Exactly Three Carbons Bonded Directly To The Phosphorus (e.g., Triphenylphosphines, Etc.) Patents (Class 556/21)
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Patent number: 7198730Abstract: A luminescent organometallic complex composition of matter, a method of preparing this composition of matter, and an electronic device built with this composition of matter. The composition includes: at least one transition metal that produces phosphorescent emission at room temperature, at least one first monoanionic bidentate ligand coordinated through a nitrogen on a heteroaromatic ring and a carbon, and at least one second ligand selected from a hydride and a ligand coordinated through a carbon atom which is part of an aromatic group.Type: GrantFiled: August 28, 2003Date of Patent: April 3, 2007Assignee: E. I. du Pont de Nemours and CompanyInventors: Norman Herron, Nora Sabina Radu, Eric Maurice Smith, Ying Wang
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Patent number: 7183374Abstract: A process for diminishing the concentration of a metal complex from a solution containing said complex by the addition of an optionally fused and/or optionally substituted heterocyclic compound. The added compound is a solubility-enhancing compound that enhances the solubility of said complex in a second solution. Thereafter the solution containing said complex can be extracted with the second solution.Type: GrantFiled: November 18, 2004Date of Patent: February 27, 2007Assignee: Boehringer Ingelheim International GmbHInventors: Michael Brenner, Siegfried Meineck, Thomas Wirth
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Patent number: 7179946Abstract: The invention relates to copper complexes of phosphorus compounds, to a process for their preparation and to their use in catalytic coupling reactions.Type: GrantFiled: January 6, 2004Date of Patent: February 20, 2007Assignee: Lanxess Deutschland GmbHInventors: Ulrich Scholz, Klaus Kunz, Oliver Gaertzen, Jordi Benet-Buchholz, Joachim Wesener
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Patent number: 7169947Abstract: The invention relates to dicopper(I) oxalate complexes stabilised by neutral Lewis base components and to the use thereof as precursors for the deposition of metallic copper. The neutral Lewis bases used are alkynes or alkenes containing at least one silyl or ester group, or nitrites, saturated or unsaturated nitrogen ligands, phosphites, trialkyl-phosphines or oxygen- or sulfur-containing ligands.Type: GrantFiled: June 5, 2003Date of Patent: January 30, 2007Assignee: Basf AktiengesellischaftInventors: Katrin Koehler, Franc Meyer
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Patent number: 7145027Abstract: A process is described for the manufacture of chlorotris(triphenylphosphine)-rhodium(1) by means of causing a reaction of RhCl3 solution with triphenylphosphin in mixtures of C2–C5 alcohols with water subsequently cooling down and filtering the crystalline precipitate obtained characterized in that the mixture of the reactants is handled in such a way that B is warmed up to 75° C., and C is maintained at 80 to 110° C. The technique leads to improvements in the yield and quality of the crystals obtained.Type: GrantFiled: July 8, 2003Date of Patent: December 5, 2006Assignee: W.C. Heraeus GmbH & Co. KGInventors: Richard Walter, Horst Meyer
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Patent number: 7135582Abstract: A transition metal complex having 2,2?-bis[bis(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-1,1?-binaphthyl as a ligand. The presence of the transition metal complex in the reaction system of an asymmetric reaction system allows the preparation of an objective compound having an objective absolute configuration with improved efficiency.Type: GrantFiled: December 4, 2003Date of Patent: November 14, 2006Assignee: Takeda Pharmaceutiacal Company LimitedInventors: Mitsutaka Goto, Mitsuhisa Yamano, Shinji Kawaguchi
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Patent number: 7129367Abstract: Palladum-phosphine complexes obtained by reacting a 5 compound of formula (1) below with a palladium compound: F(I) (wherein R1 is a hydrogen atom, an alkyl group, a cycloalkyl group or a phenyl group which may be substituted; R2 and R3 are each, the same or different, an alkyl group, a cycloalkyl group or a phenyl group which may be substituted; R4 and R5 are each, the same or different, a hydrogen atom, an alkyl group, a cycloalkyl group or a phenyl group which may be substituted; R6, R7, R8 and R9 are each, the same or different, an alkyl group, a cycloalkyl group, a phenyl group which may be substituted, an alkoxyl group, a dialkylamino group, a halogen atom, a phenyl group, a benzyl group, a naphthyl group or a halogenated alkyl group; R6 and R7, R8 and R9 may be combined to form, each, a fused ring, a trimethylene group, a tetramethylene group or a 20 methylenedioxy group; p, q, r and s are each an integer of 0 to 5; and p+q, and r+s are each in the range of 0 to 5.Type: GrantFiled: February 12, 2004Date of Patent: October 31, 2006Assignee: Takasago International CorporationInventors: Ken Suzuki, Yoji Hori
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Patent number: 7109344Abstract: The invention relates to new (pre)catalysts of ruthenium complexes of formula 1, wherein L1, X1, X?2, R1, R2, R3, Z and n are as defined in claim 1. The novel ruthenium complexes of formula 1 are convenient (pre)catalysts for metathesis reactions and can be applied i.e. for ring-closing metathesis, cross metathesis or ene-ine metathesis reactions.Type: GrantFiled: December 3, 2004Date of Patent: September 19, 2006Assignee: Boehringer Ingelheim International GmbHInventor: Dieter Arlt
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Patent number: 7105689Abstract: A compound of formula (I) suitable as a catalyst or for the preparation of a catalyst system: L1-X-L2 ??(I) is provided, in which X is a lower alkylene group, an arylene group or an alkarylene group; L1 is in which Y1 is oxygen, sulfur or N—R17, R11, R12, R13, R14, R15, R16 and R17 independently of one another being hydrogen, alkyl or aryl; and L2 is in which Y2 is oxygen, sulfur or N—R27, R21, R22, R23, R24, R25, R26 and R27 independently of one another being hydrogen, alkyl or aryl, it being possible for L1 and L2 to be identical or different.Type: GrantFiled: January 26, 2002Date of Patent: September 12, 2006Assignee: BASF AktiengesellschaftInventors: Michael Slany, Martin Schäfer, Michael Röper
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Patent number: 7102047Abstract: Ruthenium and osmium carbene compounds that are stable in the presence of a variety of functional groups and can be used to catalyze olefin metathesis reactions on unstrained cyclic and acyclic olefins are disclosed. Also disclosed are methods of making the carbene compounds. The carbene compounds are of the formula where M is Os or Ru; R1 is hydrogen; R is selected from the group consisting of hydrogen, substituted or unsubstituted alkyl, and substituted or unsubstituted aryl; X and X1 are independently selected from any anionic ligand; and L and L1 are independently selected from any neutral electron donor. The ruthenium and osmium carbene compounds of the present invention may be synthesized using diazo compounds, by neutral electron donor ligand exchange, by cross metathesis, using acetylene, using cumulated olefins, and in a one-pot method using diazo compounds and neutral electron donors.Type: GrantFiled: October 18, 2004Date of Patent: September 5, 2006Assignee: California Institute of TechnologyInventors: Robert H. Grubbs, Peter Schwab, Sonbinh T. Nguyen
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Patent number: 7101959Abstract: A subject of the present invention is new compounds having a lanthanide and having a tridentate ligand, a process for their preparation and their use in particular as polymerization catalysts.Type: GrantFiled: January 20, 2004Date of Patent: September 5, 2006Assignees: Societe de Conseils de Recherches et d'Applications Scientifiques (S.C.R.A.S.), Centre National de la Recherche Scientifique (C.N.R.S.)Inventors: Anca Dumitrescu, Heinz Gornitzka, Blanca Martin-Vaca, Didier Bourissou, Guy Bertrand, Jean-Bernard Cazaux
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Patent number: 7094898Abstract: A new class of compounds is disclosed that in preferred embodiments relate to Ru-based catalysts suitable for use in olefin metathesis reactions. Such compounds demonstrate high rates of catalytic turnover in comparison with other Ru catalysts known in the art. Moreover, the catalysts are highly stable, and readily suited to attachment to a solid support via the anionic ligands. The invention also pertains to methods of producing the catalysts, and their use in catalyzing olefin metathesis reactions.Type: GrantFiled: May 28, 2004Date of Patent: August 22, 2006Assignee: University of OttawaInventors: Deryn Elizabeth Fogg, Jay Christopher Conrad
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Patent number: 7087773Abstract: Group 4 metal constrained geometry complexes comprising tricyclic 4-arylsubstituted indenyl ligands, especially 1,5,6,7-tetrahydro-4-aryl-s-indacen-1-yl ligands, catalytic derivatives thereof, processes for preparing the same and their use as components of olefin polymerization catalysts are disclosed.Type: GrantFiled: May 22, 2003Date of Patent: August 8, 2006Assignee: Dow Global Technologies Inc.Inventors: David D. Graf, Roger L. Kuhlman
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Patent number: 7084288Abstract: The object of this invention is to provide an organometallic precursor for forming a metal film or pattern and a method of forming the metal film or pattern using the same. More particularly, the present invention provides an organometallic precursor containing a hydrazine-based compound coordinated with a central metal thereof, and a method of forming a metal film or pattern using the same. Further, the present invention provides a composition containing an organometallic compound and a hydrazine-based compound, and a method of forming a metal film or pattern using the same. Additionally, the present invention is advantageous in that a pure metal film or pattern is formed using the organometallic precursor or composition through a simple procedure without limiting atmospheric conditions at a low temperature, and the film or pattern thus formed has excellent conductivity and morphology. Therefore, the film is useful in an electronic device field including flexible displays and large-sized TFT-LCD.Type: GrantFiled: October 2, 2003Date of Patent: August 1, 2006Assignee: Samsung Electronics Co., Ltd.Inventors: Hae Jung Son, Euk Che Hwang, Sang Yoon Lee, Soon Taik Hwang, Byong Ki Yun
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Patent number: 7081533Abstract: The present invention concerns novel unsymmetrical chiral diphosphines of a mixed aliphatic-aromatic type and processes for synthesizing them, complexes of these compounds and their use as catalysts.Type: GrantFiled: August 17, 2001Date of Patent: July 25, 2006Assignee: Degussa AGInventors: Boris E Bosch, Axel Monsees, Uwe Dingerdissen, Paul Knochel, Eike Hupe
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Patent number: 7074505Abstract: The present invention is generally directed to luminescent lanthanide compounds with phosphine oxide, phosphine oxide-sulfide, pyridine N-oxide, and phosphine oxide-pyridine N-oxide ligands. It also relates to electronic devices in which the active layer includes a lanthanide complex.Type: GrantFiled: December 14, 2004Date of Patent: July 11, 2006Assignee: E. I. du Pont de Nemours and CompanyInventors: Vladimir Grushin, Norman Herron, Viacheslav A. Petrov, Nora Sabina Radu, Ying Wang
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Patent number: 7074504Abstract: The present invention is generally directed to luminescent lanthanide compounds with phosphine oxide, phosphine oxide-sulfide, pyridine N-oxide, and phosphine oxide-pyridine N-oxide ligands. It also relates to electronic devices in which the active layer includes a lanthanide complex.Type: GrantFiled: December 14, 2004Date of Patent: July 11, 2006Assignee: E. I. du Pont de Nemours and CompanyInventors: Vladimir Grushin, Norman Herron, Viacheslav A. Petrov, Nora Sabina Radu, Ying Wang
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Patent number: 7063903Abstract: The present invention is generally directed to luminescent lanthanide compounds with phosphine oxide, phosphine oxide-sulfide, pyridine N-oxide, and phosphine oxide-pyridine N-oxide ligands. It also relates to electronic devices in which the active layer includes a lanthanide complex.Type: GrantFiled: December 14, 2004Date of Patent: June 20, 2006Assignee: E. I. du Pont de Nemours and CompanyInventors: Vladimir Grushin, Norman Herron, Viacheslav A. Petrov, Nora Sabina Radu, Ying Wang
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Patent number: 7060848Abstract: Ligands, compositions, metal-ligand complexes and arrays with substituted bridged bis-biaromatic ligands, and methods of making and using the same, are disclosed that are useful in the catalysis of transformations such as the polymerization of monomers into polymers, The catalysts have high performance characteristics, including higher comonomer incorporation into ethylene/olefin copolymers, where such olefins are for example, 1-octene, propylene or styrene. The catalysts also polymerize propylene into isotactic polypropylene.Type: GrantFiled: April 28, 2005Date of Patent: June 13, 2006Assignee: Symyx Technologies, Inc.Inventors: Thomas Boussie, Gary M. Diamond, Anne M. LaPointe, Margarete K. Leclerc, Cynthia Micklatcher, Pu Sun, Xiaohong Bei
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Patent number: 7056854Abstract: Process for the carbonylation of optionally substituted ethylenically unsaturated compounds by reaction with carbon monoxide and a coreactant in the presence of a catalyst system. The catalyst system includes (a) a source of Pt group metal cations, (b) a certain bidentate diphosphine composition.Type: GrantFiled: July 21, 2004Date of Patent: June 6, 2006Assignee: Shell Oil CompanyInventor: Eit Drent
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Patent number: 7034093Abstract: Late transition metal complexes of certain neutral iminophosphine ligands are useful as components of polymerization catalysts for olefins. Useful metals in the complexes include Ni, Pd, Fe and Co. Oligomers and/or polymers of olefins such as ethylene can be made.Type: GrantFiled: March 5, 2003Date of Patent: April 25, 2006Assignees: E. I. du Pont de Nemours and Company, University of North CarolinaInventors: Maurice S. Brookhart, Olafs Daugulis
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Patent number: 7030256Abstract: New ligands, compositions, metal-ligand complexes and arrays with bridged bis-aromatic ligands are disclosed that catalyze the polymerization of monomers into polymers. These catalysts with metal centers have high performance characteristics, including higher comonomer incorporation into ethylene/olefin copolymers, where such olefins are for example, 1-octene, propylene or styrene. The catalysts also polymerize propylene into isotactic polypropylene.Type: GrantFiled: January 12, 2005Date of Patent: April 18, 2006Assignee: Symyx Technologies, Inc.Inventors: Thomas R. Boussie, Gary M. Diamond, Christopher Goh, Anne M. LaPointe, Margarete K. Leclerc, James A. W. Shoemaker
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Patent number: 7026495Abstract: Chelating ligand precursors for the preparation of olefin metathesis catalysts are disclosed. The resulting catalysts are air stable monomeric species capable of promoting various metathesis reactions efficiently, which can be recovered from the reaction mixture and reused. Internal olefin compounds, specifically beta-substituted styrenes, are used as ligand precursors. Compared to terminal olefin compounds such as unsubstituted styrenes, the beta-substituted styrenes are easier and less costly to prepare, and more stable since they are less prone to spontaneous polymerization. Methods of preparing chelating-carbene metathesis catalysts without the use of CuCl are disclosed. This eliminates the need for CuCl by replacing it with organic acids, mineral acids, mild oxidants or even water, resulting in high yields of Hoveyda-type metathesis catalysts.Type: GrantFiled: September 16, 2003Date of Patent: April 11, 2006Assignee: Materia, Inc.Inventors: Richard L. Pederson, Jason K. Woertink, Christopher M. Haar, David E. Gindelberger, Yann Schrodi
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Patent number: 6992202Abstract: A single source precursor for depositing ternary I-III-VI2 chalcopyrite materials useful as semiconductors. The single source precursor has the I-III-VI2 stoichiometry “built into” a single precursor molecular structure which degrades on heating or pyrolysis to yield the desired I-III-VI2 ternary chalcopyrite. The single source precursors effectively degrade to yield the ternary chalcopyrite at low temperature, e.g. below 500° C., and are useful to deposit thin film ternary chalcopyrite layers via a spray CVD technique. The ternary single source precursors according to the invention can be used to provide nanocrystallite structures useful as quantum dots. A method of making the ternary single source precursors is also provided.Type: GrantFiled: October 31, 2003Date of Patent: January 31, 2006Assignees: Ohio Aerospace Institute, The United States of America as represented by the Administrator of the National Aeronautics and Space AdministrationInventors: Kulbinder K. Banger, Aloysius F. Hepp, Jerry D. Harris, Michael Hyun-Chul Jin, Stephanie L. Castro
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Patent number: 6984744Abstract: The invention is concerned with new phosphine ligands of formula I wherein R1 and R2 are independently of each other unsubstituted alkyl, aryl, cycloalkyl or heteroaryl, or alkyl, aryl, cycloalkyl or heteroaryl each of which independently is substituted by alkyl, alkoxy, halogen, hydroxy, amino, mono- or dialkylamino, aryl, —SO2—R7, —SO3?, —CO—NR8R8?, carboxy, alkoxycarbonyl, trialkylsilyl, diarylalkylsilyl, dialkylarylsilyl or triarylsilyl; R3 is alkyl, cycloalkyl, aryl or heteroaryl; R4? and R4 are independently of each other hydrogen, alkyl or optionally substituted aryl; or R4? and R4 together with the C-atom they are attached, form a 3-8-membered carbocyclic ring; dotted line is optionally a double bond; R5 and R6 are independently of each other hydrogen, alkyl or aryl, R7 is alkyl or aryl; and R8 and R8? are independently of each other hydrogen, alkyl or aryl; the substituents attached by the bold bonds are in cis relation to each other; metal complexes with such ligands in asymmetric reactions.Type: GrantFiled: November 21, 2003Date of Patent: January 10, 2006Assignee: Hoffman-La Roche Inc.Inventors: Piotr Osinski, Kazimierz Michal Pietrusiewicz, Rudolf Schmid
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Patent number: 6969694Abstract: Chiral ligands and transition metal complexes based on such chiral ligands useful in asymmetric catalysis are disclosed. The chiral ligands include (R,S,S,R)-DIOP*. The ruthenium complex reduces enamide to the corresponding amine with up to 99% enantioselectivity. The transition metal complexes of the chiral ligands are useful in asymmetric reactions such as asymmetric hydrogenation, hydride transfer, hydrosilylation, hydroboration, hydrovinylation, hydroformylation, hydrocarboxylation, isomerization, allylic alkylation, cyclopropanation, Diels-Alder reaction, Heck reaction, isomerization, Aldol reaction, Michael addition and epoxidation reactions. The chiral ligands are of the formula the identittes of the R, R? and Y groups are defined herein.Type: GrantFiled: February 10, 2004Date of Patent: November 29, 2005Assignee: The Penn State Research FoundationInventor: Xumu Zhang
