IP Library Granted Patent US 11,930,701
Granted Patent B2
US 11,930,701 · App. 17/002,163 · Granted Mar 12, 2024

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

Inventors: Takuya Haruyama (Kanagawa, JP); Satoshi Seo (Kanagawa, JP); Nobuharu Ohsawa (Kanagawa, JP)
Assignee: Semiconductor Energy Laboratory Co., Ltd.
H10K85/633C07C211/61C09K11/02C09K11/06C07C2603/24C07C2603/74C09K2211/1007C09K2211/1044C09K2211/185H10K50/11H10K50/121H10K50/8426H10K50/858H10K59/131H10K59/351H10K59/38H10K85/626H10K2101/10H10K2102/3026H10K2102/3035
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Quick Facts
Patent No.
US 11,930,701
App. No.
17/002,163
Granted
Mar 12, 2024
Kind
B2
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 R 1 represents a substituted or unsubstituted aryl group having 6 to 25 carbon atoms. Each of Y 1 and Y 2 independently represents a cycloalkyl group having a bridge structure and having 7 to 10 carbon atoms.

Claims (60)

1. A compound represented by Formula (G1):

wherein A represents one of a substituted or unsubstituted fused aromatic ring having 10 to 30 carbon atoms and a substituted or unsubstituted fused heteroaromatic ring having 10 to 30 carbon atoms,

wherein R 1 represents an aryl group having 6 to 25 carbon atoms where the aryl group has a first substituent and a second substituent,

wherein each of the first substituent and the second substituent 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 trialkylsilyl group having 3 to 12 carbon atoms, and a cycloalkyl group having a bridge structure and having 7 to 10 carbon atoms, and

wherein each of Y 1 and Y 2 independently represents a cycloalkyl group having a bridge structure and having 7 to 10 carbon atoms.

2. The compound according to claim 1 ,

wherein the compound is represented by Formula (G2):

wherein A represents one of a substituted or unsubstituted fused aromatic ring having 10 to 30 carbon atoms and a substituted or unsubstituted fused heteroaromatic ring having 10 to 30 carbon atoms,

wherein each of R 1 to R 3 independently represents a substituted or unsubstituted aryl group having 6 to 25 carbon atoms, and

wherein each of Y 1 and Y 2 independently represents a cycloalkyl group having a bridge structure and having 7 to 10 carbon atoms.

3. The compound according to claim 1 ,

wherein the compound is represented by Formula (G3):

wherein A represents one of a substituted or unsubstituted fused aromatic ring having 10 to 30 carbon atoms and a substituted or unsubstituted fused heteroaromatic ring having 10 to 30 carbon atoms,

wherein each of Z 1 to Z 3 independently has a structure represented by any one of Formula (Z-1), Formula (Z-2) and Formula (Z-3),

wherein each of X 1 and X 2 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, and a trialkylsilyl group having 3 to 12 carbon atoms,

wherein each of Y 1 to Y 4 independently represents a cycloalkyl group having a bridge structure and having 7 to 10 carbon atoms,

wherein each of Ar 1 and Ar 2 independently represents a substituted or unsubstituted aromatic hydrocarbon group having 6 to 13 carbon atoms, and

wherein at least one of Ar 1 and Ar 2 has the same substituent as any one of X 1 , X 2 , Y 1 , Y 2 , Y 3 and Y 4 .

4. The compound according to claim 1 ,

wherein the compound is represented by Formula (G4):

wherein A represents one of a substituted or unsubstituted fused aromatic ring having 10 to 30 carbon atoms and a substituted or unsubstituted fused heteroaromatic ring having 10 to 30 carbon atoms,

wherein each of Z 1 and Z 2 independently has a structure represented by any one of Formula (Z-4), Formula (Z-5) and Formula (Z-6),

wherein each of X 1 and X 2 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, and a trialkylsilyl group having 3 to 12 carbon atoms,

wherein each of Y 1 to Y 6 independently represents a cycloalkyl group having a bridge structure and having 7 to 10 carbon atoms,

wherein each of Ar 1 and Ar 2 independently represents a substituted or unsubstituted aromatic hydrocarbon group having 6 to 13 carbon atoms, and

wherein at least one of Ar 1 and Ar 2 has the same substituent as any one of X 1 , X 2 , Y 1 , Y 2 , Y 3 , Y 4 , Y 5 and Y 6 .

5. The compound according to claim 1 ,

wherein the compound is represented by Formula (G5):

wherein each of Z 1 to Z 3 independently has a structure represented by any one of Formula (Z-1), Formula (Z-2) and Formula (Z-3),

wherein each of X 1 and X 2 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, and a trialkylsilyl group having 3 to 12 carbon atoms,

wherein each of Y 1 to Y 4 independently represents a cycloalkyl group having a bridge structure and having 7 to 10 carbon atoms,

wherein each of Ar 1 and Ar 2 independently represents a substituted or unsubstituted aromatic hydrocarbon group having 6 to 13 carbon atoms,

wherein at least one of Ar 1 and Ar 2 has the same substituent as any one of X 1 , X 2 , Y 1 , Y 2 , Y 3 and Y 4 , and

wherein each of R 4 to R 11 independently represents 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.

6. The compound according to claim 1 ,

wherein the compound is represented by Formula (G6):

wherein each of Z 1 and Z 2 independently has a structure represented by any one of Formula (Z-4), Formula (Z-5) and Formula (Z-6),

wherein each of X 1 and X 2 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, and a trialkylsilyl group having 3 to 12 carbon atoms,

wherein each of Y 1 to Y 6 independently represents a cycloalkyl group having a bridge structure and having 7 to 10 carbon atoms,

wherein each of Ar 1 and Ar 2 independently represents a substituted or unsubstituted aromatic hydrocarbon group having 6 to 13 carbon atoms,

wherein at least one of Ar 1 and Ar 2 has the same substituent as any one of X 1 , X 2 , Y 1 , Y 2 , Y 3 , Y 4 , Y 5 and Y 6 , and

wherein each of R 4 to R 11 independently represents 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.

7. The compound according to claim 1 ,

wherein the compound is represented by Formula (100):

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

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

10. 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 comprising the compound according to claim 1 .

11. The light-emitting device according to claim 10 , wherein the light-emitting layer further comprises a phosphorescent material.

12. The light-emitting device according to claim 10 , wherein the light-emitting layer further comprises a substance that a difference between a triplet excited energy level and a singlet excited energy level is less than or equal to 0.2 eV.

13. A light-emitting apparatus comprising:

the light-emitting device according to claim 10 ; and

at least one of a transistor and a substrate.

14. An electronic device comprising:

the light-emitting apparatus according to claim 13 ; and

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

15. A lighting device comprising:

the light-emitting device according to claim 8 ; and

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

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 29, 2020
From: HARUYAMA, TAKUYA; SEO, SATOSHI; OHSAWA, NOBUHARU
To: SEMICONDUCTOR ENERGY LABORATORY CO., LTD.
Reel/Frame 053921/0477 →
Priority Claims (1)
JP 2019-157330 · Aug 29, 2019 · national
Continuity (1)
Related Publication 20210066596A1 · Mar 4, 2021
Cited By (1)
US 12,606,741