N- Or P-containing Catalyst Patents (Class 585/527)
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Patent number: 11873365Abstract: A solid catalyst component for the polymerization of olefins made from or containing Mg, Ti and an electron donor of formula (I) where the R1 and R5 groups, equal to or different from each other, are selected from C1-C15 hydrocarbon groups, R2 group is selected from C2-C10 hydrocarbon groups, R3 to R4 groups, independently, are selected from hydrogen or C1-C20 hydrocarbon groups, optionally fused together to form one or more cycles, with the proviso that at least one of R3 to R4 groups is a C1-C20 alkyl group.Type: GrantFiled: June 24, 2020Date of Patent: January 16, 2024Assignee: Basell Poliolefine Italia S.r.l.Inventors: Alessandro Mignogna, Dario Liguori, Giampiero Morini
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Patent number: 11453627Abstract: Implementations described herein generally relate to methods for purifying alpha-olefins. The alpha-olefins may be used to form drag reducing agents for improving flow of hydrocarbons through conduits, particularly pipelines. In one implementation, a method of increasing alpha-olefin content is provided. The method includes providing an olefin feedstock composition having an alpha-mono-olefin and at least one of a diolefin having an equal number of carbon atoms to the alpha-mono-olefin and/or a triolefin having an equal number of carbon atoms to the alpha-mono-olefin. The method further includes contacting the olefin feedstock composition with ethylene in the presence of a catalyst composition including an olefin metathesis catalyst. The method further includes reacting the olefin feedstock composition and ethylene at metathesis reaction conditions to produce an alpha-olefin product comprising the alpha-mono-olefin and alpha-olefins having fewer carbon atoms than the alpha-mono-olefin.Type: GrantFiled: February 28, 2020Date of Patent: September 27, 2022Assignee: LIQUIDPOWER SPECIALTY PRODUCTS, INC.Inventor: Stuart N. Milligan
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Patent number: 10947324Abstract: A flexible manufacturing system for selectively producing different alpha-olefins from ethylene includes: (a) a reaction section 18 with ethylene feed operative to oligomerize ethylene; (b) a catalyst feed system 12, 14, 16 comprising a plurality of independent homogeneous catalyst feeders connected with the reaction section for alternatively providing different selective homogeneous catalyst compositions to the reaction section; (c) an ethylene recycle column 22 coupled to the reaction section and adapted to receive crude product and unreacted ethylene therefrom, the recycle column being operative to separate ethylene and optionally lower oligomers from the crude product which are recycled to the ethylene feed to the reaction section, the ethylene recycle column being further operative to provide a crude product bottoms stream; (d) a catalyst removal section 20 coupled to the reaction section adapted to remove spent catalyst from the system; and (e) a first product separation column 24 connected to the recycType: GrantFiled: February 28, 2020Date of Patent: March 16, 2021Assignee: TPC Group LLCInventors: Michael O. Nutt, Baiyi Zhao
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Patent number: 10807922Abstract: The present invention relates to a method of preparing ?-olefins by oligomerization of C2-C4 olefins. The method is carried out by oligomerization of C2-C4 olefins in the presence of a catalyst system comprising a transition metal source, an activator, which is an alkylaluminoxane, and a compound of formula (I), Ar1Ar2P—N(R)—PAr3Ar4 [formula I], wherein Ar1-4 are the same or different and are selected from substituted or unsubstituted C6-C10 aryl, R is selected from linear or branched C1-C4 alkyl, substituted or unsubstituted C6-C10 aryl, and substituted or unsubstituted C3-C10 cycloalkyl, wherein the oligomerization is carried out in a solvent, which is a bicyclic compound or a mixture of bicyclic compounds, preferably decalin. The claimed method provides a significant increase in the activity of the catalyst during the oligomerization process and, as a consequence, a reduction in the catalyst unit consumption, as well a reduction in the formation of polymer by-product.Type: GrantFiled: July 15, 2016Date of Patent: October 20, 2020Assignee: PUBLIC JOINT STOCK COMPANY “SIBUR HOLDING”Inventors: Vladislav Alexandrovich Kardash, Denis Alekseevich Lenev, Maxim Vladimirovich Lipskikh, Rafael Acevedo Forero
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Patent number: 9670110Abstract: A method for producing propylene, the method contains: producing a silica composite by preparing a raw material mixture containing silica and zeolite; drying the raw material mixture to obtain a dried product; and calcining the dried product; wherein the method contains the step of bringing a solution of phosphate into contact with the zeolite and/or the dried product to thereby adjust a phosphorus content in the silica composite to 0.01 to 1.0% by mass based on the total mass of the silica composite, a source of the phosphorus is phosphate, and the zeolite is of MFI type and has a SiO2/Al2O3 ratio (by mol) of 20 or more; and bringing the silica composite into contact with a hydrocarbon source containing at least one component selected from the group consisting of ethylene, ethanol, methanol, and dimethyl ether in the presence of steam.Type: GrantFiled: November 21, 2016Date of Patent: June 6, 2017Assignee: ASAHI KASEI KABUSHIKI KAISHAInventors: Kenji Akagishi, Ryusuke Miyazaki
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Patent number: 9637508Abstract: Provided are ligand compounds containing two or more diphosphinoamine functional groups, where the two or more diphosphinoamine functional groups are linked by 4 carbon atoms, a catalyst system including the ligand compounds for olefin oligomerization, and a method for olefin oligomerization using the same. The catalyst system for olefin oligomerization according to the present invention has excellent catalytic activity, and yet, exhibits high selectivity to 1-hexene and 1-octene, thus enabling efficient preparation of alpha-olefin.Type: GrantFiled: November 18, 2014Date of Patent: May 2, 2017Assignee: LG CHEM, LTD.Inventors: Yong Ho Lee, Eun Ji Shin, Seok Pil Sa, Ki Soo Lee
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Patent number: 9586872Abstract: Processes for oligomerizing olefins utilizing a catalyst system including a) a transition metal complex that is transition metal compound complexed to a pyridine bisimine ligand and b) a metal alkyl and controlling the olefin oligomer product distribution K value by adjusting i) a transition metal of the transition metal complex concentration in the reactor, ii) a metal of the metal alkyl concentration in the reactor, iii) a metal of the metal alkyl to transition metal of the transition metal complex molar ratio in the reactor, and iv) any combination thereof.Type: GrantFiled: December 30, 2011Date of Patent: March 7, 2017Assignee: Chevron Phillips Chemical Company LPInventors: Brooke L. Small, Ray Rios
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Patent number: 9352309Abstract: 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 independently-selected C1 to C18 organyl groups at the 2- and 5-positions, wherein at least one of the organyl group alpha-carbon atoms attached to the 2- and 5-positions of the pyrrole compound is a secondary carbon atoms; and c) a metal alkyl. For example, the 2,5-diethylpyrrole (2,5-DEP)-based catalyst systems can afford a productivity increases over unsubstituted pyrrole catalyst systems, non-2,5-disubstituted catalyst systems, and 2,5-dimethylpyrrole (2,5-DMP) catalyst systems.Type: GrantFiled: October 30, 2009Date of Patent: May 31, 2016Assignee: Chevron Phillips Chemical Company LPInventor: Orson L. Sydora
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Patent number: 9127097Abstract: A new P-N-P ligand is useful in ethylene oligomerizations. In combination with i) a source of chromium; and ii) an activator such as methylalumoxane; the ligand of this invention may be used to prepare an oligomer product that contains a mixture of high purity alpha olefins. In a preferred embodiment, the ligand of this invention enables a selective oligomerization in which the majority of the liquid product is a mixture of hexene and octene. The amount of by-product polymer that is produced in preferred oligomerization reactions is advantageously low.Type: GrantFiled: April 22, 2015Date of Patent: September 8, 2015Assignee: NOVA Chemicals (International) S.A.Inventors: Xiaoliang Gao, Peter Zoricak
