IP Library › Granted Patent US 12,428,596
Granted Patent B2
US 12,428,596 · App. 17/329,506 · Granted Sep 30, 2025

Organic light emitting device

Inventors: Sang-Beom Kim (Paju-si, KR); Seung-Hee Yoon (Paju-si, KR); In-Bum Song (Paju-si, KR); Shiren Kazushi (Paju-si, KR); Sasada Yasuyuki (Paju-si, KR)
Assignee: LG Display Co., Ltd.
C09K11/06H10K85/626H10K85/631H10K85/633H10K85/654H10K85/6572H10K85/658C09K2211/1007H10K50/131H10K50/18H10K59/12H10K59/38
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Quick Facts
Patent No.
US 12,428,596
App. No.
17/329,506
Granted
Sep 30, 2025
Kind
B2
Abstract

The present disclosure relates to an organic light emitting device. In particular, the present disclosure relates to an organic light emitting diode and an organic light emitting device each of which includes at least one emitting material layer comprising an anthracene-based host substituted with at least one deuterium and a boron-based dopant, at least one electron blocking layer comprising an aryl-substituted amine-based compound, and optionally at least one hole blocking layer comprising at least one of an azine-based compound and a benzimidazole-based compound. The organic light emitting diode and the organic light emitting device has improved luminous efficiency and enhanced luminous lifespan.

Claims (39)

1. An organic light emitting device comprising:

a substrate; and

an organic light emitting diode over the substrate, the organic light emitting diode including a first electrode, a second electrode facing the first electrode and an emissive layer disposed between the first electrode and the second electrode,

wherein the emissive layer comprises at least one emitting material layer disposed between the first electrode and the second electrode and at least one electron blocking layer disposed between the first electrode and the at least one emitting material layer,

wherein the at least one emitting material layer includes a first host of an anthracene-based compound and a first dopant of a boron-based compound,

wherein an anthracene core of the first host is deuterated, and

wherein the at least one electron blocking layer includes an amine-based compound having the following structure of Formula 5:

wherein each of R 61 to R 62 and R 64 is independently monocyclic aryl or polycyclic aryl, R 63 is monocyclic arylene or polycyclic arylene, wherein at least one of R 61 to R 64 is polycyclic, and

wherein the first dopant is selected from the following compounds:

2. The organic light emitting device of claim 1 , wherein the anthracene-based compound has the following Formula 1:

wherein each of R 1 and R 2 is independently C 6 -C 30 aryl or C 5 -C 30 hetero aryl; L 1 is C 6 -C 30 arylene; a is 0 or 1; and b is an integer of 1 to 8.

3. The organic light emitting device of claim 1 , wherein the first host is selected from the following compounds:

4. The organic light emitting device of claim 1 , wherein the amine-based compound is selected from the following compounds:

5. The organic light emitting device of claim 1 , the emissive layer further comprises at least one hole blocking layer disposed between the at least one emitting material layer and the second electrode.

6. The organic light emitting deice of claim 5 , wherein the at least one hole blocking layer includes at least one of an azine-based compound having the following structure of Formula 7 and a benzimidazole-based compound having the following structure of Formula 9:

wherein each of Y 1 to Y 5 is independently CR 71 or N, one to three of Y 1 to Y 5 is N, and R 71 is C 6 -C 30 aryl; L 3 is C 6 -C 30 arylene; R 72 is C 6 -C 30 aryl or C 5 -C 30 hetero aryl, wherein the C 6 -C 30 aryl is optionally substituted with another C 6 -C 30 aryl or C 5 -C 30 hetero aryl or forms a spiro structure with a C 10 -C 30 fused aryl ring or a C 10 -C 30 fused hetero aryl ring, wherein the another C 6 -C 30 aryl is optionally further substituted with other C 6 -C 30 aryl or C 5 -C 30 hetero aryl or forms a spiro structure with a C 10 -C 30 fused aryl ring; R 73 is hydrogen or adjacent two of R 73 form a fused aromatic ring; f is 0 or 1; g is 1 or 2; and h is an integer of 0 to 4;

wherein Ar is C 10 -C 30 arylene; R 81 is C 6 -C 30 aryl or C 5 -C 30 hetero aryl, each of the C 6 -C 30 aryl and the C 5 -C 30 hetero aryl is optionally substituted with C 1 -C 10 alkyl; and each of R 82 and R 83 is independently hydrogen, C 1 -C 10 alkyl or C 6 -C 30 aryl.

7. The organic light emitting device of claim 6 , wherein the azine-based compound is selected from the following compounds:

8. The organic light emitting device of claim 6 , wherein the benzimidazole-based compound is selected from the following compounds:

9. The organic light emitting device of claim 1 , wherein the emissive layer further comprises a first emitting part disposed between the first and second electrodes, a second emitting part disposed between the first emitting part and the second electrode and a first charge generation layer disposed between the first emitting part and the second emitting part,

wherein the first emitting part includes a first emitting material layer and a first electron blocking layer disposed between the first electrode and the first emitting material layer,

wherein the second emitting part includes a second emitting material layer, and

wherein at least one of the first emitting material layer and the second emitting material layer includes the first host and the first dopant.

10. The organic light emitting device of claim 9 , the second emitting part further comprises a second electron blocking layer disposed between the first charge generation layer and the second emitting material layer, and wherein at least one of the first electron blocking layer and the second electron blocking layer includes the amine-based compound having the structure of Formula 5.

11. The organic light emitting device of claim 10 , the emissive layer further comprises at least one of a first hole blocking layer disposed between the first emitting material layer and the first charge generation layer and a second hole blocking layer disposed between the second emitting material layer and the second electrode.

12. The organic light emitting device of claim 11 , wherein the at least one of the first hole blocking layer and the second hole blocking layer includes at least one of an azine-based compound having the following structure of Formula 7 and a benzimidazole-based compound having the following structure of Formula 9:

wherein each of Y 1 to Y 5 is independently CR 71 or N, one to three of Y 1 to Y 5 is N, and R 71 is C 6 -C 30 aryl; L 3 is C 6 -C 30 arylene; R 72 is C 6 -C 30 aryl or C 5 -C 30 hetero aryl, wherein the C 6 -C 30 aryl is optionally substituted with another C 6 -C 30 aryl or C 5 -C 30 hetero aryl or forms a spiro structure with a C 10 -C 30 fused aryl ring or a C 10 -C 30 fused hetero aryl ring, wherein the another C 6 -C 30 aryl is optionally further substituted with other C 6 -C 30 aryl or C 5 -C 30 hetero aryl or forms a spiro structure with a C 10 -C 30 fused aryl ring; R 73 is hydrogen or adjacent two of R 73 form a fused aromatic ring; f is 0 or 1; g is 1 or 2; and h is an integer of 0 to 4;

wherein Ar is C 10 -C 30 arylene; R 81 is C 6 -C 30 aryl or C 5 -C 30 hetero aryl, each of the C 6 -C 30 aryl and the C 5 -C 30 hetero aryl is optionally substituted with C 1 -C 10 alkyl; and each of R 82 and R 83 is independently hydrogen, C 1 -C 10 alkyl or C 6 -C 30 aryl.

13. The organic light emitting device of claim 9 , wherein the second emitting material layer emits yellow green or red green light.

14. The organic light emitting device of claim 13 , the emissive layer further comprises a third emitting part disposed between the second emitting part and the second electrode and a second charge generation layer disposed between the second emitting part and the third emitting part,

wherein the third emitting part includes a third emitting material layer, and

wherein the at least one of the first emitting material layer and the third emitting material layer includes the first host and the first dopant.

15. The organic light emitting device of claim 14 , the third emitting part further comprises a third electron blocking layer disposed between the second charge generation layer and the third emitting material layer, and wherein at least one of the first electron blocking layer and the third electron blocking layer includes the amine-based compound having the structure of Formula 5.

16. The organic light emitting device of claim 15 , the emissive layer further comprises at least one of a first hole blocking layer disposed between the first emitting material layer and the first charge generation layer, a second hole blocking layer disposed between the second emitting material layer and the second charge generation layer, and a third hole blocking layer disposed between the third emitting material layer and the second electrode.

17. The organic light emitting device of claim 16 , wherein at least one of the first, second and third hole blocking layers includes at least one of an azine-based compound having the following structure of Formula 7 and a benzimidazole-based compound having the following structure of Formula 9:

wherein each of Y 1 to Y 5 is independently CR 71 or N, one to three of Y 1 to Y 5 is N, and R 71 is C 6 -C 30 aryl; L 3 is C 6 -C 30 arylene; R 72 is C 6 -C 30 aryl or C 5 -C 30 hetero aryl, wherein the C 6 -C 30 aryl is optionally substituted with another C 6 -C 30 aryl or C 5 -C 30 hetero aryl or forms a spiro structure with a C 10 -C 30 fused aryl ring or a C 10 -C 30 fused hetero aryl ring, wherein the another C 6 -C 30 aryl is optionally further substituted with other C 6 -C 30 aryl or C 5 -C 30 hetero aryl or forms a spiro structure with a C 10 -C 30 fused aryl ring; R 73 is hydrogen or adjacent two of R 73 form a fused aromatic ring; f is 0 or 1; g is 1 or 2; and h is an integer of 0 to 4;

wherein Ar is C 10 -C 30 arylene; R 81 is C 6 -C 30 aryl or C 5 -C 30 hetero aryl, each of the C 6 -C 30 aryl and the C 5 -C 30 hetero aryl is optionally substituted with C 1 -C 10 alkyl; and each of R 82 and R 83 is independently hydrogen, C 1 -C 10 alkyl or C 6 -C 30 aryl.

18. The organic light emitting device of claim 1 , wherein the substrate defines a red pixel, a green pixel and a blue pixel and the organic light emitting diode is located correspondingly to the red pixel, the green pixel and the blue pixel, and the organic light emitting device further comprises a color conversion layer disposed between the substrate and the organic light emitting diode or over the organic light emitting diode correspondingly to the red pixel and the green pixel.

19. The organic light emitting device of claim 1 , wherein the substrate defines a red pixel, a green pixel and a blue pixel and the organic light emitting diode is located correspondingly to the red pixel, the green pixel and the blue pixel, and the organic light emitting device further comprises a color filter layer disposed between the substrate and the organic light emitting diode or over the organic light emitting diode correspondingly to the red pixel, the green pixel and the blue pixel.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 11, 2022
From: KIM, SANG-BEOM; YOON, SEUNG-HEE; SONG, IN-BUM; KAZUSHI, SHIREN; YASUYUKI, SASADA
To: LG DISPLAY CO., LTD.
Reel/Frame 058994/0334 →
Priority Claims (2)
KR 10-2020-0065125 · May 29, 2020 · national
KR 10-2021-0063694 · May 17, 2021 · national
Continuity (1)
Related Publication 20210384437A1 · Dec 9, 2021
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