公开(公告)号：US09067916B2

公开(公告)日：2015-06-30

申请号：US13360066

申请日：2012-01-27

申请人： Harue Osaka ,  Satoko Shitagaki ,  Yasushi Kitano

发明人： Harue Osaka ,  Satoko Shitagaki ,  Yasushi Kitano

IPC分类号： C07D241/38 ,  C07D403/10 ,  C07D405/10 ,  C07D409/10 ,  H01L51/00 ,  H01L51/50

CPC分类号： C07D403/10 ,  C07D405/10 ,  C07D409/10 ,  H01L51/0059 ,  H01L51/0072 ,  H01L51/0074 ,  H01L51/0085 ,  H01L51/5016 ,  H01L2251/5384

摘要： Provided is a novel heterocyclic compound which can be used for a light-emitting element, as a host material of a light-emitting layer in which a light-emitting substance is dispersed. A heterocyclic compound represented by a general formula (G1) is provided. In the formula, A represents any of a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted dibenzofuranyl group, and a substituted or unsubstituted carbazolyl group, R11 to R19 separately represent any of hydrogen, an alkyl group having 1 to 4 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 14 carbon atoms, and Ar represents a substituted or unsubstituted arylene group having 6 to 13 carbon atoms.

摘要翻译： 提供可以用作发光元件的新颖的杂环化合物作为分散有发光物质的发光层的主体材料。 提供由通式（G1）表示的杂环化合物。 式中，A表示取代或未取代的二苯并噻吩基，取代或未取代的二苯并呋喃基，取代或未取代的咔唑基，R11〜R19分别表示氢，碳原子数为1〜4的烷基， 取代或未取代的碳原子数为6〜14的芳基，Ar表示取代或未取代的碳原子数6〜13的亚芳基。

公开(公告)号：US20130048971A1

公开(公告)日：2013-02-28

申请号：US13596757

申请日：2012-08-28

申请人： Yasushi Kitano ,  Harue Osaka ,  Satoko Shitagaki

发明人： Yasushi Kitano ,  Harue Osaka ,  Satoko Shitagaki

IPC分类号： C07D409/14 ,  C07D403/14 ,  C07D405/14 ,  H01L51/54

CPC分类号： C07D403/14 ,  C07D405/14 ,  C07D409/14 ,  H01L51/0067 ,  H01L51/5012 ,  H01L2251/5384

摘要： Provided is a novel heterocyclic compound which can be used in a light-emitting layer of a light-emitting element as a host material in which a light-emitting substance is dispersed. A heterocyclic compound represented by a general formula (G1) is provided. Any one of R1 to R10 represents a substituent represented by a general formula (G1-1), another one of R1 to R10 represents a substituent represented by a general formula (G1-2), and the others separately represent hydrogen, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, or a substituted or unsubstituted biphenyl group. Further, α1 and α2 separately represent a substituted or unsubstituted phenylene group or a substituted or unsubstituted biphenyldiyl group, and A1 and A2 separately represent a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothiophenyl group, or a substituted or unsubstituted dibenzofuranyl group.

摘要翻译： 提供了可以用作发光元件的发光层作为散发发光物质的主体材料的新型杂环化合物。 提供由通式（G1）表示的杂环化合物。 R 1〜R 10中的任一个表示由通式（G1-1）表示的取代基，R 1〜R 10中的另一个表示由通式（G1-2）表示的取代基，其他分别表示氢，烷基 具有1至6个碳原子，取代或未取代的苯基或取代或未取代的联苯基。 此外，α1和α2分别表示取代或未取代的亚苯基或取代或未取代的联苯基，A1和A2分别表示取代或未取代的咔唑基，取代或未取代的二苯并噻吩基或取代或未取代的二苯并呋喃基。

