The Metal Bonded Directly To Carbon, Which Carbon Is A Ring Carbon Of The Six-membered Hetero Ring Or Which Carbon Is Attached Directly Or Indirectly To The Six-membered Hetero Ring By Nonionic Bonding Patents (Class 546/4)
  • Publication number: 20140031545
    Abstract: Processes for making an organozinc reagents are disclosed comprising reacting (A) organomagnesium or organozinc complexes with (B) at least one coordination compound comprising one or more carboxylate groups and/or alcoholate groups and/or tertiary amine groups, optionally in combination with zinc ions and/or lithium ions and/or halide ions, wherein the halide ions are selected from chloride, bromide and iodide, the organozinc complex comprises an aryl group, a heteroaryl group or a benzyl group when the coordinating compound is a chelating polyamine, and the reaction is conducted in the presence of zinc complexed with at least one coordinating compound when reactant (A) comprises at least one organomagnesium complex. The resulting organozinc reagents may optionally be isolated from solvents to obtain a solid reagent. The reagents may be used for making organic compounds via Negishi cross-coupling reactions or via aldehyde and/or ketone oxidative addition reactions.
    Type: Application
    Filed: December 21, 2011
    Publication date: January 30, 2014
    Applicant: LUDWIG-MAXIMILIAN-UNIVERSITAT MUNCHEN
    Inventors: Paul Knochel, Sebastian Bernhardt, Georg Manolikakes
  • Publication number: 20140021447
    Abstract: Heteroleptic complexes having at least one diarylamino or carbazole group, as shown in Formula (I), are provided: wherein R1, R2, R3, R4, R5, and R6 each represent mono, di, tri, tetra, or penta substitutions or no substitution; wherein Z is a single bond connecting the two phenyl rings, or is absent, wherein when Z is absent, the positions on the phenyl rings may be substituted by R5 or R6; wherein any two adjacent substituents are optionally joined together to form a ring, which may be further substituted; wherein each of R1, R2, R3, R4, R5, and R6 is independently selected from various substituents; and wherein m is 1 or 2. Devices, such as organic light emitting devices (OLEDs) that comprise phosphorescent light emitting materials are also provided.
    Type: Application
    Filed: July 19, 2012
    Publication date: January 23, 2014
    Applicant: Universal Display Corporation
    Inventors: Scott Beers, Chuanjun Xia, Suman Layek, Harvey Wendt
  • Publication number: 20140021449
    Abstract: Novel organic compounds containing a twisted aryl group are provided. In particular, the compounds provided contain a 2-phenylpyridine ligand having a twisted aryl group on the pyridine portion of the ligand. The compounds may be used in organic light emitting devices, particularly as emitting dopants. Devices comprising the compounds containing twisted aryl may demonstrate improved color, efficiency, stability and manufacturing. Additionally, methods are provided for making homoleptic Ir (III) compounds which may contain a twisted aryl.
    Type: Application
    Filed: August 16, 2013
    Publication date: January 23, 2014
    Applicant: Universal Display Corporation
    Inventors: Chuanjun Xia, Bert Alleyne, Raymond C. Kwong, James Fiordeliso, Michael S. Weaver, Nasrin Ansari, Alan DeAngelis, Dinesh Rayabarapu, Vadim Adamovich
  • Publication number: 20140021453
    Abstract: Novel polydentate carbene complexes of ruthenium and formulations containing the same are provided. Organic light emitting device containing the novel polydentate carbene complexes of ruthenium in an emissive layer are also provided. The novel polydentate carbene complexes of ruthenium may be particularly useful in OLEDs to provide devices having improved performance.
    Type: Application
    Filed: September 13, 2013
    Publication date: January 23, 2014
    Applicant: Universal Display Corporation
    Inventor: Jui-Yi TSAI
  • Publication number: 20140014922
    Abstract: A dibenzo[1,4]azaborine comprising compound, and devices and formulations including the same are described. The compound includes a ligand L1 including wherein E1 is N; E2 is B; and R3 and R4 represent mono, di, tri, tetra substitutions or no substitution; wherein R1, R2, R3 and R4 are each 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 any two adjacent R1, R2, R3, and R4 are optionally joined to form a ring, which may be further substituted; wherein L1 is coordinated to a metal M, provided that the metal M does not form bond with E1 and E2; and wherein L1 may be linked with other ligands to comprise a bidentate, tridentate, tetradentate, pentadentate or hexadentate ligand.
    Type: Application
    Filed: March 13, 2013
    Publication date: January 16, 2014
    Applicant: Universal Display Corporation
    Inventors: Chun Lin, Chuanjun Xia
  • Publication number: 20140018538
    Abstract: The present invention provides novel high-valent palladium complexes. The complexes typically include multi-dentate ligands that stabilize the octahedral coordination sphere of the palladium(IV) atom. These complexes are useful in fluorinating organic compounds and preparing high-valent palladium fluoride complexes. The invention is particularly useful for fluorinating compounds with 19F for PET imaging.
    Type: Application
    Filed: August 19, 2011
    Publication date: January 16, 2014
    Applicant: PRESIDENT AND FELLOWS OF HARVARD COLLEGE
    Inventors: Eunsung Lee, Adam Seth Kamlet, David C. Powers, Takeru Furuya, Tobias Ritter
  • Publication number: 20140008617
    Abstract: Novel metal complexes containing silyl substitution are provided. Depending on the location of the substitution, compounds that emit in the yellow or green portions of the spectrum can be produced. These compounds are useful as components of OLED devices.
    Type: Application
    Filed: July 9, 2012
    Publication date: January 9, 2014
    Applicant: Universal Display Corporation
    Inventors: Scott Beers, Chuanjun Xia, Suman Layek, Harvey Wendt
  • Publication number: 20140005397
    Abstract: Disclosed is a metal complex having a partial structure represented by the following Formula (I-0) or a tautomer thereof: formula (I-0) Cy is a 5 to 7 membered heterocyclic ring, preferably a 6-membered ring, which may be aromatic, non aromatic or partially aromatic and which coordinates to the metal atom through a carbon atom; A is a nitrogen atom a is an integer equal or superior to 1; D is an electron donor group; and b is an integer equal or superior to 1.
    Type: Application
    Filed: November 21, 2011
    Publication date: January 2, 2014
    Applicant: SOLVAY SA
    Inventors: Michael Graetzel, Etienne David Baranoff, Mohammad Khaja Nazeeruddin
  • Publication number: 20140005396
    Abstract: The present invention generally relates to materials and methods for catalytic reactions, including transition metal-catalyzed cross-coupling reactions. The materials may be stable metal complexes that do not require special handling or processing conditions. In some cases, materials of the invention advantageously may be synthesized in one synthetic step without the need for isolation of intermediate compounds. Also, materials of the invention may be synthesized from inexpensive and readily available starting materials, under relatively mild reaction conditions that do not require the exclusion of air, water, and the like. In some embodiments, the material is a N-heterocyclic carbene metallacycle complex. Such materials and methods may be useful in the production of fine chemicals, advanced materials and specialty polymers.
    Type: Application
    Filed: June 19, 2013
    Publication date: January 2, 2014
    Applicant: Agency for Science, Technology and Research
    Inventors: Jackie Y. Ying, Eric Assen B. Kantchev
  • Publication number: 20130341609
    Abstract: Novel heteroleptic iridium complexes are described. These iridium compounds contain alkyl substituted phenylpyridine ligands, which provide these compounds with beneficial properties when the iridium complexes are incorporated into OLED devices.
    Type: Application
    Filed: August 23, 2013
    Publication date: December 26, 2013
    Applicant: Universal Display Corporation
    Inventors: Bin Ma, Alan DeAngelis, Chuanjun Xia, Bert Alleyne
  • Publication number: 20130341599
    Abstract: Heteroleptic compounds containing phenylpyridine and phenylbenzimidazole are provided. The compounds may be used in organic light emitting devices, particularly as emissive dopants in the emissive layer of such devices.
    Type: Application
    Filed: November 30, 2012
    Publication date: December 26, 2013
    Applicant: Universal Display Corporation
    Inventor: Universal Display Corporation
  • Publication number: 20130341600
    Abstract: A phenzasilin comprising compound, and devices and formulations including the same are described. The compound includes a ligand L1 including: wherein E1 is N, E2 is Si, and R4 and R5 represent mono, di, tri, tetra substitutions or no substitution; wherein R1, R2, R3, R4, and R5 are each 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, and any two adjacent R1, R2, R3, R4, and R5, are optionally joined to form a ring, which may be further substituted; wherein L1 is coordinated to metal M, which has an atomic weight higher than 40, provided that the metal M does not form bond with E1 and E2; and wherein L1 may be linked with other ligands.
    Type: Application
    Filed: March 13, 2013
    Publication date: December 26, 2013
    Applicant: Universal Display Corporation
    Inventors: Chun Lin, Chuanjun Xia, Gregg Kottas, Zeinab Elshenawy
  • Publication number: 20130338362
    Abstract: This invention provides an organic EL element, which can control luminescence wavelength, exhibits high luminescence efficiency, and has a prolonged emission life, and a lighting equipment and a display device. They can be realized by an organic electroluminescent element material characterized by a metal complex having a structure represented by the following general formula (A) as a partial structure.
    Type: Application
    Filed: August 13, 2013
    Publication date: December 19, 2013
    Applicant: Konica Minolta, Inc.
    Inventors: Tomohiro OSHIYAMA, Eisaku KATOH, Noriko YASUKAWA
  • Publication number: 20130334521
    Abstract: The present invention relates to a novel organometallic compound, and more particularly, to a luminescent organometallic compound in which intermolecular interaction is inhibited by means of introducing a germanium substituent, thereby improving light-emitting characteristics. The present invention also relates to an organic electronic device, specifically, to an organic light-emitting diode using the compound. According to the present invention, a germanium substituent is introduced to the parent organometallic iridium compound, thus inhibiting an intermolecular interaction in the solid state and enabling the compound of the present invention to be effectively used in solution processing. When the compound of the present invention is used as part of a light-emitting layer of an organic light-emitting diode, the light-emitting efficiency of the light-emitting diode may be significantly improved.
    Type: Application
    Filed: April 6, 2012
    Publication date: December 19, 2013
    Applicant: KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY
    Inventors: Jaemin Lee, Chan Hyuk Park, Sung Cheol Yoon, Jongsun Lim, Young Hun Kang, Chang Jin Lee
  • Patent number: 8608986
    Abstract: Disclosed is a metal complex represented by the following formula (1). In the formula, M represents a metal atom; R1-R8 respectively represent a hydrogen atom, a halogen atom or a monovalent group; or alternatively R3 and R4, or R5 and R6 may combine together to form a ring.
    Type: Grant
    Filed: December 27, 2007
    Date of Patent: December 17, 2013
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Nobuhiko Akino, Rei Okamura
  • Patent number: 8609258
    Abstract: A light emitting composition includes a light-emitting iridium-functionalized nanoparticle, such as a compound of formula (I). The compound of formula (I) further comprises at least one host attached to the core. A light emitting device includes an anode, a cathode, and a layer containing such a light-emitting composition is also disclosed. In an embodiment, the light emitting device can emit white light.
    Type: Grant
    Filed: April 30, 2012
    Date of Patent: December 17, 2013
    Assignee: Nitto Denko Corporation
    Inventors: Hyun Sik Chae, Yutaka Ohmori, Jesse Froelich, Sheng Li, Amane Mochizuki
  • Publication number: 20130331577
    Abstract: The present application provides a use of a mixture comprising less than 75 vol. % of an organic solvent and more than 25 vol. % of water in a preparation of a fac-isomei of a tris homoleptic metal complex, in the presence or the absence of an added salt, and with the proviso that when an added salt contains at least two oxygen atoms, it is used in an amount such that the molar ratio of the salt to the metal in a metal compound used as starting material is less than 1. The present application also provides a method of preparing a fac-isomer for a tris homoleptic metal complex using the mixture.
    Type: Application
    Filed: December 21, 2011
    Publication date: December 12, 2013
    Inventors: Veronique Van Pee, Jean-Pierre Catinat
  • Publication number: 20130328019
    Abstract: Compounds comprising the formula L1L2MX wherein L1, L2, and X are distinct bidentate ligands that form an octahedral complex on the metal M, wherein M is a metal with an atomic weight greater than 40. Compounds of this formula are sublimated more facilely than octahedral metal complexes where L1, L2, and X are not distinct bidentate ligands. Organic light emitting devices are also described wherein the emissive layer may comprise a host material containing an emissive molecule of formula L1L2MX, which molecule is adapted to luminesce when a voltage is applied across the heterostructure, and the emissive molecule is selected from the group of phosphorescent organometallic complexes, including iridium complexes of the formula L1L2IrX wherein L1, L2, and X are distinct bidentate ligands.
    Type: Application
    Filed: July 6, 2012
    Publication date: December 12, 2013
    Applicant: UNIVERSAL DISPLAY CORPORATION
    Inventors: Chuanjun Xia, Bin Ma, Alan DeAngelis
  • Publication number: 20130331576
    Abstract: The invention provides novel ligands for transition metal complexes which exhibit high coordination power with respect to metals by being free of substituents at the positions ortho to phosphorus or arsenic and which have electron-withdrawing power comparable to the highest level known in conventional ligands. A ligand of the invention includes a compound represented by General Formula (1): R1R2R3A or General Formula (2): R1R2A-Y-AR3R4 and having a total of 15 to 110 carbon atoms. In the formulae, A is phosphorus or arsenic; R1, R2, R3 and R4 are each independently a substituted pyridyl group having optionally different electron-withdrawing groups bonded to the positions meta to the atom A as well as hydrogen atoms bonded to the positions ortho to the atom A; and Y is a divalent group derived from a C2-20, optionally substituted and optionally heteroatom-containing, aliphatic, alicyclic or aromatic compound or from ferrocene.
    Type: Application
    Filed: February 16, 2012
    Publication date: December 12, 2013
    Applicant: National University Corporation Okayama University
    Inventors: Toshinobu Korenaga, Takashi Sakai, Aram Ko
  • Publication number: 20130328038
    Abstract: Provided are a phosphorescent material which is excellent in horizontal orientation and the like when a thin film is formed, a process for efficiently producing the phosphorescent material, and a light emitting element using the phosphorescent material. The present invention provides a phosphorescent material represented by the following general formula (1), a process for producing the phosphorescent material, and a light emitting element using the phosphorescent material, wherein the phosphorescent material has a straight-chain conjugated structure, a 2-phenylpyridine ligand, a central metal and a ?-diketone-type ligand, In the general formula (1), end substituents R1 and R2 each is a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, or the like, substituents a to l and o to s each is a hydrogen atom or the like, the central metal M is platinum or the like, and repetition numbers m and n each is an integer of 0 to 4.
    Type: Application
    Filed: March 5, 2012
    Publication date: December 12, 2013
    Applicants: KYUSHU UNIVERSITY, LINTEC CORPORATION, PANASONIC CORPORATION
    Inventors: Masatsugu Taneda, Chihaya Adachi, Takuma Yasuda, Manabu Nakata, Yasukazu Nakata
  • Patent number: 8603645
    Abstract: An organic light emitting device is provided. The device has an anode, a cathode, and an emissive layer disposed between the anode and the cathode. The emissive layer may include a molecule of Formula I wherein an alkyl substituent at position R?5 results in high efficiency and operational stability in the organic light emitting device. Additionally or alternatively, the emissive layer may include a metal-ligand complex in which the ligand is an aryl or alkyl substituted phenylpyridine ligand.
    Type: Grant
    Filed: November 16, 2010
    Date of Patent: December 10, 2013
    Assignee: Universal Display Corporation
    Inventors: Raymond Kwong, David Knowles, Bin Ma, William Ceyrolles
  • Publication number: 20130324733
    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: Application
    Filed: December 2, 2011
    Publication date: December 5, 2013
    Applicant: UBE INDUSTRIES, LTD.
    Inventors: Osamu Fujimura, Kenji Fukunaga, Takafumi Iwasa, Yasuhiro Tanaka, Harunori Fujita, Tadashi Murakami, Takashi Honma, Toshikazu Machida, Natsuko Kashihara
  • Publication number: 20130320318
    Abstract: Novel organic compounds comprising ligands with deuterium substitution are provided. In particular, the compound is an iridium complex comprising methyl-d3 substituted ligands. The compounds may be used in organic light emitting devices to provide devices having improved color, efficiency and lifetime.
    Type: Application
    Filed: August 6, 2013
    Publication date: December 5, 2013
    Applicant: Universal Display Corporation
    Inventors: Chuanjun Xia, James Fiordeliso, Raymond Kwong
  • Publication number: 20130323719
    Abstract: Novel iridium-based Ir(III) luminescent complexes, conjugates comprising these complexes as a label and their application, for example in the electrochemiluminescence based detection of an analyte.
    Type: Application
    Filed: August 7, 2013
    Publication date: December 5, 2013
    Applicant: ROCHE DIAGNOSTICS OPERATIONS, INC.
    Inventors: Robert Cysewski, Luisa de Cola, Jesus Miguel Fernandez Hernandez, Hans-Peter Josel, Eloisa Lopez-Calle, Toralf Zarnt
  • Publication number: 20130323857
    Abstract: Novel iridium-based Ir(III) luminescent complexes, conjugates comprising these complexes as a label and their application, for example in electrochemiluminescence based detection of an analyte.
    Type: Application
    Filed: August 7, 2013
    Publication date: December 5, 2013
    Applicant: ROCHE DIAGNOSTICS OPERATIONS, INC.
    Inventors: Robert Cysewski, Luisa de Cola, Jesus Miguel Fernandez Hernandez, Hans-Peter Josel, Eloisa Lopez-Calle, Toralf Zarnt
  • Publication number: 20130323170
    Abstract: The present invention relates to compositions and methods for preparing radiopharmaceutical compounds in high chemical-purity and isotopic-purity. The present invention provides polymer-bound precursors to radiopharmaceutical compounds that can be converted to radiopharmaceutical compounds in one step. In a preferred embodiment, a radiopharmaceutical precursor is bound to a polymeric support via a prosthetic group comprising an alkenyl-tin bond. The radiopharmaceutical precursor is converted to a radiopharmaceutical compound in one step involving cleavage of the alkenyl-tin bond and incorporation of a radioisotope to form the radiopharmaceutical compound. Importantly, the polymeric support containing the toxic tin by-product can be easily removed from the radiopharmaceutical compound by filtration. The present invention can be used to install a large number of different radioisotopes. In a preferred embodiment, the radioisotope is 211At, 123I, or 131I.
    Type: Application
    Filed: April 3, 2013
    Publication date: December 5, 2013
    Inventors: Duncan Hunter, M. Karen J. Gagnon
  • Patent number: 8597798
    Abstract: The present invention relates to transition-metal complexes of the general formula I or II, in particular as emitter molecules in organic electronic devices, to a layer and an electronic device which comprise the compounds according to the invention, and to a process for the preparation of the compounds according to the invention.
    Type: Grant
    Filed: October 15, 2009
    Date of Patent: December 3, 2013
    Assignee: Merck Patent GmbH
    Inventors: Amir Hossain Parham, Arne Buesing, Anja Gerhard, Joachim Kaiser, Rocco Fortte
  • Publication number: 20130310561
    Abstract: Compounds comprising phosphorescent metal complexes comprising cyclometallated imidazo[1,2-f]phenanthridine and diimidazo[1,2-a:1?,2?-c]quinazoline ligands, or isoelectronic or benzannulated analogs thereof, are described. Organic light emitting diode devices comprising these compounds are also described.
    Type: Application
    Filed: July 23, 2013
    Publication date: November 21, 2013
    Applicant: Universal Display Corporation
    Inventors: David B. Knowles, Chun Lin, Peter Borden Mackenzie, Jui-Yi Tsai, Robert W. Walters, Scott A. Beerts, Cory S. Brown, Walter H. Yeager
  • Publication number: 20130306940
    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: Application
    Filed: March 13, 2013
    Publication date: November 21, 2013
    Applicant: Universal Display Corporation
    Inventors: Lichang Zeng, Edward Barron, Bin Ma, Chuanjun Xia
  • Patent number: 8586201
    Abstract: An iridium complex is disclosed, which has a structure represented by the following formula (I): wherein each of Z1 and Z3 represents an atomic group for forming a nitrogen-containing heteroaryl group or a nitrogen-containing heterocycloalkenyl group; Z2 represents an atomic group for forming an aryl group, a heteroaryl group, a cycloalkenyl group or a heterocycloalkenyl group; Y represents an atomic group for forming a 5-membered nitrogen-containing heterocycloalkenyl group; each of R1, R2, R3 and R4 represents a hydrogen atom or a substituent; m is 1 or 2; a, b and d is 0 or any positive integer; and c is an integer of from 0 to 2.
    Type: Grant
    Filed: February 12, 2010
    Date of Patent: November 19, 2013
    Assignees: Chimei Innolux Corporation, National Tsing Hua University
    Inventors: Chien-Hong Cheng, Tai-Yen Chen, Hung-Hsin Shih, Chien-Te Wu, Kuan-Che Wang, Ching-In Wu, Huai-Ting Shih
  • Patent number: 8586757
    Abstract: Disclosed herein are compounds of the formula (I) or (II) in which: L is a neutral ligand; X, X? are anionic ligands; R1 and R2 are, separately, a hydrogen, a C1-C6 alkyl, a C1-C6 perhalogenoalkyl, a aldehyde, a ketone, an ester, a nitrile, an aryl, a pyridinium alkyl, an optionally substituted C5 or C6 pyridinium alkyl, perhalogenoalkyl or cyclohexyl, a Cnh2NY radical 10 with n between 1 and 6 and y an iconic marker, or a radical having the formula: wherein R1 can be a radical of formula (Ibis) when the compound has formula (I) or of formula (IIbis) when the compound has formula (II), R3 is a C1-C6 alkyl, or a C5 or C6 cycloalkyl or a C5 or C6 aryl; R0, R4, R5, R6, R7, R8, R9, R10, R11, are, separately, a hydrogen, C1-C6 alkyl, a C1-C6 perhalogenoalkyl, or a C5 or C6 aryl; wherein R9, R10, R11 can be a heterocycle; X1 is anion. R1 and R2 can form, with the N and the C to which they are attached, a heterocycle.
    Type: Grant
    Filed: February 13, 2013
    Date of Patent: November 19, 2013
    Assignee: Umicore AG & Co. KG
    Inventors: Marc Mauduit, Isabelle Laurent, Hervé Clavier
  • Patent number: 8586203
    Abstract: Novel organic compounds comprising ligands containing a boron-nitrogen heterocycle are provided. In particular, the compound is a metal complex comprising a ligand containing an azaborine. The compounds may be used in organic light emitting devices to provide devices having improved photophysical and electronic properties.
    Type: Grant
    Filed: May 17, 2010
    Date of Patent: November 19, 2013
    Assignee: Universal Display Corporation
    Inventors: Raymond Kwong, Bin Ma, Jui-Yi Tsai, Scott Beers, Ed Barron, Gregg Kottas, Alexey Borisovich Dyatkin
  • Publication number: 20130299795
    Abstract: Compounds are provided that comprise a ligand having a 5-substituted 2-phenylquinoline. In particular, the 2-phenylquinoline may be substituted with a cycloalkyl containing group at the 5-position. These compounds may be used in organic light emitting devices, in particular as red emitters in the emissive layer of such devices, to provide devices having improved properties.
    Type: Application
    Filed: July 1, 2013
    Publication date: November 14, 2013
    Applicant: UNIVERSAL DISPLAY CORPORATION
    Inventors: Chuanjun Xia, Bin Ma, David Zenan Li, Bert Alleyne, Alan DeAngelis, James Fiordeliso, Vadim Adamovich
  • Publication number: 20130303765
    Abstract: There are provided a phenylsilyl phosphine compound of formula (I) and an iridium complex of formula (II): In formula (I) and formula (II), R11-R19, L1 and L2 are defined according to the specification and the claims. The iridium complex made from the phenylsilyl phosphine compound of formula (I) has superior light-emitting efficiency.
    Type: Application
    Filed: March 12, 2013
    Publication date: November 14, 2013
    Applicant: NATIONAL TSING HUA UNIVERSITY
    Inventors: Yun CHI, Shih-Han CHANG, Kuan-Lin HUANG
  • Publication number: 20130296568
    Abstract: A method is provided for forming a zeolitic imidazolate framework composition using at least one reactant that is relatively insoluble in the reaction medium. Also provided herein is a material made according to the method, designated as EMM-19, and a method of using EMM-19 to adsorb gases, such as carbon dioxide.
    Type: Application
    Filed: March 15, 2013
    Publication date: November 7, 2013
    Inventor: ExxonMobil Research & Engineering Company
  • Publication number: 20130296288
    Abstract: The present invention relates to a salt in which at least one cation and at least one anion is in each case an emitter compound or a dye compound, characterised in that at least one of the emitter compounds is a fluorescent emitter compound. In addition, the present invention also relates to a process for the preparation of the salt according to the invention, to the use of the salt in an electronic device, and to a formulation and an electronic device which comprises the salt.
    Type: Application
    Filed: November 24, 2011
    Publication date: November 7, 2013
    Applicant: Merck Patent GmbH
    Inventors: Junyou Pan, Philipp Stoessel
  • Publication number: 20130292660
    Abstract: This invention relates to electroluminescent metal complexes of the formula (I) wherein the ring A, represents an optionally substituted aryl group which can optionally contain heteroatoms, the ring B, represents an optionally substituted nitrogen containing aryl group, which can optionally contain further heteroatoms, or the ring A may be taken with the ring B binding to the ring A to form a ring; the group C, represents an acyclic carbene, or a cyclic carbene (ring C), which can optionally contain heteroatoms, the ring D, represents an optionally substituted aryl group which can optionally contain heteroatoms, n1 is an integer of 1 to 3, m1 is an integer of 0, 1 or 2, m2 is an integer 0 or 1, M1 is a metal with an atomic weight of greater than 40, L3 is a monodentate ligand or a bidentate ligand, Y is —C(?O)— or —C(X1)2—, wherein X1 is hydrogen or C1-4alkyl, especially hydrogen and y is 0 or 1, especially 0; a process for their preparation, electronic devices comprising the met
    Type: Application
    Filed: June 12, 2013
    Publication date: November 7, 2013
    Applicant: BASF SE
    Inventor: Achim Lamatsch
  • Patent number: 8575346
    Abstract: The present invention relates to the field of catalysis and, more particularly, to a ruthenium carbonate complex of formula [Ru(diene)(C03)] or [Ru(diene)(C03)2]Mn, wherein M is an alkaline (n is 2) or alkaline earth (n is 1) cation. The invention relates also to the use of said ruthenium carbonate complex as precursors for a number of Ru carboxylate complexes. Said specific ruthenium complexes possess a number of important advantages over the similar prior art known precursors.
    Type: Grant
    Filed: June 1, 2011
    Date of Patent: November 5, 2013
    Assignee: Firmenich SA
    Inventors: Lucia Bonomo, Philippe Dupau, Serge Bonnaudet
  • Publication number: 20130281455
    Abstract: Phenylpyri(mi)dinylazoles of the formula [I-a] and [I-b], wherein the symbols have the meanings stated in the description, and agrochemically active salts thereof and the use thereof for the control of undesired microorganisms in the protection of plants and materials and for the reduction of mycotoxins in plants and plant parts and methods for the production of compounds of the formula [I-a] and [I-b].
    Type: Application
    Filed: March 15, 2013
    Publication date: October 24, 2013
    Inventors: Alexander SUDAU, Mazen ES-SAYED, Christoph Andreas BRAUN, Ruth MEISSNER, Catherine SIRVEN, Jürgen BENTING, Peter DAHMEN, Daniela PORTZ, Ulrike WACHENDORFF-NEUMANN, Philippe DESBORDES, Samir BENNABI, Christophe CATHERIN, Anne-Sophie REBSTOCK, Marie-Claire GROSJEAN-COURNOYER, Hiroyuki HADANO, Thomas KNOBLOCH, Philippe RINOLFI
  • Patent number: 8563737
    Abstract: Methods of making bis-tridentate carbene complexes of ruthenium and osmium are provided. The use of DMSO solvates of ruthenium(II) and osmium(II) halide salts provides good yields of the corresponding complexes. These materials may be used in OLEDs to provide devices having improved performance.
    Type: Grant
    Filed: February 23, 2011
    Date of Patent: October 22, 2013
    Assignee: Universal Display Corporation
    Inventor: Jui-Yi Tsai
  • Publication number: 20130274473
    Abstract: The current invention relates to novel platinum(II) based organometallic materials. These materials show high emission quantum efficiencies and low self-quenching constant. Also provided are high efficiency, green to orange emitting organic light-emitting diode (OLED) that are fabricated using platinum(II) based organometallic materials as the light-emitting material. The organometallic materials of the invention are soluble in common solvents; therefore, solution process methods such as spin coating and printing can be used for device fabrication. The devices fabricated from these materials show low efficiency roll-off.
    Type: Application
    Filed: April 11, 2013
    Publication date: October 17, 2013
    Applicant: The University of Hong Kong
    Inventors: Chi Ming CHE, Chi Fai KUI, Chi Chung KWOK
  • Patent number: 8557402
    Abstract: Organic light emitting devices are described wherein the emissive layer comprises a host material containing an emissive molecule, which molecule is adapted to luminesce when a voltage is applied across the heterostructure, and the emissive molecule is selected from the group of phosphorescent organometallic complexes, including cyclometallated platinum, iridium and osmium complexes. The organic light emitting devices optionally contain an exciton blocking layer. Furthermore, improved electroluminescent efficiency in organic light emitting devices is obtained with an emitter layer comprising organometallic complexes of transition metals of formula L2MX, wherein L and X are distinct bidentate ligands. Compounds of this formula can be synthesized more facilely than in previous approaches and synthetic options allow insertion of fluorescent molecules into a phosphorescent complex, ligands to fine tune the color of emission, and ligands to trap carriers.
    Type: Grant
    Filed: August 8, 2011
    Date of Patent: October 15, 2013
    Assignees: The Trustees of Princeton University, The Universtiy of Southern California
    Inventors: Mark E. Thompson, Peter Djurovich, Sergey Lamansky, Drew Murphy, Raymond Kwong, Feras Abdel-Razzaq, Stephen R. Forrest, Marc A. Baldo, Paul E. Burrows
  • Patent number: 8557401
    Abstract: To provide a novel chrysene compound and an organic light-emitting device having high emission efficiency and excellent driving durability, provided is a novel triaryl-substituted chrysene compound represented by the general formula [1]: wherein Ar1 to Ar3 each represent a substituent selected from the group consisting of a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthryl group, and a substituted or unsubstituted fluorenyl group.
    Type: Grant
    Filed: October 3, 2010
    Date of Patent: October 15, 2013
    Assignee: Canon Kabushiki Kaisha
    Inventors: Tetsuya Kosuge, Jun Kamatani, Yosuke Nishide, Kengo Kishino
  • Patent number: 8557400
    Abstract: Novel organic compounds comprising ligands with deuterium substitution are provided. In particular, the compound is an iridium complex comprising methyl-d3 substituted ligands. The compounds may be used in organic light emitting devices to provide devices having improved color, efficiency and lifetime.
    Type: Grant
    Filed: April 27, 2010
    Date of Patent: October 15, 2013
    Assignee: Universal Display Corporation
    Inventors: Chuanjun Xia, James Fiordeliso, Raymond Kwong
  • Patent number: 8557988
    Abstract: The present invention provides a phosphorescent tris-chelated transition metal complex having one carbon-nitrogen (C^N) or nitrogen-nitrogen (N^N) chromophoric ligand forming a coordination sphere thereof with a transition metal, and two identical carbon-phosphorus (C^P) chelates being incorporated into the coordination sphere, wherein the metal is iridium, platinum, osmium or ruthenium, and the chromophoric ligands possess a relatively lower energy gap in comparison with that of the non-chromophoric chelate, the latter afforded an effective barrier for inhibiting the ligand-to-ligand charge transfer process, so that bright phosphorescence can be observed. The architecture and energy gap of the present molecular designs are suitable for generation of high efficiency blue, green and even red emissions.
    Type: Grant
    Filed: September 4, 2012
    Date of Patent: October 15, 2013
    Assignee: National Tsing Hua University
    Inventors: Yun Chi, Jui-Yi Hung, Cheng-Huei Lin, Pi-Tai Chou, I-Hsuan Pai, Chien-Wei Hsu
  • Publication number: 20130264553
    Abstract: Organometallic compounds comprising a phenylquinoline or phenylisoquinoline ligand having the quinoline or isoquinoline linked to the phenyl ring of the phenylquinoline or phenylisoquinoline, respectively, via two carbon atoms. These compounds also comprise a substituent other than hydrogen and deuterium on the quinoline, isoquinoline or linker. These compounds may be used as red emitters in phosphorescent OLEDs. In particular, these compounds may provide stable, narrow and efficient red emission.
    Type: Application
    Filed: April 29, 2013
    Publication date: October 10, 2013
    Applicant: UNIVERSAL DISPLAY CORPORATION
    Inventors: Bin Ma, Alan DeAngelis
  • Publication number: 20130261098
    Abstract: The present invention relates to compounds of the general formula (S-A)n-T, in which at least one fluorescent group S is linked to a phosphorescent group T via a divalent group A, to the use thereof in an electronic device, and to a formula to a formulation and an electronic device which comprise the novel compounds.
    Type: Application
    Filed: November 17, 2011
    Publication date: October 3, 2013
    Applicant: Merck Patent GmbH
    Inventors: Junyou Pan, Niels Schulte
  • Patent number: 8546570
    Abstract: A process is described for the synthesis of a cationic [rhodium diolefin phosphorus ligand] complex comprising the steps of: (a) reacting a rhodium-diolefin-1,3-diketonate and an acid in a ketone solvent, (b) adding a stabilising olefin to form a stabilised cationic rhodium compound, and (c) mixing a phosphorus ligand with the solution of the stabilised cationic rhodium compound to form a solution of the cationic [rhodium diolefin phosphorus ligand] complex. The solution may be used directly or the complex recovered. In one embodiment, the solution may be combined with a co-solvent and the ketone removed to give a new catalyst solution, from which the complex may be recovered.
    Type: Grant
    Filed: July 2, 2009
    Date of Patent: October 1, 2013
    Assignee: Johnson Matthey Public Limited Co.
    Inventor: Hans Guenter Nedden
  • Patent number: 8545996
    Abstract: Organometallic soft salt compounds are provided. In particular, the compounds comprise mononuclear Ir-based soft salts. The compounds may be used in organic light emitting diodes (OLED) and light emitting cells (LEC).
    Type: Grant
    Filed: November 1, 2010
    Date of Patent: October 1, 2013
    Assignee: The University of Southern California
    Inventors: Mark E. Thompson, Chao Wu, Hsiao-Fan Chen
  • Publication number: 20130253617
    Abstract: The present invention relates, inter alia, to metal complexes having improved solubility, to processes for the preparaion of the metal complexes, to devices comprising these metal complexes and to the use of the metal complexes.
    Type: Application
    Filed: September 1, 2011
    Publication date: September 26, 2013
    Applicant: Merck Patent GmbH
    Inventors: Rémi Manouk Anémian, Burkhard Koenig, Claire De Nonancourt