Light-Emitting Element, Organic Compound, Light-Emitting Device, Electronic Device, and Lighting Device

Patent metadata

Field	Value
Publication number	US-2025031573-A1
Application number	US-202418888691-A
Country	US
Kind code	A1
Filing date	Sep 18, 2024
Priority date	Dec 28, 2016
Publication date	Jan 23, 2025
Grant date	—

Abstract

A novel compound and a light-emitting element with high emission efficiency and a long lifetime are provided. The novel compound includes a benzofuropyrazine skeleton or a benzothienopyrazine skeleton, and each of a benzene ring and a pyrazine ring in the benzofuropyrazine skeleton or the benzothienopyrazine skeleton independently includes a substituent with a total number of carbon atoms of 6 to 100 inclusive. The light-emitting element includes the compound.

First claim

1 . A light-emitting element comprising:
a light-emitting layer between an anode and a cathode, wherein the light-emitting layer comprises a substance comprising a benzofuropyrazine skeleton or a benzothienopyrazine skeleton, wherein a benzene ring in the benzofuropyrazine skeleton or the benzothienopyrazine skeleton comprises a first substituent comprising a total number of carbon atoms of 6 to 100 inclusive, and wherein a pyrazine ring in the benzofuropyrazine skeleton or the benzothienopyrazine skeleton comprises a second substituent with a total number of carbon atoms of 6 to 100 inclusive.

2 . The light-emitting element according to claim 1 , further comprising:
a hole-injection layer between an anode and the light-emitting layer; and a hole-transport layer between the hole-injection layer and the light-emitting layer, wherein the hole-injection layer comprises a first hole-transport material and a compound having an electron-withdrawing group, and wherein the hole-transport comprises a second hole-transport material.

3 . The light-emitting element according to claim 2 ,
wherein a HOMO level of the first hole-transport material is equal to a HOMO level of the second hole-transport material.

4 . The light-emitting element according to claim 1 ,
wherein the light-emitting layer further comprises a host material and a guest material.

5 . The light-emitting element according to claim 4 ,
wherein each of a T1 level of the host material and a T1 level of the substance comprising a benzofuropyrazine skeleton or a benzothienopyrazine skeleton is higher than a T1 level of the guest material.

6 . The light-emitting element according to claim 4 ,
wherein the host material and the comprising a benzofuropyrazine skeleton or a benzothienopyrazine skeleton form an exciplex.

7 . The light-emitting element according to claim 1 , further comprising an electron-transport layer between the light-emitting layer and the cathode,
wherein the electron-transport layer comprises any of a pyrimidine compound, a triazine compound, a quinoxaline compound, a dibenzoquinoxaline compound, a phenanthroline compound, a triazole compound, and an oxadiazole compound.

8 . A light-emitting element comprising:
a hole-injection layer between an anode and a cathode; a hole-transport layer between the hole-injection layer and the cathode; and a light-emitting layer between the hole-transport layer and the cathode, wherein the hole-injection layer comprises a first hole-transport material and a compound having an electron-withdrawing group, wherein the hole-transport comprises a second hole-transport material, and wherein the light-emitting layer comprises a first organic compound represented by General Formula (G1):

wherein:
X represents oxygen or sulfur;
A 1 represents a substituent having a total number of carbon atoms of 6 to 100 inclusive;
Ht 2 represents a substituted or unsubstituted aromatic ring having 10 to 30 carbon atoms or a substituted or unsubstituted heteroaromatic ring having 10 to 30 carbon atoms;
Ar 2 represents a substituted or unsubstituted arylene group having 6 to 25 carbon atoms;
each of R 1 to R 4 independently represents hydrogen, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 7 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 25 carbon atoms; and
m represents an integer of 0 to 3.

9 . The light-emitting element according to claim 8 ,
wherein a HOMO level of the first hole-transport material is equal to a HOMO level of the second hole-transport material.

10 . The light-emitting element according to claim 8 ,
wherein the light-emitting element further comprises an electron-transport layer between the light-emitting layer and the cathode, and wherein the electron-transport layer comprises any of a pyrimidine compound, a triazine compound, a quinoxaline compound, a dibenzoquinoxaline compound, a phenanthroline compound, a triazole compound, and an oxadiazole compound.

11 . The light-emitting element according to claim 8 ,
wherein the first organic compound is represented by General Formula (G2):

wherein:
each of Ht 1 and Ht 2 independently represents an aromatic ring having 10 to 30 carbon atoms or a heteroaromatic ring having 10 to 30 carbon atoms;
each of Ar 1 and Ar 2 independently represents a substituted or unsubstituted arylene group having 6 to 25 carbon atoms; and
n represents an integer of 0 to 3.

12 . The light-emitting element according to claim 11 ,
wherein each of Ht 1 and Ht 2 independently represents any one of groups represented by General Formulae (Ht-1) to (Ht-7):

wherein:
each of R 10 to R 22 independently represents hydrogen, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 7 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 25 carbon atoms.

13 . The light-emitting element according to claim 8 ,
wherein the light-emitting layer further comprises a second organic compound and a guest material.

14 . The light-emitting element according to claim 13 ,
wherein each of a T1 level of the first organic compound and a T1 level of the second organic compound is higher than a T1 level of the guest material.

15 . The light-emitting element according to claim 13 ,
wherein the first organic compound and the second organic compound form an exciplex.

Assignees

• Semiconductor Energy Lab

Inventors

• Yamaguchi Tomoya
• Yoshizumi Hideko
• Kido Hiromitsu
• Takahashi Tatsuyoshi
• Seo Satoshi

Classifications

• H10K2101/90

  Multiple hosts in the emissive layer · CPC title

• H10K2101/30

  Highest occupied molecular orbital [HOMO], lowest unoccupied molecular orbital [LUMO] or Fermi energy values · CPC title

• H10K2101/10

  Triplet emission · CPC title

• H10K50/11

  characterised by the electroluminescent [EL] layers · CPC title

• H10K85/6576

  comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene · CPC title