IP Library Granted Patent US 11,538,998
Granted Patent B2
US 11,538,998 · App. 16/711,168 · Granted Dec 27, 2022

Organic compound, light emitting diode and light emitting device having the compound

Inventors: Na Yeon Lee (Paju-si, KR); So Mang Kim (Paju-si, KR)
Assignee: LG DISPLAY CO., LTD.
H01L51/0061C07D209/86C07D209/88H01L51/0072H01L51/502H01L51/5004H01L51/506H01L51/5064H01L2251/552
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Quick Facts
Patent No.
US 11,538,998
App. No.
16/711,168
Granted
Dec 27, 2022
Kind
B2
Abstract

The present disclosure relates to an organic compound having a binaphthyl core and a group connected to the biphenyl core and having excellent charge mobility property, and a light emitting diode and a light emitting device having the organic compound. The organic compound can be applied into the light emitting diode by using solution process and has very deep HOMO energy level. When the organic compound is applied into a chare transfer layer, a HOMO energy level bandgap between the charge transfer layer and an emitting material layer is reduced so that holes and electrons can be injected into the emitting material layer in a balanced manner.

Claims (37)

1. An organic compound selected from anyone having the following structure of Chemical Formula 4:

2. A light emitting diode, comprising:

first and second electrodes facing each other; and

an emissive layer between the first and second electrodes and including a hole transfer layer,

wherein the hole transfer layer includes an organic compound selected from anyone having the following structure of Chemical Formula 4:

3. The light emitting diode of claim 2 , wherein the emissive layer further comprises an emitting material layer.

4. The light emitting diode of claim 3 , wherein the hole transfer layer is disposed between the emitting material layer and one of the first and second electrodes acting as an anode.

5. The light emitting diode of claim 4 , wherein the hole transfer layer includes a hole injection layer between the anode and the emitting material layer and a hole transport layer disposed between the hole injection layer and the emitting material layer.

6. The light emitting diode of claim 5 , wherein the hole transport layer includes the organic compound.

7. The light emitting diode of claim 6 , wherein the hole transport layer includes the organic compound as a dopant.

8. The light emitting diode of claim 7 , wherein the hole transport layer include anyone host having the following structure of Chemical Formulae 5 to 8:

wherein each of R 31 to R 34 is independently unsubstituted or substituted linear or branched C 1 ˜C 20 alkyl group, unsubstituted or substituted C 1 ˜C 20 alkoxy group, unsubstituted or substituted C 5 ˜C 30 aryl group or unsubstituted or substituted C 4 ˜C 30 hetero aryl group; each of a and b is independently an integer of 1 to 4; n is an integer of equal to or more than 1; and m is an integer of 1 to 10.

9. The light emitting diode of claim 5 , wherein the hole transport layer includes a first hole transport layer disposed between the hole injection layer and the emitting material layer and a second hole transport layer disposed between the first hole transport layer and the emitting material layer.

10. The light emitting diode of claim 9 , wherein the second hole transport layer includes the organic compound.

11. The light emitting diode of claim 9 , wherein the first hole transport layer includes an organic material having anyone of the following structure of Chemical Formulae 5 to 8:

wherein each of R 31 to R 34 is independently unsubstituted or substituted linear or branched C 1 ˜C 20 alkyl group, unsubstituted or substituted C 1 ˜C 20 alkoxy group, unsubstituted or substituted C 5 ˜C 30 aryl group or unsubstituted or substituted C 4 ˜C 30 hetero aryl group; each of a and b is independently an integer of 1 to 4; n is an integer of equal to or more than 1; and m is an integer of 1 to 10.

12. The light emitting diode of claim 3 , wherein the emitting material layer includes inorganic luminescent particles.

13. The light emitting diode of claim 12 , wherein the inorganic luminescent particles include quantum dots (QDs) or quantum rods (QRs).

14. A light emitting device, comprising:

a substrate; and

a light emitting diode according to claim 2 over the substrate.

15. The light emitting device of claim 14 , wherein the light emitting device includes a light emitting display device and a light emitting illumination device.

16. An organic compound having the following structure of Chemical Formula 2:

wherein each of R 11 and R 12 is independently protium, deuterium, tritium or linear or branched C 1 ˜C 10 alkyl group; each of Ar 3 and Ar 4 is C 10 ˜C 30 fused hetero aryl group; each of R 13 and R 14 is independently C 5 ˜C 30 aryl amino group unsubstituted or substituted with linear or branched C 1 ˜C 10 alkyl group, C 4 ˜C 30 hetero aryl amino group unsubstituted or substituted with linear or branched C 1 ˜C 10 alkyl group, C 5 ˜C 30 aryl group unsubstituted or substituted with a group selected from the group consisting of linear or branched C 1 ˜C 10 alkyl group, C 5 ˜C 30 aryl group, C 4 ˜C 30 hetero aryl group and combination thereof; or C 4 ˜C 30 hetero aryl group unsubstituted or substituted with a group selected from the group consisting of linear or branched C 1 ˜C 10 alkyl group, C 5 -C 30 aryl group, C 4 ˜C 30 hetero aryl group and combination thereof; each of o and p is independently a number of substituents R 13 and R 14 and an integer of 1 to 2; and each of m and n is independently an integer of 0 or 1.

17. A light emitting diode, comprising:

first and second electrodes facing each other; and

an emissive layer between the first and second electrodes and including a hole transfer layer,

wherein the hole transfer layer includes an organic compound having the following structure of Chemical Formula 2:

wherein each of R 11 and R 12 is independently protium, deuterium, tritium, linear or branched C 1 ˜C 10 alkyl group or C 1 ˜C 10 alkoxy group; each of Ar 3 and Ar 4 is C 10 ˜C 30 fused hetero aryl group; each of R 13 and R 14 is independently C 5 ˜C 30 aryl amino group unsubstituted or substituted with linear or branched C 1 ˜C 10 alkyl group, C 4 ˜C 30 hetero aryl amino group unsubstituted or substituted with linear or branched C 1 ˜C 10 alkyl group, C 5 ˜C 30 aryl group unsubstituted or substituted with a group selected from the group consisting of linear or branched C 1 ˜C 10 alkyl group, C 5 ˜C 30 aryl group, C 4 ˜C 30 hetero aryl group and combination thereof; or C 4 ˜C 30 hetero aryl group unsubstituted or substituted with a group selected from the group consisting of linear or branched C 1 ˜C 10 alkyl group, C 5 ˜C 30 aryl group, C 4 ˜C 30 hetero aryl group and combination thereof; each of o and p is independently a number of substituents R 13 and R 14 and an integer of 1 to 2; and each of m and n is independently an integer of 0 or 1.

18. The light emitting diode of claim 17 , wherein the emissive layer further comprises an emitting material layer.

19. The light emitting diode of claim 18 , wherein the hole transfer layer is disposed between the emitting material layer and one of the first and second electrodes acting as an anode.

20. The light emitting diode of claim 19 , wherein the hole transfer layer includes a hole injection layer between the anode and the emitting material layer and a hole transport layer disposed between the hole injection layer and the emitting material layer.

21. The light emitting diode of claim 20 , wherein the hole transport layer includes the organic compound.

22. The light emitting diode of claim 20 , wherein the hole transport layer includes a first hole transport layer disposed between the hole injection layer and the emitting material layer and a second hole transport layer disposed between the first hole transport layer and the emitting material layer.

23. The light emitting diode of claim 22 , wherein the second hole transport layer includes the organic compound.

24. The light emitting diode of claim 18 , wherein the emitting material layer includes inorganic luminescent particles.

25. The light emitting diode of claim 24 , wherein the inorganic luminescent particles include quantum dots (QDs) or quantum rods (QRs).

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 14, 2019
From: LEE, NA YEON; KIM, SO MANG
To: LG DISPLAY CO., LTD.
Reel/Frame 051286/0382 →
Priority Claims (1)
KR 10-2018-0159939 · Dec 12, 2018 · national
Continuity (1)
Related Publication 20200194678A1 · Jun 18, 2020
Cited By (2)
US 12,312,526 US 12,378,473