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Patent number: 9018431Abstract: The present invention relates to a catalyst composition for oligomerization of ethylene, comprising a chromium compound; a ligand of the general structure R1R2P—N(R3)—P(R4)—N(R5)—H, wherein R1, R2, R3, R4 and R5 are independently selected from halogen, amino, trimethylsilyl, C1-C10-alkyl, aryl and substituted aryl; a modifier containing organic or inorganic halide; and an activator or co-catalyst; and a process for oligomerization utilizing that catalyst.Type: GrantFiled: March 24, 2010Date of Patent: April 28, 2015Assignees: Saudi Basic Industries Corporation, Linde AGInventors: Anina Wöhl, Uwe Rosenthal, Bernd H. Müller, Normen Peulecke, Stephan Peitz, Wolfgang Müller, Heinz Bölt, Andreas Meiswinkel, Bhaskar Reddy Aluri, Mohammed Al-Hazmi, Mohammed Al-Masned, Khalid Al-Eidan, Fuad Mosa
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Patent number: 8993822Abstract: 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: GrantFiled: October 4, 2010Date of Patent: March 31, 2015Assignee: Chevron Phillips Chemical Company LPInventors: Ronald D. Knudsen, Bruce E. Kreischer, Ronald G. Abbott, Steven D. Bridges, Eduardo J. Baralt, Brooke L. Small
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Patent number: 8933285Abstract: Methods are provided for producing a jet fuel composition from a feedstock comprising a natural oil. The methods comprise reacting the feedstock with a low-weight olefin in the presence of a metathesis catalyst under conditions sufficient to form a metathesized product. The methods further comprise hydrogenating the metathesized product under conditions sufficient to form a jet fuel composition.Type: GrantFiled: November 25, 2009Date of Patent: January 13, 2015Assignee: Elevance Renewable Sciences, Inc.Inventors: Melvin L. Luetkens, Jr., Steven A. Cohen, Chander Balakrishnan
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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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Patent number: 8871154Abstract: 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: GrantFiled: August 15, 2012Date of Patent: October 28, 2014Assignee: Chevron U.S.A. Inc.Inventor: Sven Ivar Hommeltoft
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Patent number: 8865955Abstract: One exemplary embodiment is a process for oligomerizing one or more hydrocarbons. The process includes providing a feed including one or more C3 and C4 hydrocarbons to a separation zone, separating a first stream including an effective amount of C3 olefins for oligomerizing, separating a second stream including an effective amount of one or more C4 olefins for oligomerizing, providing at least a portion of the first stream to a first oligomerization zone for producing at least one of a C9 and a C12 hydrocarbon, and providing at least a portion of the second stream to a second oligomerization zone for producing at least one of a C8 and a C12 hydrocarbon.Type: GrantFiled: December 10, 2010Date of Patent: October 21, 2014Assignee: UOP LLCInventors: Steven Lee Krupa, Christian D. Freet, Mohamed Shakur
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Patent number: 8853483Abstract: A process for oligomerizing isoolefins, the process including: feeding an isoolefin to an oligomerization reaction zone; feeding an oxygen-containing reaction moderator to the oligomerization reaction zone; concurrently in the oligomerization reaction zone: contacting the isoolefin with an oligomerization catalyst to convert at least a portion of the isoolefin to oligomers comprising dimers and trimers of the isoolefin; reacting a portion of the moderator with a portion of at least one of the isoolefin and the oligomers to form an oxygenated oligomerization byproduct; recovering an effluent from the oligomerization reaction zone comprising the oligomers and the oxygenated oligomerization byproduct; fractionating at least a portion of the effluent to recover a fraction comprising the oxygenated oligomerization byproduct and the trimers and a fraction comprising the dimers.Type: GrantFiled: December 2, 2008Date of Patent: October 7, 2014Assignee: Catalytic Distillation TechnologiesInventors: Mitchell E. Loescher, Turi Odegard
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Patent number: 8686209Abstract: In an ?-olefin manufacturing process by the oligomerization of ethylene using an iron complex of a diimine of a 2,6-diacylpyridine or a 2,6-pyridinecarboxaldehyde, in which certain substituted iminoaryl groups are present, less higher molecular weight unwanted products are produced when the diimine and/or its precursor arylamine does not have impurities with substitution on a second ortho position to the imino group. This leads to less fouling of the process apparatus and higher yields of desired ?-olefins.Type: GrantFiled: August 17, 2010Date of Patent: April 1, 2014Assignee: E. I. du Pont de Nemours and CompanyInventor: Joel David Citron
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Publication number: 20140088319Abstract: The present invention discloses a catalytic system for preparing highly branched alkane from olefin, which contains novel nickel or palladium complexes. In the presence of the catalytic system, highly branched oily alkane mixture can be efficiently obtained from olefins (such as ethylene) under mild conditions. The alkane mixture has a low bromine number, and can be used as a processing aid(s) and lubricant base oil with high-performance. Provides also was a method for preparing the catalyst and a method for preparing an oily olefin polymer.Type: ApplicationFiled: April 23, 2012Publication date: March 27, 2014Applicant: Shanghai Institute of Organic Chemistry, Chinese Academy of SciencesInventors: Yong Tang, Wenjie Tao, Xiuli Sun, Junfang Li, Zheng Wang
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Patent number: 8680003Abstract: 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: GrantFiled: December 29, 2010Date of Patent: March 25, 2014Assignee: Chevron Phillips Chemical Company LPInventors: Orson L. Sydora, Michael Carney, Brooke L. Small, Jeffery C. Gee, Steven Hutchison
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Patent number: 8664460Abstract: The application discloses novel processes for the oligomerization of unsaturated hydrocarbons, and more specifically the use of selected ionic liquids containing Indium (III) Chloride in the oligomerization of unsaturated hydrocarbons, which allows for selection of the oligomers formed.Type: GrantFiled: December 12, 2006Date of Patent: March 4, 2014Assignee: The Queen's University of BelfastInventors: Martyn John Earle, Johanna Kärkkäinen, Natalia V. Plechkova, Alina Tomaszowska, Kenneth Richard Seddon
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Patent number: 8664461Abstract: This invention is directed to new mono-cyclopentadienyl (“mono-Cp”) metallocene catalyst compounds useful for producing high viscosity PAOs with narrow molecular weight distribution and good shear stability. Specifically, this invention relates to a group of bridged mono-Cp catalysts wherein, in an embodiment of the invention, the aromatic ring structure is substituted with: 1) at least one phenyl group, 2) at least one alkyl group, and 3) at least one other group, such as a hydrocarbyl group, a heteroatom, or a heteroatom-containing group.Type: GrantFiled: March 19, 2012Date of Patent: March 4, 2014Assignee: ExxonMobil Chemical Patents Inc.Inventors: Bruce A. Harrington, Abhimanyu O. Patil, Donna J. Crowther, Phillip T. Matsunaga, Kevin B. Stavens, Catalina L. Coker
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Patent number: 8598396Abstract: Olefin feeds with high olefin content and/or containing a substance that generates water when contacting the catalyst, are oligomerised over solid phosphoric acid catalyst in tubular reactors by introducing the olefin feed into the reactor and maintaining the reacting mixture under conditions whereby the peak temperature is controlled to be below 265° C. and preferably a single liquid or dense phase is maintained and the average temperature throughout the reactor is maintained in the range 190° C. to 260° C.Type: GrantFiled: June 9, 2006Date of Patent: December 3, 2013Assignee: ExxonMobil Chemical Patents Inc.Inventors: Stephen Wayne Beadle, John Stephen Godsmark, Robert L. Wolf
