CA2062266A1 - Alkyl aromatic hydrocarbon dehydrogenation catalyst - Google Patents

Alkyl aromatic hydrocarbon dehydrogenation catalyst

Info

Publication number
CA2062266A1
CA2062266A1 CA002062266A CA2062266A CA2062266A1 CA 2062266 A1 CA2062266 A1 CA 2062266A1 CA 002062266 A CA002062266 A CA 002062266A CA 2062266 A CA2062266 A CA 2062266A CA 2062266 A1 CA2062266 A1 CA 2062266A1
Authority
CA
Canada
Prior art keywords
aromatic hydrocarbon
alkyl aromatic
hydrocarbon dehydrogenation
catalyst
iron oxide
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.)
Granted
Application number
CA002062266A
Other languages
French (fr)
Other versions
CA2062266C (en
Inventor
Akira Murakami
Hidemi Unei
Masayuki Teranishi
Masaki Ohta
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sued Chemie Catalysts Japan Inc
Original Assignee
Akira Murakami
Hidemi Unei
Masayuki Teranishi
Masaki Ohta
Nissan Girdler Catalyst Co., Ltd.
Sud-Chemie Nissan Catalysts Inc.
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=14854298&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=CA2062266(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Akira Murakami, Hidemi Unei, Masayuki Teranishi, Masaki Ohta, Nissan Girdler Catalyst Co., Ltd., Sud-Chemie Nissan Catalysts Inc. filed Critical Akira Murakami
Publication of CA2062266A1 publication Critical patent/CA2062266A1/en
Application granted granted Critical
Publication of CA2062266C publication Critical patent/CA2062266C/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

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
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/84—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J23/85—Chromium, molybdenum or tungsten
    • B01J23/88—Molybdenum
    • B01J23/887—Molybdenum containing in addition other metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/8872—Alkali or alkaline earth metals
    • 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
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/78—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with alkali- or alkaline earth metals
    • 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
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/84—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J23/85—Chromium, molybdenum or tungsten
    • B01J23/88—Molybdenum
    • 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
    • B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
    • B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/84—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J23/85—Chromium, molybdenum or tungsten
    • B01J23/88—Molybdenum
    • B01J23/887—Molybdenum containing in addition other metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
    • B01J23/8871—Rare earth metals or actinides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
    • C07C5/32—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with formation of free hydrogen
    • C07C5/327—Formation of non-aromatic carbon-to-carbon double bonds only
    • C07C5/333—Catalytic processes
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
    • C07C5/32—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with formation of free hydrogen
    • C07C5/327—Formation of non-aromatic carbon-to-carbon double bonds only
    • C07C5/333—Catalytic processes
    • C07C5/3332—Catalytic processes with metal oxides or metal sulfides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

In order to increase performances of an iron oxide-potassium oxide system catalyst to be used for an alkyl aromatic hydrocarbon dehydrogenation reaction in the presence of steam, there is provided an alkyl aromatic hydrocarbon dehydrogenation catalyst wherein a little amount of titanium oxide is added by the mixing and kneading method or by the preceding addition to iron oxide in the production of the iron oxide-potassium oxide system catalyst to be used for the alkyl aromatic hydrocarbon dehydrogenation reaction in the presence of steam. The iron oxide-potassium oxide system catalyst is allowed to contain a little amount of titanium oxide, whereby an activity can be remarkably increased, as well as a selectivity in the same conversion ratio can also be improved in the alkyl aromatic hydrocarbon dehydrogenation reaction, and further the obtained catalyst exhibits stable performances with time on stream.
CA002062266A 1991-03-05 1992-03-04 Alkyl aromatic hydrocarbon dehydrogenation catalyst Expired - Lifetime CA2062266C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP3123185A JPH04277030A (en) 1991-03-05 1991-03-05 Ethylbenzene dehydrogenation catalyst
JP3-123185 1991-03-05

Publications (2)

Publication Number Publication Date
CA2062266A1 true CA2062266A1 (en) 1992-09-06
CA2062266C CA2062266C (en) 2001-02-27

Family

ID=14854298

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002062266A Expired - Lifetime CA2062266C (en) 1991-03-05 1992-03-04 Alkyl aromatic hydrocarbon dehydrogenation catalyst

Country Status (7)

Country Link
US (1) US5190906A (en)
EP (1) EP0502510B2 (en)
JP (1) JPH04277030A (en)
KR (1) KR960001416B1 (en)
CA (1) CA2062266C (en)
DE (1) DE69206845T3 (en)
TW (1) TW201706B (en)

Families Citing this family (45)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5376613A (en) * 1993-05-04 1994-12-27 The Dow Chemical Company Dehydrogenation catalyst and process for preparing same
US5461179A (en) * 1993-07-07 1995-10-24 Raytheon Engineers & Constructors, Inc. Regeneration and stabilization of dehydrogenation catalysts
US5739071A (en) * 1993-07-07 1998-04-14 Raytheon Engineers & Constructors, Inc. Method and apparatus for regeneratinig and stabilizing dehydrogenation catalysts
CN1047101C (en) * 1993-10-06 1999-12-08 中国科学院大连化学物理研究所 Composite catalyst for methanation in presence of sulfur
US5401485A (en) * 1994-03-15 1995-03-28 Shell Oil Company Reduction of residual chloride in iron oxides
DE19535416A1 (en) * 1995-09-23 1997-03-27 Basf Ag Process for the preparation of catalysts for selective dehydrogenation
CN1050535C (en) * 1995-11-15 2000-03-22 中国石油化工总公司 Dehydrogenation catalyst for producing unsaturated aromatic hydrocarbon
CN1055076C (en) * 1996-10-22 2000-08-02 中国石油化工总公司上海石油化工研究院 Dehydrogenating technology for producing phenylethylene
IT1293531B1 (en) * 1997-08-01 1999-03-01 Sud Chemie Mt S R L Ex Monteca CATALYSTS FOR DEHYDROGENATION OF ETHYLBENZENE TO STYRENE
KR100358222B1 (en) * 1997-09-30 2003-05-16 한국화학연구원 Dehydrogenation catalyst of aromatic hydrocarbons and dehydrogenation method using the catalyst and carbon dioxide
CN1076632C (en) * 1998-03-30 2001-12-26 中国石油化工总公司 Alkyl arene dehydrogenating catalyst
US6756339B1 (en) 1998-04-01 2004-06-29 Sud-Chemie Inc. Dehydrogenation catalysts
US6242379B1 (en) 1998-04-01 2001-06-05 United Catalysts Inc. Dehydrogenation catalysts
US6037511A (en) * 1998-09-30 2000-03-14 Korea Research Institute Of Chemical Technology Catalyst for dehydrogenating aromatic with carbon dioxide
KR100358074B1 (en) * 1999-11-02 2002-10-25 한국화학연구원 A mixtured catalyst for dehydrogenation of aromatic hydrocarbons
KR100383221B1 (en) * 2001-01-17 2003-05-12 한국화학연구원 Catalyst for dehydrogenation of alkylaromatic hydrocarbons and preparation method thereof
TWI267401B (en) * 2002-01-30 2006-12-01 Shell Int Research A catalyst, its preparation and its use in a dehydrogenation process
US7244868B2 (en) 2002-06-25 2007-07-17 Shell Oil Company Process for the dehydrogenation of an unsaturated hydrocarbon
CN1302847C (en) * 2003-09-03 2007-03-07 中国石油化工股份有限公司 Dehydrogen catalyst for preparing phenyl ethylene from ethylbenzene
DE102004039603A1 (en) * 2004-08-13 2006-02-23 Basf Ag Catalyst containing iron oxide (s), alkali metal compound (s) and cerium oxide (s)
AR051961A1 (en) * 2004-11-18 2007-02-21 Shell Int Research AN IMPROVED PROCESS TO PRODUCE AN ALQUENYL AROMATIC COMPOUND UNDER CONDITIONS OF VAPOR PROCESS TO LOW OILS
AU2005307722B2 (en) * 2004-11-18 2009-06-04 Shell International Research Maatschappij B.V. A high activity and high stability iron oxide based dehydrogenation catalyst having a low concentration of titanium and the manufacture and use thereof
CN101171214B (en) 2005-06-10 2011-04-20 三菱化学株式会社 Method for producing styrene
CN100443170C (en) * 2005-09-01 2008-12-17 中国石油天然气股份有限公司 Catalyst for producing phenylethene by ethylbenzene dehydrogenation and its preparation method
CN100453174C (en) * 2005-12-14 2009-01-21 中国石油化工股份有限公司 Low-water ratio alkyl aromatics dehydrogenation catalyst
CN100460069C (en) * 2005-12-14 2009-02-11 中国石油化工股份有限公司 Production of phenylethylene catalyst by low-water ratio ethylbenzene dehydrogenation
RU2009131311A (en) * 2007-01-18 2011-02-27 Шелл Интернэшнл Рисерч Маатсхаппий Б.В. (NL) CATALYST, ITS RECEIPT AND APPLICATION
KR20090101374A (en) * 2007-01-18 2009-09-25 셀 인터나쵸나아레 레사아치 마아츠샤피 비이부이 A catalyst, its preparation and use
CN101279266B (en) * 2007-04-04 2010-07-21 中国石油化工股份有限公司 Energy-saving catalyst for preparing phenylethylene from dehydrogenation of ethylbenzene
CN101279269B (en) * 2007-04-04 2010-10-27 中国石油化工股份有限公司 Low water ratio catalyst for preparing phenylethylene from dehydrogenation of phenylethane
CA2685679A1 (en) * 2007-05-03 2008-11-13 Shell Internationale Research Maatschappij B.V. A catalyst, its preparation and use
CN101306392B (en) * 2007-05-16 2011-04-27 中国石油化工股份有限公司 Regeneration method of dehydrogenating catalyst of alkyl benzene
WO2009126601A1 (en) * 2008-04-09 2009-10-15 Shell Oil Company A method of improving a dehydrogenation process
EP2329878A4 (en) * 2008-09-22 2013-08-21 Univ Waseda Dehydrogenation catalyst for alkyl aromatic compounds having high redox catalysis, process for preparation of the catalyst and process of dehydrogenation with the same
CN101733113B (en) * 2008-11-18 2012-05-30 中国石油天然气股份有限公司 Catalyst used for dehydrogenation of ethyl benzene for preparing styrene and method for preparing same
CN101992092B (en) * 2009-08-31 2013-06-05 中国石油化工股份有限公司 Catalyst for preparing styrene by dehydrogenizing ethylbenzene and preparation method thereof
CN101992094B (en) * 2009-08-31 2012-10-10 中国石油化工股份有限公司 Low-water-ratio ethylbenzene dehydrogenation catalyst and preparation method thereof
CN102039193B (en) * 2009-10-13 2013-03-06 中国石油化工股份有限公司 Catalyst for preparing styrene by ethylbenzene dehydrogenation and preparation method thereof
US20110105818A1 (en) * 2009-10-31 2011-05-05 Fina Technology, Inc. Dehydrogenation Catalyst with a Water Gas Shift Co-Catalyst
CN103030523A (en) * 2011-09-29 2013-04-10 中国石油化工股份有限公司 Method for preparing styrene by ethylbenzene dehydrogenation
EP3470139B1 (en) 2011-12-22 2020-04-22 Basf Se Process for the catalytic dehydrogenation of hydrocarbons
CN105080559B (en) * 2015-08-25 2017-10-03 营口风光新材料股份有限公司 Oxide catalyst for alkyl aromatics dehydrogenation
CN106140170B (en) * 2016-06-23 2019-06-25 九江齐鑫化工有限公司 A kind of alcohol is to carboxylate transfer hydrogenation catalyst and preparation method thereof
CN114425358B (en) 2020-10-14 2023-05-02 中国石油化工股份有限公司 Catalyst for preparing styrene by ethylbenzene dehydrogenation with low toluene byproduct, preparation method and application thereof, and ethylbenzene dehydrogenation method
CN115475624B (en) * 2021-06-16 2024-01-30 中国石油化工股份有限公司 Alkyl arene dehydrogenation catalyst and preparation method and application thereof

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB680509A (en) * 1949-12-05 1952-10-08 Bataafsche Petroleum Process for the production of phenols and the phenols so produced
US2932673A (en) * 1957-04-09 1960-04-12 Sinclair Refining Co Vapor phase dehydrogenation reactions and catalysts used in promoting them
US3084125A (en) * 1958-12-22 1963-04-02 Dow Chemical Co Method of dehydrogenating ethylbenzene to styrene and a catalyst therefor
DE1152692B (en) * 1961-07-01 1963-08-14 Brinkmann Ag Process for the preparation of? -Pregnen-6, 20ª ‰ -diol-3-one or the isomeric allopregnan-20ª ‰ -ol-3, 6-dione and their esters
US3291756A (en) * 1964-01-09 1966-12-13 Baugh Chemical Company Catalytic dehydrogenation
US3387053A (en) * 1965-11-12 1968-06-04 Monsanto Co Dehydrogenation catalyst and process
GB1183664A (en) * 1968-03-11 1970-03-11 Shell Int Research Process for the preparation of Higher Ketones, Higher Aldehydes and Higher Alcohols
US3904552A (en) * 1973-03-08 1975-09-09 Girdler Chemical Dehyrogenation catalyst
US4134858A (en) * 1974-05-07 1979-01-16 Institut Francais Du Petrole Catalysts, their manufacture for use in dehydrogenation reactions
US4504594A (en) * 1982-12-15 1985-03-12 Mobil Oil Corporation Catalysts for para-ethyltoluene dehydrogenation
FR2592375B1 (en) * 1985-12-27 1988-04-08 Shell Int Research OXIDATION-FREE DEHYDROGENATION PROCESS
JPH0784394B2 (en) * 1987-06-19 1995-09-13 新日鐵化学株式会社 Method for producing acenaphthylene
US5023225A (en) * 1989-07-21 1991-06-11 United Catalysts Inc. Dehydrogenation catalyst and process for its preparation

Also Published As

Publication number Publication date
CA2062266C (en) 2001-02-27
DE69206845T3 (en) 2004-07-08
DE69206845T2 (en) 1996-05-15
TW201706B (en) 1993-03-11
KR960001416B1 (en) 1996-01-27
DE69206845D1 (en) 1996-02-01
JPH04277030A (en) 1992-10-02
US5190906A (en) 1993-03-02
EP0502510B2 (en) 2004-01-14
EP0502510A1 (en) 1992-09-09
KR920017710A (en) 1992-10-21
EP0502510B1 (en) 1995-12-20

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