DE69828026T2 - Katalysatoren für die oxidation von ethan zu essigsäure, verfahren zu ihrer herstellung und verwendung - Google Patents
Katalysatoren für die oxidation von ethan zu essigsäure, verfahren zu ihrer herstellung und verwendung Download PDFInfo
- Publication number
- DE69828026T2 DE69828026T2 DE69828026T DE69828026T DE69828026T2 DE 69828026 T2 DE69828026 T2 DE 69828026T2 DE 69828026 T DE69828026 T DE 69828026T DE 69828026 T DE69828026 T DE 69828026T DE 69828026 T2 DE69828026 T2 DE 69828026T2
- Authority
- DE
- Germany
- Prior art keywords
- catalyst
- ethane
- acetic acid
- selectivity
- oxygen
- 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.)
- Expired - Lifetime
Links
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 title claims description 163
- 239000003054 catalyst Substances 0.000 title claims description 99
- 238000000034 method Methods 0.000 title claims description 52
- 238000007254 oxidation reaction Methods 0.000 title claims description 26
- 230000003647 oxidation Effects 0.000 title claims description 25
- 238000004519 manufacturing process Methods 0.000 title claims description 7
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims description 51
- 239000000203 mixture Substances 0.000 claims description 47
- 238000006243 chemical reaction Methods 0.000 claims description 38
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 21
- 230000008569 process Effects 0.000 claims description 20
- 229910052760 oxygen Inorganic materials 0.000 claims description 19
- 239000001301 oxygen Substances 0.000 claims description 19
- 150000001875 compounds Chemical class 0.000 claims description 11
- 239000007789 gas Substances 0.000 claims description 11
- 239000011541 reaction mixture Substances 0.000 claims description 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
- 229910001882 dioxygen Inorganic materials 0.000 claims description 6
- 150000001735 carboxylic acids Chemical class 0.000 claims description 2
- 230000001590 oxidative effect Effects 0.000 claims description 2
- 239000012530 fluid Substances 0.000 claims 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 25
- 239000005977 Ethylene Substances 0.000 description 23
- 229910052698 phosphorus Inorganic materials 0.000 description 17
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 15
- 239000011574 phosphorus Substances 0.000 description 15
- 229910052720 vanadium Inorganic materials 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 12
- 239000010955 niobium Substances 0.000 description 12
- 229910052750 molybdenum Inorganic materials 0.000 description 11
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 11
- 229910001868 water Inorganic materials 0.000 description 11
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 9
- 230000003197 catalytic effect Effects 0.000 description 9
- 239000011733 molybdenum Substances 0.000 description 9
- 230000000694 effects Effects 0.000 description 8
- 239000000463 material Substances 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
- 238000001354 calcination Methods 0.000 description 6
- 229910052758 niobium Inorganic materials 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
- 238000002441 X-ray diffraction Methods 0.000 description 5
- 239000012071 phase Substances 0.000 description 5
- PORWMNRCUJJQNO-UHFFFAOYSA-N tellurium atom Chemical compound [Te] PORWMNRCUJJQNO-UHFFFAOYSA-N 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 4
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 4
- 230000008859 change Effects 0.000 description 4
- 230000007423 decrease Effects 0.000 description 4
- 239000003085 diluting agent Substances 0.000 description 4
- 235000006408 oxalic acid Nutrition 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 229910052714 tellurium Inorganic materials 0.000 description 4
- 229910052721 tungsten Inorganic materials 0.000 description 4
