公开(公告)号：US20220109119A1

公开(公告)日：2022-04-07

申请号：US17485802

申请日：2021-09-27

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Nobuharu Ohsawa ,  Satoshi Seo ,  Yui Yoshiyasu ,  Hideko Yoshizumi

IPC: H01L51/00 ,  C07F15/00 ,  C09K11/06

Abstract: A novel light-emitting device is provided. The light-emitting device includes a first electrode, a second electrode, and a light-emitting layer between the first electrode and the second electrode. The light-emitting layer includes an organometallic complex emitting phosphorescence at room temperature and a light-emitting material emitting fluorescence. The organometallic complex includes a ligand with at least one first substituent selected from a branched alkyl group having 3 to 12 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 10 carbon atoms in a ring, and a trialkylsilyl group having 3 to 12 carbon atoms. An absorption spectrum of the light-emitting material has the longest-wavelength edge at a first wavelength λabs (nm), and a phosphorescence spectrum of the organometallic complex has the shortest-wavelength edge at a second wavelength λp (nm). The first wavelength λabs (nm) is longer than the second wavelength λp (nm).

公开(公告)号：US11121326B2

公开(公告)日：2021-09-14

申请号：US16940724

申请日：2020-07-28

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Hiroki Suzuki ,  Tomoya Yamaguchi ,  Hideko Yoshizumi ,  Satoshi Seo ,  Tatsuyoshi Takahashi ,  Hiromitsu Kido ,  Satomi Watabe

IPC: H01L51/00 ,  C07D491/048 ,  H05B33/20 ,  H01L51/50 ,  C09K11/06

Abstract: A novel organic compound is provided. That is, a novel organic compound that is effective in improving the element characteristics and reliability is provided. The organic compound has a benzofuroquinoxaline skeleton or a benzothienoquinoxaline skeleton. The organic compound is represented by General Formula (G1). In the formula, Q represents O or S, and each of R1 to R8 independently represents any of hydrogen, a halogeno group, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 carbon atoms, and a substituted or unsubstituted heteroaryl group having 3 to 12 carbon atoms. At least one of R1 to R8 includes a substituted or unsubstituted condensed aromatic or heteroaromatic ring having 3 to 24 carbon atoms.

公开(公告)号：US20250115614A1

公开(公告)日：2025-04-10

申请号：US18795999

申请日：2024-08-06

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Tomoya Yamaguchi ,  Hideko Yoshizumi ,  Hiromitsu Kido ,  Satoshi Seo ,  Toshiki Sasaki

IPC: C07D491/048 ,  C07D495/04 ,  H10K50/11 ,  H10K50/12 ,  H10K50/125 ,  H10K50/15 ,  H10K50/16 ,  H10K50/17 ,  H10K50/81 ,  H10K50/82 ,  H10K85/60

Abstract: A furopyrazine derivative that is a novel organic compound is provided. The organic compound has a furopyrazine skeleton and is represented by General Formula (G1). In General Formula (G1), Q represents oxygen or sulfur, Ar1 represents a substituted or unsubstituted condensed aromatic ring, R1 and R2 independently represent hydrogen or a group having 1 to 100 total carbon atoms, and at least one of R1 and R2 has a hole-transport skeleton.

公开(公告)号：US12232420B2

公开(公告)日：2025-02-18

申请号：US17981689

申请日：2022-11-07

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Miki Kurihara ,  Hideko Yoshizumi ,  Satomi Watabe ,  Hiromitsu Kido ,  Satoshi Seo

IPC: H01L51/00 ,  C07D491/048 ,  H10K85/60 ,  H10K50/11 ,  H10K59/12 ,  H10K71/16

Abstract: A novel organic compound is provided. That is, a novel organic compound that is effective in improving reliability of a light-emitting element is provided. The organic compound includes a condensed ring including a pyrimidine ring and is represented by General Formula (G1). In General Formula (G1), A represents a group having 6 to 100 carbon atoms and includes at least one of an aromatic ring and a heteroaromatic ring. The aromatic ring and the heteroaromatic ring may each include a substituent. Furthermore, Q represents oxygen or sulfur. A ring X represents a substituted or unsubstituted naphthalene ring or a substituted or unsubstituted phenanthrene ring.

