公开(公告)号：US20110001129A1

公开(公告)日：2011-01-06

申请号：US12735885

申请日：2009-02-25

申请人： Norimasa Yokoyama ,  Shuichi Hayashi ,  Makoto Nagaoka ,  Yoshio Taniguchi ,  Musubu Ichikawa

发明人： Norimasa Yokoyama ,  Shuichi Hayashi ,  Makoto Nagaoka ,  Yoshio Taniguchi ,  Musubu Ichikawa

IPC分类号： H01L51/50 ,  C07D401/14 ,  C07D403/14 ,  C07D471/04

CPC分类号： H01L51/0067 ,  C07D213/22 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1029 ,  C09K2211/1059 ,  H01L51/0085 ,  H05B33/10

摘要： [Problem] To provide an organic compound which shows an excellent electron-injecting/transporting performance, has a hole-blocking ability and shows a high stability as a film, that is, having excellent characteristics as a material for organic electroluminescent device having high efficiency and high durability; and to provide an organic EL device comprising the compound and having high efficiency and high durability.[Means for Solution] A substituted bipyridyl compound represented by the general formula (1); and an organic electroluminescent device comprising a pair of electrodes and at least one organic layer sandwiched between then, wherein the compound is used as the constitutive material of at least one organic layer. (wherein R1 to R7 may be the same or different, each representing a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a linear or branched alkyl group having from 1 to 6 carbon atoms, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group; n indicates an integer of from 2 to 4; A represents a di- to tetra-valent, substituted or unsubstituted aromatic hydrocarbon group, a di- to tetra-valent, substituted or unsubstituted aromatic heterocyclic group, a di- to tetra-valent, substituted or unsubstituted condensed polycyclic aromatic group, or a trivalent group represented by the following general formula (2): (wherein X, Y and Z each represents a carbon atom or a nitrogen atom); provided that when n=2, the two bipyridyl structures may direct bond to each other, and in the case, A is absent).

摘要翻译： 为了提供一种显示出优异的电子注入/传输性能的有机化合物，具有空穴阻挡能力并且显示出作为膜的高稳定性，即作为高效率的有机电致发光器件的材料具有优异的特性 耐用性高; 并且提供包含该化合物并具有高效率和高耐久性的有机EL器件。 [解决方案]由通式（1）表示的取代的联吡啶基化合物; 以及包括一对电极和夹在之间的至少一个有机层的有机电致发光器件，其中所述化合物用作至少一个有机层的组成材料。 （其中R 1至R 7可以相同或不同，各自表示氢原子，氟原子，氯原子，氰基，三氟甲基，具有1至6个碳原子的直链或支链烷基，取代的 或未取代的芳香族烃基，取代或未取代的芳香族杂环基或取代或未取代的稠合多环芳香族基; n表示2〜4的整数，A表示二价至四价的取代或未取代的芳香族烃基 ，二价至四元，取代或未取代的芳族杂环基，二价至四价，取代或未取代的稠合多环芳族基团或由以下通式（2）表示的三价基团：（其中X， Y和Z各自表示碳原子或氮原子）;条件是当n = 2时，两个联吡啶基结构可以彼此直接键合，在此情况下，A不存在）。

公开(公告)号：US20090102361A1

公开(公告)日：2009-04-23

申请号：US12065429

申请日：2006-08-31

申请人： Tetsuzo Miki ,  Norimasa Yokoyama ,  Yoshio Taniguchi ,  Musubu Ichikawa

发明人： Tetsuzo Miki ,  Norimasa Yokoyama ,  Yoshio Taniguchi ,  Musubu Ichikawa

IPC分类号： H01J1/63 ,  C07D401/14

CPC分类号： H01L51/0067 ,  C07D401/14 ,  C09K11/06 ,  C09K2211/1029 ,  C09K2211/1059 ,  H01L51/0052 ,  H01L51/0072 ,  H01L51/0081 ,  H01L51/5012 ,  H01L51/5048 ,  H01L51/5096 ,  H01L2251/308 ,  H05B33/14

摘要： An object of the invention is to provide an organic compound having excellent electron transport property and hole blocking property as a material for a highly efficient organic EL device, and also provide a highly efficient organic EL device using the compound. This invention relates to a compound having a triazole ring structure to which a substituted pyridyl group is bonded, represented by the following general formula (1), and to an organic electroluminescence device comprising the compound: wherein Ar1 and Ar2 may be the same or different and each represents a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group; any one of R1, R2, R3, R4, and R5 is a bonding group and the rest thereof may be the same or different and each represents a hydrogen atom, a fluorine atom, a cyano group, an alkyl group, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group; any two of R6, R7, R8, R9, and R10 are bonding groups and the rest thereof may be the same or different and each represents a hydrogen atom, a fluorine atom, a cyano group, an alkyl group, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group; and m represents an integer of 1 to 4.

摘要翻译： 本发明的目的是提供具有优异的电子传输性和空穴阻挡性的有机化合物作为高效有机EL器件的材料，并且还提供使用该化合物的高效的有机EL器件。 本发明涉及由以下通式（1）表示的具有取代的吡啶基的三唑环结构的化合物和包含该化合物的有机电致发光器件：其中Ar 1和Ar 2可以相同或不同 各自表示取代或未取代的芳香族烃基，取代或未取代的芳香族杂环基或取代或未取代的稠合多环芳香族基团。 R 1，R 2，R 3，R 4和R 5中的任一个是键合基团，其余的可以相同或不同，各自表示氢原子，氟原子，氰基，烷基，取代或未取代的 芳香族烃基，取代或未取代的芳香族杂环基，或取代或未取代的稠合多环芳香族基; R 6，R 7，R 8，R 9和R 10中的任何两个为键合基团，其余可以相同或不同，各自表示氢原子，氟原子，氰基，烷基，取代或未取代的芳族 取代或未取代的芳族杂环基或取代或未取代的稠合多环芳基; m表示1〜4的整数。

公开(公告)号：US10059725B2

公开(公告)日：2018-08-28

申请号：US12998566

申请日：2009-11-09

申请人： Norimasa Yokoyama ,  Shuichi Hayashi ,  Yoshio Taniguchi ,  Musubu Ichikawa ,  Shinichi Matsuki

发明人： Norimasa Yokoyama ,  Shuichi Hayashi ,  Yoshio Taniguchi ,  Musubu Ichikawa ,  Shinichi Matsuki

IPC分类号： H01L51/54 ,  C07F7/10 ,  C07F7/08 ,  C09K11/06 ,  H01L51/00 ,  H01L51/50

CPC分类号： C07F7/081 ,  C07F7/0812 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1014 ,  H01L51/0059 ,  H01L51/0085 ,  H01L51/0094 ,  H01L51/5012 ,  H01L51/5016 ,  H01L51/5048 ,  H01L51/5096

摘要： The invention provides a light emitting layer host compound and an electron-blocking compound that have high excited triplet levels, and can completely confine the triplet excitons of phosphorescent material, for use as the material of a high-efficient organic electroluminescent device. The invention also provides a high-efficient, high-luminance organic electroluminescent device with the use of the compounds.The compound of the general formula (1) below has a triphenylsilyl group and a triarylamine structure, and the organic electroluminescent device includes a pair of electrodes and at least one organic layer interposed between the pair of electrodes, wherein the compound of the general formula (1) having a triphenylsilyl group and a triarylamine structure is used as constituent material of the at least one organic layer.

公开(公告)号：US09634258B2

公开(公告)日：2017-04-25

申请号：US14001580

申请日：2012-02-24

申请人： Norimasa Yokoyama ,  Naoaki Kabasawa ,  Musubu Ichikawa ,  Sohei Otsuru

发明人： Norimasa Yokoyama ,  Naoaki Kabasawa ,  Musubu Ichikawa ,  Sohei Otsuru

IPC分类号： H01L51/54 ,  C09K11/06 ,  H01L51/00 ,  H05B33/14 ,  C07D401/14 ,  C09B57/00 ,  H01L51/50

CPC分类号： H01L51/0067 ,  C07D401/14 ,  C09B57/00 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1029 ,  H01L51/0072 ,  H01L51/5012 ,  H01L51/5096 ,  H05B33/14

摘要： The present invention relates to a compound having a bipyridyl group and a carbazole ring, which is represented by the following general formula (1); and an organic electroluminescent element containing a pair of electrodes and at least one organic layer interposed therebetween, in which the compound is used as a constituent material of the at least one organic layer:

公开(公告)号：US09005776B2

公开(公告)日：2015-04-14

申请号：US13257142

申请日：2010-03-17

申请人： Norimasa Yokoyama ,  Shuichi Hayashi ,  Naoaki Kabasawa ,  Yoshio Taniguchi ,  Musubu Ichikawa ,  Shunji Mochiduki

发明人： Norimasa Yokoyama ,  Shuichi Hayashi ,  Naoaki Kabasawa ,  Yoshio Taniguchi ,  Musubu Ichikawa ,  Shunji Mochiduki

IPC分类号： H01L51/54 ,  C07D401/14 ,  C07D401/04 ,  C07D401/10 ,  C09K11/06 ,  H01L51/00 ,  H01L51/50 ,  H05B33/10 ,  H05B33/14

CPC分类号： C07D401/14 ,  C07D401/04 ,  C07D401/10 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1029 ,  C09K2211/1059 ,  H01L51/0072 ,  H01L51/5048 ,  H01L51/5096 ,  H05B33/10 ,  H05B33/14

摘要： A compound having a benzotriazole ring structure and a formula (1): wherein Ar is a substituted or unsubstituted aromatic hydrocarbon group, aromatic heterocyclic group, or condensed polycyclic aromatic group; A and B are the same as or different from each other and each represent a hydrogen atom or a monovalent group of formula (2), provided that A and B are not simultaneously hydrogen atoms: wherein R1 to R8 are the same as or different and each represent a hydrogen atom, a deuterium atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a linear or branched alkyl group having 1 to 6 carbon atoms, aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or condensed polycyclic aromatic group; m is an integer of 0, 1 or 2; X represents a carbon atom or a nitrogen atom; when X is a nitrogen atom, the nitrogen atom does not have substituents or bonding groups of R1, R2, R3 and R4; and when m is 2, a plurality of R1, R2, R3, R4 and X each are the same or different.

摘要翻译： 具有苯并三唑环结构的化合物和式（1）：其中Ar是取代或未取代的芳族烃基，芳族杂环基或缩合多环芳基; A和B彼此相同或不同，并且各自表示氢原子或式（2）的一价基团，条件是A和B不同时为氢原子：其中R1至R8相同或不同， 各自表示氢原子，氘原子，氟原子，氯原子，氰基，三氟甲基，具有1〜6个碳原子的直链或支链烷基，芳香族烃基，取代或未取代的芳香族杂环基 或缩合多环芳基; m是0,1或2的整数; X表示碳原子或氮原子; 当X是氮原子时，氮原子不具有R 1，R 2，R 3和R 4的取代基或键合基团; 当m为2时，多个R 1，R 2，R 3，R 4和X各自相同或不同。

公开(公告)号：US08642189B2

公开(公告)日：2014-02-04

申请号：US12735885

申请日：2009-02-25

申请人： Norimasa Yokoyama ,  Shuichi Hayashi ,  Makoto Nagaoka ,  Yoshio Taniguchi ,  Musubu Ichikawa

发明人： Norimasa Yokoyama ,  Shuichi Hayashi ,  Makoto Nagaoka ,  Yoshio Taniguchi ,  Musubu Ichikawa

IPC分类号： H01L51/54

CPC分类号： H01L51/0067 ,  C07D213/22 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1029 ,  C09K2211/1059 ,  H01L51/0085 ,  H05B33/10

摘要： The invention provides an organic compound which shows an excellent electron-injecting/transporting performance, has a hole-blocking ability and shows a high stability as a film, that is, having excellent characteristics as a material for organic electroluminescent device having high efficiency and high durability; and provides an organic EL device comprising the compound and having high efficiency and high durability. The organic compound being a substituted bipyridyl compound represented by the general formula (1);

摘要翻译： 本发明提供一种显示出优异的电子注入/传输性能的有机化合物，具有空穴阻挡能力并且显示出作为膜的高稳定性，即具有作为高效率和高的有机电致发光器件的材料的优异特性 耐久性 并提供包含该化合物并具有高效率和高耐久性的有机EL器件。 有机化合物是由通式（1）表示的取代的联吡啶基化合物;

公开(公告)号：US20130153884A1

公开(公告)日：2013-06-20

申请号：US13819636

申请日：2011-08-17

申请人： Musubu Ichikawa ,  Hyeon-Gu Jeon ,  Naomi Oguma ,  Naoki Hirata ,  Hisao Kono

发明人： Musubu Ichikawa ,  Hyeon-Gu Jeon ,  Naomi Oguma ,  Naoki Hirata ,  Hisao Kono

IPC分类号： C09K19/34 ,  H01L51/00

CPC分类号： C09K19/3483 ,  C07D471/04 ,  C09B5/62 ,  C09K19/3488 ,  H01L51/0053 ,  H01L51/0076 ,  H01L51/0558 ,  H01L51/0562 ,  Y10T428/2982

摘要： Provided are a fine-particulate organic semiconductor material, a thin organic semiconductor film and an organic transistor. The fine-particulate organic semiconductor material is in a form of fine particles and is usable as an organic semiconductor material. The fine particles are fine thermotropic liquid crystal particles that undergo a phase transition into a liquid crystal state when heated to a temperature of from 50° C. to 350° C. The fine-particulate organic semiconductor material can easily and uniformly form the thin organic semiconductor film over a large area by a film printing process or a dispersion coating process. The thin organic semiconductor film has high electron mobility and high ON/OFF value.

摘要翻译： 提供了一种细颗粒状有机半导体材料，有机半导体薄膜和有机晶体管。 细颗粒状有机半导体材料为微粒状，可用作有机半导体材料。 细颗粒是当加热到50℃至350℃的温度时，经历相变为液晶状态的细微的热致液晶颗粒。微粒有机半导体材料可以容易且均匀地形成薄的有机 通过膜印刷方法或分散涂布方法在大面积上形成半导体膜。 薄的有机半导体膜具有高的电子迁移率和高的ON / OFF值。

公开(公告)号：US20110133171A1

公开(公告)日：2011-06-09

申请号：US12966181

申请日：2010-12-13

申请人： Tetsuzo Miki ,  Norimasa Yokoyama ,  Yoshio Taniguchi ,  Musubu Ichikawa

发明人： Tetsuzo Miki ,  Norimasa Yokoyama ,  Yoshio Taniguchi ,  Musubu Ichikawa

IPC分类号： H01L51/54 ,  C07C211/54

CPC分类号： C07C211/54 ,  C07C211/58 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1014 ,  C09K2211/1029 ,  H01L51/0059 ,  H01L51/006 ,  H01L51/0072 ,  H01L51/0081 ,  H01L51/0095 ,  H01L51/5048 ,  H01L2251/308 ,  H05B33/14 ,  Y02P20/582 ,  Y10S428/917

摘要： This invention relates to an arylamine compound having a molecular weight of 1,500 to 6,000 represented by formula (1), and to an organic electroluminescence device having a pair of electrodes and at least one organic layer sandwiched therebetween, wherein the arylamine compound of formula (1) is used as a constituting material of the at least one organic layer: wherein X represents a single bond, CH or CH2, or N or NH; Ar1 and Ar2 are respectively the same and each represents a substituted or unsubstituted phenylene group; R1, R2, R3, and R4 each independently represents an aryl group, wherein the aryl group may be substituted by a diarylamine group in such a manner as to form a triphenylamine partial structure, and the aryl group at the terminal may be substituted, by repetition, by a diarylamino group in such a manner as to form a triphenylamine partial structure; m represents an integer of 0 to 2; and n represents 0 or 1.

摘要翻译： 本发明涉及由式（1）表示的分子量为1500〜6000的芳基胺化合物，以及具有一对电极和夹在其间的至少一个有机层的有机电致发光元件，其中式（1）的芳基胺化合物 ）用作至少一种有机层的构成材料：其中X表示单键，CH或CH 2，或N或NH; Ar 1和Ar 2分别相同，各自表示取代或未取代的亚苯基; R1，R2，R3和R4各自独立地表示芳基，其中芳基可以以形成三苯胺部分结构的方式被二芳基胺基取代，并且末端的芳基可以被 以形成三苯胺部分结构的方式由二芳基氨基重复; m表示0〜2的整数， n表示0或1。

公开(公告)号：US20080036365A1

公开(公告)日：2008-02-14

申请号：US10594273

申请日：2005-03-25

申请人： Tetsuzo Miki ,  Yoshio Taniguchi ,  Musubu Ichikawa

发明人： Tetsuzo Miki ,  Yoshio Taniguchi ,  Musubu Ichikawa

IPC分类号： C08K3/00 ,  H01J1/63

CPC分类号： C07D209/86 ,  C09K11/06 ,  C09K2211/1029 ,  H05B33/14

摘要： The present invention provides a carbozole derivative containing a fluorene group, represented by the following general formula (1) and an organic electroluminescence device containing the compound: wherein Cz represents a substituted or unsubstituted carbazole group; Ar represents a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensation polycyclic aromatic group; A represents a substituted or unsubstituted fluorene group; and n is an integer of from 1 to 4. According to the present invention, a compound stable in thin film state and suitable as a host compound for an emission layer of an organic electroluminescence device or as a hole transporting material can be provided. By producing an organic electroluminescence device using the compound, emission efficiency and durability of the conventional organic electroluminescence device can be remarkably improved.

摘要翻译： 本发明提供含有下述通式（1）表示的芴基的碳唑衍生物和含有该化合物的有机电致发光元件：其中，Cz表示取代或未取代的咔唑基; Ar表示取代或未取代的芳香族烃基，取代或未取代的芳香族杂环基或取代或未取代的缩合多环芳香族基团。 A表示取代或未取代的芴基; n为1〜4的整数。根据本发明，可以提供一种薄膜状态稳定且适合作为有机电致发光元件的发光层的主体化合物或空穴传输材料的化合物。 通过制造使用该化合物的有机电致发光器件，可以显着提高常规有机电致发光器件的发光效率和耐久性。

公开(公告)号：US08227096B2

公开(公告)日：2012-07-24

申请号：US12966181

申请日：2010-12-13

申请人： Tetsuzo Miki ,  Norimasa Yokoyama ,  Yoshio Taniguchi ,  Musubu Ichikawa

发明人： Tetsuzo Miki ,  Norimasa Yokoyama ,  Yoshio Taniguchi ,  Musubu Ichikawa

IPC分类号： H01L51/54

CPC分类号： C07C211/54 ,  C07C211/58 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1014 ,  C09K2211/1029 ,  H01L51/0059 ,  H01L51/006 ,  H01L51/0072 ,  H01L51/0081 ,  H01L51/0095 ,  H01L51/5048 ,  H01L2251/308 ,  H05B33/14 ,  Y02P20/582 ,  Y10S428/917

摘要： This invention relates to an arylamine compound having a molecular weight of 1,500 to 6,000 represented by formula (1), and to an organic electroluminescence device having a pair of electrodes and at least one organic layer sandwiched therebetween, wherein the arylamine compound of formula (1) is used as a constituting material of the at least one organic layer: wherein X represents a single bond, CH or CH2, or N or NH; Ar1 and Ar2 are respectively the same and each represents a substituted or unsubstituted phenylene group; R1, R2, R3, and R4 each independently represents an aryl group, wherein the aryl group may be substituted by a diarylamine group in such a manner as to form a triphenylamine partial structure, and the aryl group at the terminal may be substituted, by repetition, by a diarylamino group in such a manner as to form a triphenylamine partial structure; m represents an integer of 0 to 2; and n represents 0 or 1.

摘要翻译： 本发明涉及由式（1）表示的分子量为1500〜6000的芳基胺化合物，以及具有一对电极和夹在其间的至少一个有机层的有机电致发光元件，其中式（1）的芳基胺化合物 ）用作至少一种有机层的构成材料：其中X表示单键，CH或CH 2，或N或NH; Ar 1和Ar 2分别相同，各自表示取代或未取代的亚苯基; R1，R2，R3和R4各自独立地表示芳基，其中芳基可以以形成三苯胺部分结构的方式被二芳基胺基取代，并且末端的芳基可以被 以形成三苯胺部分结构的方式由二芳基氨基重复; m表示0〜2的整数。 n表示0或1。