Patents Assigned to UDC Ireland Limited
  • 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
  • Patent number: 10388903
    Abstract: An organic electroluminescent element having high durability can be provided by using a compound represented by the following general formula (1), wherein: Z1 to Z4 each represent a carbon atom or a nitrogen atom; A1 represents an atomic group which is combined with Z1 and a nitrogen atom to form a 5- or 6-membered hetero ring; B1 represents an atomic group which is combined with Z2 and a carbon atom to form a 5- or 6-membered ring; C1 represents an atomic group which is combined with Z3 and a nitrogen atom to form a 5- or 6-membered hetero ring; D1 represents an atomic group which is combined with Z4 and a carbon atom to form a 5- or 6-membered ring; n represents 1 or 2; L represents a single bond or a linking group; and G represents a fused ring with 3 or more rings.
    Type: Grant
    Filed: November 14, 2012
    Date of Patent: August 20, 2019
    Assignee: UDC Ireland Limited
    Inventors: Yosuke Yamamoto, Kousuke Watanabe, Yuichiro Itai
  • Patent number: 10388886
    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: May 20, 2013
    Date of Patent: August 20, 2019
    Assignee: UDC Ireland Limited
    Inventor: Kousuke Watanabe
  • Patent number: 10374175
    Abstract: A compound is represented by the following formula (I): wherein each of Ar1 and Ar2 independently represents an aromatic ring or an aromatic heterocyclic ring; each of R1, R2, R3 and R4 independently represents a hydrogen atom or a substituent; each of Z1 and Z2 independently represents a carbon atom or a nitrogen atom; each of ring Q1 containing a carbon atom and Z1, and ring Q2 containing a carbon atom and Z2 independently represents an aromatic ring or an aromatic heterocyclic ring; and A1 represents a single bond or a divalent linking group.
    Type: Grant
    Filed: December 15, 2015
    Date of Patent: August 6, 2019
    Assignee: UDC IRELAND LIMITED
    Inventors: Ikuo Kinoshita, Takeshi Murakami, Tatsuya Igarashi
  • Patent number: 10374172
    Abstract: An organic electronic device comprising at least one hole-transport material and/or at least one electron/exciton blocker material, wherein said at least one hole-transport material and/or said at least one electron/exciton blocker material is an Ir metal-carbene complex comprising one, two or three specific bidentate azabenzimidazole ligands; a hole transport layer or an electron/exciton blocking layer, comprising at least one Ir metal-carbene complex, comprising one, two or three specific bidentate azabenzimidazole ligands; 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 furniture and units in wallpaper, comprising the organic electronic device of the present invention or the hole transport layer or the electron/exciton blocking layer of the present invention; and the use of an Ir metal-carbene complex comprising one, two or three specific bidentate azabenzimidazole ligands according to
    Type: Grant
    Filed: March 19, 2014
    Date of Patent: August 6, 2019
    Assignee: UDC Ireland Limited
    Inventors: Stefan Metz, Soichi Watanabe, Thomas Geßner, Korinna Dormann, Peter Murer, Christian Lennartz, Ute Heinemeyer, Glauco Battagliarin
  • Patent number: 10370396
    Abstract: Cyclometallated Ir complex comprising three N,N diaryl substituted carbene ligands, bearing substituents in the 2 position of the non-cyclometallated aryl ring; an organic electronic device, preferably an organic light-emitting diode (OLED), comprising at least one cyclometallated Ir complex as described above, a light-emitting layer comprising said cyclometallated Ir complex preferably as emitter material, preferably in combination with at least one host material, use of said cyclometallated Ir complex in an OLED and 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 present invention further relates to a process for the preparation of said cyclometallated Ir complex.
    Type: Grant
    Filed: September 17, 2018
    Date of Patent: August 6, 2019
    Assignee: UDC IRELAND LIMITED
    Inventors: Stefan Metz, Korinna Dormann, Glauco Battagliarin, Christian Eickhoff, Flavio Luiz Benedito, Soichi Watanabe, Gerhard Wagenblast, Thomas Geßner, Christian Lennartz, Peter Murer
  • Patent number: 10361387
    Abstract: A light emitting layer-forming solid material including at least one host material and at least one light-emitting material, wherein the light emitting layer-forming solid material is used for forming a white light emitting layer having a single layer structure by an evaporation method.
