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1. 发明申请

US20230099897A1 ARYLAMINE COMPOUND AND ELECTRONIC APPARATUS USING SAME 有权
公开(公告)号：US20230099897A1
公开(公告)日：2023-03-30
申请号：US17798144
申请日：2021-02-25
申请人： HODOGAYA CHEMICAL CO., LTD.
发明人： Kouki KASE , Sang-Won KO , Jung-Ho RYU , Bong-Hyang LEE , Junichi IZUMIDA
IPC分类号： H01L51/00 , C07D307/93
摘要： 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.

2. 发明授权

US11056653B2 Organic electroluminescence device 有权
公开(公告)号：US11056653B2
公开(公告)日：2021-07-06
申请号：US16094695
申请日：2017-04-18
申请人： HODOGAYA CHEMICAL CO., LTD.
发明人： Norimasa Yokoyama , Shuichi Hayashi , Naoaki Kabasawa , Takeshi Yamamoto
IPC分类号： H01L51/00 , H01L51/50 , H01L51/52
摘要： Object
To provide an organic electroluminescence device including, in order to improve the device characteristics of the organic electroluminescence device, particularly, to absorb light having the wavelengths of from 400 nm to 410 nm from sunlight, not to affect a material inside the device, and to significantly improve the light extraction efficiency, a capping layer formed of a material that has a high absorption coefficient, a high refractive index, and an excellent stability, durability, and light resistance of a thin film, and does not absorb light in the blue, green, and red wavelength range.
Solving Means
An organic electroluminescence device including at least an anode electrode, a hole transport layer, a light emitting layer, an electron transport layer, a cathode electrode, and a capping layer in the stated order, in which the capping layer includes a material having an extinction coefficient of not less than 0.3 at wavelengths of from 400 nm to 410 nm and an absorbance of not less than 0.2 at wavelengths of from 400 nm to 410 nm in an absorption spectrum of a concentration of 10−5 mol/l.

3. 发明授权

US10950797B2 Organic electroluminescent device 有权
公开(公告)号：US10950797B2
公开(公告)日：2021-03-16
申请号：US15762360
申请日：2016-09-15
申请人： HODOGAYA CHEMICAL CO., LTD.
发明人： Shuichi Hayashi , Naoaki Kabasawa , Keigo Naito
IPC分类号： H01L51/00 , H01L51/50 , C07C211/54 , C07C211/61 , C07D401/10 , C09K11/06 , H01L51/56
摘要： The present invention provides an organic EL device having at least an anode, a first hole transport layer, a second hole transport layer, a luminous layer, an electron transport layer, and a cathode in this order, wherein the second hole transport layer contains an arylamine compound represented by the following general formula (1), and the electron transport layer contains a pyrimidine derivative represented by the following general formula (2). The organic EL device of the present invention has a high efficiency, and is driven at a low driving voltage. Further, it has a particularly long lifetime.

4. 发明授权

US10818844B2 Organic electroluminescent device 有权
公开(公告)号：US10818844B2
公开(公告)日：2020-10-27
申请号：US15324133
申请日：2015-07-08
申请人： HODOGAYA CHEMICAL CO., LTD.
发明人： Norimasa Yokoyama , Takeshi Yamamoto , Shuichi Hayashi , Hideyoshi Kitahara
IPC分类号： H01L51/50 , H01L51/00 , C09K11/06 , C07D401/10 , C07C211/54 , C07C211/61
摘要： The organic EL device of the present invention has an anode, a hole transport layer, a luminous layer, an electron transport layer, and a cathode in this order, and the hole transport layer contains an arylamine compound represented by the following general formula (1): where Ar1 to Ar4 each represent a monovalent aromatic hydrocarbon group or a monovalent aromatic heterocyclic group.

5. 发明申请

US20200207748A1 ORGANIC ELECTROLUMINESCENCE DEVICE 审中-公开
公开(公告)号：US20200207748A1
公开(公告)日：2020-07-02
申请号：US16646980
申请日：2018-09-04
申请人： HODOGAYA CHEMICAL CO., LTD.
发明人： Kazuyuki SURUGA , Takeshi YAMAMOTO , Kouki KASE , Shunji MOCHIZUKI
IPC分类号： C07D413/10 , C07D413/04 , C07D413/14 , C07D417/10 , C07D417/04 , C07D417/14 , C07C211/54 , C07C211/58 , C07D263/57 , C07D277/66 , C07D209/82 , C07D307/91 , C07D333/76 , H01L51/42 , H01L51/00
摘要： [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 injection/transport performance, electron injection/transport performance, electron blocking performance, stability in a thin film state, and durability, are combined 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 EL 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 EL device being characterized in that the hole transport layer contains an arylamine compound represented by the following general formula (1), and the electron transport layer contains a compound having a benzoazole ring structure represented by the following general formula (2). (In the formula, Ar1 to Ar5 may be the same or different from each other, and represent a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted fused polycyclic aromatic group. Ar6 to Ar8 may be the same or different from each other, and represent a hydrogen atom, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted fused polycyclic aromatic group. n1 represents 0, 1, or 2. Ar3 and Ar4 may form a ring with a single bond or may be bonded to each other via a substituted or unsubstituted methylene group, an oxygen atom, or a sulfur atom to form a ring. Ar3 or Ar4 may form a ring with a benzene ring to which Ar3Ar4—N group is bonded, with a single bond or may be bonded to each other via a substituted or unsubstituted methylene group, an oxygen atom, or a sulfur atom to form a ring.) (In the formula, Ar9 and Ar10 may be the same or different from each other, and represent a hydrogen atom, a deuterium atom, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, a substituted or unsubstituted fused polycyclic aromatic group, or a substituted or unsubstituted alkyl group. Y1 represents a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, a substituted or unsubstituted fused polycyclic aromatic group, or a substituted or unsubstituted alkyl group. X represents an oxygen atom or a sulfur atom. Z1 and Z2 may be the same or different from each other, and represent a carbon atom or a nitrogen atom.)

6. 发明申请

US20200087439A1 METHOD FOR PRODUCING A BIOPOLYETHER POLYOL, BIOPOLYETHER POLYOL, AND BIOPOLYURETHANE RESIN 审中-公开
公开(公告)号：US20200087439A1
公开(公告)日：2020-03-19
申请号：US16617970
申请日：2018-03-29
申请人： Hodogaya Chemical Co., Ltd.
发明人： Yohei GOTO , Tsuyoshi SATO , Yuo MARUYAMA
IPC分类号： C08G18/48 , C08G65/20 , C08G18/32 , C08G18/66 , C08G18/76
摘要： The present invention relates to a method for producing a biopolyether polyol, which is a copolymerization reaction of tetrahydrofuran and 2-methyltetrahydrofuran in a monomer ratio (by mass) of 85/15 to 50/50, and the resulting polyether polyol of 100% plant origin having a number-average molecular weight of 500-5000. In addition, a polyurethane resin, which is the product of a synthetic reaction having as the main reactants the above polyether polyol of 100% plant origin, a polyisocyanate compound, and a chain extender that reacts with isocyanate groups, has a change in storage modulus (E′) in the low temperature range (0° C.) with respect to normal temperature (20° C.) of within 0-15%.

7. 发明授权

US10566543B2 Pyrimidine derivative and organic electroluminescent devices 有权
公开(公告)号：US10566543B2
公开(公告)日：2020-02-18
申请号：US15544116
申请日：2016-01-13
申请人： HODOGAYA CHEMICAL CO., LTD.
发明人： Norimasa Yokoyama , Shuichi Hayashi , Hideyoshi Kitahara , Sung Keum Choi , Si In Kim , Ji Yung Kim , Hyunju Oh
IPC分类号： H01L51/00 , C07D401/10 , C09K11/06 , H01L51/50 , H01L51/52
摘要： According to the present invention, there are provided pyrimidine derivatives represented by the following general formula (1). The pyrimidine derivatives of the invention are novel compounds and feature (1) good electron injection property, (2) high electron mobility, (3) excellent hole blocking property, (4) good stability in their form of thin films, and (5) excellent heat resistance.

8. 发明申请

US20200013958A1 ORGANIC ELECTROLUMINESCENT DEVICE 审中-公开
公开(公告)号：US20200013958A1
公开(公告)日：2020-01-09
申请号：US16495523
申请日：2018-03-02
申请人： Hodogaya Chemical Co., Ltd.
发明人： Kazuyuki Suruga , Shuichi Hayashi , Takeshi Yamamoto , Kouki Kase , Shunji Mochizuki
IPC分类号： H01L51/00 , C07C211/54 , C09K11/06 , C07C211/61
摘要： 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).

9. 发明申请

US20190115542A1 ORGANIC ELECTROLUMINESCENT DEVICE 审中-公开
公开(公告)号：US20190115542A1
公开(公告)日：2019-04-18
申请号：US16211756
申请日：2018-12-06
申请人： Hodogaya Chemical Co., Ltd.
发明人： Norimasa Yokoyama , Shuichi Hayashi , Shigeru Kusano
IPC分类号： H01L51/00 , C09B57/00 , C07D209/88 , C07D333/76 , C07D213/38
摘要： 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.

10. 发明申请

US20190006596A1 ORGANIC ELECTROLUMINESCENT DEVICE 审中-公开
公开(公告)号：US20190006596A1
公开(公告)日：2019-01-03
申请号：US16069218
申请日：2017-01-13
申请人： Hodogaya Chemical Co., Ltd.
发明人： Shuichi Hayashi , Naoaki Kabasawa , Takeshi Yamamoto , Shunji Mochizuki
IPC分类号： H01L51/00 , C07C211/54 , C09K11/06 , C07C211/61 , C07D209/86
摘要： 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):

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