Patents Examined by Marie R. Yamnitzky
  • Patent number: 10629827
    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 29, 2013
    Date of Patent: April 21, 2020
    Assignees: The Trustees of Princeton University, The University 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 A. Burrows
  • Patent number: 10538698
    Abstract: The present invention relates to organic electroluminescent devices comprising metal complexes of the formula (1), and to metal complexes for use in organic electroluminescent devices. Depending on the metal used, the metal complexes are useful as emitters, as matrix materials, as hole-blocking materials, as electron-transport materials, and in other functions in the OLED. Organic electroluminescent devices comprising the metal chelate complexes described herein result in significant improvements in the organic electroluminescent device, in particular with respect to the lifetime, the efficiency and the stability to heating, particularly in green- and blue-phosphorescent electroluminescent devices.
    Type: Grant
    Filed: October 5, 2015
    Date of Patent: January 21, 2020
    Assignee: Merck Patent GmbH
    Inventors: Philipp Stoessel, Esther Breuning
  • Patent number: 10522768
    Abstract: The present invention relates to the use of transition metal-carbene complexes in organic light-emitting diodes (OLEDs), to a light-emitting layer, to a blocking layer for electrons or excitons, or to a blocking layer for holes, each comprising these transition metal-carbene complexes, to OLEDs comprising these transition metal-carbene complexes, to devices which comprise an inventive OLED, and to transition metal-carbene complexes.
    Type: Grant
    Filed: June 25, 2014
    Date of Patent: December 31, 2019
    Assignee: UDC Ireland Limited
    Inventors: Martina Egen, Klaus Kahle, Markus Bold, Thomas Gessner, Christian Lennartz, Simon Nord, Hans-Werner Schmidt, Mukundan Thelakkat, Markus Baete, Christian Neuber, Wolfgang Kowalsky, Christian Schildknecht, Hans-Hermann Johannes
  • Patent number: 10497884
    Abstract: To provide a novel organometallic complex. The organometallic complex is represented by General Formula (G1) and includes a central metal, a first ligand, and a second ligand. The first ligand and the second ligand are cyclometalated ligands. At least one of the first ligand and the second ligand includes a substituted or unsubstituted. aryl. group as a substituent. In General Formula (G1), each of R1 to R15 independently represents any of hydrogen, a halogen group, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, and a substituted or unsubstituted heteroaryl group having 3 to 12 carbon atoms. Note that at least one of R1 to R15 represents a substituted or unsubstituted aryl group having 6 to 13 carbon atoms.
    Type: Grant
    Filed: March 28, 2017
    Date of Patent: December 3, 2019
    Assignee: Semiconductor Energy Laboratory Co., Ltd.
    Inventors: Miki Kurihara, Yui Yamada, Hideko Inoue, Satoshi Seo, Tatsuyoshi Takahashi, Hiromitsu Kido
  • Patent number: 10476010
    Abstract: Compounds comprising a ligand LA selected from the group consisting of Formula I and Formula II may be useful as blue phosphorescent materials in OLED devices. The materials were determined computationally to have appropriate triplet energies for use as blue emitters and to possess sufficient chemical stability for use in devices.
    Type: Grant
    Filed: October 20, 2016
    Date of Patent: November 12, 2019
    Assignee: Universal Display Corporation
    Inventor: George Fitzgerald
  • Patent number: 10468610
    Abstract: An isomer-mixture metal complex composition that includes a plurality of atropisomers is described. This isomer-mixture metal complex composition is a metal complex composition which is a mixture of isomers each comprising a metal atom and a plurality of ligands, and is characterized by containing a plurality of atropisomers because at least one of the ligands has an aromatic ring as a substituent and the free rotation of the axis of the bonding between the aromatic ring and the ligand is inhibited by the formation of a complex of the metal atom with other ligand(s). An organic EL element using the isomer-mixture metal complex composition as a material for organic EL element is also described. Further, an illuminator and a display device which are obtained using the organic EL element are described.
    Type: Grant
    Filed: March 20, 2014
    Date of Patent: November 5, 2019
    Assignee: KONICA MINOLTA, INC.
    Inventors: Motoaki Sugino, Hiroshi Kita
  • Patent number: 10454046
    Abstract: Novel phosphorescent metal complexes containing 2-phenylisoquinoline ligands with at least two substituents on the isoquinoline ring are provided. The disclosed compounds have low sublimation temperatures that allow for ease of purification and fabrication into a variety of OLED devices.
    Type: Grant
    Filed: October 27, 2016
    Date of Patent: October 22, 2019
    Assignee: Universal Display Corporation
    Inventors: Bin Ma, Alan Deangelis, Chuanjun Xia
  • Patent number: 10439152
    Abstract: An organometallic compound represented by Formula 1: wherein in Formula 1, groups and variables are the same as described in the specification.
    Type: Grant
    Filed: December 23, 2016
    Date of Patent: October 8, 2019
    Assignee: SAMSUNG ELECTRONICS CO., LTD.
    Inventors: Banglin Lee, Kum Hee Lee, Sunyoung Lee, Hyeonho Choi
  • Patent number: 10431760
    Abstract: A light emitting device excellent in luminance life includes an anode, a cathode, a first organic layer (containing at least one phosphorescent compound) disposed between the anode and cathode and a second organic layer (containing at least one phosphorescent compound and a crosslinked body) disposed between the anode and first organic layer. At least one phosphorescent compound contained in the first and second organic layers is the same phosphorescent compound and is represented by the formula (1): wherein M may be an iridium atom, n1 represents an integer of 1 or more, n2 may be 0 or more, E1 and E2 may be a carbon atom, ring L1 represents an aromatic heterocyclic ring, ring L2 may be an aromatic hydrocarbon ring, A1-G1-A2 represents an anionic bidentate ligand, and at least one of rings L1 and L2 has an aryl group, a monovalent heterocyclic group or a substituted amino group.
    Type: Grant
    Filed: May 22, 2015
    Date of Patent: October 1, 2019
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Makoto Anryu, Nobuhiko Akino
  • Patent number: 10424745
    Abstract: Provided are organometallic complexes that can exhibit phosphorescence. One of the novel organometallic complexes is represented by General Formula (G1). In General Formula (G1), R1 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 aralkyl group having 7 to 10 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. Further, M represents a Group 9 element or a Group 10 element.
    Type: Grant
    Filed: March 19, 2018
    Date of Patent: September 24, 2019
    Assignee: Semiconductor Energy Laboratory Co., Ltd.
    Inventors: Hideko Inoue, Tomoka Nakagawa, Nobuharu Ohsawa, Satoshi Seo, Yui Yamada
  • Patent number: 10424737
    Abstract: The present invention relates to polymers comprising a repeating unit of the formula (I) and their use as organic semiconductor in organic devices, especially a diode, an organic field effect transistor and/or a solar cell, or a device containing a diode and/or an organic field effect transistor, and/or a solar cell. The polymers according to the invention have excellent solubility in organic solvents and excellent film-forming properties. In addition, high efficiency of energy conversion, excellent field-effect mobility, good on/off current ratios and/or excellent stability can be observed, when the polymers according to the invention are used in semiconductor devices or organic photovoltaic (PV) devices (solar cells).
    Type: Grant
    Filed: October 27, 2015
    Date of Patent: September 24, 2019
    Assignee: BASF SE
    Inventors: Mathieu G. R. Turbiez, Rene Albert Johan Janssen, Martinus Maria Wienk, Hans Juerg Kirner, Mathias Dueggeli
  • Patent number: 10400002
    Abstract: An iridium complex of formula (1) and an organic electroluminescence device employing the iridium complex as the phosphorescent dopant material are described. The organic EL device can display good performance, such as lower driving voltage, reduced power consumption, increased efficiency, and longer half-life time.
    Type: Grant
    Filed: October 2, 2017
    Date of Patent: September 3, 2019
    Inventors: Feng-Wen Yen, Tsun-Yuan Huang
  • Patent number: 10400003
    Abstract: An organometallic compound represented by Formula 1: wherein in Formula 1, groups and variables are the same as described in the specification.
    Type: Grant
    Filed: October 19, 2017
    Date of Patent: September 3, 2019
    Assignee: SAMSUNG ELECTRONICS CO., LTD.
    Inventors: Kyuyoung Hwang, Seungyeon Kwak, Seongjun Yoon, Jungin Lee, Jiyoun Lee, Chul Baik, Yongsuk Cho, Ohyun Kwon, Yoonhyun Kwak
  • Patent number: 10400163
    Abstract: A compound according to Formula I and devices incorporating the same are described. The compound according to Formula I can have the structure wherein R2 represents mono, di, tri, tetra, penta substitutions or no substitution; R3, R4 and R5 each represent mono, di, tri, tetra substitutions or no substitution; wherein R9 represents mono, di, tri substitutions or no substitution; wherein R1 is selected from the group consisting of alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; and R2, R3, R4 R5 and R9 are each independently selected from the group consisting of all options for R1, hydrogen, deuterium, halide, amino, silyl, and combinations thereof; and wherein n is 1 or 2. The device can include the compound according to Formula I in an organic layer.
    Type: Grant
    Filed: February 8, 2013
    Date of Patent: September 3, 2019
    Assignee: UNIVERSAL DISPLAY CORPORATION
    Inventors: Scott Beers, Chuanjun (Sean) Xia, Suman Layek, Harvey Wendt
  • Patent number: 10403832
    Abstract: The present invention relates to an electroluminescence device having high luminous efficiency (for example, external quantum efficiency) and high durability and causing little chromaticity shift after device deterioration. The present invention also relates to an organic electroluminescence device material comprising a substrate having thereon a pair of electrodes and at least one organic layer between the electrodes, the organic layer containing a light emitting layer, wherein the light emitting layer contains a metal complex having a group represented by formula (I).
    Type: Grant
    Filed: February 3, 2015
    Date of Patent: September 3, 2019
    Assignee: UDC Ireland Limited
    Inventors: Hiroo Takizawa, Saki Takada, Eiji Fukuzaki
  • Patent number: 10396299
    Abstract: An organic electroluminescent device, which has a pair of electrodes and at least one organic layer including a luminescent layer between the pair of electrodes, wherein at least one layer between the pair of electrodes comprises at least one metal complex having a tridentate- or higher polydentate-chain structure ligand.
    Type: Grant
    Filed: November 29, 2017
    Date of Patent: August 27, 2019
    Assignee: UDC IRELAND LIMITED
    Inventors: Kazumi Nii, Kousuke Watanabe, Tatsuya Igarashi, Seiji Ichijima, Toshihiro Ise
  • Patent number: 10388892
    Abstract: Iridium complexes containing hexadentate ligands are disclosed. Multidentate iridium complexes of Formula I showed desired properties in term of EQE, LT, CIE, etc.
    Type: Grant
    Filed: October 20, 2016
    Date of Patent: August 20, 2019
    Assignee: Universal Display Corporation
    Inventors: Jui-Yi Tsai, Chuanjun Xia
  • Patent number: 10388890
    Abstract: A method of forming compounds that comprise a heterocyclic carbene ligand is provided. In particular, an oxazole or a thioazole carbene are used in place of the traditional imidazole carbene. These compounds may be used in OLEDs to provide devices having improved properties, such as stability and color-tuning.
    Type: Grant
    Filed: March 11, 2015
    Date of Patent: August 20, 2019
    Assignee: Universal Display Corporation
    Inventors: Jui-Yi Tsai, Zeinab Elshenawy
  • Patent number: 10388894
    Abstract: Novel organometallic complexes having Formula (IV), that are useful in organic light emitting devices are disclosed.
    Type: Grant
    Filed: March 11, 2016
    Date of Patent: August 20, 2019
    Assignee: Universal Display Corporation
    Inventors: Jason Brooks, Glenn Morello, Chuanjun Xia, Jun Deng
  • Patent number: 10385263
    Abstract: The present invention relates to heteroleptic carbene complexes comprising at least two different carbene ligands, to a process for preparing the heteroleptic carbene complexes, to the use of the heteroleptic carbene complexes in organic light-emitting diodes, to organic light-emitting diodes comprising at least one inventive heteroleptic carbene complex, to a light-emitting layer comprising at least one inventive heteroleptic carbene complex, to organic light-emitting diodes comprising at least one inventive light-emitting layer, and to devices which comprise at least one inventive organic light-emitting diode.
    Type: Grant
    Filed: April 3, 2007
    Date of Patent: August 20, 2019
    Assignee: UDC IRELAND LIMITED
    Inventors: Evelyn Fuchs, Martina Egen, Klaus Kahle, Christian Lennartz, Oliver Molt, Simon Nord, Wolfgang Kowalsky, Christian Schildknecht, Hans-Hermann Johannes