Plural Stage Or Averaging Patents (Class 585/644)
  • Publication number: 20150141722
    Abstract: 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: Application
    Filed: November 20, 2014
    Publication date: May 21, 2015
    Applicant: Lummus Technology Inc.
    Inventors: Bala Ramachandran, Sukwon Choi
  • Publication number: 20140179973
    Abstract: 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: Application
    Filed: July 11, 2012
    Publication date: June 26, 2014
    Applicants: UNIVERSITE DE PARIS 6 - PIERRE ET MARIE CURIE, IFP ENERGIES NOUVELLES, UNIVERSITE CATHOLIQUE DE LOUVAIN
    Inventors: Damien Debecker, Frederic Colbeau-Justin, Clement Sanchez, Alexandra Chaumonnot, Mikael Berthod
  • Patent number: 8715584
    Abstract: 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: Grant
    Filed: July 28, 2010
    Date of Patent: May 6, 2014
    Assignee: IFP Energies Nouvelles
    Inventors: Eric Sanchez, Gilles Ferschneider, Frederic Bazer-Bachi
  • Patent number: 8647999
    Abstract: 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: Grant
    Filed: February 10, 2012
    Date of Patent: February 11, 2014
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Mikio Hayashi, Masahiro Hara, Masashi Yamaguchi, Yumiko Yoshikawa, Takahiko Takewaki, Tohru Setoyama, Naoyuki Sakamoto
  • Publication number: 20130172647
    Abstract: 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: Application
    Filed: February 22, 2013
    Publication date: July 4, 2013
    Applicants: Equistar Chemicals, LP, Lyondell Chemical Technology, L.P.
    Inventors: Steven T. Coleman, Gary A. Sawyer, Robert S. Bridges, Shaotian Wang, Lawrence M. Candela
  • Patent number: 8389784
    Abstract: 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: Grant
    Filed: November 13, 2006
    Date of Patent: March 5, 2013
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Toshihiro Takai, Daisuke Mochizuki, Michiaki Umeno
  • Patent number: 7973209
    Abstract: 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: Grant
    Filed: September 28, 2006
    Date of Patent: July 5, 2011
    Assignee: UOP LLC
    Inventors: Gavin P. Towler, John P. Brady, William J. Lechnick, Michael A. Schultz
  • Patent number: 7947860
    Abstract: 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: Grant
    Filed: September 28, 2006
    Date of Patent: May 24, 2011
    Assignee: UOP LLC
    Inventors: Michael A. Schultz, Keith A. Couch
  • Publication number: 20110049013
    Abstract: 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: Application
    Filed: July 28, 2010
    Publication date: March 3, 2011
    Applicant: IFP
    Inventors: Eric Sanchez, Gilles Ferschneider, Frederic Bazer-Bachi
  • Patent number: 7816572
    Abstract: 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: Grant
    Filed: August 7, 2007
    Date of Patent: October 19, 2010
    Assignee: Lyondell Chemical Technology, L.P.
    Inventors: David W. Leyshon, Thomas S. Zak
  • Patent number: 7737317
    Abstract: 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: Grant
    Filed: September 28, 2006
    Date of Patent: June 15, 2010
    Assignee: UOP LLC.
    Inventors: Michael A. Schultz, Jason T. Corradi
  • Patent number: 7364650
    Abstract: 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: Grant
    Filed: November 5, 2002
    Date of Patent: April 29, 2008
    Assignee: BP Exploration Operating Company Limited
    Inventor: Josephus Johannes Helena Maria Font Freide
  • Patent number: 7220886
    Abstract: 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: Grant
    Filed: October 27, 2004
    Date of Patent: May 22, 2007
    Assignee: Catalytic Distillation Technologies
    Inventors: Gary G. Podrebarac, John R. Adams, Arvids Judzis
  • Patent number: 7214841
    Abstract: 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: Grant
    Filed: July 15, 2003
    Date of Patent: May 8, 2007
    Assignee: ABB Lummus Global Inc.
    Inventors: Robert J. Gartside, Marvin I. Greene
  • Patent number: 7074976
    Abstract: 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: Grant
    Filed: August 19, 2003
    Date of Patent: July 11, 2006
    Assignee: Equistar Chemicals, LP
    Inventors: Donald H. Powers, Robert S. Bridges, Steven T. Coleman
  • Publication number: 20040116763
    Abstract: 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: Application
    Filed: December 11, 2002
    Publication date: June 17, 2004
    Inventors: Howard Lam-ho Fong, Michael Wayne Potter, David Stephen Brown
  • Patent number: 6727396
    Abstract: 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: Grant
    Filed: January 23, 2002
    Date of Patent: April 27, 2004
    Assignee: ABB Lummus Global, Inc.
    Inventor: Robert J. Gartside
  • Patent number: 6686510
    Abstract: 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: Grant
    Filed: December 26, 2000
    Date of Patent: February 3, 2004
    Assignee: Institut Français du Petrole
    Inventors: Dominique Commereuc, Blaise Didillon, Helene Olivier-Bourbigou, Lucien Saussine
  • Patent number: 6646172
    Abstract: 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: Grant
    Filed: October 8, 1998
    Date of Patent: November 11, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Schwab, Michael Schulz
  • Publication number: 20030204124
    Abstract: 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 (D
    Type: Application
    Filed: May 7, 2003
    Publication date: October 30, 2003
    Applicant: CATALYTIC DISTILLATION TECHNOLOGIES
    Inventor: Gary G. Podrebarac
  • Publication number: 20030204123
    Abstract: 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 (D
    Type: Application
    Filed: May 7, 2003
    Publication date: October 30, 2003
    Applicant: CATALYTIC DISTILLATION TECHNOLOGIES
    Inventor: Gary G. Podrebarac
  • Patent number: 6639116
    Abstract: 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: Grant
    Filed: March 15, 2002
    Date of Patent: October 28, 2003
    Assignee: Millken & Company
    Inventors: John G. Lever, Kenneth Wagner, John C. Sworen
  • Patent number: 6583329
    Abstract: 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: Grant
    Filed: March 4, 1998
    Date of Patent: June 24, 2003
    Assignee: Catalytic Distillation Technologies
    Inventor: Gary G. Podrebarac
  • Patent number: 6566568
    Abstract: 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: Grant
    Filed: December 19, 2001
    Date of Patent: May 20, 2003
    Assignee: Chevron U.S.A. Inc.
    Inventor: Cong-Yan Chen
  • Patent number: 6562230
    Abstract: 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: Grant
    Filed: December 22, 1999
    Date of Patent: May 13, 2003
    Inventors: Dennis O'Rear, Russell R. Krug
  • Patent number: 6538169
    Abstract: 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: Grant
    Filed: November 13, 2000
    Date of Patent: March 25, 2003
    Assignee: UOP LLC
    Inventors: Rusty M. Pittman, Lawrence L. Upson
  • Patent number: 6518469
    Abstract: 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: Grant
    Filed: January 29, 2002
    Date of Patent: February 11, 2003
    Inventor: Armen Nazar Abazajian
  • Patent number: 6515193
    Abstract: 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: Grant
    Filed: April 9, 2001
    Date of Patent: February 4, 2003
    Inventor: Armen Nazar Abazajian
  • Publication number: 20020183579
    Abstract: 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: Application
    Filed: April 9, 2001
    Publication date: December 5, 2002
    Inventor: Armen Nazar Abazajian
  • Publication number: 20020147374
    Abstract: 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: Application
    Filed: January 29, 2002
    Publication date: October 10, 2002
    Inventor: Armen Nazar Abazajian
  • Patent number: 6433240
    Abstract: 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: Grant
    Filed: February 1, 1999
    Date of Patent: August 13, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Schwab, Boris Breitscheidel, Carsten Oost, Ralf Schulz, Michael Schulz
  • Patent number: 6429348
    Abstract: 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: Grant
    Filed: May 5, 1998
    Date of Patent: August 6, 2002
    Assignee: ExxonMobil Chemical Patents, Inc.
    Inventors: Tan-Jen Chen, S. Mark Davis, Luc R. M. Martens, Marcel J. G. Janssen, Philip A. Ruziska
  • Patent number: 6369286
    Abstract: 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: Grant
    Filed: March 2, 2000
    Date of Patent: April 9, 2002
    Assignee: Chevron U.S.A. Inc.
    Inventor: Dennis J. O'Rear
  • Patent number: 6313365
    Abstract: 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: Grant
    Filed: September 20, 2000
    Date of Patent: November 6, 2001
    Assignee: Takasago International Corporation
    Inventors: Yoji Hori, Yukiharu Iwaya, Tsutomu Hashimoto, Toshimitsu Hagiwara
  • Patent number: 6281402
    Abstract: 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: Grant
    Filed: December 10, 1998
    Date of Patent: August 28, 2001
    Assignee: Institut Francais du Petrole
    Inventors: Vincent Coupard, François Hugues, Dominique Commereuc, Béatrice Fischer, Pierre Boucot, Alain Forestiere
  • Patent number: 6271430
    Abstract: The present invention relates to a process for preparing propene by metathesis of olefins.
