Organic electroluminescent device
An organic electroluminescent device including an anode; an emission layer; an anode-side hole transport layer between the anode and the emission layer, the anode-side hole transport layer including an anode-side hole transport material, and being doped with an electron accepting material; an intermediate hole transport material layer between the anode-side hole transport layer and the emission layer, the intermediate hole transport material layer including an intermediate hole transport material; and an emission layer-side hole transport layer between the intermediate hole transport material layer and the emission layer and adjacent to the emission layer, the emission layer-side hole transport layer including an emission layer-side hole transport material represented by the following General Formula (1):
1. An organic electroluminescent device, comprising:
an anode;
an emission layer;
an anode-side hole transport layer between the anode and the emission layer, the anode-side hole transport layer:
including an anode-side hole transport material, and
being doped with an electron accepting material;
an intermediate hole transport material layer between the anode-side hole transport layer and the emission layer, the intermediate hole transport material layer including an intermediate hole transport material; and
an emission layer-side hole transport layer between the intermediate hole transport material layer and the emission layer and adjacent to the emission layer, the emission layer-side hole transport layer including an emission layer-side hole transport material represented by the following General Formula (1):
wherein, in General Formula (1),
Ar 1 and Ar 2 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 5 to 50 ring carbon atoms,
Ar 3 and Ar 4 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heteroaryl group having 5 to 50 ring carbon atoms, or a condensed polycyclic group formed via condensation with an adjacent ring,
R 1 and R 2 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heteroaryl group having 5 to 50 ring carbon atoms, or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
L 1 and L 2 are each independently a single bond, a substituted or unsubstituted arylene group having 6 to 18 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 5 to 15 ring carbon atoms, and
l and m are each independently an integer of 0 to 4.
2. The organic electroluminescent device as claimed in claim 1 , wherein the intermediate hole transport material includes a compound represented by the following General Formula (2):
wherein, in General Formula (2),
Ar 5 to Ar 7 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 5 to 50 ring carbon atoms,
Ar 8 is a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heteroaryl group having 5 to 50 ring carbon atoms, or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, and
L 3 is a direct linkage, a substituted or unsubstituted arylene group having 6 to 18 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 5 to 15 ring carbon atoms.
3. The organic electroluminescent device as claimed in claim 1 , wherein the electron accepting material has a lowest unoccupied molecular orbital (LUMO) level of about −9.0 eV to about −4.0 eV.
4. The organic electroluminescent device as claimed in claim 1 , wherein the anode-side hole transport layer is adjacent to the anode.
5. The organic electroluminescent device as claimed in claim 1 , wherein the anode-side hole transport material includes a compound represented by the following General Formula (2)
wherein, in General Formula (2),
Ar 5 to Ar 7 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 5 to 50 ring carbon atoms,
Ar 8 is a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heteroaryl group having 5 to 50 ring carbon atoms, or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, and
L 3 is a direct linkage, a substituted or unsubstituted arylene group having 6 to 18 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 5 to 15 ring carbon atoms.
6. The organic electroluminescent device as claimed in claim 1 , wherein the emission layer includes a compound represented by the following General Formula (3):
wherein, in General Formula (3),
each Ar 9 is independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 50 carbon atoms, a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 50 ring carbon atoms, a substituted or unsubstituted arylthio group having 6 to 50 ring carbon atoms, a substituted or unsubstituted alkoxycarbonyl group having 2 to 50 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heteroaryl group having 5 to 50 ring carbon atoms, a substituted or unsubstituted silyl group, a carboxyl group, a halogen atom, a cyano group, a nitro group or a hydroxyl group, and
n is an integer of 1 to 10.
7. An organic electroluminescent device, comprising:
an anode;
an emission layer;
an anode-side hole transport layer between the anode and the emission layer, the anode-side hole transport layer mainly including an electron accepting material;
an intermediate hole transport material layer between the anode-side hole transport layer and the emission layer, the intermediate hole transport material layer including an intermediate hole transport material; and
an emission layer-side hole transport layer between the intermediate hole transport material layer and the emission layer and adjacent to the emission layer, the emission layer-side hole transport layer including an emission layer-side hole transport material represented by the following General Formula (1):
wherein, in General Formula (1),
Ar 1 and Ar 2 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 5 to 50 ring carbon atoms,
Ar 3 and Ar 4 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heteroaryl group having 5 to 50 ring carbon atoms, or a condensed polycyclic group formed via condensation with an adjacent ring,
R 1 and R 2 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heteroaryl group having 5 to 50 ring carbon atoms, or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,
L 1 and L 2 are each independently a single bond, a substituted or unsubstituted arylene group having 6 to 18 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 5 to 15 ring carbon atoms, and
l and m are each independently an integer of 0 to 4.
8. The organic electroluminescent device as claimed in claim 7 , wherein the intermediate hole transport material includes a compound represented by the following General Formula (2):
wherein, in General Formula (2),
Ar 5 to Ar 7 are each independently a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms or a substituted or unsubstituted heteroaryl group having 5 to 50 ring carbon atoms,
Ar 8 is a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heteroaryl group having 5 to 50 ring carbon atoms, or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, and
L 3 is a direct linkage, a substituted or unsubstituted arylene group having 6 to 18 ring carbon atoms, or a substituted or unsubstituted heteroarylene group having 5 to 15 ring carbon atoms.
9. The organic electroluminescent device as claimed in claim 7 , wherein the electron accepting material has a lowest unoccupied molecular orbital (LUMO) level of about −9.0 eV to about −4.0 eV.
10. The organic electroluminescent device as claimed in claim 7 , wherein the anode-side hole transport layer is adjacent to the anode.
11. The organic electroluminescent device as claimed in claim 7 , wherein the emission layer includes a compound represented by the following General Formula (3):
wherein, in General Formula (3),
each Ar 9 is independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 50 carbon atoms, a substituted or unsubstituted aralkyl group having 7 to 50 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 50 ring carbon atoms, a substituted or unsubstituted arylthio group having 6 to 50 ring carbon atoms, a substituted or unsubstituted alkoxycarbonyl group having 2 to 50 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heteroaryl group having 5 to 50 ring carbon atoms, a substituted or unsubstituted silyl group, a carboxyl group, a halogen atom, a cyano group, a nitro group or a hydroxyl group, and
n is an integer of 1 to 10.