# US 10,770,660 B2 · Heterocyclic compound, light-emitting element, light-emitting device, electronic device, and lighting device

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- Number: US 10,770,660 B2
- Document ID: US10770660B2
- Status: Granted
- Kind: B2
- Application number: 15/914,346
- Filed: 2018-03-07
- Published: 2018-07-12
- Granted: 2020-09-08
- Earliest claimed: 2014-05-23
- Assignees: Semiconductor Energy Laboratory Co., Ltd.
- Applicants: Semiconductor Energy Laboratory Co., Ltd.
- Inventors: Hideko Inoue; Tomoka Hara; Yasushi Kitano; Hiromi Seo; Tatsuyoshi Takahashi; Satoshi Seo
- Web page: https://patentgrep.com/patent/US10770660B2

## CPC

- C07D 239/26: with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D 251/24: to three ring carbon atoms
- C09K 11/06: containing organic luminescent materials
- H10K 85/626: {containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene}
- H10K 85/654: {comprising only nitrogen as heteroatom (H10K85/652 takes precedence)}
- C09K 2211/1011: Condensed systems
- C09K 2211/1044: containing two nitrogen atoms as heteroatoms
- H10K 50/11: characterised by the electroluminescent [EL] layers
- H10K 59/12: Active-matrix OLED [AMOLED] displays
- H10K 85/342: {comprising iridium}
- H10K 85/631: {Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine}
- H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole}
- H10K 85/6576: {comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene}
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES

## Abstract

Provided is a novel heterocyclic compound, a novel heterocyclic compound that can be used in a light-emitting element, or a highly reliable light-emitting device, electronic device, and lighting device in each of which the light-emitting element using the novel heterocyclic compound is used. One embodiment of the present invention is a heterocyclic compound represented by General Formula (G1). In General Formula (G1), each of A1 and A2 independently represents nitrogen or carbon bonded to hydrogen, and at least one of A1 and A2 represents nitrogen; Ar represents a substituted or unsubstituted arylene group having 6 to 18 carbon atoms; B represents a substituted or unsubstituted fluorenyl group; and R1 represents hydrogen, an alkyl group having 1 to 6 carbon atoms, or an aryl group having 6 to 13 carbon atoms.

## Claims

### Claim 1

A light-emitting element comprising:
a pair of electrodes;
electroluminescent layer between the pair of electrodes;
a light-emitting layer in the electroluminescent layer;
a first layer on the light-emitting layer; and
a second layer on the first layer,
wherein the light-emitting layer comprises a phosphorescent substance, and
wherein the first layer comprises a compound represented by a formula (G1):
wherein:
each of A1 and A2 independently represents one of nitrogen and carbon bonded to hydrogen;
at least one of A1 and A2 represents nitrogen;
Ar represents a substituted or unsubstituted arylene group having 6 to 18 carbon atoms;
B represents a substituted or unsubstituted 2-fluorenyl group; and
R1 represents one of an alkyl group having 1 to 6 carbon atoms, and an aryl group having 6 to 13 carbon atoms.

### Claim 2 (depends on 1)

A light-emitting device comprising the light-emitting element according to claim 1, comprising at least one of a transistor and a substrate.

### Claim 3 (depends on 2)

An electronic device comprising the light-emitting device according to claim 2, comprising at least one of a microphone, a camera, an operation button, an external connection portion, and a speaker.

### Claim 4 (depends on 2)

A lighting device comprising the light-emitting device according to claim 2, comprising at least one of a housing, a cover, and a support base.

### Claim 5 (depends on 1)

The light-emitting element according to claim 1, wherein Bits the formula (G1) is represented by a formula (α):
wherein each of R11 to R19 independently represents one of hydrogen, an alkyl group having 1 to 6 carbon atoms, and an aryl group having 6 to 12 carbon atoms.

### Claim 6 (depends on 1)

The light-emitting element according to claim 1, wherein B in the formula (G1) is represented by a formula (β):
wherein each of R17 and R18 independently represents one of hydrogen, an alkyl group having 1 to 6 carbon atoms, and an aryl group having 6 to 12 carbon atoms.

### Claim 7 (depends on 1)

The light-emitting element according to claim 1, wherein the second layer comprises a substance having an electron-transport property.
