IP Library Granted Patent US 9,893,305
Granted Patent B2
US 9,893,305 · App. 14/726,603 · Granted Feb 13, 2018

Indenotriphenylene-based iridium complexes for organic electroluminescence device

Inventor: Feng-Wen Yen (Taipei, TW)
H01L51/0085C07F15/0033C09K11/025C09K11/06H01L51/0067H01L51/0072H01L51/5016H01L51/5024C09K2211/185
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,893,305
App. No.
14/726,603
Granted
Feb 13, 2018
Kind
B2
Abstract

The present invention discloses an indenotriphenylene-based iridium complexes is represented by the following formula (1), the organic EL device employing the derivative as light emitting dopant of emitting layer can display good performance like as lower driving voltage and power consumption, increasing efficiency and half-life time. wherein A ring represents an imidazole, a pyridine, a quinoline and an isoquinoline, X 1 -X 2 represents a bidentate ligand, and m, n and R 1 to R 4 are the same definition as described in the present invention.

Claims (20)

1. An indenotriphenylene-based iridium complex represented by the following formula (1):

wherein ring A represents an imidazole, a pyridine, a quinoline and an isoquinoline, X 1 -X 2 represents a bidentate ligand, m represents an integer of 0 to 2, n represents an integer of 0 to 8, R 1 to R 4 are independently selected from the group consisting of a hydrogen atom, a halide, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms and a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

2. The indenotriphenylene-based iridium complex according to claim 1 , wherein X 1 -X 2 represents one of the following formulas:

wherein X is a divalent bridge selected from the atom or group consisting from O, S, C(R 8 ) 2 , N(R 9 ) and Si(R 10 ) 2 , R 5 to R 10 are independently selected from the group consisting of a hydrogen atom, a halide, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms and a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

3. The indenotriphenylene-based iridium complex according to claim 1 , wherein the indenotriphenylene-based iridium complex of formula (1) is represented by one of the following formula (2) to formula (31):

wherein X 1 -X 2 represents a bidentate ligand, m represents an integer of 0 to 2, n represents an integer of 0 to 8, R 1 to R 4 are independently selected from the group consisting of a hydrogen atom, a halide, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms and a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

4. The indenotriphenylene-based iridium complex according to claim 3 , wherein X 1 -X 2 represents one of the following formulas:

wherein X is a divalent bridge selected from the atom or group consisting from O, S, C(R 8 ) 2 , N(R 9 ) and Si(R 10 ) 2 , R 5 to R 10 are independently selected from the group consisting of a hydrogen atom, a halide, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms and a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

5. An organic electroluminescent device comprising a pair of electrodes consisting of a cathode and an anode, and a light emitting layer and one or more organic thin film layer between the pair of electrodes, wherein at least one of the organic thin film layer and the light emitting layer comprises the indenotriphenylene-based iridium complex of claim 1 .

6. The organic electroluminescent device according to claim 5 , wherein the light emitting layer comprises an emitting dopant of the indenotriphenylene-based iridium complex of formula (1).

7. The organic electroluminescent device according to claim 5 , wherein the light emitting layer comprises two or three types of emitting dopant of the indenotriphenylene-based iridium complex of formula (1).

8. The organic electroluminescent device according to claim 5 , wherein the light emitting layer comprises an emitting host with one of the following formulas:

wherein X is a divalent bridge selected from the atom or group consisting from O, S, C(R 8 ) 2 , N(R 9 ) and Si(R 10 ) 2 , m represents an integer of 0 to 4, n represents an integer of 0 to 8, R 1 to R 4 and R 8 to R 10 are independently selected from the group consisting of a hydrogen atom, a halide, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms and a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

9. The organic electroluminescent device according to claim 8 , wherein the light emitting host is selected from the group consisting of:

10. The organic electroluminescent device according to claim 5 , wherein the light emitting layer comprises two or three types of emitting host with one of the following formulas:

wherein X is a divalent bridge selected from the atom or group consisting from O, S, C(R 8 ) 2 , N(R 9 ) and Si(R 10 ) 2 , m represents an integer of 0 to 4, n represents an integer of 0 to 8, R 1 to R 4 and R 8 to R 10 are independently selected from the group consisting of a hydrogen atom, a halide, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms and a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

11. The organic electroluminescent device according to claim 10 , wherein the emitting host are selected from the group consisting of:

12. The organic electroluminescent device according to claim 5 , wherein the light emitting layer emits phosphorescent red, blue, green or yellow lights.

13. The organic electroluminescent device according to claim 5 , wherein the device is an organic light emitting device.

14. The organic electroluminescent device according to claim 5 , wherein the device is a lighting panel.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 6, 2023
From: LUMINESCENCE TECHNOLOGY CORP.
To: UDC IRELAND LIMITED
Reel/Frame 064819/0513 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 4, 2018
From: YEN, FENG-WEN
To: LUMINESCENCE TECHNOLOGY CORP.
Reel/Frame 047061/0285 →
Continuity (1)
Related Publication 20160351835A1 · Dec 1, 2016