IP Library Granted Patent US 11,588,113
Granted Patent B2
US 11,588,113 · App. 16/518,414 · Granted Feb 21, 2023

Organic light emitting diode and organic light emitting device having the same

Inventors: Tae-Ryang Hong (Paju-si, KR); Hyong-Jong Choi (Paju-si, KR); Jun-Yun Kim (Paju-si, KR); Wan-Pyo Hong (Daejeon, KR); Jin-Joo Kim (Daejeon, KR); Hong-Sik Yoon (Seoul, KR)
Assignees: LG DISPLAY CO., LTD.; LG CHEM, LTD.
H01L51/0072C07D405/14C07D409/14C09K11/06H01L51/0073H01L51/0074C09K2211/1018H01L51/5004H01L51/5016H01L51/5278H01L2251/5376H01L2251/552
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Quick Facts
Patent No.
US 11,588,113
App. No.
16/518,414
Granted
Feb 21, 2023
Kind
B2
Abstract

Disclosed is an organic light emitting diode (OLED) includes a first emitting material layer, which includes a first compound and a second compound, and a second emitting material layer, which includes a third compound and a fourth compound, wherein a HOMO energy level of the first compound is higher than a HOMO energy level of the second compound and a HOMO energy level of the third compound is lower than a HOMO energy level of the fourth compound, and an organic light emitting device having the OLED. The OLED and the organic light emitting device disclosed have enhanced luminous efficiency, color purity and luminous life span as well as low driving voltage by applying the emitting material layer.

Claims (27)

1. An organic light emitting diode, comprising:

a first electrode and a second electrode, wherein the first electrode and the second electrode face each other; and

an emitting material layer disposed between the first and second electrodes,

wherein the emitting material layer includes a first emitting material layer and a second emitting material layer, the first emitting material layer including a first compound and a second compound, and the second emitting material layer including a third compound and a fourth compound,

wherein an excited state singlet energy level of the first compound is higher than an excited state singlet energy level of the second compound,

wherein an excited state singlet energy level and an excited state triplet energy level of the third compound are each higher than an excited state singlet energy level and an excited state triplet energy level of the fourth compound, respectively,

wherein a Highest Occupied Molecular Orbital (HOMO) energy level of the first compound is higher than a HOMO energy level of the second compound,

wherein the first compound comprises an organic compound having the following structure of Chemical Formula 1:

wherein each of R 1 to R 24 is independently hydrogen, deuterium, tritium, silyl group, C 1 ˜C 20 alkyl group, C 1 ˜C 20 alkoxy group, C 1 ˜C 20 alkyl amino group, C 5 ˜C 30 aryl group, C 4 ˜C 30 hetero aryl group, C 5 ˜C 30 alkyl aryl group, C 4 ˜C 30 hetero alkyl aryl group, C 5 ˜C 30 aryloxyl group, C 4 ˜C 30 hetero aryloxyl group, C 5 ˜C 30 aryl amino group or C 4 ˜C 30 hetero aryl amino group, respectively; each of X 1 , X 2 and X 3 is independently CR 25 R 26 , NR 27 , oxygen (O) or sulfur (S), respectively, wherein each of R 25 , R 26 and R 27 is independently hydrogen, deuterium, tritium, C 1 ˜C 20 alkyl group or C 1 ˜C 20 alkoxy group,

wherein the second compound comprises any one of the following structures of Chemical Formula 7 or Chemical Formula 8:

wherein the third compound includes a compound TH-49, TH-50, TH-51 or TH-52, or an organic compound having the following structure of Chemical Formula 3:

wherein each of R 31 to R 45 is independently hydrogen, deuterium, tritium, silyl group, C 1 ˜C 10 alkyl group, C 1 ˜C 10 alkoxy group, C 1 ˜C 10 alkyl amino group, C 5 ˜C 30 aryl group, C 4 ˜C 30 hetero aryl group, C 5 ˜C 30 alkyl aryl group, C 4 ˜C 30 hetero alkyl aryl group, C 5 ˜C 30 aryloxyl group, C 4 ˜C 30 hetero aryloxyl group, C 5 ˜C 30 aryl amino group or C 4 ˜C 30 hetero aryl amino group, or adjacent two groups among R 31 to R 45 forms a fused aryl ring or a fused hetero aryl ring each of which is unsubstituted or substituted with C 5 ˜C 30 aryl group or C 4 ˜C 30 hetero aryl group; each of Y 1 and Y 2 is independently NR 46 , oxygen (O) or sulfur (S), wherein R 46 is hydrogen, deuterium, tritium, C 1 ˜C 20 alkyl group or C 1 ˜C 20 alkoxy group, and

wherein the fourth compound comprises any one of the following structures of Chemical Formula 9:

2. The organic light emitting diode of claim 1 , wherein a Lowest Unoccupied Molecular Orbital (LUMO) energy level of the third compound is higher than a LUMO energy level of the fourth compound.

3. The organic light emitting diode of claim 2 , wherein a HOMO energy level of the third compound is lower than a HOMO energy level of the fourth compound.

4. The organic light emitting diode of claim 1 , wherein a HOMO energy level and a Lowest Unoccupied Molecular Orbital (LUMO) energy level of the first compound are each higher than a HOMO energy level and a LUMO energy level of the third compound, respectively.

5. The organic light emitting diode of claim 1 , wherein an energy level bandgap between the excited state singlet energy level and the excited state triplet energy level of the fourth compound is equal to or less than about 0.3 eV.

6. The organic light emitting diode of claim 1 , further comprising a third emitting material layer disposed between the second emitting material layer and the second electrode, wherein the third emitting material layer comprises a fifth compound and a sixth compound.

7. The organic light emitting diode of claim 6 , wherein an excited state singlet energy level of the fifth compound is higher than an excited state singlet energy level of the sixth compound.

8. The organic light emitting diode of claim 1 , wherein the third compound comprises an organic compound having the flowing structure of Chemical Formula 4 or Chemical Formula 5:

wherein each of R 31 to R 45 , Y 1 and Y 2 is identical as defined in Chemical Formula 3, respectively.

9. An organic light emitting device, comprising:

a substrate; and

the organic light emitting diode according to claim 1 disposed over the substrate.

10. The organic light emitting device of claim 9 , wherein the organic light emitting device comprises an organic light emitting display device.

11. The organic light emitting diode of claim 1 , wherein the first compound is selected from any one of the following structures:

12. The organic light emitting diode of claim 1 , wherein the third compound is selected from any one of the following structures:

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 23, 2019
From: HONG, TAE-RYANG; CHOI, HYONG-JONG; KIM, JUN-YUN; HONG, WAN-PYO; KIM, JIN-JOO; YOON, HONG-SIK
To: LG DISPLAY CO., LTD.; LG CHEM, LTD.
Reel/Frame 049833/0587 →
Priority Claims (1)
KR 10-2018-0128298 · Oct 25, 2018 · national
Continuity (1)
Related Publication 20200136059A1 · Apr 30, 2020