Organic electroluminescent device
An organic EL 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 layer between the anode-side hole transport layer and the emission layer, the intermediate hole transport layer including an intermediate hole transport material; and an emission layer-side hole transport layer between the intermediate hole transport layer and the emission layer, the emission layer-side hole transport layer being adjacent to the emission layer, wherein the emission layer-side hole transport layer includes an emission layer-side hole transport material represented by the following Formula 1:
1. An organic electroluminescent (EL) 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 layer between the anode-side hole transport layer and the emission layer, the intermediate hole transport layer including an intermediate hole transport material; and
an emission layer-side hole transport layer between the intermediate hole transport layer and the emission layer, the emission layer-side hole transport layer being adjacent to the emission layer,
wherein the intermediate hole transport layer and the emission layer-side hole transport layer are in contact with each other,
wherein the emission layer-side hole transport layer includes an emission layer-side hole transport material represented by the following Formula 1:
wherein, in 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,
R 1 to R 3 are each independently a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 50 ring carbon atoms, adjacent ones of R 1 to R 3 being separate or bound to form a ring,
m is an integer of 0 to 4,
p and q are each independently an integer of 0 to 5,
L 1 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, and
carbon atoms a and b are separate.
2. The organic EL device as claimed in claim 1 , wherein the intermediate hole transport material includes a compound represented by the following Formula 2:
wherein, in Formula 2,
Ar 1 to Ar 3 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 4 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 1 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 EL device as claimed in claim 2 , wherein the anode-side hole transport material includes the compound represented by Formula 2.
4. The organic EL 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.
5. The organic EL device as claimed in claim 1 , wherein the anode-side hole transport layer is adjacent to the anode.
6. The organic EL device as claimed in claim 1 , wherein the emission layer includes a compound represented by the following Formula 3:
wherein, in Formula 3,
each Ar 1 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. The organic EL device as claimed in claim 1 , wherein the emission layer-side hole transport material represented by Formula 1 is one of the following Compounds 1 to 12:
8. An organic electroluminescent (EL) 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 electron accepting material;
an intermediate hole transport layer between the anode-side hole transport layer and the emission layer, the intermediate hole transport layer including an intermediate hole transport material; and
an emission layer-side hole transport layer between the intermediate hole transport layer and the emission layer, the emission layer-side hole transport layer being adjacent to the emission layer,
wherein the intermediate hole transport layer and the emission layer-side hole transport layer are in contact with each other,
wherein the emission layer-side hole transport layer includes an emission layer-side hole transport material represented by the following Formula 1:
wherein, in 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,
R 1 to R 3 are each independently a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 50 ring carbon atoms, adjacent ones of R 1 to R 3 being separate or bound to form a ring,
m is an integer of 0 to 4,
p and q are each independently an integer of 0 to 5,
L 1 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, and
carbon atoms a and b are separate.
9. The organic EL device as claimed in claim 8 , wherein the intermediate hole transport material includes a compound represented by the following Formula 2:
wherein, in Formula 2,
Ar 1 to Ar 3 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 4 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 1 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.
10. The organic EL device as claimed in claim 8 , wherein the electron accepting material has a lowest unoccupied molecular orbital (LUMO) level of about −9.0 eV to about −4.0 eV.
11. The organic EL device as claimed in claim 8 , wherein the anode-side hole transport layer is adjacent to the anode.
12. The organic EL device as claimed in claim 8 , wherein the emission layer includes a compound represented by the following Formula 3:
wherein, in Formula 3,
each Ar 1 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.
13. The organic EL device as claimed in claim 8 , wherein the emission layer-side hole transport material represented by Formula 1 is one of the following Compounds 1 to 12: