The Metal Is Bonded Directly To Carbon, Which Carbon Is A Ring Carbon Of The Five-membered Hetero Ring Or Which Carbon Is Attached Directly Or Indirectly To The Five-membered Hetero Ring By Nonionic Bonding Patents (Class 548/103)
  • Patent number: 11033889
    Abstract: The present invention provides Acyclic diaminocarbene complex of formula (I): Wherein, M is palladium; X is monoanionic ligand selected from Cl, Br or I; Where R1 is different from R2; R1 is selected from the group consisting of alkyl or aryl, each of which have 4 to 20 carbon atoms, and may optionally contain one or more heteroatoms; R2 is selected from the group consisting of alkyl, or aryl each of which have 4 to 20 carbon atoms, and may optionally contain one or more heteroatoms. The said palladium diamino carbine complex of the present invention are particularly useful as catalyst from Hiyama cross-coupling reaction.
    Type: Grant
    Filed: October 23, 2018
    Date of Patent: June 15, 2021
    Assignee: INDIAN INSTITUTE OF TECHNOLOGY BOMBAY
    Inventors: Chandan Singh, Prasenjit Ghosh
  • Patent number: 10930866
    Abstract: A method of making an osmium(II) complex having Formula I, L1-Os-L2, wherein L1 and L2 are independently a biscarbene tridentate ligand, wherein L1 and L2 can be same or different is disclosed. The method includes (a) reacting a precursor of ligand L1 with an osmium precursor to form an intermediate product, wherein the osmium precursor having the formula OsHx(PR3)y, wherein x is an integer from 2 to 6 and y is an integer from 2 to 5, and R is selected from the group consisting of aryl, alkyl and cycloalkyl; and (b) reacting a precursor of ligand L2 with said intermediate product.
    Type: Grant
    Filed: February 7, 2020
    Date of Patent: February 23, 2021
    Assignee: UNIVERSAL DISPLAY CORPORATION
    Inventors: Chuanjun Xia, Jui-Yi Tsai, Beatriz Eguillor Armendariz, Miguel A. Esteruelas Rodrigo, Roberto Gomez Alabau, Montserrat Olivan Esco, Enrique Onate Rodriguez
  • Patent number: 10457864
    Abstract: Novel Iridium complexes having three different bidentate ligands useful for phosphorescent emitters in OLEDs are disclosed. At least one of the three different bidentate ligands is a carbene ligand.
    Type: Grant
    Filed: January 10, 2018
    Date of Patent: October 29, 2019
    Assignee: Universal Display Corporation
    Inventors: Jui-Yi Tsai, Chuanjun Xia, Chun Lin, Adrian U. Palacios, Enrique Oñate, Miguel A. Esteruelas, Pierre-Luc T. Boudreault, Sonia Bajo, Montserrat Oliván
  • Patent number: 10319919
    Abstract: An organic light-emitting device includes: a first electrode; a second electrode facing the first electrode; and an organic layer between the first electrode and the second electrode, the organic layer including an emission layer, wherein the organic layer comprises a compound represented by Formula 1. An organic light-emitting device including the compound may have high efficiency, low voltage, high luminance, and a long lifespan.
    Type: Grant
    Filed: June 8, 2016
    Date of Patent: June 11, 2019
    Assignee: Samsung Display Co., Ltd.
    Inventors: Eunyoung Lee, Youngkook Kim, Junha Park, Munki Sim, Hyoyoung Lee, Eunjae Jeong, Seokhwan Hwang
  • Patent number: 10017531
    Abstract: The present disclosure is in relation to the field of nanotechnology and cancer therapeutics. In particular, the present disclosure relates to carbene compounds, particularly platinum containing carbenes and corresponding nanoparticles thereof. The disclosure further relates to synthesis of said platinum containing carbenes, nanoparticles and compositions comprising said platinum containing carbenes/nanoparticles. The disclosure also relates to methods of managing cancer by employing aforesaid platinum based compounds, nanoparticles and compositions.
    Type: Grant
    Filed: June 13, 2014
    Date of Patent: July 10, 2018
    Assignee: INVICTUS ONCOLOGY PVT. LTD.
    Inventors: Arindam Sarkar, Swadhin Kumar Mandal
  • Patent number: 9938253
    Abstract: The present application provides, among other things, compounds and methods for metathesis reactions. In some embodiments, provided compounds promote highly efficient and highly Z-selective metathesis. In some embodiments, provided compounds and methods are particularly useful for producing allyl alcohols. In some embodiments, provided compounds have the structure of formula I. In some embodiments, provided compounds comprise ruthenium, and a ligand bonded to ruthenium through a sulfur atom.
    Type: Grant
    Filed: June 12, 2014
    Date of Patent: April 10, 2018
    Assignee: Trustees of Boston College
    Inventors: Amir H. Hoveyda, R. Kashif M. Khan, Sebastian Torker, Ming Joo Koh
  • Patent number: 9773985
    Abstract: A compound according to Formula I, as well as, devices and formulations containing the compound as described. The compound has the general formula wherein n=1 or 2; wherein X1-X2 is a bidentate ligand having the formula: wherein each of R1, R2, R3, R4 and R5 is independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; wherein each of R3, R4 and R5 can also be selected from two adjacent substituents joined to form into a ring; wherein each of Z1, Z2, Z3, Z4, Z6, Z7, Z8 is independently selected from C, CH or N; wherein ring A is connected to ring B through N—C bond; and wherein Y1-Y2 is a different bidentate ligand other than X1-X2.
    Type: Grant
    Filed: March 13, 2013
    Date of Patent: September 26, 2017
    Assignee: UNIVERSAL DISPLAY CORPORATION
    Inventors: Lichang Zeng, Edward Barron, Bin Ma, Chuanjun Xia
  • Patent number: 9637510
    Abstract: A method for preparing a ruthenium carbene complex precursor includes reacting a ruthenium refinery salt with a hydrogen halide to form a ruthenium intermediate, and reacting the ruthenium intermediate with an L-type ligand to form the ruthenium carbene complex precursor. A method for preparing a ruthenium vinylcarbene complex includes converting a ruthenium carbene complex precursor into a ruthenium hydrido halide complex, and reacting the ruthenium hydrido halide complex with a propargyl halide to form the ruthenium vinylcarbene complex. A method for preparing a ruthenium carbene complex includes converting a ruthenium carbene complex precursor into a ruthenium carbene complex having a structure (PR1R2R3)2Cl2Ru?CH—R4, wherein R1, R2, R3, and R4 are alike or different, and wherein covalent bonds may optionally exist between two or more of R1, R2, and R3 and/or two of R1, R2, and R3 taken together may optionally form a ring with phosphorous.
    Type: Grant
    Filed: January 30, 2015
    Date of Patent: May 2, 2017
    Assignee: Elevance Renewable Sciences, Inc.
    Inventors: Linda A. Kunz, Steven A. Cohen
  • Patent number: 9562116
    Abstract: The invention relates to a method for preparation of ruthenium-based carbene catalysts with a chelating alkylidene ligand (“Hoveyda-type catalysts”) by reacting a penta coordinated ruthenium (II)-alkylidene complex of the type (L) (Py)X1X2Ru(alkylidene) with a suitable olefin derivative in a cross metathesis reaction. The method delivers high yields and is conducted preferably in aromatic hydrocarbon solvents. The use of phosphine-containing Ru carbene complexes as starting materials can be avoided. Catalyst products with high purity, particularly with low Cu content, can be obtained.
    Type: Grant
    Filed: August 28, 2014
    Date of Patent: February 7, 2017
    Assignees: UMICORE AG & CO. KG, GRAZ UNIVERSITY OF TECHNOLOGY
    Inventors: Roland Winde, Angelino Doppiu, Eileen Woerner, Andreas Rivas-Nass, Ralf Karch, Christian Slugovc, Christina Schinagl
  • Patent number: 9457347
    Abstract: The present invention refers to novel ruthenium- and osmium-based catalysts for olefin metathesis reactions, particularly to catalysts having stereoselective properties. Z-selectivity is obtained by utilizing two mono-anionic ligands of very different steric requirement. In olefin metathesis reactions these catalysts selectively provide the Z-isomer of disubstituted olefinic products.
    Type: Grant
    Filed: May 2, 2014
    Date of Patent: October 4, 2016
    Assignee: Bergen Teknologioverforing AS
    Inventors: Vidar R. Jensen, Giovanni Occhipinti, Frederik R. Hansen
  • Patent number: 9328132
    Abstract: The invention is related to the metal complexes of the general formula (1). The invention is related also to the use of metal complexes of the formula 1 as (pre)catalysts for the olefin metathesis reactions, as well as to the process for carrying out the olefin metathesis reaction.
    Type: Grant
    Filed: July 26, 2013
    Date of Patent: May 3, 2016
    Assignee: APEIRON SYNTHESIS S.A.
    Inventors: Krzysztof Skowerski, Michal Bieniek
  • Patent number: 9309344
    Abstract: The present invention relates to a process for preparing polymers by means of ring-opening metathetic polymerization, consisting of the following steps: a) providing a reaction mixture consisting of a cycloalkene or a cycloalkene mixture, b) adding a ruthenium compound of the general formula RuX1X2L1aL2b (I) where a=0 or 1, b=1 or 2, such that a+b=2; X1, X2=independently selected anionic ligands; L1=uncharged ?-binding ligand; L2=N-heterocyclic carbene of the formula IIa, IIb or IIc; c) adding a chain transfer agent in a molar ratio in the range from 1:5 to 1:1000 based on the cycloalkene or the sum total of the cycloalkenes in the cycloalkene mixture, d) converting at a temperature within a range from 0° C. to 250° C.
    Type: Grant
    Filed: April 10, 2015
    Date of Patent: April 12, 2016
    Assignee: Evonik Degussa GmbH
    Inventors: Renat Kadyrov, Christa Dumrath, Matthias Beller, Andreas Dumrath, Helfried Neumann, Stephanie Klein
  • Patent number: 9139599
    Abstract: Embodiments of the present disclosure provide for chemical assemblies, multidimensional metal-organic frameworks (MOFs), supermolecular building layers (SBLs), inorganic molecular building blocks (MBBs), organic MBBs (designed ligands), methods of making each, and methods of using each, and the like. In an embodiment, the composition can be used in catalysis, separations, gas storage, and drug delivery.
    Type: Grant
    Filed: June 6, 2013
    Date of Patent: September 22, 2015
    Assignees: University of South Florida, King Abdullah University of Science and Technology
    Inventors: Mohamed Eddaoudi, Jarrod F. Eubank
  • Patent number: 9115095
    Abstract: Provided herein are ruthenium complexes of Formula I, and processes of preparation thereof. Also provided are methods of their use as a metathesis catalyst.
    Type: Grant
    Filed: June 6, 2014
    Date of Patent: August 25, 2015
    Assignee: Idenix Pharmaceuticals, Inc.
    Inventors: Christophe Claude Parsy, Francois-Rene Alexandre, Florence Marie-Emilie Bonnaterre, Dominique Surleraux
  • Patent number: 9093651
    Abstract: In an aspect, a composition including an acrylate monomer, and aromatic aryl amine compound, an organic light emitting display apparatus including the composition and a method of manufacturing an organic light emitting display apparatus including the composition are provided.
    Type: Grant
    Filed: July 14, 2014
    Date of Patent: July 28, 2015
    Assignee: Samsung Display Co., Ltd.
    Inventors: Byoung-Duk Lee, Yong-Tack Kim, Jong-Woo Kim, Min-Ho Oh, So-Young Lee, Jin-Hwan Jeon, Yun-Ah Chung, Yoon-Hyeung Cho, Yong-Chan Ju
  • Patent number: 9082989
    Abstract: Synthesis of platinum(II) di(2-pyrazolyl)benzene chloride and analogs includes forming a 1,3-di-substituted benzene including two aromatic five-membered heterocycles, and reacting the 1,3-di-substituted benzene with an acidic platinum-containing solution to form a luminescent platinum(II) complex. The luminescent platinum(II) complex is capable of emitting blue and white light and can be used as an emitter in a light emitting device.
    Type: Grant
    Filed: September 29, 2014
    Date of Patent: July 14, 2015
    Assignee: Arizona Board of Regents for and on behalf of Arizona State Univesity
    Inventors: Jian Li, Zixing Wang
  • Patent number: 9076974
    Abstract: A platinum (II) complex of general formula (II), in which Ar1 is a 1,2-diazole ring, Ar2 is a pyridine ring, and Ar3 is a phenyl ring. Ar1, Ar2, and Ar3 together form a tridentate ligand coordinated to the platinum through atoms X, Y, and Z, respectively, and X, Y, and Z are independently carbon or nitrogen. V represents O, S, N, C, P, or Si, and W is an anion. In some cases, Ar3 is an anion and Ar1 and Ar2 are neutral; in other cases, Ar1 and Ar3 are neutral and Ar2 is an anion. The complexes emit in the UV to near IR range and are useful as emitters for organic light emitting devices.
    Type: Grant
    Filed: March 10, 2014
    Date of Patent: July 7, 2015
    Assignee: Arizona Board of Regents for and on behalf of Arizona State University
    Inventors: Jian Li, Zixing Wang, Eric Turner
  • Patent number: 9074028
    Abstract: The present invention provides new ruthenium complexes of Formula (1), which contain a chelate ring created by a halogen atom X. The invention concerns also a method for the preparation of the new ruthenium complexes and their application in metathesis reactions.
    Type: Grant
    Filed: June 4, 2012
    Date of Patent: July 7, 2015
    Assignee: UMICORE AG & CO. KG
    Inventors: Karol Leslaw Grela, Michal Barbasiewicz, Michal Michalak
  • Patent number: 9040513
    Abstract: Described is a process for preparing platinum-carbene complexes.
    Type: Grant
    Filed: December 22, 2011
    Date of Patent: May 26, 2015
    Assignees: CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE, UNIVRSITE DE STRASBOURG
    Inventors: Stéphane Bellemin-Laponnaz, Gilles Guichard, Edith Chardon
  • Publication number: 20150139901
    Abstract: The present invention concerns radioactive rhodium complexes, their preparation methods, and their use for the radiolabelling of biomolecules, especially monoclonal antibodies.
    Type: Application
    Filed: May 14, 2013
    Publication date: May 21, 2015
    Applicants: Institut National de la Sante et de la Recherche (INSERM), Chu Nantes, Universite de Nantes, Centre National de la Recherche Scientifique (C.N.R.S.), Universite d' Angers
    Inventors: Alain Faivre-Chauvet, Holisoa Rajaerison, Jean-Francois Gestin
  • Publication number: 20150129840
    Abstract: A novel emitter compound having the formula Os(L1)(L2)(L3) and a novel method of making such compounds are disclosed. In the formula Os(L1)(L2)(L3), each of L1, L2, and L3 is independently a bidentate ligand. The method includes (a) reacting a precursor of ligand L1 with an osmium precursor to form a first intermediate product that has the ligand L1 coordinated to the osmium, wherein the osmium precursor has the formula OsHx(PR3)y, wherein x is an integer from 2 to 6 and y is an integer from 2 to 5, and R is selected from the group consisting of aryl, alkyl and cycloalkyl; (b) reacting the first intermediate product with a reducing agent to form a Os(II) second intermediate product; (c) reacting the second intermediate product with a coordinating solvent to form a third intermediate product; and (d) reacting a mixture of ligands L2 and L3 with said third intermediate product.
    Type: Application
    Filed: November 8, 2013
    Publication date: May 14, 2015
    Applicant: Universal Display Corporation
    Inventors: Jui-Yi Tsai, Chuanjun Xia, Miguel A. Esteruelas, Enrique Oñate Rodriguez, Tamara Bolano, Adrian U. Palacios
  • Patent number: 9029804
    Abstract: We report the synthesis and characterization of four novel CCC-NHC pincer platinum(II) and palladium(II) complexes, which adopt a distorted square planar configuration. These complexes emit bright blue light in the solid state under UV irradiation with emissions that are stable in ambient atmosphere (O2 and H2O) for extended periods. We also report the synthesis and characterization of CCC-NHC pincer ligand nickel complexes, and solid state fluorescence spectra have been collected for two of the complexes reported. X-ray structural analysis of a representative compound exhibits a distorted square planar geometry. Finally, we report the synthesis and characterization of CCC-NHC pincer ligand complexes for abnormal carbenes, triazole, and BIA.
    Type: Grant
    Filed: October 19, 2010
    Date of Patent: May 12, 2015
    Assignee: University of Mississippi
    Inventors: Thedford Keith Hollis, Xiaofei Zhang
  • Patent number: 9029541
    Abstract: A novel binuclear metal complex containing a biimidazole as a bridging ligand. The binuclear metal complex can be used as a material for an organic electroluminescence element.
    Type: Grant
    Filed: December 2, 2011
    Date of Patent: May 12, 2015
    Assignee: Ube Industries, Ltd.
    Inventors: Osamu Fujimura, Kenji Fukunaga, Takafumi Iwasa, Yasuhiro Tanaka, Harunori Fujita, Tadashi Murakami, Takashi Honma, Toshikazu Machida, Natsuko Kashihara
  • Patent number: 9028975
    Abstract: Disclosed is a method of producing an organic light emitting device, an organic light emitting device produced by using the method, and an apparatus used in the method. The method includes preparing a first electrode, forming one or more organic material layers on the first electrode, and forming a second electrode on the organic material layers, wherein the method includes changing functions of predetermined pattern regions of one or more layers of the organic material layers or the electrodes.
    Type: Grant
    Filed: May 3, 2007
    Date of Patent: May 12, 2015
    Assignee: LG Chem, Ltd.
    Inventors: Min-Soo Kang, Yun-Hye Hahm
  • Publication number: 20150126744
    Abstract: This disclosure relates to new metal complexes, such as compounds of Formula 1, and their application in olefin or alkyne metathesis and to methods of carrying out olefin metathesis reactions.
    Type: Application
    Filed: December 12, 2014
    Publication date: May 7, 2015
    Inventors: Krzysztof Skowerski, Michal Bieniek
  • Patent number: 9024308
    Abstract: Use of transition metal complexes of the formula (I) in organic light-emitting diodes where: M1 is a metal atom; carbene is a carbene ligand; L is a monoanionic or dianionic ligand; K is an uncharged monodentate or bidentate ligand selected from the group consisting of phosphines; CO; pyridines; nitriles and conjugated dienes which form a ? complex with M1; n is the number of carbene ligands and is at least 1; m is the number of ligands L, where m can be 0 or ?1; o is the number of ligands K, where o can be 0 or ?1; where the sum n+m+o is dependent on the oxidation state and coordination number of the metal atom and on the denticity of the ligands carbene, L and K and also on the charge on the ligands carbene and L, with the proviso that n is at least 1, and also an OLED comprising these transition metal complexes, a light-emitting layer comprising these transition metal complexes, OLEDs comprising this light-emitting layer, devices comprising an OLED according to the present invention, and specific t
    Type: Grant
    Filed: November 13, 2014
    Date of Patent: May 5, 2015
    Assignee: BASF SE
    Inventors: Markus Bold, Christian Lennartz, Martina Egen, Hans-Werner Schmidt, Mukundan Thelakkat, Markus Baete, Christian Neuber, Wolfgang Kowalsky, Christian Schildknecht, Hans-Hermann Johannes
  • Patent number: 9024034
    Abstract: This invention relates to a metathesis catalyst compound comprising an asymmetrically substituted N-heterocyclic carbene (NHC) metathesis catalyst and a process to make linear alpha-olefins comprising contacting a feed material and an optional alkene (such as ethylene) with said catalyst, where the feed material is a triacylglyceride, fatty acid, fatty acid alkyl ester, and/or fatty acid ester, typically derived from biodiesel.
    Type: Grant
    Filed: November 3, 2010
    Date of Patent: May 5, 2015
    Assignee: ExxonMobil Chemical Patents Inc.
    Inventors: Matthew W. Holtcamp, Matthew S. Bedoya, Catherine A. Faler, Caol P. Huff, John R. Hagadorn, Ravindra Ganesh
  • Publication number: 20150115250
    Abstract: Fluorine substituted metal complexes as efficient phosphorescent emitters is disclosed. The fluorine substitution is at para position of a phenyl group.
    Type: Application
    Filed: September 10, 2014
    Publication date: April 30, 2015
    Inventors: Bin MA, Chuanjun XIA, Chun LIN
  • Patent number: 9018387
    Abstract: Metal imidazolate complexes are described where imidazoles ligands functionalized with bulky groups and their anionic counterpart, i.e., imidazolates are described. Compounds comprising one or more such polyalkylated imidazolate anions coordinated to a metal or more than one metal, selected from the group consisting of alkali metals, transition metals, lanthanide metals, actinide metals, main group metals, including the chalcogenides, are contemplated. Alternatively, multiple different imidazole anions, in addition to other different anions, can be coordinated to metals to make new complexes. The synthesis of novel compounds and their use to form thin metal containing films is also contemplated.
    Type: Grant
    Filed: June 3, 2011
    Date of Patent: April 28, 2015
    Assignee: Air Products and Chemicals, Inc.
    Inventors: John Anthony Thomas Norman, Melanie K. Perez, Xinjian Lei, Daniel P. Spence, Sergei Vladimirovich Ivanov, Wade Hampton Bailey, III
  • Patent number: 9018199
    Abstract: The present invention relates to organometallic compounds useful in the treatment of metastasis. The organometallic compounds comprise a ligand that is covalently bound to a bioactive compound, which is an inhibitor of a resistance pathway or a derivative thereof. Preferably, the organometallic compounds are half-sandwich (“piano-stool”) compounds. The compounds of the present invention offer a high variability with respect to the bioactive compound and to the nature of the ligand bound to a central transition metal.
    Type: Grant
    Filed: May 9, 2007
    Date of Patent: April 28, 2015
    Assignee: Ecole Polytechnique Federale de Lausanne (EPFL)
    Inventors: Paul Joseph Dyson, Wee Han Ang
  • Publication number: 20150108451
    Abstract: A compound having a structure according to formula (I) is disclosed. In formula (I), Cu is a monovalent copper atom; *C is a carbene carbon; X1 and X2 are selected from alkyl, cycloalkyl, alkoxy, amino, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, heteroalkynyl, arylalkyl, aryloxy, aryl, heteroalkyl, heteroaryl, and combinations thereof; X1 and X2 are independently bonded to *C by an atom selected from C, N, O, S, and P; X1 and X2 are optionally joined to form a ring; and Y is selected halide, alkyl, cycloalkyl, alkoxy, amino, phosphine, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, heteroalkynyl, arylalkyl, aryloxy, aryl, heteroalkyl, heteroaryl, and combinations thereof. A formulation containing compound having a structure according to formula (I), and a device with an organic layer comprising disposed between an anode and a cathode, that includes a compound having a structure according to formula (I) are also described.
    Type: Application
    Filed: September 5, 2014
    Publication date: April 23, 2015
    Inventors: Mark E. Thompson, Peter I. Djurovich, Valentina Krylova
  • Patent number: 9012036
    Abstract: To provide a novel organometallic complex, and light emitting elements, light emitting devices, and electronic devices which include the organometallic complex. In addition, to provide a composition in which the organometallic complex is dissolved and to provide a method for manufacturing light emitting elements using the composition. An organometallic complex has high solubility in a solvent. In the organometallic complex, the ligand including a pyrazine skeleton is bound to an atom belonging to Group 9 (Co, Rh, or Ir) or an atom belonging to Group 10 (Ni, Pd, or Pt). In addition, the light emission efficiency is high. Therefore, the organometallic complex is preferably used for manufacturing a light emitting element.
    Type: Grant
    Filed: May 14, 2008
    Date of Patent: April 21, 2015
    Assignee: Semiconductor Energy Laboratory Co., Ltd.
    Inventors: Hideko Inoue, Satoko Shitagaki, Satoshi Seo
  • Patent number: 9005773
    Abstract: A novel substance exhibiting phosphorescence is provided. The novel substance is an organometallic complex represented by General Formula (G1). In General Formula (G1), R1 represents a haloalkyl group having 1 to 9 carbon atoms which may have a substituent. In addition, R2 represents any of an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 5 to 8 carbon atoms which may have a substituent, and an aryl group having 6 to 12 carbon atoms which may have a substituent. Further, Ar represents an arylene group having 6 to 13 carbon atoms which may have a substituent. M represents either a Group 9 element or a Group 10 element.
    Type: Grant
    Filed: March 10, 2011
    Date of Patent: April 14, 2015
    Assignee: Semiconductor Energy Laboratory Co., Ltd.
    Inventors: Hideko Inoue, Tomoka Nakagawa, Nobuharu Ohsawa, Satoshi Seo
  • Patent number: 8999520
    Abstract: An organometallic complex having a structure represented by the following general formula (G1) is provided. (In the formula, A represents an aromatic hydrocarbon group having 6 to 25 carbon atoms. Further, Z represents any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, or an aryl group having 6 to 25 carbon atoms. In addition, Ar1 represents an aryl group having 6 to 25 carbon atoms. R1 represents any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms. Further, M is a central metal and represents an element belonging to Group 9 or Group 10.
    Type: Grant
    Filed: March 20, 2007
    Date of Patent: April 7, 2015
    Assignee: Semiconductor Energy Laboratory Co., Ltd.
    Inventors: Hideko Inoue, Satoshi Seo, Nobuharu Ohsawa
  • Publication number: 20150093890
    Abstract: A metal precursor and a method comprising decomposing a metal precursor on an integrated circuit device; and forming a metal from the metal precursor, wherein the metal precursor is selected from the group consisting of (i) a Co2(CO)6(R1C?CR2), wherein R1 and R2 are individually selected from a straight or branched monovalent hydrocarbon group have one to six carbon atoms that may be interrupted and substituted; (ii) a mononuclear cobalt carbonyl nitrosyl; (iii) a cobalt carbonyl bonded to one of a boron, indium, germanium and tin moiety; (iv) a cobalt carbonyl bonded to a mononuclear or binuclear allyl; and (v) a cobalt (II) complex comprising nitrogen-based supporting ligands.
    Type: Application
    Filed: September 27, 2013
    Publication date: April 2, 2015
    Inventors: James M. Blackwell, Scott B. Clendenning, John J. Plombon, Patricio E. Romero
  • Patent number: 8987451
    Abstract: A single-step method of making tetradentate platinum complexes is disclosed. The method advantageously allows the formation of a platinum complex in a single step, even with sterically hindered ligands, without the use of highly reactive intermediates. The compounds made by the disclosed method are useful in OLED applications.
    Type: Grant
    Filed: December 20, 2012
    Date of Patent: March 24, 2015
    Assignee: Universal Display Corporation
    Inventors: Jui-Yi Tsai, Gregg Kottas, Walter Yeager
  • Patent number: 8986856
    Abstract: The present invention provides a novel iridium complex and an organic light-emitting element including the same. The novel iridium complex includes phenylpyrazole as a ligand and has a basic skeleton in which a pyrimidine ring is bonded to a phenyl ring.
    Type: Grant
    Filed: November 26, 2010
    Date of Patent: March 24, 2015
    Assignee: Canon Kabushiki Kaisha
    Inventors: Chiaki Nishiura, Shigemoto Abe, Masashi Hashimoto, Hiroya Nitta
  • Publication number: 20150076470
    Abstract: The present invention relates to phosphorescent (triplet-emitting) organometallic materials. The phosphorescent materials of the present invention comprise Ir(III)cyclometallated alkynyl complexes for use as triplet light-emitting materials. The Ir(III)cyclometallated alkynyl complexes comprise at least one cyclometallating ligand and at least one alkynyl ligand bonded to the iridium. Also provided is an organic light emitting device comprising an anode, a cathode and an emissive layer between the anode and the cathode, wherein the emissive layer comprises a Ir(III)cyclometallated alkynyl complex as a triplet emitting material.
    Type: Application
    Filed: August 4, 2014
    Publication date: March 19, 2015
    Inventors: Mark E. Thompson, Alberto Bossi, Peter ivan Djurovich
  • Publication number: 20150080581
    Abstract: Improved catalysts useful in alkyne or olefin metathesis are made by bringing into contact a multi-coordinated metal complex comprising a multidentate Schiff base ligand, and one or more other ligands, with a selected activating compound under conditions such that at least partial cleavage of a bond between the metal and the multidentate Schiff base ligand of said metal complex occurs.
    Type: Application
    Filed: November 25, 2014
    Publication date: March 19, 2015
    Applicant: RIMTEC CORPORATION
    Inventors: David SCHAUBROECK, Stijn MONSAERT, Nele LEDOUX, Francis Walter Cornelius VERPOORT, Renata A. DROZDZAK
  • Publication number: 20150076466
    Abstract: There is provided a compound having Formula I In the formula: Ar is a substituted or unsubstituted aryl group; and R1-R8 are the same or different and are H, D, alkyl, aryl, silyl, deuterated alkyl, deuterated aryl, or deuterated silyl.
    Type: Application
    Filed: April 19, 2013
    Publication date: March 19, 2015
    Inventor: Kyung-Ho Park
  • Publication number: 20150076454
    Abstract: Bis(tridentate) osmium(II) complexes containing phosphite groups useful as phosphorescent emitters are disclosed. The disclosed osmium(II) complexes have higher oxidation potential then previously known osmium(II) complexes. An organic light emitting device having an organic layer that includes the disclosed osmium(II) complex is also disclosed.
    Type: Application
    Filed: September 13, 2013
    Publication date: March 19, 2015
    Applicant: Universal Display Corporation
    Inventor: Jui-Yi Tsai
  • Patent number: 8980444
    Abstract: A novel iridium complex includes a ligand including a phenyl ring and a pyrazole ring. The phenyl group is bonded to a triazine ring to form a backbone of the novel iridium complex. An organic light-emitting device includes the novel iridium complex.
    Type: Grant
    Filed: November 26, 2010
    Date of Patent: March 17, 2015
    Assignee: Canon Kabushiki Kaisha
    Inventors: Chiaki Nishiura, Masashi Hashimoto, Shigemoto Abe, Hiroya Nitta
  • Patent number: 8980440
    Abstract: This invention pertains to light emitting materials comprising novel ortho-metalated transition metal complexes [C^N]2M(T)(L), comprising chelate dialkylamino-substituted C^N ligands, monodentate neutral ligand (L) having sp2 hybridized N atom and a monodentate anionic ligand (T) chosen among CN?, CNO?, CNS?. It has been surprisingly found that when the metal has bound thereto in addition to substituted orthometalated ligands, both an anion chosen among cyanide, thiocyanate, cyanate, possessing strong C donor and ? acceptor properties, and a monodentate neutral ligand L, as above defined, said ligands advantageously participate in the emission process, significantly shifting emission towards higher energies (blue-shift) and enabling appreciable improvement of the emission efficiency of complexes [C^N]2M(T)(L). Still objects of the invention are the use of said light emitting materials and organic light emitting device comprising said light emitting material.
    Type: Grant
    Filed: April 3, 2007
    Date of Patent: March 17, 2015
    Assignee: Solvay (Societe Anonyme)
    Inventors: Mohammad Khaja Nazeeruddin, Cedric Klein, Michael Graetzel
  • Publication number: 20150073152
    Abstract: Use of transition metal complexes of the formula (I) in organic light-emitting diodes where: M1 is a metal atom; carbene is a carbene ligand; L is a monoanionic or dianionic ligand; K is an uncharged monodentate or bidentate ligand selected from the group consisting of phosphines; CO; pyridines; nitriles and conjugated dienes which form a n complex with M1; n is the number of carbene ligands and is at least 1; m is the number of ligands L, where m can be 0 or ?1; o is the number of ligands K, where o can be 0 or ?1; where the sum n+m+o is dependent on the oxidation state and coordination number of the metal atom and on the denticity of the ligands carbene, L and K and also on the charge on the ligands carbene and L, with the proviso that n is at least 1, and also an OLED comprising these transition metal complexes, a light-emitting layer comprising these transition metal complexes, OLEDs comprising this light-emitting layer, devices comprising an OLED according to the present invention, and specific tr
    Type: Application
    Filed: November 13, 2014
    Publication date: March 12, 2015
    Applicant: BASF SE
    Inventors: Markus BOLD, Christian LENNARTZ, Martina PRINZ, Hans-Werner SCHMIDT, Mukundan THELAKKAT, Markus BAETE, Christian NEUBER, Wolfgang KOWALSKY, Christian SCHILDKNECHT, Hans-Hermann JOHANNES
  • Publication number: 20150069334
    Abstract: Ir/Pt metal complexes, devices containing the Ir/Pt metal complexes, and methods of making such devices are described. The Ir/Pt metal complex includes a first Ir moiety and a first Pt moiety. The first Ir moiety can be an Ir(III) six-coordinated structure. The first Pt moiety can be a Pt(II) four-coordinated tetradentate structure. The devices can have layers that include the Ir/Pt metal complexes. The layers containing the Ir/Pt metal complexes can be made by a solution process.
    Type: Application
    Filed: September 9, 2013
    Publication date: March 12, 2015
    Applicant: Universal Display Corporation
    Inventors: Chuanjun XIA, Chun Lin
  • Patent number: 8975414
    Abstract: A method for preparing a ruthenium carbene complex precursor includes reacting a ruthenium refinery salt with a hydrogen halide to form a ruthenium intermediate, and reacting the ruthenium intermediate with an L-type ligand to form the ruthenium carbene complex precursor. A method for preparing a ruthenium vinylcarbene complex includes converting a ruthenium carbene complex precursor into a ruthenium hydrido halide complex, and reacting the ruthenium hydrido halide complex with a propargyl halide to form the ruthenium vinylcarbene complex. A method for preparing a ruthenium carbene complex includes converting a ruthenium carbene complex precursor into a ruthenium carbene complex having a structure (PR1R2R3)2Cl2Ru?CH—R4, wherein R1, R2, R3, and R4 are alike or different, and wherein covalent bonds may optionally exist between two or more of R1, R2, and R3 and/or two of R1, R2, and R3 taken together may optionally form a ring with phosphorous.
    Type: Grant
    Filed: September 7, 2012
    Date of Patent: March 10, 2015
    Assignee: Elevance Renewable Sciences, Inc.
    Inventors: Linda A. Kunz, Steven A. Cohen
  • Publication number: 20150060795
    Abstract: A compound having a structure according to wherein Y is a carbene moeity coordinated to a trivalent copper atom Cu is disclosed. In Formula I, L1, L2, and L3 are three monodentate ligands. In Formula II, L1, L2, and L3 represent a single tridentate ligand chelated by X, wherein X is B—H, C—H, N, P, or P?O.
    Type: Application
    Filed: July 3, 2014
    Publication date: March 5, 2015
    Inventors: Mark E. THOMPSON, Rasha HAMZE, Peter I. DJUROVICH
  • Publication number: 20150065722
    Abstract: The disclosure relates to thiophene-based ditin compounds and methods of making and using such compounds. The disclosed compounds are novel structures having organotin groups on a conjugated aryl group spaced from and adjacent to a fused thiophene moiety. The formation of trialkyl tin groups spaced away from the fused thiophene moieties is advantageous in that it allows for novel polymerization via Stille coupling.
    Type: Application
    Filed: September 4, 2014
    Publication date: March 5, 2015
    Inventors: Mingqian He, James Robert Matthews, Weijun Niu, Arthur Lawrence Wallace
  • Publication number: 20150057450
    Abstract: The present invention provides novel Ruthenium-based transition metal complex catalysts comprising specific ligands, their preparation and their use in hydrogenation processes. Such complex catalysts are inexpensive, thermally robust, and olefin selective.
    Type: Application
    Filed: August 15, 2012
    Publication date: February 26, 2015
    Applicants: LANXESS DEUTSCHLAND GMBH, THE GOVERNING COUNCIL OF UNIVERSITY OF TORONTO
    Inventors: Julia Maria Jeschko, Douglas Stephan, Clinton Lund, Michael Sgro, Christopher Ong, Renan Cariou
  • Patent number: 8956738
    Abstract: An OLED device including a cathode, a light emitting layer and an anode, in that order, and, having located between the cathode and the light emitting layer, a further layer containing an alkali metal or alkaline earth metal salt of a 2-(2-hydroxyphenyl)phenanthroline derivative, according to Formula (MC) below. Such devices exhibit reduced drive voltage while maintaining good luminance.
    Type: Grant
    Filed: October 5, 2009
    Date of Patent: February 17, 2015
    Assignee: Global OLED Technology LLC
    Inventors: William J. Begley, Tukaram K. Hatwar, Liang-Sheng Liao, Kevin P. Klubek, Manju Rajeswaran, Natasha Andrievsky