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)
  • Patent number: 11958870
    Abstract: An asymmetric tetradentate metal complex of a N{circumflex over (?)}C{circumflex over (?)}C{circumflex over (?)}N comprising tetradentate ligand has a metal connected to binding sites which are connected to each other via three or four covalent bonds that can be either single or double bonds with bridging linkers reside between C{circumflex over (?)}C and C{circumflex over (?)}N moieties. These linkers result in three-dimension metal complexes with distorted square planar geometries. The four donor atoms coordinate to a metal center. Upon metal binding a 5-6-6 membered metallocycle is formed upon chelation including a first nitrogen donor bond, a first metal-carbon bond, a second metal-carbon bond, and a second nitrogen donor bond. The light emission from these metal complexes can be tuned by the ligand structure over the entire visible spectrum.
    Type: Grant
    Filed: January 18, 2019
    Date of Patent: April 16, 2024
    Assignee: The University of Hong Kong
    Inventors: Chi Ming Che, Wai Hung Ang, Mao Mao, Gang Cheng
  • Patent number: 11943999
    Abstract: Novel Pt tetradentate complexes having Pt—O bond is disclosed. These complexes are useful as emitters in phosphorescent OLEDs.
    Type: Grant
    Filed: March 22, 2021
    Date of Patent: March 26, 2024
    Assignee: UNIVERSAL DISPLAY CORPORATION
    Inventors: Chun Lin, Chuanjun Xia, Jui-Yi Tsai
  • Patent number: 11919916
    Abstract: A compound that has the structure according to Formula M(LA)x(LB)y(LC)z is disclosed. In Formula M(LA)x(LB)y(LC)z, ligand LA is ligand LB is and ligand LC is and OLEDs and formulations containing these compounds are disclosed. In Formula M(LA)x(LB)y(LC)z; M is a metal; x is 1 or 2; X1-X4 and A1-A8 are C or N; at least one of A1-A8 is N; X is O, S, or Se; two adjacent RB form a six-member aromatic ring E fused to ring B; and each RA-RE and R1R4 is independently hydrogen or a substituent.
    Type: Grant
    Filed: June 27, 2022
    Date of Patent: March 5, 2024
    Assignee: UNIVERSAL DISPLAY CORPORATION
    Inventors: Pierre-Luc T. Boudreault, Vadim Adamovich, Hitoshi Yamamoto, Harvey Wendt, Chuanjun Xia
  • Patent number: 11910701
    Abstract: Novel compounds comprising heteroleptic iridium complexes are provided. The compounds have a particular combination of ligands which includes a single pyridyl dibenzo-substituted ligand. The compounds may be used in organic light emitting devices, particularly as emitting dopants, to provide devices having improved efficiency, lifetime, and manufacturing.
    Type: Grant
    Filed: March 8, 2023
    Date of Patent: February 20, 2024
    Assignee: UNIVERSAL DISPLAY CORPORATION
    Inventors: Chuanjun Xia, Raymond C. Kwong, Suman Layek
  • Patent number: 11903305
    Abstract: A compound having a structure of formula Ir(LA)m(LB)n, where ligand LA has Formula I and ligand LB has Formula II that is useful as an emitter in OLEDs is disclosed.
    Type: Grant
    Filed: September 7, 2019
    Date of Patent: February 13, 2024
    Assignee: UNIVERSAL DISPLAY CORPORATION
    Inventors: Pierre-Luc T. Boudreault, Bin Ma, Zhiqiang Ji, Alan Deangelis
  • Patent number: 11889749
    Abstract: An organometallic compound represented by Formula 1, wherein M1 is beryllium, magnesium, aluminum, calcium, titanium, manganese, cobalt, copper, zinc, gallium, germanium, zirconium, ruthenium, rhodium, palladium, silver, rhenium, platinum, or gold; A1 to A3 are each independently a C5-C30 carbocyclic group or a C1-C30 heterocyclic group; A4 is a 5-membered heterocyclic group; A5 is at least two rings of a C7-C30 carbocyclic group comprising a 6-membered carbocyclic group, or A5 is at least two rings of a C1-C30 heterocyclic group comprising a 6-membered carbocyclic group or a 6-membered heterocyclic group; X10, X20, X30, and X40 to X44 are each independently C or N; T1 to T3 are each independently a single bond, *—N[(L1)a1-(R1)b1]—*?, *—B(R1)—*?, *—P(R1)—*?, *—C(R1)(R2)—*?, *—Si(R1)(R2)—*?, *—Ge(R1)(R2)—*?, *—S—*?, *—Se—*?, *—O—*?, *—C(?O)—*?, *—S(?O)—*?, *—S(?O)2—*?, *—C(R1)?C(R2)—*?, *—C(?S)—*?, or *—C?C—*?; and wherein the other substituents may be understood by referring to the detailed description.
    Type: Grant
    Filed: August 7, 2020
    Date of Patent: January 30, 2024
    Assignees: SAMSUNG ELECTRONICS CO., LTD., SAMSUNG SDI CO., LTD.
    Inventors: Minsik Min, Wook Kim, Sangmo Kim, Jongsoo Kim, Joonghyuk Kim, Hyejin Bae, Jhunmo Son, Hasup Lee, Yongsik Jung
  • Patent number: 11839143
    Abstract: An organometallic compound is represented by Formula 1. An organic light-emitting device includes: a first electrode; a second electrode; and an organic layer between the first electrode and the second electrode and including an emission layer. The organic light-emitting device further includes at least one organometallic compound represented by Formula 1.
    Type: Grant
    Filed: June 23, 2020
    Date of Patent: December 5, 2023
    Assignee: Samsung Display Co., Ltd.
    Inventors: Sunmi Choi, Sunwoo Kang, Mina Jeon
  • Patent number: 11839141
    Abstract: A novel compound having a first ligand LA of is disclosed. The compound is useful as emitter dopant in OLEDs.
    Type: Grant
    Filed: August 23, 2022
    Date of Patent: December 5, 2023
    Assignee: UNIVERSAL DISPLAY CORPORATION
    Inventors: Jui-Yi Tsai, Alexey Borisovich Dyatkin, Zhiqiang Ji, Pierre-Luc T. Boudreault, Walter Yeager, Harvey Wendt
  • Patent number: 11827648
    Abstract: An organometallic compound represented by Formula 1: wherein, in Formula 1, R1 to R12 and R16 are the same as described in the specification.
    Type: Grant
    Filed: September 29, 2021
    Date of Patent: November 28, 2023
    Assignee: SAMSUNG ELECTRONICS CO., LTD.
    Inventors: Yoonhyun Kwak, Kum Hee Lee, Whail Choi, Kyuyoung Hwang, Seungyeon Kwak, Sangdong Kim, Sunghun Lee, Kyuhyun Im, Yongsuk Cho, Jongwon Choi
  • Patent number: 11825734
    Abstract: Ligands with fused spirocyclic substitutions and metal complexes formed with such ligands and having improved performance in OLED applications are disclosed.
    Type: Grant
    Filed: April 1, 2022
    Date of Patent: November 21, 2023
    Assignee: UNIVERSAL DISPLAY CORPORATION
    Inventors: Lichang Zeng, Suman Layek, Chuanjun Xia, Zhiqiang Ji, Edward Barron
  • Patent number: 11807654
    Abstract: An organometallic compound represented by Formula 1, an organic light-emitting device including the organometallic compound, and a diagnostic composition including the organometallic compound: M11(L11)n11(L12)n12??Formula 1 wherein, in Formula 1, M11 is a first-row transition metal, a second-row transition metal, or a third-row transition metal, L11 is a ligand represented by Formula 1-1, L12 is a monodentate ligand or a bidentate ligand, n11 is 1, and n12 is 0, 1, or 2: wherein, in Formula 1-1, Y11, A11, T11 k11, k12, k13, b11, E11 to E13 and R11 to R17 are described in the specification, and *1 to *4 each independently indicate a binding site to M11.
    Type: Grant
    Filed: January 16, 2020
    Date of Patent: November 7, 2023
    Assignees: SAMSUNG ELECTRONICS CO., LTD., SAMSUNG SDI CO., LTD.
    Inventors: Hyejin Bae, Wataru Sotoyama, Sangmo Kim, Wook Kim, Jongsoo Kim, Joonghyuk Kim, Minsik Min, Jhunmo Son, Hasup Lee, Yongsik Jung
  • Patent number: 11785839
    Abstract: An organic light-emitting material containing cyano-substituted ligand is disclosed. The organic light-emitting material is a metal complex containing a cyano-substituted ligand, which can be used as a light-emitting material in a light-emitting layer of an organic electroluminescent device. These new complexes can provide better device performance, e.g., narrower full width at half maximum, lower voltage values, and higher quantum efficiency, and the like. An electroluminescent device and a compound formulation containing the metal complex, and a compound capable of being used to prepare the metal complex are also disclosed.
    Type: Grant
    Filed: January 23, 2020
    Date of Patent: October 10, 2023
    Assignee: BEIJING SUMMER SPROUT TECHNOLOGY CO., LTD.
    Inventors: Wei Cai, Ming Sang, Chi Yuen Raymond Kwong, Chuanjun Xia, Zhen Wang, Tao Wang, Hongbo Li
  • Patent number: 11716898
    Abstract: This invention relates to the development of heterocyclic materials for use as blue phosphorescent materials in OLED devices. The materials are based on a pair of 5-membered aromatic or psuedoaromatic rings bonded to one another and complexed to a transition metal. 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: May 20, 2020
    Date of Patent: August 1, 2023
    Assignee: Universal Display Corporation
    Inventors: Tongxiang Lu, George Fitzgerald, Paul Lahti, Morgan C. MacInnis
  • Patent number: 11692132
    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: July 12, 2021
    Date of Patent: July 4, 2023
    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: 11659763
    Abstract: The present invention relates to iridium complexes suitable for use in organic electroluminescent devices, especially as emitters.
    Type: Grant
    Filed: December 10, 2018
    Date of Patent: May 23, 2023
    Inventors: Philipp Stoessel, Armin Auch
  • Patent number: 11647668
    Abstract: An organometallic compound is represented by Formula 1 and an organic light-emitting device includes the same. The organic light-emitting device includes: a first; a second electrode facing the first electrode; and an organic layer between the first electrode and the second electrode and including an emission layer, wherein the organic layer includes an organometallic compound represented by Formula 1.
    Type: Grant
    Filed: May 13, 2020
    Date of Patent: May 9, 2023
    Assignee: Samsung Display Co., Lid.
    Inventors: Sungbum Kim, Soobyung Ko, Jaesung Lee, Haejin Kim, Sujin Shin, Eunsoo Ahn, Eunyoung Lee, Hyunjung Lee, Mina Jeon, Junghoon Han
  • Patent number: 11647667
    Abstract: Provided are organometallic compounds. Also provided are formulations comprising these organometallic compounds. Further provided are OLEDs and related consumer products that utilize these organometallic compounds.
    Type: Grant
    Filed: May 21, 2020
    Date of Patent: May 9, 2023
    Assignee: UNIVERSAL DISPLAY CORPORATION
    Inventors: Jui-Yi Tsai, Alexey Borisovich Dyatkin, Zhiqiang Ji, Pierre-Luc T. Boudreault, Peter Wolohan, Sean Michael Ryno, Hsiao-Fan Chen, Tyler Fleetham, Noah Horwitz
  • Patent number: 11626563
    Abstract: A compound having a formula (LA)mIr(LB)3?m having a structure selected from is disclosed. In the structures of formula (LA)mIr(LB)3-m, m is 1 or 2, R1, R2, R3, R4, and R5 are each independently selected from hydrogen, deuterium, C1 to C6 alkyl, C1 to C6 cycloalkyl, and partially or fully deuterated variants thereof, and partially or fully fluorinated variants thereof, and, R6 is selected from C1 to C6 alkyl, C1 to C6 cycloalkyl, and partially or fully deuterated variants thereof, and partially or fully fluorinated variants thereof.
    Type: Grant
    Filed: March 10, 2020
    Date of Patent: April 11, 2023
    Assignee: Universal Display Corporation
    Inventors: Bin Ma, Vadim Adamovich, Edward Barron, Jui-Yi Tsai, Mingjuan Su, Lech Michalski, Chuanjun Xia, Michael S. Weaver, Walter Yeager, Bert Alleyne
  • Patent number: 11621397
    Abstract: Provided is a compound of Chemical Formula 1: and to an organic light emitting device comprising the same.
    Type: Grant
    Filed: January 17, 2019
    Date of Patent: April 4, 2023
    Assignee: LG CHEM, LTD.
    Inventors: Seoyeon Kim, Dong Hoon Lee, Tae Yoon Park, Sang Young Jeon, Jungha Lee
  • Patent number: 11612660
    Abstract: Dendrimer compositions and methods for the treatment of one or more inflammatory and/or angiogenic diseases and/or disorders of the eye include hydroxyl-terminated dendrimers complexed or conjugated with one or more active agents for the treatment or alleviation of one or more symptoms of the diseases of the eye, and/or for diagnosing the diseases and/or disorders of the eye. The dendrimers may include one or more ethylene diamine-core poly(amidoamine) (PAMAM) hydroxyl-terminated generation-4, 5, 6, 7, 8, 9, or 10 dendrimers. The active agents may be VEGFR tyrosine kinase inhibitors including sunitinib or analogues thereof. Preferably, the compositions are suitable for administration via a systemic route to target activated microglia/macrophages in retina/choroid.
    Type: Grant
    Filed: December 4, 2020
    Date of Patent: March 28, 2023
    Assignee: Ashvattha Therapeutics, Inc.
    Inventors: Jeffrey Cleland, Rishi Sharma, Santiago Appiani
  • Patent number: 11555044
    Abstract: The present invention provides a thin-film forming raw material, which is used in an atomic layer deposition method, including a compound represented by the following general formula (1): where R1 to R4 each independently represent an alkyl group having 1 to 5 carbon atoms, and A1 represents an alkanediyl group having 1 to 5 carbon atoms.
    Type: Grant
    Filed: September 24, 2019
    Date of Patent: January 17, 2023
    Assignee: ADEKA CORPORATION
    Inventors: Nana Okada, Tomoharu Yoshino, Atsushi Yamashita
  • Patent number: 11498937
    Abstract: Disclosed is an organic light-emitting material including a 3-deuterium-substituted isoquinoline ligand. The organic light-emitting material is a metal complex including a 3-deuterium-substituted isoquinoline ligand and an acetylacetonate ligand, which can be used as a light-emitting material in a light-emitting layer of an organic electroluminescent device. These novel complexes can effectively prolong device lifetime. Further disclosed is an electroluminescent device including the metal complex and a compound formulation.
    Type: Grant
    Filed: May 8, 2020
    Date of Patent: November 15, 2022
    Assignee: BEIJING SUMMER SPROUT TECHNOLOGY CO., LTD.
    Inventors: Qi Zhang, Cuifang Zhang, Chi Yuen Raymond Kwong, Chuanjun Xia
  • Patent number: 11469384
    Abstract: A novel compound having a first ligand LA of is disclosed. The compound is useful as emitter dopant in OLEDs.
    Type: Grant
    Filed: October 18, 2019
    Date of Patent: October 11, 2022
    Assignee: UNIVERSAL DISPLAY CORPORATION
    Inventors: Jui-Yi Tsai, Alexey Borisovich Dyatkin, Zhiqiang Ji, Pierre-Luc T. Boudreault, Walter Yeager, Harvey Wendt
  • Patent number: 11404654
    Abstract: Provided is a compound of Chemical Formula 1: wherein: among X1 to X4, one of X1 and X2, X2 and X3, or X3 and X4 are linked with * in the following Chemical Formula 2, and of the remaining two, one is hydrogen, and the other is R3: R1 and R2 are each independently hydrogen, deuterium, halogen, cyano, amino, a substituted or unsubstituted C1-60 alkyl, a substituted or unsubstituted C1-60 haloalkyl, a substituted or unsubstituted C1-60 alkoxy, a substituted or unsubstituted C1-60 haloalkoxy, a substituted or unsubstituted C3-60 cycloalkyl, a substituted or unsubstituted C2-60 alkenyl, a substituted or unsubstituted C6-60 aryl, a substituted or unsubstituted C6-60 aryloxy, or a substituted or unsubstituted C2-60 heterocyclic group containing one or more heteroatoms selected from the group consisting of N, O and S; one of R3 is hydrogen, and the other is —Si(R4)(R5)(R6), R4 to R6 are each independently hydrogen, deuterium, cyano, a substituted or unsubstituted C1-60 alkyl, a substituted or unsubst
    Type: Grant
    Filed: November 19, 2018
    Date of Patent: August 2, 2022
    Assignee: LG CHEM, LTD.
    Inventors: Seoyeon Kim, Tae Yoon Park, Sang Young Jeon, Dong Hoon Lee, Jungha Lee, Hyeon Soo Jeon
  • Patent number: 11393989
    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: July 31, 2019
    Date of Patent: July 19, 2022
    Assignee: UDC IRELAND LIMITED
    Inventors: Kazumi Nii, Kousuke Watanabe, Tatsuya Igarashi, Seiji Ichijima, Toshihiro Ise
  • Patent number: 11203607
    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: September 24, 2018
    Date of Patent: December 21, 2021
    Assignee: SAMSUNG ELECTRONICS CO., LTD.
    Inventors: Jiyoun Lee, Bumwoo Park, Sunyoung Lee, Jungin Lee, Kyuyoung Hwang, Yoonhyun Kwak, Whail Choi
  • Patent number: 11189808
    Abstract: Platinum compounds of Formulas I and II useful in a variety of devices, such as, for example organic-light emitting diodes (OLEDs).
    Type: Grant
    Filed: January 10, 2020
    Date of Patent: November 30, 2021
    Assignee: ARIZONA BOARD OF REGENTS ON BEHALF OF ARIZONA STATE UNIVERSITY
    Inventors: Jian Li, Guijie Li, Jason Brooks
  • Patent number: 11145830
    Abstract: Tridentate platinum, palladium, and gold complexes of Formulas A-I and A-II and tridentate iridium and rhodium compounds of Formulas B-I, B-II, and B-III suitable for delayed fluorescent and phosphorescent or phosphorescent emitters in display and lighting applications.
    Type: Grant
    Filed: August 14, 2020
    Date of Patent: October 12, 2021
    Assignee: Arizona Board of Regents on behalf of Arizona State University
    Inventors: Jian Li, Guijie Li
  • Patent number: 11098245
    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: September 7, 2019
    Date of Patent: August 24, 2021
    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: 11101435
    Abstract: Tetradentate platinum and palladium complexes based on biscarbazole and analogues for full color displays and lighting applications.
    Type: Grant
    Filed: May 18, 2018
    Date of Patent: August 24, 2021
    Assignee: Arizona Board of Regents on behalf of Arizona State University
    Inventors: Jian Li, Zhi-Qiang Zhu
  • Patent number: 11046628
    Abstract: The present invention refers to a process for transition-metal-assisted 18F-deoxyfluorination of phenols. The transformation benefits from readily available phenols as starting materials, tolerance of moisture and ambient atmosphere, large substrate scope, and translatability to generate doses appropriate for positron emission tomography (PET) imaging.
    Type: Grant
    Filed: July 10, 2018
    Date of Patent: June 29, 2021
    Assignee: STUDIENGESELLSCHAFT KOHLE MBH
    Inventors: Tobias Ritter, Constanze Neumann, Mohammad Hassan Beyzavi, Martin Georg Strebl-Bantillo, Debashis Mandal
  • Patent number: 11043982
    Abstract: The present invention provides a data transmitting circuit, a data receiving circuit and a data transferring apparatus. In one of the implementations of the data transmitting circuit, the first end of the primary coil of a transformer is connected to a first power supply interface, and the second end of the primary coil of the transformer is connected to the first end of a current limiting module and the first end of a first capacitor respectively; the first end of the secondary coil of the transformer is connected to a second power supply interface, and the second end of the secondary coil of the transformer is connected to a transmitting interface; the second end of the current limiting module and the second end of the first capacitor are both connected to the input end of a switch module.
    Type: Grant
    Filed: November 27, 2018
    Date of Patent: June 22, 2021
    Assignee: Tendyron Corporation
    Inventor: Dongsheng Li
  • Patent number: 11008352
    Abstract: The present invention provides a method for producing a cyclometalated iridium complex, the method including producing a cyclometalated iridium complex by reacting a cyclometalated iridium complex raw material including an organoiridium compound with an aromatic heterocyclic bidentate ligand capable of forming an iridium-carbon bond and an iridium-nitrogen bond, and using as the raw material an organoiridium compound including a substructure represented by the following General Formula (1). The present invention is capable of producing a cyclometalated iridium complex with a high yield without by-production of a halogen-crosslinked iridium dimer. (in General Formula (1), Ir represents an iridium atom, and O represents an oxygen atom).
    Type: Grant
    Filed: December 4, 2017
    Date of Patent: May 18, 2021
    Assignee: NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGY
    Inventors: Hideo Konno, Junichi Taniuchi, Rumi Kobayashi, Yasushi Masahiro
  • Patent number: 10985331
    Abstract: Novel Pt tetradentate complexes having Pt—O bond is disclosed. These complexes are useful as emitters in phosphorescent OLEDs.
    Type: Grant
    Filed: July 13, 2020
    Date of Patent: April 20, 2021
    Assignee: UNIVERSAL DISPLAY CORPORATION
    Inventors: Chun Lin, Chuanjun Xia, Jui-Yi Tsai
  • Patent number: 10964897
    Abstract: Tridentate cyclometalated complexes with rigid six-membered coordination rings of General Formula I having tunable emission wavelengths in the visible range. These emitters are suitable for full color displays and lighting applications.
    Type: Grant
    Filed: September 10, 2019
    Date of Patent: March 30, 2021
    Assignee: Arizona Board of Regents on behalf of Arizona State University
    Inventors: Jian Li, Zhi-Qiang Zhu
  • Patent number: 10930863
    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: April 5, 2017
    Date of Patent: February 23, 2021
    Assignee: SAMSUNG ELECTRONICS CO., LTD.
    Inventors: Soyeon Kim, Jungin Lee, Kyuyoung Hwang, Jiyoun Lee, Seokhwan Hong, Yoonhyun Kwak, Ohyun Kwon
  • Patent number: 10844085
    Abstract: A compound having the formula [LA]3-nIr[LB]n is disclosed. In the formula, LA is and LB is Formula I.