- 150000001299 aldehydes Chemical class 0.000 description 3
- UNTBPXHCXVWYOI-UHFFFAOYSA-O azanium;oxido(dioxo)vanadium Chemical compound [NH4+].[O-][V](=O)=O UNTBPXHCXVWYOI-UHFFFAOYSA-O 0.000 description 3
- 229910052796 boron Inorganic materials 0.000 description 3
- 229910002092 carbon dioxide Inorganic materials 0.000 description 3
- 239000001569 carbon dioxide Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- 150000003891 oxalate salts Chemical class 0.000 description 3
- 239000000376 reactant Substances 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- -1 vanadyl pyrophosphate Chemical compound 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- 150000001242 acetic acid derivatives Chemical class 0.000 description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 2
- 229910000388 diammonium phosphate Inorganic materials 0.000 description 2
- 235000019838 diammonium phosphate Nutrition 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 239000002808 molecular sieve Substances 0.000 description 2
- 239000005078 molybdenum compound Substances 0.000 description 2
- 150000002752 molybdenum compounds Chemical class 0.000 description 2
- 229910052759 nickel Inorganic materials 0.000 description 2
- GUCVJGMIXFAOAE-UHFFFAOYSA-N niobium atom Chemical compound [Nb] GUCVJGMIXFAOAE-UHFFFAOYSA-N 0.000 description 2
- XNHGKSMNCCTMFO-UHFFFAOYSA-D niobium(5+);oxalate Chemical compound [Nb+5].[Nb+5].[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O.[O-]C(=O)C([O-])=O XNHGKSMNCCTMFO-UHFFFAOYSA-D 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 150000003017 phosphorus Chemical class 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 229910052702 rhenium Inorganic materials 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 2
- 229910052715 tantalum Inorganic materials 0.000 description 2
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 2
- 239000010937 tungsten Substances 0.000 description 2
- 150000003682 vanadium compounds Chemical class 0.000 description 2
- XTFIVUDBNACUBN-UHFFFAOYSA-N 1,3,5-trinitro-1,3,5-triazinane Chemical class [O-][N+](=O)N1CN([N+]([O-])=O)CN([N+]([O-])=O)C1 XTFIVUDBNACUBN-UHFFFAOYSA-N 0.000 description 1
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
- 229910052684 Cerium Inorganic materials 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical class OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 1
- 241000220304 Prunus dulcis Species 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- 229910052770 Uranium Inorganic materials 0.000 description 1
- XHCLAFWTIXFWPH-UHFFFAOYSA-N [O-2].[O-2].[O-2].[O-2].[O-2].[V+5].[V+5] Chemical class [O-2].[O-2].[O-2].[O-2].[O-2].[V+5].[V+5] XHCLAFWTIXFWPH-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 235000020224 almond Nutrition 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 229910002091 carbon monoxide Inorganic materials 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000012018 catalyst precursor Substances 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 150000003841 chloride salts Chemical class 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 238000003795 desorption Methods 0.000 description 1
- 235000011180 diphosphates Nutrition 0.000 description 1
- 239000002019 doping agent Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000004880 explosion Methods 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000010574 gas phase reaction Methods 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
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 230000002045 lasting effect Effects 0.000 description 1
- 229910052748 manganese Inorganic materials 0.000 description 1
- VUZPPFZMUPKLLV-UHFFFAOYSA-N methane;hydrate Chemical compound C.O VUZPPFZMUPKLLV-UHFFFAOYSA-N 0.000 description 1
- 239000012229 microporous material Substances 0.000 description 1
- 229910000476 molybdenum oxide Inorganic materials 0.000 description 1
- VLAPMBHFAWRUQP-UHFFFAOYSA-L molybdic acid Chemical compound O[Mo](O)(=O)=O VLAPMBHFAWRUQP-UHFFFAOYSA-L 0.000 description 1
- 239000007783 nanoporous material Substances 0.000 description 1
- 150000002822 niobium compounds Chemical class 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
- MWUXSHHQAYIFBG-UHFFFAOYSA-N nitrogen oxide Inorganic materials O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 1
- FXADMRZICBQPQY-UHFFFAOYSA-N orthotelluric acid Chemical compound O[Te](O)(O)(O)(O)O FXADMRZICBQPQY-UHFFFAOYSA-N 0.000 description 1
- 238000005839 oxidative dehydrogenation reaction Methods 0.000 description 1
- PQQKPALAQIIWST-UHFFFAOYSA-N oxomolybdenum Chemical class [Mo]=O PQQKPALAQIIWST-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000011949 solid catalyst Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 150000003892 tartrate salts Chemical class 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 229910000314 transition metal oxide Inorganic materials 0.000 description 1
- 230000007306 turnover Effects 0.000 description 1
- 229910001935 vanadium oxide Inorganic materials 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Classifications
-
- 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
- B01J23/002—Mixed oxides other than spinels, e.g. perovskite
-
- 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
- B01J23/28—Molybdenum
-
- 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
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/14—Phosphorus; Compounds thereof
- B01J27/186—Phosphorus; Compounds thereof with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J27/195—Phosphorus; Compounds thereof with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium with vanadium, niobium or tantalum
- B01J27/198—Vanadium
- B01J27/199—Vanadium with chromium, molybdenum, tungsten or polonium
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/215—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of saturated hydrocarbyl groups
-
- 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
- B01J23/20—Vanadium, niobium or tantalum
-
- 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
- B01J2523/00—Constitutive chemical elements of heterogeneous catalysts
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/582—Recycling of unreacted starting or intermediate materials
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US932075 | 1997-09-17 | ||
| US08/932,075 US6013597A (en) | 1997-09-17 | 1997-09-17 | Catalysts for the oxidation of ethane to acetic acid processes of making same and, processes of using same |
| PCT/GB1998/002791 WO1999013980A1 (en) | 1997-09-17 | 1998-09-15 | Catalysts for the oxidation of ethane to acetic acid, processes of making same and processes of using same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE69828026D1 DE69828026D1 (de) | 2005-01-13 |
| DE69828026T2 true DE69828026T2 (de) | 2005-04-07 |
Family
ID=25461731
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE69828026T Expired - Lifetime DE69828026T2 (de) | 1997-09-17 | 1998-09-15 | Katalysatoren für die oxidation von ethan zu essigsäure, verfahren zu ihrer herstellung und verwendung |
Country Status (6)
| Country | Link |
|---|---|
| US (2) | US6013597A (enExample) |
| EP (1) | EP0938378B1 (enExample) |
| JP (1) | JP4596377B2 (enExample) |
| CN (1) | CN1105599C (enExample) |
| DE (1) | DE69828026T2 (enExample) |
| WO (1) | WO1999013980A1 (enExample) |
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9807142D0 (en) * | 1998-04-02 | 1998-06-03 | Bp Chem Int Ltd | Catalyst and process utilising the catalyst |
| CA2271397A1 (en) * | 1998-05-21 | 1999-11-21 | Rohm And Haas Company | A process for preparing a catalyst |
| US6087297A (en) * | 1998-06-29 | 2000-07-11 | Saudi Basic Industries Corporation | Catalysts for gas phase production of acetic acid from ethane, processes of making the same and methods of using same |
| US6514902B1 (en) * | 1998-08-28 | 2003-02-04 | Asahi Kasei Kogyo Kabushiki Kaisha | Method for producing an oxide catalyst for use in producing acrylonitrile or methacrylonitrile from propane or isobutane |
| US6143921A (en) | 1999-05-14 | 2000-11-07 | Saudi Basic Industries Corporation | Method for producing vinyl acetate monomer from ethane or ethylene oxidation |
| US6258992B1 (en) * | 1999-09-17 | 2001-07-10 | Saudi Basic Industries Corporation | Gas phase catalytic oxidation of hydrocarbons to carboxylic acids and dehydrogenated products |
| US6693059B2 (en) * | 2000-02-09 | 2004-02-17 | Rohm And Haas Company | Process for preparing a catalyst and catalytic oxidation therewith |
| US6531631B1 (en) | 2000-04-28 | 2003-03-11 | Saudi Basic Industries Corporation | Oxidation of ethane to acetic acid and ethylene using molybdenum and vanadium based catalysts |
| US6337424B1 (en) * | 2000-04-28 | 2002-01-08 | Saudi Basic Industries Corporation | Catalysts oxidation of lower olefins to unsaturated aldehydes, methods of making and using the same |
| US6444845B1 (en) * | 2000-04-28 | 2002-09-03 | Saudia Basic Industries Corporation | Process for the oxidation of unsaturated aldehydes to produce carboxylic acids using Mo-V based catalysts |
| US6977064B1 (en) | 2000-05-05 | 2005-12-20 | Saudi Basic Industries Corporation | Apparatus for the controlled optimized addition of reactants in continuous flow reaction systems |
| ES2192983B1 (es) * | 2002-01-31 | 2004-09-16 | Universidad Politecnica De Valencia. | Un catalizador para la deshidrogenacion oxidativa de etano a eteno. |
| JP2007529294A (ja) * | 2003-12-18 | 2007-10-25 | アヴァンティウム インターナショナル ベー．フェー． | アルカン又はアルケンの酸化及びアンモ酸化のための触媒 |
| JP2008545743A (ja) * | 2005-06-01 | 2008-12-18 | セラニーズ・インターナショナル・コーポレーション | エタンを選択的に酸化してエチレンを製造する方法 |
| US7795469B2 (en) * | 2006-12-21 | 2010-09-14 | Rohm And Haas Company | Process for the selective (AMM) oxidation of lower molecular weight alkanes and alkenes |
| EP2179793A1 (en) * | 2008-10-21 | 2010-04-28 | Sued-Chemie AG | Phosphorous-containing mixed oxide catalysts |
| JP6068617B2 (ja) * | 2012-03-28 | 2017-01-25 | ローム アンド ハース カンパニーＲｏｈｍ Ａｎｄ Ｈａａｓ Ｃｏｍｐａｎｙ | エチレン及び酢酸の製造工程 |
| US9409156B2 (en) | 2012-10-19 | 2016-08-09 | Instituto Mexicano Del Petroleo | Oxidative dehydrogenation of ethane to ethylene and preparation of multimetallic mixed oxide catalyst for such process |
| CN105209418B (zh) * | 2013-05-13 | 2017-03-08 | 沙特基础工业公司 | 通过乙烷氧化制备乙酸的方法 |
| EP3038747B1 (en) * | 2013-08-30 | 2020-04-08 | SABIC Global Technologies B.V. | Transesterification of aromatic alcohols using a heterogeneous catalyst |
| CN103920516B (zh) * | 2014-04-15 | 2016-03-16 | 高丽娜 | 可用于烷烃氧化的催化剂制备方法 |
| CN105727978B (zh) * | 2014-12-06 | 2018-01-16 | 中国石油化工股份有限公司 | 一种用于乙烷氧化脱氢制乙烯的催化剂制备方法 |
| CN108114731A (zh) * | 2016-11-26 | 2018-06-05 | 中国科学院大连化学物理研究所 | 用于氧化反应的催化剂组合物 |
| WO2018116143A1 (en) | 2016-12-19 | 2018-06-28 | Sabic Global Technologies B.V. | Method of purifying acetic acid |
| US11986805B2 (en) | 2019-03-26 | 2024-05-21 | Sabic Global Technologies B.V. | Method of reactivating catalyst |
| EP4059916A1 (de) | 2021-03-15 | 2022-09-21 | Linde GmbH | Verfahren und anlage zur erzeugung eines produktkohlenwasserstoffs |
| CN116328755B (zh) * | 2021-12-22 | 2025-02-28 | 中国石油天然气股份有限公司 | 复合氧化物催化剂及其制备方法与应用 |
| CN116408061A (zh) * | 2021-12-31 | 2023-07-11 | 中国石油天然气股份有限公司 | 乙烷选择氧化制乙酸和乙烯的催化剂及其制备方法与应用 |
| EP4342873A1 (de) | 2022-09-26 | 2024-03-27 | Linde GmbH | Verfahren und anlage zur herstellung von ethylen und essigsäure, verfahren und anlage zur herstellung einer zielverbindung unter verwendung von ethylen und essigsäure |
| CN119702065B (zh) * | 2023-09-28 | 2025-11-18 | 中国石油天然气股份有限公司 | 一种乙烷氧化脱氢的复合型催化剂及其制备方法 |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1129469B (de) * | 1957-09-28 | 1962-05-17 | Hoechst Ag | Verfahren zur Herstellung von Aldehyden, Ketonen oder den Aldehyden entsprechenden Saeuren |
| US3057915A (en) * | 1957-09-14 | 1962-10-09 | Hoechst Ag | Process for oxidizing olefins to aldehydes, ketones and acids |
| US3240805A (en) * | 1961-10-13 | 1966-03-15 | Halcon International Inc | Process for producing acetic acid |
| US4339355A (en) * | 1975-10-09 | 1982-07-13 | Union Carbide Corporation | Catalytic oxide of molybdenum, vanadium, niobium and optional 4th metal |
| US4250054A (en) * | 1976-06-01 | 1981-02-10 | The Standard Oil Company (Ohio) | Catalysts for producing unsaturated aliphatic acids |
| US4148757A (en) * | 1977-08-10 | 1979-04-10 | The Standard Oil Company | Process for forming multi-component oxide complex catalysts |
| US4249020A (en) * | 1977-08-19 | 1981-02-03 | Union Carbide Corporation | Oxydehydrogenation of certain≧C4 saturated oxyhydrocarbon compounds |
| US4250346A (en) * | 1980-04-14 | 1981-02-10 | Union Carbide Corporation | Low temperature oxydehydrogenation of ethane to ethylene |
| GB8915410D0 (en) * | 1989-07-05 | 1989-08-23 | Bp Chem Int Ltd | Chemical process |
| US4568790A (en) * | 1984-06-28 | 1986-02-04 | Union Carbide Corporation | Process for oxydehydrogenation of ethane to ethylene |
| US4524236A (en) * | 1984-06-28 | 1985-06-18 | Union Carbide Corporation | Process for oxydehydrogenation of ethane to ethylene |
| US4596787A (en) * | 1985-04-11 | 1986-06-24 | Union Carbide Corporation | Process for preparing a supported catalyst for the oxydehydrogenation of ethane to ethylene |
| US4899003A (en) * | 1985-07-11 | 1990-02-06 | Union Carbide Chemicals And Plastics Company Inc. | Process for oxydehydrogenation of ethane to ethylene |
| US5162578A (en) * | 1987-06-12 | 1992-11-10 | Union Carbide Chemicals & Plastics Technology Corporation | Acetic acid from ethane, ethylene and oxygen |
| CN1020597C (zh) * | 1987-11-25 | 1993-05-12 | 三菱化成株式会社 | 生产腈的方法 |
| JP2608768B2 (ja) * | 1987-11-25 | 1997-05-14 | 三菱化学株式会社 | ニトリルの製造法 |
| US5049692A (en) * | 1987-11-25 | 1991-09-17 | Mitsubishi Kasei Corporation | Catalytic conversion of alkanes to nitriles, and a catalyst therefor |
| ES2067774T3 (es) * | 1990-02-08 | 1995-04-01 | Nippon Catalytic Chem Ind | Procedimiento para producir acido metacrilico. |
| JP2574948B2 (ja) * | 1990-02-08 | 1997-01-22 | 株式会社日本触媒 | メタクリル酸の製造方法 |
| GB9022127D0 (en) * | 1990-10-11 | 1990-11-21 | Bp Chem Int Ltd | Process |
| US5300682A (en) * | 1991-06-10 | 1994-04-05 | The Standard Oil Co. | Catalytic oxidation of ethane to acetic acid |
| US5198580A (en) * | 1991-11-18 | 1993-03-30 | The Standard Oil Company | Process for oxidation of propane |
| TW295579B (enExample) * | 1993-04-06 | 1997-01-11 | Showa Denko Kk | |
| FR2705668B1 (fr) * | 1993-05-28 | 1995-08-25 | Rhone Poulenc Chimie | Procédé de préparation d'acide acétique par oxydation ménagée de l'éthane. |
-
1997
- 1997-09-17 US US08/932,075 patent/US6013597A/en not_active Expired - Lifetime
-
1998
- 1998-05-27 US US09/085,347 patent/US5907056A/en not_active Expired - Lifetime
- 1998-09-15 WO PCT/GB1998/002791 patent/WO1999013980A1/en not_active Ceased
- 1998-09-15 JP JP51755399A patent/JP4596377B2/ja not_active Expired - Lifetime
- 1998-09-15 DE DE69828026T patent/DE69828026T2/de not_active Expired - Lifetime
- 1998-09-15 EP EP98942926A patent/EP0938378B1/en not_active Expired - Lifetime
- 1998-09-15 CN CN98801493A patent/CN1105599C/zh not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| CN1241146A (zh) | 2000-01-12 |
| EP0938378B1 (en) | 2004-12-08 |
| JP4596377B2 (ja) | 2010-12-08 |
| WO1999013980A1 (en) | 1999-03-25 |
| JP2001505129A (ja) | 2001-04-17 |
| US5907056A (en) | 1999-05-25 |
| DE69828026D1 (de) | 2005-01-13 |
| US6013597A (en) | 2000-01-11 |
| EP0938378A1 (en) | 1999-09-01 |
| CN1105599C (zh) | 2003-04-16 |
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