B-containing Catalyst Patents (Class 585/525)
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Patent number: 9796645Abstract: This invention is directed to a poly alpha olefin (PAO) composition formed in a first oligomerization, wherein at least portions of the PAO have properties that make them highly desirable for a subsequent oligomerization. A preferred process for producing this PAO uses a single site catalyst at high temperatures without adding hydrogen to produce a low viscosity PAO with excellent Noack volatility at high conversion rates. This PAO comprises a dimer product with at least 25 wt % tri-substituted vinylene olefins wherein said dimer product is highly desirable as a feedstock for a subsequent oligomerization. This PAO also comprises trimer and optionally higher oligomer products with outstanding properties that make these products useful as lubricant basestocks following hydrogenation.Type: GrantFiled: September 12, 2012Date of Patent: October 24, 2017Assignee: ExxonMobil Chemical Patents Inc.Inventors: Craig J. Emett, Mark P. Hagemeister, Wenning W. Han, Bruce A. Harrington, Phillip T. Matsunaga, Charles J. Ruff, Kevin B. Stavens, Margaret M. Wu
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Patent number: 9688791Abstract: A polyisobutylene having a total content of vinylidene double bonds of more than 50 mol % and a number-average molecular weight of 500 to 10 000 daltons, where at least 10% of all the vinylidene double bonds in the polyisobutylene are part of one or more side chains composed of at least 2 carbon atoms from the main polyisobutylene chain. Such a polyisobutylene is suitable for production of fuel and lubricant additives.Type: GrantFiled: July 7, 2014Date of Patent: June 27, 2017Assignee: BASF SEInventors: Thomas Wettling, Stefan Hirsch, Markus Brym, Markus Weis
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Patent number: 8993775Abstract: The present invention refers to the synthesis of precatalysts and the use of such precatalysts in ethylene oligomerization reactions for the selective production of alpha-olefins. More specifically, it refers to the preparation and use of coordination compounds containing polydentate ligands comprising Group 6 and 10 transition metal compounds, in particular chromium (III) and nickel (II). Such catalytic precursors present high catalytic activity and selectivity for the production of alpha-olefins.Type: GrantFiled: September 30, 2011Date of Patent: March 31, 2015Assignees: Petroleo Brasileiro S.A.—Petrobras, Universidade Federal do Rio Grande do Sul-UFRGSInventors: Osvaldo de Lazaro Casagrande Junior, Carlos Rene Klotz Rabello, Lucilene Losch de Oliveira, Ana Helena Dias Pereira dos Santos, Roberta Campedelli, Adao Lauro Bergamo
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Patent number: 8865959Abstract: A process for the preparation of oligomeric poly alpha-olefins includes oligomerizing low molecular weight PAO oligomer in the presence of a Lewis acid catalyst such as promoted aluminum trichloride or boron trifluoride under oligomerization conditions. The low molecular weight PAO oligomers used as a feed or feed component of the present process are the light olefinic by-product fractions including the dimers and light fractions from the metallocene-catalyzed PAO oligomerization process which are characterized by a molecular weight of 150 to 600 and a terminal olefin (vinylidene) content of at least 25%.Type: GrantFiled: March 4, 2009Date of Patent: October 21, 2014Assignee: ExxonMobil Chemical Patents Inc.Inventors: Abhimanyu Onkar Patil, Margaret May-Som Wu, Norman Yang
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Patent number: 8598394Abstract: The present invention relates to poly alpha-olefins (PAO's) which exhibit superior Noack volatility at low pour points. The poly alpha-olefin is prepared from an olefin feed comprised of a blend of octene, decene, and dodecene, the feed comprising at least 10 weight % octene and at least 30 weight % dodecene. The process includes both synthesis and distillation of the olefin and oligomerization olefin. The oligomerized olefin feed yields at least 50% low viscosity PAO having a nominal viscosity at 100° C. of about 4 cSt.Type: GrantFiled: June 30, 2008Date of Patent: December 3, 2013Assignee: ExxonMobil Chemical Patents Inc.Inventors: Maria Caridad Brillantes Goze, Phil Surana, Norman Yang
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Patent number: 8455416Abstract: The present invention relates to a low viscosity lubricant process, product, and composition characterized by low Noack volatility, low pour point, useful low temperature viscometrics, and high viscosity index and more particularly concerns a PAO composition having a kinetic viscosity at 100° C. in the range of about 4 cSt.Type: GrantFiled: November 26, 2008Date of Patent: June 4, 2013Assignee: Ineos USA LLCInventors: Vahid Bagheri, Lionel D. Moore, Peter M. Digiacinto, Michel Sanchezrivas
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Patent number: 8222457Abstract: A coordination compound of an element of the boron group, the production of the compound and methods of using the compound as an additive, stabilizer, catalyst, co-catalyst, activator for catalyst systems, conductivity improver, and electrolyte.Type: GrantFiled: November 19, 2007Date of Patent: July 17, 2012Assignee: Chemetall GmbHInventors: Wolfram Lerner, Jens Röder, Hannes Vitze, Matthias Wagner, Ulrich Wietelmann
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Publication number: 20120178939Abstract: The present invention refers to the synthesis of precatalysts and the use of such precatalysts in ethylene oligomerization reactions for the selective production of alpha-olefins. More specifically, it refers to the preparation and use of coordination compounds containing polydentate ligands comprising Group 6 and 10 transition metal compounds, in particular chromium (III) and nickel (II). Such catalytic precursors present high catalytic activity and selectivity for the production of alpha-olefins.Type: ApplicationFiled: September 30, 2011Publication date: July 12, 2012Applicants: UNIVERSIDADE FEDERAL DO RIO GRANDE DO SUL - UFRGS, PETROLEO BRASILEIRO S.A. - PETROBRASInventors: Osvaldo de Lazaro Casagrande Junior, Carlos Rene Klotz Rabello, Lucilene Losch de Oliveira, Ana Helena Dias Pereira dos Santos, Roberta Campedelli, Adao Lauro Bergamo
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Patent number: 8207390Abstract: A low viscosity poly(alpha-olefin) (PAO) is produced by contacting one or more C3 to C24 alpha-olefins with an unbridged, substituted bis-cyclopentadienyl transition metal compound, a non-coordinating anion activator, and an alkyl-aluminum compound. The molar ratio of transition metal compound to activator is 10:1 to 0.1:1 and the molar ratio of alkyl aluminum compound to transition metal compound is 1:4 to 4000:1. The transition metal compound has either (a) at least one non-isoolefin substitution on both cyclopentadienyl rings, or (b) at least two substitutions on at least one cyclopentadienyl ring. The PAO is comprised of at least 50 mole % of C3 to C24 alpha-olefins, has a Mw/Mn between 1 and 1.4, and a kinematic viscosity at 100° C. of 20 cSt or less.Type: GrantFiled: July 19, 2006Date of Patent: June 26, 2012Assignee: ExxonMobil Chemical Patents Inc.Inventors: Margaret May-Som Wu, Catalina L. Coker, John F. Walzer, Jr., Peijun Jiang
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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: 20110319689Abstract: A process for producing hydrocarbon products, including: a) operating a process unit comprising a liquid catalyst in a first mode; b) adjusting a molar ratio of olefin to HCl; and c) operating in a second mode; wherein the first mode and the second mode are different, and the first mode and the second mode are selected from a distillate mode and a lubricant mode. Also, a process for making distillate and lubricant, including: adjusting a molar ratio of olefin to HCl in an oligomerization reactor to provide product selectivity; wherein decreasing the molar ratio provides a higher amount of distillate and increasing the molar ratio provides a higher amount of lubricant. Additionally, 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: ApplicationFiled: June 28, 2010Publication date: December 29, 2011Inventor: Sven Ivar Hommeltoft
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Patent number: 7989670Abstract: This invention relates to processes to produce liquid poly-alpha-olefins (PAOs) having a kinematic viscosity at 100° C. of more than 20 cSt in the presence of a metallocene catalyst with a non-coordinating anion activator and hydrogen.Type: GrantFiled: January 22, 2007Date of Patent: August 2, 2011Assignee: ExxonMobil Chemical Patents Inc.Inventors: Margaret May-Som Wu, Catalina L. Coker, John F. Walzer, Jr., Peijun Jiang, Steven P. Rucker
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Patent number: 7868111Abstract: The present invention provides a method for producing ?-olefin polymer, comprising polymerizing ?-olefins in the presence of a halogen atom-containing acid catalyst by use of an aliphatic hydrocarbon having 3-12 carbon atoms, which contains 5 to 95 mass % of ?-olefin, as a raw material; removing catalyst residue and halogen-containing compounds by bringing a product in the polymerization step into contact with an aluminum atom-containing inorganic solid treatment agent with or without deactivating the catalyst; and separating the ?-olefin polymer. According to this method, the catalyst residue and other halogen-containing compounds can be removed, without relying on aqueous deactivation and separation steps using an alkaline aqueous solution or the like, from a polymerization reaction product obtained by polymerization in the presence of a halogen-containing acid catalyst by use of an ?-olefin-containing liquid hydrocarbon as a raw material.Type: GrantFiled: April 19, 2005Date of Patent: January 11, 2011Assignee: Nippon Oil CorporationInventors: Toshio Okada, Yoshihiro Gohshi, Tamiko Suga
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Patent number: 7652185Abstract: A process for reducing boron trifluoride usage and emissions associated with PAO manufacture, the process comprising distilling a portion of the crude PAO product containing a boron trifluoride-organic catalyst at a temperature sufficient to cause the boron trifluoride-organic catalyst to dissociate to produce an overhead stream comprising uncomplexed boron trifluoride and an uncomplexed organic catalyst component, contacting the uncomplexed boron trifluoride and uncomplexed organic catalyst component in a condenser column having an internal structure that increases the recombination of the uncomplexed boron trifluoride and uncomplexed organic catalyst component to form a recycle boron trifluoride-organic catalyst.Type: GrantFiled: August 17, 2004Date of Patent: January 26, 2010Assignee: ExxonMobil Chemical Patents Inc.Inventors: Norman Yang, Shakeel Tirmizi
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Patent number: 7652186Abstract: The invention relates to a method of making a PAO characterized by a low viscosity, low Noack volatility, and excellent cold temperature properties, using a promoter system comprising an alcohol and an ester. The products comprise trimers obtained by fractionating a hydrogenated bottoms product from an oligomerization process using said promoter system.Type: GrantFiled: January 24, 2006Date of Patent: January 26, 2010Assignee: ExxonMobil Chemical Patents Inc.Inventors: Maria C. B. Goze, Anatoly I. Kramer, Pramod J. Nandapurkar, Norman Yang
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Patent number: 7601255Abstract: A process for reducing the level of residual catalyst comprising one or more alkylhalide, alkoxyhalide, metal halide, metal oxyhalide, alkyl metal, alkoxy metal, boron compound and coordinated metal compound wherein the metal is a Group III, Group IV, Group V, Group VI and/or Group VIII metal, from a crude organic product (e.g., polyolefins, alkylated aromatic compounds, alkylated amines, etc.) comprising the residual catalyst is provided, the process comprising contacting the crude organic product with a solid adsorbent in an adsorbent system.Type: GrantFiled: September 6, 2006Date of Patent: October 13, 2009Assignee: Chemtura CorporationInventors: Vilan Kosover, Jesus R. Fabian, Daniel C. Knowles, Mitchel Cohn
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Patent number: 7592497Abstract: The invention relates to a method of making a PAO from mixtures comprising 1-decene and 1-dodecene, characterized by a low viscosity and excellent cold temperature properties, using a promoter system comprising an alcohol. In embodiments, the product has properties similar to those obtainable using a feed of solely 1-decene.Type: GrantFiled: March 24, 2006Date of Patent: September 22, 2009Assignee: ExxonMobil Chemical Patents Inc.Inventors: Norman Yang, Pramod Jayant Nandapurkar
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Patent number: 7544850Abstract: Disclosed herein is a method of making a PAO using tetradecene and particularly mixtures comprising 1-hexene, 1-decene, 1-dodecene, and 1-tetradecene, characterized by a low viscosity and excellent cold temperature properties, using a promoter system comprising an alcohol and an ester. In embodiments, the product has properties similar to those obtainable using a feed of solely 1-decene.Type: GrantFiled: March 24, 2006Date of Patent: June 9, 2009Assignee: ExxonMobil Chemical Patents Inc.Inventors: Maria Caridad Brillantes Goze, Pramod Jayant Nandapurkar, Norman Yang
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Patent number: 7485764Abstract: A process for the preparation of polyisobutene containing at least 75 mol % of terminal vinylidene groups, in which isobutene or an isobutene-containing hydrocarbon mixture is polymerized in the liquid phase in the presence of a boron trifluoride complex catalyst having the composition a(BF3):b(Co1):c(Co2) where Co1 is at least one tertiary alcohol, Co2 is at least one compound selected from water, primary alcohols, secondary alcohols, dialkyl ethers, alkanecarboxylic acids and phenols, the ratio c:b is from 0.9 to 1.8 and the ratio (b+c):a is from 0.9 to 3.0, is described.Type: GrantFiled: September 18, 2003Date of Patent: February 3, 2009Assignee: BASF AktiengesellschaftInventors: Hans Peter Rath, Stephan Hueffer, Gabriele Lang, Arno Lange, Eckard Schauss
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Patent number: 7456329Abstract: Polyolefins made in accordance with the present invention are produced by polymerizing an unsaturated olefin or combination of unsaturated olefins to produce an unsaturated polyolefin, isomerizing the unsaturated polyolefin in the presence of an acid catalyst under conditions to produce a substantially unsaturated-isomerized polyolefin, and hydrogenating the unsaturated-isomerized polyolefin to produce a saturated isomerized polyolefin. A lube oil comprising the inventive saturated isomerized polyolefin is also disclosed.Type: GrantFiled: November 30, 2005Date of Patent: November 25, 2008Assignee: ExxonMobil Chemical Patents Inc.Inventors: Margaret May-Som Wu, Norman Yang, Anatoly Ilich Kramer
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Patent number: 7411104Abstract: A method for producing high reactive polybutene (HRPB), in which carbon-carbon double bond is positioned at an end of polybutene, is disclosed. The high reactive polybutene having 300˜5000 of number average molecular weight (Mn) can be produced from a raw material containing isobutene, wherein a polymerization reaction of the isobutene is carried out in the presence of a catalyst system including secondary alkylether, tertiary alcohol, and boron trifluoride, the amount of boron trifluoride is 0.05˜1.0 weight part per 100 weight part of isobutene, the mole ratio of a co-catalyst including secondary alkylether and tertiary alcohol:boron trifluoride is 1.0˜2.0:1, and the mole ratio of secondary alkylether:tertiary alcohol is 0.5˜1.2:1.Type: GrantFiled: March 28, 2006Date of Patent: August 12, 2008Assignee: Daelim Industrial Co., Ltd.Inventors: Hyun-Ki Yun, Byeong-Gyu Lim, Myeong-Seog Kim, Se-Saeng Oh, Jae-Hoon Uhm
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Patent number: 7365152Abstract: A process is described for preparing polyisobutene having a low halogen content, in which isobutene is polymerized in the presence of a catalyst which comprises a halogenated Lewis acid, the catalyst is removed and/or deactivated, and the resulting polyisobutene is contacted with a zeolite of an average pore size of from 5 to 15 ?.Type: GrantFiled: December 29, 2004Date of Patent: April 29, 2008Assignee: BASF AktiengesellschaftInventors: Hans Peter Rath, Thomas Perner, Eckard Schauss
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Publication number: 20080033225Abstract: This invention is directed to a process for producing olefin product from an oxygenate feed that includes dimethyl ether (DME). The process uses an olefin forming catalyst that contains a porous crystalline material, preferably a porous crystalline aluminosilicate molecular sieve material. The process produces high quantities of light olefin (i.e., ethylene, propylene, and mixtures thereof).Type: ApplicationFiled: June 14, 2007Publication date: February 7, 2008Inventors: Richard B. Hall, Guang Cao, Christopher David William Jenkins, James R. Lattner, Michael J. Veraa, Thomas H. Colle
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Patent number: 7291758Abstract: The present invention relates to a process for the production of highly reactive polyisobutenes with a content of terminal vinylidene groupings of greater than 80 mol % and an average molecular weight of 500 to 10,000 Dalton by cationic polymerization of isobutene or of isobutene and monomers copolymerizable with isobutene in the presence of solvent-stabilized transition metal complexes with weakly coordinated anions.Type: GrantFiled: April 4, 2006Date of Patent: November 6, 2007Assignee: Basf AktiengesellschaftInventors: Martin Bohnenpoll, Jürgen Ismeier, Oskar Nuyken, Mario Vierle, Dirk Kurt Schön, Fritz Kühn
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Patent number: 7244870Abstract: Polyisobutenes in which at least 60 mol % of the polymer chains have at least one olefinically unsaturated terminal group are prepared by cationic polymerization of isobutene or isobutene-containing monomer mixtures in the condensed phase by a process in which the polymerization is carried out in the presence of an initiator system comprising i) a Lewis acid selected from covalent metal chlorides and semimetal chlorides and ii) at least one organic compound I having at least one functional group FG which forms a carbocation or a cationic complex with the Lewis acid under the polymerization conditions, where FG is selected from acyloxy, alkoxy and halogen, which are bonded to a secondary or tertiary carbon atom or to an allylic or a benzylic carbon atom, in a solvent inert toward the Lewis acid, the Lewis acid being used in less than the stoichiometric amount, based on the functional groups FG.Type: GrantFiled: December 11, 2001Date of Patent: July 17, 2007Assignee: BASF AktiengesellschaftInventors: Arno Lange, Hans Peter Rath
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Patent number: 7217773Abstract: A process is described for preparing polyisobutene having a content of terminal vinylidene groups of at least 75 mol % by polymerizing isobutene or isobutenic hydrocarbon mixtures in the liquid phase in the presence of a boron trifluoride complex catalyst of the composition (BF3)a.L1b.L2c.L3d where L1 is water, a primary C1–C5-alkanol and/or a secondary C3–C5-alkanol, L2 is at least one aldehyde and/or one ketone, L3 is an ether having at least 5 carbon atoms, a secondary alkanol having at least 6 carbon atoms, a primary alkanol having at least 6 carbon atoms and/or a tertiary alkanol, the b:a ratio is in the range from 0.9 to 3.0, the c:a ratio is in the range from 0.01 to 0.5, and the d:a ratio is in the range from 0 to 1.0.Type: GrantFiled: January 23, 2004Date of Patent: May 15, 2007Assignee: BASF AktiengesellschaftInventors: Hans Peter Rath, Thomas Perner, Helmut Mach
