Luminescence device and polycyclic compound for luminescence device
An organic luminescence device includes a polycyclic compound represented by Formula 1 in at least one functional layer between a first electrode and a second electrode, wherein in Formula 1, X is O, S, Se, CR 4 R 5 , SiR 6 R 7 , or and at least one selected from L 1 and Ar 1 is an electron withdrawing group having a Hammett constant greater than 0:
1. A luminescence device, comprising:
a first electrode;
a second electrode on the first electrode; and
at least one functional layer between the first electrode and the second electrode,
wherein the at least one functional layer comprises a polycyclic compound represented by Formula 1:
wherein in Formula 1,
X is O, S, Se, CR 4 R 5 , SiR 6 R 7 , or
R 1 to R 7 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted silyl group of 1 to 30 carbon atoms, a substituted or unsubstituted aryl amine group of 6 to 30 carbon atoms for forming a ring, a substituted or unsubstituted alkyl group of 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group of 2 to 30 carbon atoms, a substituted or unsubstituted aryl group of 6 to 60 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group of 2 to 60 carbon atoms for forming a ring, or are combined with an adjacent group to form a ring,
“a” to “c” are each independently an integer of 0 to 4, and
wherein, when X is O, S, CR 4 R 5 , or SiR 6 R 7 ,
at least one selected from among a to c is 1 to 4, and a corresponding at least one selected from among R 1 to R 3 are each independently represented by any one from RO-1 to RO-14 and RO-16 to RO-20:
when X is Se,
at least one selected from R 1 to R 3 is a substituted or unsubstituted aryl group of 6 to 60 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group of 2 to 60 carbon atoms for forming a ring, and
a sum of “a” to “c” is 1 or more, and
when X is
-(L 1 ) p -(Ar 1 ) q is represented by any one from RN-1 to RN-11, RN-16 to RN-18 and RN-20 to RN-48:
2. The luminescence device of claim 1 , wherein the at least one functional layer comprises:
a hole transport region on the first electrode;
an emission layer on the hole transport region; and
an electron transport region between the emission layer and the second electrode.
3. The luminescence device of claim 2 , wherein the emission layer comprises the polycyclic compound.
4. The luminescence device of claim 3 , wherein when X is O, S, Se, CR 4 R 5 , or SiR 6 R 7 , a Hammett constant of each of R 1 to R 3 is greater than 0.
5. The luminescence device of claim 2 , wherein the hole transport region comprises the polycyclic compound, and X is O, S, Se, CR 4 R 5 , or SiR 6 R 7 .
6. The luminescence device of claim 1 , wherein Formula 1 is represented by one of Formula 1-1 to Formula 1-3:
wherein in Formula 1-1 to Formula 1-3,
X 1 to X 3 are each independently O, or CR 4 R 5 , and
R 1 to R 3 are each independently the same as defined in Formula 1.
7. The luminescence device of claim 1 , wherein Formula 1 is represented by Formula 1-4:
wherein in Formula 1-4,
a1 to c1 are each independently 0 or 1,
the sum of a1 to c1 is 1 or less, and
R 1 to R 3 , L 1 , Ar 1 , “p”, and “q” are each independently the same as defined in Formula 1.
8. The luminescence device of claim 1 , wherein X is Se and R 1 to R 3 are each independently represented by Formula 2:
*-(L 11 ) r -(Ar 11 ) s , Formula 2
wherein in Formula 2,
L 11 is a direct linkage, a substituted or unsubstituted arylene group of 6 to 60 carbon atoms for forming a ring, or a substituted or unsubstituted heteroarylene group of 2 to 60 carbon atoms for forming a ring,
Ar 11 is a substituted or unsubstituted aryl group of 6 to 60 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group of 2 to 60 carbon atoms for forming a ring,
“r” is an integer of 0 to 2, and “s” is 1.
9. The luminescence device of claim 1 , wherein the polycyclic compound comprises at least one selected from compounds represented in Compound Group 1:
10. The luminescence device of claim 1 , wherein the polycyclic compound comprises at least one selected from compounds represented in Compound Group 2:
11. A luminescence device comprising:
a first electrode;
a second electrode on the first electrode; and
an emission layer between the first electrode and the second electrode and comprising a host and a dopant,
wherein the dopant is a polycyclic compound represented by Formula A:
DU-AU Formula A
wherein in Formula A, DU is represented by Formula A-1, and AU is represented by Formula A-2:
wherein in Formula A-1,
X 1 is O, S, Se, CR 14 R 15 , SiR 16 R 17 , or N—*
R 11 to R 17 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted silyl group of 1 to 30 carbon atoms, a substituted or unsubstituted aryl amine group of 6 to 30 carbon atoms for forming a ring, a substituted or unsubstituted alkyl group of 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group of 2 to 30 carbon atoms, a substituted or unsubstituted aryl group of 6 to 60 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group of 2 to 60 carbon atoms for forming a ring, or combined with an adjacent group to form a ring,
a1 to c1 are each independently an integer of 0 to 4,
d1 to f1 are each independently 0 or 1, and
—* is a connection point with Formula A-2,
wherein in Formula A-2,
L 21 is a direct linkage, a substituted or unsubstituted arylene group of 6 to 60 carbon atoms for forming a ring, or a substituted or unsubstituted heteroarylene group of 2 to 60 carbon atoms for forming a ring,
Ar 21 is a substituted or unsubstituted aryl group of 6 to 60 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group of 2 to 60 carbon atoms for forming a ring,
at least one selected from L 21 and Ar 21 is an electron withdrawing group having a Hammett constant greater than 0,
p1 is 0 or 1, and
q1 is 1, and
wherein when X 1 is O, S, CR 14 R 15 , or SiR 16 R 17 ,
d1 to f1 is each 0, at least one selected from among a1 to c1 is 1 to 4, and a corresponding at least one selected from among R 11 to R 13 are each independently represented by any one from RO-1 to RO-14 and RO-16 to RO-20:
wherein when X 1 is N—*, *—(L 21 ) p1 -(Ar 21 ) q1 is represented by any one from RN-1 to RN-11, RN-16 to RN-18 and RN-20 to RN-48:
12. The luminescence device of claim 11 , wherein the emission layer is to emit thermally activated delayed fluorescence.
13. The luminescence device of claim 11 , wherein the polycyclic compound has a difference between a lowest singlet excitation energy level and a lowest triplet excitation energy level of about 0.05 eV.
14. The luminescence device of claim 11 , wherein the emission layer is to emit light having a central wavelength of about 490 nm to about 750 nm.
15. A polycyclic compound represented by Formula 1:
wherein in Formula 1,
X is O, S, Se, CR 4 R 5 , SiR 6 R 7 , or
R 1 to R 7 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted silyl group of 1 to 30 carbon atoms, a substituted or unsubstituted aryl amine group of 6 to 30 carbon atoms for forming a ring, a substituted or unsubstituted alkyl group of 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group of 2 to 30 carbon atoms, a substituted or unsubstituted aryl group of 6 to 60 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group of 2 to 60 carbon atoms for forming a ring, or combined with an adjacent group to form a ring,
“a” to “c” are each independently an integer of 0 to 4, and
wherein, when X is O, S, CR 4 R 5 , or SiR 6 R 7 ,
at least one selected from among a to c is 1 to 4, and a corresponding at least one selected from among R 1 to R 3 are each independently represented by any one from RO-1 to RO-14 and RO-16 to RO-20:
when X is Se,
at least one selected from R 1 to R 3 is a substituted or unsubstituted aryl group of 6 to 60 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group of 2 to 60 carbon atoms for forming a ring, and
a sum of “a” to “c” is 1 or more, and
when X is
(L 1 ) p -(Ar 1 ) q is represented by any one from RN-1 to RN-11, RN-16 to RN-18 and RN-20 to RN-48:
16. The polycyclic compound of claim 15 , wherein Formula 1 is represented by one selected from Formula 1-1 to Formula 1-3:
wherein in Formula 1-1 to Formula 1-3,
X 1 to X 3 are each independently O, or CR 4 R 5 , and
R 1 to R 5 are each independently the same as defined in Formula 1.
17. The polycyclic compound of claim 15 , wherein Formula 1 is represented by Formula 1-4:
wherein in Formula 1-4,
a1 to c1 are each independently 0 or 1, a sum of a1 to c1 is 1 or less, and
R 1 to R 3 , L 1 , Ar 1 , “p”, and “q” are each independently the same as defined in Formula 1.
18. The polycyclic compound of claim 15 , wherein X is Se and
R 1 to R 3 are each independently represented by Formula 2:
*-(L 11 ) r -(Ar 11 ) s , Formula 2
wherein in Formula 2,
L 11 is a direct linkage, a substituted or unsubstituted arylene group of 6 to 60 carbon atoms for forming a ring, or a substituted or unsubstituted heteroarylene group of 2 to 60 carbon atoms for forming a ring,
Ar 11 is a substituted or unsubstituted aryl group of 6 to 60 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group of 2 to 60 carbon atoms for forming a ring,
“r” is an integer of 0 to 2, and
“s” is 1.
19. A polycyclic compound comprises at least one selected from compounds represented in Compound Group 1:
20. The polycyclic compound of claim 15 , wherein Formula 1 comprises at least one selected from compounds represented in Compound Group 2: