chemical class COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000000066 reactive distillation Methods 0.000 description 1
- 229910052701 rubidium Inorganic materials 0.000 description 1
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 239000011949 solid catalyst Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000003011 styrenyl group Chemical group [H]\C(*)=C(/[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/32—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with formation of free hydrogen
- C07C5/327—Formation of non-aromatic carbon-to-carbon double bonds only
- C07C5/333—Catalytic processes
- C07C5/3332—Catalytic processes with metal oxides or metal sulfides
-
- 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
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/83—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with rare earths or actinides
-
- 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
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/84—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/85—Chromium, molybdenum or tungsten
-
- 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
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/84—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/85—Chromium, molybdenum or tungsten
- B01J23/88—Molybdenum
- B01J23/887—Molybdenum containing in addition other metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/8871—Rare earth metals or actinides
-
- 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
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/08—Heat treatment
- B01J37/082—Decomposition and pyrolysis
- B01J37/088—Decomposition of a metal salt
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C15/00—Cyclic hydrocarbons containing only six-membered aromatic rings as cyclic parts
- C07C15/02—Monocyclic hydrocarbons
- C07C15/067—C8H10 hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/32—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with formation of free hydrogen
- C07C5/327—Formation of non-aromatic carbon-to-carbon double bonds only
- C07C5/333—Catalytic processes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/02—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of the alkali- or alkaline earth metals or beryllium
- C07C2523/04—Alkali metals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/10—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of rare earths
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- C07C2523/24—Chromium, molybdenum or tungsten
- C07C2523/28—Molybdenum
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
- C07C2523/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of the iron group metals or copper
- C07C2523/74—Iron group metals
- C07C2523/745—Iron
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Physics & Mathematics (AREA)
- Thermal Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US35358602P | 2002-01-30 | 2002-01-30 | |
| US60/353,586 | 2002-01-30 | ||
| PCT/US2003/002779 WO2003064032A1 (en) | 2002-01-30 | 2003-01-30 | Iron oxide-based catalyst, its preparation and its use in a dehydrogenation process |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2474607A1 true CA2474607A1 (en) | 2003-08-07 |
Family
ID=27663225
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002474607A Abandoned CA2474607A1 (en) | 2002-01-30 | 2003-01-30 | Iron oxide-based catalyst, its preparation and its use in a dehydrogenation process |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US7435703B2 (https=) |
| EP (1) | EP1471999B1 (https=) |
| JP (1) | JP4308665B2 (https=) |
| KR (1) | KR100945966B1 (https=) |
| CN (2) | CN1697691A (https=) |
| AR (1) | AR038321A1 (https=) |
| AT (1) | ATE356661T1 (https=) |
| AU (1) | AU2003210745B2 (https=) |
| BR (1) | BR0307214A (https=) |
| CA (1) | CA2474607A1 (https=) |
| DE (1) | DE60312484T2 (https=) |
| MX (1) | MXPA04007296A (https=) |
| RU (1) | RU2302290C2 (https=) |
| TW (1) | TWI267401B (https=) |
| WO (1) | WO2003064032A1 (https=) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI267401B (en) | 2002-01-30 | 2006-12-01 | Shell Int Research | A catalyst, its preparation and its use in a dehydrogenation process |
| US7282619B2 (en) | 2003-10-14 | 2007-10-16 | Shell Oil Company | Method of operating a dehydrogenation reactor system |
| US7297402B2 (en) * | 2004-04-15 | 2007-11-20 | Shell Oil Company | Shaped particle having an asymmetrical cross sectional geometry |
| US20060020152A1 (en) * | 2004-07-22 | 2006-01-26 | Theobald Eugene H | Method for the low temperature selective oxidation of hydrogen contained in a hydrocarbon stream |
| CN101072632A (zh) * | 2004-11-18 | 2007-11-14 | 国际壳牌研究有限公司 | 脱氢方法 |
| RU2385313C2 (ru) * | 2004-11-18 | 2010-03-27 | Шелл Интернэшнл Рисерч Маатсхаппий Б.В. | Улучшенный способ получения алкенилароматического соединения при низком отношении пар/углеводород |
| RU2379105C2 (ru) | 2004-11-18 | 2010-01-20 | Шелл Интернэшнл Рисерч Маатсхаппий Б.В. | Высокоактивный и высокостабильный катализатор дегидрирования на основе оксида железа с низкой концентрацией титана, и его получение и применение |
| CN100391605C (zh) * | 2005-01-26 | 2008-06-04 | 中国石油化工股份有限公司 | 用于制备烷烯基芳烃的脱氢催化剂 |
| US20060224029A1 (en) * | 2005-03-29 | 2006-10-05 | Fina Technology, Inc. | Method of extending catalyst life in vinyl aromatic hydrocarbon formation |
| WO2007009927A1 (de) * | 2005-07-22 | 2007-01-25 | Basf Aktiengesellschaft | Katalysator zur dehydrierung oder hydrierung von kohlenwasserstoffen enthaltend sekundäres katalysatormaterial |
| JP2009508860A (ja) * | 2005-09-16 | 2009-03-05 | シエル・インターナシヨナル・リサーチ・マートスハツペイ・ベー・ヴエー | 芳香族生成物を作製する方法 |
| US20070189989A1 (en) * | 2006-02-16 | 2007-08-16 | Cantwell Maggie Y | Cosmetic compositions and methods of making and using the compositions |
| EP2104563A1 (en) * | 2007-01-18 | 2009-09-30 | Shell Internationale Research Maatschappij B.V. | A catalyst, its preparation and use |
| AR065023A1 (es) * | 2007-01-30 | 2009-05-13 | Shell Int Research | Un catalizador de deshidrogenacion, su proceso de preparacion y su metodo de uso |
| BRPI0810223A2 (pt) * | 2007-05-03 | 2014-10-29 | Shell Int Research | Catalisador de desidrogenação e, processos para preparar o mesmo, e para desidrogenar um hidrocarboneto desidrogenável. |
| EP2152412A2 (en) * | 2007-05-03 | 2010-02-17 | Shell Internationale Research Maatschappij B.V. | A catalyst, its preparation and use |
| EP2175989A4 (en) * | 2007-08-10 | 2012-02-01 | Rentech Inc | EXCESSED IRON CATALYST FOR HYDROGENATION OF CARBON MONOXIDE |
| US20100022816A1 (en) * | 2008-07-22 | 2010-01-28 | Fina Technology, Inc. | Dehydrogenation of Methylbutenes to Isoprene |
| US8905259B2 (en) | 2010-08-12 | 2014-12-09 | Holtec International, Inc. | Ventilated system for storing high level radioactive waste |
| RU2629195C2 (ru) * | 2011-12-22 | 2017-08-25 | Басф Се | Катализатор для дегидрирования углеводородов |
| US11820658B2 (en) * | 2021-01-04 | 2023-11-21 | Saudi Arabian Oil Company | Black powder catalyst for hydrogen production via autothermal reforming |
| KR20240151410A (ko) | 2023-04-11 | 2024-10-18 | 한국과학기술연구원 | 철산화물-금속이중층수산화물 복합체 및 그 제조방법 |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1368748A (en) * | 1920-01-05 | 1921-02-15 | Nat Ferrite Company | Process of manufacturing iron compounds and product |
| FR2592375B1 (fr) * | 1985-12-27 | 1988-04-08 | Shell Int Research | Procede de deshydrogenation sans oxydation |
| US4822936A (en) * | 1987-08-25 | 1989-04-18 | The Dow Chemical Company | Selective hydrogenation of phenylacetylene in the presence of styrene |
| SU1515471A1 (ru) * | 1987-10-19 | 1996-04-27 | Г.Р. Котельников | Способ приготовления катализатора для дегидрирования алкилароматических и олефиновых углеводородов |
| US5023225A (en) * | 1989-07-21 | 1991-06-11 | United Catalysts Inc. | Dehydrogenation catalyst and process for its preparation |
| US5156816A (en) * | 1990-10-04 | 1992-10-20 | Fina Technology, Inc. | System for purifying styrene monomer feedstock using ethylbenzene dehydrogenation waste gas |
| JPH04277030A (ja) * | 1991-03-05 | 1992-10-02 | Nissan Gaadoraa Shokubai Kk | エチルベンゼン脱水素触媒 |
| US5171914A (en) * | 1991-08-30 | 1992-12-15 | Shell Oil Company | Dehydrogenation catalyst and process |
| BR9107322A (pt) * | 1991-10-10 | 1996-01-02 | Dow Chemical Co | Processo para a hidrogenação seletiva de composto s de acetileno aromático |
| US5461179A (en) * | 1993-07-07 | 1995-10-24 | Raytheon Engineers & Constructors, Inc. | Regeneration and stabilization of dehydrogenation catalysts |
| JPH07178340A (ja) * | 1993-11-11 | 1995-07-18 | Idemitsu Petrochem Co Ltd | アルキル芳香族炭化水素の脱水素反応用触媒及びこれを用いたビニル芳香族炭化水素の製造方法 |
| US5401485A (en) * | 1994-03-15 | 1995-03-28 | Shell Oil Company | Reduction of residual chloride in iron oxides |
| JPH10510524A (ja) * | 1994-12-14 | 1998-10-13 | シエル・インターナシヨネイル・リサーチ・マーチヤツピイ・ベー・ウイ | 大粒子の脱水素化触媒および方法 |
| EP0797481B1 (en) * | 1994-12-14 | 2000-08-30 | Shell Internationale Researchmaatschappij B.V. | Restructured iron oxide |
| US5597547A (en) * | 1995-04-13 | 1997-01-28 | Shell Oil Company | Reduction of residual chloride in iron oxides |
| IT1283207B1 (it) * | 1996-03-08 | 1998-04-16 | Montecatini Tecnologie Srl | Catalizzatori per la deidrogenazione di etilbenzene a stirene |
| EP0850881B1 (de) * | 1996-12-27 | 2002-08-21 | Ruthner, Michael Johann, Dipl.Ing. Dr.mont. | Verfahren und Vorrichtung zur Herstellung von Eisenoxiden aus salzsauren eisenchloridhaltigen Lösungen |
| IT1293531B1 (it) | 1997-08-01 | 1999-03-01 | Sud Chemie Mt S R L Ex Monteca | Catalizzatori per la deidrogenazione dell'etilbenzene a stirene |
| DE19814080A1 (de) * | 1998-03-30 | 1999-10-07 | Basf Ag | Katalysator zur Dehydrierung von Kohlenwasserstoffen, insbesondere zur Dehydrierung von Ethylbenzol zu Styrol, sowie Verfahren zu seiner Herstellung |
| US6242379B1 (en) * | 1998-04-01 | 2001-06-05 | United Catalysts Inc. | Dehydrogenation catalysts |
| DE50012271D1 (de) | 1999-02-10 | 2006-04-27 | Basf Ag | Katalysator zur Dehydrierung von Ethylbenzol zu Styrol |
| EP1379470B9 (de) | 2001-04-10 | 2012-05-02 | Basf Se | Eisenoxide mit höherem veredelungsgrad |
| TWI267401B (en) | 2002-01-30 | 2006-12-01 | Shell Int Research | A catalyst, its preparation and its use in a dehydrogenation process |
-
2003
- 2003-01-23 TW TW092101474A patent/TWI267401B/zh not_active IP Right Cessation
- 2003-01-28 AR ARP030100238A patent/AR038321A1/es active IP Right Grant
- 2003-01-28 US US10/352,819 patent/US7435703B2/en not_active Expired - Lifetime
- 2003-01-30 AU AU2003210745A patent/AU2003210745B2/en not_active Ceased
- 2003-01-30 CA CA002474607A patent/CA2474607A1/en not_active Abandoned
- 2003-01-30 AT AT03735084T patent/ATE356661T1/de not_active IP Right Cessation
- 2003-01-30 BR BR0307214-2A patent/BR0307214A/pt not_active Application Discontinuation
- 2003-01-30 JP JP2003563713A patent/JP4308665B2/ja not_active Expired - Lifetime
- 2003-01-30 WO PCT/US2003/002779 patent/WO2003064032A1/en not_active Ceased
- 2003-01-30 DE DE60312484T patent/DE60312484T2/de not_active Expired - Lifetime
- 2003-01-30 EP EP03735084A patent/EP1471999B1/en not_active Expired - Lifetime
- 2003-01-30 CN CNA038030365A patent/CN1697691A/zh active Pending
- 2003-01-30 MX MXPA04007296A patent/MXPA04007296A/es not_active Application Discontinuation
- 2003-01-30 CN CN2011102140120A patent/CN102343268A/zh active Pending
- 2003-01-30 KR KR1020047011570A patent/KR100945966B1/ko not_active Expired - Fee Related
- 2003-01-30 RU RU2004126240/04A patent/RU2302290C2/ru not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| JP2005515886A (ja) | 2005-06-02 |
| US7435703B2 (en) | 2008-10-14 |
| DE60312484D1 (de) | 2007-04-26 |
| BR0307214A (pt) | 2004-12-07 |
| WO2003064032A1 (en) | 2003-08-07 |
| EP1471999B1 (en) | 2007-03-14 |
| CN102343268A (zh) | 2012-02-08 |
| US20030144566A1 (en) | 2003-07-31 |
| RU2004126240A (ru) | 2006-01-27 |
| DE60312484T2 (de) | 2007-12-13 |
| AU2003210745B2 (en) | 2008-10-23 |
| ATE356661T1 (de) | 2007-04-15 |
| JP4308665B2 (ja) | 2009-08-05 |
| RU2302290C2 (ru) | 2007-07-10 |
| KR100945966B1 (ko) | 2010-03-09 |
| MXPA04007296A (es) | 2004-10-29 |
| CN1697691A (zh) | 2005-11-16 |
| EP1471999A1 (en) | 2004-11-03 |
| KR20040077807A (ko) | 2004-09-06 |
| AR038321A1 (es) | 2005-01-12 |
| TWI267401B (en) | 2006-12-01 |
| TW200302131A (en) | 2003-08-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP1471999B1 (en) | Iron oxide-based catalyst, its preparation and its use in a dehydrogenation process | |
| AU2003210745A1 (en) | Iron oxide-based catalyst, its preparation and its use in a dehydrogenation process | |
| CA2674950A1 (en) | A catalyst, its preparation and use | |
| US7713498B2 (en) | Manufacturing plant for the dehydrogenation of an unsaturated hydrocarbon | |
| CA2685692A1 (en) | A catalyst, its preparation and use | |
| US20090281256A1 (en) | Catalyst, its preparation and use | |
| EP2158036A2 (en) | A catalyst, its preparation and use | |
| US20080200632A1 (en) | Catalyst, its preparation and use |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued |
Effective date: 20130130 |