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Patent number: 6939982Abstract: The present invention relates to chiral metal catalysts for stereoselective olefin metathesis reactions, which are recyclable and reusable in such metathesis reactions. The chiral metal-based metathesis catalysts of the invention comprise multidentate optically active or racemic chiral ligands that enable their use in asymmetric synthetic processes, such as for example, in ring-opening and ring-closing metathesis reactions (ROM and RCM, respectively) of alkenes. The catalysts of the invention are organometallic complexes of multivalent metals comprising one or more chiral bidentate ligands that exhibit superior reactivity and stereoselectivity properties. The present invention also provides methods of making such catalysts and methods for utilizing them in catalyzing stereoselective olefin metathesis reactions to provide asymmetric products in relatively high enantiomeric or stereoisomeric excess.Type: GrantFiled: May 12, 2003Date of Patent: September 6, 2005Assignee: The Trustees of Boston CollegeInventors: Amir H. Hoveyda, Joshua Van Veldhuizen, Steven B. Garber, Jason S. Kingsbury
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Patent number: 6939981Abstract: Disclosed are ruthenium complexes of phosphine-aminophosphine ligands that may be used to catalyze large number of reactions of a wide variety of substrates such as asymmetric hydrogenations, asymmetric reductions, asymmetric hydroborations, asymmetric olefin isomerizations, asymmetric hydrosilations, asymmetric allylations, and asymmetric organometallic additions. Also disclosed is a process for the preparation of the ruthenium complexes and processes for the enantioselective asymmetric hydrogenations of 1,3-dicarbonyl, ?-hydroxycarbonyl, and ?-hydroxycarbonyl compounds to produce the corresponding hydroxycarbonyl, 1,2-diol, and 1,3-diol compounds, respectively, using the ruthenium complexes to catalyze the hydrogenation.Type: GrantFiled: June 25, 2004Date of Patent: September 6, 2005Assignee: Eastman Chemical CompanyInventor: Neil Warren Boaz
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Patent number: 6927262Abstract: The invention relates to novel bridged biphosphole ligands according to the general formula: where R2, R3, R4 are chosen from hydrogen, alkyl, aryl or silyl, R1 is chosen from hydrogen, alkyl, aryl or halogen, R1 possibly being replaced with a direct bond between the two phosphorus atoms and T is a divalent group. The invention also relates to metallocenes obtained from these ligands. These metallocenes are useful as catalytic components for the polymerization of olefins.Type: GrantFiled: January 25, 2002Date of Patent: August 9, 2005Assignee: AtofinaInventors: Francois-Xavier Buzin, Francois Nief, Francois Mathey, Jean Malinge, Eliane Deschamps, Bernard Deschamps
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Patent number: 6919412Abstract: Substituted monocyclopentadienyl, monoindenyl, monofluorenyl or heterocyclopentadienyl complexes of chromium, molybdenum or tungsten, wherein at least one of the substituents of the cyclopentadienyl ring carries a rigid donor function which is not exclusively bonded through sp3-hybridized carbon or silicon atoms, and a process for polymerizing olefins.Type: GrantFiled: August 1, 2000Date of Patent: July 19, 2005Assignee: Basell Polyolefine GmbHInventors: Shahram Mihan, Dieter Lilge, Paulus de Lange, Günther Schweier, Martin Schneider, Ursula Rief, Udo Handrich, Johannes Hack, Markus Enders, Gunter Ludwig, Ralph Rudolph
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Patent number: 6884859Abstract: A method is provided for synthesizing a polymer in a controlled fashion using a ring-opening metathesis polymerization (ROMP) reaction, wherein polymerization is carried out using a catalytically effective amount of an olefin metathesis catalyst and a bridged bicyclic or polycyclic olefin monomer that contains at least two heteroatoms directly or indirectly linked to each other. Preferred catalysts are Group 8 transition metal complexes, particularly complexes of Ru and Os. Such complexes include the ruthenium bisphosphine complex (PCy3)2(Cl)2Ru?CHPh (1) and the ruthenium carbene complex (IMesH2)(PCy3)(Cl)2Ru?CHPh (2). The invention also provides novel regioregular polymers synthesized using the aforementioned methodology, wherein the polymers may be saturated, unsaturated, protected, and/or telechelic. An exemplary polymer is poly((vinyl alcohol)2-alt-methylene)(MVOH).Type: GrantFiled: August 29, 2002Date of Patent: April 26, 2005Assignee: California Institute of TechnologyInventors: Robert H. Grubbs, Oren A. Scherman, Hyunjin M. Kim
