Organic electroluminescence device and amine compound for organic electroluminescence device
An organic electroluminescence device of an embodiment includes a first electrode, a second electrode, and a plurality of functional layers between the first electrode and the second electrode, wherein at least one functional layer selected from the plurality of functional layers includes an amine compound represented by Formula 1 below, thereby showing high emission efficiency and improved life characteristics:
1 . An organic electroluminescence device, comprising:
a first electrode;
a second electrode on the first electrode;
an emission layer;
a hole transport region between the first electrode and the emission layer; and
an electron transport region between the emission layer and the second electrode,
wherein the hole transport region comprises an amine compound represented by Formula 1:
and
in Formula 1,
X and Y are each independently O or S,
Ar 1 is a substituted or unsubstituted phenyl group, or a substituted or unsubstituted naphthyl group,
Ar 2 is selected from the following compounds:
R 1 is a hydrogen atom or a deuterium atom,
R a to R d are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms, or a substituted or unsubstituted aryl group of 6 to 40 carbon atoms for forming a ring,
L 1 is a direct linkage, or a substituted or unsubstituted arylene group of 6 to 30 carbon atoms for forming a ring,
“a” and “d” are each independently an integer of 0 to 3, “b” and “c” are each independently an integer of 0 to 4,
“p” is 1 or 2, and “q” is an integer of 0 to 3,
wherein L 1 and Ar 1 or nitrogen (N) and Ar 1 are not bonded to adjacent carbons,
wherein when Y is O and X is S or O, then a dibenzothiophene group and N, the dibenzothiophene group and L 1 , a dibenzofuran group and N, or the dibenzofuran group and L 1 are unbonded to adjacent carbons, and
wherein when the Formula 1 is represented by Formula 1-1, L 1 is direct linkage:
in Formula 1-1,
X, Y, Ar 1 , Ar 2 , R 1 , R a to R d , L 1 , “a” to “d”, “p” and “q” are the same as defined in Formula 1.
2 . The organic electroluminescence device of claim 1 , wherein Formula 1 is represented by Formula 1-2:
and
in Formula 1-2,
X, Y, Ar 1 , Ar 2 , R 1 , R a to R d , L 1 , “a” to “d”, “p” and “q” are the same as defined in Formula 1.
3 . The organic electroluminescence device of claim 1 , wherein Formula 1-1 is represented by any one selected from Formula 1-1A to Formula 1-1C:
in Formula 1-1C, q1 is an integer of 0 to 2, and
in Formula 1-1A to Formula 1-1C, X, Y, Ar 1 , Ar 2 , R 1 , R a to R d , L 1 , “a” to “d”, and “q” are the same as defined in Formula 1.
4 . The organic electroluminescence device of claim 2 , wherein Formula 1-2 is represented by Formula 1-2A or Formula 1-2B:
in Formula 1-2B, q1 is an integer of 0 to 2, and
in Formula 1-2A and Formula 1-2B, X, Y, Ar 1 , Ar 2 , R 1 , R a to R d , L 1 , “a” to “d”, and “q” are the same as defined in Formula 1.
5 . The organic electroluminescence device of claim 1 , wherein Formula 1 is represented by any one selected from Formula 1A to Formula 1 D:
and
in Formula 1A to Formula 1D, Ar 1 , Ar 2 , R 1 , R a to R d , L 1 , “a” to “d”, “p”, and “q” are the same as defined in Formula 1.
6 . The organic electroluminescence device of claim 1 , wherein the emission layer comprises an anthracene derivative represented by Formula 2:
and
in Formula 2,
R 31 to R 40 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted silyl group, a substituted or unsubstituted alkyl group of 1 to 10 carbon atoms, a substituted or unsubstituted aryl group of 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 any of R 31 to R 40 are optionally combined with an adjacent group to form a ring, and
“e” and “f” are each independently an integer of 0 to 5.
7 . The organic electroluminescence device of claim 6 , wherein Formula 2 is represented by any one selected from Compound 2-1 to Compound 2-16:
8 . An organic electroluminescence device, comprising:
a first electrode;
a second electrode on the first electrode;
an emission layer;
a hole transport region between the first electrode and the emission layer; and
an electron transport region between the emission layer and the second electrode,
wherein the hole transport region comprises an amine compound any one selected from compounds in Compound Group 1 to Compound Group 3:
9 . An amine compound represented by Formula 1:
wherein in Formula 1,
X and Y are each independently O or S,
Ar 1 is a substituted or unsubstituted aryl group of 6 to 40 carbon atoms for forming a ring,
Ar 2 is selected from the following compounds:
R 1 is a hydrogen atom or a deuterium atom,
R a to R d are each independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms, or a substituted or unsubstituted aryl group of 6 to 40 carbon atoms for forming a ring,
L 1 is a direct linkage, or a substituted or unsubstituted arylene group of 6 to 30 carbon atoms for forming a ring,
“a” and “d” are each independently an integer of 0 to 3, “b” and “c” are each independently an integer of 0 to 4,
“p” is 1 or 2, and “q” is an integer of 0 to 3,
wherein L 1 and Ar 1 or nitrogen (N) and Ar 1 are not bonded to adjacent carbons,
wherein when Y is O and X is S or O, a dibenzothiophene group and N, the dibenzothiophene group and L 1 , a dibenzofuran group and N, or the dibenzofuran group and L 1 are unbonded to adjacent carbons,
wherein when Ar2 is represented by
and L 1 is a direct linkage, then Ar1 is a substituted or unsubstituted naphthyl group,
wherein when the Formula 1 is represented by Formula 1-1, L 1 is direct linkage:
in Formula 1-1,
X, Y, Ar 1 , Ar 2 , R 1 , R a to R d , L 1 , “a” to “d”, “p” and “q” are the same as defined in Formula 1.
10 . The amine compound of claim 9 , wherein Formula 1 is represented by Formula 1-2:
and
in Formula 1-2, X, Y, Ar 1 , Ar 2 , R 1 , R a to R d , L 1 , “a” to “d”, “p” and “q” are the same as defined in Formula 1.
11 . The amine compound of claim 9 , wherein Formula 1-1 is represented by any one selected from Formula 1-1A to Formula 1-1C:
in Formula 1-1C, q1 is an integer of 0 to 2, and
in Formula 1-1A to Formula 1-1C, X, Y, Ar 1 , Ar 2 , R 1 , R a to R d , L 1 , “a” to “d”, and “q” are the same as defined in Formula 1.
12 . The amine compound of claim 10 , wherein Formula 1-2 is represented by Formula 1-2A or Formula 1-2B:
in Formula 1-2B, q1 is an integer of 0 to 2, and
in Formula 1-2A and Formula 1-2B, X, Y, Ar 1 , Ar 2 , R 1 , R a to R d , L 1 , “a” to “d”, and “q” are the same as defined in Formula 1.
13 . The amine compound of claim 9 , wherein Formula 1 is represented by any one selected from Formula 1A to Formula 1D:
and
in Formula 1A to Formula 1D, Ar 1 , Ar 2 , R 1 , R a to R d , L 1 , “a” to “d”, “p”, and “q” are the same as defined in Formula 1.
14 . The amine compound of claim 9 , wherein Ar 1 is a substituted or unsubstituted phenyl group, or a substituted or unsubstituted naphthyl group.
15 . The amine compound of claim 9 , wherein L 1 is a direct linkage, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted naphthalene group.
16 . An amine compound represented by any one selected from compounds in Compound Group 1 to Compound Group 3: