Al-and Transition Metal-containing Patents (Class 585/512)
  • Patent number: 11878952
    Abstract: Methods for deactivating a transition metal-based catalyst system containing a co-catalyst comprising an aluminoxane and optionally an alkylaluminum are disclosed in which the catalyst system is contacted with a C4-C18 alcohol co-catalyst deactivating agent at a molar amount of OH of the co-catalyst deactivating agent in a range from 0.5 to 1.5 times {(moles of aluminum of the aluminoxane)+(moles aluminum of the alkylaluminum)+(moles aluminum of the alkylaluminum)}. Related methods for deactivating a residual catalyst system in reactor effluent streams and related ethylene oligomerization processes also are described.
    Type: Grant
    Filed: November 14, 2022
    Date of Patent: January 23, 2024
    Assignee: Chevron Phillips Chemical Company LP
    Inventor: Brooke L. Small
  • Patent number: 11649301
    Abstract: An activator-nucleator formulation comprising an activating effective amount of (A) an alkylaluminum(chloride) compound (compound (A)); and a nucleating effective amount of a compound (B) selected from at least one of compounds (B1) to (B3): (B1) calcium (1R,2S)-cis-cyclohexane-1,2-dicarboxylate (1:1); (B2) calcium stearate (1:2), and (B3) zinc stearate (1:2); wherein the compound (A) is effective for activating a Ziegler-Natta procatalyst to give a Ziegler-Natta catalyst; and wherein the compound (B) is effective for lowering isothermal crystallization peak time period of a semicrystalline polyethylene polymer made in a polymerization process by the Ziegler-Natta catalyst. A method of polymerizing ethylene, and optionally 0, 1, or more alpha-olefin comonomers, in a polymerization process conducted in a polymerization reactor, the method comprising contacting ethylene, and optionally 0, 1, or more alpha-olefin comonomers, with the Ziegler-Natta catalyst system to give a semicrystalline polyethylene polymer.
    Type: Grant
    Filed: June 7, 2019
    Date of Patent: May 16, 2023
    Assignee: Dow Global Technologies LLC
    Inventors: Nitin Borse, Zhenshuo Bobby Liu, Ian M. Munro, Swapnil B. Chandak
  • Patent number: 11541327
    Abstract: A method of separating an organic solvent which may easily separate and recover an organic solvent from a mixed solution containing the organic solvent, and an organic solvent separation system capable of performing the same are disclosed herein. In some embodiments, the method includes introducing a first mixed solution into a first distillation column to recover an organic solvent and discharge a first fraction containing an unrecovered organic solvent and a high boiling point compound A to a bottom of the column, introducing a second mixed solution into a second distillation column to recover organic solvent and discharge a second fraction containing an unrecovered organic solvent and a high boiling point compound B, and introducing the first fraction and the second fraction into a third distillation column to recover an organic solvent-rich fraction and a high boiling point compound-rich fraction.
    Type: Grant
    Filed: October 29, 2019
    Date of Patent: January 3, 2023
    Inventors: Jun Seok Ko, Hoi In Jeong, Jeong Seok Lee, Dong Min Kim, Su Ji Yoon
  • Patent number: 11498889
    Abstract: A process to produce 1-octene and 1-decene includes (a) separating a composition containing an oligomer product—which contains from 15 to 80 mol % C6 olefins, from 20 to 80 mol % C8 olefins, and from 5 to 20 mol % C10+ olefins—into a first oligomer composition containing C6 alkanes and at least 85 mol % C6 olefins (e.g., 1-hexene), a second oligomer composition containing at least 85 mol % C8 olefins (e.g., 1-octene), and a heavies stream containing C10+ olefins, then (b) contacting a metathesis catalyst system with the first oligomer composition to form a first composition comprising C10 linear internal olefins, (c) contacting the C10 linear internal olefins with an isomerization hydrofunctionalization catalyst system to form a second composition containing a functionalized alkane, (d) retro-hydrofunctionalizing the functionalized alkane to form a third composition containing 1-decene, and (e) purifying the third composition to isolate a fourth composition containing at least 90 mol % 1-decene.
    Type: Grant
    Filed: September 10, 2021
    Date of Patent: November 15, 2022
    Inventors: Steven M. Bischof, James Hillier
  • Patent number: 11021417
    Abstract: A process is useful for the oligomerization of short-chain olefins in the presence of a catalyst, wherein the catalyst is kept in a dry atmosphere prior to being used in the process.
    Type: Grant
    Filed: December 11, 2019
    Date of Patent: June 1, 2021
    Assignee: Evonik Operations GmbH
    Inventors: Stephan Peitz, Guido Stochniol, Reiner Bukohl
  • Patent number: 10975001
    Abstract: A method for producing an ?-olefin oligomer, the method including subjecting ?-olefin to oligomerization reaction to produce an ?-olefin oligomer mixture, carrying out distillation separation of ?-olefin oligomer having less than n carbon atoms in the mixture to obtain a distillation residue containing ?-olefin oligomer having n or more carbon atoms, and then carrying out a step of removing high molecular weight molecules from the distillation residue.
    Type: Grant
    Filed: November 15, 2017
    Date of Patent: April 13, 2021
    Assignee: IDEMITSU KOSAN CO., LTD.
    Inventors: Shinji Miyamoto, Naoya Kawano, Tuan Anh Tran
  • Patent number: 10689310
    Abstract: An object of the present invention is to provide a method for efficiently producing an ?-olefin low polymer at a high ?-olefin low polymer selectivity and a high ?-olefin low polymer yield with suppressing the deterioration of catalytic activity with time, and the invention relates to a method for producing an ?-olefin low polymer, which comprises performing a low polymerization reaction of an ?-olefin in the presence of a catalyst containing a chlorine atom-containing compound (d) and a reaction solvent, wherein the chlorine atom-containing compound (d) that are at least two compounds having specific chlorine atom elimination rate is supplied in predetermined ratio.
    Type: Grant
    Filed: September 26, 2017
    Date of Patent: June 23, 2020
    Inventor: Hiroki Emoto
  • Patent number: 10442741
    Abstract: Disclosed herein are a chromium compound represented by Formula 1a or 1b and a catalyst system including the same, exhibiting superior catalytic activity in an olefin trimerization reaction: [{CH3(CH2)3CH(CH2CH3)CO2}2Cr(OH)]??[Formula 1a] [{CH3CH2CH(CH2CH3)CO2}2Cr(OH)].
    Type: Grant
    Filed: March 4, 2015
    Date of Patent: October 15, 2019
    Assignee: AJOU UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION
    Inventors: Bun Yeoul Lee, Jong Yeob Jeon, Dong Sik Park
  • Patent number: 10105693
    Abstract: A catalyst composition, including a titanate of the formula Ti(OR)4 wherein each R is the same or different, and is a hydrocarbon residue; a catalyst additive, wherein the catalyst additive is a dibutyl ether a silicate, a silazane, an aromatic ether, a fluorocarbon, or a combination comprising at least one of the foregoing; and an organic aluminum compound.
    Type: Grant
    Filed: December 12, 2014
    Date of Patent: October 23, 2018
    Assignee: SAUDI BASIC INDUSTRIES CORPORATION
    Inventors: Roland Schmidt, Mohammed H. Al-Hazmi, Mohammed F. Al-Anazi, Pradhan DevRanjan
  • Patent number: 9931622
    Abstract: The invention describes a catalytic composition obtained by interaction of an alkyl titanate on the one hand with a preformed mixture of an alkylaluminium and a Lewis base on the other hand. The invention also describes the use of said composition in a process for the selective dimerization of ethylene to 1-butene.
    Type: Grant
    Filed: July 2, 2015
    Date of Patent: April 3, 2018
    Assignee: IFP ENERGIES NOUVELLES
    Inventors: Lionel Magna, Helene Olivier-Bourbigou
  • Patent number: 9919298
    Abstract: A catalyst composition comprises an inert hydrocarbon solvent, having dissolved therein a titanate of the formula Ti(OR)4 wherein each R is the same or different, and is a hydrocarbon residue, and an organic aluminum compound, wherein a molar ratio of the organic aluminum compound and any alkene present in the catalyst composition is greater than one.
    Type: Grant
    Filed: December 12, 2014
    Date of Patent: March 20, 2018
    Assignee: SAUDI BASIC INDUSTRIES CORPORATION
    Inventors: Roland Schmidt, Mohammed H. Al-Hazmi, Mohammed F. Al-Anazi, DevRanjan J. Pradhan
  • Patent number: 9309167
    Abstract: The invention describes a process for oligomerization of olefins into compounds or into a mixture of compounds of general formula CpH2p with 4?p?80 that employs a catalytic composition that comprises at least one organometallic complex of an element of group IV that is selected from titanium, zirconium, and hafnium, wherein the organometallic complex contains at least one alkoxy-type ligand that is functionalized by a heteroatom selected from nitrogen, oxygen, phosphorus and sulfur, or by an aromatic group.
