Patents Assigned to Hodogaya Chemical Co., Ltd.
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Publication number: 20240400527Abstract: A compound represented by the following Formula (1), a hole transport material containing the compound, a hole transport material composition for a photoelectric conversion element containing the hole transport material, a photoelectric conversion element using the hole transport material composition for a photoelectric conversion element, and a solar cell using the photoelectric conversion element.Type: ApplicationFiled: September 27, 2022Publication date: December 5, 2024Applicant: HODOGAYA CHEMICAL CO., LTD.Inventors: Toshiaki ITO, Hideaki TAKAHASHI, Atsushi SAKURAI, Hiroshi SATO
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Publication number: 20240360358Abstract: It is an object of the present invention to provide a compound that has a high refractive index and a low extinction coefficient in a wavelength range of 450 to 750 nm, which is favorably used as a material for a capping layer of an organic EL element. Also, it is another object of the present invention to provide an organic EL element whose light extraction efficiency has been improved by using the compound. The present invention is directed to a compound represented by a general formula (1) or (2) below: where A represents a substituted or unsubstituted aromatic hydrocarbon group or the like, B and C are optionally the same or different, and represent an unsubstituted naphthyl group, an unsubstituted quinolyl group, or the like, and each L is optionally the same or different, and represents a single bond, a substituted or unsubstituted divalent aromatic hydrocarbon group, or the like.Type: ApplicationFiled: September 20, 2022Publication date: October 31, 2024Applicant: HODOGAYA CHEMICAL CO., LTD.Inventors: Kouki KASE, Eriko CHIBA, Byung-Sun YANG, Moon-Chan HWANG, Yuta HIRAYAMA, Shuichi HAYASHI
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Publication number: 20240352009Abstract: In order to prevent deterioration inside an organic EL element and significantly improve the light extraction efficiency, an object of the present invention is to provide a compound that absorbs light rays with wavelengths of 400 to 410 nm of sunlight, thereby preventing them from affecting a material inside the element, and has a high refractive index in a wavelength range of 450 to 750 nm. The present invention provides an amine compound having a specific benzazole ring structure having a high refractive index. An organic EL element having excellent light emission efficiency is obtained by using the compound of the present invention as a material constituting a capping layer.Type: ApplicationFiled: October 26, 2022Publication date: October 24, 2024Applicant: HODOGAYA CHEMICAL CO., LTD.Inventors: Kouki KASE, Byung-Sun YANG, Moon-Chan HWANG, Junichi IZUMIDA, Yuta HIRAYAMA, Shuichi HAYASHI
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Publication number: 20240349597Abstract: An object of the present invention is to provide an organic EL element that has high efficiency, a low driving voltage, and a long lifespan, by combining various materials for organic EL elements, the materials having excellent hole injecting/transporting performance, such that the properties of the individual materials can be effectively exhibited. Focusing on the finding that combination use of materials for hole-transporting layers having specific mobilities enables efficient transport of holes injected from an anode side and enhances electron blockability, an organic EL element having high efficiency, a low driving voltage, and a long lifespan was produced by using a specific arylamine compound for the hole-transporting layer, and thus, the present invention was accomplished.Type: ApplicationFiled: September 5, 2022Publication date: October 17, 2024Applicant: HODOGAYA CHEMICAL CO., LTD.Inventors: Yuta HIRAYAMA, Kouki KASE, Eriko CHIBA, Shuichi HAYASHI
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Publication number: 20240327701Abstract: An objective of the invention is to provide a high molecular weight material having excellent hole injectability and transportability, electron blockability, and high stability in a thin-film state. An objective of the invention is to provide an organic EL device including an organic layer (thin film) formed by the high molecular weight material and having high luminous efficiency and long lifetime. The invention relates to a high molecular weight compound including, as a repeating unit, a triarylamine structure represented by general formula (1) below. (In the formula, R1 and R2 each independently represent a substituted or unsubstituted alkyl group having 1 to 40 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 40 carbon atoms, a substituted or unsubstituted alkyloxy group having 1 to 40 carbon atoms, a substituted or unsubstituted cycloalkyloxy group having 3 to 40 carbon atoms, or a substituted or unsubstituted polyether group having 1 to 40 carbon atoms.Type: ApplicationFiled: March 7, 2022Publication date: October 3, 2024Applicant: HODOGAYA CHEMICAL CO., LTD.Inventors: Hiroki HIRAI, Kazunori TOGASHI, Yuta SAEGUSA, Mika SHINODA, Hideyoshi KITAHARA
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Patent number: 12102002Abstract: 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: GrantFiled: February 12, 2020Date of Patent: September 24, 2024Assignee: HODOGAYA CHEMICAL CO., LTD.Inventors: Kouki Kase, Si-In Kim, Ji-Yung Kim, Yuta Hirayama, Kazuyuki Suruga, Shuichi Hayashi
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Patent number: 12089488Abstract: An organic electroluminescent device having a capping layer composed of material having a high refractive index, excelling in thin film stability and durability and having no absorption in the respective wavelength ranges of blue, green, and red is provided to improve device characteristics of the organic electroluminescent device, particularly to greatly improve light extraction efficiency. The organic electroluminescent device has at least an anode electrode, a hole transport layer, a light emitting layer, an electron transport layer, a cathode electrode, and the capping layer in this order, wherein the capping layer contains an arylamine compound (X) having a structure in which two triphenylamine structures are joined within a molecule via a single bond or a divalent group that does not contain a heteroatom.Type: GrantFiled: December 6, 2018Date of Patent: September 10, 2024Assignee: Hodogaya Chemical Co., Ltd.Inventors: Norimasa Yokoyama, Shuichi Hayashi, Shigeru Kusano
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Publication number: 20240260288Abstract: An objective of the invention is to provide a high molecular weight material having excellent hole injectability and transportability, electron blockability, and high stability in a thin-film state. Another objective is to provide an organic EL device including an organic layer (thin film) formed by the high molecular weight material and having high luminous efficiency and long lifetime. The invention relates to a high molecular weight compound including a repeating unit represented by general formula (1) and a repeating unit represented by general formula (2), and having a weight-average molecular weight of 10,000 or greater to less than 1,000,000 in terms of polystyrene.Type: ApplicationFiled: May 18, 2022Publication date: August 1, 2024Applicant: HODOGAYA CHEMICAL CO., LTD.Inventors: Kazunori TOGASHI, Yuta SAEGUSA, Mika SHINODA, Hideyoshi KITAHARA, Hiroki HIRAI
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Publication number: 20240260457Abstract: 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: ApplicationFiled: March 27, 2024Publication date: August 1, 2024Applicant: HODOGAYA CHEMICAL CO., LTD.Inventors: Kouki KASE, Takeshi YAMAMOTO, Shunji MOCHIZUKI, Shuichi HAYASHI
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Patent number: 12037332Abstract: 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: GrantFiled: March 20, 2019Date of Patent: July 16, 2024Assignee: HODOGAYA CHEMICAL CO., LTD.Inventors: Kouki Kase, Su-Jin Lee, Si-In Kim, Kazuyuki Suruga, Yuta Hirayama
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Patent number: 12024527Abstract: 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: GrantFiled: November 26, 2019Date of Patent: July 2, 2024Assignee: HODOGAYA CHEMICAL CO., LTD.Inventors: Kouki Kase, Si-In Kim, Ji-Yung Kim, Yuta Hirayama
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Publication number: 20240206328Abstract: Provided are a compound represented by the following Formula (1) useful as a hole transport material for a photoelectric conversion element, and a photoelectric conversion element using the compound in a hole transport layer.Type: ApplicationFiled: March 25, 2022Publication date: June 20, 2024Applicant: HODOGAYA CHEMICAL CO., LTD.Inventors: Atsushi SAKURAI, Maki HASHIMOTO, Yuya OHKURA, Hideaki TAKAHASHI, Hiroshi SATO, Toshiaki ITO
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Patent number: 11999818Abstract: It is an object of the present invention to provide a high molecular weight compound that has excellent hole injection and transport performance, is capable of blocking electrons, and is highly stable as a thin film. It is another object of the present invention to provide an organic EL element that includes an organic layer (thin film) made of the above-described high molecular weight compound, wherein the organic EL element has high light emission efficiency and a long lifespan. The high molecular weight compound according to the present invention includes a repeating unit represented by a general formula (3), that is constituted by a specific triarylamine structural unit and a specific bonding structural unit, and has a weight average molecular weight of 10,000 or more and less than 1,000,000 on a polystyrene basis.Type: GrantFiled: July 1, 2019Date of Patent: June 4, 2024Assignee: HODOGAYA CHEMICAL CO., LTD.Inventors: Kazunori Togashi, Hideyoshi Kitahara, Junichi Izumida, Hiroki Hirai, Mika Shinoda
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Publication number: 20240179930Abstract: 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: ApplicationFiled: March 9, 2022Publication date: May 30, 2024Applicant: Hodogaya Chemical Co., Ltd.Inventors: Takeshi Yamamoto, Kouki Kase, Eriko Chiba, Yuta Hirayama, Shuichi Hayashi
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Patent number: 11997870Abstract: 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: GrantFiled: May 30, 2023Date of Patent: May 28, 2024Assignee: HODOGAYA CHEMICAL CO., LTD.Inventors: Kouki Kase, Takeshi Yamamoto, Kazuyuki Suruga, Shunji Mochizuki, Shuichi Hayashi
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Patent number: 11980092Abstract: It is an object of the present invention to provide an organic EL element including a capping layer constituted by two layers consisting of a first capping layer and a second capping layer that has a refractive index that is higher than that of the first capping layer, in order to improve the light extraction efficiency compared with an organic EL element including a capping layer constituted by a single layer. The present invention provides an organic electroluminescent element at least including an anode, a hole transport layer, a light emitting layer, an electron transport layer, a cathode, and a capping layer arranged in this order, wherein the capping layer has a structure constituted by two layers consisting of a first capping layer and a second capping layer, a refractive index of the second capping layer is higher than a refractive index of the first capping layer throughout a wavelength range from 450 to 650 nm, and the second capping layer contains an arylamine compound having a specific structure.Type: GrantFiled: February 28, 2020Date of Patent: May 7, 2024Assignees: HODOGAYA CHEMICAL CO., LTD., SFC CO., LTD.Inventors: Yuta Hirayama, Shunji Mochizuki, Takeshi Yamamoto, Shuichi Hayashi, Young-hwan Park
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Patent number: 11974499Abstract: 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: GrantFiled: January 10, 2019Date of Patent: April 30, 2024Assignee: HODOGAYA CHEMICAL CO., LTD.Inventors: Kouki Kase, Takeshi Yamamoto, Shunji Mochizuki, Shuichi Hayashi
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Patent number: 11968882Abstract: A high-molecular-weight compound having at least one substituted triarylamine structural unit represented by the following general formula (1), further including a structural unit having at least one aromatic hydrocarbon ring or a structural unit having a triarylamine skeleton in addition to the at least one substituted triarylamine structural unit, and having a weight average molecular weight of 10,000 or more and 1,000,000 or less in terms of polystyrene and no a crosslinker, wherein the high-molecular-weight compound is used in an organic EL device as a constituent material of at least one organic layer. A polymer material having excellent hole injection/transport performance, electron blocking capability, high heat resistance, and high stability in a thin-film state for use in a polymer organic EL device, and an organic EL device having a low drive voltage, high light emission efficiency, and a long lifetime using this polymer material.Type: GrantFiled: May 29, 2020Date of Patent: April 23, 2024Assignee: HODOGAYA CHEMICAL CO., LTD.Inventors: Kazunori Togashi, Mika Shinoda, Hideyoshi Kitahara, Shunji Mochizuki, Hiroki Hirai, Yuta Saegusa
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Publication number: 20240116914Abstract: 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: ApplicationFiled: February 10, 2022Publication date: April 11, 2024Applicant: HODOGAYA CHEMICAL CO., LTD.Inventors: Eriko CHIBA, Takeshi YAMAMOTO, Kouki KASE, Yuta HIRAYAMA, Shuichi HAYASHI
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Patent number: 11944004Abstract: According to the present invention, there is provided an organic electroluminescence element including at least an anode, a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, and a cathode in the stated order, the organic electroluminescence element being characterized in that: the hole injection layer contains an arylamine compound represented by the following general formula (1) and an electron acceptor. The organic EL element of the present invention has a high light emission efficiency and an excellent durability, as compared with the related art, while maintaining the existing low drive voltage.Type: GrantFiled: February 8, 2017Date of Patent: March 26, 2024Assignee: HODOGAYA CHEMICAL CO., LTD.Inventors: Norimasa Yokoyama, Shuichi Hayashi, Naoaki Kabasawa, Takeshi Yamamoto