公开(公告)号：US10263195B2

公开(公告)日：2019-04-16

申请号：US15436272

申请日：2017-02-17

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: C07D209/86 ,  H01L51/00 ,  C09K11/06 ,  H01L51/50

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).

公开(公告)号：US09614164B2

公开(公告)日：2017-04-04

申请号：US14685786

申请日：2015-04-14

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: C07D209/86 ,  C09K11/06 ,  H01L51/00 ,  H01L51/50

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).

公开(公告)号：US09564597B2

公开(公告)日：2017-02-07

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: H01L51/54 ,  C09K11/06 ,  H01L51/00 ,  C07C25/02 ,  C07C25/22 ,  C07C33/50 ,  C07C49/80 ,  C07D307/91 ,  C07D333/76 ,  C07D409/10 ,  H05B33/10 ,  C07C31/36 ,  C07C49/163 ,  H01L51/50 ,  H01L51/52

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，±1和±2分别表示取代或未取代的碳原子数为6〜13的亚芳基。 Ar 1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; Q 1表示硫或氧; R 1〜R 15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：US09502666B2

公开(公告)日：2016-11-22

申请号：US14029208

申请日：2013-09-17

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Tomonori Nakayama ,  Takako Takasu ,  Satoko Shitagaki ,  Harue Osaka ,  Toshiki Hamada

IPC: H01L51/00 ,  C09K11/06 ,  H05B33/14 ,  H01L51/50

CPC classification number: H01L51/0072 ,  C07D487/14 ,  C09K11/025 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1029 ,  C09K2211/1059 ,  C09K2211/185 ,  H01L51/0058 ,  H01L51/0067 ,  H01L51/0071 ,  H01L51/0074 ,  H01L51/0085 ,  H01L51/5004 ,  H01L51/5016 ,  H01L2251/552 ,  H05B33/14

Abstract: A light-emitting element emitting phosphorescence and having high emission efficiency, in which a property of injecting holes to a light-emitting layer is increased, is provided. The light-emitting layer of the light-emitting element includes a first organic compound represented by the following general formula (G1) and a second organic compound which is a phosphorescent compound. The difference between the HOMO level of the first organic compound and the HOMO level of the second organic compound is lower than or equal to 0.3 eV.

公开(公告)号：US09406893B2

公开(公告)日：2016-08-02

申请号：US14308310

申请日：2014-06-18

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Harue Osaka ,  Takako Takasu ,  Nobuharu Ohsawa ,  Hiromi Nowatari ,  Satoshi Seo

IPC: H01L51/00 ,  C07D333/76 ,  C07D409/10 ,  H01L51/50

CPC classification number: H01L51/0074 ,  C07D333/76 ,  C07D409/10 ,  H01L51/0059 ,  H01L51/006 ,  H01L51/0072 ,  H01L51/0081 ,  H01L51/0085 ,  H01L51/5016 ,  H01L51/5048 ,  H01L51/5088

Abstract: A substance having a hole-transport property and a wide band gap is provided. A heterocyclic compound represented by a general formula (G1) is provided. In the formula, α1 and α2 separately represent a substituted or unsubstituted arylene group having 6 to 13 carbon atoms; n and k separately represent 0 or 1; Q1 and Q2 separately represent sulfur or oxygen; and R1 to R22 separately represent hydrogen, an alkyl group having 1 to 12 carbon atoms, or a substituted or unsubstituted 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）表示的杂环化合物。 在该式中，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。 n和k分别表示0或1; Q1和Q2分别代表硫或氧; R 1〜R 22分别表示氢，碳原子数1〜12的烷基或取代或未取代的碳原子数为6〜14的芳基。

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：US20130277652A1

公开(公告)日：2013-10-24

申请号：US13852203

申请日：2013-03-28

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Satoshi Seo ,  Satoko Shitagaki ,  Hiroko Abe ,  Takako Takasu ,  Ryoji Nomura

IPC: H01L51/00 ,  H01B1/12

CPC classification number: H01L51/0035 ,  C09J133/10 ,  H01B1/12 ,  H01B1/127 ,  H01L51/004 ,  H01L51/0042 ,  H01L51/0043 ,  H01L51/0062 ,  H01L51/5012 ,  H01L51/5052 ,  H01L2251/5315

Abstract: The present invention provides a composite material having high conductivity, a light-emitting element and a light-emitting device using the composite material. Further, the present invention provides a manufacturing method of a light-emitting element which is suitable for mass production. A light-emitting element of the present invention includes a layer including a luminescent substance between a pair of electrodes. The layer including a luminescent substance has a composite material which includes an organic compound, and an inorganic compound showing an electron donating property to the organic compound. Since the light-emitting element of the present invention includes a composite material made by combining an organic compound and an inorganic compound, the carrier injecting property, carrier transporting property, and conductivity thereof are excellent, and thus, the driving voltage can be reduced.

Abstract translation: 本发明提供一种具有高导电性的复合材料，发光元件和使用该复合材料的发光装置。 此外，本发明提供适合于批量生产的发光元件的制造方法。 本发明的发光元件包括在一对电极之间包含发光物质的层。 包含发光物质的层具有包含有机化合物的复合材料和向有机化合物显示给电子性的无机化合物。 由于本发明的发光元件包括通过组合有机化合物和无机化合物制成的复合材料，因此载流子注入性，载流子传输性和导电性优异，因此可以降低驱动电压。