Patents by Inventor Hideo Konno
Hideo Konno has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
-
Patent number: 11008352Abstract: 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: GrantFiled: December 4, 2017Date of Patent: May 18, 2021Assignee: NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGYInventors: Hideo Konno, Junichi Taniuchi, Rumi Kobayashi, Yasushi Masahiro
-
Patent number: 10844086Abstract: A method for producing a halogen-crosslinked iridium dimer with increased purity that is used as a precursor in production of a cyclometalated iridium complex useful as a phosphorescent material for organic electroluminescent devices, organic electrochemiluminescent devices, luminescent sensors, photosensitizing pigments, photocatalysts, luminescent probes, various light sources, and the like. The halogen-crosslinked iridium dimer is represented by the following formula: In this formula, each X represents a halogen atom, each CyA represents an optionally substituted five- or six-membered cyclic ring containing nitrogen atoms, and is linked to iridium via the nitrogen atoms, and each CyB represents an optionally substituted five- or six-membered ring containing carbon atoms, and is linked to iridium via the carbon atoms. CyA and CyB can be linked together to form an optionally substituted ring.Type: GrantFiled: June 16, 2017Date of Patent: November 24, 2020Assignee: NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGYInventors: Hideo Konno, Junichi Taniuchi, Rumi Kobayashi, Yasushi Masahiro
-
Publication number: 20200181181Abstract: 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: ApplicationFiled: December 4, 2017Publication date: June 11, 2020Applicants: NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGY, TANAKA KIKINZOKU KOGYO K.K.Inventors: Hideo KONNO, Junichi TANIUCHI, Rumi KOBAYASHI, Yasushi MASAHIRO
-
Patent number: 10538543Abstract: 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 material 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 material represented by the following general formula (1). The present invention allows a cyclometalated iridium complex to be produced with a high yield without by-production of a halogen-crosslinked iridium dimer.Type: GrantFiled: October 12, 2017Date of Patent: January 21, 2020Assignees: NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGY, TANAKA KIKINZOKU KOGYO K.K.Inventors: Hideo Konno, Junichi Taniuchi, Rumi Kobayashi, Yasushi Masahiro
-
Patent number: 10533027Abstract: The present invention provides a method for producing a cyclometalated iridium complex by use of a non-chlorine iridium raw material. The method for producing a cyclometalated iridium complex includes producing a cyclometalated iridium complex by reacting a raw material including an iridium compound with an aromatic heterocyclic bidentate ligand capable of forming an iridium-carbon bond, the raw material being non-halogenated iridium having a conjugated base of a strong acid as a ligand. Here, the non-halogenated iridium is preferably one containing a conjugated base of a strong acid having a pKa of 3 or less as a ligand.Type: GrantFiled: December 22, 2016Date of Patent: January 14, 2020Assignees: TANAKA KIKINZOKU KOGYO K.K., NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGYInventors: Hideo Konno, Junichi Taniuchi, Ryosuke Harada, Toshiyuki Shigetomi, Rumi Kobayashi, Yasushi Masahiro
-
Publication number: 20190352321Abstract: The present invention provides an iridium compound useful as a raw material compound for producing a cyclometalated iridium complex, the iridium compound being represented by the following General Formula (1). The iridium compound of the present invention is particularly useful as a raw material for imidazole-based cyclometalated iridium complexes among cyclometalated iridium complexes. (In General Formula (1), Ir represents an iridium atom, O represents an oxygen atom, X represents a halogen atom, and Y represents a counter cation; and R1 and R2 each independently represent an alkyl group with a carbon number of 1 or more and 10 or less, with the proviso that only one of R1 and R2 is a branched alkyl group.Type: ApplicationFiled: June 16, 2017Publication date: November 21, 2019Inventors: Hideo KONNO, Junichi TANIUCHI, Rumi KOBAYASHI, Yasushi MASAHIRO
