TWI283242B - A method for the start-up of an epoxidation process and a process for the epoxidation of an olefin - Google Patents
A method for the start-up of an epoxidation process and a process for the epoxidation of an olefin Download PDFInfo
- Publication number
- TWI283242B TWI283242B TW092117442A TW92117442A TWI283242B TW I283242 B TWI283242 B TW I283242B TW 092117442 A TW092117442 A TW 092117442A TW 92117442 A TW92117442 A TW 92117442A TW I283242 B TWI283242 B TW I283242B
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- Taiwan
- Prior art keywords
- catalyst
- feed
- temperature
- oxygen
- silver
- Prior art date
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- 238000000034 method Methods 0.000 title claims abstract description 78
- 230000008569 process Effects 0.000 title claims abstract description 49
- 238000006735 epoxidation reaction Methods 0.000 title claims abstract description 35
- 150000001336 alkenes Chemical class 0.000 title claims abstract description 18
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 title claims abstract description 14
- 239000003054 catalyst Substances 0.000 claims abstract description 142
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 43
- 239000001301 oxygen Substances 0.000 claims abstract description 43
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 43
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims abstract description 36
- 229910052709 silver Inorganic materials 0.000 claims abstract description 36
- 239000004332 silver Substances 0.000 claims abstract description 36
- 239000002243 precursor Substances 0.000 claims abstract description 7
- 125000002091 cationic group Chemical group 0.000 claims abstract description 6
- 229910052751 metal Inorganic materials 0.000 claims description 19
- 239000002184 metal Substances 0.000 claims description 19
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 14
- 239000000203 mixture Substances 0.000 claims description 12
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 9
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- 229910002651 NO3 Inorganic materials 0.000 claims description 6
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 claims description 6
- 238000007254 oxidation reaction Methods 0.000 claims description 6
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 claims description 5
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 5
- 229910052746 lanthanum Inorganic materials 0.000 claims description 5
- 230000003647 oxidation Effects 0.000 claims description 5
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- 239000010937 tungsten Substances 0.000 claims description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 4
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 claims description 4
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 claims description 3
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- GUCVJGMIXFAOAE-UHFFFAOYSA-N niobium atom Chemical compound [Nb] GUCVJGMIXFAOAE-UHFFFAOYSA-N 0.000 claims description 3
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- GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 claims description 3
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- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 1
- WHRIKZCFRVTHJH-UHFFFAOYSA-N ethylhydrazine Chemical compound CCNN WHRIKZCFRVTHJH-UHFFFAOYSA-N 0.000 claims 1
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- 150000002924 oxiranes Chemical class 0.000 description 1
- BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 description 1
- 125000005702 oxyalkylene group Chemical group 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229910052702 rhenium Inorganic materials 0.000 description 1
- WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 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
- WOCIAKWEIIZHES-UHFFFAOYSA-N ruthenium(iv) oxide Chemical compound O=[Ru]=O WOCIAKWEIIZHES-UHFFFAOYSA-N 0.000 description 1
- 229910001954 samarium oxide Inorganic materials 0.000 description 1
- 229940075630 samarium oxide Drugs 0.000 description 1
- FKTOIHSPIPYAPE-UHFFFAOYSA-N samarium(iii) oxide Chemical compound [O-2].[O-2].[O-2].[Sm+3].[Sm+3] FKTOIHSPIPYAPE-UHFFFAOYSA-N 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000004071 soot Substances 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229910003468 tantalcarbide Inorganic materials 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- PBYZMCDFOULPGH-UHFFFAOYSA-N tungstate Chemical compound [O-][W]([O-])(=O)=O PBYZMCDFOULPGH-UHFFFAOYSA-N 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D301/00—Preparation of oxiranes
- C07D301/02—Synthesis of the oxirane ring
- C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
- C07D301/04—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen
- C07D301/08—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen in the gaseous phase
- C07D301/10—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with air or molecular oxygen in the gaseous phase with catalysts containing silver or gold
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epoxy Compounds (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US39267902P | 2002-06-28 | 2002-06-28 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TW200415144A TW200415144A (en) | 2004-08-16 |
| TWI283242B true TWI283242B (en) | 2007-07-01 |
Family
ID=30000918
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW092117442A TWI283242B (en) | 2002-06-28 | 2003-06-26 | A method for the start-up of an epoxidation process and a process for the epoxidation of an olefin |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US7102022B2 (https=) |
| EP (1) | EP1517901B1 (https=) |
| JP (1) | JP4578967B2 (https=) |
| KR (1) | KR101057864B1 (https=) |
| CN (1) | CN1665797B (https=) |
| AU (1) | AU2003247652A1 (https=) |
| BR (2) | BR0312010A (https=) |
| CA (1) | CA2494767C (https=) |
| DE (1) | DE60333292D1 (https=) |
| IN (1) | IN2004DE03899A (https=) |
| MX (1) | MX245604B (https=) |
| MY (1) | MY135031A (https=) |
| RU (1) | RU2005102097A (https=) |
| TW (1) | TWI283242B (https=) |
| WO (1) | WO2004002972A2 (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI485141B (zh) * | 2009-12-17 | 2015-05-21 | Scient Design Co | 環氧化反應的起動方法 |
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| AU2003243757A1 (en) * | 2002-06-28 | 2004-01-19 | Shell Oil Company | A method for improving the selectivity of a catalyst and a process for the epoxidation of an olefin |
| DE60333292D1 (de) | 2002-06-28 | 2010-08-19 | Shell Int Research | Verfahren für den start eines epoxierungsprozesses und epoxidierungsverfahren für olefine |
| 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 |
| US7348444B2 (en) | 2003-04-07 | 2008-03-25 | Shell Oil Company | Process for the production of an olefin 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 |
| WO2006028940A2 (en) * | 2004-09-01 | 2006-03-16 | Shell Internationale Research Maatschappij B.V. | An 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 |
| US20070154377A1 (en) * | 2005-12-22 | 2007-07-05 | Rekers Dominicus M | Process for the removal of combustible volatile contaminant materials from a process stream |
| GB2433705A (en) * | 2005-12-22 | 2007-07-04 | Shell Int Research | A method of installing an epoxidation catalyst |
| US7459589B2 (en) * | 2005-12-22 | 2008-12-02 | Shell Oil Company | Process for the preparation of an alkylene glycol |
| US20070203350A1 (en) * | 2005-12-22 | 2007-08-30 | Bolk Jeroen W | Method Of Installing An Epoxidation Catalyst In A Reactor, A Method Of Preparing An Epoxidation Catalyst, An Epoxidation Catalyst, A Process For The Preparation Of An Olefin Oxide Or A Chemical Derivable From An Olefin Oxide, And A Reactor Suitable For Such A Process |
| US20070203348A1 (en) * | 2005-12-22 | 2007-08-30 | Bolk Jeroen W | Method Of Installing An Epoxidation Catalyst In A Reactor, A Method Of Preparing An Epoxidation Catalyst, An Epoxidation Catalyst, A Process For The Preparation Of An Olefin Oxide Or A Chemical Derivable From An Olefin Oxide, And A Reactor Suitable For Such A Process |
| US20070203349A1 (en) * | 2005-12-22 | 2007-08-30 | Bolk Jeroen W | Method Of Installing An Epoxidation Catalyst In A Reactor, A Method Of Preparing An Epoxidation Catalyst, An Epoxidation Catalyst, A Process For The Preparation Of An Olefin Oxide Or A Chemical Derivable From An Olefin Oxide, And A Reactor Suitable For Such A Process |
| US20070213545A1 (en) * | 2005-12-22 | 2007-09-13 | Bolk Jeroen W | Method Of Installing An Epoxidation Catalyst In A Reactor, A Method Of Preparing An Epoxidation Catalyst, An Epoxidation Catalyst, A Process For The Preparation Of An Olefin Oxide Or A Chemical Derivable From An Olefin Oxide, And A Reactor Suitable For Such A Process |
| US20070203352A1 (en) * | 2005-12-22 | 2007-08-30 | Bolk Jeroen W | Method Of Installing An Epoxidation Catalyst In A Reactor, A Method Of Preparing An Epoxidation Catalyst, An Epoxidation Catalyst, A Process For The Preparation Of An Olefin Oxide Or A Chemical Derivable From An Olefin Oxide, And A Reactor Suitable For Such A Process |
| US20070197801A1 (en) * | 2005-12-22 | 2007-08-23 | Bolk Jeroen W | Method of installing an epoxidation catalyst in a reactor, a method of preparing an epoxidation catalyst, an epoxidation catalyst, a process for the preparation of an olefin oxide or a chemical derivable from an olefin oxide, and a reactor suitables for such a process |
| US7704908B2 (en) * | 2005-12-22 | 2010-04-27 | Shell Oil Company | Method for reusing rhenium from a donor spent epoxidation catalyst |
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| US20070197808A1 (en) * | 2005-12-22 | 2007-08-23 | Bolk Jeroen W | Method Of Installing An Epoxidation Catalyst In A Reactor, A Method Of Preparing An Epoxidation Catalyst, An Epoxidation Catalyst, A Process For The Preparation Of An Olefin Oxide Or A Chemical Derivable From An Olefin Oxide, And A Reactor Suitable For Such A Process |
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| US20080154052A1 (en) * | 2006-12-20 | 2008-06-26 | Jeroen Willem Bolk | Method of installing an epoxidation catalyst in a reactor, a method of preparing an epoxidation catalyst, an epoxidation catalyst, a process for the preparation of an olefin oxide or a chemical derivable from an olefin oxide, and a reactor suitable for such a process |
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| JP5542659B2 (ja) | 2007-05-09 | 2014-07-09 | 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 | エポキシ化触媒、触媒を調製する方法、および酸化オレフィン、１，２−ジオール、１，２−ジオールエーテル、１，２−カーボネートまたはアルカノールアミンの製造方法 |
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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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| CA2759397C (en) | 2009-04-21 | 2019-01-29 | Dow Technology Investments Llc | Improved method of achieving and maintaining a specified alkylene oxide production parameter with a high efficiency catalyst |
| CN102421766B (zh) | 2009-04-21 | 2015-03-25 | 陶氏技术投资有限公司 | 提高铼助催化的环氧化催化剂的效率的方法以及使用它们的环氧化方法 |
| JP2012524785A (ja) | 2009-04-21 | 2012-10-18 | ダウ テクノロジー インベストメンツ リミティド ライアビリティー カンパニー | 高効率触媒を用いたアルキレンオキシド簡易製造方法 |
| CN102666515B (zh) * | 2009-12-23 | 2015-05-20 | 科学设计公司 | 高选择性氧化乙烯催化剂启动的方法 |
| US8845975B2 (en) | 2009-12-28 | 2014-09-30 | Dow Technology Investments Llc | Method of controlling the production of silver chloride on a silver catalyst in the production of alkylene oxides |
| TW201213013A (en) | 2010-05-17 | 2012-04-01 | Scient Design Co | Method for preparing an epoxidation catalyst |
| TW201208763A (en) | 2010-05-17 | 2012-03-01 | Scient Design Co | Method for making a highly selective ethylene oxide catalyst |
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| US8742147B2 (en) | 2010-12-08 | 2014-06-03 | Shell Oil Company | Process for improving the selectivity of an EO catalyst |
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| WO2012141942A1 (en) * | 2011-04-11 | 2012-10-18 | Dow Technology Investments Llc | Process for conditioning a high efficiency ethylene oxide catalyst |
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2003
- 2003-06-24 DE DE60333292T patent/DE60333292D1/de not_active Expired - Lifetime
- 2003-06-24 BR BR0312010-4A patent/BR0312010A/pt active IP Right Grant
- 2003-06-24 EP EP03762055A patent/EP1517901B1/en not_active Revoked
- 2003-06-24 CA CA2494767A patent/CA2494767C/en not_active Expired - Lifetime
- 2003-06-24 KR KR1020047021329A patent/KR101057864B1/ko not_active Expired - Lifetime
- 2003-06-24 CN CN038153157A patent/CN1665797B/zh not_active Expired - Lifetime
- 2003-06-24 MX MXPA04012743 patent/MX245604B/es active IP Right Grant
- 2003-06-24 WO PCT/US2003/020095 patent/WO2004002972A2/en not_active Ceased
- 2003-06-24 RU RU2005102097/04A patent/RU2005102097A/ru not_active Application Discontinuation
- 2003-06-24 AU AU2003247652A patent/AU2003247652A1/en not_active Abandoned
- 2003-06-24 BR BRPI0312010-4A patent/BRPI0312010B1/pt not_active IP Right Cessation
- 2003-06-24 JP JP2004517843A patent/JP4578967B2/ja not_active Expired - Lifetime
- 2003-06-26 TW TW092117442A patent/TWI283242B/zh not_active IP Right Cessation
- 2003-06-26 MY MYPI20032404A patent/MY135031A/en unknown
- 2003-06-26 US US10/607,346 patent/US7102022B2/en not_active Expired - Lifetime
-
2004
- 2004-12-08 IN IN3899DE2004 patent/IN2004DE03899A/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI485141B (zh) * | 2009-12-17 | 2015-05-21 | Scient Design Co | 環氧化反應的起動方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1665797A (zh) | 2005-09-07 |
| BR0312010A (pt) | 2005-03-22 |
| CA2494767A1 (en) | 2004-01-08 |
| MY135031A (en) | 2008-01-31 |
| MXPA04012743A (es) | 2005-08-15 |
| KR20050087726A (ko) | 2005-08-31 |
| US7102022B2 (en) | 2006-09-05 |
| WO2004002972A3 (en) | 2004-06-10 |
| BRPI0312010B1 (pt) | 2017-11-28 |
| DE60333292D1 (de) | 2010-08-19 |
| MX245604B (es) | 2007-05-04 |
| IN2004DE03899A (en) | 2009-11-20 |
| KR101057864B1 (ko) | 2011-08-19 |
| CN1665797B (zh) | 2011-09-14 |
| EP1517901B1 (en) | 2010-07-07 |
| JP4578967B2 (ja) | 2010-11-10 |
| US20040110971A1 (en) | 2004-06-10 |
| EP1517901A2 (en) | 2005-03-30 |
| JP2006504642A (ja) | 2006-02-09 |
| WO2004002972A2 (en) | 2004-01-08 |
| AU2003247652A1 (en) | 2004-01-19 |
| RU2005102097A (ru) | 2005-08-27 |
| CA2494767C (en) | 2012-07-17 |
| TW200415144A (en) | 2004-08-16 |
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