And N-, P-, Or S-containing Patents (Class 585/513)
  • Patent number: 10611706
    Abstract: A method of producing hexene includes: passing a feed stream comprising C1 to C24 hydrocarbons through a distillation column, wherein a reflux ratio of the distillation column is greater than or equal to 1.33; distributing a light fraction comprising C4-C6 hydrocarbons to a top portion of the distillation column; distributing a heavy fraction comprising C8-C12 hydrocarbons to a bottom portion of the distillation column; and withdrawing a top product comprising hexene from the distillation column.
    Type: Grant
    Filed: December 28, 2016
    Date of Patent: April 7, 2020
    Assignee: SABIC GLOBAL TECHNOLOGIES B.V.
    Inventors: Abdullah Saad Al-Dughaither, Shahid Azam, Adel Saeed Al-Dossari, Abdulmajeed Mohammed Al-Hamdan
  • Patent number: 10493442
    Abstract: A composition comprising an N2-phosphinylamidine chromium salt complex having Structure FNPACr I: wherein CrXp is a chromium salt where X is a monoanion and p is an integer from 2 to 6. A process comprising a) contacting i) ethylene, and ii) a catalyst system comprising an N2-phosphinylamidine chromium salt complex having Structure FNPACr I: wherein CrXp is a chromium salt where X is a monoanion and p is an integer from 2 to 6; and b) forming an oligomer product in a reaction zone.
    Type: Grant
    Filed: September 22, 2017
    Date of Patent: December 3, 2019
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Steven M. Bischof, Uriah J. Kilgore, Orson L. Sydora, Daniel H. Ess, Jack T. Fuller, III, Doo-Hyun Kwon
  • Patent number: 10196328
    Abstract: A catalyst system comprising i) a 2-[(phosphinyl)aminyl] cyclic imine transition metal compound complex and ii) an organoaluminum compound. A process comprising contacting i) ethylene, ii) a catalyst system comprising (a) a 2-[(phosphinyl)aminyl] cyclic imine transition metal compound complex, and (b) an organoaluminum compound, and iii) optionally hydrogen to form an oligomer product.
    Type: Grant
    Filed: June 2, 2016
    Date of Patent: February 5, 2019
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Uriah J. Kilgore, Steven M. Bischof, Orson L. Sydora
  • Patent number: 9896392
    Abstract: The present invention relates to a method for oligomerization of ethylene, comprising the steps: a) feeding ethylene, solvent and a catalyst composition comprising catalyst and cocatalyst into a reactor, b) oligomerizing ethylene in the reactor, c) discharging a reactor effluent comprising linear alpha-olefins including 1-butene, solvent, unconsumed ethylene dissolved in the reactor effluent, and catalyst composition from the reactor, d) separating ethylene and 1-butene collectively from the remaining reactor effluent, and e) recycling at least a part of the ethylene and the 1-butene separated in step d) into the reactor.
    Type: Grant
    Filed: June 5, 2013
    Date of Patent: February 20, 2018
    Assignees: SAUDI BASIC INDUSTRIES CORPORATION, LINDE AG
    Inventors: Andreas Meiswinkel, Wolfgang Mueller, Anina Woehl, Marco Harff, Heinz Bolt, Karl-Heinz Hofmann, Hans-Jorg Zander, Anton Wellenhofer, Abduljelil Iliyas, Shehzada Khurram, Shahid Azam, Abdullah Al-Qahtani
  • Patent number: 9421533
    Abstract: A catalyst for synthesizing 1-hexene from ethylene trimerization and its application are provided. Said catalyst consists of (a) the compound containing P and N, (b) electron donor, (c) Cr compound, (d) carrier and (e) accelerator. The molar ratio of (a), (b), (c), (d) and (e) is 0.5-100:0.5-100:1:0.5-10:50-5000. The catalyst is prepared by mixing the components of (a)-(e) in an ethylene trimerization apparatus in situ and ethylene is introduced into the apparatus continuously. The prepared catalyst can be used to synthesize 1-hexene from ethylene trimerization in the inert solvents. The trimerization is performed at 30-150° C. and 0.5-10.0 MPa for 0.1-4 hours. The catalyst has high catalytic activity and high 1-hexene selectivity. During the process of ethylene trimerization, by-product polyethylene does not stick to the apparatus.
    Type: Grant
    Filed: July 22, 2010
    Date of Patent: August 23, 2016
    Assignee: PETROCHINA COMPANY LIMITED
    Inventors: Gang Wang, Sihan Wang, Zhonghua Yang, Jiabo Qu, Baojun Zhang, Qian Chen, Deshun Zhang, Libo Wang, Yali Wang, Buwei Yu, Xiuhui Wang, Fuling Huang, Xuemei Han, Dongmei Niu, Shukun Sun, Wenchao Zhang, Hua Li, Gongchen Yan
  • Patent number: 9394215
    Abstract: Processes for making CX to CY olefins are provided. The processes include reacting a feedstock comprising C5 and C6 olefins under dimerization or oligomerization conditions to provide a dimerization or oligomerization product. The product is separated into a stream comprising unreacted C5 and C6 paraffins, a stream comprising C10 to CX-1 olefins, and a stream comprising CX to CY olefins, wherein X is at least 14 and Y is greater than X and less than or equal to 36.
    Type: Grant
    Filed: July 19, 2011
    Date of Patent: July 19, 2016
    Assignee: UOP LLC
    Inventors: Debarshi Majumder, Stephen Wayne Sohn, Bryan K. Glover, Andrea G. Bozzano
  • Patent number: 9375708
    Abstract: A system and method for preparing and using a metal precursor diluent composition are described. The composition includes a metal precursor, and about 18% to about 80% by weight of an olefinic diluent having between 6 and 18 carbon atoms. Such compositions may be used in oligomerization catalyst systems.
    Type: Grant
    Filed: October 30, 2009
    Date of Patent: June 28, 2016
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Bruce E Kreischer, Ronald D Knudsen, Orson L Sydora
  • 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: 8993822
    Abstract: A method of making a catalyst for use in oligomerizing an olefin comprising a chromium-containing compound, a pyrrole-containing compound, a metal alkyl, a halide-containing compound, and optionally a solvent, the method comprising contacting a composition comprising the chromium-containing compound and a composition comprising the metal alkyl, wherein the composition comprising the chromium-containing compound is added to the composition comprising the metal alkyl.
    Type: Grant
    Filed: October 4, 2010
    Date of Patent: March 31, 2015
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Ronald D. Knudsen, Bruce E. Kreischer, Ronald G. Abbott, Steven D. Bridges, Eduardo J. Baralt, Brooke L. Small
  • Publication number: 20150087873
    Abstract: A process for the tetramerisation of ethylene under solution phase conditions is carried out in the presence of an activated catalyst at a temperature above 80° C. and up to a temperature of about 130° C. The activated catalyst is provided by combining a source of chromium, a ligating compound, which ligating compound includes at least one fluorine substituted hydrocarbyl group, organoheteryl group, or heterohydrocarbyl group, and optionally a catalyst activator or combination of catalyst activators.
    Type: Application
    Filed: May 8, 2013
    Publication date: March 26, 2015
    Inventors: Matthew James Overett, Munaka Christopher Maumela, Moses Mokgolela Mogorosi, Hulisani Maumela, Molise Stephen Mokhadinyana
  • Publication number: 20150080628
    Abstract: Disclosed are novel catalyst solutions comprising an organic complex of nickel, an alkyl aluminum compound, a solvent, and a phosphine compound, that are useful for the preparation of butenes, pentenes and hexenes by the co-dimerization or cross-dimerization of ethylene and propylene. Also disclosed are processes for the dimerization of ethylene and propylene that utilize these catalyst solutions. The catalyst systems described herein demonstrate that, depending on the choice of phosphine compound used with the catalytically active nickel, it is indeed possible to lower the concentration of hexene olefins relative to butenes and pentenes, even in the presence of excess propylene. The selectivity to the linear or branched pentene product can also be controlled by the selection of the phosphine compound. The catalyst solutions may be used with mixtures of olefins.
    Type: Application
    Filed: September 19, 2013
    Publication date: March 19, 2015
    Applicant: Eastman Chemical Company
    Inventors: David William Norman, Joy Lynn Laningham
  • Publication number: 20150080629
    Abstract: A process for the tetramerisation of ethylene under solution phase conditions is carried out in the presence of an activated catalyst at a temperature above 80° C. and up to a temperature of about 115° C. The activated catalyst is provided by combining a source of chromium, a diphosphine ligating compound and optionally a catalyst activator or combination of catalyst activators. The process forms at least 30% 1-octene and a polyethylene co-product that, together with any other reaction products, remains substantially dissolved in the liquid phase. The polyethylene co-product has a weight average molecular weight (Mw) of less than 200 000 g/mol, a number average molecular weight (Mn) of less than 3 000 g/mol, and a melt flow index of more than 20 g/10 minutes.
    Type: Application
    Filed: May 8, 2013
    Publication date: March 19, 2015
    Inventors: Matthew James Overett, Elzet Grobler, Stephen John Evans, Kevin Blann
  • Patent number: 8921251
    Abstract: The invention relates to the field of producing polymers and copolymers of olefin oligomers produced by a trimerization reaction of olefin monomers. There is disclosed a process which comprises producing olefin oligomers with the aid of a trimerization catalyst system prepared using UHF irradiation for activating individual components of the trimerization catalyst system. The use of the trimerization catalyst system thus improved and having increased activity provides for increased effectiveness in the production of olefin oligomers from ethylene or other olefin monomers, inter alia, at a low pressure of ethylene. The olefin oligomers thus produced are then polymerized or copolymerized using processes known in the art. The technical effect consists in increasing the effectiveness of the production of olefin oligomers which are then used in a polymerization or copolymerization reaction.
    Type: Grant
    Filed: January 28, 2011
    Date of Patent: December 30, 2014
    Assignee: Open Joint Stock Company “Sibur Holding”
    Inventors: Timur Mikhailovich Zilbershtein, Maxim Vladimirovich Lipskikh, Alexei Alexandrovich Nosikov, Georgy Viktorovich Nesyn
  • 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: 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
  • Publication number: 20140228608
    Abstract: A process for oligomerization of ethylene, comprising subjecting a catalyst composition to a gas phase of ethylene and conducting an oligomerization, wherein the catalyst composition comprises (a) a chromium compound, (b) a metalated ligand, and (c) an activator or cocatalyst; and catalyst composition as well as a metalated ligand.
    Type: Application
    Filed: February 10, 2014
    Publication date: August 14, 2014
    Applicant: SAUDI BASIC INDUSTRIES CORPORATION
    Inventors: Abdullah Mohammad Al-Qahtani, Mohammed H. Al-Hazmi, Uwe Rosenthal, Bernd H. Müller, Normen Peulecke, Marco Harff, Anina Wöhl, Andreas Meiswinkel, Heinz Bölt, Wolfgang Müller
  • Publication number: 20140221645
    Abstract: N2-phosphinyl amidine compounds, N2-phosphinyl amidinates, N2-phosphinyl amidine metal salt complexes, N2-phosphinyl amidinate metal salt complexes are described. Methods for making N2-phosphinyl amidine compounds, N2-phosphinyl amidinates, N2-phosphinyl amidine metal salt complexes, and N2-phosphinyl amidinate metal salt complexes are also disclosed. Catalyst systems utilizing the N2-phosphinyl amidine metal salt complexes and N2-phosphinyl amidinate metal salt complexes are also disclosed along with the use of the N2-phosphinyl amidine compounds, N2-phosphinyl amidinates, N2-phosphinyl amidine metal salt complexes, and N2-phosphinyl amidinate metal salt complexes for the oligomerization and/or polymerization of olefins.
    Type: Application
    Filed: January 31, 2014
    Publication date: August 7, 2014
    Applicant: CHEVRON PHILLIPS CHEMICAL COMPANY LP
    Inventors: Orson L. Sydora, Michael Carney, Brooke L. Small, Jeffery C. Gee, Steven Hutchison
  • 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: 20140179970
    Abstract: 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 R1R2P—N(R3)—P(R4)—N(R5)—PR6R7, or any cyclic derivatives thereof, wherein at least one of the P or N atoms of the PNPNP-unit is member of a ring system, the ring system being formed from one or more constituent compounds of the ligand by substitution, and a co-catalyst or activator.
    Type: Application
    Filed: December 20, 2013
    Publication date: June 26, 2014
    Applicants: Linde AG, Saudi Basic Industries Corporation
    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: 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: 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
  • Publication number: 20130310619
    Abstract: Methods for dimerizing alpha-olefins utilizing immobilized buffered catalysts wherein the catalytic component is of the form: where X is a halogen, n=2 or 3, M=Ti, V, Cr, Mn, Fe, Co and Ni and R1, R2, R3 and R4 are selected from the group consisting of hydrogen, alkyl, aryl, alkenyl, alkinyl, alkyloxy, substituted aryl, and X are provided. A method for dimerizing alpha-olefins utilizing the immobilized buffered catalysts and a co-catalyst is also provided.
    Type: Application
    Filed: June 12, 2013
    Publication date: November 21, 2013
    Inventors: Matthias Dötterl, Roland Schmidt, Tanja Englmann, Christine Denner, Helmut G. Alt
  • 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
  • Publication number: 20130217941
    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 among titanium, zirconium, or hafnium, whereby said organometallic complex contains at least one alkoxy-type ligand that is functionalized by a heteroatom that is selected from among nitrogen, oxygen, phosphorus or sulfur, or by an aromatic group.
    Type: Application
    Filed: March 28, 2013
    Publication date: August 22, 2013
    Applicant: IFP ENERGIES NOUVELLES
    Inventor: IFP ENERGIES NOUVELLES
  • Patent number: 8487153
    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 X is a halogen, n=2 or 3, M=Ti, V, Cr, Mn, Fe, Co and Ni and R1, R2, R3 and R4 are selected from the group consisting of hydrogen, alkyl, aryl, alkenyl, alkynyl, alkyloxy, substituted aryl, and X are provided. A method for dimerizing alpha-olefins utilizing the immobilized buffered catalysts and a co-catalyst is also provided.
    Type: Grant
    Filed: July 1, 2010
    Date of Patent: July 16, 2013
    Assignee: Phillips 66 Company
    Inventors: Matthias Dötterl, Roland Schmidt, Tanja Englmann, Christine Denner, Helmut G. Alt
  • Patent number: 8471085
    Abstract: Among other things, this disclosure provides an olefin oligomerization system and process, the system comprising: a) a transition metal compound; b) a pyrrole compound having a hydrogen atom on at the 5-position or the 2- and 5-position of a pyrrole compound and having a bulky substituent located on each carbon atom adjacent to the carbon atom bearing a hydrogen atom at the 5-position or the 2- and 5-position of a pyrrole compound. These catalyst system have significantly improved productivities, selectivities to 1-hexene, and provides higher purity 1-hexene within the C6 fraction than catalyst systems using 2,4-dimethyl pyrrole.
    Type: Grant
    Filed: April 30, 2010
    Date of Patent: June 25, 2013
    Assignee: Chevron Phillips Chemical Company LP
    Inventor: Orson L. Sydora
  • 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: 8383873
    Abstract: Disclosed is a process for preparing terminal 1,1-disubstituted alkenes and is to compounds prepared therewith.
    Type: Grant
    Filed: February 16, 2010
    Date of Patent: February 26, 2013
    Assignee: The Chinese University of Hong Kong
    Inventor: Chun Yu Ho
  • Publication number: 20130018214
    Abstract: The present invention provides a catalyst composition for the ethylene oligomerization, which comprises 2-imino-1,10-phenanthroline coordinated iron (II), cobalt (II) or nickel (II) chloride as main catalyst and triethylaluminum as cocatalyst. The present invention also provides a process for oligomerization of ethylene is provided, wherein a catalyst composition comprising 2-imino-1,10-phenanthroline coordinated iron (II), cobalt (II) or nickel (II) chloride as main catalyst and triethylaluminum as cocatalyst is used, and the molar ratio of aluminum in the cocatalyst to central metal in the main catalyst ranges from 30 to less than 200. According to the present invention, another process for oligomerization of ethylene is also provided, wherein a catalyst composition comprising 2-imino-1,10-phenanthroline coordinated iron (II), cobalt (II) or nickel (II) chloride as main catalyst and triethylaluminum as cocatalyst is used, and the temperature of ethylene oligomerization ranges from ?10 to 19° C.
    Type: Application
    Filed: March 30, 2011
    Publication date: January 17, 2013
    Applicant: China Petroleum & Chemical Corporation
    Inventors: Mingfang Zheng, Weizhen Li, Huaijie Wang, Jun Liu, Haiying Zhang, Yu Zhou, Tonglin Li, Lan Zhao, Jilong Wang, Hongfei Wu, Yuling Piao, Junlong Sui
  • 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: 8334420
    Abstract: A metal complex comprising a metal compound complexed to a heteroatomic ligand, the metal complex having Structure X: wherein R1, R2, R3, and R4 are each independently an alkyl group, a cycloalkyl group, a substituted cycloalkyl group, an aromatic group, or a substituted aromatic group, R1c, R2c, R3c, R4c, and R5c are each independently hydrogen or an alkyl group, and MXp comprises a group IVB, VB, or VIB metal. A metal complex comprising a metal compound complexed to a diphosphino aminyl ligand comprising at least two diphosphino aminyl moieties and a linking group linking each aminyl nitrogen atom of the diphosphino aminyl moieties.
    Type: Grant
    Filed: May 7, 2008
    Date of Patent: December 18, 2012
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Brooke L. Small, Jeffery C. Gee
  • Publication number: 20120302715
    Abstract: The invention relates to the field of producing polymers and copolymers of olefin oligomers produced by a trimerization reaction of olefin monomers. There is disclosed a process which comprises producing olefin oligomers with the aid of a trimerization catalyst system prepared using UHF irradiation for activating individual components of the trimerization catalyst system. The use of the trimerization catalyst system thus improved and having increased activity provides for increased effectiveness in the production of olefin oligomers from ethylene or other olefin monomers, inter alia, at a low pressure of ethylene. The olefin oligomers thus produced are then polymerized or copolymerized using processes known in the art. The technical effect consists in increasing the effectiveness of the production of olefin oligomers which are then used in a polymerization or copolymerization reaction.
    Type: Application
    Filed: September 30, 2010
    Publication date: November 29, 2012
    Inventors: Timur Mikhailovich Zilbershtein, Maxim Vladimirovich Lipskikh, Alexei Alexandrovich Nosikov, Georgy Viktorovich Nesyn
  • 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: 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: 20120136189
    Abstract: The present invention relates generally to buffered ionic liquids that are very useful for dimerization of olefins, such as isopropene, wherein the buffer is a phosphine or a bismuthine or an arsine or an amine.
    Type: Application
    Filed: February 11, 2011
    Publication date: May 31, 2012
    Applicant: CONOCOPHILLIPS COMPANY - IP SERVICES GROUP
    Inventors: Matthias Dötterl, Helmut G. Alt, Roland Schmidt
  • Publication number: 20120088933
    Abstract: An ethylene oligomerization catalyst which contains a bridged diphosphine ligand having the formula (R1)m(X1)nP1-bridge-P2(R2)X2 wherein R1 and R2 are independently selected from the group consisting of hydrocarbyl and heterohydrocarbyl; X1 is selected from the group consisting of halogen, hydrocarbyl and heterohydrocarbyl; m is 1 or 2; n is 0 or 1; m+n=2; bridge is a divalent bridging group bonded to P1 and P2; and X2 is halogen. The present ligands differ from prior diphosphine ligands used in olefin oligomerization processes in that at least one halide substituent is directly bonded to at least one P atom of the ligand.
    Type: Application
    Filed: September 21, 2011
    Publication date: April 12, 2012
    Inventors: Charles Ashton Garret Carter, Xiaoliang Gao
  • Patent number: 8101809
    Abstract: Provided is a base oil, comprising one or more oligomerized olefins, wherein the base oil has: (d) a kinematic viscosity at 100° C. grater than 2.9 mm2/s; (e) a viscosity index from 25 to 90; and (f) a cloud point less than ?55° C. Provided is a base oil made by oligomerizing propylene in an ionic liquid catalyst, where the base oil has a viscosity index from 25 to 90 and the base oil is colorless. Provided is a base oil made by oligomerizing an olefin feed comprising propylene in an acidic alkyl-pyridinium chloroaluminate ionic liquid, wherein the base oil has a viscosity index from 25 to 90, and a cloud point less than ?55° C.
    Type: Grant
    Filed: August 10, 2009
    Date of Patent: January 24, 2012
    Assignee: Chevron U.S.A. Inc.
    Inventors: Saleh Elomari, Stephen J. Miller
  • 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
  • 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: 8067654
    Abstract: Transition metal catalysts comprise (a) a source of a Group 3 to 10 transition metal, (b) a ligand having the formula: R1R2X—Y—XR3R4 wherein X is phosphorus, arsenic or antimony, Y is a bridging group having the formula: Z-(A)-D-Rm wherein Z is the moiety linking the X groups, A is a linear or cyclic hydrocarbyl, substituted hydrocarbyl, heterohydrocarbyl or substituted heterohydrocarbyl linking group wherein the number of atoms directly linking Z to D is 1, 2 or 3, D is N, P, As, O, S or Se, R is hydrogen, alkyl, hydrocarbyl, substituted hydrocarbyl, heteroalkyl, heterohydrocarbyl or substituted heterohydrocarbyl, and m is 1 or 2, R1, R2, R3, and R4 are the same or different and represent hydrocarbyl or functionalized hydrocarbyl moieties with the proviso that if D is nitrogen, R is not a cyclic ether, and optionally an activator. The transition metal catalysts are suitable for the selective trimerisation or tetramerisation of olefins in particular ethylene.
    Type: Grant
    Filed: February 1, 2007
    Date of Patent: November 29, 2011
    Assignee: Ineos Europe Limited
    Inventors: John E Bercaw, Paul Richard Elowe, Stefan Klaus Spitzmesser
  • Publication number: 20110287927
    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 among titanium, zirconium, or hafnium, whereby said organometallic complex contains at least one alkoxy-type ligand that is functionalized by a heteroatom that is selected from among nitrogen, oxygen, phosphorus or sulfur, or by an aromatic group.
    Type: Application
    Filed: May 17, 2011
    Publication date: November 24, 2011
    Applicant: IFP ENERGIES NOUVELLES
    Inventors: Fabien GRASSET, Stephane HARRY, David PRORIOL, Lionel MAGNA
  • 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: 7994376
    Abstract: Provided is a method of oligomerizing alpha olefins. In an embodiment, an oligomerization catalyst system is contacted in at least one continuous reactor with a feed comprising olefins; an effluent comprising product olefins having at least four carbon atoms is withdrawn from the reactor; the oligomerization catalyst system comprises iron or cobalt, or combinations thereof; and the single pass conversion of ethylene is at least about 40 weight percent among product olefins having at least four carbon atoms. In another embodiment, the single pass conversion of ethylene comprises at least about 65 weight percent among product olefins having at least four carbon atoms. In another embodiment, product olefins of the effluent having twelve carbon atoms comprise at least about 95 weight percent 1-dodecene. In another embodiment, product olefins comprise at least about 80 weight percent linear 1-alkenes.
    Type: Grant
    Filed: June 8, 2009
    Date of Patent: August 9, 2011
    Assignee: Chevron Phillips Chemical Company LP
    Inventors: Brooke L. Small, Bruce E. Kreischer
  • 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: 20110105704
    Abstract: The present invention discloses post-metallocene complexes based on sterically encumbered bi- and tri-dentate naphthoxy-imine ligands. It also relates to the use of such post-metallocene complexes in the oligomerisation of ethylene to selectively prepare vinyl-end capped linear alpha-olefins.
    Type: Application
    Filed: April 24, 2009
    Publication date: May 5, 2011
    Applicants: TOTAL PETROCHEMICALS RESEARCH FELUY, Centre National De Le Recherche Scientifique (CNRS)
    Inventors: Jean-Francois Carpentier, Evgueni Kirillov, Abbas Razavi
  • 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