Organic electroluminescence device and organometallic compound for organic electroluminescence device
An organic electroluminescence device includes: a first electrode; a second electrode facing the first electrode; and a plurality of organic layers disposed between the first electrode and the second electrode, wherein at least one organic layer of the plurality of organic layers includes a first compound represented by Formula 1, a second compound represented by Formula 2, and a third compound represented by Formula 3, wherein Formulae 1-3 are defined herein.
1. An organic electroluminescence device comprising:
a first electrode;
a second electrode facing the first electrode; and
a plurality of organic layers disposed between the first electrode and the second electrode,
wherein at least one organic layer of the plurality of organic layers comprises a first compound represented by Formula 1, a second compound represented by Formula 2, and a third compound represented by Formula 3:
wherein, in Formula 1,
M is Pt, Au, Pd, Cu, or Ag,
Y is O or S,
Ar 1 , Ar 2 , and Ar 3 are each, independently from one another, a substituted or unsubstituted aromatic hydrocarbon group of 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted aromatic heterocycle of 2 to 30 ring-forming carbon atoms, and Ar 1 comprises, as a substituent, an aryl group substituted with at least one of a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group, a cyano group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkyl group, and a substituted borazine group,
L 1 is a direct linkage or N,
L 2 is a direct linkage,
L 3 is a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms,
a is 0 or 1,
b is an integer of 0 to 2,
R 1 is a direct linkage, a hydrogen atom, a deuterium atom, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 ring-forming carbon atoms, or is bonded to an adjacent group to form a ring, and
m is an integer of 0 to 4,
wherein, in Formula 2,
Ar is a substituted or unsubstituted silyl group, a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group of 3 to 30 ring-forming carbon atoms,
L is a direct linkage, a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group having 3 to 30 ring-forming carbon atoms,
R 21 and R 22 are each, independently from one another, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 ring-forming carbon atoms, or are bonded to an adjacent group to form a ring, and
n1 and n2 are each, independently from one another, an integer of 0 to 4,
wherein, in Formula 3,
R 31 , R 32 , R 33 , R 34 , R 35 , and R 36 are each, independently from one another, a hydrogen atom, a deuterium atom, a cyano group, a substituted silyl group, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 ring-forming carbon atoms, or are bonded to an adjacent group to form a ring, and
Z 11 , Z 12 , and Z 13 are each, independently from one another, C or N.
2. The organic electroluminescence device of claim 1 , wherein the first compound is represented by Formula 1-1a or Formula 1-1b:
wherein, in Formula 1-1a and Formula 1-1b,
R 5 and R 6 are each, independently from one another, a hydrogen atom, a deuterium atom, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 ring-forming carbon atoms, or are bonded to an adjacent group to form a ring,
o1 is an integer of 0 to 4,
o2 is an integer of 0 to 3, and
in Formula 1-1a and Formula 1-1b, M, Ar 1 to Ar 3 , Y, L 3 , and b have, independently from one another, the same meanings as defined in Formula 1.
3. The organic electroluminescence device of claim 1 , wherein the first compound is represented by Formula 1-2a or Formula 1-2b:
wherein, in Formula 1-2a and 1-2b,
R 7 is a hydrogen atom, a deuterium atom, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 ring-forming carbon atoms, or is bonded to an adjacent group to form a ring,
p is an integer of 0 to 4,
Ar 4 and Ar 5 are each, independently from one another, represented by Formula S1 to Formula S3:
wherein, in Formula S1 to Formula S3,
R a , R b , and R c are each, independently from one another, a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a cyano group, and a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or are bonded to an adjacent group to form a ring, and
in Formulae 1-2a and 1-2b, M, Y, Ar 2 , Ar 3 , L 1 to L 3 , a, b, R 1 , and m have, independently from one another, the same meanings as defined in Formula 1.
4. The organic electroluminescence device of claim 1 , wherein the first compound is represented by Formula 1-3a or Formula 1-3b:
wherein, in Formula 1-3a and Formula 1-3b,
R 8 and R 9 are each, independently from one another, a hydrogen atom, a deuterium atom, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 ring-forming carbon atoms, or are bonded to an adjacent group to form a ring,
q1 and q2 are each, independently from one another, an integer of 0 to 3, and
in Formulae 1-3a and 1-3b, M, Y, Ar 1 to Ar 3 , L 1 to L 3 , a, b, R 1 , and m have, independently from one another, the same meanings as defined in Formula 1.
5. The organic electroluminescence device of claim 1 , wherein the first compound is represented by Formula 1-4a or Formula 1-4b:
wherein, in Formula 1-4a and Formula 1-4b,
R 10 and R 11 are each, independently from one another, a hydrogen atom, a deuterium atom, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 ring-forming carbon atoms, or are bonded to an adjacent group to form a ring,
r1 is an integer of 0 to 3,
r2 is an integer of 0 to 2, and
in Formulae 1-4a and 1-4b, M, Y, Ar 1 , Ar 2 , L 1 to L 3 , a, b, R 1 , and m have, independently from one another, the same meanings as defined in Formula 1.
6. The organic electroluminescence device of claim 1 , wherein the first compound is represented by Formula 1-5:
wherein, in Formula 1-5,
Y, Ar 1 to Ar 3 , L 1 to L 3 , a, b, R 1 , and m have, independently from one another, the same meanings as defined in Formula 1.
7. The organic electroluminescence device of claim 1 , wherein the first compound is represented by Formula 1-6:
wherein, in Formula 1-6,
M, Ar 1 to Ar 3 , L 1 to L 3 , a, b, R 1 , and m have, independently from one another, the same meanings as defined in Formula 1.
8. The organic electroluminescence device of claim 1 , wherein the first compound is represented by either Formula 1-7a or Formula 1-7b:
wherein, in Formula 1-7a and Formula 1-7b,
R 5 and R 6 are each, independently from one another, a hydrogen atom, a deuterium atom, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 ring-forming carbon atoms, or are bonded to an adjacent group to form a ring,
o1 is an integer of 0 to 4,
o2 is an integer of 0 to 3, and
R 10 and R 11 are each, independently from one another, a hydrogen atom, a deuterium atom, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 ring-forming carbon atoms, or are bonded to an adjacent group to form a ring,
r1 is an integer of 0 to 3,
r2 is an integer of 0 to 2, and
in Formula 1-7a and Formula 1-7b, M, Ar 1 , Ar 2 , Y, L 3 , and b have, independently from one another, the same meanings as defined in Formula 1.
9. The organic electroluminescence device of claim 1 , wherein the organic layers comprise a hole transport region, an emission layer, and an electron transport region, and the emission layer comprises the first to third compounds.
10. The organic electroluminescence device of claim 9 , wherein the emission layer is configured to emit phosphorescence.
11. The organic electroluminescence device of claim 9 , wherein the emission layer comprises a host and a dopant, and the dopant comprises the first compound.
12. The organic electroluminescence device of claim 9 , wherein the hole transport region comprises a hole injection layer, a hole transport layer, an electron blocking layer, and a hole barrier reinforced layer, and the electron transport region comprises an electron injection layer, an electron transport layer, a hole blocking layer, and an electron barrier reinforced layer.
13. The organic electroluminescence device of claim 1 , wherein the first compound comprises at least one compound represented by Compound Group 1:
14. The organic electroluminescence device of claim 1 , wherein the second compound comprises at least one compound represented by Compound Group H1:
15. The organic electroluminescence device of claim 1 , wherein the third compound comprises at least one compound represented by Compound Group H2:
16. An organic electroluminescence device comprising:
a first electrode;
a second electrode facing the first electrode; and
a plurality of organic layers disposed between the first electrode and the second electrode,
wherein at least one organic layer of the organic layers comprises a first compound represented by Formula A or Formula B, a second compound represented by Formula 2, and a third compound represented by Formula 3:
wherein, in Formula A and Formula B,
M is Pt, Au, Pd, Cu, or Ag,
Ar 11 , Ar 12 , Ar 2 , and Ar 3 are each, independently from one another, a substituted or unsubstituted aromatic hydrocarbon group of 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted aromatic heterocycle of 2 to 30 ring-forming carbon atoms,
X 1 , X 2 , X 3 , and X 4 are each, independently from one another, N or C,
Y is O or S,
R 1s and R 2s are each, independently from one another, an aryl group substituted with at least one of a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group, a cyano group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkyl group, and a substituted borazine group,
L 1 is a direct linkage or N,
L 2 is a direct linkage,
L 3 is a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms,
a is 0 or 1,
b is an integer of 0 to 2,
R 1 is a direct linkage, a hydrogen atom, a deuterium atom, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 ring-forming carbon atoms, or is bonded to an adjacent group to form a ring, and
m is an integer of 0 to 4,
wherein, in Formula 2,
Ar is a substituted or unsubstituted silyl group, a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group of 3 to 30 ring-forming carbon atoms,
L is a direct linkage, a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group having 3 to 30 ring-forming carbon atoms,
R 21 and R 22 are each, independently from one another, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 ring-forming carbon atoms, or are bonded to an adjacent group to form a ring, and
n1 and n2 are each, independently from one another, an integer of 0 to 4, and
wherein, in Formula 3,
R 31 , R 32 , R 33 , R 34 , R 35 , and R 36 are each, independently from one another, a hydrogen atom, a deuterium atom, a cyano group, a substituted silyl group, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 ring-forming carbon atoms, or are bonded to an adjacent group to form a ring, and
Z 11 , Z 12 , and Z 13 are each, independently from one another, C or N.
17. The organic electroluminescence device of claim 16 , wherein R 1s and R 2s are, independently of one another, represented by any one of Formula S1 to Formula S3:
wherein, in Formula S1 to Formula S3,
R a , R b , and R c are each, independently from one another, a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a cyano group, or a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or are bonded to an adjacent group to form a ring.
18. The organic electroluminescence device of claim 16 , wherein R 1s and R 2s comprise, independently of one another, at least one substituent represented by Group R:
19. An organometallic compound for an organic electroluminescence device, the organometallic compound being represented by Formula A or Formula B:
wherein, in Formula A and Formula B,
M is Pt, Au, Pd, Cu, or Ag,
Ar 11 , Ar 12 , Ar 2 , and Ar 3 are each, independently from one another, a substituted or unsubstituted aromatic hydrocarbon group of 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted aromatic heterocycle of 2 to 30 ring-forming carbon atoms,
X 1 , X 2 , X 3 , and X 4 are each, independently from one another, N or C,
Y is O or S,
R 1s and R 2s are each, independently from one another, an aryl group substituted with at least one of a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group, a cyano group, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkyl group, and a substituted borazine group,
L 1 is a direct linkage or N,
L 2 is a direct linkage,
L 3 is a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms,
a is 0 or 1,
b is an integer of 0 to 2,
R 1 is a direct linkage, a hydrogen atom, a deuterium atom, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 ring-forming carbon atoms, or is bonded to an adjacent group to form a ring, and
m is an integer of 0 to 4.
20. The organometallic compound of claim 19 , wherein the organometallic compound represented by Formula A or Formula B, independently from one another, comprises at least one compound represented by Compound Group 1: