公开(公告)号：US20210043840A1

公开(公告)日：2021-02-11

申请号：US16977612

申请日：2019-02-21

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Satoshi SEO ,  Nobuharu OHSAWA ,  Takuya HARUYAMA ,  Anna TADA

IPC: H01L51/00 ,  C07F7/08 ,  C09K11/06 ,  C07C211/61

Abstract: A light-emitting element with high emission efficiency and high reliability is provided.
The light-emitting element includes a host material and a guest material in a light-emitting layer. The host material has a function of converting triplet excitation energy into light emission and the guest material emits fluorescence. The molecular structure of the guest material is a structure including a luminophore and protecting groups, and five or more protecting groups are included in one molecule of the guest material. The introduction of the protecting groups into the molecule inhibits energy transfer of triplet excitation energy by the Dexter mechanism from the host material to the guest material. As the protecting group, an alkyl group or a branched-chain alkyl group is used.

公开(公告)号：US20210061753A1

公开(公告)日：2021-03-04

申请号：US17002900

申请日：2020-08-26

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Takuya HARUYAMA ,  Nobuharu OHSAWA ,  Satoshi SEO

IPC: C07C211/54 ,  H01L51/00

Abstract: A novel compound represented by formula (G1) is provided. In formula (G1), A represents a substituted or unsubstituted condensed aromatic ring having 10 to 30 carbon atoms or a substituted or unsubstituted condensed heteroaromatic ring having 10 to 30 carbon atoms, and Z1 to Z3 each independently have a structure represented by formula (Z-1) or (Z-2). In formula (Z-1), X1 and X2 each independently represent any one of an alkyl group having 3 to 10 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 10 carbon atoms, a cycloalkyl group having a bridge structure and having 7 to 10 carbon atoms, and a trialkylsilyl group having 3 to 12 carbon atoms. In addition, Ar1 to Ar4 each independently represent a substituted or unsubstituted aromatic hydrocarbon group having 6 to 13 carbon atoms, and at least one of Ar1 to Ar4 has the same substituent as X1 or X2.

公开(公告)号：US20250081840A1

公开(公告)日：2025-03-06

申请号：US18598245

申请日：2024-03-07

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Takuya HARUYAMA ,  Satoshi SEO ,  Nobuharu OHSAWA

IPC: H10K85/60 ,  C07C211/61 ,  C09K11/02 ,  C09K11/06 ,  H10K50/11 ,  H10K50/12 ,  H10K50/842 ,  H10K50/858 ,  H10K59/131 ,  H10K59/35 ,  H10K59/38 ,  H10K101/10 ,  H10K102/00

Abstract: A novel compound is provided. The novel compound is represented by General Formula (G1). In General Formula (G1), A represents a substituted or unsubstituted condensed aromatic ring having 10 to 30 carbon atoms or a substituted or unsubstituted condensed heteroaromatic ring having 10 to 30 carbon atoms, and R1 represents a substituted or unsubstituted aryl group having 6 to 25 carbon atoms. Each of Y1 and Y2 independently represents a cycloalkyl group having a bridge structure and having 7 to 10 carbon atoms.

公开(公告)号：US20210206767A1

公开(公告)日：2021-07-08

申请号：US17133254

申请日：2020-12-23

Applicant: Semiconductor Energy Laboratory Co., Ltd.

Inventor： Takuya HARUYAMA ,  Nobuharu OHSAWA ,  Satoshi SEO

IPC: C07D471/14 ,  H01L51/00

Abstract: A novel compound is provided. The novel compound is represented by General Formula (G1). Each of A1 and A2 independently represents a substituted or unsubstituted condensed aromatic ring, a substituted or unsubstituted condensed heteroaromatic ring, or a structure represented by Formula (Z-1) or (Z-2); and each of Z1 and Z2 independently has a structure represented by Formula (Z-1) or (Z-2). Each of X1 and X2 independently represents any one of an alkyl group, a cycloalkyl group, a substituted or unsubstituted cycloalkyl group having a bridge structure, and a trialkylsilyl group. Each of Ar1 and Ar2 independently represents a substituted or unsubstituted aromatic hydrocarbon group, and at least one of Ar1 and Ar2 includes the same substituent as X1. Each of R1 to R16 independently represents any one of hydrogen, an alkyl group, a substituted or unsubstituted cycloalkyl group, a trialkylsilyl group, and a substituted or unsubstituted aryl group.

公开(公告)号：US20250017109A1

公开(公告)日：2025-01-09

申请号：US18708907

申请日：2022-11-16

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Akira NAGASAKA ,  Yuji IWAKI ,  Sachiko KAWAKAMI ,  Tsunenori SUZUKI ,  Tatsuyoshi TAKAHASHI ,  Takuya HARUYAMA ,  Satoshi SEO

IPC: H10K85/60 ,  C07F5/02 ,  C09K11/02 ,  C09K11/06 ,  H10K50/12

Abstract: A fluorescent light-emitting device using a host material that is less likely to form an oxygen adduct and having a high emission efficiency is provided. In addition, a highly reliable electronic device or light-emitting device is provided. A light-emitting device including at least a light-emitting layer between an anode and a cathode is provided. The light-emitting layer includes a first organic compound that is a light-emitting substance emitting fluorescent light and a second organic compound having a fluoranthene skeleton. The maximum peak wavelength of the first organic compound is λmax (nm), and in the case where λn (nm) represents a wavelength of an intensity corresponding to 1/e of a maximum peak intensity in an emission spectrum of the first organic compound, λ1 (nm) represents the shortest wavelength λn in a wavelength longer than the λmax, and λ2 (nm) represents the longest wavelength Ln in a wavelength shorter than λmax, a difference between the λ1 and the λ2 is greater than or equal to 5 nm and less than or equal to 45 nm.

公开(公告)号：US20230093163A1

公开(公告)日：2023-03-23

申请号：US17814280

申请日：2022-07-22

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Takuya HARUYAMA ,  Sachiko KAWAKAMI ,  Tsunenori SUZUKI ,  Naoaki HASHIMOTO ,  Shiho NOMURA

IPC: C07C15/28 ,  H01L51/50 ,  C07F7/08 ,  C07C13/615 ,  H01L51/00

Abstract: A novel organic compound that is highly convenient, useful, or reliable is provided. The organic compound is represented by General Formula (G1). Note that at least one of R1 to R26 represents deuterium. At least one of R1 to R7 represents any one of an alkyl group, a cycloalkyl group, a trialkylsilyl group, and an aryl group. The others of R1 to R7 each independently represent any one of hydrogen, an alkyl group, a cycloalkyl group, a trialkylsilyl group, and an aryl group. R8 to R26 each independently represent any one of hydrogen, an alkyl group, a cycloalkyl group, a trialkylsilyl group, and an aryl group. The alkyl group has 3 to 10 carbon atoms, the cycloalkyl group has 3 to 10 carbon atoms, the trialkylsilyl group has 3 to 12 carbon atoms, and the aryl group has 6 to 25 carbon atoms.

公开(公告)号：US20240341186A1

公开(公告)日：2024-10-10

申请号：US18592732

申请日：2024-03-01

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Takuya HARUYAMA ,  Harue OSAKA ,  Naoaki HASHIMOTO

IPC: H10K85/60 ,  C07F5/02 ,  C09K11/06 ,  H10K50/12 ,  H10K101/00

CPC classification number: H10K85/658 ,  C07F5/027 ,  C09K11/06 ,  C09K2211/1018 ,  H10K50/12 ,  H10K2101/27

Abstract: An organic compound is represented by General Formula (G1). In General Formula (G1), X1 to X4 each independently represent any one of groups represented by General Formulae (g1-1) to (g1-3). Two or three of X1 to X4 represent the group represented by General Formula (g1-1) or (g1-2). R1 to R14 each independently represent any one of hydrogen (including deuterium), a straight-chain alkyl group having 1 to 10 carbon atoms, a branched alkyl group having 3 to 10 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 12 carbon atoms, a substituted or unsubstituted cycloalkyl group having 4 to 10 carbon atoms and having a bridged structure, a trialkylsilyl group having 3 to 12 carbon atoms, a alkoxy group having 2 to 10 carbon atoms, and a fluoroalkyl group having 1 to 10 carbon atoms. Ar1 to Ar4 each independently represent a substituted or unsubstituted aryl group having 6 to 30 carbon atoms or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

公开(公告)号：US20230348400A1

公开(公告)日：2023-11-02

申请号：US18305609

申请日：2023-04-24

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Takuya HARUYAMA ,  Sachiko KAWAKAMI ,  Yui YOSHIYASU ,  Nobuharu OHSAWA ,  Takeyoshi WATABE ,  Hideko YOSHIZUMI

IPC: C07F1/08 ,  H10K85/30 ,  C07F7/08 ,  C07D239/70 ,  C07F15/00 ,  H10K85/60 ,  H10K85/40

CPC classification number: C07D239/70 ,  C07F1/08 ,  C07F7/0812 ,  C07F15/0033 ,  H10K85/342 ,  H10K85/371 ,  H10K85/40 ,  H10K85/633 ,  H10K85/655 ,  C07B2200/05

Abstract: A novel organic compound is provided. The organic compound is represented by General Formula (G1). In General Formula (G1), R1 to R16 each independently represent any one of hydrogen (including deuterium), a substituted or unsubstituted straight-chain alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted branched alkyl group having 3 to 10 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 12 carbon atoms, a substituted or unsubstituted cycloalkyl group having 4 to 10 carbon atoms and having a bridged structure, a trialkylsilyl group having 3 to 12 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms; at least one of R1 to R16 represents a substituent represented by General Formula (g1-1); and one or more, preferably two or more of R1 to R16 in General Formula (G1) represent substituents other than hydrogen (including deuterium) and the substituent represented by General Formula (g1-1).

公开(公告)号：US20230312458A1

公开(公告)日：2023-10-05

申请号：US18003702

申请日：2021-06-24

Applicant: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.

Inventor： Takuya HARUYAMA ,  Nobuharu OHSAWA ,  Satoshi SEO

IPC: C07C211/61 ,  H10K85/60 ,  C09K11/06 ,  C09K11/02

CPC classification number: C07C211/61 ,  H10K85/615 ,  H10K85/633 ,  C09K11/06 ,  C09K11/02 ,  H10K2101/20

Abstract: A novel compound is provided. The compound is represented by General Formula (G1).




In General formula (G1), each of Z1 to Z4 independently has a structure represented by General formula (Z-1) or General formula (Z-2). In General Formula (Z-1), each of X1 and X2 independently represents any one of an alkyl group having 3 to 10 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 10 carbon atoms, a cycloalkyl group with a bridge structure having 7 to 10 carbon atoms, and a trialkylsilyl group having 3 to 12 carbon atoms. Moreover, each of Ar1 and Ar2 independently represents an aromatic hydrocarbon group having 6 to 13 carbon atoms, and at least one of Ar1 and Ar2 includes a substituent that is the same as X1.