Organic electroluminescence device and polycyclic compound for organic electroluminescence device
Provided is an organic electroluminescence device including a first electrode, an organic layer on the first electrode, and a second electrode on the organic layer, wherein the organic layer includes a polycyclic compound represented by Formula 1. The organic electroluminescence device including a polycyclic compound represented by Formula 1 thereby exhibits high luminous efficiency.
1. An organic electroluminescence device comprising:
a first electrode;
an organic layer on the first electrode; and
a second electrode on the organic layer,
wherein the organic layer comprises a polycyclic compound represented by Formula 1 below:
wherein, in Formula 1,
R 1 to R 4 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms,
a to d are each independently an integer of 0 to 4,
X 1 and X 2 are both 2,4,6-triphenyl-1,3,5-triazine or pyridine group, or
X 1 and X 2 are each independently represented by Formula 2 or Formula 3:
wherein, in Formula 2,
Ar 1 and Ar 2 are each independently a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or are bonded to each other to form a ring,
wherein, in Formula 3,
R 5 to R 7 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or are bonded to each other to form a ring,
e and f are each independently an integer of 0 to 5, and
g is an integer of 0 to 4.
2. The organic electroluminescence device of claim 1 , wherein the organic layer comprises:
a hole transport region on the first electrode;
an emission layer on the hole transport region; and
an electron transport region on the emission layer, and at least one layer selected from the hole transport region, the emission layer, and the electron transport region comprises the polycyclic compound.
3. The organic electroluminescence device of claim 2 , wherein the emission layer comprises a first compound and a second compound, and
the first compound is the polycyclic compound.
4. The organic electroluminescence device of claim 3 , wherein the emission layer is a thermally activated delayed fluorescence emission layer that emits blue light.
5. The organic electroluminescence device of claim 3 , wherein the emission layer is a phosphorescence emission layer that emits blue light.
6. The organic electroluminescence device of claim 2 , wherein the electron transport region comprises:
an electron transport layer on the emission layer; and
an electron injection layer on the electron transport layer,
wherein at least one selected from the electron transport layer and the electron injection layer comprises the polycyclic compound.
7. The organic electroluminescence device of claim 2 , wherein the hole transport region comprises:
a hole injection layer on the first electrode; and
a hole transport layer on the hole injection layer,
wherein at least one selected from the hole injection layer and the hole transport layer comprises the polycyclic compound.
8. The organic electroluminescence device of claim 1 , wherein Formula 2 is represented by Formula 2-1 or Formula 2-2:
wherein, in Formula 2-1 and Formula 2-2,
Y is a direct linkage, CR 10 R 11 , O, S, SiR 12 R 13 , or GeR 14 R 15 ,
R 10 to R 15 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms,
Z 1 to Z 5 and Z 1 ′ to Z 5 ′ are each independently N or CR 8 ,
R 8 is a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms.
9. The organic electroluminescence device of claim 1 , wherein Formula 3 is represented by Formula 3-1 or Formula 3-2:
wherein, in Formula 3-1 and Formula 3-2,
e′ and f′ are each independently an integer of 0 to 4,
e″ and g′ are each independently an integer of 0 to 3,
g″ is an integer of 0 to 2, and
R 5 to R 7 are the same as defined in Formula 3.
10. The organic electroluminescence device of claim 1 , wherein Formula 1 is represented by Formula 4-1 or Formula 4-2:
wherein, in Formula 4-1 and Formula 4-2,
Y is a direct linkage, CR 10 R 11 , O, S, SiR 12 R 13 , or GeR 14 R 15 ,
R 16 to R 19 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms,
p to s are each independently an integer of 0 to 5,
p′ to s′ are each independently an integer of 0 to 4, and
R 1 to R 4 and a to d are the same as defined in Formula 1.
11. The organic electroluminescence device of claim 1 , wherein the compound represented by Formula 1 is any one selected from among the compounds represented by Compound Group 1:
12. A polycyclic compound represented by Formula 1:
wherein, in Formula 1,
R 1 to R 4 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, and
a to d are each independently an integer of 0 to 4,
X 1 and X 2 are both 2,4,6-triphenyl-1,3,5-triazine or pyridine group, or
X 1 and X 2 are each independently represented by Formula 2 or Formula 3:
wherein, in Formula 2,
Ar 1 and Ar 2 are each independently a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or are bonded to each other to form a ring,
wherein, in Formula 3,
R 5 to R 7 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or are bonded to each other to form a ring,
e and f are each independently an integer of 0 to 5, and
g is an integer of 0 to 4.
13. The polycyclic compound of claim 12 ,
wherein Formula 2 is represented by Formula 2-1 or Formula 2-2 below:
wherein, in Formula 2-1 and Formula 2-2,
Y is a direct linkage, CR 10 R 11 , O, S, SiR 12 R 13 , or GeR 14 R 15 ,
R 10 to R 15 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms,
Z 1 to Z 5 and Z1′ to Z5′ are each independently N or CR 8 ,
R 8 is a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted thio group, a substituted or unsubstituted oxy group, a substituted or unsubstituted amine group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms.
14. The polycyclic compound of claim 12 , wherein Formula 3 is represented by Formula 3-1 or Formula 3-2 below:
wherein, in Formula 3-1 and Formula 3-2,
e′ and f′ are each independently an integer of 0 to 4,
e″ and g′ are each independently an integer of 0 to 3,
g″ is an integer of 0 to 2, and
R 5 to R 7 are the same as defined in Formula 3.
15. The polycyclic compound of claim 12 , wherein Formula 1 is represented by Formula 4-1 or Formula 4-2:
wherein, in Formula 4-1 and Formula 4-2,
Y is a direct linkage, CR 10 R 11 , O, S, SiR 12 R 13 , or GeR 14 R 15 ,
R 16 to R 19 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms,
p to s are each independently an integer of 0 to 5,
p′ to s′ are each independently an integer of 0 to 4, and
R 1 to R 4 and a to d are the same as defined in Formula 1.
16. The polycyclic compound of claim 12 ,
wherein the compound represented by Formula 1 is any one among the compounds represented by Compound Group 1: