JP2007531622A - 銀触媒を調製する方法、該触媒、およびオレフィンを酸化するための該触媒の使用 - Google Patents
銀触媒を調製する方法、該触媒、およびオレフィンを酸化するための該触媒の使用 Download PDFInfo
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- JP2007531622A JP2007531622A JP2007506584A JP2007506584A JP2007531622A JP 2007531622 A JP2007531622 A JP 2007531622A JP 2007506584 A JP2007506584 A JP 2007506584A JP 2007506584 A JP2007506584 A JP 2007506584A JP 2007531622 A JP2007531622 A JP 2007531622A
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- Prior art keywords
- catalyst
- silver
- support
- olefin
- mmol
- 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.)
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- 239000003054 catalyst Substances 0.000 title claims abstract description 107
- 150000001336 alkenes Chemical class 0.000 title claims abstract description 56
- 229910052709 silver Inorganic materials 0.000 title claims abstract description 56
- 239000004332 silver Substances 0.000 title claims abstract description 56
- 238000000034 method Methods 0.000 title claims description 45
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 title description 48
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims abstract description 51
- 238000000151 deposition Methods 0.000 claims abstract description 31
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 31
- 238000006735 epoxidation reaction Methods 0.000 claims abstract description 24
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 21
- 239000002019 doping agent Substances 0.000 claims abstract description 21
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 21
- 239000001301 oxygen Substances 0.000 claims abstract description 21
- 238000004519 manufacturing process Methods 0.000 claims abstract description 8
- 229910052702 rhenium Inorganic materials 0.000 claims description 33
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 claims description 33
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 26
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 claims description 11
- 229910052721 tungsten Inorganic materials 0.000 claims description 11
- 239000010937 tungsten Substances 0.000 claims description 11
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 claims description 9
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 claims description 9
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 9
- 229910052804 chromium Inorganic materials 0.000 claims description 9
- 239000011651 chromium Substances 0.000 claims description 9
- 229910052750 molybdenum Inorganic materials 0.000 claims description 9
- 239000011733 molybdenum Substances 0.000 claims description 9
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 239000011593 sulfur Substances 0.000 claims description 4
- 150000004703 alkoxides Chemical class 0.000 claims description 3
- 239000000908 ammonium hydroxide Substances 0.000 claims description 3
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims 1
- 239000002585 base Substances 0.000 description 26
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- 238000005470 impregnation Methods 0.000 description 15
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 14
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- 229910052783 alkali metal Inorganic materials 0.000 description 8
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 7
- 238000010521 absorption reaction Methods 0.000 description 7
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- 229910052784 alkaline earth metal Inorganic materials 0.000 description 7
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- 239000001569 carbon dioxide Substances 0.000 description 7
- 229910002092 carbon dioxide Inorganic materials 0.000 description 7
- 150000004820 halides Chemical class 0.000 description 7
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- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
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- 239000000126 substance Substances 0.000 description 5
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Chemical class 0.000 description 4
- 239000012298 atmosphere Substances 0.000 description 4
- 229910052792 caesium Inorganic materials 0.000 description 4
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- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
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- 229940073455 tetraethylammonium hydroxide Drugs 0.000 description 3
- LRGJRHZIDJQFCL-UHFFFAOYSA-M tetraethylazanium;hydroxide Chemical compound [OH-].CC[N+](CC)(CC)CC LRGJRHZIDJQFCL-UHFFFAOYSA-M 0.000 description 3
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- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 2
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- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
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- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 2
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- 239000010457 zeolite Substances 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- 239000004711 α-olefin 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
- B01J23/48—Silver or gold
- B01J23/50—Silver
-
- 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
-
- 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
- B01J23/683—Silver or gold with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium with chromium, molybdenum or tungsten
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—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
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/02—Impregnation, coating or precipitation
- B01J37/0201—Impregnation
- B01J37/0207—Pretreatment of the support
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/04—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reaction of ammonia or amines with olefin oxides or halohydrins
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/09—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis
- C07C29/10—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes
- C07C29/103—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes of cyclic ethers
- C07C29/106—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrolysis of ethers, including cyclic ethers, e.g. oxiranes of cyclic ethers of oxiranes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/02—Preparation of ethers from oxiranes
- C07C41/03—Preparation of ethers from oxiranes by reaction of oxirane rings with hydroxy groups
-
- 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
- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
- B01J21/02—Boron or aluminium; Oxides or hydroxides thereof
- B01J21/04—Alumina
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/02—Impregnation, coating or precipitation
- B01J37/0201—Impregnation
- B01J37/0203—Impregnation the impregnation liquid containing organic compounds
-
- 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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US55844004P | 2004-04-01 | 2004-04-01 | |
| PCT/US2005/010992 WO2005097316A1 (en) | 2004-04-01 | 2005-03-31 | A process for preparing a silver catalyst, the catalyst, and its use for olefin oxidation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JP2007531622A true JP2007531622A (ja) | 2007-11-08 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
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| JP2007506584A Pending JP2007531622A (ja) | 2004-04-01 | 2005-03-31 | 銀触媒を調製する方法、該触媒、およびオレフィンを酸化するための該触媒の使用 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US7538235B2 (enExample) |
| EP (1) | EP1735091A1 (enExample) |
| JP (1) | JP2007531622A (enExample) |
| KR (1) | KR20070004940A (enExample) |
| CN (1) | CN1956783A (enExample) |
| CA (1) | CA2561673A1 (enExample) |
| IN (1) | IN2006DE05676A (enExample) |
| TW (1) | TW200600190A (enExample) |
| WO (1) | WO2005097316A1 (enExample) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007301553A (ja) * | 2006-04-10 | 2007-11-22 | Mitsubishi Chemicals Corp | 酸化エチレン製造用触媒およびその製造方法ならびに酸化エチレンの製造方法 |
| JP2007301554A (ja) * | 2006-04-10 | 2007-11-22 | Mitsubishi Chemicals Corp | 酸化エチレン製造用触媒およびその製造方法ならびに酸化エチレンの製造方法 |
| JP2011212681A (ja) * | 2006-04-10 | 2011-10-27 | Mitsubishi Chemicals Corp | 酸化エチレン製造用触媒およびその製造方法ならびに酸化エチレンの製造方法 |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102000571A (zh) * | 2006-04-10 | 2011-04-06 | 三菱化学株式会社 | 环氧乙烷制造用催化剂及其制造方法、以及环氧乙烷的制造方法 |
| US7932408B2 (en) | 2006-09-29 | 2011-04-26 | Scientific Design Company, Inc. | Catalyst with bimodal pore size distribution and the use thereof |
| US7977274B2 (en) | 2006-09-29 | 2011-07-12 | Sd Lizenzverwertungsgesellschaft Mbh & Co. Kg | Catalyst with bimodal pore size distribution and the use thereof |
| WO2008064076A2 (en) * | 2006-11-20 | 2008-05-29 | Shell Oil Company | A process for treating a carrier, a process for preparing a catalyst, the catalyst, and use of the catalyst |
| BRPI0811305B1 (pt) * | 2007-05-09 | 2020-02-27 | Shell Internationale Research Maatschappij B.V. | Catalisador de epoxidação, um processo para preparação do catalisador e um processo para a produção de um óxido de olefina, um 1,2-diol, um éter de 1,2-diol, um 1,2-carbonato ou uma alcanolamina |
| KR101629037B1 (ko) * | 2008-05-07 | 2016-06-09 | 셀 인터나쵸나아레 레사아치 마아츠샤피 비이부이 | 에폭시화 방법의 스타트업 방법, 산화에틸렌, 1,2-디올, 1,2-디올 에테르, 1,2-카보네이트 또는 알칸올아민의 생산방법 |
| PL2297125T3 (pl) * | 2008-05-07 | 2013-12-31 | Shell Int Research | Sposób wytwarzania tlenku olefiny, 1,2-diolu, eteru 1,2-diolu, 1,2-węglanu albo alkanoloaminy |
| WO2010040688A1 (de) * | 2008-10-08 | 2010-04-15 | Basf Se | Verfahren zur herstellung eines alkylenoxids |
| GB201118228D0 (en) | 2011-10-21 | 2011-12-07 | Ingen Gtl Ltd | Methods of preparation and forming supported active metal catalysts and precursors |
| WO2013057319A2 (en) * | 2011-10-21 | 2013-04-25 | Ingen Gtl Limited | Methods of preparation and forming supported active metal catalysts and precursors |
| CN105916577B (zh) | 2013-12-19 | 2018-03-30 | 科学设计有限公司 | 用于环氧乙烷催化剂制备的高浓度银溶液 |
| CN110586170B (zh) * | 2018-06-12 | 2021-10-01 | 中国石油化工股份有限公司 | 一乙醇胺和二乙醇胺催化剂的钝化方法 |
| CN110605073B (zh) * | 2018-06-15 | 2022-03-15 | 中国石油化工股份有限公司 | 用于烯烃环氧化工艺的催化剂装填方法及烯烃环氧化方法 |
Family Cites Families (111)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2238474A (en) * | 1941-04-15 | Process for making olefin oxides | ||
| US2424083A (en) * | 1943-08-11 | 1947-07-15 | Shell Dev | Supported silver catalyst |
| US2901441A (en) * | 1953-01-28 | 1959-08-25 | Publicker Ind Inc | Preparation of an oxidation catalyst |
| GB1170663A (en) * | 1967-03-22 | 1969-11-12 | Shell Int Research | Process for preparing Silver Catalysts |
| US3563913A (en) * | 1967-10-30 | 1971-02-16 | Shell Oil Co | Silver catalyst production |
| FR2005978A1 (en) | 1968-04-10 | 1969-12-19 | Institu Cercetari Petroc | Catalyst for oxidation of ethylene to ethylene oxide |
| GB1257352A (enExample) | 1968-04-24 | 1971-12-15 | ||
| US3844981A (en) * | 1969-12-23 | 1974-10-29 | Exxon Research Engineering Co | Method for preparation of olefin oxidation catalyst |
| US4356312A (en) * | 1972-01-07 | 1982-10-26 | Shell Oil Company | Ethylene oxide process |
| US4012425A (en) * | 1972-01-07 | 1977-03-15 | Shell Oil Company | Ethylene oxide process |
| US3962285A (en) * | 1972-06-05 | 1976-06-08 | Exxon Research And Engineering Company | Olefin oxidation process |
| DE2304831C3 (de) * | 1973-02-01 | 1978-06-22 | Kali-Chemie Ag, 3000 Hannover | Verfahren zur katalytischen Entfernung von Kohlenmonoxid, unverbrannten Kohlenwasserstoffen und Stickoxiden aus Autoabgasen |
| GB1489335A (en) | 1973-10-26 | 1977-10-19 | Shell Int Research | Catalyst for the production of ethylene oxide |
| US4207210A (en) * | 1973-10-26 | 1980-06-10 | Shell Oil Company | Process for preparing an ethylene oxide catalyst |
| 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 |
| US3997476A (en) * | 1975-07-08 | 1976-12-14 | Exxon Research And Engineering Company | Alumina treatment |
| GB1574426A (en) * | 1976-03-25 | 1980-09-10 | Shell Int Research | Process for preparing modified silver catalysts |
| US4212772A (en) * | 1976-05-19 | 1980-07-15 | Basf Aktiengesellschaft | Catalyst for the manufacture of ethylene oxide |
| GB1575810A (en) * | 1976-10-21 | 1980-10-01 | Shell Int Research | Process for the performance of silver catalysts |
| DE2740480B2 (de) * | 1977-09-08 | 1979-07-05 | Hoechst Ag, 6000 Frankfurt | Verfahren zur Verbesserung der Wirksamkeit von Silber-Trägerkatalysatoren |
| US5387751A (en) * | 1978-02-10 | 1995-02-07 | Imperial Chemical Industries Plc | Production of olefine oxides |
| US4361503A (en) * | 1978-07-21 | 1982-11-30 | Mobil Oil Corporation | Catalyst for converting synthesis gas to high octane predominantly olefinic naphtha |
| US4916243A (en) * | 1979-03-20 | 1990-04-10 | Union Carbide Chemicals And Plastics Company Inc. | New catalyst composition and process for oxidation of ethylene to ethylene oxide |
| HU177860B (en) * | 1979-05-22 | 1982-01-28 | Mta Koezponti Hivatala | Method for producing carrier metal catalyzers |
| US4235798A (en) * | 1979-06-28 | 1980-11-25 | Union Carbide Corporation | Process for producing two-carbon atom oxygenated compounds from synthesis gas with minimal production of methane |
| US4244889A (en) * | 1979-12-19 | 1981-01-13 | Union Carbide Corporation | Production of acetamides with rhodium-manganese catalysts |
| JPS56141842A (en) * | 1980-04-07 | 1981-11-05 | Kanegafuchi Chem Ind Co Ltd | Catalyst formed in novel cylindrical shape |
| DE3115032A1 (de) * | 1980-04-14 | 1982-02-18 | Showa Denko K.K., Tokyo | Rhodium-katalysator und verfahren zu seiner herstellung |
| JPS56164013A (en) | 1980-05-23 | 1981-12-16 | Showa Alum Ind Kk | Preparation of alumina with low content of radioactive element |
| US4382149A (en) * | 1980-11-05 | 1983-05-03 | Borden, Inc. | Supported silver catalyst |
| US4368144A (en) * | 1980-12-22 | 1983-01-11 | Nippon Shokubai Kagaku Kogyo Co., Ltd. | Silver catalyst for production of ethylene oxide |
| US4379134A (en) * | 1981-02-13 | 1983-04-05 | Union Carbide Corporation | Process of preparing high purity alumina bodies |
| US4367167A (en) * | 1981-07-17 | 1983-01-04 | The Dow Chemical Company | Process for preparing supported metal catalysts |
| US4366092A (en) * | 1981-07-31 | 1982-12-28 | The Dow Chemical Company | Process for making a silver-gold alloy catalyst for oxidizing ethylene to ethylene oxide |
| US4361504A (en) * | 1981-09-04 | 1982-11-30 | The Dow Chemical Company | Process for making a silver catalyst useful in ethylene oxide production |
| BG37835A3 (en) * | 1982-06-30 | 1985-08-15 | Hoechst Aktiengesellschaft | Method for preparing silver catalyst |
| DE3310685A1 (de) * | 1982-07-24 | 1984-02-09 | Hoechst Ag, 6230 Frankfurt | Silberkatalysatoren, verfahren zu ihrer herstellung und ihre verwendung zur herstellung von ethylenoxid |
| JPS5946132A (ja) * | 1982-09-06 | 1984-03-15 | Nippon Shokubai Kagaku Kogyo Co Ltd | メタクロレイン合成用触媒 |
| GB8304749D0 (en) * | 1983-02-21 | 1983-03-23 | Ici Plc | Catalysts |
| AU570489B2 (en) * | 1983-07-05 | 1988-03-17 | Union Carbide Corporation | Alkoxylation using calcium catalysts |
| US4845296A (en) * | 1983-12-13 | 1989-07-04 | Union Carbide Corporation | Process for preparing alkanolamines |
| JPS60216844A (ja) * | 1984-04-13 | 1985-10-30 | Nippon Shokubai Kagaku Kogyo Co Ltd | エチレンオキシド製造用銀触媒 |
| NL8501945A (nl) * | 1984-12-07 | 1986-07-01 | Unilever Nv | Katalysator geschikt voor het ontzwavelen en de bereiding van deze katalysator. |
| DE3445289A1 (de) * | 1984-12-12 | 1986-06-19 | Basf Ag, 6700 Ludwigshafen | Geformter katalysator fuer heterogen katalysierte reaktionen |
| US4628129A (en) * | 1985-02-04 | 1986-12-09 | Union Carbide Corporation | Process for the preparation of ethylene glycol |
| NL8501862A (nl) * | 1985-06-28 | 1987-01-16 | Shell Int Research | Werkwijze ter bereiding van een zilver-houdende katalysator. |
| GB8613818D0 (en) * | 1986-06-06 | 1986-07-09 | Ici Plc | Catalysts |
| EP0211521B1 (en) | 1985-07-31 | 1990-03-21 | Imperial Chemical Industries Plc | Process of promoting catalysts for the production of alkylene oxides |
| US4994587A (en) * | 1985-08-12 | 1991-02-19 | Union Carbide Chemicals And Plastics Company, Inc. | Catalytic system for epoxidation of alkenes employing low sodium catalyst supports |
| US4994589A (en) * | 1985-08-13 | 1991-02-19 | Union Carbide Chemicals And Plastics Company Inc. | Catalytic system for epoxidation of alkenes |
| US4994588A (en) * | 1985-08-13 | 1991-02-19 | Union Carbide Chemicals And Plastics Company Inc. | Fluorine-containing catalytic system for expoxidation of alkenes |
| GB8526774D0 (en) * | 1985-10-30 | 1985-12-04 | Sandoz Ltd | Bacillus thuringiensis hybrids |
| GB8610441D0 (en) * | 1986-04-29 | 1986-06-04 | Shell Int Research | Preparation of silver-containing catalyst |
| US4761394A (en) * | 1986-10-31 | 1988-08-02 | Shell Oil Company | Ethylene oxide catalyst and process for preparing the catalyst |
| IL84232A (en) | 1986-10-31 | 1992-06-21 | Shell Int Research | Catalyst and process for the catalytic production of ethylene oxide |
| US4820675A (en) * | 1986-10-31 | 1989-04-11 | Shell Oil Company | Ethylene oxide catalyst & process for preparing the 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 |
| GB8626687D0 (en) * | 1986-11-07 | 1986-12-10 | Shell Int Research | Preparing silver catalyst |
| US5057481A (en) * | 1987-02-20 | 1991-10-15 | Union Carbide Chemicals And Plastics Technology Corporation | Catalyst composition for oxidation of ethylene to ethylene oxide |
| US4908343A (en) * | 1987-02-20 | 1990-03-13 | Union Carbide Chemicals And Plastics Company Inc. | Catalyst composition for oxidation of ethylene to ethylene oxide |
| GB8716653D0 (en) * | 1987-07-15 | 1987-08-19 | Shell Int Research | Silver-containing catalyst |
| US4921681A (en) * | 1987-07-17 | 1990-05-01 | Scientific Design Company, Inc. | Ethylene oxide reactor |
| ES2004759A6 (es) * | 1987-07-17 | 1989-02-01 | Espanola Alumina Sa | Metodo de obtencion de alumina especial a partir del polvo producido en la calcinacion de alumina metalurgica |
