公开(公告)号：US20250011286A1

公开(公告)日：2025-01-09

申请号：US18768495

申请日：2024-07-10

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Hiroko NOMURA ,  Harue OSAKA ,  Takahiro USHIKUBO ,  Sachiko KAWAKAMI ,  Satoshi SEO ,  Satoko SHITAGAKI

IPC: C07D209/86 ,  H10K85/60

Abstract: To provide a light-emitting element having high luminous efficiency and to provide a light-emitting device and an electronic device which consumes low power and is driven at low voltage, a carbazole derivative represented by the general formula (1) is provided. In the formula, α1, α2, α3, and α4 each represent an arylene group having less than or equal to 13 carbon atoms; Ar1 and Ar2 each represent an aryl group having less than or equal to 13 carbon atoms; R1 represents any of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, and a substituted or unsubstituted biphenyl group; and R2 represents any of an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, and a substituted or unsubstituted biphenyl group. In addition, l, m, and n are each independently 0 or 1.

公开(公告)号：US20170250352A1

公开(公告)日：2017-08-31

申请号：US15477847

申请日：2017-04-03

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Satoshi SEO ,  Sachiko KAWAKAMI ,  Hiroko NOMURA ,  Nobuharu OHSAWA

IPC: H01L51/00 ,  C07D263/57 ,  C07D413/10 ,  C07F5/02

CPC classification number: H01L51/0072 ,  C07D263/57 ,  C07D271/07 ,  C07D413/10 ,  C07D417/10 ,  C07F5/025 ,  C09K11/06 ,  C09K2211/1007 ,  C09K2211/1011 ,  C09K2211/1029 ,  C09K2211/1033 ,  H01L51/0061 ,  H01L51/0069 ,  H01L51/007 ,  H01L51/0071 ,  H01L51/5016 ,  H01L51/5056 ,  H01L51/5072 ,  H01L51/5096 ,  H01L2051/0063 ,  H05B33/10 ,  H05B33/14

Abstract: Disclosed is a novel organic semiconductor material which has a twisted quaterphenylene skeleton as a central unit and simultaneously possesses a skeleton having an electron-transporting property and a skeleton having a hole-transporting property at the terminals of the quaterphenylene skeleton. Specifically, the organic semiconductor material has a [1,1′:2′,1″:2″,1′″]quaterphenyl-4-4′″-diyl group, and one of the terminals of the [1,1′:2′,1″:2″,1′″]quaterphenyl-4-4′″-diyl group is bonded to a skeleton having an electron-transporting property such as a benzoxazole group or an oxadiazole group. A skeleton having a hole-transporting property such as diarylamino group is introduced at the other terminal. This structure allows the formation of a compound having a bipolar property, a high molecular weight, an excellent thermal stability, a large band gap, and high triplet excitation energy.

公开(公告)号：US20160268515A1

公开(公告)日：2016-09-15

申请号：US15161568

申请日：2016-05-23

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Hiroko NOMURA ,  Sachiko KAWAKAMI ,  Nobuharu OHSAWA ,  Satoshi SEO

IPC: H01L51/00 ,  C07D403/10 ,  C07D401/14 ,  C09K11/02

Abstract: It is an object of the present invention to provide a novel triazole derivative. Further, it is another object of the present invention to provide a light-emitting element having high luminous efficiency with the use of the novel triazole derivative. Moreover, it is still another object of the present invention to provide a light-emitting device and electronic devices which have low power consumption. A light-emitting element having high luminous efficiency can be manufactured with the use of a triazole derivative which is a 1,2,4-triazole derivative, in which an aryl group or a heteroaryl group is bonded to each of 3-position, 4-position, and 5-position, and in which any one of the aryl group or heteroaryl group has a 9H-carbazol-9-yl group.

Abstract translation: 本发明的目的是提供一种新的三唑衍生物。 此外，本发明的另一个目的是提供一种使用新型三唑衍生物的具有高发光效率的发光元件。 此外，本发明的另一个目的是提供一种具有低功耗的发光装置和电子装置。 可以使用三唑衍生物制造发光效率高的发光元件，它是1,2,4-三唑衍生物，其中芳基或杂芳基键合在3-位上，4位 - 位和5-位，其中芳基或杂芳基中的任一个具有9H-咔唑-9-基。

公开(公告)号：US20150255728A1

公开(公告)日：2015-09-10

申请号：US14718793

申请日：2015-05-21

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Hiroko NOMURA ,  Harue OSAKA ,  Takahiro USHIKUBO ,  Satoshi SEO

IPC: H01L51/00 ,  C07D209/86

CPC classification number: H01L51/0061 ,  C07D209/86 ,  C07D403/12 ,  C09K11/06 ,  C09K2211/1029 ,  H01L51/0072 ,  H01L51/0081 ,  H01L51/5012 ,  H01L51/5056 ,  H05B33/14 ,  H05B33/20 ,  Y10S428/917

Abstract: A carbazole derivative represented by the general formula (1) is provided. In the formula, Ar1 represents a substituted or unsubstituted aryl group having 6 to 10 carbon atoms which form a ring; α and β independently represent a substituted or unsubstituted arylene group having 6 to 12 carbon atoms which form a ring; R1 represents an alkyl group having 1 to 4 carbon atoms or a substituted or unsubstituted aryl group having 6 to 10 carbon atoms which form a ring; and R11 to R17 and R21 to R28 independently represent hydrogen, an alkyl group having 1 to 4 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 10 carbon atoms which form a ring.

Abstract translation: 提供由通式（1）表示的咔唑衍生物。 在该式中，Ar 1表示取代或未取代的形成环的碳原子数为6〜10的芳基， α和＆bgr 独立地表示具有6-12个碳原子的取代或未取代的亚芳基，其形成环; R1表示碳原子数1〜4的烷基或取代或未取代的碳原子数6〜10的芳基，形成环。 R 11〜R 17，R 21〜R 28独立地表示氢，碳原子数1〜4的烷基或取代或未取代的碳原子数为6〜10的芳基，形成环。

公开(公告)号：US20140042420A1

公开(公告)日：2014-02-13

申请号：US14064658

申请日：2013-10-28

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Hiroko NOMURA ,  Sachiko KAWAKAMI ,  Nobuharu OHSAWA ,  Satoshi SEO

IPC: H01L51/00

CPC classification number: H01L51/0067 ,  C07D215/38 ,  C07D249/08 ,  C07D401/14 ,  C07D403/10 ,  C07D403/14 ,  C09K11/025 ,  C09K11/06 ,  H01L51/0052 ,  H01L51/0058 ,  H01L51/0072 ,  H01L51/5012 ,  H01L51/5016 ,  H01L51/5072 ,  H01L51/5092 ,  H01L51/5203 ,  Y10S428/917

Abstract: It is an object of the present invention to provide a novel triazole derivative. Further, it is another object of the present invention to provide a light-emitting element having high luminous efficiency with the use of the novel triazole derivative. Moreover, it is still another object of the present invention to provide a light-emitting device and electronic devices which have low power consumption. A light-emitting element having high luminous efficiency can be manufactured with the use of a triazole derivative which is a 1,2,4-triazole derivative, in which an aryl group or a heteroaryl group is bonded to each of 3-position, 4-position, and 5-position, and in which any one of the aryl group or heteroaryl group has a 9H-carbazol-9-yl group.

Abstract translation: 本发明的目的是提供一种新的三唑衍生物。 此外，本发明的另一个目的是提供一种使用新型三唑衍生物的具有高发光效率的发光元件。 此外，本发明的另一个目的是提供一种具有低功耗的发光装置和电子装置。 可以使用三唑衍生物制造发光效率高的发光元件，它是1,2,4-三唑衍生物，其中芳基或杂芳基键合在3-位上，4位 - 位和5-位，其中芳基或杂芳基中的任一个具有9H-咔唑-9-基。

公开(公告)号：US20220388958A1

公开(公告)日：2022-12-08

申请号：US17861363

申请日：2022-07-11

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Hiroko NOMURA ,  Harue OSAKA ,  Takahiro USHIKUBO ,  Sachiko KAWAKAMI ,  Satoshi SEO ,  Satoko SHITAGAKI

IPC: C07D209/86 ,  H01L51/00

Abstract: To provide a light-emitting element having high luminous efficiency and to provide a light-emitting device and an electronic device which consumes low power and is driven at low voltage, a carbazole derivative represented by the general formula (1) is provided. In the formula, α1, α2, α3, and α4 each represent an arylene group having less than or equal to 13 carbon atoms; Ar1 and Ar2 each represent an aryl group having less than or equal to 13 carbon atoms; R1 represents any of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, and a substituted or unsubstituted biphenyl group; and R2 represents any of an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, and a substituted or unsubstituted biphenyl group. In addition, l, m, and n are each independently 0 or 1.

公开(公告)号：US20200148640A1

公开(公告)日：2020-05-14

申请号：US16741830

申请日：2020-01-14

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Hiroko NOMURA ,  Harue OSAKA ,  Takahiro USHIKUBO ,  Sachiko KAWAKAMI ,  Satoshi SEO ,  Satoko SHITAGAKI

IPC: C07D209/86 ,  H01L51/00

Abstract: To provide a light-emitting element having high luminous efficiency and to provide a light-emitting device and an electronic device which consumes low power and is driven at low voltage, a carbazole derivative represented by the general formula (1) is provided. In the formula, α1, α2, α3, and α1 each represent an azylene stoup having less than or equal to 13 carbon atoms; Ar1 and Ar2 each represent an aryl group having less than or equal to 13 carbon atoms; R1 represents any of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, and a substituted or unsubstituted biphenyl group; and R2 represents any of an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, and a substituted or unsubstituted biphenyl group. In addition, l, m, and n are each independently 0 or 1.

公开(公告)号：US20160197284A1

公开(公告)日：2016-07-07

申请号：US15071727

申请日：2016-03-16

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Hiroko NOMURA ,  Harue OSAKA ,  Takahiro USHIKUBO ,  Satoshi SEO

IPC: H01L51/00 ,  C07D209/86

CPC classification number: H01L51/0061 ,  C07D209/86 ,  C07D403/12 ,  C09K11/06 ,  C09K2211/1029 ,  H01L51/0072 ,  H01L51/0081 ,  H01L51/5012 ,  H01L51/5056 ,  H05B33/14 ,  H05B33/20 ,  Y10S428/917

Abstract: A carbazole derivative represented by the general formula (1) is provided. In the formula, Ar1 represents a substituted or unsubstituted aryl group having 6 to 10 carbon atoms which form a ring; α and β independently represent a substituted or unsubstituted arylene group having 6 to 12 carbon atoms which form a ring; R1 represents an alkyl group having 1 to 4 carbon atoms or a substituted or unsubstituted aryl group having 6 to 10 carbon atoms which form a ring; and R11 to R17 and R21 to R28 independently represent hydrogen, an alkyl group having 1 to 4 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 10 carbon atoms which form a ring.

公开(公告)号：US20130324742A1

公开(公告)日：2013-12-05

申请号：US13961120

申请日：2013-08-07

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Hiroko NOMURA ,  Harue OSAKA ,  Takahiro USHIKUBO ,  Satoshi SEO

IPC: H01L51/00

CPC classification number: H01L51/0061 ,  C07D209/86 ,  C07D403/12 ,  C09K11/06 ,  C09K2211/1029 ,  H01L51/0072 ,  H01L51/0081 ,  H01L51/5012 ,  H01L51/5056 ,  H05B33/14 ,  H05B33/20 ,  Y10S428/917

Abstract: A carbazole derivative represented by the general formula (1) is provided. In the formula, Ar1 represents a substituted or unsubstituted aryl group having 6 to 10 carbon atoms which form a ring; α and β independently represent a substituted or unsubstituted arylene group having 6 to 12 carbon atoms which form a ring; R1 represents an alkyl group having 1 to 4 carbon atoms or a substituted or unsubstituted aryl group having 6 to 10 carbon atoms which form a ring; and R11 to R17 and R21 to R28 independently represent hydrogen, an alkyl group having 1 to 4 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 10 carbon atoms which form a ring.

Abstract translation: 提供由通式（1）表示的咔唑衍生物。 在该式中，Ar 1表示取代或未取代的形成环的碳原子数为6〜10的芳基， α和β独立地表示具有6-12个碳原子的取代或未取代的亚芳基，其形成环; R1表示碳原子数1〜4的烷基或取代或未取代的碳原子数6〜10的芳基，形成环。 R 11〜R 17，R 21〜R 28独立地表示氢，碳原子数1〜4的烷基或取代或未取代的碳原子数为6〜10的芳基，形成环。