Organic electroluminescence device having at least an a node, a hole injection layer, a first hole transport layer. A second hole transport layer a luminous layer, an electron transport layer, and a cathode
The present invention provides an organic EL device having at least an anode, a hole injection layer, a first hole transport layer, a second hole transport layer, a luminous layer, an electron transport layer, and a cathode in order of description. The second hole transport layer includes an arylamine compound having a specific structure, and the electron transport layer includes a pyrimidine derivative having a specific structure. The organic EL device of the present invention has a high efficiency, a low driving voltage, and a longer life.
1. An organic electroluminescence device having at least an anode, a hole injection layer, a first hole transport layer, a second hole transport layer, a luminous layer, an electron transport layer, and a cathode in order of description, wherein
the second hole transport layer includes an arylamine compound represented by the following formula (1):
and
the electron transport layer includes a pyrimidine derivative represented by the following formula (2a):
wherein
Ar 1 and Ar 3 each represents an aromatic hydrocarbon group, and Ar 2 and Ar 4 each represents an aromatic hydrocarbon group or an aromatic heterocyclic group; and
n represents an integer of 2 or 3,
Ar 5 represents an aromatic hydrocarbon group;
Ar 6 represents a phenyl group substituted with a condensed polycyclic aromatic group, and Ar 7 represents a hydrogen atom; and
A represents a monovalent group represented by the following structural formula (3b):
wherein
Ar 8 represents an aromatic heterocyclic group; and
R 1 to R 4 each represents a hydrogen atom.
2. The organic electroluminescence device according to claim 1 , wherein the first hole transport layer includes a triarylamine compound having 3 to 6 triarylamine structures in a molecule, the triarylamine structures being linked to each other via a single bond or a divalent group having no heteroatom.
3. The organic electroluminescence device according to claim 2 , wherein the triarylamine compound having 3 to 6 triarylamine structures is a triarylamine compound which has 4 triarylamine structures in a molecule and is represented by the following formula (4):
wherein
r 5 , r 6 , r 9 , r 12 , r 15 , and r 16 each represents an integer of 0 to 5;
r 7 , r 8 , r 10 , r 11 , r 13 , and r 14 each represents an integer of 0 to 4;
R 5 to R 16 each represents a deuterium atom, a fluorine atom, a chlorine atom, a cyano group, a nitro group, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 5 to 10 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, an alkyloxy group having 1 to 6 carbon atoms, a cycloalkyloxy group having 5 to 10 carbon atoms, an aromatic hydrocarbon group, an aromatic heterocyclic group, a condensed polycyclic aromatic group, or an aryloxy group; when a plurality of these groups is present in the same benzene ring, the plurality of groups may be bonded to each other via a single bond, a substituted or unsubstituted methylene group, an oxygen atom, or a sulfur atom to form a ring; and
L 1 to L 3 each represents a single bond or a divalent group represented by any of the following structural formulas (B) to (G):
wherein n1 represents an integer of 1 to 3,
4. The organic electroluminescence device according to claim 1 , wherein the first hole transport layer includes a triarylamine compound having 2 triarylamine structures in a molecule, the triarylamine structures being linked to each other via a single bond or a divalent group having no heteroatom.
5. The organic electroluminescence device according to claim 4 , wherein the triarylamine compound having 2 triarylamine structures is represented by the following formula (5):
wherein
r 17 , r 18 , r 21 , and r 22 each represents an integer of 0 to 5;
r 19 and r 20 each represents an integer of 0 to 4;
R 17 to R 22 each represents a deuterium atom, a fluorine atom, a chlorine atom, a cyano group, a nitro group, an alkyl group having 1 to 6 carbon atoms, a cycloalkyl group having 5 to 10 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, an alkyloxy group having 1 to 6 carbon atoms, a cycloalkyloxy group having 5 to 10 carbon atoms, an aromatic hydrocarbon group, an aromatic heterocyclic group, a condensed polycyclic aromatic group, or an aryloxy group; when a plurality of these groups is bonded to the same benzene ring, the plurality of bonded groups may be bonded to each other via a single bond, a substituted or unsubstituted methylene group, an oxygen atom, or a sulfur atom to form a ring; and
L 4 represents a single bond or a divalent group represented by any of the following structural formulas (C) to (G):
6. The organic electroluminescence device according to claim 1 , wherein the luminous layer includes a blue luminous dopant.
7. The organic electroluminescence device according to claim 6 , wherein the blue luminous dopant is a pyrene derivative.
8. The organic electroluminescence device according to claim 1 , wherein the luminous layer includes an anthracene derivative.
9. The organic electroluminescence device according to claim 8 , wherein the luminous layer includes the anthracene derivative as a host material.