TWI566831B - 改良ｅｏ觸媒選擇性之方法 - Google Patents
改良ｅｏ觸媒選擇性之方法 Download PDFInfo
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- TWI566831B TWI566831B TW101115254A TW101115254A TWI566831B TW I566831 B TWI566831 B TW I566831B TW 101115254 A TW101115254 A TW 101115254A TW 101115254 A TW101115254 A TW 101115254A TW I566831 B TWI566831 B TW I566831B
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- Prior art keywords
- catalyst
- promoter
- ethylene
- feed
- selectivity
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- 238000000034 method Methods 0.000 title claims description 90
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- 229910052760 oxygen Inorganic materials 0.000 claims description 48
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 46
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 44
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 44
- 239000000203 mixture Substances 0.000 claims description 39
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- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000011147 inorganic material Substances 0.000 description 1
- 229940001447 lactate Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 150000002642 lithium compounds Chemical class 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- NFFIWVVINABMKP-UHFFFAOYSA-N methylidynetantalum Chemical compound [Ta]#C NFFIWVVINABMKP-UHFFFAOYSA-N 0.000 description 1
- 239000003345 natural gas Substances 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 150000002897 organic nitrogen compounds Chemical class 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
- 230000036961 partial effect Effects 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000004323 potassium nitrate Substances 0.000 description 1
- 235000010333 potassium nitrate Nutrition 0.000 description 1
- 238000011112 process operation Methods 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- 229940100890 silver compound Drugs 0.000 description 1
- 150000003379 silver compounds Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
- 229910001948 sodium oxide Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229910003468 tantalcarbide Inorganic materials 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- YWYZEGXAUVWDED-UHFFFAOYSA-N triammonium citrate Chemical compound [NH4+].[NH4+].[NH4+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O YWYZEGXAUVWDED-UHFFFAOYSA-N 0.000 description 1
- PBYZMCDFOULPGH-UHFFFAOYSA-N tungstate Chemical compound [O-][W]([O-])(=O)=O PBYZMCDFOULPGH-UHFFFAOYSA-N 0.000 description 1
- LEONUFNNVUYDNQ-UHFFFAOYSA-N vanadium atom Chemical compound [V] LEONUFNNVUYDNQ-UHFFFAOYSA-N 0.000 description 1
- 239000013598 vector Substances 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/32—Manganese, technetium or rhenium
- B01J23/36—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
-
- 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
-
- 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C68/00—Preparation of esters of carbonic or haloformic acids
- C07C68/04—Preparation of esters of carbonic or haloformic acids from carbon dioxide or inorganic carbonates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
-
- 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
- C07D301/12—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with hydrogen peroxide or inorganic peroxides or peracids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms
-
- 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)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Epoxy Compounds (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
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| US201161480581P | 2011-04-29 | 2011-04-29 |
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| TW201247316A TW201247316A (en) | 2012-12-01 |
| TWI566831B true TWI566831B (zh) | 2017-01-21 |
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| TW101115254A TWI566831B (zh) | 2011-04-29 | 2012-04-27 | 改良ｅｏ觸媒選擇性之方法 |
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| EP (1) | EP2714670B2 (OSRAM) |
| JP (1) | JP6104888B2 (OSRAM) |
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| CA (1) | CA2834299C (OSRAM) |
| RU (1) | RU2606504C2 (OSRAM) |
| TW (1) | TWI566831B (OSRAM) |
| WO (1) | WO2012149098A1 (OSRAM) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| US9181207B2 (en) | 2011-12-09 | 2015-11-10 | Dow Technology Investments Llc | Method of reducing or maintaining the value of an alkylene oxide production parameter in a process of making an alkylene oxide using a high efficiency catalyst |
| CN104437663B (zh) * | 2013-09-16 | 2016-09-21 | 中国石油化工股份有限公司 | 一种制备α-氧化铝载体的方法 |
| CN106311228B (zh) * | 2015-07-02 | 2019-06-28 | 中国石油化工股份有限公司 | 银催化剂、其制备方法及应用 |
| CN105233824B (zh) * | 2015-11-05 | 2018-02-06 | 中国海洋石油总公司 | 一种高选择性乙烯氧化制环氧乙烷银催化剂及其使用方法 |
| 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 |
| CN110357837B (zh) * | 2018-03-26 | 2021-07-02 | 中国石油化工股份有限公司 | 一种乙烯环氧化方法 |
| CA3214971A1 (en) | 2021-04-08 | 2022-10-13 | Shell Internationale Research Maatschappij B.V. | Moderator and catalyst performance optimization for epoxidation of ethylene |
Citations (1)
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| TW200918513A (en) * | 2007-09-26 | 2009-05-01 | Sd Lizenzverwertungsgesell Mbh | Process for initiating a highly selective ethylene oxide catalyst |
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| US4400559A (en) * | 1982-06-14 | 1983-08-23 | The Halcon Sd Group, Inc. | Process for preparing ethylene glycol |
| US4845296A (en) | 1983-12-13 | 1989-07-04 | Union Carbide Corporation | Process for preparing alkanolamines |
| US4761394A (en) | 1986-10-31 | 1988-08-02 | Shell Oil Company | Ethylene oxide catalyst and 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 |
| US4874879A (en) | 1988-07-25 | 1989-10-17 | Shell Oil Company | Process for starting-up an ethylene oxide reactor |
| JP2720124B2 (ja) * | 1990-10-12 | 1998-02-25 | ユニオン・カーバイド、ケミカルズ、アンド、プラスチックス、テクノロジー、コーポレーション | 向上された活性度及び／又は安定度を有するアルキレンオキシド触媒 |
| US5155242A (en) | 1991-12-05 | 1992-10-13 | Shell Oil Company | Process for starting-up an ethylene oxide reactor |
| US5380697A (en) | 1993-09-08 | 1995-01-10 | Shell Oil Company | Ethylene oxide catalyst and process |
| 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 |
| US6040467A (en) | 1997-07-24 | 2000-03-21 | Praxair Technology, Inc. | High purity oxygen for ethylene oxide production |
| US6080897A (en) | 1998-03-19 | 2000-06-27 | Mitsubishi Chemical Corporation | Method for producing monoethylene glycol |
| JP3817947B2 (ja) * | 1999-01-26 | 2006-09-06 | 三菱化学株式会社 | エチレングリコールの製造方法 |
| JP3781549B2 (ja) * | 1998-03-19 | 2006-05-31 | 三菱化学株式会社 | モノエチレングリコールの製造方法 |
| CA2343783C (en) | 1998-09-14 | 2008-02-12 | Shell Internationale Research Maatschappij B.V. | Process for removing ionizable species from catalyst surface to improve catalytic properties |
| US6372925B1 (en) * | 2000-06-09 | 2002-04-16 | Shell Oil Company | Process for operating the epoxidation of ethylene |
| MXPA04004639A (es) * | 2001-11-20 | 2005-05-17 | Shell Int Research | Proceso y sistema para la epoxidacion de una olefina. |
| US7193094B2 (en) | 2001-11-20 | 2007-03-20 | Shell Oil Company | Process and systems for the epoxidation of an olefin |
| WO2004002971A1 (en) | 2002-06-28 | 2004-01-08 | Shell Internationale Research Maatschappij B.V. | A method for the start-up of an epoxidation process, a catalyst and a process for the epoxidation of an olefin |
| 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 | |
| WO2004002972A2 (en) * | 2002-06-28 | 2004-01-08 | Shell Internationale Research Maatschappij B.V. | A method for the start-up of an epoxidation process and a process for the epoxidation of an olefin |
| MY146505A (en) | 2003-02-28 | 2012-08-15 | Shell Int Research | A method of manufacturing ethylene oxide |
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| MY136774A (en) | 2003-02-28 | 2008-11-28 | Shell Int Research | Method of improving the operation of a manufacturing process |
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| 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 |
| WO2005035513A1 (en) | 2003-09-29 | 2005-04-21 | Union Carbide Chemicals & Plastics Technology Corporation | A process for the production of alkylene oxide using a gas-phase promoter system |
| MY140568A (en) | 2004-06-18 | 2009-12-31 | Shell Int Research | A process for the production of an olefin oxide, a 1,2-diol, a 1,2-diol ether, or an alkanolamine |
| 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 |
| BRPI0707608A2 (pt) | 2006-02-10 | 2011-05-10 | Shell Int Research | processo para preparar um catalisador, o catalisador, e um processo para a produÇço de àxido de olefina, 1,2-diol,1,2-diol Éter, ou alcanolamina |
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| AR066468A1 (es) | 2007-05-09 | 2009-08-19 | Shell Int Research | Un catalizador de epoxidacion, un proceso para preparar el mismo, y un proceso para producir un oxido de olefina , un 1,2- diol, un 1,2 - diol eter, un 1,2- carbonato, o una alcanolamina |
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| 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 |
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| EP2421841B1 (en) | 2009-04-21 | 2018-12-26 | Dow Technology Investments LLC | Improved method of achieving and maintaining a specified alkylene oxide production parameter with a high efficiency catalyst |
| WO2010123842A1 (en) | 2009-04-21 | 2010-10-28 | Dow Technology Investments Llc | Simplified method for producing alkylene oxides with a high efficiency catalyst as it ages |
| WO2010123675A1 (en) * | 2009-04-21 | 2010-10-28 | Dow Technology Investments Llc | Methods for enhancing the efficiency of rhenium-promoted epoxidation catalysts and epoxidation methods utilizing these |
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| TW200918513A (en) * | 2007-09-26 | 2009-05-01 | Sd Lizenzverwertungsgesell Mbh | Process for initiating a highly selective ethylene oxide catalyst |
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| EP2714670B1 (en) | 2018-08-01 |
| WO2012149098A1 (en) | 2012-11-01 |
| CA2834299C (en) | 2019-09-03 |
| EP2714670A1 (en) | 2014-04-09 |
| KR102027597B1 (ko) | 2019-10-01 |
| EP2714670A4 (en) | 2015-04-08 |
| JP6104888B2 (ja) | 2017-03-29 |
| CN103502229A (zh) | 2014-01-08 |
| BR112013027585B1 (pt) | 2020-09-29 |
| KR20140034774A (ko) | 2014-03-20 |
| US9174928B2 (en) | 2015-11-03 |
| RU2013153098A (ru) | 2015-06-10 |
| RU2606504C2 (ru) | 2017-01-10 |
| US20120277447A1 (en) | 2012-11-01 |
| BR112013027585A2 (pt) | 2016-07-26 |
| TW201247316A (en) | 2012-12-01 |
| CA2834299A1 (en) | 2012-11-01 |
| CN103502229B (zh) | 2016-02-03 |
| JP2014517827A (ja) | 2014-07-24 |
| EP2714670B2 (en) | 2022-03-02 |
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