Organic compound, light-emitting element, light-emitting device, electronic device, and lighting device
An organic compound having a low HOMO level and a high hole-transport property is provided. The organic compound is represented by Formula (G1), where Ar 1 represents a substituted or unsubstituted fluorenyl group, Ar 2 represents a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, and A 1 represents any one of a substituted or unsubstituted dibenzofuranyl group and a substituted or unsubstituted dibenzothiophenyl group. The low HOMO level and the high hole-transport property of the organic compound allow the formation of an exciplex with another organic compound, which leads to a highly efficient light-emitting element in the presence of a phosphorescent compound due to the effective overlapping between the emission of the exciplex and the longest absorption band of the phosphorescent compound.
1. An organic compound represented by Formula (G1):
wherein:
Ar 1 represents a substituted or unsubstituted fluorenyl group;
Ar 2 represents a substituted or unsubstituted aryl group having 6 to 13 carbon atoms;
A 1 represents any one of a substituted or unsubstituted dibenzofuranyl group and a substituted or unsubstituted dibenzothiophenyl group; and
a substituent on the substituted fluorenyl group, the substituted aryl group, the substituted dibenzofuranyl group, or the substituted dibenzothiophenyl group is selected from an alkyl group having 1 to 4 carbon atoms and an aryl group having 6 to 13 carbon atoms except a heteroaryl group.
2. The organic compound according to claim 1 ,
wherein:
the organic compound is represented by Formula (G2):
Ar 3 represents a substituted or unsubstituted aryl group having 6 to 13 carbon atoms;
A 2 represents any one of a substituted or unsubstituted dibenzofuranyl group and a substituted or unsubstituted dibenzothiophenyl group;
R 1 to R 9 separately represent any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, and an aryl group having 6 to 13 carbon atoms; and
a substituent on the substituted aryl group, the substituted dibenzofuranyl group, or the substituted dibenzothiophenyl group is selected from an alkyl group having 1 to 4 carbon atoms and an aryl group having 6 to 13 carbon atoms except a heteroaryl group.
3. The organic compound according to claim 1 ,
wherein:
the organic compound is represented by Formula (G3):
Ar 4 represents a substituted or unsubstituted biphenyl group;
A 3 represents any one of a substituted or unsubstituted dibenzofuranyl group and a substituted or unsubstituted dibenzothiophenyl group;
R 11 to R 19 separately represent any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, and an aryl group having 6 to 13 carbon atoms; and
a substituent on the substituted biphenyl group, the substituted dibenzofuranyl group, or the substituted dibenzothiophenyl group is selected from an alkyl group having 1 to 4 carbon atoms and an aryl group having 6 to 13 carbon atoms except a heteroaryl group.
4. The organic compound according to claim 1 ,
wherein:
the organic compound is represented by Formula (G4):
X represents any one of oxygen and sulfur; and
R 21 and R 22 separately represent any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, and an aryl group having 6 to 13 carbon atoms.
5. The organic compound according to claim 1 ,
wherein Ar 2 is selected from substituents represented by Formulae (1-1) to (1-11):
6. The organic compound according to claim 2 ,
wherein Ar 3 is selected from substituents represented by Formulae (1-1) to (1-11):
7. The organic compound according to claim 1 ,
wherein the organic compound is represented by any one of Formulae (100) and (103):
8. A light-emitting device comprising:
a first electrode and a second electrode; and
a layer between the first electrode and the second electrode, the layer including an organic compound,
wherein:
the organic compound is represented by Formula (G1):
Ar 1 represents a substituted or unsubstituted fluorenyl group;
Ar 2 represents a substituted or unsubstituted aryl group having 6 to 13 carbon atoms;
A 1 represents any one of a substituted or unsubstituted dibenzofuranyl group and a substituted or unsubstituted dibenzothiophenyl group; and
a substituent on the substituted fluorenyl group, the substituted aryl group, the substituted dibenzofuranyl group, and the substituted dibenzothiophenyl group is selected from an alkyl group having 1 to 4 carbon atoms and an aryl group having 6 to 13 carbon atoms except a heteroaryl group.
9. The light-emitting device according to claim 8 ,
wherein:
the organic compound is represented by Formula (G2):
Ar 3 represents a substituted or unsubstituted aryl group having 6 to 13 carbon atoms;
A 2 represents any one of a substituted or unsubstituted dibenzofuranyl group and a substituted or unsubstituted dibenzothiophenyl group;
R 1 to R 9 separately represent any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, and an aryl group having 6 to 13 carbon atoms; and
a substituent on the substituted aryl group, the substituted dibenzofuranyl group, and the substituted dibenzothiophenyl group is selected from an alkyl group having 1 to 4 carbon atoms and an aryl group having 6 to 13 carbon atoms except a heteroaryl group.
10. The light-emitting device according to claim 8 ,
wherein:
the organic compound is represented by Formula (G3):
Ar 4 represents a substituted or unsubstituted biphenyl group;
A 3 represents any one of a substituted or unsubstituted dibenzofuranyl group and a substituted or unsubstituted dibenzothiophenyl group;
R 11 to R 19 separately represent any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, and an aryl group having 6 to 13 carbon atoms; and
a substituent on the substituted biphenyl group, the substituted dibenzofuranyl group, and the substituted dibenzothiophenyl group is selected from an alkyl group having 1 to 4 carbon atoms and an aryl group having 6 to 13 carbon atoms except a heteroaryl group.
11. The light-emitting device according to claim 8 ,
wherein:
the organic compound is represented by Formula (G4):
X represents any one of oxygen and sulfur; and
R 21 and R 22 separately represent any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, and an aryl group having 6 to 13 carbon atoms.
12. The light-emitting device according to claim 8 ,
wherein Ar 2 is selected from substituents represented by Formulae (1-1) to (1-11):
13. The light-emitting device according to claim 9 ,
wherein Ar 3 is selected from any of substituents represented by Formulae (1-1) to (1-11):
14. The light-emitting device according to claim 8 ,
wherein the organic compound is represented by any one of Formulae (100) and (103):
15. The light-emitting device according to claim 8 ,
wherein the layer further comprises a phosphorescent compound.
16. The light-emitting device according to claim 8 ,
wherein the layer further comprises a second organic compound and a phosphorescent compound, and
wherein the second organic compound forms an exciplex with the organic compound.
17. The light-emitting device according to claim 16 ,
wherein emission of the exciplex overlaps with an absorption band of the phosphorescent compound, which is located on the longest wavelength side.
18. An electronic device comprising the light-emitting device according to claim 8 .
19. A lighting device comprising the light-emitting device according to claim 8 .