Organic electroluminescent element, lighting device and display device
View Patent ↗Disclosed is an organic EL device element having high external quantum efficiency and long life time. A lighting device and a display device each using the organic EL device element are also disclosed. The organic EL element comprises plural organic compound layers including a light-emitting layer and at least one hole transport layer, interposed between an anode and a cathode, and a phosphorescent light-emitting compound contained in the light-emitting layer emits light. The organic EL device is characterized in that at least one hole-transport layer contains two or more polymerizable compounds represented by general Formula (1) or two or more polymer compounds having a structural unit derived from a compound. In the Formula (1) L 1 represents a divalent bonding group, Ar 1 through Ar 4 represent an aromatic group, provided that at least one of Ar 1 through Ar 4 represents a polymerizable group as a substituent.
1. An organic electroluminescent element comprising plural organic compound layers including a light-emitting layer and a hole transport layer interposed between an anode and a cathode, a phosphorescent light-emitting compound contained in the light-emitting layer emitting light, wherein,
the hole-transport layer contains two or more polymerizable compounds represented by Formula (1) which are different from each other or a polymer compound having a structural unit derived from two or more of the polymerizable compounds represented by Formula (1) which are different from each other,
in Formula (1), L 1 represents a divalent bonding group containing an aromatic ring which is selected from the group consisting of a phenylene group, a biphenylene group, a fluorenylene group, a terphenylene group, a quarterphenylene group, a dibenzofuranylene group, a dibenzothiophenylene and a thiophene group, Ar 1 through Ar 4 represent an aromatic group, provided that at least two of Ar 1 through Ar 4 contain a polymerizable group as a substituent.
2. The organic electroluminescent element of claim 1 , wherein the polymerizable group is represented by any one of Formulas (a-1) through (a-3),
in Formulas (a-1) through (a-3), R represents a hydrogen atom or a methyl group; Q represents a single bond, a bonding group represented by —(CH 2 )— or —O—, or a 2-valent bonding group composed of plural groups of —(CH 2 ) n — or —O—; and Q′ represents a bonding group of —(CH 2 ) n — or —O—, or a 2-valent bonding group composed of plural groups of —(CH 2 )— or —O—, wherein n represents an integer of 1 or more.
3. The organic electroluminescent element of claim 2 , wherein the polymerizable group is represented by Formula (a-1).
4. The organic electroluminescent element of claim 2 , wherein Q in the Formula (a-1) is a single bond.
5. The organic electroluminescent element of claim 1 , wherein L 1 in Formula (1) is a biphenylene group.
6. The organic electroluminescent element of claim 3 , wherein Formula (1) is represented by Formula (3),
in Formula (3), Ar 1 to Ar 4 represents an aromatic group; R 01 and R 02 represent a substituent; and n01 and n02 each represent an integer of 0 to 4, provided that at least two of Ar 1 to Ar 4 have a polymerizable group as a substituent.
7. The organic electroluminescent element of claim 6 , wherein Ar 1 and Ar 3 represent an aromatic group having a polymerizable group as a substituent in the Formula (3).
8. The organic electroluminescent element of claim 1 , wherein L 1 in Formula (1) is a phenylene group.
9. The organic electroluminescent element of claim 1 , wherein Formula (1) is represented by Formula (6),
in Formula (6), Ar 1 to Ar 4 represent an aromatic group, provided that at least two of Ar 1 to Ar 4 have a polymerizable group as a substituent; R 03 represents a substituent; and n03 represent an integer of 0 through 4.
10. The organic electroluminescent element of claim 9 , wherein Ar 1 and Ar 3 represent an aromatic group having a polymerizable group as a substituent in the Formula (6).
11. The organic electroluminescent element of claim 1 , wherein Ar 1 and Ar 3 represent an aromatic group having a polymerizable group as a substituent in Formula (1).
12. The organic electroluminescent element of claim 1 , wherein the aromatic group having a polymerizable group as a substituent among Ar 1 to Ar 4 is a phenyl group.
13. The organic electroluminescent element of claim 1 , wherein the hole transport layer is manufactured via a wet process forming a film.
14. The organic electroluminescent element of claim 1 , wherein the hole transport layer is manufactured via processes in which after film forming by two or more polymerizable compounds represented by Formula (1) by a wet process, the polymerizable compounds are polymerized to form the hole transport layer.
15. The organic electroluminescent element of claim 1 , wherein the light-emitting layer is manufactured via a wet process forming a film.
16. The organic electroluminescent element of claim 1 , wherein at least one of the phosphorescent light-emitting compounds contained in the light-emitting layer is represented by Formula (2),
in the Formula, Z represents a hydrocarbon ring group, an aromatic heterocyclic ring group or a heterocyclic group; R 81 through R 86 represent a hydrogen atom or a substituent; P 1 -L01-P 2 represents a 2-dentate ligand, P 1 and P 2 being independently a carbon atom, a nitrogen atom or oxygen atom; L01 represents an atomic group forming a 2-dentate ligand together with P 1 and P 2 ; j1 represents an integer of 1 to 3, and j2 represent an integer of 0 to 2 wherein j1+j2 is 2 or 3; and M 1 is a metal element of 8 to 10 group in the periodic table.
17. The organic electroluminescent element of claim 1 , wherein the phosphorescent light-emitting compound is an iridium complex.
18. The organic electroluminescent element of claim 1 , which emits white light.
19. A lighting device comprising the organic electroluminescent element of claim 1 .
20. A display device comprising the organic electroluminescent element of claim 1 .