公开(公告)号：US12096690B2

公开(公告)日：2024-09-17

申请号：US17893355

申请日：2022-08-23

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Tomoya Yamaguchi ,  Hideko Yoshizumi ,  Hiromitsu Kido ,  Airi Ueda ,  Satoshi Seo

IPC: H01L51/00 ,  C07D491/048 ,  H10K85/60 ,  H10K50/11 ,  H10K50/15 ,  H10K50/16 ,  H10K50/17 ,  H10K50/81 ,  H10K50/82 ,  H10K50/842 ,  H10K59/38 ,  H10K71/00 ,  H10K71/16 ,  H10K71/60 ,  H10K101/10 ,  H10K101/30 ,  H10K101/40 ,  H10K102/00 ,  H10K102/10

CPC classification number: H10K85/6576 ,  C07D491/048 ,  H10K85/657 ,  H10K85/6572 ,  H10K85/6574 ,  H10K50/11 ,  H10K50/15 ,  H10K50/16 ,  H10K50/17 ,  H10K50/171 ,  H10K50/81 ,  H10K50/82 ,  H10K50/8426 ,  H10K59/38 ,  H10K71/00 ,  H10K71/16 ,  H10K71/60 ,  H10K2101/10 ,  H10K2101/30 ,  H10K2101/40 ,  H10K2102/103 ,  H10K2102/311 ,  H10K2102/351

Abstract: A novel organic compound is provided. That is, a novel organic compound that is effective in improving element characteristics and reliability is provided. The organic compound is represented by General Formula (G1) having a dibenzobenzofuroquinoxaline skeleton or a dibenzobenzothienoquinoxaline skeleton.




In General Formula (G1), Q represents O or S, at least one of R1 to R12 represents a first group having a substituted or unsubstituted condensed aromatic ring or condensed heteroaromatic ring having 3 to 30 carbon atoms, and the other or others of R1 to R12 each independently represent any one of hydrogen, a halogeno group, a hydroxy group, an amino group, a nitro group, and a group having 1 to 50 carbon atoms.

公开(公告)号：US12091416B2

公开(公告)日：2024-09-17

申请号：US17058435

申请日：2019-05-21

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Satoshi Seo ,  Satomi Watabe ,  Hideko Yoshizumi ,  Hiromitsu Kido ,  Toshiki Sasaki ,  Akira Nagasaka ,  Yuta Kawano

IPC: C07D491/048 ,  C07D513/04 ,  C07D519/00 ,  H10K50/11 ,  H10K85/60 ,  H10K101/10

CPC classification number: C07D491/048 ,  C07D513/04 ,  C07D519/00 ,  H10K85/626 ,  H10K85/6574 ,  H10K85/6576 ,  H10K50/11 ,  H10K2101/10

Abstract: A benzofuropyrimidine derivative or benzothienopyrimidine derivative that is a novel organic compound is provided. An organic compound represented by General Formula (G1) below.




Q represents oxygen or sulfur. Ar1, Ar2, Ar3, and Ar4 each independently represent an aromatic hydrocarbon ring, and the number of carbon atoms included in the aromatic hydrocarbon ring is 6 to 25. m and n are each 0 or 1. A is a group having 12 to 100 carbon atoms in total and includes one or more of a benzene ring, a naphthalene ring, a fluorene ring, a phenanthrene ring, a triphenylene ring, a heteroaromatic ring including a dibenzothiophene ring, a heteroaromatic ring including a dibenzofuran ring, a heteroaromatic ring including a carbazole ring, a benzimidazole ring, and a triphenylamine structure.

公开(公告)号：US11522142B2

公开(公告)日：2022-12-06

申请号：US16488280

申请日：2018-02-22

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Shunpei Yamazaki ,  Satoshi Seo ,  Hideko Yoshizumi ,  Tomoya Yamaguchi ,  Hiromitsu Kido ,  Takeyoshi Watabe ,  Airi Tomida ,  Keito Fukuda

IPC: H01L51/00 ,  C07F15/00 ,  C09K11/06 ,  H01L51/50 ,  G08G1/0968

Abstract: A novel light-emitting element material is provided. Alternatively, a light-emitting element material capable of simplifying a process for manufacturing a light-emitting element is provided. Alternatively, a light-emitting element material capable of reducing the cost for manufacturing a light-emitting element is provided. Alternatively, one embodiment of the present invention provides a light-emitting element material capable of achieving a light-emitting element having favorable emission efficiency. A light-emitting element material including an organic compound which includes a first skeleton having a carrier-transport property and a second skeleton having a light-emitting property in one molecule and in which the molecular weight is less than or equal to 3000, is provided.

公开(公告)号：US11469380B2

公开(公告)日：2022-10-11

申请号：US16647602

申请日：2018-09-06

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Miki Kurihara ,  Hideko Yoshizumi ,  Hiromitsu Kido ,  Satomi Watabe ,  Satoshi Seo

IPC: C07D491/048 ,  H01L51/00 ,  C09K11/02 ,  H01L51/50

Abstract: A benzofuropyrimidine derivative or a benzothienopyrimidine derivative that is a novel organic compound is provided. The organic compound has a benzofuropyrimidine skeleton or a benzothienopyrimidine skeleton and is represented by General Formula (G1) below. In General Formula (G1), Q represents oxygen or sulfur. Each of A1 and A2 independently represents a substituted or unsubstituted polycyclic aromatic hydrocarbon. Furthermore, m represents any one of integers from 0 to 4. Furthermore, n represents any one of integers from 1 to 4. Each of R1 to R12 independently represents any one of hydrogen, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 7 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 13 carbon atoms.

公开(公告)号：US11450820B2

公开(公告)日：2022-09-20

申请号：US16896483

申请日：2020-06-09

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Yuta Kawano ,  Hiromitsu Kido ,  Toshiki Sasaki ,  Tomoya Yamaguchi ,  Hideko Yoshizumi ,  Satoshi Seo

IPC: H01L51/00 ,  H01L51/56 ,  H01L51/50

Abstract: To provide a light-emitting device not only including a light-emitting layer in which energy is efficiently transferred from a host material to a guest material but also having high reliability. In the light-emitting device, the light-emitting layer includes an organic compound having a specific naphthofuropyrazine skeleton as a host material and a light-emitting substance (e.g., an organometallic complex) whose T1 level (TG) is within a certain range as a guest material, thereby increasing not only the efficiency of energy transfer from the host material to the guest material but also the reliability.

公开(公告)号：US11430958B2

公开(公告)日：2022-08-30

申请号：US16249209

申请日：2019-01-16

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Tomoya Yamaguchi ,  Hideko Yoshizumi ,  Hiromitsu Kido ,  Airi Ueda ,  Satoshi Seo

IPC: H01L51/00 ,  C07D491/048 ,  H01L51/50 ,  H01L27/32 ,  H01L51/52 ,  H01L51/56

Abstract: A novel organic compound is provided. That is, a novel organic compound that is effective in improving element characteristics and reliability is provided. The organic compound is represented by General Formula (G1) having a dibenzobenzofuroquinoxaline skeleton or a dibenzobenzothienoquinoxaline skeleton. In General Formula (G1), Q represents O or S, at least one of R1 to R12 represents a first group having a substituted or unsubstituted condensed aromatic ring or condensed heteroaromatic ring having 3 to 30 carbon atoms, and the other or others of R1 to R12 each independently represent any one of hydrogen, a halogeno group, a hydroxy group, an amino group, a nitro group, and a group having 1 to 50 carbon atoms.