Plural Stage Or Averaging Patents (Class 585/644)
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Patent number: 10676411Abstract: Processes for the production of olefins are disclosed, which may include: contacting a hydrocarbon mixture comprising linear butenes with an isomerization catalyst to form an isomerization product comprising 2-butenes and 1-butenes; contacting the isomerization product with a first metathesis catalyst to form a first metathesis product comprising 2-pentene and propylene, as well as any unreacted C4 olefins, and byproducts ethylene and 3-hexene; and fractionating the first metathesis product to form a C3-fraction and a C5 fraction comprising 2-pentene. The 2-pentene may then be advantageously used to produce high purity 1-butene, 3-hexene, 1-hexene, propylene, or other desired products.Type: GrantFiled: October 24, 2017Date of Patent: June 9, 2020Assignee: Lummus Technology Inc.Inventors: Sukwon Choi, Bala Ramachandran
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Patent number: 10633306Abstract: Implementations described herein generally relate to methods for purifying alpha-olefins. The alpha-olefins may be used to form drag reducing agents for improving flow of hydrocarbons through conduits, particularly pipelines. In one implementation, a method of increasing alpha-olefin content is provided. The method includes providing an olefin feedstock composition having an alpha-mono-olefin and at least one of a diolefin having an equal number of carbon atoms to the alpha-mono-olefin and/or a triolefin having an equal number of carbon atoms to the alpha-mono-olefin. The method further includes contacting the olefin feedstock composition with ethylene in the presence of a catalyst composition including an olefin metathesis catalyst. The method further includes reacting the olefin feedstock composition and ethylene at metathesis reaction conditions to produce an alpha-olefin product comprising the alpha-mono-olefin and alpha-olefins having fewer carbon atoms than the alpha-mono-olefin.Type: GrantFiled: May 16, 2018Date of Patent: April 28, 2020Assignee: LiquidPower Specialty Products Inc.Inventor: Stuart N. Milligan
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Publication number: 20150141722Abstract: Processes for the production of high purity alpha olefins from a mixture of olefins are disclosed. The processes may include: contacting propylene and a hydrocarbon mixture comprising a mixture of olefins having a carbon number n with a first metathesis catalyst to form a metathesis product comprising a beta-olefin having a carbon number n+1, an alpha-olefin having a carbon number n?1, as well as any unreacted propylene and olefins having a carbon number n. The metathesis product may be fractionated to recover a fraction comprising the beta-olefin having a carbon number n+1. Ethylene and the fraction comprising the beta-olefin having a carbon number n+1 may then be contacted with a second metathesis catalyst to form a second metathesis product comprising an alpha-olefin having a carbon number n and propylene, which may be fractionated to form a propylene fraction and a fraction comprising the alpha olefin having a carbon number n.Type: ApplicationFiled: November 20, 2014Publication date: May 21, 2015Applicant: Lummus Technology Inc.Inventors: Bala Ramachandran, Sukwon Choi
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Publication number: 20140179973Abstract: A process for metathesis of olefins, bringing olefins into contact with a catalyst activated by heating to a temperature in the range 100° C. to 1000° C. in an atmosphere of non-reducing gas, the catalyst containing at least one inorganic material having at least two elementary spherical particles, each of which are metal oxide particles with a size of at most 300 nm and containing at least one of tungsten, molybdenum, rhenium, cobalt, tin, ruthenium, iron or titanium, alone or a mixture, the metal oxide particles being present within a mesostructured matrix of an oxide of at least one element Y: silicon, aluminium, titanium, tungsten, zirconium, gallium, germanium, tin, antimony, lead, vanadium, iron, manganese, hafnium, niobium, tantalum, yttrium, cerium, gadolinium, europium or neodymium or a mixture thereof, the matrix having pore size 1.5 to 50 nm and amorphous walls with thickness 1 to 30 nm and maximum diameter of 200 ?m.Type: ApplicationFiled: July 11, 2012Publication date: June 26, 2014Applicants: UNIVERSITE DE PARIS 6 - PIERRE ET MARIE CURIE, IFP ENERGIES NOUVELLES, UNIVERSITE CATHOLIQUE DE LOUVAINInventors: Damien Debecker, Frederic Colbeau-Justin, Clement Sanchez, Alexandra Chaumonnot, Mikael Berthod
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Patent number: 8715584Abstract: A radial bed catalytic conversion unit having an outer cylindrical chamber (1), an inner chamber (2) which is also cylindrical, the annular zone included between the outer chamber and the inner chamber, termed the reaction zone (I), is filled with catalyst under slow gravitational flow, and the feed is introduced via an inlet pipe (E), connected to an intermediate box (F) which is in turn connected to a plurality of distribution tubes (3) disposed inside the reaction zone (I) in the vicinity of the outer chamber (1).Type: GrantFiled: July 28, 2010Date of Patent: May 6, 2014Assignee: IFP Energies NouvellesInventors: Eric Sanchez, Gilles Ferschneider, Frederic Bazer-Bachi
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Patent number: 8647999Abstract: A method for manufacturing a catalyst, which comprises regenerating a catalyst comprising a CHA zeolite as an active ingredient and having an ethylene conversion lowered through reaction of producing propylene by bringing into contact with ethylene in a vapor phase, by bringing the catalyst into contact with a gas which does not comprise oxygen and comprises hydrogen having a hydrogen partial pressure of 0.01 MPa or more as an absolute pressure thereof.Type: GrantFiled: February 10, 2012Date of Patent: February 11, 2014Assignee: Mitsubishi Chemical CorporationInventors: Mikio Hayashi, Masahiro Hara, Masashi Yamaguchi, Yumiko Yoshikawa, Takahiko Takewaki, Tohru Setoyama, Naoyuki Sakamoto
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Publication number: 20130172647Abstract: Processes and systems for forming propylene are described herein. The processes generally include reacting a metathesis feed stream including at least 95 wt. % 2-butene with ethylene in the presence of a metathesis catalyst to form a metathesis product stream including propylene, and recovering propylene from the process.Type: ApplicationFiled: February 22, 2013Publication date: July 4, 2013Applicants: Equistar Chemicals, LP, Lyondell Chemical Technology, L.P.Inventors: Steven T. Coleman, Gary A. Sawyer, Robert S. Bridges, Shaotian Wang, Lawrence M. Candela
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Patent number: 8389784Abstract: Ethanol obtained from ordinary biomass resources contains many impurities other than water and these impurities themselves or their decomposition products contaminate ethylene when the ethylene is produced by a dehydration reaction, whereby the activity of metathesis catalyst is adversely affected. A method for producing propylene of the present invention is characterized in that the ethanol obtained from biomass is converted to ethylene by a dehydration reaction, the ethylene is separated from the generated water, the separated ethylene is purified by adsorption in an adsorption tower filled with an adsorbent, and then a metathesis reaction is carried out along with a raw material containing n-butene. With the present invention, propylene having biomass-derived carbon and reduced-environmental burden can be efficiently produced without lowering the catalysis activity.Type: GrantFiled: November 13, 2006Date of Patent: March 5, 2013Assignee: Mitsui Chemicals, Inc.Inventors: Toshihiro Takai, Daisuke Mochizuki, Michiaki Umeno
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Patent number: 7973209Abstract: Processing schemes and arrangements for the catalytic cracking of a heavy hydrocarbon feedstock and obtaining light olefins substantially free of carbon dioxide via amine treatment and employing fractionation processing are provided.Type: GrantFiled: September 28, 2006Date of Patent: July 5, 2011Assignee: UOP LLCInventors: Gavin P. Towler, John P. Brady, William J. Lechnick, Michael A. Schultz
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Patent number: 7947860Abstract: Processing schemes and arrangements for application of a dividing wall separation column in the processing of an effluent resulting from FCC processing modified for increased light olefin production. The dividing wall separation column desirably splits a naphtha feedstock produced or resulting from such modified FCC processing to produce or form a light fraction containing C5-C6 compounds, an intermediate fraction containing C7-C8 compounds and a heavy fraction containing C9+ compounds.Type: GrantFiled: September 28, 2006Date of Patent: May 24, 2011Assignee: UOP LLCInventors: Michael A. Schultz, Keith A. Couch
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Publication number: 20110049013Abstract: A radial bed catalytic conversion unit having an outer cylindrical chamber (1), an inner chamber (2) which is also cylindrical, the annular zone included between the outer chamber and the inner chamber, termed the reaction zone (I), is filled with catalyst under slow gravitational flow, and the feed is introduced via an inlet pipe (E), connected to an intermediate box (F) which is in turn connected to a plurality of distribution tubes (3) disposed inside the reaction zone (I) in the vicinity of the outer chamber (1).Type: ApplicationFiled: July 28, 2010Publication date: March 3, 2011Applicant: IFPInventors: Eric Sanchez, Gilles Ferschneider, Frederic Bazer-Bachi
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Patent number: 7816572Abstract: A process for producing propylene and isoprene from a feed stream comprising 1-butene and isobutene is disclosed. The feed stream is reacted in a catalytic distillation reactor containing an olefin isomerization catalyst to produce an overhead stream comprising 2-butene and isobutene and a bottoms stream comprising 2-butene. The overhead stream is reacted in the presence of a metathesis catalyst to produce propylene and isoamylenes. Isoprene is produced by dehydrogenation of isoamylenes.Type: GrantFiled: August 7, 2007Date of Patent: October 19, 2010Assignee: Lyondell Chemical Technology, L.P.Inventors: David W. Leyshon, Thomas S. Zak
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Patent number: 7737317Abstract: Processing schemes and arrangements are provided for the processing a heavy hydrocarbon feedstock via hydrocarbon cracking processing with selected hydrocarbon fractions being obtained via fractionation-based product recovery.Type: GrantFiled: September 28, 2006Date of Patent: June 15, 2010Assignee: UOP LLC.Inventors: Michael A. Schultz, Jason T. Corradi
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Patent number: 7364650Abstract: The present invention provides an upgraded synthetic gasoline having a true boiling point (TBP) range of between 50° C.-300° C., a sulphur content of less than 1 ppm, a nitrogen content of less than 1 ppm, an aromatics content of between 0.01%-35% by weight, an olefins content of between 0.01%-45%, a benzene content of less than 1.00% by weight, an oxygen content of between 0.5-3.0% by weight, a RON of greater than 80, and a MON of greater than 80. The invention also provides processes for the production of the upgraded synthetic gasoline wherein the synthetic products derived from a Fischer-Tropsch reaction are passed to a cracking reactor to produce a synthetic gasoline stream which is subsequently fractionated and upgraded using an oxygenating reactor, and optionally a combination of an MTBE reactor, a dehydrocyclodimerisation reactor and C5 isomerisation reactor. The upgraded synthetic gasoline is useful as a fuel.Type: GrantFiled: November 5, 2002Date of Patent: April 29, 2008Assignee: BP Exploration Operating Company LimitedInventor: Josephus Johannes Helena Maria Font Freide
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Patent number: 7220886Abstract: A process for the production of propylene from the metathesis of ethylene and 2-butene is disclosed wherein a mixed C4 stream is first treated to enrich and separate the 2-butene from 1-butene and isobutene by isomerization of 1-butene and concurrent fractional distillation of the 2-butene and isobutene to provide the 2-butene feed the metathesis with ethylene. In addition the mixed C4 stream may be treated to remove mercaptans and dienes prior to 2-butene enrichment.Type: GrantFiled: October 27, 2004Date of Patent: May 22, 2007Assignee: Catalytic Distillation TechnologiesInventors: Gary G. Podrebarac, John R. Adams, Arvids Judzis
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Patent number: 7214841Abstract: In order to maximize the production of propylene when the external supply of ethylene is limited, the C4 cut from a hydrocarbon cracking process is first subjected to autometathesis prior to any isobutylene removal and without any ethylene addition. This favors the reactions which produce propylene and pentenes. The ethylene and propylene produced are then removed leaving a stream of the C4's and heavier components. The C5 and heavier components are then removed leaving a mixture of 1-butene, 2-butene, isobutylene, and iso- and normal butanes. The isobutylene is next removed preferably by a catalytic distillation hydroisomerization de-isobutyleneizer. The isobutylene-free C4 stream is then mixed with the product ethylene removed from the autometathesis product together with any fresh external ethylene needed and subjected to conventional metathesis producing additional propylene.Type: GrantFiled: July 15, 2003Date of Patent: May 8, 2007Assignee: ABB Lummus Global Inc.Inventors: Robert J. Gartside, Marvin I. Greene
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Patent number: 7074976Abstract: A method for making propylene from alpha olefins, internal linear olefins and isoolefins wherein the alpha olefins are subjected to a combination of hydrogenation and double bond isomerization to form additional internal linear olefins, the internal linear olefins are disproportionated with ethylene to form a propylene product, while the isoolefins are subjected to skeletal isomerization to form yet additional internal linear olefins to be converted into yet additional propylene.Type: GrantFiled: August 19, 2003Date of Patent: July 11, 2006Assignee: Equistar Chemicals, LPInventors: Donald H. Powers, Robert S. Bridges, Steven T. Coleman
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Publication number: 20040116763Abstract: Ring opening cross metathesis of secondary non-cyclic hydrocarbons with cyclic unsaturated hydrocarbons having 8 carbon atoms or more to produce corresponding unsaturated product hydrocarbons having more than 8 carbon atoms.Type: ApplicationFiled: December 11, 2002Publication date: June 17, 2004Inventors: Howard Lam-ho Fong, Michael Wayne Potter, David Stephen Brown
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Patent number: 6727396Abstract: Ethylene and hexene-1 are produced from butene-1 by metathesis of butene-1 and isomerization of the hexene-3 produced therein to hexene-1. The initial starting material is a mixed butene stream wherein butene-1 is isomerized to butene-2 with isobutylene being separated therefrom, followed by isomerization of butene-2 to butene-1, with the butene-1 being the feed to the metathesis.Type: GrantFiled: January 23, 2002Date of Patent: April 27, 2004Assignee: ABB Lummus Global, Inc.Inventor: Robert J. Gartside
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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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Patent number: 6646172Abstract: A multistage process for preparing propene, in which the first stage is the reaction of 1-butene, 2-butene and isobutene to give propene, 2-pentene and 2-methyl-2-butene in the presence of a metathesis catalyst comprising at least one compound of a metal of transition group VIb, VIIb or VIII of the Periodic Table of the Elements; the second stage is separation of the propene and 2-pentene/2-methyl-2-butene formed; the third stage is reaction of the 2-pentene and 2-methyl-2-butene with ethehe to give propene, 1-butene and isobutene in the presence of a metathesis catalyst comprising at least one compound of a metal of transition group VIb, VIIb or VIII of the Periodic Table of the Elements; the fourth stage is separation of the propene and 1-butene/isobutene formed and returning the 1-butene and isobutene formed to the first stage.Type: GrantFiled: October 8, 1998Date of Patent: November 11, 2003Assignee: BASF AktiengesellschaftInventors: Peter Schwab, Michael Schulz
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Publication number: 20030204124Abstract: The metathesis process is used: (A) for the production of propylene from the metathesis of 2-butene and ethylene wherein the propylene product is removed concurrently by fractional distillation by which the removal of the propylene product disturbs the equilibrium concentration and allows for higher conversions; (B) for the production of detergent range olefins from the metathesis of C15 and heavier olefins with C9 and lighter olefins wherein the detergent range olefin product is removed concurrently by fractional distillation in which the removal of the detergent range olefin product disturbs the equilibrium concentration and allows for higher conversions with less side reactions; (C) for the production of 2-methyl-2-butene and propylene from the metathesis of 2-butene and isobutylene wherein the propylene product and 2-methyl-2-butene product is removed concurrently by fractional distillation in which the removal of the product disturbs the equilibrium concentration and allows for higher conversions; and (DType: ApplicationFiled: May 7, 2003Publication date: October 30, 2003Applicant: CATALYTIC DISTILLATION TECHNOLOGIESInventor: Gary G. Podrebarac
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Publication number: 20030204123Abstract: The metathesis process is used: (A) for the production of propylene from the metathesis of 2-butene and ethylene wherein the propylene product is removed concurrently by fractional distillation by which the removal of the propylene product disturbs the equilibrium concentration and allows for higher conversions; (B) for the production of detergent range olefins from the metathesis of C15 and heavier olefins with C9 and lighter olefins wherein the detergent range olefin product is removed concurrently by fractional distillation in which the removal of the detergent range olefin product disturbs the equilibrium concentration and allows for higher conversions with less side reactions; (C) for the production of 2-methyl-2-butene and propylene from the metathesis of 2-butene and isobutylene wherein the propylene product and 2-methyl-2-butene product is removed concurrently by fractional distillation in which the removal of the product disturbs the equilibrium concentration and allows for higher conversions; and (DType: ApplicationFiled: May 7, 2003Publication date: October 30, 2003Applicant: CATALYTIC DISTILLATION TECHNOLOGIESInventor: Gary G. Podrebarac
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Patent number: 6639116Abstract: Novel condensation reactions used to produce 1,3-cyclohexadiene. Such a compound is an important precursor in the manufacture of high performance plastics, as one example, are provided. In the past, the production methods for such 1,3-cyclohexadiene required very complex reactions involving numerous process steps. Such a method has proven costly, difficult to properly monitor and control, and less than reliable to provide even low amounts of such a precursor compound. The inventive production methods thus permit a reduction in complexity and cost, and, with a single reaction step, facilitate quality measurements as to the product purity itself.Type: GrantFiled: March 15, 2002Date of Patent: October 28, 2003Assignee: Millken & CompanyInventors: John G. Lever, Kenneth Wagner, John C. Sworen
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Patent number: 6583329Abstract: The metathesis process is carried out in a reaction distillation column for: (A) for the production of propylene from the metathesis of 2-butene and ethylene; (B) for the production of detergent range olefins from the metathesis of C15 and heavier olefins with C9 and lighter olefins; (C) for the production of 2-methyl-2-butene and propylene from the metathesis of 2-butene and isobutylene and (D) for the production of tetramethylethylene from the metathesis of isobutylene with itself and/or the reaction of diisobutylene with the ethylene produced to produce neohexene.Type: GrantFiled: March 4, 1998Date of Patent: June 24, 2003Assignee: Catalytic Distillation TechnologiesInventor: Gary G. Podrebarac
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Patent number: 6566568Abstract: A process for preparing a paraffinic product stream in the gasoline, middle distillate fuel and lube ranges from a C2-5-containing feedstock and a C20+ paraffinic feedstock is described. The combined feedstocks are subjected to molecular averaging via dehydrogenation to form olefins, metathesis of the olefins, and rehydrogenation of the olefins to form paraffins. The product stream includes a fraction rich in paraffins the molecular weights of which are between those of the light and heavy paraffin feedstocks, plus some unconverted feeds. The product of the molecular averaging reaction can optionally be isomerized to improve the octane value, in the case of gasoline, or pour point, in the case of middle distillate fuels and lubes. The unconverted feedstocks can be recycled to extinction.Type: GrantFiled: December 19, 2001Date of Patent: May 20, 2003Assignee: Chevron U.S.A. Inc.Inventor: Cong-Yan Chen
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Patent number: 6562230Abstract: A process for preparing hydrocarbons in the lube base oil range, lube base oils and lube oil compositions from a fraction with an average molecular weight above a target molecular weight and a fraction with an average molecular weight below a target molecular weight via molecular averaging is described. The fractions can be obtained, for example, from Fischer-Tropsch reactions, and/or obtained from the distillation of crude oil. Molecular averaging converts the fractions to a product with a desired molecular weight, for use in preparing a lube oil composition. The product can optionally be isomerized to lower the pour point, and also can be blended with suitable additives for use as a lube oil composition.Type: GrantFiled: December 22, 1999Date of Patent: May 13, 2003Inventors: Dennis O'Rear, Russell R. Krug
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Patent number: 6538169Abstract: An FCC process for obtaining light olefins comprises contacting a hydrocarbon feed stream with blended catalyst comprising regenerated catalyst and coked catalyst. The catalyst has a composition including a first component and a second component. The second component comprises a zeolite with no greater than medium pore size wherein the zeolite comprises at least 1 wt-% of the catalyst composition. The contacting occurs in a riser to crack hydrocarbons in the feed stream and obtain a cracked stream containing hydrocarbon products including light olefins and coked catalyst. The cracked stream is passed out of an end of the riser such that the hydrocarbon feed stream is in contact with the blended catalyst in the riser for less than or equal to 2 seconds on average.Type: GrantFiled: November 13, 2000Date of Patent: March 25, 2003Assignee: UOP LLCInventors: Rusty M. Pittman, Lawrence L. Upson
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Patent number: 6518469Abstract: A process for improved yields of heavier olefins from a substantially narrow range of lighter hydrocarbon feed stock containing olefins in a reaction distillation column comprising feeding a narrow range of hydrocarbon feed stock containing olefin into a reaction distillation column at a point between its bottom and top, contacting the olefins at the point of feed with a disproportionation catalyst in alternating arrangement with an isomerization catalyst or a mixture thereof and keeping the reaction mixture in a state of vapor-liquid equilibrium for concentrating the lighter reaction products in the vapor phase and the heavier reaction products in the liquid phase by maintaining a controlled pressure and temperature profile in the reactive distillation column and for reactively creating the desired heavier molecular weight olefins over the catalysts and collecting it as bottoms product and removing the lighter molecular weight olefins overhead from the top of the reactive distillation column.Type: GrantFiled: January 29, 2002Date of Patent: February 11, 2003Inventor: Armen Nazar Abazajian
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Patent number: 6515193Abstract: A process for production of higher linear internal olefins from 1- and 2-butene feedstocks in one or a series of sequential catalytic reactive distillation columns containing olefin disproportionation and olefin isomerization catalysts.Type: GrantFiled: April 9, 2001Date of Patent: February 4, 2003Inventor: Armen Nazar Abazajian
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Publication number: 20020183579Abstract: A process for production of higher linear internal olefins from 1- and 2-butene feedstocks in one or a series of sequential catalytic reactive distillation columns containing olefin disproportionation and olefin isomerization catalysts.Type: ApplicationFiled: April 9, 2001Publication date: December 5, 2002Inventor: Armen Nazar Abazajian
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Publication number: 20020147374Abstract: A process for improved yields of heavier olefins from a substantially narrow range of lighter hydrocarbon feed stock containing olefins in a reaction distillation column comprising feeding a narrow range of hydrocarbon feed stock containing olefin into a reaction distillation column at a point between its bottom and top, contacting the olefins at the point of feed with a disproportionation catalyst in alternating arrangement with an isomerization catalyst or a mixture thereof and keeping the reaction mixture in a state of vapor-liquid equilibrium for concentrating the lighter reaction products in the vapor phase and the heavier reaction products in the liquid phase by maintaining a controlled pressure and temperature profile in the reactive distillation column and for reactively creating the desired heavier molecular weight olefins over the catalysts and collecting it as bottoms product and removing the lighter molecular weight olefins overhead from the top of the reactive distillation column.Type: ApplicationFiled: January 29, 2002Publication date: October 10, 2002Inventor: Armen Nazar Abazajian
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Patent number: 6433240Abstract: Propene and, if desired, 1-butene are prepared by first reacting 1-butene and 2-butene to give propene and 2-pentene in the presence of a metathesis catalyst containing at least one compound of a metal of transition group VIb, VIIb or VIII of the Periodic Table of the Elements. The propene and 2-pentene formed are subsequently separated, and the 2-pentene is then reacted to give propene and 1-butene in the presence of a metathesis catalyst containing at least one compound of a metal of transition group VIb, VIIb or VIII. The propene and 1-butene formed are subsequently separated, and at least some of the 1-butene is discharged or at least partly isomerized to give 2-butene in the presence of an isomerization catalyst. Undischarged 1-butene and the 2-butene formed are subsequently returned to the initial reaction step, together with that part of the C4 fraction which was not reacted in the initial reaction step.Type: GrantFiled: February 1, 1999Date of Patent: August 13, 2002Assignee: BASF AktiengesellschaftInventors: Peter Schwab, Boris Breitscheidel, Carsten Oost, Ralf Schulz, Michael Schulz
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Patent number: 6429348Abstract: The invention provides a method for converting an olefinic hydrocarbon feedstock to propylene comprising: contacting a hydrocarbon feedstock under catalytic cracking conditions with a catalyst comprising a catalyst selected from the group consisting of SAPO catalysts, MeAPO catalysts, MeASPO catalysts, ElAPO catalysts, ElASPO catalysts, rare earth exchanged catalysts from any of the preceding groups, and mixtures thereof, under cracking conditions to selectively produce propylene. The invention further provides a method for stabilizing a catalyst to steam from the foregoing group by ion exchange with a rare earth metal.Type: GrantFiled: May 5, 1998Date of Patent: August 6, 2002Assignee: ExxonMobil Chemical Patents, Inc.Inventors: Tan-Jen Chen, S. Mark Davis, Luc R. M. Martens, Marcel J. G. Janssen, Philip A. Ruziska
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Patent number: 6369286Abstract: A process for preparing distillate fuel compositions from a C2-6 olefinic fraction and a C20+ fraction via molecular averaging is described. The fractions can be obtained, for example, from Fischer-Tropsch reactions, and/or obtained from the distillation or other processing of crude oil. Molecular averaging converts the fractions to a product that includes a significant fraction in the C5-20 range that can be used for preparing a distillate fuel composition. The product is preferably isomerized to increase the octane value and lower the pour, cloud and smoke point. The product can also be hydrotreated and/or blended with suitable additives for use as a distillate fuel composition.Type: GrantFiled: March 2, 2000Date of Patent: April 9, 2002Assignee: Chevron U.S.A. Inc.Inventor: Dennis J. O'Rear
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Patent number: 6313365Abstract: The invention has an object of safely and simply preparing a large amount of a ruthenium metathesis catalyst, which is used as a catalyst for a carbon-carbon bond formation using, particularly, a metathesis reaction. The metathesis catalyst has the following complex composition (A) or (B).Type: GrantFiled: September 20, 2000Date of Patent: November 6, 2001Assignee: Takasago International CorporationInventors: Yoji Hori, Yukiharu Iwaya, Tsutomu Hashimoto, Toshimitsu Hagiwara
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Patent number: 6281402Abstract: The present invention relates to a process for continuous metathesis or disproportionation of olefins, comprising at least 2 phases, a reaction phase a) carried out in a zone comprising at least one reactor containing at least one fixed bed of catalyst and a regeneration phase b) carried out in a zone comprising at least one reactor containing at least one fixed bed of catalyst, characterized in that at least one reactor passes from one phase to the other in alternation. In FIG. 1, the feed containing olefins traverses reactor R1 in riser mode. The feed to be treated containing olefins is introduced into reactor R1 via line 1a. In this reactor, the olefins contained in the feed undergo metathesis or disproportionation, then the effluent leaves the circuit via line 11. Simultaneously, reactor R2 is placed in catalyst regeneration phase, the different regeneration gases are introduced into reactor R2 via line 2b and leave this reactor via line 2c.Type: GrantFiled: December 10, 1998Date of Patent: August 28, 2001Assignee: Institut Francais du PetroleInventors: Vincent Coupard, François Hugues, Dominique Commereuc, Béatrice Fischer, Pierre Boucot, Alain Forestiere
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Patent number: 6271430Abstract: The present invention relates to a process for preparing propene by metathesis of olefins.Type: GrantFiled: April 1, 1999Date of Patent: August 7, 2001Assignee: BASF AktiengesellschaftInventors: Peter Schwab, Arthur Höhn
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Publication number: 20010003140Abstract: A process for preparing propene and 1-butene by reacting 2-pentene with ethene in the presence of a metathesis catalyst comprising at least one compound of a metal of transition group VIb, VIIb or VIII of the Periodic Table of the Elements and also a process for preparing propene byType: ApplicationFiled: April 1, 1999Publication date: June 7, 2001Inventors: PETER SCHWAB, OBERER WALDWEG
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Patent number: 6235958Abstract: The present invention provides a process for converting olefinic C5 cuts by metathesis using an improved catalyst containing rhenium, cesium, and delta alumina. The preferred catalysts contains at least one rhenium compound deposited on a support principally composed of alumina, treated at a temperature of more than 750° C., and modified by at least one cesium compound. Thus the duration of the cycle between two regeneration operations is substantially increased.Type: GrantFiled: October 5, 1999Date of Patent: May 22, 2001Assignee: Institut Francais du PetroleInventors: Dominique Commereuc, François Hugues, Lucien Saussine
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Patent number: 6175047Abstract: The invention has an object of safely and simply preparing a large amount of a ruthenium metathesis catalyst, which is used as a catalyst for a carbon-carbon bond formation using, particularly, a metathesis reaction. The metathesis catalyst has the following complex composition (A) or (B).Type: GrantFiled: December 23, 1998Date of Patent: January 16, 2001Assignee: Takasago International CorporationInventors: Yoji Hori, Yukiharu Iwaya, Tsutomu Hashimoto, Toshimitsu Hagiwara
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Patent number: 6166279Abstract: The preparation of olefins from steam cracker or refinery C.sub.4 streams is carried out by selective hydrogenation of butadienes and acetylenic impurities in the steam cracker or refinery C.sub.4 stream, with simultaneous or subsequent, at least partial isomerization of 1-butene to 2-butene, followed by removal of i-butene from the C.sub.4 stream by reaction with an alcohol to form an ether, followed by removal of oxygen-containing impurities from the C.sub.4 stream using adsorber materials, followed by two-stage metathesis of the butenes in the C.sub.4 stream by conversion of 1-butene and 2-butene present in the C.sub.4 stream into propene and 2-pentene and subsequent reaction of the 2-pentene with ethene in the presence of a metathesis catalyst to form propene and 1-butene. Optionally, butadiene may be removed from the C.sub.4 stream by extractive distillation in a preliminary step.Type: GrantFiled: March 25, 1999Date of Patent: December 26, 2000Assignee: BASF AktiengesellschaftInventors: Peter Schwab, Ralf Schulz, Michael Schulz, Boris Breitscheidel, Gerald Meyer
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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: 5990369Abstract: The present invention relates to a process for the production of light olefins comprising olefins having from 2 to 4 carbon atoms per molecule from an oxygenate feedstock. The process comprises passing the oxygenate feedstock to an oxygenate conversion zone containing a metal alumninophosphate catalyst to produce a light olefin stream. The light olefin stream is fractionated and a portion of the products are metathesized to enhance the yield of the ethylene, propylene, and/or butylene products. Propylene can be metathesized to produce more ethylene, or a combination of ethylene and butene can be metathesized to produce more propylene. This combination of light olefin production and metathesis, or disproportionation provides flexibility to overcome the equilibrium limitations of the metal aluminophosphate catalyst in the oxygenate conversion zone. In addition, the invention provides the advantage of extended catalyst life and greater catalyst stability in the oxygenate conversion zone.Type: GrantFiled: February 9, 1998Date of Patent: November 23, 1999Assignee: UOP LLCInventors: Paul T. Barger, R. Joe Lawson, Bipin V. Vora
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Patent number: 5877365Abstract: The present invention concerns a process for the conversion of an olefinic C.sub.4 cut to polyisobutene and to propylene by metathesis. The process comprises three successive steps: (1) selective hydrogenation of diolefins with simultaneous isomerisation of 1-butene to 2-butenes, (2) polymerisation of the isobutene, including optional prior extraction of the isobutene, (3) metathesis of 2-butene with ethylene. Part or all of the C.sub.4 cut may originate from the metathesis of an olefinic C.sub.5 cut with ethylene after hydroisomerisation of the C.sub.5 cut. Application to C.sub.4 and C.sub.5 steam cracking cuts.Type: GrantFiled: May 10, 1996Date of Patent: March 2, 1999Assignee: Institut Francais du PetroleInventors: Jean-Alain Chodorge, Dominique Commereuc, Jean Cosyns, Didier Duee, Bernard Torck
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Patent number: 5698760Abstract: The present invention is a process for the production of a mixed C4 olefinic stream comprising primarily isobutene and butene-1, and propylene, said process comprising subjecting a mixed olefin feedstock comprising C5 olefins and ethylene to metathesis in the presence of a catalyst at a temperature in the range from about -20.degree. C. to 200.degree. C. and subjecting the resulting metathesis product to fractionation to recover the mixed C4 stream and propylene resulting therefrom. The production of MTBE or tertiary butyl alcohol or iso-butene sulphate from this C4 stream gives rise to substantially pure butene-1 as a by-product. This method therefore obviates the need separate butene-1 from butene-2 and conventional C4 saturated hydrocarbons as would be the case if a conventional MTBE raffinate had to be processed.Type: GrantFiled: June 6, 1995Date of Patent: December 16, 1997Assignee: BP Chemicals LimitedInventor: James Kelly
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Patent number: 5672802Abstract: This invention relates a process for the preparation of an alpha olefin product having a narrow molecular weight range which comprises metathesizing an internal olefin under non-equilibrium conditions and thereby producing a lower boiling internal olefin product which is removed as formed, and a high boiling mid-chain internal olefin product, thereafter contacting and reacting the high boiling mid-chain internal olefin product with ethylene to produce an alpha olefin product having a narrow molecular weight range.Type: GrantFiled: March 19, 1996Date of Patent: September 30, 1997Assignee: Shell Oil CompanyInventor: Eugene Frederick Lutz
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Patent number: 5620935Abstract: Zeolites containing titanium atoms used as catalyst for the preparation of epoxides from olefins and hydrogen peroxide are regenerated by treating the spent catalyst with hydrogen peroxide in the absence of olefins and the regenerated catalyst is again used for the epoxidation.Type: GrantFiled: June 14, 1996Date of Patent: April 15, 1997Assignee: Degussa AktiengesellschaftInventor: Georg Thiele
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Patent number: 5177291Abstract: A metathesis process of the conversion of olefines, in which at least one olefine is brought into contact with a solid catalyst system comprising on a solid silica carrier 0.1-40% by weight of a tungsten compound under reaction conditions such that the catalyst system converts the olefine into olefines having a different molecular weight. In the process a magnesium oxide or titanium oxide containing co-gel prepared by means of a co-gelling system is used as the silica carrier.Type: GrantFiled: November 26, 1991Date of Patent: January 5, 1993Assignee: Neste OyInventors: Pekka Knuuttila, Jukka Hietala, Anja Linna
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Patent number: 5146033Abstract: The invention pertains to rhenium (VII) compounds which are catalysts for metathesis of ordinary olefins (hydrocarbons) and functionalized olefins in a homogeneous phase and to methods of synthesizing these compounds. The rhenium compounds comprise a rhenium (VII) atom centrally linked to an alkylidene ligand, an alkylidyne ligand, and two other ligands of which at least one ligand is sufficiently electron withdrawing to render the rhenium atom significantly active for metathesis.Type: GrantFiled: December 19, 1991Date of Patent: September 8, 1992Assignee: Massachusetts Institute of TechnologyInventors: Richard R. Schrock, Robert Toreki