Benzopyridoindole derivative and organic electroluminescent element
According to the present invention, there are provided a benzopyridoindole derivative represented by the following general formula (1); and an organic EL element including a pair of electrodes and at least one organic layer sandwiched therebetween, wherein the above derivative is used as a constituent material for the at least one organic layer. The benzopyridoindole derivative of the present invention is excellent in electron injection/transport performance, has hole blocking capability, is highly stable in a thin film state, and excels in various characteristics. Thus, it is useful as a material for an organic EL element with a high efficiency, a low driving voltage, and high durability.
1. A benzopyridoindole derivative represented by the following general formula (1)
wherein,
A represents a single bond, a divalent group of an aromatic hydrocarbon, a divalent group of an aromatic heterocycle, or a divalent group of a condensed polycyclic aromatic,
Ar 1 and Ar 2 may be the same or different, and each represent an aromatic hydrocarbon group, an aromatic heterocyclic group, or a condensed polycyclic aromatic group,
R 1 to R 9 may be the same or different, and each represent a hydrogen atom, a deuterium atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, an alkyl group having 1 to 6 carbon atoms, an aromatic hydrocarbon group, an aromatic heterocyclic group, or a condensed polycyclic aromatic group,
W, X, Y and Z each represent a carbon atom or a nitrogen atom, and
only one of W, X, Y and Z is a nitrogen atom, and the nitrogen atom does not have the hydrogen atom of R 1 to R 4 or a substituent.
2. The benzopyridoindole derivative according to claim 1 which is represented by the following general formula (1-1):
wherein,
A, Ar t , Ar 2 R 1 to R 9 , W, X, Y and Z have the same meanings as those defined for the general formula (1).
3. The benzopyridoindole derivative according to claim 1 , wherein A is a single bond.
4. The benzopyridoindole derivative according to claim 1 , wherein A is a divalent group of an aromatic hydrocarbon having one or two rings, or a divalent group of naphthalene.
5. The benzopyridoindole derivative according to claim 1 , wherein Ar 2 is an aromatic hydrocarbon group having 3 or more rings, or a tri- or higher cyclic condensed polycyclic aromatic group.
6. The benzopyridoindole derivative according to claim 5 , wherein Ar 2 is an anthracenyl group having a substituent.
7. The benzopyridoindole derivative according to claim 1 , wherein Ar 1 is an unsubstituted phenyl group.
8. An organic electroluminescent element including a pair of electrodes and at least one organic layer sandwiched therebetween, wherein the benzopyridoindole derivative according to claim 1 is used as a constituent material for the at least one organic layer.
9. The organic electroluminescent element according to claim 8 , wherein the organic layer is an electron transport layer.
10. The organic electroluminescent element according to claim 8 , wherein the organic layer is a hole blocking layer.
11. The organic electroluminescent element according to claim 8 , wherein the organic layer is a light emission layer.
12. The organic electroluminescent element according to claim 8 , wherein the organic layer is an electron injection layer.