Light emitting diode and display device including the same
A light emitting diode of an embodiment includes a first electrode, a hole transport region disposed on the first electrode, an emission layer disposed on the hole transport region, an electron transport region disposed on the emission layer, and a second electrode disposed on the electron transport region. The hole transport region includes a first hole transport layer disposed adjacent to the first electrode and having a first refractive index, a second hole transport layer disposed adjacent to the emission layer and having a second refractive index, and a third hole transport layer disposed between the first hole transport layer and the second hole transport layer and having a third refractive index which is greater than each of the first refractive index and the second refractive index, thereby showing high light extraction efficiency and high emission efficiency properties.
1. A light emitting diode, comprising:
a first electrode;
a hole transport region disposed on the first electrode;
an emission layer disposed on the hole transport region;
an electron transport region disposed on the emission layer; and
a second electrode disposed on the electron transport region,
wherein the hole transport region comprises:
a first hole transport layer disposed adjacent to the first electrode, the first hole transport layer having a first refractive index;
a second hole transport layer disposed adjacent to the emission layer, the second hole transport layer having a second refractive index; and
a third hole transport layer disposed between the first hole transport layer and the second hole transport layer, the third hole transport layer having a third refractive index which is greater than each of the first refractive index and the second refractive index.
2. The light emitting diode of claim 1 , wherein
a difference between the third refractive index and the first refractive index is greater than about 0.1, and
a difference between the third refractive index and the second refractive index is greater than about 0.1.
3. The light emitting diode of claim 2 , wherein
the first refractive index and the second refractive index are each in a range of about 1.30 to about 1.80 at a wavelength of about 460 nm, and
the third refractive index is in a range of about 1.85 to about 2.40 at a wavelength of about 460 nm.
4. The light emitting diode of claim 2 , wherein the first refractive index and the second refractive index are the same.
5. The light emitting diode of claim 1 , wherein the second hole transport layer is disposed directly below the emission layer.
6. The light emitting diode of claim 5 , wherein
a refractive index of the emission layer is greater than the second refractive index of the second hole transport layer, and
a difference between the refractive index of the emission layer and the second refractive index is greater than about 0.1 at a wavelength of about 460 nm.
7. The light emitting diode of claim 6 , wherein the refractive index of the emission layer is in a range of about 1.80 to about 2.40 at a wavelength of about 460 nm.
8. The light emitting diode of claim 1 , wherein the first hole transport layer is disposed directly above the first electrode.
9. The light emitting diode of claim 8 , wherein
a refractive index of the first electrode is greater than the first refractive index of the first hole transport layer, and
a difference between the refractive index of the first electrode and the first refractive index is greater than about 0.1 at a wavelength of about 460 nm.
10. The light emitting diode of claim 9 , wherein the refractive index of the first electrode is in a range of about 1.80 to about 2.40 at a wavelength of about 460 nm.
11. The light emitting diode of claim 1 , wherein a thickness ratio of the first hole transport layer, the third hole transport layer, and the second hole transport layer is in a range of about 0.1:0.8:0.1 to about 0.45:0.1:0.45.
12. The light emitting diode of claim 1 , wherein
the first electrode is a reflective electrode, and
the second electrode is a transmissive electrode or a transflective electrode.
13. The light emitting diode of claim 1 , wherein the emission layer emits light having a central wavelength in a range of about 430 nm to about 470 nm.
14. The light emitting diode of claim 13 , wherein
a thickness of the first hole transport layer is in a range of about 100 Å to about 1,000 Å,
a thickness of the second hole transport layer is in a range of about 100 Å to about 1,000 Å, and
a thickness of the third hole transport layer is in a range of about 100 Å to about 1,000 Å about 100 Å to about 1,000 Å.
15. The light emitting diode of claim 1 , wherein the first hole transport layer and the second hole transport layer each independently comprises an amine compound represented by Formula 1:
wherein in Formula 1,
Ar a to Ar c are each independently a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group of 3 to 30 ring-forming carbon atoms,
at least two of R a to R c are each independently an adamantyl group or a cyclohexyl group, and
the remainder of R a to R c is a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thio group, a substituted or unsubstituted amine group, or a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms.
16. The light emitting diode of claim 15 , wherein Ar a to Ar c are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted carbazole group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group.
17. The light emitting diode of claim 1 , wherein the first hole transport layer and the second hole transport layer each independently comprises at least one amine compound selected from Compound Group 1:
18. The light emitting diode of claim 1 , wherein the third hole transport layer comprises a compound represented by Formula 2:
wherein in Formula 2,
Ar 1 and Ar 2 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group of 1 to 30 carbon atoms, 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 combined with an adjacent group to form a ring,
Ar 3 is 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,
a and b are each independently 0 or 1,
L 1 and L 2 are each independently a substituted or unsubstituted cycloalkylene group of 3 to 10 ring-forming carbon atoms, a substituted or unsubstituted heterocycloalkylene group of 2 to 10 ring-forming carbon atoms, a substituted or unsubstituted cycloalkenylene group of 3 to 10 ring-forming carbon atoms, a substituted or unsubstituted arylene group of 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group of 2 to 60 ring-forming carbon atoms,
p and s are each independently an integer from 0 to 4,
q and r are each independently an integer from 0 to 3, and
R 1 to R 5 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, a substituted or unsubstituted silyl group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group of 1 to 60 carbon atoms, a substituted or unsubstituted heterocycloalkyl group of 3 to 60 ring-forming carbon atoms, a substituted or unsubstituted aryl group of 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group of 2 to 60 ring-forming carbon atoms.
19. The light emitting diode of claim 1 , wherein the third hole transport layer comprises at least one compound selected from Compound Group 2:
20. The light emitting diode of claim 1 , wherein the hole transport region further comprises:
a fourth hole transport layer disposed between the first hole transport layer and the third hole transport layer, the fourth hole transport layer having a refractive index greater than the first refractive index and less than the third refractive index; and
a fifth hole transport layer disposed between the second hole transport layer and the third hole transport layer, the fifth hole transport layer having a refractive index greater than the second refractive index and less than the third refractive index.
21. The light emitting diode of claim 20 , wherein
the first hole transport layer and the second hole transport layer each independently comprises an amine compound represented by Formula 1,
the third hole transport layer comprises a compound represented by Formula 2, and
the fourth hole transport layer and the fifth hole transport layer each independently comprises an amine compound represented by Formula 1 and a compound represented by Formula 2:
wherein in Formula 1,
Ar a to Ar c are each independently a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group of 3 to 30 ring-forming carbon atoms,
at least two of R a to R c are each independently an adamantyl group or a cyclohexyl group, and
the remainder of R a to R c is a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thio group, a substituted or unsubstituted amine group, or a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms,
[Formula 2]
wherein in Formula 2,
Ar 1 and Ar 2 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group of 1 to 30 carbon atoms, 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 combined with an adjacent group to form a ring,
Ar 3 is 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,
a and b are each independently 0 or 1,
L 1 and L 2 are each independently a substituted or unsubstituted cycloalkylene group of 3 to 10 ring-forming carbon atoms, a substituted or unsubstituted heterocycloalkylene group of 2 to 10 ring-forming carbon atoms, a substituted or unsubstituted cycloalkenylene group of 3 to 10 ring-forming carbon atoms, a substituted or unsubstituted arylene group of 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group of 2 to 60 ring-forming carbon atoms,
p and s are each independently an integer from 0 to 4,
q and r are each independently an integer from 0 to 3, and
R 1 to R 5 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, a substituted or unsubstituted silyl group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group of 1 to 60 carbon atoms, a substituted or unsubstituted heterocycloalkyl group of 3 to 60 ring-forming carbon atoms, a substituted or unsubstituted aryl group of 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group of 2 to 60 ring-forming carbon atoms.
22. The light emitting diode of claim 20 , wherein the first to fifth hole transport layers each have a thickness in a range of about 100 Å to about 1,000 Å.
23. A display device comprising:
a plurality of light emitting diodes, each of the plurality of light emitting diodes including:
a first electrode;
a hole transport region disposed on the first electrode;
an emission layer disposed on the hole transport region;
an electron transport region disposed on the emission layer; and
a second electrode disposed on the electron transport region,
wherein the hole transport region of at least one of the plurality of light emitting diodes comprises:
a first hole transport layer disposed adjacent to the first electrode, the first hole transport layer having a first refractive index;
a second hole transport layer disposed adjacent to the emission layer, the second hole transport layer having a second refractive index; and
a third hole transport layer disposed between the first hole transport layer and the second hole transport layer, the third hole transport layer having a third refractive index which is greater than each of the first refractive index and the second refractive index.
24. The display device of claim 23 , wherein
a difference between the third refractive index and the first refractive index is greater than about 0.1, and
a difference between the third refractive index and the second refractive index is greater than about 0.1.
25. The display device of claim 23 , wherein
the first electrode is a reflective electrode, and
the second electrode is a transmissive electrode or a transflective electrode.
26. The display device of claim 23 , wherein
the first hole transport layer and the second hole transport layer each independently comprises an amine compound represented by Formula 1, and
the third hole transport layer comprises a compound represented by Formula 2:
wherein in Formula 1,
Ar a to Ar c are each independently a substituted or unsubstituted aryl group of 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group of 3 to 30 ring-forming carbon atoms,
at least two of R a to R c are each independently an adamantyl group or a cyclohexyl group, and
the remainder of R a to R c is a hydrogen atom, a deuterium atom, a halogen atom, a cyano group, a substituted or unsubstituted oxy group, a substituted or unsubstituted thio group, a substituted or unsubstituted amine group, or a substituted or unsubstituted alkyl group of 1 to 20 carbon atoms,
wherein in Formula 2,
Ar 1 and Ar 2 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted alkyl group of 1 to 30 carbon atoms, 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 combined with an adjacent group to form a ring,
Ar 3 is 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,
a and b are each independently 0 or 1,
L 1 and L 2 are each independently a substituted or unsubstituted cycloalkylene group of 3 to 10 ring-forming carbon atoms, a substituted or unsubstituted heterocycloalkylene group of 2 to 10 ring-forming carbon atoms, a substituted or unsubstituted cycloalkenylene group of 3 to 10 ring-forming carbon atoms, a substituted or unsubstituted arylene group of 6 to 30 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene group of 2 to 60 ring-forming carbon atoms,
p and s are each independently an integer from 0 to 4,
q and r are each independently an integer from 0 to 3, and
R 1 to R 5 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an amino group, a substituted or unsubstituted silyl group, a substituted or unsubstituted oxy group, a substituted or unsubstituted alkyl group of 1 to 60 carbon atoms, a substituted or unsubstituted heterocycloalkyl group of 3 to 60 ring-forming carbon atoms, a substituted or unsubstituted aryl group of 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroaryl group of 2 to 60 ring-forming carbon atoms.