Organic electroluminescence device and amine compound for organic electroluminescence device
An organic electroluminescence device and an amine compound for an organic electroluminescence device are provided. The amine compound according to an embodiment of the present disclosure is represented by Formula 1. In Formula 1, Ar is a substituted or unsubstituted aryl group having 10 to 60 carbon atoms for forming a ring:
1. An organic electroluminescence device, comprising:
a first electrode;
a hole transport region on the first electrode;
an emission layer on the hole transport region;
an electron transport region on the emission layer; and
a second electrode on the electron transport region,
wherein the hole transport region comprises an amine compound represented by the following Formula 1:
wherein in Formula 1,
Ar is a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthryl group, or a substituted or unsubstituted aryl group having 16 to 60 carbon atoms for forming a ring,
L is a substituted or unsubstituted arylene group having 6 to 30 carbon atoms for forming a ring,
R 1 and R 2 are each independently hydrogen, deuterium, a halogen 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,
“a” and “b” are each independently an integer of 0 to 7, and
“c” is an integer of 1 to 4.
2. The organic electroluminescence device of claim 1 , wherein the hole transport region comprises:
a hole injection layer on the first electrode; and
a hole transport layer on the hole injection layer,
wherein the hole transport layer comprises the amine compound represented by Formula 1.
3. The organic electroluminescence device of claim 1 , wherein the hole transport region comprises a plurality of layers, and
a layer in contact with the emission layer among the plurality of the layers comprises the amine compound represented by Formula 1.
4. The organic electroluminescence device of claim 1 , wherein L is a substituted or unsubstituted phenylene group, or a substituted or unsubstituted naphthylene group.
5. The organic electroluminescence device of claim 1 , wherein the amine compound represented by Formula 1 is represented by one of the following Formulae 2-1 to 2-3:
wherein in Formulae 2-1 to 2-3,
“d” is 0 or 1,
R 9 is hydrogen, deuterium, a halogen 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,
“n” is an integer of 0 to 6, and
Ar, R 1 , R 2 , “a” and “b” are the same as defined in Formula 1.
6. The organic electroluminescence device of claim 5 , wherein the amine compound represented by one of Formulae 2-1 to 2-3 is represented by one of the following Formulae 2-1-1 to 2-3-2:
wherein in Formulae 2-1-1 to 2-3-2,
n1, n3 and n5 are each independently an integer of 0 to 4,
n2, n4 and n6 are each independently an integer of 0 to 6,
R 9 is the same as defined in Formulae 2-1 to 2-3, and
Ar, R 1 , R 2 , “a” and “b” are the same as defined in Formula 1.
7. The organic electroluminescence device of claim 1 , wherein Ar is the substituted or unsubstituted naphthyl group, or the substituted or unsubstituted phenanthryl group.
8. The organic electroluminescence device of claim 1 , wherein the amine compound represented by Formula 1 is represented by one of the following Formulae 3-1 to 3-3:
wherein in Formulae 3-1 to 3-3,
R 3 to R 5 are each independently hydrogen, deuterium, a halogen 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,
“e” is an integer of 0 to 7,
“f” and “g” are each independently an integer of 0 to 9, and
R 1 , R 2 , “a”, “b”, and L are the same as defined in Formula 1.
9. The organic electroluminescence device of claim 1 , wherein
at least one of “a” or “b” is 1 or 2, and
R 1 and R 2 are each independently deuterium, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.
10. The organic electroluminescence device of claim 1 , wherein the amine compound represented by Formula 1 is represented by the following Formula 4:
wherein in Formula 4,
“h” and “i” are an integer of 0 to 2, at least one of “h” or “i” is 1 or 2,
R 1 and R 2 are each independently hydrogen, deuterium, a halogen 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,
Ar, L and “c” are the same as defined in Formula 1.
11. The organic electroluminescence device of claim 1 , wherein the amine compound represented by Formula 1 is represented by the following Formula 5:
wherein in Formula 5,
R 11 to R 14 and R 21 to R 24 are each independently hydrogen, deuterium, a halogen 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, where at least one of R 11 to R 14 and R 21 to R 24 is deuterium, a halogen 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,
two members in at least one group selected from R 11 and R 21 , R 12 and R 22 , R 13 and R 23 , and R 14 and R 24 are different from each other, and
Ar, L and “c” are the same as defined in Formula 1.
12. The organic electroluminescence device of claim 1 , wherein the amine compound represented by Formula 1 is at least one selected from compounds represented by the following Compound Group 1:
13. An amine compound represented by the following Formula 1:
wherein in Formula 1,
Ar is a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthryl group, or a substituted or unsubstituted aryl group having 16 to 60 carbon atoms for forming a ring,
L is a substituted or unsubstituted arylene group having 6 to 30 carbon atoms for forming a ring,
R 1 and R 2 are each independently hydrogen, deuterium, a halogen 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,
“a” and “b” are each independently an integer of 0 to 7, and
“c” is an integer of 1 to 4.
14. The amine compound of claim 13 , wherein Lisa substituted or unsubstituted phenylene group, or a substituted or unsubstituted naphthylene group.
15. The amine compound of claim 13 , wherein the amine compound represented by Formula 1 is represented by one of the following Formulae 2-1 to 2-3:
wherein in Formulae 2-1 to 2-3,
“d” is 0 or 1,
R 9 is hydrogen, deuterium, a halogen 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,
“n” is an integer of 0 to 6, and
Ar, R 1 , R 2 , “a” and “b” are the same as defined in Formula 1.
16. The amine compound of claim 15 , wherein the amine compound represented by one of Formulae 2-1 to 2-3 is represented by one of the following Formulae 2-1-1 to 2-3-2:
wherein in Formulae 2-1-1 to 2-3-2,
n1, n3 and n5 are each independently an integer of 0 to 4,
n2, n4 and n6 are each independently an integer of 0 to 6,
R 9 is the same as defined in Formulae 2-1 to 2-3, and
Ar, R 1 , R 2 , “a” and “b” are the same as defined in Formula 1.
17. The amine compound of claim 13 , wherein Ar is the substituted or unsubstituted naphthyl group, or the substituted or unsubstituted phenanthryl group.
18. The amine compound of claim 13 , wherein the amine compound represented by Formula 1 is represented by one of the following Formulae 3-1 to 3-3:
wherein in Formulae 3-1 to 3-3,
R 3 to R 5 are each independently hydrogen, deuterium, a halogen 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,
“e” is an integer of 0 to 7,
“f” and “g” are each independently an integer of 0 to 9, and
R 1 , R 2 , “a”, “b”, and L are the same as defined in Formula 1.
19. The amine compound of claim 13 , wherein
at least one of “a” or “b” is 1 or 2, and
R 1 and R 2 are each independently deuterium, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.
20. The amine compound of claim 13 , wherein the amine compound represented by Formula 1 is represented by the following Formula 4:
wherein in Formula 4,
“h” and “i” are an integer of 0 to 2, at least one of “h” and “i” is 1 or 2,
R 1 and R 2 are each independently hydrogen, deuterium, a halogen 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,
Ar, L and “c” are the same as defined in Formula 1.
21. The amine compound of claim 13 , wherein the amine compound represented by Formula 1 is represented by the following Formula 5:
wherein in Formula 5, R 11 to R 14 and R 21 to R 24 are each independently hydrogen, deuterium, a halogen 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, where at least one of R 11 to R 14 and R 21 to R 24 is deuterium, a halogen 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,
two members in at least one group selected from R 11 and R 21 , R 12 and R 22 , R 13 and R 23 , and R 14 and R 24 are different from each other, and
Ar, L and “c” are the same as defined in Formula 1.
22. The amine compound of claim 13 , wherein the amine compound represented by Formula 1 is at least one selected from compounds represented by the following Compound Group 1:
23. An amine compound represented by the following Formula 6:
wherein in Formula 6,
R 6 , R 7 and R 10 are each independently hydrogen, deuterium, a halogen 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,
each R 8 is independently hydrogen, deuterium, a halogen 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, where a plurality of R 8 groups are optionally connected to form a ring,
“j” and “k” are each independently an integer of 0 to 7,
“I” is an integer of 0 to 7,
“u” is an integer of 0 to 6, and
“m” is an integer of 0 or 1.