Sulfur Or Oxygen Bonded Directly To Phosphorus Patents (Class 568/14)
  • Patent number: 7074505
    Abstract: 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: Grant
    Filed: December 14, 2004
    Date of Patent: July 11, 2006
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Vladimir Grushin, Norman Herron, Viacheslav A. Petrov, Nora Sabina Radu, Ying Wang
  • Patent number: 7067076
    Abstract: The invention is directed to a phosphonate composition having flame retardant properties. The phosphonate composition of the invention has the general formula: wherein R1 and R2 are independently C1–C4 alkyl, R3 is H or C1–C4 alkyl, and R4 is linear or branched C9–C22 alkyl, C9–C22 cycloalkyl, C9–C22 aryl or C9–C22 aralkyl and n=0 or 1. The invention is also directed to a method of producing the phosphonate composition having flame retardant properties.
    Type: Grant
    Filed: July 29, 2004
    Date of Patent: June 27, 2006
    Assignee: Rhodia Inc.
    Inventors: Shiming Wo, Dwight Shamblee
  • Patent number: 7067701
    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: January 15, 2004
    Date of Patent: June 27, 2006
    Assignee: SRI International
    Inventors: Roelof Van Ginkel, Alexander Van Der Made, Jan De With, Ursula Eilenberg-Robben, legal representative, Wolf Eilenberg, deceased
  • Patent number: 7026017
    Abstract: Compounds of the formula I in which Ar is a group or unsubstituted or substituted cyclopentyl, cyclohexyl, naphthyl, biphenylyl or an O-, S- or N-containing 5- or 6-membered heterocyclic ring; R1 and R2 are C1-C20alkyl, OR11, CF3 or halogen; R3, R4 and R5 are hydrogen, C1-C20alkyl, OR11 or halogen; R6 is unsubstituted or substituted C1-C24alkyl, C2-C24alkyl, which is interrupted by O, S or NR14 and is unsubstituted or substituted; C2-C24alkenyl, uninterrupted or interrupted by O, S or NR14 and unsubstituted or substituted; unsubstituted or substituted C7-C24arylalkyl; C4-C24cycloalkyl, uninterrupted or interrupted by O, S and/or NR14; or C8-C24arylcycloalkyl; R11 is C1-C20alkyl, C3-C8cycloalkyl, phenyl, benzyl or C2-C20alkyl, interrupted by O or S and unsubstituted or substituted; R12 and R13 are hydrogen, C1-C20alkyl, C3-C8cycloalkyl, phenyl, benzyl or C2-C20alkyl, interrupted by O atoms and unsubstituted or substituted; or R12 and R13 together are C3-C5alkylene, uninterrupted or interrupted by O,
    Type: Grant
    Filed: October 25, 2002
    Date of Patent: April 11, 2006
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Jean-Pierre Wolf, Gebhard Hug
  • Patent number: 6992201
    Abstract: The present invention relates to a process for preparing phosphites and their transition metal complexes and also to their use in catalytic processes.
    Type: Grant
    Filed: August 26, 2003
    Date of Patent: January 31, 2006
    Assignee: Bayer Aktiengesellschaft
    Inventors: Ulrich Scholz, Erasmus Vogl, Arne Gerlach, Jorma Hassfeld
  • Patent number: 6977312
    Abstract: Novel compounds of phosphorus, of arsenic and of antimony can be used as ligands to form complexes of metals of transition group VIII which can be used in catalysts for hydroformylation, hydrocyanation, carbonylation, hydrogenations, oligomerization and polymerization of olefins and for metathesis.
    Type: Grant
    Filed: February 9, 2001
    Date of Patent: December 20, 2005
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Ahlers, Michael Röper, Peter Hofmann, Daniel C. M. Warth, Rocco Paciello
  • Patent number: 6969733
    Abstract: Compounds of the formula I (I), in which Ar is a group or unsubstituted or substituted cyclopentyl, cyclohexyl, naphthyl, biphenylyl or an O-, S- or N-containing 5- or 6-membered heterocyclic ring; R1 and R2 are C1-C20alkyl, OR11, CF3 or halogen; R3, R4 and R5 are hydrogen, C1-C20alkyl, OR11 or halogen; R6 is unsubstituted or substituted C1-C24alkyl, C2-C24alkyl, which is interrupted by O, S or NR14 and is unsubstituted or substituted; C2-C24alkenyl, uninterrupted or interrupted by O, S or NR14 and unsubstituted or substituted; unsubstituted or substituted C7-C24arylalkyl; C4-C24cycloalkyl, uninterrupted or interrupted by O, S and/or NR14; or C8-C24arylcycloalkyl; R11 is C1-C20alkyl, C3-C8cycloalkyl, phenyl, benzyl or C2-C20alkyl, interrupted by O or S and unsubstituted or substituted; R12 and R13 are hydrogen, C1-C20alkyl, C3-C8cycloalkyl, phenyl, benzyl or C2-C20alkyl, interrupted by O atoms and unsubstituted or substituted; or R12 and R13 together are C3-C5alkylene, uninterrupted or interrupted by
    Type: Grant
    Filed: October 25, 2002
    Date of Patent: November 29, 2005
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Jean-Pierre Wolf, Gebhard Hug
  • Patent number: 6924389
    Abstract: Diphosphine of formula I R1R2P—H2C—Ar—CH2PR1R2??(I) are prepared by a process that comprises a) reacting a dimethyl compound of formula II H3C—Ar—CH3??(II) with a base and an N-substituted aminophosphorous halide to form bis(aminophosphinomethyl) compound of the formula III R3R4P—H2C—Ar—CH2—PR3R4??(III) b) reacting the compound of formula III with HCl to form bis(dichlorophosphinomethyl) compound of formula IV Cl2P—H2C—Ar—CH2—PCl2??(IV) and c) reacting the compound of formula IV with an organometallic reagent to give the product compound of formula I, wherein groups R1 and R2 are each, independently of one another, a substituted or unsubstituted aromatic, heteroaromatic or aliphatic hydrocarbon group and may have a covalent bond connecting them and Ar is a substituted or unsubstituted aromatic or heteroaromatic hydrocarbon group an R3 and R4 are each, independently of one another, an N-substituted alkylamino or arylamino group.
    Type: Grant
    Filed: March 19, 2002
    Date of Patent: August 2, 2005
    Assignee: Oxeno Olefinchemie GmbH
    Inventors: Ralf Jackstell, Holger Klein, Matthias Beller, Klaus-Diether Wiese, Cornelia Borgmann
  • Patent number: 6900251
    Abstract: Acrylic ester phosphonic acids of general formula (I), stereoisomers thereof and mixtures of these, wherein n is 1 or 2, on the condition that for n=1 R1 has the meaning and for n=2 R1 has the meaning R2 is a C1 to C12 alkylene radical, C4-C8 cycloalkylene radical or C7 to C15 alkylene phenylene radical; R3 is hydrogen, a C1 to C5 alkyl radical or a C1 to C5 O-alkyl radical; and R4, R5, independently of each other, each stand for a C1 to C5 alkyl radical or a C1 to C5 O-alkyl radical.
    Type: Grant
    Filed: June 25, 2003
    Date of Patent: May 31, 2005
    Assignee: Ivoclar Vivadent AG
    Inventors: Norbert Moszner, Ulrich Salz, Frank Zeuner, Jörg Zimmermann, Volker Rheinberger, Jorg Angermann, Urs Karl Fischer
  • Patent number: 6893626
    Abstract: One embodiment of the invention is a composition that comprises a radioactive 32P or 33P phosphine oxide molecule. The said composition is designed to bind to the transient potential receptor-M8 (TRP-M8) receptor of cells. The radioactive 32P or 33P phosphine oxide ligand may be used for radioreceptor binding studies and for diagnostic studies of cancerous tissues. The TRP-M8 receptor is selectively expressed in malignant tissues such as prostate cancer cells. Affinity of the 32P or 33P phosphine oxide ligand for the TRP-M8 receptor confers selectively and specificity in delivering lethal radiation to the diseased cells.
    Type: Grant
    Filed: February 18, 2003
    Date of Patent: May 17, 2005
    Inventor: Edward T. Wei
  • Patent number: 6888031
    Abstract: A description is given of processes for the preparation of mono- and bisacylphosphines and of mono- and bisacylphosphine oxides and mono- and bisacylphosphine sulfides, which comprises first reacting organic P-monohalogenophosphines or P,P-dihalogenophosphines, or mixtures thereof, with an alkali metal or magnesium in combination with lithium, where appropriate in the presence of a catalyst, and then carrying out the reaction with acid halides and, in the case of the process for the preparation of oxides, carrying out an oxidation step and, in the case of the preparation of sulfides, reacting the phosphines so obtained with sulfur. It is characteristic, inter alia, that the processes are carried out without isolation of the intermediates.
    Type: Grant
    Filed: November 20, 1999
    Date of Patent: May 3, 2005
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: David George Leppard, Eugen Eichenberger, René Kaeser, Gebhard Hug, Urs Schwendimann
  • Patent number: 6855849
    Abstract: Non-C2-symmetric bisphospholane ligands and methods for their preparation are described. Use of metal/non-C2-symmetric bisphospholane complexes to catalyze asymmetric transformation reactions to provide high enantiomeric excesses of formed compounds is also described.
    Type: Grant
    Filed: September 18, 2002
    Date of Patent: February 15, 2005
    Assignee: Warner-Lambert Company
    Inventors: Garrett Stewart Hoge, II, Om Prakash Goel
  • Patent number: 6849752
    Abstract: The invention relates to a process for synthesizing an ionic metal complex represented by the general formula (1) or (5). This process includes reacting in an organic solvent a compound (corresponding to ligand of the complex) represented by the general formula (2) or (6) with a halogen-containing compound represented by the general formula (3) or (4), in the presence of a reaction aid containing an element selected from the group consisting of elements of groups 1-4 and 11-14 of the periodic table. It is possible by this process to easily and efficiently synthesize the ionic metal complex, which can be used as a supporting electrolyte for electrochemical devices, a polymerization catalyst of polyolefins and so forth, or a catalyst for organic synthesis.
    Type: Grant
    Filed: November 1, 2002
    Date of Patent: February 1, 2005
    Assignee: Central Glass Company, Ltd.
    Inventors: Shoichi Tsujioka, Hironari Takase, Mikihiro Takahashi, Yoshimi Isono
  • Patent number: 6849669
    Abstract: The invention relates to macromolecular hydrophilic photocrosslinkers having polymeric backbones of substituted ethylene groups carrying photoactive groups. The photocrosslinkers are capable of producing, when being exposed to light of determined wavelengths above 305 nm, radicals which are retained on the macromolecular photocrosslinkers and reacting so as to accomplish a crosslinked network structure. The invention further relates to the preparation of photocrosslinkers, their use in different aqueous systems and their utility in production of medical devices including ophthalmic lenses.
    Type: Grant
    Filed: March 16, 2000
    Date of Patent: February 1, 2005
    Assignee: Pharmacia Groningen BV
    Inventors: Kenneth A. Hodd, Keith Alfred Dillingham, Jacqueline deGroot, Hendrik Haitjema
  • Publication number: 20040204613
    Abstract: Compounds of formula (I), wherein A is S or O; x is 0 or 1; a is SR10 or N(R11)(R12); R1 and R2 are C1-C24alkyl, OR10, CF3 or halogen; R3, R4 and R5 are hydrogen, C1-C24alkyl, OR10 or halogen; or two of the radicals R11 R21 R31 R4 and/or R9 together form C1-C2oalkylene uninterrupted or interrupted by O, S or NR13; R6, R11 R8 and R9 are hydrogen, C1-C24alkyl; C2-C24alkyl which is interrupted one or more times by non-consecutive O atoms and unsubstituted or substituted by OH and/or SH, or R6, R7, R8 and Rg are OR10; halogen; or phenyl unsubstituted or substituted one or more times by C-Calkyl; R10, R11 and R12 are e.g. hydrogen; X is e.g. (II), and R2; have one of the meanings given for R1 and R2; and R3′, R4′ and Rs′ have one of the meanings given for R3, R4 and R5; are suitable as photoinitiators, especially for irradiation with light of relatively long wavelengths.
    Type: Application
    Filed: February 4, 2004
    Publication date: October 14, 2004
    Inventors: Jean-Pierre Wolf, Gebhard Hug
  • Publication number: 20040161751
    Abstract: One embodiment of the invention is a composition that comprises a radioactive 32P or 33P phosphine oxide molecule. The said composition is designed to bind to the transient potential receptor-M8 (TRP-M8) receptor of cells. The radioactive 32P or 33P phosphine oxide ligand may be used for radioreceptor binding studies and for diagnostic studies of cancerous tissues. The TRP-M8 receptor is selectively expressed in malignant tissues such as prostate cancer cells. Affinity of the 32P or 33P phosphine oxide ligand for the TRP-M8 receptor confers selectivity and specificity in delivering lethal radiation to the diseased cells.
    Type: Application
    Filed: February 18, 2003
    Publication date: August 19, 2004
    Inventor: Edward T. Wei
  • Publication number: 20040138476
    Abstract: The present invention relates to a process for preparing compounds of the formula (I), 1
    Type: Application
    Filed: October 16, 2003
    Publication date: July 15, 2004
    Inventors: Stephan Kirchmeyer, Sergei Ponomarenko
  • Patent number: 6737549
    Abstract: Compounds of the formula I Ar is a group or unsubstituted or substituted cyclopentyl, cyclohexyl, naphthyl, biphenylyl or an O-, S- or N-containing 5- or 6-membered heterocyclic ring; R1 and R2 are C1-C20alkyl, OR11, CF3 or halogen; R3, R4 and R5 are hydrogen, C1-C20alkyl, OR11 or halogen; R6 is unsubstituted or substituted C1-C24alkyl, C2-C24alkyl, which is interrupted by O, S or NR14 and is unsubstituted or substituted; C2-C24alkenyl, uninterrupted or interrupted by O, S or NR14 and unsubstituted or substituted; unsubstituted or substituted C7-C24arylalkyl; C4-C24cycloalkyl, uninterrupted or interrupted by O, S and/or NR14; or C8-C24arylcycloalkyl; R11 is C1-C20alkyl, C3-C8cycloalkyl, phenyl, benzyl or C2-C20alkyl, interrupted by O or S and unsubstituted or substituted; R12 and R13 are hydrogen, C1-C20alkyl, C3-C8cycloalkyl, phenyl, benzyl or C2-C20alkyl, interrupted by O atoms and unsubstituted or substituted; or R12 and R13 together are C3-C5alkylene, uninterrupted or i
    Type: Grant
    Filed: May 31, 2001
    Date of Patent: May 18, 2004
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Jean-Pierre Wolf, Gebhard Hug
  • Patent number: 6727390
    Abstract: A method of increasing the fluorous nature of a compound includes the step of reacting the compound with or tagging the compound with at least one of a second compound having the formula: wherein R is an alkyl group or an aryl group, n is 1, 2 or 3 and Rs is a spacer group and Rf is a branched fluorous group. A chemical compound having the general formula: wherein n, Rs and Rf are defined above.
    Type: Grant
    Filed: September 14, 2001
    Date of Patent: April 27, 2004
    Assignee: University of Pittsburgh
    Inventors: Dennis P. Curran, Qisheng Zhang
  • Patent number: 6683219
    Abstract: The present invention provides a method for the synthesis of an A-ring synthon phosphine oxide used in the preparation of 19-nor vitamin D compounds, and to novel synthetic intermediates formed during the synthesis. The new method prepares the phosphine oxide from (D)-glucose.
    Type: Grant
    Filed: July 25, 2002
    Date of Patent: January 27, 2004
    Assignee: Wisconsin Alumni Research Foundation
    Inventors: Hector F. DeLuca, Masato Shimizu, Sachiko Yamada
  • 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: 6624322
    Abstract: The invention concerns a method for preparing &bgr;-phosphorous nitroxide radicals which comprises preparing in a first step an aminophosphonate by reacting a carbonyl compound, a primary amine and a phosphorous compound, then in a second step in oxidizing said aminophosphonate using on-halogenated organic peracids in a two-phase organic water/solvent medium with a buffered aqueous phase with a pH ranging between 5 and 12.
    Type: Grant
    Filed: November 9, 2001
    Date of Patent: September 23, 2003
    Assignee: Atofina
    Inventors: Jean-Philippe Gillet, Olivier Guerret, Paul Tordo
  • Publication number: 20030175597
    Abstract: The present invention provides an additive which is able to make a non-aqueous-electrolyte secondary cell or a non-aqueous electrolyte electric double layer capacitor which is excellent in low-temperature characteristics, while maintaining a necessary cell properties, and a non-aqueous-electrolyte secondary cell or a non-aqueous electrolyte electric double layer capacitor that contains therein the additive.
    Type: Application
    Filed: March 31, 2003
    Publication date: September 18, 2003
    Inventors: Masashi Otsuki, Shigeki Endo, Takao Ogino
  • Patent number: 6613945
    Abstract: The invention concerns a resolution method for a racemic mixture of aldehyde of formula (I). The aldehydes of formula I are useful in their enantiomeric form or their racemic form for preparing transition metal complexes useful as catalysts in hydroformylation reactions of olefins.
    Type: Grant
    Filed: August 7, 2001
    Date of Patent: September 2, 2003
    Assignee: Rhodia Chimie
    Inventors: François Mercier, Stéphane Lelievre, François Mathey, Michel Spagnol
  • Patent number: 6608120
    Abstract: Compounds of the formula: having two double bonds which are activated so that they will take part in a polymerization reaction, the double bonds being sufficiently close together to ensure that cyclopolymerization will preferentially occur. These compounds are used as monomers which preferentially are cyclopolymerized under the influence of ultraviolet or thermal radiation in the production of network polymers, for example coatings or binders.
    Type: Grant
    Filed: January 17, 2001
    Date of Patent: August 19, 2003
    Assignee: Qinetiq Limited
    Inventors: Paul E Milne, Keith M Blackwood, Steven M Kelly, Alan W Hall, John W Goodby
  • Publication number: 20030139485
    Abstract: Compounds of the formula I 1
    Type: Application
    Filed: October 25, 2002
    Publication date: July 24, 2003
    Inventors: Jean-Pierre Wolf, Gebhard Hug
  • Publication number: 20030130370
    Abstract: Compounds of the formula I 1
    Type: Application
    Filed: October 25, 2002
    Publication date: July 10, 2003
    Inventors: Jean-Pierre Wolf, Gebhard Hug
  • 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: 6573407
    Abstract: Bisphenol-phosphorus compound complexes represented by the following general formula (1) are disclosed (R1 to R4 represent hydrogen atom or a group that can be a substituent on a benzene ring; L represents —S— group or a —CHR5— group where R5 represents hydrogen atom or an alkyl group; and R6 to R8 represent an alkyl group, an aryl group, a heterocyclic group etc.). The present invention provides reducing agents that can realize thermally processed image recording materials that can provide sufficient image density at a practical reaction temperature (specifically 100-140° C.) and within a practical reaction time (specifically 1-30 seconds), and can sufficiently suppress the coloration of white portions when the materials are stored in a dark place after the development.
    Type: Grant
    Filed: August 22, 2002
    Date of Patent: June 3, 2003
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Makoto Suzuki, Yasuhiro Yoshioka
  • Publication number: 20030060656
    Abstract: This invention provides methods and catalyst systems for catalyzing enantioselective oxidation reactions, including cyclization reactions and enantioselective oxidation reactions of secondary alcohols and other similarly reactive organic substrates. Use of the methods and catalyst systems for kinetic resolution of racemic mixtures of secondary alcohols is also described.
    Type: Application
    Filed: March 4, 2002
    Publication date: March 27, 2003
    Inventors: Eric M. Ferreira, Brian M. Stoltz
  • Patent number: 6531633
    Abstract: The present invention relates to fluorine-containing triarylphosphine oxide derivatives and preparing method thereof. Particularly, the present invention relates to both fluorine- and phosphine oxide-containing triarylphosphine oxide derivatives which can be utilized in preparing polyimides having excellent adhesion, fire retardancy and low dielectric constant as well as superior thermal stability and mechanical properties, and preparing method thereof.
    Type: Grant
    Filed: June 21, 2001
    Date of Patent: March 11, 2003
    Assignee: Kwangju Institute of Science and Technology
    Inventors: Tae-Ho Yoon, Kwang Un Jeong, Young-Jun Jo
  • Patent number: 6521795
    Abstract: A subject of the present invention is new 6,6′-bis-(1-phosphanorbornadiene) diphosphines, their preparation process and their use in asymmetrical catalysis. The new diphosphines correspond to general formula (I): in which R1, R2, R3, R4, R5 are as defined in claim 1.
    Type: Grant
    Filed: June 4, 2001
    Date of Patent: February 18, 2003
    Assignee: Rhodia Chimie
    Inventors: Francois Mathey, Francois Mercier, Michel Spagnol, Frederic Robin, Virginie Mouries
  • Patent number: 6509100
    Abstract: The present invention discloses hydrogen bond stabilized surface modifying agents having a fluorinated or semi-fluorinated carbon-containing tail group, an internal moiety capable of intermolecular hydrogen bonding or related acid-base interactions and a head group capable of reacting or interacting with surfaces such as metal, non-metallic, ceramic, other inorganic oxide or organic surfaces. The present invention also discloses cost effective method for making the agents, methods for treating surfaces therewith, the treated surfaces and devices made therefrom.
    Type: Grant
    Filed: August 18, 1999
    Date of Patent: January 21, 2003
    Assignee: The University of Houston System
    Inventors: T. Randall Lee, Michael Graupe
  • Publication number: 20020183521
    Abstract: A method of increasing the fluorous nature of a compound includes the step of reacting the compound with or tagging the compound with at least one of a second compound having the formula: 1
    Type: Application
    Filed: September 14, 2001
    Publication date: December 5, 2002
    Inventors: Dennis P. Curran, Qisheng Zhang
  • 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: 6458980
    Abstract: Chelating agents (chelants) of the general structure: wherein: n=2-4 X=—CR1R2—, or whereby at least two of X are of formula III Y=COOH, —PO3H2 or o-hydroxyphenyl R1, R2 and R3 are independently H or C1-C8 alkyls m=1, 2 or 3 and most preferably m=1 Z and Z1 are unsubstituted or substituted C C*=C or CH or N Z1, Z2, Z′1, and Z′2 are independently selected from H (or nothing for Z2 and Z′2 if C* is N) and C1-C10 groups that optionally contain one or more N atoms (optionally attached directly to C*), whereby one of the pairs Z/Z1, Z/Z2 and Z1/Z2 and one of the pairs Z′/Z′1, Z′1/Z′2 and Z′/Z′2 may be connected to form substituted or unsubstituted (hetero)(poly)cyclic structures of less than 20 atoms. C* is either part of an aromatic (hetero)(poly)cyclic structure or linked by a double bond to Z or Z2 and/or Z′ or Z′2.
    Type: Grant
    Filed: April 7, 2000
    Date of Patent: October 1, 2002
    Assignee: Akzo Nobel NV
    Inventors: Christer L. Hakanson, Martin Heus
  • Patent number: 6426421
    Abstract: One aspect of the present invention relates to optionally substituted halogenated benzyl halides and the like. These compounds are useful as halogenated benzyl ether-based protecting groups for a variety of functional groups. Another aspect of the present invention relates to use of said protecting groups in an orthogonal protecting group strategy for the synthesis of complex molecules that comprise a number of suitable functional groups. Another aspect of the present invention relates to saccharides bearing various arrays of protecting groups of the present invention. Another aspect of the present invention relates to a method of synthesizing an oligosaccharide or glycoconjugate, comprising the steps of: using a saccharide bearing at least one protecting group of the present invention to glycosylate a second molecule to give a product comprising said saccharide; and removing a protecting group of the present invention from said product.
