Al-and Transition Metal-containing Patents (Class 585/512)
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Patent number: 12030842Abstract: The present disclosure provides a hydroxyaromatic product. The alkyl hydroxyaromatic compound having a structure given by where R is a hydroxyaromatic group, X is hydrogen or methyl group and where n is 1 or greater.Type: GrantFiled: February 11, 2021Date of Patent: July 9, 2024Assignees: CHEVRON ORONITE COMPANY LLC, CHEVRON U.S.A. INC.Inventors: Andrew R. Gibbs, Sven Ivar Hommeltoft
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Patent number: 11878952Abstract: 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: GrantFiled: November 14, 2022Date of Patent: January 23, 2024Assignee: Chevron Phillips Chemical Company LPInventor: Brooke L. Small
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Patent number: 11649301Abstract: 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: GrantFiled: June 7, 2019Date of Patent: May 16, 2023Assignee: Dow Global Technologies LLCInventors: Nitin Borse, Zhenshuo Bobby Liu, Ian M. Munro, Swapnil B. Chandak
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Patent number: 11541327Abstract: 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: GrantFiled: October 29, 2019Date of Patent: January 3, 2023Inventors: Jun Seok Ko, Hoi In Jeong, Jeong Seok Lee, Dong Min Kim, Su Ji Yoon
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Patent number: 11498889Abstract: 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: GrantFiled: September 10, 2021Date of Patent: November 15, 2022Inventors: Steven M. Bischof, James Hillier
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Patent number: 11021417Abstract: 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: GrantFiled: December 11, 2019Date of Patent: June 1, 2021Assignee: Evonik Operations GmbHInventors: Stephan Peitz, Guido Stochniol, Reiner Bukohl
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Patent number: 10975001Abstract: 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: GrantFiled: November 15, 2017Date of Patent: April 13, 2021Assignee: IDEMITSU KOSAN CO., LTD.Inventors: Shinji Miyamoto, Naoya Kawano, Tuan Anh Tran
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Patent number: 10689310Abstract: 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: GrantFiled: September 26, 2017Date of Patent: June 23, 2020Inventor: Hiroki Emoto
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Patent number: 10442741Abstract: 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: GrantFiled: March 4, 2015Date of Patent: October 15, 2019Assignee: AJOU UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATIONInventors: Bun Yeoul Lee, Jong Yeob Jeon, Dong Sik Park
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Patent number: 10105693Abstract: 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: GrantFiled: December 12, 2014Date of Patent: October 23, 2018Assignee: SAUDI BASIC INDUSTRIES CORPORATIONInventors: Roland Schmidt, Mohammed H. Al-Hazmi, Mohammed F. Al-Anazi, Pradhan DevRanjan
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Patent number: 9931622Abstract: 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: GrantFiled: July 2, 2015Date of Patent: April 3, 2018Assignee: IFP ENERGIES NOUVELLESInventors: Lionel Magna, Helene Olivier-Bourbigou
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Patent number: 9919298Abstract: 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: GrantFiled: December 12, 2014Date of Patent: March 20, 2018Assignee: SAUDI BASIC INDUSTRIES CORPORATIONInventors: Roland Schmidt, Mohammed H. Al-Hazmi, Mohammed F. Al-Anazi, DevRanjan J. Pradhan
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Patent number: 9309167Abstract: 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: GrantFiled: March 28, 2013Date of Patent: April 12, 2016Assignee: IFP ENERGIES NOUVELLESInventors: Fabien Grasset, Stephane Harry, David Proriol, Lionel Magna
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Patent number: 9200216Abstract: 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: GrantFiled: August 12, 2010Date of Patent: December 1, 2015Assignee: EVONIK DEGUSSA GmbHInventors: Christian Boeing, Dietrich Maschmeyer, Markus Winterberg, Stefan Buchholz, Berthold Melcher, Marco Haumann, Peter Wasserscheid
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Patent number: 9181144Abstract: 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: GrantFiled: February 11, 2013Date of Patent: November 10, 2015Assignee: The United States of America as Represented by the Secretary of the NavyInventors: Michael E. Wright, Benjamin G. Harvey, Roxanne L. Quintana
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Publication number: 20150148578Abstract: 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: ApplicationFiled: November 26, 2013Publication date: May 28, 2015Applicant: Saudi Arabian Oil CompanyInventors: Miao Sun, Wei Xu
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Patent number: 8969636Abstract: 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: GrantFiled: March 21, 2012Date of Patent: March 3, 2015Assignee: The United States of America as Represented by the Secretary of the NavyInventors: Michael E. Wright, Benjamin G. Harvey
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Patent number: 8937195Abstract: 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: GrantFiled: March 29, 2012Date of Patent: January 20, 2015Assignee: Sumitomo Chemical Company, LimitedInventors: Taichi Senda, Masaya Tanimoto, Hidenori Hanaoka
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Patent number: 8912346Abstract: A phosphine ligand suitable for use in telomerizing butadiene comprises two phenyl groups and a xanthene moiety.Type: GrantFiled: May 14, 2009Date of Patent: December 16, 2014Assignee: Dow Global Technologies LLCInventors: Petrus Van Leeuwen, Mathieu Tschan, Eduardo Jose Garcia-Suarez, Zoraida Freixa, Henk Hagen
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Publication number: 20140171712Abstract: 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: ApplicationFiled: December 18, 2012Publication date: June 19, 2014Applicant: UOP LLCInventors: Deng-Yang Jan, Jaime G. Moscoso, Paula L. Bogdan
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Patent number: 8748682Abstract: 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: GrantFiled: September 26, 2013Date of Patent: June 10, 2014Assignee: UOP LLCInventors: Christopher P. Nicholas, Alakananda Bhattacharyya, David E. Mackowiak
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Patent number: 8748681Abstract: 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: GrantFiled: March 31, 2009Date of Patent: June 10, 2014Assignee: UOP LLCInventors: Christopher P. Nicholas, Alakananda Bhattacharyya, David E. Mackowiak
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Publication number: 20140142360Abstract: 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: ApplicationFiled: July 25, 2012Publication date: May 22, 2014Applicant: NOVA CHEMICALS (INTERNATIONAL) S.A.Inventors: Stephen John Brown, Charles Ashton Garret Carter, P. Scott Chisholm, Peter Zoricak, Oleksiy Golovchenko
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Patent number: 8637721Abstract: 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: GrantFiled: June 16, 2008Date of Patent: January 28, 2014Assignees: Saudi Basic Industries Corporation, Linde AGInventors: 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
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Publication number: 20140018564Abstract: 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: ApplicationFiled: March 29, 2012Publication date: January 16, 2014Applicant: Sumitomo Chemical Company, LimitedInventors: Taichi Senda, Masaya Tanimoto, Hidenori Hanaoka
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Patent number: 8575410Abstract: 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: GrantFiled: March 31, 2009Date of Patent: November 5, 2013Assignee: UOP LLCInventors: Christopher P. Nicholas, Alakananda Bhattacharyya, David E. Mackowiak
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Patent number: 8536391Abstract: 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: GrantFiled: June 15, 2010Date of Patent: September 17, 2013Assignee: Chevron Phillips Chemical Company LPInventors: 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
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Patent number: 8524968Abstract: 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: GrantFiled: December 13, 2010Date of Patent: September 3, 2013Assignee: Chevron U.S.A. Inc.Inventors: Saleh A. Elomari, Stephen J. Miller, Sven Ivar Hommeltoft
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Patent number: 8461406Abstract: 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: GrantFiled: July 10, 2006Date of Patent: June 11, 2013Assignee: Sasol Technology (PTY) LimitedInventors: Matthew James Overett, Kevin Blann, Esna Killian, David Hedley Morgan, Hulisani Maumela, Annette Bollmann, John Thomas Dixon
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Patent number: 8404915Abstract: 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: GrantFiled: August 24, 2007Date of Patent: March 26, 2013Assignee: 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
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Patent number: 8395007Abstract: 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: GrantFiled: July 29, 2009Date of Patent: March 12, 2013Assignee: The United States of America as represented by the Secretary of the NavyInventors: Michael E. Wright, Benjamin G. Harvey, Roxanne L. Quintana
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Patent number: 8344198Abstract: 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: GrantFiled: March 15, 2004Date of Patent: January 1, 2013Assignee: Chevron Phillips Chemical Company LPInventors: Warren M. Ewert, Bruce E. Kreischer, Ronald D. Knudsen
