By Alkylation Or Alkyl Transfer Patents (Class 585/375)
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Patent number: 11183645Abstract: An organic thin film that imparts an excellent electron injection property when it is used as an electron injection layer of an organic EL device and a method for producing the organic thin film are provided. An organic thin film at least includes: a first material which is an organic material having an acid dissociation constant pKa of 1 or greater; and a second material which transports an electron. The first material is at least one selected from the group consisting of tertiary amines, phosphazene compounds, guanidine compounds, heterocyclic compounds containing an amidine structure, hydrocarbon compounds having a ring structure, and ketone compounds.Type: GrantFiled: March 17, 2016Date of Patent: November 23, 2021Assignees: Nippon Hoso Kyokai, Nippon Shokubai Co., Ltd.Inventors: Hirohiko Fukagawa, Takahisa Shimizu, Katsuyuki Morii, Munehiro Hasegawa, Syun Gohda
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Patent number: 11091413Abstract: Method of making BTX compounds including benzene, toluene, and xylene, including feeding heavy reformate to a reactor containing a composite zeolite catalyst. The composite zeolite catalyst includes a mixture of layered mordenite (MOR-L) comprising a layered or rod-type morphology with a layer thickness less than 30 nm and ZSM-5. The MOR-L, the ZSM-5, or both include one or more impregnated metals. The method further includes producing the BTX compounds by simultaneously performing transalkylation and dealkylation of the heavy reformate in the reactor. The composite zeolite catalyst is able to simultaneously catalyze both the transalkylation and dealkylation reactions.Type: GrantFiled: March 12, 2019Date of Patent: August 17, 2021Assignees: Saudi Arabian Oil Company, Universitat Politecnica De Valencia, Consejo Superior De Investigaciones CientificasInventors: Raed Hasan Abudawoud, Avelino Corma Canos, M. Teresa Portilla Ovejero, Vicente J. Margarit Benavent, M. Teresa Navarro Villalba, M. Cristina Martinez Sanchez, Ibrahim M. Al-Zahrani
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Patent number: 8975427Abstract: A method of synthesizing an alkyl cyclopentadiene compound is disclosed. The method includes contacting at least one cyclopentadienyl anion source and at least one alkyl group source to form at least one alkyl cyclopentadiene compound. The method further includes extracting the alkyl cyclopentadiene compound with a hydrocarbon solvent. The alkyl cyclopentadiene compound may be converted to a metallocene catalyst compound.Type: GrantFiled: April 5, 2011Date of Patent: March 10, 2015Assignee: Univation Technologies, LLCInventors: C. Jeff Harlan, Xianyi Cao, Francis C. Rix
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Patent number: 8633343Abstract: In a process for the transalkylation of polycyclohexylbenzenes, a feed containing at least one polycyclohexylbenzene is contacted with benzene under transalkylation conditions with a catalyst comprising a zeolite USY having a silica to alumina molar ratio in excess of 10 to convert at least part of said polycyclohexylbenzene to cyclohexylbenzene.Type: GrantFiled: April 14, 2010Date of Patent: January 21, 2014Assignee: ExxonMobil Chemical Patents Inc.Inventors: Kun Wang, Jane C. Cheng, Terry E. Helton
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Publication number: 20130085289Abstract: A method of synthesizing an alkyl cyclopentadiene compound is disclosed. The method includes contacting at least one cyclopentadienyl anion source and at least one alkyl group source to form at least one alkyl cyclopentadiene compound. The method further includes extracting the alkyl cyclopentadiene compound with a hydrocarbon solvent. The alkyl cyclopentadiene compound may be converted to a metallocene catalyst compound.Type: ApplicationFiled: April 5, 2011Publication date: April 4, 2013Applicant: Univation Technologies, LLCInventors: C. Jeff Harlan, Xianyi Cao, Francis C. Rix
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Patent number: 8314045Abstract: A porous solid acid catalyst having high concentration of acidic sites and a large surface area includes a porous silica support and a sulfonated carbon layer disposed within the pores of the silica support. The catalyst, in certain embodiments, has a concentration of —SO3H groups of at least about 0.5 mmol/g and a predominant pore size of at least about 300 ?. The catalyst is used to catalyze a variety of acid-catalyzed reactions, including but not limited to alkylation, acylation, etherification, olefin hydration and alcohol dehydration, dimerization of olefin and bicyclic compounds, esterification and transesterification. For example, the catalyst can be used to catalyze esterification of free fatty acids (FFAs) and, in certain embodiments, to catalyze transesterification of triglycerides in fats and oils.Type: GrantFiled: October 27, 2010Date of Patent: November 20, 2012Assignee: Entreprises Sinoncelli S.A.R.L.Inventors: Jacques Sinoncelli, Sergey V. Gurevich
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Patent number: 8258501Abstract: A method of using a metal complex as an n-dopant for doping an organic semiconducting matrix material in order to alter the latter's electrical characteristics is provided. In order to provide n-doped organic semiconductors with matrix materials having a low reduction potential, while achieving high conductivities, the n-dopant is a neutral electron-rich metal complex with a neutral or charged transition metal atom as a central atom and having at least 16 valence electrons. The complex can be polynuclear and can possess at least one metal-metal bond. At least one ligand can form a ? complex with the central atom, which can be a bridge ligand, or it can contain at least one carbanion-carbon atom or a divalent atom. Methods for providing the novel n-dopants are provided.Type: GrantFiled: March 3, 2005Date of Patent: September 4, 2012Assignee: Novaled AGInventors: Ansgar Werner, Olaf Kühl, Simon Gessler, Horst Hartmann, Andre Grüssing, Michael Limmert, Andrea Lux, Kentaro Harada
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Patent number: 8168842Abstract: Process for the alkylation of a cycloalkene, which process comprises alkylating a cycloalkene with an oxygenate under alkylating conditions in the presence of a zeolite; to yield an alkylated cycloalkene. Composition obtainable by such a process and use of such a composition as a gasoline blending component.Type: GrantFiled: May 16, 2007Date of Patent: May 1, 2012Assignee: Shell Oil CompanyInventors: Leslie Andrew Chewter, Aden Murphy, Michiel Johannes Franciscus Maria Verhaak, Jeroen Van Westrenen
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Patent number: 8153810Abstract: The invention relates to a complex of ruthenium of the structural formula I, where X1 and X2 are identical or different and are each an anionic ligand, R1 and R2 are identical or different and can also contain a ring, and R1 and R2 are each hydrogen or/and a hydrocarbon group, the ligand L1 is an N-heterocyclic carbene and the ligand L2 is an uncharged electron donor, in particular an N-heterocyclic carbene or an amine, imine, phosphine, phosphate, stibine, arsine, carbonyl compound, carboxyl compound, nitrile, alcohol, ether, thiol or thioether, where R1, R2, R3 and R4 are hydrogen or/and hydrocarbon groups.Type: GrantFiled: April 20, 2011Date of Patent: April 10, 2012Assignee: Evonik Degussa GmbHInventors: Wolfgang Anton Herrmann, Wolfgang Schattenmann, Thomas Weskamp
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Publication number: 20120083635Abstract: A process for transalkylating aromatic hydrocarbon compounds, the process comprising introducing an aromatic hydrocarbon feed stream and a water source to a transalkylation zone. The feed stream contacts a catalyst in the transalkylation zone in the presence of water, and produces a reaction product stream comprising benzene and xylene. The invention includes methods to control the transalkylation process.Type: ApplicationFiled: September 30, 2010Publication date: April 5, 2012Applicant: UOP LLCInventors: Edwin P. Boldingh, Antoine Negiz
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Publication number: 20110282068Abstract: The invention relates to a complex of ruthenium of the structural formula I, where X1 and X2 are identical or different and are each an anionic ligand, R1 and R2 are identical or different and can also contain a ring, and R1 and R2 are each hydrogen or/and a hydrocarbon group, the ligand L1 is an N-heterocyclic carbene and the ligand L2 is an uncharged electron donor, in particular an N-heterocyclic carbene or an amine, imine, phosphine, phosphate, stibine, arsine, carbonyl compound, carboxyl compound, nitrile, alcohol, ether, thiol or thioether, where R1, R2, R3 and R4 are hydrogen or/and hydrocarbon groups.Type: ApplicationFiled: April 20, 2011Publication date: November 17, 2011Applicant: Evonik Degussa GmbHInventors: Wolfgang Anton Herrmann, Wolfgang Schattenmann, Thomas Weskamp
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Publication number: 20110105811Abstract: A process to produce an alkylate distillate blending component in one embodiment comprising: providing at least one olefinic C5+ product which was produced by conversion of synthesis gas in a Fischer Tropsch process; and alkylating the olefinic C5+ product in the presence of an acidic ionic liquid alkylation catalyst with hydrocarbons selected from the group consisting of isoparaffins, cycloparaffins, and their mixtures to form an alkylate distillate blending component is described.Type: ApplicationFiled: October 30, 2009Publication date: May 5, 2011Inventors: Dennis J. O'Rear, Sven Ivar Hommeltoft, Steve S. Mathur, Jerome F. Mayor, Hye-Kyung Timken
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Publication number: 20110021841Abstract: In a process for producing cyclohexylbenzene, benzene and hydrogen are contacted with a catalyst under hydroalkylation conditions to produce an effluent containing cyclohexylbenzene. The catalyst comprises a composite of a molecular sieve, an inorganic oxide different from said molecular sieve and at least one hydrogenation metal, wherein at least 50 wt % of said hydrogenation metal is supported on the inorganic oxide and the inorganic oxide has an average particle size less than 40 ?m (microns).Type: ApplicationFiled: February 23, 2009Publication date: January 27, 2011Inventors: Tan-Jen Chen, Jane C. Cheng, Francisco M. Benitez, Terry E. Helton, Jon E. Stanat
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Publication number: 20110009680Abstract: This disclosure relates to a crystalline molecular sieve comprising silicalite-1 having substantially hexagonal column morphology of at least 90% and having less than 20% crystal twinning as measured by SEM. This disclosure also relates to a method of making the crystalline molecular sieve of this disclosure, the method comprises: (a) providing a mixture comprising at least one source of at least one tetravalent element (Y), at least one source of hydroxide ion, at least one directing-agent (R), water, the mixture having the following molar composition: H2O/Y=10 to 1000 OH?/Y=0.41 to 0.74 R/Y=0.001 to 2 wherein R comprises at least one of TPAOH, TPACl, TPABr, TPAI, and TPAF, wherein OH?/Y is not corrected for trivalent ion; (b) submitting the mixture at crystallization conditions to form a product comprising the crystalline molecular sieve, wherein the crystallization conditions comprise a temperature in the range of from 100° C. to 250° C.Type: ApplicationFiled: February 13, 2009Publication date: January 13, 2011Inventor: Sebastien Kremer
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Patent number: 7834228Abstract: Synthesis of mono-substituted alkylcyclopentadienes by mixing alkyl iodides with cyclopentadienyl magnesium chloride in tetrahydrofuran is described.Type: GrantFiled: June 16, 2006Date of Patent: November 16, 2010Assignee: Boulder Scientific CompanyInventors: Karin A. Voll Barclay, Richard D. Crawford, Dawn A. Arkin, Daniel A. Gately
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Patent number: 7781599Abstract: A problem of the present invention is to provide an economical process with minimized toxicity for producing an aromatic compound having a variety of substituents such as various alkyl groups, and the problem is solved by a process for production of an aromatic compound represented by formula (1) below, which comprises reacting a compound represented by formula (2) below with an aromatic magnesium reagent represented by formula (3a) below in the presence of an iron catalyst and a diamine compound: wherein R is an optionally substituted hydrocarbon group or a C3-C10 saturated or unsaturated ring group; A is an optionally substituted C4-C20 aromatic group or an optionally substituted heteroaromatic group; X is a halogen atom or a sulfonic acid ester; and Y1 is bromine, iodine, chlorine or a carbanion ligand.Type: GrantFiled: February 10, 2005Date of Patent: August 24, 2010Assignee: Japan Science and Technology AgencyInventors: Masaharu Nakamura, Eiichi Nakamura, Keiko Matsuo, Shingo Ito
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HYDROCARBON CONVERSION PROCESSES USING THE UZM-27 FAMILY OF CRYSTALLINE ALUMINOSILICATE COMPOSITIONS
Publication number: 20100160701Abstract: This invention relates to hydrocarbon conversion processes using a new family of crystalline aluminosilicate compositions designated the UZM-27 family. These include the UZM-27 and UZM-27HS which have unique structures. UZM-27 is a microporous composition which has a three-dimensional structure and is obtained by calcining the as synthesized form designated UZM-27P. UZM-27HS is a high silica version of UZM-27 and includes an essentially pure silica version of UZM-27.Type: ApplicationFiled: December 18, 2008Publication date: June 24, 2010Inventors: Mark A. Miller, Gregory J. Lewis -
Publication number: 20100152510Abstract: This invention relates to hydrocarbon conversion processes using crystalline zeolitic compositions designated the UZM-26 and UZM-26X. UZM-26 is a microporous three-dimensional zeolitic composition that is derived from UZM-26P (an as synthesized layered composition) by calcination. UZM-26X is a microporous three-dimensional zeolitic composition that is derived from UZM-26PX by calcination, where UZM-26PX is an ion-exchanged form of UZM-26P.Type: ApplicationFiled: December 16, 2008Publication date: June 17, 2010Inventors: Mark A Miller, Gregory J. Lewis
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Patent number: 7618544Abstract: A fiber reaction process whereby reactive components contained in immiscible streams are brought into contact to effect chemical reactions and separations. The conduit reactor utilized contains wettable fibers onto which one stream is substantially constrained and a second stream is flowed over to continuously create a new interface there between to efficiently bring about contact of the reactive species and thus promote reactions thereof or extractions thereby. Co-solvents and phase transfer catalysts may be employed to facilitate the process.Type: GrantFiled: December 22, 2005Date of Patent: November 17, 2009Inventor: John Lee Massingill, Jr.
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Patent number: 7294420Abstract: A method of producing hydrogen for a fuel cell from a hydrocarbon fuel composition, by providing a hydrocarbon fuel composition, which is obtained by contacting a liquid hydrocarbon feed comprising an alkylating agent with an acidic catalyst, under conditions effective to alkylate at least a portion of the hydrocarbon feed; converting the hydrocarbon fuel composition into hydrogen; and optionally, introducing the hydrogen produced into a fuel cell. In a preferred embodiment the liquid hydrocarbon feed further comprises sulphur-containing impurities, at least a portion of which are alkylated during the alkylation step.Type: GrantFiled: August 28, 2002Date of Patent: November 13, 2007Assignee: BP P.L.C.Inventor: Michael Graham Hodges
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Patent number: 7151199Abstract: Hydrocarbon or oxygenate conversion process in which a feedstock is contacted with a non zeolitic molecular sieve which has been treated to remove most, if not all, of the halogen contained in the catalyst. The halogen may be removed by one of several methods. One method includes heating the catalyst in a low moisture environment, followed by contacting the heated catalyst with air and/or steam. Another method includes steam-treating the catalyst at a temperature from 400° C. to 1000° C. The hydrocarbon or oxygenate conversion processes include the conversion of oxygenates to olefins, the conversion of oxygenates and ammonia to alkylamines, the conversion of oxygenates and aromatic compounds to alkylated aromatic compounds, cracking and dewaxing.Type: GrantFiled: June 10, 2002Date of Patent: December 19, 2006Assignee: ExxonMobil Chemical Patents Inc.Inventors: Luc Roger Marc Martens, Stephen N. Vaughn, Albert Edward Schweizer, John K. Pierce, Shun Chong Fung
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Patent number: 7078130Abstract: This invention provides novel stable metallic mesoporous transition metal oxide molecular sieves and methods for their production. The sieves have high electrical conductivity and may be used as solid electrolyte devices, e.g., in fuel cells, as sorbents, e.g. for hydrogen storage, and as catalysts. The invention also provides room temperature activation of dinitrogen, using the sieves as a catalyst, which permits ammonia production at room temperature.Type: GrantFiled: November 25, 2002Date of Patent: July 18, 2006Assignee: University of WindsorInventor: David M. Antonelli
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Patent number: 6984764Abstract: The present invention provides a process for producing a monoalkylated aromatic compound, particularly ethylbenzene or cumene, in which a polyalkylated aromatic compound is contacted with an alkylatable aromatic compound in the liquid phase and in the presence of a transalkylation catalyst comprising TEA-mordenite having an average crystal size of less than 0.5 micron.Type: GrantFiled: May 4, 1999Date of Patent: January 10, 2006Assignee: ExxonMobil Oil CorporationInventors: Wieslaw J. Roth, Brian J. Ratigan, Dominick N. Mazzone
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Publication number: 20030194480Abstract: The invention relates to novel reactive polymers of formula 1Type: ApplicationFiled: March 9, 2001Publication date: October 16, 2003Inventors: Jorg Leukel, Peter Chabrecek, Dieter Lohmann
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Patent number: 6420305Abstract: A method for producting a solid acid catalyst is provided which produces a shaped material of a solid acid catalyst containing a sulfureous component but have a high activity and having a practically sufficient handleability and mechanical strength involves the steps of (a) fabricating a support containing a portion of zirconia and/or hydrated zirconia and a portion of alumina and/or hydrated alumina and having a peak diameter in the range of 0.05 to 1 &mgr;m in a pore diameter distribution of 0.05 to 10 &mgr;m; and having a sulfuerous component supported on the support or (b) fabricating a support containing a portion of zirconia and/or hydrated zirconia and a portion of alumina and/or hydrated alumina and including pores having a pore diameter of not less than 0.05 &mgr;m and not more than 1 &mgr;m occupying a pore volume of 0.05 to 0.5 ml/g and pores having a pore diameter of about 1 &mgr;m and not more than 10 &mgr;m occupying a pore volume of below 0.Type: GrantFiled: August 11, 2000Date of Patent: July 16, 2002Assignee: Japan Energy CorporationInventors: Kenji Matsuzawa, Kohjiroh Aimoto, Kazuhiro Seki
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Patent number: 6232516Abstract: The process for the preparation of a selectively substituted cyclopentadiene compound which includes reacting a halide of a substituting compound in a mixture of the cyclopentadiene compound and an aqueous solution of a base in the presence of a phase transfer catalyst, wherein during the reaction the quantity of base relative to the cyclopentadiene compound may at any moment be between 5 and 30 mol/mol.Type: GrantFiled: May 2, 1997Date of Patent: May 15, 2001Assignee: DSM N.V.Inventors: Johannes A. M. van Beek, Gerardus J. M. Gruter, Richard Green
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Patent number: 6175027Abstract: A method for producing an alkyl cyclopentadiene by reacting cyclopentadienyl Grignard with an alkyl halide and for converting the alkyl cyclopentadiene to a bis(n-alkyl cyclopentadienyl) Group IV metal dihalide is described.Type: GrantFiled: August 13, 1999Date of Patent: January 16, 2001Assignee: Boulder Scientific CompanyInventors: Jeffrey M. Sullivan, Richard D. Crawford, Albert A. Hummel
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Patent number: 6063948Abstract: Polysubstituted cyclopentadiene compound wherein at least two different substituents are present from the group consisting of linear, branched and cyclic alkyls, aralkyls and alkenyls, and a process for the preparation of a cyclopentadiene compound substituted with at least two different groups chosen from the group consisting of linear, branched, cyclic and aromatic alkyls and alkenyls, characterized in that it comprises the reacting of a halide of a first substituting group in a mixture of the cyclopentadiene compound and an aqueous solution of a base, in which the quantity of the base relative to the cyclopentadiene compound is between 5 and 30 mol/mol, in the presence of a phase transfer catalyst, followed by the addition of a halide of a second or optionally a third substituting group to the reaction mixture.Type: GrantFiled: November 2, 1998Date of Patent: May 16, 2000Assignee: DSM N.V.Inventors: Gerardus J. M. Gruter, Johannes A. M. van Beek, Richard Green
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Patent number: 5877371Abstract: A solid state insoluble salt catalyst system for the carbocationic polymerization of olefin monomer in the presence of a polar or non-polar reaction medium, which comprises (a) solid state catalyst component comprising at least one salt of a strong acid and a carbocationically active transition metal selected from Groups III A, IV A, V A and VI A of the Periodic Table of Elements, wherein said salt is insoluble in the reaction medium; and (b) cocatalyst component effective for promoting the carbocationic polymerization.Type: GrantFiled: June 25, 1998Date of Patent: March 2, 1999Assignee: Exxon Chemical Patents Inc.Inventors: Frank Joung-Yei Chen, Herve Cheradame, Jon Edmond Stanat, Gerard Rissoan
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Patent number: 5733439Abstract: Hydrocarbon conversion processes, e.g., alkylation, are disclosed and claimed which use as the catalyst novel fluoride containing substituted smectite clays. The clay has the formulaA.sub.x (M.sub.y M'.sub.4-y)(Si.sub.8-x M.sub.t M'.sub.v)O.sub.20 (OH).sub.4-u F.sub.uwhere A is a cation, M and M' are metals having a +3 oxidation state, each selected from the group consisting of aluminum, gallium, iron and chromium, x is the moles of A, y is the moles of M, t and v are the moles of M and M' in the tetrahedral layer and t+v=x and u is the moles of F. The clay composition may be used as is or after pillaring to catalyze hydrocarbon conversion processes such as alkylation.Type: GrantFiled: December 13, 1995Date of Patent: March 31, 1998Assignee: UOPInventor: Jennifer S. Holmgren
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Patent number: 5670683Abstract: Cyclopentadineyl compounds of the formula II ##STR1## and formula III ##STR2## their preparation and their use as intermediates in the preparation of metallocene complexes of the formula I.Type: GrantFiled: March 22, 1996Date of Patent: September 23, 1997Assignee: BASF AktiengesellschaftInventors: Franz Langhauser, Jurgen Kerth, Gunther Schweier, Hans-Herbert Brintzinger, Stefan Mansel
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Patent number: 5578741Abstract: In accordance with the present invention there is provided a cyclopentadienyl-type ligand represented by the formula ZA, wherein Z is a cyclopentadienyl-type group, wherein A is --YPR.sub.2, --YNR.sub.2, or --NR.sub.2, wherein Y is an alkylene group containing 1 to 24 carbon atoms, wherein each R is individually selected from alkyl groups containing 1 to 20 carbon atoms. Another aspect of the invention is to provide a metallocene represented by the formula ZAMX.sub.3, wherein Z and A are as described above, M is a Group IVB or VB transition metal, and X is a halide. Other aspects of the present invention include catalyst systems comprising the metallocenes and an organoaluminoxane, processes for preparing the above defined ligands, metallocenes and catalyst systems, and polymerization processes employing the catalyst systems.Type: GrantFiled: May 19, 1995Date of Patent: November 26, 1996Assignee: Phillips Petroleum CompanyInventors: Krisztina Frey, Gabriele von Massow, Helmut G. Alt, M. Bruce Welch
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Patent number: 5545785Abstract: The invention relates to a process for preparing biscyclopentadienyl compounds of the general formula(CpR.sub.a).sub.2 --Qby reaction of CpR.sub.a, in a first step, in accordance with the general equation2CpR.sub.a +(R.sup.3 R.sup.4).sub.c Mg.fwdarw.(CpR.sub.a).sub.2 Mg+cR.sup.3 H+cR.sup.4 Hand further reaction in accordance with the general equation(CpR.sub.a).sub.2 Mg+XQX.sup.1 .fwdarw.(CpR.sub.a).sub.2 Q+MgXX.sup.Type: GrantFiled: January 25, 1995Date of Patent: August 13, 1996Assignee: Witco GmbHInventor: Richard Lisowsky
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Patent number: 5541351Abstract: Processes are disclosed for preparing compounds of the formula Z--R--Z where each Z can be selected from cyclopentadienyl type radicals such as substituted or unsubstituted cyclopentadienyl, indenyl, fluorenyl or tetrahydroindenyl or where one Z is Cl, Br, or I by reacting specific Z precursors with a dihaloalkylene compound. Also new cyclopentadienyl-type compounds are disclosed.Type: GrantFiled: August 15, 1994Date of Patent: July 30, 1996Assignee: Phillips Petroleum CompanyInventors: Konstantinos Patsidis, Syriac J. Palackal, Helmut G. Alt
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Patent number: 5516953Abstract: A process for the preparation of optically active cycloolefins based upon reaction of optically active dienes in the presence of catalyst compositions comprising molybdenum and tungsten complexes.Type: GrantFiled: March 8, 1994Date of Patent: May 14, 1996Assignee: E. I. Du Pont de Nemours and CompanyInventors: Jerald Feldman, William A. Nugent, Jr.
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Patent number: 5510549Abstract: The invention provides a fiber optic cable and a diamondoid-based viscous filling material for a fiber optic cable.Type: GrantFiled: March 20, 1995Date of Patent: April 23, 1996Assignee: Mobil Oil CorporationInventors: Henry Ashjian, Dong-Ming Shen, Margaret M. Wu
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Patent number: 5449847Abstract: There is provided a process for preparing tercyclohexane by reacting benzene with hydrogen. The process involves the use of a catalyst comprising an acidic solid and a hydrogenation component. The acidic solid may comprise a Group IVB metal oxide, such as zirconia, modified with an oxyanion of a Group VIB metal, such as tungsten. The hydrogenation component may comprise platinum.Type: GrantFiled: April 18, 1994Date of Patent: September 12, 1995Assignee: Mobil Oil CorporationInventors: Clarence D. Chang, Scott Han, John D. Lutner, Jose G. Santiesteban
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Patent number: 5420320Abstract: In accordance with the present invention there is provided a process for preparing a cyclopentadienyl-type ligand, the process comprises (1) reacting an alkali metal salt of a cyclopentadienyl-type compound and an aminofulvene compound to form a monoanion, (2) reacting the monoanion and a reducing agent to form a dianion, and (3) reacting the dianion and water to produce the cyclopentadienyl-type ligand. Another aspect of the present invention includes a process for preparing a metallocene compound comprising reacting the dianion of step (2) and a transition metal-containing compound to form the metallocene compound. Another aspect of the present invention includes a process for preparing a metallocene compound comprising reacting the ligand of step (3) and an alkali metal compound to form a dianion and then reacting the dianion with a transition metal-containing compound to form the metallocene compound.Type: GrantFiled: June 8, 1994Date of Patent: May 30, 1995Assignee: Phillips Petroleum CompanyInventors: Roland Zenk, Helmut G. Alt, M. Bruce Welch, Syriac J. Palackal
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Patent number: 5409597Abstract: Hydrocarbon conversion processes are disclosed which are catalyzed by novel pillared clay compositions. The clay contains pillars which are at least partially fluorided. These pillars are metal fluoro hydroxy cations where the metal can be Al, Zr, Si/Al, Ti or Cr. The clays which can be pillared with these pillars are the smectite clays which include hectorite and beidellite along with synthetically prepared smectite clays. These clays are prepared by pillaring the clay, followed by calcination and then treatment with a fluoride salt such as ammonium bifluoride.Type: GrantFiled: August 17, 1994Date of Patent: April 25, 1995Assignee: UOPInventor: Jennifer S. Holmgren
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Patent number: 5406013Abstract: Processes are disclosed for preparing compounds of the formula Z--R--Z where each Z can be selected from cyclopentadienyl type radicals such as substituted or unsubstituted cyclopentadienyl, indenyl, fluorenyl or tetrahydroindenyl or where one Z is Cl, Br, or I by reacting specific Z precursors with a dihaloalkylene compound. Also new cyclopentadienyl-type compounds are disclosed.Type: GrantFiled: January 11, 1993Date of Patent: April 11, 1995Assignee: Phillips Petroleum CompanyInventors: Konstantinos Patsidis, Syriac J. Palackal, Helmut G. Alt
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Patent number: 5393911Abstract: New fluorenyl silane compounds and method for their production are disclosed. The fluorenyl compounds have the formula ##STR1## wherein Z is a substituted or unsubstituted fluorenyl radical and Z' is a substituted or unsubstituted cyclopentadienyl-type radical or a halogen.Type: GrantFiled: November 30, 1992Date of Patent: February 28, 1995Assignee: Phillips Petroleum CompanyInventors: Konstantinos Patsidis, Syriac J. Palackal, Helmut G. Alt
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Patent number: 5369213Abstract: The present invention provides a method for arylating a diamondoid compound having at least one unsubstituted bridgehead carbon with an aromatic compound having at least one unsubstituted ring-member carbon comprising reacting said diamondoid compound with said aromatic compound in the presence of an olefin and a catalytically effective amount of a Lewis acid.Type: GrantFiled: June 30, 1993Date of Patent: November 29, 1994Assignee: Mobil Oil CorporationInventor: Dong-Ming Shen
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Patent number: 5367097Abstract: This invention provides a method for incorporating a diamondoid compound into a lubricant stock comprising reacting at least one .alpha.-olefin containing at least six carbon atoms with at least one diamondoid compound in the presence of an acid catalyst selected from the group consisting of AlX.sub.3, BX.sub.3, and GaX.sub.3, wherein X is a halogen, together with at least one added proton-donating catalyst promoter.The invention further provides a lubricant composition comprising alkyl-substituted diamondoids wherein the ratio of linear to branched alkyl substituents is at least about 4:1 and wherein the average number of alkyl substitutions per diamondoid molecule is from about 1.5 to about 4.Type: GrantFiled: June 3, 1993Date of Patent: November 22, 1994Assignee: Mobil Oil CorporationInventors: Dong-Ming Shen, Margaret M. Wu
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Patent number: 5349100Abstract: There are provided enantiomerically enhanced chiral substituted cyclopentadienyl ligands, and compounds thereof, and a process for their making comprising contacting an optionally substituted fulvene having a prochiral carbon 6 with a lithium salt of an amine, amino acid or amide to effectuate enantioselective hydride addition to the carbon 6 of the fulvene so as to create a chiral center. There are further provided enantiomerically enhanced chiral organometallic complexes having one or more chiral substituted cyclopentadienyl groups.Type: GrantFiled: January 2, 1991Date of Patent: September 20, 1994Assignee: Exxon Chemical Patents Inc.Inventor: Eric A. Mintz
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Patent number: 5347063Abstract: The present invention provides a method for arylating a non-halogenated diamondoid compound comprising the steps of:(a) providing a non-halogenated diamondoid compound or mixture of non-halogenated diamondoid compounds and an aromatic compound or mixture of aromatic compounds wherein at least one diamondoid compound and at least one aromatic compound are at least partially miscible;(b) mixing the compounds of step (a) to form at least a partial solution;(c) adding a reactive halide source to the mixture of step (b);(d) adding a Lewis acid to said mixture of step (c);(e) heating said mixture of step (d) to temperature above ambient and holding said heated mixture at elevated temperature;(f) recovering an arylated diamondoid compound from said solution.Type: GrantFiled: March 9, 1993Date of Patent: September 13, 1994Assignee: Mobil Oil CorporationInventors: Dong-Min Shen, Orville L. Chapman, Ling Lin, Rafael Ortiz
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Patent number: 5345020Abstract: The invention provides a method for selectively alkylating a diamondoid compound comprising reacting at least one .alpha.-olefin containing at least six carbon atoms with at least one diamondoid compound in the presence of an acid catalyst selected from the group consisting of AlX.sub.3 and BX.sub.3 wherein X is a halogen, in the absence of added proton-donating catalyst promoter. The invention further provides a lubricant composition comprising alkyl-substituted adamantanes wherein the ratio of linear to branched alkyl substituents is at least about 4:1 and wherein the average number of alkyl substitutions per diamondoid molecule is from about 1.5 to about 4.Type: GrantFiled: June 3, 1993Date of Patent: September 6, 1994Assignee: Mobil Oil CorporationInventors: Dong-Ming Shen, Margaret M. Wu
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Patent number: 5254791Abstract: C.sub.5 -C.sub.10 cycloalkanes (preferably methylcyclopentane) are isomerized in the presence of a catalyst comprising aluminum chloride and at least one of the following materials: boron phosphate on silica, boron phosphate on activated carbon, boron sulfate on silica.Type: GrantFiled: January 28, 1993Date of Patent: October 19, 1993Assignee: Phillips Petroleum CompanyInventors: An-hsiang Wu, Lyle R. Kallenbach, Marvin M. Johnson
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Patent number: 5210352Abstract: New fluorene derivatives and new methods for forming fluorene derivatives are disclosed. Examples include processes for preparing tert-butyl substituted fluorenes, 1-methyl fluorene, and 4-methyl fluorene.Type: GrantFiled: May 28, 1991Date of Patent: May 11, 1993Assignee: Phillips Petroleum CompanyInventors: Helmut G. Alt, Syriac J. Palackal
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Patent number: 5210351Abstract: Cyclopentadienes are alkylated by initially reacting primary or secondary alcohols at elevated temperatures in the presence of an alkali metal hydroxide with removal of water to form dimers of said primary or secondary alcohols, and thereafter reacting said alcohol dimers with a cyclopentadiene to alkylate said cyclopentadiene.Type: GrantFiled: September 4, 1991Date of Patent: May 11, 1993Assignee: Pennzoil Products CompanyInventors: Clifford G. Venier, Edward W. Casserly
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Patent number: 5208357Abstract: There are provided enantiomerically enhanced chiral substituted cyclopentadienyl ligands and compounds thereof, and a process for their making comprising contacting a substituted fulvene or derivative thereof with an enantiomerically enhanced or pure nucleophile having at least one chiral center. There are further provided enantiomerically enhanced chiral organometallic complexes having one or more chiral substituted cyclopentadienyl groups.Type: GrantFiled: December 31, 1990Date of Patent: May 4, 1993Assignee: Exxon Chemical Patents, Inc.Inventor: Eric A. Mintz