By Alkylation Or Alkyl Transfer Patents (Class 585/375)
  • Patent number: 8975427
    Abstract: 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: Grant
    Filed: April 5, 2011
    Date of Patent: March 10, 2015
    Assignee: Univation Technologies, LLC
    Inventors: C. Jeff Harlan, Xianyi Cao, Francis C. Rix
  • Patent number: 8633343
    Abstract: 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: Grant
    Filed: April 14, 2010
    Date of Patent: January 21, 2014
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Kun Wang, Jane C. Cheng, Terry E. Helton
  • Publication number: 20130085289
    Abstract: 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: Application
    Filed: April 5, 2011
    Publication date: April 4, 2013
    Applicant: Univation Technologies, LLC
    Inventors: C. Jeff Harlan, Xianyi Cao, Francis C. Rix
  • Patent number: 8314045
    Abstract: 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: Grant
    Filed: October 27, 2010
    Date of Patent: November 20, 2012
    Assignee: Entreprises Sinoncelli S.A.R.L.
    Inventors: Jacques Sinoncelli, Sergey V. Gurevich
  • Patent number: 8258501
    Abstract: 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: Grant
    Filed: March 3, 2005
    Date of Patent: September 4, 2012
    Assignee: Novaled AG
    Inventors: Ansgar Werner, Olaf Kühl, Simon Gessler, Horst Hartmann, Andre Grüssing, Michael Limmert, Andrea Lux, Kentaro Harada
  • Patent number: 8168842
    Abstract: 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: Grant
    Filed: May 16, 2007
    Date of Patent: May 1, 2012
    Assignee: Shell Oil Company
    Inventors: Leslie Andrew Chewter, Aden Murphy, Michiel Johannes Franciscus Maria Verhaak, Jeroen Van Westrenen
  • Patent number: 8153810
    Abstract: 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: Grant
    Filed: April 20, 2011
    Date of Patent: April 10, 2012
    Assignee: Evonik Degussa GmbH
    Inventors: Wolfgang Anton Herrmann, Wolfgang Schattenmann, Thomas Weskamp
  • Publication number: 20120083635
    Abstract: 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: Application
    Filed: September 30, 2010
    Publication date: April 5, 2012
    Applicant: UOP LLC
    Inventors: Edwin P. Boldingh, Antoine Negiz
  • Publication number: 20110282068
    Abstract: 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: Application
    Filed: April 20, 2011
    Publication date: November 17, 2011
    Applicant: Evonik Degussa GmbH
    Inventors: Wolfgang Anton Herrmann, Wolfgang Schattenmann, Thomas Weskamp
  • Publication number: 20110105811
    Abstract: 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: Application
    Filed: October 30, 2009
    Publication date: May 5, 2011
    Inventors: Dennis J. O'Rear, Sven Ivar Hommeltoft, Steve S. Mathur, Jerome F. Mayor, Hye-Kyung Timken
  • Publication number: 20110021841
    Abstract: 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: Application
    Filed: February 23, 2009
    Publication date: January 27, 2011
    Inventors: Tan-Jen Chen, Jane C. Cheng, Francisco M. Benitez, Terry E. Helton, Jon E. Stanat
  • Publication number: 20110009680
    Abstract: 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: Application
    Filed: February 13, 2009
    Publication date: January 13, 2011
    Inventor: Sebastien Kremer
  • Patent number: 7834228
    Abstract: Synthesis of mono-substituted alkylcyclopentadienes by mixing alkyl iodides with cyclopentadienyl magnesium chloride in tetrahydrofuran is described.
    Type: Grant
    Filed: June 16, 2006
    Date of Patent: November 16, 2010
    Assignee: Boulder Scientific Company
    Inventors: Karin A. Voll Barclay, Richard D. Crawford, Dawn A. Arkin, Daniel A. Gately
  • Patent number: 7781599
    Abstract: 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: Grant
    Filed: February 10, 2005
    Date of Patent: August 24, 2010
    Assignee: Japan Science and Technology Agency
    Inventors: Masaharu Nakamura, Eiichi Nakamura, Keiko Matsuo, Shingo Ito
  • Publication number: 20100160701
    Abstract: 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: Application
    Filed: December 18, 2008
    Publication date: June 24, 2010
    Inventors: Mark A. Miller, Gregory J. Lewis
  • Publication number: 20100152510
    Abstract: 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: Application
    Filed: December 16, 2008
    Publication date: June 17, 2010
    Inventors: Mark A Miller, Gregory J. Lewis
  • Patent number: 7618544
    Abstract: 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: Grant
    Filed: December 22, 2005
    Date of Patent: November 17, 2009
    Inventor: John Lee Massingill, Jr.
  • Patent number: 7294420
    Abstract: 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: Grant
    Filed: August 28, 2002
    Date of Patent: November 13, 2007
    Assignee: BP P.L.C.
    Inventor: Michael Graham Hodges
  • Patent number: 7151199
    Abstract: 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: Grant
    Filed: June 10, 2002
    Date of Patent: December 19, 2006
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Luc Roger Marc Martens, Stephen N. Vaughn, Albert Edward Schweizer, John K. Pierce, Shun Chong Fung
  • Patent number: 7078130
    Abstract: 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: Grant
    Filed: November 25, 2002
    Date of Patent: July 18, 2006
    Assignee: University of Windsor
    Inventor: David M. Antonelli
  • Patent number: 6984764
    Abstract: 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: Grant
    Filed: May 4, 1999
    Date of Patent: January 10, 2006
    Assignee: ExxonMobil Oil Corporation
    Inventors: Wieslaw J. Roth, Brian J. Ratigan, Dominick N. Mazzone
  • Publication number: 20030194480
    Abstract: The invention relates to novel reactive polymers of formula 1
    Type: Application
    Filed: March 9, 2001
    Publication date: October 16, 2003
    Inventors: Jorg Leukel, Peter Chabrecek, Dieter Lohmann
  • Patent number: 6420305
    Abstract: 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: Grant
    Filed: August 11, 2000
    Date of Patent: July 16, 2002
    Assignee: Japan Energy Corporation
    Inventors: Kenji Matsuzawa, Kohjiroh Aimoto, Kazuhiro Seki
  • Patent number: 6232516
    Abstract: 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: Grant
    Filed: May 2, 1997
    Date of Patent: May 15, 2001
    Assignee: DSM N.V.
    Inventors: Johannes A. M. van Beek, Gerardus J. M. Gruter, Richard Green
  • Patent number: 6175027
    Abstract: 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: Grant
    Filed: August 13, 1999
    Date of Patent: January 16, 2001
    Assignee: Boulder Scientific Company
    Inventors: Jeffrey M. Sullivan, Richard D. Crawford, Albert A. Hummel
  • Patent number: 6063948
    Abstract: 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: Grant
    Filed: November 2, 1998
    Date of Patent: May 16, 2000
    Assignee: DSM N.V.
    Inventors: Gerardus J. M. Gruter, Johannes A. M. van Beek, Richard Green
  • Patent number: 5877371
    Abstract: 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: Grant
    Filed: June 25, 1998
    Date of Patent: March 2, 1999
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Frank Joung-Yei Chen, Herve Cheradame, Jon Edmond Stanat, Gerard Rissoan
  • Patent number: 5733439
    Abstract: 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: Grant
    Filed: December 13, 1995
    Date of Patent: March 31, 1998
    Assignee: UOP
    Inventor: Jennifer S. Holmgren
  • Patent number: 5670683
    Abstract: 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: Grant
    Filed: March 22, 1996
    Date of Patent: September 23, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Franz Langhauser, Jurgen Kerth, Gunther Schweier, Hans-Herbert Brintzinger, Stefan Mansel
  • Patent number: 5578741
    Abstract: 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: Grant
    Filed: May 19, 1995
    Date of Patent: November 26, 1996
    Assignee: Phillips Petroleum Company
    Inventors: Krisztina Frey, Gabriele von Massow, Helmut G. Alt, M. Bruce Welch
  • Patent number: 5545785
    Abstract: 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: Grant
    Filed: January 25, 1995
    Date of Patent: August 13, 1996
    Assignee: Witco GmbH
    Inventor: Richard Lisowsky
  • Patent number: 5541351
    Abstract: 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: Grant
    Filed: August 15, 1994
    Date of Patent: July 30, 1996
    Assignee: Phillips Petroleum Company
    Inventors: Konstantinos Patsidis, Syriac J. Palackal, Helmut G. Alt
  • Patent number: 5516953
    Abstract: 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: Grant
    Filed: March 8, 1994
    Date of Patent: May 14, 1996
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Jerald Feldman, William A. Nugent, Jr.
  • Patent number: 5510549
    Abstract: The invention provides a fiber optic cable and a diamondoid-based viscous filling material for a fiber optic cable.
    Type: Grant
    Filed: March 20, 1995
    Date of Patent: April 23, 1996
    Assignee: Mobil Oil Corporation
    Inventors: Henry Ashjian, Dong-Ming Shen, Margaret M. Wu
  • Patent number: 5449847
    Abstract: 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: Grant
    Filed: April 18, 1994
    Date of Patent: September 12, 1995
    Assignee: Mobil Oil Corporation
    Inventors: Clarence D. Chang, Scott Han, John D. Lutner, Jose G. Santiesteban
  • Patent number: 5420320
    Abstract: 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: Grant
    Filed: June 8, 1994
    Date of Patent: May 30, 1995
    Assignee: Phillips Petroleum Company
    Inventors: Roland Zenk, Helmut G. Alt, M. Bruce Welch, Syriac J. Palackal
  • Patent number: 5409597
    Abstract: 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: Grant
    Filed: August 17, 1994
    Date of Patent: April 25, 1995
    Assignee: UOP
    Inventor: Jennifer S. Holmgren
  • Patent number: 5406013
    Abstract: 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: Grant
    Filed: January 11, 1993
    Date of Patent: April 11, 1995
    Assignee: Phillips Petroleum Company
    Inventors: Konstantinos Patsidis, Syriac J. Palackal, Helmut G. Alt
  • Patent number: 5393911
    Abstract: 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: Grant
    Filed: November 30, 1992
    Date of Patent: February 28, 1995
    Assignee: Phillips Petroleum Company
    Inventors: Konstantinos Patsidis, Syriac J. Palackal, Helmut G. Alt
  • Patent number: 5369213
    Abstract: 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: Grant
    Filed: June 30, 1993
    Date of Patent: November 29, 1994
    Assignee: Mobil Oil Corporation
    Inventor: Dong-Ming Shen
  • Patent number: 5367097
    Abstract: 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: Grant
    Filed: June 3, 1993
    Date of Patent: November 22, 1994
    Assignee: Mobil Oil Corporation
    Inventors: Dong-Ming Shen, Margaret M. Wu
  • Patent number: 5349100
    Abstract: 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: Grant
    Filed: January 2, 1991
    Date of Patent: September 20, 1994
    Assignee: Exxon Chemical Patents Inc.
    Inventor: Eric A. Mintz
  • Patent number: 5347063
    Abstract: 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: Grant
    Filed: March 9, 1993
    Date of Patent: September 13, 1994
    Assignee: Mobil Oil Corporation
    Inventors: Dong-Min Shen, Orville L. Chapman, Ling Lin, Rafael Ortiz
  • Patent number: 5345020
    Abstract: 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: Grant
    Filed: June 3, 1993
    Date of Patent: September 6, 1994
    Assignee: Mobil Oil Corporation
    Inventors: Dong-Ming Shen, Margaret M. Wu
  • Patent number: 5254791
    Abstract: 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: Grant
    Filed: January 28, 1993
    Date of Patent: October 19, 1993
    Assignee: Phillips Petroleum Company
    Inventors: An-hsiang Wu, Lyle R. Kallenbach, Marvin M. Johnson
  • Patent number: 5210352
    Abstract: 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: Grant
    Filed: May 28, 1991
    Date of Patent: May 11, 1993
    Assignee: Phillips Petroleum Company
    Inventors: Helmut G. Alt, Syriac J. Palackal
  • Patent number: 5210351
    Abstract: 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: Grant
    Filed: September 4, 1991
    Date of Patent: May 11, 1993
    Assignee: Pennzoil Products Company
    Inventors: Clifford G. Venier, Edward W. Casserly
  • Patent number: 5208357
    Abstract: 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: Grant
    Filed: December 31, 1990
    Date of Patent: May 4, 1993
    Assignee: Exxon Chemical Patents, Inc.
    Inventor: Eric A. Mintz
  • Patent number: 5191132
    Abstract: 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: Grant
    Filed: May 9, 1991
    Date of Patent: March 2, 1993
    Assignee: Phillips Petroleum Company
    Inventors: Konstantinos Patsidis, Syriac J. Palackal, Helmut G. Alt
  • Patent number: 5144095
    Abstract: Tertiary alkyl substituted cyclopentadienes are prepared by reaction of cyclopentadiene with a stoichiometric excess of a tertiary alkyl halide under phase transfer conditions. The tertiary-alkyl substituted cyclopentadienes are useful as synthetic lubricants.
    Type: Grant
    Filed: February 25, 1991
    Date of Patent: September 1, 1992
    Assignee: Pennzoil Products Company
    Inventors: Clifford G. Venier, Edward W. Casserly