Patents Assigned to UDC Ireland
  • Patent number: 11631825
    Abstract: An iridium complex which has a phenylpyridine bidentate ligand containing a group represented by the following general formula (A): wherein X represents a cyano group or a halogenated alkyl group; L represents a single bond or a divalent linking group; R represents a substituent; n represents an integer of 0 to 4; * represents a binding site to a phenylpyridine bidentate ligand.
    Type: Grant
    Filed: November 6, 2020
    Date of Patent: April 18, 2023
    Assignee: UDC IRELAND LIMITED
    Inventors: Kousuke Watanabe, Yuichirou Itai
  • Patent number: 11605790
    Abstract: An organic electronic device, preferably an organic light-emitting diode (OLED), comprising at least one metal-carbene complex comprising one, two or three specific bidentate diazabenzimidazole carbene ligands; a light-emitting layer comprising said metal-carbene complex as emitter material, preferably in combination with at least one host material; the use of said metal-carbene complex in an OLED; an apparatus selected from the group consisting of stationary visual display units, mobile visual display units, illumination units, units in items of clothing, units in handbags, units in accessories, units in furniture and units in wallpaper comprising said organic electronic device, preferably said OLED, or said light-emitting layer; the metal-carbene complex comprising one, two or three specific bidentate diazabenzimidazole carbene ligands mentioned above and a process for the preparation of said metal-carbene complex.
    Type: Grant
    Filed: April 20, 2020
    Date of Patent: March 14, 2023
    Assignee: UDC Ireland Limited
    Inventors: Peter Murer, Korinna Dormann, Flavio Luiz Benedito, Glauco Battagliarin, Stefan Metz, Ute Heinemeyer, Christian Lennartz, Gerhard Wagenblast, Soichi Watanabe, Thomas Geßner
  • Patent number: 11563178
    Abstract: The disclosure relates to organic electroluminescent elements, compounds for use in the elements, and devices using the elements, which include a compound represented by the following General Formula (1): where R1 to R3 and R6 to R8 each independently represents a hydrogen atom, which may be a deuterium atom, or a substituent with a Hammett substituent constant ?p value of ?0.15 or more, R5, R9 and R10 each independently represents a hydrogen atom or a substituent, L1 represents a divalent linking group, DG1 represents a donor group, and n1 represents 1 or 2, and where R1 to R3, R5 to R10, L1, and DG1 are not bound to each other to form a ring.
    Type: Grant
    Filed: November 8, 2017
    Date of Patent: January 24, 2023
    Assignee: UDC IRELAND LIMITED
    Inventors: Koji Takaku, Yasunori Yonekuta, Wataru Sotoyama, Katsuyuki Youfu, Yuki Hirai, Tetsu Kitamura, Toru Watanabe, Tianhua Ouyang
  • Patent number: 11539005
    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 tr
    Type: Grant
    Filed: February 24, 2020
    Date of Patent: December 27, 2022
    Assignee: UDC IRELAND LIMITED
    Inventors: Markus Bold, Christian Lennartz, Martina Prinz, Hans-Werner Schmidt, Mukundan Thelakkat, Markus Baete, Christian Neuber, Wolfgang Kowalsky, Christian Schildknecht, Hans-Hermann Johannes
  • Patent number: 11450812
    Abstract: The present invention relates to compounds of formula a process for their production and their use in electronic devices, especially electroluminescent devices. When used as host material for phasphorescent emitters in electroluminescent devices, the compounds of formula I may provide improved efficiency, stability, manufacturability, or spectral characteristics of electroluminescent devices.
    Type: Grant
    Filed: May 17, 2019
    Date of Patent: September 20, 2022
    Assignee: UDC IRELAND LIMITED
    Inventors: Thomas Schaefer, Teresa Marina Figueira Duarte, Christian Schildknecht, Nicolle Langer, Ute Heinemeyer, Heinz Wolleb, Soichi Watanabe, Christian Lennartz, Gerhard Wagenblast, Annemarie Wolleb, Kristina Bardon, Flavio Luiz Benedito
  • Patent number: 11444254
    Abstract: The present invention relates to metal-carbene complexes comprising a central atom selected from iridium and platinum, and diazabenzimidazolocarbene ligands, to organic light diodes which comprise such complexes, to light-emitting layers comprising at least one such metal-carbene complex, to a device selected from the group comprising illuminating elements, stationary visual display units and mobile visual display units comprising such an OLED and to the use of such a metal-carbene complex in OLEDs, for example as emitter, matrix material, charge transport material and/or charge or exciton blocker.
    Type: Grant
    Filed: December 23, 2020
    Date of Patent: September 13, 2022
    Assignee: UDC IRELAND LIMITED
    Inventors: Oliver Molt, Nicolle Langer, Evelyn Fuchs, Korinna Dormann, Christian Schildknecht, Soichi Watanabe, Gerhard Wagenblast, Christian Lennartz, Thomas Schaefer, Heinz Wolleb, Teresa Marina Figueira Duarte, Stefan Metz, Peter Murer
  • Patent number: 11411185
    Abstract: An organic electroluminescent device includes a pair of electrodes; and an organic layer between the pair of electrodes, which includes a light-emitting layer, wherein the organic layer contains a compound represented by the following formula (I); and the light-emitting layer contains a iridium complex phosphorescent material: wherein R1, R2, R3, R4, R5, R6, R7 and R8 each represents a hydrogen atom or a substituent, and contiguous substituents of R1 to R8 may be bonded to each other to form a condensed ring; R9 represents an alkyl group, an alkenyl group, an aryl group, a hetero-aryl group, or a silyl group, and each of which group may be substituted with a substituent; and at least one of R1 to R9 represents a deuterium atom or a substituent containing a deuterium atom.
    Type: Grant
    Filed: October 31, 2018
    Date of Patent: August 9, 2022
    Assignee: UDC IRELAND LIMITED
    Inventor: Akira Takeda
  • 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: 11289658
    Abstract: Disclosed are electroluminescent devices that comprise organic layers that contain certain organic compounds containing one ore more pyrimidine moieties. The organic compounds containing one ore more pyrimidine moieties are suitable components of blue-emitting, durable, organo-electroluminescent layers. The electroluminescent devices may be employed for full color display panels in for example mobile phones, televisions and personal computer screens.
    Type: Grant
    Filed: March 13, 2018
    Date of Patent: March 29, 2022
    Assignee: UDC IRELAND LIMITED
    Inventors: Thomas Schafer, Patrice Bujard, Jonathan Rogers, Kristina Bardon
  • Patent number: 11189806
    Abstract: The present invention relates to heteroleptic complexes comprising a phenylimidazole or phenyltriazole unit bonded via a carbene bond to a central metal atom, and phenylimidazole ligands attached via a nitrogen-metal bond to the central atom, to OLEDs which comprise such heteroleptic complexes, to light-emitting layers comprising at least one such heteroleptic complex, to a device selected from the group consisting of illuminating elements, stationary visual display units and mobile visual display units comprising such an OLED, to the use of such a heteroleptic complex in OLEDs, for example as emitter, matrix material, charge transport material and/or charge blocker.
    Type: Grant
    Filed: March 6, 2019
    Date of Patent: November 30, 2021
    Assignee: UDC Ireland Limited
    Inventors: Evelyn Fuchs, Oliver Molt, Korinna Dormann, Thomas Gessner, Nicolle Langer, Ingo Muenster, JianQiang Qu, Christian Lennartz, Christian Schildknecht, Soichi Watanabe, Gerhard Wagenblast, Guenter Schmid, Herbert Friedrich Boerner, Volker van Elsbergen
  • Patent number: 11177450
    Abstract: An organoelectroluminescent element which can satisfy both a high external quantum efficiency and high power efficiency at the same time, which has on a substrate an anode, a first intermediate organic layer composed of at least one organic layer, a light-emitting layer, a second intermediate organic layer composed of at least one organic layer, and a cathode in this order, and in which light is extracted from the aforementioned anode side, wherein the aforementioned light-emitting layer contains a light-emitting material that is oriented in the horizontal direction with the substrate, the order parameter of the aforementioned light-emitting material in the aforementioned light-emitting layer is at least 0.7, and the relationship between the thickness T1 (nm) of the aforementioned first intermediate organic layer and the thickness T2 (nm) of the aforementioned second intermediate organic layer is such that 1.1<T1/T2<4.0 and also such that 20 nm<T2<80 nm.
    Type: Grant
    Filed: April 6, 2012
    Date of Patent: November 16, 2021
    Assignee: UDC Ireland Limited
    Inventors: Naoyuki Hayashi, Hideki Yasuda, Koji Takaku
  • Patent number: 11171293
    Abstract: This application relates, in part, to an organic electroluminescent element including a substrate, a pair of electrodes including an anode and a cathode, disposed on the substrate, and at least one organic layer including a light emitting layer, disposed between the electrodes, in which at least one layer of the organic layer(s) contains a compound represented by the following formula (1). The organic electroluminescent element has low driving voltage and excellent durability. wherein X1 to X11 represent CR0 or N, and R0 represents a hydrogen atom or a substituent. Adjacent two of X1 to X11 each independently represent at least CR0, R0s of the adjacent two CR0s are bonded to each other to form a ring, and only one R0 of the adjacent two CR0s represents an aryl group or a heteroaryl group.
    Type: Grant
    Filed: November 21, 2012
    Date of Patent: November 9, 2021
    Assignee: UDC Ireland Limited
    Inventors: Yosuke Yamamoto, Kousuke Watanabe, Yuichiro Itai
  • Patent number: 11075346
    Abstract: The present invention relates to organic light-emitting devices comprising (a) an anode, (i) a cathode, and (e) an emitting layer between the anode and cathode, comprising 2 to 40% by weight of a luminescent organometallic complex X having a difference of the singlet energy (ES1(X)) and the triplet energy (ET1(X)) of of ?0.3 eV [?(ES1(X))?(ET1(X))?0.3], 0.05 to 5.0% by weight of a fluorescent emitter Y and 55 to 97.95% by weight of a host compound(s), wherein the amount of the organometallic complex X, the fluorescent emitter Y and the host compound(s) adds up to a total of 100% by weight and the singlet energy of the luminescent organometallic complex X (ES1(X)) is greater than the singlet energy of the fluorescent emitter Y (ES1(Y)) [(ES1(X))>ES1(Y)].
    Type: Grant
    Filed: May 31, 2019
    Date of Patent: July 27, 2021
    Assignee: UDC Ireland Limited
    Inventors: Christian Lennartz, Stefan Metz, Korinna Dormann, Gerhard Wagenblast, Ute Heinemeyer, Hannah Mangold, Minlu Zhang, Thomas-Wesley Holcombe
  • Patent number: 11038122
    Abstract: A charge transporting material which allows for a low driving voltage and is superior in luminous efficiency and durability is provided. The charge transporting material comprising a compound represented by any one of the general formula (1-1) to (1-3) wherein R111 to R114, R121 to R125 and R131 to R135, L111 to L113, and L121 to L123 are as defined in the specification.
    Type: Grant
    Filed: July 8, 2019
    Date of Patent: June 15, 2021
    Assignee: UDC Ireland Limited
    Inventor: Kousuke Watanabe
  • Patent number: 11031559
    Abstract: Organic electronics applications, especially an organic light-emitting diode (OLED), an organic solar cell (organic photovoltaics) or a switching element such as an organic transistor, for example an organic FET (Field Effect Transistor) and an organic TFT (Thin Film Transistor), comprising at least one substituted phenoxasiline derivative, a organic semiconductor layer, a host material, electron/hole/exciton blocking material or electron/hole injection material comprising at least one substituted phenoxasiline derivative, the use of a substituted phenoxasiline derivative in organic electronics applications, an organic light-emitting diode, wherein at least one substituted phenoxasiline derivative is present in the electron/hole/exciton blocking layer, the electron/hole injection layer and/or the light-emitting layer, a light-emitting layer, an electron/hole/exciton blocking layer and an electron/hole injection layer comprising at least one substituted phenoxasiline derivative and a device selected from the g
    Type: Grant
    Filed: April 23, 2019
    Date of Patent: June 8, 2021
    Assignee: UDC Ireland Limited
    Inventors: Soichi Watanabe, Christian Lennartz, Gerhard Wagenblast, Nicolle Langer, Junji Kido, Hisahiro Sasabe, Masato Kimura
  • Patent number: 10950798
    Abstract: The present invention provides an organic electronic device including a first electrode, a second electrode, and an organic layer interposed between the first electrode and the second electrode, wherein the organic layer comprises an organic metal complex of formula and a compound of formula Organic light emitting devices (OLEDs) having superior life time, power efficiency, quantum efficiency and/or a low operating voltage are obtained, when the organic layer comprising the compounds of formula I and II constitutes the electron transport layer of an OLED.
    Type: Grant
    Filed: July 31, 2017
    Date of Patent: March 16, 2021
    Assignee: UDC Ireland Limited
    Inventors: Soichi Watanabe, Christian Schildknecht, Gerhard Wagenblast, Christian Lennartz, Heinz Wolleb
  • Patent number: 10944061
    Abstract: An organic electroluminescence device having high efficiency, low in driving voltage and excellent in durability and a compound useful for the organic electroluminescence device are provided. An organic electroluminescence device comprising, a substrate having thereon: a pair of electrodes of an anode and a cathode; and at least one organic layer comprising a light-emitting layer between the pair of electrodes, and the light-emitting layer contains at least one kind of a phosphorescent material, and at least either one layer of the at least one organic layer contains a specific compound having a dibenzothiophene or dibenzofuran structure, and the compound.
    Type: Grant
    Filed: September 5, 2011
    Date of Patent: March 9, 2021
    Assignee: UDC IRELAND LIMITED
    Inventors: Kousuke Watanabe, Wataru Sotoyama
  • Patent number: 10934262
    Abstract: The present invention relates electroluminescent devices, comprising a compound of the formula especially as host for phosphorescent compounds. The hosts may function with phosphorescent materials to provide improved efficiency, stability, manufacturability, or spectral characteristics of electroluminescent devices.
    Type: Grant
    Filed: March 2, 2018
    Date of Patent: March 2, 2021
    Assignee: UDC IRELAND LIMITED
    Inventors: Frederique Wendeborn, Beat Schmidhalter, Thomas Schäfer, Peter Murer, Kristina Bardon
  • Patent number: 10916716
    Abstract: The present invention relates to metal-carbene complexes comprising a central atom selected from iridium and platinum, and diazabenzimidazolocarbene ligands, to organic light diodes which comprise such complexes, to light-emitting layers comprising at least one such metal-carbene complex, to a device selected from the group comprising illuminating elements, stationary visual display units and mobile visual display units comprising such an OLED and to the use of such a metal-carbene complex in OLEDs, for example as emitter, matrix material, charge transport material and/or charge or exciton blocker.
    Type: Grant
    Filed: August 3, 2018
    Date of Patent: February 9, 2021
    Assignee: UDC IRELAND LIMITED
    Inventors: Oliver Molt, Nicolle Langer, Evelyn Fuchs, Korinna Dormann, Christian Schildknecht, Soichi Watanabe, Gerhard Wagenblast, Christian Lennartz, Thomas Schaefer, Heinz Wolleb, Teresa Marina Figueira Duarte, Stefan Metz, Peter Murer
  • Patent number: 10903428
    Abstract: An organic electroluminescent element including a substrate, a pair of electrodes including an anode and a cathode, disposed on the substrate, and at least one layer of organic layers including a light emitting layer, disposed between the electrodes, in which at least one of the organic layers contains a compound represented by the following general formula: (R1 to R18 each independently represent a hydrogen atom or a substituent, and at least one of R1 to R8 and R10 to R17 represents -L-NR19R20 (R19 and R20 each independently represent any of an alkyl group, an aryl group, a heteroaryl group. R19 and R20 may be combined to each other to form a ring. L represents a single bond or a divalent linking group). X1 to X18 each independently represent a carbon atom or a nitrogen atom, and when X1 to X18 represent nitrogen atoms, R1 to R18 for bonding do not present.
    Type: Grant
    Filed: December 19, 2016
    Date of Patent: January 26, 2021
    Assignee: UDC IRELAND LIMITED
    Inventors: Tetsu Kitamura, Tenka Ouyo, Yuki Hirai, Koji Takaku, Wataru Sotoyama, Masaru Kinoshita, Kuniyuki Kaminaga, Yosuke Yamamoto