# US 9,040,720 B2 · Organic compound, light-emitting element, light-emitting device, electronic device, and lighting device

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- Number: US 9,040,720 B2
- Document ID: US9040720B2
- Status: Granted
- Kind: B2
- Application number: 14/076,453
- Filed: 2013-11-11
- Published: 2014-03-06
- Granted: 2015-05-26
- Earliest claimed: 2010-09-27
- Assignees: Semiconductor Energy Laboratory Co., Ltd.
- Applicants: Semiconductor Energy Laboratory Co., Ltd.
- Inventors: Harue Osaka; Takako Takasu; Hiroshi Kadoma; Yuko Kawata; Satoko Shitagaki; Hiromi Nowatari; Tsunenori Suzuki; Nobuharu Ohsawa; Satoshi Seo
- Web page: https://patentgrep.com/patent/US9040720B2

## CPC

- C07D 209/86: with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system
- C09K 11/06: containing organic luminescent materials
- H10K 50/11: characterised by the electroluminescent [EL] layers
- H10K 85/615: {Polycyclic condensed aromatic hydrocarbons, e.g. anthracene}
- H10K 85/622: {containing four rings, e.g. pyrene}
- H10K 85/626: {containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene}
- H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole}
- C09K 2211/1007: Non-condensed systems
- C09K 2211/1011: Condensed systems
- C09K 2211/1029: containing one nitrogen atom as the heteroatom
- H10K 50/15: Hole transporting layers
- H10K 50/17: Carrier injection layers
- H10K 50/171: {Electron injection layers}
- H10K 2101/10: Triplet emission
- H10K 2101/27: {Combination of fluorescent and phosphorescent emission}
- H10K 2101/30: Highest occupied molecular orbital [HOMO], lowest unoccupied molecular orbital [LUMO] or Fermi energy values
- H10K 2101/40: Interrelation of parameters between multiple constituent active layers or sublayers, e.g. HOMO values in adjacent layers
- H10K 2102/00: Constructional details relating to the organic devices covered by this subclass
- Y10S 428/917: Electroluminescent
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES
- Y10S: TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

## Abstract

A novel substance with which an increase in life and emission efficiency of a light-emitting element can be achieved is provided. A carbazole compound having a structure represented by General Formula (G1) is provided. Note that a substituent which makes the HOMO level and the LUMO level of a compound in which a bond of the substituent is substituted with hydrogen deep and shallow, respectively is used as each of substituents in General Formula (G1) (R1, R2, Ar3, and α3). Further, a substituent which makes the band gap (Bg) and the T1 level of a compound in which a bond of the substituent is substituted with hydrogen wide and high is used as each of the substituents in General Formula (G1) (R1, R2, Ar3, and α3).

## Claims

### Claim 1

A phenanthrene compound represented by General Formula (I1):
wherein X represents chlorine, bromine, or iodine.

### Claim 2

A compound represented by following structure

### Claim 3 (depends on 2)

A light-emitting element comprising the compound according to claim 2.

### Claim 4

A compound represented by following structure

### Claim 5 (depends on 4)

A light-emitting element comprising the compound according to claim 4.