Anthracene compound and organic electroluminescence element using same
Provided is an organic electroluminescence element having superior element service life. An anthracene compound in which an aryl group having C10 or greater is bonded to the 9-position and a naphthyl group is bonded to the 10-position, wherein a compound in which a specific aryl group has been substituted, in particular, at the 7-position of the naphthyl group (which is bonded at the 2-position thereof to the anthracene) is used as a material for a luminescence layer to produce the organic electroluminescence element.
1. A compound represented by the following Formula (1)
In formula (1),
Ar 1 is an aryl having 10-30 carbon atoms which may be substituted,
Ar 2 is an aryl having 6-30 carbon atoms which may be substituted,
R 1 -R 4 are, each independently, a hydrogen or an alkyl having 1-4 carbon atoms, and
at least one hydrogen in the compound represented by the formula (1) may be substituted with deuterium.
2. The compound according to claim 1 , in which
Ar 1 is naphthyl, biphenylyl, binaphthyl, terphenylyl, quaterphenylyl, naphthylphenyl, phenylnaphthyl, phenanthryl, phenanthrylphenyl, chrysenyl, pyrenylphenyl, or triphenylenyl, which may be substituted with alkyl having 1-12 carbon atoms, or cycloalkyl having 3-12 carbon atoms,
Ar 2 is phenyl, naphthyl, biphenylyl, binaphthyl, terphenylyl, quaterphenylyl, naphthylphenyl, phenylnaphthyl, phenanthryl, phenanthrylphenyl, chrysenyl, pyrenylphenyl, or triphenylenyl, which may be substituted with alkyl having 1-12 carbon atoms, or cycloalkyl having 3-12 carbon atoms,
R 1 -R 4 are, each independently, hydrogen, methyl, isopropyl, or t-butyl, and
at least one hydrogen in compounds represented by the formula (1) may be substituted with deuterium.
3. The compound according to claim 1 , in which
Ar 1 is 1-naphthyl, 2-naphthyl, 2-biphenylyl, 3-biphenylyl, 4-biphenylyl, 4-phenyl-1-naphthyl, m-terphenyl-5′-yl, phenanthrene-9-yl, or triphenylene-2-yl,
Ar 2 is phenyl, 1-naphthyl, 2-naphthyl, 2-biphenylyl, 3-biphenylyl, 4-biphenylyl, m-terphenyl-5′-yl, 4-(naphthalene-1-yl)phenyl, 4-(naphthalene-2-yl)phenyl, phenanthrene-9-yl or triphenylene-2-yl,
R 1 -R 4 are hydrogen, and
at least one hydrogen in the compound represented by the formula (1) may be substituted with deuterium.
4. The compound according to claim 3 , in which Ar 1 is 1-naphthyl, 2-biphenylyl, 3-biphenylyl, 4-biphenylyl, 4-phenyl-1-naphthyl, m-terphenyl-5′-yl, phenanthrene-9-yl, or triphenylene-2-yl, and
at least one hydrogen in Ar 2 may be substituted with deuterium.
5. The compound represented by the following formula (1-2).
6. Compounds represented by the following formula (1-1), formula (1-21), formula (1-34), formula (1-38), formula (1-117), or formula (1-129).
7. Compounds represented by the following formula (1-160), formula (1-162), formula (1-164), formula (1-166), formula (1-172), or the formula (1-184).
8. A light emitting layer material represented by the compound according to claim 1 .
9. An organic electroluminescence element having a pair of electrodes consisting of a positive electrode and a negative electrode and a light emitting layer containing the light emitting layer material according to claim 8 as disposed between the pair of electrodes.
10. The organic electroluminescence element according to claim 9 , which has in the light emitting layer at least one selected from the group consisting of amine with a stilbene structure, an aromatic amine derivative, and a coumarin derivative.
11. The organic electroluminescence element according to claim 9 , which has an electron transport layer and/or an electron injection layer disposed between the negative electrode and the light emitting layer, in which at least one of the electron transport layer and the electron injection layer contains at least one selected from the group consisting of a quinolinol-based metal complex, a pyridine derivative, a phenanthroline derivative, a borane derivative, and a benzimidazole derivative.
12. The organic electroluminescence element according to claim 11 , in which at least one of the electron transport layer and the electron injection layer also contains at least one selected from the group consisting of an alkali metal, an alkali earth metal, a rare earth metal, an oxide of an alkali metal, a halide of an alkali metal, an oxide of an alkali earth metal, a halide of an alkali earth metal, an oxide of a rare earth metal, a halide of a rare earth metal, an organic complex of an alkali metal, an organic complex of an alkali earth metal, and an organic complex of a rare earth metal.
13. A display device having the organic electroluminescence element according to claim 9 .
14. A lighting device having the organic electroluminescence element according to claim 9 .