CA2834299C - Process for improving the selectivity of an eo catalyst - Google Patents

Process for improving the selectivity of an eo catalyst Download PDF

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Publication number
CA2834299C
CA2834299C CA2834299A CA2834299A CA2834299C CA 2834299 C CA2834299 C CA 2834299C CA 2834299 A CA2834299 A CA 2834299A CA 2834299 A CA2834299 A CA 2834299A CA 2834299 C CA2834299 C CA 2834299C
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Prior art keywords
catalyst
ethylene
promoter
feed
level
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CA2834299A
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English (en)
French (fr)
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CA2834299A1 (en
Inventor
Wayne Errol Evans
Jeffrey Michael Kobe
Marek Matusz
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Shell Internationale Research Maatschappij BV
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Shell Internationale Research Maatschappij BV
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Publication of CA2834299A1 publication Critical patent/CA2834299A1/en
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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)
CA2834299A 2011-04-29 2012-04-26 Process for improving the selectivity of an eo catalyst Active CA2834299C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201161480581P 2011-04-29 2011-04-29
US61/480,581 2011-04-29
PCT/US2012/035106 WO2012149098A1 (en) 2011-04-29 2012-04-26 Process for improving the selectivity of an eo catalyst

Publications (2)

Publication Number Publication Date
CA2834299A1 CA2834299A1 (en) 2012-11-01
CA2834299C true CA2834299C (en) 2019-09-03

Family

ID=47068406

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2834299A Active CA2834299C (en) 2011-04-29 2012-04-26 Process for improving the selectivity of an eo catalyst

Country Status (10)

Country Link
US (1) US9174928B2 (enExample)
EP (1) EP2714670B2 (enExample)
JP (1) JP6104888B2 (enExample)
KR (1) KR102027597B1 (enExample)
CN (1) CN103502229B (enExample)
BR (1) BR112013027585B1 (enExample)
CA (1) CA2834299C (enExample)
RU (1) RU2606504C2 (enExample)
TW (1) TWI566831B (enExample)
WO (1) WO2012149098A1 (enExample)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN104080778B (zh) 2011-12-09 2016-08-24 陶氏技术投资有限责任公司 在利用高效催化剂制造环氧烷的工艺中保持环氧烷生产参数值的方法
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
US11498911B2 (en) 2017-12-08 2022-11-15 Shell Usa, Inc. Process for preparing ethylene carbonate and ethylene glycol
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
TWI920276B (zh) * 2021-04-08 2026-04-01 荷蘭商蜆殼國際研究所 用於乙烯之環氧化的緩和劑及催化劑效能最佳化
WO2026027443A1 (en) 2024-07-29 2026-02-05 Basf Se Blended catalyst mix for epoxidation

Family Cites Families (43)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
US4766105A (en) 1986-10-31 1988-08-23 Shell Oil Company Ethylene oxide catalyst and process for preparing the catalyst
US4761394A (en) 1986-10-31 1988-08-02 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
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
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
US6080897A (en) * 1998-03-19 2000-06-27 Mitsubishi Chemical Corporation Method for producing monoethylene glycol
US6368998B1 (en) 1998-09-14 2002-04-09 Shell Oil Company Process for preparing catalyst with improved catalytic properties
US6372925B1 (en) 2000-06-09 2002-04-16 Shell Oil Company Process for operating the epoxidation of ethylene
DE60207299T2 (de) 2001-11-20 2006-08-10 Shell Internationale Research Maatschappij B.V. Verfahren und systeme zur epoxidierung eines olefins
US7193094B2 (en) 2001-11-20 2007-03-20 Shell Oil Company Process and systems 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
RU2005102097A (ru) * 2002-06-28 2005-08-27 Шелл Интернэшнл Рисерч Маатсхаппий Б.В. (NL) Способ введения в действие способа эпоксидирования и способ эпоксидирования олефина
CN100376561C (zh) 2002-06-28 2008-03-26 国际壳牌研究有限公司 环氧化方法的开车方法、烯烃环氧化的催化剂和方法
MY136774A (en) 2003-02-28 2008-11-28 Shell Int Research Method of improving the operation of a manufacturing process
MY146505A (en) 2003-02-28 2012-08-15 Shell Int Research A method of manufacturing ethylene oxide
MY153179A (en) 2003-02-28 2015-01-29 Shell Int Research A method of manufacturing ethylene oxide
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
US7615655B2 (en) 2003-09-29 2009-11-10 Dow Global Technologies, Inc. Process for the production of alkylene oxide using a gas-phase promoter system
BRPI0512169A (pt) 2004-06-18 2008-02-12 Shell Int Research processo para a produção de óxido de olefina, 1,2- diol, 1,2-diol éter,ou alcanolamina
JP5421587B2 (ja) 2005-03-22 2014-02-19 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 エチレンオキシドの製造のための反応器システムおよびプロセス
RU2008136381A (ru) 2006-02-10 2010-03-20 Шелл Интернэшнл Рисерч Маатсхаппий Б.В. (NL) Способ получения катализатора, катализатор и способ получения олефиноксида, 1,2-диола, простого эфира 1,2,-диола или алканоламина
CN101426573B (zh) 2006-04-18 2015-08-05 陶氏环球技术公司 环氧烷催化剂及其应用
WO2008141030A1 (en) * 2007-05-09 2008-11-20 Shell Oil Company 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
CA2685512C (en) 2007-05-09 2016-12-06 Shell Internationale Research Maatschappij B.V. An epoxidation catalyst, a process for preparing the catalyst, and a process for the production of an olefin oxide, a 1,2-diol, a 1,2-diol ether, a 1,2-carbonate, or an alkanolamine
US7803957B2 (en) 2007-09-11 2010-09-28 Sd Lizenzverwertungsgesellschaft Mbh & Co. Kg Ethylene oxide production using fixed moderator concentration
US7553980B2 (en) * 2007-09-26 2009-06-30 Sd Lizenzverwertungsgesellschaft Mbh & Co. Kg Process for initiating a highly selective ethylene oxide catalyst
KR101629038B1 (ko) * 2008-05-07 2016-06-09 셀 인터나쵸나아레 레사아치 마아츠샤피 비이부이 산화올레핀, 1,2-디올, 1,2-디올 에테르, 1,2-카보네이트 또는 알칸올아민의 생산방법
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
EP2421840B1 (en) 2009-04-21 2015-12-16 Dow Technology Investments LLC Simplified method for producing alkylene oxides with a high efficiency catalyst
JP5584284B2 (ja) * 2009-04-21 2014-09-03 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 レニウム促進されたエポキシ化触媒の効率を高める方法及びこれらの方法を利用したエポキシ化方法
KR101730667B1 (ko) 2009-04-21 2017-04-26 다우 테크놀로지 인베스트먼츠 엘엘씨. 고 효율 촉매에 의한 지정된 알킬렌 옥사이드 생산 파라미터의 달성 및 유지의 개선법
US8513444B2 (en) 2009-04-21 2013-08-20 Dow Technology Investments Llc Epoxidation reactions and operating conditions thereof
US8802900B2 (en) * 2010-11-29 2014-08-12 Shell Oil Company Process for the preparation of ethylene glycol
US8742147B2 (en) * 2010-12-08 2014-06-03 Shell Oil Company Process for improving the selectivity of an EO catalyst

Also Published As

Publication number Publication date
US20120277447A1 (en) 2012-11-01
EP2714670B2 (en) 2022-03-02
TW201247316A (en) 2012-12-01
WO2012149098A1 (en) 2012-11-01
EP2714670A1 (en) 2014-04-09
CN103502229A (zh) 2014-01-08
RU2013153098A (ru) 2015-06-10
KR102027597B1 (ko) 2019-10-01
TWI566831B (zh) 2017-01-21
BR112013027585B1 (pt) 2020-09-29
JP2014517827A (ja) 2014-07-24
CA2834299A1 (en) 2012-11-01
CN103502229B (zh) 2016-02-03
BR112013027585A2 (pt) 2016-07-26
KR20140034774A (ko) 2014-03-20
EP2714670A4 (en) 2015-04-08
EP2714670B1 (en) 2018-08-01
US9174928B2 (en) 2015-11-03
RU2606504C2 (ru) 2017-01-10
JP6104888B2 (ja) 2017-03-29

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