IP Library › Granted Patent US 9,944,627
Granted Patent B2
US 9,944,627 · App. 15/590,394 · Granted Apr 17, 2018

Spiroacridine-triazine hybrids and applications for electroluminescent devices

Inventors: Ken-Tsung Wong (Taipei, TW); Chung-Chih Wu (Taipei, TW); Tanmay Chatterjee (Taipei, TW); Ting-An Lin (Taipei, TW); Wei-Lung Tsai (Taipei, TW); Meng-Jung Wu (Taipei, TW)
Assignee: NATIONAL TAIWAN UNIVERSITY
C07D403/02C07D221/06C07D221/22C07D253/065C07D255/02C07D403/06C07D403/08C07D403/10C07D403/12C07D487/10C09K11/07H01L51/0059H01L51/0062
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Quick Facts
Patent No.
US 9,944,627
App. No.
15/590,394
Granted
Apr 17, 2018
Kind
B2
Abstract

The present invention relates to compounds of the formula (1), to the use thereof in electroluminescent devices, and particularly organic electroluminescence devices, comprising said compounds according to the invention.

Claims (40)

1. An spiroacridine-triazine hybrid having the structure of formula (I) as described below:

wherein

Ar1 is selected from the group consisting of aryl, heteroaryl, multiple fused aryl ring, multiple fused aryl ring with hetero atom(s);

R1, R2, R3 are independently selected from the group consisting of hydrogen atom, linear alkyl, branched alkyl, cyclic alkyl, aryl, heteroaryl, multiple fused aryl ring, multiple fused aryl ring with hetero atom(s); and

 is selected from the group consisting of aryl, heteroaryl, multiple fused aryl ring, multiple fused aryl ring with hetero atom(s).

2. The spiroacridine-triazine hybrid of claim 1 , wherein Ar1 is phenyl.

3. The spiroacridine-triazine hybrid of claim 1 , wherein R1, R2, R3 are hydrogen atom.

4. The spiroacridine-triazine hybrid of claim 1 , wherein

5. The spiroacridine-triazine hybrid of claim 1 , having the structure of formula (II) as described below:

6. An electroluminescent device, comprising:

a first electrode;

a second electrode opposite to the first electrode; and

one or more organic material layers, which are interposed between the first electrode and the second electrode, and the organic material layers include a light emitting layer;

wherein at least one of the organic material layers comprises the spiroacridine-triazine hybrid of claim 1 .

7. The electroluminescent device of claim 6 , wherein the organic material layers further include one or more layer selected from the group consisting of a hole-transporting layer, a hole-blocking layer, an electrode-blocking layer, an electron-transporting layer, and an electron-injecting layer.

8. The electroluminescent device of claim 6 , wherein the emitting layer comprises the spiroacridine-triazine hybrid of claim 1 .

9. The electroluminescent device of claim 8 , wherein the emitting layer is a pure layer composed of the spiroacridine-triazine hybrid.

10. The electroluminescent device of claim 8 , wherein the emitting layer comprises:

a phosphorescent dopant, a fluorescent dopant, or a thermally activated delayed fluorescent dopant; and

the spiroacridine-triazine hybrid as an emitting or non-emitting host material.

11. The electroluminescent device of claim 8 , wherein the emitting layer comprises:

a host;

the spiroacridine-triazine hybrid as a co-host material or an assisted dopant material or an sensitizer material; and

a fluorescent dopant or a phosphorescent dopant or a thermally activated delayed fluorescent dopant.

12. The electroluminescent device of any one of claim 11 , wherein the host material is mCPCN.

13. The electroluminescent device of claim 8 , wherein the emitting layer comprises:

a host material; and

the spiroacridine-triazine hybrid as an emitting dopant.

14. The electroluminescent device of any one of claim 13 , wherein the host material is mCPCN.

15. The electroluminescent device of claim 8 , wherein the emitting layer comprises:

a host material;

the spiroacridine-triazine hybrid as an emitting dopant; and

a fluorescent dopant or a phosphorescent dopant or a thermally activated fluorescent dopant as the emitting co-dopant.

16. The electroluminescent device of any one of claim 15 , wherein the host material is mCPCN.

17. The electroluminescent device of claim 15 , wherein the fluorescent dopant or the phosphorescent dopant or the thermally activated fluorescent dopant is yellow or orange-red or red emitting dopant, and the electroluminescent device is a white organic light-emitting diode (WOLED).

18. The electroluminescent device of claim 6 , further comprising a substrate or superstrate adjacent to the first electrode, and the substrate or superstrate has an outer surface and an inner surface, the inner surface is facing the light emitting layer, and the outer surface is opposite to the inner surface and facing the air.

19. The electroluminescent device of claim 18 , wherein the outer surface of the substrate or superstrate is shaped or roughening treated for optical out-coupling, forming regular or irregular patterns.

20. The electroluminescent device of claim 19 , wherein the pattern comprising prism, pyramid, macrolens, microlens, micro-prism, micro-pyramid, or grating sheet.

21. The electroluminescent device of claim 18 , further comprising an optical element adjacent to the outer surface of the substrate or superstrate.

22. The electroluminescent device of claim 21 , wherein the optical element comprising a prism, a pyramid, a hemisphere lens, a macrolens sheet, a microlens sheet, a micro-prism sheet, a micro-pyramid sheet, a micro-particle layer, a nano-particle layer, a microporous layer, a nanoporous layer, a grating sheet, a scattering sheet, or a diffuser sheet.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 9, 2017
From: WONG, KEN-TSUNG; WU, CHUNG-CHIH; CHATTERJEE, TANMAY; LIN, TING-AN; TSAI, WEI-LUNG; WU, MENG-JUNG
To: NATIONAL TAIWAN UNIVERSITY
Reel/Frame 042428/0525 →
Continuity (2)
Provisional Application 62391663 · May 9, 2016
Related Publication 20170320855A1 · Nov 9, 2017