公开(公告)号：US10541369B2

公开(公告)日：2020-01-21

申请号：US13979746

申请日：2012-01-16

申请人： Norimasa Yokoyama ,  Daizou Kanda ,  Shuichi Hayashi ,  Eiji Takahashi

发明人： Norimasa Yokoyama ,  Daizou Kanda ,  Shuichi Hayashi ,  Eiji Takahashi

IPC分类号： H01L51/50 ,  H01L51/00 ,  C07D471/04 ,  C07D401/14

摘要： To provide an organic compound of excellent characteristics that exhibits excellent electron-injecting/transporting performance with hole blocking ability, and has high stability in the thin-film state, as material for an organic electroluminescent device having high efficiency and high durability, and to provide the organic electroluminescent device having high efficiency and high durability using the compound. An organic electroluminescent device includes a pair of electrodes, and one or more organic layers sandwiched between the pair of electrodes, wherein the compound of general formula (1) in which a substituted bipyridyl group and a pyridoindole ring structure are bonded via a phenylene group, is used as a constituent material of at least one organic layer.

公开(公告)号：US09444055B2

公开(公告)日：2016-09-13

申请号：US14001560

申请日：2012-02-24

申请人： Norimasa Yokoyama ,  Shuichi Hayashi ,  Eiji Takahashi ,  Shigeru Kusano

发明人： Norimasa Yokoyama ,  Shuichi Hayashi ,  Eiji Takahashi ,  Shigeru Kusano

IPC分类号： H01L51/50 ,  H01L51/00 ,  C09K11/06 ,  H05B33/14 ,  C07C211/54 ,  C07C211/56 ,  C07C211/58 ,  H05B33/10

CPC分类号： H01L51/0072 ,  C07C211/54 ,  C07C211/56 ,  C07C211/58 ,  C07C2601/14 ,  C07C2603/18 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1014 ,  C09K2211/1029 ,  H01L51/0059 ,  H01L2251/308 ,  H05B33/10 ,  H05B33/14

摘要： An organic electroluminescent device comprising, between an anode and a cathode, a hole-transporting layer, a luminous layer and an electron-transporting layer, wherein the hole-transporting layer contains an arylamine compound (X) having a molecular structure to which three or more triphenylamine skeletons are singly bonded or bonded through a divalent hydrocarbon group and an arylamine compound (Y) having a molecular structure to which two triphenylamine skeletons are singly bonded or bonded through the divalent hydrocarbon group. The device excels in hole and electron injection/transport property, stability and durability in the form of thin films, and is highly efficient, becomes luminous on a low driving voltage, and has a long life.

摘要翻译： 一种在阳极和阴极之间包含空穴传输层，发光层和电子传输层的有机电致发光器件，其中空穴传输层含有具有分子结构的芳基胺化合物（X），其中三个或 更多的三苯胺骨架通过二价烃基和具有两个三苯基胺骨架通过二价烃基单键或键合的分子结构的芳基胺化合物（Y）单键或键合。 该器件在空穴和电子注入/传输性能，薄膜形式的稳定性和耐久性方面优异，并且高效率，在低驱动电压下变得发光，并且具有长的使用寿命。

公开(公告)号：US08927119B2

公开(公告)日：2015-01-06

申请号：US13388123

申请日：2010-07-28

申请人： Norimasa Yokoyama ,  Shuichi Hayashi ,  Naoaki Kabasawa ,  Daizou Kanda ,  Shigeru Kusano

发明人： Norimasa Yokoyama ,  Shuichi Hayashi ,  Naoaki Kabasawa ,  Daizou Kanda ,  Shigeru Kusano

IPC分类号： H01L51/54 ,  H01L51/00 ,  C07D471/04 ,  H01L51/50

CPC分类号： H01L51/0052 ,  C07D471/04 ,  C07D519/00 ,  H01L51/0058 ,  H01L51/0067 ,  H01L51/0072 ,  H01L51/5012 ,  H01L51/5048 ,  H01L51/508 ,  H01L51/5092 ,  H01L51/5096 ,  Y10S428/917

摘要： There is provided an organic compound having excellent characteristics, including excellent electron-injecting/transporting performance, hole blocking ability, and high stability in the thin-film state, for use as material of an organic electroluminescent device having high efficiency and high durability. There is also provided a high-efficient and high-durable organic electroluminescent device using the compound. The compound is represented by general formula (1) having a substituted anthracene ring structure and a pyridoindole ring structure. The organic electroluminescent device includes a pair of electrodes, and one or more organic layers sandwiched between the pair of electrodes, and the compound is used as a constituent material of at least one organic layer.

摘要翻译： 提供具有优异的电子注入/输送性能，空穴阻挡能力和薄膜状态的高稳定性的特性优异的有机化合物，用作具有高效率和高耐久性的有机电致发光器件的材料。 还提供了使用该化合物的高效高效的有机电致发光器件。 该化合物由具有取代的蒽环结构和吡啶并吲哚环结构的通式（1）表示。 有机电致发光器件包括一对电极和夹在该对电极之间的一个或多个有机层，并且该化合物用作至少一个有机层的构成材料。

公开(公告)号：US20140225100A1

公开(公告)日：2014-08-14

申请号：US14343530

申请日：2012-09-06

申请人： Norimasa Yokoyama ,  Shuichi Hayashi ,  Shigeru Kusano

发明人： Norimasa Yokoyama ,  Shuichi Hayashi ,  Shigeru Kusano

IPC分类号： H01L51/00 ,  H01L51/52

CPC分类号： H01L51/0058 ,  C07C211/54 ,  C07C211/58 ,  C07D209/88 ,  C07D213/38 ,  C07D333/76 ,  C09B57/008 ,  H01L51/005 ,  H01L51/0052 ,  H01L51/0059 ,  H01L51/006 ,  H01L51/0061 ,  H01L51/0067 ,  H01L51/0072 ,  H01L51/0074 ,  H01L51/5056 ,  H01L51/5253 ,  H01L51/5275

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.

摘要翻译： 提供一种有机电致发光器件，其具有由具有高折射率，优异的薄膜稳定性和耐久性的材料构成的覆盖层，并且在蓝色，绿色和红色的各个波长范围内没有吸收，以提高有机电致发光器件的器件特性 装置，特别是大大提高光提取效率。 有机电致发光元件依次具有至少阳极电极，空穴传输层，发光层，电子输送层，阴极电极和覆盖层，其中，所述封盖层含有芳基胺化合物（X），所述芳基胺化合物 其中两个三苯胺结构通过单键在分子内连接或不含杂原子的二价基团的结构。

公开(公告)号：US08722209B2

公开(公告)日：2014-05-13

申请号：US13419849

申请日：2012-03-14

申请人： Norimasa Yokoyama ,  Shuichi Hayashi ,  Shigeru Kusano

发明人： Norimasa Yokoyama ,  Shuichi Hayashi ,  Shigeru Kusano

IPC分类号： H01L51/54 ,  C07D471/04

CPC分类号： C09K11/06 ,  C07D471/04 ,  C07D519/00 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1029 ,  C09K2211/1044 ,  H01L51/0072 ,  H01L51/0081 ,  H01L51/5048 ,  H01L51/5096 ,  H05B33/14 ,  Y10S428/917

摘要： The invention relates to a compound having a pyridoindole ring structure having a substituted pyridyl group of formula (1); and to an organic electroluminescent device comprising a pair of electrodes and at least one organic layer interposed between the electrodes, wherein at least one of the organic layer(s) contains the compound: wherein Ar represents a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group; R1 to R10 may be the same or different from one another and each independently represents a hydrogen atom, a fluorine atom, a cyano group, an alkyl group, or a substituted or unsubstituted aromatic hydrocarbon group; Z represents a 6-membered aromatic heterocyclic ring containing one nitrogen atom; and m and n each independently represents an integer of 1 to 3, provided that n is 1 when m is 2 or 3.

摘要翻译： 本发明涉及具有取代的式（1）的吡啶基的吡啶并吲哚环结构的化合物; 以及包含一对电极和介于所述电极之间的至少一个有机层的有机电致发光器件，其中所述有机层中的至少一个含有所述化合物：其中Ar表示取代或未取代的芳族烃基，取代的 或未取代的芳族杂环基，或取代或未取代的稠合多环芳基; R 1〜R 10可以相同也可以不同，各自独立地表示氢原子，氟原子，氰基，烷基或取代或未取代的芳香族烃基。 Z表示含有一个氮原子的6元芳族杂环; m和n各自独立地表示1〜3的整数，条件是当m为2或3时n为1。

公开(公告)号：US08624228B2

公开(公告)日：2014-01-07

申请号：US12867556

申请日：2009-02-13

申请人： Norimasa Yokoyama ,  Shuichi Hayashi ,  Sawa Izumi ,  Shigeru Kusano

发明人： Norimasa Yokoyama ,  Shuichi Hayashi ,  Sawa Izumi ,  Shigeru Kusano

IPC分类号： H01L35/24 ,  H01L51/00

CPC分类号： C07D471/04 ,  C07D519/00 ,  H01L51/0059 ,  H01L51/0067 ,  H01L51/0072 ,  H01L51/5048

摘要： Objects of the invention are to provide an organic compound having excellent properties, which is excellent in eleclron-injecting/transporling performance, has hole-blocking ability, and is highly stable in a thin-film state, as a material for an organic electroluminescent devices having a high-efficiency and a high durability; and to provide an organic electroluminescent device having a high-efficiency and a high durability using the compound. The invention relates to: a compound having a pyridoindolc ring structure bonded with a substituted pyridyl group and an organic electroluminescent device comprising a pair of electrodes and at least one organic layer interposed between the electrodes.

摘要翻译： 本发明的目的是提供具有优异的电子注入/转运性能，具有空穴阻断能力，并且在薄膜状态下高度稳定的有机电致发光器件的材料具有优异性能的有机化合物 具有高效率和高耐久性; 并提供使用该化合物具有高效率和高耐久性的有机电致发光器件。 本发明涉及：具有与取代的吡啶基键合的吡啶并吲哚环结构的化合物和包含一对电极和介于电极之间的至少一个有机层的有机电致发光器件。

公开(公告)号：US09564600B2

公开(公告)日：2017-02-07

申请号：US14000406

申请日：2012-02-14

申请人： Norimasa Yokoyama ,  Makoto Nagaoka ,  Sawa Izumi ,  Hiroshi Ookuma ,  Shuichi Hayashi

发明人： Norimasa Yokoyama ,  Makoto Nagaoka ,  Sawa Izumi ,  Hiroshi Ookuma ,  Shuichi Hayashi

IPC分类号： H01L51/00 ,  C07D487/04 ,  C09K11/06 ,  H05B33/10 ,  H01L51/50

CPC分类号： H01L51/006 ,  C07D487/04 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1014 ,  C09K2211/1029 ,  C09K2211/1037 ,  C09K2211/1088 ,  C09K2211/1092 ,  H01L51/0061 ,  H01L51/0067 ,  H01L51/0071 ,  H01L51/0072 ,  H01L51/0073 ,  H01L51/5056 ,  H05B33/10

摘要： A compound having an indolocarbazole ring structure is represented by the following general formula (1), and is used as a material for forming a highly efficient and highly durable organic electroluminescent device. The compound features excellent hole injection/transport capability, has electron blocking power and is highly stable in the form of a thin film. wherein, A is a divalent aromatic hydrocarbon group or aromatic heterocyclic group, Ar1 to Ar4 are monovalent aromatic hydrocarbon groups or aromatic heterocyclic groups, and R1 to R9 are hydrogen atoms, deuterium atoms, fluorine atoms, chlorine atoms, cyano groups, nitro groups, alkyl groups, cycloalkyl groups, alkenyl groups, alkyloxy groups, cycloalkyloxy groups, aromatic hydrocarbon groups, aromatic heterocyclic groups or aryloxy groups.

摘要翻译： 具有吲哚咔唑环结构的化合物由以下通式（1）表示，用作形成高效耐用的有机电致发光器件的材料。 该化合物具有优异的空穴注入/输送能力，具有电子阻挡能力，并且以薄膜的形式高度稳定。 其中，A为二价芳香族烃基或芳香族杂环基，Ar 1〜Ar 4为1价芳香族烃基或芳香族杂环基，R 1〜R 9为氢原子，氘原子，氟原子，氯原子，氰基 硝基，烷基，环烷基，烯基，烷氧基，环烷氧基，芳族烃基，芳族杂环基或芳氧基。

公开(公告)号：US08771841B2

公开(公告)日：2014-07-08

申请号：US12993051

申请日：2009-05-15

申请人： Norimasa Yokoyama ,  Shigeru Kusano ,  Shuichi Hayashi

发明人： Norimasa Yokoyama ,  Shigeru Kusano ,  Shuichi Hayashi

IPC分类号： H01L51/54

CPC分类号： H01L51/006 ,  C07D471/04 ,  C09K11/06 ,  C09K2211/1014 ,  H01L51/0052 ,  H01L51/0059 ,  H01L51/0067 ,  H01L51/0072 ,  H01L51/5048

摘要： A problem of the invention is to provide an organic EL device having a high efficiency, a low driving voltage and a long life, by combining various materials for organic EL device, which are excellent in an injection or transportation performance of holes or electrons, and in stability and durability in a thin film, so as to enable the respective materials to effectively reveal their characteristics. The invention relates to an organic electroluminescent device including at least an anode electrode, a hole-injecting layer, a hole-transporting layer, an emitting layer, an electron-transporting layer and a cathode electrode in this order, in which the hole-injecting layer contains an arylamine compound having, in its molecule, a structure in which three or more triphenylamine structures are connected through a single bond or a hetero atom-free divalent group; and the hole-transporting layer contains an arylamine compound having two triphenylamine structures in its molecule.

摘要翻译： 本发明的一个问题是通过组合空穴或电子的注入或输送性能优异的有机EL器件的各种材料，提供具有高效率，低驱动电压和长寿命的有机EL器件，以及 在薄膜中的稳定性和耐久性，以使各种材料能够有效地揭示其特性。 本发明涉及一种有机电致发光器件，其中至少具有阳极电极，空穴注入层，空穴传输层，发光层，电子传输层和阴极电极，其中空穴注入 在其分子中含有其中三个或更多个三苯胺结构通过单键或无杂原子的二价基团连接的结构的芳基胺化合物; 并且空穴传输层在其分子中含有具有两个三苯胺结构的芳基胺化合物。

公开(公告)号：US20130328040A1

公开(公告)日：2013-12-12

申请号：US14001560

申请日：2012-02-24

申请人： Norimasa Yokoyama ,  Shuichi Hayashi ,  Eiji Takahashi ,  Shigeru Kusano

发明人： Norimasa Yokoyama ,  Shuichi Hayashi ,  Eiji Takahashi ,  Shigeru Kusano

IPC分类号： H01L51/00

CPC分类号： H01L51/0072 ,  C07C211/54 ,  C07C211/56 ,  C07C211/58 ,  C07C2601/14 ,  C07C2603/18 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1014 ,  C09K2211/1029 ,  H01L51/0059 ,  H01L2251/308 ,  H05B33/10 ,  H05B33/14

摘要： An organic electroluminescent device comprising, between an anode and a cathode, a hole-transporting layer, a luminous layer and an electron-transporting layer, wherein the hole-transporting layer contains an arylamine compound (X) having a molecular structure to which three or more triphenylamine skeletons are singly bonded or bonded through a divalent hydrocarbon group and an arylamine compound (Y) having a molecular structure to which two triphenylamine skeletons are singly bonded or bonded through the divalent hydrocarbon group. The device excels in hole and electron injection/transport property, stability and durability in the form of thin films, and is highly efficient, becomes luminous on a low driving voltage, and has a long life.

摘要翻译： 一种在阳极和阴极之间包含空穴传输层，发光层和电子传输层的有机电致发光器件，其中空穴传输层含有具有分子结构的芳基胺化合物（X），其中三个或 更多的三苯胺骨架通过二价烃基和具有两个三苯基胺骨架通过二价烃基单键或键合的分子结构的芳基胺化合物（Y）单键或键合。 该器件在空穴和电子注入/传输性能，薄膜形式的稳定性和耐久性方面优异，并且高效率，在低驱动电压下变得发光，并且具有长的使用寿命。

公开(公告)号：US20130292663A1

公开(公告)日：2013-11-07

申请号：US13979746

申请日：2012-01-16

申请人： Norimasa Yokoyama ,  Daizou Kanda ,  Shuichi Hayashi ,  Eiji Takahashi

发明人： Norimasa Yokoyama ,  Daizou Kanda ,  Shuichi Hayashi ,  Eiji Takahashi

IPC分类号： H01L51/00

摘要： To provide an organic compound of excellent characteristics that exhibits excellent electron-injecting/transporting performance with hole blocking ability, and has high stability in the thin-film state, as material for an organic electroluminescent device having high efficiency and high durability, and to provide the organic electroluminescent device having high efficiency and high durability using the compound. An organic electroluminescent device includes a pair of electrodes, and one or more organic layers sandwiched between the pair of electrodes, wherein the compound of general formula (1) in which a substituted bipyridyl group and a pyridoindole ring structure are bonded via a phenylene group, is used as a constituent material of at least one organic layer.

摘要翻译： 为了提供具有优异的电子注入/输送性能，具有空穴阻挡能力并且在薄膜状态下具有高稳定性的优异特性的有机化合物作为具有高效率和高耐久性的有机电致发光器件的材料，并且提供 有机电致发光器件使用该化合物具有高效率和高耐久性。 有机电致发光器件包括一对电极和夹在该对电极之间的一个或多个有机层，其中通式（1）的化合物，其中取代的联吡啶基和吡啶并吲哚环结构经由亚苯基键合， 被用作至少一个有机层的构成材料。