    Type: Grant
    Filed: April 1, 1999
    Date of Patent: August 7, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Schwab, Arthur Höhn
  • Publication number: 20010003140
    Abstract: 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 by
    Type: Application
    Filed: April 1, 1999
    Publication date: June 7, 2001
    Inventors: PETER SCHWAB, OBERER WALDWEG
  • Patent number: 6235958
    Abstract: 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: Grant
    Filed: October 5, 1999
    Date of Patent: May 22, 2001
    Assignee: Institut Francais du Petrole
    Inventors: Dominique Commereuc, François Hugues, Lucien Saussine
  • Patent number: 6175047
    Abstract: 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: Grant
    Filed: December 23, 1998
    Date of Patent: January 16, 2001
    Assignee: Takasago International Corporation
    Inventors: Yoji Hori, Yukiharu Iwaya, Tsutomu Hashimoto, Toshimitsu Hagiwara
  • Patent number: 6166279
    Abstract: 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: Grant
    Filed: March 25, 1999
    Date of Patent: December 26, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Peter Schwab, Ralf Schulz, Michael Schulz, Boris Breitscheidel, Gerald Meyer
  • Patent number: 6075173
    Abstract: 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: Grant
    Filed: October 28, 1997
    Date of Patent: June 13, 2000
    Assignee: Institut Francais du Petrole
    Inventors: Jean Alain Chodorge, Dominique Commereuc, Jean Cosyns
  • Patent number: 5990369
    Abstract: 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: Grant
    Filed: February 9, 1998
    Date of Patent: November 23, 1999
    Assignee: UOP LLC
    Inventors: Paul T. Barger, R. Joe Lawson, Bipin V. Vora
  • Patent number: 5877365
    Abstract: 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: Grant
    Filed: May 10, 1996
    Date of Patent: March 2, 1999
    Assignee: Institut Francais du Petrole
    Inventors: Jean-Alain Chodorge, Dominique Commereuc, Jean Cosyns, Didier Duee, Bernard Torck
  • Patent number: 5698760
    Abstract: 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: Grant
    Filed: June 6, 1995
    Date of Patent: December 16, 1997
    Assignee: BP Chemicals Limited
    Inventor: James Kelly
  • Patent number: 5672802
    Abstract: 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: Grant
    Filed: March 19, 1996
    Date of Patent: September 30, 1997
    Assignee: Shell Oil Company
    Inventor: Eugene Frederick Lutz
  • Patent number: 5620935
    Abstract: 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: Grant
    Filed: June 14, 1996
    Date of Patent: April 15, 1997
    Assignee: Degussa Aktiengesellschaft
    Inventor: Georg Thiele
  • Patent number: 5177291
    Abstract: 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: Grant
    Filed: November 26, 1991
    Date of Patent: January 5, 1993
    Assignee: Neste Oy
    Inventors: Pekka Knuuttila, Jukka Hietala, Anja Linna
  • Patent number: 5146033
    Abstract: 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: Grant
    Filed: December 19, 1991
    Date of Patent: September 8, 1992
    Assignee: Massachusetts Institute of Technology
    Inventors: Richard R. Schrock, Robert Toreki
  • Patent number: 5059733
    Abstract: Disclosed is a process for preparing n-hexenes and high octane blending components from a mixture of C.sub.6 olefin isomers. Also disclosed is a process for preparing 1-hexene from a mixture of C.sub.6 olefin isomers which provides high octane blending components as a by-product.
    Type: Grant
    Filed: June 22, 1990
    Date of Patent: October 22, 1991
    Assignee: Chevron Research and Technology Company
    Inventor: William A. Sweeney
  • Patent number: 5059734
    Abstract: Disclosed is a process for preparing C.sub.5 to C.sub.18 straight chain .alpha.-olefins from the corresponding internal olefins. The process comprises reacting a C.sub.5 to C.sub.18 straight chain olefin reactant with an electrophilic compound containing hydrogen followed by selectively cracking the resulting product.
    Type: Grant
    Filed: June 22, 1990
    Date of Patent: October 22, 1991
    Assignee: Chevron Research and Technology Company
    Inventor: William A. Sweeney