-
Patent number: 10400001Abstract: A novel iridium complex which can be applied in an organic electroluminescent light emitting device, an organic electrochemical light emitting device, or the like, and which is thermally stable and has excellent sublimabilities. An iridium complex characterized by being represented by General Formula (1) (in General Formula (1), R1 to R11 and R13, R14, and R18 represent a hydrogen atom, an alkyl group with 1 to 30 carbon atoms, an aryl group with 6 to 30 carbon atoms, a halogen atom, or a cyano group; R12, R15 to R17 and R19 represent a hydrogen atom, an alkyl group with 1 to 30 carbon atoms, a halogen atom, or a cyano group; the alkyl group may be substituted with an aryl group, a halogen atom, or a cyano group; the aryl group may be substituted with an alkyl group, a halogen atom, or a cyano group; adjacent R12 to R19 may bind to each other to form a condensed ring; and m is an integer of 1 or 2, n is an integer of 1 or 2, and m+n is 3).Type: GrantFiled: March 8, 2016Date of Patent: September 3, 2019Assignees: NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGY, FURUYA METAL CO., LTD.Inventors: Hideo Konno, Yoshiro Sugita, Takashi Ito
-
Publication number: 20190256539Abstract: 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 material 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 material represented by the following general formula (1). The present invention allows a cyclometalated iridium complex to be produced with a high yield without by-production of a halogen-crosslinked iridium dimer.Type: ApplicationFiled: October 12, 2017Publication date: August 22, 2019Applicants: NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGY, TANAKA KIKINZOKU KOGYO K.K.Inventors: Hideo KONNO, Junichi TANIUCHI, Rumi KOBAYASHI, Yasushi MASAHIRO
-
Publication number: 20190211041Abstract: Provided is a method for producing a halogen-crosslinked iridium dimer, including reacting an iridium compound represented by the general formula (1) with an aromatic bidentate ligand in a solvent to produce a halogen-crosslinked iridium dimer, the solvent having a boiling point of 50° C. or higher and lower than 350° C., the reaction being carried out at a reaction temperature of 50° C. or higher and lower than 300° C., and the aromatic bidentate ligand being added in an amount of 0.5 times or more and less than 10 times the molar amount of the iridium compound. The halogen-crosslinked iridium dimer is usable as a precursor of a cyclometalated iridium complex useful as a phosphorescent material.Type: ApplicationFiled: June 16, 2017Publication date: July 11, 2019Inventors: Hideo KONNO, Junichi TANIUCHI, Rumi KOBAYASHI, Yasushi MASAHIRO
-
Publication number: 20190144479Abstract: A method for producing a cyclometalated iridium complex by allowing an iridium compound and an aromatic bidentate ligand to react each other. In particular, the method is characterized by allowing a ?-diketonate salt represented by General Formula (4) to coexist in a reaction system for reaction. By adding the ?-diketonate salt into the reaction system, stability of a reaction intermediate product between the iridium compound and the aromatic bidentate ligand improves. Therefore, yield of the cyclometalated iridium complex can improve. The cyclometalated iridium complex produced in accordance with the present invention is useful as a phosphorescent material for use in an organic EL element, for example.Type: ApplicationFiled: June 16, 2017Publication date: May 16, 2019Inventors: Hideo KONNO, Junichi TANIUCHI, Rumi KOBAYASHI, Yasushi MASAHIRO
-
Publication number: 20180362565Abstract: The present invention provides a method for producing a cyclometalated iridium complex by use of a non-chlorine iridium raw material. The method for producing a cyclometalated iridium complex includes producing a cyclometalated iridium complex by reacting a raw material including an iridium compound with an aromatic heterocyclic bidentate ligand capable of forming an iridium-carbon bond, the raw material being non-halogenated iridium having a conjugated base of a strong acid as a ligand. Here, the non-halogenated iridium is preferably one containing a conjugated base of a strong acid having a pKa of 3 or less as a ligand.Type: ApplicationFiled: December 22, 2016Publication date: December 20, 2018Inventors: Hideo KONNO, Junichi TANIUCHI, Ryosuke HARADA, Toshiyuki SHIGETOMI, Rumi KOBAYASHI, Yasushi MASAHIRO
-
Patent number: 10053479Abstract: The present invention relates to a raw material for a cyclometalated iridium complex, and provides a technique that makes it possible to obtain a cyclometalated iridium complex in higher yield at a lower reaction temperature than using tris(2,4-pentanedionato)iridium(III). The present invention relates to a raw material for a cyclometalated iridium complex, including an organic iridium material for producing a cyclometalated iridium complex, the organic iridium material being a tris(?-diketonato)iridium(III), in which an asymmetric ?-diketone is coordinated to iridium.Type: GrantFiled: December 16, 2014Date of Patent: August 21, 2018Assignees: TANAKA KIKINZOKU KOGYO K.K., NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGYInventors: Hideo Konno, Junichi Taniuchi, Ryosuke Harada, Toshiyuki Shigetomi, Yasushi Masahiro
-
Publication number: 20180066001Abstract: A novel iridium complex which can be applied in an organic electroluminescent light emitting device, an organic electrochemical light emitting device, or the like, and which is thermally stable and has excellent sublimabilities. An iridium complex characterized by being represented by General Formula (1) (in General Formula (1), R1 to R11 and R13, R14, and R18 represent a hydrogen atom, an alkyl group with 1 to 30 carbon atoms, an aryl group with 6 to 30 carbon atoms, a halogen atom, or a cyano group; R12, R15 to R17 and R19 represent a hydrogen atom, an alkyl group with 1 to 30 carbon atoms, a halogen atom, or a cyano group; the alkyl group may be substituted with an aryl group, a halogen atom, or a cyano group; the aryl group may be substituted with an alkyl group, a halogen atom, or a cyano group; adjacent R12 to R19 may bind to each other to form a condensed ring; and m is an integer of 1 or 2, n is an integer of 1 or 2, and m+n is 3).Type: ApplicationFiled: March 8, 2016Publication date: March 8, 2018Inventors: Hideo Konno, Yoshiro Sugita, Takashi Ito
-
Patent number: 9735374Abstract: A metal complex exhibits blue light emission of high color purity and has a color purity of small temperature dependence, particularly in the blue region. Specifically, the metal complex is represented by Formula (1a): wherein M is a metal atom; R0 is a divalent linking group; each j independently represents 0 or 1; RP1, RP2, RP3, RP4 and RP6 each independently represents a hydrogen atom or the like; RP5 represents a halogen atom or the like; m is an integer of from 1 to 3, n is an integer of from 0 to 2, and m+n is 2 or 3; and the portion represented by Formula (2): represents a bidentate ligand; wherein Rx and Ry are an atom bonding to the metal atom M, and each independently represents a carbon atom, an oxygen atom or a nitrogen atom.Type: GrantFiled: January 10, 2013Date of Patent: August 15, 2017Assignees: SUMITOMO CHEMICAL COMPANY, LIMITED, NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGYInventors: Nobuhiko Akino, Taichi Abe, Hideo Konno, Shigeru Shimada, Kazuhiko Sato
-
Patent number: 9705097Abstract: A highly stable metal complex useful for the manufacture of a light-emitting device has an excellent lifetime property, particularly in a blue region, specifically a metal complex represented by Formula (1): wherein M is a metal atom; each R0 independently represents a divalent linking group; i and j each independently represent 0 or 1; RP1, RP2, RP3, RP4, RP5 and RP6 each independently represent a hydrogen atom and the like, with a proviso that at least one of RP1, RP2, RP3, RP4, RP5 and RP6 is a dendron; m is an integer of from 1 to 3, n is an integer of from 0 to 2, and m+n is 2 or 3; and the portion represented by Formula (2): represents a bidentate ligand; wherein Rx and Ry are an atom bonding to the metal atom M, and each independently represents a carbon atom and the like.Type: GrantFiled: January 10, 2013Date of Patent: July 11, 2017Assignee: Sumitomo Chemical Company, LimitedInventors: Nobuhiko Akino, Taichi Abe, Hideo Konno, Shigeru Shimada, Kazuhiko Sato
-
Publication number: 20160326198Abstract: The present invention relates to a raw material for a cyclometalated iridium complex, and provides a technique that makes it possible to obtain a cyclometalated iridium complex in higher yield at a lower reaction temperature than using tris(2,4-pentanedionato)iridium(III). The present invention relates to a raw material for a cyclometalated iridium complex, including an organic iridium material for producing a cyclometalated iridium complex, the organic iridium material being a tris(?-diketonato)iridium(III), in which an asymmetric ?-diketone is coordinated to iridium.Type: ApplicationFiled: December 16, 2014Publication date: November 10, 2016Inventors: Hideo KONNO, Junichi TANIUCHI, Ryosuke HARADA, Toshiyuki SHIGETOMI, Yasushi MASAHIRO
-
Patent number: 9200023Abstract: A method for obtaining, with high selectivity as compared to a conventional method of mixing reaction substrates and thereafter reacting the mixture under heating, a facial isomer of tris-orthometallated iridium that is suitably used particularly as an organic electroluminescence device material, among complexes of tris-orthometallated iridium. The method for producing a complex of tris-orthometallated iridium according to the present disclosure includes, in order, a step (1) of preliminarily heating at least one of the complex of orthometallated iridium or the bidentate organic ligand; a step (2) of mixing the complex of orthometallated iridium and the bidentate organic ligand; and a step (3) of reacting the complex of orthometallated iridium and the bidentate organic ligand.Type: GrantFiled: October 25, 2011Date of Patent: December 1, 2015Assignee: National Institute of Advanced Industrial Science and Technology & Furuya Metal Co. Ltd.Inventors: Hideo Konno, Takashi Ito, Yoshiro Sugita
-
Patent number: 8993754Abstract: Provided is an iridium complex having a substructure represented by the following formula (1), which is a luminescent element material capable of luminescence with high brightness/high efficiency and excellent in durability and can be used in a luminescent element, etc.Type: GrantFiled: August 23, 2010Date of Patent: March 31, 2015Assignee: National Institute of Advanced Industrial Science and TechnologyInventor: Hideo Konno
-
Publication number: 20150014669Abstract: A metal complex exhibits blue light emission of high color purity and has a color purity of small temperature dependence, particularly in the blue region. Specifically, the metal complex is represented by Formula (1a): wherein M is a metal atom; R0 is a divalent linking group; each j independently represents 0 or 1; RP1, RP2, RP3, RP4 and RP6 each independently represents a hydrogen atom or the like; RP5 represents a halogen atom or the like; m is an integer of from 1 to 3, n is an integer of from 0 to 2, and m+n is 2 or 3; and the portion represented by Formula (2): represents a bidentate ligand; wherein Rx and Ry are an atom bonding to the metal atom M, and each independently represents a carbon atom, an oxygen atom or a nitrogen atom.Type: ApplicationFiled: January 10, 2013Publication date: January 15, 2015Inventors: Nobuhiko Akino, Taichi Abe, Hideo Konno, Shigeru Shimada, Kazuhiko Sato
-
Publication number: 20140374727Abstract: A highly stable metal complex useful for the manufacture of a light-emitting device has an excellent lifetime property, particularly in a blue region, specifically a metal complex represented by Formula (1): wherein M is a metal atom; each R0 independently represents a divalent linking group; i and j each independently represent 0 or 1; RP1, RP2, RP3, RP4, RP5 and RP6 resent each independently rep a hydrogen atom and the like, with a proviso that at least one of RP1, RP2, RP3, RP4, RP5 and RP6 is a dendron; m is an integer of from 1 to 3, n is an integer of from 0 to 2, and m+n is 2 or 3; and the portion represented by Formula (2): represents a bidentate ligand; wherein Rx and Ry are an atom bonding to the metal atom M, and each independently represents a carbon atom and the like.Type: ApplicationFiled: January 10, 2013Publication date: December 25, 2014Inventors: Nobuhiko Akino, Taichi Abe, Hideo Konno, Shigeru Shimada, Kazuhiko Sato