Light emitting element and amine compound for the same
A light-emitting element includes a first electrode, a second electrode, and at least one functional layer disposed between the first electrode and the second electrode and including an amine compound represented by Formula 1. The light-emitting element may exhibit high emission efficiency and improved service life characteristics:
1 . A light-emitting element comprising:
a first electrode;
a second electrode on the first electrode; and
at least one functional layer between the first electrode and the second electrode and comprising an amine compound represented by Formula 1:
wherein, in Formula 1,
R 1 is an adamantyl group, a cyclohexyl group, or a bicycloheptyl group,
Ar 1 and Ar 2 are each independently a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms,
L is a direct linkage, a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring-forming carbon atoms, and
FR is represented by Formula 2:
wherein, in Formula 2,
X is CR a R b , N, NR c , O, or S,
R a to R c are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, and/or bonded to an adjacent group to form a ring,
d and e are each independently an integer of 0 to 4, and
R a and R e are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, and/or bonded to an adjacent group to form a ring, and
wherein when R 1 is a bicycloheptyl group,
then at least one of Ar 1 or Ar 2 is a substituted or unsubstituted phenylene group.
2 . The light-emitting element of claim 1 , wherein:
the at least one functional layer comprises 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, and
the hole transport region comprises the amine compound.
3 . The light-emitting element of claim 2 , wherein:
the hole transport region comprises a hole injection layer on the first electrode, and a hole transport layer on the hole injection layer, and
the hole transport layer comprises the amine compound.
4 . The light-emitting element of claim 1 , wherein the amine compound represented by Formula 1 is represented by Formula 1-1 or Formula 1-2:
and
wherein, in Formula 1-1 and Formula 1-2, R 1 , L, Ar 1 , and Ar 2 are each independently the same as defined in Formula 1, and X, R d , R e , d, and e are each independently the same as defined in Formula 2.
5 . The light-emitting element of claim 4 , wherein the amine compound represented by Formula 1-2 is represented by Formula 1-2A:
and
wherein, in Formula 1-2A, R 1 , L, Ar 1 , and Ar 2 are each independently the same as defined in Formula 1, and R a , R d , R e , d, and e are each independently the same as defined in Formula 2.
6 . The light-emitting element of claim 1 , wherein in Formula 1, Ar 1 and Ar 2 are a substituted or unsubstituted phenylene group.
7 . The light-emitting element of claim 1 , wherein the amine compound represented by Formula 1 is represented by Formula 1A:
and
wherein, in Formula 1A, R 1 , L, and FR are each independently the same as defined in Formula 1.
8 . The light-emitting element of claim 1 , wherein the amine compound represented by Formula 1 is represented by any one of compounds in Compound Group 1:
9 . The light-emitting element of claim 1 , wherein:
the at least one functional layer comprises: an emission layer; a first hole transport layer between the first electrode and the emission layer; a second hole transport layer between the first hole transport layer and the emission layer; and an electron transport region between the emission layer and the second electrode, and
the first hole transport layer comprises the amine compound.
10 . The light-emitting element of claim 9 , wherein the second hole transport layer comprises an amine derivative compound represented by Formula 3:
and
wherein, in Formula 3,
L 11 is a direct linkage, a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring-forming carbon atoms, and
R 11 to R 14 are each independently a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, and/or bonded to an adjacent group to form a ring.
11 . The light-emitting element of claim 10 , wherein the amine derivative compound represented by Formula 3 is represented by Formula 3-1 or Formula 3-2:
and
wherein, in Formula 3-1 and Formula 3-2, L 11 , and R 11 to R 14 are each independently the same as defined in Formula 3.
12 . The light-emitting element of claim 11 , wherein the amine derivative compound represented by Formula 3-1 is represented by any one of compounds represented in Compound Group 2-1:
13 . The light-emitting element of claim 11 , wherein the amine derivative compound represented by Formula 3-2 is represented by any one of compounds represented in Compound Group 2-2:
14 . An amine compound represented by Formula 1:
wherein, in Formula 1,
R 1 is an adamantyl group, a cyclohexyl group, or a bicycloheptyl group,
Ar 1 and Ar 2 are each independently a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms,
L is a direct linkage, a substituted or unsubstituted arylene group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group having 2 to 30 ring-forming carbon atoms, and
FR is represented by Formula 2:
wherein, in Formula 2,
X is CR a R b , N, NR c , O, or S,
R a to R c are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, and/or bonded to an adjacent group to form a ring,
d and e are each independently an integer of 0 to 4, and
R a and R e are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 30 ring-forming carbon atoms, or bonded to an adjacent group to form a ring, and
wherein when R 1 is a bicycloheptyl group,
then at least one of Ar 1 or Ar 2 is a substituted or unsubstituted phenylene group.
15 . The amine compound of claim 14 , wherein the amine compound represented by Formula 1 is represented by Formula 1-1 or Formula 1-2:
and
wherein, in Formula 1-1 and Formula 1-2, R 1 , L, Ar 1 , and Ar 2 are each independently the same as defined in Formula 1, and X, R d , R e , d, and e are each independently the same as defined in Formula 2.
16 . The amine compound of claim 15 , wherein the amine compound represented by Formula 1-2 is represented by Formula 1-2A:
and
wherein, in Formula 1-2A, R 1 , L, Ar 1 , and Ar 2 are each independently the same as defined in Formula 1, and R a , R d , R e , d, and e are each independently the same as defined in Formula 2.
17 . The amine compound of claim 14 , wherein in Formula 1, Ar 1 and Ar 2 are a substituted or unsubstituted phenylene group.
18 . The amine compound of claim 14 , wherein the amine compound represented by Formula 1 is represented by Formula 1A:
and
wherein in Formula 1A, R 1 , L, and FR are each independently the same as defined in Formula 1.
19 . The amine compound of claim 18 , wherein the amine compound represented by Formula 1A is represented by Formula 1A-1:
and
wherein in Formula 1A-1, R 1 , L, and FR are each independently the same as defined in Formula 1.
20 . An amine compound represented by any one of compounds in Compound Group 1: