Heterocyclic compound, light-emitting element, light-emitting device, electronic device, and lighting device
An object is to provide a novel heterocyclic compound which can be used for a light-emitting element, as a host material of a light-emitting layer in which a light-emitting substance is dispersed. Other objects are to provide a light-emitting element having low driving voltage, a light-emitting element having high current efficiency, and a light-emitting element having a long lifetime. Provided are a light-emitting element including a compound in which a dibenzo[f,h]quinoxaline ring and a hole-transport skeleton are bonded through an arylene group, and a light-emitting device, an electronic device, and a lighting device each using this light-emitting element. The heterocyclic compound represented by General Formula (G1) below is provided.
1. A compound including a dibenzo[f,h]quinoxaline ring and a hole-transport skeleton which are bonded to each other through an arylene group,
wherein the hole-transport skeleton is a dibenzofuran ring or a dibenzothiophene ring.
2. The compound according to claim 1 , wherein the arylene group has one or more substituents.
3. The compound according to claim 2 , wherein the substituents are bonded to form a ring.
4. The compound according to claim 1 , wherein the arylene group is any of a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenyldiyl group, and a substituted or unsubstituted m-phenylene group.
5. The compound according to claim 1 ,
wherein:
the compound is represented by General Formula (G1):
A represents any of a substituted or unsubstituted dibenzothiophenyl group, and a substituted or unsubstituted dibenzofuranyl group;
each of R 11 to R 19 independently represents any of hydrogen, an alkyl group having 1 to 4 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 13 carbon atoms; and
Ar represents the arylene group having 6 to 13 carbon atoms.
6. The compound according to claim 5 , wherein the arylene group has one or more substituents.
7. The compound according to claim 6 , wherein the substituents are bonded to form a ring.
8. The compound according to claim 5 , wherein Ar is any of a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenyldiyl group, and a substituted or unsubstituted m-phenylene group.
9. The compound according to claim 5 ,
wherein:
the compound is represented by General Formula (G2-1),
Z represents oxygen or sulfur; and
each of R 21 to R 27 independently represents hydrogen, an alkyl group having 1 to 4 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 13 carbon atoms.
10. The compound according to claim 9 , wherein the arylene group has one of more substituents.
11. The compound according to claim 10 , wherein the substituents are bonded to form a ring.
12. The compound according to claim 9 , wherein Ar is any of a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenyldiyl group, and a substituted or unsubstituted m-phenylene group.
13. The compound according to claim 9 ,
wherein:
the compound is represented by General Formula (G3-1),
each of R 41 to R 44 independently represents hydrogen, an alkyl group having 1 to 4 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 13 carbon atoms.
14. The compound according to claim 13 , wherein R 42 and R 43 are bonded to R 43 and R 44 respectively to form a ring.
15. A light-emitting device comprising a light-emitting element, the light-emitting element comprising:
an electron-transport layer comprising an uncomplexed organic compound including a dibenzo[f,h]quinoxaline ring and a hole-transport skeleton which are bonded to each other through an arylene group.
16. The light-emitting device according to claim 15 , wherein the hole-transport skeleton is a carbazole ring, a dibenzofuran ring, or a dibenzothiophene ring.
17. The light-emitting device according to claim 15 , wherein the arylene group has one or more substituents.
18. The light-emitting device according to claim 17 , wherein the substituents are bonded to form a ring.
19. The light-emitting device according to claim 15 , wherein the arylene group is any of a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenyldiyl group, and a substituted or unsubstituted m-phenylene group.
20. An electronic device comprising the light-emitting device according to claim 15 .
21. A lighting device comprising the light-emitting device according to claim 15 .
22. A light-emitting device comprising a light-emitting element, the light-emitting element comprising:
a light-emitting layer comprising a light-emitting material and a compound including a dibenzo[f,h]quinoxaline ring and a hole-transport skeleton which are bonded to each other through an arylene group,
wherein the compound is a host material.
23. The light-emitting device according to claim 22 , wherein the hole-transport skeleton is a carbazole ring, a dibenzofuran ring, or a dibenzothiophene ring.
24. The light-emitting device according to claim 22 , wherein the arylene group has one or more substituents.
25. The light-emitting device according to claim 24 , wherein the substituents are bonded to form a ring.
26. The light-emitting device according to claim 22 , wherein the arylene group is any of a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenyldiyl group, and a substituted or unsubstituted m-phenylene group.
27. An electronic device comprising the light-emitting device according to claim 22 .
28. A lighting device comprising the light-emitting device according to claim 22 .
29. A light-emitting device comprising a light-emitting element, the light-emitting element comprising:
a light-emitting layer comprising a light-emitting material and a first compound, the first compound being a host material; and
an electron-transport layer over the light-emitting layer, the electron-transport layer comprising a second compound,
wherein each of the first compound and the second compound includes a dibenzo[f,h]quinoxaline ring and a hole-transport skeleton which are bonded to each other through an arylene group.
30. The light-emitting device according to claim 29 , wherein the hole-transport skeleton is a carbazole ring, a dibenzofuran ring, or a dibenzothiophene ring.
31. The light-emitting device according to claim 29 , wherein the arylene group has one or more substituents.
32. The light-emitting device according to claim 31 , wherein the substituents are bonded to form a ring.
33. The light-emitting device according to claim 29 , wherein the arylene group is any of a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenyldiyl group, and a substituted or unsubstituted m-phenylene group.
34. An electronic device comprising the light-emitting device according to claim 29 .
35. A lighting device comprising the light-emitting device according to claim 29 .
36. The compound according to claim 5 , wherein the compound is represented by any one of structural formulae (100), (101), (106), (107), (109), (116), (142), (201), and (515),