Benzene Ring Containing Patents (Class 568/17)
  • Patent number: 6664427
    Abstract: The invention relates to a process for the making organic aldehyde compounds from an unsaturated compound by hydroformylation and in the presence of a catalyst system comprising a Group VIII metal and a bidentate phosphorus ligand having two trivalent phosphorus atoms bound to salicylanilide groups.
    Type: Grant
    Filed: August 29, 2002
    Date of Patent: December 16, 2003
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Patrick M. Burke, James Michael Garner, Wilson Tam
  • Patent number: 6653485
    Abstract: 3,3′-Substituted chiral biaryl phosphine and phosphinite ligands and metal complexes based on such chiral ligands useful in asymmetric catalysis are disclosed. The metal complexes are useful as catalysts in asymmetric reactions, such as, hydrogenation, hydride transfer, allylic alkylation, hydrosilylation, hydroboration, hydrovinylation, hydroformylation, olefin metathesis, hydrocarboxylation, isomerization, cyclopropanation, Diels-Alder reaction, Heck reaction, isomerization, Aldol reaction, Michael addition, epoxidation, kinetic resolution and [m+n] cycloaddition. The metal complexes are particularly effective in Ru-catalyzed asymmetric hydrogenation of beta-ketoesters to beta-hydroxyesters and Ru-catalyzed asymmetric hydrogenation of enamides to beta amino acids.
    Type: Grant
    Filed: November 16, 2001
    Date of Patent: November 25, 2003
    Assignee: The Penn State Research Foundation
    Inventor: Xumu Zhang
  • Patent number: 6639114
    Abstract: Ethylenically unsaturated compounds are hydroformylated in the presence of a hydroformylation catalyst comprising at least one complex of a metal of transition group VIII with at least one phosphorus-containing compound as ligand, where this compound contains two groups which contain P atoms and are bound to a molecular skeleton derived from bisphenol A.
    Type: Grant
    Filed: February 13, 2002
    Date of Patent: October 28, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Ahlers, Rocco Paciello, Dieter Vogt, Jarl Ivar van der Vlugt
  • Publication number: 20030199084
    Abstract: The present invention features a chemoselective ligation reaction that can be carried out under physiological conditions. In general, the invention involves condensation of a specifically engineered phosphine, which can provide for formation of an amide bond between the two reactive partners resulting in a final product comprising a phosphine moiety, or which can be engineered to comprise a cleavable linker so that a substituent of the phosphine is transferred to the azide, releasing an oxidized phosphine byproduct and producing a native amide bond in the final product. The selectivity of the reaction and its compatibility with aqueous environments provides for its application in vivo (e.g., on the cell surface or intracellularly) and in vitro (e.g., synthesis of peptides and other polymers, production of modified (e.g., labeled) amino acids).
    Type: Application
    Filed: March 6, 2003
    Publication date: October 23, 2003
    Inventors: Eliana Saxon, Carolyn Ruth Bertozzi
  • Patent number: 6630604
    Abstract: Novel phosphine and phosphine oxide ligands are prepared using polymeric supports. These compounds can be easily cleaved from the support, and along with the corresponding supported compounds, used as ligands in the preparation of novel, metal-complexed catalysts. The ligands are obtained by combinatorial synthesis. A process for preparing coumarin by contacting salicylaldehyde with an acrylate is also provided.
    Type: Grant
    Filed: April 9, 2001
    Date of Patent: October 7, 2003
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: George Y. Li
  • Patent number: 6624320
    Abstract: A novel phosphine compound having excellent properties (chemical selectivity, enantioselectivity, catalytic activity) as a catalyst for asymmetric syntheses, especially asymmetric hydrogenation. A phosphine-phosphorane compound represented by the following general formula: (wherein R1 represents hydrogen atom or a linear or branched alkyl group having 1 to 4 carbon atoms, R2, R3, R4, and R5 are the same or different, and each represents hydrogen atom, or an alkyl group having 1 to 6 carbon atoms, etc., and each of R2 and R3, R3 and R4, and R4 and R5 may be together combined to form a ring which may contain one or more (preferably 1 to 2) oxygen atoms, and R6 and R7 are the same or different, and each represents a linear or branched alkyl group having 1 to 6 carbon atoms, etc.).