公开(公告)号：US09133169B2

公开(公告)日：2015-09-15

申请号：US13596757

申请日：2012-08-28

申请人： Yasushi Kitano ,  Harue Osaka ,  Satoko Shitagaki

发明人： Yasushi Kitano ,  Harue Osaka ,  Satoko Shitagaki

IPC分类号： H01L51/54 ,  C07D409/14 ,  C07D403/14 ,  C07D405/14 ,  H01L51/00 ,  H01L51/50

CPC分类号： C07D403/14 ,  C07D405/14 ,  C07D409/14 ,  H01L51/0067 ,  H01L51/5012 ,  H01L2251/5384

摘要： Provided is a novel heterocyclic compound which can be used in a light-emitting layer of a light-emitting element as a host material in which a light-emitting substance is dispersed. A heterocyclic compound represented by a general formula (G1) is provided. Any one of R1 to R10 represents a substituent represented by a general formula (G1-1), another one of R1 to R10 represents a substituent represented by a general formula (G1-2), and the others separately represent hydrogen, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, or a substituted or unsubstituted biphenyl group. Further, α1 and α2 separately represent a substituted or unsubstituted phenylene group or a substituted or unsubstituted biphenyldiyl group, and A1 and A2 separately represent a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzothiophenyl group, or a substituted or unsubstituted dibenzofuranyl group.

摘要翻译： 提供了可以用作发光元件的发光层作为散发发光物质的主体材料的新型杂环化合物。 提供由通式（G1）表示的杂环化合物。 R 1〜R 10中的任一个表示由通式（G1-1）表示的取代基，R 1〜R 10中的另一个表示由通式（G1-2）表示的取代基，其他分别表示氢，烷基 具有1至6个碳原子，取代或未取代的苯基或取代或未取代的联苯基。 此外，α1和α2分别表示取代或未取代的亚苯基或取代或未取代的联苯基，A1和A2分别表示取代或未取代的咔唑基，取代或未取代的二苯并噻吩基或取代或未取代的二苯并呋喃基。

公开(公告)号：US20120197020A1

公开(公告)日：2012-08-02

申请号：US13360066

申请日：2012-01-27

申请人： Harue Osaka ,  Satoko Shitagaki ,  Yasushi Kitano

发明人： Harue Osaka ,  Satoko Shitagaki ,  Yasushi Kitano

IPC分类号： C07D241/38

CPC分类号： C07D403/10 ,  C07D405/10 ,  C07D409/10 ,  H01L51/0059 ,  H01L51/0072 ,  H01L51/0074 ,  H01L51/0085 ,  H01L51/5016 ,  H01L2251/5384

摘要： Provided is a novel heterocyclic compound which can be used for a light-emitting element, as a host material of a light-emitting layer in which a light-emitting substance is dispersed. A heterocyclic compound represented by a general formula (G1) is provided. In the formula, A represents any of a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted dibenzofuranyl group, and a substituted or unsubstituted carbazolyl group, R11 to R19 separately represent any of hydrogen, an alkyl group having 1 to 4 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 14 carbon atoms, and Ar represents a substituted or unsubstituted arylene group having 6 to 13 carbon atoms.

摘要翻译： 提供可以用作发光元件的新颖的杂环化合物作为分散有发光物质的发光层的主体材料。 提供由通式（G1）表示的杂环化合物。 式中，A表示取代或未取代的二苯并噻吩基，取代或未取代的二苯并呋喃基，取代或未取代的咔唑基，R11〜R19分别表示氢，碳原子数为1〜4的烷基， 取代或未取代的碳原子数为6〜14的芳基，Ar表示取代或未取代的碳原子数6〜13的亚芳基。

公开(公告)号：US09079855B2

公开(公告)日：2015-07-14

申请号：US13481142

申请日：2012-05-25

申请人： Harue Osaka ,  Satoko Shitagaki ,  Nobuharu Ohsawa

发明人： Harue Osaka ,  Satoko Shitagaki ,  Nobuharu Ohsawa

IPC分类号： C07D209/88

CPC分类号： C07D209/88

摘要： A carbazole compound represented by General Formula (G1) is provided. In the formula, α represents a phenylene group, Ar1 represents an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, or a substituted or unsubstituted phenanthryl group, Ar2 represents hydrogen, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, or a substituted or unsubstituted phenanthryl group, Ar3 represents a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, or a substituted or unsubstituted phenanthryl group, and R1 represents hydrogen, an alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted phenyl group. Further, n is 0 or 1.

摘要翻译： 提供由通式（G1）表示的咔唑化合物。 在该式中，α表示亚苯基，Ar 1表示碳原子数1〜6的烷基，取代或未取代的苯基，取代或未取代的萘基或取代或未取代的菲基，Ar 2表示氢，取代 或未取代的苯基，取代或未取代的萘基或取代或未取代的菲基，Ar 3表示取代或未取代的苯基，取代或未取代的萘基或取代或未取代的菲基，R 1表示氢， 具有1至6个碳原子的烷基或取代或未取代的苯基。 此外，n为0或1。

公开(公告)号：US20120077987A1

公开(公告)日：2012-03-29

申请号：US13241313

申请日：2011-09-23

申请人： Harue OSAKA ,  Takako Takasu ,  Hiroshi Kadoma ,  Yuko Kawata ,  Satoko Shitagaki ,  Hiromi Nowatari ,  Tsunenori Suzuki ,  Nobuharu Ohsawa ,  Satoshi Seo

发明人： Harue OSAKA ,  Takako Takasu ,  Hiroshi Kadoma ,  Yuko Kawata ,  Satoko Shitagaki ,  Hiromi Nowatari ,  Tsunenori Suzuki ,  Nobuharu Ohsawa ,  Satoshi Seo

IPC分类号： C07D209/86 ,  C07C25/22

CPC分类号： H01L51/0072 ,  C07D209/86 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1029 ,  H01L51/0052 ,  H01L51/0054 ,  H01L51/0058 ,  H01L51/5004 ,  H01L51/5012 ,  H01L51/5016 ,  H01L51/5056 ,  H01L51/5088 ,  H01L2251/303 ,  H01L2251/5376 ,  H01L2251/552 ,  Y10S428/917

摘要： A novel substance with which an increase in life and emission efficiency of a light-emitting element can be achieved is provided. A carbazole compound having a structure represented by General Formula (G1) is provided. Note that a substituent which makes the HOMO level and the LUMO level of a compound in which a bond of the substituent is substituted with hydrogen deep and shallow, respectively is used as each of substituents in General Formula (G1) (R1, R2, Ar3, and α3). Further, a substituent which makes the band gap (Bg) and the T1 level of a compound in which a bond of the substituent is substituted with hydrogen wide and high is used as each of the substituents in General Formula (G1) (R1, R2, Ar3, and α3).

摘要翻译： 提供了可以实现发光元件的寿命和发光效率的新型物质。 提供具有由通式（G1）表示的结构的咔唑化合物。 另外，作为通式（G1）（R1，R2，Ar3）中的各取代基，分别使用使氢取代基的氢原子被氢取代的化合物的HOMO能级和LUMO能级的取代基 ，和α3）。 另外，作为通式（G1）中的各取代基，使用通式（G1）的各取代基（R1，R2，R2），使带隙（Bg）的取代基和取代基的氢原子被氢原子高取代的化合物的T1电平 ，Ar3和α3）。

公开(公告)号：US09133173B2

公开(公告)日：2015-09-15

申请号：US13271406

申请日：2011-10-12

申请人： Harue Osaka ,  Satoko Shitagaki ,  Hiromi Nowatari ,  Nobuharu Ohsawa

发明人： Harue Osaka ,  Satoko Shitagaki ,  Hiromi Nowatari ,  Nobuharu Ohsawa

IPC分类号： H01L51/52 ,  C07D409/14 ,  C07D409/10 ,  C07D405/14 ,  C07D405/04 ,  C07D405/10 ,  C07D409/04 ,  C09K11/06 ,  H01L51/00 ,  H01L51/50

CPC分类号： C07D405/14 ,  C07D405/04 ,  C07D405/10 ,  C07D409/04 ,  C07D409/10 ,  C07D409/14 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1029 ,  C09K2211/1092 ,  H01L51/0054 ,  H01L51/0058 ,  H01L51/006 ,  H01L51/0072 ,  H01L51/0074 ,  H01L51/5012 ,  H01L51/5016 ,  H01L51/5048 ,  H01L51/5278

摘要： To provide a novel carbazole compound that has an excellent carrier-transport property and can be used for a transport layer or as a host material in a light-emitting element. Further, to provide an organic semiconductor material and a material for a light-emitting element using the carbazole compound. A carbazole compound in which the 4-position of a dibenzothiophene skeleton or a dibenzofuran skeleton is substituted with the 2- or 3-position of a carbazole skeleton directly or via an arylene group can be synthesized. The carbazole compound is found to have a suitable carrier-transport property, a good film quality, and be used suitably as a material of a light-emitting element and an organic semicondcutor material. Note that nitrogen of the carbazole skeleton is substituted with any of a phenyl group, a biphenyl group, and a naphthyl group.

摘要翻译： 提供具有优异载流子传输性能的新型咔唑化合物，可用于发光元件中的输送层或主体材料。 此外，提供使用咔唑化合物的有机半导体材料和发光元件的材料。 可以合成其中二苯并噻吩骨架或二苯并呋喃骨架的4-位直接或通过亚芳基被咔唑骨架的2-位或3-位取代的咔唑化合物。 发现咔唑化合物具有合适的载体输送性质，良好的膜质量，并且适合用作发光元件和有机半浸渍材料的材料。 注意，咔唑骨架的氮被苯基，联苯基和萘基中的任一个取代。

公开(公告)号：US08853680B2

公开(公告)日：2014-10-07

申请号：US13429560

申请日：2012-03-26

申请人： Shunpei Yamazaki ,  Satoshi Seo ,  Satoko Shitagaki ,  Nobuharu Ohsawa ,  Hideko Inoue ,  Hiroshi Kadoma ,  Harue Osaka

发明人： Shunpei Yamazaki ,  Satoshi Seo ,  Satoko Shitagaki ,  Nobuharu Ohsawa ,  Hideko Inoue ,  Hiroshi Kadoma ,  Harue Osaka

IPC分类号： H01L29/08 ,  H01L21/00 ,  H01L51/50 ,  H01L51/00 ,  H01L27/32

CPC分类号： H01L51/504 ,  H01L27/3209 ,  H01L51/0059 ,  H01L51/0061 ,  H01L51/0071 ,  H01L51/0072 ,  H01L51/0074 ,  H01L51/0085 ,  H01L51/5016 ,  H01L51/5056 ,  H01L51/5072 ,  H01L2251/5346 ,  H01L2251/5376 ,  H01L2251/5384

摘要： A light-emitting element having extremely high efficiency of approximately 25% is provided. The light-emitting element includes a light-emitting layer which contains a phosphorescent guest, an n-type host, and a p-type host, where the light-emitting layer is interposed between an n-type layer including the n-type host and a p-type layer including the p-type host, and where the n-type host and the p-type host are able to form an exciplex in the light-emitting layer. The light-emitting element exhibits an extremely high emission efficiency (power efficiency of 74.3 lm/W, external quantum efficiency of 24.5%, energy efficiency of 19.3%) at a low driving voltage (2.6 V) at which luminance of 1200 cd/m2 is attainable.

摘要翻译： 提供了具有极高效率约25％的发光元件。 发光元件包括含有磷光客体，n型主体和p型主体的发光层，其中发光层插入在包括n型主体的n型层之间 以及包含p型主体的p型层，其中n型主体和p型主体能够在发光层中形成激光复合物。 在1200cd / m2的亮度的低驱动电压（2.6V）下，发光元件显示出极高的发光效率（74.3lm / W的功率效率，24.5％的外部量子效率，能量效率为19.3％） 是可以实现的

公开(公告)号：US08736157B2

公开(公告)日：2014-05-27

申请号：US13433508

申请日：2012-03-29

申请人： Satoshi Seo ,  Satoko Shitagaki ,  Nobuharu Ohsawa ,  Hideko Inoue ,  Hiroshi Kadoma ,  Harue Osaka ,  Shunpei Yamazaki

发明人： Satoshi Seo ,  Satoko Shitagaki ,  Nobuharu Ohsawa ,  Hideko Inoue ,  Hiroshi Kadoma ,  Harue Osaka ,  Shunpei Yamazaki

IPC分类号： H05B33/14

CPC分类号： H01L51/5028 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1044 ,  C09K2211/185 ,  H01L51/0072 ,  H01L51/0074 ,  H01L51/0085 ,  H01L51/5016 ,  H01L51/5024 ,  H05B33/14

摘要： To provide a light-emitting element with high emission efficiency or long lifetime, in which the use amount of a phosphorescent compound is small. To provide a light-emitting element including a light-emitting layer between a pair of electrodes, wherein the light-emitting layer includes a phosphorescent compound, a first organic compound, and a second organic compound, and the combination of the first organic compound and the second organic compound forms an exciplex. The light-emitting element transfers energy by utilizing the overlap between the emission spectrum of the exciplex and the absorption spectrum of the phosphorescent compound and thus has high energy transfer efficiency, even when the concentration of the phosphorescent compound is low.

摘要翻译： 为了提供磷光化合物的使用量小的发光效率高，寿命长的发光元件。 为了提供一种在一对电极之间包括发光层的发光元件，其中发光层包括磷光化合物，第一有机化合物和第二有机化合物，以及第一有机化合物和 第二有机化合物形成激元复合物。 发光元件利用激光复合物的发射光谱和磷光化合物的吸收光谱之间的重叠而传递能量，因此即使当磷光化合物的浓度低时，也具有高的能量转移效率。

公开(公告)号：US20130075704A1

公开(公告)日：2013-03-28

申请号：US13596725

申请日：2012-08-28

申请人： Takako Takasu ,  Harue Osaka ,  Satoko Shitagaki

发明人： Takako Takasu ,  Harue Osaka ,  Satoko Shitagaki

IPC分类号： C07D241/38 ,  C07C25/22 ,  C07F5/02 ,  H01L51/50

CPC分类号： C07D241/38 ,  C07C25/22 ,  C07F5/025 ,  C09K11/06 ,  H01L51/006 ,  H01L51/0072 ,  H01L51/0074 ,  H01L51/0085 ,  H01L51/5072 ,  H01L2251/308

摘要： Provided is a novel heterocyclic compound which can be used in a light-emitting layer of a light-emitting element as a host material in which a light-emitting material is dispersed, i.e., a heterocyclic compound represented by a general formula (G1). Any one of R1 to R10 represents a substituent represented by a general formula (G1-1); another one of R1 to R10 represents hydrogen, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, or a substituent represented by a general formula (G1-2); and the others separately represent hydrogen, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, or a substituted or unsubstituted biphenyl group.

摘要翻译： 提供了可以用作发光元件的发光层作为分散有发光材料的主体材料即通式（G1）所示的杂环化合物的新型杂环化合物。 R 1〜R 10中的任一个表示由通式（G1-1）表示的取代基。 R 1至R 10中的另一个表示氢，具有1至6个碳原子的烷基，取代或未取代的苯基，取代或未取代的联苯基或由通式（G1-2）表示的取代基; 其余分别表示氢，碳原子数1〜6的烷基，取代或未取代的苯基，取代或未取代的联苯基。