    Type: Grant
    Filed: October 29, 2015
    Date of Patent: July 23, 2019
    Assignee: UDC Ireland Limited
    Inventor: Hiroaki Hyuga
  • Patent number: 10347851
    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 smaller than 0.2 eV [? (ES1(X))?(ET1(X))<0.2 eV], 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: December 17, 2014
    Date of Patent: July 9, 2019
    Assignee: UDC Ireland Limited
    Inventors: Christian Lennartz, Stefan Metz, Korinna Dormann, Gerhard Wagenblast, Ute Heinemeyer, Hannah Mangold, Minlu Zhang, Thomas-Wesley Holcombe
  • Patent number: 10340471
    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: September 25, 2012
    Date of Patent: July 2, 2019
    Assignee: UDC Ireland Limited
    Inventors: Kousuke Watanabe, Yuichirou Itai
  • Patent number: 10333078
    Abstract: An organic light-emitting element which emits delayed fluorescence comprising specifically substituted 1,2,4-triazole derivatives, 1,2,4-oxadiazole derivatives or 1,2,4-thiadiazole derivatives in the light-emitting layer, a light-emitting layer comprising the specifically substituted 1,2,4-triazole derivatives, 1,2,4-oxadiazole derivatives or 1,2,4-thiadiazole derivatives, specific specifically substituted 1,2,4-triazole derivatives, 1,2,4-oxadiazole derivatives and 1,2,4-thiadiazole derivatives and an organic light emitting element comprising the specific 1,2,4-azole derivatives as well as a light emitting layer comprising the specific 1,2,4-azole derivatives; the use of the specifically substituted 1,2,4-triazole derivatives, 1,2,4-oxadiazole derivatives and 1,2,4-thiadiazole derivatives for electrophotographic photoreceptors, photoelectric converters, sensors, dye lasers, solar cell devices and organic light emitting elements, and the use of the specifically substituted 1,2,4-triazole derivatives, 1,2,4-ox
    Type: Grant
    Filed: September 25, 2015
    Date of Patent: June 25, 2019
    Assignee: UDC IRELAND LIMITED
    Inventors: Junichi Tanabe, Christian Lennartz
  • Patent number: 10326084
    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 organic layer including a light emitting layer, disposed between the electrodes, in which at least one kind of compound represented by the following general formula is contained in any layer of the at least one organic layer, is an organic electroluminescent element, in which the generation of dark spots during driving is inhibited: wherein Q, Ar, L, and n are as defined in the application.
    Type: Grant
    Filed: August 20, 2012
    Date of Patent: June 18, 2019
    Assignee: UDC Ireland Limited
    Inventors: Toshihiro Ise, Saki Takada
  • Patent number: 10319917
    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: November 6, 2013
    Date of Patent: June 11, 2019
    Assignee: UDC Ireland Limited
    Inventors: Soichi Watanabe, Christian Lennartz, Gerhard Wagenblast, Nicolle Langer, Junji Kido, Hisahiro Sasabe, Masato Kimura
  • Patent number: 10297760
    Abstract: An organic electroluminescent element comprising a substrate, a pair of electrodes including an anode and a cathode, disposed on the substrate, and at least one organic layer which is arranged between the electrodes and which includes a light emitting layer, wherein the organic layer contains a compound represented by general formula (1) in at least one layer. The organic electroluminescent element has a high luminous efficiency, excellent blue color purity, and little chromaticity change due to drive deterioration. (In the formula, the two Xs either both represent an O atom or both represent an S atom, and R1-R10 each independently represents a hydrogen atom or a substituent group).
    Type: Grant
    Filed: October 5, 2017
    Date of Patent: May 21, 2019
    Assignee: UDC IRELAND LIMITED
    Inventors: Tetsu Kitamura, Koji Takaku, Wataru Sotoyama, Yasunori Yonekuta, Toru Watanabe, Masaru Kinoshita
  • Patent number: 10290817
    Abstract: A cyclometallated Ir complex comprising one, two or three ligands of formula (I) or (I?) substituted at the R5 and R7 position; an organic electronic device comprising at least one inventive cyclometallated Ir complex; a light-emitting layer comprising at least one inventive cy-clometallated Ir complex; the use of the inventive cyclometallated Ir 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 the organic electronic device; and a process for preparing a the inventive cyclometallated Ir complex.
    Type: Grant
    Filed: July 31, 2014
    Date of Patent: May 14, 2019
    Assignee: UDC Ireland Limited
    Inventors: Glauco Battagliarin, Flavio Luiz Benedito, Stefan Metz, Korinna Dormann, Peter Murer, Soichi Watanabe, Christian Lennartz, Georg Beck, Thomas Geßner
  • Patent number: 10283718
    Abstract: A charge transporting material comprising a compound represented by any one of the following general formula (1-1) to general formula (1-3): wherein R111 to R114, R121 to R125 and R131 to R135 each independently represent a hydrogen atom or a substituent, and may be bound together to form a ring; L111 to L113 each independently represent O or S; L121 to L123 each independently represent a single bond or a divalent linking group; and Ar111 to Ar113 each independently represent an aryl group or a heteroaryl group.
    Type: Grant
    Filed: May 20, 2013
    Date of Patent: May 7, 2019
    Assignee: UDC Ireland Limited
    Inventors: Kousuke Watanabe, Yosuke Yamamoto, Wataru Sotoyama
  • Patent number: 10249827
    Abstract: The present invention relates to compounds of formula (I), which are characterized in that they substituted by benzimidazo[1,2-a]benzimidazo-5-yl and/or benzimidazo[1,2-a]benzimidazo-2,5-ylene groups and in that at least one of the substituents B1, B2, B3, B4, B5, B6, B7 and B8 represents N; a process for their production and their use in electronic devices, especially electroluminescent devices. When used as host material for phosphorescent emitters in electroluminescent devices, the compounds of formula I may provide improved efficiency, stability, manufacturability, or spectral characteristics of electroluminescent devices.
    Type: Grant
    Filed: September 18, 2013
    Date of Patent: April 2, 2019
    Assignee: UDC Ireland Limited
    Inventors: Annemarie Wolleb, Thomas Schaefer, Heinz Wolleb, Ute Heinemeyer, Nicolle Langer, Christian Lennartz, Gerhard Wagenblast, Soichi Watanabe, Flavio Luiz Benedito, Heinz Hottinger, Oliver Dosenbach
  • Patent number: 10243153
    Abstract: A material for an organic electroluminescence device, includes: an organic material that is to be provided for a film formation of any of at least one organic layer included in the organic electroluminescence device, the organic material having a water content before the film formation, as measured by the Karl Fischer method, of 100 ppm or more and not more than 1,000 ppm.
    Type: Grant
    Filed: March 4, 2016
    Date of Patent: March 26, 2019
    Assignee: UDC IRELAND LIMITED
    Inventor: Toshihiro Ise
  • Patent number: 10243150
    Abstract: A compound of the general formula (I), a process for the production of the compound and its use in electronic devices, especially electroluminescent devices. Improved efficiency, stability, manufacturability, or spectral characteristics of electroluminescent devices are provided when the compound of formula I is used as host material for phosphorescent emitters in electroluminescent devices.
    Type: Grant
    Filed: March 8, 2017
    Date of Patent: March 26, 2019
    Assignee: UDC IRELAND LIMITED
    Inventors: Thomas Schaefer, Flavio Luiz Benedito, Ute Heinemeyer, Nicolle Langer, Heinz Wolleb, Teresa Marina Figueira Duarte, Soichi Watanabe, Christian Lennartz, Gerhard Wagenblast, Annemarie Wolleb, Kristina Bardon
  • Patent number: 10167303
    Abstract: Iridium organometallic complexes containing a substituted dibenzo[f,h]quinoxaline having the formula are provided. These compounds are useful as orange or red emitting components of a light emitting layer in an electronic device.
    Type: Grant
    Filed: August 31, 2016
    Date of Patent: January 1, 2019
    Assignee: UDC IRELAND LIMITED
    Inventors: Peter Murer, Stephan Allenbach, Gerhard Wagenblast, Christian Schildknecht, Christian Lennartz
  • Patent number: 10153444
    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 26, 2014
    Date of Patent: December 11, 2018
    Assignee: UDC IRELAND LIMITED
    Inventors: Kazumi Nii, Kousuke Watanabe, Tatsuya Igarashi, Seiji Ichijima, Toshihiro Ise