Using Catalyst And Additional Nonmetal Material Patents (Class 585/261)
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Publication number: 20020128528Abstract: A process for treatment of a batch with four carbon atoms that contains diene compounds and a minor portion of acetylene compounds is described. A portion of the fluid that circulates in a distillation zone that is enriched with acetylene compounds is drawn off laterally, preferably in the drainage zone, and a selective hydrogenation stage is carried out in a hydrogenation zone that is outside the distillation zone. The hydrogenation effluent that is produced is recycled in the rectification zone. A C4 fraction that comprises butadiene and that is low in acetylene compounds is recovered at the top, and a C5 fraction that is enriched with oligomers is recovered at the bottom.Type: ApplicationFiled: December 21, 2001Publication date: September 12, 2002Applicant: Institut Francais du PetroleInventors: Mathieu Pinault, Vincent Coupard, Christophe Boyer
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Publication number: 20020068843Abstract: This invention relates to a selective hydrogenation catalyst for the seletive hydrogenation of unsaturated hydrocarbons, a process for preparing this catalyst and its use. The catalyst of the invention comprises supporter, active component Pd, rare earth metals, and auxiliary metal Bi, Ag etc. The catalyst is able to hydrogenate high-unsaturated hydrocarbons such as alkyne with high selectivity at high space velocity while both green oil formation and carbon deposition on catalyst are very low, and it is very applicable to industrial cracking process.Type: ApplicationFiled: October 1, 2001Publication date: June 6, 2002Inventors: Wei Dai, Jing Zhu, Hui Peng, Yanlai Guo, Wei Mu, Helong Li, Qingzhou Cui
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Patent number: 6388162Abstract: The invention pertains to a process of removing dienes from an olefin feedstock. A preferred olefin feedstock is for the production of primary alcohol compositions by skeletal isomerization of the olefins followed by hydroformylation. In this preferred embodiment, the olefin feedstock may be purified before and/or after skeletal isomerization. The olefins in the feedstock preferably have a carbon chain length of about 8 to about 36 carbon atoms, preferably about 10 to about 20 carbon atoms, most preferably about 12 to about 18 carbon atoms.Type: GrantFiled: May 8, 2000Date of Patent: May 14, 2002Assignee: Shell Oil CompanyInventors: Paul B. Himelfarb, Cornelius Mark Bolinger
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Publication number: 20020002315Abstract: A process is provided for the selective hydrogenation of dienes from a mixed hydrocarbon stream. The catalyst contains nickel in an amount between approximately 5 and 15 weight percent and, alternatively, may contain nickel oxide and molybdenum oxide in an amount between approximately 3 to 6 and 12 to 25 weight percent, respectively. The catalyst metals are on an aluminum oxide support. The process does not require any activation or pre-treatment of the catalyst. No sulfur is added to the reaction zone and the catalyst is not adversely affected by the presence of up to 0.20% by weight of sulfur in the feed stream. According to the process, conjugated dienes are reduced by at least 80 to 90%.Type: ApplicationFiled: January 4, 2000Publication date: January 3, 2002Inventors: Kevin Peter Kelly, James Roy Butler
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Patent number: 6329561Abstract: The method of producing high purity isooctane useful as a gasoline blending component from diisobutylene or isooctane contaminated with minor amounts of oxygenated impurities which comprises converting the impurities at conditions of elevated temperature and pressure to hydrocarbon and water and recovering the purified diisobutylene or isooctane stream.Type: GrantFiled: September 27, 2000Date of Patent: December 11, 2001Assignee: Equistar Chemicals, LPInventors: Kenneth M. Webber, Mark P. Kaminsky, Andrew P. Kahn
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Publication number: 20010047119Abstract: A solid acid-base catalyst contains vanadium pentoxide hydrate.Type: ApplicationFiled: March 15, 1999Publication date: November 29, 2001Inventors: NOBUJI KISHIMOTO, ETSUSHIGE MATSUNAMI
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Patent number: 6255548Abstract: A process for selective hydrogenation of unsaturated compounds such as acetylenic compounds or diolefins is carried out in the presence of a catalyst comprising at least one support, at least one metal from group VIII of the periodic table and at least one additional element M selected from the group formed by germanium, tin, lead, rhenium, gallium, indium, gold, silver and thallium. The process is characterized in that the catalyst is prepared using a process in which said metal M is introduced in an aqueous solvent, in the form of at least one organometallic compound comprising at least one carbon-M bond.Type: GrantFiled: October 30, 1998Date of Patent: July 3, 2001Assignee: Institut Francais du PetroleInventors: Blaise Didillon, Fabienne Le Peltier
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Patent number: 6169218Abstract: A process for the selective hydrogenation of the diolefins and acetylenic compounds in a olefin rich aliphatic hydrocarbon streams is disclosed wherein the selective hydrogenation is carried out at 40 to 300° F. under low hydrogen partial pressure in the range of about 0.1 psi to less than 70 psia at 0 to 350 psig in a distillation column reactor containing a hydrogenation catalyst which serves as a component of a distillation structure, such as supported PdO encased in tubular wire mesh. Essentially no hydrogenation of the olefins occurs.Type: GrantFiled: November 25, 1997Date of Patent: January 2, 2001Assignee: Catalytic Distillation TechnologiesInventors: Dennis Hearn, Robert P. Arganbright, Edward M. Jones, Jr., Lawrence A. Smith, Jr., Gary R. Gildert
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Patent number: 6127588Abstract: A supported hydrogenation catalyst composition is disclosed which comprises palladium, an inorganic support such as alumina, and a selectivity enhancer selected from the group consisting of silver, phosphorus, sulfur, and combinations of two or more thereof. Also disclosed is a selective hydrogenation process in which highly unsaturated hydrocarbons such as diolefins and/or alkynes are hydrogenated with hydrogen to less unsaturated hydrocarbons such as monoolefins.Type: GrantFiled: October 21, 1998Date of Patent: October 3, 2000Assignee: Phillips Petroleum CompanyInventors: James B. Kimble, Joseph J. Bergmeister
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Patent number: 6124514Abstract: A process is disclosed for generating pure aromatic compounds from a reformed gasoline which contains aromatic compounds, olefins, diolefin, and triolefins, which comprises the steps of:(a) selectively hydrogenating the olefins, diolefins and triolefins in the reformed gasoline to obtain a mixture of hydrogenated, non-aromatic compounds and aromatic compounds; and(b) separating the aromatic compounds from the hydrogenated, non-aromatic compounds in the mixture formed during step (a) by either extractive distillation, liquid--liquid extraction or both to obtain the pure aromatic compounds.Type: GrantFiled: January 31, 1997Date of Patent: September 26, 2000Assignee: Krupp Uhde GmbHInventors: Gerd Emmrich, Hans-Christoph Schneider, Helmut Gehrke, Bernhard Firnhaber
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Patent number: 6118034Abstract: In the process for the selective hydrogenation of dienes in diene-containing feed streams, a diene-containing feed stream is hydrogenated over a nickel-containing precipitated catalyst at from 40 to 100.degree. C., a pressure of from 3 to 20 bar and a WHSV (weight hourly space velocity) of from 1 to 10 kg/(l.times.h) in the presence of free hydrogen.Type: GrantFiled: September 3, 1998Date of Patent: September 12, 2000Assignee: BASF AktiengesellschaftInventors: Maximilian Vicari, Marc Walter, Ekkehard Schwab, Hans-Joachim Muller, Germain Kons, Stephan Dilling, Peter Polanek
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Patent number: 6096933Abstract: A supported hydrogenation catalyst composition is disclosed which comprises a palladium component, at least one alkali metal iodide such as, for example, potassium iodide, and an inorganic support material such as alumina. The palladium component is concentrated in an area within about 150 microns of the exterior surface of the composition. Also disclosed is a selective hydrogenation process in which diolefins and/or alkynes are hydrogenated with hydrogen to corresponding monoolefins.Type: GrantFiled: March 13, 1998Date of Patent: August 1, 2000Assignee: Phillips Petroleum CompanyInventors: Tin-Tack Peter Cheung, Marvin M. Johnson
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Process for production of isobutene and propylene from hydrocarbon cuts containing four carbon atoms
Patent number: 6075173Abstract: The present invention concerns a process for the production of isobutene and propylene by metathesis of an olefinic C.sub.4 cut. The process comprises three successive steps: 1) selective hydrogenation of butadiene with isomerisation of butene-1 to butene-2; 2) separation by distillation to produce isobutene overhead, leaving a butene-2 bottom cut; 3) metathesis of the butene-2 cut with ethylene. The advantage of this process is that polymerisation quality propylene can be produced very selectively, in contrast to other processes such as dehydrogenation of propane or other cracking processes.Type: GrantFiled: October 28, 1997Date of Patent: June 13, 2000Assignee: Institut Francais du PetroleInventors: Jean Alain Chodorge, Dominique Commereuc, Jean Cosyns -
Patent number: 6072091Abstract: A process for the treatment of a feed comprising at least hydrocarbons containing at least 3 to 10 carbon atoms per molecule, including acetylenic and diolefinic hydrocarbons, comprises passing the feed into a distillation zone associated with a selective hydrogenation reaction zone comprising at least one catalytic hydrogenation bed which is internal to or external of the distillation zone, in which hydrogenation of at least a portion of the acetylenic and diolefinic hydrocarbons contained in the feed is carried out in the presence of a gas stream rich in hydrogen. The process is particularly suitable for the treatment of products from catalytic cracking.Type: GrantFiled: August 26, 1997Date of Patent: June 6, 2000Assignee: Institut Francais du PetroleInventors: Jean Cosyns, Blaise Didillon, Jean-Luc Nocca, Etienne Lebas, Francoise Montecot
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Patent number: 6040489Abstract: A process for separating 1,3-butadiene from a crude C.sub.4 stream containing butanes, butenes, butadienes and acetylenes has been developed. The process begins with introducing hydrogen, a solvent, and the crude C.sub.4 stream to a catalytic extractive distillation unit having a reaction zone containing a catalyst capable of hydrogenating acetylenes. Butanes and butenes, being less soluble in the solvent, are distilled in an overhead stream from the catalytic extractive distillation unit. Butadienes and acetylenes, being more soluble in the solvent, are carried with the solvent to the reaction zone located within the catalytic extractive distillation unit. In the reaction zone the acetylenes are converted to hydrogenation products. The hydrogenation products other than butadiene are separated from the butadienes by the extractive distillation occurring in the unit. The solvent and butadiene mixture is removed from the catalytic extractive distillation unit in a distillate stream.Type: GrantFiled: December 9, 1998Date of Patent: March 21, 2000Assignee: UOP LLCInventor: Tamotsu Imai
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Patent number: 5948869Abstract: Catalytic composition effective in the selective hydrogenation of olefinic double bonds prepared by the reaction between:(A) at least one bis(cyclopentadienyl)Titanium derivative having the general formula (I) (C.sub.5 H.sub.5).sub.2 Ti(R) (R.sub.1) wherein R and R.sub.1, the same or different, are halogens; the above compound (I) being solid or dispersed in one or more non-solvent diluents;(B) at least one organo derivative having general formula (II) M(R.sub.2) (R.sub.3) wherein M is selected from Zinc and Magnesium, and R.sub.2 and R.sub.3, the same or different, are selected from C.sub.1 -C.sub.16 alkyls;(C) at least one modifier.Type: GrantFiled: June 26, 1997Date of Patent: September 7, 1999Assignee: Enichem S.p.A.Inventors: Andrea Vallieri, Claudio Cavallo, Gian Tommaso Viola
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Patent number: 5866735Abstract: A supported hydrogenation catalyst composition is disclosed which comprises a palladium component, at least one alkali metal iodide such as, for example, potassium iodide and an inorganic support material such as alumina. Also disclosed is selective hydrogenation process in which diolefins and/or alkynes are hydrogenated with hydrogen to this corresponding monoolefins.Type: GrantFiled: June 4, 1997Date of Patent: February 2, 1999Assignee: Phillips Petroleum CompanyInventors: Tin-Tack Peter Cheung, Marvin M. Johnson
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Patent number: 5847250Abstract: A silica-supported catalyst suitable for the selective hydrogenation of acetylene in hydrocarbonaceous streams, comprising from 0.001 to 1% by weight, based on the supported catalyst, of palladium and from 0.005 to 5% by weight, based on the supported catalyst, of at least one promoter metal of groups 1 and 2 of the periodic table, obtainable by impregnating a silica support with a solution comprising at least one promoter metal, drying the impregnated support, impregnating with a palladium-including solution, drying and calcining.Type: GrantFiled: December 4, 1997Date of Patent: December 8, 1998Assignee: BASF AktiengesellschaftInventors: Klemens Flick, Christof Herion, Hans-Martin Allmann
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Patent number: 5698752Abstract: A selective hydrogenation of an alkyne in an olefin-containing fluid is provided which comprises contacting the fluid and hydrogen gas with a catalyst in the presence of at least one sulfur compound, under reaction conditions effective to produce at least one alkene wherein the catalyst comprises at least one alkali metal, fluorine and an inorganic support material.Type: GrantFiled: July 23, 1996Date of Patent: December 16, 1997Assignee: Phillips Petroleum CompanyInventors: Scott H. Brown, James B. Kimble, Stan A. Zisman
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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: 5609654Abstract: A process for production of alkyl tertiary alkyl ethers in C.sub.4 + hydrocarbon streams rich in isoolefins, typically containing catalyst deactivating amounts of dienes and/or compounds containing heteroatoms. The process is especially advantageous in extending the cycle length for the zeolite catalyzed etherification of isoolefins in C.sub.4 + FCC gasoline by reducing catalyst aging. It has been discovered that if hydrogen is cofed with the alkanol and C.sub.4 + isoolefin rich feedstreams to an etherification reaction catalyzed by acidic zeolite wherein the zeolite has been impregnated with a noble metal the rate of catalyst aging or deactivation is substantially lowered. The process is especially effective, i.e., catalyst aging is particularly reduced, when hydrogen is cofed to an etherification reaction using acidic zeolite Beta catalyst containing palladium.Type: GrantFiled: May 31, 1995Date of Patent: March 11, 1997Assignee: Mobil Oil CorporationInventors: Quang N. Le, Robert T. Thomson
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Patent number: 5600045Abstract: A process for conversion of crude hydrocarbon mixtures comprising tertiary olefins and gum-forming constituents with an alcohol in the presence of hydrogen, which process comprises contacting the crude hydrocarbon mixture, the alcohol, and hydrogen with a catalyst comprising an acidic molecular sieve containing an active hydrogenation metal component, as well as a stabilized crude hydrocarbon mixture containing alkyl tertiary alkyl ethers. A process for conversion of a tertiary olefin which contains one or more additional ethylenically or acetylenically unsaturated bonds.Type: GrantFiled: December 2, 1993Date of Patent: February 4, 1997Assignee: The Dow Chemical CompanyInventors: Matheus J. Van Der Aalst, Levien J. Everaert, Juan M. Garces
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Patent number: 5583274Abstract: C.sub.2 -C.sub.6 alkynes (preferably acetylene) contained in feeds which also contain sulfur impurities are hydrogenated to the corresponding alkenes in the presence of a supported palladium catalyst which has been promoted with alkali metal fluoride (preferably potassium fluoride).Type: GrantFiled: January 20, 1995Date of Patent: December 10, 1996Assignee: Phillips Petroleum CompanyInventors: Tin-Tack P. Cheung, Marvin M. Johnson
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Patent number: 5534658Abstract: The invention concerns a process for reducing the benzene content of petrol fractions and isomerizing paraffins in the presence of an isomerization catalyst comprising 4 to 15% of at least one halogen and at least one metal from group VIII deposited on a support composed of a mixture of specific proportions of eta alumina and gamma alumina, in which isomerization is carried out on a mixture of a) a feed with the following composition by weight: 40% to 80% of paraffins, 0.5% to 7% of cyclic hydrocarbons and 6% to 45% of aromatics, and with a maximum distillation temperature of between 70.degree. C. and 90.degree. C., b) a C.sub.5 -C.sub.6 cut which is generally a straight run cut, and c) a chlorine-containing compound providing a concentration of 50-5000 ppm of chlorine in the mixture.Type: GrantFiled: June 7, 1995Date of Patent: July 9, 1996Assignee: Institut Francais du PetroleInventors: Christine Travers, Philippe Courty, Patrick Sarrazin
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Patent number: 5510550Abstract: A catalyst composition comprising palladium, silver and a support material (preferably alumina) is contacted at a relatively low temperature (of up to about 60.degree. C.) with a liquid composition comprising an effective reducing agent (preferably an alkali metal borohydride, hydrazinc, formaldehyde, formic acid, ascorbic acid, dextrose, aluminum powder). Preferably, at least one alkali metal compound (more preferably KOH, RbOH, CsOH, KF) is also present in the liquid composition. An improved process for selectively hydrogenating acetylene (to ethylene) employs this wet-reduced catalyst composition.Type: GrantFiled: May 19, 1995Date of Patent: April 23, 1996Assignee: Phillips Petroleum CompanyInventors: Tin-Tack P. Cheung, Marvin M. Johnson, Scott H. Brown, Stan A. Zisman, James B. Kimble
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Patent number: 5489719Abstract: A process is disclosed for the production of alkyl tertiary alkyl ethers in C.sub.4 + hydrocarbon streams rich in isoolefins, typically containing catalyst deactivating amounts of dienes and/or compounds containing heteroatoms. The process is especially advantageous in extending the cycle length for the zeolite catalyzed etherification of isoolefins in C.sub.4 + FCC gasoline by reducing catalyst aging. It has been discovered that if hydrogen is cofed with the alkanol and C.sub.4 + isoolefin rich feedstreams to an etherification reaction catalyzed by acidic zeolite wherein the zeolite has been impregnated with a noble metal the rate of catalyst aging or deactivation is substantially lowered. The process is especially effective, i.e., catalyst aging is particularly reduced, when hydrogen is cofed to an etherification reaction using acidic zeolite Beta catalyst containing palladium.Type: GrantFiled: June 6, 1994Date of Patent: February 6, 1996Assignee: Mobil Oil CorporationInventors: Quang N. Le, Robert T. Thomson
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Patent number: 5463154Abstract: A method for acetylene hydrogenation which involves adding a member selected from the group consisting of arsine and phosphine to moderate the activity of acetylene hydrogenation catalysts while maintaining acceptable catalyst activity and avoiding the risk of product quality contamination by the acetylene converter moderator. The acetylene hydrogenation process involves adding arsine at a concentration level within the range of about 1 wppb-3 wppb to the gas, such as ethylene, containing acetylene to prevent temperature runaway during the exothermic acetylene hydrogenation reaction. By controlling the presence of arsine levels to such a relatively low level, temperature runaway during the highly exothermic acetylene hydrogenation reaction is prevented while maintaining acceptable catalyst activity levels for purposes of the acetylene hydrogenation reaction.Type: GrantFiled: June 22, 1994Date of Patent: October 31, 1995Assignee: Exxon Chemical Patents Inc.Inventors: David R. Slim, Edgar L. Mohundro, Stephen M. Mayo
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Patent number: 5461178Abstract: A method and operating technique for treating diene-containing aliphatic streams by introducing the light hydrocarbon stream at a top portion of a vertical stripping tower having an upper catalytic contact zone containing a bed of solid hydrogenation catalyst particles and a lower contact zone, and introducing a light gas stream containing hydrogen at a lower portion of said stripping tower. Selective hydrogenation is effected by flowing the light hydrocarbon stream and light gas stream countercurrently in contact with the solid hydrogenation catalyst particles under hydrogenation and stripping conditions, thereby converting said diene to mono-alkene in the upper contact zone.Type: GrantFiled: April 28, 1994Date of Patent: October 24, 1995Assignee: Mobil Oil CorporationInventor: Mohsen N. Harandi
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Patent number: 5417844Abstract: The invention relates to a process for the selective hydrogenation of diolefins in steam cracking petrol in the presence of a nickel catalyst and is characterized in that prior to the use of the catalyst, a suphur-containing organic compound is incorporated into the catalyst outside of the reactor.Type: GrantFiled: November 18, 1992Date of Patent: May 23, 1995Assignee: Institut Francais du PetroleInventors: Jean-Paul Boitiaux, Patrick Sarrazin
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Patent number: 5103065Abstract: Transition metal complexes of the general formula I[A].sup.x- [Q].sup.+ x Iwhere Q is one equivalent of a cation, x is from 0 to 2 and A is a transition metal complex of the general formula ##STR1## where n is from 1 to 3, M is positively charged cobalt, rhodium, iridium or ruthenium, the ligands B are phosphonic, arsonic, phosphinic and/or arsinic acid ligands which are esterified with identical or different alcohols, one or more of these alcohol components carrying a functional group, L is ##STR2## the radicals R.sup.5 are identical or different radicals from the group consisting of C.sub.1 -C.sub.4 -alkyl and phenyl, p is an integer from 0 to 6, q is an integer from 0 to 5, and R.sup.1 is fluorine, chlorine, bromine, iodine, cyanide, isocyanide, cyanate, isocyanate, thiocyanate, isothiocyanate, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.Type: GrantFiled: December 19, 1990Date of Patent: April 7, 1992Assignee: BASF AktiengesellschaftInventors: Werner Bertleff, Dieter Koeffer, Wolfgang Klaeui, Choong-Eui Song
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Patent number: 5059731Abstract: The invention relates to a process of reduction of a refining catalyst before its use, the catalyst containing a support and an active phase with a base of at least one noble or nonnoble metal of Group VIII or Group Ib of the periodic table, the process consisting in:a) impregnating the catalyst with an aqueous or organic solution of a reducing agent compound,b) breaking down the reducing agent compound by heating the catalyst;c) drying the catalyst thus obtained.The invention is characterized in that a halogen additive is added with the reducing agent.The catalyst thus treated is particularly suitable, for example, for selective hydrogenation of unsaturated hydrocarbons.Type: GrantFiled: February 6, 1990Date of Patent: October 22, 1991Assignee: Europeane de Retraitement de Catalyseurs EurecatInventor: Georges Berrebi
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Patent number: 5004851Abstract: Nitration Grade benzene is made from a benzene stream with impurities including olefins by first fractionally distilling the benzene to a purity of at least 99 mole percent and subsequently passing the stream in a liquid phase in the presence of hydrogen through a hydrogenation step with a palladium catalyst under conditions such that substantially all olefins remaining in the stream are hydrogenated to paraffins.Type: GrantFiled: November 22, 1988Date of Patent: April 2, 1991Assignee: The Dow Chemical CompanyInventors: George R. Durham, Randy S. Hebert
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Patent number: 4910356Abstract: Compositions containing sulfuric acid and one or more of certain chalcogen-containing compounds in which the chalcogen compound/H.sub.2 SO.sub.4 molar ratio is below 2 contain the mono-adduct of sulfuric acid which is catalytically active for promoting organic chemical reactions. Suitable chalcogen-containing compounds have the empirical formula ##STR1## wherein X is a chalcogen, each of R.sub.1 and R.sub.2 is independently selected from hydrogen, NR.sub.3 R.sub.4, and NR.sub.5, at least one of R.sub.1 and R.sub.2 is other than hydrogen, each of R.sub.3 and R.sub.4 is hydrogen or a monovalent organic radical, and R.sub.5 is a divalent organic radical. Such compositions are useful for catalyzing organic reactions such as oxidation, oxidative addition, reduction, reductive addition, esterification, transesterification, hydrogenation, isomerication (including racemization of optical isomers), alkylation, polymerization, demetallization of organometallics, nitration, Friedel-Crafts reactions, and hydrolysis.Type: GrantFiled: January 29, 1988Date of Patent: March 20, 1990Assignee: Union Oil Company of CaliforniaInventor: Donald C. Young
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Patent number: 4906800Abstract: This invention relates to a method for the preparation of selective acetylene hydrogenation catalysts. More specifically, this invention relates to a pretreatment method for supported and unsupported Group VIII metal catalysts and the use thereof for the conversion of an acetylene-, ethylene- and hydrogen-containing feedstream to gasoline range hydrocarbons.Type: GrantFiled: November 17, 1986Date of Patent: March 6, 1990Assignee: The Standard Oil CompanyInventors: JoAnn Henry, Michael J. Desmond, Thomas R. Gaffney
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Patent number: 4906602Abstract: A catalyst for the selective hydrogenation of polyunsaturated hydrocarbons which contain entirely or predominantly more than five carbon atoms, containing palladium with a promotor on a metal oxide support. The promotor is a metal from the subgroup IB of the periodic system (preferably silver) and the metal oxide support (TiO.sub.2 optionally mixed with CeO.sub.2 and/or ZrO.sub.2) is macroporous, the pore volume being about 0.2 to 0.4, preferably about 0.25 to 0.30 ml per g of carrier and the proportion of the macropores having a diameter of more than 14 nm being at least 65%.Type: GrantFiled: October 24, 1988Date of Patent: March 6, 1990Assignee: Sud-Chemie AktiengesellschaftInventors: Michael Schneider, Karl Kochloefl, Jurgen Ladebeck, Gerd Maletz
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Patent number: 4761509Abstract: An improved process for the catalytic dehydrogenation of paraffinic hydrocarbons is disclosed. Feed paraffinic hydrocarbons are dehydrogenated to yield an olefin containing vapor stream which is partially condensed to produce a liquid phase process stream which contains byproduct diolefins along with the intended product monoolefins. The liquid phase process stream in admixture with hydrogen and a sulfur compound is passed through a selective hydrogenation zone in which diolefins are catalytically converted to monoolefins. This selective hydrogenation in the presence of trace quantities of a sulfur compound increases the quality of the product monoolefin stream. The selective hydrogenation zone is located between the vapor-liquid separator and the stripper column of the dehydrogenation zone.Type: GrantFiled: February 24, 1987Date of Patent: August 2, 1988Assignee: UOP Inc.Inventors: Bipin V. Vora, Daniel L. Ellig
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Patent number: 4691070Abstract: A catalyst for the hydrogenation of a diolefin, having palladium or a compound thereof and at least one co-catalyst component selected from the group consisting of ruthenium, rhodium, cobalt, and rhenium supported each in the form of an elemental metal or a metal compound on a support, its method of preparation and its use for said hydrogenation, particularly for the hydrogenation of cyclopentadiene to cyclopentene is described herein.Type: GrantFiled: November 20, 1986Date of Patent: September 1, 1987Assignee: Toa Nenryo Kogyo Kabushiki KaishaInventors: Teiji Nakamura, Eiichiro Nishikawa, Takeo Koyama
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Patent number: 4587369Abstract: A C.sub.4 cut of high butadiene content is selectively hydrogenated in contact with a supported palladium catalyst, the operation being performed in admixture with a hydrocarbon and an amine.The C.sub.4 cut of high butadiene content (1) and liquid hydrocarbon containing the amine (6) pass through reactor (2). The resultant product is fractionated (13). The C.sub.4 cut is recovered in the vapor phase (15) and the liquid phase recycled (16).Type: GrantFiled: October 25, 1984Date of Patent: May 6, 1986Assignee: Institut Francais du PetroleInventors: Jean Cosyns, Jean-Paul Boitiaux
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Patent number: 4571442Abstract: Acetylene is selectively hydrogenated by passing a mixture of acetylene and ethylene with a hydrocarbon liquid phase through a bed of a palladium-on-alumina catalyst. The liquid phase comprises an aromatic hydrocarbon and a primary or secondary amine.Type: GrantFiled: September 19, 1984Date of Patent: February 18, 1986Assignee: Institut Francais du PetroleInventors: Jean Cosyns, Jean-Paul Boitiaux
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Patent number: 4533779Abstract: Supported palladium-gold catalyst of high resistance to poisoning by sulfur compounds, not subject to elution by vinylacetylene and not inducing a substantial formation of oligomers, for use in hydrogenation reactions wherein acetylenics and diolefins are selectively hydrogenated, said catalyst being obtained by the steps of: admixing a palladium compound with an inorganic carrier, roasting in the presence of an oxygen-containing gas, treating with a reducing agent, admixing a halogenated gold compound with the resulting composition, treating with a reducing agent, treating with a compound having a basic reaction so as to lower the halogen content of the catalyst below 10 ppm by weight, and roasting, in the presence of an oxygen-containing gas, the palladium and gold compounds being used in convenient proportions so that the catalyst contains 0.03 to 1% palladium and 0.003 to 0.3% gold by weight.Type: GrantFiled: November 20, 1984Date of Patent: August 6, 1985Assignee: Ste Francaise des Produits pour Catalyse chez Institut Francais du PetroleInventors: Jean-Paul Boitiaux, Jean Oosyns
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Patent number: 4517395Abstract: A process for the selective hydrogenation of hydrocarbons having three and more carbon atoms and several double bonds or with triple bonds in monoene-containing hydrocarbon mixtures is described. These compounds are selectively hydrogenated to monoenes in a practically quantitative fashion. Before beginning the hydrogenation, a small amount of carbon monoxide and once to twice the stoichiometric quantity of hydrogen are homogeneously dissolved in the hydrocarbon mixture. The mixture is hydrogenated as a homogeneous liquid phase on a fixed palladium catalyst under a moderately high pressure and at a moderately high temperature. No isomerization can be found in the monoenes and no side reactions or secondary reactions occur.Type: GrantFiled: November 2, 1982Date of Patent: May 14, 1985Assignee: Chemische Werke Huls AktiengesellschaftInventors: Fritz Obenaus, Franz Nierlich, Otto Reitemeyer, Bernhard Scholz
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Patent number: 4329530Abstract: A catalyst for the selective hydrogenation of highly unsaturated hydrocarbons, e.g. acetylene, in the presence of less unsaturated hydrocarbons, e.g. ethylene, comprises palladium supported on a calcined refractory material comprising a calcium aluminate cement having a Ca:Al ratio of 1:4 to 1:10, the average depth of penetration of the palladium into the catalyst pieces being less than 300 .mu.m.Type: GrantFiled: November 17, 1980Date of Patent: May 11, 1982Assignee: Imperial Chemical Industries LimitedInventors: Elizabeth A. Irvine, Martyn V. Twigg
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Patent number: 4277313Abstract: This invention provides a process for separating 1,3-butadiene from a C.sub.4 -hydrocarbon mixture which contains C.sub.4 -alkyne components.In one embodiment, the invention involves a first step hydrogenation procedure for selectively hydrogenating the C.sub.4 -alkyne components, and a second step extractive distillation procedure for separating out a 1,3-butadiene rich selective solvent extract phase.Type: GrantFiled: March 27, 1980Date of Patent: July 7, 1981Assignee: El Paso Products CompanyInventors: Yuv R. Mehra, Ralph E. Clark
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Patent number: 4260840Abstract: The invention concerns selectively hydrogenating butadiene to butene in a C.sub.4 fraction containing at least 30 weight % butene-1 by treatment with hydrogen under carefully controlled conditions which comprise in combination use of a supported palladium catalyst containing about 0.01 to about 1.0 weight % palladium, a small excess of hydrogen over theoretical, temperatures in the range of about 50.degree. to 90.degree. C., pressures sufficient to maintain the hydrocarbons in a mixed vapor-liquid phase and a mass velocity of above 1500 lbs./(Sq. ft..times.H).Type: GrantFiled: January 11, 1980Date of Patent: April 7, 1981Assignee: Exxon Research & Engineering Co.Inventors: Friedrich H. Puls, Klaus D. Ruhnke
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Patent number: 4251672Abstract: A copper promoted massive nickel catalyst is disclosed which is capable of having a reduced nickel surface area ranging from about 55 to about 100 m.sup.2 /g as determined by hydrogen chemisorption, after reduction at 400.degree. C., and a B.E.T. total surface area ranging from about 150 to about 300 m.sup.2 /g, wherein the amount of copper in the catalyst ranges from about 2 wt. % to about 10 wt. % and the amount of nickel ranges from about 25 wt. % to about 50 wt. %, said wt. % of copper and nickel metal are based on the total weight of the catalyst. The copper promoted massive catalysts are prepared by the steps comprising comingling a solution containing copper and nickel cations with another solution containing silicate anions and coprecipitating the copper, nickel and silicate ions in an aqueous solution onto solid carrier particles. The catalysts are useful in hydrogenation processes.Type: GrantFiled: August 25, 1978Date of Patent: February 17, 1981Assignee: Exxon Research & Engineering Co.Inventors: James L. Carter, Allan E. Barnett
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Patent number: 4205191Abstract: A process for the preparation of novel zero-valent metal catalysts. The catalysts are prepared by the reaction of an organic metal cluster compound wherein one of the metals is lithium with a complex of a metal halide and a ligand. The catalyst may, if desired, be deposited on a support such as alumina or silica. It is effective to catalyze the hydrogenation of organic compounds such as benzene, styrene and the like.Type: GrantFiled: November 20, 1978Date of Patent: May 27, 1980Assignee: Borg-Warner CorporationInventors: Murray S. Cohen, Jan G. Noltes, Gerard van Koten