Transition Metal Complexes (e.g., Ru(ii) Polypyridine Complexes) (epo) Patents (Class 257/E51.044)
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Patent number: 11374181Abstract: Provided are a compound of Formula I Ir(LA)x(LB)y(LC)z, where x is 1 or 2; y is 1 or 2; z is 0, or 1, with x+y+z=3; LA is a ligand of Formula IIType: GrantFiled: July 24, 2020Date of Patent: June 28, 2022Assignee: UNIVERSAL DISPLAY CORPORATIONInventors: Morgan C. MacInnis, Zhiqiang Ji, Jui-Yi Tsai, Alexey Borisovich Dyatkin, Pierre-Luc T. Boudreault
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Patent number: 11177450Abstract: 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: GrantFiled: April 6, 2012Date of Patent: November 16, 2021Assignee: UDC Ireland LimitedInventors: Naoyuki Hayashi, Hideki Yasuda, Koji Takaku
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Patent number: 10804469Abstract: [This] charge transport material which comprises a compound expressed by the following formula has a high efficiency and drive durability after high-temperature storage and resists the occurrence of dark spots (X101 represents a sulfur atom or an oxygen atom; R101 and R102 represent each independently an alkyl group, an aryl group, a heteroaryl group, a fluorine atom, or a silyl group, and may further be substituted with these groups; n101 represents an integer from 0 to 11; n102 represents an integer from 0 to 7; a plurality of R101 and R102 [groups] may be the same or different; and L101 represents a single bond or a divalent linking group; however, one of R101, L101, and R102 includes a fluorine atom, a fluoroalkyl group, a cycloalkyl group, a cycloalkylene group, a silyl group, an alkylsilyl group, an arylsilyl group, or a silicon atom linking group.Type: GrantFiled: March 29, 2012Date of Patent: October 13, 2020Assignee: UDC IRELAND LIMITEDInventors: Tetsu Kitamura, Kousuke Watanabe
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Patent number: 10629828Abstract: An organic electroluminescence device material comprising a metal complex having a neopentyl group, for example, as shown below; and an organic electroluminescence device 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 any one of the organic layer contains the organic electroluminescence device material.Type: GrantFiled: January 21, 2014Date of Patent: April 21, 2020Assignee: UDC IRELAND LIMITEDInventor: Eiji Fukuzaki
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Patent number: 10629827Abstract: 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: GrantFiled: August 29, 2013Date of Patent: April 21, 2020Assignees: The Trustees of Princeton University, The University of Southern CaliforniaInventors: Mark E. Thompson, Peter Djurovich, Sergey Lamansky, Drew Murphy, Raymond Kwong, Feras Abdel-Razzaq, Stephen R. Forrest, Marc A. Baldo, Paul A. Burrows
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Patent number: 10461266Abstract: Compounds are provided that are photoluminescent and electroluminescent, and may emit intense blue or deep blue light. Also provided are methods of producing photoluminescence and electroluminescence, methods of applying the compounds in thin films, and uses of the compounds described herein in a light emitting device, a luminescent probe, a sensor, and/or an electroluminescent device.Type: GrantFiled: June 14, 2017Date of Patent: October 29, 2019Assignee: Queen's University at KingstonInventors: Xiang Wang, Suning Wang
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Patent number: 10403832Abstract: 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: GrantFiled: February 3, 2015Date of Patent: September 3, 2019Assignee: UDC Ireland LimitedInventors: Hiroo Takizawa, Saki Takada, Eiji Fukuzaki
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Patent number: 10396299Abstract: 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: GrantFiled: November 29, 2017Date of Patent: August 27, 2019Assignee: UDC IRELAND LIMITEDInventors: Kazumi Nii, Kousuke Watanabe, Tatsuya Igarashi, Seiji Ichijima, Toshihiro Ise
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Patent number: 10388890Abstract: 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: GrantFiled: March 11, 2015Date of Patent: August 20, 2019Assignee: Universal Display CorporationInventors: Jui-Yi Tsai, Zeinab Elshenawy
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Patent number: 10056566Abstract: Novel heteroleptic iridium complexes having the structure of Formula I, are provided. In Formula I, X is selected from the group consisting of NR, BR, and Se; R is selected from hydrogen and alkyl, and each R1, R2, R3, and R4 is independently selected from hydrogen, alkyl, and aryl. The compounds may be used in organic light emitting devices, particularly as emitting dopants, to provide devices having improved efficiency, lifetime, and manufacturing.Type: GrantFiled: March 26, 2014Date of Patent: August 21, 2018Assignee: UNIVERSAL DISPLAY CORPORATIONInventors: Chuanjun Xia, Raymond C. Kwong, Suman Layek
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Patent number: 10043987Abstract: A compound having a structure according Formula Ir(LA)n(LB)3?n: is described. In the structure of Formula Ir(LA)n(LB)3?n: A1, A2, A3, A4, A5, A6, A7, and A8 are each carbon or nitrogen; at least one of A1, A2, A3, A4, A5, A6, A7, and A8 is nitrogen; ring B is bonded to ring A through a C—C bond; the iridium is bonded to ring A through an Ir—C bond; X is O, S, or Se; R1, R2, R3, and R4 each independently represent no substitutions up to the maximum possible substitutions; any adjacent substitutions in R1, R2, R3, and R4 are optionally linked together to form a ring; each R1, R2, R3, R4, and R5 is independently selected from a variety of substituents; and n is an integer from 1 to 2. Formulations and devices, such as an OLEDs, that include the compound of Formula Ir(LA)n(LB)3?n are also described.Type: GrantFiled: July 22, 2015Date of Patent: August 7, 2018Assignee: UNIVERSAL DISPLAY CORPORATIONInventors: Bin Ma, Edward Barron, Walter Yeager, Alan DeAngelis, Chuanjun Xia
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Patent number: 9882151Abstract: A compound including a ligand L1 of Formula I, is described. In Formula I: rings A and B each independently represent a 5-membered or 6-membered carbocyclic or heterocyclic ring; X, Y, Z, and W are either carbon or nitrogen; R1 to R6 are selected from a variety of substituents, where adjacent substituents can be joined to form a fused ring; ligand L1 is coordinated to a metal M by X-M and Y-M bonds; and ligand L1 is optionally linked with other ligands to produce a tridentate, tetradentate, pentadentate or hexadentate ligand. Formulations and devices, such as an OLEDs, that include the compound that include a ligand L1 of Formula I are also described.Type: GrantFiled: October 29, 2015Date of Patent: January 30, 2018Assignee: UNIVERSAL DISPLAY CORPORATIONInventors: Raymond Kwong, Chi Hang Lee, Siu Tung Lam, Kit Yee Tsang, Geza Szigethy
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Patent number: 9783564Abstract: Novel phosphorescent tetradentate platinum compounds of Formula I are provided. The complexes contain a dibenzo moiety, which allows for the creation of OLED devices with improved properties when compounds of Formula I are incorporated into such devices. Compounds of Formula I? that comprise two ligands that contain a 5-membered carbocyclic or heterocyclic ring, one of which contains an imidazole ring with a twisted aryl group attached to N?1 and a second aromatic ring that is attached to the platinum via a carbon atom. These compounds may be advantageously used in OLEDs.Type: GrantFiled: August 17, 2012Date of Patent: October 10, 2017Assignee: UNIVERSAL DISPLAY CORPORATIONInventors: Gregg Kottas, James Fiordeliso, Bin Ma, Chuanjun Xia, Scott Beers, Jason Brooks
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Patent number: 9735377Abstract: Iridium complexes with ligands containing twisted aryl groups having extended conjugation (i.e., the twisted aryl is substituted with an additional aryl group) and organic light emitting devices including the same are disclosed. The iridium complexes can be used in organic light emitting devices may provide improved stability color, lifetime and manufacturing.Type: GrantFiled: December 30, 2016Date of Patent: August 15, 2017Assignee: UNIVERSAL DISPLAY CORPORATIONInventors: Chuanjun Xia, Walter Yeager, Bin Ma, Scott Beers, Jui-Yi Tsai, James Fiordeliso, Edward Barron, Chun Lin
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Patent number: 9722001Abstract: An organic light emitting display including a substrate, a first electrode and a second electrode on the substrate and facing each other, at least two organic light emitting layers between the first electrode and the second electrode, and at least two color filters on the second electrode, the organic light emitting layers emitting a first color light, and the color filters emitting a second color light and a third color light.Type: GrantFiled: May 14, 2015Date of Patent: August 1, 2017Assignee: Samsung Display Co., Ltd.Inventors: Ok Keun Song, Sung Soo Lee
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Patent number: 9680113Abstract: Phosphorescent metal complexes comprising a pendant redox-active metallocene are disclosed. These complexes are useful as emitters for phosphorescent OLEDs.Type: GrantFiled: August 30, 2016Date of Patent: June 13, 2017Assignee: Universal Display CorporationInventors: Jui-Yi Tsai, Chuanjun Xia
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Patent number: 9666644Abstract: Three light-emitting units are included. Two light-emitting units of the three light-emitting units are similar-color light-emitting units that emit light in a similar color, and have mutually different luminance lives. A remaining light-emitting unit of the three light-emitting units is a different-color light-emitting unit that emits light in a color that is different from the similar color, and has a luminance life that is shorter than each luminance life of the two similar-color light-emitting units.Type: GrantFiled: May 8, 2014Date of Patent: May 30, 2017Assignee: PANASONIC INTELLECTUAL PROPERTY MANAGEMENT CO., LTD.Inventors: Satoshi Ohara, Hiroya Tsuji, Kazuyuki Yamae
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Patent number: 9630983Abstract: 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: GrantFiled: July 6, 2015Date of Patent: April 25, 2017Assignee: UNIVERSAL DISPLAY CORPORATIONInventors: Chuanjun Xia, Bert Alleyne, Raymond C. Kwong, James Fiordeliso, Michael S. Weaver, Nasrin Ansari, Alan Deangelis, Dinesh Rayabarapu, Vadim Adamovich
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Patent number: 9634265Abstract: 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: GrantFiled: August 6, 2013Date of Patent: April 25, 2017Assignee: Universal Display CorporationInventors: Chuanjun Xia, James Fiordeliso, Raymond Kwong
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Patent number: 9534005Abstract: A novel organometallic complex which can emit phosphorescence is provided. A light-emitting element, a light-emitting device, an electronic device, or a lighting device with high emission efficiency is provided. The organometallic complex having an aryl triazine derivative as a ligand is represented by General Formula (G1) below as a representative of the organometallic complex of the present invention.Type: GrantFiled: April 27, 2012Date of Patent: January 3, 2017Assignee: Semiconductor Energy Laboratory Co., Ltd.Inventors: Hideko Inoue, Hiromi Seo, Satoshi Seo
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Patent number: 9385329Abstract: Platinum compounds of Formulas I and II useful in a variety of devices, such as, for example organic-light emitting diodes (OLEDs).Type: GrantFiled: October 14, 2014Date of Patent: July 5, 2016Assignee: Arizona Board of Regents on behalf of Arizona State University and Universal Display CorporationInventors: Jian Li, Guijie Li, Jason Brooks
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Patent number: 9034487Abstract: A light-emitting element material including an ionic iridium complex in which a 2,6-bis(2-picolinyl)pyridine structure is coordinated to iridium is provided. Alternatively, a light-emitting element material including an ionic iridium complex represented by the following structural formula (1) is provided. In addition, a light-emitting element including the light-emitting element material is provided.Type: GrantFiled: November 22, 2011Date of Patent: May 19, 2015Assignee: Semiconductor Energy Laboratory Co., Ltd.Inventors: Hideko Inoue, Satoshi Seo
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Patent number: 9034482Abstract: The present invention relates to the improvement of organic electroluminescent devices which consist of a certain matrix material which has been doped with at least one phosphorescent emitter, and which are characterized in that the doping zone of the emitter in the matrix at right angles to the layer extends only over a part of the matrix layer.Type: GrantFiled: September 16, 2004Date of Patent: May 19, 2015Assignee: Merck Patent GmbHInventors: Horst Vestweber, Anja Gerhard, Philipp Stössel
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Patent number: 9023489Abstract: Disclosed herein are red phosphorescent compounds of the following formula: wherein ?includes a phenyl part and a quinoline part, each ring of the phenyl part having at least one substituent selected from hydrogen, C1-C4 alkyl groups and C1-C4 alkoxy groups and ?is selected from 2,4-pentanedione, 2,2,6,6,-tetramethylheptane-3,5-dione, 1,3 -propanedione, 1,3-butanedione, 3,5-heptanedione, 1,1,1-trifluoro-2,4-pentanedione, 1,1,1,5,5,5 -hexafluoro-2,4-pentanedione and 2,2-dimethyl-3,5-hexanedione.Type: GrantFiled: November 6, 2006Date of Patent: May 5, 2015Assignee: LG Display Co., Ltd.Inventors: Jung Keun Kim, Jeong Dae Seo, Hyun Cheol Jeong, Chun Gun Park, Jong Kwan Bin, Kyung Hoon Lee, Sung Hoon Pieh
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Patent number: 9012038Abstract: A phosphorescent metal complex compound, a method for the preparation thereof and a radiation component, in particular an organic light emitting electrochemical cell (OLEEC) use a bidentate ligand containing a triazole unit. Some of the blue emitters shown here for the first time, in particular the class of iridium complex compounds presented here, are the bluest emitters that have ever existed.Type: GrantFiled: July 15, 2009Date of Patent: April 21, 2015Assignee: Osram GmbHInventors: Luisa De Cola, David Hartmann, Wiebke Sarfert, Günter Schmid
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Patent number: 9005773Abstract: A novel substance exhibiting phosphorescence is provided. The novel substance is an organometallic complex represented by General Formula (G1). In General Formula (G1), R1 represents a haloalkyl group having 1 to 9 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. M represents either a Group 9 element or a Group 10 element.Type: GrantFiled: March 10, 2011Date of Patent: April 14, 2015Assignee: Semiconductor Energy Laboratory Co., Ltd.Inventors: Hideko Inoue, Tomoka Nakagawa, Nobuharu Ohsawa, Satoshi Seo
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Patent number: 9005772Abstract: Compounds are provided that comprise a heterocyclic carbene ligand. 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. Additionally, a novel methodology to synthesize heterocyclic carbene metal complexes is provided.Type: GrantFiled: February 23, 2011Date of Patent: April 14, 2015Assignee: Universal Display CorporationInventors: Jui-Yi Tsai, Zeinab Elshenawy
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Patent number: 8986856Abstract: The present invention provides a novel iridium complex and an organic light-emitting element including the same. The novel iridium complex includes phenylpyrazole as a ligand and has a basic skeleton in which a pyrimidine ring is bonded to a phenyl ring.Type: GrantFiled: November 26, 2010Date of Patent: March 24, 2015Assignee: Canon Kabushiki KaishaInventors: Chiaki Nishiura, Shigemoto Abe, Masashi Hashimoto, Hiroya Nitta
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Patent number: 8986853Abstract: A red phosphorescent compound includes a host material being capable of transporting an electron or a hole; and a dopant material represented by following Formula 1: and each of R1 to R4 is one of the group consisting of hydrogen atom (H), C1 to C6 substituted or non-substituted alkyl group, C1 to C6 substituted or non-substituted alkoxy group, and halogen atom.Type: GrantFiled: December 1, 2009Date of Patent: March 24, 2015Assignee: LG Display Co., Ltd.Inventors: Do Han Kim, Chun Gun Park, Jong-Kwan Bin, Kyung Hoon Lee, Hyun-cheol Jeong, Dong-hee Yoo, Nam Sung Cho, Jong-Hyun Park, Tae han Park, Soon Wook Cha, Seung Jae Lee, In Bum Song, Jung Keun Kim
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Patent number: 8980444Abstract: A novel iridium complex includes a ligand including a phenyl ring and a pyrazole ring. The phenyl group is bonded to a triazine ring to form a backbone of the novel iridium complex. An organic light-emitting device includes the novel iridium complex.Type: GrantFiled: November 26, 2010Date of Patent: March 17, 2015Assignee: Canon Kabushiki KaishaInventors: Chiaki Nishiura, Masashi Hashimoto, Shigemoto Abe, Hiroya Nitta
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Patent number: 8962160Abstract: The present invention discloses a novel material is represented by the following formula (A), the organic EL device employing the material as blue emitting layer can lower driving voltage, prolong half-lifetime and increase the efficiency. Wherein m represent an integer of 0 to 4, R1 and R2 are identical or different. R1 and R2 are independently selected from the group consisting of a hydrogen atom, alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted aralkyl group having 6 to 30 carbon atoms. R3 and R4 are identical or different, R3 and R4 are independently selected from the group consisting of hydrogen atom, a halide, a substituted or unsubstituted arylamine, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms.Type: GrantFiled: December 26, 2012Date of Patent: February 24, 2015Assignee: Feng-Wen YenInventors: Feng-Wen Yen, Cheng-Hao Chang
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Patent number: 8956737Abstract: The invention relates to a red phosphorescent compound represented by the following Formula (1) and an organic electroluminescent (EL) device using the same: whereinType: GrantFiled: September 26, 2008Date of Patent: February 17, 2015Assignee: LG Display Co., Ltd.Inventors: Chun Gun Park, Jung Keun Kim, Hyun Cheol Jeong, Jong Kwan Bin, Sung Hoon Pieh, Do Han Kim, Yong Kwan Kim
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Patent number: 8945723Abstract: An organometallic complex that increases an energy band gap between HOMO and triplet MLCT states, and enables highly efficient phospholuminescence and can be used for an organic electroluminescent device. The organometallic complex, which is suitably used for forming an organic layer of the organic electroluminescent device, provides a luminescence maximum emission in the wavelength range of 400-650 nm, and induces white electroluminescence when combined with green or red luminescent materials.Type: GrantFiled: April 11, 2008Date of Patent: February 3, 2015Assignee: Samsung Display Co., Ltd.Inventors: Eun-Sil Han, Das Rupasree Ragini, Seok Chang, Yi-Yeol Lyu, Jong-Hyoup Lee, Hae-Jung Son, Lyong-Sun Pu, Tae-Yong Noh
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Patent number: 8945725Abstract: The present invention relates to an organic 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: GrantFiled: August 24, 2010Date of Patent: February 3, 2015Assignee: UDC Ireland LimitedInventors: Hiroo Takizawa, Saki Takada, Eiji Fukuzaki
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Patent number: 8940415Abstract: 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: GrantFiled: March 14, 2012Date of Patent: January 27, 2015Assignee: UDC Ireland LimitedInventors: Kazumi Nii, Kousuke Watanabe, Tatsuya Igarashi, Seiji Ichijima, Toshihiro Ise
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Patent number: 8937303Abstract: An organic electroluminescent device comprising: a pair of electrodes comprising an anode and a cathode, and one or more layers of organic compound arranged between the pair of electrodes, wherein the organic compound layer, or one or more of the organic compound layers, comprises a compound represented by a substituted imidazole. The substituents on the imidazole ring may be selected from a range of suitable substituents, including: substituted or unsubstituted aryl groups, substituted or unsubstituted heterocyclic groups, substituted or unsubstituted alkyl groups or cyano groups. In various aspects of the invention, at least one of the substituent groups may be a substituted or unsubstituted imidazole or thiophene group.Type: GrantFiled: October 21, 2011Date of Patent: January 20, 2015Assignee: Commonwealth Scientific and Industrial Research OrganisationInventors: James Matthew MacDonald, Kazunori Ueno, Karl Peter Weber, Tadahiko Hirai, Juo-Hao Li
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Patent number: 8932730Abstract: The present invention provides for organometallic and organic dopants suitable for use in organic carrier transporting materials. Also provided are organic light emitting devices containing doped organic carrier transporting materials.Type: GrantFiled: August 27, 2002Date of Patent: January 13, 2015Assignee: The University of Northern CaliforniaInventor: Mark Thompson
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Patent number: 8920943Abstract: A metal coordination compound represented by the formula: An organic luminescence device including an anode, a cathode, and an organic layer, which contains the metal coordination compound, disposed between the anode and the cathode.Type: GrantFiled: February 13, 2009Date of Patent: December 30, 2014Assignee: Canon Kabushiki KaishaInventors: Jun Kamatani, Shinjiro Okada, Akira Tsuboyama, Takao Takiguchi, Seishi Miura, Koji Noguchi, Takashi Moriyama, Satoshi Igawa, Manabu Furugori
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Patent number: 8883322Abstract: Organometallic compounds comprising an imidazole carbene ligand having a N-containing ring fused to the imidazole ring are provided. In particular, the N-containing ring fused to the imidazole ring may contain one nitrogen atom or more than one nitrogen atom. These compounds may demonstrate high photoluminescent (PL) efficiency, Gaussian emission spectra, and/or short excited state lifetimes. These materials may be especially useful as blue phosphorescent emitters.Type: GrantFiled: March 8, 2011Date of Patent: November 11, 2014Assignee: Universal Display CorporationInventors: Yonggang Wu, Chuanjun Xia, James Fiordeliso, Suman Layek, Bert Alleyne, Alexey Borisovich Dyatkin, Nasrin Ansari, Scott Beers, Ed Barron, Jason Brooks
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Patent number: 8877351Abstract: Disclosed are an organometallic complex emitting red light with high color purity. An organometallic complex having a structure represented by the following general formula (G1) is provided. In the formula, of R1 to R13, at least one represents an alkyl group having 1 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms and the other or others represent hydrogen. M represents a central metal, which is a Group 9 or Group 10 element. L represents a monoanionic ligand, and n is 2 when the central metal is a Group 9 element or 1 when the central metal is a Group 10 element.Type: GrantFiled: June 23, 2009Date of Patent: November 4, 2014Assignee: Semiconductor Energy Laboratory Co., Ltd.Inventors: Hideko Inoue, Satoshi Seo
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Patent number: 8877349Abstract: Provided are an organometallic complex providing highly efficient phosphorescence and an organic electroluminescence device using the same. The organometallic complex can be used to form an organic layer of the organic electroluminescence device, efficiently emits light of a wavelength corresponding to red light, and has high brightness and low operating voltage.Type: GrantFiled: December 18, 2006Date of Patent: November 4, 2014Assignee: Samsung Display Co., Ltd.Inventors: Das Rupasree Ragini, Che-Un Yang, Young-Hun Byun, O-Hyun Kwon, Lyong-Sun Pu, Shinichiro Tamura, Woon-Jung Paek, Myeong-Suk Kim, Hee-Kyung Kim, Jong-Jin Park
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Patent number: 8871360Abstract: Organometallic compounds and organic electroluminescence devices employing the same are provided. The organometallic compound has a chemical structure represented below: wherein, X is C—H or N, Y is CH2 or NH; R1 is H, or C1-8 alkyl; and A1 is acetylacetone ligand, acetylacetone with phenyl group ligand, or derivatives thereof.Type: GrantFiled: January 27, 2012Date of Patent: October 28, 2014Assignee: Industrial Technology Research InstituteInventors: Heh-Lung Huang, Teng-Chih Chao, Hao-Chun Lee
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Patent number: 8871361Abstract: Novel phosphorescent tetradentate platinum (II) compounds comprising a twisted aryl group are provided. Also provided are novel phosphorescent tetradentate platinum (II) compounds comprising an imidazo[1,2-f]phenanthridine moiety. The compounds may be used in organic light emitting devices to provide improved device efficiency, line shape and lifetime.Type: GrantFiled: March 7, 2012Date of Patent: October 28, 2014Assignee: Universal Display CorporationInventors: Chuanjun Xia, Walter Yeager, David Zenan Li, James Fiordelisio, Bin Ma, Zeinab Elshenawy, Suman Layek, Ed Barron, Gregg Kottas, Jason Brooks
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Patent number: 8852755Abstract: The present invention relates to oxadiazole metallic complexes. More specifically it relates to the synthesis and electronic and opto-electronic applications of oxadiazole metallic complexes having a general Formula I, wherein each of variables is defined herein.Type: GrantFiled: August 13, 2004Date of Patent: October 7, 2014Assignee: Merck Patent GmbHInventors: Chunong Qiu, Steven Xiao, Cindy Xing Qiu
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Patent number: 8835021Abstract: The invention relates to mononuclear, neutral copper (1) complexes having a bidentate ligand that binds via nitrogen, and two phosphane or arsane ligands, to the use thereof for producing electronic components, and to electronic devices comprising said complexes.Type: GrantFiled: August 25, 2009Date of Patent: September 16, 2014Assignee: Merck Patent GmbHInventors: Hartmut Yersin, Uwe Monkowius, Rafal Czerwieniec, Jiangbo Yu
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Patent number: 8828560Abstract: The present invention relates to light-emitting devices and novel emitter materials as well as emitter systems and, in particular, organic light-emitting devices (OLEDs). In particular, the invention relates to the use of luminescent complexes as emitters in such devices.Type: GrantFiled: July 2, 2012Date of Patent: September 9, 2014Assignee: Merck Patent GmbHInventors: Hartmut Yersin, Uwe Monkowius, Rafal Czerwieniec
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Patent number: 8822042Abstract: The present invention relates to phosphorescent (triplet-emitting) organometallic materials. The phosphorescent materials of the present invention comprise Ir(III)cyclometallated alkynyl complexes for use as triplet light-emitting materials. The Ir(III)cyclometallated alkynyl complexes comprise at least one cyclometallating ligand and at least one alkynyl ligand bonded to the iridium. Also provided is an organic light emitting device comprising an anode, a cathode and an emissive layer between the anode and the cathode, wherein the emissive layer comprises a Ir(III)cyclometallated alkynyl complex as a triplet emitting material.Type: GrantFiled: June 15, 2011Date of Patent: September 2, 2014Assignee: The University of Southern CaliforniaInventors: Mark E. Thompson, Alberto Bossi, Peter Ivan Djurovich
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Patent number: 8815409Abstract: An organic electroluminescent device including at least one organic layer between a pair of electrodes, wherein the at least one organic layer includes a luminescent layer, at least one layer of the at least one organic layer includes at least one metal complex containing a tri- or higher-dentate ligand, and a compound represented by formula (I) is contained in an organic layer containing the metal complex and/or in other organic layer(s). In formula (I), R11 to R14 each independently represent a hydrogen atom or a substituent group, and at least one of R11 to R14 represents an aryl or heteroaryl group.Type: GrantFiled: November 9, 2005Date of Patent: August 26, 2014Assignee: UDC Ireland LimitedInventor: Jun Ogasawara
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Patent number: 8815413Abstract: The present invention relates to compounds which can be used in particular as ligands, to complexes of formula (I) and (II) and also to light-emitting devices and in particular to organic light-emitting devices (OLEDs). In particular, the invention relates to the use of luminescent oxazole-chelate metal complexes as emitters in such devices.Type: GrantFiled: July 27, 2007Date of Patent: August 26, 2014Assignee: Merck Patent GmbHInventors: Hartmut Yersin, Oliver Reiser, Qun-li Luo, Stefan Eibauer
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Patent number: 8815415Abstract: Imidazo[1,2-f]phenanthridine compounds are provided. The compounds have a twisted aryl moiety further substituted by alkyl having four or more atoms. The compounds may be used in organic light emitting devices, particularly as emissive dopants, providing devices with improved efficiency, stability, and manufacturing. In particular, the compounds provided herein may be used in blue devices having high efficiency.Type: GrantFiled: December 7, 2009Date of Patent: August 26, 2014Assignee: Universal Display CorporationInventors: Jui-Yi Tsai, Walter Yeager, Jason Brooks, Scott Beers, Gregory S. Kottas, Edward Barron, Raymond Kwong