Aromatic amine derivative, and organic electroluminescent element using same
An aromatic amine derivative represented by formula (1): wherein HAr 1 , Ar 2 , L 1 , L 2 , and L 3 are as defined in the specification, is useful as a material for constituting an organic EL device and realizes an organic EL device having a high efficiency and a long lifetime even when driving at a low voltage.
1. An organic electroluminescence device comprising an anode, a cathode, and at least one organic thin film layers between the anode and the cathode, wherein:
the at least one organic thin film layers comprises a light emitting layer and a hole transporting layer between the anode and the light emitting layer;
the hole transporting layer comprises an anode side first hole transporting layer and a cathode side second hole transporting layer; and
any of the anode side first hole transporting layer and the cathode side second hole transporting layer comprise an aromatic amine derivative represented by formula (1):
wherein HAr 1 represents a group selected from formulae (2) to (4):
in formulae (2) to (4), n represents an integer of 0 to 4; and each R independently represents 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 atoms, a halogen atom, a substituted or unsubstituted fluoroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted fluoroalkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 50 ring carbon atoms, or a cyano group, when more than one R is present, the groups R may be the same or different;
L 1 to L 2 may be the same or different and each independently represents a group represented by formula (6):
and
L 3 represents a single bond;
Ar 2 represents a group selected from formulae (8) and (10), provided that Ar 2 does not include a carbazole and a substitited or unsubstituted animo group:
in formulae (8) to (11), n represents an integer of 0 to 4; and each R independently represents 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 atoms, a halogen atom, a substituted or unsubstituted fluoroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted fluoroalkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 50 ring carbon atoms, or a cyano group, when more than one R is present, the groups R may be the same or different.
2. The organic electroluminescence according to claim 1 , wherein the aromatic amine derivative is represented by formula (12):
wherein HAr 1 , Ar 2 , L 2 , and L 3 are as defined in formula (1).
3. The organic electroluminescence device according to claim 1 , wherein HAr 1 does not include a carbazole skeleton and a substituted or unsubstituted amino group.
4. The organic electroluminescence device according to claim 1 , wherein n in formulae (2) and (4) is 0.
5. The organic electroluminescence device according to claim 1 , wherein n in formulae (8) and (10) is 0.
6. The organic electroluminescence device according to claim 2 , wherein HAr 1 does not include a carbazole skeleton and a substituted or unsubstituted amino group.
7. The organic electroluminescence device according to claim 2 , wherein n in formulae (2) and (4) is 0.
8. The organic electroluminescence device according to claim 2 , wherein n in formulae (8) and (10) is 0.
9. The organic electroluminescence device according to claim 1 , wherein the cathode side second hole transporting layer comprises the aromatic amine derivative.
10. The organic electroluminescence device according to claim 1 , wherein the organic electroluminescence device comprises a hole injecting layer between the anode and the anode side first hole transporting layer.
11. The organic electroluminescence device according to claim 1 , wherein each of L 1 and L 2 is a p-phenylene group.
12. The organic electroluminescence device according to claim 2 , wherein L 2 is a p-phenylene group.
13. The organic electroluminescence device according to claim 1 , wherein one of HAr 1 and Ar 2 is a 4-dibenzofuranyl group.
14. The organic electroluminescence device according to claim 1 , wherein one of HAr 1 and Ar 2 is a 2-dibenzofuranyl group.
15. The organic electroluminescence device according to claim 1 , wherein HAr 1 and Ar 2 are both 4-dibenzofuranyl groups.
16. The organic electroluminescence device according to claim 1 , wherein HAr 1 and Ar 2 are both 2-dibenzofuranyl groups.