Hydrogenation Of Diolefin Or Triple Bond Patents (Class 585/259)
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Patent number: 6794552Abstract: A catalyst composition is provided which can be used for hydrogenating a highly unsaturated hydrocarbon such as an alkyne or a diolefin. The catalyst composition contains palladium, a catalyst component of either silver or an alkali metal compound, or both silver and an alkali metal compound, and a metal aluminate catalyst support. Such metal aluminate catalyst support is prepared by a process of incorporating alumina with a metal component, preferably impregnating alumina with a melted metal component, to thereby provide a metal-incorporated alumina followed by drying and high temperature calcining to thereby provide a metal aluminate catalyst support. The catalyst composition disclosed can be used for hydrogenating a highly unsaturated hydrocarbon to a less unsaturated hydrocarbon. The process involves contacting a highly unsaturated hydrocarbon with a catalyst composition in the presence of hydrogen under a hydrogenation condition sufficient to effect a hydrogenation of the highly unsaturated hydrocarbon.Type: GrantFiled: December 21, 2001Date of Patent: September 21, 2004Assignee: Phillips Petroleum CompanyInventors: Tin-Tack Peter Cheung, Darin B. Tiedtke, Marvin M. Johnson, Gary A. Delzer
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Publication number: 20040176651Abstract: Catalysts have been discovered that are useful in hydrogenation reactions, and particularly for the selective hydrogenation of acetylene and/or methyl acetylene (MA) and/or propadiene (PD) in light olefin-rich feedstreams. These catalysts can selectively hydrogenate acetylene with less selectivity to making oligomers (green oil) as compared with existing commercial catalysts, particularly palladium catalysts. These catalysts are non-palladium catalysts, and have three different constituents that are metal or metal-based components. The metal of the first constituent may be nickel or platinum, the metal of the second constituent may be from Groups 1-10, and the metal of the third constituent may be from Groups 11-12, where the Groups are of the Periodic Table of Elements (new IUPAC notation).Type: ApplicationFiled: March 4, 2003Publication date: September 9, 2004Inventors: Michel Molinier, John Di-Yi Ou, Michael A. Risch
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Patent number: 6781023Abstract: Bromine reactive hydrocarbon contaminants are removed from aromatic streams by first providing an aromatic feedstream having a negligible diene level. The feedstream is contacted with an acid active catalyst composition under conditions sufficient to remove mono-olefins. An aromatic stream may be pretreated to remove dienes by contacting the stream with clay, hydrogenation or hydrotreating catalyst under conditions sufficient to substantially remove dienes but not mono-olefins.Type: GrantFiled: June 25, 2001Date of Patent: August 24, 2004Assignee: ExxonMobil Oil CorporationInventors: Stephen H. Brown, Terry E. Helton, Arthur P. Werner
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Patent number: 6774274Abstract: The cationic iridium carbene complexes [Ir(cod)(N)(L)]X have been synthesized by reaction of [Ir(cod)(py)2]PF6 with L or NL ligands. Complexes of this type are active hydrogenation catalysts capable of hydrogenating simple olefins at room temperature and atmospheric pressure of hydrogen or by transfer hydrogenation.Type: GrantFiled: December 4, 2001Date of Patent: August 10, 2004Assignee: University of New Orleans Research and Technology Foundation, Inc.Inventors: Steven P. Nolan, Hon Man Lee, Anna C. Hillier
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Patent number: 6759562Abstract: Presented is an improvement to a previous invention involving the catalytic hydrogenation of the C2 to C5 and heavier acetylenes and dienes in a thermally cracked feed stream without significantly hydrogenating the C2 and C3 olefins. The improvement involves the use of a fixed bed hydrogenation reactor system in combination with a modified version of the catalytic distillation unit used in the prior art. The modification to the catalytic distillation unit involves improvement of the liquid recycle scheme. The fixed bed reactors combined with the modified catalytic distillation allows for 100% conversion of acetylene and helps to maintain high conversion of the other dienes and acetylenes with no ethylene or propylene conversion under a variety of conditions. These condition variations include but are not limited to the feed diene and acetylene composition, the mol % carbon monoxide in the feed, and catalyst deactivation.Type: GrantFiled: July 24, 2002Date of Patent: July 6, 2004Assignee: ABB Lummus Global Inc.Inventors: Robert J. Gartside, Robert I. Haines, Thomas Skourlis, Charles Sumner
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Publication number: 20040122274Abstract: Disclosed is a method and apparatus for removing highly unsaturated contaminants from an effluent stream produced by an oxygenates to olefins process. The oxygenates to olefins process produces an effluent that contains low concentrations of acetylene, methyl acetylene and propadiene. These contaminants can be removed using a “front-end” scheme, which utilizes internally generated hydrogen, to selectively hydrogenate these highly unsaturated contaminants without significant loss of olefin products.Type: ApplicationFiled: March 5, 2003Publication date: June 24, 2004Inventors: Cor F. Van Egmond, John Richard Shutt
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Patent number: 6747181Abstract: The invention relates to a process for the hydrogenation of phenyl acetylene in a styrene-containing medium with the aid of a supported nickel catalyst with a nickel content of 10-25 wt. %. This process is by preference used for the hydrogenation of phenyl acetylene in a styrene-containing medium which contains more that 30 wt. % of styrene.Type: GrantFiled: October 6, 2000Date of Patent: June 8, 2004Assignee: DSM N.V.Inventors: Hubertus J. M. Bosman, Edwin J. Grootendorst, Leonardus H. Postma, Theodorus M. Smeets
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Publication number: 20040102666Abstract: An improved selective hydrogenation process for removing acetylenic impurities such as vinyl acetylene, ethyl acetylene, propyl acetylene and acetylene in a steam cracked crude butadiene stream by selective hydrogenation is carried out in two steps. In the first step, the partial selective hydrogenation is carried out in a fixed bed with a copper based catalyst to have the ratio of vinyl acetylene to ethyl acetylene in a range of from 0 to about 1, preferably from about 0.01 to 0.6, in the product stream. In the second step, the selective hydrogenation of the remaining C4 acetylenic impurities is carried out to completion in the catalytic distillation mode using a palladium promoted copper catalyst, an improved palladium catalyst or a combination of these two.Type: ApplicationFiled: October 6, 2003Publication date: May 27, 2004Applicant: CATALYTIC DISTILLATION TECHNOLOGIESInventor: J. Yong Ryu
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Patent number: 6740787Abstract: 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: GrantFiled: December 21, 2001Date of Patent: May 25, 2004Assignee: Institut Francais du PetroleInventors: Mathieu Pinault, Vincent Coupard, Christophe Boyer
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Publication number: 20040092783Abstract: An improved selective hydrogenation process for removing acetylenic impurities such as vinyl acetylene, ethyl acetylene, propyl acetylene and acetylene in a steam cracked crude butadiene stream by selective hydrogenation is carried out in two steps. In the first step, the partial selective hydrogenation is carried out in a fixed bed with a copper based catalyst to have the ratio of vinyl acetylene to ethyl acetylene in a range of from 0 to about 1, preferably from about 0.01 to 0.6, in the product stream. In the second step, the selective hydrogenation of the remaining C4 acetylenic impurities is carried out to the completion in the catalytic distillation mode using a palladium promoted copper catalyst, an improved palladium catalyst or a combination of these two.Type: ApplicationFiled: November 8, 2002Publication date: May 13, 2004Applicant: CATALYTIC DISTILLATION TECHNOLOGIESInventor: J. Yong Ryu
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Patent number: 6734328Abstract: An improved selective hydrogenation process for removing acetylenic impurities such as vinyl acetylene, ethyl acetylene, propyl acetylene and acetylene in a steam cracked crude butadiene stream by selective hydrogenation is carried out in two steps. In the first step, the partial selective hydrogenation is carried out in a fixed bed with a copper-based catalyst to have the ratio of vinyl acetylene to ethyl acetylene in a range of from 0 to about 1, preferably from about 0.01 to 0.6, in the product stream. In the second step, the selective hydrogenation of the remaining C4 acetylenic impurities is carried out to completion in the catalytic distillation mode using a palladium promoted copper catalyst, an improved palladium catalyst or a combination of these two.Type: GrantFiled: November 8, 2002Date of Patent: May 11, 2004Assignee: Catalytic Distillation TechnologiesInventor: J. Yong Ryu
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Patent number: 6709639Abstract: An apparatus for the purification of catalytic cracking gasolines containing dienic and/or acetylenic impurities, and mercaptans, said apparatus comprising at least one selective hydrogenation reactor 3 containing at least one fixed catalyst bed, and having at least one line 1 for introducing a feed, at least one effluent outlet line, and a line supplying hydrogen to the reactor, said reactor being followed by at least one stabilization drum 4 connected to said effluent outlet line, the drum having at least one gas outlet line 5 and at least one stabilized effluent outlet line, and said effluent passing into at least one sweetening reactor 8 comprising at least one effluent inlet line 6 and at least one effluent outlet line, said reactor having close thereto at least one oxidizing agent supply line, said apparatus also comprising at least one drum 9 for degassing the effluent from the sweetening reactor 8, said drum 9 having at least one gas outlet line and at least one outlet line 11 for dedienized, stabilizType: GrantFiled: March 9, 2000Date of Patent: March 23, 2004Assignee: Institut Francais du PetroleInventors: Thierry Chapus, Blaise Didillon, Christian Marcilly, Charles Cameron
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Patent number: 6693225Abstract: Hydrogenation of a liquid cut containing hydrocarbons, in particular unsaturated molecules containing at least two double bonds or at least one triple bond, is described wherein the unsaturated molecules are at least partially hydrogenated to less unsaturated molecules containing at least one double bond, in at least one reactor comprising at least two distinct beds of at least one hydrogenation catalyst, and wherein a gas phase containing hydrogen is introduced, a portion thereof being mixed with said cut upstream of the first catalyst bed and a portion thereof being introduced upstream of the subsequent beds contained in said reactor.Type: GrantFiled: June 28, 2001Date of Patent: February 17, 2004Assignee: Institut Francais du PetroleInventors: Christophe Boyer, Vincent Coupard, Quentin Debuisschert
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Patent number: 6692635Abstract: Process for the production of gasoline with a low sulfur content that comprises at least the following two stages: a) a hydrogenation stage of the unsaturated sulfur containing compounds, b) a decomposition stage of saturated sulfur containing compounds, and optionally a preliminary stage for pretreatment of the feedstock such as selective hydrogenation of dienes.Type: GrantFiled: February 23, 2000Date of Patent: February 17, 2004Assignee: Institut Francais du PetroleInventors: Blaise Didillon, Denis Uzio, Nathalie Marchal
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Publication number: 20040030207Abstract: A process for removing acetylenic compounds using unsulfided metallic nickel or unsulfided metallic nickel modified with metallic Mo, Re, Bi or mixtures in which the catalyst is used alone or is used in combination with other acetylenic selective catalysts. The unsulfided metallic nickel catalyst or modified catalyst must be the first catalyst to contact the hydrocarbon stream.Type: ApplicationFiled: August 8, 2002Publication date: February 12, 2004Applicant: CATALYTIC DISTILLATION TECHNOLOGIESInventors: J. Yong Ryu, John R. Adams, Willibrord A. Groten
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Patent number: 6689926Abstract: A process is disclosed which provides for the reduction of phenylacetylene levels in styrene monomer feedstreams, which process utilizes a normal styrene inhibitor additive, such as an hydroxylamine, injected into the styrene monomer feedstream immediately upstream of the phenylacetylene reduction reactor.Type: GrantFiled: February 12, 2002Date of Patent: February 10, 2004Assignee: Fina Technology, Inc.Inventor: James T. Merrill
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Patent number: 6686510Abstract: A process for production, from an olefinic C4 fraction, on the one hand, of high-purity isobutene and, on the other hand, of propylene by metathesis is described. The process comprises three successive stages: 1) the selective hydrogenation of butadiene with isomerization of butene-1 into butene-2 up to thermodynamic equilibrium; 2) the separation by isobutene at the column head that integrates the hydroisomerization of n-butenes, allowing a butene-2 fraction at the bottom, and 3) the metathesis of the butene-2 fraction with ethylene. By this process, it is possible to produce in a very selective way high-purity isobutene and polymerization-quality propylene.Type: GrantFiled: December 26, 2000Date of Patent: February 3, 2004Assignee: Institut Français du PetroleInventors: Dominique Commereuc, Blaise Didillon, Helene Olivier-Bourbigou, Lucien Saussine
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Publication number: 20040019245Abstract: Presented is an improvement to a previous invention involving the catalytic hydrogenation of the C2 to C5 and heavier acetylenes and dienes in a thermally cracked feed stream without significantly hydrogenating the C2 and C3 olefins. The improvement involves the use of a fixed bed hydrogenation reactor system in combination with a modified version of the catalytic distillation unit used in the prior art. The modification to the catalytic distillation unit involves improvement of the liquid recycle scheme. The fixed bed reactors combined with the modified catalytic distillation allows for 100% conversion of acetylene and helps to maintain high conversion of the other dienes and acetylenes with no ethylene or propylene conversion under a variety of conditions. These condition variations include but are not limited to the feed diene and acetylene composition, the mol % carbon monoxide in the feed, and catalyst deactivation.Type: ApplicationFiled: July 24, 2002Publication date: January 29, 2004Inventors: Robert J. Gartside, Robert I. Haines, Thomas Skourlis, Charles Sumner
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Publication number: 20030233017Abstract: Acetylenes and dienes in a stream containing hydrogen, methane, C2-C6 olefins and paraffins, C2-C6 acetylenes and dienes, benzene, toluene, xylenes, and other C6+ components are hydrogenated in a downflow boiling point reactor wherein the heat of reaction is absorbed by the liquid in the reactor which produces a vapor. Besides the feed to the reactor there is a recirculating stream which is fed at a rate sufficient to ensure that the catalyst particles within the reactor are wetted. A third stream, which is taken from a downstream distillation column, is fed to provide the make up mass corresponding to the mass evaporated in the reactor. The composition of the this third stream controls the steady state composition of the liquid flowing through the reactor.Type: ApplicationFiled: March 12, 2003Publication date: December 18, 2003Applicant: CATALYTIC DISTILLATION TECHOLOGIESInventors: Abraham P. Gelbein, Lawrence A. Smith
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Publication number: 20030225305Abstract: A method for stabilizing pyrolysis gasoline by hydrogenating same over a Group VIII metal catalyst wherein the catalyst is promoted against poisoning by at least one metal from Groups I B, VI B, VII B, and zinc. Poisons preferentially bind with the promoters and not with the active catalytic metals.Type: ApplicationFiled: May 30, 2002Publication date: December 4, 2003Inventor: Mark P. Kaminsky
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Publication number: 20030204120Abstract: In a selective hydrogenation process in which highly unsaturated hydrocarbons such as diolefins and/or alkynes are contacted with catalyst compositions containing palladium, an inorganic support and, optionally, a component silver or alkali metal fluoride in the presence of hydrogen to produce less unsaturated hydrocarbons such as monoolefins the catalyst is contacted with a fluid containing sulfur.Type: ApplicationFiled: April 26, 2002Publication date: October 30, 2003Inventors: Joseph J. Bergmeister, David A. Young
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Patent number: 6627778Abstract: The present invention provides an improved selective hydrogenation process for removing C10-C16 diolefins in the product from dehydrogenation of C10-C16 paraffins to mono-olefins, which process includes bringing the mixture stream of paraffins and olefins containing C10-C16 mono-olefins and C10-C16 diolefins into contact with a specific hydrogenation catalyst in a plurality of hydrogenation reactors connected in series under the reaction conditions for hydrogenation. Hydrogen is injected into each reactor respectively. To convert the diolefins in the mixture stream of paraffins and olefins into mono-olefins, &ggr;-alumina having a specific surface area of 50-300 m2/g and a pore volume of 0.2-2.0 cm3/g is used as the supporter of the hydrogenation catalyst, palladium is supported on the supporter as the main catalyst element and an element selected from silver, gold, tin, lead or potassium is supported on the supporter as the promoter.Type: GrantFiled: April 19, 2001Date of Patent: September 30, 2003Assignees: China Petrochemical Corporation, Sinopec, Jinling Petrochemical CorporationInventors: Yi Xu, Peicheng Wu, Yu Wang, Dong Liu, Zhengguo Ling, Xiaolei Huang
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Publication number: 20030181772Abstract: In a process for the work-up of a C4 fraction, comprising the process stepsType: ApplicationFiled: November 12, 2002Publication date: September 25, 2003Inventors: Gerald Meyer, Gerd Kaibel, Gerd Bohner, Klaus Kindler, Till Adrian, Karin Pickenaecker, Melanie Pahl, Thomas Hill
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Publication number: 20030168380Abstract: Process for the production of gasoline with a low sulfur content that comprises at least the following two stages:Type: ApplicationFiled: February 23, 2000Publication date: September 11, 2003Inventors: Blaise Didillon, Denis Uzio, Nathalie Marchal
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Publication number: 20030163009Abstract: A process is disclosed which provides for the reduction of phenylacetylene levels in styrene monomer feedstreams, which process utilizes a normal styrene inhibitor additive, such as an hydroxylamine, injected into the styrene monomer feedstream immediately upstream of the phenylacetylene reduction reactor.Type: ApplicationFiled: February 12, 2002Publication date: August 28, 2003Inventor: James T. Merrill
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Publication number: 20030134744Abstract: A process for preparation of a selective hydrogenation catalyst including preparing a catalyst material containing palladium and preferably additional additive materials, prereducing the palladium material and the additional additive materials, storing the prereduced catalyst under a non-oxidizing material and distributing the prereduced catalyst in a shipping container under the non-oxidizing material to a customer for use in a selective hydrogenation reaction.Type: ApplicationFiled: December 19, 2001Publication date: July 17, 2003Applicant: Sud-Chemie Inc.Inventors: Steven A. Blankenship, Jennifer A. Perkins, Andrzej Rokicki, James E. Fried
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Patent number: 6586647Abstract: A process for selectively hydrogenating C4-acetylenes in a liquid hydrocarbon stream containing largely butadiene has been developed. Hydrogen and the hydrocarbon stream are contacted with a catalytic composite comprising an inorganic oxide support having dispersed thereon finely divided copper metal and an activator metal of nickel, cobalt, platinum, palladium, manganese, or a combination thereof where 1) the catalytic composite has an average diameter of up to about {fraction (1/32)} inch (800 microns) and/or 2) at least 50 and preferably 70 weight percent of the copper metal and the activator metal are dispersed on the outer 200 micron layer of the support.Type: GrantFiled: May 22, 2002Date of Patent: July 1, 2003Assignee: UOP LLCInventors: Hayim Abrevaya, Deng Yang Jan, Karl Z. Steigleder
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Patent number: 6569318Abstract: The invention relates to a process for conversion of hydrocarbons in the presence of at least one catalyst with controlled acidity, characterized in that the level of activity of said catalyst in isomerization of the cyclohexane is less than 0.10 and/or in that the ratio of toluene hydrogenation activity to the cyclohexane isomerization activity is greater than 10.Type: GrantFiled: February 23, 2001Date of Patent: May 27, 2003Assignee: Institut Francais du PetroleInventors: Virginie Harle, Stéphane Kressmann, Isabelle Guibard, Slavik Kasztelan, Frédéric Morel
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Publication number: 20030094398Abstract: A process is provided to produce a dilute ethylene stream and a dilute propylene stream to be used as feedstocks for producing olefin-based derivatives. Specifically, the dilute ethylene stream is used as a feedstock to produce ethylbenzene, and the dilute propylene stream is used as a feedstock to produce cumene, acrylic acid, propylene oxide and other propylene based derivatives.Type: ApplicationFiled: November 16, 2001Publication date: May 22, 2003Inventors: Rodney L. Porter, Anne M. Balinsky, Eric P. Weber
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Publication number: 20030069458Abstract: Alkynes, dienes, alkenynes and/or polyenes in an olefin-containing hydrocarbon stream are selectively hydrogenated catalytically in the gas phase in at least two reaction zones connected in series without introduction of part of this hydrocarbon stream between the penultimate reaction zone and the last reaction zone, wherein the hydrogen content in the reaction gas mixture upstream of the penultimate reaction zone and the degree of conversion in the penultimate reaction zone are set so that the reaction gas mixture contains at least 0.7% by volume of hydrogen at the outlet of the penultimate reaction zone.Type: ApplicationFiled: October 3, 2002Publication date: April 10, 2003Inventors: Thomas Hill, Mathias Haake, Ekkehard Schwab, Andrea Frenzel, Helmut Worz
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Publication number: 20030023121Abstract: A catalyst for the selective hydrogenation of alkynes and dienes in C2-C5+-olefin mixtures is described.Type: ApplicationFiled: June 5, 2002Publication date: January 30, 2003Inventors: Andrea Frenzel, Michael Hesse, Andreas Ansmann, Ekkehard Schwab
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Patent number: 6512151Abstract: A selective acetylene hydrogenation process which is able to produce a high quality diolefin having extremely low levels of acetylene over an extended period of time compared with the prior art. The process of the present invention provides a selective hydrogenation reaction zone wherein the catalyst activity is maintained at a high level while the process unit remains on stream by contacting the selective hydrogenation catalyst with a polymer solvent, diolefin feed and hydrogen in one embodiment and by contacting the selective hydrogenation catalyst off-line with only polymer solvent and hydrogen in a second embodiment. In addition, the quantity of make-up regeneration solvent is significantly reduced.Type: GrantFiled: April 18, 2001Date of Patent: January 28, 2003Assignee: UOP LLCInventor: Steven P. Lankton
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Patent number: 6495030Abstract: A process for concurrently fractionating and hydrotreating of a full range naphtha stream. The full boiling range naphtha stream is first subjected to simultaneous thioetherification and fractionation to remove the mercaptans the light fraction and then to simultaneous hydrodesulfurization and splitting of the remainder into an intermediate boiling range naphtha and a heavy boiling range naphtha. The three boiling range naphthas are treated separately according to the amount of sulfur in each cut and the end use of each fraction.Type: GrantFiled: September 28, 2001Date of Patent: December 17, 2002Assignee: Catalytic Distillation TechnologiesInventor: Gary G. Podrebarac
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Patent number: 6486369Abstract: A process for selective hydrogenation of a C2 and C3 olefinic feed stream containing acetylenic and diolefinic impurities whereby the acetylenes and diolefins impurities are selectively hydrogenated concurrently in a vapor phase process without first separating the C2 and C3 olefinic gases into separate feed stream.Type: GrantFiled: October 18, 2000Date of Patent: November 26, 2002Assignee: Sud-Chemie Inc.Inventors: Richard W. Voight, Steven A. Blankenship
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Patent number: 6482997Abstract: In a catalyst process involving a conversion reaction for organic compounds, e.g. hydrogenations, the catalyst contains at least one support and at least one metal, and is characterized in that it has particles of an average size greater than approximately 1 nm, and more than 80% of particles, the size of which is comprised in the range D±(D.0.2) where D represents the average size of the particles. The catalyst is prepared in a colloidal suspension, in aqueous phase, of the metal oxide or metals to be supported, then depositing this suspension on a support, and optionally reducing the oxide thus supported.Type: GrantFiled: November 30, 2000Date of Patent: November 19, 2002Assignee: Institut Francais du PetroleInventors: Carine Petit-Clair, Blaise Didillon, Denis Uzio
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Publication number: 20020166798Abstract: The invention relates to a process for the production of gasoline with a low sulfur content that comprises at least one stage for transformation of sulfur-containing compounds consisting of an alkylation or adsorption of sulfur-containing compounds and/or an increasing of the weight of light sulfur-containing compounds, at least one stage for treatment in the presence of an acid catalyst and at least one desulfurization treatment of at least a portion of the gasoline. The process according to the invention can also optionally comprise at least one stage for selective hydrogenation of diolefins and optionally at least one fractionation of the gasoline that is obtained into at least two fractions: light gasoline and heavy gasoline. FIG. 1 to be published.Type: ApplicationFiled: March 12, 2002Publication date: November 14, 2002Applicant: Institute Francais du PetroleInventors: Quentin Debuisschert, Denis Uzio, Jean-Luc Nocca, Florent Picard
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Patent number: 6469223Abstract: 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: GrantFiled: January 4, 2000Date of Patent: October 22, 2002Assignee: Fina Technology, Inc.Inventors: Kevin Peter Kelly, James Roy Butler
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Patent number: 6455746Abstract: The invention concerns ultrafine polymetallic particles obtained from reducing a mixture of salts dissolved in an organic solvent by an alkali or alkaline earth metal hydride, at a temperature not higher than the solvent reflux temperature, the mixture of dissolved salts comprising at least a salt of a metal having a standard oxidant potential E°Mn+/M at 25° C. higher than −1.18 V. The invention is applicable to the hydrogenation of olefins and the coupling of halogenated aromatic derivatives.Type: GrantFiled: March 21, 2000Date of Patent: September 24, 2002Assignee: Centre National de la Recherche ScientifiqueInventors: Jean-Marie Dubois, Yves Fort, Olivier Tillement
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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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Patent number: 6444118Abstract: A process for concurrently fractionating and treating of a full range naphtha stream. The full boiling range naphtha stream is first subjected to simultaneous thioetherification or selective hydrogenation and splitting into a light boiling range naphtha, an intermediate boiling range naphtha and a heavy boiling range naphtha. The intermediate boiling range naphtha containing thiophene and thiophene boiling range mercaptans, dienes or mixtures may be subjected to a second thioetherification or selective hydrogenation, depending on its make-up, and then passed on to a polishing hydrodesulfurization reactor or the entire intermediate stream may be passed directly to the polishing reactor. The bottoms are subjected to concurrent hydrodesulfurization and fractional distillation and the combined overheads and bottoms are fed to the polishing reactor.Type: GrantFiled: February 16, 2001Date of Patent: September 3, 2002Assignee: Catalytic Distillation TechnologiesInventors: Gary G. Podrebarac, Gary R. Gildert
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Patent number: 6437206Abstract: Unsaturated compounds in hydrocarbon streams are hydrogenated over a catalyst which, in the unused state, shows reflections which correspond to the following lattice plane spacings in the X-ray diffraction pattern [in 10−10m]: 4.52, 2.85, 2.73, 2.44, 2.31, 2.26, 2.02, 1.91, 1.80, 1.54, 1.51, 1.49, 1.45 and 1.39 and have specific relative intensities.Type: GrantFiled: August 30, 1999Date of Patent: August 20, 2002Assignee: BASF AktiengesellschaftInventors: Gerald Meyer, Ekkehard Schwab, Michael Hesse, Peter Trübenbach, Hans-Joachim Müller
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Patent number: 6417419Abstract: A process for selectively hydrogenating C4-acetylenes in a liquid hydrocarbon stream containing largely butadiene has been developed. Hydrogen and the hydrocarbon stream are contacted with a catalytic composite comprising an inorganic oxide support having dispersed thereon finely divided copper metal and an activator metal of nickel, cobalt, platinum, palladium, manganese, or a combination thereof where 1) the catalytic composite has an average diameter of up to about {fraction (1/32)} inch (800 microns) and/or 2) at least 70 weight percent of the copper metal and the activator metal are dispersed on the outer 200 micron layer of the support.Type: GrantFiled: February 16, 2001Date of Patent: July 9, 2002Assignee: UOP LLCInventors: Hayim Abrevaya, Deng Yang Jan, Karl Z. Steigleder
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Patent number: 6414205Abstract: A process for the selective hydrogenation of the methyl acetylene and propadiene (MAPD) in a propylene rich stream is disclosed wherein the selective hydrogenation is carried out stepwise (a) first in a single pass fixed bed reactor and then (b) in a distillation column reactor containing a supported PdO hydrogenation catalyst which serves as a component of a distillation structure. Conversion and selectivity to propylene in improved over the use of the single pass fixed bed reactor alone.Type: GrantFiled: March 24, 2000Date of Patent: July 2, 2002Assignee: Catalytic Distillation TechnologiesInventors: Stephen J. Stanley, Gary R. Gildert
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Patent number: 6413413Abstract: A process for hydrodesulfurization in which gasoline boiling range petroleum feed and hydrogen are contacted in a reactor with a fixed bed hydrodesulfurization catalyst at an WHSV of greater than 6, pressure of less than 300 psig and temperature of 300 to 700° F. wherein the pressure and temperature of the reactor are adjusted to maintain the reaction effluent at its boiling point and below it dew point whereby at least a portion but less than all of the reaction mixture is vaporized.Type: GrantFiled: December 29, 1999Date of Patent: July 2, 2002Assignee: Catalytic Distillation TechnologiesInventor: Lawrence A. Smith, Jr.
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Patent number: 6410811Abstract: The process of the invention is a process for selective hydrogenation of a hydrocarbon feed containing hydrogen and C2+ hydrocarbons, characterized in that it comprises at least one step for separating a fraction of the hydrogen contained in the feed by means of a membrane (step a)) and a step for selective hydrogenation of the effluent from step a) in a reactive column (step b)).Type: GrantFiled: March 8, 2001Date of Patent: June 25, 2002Assignee: Institut Francais du PetroleInventors: Michel Chau, Michel Derrien, Alain Methivier
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Patent number: 6407300Abstract: An apparatus and process for treating a complex mixture of hydrocarbons containing undesirable olefinic compounds to remove the mono olefins and diolefins in two stages and separate a desirable key component from the mixture, by first treating the key component in a reactive distillation column under mild conditions to hydrogenate diolefins then separating the diolefin-depleted key component and any lighter materials from the heavier components and sending the diolefin-depleted key component and lighter materials to a second reactive distillation column where the lights are removed overhead and the diolefin-depleted key component is hydrogenated under more severe conditions to remove the mono olefins.Type: GrantFiled: April 11, 2001Date of Patent: June 18, 2002Assignee: Catalytic Distillation TechnologiesInventor: Mario J. Maraschino
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Patent number: 6388150Abstract: A process of selectively hydrogenating an impurity in a feed containing hydrocarbons, such as, for example, an impurity selected from the group consisting of acetylene compounds, dienes, and mixtures thereof in a feed containing at least one monoolefin and the impurity wherein the impurity is hydrogenated selectively in the presence of a selective hydrogenation catalyst supported on a particulate support. The supported catalyst is supported on a mesh-like structure.Type: GrantFiled: January 14, 2000Date of Patent: May 14, 2002Assignee: ABB Lummus Global Inc.Inventors: Rudolf A. Overbeek, Robert E. Trubac, Chiung Yuan Huang, Marino Rota, Nelleke van der Puil
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Patent number: 6376735Abstract: A process for the rejection of heavy reaction by-products from a selective hydrogenation reaction zone effluent containing butadiene and trace amounts of heavy reaction by-products by introducing the selective hydrogenation reaction zone effluent into a butadiene extraction vaporizer containing a fractionation zone, refluxing the fractionation zone with a raffinate stream from a butadiene extraction zone; removing a vaporized stream containing butadiene and having a reduced concentration of heavy reaction by-products from the vaporizer; removing and recovering a concentrated liquid product stream containing heavy reaction by-products from the vaporizer; and introducing the vaporized stream containing butadiene into the butadiene extraction zone.Type: GrantFiled: December 19, 2000Date of Patent: April 23, 2002Assignee: UOP LLCInventor: Steven P. Lankton
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Publication number: 20020038065Abstract: A hydrogenation catalyst which is sulfur tolerant and which includes from about 0.1 to about 1 percent platinum by weight and from 0.2 to about 2 percent by weight palladium on a predominantly theta alumina carrier. Also disclosed is a process for the manufacture and use of the hydrogenation catalyst.Type: ApplicationFiled: October 2, 2001Publication date: March 28, 2002Applicant: Sud-Chemie Inc.Inventors: Dinah C. Huang, William M. Faris, P. Donald Hopkins, Paul Jerus
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Patent number: 6358399Abstract: A process and a device for separating ethane and ethylene from a hydrocarbon steam-cracking effluent is described. Effluent (1) is absorbed in an absorption column (7) by a cooled solvent (9). At the bottom of the column, liquid phase (12) that contains the solvent and the C2+ hydrocarbons is recovered and hydrogenated (15). The hydrogenation effluent that contains the solvent is introduced into a first distillation column (70) where the solvent is regenerated. The solvent is cooled and recycled at the top of absorption column (7). The C2+ hydrocarbons are collected at the top, and a condensed liquid phase is distilled in a second distillation column (77) to recover a C2 fraction that consists of ethane and ethylene.Type: GrantFiled: August 16, 2000Date of Patent: March 19, 2002Assignee: Institute Francais du PetroleInventors: Ari Minkkinen, Jean-Hervé Le Gal, Pierre Marache