| JPH01258673A (ja) * | 1987-10-22 | 1989-10-16 | Glaxo Group Ltd | ケトン誘導体 |
| JP2561678B2 (ja) * | 1987-11-06 | 1996-12-11 | 三菱化学株式会社 | エチレンオキシド製造用銀触媒 |
| 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 |
| US5055442A (en) * | 1989-02-17 | 1991-10-08 | Nippon Shokubai Kagaku Kogyo Co., Ltd. | Carrier for catalyst and method for production thereof |
| US5037794A (en) * | 1989-09-12 | 1991-08-06 | The B. F. Goodrich Company | Attrition resistant catalyst support |
| US5187140A (en) * | 1989-10-18 | 1993-02-16 | Union Carbide Chemicals & Plastics Technology Corporation | Alkylene oxide catalysts containing high silver content |
| US5254786A (en) * | 1990-08-27 | 1993-10-19 | Shell Oil Company | Olefin disproportionation catalyst and process |
| CA2053411C (en) * | 1990-10-12 | 1997-06-03 | Albert Cheng-Yu Liu | Alkylene oxide catalysts having enhanced activity and/or stability |
| US5112795A (en) * | 1990-10-12 | 1992-05-12 | Union Carbide Chemicals & Plastics Technology Corporation | Supported silver catalyst, and processes for making and using same |
| US5100859A (en) * | 1991-01-22 | 1992-03-31 | Norton Company | Catalyst carrier |
| US5145824A (en) * | 1991-01-22 | 1992-09-08 | Shell Oil Company | Ethylene oxide catalyst |
| ATE149096T1 (de) | 1992-03-30 | 1997-03-15 | Union Carbide Chem Plastic | Verfahren für die herstellung eines katalysators für die bereitung von alkenylalkanoaten |
| JPH05312579A (ja) | 1992-05-08 | 1993-11-22 | Murata Mfg Co Ltd | ジャイロコンパス |
| US5407888A (en) * | 1992-05-12 | 1995-04-18 | Basf Aktiengesellschaft | Silver catalyst |
| US6184175B1 (en) * | 1993-03-01 | 2001-02-06 | Scientic Design Company, Inc. | Process for preparing silver catalyst |
| DE4311608A1 (de) * | 1993-04-08 | 1994-12-15 | Huels Chemische Werke Ag | Silberkatalysator zur Oxidation von Ethylen zu Ethylenoxid und Verfahren zur Herstellung von Ethylenoxid |
| 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 |
| DE4317641C2 (de) * | 1993-05-27 | 2001-05-17 | Somos Gmbh | Verfahren zum Trocknen eines strömenden Gases |
| 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 |
| US5418202A (en) * | 1993-12-30 | 1995-05-23 | Shell Oil Company | Ethylene oxide catalyst and process |
| US5545603A (en) * | 1994-11-01 | 1996-08-13 | Shell Oil Company | Ethylene oxide catalyst and process |
| DE69520409T3 (de) | 1994-12-15 | 2010-02-18 | Shell Internationale Research Maatschappij B.V. | Verfahren zur Herstellung von Äthylenoxid-Katalysatoren |
| ES2120804T3 (es) | 1995-02-01 | 1998-11-01 | Shell Int Research | Catalizador para preparar oxido de alquileno y procedimiento correspondiente. |
| JP3802106B2 (ja) | 1995-06-08 | 2006-07-26 | 日本ケッチェン株式会社 | 炭化水素油の水素化処理触媒とその製造方法およびその活性化方法 |
| US5705661A (en) * | 1995-09-25 | 1998-01-06 | Mitsubishi Chemical Corporation | Catalyst for production of ethylene oxide |
| US5739075A (en) * | 1995-10-06 | 1998-04-14 | Shell Oil Company | Process for preparing ethylene oxide catalysts |
| US5801259A (en) * | 1996-04-30 | 1998-09-01 | Shell Oil Company | Ethylene oxide catalyst and process |
| US5935894A (en) * | 1997-07-02 | 1999-08-10 | Laroche Industries, Inc. | Alumina based adsorbent containing alkali metal compounds |
| EP1052018A4 (en) * | 1997-10-14 | 2002-03-27 | Japan Energy Corp | CATALYST SUPPORT, REACTOR FOR HYDRATION REACTIONS AND METHOD FOR CATALYTIC REACTION |
| FR2770421B1 (fr) * | 1997-10-31 | 1999-12-10 | Inst Francais Du Petrole | Procede de preparation de catalyseurs utilisables dans les reactions de transformation de composes organiques |
| EP0937498B1 (en) * | 1998-02-20 | 2004-08-18 | Nippon Shokubai Co., Ltd. | Silver catalyst for production of ethylene Oxide, method for production thereof, and method for production of ethylene oxide |
| ID29419A (id) * | 1998-09-14 | 2001-08-30 | Shell Int Research | Proses preparasi katalis-katalis dengan sifat-sifat katalitik yang diperbaiki |
| JP4794042B2 (ja) * | 1998-09-14 | 2011-10-12 | 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 | オレフィンの気相エポキシ化用触媒、およびその調製 |
| RU2232049C2 (ru) * | 1998-09-14 | 2004-07-10 | Шелл Интернэшнл Рисерч Маатсхаппий Б.В. | Способ удаления ионизируемых частиц с поверхности катализатора для улучшения каталитических свойств |
| AU754631B2 (en) * | 1998-11-17 | 2002-11-21 | Nippon Shokubai Co., Ltd. | Carrier for catalyst for use in production of ethylene oxide, catalyst for use in production of ethylene oxide, and method for production of ethylene oxide |
| JP3800488B2 (ja) * | 2000-05-08 | 2006-07-26 | 株式会社日本触媒 | エチレングリコールの製造方法 |
| AU2002215906A1 (en) | 2000-09-26 | 2002-04-08 | Shell Internationale Research Maatschappij B.V. | Rod-shaped inserts in reactor tubes |
| ATE291962T1 (de) | 2000-10-25 | 2005-04-15 | Mitsubishi Chem Corp | Verfahren zur oxidation von olefinen unter verwendung eines silber und alkalimetall(e) enthaltenden katalysator |
| US6855272B2 (en) | 2001-07-18 | 2005-02-15 | Kellogg Brown & Root, Inc. | Low pressure drop reforming exchanger |
| CN100553763C (zh) | 2002-02-25 | 2009-10-28 | 国际壳牌研究有限公司 | 负载的银催化剂和使用该催化剂的环氧化方法 |
| US6846774B2 (en) | 2003-04-23 | 2005-01-25 | Scientific Design Co., Inc. | Ethylene oxide catalyst |
| TW200500351A (en) | 2003-05-07 | 2005-01-01 | Shell Int Research | Silver-containing catalysts, the manufacture of such silver- containing catalysts, and the use thereof |
| US20040224841A1 (en) | 2003-05-07 | 2004-11-11 | Marek Matusz | Silver-containing catalysts, the manufacture of such silver-containing catalysts, and the use thereof |
| WO2005023417A1 (en) | 2003-08-22 | 2005-03-17 | Union Carbide Chemicals & Plastics Technology Corporation | Modified alumina carriers and silver-based catalysts for the production of alkylene oxides |
-
2005
- 2005-03-30 TW TW94109914A patent/TW200600190A/zh unknown
- 2005-03-31 US US11/096,117 patent/US7538235B2/en not_active Expired - Fee Related
- 2005-03-31 KR KR1020067022865A patent/KR20070004940A/ko not_active Withdrawn
- 2005-03-31 CA CA002561673A patent/CA2561673A1/en not_active Abandoned
- 2005-03-31 WO PCT/US2005/010992 patent/WO2005097316A1/en not_active Ceased
- 2005-03-31 CN CNA2005800104832A patent/CN1956783A/zh active Pending
- 2005-03-31 EP EP05732493A patent/EP1735091A1/en not_active Withdrawn
- 2005-03-31 JP JP2007506584A patent/JP2007531622A/ja active Pending
-
2006
- 2006-09-28 IN IN5676DE2006 patent/IN2006DE05676A/en unknown
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007301553A (ja) * | 2006-04-10 | 2007-11-22 | Mitsubishi Chemicals Corp | 酸化エチレン製造用触媒およびその製造方法ならびに酸化エチレンの製造方法 |
| JP2007301554A (ja) * | 2006-04-10 | 2007-11-22 | Mitsubishi Chemicals Corp | 酸化エチレン製造用触媒およびその製造方法ならびに酸化エチレンの製造方法 |
| JP2011212681A (ja) * | 2006-04-10 | 2011-10-27 | Mitsubishi Chemicals Corp | 酸化エチレン製造用触媒およびその製造方法ならびに酸化エチレンの製造方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| KR20070004940A (ko) | 2007-01-09 |
| CN1956783A (zh) | 2007-05-02 |
| TW200600190A (en) | 2006-01-01 |
| CA2561673A1 (en) | 2005-10-20 |
| EP1735091A1 (en) | 2006-12-27 |
| WO2005097316A1 (en) | 2005-10-20 |
| US7538235B2 (en) | 2009-05-26 |
| IN2006DE05676A (enExample) | 2007-08-31 |
| US20050222442A1 (en) | 2005-10-06 |
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