    Type: Grant
    Filed: November 12, 2002
    Date of Patent: September 23, 2003
    Assignee: Takasago International Corporation
    Inventors: Kazuhiko Matsumura, Takao Saito
  • Patent number: 6613717
    Abstract: Phosphorus-containing benzoyl derivatives of the formula I where: P(═X)R1R2X is an organic phosphorus radical; R3 is hydrogen, nitro, cyano, halogen, unsub. or sub. alkyl, alkylcarbonyl, alkoxycarbonyl, unsub. or sub. alkoxy, unsub. or sub. alkylthio, unsub. or sub. alkylsulfinyl, unsub. or sub. alkylsulfonyl, unsub. or sub. aminosulfonyl, unsub. or sub. amino, P(═X)R1R2, unsub. or sub. phenyl or unsub. or sub. heterocyclyl; R4 is nitro, cyano, halogen, alkyl, alkoxy, alkylthio, alkylsulfinyl or alkylsulfonyl; l is 0, 1 or 2; Q is unsub. or sub. 1-hydroxy-3-oxocyclohex-1-en-2-yl, unsub. or sub. 5-hydroxypyrazol-4-yl, unsub. or sub. isoxazol-4-yl or unsub. or sub. 2-cyano-1-oxoeth-2-yl; and their agriculturally useful salts; processes and intermediates for preparing the phosphorus-containing benzoyl derivatives; compositions comprising them and the use of these derivatives or the compositions comprising them for controlling undesirable plants are described.
    Type: Grant
    Filed: October 29, 2001
    Date of Patent: September 2, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Langemann, Thorsten Volk, Ernst Baumann, Wolfgang von Deyn, Steffen Kudis, Guido Mayer, Ulf Misslitz, Ulf Neidlein, Matthias Witschel, Martina Otten, Karl-Otto Westphalen, Helmut Walter
  • Patent number: 6613848
    Abstract: A hardener for an epoxy resin comprises a phenolic, thiophenolic, aminophenyl, tris-phenolic, tris-thiophenolic, tris-aminophenyl, tetrakis-phenolic, tetrakis-thiophenolic, or tetrakis-aminophenyl compounds; or phenol-formaldehyde or phenol-formaldehyde/melamine-formaldehyde resins wherein the phenyl rings are substituted with at least one of the structures wherein R1 and R2 independently are H, C1-C18 alkyl, C6-C18 aryl, C6-C18 substituted aryl, C6-C18 aryl methylene, or C6-C18 substituted aryl methylene; X is O, S or NH and Ar is wherein R is C1-C4 alkyl and n=0-5.
    Type: Grant
    Filed: May 16, 2000
    Date of Patent: September 2, 2003
    Assignee: National Science Council
    Inventors: Chun-Shan Wang, Jeng-Yueh Shieh
  • Patent number: 6590125
    Abstract: A light-emitting polymer and its preparation method, the polymer being excellent in electron injection and transport ability as well as hole injection and transport ability in an EL device, the EL device manufactured from the polymer being also emittable in the blue emission region, in which the EL device from an inorganic material is not mostly emittable. The light-emitting polymer of the invention is an alternated copolymer having repeated units (arylenevinylene units) excellent in hole injection and transport ability and repeated units (fluorinated tetraphenyl units) excellent in electron injection and transport ability with alternated order, as shown in formula (II). An EL device manufactured from the light-emitting polymer, a fluorinated tetraphenyl derivative of formula (I), which is used as a monomer to prepare the light-emitting polymer, and their preparation methods.
    Type: Grant
    Filed: April 3, 2001
    Date of Patent: July 8, 2003
    Assignee: Electronics and Telecommunications Research Institute
    Inventors: Do Hoon Hwang, Tae Hyoung Zyung, Lee Mi Do, Hye Yong Chu
  • Patent number: 6579997
    Abstract: A metallacrown ether ligand chelates a transition metal atom to form a catalyst well suited to perform hydroformylation in the presence of carbon monoxide, hydrogen and an unsaturated substrate compound.
    Type: Grant
    Filed: July 3, 2002
    Date of Patent: June 17, 2003
    Assignee: UAB Research Foundation
    Inventors: Gary M. Gray, Maheswaran Harihara Sarma, Dale C. Smith
  • Patent number: 6576684
    Abstract: Disclosed are compositions from which radically initiated oligomers/polymers having a controlled molecular weight, low polydispersity and a vinyl or dienyl end group are prepared. Further subjects of the invention are a process for controlled radical polymerization, oligomers/polymers obtainable by said process and the use of specific addition fragmentation agents for the polymerization process. The addition fragmentation agents are new in part and these are also subject of the present invention. The addition fragmentation agents are of the formula (Ia), (Ib) or (Ic) where Y is a group which activates the double bond towards Michael addition.
    Type: Grant
    Filed: February 15, 2001
    Date of Patent: June 10, 2003
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Vincent Desobry, Peter Murer, Anne Schuwey
  • Patent number: 6570040
    Abstract: The present invention features a chemoselective ligation reaction that can be carried out under physiological conditions. In general, the invention involves condensation of a specifically engineered phosphine, which can provide for formation of an amide bond between the two reactive partners resulting in a final product comprising a phosphine moiety, or which can be engineered to comprise a cleavable linker so that a substituent of the phosphine is transferred to the azide, releasing an oxidized phosphine byproduct and producing a native amide bond in the final product. The selectivity of the reaction and its compatibility with aqueous environments provides for its application in vivo (e.g., on the cell surface or intracellularly) and in vitro (e.g., synthesis of peptides and other polymers, production of modified (e.g., labeled) amino acids).
    Type: Grant
    Filed: March 16, 2001
    Date of Patent: May 27, 2003
    Assignee: The Regents of the University of California
    Inventors: Eliana Saxon, Carolyn Bertozzi
  • Patent number: 6563005
    Abstract: Mono- and di-arylphosphines are prepared by reacting an aryl compound that has a leaving group attached to a carbon atom of the aromatic ring with phosphine in the presence of a Group VIII metal catalyst.
    Type: Grant
    Filed: February 1, 2002
    Date of Patent: May 13, 2003
    Assignee: Cytec Technology Corp.
    Inventors: John Henry Hillhouse, William Andrew Rickleton
  • Publication number: 20030088128
    Abstract: One aspect of the present invention relates to novel reaction conditions that allow the efficient synthesis of diaryl ethers from arenes bearing a leaving group and arenols under relatively mild conditions. Another aspect of the present invention relates to the dramatic effects of acidic activators on Ullmann-type couplings involving electron-poor and/or relatively insoluble substrates.
    Type: Application
    Filed: April 25, 2002
    Publication date: May 8, 2003
    Inventors: Jean-Francois Marcoux, Sven Doye, Stephen Buchwald
  • Patent number: 6548708
    Abstract: This invention relates to processes for making phosphorus compounds R2P—X—PR2, R2P—M, R2P—L and R3P, and the novel cation R2P+(L)—X—P+(L)R2, where R represents an optionally substituted hydrocarbyl group, X represents a bridging group, L represents a leaving group and M represents an alkali metal atom. The invention relates further to a process for making a compound R2P—L from a compound R—H via a new process for making the compound R—Li followed by its reaction with a compound Hal2P—L. The compound R2P—X—PR2 is a ligand suitable for making catalysts for copolymerizing carbon monoxide and a olefinically unsaturated compound.
    Type: Grant
    Filed: February 2, 2001
    Date of Patent: April 15, 2003
    Assignee: SRI International
    Inventors: Roelof Van Ginkel, Alexander Van Der Made, Jan De With, Wolf Eilenberg
  • Patent number: 6534038
    Abstract: This invention relates to novel highly functionalized phosphine ligands as ancillary ligands in radiopharmaceuticals. Also, this invention provides radiopharmaceuticals comprised of highly functionalized phosphine ligated 99mTc labeled HYNIC-conjugated biomolecules that selectively localize at sites of disease and thus allow an image to be obtained of the loci using gamma scintigraphy. The invention also provides methods of use of the radiopharmaceuticals as imaging agents for the diagnosis of cardiovascular disorders such as thromboembolic disease or atherosclerosis, infectious disease and cancer.
    Type: Grant
    Filed: April 5, 2001
    Date of Patent: March 18, 2003
    Assignee: Bristol-Myers Squibb Pharma Company
    Inventor: Shuang Liu
  • Patent number: 6528232
    Abstract: A sulfonium salt compound designated by a general formula (I), a photoresist composition containing the sulfonium salt compound and a method for patterning by employing the sulfonium salt compound.
    Type: Grant
    Filed: October 31, 2000
    Date of Patent: March 4, 2003
    Assignee: NEC Corporation
    Inventors: Katsumi Maeda, Shigeyuki Iwasa, Kaichiro Nakano, Etsuo Hasegawa
  • Patent number: 6515183
    Abstract: Compounds of formula III, wherein R6 und R7 signify identical or different secondary phosphino; R8 is —CH2—OH, —CH2—NH2, —CH2—O—B—FU, —CH2—NH2—B—FU, or —O—B—FU; R9 has the same significance as R8 or is C1-C4-alkyl or C1-C4-alkoxy; or R8 and R9 together signify HOCH(CH2—O—)2, H2NCH—(CH2—O—)2, FU—B—OCH(CH2—O—)2 or FU-B-HNCH(CH2—O—)2; B is a bridging group; and FU is a functional group. The compounds may be bonded to inorganic or organic carriers. Their d-8 metal complexes are valuable catalysts for the enantioselective hydrogenation of prochiral organic compounds with carbon multiple bonds or carbon/hetero atom multiple bonds.
    Type: Grant
    Filed: July 6, 2001
    Date of Patent: February 4, 2003
    Assignee: Solvias AG
    Inventors: Benoît Pugin, Ivo Steiner, Rhony Niklaus Aufdenblatten, Antonio Togni
  • Patent number: 6508753
    Abstract: A novel phosphine ligand is an enantiomerically enriched compound of formula 5 or the opposite enantiomer thereof, wherein Ar1 and Ar2 represent the same or different aromatic groups of up to 20 C atoms. A transition metal complex of this ligand is useful as a catalyst in stereoselective hydrogenation.
    Type: Grant
    Filed: June 4, 2001
    Date of Patent: January 21, 2003
    Assignee: Chirotech Technology Limited
    Inventors: Mark Joseph Burk, Christophe Guillaume Malan
  • Patent number: 6489513
    Abstract: The invention relates to the preparation of enantiomerically pure bis-diphenylphosphine oxides in a particularly advantageous manner by (1) reacting an aromatic bromine compound with a diphenylphosphinic chloride in a mixture of tetrahydrofuran and an aromatic hydrocarbon to give a diphenylphosphine oxide, which is isolated from a solution in an aromatic hydrocarbon by adding a saturated aliphatic hydrocarbon; (2) metalating the resulting diphenylphosphine oxide in the 6-position and reacting the metalated diphenylphosphine oxide with iodine at temperatures not less than −25° C.
    Type: Grant
    Filed: November 13, 2001
    Date of Patent: December 3, 2002
    Assignee: Bayer Aktiengesellschaft
    Inventors: Torsten Pohl, Thomas Prinz, Guido Giffels, Wolfram Sirges
  • Patent number: 6476272
    Abstract: Organophosphines of the formula (R)aP(H)3−a( where R is C1-C20 alkyl, alkenyl, alkaryl or styryl and a is 1, 2, or 3) are produced by (i) reacting a tris(hydroxyorgano)phosphine (THP) with an organic halogen containing compound; (ii) reacting the product of (i) with a base; (iii) removing aldehydes from the product of (ii) and adding an organic phase, followed by distillation or phase-separation to obtain the desired product.
    Type: Grant
    Filed: June 18, 2001
    Date of Patent: November 5, 2002
    Assignee: Rhodia Consumer Specialties Limited
    Inventors: Gary Woodward, Ranbir Singh Padda, Christian Thomas Regius
  • Patent number: 6455720
    Abstract: A novel 2,2-(diaryl)vinylphosphine compound represented by the following general formula (1): (wherein R1 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alicyclic group having 5 to 7 carbon atoms, etc.; R2, R3, R4, R5, R6, and R7 may be the same or different and each is an alkyl group having 1 to 6 carbon atoms, an alicyclic group having 5 to 7 carbon atoms, etc., provided that R4 and R5 taken together and/or R6 and R7 taken together may represent a fused benzene ring, a substituted fused benzene ring, a trimethylene group, etc.; and p, q, r, and s each is 0 to 5, provided that p+q and r+s each is in the range of from 0 to 5); a palladium-phosphine catalyst obtained by causing a palladium compound to act on the novel 2,2-(diaryl)vinylphosphine compound; and a process for obtaining an arylamine, a diaryl and an arylalkyne in the presence of the palladium-phosphine catalyst.
    Type: Grant
    Filed: June 27, 2001
    Date of Patent: September 24, 2002
    Assignee: Takasago International Corporation
    Inventors: Ken Suzuki, Tohru Kobayashi, Takenobu Nishikawa, Yoji Hori, Toshimitsu Hagiwara
  • Patent number: 6437187
    Abstract: Novel chemical compounds have an ionic structure and in combination with an organometallic transition metal compound form a catalyst system which is advantageously used for the polymerization of olefins.
    Type: Grant
    Filed: August 16, 2000
    Date of Patent: August 20, 2002
    Assignee: Targor GmbH
    Inventors: Hans Bohnen, Cornelia Fritze, Frank Kueber
  • Patent number: 6410746
    Abstract: Compounds having the formula: are disclosed. M1 and M2 are the same or different and are transition metal atoms or ions; Z2 and Z3, independently, are the atoms necessary to complete a 3-12 membered heterocyclic ring; Z1 is an alkylene or arylene group; Q1 and Q2 are the same or different and are electron withdrawing groups; L1 and L3, taken together, represent —O—CR13—O—; L2 and L4, taken together, represent —O—CR14—O—; and R13 and R14 are the same or different and are selected from the group consisting of alkyl groups and aryl groups or R13 and R14 represent alkylene or arylene groups that are directly or indirectly bonded to one another. Methods for making such compounds are also disclosed, as are intermediates which can be used in their preparation. Also disclosed are methods for carrying out C—H insertion reactions using bis-transition metal catalysts, such as the above compounds.
    Type: Grant
    Filed: March 8, 2000
    Date of Patent: June 25, 2002
    Assignee: Research Foundation of State University of New York, The
    Inventor: Huw M. L. Davies
  • Patent number: 6395916
    Abstract: One aspect of the present invention relates to novel, electron-rich bidentate ligands for transition metals. A second aspect of the present invention relates to the use of catalysts comprising these ligands in transition metal-catalyzed carbon-heteroatom and carbon-carbon bond-forming reactions. The subject methods provide improvements in many features of the transition metal-catalyzed reactions, including the range of suitable substrates, reaction conditions, and efficiency.
    Type: Grant
    Filed: July 10, 1998
    Date of Patent: May 28, 2002
    Assignee: Massachusetts Institute of Technology
    Inventors: Stephen L. Buchwald, John P. Wolfe, David W. Old, Ken Kamikawa, Michael Palucki
  • Patent number: 6395939
    Abstract: One aspect of the present invention relates to novel reaction conditions that allow the efficient synthesis of diaryl ethers from arenes bearing a leaving group and arenols under relatively mild conditions. Another aspect of the present invention relates to the dramatic effects of acidic activators on Ullmann-type couplings involving electron-poor and/or relatively insoluble substrates.
    Type: Grant
    Filed: October 5, 1998
    Date of Patent: May 28, 2002
    Assignee: Massachusetts Institute of Technology
    Inventors: Jean-Francois Marcoux, Sven Doye, Stephen Buchwald
  • Publication number: 20020058837
    Abstract: A novel 2,2-(diaryl)vinylphosphine compound represented by the following general formula (1): 1
    Type: Application
    Filed: June 27, 2001
    Publication date: May 16, 2002
    Inventors: Ken Suzuki, Tohru Kobayashi, Takenobu Nishikawa, Yoji Hori, Toshimitsu Hagiwara
  • Patent number: 6388130
    Abstract: The invention provides a metal complex comprising a ligand and a metal. The ligand is an aminophosphine compound represented by the following formula (1) The metal is rhodium, ruthenium, iridium or nickel.
    Type: Grant
    Filed: June 7, 2001
    Date of Patent: May 14, 2002
    Assignee: Takasago International Corporation
    Inventors: Sumi Kenzo, Noyori Ryoji, Ikariya Takao
  • Publication number: 20020055584
    Abstract: A method of preparing a sterile article is disclosed. A polymer having a halogen-containing repeating unit is prepared that contains about 0.
    Type: Application
    Filed: October 9, 2001
    Publication date: May 9, 2002
    Applicant: Occidental Chemical Corporation
    Inventors: Qi Wang, Sandor Nagy
  • Patent number: 6376715
    Abstract: A method of manufacturing a compound of general formula (R3—C)2P—L1—X—L2—P—(C—R3)2, in which each R is independently a pendant, optionally substituted, organic group through which the group is linked to tertiary carbon atom C; L1, L2 are independently a linking group selected from an optionally substituted lower alkylene chain connecting the respective phosphorus atom to the group X and X is a bridging group comprising an optionally substituted aryl moiety to which the phosphorus atoms are linked on available adjacent carbon atoms, comprises: i) reacting together a compound of formula H—L1—X—L2—H with an organometallic compound to form an intermediate compound of formula M—L1—X—L2—M, where M is an alkali metal atom; ii) reacting said intermediate compound with a compound of formula (R3—C)2P—A, where A is a halogen atom, to form said compound of general formula (R3—C)2P—L1—X—L2—P&
    Type: Grant
    Filed: December 1, 2000
    Date of Patent: April 23, 2002
    Assignee: Ineos Acrylics U.K. Limited
    Inventors: Paul David Newman, Richard Anthony Campbell, Robert Paul Tooze, Graham Ronald Eastham, Jamie Michael Thorpe, Peter Gerald Edwards
  • Patent number: 6368369
    Abstract: Disclosed are liquid hydrocarbon fuel concentrates, including low sulfur liquid hydrocarbon fuel concentrates containing at least 5,000 ppm boric acid suspended in the liquid hydrocarbon fuel. The liquid hydrocarbon fuels include gasoline, diesel fuel, aviation fuel, jet fuel, boat or motorcycle fuel. Also disclosed are liquid hydrocarbon fuels compositions formed by diluting the concentrate to form compositions containing only from about 10 ppm to about 50,000 ppm boric acid. Also disclosed are liquid hydrocarbon fuel compositions formed of a reaction product of boric acid having a particle size of about 65 microns or less, associated with a liquid hydrocarbon fuel having a monomer or prepolymer chemically grafted thereon.
    Type: Grant
    Filed: January 20, 2000
    Date of Patent: April 9, 2002
    Assignee: Advanced Lubrication Technology, Inc.
    Inventors: Mohan L. Sanduja, Carl Horowitz, Satyabrata Mukherjee, Paul Thottahil, William Olliges, Charles T. Foscue
  • Patent number: 6359091
    Abstract: This invention is a polyarylene composition in which resin does not undergo a significant drop in modulus at temperatures above 300° C. during cure. This feature enables one to form porous films by avoiding pore collapse and/or using a wider variety of poragen materials.
    Type: Grant
    Filed: November 22, 1999
    Date of Patent: March 19, 2002
    Assignee: The Dow Chemical Company
    Inventors: James P. Godschalx, Kenneth J. Bruza, Qing Shan J. Niu, Clark H. Cummins, Paul H. Townsend, III
  • Patent number: 6353125
    Abstract: Described are bis(perfluoro-n-alkane-sulfonate) compounds, methods for preparing these compounds and use of these compounds, for example as starting materials for the synthesis of chiral and phosphine ligands for transition metal catalysts.
    Type: Grant
    Filed: September 25, 2000
    Date of Patent: March 5, 2002
    Assignee: Merck Patent GmbH
    Inventors: Andreas Wächtler, Karl-Heinz Derwenskus, Andreas Meudt
  • Patent number: 6346324
    Abstract: Disclosed is a cis-bridged metal complex of the formula (I) where R5 is an electron-withdrawing radical, and catalyst systems based on these complexes for copolymerizing carbon monoxide and olefinically unsaturated compounds.
    Type: Grant
    Filed: September 18, 2000
    Date of Patent: February 12, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Joachim Queisser, Michael Slany, Ansgar Schäfer, Michael Schulz
  • Patent number: 6339174
    Abstract: A catalyst composition comprising a) more than 70% by weight of a polyethylene glycol of the formula H—(OCH2—CH2)n—OH, where n is an integer of 3 to 16 and the number average molecular weight is less than 650 b) rhodium in elemental form or bound form and c) 2 to 25% by weight of water soluble sulfonated triarylphosphine ligand having 1 to 2 phophorus atoms and not more than 25% by weight of water based on the total amount of the catalyst and its use for the hydroformylation of olefins to aldehydes is described.
    Type: Grant
    Filed: May 16, 2000
    Date of Patent: January 15, 2002
    Assignee: Celanese Chemicals Europe GmbH
    Inventor: Sandra Bogdanovic
  • Patent number: 6335471
    Abstract: A method of preparing a compound (I) of general formula (R3—C)2P—L1—X—L2—P—(C—R3)2, in which R is independently a pendant, optionally substituted, organic group through which the group is linked to tertiary carbon atoms C; L1 and L2 are independently, a linking group selected from an optionally substituted lower alkylene chain connecting the respective phosphorous atom to the group X, and X is a bridging group comprising an optionally substituted aryl moiety to which the phosphorous atoms are linked on available adjacent carbon atoms; comprising: (i) reacting together a compound (II) of formula A—L1—X—L2—A, in which A is a halogen atom, with a metal M in a suitable solvent or form an intermediate compound (III) of formula: A—M—L1—X—L2—M—A; (ii) reacting said intermediate compound (III) with a compound (IV) of formula: (R3—C)2P—A1, wherein A1 is a halogen atom which may be the same as or different
    Type: Grant
    Filed: April 13, 2000
    Date of Patent: January 1, 2002
    Assignee: Ineos Acrylics UK Limited
    Inventors: Graham Ronald Eastham, Jamie Michael Thorpe, Robert Paul Tooze
  • Patent number: 6333291
    Abstract: This invention provides a novel diphosphine compound which is useful as a ligand of catalysts for asymmetric synthesis reactions, particularly asymmetric hydrogenation reaction. Particularly, it provides a diphosphine compound represented by a general formula (1): wherein R1 and R2 each independently represents a cycloalkyl group, an unsubstituted or substituted phenyl group or a five-membered aromatic heterocycle residue.
    Type: Grant
    Filed: October 30, 2000
    Date of Patent: December 25, 2001
    Assignee: Takasago International Corporation
    Inventors: Tohru Yokozawa, Noboru Sayo, Takao Saito, Takero Ishizaki
  • Patent number: 6333435
    Abstract: A process of synthesizing a compound of the formula 1: is disclosed, which comprises reacting a compound of the formula 2: with diphenylphosphine in the presence of an amine base and a nickel catalyst to produce a compound of formula 1.
    Type: Grant
    Filed: May 18, 1995
    Date of Patent: December 25, 2001
    Assignee: Merck & Co., Inc.
    Inventors: Dongwei Cai, David L. Hughes, Sylvain Levac, Thomas R. Verhoeven
  • Patent number: 6331532
    Abstract: The invention provides mitochondrially targeted antioxidant compounds. A compound of the invention comprises a lipophilic cation covalently coupled to an antioxidant moiety. In preferred embodiments, the lipophilic cation is the triphenyl phosphonium cation, and the compound is of the formula P(Ph3)+XR•Z− where X is a linking group, Z is an anion and R is an antioxidant moiety. Also provided are pharmaceutical compositions containing the mitochondrially targeted antioxidant compounds, and methods of therapy or prophylaxis of patients who would benefit from reduced oxidative stress, which comprise the step of administering the compounds of the invention.
    Type: Grant
    Filed: May 25, 2000
    Date of Patent: December 18, 2001
    Assignee: University of Otago
    Inventors: Michael P. Murphy, Robin A. J. Smith
  • Publication number: 20010047114
    Abstract: An efficient process for the production of substituted 10-chloro-phenoxaphosphines or 10 bromo-phenoxaphosphines by reaction of substituted diphenyl ethers with phosphorus trihalogenide in the presence of at least one Lewis acid and subsequent treatment with an amine.
    Type: Application
    Filed: April 30, 2001
    Publication date: November 29, 2001
    Inventors: Jurgen Herwig, Peter Skutta, Stefanie Sturm
  • Patent number: 6281390
    Abstract: Compounds of formula III, wherein R6 und R7 signify identical or different secondary phosphino; R8 is —CH2—OH, —CH2—NH2—, —CH2O——B—FU, —CH2—NH2—B—FU, or —O—B—FU; R9 has the same significance as R8 or is C1-C4-alkyl or C1-C4-alkoxy; or R8 and R9 together signify HOCH(CH2—O—)2, H2NCH—(CH2—O—)2, FU—B—OCH(CH2—O—)2 or FU—B—HNCH(CH2—O—)2; B is a bridging group; and FU is a functional group. The compounds may be bonded to inorganic or organic carriers. Their d-8 metal complexes are valuable catalysts for the enantioselective hydrogenation of prochiral organic compounds with carbon multiple bonds or carbon/hetero atom multiple bonds.
    Type: Grant
    Filed: November 17, 1999
    Date of Patent: August 28, 2001
    Assignee: Solvias AG
    Inventors: Benoît Pugin, Ivo Steiner, Rhony Niklaus Aufdenblatten, Antonio Togni
  • Patent number: 6278024
    Abstract: This invention is to develop novel transition metal catalysts for the practical synthesis of important chiral molecules.
    Type: Grant
    Filed: March 13, 2000
    Date of Patent: August 21, 2001
    Assignee: The Penn State Research Foundation
    Inventor: Xumu Zhang
  • Patent number: 6252001
    Abstract: Compounds of ethynyl aromatic compounds form polymers which have high thermal stability. The monomers are useful for coating a wide variety of substances such as dielectric coatings where high thermal resistance is desirable including electronic components such as computer chips.
    Type: Grant
    Filed: January 13, 2000
    Date of Patent: June 26, 2001
    Assignee: The Dow Chemical Company
    Inventors: David A. Babb, Dennis W. Smith, Jr., Steven J. Martin, James P. Godschalx
  • Patent number: 6248848
    Abstract: A 2′-diarylphosphino-1,1′-biphenylen-2-yloxy(6,6′-divinyl-1,1′-binaphthalene-2,2′-diyloxy)phosphine derivative is disclosed, which is represented by general formula (I): wherein Ar is an optionally substituted phenyl or naphthyl; R1 and R2 each independently is a hydrogen atom, a lower alkyl, a lower alkoxy, etc.; and R3 is a lower alkyl, a lower alkoxy, etc.; provided that R2 and R3 may be bonded to each other to form a hydrocarbon ring, which may have one or more substituents selected from lower alkyl groups, halogen atoms, vinyl, etc. Also disclosed are a polymer having structural units derived from the phosphine derivative and a transition metal complex obtained by causing a transition metal compound to act on the phosphine derivative.
    Type: Grant
    Filed: June 27, 2000
    Date of Patent: June 19, 2001
    Assignee: Takasago International Corporation
    Inventors: Kyoko Tamao, Yohei Itoi
  • Patent number: 6235727
    Abstract: Compounds of the formula I are suitable for the production of pharmaceuticals for the prophylaxis and therapy of disorders in the course of which an increased activity of matrix-degrading enzymes is involved.
    Type: Grant
    Filed: July 15, 1999
    Date of Patent: May 22, 2001
    Assignee: Aventis Pharma Deutschland GmbH
    Inventors: Manfred Schudok, Wilfried Schwab, Gerhard Zoller, Eckart Bartnik, Frank Büttner, Klaus-Ulrich Weithmann
  • Patent number: 6225487
    Abstract: A new ligand having a backbone comprised of PCCC, where the last carbon atom is sp3 hybridized can be combined with a metal or metal precursor compound or formed into a metal-ligand complex to catalyze a number of different chemical transformations, including C—N bond formation.
    Type: Grant
    Filed: April 17, 1998
    Date of Patent: May 1, 2001
    Assignee: Symyx Technologies, Inc.
    Inventor: Anil Guram
  • Patent number: 6225504
    Abstract: A process for the preparation of the formula Ar13−xP[(Ar2(OZ)y]x  I wherein Ar1 and Ar2 are individually aromatic of 6 to 20 carbon atoms or heteroaromatic of 4 to 9 carbon atoms, each unsubstituted or substituted with at least one member of the group consisting of halogen, carboxyl, —OH, alkyl of 1 to 6 carbon atoms, phenyl and naphthyl, Ar1 has one valence and R2 has y+1 valences, x is an integer of 1, 2 or 3, y is 1 or 2, Z is carbohydrate with a glycosidic bond comprising reacting a hydrocarbon halide of the formula Z′—X  II when Z′ has the definition of Z with —OH protected and X is chlorine, bromine or fluorine with a phosphane of the formula Ar13−xP[(Ar2 (OH)y]x  III in a multi-phase reaction medium in the presence of a base and a phase transfer catalyst to form a phosphane of the formula Ar13−xP[(Ar2(OZ1)y]x  IV and removal of the protective groups to form a compound of Fo
    Type: Grant
    Filed: June 23, 1999
    Date of Patent: May 1, 2001
    Assignee: Celanese GmbH
    Inventors: Sandra Bogdanovic, Matthias Beller, Alexander Zapf, Jurgen Krauter
  • Patent number: 6215026
    Abstract: Substituted sodium salts of phosphides are prepared by reacting a triarylphosphine with sodium in an aliphatic amine or diamine as a solvent or co-solvent. The resultant phosphides may be further treated with appropriate halides to produce unsymmetrical phosphines.
    Type: Grant
    Filed: January 11, 2000
    Date of Patent: April 10, 2001
    Assignee: Great Lakes (UK) Limited
    Inventors: Robert Gandy, Peter John Cremins, Allan William Timms
  • Patent number: 6204414
    Abstract: The invention provides an intermediate compound (5-[2-hydroxy-5-(1-hydroxy-1-methylethyl)-2-methyl-cyclopentyl]-3-methyl-penta-2,4-dienyl)triphenylphosphonium salt for use in a multi-stage process for making an oxidative metabolite of the carotenoid, lycopene 2,6-cyclolycopene-1,5-diol. The intermediate compound has the formula: wherein Ph is phenyl and X1− is chloride, bromide, or hydrogen sulphate.
    Type: Grant
    Filed: October 12, 1999
    Date of Patent: March 20, 2001
    Assignee: Roche Vitamins Inc.
    Inventors: Hanspeter Pfander, Bruno Traber
  • Patent number: 6194593
    Abstract: An optically active 1,2-bis(dialkylphosphino) benzene derivative represented by the general formula (1) which is suitable as a ligand for a transition metal catalyst in asymmetrical hydrogenation is provided. Also provided is a process for producing such a benzene derivative, and a rhodium metal complex having such a benzene derivative as a ligand which is useful as an asymmetric catalyst for use in asymmetrical hydrogenation. (where R1 denotes a straight or branched alkyl group having 2-6 carbon atoms, and each of the asterisks denotes an asymmetric phosphorus atom).
    Type: Grant
    Filed: January 28, 2000
    Date of Patent: February 27, 2001
    Assignee: Nippon Chemical Industrial Co., Ltd.
    Inventors: Tsuneo Imamoto, Tomoya Miura, Hironari Yamada