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Publication number: 20130289326Abstract: A catalyst comprising a NCN pincer ligand group VI complex is capable of being used as an olefin polymerization or isomerization catalyst that does not require an expensive cocatalyst. The complex has the NCN pincer ligand in a trianionic form with the group VI in the +3 oxidation state or the +4 oxidation state and complexed to an anionic hydrocarbon group, or the complex has the NCN pincer ligand in a dianionic form with the group VI in the +2 oxidation state. The complex is capable of initiating the polymerization of alkenes without an added activator. The presence of a water scavenger and activator or cocatalyst, such as triisobutylaluminum, increases the catalytic activity. The complex is capable of selectively isomerizing 1-alkenes to cis/trans 2-alkenes.Type: ApplicationFiled: March 28, 2013Publication date: October 31, 2013Inventors: KEVIN P. MCGOWAN, ADAM S. VEIGE
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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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Publication number: 20130225462Abstract: This invention relates to terpene derived compounds and farnesene derived compounds, and to the use of such terpene derived compounds and farnesene derived compounds in lubricants, detergents, dispersants, functional fluids, fuels, polymer compositions, cold flow improvers, and the like.Type: ApplicationFiled: February 29, 2012Publication date: August 29, 2013Applicant: ELEVANCE RENEWABLE SCIENCES, INC.Inventors: Stephen A. Di Biase, Syed Q.A. Rizvi
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Patent number: 8471086Abstract: We provide a process for producing hydrocarbon products. The process includes operating a process unit comprising a liquid catalyst in a first mode, adjusting a molar ratio of olefin to HCl, and operating the process unit in a second mode. The first mode and the second mode are different, one being a distillate mode and the other being a lubricant mode. Increasing the molar ratio of olefin to HCl provides a higher amount of a lubricant.Type: GrantFiled: June 28, 2010Date of Patent: June 25, 2013Assignee: Chevron U.S.A. Inc.Inventor: Sven Ivar Hommeltoft
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Publication number: 20130072735Abstract: The present invention relates to solid phosphoric acid (SPA) catalysts, processes for making the catalysts, and processes for conversion of hydrocarbons using the catalysts, such as oligomerization of propylene. In an exemplary embodiment, the catalyst comprises a calcined extrudate of phosphoric acid, diatomaceous earth, and niobic acid. Methods for converting hydrocarbons to olefins comprise contacting a hydrocarbon feedstock with the catalyst at hydrocarbon conversion conditions.Type: ApplicationFiled: September 21, 2011Publication date: March 21, 2013Inventors: Wayne Turbeville, Greg Korynta
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Publication number: 20130066128Abstract: The present invention describes a novel catalytic composition comprising at least one nickel complex, said complex being obtained from a mixture comprising at least one nickel precursor A with at least one imino-imidazole ligand B and a method of oligomerization of olefins using said catalytic composition.Type: ApplicationFiled: September 5, 2012Publication date: March 14, 2013Applicant: IFP Energies nouvellesInventors: Pierre-Alain BREUIL, Adrien BOUDIER, Lionel MAGNA, Helene OLIVIER-BOURBIGOU
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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: 8334420Abstract: 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: GrantFiled: May 7, 2008Date of Patent: December 18, 2012Assignee: Chevron Phillips Chemical Company LPInventors: Brooke L. Small, Jeffery C. Gee
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Publication number: 20120309965Abstract: 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: ApplicationFiled: December 29, 2010Publication date: December 6, 2012Applicant: CHEVRON PHILLIPS CHEMICAL COMPANY LPInventors: Orson L. Sydora, Michael Carney, Brooke L. Small, Jeffery C. Gee, Steven Hutchison
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Publication number: 20120302809Abstract: Higher molecular weight linear ?-olefins are produced by the oligomerization of ethylene using certain iron complexes of 2,6-diacylpyridinedimimines or 2,6-pyridinedicarboxaldehydedimines as catalysts. These iron complexes are more sterically hindered than those heretofore used. The resulting ?-olefins are useful as comonomers in olefin polymerizations.Type: ApplicationFiled: March 28, 2011Publication date: November 29, 2012Applicant: E.I. Dupont De Nemours and CompanyInventors: Joel David Citron, Alex Sergey Ionkin
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Patent number: 8288606Abstract: A solid, hydrocarbon-insoluble, catalyst component useful in polymerizing olefins containing magnesium, titanium, and halogen further contains an internal electron donor comprising a compound containing electron donating substituents with a structure: wherein D1 and D2 are selected individually from and R, R1, R2, R3, R4, R5, R6, and R7 individually are hydrocarbon or substituted hydrocarbon groups containing 1 to 20 carbon atoms and R1, R2, R3, R4, R6, and R7 may be hydrogen; R4 may be —NR2; and wherein groups R1 and R2, R2 and R3, R3 and R4, R3 and R5, and groups R6 and R7 may be joined to form a cyclic structure.Type: GrantFiled: March 1, 2006Date of Patent: October 16, 2012Assignee: Ineos USA LLCInventors: Roger Uhrhammer, John P. Lalka
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Publication number: 20120203041Abstract: An overbased salt of an oligomerized alkylhydroxyaromatic compound for use in a lubricating oil composition is disclosed, wherein the alkyl group of the alkylhydroxyaromatic compound is derived from an olefin mixture comprising propylene oligomers having an initial boiling point of at least about 195° C. and a final boiling point of greater than 325° C. and up to about 400° C. as measured by ASTM D86. Also disclosed is a propylene oligomer having an initial boiling point of at least about 195° C. and a final boiling point of greater than 325° C. and up to about 400° C. as measured by ASTM D8, wherein the propylene oligomer contains a distribution of carbon atoms that comprise at least about 50 weight percent of C14 to C20 carbon atoms.Type: ApplicationFiled: April 17, 2012Publication date: August 9, 2012Applicants: Chevron Oronite S.A., Chevron Oronite Company LLCInventors: Gilles P. Sinquin, Michael R. Adams
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Patent number: 8227653Abstract: The invention relates to olefin oligomerization methods and methods for reducing/inhibiting fouling in olefin oligomerization reactions comprising: contacting, in an oligomerization reactor (e.g., under oligomerization conditions), an alpha-olefin feed, a catalyst having an olefin selectivity of at least 90 mol % to a desired oligomerization product, a polymer anti-foulant, and optionally a diluent; selectively producing an effluent comprising the desired oligomerization product, unreacted olefin, and alpha-olefin-based polymer byproduct that causes fouling. The amount of polymer anti-foulant can be chosen to limit fouling to ?20 g/kg desired oligomerization product, to remediate ?3 grams fouled polymer/kg desired oligomerization product, and/or to reduce/inhibit polymer fouling by ?10% over a selective oligomerization with substantially no added polymer anti-foulant. Advantageously, desired oligomerization product so obtained can also be polymerized/copolymerized with an alpha-olefin such as ethylene.Type: GrantFiled: March 27, 2009Date of Patent: July 24, 2012Assignee: ExxonMobil Chemical Patents Inc.Inventors: Michael W. Weber, James R. Lattner, Laughlin G. McCullough, Randell W. Dickey, Steven D. Brown, Peter N. Loezos
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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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Publication number: 20120172644Abstract: We provide a process, comprising: a. selecting a kinematic viscosity; b. feeding an olefin feed comprising a propylene to an oligomerization zone comprising an ionic liquid catalyst prepared from an organic-based cation; c. tuning an oligomerizing step to produce a base oil having the kinematic viscosity and a viscosity index from 20 to 90. We also provide a process, comprising: a. selecting a kinematic viscosity greater than 20 mm2/s; b. feeding a feed comprising propylene to an oligomerization zone comprising an ionic liquid catalyst prepared from an organic-based cation; and c. adding a Brönsted acid to produce a base oil. Additionally, we provide process, comprising tuning a step in an oligomerization zone comprising a propylene and an ionic liquid catalyst prepared from an organic-based cation to produce a base oil having: a. a high kinematic viscosity; b. a viscosity index from 25 to 90; and c. a low pour point.Type: ApplicationFiled: March 16, 2012Publication date: July 5, 2012Applicant: Chevron U.S.A. Inc.Inventors: Saleh Ali Elomari, Stephen Joseph Miller
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Patent number: 8207389Abstract: We provide a process for making a base oil, comprising: oligomerizing an olefin feed comprising propylene and propane with an ionic liquid catalyst at a temperature from 0° C. to 150° C. to make a base oil having: i. from 45 to 70 wt % hydrocarbons boiling at 482° C. (900° F.) or higher, ii. a viscosity index from 25 to 90, and iii. a cloud point less than ?25° C.Type: GrantFiled: November 14, 2011Date of Patent: June 26, 2012Assignee: Chevron U.S.A. Inc.Inventors: Saleh Elomari, Stephen Joseph Miller
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Publication number: 20120157686Abstract: In an ?-olefin manufacturing process by the oligomerization of ethylene using an iron complex of a diimine of a 2,6-diacylpyridine or a 2,6-pyridinecarboxaldehyde, in which certain substituted iminoaryl groups are present, less higher molecular weight unwanted products are produced when the diimine and/or its precursor arylamine does not have impurities with substitution on a second ortho position to the imino group. This leads to less fouling of the process apparatus and higher yields of desired ?-olefins.Type: ApplicationFiled: August 17, 2010Publication date: June 21, 2012Applicant: E. I. Du Pont De Nemours And CompanyInventor: Joel David Citron
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Patent number: 8203025Abstract: The invention provides a solid phosphoric acid catalyst which has high activity and attains high dimer selectivity in olefin dimerization reactions and efficient methods of olefin dimerization. The solid phosphoric acid catalyst comprises a carrier and phosphoric acid supported thereon. When the solid phosphoric acid catalyst is heated at 250° C. for 20 minutes, heating loss of water is 50 mass % or more based on diphosphorus pentoxide (P2O5) derived from the phosphoric acid. A method of olefin dimerization comprises bringing an olefin-containing feed material containing water in an amount of 10-1000 mass ppm into contact with the catalyst to initiate the reaction.Type: GrantFiled: May 25, 2006Date of Patent: June 19, 2012Assignee: Nippon Oil CorporationInventors: Tatsuo Hamamatsu, Nobuhiro Kimura, Tsutomu Takashima, Takashi Morikita
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Patent number: 8203026Abstract: We provide a process for making a base oil, comprising: mixing one or more longer chain alpha olefins comprising C6+ olefins with an olefin feed comprising propylene to make a mixed olefin feed; and oligomerizing the mixed olefin feed using an acidic chloroaluminate ionic liquid catalyst to form an oligomer; wherein the oligomer is a base oil that has: i. a kinematic viscosity at 100° C. greater than 10 mm2/s; ii. a viscosity index from 50 to 90; iii. a pour point less than ?19° C.; and iv. a cloud point less than ?50° C.Type: GrantFiled: November 14, 2011Date of Patent: June 19, 2012Assignee: Chevron U.S.A. Inc.Inventors: Saleh Elomari, Stephen Joseph Miller
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Patent number: 8198500Abstract: 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: November 4, 2011Date of Patent: June 12, 2012Assignee: Chevron U.S.A. Inc.Inventors: Saleh Elomari, Russell Roland Krug, Stephen Joseph Miller
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Patent number: 8178739Abstract: A process, comprising: a. selecting a kinematic viscosity; b. feeding an olefin feed comprising a propylene to an oligomerization zone; c. tuning an oligomerizing step to produce a base oil having the kinematic viscosity and a viscosity index from 20 to 90. A process, comprising: a. selecting a kinematic viscosity that is greater than 20 mm2/s; b. feeding a feed comprising propylene to an oligomerization zone; and c. adding a Brönsted acid to produce a base oil. A process, comprising tuning a step in an oligomerization zone comprising a propylene and an ionic liquid catalyst to produce a base oil having: a. a high kinematic viscosity; b. a viscosity index from 25 to 90; and c. a low pour point. A base oil, comprising oligomerized olefins, wherein the base oil has: a. a high kinematic viscosity; b. a viscosity index from 25 to 90; and c. a low pour point.Type: GrantFiled: August 10, 2009Date of Patent: May 15, 2012Assignee: Chevron U.S.A. Inc.Inventors: Saleh Elomari, Stephen J. Miller
