Organic electroluminescence device and organometallic complex for organic electroluminescence device
An organic electroluminescence device may include a first electrode, a second electrode opposite to the first electrode, and organic layers disposed between the first electrode and the second electrode. At least one of organic layers may include an organometallic complex including a first metal complex having a metal atom as a center atom of the first metal complex, a second metal complex having the metal atom as a center atom of the second metal complex, and an aromatic ring group connecting the first metal complex to the second metal complex.
1. An organic electroluminescence device, comprising:
first electrode;
a second electrode opposite to the first electrode; and
organic layers disposed between the first electrode and the second electrode,
wherein at least one of the organic layers is an organometallic complex including a first metal complex having a metal atom as a center atom of the first metal complex, a second metal complex having the metal atom as a center atom of the second metal complex, and an aromatic ring group connecting the first metal complex to the second metal complex.
2. The organic electroluminescence device of claim 1 , wherein the first metal complex and the second metal complex are the same as each other.
3. The organic electroluminescence device of claim 1 , wherein the metal atom is Pt, Pd, Cu, Ag, Au, Rh, Ir, Ru, or Os.
4. The organic electroluminescence device of claim 1 , wherein the aromatic ring group is an aryl group or a hetero aryl group.
5. The organic electroluminescence device of claim 1 , wherein the first metal complex and the second metal complex each independently further comprise:
a substituted or unsubstituted imidazolyl group bonded to the metal atom; and
a substituted or unsubstituted aryl group or a substituted or unsubstituted hetero aryl group bonded to the metal atom.
6. The organic electroluminescence device of claim 1 , wherein the organic layers comprise a hole transport region, a light emitting layer, and an electron transport region, and
the organometallic complex is included in the light emitting layer.
7. The organic electroluminescence device of claim 1 , wherein the organometallic complex is represented by the following chemical formula 1:
in the chemical formula 1,
M is Pt, Pd, Cu, Ag, Au, Rh, Ir, Ru, or Os,
Ar 1 , Ar 2 , Ar 3 , Ar 4 , and Ar 5 are each independently a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms or a substituted or unsubstituted hetero aryl group having 2 to 60 ring-forming carbon atoms,
L 1 and L 2 are each independently selected from a direct linkage, *—O—*, *—S—*, *—C(R 11 )(R 12 )—*, *—C(R 13 )═*, *═C(R 14 )—*, *—C(R 15 )═C(R 16 )—*, *—C(═O)—*, *—C(═S)—*, *—C≡C—*, *—B(R 17 )—*, *—N(R 18 )—*, *—P(R 19 )—*, *—Si(R 20 )(R 21 )—*, *—P(R 21 )(R 22 )—*, and *—Ge(R 22 )(R 23 )—*;
n 1 and n 2 are each independently an integer from 0 to 3,
m 1 to m 5 and m 8 are each independently an integer from 0 to 3,
m 6 and m 7 are each independently an integer from 0 to 1,
R 1 to R 8 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 40 ring-forming carbon atoms, or a substituted or unsubstituted hetero aryl group having 2 to 40 ring-forming carbon atoms, or are bonded to an adjacent group to form a ring, and
R 11 to R 23 are each independently a hydrogen atom, an oxygen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 40 ring-forming carbon atoms, or a substituted or unsubstituted hetero aryl group having 2 to 40 ring-forming carbon atoms.
8. The organic electroluminescence device of claim 7 , wherein the organometallic complex represented by the chemical formula 1 is represented by the following chemical formula 1-1 or 1-2:
in the chemical formulae 1-1 and 1-2, and
M, Ar 1 to Ar 4 , R 1 to R 8 , m 1 to m 5 , L 1 , L 2 , n 1 , and n 2 are defined the same as in the chemical formula 1.
9. The organic electroluminescence device of claim 7 , wherein the organometallic complex represented by the chemical formula 1 is represented by the following chemical formula 1-3:
in the chemical formula 1-3,
Ar 1 to Ar 5 , R 1 to R 8 , m 1 to m 5 , L 1 , L 2 , n 1 , and n 2 are defined the same as in the chemical formula 1.
10. The organic electroluminescence device of claim 1 , wherein the organometallic complex comprises at least one of compounds represented by the following compound group 1:
11. An organic electroluminescence device, comprising:
a first electrode;
a second electrode opposite to the first electrode; and
organic layers disposed between the first electrode and the second electrode,
at least one of the organic layers comprises an organometallic complex represented by the following chemical formula 1:
in the chemical formula 1,
M is Pt, Pd, Cu, Ag, Au, Rh, Ir, Ru, or Os,
Ar 1 , Ar 2 , Ar 3 , Ar 4 , and Ar 5 are each independently a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms or a substituted or unsubstituted hetero aryl group having 2 to 60 ring-forming carbon atoms,
L 1 and L 2 are each independently selected from a direct linkage, *—O—*, *—S—*, *—C(R 11 )(R 12 )—*, *—C(R 13 )═*, *═C(R 14 )—*, *—C(R 15 )═C(R 16 )—*, *—C(═O)—*, *—C(═S)—*, *—C≡C—*, *—B(R 17 )—*, *—N(R 18 )—*, *—P(R 19 )—*, *—Si(R 20 )(R 21 )—*, *—P(R 21 )(R 22 )—*, and *—Ge(R 22 )(R 23 )—*;
n 1 and n 2 are each independently an integer from 0 to 3,
m 1 to m 5 and m 8 are each independently an integer from 0 to 3,
m 6 and m 7 are each independently an integer from 0 to 1,
R 1 to R 8 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 40 ring-forming carbon atoms, or a substituted or unsubstituted hetero aryl group having 2 to 40 ring-forming carbon atoms, or are bonded to an adjacent group to form a ring, and
R 11 to R 23 are each independently an oxygen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 40 ring-forming carbon atoms, or a substituted or unsubstituted hetero aryl group having 2 to 40 ring-forming carbon atoms.
12. The organic electroluminescence device of claim 11 , wherein the organometallic complex represented by the chemical formula 1 is represented by the following chemical formula 1-1 or 1-2:
in the chemical formulae 1-1 and 1-2, and
M, Ar 1 to Ar 4 , R 1 to R 8 , m 1 to m 8 , L 1 , L 2 , n 1 , and n 2 are the same as those defined in the chemical formula 1.
13. The organic electroluminescence device of claim 11 , wherein the organometallic complex comprises at least one of compounds represented by the following compound group 1:
14. An organometallic complex represented by the following chemical formula 1:
in the chemical formula 1,
M is Pt, Pd, Cu, Ag, Au, Rh, Ir, Ru, or Os,
Ar 1 , Ar 2 , Ar 3 , Ar 4 , and Ar 5 are each independently a substituted or unsubstituted aryl group having 6 to 60 ring-forming carbon atoms or a substituted or unsubstituted hetero aryl group having 2 to 60 ring-forming carbon atoms,
L 1 and L 2 are each independently selected from a direct linkage, *—O—*, *—S—*, *—C(R 11 )(R 12 )—*, *—C(R 13 )═*, *═C(R 14 )—*, *—C(R 15 )═C(R 16 )—*, *—C(═O)—*, *—C(═S)—*, *—C≡C—*, *—B(R 17 )—*, *—N(R 18 )—*, *—P(R 19 )—*, *—Si(R 20 )(R 21 )—*, *—P(R 21 )(R 22 )—*, and *—Ge(R 22 )(R 23 )—*;
n 1 and n 2 are each independently an integer from 0 to 3,
m 1 to m 5 and m 8 are each independently an integer from 0 to 3,
m 6 and m 7 are each independently an integer from 0 to 1,
R 1 to R 8 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 40 ring-forming carbon atoms, or a substituted or unsubstituted hetero aryl group having 2 to 40 ring-forming carbon atoms, or are bonded to an adjacent group to form a ring, and
R 11 to R 23 are each independently an oxygen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 40 ring-forming carbon atoms, or a substituted or unsubstituted hetero aryl group having 2 to 40 ring-forming carbon atoms.
15. The organometallic complex of claim 14 , wherein the organometallic complex represented by the chemical formula 1 is represented by the following chemical formula 1-1 or 1-2:
the chemical formulae 1-1 and 1-2, M, Ar 1 to Ar 4 , R 1 to R 8 , and m 1 to m 5 are defined the same as in the chemical formula 1.
16. The organometallic complex of claim 14 , wherein the organometallic complex represented by the chemical formula 1 is represented by the following chemical formula 1-3:
in the chemical formula 1-3,
Ar 1 to Ar 5 , R 1 to R 8 , m 1 to m 8 , L 1 , L 2 , n 1 and n 2 are defined the same as in the chemical formula 1.
17. The organometallic complex of claim 14 , wherein the R 1 to R 8 are each independently represented by the following structure S1, S2, or S3:
18. The organometallic complex of claim 14 , wherein Ar 1 to Ar 4 are each independently a substituted or unsubstituted benzene ring.
19. The organometallic complex of claim 14 , wherein the organometallic complex represented by the chemical formula 1 is phosphorescence dopants or thermally activated delayed fluorescent dopants.
20. The organometallic complex of claim 14 , wherein the organometallic complex represented by the chemical formula 1 is one of compounds represented by the following compound group 1: