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公开(公告)号:US20240352009A1
公开(公告)日:2024-10-24
申请号:US18694173
申请日:2022-10-26
Applicant: HODOGAYA CHEMICAL CO., LTD.
Inventor: Kouki KASE , Byung-Sun YANG , Moon-Chan HWANG , Junichi IZUMIDA , Yuta HIRAYAMA , Shuichi HAYASHI
IPC: C07D417/10 , C07D413/10 , C07D413/14 , C07D417/14 , C07D487/04 , H10K85/60
CPC classification number: C07D417/10 , C07D413/10 , C07D413/14 , C07D417/14 , C07D487/04 , H10K85/615 , H10K85/631 , H10K85/654 , H10K85/6572 , H10K85/6574 , H10K85/6576
Abstract: 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.
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公开(公告)号:US20230365495A1
公开(公告)日:2023-11-16
申请号:US18030289
申请日:2021-10-07
Applicant: HODOGAYA CHEMICAL CO., LTD.
Inventor: Takeshi YAMAMOTO , Yuta HIRAYAMA , Shuichi HAYASHI
IPC: C07C237/28 , C07C237/48 , C07C69/78 , C07C211/50 , C07C211/58 , C07C211/60 , C07C43/275 , C07C43/29 , H10K85/60 , H10K50/844
CPC classification number: C07C237/28 , C07C237/48 , C07C69/78 , C07C211/50 , C07C211/58 , C07C211/60 , C07C43/275 , C07C43/29 , H10K85/633 , H10K85/615 , H10K50/844
Abstract: [Problem]
An object of the present invention is to provide a compound suitable for a low refractive index layer in a capping layer in order to improve the light extraction efficiency of an organic EL device.
[Solution]
The present invention was achieved by focusing on the fact that an adamantane compound has excellent thin film stability and finding that an amide compound, an ester compound, an amine compound, or an ether compound, in which adamantane is arranged at the center, exhibits a low refractive index property, and an organic EL device having excellent luminous efficiency was obtained by using this compound as a material for forming a capping layer having a low refractive index.-
公开(公告)号:US20220149291A1
公开(公告)日:2022-05-12
申请号:US17431195
申请日:2020-02-28
Applicant: HODOGAYA CHEMICAL CO., LTD. , SFC CO., LTD.
Inventor: Yuta HIRAYAMA , Shunji MOCHIZUKI , Takeshi YAMAMOTO , Shuichi HAYASHI , Young-hwan PARK
Abstract: 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.
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公开(公告)号:US20250109145A1
公开(公告)日:2025-04-03
申请号:US18684337
申请日:2022-08-18
Applicant: HODOGAYA CHEMICAL CO., LTD.
Inventor: Eriko CHIBA , Kouki KASE , Takeshi YAMAMOTO , Yuta HIRAYAMA , Shuichi HAYASHI
IPC: C07D519/00 , H10K50/844 , H10K85/60
Abstract: An object of the present invention is to provide a compound not affecting a material inside a device by absorbing light at a wavelength of 400 nm to 410 nm of sunlight, and having a high refractive index at a wavelength in range of 450 nm to 750 nm in order to prevent deterioration inside the device of an organic EL device and greatly improve light extraction efficiency.
The present invention was achieved by focusing on the fact that arylamine-based materials have excellent thin film stability and durability and planning a diamine compound having a specific benzazole ring structure with a high refractive index, using the compound as materials constituting a capping layer, and an organic EL device having excellent luminous efficiency was obtained.-
公开(公告)号:US20240360358A1
公开(公告)日:2024-10-31
申请号:US18681888
申请日:2022-09-20
Applicant: HODOGAYA CHEMICAL CO., LTD.
Inventor: Kouki KASE , Eriko CHIBA , Byung-Sun YANG , Moon-Chan HWANG , Yuta HIRAYAMA , Shuichi HAYASHI
CPC classification number: C09K11/06 , H10K50/11 , H10K85/6572 , C09K2211/1029
Abstract: 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.-
公开(公告)号:US20240116914A1
公开(公告)日:2024-04-11
申请号:US18273421
申请日:2022-02-10
Applicant: HODOGAYA CHEMICAL CO., LTD.
Inventor: Eriko CHIBA , Takeshi YAMAMOTO , Kouki KASE , Yuta HIRAYAMA , Shuichi HAYASHI
IPC: C07D413/14 , C07C15/24 , C07D209/90 , C07D239/26 , C07D307/91 , C07D401/10 , C07D401/14 , C07D417/14 , H10K85/20 , H10K85/60
CPC classification number: C07D413/14 , C07C15/24 , C07D209/90 , C07D239/26 , C07D307/91 , C07D401/10 , C07D401/14 , C07D417/14 , H10K85/20 , H10K85/615 , H10K85/654 , H10K85/6572 , H10K85/6574 , H10K85/6576
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.
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公开(公告)号:US20230180598A1
公开(公告)日:2023-06-08
申请号:US17925619
申请日:2021-06-16
Applicant: HODOGAYA CHEMICAL CO., LTD. , SFC CO., LTD.
Inventor: Yuta HIRAYAMA , Takeshi YAMAMOTO , Kouki KASE , Kazuyuki SURUGA , Shuichi HAYASHI , Soon-Wook CHA , Sung-Hoon JOO , Byung-Sun YANG , Ji-Hwan KIM
CPC classification number: H10K85/633 , H10K85/658 , C09K11/06 , H10K50/156
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.
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公开(公告)号:US20220102635A1
公开(公告)日:2022-03-31
申请号:US17296347
申请日:2019-11-28
Applicant: SFC CO., LTD. , HODOGAYA CHEMICAL CO., LTD.
Inventor: Sung-hoon JOO , Byung-sun YANG , Su-jin KIM , Ji-hwan KIM , Hyeon-jun JO , Sung-eun CHOI , Bong-ki SHIN , Young-hwan PARK , Shuichi HAYASHI , Takeshi YAMAMOTO , Shunji MOCHIZUKI , Yuta HIRAYAMA
Abstract: An organic light-emitting element according to the present invention employs a polycyclic aromatic derivative compound in a light-emitting layer inside the element, and further comprises a capping layer. Thus, the organic light-emitting element can be made highly efficient and can be useful for a device selected from among a flat panel display device, a flexible display device, a monochrome or white flat panel lighting device, and a monochrome or white flexible lighting device.
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公开(公告)号:US20210210693A1
公开(公告)日:2021-07-08
申请号:US17057040
申请日:2019-06-20
Applicant: HODOGAYA CHEMICAL CO., LTD.
Inventor: Takuya UEHARA , Kouki KASE , Kyung-Hwa PARK , Yuta HIRAYAMA
IPC: H01L51/00 , C07C211/54 , C07C211/61 , C07C211/58
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.)
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公开(公告)号:US20200287141A1
公开(公告)日:2020-09-10
申请号:US16650717
申请日:2018-09-21
Applicant: HODOGAYA CHEMICAL CO., LTD. , SFC CO., LTD.
Inventor: Yuta HIRAYAMA , Takeshi YAMAMOTO , Kazuyuki SURUGA , Se-Jin LEE , Oun-Gyu LEE , Bong-Ki SHIN
Abstract: [Object] It is an object of the present invention to provide an organic EL device in which various materials for an organic EL device, which is excellent in hole/electron injection/transport performance, electron blocking performance, stability in a thin film state, and durability, are combined as materials for an organic EL device that has high light emission efficiency and high durability so that properties of each of the materials can be effectively expressed, thereby achieving (1) high light emission efficiency and power efficiency, (2) a low light emission start voltage, (3) a low practical driving voltage, and particularly (4) a long lifetime.[Solving Means] There is provided an organic electroluminescence device, including at least an anode, a hole transport layer, a light-emitting layer, an electron transport layer, and a cathode in the stated order, the organic electroluminescence device being characterized in that the hole transport layer contains an arylamine compound represented by the following general formula (1), and the light-emitting layer contains a heterocyclic compound having a fused ring structure represented by the following general formula (2) or a heterocyclic compound having a fused ring structure represented by the following general formula (3).
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