DE60123788T2 - Verfahren zur ausführung der epoxidierung von ethylen - Google Patents
Verfahren zur ausführung der epoxidierung von ethylen Download PDFInfo
- Publication number
- DE60123788T2 DE60123788T2 DE60123788T DE60123788T DE60123788T2 DE 60123788 T2 DE60123788 T2 DE 60123788T2 DE 60123788 T DE60123788 T DE 60123788T DE 60123788 T DE60123788 T DE 60123788T DE 60123788 T2 DE60123788 T2 DE 60123788T2
- Authority
- DE
- Germany
- Prior art keywords
- ethylene
- catalyst
- ethylene oxide
- concentration
- phase
- 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
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 title claims abstract description 87
- 239000005977 Ethylene Substances 0.000 title claims abstract description 87
- 238000000034 method Methods 0.000 title claims abstract description 39
- 238000006735 epoxidation reaction Methods 0.000 title description 5
- 239000003054 catalyst Substances 0.000 claims abstract description 140
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 66
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 45
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 45
- 239000001301 oxygen Substances 0.000 claims abstract description 45
- 239000012071 phase Substances 0.000 claims abstract description 42
- 230000008569 process Effects 0.000 claims abstract description 29
- 239000000203 mixture Substances 0.000 claims abstract description 26
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims abstract description 19
- 239000011541 reaction mixture Substances 0.000 claims abstract description 19
- 229910052709 silver Inorganic materials 0.000 claims abstract description 19
- 238000004519 manufacturing process Methods 0.000 claims abstract description 18
- 239000004332 silver Substances 0.000 claims abstract description 18
- 238000007254 oxidation reaction Methods 0.000 claims abstract description 14
- 230000003647 oxidation Effects 0.000 claims abstract description 13
- 230000001186 cumulative effect Effects 0.000 claims abstract description 12
- 239000012808 vapor phase Substances 0.000 claims abstract description 7
- 239000007789 gas Substances 0.000 claims description 38
- 230000000694 effects Effects 0.000 claims description 19
- 229910052702 rhenium Inorganic materials 0.000 claims description 18
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 claims description 18
- 229910052751 metal Inorganic materials 0.000 claims description 11
- 239000002184 metal Substances 0.000 claims description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 10
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 8
- -1 bromine hydrocarbon Chemical class 0.000 claims description 7
- 150000004820 halides Chemical class 0.000 claims description 7
- 239000000463 material Substances 0.000 claims description 5
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 claims description 4
- 229960003750 ethyl chloride Drugs 0.000 claims description 4
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 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
- 229910052783 alkali metal Inorganic materials 0.000 claims description 3
- 150000001340 alkali metals Chemical class 0.000 claims description 3
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 3
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 3
- 229910052792 caesium Inorganic materials 0.000 claims description 3
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-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
- PAAZPARNPHGIKF-UHFFFAOYSA-N 1,2-dibromoethane Chemical compound BrCCBr PAAZPARNPHGIKF-UHFFFAOYSA-N 0.000 claims description 2
- ZSLUVFAKFWKJRC-IGMARMGPSA-N 232Th Chemical compound [232Th] ZSLUVFAKFWKJRC-IGMARMGPSA-N 0.000 claims description 2
- PNEYBMLMFCGWSK-UHFFFAOYSA-N Alumina Chemical compound [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 2
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims description 2
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 2
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical compound [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 claims description 2
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- 229910052776 Thorium Inorganic materials 0.000 claims description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 claims description 2
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 2
- 229910052796 boron Inorganic materials 0.000 claims description 2
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 claims description 2
- 229910052804 chromium Inorganic materials 0.000 claims description 2
- 239000011651 chromium Substances 0.000 claims description 2
- 229910052733 gallium Inorganic materials 0.000 claims description 2
- 229910052732 germanium Inorganic materials 0.000 claims description 2
- GNPVGFCGXDBREM-UHFFFAOYSA-N germanium atom Chemical compound [Ge] GNPVGFCGXDBREM-UHFFFAOYSA-N 0.000 claims description 2
- 229910052735 hafnium Inorganic materials 0.000 claims description 2
- VBJZVLUMGGDVMO-UHFFFAOYSA-N hafnium atom Chemical compound [Hf] VBJZVLUMGGDVMO-UHFFFAOYSA-N 0.000 claims description 2
- 150000002739 metals Chemical class 0.000 claims description 2
- 229910052750 molybdenum Inorganic materials 0.000 claims description 2
- 239000011733 molybdenum Substances 0.000 claims description 2
- 229910052758 niobium Inorganic materials 0.000 claims description 2
- 239000010955 niobium Substances 0.000 claims description 2
- GUCVJGMIXFAOAE-UHFFFAOYSA-N niobium atom Chemical compound [Nb] GUCVJGMIXFAOAE-UHFFFAOYSA-N 0.000 claims description 2
- 229910052698 phosphorus Inorganic materials 0.000 claims description 2
- 239000011574 phosphorus Substances 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 239000011593 sulfur Substances 0.000 claims description 2
- 229910052715 tantalum Inorganic materials 0.000 claims description 2
- GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 claims description 2
- 229910052716 thallium Inorganic materials 0.000 claims description 2
- BKVIYDNLLOSFOA-UHFFFAOYSA-N thallium Chemical compound [Tl] BKVIYDNLLOSFOA-UHFFFAOYSA-N 0.000 claims description 2
- 229910052719 titanium Inorganic materials 0.000 claims description 2
- 239000010936 titanium Substances 0.000 claims description 2
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 claims description 2
- 229910052721 tungsten Inorganic materials 0.000 claims description 2
- 239000010937 tungsten Substances 0.000 claims description 2
- 229910052720 vanadium Inorganic materials 0.000 claims description 2
- GPPXJZIENCGNKB-UHFFFAOYSA-N vanadium Chemical compound [V]#[V] GPPXJZIENCGNKB-UHFFFAOYSA-N 0.000 claims description 2
- 229910052726 zirconium Inorganic materials 0.000 claims description 2
- 239000004215 Carbon black (E152) Substances 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 229930195733 hydrocarbon Natural products 0.000 claims 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 26
- 238000006243 chemical reaction Methods 0.000 description 17
- 239000001569 carbon dioxide Substances 0.000 description 13
- 229910002092 carbon dioxide Inorganic materials 0.000 description 13
- 241000196324 Embryophyta Species 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- 239000011261 inert gas Substances 0.000 description 6
- 238000013022 venting Methods 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000012495 reaction gas Substances 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000009825 accumulation Methods 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 238000010926 purge Methods 0.000 description 3
- 150000000180 1,2-diols Chemical class 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 2
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000004438 BET method Methods 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-NJFSPNSNSA-N Carbon-14 Chemical compound [14C] OKTJSMMVPCPJKN-NJFSPNSNSA-N 0.000 description 1
- 241000208125 Nicotiana Species 0.000 description 1
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000012876 carrier material Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 238000010574 gas phase reaction Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- 239000002075 main ingredient Substances 0.000 description 1
- VUZPPFZMUPKLLV-UHFFFAOYSA-N methane;hydrate Chemical compound C.O VUZPPFZMUPKLLV-UHFFFAOYSA-N 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 150000003138 primary alcohols Chemical class 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000012958 reprocessing Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 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
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- HBMJWWWQQXIZIP-UHFFFAOYSA-N silicon carbide Chemical compound [Si+]#[C-] HBMJWWWQQXIZIP-UHFFFAOYSA-N 0.000 description 1
- 229910010271 silicon carbide Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 238000012546 transfer Methods 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
- B01J23/38—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
-
- 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
-
- 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)
- Epoxy Compounds (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US591525 | 1990-10-01 | ||
| US59152500A | 2000-06-09 | 2000-06-09 | |
| US09/735,360 US6372925B1 (en) | 2000-06-09 | 2000-12-12 | Process for operating the epoxidation of ethylene |
| US735360 | 2000-12-12 | ||
| PCT/US2001/018097 WO2001096324A2 (en) | 2000-06-09 | 2001-06-05 | Process for operating the epoxidation of ethylene |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE60123788D1 DE60123788D1 (de) | 2006-11-23 |
| DE60123788T2 true DE60123788T2 (de) | 2007-09-06 |
Family
ID=27081174
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE60123788T Expired - Lifetime DE60123788T2 (de) | 2000-06-09 | 2001-06-05 | Verfahren zur ausführung der epoxidierung von ethylen |
Country Status (18)
| Country | Link |
|---|---|
| US (2) | US6372925B1 (en:Method) |
| EP (1) | EP1292587B1 (en:Method) |
| JP (1) | JP5097325B2 (en:Method) |
| KR (1) | KR100827473B1 (en:Method) |
| CN (1) | CN1217941C (en:Method) |
| AT (1) | ATE342259T1 (en:Method) |
| AU (1) | AU2001266704A1 (en:Method) |
| BR (1) | BR0111475B1 (en:Method) |
| CA (1) | CA2411070C (en:Method) |
| DE (1) | DE60123788T2 (en:Method) |
| ES (1) | ES2269421T3 (en:Method) |
| GC (1) | GC0000430A (en:Method) |
| IN (1) | IN2002DE01165A (en:Method) |
| MX (1) | MXPA02012036A (en:Method) |
| MY (1) | MY128386A (en:Method) |
| RU (1) | RU2263670C2 (en:Method) |
| TW (1) | TWI230707B (en:Method) |
| WO (1) | WO2001096324A2 (en:Method) |
Families Citing this family (70)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6372925B1 (en) * | 2000-06-09 | 2002-04-16 | Shell Oil Company | Process for operating the epoxidation of ethylene |
| US7193094B2 (en) | 2001-11-20 | 2007-03-20 | Shell Oil Company | Process and systems for the epoxidation of an olefin |
| CN1665797B (zh) * | 2002-06-28 | 2011-09-14 | 国际壳牌研究有限公司 | 环氧化方法的开车方法和烯烃环氧化方法 |
| BR0312244B1 (pt) * | 2002-06-28 | 2013-06-25 | mÉtodo para melhorar a seletividade de um catalisador e um processo para a epoxidaÇço de uma olefina | |
| EP1532125B1 (en) * | 2002-06-28 | 2006-03-22 | Shell Internationale Researchmaatschappij B.V. | A method for the start-up of an epoxidation process, a catalyst and a process for the epoxidation of an olefin |
| WO2004039790A1 (en) * | 2002-10-28 | 2004-05-13 | Shell Internationale Research Maatschappij B.V. | Olefin oxide catalysts |
| MY146505A (en) * | 2003-02-28 | 2012-08-15 | Shell Int Research | A method of manufacturing ethylene oxide |
| MY136774A (en) * | 2003-02-28 | 2008-11-28 | Shell Int Research | Method of improving the operation of a manufacturing process |
| MY153179A (en) * | 2003-02-28 | 2015-01-29 | Shell Int Research | A method of manufacturing ethylene oxide |
| 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 |
| IN2005DN04374A (en:Method) * | 2003-04-01 | 2010-01-15 | Shell Int Research | |
| 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 |
| BRPI0410090A (pt) | 2003-05-07 | 2006-05-16 | Shell Int Research | catalisadores contendo prata, a fabricação de tais catalisadores contendo prata e o seu uso |
| US20040225138A1 (en) * | 2003-05-07 | 2004-11-11 | Mcallister Paul Michael | Reactor system and process for the manufacture of ethylene oxide |
| 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 |
| TW200602123A (en) * | 2004-04-01 | 2006-01-16 | Shell Int Research | Process for preparing a catalyst, the catalyst, and a use of the catalyst |
| 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 |
| JP5697298B2 (ja) * | 2004-09-01 | 2015-04-08 | 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 | オレフィンのエポキシ化方法、該方法に用いる触媒、該触媒の調製に用いる担体、および該担体の調製方法 |
| RU2007115405A (ru) * | 2004-09-24 | 2008-10-27 | Шелл Интернэшнл Рисерч Маатсхаппий Б.В. (NL) | Способ выбора формированных частиц, способ сборки системы, способ реагирования газообразного сырья в такой системе, компьютерный программный продукт и компьютерная система |
| US7928034B2 (en) | 2005-02-25 | 2011-04-19 | Sumitomo Chemical Company, Limited | Process for producing olefin oxide |
| WO2006102189A1 (en) * | 2005-03-22 | 2006-09-28 | Shell Internationale Research Maatschappij B.V. | A reactor system and process for the manufacture of ethylene oxide |
| CN101193702B (zh) | 2005-06-07 | 2012-11-07 | 国际壳牌研究有限公司 | 催化剂、制备催化剂的方法和生产环氧烷烃、1,2-二醇、1,2-二醇醚或链烷醇胺的方法 |
| US7750170B2 (en) | 2005-12-22 | 2010-07-06 | Shell Oil Company | Process for mixing an oxidant having explosive potential with a hydrocarbon |
| CN101384571A (zh) * | 2005-12-22 | 2009-03-11 | 国际壳牌研究有限公司 | 制备环氧烷或可由环氧烷衍生的化学品的方法 |
| US7459589B2 (en) | 2005-12-22 | 2008-12-02 | Shell Oil Company | Process for the preparation of an alkylene glycol |
| CN101410178A (zh) * | 2006-02-03 | 2009-04-15 | 国际壳牌研究有限公司 | 催化剂的处理方法，催化剂和催化剂的用途 |
| EP1981633B1 (en) * | 2006-02-10 | 2020-08-05 | Shell International Research Maatschappij B.V. | A process for preparing a catalyst, the catalyst, and a process for the production of an olefin oxide, a 1,2-diol, a 1,2-diol ether, or an alkanolamine |
| US7553795B2 (en) * | 2006-03-21 | 2009-06-30 | Sd Lizenzverwertungsgesellschaft Mbh & Co. Kg | Activation of high selectivity ethylene oxide catalyst |
| US20090270640A1 (en) * | 2006-04-21 | 2009-10-29 | Basf Aktiengesellschaft | Method for production of ethylene oxide in a microchannel reactor |
| US8097557B2 (en) * | 2006-08-08 | 2012-01-17 | Sd Lizenverwertungsgesellschaft Mbh & Co. Kg | Two-stage calcination for catalyst production |
| US7851760B2 (en) * | 2006-09-01 | 2010-12-14 | Dow Global Technology Inc. | Control and optimization of process for making ethylene oxide |
| US7977274B2 (en) * | 2006-09-29 | 2011-07-12 | Sd Lizenzverwertungsgesellschaft Mbh & Co. Kg | Catalyst with bimodal pore size distribution and the use thereof |
| CN101679333B (zh) | 2007-05-09 | 2013-07-31 | 国际壳牌研究有限公司 | 生产环氧烷、1,2-二醇、1,2-二醇醚、1,2-碳酸酯或烷醇胺的方法 |
| KR20100017691A (ko) * | 2007-05-09 | 2010-02-16 | 셀 인터나쵸나아레 레사아치 마아츠샤피 비이부이 | 에폭시화 촉매, 이 촉매의 제조방법, 및 산화올레핀, 1,2-디올, 1,2-디올 에테르, 1,2-카보네이트 또는 알칸올아민의 생산 방법 |
| KR20100017689A (ko) | 2007-05-09 | 2010-02-16 | 셀 인터나쵸나아레 레사아치 마아츠샤피 비이부이 | 에폭시화 촉매, 이 촉매의 제조방법, 및 산화올레핀, 1,2-디올, 1,2-디올 에테르, 1,2-카보네이트 또는 알칸올아민의 생산 방법 |
| US9144765B2 (en) | 2007-05-18 | 2015-09-29 | Shell Oil Company | Reactor system, an absorbent and a process for reacting a feed |
| TWI446959B (zh) | 2007-05-18 | 2014-08-01 | Shell Int Research | 反應器系統、吸收劑及用於反應進料的方法 |
| CA2687593C (en) * | 2007-05-18 | 2018-11-13 | Shell Internationale Research Maatschappij B.V. | A 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 |
| US8290626B2 (en) * | 2007-09-10 | 2012-10-16 | SD Lizenzverwertungsgesellschadt mbH & Co KG | Chemical process optimization method that considers chemical process plant safety |
| US7803957B2 (en) * | 2007-09-11 | 2010-09-28 | Sd Lizenzverwertungsgesellschaft Mbh & Co. Kg | Ethylene oxide production using fixed moderator concentration |
| DE102008011767B4 (de) | 2008-02-28 | 2012-07-26 | Basf Se | Verfahren zur Herstellung von olefinisch ungesättigten Carbonylverbindungen durch oxidative Dehydrierung von Alkoholen |
| DE102008014910A1 (de) | 2008-03-19 | 2009-09-24 | Basf Se | Verwendung eines geträgerten edelmetallhaltigen Katalysators zur oxidativen Dehydrierung |
| US7763096B2 (en) * | 2008-05-06 | 2010-07-27 | Sd Lizenzverwertungsgesellschaft Mbh & Co. Kg | Recovery of rhenium |
| EP2297125B1 (en) * | 2008-05-07 | 2013-07-03 | Shell Internationale Research Maatschappij B.V. | 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 |
| WO2009137427A2 (en) | 2008-05-07 | 2009-11-12 | Shell Oil Company | A process for the start-up of an epoxidation process, a process for the production of ethylene oxide, a 1,2-diol, a 1,2-diol ether, a 1,2-carbonate, or an alkanolamine |
| RU2506123C2 (ru) | 2008-05-15 | 2014-02-10 | Шелл Интернэшнл Рисерч Маатсхаппий Б.В. | Способ получения алкиленкарбоната и алкиленгликоля |
| TWI455930B (zh) | 2008-05-15 | 2014-10-11 | Shell Int Research | 製備碳酸伸烷酯及／或烷二醇的方法 |
| DE102008025835A1 (de) * | 2008-05-29 | 2009-12-03 | Bayer Technology Services Gmbh | Verfahren zur Herstellung von Ethylenoxid |
| WO2009150208A1 (en) * | 2008-06-13 | 2009-12-17 | Shell Internationale Research Maatschappij B.V. | Method for measuring the selectivity of a process for the production of ethylene oxide |
| WO2010009021A2 (en) * | 2008-07-14 | 2010-01-21 | Velocys Inc. | Process for making ethylene oxide using microchannel process technology |
| CN102099346A (zh) * | 2008-07-14 | 2011-06-15 | 巴斯夫欧洲公司 | 制备环氧乙烷的方法 |
| US8349765B2 (en) | 2008-07-18 | 2013-01-08 | Scientific Design Company, Inc. | Mullite-containing carrier for ethylene oxide catalysts |
| US8524927B2 (en) | 2009-07-13 | 2013-09-03 | Velocys, Inc. | Process for making ethylene oxide using microchannel process technology |
| AU2010318055B2 (en) * | 2009-11-10 | 2014-04-03 | Shell Internationale Research Maatschappij B.V. | Process for producing ethylene oxide |
| JP2012522061A (ja) * | 2009-12-28 | 2012-09-20 | 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の製造における銀触媒上への塩化銀の生成の制御方法 |
| WO2012050819A1 (en) | 2010-09-29 | 2012-04-19 | Shell Oil Company | Improved eo process control |
| US8742146B2 (en) | 2010-12-08 | 2014-06-03 | Shell Oil Company | Process for improving the selectivity of an EO catalyst |
| US8742147B2 (en) | 2010-12-08 | 2014-06-03 | Shell Oil Company | Process for improving the selectivity of an EO catalyst |
| US8884037B2 (en) | 2010-12-10 | 2014-11-11 | Dow Technology Investments Llc | Method of reducing the value of an alkylene oxide production parameter in a process of making an alkylene oxide using a high efficiency catalyst |
| CN103261178B (zh) * | 2010-12-15 | 2016-11-09 | 陶氏技术投资有限责任公司 | 使用高效催化剂生产环氧烷的工艺的启动方法 |
| CN102558099B (zh) * | 2010-12-29 | 2014-11-12 | 中国石油化工股份有限公司 | 由乙烯生产环氧乙烷的方法 |
| BR112013027585B1 (pt) * | 2011-04-29 | 2020-09-29 | Shell Internationale Research Maatschappij B.V | Método para melhorar a seletividade de um catalisador de alta seletividade suportado usado na epoxidação de etileno e método para preparar um 1,2-diol, um 1,2-diol éter, um 1,2-carbonato ou uma alcanolamina |
| KR102109990B1 (ko) * | 2011-12-09 | 2020-05-12 | 다우 테크놀로지 인베스트먼츠 엘엘씨. | 고효율 촉매를 사용하여 알킬렌 옥사이드를 제조하는 공정에서 알킬렌 옥사이드 생산 변수 값을 유지하는 방법 |
| FR3001968B1 (fr) * | 2013-02-12 | 2015-02-27 | IFP Energies Nouvelles | Procede de production d'oxyde d'ethylene a partir d'un flux d'ethanol thermo-mecaniquement integre |
| CN104888855B (zh) * | 2015-04-03 | 2017-03-01 | 江南大学 | 一种用于烯烃环氧化反应的乙酰丙酮氧钼固体催化剂及其制备方法 |
| RU2759675C2 (ru) * | 2016-08-09 | 2021-11-16 | Сайентифик Дизайн Компани, Инк. | Способ получения простого гликолевого эфира |
| TWI774707B (zh) | 2016-12-02 | 2022-08-21 | 荷蘭商蜆殼國際研究所 | 用於調節乙烯環氧化催化劑之方法及用於製造環氧乙烷之相關方法 |
| US11059017B2 (en) | 2017-09-15 | 2021-07-13 | MultiPhase Solutions, Inc. | Halogen selective detection gas chromatography for the on-line analysis and control of selective oxidation chemical production processes |
| TWI801461B (zh) * | 2017-12-08 | 2023-05-11 | 荷蘭商蜆殼國際研究所 | 用於製備碳酸伸乙酯及乙二醇之製程 |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1191983A (en) | 1968-04-11 | 1970-05-13 | Sir Soc Italiana Resine Spa | Preparation of Ethylene Oxide |
| US3960775A (en) | 1969-08-26 | 1976-06-01 | Snam Progetti S.P.A. | Catalyst for the production of ethylene oxide |
| GB1319004A (en) | 1971-07-13 | 1973-05-31 | Nippon Catalytic Chem Ind | Process for preparing ethylene oxide |
| IT972792B (it) * | 1972-12-22 | 1974-05-31 | Sir Soc Italiana Resine Spa | Procedimento per la preparazione di glicoli eteri |
| DE2605991A1 (de) * | 1976-02-14 | 1977-08-25 | Hoechst Ag | Verfahren zur erhoehung der selektivitaet bei der herstellung von aethylenoxid |
| US4400559A (en) * | 1982-06-14 | 1983-08-23 | The Halcon Sd Group, Inc. | Process for preparing ethylene glycol |
| IL84232A (en) * | 1986-10-31 | 1992-06-21 | Shell Int Research | Catalyst and process for the catalytic production of ethylene oxide |
| EP0357292A1 (en) | 1988-08-30 | 1990-03-07 | Imperial Chemical Industries Plc | Production of ethylene oxide and catalysts therefor |
| CA1337722C (en) * | 1989-04-18 | 1995-12-12 | Madan Mohan Bhasin | Alkylene oxide catalysts having enhanced activity and/or stability |
| US5177225A (en) | 1990-07-09 | 1993-01-05 | The Boc Group, Inc. | Process for the production of alkylene oxide |
| US5155242A (en) * | 1991-12-05 | 1992-10-13 | Shell Oil Company | Process for starting-up an ethylene oxide reactor |
| DE59303461D1 (de) | 1992-02-20 | 1996-09-26 | Basf Ag | Verfahren zur Herstellung von Ethylenoxid |
| US5262551A (en) | 1992-04-20 | 1993-11-16 | Texaco Chemical Company | Process for ethylene expoxidation |
| CA2078480A1 (en) * | 1992-04-20 | 1993-10-21 | Bennie Albert Horrell Jr. | Improved process for ethylene epoxidation |
| US5447897A (en) | 1993-05-17 | 1995-09-05 | Shell Oil Company | Ethylene oxide catalyst and process |
| AU7614394A (en) * | 1993-08-23 | 1995-03-21 | Shell Internationale Research Maatschappij B.V. | Ethylene oxide catalyst |
| US5380697A (en) * | 1993-09-08 | 1995-01-10 | Shell Oil Company | Ethylene oxide catalyst and process |
| JP3403476B2 (ja) * | 1993-12-28 | 2003-05-06 | 株式会社日本触媒 | エチレンオキシドの製造方法 |
| US5545603A (en) * | 1994-11-01 | 1996-08-13 | Shell Oil Company | Ethylene oxide catalyst and process |
| DE19843697A1 (de) | 1998-09-23 | 2000-03-30 | Basf Ag | Verfahren zur Herstellung von hochreinem Monoethylenglykol |
| US6372925B1 (en) * | 2000-06-09 | 2002-04-16 | Shell Oil Company | Process for operating the epoxidation of ethylene |
-
2000
- 2000-12-12 US US09/735,360 patent/US6372925B1/en not_active Expired - Lifetime
-
2001
- 2001-06-05 US US10/297,522 patent/US6717001B2/en not_active Expired - Lifetime
- 2001-06-05 BR BRPI0111475-1A patent/BR0111475B1/pt not_active IP Right Cessation
- 2001-06-05 AU AU2001266704A patent/AU2001266704A1/en not_active Abandoned
- 2001-06-05 KR KR1020027016739A patent/KR100827473B1/ko not_active Expired - Lifetime
- 2001-06-05 EP EP01944278A patent/EP1292587B1/en not_active Revoked
- 2001-06-05 CN CN01811606XA patent/CN1217941C/zh not_active Expired - Lifetime
- 2001-06-05 MX MXPA02012036A patent/MXPA02012036A/es active IP Right Grant
- 2001-06-05 AT AT01944278T patent/ATE342259T1/de not_active IP Right Cessation
- 2001-06-05 ES ES01944278T patent/ES2269421T3/es not_active Expired - Lifetime
- 2001-06-05 RU RU2002135677/04A patent/RU2263670C2/ru not_active IP Right Cessation
- 2001-06-05 WO PCT/US2001/018097 patent/WO2001096324A2/en not_active Ceased
- 2001-06-05 DE DE60123788T patent/DE60123788T2/de not_active Expired - Lifetime
- 2001-06-05 JP JP2002510467A patent/JP5097325B2/ja not_active Expired - Lifetime
- 2001-06-05 CA CA2411070A patent/CA2411070C/en not_active Expired - Lifetime
- 2001-06-06 GC GCP20011416 patent/GC0000430A/xx active
- 2001-06-07 MY MYPI20012666A patent/MY128386A/en unknown
- 2001-06-08 TW TW090113981A patent/TWI230707B/zh not_active IP Right Cessation
-
2002
- 2002-11-27 IN IN1165DE2002 patent/IN2002DE01165A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| RU2263670C2 (ru) | 2005-11-10 |
| IN2002DE01165A (en:Method) | 2008-09-26 |
| US20030139633A1 (en) | 2003-07-24 |
| WO2001096324A2 (en) | 2001-12-20 |
| BR0111475A (pt) | 2003-03-25 |
| DE60123788D1 (de) | 2006-11-23 |
| MXPA02012036A (es) | 2003-06-06 |
| CN1437590A (zh) | 2003-08-20 |
| MY128386A (en) | 2007-01-31 |
| US6717001B2 (en) | 2004-04-06 |
| GC0000430A (en) | 2007-09-30 |
| JP2004503548A (ja) | 2004-02-05 |
| CA2411070C (en) | 2010-08-10 |
| AU2001266704A1 (en) | 2001-12-24 |
| ATE342259T1 (de) | 2006-11-15 |
| EP1292587A2 (en) | 2003-03-19 |
| EP1292587B1 (en) | 2006-10-11 |
| WO2001096324A3 (en) | 2002-03-28 |
| KR20030034090A (ko) | 2003-05-01 |
| CA2411070A1 (en) | 2001-12-20 |
| CN1217941C (zh) | 2005-09-07 |
| ES2269421T3 (es) | 2007-04-01 |
| KR100827473B1 (ko) | 2008-05-06 |
| JP5097325B2 (ja) | 2012-12-12 |
| TWI230707B (en) | 2005-04-11 |
| MX231687B (en:Method) | 2005-10-28 |
| BR0111475B1 (pt) | 2012-04-17 |
| US6372925B1 (en) | 2002-04-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE60123788T2 (de) | Verfahren zur ausführung der epoxidierung von ethylen | |
| DE60304197T2 (de) | Verfahren zum initiieren eines epoxidationsverfahrens, katalysator und verfahren zur epoxidation eines olefins | |
| DE60207299T2 (de) | Verfahren und systeme zur epoxidierung eines olefins | |
| DE602004009776T2 (de) | Olefinepoxidationsverfahren und katalysator zur verwendung bei dem verfahren | |
| DE69618485T2 (de) | Verfahren zur herstellung von epoxidierungskatalysatoren | |
| EP2440538B1 (de) | Verwendung strukturierter katalysatorbetten zur herstellung von ethylenoxid | |
| EP1620414B2 (en) | Process for the production of an olefin oxide | |
| EP2013194A2 (de) | Verfahren zur herstellung von ethylenoxid in einem mikrokanalreaktor | |
| EP0010295B1 (de) | Verfahren zur Herstellung von Ethanol aus Synthesegas | |
| DE102006060395A1 (de) | Verfahren der Herstellung eines Epoxidierungskatalysators, ein Epoxidierungskatalysator, Verfahren zur Herstellung eines Olefinoxids oder einer Chemikalie, die von einem Olefinoxid ableitbar ist, und Reaktor, der für solch ein Verfahren geeignet ist | |
| EP2379478B1 (de) | Kontinuierliches verfahren zur herstellung von substituierten cyclohexylmethanolen | |
| DE60018313T3 (de) | Integriertes verfahren zur herstellung von vinylacetat | |
| DE60109783T2 (de) | Verfahren zur herstellung von oxiranen | |
| DE69402555T2 (de) | Epoxyolierungskatalysator | |
| EP2350033B1 (de) | Verfahren zur herstellung eines alkylenoxids | |
| DE2925625B1 (de) | Verfahren zur Steigerung der Aktivitaet und zur Verlaengerung der Standzeit bei hoher Selektivitaet von Silber- Traeger-Katalysatoren fuer den Einsatz zur Ethylenoxid-Syn these | |
| EP0167872A2 (de) | Verfahren zur Herstellung von Aminen | |
| EP0557833B1 (de) | Verfahren zur Herstellung von Ethylenoxid | |
| EP0476400A1 (de) | Verfahren zur Abtrennung von Cyclohexen aus Gemischen mit Benzol und Cyclohexan | |
| DE60005213T2 (de) | Gasphasenepoxidierung von nicht-allylischen olefinen | |
| WO2000015590A1 (de) | Verfahren zur herstellung von enolethern | |
| EP2571845A1 (de) | Verfahren zur herstellung von 2-(2-tert.-butylamino-ethoxy)-ethanol (tert.-butylaminodiglykol, tbadg) | |
| DD202527A5 (de) | Verfahren zur herstellung von ethylenglykol |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8363 | Opposition against the patent | ||
| 8328 | Change in the person/name/address of the agent |
Representative=s name: ADVOTEC. PATENT- UND RECHTSANWAELTE, 80538 MUENCHE |