    Type: Grant
    Filed: March 28, 2013
    Date of Patent: April 12, 2016
    Assignee: IFP ENERGIES NOUVELLES
    Inventors: Fabien Grasset, Stephane Harry, David Proriol, Lionel Magna
  • Patent number: 9200216
    Abstract: The invention provides a catalyst system composed of: a) a support material selected from at least one of the following materials: silicon dioxide, aluminum oxide, magnesium oxide, zirconium oxide and mixed oxides thereof, carbon nanotubes; b) an ionic liquid; c) a catalytically active composition comprising nickel; d) an activator selected from the group of Lewis acids with alkylating properties. Additionally provided is the use of the catalyst systems of the invention in the oligomerization of unsaturated hydrocarbon mixtures.
    Type: Grant
    Filed: August 12, 2010
    Date of Patent: December 1, 2015
    Assignee: EVONIK DEGUSSA GmbH
    Inventors: Christian Boeing, Dietrich Maschmeyer, Markus Winterberg, Stefan Buchholz, Berthold Melcher, Marco Haumann, Peter Wasserscheid
  • Patent number: 9181144
    Abstract: A renewable biofuel based on a highly efficient batch catalysis methodology for conversion of 1-butene to a new class of potential jet fuel blends. By tuning the catalyst and then using the dimer produced, the carbon use is about 95% or greater. This latter point will be particularly important in the future, where the source of raw materials (i.e., biomass/biofeedstock) is limited.
    Type: Grant
    Filed: February 11, 2013
    Date of Patent: November 10, 2015
    Assignee: The United States of America as Represented by the Secretary of the Navy
    Inventors: Michael E. Wright, Benjamin G. Harvey, Roxanne L. Quintana
  • Publication number: 20150148578
    Abstract: The present invention relates to unsupported metal (e.g., cesium) substituted heteropolyacid catalyst compositions useful for the production of butene dimers and/or oligomers from a mixed butenes feed, in which, under mild conditions, all isomers of mixed butenes produce highly branched C8 and C8+ olefins, useful as octane enhancers.
    Type: Application
    Filed: November 26, 2013
    Publication date: May 28, 2015
    Applicant: Saudi Arabian Oil Company
    Inventors: Miao Sun, Wei Xu
  • 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: 8937195
    Abstract: A silicon-bridged Cp-Ar transition metal complex is provided that serves as a catalytic component capable of efficiently and highly selectively producing 1-hexene through the trimerization reaction of ethylene. The transition metal complex is represented by formula (1): wherein M1 represents a transition metal atom of Group 4 of the Periodic Table of the Elements; Ar1 is an aryl group represented by formula (2), Ar2 is an aryl group represented by formula (3) and Ar3 is an aryl group represented by formula (4) (not all of the three aryl groups Ar1, Ar2 and Ar3 are the same at the same time), Wherein each of the X and R groups represents hydrogen or the like.
    Type: Grant
    Filed: March 29, 2012
    Date of Patent: January 20, 2015
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Taichi Senda, Masaya Tanimoto, Hidenori Hanaoka
  • 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
  • Publication number: 20140171712
    Abstract: A new family of crystalline aluminosilicate zeolites has been synthesized that has been designated UZM-43. These zeolites are similar to previously known ERS-10, SSZ-47 and RUB-35 zeolites but are characterized by unique x-ray diffraction patterns and compositions and have catalytic properties for carrying out various hydrocarbon conversion processes. Catalysts made from these zeolites are useful in hydrocarbon conversion reactions.
    Type: Application
    Filed: December 18, 2012
    Publication date: June 19, 2014
    Applicant: UOP LLC
    Inventors: Deng-Yang Jan, Jaime G. Moscoso, Paula L. Bogdan
  • Patent number: 8748681
    Abstract: The process and apparatus converts ethylene in a dilute ethylene stream that may be derived from an FCC product to heavier hydrocarbons. The catalyst may be an amorphous silica-alumina base with a Group VIII and/or VIB metal. The catalyst is resistant to feed impurities such as hydrogen sulfide, carbon oxides, hydrogen and ammonia. At least 40 wt-% of the ethylene in the dilute ethylene stream can be converted to heavier hydrocarbons.
    Type: Grant
    Filed: March 31, 2009
    Date of Patent: June 10, 2014
    Assignee: UOP LLC
    Inventors: Christopher P. Nicholas, Alakananda Bhattacharyya, David E. Mackowiak
  • Patent number: 8748682
    Abstract: The process and apparatus converts ethylene in a dilute ethylene stream that may be derived from an FCC product to heavier hydrocarbons. The catalyst may be an amorphous silica-alumina base with a Group VIII and/or VIB metal. The catalyst is resistant to feed impurities such as hydrogen sulfide, carbon oxides, hydrogen and ammonia. At least 40 wt-% of the ethylene in the dilute ethylene stream can be converted to heavier hydrocarbons.
    Type: Grant
    Filed: September 26, 2013
    Date of Patent: June 10, 2014
    Assignee: UOP LLC
    Inventors: Christopher P. Nicholas, Alakananda Bhattacharyya, David E. Mackowiak
  • Publication number: 20140142360
    Abstract: This invention enables the “bulk” oligomerization of ethylene (i.e. the oligomerization of ethylene in the presence of the oligomer product) using a catalyst system comprising 1) a very low concentration of a chromium catalyst and 2) a three part activator. The chromium catalyst contains a diphosphine ligand, preferably a so called P—N—P ligand. The activator includes an aluminoxane, trimethyl aluminum, and triethyl aluminum.
    Type: Application
    Filed: July 25, 2012
    Publication date: May 22, 2014
    Applicant: NOVA CHEMICALS (INTERNATIONAL) S.A.
    Inventors: Stephen John Brown, Charles Ashton Garret Carter, P. Scott Chisholm, Peter Zoricak, Oleksiy Golovchenko
  • 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
  • Publication number: 20140018564
    Abstract: A silicon-bridged Cp-Ar transition metal complex is provided that serves as a catalytic component capable of efficiently and highly selectively producing 1-hexene through the trimerization reaction of ethylene. The transition metal complex is represented by formula (1): wherein M1 represents a transition metal atom of Group 4 of the Periodic Table of the Elements; Ar1 is an aryl group represented by formula (2), Ar2 is an aryl group represented by formula (3) and Ar3 is an aryl group represented by formula (4) (not all of the three aryl groups Ar1, Ar2 and Ar3 are the same at the same time), Wherein each of the X and R groups represents hydrogen or the like.
    Type: Application
    Filed: March 29, 2012
    Publication date: January 16, 2014
    Applicant: Sumitomo Chemical Company, Limited
    Inventors: Taichi Senda, Masaya Tanimoto, Hidenori Hanaoka
  • Patent number: 8575410
    Abstract: The process and apparatus converts ethylene in a dilute ethylene stream that may be derived from an FCC product to heavier hydrocarbons. The catalyst may be an amorphous silica-alumina base with a Group VIII and/or VIB metal. The catalyst is resistant to feed impurities such as hydrogen sulfide, carbon oxides, hydrogen and ammonia. At least 40 wt-% of the ethylene in the dilute ethylene stream can be converted to heavier hydrocarbons.
    Type: Grant
    Filed: March 31, 2009
    Date of Patent: November 5, 2013
    Assignee: UOP LLC
    Inventors: Christopher P. Nicholas, Alakananda Bhattacharyya, David E. Mackowiak
  • 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
  • Patent number: 8461406
    Abstract: According to the present invention there is provided a process for producing an oligomeric product by the oligomerisation of at least one olefinic compound including: A) providing an activated oligomerisation catalyst comprising the combination of: i) a source of a transition metal; ii) a ligating compound of the formula (R1)mX1(Y)X2(R2)n iii) a metal containing activator; and (iv) at least one olefinic compound; B) diluting the activated oligomerisation catalyst of A with an introduced liquid medium; and C) contacting the at least one olefinic compound to be oligomerised with the diluted activated catalyst of B to produce an oligomeric product.
    Type: Grant
    Filed: July 10, 2006
    Date of Patent: June 11, 2013
    Assignee: Sasol Technology (PTY) Limited
    Inventors: Matthew James Overett, Kevin Blann, Esna Killian, David Hedley Morgan, Hulisani Maumela, Annette Bollmann, John Thomas Dixon
  • Patent number: 8404915
    Abstract: This invention relates to a method to selectively oligomerize olefins comprising contacting olefins with: 1) at least one diaryl-substituted diphosphine ligand; 2) a chromium metal precursor; and 3) optionally, one or more activators. In a particular embodiment, the method for selectively oligomerizing olefins includes trimerizing ethylene to selectively form 1-hexene.
    Type: Grant
    Filed: August 24, 2007
    Date of Patent: March 26, 2013
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Laughlin G. McCullough, Francis Charles Rix, John F. Walzer, Lily Joy Ackerman, Keith Anthony Hall, Gary Michael Diamond, Victor Oswaldo Nava-Salgado
  • Patent number: 8395007
    Abstract: A renewable biofuel based on a highly efficient batch catalysis methodology for conversion of 1-butene to a new class of potential jet fuel blends. By tuning the catalyst and then using the dimer produced, the carbon use is about 95% or greater.
    Type: Grant
    Filed: July 29, 2009
    Date of Patent: March 12, 2013
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Michael E. Wright, Benjamin G. Harvey, Roxanne L. Quintana
  • Patent number: 8344198
    Abstract: A processes is provided to inhibit or limit the decomposition of a halide-containing olefin oligomerization catalyst system during recovery of an oligomerization product. The process includes deactivation of an olefin oligomerization catalyst system present in an olefin oligomerization reactor effluent stream by contact with an alcohol under conditions that minimize potential for deactivated catalyst system decomposition. Such conditions include minimization of the water content of the deactivation agent and concentration of the deactivation agent.
    Type: Grant
    Filed: March 15, 2004
    Date of Patent: January 1, 2013
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Warren M. Ewert, Bruce E. Kreischer, Ronald D. Knudsen
  • Patent number: 8309779
    Abstract: Disclosed herein is a catalyst system for selective oligomerization of ethylene, which comprises a P—C—C—P frame-work ligand, which is (R1)(R2)P—(R5)CHCH(R6)—P(R3)(R4), and a chromium-based metal compound. Also disclosed is a method of greatly enhancing the activity and selectivity of oligomerization, such as trimerization or tetramerization, using a ligand having a specific steric arrangement structure.
    Type: Grant
    Filed: December 24, 2007
    Date of Patent: November 13, 2012
    Assignees: SK Innovation Co., Ltd., SK Global Chemical Co., Ltd.
    Inventors: Taek Kyu Han, Sung Seok Chae, Sang Ook Kang, Kyung Ryang Wee, Sung Kwan Kim
  • Patent number: 8258361
    Abstract: The invention provides transition metal complex compounds, high-activity olefin oligomerization catalysts containing the compounds, and olefin oligomerization processes using the catalysts. A transition metal complex compound [A] according to the invention is represented by Formula (I) or Formula (I?) below. An olefin oligomerization catalyst includes the transition metal complex compound [A]. In an olefin oligomerization process of the invention, an olefin is oligomerized in the presence of the catalyst.
    Type: Grant
    Filed: June 27, 2008
    Date of Patent: September 4, 2012
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Yasuhiko Suzuki, Shinsuke Kinoshita, Atsushi Shibahara, Naritoshi Yoshimura, Isao Hara, Tetsuya Hamada, Kazumori Kawamura, Kou Tsurugi, Yasunori Saito, Seiichi Ishii, Yasushi Nakayama, Naoto Matsukawa, Susumu Murata
  • Patent number: 8252871
    Abstract: The present invention relates to a catalyst for oligomerization of ethylene, comprising a functionalized solid support; a ligand immobilized on the solid support by chemical bonding, wherein the immobilized ligand has the structure (R1)(R2)P—N(R3)—P(R4)—Y-support or (R1)(R2)P—N(R3)—P(R4)—N(R5)—P(R6)—Y-support, wherein R1, R2, R3, R4, R5 and R6 are independently selected from aliphatic group, aryl group, amino group and trimethylsilyl group and Y is the functional group of the support or a derivative thereof; and a chromium compound reacted with the ligand; and to a method for its preparation and a process for oligomerization of ethylene utilizing the catalyst.
    Type: Grant
    Filed: March 4, 2009
    Date of Patent: August 28, 2012
    Assignees: Saudi Basic Industries Corporation, Linde AG
    Inventors: Vugar Aliyev, Mohammed Al-Hazmi, Fuad Mosa, Uwe Rosenthal, Bernd H. Müller, Marko Hapke, Normen Peulecke, Anina Wöhl, Peter M. Fritz, Heinz Bölt, Wolfgang Müller, Florian Winkler, Anton Wellenhofer
  • Patent number: 8222471
    Abstract: We provide a process, comprising oligomerizing one or more olefins having a boiling point less than 82° C. in a presence of an ionic liquid catalyst and one or more C5+ alpha olefins in a reactor to produce a base oil having a kinematic viscosity at 100° C. of 36 mm2/s or higher and a VI greater than 55; and wherein the one or more olefins having the boiling point less than 82° C. comprise greater than 50 wt % of a total mixture of olefins fed to the reactor. We provide a process, comprising oligomerizing olefins having a low boiling point in a presence of an ionic liquid catalyst and a mixture of C5+ alpha olefins derived from waste plastic to produce a base oil having a kinematic viscosity at 40° C. greater than 1100 mm2/s and a VI greater than 55. We also provide a base oil made by the process.
    Type: Grant
    Filed: December 13, 2010
    Date of Patent: July 17, 2012
    Assignee: Chevron U.S.A. Inc.
