Patents Assigned to Hodogaya Chemical Co., Ltd.
  • Publication number: 20230365495
    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.
    Type: Application
    Filed: October 7, 2021
    Publication date: November 16, 2023
    Applicant: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Takeshi YAMAMOTO, Yuta HIRAYAMA, 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: 20230345817
    Abstract: An object is to provide a material for an organic EL device having excellent hole injection and transport performance, electron blocking ability, stability in a thin film state, and durability, and further to provide an organic EL device having high efficiency, a low driving voltage, and a long lifetime by combining the material with various materials for an organic EL device having excellent hole and electron injection and transport performance, electron blocking ability, stability in a thin film state, and durability in such a manner that the characteristics of each of the materials can be effectively exhibited. An organic EL device was fabricated by focusing on the fact that a triarylamine compound having a specific structure has excellent hole injection and transport ability, thin film stability, and durability, and selecting a specific arylamine compound as a material for forming a second hole transport layer, and the invention was completed.
    Type: Application
    Filed: August 13, 2021
    Publication date: October 26, 2023
    Applicants: HODOGAYA CHEMICAL CO., LTD., SFC CO., LTD.
    Inventors: Junichi IZUMIDA, Sang-Won KO, Bong-Hyang LEE, Jung-Ho RYU, Takeshi YAMAMOTO, Kazuyuki SURUGA, Soon-Wook CHA, Sung-Hoon JOO, Byung-Sun YANG, Ji-Hwan KIM
  • Publication number: 20230329080
    Abstract: It is an object of the present invention to provide a composition for light emitting diodes with which it is possible to obtain an organic EL element that includes an organic layer formed using a high molecular weight material and whose service life can be extended as compared with that of conventional organic EL elements. The present invention provides a composition for light emitting diodes containing a high molecular weight compound and a thermally crosslinkable low molecular weight compound, wherein the thermally crosslinkable low molecular weight compound includes a compound that has two or more thermally crosslinkable structures in a molecule. The thermally crosslinkable low molecular weight compound preferably includes a compound that contains two or more thermally crosslinkable structures selected from the group consisting of an acrylate structure, a methacrylate structure, and a maleimide structure in a molecule.
    Type: Application
    Filed: September 17, 2021
    Publication date: October 12, 2023
    Applicant: HODOGAYA CHEMICAL CO., LTD.
    Inventors: Yuta SAEGUSA, Mika SHINODA, Kazunori TOGASHI, Hiroki HIRAI
  • 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
  • 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: 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
  • 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
  • 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