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Patent number: 6878665Abstract: The invention relates to novel diphosphines, in optically pure or racemic form, of formula (I): in which: R1 and R2 are a (C5-C7)cycloalkyl group, an optionally substituted phenyl group or a 5-membered heteroaryl group; and A is (CH2—CH2) or CF2. The invention further relates to the use of a compound of formula (I) as a ligand for the preparation of a metal complex useful as a chiral catalyst in asymmetric catalysis, and to the chiral metal catalysts comprising at least one ligand of formula (I).Type: GrantFiled: September 16, 2002Date of Patent: April 12, 2005Assignee: SynkemInventors: Sébastien Duprat de Paule, Nicolas Champion, Virginie Vidal, Jean-Pierre Genet, Philippe Dellis
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Patent number: 6875523Abstract: The present invention is generally directed to luminescent lanthanide compounds with phosphine oxide, phosphine oxide-sulfide, pyridine N-oxide, and phosphine oxide-pyridine N-oxide ligands. It also relates to electronic devices in which the active layer includes a lanthanide complex.Type: GrantFiled: June 27, 2002Date of Patent: April 5, 2005Assignee: E. I. du Pont de Nemours and CompanyInventors: Vladimir Grushin, Norman Herron, Viacheslav Alexandrovich Petrov, Nora Sabina Radu, Ying Wang
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Patent number: 6872844Abstract: A complex of a Group 3-10 metal, said complex comprising a cyclic group containing delocalized electrons, a bridging group connecting he metal with the cyclic group, and acetylene or a derivative thereof.Type: GrantFiled: February 8, 2002Date of Patent: March 29, 2005Assignee: The Dow Chemical CompanyInventor: Alexander Vogel
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Patent number: 6872843Abstract: The invention relates to a method for producing special transition metal compounds, to novel transition metal compounds and to the use of the same for the polymerisation of olefins.Type: GrantFiled: October 17, 2001Date of Patent: March 29, 2005Assignee: Basell Polyolefine GmbHInventors: Jörg Schottek, Jörg Schulte
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Patent number: 6867303Abstract: The invention relates to new (pre)catalysts of ruthenium complexes of formula 1, wherein L1, X, X?, R1, R2, R3 and n are defined herein. The novel ruthenium complexes of formula 1 are convenient (pre)catalysts for metathesis reactions and can be applied, e.g., for ring-closing metathesis, cross metathesis or ene-ine metathesis reactions. Another aspect of the invention are the novel intermediates of formula 2.Type: GrantFiled: October 14, 2003Date of Patent: March 15, 2005Assignee: Boehringer Ingelheim International GmbHInventor: Karol Grela
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Patent number: 6844442Abstract: The present invention provides a process for preparing a metal carbene complex of formula (I): wherein M is a transition metal atom selected from the group consisting of ruthenium, rhodium, iron, cobalt, osmium and iridium; L denotes neutral donor ligands ligated to said metal, such groups being the same or different; X is an anionic ligand; R1 and R2 are each independently selected from the group consisting of hydrogen, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted vinyl, a is 2 or 3 and b is 1 or 2, such process comprising reacting a sulfur ylide of the formula Ar2S?CR1R2 or its precursor with an appropriate metal complex comprising a transition metal atom selected from the group consisting of ruthenium, rhodium, iron, cobalt, osmium and iridium, said metal complex being alsoType: GrantFiled: April 15, 2002Date of Patent: January 18, 2005Assignee: Yeda Research and Development Company, Ltd.Inventors: David Milstein, Mark Gandelman, Nissan Ashkenazi, Boris Rybtchinski
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Patent number: 6838563Abstract: Substituted monocyclopentadienyl, monoindenyl, monofluorenyl and heterocyclopentadienyl complexes of chromium, molybdenum or tungsten in which at least one of the substituents on the cyclopentadienyl ring carries a donor function which is bonded rigidly, not exclusively via sp3-hybridized carbon or silicon atoms, and a process for the polymerization of olefins.Type: GrantFiled: June 11, 2002Date of Patent: January 4, 2005Assignee: Basell PolyolefinsInventors: Shahram Mihan, Dieter Lilge, Paulus de Lange, Günther Schweier, Martin Schneider, Ursula Rief, Udo Handrich, Johannes Hack, Markus Enders, Gunter Ludwig, Ralph Rudolph
