And Carbon Bonded Directly To The Heavy Metal Patents (Class 556/22)
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Patent number: 5703257Abstract: A process for preparing bridged mono- and bis(cyclopentadienyl) metal dihydrocarbyloxy coordination complexes (I) by contacting in the presence of an aprotic organic diluent a metal compound of the formula M(OR).sub.4 with a dianionic salt compound. A process for preparing bridged mono- and bis(cyclopentadienyl) dihydrocarbyl metal coordination complexes (II) by contacting a complex (I) with a hydrocarbylation agent. A process for preparing bridged mono- and bis(cyclopentadienyl) metal dihalide coordination complexes (III) by contacting a complex (I) with a halogenation agent.Type: GrantFiled: June 6, 1995Date of Patent: December 30, 1997Assignee: The Dow Chemical CompanyInventors: Robert K. Rosen, Brian W.S. Kolthammer
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Patent number: 5698022Abstract: A precursor composition useful for vapor deposition formation of lanthanide metal/phosphorus oxide films, comprising a precursor compound selected from the group consisting of: (i) adducts of the formula MA.sub.3 (L).sub.x ; (ii) phosphido complexes of the formulae M(PR.sub.3).sub.3 or M(PR.sub.3).sub.3 L.sub.x ; and (iii) disubstituted phosphate complexes of the formulae A.sub.2 M(O.sub.2 P(OR).sub.2), AM(O.sub.2 P(OR).sub.2).sub.2, and M(O.sub.2 P(OR).sub.2).sub.3, wherein: x is from 1 to 5, A=Cp or .beta.-diketonate, Cp=cyclopentadienyl, methylcyclopentadienyl, or TMS-cyclopentadienyl, R=C.sub.1 -C.sub.8 alkyl, and L=a phosphorus-containing ligand selected from the group consisting of phosphine, phosphine oxide, phosphite, phosphate, and 1,2-bis(dimethoxyphosphoryl)benzene, subject to the provisos that: when x is 2 or greater, each L may be the same as or different from the other L; and when the precursor compound is a .beta.-diketonate compound of formula (i), L is not phosphate or phosphine oxide.Type: GrantFiled: August 14, 1996Date of Patent: December 16, 1997Assignee: Advanced Technology Materials, Inc.Inventors: Timothy E. Glassman, Paul V. Chayka
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Patent number: 5693836Abstract: A process for the preparation of an olefin polymer by polymerization or copolymerization of an olefin of the formula R.sup.a --CH.dbd.CH--R.sup.b, in which R.sup.a and R.sup.b are identical or different and are a hydrogen atom or a hydrocarbon radical having 1 to 14 carbon atoms, or R.sup.a and R.sup.b, together with the atoms connecting them, can form a ring, at a temperature of from -60.degree. to 200.degree. C., at a pressure of from 0.5 to 100 bar, in solution, in suspension or in the gas phase, in the presence of a catalyst formed from a metallocene in the meso-form or a meso:rac mixture, with meso:rac>1:99, as transition-metal compound and a cocatalyst, wherein the metallocene is a compound of the formula I, ##STR1## in which M.sup.1 is Zr or Hf, R.sup.1 and R.sup.2 are identical or different and are methyl or chlorine, R.sup.3 and R.sup.6 are identical or different and are methyl, isopropyl, phenyl, ethyl or trifluoromethyl, R.sup.4 and R.sup.5 are hydrogen or as defined for R.sup.3 and R.sup.Type: GrantFiled: June 7, 1995Date of Patent: December 2, 1997Assignee: Hoechst AktiengesellschaftInventors: Andreas Winter, Martin Antberg, Bernd Bachmann, Volker Dolle, Frank Kuber, Jurgen Rohrmann, Walter Spaleck
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Patent number: 5689003Abstract: The invention relates to a novel ruthenium complex having the formula Ru(.eta..sup.3 --C.sub.6 H.sub.8 --PCy.sub.2)(PCy.sub.3)Cl, wherein Cy is cyclohexyl; its use in the preparation of RuHCl(H.sub.2)(PCy.sub.3).sub.2 and RuH.sub.2 (H.sub.2).sub.2 (PCy.sub.3).sub.2 ; and the use of the complexes as catalysts in hydrogenation, imination and reductive hydrolysis processes.Type: GrantFiled: May 8, 1996Date of Patent: November 18, 1997Assignee: E. I. Du Pont de Nemours and CompanyInventors: Richard Paul Beatty, Rocco Angelo Paciello
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Patent number: 5650528Abstract: 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: July 22, 1997Assignee: Phillips Petroleum CompanyInventors: Krisztina Frey, Gabriele von Massow, Helmut G. Alt, M. Bruce Welch
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Patent number: 5646323Abstract: 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: July 8, 1997Assignee: Phillips Petroleum CompanyInventors: Krisztina Frey, Gabriele von Massow, Helmut G. Alt, M. Bruce Welch
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Patent number: 5596114Abstract: Novel chiral 1,4-diol cyclic sulfates and their use as precursors in the preparation of chiral phospholane ligands, and chiral complexes useful as catalysts for carrying out enantioselective reactions.Type: GrantFiled: May 24, 1995Date of Patent: January 21, 1997Assignee: E. I. Du Pont de Nemours and CompanyInventor: Mark J. Burk
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Patent number: 5585509Abstract: Metallocene complexes of the general formula I ##STR1## where the substituents Y, M, x, R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.6, R.sup.7, R.sup.8, and R.sup.9 are as described in the disclosure, and ligand systems of the general formula II ##STR2## as intermediates.Type: GrantFiled: March 1, 1995Date of Patent: December 17, 1996Assignee: BASF AktiengesellschaftInventors: Franz Langhauser, David Fischer, J urgen Kerth, G unther Schweier, Hans-Herbert Brintzinger, Elke Barsties, Werner Roell
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Patent number: 5583241Abstract: Compounds of formula I ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.8 alkyl, phenyl or phenyl which is substituted by 1 to 3 C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy groups; R.sub.2 is a radical of formula II ##STR2## wherein R.sub.12 is C.sub.1 -C.sub.5 alkyl which is partially or completely fluorinated;R.sub.13 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, --SiR.sub.4 R.sub.5 R.sub.6, halogen, --SO.sub.3 M, CO.sub.2 M, --PO.sub.3 M, --NR.sub.7 R.sub.8 or --[.sup..sym. NR.sub.7 R.sub.8 R.sub.9 ]X.sup..crclbar. ;m is an integer from 1 to 3, n is 0 or an integer from 1 to 4, and the sum of m+n is 1 to 5;R.sub.3, R.sub.10, R.sub.11 have each independently of one another the same meaning as R.sub.2 or are each independently of one another C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.12 cycloalkyl, phenyl, C.sub.1 -C.sub.4 alkyl- or C.sub.1 -C.sub.4 alkoxy-substituted C.sub.5 -C.sub.Type: GrantFiled: September 27, 1994Date of Patent: December 10, 1996Assignee: Ciba-Geigy CorporationInventor: Felix Spindler
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Patent number: 5554778Abstract: The invention relates to a novel ruthenium complex having the formula Ru(.eta..sup.3 -C.sub.6 H.sub.8 -PCy.sub.2)(PCy.sub.3)Cl, wherein Cy is cyclohexyl; its use in the preparation of RuHCl(H.sub.2)(PCy.sub.3).sub.2 and RuH.sub.2 (H.sub.2).sub.2 (PCy.sub.3).sub.2 ; and the use of the complexes as catalysts in hydrogenation, imination and reductive hydrolysis processes.Type: GrantFiled: January 31, 1995Date of Patent: September 10, 1996Assignee: E. I. Du Pont de Nemours and CompanyInventors: Richard P. Beatty, Rocco A. Paciello
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Patent number: 5539068Abstract: Novel Group 4 metal complexes containing one and only one cyclic delocalized, anionic, .pi.-bonded group wherein the metal is in the +4 formal oxidation state and having a bridged ligand structure, also referred to as constrained geometry complexes and a conjugated diene divalent anionic ligand group; catalytic derivatives of such complexes including novel zwiterionic complexes; and the use thereof as catalysts for polymerizing olefins, diolefins and/or acetylenically unsaturated monomers.Type: GrantFiled: April 27, 1995Date of Patent: July 23, 1996Assignee: The Dow Chemical CompanyInventors: David D. Devore, James C. Stevens, Francis J. Timmers, Robert K. Rosen
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Patent number: 5523436Abstract: Novel catalysts of the general formulaMX.sub.a Y.sub.b,in whichM is Pt, Pd, Rh, Ru, Os or Ir,X is a triazene, tetrazene, tetrazadiene or pentazadiene ligand,Y is a ligand selected from Cl, Br, I, NH.sub.3, P(C.sub.2 H.sub.5).sub.3, P(C.sub.6 H.sub.5).sub.3, H, CO, 1,5-cyclooctadiene, pyridine, bipyridine, acetate, acetylacetonate, phenylnitrile, ethylenediamine, acetonitrile, 2,5-norbornadiene, nitrate, nitrite, H.sub.2 O, benzene, diphenylphosphinoethane and 1,3-divinyl-1,1,3,3-tetramethyldisiloxane,a is 1, 2, 3 or 4 andb is 0 or an integer from 1 to 6, are described.The catalysts promote the addition of Si-bonded hydrogen onto an aliphatic multiple bond, in which the catalysts are activated by heating at temperatures of 50.degree. to 250.degree. C., by irradiation with light, by addition of Bronsted acids and/or by addition of acid-forming agents.Type: GrantFiled: December 10, 1993Date of Patent: June 4, 1996Assignee: Wacker-Chemie GmbHInventors: Jochen Dauth, Udo Peetz, Bernward Deubzer
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Patent number: 5504223Abstract: A process for preparing bridged mono- and bis(cyclopentadienyl) metal dihydrocarbyloxy coordination complexes (I) by contacting in the presence of an aprotic organic diluent a metal compound of the formula M(OR).sub.4 with a dianionic salt compound. A process for preparing bridged mono- and bis(cyclopentadienyl)dihydrocarbyl metal coordination complexes (II) by contacting a complex (I) with a hydrocarbylation agent. A process for preparing bridged mono- and bis(cyclopentadienyl) metal dihalide coordination complexes (III) by contacting a complex (I) with a halogenation agent.Type: GrantFiled: January 25, 1994Date of Patent: April 2, 1996Assignee: The Dow Chemical CompanyInventors: Robert K. Rosen, Brian W. S. Kolthammer
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Patent number: 5491266Abstract: This invention relates to asymmetric syntheses in which a prochiral or chiral compound is contacted in the presence of an optically active metal-ligand complex catalyst to produce an optically active product.Type: GrantFiled: June 20, 1994Date of Patent: February 13, 1996Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: James E. Babin, Gregory T. Whiteker
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Patent number: 5466844Abstract: Compounds of the formula I ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.8 alkyl, phenyl or phenyl which is substituted by 1 to 3 C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy groups; R.sub.2 and R.sub.3 are each independently of the other typically C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.12 cycloalkyl, phenyl, or C.sub.1 -C.sub.4 alkyl- or C.sub.1 -C.sub.4 alkoxy-substituted C.sub.5 -C.sub.12 cycloalkyl, or phenyl which is substituted by one to three identical or different members selected from the group consisting of C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen; R.sub.10 and R.sub.11 are identical and are typically C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.12 cycloalkyl, C.sub.1 -C.sub.4 alkyl- or C.sub.1 -C.sub.4 alkoxy-substituted C.sub.5 -C.sub.12 cycloalkyl or phenyl which is substituted by 1 to 3 identical or different members selected from the group consisting of C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen; or R.sub.10 and R.sub.11 are different and are C.sub.1 -C.sub.Type: GrantFiled: September 27, 1994Date of Patent: November 14, 1995Assignee: Ciba-Geigy CorporationInventors: Felix Spindler, Amina Wirth-Tijani, Heidi Landert
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Patent number: 5455366Abstract: Metallocenes having benzo-fused indenyl derivatives as ligands, processes for their preparation and their use as catalysts A very effective catalyst system for olefin polymerization comprises a cocatalyst, preferably an aluminoxane, and a metallocene of the formula I ##STR1## in which, preferably, M.sup.1 is Zr or Hf, R.sup.1 and R.sup.2 are halogen or alkyl, R.sup.3 is alkyl, R.sup.4 to R.sup.10 are alkyl or hydrogen and R.sup.11 is a (substituted) alkylene or heteroatom bridge.Type: GrantFiled: January 17, 1995Date of Patent: October 3, 1995Assignee: Hoechst AGInventors: Jurgen Rohrmann, Volker Dolle, Andreas Winter, Frank Kuber
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Patent number: 5434116Abstract: A transition metal organometallic compound comprising a transition metal in any one of group 3A to group 8 of the periodic table and cyclic compounds containing a heteroaom in group 5 or group 5B of the periodic table and having a cyclic structure including a .pi.-bonded portion and composed of said heteroatom and said .pi.-bonded portion, wherein said transition metal has a bond of a .pi.-binding heterocylic ligand, said heteroatom and said .pi.-bonded portion and a catalyst for polymerizing olefin comprising the above organic metal compound and an organic compound.Type: GrantFiled: June 2, 1993Date of Patent: July 18, 1995Assignee: Tosoh CorporationInventors: Makoto Sone, Akihiro Yano
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Patent number: 5416228Abstract: This invention is for a metallocene catalyst component useful in preparing isotactic polyolefins, a catalyst system using this component and a process for polymerizing olefins using the catalyst component. The catalyst component consists of a bridged metallocene in which one of the cyclopentadienyl rings is substituted in a different manner from the other ring. One of the cyclopentadienyl ligands contains a bulky group in one and only one distal position and the other cyclopentadienyl ligand has bilateral or pseudobilateral symmetry. There is a steric difference between the two Cp rings.The catalyst component is a stereorigid metallocene described by the formula:R" (CpR.sub.n)(CpR'.sub.m)MeQ.sub.kwherein each Cp is a cyclopentadienyl or substituted cyclopentadienyl ring; each R.sub.n and R'.sub.Type: GrantFiled: October 7, 1991Date of Patent: May 16, 1995Assignee: Fina Technology, Inc.Inventors: John A. Ewen, Michael J. Elder
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Patent number: 5403802Abstract: Iridium catalyst compositions for the metathesis of functionalized and unfunctionalized acyclic olefins.Type: GrantFiled: June 28, 1994Date of Patent: April 4, 1995Assignee: E. I. Du Pont de Nemours and CompanyInventors: Jerald Feldman, Marcia B. France
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Patent number: 5371256Abstract: Compounds of formula I ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.8 alkyl, phenyl or phenyl which is substituted by 1 to 3 C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkoxy groups; R.sub.2 and R.sub.3 are identical and are C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.12 cycloalkyl or C.sub.1 -C.sub.4 alkyl- or C.sub.1 -C.sub.4 alkoxy-substituted C.sub.5 -C.sub.12 cycloalkyl, or phenyl which is substituted by one to three identical or different members selected from the group consisting of C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, --SiR.sub.4 R.sub.5 R.sub.6, halogen, --SO.sub.3 M, --CO.sub.2 M, --PO.sub.3 M,--NR.sub.7 R.sub.8 and --[.sup..sym. NR.sub.7 R.sub.8 R.sub.9 ]X.sup..crclbar. ; or R.sub.2 and R.sub.3 are different and are C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.12 cycloalkyl, C.sub.1 -C.sub.4 alkyl- or C.sub.1 -C.sub.4 alkoxy-substituted C.sub.5 -C.sub.12 cycloalkyl, phenyl or phenyl which is substituted by one to three identical or different members selected from the group consisting of C.sub.Type: GrantFiled: March 26, 1993Date of Patent: December 6, 1994Assignee: Ciba-Geigy CorporationInventors: Antonio Togni, Felix Spindler, Nadia Zanetti, Amina Tijani
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Patent number: 5360938Abstract: This invention relates to asymmetric syntheses in which a prochiral or chiral compound is contacted in the presence of an optically active metal-ligand complex catalyst to produce an optically active product.Type: GrantFiled: July 16, 1992Date of Patent: November 1, 1994Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: James E. Babin, Gregory T. Whiteker
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Patent number: 5359105Abstract: Cyclopentadienyl derivatives are deprotonated by a process whereby the cyclopentadienyl derivatives are reacted with a Grignard reagent in an inert solvent which contains from about 0.5 to 1.5 equivalents per equivalent of cyclopentadienyl derivative of a cyclic ether or an acyclic polyether, so as to form a dianionic salt of said cyclopentadienyl derivative.Type: GrantFiled: November 1, 1993Date of Patent: October 25, 1994Assignee: Albemarle CorporationInventors: Jamie R. Strickler, John M. Power
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Patent number: 5329033Abstract: A very effective catalyst system for olefin polymerization consists of a cocatalyst, preferably an aluminoxane, and a metallocene of the formula (I) ##STR1## in which, preferably, M.sup.1 is Zr, R.sup.1 and R.sup.2 are alkyl or halogen, R.sup.3 to R.sup.6 are alkyl, --(CR.sup.8 R.sup.9).sub.m --R.sup.7 --(CR.sup.8 R.sup.9).sub.n -- is a chain having one or more members, in which R.sup.7 can also be a (substituted) hetero atom, and m+n is zero or 1. The catalyst system leads to polymers of variable molecular weight and stereotacticity, depending on the substituents R.sup.3 to R.sup.6 chosen, at polymerization temperatures which are relevant in industry.Type: GrantFiled: October 25, 1993Date of Patent: July 12, 1994Assignee: Hoechst AktiengesellschaftInventors: Walter Spaleck, Jurgen Rohrmann, Martin Antberg
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Patent number: 5322956Abstract: Chiral 2,5-disubstituted phospholanes useful as transition metal ligands in asymmetric catalysis and processes for their preparation are disclosed.Type: GrantFiled: December 23, 1992Date of Patent: June 21, 1994Assignee: E. I. Du Pont de Nemours and CompanyInventor: Mark J. Burk
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Patent number: 5276208Abstract: The novel metallocenes of the formula I ##STR1## in which, preferably, M.sup.1 is Zr or Hf, R.sup.1 and R.sup.2 are alkyl or halogen, R.sup.3 and R.sup.4 are hydrogen, R.sup.5 and R.sup.6 are alkyl or haloalkyl, --(CR.sup.8 R.sup.9).sub.m --R.sup.7 --(CR.sup.8 R.sup.9).sub.n -- is a single- or multi-membered chain in which R.sup.7 may also be a (substituted) hetero atom, m+n is zero or 1, and R.sup.10 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: November 8, 1991Date of Patent: January 4, 1994Assignee: Hoechst AktiengesellschaftInventors: Andreas Winter, Martin Antberg, Walter Spaleck, Jurgen Rohrmann, Volker Dolle
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Patent number: 5264600Abstract: Recovery of rhodium from the distillation residues from the crude products of oxo synthesis, the residue or the starting material containing the residue is treated with oxygen or an oxygen-containing gas in the presence of a monocarboxylic acid with 2 to 5 carbon atoms and of an alkali metal salt of a monocarboxylic acid with 2 to 5 carbon atoms. The rhodium is subsequently extracted with water as a water-soluble compound.Type: GrantFiled: March 20, 1992Date of Patent: November 23, 1993Assignee: Hoechst AktiengesellschaftInventors: Peter Lappe, Helmut Springer
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Patent number: 5149853Abstract: In a process for the production of thin films and epitaxial layers by gas-phase deposition, intramolecularly stabilized organometallic compounds are employed as a source of metal.Type: GrantFiled: November 8, 1991Date of Patent: September 22, 1992Assignee: Merck Patent Gesellschaft mit beschraenkter HaftungInventors: Dietrich Erdmann, Max E. Van Ghemen, Ludwig Pohl, Herbert Schumann, Uwe Hartmann, Wilfried Wassermann, Meino Heyen, Holger Jurgensen
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Patent number: 5145819Abstract: The novel metallocenes of the formula I ##STR1## in which, preferably, M.sup.1 is Zr or Hf, R.sup.1 and R.sup.2 are alkyl or halogen, R.sup.3 and R.sup.4 are hydrogen, R.sup.5 and R.sup.6 are alkyl or haloalkyl, --(CR.sup.8 R.sup.9).sub.m --R.sup.7 --(CR.sup.8 R.sup.9).sub.n -- is a single- or multi-membered chain in which R.sup.7 may also be a (substituted) hetero atom, and m+n is zero or 1, form, together with aluminoxanes as cocatalysts, a very effective catalyst system for the preparation of polyolefins of high molecular weight.Type: GrantFiled: November 8, 1991Date of Patent: September 8, 1992Assignee: Hoechst AktiengesellschaftInventors: Andreas Winter, Martin Antberg, Walter Spaleck, Jurgen Rohrmann, Volker Dolle
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Patent number: 5145823Abstract: Linear alternating polymers of carbon monoxide and at least one ethylenically unsaturated hydrocarbon, useful as premium thermoplastics, are produced by contacting the carbon monoxide and hydrocarbon reactants under polymerization conditions in the presence of a catalyst complex of hydrocarbylpalladium halide and a bidentate ligand of phosphorus. The catalyst complex is produced by contacting a complex of palladium dihalide and the bidentate phosphorus ligand with a tetrahydrocarbyltin.Type: GrantFiled: April 4, 1991Date of Patent: September 8, 1992Assignee: Shell Oil CompanyInventors: Petrus W. N. M. Van Leeuwen, Cornelis F. Roobeek
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Patent number: 5087710Abstract: The invention pertains to rhenium (VII) compounds which are catalysts for metathesis of ordinary olefins (hydrocarbons) and functionalized olefins in a homogeneous phase and to methods of synthesizing these compounds. The rhenium compounds comprise a rhenium (VII) atom centrally linked to an alkylidene ligand, an alkylidyne ligand, and two other ligands of which at least one ligand is sufficiently electron withdrawing to render the rhenium atom significantly active for metathesis.Type: GrantFiled: January 4, 1990Date of Patent: February 11, 1992Assignee: Massachusetts Institute of TechnologyInventors: Richard R. Schrock, Robert Toreki
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Patent number: 5015747Abstract: The invention relates to organometallic compounds which are stabilized intramolecularly and have a cyclic or bicyclic structure and to the use thereof for the preparation of thin films and epitaxial layers by gas phase deposition.Type: GrantFiled: April 7, 1989Date of Patent: May 14, 1991Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Martin Hostalek, Ludwig Pohl, Dietrich Erdmann, Herbert Schumann, Uwe Hartmann, Meino Heyen, Holger Jurgensen
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Patent number: 4981984Abstract: Langmuir Blodgett films are provided having second order molecular hyperpolarizability of at least 30.10.sup.-50 C.sup.3 m.sup.3 J.sup.-2. combined with chemical stability and a melting point of over 70.degree..They also have desirable pyroelectric properties shown by a static pyroelectric coefficient of at least 0.0039 nCcm.sup.2 k.sup.-1. The films comprise compounds of the following formula: ##STR1## wherein M is ruthenium, iron or cobalt; R.sup.1 is cyclopentadienyl, methylcyclopentadienyl, pentamethylcyclopentadienyl or indenyl;A.sup.1 is (R.sup.2).sub.3 Z or carbonyl;Q.sup.2 is (R.sup.2).sub.3 Z or carbonyl;Z is phosphorus or arsenic;R.sup.2 is an aryl of alkyl radical;A is ##STR2## Y is a straight chain alkyl or alkoxy radical comprising from 3 to 17 carbon atoms, or, when A is ##STR3## N(R.sup.3).sub.2 ; R.sup.3 is a lower alkyl radical comprising up to 5 carbon atoms; andX is PF.sub.6 or BF.sub.4.Type: GrantFiled: July 22, 1988Date of Patent: January 1, 1991Assignee: Thorn Emi plcInventors: Stephen G. Davies, Timothy Richardson, Gareth G. Roberts, Mario E. C. Polywka
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Patent number: 4945174Abstract: New palladium-based complexes permit the complexing of chlorinated aromatic derivatives. These complexes make it possible to perform hydrogenolysis, hydrocarbonylation and alkoxycarbonylation reaction on chlorinated compounds.Type: GrantFiled: July 20, 1989Date of Patent: July 31, 1990Assignee: Rhone Poulenc ChimieInventors: Marc Huser, John Osborn
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Patent number: 4915988Abstract: Coatings of Group IIA metals and compounds thereof are formed by chemical vapor deposition, in which a heat decomposable organometallic compound of the formula (I) ##STR1## where M is a Group IIA metal, preferably magnesium, calcium, strontium, or barium and R is a lower alkyl or alkenyl radical containing from 2 to about 6 carbon atoms, with a heated substrate which is above the decomposition temperature of the organometallic compound. The pure metal is obtained when the compound of the formula I is the sole heat decomposable compound present and deposition is carried out under nonoxidizing conditions. Intermetallic compounds such as barium selenide can be deposited from a barium compound of formula I and a heat decomposable selenium compound under nonoxidizing conditions. Group II metal oxides and salts, such as barium titanate, are obtainable by deposition from a compound of formula I (and an additional titanium organometallic compound (under oxidizing conditions.Type: GrantFiled: June 22, 1988Date of Patent: April 10, 1990Assignee: Georgia Tech Research CorporationInventor: Ahmet Erbil
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Patent number: 4906754Abstract: Preparation of ethylene copolymers from ethylene and polar and/or non-polar comonomers in the presence of selected nickel-containing catalysts.Type: GrantFiled: September 1, 1987Date of Patent: March 6, 1990Assignee: E. I. Du Pont de Nemours and CompanyInventor: Ulrich Klabunde
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Patent number: 4880670Abstract: Coatings of Group IB metals are formed by chemical vapor deposition, in which a heat decomposable organometallic compound of the formula (I) ##STR1## where M is a Group IB metal such as copper, and R is a lower alkyl radical containing from 1 to about 6 carbon atoms, is contacted under nonoxidizing conditions with a heated substrate which is above the decomposition temperature of the organometallic compound. The pure metal is obtained when the compound of the formula I is the sole heat decomposable compound present and deposition is carried out under nonoxidizing conditions. Intermetallic compounds such as copper indium diselenide can be deposited from a copper oxide compound of formula I and a heat decomposable selenium and indium compounds under nonoxidizing conditions. Group II metal oxides and salts, such as barium titanate, are obtainable by deposition from a compound of formula I (and an additional organometallic compound when required) under oxidizing conditions.Type: GrantFiled: June 22, 1988Date of Patent: November 14, 1989Assignee: Georgia Tech Research CorporationInventor: Ahmet Erbil
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Patent number: 4861890Abstract: A process for producing chiral enamines by isomerizing a beta, gamma unsaturated amine with a rhodium-diphosphine complex with the addition of an achiral triarylphosphine and, if desired, hydrolyzing the compound of the enamine I obtained to the corresponding aldehyde.Type: GrantFiled: August 10, 1987Date of Patent: August 29, 1989Assignee: Hoffmann-La Roche Inc.Inventors: Bernd Heiser, Hansjorg Stoller
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Patent number: 4849534Abstract: A process for functionalizing methane comprising:(a) reacting methane with a hydridoalkyl metal complex of the formula:CpIr[P(R.sub.1).sub.3 ]H(R.sub.2)wherein Cp represents a cyclopentadienyl or alkylcyclopentadienyl radical having from 1 to 5 carbon atoms;Ir represents an iridium atom;P represents a phosphorus atom;R.sub.1 represents an alkyl group;R.sub.2 represents an alkyl group having at least two carbon atoms; andH represents a hydrogen atom, in the presence of a liquid alkane R.sub.3 H having at least three carbon atoms to form a hydridomethyl complex of the formula:CpIr[P(R.sub.1).sub.3 ]HMewhere Me represents a methyl radical.(b) reacting said hydridomethyl complex with an organic halogenating agent such as a tetrahalomethane or a haloform of the formulas:CX'X"X'"X"" or CHX'X"X'";wherein X', X", X"', and X"" represent halogens selected from bromine, iodine and chlorine, to halomethyl complex of step (a) having the formula:CpIr[P(R.sub.1).sub.Type: GrantFiled: February 21, 1985Date of Patent: July 18, 1989Inventors: Robert G. Bergman, J. Michael Buchanan, Jeffrey M. Stryker, Michael J. Wax
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Patent number: 4845306Abstract: Disclosed is a process for recovering or concentrating active catalyst materials from a substantially homogeneous system comprising:(a) active catalyst materials which comprise(i) triorganophosphine-rhodium complexes, and(ii) free triorganophosphine;(b) oxidized triorganophosphine residues,(c) iron carboxylate salts,(d) pump oils, and(e) aldehydes and aldol condensation products thereof;said processing comprising:(1) admixing a portion of said homogeneous system with about 1 up to 100 volumes (relative to the volume of said portion) of at least one nonpolar hydrophobic hydrocarbon diluent selected from the group consisting of saturated or unsaturated aliphatic hydrocarbon having in the range of 3 up to 20 carbon atoms and aromatic or hydrocarbyl-substituted aromatic hydrocarbons having in the range of 6 up to 22 carbon atoms to produce a diluted homogeneous system,(2) contacting said diluted homogeneous system with 0.Type: GrantFiled: July 12, 1988Date of Patent: July 4, 1989Assignee: Eastman Kodak CompanyInventor: Thomas A. Puckette
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Patent number: 4724101Abstract: Novel compositions of matter comprising Group VIII metal chelates of linear ferrocenyl phosphines, arsines or stibines. The complexes are useful recoverable hydroformylation catalysts.Type: GrantFiled: November 9, 1981Date of Patent: February 9, 1988Assignee: The Dow Chemical CompanyInventors: Jere D. Fellmann, Philip E. Garrou
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Patent number: 4705895Abstract: A phosphine compound represented by formula: ##STR1## wherein R represents a hydrogen atom or an acetyl group; and Ph represents a phenyl group. The phosphine compound is capable of forming a complex with a metallic element, e.g., rhodium, ruthenium, palladium, etc., which exhibits high performances as a catalyst for asymmetric syntheses.Type: GrantFiled: November 21, 1986Date of Patent: November 10, 1987Assignee: Takasago Perfumery Co., Ltd.Inventors: Tamon Okano, Hidenori Kumobayashi, Susumu Akutagawa, Jitsuo Kiji, Hisatoshi Konishi, Keiichi Fukuyama, Yasunobu Shimano
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Patent number: 4691036Abstract: Nickel compounds which can be produced by reacting a nickel(O) compound or a nickel compound, which can be converted in situ into a nickel(O) compound, with an adduct or a mixture of maleic acid anhydride and a tertiary phosphine, optionally with a compound of the formula (I) ##STR1## wherein X represents O, NR.sup.4 or ##STR2## and n represents zero or one,and optionally with an organoaluminium compound, are suitable for the homo-and copolymerization of 1-olefins and for the polymerization of acetylene.Type: GrantFiled: February 18, 1986Date of Patent: September 1, 1987Assignee: Bayer AktiengesellschaftInventors: Karl-Heinz A. O. Starzewski, Josef Witte, Herbert Bartl
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Patent number: 4668809Abstract: Compositions of matter are disclosed which are highly useful in hydroformylation processes. The compositions are non-charged, non-chelated bis- and tris-(alkyl diaryl phosphine) rhodium carbonyl hydrides. The substituents of the alkyl group includes heteroorganic radicals containing ether, ester, keto and hydroxy oxygen, phosphine oxide and phosphorus ester phosphorus, amine, amide, amine oxide and heterocyclic nitrogen groups.These compositions are highly stable and selective catalysts for the hydroformylation of olefins under certain conditions. The disclosed catalyst systems contain a large excess of phosphine ligand and employ alpha-olefin plus synthesis gas reactant mixtures having a high H.sub.2 /CO ratio at relatively low pressures. They produce moslty aldehydes derived from terminal attack on the alpha-olefin reactant.Type: GrantFiled: June 6, 1985Date of Patent: May 26, 1987Assignee: Exxon Research and EngineeringInventors: Alexis A. Oswald, Torris G. Jermasen, Andrew A. Westner, I-Der Huang
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Patent number: 4656299Abstract: A complex of an electron-attracting group-substituted .eta..sup.5 -cyclopentadienylcobalt with a polyene or an acetylene for use as a catalyst, for example, for the synthesis of a substituted pyridine from an alkyne and a nitrile.Type: GrantFiled: January 13, 1986Date of Patent: April 7, 1987Assignees: Denki Kagaku Kogyo Kabushiki Kaisha, Rikagaku KenkyusyoInventors: Chiyuki Fujii, Seiichi Watanabe
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Patent number: 4620021Abstract: Olefins such as ethylene can be polymerized with a catalyst which comprises nickel compounds obtained by reacting a nickel-(O) compound or a nickel compound which may be converted in situ into a nickel-(O) compound with an adduct or a mixture of a quinoid compound and a tertiary phosphine and with a compound corresponding to the following general formula: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 independently represent C.sub.1 -C.sub.20 alkyl, C.sub.2 -C.sub.20 alkenyl, C.sub.6 -C.sub.12 aryl or C.sub.3 -C.sub.8 cycloalkyl optionally substituted by halogen, hydroxy, C.sub.1 -C.sub.20 alkoxy, nitro or C.sub.6 -C.sub.12 aryloxy; also C.sub.6 -C.sub.12 aryl-C.sub.1 -C.sub.20 alkyl, C.sub.6 -C.sub.12 aryl-C.sub.2 -C.sub.20 alkenyl, C.sub.1 -C.sub.20 alkyl-C.sub.6 -C.sub.12 aryl, C.sub.1 -C.sub.20 alkyl-C.sub.3 -C.sub.8 cycloalkyl and C.sub.6 -C.sub.12 aryl-C.sub.3 -C.sub.8 cycloalkyl, di-C.sub.1 -C.sub.4 alkylamino, optionally substituted phenoxy or alkoxy; R.sup.4, R.sup.5 and R.sup.Type: GrantFiled: September 25, 1984Date of Patent: October 28, 1986Assignee: Bayer AktiengesellschaftInventors: Karl-Heinz A. O. Starzewski, Josef Witte, Herbert Bartl
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Patent number: 4605750Abstract: A novel rhodium-phosphine complex represented by the formula (I):[Rh(BINAP).sub.2 ].sup.+ Y.sup.-wherein BINAP represents 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl, and Y represents ClO.sub.4, PF.sub.6, BF.sub.4, PCl.sub.6 or B(C.sub.6 H.sub.4) is described. This complex can be used as a catalyst for various organic syntheses and also for asymmetric syntheses such as an asymmetric isomerization reaction and an asymmetric hydrogenation reaction. Due to its high activity, the complex is very useful as a catalyst.Type: GrantFiled: September 17, 1984Date of Patent: August 12, 1986Assignee: Takasago Perfumery Co., Ltd.Inventors: Hidenori Kumobayashi, Susumu Akutagawa
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Patent number: 4604474Abstract: A novel rhodium-phosphine complex represented by the formula[Rh(p-Tolyl BINAP).sub.2 ].sup.+ Y.sup.-wherein p-Tolyl BINAP represents 2,2'-bis(di-p-tolylphosphino)-1,1'-binaphthyl, and Y represents ClO.sub.4, PF.sub.6, BF.sub.4 or PCl.sub.6 is described. This complex can be used as a catalyst for various organic syntheses and also for asymmetric syntheses such as an asymmetric isomerization reaction and an asymmetric hydrogenation reaction. Due to its high activity, the complex is very useful as a catalyst.Type: GrantFiled: March 21, 1985Date of Patent: August 5, 1986Assignee: Takasago Perfumery Co., Ltd.Inventors: Hidenori Kumobayashi, Susumu Akutagawa
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Patent number: 4556720Abstract: Coordination compounds of rhodium are solid salts having donor ligands of [(aryl).sub.3 P].sub.3 Rh.sup.+ and a non-coordinated counterion derived from a fluorochemical acid, the salts having the formula:[(aryl).sub.3 P].sub.3 Rh.sup.+ (counterion).sup.-.The salts are prepared by reacting [(aryl).sub.3 P].sub.4 RhH, which is an uncharged rhodium hydride, with a fluorochemical acid selected form acids having the formulae:HC(R)(SO.sub.2 R.sub.f).sub.2, R.sub.f 'SO.sub.3 H, and HN(SO.sub.2 R.sub.f).sub.2wherein R.sub.f and R.sub.f ' are perfluoroalkyl groups and R is lower alkyl substituted or unsubstituted phenyl, hydrogen, Cl, SO.sub.2 R.sub.f or R.sub.f. Carbonylation of the [(aryl).sub.3 P].sub.3 Rh.sup.+ (counterion).sup.- compounds of this invention, e.g., by contacting the salts of the invention with carbon monoxide gas, produces salts having the formula:[(aryl).sub.3 P].sub.3 Rh(CO).sub.n.sup.+ (counterion).sup.-,wherein n is 1 or 2, and (counterion).sup.- is as defined above.Type: GrantFiled: October 12, 1983Date of Patent: December 3, 1985Assignee: Minnesota Mining and Manufacturing CompanyInventors: Allen R. Siedle, Richard D. Howells
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Patent number: 4537982Abstract: Nickel-compounds, producible by reaction of Nickel-(O)-compound or a compound convertible thereto in situ with two different compounds corresponding to the following formulae ##STR1## are useful as catalysts in the polymerization of olefins.Type: GrantFiled: July 22, 1983Date of Patent: August 27, 1985Assignee: Bayer AktiengesellschaftInventors: Karl-Heinz A. O. Starzewski, Josef Witte
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Patent number: 4529554Abstract: A process is provided for preparing nickel ylides which are themselves novel compounds defined by the following Formula I: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 and R.sub.Type: GrantFiled: August 18, 1980Date of Patent: July 16, 1985Assignee: Gulf Research & Development CompanyInventors: David L. Beach, James J. Harrison