IP Library Granted Patent US 8,669,547
Granted Patent B2
US 8,669,547 · App. 12/911,241 · Granted Mar 11, 2014

Organic light-emitting diode luminaires

Inventors: Daniel David Lecloux (Wilmington, DE); Norman Herron (Newark, DE); Vsevolod Rostovtsev (Swarthmore, PA)
Assignee: E I du Pont de Nemours and Company
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 8,669,547
App. No.
12/911,241
Granted
Mar 11, 2014
Kind
B2
Abstract

There is provided an organic light-emitting diode luminaire. The luminaire includes a patterned first electrode, a second electrode, and an electroluminescent layer therebetween. The electroluminescent layer includes: a host material capable of electroluminescence having an emission color that is blue; a first electroluminescent dopant having an emission color that is green; and a second electroluminescent dopant having an emission color that is in the red/orange region. The additive mixing of all the emitted colors results in an overall emission of white light.

Claims (74)

1. An organic light-emitting diode luminaire comprising a first electrode, a second electrode, and an electroluminescent layer therebetween, the electroluminescent layer comprising:

a host material capable of electroluminescence having an emission color that is blue;

a first electroluminescent dopant having an emission color that is green, wherein the first electroluminescent dopant is an organometallic complex of Ir; and

a second electroluminescent dopant having an emission color that is in a red/orange region, wherein the second electroluminescent dopant is an organometallic complex of Ir;

wherein the additive mixing of the three mission colors results in an overall emission of white light;

wherein the weight ratio of host: (total dopant) is in the range of 10:1 to 1000:1;

wherein the weight ratio of (first dopant):(second dopant) is in the range of 1:1 to 100:1; and

wherein the triplet energy of the host is high enough so that it does not quench the emission from the organometallic electroluminescent dopants.

2. The luminaire of claim 1 , wherein the host material is a tris-cyclometallated complex having the formula IrL 3 or a bis-cyclometallated complex having the formula IrL 2 Y, where Y is a monoanionic bidentate ligand and L has a formula selected from the group consisting of Formula L-1 through Formula L-12:

where:

R 1 through R 8 are the same or different and are selected from the group consisting of H, D, electron-donating groups, and electron-withdrawing groups, and R 9 is H, D or alkyl; and

* indicates a point of coordination with Ir.

3. The luminaire of claim 2 , wherein:

R 1 is H, D, F, or alkyl;

R 2 is H, D or alkyl;

R 3 ═H, D, F, alkyl, OR 10 , NR 10 2 ;

R 4 ═H or D;

R 5 ═H, D or F;

R 6 ═H, D, F, CN, aryl, fluoroalkyl, or diaryloxophosphinyl;

R 7 ═H, D, F, alkyl, aryl, or diaryloxophosphinyl;

R 8 ═H, D, CN, alkyl, fluoroalkyl;

R 9 ═H, D, aryl or alkyl; and

R 10 =alkyl, where adjacent R 10 groups can be joined to form a saturated ring.

4. The luminaire of claim 1 , wherein the first electroluminescent dopant with green emission color is a tris-cyclometallated complex having the formula IrL 3 or a bis-cyclometallated complex having the formula IrL 2 Y, where Y is a monoanionic bidentate ligand and L has a formula selected from the group consisting of L-1, L-3 through L-7, and L-9 through L-17:

where:

R 1 through R 8 are the same or different and are selected from the group consisting of H, D, electron-donating groups, and electron-withdrawing groups, and R 9 is H, D, or alkyl; and

* represents a point of coordination with Ir.

5. The luminaire of claim 4 , wherein:

R 1 ═H, D or F;

R 2 ═H, D, F, or alkyl;

R 3 ═H, D or diarylamino;

R 4 ═H, D or F;

R 5 ═H, D or alkyl, or R 4 and R 5 may be joined together to form a 6-membered aromatic ring;

R 6 ═H, D, CN, F, aryl, fluoroalkoxy, N-carbazolyl, diphenyl-N-carbazolyl or

R 7 ═H, D, F, fluoroalkoxy, N-carbazolyl, or diphenyl-N-carbazolyl;

R 8 ═H, D or F; and

R 9 ═H, D, aryl or alkyl.

6. The luminaire of claim 1 , wherein the second electroluminescent dopant has red emission color and is a tris-cyclometallated complex having the formula IrL 3 or a bis-cyclometallated complex having the formula IrL 2 Y, where Y is a monoanionic bidentate ligand and L has a formula selected from the group consisting of Formula L-18, L-19 and L-20:

where:

R 1 through R 6 and R 21 through R 30 are the same or different and are selected from the group consisting of H, D, electron-donating groups, and electron-withdrawing groups; and

* represents a point of coordination with Ir.

7. The luminaire of claim 6 , wherein:

R 1 through R 4 and R 21 through R 26 are the same or different and are H, D, alkyl, alkoxy, or silyl, or R 1 and R 2 , R 2 and R 3 or R 3 and R 4 in L-18, or R 23 and R 24 or R 24 and R 25 in L-19 and L-20 can be joined together to form a hydrocarbon ring or hetero ring;

R 27 ═H, D, F, alkyl, silyl, or alkoxy;

R 28 ═H, D, CN, alkyl, fluoroalkyl, fluoroalkoxy, silyl, or aryl; and

R 29 ═H, D, F, CN, alkyl, silyl, alkoxy, fluoroalkoxy, or aryl

R 30 ═H, D, CN, alkyl, fluoroalkyl, fluoroalkoxy, or silyl.

8. The luminaire of claim 1 , wherein the second electroluminescent dopant has red-orange emission color and is a tris-cyclometallated complex having the formula IrL 3 or a bis-cyclometallated complex having the formula IrL 2 Y, where Y is a monoanionic bidentate ligand and L has a formula selected from the group consisting of Formula L-18, L-19, L-20 and L-21:

where:

R 1 through R 6 and R 21 through R 30 are the same or different and are selected from the group consisting of H, D, electron-donating groups, and electron-withdrawing groups; AND

* represents a point of coordination with Ir.

9. The luminaire of claim 8 , wherein:

R 1 through R 4 and R 21 through R 26 are the same or different and are H, D, alkyl, silyl, or alkoxy, or R 1 and R 2 , R 2 and R 3 or R 3 and R 4 in ligand L-18, or R 23 and R 24 or R 24 and R 25 in ligand L-19 and L-20, or R 23 and R 24 , R 24 and R 25 , or R 25 and R 26 can be joined together to form a hydrocarbon ring or hetero ring;

R 27 ═H, D, alkyl, or silyl;

R 28 ═H, D, alkyl, or silyl;

R 29 ═H, D, alkyl, silyl, alkoxy, fluoroalkoxy, or aryl; and

R 30 ═H, D, alkyl, or silyl.

10. The luminaire of claim 1 , wherein the second electroluminescent dopant has orange emission color and is a tris-cyclometallated complex having the formula IrL 3 or a bis-cyclometallated complex having the formula IrL 2 Y, where Y is a monoanionic bidentate ligand and L has a formula selected from the group consisting of Formula L-18, L-19, L-20 and L-21:

where:

R 1 through R 6 and R 21 through R 30 are the same or different and are selected from the group consisting of H, D, electron-donating groups, and electron-withdrawing groups; and

* represents a point of coordination with Ir.

11. The luminaire of claim 10 , wherein:

R 1 through R 4 and R 21 through R 26 are the same or different and are H, D, alkyl, or silyl, or R 1 and R 2 , R 2 and R 3 or R 3 and R 4 in ligand L-18, or R 16 and R 17 or R 17 and R 18 in ligand L-19 and L-20, or R 16 and R 17 , R 17 and R 18 , or R 18 and R 19 in ligand L-21 can be joined together to form a hydrocarbon ring or hetero ring;

R 27 ═H, D, or F;

R 28 ═H, D, F or aryl;

R 29 ═H, D, F, alkyl, or silyl; and

R 30 ═H, D, or F.

12. The luminaire of claim 2 , 4 , 6 , 8 or 10 , wherein Y is selected from the group consisting of Y-1, Y-2 and Y-3

wherein:

R 11 is the same or different at each occurrence and is selected from the group consisting of alkyl and fluoroalkyl;

R 12 is H, D, or F; and

R 13 is the same or different at each occurrence and is selected from the group consisting of alkyl and fluoroalkyl.

13. The luminaire of claim 1 , wherein the weight ratio of host:(total dopant) is in the range of 20:1 to 80:1.

14. The luminaire of claim 1 , wherein the weight ratio of first dopant:second dopant is in the range of 5:1 to 50:1.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 16, 2010
From: LECLOUX, DANIEL DAVID; HERRON, NORMAN; ROSTOVTSEV, VSEVOLOD
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 025511/0906 →
Continuity (3)
Provisional Application 61362403 · Jul 8, 2010
Provisional Application 61255920 · Oct 29, 2009
Related Publication 20110127501A1 · Jun 2, 2011