IP Library › Granted Patent US 12,349,590
Granted Patent B2
US 12,349,590 · App. 17/137,825 · Granted Jul 1, 2025

Organic electric element, display panel comprising the same and display device comprising the same

Inventors: Jicheol Shin (Gyeonggi-do, KR); Seonkeun Yoo (Gyeonggi-do, KR); Jeongdae Seo (Gyeonggi-do, KR); Shinhan Kim (Gyeonggi-do, KR); JooYong Yoon (Gyeonggi-do, KR); Jun Yun (Gyeonggi-do, KR); DongHeon Kim (Gyeonggi-do, KR); YongHan Lee (Gyeonggi-do, KR); SungJae Lee (Gyeonggi-do, KR)
Assignees: LG DISPLAY CO., LTD.; LG CHEM, LTD.
H10K85/633H10K85/615H10K50/17
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Quick Facts
Patent No.
US 12,349,590
App. No.
17/137,825
Granted
Jul 1, 2025
Kind
B2
Abstract

Provided are an organic electric element, a display panel and a display device including the organic electric element which include a charge generating layer including a first layer comprising a first compound and a second compound and a second layer comprising a third compound so that they may have excellent efficiency or lifespan.

Claims (54)

1. An organic electric element comprising:

a first electrode;

a second electrode; and

an organic layer positioned between the first electrode and the second electrode,

wherein the organic layer comprises a first layer, and

the first layer comprises:

a dopant including a first compound represented by one or more of the following chemical formula 1 and chemical formula 2, and

a host including a second compound:

in the chemical formula 1 and the chemical formula 2,

R 1 to R 6 , which are same or different, are each independently one selected from the group consisting of a hydrogen; a deuterium; a tritium; a halogen; a cyano group; a nitro group; a C 6 -C 60 aryl group; a fluorenyl group; a C 2 -C 60 hetero ring group containing at least one hetero atom from O, N, S, Si and P; a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring; a C 1 -C 50 alkyl group; a C 2 -C 20 alkenyl group; a C 2 -C 20 alkynyl group; a C 1 -C 30 alkoxy group; a C 6 -C 30 aryloxy group; a C 3 -C 60 alkylsilyl group; a C 18 -C 60 arylsilyl group; and a C 8 -C 60 alkylarylsilyl group, and one or more of R 1 to R 6 is the cyano group,

A 1 to A 4 , which are the same or different, are each independently one selected from the group consisting of a hydrogen; a deuterium; a tritium; a halogen; a cyano group; a nitro group; a C 6 -C 60 aryl group; a fluorenyl group; a C 2 -C 60 hetero ring group containing at least one hetero atom from O, N, S, Si and P; a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring; a C 1 -C 50 alkyl group; a C 2 -C 20 alkenyl group; a C 2 -C 20 alkynyl group; a C 1 -C 30 alkoxy group; a C 6 -C 30 aryloxy group; a C 3 -C 60 alkylsilyl group; a C 18 -C 60 arylsilyl group; and a C 8 -C 60 alkylarylsilyl group,

in R 1 to R 6 and A 1 to A 4 of the chemical formula 1 and the chemical formula 2, each of the aryl group, the fluorenyl group, the hetero ring group, the fused ring group, the alkyl group, the alkenyl group, the alkynyl group, the alkoxy group, the aryloxy group, the alkylsilyl group, the arylsilyl group, and the alkylarylsilyl group is optionally substituted with at least one substituent selected from the group consisting of a deuterium; a nitro group; a cyano group; a halogen; an amino group; a C 1 -C 20 alkoxyl group; a C 1 -C 20 alkyl group; a C 2 -C 20 alkenyl group; a C 2 -C 20 alkynyl group; a C 6 -C 20 aryl group; a C 6 -C 20 aryl group substituted with the deuterium; a fluorenyl group; a C 2 -C 20 hetero ring group; a C 3 -C 60 alkylsilyl group; a C 18 -C 60 arylsilyl group; and a C 8 -C 60 alkylarylsilyl group,

and

wherein the second compound is the following chemical compound:

2. The organic electric element according to claim 1 , wherein the first compound is represented by one or more of the following chemical formula 4 and chemical formula 5:

in the chemical formula 4 and the chemical formula 5,

n and m are each independently an integer from 0 to 5,

R 7 to R 8 , which are the same or different, are each independently one selected from the group consisting of a deuterium; a tritium; a halogen; a cyano group; a C 1 -C 50 alkyl group; and a C 1 -C 30 alkoxy group, and

each of the alkyl group and the alkoxy group is optionally substituted with at least one substituent selected from the group consisting of a deuterium and a halogen.

3. The organic electric element according to claim 1 , wherein the first compound is represented by one or more of the following chemical formula 6 and formula 7:

in the chemical formula 6 and the chemical formula 7,

R 1 to R 6 are the same as R 1 to R 6 defined in the chemical formulas 1 and 2.

4. The organic electric element according to claim 1 , wherein the first compound is one or more of the following chemical compounds:

5. The organic electric element according to claim 1 , wherein the first electrode is an anode electrode, the second electrode is a cathode electrode, the organic layer further comprises a light emitting layer, and the first layer is positioned between the first electrode and the light emitting layer.

6. The organic electric element according to claim 1 , wherein the following general formula 1 is satisfied:

0.32 eV≤ K L 1 −H 2 ≤0.8 eV  [general formula 1]

in the general formula 1, L 1 is the LUMO energy level of the first compound, and H 2 is the HOMO(Highest Occupied Molecular Orbital) energy level of the second compound.

7. The organic electric element according to claim 1 , wherein the organic layer further comprises a light emitting layer comprising a third compound, and the following general formula 2 is satisfied:

0.80 eV≤ L 1 −H 3 ≤1.4 eV  [general formula 2]

in the general formula 2, L 1 is the LUMO(LowestUnoccupied Molecular Orbital) energy level of the first compound, and H 3 is the HOMO(Highest Occupied Molecular Orbital) energy level of the third compound.

8. The organic electric element according to claim 1 , wherein the organic layer further comprises a light emitting layer comprising a third compound, and the following general formula 3 is satisfied:

0.40 eV≤ H 2 −H 3 ≤0.9 eV  [general formula 3]

in the general formula 3, H 2 is the HOMO(Highest Occupied Molecular Orbital) energy level of the second compound, and H 3 is the HOMO(Highest Occupied Molecular Orbital) energy level of the third compound.

9. A display panel comprising a subpixel comprising the organic electric element of claim 1 .

10. A display device comprising;

the display panel of claim 9 ; and

a driving circuit for driving the display panel.

11. The organic electric element according to claim 1 , wherein the first compound is represented by one or more of the following chemical formula 4 and chemical formula 5:

in the chemical formula 4 and the chemical formula 5,

A 1 to A 4 are each a cyano group,

R 1 and R 4 are each independently one selected from the group consisting of a hydrogen; a deuterium; a tritium; and fluorine,

R 2 , R 3 , and R 5 are the same as R 2 , R 3 , and R 5 defined in the chemical formulas 1 and 2,

n and m are each independently an integer from 0 to 5,

R 7 to R 8 , which are the same or different, are each independently one selected from the group consisting of a deuterium; a tritium; a cyano group; a C 1 -C 50 alkyl group; and a C 1 -C 30 alkoxy group, and

each of the alkyl group and the alkoxy group is optionally substituted with at least one fluorine.

12. The organic electric element according to claim 11 , wherein R 7 to R 8 , which are the same or different, are each independently one selected from the group consisting of a cyano group; a fluorine-substituted C 1 alkyl group; and a fluorine-substituted C 1 alkoxy group.

13. The organic electric element according to claim 1 , wherein the first compound is:

14. The organic electric element according to claim 1 , wherein the first compound is:

15. The organic electric element according to claim 1 , wherein the first compound is:

16. The organic electric element according to claim 1 , wherein the first layer is a hole injection layer.

17. The organic electric element according to claim 1 , wherein the first layer includes 10% by weight of the first compound.

18. The organic electric element according to claim 1 , wherein the first compound is a dopant, and the second compound is a host.

19. The organic electric element according to claim 14 , wherein the first layer is a hole injection layer, and

wherein the first compound is a dopant, and the second compound is a host.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 30, 2020
From: SHIN, JICHEOL; YOO, SEONKEUN; SEO, JEONGDAE; KIM, SHINHAN; YOON, JOOYONG; YUN, JUN; KIM, DONGHEON; LEE, YONGHAN; LEE, SUNGJAE
To: LG DISPLAY CO., LTD.; LG CHEM, LTD.
Reel/Frame 054780/0359 →
Priority Claims (1)
KR 10-2019-0179837 · Dec 31, 2019 · national
Continuity (1)
Related Publication 20210202847A1 · Jul 1, 2021
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