公开(公告)号：US11225488B2

公开(公告)日：2022-01-18

申请号：US16090477

申请日：2018-02-28

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Kyoko Takeda ,  Harue Osaka ,  Satoshi Seo ,  Tsunenori Suzuki ,  Naoaki Hashimoto ,  Yusuke Takita

IPC: C07D495/04 ,  C07D495/00 ,  H01L51/00 ,  C07D491/048

Abstract: A novel organic compound is provided. Alternatively, an organic compound that exhibits light emission with favorable chromaticity is provided. Alternatively, an organic compound that exhibits blue light emission with favorable chromaticity is provided. Alternatively, an organic compound with favorable emission efficiency is provided. Alternatively, an organic compound having a high carrier-transport property is provided. Alternatively, an organic compound with favorable reliability is provided. An organic compound including at least one amino group in which any one of a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, and a substituted or unsubstituted carbazolyl group is bonded to any one of a substituted or unsubstituted naphthobisbenzofuran skeleton, a substituted or unsubstituted naphthobisbenzothiophene skeleton, and a substituted or unsubstituted naphthobenzofuranobenzothiophene skeleton is provided.

公开(公告)号：US10749112B2

公开(公告)日：2020-08-18

申请号：US16385472

申请日：2019-04-16

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Satoshi Seo ,  Tatsuyoshi Takahashi ,  Kyoko Takeda ,  Kanta Abe ,  Hiroki Suzuki

IPC: H01L51/00 ,  H01L27/32 ,  C07F15/00 ,  C09K11/06 ,  G06F3/041 ,  G06F3/045 ,  H01L51/50 ,  H05B33/14 ,  H05B33/20

Abstract: A light-emitting element with a lower voltage and higher emission efficiency is provided. The light-emitting element includes a first organic compound, a second organic compound, and a guest material. The LUMO level of the first organic compound is lower than the LUMO level of the second organic compound, and a difference between them is larger than 0 eV and smaller than or equal to 0.5 eV. Furthermore, the HOMO level of the first organic compound is lower than the HOMO level of the second organic compound. The guest material has a function of converting triplet excitation energy into light emission. The first organic compound and the second organic compound form an exciplex.

公开(公告)号：US20190245146A1

公开(公告)日：2019-08-08

申请号：US16385472

申请日：2019-04-16

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Satoshi Seo ,  Tatsuyoshi Takahashi ,  Kyoko Takeda ,  Kenta Abe ,  Hiroki Suzuki

IPC: H01L51/00 ,  G06F3/041 ,  C07F15/00 ,  H01L51/50 ,  H01L27/32 ,  H05B33/20 ,  H05B33/14 ,  C09K11/06 ,  G06F3/045

Abstract: A light-emitting element with a lower voltage and higher emission efficiency is provided. The light-emitting element includes a first organic compound, a second organic compound, and a guest material. The LUMO level of the first organic compound is lower than the LUMO level of the second organic compound, and a difference between them is larger than 0 eV and smaller than or equal to 0.5 eV. Furthermore, the HOMO level of the first organic compound is lower than the HOMO level of the second organic compound. The guest material has a function of converting triplet excitation energy into light emission. The first organic compound and the second organic compound form an exciplex.

公开(公告)号：US10270039B2

公开(公告)日：2019-04-23

申请号：US15812703

申请日：2017-11-14

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Satoshi Seo ,  Tatsuyoshi Takahashi ,  Kyoko Takeda ,  Kanta Abe ,  Hiroki Suzuki

IPC: G06F3/045 ,  H01L51/00 ,  C07F15/00 ,  C09K11/06 ,  G06F3/041 ,  H01L51/50 ,  H05B33/14 ,  H05B33/20 ,  H01L27/32

Abstract: A light-emitting element with a lower voltage and higher emission efficiency is provided. The light-emitting element includes a first organic compound, a second organic compound, and a guest material. The LUMO level of the first organic compound is lower than the LUMO level of the second organic compound, and a difference between them is larger than 0 eV and smaller than or equal to 0.5 eV. Furthermore, the HOMO level of the first organic compound is lower than the HOMO level of the second organic compound. The guest material has a function of converting triplet excitation energy into light emission. The first organic compound and the second organic compound form an exciplex.

公开(公告)号：US20160380211A1

公开(公告)日：2016-12-29

申请号：US15264062

申请日：2016-09-13

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Hiroki Suzuki ,  Kyoko Takeda ,  Sachiko Kawakami ,  Tsunenori Suzuki ,  Satoshi Seo ,  Nobuharu Ohsawa

IPC: H01L51/00 ,  C09K11/02 ,  C07D409/14 ,  C07D405/14 ,  C07D409/04 ,  C07D405/04

CPC classification number: H01L51/0072 ,  C07D405/04 ,  C07D405/14 ,  C07D409/04 ,  C07D409/14 ,  C09K11/025 ,  H01L51/0052 ,  H01L51/0054 ,  H01L51/0073 ,  H01L51/0074 ,  H01L51/0566 ,  H01L51/5012 ,  H01L51/5056 ,  H01L51/5072

Abstract: An object is to provide a novel carbazole derivative that has an excellent carrier-transport property and can be suitably used for a transport layer or as a host material of a light-emitting element. Another object is to provide an organic semiconductor material and a light-emitting element material each using the carbazole derivative. As the carbazole derivative that can achieve the above objects, a carbazole derivative in which a carbazolyl group whose either 2- or 3-position of carbazole is substituted by the 4-position of a dibenzothiophene skeleton or a dibenzofuran skeleton is bonded to aromatic hydrocarbon that has 14 to 70 carbon atoms and includes a condensed tricyclic ring, a condensed tetracyclic ring, a condensed pentacyclic ring, a condensed hexacyclic ring, or a condensed heptacyclic ring has been able to be synthesized.

Abstract translation: 本发明的目的是提供一种具有优异载流子传输性能的新型咔唑衍生物，可适用于传输层或作为发光元件的主体材料。 另一个目的是提供各自使用咔唑衍生物的有机半导体材料和发光元件材料。 作为能够实现上述目的的咔唑衍生物，可以举出二苯并噻吩骨架或二苯并呋喃骨架的4-位取代咔唑的2-或3-位的咔唑基与咔唑衍生物， 具有14至70个碳原子，并且可以合成包括稠合的三环，缩合的四环，缩合的五环，缩合的六环或缩合的七环。

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：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：US11917908B2

公开(公告)日：2024-02-27

申请号：US17116222

申请日：2020-12-09

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Kyoko Takeda ,  Harue Osaka ,  Hiroshi Kadoma ,  Satoshi Seo ,  Tsunenori Suzuki ,  Naoaki Hashimoto

IPC: H01L51/00 ,  C07D493/04 ,  C09K11/06 ,  C07D209/88 ,  C07D405/12 ,  H10K85/60 ,  H10K50/11

CPC classification number: H10K85/636 ,  C07D209/88 ,  C07D405/12 ,  C07D493/04 ,  C09K11/06 ,  H10K85/633 ,  C09K2211/1022 ,  H10K50/11 ,  H10K85/615 ,  H10K85/622 ,  H10K85/6572 ,  H10K85/6574

Abstract: A novel organic compound represented by General Formula (G1) is provided. In General Formula (G1), X1 and X2 each independently represent a secondary or tertiary alkyl group having 3 to 6 carbon atoms and having a branched carbon atom which is bonded to a phenyl group. In addition, Ar1 represents a substituted or unsubstituted condensed aromatic ring skeleton having 10 to 60 carbon atoms and composed of two or more rings or a substituted or unsubstituted condensed heteroaromatic ring skeleton having 8 to 60 carbon atoms and composed of two or more rings. Furthermore, Ar2 represents a substituted or unsubstituted aryl group having 6 to 25 carbon atoms. Moreover, n represents any of 1 to 3, and in the case where n is 2 or more, two or more groups bonded to Ar1 may be identical or different.

公开(公告)号：US20240026217A1

公开(公告)日：2024-01-25

申请号：US18374278

申请日：2023-09-28

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Kyoko Takeda ,  Harue Osaka ,  Satoko Shitagaki ,  Nobuharu Ohsawa ,  Satoshi Seo ,  Hiromi Seo

IPC: C09K11/06 ,  H10K85/60

CPC classification number: C09K11/06 ,  H10K85/626 ,  H10K85/654 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1044 ,  C09K2211/1088 ,  C09K2211/1092 ,  C09K2211/1096 ,  C09K2211/185 ,  H10K50/11

Abstract: A light-emitting element includes an EL layer between a pair of electrodes. The EL layer contains a first compound and a second compound. The first compound is a phosphorescent iridium metal complex having a LUMO level of greater than or equal to −3.5 eV and less than or equal to −2.5 eV, and the second compound is an organic compound having a pyrimidine skeleton. The light-emitting element includes an EL layer between a pair of electrodes. The EL layer contains a first compound and a second compound. The first compound is a phosphorescent iridium metal complex having a diazine skeleton, and the second compound is an organic compound having a pyrimidine skeleton.

公开(公告)号：US10897012B2

公开(公告)日：2021-01-19

申请号：US16182689

申请日：2018-11-07

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Takao Hamada ,  Hiromi Seo ,  Kanta Abe ,  Kyoko Takeda ,  Satoshi Seo

IPC: H01L51/50 ,  H01L51/00 ,  C07D209/86 ,  C09K11/02 ,  C09K11/06

Abstract: A light-emitting element having a long lifetime is provided. A light-emitting element exhibiting high emission efficiency in a high luminance region is provided. A light-emitting element includes a light-emitting layer between a pair of electrodes. The light-emitting layer contains a first organic compound, a second organic compound, and a phosphorescent compound. The first organic compound is represented by a general formula (G0). The molecular weight of the first organic compound is greater than or equal to 500 and less than or equal to 2000. The second organic compound is a compound having an electron-transport property. In the general formula (G0), Ar1 and Ar2 each independently represent a fluorenyl group, a spirofluorenyl group, or a biphenyl group, and Ar3 represents a substituent including a carbazole skeleton.