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Patent number: 8309779Abstract: 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: GrantFiled: December 24, 2007Date of Patent: November 13, 2012Assignees: 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
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Patent number: 8258361Abstract: 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: GrantFiled: June 27, 2008Date of Patent: September 4, 2012Assignee: 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
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Patent number: 8252871Abstract: 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: GrantFiled: March 4, 2009Date of Patent: August 28, 2012Assignees: Saudi Basic Industries Corporation, Linde AGInventors: 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
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Patent number: 8222471Abstract: 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: GrantFiled: December 13, 2010Date of Patent: July 17, 2012Assignee: Chevron U.S.A. Inc.Inventors: Saleh Elomari, Stephen J. Miller, Sven Ivar Hommeltoft, Hye-Kyung C. Timken
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Patent number: 8198497Abstract: 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: GrantFiled: December 9, 2002Date of Patent: June 12, 2012Assignee: Polimeri Europa S.p.A.Inventors: Paolo Biagini, Liliana Gila
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Publication number: 20120142988Abstract: 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: ApplicationFiled: August 5, 2009Publication date: June 7, 2012Applicant: SUMITOMO CHEMICAL COMPANY, LIMITEDInventor: Shinjiro Ishihara
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Patent number: 8134038Abstract: 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: GrantFiled: September 26, 2006Date of Patent: March 13, 2012Assignee: Sasol Technology (PTY) LimitedInventors: David Shane McGuinness, Adam John Rucklidge
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Patent number: 8124821Abstract: 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: GrantFiled: August 10, 2009Date of Patent: February 28, 2012Assignee: Chevron U.S.A. Inc.Inventors: Saleh Elomari, Stephen J. Miller
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Patent number: 8119850Abstract: 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: GrantFiled: February 15, 2006Date of Patent: February 21, 2012Assignee: Idemitsu Kosan Co., Ltd.Inventors: Shinjiro Fujikawa, Takuji Okamoto, Kiyohiko Yokota
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Patent number: 8119851Abstract: 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: GrantFiled: July 6, 2009Date of Patent: February 21, 2012Assignee: Chevron U.S.A. Inc.Inventors: Saleh Elomari, Russell R. Krug, Stephen J. Miller
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Patent number: 8076524Abstract: 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: GrantFiled: January 17, 2007Date of Patent: December 13, 2011Assignee: 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
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Patent number: 8076523Abstract: 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: GrantFiled: June 13, 2005Date of Patent: December 13, 2011Assignee: Sasol Technology (PTY) LimitedInventors: Annette Bollmann, Hulisani Maumela, Kevin Blann
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Publication number: 20110301398Abstract: 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: ApplicationFiled: November 18, 2009Publication date: December 8, 2011Applicant: BASF SEInventors: Thomas Heidemann, Armin Ulonska
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Patent number: 8049052Abstract: 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: GrantFiled: October 30, 2009Date of Patent: November 1, 2011Assignee: Chevron Phillips Chemical Company LPInventors: Bruce E Kreischer, Orson L Sydora, Ronald D Knudsen
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Patent number: 8003839Abstract: 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: GrantFiled: September 8, 2006Date of Patent: August 23, 2011Assignee: 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
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Patent number: 7982085Abstract: 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: GrantFiled: September 8, 2006Date of Patent: July 19, 2011Assignee: ExxonMobil Chemical Patents Inc.Inventors: John Scott Buchanan, Timothy D. Shaffer, James R. Lattner, John F. Walzer
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Publication number: 20110172370Abstract: 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: ApplicationFiled: March 4, 2009Publication date: July 14, 2011Inventors: Vugar Aliyev, Mohammed Al-Hazmi, Fuad Mosa, Uwe Rosenthal
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Patent number: 7943807Abstract: 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: GrantFiled: February 6, 2008Date of Patent: May 17, 2011Assignee: Chemtura CorporationInventors: Willie Charles Burton, E. Brian Fox