CA2363035A1 - Compositions comprising nickel and their use as catalyst in oxidative dehydrogenation of alkanes - Google Patents

Compositions comprising nickel and their use as catalyst in oxidative dehydrogenation of alkanes Download PDF

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Publication number
CA2363035A1
CA2363035A1 CA002363035A CA2363035A CA2363035A1 CA 2363035 A1 CA2363035 A1 CA 2363035A1 CA 002363035 A CA002363035 A CA 002363035A CA 2363035 A CA2363035 A CA 2363035A CA 2363035 A1 CA2363035 A1 CA 2363035A1
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nickel
alkane
catalyst
alkanes
compositions
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CA002363035A
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French (fr)
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CA2363035C (en
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Yumin Liu
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Celanese International Corp
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Priority claimed from US09/255,384 external-priority patent/US6436871B1/en
Priority claimed from US09/255,371 external-priority patent/US6355854B1/en
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
    • C07C45/33—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties
    • C07C45/34—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds
    • 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
    • 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
    • B01J23/80—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 zinc, cadmium or mercury
    • 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
    • B01J23/83—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 rare earths or actinides
    • 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
    • B01J23/847—Vanadium, niobium or tantalum or polonium
    • B01J23/8474—Niobium
    • 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
    • B01J23/847—Vanadium, niobium or tantalum or polonium
    • B01J23/8476—Tantalum
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
    • C07C45/33—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/32—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen
    • C07C45/33—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties
    • C07C45/34—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds
    • C07C45/35—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with molecular oxygen of CHx-moieties in unsaturated compounds in propene or isobutene
    • 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
    • C07C5/42—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with a hydrogen acceptor
    • C07C5/48—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with a hydrogen acceptor with oxygen as an acceptor
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
    • C07C51/25—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of unsaturated compounds containing no six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
    • C07C2521/02—Boron or aluminium; Oxides or hydroxides thereof
    • C07C2521/04—Alumina
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
    • C07C2521/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/06—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of zinc, cadmium or mercury
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/10—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of rare earths
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • C07C2523/20—Vanadium, niobium or tantalum
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • C07C2523/24—Chromium, molybdenum or tungsten
    • C07C2523/30—Tungsten
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of the iron group metals or copper
    • C07C2523/74—Iron group metals
    • C07C2523/75—Cobalt
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of the iron group metals or copper
    • C07C2523/74—Iron group metals
    • C07C2523/755—Nickel
    • 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

Abstract

Catalysts and methods for alkane oxydehydrogenation are disclosed. The catalysts of the invention generally comprise (i) nickel or a nickel-containing compound and (ii) at least one or more of titanium (Ti), tantalum (Ta), niobium (Nb), cobalt (Co), hafnium (Hf), tungsten (W), yttrium (Y), zinc (Zn), zirconium (Zr), or aluminum (Al), or a compound containing one or more of such element(s). In preferred embodiments, the catalyst is a supported catalyst, the alkane is selected from the group consisting of ethane, propane, isopropane, isobutane, n-butane and ethyl chloride, molecular oxygen is co-fed with the alkane to a reaction zone maintained at a temperature ranging from about 250 °C to about 350 °C, and the ethane is oxidatively dehydrogenated to form the corresponding the alkene with an alkane conversion of at least about 10 % and an alkene selectivity of at least about 70 %.
CA002363035A 1999-02-22 2000-02-22 Compositions comprising nickel and their use as catalyst in oxidative dehydrogenation of alkanes Expired - Fee Related CA2363035C (en)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US09/255,371 1999-02-22
US09/255,384 1999-02-22
US09/255,384 US6436871B1 (en) 1999-02-22 1999-02-22 Catalysts for oxidative dehydrogenation
US09/255,371 US6355854B1 (en) 1999-02-22 1999-02-22 Processes for oxidative dehydrogenation
PCT/US2000/004478 WO2000048971A1 (en) 1999-02-22 2000-02-22 Compositions comprising nickel and their use as catalyst in oxidative dehydrogenation of alkanes

Publications (2)

Publication Number Publication Date
CA2363035A1 true CA2363035A1 (en) 2000-08-24
CA2363035C CA2363035C (en) 2007-09-04

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CA002363035A Expired - Fee Related CA2363035C (en) 1999-02-22 2000-02-22 Compositions comprising nickel and their use as catalyst in oxidative dehydrogenation of alkanes

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US (6) US6417422B1 (en)
EP (1) EP1153005A1 (en)
AU (1) AU3601900A (en)
CA (1) CA2363035C (en)
MX (1) MXPA01008496A (en)
MY (1) MY132521A (en)
SA (1) SA06270117B1 (en)
WO (1) WO2000048971A1 (en)

Families Citing this family (86)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU3601900A (en) 1999-02-22 2000-09-04 Symyx Technologies, Inc. Compositions comprising nickel and their use as catalyst in oxidative dehydrogenation of alkanes
GB0006384D0 (en) 2000-03-16 2000-05-03 Bp Chem Int Ltd Process for production of olefins
WO2001090043A1 (en) * 2000-05-19 2001-11-29 Celanese International Corporation Process for the production of vinyl acetate
US6677497B2 (en) * 2001-03-22 2004-01-13 Symyx Technologies, Inc. Ni catalysts and methods for alkane dehydrogenation
US7468342B2 (en) * 2001-05-22 2008-12-23 Mitsubishi Gas Chemical Company, Inc. Catalysts and process for producing aromatic amines
US7838708B2 (en) 2001-06-20 2010-11-23 Grt, Inc. Hydrocarbon conversion process improvements
US8680357B1 (en) 2002-01-14 2014-03-25 Clariant Corporation Dehydrogenation catalyst
US8063261B2 (en) * 2002-01-14 2011-11-22 Sud-Chemie Inc. Multi-layered dehydrogenation catalyst system and process of use
JP4273078B2 (en) * 2002-09-17 2009-06-03 バーゼル・ポリオレフィン・ゲーエムベーハー Selection of polymerization catalyst and equipment for doing this
US20050171393A1 (en) 2003-07-15 2005-08-04 Lorkovic Ivan M. Hydrocarbon synthesis
WO2005021468A1 (en) 2003-07-15 2005-03-10 Grt, Inc. Hydrocarbon synthesis
US7022645B2 (en) * 2003-08-04 2006-04-04 Catalytic Distillation Technologies Ni hydrogenation catalysts, manufacture and use
US7001586B2 (en) * 2003-09-23 2006-02-21 Catalytic Materials, Llc CO-free hydrogen from decomposition of methane
US6995115B2 (en) * 2003-09-23 2006-02-07 Catalytic Materials, Llc Catalyst for the generation of CO-free hydrogen from methane
US20050075243A1 (en) * 2003-10-07 2005-04-07 Sud-Chemie, Inc. Catalyst for dehydrogenation of hydrocarbons
US7220701B2 (en) * 2003-11-24 2007-05-22 Exxonmobil Chemical Patents Inc. Catalyst and process for selective hydrogenation
US20050113614A1 (en) * 2003-11-24 2005-05-26 Lowe David M. Catalyst and process for selective hydrogenation
US7220700B2 (en) 2003-11-24 2007-05-22 Exxonmobil Chemical Patents Inc. Catalyst and process for selective hydrogenation
US7199273B2 (en) * 2003-11-24 2007-04-03 Exxonmobil Chemical Patents, Inc. Selective hydrogenation of alkynes and/or diolefins
US20050124840A1 (en) * 2003-12-05 2005-06-09 Conocophillips Company Process for the production of olefins from alkanes with carbon monoxide co-feed and/or recycle
US20080275284A1 (en) 2004-04-16 2008-11-06 Marathon Oil Company Process for converting gaseous alkanes to liquid hydrocarbons
US7244867B2 (en) 2004-04-16 2007-07-17 Marathon Oil Company Process for converting gaseous alkanes to liquid hydrocarbons
US8173851B2 (en) 2004-04-16 2012-05-08 Marathon Gtf Technology, Ltd. Processes for converting gaseous alkanes to liquid hydrocarbons
US7674941B2 (en) 2004-04-16 2010-03-09 Marathon Gtf Technology, Ltd. Processes for converting gaseous alkanes to liquid hydrocarbons
US20060100469A1 (en) 2004-04-16 2006-05-11 Waycuilis John J Process for converting gaseous alkanes to olefins and liquid hydrocarbons
US8642822B2 (en) 2004-04-16 2014-02-04 Marathon Gtf Technology, Ltd. Processes for converting gaseous alkanes to liquid hydrocarbons using microchannel reactor
US8332806B2 (en) 2005-02-18 2012-12-11 International Business Machines Corporation Stepwise template integration method and system
US9052879B2 (en) * 2005-02-18 2015-06-09 International Business Machines Corporation Mapping assurance method and apparatus for integrating systems
US20090275792A1 (en) * 2005-02-18 2009-11-05 Vogel Christopher J Dehydrogenation process with water control
CN1321098C (en) * 2005-04-28 2007-06-13 复旦大学 Method for preparing propylene through oxydehydrogenation of propane and carbon dioxide
US20090286678A1 (en) * 2005-05-02 2009-11-19 Symyx Technologies, Inc. High Surface Area Metal And Metal Oxide Materials and Methods of Making the Same
EA020442B1 (en) 2006-02-03 2014-11-28 ДжиАрТи, ИНК. Process for converting hydrocarbon feedstock (embodiments) and system therefor
MY153701A (en) 2006-02-03 2015-03-13 Grt Inc Separation of light gases from halogens
DE102006017906A1 (en) * 2006-04-18 2007-10-25 Linde Ag Method and device for starting up a catalyst and a reactor in an olefin plant
US20070249793A1 (en) * 2006-04-19 2007-10-25 Vanderbilt Jeffrey J Simplified process to prepare polyolefins from saturated hydrocarbons
US8067332B2 (en) * 2006-05-03 2011-11-29 Samsung Sdi Co., Ltd. Methanation catalyst, and carbon monoxide removing system, fuel processor, and fuel cell including the same
FR2902787B1 (en) 2006-06-26 2008-09-05 Solvay PROCESS FOR PRODUCING 1,2-DICHLOROETHANE
EP2117997B1 (en) * 2007-02-06 2012-10-03 Basf Se Method for providing a gas flow comprising oxygen for the endothermic reaction of a starting flow comprising one or more hydrocarbons
NZ581216A (en) 2007-05-24 2011-06-30 Grt Inc Zone reactor incorporating reversible hydrogen halide capture and release
KR101000684B1 (en) * 2007-10-11 2010-12-10 세종대학교산학협력단 Synthesis method of metal doped TiO2titanate nanotubes with packed sheet for high pressure hydrogen tank in fuel cell vehicle
CN101219389B (en) * 2007-12-26 2011-07-20 厦门大学 Solid catalyst for propylene manufacture with propane oxo-dehydrogenation and method for producing the same
US8282810B2 (en) 2008-06-13 2012-10-09 Marathon Gtf Technology, Ltd. Bromine-based method and system for converting gaseous alkanes to liquid hydrocarbons using electrolysis for bromine recovery
US8404104B2 (en) * 2008-06-27 2013-03-26 Uop Llc Hydrocarbon dehydrogenation with zirconia
US8431761B2 (en) * 2008-06-27 2013-04-30 Uop Llc Hydrocarbon dehydrogenation with zirconia
US20090325791A1 (en) * 2008-06-27 2009-12-31 Wei Pan Hydrocarbon Dehydrogenation with Zirconia
US8101541B2 (en) * 2008-07-14 2012-01-24 Sud-Chemie Inc. Catalyst for dehydrogenation of hydrocarbons
AU2009270801B2 (en) 2008-07-18 2014-04-24 Reaction 35, Llc Continuous process for converting natural gas to liquid hydrocarbons
CA2728314A1 (en) 2008-07-21 2010-01-28 Basf Se Process for the industrial isolation of propene
JP4639247B2 (en) * 2008-07-23 2011-02-23 石油資源開発株式会社 Hydrocarbon reforming catalyst, process for producing the same, and process for producing synthesis gas using the same
KR100962082B1 (en) * 2008-07-31 2010-06-09 희성촉매 주식회사 Catalysts for NOx reduction employing H2 and a method of reducing NOx
CN101543781B (en) * 2009-05-04 2013-06-05 厦门大学 Catalyst for preparing propylene by oxidizing and dehydrogenating propane and preparation method thereof
US20110105316A1 (en) * 2009-10-31 2011-05-05 Fina Technology, Inc. Mixed Metal Oxide Ingredients for Bulk Metal Oxide Catalysts
US8367884B2 (en) 2010-03-02 2013-02-05 Marathon Gtf Technology, Ltd. Processes and systems for the staged synthesis of alkyl bromides
US8198495B2 (en) 2010-03-02 2012-06-12 Marathon Gtf Technology, Ltd. Processes and systems for the staged synthesis of alkyl bromides
CN102190543B (en) * 2010-03-03 2014-05-28 中国石油化工股份有限公司 Method for preparing ethylene by dehydrating ethanol
WO2012044415A1 (en) 2010-09-30 2012-04-05 Dow Global Technologies Llc Non-oxidative dehydrogenative process
WO2012092539A2 (en) 2010-12-31 2012-07-05 Takeda Pharmaceutical Company Limited Antibodies to dll4 and uses thereof
US9676695B2 (en) 2011-03-02 2017-06-13 Aither Chemical LLC Methods for integrated natural gas purification and products produced therefrom
US8815050B2 (en) 2011-03-22 2014-08-26 Marathon Gtf Technology, Ltd. Processes and systems for drying liquid bromine
CN102294251B (en) * 2011-06-02 2013-01-30 厦门大学 Nano-oxide catalyst for preparing propylene by oxidative dehydrogenation of propane and preparation method thereof
US8436220B2 (en) 2011-06-10 2013-05-07 Marathon Gtf Technology, Ltd. Processes and systems for demethanization of brominated hydrocarbons
US8829256B2 (en) 2011-06-30 2014-09-09 Gtc Technology Us, Llc Processes and systems for fractionation of brominated hydrocarbons in the conversion of natural gas to liquid hydrocarbons
US8802908B2 (en) 2011-10-21 2014-08-12 Marathon Gtf Technology, Ltd. Processes and systems for separate, parallel methane and higher alkanes' bromination
US9193641B2 (en) 2011-12-16 2015-11-24 Gtc Technology Us, Llc Processes and systems for conversion of alkyl bromides to higher molecular weight hydrocarbons in circulating catalyst reactor-regenerator systems
US20150011431A1 (en) 2012-01-09 2015-01-08 The Scripps Research Institute Humanized antibodies
JP6684490B2 (en) 2012-01-09 2020-04-22 ザ・スクリップス・リサーチ・インスティテュート Ultralong complementarity determining regions and uses thereof
EP2772475A1 (en) 2013-03-01 2014-09-03 Solvay SA Process for the manufacture of a crude alkane and/or alkene oxidation product
US20140200384A1 (en) * 2013-01-16 2014-07-17 James W. Kauffman Dehydrogenation manganese-containing catalyst, its use and method of preparation
JP6119017B2 (en) * 2013-02-22 2017-04-26 コスモ石油株式会社 Method for producing oxidative dehydrogenation catalyst
US20140256966A1 (en) * 2013-03-08 2014-09-11 Wisconsin Alumni Research Foundation Method to stabilize base metal catalysts by overcoating via atomic layer deposition and resulting product
CN104226321B (en) * 2013-06-17 2017-02-08 中国石油化工股份有限公司 Dehydrogenation catalyst for mixed low carbon alkane and preparation method thereof
US9963407B2 (en) 2013-06-18 2018-05-08 Uop Llc Fluidized catalyst circulation reactor for paraffin oxydative dehydrogenation
CN111518199A (en) 2013-07-18 2020-08-11 图鲁斯生物科学有限责任公司 Humanized antibodies with ultralong complementarity determining regions
EP3022224A2 (en) 2013-07-18 2016-05-25 Fabrus, Inc. Antibodies with ultralong complementarity determining regions
US9364815B2 (en) 2013-11-07 2016-06-14 Saudi Basic Industries Corporation Method of preparing an alumina catalyst support and catalyst for dehydrogenation reactions, and its use
US20170246619A1 (en) 2014-09-26 2017-08-31 Dow Global Technologies Llc Solid state synthesis of oxidative dehydrogenation catalysts
WO2018013097A1 (en) 2016-07-13 2018-01-18 Sabic Global Technologies B.V. Ceramic membrane assisted propane dehydrogenation
CN106732538B (en) * 2016-11-23 2019-07-16 江苏省环境科学研究院 A kind of composite catalyst and the preparation method and application thereof
US10343148B2 (en) * 2016-12-01 2019-07-09 Southern Research Institute Mixed metal oxide catalysts and methods for olefin production in an oxidative dehydrogenation reaction process
CN109248699B (en) * 2017-07-14 2022-08-12 中国石油化工股份有限公司 Method for preparing KA oil by cyclohexane oxidation
WO2019028018A1 (en) * 2017-08-01 2019-02-07 Purdue Research Foundation Nickel alloy catalysts for light alkane dehydrogenation
PL3668827T3 (en) * 2017-08-16 2021-12-13 Shell Internationale Research Maatschappij B.V. Ethane oxidative dehydrogenation
CA3019803A1 (en) * 2017-11-06 2019-05-06 Nova Chemicals Corporation Controlling carbon dioxide output from an odh process
CN108620092B (en) * 2018-05-16 2021-05-25 天津大学 Alumina-supported PtCu monatomic alloy catalyst and preparation method and application thereof
CN109794290B (en) * 2019-01-31 2021-08-27 天津城建大学 Spiral titanyl oxalate photocatalyst and preparation method thereof
CN112536072B (en) * 2019-09-20 2023-09-29 中国石油化工股份有限公司 Impregnating solution and preparation method thereof, catalyst and preparation method and application thereof, and alkane dehydrogenation method

Family Cites Families (87)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4113658A (en) * 1967-04-14 1978-09-12 Stamicarbon, N.V. Process for homogeneous deposition precipitation of metal compounds on support or carrier materials
DE1805946A1 (en) * 1967-11-01 1969-06-26 Exxon Research Engineering Co Dehydrogenation process
US3502737A (en) 1968-06-07 1970-03-24 Badger Co Ethylbenzene dehydrogenation
US3678124A (en) * 1968-10-24 1972-07-18 Gennady Arkadievich Stepanov Process for the production of mono- and diolefin hydrocarbons
US3670044A (en) 1969-07-18 1972-06-13 Phillips Petroleum Co Catalytic dehydrogenation process
BE757476A (en) * 1969-10-17 1971-03-16 Nippon Kayaku Kk OXIDESHYDROGENATION PROCESS
BE787647A (en) * 1971-09-01 1973-02-19 Standard Oil Co PROCESS FOR PREPARING MALEIC ANHYDRIDE AND CATALYST USED IN THIS PROCESS
US3901828A (en) * 1971-11-08 1975-08-26 Heraeus Gmbh W C Oxidation catalyst for combustibles in gas mixtures
US4059664A (en) * 1971-12-14 1977-11-22 Thomson-Csf Method of manufacturing ferrimagnetic material for recording, read out and erase heads utilized in magnetic layer devices
US3862256A (en) 1972-08-07 1975-01-21 Anatoly Lvovich Isailingold Method for preparing mono- and di-olefine hydrocarbons
JPS521396B2 (en) * 1972-08-25 1977-01-13
US3832205A (en) 1973-04-05 1974-08-27 Ferro Corp Pigments of substantially ternary system having oxides of columbium and transitional elements
CA1033542A (en) * 1973-10-24 1978-06-27 Sumitomo Chemical Company Method and catalyst for removing ammonia from gases
US3865256A (en) * 1973-11-08 1975-02-11 Sr Richard B Freeman Casing and drill pipe handling device
US4101448A (en) 1976-05-14 1978-07-18 The Standard Oil Company Catalyst compositions especially useful for preparation of unsaturated acids
US4070413A (en) 1976-10-28 1978-01-24 Uop Inc. Dehydrogenation of saturated hydrocarbons
US4176140A (en) 1976-11-19 1979-11-27 Phillips Petroleum Company Dehydrogenation of hydrocarbons with zinc titanate catalyst
US4180690A (en) 1977-12-19 1979-12-25 Uop Inc. Oxydehydrogenation of alkylaromatic hydrocarbons and catalytic composite therefor
US4251394A (en) 1978-08-25 1981-02-17 Exxon Research & Engineering Co. Coprecipitated copper-nickel-silica catalysts, preparation and use thereof
US4246421A (en) * 1978-09-15 1981-01-20 The Standard Oil Company Oxydehydrogenation process for alkylaromatics
US4408067A (en) * 1979-01-26 1983-10-04 Nitto Chemical Industries, Ltd. Process for producing carboxylic acid esters from nitriles
US4296607A (en) 1979-04-13 1981-10-27 Corning Glass Works Cryogenic ceramic and apparatus
JPS56126448A (en) * 1980-03-12 1981-10-03 Nitto Chem Ind Co Ltd Production of antimony-containing oxide catalyst
US4250346A (en) * 1980-04-14 1981-02-10 Union Carbide Corporation Low temperature oxydehydrogenation of ethane to ethylene
US4283307A (en) 1980-06-02 1981-08-11 Denka Chemical Corporation Catalyst structure for the partial oxidation of n-butane to produce maleic anhydride
FR2491778B1 (en) * 1980-10-10 1986-02-07 Rhone Poulenc Chim Base PROCESS FOR THE PREPARATION OF CATALYSTS BASED ON MOLYBDENE OXIDES AND / OR TUNGSTENE AND OXIDES OF OTHER METALS
US4435607A (en) 1981-04-28 1984-03-06 Uop Inc. Dehydrogenation of dehydrogenatable hydrocarbons
DE3217700A1 (en) * 1981-05-15 1982-12-02 Nitto Chemical Industry Co., Ltd., Tokyo METHOD FOR IMPROVING THE ACTIVITY OF METAL OXIDE CATALYSTS CONTAINING TELLUR
FR2565257A1 (en) * 1984-05-29 1985-12-06 Comp Generale Electricite CATALYST FOR ELECTROLYSER BASIC SOLUTIONS
US4568790A (en) 1984-06-28 1986-02-04 Union Carbide Corporation Process for oxydehydrogenation of ethane to ethylene
US4524236A (en) 1984-06-28 1985-06-18 Union Carbide Corporation Process for oxydehydrogenation of ethane to ethylene
US4565898A (en) 1985-03-06 1986-01-21 Uop Inc. Dehydrogenation of dehydrogenatable hydrocarbons
JPS61260037A (en) * 1985-05-14 1986-11-18 Nippon Shokubai Kagaku Kogyo Co Ltd Production of tertiary butyl or phenoxy-substituted benzaldehyde
US4672146A (en) 1985-07-02 1987-06-09 Uop Inc. Dehydrogenation catalyst compositions and its use in dehydrogenation
US4613715A (en) 1985-07-12 1986-09-23 Phillips Petroleum Company Oxygen addition to a steam-active dehydrogenation reactor
US4674758A (en) * 1985-09-24 1987-06-23 Valley Charles R Shopping cart child support device
JPS6287453A (en) * 1985-10-09 1987-04-21 株式会社村田製作所 Dielectric ceramic composition for high frequency
US4769357A (en) * 1986-02-27 1988-09-06 Mitsubishi Petrochemical Company Limited Process for producing composite oxide catalyst
US5162578A (en) 1987-06-12 1992-11-10 Union Carbide Chemicals & Plastics Technology Corporation Acetic acid from ethane, ethylene and oxygen
JPS6447831A (en) * 1987-08-12 1989-02-22 Takeshi Masumoto High strength and heat resistant aluminum-based alloy and its production
CA1321383C (en) * 1987-11-25 1993-08-17 Hwaili Soo Monoalkylene glycol production using mixed metal framework compositions
US4788371A (en) 1987-12-30 1988-11-29 Uop Inc. Catalytic oxidative steam dehydrogenation process
US5053577A (en) 1988-01-15 1991-10-01 The Standard Oil Company Oxidation catalyst and processes using same
GB8805447D0 (en) 1988-03-08 1988-04-07 British Petroleum Co Plc Chemical process
FR2642669B1 (en) * 1989-01-18 1993-05-07 Norsolor Sa CATALYST AND DEHYDROGENATION METHOD
US5043461A (en) * 1989-01-30 1991-08-27 The Boc Group, Inc. Process for the production of oxides
JP2950851B2 (en) 1989-06-23 1999-09-20 三菱レイヨン株式会社 Iron / antimony / phosphorus-containing metal oxide catalyst composition and method for producing the same
US5210293A (en) 1989-07-05 1993-05-11 Bp Chemicals Limited Process and catalyst for the production of ethylene and acetic acid
US4996387A (en) 1989-07-20 1991-02-26 Phillips Petroleum Company Dehydrogenation process
US5134105A (en) 1990-03-19 1992-07-28 The Standard Oil Company Catalyst for propylene ammoxidation to acrylonitrile
JP3142549B2 (en) 1990-09-10 2001-03-07 三菱レイヨン株式会社 Iron / antimony / molybdenum-containing oxide catalyst composition and method for producing the same
US5380692A (en) * 1991-09-12 1995-01-10 Sakai Chemical Industry Co., Ltd. Catalyst for catalytic reduction of nitrogen oxide
IT1252093B (en) 1991-11-26 1995-06-01 Eniricerche Spa CATALYST AND PROCESS FOR THE OXIDATIVE DEHYDROGENATION OF ETHANE AND ETHYLENE
US5219816A (en) 1991-12-20 1993-06-15 Exxon Research & Engineering Company Dehydrogenation catalysts and process for preparing the catalysts
US5393622A (en) * 1992-02-07 1995-02-28 Matsushita Electric Industrial Co., Ltd. Process for production of positive electrode active material
US5733518A (en) 1992-04-27 1998-03-31 Sun Company, Inc. (R&M) Process and catalyst for dehydrogenation of organic compounds
US5439859A (en) 1992-04-27 1995-08-08 Sun Company, Inc. (R&M) Process and catalyst for dehydrogenation of organic compounds
US5756421A (en) * 1992-09-10 1998-05-26 Council Of Scientific & Industrial Research Composite catalysts containing transitional and alkaline earth metal oxides useful for oxidative conversion of methane (or natural gas) to carbon monoxide and hydrogen (or synthesis gas)
FR2696109B1 (en) * 1992-09-28 1994-11-04 Inst Francais Du Petrole Oxidation catalyst and partial methane oxidation process.
US5406014A (en) 1993-01-04 1995-04-11 Chevron Research And Technology Company Dehydrogenation processes, equipment and catalyst loads therefor
JPH06259065A (en) * 1993-03-09 1994-09-16 Kawai Musical Instr Mfg Co Ltd Electronic musical instrument
US5376613A (en) 1993-05-04 1994-12-27 The Dow Chemical Company Dehydrogenation catalyst and process for preparing same
GB9316955D0 (en) 1993-08-14 1993-09-29 Johnson Matthey Plc Improvements in catalysts
US5563314A (en) * 1993-08-27 1996-10-08 Agaskar; Pradyot A. Process for the catalytic dehydrogenation of alkanes to alkenes with simultaneous combustion of hydrogen
US5430209A (en) * 1993-08-27 1995-07-04 Mobil Oil Corp. Process for the catalytic dehydrogenation of alkanes to alkenes with simultaneous combustion of hydrogen
US5476981A (en) * 1993-12-29 1995-12-19 Sun Company, Inc. (R&M) Oxidative dehydrogenation of hydrocarbons with solid superacid catalyst
DE4436385A1 (en) 1994-10-12 1996-04-18 Basf Ag Olefinically unsatd. cpds. prodn. by catalytic oxidn.-oxidative dehydrogenation
AUPN190195A0 (en) 1995-03-22 1995-04-27 Commonwealth Scientific And Industrial Research Organisation Catalysts for oxidative dehydrogenation of hydrocarbons
US5639929A (en) * 1995-04-17 1997-06-17 Regents Of The University Of Minnesota Oxidative dehydrogenation process
US6162350A (en) * 1997-07-15 2000-12-19 Exxon Research And Engineering Company Hydroprocessing using bulk Group VIII/Group VIB catalysts (HEN-9901)
US6156695A (en) * 1997-07-15 2000-12-05 Exxon Research And Engineering Company Nickel molybdotungstate hydrotreating catalysts
AU2724999A (en) 1998-02-20 1999-09-06 Basf Aktiengesellschaft Polymetallic oxide materials
GB9807142D0 (en) * 1998-04-02 1998-06-03 Bp Chem Int Ltd Catalyst and process utilising the catalyst
SG80627A1 (en) * 1998-05-18 2001-05-22 Nippon Catalytic Chem Ind Lower alkane oxidative dehydrogenation catalysts and a process for producing olefins
US6149882A (en) 1998-06-09 2000-11-21 Symyx Technologies, Inc. Parallel fixed bed reactor and fluid contacting apparatus
US6087297A (en) * 1998-06-29 2000-07-11 Saudi Basic Industries Corporation Catalysts for gas phase production of acetic acid from ethane, processes of making the same and methods of using same
ATE237569T1 (en) * 1998-09-03 2003-05-15 Dow Global Technologies Inc AUTOTHERMAL PROCESS FOR PRODUCING OLEFINS
AU3601900A (en) * 1999-02-22 2000-09-04 Symyx Technologies, Inc. Compositions comprising nickel and their use as catalyst in oxidative dehydrogenation of alkanes
US6436871B1 (en) * 1999-02-22 2002-08-20 Symyx Technologies, Inc. Catalysts for oxidative dehydrogenation
US6355854B1 (en) * 1999-02-22 2002-03-12 Symyx Technologies, Inc. Processes for oxidative dehydrogenation
US6235678B1 (en) * 1999-06-11 2001-05-22 Saudi Basic Industries Corporation Catalyst system for oxidative dehydrogenation of paraffins
GB0026241D0 (en) * 2000-10-26 2000-12-13 Bp Chem Int Ltd Process
US6677497B2 (en) * 2001-03-22 2004-01-13 Symyx Technologies, Inc. Ni catalysts and methods for alkane dehydrogenation
JP2002349308A (en) * 2001-05-29 2002-12-04 Aisin Seiki Co Ltd Motion control device for vehicle
ES2192983B1 (en) * 2002-01-31 2004-09-16 Universidad Politecnica De Valencia. A CATALYST FOR OXIDATIVE DEHYDROGENATION FROM ETANO TO ETENO.
GB0312965D0 (en) * 2003-06-05 2003-07-09 Bp Chem Int Ltd Process
US7009074B2 (en) * 2004-07-28 2006-03-07 The Regents Of The University Of California Process for direct oxidation of methane to acetic acid

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