Organic electroluminescence device and polycyclic compound for organic electroluminescence device
An organic electroluminescence device of an embodiment includes a first electrode, a second electrode, and an emission layer between the first electrode and the second electrode, wherein the emission layer includes a polycyclic compound represented by Formula 1 below, and shows high emission efficiency:
1. An organic electroluminescence device, comprising:
a first electrode;
a second electrode on the first electrode; and
an emission layer between the first electrode and the second electrode, the emission layer comprising a polycyclic compound represented by Formula 1,
wherein the first electrode and the second electrode are each independently comprise at least one selected from Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF /Ca, LiF/Al, Mo, Ti, In, Sn, and Zn, a compound of two or more selected from Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF/Ca, LiF/AI, Mo, Ti, In, Sn, and Zn, a mixture of two or more selected from Ag, Mg, Cu, Al, Pt, Pd, Au, Ni, Nd, Ir, Cr, Li, Ca, LiF/Ca, LiF/AI, Mo, Ti, In, Sn, and Zn, or an oxide thereof:
and wherein, in Formula 1,
Ar 1 to Ar 4 are each independently a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms,
R a to R f are each independently a hydrogen atom, a deuterium atom, an alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group of 2 to 30 ring-forming carbon atoms, a substituted or unsubstituted oxy group, or a substituted or unsubstituted thio group,
“a”, “c”, “d”, and “f” are each independently an integer of 0 to 4,
“b” and “e” are each independently an integer of 0 to 3,
ring A1 and ring A2 are connected via L,
ring A3 and ring A4 are connected via L, or
ring H1 and ring H2 are connected via L, wherein L interconnects Ar 1 and Ar 3
L is O, S, BR p , NR q , (P═O)R s , (P═S)R t , (C═O), or a substituted or unsubstituted heteroarylene group of 2 to 30 ring-forming carbon atoms, and
R p , R q , R s , and R t are each independently a hydrogen atom, a deuterium atom, an alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group of 2 to 30 ring-forming carbon atoms, a substituted or unsubstituted oxy group, or a substituted or unsubstituted thio group.
2. The organic electroluminescence device of claim 1 , wherein Ar 1 to Ar 4 are each independently a substituted or unsubstituted phenyl group.
3. The organic electroluminescence device of claim 1 , wherein Formula 1 is represented by any one selected from Formula 1-1 to Formula 1-3:
wherein, in Formula 1-1 to Formula 1-3,
Ar 1 to Ar 4 , R a to R f , “a” to “f”, and L are the same as defined in Formula 1.
4. The organic electroluminescence device of claim 1 , wherein Formula 1 is represented by Formula 2:
wherein, in Formula 2,
R g , R h , R i , and R j are each independently a hydrogen atom, a deuterium atom, an alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group of 2 to 30 ring-forming carbon atoms, a substituted or unsubstituted oxy group, or a substituted or unsubstituted thio group,
ring A1 and ring A2 are connected via L or ring A3 and ring A4 are connected via L,
“g”, “h”, “i”, and j” are each independently an integer of 0 to 5, and
L, R a to R f , and “a” to “f′ are the same as defined in Formula 1.
5. The organic electroluminescence device of claim 1 , wherein the emission layer is to emit delayed fluorescence.
6. The organic electroluminescence device of claim 1 , wherein
the emission layer comprises a host and a dopant, and
the dopant comprises the polycyclic compound.
7. The organic electroluminescence device of claim 1 , wherein the emission layer is to emit light with a center wavelength of about 430 nm to about 470 nm.
8. The organic electroluminescence device of claim 3 , wherein Formula 1-1 is represented by any one selected from Formula 1-1H to Formula 1-1O:
wherein, in Formula 1-1H to Formula 1-1O,
R 1 to R 22 and R 1 ′ to R 21 ′ are each independently a hydrogen atom, a deuterium atom, an alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group of 2 to 30 ring-forming carbon atoms, a substituted or unsubstituted oxy group, or a substituted or unsubstituted thio group.
9. The organic electroluminescence device of claim 3 , wherein Formula 1-2 is represented by Formula 1-2E:
wherein, in Formula 1-2E,
R 1 to R 22 and R 1 ′ to R 21 ′ are each independently a hydrogen atom, a deuterium atom, an alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group of 2 to 30 ring-forming carbon atoms, a substituted or unsubstituted oxy group, or a substituted or unsubstituted thio group.
10. The organic electroluminescence device of claim 3 , wherein Formula 1-3 is represented by Formula 1-3F:
wherein, in Formula 1-3F,
R 1 to R 22 and R 1 ′ to R 21 ′ are each independently a hydrogen atom, a deuterium atom, an alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group of 2 to 30 ring-forming carbon atoms, a substituted or unsubstituted oxy group, or a substituted or unsubstituted thio group.
11. A polycyclic compound represented by the following Formula 1:
wherein, in Formula 1,
Ar 1 to Ar 4 are each independently a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms,
R a to R f are each independently a hydrogen atom, a deuterium atom, an alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group of 2 to 30 ring-forming carbon atoms, a substituted or unsubstituted oxy group, or a substituted or unsubstituted thio group,
“a”, “c”, “d”, and “f” are each independently an integer of 0 to 4,
“b” and “e” are each independently an integer of 0 to 3,
ring A1 and ring A2 are connected via L,
ring A3 and ring A4 are connected via L, or
ring H1 and ring H2 are connected via L, wherein L interconnects Ar 1 and Ar 3
L is O, S, BR p , NR q , (P═O)R s , (P═S)R t , or (C═O), or a substituted or unsubstituted heteroarylene group of 2 to 30 ring-forming carbon atoms, and
R p , R q , R s , and R t are each independently a hydrogen atom, a deuterium atom, an alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group of 2 to 30 ring-forming carbon atoms, a substituted or unsubstituted oxy group, or a substituted or unsubstituted thio group.
12. The polycyclic compound of claim 11 , wherein Ar 1 to Ar 4 are each independently a substituted or unsubstituted phenyl group.
13. The polycyclic compound of claim 11 , wherein Formula 1 is represented by any one selected from Formula 1-1 to Formula 1-3:
wherein, in Formula 1-1 to Formula 1-3,
Ar 1 to Ar 4 , R a to R f , “a” to “f”, and L are the same as defined in Formula 1.
14. The polycyclic compound of claim 11 , wherein Formula 1 is represented by the following Formula 2:
wherein, in Formula 2,
R g , R h , R i , and R j are each independently a hydrogen atom, a deuterium atom, an alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group of 2 to 30 ring-forming carbon atoms, a substituted or unsubstituted oxy group, or a substituted or unsubstituted thio group,
ring A1 and ring A2 are connected via L or ring A3 and ring A4 are connected via L,
“g”, “h”, “i”, and j” are each independently an integer of 0 to 5, and
L, R a to R f , and “a” to “f′ are the same as defined in Formula 1.
15. The polycyclic compound of claim 11 , wherein in Formula 1, L is represented by any one selected from Formulae L3 to L9:
wherein, in Formulae L3 to L9, R m is a hydrogen atom, a deuterium atom, an alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group of 2 to 30 ring-forming carbon atoms, a substituted or unsubstituted oxy group, or a substituted or unsubstituted thio group.
16. The polycyclic compound of claim 13 , wherein Formula 1-1 is represented by any one selected from Formula 1-1H to Formula 1-1O:
wherein, in Formula 1-1H to Formula 1-1O,
R 1 to R 22 and R 1 ′ to R 21 ′ are each independently a hydrogen atom, a deuterium atom, an alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group of 2 to 30 ring-forming carbon atoms, a substituted or unsubstituted oxy group, or a substituted or unsubstituted thio group.
17. The polycyclic compound of claim 13 , wherein Formula 1-2 is represented by any one selected from Formula 1-2A to Formula 1-2E:
wherein, in Formula 1-2E,
R 1 to R 22 and R 1 ′ to R 21 ′ are each independently a hydrogen atom, a deuterium atom, an alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group of 2 to 30 ring-forming carbon atoms, a substituted or unsubstituted oxy group, or a substituted or unsubstituted thio group, and
provided that R 22 is not a substituted or unsubstituted carbazole group.
18. The polycyclic compound of claim 13 , wherein Formula 1-3 is represented by Formula 1-3F:
wherein, in Formula 1-3F,
R 1 to R 22 and R 1 ′ to R 21 ′ are each independently a hydrogen atom, a deuterium atom, an alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group of 2 to 30 ring-forming carbon atoms, a substituted or unsubstituted oxy group, or a substituted or unsubstituted thio group.
19. The polycyclic compound of claim 11 , wherein the polycyclic compound represented by Formula 1 is a blue dopant to emit blue light having a center wavelength of about 470 nm or less.
20. The polycyclic compound of claim 11 , wherein the polycyclic compound represented by Formula 1 is a material to emit thermally activated delayed fluorescence.