公开(公告)号：US09337432B2

公开(公告)日：2016-05-10

申请号：US13990511

申请日：2011-11-28

申请人： Junya Ogawa ,  Takahiro Kai ,  Megumi Matsumoto

发明人： Junya Ogawa ,  Takahiro Kai ,  Megumi Matsumoto

IPC分类号： H01L51/50 ,  H01L51/00 ,  C07D209/82 ,  C07D401/04 ,  C07D403/04 ,  C07D405/04 ,  C07D409/04 ,  C09K11/06 ,  H05B33/14

CPC分类号： H01L51/0072 ,  C07D209/82 ,  C07D401/04 ,  C07D403/04 ,  C07D405/04 ,  C07D409/04 ,  C09K11/06 ,  C09K2211/1011 ,  C09K2211/1029 ,  C09K2211/1044 ,  C09K2211/1059 ,  C09K2211/1088 ,  C09K2211/1092 ,  H01L51/0071 ,  H01L51/0073 ,  H01L51/5012 ,  H01L51/5056 ,  H01L51/5096 ,  H05B33/14

摘要： Provided is an organic electroluminescent device (organic EL device) which exhibits improved luminous efficiency, ensures sufficient driving stability, and has a simple configuration. The organic electroluminescent element includes an anode, a plurality of organic layers, and a cathode laminated on a substrate, and contains a carbazole compound represented by the general formula (1) in at least one layer selected from the group consisting of a emitting layer, a hole-transporting layer, and an electron-blocking layer. In general formula (1), L represents an m-valent aromatic hydrocarbon group or aromatic heterocyclic group, R's each represent hydrogen, an alkyl group, or a cycloalkyl group, m represents an integer of 1 to 3, and n's each represent an integer of 1 to 4, provided that at least one n represents an integer of 2 to 4, and at least one specific structure represented by the formula (1a) is present in the formula.

摘要翻译： 提供了一种有机电致发光器件（有机EL器件），其具有改善的发光效率，确保足够的驱动稳定性，并且具有简单的构造。 有机电致发光元件包括阳极，多个有机层和层叠在基板上的阴极，并且含有由通式（1）表示的咔唑化合物在至少一层中选自发光层， 空穴传输层和电子阻挡层。 通式（1）中，L表示1价的芳香族烃基或芳香族杂环基，R 3表示氢，烷基或环烷基，m表示1〜3的整数，n表示整数 1至4，条件是至少一个n表示2至4的整数，并且式中存在至少一个由式（1a）表示的具体结构。

公开(公告)号：US08993129B2

公开(公告)日：2015-03-31

申请号：US13514248

申请日：2010-12-02

申请人： Ayataka Endo ,  Chihaya Adachi ,  Kazuaki Yoshimura ,  Atsushi Kawada ,  Hiroshi Miyazaki ,  Takahiro Kai

发明人： Ayataka Endo ,  Chihaya Adachi ,  Kazuaki Yoshimura ,  Atsushi Kawada ,  Hiroshi Miyazaki ,  Takahiro Kai

IPC分类号： H01L51/54 ,  C09K11/06 ,  H05B33/10 ,  C09B57/00 ,  H01L51/00 ,  H01L51/50

CPC分类号： C09K11/06 ,  C07D209/86 ,  C07D487/04 ,  C09B57/00 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1018 ,  C09K2211/1029 ,  C09K2211/1044 ,  C09K2211/1059 ,  H01L51/0072 ,  H01L51/5012 ,  H05B33/10 ,  Y10S428/917

摘要： Fluorescence-emitting material which improves luminous efficiency of an organic light-emitting element such as an organic EL element or an organic PL element and an organic light-emitting element using the fluorescence-emitting material. The fluorescence-emitting material includes a compound having an indolocarbazole skeleton represented by the following general formula (1), as defined in the specification. The organic light-emitting element includes an organic EL element including: a substrate; an anode; a cathode; and a light-emitting layer, the anode and the cathode being laminated on the substrate and the light-emitting layer being sandwiched between the anode and the cathode, in which the light-emitting layer includes: the organic light-emitting material; and as a host material, an organic compound having excited triplet energy higher than that of the organic light-emitting material.

摘要翻译： 使用荧光发射材料提高诸如有机EL元件或有机PL元件的有机发光元件和有机发光元件的发光效率的荧光发射材料。 荧光发射材料包括具有如说明书中定义的由以下通式（1）表示的吲哚咔唑骨架的化合物。 有机发光元件包括：有机EL元件，包括：基板; 阳极; 阴极 和发光层，阳极和阴极层压在基板上，发光层夹在阳极和阴极之间，其中发光层包括：有机发光材料; 作为主体材料，具有比有机发光材料高的激发三重态能量的有机化合物。

公开(公告)号：US08986858B2

公开(公告)日：2015-03-24

申请号：US13578942

申请日：2011-01-27

申请人： Masashi Tada ,  Junya Ogawa ,  Takahiro Kai ,  Megumi Matsumoto ,  Yasuhisa Tsutsumi

发明人： Masashi Tada ,  Junya Ogawa ,  Takahiro Kai ,  Megumi Matsumoto ,  Yasuhisa Tsutsumi

IPC分类号： H01L51/50 ,  C07D403/10 ,  C07D209/86 ,  C07D401/14 ,  C07D403/14 ,  C07D405/14 ,  C07D409/14 ,  H01L51/00

CPC分类号： C07D403/10 ,  C07D209/86 ,  C07D401/14 ,  C07D403/14 ,  C07D405/14 ,  C07D409/14 ,  H01L51/0067 ,  H01L51/0072 ,  H01L51/0073 ,  H01L51/0074 ,  H01L51/0087 ,  H01L51/5016 ,  H01L51/5048 ,  H01L51/5096 ,  Y10S428/917

摘要： Disclosed is an organic electroluminescent device (organic EL device) that is improved in luminous efficiency, sufficiently secures driving stability, and has a simple configuration. This organic EL device comprises organic layers between an anode and a cathode piled one upon another on a substrate and at least one organic layer selected from a light-emitting layer, a hole-transporting layer, an electron-transporting layer, and a hole-blocking layer contains a carbazole compound represented by the following formula (1). In the case where the light-emitting layer of the organic electroluminescent device contains a phosphorescent dopant and a host material, it is the carbazole compound that is contained as the host material. In formula (1), X is C—Y or a nitrogen atom; Y is a hydrogen atom, an alkyl group, a cycloalkyl group, or an aromatic group; n is an integer of 2 to 4: A is an n-valent aromatic group; L is a direct bond or a divalent aromatic group; and R is a hydrogen atom, an alkyl group, or a cycloalkyl group.

摘要翻译： 公开了一种提高发光效率的有机电致发光器件（有机EL器件），足够确保驱动稳定性，并且具有简单的结构。 该有机EL器件包括在基板上彼此堆叠的阳极和阴极之间的有机层以及从发光层，空穴传输层，电子传输层和空穴传输层中选择的至少一个有机层。 阻挡层含有由下式（1）表示的咔唑化合物。 在有机电致发光器件的发光层含有磷光掺杂剂和主体材料的情况下，作为主体材料含有咔唑化合物。 在式（1）中，X是C-Y或氮原子; Y是氢原子，烷基，环烷基或芳基; n为2〜4的整数：A为n价的芳香族基团; L是直接键或二价芳基; R为氢原子，烷基或环烷基。

公开(公告)号：US08815416B2

公开(公告)日：2014-08-26

申请号：US12746260

申请日：2008-12-24

申请人： Takahiro Kai ,  Junya Ogawa ,  Toshihiro Yamamoto

发明人： Takahiro Kai ,  Junya Ogawa ,  Toshihiro Yamamoto

IPC分类号： H01L51/54 ,  C09K11/06

CPC分类号： H01L51/0067 ,  C07D239/26 ,  C07D239/42 ,  C07D239/48 ,  C07D401/14 ,  C07D403/14 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1014 ,  C09K2211/1029 ,  C09K2211/1044 ,  H01L51/0085 ,  H01L51/5016 ,  H05B33/14

摘要： Disclosed is an organic electroluminescent device (organic EL device) which is improved in luminous efficiency, fully secured of driving stability, and of simple constitution. Also disclosed is a compound useful for the fabrication of said organic electroluminescent device. This compound for organic electroluminescent device is a bipyrimidyl compound which has a basic skeleton of 2,2′-bipyrimidyl and is substituted by an aromatic hydrocarbon group, an aromatic heterocyclic group, or a substituted amino group. The aforementioned organic electroluminescent device has a light-emitting layer between an anode and a cathode which are piled one upon another on a substrate and the light-emitting layer contains a phosphorescent dopant and the aforementioned bipyrimidyl compound as a host material.

摘要翻译： 公开了一种提高发光效率，完全确保驱动稳定性和简单结构的有机电致发光器件（有机EL器件）。 还公开了可用于制造所述有机电致发光器件的化合物。 该有机电致发光元件用化合物是具有2,2'-联嘧啶基的基本骨架并被芳香族烃基，芳香族杂环基或取代氨基取代的二嘧啶基化合物。 上述有机电致发光器件具有在基板上彼此堆叠的阳极和阴极之间的发光层，并且发光层含有磷光掺杂剂和上述双嘧啶基化合物作为主体材料。

公开(公告)号：US20140203269A1

公开(公告)日：2014-07-24

申请号：US14239874

申请日：2012-08-06

申请人： Masashi Tada ,  Takahiro Kai

发明人： Masashi Tada ,  Takahiro Kai

IPC分类号： H01L51/00

CPC分类号： H01L51/0072 ,  C07D209/86 ,  C07D405/14 ,  C07D409/14 ,  C09K11/06 ,  C09K2211/1029 ,  C09K2211/1088 ,  H01L51/0073 ,  H01L51/0074 ,  H01L51/0085 ,  H01L51/5016 ,  H05B33/14

摘要： Provided is an organic electroluminescent device (organic EL device) that is improved in luminous efficiency, sufficiently secures driving stability, and has a simple construction. The organic electroluminescent device includes an organic layer including a light-emitting layer between an anode and cathode laminated on a substrate, and at least one layer of the organic layer contains a carbazole compound represented by the following formula (1). It is advantageous to incorporate the carbazole compound as a host material into the light-emitting layer. In the formula (1), A represents a direct bond or an n-valent group, E represents oxygen or sulfur, and n represents an integer of 2 to 4.

摘要翻译： 提供了一种发光效率提高的有机电致发光元件（有机EL元件），能够充分确保驱动稳定性，结构简单。 有机电致发光器件包括在层叠在基板上的阳极和阴极之间具有发光层的有机层，有机层的至少一层含有下述式（1）表示的咔唑化合物。 将咔唑化合物作为主体材料并入发光层是有利的。 在式（1）中，A表示直接键或n价基，E表示氧或硫，n表示2〜4的整数。

公开(公告)号：US20130248845A1

公开(公告)日：2013-09-26

申请号：US13990511

申请日：2011-11-28

申请人： Junya Ogawa ,  Takahiro Kai ,  Megumi Matsumoto

发明人： Junya Ogawa ,  Takahiro Kai ,  Megumi Matsumoto

IPC分类号： H01L51/00

CPC分类号： H01L51/0072 ,  C07D209/82 ,  C07D401/04 ,  C07D403/04 ,  C07D405/04 ,  C07D409/04 ,  C09K11/06 ,  C09K2211/1011 ,  C09K2211/1029 ,  C09K2211/1044 ,  C09K2211/1059 ,  C09K2211/1088 ,  C09K2211/1092 ,  H01L51/0071 ,  H01L51/0073 ,  H01L51/5012 ,  H01L51/5056 ,  H01L51/5096 ,  H05B33/14

摘要： Provided is an organic electroluminescent device (organic EL device) which exhibits improved luminous efficiency, ensures sufficient driving stability, and has a simple configuration. The organic electroluminescent element includes an anode, a plurality of organic layers, and a cathode laminated on a substrate, and contains a carbazole compound represented by the general formula (1) in at least one layer selected from the group consisting of a emitting layer, a hole-transporting layer, and an electron-blocking layer. In general formula (1), L represents an m-valent aromatic hydrocarbon group or aromatic heterocyclic group, R's each represent hydrogen, an alkyl group, or a cycloalkyl group, m represents an integer of 1 to 3, and n's each represent an integer of 1 to 4, provided that at least one n represents an integer of 2 to 4, and at least one specific structure represented by the formula (1a) is present in the formula.

摘要翻译： 提供了一种有机电致发光器件（有机EL器件），其具有改善的发光效率，确保足够的驱动稳定性，并且具有简单的构造。 有机电致发光元件包括阳极，多个有机层和层叠在基板上的阴极，并且含有由通式（1）表示的咔唑化合物在至少一层中选自发光层， 空穴传输层和电子阻挡层。 通式（1）中，L表示1价的芳香族烃基或芳香族杂环基，R 3表示氢，烷基或环烷基，m表示1〜3的整数，n表示整数 1至4，条件是至少一个n表示2至4的整数，并且式中存在至少一个由式（1a）表示的具体结构。

公开(公告)号：US08389131B2

公开(公告)日：2013-03-05

申请号：US13255193

申请日：2010-03-24

申请人： Takahiro Kai ,  Masaki Komori ,  Toshihiro Yamamoto ,  Megumi Matsumoto

发明人： Takahiro Kai ,  Masaki Komori ,  Toshihiro Yamamoto ,  Megumi Matsumoto

IPC分类号： H01L51/50

CPC分类号： H01L51/0072 ,  C07D487/04 ,  C07D487/22 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1029 ,  C09K2211/1033 ,  C09K2211/1037 ,  C09K2211/1059 ,  H01L51/0067 ,  H01L51/0081 ,  H01L51/0085 ,  H01L51/5016 ,  H05B33/14

摘要： Provided is an organic electroluminescent device (organic EL device), in which the luminous efficiency of the device is improved, driving stability is sufficiently ensured, and the construction of the device is simple. This organic EL device is an organic electroluminescent device, including a light-emitting layer between an anode and a cathode laminated on a substrate, in which the light-emitting layer contains a phosphorescent light-emitting dopant and an indolocarbazole compound as a host material. Examples of the indolocarbazole compound include a compound represented by the following formula (1). It should be noted that in the formulae: a ring A and a ring B are represented by the formulae (1a) and (1b), respectively; Ar's each represent an aromatic hydrocarbon group or an aromatic heterocyclic group; R's each represent a hydrogen atom, an alkyl group, or a cycloalkyl group; X represents a methine group or a nitrogen atom; A represents an aromatic hydrocarbon group, an alkyl group, a cycloalkyl group, or a group represented by the formula (1c); and n represents 0 or 1.

摘要翻译： 提供了一种有机电致发光器件（有机EL器件），其中器件的发光效率提高，充分确保了驱动稳定性，并且器件的构造简单。 这种有机EL器件是一种有机电致发光器件，其包括层叠在基板上的阳极和阴极之间的发光层，其中发光层含有磷光发光掺杂剂和作为主体材料的吲哚咔唑化合物。 吲哚咔唑化合物的实例包括由下式（1）表示的化合物。 应该注意的是，在下式中：环A和环B分别由式（1a）和（1b）表示： Ar各自表示芳香族烃基或芳香族杂环基; R各自表示氢原子，烷基或环烷基; X表示次甲基或氮原子; A表示芳香族烃基，烷基，环烷基或式（1c）所示的基团。 n表示0或1。

公开(公告)号：US20120001165A1

公开(公告)日：2012-01-05

申请号：US13256363

申请日：2010-03-25

申请人： Masaki Komori ,  Takahiro Kai ,  Toshihiro Yamamoto

发明人： Masaki Komori ,  Takahiro Kai ,  Toshihiro Yamamoto

IPC分类号： H01L51/54 ,  C07D487/04

CPC分类号： C07D487/04 ,  C07D403/14 ,  C09K11/06 ,  C09K2211/1011 ,  C09K2211/1029 ,  C09K2211/1033 ,  C09K2211/1037 ,  C09K2211/1044 ,  C09K2211/1059 ,  H01L51/0058 ,  H01L51/0072 ,  H01L51/5016 ,  H05B33/14 ,  Y10S428/917

摘要： Provided is an organic electroluminescent device (organic EL device), which has improved luminous efficiency, has sufficient driving stability, and has a simple construction. The organic EL device of the present invention is an organic electroluminescent device, including a light-emitting layer and a hole-transporting layer between an anode and a cathode laminated on a substrate, in which the light-emitting layer contains a phosphorescent light-emitting dopant and an indolocarbazole compound that serves as a host material, or alternatively, the hole-transporting layer contains an indolocarbazole compound. The indolocarbazole compound is represented by the following formula (1). In the formula: A1's each represent an aromatic hydrocarbon group or an aromatic heterocyclic group, provided that at least one of A1's has a fused ring structure; and R1's each represent a hydrogen atom, an alkyl group, an alkoxy group, or an acyl group.

摘要翻译： 提供了一种有机电致发光器件（有机EL器件），其具有改善的发光效率，具有足够的驱动稳定性，并且具有简单的结构。 本发明的有机EL元件是有机电致发光器件，其包括层叠在基板上的阳极和阴极之间的发光层和空穴传输层，其中发光层含有磷光发光 掺杂剂和用作主体材料的吲哚咔唑化合物，或者空穴传输层含有吲哚并咔唑化合物。 吲哚咔唑化合物由下式（1）表示。 式中，A1表示芳香族烃基或芳香族杂环基，只要A1的至少一方具有稠环结构即可。 并且R 1各自表示氢原子，烷基，烷氧基或酰基。

公开(公告)号：US20110284828A1

公开(公告)日：2011-11-24

申请号：US13146238

申请日：2010-02-25

申请人： Takahiro Kai ,  Hideki Tanaka ,  Mitsuru Suda ,  Toshihiro Yamamoto ,  Megumi Matsumoto

发明人： Takahiro Kai ,  Hideki Tanaka ,  Mitsuru Suda ,  Toshihiro Yamamoto ,  Megumi Matsumoto

IPC分类号： H01L51/54

CPC分类号： C09K11/06 ,  C07F9/58 ,  C07F9/65583 ,  C09K2211/1007 ,  C09K2211/1014 ,  C09K2211/1022 ,  C09K2211/1025 ,  C09K2211/1044 ,  C09K2211/188 ,  H01L51/0059 ,  H01L51/0061 ,  H01L51/0087 ,  H01L51/5016 ,  H01L51/5048 ,  H01L51/5096

摘要： Disclosed is an organic electroluminescent device (organic EL device) which is improved in luminous efficiency, fully secured of high driving stability, and of a simple structure. The organic EL device is constituted of an anode, organic layers containing a phosphorescent light-emitting layer, and a cathode piled one upon another on a substrate and a phosphine oxide derivative represented by general formula (1) is contained in a phosphorescent light-emitting layer, an electron-transporting layer, a hole-blocking layer, or an exciton-blocking layer. In general formula (1), L1 is a direct bond or an aromatic group with a valence of 1-3 and Ar1 is an aromatic group. The two Ar1 groups linked to the same nitrogen atom may form a nitrogen heterocycle and may further form a fused ring together with the said nitrogen heterocycle.

摘要翻译： 公开了一种提高发光效率，充分确保高驱动稳定性和简单结构的有机电致发光器件（有机EL器件）。 有机EL元件由阳极构成，含有磷光发光层的有机层和在基板上彼此堆叠的阴极和由通式（1）表示的氧化膦衍生物包含在磷光发光 电子传输层，空穴阻挡层或激子阻挡层。 在通式（1）中，L 1为直链或者化合价为1-3的芳基，Ar 1为芳基。 连接到相同氮原子的两个Ar 1基团可以形成氮杂环，并且可以与所述氮杂环一起进一步形成稠环。

公开(公告)号：US20110253991A1

公开(公告)日：2011-10-20

申请号：US13142259

申请日：2009-11-25

申请人： Takahito Oyamada ,  Taishi Tsuji ,  Takahiro Kai ,  Junya Ogawa ,  Mitsuru Suda

发明人： Takahito Oyamada ,  Taishi Tsuji ,  Takahiro Kai ,  Junya Ogawa ,  Mitsuru Suda

IPC分类号： H01L51/54

CPC分类号： H01L51/0052 ,  H01L51/0058 ,  H01L51/0067 ,  H01L51/5048 ,  H01L51/5052 ,  H01L51/5088

摘要： [Problem to be Solved] To provide an organic electroluminescence device with heat resistance capable of being driven by a low voltage.[Solution] An organic electroluminescence device includes a pair of anode and cathode opposed to each other; and a plurality of organic semiconductor layers layered or disposed between the anode and the cathode, the organic semiconductor layers including a light-emitting layer. At least one of the organic semiconductor layers contains a bulky organic semiconductor compound having an aromatic multi-membered ring structure and at least three aromatic substituents bonded thereto. Each of the aromatic substituents is arranged in a manner that a dihedral angle between a ring plane of the aromatic multi-membered ring structure and the ring plane of the aromatic substituent is within 70 to 90° determined by a semiempirical molecular orbital calculation method.

摘要翻译： [待解决的问题]提供能够由低电压驱动的耐热性的有机电致发光器件。 [解决方案]有机电致发光器件包括彼此相对的一对阳极和阴极; 以及在所述阳极和所述阴极之间层叠或配置的多个有机半导体层，所述有机半导体层包括发光层。 有机半导体层中的至少一个包含具有芳族多元环结构的大体积有机半导体化合物和与其结合的至少三个芳香族取代基。 芳香族取代基中的芳香族多元环结构的环面与芳香族取代基的环面之间的二面角度通过半经验分子轨道计算法确定在70〜90°以内。