公开(公告)号：US11456424B2

公开(公告)日：2022-09-27

申请号：US16622489

申请日：2018-06-13

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Tomoka Hara ,  Hideko Yoshizumi ,  Hiromitsu Kido ,  Satoshi Seo

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

Abstract: A novel compound is provided. A light-emitting element with high emission efficiency and a long lifetime is provided. The compound is an organic compound that includes a benzofuro[3,2-d]pyrimidine or benzothieno[3,2-d]pyrimidine skeleton (General Formula (G0)). The 2-position of the benzofuro[3,2-d]pyrimidine or benzothieno[3,2-d]pyrimidine skeleton has a substituent and the 6- to 9-positions of the skeleton have at least one substituent. Any one of the substituents bonded to the 6- to 9-positions is bonded to the benzofuro[3,2-d]pyrimidine or benzothieno[3,2-d]pyrimidine skeleton via a phenylene group. A light-emitting element including the compound is provided.

公开(公告)号：US10734589B2

公开(公告)日：2020-08-04

申请号：US15674943

申请日：2017-08-11

Applicant: Semiconductor Energy Laboratory Co., Ltd.

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

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

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：US12252496B2

公开(公告)日：2025-03-18

申请号：US17056625

申请日：2019-05-21

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Satomi Watabe ,  Hideko Yoshizumi ,  Satoshi Seo ,  Hiromitsu Kido ,  Toshiki Sasaki

IPC: H01L51/50 ,  C07D491/048 ,  C07D519/00 ,  H10K85/60

Abstract: Provided is a novel organic compound, a benzofuropyrimidine derivative or a benzothienopyrimidine derivative, which is an organic compound represented by General Formula (G1) below. In General Formula (G1), Q represents oxygen or sulfur. Furthermore, 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：US20250002500A1

公开(公告)日：2025-01-02

申请号：US18829614

申请日：2024-09-10

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

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：US12102000B2

公开(公告)日：2024-09-24

申请号：US16473372

申请日：2017-12-15

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Tomoya Yamaguchi ,  Hideko Yoshizumi ,  Hiromitsu Kido ,  Tatsuyoshi Takahashi ,  Satoshi Seo

IPC: H10K85/60 ,  C07D491/048 ,  H10K50/11 ,  H10K101/00 ,  H10K101/10 ,  H10K101/30

CPC classification number: H10K85/657 ,  C07D491/048 ,  H10K85/6576 ,  H10K50/11 ,  H10K2101/10 ,  H10K2101/30 ,  H10K2101/90

Abstract: A novel compound and a light-emitting element with high emission efficiency and a long lifetime are provided. The novel compound includes a benzofuropyrazine skeleton or a benzothienopyrazine skeleton, and each of a benzene ring and a pyrazine ring in the benzofuropyrazine skeleton or the benzothienopyrazine skeleton independently includes a substituent with a total number of carbon atoms of 6 to 100 inclusive. The light-emitting element includes the compound.

公开(公告)号：US20240298455A1

公开(公告)日：2024-09-05

申请号：US18426937

申请日：2024-01-30

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Nobuharu OHSAWA ,  Hiromitsu Kido ,  Satoshi Seo ,  Hideko Yoshizumi

IPC: H10K50/11 ,  H10K50/86

CPC classification number: H10K50/11 ,  H10K50/865

Abstract: A light-emitting device having high emission efficiency, reliability, and color purity is provided. The light-emitting device includes a first electrode, a second electrode, and an organic compound layer; the organic compound layer is positioned between the first electrode and the second electrode; the organic compound layer includes a light-emitting layer; the light-emitting layer includes a first substance and a second substance; the first substance emits light from a doublet excited state; a doublet excited level of the first substance is lower than a singlet excited level of the second substance and higher than a triplet excited level of the second substance; and the first substance emits light.

公开(公告)号：US12029118B2

公开(公告)日：2024-07-02

申请号：US17276289

申请日：2019-09-12

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Tomoka Hara ,  Keito Tosu ,  Hideko Yoshizumi ,  Toshiki Sasaki ,  Hiromitsu Kido ,  Satoshi Seo

IPC: H01L51/00 ,  C07D491/048 ,  C07D495/04 ,  C07D519/00 ,  H10K85/60 ,  H10K50/11 ,  H10K101/10

CPC classification number: H10K85/657 ,  C07D491/048 ,  C07D495/04 ,  C07D519/00 ,  H10K85/6572 ,  H10K85/6576 ,  H10K50/11 ,  H10K2101/10

Abstract: A novel organic compound, a benzofuropyrimidine derivative or a benzothienopyrimidine derivative is provided. The organic compound has a structure in which a benzothienocarbazolyl ring, a benzofurocarbazolyl ring, an indolocarbazolyl ring, or an indenocarbazolyl ring is bonded to the 8-position of a benzofuropyrimidine ring or a benzothienopyrimidine ring directly or through an aromatic hydrocarbon ring. That is, the organic compound is represented by General Formula (G1) below.

公开(公告)号：US20240008355A1

公开(公告)日：2024-01-04

申请号：US18214796

申请日：2023-06-27

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Toshiki Sasaki ,  Hiromitsu Kido ,  Tsunenori Suzuki ,  Nobuharu Ohsawa ,  Hideko Yoshizumi ,  Satoshi Seo ,  Satoko Numata ,  Eriko Aoyama ,  Yui Yoshiyasu

IPC: H10K85/30 ,  C07F15/00 ,  C09K11/06

CPC classification number: H10K85/342 ,  C07F15/0033 ,  C09K11/06 ,  H10K50/11

Abstract: A light-emitting device includes a light-emitting layer containing a light-emitting substance and a first organic compound. The light-emitting substance is an organometallic complex containing a central metal and ligands. One of the ligands includes a skeleton formed by a ring A1 and a pyridine ring bonded to each other. The ring A1 represents an aromatic ring or a heteroaromatic ring. The pyridine ring includes an alkyl group having 1 to 6 carbon atoms and being substituted with deuterium. The first organic compound includes an electron-transport skeleton and first and second substituents that are bonded to the electron-transport skeleton. The electron-transport skeleton includes a heteroaromatic ring having two or more nitrogen atoms. The first substituent includes one or both of an aromatic ring and a heteroaromatic ring. The second substituent includes a skeleton having a hole-transport property. The lowest triplet excited state of the first organic compound is locally distributed in the first substituent.

公开(公告)号：US11690290B2

公开(公告)日：2023-06-27

申请号：US16984464

申请日：2020-08-04

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Tomoka Hara ,  Hideko Yoshizumi ,  Hiromitsu Kido ,  Satoshi Seo

IPC: H01L51/00 ,  H10K85/60 ,  C07D409/14 ,  C09K11/06 ,  H10K50/11 ,  H10K101/10

CPC classification number: H10K85/6572 ,  C07D409/14 ,  C09K11/06 ,  H10K85/6576 ,  C09K2211/1018 ,  H10K50/11 ,  H10K2101/10

Abstract: A novel organic compound is provided. An organic compound represented by General Formula (G1) is provided. In General Formula (G1), A represents a substituent including a hole-transport skeleton, L1 represents any one of a single bond, a substituted or unsubstituted phenylene group, and a substituted or unsubstituted biphenyldiyl group, R1 and R2 independently represent any one of hydrogen and an alkyl group having 1 to 6 carbon atoms, any one of Ar1 to Ar4 is a group represented by General Formula (g1), and the others independently represent any one of hydrogen and an alkyl group having 1 to 6 carbon atoms. In General Formula (g1), B represents any one of a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, and a substituted or unsubstituted triphenylenyl group, and L2 represents a substituted or unsubstituted phenylene group or a substituted or unsubstituted biphenyldiyl group.

公开(公告)号：US11462696B2

公开(公告)日：2022-10-04

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.