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Patent number: 6828271Abstract: Chiral ligands and transition metal complexes based on such chiral ligands useful in asymmetric catalysis are disclosed. The chiral ligands include phospholanes, P,N ligands, N,N ligands, biphenols, and chelating phosphines. The ferrocene-based irridium (R,R)-f-binaphane complex reduces imines to the corresponding amines with 95-99.6% enantioselectivity and reduces &bgr;-substituted-&agr;-arylenamides with 95% enantioselectivity. The transition metal complexes of the chiral ligands are useful in asymmetric reactions such as asymmetric hydrogenation of imines, asymmetric hydride transfer reactions, hydrosilylation, hydroboration, hydrovinylation, hydroformylation, allylic alkylation, cyclopropanation, Diels-Alder reaction, Heck reaction, isomerization, Aldol reaction, Michael addition and epoxidation reactions.Type: GrantFiled: December 13, 2002Date of Patent: December 7, 2004Assignee: The Penn State Research FoundationInventors: Xumu Zhang, Dengming Xiao
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Patent number: 6818586Abstract: The present invention relates to novel hexacoordinated metathesis catalysts and to methods for making and using the same. The inventive catalysts are of the formula wherein: M is ruthenium or osmium; X and X1 are the same or different and are each independently an anionic ligand; L, L1′ and L2 are the same or different and are each independently a neutral electron donor ligand; and, R and R1 are each independently hydrogen or a substituent selected from the group consisting of C1-C20 alkyl, C2-C20 alkenyl, C2-C20 alkynyl, aryl, C1-C20 carboxylate, C1-C20 alkoxy, C2-C20 alkenyloxy, C2-C20 alkynyloxy, aryloxy, C2-C20 alkoxycarbonyl, C1-C20 alkylthio, C1-C20 alkylsulfonyl and C1-C20 alkylsulfinyl and silyl.Type: GrantFiled: June 14, 2002Date of Patent: November 16, 2004Assignees: Cymetech, LLP, California Institute of TechnologyInventors: Robert H. Grubbs, Melanie S. Sanford, Jason L. Moore, Jennifer A. Love, Tina M. Trnka
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Patent number: 6806378Abstract: The present invention provides a catalyst system and a process for the preparation of a nonracemic chiral alcohol by hydrogenation of a ketone using the catalyst system, wherein the catalyst system comprises ruthenium, a nonracemic chiral diphosphine ligand, an amino-thioether ligand, and a base.Type: GrantFiled: May 21, 2002Date of Patent: October 19, 2004Assignee: DSM N.V.Inventors: Charles E. Tucker, Qiongzhong Jiang
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Patent number: 6806325Abstract: Ruthenium and osmium carbene compounds that are stable in the presence of a variety of functional groups and can be used to catalyze olefin metathesis reactions on unstrained cyclic and acyclic olefins are disclosed. Also disclosed are methods of making the carbene compounds. The carbene compounds are of the formula where M is Os or Ru; R1 is hydrogen; R is selected from the group consisting of hydrogen, substituted or unsubstituted alkyl, and substituted or unsubstituted aryl; X and X1 are independently selected from any anionic ligand; and L and L1 are independently selected from any neutral electron donor. The ruthenium and osmium carbene compounds of the present invention may be synthesized using diazo compounds, by neutral electron donor ligand exchange, by cross metathesis, using acetylene, using cumulated olefins, and in a one-pot method using diazo compounds and neutral electron donors.Type: GrantFiled: December 19, 2002Date of Patent: October 19, 2004Assignee: California Institute of TechnologyInventors: Robert H. Grubbs, Peter Schwab, Sonbinh T. Nguyen
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Patent number: 6790972Abstract: The invention relates to new compounds having an element of group 12 and having a tridentate ligand, a process for their preparation and their use in particular as a polymerization catalyst.Type: GrantFiled: December 20, 2001Date of Patent: September 14, 2004Assignees: Societe de Conseils de Recherches et d'Applications Scientifiques (S.C.R.A.S.), Centre National de la Recherche Scientifique (C.N.R.S.)Inventors: Hanh Nguyen Ngoc, Heinz Gornitzka, Blanca Martin-Vaca, Didier Bourissou, Guy Bertrand, Jean-Bernard Cazaux
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Patent number: 6787498Abstract: Substituted monocyclopentadienyl, monoindenyl, monofluorenyl and heterocyclopentadienyl complexes of chromium, molybdenum or tungsten in which at least one of the substituents on the cyclopentadienyl ring carries a donor function which is bonded rigidly, not exclusively via sp3-hybridized carbon or silicon atoms, and a process for the polymerization of olefins.Type: GrantFiled: June 11, 2002Date of Patent: September 7, 2004Assignee: Basell Polyolefine GmbHInventors: Shahram Mihan, Dieter Lilge, Paulus de Lange, Günther Schweier, Martin Schneider, Ursula Rief, Udo Handrich, Johannes Hack, Markus Enders, Gunter Ludwig, Ralph Rudolph
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Patent number: 6777567Abstract: Compounds of the formula (I) and (Ia) in the form of racemates, mixtures of diastereomers or in essentially enantiomerically pure form, (I), (Ia), where R is hydrogen, C1-C8alkyl, C5-C12cycloakyl, phenyl or phenyl substituted by from 1 to 3 C1-C4alky or C1-C4alkoxy groups; n is 0 or an integer from 1 to 4 and R1 are identical or different substituents selected from the group consisting of C1-C4alkyl, C1-C4fluoroalkyl and C1-C4alkoxy; X1 and X2 are each, independently of one another, secondary phosphino; T is C6-C20arylene or C3-C16heteroarylene; and X2 is bound in the ortho position relative to the T-cyclopentadienyl bond.Type: GrantFiled: December 31, 2002Date of Patent: August 17, 2004Assignee: Solvias AGInventors: Walter Weissensteiner, Thomas Sturm, Felix Spindler
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Patent number: 6774254Abstract: Novel phosphino-gold (I) compounds, a process for their preparation, pharmaceutical compositions containing such phosphino-gold (I) compounds and their use in the treatment of cancer disease are disclosed.Type: GrantFiled: September 26, 2002Date of Patent: August 10, 2004Assignee: National University of SingaporeInventors: Pak Hing Leung, Soh Ha Chan, Yongcheng Song
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Patent number: 6768017Abstract: The present invention is directed to a process for the production of monoalkylin trihalides of the formula RSnX3 wherein R-alkyl or cycloalkyl and X—Cl, Br or I involving a redistribution reaction between tetraorganotins, triorganotin halides or diorganotin halides and tin tetrahalides, said process comprising contacting tetra-(R4Sn), tri-(R3SnX) or diorganotin halides (R2SnX2) with SnX4 to afford said monoorganotin trihalides in the presence of at least one transition metal complex, said complex comprising at least one transition metal M, selected from Group VIII of the periodic Table of elements, at least one monodentate ligand or bidentate ligand, L, L′, or L″, and optionally one or more anions, X, of an organic or inorganic acid, as a catalyst or catalyst precursor.Type: GrantFiled: December 8, 2003Date of Patent: July 27, 2004Assignee: Atofina Vlissingen B.V.Inventors: Sander Thoonen, Gerard van Koten, Berth Jan Deelman
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Patent number: RE39532Abstract: The novel metallocenes of the formula I in which, preferably, M1 is Zr or Hf, R1 and R2 are alkyl or halogen, R3 and R4 are hydrogen, R5 and R6 are alkyl or haloalkyl, —(CR8R9)m—R7—(CR8R9)n— is a single- or multi-membered chain in which R7 may also be a (substituted) hetero atom, m+n is zero or 1, and R10 is hydrogen, form, together with aluminoxanes as cocatalysts, a very effective catalyst system for the preparation of polyolefins of high stereospecificity and high melting point.Type: GrantFiled: July 17, 1997Date of Patent: March 27, 2007Assignee: Basell Polyolefine GmbHInventors: Andreas Winter, Martin Antberg, Walter Spaleck, Jürgen Rohrmann, Volker Dolle
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Patent number: RE39561Abstract: The novel metallocenes of the formula I in which, preferably, M1 is Zr or Hf, R1 and R2 are alkyl or halogen, R3 and R4 are hydrogen, R5 and R6 are alkyl or haloalkyl, —(CR8R9)m—R7—(CR8R9)n— is a single- or multi-membered chain in which R7 may also be a (substituted) hetero atom, m+n is zero or 1, and R10 is hydrogen, form, together with aluminoxanes as cocatalysts, a very effective catalyst system for the preparation of polyolefins of high stereospecificity and high melting point.Type: GrantFiled: July 17, 1997Date of Patent: April 10, 2007Assignee: Basell Polyoefine GmbHInventors: Andreas Winter, Martin Antberg, Walter Spaleck, Jürgen Rohrmann, Volker Dolle
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Patent number: RE38676Abstract: The present invention generally relates to the use of certain ruthenium and osmium complexes that are substantially inactive at a first temperature (preferably about room temperature) but becomes progressively more active at a higher second temperature. This difference in reactivities allows the reaction mixture to be formed and manipulated at the first temperature until polymerization is desired. When appropriate, the reaction mixture is heated to a suitable temperature (preferably greater than 50° C.) to activate the catalyst and to initiate polymerization. Because both the initiation and the rate of polymerization may be controlled with temperature, the inventive methods are especially suitable for ring opening metathesis polymerization (“ROMP”) reactions and for molding polymer articles that require extended pot-lives.Type: GrantFiled: August 21, 2002Date of Patent: December 21, 2004Assignee: California Institute of TechnologyInventors: Robert H. Grubbs, Thomas E. Wilhelm