Patents Assigned to Hodogaya Chemical Co., Ltd.
  • Patent number: 11672169
    Abstract: An object of the present invention is to provide an organic EL element that has (1) high light emission efficiency and high power efficiency, (2) a low light-emission start voltage, (3) a low actual driving voltage, and (4) an especially long lifespan. According to the present invention, provided is an organic electroluminescent element, or organic EL element, having at least an anode, a hole injection layer, a first hole transport layer, a second hole transport layer, a light emitting layer, an electron transport layer, and a cathode, in this order, wherein the second hole transport layer contains an arylamine compound represented by the general formula (1) below, and the electron transport layer contains a pyrimidine derivative represented by the general formula (2) below. Note that A in the general formula (2) represents a monovalent group represented by the structural formula (3) below.
    Type: Grant
    Filed: March 9, 2018
    Date of Patent: June 6, 2023
    Assignee: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Shunji Mochizuki, Takeshi Yamamoto, Naoaki Kabasawa
  • 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
  • Publication number: 20230100661
    Abstract: It is an object of the present invention to provide a high molecular weight compound that has excellent hole-injecting/transporting performance, is capable of blocking electrons, and is highly stable in a thin film state. It is another object of the invention to provide a light emitting diode with high luminous efficacy and a long lifespan, containing an organic layer (thin film) made of the above-described high molecular weight compound. The high molecular weight compound according to the present invention includes a repeating unit constituted by a specific triarylamine structural unit and a specific bonding structural unit, and has a weight average molecular weight in terms of polystyrene of 10,000 or more and less than 1,000,000.
    Type: Application
    Filed: February 17, 2021
    Publication date: March 30, 2023
    Applicant: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Kazunori TOGASHI, Hideyoshi KITAHARA, Shunji MOCHIZUKI, Hiroki HIRAI, Mika SHINODA, Yuta SAEGUSA
  • Publication number: 20230095238
    Abstract: The present invention is related to an organic EL element having a capping layer composed of a material having (1) a high absorption coefficient; (2) a high refractive index; (3) good stability of a thin film; (4) excellent durability; (5) excellent light resistance; and (6) no absorption in each of the wavelength regions of blue, green, and red. Since an arylamine-based material having a specific structure according to the present invention is excellent in the stability and durability of a thin film, an organic EL element in which an amine compound having a specific benzazole ring structure having a high refractive index is selected as a material having a high absorbance at a wavelength of 400 nm to 410 nm in an absorption spectrum having a concentration of 10?5 mol/L and used as a material constituting a capping layer exhibits good element characteristics.
    Type: Application
    Filed: February 17, 2021
    Publication date: March 30, 2023
    Applicant: Hodogaya Chemical Co., Ltd.
    Inventors: Yuta HIRAYAMA, Eriko CHIBA, Kouki KASE, Takeshi YAMAMOTO, Kazuyuki SURUGA
  • Publication number: 20230099897
    Abstract: An object of the present invention is to provide a material for a highly efficient and highly durable organic EL device, and specifically, an organic compound with excellent properties including excellent hole-injecting/transporting performance, electron-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 device by using this compound. The present invention is directed to an arylamine compound having a fluorenyl skeleton-containing heterocycle structure, with excellent heat resistance and good hole-transporting capability. An organic EL device including this compound in its hole-transporting layer, electron-blocking layer, light-emitting layer, or hole-injecting layer exhibited good device characteristics.
    Type: Application
    Filed: February 25, 2021
    Publication date: March 30, 2023
    Applicant: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Kouki KASE, Sang-Won KO, Jung-Ho RYU, Bong-Hyang LEE, Junichi IZUMIDA
  • Publication number: 20230101400
    Abstract: An organic electroluminescent element including an anode and a cathode and including, between the anode and the cathode, at least a first hole transport layer, a second hole transport layer, a blue-light-emitting layer, and an electron transport layer disposed in this order from the anode side, in which at least one of the layers disposed between the first hole transport layer and the electron transport layer includes an arylamine compound represented by general formula (1).
    Type: Application
    Filed: January 21, 2021
    Publication date: March 30, 2023
    Applicants: HODOGAYA CHEMICAL CO., LTD., SFC CO., LTD.
    Inventors: Junichi IZUMIDA, Takeshi YAMAMOTO, Kouki KASE, Kazuyuki SURUGA, Shuichi HAYASHI, Soon-Wook CHA, Sung-Hoon JOO, Byung-Sun YANG, Ji-Hwan KIM
  • Patent number: 11605785
    Abstract: 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 formula (1), and the light-emitting layer contains a heterocyclic compound having a fused ring structure represented by formula (2) or a heterocyclic compound having a fused ring stricture represented by formula (3), wherein each of formulas (1), (2) and (3) are set forth in the specification.
    Type: Grant
    Filed: September 21, 2018
    Date of Patent: March 14, 2023
    Assignees: HODOGAYA CHEMICAL CO., LTD., SFC CO., LTD.
    Inventors: Yuta Hirayama, Takeshi Yamamoto, Kazuyuki Suruga, Se-Jin Lee, Oun-Gyu Lee, Bong-Ki Shin
  • Patent number: 11594683
    Abstract: A material for an organic electroluminescent device that is excellent in hole injection and transport abilities, electron blocking ability, stability in a thin film state, and durability is provided as a material for an organic electroluminescent device having high efficiency and high durability. Further, an organic electroluminescent device having low driving voltage, high efficiency, and a long lifetime is provided by combining the material with various materials for an organic EL device that is excellent in hole and electron injection and transport abilities, electron blocking ability, thin film stability, and durability, in such a manner that the characteristics of the materials can be effectively exhibited. An organic electroluminescent device comprising at least an anode, a hole transport layer, a light emitting layer, an electron transport layer, and a cathode in this order, wherein the hole transport layer comprises an arylamine compound of the following general formula (1).
    Type: Grant
    Filed: October 26, 2016
    Date of Patent: February 28, 2023
    Assignee: Hodogaya Chemical Co., Ltd.
    Inventors: Shuichi Hayashi, Naoaki Kabasawa, Takeshi Yamamoto, Hideyoshi Kitahara
  • Patent number: 11594700
    Abstract: To provide a material for an organic EL device that is excellent in hole injection and transport abilities, electron blocking ability, thin film stability, and durability, as a material for an organic EL device with high efficiency and high durability, and also to provide an organic EL device having a high efficiency, a low driving voltage, and a long lifetime by combining the material with various materials for an organic EL device that is excellent in hole and electron injection and transport abilities, electron blocking ability, thin film stability, and durability. An organic electroluminescent device comprising at least an anode, a hole transport layer, a light emitting layer, an electron transport layer and a cathode in this order, wherein the hole transport layer comprises a carbazole compound of the following general formula (1), and the light emitting layer comprises a blue light emitting dopant.
    Type: Grant
    Filed: October 30, 2017
    Date of Patent: February 28, 2023
    Assignee: Hodogaya Chemical Co., Ltd.
    Inventors: Kazuyuki Suruga, Takeshi Yamamoto, Keigo Naito
  • Patent number: 11578065
    Abstract: An organic EL device is provided, including at least an anode, a hole transport layer, a light-emitting layer, an electron transport layer, and a cathode in this order, wherein the hole transport layer contains an arylamine compound represented by the following formula (1), wherein Ar1 to Ar8 and n1 are defined in the specification, and the electron transport layer contains a compound having a benzoazole ring structure represented by the following formula (2), wherein Ar9, Ar10, X, Y1, Z1 and Z2 are defined in the specification.
    Type: Grant
    Filed: September 4, 2018
    Date of Patent: February 14, 2023
    Assignee: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Kazuyuki Suruga, Takeshi Yamamoto, Kouki Kase, Shunji Mochizuki
  • Publication number: 20220416165
    Abstract: The present inventors have focused the fact that an arylamine material having a specific structure is excellent in hole injection/transport ability, thin film stability and durability. The arylamine compound of the above can be selected as a material for the hole transport layer, holes injected from the anode side can be efficiently transported. Furthermore, various organic EL devices combining electron transport materials having a specific structure and the like were manufactured, and the characteristics of the devices were evaluated diligently.
    Type: Application
    Filed: October 20, 2020
    Publication date: December 29, 2022
    Applicants: Hodogaya Chemical Co., Ltd., SFC Co., Ltd.
    Inventors: Kazuyuki Suruga, Kouki Kase, Takeshi Yamamoto, Shuichi Hayashi, Soon-wook Cha, Sung-hoon Joo, Byung-sun Yang, Ji-hwan Kim
  • Publication number: 20220352469
    Abstract: It is an object of the present invention to provide a polymer organic EL element that has a low driving voltage, high light emission efficiency, and a long lifespan. The present invention provides an organic electroluminescence element having a pair of electrodes and at least one organic layer between the electrodes, wherein the organic layer is constituted by two or more high molecular weight compounds including at least high molecular weight compounds ? and ?, and the high molecular weight compound ? has a substituted triarylamine structural unit represented by a general formula (1) below and has a weight average molecular weight of 10,000 or more and less than 1,000,000 in terms of polystyrene. For the symbols in the formula, see the Description.
    Type: Application
    Filed: October 7, 2020
    Publication date: November 3, 2022
    Applicant: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Kazunori TOGASHI, Mika SHINODA, Junichi IZUMIDA, Shunji MOCHIZUKI, Hiroki HIRAI, Yuta SAEGUSA
  • Publication number: 20220324791
    Abstract: A mixture containing p-diphenyl compound derivatives represented by the following general formula (1), general formula (2), and general formula (3).
    Type: Application
    Filed: March 30, 2022
    Publication date: October 13, 2022
    Applicant: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Katsumi ABE, Shusaku KOIE, Yuya OKURA, Takuya UEHARA, Hideyuki OTSUKA
  • Patent number: 11437583
    Abstract: It is an object of the present invention to provide an organic EL device in which, as a highly efficient and highly durable organic EL material, various materials excelling in electron injection/transport performance, hole blocking performance, hole resistance performance, exciton confinement performance, stability in a film state, and durability, are combined so that properties of each material can be effectively demonstrated, thereby achieving (1) high light emission efficiency and power efficiency, (2) low luminescence starting voltage, (3) low practical driving voltage, and (4) particularly long lifetime. An organic EL device including at least a anode, a hole transport layer, a light-emitting layer, a hole blocking layer, an electron transport layer, and a cathode in this order, characterized in that the hole blocking layer includes a compound having a benzoazole structure represented by the following general formula (1).
    Type: Grant
    Filed: July 25, 2018
    Date of Patent: September 6, 2022
    Assignee: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Kouki Kase, Naoaki Kabasawa, Shunji Mochizuki, Kazuyuki Suruga
  • Publication number: 20220255008
    Abstract: [Object] To provide 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 provide an organic EL device having a low drive voltage, high light emission efficiency, and a long lifetime using this polymer material.
    Type: Application
    Filed: May 29, 2020
    Publication date: August 11, 2022
    Applicant: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Kazunori TOGASHI, Mika SHINODA, Hideyoshi KITAHARA, Shunji MOCHIZUKI, Hiroki HIRAI, Yuta SAEGUSA
  • Patent number: 11407709
    Abstract: An aryldiamine compound represented by formula (1) and an organic electroluminescent device including a pair of electrodes and at least one organic layer disposed therebetween wherein the at least one organic layer contains the aryldiamine compound. The aryldiamine compound is excellent in hole transporting properties, hole injection properties, electron blocking properties, stability in thin film form, and heat resistance. The organic electroluminescent device achieves high emission efficiency and power efficiency, drives at a low voltage, and, in particular, has a long life.
    Type: Grant
    Filed: September 7, 2017
    Date of Patent: August 9, 2022
    Assignee: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Takeshi Yamamoto, Kouki Kase, Shunji Mochiduki
  • Publication number: 20220220083
    Abstract: An objective of the invention is to provide, as a material for highly efficient, highly durable organic EL devices, an organic compound having excellent properties, such as excellent electron injection capability and transportability, hole blocking capability, and high stability in a thin-film state, and also to provide a highly efficient, highly durable organic EL device by using this compound. The present invention has been achieved by focusing on the fact that a benzotriazole ring structure, which has electron affinity, contains nitrogen atoms having the ability to coordinate with a metal and also has excellent heat resistance, and by thus designing and chemically synthesizing various compounds having a benzotriazole ring structure and assessing the properties of various organic EL devices using those compounds, thereby finding out that organic EL devices having excellent properties can be achieved by using specifically-structured compounds having a benzotriazole ring structure.
    Type: Application
    Filed: June 2, 2020
    Publication date: July 14, 2022
    Applicant: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Kouki KASE, Jae-Geon LIM, Ji-Yung KIM, Yuta HIRAYAMA, Kazuyuki SURUGA
  • Publication number: 20220177454
    Abstract: Provided are: a trisubstituted benzene compound represented by general formulae (1) and (2); and an organic electroluminescence (EL) element having a pair of electrodes and at least a pair of organic layers interposed therebetween, the organic EL element being characterized in that said compound is used as a constituent material for at least one organic layer.
    Type: Application
    Filed: March 5, 2020
    Publication date: June 9, 2022
    Applicants: HODOGAYA CHEMICAL CO., LTD., SHINSHU UNIVERSITY
    Inventors: Kazunori TOGASHI, Hideyoshi KITAHARA, Musubu ICHIKAWA
  • Publication number: 20220149291
    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.
    Type: Application
    Filed: February 28, 2020
    Publication date: May 12, 2022
    Applicants: HODOGAYA CHEMICAL CO., LTD., SFC CO., LTD.
    Inventors: Yuta HIRAYAMA, Shunji MOCHIZUKI, Takeshi YAMAMOTO, Shuichi HAYASHI, Young-hwan PARK