# US 2019/0173024 A1 · Light-Emitting Element, Compound, Organic Compound, Display Module, Lighting Module, Light-Emitting Device, Display Device, Lighting Device, and Electronic Device

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- Number: US 2019/0173024 A1
- Document ID: US20190173024A1
- Status: Published application
- Kind: A1
- Application number: 16/255,312
- Filed: 2019-01-23
- Published: 2019-06-06
- Earliest claimed: 2013-03-26
- Assignees: Semiconductor Energy Laboratory Co., Ltd.
- Applicants: Semiconductor Energy Laboratory Co., Ltd.
- Inventors: Hideko Inoue; Miki Kanamoto; Hiromi Seo; Satoshi Seo; Tatsuyoshi Takahashi; Tomoka Nakagawa
- Web page: https://patentgrep.com/patent/US20190173024A1

## CPC

- H10K 85/6576: {comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene}
- C07D 491/048: the oxygen-containing ring being five-membered
- H10K 85/615: {Polycyclic condensed aromatic hydrocarbons, e.g. anthracene}
- H10K 85/657: {Polycyclic condensed heteroaromatic hydrocarbons}
- H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole}
- H10K 85/6574: {comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes}
- H10K 50/11: characterised by the electroluminescent [EL] layers
- 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 2101/10: Triplet emission
- H10K 2101/90: {Multiple hosts in the emissive layer}
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)

## Abstract

A light-emitting element having high emission efficiency is provided. A light-emitting element having a low driving voltage is provided. A novel compound which can be used for a transport layer or as a host material or a light-emitting material of a light-emitting element is provided. A novel compound with a benzofuropyrimidine skeleton is provided. Also provided is a light-emitting element which includes the compound with the benzofuropyrimidine skeleton between a pair of electrodes.

## Claims

### Claim 1

A light-emitting device comprising:
a first electrode;
a light-emitting layer over the first electrode; and
a second electrode,
wherein the light-emitting layer comprises a first compound and a second compound and a light-emitting substance,
wherein the first compound is represented by formula (G1):
wherein A1 represents a substituted or unsubstituted group having 6 to 100 carbon atoms, the group comprising at least one of a phenyl group, a fluorenyl group, a phenanthryl group, a triphenylenyl group, a dibenzothiophenyl group, a dibenzofuranyl group, a carbazolyl group, a benzimidazolyl group, a benzoxazolyl group, a benzthiazolyl group, and a triphenyl amine skeleton; and
wherein R1 to R5 separately represent any one of hydrogen, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted monocyclic saturated hydrocarbon having 5 to 7 carbon atoms, a substituted or unsubstituted polycyclic saturated hydrocarbon having 7 to 10 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 13 carbon atoms.

### Claim 2 (depends on 1)

The light-emitting device according to claim 1,
wherein:
the first compound is represented by formula (G2):
α represents a substituted or unsubstituted phenylene group;
n is an integer from 0 to 4; and
Htuni represents a hole-transport skeleton.

### Claim 3 (depends on 1)

The light-emitting device according to claim 1,
wherein:
the first compound is represented by formula (G3):

### Claim 4 (depends on 1)

The light-emitting device according to claim 1, wherein the first compound is represented by any one of formulae (100), (115), (200), and (300):

### Claim 5

A light-emitting device comprising:
a first electrode;
a light-emitting layer over the first electrode;
an electron-transport layer over the light-emitting layer; and
a second electrode,
wherein the light-emitting layer comprises a first compound and a second compound and a light-emitting substance,
wherein the electron-transport layer comprises a fourth compound,
wherein at least one of the first compound and the fourth compound is represented by formula (G1):
wherein A1 represents a substituted or unsubstituted group having 6 to 100 carbon atoms, the group comprising at least one of a phenyl group, a fluorenyl group, a phenanthryl group, a triphenylenyl group, a dibenzothiophenyl group, a dibenzofuranyl group, a carbazolyl group, a benzimidazolyl group, a benzoxazolyl group, a benzthiazolyl group, and a triphenyl amine skeleton; and
wherein R1 to R5 separately represent any one of hydrogen, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted monocyclic saturated hydrocarbon having 5 to 7 carbon atoms, a substituted or unsubstituted polycyclic saturated hydrocarbon having 7 to 10 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 13 carbon atoms.

### Claim 6 (depends on 5)

The light-emitting device according to claim 5,
wherein the first compound is represented by the formula (G1), and
wherein the fourth compound is represented by the formula (G1).

### Claim 7 (depends on 5)

The light-emitting device according to claim 5,
wherein:
at least one of the first compound and the fourth compound is represented by formula (G2):
α represents a substituted or unsubstituted phenylene group;
n is an integer from 0 to 4; and
Htuni represents a hole-transport skeleton.

### Claim 8 (depends on 5)

The light-emitting device according to claim 5,
wherein:
at least one of the first compound and the fourth compound is represented by formula (G3):

### Claim 9 (depends on 5)

The light-emitting device according to claim 5, wherein at least one of the first compound and the fourth compound is represented by any one of formulae (100), (115), (200), and (300):

### Claim 10 (depends on 1)

The light-emitting device according to claim 1, wherein the light-emitting substance comprises a phosphorescent substance.

### Claim 11 (depends on 5)

The light-emitting device according to claim 5, wherein the light-emitting substance comprises a phosphorescent substance.

### Claim 12 (depends on 1)

The light-emitting device according to claim 1,
wherein the first compound has an electron-transport property, and
wherein the second compound has an hole-transport property.

### Claim 13 (depends on 5)

The light-emitting device according to claim 5,
wherein the first compound has an electron-transport property, and
wherein the second compound has an hole-transport property.

### Claim 14 (depends on 1)

The light-emitting device according to claim 1, wherein the first compound and the second compound form an exciplex.

### Claim 15 (depends on 5)

The light-emitting device according to claim 5, wherein the first compound and the second compound form an exciplex.

### Claim 16 (depends on 14)

The light-emitting device according to claim 14, wherein an emission spectrum of the exciplex overlaps with an absorption band of the light-emitting substance on a longest wavelength wide in an absorption spectrum.

### Claim 17 (depends on 15)

The light-emitting device according to claim 15, wherein an emission spectrum of the exciplex overlaps with an absorption band of the light-emitting substance on a longest wavelength wide in an absorption spectrum.

### Claim 18 (depends on 1)

The light-emitting device according to claim 1, wherein Htuni represents any one of a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted dibenzofuranyl group, and a substituted or unsubstituted carbazolyl group.

### Claim 19 (depends on 5)

The light-emitting device according to claim 5, wherein Htuni represents any one of a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted dibenzofuranyl group, and a substituted or unsubstituted carbazolyl group.

### Claim 20 (depends on 1)

The light-emitting device according to claim 1,
wherein:
Htuni represents any one of groups represented by formulae (Ht-1) to (Ht-6):
R6 to R15 separately represent any one of hydrogen, an alkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted phenyl group; and
R16 represents any one of an alkyl group having 1 to 6 carbon atoms and a substituted or unsubstituted phenyl group.

### Claim 21 (depends on 5)

The light-emitting device according to claim 5,
wherein:
Htuni represents any one of groups represented by formulae (Ht-1) to (Ht-6):
R6 to R15 separately represent any one of hydrogen, an alkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted phenyl group; and
R16 represents any one of an alkyl group having 1 to 6 carbon atoms and a substituted or unsubstituted phenyl group.

### Claim 22 (depends on 1)

The light-emitting device according to claim 1, wherein n is 2.

### Claim 23 (depends on 5)

The light-emitting device according to claim 5, wherein n is 2.