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Patent number: 8178740Abstract: A process for the use in the oligomerization of olefins is presented. The process produces a gasoline boiling range product having a high research octane number and almost no aromatics content. The process utilizes a solid catalyst comprising a zeolite that is treated with a phosphorous containing reagent to generate a catalyst having phosphorous content between 0.5 and 15 wt %.Type: GrantFiled: December 9, 2008Date of Patent: May 15, 2012Assignee: UOP LLCInventors: Christopher P. Nicholas, Laszlo T. Nemeth, Deng-Yang Jan
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Publication number: 20120095273Abstract: Disclosed are an ?-olefin oligomer including 90 mol % or more of an ?-olefin unit having 6 or more carbon atoms and having a small amount of a dimer component, in which a mass ratio of a dimer, a trimer and a tetramer is specified and which does not follow the Schulz-Flory distribution, and a process for producing the same.Type: ApplicationFiled: April 7, 2010Publication date: April 19, 2012Applicant: IDEMITSU KOSAN CO., LTD.Inventors: Takenori Fujimora, Yutaka Minami, Takuji Okamoto
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Publication number: 20120088946Abstract: 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: ApplicationFiled: December 15, 2011Publication date: April 12, 2012Applicant: Idemitsu Kosan Co., Ltd.Inventors: Shinjiro FUJIKAWA, Takuji OKAMOTO, Kiyohiko YOKOTA
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Patent number: 8143467Abstract: A process for the preparation of oligomeric poly alpha-olefins comprises oligomerizing low molecular weight PAO in the presence of an ionic liquid catalyst under oligomerization conditions. The low molecular weight PAOs used as a feed or feed component of the present process are the light olefinic by-product fraction including the dimers and light fractions from the metallocene-catalyzed PAO oligomerization process.Type: GrantFiled: December 2, 2008Date of Patent: March 27, 2012Assignee: ExxonMobil Research and Engineering CompanyInventors: Abhimanyu Onkar Patil, Satish Bodige
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Publication number: 20120065447Abstract: We provide a process for making a base oil, comprising: oligomerizing an olefin feed comprising propylene and propane with an ionic liquid catalyst at a temperature from 0° C. to 150° C. to make a base oil having: i. from 45 to 70 wt % hydrocarbons boiling at 482° C. (900° F.) or higher, ii. a viscosity index from 25 to 90, and iii. a cloud point less than ?25° C.Type: ApplicationFiled: November 14, 2011Publication date: March 15, 2012Applicant: Chevron U.S.A. Inc.Inventors: Saleh Elomari, Stephen Joseph Miller
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Publication number: 20120065448Abstract: We provide a process for making a base oil, comprising: mixing one or more longer chain alpha olefins comprising C6+ olefins with an olefin feed comprising propylene to make a mixed olefin feed; and oligomerizing the mixed olefin feed using an acidic chloroaluminate ionic liquid catalyst to form an oligomer; wherein the oligomer is a base oil that has: i. a kinematic viscosity at 100° C. greater than 10 mm2/s; ii. a viscosity index from 50 to 90; iii. a pour point less than ?19° C.; and iv. a cloud point less than ?50° C.Type: ApplicationFiled: November 14, 2011Publication date: March 15, 2012Applicant: Chevron U.S.A. Inc.Inventors: Saleh Elomari, Stephen Joseph Miller
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Patent number: 8134039Abstract: A process is described for the production of high-octane hydrocarbon compounds by means of the selective dimerization of isobutene, in the presence of C5 hydrocarbons and oxygenated compounds (branched alcohols or alternatively blends of linear or branched alcohols and alkyl ethers) characterized in that it utilizes a catalytic distillation as second reaction step.Type: GrantFiled: November 14, 2006Date of Patent: March 13, 2012Assignee: Snamprogetti S.p.A.Inventors: Marco Di Girolamo, Domenico Sanfilippo, Massimo Conte