Patents by Inventor Hiroshi Kadoma

Hiroshi Kadoma 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).

  • Publication number: 20220158100
    Abstract: A quinoxaline derivative that is a novel organic compound is provided. A quinoxaline derivative represented by General Formula (G1) has a structure in which a quinoxaline skeleton is bonded to the 9-position of an anthracene skeleton, the 10-position of the anthracene skeleton is bonded to a heteroaromatic ring, and the 3-position of the heteroaromatic ring is nitrogen. In General Formula (G1) shown above, a and b each independently represent a substituted or unsubstituted arylene group having 6 to 13 carbon atoms in a ring. In addition, m and n are each independently 0, 1, or 2.
    Type: Application
    Filed: March 11, 2020
    Publication date: May 19, 2022
    Applicant: Semiconductor Energy Laboratory Co., Ltd.
    Inventors: Hiroshi KADOMA, Satoshi SEO, Takumu OKUYAMA, Naoaki HASHIMOTO, Yusuke TAKITA, Tsunenori SUZUKI
  • Publication number: 20220123231
    Abstract: A novel light-emitting device that is highly convenient, useful, or reliable is provided. An organic compound in which a substituted or unsubstituted naphtho[2,3-c]carbazolyl group or a substituted or unsubstituted benzo[c]naphtho[2,3-g]carbazolyl group is bonded to a substituted or unsubstituted 9H-carbazolyl group or a substituted or unsubstituted anthryl group through a substituted or unsubstituted arylene group. The arylene group has 6 to 13, inclusive, carbon atoms.
    Type: Application
    Filed: October 13, 2021
    Publication date: April 21, 2022
    Applicant: Semiconductor Energy Laboratory Co., Ltd.
    Inventors: Hiroshi KADOMA, Satoshi SEO, Harue OSAKA, Tsunenori SUZUKI
  • Publication number: 20220069246
    Abstract: A light-emitting device having a long lifetime is provided. In a light-emitting device that includes an EL layer between a pair of electrodes, the carrier balance is controlled with a hole-injection layer and an electron-transport layer of the EL layer having certain structures, so that the carrier balance spontaneously changes during driving and the initial degradation of the light-emitting device is inhibited. In addition, at this time, the rate of the spontaneous change is low when an electron-injection barrier at the interface between a light-emitting layer and the electron-transport layer of the EL layer which are stacked is high; thus, it is possible to obtain a light-emitting device which is excellent in terms of long-term degradation.
    Type: Application
    Filed: May 7, 2020
    Publication date: March 3, 2022
    Inventors: Satoshi SEO, Hiroshi KADOMA, Takumu OKUYAMA, Naoaki HASHIMOTO, Yusuke TAKITA, Tsunenori SUZUKI
  • Publication number: 20210336151
    Abstract: A light-emitting device material with a low refractive index is provided. The light-emitting device material contains an organic compound which has a pyridine skeleton, a diazine skeleton, or a triazine skeleton and in which the proportion of carbon atoms forming a bond by sp3 hybrid orbitals is within a certain range. The light-emitting device material contains an organic compound including at least one six-membered heteroaromatic ring having 1 to 3 nitrogen atoms and a plurality of aromatic hydrocarbon rings each having 6 to 14 carbon atoms in a ring. At least two of the plurality of aromatic hydrocarbon rings are benzene rings. The organic compound has a plurality of hydrocarbon groups forming a bond by the sp3 hybrid orbitals. The ordinary refractive index of a layer containing the organic compound with respect to light with a wavelength in the range from 455 nm to 465 nm is 1.5 to 1.75.
    Type: Application
    Filed: April 26, 2021
    Publication date: October 28, 2021
    Applicant: Semiconductor Energy Laboratory Co., Ltd.
    Inventors: Keito Tosu, Yuta Kawano, Hiroshi Kadoma, Harue Osaka, Ryo Narukawa, Airi Ueda, Takeyoshi Watabe, Nobuharu Ohsawa, Satoshi Seo
  • Publication number: 20210296701
    Abstract: A material that can be used in a wide temperature range is provided. A graphene compound includes graphene or graphene oxide and a substituted or unsubstituted chain group, the chain group includes two or more ether bonds, and the chain group is bonded to the above graphene or graphene oxide through a Si atom. Alternatively, a method for forming a graphene compound includes a first step and a second step after the first step. In the first step, graphene oxide and a base are stirred under a nitrogen stream. In the second step, the mixture is cooled to room temperature, a silylating agent that has a group having two or more ether bonds is introduced into the mixture, and the obtained mixture is stirred. The base is butylamine, pentylamine, hexylamine, diethylamine, dipropylamine, dibutylamine, triethylamine, tripropylamine, or pyridine.
    Type: Application
    Filed: May 28, 2021
    Publication date: September 23, 2021
    Inventors: Hiroshi KADOMA, Teppei OGUNI, Satoshi SEO
  • Publication number: 20210284590
    Abstract: A novel compound for a host material is provided. A compound for a host material that is capable of increasing the lifetime of a light-emitting device is provided. A light-emitting device with a long lifetime is provided. A material whose thermophysical properties such as a glass transition temperature are high is provided. An anthracene compound for a host material represented by General Formula (G1) below is provided. (Note that in General Formula (G1), R1 to R7 each independently represent hydrogen or an aryl group having 1 to 25 carbon atoms.
    Type: Application
    Filed: February 5, 2020
    Publication date: September 16, 2021
    Applicant: Semiconductor Energy Laboratory Co., Ltd.
    Inventors: Hiroki SUZUKI, Satoshi SEO, Hiroshi KADOMA, Tsunenori SUZUKI, Naoaki HASHIMOTO
  • Publication number: 20210193930
    Abstract: A novel organic compound represented by General Formula (G1) is provided. In General Formula (G1), X1 and X2 each independently represent a secondary or tertiary alkyl group having 3 to 6 carbon atoms and having a branched carbon atom which is bonded to a phenyl group. In addition, Ar1 represents a substituted or unsubstituted condensed aromatic ring skeleton having 10 to 60 carbon atoms and composed of two or more rings or a substituted or unsubstituted condensed heteroaromatic ring skeleton having 8 to 60 carbon atoms and composed of two or more rings. Furthermore, Ar2 represents a substituted or unsubstituted aryl group having 6 to 25 carbon atoms. Moreover, n represents any of 1 to 3, and in the case where n is 2 or more, two or more groups bonded to Ar1 may be identical or different.
    Type: Application
    Filed: December 9, 2020
    Publication date: June 24, 2021
    Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.
    Inventors: Kyoko TAKEDA, Harue OSAKA, Hiroshi KADOMA, Satoshi SEO, Tsunenori SUZUKI, Naoaki HASHIMOTO
  • Publication number: 20210184130
    Abstract: A novel organic compound with favorable thermophysical properties is provided. An organic compound represented by General Formula (G1) is provided. At least one of X1 to X5 is a secondary or tertiary alkyl group having 3 to 6 carbon atoms in which a carbon atom bonded to a phenyl group branches. Each of R1 to R7 is independently any of hydrogen, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 12 carbon atoms, and an unsubstituted or alkyl-substituted aryl group having 6 to 13 carbon atoms. Ar1 represents a substituted or unsubstituted condensed heteroaromatic ring skeleton having 8 to 60 carbon atoms and composed of two or more aromatic rings, and Ar2 represents a substituted or unsubstituted aryl group having 6 to 25 carbon atoms. Furthermore, n is any of 1 to 3.
    Type: Application
    Filed: December 9, 2020
    Publication date: June 17, 2021
    Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.
    Inventors: Kyoko TAKEDA, Harue OSAKA, Hiroshi KADOMA, Satoshi SEO, Tsunenori SUZUKI, Naoaki HASHIMOTO
  • Publication number: 20210175435
    Abstract: An object is to provide a novel organic compound. Another object is to provide a novel light-emitting device. Another object is to provide a light-emitting device with favorable emission efficiency. Another object is to provide a light-emitting device with a favorable lifetime. Another object is to provide a light-emitting device with a low driving voltage. A dibenzo [c,g]carbazole derivative represented by the following general formula (G1) and a light-emitting device using it are provided. Note that at least one of R11 to R22 represents a substituent that has 14 to 60 carbon atoms in total and contains a condensed tricyclic to hexacyclic aromatic hydrocarbon skeleton, and the others independently represent any of hydrogen, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 25 carbon atoms.
    Type: Application
    Filed: November 12, 2018
    Publication date: June 10, 2021
    Applicant: Semiconductor Energy Laboratory Co., Ltd.
    Inventors: Hiroshi KADOMA, Tsunenori SUZUKI, Naoaki HASHIMOTO, Yusuke TAKITA, Satoshi SEO
  • Publication number: 20210175429
    Abstract: A light-emitting element includes a light-emitting layer including a guest, an n-type host and a p-type host between a pair of electrodes, where the difference between the energy difference between a triplet excited state and a ground state of the n-type host (or p-type host) and the energy difference between a triplet excited state and a ground state of the guest is 0.15 eV or more. Alternatively, in such a light-emitting element, the LUMO level of the n-type host is higher than the LUMO level of the guest by 0.1 eV or more, or the HOMO level of the p-type host is lower than the HOMO level of the guest by 0.1 eV or more.
    Type: Application
    Filed: February 18, 2021
    Publication date: June 10, 2021
    Applicant: Semiconductor Energy Laboratory Co., Ltd.
    Inventors: Shunpei Yamazaki, Satoshi Seo, Nobuharu Ohsawa, Satoko Shitagaki, Hideko Inoue, Hiroshi Kadoma, Harue Osaka, Kunihiko Suzuki, Yasuhiko Takemura
  • Publication number: 20210167368
    Abstract: A positive electrode active material in which a capacity decrease caused by charge and discharge cycles is suppressed is provided. Alternatively, a positive electrode active material having a crystal structure that is unlikely to be broken by repeated charging and discharging is provided. The positive electrode active material contains titanium, nickel, aluminum, magnesium, and fluorine, and includes a region where titanium is unevenly distributed, a region where nickel is unevenly distributed, and a region where magnesium is unevenly distributed in a projection on its surface. Aluminum is preferably unevenly distributed in a surface portion, not in the projection, of the positive electrode active material.
    Type: Application
    Filed: November 19, 2020
    Publication date: June 3, 2021
    Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.
    Inventors: Yohei MOMMA, Hiroshi KADOMA, Yoshihiro KOMATSU, Shiori SAGA, Shunpei YAMAZAKI
  • Patent number: 11024878
    Abstract: A material that can be used in a wide temperature range is provided. A graphene compound includes graphene or graphene oxide and a substituted or unsubstituted chain group, the chain group includes two or more ether bonds, and the chain group is bonded to the above graphene or graphene oxide through a Si atom. Alternatively, a method for forming a graphene compound includes a first step and a second step after the first step. In the first step, graphene oxide and a base are stirred under a nitrogen stream. In the second step, the mixture is cooled to room temperature, a silylating agent that has a group having two or more ether bonds is introduced into the mixture, and the obtained mixture is stirred. The base is butylamine, pentylamine, hexylamine, diethylamine, dipropylamine, dibutylamine, triethylamine, tripropylamine, or pyridine.
    Type: Grant
    Filed: August 20, 2019
    Date of Patent: June 1, 2021
    Assignee: Semiconductor Energy Laboratory Co., Ltd.
    Inventors: Hiroshi Kadoma, Teppei Oguni, Satoshi Seo
  • Publication number: 20210139445
    Abstract: A novel organic compound is provided. Alternatively, an organic compound that exhibits light emission with favorable chromaticity is provided. Alternatively, an organic compound that exhibits blue light emission with favorable chromaticity is provided. Alternatively, a light-emitting device with favorable emission efficiency is provided. Alternatively, an organic compound having a high carrier-transport property is provided. Alternatively, an organic compound with favorable reliability is provided. An organic compound having at least one amino group in which any one of a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, and a substituted or unsubstituted carbazolyl group is bonded to any one of a substituted or unsubstituted naphthobisbenzofuran skeleton, a substituted or unsubstituted naphthobisbenzothiophene skeleton, and a substituted or unsubstituted naphthobenzothienobenzofuran skeleton is provided.
    Type: Application
    Filed: April 30, 2019
    Publication date: May 13, 2021
    Applicant: Semiconductor Energy Laboratory Co., Ltd.
    Inventors: Kyoko TAKEDA, Hiroshi KADOMA, Yusuke TAKITA, Tsunenori SUZUKI, Satoshi SEO
  • Publication number: 20210119133
    Abstract: A novel compound is provided. Alight-emitting device having high emission efficiency and a long lifetime is also provided. An organic compound is represented by General Formula (G2), in which a benzo[a]anthracene skeleton is bonded to the 2-position of an anthracene skeleton. In General Formula (G2), R1 to R3, R5 to R12, and R21 to R29 each independently represent any one of hydrogen, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 3 to 6 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 13 carbon atoms in a ring. Another embodiment of the present invention is a light-emitting device including the compound.
    Type: Application
    Filed: May 22, 2019
    Publication date: April 22, 2021
    Applicant: Semiconductor Energy Laboratory Co., Ltd.
    Inventors: Hiroshi KADOMA, Satoshi SEO, Hiroki SUZUKI, Naoaki HASHIMOTO, Tsunenori SUZUKI
  • Publication number: 20210119132
    Abstract: Provided is a light-emitting element with high emission efficiency including a fluorescent material as a light-emitting substance. In a light-emitting element including a pair of electrodes and an EL layer between the pair of electrodes, a delayed fluorescence component due to triplet-triplet annihilation accounts for 20% or more of light emitted from the EL layer, and the light has at least one emission spectrum peak in the blue wavelength range. The EL layer includes an organic compound in which an energy difference between the lowest singlet excited energy level and the lowest triplet excited energy level is 0.5 eV or more. The EL layer includes a benzo[a]anthracene compound.
    Type: Application
    Filed: December 4, 2020
    Publication date: April 22, 2021
    Applicant: Semiconductor Energy Laboratory Co., Ltd.
    Inventors: Hiroshi Kadoma, Kaori Ogita, Tsunenori Suzuki, Satoshi Seo
  • Publication number: 20210104744
    Abstract: Provided is a layer for preventing a short circuit between a positive electrode and a negative electrode in a solid battery using a layer containing a solid electrolyte. As the solid electrolyte between the positive electrode and the negative electrode, a layer containing a graphene compound is used. Lithium ions can pass through the layer containing the graphene compound. Lithium ions are added in advance in the layer containing the graphene compound. Specifically, a modifier is used, and a graphene compound chemically modified with a functional group such as ether and ester with an increased interlayer distance is used.
    Type: Application
    Filed: December 4, 2017
    Publication date: April 8, 2021
    Inventors: Teppei OGUNI, Aya UCHIDA, Hiroshi KADOMA
  • Patent number: 10930852
    Abstract: A light-emitting element includes a light-emitting layer including a guest, an n-type host and a p-type host between a pair of electrodes, where the difference between the energy difference between a triplet excited state and a ground state of the n-type host (or p-type host) and the energy difference between a triplet excited state and a ground state of the guest is 0.15 eV or more. Alternatively, in such a light-emitting element, the LUMO level of the n-type host is higher than the LUMO level of the guest by 0.1 eV or more, or the HOMO level of the p-type host is lower than the HOMO level of the guest by 0.1 eV or more.
    Type: Grant
    Filed: December 5, 2019
    Date of Patent: February 23, 2021
    Inventors: Shunpei Yamazaki, Satoshi Seo, Nobuharu Ohsawa, Satoko Shitagaki, Hideko Inoue, Hiroshi Kadoma, Harue Osaka, Kunihiko Suzuki, Yasuhiko Takemura
  • Publication number: 20210028371
    Abstract: A novel light-emitting device is provided. A light-emitting device with high emission efficiency is provided. A light-emitting device having a long lifetime is provided. A light-emitting device with low driving voltage is provided. The light-emitting device includes an anode, a cathode, and an EL layer between the anode and the cathode. The EL layer includes a light-emitting layer and an electron-transport layer. The electron-transport layer is positioned between the light-emitting layer and the cathode. The electron-transport layer contains an electron-transport material. The electron-transport material is an organic compound including a first skeleton, a second skeleton, and a third skeleton. The first skeleton has a function of transporting electrons. The second skeleton has a function of accepting holes. The third skeleton includes a monocyclic ?-electron deficient heteroaromatic ring.
    Type: Application
    Filed: July 24, 2020
    Publication date: January 28, 2021
    Inventors: Takumu OKUYAMA, Naoaki HASHIMOTO, Yusuke TAKITA, Hiroshi KADOMA, Tsunenori SUZUKI, Satoshi SEO, Tomoya HIROSE
  • Publication number: 20200388779
    Abstract: A light-emitting device with low driving voltage and favorable reliability is provided. The light-emitting device includes an electron-injection layer between a cathode and a light-emitting layer. The electron-injection layer is a mixed film of a metal and an organic compound having a function of interacting with the metal as a tridentate or tetradentate ligand, and the metal atom and the organic compound form SOMO.
    Type: Application
    Filed: December 17, 2018
    Publication date: December 10, 2020
    Applicant: Semiconductor Energy Laboratory Co., Ltd.
    Inventors: Nobuharu OHSAWA, Satoshi SEO, Hiroshi KADOMA
  • Patent number: 10862041
    Abstract: Provided is a light-emitting element with high emission efficiency including a fluorescent material as a light-emitting substance. In a light-emitting element including a pair of electrodes and an EL layer between the pair of electrodes, a delayed fluorescence component due to triplet-triplet annihilation accounts for 20% or more of light emitted from the EL layer, and the light has at least one emission spectrum peak in the blue wavelength range. The EL layer includes an organic compound in which an energy difference between the lowest singlet excited energy level and the lowest triplet excited energy level is 0.5 eV or more. The EL layer includes a benzo[a]anthracene compound.
    Type: Grant
    Filed: March 18, 2019
    Date of Patent: December 8, 2020
    Assignee: Semiconductor Energy Laboratory Co., Ltd.
    Inventors: Hiroshi Kadoma, Kaori Ogita, Tsunenori Suzuki, Satoshi Seo