# US 12,110,274 B2 · Carbazole derivative, and light-emitting element, light-emitting device, and electronic device using carbazole derivative

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 12,110,274 B2
- Document ID: US12110274B2
- Status: Granted
- Kind: B2
- Application number: 17/861,363
- Filed: 2022-07-11
- Published: 2022-12-08
- Granted: 2024-10-08
- Earliest claimed: 2007-12-03
- Assignees: Semiconductor Energy Laboratory Co., Ltd.
- Applicants: Semiconductor Energy Laboratory Co., Ltd.
- Inventors: Hiroko Nomura; Harue Osaka; Takahiro Ushikubo; Sachiko Kawakami; Satoshi Seo; Satoko Shitagaki
- Web page: https://patentgrep.com/patent/US12110274B2

## CPC

- C07D 209/86: with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system
- H10K 85/633: {comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom}
- H10K 85/636: {comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom}
- H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole}
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES

## Abstract

To provide a light-emitting element having high luminous efficiency and to provide a light-emitting device and an electronic device which consumes low power and is driven at low voltage, a carbazole derivative represented by the general formula (1) is provided. In the formula, α1, α2, α3, and α4 each represent an arylene group having less than or equal to 13 carbon atoms; Ar1 and Ar2 each represent an aryl group having less than or equal to 13 carbon atoms; R1 represents any of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, and a substituted or unsubstituted biphenyl group; and R2 represents any of an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted phenyl group, and a substituted or unsubstituted biphenyl group. In addition, l, n, and n are each independently 0 or 1.

## Claims

### Claim 1

A compound represented by a formula (1):
wherein:
α1, α2, α3, and α4 each represent a formula (2-1),
Ar1 represents a formula (3-6),
Ar2 is a phenyl group,
R1 represents a hydrogen atom,
R2 represents any of an alkyl group having 1 to 6 carbon atoms, an unsubstituted phenyl group, and an unsubstituted biphenyl group, and
1 is 0, m is 1, and n is 0,
wherein:
R11, R12, R14, and R15 each represent any of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, and an unsubstituted phenyl group;
R81 to R85, R88, and R89 each represent any of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, and an unsubstituted phenyl group; and
R86 and R87 each are an alkyl group having 1 to 6 carbon atoms.

### Claim 2

A compound represented by a formula (1):
wherein:
α1, α2, α3, and α4 each represent a formula (2-1),
Ar1 represents a formula (3-6),
Ar2 represents an aryl group having 6 to 13 carbon atoms forming a ring,
R1 represents a hydrogen atom,
R2 represents any of an alkyl group having 1 to 6 carbon atoms, an unsubstituted phenyl group, and an unsubstituted biphenyl group, and
l, m, and n each are 0 or 1,
wherein:
R11, R12, R14, and R15 each represent any of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, and an unsubstituted phenyl group;
R81 to R85, R88, and R89 each represent any of a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, and an unsubstituted phenyl group; and
R86 and R87 each are a phenyl group; and
R86 and R87 are connected to each other to form a ring.

### Claim 3 (depends on 1)

A light-emitting element comprising a light-emitting layer, wherein the light-emitting layer comprises the compound according to claim 1.

### Claim 4 (depends on 2)

A light-emitting element comprising a light-emitting layer, wherein the light-emitting layer comprises the compound according to claim 2.

### Claim 5 (depends on 1)

A light-emitting element comprising a layer between a first electrode and a light-emitting layer,
wherein the layer comprises the compound according to claim 1.

### Claim 6 (depends on 2)

A light-emitting element comprising a layer between a first electrode and a light-emitting layer,
wherein the layer comprises the compound according to claim 2.

### Claim 7 (depends on 2)

The compound according to claim 2, represented by a formula (8):