Delayed fluorescence compound, and organic light emitting diode and display device using the same

Patent metadata

Field	Value
Publication number	US-10135005-B2
Application number	US-201815920358-A
Country	US
Kind code	B2
Filing date	Mar 13, 2018
Priority date	Nov 12, 2014
Publication date	Nov 20, 2018
Grant date	Nov 20, 2018

Abstract

Embodiments relate to a delayed fluorescence compound of Formula 1:

or Formula 2:

The excitons in the triplet state are engaged in emission such that the emitting efficiency of the delayed fluorescent compound is increased. Embodiments also relate to a display device with an organic light emitting diode (OLED) that includes the delayed fluorescence compound.

First claim

What is claimed is:

1. An organic light emitting diode, comprising:
an organic emitting layer including a delayed fluorescence compound of Formula 1:

wherein a difference between a singlet energy of the delayed fluorescence compound and a triplet energy of the delayed fluorescence compound is less than 0.3 eV.

2. The organic light emitting diode according to claim 1 , wherein m is 1, and X 1 is selected from Formula 2, wherein each of L 1 is from Formula 3:

wherein each of R 5 and R 6 in the Formula 3 is independently selected from hydrogen or C1 alkyl through C10 alkyl.

3. The organic light emitting diode according to claim 1 , further comprising:
a first electrode; and
a second electrode,
wherein the organic emitting layer is between the first electrode and the second electrode.

4. The organic light emitting diode according to claim 1 , wherein the organic emitting layer further includes a host, and the delayed fluorescence compound is used as a dopant.

5. The organic light emitting diode according to claim 4 , wherein a difference between a HOMO of the host and a highest occupied molecular orbital (HOMO) of the dopant or a difference between a lowest unoccupied molecular orbital (LUMO) of the host and a LUMO of the dopant is less than 0.5 eV.

6. The organic light emitting diode according to claim 4 , wherein the host is selected from:

7. The organic light emitting diode according to claim 1 , wherein the organic emitting layer includes a hole injection layer (HIL), a hole transporting layer (HTL), an emitting material layer (EML), an electron transporting layer (ETL), and an electron injection layer (EIL), and
wherein at least one of the HIL, the HTL, the EML, the ETL, and the EIL includes the delayed fluorescence compound.

8. An organic light emitting diode, comprising:
an organic emitting layer including a host, a first dopant and a second dopant,
wherein the first dopant is represented by Formula 1:

9. The organic light emitting diode according to claim 8 , wherein m is 1, and X 1 is selected from Formula 2, wherein each of L 1 is from Formula 3:

wherein each of R 5 and R 6 in the Formula 3 is independently selected from hydrogen or C1 alkyl through C10 alkyl.

10. The organic light emitting diode according to claim 8 , further comprising:
an anode; and
a cathode,
wherein the organic emitting layer is between the anode and the cathode.

11. The organic light emitting diode according to claim 10 , wherein the organic emitting layer includes a first layer and a second layer, and
wherein the first layer includes the host and the first dopant, and the second layer includes the host and the second dopant.

12. The organic light emitting diode according to claim 11 , wherein the first layer is between the anode and the second layer.

13. The organic light emitting diode according to claim 11 , wherein the first layer is between the cathode and the second layer.

14. The organic light emitting diode according to claim 11 , wherein the organic emitting layer further includes a third layer, and
wherein the third layer includes the host and the first dopant, and the second layer is between the first layer and the third layer.

15. The organic light emitting diode according to claim 11 , wherein the organic emitting layer further includes a third layer, and
wherein the third layer includes the host and the second dopant, and the first layer is between the second layer and the third layer.

16. The organic light emitting diode according to claim 8 , wherein a triplet energy of the first dopant is smaller than a triplet energy of the host and larger than a triplet energy of the second dopant.

17. The organic light emitting diode according to claim 8 , wherein the host is selected from:

Assignees

• Lg Display Co Ltd

Inventors

• Yang Joong-Hwan
• Yoon Kyung-Jin
• Noh Hyo-Jin
• Yoon Dae-Wi
• Shin In-Ae
• Kim Jun-Yun

Classifications

• C09K11/025

  non-luminescent particle coatings or suspension media · CPC title

• C07D409/10

  linked by a carbon chain containing aromatic rings · CPC title

• C07D401/04

  directly linked by a ring-member-to-ring-member bond · CPC title

• C07D401/10

  linked by a carbon chain containing aromatic rings · CPC title

• C07D219/02 Primary

  with only hydrogen, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system · CPC title