Patents by Inventor Kouki Kase

Kouki Kase 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: 12102002
    Abstract: An object of the present invention is to provide, as a material for a highly efficient and highly durable organic EL element, an organic compound that has excellent properties, including excellent electron-injecting/transporting capability, hole-blocking capability, and high stability in the form of a thin film. Another object of the present invention is to provide a highly efficient and highly durable organic EL element by using this compound. The present invention focuses on the properties of the benzazole ring, which has affinity for electrons, and specifically focuses on the capability of its nitrogen atom to coordinate to a metal and also on excellent heat resistance. The inventors have thus designed and chemically synthesized various compounds having a benzazole ring structure, and then experimentally produced organic EL elements including the compounds, followed by thoroughly evaluating the characteristics thereof.
    Type: Grant
    Filed: February 12, 2020
    Date of Patent: September 24, 2024
    Assignee: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Kouki Kase, Si-In Kim, Ji-Yung Kim, Yuta Hirayama, Kazuyuki Suruga, Shuichi Hayashi
  • Publication number: 20240260457
    Abstract: The present invention relates to an organic EL device having at least an anodic electrode, a hole transport layer, a light emitting layer, an electron transport layer, a cathodic electrode, and a capping layer in this order, in which the capping layer contains an amine compound having a benzazole ring structure represented by the following general formula (A-1).
    Type: Application
    Filed: March 27, 2024
    Publication date: August 1, 2024
    Applicant: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Kouki KASE, Takeshi YAMAMOTO, Shunji MOCHIZUKI, Shuichi HAYASHI
  • Patent number: 12037332
    Abstract: A compound including a benzimidazole ring structure, represented by general formula (1). (In formula (1), X1 and X2 may be the same or different and each represent a specific carbon atom or a nitrogen atom, Ar represents a specific group, R1 and R2 may be the same or different and each represent a specific group, and m is an integer of 0-4.
    Type: Grant
    Filed: March 20, 2019
    Date of Patent: July 16, 2024
    Assignee: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Kouki Kase, Su-Jin Lee, Si-In Kim, Kazuyuki Suruga, Yuta Hirayama
  • Patent number: 12024527
    Abstract: An object of the present invention is to provide, as a material for a highly efficient and highly durable organic EL element, an organic compound having excellent properties, including excellent electron-injecting/transporting capability, hole-blocking capability, and high stability in the form of a thin film. Another object of the present invention is to provide a highly efficient and highly durable organic EL element by using this compound. The compound having an azabenzoxazole ring structure of the present invention has excellent heat resistance, and good electron-transporting capability. An organic EL element having an electron-transporting layer, a hole-blocking layer, a light-emitting layer, or an electron-injecting layer including the compound had favorable element characteristics.
    Type: Grant
    Filed: November 26, 2019
    Date of Patent: July 2, 2024
    Assignee: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Kouki Kase, Si-In Kim, Ji-Yung Kim, Yuta Hirayama
  • Publication number: 20240179930
    Abstract: An object of the present invention is to provide a compound with a high refractive index and a low extinction coefficient at a wavelength in range of 450 nm to 750 nm in a capping layer to improve light extraction efficiency of an organic electroluminescent device. The present invention was achieved by focusing on the fact that a specific arylamine based compound has excellent thin film stability and durability and is able improve the refractive index by adjusting the molecular structures, and planning molecule, and an organic electroluminescent device having excellent luminous efficiency was obtained by using this compound as a material for constituting a capping layer.
    Type: Application
    Filed: March 9, 2022
    Publication date: May 30, 2024
    Applicant: Hodogaya Chemical Co., Ltd.
    Inventors: Takeshi Yamamoto, Kouki Kase, Eriko Chiba, Yuta Hirayama, Shuichi Hayashi
  • Patent number: 11997870
    Abstract: The present disclosure is related to an organic EL element including a capping layer that contains a compound represented by formula (A-1). In the formula, A and X are monovalent groups represented by formula (B-1) having 1 binding site among R1 to R6. Z represents a monovalent group represented by formula (B-1) having 1 binding site among R1 to R6, an aromatic hydrocarbon group, an aromatic heterocyclic group or a fused polycyclic aromatic group. Ar is a single bond or a divalent group of an aromatic hydrocarbon group, an aromatic heterocyclic group, or a fused polycyclic aromatic group. R1 to R6 are each defined in the specification, and Q represents a nitrogen atom, an oxygen atom, or a sulfur atom.
    Type: Grant
    Filed: May 30, 2023
    Date of Patent: May 28, 2024
    Assignee: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Kouki Kase, Takeshi Yamamoto, Kazuyuki Suruga, Shunji Mochizuki, Shuichi Hayashi
  • Patent number: 11974499
    Abstract: The present invention relates to an organic EL device having at least an anodic electrode, a hole transport layer, a light emitting layer, an electron transport layer, a cathodic electrode, and a capping layer in this order, in which the capping layer contains an amine compound having a benzazole ring structure represented by the following general formula (A-1).
    Type: Grant
    Filed: January 10, 2019
    Date of Patent: April 30, 2024
    Assignee: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Kouki Kase, Takeshi Yamamoto, Shunji Mochizuki, Shuichi Hayashi
  • Publication number: 20240116914
    Abstract: It is an object of the present invention to provide a compound for a capping layer that has a high refractive index and a low extinction coefficient in a range of 450 nm to 750 nm to improve the light extraction efficiency of an organic EL element. The present invention has focused on the fact that compounds having a benzene skeleton at the center thereof are excellent in stability and also durability in the form of a thin film, and that the refractive index thereof can be improved by modifying the molecular structure, and thus, molecules have been designed. Provided is a compound represented by a general formula (1), and an organic EL element with excellent luminance efficiency is obtained by using that compound as a constituent material of a capping layer.
    Type: Application
    Filed: February 10, 2022
    Publication date: April 11, 2024
    Applicant: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Eriko CHIBA, Takeshi YAMAMOTO, Kouki KASE, Yuta HIRAYAMA, Shuichi HAYASHI
  • Patent number: 11925107
    Abstract: To provide an organic EL device having low driving voltage, high luminous efficiency, and particularly a long lifetime by combining various materials for an organic EL device having excellent hole and electron injection/transport performances, electron blocking ability, stability in a thin-film state, and durability as materials for an organic EL device having high luminous efficiency and high durability so as to allow the respective materials to effectively reveal their characteristics. In the organic EL device having at least an anode, a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer, and a cathode, in this order, the hole injection layer includes an arylamine compound of the following general formula (1) and a radialene derivative of the following general formula (2).
    Type: Grant
    Filed: March 2, 2018
    Date of Patent: March 5, 2024
    Assignee: Hodogaya Chemical Co., Ltd.
    Inventors: Kazuyuki Suruga, Shuichi Hayashi, Takeshi Yamamoto, Kouki Kase, Shunji Mochizuki
  • Patent number: 11925108
    Abstract: An object of the present invention is to provide an organic compound that has excellent properties, with excellent hole injection and transport performance, electron blocking capability, and high stability in a thin film state, and furthermore to provide a highly efficient and highly durable organic EL device by using this compound. The present invention relates to a compound having a triarylamine structure and being represented by the structural formula (A-1) below, where A, B, and C may be the same or different, and each represent a group represented by the structural formula (B-1) below, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted fused polycyclic aromatic group, where at least one of A, B, and C is not the group represented by the structural formula (B-1) below. (For the symbols and the like in the formulae, see the descriptions in the specification.
    Type: Grant
    Filed: June 20, 2019
    Date of Patent: March 5, 2024
    Assignee: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Takuya Uehara, Kouki Kase, Kyung-Hwa Park, Yuta Hirayama
  • Publication number: 20240049595
    Abstract: An object of the present invention is to provide a compound with a high refractive index at a wavelength in range of 450 nm to 750 nm in a capping layer to improve light extraction efficiency of an organic EL device. The present invention was achieved by focusing on the fact that a heterocyclic compound has excellent thin film stability and durability and is able improve the refractive index by adjusting the molecular structures, and planning molecule, and an organic EL device having excellent luminous efficiency was obtained by using this compound as a material for constituting a capping layer.
    Type: Application
    Filed: December 2, 2021
    Publication date: February 8, 2024
    Applicant: Hodogaya Chemical Co., Ltd.
    Inventors: Takeshi Yamamoto, Kouki Kase, Yuta Hirayama, Kyung-Hwa Park, Shuichi Hayashi
  • Publication number: 20230422536
    Abstract: It is an object of the present invention to provide, as a material for a highly efficient and highly durable organic EL device, an organic compound with excellent properties including excellent hole-injecting/transporting performance, electron-blocking capability, and high stability in the form of a film. It is another object thereof to provide a highly efficient and highly durable organic EL device by using this compound. The present invention is directed to an arylamine compound represented by a general formula (1) below: where Ar1 and Ar2 represent a substituted or unsubstituted aromatic hydrocarbon group or the like, Ar3 and Ar4 represent a substituted or unsubstituted phenyl group or the like, L represents a substituted or unsubstituted divalent aromatic hydrocarbon group or the like, R1 to R3 represent a hydrogen atom, for example, and n is an integer of 1 to 2.
    Type: Application
    Filed: October 15, 2021
    Publication date: December 28, 2023
    Applicant: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Kouki KASE, Junichi IZUMIDA, Shuichi HAYASHI
  • Publication number: 20230354629
    Abstract: The present invention provides an organic electroluminescent device having a capping layer comprising a material having a high absorption coefficient in the wavelength range of 400 nm to 410 nm and no absorption in the respective wavelength ranges of blue, green and red in order to prevent the light in the 400 nm to 410 nm wavelength of sunlight from being absorbed and affecting the materials inside the device and to improve the light extraction efficiency. Since the arylamine compound having a specific structure in the present invention is excellent in stability and durability of the thin film, an organic EL device obtained by selecting amine compounds with high absorbance in the absorption spectrum at concentration 10?5 mol/L at wavelengths of 400 nm to 410 nm, from amine compounds having a specific benzoazole ring structure with a high refractive index as a material of a capping layer, exhibits good characteristics.
    Type: Application
    Filed: December 21, 2020
    Publication date: November 2, 2023
    Applicant: Hodogaya Chemical Co., Ltd.
    Inventors: Yuta Hirayama, Eriko Chiba, Kouki Kase, Takeshi Yamamoto, Kazuyuki Suruga
  • Publication number: 20230309339
    Abstract: The present disclosure is related to an organic EL element including a capping layer that contains a compound represented by formula (A-1). In the formula, A and X are monovalent groups represented by formula (B-1) having 1 binding site among R1 to R6. Z represents a monovalent group represented by formula (B-1) having 1 binding site among R1 to R6, an aromatic hydrocarbon group, an aromatic heterocyclic group or a fused polycyclic aromatic group. Ar is a single bond or a divalent group of an aromatic hydrocarbon group, an aromatic heterocyclic group, or a fused polycyclic aromatic group. R1 to R6 are each defined in the specification, and Q represents a nitrogen atom, an oxygen atom, or a sulfur atom.
    Type: Application
    Filed: May 30, 2023
    Publication date: September 28, 2023
    Applicant: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Kouki KASE, Takeshi YAMAMOTO, Kazuyuki SURUGA, Shunji MOCHIZUKI, Shuichi HAYASHI
  • Publication number: 20230255103
    Abstract: An object of the present invention is to provide an organic EL device having a capping layer constituted by a material having (1) high absorption coefficient, (2) high refractive index, (3) good thin film stability, (4) excellent durability, (5) excellent light resistance, (6) no absorption in the blue, green, and red wavelength regions, respectively. Since an arylamine based material having a specific structure in the present invention is excellent in the stability and durability of the thin film, an organic EL device obtained by selecting amine compounds with high absorbance in the absorption spectrum at concentration 10?5 mol/L at wavelengths of 400 nm to 410 nm, from amine compounds having a specific benzazole ring structure with a high refractive index as a material of a capping layer, exhibits good characteristics.
    Type: Application
    Filed: June 24, 2021
    Publication date: August 10, 2023
    Applicant: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Eriko CHIBA, Kouki KASE, Takeshi YAMAMOTO, Yuta HIRAYAMA, Kazuyuki SURUGA
  • Publication number: 20230247850
    Abstract: An objective of the present invention is to provide an organic EL device having high efficiency, low driving voltage and long lifetime by using a material for organic EL devices offering excellent hole injectability and transportability, electron blockability, stability in a thin-film state, and durability, and also by employing, in combination, the aforementioned material and various other materials for organic EL devices offering excellent hole/electron injectability and transportability, electron blockability, stability in a thin-film state, and durability, in a manner that the properties of each material can be brought out effectively. The present invention relates to an organic electroluminescence device having, between an anode and a cathode, at least a hole transport layer, a light-emitting layer, and an electron transport layer in this order from the anode side, wherein the hole transport layer contains a triarylamine compound having a specific structure.
    Type: Application
    Filed: August 2, 2021
    Publication date: August 3, 2023
    Applicants: HODOGAYA CHEMICAL CO., LTD., SFC CO., LTD.
    Inventors: Yuta HIRAYAMA, Takeshi YAMAMOTO, Kouki KASE, Shuichi HAYASHI, Soon-Wook CHA, Sung-Hoon JOO, Byung-Sun YANG, Ji-Hwan KIM
  • Patent number: 11706943
    Abstract: The present disclosure is related to an organic EL element including a capping layer that contains a compound represented by formula (A-1). In the formula, A and X are monovalent groups represented by formula (B-1) having 1 binding site among R1 to R6. Z represents a monovalent group represented by formula (B-1) having 1 binding site among R1 to R6, an aromatic hydrocarbon group, an aromatic heterocyclic group or a fused polycyclic aromatic group. Ar is a single bond or a divalent group of an aromatic hydrocarbon group, an aromatic heterocyclic group, or a fused polycyclic aromatic group. R1 to R6 each represent a linking group as a binding site, a hydrogen atom, a deuterium atom, a fluorine atom, a chlorine atom, a cyano group, a nitro group, a linear or branched alkyl group, a cycloalkyl group, an alkenyl group, an alkyloxy group, a cycloalkyloxy group, an aromatic hydrocarbon group, an aromatic heterocyclic group, a fused polycyclic aromatic group, or an aryloxy group.
    Type: Grant
    Filed: December 21, 2018
    Date of Patent: July 18, 2023
    Assignee: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Kouki Kase, Takeshi Yamamoto, Kazuyuki Suruga, Shunji Mochizuki, Shuichi Hayashi
  • Publication number: 20230180598
    Abstract: An objective of the present invention is to provide a material for organic EL devices offering excellent hole injectability and transportability, electron blockability, stability in a thin-film state, and durability, and also to provide an organic EL device having high efficiency, low driving voltage and long lifetime by employing, in combination, the aforementioned material and various materials for organic EL devices offering excellent hole/electron injectability and transportability, electron blockability, stability in a thin-film state, and durability, in a manner that the properties of each of the materials can be brought out effectively. The present invention relates to an organic EL device containing a specific arylamine compound as a material constituting a second hole transport layer, wherein the difference between the HOMO level of the second hole transport layer and the HOMO level of a first hole transport layer is 0.15 eV or less.
    Type: Application
    Filed: June 16, 2021
    Publication date: June 8, 2023
    Applicants: HODOGAYA CHEMICAL CO., LTD., SFC CO., LTD.
    Inventors: Yuta HIRAYAMA, Takeshi YAMAMOTO, Kouki KASE, Kazuyuki SURUGA, Shuichi HAYASHI, Soon-Wook CHA, Sung-Hoon JOO, Byung-Sun YANG, Ji-Hwan KIM
  • Publication number: 20230138055
    Abstract: The triarylamine compound having a specific structure in the present invention is excellent in hole injection/transport ability, stability and durability of thin film. By selecting the triarylamine compound having a specific structure as the material for the hole transport layer, holes injected from the anode side can be efficiently transported. Furthermore, various organic EL devices combining luminescent materials having a specific structure or the like exhibit good device characteristics. The triarylamine compound having a specific structure in the present invention is excellent in hole injection/transport ability, stability and durability of thin film. By selecting the triarylamine compound having a specific structure as the material for the hole transport layer, holes injected from the anode side can be efficiently transported. Furthermore, various organic EL devices combining luminescent materials having a specific structure or the like exhibit good device characteristics.
    Type: Application
    Filed: February 16, 2021
    Publication date: May 4, 2023
    Applicants: Hodogaya Chemical Co., Ltd., SFC Co., Ltd.
    Inventors: Junichi Izumida, Kouki Kase, Takeshi Yamamoto, Kazuyuki Suruga, Shuichi Hayashi, Norimasa Yokoyama, Soon-wook Cha, Sung-hoon Joo, Byung-sun Yang, Ji-hwan Kim
  • Publication number: 20230112128
    Abstract: An objective of the invention is to provide, as a material for highly efficient, highly durable organic EL devices, an organic EL device material having excellent hole injectability and transportability, electron blockability, high stability in a thin-film state, and excellent durability, and also to provide a highly efficient, highly durable organic EL device by using this compound. The present invention concerns an arylamine compound represented by general formula (1). (In the formula, Ar1, Ar2, Ar3, and Ar4 each represent a substituted or unsubstituted aromatic hydrocarbon group, etc.; L1 and L2 each represent a divalent substituted or unsubstituted aromatic hydrocarbon group, etc.; R1 to R7 each represent a hydrogen atom, a deuterium atom, etc.; and m and n may be the same or different from one another, and each represent an integer from 0 to 2, wherein L1 represents a single bond when m is 0, and L2 represents a single bond when n is 0.
    Type: Application
    Filed: January 20, 2021
    Publication date: April 13, 2023
    Applicant: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Kouki KASE, Takeshi YAMAMOTO, Jae-Geon LIM, Junichi IZUMIDA, Shuichi HAYASHI, Norimasa YOKOYAMA