公开(公告)号：US09917259B2

公开(公告)日：2018-03-13

申请号：US14811525

申请日：2015-07-28

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Hiromi Nowatari ,  Satoshi Seo

IPC: H01L51/00 ,  H01L51/52 ,  H01L51/50 ,  H01L27/32

CPC classification number: H01L51/0067 ,  H01L27/3209 ,  H01L51/001 ,  H01L51/0032 ,  H01L51/0053 ,  H01L51/006 ,  H01L51/0081 ,  H01L51/5004 ,  H01L51/504 ,  H01L51/5056 ,  H01L51/5072 ,  H01L51/5206 ,  H01L51/5221 ,  H01L51/5278

Abstract: A light-emitting element is provided, in which n (n is a natural number of two or more) EL layers are provided between an anode and a cathode. Between the m-th (m is a natural number, 1≦m≦n−1) EL layer and the (m+1)-th EL layer, a first layer containing any of an alkali metal, an alkaline earth metal, a rare earth metal, an alkali metal compound, an alkaline earth metal compound, and a rare earth metal compound, a second layer containing a substance having high electron-transport properties in contact with the first layer, and a charge-generation layer containing a substance having high hole-transport properties and an acceptor substance in contact with the second layer are provided in this order over the anode. The charge-generation layer does not have a peak of an absorption spectrum in a visible light region.

公开(公告)号：US20150243899A1

公开(公告)日：2015-08-27

申请号：US14668239

申请日：2015-03-25

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Harue Osaka ,  Takako Takasu ,  Hiromi Nowatari ,  Satoko Shitagaki ,  Nobuharu Ohsawa ,  Satoshi Seo ,  Kyoko Takeda ,  Sachiko Kawakami ,  Tsunenori Suzuki

IPC: H01L51/00 ,  C07C31/36 ,  C07C49/163 ,  C07D333/76 ,  C07D307/91

CPC classification number: H01L51/0058 ,  C07C25/02 ,  C07C25/22 ,  C07C31/36 ,  C07C33/46 ,  C07C33/50 ,  C07C49/163 ,  C07C49/333 ,  C07C49/80 ,  C07C2603/18 ,  C07C2603/24 ,  C07C2603/50 ,  C07D307/91 ,  C07D333/76 ,  C07D409/10 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1088 ,  C09K2211/1092 ,  H01L51/0052 ,  H01L51/0054 ,  H01L51/006 ,  H01L51/0072 ,  H01L51/0073 ,  H01L51/0074 ,  H01L51/0081 ,  H01L51/0085 ,  H01L51/5004 ,  H01L51/5016 ,  H01L51/5056 ,  H01L51/508 ,  H01L51/5088 ,  H01L51/5092 ,  H01L51/5206 ,  H01L51/5221 ,  H01L2251/301 ,  H01L2251/308 ,  H01L2251/552 ,  H05B33/10 ,  Y10S428/917

Abstract: A substance having a hole-transport property and a wide band gap is provided. A fluorene compound represented by a general formula (G1) is provided. In the general formula (G1), α1 and α2 separately represent a substituted or unsubstituted arylene group having 6 to 13 carbon atoms; Ar1 represents a substituted or unsubstituted aryl group having 6 to 18 carbon atoms, a substituted or unsubstituted 4-dibenzothiophenyl group, or a substituted or unsubstituted 4-dibenzofuranyl group; n and k separately represent 0 or 1; Q1 represents sulfur or oxygen; and R1 to R15 separately represent hydrogen, an alkyl group having 1 to 12 carbon atoms, or an aryl group having 6 to 14 carbon atoms.

Abstract translation: 提供具有空穴传输性和宽带隙的物质。 提供由通式（G1）表示的芴化合物。 在通式（G1）中，α1和α2分别表示取代或未取代的碳原子数为6〜13的亚芳基。 Ar1表示取代或未取代的碳原子数为6〜18的芳基，取代或未取代的4-二苯并噻吩基或取代或未取代的4-二苯并呋喃基; n和k分别表示0或1; Q1表示硫或氧; R1〜R15分别表示氢，碳原子数1〜12的烷基或碳原子数6〜14的芳基。

公开(公告)号：US09040720B2

公开(公告)日：2015-05-26

申请号：US14076453

申请日：2013-11-11

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Harue Osaka ,  Takako Takasu ,  Hiroshi Kadoma ,  Yuko Kawata ,  Satoko Shitagaki ,  Hiromi Nowatari ,  Tsunenori Suzuki ,  Nobuharu Ohsawa ,  Satoshi Seo

IPC: C07C209/86 ,  C07C25/02 ,  H01L51/50 ,  H01J1/62 ,  H01L51/00 ,  C07D209/86 ,  C09K11/06

CPC classification number: 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

Abstract: 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).

Abstract translation: 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和高的取代基取代的化合物的T1电平 ，Ar3和α3）。

公开(公告)号：US20140206887A1

公开(公告)日：2014-07-24

申请号：US14208356

申请日：2014-03-13

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Satoshi Seo ,  Harue Osaka ,  Sachiko Kawakami ,  Nobuharu Ohsawa ,  Tsunenori Suzuki ,  Hiromi Nowatari ,  Hiroki Suzuki ,  Kyoko Takeda

IPC: H01L51/00

CPC classification number: H01L51/0074 ,  C07D405/04 ,  C07D405/14 ,  C07D409/04 ,  C07D409/14 ,  H01L51/0052 ,  H01L51/0054 ,  H01L51/006 ,  H01L51/0072 ,  H01L51/0073 ,  H01L51/0085 ,  H01L51/5012 ,  H01L51/5056

Abstract: An object is to provide a light-emitting element with high emission efficiency which includes a novel carbazole derivative that has a wide energy gap and can be used for a transport layer or a host material in a light-emitting element. A carbazole derivative in which the 4-position of dibenzothiophene or dibenzofuran is bonded to the 2- or 3-position of carbazole has been able to be provided by use of the carbazole derivative. Further, a light-emitting element having high emission efficiency has been able to be provided by use of the carbazole derivative.

Abstract translation: 本发明的目的是提供一种具有高发光效率的发光元件，其包括具有宽能隙的新型咔唑衍生物，可用于发光元件中的输送层或主体材料。 通过使用咔唑衍生物，能够使二苯并噻吩或二苯并呋喃的4-位与咔唑的2-或3-位相连的咔唑衍生物。 此外，通过使用咔唑衍生物，能够提供发光效率高的发光元件。

公开(公告)号：US20140066633A1

公开(公告)日：2014-03-06

申请号：US14076453

申请日：2013-11-11

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Harue Osaka ,  Takako Takasu ,  Hiroshi Kadoma ,  Yuko Kawata ,  Satoko Shitagaki ,  Hiromi Nowatari ,  Tsunenori Suzuki ,  Nobuharu Ohsawa ,  Satoshi Seo

IPC: H01L51/00

CPC classification number: 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

Abstract: 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).

Abstract translation: 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alpha3）。 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：US09985223B2

公开(公告)日：2018-05-29

申请号：US14934566

申请日：2015-11-06

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Hideko Inoue ,  Tomoya Yamaguchi ,  Satoko Shitagaki ,  Takahiro Ushikubo ,  Satoshi Seo ,  Yui Yamada ,  Hiromi Nowatari

IPC: C01G55/00 ,  C07D239/24 ,  H01L51/00 ,  C07F15/00 ,  C09K11/06 ,  H05B33/14 ,  H01L27/32 ,  H01L51/50 ,  H01L51/52 ,  H01L27/18

CPC classification number: H01L51/0085 ,  C07F15/0033 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1044 ,  C09K2211/185 ,  H01L27/18 ,  H01L27/3244 ,  H01L27/3283 ,  H01L51/009 ,  H01L51/5012 ,  H01L51/5016 ,  H01L51/5044 ,  H01L51/5278 ,  H01L2251/5361 ,  H05B33/14

Abstract: Provided is a novel substance that can emit phosphorescence. Alternatively, provided is a novel substance with high emission efficiency. An organometallic complex in which a 4-arylpyrimidine derivative is a ligand and iridium is a central metal is provided. Specifically, an organometallic complex having a structure represented by a general formula (G1) is provided. In the general formula (G1), R1 represents a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms or a substituted or unsubstituted aryl group having 6 to 10 carbon atoms, R2 represents any of hydrogen, a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms, and a substituted or unsubstituted phenyl group, R3 represents hydrogen or a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms, and Ar1 represents a substituted or unsubstituted arylene group having 6 to 10 carbon atoms.

公开(公告)号：US09831435B2

公开(公告)日：2017-11-28

申请号：US15198244

申请日：2016-06-30

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Kaori Ogita ,  Hiromi Nowatari ,  Harue Osaka ,  Takahiro Ushikubo ,  Satoshi Seo ,  Takako Takasu

IPC: H01L51/54 ,  C09K11/06 ,  H01L51/00 ,  H05B33/14 ,  C07F15/00

CPC classification number: H01L51/0052 ,  C07F15/0033 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1014 ,  C09K2211/1029 ,  C09K2211/1044 ,  C09K2211/1092 ,  H01L51/0058 ,  H01L51/0072 ,  H01L51/0085 ,  H05B33/14

Abstract: A composite material which includes an organic compound and an inorganic compound and has a high carrier-transport property is provided. A composite material having a good property of carrier injection into an organic compound is provided. A composite material in which light absorption due to charge-transfer interaction is unlikely to occur is provided. A composite material having a high visible-light-transmitting property is provided. A composite material including a hydrocarbon compound and an inorganic compound exhibiting an electron-accepting property with respect to the hydrocarbon compound is provided. The hydrocarbon compound has a substituent bonded to a naphthalene skeleton, a phenanthrene skeleton, or a triphenylene skeleton and has a molecular weight of 350 to 2000, and the substituent has one or more rings selected from a benzene ring, a naphthalene ring, a phenanthrene ring, and a triphenylene ring.

公开(公告)号：US20170054088A1

公开(公告)日：2017-02-23

申请号：US15346190

申请日：2016-11-08

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Hiromi Nowatari ,  Satoshi SEO ,  Harue OSAKA ,  Takako TAKASU

IPC: H01L51/00

CPC classification number: H01L51/0074 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1088 ,  C09K2211/1092 ,  H01L51/0052 ,  H01L51/0072 ,  H01L51/0073 ,  H01L51/50 ,  H01L51/5048 ,  H01L2251/303 ,  H05B33/14

Abstract: A composite material including an organic compound and an inorganic compound and having a high carrier-transport property is provided. A composite material having a high carrier-injection property to an organic compound is provided. A composite material in which light absorption due to charge transfer interaction is unlikely to occur is provided. A light-emitting element having high emission efficiency is provided by including the composite material. A light-emitting element having a low drive voltage is provided. A light-emitting element having a long lifetime is provided. A composite material including a heterocyclic compound having a dibenzothiophene skeleton or a dibenzofuran skeleton and an inorganic compound exhibiting an electron-accepting property with respect to the heterocyclic compound is provided.

Abstract translation: 提供了包含有机化合物和无机化合物并具有高载流子传输性能的复合材料。 提供了对有机化合物具有高载流子注入性能的复合材料。 提供了由于电荷转移相互作用而导致的光吸收不可能发生的复合材料。 通过包含复合材料提供具有高排放效率的发光元件。 提供具有低驱动电压的发光元件。 提供具有长寿命的发光元件。 提供了包含具有二苯并噻吩骨架或二苯并呋喃骨架的杂环化合物和相对于杂环化合物显示电子接受性的无机化合物的复合材料。

公开(公告)号：US09343689B2

公开(公告)日：2016-05-17

申请号：US13951028

申请日：2013-07-25

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Hiromi Nowatari ,  Satoshi Seo ,  Nobuharu Ohsawa ,  Takahiro Ushikubo ,  Tetsuo Tsutsui

IPC: H01L29/08 ,  H01L51/50 ,  B82Y10/00 ,  H01L51/00

CPC classification number: H01L51/504 ,  B82Y10/00 ,  H01L51/0048 ,  H01L51/0052 ,  H01L51/0053 ,  H01L51/0058 ,  H01L51/006 ,  H01L51/0061 ,  H01L51/0072 ,  H01L51/0081 ,  H01L51/5004 ,  H01L51/5044 ,  H01L51/5278

Abstract: An object is to provide a light-emitting element capable of emitting light with a high luminance even at a low voltage, and having a long lifetime. The light-emitting element includes n EL layers between an anode and a cathode (n is a natural number of two or more), and also includes, between m-th EL layer from the anode and (m+1)-th EL layer (m is a natural number, 1≦m≦n−1), a first layer including a first donor material in contact with the m-th EL layer, a second layer including an electron-transport material and a second donor material in contact with the first layer, and a third layer including a hole-transport material and an acceptor material in contact with the second layer and the (m+1)-th EL layer.

Abstract translation: 本发明的目的是提供即使在低电压下能够以高亮度发光并且寿命长的发光元件。 发光元件在阳极和阴极之间包括n个EL层（n为2以上的自然数），并且还包括在阳极的第m层和第（m + 1）层之间的EL层 （m是自然数，1＆nl; m＆nlE; n-1），包括与第m个EL层接触的第一施主材料的第一层，包含电子传输材料的第二层和接触的第二施主材料 与第一层和第三层包括与第二层和第（m + 1）层相接触的空穴传输材料和受主材料。

公开(公告)号：US20160064678A1

公开(公告)日：2016-03-03

申请号：US14934566

申请日：2015-11-06

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Hideko Inoue ,  Tomoya Yamaguchi ,  Satoko Shitagaki ,  Takahiro Ushikubo ,  Satoshi Seo ,  Yui Yamada ,  Hiromi Nowatari

IPC: H01L51/00 ,  C09K11/06

CPC classification number: H01L51/0085 ,  C07F15/0033 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1044 ,  C09K2211/185 ,  H01L27/18 ,  H01L27/3244 ,  H01L27/3283 ,  H01L51/009 ,  H01L51/5012 ,  H01L51/5016 ,  H01L51/5044 ,  H01L51/5278 ,  H01L2251/5361 ,  H05B33/14

Abstract: Provided is a novel substance that can emit phosphorescence. Alternatively, provided is a novel substance with high emission efficiency. An organometallic complex in which a 4-arylpyrimidine derivative is a ligand and iridium is a central metal is provided. Specifically, an organometallic complex having a structure represented by a general formula (G1) is provided. In the general formula (G1), R1 represents a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms or a substituted or unsubstituted aryl group having 6 to 10 carbon atoms, R2 represents any of hydrogen, a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms, and a substituted or unsubstituted phenyl group, R3 represents hydrogen or a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms, and Ar1 represents a substituted or unsubstituted arylene group having 6 to 10 carbon atoms.