Organic electroluminescence device
An organic electroluminescence device of an embodiment includes a first electrode, a second electrode on the first electrode, and an emission layer between the first electrode and the second electrode, wherein the emission layer includes a first host and a second host which are different from each other, a first dopant including an organic metal complex containing Ir, Ru, Rh, Pt, Pd, Cu, or Os as a central metal atom, and a second dopant represented by Formula D-2 below, and thereby the organic electroluminescence device may exhibit high luminous efficiency and long service life characteristics.
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,
wherein the emission layer comprises:
a first host;
a second host represented by Formula H-2a or Formula H-2b;
a first dopant comprising an organic metal complex comprising Ir, Ru, Rh, Pt, Pd, Cu, or Os as a central metal; and
a second dopant represented by Formula D-2,
wherein an amount of the first dopant is about 10 wt % to about 15 wt %, and an amount of the second dopant is about 1 wt % to about 5 wt %, with respect to the total compound weight of the first host, the second host, the first dopant, and the second dopant:
wherein in Formula H-2a,
R 21 to R 23 are each independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring,
wherein in Formula H-2b,
R 21 to R 23 and R y1 to R y3 are each independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring, and
at least one selected from among R 21 to R 23 and R y1 to R y3 is a cyano group, an aryl group having 6 to 30 carbon atoms for forming a ring and comprising at least one cyano group as a substituent, or a heteroaryl group having 2 to 30 carbon atoms for forming a ring and comprising at least one cyano group as a substituent:
and
wherein in Formula D-2,
A 1 and A 2 are each independently NR m or O,
R m is a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group of 2 to 30 carbon atoms for forming a ring, and
R 1 to R 11 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted boryl group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring, and any of R 1 to R 11 are optionally combined with an adjacent group to form a ring.
2 . The organic electroluminescence device of claim 1 ,
wherein the first host is represented by Formula H-1:
and
wherein in Formula H-1,
L 1 is a direct linkage, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroarylene group having 2 to 30 carbon atoms for forming a ring,
Ar 1 is a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring,
a and b are each independently an integer of 0 to 4, and
R a and R b are each independently a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring.
3 . The organic electroluminescence device of claim 1 ,
wherein the first dopant is represented by Formula D-1a or Formula D-1b:
and
wherein, in Formula D-1a,
M1 is Pt, Pd, Cu, or Os,
Q 1 to Q 4 are each independently C or N,
C 1 to C 4 are each independently a substituted or unsubstituted hydrocarbon ring having 5 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heterocyclic ring having 2 to 30 carbon atoms for forming a ring,
L 21 to L 24 are each independently a direct linkage,
a substituted or unsubstituted divalent alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroarylene group having 2 to 30 carbon atoms for forming a ring,
e1 to e4 are each independently 0 or 1,
R 31 to R 36 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano 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 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group having 1 to 30 carbon atoms for forming a ring, and any of R 31 to R 36 are optionally combined with an adjacent group to form a ring, and
d1 to d4 are each independently an integer of 0 to 4,
in Formula D-1b,
M2 is Ir, Ru, or Rh,
n is 1 or 2,
X 1 to X 4 , Y 1 to Y 4 , and Z 1 to Z 4 are each independently CR n or N, and
R p , R q , and R n are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted hydrocarbon ring having 5 to 30 carbon atoms for forming a ring, a substituted or unsubstituted heterocyclic ring having 2 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted amine group, and any of R p , R q , or R n are optionally combined with an adjacent group to form a ring.
4 . The organic electroluminescence device of claim 1 ,
wherein Formula D-2 is represented by any one of Formulae D-2a to D-2d:
and
wherein in Formula D-2a to Formula D-2d,
R m1 to R m4 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring, and
R 1 to R 18 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted boryl group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring, and any of R 1 to R 18 are optionally combined with an adjacent group to form a ring.
5 . The organic electroluminescence device of claim 1 ,
wherein the weight ratio of the first host and the second host is 7:3 to 3:7.
6 . The organic electroluminescence device of claim 1 ,
wherein the first host comprises at least one compound selected from among Compound Group 1:
7 . The organic electroluminescence device of claim 1 ,
wherein the second host comprises at least one compound selected from among Compound Group 2-1 and Compound Group 2-2:
8 . The organic electroluminescence device of claim 1 ,
wherein the first dopant comprises at least one compound selected from among Compound Group 3-1 and Compound Group 3-2:
and
wherein in AD2-1 to AD2-4, AD2-13 to AD2-16, and AD2-25 to AD2-28 of Compound Group 3-2, R is independently a hydrogen atom, a methyl group, an isopropyl group, a tert-butyl group, or a dimethylamine group.
9 . The organic electroluminescence device of claim 1 ,
wherein the second dopant comprises at least one compound selected from among Compound Group 4:
10 . The organic electroluminescence device of claim 1 ,
wherein the emission layer is to emit blue fluorescence.
11 . The organic electroluminescence device of claim 1 ,
wherein the lowest triplet exciton energy level of the first dopant is higher than the lowest triplet exciton energy level of the second dopant.
12 . 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,
wherein the emission layer comprises:
a first host comprising at least one compound selected from among Compound Group 1:
a second host represented by Formula H-2a or Formula H-2b;
a first dopant comprising an organic metal complex comprising Ir, Ru, Rh, Pt, Pd, Cu, or Os as a central metal atom; and
a second dopant as a delayed fluorescence emitter,
wherein the lowest triplet exciton energy level of the first dopant is higher than the lowest triplet exciton energy level of the second dopant:
wherein in Formula H-2a,
R 21 to R 23 are each independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring, and
wherein in Formula H-2b,
R 21 to R 23 and R y1 to R y3 are each independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring, and
at least one selected from among R 21 to R 23 and R y1 to R y3 is a cyano group, an aryl group having 6 to 30 carbon atoms for forming a ring and comprising at least one cyano group as a substituent, or a heteroaryl group having 2 to 30 carbon atoms for forming a ring and comprising at least one cyano group as a substituent.
13 . The organic electroluminescence device of claim 12 ,
wherein the first dopant is represented by Formula D-1a or Formula D-1b:
and
wherein in Formula D-1a,
M1 is Pt, Pd, Cu, or Os,
Q 1 to Q 4 are each independently C or N,
C1 to C4 are each independently a substituted or unsubstituted hydrocarbon ring having 5 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heterocyclic ring having 2 to 30 carbon atoms for forming a ring,
L 21 to L 24 are each independently a direct linkage,
a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroarylene group having 2 to 30 carbon atoms for forming a ring,
e1 to e4 are each independently 0 or 1,
R 31 to R 36 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano 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 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group having 1 to 30 carbon atoms for forming a ring, and any of R 31 to R 36 are optionally combined with an adjacent group to form a ring, and
d1 to d4 are each independently an integer of 0 to 4,
in Formula D-1b,
M2 is Ir, Ru, or Rh,
n is 1 or 2,
X 1 to X 4 , Y 1 to Y 4 , and Z 1 to Z 4 are each independently CR n or N, and
R p , R q , and R n are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted hydrocarbon ring having 5 to 30 carbon atoms for forming a ring, a substituted or unsubstituted heterocyclic ring having 2 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted amine group, and any of R p , R q , or R n are optionally combined with an adjacent group to form a ring.
14 . The organic electroluminescence device of claim 12 ,
wherein the second dopant is represented by Formula D-2:
and
wherein in Formula D-2,
A 1 and A 2 are each independently NR m or O,
R m is a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group of 2 to 30 carbon atoms for forming a ring, and
R 1 to R 11 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted boryl group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring, and any of R 1 to R 11 are optionally combined with an adjacent group to form a ring.
15 . The organic electroluminescence device of claim 12 ,
wherein the first dopant is represented by Formula D-1a-1 or Formula D-1b-1:
and
wherein
in Formula D-1a-1, C1 to C4, Q 1 to Q 4 , R 31 to R 34 , d1 to d4, L 22 , and e2 are the same as those defined in Formula D-1a, and
in Formula D-1b-1, X 1 to X 4 , Y 1 to Y 4 , Z 1 to Z 4 , R p , and R q are the same as those defined in Formula D-1b.
16 . The organic electroluminescence device of claim 12 ,
wherein the first dopant comprises at least one compound selected from among Compound Group 3-1 and Compound Group 3-2:
and
wherein, in AD2-1 to AD2-4, AD2-13 to AD2-16, and AD2-25 to AD2-28 of Compound Group 3-2, R is independently a hydrogen atom, a methyl group, an isopropyl group, a tert-butyl group, or a dimethylamine group.
17 . The organic electroluminescence device of claim 12 ,
wherein the second dopant comprises at least one compound selected from among Compound Group 4:
18 . 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,
wherein the emission layer comprises:
a first host represented by Formula H-1;
a second host comprising at least one compound selected from among Compound Group 2-1 and Compound Group 2-2:
a first dopant comprising an organic metal complex comprising Ir, Ru, Rh, Pt, Pd, Cu, or Os as a central metal atom; and
a second dopant as a delayed fluorescence emitter,
wherein the lowest triplet exciton energy level of the first dopant is higher than the lowest triplet exciton energy level of the second dopant:
in Formula H-1,
L 1 is a direct linkage, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroarylene group having 2 to 30 carbon atoms for forming a ring,
Ar 1 is a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring,
a and b are each independently an integer of 0 to 4, and
R a and R b are each independently a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring.
19 . A display device comprising an organic electroluminescence device, wherein the 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,
wherein the emission layer comprises:
a first host;
a second host represented by Formula H-2a or Formula H-2b;
a first dopant comprising an organic metal complex comprising Ir, Ru, Rh, Pt, Pd, Cu, or Os as a central metal; and
a second dopant represented by Formula D-2,
wherein an amount of the first dopant is about 10 wt % to about 15 wt %, and an amount of the second dopant is about 1 wt % to about 5 wt %, with respect to the total compound weight of the first host, the second host, the first dopant, and the second dopant:
wherein in Formula H-2a,
R 21 to R 23 are each independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring,
wherein in Formula H-2b,
R 21 to R 23 and R y1 to R y3 are each independently a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring, and
at least one selected from among R 21 to R 23 and R y1 to R y3 is a cyano group, an aryl group having 6 to 30 carbon atoms for forming a ring and comprising at least one cyano group as a substituent, or a heteroaryl group having 2 to 30 carbon atoms for forming a ring and comprising at least one cyano group as a substituent:
and
wherein in Formula D-2,
A 1 and A 2 are each independently NR m or O,
R m is a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group of 2 to 30 carbon atoms for forming a ring, and
R 1 to R 11 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted amine group, a substituted or unsubstituted boryl group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring, and any of R 1 to R 11 are optionally combined with an adjacent group to form a ring.