CA2232942C - Process for preparing epoxidation catalysts - Google Patents
Process for preparing epoxidation catalysts Download PDFInfo
- Publication number
- CA2232942C CA2232942C CA002232942A CA2232942A CA2232942C CA 2232942 C CA2232942 C CA 2232942C CA 002232942 A CA002232942 A CA 002232942A CA 2232942 A CA2232942 A CA 2232942A CA 2232942 C CA2232942 C CA 2232942C
- Authority
- CA
- Canada
- Prior art keywords
- catalyst
- metal
- rhenium
- amount
- silver
- 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 - Fee Related
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- 239000003054 catalyst Substances 0.000 title claims abstract description 141
- 238000006735 epoxidation reaction Methods 0.000 title claims abstract description 10
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 229910052709 silver Inorganic materials 0.000 claims abstract description 52
- 239000004332 silver Substances 0.000 claims abstract description 51
- 229910052702 rhenium Inorganic materials 0.000 claims abstract description 46
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 41
- 150000001340 alkali metals Chemical class 0.000 claims abstract description 41
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 claims abstract description 40
- 229910052761 rare earth metal Inorganic materials 0.000 claims abstract description 35
- 238000000034 method Methods 0.000 claims abstract description 34
- 239000000203 mixture Substances 0.000 claims abstract description 32
- 150000003839 salts Chemical class 0.000 claims abstract description 32
- 230000001737 promoting effect Effects 0.000 claims abstract description 31
- 150000002910 rare earth metals Chemical class 0.000 claims abstract description 30
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract description 26
- 229910052723 transition metal Inorganic materials 0.000 claims abstract description 26
- 150000001342 alkaline earth metals Chemical class 0.000 claims abstract description 24
- 150000003624 transition metals Chemical class 0.000 claims abstract description 23
- 230000008569 process Effects 0.000 claims abstract description 21
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 14
- 239000005977 Ethylene Substances 0.000 claims abstract description 14
- 238000000151 deposition Methods 0.000 claims abstract description 13
- 150000001336 alkenes Chemical class 0.000 claims abstract description 11
- 239000001257 hydrogen Substances 0.000 claims abstract description 11
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 11
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000005864 Sulphur Substances 0.000 claims abstract description 8
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims abstract description 7
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229910052804 chromium Inorganic materials 0.000 claims abstract description 7
- 239000011651 chromium Substances 0.000 claims abstract description 7
- 229910052750 molybdenum Inorganic materials 0.000 claims abstract description 7
- 239000011733 molybdenum Substances 0.000 claims abstract description 7
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229910052721 tungsten Inorganic materials 0.000 claims abstract description 7
- 239000010937 tungsten Substances 0.000 claims abstract description 7
- 229910052796 boron Inorganic materials 0.000 claims abstract description 6
- 238000001354 calcination Methods 0.000 claims abstract description 6
- 238000001035 drying Methods 0.000 claims abstract description 6
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims abstract description 5
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229910052698 phosphorus Inorganic materials 0.000 claims abstract description 5
- 239000011574 phosphorus Substances 0.000 claims abstract description 5
- 229910052792 caesium Inorganic materials 0.000 claims description 14
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 claims description 14
- 229910052746 lanthanum Inorganic materials 0.000 claims description 11
- 229910052751 metal Inorganic materials 0.000 claims description 11
- 239000002184 metal Substances 0.000 claims description 11
- 229910017052 cobalt Inorganic materials 0.000 claims description 10
- 239000010941 cobalt Substances 0.000 claims description 10
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 10
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 claims description 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 9
- 229910052684 Cerium Inorganic materials 0.000 claims description 8
- 229910052779 Neodymium Inorganic materials 0.000 claims description 8
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 7
- GWXLDORMOJMVQZ-UHFFFAOYSA-N cerium Chemical compound [Ce] GWXLDORMOJMVQZ-UHFFFAOYSA-N 0.000 claims description 7
- 239000011777 magnesium Substances 0.000 claims description 7
- QEFYFXOXNSNQGX-UHFFFAOYSA-N neodymium atom Chemical compound [Nd] QEFYFXOXNSNQGX-UHFFFAOYSA-N 0.000 claims description 7
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 6
- 229910001882 dioxygen Inorganic materials 0.000 claims description 6
- 229910052749 magnesium Inorganic materials 0.000 claims description 6
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 5
- 229910052688 Gadolinium Inorganic materials 0.000 claims description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 4
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 4
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 4
- 229910052769 Ytterbium Inorganic materials 0.000 claims description 4
- 125000000746 allylic group Chemical group 0.000 claims description 4
- UIWYJDYFSGRHKR-UHFFFAOYSA-N gadolinium atom Chemical compound [Gd] UIWYJDYFSGRHKR-UHFFFAOYSA-N 0.000 claims description 4
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 4
- NAWDYIZEMPQZHO-UHFFFAOYSA-N ytterbium Chemical compound [Yb] NAWDYIZEMPQZHO-UHFFFAOYSA-N 0.000 claims description 4
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 3
- 229910052692 Dysprosium Inorganic materials 0.000 claims description 3
- 229910052691 Erbium Inorganic materials 0.000 claims description 3
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 3
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- 239000011575 calcium Substances 0.000 claims description 3
- 229910052791 calcium Inorganic materials 0.000 claims description 3
- KBQHZAAAGSGFKK-UHFFFAOYSA-N dysprosium atom Chemical compound [Dy] KBQHZAAAGSGFKK-UHFFFAOYSA-N 0.000 claims description 3
- UYAHIZSMUZPPFV-UHFFFAOYSA-N erbium Chemical compound [Er] UYAHIZSMUZPPFV-UHFFFAOYSA-N 0.000 claims description 3
- 229910052744 lithium Inorganic materials 0.000 claims description 3
- 229910052700 potassium Inorganic materials 0.000 claims description 3
- 239000011591 potassium Substances 0.000 claims description 3
- 229910052701 rubidium Inorganic materials 0.000 claims description 3
- IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 claims description 3
- KZUNJOHGWZRPMI-UHFFFAOYSA-N samarium atom Chemical compound [Sm] KZUNJOHGWZRPMI-UHFFFAOYSA-N 0.000 claims description 3
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims description 2
- 229910052788 barium Inorganic materials 0.000 claims description 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims description 2
- 229910052742 iron Inorganic materials 0.000 claims description 2
- 229910052759 nickel Inorganic materials 0.000 claims description 2
- 229910052763 palladium Inorganic materials 0.000 claims description 2
- 229910052703 rhodium Inorganic materials 0.000 claims description 2
- 239000010948 rhodium Substances 0.000 claims description 2
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims description 2
- 229910052707 ruthenium Inorganic materials 0.000 claims description 2
- 229910052712 strontium Inorganic materials 0.000 claims description 2
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 claims description 2
- -1 allylic hydrogen Chemical class 0.000 abstract description 20
- 238000002360 preparation method Methods 0.000 abstract description 10
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 45
- 239000000243 solution Substances 0.000 description 36
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- 239000001301 oxygen Substances 0.000 description 21
- 229910052760 oxygen Inorganic materials 0.000 description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 21
- 238000006243 chemical reaction Methods 0.000 description 20
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- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 16
- 239000007789 gas Substances 0.000 description 15
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- 238000005470 impregnation Methods 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
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- 239000002019 doping agent Substances 0.000 description 7
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- 238000003756 stirring Methods 0.000 description 7
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 6
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 6
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000008367 deionised water Substances 0.000 description 6
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- 238000012360 testing method Methods 0.000 description 6
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- 238000007254 oxidation reaction Methods 0.000 description 5
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- 150000004820 halides Chemical class 0.000 description 4
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- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 4
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 3
- MFGOFGRYDNHJTA-UHFFFAOYSA-N 2-amino-1-(2-fluorophenyl)ethanol Chemical compound NCC(O)C1=CC=CC=C1F MFGOFGRYDNHJTA-UHFFFAOYSA-N 0.000 description 3
- 229910052786 argon Inorganic materials 0.000 description 3
- 239000012298 atmosphere Substances 0.000 description 3
- 239000003085 diluting agent Substances 0.000 description 3
- IIPYXGDZVMZOAP-UHFFFAOYSA-N lithium nitrate Inorganic materials [Li+].[O-][N+]([O-])=O IIPYXGDZVMZOAP-UHFFFAOYSA-N 0.000 description 3
- 150000002739 metals Chemical class 0.000 description 3
- 230000003647 oxidation Effects 0.000 description 3
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- XNGYKPINNDWGGF-UHFFFAOYSA-L silver oxalate Chemical compound [Ag+].[Ag+].[O-]C(=O)C([O-])=O XNGYKPINNDWGGF-UHFFFAOYSA-L 0.000 description 3
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- 229910052765 Lutetium Inorganic materials 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
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- RBTVSNLYYIMMKS-UHFFFAOYSA-N tert-butyl 3-aminoazetidine-1-carboxylate;hydrochloride Chemical compound Cl.CC(C)(C)OC(=O)N1CC(N)C1 RBTVSNLYYIMMKS-UHFFFAOYSA-N 0.000 description 1
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- 229910052727 yttrium Inorganic materials 0.000 description 1
- VWQVUPCCIRVNHF-UHFFFAOYSA-N yttrium atom Chemical compound [Y] VWQVUPCCIRVNHF-UHFFFAOYSA-N 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/04—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen
- C07D301/08—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen in the gaseous phase
- C07D301/10—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen in the gaseous phase with catalysts containing silver or gold
-
- 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
- B01J23/66—Silver or gold
-
- 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
- B01J23/66—Silver or gold
- B01J23/68—Silver or gold with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/688—Silver or gold with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium with manganese, technetium or rhenium
-
- 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
- B01J23/89—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals
- B01J23/8933—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals also combined with metals, or metal oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/8946—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals also combined with metals, or metal oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with alkali or alkaline earth metals
-
- 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
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/540,233 | 1995-10-06 | ||
| US08/540,233 US5739075A (en) | 1995-10-06 | 1995-10-06 | Process for preparing ethylene oxide catalysts |
| PCT/EP1996/004298 WO1997013579A1 (en) | 1995-10-06 | 1996-10-02 | Process for preparing epoxidation catalysts |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2232942A1 CA2232942A1 (en) | 1997-04-17 |
| CA2232942C true CA2232942C (en) | 2005-01-04 |
Family
ID=24154573
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002232942A Expired - Fee Related CA2232942C (en) | 1995-10-06 | 1996-10-02 | Process for preparing epoxidation catalysts |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US5739075A (enExample) |
| EP (1) | EP0874688B1 (enExample) |
| JP (1) | JP3961568B2 (enExample) |
| AU (1) | AU7284396A (enExample) |
| CA (1) | CA2232942C (enExample) |
| DE (1) | DE69618485T2 (enExample) |
| ES (1) | ES2166468T3 (enExample) |
| WO (1) | WO1997013579A1 (enExample) |
Families Citing this family (102)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2744038B1 (fr) * | 1996-01-26 | 1998-03-06 | Pechiney Recherche | Supports de catalyseur en mousse de sic revetue de cerine et systemes catalytiques correspondants |
| US5861519A (en) * | 1997-05-23 | 1999-01-19 | Arco Chemical Technology, L.P. | Propylene oxide process using alkaline earth metal compound-supported silver catalysts containing tungsten and potassium promoters |
| US6383974B1 (en) * | 1997-08-26 | 2002-05-07 | Japan Energy Corporation | Hydrorefining catalyst and method for manufacturing hydrorefining catalyst |
| US6812180B2 (en) * | 1997-12-10 | 2004-11-02 | Idemitsu Kosan Co., Ltd. | Method for preparing catalyst |
| RU2225255C2 (ru) * | 1998-09-14 | 2004-03-10 | Шелл Интернэшнл Рисерч Маатсхаппий Б.В. | Носитель катализатора эпоксидирования, его получение и применение |
| AU757495B2 (en) * | 1998-09-14 | 2003-02-20 | Shell Internationale Research Maatschappij B.V. | Process for preparing catalysts with improved catalytic properties |
| US7232786B2 (en) * | 1998-09-14 | 2007-06-19 | Shell Oil Company | Catalyst composition |
| WO2000015333A1 (en) * | 1998-09-14 | 2000-03-23 | Shell Internationale Research Maatschappij B.V. | Process for removing ionizable species from catalyst surface to improve catalytic properties |
| US7504525B2 (en) * | 1998-09-14 | 2009-03-17 | Shell Oil Company | Catalyst composition |
| US7232918B2 (en) * | 2001-11-06 | 2007-06-19 | Shell Oil Company | Catalyst composition |
| US20070066480A1 (en) * | 1999-10-25 | 2007-03-22 | Moser William R | Method of preparing compounds using cavitation and compounds formed therefrom |
| EP1253975A4 (en) * | 2000-01-14 | 2005-04-20 | Worcester Polytech Inst | PREPARATION OF COMPOUNDS BY CAVITATION AND COMPOUNDS THUS PREPARED |
| US6403523B1 (en) * | 2000-09-18 | 2002-06-11 | Union Carbide Chemicals & Plastics Technology Corporation | Catalysts for the oxidative dehydrogenation of hydrocarbons |
| DE10048844A1 (de) * | 2000-10-02 | 2002-04-11 | Basf Ag | Verfahren zur Herstellung von Platinmetall-Katalysatoren |
| US7193094B2 (en) | 2001-11-20 | 2007-03-20 | Shell Oil Company | Process and systems for the epoxidation of an olefin |
| US6831037B2 (en) * | 2002-02-25 | 2004-12-14 | Saint-Gobain Norpro Corporation | Catalyst carriers |
| RU2314156C2 (ru) * | 2002-06-28 | 2008-01-10 | Шелл Интернэшнл Рисерч Маатсхаппий Б.В. | Способ улучшения селективности катализатора и способ эпоксидирования олефина |
| RU2005102097A (ru) * | 2002-06-28 | 2005-08-27 | Шелл Интернэшнл Рисерч Маатсхаппий Б.В. (NL) | Способ введения в действие способа эпоксидирования и способ эпоксидирования олефина |
| AU2003284195A1 (en) * | 2002-10-28 | 2004-05-25 | Shell Internationale Research Maatschappij B.V. | Olefin oxide catalysts |
| TWI346574B (en) * | 2003-03-31 | 2011-08-11 | Shell Int Research | A catalyst composition, a process for preparing the catalyst composition and a use of the catalyst composition |
| RU2328491C2 (ru) * | 2003-04-01 | 2008-07-10 | Шелл Интернэшнл Рисерч Маатсхаппий Б.В. | Способ эпоксидирования олефинов и катализатор для применения в способе |
| US7348444B2 (en) * | 2003-04-07 | 2008-03-25 | Shell Oil Company | Process for the production of an olefin oxide |
| US6858560B2 (en) | 2003-04-23 | 2005-02-22 | Scientific Design Co., Inc. | Ethylene oxide catalyst |
| AU2004238820B2 (en) | 2003-05-07 | 2008-01-31 | Shell Internationale Research Maatschappij B.V. | Silver-containing catalysts, the manufacture of such silver containing catalysts, and the use thereof |
| US20040225138A1 (en) * | 2003-05-07 | 2004-11-11 | Mcallister Paul Michael | Reactor system and process for the manufacture of ethylene oxide |
| US20040224841A1 (en) * | 2003-05-07 | 2004-11-11 | Marek Matusz | Silver-containing catalysts, the manufacture of such silver-containing catalysts, and the use thereof |
| US8148555B2 (en) * | 2003-06-26 | 2012-04-03 | Shell Oil Company | Method for improving the selectivity of a catalyst and a process for the epoxidation of an olefin |
| EP1658135A1 (en) * | 2003-08-22 | 2006-05-24 | Union Carbide Chemicals & Plastics Technology Corporation | Modified alumina carriers and silver-based catalysts for the production of alkylene oxides |
| EP1658136A1 (en) * | 2003-08-22 | 2006-05-24 | Union Carbide Chemicals & Plastics Technology Corporation | Improved alumina carriers and silver-based catalysts for the production of alkylene oxides |
| EP1670754A2 (en) * | 2003-10-10 | 2006-06-21 | Degussa AG | Process for the manufacture of methylmercaptan |
| JP4824569B2 (ja) * | 2003-10-16 | 2011-11-30 | ダウ テクノロジー インベストメンツ リミティド ライアビリティー カンパニー | アルキレンオキサイド製造用の増強された安定性、効率及び／又は活性を有する触媒 |
| US6939979B2 (en) * | 2003-11-10 | 2005-09-06 | Scientific Design Co., Inc. | Oxidation process and catalyst |
| TW200602123A (en) * | 2004-04-01 | 2006-01-16 | Shell Int Research | Process for preparing a catalyst, the catalyst, and a use of the catalyst |
| TW200600190A (en) * | 2004-04-01 | 2006-01-01 | Shell Int Research | Process for preparing a silver catalyst, the catalyst, and use thereof in olefin oxidation |
| TW200613056A (en) * | 2004-04-01 | 2006-05-01 | Shell Int Research | A process for preparing a silver catalyst, the catalyst, and a use of the catalyst for olefin oxidation |
| CN100572370C (zh) * | 2004-06-18 | 2009-12-23 | 国际壳牌研究有限公司 | 生产烯烃氧化物、1,2-二醇、1,2-二醇醚或链烷醇胺的方法 |
| CA2571179C (en) * | 2004-06-18 | 2014-06-10 | Shell Internationale Research Maatschappij B.V. | A process for the production of an olefin oxide, a 1,2-diol, a 1,2-diol ether, or an alkanolamine |
| US7521393B2 (en) * | 2004-07-27 | 2009-04-21 | Süd-Chemie Inc | Selective hydrogenation catalyst designed for raw gas feed streams |
| BRPI0514814A (pt) | 2004-09-01 | 2008-06-24 | Shell Int Research | processo de epoxidação de olefina, um catalisador para uso no processo, um veìculo para uso na preparação do catalisador, e processo para preparar o veìculo |
| US8536083B2 (en) | 2004-09-01 | 2013-09-17 | Shell Oil Company | Olefin epoxidation process, a catalyst for use in the process, a carrier for use in preparing the catalyst, and a process for preparing the carrier |
| BRPI0515905A (pt) * | 2004-09-24 | 2008-08-12 | Shell Int Research | processo para selecionar partìculas moldadas, um processo para instalar um sistema, um processo para reagir uma carga de alimentação gasosa em um tal sistema, um produto de programa de computação e um sistema de computação |
| KR20070106772A (ko) * | 2005-02-21 | 2007-11-05 | 셀 인터나쵸나아레 레사아치 마아츠샤피 비이부이 | 올레핀의 에폭시화 방법, 그 방법에 사용하기 위한 촉매,그 촉매를 제조하는데 이용하기 위한 담체, 및 그 담체의제조방법 |
| CA2602163C (en) * | 2005-03-22 | 2014-02-18 | Shell Internationale Research Maatschappij B.V. | A reactor system and process for the manufacture of ethylene oxide |
| KR101369619B1 (ko) * | 2005-06-07 | 2014-03-05 | 셀 인터나쵸나아레 레사아치 마아츠샤피 비이부이 | 산화올레핀, 1,2-디올, 1,2-디올 에테르 또는 알칸올아민의제조방법, 이를 위한 촉매, 이 촉매의 제조방법 |
| TWI334363B (en) * | 2005-06-07 | 2010-12-11 | Saint Gobain Ceramics | A catalyst carrier |
| US8791280B2 (en) * | 2005-08-10 | 2014-07-29 | Sd Lizenzverwertungsgesellschaft Mbh & Co. Kg | Process for preparation of catalyst carrier and its use in catalyst preparation |
| US20070197808A1 (en) * | 2005-12-22 | 2007-08-23 | Bolk Jeroen W | Method Of Installing An Epoxidation Catalyst In A Reactor, A Method Of Preparing An Epoxidation Catalyst, An Epoxidation Catalyst, A Process For The Preparation Of An Olefin Oxide Or A Chemical Derivable From An Olefin Oxide, And A Reactor Suitable For Such A Process |
| US7459589B2 (en) * | 2005-12-22 | 2008-12-02 | Shell Oil Company | Process for the preparation of an alkylene glycol |
| BE1017793A3 (fr) * | 2005-12-22 | 2009-07-07 | Shell Int Research | Procede de preparation d'un oxyde d'olefine ou d'un produit chimique pouvant provenir d'un oxyde d'olefine. |
| US20070154377A1 (en) * | 2005-12-22 | 2007-07-05 | Rekers Dominicus M | Process for the removal of combustible volatile contaminant materials from a process stream |
| US20070213545A1 (en) * | 2005-12-22 | 2007-09-13 | Bolk Jeroen W | Method Of Installing An Epoxidation Catalyst In A Reactor, A Method Of Preparing An Epoxidation Catalyst, An Epoxidation Catalyst, A Process For The Preparation Of An Olefin Oxide Or A Chemical Derivable From An Olefin Oxide, And A Reactor Suitable For Such A Process |
| US20070197801A1 (en) * | 2005-12-22 | 2007-08-23 | Bolk Jeroen W | Method of installing an epoxidation catalyst in a reactor, a method of preparing an epoxidation catalyst, an epoxidation catalyst, a process for the preparation of an olefin oxide or a chemical derivable from an olefin oxide, and a reactor suitables for such a process |
| US20070203349A1 (en) * | 2005-12-22 | 2007-08-30 | Bolk Jeroen W | Method Of Installing An Epoxidation Catalyst In A Reactor, A Method Of Preparing An Epoxidation Catalyst, An Epoxidation Catalyst, A Process For The Preparation Of An Olefin Oxide Or A Chemical Derivable From An Olefin Oxide, And A Reactor Suitable For Such A Process |
| US20070151451A1 (en) * | 2005-12-22 | 2007-07-05 | Rekers Dominicus M | Process for the cooling, concentration or purification of ethylene oxide |
| US20070203352A1 (en) * | 2005-12-22 | 2007-08-30 | Bolk Jeroen W | Method Of Installing An Epoxidation Catalyst In A Reactor, A Method Of Preparing An Epoxidation Catalyst, An Epoxidation Catalyst, A Process For The Preparation Of An Olefin Oxide Or A Chemical Derivable From An Olefin Oxide, And A Reactor Suitable For Such A Process |
| US20070203348A1 (en) * | 2005-12-22 | 2007-08-30 | Bolk Jeroen W | Method Of Installing An Epoxidation Catalyst In A Reactor, A Method Of Preparing An Epoxidation Catalyst, An Epoxidation Catalyst, A Process For The Preparation Of An Olefin Oxide Or A Chemical Derivable From An Olefin Oxide, And A Reactor Suitable For Such A Process |
| US20070203350A1 (en) * | 2005-12-22 | 2007-08-30 | Bolk Jeroen W | Method Of Installing An Epoxidation Catalyst In A Reactor, A Method Of Preparing An Epoxidation Catalyst, An Epoxidation Catalyst, A Process For The Preparation Of An Olefin Oxide Or A Chemical Derivable From An Olefin Oxide, And A Reactor Suitable For Such A Process |
| US7704908B2 (en) * | 2005-12-22 | 2010-04-27 | Shell Oil Company | Method for reusing rhenium from a donor spent epoxidation catalyst |
| EP1979092A2 (en) * | 2006-02-03 | 2008-10-15 | Shell Internationale Research Maatschappij B.V. | A process for treating a catalyst, the catalyst, and use of the catalyst |
| US8097557B2 (en) * | 2006-08-08 | 2012-01-17 | Sd Lizenverwertungsgesellschaft Mbh & Co. Kg | Two-stage calcination for catalyst production |
| US8501664B2 (en) * | 2006-11-20 | 2013-08-06 | Shell Oil Company | Process for treating a carrier, a process for preparing a catalyst, the catalyst, and use of the catalyst |
| US20080154052A1 (en) * | 2006-12-20 | 2008-06-26 | Jeroen Willem Bolk | Method of installing an epoxidation catalyst in a reactor, a method of preparing an epoxidation catalyst, an epoxidation catalyst, a process for the preparation of an olefin oxide or a chemical derivable from an olefin oxide, and a reactor suitable for such a process |
| US20080154051A1 (en) * | 2006-12-20 | 2008-06-26 | Jeroen Willem Bolk | Method of installing an epoxidation catalyst in a reactor, a method of preparing an epoxidation catalyst, an epoxidation catalyst, a process for the preparation of an olefin oxide or a chemical derivable from an olefin oxide, and a reactor suitable for such a process |
| JP5507444B2 (ja) * | 2007-05-09 | 2014-05-28 | 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 | 酸化オレフィン、１，２−ジオール、１，２−ジオールエーテル、１，２−カーボネートまたはアルカノールアミンの製造方法 |
| WO2008141032A1 (en) * | 2007-05-09 | 2008-11-20 | Shell Oil Company | An epoxidation catalyst, a process for preparing the catalyst, and a process for the production of an olefin oxide, a 1,2-diol, a 1,2-diol ether, a 1,2-carbonate, or an alkanolamine |
| EP2152411B1 (en) | 2007-05-09 | 2019-12-04 | Shell International Research Maatschappij B.V. | An epoxidation catalyst, a process for preparing the catalyst, and a process for the production of an olefin oxide, a 1,2-diol, a 1,2-diol ether, a 1,2-carbonate, or an alkanolamine |
| US7696368B2 (en) | 2007-05-11 | 2010-04-13 | Sd Lizenzverwertungsgesellschaft Mbh & Co. Kg | Start-up of high selectivity catalysts in olefin oxide plants |
| US9144765B2 (en) | 2007-05-18 | 2015-09-29 | Shell Oil Company | Reactor system, an absorbent and a process for reacting a feed |
| RU2474470C2 (ru) | 2007-05-18 | 2013-02-10 | Шелл Интернэшнл Рисерч Маатсхаппий Б.В. | Реакторная система, абсорбент и способ осуществления реакции в подаваемом материале |
| US20090050535A1 (en) * | 2007-05-18 | 2009-02-26 | Wayne Errol Evans | Reactor system, and a process for preparing an olefin oxide, a 1,2-diol, a 1,2-diol ether, a 1,2-carbonate and an alkanolamine |
| WO2009029578A2 (en) * | 2007-08-27 | 2009-03-05 | Shell Oil Company | A carrier, a process for preparing the carrier, an olefin epoxidation catalyst, a process for preparing the catalyst, and a process for the production of an olefin oxide, a 1,2-diol, a 1,2-diol ether, or an alkanolamine |
| US7763096B2 (en) * | 2008-05-06 | 2010-07-27 | Sd Lizenzverwertungsgesellschaft Mbh & Co. Kg | Recovery of rhenium |
| KR101629038B1 (ko) * | 2008-05-07 | 2016-06-09 | 셀 인터나쵸나아레 레사아치 마아츠샤피 비이부이 | 산화올레핀, 1,2-디올, 1,2-디올 에테르, 1,2-카보네이트 또는 알칸올아민의 생산방법 |
| CN102056909B (zh) * | 2008-05-07 | 2014-03-05 | 国际壳牌研究有限公司 | 环氧化工艺的开车方法及环氧乙烷、1，2-二醇、1，2-二醇醚、1，2-碳酸酯或链烷醇胺的制备方法 |
| US8193374B2 (en) * | 2008-05-15 | 2012-06-05 | Shell Oil Company | Process for the preparation of alkylene carbonate and/or alkylene glycol |
| WO2009140318A1 (en) * | 2008-05-15 | 2009-11-19 | Shell Oil Company | Process for the preparation of an alkylene carbonate and an alkylene glycol |
| JP2012524785A (ja) * | 2009-04-21 | 2012-10-18 | ダウ テクノロジー インベストメンツ リミティド ライアビリティー カンパニー | 高効率触媒を用いたアルキレンオキシド簡易製造方法 |
| JP5756088B2 (ja) * | 2009-04-21 | 2015-07-29 | ダウ テクノロジー インベストメンツ リミティド ライアビリティー カンパニー | エポキシ化反応及びその運転条件 |
| JP5756087B2 (ja) * | 2009-04-21 | 2015-07-29 | ダウ テクノロジー インベストメンツ リミティド ライアビリティー カンパニー | 高効率触媒による特定のアルキレンオキサイド製造パラメーターを達成かつ維持する改良方法 |
| KR101786935B1 (ko) * | 2009-12-28 | 2017-10-18 | 다우 테크놀로지 인베스트먼츠 엘엘씨. | 알킬렌 옥사이드의 제조시 은 촉매 상의 은 클로라이드의 생성을 제어하는 방법 |
| CA2791210C (en) | 2010-03-01 | 2019-10-29 | Shell Internationale Research Maatschappij B.V. | An epoxidation catalyst, a process for preparing the catalyst, and a process for the production of an olefin oxide |
| US8648225B2 (en) * | 2010-04-12 | 2014-02-11 | Chevron Phillips Chemical Company Lp | Process for hydrogenating highly unsaturated hydrocarbons and catalyst therefor |
| TW201208763A (en) * | 2010-05-17 | 2012-03-01 | Scient Design Co | Method for making a highly selective ethylene oxide catalyst |
| JP2013505993A (ja) * | 2010-07-10 | 2013-02-21 | 住友化学株式会社 | 酸化オレフィンの製造方法 |
| US9018126B2 (en) * | 2010-07-13 | 2015-04-28 | Shell Oil Company | Epoxidation catalyst, a process for preparing the catalyst, and a process for the production of an olefin oxide |
| CN102441435B (zh) * | 2010-09-30 | 2014-01-01 | 中国石油化工股份有限公司 | 制备银催化剂用氧化铝载体的方法、由此得到的载体及其应用 |
| US8742147B2 (en) | 2010-12-08 | 2014-06-03 | Shell Oil Company | Process for improving the selectivity of an EO catalyst |
| US8742146B2 (en) | 2010-12-08 | 2014-06-03 | Shell Oil Company | Process for improving the selectivity of an EO catalyst |
| EP2714670B2 (en) | 2011-04-29 | 2022-03-02 | Shell Internationale Research Maatschappij B.V. | Process for improving the selectivity of an eo catalyst |
| CN102950029B (zh) * | 2011-08-19 | 2016-03-30 | 中国石油化工股份有限公司 | 改性氧化铝载体、其制备方法、由其制成的银催化剂及其在环氧乙烷生产中的应用 |
| CN104884167B (zh) * | 2012-12-31 | 2017-07-07 | 科学设计公司 | 用于生产改善的环氧乙烷催化剂的煅烧方法 |
| KR102316115B1 (ko) | 2013-12-19 | 2021-10-22 | 사이언티픽 디자인 컴파니 인코포레이티드 | 에틸렌 옥사이드 촉매 제조를 위한 고농도 은 용액 |
| US11000819B2 (en) | 2015-12-15 | 2021-05-11 | Shell Oil Company | Guard bed system and process |
| KR102667368B1 (ko) | 2015-12-15 | 2024-05-21 | 쉘 인터내셔날 리써취 마트샤피지 비.브이. | 에틸렌 옥사이드의 제조 시 재순환 가스 스트림으로부터 알킬 요오드화물 불순물을 제거하기 위한 방법 및 시스템 |
| EP3390356B1 (en) | 2015-12-15 | 2019-11-13 | Shell International Research Maatschappij B.V. | Processes and systems for removing iodide impurities from a recycle gas stream in the production of ethylene oxide |
| WO2017102701A1 (en) | 2015-12-15 | 2017-06-22 | Shell Internationale Research Maatschappij B.V. | Processes and systems for removing a vinyl iodide impurity from a recycle gas stream in the production of ethylene oxide |
| TWI772330B (zh) | 2016-10-14 | 2022-08-01 | 荷蘭商蜆殼國際研究所 | 用於定量分析氣態製程流之方法及設備 |
| CA3043504A1 (en) | 2016-12-02 | 2018-06-07 | Shell Internationale Research Maatschappij B.V. | Methods for conditioning an ethylene epoxidation catalyst and associated methods for the production of ethylene oxide |
| CN110639518A (zh) * | 2019-09-03 | 2020-01-03 | 北京氦舶科技有限责任公司 | 一种乙烯环氧化反应用银催化剂及其制备方法和应用 |
| TW202239752A (zh) | 2020-12-29 | 2022-10-16 | 荷蘭商蜆殼國際研究所 | 用於生產環氧乙烷之製程 |
| WO2024180261A2 (en) | 2023-03-02 | 2024-09-06 | Basf Se | Environmenal friendly ethylene oxide, propylene oxide and downstream products |
| CN120936657A (zh) | 2023-04-12 | 2025-11-11 | 巴斯夫欧洲公司 | 具有低氘含量的乙酸乙烯酯 |
Family Cites Families (52)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3316279A (en) * | 1964-06-09 | 1967-04-25 | Union Oil Co | Preparation of olefin oxides |
| GB1325715A (en) * | 1969-12-23 | 1973-08-08 | Exxon Research Engineering Co | Bimetallic catalyst manufacture and use in ethylene oxidation |
| US3844981A (en) * | 1969-12-23 | 1974-10-29 | Exxon Research Engineering Co | Method for preparation of olefin oxidation catalyst |
| US3702259A (en) * | 1970-12-02 | 1972-11-07 | Shell Oil Co | Chemical production of metallic silver deposits |
| US4012425A (en) * | 1972-01-07 | 1977-03-15 | Shell Oil Company | Ethylene oxide process |
| US4010115A (en) * | 1972-01-07 | 1977-03-01 | Shell Oil Company | Catalyst for the oxidation of ethylene to ethylene oxide |
| US4356312A (en) * | 1972-01-07 | 1982-10-26 | Shell Oil Company | Ethylene oxide process |
| US3962285A (en) * | 1972-06-05 | 1976-06-08 | Exxon Research And Engineering Company | Olefin oxidation process |
| US3972829A (en) * | 1974-11-07 | 1976-08-03 | Universal Oil Products Company | Method of depositing a catalytically active metallic component on a carrier material |
| US4005049A (en) * | 1975-05-23 | 1977-01-25 | Standard Oil Company (Indiana) | Silver catalysts |
| US4212772A (en) * | 1976-05-19 | 1980-07-15 | Basf Aktiengesellschaft | Catalyst for the manufacture of ethylene oxide |
| DE2861030D1 (en) * | 1977-11-19 | 1981-11-26 | Basf Ag | Process for preparing an ethylene oxide catalyst |
| DE2844402A1 (de) * | 1978-10-12 | 1980-04-30 | Basf Ag | Silber enthaltende traegerkatalysatoren, verfahren zu ihrer herstellung und verfahren zur herstellung von aethylenoxid mittels dieser katalysatoren |
| DE2904919A1 (de) * | 1979-02-09 | 1980-08-21 | Basf Ag | Verfahren zur herstellung und regenerierung von traegerkatalysatoren sowie deren verwendung fuer die herstellung von aethylenoxid |
| JPS56108533A (en) * | 1980-01-30 | 1981-08-28 | Nippon Shokubai Kagaku Kogyo Co Ltd | Silver catalyst for preparing ethylene oxide |
| JPS56149320A (en) * | 1980-04-21 | 1981-11-19 | Sumitomo Alum Smelt Co Ltd | Manufacture of activated alumina molding with low density |
| NL8201396A (nl) * | 1982-04-01 | 1983-11-01 | Dow Chemical Nederland | Zilver katalysator en een werkwijze voor de bereiding daarvan. |
| US4459372A (en) * | 1982-08-25 | 1984-07-10 | Uop Inc. | Surface-metallated refractory inorganic oxides, method of their preparation and catalyst supported on the oxides |
| GB8304749D0 (en) * | 1983-02-21 | 1983-03-23 | Ici Plc | Catalysts |
| EP0172280B1 (en) * | 1983-03-14 | 1988-03-09 | E.I. Du Pont De Nemours And Company | Catalyst composition |
| US4579728A (en) * | 1985-04-24 | 1986-04-01 | Shell Oil Company | Wide pore alumina supports |
| EP0211521B1 (en) * | 1985-07-31 | 1990-03-21 | Imperial Chemical Industries Plc | Process of promoting catalysts for the production of alkylene oxides |
| EP0211448B1 (en) * | 1985-08-16 | 1990-11-14 | Sumitomo Chemical Company, Limited | Process for preparing solid base |
| GB8611121D0 (en) * | 1986-05-07 | 1986-06-11 | Shell Int Research | Silver catalyst |
| US4766105A (en) * | 1986-10-31 | 1988-08-23 | Shell Oil Company | Ethylene oxide catalyst and process for preparing the catalyst |
| US4808738A (en) * | 1986-10-31 | 1989-02-28 | Shell Oil Company | Ethylene oxide process |
| US4761394A (en) * | 1986-10-31 | 1988-08-02 | Shell Oil Company | Ethylene oxide catalyst and process for preparing the catalyst |
| US4908343A (en) * | 1987-02-20 | 1990-03-13 | Union Carbide Chemicals And Plastics Company Inc. | Catalyst composition for oxidation of ethylene to ethylene oxide |
| US5057481A (en) * | 1987-02-20 | 1991-10-15 | Union Carbide Chemicals And Plastics Technology Corporation | Catalyst composition for oxidation of ethylene to ethylene oxide |
| GB8716653D0 (en) * | 1987-07-15 | 1987-08-19 | Shell Int Research | Silver-containing catalyst |
| US4897498A (en) * | 1988-01-28 | 1990-01-30 | Eastman Kodak Company | Selective monoepoxidation of olefins |
| CN1009437B (zh) * | 1988-02-03 | 1990-09-05 | 中国石油化工总公司 | 乙烯氧化制环氧乙烷高效银催化剂 |
| US5072886A (en) * | 1988-09-09 | 1991-12-17 | Simon Fraser University | Method of preparing a new ultra-fine particle transition alumina |
| US4992409A (en) * | 1989-01-11 | 1991-02-12 | Amoco Corporation | Catalyst and method of preparing the catalyst for lower alkane conversion |
| US5028577A (en) * | 1989-01-11 | 1991-07-02 | Amoco Corporation | Lower alkane conversion catalysts |
| US5130286A (en) * | 1989-01-11 | 1992-07-14 | Amoco Corporation | Catalyst for lower alkane conversion |
| US5081324A (en) * | 1989-01-11 | 1992-01-14 | Amoco Corporation | Lower alkane conversion |
| EP0383636A1 (en) * | 1989-02-17 | 1990-08-22 | Nippon Shokubai Co., Ltd. | Carrier for catalyst and method for production thereof |
| DE3905578A1 (de) * | 1989-02-23 | 1990-08-30 | Basf Ag | Verfahren zur herstellung eines silberkatalysators |
| US5071815A (en) * | 1989-09-01 | 1991-12-10 | British Columbia Research Corporation | Method for producing catalysts |
| US5037794A (en) * | 1989-09-12 | 1991-08-06 | The B. F. Goodrich Company | Attrition resistant catalyst support |
| US5081096A (en) * | 1990-07-25 | 1992-01-14 | Eastman Kodak Company | Epoxidation catalyst |
| US5102848A (en) * | 1990-09-28 | 1992-04-07 | Union Carbide Chemicals & Plastics Technology Corporation | Catalyst composition for oxidation of ethylene to ethylene oxide |
| US5100859A (en) * | 1991-01-22 | 1992-03-31 | Norton Company | Catalyst carrier |
| DE4106508A1 (de) * | 1991-03-01 | 1992-09-03 | Basf Ag | Silberkatalysator |
| US5153165A (en) * | 1991-05-09 | 1992-10-06 | Phillips Petroleum Company | Preparation of alkaline earth oxide catalysts |
| JP3312916B2 (ja) * | 1991-06-06 | 2002-08-12 | 三菱化学株式会社 | 酸化エチレン製造用銀触媒 |
| US5502020A (en) * | 1993-04-14 | 1996-03-26 | Mitsubishi Petrochemical Co., Ltd. | Catalyst for production of ethylene oxide and process for producing the catalyst |
| US5447897A (en) * | 1993-05-17 | 1995-09-05 | Shell Oil Company | Ethylene oxide catalyst and process |
| US5380697A (en) * | 1993-09-08 | 1995-01-10 | Shell Oil Company | Ethylene oxide catalyst and process |
| US5364826A (en) * | 1993-09-13 | 1994-11-15 | Shell Oil Company | Process for preparing ethylene oxide catalysts |
| ES2155111T3 (es) * | 1994-12-15 | 2001-05-01 | Shell Int Research | Procedimiento para preparar catalizadores para la obtencion de oxido de etileno. |
-
1995
- 1995-10-06 US US08/540,233 patent/US5739075A/en not_active Expired - Fee Related
-
1996
- 1996-10-02 ES ES96934517T patent/ES2166468T3/es not_active Expired - Lifetime
- 1996-10-02 AU AU72843/96A patent/AU7284396A/en not_active Abandoned
- 1996-10-02 DE DE69618485T patent/DE69618485T2/de not_active Expired - Fee Related
- 1996-10-02 WO PCT/EP1996/004298 patent/WO1997013579A1/en not_active Ceased
- 1996-10-02 EP EP96934517A patent/EP0874688B1/en not_active Expired - Lifetime
- 1996-10-02 CA CA002232942A patent/CA2232942C/en not_active Expired - Fee Related
- 1996-10-02 JP JP51468497A patent/JP3961568B2/ja not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| AU7284396A (en) | 1997-04-30 |
| DE69618485D1 (de) | 2002-02-14 |
| EP0874688A1 (en) | 1998-11-04 |
| DE69618485T2 (de) | 2002-08-01 |
| US5739075A (en) | 1998-04-14 |
| ES2166468T3 (es) | 2002-04-16 |
| EP0874688B1 (en) | 2002-01-09 |
| CA2232942A1 (en) | 1997-04-17 |
| WO1997013579A1 (en) | 1997-04-17 |
| JPH11513305A (ja) | 1999-11-16 |
| JP3961568B2 (ja) | 2007-08-22 |
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