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Patent number: 7081557Abstract: Disclosed is a method for the oligomerization of olefins, wherein an olefin is brought into contact with a catalyst system that is obtained from a chromium source, a cycloalkylalkyl-substituted triazacyclohexane, especially a 1,3,5-tris-(cycloalkylalkyl)-1,3,5-triazacyclohexane and an activator such as an alkyl aluminum compound or an alkylalumoxane.Type: GrantFiled: March 10, 2003Date of Patent: July 25, 2006Assignee: Basell Polyolefine GmbHInventors: Shahram Mihan, Ferenc Molnar, Heiko Maas, Martina Egen, Randolf Köhn
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Patent number: 6951831Abstract: A catalyst composition for use in dimerizing, co-dimerizing or oligomerizing olefins comprises: at least one zero-valent nickel complex; at least one acid with formula H+X? in which X? represents an anion; and at least one ionic liquid with general formula Q+ A? in which A? is an anion identical to or different from X?. The composition can also comprise a nitrogen-containing ligand. It can be used in dimerizing, co-dimerizing, oligomerizing and in polymerizing olefins.Type: GrantFiled: February 3, 2003Date of Patent: October 4, 2005Assignee: Institut Francais du PetroleInventors: Vincent Lecocq, Hélène Olivier-Bourbigou
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Patent number: 6949688Abstract: The present invention relates to poly ?-olefins (PAO's) which exhibit superior Noack volatility at low pour points. Mixtures of 1-decene and 1-dodecene are polymerized using an alcohol promoted BF3 in conjunction with a combination of cocatalysts. The reaction mixture is distilled to remove the unreacted monomeric and dimeric species. The resulting product is then hydrogenated to saturate the oliogomers to provide a hydrogenated product which has a viscosity of 5 cSt. This product is distilled to provide PAO's of varying viscosity grades. The 4 cSt PAO is comprised mostly of trimers and tetramers while the 6 cSt product is comprised of trimers, tetramers, and pentamers.Type: GrantFiled: October 6, 2004Date of Patent: September 27, 2005Assignee: ExxonMobil Chemical Patents Inc.Inventors: Maria Caridad B. Goze, Norman Yang
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Patent number: 6884858Abstract: A novel liquid phase polymerization process for preparing a polyolefin product having preselected properties is disclosed. The process includes the steps of providing a liquid feedstock which contains an olefinic component and a catalyst composition consisting of a stable complex of BF3 and a complexing agent therefor. The feedstock may comprise any one or more of a number of olefins including branched olefins such as isobutylene, C3 to C15 linear alpha olefins and C4 to C15 reactive non-alpha olefins. The feedstock and the catalyst composition are introduced into a residual reaction mixture recirculating in a loop reactor reaction zone provided in the tube side of a shell and tube heat exchanger at a recirculation rate sufficient to cause intimate intermixing of the residual reaction mixture, the added feedstock and the added catalyst composition.Type: GrantFiled: July 30, 2002Date of Patent: April 26, 2005Assignee: Texas Petrochemicals LPInventors: C. Edward Baxter, Jr., Gilbert Valdez, Christopher Lobue, Timothy Lowry, Armen Abazajian
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Patent number: 6869917Abstract: The present invention relates to a fully formulated lubicants comprising poly ?-olefins (PAOs), prepared from a mixed ?-olefin feed, which exhibit superior Noack volatility at low pour points, and methods for preparing the fully formulated lubricants. The fully formulated lubricants include PAOs that include mixtures of 1-decene and 1-dodecene. The PAOs may be prepared by polymerization/oligomerization using an alcohol promoted BF3 in conjunction with a combination of co-catalysts.Type: GrantFiled: August 16, 2002Date of Patent: March 22, 2005Assignee: ExxonMobil Chemical Patents Inc.Inventors: Douglas E. Deckman, Mark D. Winemiller, William L. Maxwell, David J. Baillargeon, Norman Yang, Maria Caridad B. Goze
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Patent number: 6846903Abstract: Polyisobutenes are prepared by cationic polymerization of isobutene or isobutene-containing hydrocarbon streams in the liquid phase in the presence of boron trifluoride as a catalyst, the catalytic activity of the boron trifluoride being partially or completely eliminated at a desired time by means of a solid deactivator, by a process in which the solid deactivator has boron trifluoride-binding primary, secondary, tertiary and/or quaternary nitrogen atoms and is insoluble in the reaction mixture.Type: GrantFiled: July 13, 2001Date of Patent: January 25, 2005Assignee: BASF AktiengesellschaftInventors: Thomas Wettling, Dirk Borchers, Wim Verrelst, Hans Peter Rath
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Patent number: 6753389Abstract: Polyisobutene is prepared by cationic polymerization of isobutene and/or isobutene-containing hydrocarbons in the liquid phase in the presence of a complex of BF3 and at least one cocatalyst which is preferably chosen from oxygen-containing compounds, the BF3/cocatalyst complex being produced in situ by adding BF3 and cocatalyst to a reaction stream, wherein BF3 and oxygen-containing cocatalyst are added to the reaction stream via a common binary nozzle comprising an outlet for BF3 and an outlet for the oxygen-containing cocatalyst. The invention also describes a binary nozzle having a centrally arranged outlet for the catalyst.Type: GrantFiled: March 19, 2002Date of Patent: June 22, 2004Assignee: BASF AktiengesellschaftInventors: Hans Peter Rath, Dieter Hahn, Gerhard Sandrock, Frans van Deyck, Bart Vander Straeten, Eddy De Vree
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Patent number: 6734329Abstract: In process for the oligomerization of an alphaolefin, a carboxylic acid modifier, such as acetic acid, is used to increase the amount of trimer and tetramer in the product.Type: GrantFiled: October 2, 2000Date of Patent: May 11, 2004Assignee: Chevron U.S.A. Inc.Inventors: Eduardo J. Baralt, Russell Bak
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Patent number: 6713566Abstract: This invention relates to a process for covalently coupling organic compounds which comprises: reacting an olefinic compound having at least one carbon to carbon double bond or an acetylenic compound having at least one carbon to carbon triple bond with a diboron derivative in the presence of a Group 8-11 metal catalyst to form an organoboron intermediate having an organoboronate residue on at least one carbon atom of the respective double or triple bond; and reacting the organoboron intermediate with an organic compound having a halogen or halogen-like substituent at a coupling position in the presence of a Group 8-11 metal catalyst and a suitable base, whereby the olefinic or acetylenic compound is coupled to the organic compound via a direct bond between the carbon atom having the organoboronate residue and the coupling posiitijno.Type: GrantFiled: August 6, 2001Date of Patent: March 30, 2004Assignee: Commonwealth Scientific and Industrial Research OrganisationInventors: Sebastian Mario Marcuccio, Mary Rodopoulos, Helmut Weigold, Peter Osvath
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Patent number: 6683138Abstract: A liquid phase polymerization process for preparing low molecular weight, highly reactive polyisobutylene. The process includes the steps of providing a feedstock containing isobutylene and a catalyst composition made up of a complex of BF3 and a complexing agent. The feedstock and the catalyst composition are introduced into a residual reaction mixture in a reaction zone where the residual reaction mixture, the feedstock and the catalyst composition are intimately intermixed so as to present an intimately intermixed reaction admixture in said reaction zone. The intimately intermixed reaction admixture is maintained in its intimately intermixed condition and kept at a temperature of at least about 0° C. while the same is in the reaction zone, whereby the isobutylene therein is polymerized to form polyisobutylene having a high degree of terminal unsaturation. A product stream is withdrawn from the reaction zone.Type: GrantFiled: December 31, 2002Date of Patent: January 27, 2004Assignee: Texas Petrochemicals LPInventors: C. Edward Baxter, Jr., Gilbert Valdez, Christopher Lobue, Timothy Lowry
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Publication number: 20040015029Abstract: Polyisobutenes in which at least 60 mol % of the polymer chains have at least one olefinically unsaturated terminal group are prepared by cationic polymerization of isobutene or isobutene-containing monomer mixtures in the condensed phase by a process in which the polymerization is carried out in the presence of an initiator system comprisingType: ApplicationFiled: June 4, 2003Publication date: January 22, 2004Inventors: Arno Lange, Hans Peter Rath
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Patent number: 6680417Abstract: A process for the production of an oligomer oil by the polymerization of a feedstock containing one or more C3 to C20 1-olefins in the presence of a solid unsupported metallocene- and activator-containing catalyst system which is formed by removing the solvent from a solution of the soluble metallocene- and activator-containing catalyst system.Type: GrantFiled: January 3, 2002Date of Patent: January 20, 2004Assignee: BP Corporation North America Inc.Inventors: Vahid Bagheri, Robert E. Farritor, Randall J. Stolk, Andrew D. Overstreet, David Eisenberg, Frederic Grzeszczak
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Patent number: 6646174Abstract: A process for the co-oligomerization of 1-dodecene and 1-decene to produce a polyalphaolefin having a kinetic viscosity of 4 to 6 cSt at 100° C., a Noack weight loss of 4 to 9%, a viscosity index of 130 to 145, and a pour point of −60° C. to −50° C.Type: GrantFiled: March 4, 2002Date of Patent: November 11, 2003Assignee: BP Corporation North America Inc.Inventor: Michel Clarembeau
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Publication number: 20030166986Abstract: A process for the co-oligomerization of 1-dodecene and 1-decene to produce a polyalphaolefin having a kinetic viscosity of 4 to 6 cSt at 100° C., a Noack weight loss of 4 to 9%, a viscosity index of 130 to 145, and a pour point of −60° C. to −50° C.Type: ApplicationFiled: March 4, 2002Publication date: September 4, 2003Inventor: Michel Clarembeau
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Publication number: 20030096924Abstract: A liquid phase polymerization process for preparing low molecular weight, highly reactive polyisobutylene. The process includes the steps of providing a feedstock containing isobutylene and a catalyst composition made up of a complex of BF3 and a complexing agent. The feedstock and the catalyst composition are introduced into a residual reaction mixture in a reaction zone where the residual reaction mixture, the feedstock and the catalyst composition are intimately intermixed so as to present an intimately intermixed reaction admixture in said reaction zone. The intimately intermixed reaction admixture is maintained in its intimately intermixed condition and kept at a temperature of at least about 0° C. while the same is in the reaction zone, whereby the isobutylene therein is polymerized to form polyisobutylene having a high degree of terminal unsaturation. A product stream is withdrawn from the reaction zone.Type: ApplicationFiled: December 31, 2002Publication date: May 22, 2003Applicant: Texas Petrochemicals LPInventors: C. Edward Baxter, Gilbert Valdez, Christopher Lobue, Timothy Lowry
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Patent number: 6562913Abstract: A liquid phase polymerization process for preparing low molecular weight, highly reactive polyisobutylene. The process includes the steps of providing a feedstock containing isobutylene and a catalyst composition made up of a complex of BF3 and a complexing agent. The feedstock and the catalyst composition are introduced into a residual reaction mixture in a reaction zone where the residual reaction mixture, the feedstock and the catalyst composition are intimately intermixed so as to present an intimately intermixed reaction admixture in said reaction zone. The intimately intermixed reaction admixture is maintained in its intimately intermixed condition and kept at a temperature of at least about 0° C. while the same is in the reaction zone, whereby the isobutylene therein is polymerized to form polyisobutylene having a high degree of terminal unsaturation. A product stream is withdrawn from the reaction zone.Type: GrantFiled: February 29, 2000Date of Patent: May 13, 2003Assignee: Texas Petrochemicals LPInventors: C. Edward Baxter, Jr., Gilbert Valdez, Christopher Lobue, Timothy Lowry
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Publication number: 20030088135Abstract: The present invention provides a method for producing high reactive polybutene (HRPB) in which carbon-carbon double bond is positioned at an end of polybutene. The method produces polybutene having 300˜5000 of number average molecular weight (Mn) from (a) isobutene, (b) C4 hydrocarbon compounds derived from cracking of naphtha, and containing more than 10 weight % of isobutene, and (c) C4 hydrocarbon compounds derived from a refining process of crude oil or from catalytic cracking of heavy gas oil, and containing more than 10 weight % of isobutene by using catalyst comprising secondary alkylether, tertiary alcohol, and boron trifluoride.Type: ApplicationFiled: July 5, 2002Publication date: May 8, 2003Inventors: Hyun-Ki Yun, Byeong-Gyu Lim, Myeong-Seog Kim, Se-Saeng Oh, Jae-Hoon Uhm
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Patent number: 6531555Abstract: This invention relates to a method to oligomerize ethylene comprising combining ethylene with a catalyst system comprising an activator and one or more phenoxide group metal compounds represented by the formula: wherein R3, R4, R5, R8, R9 and R10 may each independently be hydrogen, a halogen, a heteroatom containing group or a C1 to C100 group, provided that at least one of these groups has a Hammett &sgr;p value (Hansch, et al Chem. Rev. 1991, 91, 165) greater than 0.20; R2 and R7 may each independently be alkyl, aryl or silyl groups; R1 and R6 may each independently be an alkyl group, an aryl group, an alkoxy group, or an amino group; N is nitrogen; H is hydrogen; O is oxygen; M is a group 4 transition metal; and each X may each independently be an anionic ligand or a dianionic ligand.Type: GrantFiled: December 19, 2000Date of Patent: March 11, 2003Assignee: Univation Technologies, LLPInventor: Gregory T. Whiteker
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Publication number: 20020193650Abstract: The present invention relates to poly &agr;-olefins (PAO's) which exhibit superior Noack volatility at low pour points. Mixtures of 1-decene and 1-dodecene are polymerized using an alcohol promoted BF3 in conjunction with a combination of cocatalysts. The reaction mixture is distilled to remove the unreacted monomeric and dimeric species. The resulting product is then hydrogenated to saturate the oliogomers to provide a hydrogenated product which has a viscosity of 5 cSt. This product is distilled to provide PAO's of varying viscosity grades. The 4 cSt PAO is comprised mostly of trimers and tetramers while the 6 cSt product is comprised of trimers, tetramers, and pentamers.Type: ApplicationFiled: May 17, 2001Publication date: December 19, 2002Inventors: Maria Caridad B. Goze, Norman Yang
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Publication number: 20020183574Abstract: The invention provides a hydrocarbon conversion process for converting olefins to longer chain hydrocarbons, the process using a catalyst system including a non-nickel transition metal derived catalyst and one or more ionic liquids at a reaction temperature of between 10° C. and 130° C. and a reaction pressure of up to 100 Bar. The hydrocarbon conversion process may be oligomerisation and trimerisation.Type: ApplicationFiled: May 23, 2002Publication date: December 5, 2002Inventors: John Thomas Dixon, Jacobus Johannes Cronje Grove, Alta Ranwell
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Publication number: 20020173685Abstract: A process for the oligomerization of ethylene to a mixture of olefinic products having high linearity is provided, by using a catalyst comprising a reaction product of a simple divalent nickel salt; a boron hydride reducing agent; a water soluble base; a ligand selected from an o-dihydrocarbylphosphinobenzoic acid and alkali metal salt thereof; and, a phosphite.Type: ApplicationFiled: April 10, 2001Publication date: November 21, 2002Inventors: David Stephen Brown, Richard Edward Robertson
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Patent number: 6476284Abstract: An efficient dehalogenation can be carried out by a method which comprises treating an organic compound containing a compound of halogen, such as fluorine or chlorine, as an impurity and having non-conjugated carbon-carbon double bonds, for example, butene polymer produced with a boron trifluoride catalyst, with an inorganic solid treating agent containing aluminum atoms. When the dehalogenation is conducted in the presence of a basic substance such as ammonia or an amine, it can be continued over long while inhibiting the isomerization of the non-conjugated carbon-carbon double bonds.Type: GrantFiled: October 19, 2000Date of Patent: November 5, 2002Assignee: Nippon Petrochemicals Company, LimitedInventors: Koichi Ohashi, Tsutomu Takashima, Teruhisa Kuroki, Koji Fujimura, Yuichi Tokumoto
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Patent number: 6462151Abstract: Boron trifluoride can be recovered in a reusable state by a method that is economical and does not cause environmental pollution, which method comprises the steps of bringing a fluid containing boron trifluoride or its complex into contact with metal fluoride so as to selectively adsorb and remove boron trifluoride in the complex and heating the resultant metal tetrafluoroborate at a temperature in the range of 100 to 600° C. to separate it into boron trifluoride and metal fluoride. By applying the method to a process for producing polybutene or olefin oligomer using boron trifluoride complex catalyst, the catalyst can be recovered with retaining its activity and reused effectively.Type: GrantFiled: June 22, 2000Date of Patent: October 8, 2002Assignee: Nippon Petrochemicals Company, LimitedInventors: Tsutomu Takashima, Yuichi Tokumoto, Koji Fujimura
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Patent number: 6459005Abstract: The present invention intends to provide an ethylene/&agr;-olefin copolymer of specific structure, exhibiting excellent performance as a lubricant oil additive, capable of having various functional groups in high ratio, and serviceable as raw material for various solubilizing agents. The ethylene/&agr;-olefin copolymer of the present invention is composed of ethylene and an &agr;-olefin having 3 to 10 carbon atoms, and characterized by specific characteristics.Type: GrantFiled: April 7, 2000Date of Patent: October 1, 2002Assignee: Mutsui Chemicals, Inc.Inventors: Hideki Hirano, Terunori Fujita, Junji Saito, Makoto Mitani