    Inventors: Saleh Elomari, Stephen J. Miller, Sven Ivar Hommeltoft, Hye-Kyung C. Timken
  • Patent number: 8198497
    Abstract: A catalytic composition for the selective oligomerization of ethylene and a process for preparing light linear (?-olefins, especially 1-hexene and 1-octene, starting from ethylene, using this composition, said composition comprising the following components: (A) a compound of a transition metal M of Group 4 of the periodic table; (B) an organic compound containing the sulfonic group (>SO2) bonded to two carbon atoms; (C) a hydrocarbyl organometallic compound of a metal M? selected from elements of Groups 1, 2, 12, 13 or 14 of the periodic table; components (A), (B) and (C) being in such a quantity that the atomic ratios respectively of the metal M in (A), of the sulfur S in the sulfonic group of (B) and of the metal M? in (C), respect the following proportions: S/M=(from 0 to 20)/1 and M?/M=(from 2 to 2000)/1, on the condition that when the compound of the metal M in component (A) is not a sulfonic complex of M, the S/M ratio is greater than 0.5, preferably greater than 1.
    Type: Grant
    Filed: December 9, 2002
    Date of Patent: June 12, 2012
    Assignee: Polimeri Europa S.p.A.
    Inventors: Paolo Biagini, Liliana Gila
  • Publication number: 20120142988
    Abstract: A method of producing 1-hexene comprising: step 1: a periodic table group IV transition metal compound, an organoaluminum compound and ethylene are brought into contact with each other in a solvent to obtain a solution containing 1-hexene; and step 2: the solution obtained in step 1 is brought into contact with an aqueous solution containing a metal hydroxide and having a pH of 12.0 or higher.
    Type: Application
    Filed: August 5, 2009
    Publication date: June 7, 2012
    Applicant: SUMITOMO CHEMICAL COMPANY, LIMITED
    Inventor: Shinjiro Ishihara
  • Patent number: 8134038
    Abstract: According to the present invention there is provided a process for producing an oligomeric product by the oligomerisation of at least one olefi?ic compound, by contacting the at least one olefinic compound with the combination of an oligomerisation catalyst and a catalyst activator. The catalyst activator is a compound which includes at least one halogenated organic group which is bound to one or more binding atoms selected from the group consisting of a group 5A atom and a group 6A atom, which one or more binding atoms are in turn bound to a central atom selected from the group consisting of a group 3A atom, and a group 3B to 7B transition metal atom. The oligomerisation catalyst includes the combination of i) a source of a transition metal; and ii) a ligating compound of the formula (R1)mX1(Y)X2(R2)n The invention also relates to a combination of an aligomerisation catalyst and a catalyst activator as set out above and to the use of such a combination in an oligomerisation process.
    Type: Grant
    Filed: September 26, 2006
    Date of Patent: March 13, 2012
    Assignee: Sasol Technology (PTY) Limited
    Inventors: David Shane McGuinness, Adam John Rucklidge
  • Patent number: 8124821
    Abstract: We provide a process, comprising: a. oligomerizing propylene in ionic liquid; b. optionally alkylating the oligomer; to make a base oil having: i. a kinematic viscosity at 100° C. of 2.9 mm2/s or greater, ii. a viscosity index from 25 to 90, and iii. a low cloud point. We provide a process, comprising: oligomerizing a feed comprising propylene and propane to make a base oil having: i. from 45 to 70 wt % hydrocarbons boiling at 900° F. or higher, ii. a viscosity index from 25 to 90, and iii. a low cloud point. We provide a process, comprising: a. mixing longer chain alpha olefins with propylene; b. oligomerizing the feed, to make a base oil having: i. a kinematic viscosity at 100° C. greater than 10 mm2/s; ii. a viscosity index from 50 to 90; iii. a low pour point; and iv. a low cloud point.
    Type: Grant
    Filed: August 10, 2009
    Date of Patent: February 28, 2012
    Assignee: Chevron U.S.A. Inc.
    Inventors: Saleh Elomari, Stephen J. Miller
  • Patent number: 8119850
    Abstract: Disclosed is a method for producing an unsaturated hydrocarbon compound wherein an ?-olefin is dimerized by using a catalyst system composed of a metallocene compound (A) and an oxygen-containing organometallic compound modified with a halogen-containing compound (B). By this method, an unsaturated hydrocarbon compound having unsaturated double bonds in a high ratio, in particular the one having a terminal vinylidene group can be produced efficiently.
    Type: Grant
    Filed: February 15, 2006
    Date of Patent: February 21, 2012
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Shinjiro Fujikawa, Takuji Okamoto, Kiyohiko Yokota
  • Patent number: 8119851
    Abstract: A process for making a base oil, comprising: selecting a feed from a Fischer-Tropsch condensate; oligomerizing the feed in an ionic liquid; and0 alkylating the oligomer in the presence of an isoparaffin, in an ionic liquid alkylation zone, to form a product having: a kinematic viscosity at 100° C. of 6.9 mm2/s or greater, a VI of at least 134, and a Bromine Number of less than 4. A process comprising: oligomerizing at least one olefin in a feed from a Fischer-Tropsch condensate, wherein an olefin fraction in the olefin feed comprises greater than 50 wt % C4+ olefins, and alkylating the oligomerized product to form a base oil product. A process comprising contacting an olefin feed from a Fischer-Tropsch condensate with an isoparaffin, an acidic chloroaluminate ionic liquid catalyst, and a Brönsted acid; whereby a base oil is produced by concurrent oligomerization and alkylation.
    Type: Grant
    Filed: July 6, 2009
    Date of Patent: February 21, 2012
    Assignee: Chevron U.S.A. Inc.
    Inventors: Saleh Elomari, Russell R. Krug, Stephen J. Miller
  • Patent number: 8076523
    Abstract: This invention relates to a process for the oligomerization of at least one olefinic compound in the form of an olefin or a compound including art olefinic moiety by contacting the at least one olefinic compound with at least two different catalysis, namely a tetramerization catalyst and a further oligomerization catalyst. The tetramerization catalyst comprises a combination of a source of a transition metal and a ligating compound of the formula (R1)mX1(Y)X2(R2)n. The invention also relates to an oligomerization catalyst comprising the combination of (i) source of transition metal for both a tetramerization catalyst and a trimerization catalyst; (ii) a ligating compound for a tetramerization catalyst: (iii) a different ligating compound for a trimerization catalyst: and (iv) optionally an activator.
    Type: Grant
    Filed: June 13, 2005
    Date of Patent: December 13, 2011
    Assignee: Sasol Technology (PTY) Limited
    Inventors: Annette Bollmann, Hulisani Maumela, Kevin Blann
  • Patent number: 8076524
    Abstract: The present invention relates to a method for preparing olefin comonomers from ethylene. The comonomer generated can be used in a subsequent process, such as a polyethylene polymerization reactor. The comonomer generated can be transported, optionally without isolation or storage, to a polyethylene polymerization reactor. One method includes the steps of: feeding ethylene and a catalyst in a solvent/diluent to one or more comonomer synthesis reactors; reacting the ethylene and the catalyst under reaction conditions sufficient to produce an effluent comprising a desired comonomer; forming a gas stream comprising unreacted ethylene, and a liquid/bottoms stream comprising the comonomer, optionally by passing the effluent to one or more downstream gas/liquid phase separators; and purifying at least a portion of said liquid/bottoms stream by removing at least one of solid polymer, catalyst, and undesirable olefins therefrom.
    Type: Grant
    Filed: January 17, 2007
    Date of Patent: December 13, 2011
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: James R. Lattner, John F. Walzer, Jr., Krishnan Sankaranarayanan, John Scott Buchanan, Milind Bholanath Ajinkya, Stephen M Wood, Anastasios I Skoulidas, Jay L Reimers, Timothy Daniel Shaffer
  • Publication number: 20110301398
    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: Application
    Filed: November 18, 2009
    Publication date: December 8, 2011
    Applicant: BASF SE
    Inventors: Thomas Heidemann, Armin Ulonska
  • Patent number: 8049052
    Abstract: A method of deactivate a catalyst system is described. The method may include contacting a reactor effluent comprising a catalyst system, an oligomerized olefin, and diluent with a kill agent to at least partially deactivate the catalyst system, separating the reactor effluent into one or more first streams comprising oligomerized olefin and diluent, the one or more first streams being substantially devoid of the at least partially deactivated catalyst, and a second stream comprising the deactivated catalyst; and contacting the second stream with a quench agent.
    Type: Grant
    Filed: October 30, 2009
    Date of Patent: November 1, 2011
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Bruce E Kreischer, Orson L Sydora, Ronald D Knudsen
  • Patent number: 8003839
    Abstract: The present invention relates to an in-line method for generating comonomer, from monomer, such as ethylene. The comonomer generated is stored prior to transporting to a polyethylene polymerization reactor. The in-line method includes the steps of providing an in-line comonomer synthesis reactor and a downstream gas/liquid phase separator prior to the polymerization reactor; feeding ethylene monomer and a catalyst in a solvent and/or diluent to the comonomer synthesis reactor; reacting the ethylene monomer and the catalyst in solvent and/or diluent under reaction conditions to produce an effluent stream including ethylene monomer and comonomer; passing the effluent stream from the comonomer synthesis reactor to the downstream gas/liquid phase separator to separate a gas stream from a bottom stream, wherein the gas stream is a mixture of ethylene monomer and comonomer; and passing the gas stream to the polymerization reactor to provide the necessary comonomer input.
    Type: Grant
    Filed: September 8, 2006
    Date of Patent: August 23, 2011
    Assignee: Exxonmobil Chemical Patents Inc.
    Inventors: John Scott Buchanan, Krishnan Sankaranarayanan, Milind B. Ajinkya, Stephen M. Wood, Anastasios I. Skoulidas, James R. Lattner, John F. Walzer
  • Patent number: 7982085
    Abstract: The present invention relates to an in-line method for generating comonomer from monomer, such as ethylene. The comonomer generated is directly transported, without isolation or storage, to a polyethylene polymerization reactor. The in-line method includes the steps of providing an in-line comonomer synthesis reactor and a downstream gas/liquid phase separator prior to the polymerization reactor; feeding ethylene monomer and a catalyst in a solvent and/or diluent to the comonomer synthesis reactor; reacting the ethylene monomer and the catalyst in solvent and/or diluent under reaction conditions to produce an effluent stream including ethylene monomer and comonomer; passing the effluent stream from the comonomer synthesis reactor to the downstream gas/liquid phase separator to separate a gas stream from a bottom stream, wherein the gas stream is a mixture of ethylene monomer and comonomer; and passing the gas stream to the polymerization reactor to provide the necessary comonomer input.
    Type: Grant
    Filed: September 8, 2006
    Date of Patent: July 19, 2011
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: John Scott Buchanan, Timothy D. Shaffer, James R. Lattner, John F. Walzer
  • Publication number: 20110172370
    Abstract: The present invention relates to a catalyst for oligomerization of ethylene, comprising a functionalized solid support; a ligand immobilized on the solid support by chemical bonding, wherein the immobilized ligand has the structure (R1)(R2)P—N(R3)—P(R4)—Y-support or (R1)(R2)P—N(R3)—P(R4)—N(R5)—P(R6)—Y-support, wherein R1, R2, R3, R4, R5 and R6 are independently selected from aliphatic group, aryl group, amino group and trimethylsilyl group and Y is the functional group of the support or a derivative thereof; and a chromium compound reacted with the ligand; and to a method for its preparation and a process for oligomerization of ethylene utilizing the catalyst.
    Type: Application
    Filed: March 4, 2009
    Publication date: July 14, 2011
    Inventors: Vugar Aliyev, Mohammed Al-Hazmi, Fuad Mosa, Uwe Rosenthal
  • Patent number: 7943807
    Abstract: The invention relates to a polyalphaolefin formed from a decene and propene and having a branch level greater than 19% and to a process for forming such polyalphaolefins. The invention also relates to a process for forming a polyalphaolefin from at least two monomers, the two monomers comprising a decene and propene, the process comprising the steps of, inter alia, providing a correlation between the total amount of propene used to form the polyalphaolefin and at least one of branch level or viscosity of the polyalphaolefin to make polyalphaolefins comprising decene and propene with predictable branch levels and viscosities.
    Type: Grant
    Filed: February 6, 2008
    Date of Patent: May 17, 2011
    Assignee: Chemtura Corporation
    Inventors: Willie Charles Burton, E. Brian Fox
  • Patent number: 7902415
    Abstract: A process for dimerizing alpha olefins comprising contacting (i) an alpha olefin having at least 3 carbon atoms, (ii) a hexadentate bimetallic catalyst, and (iii) a cocatalyst, and dimerizing the alpha olefin in a reaction zone at conditions effective to dimerize an alpha olefin to form a reaction zone effluent comprising alpha olefin oligomers including alpha olefin dimers. A process for dimerizing olefins comprising contacting (i) an alpha olefin having at least 3 carbon atoms, (ii) a hexadentate bimetallic complex comprising a cobalt compound, and (iii) a cocatalyst, and dimerizing the alpha olefin in a reaction zone at conditions effective to dimerize an alpha olefin to form a reaction zone effluent comprising oligomers including dimmers, wherein greater than 20 weight percent of the alpha olefin has been converted to oligomers, greater than 30 weight percent of the oligomers are dimers, and greater than 85 mole percent of the dimers are linear.
    Type: Grant
    Filed: December 21, 2007
    Date of Patent: March 8, 2011
    Assignee: Chevron Phillips Chemical Company LP
    Inventor: Brooke L. Small