IP Library › Granted Patent US 11,572,332
Granted Patent B2
US 11,572,332 · App. 17/002,900 · Granted Feb 7, 2023

Compound, light-emitting device, light-emitting apparatus, electronic device, and lighting device

Inventors: Takuya Haruyama (Kanagawa, JP); Nobuharu Ohsawa (Kanagawa, JP); Satoshi Seo (Kanagawa, JP)
Assignee: Semiconductor Energy Laboratory Co., Ltd.
C07C211/54H01L51/006H01L51/0052
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Quick Facts
Patent No.
US 11,572,332
App. No.
17/002,900
Granted
Feb 7, 2023
Kind
B2
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 Z 1 to Z 3 each independently have a structure represented by formula (Z-1) or (Z-2). In formula (Z-1), X 1 and X 2 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, Ar 1 to Ar 4 each independently represent a substituted or unsubstituted aromatic hydrocarbon group having 6 to 13 carbon atoms, and at least one of Ar 1 to Ar 4 has the same substituent as X 1 or X 2 .

Claims (41)

1. A compound represented by a general formula (G1):

wherein 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,

wherein Z 1 to Z 3 each independently comprise a structure represented by a general formula (Z-1) or (Z-2),

wherein in the general formula (Z-1), X 1 and X 2 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,

wherein Ar 1 to Ar 4 each independently represent a substituted or unsubstituted aromatic hydrocarbon group having 6 to 13 carbon atoms, and

wherein at least one of Ar 1 to Ar 4 comprises the same substituent as X 1 .

2. A compound represented by a general formula (G2):

wherein 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,

wherein Z 1 and Z 2 each independently comprise a structure represented by a general formula (Z-3) or (Z-4),

wherein in the general formula (Z-3), X 1 and X 2 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,

wherein Ar 1 to Ar 6 each independently represent a substituted or unsubstituted aromatic hydrocarbon group having 6 to 13 carbon atoms, and

wherein at least one of Ar 1 to Ar 6 comprises the same substituent as X 1 .

3. A compound represented by a general formula (G3):

wherein Z 1 to Z 3 each independently comprise a structure represented by a general formula (Z-1) or (Z-2),

wherein in the general formula (Z-1), X 1 and X 2 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,

wherein Ar 1 to Ar 4 each independently represent a substituted or unsubstituted aromatic hydrocarbon group having 6 to 13 carbon atoms,

wherein at least one of Ar 1 to Ar 4 comprises the same substituent as X 1 or X 2 , and

wherein R 1 to R 8 each independently represent any one of hydrogen, an alkyl group having 3 to 10 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 25 carbon atoms.

4. A compound represented by a general formula (G4):

wherein Z 1 and Z 2 each independently comprise a structure represented by a general formula (Z-3) or (Z-4),

wherein in the general formula (Z-3), X 1 and X 2 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,

wherein Ar 1 to Ar 6 each independently represent a substituted or unsubstituted aromatic hydrocarbon group having 6 to 13 carbon atoms,

wherein at least one of Ar 1 to Ar 6 comprises the same substituent as X 1 or X 2 , and

wherein R 4 to R 11 each independently represent any one of hydrogen, an alkyl group having 3 to 10 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 10 carbon atoms, a trialkylsilyl group having 3 to 12 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 25 carbon atoms.

5. A compound represented by a structural formula (100), (101), or (102):

6. A light-emitting device comprising the compound according to claim 1 .

7. A light-emitting device comprising an EL layer between a pair of electrodes, wherein the EL layer comprises the compound according to claim 1 .

8. A light-emitting device comprising an EL layer between a pair of electrodes,

wherein the EL layer comprises a light-emitting layer, and

wherein the light-emitting layer comprises the compound according to claim 1 .

9. The light-emitting device according to claim 8 , further comprising a phosphorescent material in the light emitting layer.

10. The light-emitting device according to claim 8 , further comprising a TADF material in the light emitting layer.

11. A light-emitting apparatus comprising:

the light-emitting device according to claim 6 ; and

at least one of a transistor and a substrate.

12. An electronic device comprising:

the light-emitting apparatus according to claim 11 ; and

at least one of a microphone, a camera, an operation button, an external connection portion, and a speaker.

13. A lighting device comprising:

the light-emitting device according to claim 6 ; and

at least one of a housing, a cover, and a support.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 8, 2020
From: HARUYAMA, TAKUYA; OHSAWA, NOBUHARU; SEO, SATOSHI
To: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.
Reel/Frame 053710/0534 →
Priority Claims (1)
JP JP2019-157331 · Aug 29, 2019 · national
Continuity (1)
Related Publication 20210061753A1 · Mar 4, 2021