Heterocyclic compound and organic light emitting diode comprising same
The present specification relates to a heterocyclic compound represented by Chemical Formula 1, and an organic light emitting device comprising the same.
1. A heterocyclic compound represented by the following Chemical Formula 1:
wherein, in Chemical Formula 1,
R 1 is hydrogen; or deuterium,
R 2 to R 5 are the same as or different from each other, and each independently selected from the group consisting of hydrogen; deuterium; a substituted or unsubstituted C1 to C60 alkyl group; a substituted or unsubstituted C6 to C60 aryl group; a substituted or unsubstituted C2 to C60 heteroaryl group; —SiRR′R″; —P(═O)RR′; and an amine group unsubstituted or substituted with a substituted or unsubstituted C1 to C60 alkyl group, a substituted or unsubstituted C6 to C60 aryl group or a substituted or unsubstituted C2 to C60 heteroaryl group, or two or more groups adjacent to each other bond to each other to form a substituted or unsubstituted C6 to C60 aromatic hydrocarbon ring or a substituted or unsubstituted C2 to C60 heteroring;
A, B and C are a direct bond; a substituted or unsubstituted C6 to C60 arylene group; or a substituted or unsubstituted C2 to C60 heteroarylene group;
Ar 1 to Ar 3 are the same as or different from each other, and each independently selected from the group consisting of hydrogen; deuterium; a substituted or unsubstituted C1 to C60 alkyl group; a substituted or unsubstituted C6 to C60 aryl group; a substituted or unsubstituted C2 to C60 heteroaryl group; —SiRR′R″; —P(═O)RR′; and an amine group unsubstituted or substituted with a substituted or unsubstituted C1 to C60 alkyl group, a substituted or unsubstituted C6 to C60 aryl group or a substituted or unsubstituted C2 to C60 heteroaryl group, or two or more groups adjacent to each other bond to each other to form a substituted or unsubstituted C6 to C60 aromatic hydrocarbon ring or a substituted or unsubstituted C2 to C60 heteroring;
q, r and s are an integer of 0 to 4;
m, n and p are an integer of 1 to 6;
R, R′ and R″ are the same as or different from each other, and each independently hydrogen; a substituted or unsubstituted C1 to C40 alkyl group; or a substituted or unsubstituted C6 to C40 aryl group; and
at least one of Ar 1 to Ar 3 is represented by the following Chemical Formula 1-2,
in Chemical Formula 1-2,
R 21 is a substituted or unsubstituted C6 to C60 aryl group;
L 2 is a direct bond; a substituted or unsubstituted C6 to C60 arylene group; or a substituted or unsubstituted C2 to C60 heteroarylene group;
b is an integer of 0 to 3;
c is an integer of 1 to 6,
X 1 to X 3 are N; or CR 13 , and at least one thereof is N;
L 1 is a direct bond; a substituted or unsubstituted C6 to C60 arylene group; or a substituted or unsubstituted C2 to C60 heteroarylene group; and
a is an integer of 0 to 3,
Z 2 is a C10 to C40 tricycle or more aryl group unsubstituted or substituted with one or more substituents selected from the group consisting of a C1 to C40 alkyl group and a C6 to C60 aryl group; or represented by the following Chemical Formula 2-1; or the following Chemical Formula 2-2,
in Chemical Formulae 2-1 and 2-2,
Y is O; or S;
R31 and R32 are the same as or different from each other, and each independently hydrogen; a substituted or unsubstituted C6 to C60 aryl group; or a substituted or unsubstituted C2 to C60 heteroaryl group;
d is an integer of 0 to 7; and
e is an integer of 0 to 8.
2. The heterocyclic compound of claim 1 , wherein Chemical Formula 1 is represented by the following Chemical Formula 2:
in Chemical Formula 2,
R 1 to R 5 , Ar 1 to Ar 3 , A, m, n, p and q have the same definitions as in Chemical Formula 1.
3. The heterocyclic compound of claim 1 , wherein the “substituted or unsubstituted” means being substituted with one or more substituents selected from the group consisting of C1 to C60 linear or branched alkyl; C2 to C60 linear or branched alkenyl; C2 to C60 linear or branched alkynyl; C3 to C60 monocyclic or polycyclic cycloalkyl; C2 to C60 monocyclic or polycyclic heterocycloalkyl; C6 to C60 monocyclic or polycyclic aryl; C2 to C60 monocyclic or polycyclic heteroaryl; —SiRR′R″; —P(═O)RR′; C1 to C20 alkylamine; C6 to C60 monocyclic or polycyclic arylamine; and C2 to C60 monocyclic or polycyclic heteroarylamine, or being unsubstituted, or being substituted with a substituent linking two or more substituents selected from among the substituents illustrated above, or being unsubstituted; and
R, R′ and R″ have the same definitions as in Chemical Formula 1.
4. The heterocyclic compound of claim 1 , wherein R 1 to R 5 are hydrogen.
5. The heterocyclic compound of claim 1 , wherein Chemical Formula 1 is represented by any one of the following compounds:
6. An organic light emitting device comprising:
a first electrode;
a second electrode provided opposite to the first electrode; and
one or more organic material layers provided between the first electrode and the second electrode,
wherein one or more layers of the organic material layers comprise the heterocyclic compound claim 1 .
7. The organic light emitting device of claim 6 , wherein the organic material layer comprises a light emitting layer, and the light emitting layer comprises the heterocyclic compound.
8. The organic light emitting device of claim 6 , wherein the organic material layer comprises an electron injection layer or an electron transfer layer, and the electron injection layer or the electron transfer layer comprises the heterocyclic compound.
9. The organic light emitting device of claim 6 , wherein the organic material layer comprises an electron blocking layer or a hole blocking layer, and the electron blocking layer or the hole blocking layer comprises the heterocyclic compound.
10. The organic light emitting device of claim 6 , further comprising one, two or more layers selected from the group consisting of a light emitting layer, a hole injection layer, a hole transfer layer, an electron injection layer, an electron transfer layer, an electron blocking layer and a hole blocking layer.
11. The organic light emitting device of claim 6 comprising:
a first electrode;
a first stack provided on the anode and comprising a first light emitting layer;
a charge generation layer provided on the first stack;
a second stack provided on the charge generation layer and comprising a second light emitting layer; and
a second electrode provided on the second stack.
12. The organic light emitting device of claim 11 , wherein the charge generation layer comprises the heterocyclic compound.
13. The organic light emitting device of claim 12 , wherein the charge generation layer is an N-type charge generation layer, and the charge generation layer comprises the heterocyclic compound.