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

Patent metadata

Field	Value
Publication number	US-2025002500-A1
Application number	US-202418829614-A
Country	US
Kind code	A1
Filing date	Sep 10, 2024
Priority date	May 31, 2018
Publication date	Jan 2, 2025
Grant date	—

Abstract

A benzofuropyrimidine derivative or benzothienopyrimidine derivative that is a novel organic compound is provided. An organic compound represented by General Formula (G1) below.

Q represents oxygen or sulfur. Ar1, Ar2, Ar3, and Ar4 each independently represent an aromatic hydrocarbon ring, and the number of carbon atoms included in the aromatic hydrocarbon ring is 6 to 25. m and n are each 0 or 1. A is a group having 12 to 100 carbon atoms in total and includes one or more of a benzene ring, a naphthalene ring, a fluorene ring, a phenanthrene ring, a triphenylene ring, a heteroaromatic ring including a dibenzothiophene ring, a heteroaromatic ring including a dibenzofuran ring, a heteroaromatic ring including a carbazole ring, a benzimidazole ring, and a triphenylamine structure.

First claim

1 . A mixed material for a light-emitting layer of a light-emitting element,
wherein a first organic compound and a second organic compound are mixed in the mixed material, wherein the second organic compound comprises an aromatic amine, a carbazole derivative, a dibenzothiophene derivative, a dibenzofuran derivative, a zinc- or aluminum-based metal complex, an oxadiazole derivative, a triazole derivative, a benzimidazole derivative, a quinoxaline derivative, a dibenzoquinoxaline derivative, a pyrimidine derivative, a triazine derivative, a pyridine derivative, a bipyridine derivative, or a phenanthroline derivative, wherein the first organic compound is represented by General formula (G1):

and
wherein in the formula:
Q represents oxygen or sulfur;
Ar 1 , Ar 2 , Ar 3 , and Ar 4 each independently represent a substituted or unsubstituted benzene ring or a substituted or unsubstituted naphthalene ring;
when the substituted or unsubstituted benzene ring or the substituted or unsubstituted naphthalene ring has a substituent, the substituent is any one of an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a monocyclic saturated hydrocarbon group having 5 to 7 carbon atoms, a polycyclic saturated hydrocarbon group having 7 to 10 carbon atoms, and a cyano group;
m and n are each 0 or 1;
A is a group having 12 to 100 carbon atoms in total and comprises one or more of a benzene ring, a naphthalene ring, a fluorene ring, a phenanthrene ring, a triphenylene ring, a heteroaromatic ring comprising a dibenzothiophene ring, a heteroaromatic ring comprising a dibenzofuran ring, a heteroaromatic ring comprising a carbazole ring, a benzimidazole ring, and a triphenylamine structure; and
R 1 represents hydrogen, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted monocyclic saturated hydrocarbon group having 5 to 7 carbon atoms, a substituted or unsubstituted polycyclic saturated hydrocarbon group having 7 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 12 carbon atoms.

2 . The mixed material for a light-emitting layer of a light-emitting element according to claim 1 , wherein Ar 1 , Ar 2 , Ar 3 , and Ar 4 are the same.

3 . The mixed material for a light-emitting layer of a light-emitting element according to claim 1 , wherein a part of the General Formula (G1), which is represented by General Formula (G-X), is represented by any one of Structural Formulae (G-X-p1) to (G-X-p12) and (G-X-n1) to (G-X-n6):

4 . A mixed material for a light-emitting layer of a light-emitting element,
wherein a first organic compound and a second organic compound are mixed in the mixed material, wherein the second organic compound comprises an aromatic amine, a carbazole derivative, a dibenzothiophene derivative, a dibenzofuran derivative, a zinc- or aluminum-based metal complex, an oxadiazole derivative, a triazole derivative, a benzimidazole derivative, a quinoxaline derivative, a dibenzoquinoxaline derivative, a pyrimidine derivative, a triazine derivative, a pyridine derivative, a bipyridine derivative, or a phenanthroline derivative, wherein the first organic compound is represented by General formula (G2):

and
wherein in the formula:
Q represents oxygen or sulfur;
Ar 1 , Ar 2 , Ar 3 , and Ar 4 each independently represent a substituted or unsubstituted aromatic hydrocarbon ring;
when the substituted or unsubstituted aromatic hydrocarbon ring has a substituent, the substituent of the aromatic hydrocarbon ring is any one of an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a monocyclic saturated hydrocarbon group having 5 to 7 carbon atoms, a polycyclic saturated hydrocarbon group having 7 to 10 carbon atoms, and a cyano group;
the number of carbon atoms in the aromatic hydrocarbon ring is 6 to 25;
m and n are each 0 or 1;
α represents a substituted or unsubstituted phenylene group;
t represents an integer of 0 to 4;
Ht uni comprises any one of a pyrrole ring structure, a furan ring structure, and a thiophene ring structure; and
R 1 represents hydrogen, an alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted monocyclic saturated hydrocarbon group having 5 to 7 carbon atoms, a substituted or unsubstituted polycyclic saturated hydrocarbon group having 7 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 12 carbon atoms.

5 . The mixed material for a light-emitting layer of a light-emitting element according to claim 4 , wherein the first organic compound is represented by General formula (G3):

6 . The mixed material for a light-emitting layer of a light-emitting element according to claim 4 , wherein the first organic compound is represented by General formula (G4):

7 . The mixed material for a light-emitting layer of a light-emitting element according to claim 4 ,
wherein the Ht uni is represented by any one of General Formulae (Ht-1) to (Ht-26):

and
wherein in the formulae:
Q represents oxygen or sulfur;
R 2 to R 71 each represent 1 to 4 substituents and each independently represent any one of hydrogen, an alkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted phenyl group; and
Ar 1 represents a substituted or unsubstituted aryl group having 6 to 13 carbon atoms.

8 . The mixed material for a light-emitting layer of a light-emitting element according to claim 4 , wherein Ar 1 , Ar 2 , Ar 3 , and Ar 4 each independently represent a substituted or unsubstituted benzene ring or naphthalene ring.

9 . The mixed material for a light-emitting layer of a light-emitting element according to claim 4 , wherein Ar 1 , Ar 2 , Ar 3 , and Ar 4 are the same.

Assignees

• Semiconductor Energy Lab

Inventors

• Seo Satoshi
• Watabe Satomi
• Yoshizumi Hideko
• Kido Hiromitsu
• Sasaki Toshiki
• Nagasaka Akira
• Kawano Yuta

Classifications

• H10K59/876

  comprising a resonant cavity structure, e.g. Bragg reflector pair · CPC title

• H10K2101/20

  Delayed fluorescence emission · CPC title

• C07D491/048 Primary

  the oxygen-containing ring being five-membered · CPC title

• C07D519/00 Primary

  Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00 · CPC title

• H10K2101/10

  Triplet emission · CPC title