Organic electroluminescent device

1. An organic electroluminescent device comprising at least an anode, a hole injection layer, a first hole transport layer, a second hole transport layer, a light emitting layer, an electron transport layer, and a cathode, in this order, wherein the hole injection layer contains an arylamine compound of the following general formula (1) and an electron acceptor:

wherein Ar 1 to Ar 4 may be the same or different, and represent a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group;

and wherein the electron transport layer has a LUMO level of 2.9 to 3.4 eV.

2. The organic EL device according to claim 1 , wherein the electron acceptor is an electron acceptor selected from trisbromophenylamine hexachloroantimony, tetracyanoquinodimethane (TCNQ), 2,3,5,6-tetrafluoro-tetracyano-1,4-benzoquinodimethane (F4TCNQ), and a radialene derivative.

3. The organic EL device according to claim 1 , wherein the electron acceptor is a radialene derivative of the following general formula (2):

wherein Ar 5 to Ar 7 may be the same or different, and represent an aromatic hydrocarbon group, an aromatic heterocyclic group, or a condensed polycyclic aromatic group, having an electron acceptor group as a substituent.

4. The organic EL device according to claim 1 , wherein the first hole transport layer or the second hole transport layer contains only a hole transport arylamine compound.

5. The organic EL device according to claim 1 , wherein the first hole transport layer and the second hole transport layer each contain only a hole transport arylamine compound.

6. The organic EL device according to claim 4 , wherein the first hole transport layer contains an arylamine compound having a structure in which two to six triphenylamine structures are joined within a molecule via a single bond or a divalent group that does not contain a heteroatom.

7. The organic EL device according to claim 6 , wherein the arylamine compound having a structure in which two to six triphenylamine structures are joined within a molecule via a single bond or a divalent group that does not contain a heteroatom is an arylamine compound of the following general formula (3):

wherein R 1 to R 6 represent a deuterium atom, a fluorine atom, a chlorine atom, cyano, nitro, linear or branched alkyl of 1 to 6 carbon atoms that may have a substituent, cycloalkyl of 5 to 10 carbon atoms that may have a substituent, linear or branched alkenyl of 2 to 6 carbon atoms that may have a substituent, linear or branched alkyloxy of 1 to 6 carbon atoms that may have a substituent, cycloalkyloxy of 5 to 10 carbon atoms that may have a substituent, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, a substituted or unsubstituted condensed polycyclic aromatic group, or substituted or unsubstituted aryloxy; r 1 to r 6 may be the same or different, r 1 , r 2 , r 5 , and r 6 representing an integer of 0 to 5, and r 3 and r 4 representing an integer of 0 to 4, where when r 1 , r 2 , r 5 , and r 6 are an integer of 2 to 5, or when r 3 and r 4 are an integer of 2 to 4, R 1 to R 6 , a plurality of which bind to the same benzene ring, may be the same or different and may bind to each other via a single bond, substituted or unsubstituted methylene, an oxygen atom, or a sulfur atom to form a ring; and L 1 represents a divalent linking group or a single bond.

8. The organic EL device according to claim 6 , wherein the arylamine compound having a structure in which two to six triphenylamine structures are joined within a molecule via a single bond or a divalent group that does not contain a heteroatom is an arylamine compound of the following general formula (4):

wherein R 7 to R 18 represent a deuterium atom, a fluorine atom, a chlorine atom, cyano, nitro, linear or branched alkyl of 1 to 6 carbon atoms that may have a substituent, cycloalkyl of 5 to 10 carbon atoms that may have a substituent, linear or branched alkenyl of 2 to 6 carbon atoms that may have a substituent, linear or branched alkyloxy of 1 to 6 carbon atoms that may have a substituent, cycloalkyloxy of 5 to 10 carbon atoms that may have a substituent, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, a substituted or unsubstituted condensed polycyclic aromatic group, or substituted or unsubstituted aryloxy; r 7 to r 18 may be the same or different, r 7 , r 8 , r 11 , r 14 , r 17 , and r 18 representing an integer of 0 to 5, and r 9 , r 10 , r 12 , r 13 , r 15 , and r 16 representing an integer of 0 to 4, where when r 7 , r 8 , r 11 , r 14 , r 17 , and r 18 are an integer of 2 to 5, or when r 9 , r 10 , r 12 , r 13 , r 15 , and r 16 are an integer of 2 to 4, R 7 to R 18 , a plurality of which bind to the same benzene ring, may be the same or different and may bind to each other via a single bond, substituted or unsubstituted methylene, an oxygen atom, or a sulfur atom to form a ring; and L 2 , L 3 , and L 4 may be the same or different, and represent a divalent linking group or a single bond.

9. The organic EL device according to claim 4 , wherein the second hole transport layer contains an arylamine compound of the following general formula (5):

wherein Ar 8 to Ar 11 may be the same or different, and represent a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group.

10. The organic EL device according to claim 4 , wherein the second hole transport layer contains an arylamine compound of the following general formula (10):

wherein Ar 18 to Ar 21 may be the same or different, and represent a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group; and n1 represents an integer of 2 to 4.

11. The organic EL device according to claim 1 , wherein the electron transport layer contains a compound of the following formula (6) having an anthracene ring structure:

wherein A 1 represents a divalent group of a substituted or unsubstituted aromatic hydrocarbon, a divalent group of a substituted or unsubstituted aromatic heterocyclic ring, a divalent group of substituted or unsubstituted condensed polycyclic aromatics, or a single bond; B 1 represents a substituted or unsubstituted aromatic heterocyclic group; C represents a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group; D may be the same or different, and represents a hydrogen atom, a deuterium atom, a fluorine atom, a chlorine atom, cyano, trifluoromethyl, linear or branched alkyl of 1 to 6 carbon atoms, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group; and p represents 7 or 8, and q represents 1 or 2 while maintaining a relationship that a sum of p and q is 9.

12. The organic EL device according to claim 1 , wherein the electron transport layer contains a compound of the following general formula (7) having a pyrimidine ring structure:

wherein Ar 12 represents a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group; Ar 13 and Ar 14 may be the same or different, and represent a hydrogen atom, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group; and E represents a monovalent group of the following structural formula (8), where Ar 13 and Ar 14 are not simultaneously a hydrogen atom:

wherein Ar 15 represents a substituted or unsubstituted aromatic heterocyclic group; and R 19 to R 22 may be the same or different, and represent a hydrogen atom, a deuterium atom, a fluorine atom, a chlorine atom, cyano, trifluoromethyl, linear or branched alkyl of 1 to 6 carbon atoms, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group, where R 19 to R 22 may bind to Ar 15 via a single bond, substituted or unsubstituted methylene, an oxygen atom, or a sulfur atom to form a ring.

13. The organic EL device according to claim 1 , wherein the electron transport layer contains a compound of the following general formula (9) having a benzotriazole ring structure:

wherein Ar 16 represents a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group; Ar 17 represents a hydrogen atom, a deuterium atom, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group; A 2 represents a divalent group of a substituted or unsubstituted aromatic hydrocarbon, a divalent group of a substituted or unsubstituted aromatic heterocyclic ring, a divalent group of substituted or unsubstituted condensed polycyclic aromatics, or a single bond; A 3 represents a divalent group of substituted or unsubstituted condensed polycyclic aromatics, or a single band; and B 2 represents a substituted or unsubstituted aromatic heterocyclic group.

14. The organic EL device according to claim 1 , wherein the light emitting layer contains a blue light emitting dopant.

15. The organic EL device according to claim 14 , wherein the light emitting layer contains a pyrene derivative as the blue light emitting dopant.

16. The organic EL device according to claim 1 , wherein the light emitting layer contains an anthracene derivative.

17. The organic EL device according to claim 16 , wherein the light emitting layer contains a host material which is the anthracene derivative.

18. The organic EL device according to claim 2 , wherein the electron acceptor is a radialene derivative of the following general formula (2):

wherein Ar 5 to Ar 7 may be the same or different, and represent an aromatic hydrocarbon group, an aromatic heterocyclic group, or a condensed polycyclic aromatic group, having an electron acceptor group as a substituent.

19. The organic EL device according to claim 2 , wherein the first hole transport layer or the second hole transport layer contains only a hole transport arylamine compound.