Using Extraneous Nonhydrocarbon Agent, E.g., Catalyst, Etc. Patents (Class 585/520)
  • Patent number: 11312669
    Abstract: A process for olefin oligomerization can include: contacting a feedstock comprising at least one C3 to C20 olefin/paraffin under oligomerization conditions in the presence of a Si/Al ZSM-23 catalyst having no amine treatment and a Si/Al2 molar ratio of 20 to 60 and/or a Si/Al/Ti ZSM-23 catalyst having no amine treatment, a Si/Al2 molar ratio of 20 to 60, and a Ti/Al molar ratio of 0.1 to 3; and recovering an oligomeric product comprising dimers having a branching index of less than 2.1, trimers having a branching index of less than 2.1, and tetramers having a branching index of less than 2.1.
    Type: Grant
    Filed: September 26, 2019
    Date of Patent: April 26, 2022
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Shiwen Li, Alan A. Galuska, Jennifer A. Carvajal Diaz, Mika L. Shiramizu, Wenyih F. Lai, Lara A. Truter
  • Patent number: 11078433
    Abstract: The present disclosure provides methods and materials for oligomerization of lower olefins (e.g., C2-C8) to transportations fuels including diesel and/or jet fuel. The oligomerization employs, in certain embodiments, tungstated zirconium catalysts. Surprisingly, the oligomerizations proceed smoothly in high yields and exhibit little to no sensitivity to the presence of significant amounts of oxygenates (e.g., water, lower alcohols such as C2-C8 alcohols) in the feed stream. Accordingly, the present disclosure is uniquely suited to the production of fuels derived from bio-based alcohols, wherein olefins produced from such bio-based alcohols typically contain high levels of oxygenates.
    Type: Grant
    Filed: April 12, 2019
    Date of Patent: August 3, 2021
    Assignee: GEVO, INC.
    Inventors: Jonathan O. Smith, Madeline Sjodin, Austin Vaillancourt, Paul Starkey, Steve Donen, Michelle Shebowich
  • Patent number: 10626063
    Abstract: The present disclosure relates to a catalyst composition for the oligomerization of ethylene comprising a zirconium-containing catalyst and an organoaluminum-containing co-catalyst. The disclosure also relates to a process for oligomerization of ethylene in the presence of the catalyst composition according to the disclosure. The disclosed process results in C4-C2o linear alpha olefins having improved linearity.
    Type: Grant
    Filed: July 14, 2015
    Date of Patent: April 21, 2020
    Assignee: SABIC GLOBAL TECHNOLOGIES B.V.
    Inventors: Shahid Azam, Bander Bawareth, Mohammed H. Al-Hazmi, Dafer M. Alshahrani
  • Patent number: 10544068
    Abstract: Disclosed herein is a catalytic process for producing higher olefins including three- to four-carbon olefins from ethene sources by producing an ethene-containing stream from an ethene source, and subjecting the ethene-containing stream to a catalytic oligomerization process. In this catalytic process, the catalytic oligomerization process comprises exposing the ethene-containing stream in contact with a catalyst including a mixture of a zeolite material and a zeotype material.
    Type: Grant
    Filed: July 17, 2017
    Date of Patent: January 28, 2020
    Assignee: IRAN POLYMER AND PETROCHEMICAL INSTITUTE
    Inventor: Mohammad Ghashghaee
  • Patent number: 10399912
    Abstract: The present invention relates to a commercial reaction process for the selective oligomerization reaction of ethylene, and a method for efficiently removing reaction heat to be generated in a reaction and regulating the temperature of the reactor and, more specifically, to an oligomerization reaction process of ethylene by circulating a liquid mixture in the reactor, separating unreacted ethylene from this circulation flow by an apparatus for separating unreacted ethylene from the circulation flow, and then cooling the remaining mixture and reintroducing it to the reactor, thereby removing the reaction heat in the reactor and allowing temperature control.
    Type: Grant
    Filed: September 16, 2015
    Date of Patent: September 3, 2019
    Inventor: Taek Kyu Han
  • Patent number: 10392451
    Abstract: The present invention relates to a ligand compound, catalyst system for olefin oligomerization, and a method for oligomerizing olefins using the same. The catalyst system for olefin oligomerization according to the present invention exhibit selectivity to 1-hexene or 1-octene while having excellent catalytic activity, thus enabling more efficient preparation of alpha-olefins.
    Type: Grant
    Filed: December 21, 2015
    Date of Patent: August 27, 2019
    Assignee: LG Chem, Ltd.
    Inventors: Seok Pil Sa, Yong Ho Lee, Eun Ji Shin, Ki Soo Lee, Jin Young Park, Seul Ki Im
  • Patent number: 9862896
    Abstract: Provided is a hydrocarbon oil hydrotreating method, comprising the following steps: (1) injecting hydrogen into the hydrocarbon oil via an opening having a nanoscale average diameter, so as to obtain hydrocarbon oil containing hydrogen; and (2) under a liquid phase hydrotreating condition, feeding into a reactor the hydrocarbon oil containing hydrogen to contact a catalyst having a hydrogenation catalysis effect. The method of the present invention can quickly and efficiently disperse and dissolve the hydrogen into the hydrocarbon oil even without the aid of a diluent or circulating oil, so as to obtain stable hydrogen-containing hydrocarbon oil with a high hydrogen content, and obtain an hydrotreating effect equivalent to or even better than the existing hydrotreating methods.
    Type: Grant
    Filed: September 18, 2013
    Date of Patent: January 9, 2018
    Assignees: CHINA PETROLEUM & CHEMICAL CORPORATION, HUNAN CHANGLING PETROCHEMICAL SCIENCE AND TECHNOLOGY DEVELOPMENT CO., LTD
    Inventors: Hua Li, Jianping Liu, Xichun She, Xiaojun He, Qinghua Li, Qingling Chen, Lei Jiang, Zhiyu Zeng, Chengli Liu, Qingpin Yang
  • Patent number: 9758442
    Abstract: Process for simultaneous dehydration and skeletal isomerization of a feedstock that comprises at least one C4 monoalcohol and that contains between 0.5 and 50% water, for the purpose of producing C4 alkenes, with said process operating at a temperature of between 250 and 550° C., under a pressure of between 0.1 and 1 MPa, with an hourly volumetric flow rate of between 0.1 and 10 h?1, characterized in that it uses a catalyst that comprises at least one non-zeolitic aluminosilicate-type solid.
    Type: Grant
    Filed: March 25, 2013
    Date of Patent: September 12, 2017
    Assignee: IFP ENERGIES NOUVELLES
    Inventors: Alexandra Chaumonnot, Vincent Coupard, Sylvie Maury
  • Patent number: 8993775
    Abstract: The present invention refers to the synthesis of precatalysts and the use of such precatalysts in ethylene oligomerization reactions for the selective production of alpha-olefins. More specifically, it refers to the preparation and use of coordination compounds containing polydentate ligands comprising Group 6 and 10 transition metal compounds, in particular chromium (III) and nickel (II). Such catalytic precursors present high catalytic activity and selectivity for the production of alpha-olefins.
    Type: Grant
    Filed: September 30, 2011
    Date of Patent: March 31, 2015
    Assignees: Petroleo Brasileiro S.A.—Petrobras, Universidade Federal do Rio Grande do Sul-UFRGS
    Inventors: Osvaldo de Lazaro Casagrande Junior, Carlos Rene Klotz Rabello, Lucilene Losch de Oliveira, Ana Helena Dias Pereira dos Santos, Roberta Campedelli, Adao Lauro Bergamo
  • Patent number: 8969636
    Abstract: An approach that permits continuous batch conversion of alpha-olefins and internal-olefins to oligomeric materials without fouling the reaction vessel and provides a simple and highly efficient method for making very cost effective catalyst systems based on Zeigler-Natta Group 4 metallocenes. Embodiments of this invention produce diesel and turbine fuels that are 100% synthetic iso-paraffinic kerosenes with flashpoints greater than 61 deg C.
    Type: Grant
    Filed: March 21, 2012
    Date of Patent: March 3, 2015
    Assignee: The United States of America as Represented by the Secretary of the Navy
    Inventors: Michael E. Wright, Benjamin G. Harvey
  • Patent number: 8957270
    Abstract: A process for producing a base for a fuel from a C2 ethanol feedstock, by a first stage for oligomerization of the feedstock into a hydrocarbon effluent that contains a mixture of olefins for the most part having between 4 and 30 carbons, and contains a C10-C24 fraction that has a mean linearity that is greater than 60%, in the presence of a homogeneous catalytic system that contains a metal precursor of titanium, zirconium, hafnium, nickel and/or iron, a second stage for oligomerization of a portion of the effluent that is obtained from stage a), into a hydrocarbon effluent that contains a mixture of olefins for the most part having between 4 and 30 carbon atoms, and containing a C10-C24 fraction that has a mean linearity that is less than 50%, in the presence of a homogeneous catalytic system.
    Type: Grant
    Filed: May 6, 2011
    Date of Patent: February 17, 2015
    Assignee: IFP Energies Nouvelles
    Inventors: Sandrine Berard, Stephane Harry, Natacha Touchais, Lionel Magna, Helene Olivier-Bourbigou, Cedrik Popelin, David Proriol, Lucien Saussine
  • Patent number: 8933285
    Abstract: Methods are provided for producing a jet fuel composition from a feedstock comprising a natural oil. The methods comprise reacting the feedstock with a low-weight olefin in the presence of a metathesis catalyst under conditions sufficient to form a metathesized product. The methods further comprise hydrogenating the metathesized product under conditions sufficient to form a jet fuel composition.
    Type: Grant
    Filed: November 25, 2009
    Date of Patent: January 13, 2015
    Assignee: Elevance Renewable Sciences, Inc.
    Inventors: Melvin L. Luetkens, Jr., Steven A. Cohen, Chander Balakrishnan
  • Patent number: 8921291
    Abstract: This invention discloses an improved process which employs mixed alpha-olefins as feed over activated metallocene catalyst systems to provide essentially random liquid polymers particularly useful in lubricant components or as functional fluids.
    Type: Grant
    Filed: July 14, 2006
    Date of Patent: December 30, 2014
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Margaret M. Wu, Norman Yang, Phil Surana, Anura Patil, Steven P. Rucker, Kuangnan Qian, Shakeel Tirmizi, Mark P. Hagemeister
  • Patent number: 8912346
    Abstract: A phosphine ligand suitable for use in telomerizing butadiene comprises two phenyl groups and a xanthene moiety.
    Type: Grant
    Filed: May 14, 2009
    Date of Patent: December 16, 2014
    Assignee: Dow Global Technologies LLC
    Inventors: Petrus Van Leeuwen, Mathieu Tschan, Eduardo Jose Garcia-Suarez, Zoraida Freixa, Henk Hagen
  • Patent number: 8901363
    Abstract: Disclosed is a process for producing a hydrocarbon fraction rich in components boiling in the range typical for diesel fuel comprising contacting a feedstock comprising one or more C2 to C10 alkenes with a zeolite catalyst having partially neutralised acidity and a one-dimensional or two dimensional micropore structure consisting of channels made from rings containing between 10 and 12 silicon/aluminium atoms at a temperature in the range 373 to 773 K and pressure in the range 0.1 to 200 bar characterised in that the partially neutralized zeolite catalyst contains both protons and basic cations. The basic cations are preferably selected from the group comprising Group IA and IIA cations (preferably sodium, potassium, caesium or mixtures thereof). Relative to their equivalent fully protonic forms the partially neutralized zeolite catalysts described show improved catalyst life and selectivity to hydrocarbons.
    Type: Grant
    Filed: May 5, 2011
    Date of Patent: December 2, 2014
    Assignee: BP Corporation North America Inc.
    Inventors: Avelino Corma, Cristina Martinez, Eric J. Doskocil, George Yaluris
  • Patent number: 8901364
    Abstract: Disclosed is a process for producing a hydrocarbon fraction rich in components boiling in the range typical for diesel fuel comprising contacting a feedstock comprising one or more C2 to C10 alkenes with a modified zeolite catalyst having a one-dimensional micropore structure consisting of channels made from rings containing between 8 and 12 silicon/aluminum atoms at a temperature in the range 100 to 500° C. and pressure in the range 0.1 to 200 bar characterized in that the modified zeolite catalyst is one which has been prepared by treating a corresponding zeolite precursor with an alkaline solution. The alkaline solution used to treat the zeolite precursor can be for example aqueous sodium hydroxide solution. Relative to equivalent untreated zeolites the modified zeolite catalysts described show improved catalyst life and selectivity to hydrocarbons boiling in the range 250 to 350° C.
    Type: Grant
    Filed: June 22, 2010
    Date of Patent: December 2, 2014
    Assignee: BP Corporation North America Inc.
    Inventors: Avelino Corma, Cristina Martinez, Eric J. Doskocil, George Yaluris
  • Patent number: 8889931
    Abstract: A process for the oligomerization of C6-C24 alpha-olefins to give a polyolefin product comprising at least 50 mole % of alphaolefin trimers. The process involves contacting two or more C6-C24 alpha-olefins with a catalyst in a solvent at a temperature below 120° C. and under reaction conditions sufficient to produce the alphaolefin trimers. The polyolefin product has a viscosity (Kv100) from 2 to 8 cSt at 100° C., and a viscosity index (VI) from 100 to 160. The polyolefin product comprises at least two alphaolefin trimers, each having a different total carbon number. The process further involves hydrogenating the polyolefin product to form a lubricating oil base stock. The lubricating oil base stock can be used in formulating lubricating oils. The lubricating oils are advantageous as engine oils that can improve engine fuel efficiency.
    Type: Grant
    Filed: November 17, 2011
    Date of Patent: November 18, 2014
    Assignee: ExxonMobil Research and Engineering Company
    Inventors: Shuji Luo, Abhimanyu Onkar Patil
  • Patent number: 8871154
    Abstract: A process unit, having: a) an oligomerization reactor; and b) a control system that enables the reactor to be operated in a distillate mode and in a lubricant mode; and wherein the reactor can switch between modes.
    Type: Grant
    Filed: August 15, 2012
    Date of Patent: October 28, 2014
    Assignee: Chevron U.S.A. Inc.
    Inventor: Sven Ivar Hommeltoft
  • Patent number: 8865955
    Abstract: One exemplary embodiment is a process for oligomerizing one or more hydrocarbons. The process includes providing a feed including one or more C3 and C4 hydrocarbons to a separation zone, separating a first stream including an effective amount of C3 olefins for oligomerizing, separating a second stream including an effective amount of one or more C4 olefins for oligomerizing, providing at least a portion of the first stream to a first oligomerization zone for producing at least one of a C9 and a C12 hydrocarbon, and providing at least a portion of the second stream to a second oligomerization zone for producing at least one of a C8 and a C12 hydrocarbon.
    Type: Grant
    Filed: December 10, 2010
    Date of Patent: October 21, 2014
    Assignee: UOP LLC
    Inventors: Steven Lee Krupa, Christian D. Freet, Mohamed Shakur
  • Patent number: 8865959
    Abstract: A process for the preparation of oligomeric poly alpha-olefins includes oligomerizing low molecular weight PAO oligomer in the presence of a Lewis acid catalyst such as promoted aluminum trichloride or boron trifluoride under oligomerization conditions. The low molecular weight PAO oligomers used as a feed or feed component of the present process are the light olefinic by-product fractions including the dimers and light fractions from the metallocene-catalyzed PAO oligomerization process which are characterized by a molecular weight of 150 to 600 and a terminal olefin (vinylidene) content of at least 25%.
    Type: Grant
    Filed: March 4, 2009
    Date of Patent: October 21, 2014
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Abhimanyu Onkar Patil, Margaret May-Som Wu, Norman Yang
  • Patent number: 8853483
    Abstract: A process for oligomerizing isoolefins, the process including: feeding an isoolefin to an oligomerization reaction zone; feeding an oxygen-containing reaction moderator to the oligomerization reaction zone; concurrently in the oligomerization reaction zone: contacting the isoolefin with an oligomerization catalyst to convert at least a portion of the isoolefin to oligomers comprising dimers and trimers of the isoolefin; reacting a portion of the moderator with a portion of at least one of the isoolefin and the oligomers to form an oxygenated oligomerization byproduct; recovering an effluent from the oligomerization reaction zone comprising the oligomers and the oxygenated oligomerization byproduct; fractionating at least a portion of the effluent to recover a fraction comprising the oxygenated oligomerization byproduct and the trimers and a fraction comprising the dimers.
    Type: Grant
    Filed: December 2, 2008
    Date of Patent: October 7, 2014
    Assignee: Catalytic Distillation Technologies
    Inventors: Mitchell E. Loescher, Turi Odegard
  • Publication number: 20140275664
    Abstract: Disclosed are processes for forming an oligomer product by contacting a feedstock olefin containing trisubstituted olefins with a solid acid catalyst. The oligomer product can be formed at an oligomerization temperature in a range from ?20° C. to 40° C. Polyalphaolefins produced from the oligomer product can have reduced viscosities at low temperatures.
    Type: Application
    Filed: March 13, 2013
    Publication date: September 18, 2014
    Applicant: Chevron Phillips Chemical Company LP
    Inventors: Hu Yang, Kenneth D. Hope, Jeff C. Gee
  • Patent number: 8816146
    Abstract: Methods for dimerizing alpha-olefins utilizing immobilized buffered catalysts wherein a buffered ionic liquid is mixed with an organometallic complex of the formula: where M is selected from the group of Ti, Zr, Hg, Ni, and V and R and R? are selected from the group consisting of hydrogen, alkyl, aryl, alkenyl, alkynyl, alkyloxy, substituted aryl, and halogens, are provided.
    Type: Grant
    Filed: July 1, 2010
    Date of Patent: August 26, 2014
    Assignee: Phillips 66 Company
    Inventors: Tanja Englmann, Christine Denner, Helmut G. Alt, Roland Schmidt, Matthias Dötterl
  • Patent number: 8809613
    Abstract: The present invention relates to a method for preparing linear alpha-olefins (LAO) by oligomerization of ethylene in the presence of a solvent and homogeneous catalyst, comprising the steps of: (i) feeding ethylene, solvent and catalyst into an oligomerization reactor, (ii) oligomerizing the ethylene in the reactor, (iii) removing a reactor outlet stream comprising solvent, linear alpha-olefins, optionally unreacted ethylene and catalyst from the reactor via a reactor outlet piping system, (iv) dosing at least one additive selected from the group consisting of alcohols, poly-ethylene glycols, polyethylene glycol monoethers, polyethylene glycol diethers, polyamines, amines, amino alcohols and surfactants, (v) transferring the reactor outlet stream containing the additive to a catalyst deactivation and removal section, and (vi) deactivating the catalyst with caustic and removing the deactivated catalyst from the reactor outlet stream, wherein the residence time of the additive in the reactor outlet stream pri
    Type: Grant
    Filed: May 28, 2010
    Date of Patent: August 19, 2014
    Assignees: Saudi Basic Industries Corporation, Linde AG
    Inventors: Peter M. Fritz, Heinz Bölt, Andreas Meiswinkel, Carsten Taube, Florian Winkler, Volker Göke, Wolfgang Müller, Anina Wöhl, Richard Schneider, Uwe Rosenthal, Helmut Fritz, Bernd H. Müller, Normen Peulecke, Stephan Peitz, Bhaskar Reddy Aluri, Mohammed Al-Hazmi, Shahid Majeed Azam, Fuad Mosa, Abdullah Al-Dugathier
  • Patent number: 8809611
    Abstract: A method for removal and recovery of an organic amine from a hydrocarbon stream containing the amine, including: i) mixing the hydrocarbon stream containing the amine with an aqueous inorganic acid in a volumetric ratio of hydrocarbon stream:aqueous inorganic acid of greater than 1:1-5:1, preferably 1.5:1-4:1, more preferably 3:1, ii) phase separating of hydrocarbon and aqueous phase; iii) removing the hydrocarbon phase and optionally further purifying thereof, iv) optionally recycling at least a part of the hydrocarbon phase obtained in step (iii) into mixing step (i), v) mixing the aqueous phase obtained in step (iii) with an aqueous alkaline solution, vi) phase separating of an aqueous phase and an organic phase formed, vii) removing the organic phase obtained in step (vi) and optionally further purifying thereof.
    Type: Grant
    Filed: November 1, 2013
    Date of Patent: August 19, 2014
    Assignee: Saudi Basic Industries Corporation
    Inventors: Fuad M. Mosa, Shahid Majeed Azam, Sultan Eid Al-Otaibi
  • Patent number: 8785702
    Abstract: A process for making diesel and turbine fuels including, providing an effective amount of branched olefins, adding active heterogeneous acid catalyst(s) to said branched olefins to produce a solvent-free mixture, heating said solvent-free mixture greater than about 100° C. for a desired amount of time depending on various conditions, to produce C16 dimers/catalyst mixture, removing said catalysts from said dimers/catalyst mixture, and adding hydrogenation catalyst(s) to said dimers under hydrogen atmosphere to produce a mixture of stable fuels.
    Type: Grant
    Filed: April 29, 2010
    Date of Patent: July 22, 2014
    Assignee: The United States of America as Represented by the Secretary of the Navy
    Inventors: Benjamin G. Harvey, Roxanne L. Quintana, Michael E. Wright
  • Patent number: 8785707
    Abstract: A catalyst that comprises at least one binder and at least one crystallized material with hierarchized and organized porosity in the fields of microporosity and mesoporosity is described, whereby said crystallized material consists of at least two elementary spherical particles, each of said particles comprising a mesostructured silicon-oxide-based matrix that has a mesopore diameter of between 1.5 and 30 nm and that has microporous and crystallized walls with a thickness of between 1 and 60 nm, whereby said elementary spherical particles have a maximum diameter of 200 microns. Said catalyst is used in a process for oligomerization of an olefinic feedstock that contains hydrocarbon molecules that have 2 to 12 carbon atoms per molecule.
    Type: Grant
    Filed: April 28, 2009
    Date of Patent: July 22, 2014
    Assignee: IFP Energies Nouvelles
    Inventors: Amandine Cabiac, Alexandra Chaumonnot, Laurent Simon
  • Patent number: 8779228
    Abstract: Olefins are oligomerized by bringing at least one C2 to C8-olefin into contact with a nickel-containing heterogeneous catalyst. The catalyst is conditioned before contact with the olefin by passing an inert gas flow over the same, until the inert gas flow has a water content of less than 1000 ppm. Selectivity for the production of higher oligomers, in particular trimers relative to the formation of dimers is increased by the pretreatment.
    Type: Grant
    Filed: November 18, 2009
    Date of Patent: July 15, 2014
    Assignee: BASF SE
    Inventors: Thomas Heidemann, Armin Ulonska
  • Patent number: 8778827
    Abstract: The present invention relates to a catalyst composition comprising: (a) a binuclear chromium(II) complex; (b) a ligand of the general structure (A) R1R2P—N(R3)—P(R4)—N(R5)—H or (B) R1R2P—N(R3)—P(R4)—N(R5)—PR6R7, wherein R1, R2, R3, R4, R5, R6 and R7 are independently selected from halogen, amino, trimethylsilyl, C1-C10-alkyl, aryl and substituted aryl, wherein the PNPN- or PNPNP-unit is optionally part of a ring system; and (c) an activator or co-catalyst, as well as to a process for oligomerization of ethylene.
    Type: Grant
    Filed: November 5, 2008
    Date of Patent: July 15, 2014
    Assignees: Saudi Basic Industries Corporation, Linde AG
    Inventors: Vugar Aliyev, Mohammed Al-Hazmi, Fuad Mosa, Peter M. Fritz, Heinz Bölt, Anina Wöhl, Wolfgang Müller, Florian Winkler, Anton Wellenhofer, Uwe Rosenthal, Bernd H. Müller, Marko Hapke, Normen Peulecke
  • Publication number: 20140179964
    Abstract: The present invention discloses processes for oligomerizing a monomer containing internal olefins using a solid acid catalyst. Illustrative monomers can contain at least 50 wt. % C6 to C24 internal olefins.
    Type: Application
    Filed: December 26, 2012
    Publication date: June 26, 2014
    Applicant: CHEVRON PHILLIPS CHEMICAL COMPANY LP
    Inventor: Jeffery C. Gee
  • Patent number: 8759598
    Abstract: An object of the present invention is to provide a process of producing propylene by contacting ethylene with a catalyst, where propylene is produced with high selectivity. The present invention relates to a production process of propylene, comprising contacting ethylene with a catalyst, wherein the catalyst comprises a zeolite as an active ingredient and an acid content in the outer surface of the zeolite is 5 % or less based on an acid content of the entire zeolite.
    Type: Grant
    Filed: November 8, 2011
    Date of Patent: June 24, 2014
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Mikio Hayashi, Masashi Yamaguchi, Yumiko Yoshikawa, Takahiko Takewaki, Tohru Setoyama
  • Patent number: 8742193
    Abstract: A process for oligomerization of an olefinic feedstock that contains olefinic hydrocarbon molecules that have 2 to 10 carbon atoms per molecule is described, whereby said process comprises bringing said feedstock into contact with a catalyst that comprises at least one amorphous material with hierarchized and organized porosity and consists of at least two elementary spherical particles, each of said particles comprising a mesostructured silicon-oxide-based matrix that has a mesopore diameter of between 1.5 and 30 nm and that exhibits amorphous and microporous walls with a thickness of between 1 and 50 nm, whereby said elementary spherical particles have a maximum diameter of 200 microns.
    Type: Grant
    Filed: April 28, 2009
    Date of Patent: June 3, 2014
    Assignee: IFP Energies Nouvelles
    Inventors: Amandine Cabias, Alexandra Chaumonnot, Laurent Simon
  • Patent number: 8742192
    Abstract: The conversion and run length for oligomerization of olefins over a molecular sieve catalyst in a tubular reactor is improved by controlling the peak temperature to not exceed 50 degrees C. above the temperature of the temperature control fluid exiting the shell side outlet of the reactor. A tubular reactor containing molecular sieve catalyst is provided with a multipoint thermocouple in at least one tube, and optionally with a bottom design adapted for fast unloading of the molecular sieve catalyst from the tubular reactor.
    Type: Grant
    Filed: June 16, 2006
    Date of Patent: June 3, 2014
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: John S. Godsmark, Raphael F. Caers, Jihad M. Dakka, Hans K. T. Goris, Marc P. H. Puttemans, Stephen H. Brown, Georges M. K. Mathys, Paul Hamilton
  • Publication number: 20140135549
    Abstract: A process and apparatus that uses a debutanizer with a side stripper can recover a light stream, an intermediate stream and a liquid stream. One of the intermediate stream and the liquid stream can be recycled to oligomerization or to fluid catalytic cracking.
    Type: Application
    Filed: November 7, 2013
    Publication date: May 15, 2014
    Applicant: UOP LLC
    Inventors: Christian D. Freet, Charles P. Luebke, Clayton C. Sadler
  • Patent number: 8716542
    Abstract: In a process for oligomerizing an olefinic hydrocarbon feedstock comprising at least 65 wt % olefins and/or sulfur-containing molecules, the feedstock is contacted under oligomerization conditions with (a) a first unidimensional 10-ring molecular sieve catalyst and (b) a second multidimensional crystalline molecular sieve catalyst. The first and second catalysts may be contained in separate reactors or as separate beds in a single reactor.
    Type: Grant
    Filed: September 2, 2010
    Date of Patent: May 6, 2014
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Stephen Harold Brown, John Stephen Godsmark, Georges Marie Karel Mathys
  • Patent number: 8697925
    Abstract: A process for making diesel and turbine fuels including, providing an effective amount of branched olefins, adding active heterogeneous acid catalyst(s) to said branched olefins to produce a solvent-free mixture, heating said solvent-free mixture greater than about 100° C. for a desired amount of time depending on various conditions, to produce C16 dimers/catalyst mixture, removing said catalysts from said dimers/catalyst mixture, and adding hydrogenation catalyst(s) to said dimers under hydrogen atmosphere to produce a mixture of stable fuels.
    Type: Grant
    Filed: April 29, 2010
    Date of Patent: April 15, 2014
    Assignee: The United States of America as Represented by the Secretary of the Navy
    Inventors: Benjamin G. Harvey, Roxanne L. Quintana, Michael E. Wright
  • Patent number: 8691713
    Abstract: Treatment at elevated temperature and advantageously superatmospheric pressure with an inert gas, especially nitrogen, rejuvenates molecular sieve catalysts deactivated by use in liquid-phase or supercritical or dense-phase olefin oligomerization, or by use in aromatic alkylation.
    Type: Grant
    Filed: May 26, 2006
    Date of Patent: April 8, 2014
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Jihad M. Dakka, Hans K. T. Goris, Stephen H. Brown
  • Patent number: 8669407
    Abstract: Described is an apparatus for, and a method of, recovering linear butenes from a mixed feed comprising providing a first mixed feed comprising linear butenes and isobutene; contacting the first mixed feed with an oligomerization catalyst such as an MWW family zeolite in a first oligomerization reactor to produce a second mixed feed comprising the linear butenes, C8 olefins and higher oligomers, and a reduced amount of isobutene relative to the first mixed feed; and separating the second mixed feed to produce a first effluent of first purified linear butenes, and a second effluent of C8 olefins and higher oligomers. The oligomerization reactor may be a converted isobutene-to-methyl-t-butylether reactor.
    Type: Grant
    Filed: August 28, 2008
    Date of Patent: March 11, 2014
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Katherine Sullivan Phillion, Garland B. Brignac, Michael C. Clark, Glenn J. Moloney, Donald J. Norris, Benjamin S. Umansky
  • Patent number: 8664460
    Abstract: The application discloses novel processes for the oligomerization of unsaturated hydrocarbons, and more specifically the use of selected ionic liquids containing Indium (III) Chloride in the oligomerization of unsaturated hydrocarbons, which allows for selection of the oligomers formed.
    Type: Grant
    Filed: December 12, 2006
    Date of Patent: March 4, 2014
    Assignee: The Queen's University of Belfast
    Inventors: Martyn John Earle, Johanna Kärkkäinen, Natalia V. Plechkova, Alina Tomaszowska, Kenneth Richard Seddon
  • Patent number: 8653316
    Abstract: The present invention relates to a process for the preparation of linear low molecular weight alpha-olefins having 4 to 24 carbon atoms, comprising oligomerizing ethylene in an inert solvent in the presence of a catalyst system comprising: (i) zirconium carboxylate of the formula (R1COO)mZrCl4-m, wherein R1 is saturated or unsaturated aliphatic C1-C10 hydrocarbon or aromatic C6-C14 hydrocarbon and m fulfills 1?m?4, (ii) at least one aluminum compound selected from organoaluminum compounds of the formula R2nAlX3-n, wherein R2 is C1-C20 alkyl, X is chlorine, bromine or iodine, and n fulfills 1?n?2, and/or aluminoxanes, and (iii) at least two different additives selected from the group consisting of hydrogen, esters, ketones, ethers, amines, anhydrides, phosphines and sulfur compounds; as well as to a catalyst used therein.
    Type: Grant
    Filed: August 10, 2006
    Date of Patent: February 18, 2014
    Assignee: Saudi Basic Industries Corporation
    Inventors: Vugar O. Aliyev, Atieh Abu-Raqabah, Mohammad Zahoor
  • Patent number: 8637721
    Abstract: The present invention relates to a catalyst composition and a process for di-, tri- and/or tetramerization of ethylene, wherein the catalyst composition comprises a chromium compound, a ligand of the general structure (A) R1R2P—N(R3)—P(R4)—N(R5)—H or (B) R1R2P—N(R3)—P(R4)—N(R5)—PR6R7, or any cyclic derivatives of (A) and (B), wherein at least one of the P or N atoms of the PNPN-unit or PNPNP-unit is member of a ring system, the ring system being formed from one or more constituent compounds of structures (A) or (B) by substitution and a co-catalyst or activator.
    Type: Grant
    Filed: June 16, 2008
    Date of Patent: January 28, 2014
    Assignees: Saudi Basic Industries Corporation, Linde AG
    Inventors: Peter M. Fritz, Heinz Bölt, Anina Wöhl, Wolfgang Müller, Florian Winkler, Anton Wellenhofer, Uwe Rosenthal, Bernd H. Müller, Marko Hapke, Normen Peulecke, Mohammed Hassan Al-Hazmi, Vugar O. Aliyev, Fuad Mohammed Mosa
  • Patent number: 8609923
    Abstract: Processes for the production of an alcohol, esters and aliphatic hydrocarbons are provided. In one embodiment, a process for the production of an alcohol comprises: oligomerizing an olefin or a mixture of olefins having the structural formula Cn-2H2n-3—CH?CH2, wherein n is an integer from 4 to 22, in the presence of an oligomerization catalyst, so as to form a vinylidene containing olefin oligomer; hydroformylating the vinylidene containing olefin oligomer in the presence of a hydroformylation catalyst so as to form a hydroformylated olefin oligomer; and dimerizing the hydroformylated olefin oligomer by means of a Guerbet reaction so as to form the alcohol.
    Type: Grant
    Filed: January 10, 2013
    Date of Patent: December 17, 2013
    Assignee: Shell Oil Company
    Inventor: Abraham Robert De Kraker
  • Patent number: 8604258
    Abstract: We provide a base oil, comprising oligomerized olefins, wherein the base oil has: a) a kinematic viscosity at 100° C. greater than 10 mm2/s, b) a viscosity index from 25 to 90, and c) a pour point less than ?19° C.
    Type: Grant
    Filed: March 16, 2012
    Date of Patent: December 10, 2013
    Assignee: Chevron U.S.A. Inc.
    Inventors: Saleh Ali Elomari, Stephen Joseph Miller
  • Patent number: 8598394
    Abstract: The present invention relates to poly alpha-olefins (PAO's) which exhibit superior Noack volatility at low pour points. The poly alpha-olefin is prepared from an olefin feed comprised of a blend of octene, decene, and dodecene, the feed comprising at least 10 weight % octene and at least 30 weight % dodecene. The process includes both synthesis and distillation of the olefin and oligomerization olefin. The oligomerized olefin feed yields at least 50% low viscosity PAO having a nominal viscosity at 100° C. of about 4 cSt.
    Type: Grant
    Filed: June 30, 2008
    Date of Patent: December 3, 2013
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Maria Caridad Brillantes Goze, Phil Surana, Norman Yang
  • Patent number: 8598397
    Abstract: Described is a process for the treatment of at least one zeolite having a pore size of less than or equal to 7 ? comprising at least a) a step for dealumination of said zeolite, b) a cationic exchange step using at least one cation other than H+, c) a step for treatment of said zeolite obtained in step b) in the presence of at least one molecular compound containing at least one silicon atom, and d) at least one heat treatment step. The present invention also concerns the preparation of a catalyst containing the zeolite treated in accordance with the treatment process the subject-matter of the invention and the use of said catalyst in a process for the oligomerization of an olefinic charge containing hydrocarbon molecules having from 2 to 12 carbon atoms per molecule.
    Type: Grant
    Filed: June 22, 2006
    Date of Patent: December 3, 2013
    Assignee: IFP Energies nouvelles
    Inventors: Laurent Simon, Sylvie Lacombe
  • Patent number: 8598396
    Abstract: Olefin feeds with high olefin content and/or containing a substance that generates water when contacting the catalyst, are oligomerised over solid phosphoric acid catalyst in tubular reactors by introducing the olefin feed into the reactor and maintaining the reacting mixture under conditions whereby the peak temperature is controlled to be below 265° C. and preferably a single liquid or dense phase is maintained and the average temperature throughout the reactor is maintained in the range 190° C. to 260° C.
    Type: Grant
    Filed: June 9, 2006
    Date of Patent: December 3, 2013
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Stephen Wayne Beadle, John Stephen Godsmark, Robert L. Wolf
  • Patent number: 8586812
    Abstract: Processes for upgrading condensate in a first hydrocarbon stream to provide distillate material may involve ionic liquid catalyzed olefin oligomerization of olefins in the first hydrocarbon stream to provide a first distillate enriched stream, dechlorination of the first distillate enriched stream, hydroprocessing at least one of a second and a third hydrocarbon stream to provide a second distillate enriched stream, and separation of a distillate product from the first and second distillate enriched streams.
    Type: Grant
    Filed: December 22, 2010
    Date of Patent: November 19, 2013
    Assignee: Chevron U.S.A. Inc.
    Inventors: Hye-Kyung C. Timken, Bi-Zeng Zhan
  • Patent number: 8552241
    Abstract: A method of converting ethanol to a diesel fuel base stock comprises: a reaction stage (a) of contacting the ethanol with an acid catalyst, amorphous or structured, predominantly mesoporous, for example at a temperature of 300° C. to 500° C., at a pressure of 2 to 10 MPa and at a WHSV of 0.2 to 4 h?1, producing a gas phase, an organic liquid phase and an aqueous liquid phase, and a stage (b) of separating said gas phase, said organic liquid phase and said aqueous liquid phase at a pressure close to the reaction pressure. The method can involve recycling at least part of the gas phase separated in stage (b) to stage (a), and hydrogenating at least part of the organic liquid phase separated in stage (b).
    Type: Grant
    Filed: August 8, 2011
    Date of Patent: October 8, 2013
    Assignee: IFP Energies nouvelles
    Inventors: Vincent Coupard, Sylvia Maury, Frédéric Capuano, Mohamed Bengrine
  • Patent number: 8536391
    Abstract: This disclosure provides for alpha olefin oligomers and polyalphaolefins (or PAOs) and methods of making the alpha olefin oligomers and PAOs. This disclosure encompasses metallocene-based alpha olefin oligomerization catalyst systems, including those that include at least one metallocene and an activator comprising a solid oxide chemically-treated with an electron withdrawing anion. The alpha olefin oligomers and PAOs prepared with these catalyst systems can have a high viscosity index combined with a low pour point, making them particularly useful in lubricant compositions and as viscosity modifiers.
    Type: Grant
    Filed: June 15, 2010
    Date of Patent: September 17, 2013
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Brooke L. Small, Kenneth D. Hope, Qing Yang, Albert P. Masino, Max P. McDaniel, Richard M. Buck, William B. Beaulieu, Eduardo J. Baralt, Eric J. Netemeyer, Bruce Kreischer
  • Patent number: 8524968
    Abstract: A process for making base oil, comprising: oligomerizing one or more olefins having a boiling point less than 82° C. in the presence of an ionic liquid catalyst to produce the base oil having a kinematic viscosity at 40° C. of 1100 mm2/s or higher. Also, a process, comprising: oligomerizing the olefins in the presence of an ionic liquid catalyst to produce the base oil having a kinematic viscosity at 40° C. of 300 mm2/s or higher and a low cloud point, wherein a wt % yield of products boiling at 482° C.+ (900° F.+) is at least 65 wt % of a total yield of products from the oligomerizing. Additionally, a process, comprising: oligomerizing the olefins in the presence of an ionic liquid catalyst to produce the base oil having a kinematic viscosity at 40° C. greater than 1100 mm2/s and a low cloud point.
    Type: Grant
    Filed: December 13, 2010
    Date of Patent: September 3, 2013
    Assignee: Chevron U.S.A. Inc.
    Inventors: Saleh A. Elomari, Stephen J. Miller, Sven Ivar Hommeltoft