Organic light-emitting element
The present specification relates to an organic light emitting device.
1. An organic light emitting device comprising:
a first electrode;
a second electrode disposed to face the first electrode; and
a light emitting layer disposed between the first electrode and the second electrode,
wherein the organic light emitting device comprises a first organic material layer including a compound represented by the following Chemical Formula 1 between the first electrode and the light emitting layer, and
a second organic material layer including a compound represented by the following Chemical Formula 2 between the second electrode and the light emitting layer:
in Chemical Formulae 1 and 2,
Ar1 is a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; or a substituted or unsubstituted heterocyclic group having 2 to 30 carbon atoms,
Ar2 is a substituted or unsubstituted carbazole group; a substituted or unsubstituted benzocarbazole group; a substituted or unsubstituted benzonaphthofuran group; a substituted or unsubstituted dibenzofuran group; a substituted or unsubstituted dibenzothiophene group; a substituted or unsubstituted pyridine group; or a substituted or unsubstituted quinoline group,
L1 to L4 are the same as or different from each other, and are each independently a direct bond; or a substituted or unsubstituted arylene group having 6 to 30 carbon atoms,
L5 is a direct bond; a substituted or unsubstituted phenylene group; a substituted or unsubstituted naphthylene group; a substituted or unsubstituted biphenylylene group; a substituted or unsubstituted terphenylylene group; or a substituted or unsubstituted divalent phenanthrene group,
R1 to R5 are the same as or different from each other, and are each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms; or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or R1 and R2 or R3 and R4 are optionally bonded to each other to form a ring,
R11 to R16 are the same as or different from each other, and are each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms; a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; or a substituted or unsubstituted heterocyclic group having 2 to 30 carbon atoms, and
a, d, and e are each an integer from 0 to 4, b and c are each an integer from 0 to 3, f is an integer from 0 to 8, and when a to f are 2 or more, each of R11 to R16 is the same as or different from each other,
provided that when R5 is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms or a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, and L5 is a bond, then Ar2 is a substituted or unsubstituted benzonaphthofuran group,
provided that when Ar2 is a substituted or unsubstituted pyridine group, then L5 is a substituted or unsubstituted phenylene group; a substituted or unsubstituted naphthylene group; a substituted or unsubstituted biphenylylene group; a substituted or unsubstituted terphenylylene group; or a substituted or unsubstituted divalent phenanthrene group.
2. The organic light emitting device of claim 1 , wherein Chemical Formula 1 is represented by any one of the following Chemical Formulae 1-1 to 1-6:
in Chemical Formulae 1-1 to 1-6, the definitions of Ar1, L1 to L3, R11 to R14, and a to d are the same as those in Chemical Formula 1,
R21 to R26 are the same as or different from each other, and are each independently hydrogen; deuterium; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms; a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; or a substituted or unsubstituted heterocyclic group having 2 to 30 carbon atoms, and
g and l are an integer from 0 to 8, h to k are each an integer from 0 to 5, and when g to l are 2 or more, each of R21 to R26 is the same as or different from each other.
3. The organic light emitting device of claim 1 , wherein Ar1 is a substituted or unsubstituted phenyl group; a substituted or unsubstituted naphthyl group; a substituted or unsubstituted biphenyl group; a substituted or unsubstituted terphenyl group; a substituted or unsubstituted quarterphenyl group; a substituted or unsubstituted fluorene group; a substituted or unsubstituted phenanthrene group; a substituted or unsubstituted triphenylene group; a substituted or unsubstituted anthracene group; a substituted or unsubstituted fluoranthene group; a substituted or unsubstituted pyrene group; a substituted or unsubstituted carbazole group; a substituted or unsubstituted benzocarbazole group; a substituted or unsubstituted benzonaphthofuran group; a substituted or unsubstituted dibenzofuran group; a substituted or unsubstituted dibenzothiophene group; a substituted or unsubstituted pyridine group; or a substituted or unsubstituted quinoline group.
4. The organic light emitting device of claim 1 , wherein L1 to L4 are the same as or different from each other, and are each independently a direct bond; a substituted or unsubstituted phenylene group; a substituted or unsubstituted naphthylene group; a substituted or unsubstituted biphenylylene group; a substituted or unsubstituted terphenylylene group; or a substituted or unsubstituted divalent phenanthrene group.
5. The organic light emitting device of claim 1 , wherein the compound represented by Chemical Formula 1 is selected from the following structural formulae:
6. The organic light emitting device of claim 1 , wherein the compound represented by Chemical Formula 2 is selected from the following structural formulae:
7. The organic light emitting device of claim 1 , wherein the first electrode is a positive electrode, and the second electrode is a negative electrode.
8. The organic light emitting device of claim 1 , wherein the first organic material layer comprising the compound represented by Chemical Formula 1 is a hole transporting layer.
9. The organic light emitting device of claim 1 , wherein the first organic material layer comprising the compound represented by Chemical Formula 1 is an electron blocking layer.
10. The organic light emitting device of claim 1 , wherein the second organic material layer comprising the compound represented by Chemical Formula 2 is an electron transporting layer.
11. The organic light emitting device of claim 1 , wherein the light emitting layer comprises a compound of the following Chemical Formula 3:
in Chemical Formula 3,
Ar3 is a benzofluorene skeleton, a fluoranthene skeleton, a pyrene skeleton, or a chrysene skeleton,
L6 is a single bond, a C 6 to C 30 arylene group, or a C 5 to C 30 divalent heterocyclic group,
X 1 and X 2 are the same as or different from each other, and are each independently selected from the group consisting of a substituted or unsubstituted C 6 to C 30 aryl group, a substituted or unsubstituted C 5 to C 30 heterocyclic group, a substituted or unsubstituted C 1 to C 30 alkyl group, and a substituted or unsubstituted C 7 to C 30 aralkyl group, and X 1 and X 2 are optionally bonded to each other to form a saturated or unsaturated ring,
r is an integer of 1 or more, and
when r is 2 or more, each X 1 is the same as or different from each other, and each X 2 is the same as or different from each other.
12. The organic light emitting device of claim 11 , wherein Ar3 is a pyrene skeleton, L6 is a single bond, and X 1 and X 2 are the same as or different from each other, and are each independently an aryl group unsubstituted or substituted with an alkyl group; or a C 5 to C 30 heterocyclic group, and r is 2.
13. The organic light emitting device of claim 1 , wherein the light emitting layer comprises a compound of the following Chemical Formula 4:
in Chemical Formula 4,
X 5 is a substituted or unsubstituted 1-naphthyl group, a substituted or unsubstituted 2-naphthyl group, a substituted or unsubstituted 1-anthryl group, a substituted or unsubstituted 2-anthryl group, a substituted or unsubstituted 1-phenanthryl group, a substituted or unsubstituted 2-phenanthryl group, a substituted or unsubstituted 3-phenanthryl group, a substituted or unsubstituted 4-phenanthryl group, a substituted or unsubstituted 9-phenanthryl group, a substituted or unsubstituted 1-naphthacenyl group, a substituted or unsubstituted 2-naphthacenyl group, a substituted or unsubstituted 9-naphthacenyl group, a substituted or unsubstituted 1-pyrenyl group, a substituted or unsubstituted 2-pyrenyl group, a substituted or unsubstituted 4-pyrenyl group, a substituted or unsubstituted 3-methyl-2-naphthyl group, a substituted or unsubstituted 4-methyl-1-naphthyl group or the following structural formula
X 6 is a group selected from the group consisting of a substituted or unsubstituted phenyl group, a substituted or unsubstituted 1-naphthyl group, a substituted or unsubstituted 2-naphthyl group, a substituted or unsubstituted 1-anthryl group, a substituted or unsubstituted 2-anthryl group, a substituted or unsubstituted 9-anthryl group, a substituted or unsubstituted 1-phenanthryl group, a substituted or unsubstituted 2-phenanthryl group, a substituted or unsubstituted 3-phenanthryl group, a substituted or unsubstituted 4-phenanthryl group, a substituted or unsubstituted 9-phenanthryl group, a substituted or unsubstituted 1-naphthacenyl group, a substituted or unsubstituted 2-naphthacenyl group, a substituted or unsubstituted 9-naphthacenyl group, a substituted or unsubstituted 1-pyrenyl group, a substituted or unsubstituted 2-pyrenyl group, a substituted or unsubstituted 4-pyrenyl group, a substituted or unsubstituted 2-biphenylyl group, a substituted or unsubstituted 3-biphenylyl group, a substituted or unsubstituted 4-biphenylyl group, a substituted or unsubstituted p-terphenyl-4-yl group, a substituted or unsubstituted p-terphenyl-3-yl group, a substituted or unsubstituted p-terphenyl-2-yl group, a substituted or unsubstituted m-terphenyl-4-yl group, a substituted or unsubstituted m-terphenyl-3-yl group, a substituted or unsubstituted m-terphenyl-2-yl group, a substituted or unsubstituted o-tolyl group, a substituted or unsubstituted m-tolyl group, a substituted or unsubstituted p-tolyl group, a substituted or unsubstituted p-t-butylphenyl group, a substituted or unsubstituted p-(2-phenylpropyl)phenyl group, a substituted or unsubstituted 3-methyl-2-naphthyl group, a substituted or unsubstituted 4-methyl-1-naphthyl group, a substituted or unsubstituted 4-methyl-1-anthryl group, a substituted or unsubstituted 4′-methylbiphenylyl group, a substituted or unsubstituted 4″-t-butyl-p-terphenyl-4-yl group, and a substituted or unsubstituted 3-fluoranthenyl group,
X 3 and X 4 are the same as or different from each other, and are each independently a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, a substituted or unsubstituted heteroaryl group having 5 to 50 nuclear atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 50 carbon atoms, a substituted or unsubstituted aralkyl group having 6 to 50 carbon atoms, a substituted or unsubstituted aryloxy group having 5 to 50 nuclear atoms, a substituted or unsubstituted arylthio group having 5 to 50 nuclear atoms, a substituted or unsubstituted alkoxycarbonyl group having 1 to 50 carbon atoms, a carboxyl group, a halogen atom, a cyano group, a nitro group or a hydroxyl group, and
s1 and s2 are each an integer from 0 to 4.
14. The organic light emitting device of claim 13 , wherein X 5 and X 6 are the same as or different from each other, and are each independently a 1-naphthyl group or a 2-naphthyl group, and s1 and s2 are 0.
15. The organic light emitting device of claim 13 , wherein the compound of Chemical Formula 4 is selected from the following structural formulae:
16. The organic light emitting device of claim 11 , wherein the light emitting layer further comprises a compound of the following Chemical Formula 4:
in Chemical Formula 4,
X 5 is a substituted or unsubstituted 1-naphthyl group, a substituted or unsubstituted 2-naphthyl group, a substituted or unsubstituted 1-anthryl group, a substituted or unsubstituted 2-anthryl group, a substituted or unsubstituted 1-phenanthryl group, a substituted or unsubstituted 2-phenanthryl group, a substituted or unsubstituted 3-phenanthryl group, a substituted or unsubstituted 4-phenanthryl group, a substituted or unsubstituted 9-phenanthryl group, a substituted or unsubstituted 1-naphthacenyl group, a substituted or unsubstituted 2-naphthacenyl group, a substituted or unsubstituted 9-naphthacenyl group, a substituted or unsubstituted 1-pyrenyl group, a substituted or unsubstituted 2-pyrenyl group, a substituted or unsubstituted 4-pyrenyl group, a substituted or unsubstituted 3-methyl-2-naphthyl group, a substituted or unsubstituted 4-methyl-1-naphthyl group or the following structural formula
X 6 is a group selected from the group consisting of a substituted or unsubstituted phenyl group, a substituted or unsubstituted 1-naphthyl group, a substituted or unsubstituted 2-naphthyl group, a substituted or unsubstituted 1-anthryl group, a substituted or unsubstituted 2-anthryl group, a substituted or unsubstituted 9-anthryl group, a substituted or unsubstituted 1-phenanthryl group, a substituted or unsubstituted 2-phenanthryl group, a substituted or unsubstituted 3-phenanthryl group, a substituted or unsubstituted 4-phenanthryl group, a substituted or unsubstituted 9-phenanthryl group, a substituted or unsubstituted 1-naphthacenyl group, a substituted or unsubstituted 2-naphthacenyl group, a substituted or unsubstituted 9-naphthacenyl group, a substituted or unsubstituted 1-pyrenyl group, a substituted or unsubstituted 2-pyrenyl group, a substituted or unsubstituted 4-pyrenyl group, a substituted or unsubstituted 2-biphenylyl group, a substituted or unsubstituted 3-biphenylyl group, a substituted or unsubstituted 4-biphenylyl group, a substituted or unsubstituted p-terphenyl-4-yl group, a substituted or unsubstituted p-terphenyl-3-yl group, a substituted or unsubstituted p-terphenyl-2-yl group, a substituted or unsubstituted m-terphenyl-4-yl group, a substituted or unsubstituted m-terphenyl-3-yl group, a substituted or unsubstituted m-terphenyl-2-yl group, a substituted or unsubstituted o-tolyl group, a substituted or unsubstituted m-tolyl group, a substituted or unsubstituted p-tolyl group, a substituted or unsubstituted p-t-butylphenyl group, a substituted or unsubstituted p-(2-phenylpropyl)phenyl group, a substituted or unsubstituted 3-methyl-2-naphthyl group, a substituted or unsubstituted 4-methyl-1-naphthyl group, a substituted or unsubstituted 4-methyl-1-anthryl group, a substituted or unsubstituted 4′-methylbiphenylyl group, a substituted or unsubstituted 4″-t-butyl-p-terphenyl-4-yl group, and a substituted or unsubstituted 3-fluoranthenyl group,
X 3 and X 4 are the same as or different from each other, and are each independently a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, a substituted or unsubstituted heteroaryl group having 5 to 50 nuclear atoms, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 50 carbon atoms, a substituted or unsubstituted aralkyl group having 6 to 50 carbon atoms, a substituted or unsubstituted aryloxy group having 5 to 50 nuclear atoms, a substituted or unsubstituted arylthio group having 5 to 50 nuclear atoms, a substituted or unsubstituted alkoxycarbonyl group having 1 to 50 carbon atoms, a carboxyl group, a halogen atom, a cyano group, a nitro group or a hydroxyl group, and
s1 and s2 are each an integer from 0 to 4.
17. The organic light emitting device of claim 16 , wherein Ar3 is a pyrene skeleton, L6 is a single bond, and X 1 and X 2 are the same as or different from each other, and are each independently an aryl group unsubstituted or substituted with an alkyl group; or a C 5 to C 30 heterocyclic group, and r is 2, and
X 5 and X 6 of Chemical Formula 4 are the same as or different from each other, and are each independently a 1-naphthyl group or a 2-naphthyl group, and s1 and s2 are 0.
18. The organic light emitting device of claim 1 , wherein the first organic material layer including the compound represented by Chemical Formula 1 and the second organic material layer including the compound represented by Chemical Formula 2 each independently have a single layer or two or more layers.
19. The organic light emitting device of claim 18 , wherein the two or more layers are selected from the group consisting of a hole transporting layer, a hole injection layer, a layer which transports and injects holes simultaneously, and an electron blocking layer.
20. The organic light emitting device of claim 5 , wherein the compound represented by Chemical Formula 2 is selected from the following structural formulae: