Monoamine compound and organic electroluminescence device including the same
Provided are a monoamine compound and an organic electroluminescence device including the same. The monoamine compound according to an example embodiment is represented by the following Formula 1
1. A monoamine compound represented by the following Formula 1:
wherein L 1 is 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,
n is 1 or 2,
L 2 and L 3 are each independently 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,
R 1 is a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted aryl silyl group,
when R1 is substituted, the substituent is a deuterium atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring,
Ar1 and Ar2 are each independently a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted benzonaphthofuranyl group, or a substituted or unsubstituted benzonaphthothiophenyl group, and
wherein when at least one of L 2 , L 3 , Ar 1 and Ar 2 is substituted with a heterocycle, the heterocycle does not include N as a heteroatom.
2. The monoamine compound as claimed in claim 1 , wherein the monoamine compound represented by Formula 1 is represented by the following Formula 2-1:
in Formula 2-1,
m 1 is 0 or 1,
m 2 is an integer of 0 to 2,
R 2 is a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted aryl silyl group, or combines with an adjacent group to form a ring, and
Ar 1 , Ar 2 , L 1 , L 2 , L 3 , and R 1 are the same as defined for Formula 1.
3. The monoamine compound as claimed in claim 2 , wherein the monoamine compound represented by Formula 2-1 is represented by one of the following Formulae 2-1-1 to 2-1-3:
in Formulae 2-1-1 to 2-1-3,
Ar 1 and Ar 2 , L 2 and L 3 , and R 1 are the same as defined for Formula 1.
4. The monoamine compound of claim 3 , wherein
R 1 is a substituted or unsubstituted phenyl group,
L 3 is a substituted or unsubstituted phenylene group, and
Ar 2 is a substituted or unsubstituted naphthyl group.
5. The monoamine compound of claim 4 , wherein
L 2 is a substituted or unsubstituted phenylene group, and
Ar 1 is a substituted or unsubstituted phenyl group.
6. The monoamine compound of claim 4 , wherein
L 2 is a direct linkage, and
Ar 1 is a substituted or unsubstituted dibenzofuranyl group.
7. The monoamine compound as claimed in claim 1 , wherein the monoamine compound represented by Formula 1 is represented by the following Formula 2-2:
in Formula 2-2,
m 1 is 0 or 1,
m 2 is an integer of 0 to 2,
R 2 is a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted aryl silyl group, or combines with an adjacent group to form a ring, and
Ar 1 , Ar 2 , L 1 , L 2 , L 3 , and R 1 are the same as defined for Formula 1.
8. The monoamine compound as claimed in claim 4 , wherein the monoamine compound represented by Formula 2-2 is represented by one of the following Formulae 2-2-1 to 2-2-3:
in Formulae 2-2-1 to 2-2-3,
Ar 1 and Ar 2 , L 2 and L 3 and R 1 are the same as defined for Formula 1.
9. The monoamine compound as claimed in claim 1 , wherein L 1 is a substituted or unsubstituted phenylene group, a substituted or unsubstituted divalent biphenyl group, or a substituted or unsubstituted naphthylene group.
10. The monoamine compound as claimed in claim 1 , wherein R 1 is a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted nitrogen-containing heteroaryl group.
11. The monoamine compound as claimed in claim 1 , wherein Ar 1 and Ar 2 are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthryl group, or a substituted or unsubstituted fluorenyl group.
12. The monoamine compound as claimed in claim 1 , wherein Ar 1 and Ar 2 are each independently represented by the following Formula 3:
in case Ar 1 and Ar 2 are each independently represented by Formula 3,
in Formula 1, L 2 and L 3 are each independently 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,
in Formula 3, R 3 is a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted aryl silyl group.
13. The monoamine compound as claimed in claim 1 , wherein Ar 1 and Ar 2 are each independently represented by the following Formula 4:
in Formula 4,
X is O or S,
R 4 and R 5 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted aryl silyl group,
p is an integer of 0 to 4, and
q is an integer of 0 to 3.
14. The monoamine compound as claimed in claim 1 , wherein L 2 and L 3 are each independently a direct linkage, a substituted or unsubstituted phenylene group, a substituted or unsubstituted divalent biphenyl group, or a substituted or unsubstituted naphthylene group.
15. A monoamine compound selected from the following Compound Group 1:
16. An organic electroluminescence device, comprising:
a first electrode;
a hole transport region provided on the first electrode;
an emission layer provided on the hole transport region;
an electron transport region provided on the emission layer; and
a second electrode provided on the electron transport region,
wherein at least one of the hole transport region, the emission region, and the electron transport region includes a monoamine compound represented by the following Formula 1:
where L 1 is 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,
n is 1 or 2,
L 2 and L 3 are each independently 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,
R 1 is a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted aryl silyl group,
when R1 is substituted, the substituent is a deuterium atom, a cyano group, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring,
Ar 1 and Ar 2 are each independently a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted benzonaphthofuranyl group, or a substituted or unsubstituted benzonaphthothiophenyl group, and
wherein when at least one of L 2 , L 3 , Ar 1 and Ar 2 is substituted with a heterocycle, the heterocycle does not include N as a heteroatom.
17. The organic electroluminescence device as claimed in claim 16 , wherein the hole transport region includes the monoamine compound represented by Formula 1.
18. The organic electroluminescence device as claimed in claim 17 , wherein the hole transport region includes:
a hole injection layer disposed on the first electrode; and
a hole transport layer disposed on the hole injection layer, and
wherein the hole transport layer includes the monoamine compound represented by Formula 1.
19. The organic electroluminescence device as claimed in claim 18 , wherein the hole transport layer makes contact with the emission layer.
20. The organic electroluminescence device as claimed in claim 17 , wherein the hole transport region includes:
a hole injection layer disposed on the first electrode;
a first hole transport layer disposed on the hole injection layer; and
a second hole transport layer disposed on the first hole transport layer, the second hole transport layer being adjacent to the emission layer,
wherein the second hole transport layer includes the monoamine compound represented by Formula 1.
21. The organic electroluminescence device as claimed in claim 16 , wherein the monoamine compound represented by Formula 1 is represented by the following Formula 2-1 or 2-2:
where m 1 is 0 or 1,
m 2 is an integer of 0 to 2,
R 2 is a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted aryl silyl group, or combines with an adjacent group to form a ring, and
Ar 1 , Ar 2 , L 1 , L 2 , L 3 , and R 1 are the same as defined for Formula 1.
22. The organic electroluminescence device as claimed in claim 21 , wherein the monoamine compound represented by Formula 2-1 or 2-2 is represented by one of the following Formulae 2-1-1 to 2-2-3:
in Formulae 2-1-1 to 2-2-3,
Ar 1 and Ar 2 , L 2 and L 3 , and R 1 are the same as defined for Formula 1.
23. The organic electroluminescence device of claim 22 , wherein
R 1 is a substituted or unsubstituted phenyl group,
L 3 is a substituted or unsubstituted phenylene group, and
Ar 2 is a substituted or unsubstituted naphthyl group.
24. The organic electroluminescence device of claim 23 , wherein
L 2 is a substituted or unsubstituted phenylene group, and
Ar 1 is a substituted or unsubstituted phenyl group.
25. The organic electroluminescence device of claim 23 , wherein
L 2 is a direct linkage, and
Ar 1 is a substituted or unsubstituted dibenzofuranyl group.
26. The organic electroluminescence device as claimed in claim 16 , wherein Ar 1 and Ar 2 are each independently represented by the following Formula 3:
in case Ar 1 and Ar 2 are each independently represented by Formula 3,
in Formula 1, where L 2 and L 3 are each independently 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,
in Formula 3, R 3 is a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted aryl silyl group.
27. The organic electroluminescence device of claim 16 , wherein Ar 1 and Ar 2 are each independently represented by the following Formula 4:
in Formula 4,
X is O or S,
R 4 and R 5 are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms for forming a ring, a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms for forming a ring, or a substituted or unsubstituted aryl silyl group,
p is an integer of 0 to 4, and
q is an integer of 0 to 3.
28. The organic electroluminescence device as claimed in claim 16 , wherein the monoamine compound represented by Formula 1 is at least one of compounds in the following Compound Group 1: