Cr, Mo, Or W Patents (Class 585/630)
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Patent number: 10662132Abstract: The present invention relates to a method of producing ethylene by separately collecting ethane and ethylene which are by-products of a propylene preparation process using propane dehydrogenation reaction and also combining an existing propylene preparation process with a process of converting ethane to ethylene. According to the present invention, valuable ethylene may be produced by converting most of ethane and ethylene, i.e., by-products of a propane dehydrogenation process, into ethylene without using the ethane as fuel, thereby improving process economic efficiency. Furthermore, a product line in the process of propane dehydrogenation reaction may be changed from a propylene product alone into two products, i.e., propylene and ethylene, and thus the operating conditions of a propylene dehydrogenation reactor and the operating conditions of a de-ethanizer may be adjusted according to the market situation, thereby increasing the production proportion of a favorable product line.Type: GrantFiled: June 26, 2017Date of Patent: May 26, 2020Assignee: HYOSUNG CHEMICAL CORPORATIONInventors: Bu Young Jo, Won Il Kim, Tae Wan Kim, Jong Chan Jang, Young Gyo Choi, Jung Ill Cho, Jong Ki Kim
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Patent number: 10597343Abstract: An object of the present invention is to provide a composition containing fluoromethane having high purity. A method for producing fluoromethane, comprising: pyrolyzing in a gas phase a fluorine-containing methyl ether represented by Formula (1): wherein R1 and R2 are the same or different, and each represents an optionally substituted linear or branched monovalent aliphatic hydrocarbon group, an optionally substituted monovalent aromatic hydrocarbon group, an optionally substituted monovalent cyclic aliphatic hydrocarbon group, hydrogen, or halogen, in the presence of an alumina catalyst to thereby obtain a mixed gas containing fluoromethane and acid fluoride, wherein: the alumina catalyst contains chlorine in an amount of 1.0 wt % or less.Type: GrantFiled: June 3, 2016Date of Patent: March 24, 2020Assignee: DAIKIN INDUSTRIES, LTD.Inventors: Shingo Nakamura, Yuusuke Etou, Seiji Takubo, Katsuya Nakai
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Patent number: 8546634Abstract: There is provided a method for production of a conjugated diene from a monoolefin having four or more carbon atoms by a fluidized bed reaction. The method for production of a conjugated diolefin includes bringing a catalyst in which an oxide is supported on a carrier into contact with a monoolefin having four or more carbon atoms in a fluidized bed reactor in which the catalyst and oxygen are present, wherein the method satisfies the following (1) to (3): (1) the catalyst contains Mo, Bi, and Fe; (2) a reaction temperature is in the range of 300 to 420° C.; and (3) an oxygen concentration in a reactor outlet gas is in the range of 0.05 to 3.0% by volume.Type: GrantFiled: September 29, 2010Date of Patent: October 1, 2013Assignee: Asahi Kasei Chemicals CorporationInventors: Hideo Midorikawa, Hiroyuki Yano, Takashi Kinoshita
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Publication number: 20120209048Abstract: A dehydrogenation catalyst is described that comprises an iron oxide, an alkali metal or compound thereof, and rhenium or a compound thereof. A process for preparing a dehydrogenation catalyst comprising preparing a mixture of iron oxide, an alkali metal or compound thereof, and rhenium or a compound thereof is also described. Additionally, a dehydrogenation process using the catalyst and a process for preparing polymers are described.Type: ApplicationFiled: March 19, 2012Publication date: August 16, 2012Applicant: BASF CorporationInventor: Ruth Mary Kowaleski
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Patent number: 8222472Abstract: A method of producing 1,3-butadiene by the oxidative dehydrogenation of n-butene using a continuous-flow dual-bed reactor designed such that two kinds of catalysts charged in a fixed-bed reactor are not physically mixed. More particularly, a method of producing 1,3-butadiene by the oxidative dehydrogenation of n-butene using a C4 mixture including n-butene and n-butane as reactants and using a continuous-flow dual-bed reactor in which a multi-component bismuth molybdate catalyst and a zinc ferrite catalyst having different reaction activity in the oxidative dehydrogenation reaction of n-butene isomers (1-butene, trans-2-butene, cis-2-butene).Type: GrantFiled: February 9, 2009Date of Patent: July 17, 2012Assignees: SK Innovation Co., Ltd., SNU R&DB FoundationInventors: Young Min Chung, Yong Tak Kwon, Tae Jin Kim, Seong Jun Lee, Yong Seung Kim, Seung Hoon Oh, In Kyu Song, Hee Soo Kim, Ji Chul Jung, Ho Won Lee
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Patent number: 8188328Abstract: The present invention is an improved cyclic, endothermic hydrocarbon conversion process and a catalyst bed system for accomplishing the same. Specifically, the improved process comprises reacting a hydrocarbon with a multi-component catalyst bed in such a manner that the temperature within the catalyst bed remains within controlled temperature ranges throughout all stages of the process. The multi-component catalyst bed comprises a reaction-specific catalyst physically mixed with a heat-generating material.Type: GrantFiled: June 27, 2011Date of Patent: May 29, 2012Assignee: Sud-Chemie Inc.Inventors: Vladimir Fridman, Michael A. Urbancic
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Patent number: 8003840Abstract: This invention relates to a bismuth molybdate catalyst, a preparation method thereof, and a method of preparing 1,3-butadiene using the same, and to a bismuth molybdate catalyst, a preparation method thereof, and a method of preparing 1,3-butadiene using the same, in which 1,3-butadiene can be prepared through oxidative dehydrogenation directly using a C4 mixture including n-butene and n-butane as a reactant in the presence of a mixed-phase bismuth molybdate catalyst including ?-bismuth molybdate (Bi2Mo3On) and ?-bismuth molybdate (Bi2MoO6). According to this invention, the C4 raffinate, containing many impurities, is used as a reactant, without an additional n-butane separation process, thus obtaining 1,3-butadiene at high yield.Type: GrantFiled: March 16, 2007Date of Patent: August 23, 2011Assignees: SK Innovation Co., Ltd., SK Global Chemical Co., Ltd.Inventors: Seung Hoon Oh, Seong Jun Lee, Tae Jin Kim, Ahn Seop Choi, Young Min Chung, In Kyu Song, Ji Chul Jung, Hee Soo Kim
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Patent number: 7622623Abstract: An improved dehydrogenation catalyst bed system for olefin production utilizing classical processing techniques is disclosed.Type: GrantFiled: September 2, 2005Date of Patent: November 24, 2009Assignee: Sud-Chemie Inc.Inventors: Vladimir Fridman, Jay S. Merriam, Michael A. Urbancic
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Patent number: 7279611Abstract: One aspect of the invention relates to a dehydrogenation catalyst composite containing alumina, chromium oxide, lithium oxide, and sodium oxide. The invention also relates to methods of making the dehydrogenation catalyst composite. Another aspect of the invention relates to method of dehydrogenating a dehydrogenatable hydrocarbon involving contacting the dehydrogenatable hydrocarbon with a dehydrogenation catalyst composite containing alumina, chromium oxide, lithium oxide, and sodium oxide to provide a dehydrogenated hydrocarbon, such as an olefin.Type: GrantFiled: December 12, 2005Date of Patent: October 9, 2007Assignee: BASF Catalysts LLCInventors: Saeed Alerasool, Harold E. Manning
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Patent number: 7045671Abstract: A process for catalytic dehydrogenation of a dehydrogenatable hydrocarbon process stream to the corresponding olefin or olefins, the process comprising contacting the dehydrogenatable hydrocarbon process stream under dehydrogenation conditions with a mesoporous zeotype catalyst having an intra-crystalline, non-crystallographic mesopore system and a mesopore volume of the zeotype crystals above 0.25 ml/g and comprising at least one element belonging to Groups 5–14 in the Periodic Table of the Elements (new notation). The invention also comprises a catalyst for use in the above process.Type: GrantFiled: November 21, 2003Date of Patent: May 16, 2006Assignee: Haldor Topsoe A/SInventors: Iver Schmidt, Anne Krogh, Claus Hviid Christensen
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Publication number: 20040116760Abstract: A gel composition substantially contained within the pores of a solid material is disclosed for use as a catalyst or as a catalyst support in dehydrogenation and dehydrocyclization processes.Type: ApplicationFiled: November 21, 2003Publication date: June 17, 2004Inventors: Kostantinos Kourtakis, Leo Ernest Manzer
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Patent number: 5962757Abstract: Dehydrogenation catalysts are prepared by a predoping process comprising, mixing iron oxide materials with a predopant to form a blend of iron oxide and predopant and heating the blend to the predoping conditions and thereafter forming a catalyst. The catalysts so prepared are useful in the dehydrogenation of a composition having at least one carbon--carbon double bond. Such catalytic uses include the conversion of ethylbenzene to styrene.Type: GrantFiled: April 17, 1997Date of Patent: October 5, 1999Assignee: Shell Oil CompanyInventors: Stanley Nemec Milam, Brent Howard Shanks
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Patent number: 5866737Abstract: A process for the oxidation and oxidative dehydrogenation of hydrocarbons, in particular ethylbenzene, to form corresponding oxidized or olefinically unsaturated compounds, in particular styrene, over an oxygen-conferring, oxygen-regenerable catalyst involving a working period, a time-displaced regenerating period and at least one intermediate rinsing period comprises effecting a partial regeneration during the working period by time-displaced addition of a substoichiometric amount of oxygen.Type: GrantFiled: January 7, 1997Date of Patent: February 2, 1999Assignee: BASF AktiengesellschaftInventors: Alfred Hagemeyer, Jurgen Schweinzer, Otto Watzenberger
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Patent number: 5639926Abstract: A process for producing a branched chain olefin which comprises isomerising and transhydrogenating a hydrocarbon stream containing at least one straight chain paraffin of 4 or more carbon atoms by contacting the same at elevated temperature with a stream containing a hydrogen acceptor that is more highly unsaturated than a mono-olefin to produce a stream containing at least one branched chain olefin product. The product is separated to give a stream depleted of the product. The thus depleted stream is recycled to the isomerising and transhydrogenating stages. The hydrogen acceptor stream may comprise a diene and/or acetylene.Type: GrantFiled: January 4, 1995Date of Patent: June 17, 1997Assignee: Institut Francais Du PetroleInventors: Stephen Keith Turner, Arthur Gough
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Patent number: 5585530Abstract: A process for the production of olefins comprises dehydrogenating at least one hydrogen-donor hydrocarbon that is essentially free from olefinic unsaturation, e.g. a paraffin, in the presence of a dehydrogenation catalyst and in the presence of at least one hydrogen-acceptor hydrocarbon that is more highly unsaturated than a mono-olefin, e.g. a diene and/or acetylene, under conditions effective to cause at least part of said hydrogen-donor hydrocarbon to be dehydrogenated and at least part of the hydrogen-acceptor to be hydrogenated. The amount of hydrogen-acceptor is such that there are 0.5 to 20 moles of said hydrogen-donor for each mole of hydrogen-acceptor. Preferably the amount of said hydrogen-acceptor hydrocarbon hydrogenated is such that the heat of hydrogenation of said hydrogen-acceptor hydrocarbon provides at least 25% of the heat required for dehydrogenation of said hydrogen-donor hydrocarbon. In a preferred form of the invention, a hydrocarbon stream containing a hydrogen-acceptor is a C.sub.Type: GrantFiled: June 8, 1994Date of Patent: December 17, 1996Assignee: Institut Francais Du PetroleInventors: Arthur Gough, Stephen K. Turner
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Patent number: 5545787Abstract: A continuous process for the dehydrogenation of a hydrocarbon and/or oxygenated hydrocarbon feed, comprising contacting the hydrocarbon and/or oxygenated hydrocarbon feed with a dehydrogenation catalyst at elevated temperature in a reaction zone characterized in that the catalyst is capable of retaining hydrogen and (a) is contacted with a feed to form a dehydrogenated product and hydrogen, at least some of the hydrogen formed being adsorbed by the catalyst and/or reacting therewith to reduce at least part of the catalyst; (b) the dehydrogenated product and any unadsorbed/unreacted hydrogen is removed from the reaction zone; (c) at least some of the adsorbed hydrogen is removed from the catalyst and/or at least some of the reduced catalyst is oxidized; and (d) reusing the catalyst from step (c) in step (a).Type: GrantFiled: May 31, 1994Date of Patent: August 13, 1996Assignee: BP Chemicals LimitedInventors: Jeremy B. Cooper, Jonathon C. Frost, Stephen R. Partington
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Patent number: 5354935Abstract: A catalyst comprising a preshaped porous support material having applied thereto in finely divided form an active compound chosen from at least one compound of vanadium, chromium, manganese, iron, cobalt, nickel, copper and zinc, and optionally a promoter chosen from at least an alkali or alkaline earth metal compound, method for the preparation thereof and use thereof in the dehydrogenation of hydrocarbons.Type: GrantFiled: August 12, 1993Date of Patent: October 11, 1994Assignee: The Dow Chemical CompanyInventors: Frederik R. Van Buren, Dick E. Stobbe, John W. Geus, Adrianus J. Van Dillen
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Patent number: 5302773Abstract: A process for preparing olefins and diolefins in high productivity which involves contacting an aliphatic hydrocarbon, such as butane, with a heterogeneous catalyst composition containing reactive oxygen under reaction conditions sufficient to produce a more highly unsaturated aliphatic hydrocarbon, such as 1,3-butadiene. The catalyst composition contains a glassy silica matrix of specified surface area and macro-porosity into which are encapsulated domains of a catalyst component containing oxides of magnesium and molybdenum. The catalyst has high crush strength and is useful in transport reactors.Type: GrantFiled: November 26, 1991Date of Patent: April 12, 1994Assignee: The Dow Chemical CompanyInventors: G. Edwin Vrieland, Stephen J. Doktycz, Bijan Khazai
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Patent number: 5258347Abstract: A process for the production of olefins and diolefins, such as 1,3-butadiene, comprising contacting an aliphatic hydrocarbon, such as butane, with a heterogeneous catalyst composition containing reactive oxygen under reaction conditions such that a more highly unsaturated aliphatic hydrocarbon is selectively formed in a high productivity. The catalyst is a composition comprising (a) a support component of magnesia and alumina and/or magnesium aluminate spinel, and (b) a catalyst component of magnesia, an oxide of molybdenum, a Group IA metal oxide promoter, and optionally vanadium oxide. Catalysts of high surface area and high attrition resistance are claimed.Type: GrantFiled: May 29, 1992Date of Patent: November 2, 1993Assignee: The Dow Chemical CompanyInventors: Bijan Khazai, Craig B. Murchison, G. Edwin Vrieland
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Patent number: 5146031Abstract: A process for the production of olefins and diolefins, such as 1,3-butadiene, comprising contacting an aliphatic hydrocarbon, such as butane, with a heterogeneous catalyst composition containing reactive oxygen under reaction conditions such that a more highly unsaturated aliphatic hydrocarbon is selectively formed in a high productivity. The catalyst is a composition comprising (a) a support component of magnesia and alumina and/or magnesium aluminate spinel, and (b) a catalyst component of magnesia, an oxide of molybdenum, a Group IA metal oxide promoter, and optionally vanadium oxide. Catalysts of high surface area and high attrition resistance are claimed.Type: GrantFiled: April 6, 1990Date of Patent: September 8, 1992Assignee: The Dow Chemical CompanyInventors: Bijan Khazai, G. Edwin Vrieland, Craig B. Murchison, Ravi S. Dixit, Edwin D. Weihl
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Patent number: 5053580Abstract: Metal oxide powders comprised of Cr(III) oxide, Ti(IV) oxide, V(V) oxide, or mixtures of these, or metal mixed oxides comprised of Cr(III) oxide and Ti(IV) oxide and V(V) oxide, or their mixtures. They have BET surfaces of 5-50m.sup.2 /g and mean particle diameters of 25-350 nm and are useful to increase conversion and selectivity in the manufacture of mono-olefins by catalytic dehydrogenation of saturated hydrocarbons. The metal oxide powders are produced from mixtures of the vaporized metal compounds chromyl chloride, titanium tetrachloride, and vanadyl chloride, in the presence of certain gases by laser pyrolysis.Type: GrantFiled: May 7, 1990Date of Patent: October 1, 1991Assignee: Veba Oel AktiengesellschaftInventors: Bernhard Schramm, Jurgen Kern, Harald Schwahn, August-Wilhelm Preuss, Klaus Gottlieb, Hartmut Bruderreck
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Patent number: 4973791Abstract: A process for the production of unsaturated aliphatic hydrocarbons, such as diolefins, comprising contacting an aliphatic hydrocarbon, such as an alkane or a monoolefin, with a solid heterogeneous catalyst containing labile oxygen under reaction conditions such that a more highly unsaturated aliphatic hydrocarbon is selectively formed in a high space-time yield. The catalyst comprises an oxide of magnesium, an oxide of molybdenum, an alkali metal promoter, and optionally an oxide of vanadium. For example, butane is oxidized in the presence of magnesium molybdate doped with alkali metal oxide to a mixture of products including predominantly butadiene and cis-2-butene and trans-2-butene.Type: GrantFiled: July 20, 1989Date of Patent: November 27, 1990Assignee: The Dow Chemical CompanyInventors: G. Edwin Vrieland, Craig B. Murchison
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Patent number: 4902845Abstract: Catalyst activity life of an iron oxide-containing catalyst is extended by contacting such catalyst with a feedstream containing about 0.0001 to about 0.01 mole of oxygen per mole of feed in the substantial absence of an oxidation catalyst.Type: GrantFiled: November 21, 1988Date of Patent: February 20, 1990Assignee: Amoco CorporationInventors: Dae K. Kim, George A. McConaghy
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Patent number: 4762961Abstract: The vapor phase dehydrogenation of hydrocarbons is achieved with a spinel of the formula AV.sub.2-x C.sub.x O.sub.4 where A is a bivalent metal, V is vanadium substantially in +3 oxidation state, C is a trivalent metal, or with a crystalline perovskite DV.sub.1-y C.sub.y O.sub.3 where D is one or more of Y, the rare earths and Bi, and V is again vanadium in +3 oxidation state.Type: GrantFiled: August 21, 1987Date of Patent: August 9, 1988Assignee: Standard Oil CompanyInventors: Andrew T. Guttmann, James F. Brazdil, Robert K. Grasselli
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Patent number: 4746753Abstract: Bismuth cerium molybdate catalysts promoted with alkali metal and other optional ingredients provide high yields of acrylonitrile in the ammoxidation of propylene.Type: GrantFiled: July 1, 1986Date of Patent: May 24, 1988Assignee: The Standard Oil CompanyInventors: James F. Brazdil, Jr., Dev D. Suresh, Robert K. Grasselli
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Patent number: 4532083Abstract: Certain multiply promoted Sn/Sb oxides are superior catalysts for the ammoxidation of olefins to the corresponding unsaturated nitriles, the selective oxidation of olefins to unsaturated aldehydes and acids, and the oxydehydrogenation of olefins to diolefins.Type: GrantFiled: October 29, 1982Date of Patent: July 30, 1985Assignee: The Standard Oil CompanyInventors: Dev D. Suresh, Robert K. Grasselli, James F. Brazdil, Frances I. Ratka
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Patent number: 4473506Abstract: Oxide complex catalysts of iron, selenium and tellurium provide good yields of acrylonitrile in the ammoxidation of propylene with high selectivities at low temperature.Type: GrantFiled: October 18, 1982Date of Patent: September 25, 1984Assignee: The Standard Oil CompanyInventors: James D. Burrington, James F. Brazdil, Robert K. Grasselli
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Patent number: 4395579Abstract: The preparation of a compound of formula R.sup.1 --C(R.sup.2).dbd.CH.sub.2 (R.sup.1 and R.sup.2 are a phenyl, alkyl or alkenyl group or a hydrogen atom) by contacting a mixture of steam and a compound of formula R.sup.1 --C(R.sup.2)(H)--CH.sub.3 at elevated temperature under non-oxidative dehydrogenation conditions with a catalyst having a spinel structure allows lower ratios steam to compound of formula R.sup.1 --C(R.sup.2)(H)--CH.sub.3, a higher selectivity to the compound of formula R.sup.1 --C(R.sup.2).dbd.CH.sub.2 and a lower temperature when lithium is present in the spinel structure.Type: GrantFiled: November 4, 1982Date of Patent: July 26, 1983Assignee: Shell Oil CompanyInventors: Gilbert R. Germaine, Jean P. Darnanville
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Patent number: 4336409Abstract: In a process for producing a conjugated diolefin which comprises oxidatively dehydrogenating a monolefin having at least 4 carbon atoms in the vapor phase with molecular oxygen to form the corresponding conjugated diolefin; the improvement wherein the oxidative dehydrogenation is carried out in the presence of a catalyst having the general composition formulaMo.sub.a Bi.sub.b Cr.sub.c Ni.sub.d X.sub.e Y.sub.f O.sub.gwherein X represents at least one element selected from Li, Na, K, Rb, Cs, Tl and P, Y represents at least one element selected from metal elements of Group II of the periodic table, and a, b, c, d, e, f and g respectively represent the number of Mo, Bi, Cr, Ni, X, Y and O atoms, and when a=12, b=0.05-20, c=0.05-20, d=0.1-30, e=0.01-10, f=0.01-20, and g is the number of oxygen atoms which satisfies the atomic valences of the other elements.Type: GrantFiled: April 17, 1981Date of Patent: June 22, 1982Assignee: Nippon Zeon Co. Ltd.Inventors: Haruhisa Yamamoto, Shinji Matumoto
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Patent number: 4327238Abstract: The catalytic dehydrogenation of at least one dehydrogenatable organic compound which has at least one ##STR1## grouping is carried out in the presence of a zinc titanate catalyst. The selectivity of the zinc titanate catalyst is improved by at least one promoter selected from the group consisting of chromium oxide, antimony oxide, bismuth oxide, oxides of the lanthanides, oxides of the actinides, oxides thereof, and compounds convertible to the oxides thereof.Type: GrantFiled: February 28, 1980Date of Patent: April 27, 1982Assignee: Phillips Petroleum CompanyInventor: Alan D. Eastman
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Patent number: 4316855Abstract: Certain multiply promoted Sn-Sb oxides are superior catalysts for the ammoxidation of olefins to the corresponding unsaturated nitriles, the selective oxidation of olefins to unsaturated aldehydes and acids, and the oxydehydrogenation of olefins to diolefins.Type: GrantFiled: December 28, 1979Date of Patent: February 23, 1982Assignee: The Standard Oil Co.Inventors: Robert K. Grasselli, Dev D. Suresh, James F. Brazdil, Frances I. Ratka
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Patent number: 4316856Abstract: Molybdenum-promoted antimony phosphates also containing at least one of tellurium and bismuth have been found to exhibit significant catalytic activity in various oxidation-type reactions.Type: GrantFiled: December 28, 1979Date of Patent: February 23, 1982Assignee: The Standard Oil Co.Inventors: Andrew T. Guttmann, Robert K. Grasselli
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Patent number: 4172854Abstract: Magnesium chromite dehydrogenation catalysts are improved by incorporation therein up to about 10% of an alkali metal.Type: GrantFiled: January 9, 1975Date of Patent: October 30, 1979Assignee: Petro-Tex Chemical CorporationInventors: Michael C. Ellis, Harold E. Manning