Light-emitting element, light-emitting device, electronic device, and lighting device
A novel light-emitting element is provided. A light-emitting element with a long lifetime is provided. A light-emitting element with high emission efficiency is provided. A novel organic compound is provided. A novel organic compound having a hole-transport property is provided. A novel hole-transport material is provided. A hole-transport material including an organic compound having a substituted or unsubstituted benzonaphthofuran skeleton and a substituted or unsubstituted amine skeleton is provided. A light-emitting element using the hole-transport material is provided. An organic compound in which an amine skeleton including two aromatic hydrocarbon groups having 6 to 60 carbon atoms is bonded to the 6- or 8-position of the benzonaphthofuran skeleton is provided.
1. An organic compound represented by General Formula (G1),
wherein R 1 and R 3 to R 8 independently represent any one of hydrogen, a hydrocarbon group having 1 to 6 carbon atoms, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, halogen, a haloalkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms,
wherein R 2 represents hydrogen, and
wherein one of A and B represents a group represented by General Formula (g1) and the other represents any one of hydrogen, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, halogen, a haloalkyl group having 1 to 6 carbon atoms, a hydrocarbon group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms,
wherein Ar 1 and Ar 2 independently represent any one of a substituted or unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms and a group represented by General Formula (g2), and in Ar 1 and Ar 2 , a substituent of the substituted aromatic hydrocarbon group having 6 to 60 carbon atoms is any of a hydrocarbon group having 1 to 6 carbon atoms, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, halogen, a haloalkyl group having 1 to 6 carbon atoms, and a substituent represented by Formulae (1-41) to (1-135),
wherein R 11 to R 18 independently represent any one of hydrogen, a hydrocarbon group having 1 to 6 carbon atoms, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, halogen, a haloalkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms,
wherein one of Z 1 and Z 2 is bonded to a nitrogen atom in General Formula (g1) and the other represents any one of hydrogen, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, halogen, a haloalkyl group having 1 to 6 carbon atoms, a hydrocarbon group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms, and
wherein at least one of Ar 1 and Ar 2 represents a group represented by General Formula (g2).
2. The organic compound according to claim 1 ,
wherein General Formula (g1) is represented by General Formula (g3),
wherein Ar 3 and Ar 4 independently represent any one of a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted benzonaphthofuranyl group, and a substituted or unsubstituted dinaphthofuranyl group,
wherein Ar 5 and Ar 6 independently represent a substituted or unsubstituted aromatic hydrocarbon group, n and m independently represent 0 or 1, and
wherein a sum of carbon atoms of Ar 3 and Ar 5 is less than or equal to 60, and a sum of carbon atoms of Ar 4 and Ar 6 is less than or equal to 60.
3. The organic compound according to claim 2 ,
wherein one of Ar 3 and Ar 4 independently represents any one of a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthracenyl group, and a substituted or unsubstituted pyrenyl group.
4. The organic compound according to claim 2 ,
wherein Ar 5 and Ar 6 independently represent any one of a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted anthracenylene group, and a substituted or unsubstituted pyrenylene group.
5. The organic compound according to claim 2 ,
wherein one of Ar 3 and Ar 4 represents a phenyl group.
6. The organic compound according to claim 2 ,
wherein Ar 5 and Ar 6 represent a phenylene group.
7. The organic compound according to claim 2 ,
wherein one of n and m represents 1, and the other represents 0.
8. An organic compound represented by General Formula (G1),
wherein R 1 and R 3 to R 8 independently represent any one of hydrogen, a hydrocarbon group having 1 to 6 carbon atoms, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, halogen, a haloalkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms,
wherein R 2 represents hydrogen, and
wherein one of A and B represents a group represented by General Formula (g1) and the other represents any one of hydrogen, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, halogen, a haloalkyl group having 1 to 6 carbon atoms, a hydrocarbon group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms,
wherein Ar 1 and Ar 2 independently represent any one of an unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms and a group represented by General Formula (g2), and in the case Ar 1 and Ar 2 have a substituent, the substituent excludes a dinaphthothiophenyl group and a fluorenyl group,
wherein R 11 to R 18 independently represent any one of hydrogen, a hydrocarbon group having 1 to 6 carbon atoms, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, halogen, a haloalkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms,
wherein one of Z 1 and Z 2 is bonded to a nitrogen atom in General Formula (g1) and the other represents any one of hydrogen, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, halogen, a haloalkyl group having 1 to 6 carbon atoms, a hydrocarbon group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms, and
wherein at least one of Ar 1 and Ar 2 represents a group represented by General Formula (g2).
9. The organic compound according to claim 8 ,
wherein General Formula (g1) is represented by General Formula (g3),
wherein Ar 3 and Ar 4 independently represent any one of a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted benzonaphthofuranyl group, and a substituted or unsubstituted dinaphthofuranyl group,
wherein Ar 5 and Ar 6 independently represent a substituted or unsubstituted aromatic hydrocarbon group, n and m independently represent 0 or 1, and
wherein a sum of carbon atoms of Ar 3 and Ar 5 is less than or equal to 60, and a sum of carbon atoms of Ar 4 and Ar 6 is less than or equal to 60.
10. The organic compound according to claim 9 ,
wherein one of Ar 3 and Ar 4 independently represents any one of a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthracenyl group, and a substituted or unsubstituted pyrenyl group.
11. The organic compound according to claim 9 ,
wherein Ar 5 and Are independently represent any one of a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted anthracenylene group, and a substituted or unsubstituted pyrenylene group.
12. The organic compound according to claim 9 ,
wherein one of Ar 3 and Ar 4 represents a phenyl group.
13. The organic compound according to claim 9 ,
wherein Ar 5 and Ar 6 represent a phenylene group.
14. The organic compound according to claim 9 ,
wherein one of n and m represents 1, and the other represents 0.
15. An organic compound represented by General Formula (G1),
wherein R 1 and R 3 to R 8 independently represent any one of hydrogen, a hydrocarbon group having 1 to 6 carbon atoms, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, halogen, a haloalkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms,
wherein R 2 represents hydrogen, and
wherein one of A and B represents a group represented by General Formula (g1) and the other represents any one of hydrogen, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, halogen, a haloalkyl group having 1 to 6 carbon atoms, a hydrocarbon group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms,
wherein Ar 1 and Ar 2 independently represent any one of a substituted or unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms and a group represented by General Formula (g2), and in the case Ar 1 and Ar 2 have a substituent, the substituent excludes a dinaphthothiophenyl group and a fluorenyl group,
wherein R 11 to R 18 independently represent any one of hydrogen, a hydrocarbon group having 1 to 6 carbon atoms, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, halogen, a haloalkyl group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms,
wherein one of Z 1 and Z 2 is bonded to a nitrogen atom in General Formula (g1) and the other represents any one of hydrogen, a cyclic hydrocarbon group having 3 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, halogen, a haloalkyl group having 1 to 6 carbon atoms, a hydrocarbon group having 1 to 6 carbon atoms, and a substituted or unsubstituted aromatic hydrocarbon group having 6 to 60 carbon atoms, and
wherein at least one of Ar 1 and Ar 2 represents a group represented by General Formula (g2).
16. The organic compound according to claim 15 ,
wherein General Formula (g1) is represented by General Formula (g3),
wherein Ar 3 and Ar 4 independently represent any one of a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted benzonaphtofuranyl group, and a substituted or unsubstituted dinaphthofuranyl group,
wherein Ar 5 and Ar 6 independently represent a substituted or unsubstituted aromatic hydrocarbon group, n and m independently represent 0 or 1, and
wherein a sum of carbon atoms of Ar 3 and Ar 5 is less than or equal to 60, and a sum of carbon atoms of Ar 4 and Ar 6 is less than or equal to 60.
17. The organic compound according to claim 16 ,
wherein one of Ar 3 and Ar 4 independently represents any one of a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthracenyl group, and a substituted or unsubstituted pyrenyl group.
18. The organic compound according to claim 16 ,
wherein Ar 5 and Ar 6 independently represent any one of a substituted or unsubstituted phenylene group, a substituted or unsubstituted napthylene group, a substituted or unsubstituted anthracenylene group, and a substituted or unsubstituted pyrenylene group.
19. The organic compound according to claim 16 ,
wherein one of Ar 3 and Ar 4 represents a phenyl group.
20. The organic compound according to claim 16 ,
wherein Ar 5 and Ar 6 represent a phenylene group.
21. The organic compound according to claim 16 ,
wherein one of n and m represents 1, and the other represents 0.