    Type: Grant
    Filed: March 12, 2018
    Date of Patent: November 24, 2020
    Assignee: UNIVERSAL DISPLAY CORPORATION
    Inventors: Zhiqiang Ji, Jui-Yi Tsai, Lichang Zeng, Alexey Borisovich Dyatkin, Walter Yeager, Eric Margulies, Pierre-Luc T. Boudreault
  • Patent number: 10822363
    Abstract: A complex represented by Formula I: wherein: each Ar1, Ar2, Ar3, Ar4, and Ar5 present independently represents a substituted or unsubstituted aryl or heterocyclic aryl; each n is independently an integer of 0 to 4, as limited by valence; X represents O, S, NR1a, SiR1bR1c, or CR1dR1e, where each of R1a, R1b, R1c, R1d, and R1e independently represents substituted or unsubstituted C1-C4 alkyl; Y1a, Y2a, Y3b, and Y4a each independently represents N or C; Y3a represents N, CR2a, or SiR2b, where R2a and R2b represent hydrogen or substituted or unsubstituted C1-C4 alkyl, aryl, or heterocyclic aryl; Y5a and Y5b each independently represents C or N; and Y5c, Y5d, and Y5e each independently represents C, N, O, or S. Light emitting devices for full color displays may include a complex represented by Formula I.
    Type: Grant
    Filed: October 12, 2017
    Date of Patent: November 3, 2020
    Assignee: Arizona Board of Regents on behalf of Arizona State University
    Inventors: Jian Li, Qunbo Mei
  • Patent number: 10811621
    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: February 15, 2018
    Date of Patent: October 20, 2020
    Assignee: SAMSUNG ELECTRONICS CO., LTD.
    Inventors: Chul Baik, Soyeon Kim, Seungyeon Kwak, Jungin Lee, Jiyoun Lee, Seokhwan Hong, Yoonhyun Kwak, Ohyun Kwon
  • Patent number: 10727422
    Abstract: Synthesis of four coordinated palladium complexes and their applications in light emitting devices thereof.
    Type: Grant
    Filed: April 16, 2019
    Date of Patent: July 28, 2020
    Assignee: ARIZONA BOARD OF REGENTS ON BEHALF OF ARIZONA STATE UNIVERSITY
    Inventors: Jian Li, Eric Turner
  • Patent number: 10566566
    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: April 14, 2017
    Date of Patent: February 18, 2020
    Assignee: SAMSUNG ELECTRONICS CO., LTD.
    Inventors: Aram Jeon, Chul Baik, Jungin Lee, Hwayoung Cho, Seokhwan Hong, Kyuyoung Hwang, Ohyun Kwon, Yoonhyun Kwak
  • Patent number: 10529935
    Abstract: An organometallic compound represented by Formula 1: M(L1)(L2)??Formula 1 wherein, in Formula 1, M, L1, and L2 are the same as described in the specification.
    Type: Grant
    Filed: July 25, 2016
    Date of Patent: January 7, 2020
    Assignee: SAMSUNG ELECTRONICS CO., LTD.
    Inventors: Jiyoun Lee, Yoonhyun Kwak, Ohyun Kwon, Sunyoung Lee, Hyeonho Choi, Jiwhan Kim
  • Patent number: 10411202
    Abstract: Tridentate cyclometalated complexes with rigid six-membered coordination rings of General Formula I having tunable emission wavelengths in the visible range. These emitters are suitable for full color displays and lighting applications.
    Type: Grant
    Filed: May 25, 2018
    Date of Patent: September 10, 2019
    Assignee: ARIZON BOARD OF REGENTS ON BEHALF OF ARIZONA STATE UNIVERSITY
    Inventors: Jian Li, Zhi-Qiang Zhu
  • Patent number: 10374173
    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: March 8, 2017
    Date of Patent: August 6, 2019
    Assignee: UNIVERSAL DISPLAY CORPORATION
    Inventors: Chuanjun Xia, James Fiordeliso, Raymond Kwong
  • Patent number: 10263197
    Abstract: Synthesis of four coordinated palladium complexes and their applications in light emitting devices thereof.
    Type: Grant
    Filed: August 31, 2017
    Date of Patent: April 16, 2019
    Assignee: ARIZONA BOARD OF REGENTS ACTING FOR AND ON BEHALF OF ARIZONA STATE UNIVERSITY
    Inventors: Jian Li, Eric Turner
  • Patent number: 10227366
    Abstract: The present invention relates to novel bis-iridium-based Ir(III) complexes, labels manufactured using these complexes and a method for producing such complexes.
    Type: Grant
    Filed: January 30, 2015
    Date of Patent: March 12, 2019
    Assignee: Roche Diagnostics Operations, Inc.
    Inventors: Robert Cysewski, Luisa de Cola, Jesus Miguel Fernandez Hernandez, Hans-Peter Josel, Elena Longhi, Gaston Hubertus Maria Vondenhoff
  • Patent number: 10135008
    Abstract: A novel Pt tetradentate complexes having Pt—O bond is disclosed. These complexes are useful as emitters in phosphorescent OLEDs.
    Type: Grant
    Filed: December 10, 2014
    Date of Patent: November 20, 2018
    Assignee: Universal Display Corporation
    Inventors: Chun Lin, Chuanjun Xia, Jui-Yi Tsai
  • Patent number: 10115912
    Abstract: An object is to provide a novel organometallic complex. Another object is to provide an organometallic complex that can exhibit yellow to blue phosphorescence. A platinum complex with a tetracoordinate ligand including a phenothiazine skeleton or a phenoxazine skeleton is provided. In the ligand, nitrogen at the 10-position and carbon at the 2-position of the phenothiazine skeleton or the phenoxazine skeleton have a pyridyl group and a phenoxy group, respectively. A five-membered heteroaromatic residue is present at the 3-position of the phenoxy group. The five-membered heteroaromatic residue has two or three nitrogen atoms in its skeleton. Carbon at the 1-position of the phenothiazine skeleton or the phenoxazine skeleton and carbon at the 2-position of the phenoxy group are bonded to platinum, and nitrogen of the pyridyl group and nitrogen or carbene carbon of the five-membered heteroaromatic residue are coordinated to platinum.
    Type: Grant
    Filed: April 25, 2016
    Date of Patent: October 30, 2018
    Assignee: Semiconductor Energy Laboratory Co., Ltd.
    Inventors: Hideko Inoue, Miki Kanamoto, Satoshi Seo
  • Patent number: 10033004
    Abstract: A compound containing a partial structure of Formula I: is provided. In the structure of Formula I, M is a metal with an atomic number of at least 40; RA, RB, and RC are each independently 5 or 6 membered aryl or heteroaryl rings; R1, R2, R3, and A are each independently selected from a variety of substituents and combinations thereof; A is optionally bonded to RA or RC to form a fused ring; X1 is B, C, N, O, S or Se; X2-X7 are independently B, C or N; and Y1-Y2 are independently C or N. Formulations and devices, such as an OLEDs, that include the compound containing a structure of Formula I are also described.
    Type: Grant
    Filed: May 5, 2016
    Date of Patent: July 24, 2018
    Assignee: UNIVERSAL DISPLAY CORPORATION
    Inventors: Siu Tung Lam, Raymond Kwong, Chi Hang Lee, Kit Yee Tsang
  • Patent number: 10023598
    Abstract: An organometallic compound represented by Formula 1: wherein in Formula 1, CY1, M, L, R1, R2, R3, R4, a1, a2, n1, and n2 are described in the specification.
    Type: Grant
    Filed: January 22, 2015
    Date of Patent: July 17, 2018
    Assignees: SAMSUNG ELECTRONICS CO., LTD., SAMSUNG SDI CO., LTD.
    Inventors: Whail Choi, Yoonhyun Kwak, Soyeon Kim, Bumwoo Park, Sunyoung Lee, Jiyoun Lee, Jongwon Choi