Light emitting element and polycyclic compound for the same
A light emitting element according to an embodiment includes a first electrode, a second electrode disposed on the first electrode, and at least one functional layer disposed between the first electrode and the second electrode and including a polycyclic compound according to an embodiment, thereby showing high efficiency and long-life characteristics.
1 . A light emitting element, comprising:
a first electrode;
a second electrode disposed on the first electrode; and
at least one functional layer disposed between the first electrode and the second electrode, and comprising a polycyclic compound represented by the following Formula 1:
wherein in Formula 1,
R 1 and R 2 are each independently a substituted or unsubstituted aryl group of 6 to 40 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group of 5 to 40 ring-forming carbon atoms, a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group of 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group of 2 to 20 carbon atoms, a substituted or unsubstituted alkoxy group of 1 to 20 carbon atoms, a substituted or unsubstituted alkylthio group of 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group of 6 to 40 ring-forming carbon atoms, a substituted or unsubstituted arylthio group of 6 to 40 ring-forming carbon atoms, or a substituted or unsubstituted silyl group,
a is an integer from 0 to 4,
b is an integer from 1 to 4,
one of R 3 is a group represented by Formula 2 and is bonded to a ring at an ortho position, a meta position, or a para position with respect to a phenyl group bonded to a nitrogen atom of a carbazole group, and
the remainder of R 3 are each independently a hydrogen atom or a deuterium atom:
wherein in Formula 2,
Ar 1 and Ar 2 are each independently a substituted or unsubstituted aryl group of 6 to 40 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group of 5 to 40 ring-forming carbon atoms, a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group of 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group of 2 to 20 carbon atoms, a substituted or unsubstituted alkoxy group of 1 to 20 carbon atoms, a substituted or unsubstituted alkylthio group of 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group of 6 to 40 ring-forming carbon atoms, a substituted or unsubstituted arylthio group of 6 to 40 ring-forming carbon atoms, or a substituted or unsubstituted silyl group, or are combined with an adjacent group to form a ring, or Ar 1 and Ar 2 are combined with each other to form a ring, and
is a bonding site to Formula 1,
in case that an R 3 group represented by Formula 2 is bonded to a ring at an ortho position with respect to the phenyl group bonded to the nitrogen atom of the carbazole group, and Ar 1 and Ar 2 are combined with each other to form a ring, then a is equal to or greater than 1, and R 1 and R 2 do not include alkyl groups,
in case that an R 3 group represented by Formula 2 is bonded to a ring at a para position with respect to the phenyl group bonded to the nitrogen atom of the carbazole group, and Ar 1 and Ar 2 are not combined with each other to form a ring, then a is equal to or greater than 1, and
at least one hydrogen in Formula 1 or Formula 2 is optionally substituted with deuterium.
2 . The light emitting element of claim 1 , wherein
the at least one functional layer comprises:
an emission layer;
a hole transport region disposed between the first electrode and the emission layer; and
an electron transport region disposed between the emission layer and the second electrode, and
the hole transport region comprises the polycyclic compound.
3 . The light emitting element of claim 2 , wherein
the hole transport region comprises at least one of a hole injection layer, a hole transport layer, or an electron blocking layer, and
at least one of the hole transport layer or the electron blocking layer comprises the polycyclic compound.
4 . The light emitting element of claim 2 , wherein the emission layer emits blue light or green light.
5 . The light emitting element of claim 1 , wherein the polycyclic compound represented by Formula 1 is represented by one of Formula 1-1 to Formula 1-3:
wherein in Formula 1-1 to Formula 1-3,
R 1 , R 2 , a, and b are the same as defined in Formula 1, and
Ar 1 and Ar 2 are the same as defined in Formula 2.
6 . The light emitting element of claim 1 , wherein the group represented by Formula 2 is represented by Formula 2-1 or Formula 2-2:
wherein in Formula 2-1,
Ar 1a and Ar 2a are each independently a substituted or unsubstituted aryl group of 6 to 40 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group of 5 to 40 ring-forming carbon atoms, or are combined with an adjacent group to form a ring, and
at least one hydrogen atom in Ar 1a or Ar 2a is optionally substituted with deuterium,
wherein in Formula 2-2,
Ar 1b and Ar 2b are each independently a hydrogen atom, a deuterium atom, or a substituted or unsubstituted aryl group of 6 to 40 ring-forming carbon atoms.
7 . The light emitting element of claim 6 , wherein the polycyclic compound represented by Formula 1 is represented by one of Formula 3-1 to Formula 3-6:
wherein in Formula 3-1 to Formula 3-6,
R 1 , R 2 , a, and b are the same as defined in Formula 1,
Ar 1a and Ar 2a are the same as defined in Formula 2-1, and
Ar 1b and Ar 2b are the same as defined in Formula 2-2.
8 . The light emitting element of claim 1 , wherein a is equal to or greater than 1.
9 . The light emitting element of claim 1 , wherein R 1 and R 2 are each independently a substituted or unsubstituted aryl group of 6 to 40 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group of 5 to 40 ring-forming carbon atoms, or a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms.
10 . The light emitting element of claim 1 , wherein Ar 1 and Ar 2 are each independently a substituted or unsubstituted aryl group of 6 to 40 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group of 5 to 40 ring-forming carbon atoms, or are combined with an adjacent group to form a ring, or Ar 1 and Ar 2 are combined with each other to form a ring.
11 . The light emitting element of claim 1 , wherein the polycyclic compound represented by Formula 1 is one selected from Compound Group 1A to Compound Group 1J:
12 . The light emitting element of claim 2 , wherein the emission layer comprises a compound represented by Formula E-1:
wherein in Formula E-1,
c and d are each independently an integer from 0 to 5,
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 20 carbon atoms, a substituted or unsubstituted alkenyl group of 2 to 20 carbon atoms, a substituted or unsubstituted oxy group, a substituted or unsubstituted thiol group, a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group of 2 to 30 ring-forming carbon atoms, or are combined with an adjacent group to form a ring.
13 . A polycyclic compound represented by Formula 1:
wherein in Formula 1,
R 1 and R 2 are each independently a substituted or unsubstituted aryl group of 6 to 40 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group of 5 to 40 ring-forming carbon atoms, a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group of 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group of 2 to 20 carbon atoms, a substituted or unsubstituted alkoxy group of 1 to 20 carbon atoms, a substituted or unsubstituted alkylthio group of 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group of 6 to 40 ring-forming carbon atoms, a substituted or unsubstituted arylthio group of 6 to 40 ring-forming carbon atoms, or a substituted or unsubstituted silyl group of 3 to 40 carbon atoms,
a is an integer from 0 to 4,
b is an integer from 1 to 4,
one of R 3 is a group represented by Formula 2 and is bonded to a ring at an ortho position, a meta position, or a para position with respect to a phenyl group bonded to a nitrogen atom of a carbazole group, and
the remainder R 3 are each independently a hydrogen atom or a deuterium atom:
wherein in Formula 2,
Ar 1 and Ar 2 are each independently a substituted or unsubstituted aryl group of 6 to 40 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group of 5 to 40 ring-forming carbon atoms, a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group of 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group of 2 to 20 carbon atoms, a substituted or unsubstituted alkoxy group of 1 to 20 carbon atoms, a substituted or unsubstituted alkylthio group of 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group of 6 to 40 ring-forming carbon atoms, a substituted or unsubstituted arylthio group of 6 to 40 ring-forming carbon atoms, or a substituted or unsubstituted silyl group, or are combined with an adjacent group to form a ring, or Ar 1 and Ar 2 are combined with each other to form a ring, and
is a bonding site to Formula 1,
in case that an R 3 group represented by Formula 2 is bonded to a ring at an ortho position with respect to the phenyl group bonded to the nitrogen atom of the carbazole group, and Ar 1 and Ar 2 are combined with each other to form a ring, then a is equal to or greater than 1, and R 1 and R 2 do not include alkyl groups, and
in case that an R 3 group represented by Formula 2 is bonded to a ring at a para position with respect to the phenyl group bonded to the nitrogen atom of the carbazole group, and Ar 1 and Ar 2 are not combined with each other to form a ring, then a is equal to or greater than 1, and
at least one hydrogen in Formula 1 or Formula 2 is optionally substituted with deuterium.
14 . The polycyclic compound of claim 13 , wherein the polycyclic compound represented by Formula 1 is represented by one of Formula 1-1 to Formula 1-3:
wherein in Formula 1-1 to Formula 1-3,
R 1 , R 2 , a, and b are the same as defined in Formula 1, and
Ar 1 and Ar 2 are the same as defined in Formula 2.
15 . The polycyclic compound of claim 13 , wherein the group represented by Formula 2 is represented by Formula 2-1 or Formula 2-2:
wherein in Formula 2-1,
Ar 1a and Ar 2a are each independently a substituted or unsubstituted aryl group of 6 to 40 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group of 5 to 40 ring-forming carbon atoms, or are combined with an adjacent group to form a ring, and
at least one hydrogen in Ar 1a or Ar 2a is optionally substituted with deuterium,
wherein in Formula 2-2,
Ar 1b and Ar 2b are each independently a hydrogen atom, a deuterium atom, or a substituted or unsubstituted aryl group of 6 to 40 ring-forming carbon atoms.
16 . The polycyclic compound of claim 15 , wherein the polycyclic compound represented by Formula 1 is represented by one of Formula 3-1 to Formula 3-6:
wherein in Formula 3-1 to Formula 3-6,
R 1 , R 2 , a, and b are the same as defined in Formula 1,
Ar 1a and Ar 2a are the same as defined in Formula 2-1, and
Ar 1b and Ar 2b are the same as defined in Formula 2-2.
17 . The polycyclic compound of claim 13 , wherein a is equal to or greater than 1.
18 . The polycyclic compound of claim 13 , wherein R 1 and R 2 are each independently a substituted or unsubstituted aryl group of 6 to 40 ring-forming carbon atoms, a substituted or unsubstituted heteroaryl group of 5 to 40 ring-forming carbon atoms, or a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms.
19 . The polycyclic compound of claim 13 , wherein Ar 1 and Ar 2 are each independently a substituted or unsubstituted aryl group of 6 to 40 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group of 5 to 40 ring-forming carbon atoms, or are combined with an adjacent group to form a ring, or Ar 1 and Ar 2 are combined with each other to form a ring.
20 . The polycyclic compound of claim 13 , wherein the polycyclic compound represented by Formula 1 is one selected from Compound Group 1A to Compound Group 1J: