Benzene Ring Containing Patents (Class 568/17)
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Patent number: 12090473Abstract: The present invention relates to catalyst compositions for hydroformylation processes and to hydroformylation processes utilizing certain catalysts. In one aspect, a catalyst composition for a hydroformylation process comprises (a) a transition metal; (b) a monophosphine; and (c) a tetraphosphine having the structure described herein, and wherein the composition comprises at least 40 moles of monophosphine per mole of transition metal.Type: GrantFiled: May 3, 2019Date of Patent: September 17, 2024Assignee: Dow Technology Investments LLCInventor: Michael A. Brammer
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Patent number: 11404644Abstract: An organic functional compound, having a general formula of ASG)p; wherein A is an organic group having an optoelectronic function; the structural formula of SG is selected from the group consisting of wherein is selected from the group consisting of an aryl containing 5-40 ring-forming atoms and a heteroaryl containing 5-40 ring-forming atoms; R1 and R2 are each independently selected from the group consisting of H, D, F, CN, an alkyl, an aromatic ring group, an aromatic heterocyclic group, an amino, a silyl, a germyl, an alkoxy, an aryloxy, and a siloxy group; and p is an integer greater than or equal to 1.Type: GrantFiled: December 22, 2017Date of Patent: August 2, 2022Assignee: GUANGZHOU CHINARAY OPTOELECTRONIC MATERIALS LTD.Inventors: Junyou Pan, Mingquan Yu
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Patent number: 10472588Abstract: Methods for making specialty chemical products and chemical intermediates using hydroformylation are generally disclosed. Further, compositions and compounds formed using such methods are also disclosed. In some embodiments, methods are disclosed for refining a renewably sourced material, such as a natural oil, to form compositions, which can be further reacted employing the methods disclosed herein to form certain specialty chemical products or chemical intermediates.Type: GrantFiled: June 27, 2017Date of Patent: November 12, 2019Assignee: Elevance Renewable Sciences, Inc.Inventors: Thomas E. Snead, Demond L. Gildon, Steven A. Cohen, Leslie V. Beltran, Robin Weitkamp
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Patent number: 10208379Abstract: Atomic layer deposition (ALD) processes for forming Group VA element containing thin films, such as Sb, Sb—Te, Ge—Sb and Ge—Sb—Te thin films are provided, along with related compositions and structures. Sb precursors of the formula Sb(SiR1R2R3)3 are preferably used, wherein R1, R2, and R3 are alkyl groups. As, Bi and P precursors are also described. Methods are also provided for synthesizing these Sb precursors. Methods are also provided for using the Sb thin films in phase change memory devices.Type: GrantFiled: November 21, 2017Date of Patent: February 19, 2019Assignee: ASM IP HOLDING B.V.Inventors: Viljami Pore, Timo Hatanpää, Mikko Ritala, Markku Leskelä
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Patent number: 9783482Abstract: A pharmaceutical composition for treating viral infections by an influenza type A virus, includes a compound capable of acting as an inhibitor of the binding of the viral RNA to the nucleoprotein of influenza type A viruses, and capable of binding to the viral-RNA-binding domain on the nucleoprotein. A pharmaceutical composition for treating viral infections by an orthomyxovirus, includes a compound capable of acting as an inhibitor of the binding of the viral RNA to the nucleoprotein of orthomyxoviruses, and capable of binding to the viral-RNA-binding domain on the nucleoprotein of the viruses. A compound acting as an inhibitor of the binding of the viral RNA to the nucleoprotein of influenza type A viruses, and binding to the viral-RNA-binding domain on the nucleoprotein of influenza type A viruses and a method for identifying such a compound having these properties are also described.Type: GrantFiled: April 20, 2012Date of Patent: October 10, 2017Assignee: INSTITUT NATIONAL DE LA RECHERCHE AGRONOMIQUEInventors: Anny Slama Schwok, Bernard Delmas, Stephane Quideau, Helene Bertrand, Bogdan Tarus
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Patent number: 9738853Abstract: Methods for making specialty chemical products and chemical intermediates using hydroformylation are generally disclosed. Further, compositions and compounds formed using such methods are also disclosed. In some embodiments, methods are disclosed for refining a renewably sourced material, such as a natural oil, to form compositions, which can be further reacted employing the methods disclosed herein to form certain specialty chemical products or chemical intermediates.Type: GrantFiled: March 5, 2015Date of Patent: August 22, 2017Assignee: Elevance Renewable Sciences, Inc.Inventors: Thomas E. Snead, Demond L. Gildon, Steven A. Cohen, Leslie V. Beltran, Robin Weitkamp
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Patent number: 9359278Abstract: The subject matter of the present invention is a plurality of products and the use thereof as a catalytically active composition in a method for producing aldehydes.Type: GrantFiled: October 24, 2012Date of Patent: June 7, 2016Assignee: EVONIK DEGUSSA GmbHInventors: Andrea Christiansen, Robert Franke, Dirk Fridag, Dieter Hess, Burkard Kreidler, Detlef Selent, Armin Boerner
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Patent number: 9246187Abstract: A substantially non-aqueous electrolyte solution includes an alkali metal salt, a polar aprotic solvent, and an organophosphorus compound of Formula IA, IB, or IC: where R1, R2, R3 and R4 are each independently hydrogen, halogen, alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heterocyclyl, heteroaryl, alkoxy, alkenoxy, alkynoxy, cycloalkoxy, aryloxy, heterocyclyloxy, heteroaryloxy, siloxyl, silyl, or organophosphatyl; R5 and R6 are each independently alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heterocyclyl, or heteroaryl; R7 is and R8, R9 and R10 are each independently alkyl, cycloalkyl, aryl, heterocyclyl, or heteroaryl; provided that if the organophosphorus compound is of Formula IB, then at least one of R5, and R6 are other than hydrogen, alkyl, or alkenyl; and if the organophosphorus compound is of Formula IC, then the electrolyte solution does not include 4-methylene-1,3-dioxolan-2-one or 4,5-dimethylene-1,3-dioxolan-2-one.Type: GrantFiled: March 14, 2013Date of Patent: January 26, 2016Assignee: UCHICAGO ARGONNE, LLCInventors: Khalil Amine, Lu Zhang, Zhengcheng Zhang
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Patent number: 9186661Abstract: Novel P-chirogenic organophosphorus compounds of general formula (I), a process for the synthesis of the compounds of formula (I), and intermediate products of general formulae (II), (III) and (IV), as shown below, are involved in the synthesis of compounds (I). Metal complexes including compounds (I) as ligands are also described. The novel compounds and complexes are useful in asymmetric catalysis by transition metal complexes or organocatalysis, especially for asymmetric hydrogenation or allylation. Compounds of general formula (I) may be useful as agrochemical and therapeutic substances, or as reagents or intermediates for fine chemistry.Type: GrantFiled: July 10, 2012Date of Patent: November 17, 2015Assignees: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS), UNIVERSITE DE BOURGOGNE, UNIVERSITE DE STRASBOURG, SYNTHELOR SASInventors: Sylvain Juge, Jerome Bayardon, Emmanuelle Remond, Hugo Laureano, Jean-Christophe Henry, Frederic Leroux, Francoise Colobert
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Patent number: 9163104Abstract: A method of preparing a polymer, the method comprising: metalating an organophosphine compound in the substantial absence of monomer to form a metalated organophosphine; and introducing the metalated organophosphine to monomer including conjugated diene monomer to form a reactive polymer.Type: GrantFiled: April 1, 2013Date of Patent: October 20, 2015Assignee: Bridgestone CorporationInventors: Terrence E. Hogan, William L. Hergenrother, David M. Roggeman
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Patent number: 9035100Abstract: A method for producing a phenylphosphonic acid metal salt composition, including reacting a phenylphosphonic acid compound (a) with a metal salt, metal oxide or metal hydroxide (b) that is present in an amount beyond the equivalent, the phenylphosphonic acid metal salt composition containing phenylphosphonic acid metal salt, and a surplus amount of the metal salt, the metal oxide or the surplus metal hydroxide (b). A crystal nucleating agent comprises the phenylphosphonic acid metal salt composition produced by the method.Type: GrantFiled: July 15, 2014Date of Patent: May 19, 2015Assignee: NISSAN CHEMICAL INDUSTRIES, LTD.Inventors: Takeshi Suwa, Hisato Hayashi, Masahiro Hida, Masaaki Ozawa
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Patent number: 9012546Abstract: This invention relates to a process for producing compounds derived from 9,10-Dihydro-9-Oxa-10-Phosphaphenantrene-10-oxide (DOPO). In particular, the invention relates to producing DOPO-derived compounds by reacting DOPO with diol compounds in the presence of a catalyst. This invention also relates to DOPO derived composition containing a high melting point diastereomer. The DOPO derived compounds may be useful as flame-retardants.Type: GrantFiled: March 28, 2011Date of Patent: April 21, 2015Assignee: Albemarle CorporationInventors: Qiang Yao, Junzuo Wang, Arthur G. Mack
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Patent number: 9006491Abstract: The current invention relates to the structure, synthesis of dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine or its tetrafluoroborate, as well as its applications in the palladium catalyzed carbon-chlorine bond activation for Suzuki coupling reactions and carbon-nitrogen bond formation reactions. The dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine or its tetrafluoroborate could coordinate with the palladium catalyst to activate the inert carbon-chlorine bond highly selectively and catalyze Suzuki coupling reaction with arylboronic acid or carbon-nitrogen bond formation reaction with organic amines. The current invention uses only one step to synthesize dialkyl(2,4,6- or 2,6-alkoxyphenyl)phosphine and its tetrafluoroborate is stable in the air. Compared with known synthetic routes of ligands used in activating carbon-chlorine bonds, the method of current invention is short, easy to operate.Type: GrantFiled: December 21, 2009Date of Patent: April 14, 2015Assignee: Zhejiang UniversityInventors: Shengming Ma, Bo Lü, Chunling Fu
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Publication number: 20150094484Abstract: Methods for producing regioregular poly(aryl ethynyl)-poly(aryl vinyl) and monomers for preparing the regioregular poly(aryl ethynyl)-poly(aryl vinyl) polymers are described herein. Regioregular poly(aryl ethynyl)-poly(aryl vinyl) are useful for electronics, among other things.Type: ApplicationFiled: December 11, 2014Publication date: April 2, 2015Inventor: Glen Leon BRIZIUS
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Patent number: 8993788Abstract: A compound of formula (I), wherein R1 is hydrogen or a hydroxyl protecting group; and R2 and R3 are same or different and are independently selected from halogen or —O—SO2—X; wherein X is —C1-C4 alkyl; C1-C4 alkyl substituted with one or more halogen; or substituted or unsubstituted phenyl wherein said phenyl substituent is selected from halogen, nitro and C1-C4 alkyl; provided that when R3 is bromine, X is not p-toluoyl; and a process for the preparation thereof.Type: GrantFiled: November 1, 2011Date of Patent: March 31, 2015Assignee: UPL LimitedInventors: Jaidev Rajnikant Shroff, Vikram Rajnikant Shroff, Birja Shanker
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Publication number: 20150065738Abstract: The present invention provides a phosphorous compound represented by general formula (1), and transition metal complexes containing such phosphorous compounds as ligands: wherein R1 to R7, A, B, Y, and Z have the same meanings as those defined in the specification.Type: ApplicationFiled: August 22, 2014Publication date: March 5, 2015Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventors: Naota YOKOYAMA, Yuji NAKAYAMA
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Patent number: 8969625Abstract: A single step method for producing a redox shuttle having the formula 2,5-di-tert-butyl-1,4-phenylene tetraethyl bis(phosphate) is provided, the method comprising phosphorylating tert butyl hydroquinone with a phosphate-containing reagent. Also provided is method for producing 2,5-di-tert-butyl-1,4-phenylene tetraethyl bis(phosphate), the method comprising solubilizing tert-butyl hydroquinone and tetrabutylammonium bromide with methyltetrahydrofuran to create a mixture; heating the mixture while adding base to the mixture in an amount to turn the mixture orange; and adding diethyl chlorophosphate to the orange mixture in an amount to phosphorylate the hydroquinone.Type: GrantFiled: May 2, 2012Date of Patent: March 3, 2015Assignee: Uchicago Argonne, LLCInventors: Krzysztof Z. Pupek, Trevor L. Dzwiniel, Gregory K. Krumdick
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Patent number: 8962600Abstract: Apocynin derivative compounds, active pharmaceutical ingredients, dosage forms, and methods of use thereof as neuroprotectants in the brain of mammals.Type: GrantFiled: April 15, 2010Date of Patent: February 24, 2015Assignee: The Medical College of Wisconsin, Inc.Inventors: Balaraman Kalyanaraman, Joy Joseph, Anumantha Kanthasamy
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Patent number: 8912124Abstract: The invention relates to derivatives of (1-cyanocyclopropyl)phenylphosphinic acid of the formula (I) and to salts thereof, of the formula (II), for enhancing stress tolerance in plants to abiotic stress, preferably to drought stress, especially for enhancing plant growth and/or for increasing plant yield.Type: GrantFiled: April 6, 2011Date of Patent: December 16, 2014Assignee: Bayer Cropscience AGInventors: Lothar Willms, Hans-Joachim Zeiβ, Marco Busch, Christopher Hugh Rosinger, Ines Heinemann, Isolde Häuser-Hahn, Martin Jeffrey Hills, Pascal Von Koskull-Döring
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Patent number: 8889760Abstract: Described herein is a degradable linking agent of formula Photo1-LG-Photo2, wherein Photo1 and Photo2 independently represent at least one photoreactive group and LG represents a linking group comprising one or more silicon atoms or one or more phosphorous atoms. The degradable linking agent includes a covalent linkage between at least one photoreactive group and the linking group, wherein the covalent linkage between at least one photoreactive group and the linking group is interrupted by at least one heteroatom. A method for coating a support surface with the degradable linking agent, coated support surfaces and medical devices are also described.Type: GrantFiled: March 29, 2011Date of Patent: November 18, 2014Assignee: SurModics, Inc.Inventors: Aleksey V. Kurdyumov, Dale G. Swan
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Patent number: 8871916Abstract: A method for making diazo-compounds, diazonium salts thereof and other protected forms of these compounds. Diazo-compounds are prepared by reaction of a tertiary phosphine reagent carrying a reactive carbonyl group with an azide. The reaction can also generate an acyl triazene which can be converted thermally or by addition of base to form the diazo-compound or the acyl triazene can be isolated. The method is particularly useful for conversion of azides carrying one or more electron withdrawing groups to diazo-compounds. The method can be carried out in aqueous medium under mild conditions and is particularly useful for conversion of azido sugars to diazo-compounds and diazonium salts thereof under physiological conditions. Tertiary phosphine reagents, particularly those that are water-soluble, and precursors for preparation of the reagents are provided.Type: GrantFiled: December 14, 2012Date of Patent: October 28, 2014Assignee: Wisconsin Alumni Research FoundationInventors: Ronald Thaddeus Raines, Eddie Leonard Myers
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Patent number: 8865862Abstract: A hydroxyphenyl or alkoxyphenyl phosphine oxide composition comprising (i) a first mixture of mono-(hydroxyphenyl) or (alkoxyphenyl) phosphine oxide isomers, (ii) a second mixture of bis-(hydroxyaryl) or (alkoxyphenyl) phosphine oxide isomers, (iii) a third mixture of tris-(hydroxyaryl) or (alkoxyphenyl) phosphine oxide isomers, and optionally iv) a minority amount of non-hydroxy or non-alkoxy tris-phenyl phosphine oxides is provided. Also provided are epoxy resins compositions with excellent flame retardancy and physical properties, which resins comprise the phosphine oxide composition.Type: GrantFiled: February 4, 2013Date of Patent: October 21, 2014Assignee: Chemtura CorporationInventors: Larry D. Timberlake, Mark V. Hanson, James D. Siebecker
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Publication number: 20140286927Abstract: A engineered composition and method of delivery of said composition providing effective therapy for the treatment of ulcerative colitis, and Crohn's disease.Type: ApplicationFiled: June 19, 2012Publication date: September 25, 2014Inventor: Peter Edward Smith
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Patent number: 8816113Abstract: A novel bidentate catalytic ligand of general formula (I) is described. R represents a hydrocarbyl aromatic structure having at least one aromatic ring to which Q1 and Q2 are each linked, via the respective linking group, if present, on available adjacent atoms of the at least one aromatic ring. The groups X3 and X4 represent radicals joined via tertiary carbon atoms to the respective atom Q1 and the groups X1 and X2 represent radicals joined via primary, or substituted aromatic ring carbon atom(s) to the respective atom Q2. A and B represent an optional lower alkylene linking group. Q1 and Q2 each represent phosphorus, arsenic or antimony. A process for the carbonylation of ethylenically unsaturated compounds comprising reacting the compound with carbon monoxide in the presence of a source of hydroxyl groups, optionally, a source of anions and catalyst system obtainable by combining a metal of Group 8, 9 or 10 or a compound thereof and the bidentate ligand of general formula (I) is also described.Type: GrantFiled: July 2, 2009Date of Patent: August 26, 2014Assignee: Lucite International UK LimitedInventors: Graham Ronald Eastham, Mark Waugh, Paul Pringle, Tamara Fanjul Solares
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Publication number: 20140206898Abstract: The invention relates to a process for the isomerization of unsaturated fatty acids or esters or amides thereof, said process comprising reacting: (a) an unsaturated fatty acid or ester or amide thereof; (b) a source of Pd; (c) a bidentate diphosphine of formula I, R1R2>P1-R-P2<R3R4??(I) wherein P1 and P2 represent phosphorus atoms; R1, R2, R3 and R4 represent tert-butyl; and wherein R represents an optionally substituted aromatic group spanning P1 and P2; (d) a lower alcohol; and (e) an acid co-catalyst, under conditions for isomerization to take place. The process is particularly advantageous for the isomerization of substituted alkenes harbouring a hydroxy group when the desired end product has a keto group, such as ricinoleic acid or ester thereof.Type: ApplicationFiled: July 12, 2012Publication date: July 24, 2014Inventors: Natascha Sereinig, Michèle Catherine Christianne Janssen, Johannes Gerardus De Vries
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Patent number: 8741173Abstract: A combination of calixarene bisphosphite ligand and an organophosphine ligand. The combination can be employed with a catalytic metal to form a complex catalyst. The catalyst can be employed in ahydroforaiylation process for producing a mixture of aldehydes.Type: GrantFiled: September 21, 2011Date of Patent: June 3, 2014Inventors: Michael A. Brammer, Richard W. Wegman
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Patent number: 8735630Abstract: One aspect of the present invention relates to ligands for transition metals. A second aspect of the present invention relates to the use of catalysts comprising these ligands in various 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, number of catalyst turnovers, reaction conditions, and efficiency. For example, improvements have been realized in transition metal-catalyzed: aryl amination reactions; aryl amidation reactions; Suzuki couplings; and Sonogashira couplings. In certain embodiments, the invention relates to catalysts and methods of using them that operate in aqueous solvent systems.Type: GrantFiled: February 15, 2013Date of Patent: May 27, 2014Assignee: Massachusetts Institute of TechnologyInventors: Stephen L. Buchwald, Kevin W. Anderson
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Publication number: 20140114090Abstract: The present invention relates to ligands and catalyst systems for the hydroformylation of short and long chain olefins, preferably for the hydroformylation of ally alcohol producing 4-hydroxybutyraldehyde. The ligands disclosed herein are all-trans phosphinomethyl-cyclobutane ligands, such as, for example, all-trans-1,2,3, 4-tetra[bis-(3,5-xylyl)phosphinomethyl]-cyclobutane. The catalyst systems comprise these all-trans phosphinomethyl-cyclobutane ligands in combination with an organometallic rhodium complex such as, e.g., (acctylacetonato)-dicarbonyl-rhodium (I). The ligands and catalyst systems of the present invention may be employed in the hydroformylation of olefins, in particular in the hydroformylation of allylalcohol, and provide improved selectivity and high reaction yields.Type: ApplicationFiled: May 25, 2012Publication date: April 24, 2014Applicant: UMICORE AG & CO. KGInventor: Dieter Arlt
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Publication number: 20140103325Abstract: The present invention provides a new compound and an organic electronic device using the same. The compound according to the present invention may serve as hole injection, hole transporting, electron injection and transporting, and light emitting materials and the like in an organic electronic device comprising an organic light emitting device, and the organic electronic device according to the present invention shows excellent properties in terms of efficiency, driving voltage and service life.Type: ApplicationFiled: June 12, 2012Publication date: April 17, 2014Applicant: LG CHEM, LTD.Inventors: Changhwan Shin, Jungi Jang, Dong Hoon Lee, Kongkyeom Kim, Hyungjin Lee, Sangbin Lee
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Patent number: 8685887Abstract: The present application relates to surfactant compositions comprising a) at least one phosphated arylphenol alkoxylate surfactant having an average degree of alkoxylation of from 4-8; and b) at least one alkylamine alkoxylate surfactant having an average degree of alkoxylation of from 2-12 and to the use of these compositions in pesticide formulations comprising solid or encapsulated pesticidally active ingredients or formulation aids and methods for improving the re-suspension properties of pesticide suspensions.Type: GrantFiled: March 23, 2009Date of Patent: April 1, 2014Assignee: Syngenta Crop Protection LLCInventors: Randall Charles Cush, Sarah Beth Cush, Michael James Hopkinson, Jason Keiper
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Patent number: 8674142Abstract: The invention relates to the use of polycyclic aromatic hydrocarbons (PAHs) such as naphthalene and its alkyl, aryl, or heteroatom substituted analogs, that act as catalysts in the presence of an alkali metal (Li, K, Na) for the reduction of electron-deficient and electron-rich triaryl phosphines to their corresponding alkali metal diaryl phosphide salts. The process is also useful for the catalysis of triaryl phosphine chalcogen adducts such as the sulfides, oxides, and selenides, diaryl(halo)phosphines, triaryl phosphine-borane adducts, and tetra-aryl bis(phosphines) that can also be reduced to their corresponding alkali metal diaryl phosphide salts. The invention also relates to small molecule PAHs and polymer tethered PAHs naphthenics.Type: GrantFiled: March 11, 2010Date of Patent: March 18, 2014Assignee: PMC Organometallix, Inc.Inventors: Nicholas J. Rodak, Gary S. Silverman, Stephen W. Carson
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Patent number: 8647780Abstract: The invention concerns novel ionic compounds with low melting point whereof the onium type cation having at least a heteroatom such as N, 0, S or P bearing the positive charge and whereof the anion includes, wholly or partially, at least an ion imidide such as (FXI0)N—(OX2F) wherein X1 and X2 are identical or different and comprise SO or PF, and their use as solvent in electrochemical devices. Said composition comprises a salt wherein the anionic charge is delocalised, and can be used, inter alia, as electrolyte.Type: GrantFiled: March 7, 2011Date of Patent: February 11, 2014Assignee: Acep Inc.Inventors: Christophe Michot, Michel Armand, Michel Gauthier, Nathalie Ravet
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Patent number: 8637710Abstract: The present invention provides a process for efficiently producing an alkylated aromatic compound in good yield, by a cross-coupling reaction between an alkyl halide and an aromatic magnesium reagent. A process for producing an aromatic compound represented by Formula (1): R—Ar???(1) wherein R is a hydrocarbon group, and Ar? is an aryl group; the process comprising: reacting a compound represented by Formula (2): R—X??(2) wherein X is a halogen atom, and R is as defined above, with a magnesium reagent represented by Formula (3): Ar?—MgY??(3) wherein Y is a halogen atom, and Ar? is as defined above, in the presence of a catalyst for cross-coupling reactions comprising an iron compound and a bisphosphine compound represented by Formula (4): wherein Q is a divalent group derived from an aromatic ring by removing two hydrogen (H) atoms on adjacent carbon atoms; and each Ar is independently an aryl group.Type: GrantFiled: March 10, 2009Date of Patent: January 28, 2014Assignee: Kyoto UniversityInventors: Masaharu Nakamura, Takuji Hatakeyama, Yu-ichi Fujiwara
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Patent number: 8609806Abstract: To provide phosphorus-containing epoxy resins and phosphorus-containing epoxy resin compositions having high levels of appearance, yield and economic efficiency and cured products thereof that are used for various applications. A phosphorus-containing phenol compound represented by Formula (3) obtained by reacting a compound represented by Formula (2) with a compound represented by Formula (1), wherein in the peak area (A) of the component represented by Formula (1) on a chromatogram measured under specific conditions by gel permeation chromatography, peak area (B) on the high-molecular-weight side of the component of Formula (1), and total area (C) of peak area (A) and peak area (B), the value obtained by dividing peak area (B) by total area (C) is 8 area % or less, and epoxy resin compositions and cured products comprising the phosphorus-containing phenol compound as an essential ingredient.Type: GrantFiled: September 2, 2009Date of Patent: December 17, 2013Assignee: Nippon Steel & Sumikin Chemical Co., Ltd.Inventors: Tetsuya Nakanishi, Hideyasu Asakage, Seigo Takuwa
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Patent number: 8562867Abstract: The present invention provides polymeric compositions that can be used to modify charge transport across a nanocrystal surface or within a nanocrystal-containing matrix, as well as methods for making and using the novel compositions.Type: GrantFiled: July 2, 2009Date of Patent: October 22, 2013Assignee: Nanosys, Inc.Inventors: Jeffery A. Whiteford, Mihai A. Buretea, Linh Hong Nguyen, Erik Scher
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Publication number: 20130267714Abstract: Compounds of the formula (I) in the form of a mixture of predominantly one diastereomer or in the form of pure diastereomers, Z1-Q-P*R0R1??(I), wherein: Z1 is a C-bonded, secondary phosphine group of the formula —P(R)2, wherein R is a hydrocarbon radical or O-atom(s)-containing heterohydrocarbon radical having 1 to 18 carbon atoms and optionally substituted by C1-C6-alkyl, trifluoromethyl, C1-C6-alkoxy, trifluoromethoxy, (C1-C4-alkyl)2-amino, (C6H5)3Si, (C1-C12-alkyl)3Si or halogen; Q is selected from the group consisting of: (i) an optionally substituted achiral aromatic group, wherein the achiral aromatic group is bonded directly to Z1 through a carbon atom of the achiral aromatic group and bonded directly to P*R0R1 through a carbon atom of the achiral aromatic group, and (ii) an optionally substituted C1-C4-alkylene group; P* is a chiral phosphorus atom; R0 is methyl; and R1 is a C-bonded optically enriched or optically pure chiral, mono- or polycyclic, nonaromatic hydrocarbon ring; and preparType: ApplicationFiled: April 26, 2013Publication date: October 10, 2013Inventors: Benoit PUGIN, Matthias LOTZ, Heidi LANDERT, Adrian WYSS, Raphael AARDOOM, Bjorn GSCHWEND, Andreas PFALTZ, Felix SPINDLER
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Patent number: 8551509Abstract: A skin agent for external use and a cosmetic agent are provided, by transdermal administration of which expected actions and effects of ubiquinone derivatives, salts thereof, ubiquinones and ubiquinols are effectively obtained. The skin agent for external use includes a ubiquinone derivative or a salt thereof as an active ingredient. The ubiquinone derivative is represented by the formula (1): wherein R1 and R2 are each a hydrogen atom or a phosphoric group, at least one of R1 and R2 is a phosphoric group, and n is an integer in the range of 1 to 9.Type: GrantFiled: October 12, 2007Date of Patent: October 8, 2013Assignee: Showa Denko K.K.Inventors: Hirobumi Aoki, Yohei Kurata, Harumi Kamachi, Hirotsugu Nakanishi
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Patent number: 8546607Abstract: Embodiments of the invention provide methods and materials for chemical cross-coupling reactions that utilize unconventional phenol derivatives as cross-coupling partners. Embodiments of the invention can be used to synthesize a variety of useful organic compounds, for example the anti-inflammatory drug flurbiprofen.Type: GrantFiled: September 24, 2010Date of Patent: October 1, 2013Assignee: The Regents of the University of CaliforniaInventors: Neil K. Garg, Kyle W. Quasdorf, Xia Tian
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Patent number: 8541570Abstract: The present invention relates to methods for the labeling of nucleic acid polymers in vitro and in vivo. Certain methods are provided that include a [3+2] cycloaddition between a nucleotide analogue incorporated into a nucleic acid polymer and a reagent attached to a label. Other methods are provided that include a Staudinger ligation between a nucleotide analogue incorporated into a nucleic acid polymer and a reagent comprising a substituted triarylphosphine attached to a label. Such methods do not require fixation and denaturation and therefore can be applied to the labeling of nucleic acid polymers in living cells and in organisms. Also provided are methods for measuring cellular proliferation. In these methods, the amount of label incorporated into the DNA is measured as an indication of cellular proliferation.Type: GrantFiled: May 24, 2010Date of Patent: September 24, 2013Assignees: President and Fellows of Harvard College, Life Technologies CorporationInventors: Kyle R. Gee, Brian Agnew, Adrian Salic, Timothy J. Mitchison
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Publication number: 20130237626Abstract: The invention relates to radiation curable compositions comprising a liquid 0/s(acyl)phosphine photo initiators of formula (I): wherein each of Ar1, Ar2 and Ar3 is independently a substituted or unsubstituted aryl group. The invention also relates to stabilized forms of liquid bis(acyl)phosphines of formula (I) and radiation curable composition comprising said stabilized photoinitiators. The radiation curable compositions are selected from the group consisting of an optical fiber coating composition and a coating composition capable of radiation cure on concrete and a coating composition capable of radiation cure on metal.Type: ApplicationFiled: March 13, 2013Publication date: September 12, 2013Applicant: DSM IP Assets B.V.Inventors: Timothy Edward BISHOP, Edward Joseph Murphy, John Edmond Southwell, Satyendra Sarmah, TaiYeon Lee
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Patent number: 8518915Abstract: The invention relates to pharmacology and medicine, in particular to a class of mitochondrially-addressed compounds which can be used in the pharmaceutical compositions of medicinal agents (preparations) for preventing and treating cardiovascular diseases and diseases and pathological conditions caused by disturbed blood circulation or oxygen supply to tissues and organs.Type: GrantFiled: June 29, 2007Date of Patent: August 27, 2013Assignee: Mitotech SAInventors: Maxim Vladimirovich Skulachev, Vladimir Petrovich Skulachev
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Publication number: 20130217900Abstract: A compound of formula (I), wherein R1 is hydrogen or a hydroxyl protecting group; and R2 and R3 are same or different and are independently selected from halogen or —O—SO2—X; wherein X is —C1-C4 alkyl; C1-C4 alkyl substituted with one or more halogen; or substituted or unsubstituted phenyl wherein said phenyl substituent is selected from halogen, nitro and C1-C4 alkyl; provided that when R3 is bromine, X is not p-toluoyl; and a process for the preparation thereof.Type: ApplicationFiled: November 1, 2011Publication date: August 22, 2013Applicant: UNITED PHOSPHORUS LIMITEDInventors: Jaidev Rajnikant Shroff, Vikram Rajnikant Shroff, Birja Shanker
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Publication number: 20130193382Abstract: The present invention relates to compounds of the formula (I) and to the use thereof in electronic devices. The invention furthermore relates to electronic devices, preferably organic electroluminescent devices (OLEDs), comprising one or more com-pounds of the formula (I). The invention again furthermore relates to the preparation of compounds of the formula (I) and to formulations comprising one or more compounds of the formula (I).Type: ApplicationFiled: September 6, 2011Publication date: August 1, 2013Applicant: MERCK PATENT GmbHInventors: Arne Buesing, Thomas Eberle, Irina Martynova, Teresa Mujica-Fernaud
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Patent number: 8487136Abstract: A method for selectively producing a monoaryl norbornene derivative represented by a formula (5) involves having a norbornadiene derivative represented by a formula (3) and a bromine compound represented by a formula (4) react with each other in the presence of a reducing agent, palladium and at least one selected from phosphorus compounds represented by the formulas (1) and (2), whereby the norbornene derivative represented by formula (5) having a monoaryl substituent is an exo configuration.Type: GrantFiled: July 29, 2008Date of Patent: July 16, 2013Assignee: Nippon Oil CorporationInventors: Shinichi Komatsu, Toshikatsu Shoko, Tadahiro Kaminade
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Patent number: 8481722Abstract: Polyionic liquid salts are provided comprising polycationic or polyanionic molecules. Further provided are solvents comprising one or more polyionic liquid salts, and the use of such polyionic liquid salts as stationary phases in gas chromatography, and as a reagent in electrospray ionization-mass spectrometry (ESI-MS).Type: GrantFiled: December 13, 2011Date of Patent: July 9, 2013Assignee: Sigma-Aldrich Co. LLCInventors: Daniel W Armstrong, Junmin Huang
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Publication number: 20130126857Abstract: A novel organic compound suitably used for a green-light-emitting device and an organic light-emitting device are provided. An organic light-emitting device and an image display apparatus containing a naphtho[2?,3?:5,6]indeno[1,2,3-cd]pyrene derivative represented by general formula (1) as a dopant: wherein in general formula (1), R1 to R16 are each independently selected from a hydrogen atom, a halogen atom, substituted or unsubstituted alkyl groups, substituted or unsubstituted alkoxy groups, substituted or unsubstituted amino groups, substituted or unsubstituted aryl groups, and substituted or unsubstituted heterocyclic groups, and at least one of R3, R4, R9, and R10 is selected from substituted or unsubstituted aryl groups and substituted or unsubstituted heterocyclic groups.Type: ApplicationFiled: July 26, 2011Publication date: May 23, 2013Applicant: CANON KABUSHIKI KAISHAInventors: Tomonari Horikiri, Jun Kamatani, Masanori Muratsubaki
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Patent number: 8404161Abstract: A hydroxyphenyl or alkoxyphenyl phosphine oxide composition comprising (i) a first mixture of mono-(hydroxyphenyl) or (alkoxyphenyl) phosphine oxide isomers, (ii) a second mixture of bis-(hydroxyphenyl) or (alkoxyphenyl) phosphine oxide isomers, (iii) a third mixture of tris-(hydroxyphenyl) or (alkoxyphenyl) phosphine oxide isomers, and optionally iv) a minority amount of non-hydroxy or non-alkoxy tris-phenyl phosphine oxides is provided. Also provided are epoxy resins compositions with excellent flame retardancy and physical properties, which resins comprise the phosphine oxide composition.Type: GrantFiled: September 10, 2010Date of Patent: March 26, 2013Assignee: Chemtura CorporationInventors: Larry D. Timberlake, Mark V. Hanson, James D. Sibecker
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Patent number: 8378145Abstract: One aspect of the present invention relates to ligands for transition metals. A second aspect of the present invention relates to the use of catalysts comprising these ligands in various 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, number of catalyst turnovers, reaction conditions, and efficiency. For example, improvements have been realized in transition metal-catalyzed: aryl amination reactions; aryl amidation reactions; Suzuki couplings; and Sonogashira couplings. In certain embodiments, the invention relates to catalysts and methods of using them that operate in aqueous solvent systems.Type: GrantFiled: July 14, 2009Date of Patent: February 19, 2013Assignee: Massachusetts Institute of TechnologyInventors: Stephen L. Buchwald, Kevin W. Anderson
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Publication number: 20130012725Abstract: A process for the conversion of a tertiary phosphine oxide to the corresponding tertiary phosphine includes reacting the tertiary phosphine oxide with a reducing tertiary phosphine, in the presence of a catalyst that catalyzes the conversion.Type: ApplicationFiled: March 30, 2011Publication date: January 10, 2013Applicant: CHROMAFORA ABInventors: Gaston Laven, Martin Kullberg
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Patent number: 8288003Abstract: Provided are a method for producing a phosphorus-containing phenolic compound in which reactivity is considerably excellent in the reaction between a phosphorus-containing compound and an aromatic nucleus of a phenol; in the case of using a polyhydric phenol or a phenolic resin as the phenol, a novel phosphorus-containing phenolic compound that serves as a curing agent for an epoxy resin and imparts excellent heat resistance to a cured product; a curable resin composition containing the novel phosphorus-containing phenolic compound; a cured product of the curable resin composition; a printed wiring board; and a semiconductor sealing material. An aromatic aldehyde (a1) having an alkoxy group as a substituent on an aromatic nucleus is allowed to react with an organic phosphorus compound (a2) intramolecularly having a P—H group or a P—OH group. The resultant reaction product is then allowed to react with a phenol (a3).Type: GrantFiled: August 5, 2009Date of Patent: October 16, 2012Assignee: DIC CorporationInventors: Koji Hayashi, Yoshiyuki Takahashi, Ichirou Ogura