    Type: Grant
    Filed: November 21, 2000
    Date of Patent: July 30, 2002
    Assignee: Massachusetts Institute of Technology
    Inventors: Stephen L. Buchwald, Obadiah J. Plante, Peter H. Seeberger
  • Publication number: 20020095057
    Abstract: The present invention relates to fluorine-containing triarylphosphine oxide derivatives and preparing method thereof. Particularly, the present invention relates to both fluorine- and phosphine oxide-containing triarylphosphine oxide derivatives which can be utilized in preparing polyimides having excellent adhesion, fire retardancy and low dielectric constant as well as superior thermal stability and mechanical properties, and preparing method thereof.
    Type: Application
    Filed: June 21, 2001
    Publication date: July 18, 2002
    Inventors: Tae-Ho Yoon, Kwang Un Jeong, Young-Jun Jo
  • 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: 6399805
    Abstract: Compounds of the formula I R1 and R2 independently of one another are C1-C20alkyl, OR11, CF3 or halogen; R3, R4 and R5 independently of one another are hydrogen, C1-C20alkyl, OR1 or halogen; R6, R7, R8, R9 and R10 independently of one another are hydrogen, C1-C20alkyl; C2-C20alkyl which is interrupted once or more than once by nonconsecutive O atoms and which is unsubstituted or substituted by OH and/or SH; or R6, R7, R8, R9 and R10 are OR11, SR11, N(R12)(R13), phenyl or halogen; R11 is C1-C20alkyl, C3-C8cycloalkyl, phenyl, benzyl or C2-C20alkyl which is interrupted once or more than once by O or S and which is unsubstituted or substituted by OH and/or SH; R12 and R13 independently of one another are hydrogen, C1-C20alkyl, C3-C8cycloalkyl, phenyl, benzyl or C2-C20alkyl which is interrupted once or more than once by nonconsecutive O atoms and which is unsubstituted or substituted by OH and/or SH; or R12 and R13 together are C3-C5alkylene which can be interrupted by O, S or NR14; R14 is hydrog
    Type: Grant
    Filed: February 5, 2001
    Date of Patent: June 4, 2002
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: Jean-Pierre Wolf, Beat Michael Aebli, Gebhard Hug
  • 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
  • Publication number: 20020058814
    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: Application
    Filed: November 13, 2001
    Publication date: May 16, 2002
    Inventors: Torsten Pohl, Thomas Prinz, Guido Giffels, Wolfram Sirges
  • Patent number: 6342638
    Abstract: The invention relates to triarylphosphine oxide derivatives containing fluorine substituents that are useful as a monomer in preparation of polymers with improved properties such as chemical resistance and electrical insulating property as well as adhesiveness and flame retardancy. The triarylphosphine oxide derivatives containing fluorine substituents are represented by the chemical formula 1: wherein R1 and R2 are independently a fluorine-substituted alkyl group; and X is hydrogen, a nitro group, or an amine group.
    Type: Grant
    Filed: October 25, 2000
    Date of Patent: January 29, 2002
    Assignee: Kwangju Institute of Science and Technology
    Inventors: Tae-Ho Yoon, Kwang Un Jeong
  • 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
  • Publication number: 20010047113
    Abstract: This invention is to develop novel transition metal catalysts for the practical synthesis of important chiral molecules. The invention emphasizes asymmetric catalysis based on chiral bidentate phosphine ligands with cyclic ring structures which could be used to restrict conformational flexibility of the ligands and thus the efficiency of chiral transfer can be enhanced through the ligand rigidity.
    Type: Application
    Filed: June 12, 2001
    Publication date: November 29, 2001
    Applicant: The Penn State Research Foundation
    Inventor: Xumu Zhang
  • Publication number: 20010036978
    Abstract: Photoinitiator combinations comprising
    Type: Application
    Filed: March 28, 2001
    Publication date: November 1, 2001
    Inventors: Manfred Kohler, Jean-Pierre Wolf, Andre Litzler, Guido Tolotti, Nils Hoeck
  • Patent number: 6288280
    Abstract: A process for the racemization of atropisomeric bis(phosphine oxide) compounds of formula I: in their (S) or (R) or non-racemic form, is useful for preparing optical active bisphosphine ligands, that form optical active complexes with transition metals. Racemization is thermal and carried out in high or low boiling solvent, under normal or elevated pressure at 105 to 3.5×107 Pa. Heating is performed in a system that allows heating up to 400° C. (reactor, autoclave, aluminum block, round-bottom flask with heating/stirring mantle and the like) or by microwave irradiation or in the melt at a temperature from 260 to 400° C.
    Type: Grant
    Filed: June 15, 2000
    Date of Patent: September 11, 2001
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Frank Kienzle, Michel Lalonde, Rudolf Schmid, Shaoning Wang
  • Patent number: 6184390
    Abstract: A catalyst for the bisalkoxycarbonylation of olefins comprising a noble metal compound and a phosphine chalcogenide of the following formula (1): wherein each of R1, R2 and R3 is, independently, an alkyl group or an aryl group each of which may have a substituent, and A is a Group 16 element of the Periodic Table; and R1, R2 or R3 may be combined, directly or through a bridging group, with one another where the groups to be combined may be attached either to an identical phosphorus atom or to different phosphorus atoms. Element A includes oxygen, sulfur and selenium atoms. The noble metal compound includes palladium(II) halides and other palladium compounds. The catalyst may further include a copper(I) halide or other copper compound as a co-catalyst. The use of this catalyst can provide the bisalkoxycarbonylation of olefins with efficiency.
    Type: Grant
    Filed: September 27, 1999
    Date of Patent: February 6, 2001
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Kazuhiko Saigo, Yukihiko Hashimoto, Minoru Hayashi
  • Patent number: 6162929
    Abstract: A process for the manufacture of bisphosphine oxide compounds and bisphosphonates as intermediates for the production of bisphosphine ligands, in which in a single step processa) a phosphine oxide compound is reacted in an organic solvent at -70.degree. C. to 20.degree. C. with 0.5-3 eq. of a lithium or magnesium amide compound,b) 0.5-3 eq. of oxidatively-acting metal salt or metal salt complex are added to the suspension obtained in stage a) in a temperature range of -70.degree. C. to 20.degree. C., with a racemate of a bisphosphine oxide compound being obtained;c) a racemate cleavage is carried out if desired; andd) the bisphosphonates obtained in stage b) or c) are converted into bisphosphine oxides.
    Type: Grant
    Filed: December 15, 1998
    Date of Patent: December 19, 2000
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Joseph Foricher, Rudolf Schmid
  • Patent number: 6156935
    Abstract: A chiral phosphorus-based ligand, in single enantiomer form, which is capable of complexing a transition metal atom and of acting as a ligand in asymmetric chemical catalysts, which comprises the partial structureR.sup.1 R.sup.2 P--O--C--X--Y--C--O--PR.sup.1 R.sup.2 (I)wherein each of X and Y is C or a heteroatom; the C--X--Y--C chain forms part of a linearly-fused bicyclic structure; and either R.sup.1 and R.sup.2 are each independently H or an organic group of up to 20 carbon atoms, including alkyl, fluoroalkyl, aryl, alkylaryl, alkoxy, aryloxy, and alkylaryloxy, or PR.sup.1 R.sup.2 is cyclic such that R.sup.1 and R.sup.2 are covalently linked, optionally with additional substituents.
    Type: Grant
    Filed: May 29, 1998
    Date of Patent: December 5, 2000
    Assignee: Chirotech Technology, Ltd.
    Inventors: Stanley Michael Roberts, Christopher Palmer, Ulrich Berens