IP Library Granted Patent US 9,157,023
Granted Patent B2
US 9,157,023 · App. 10/579,413 · Granted Oct 13, 2015

Light-emitting device with an iridium complex

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Quick Facts
Patent No.
US 9,157,023
App. No.
10/579,413
Granted
Oct 13, 2015
Kind
B2
Abstract

The invention relates to a light-emitting device comprising at least a substrate, an anode, a light-emitting layer and a cathode whereby the light-emitting layer contains an iridium complex IrL 3 and whereby at least two ligands L are a dibenzoquinoline. The invention relates in particular to the complexes Ir(dibenzo[f,h]quinoline) 2 (pentane-2,4-dionate) and Ir(dibenzo[f,h]quinoline) 3 which emit light with a wavelength of λ max =545 nm and λ max =595 nm respectively.

Claims (23)

1. A light-emitting device, comprising:

at least a substrate;

an anode;

a light-emitting layer; and

a cathode,

wherein the light-emitting layer includes an iridium complex IrL 3 , L 3 being three ligands, and wherein two ligands of the three ligands are a dibenzoquinoline, and a third ligand of the three ligands is selected from the following group: 7,7-dimethyl-1,1,1,2,2,3,3-heptafluorine-4,6-octane dionate (fod), 1,1,1,5,5,5-hexafluoropentane-2,4-dionate (hfa), 4,4,4-trifluoro 1-(2-thienyl)butane-1,3-dionate (ttfa), 4,4,4-trifluorine-1-(2-naphthyl)butane-1,3-dionate (tfnb) and 4,4,4-trifluoro-1-(1-napthyl)butane-1,3-dionate.

2. The light-emitting device as claimed in claim 1 , wherein the dibenzoquinoline is dibenzo[f,h]quinoline.

3. The light-emitting device as claimed in claim 1 , wherein the light-emitting layer includes a further light-emitting material.

4. The light-emitting device as claimed in claim 3 , wherein the further light-emitting material is a further iridium complex.

5. An iridium complex IrL 3 , L 3 being three ligands, comprising:

two ligands of the three ligands that are dibenzoquinolines; and

a third ligand of the three ligands is selected from the following group: 7,7-dimethyl-1,1,1,2,2,3,3-heptafluorine-4,6-octane dionate (fod), 1,1,1,5,5,5-hexafluoropentane-2,4-dionate (hfa), 4,4,4-trifluoro 1-(2-thienyl)butane-1,3-dionate (ttfa), 4,4,4-trifluorine-1-(2-naphthyl)butane-1,3-dionate (tfnb) and 4,4,4-trifluoro-1-(1-napthyl)butane-1,3-dionate.

6. The light-emitting device according to claim 1 , wherein the third ligand of the three ligands is 7,7-dimethyl-1,1,1,2,2,3,3-heptafluorine-4,6-octane dionate (fod).

7. The light-emitting device according to claim 1 , wherein the dibenzoquinoline ligands include substituents R 1 , R 2 , R 3 according to the compound:

wherein the substituents R 1 , R 2 and R 3 are selected from the group consisting of: linear or branched C 1 -C 8 -alkyl groups, C 2 -C 6 -alkenyl groups, C 1 -C 3 cycloalkyl groups, C 2 -C 6 -alkynyl groups, aryl groups, heteroaryl groups, C 1 -C 6 -heteocycloalkyl groups, amines, phosphates, phosphine groups, phosphine oxide groups, halogens, sulphate groups, sulphonate groups, sulphone groups, carboxylates, C 2 -C 6 alkoxyl groups, and phosphate groups.

8. The light-emitting device according to claim 7 , wherein the R 1 , R 2 and R 3 substituents are different.

9. The iridium complex IrL 3 according to claim 5 , wherein the third ligand of the three ligands is 7,7-dimethyl-1,1,1,2,2,3,3-heptafluorine-4,6-octane dionate (fod).

10. The iridium complex IrL 3 according to claim 5 , wherein the third ligand of the three ligands is 1,1,1,5,5,5-hexafluoropentane-2,4-dionate (hfa).

11. The iridium complex IrL 3 according to claim 5 , wherein the third ligand of the three ligands is 4,4,4-trifluoro 1-(2-thienyl)butane-1,3-dionate (ttfa).

12. The iridium complex IrL 3 according to 5 , wherein the third ligand of the three ligands is 4,4,4-trifluorine-1-(2-naphthyl)butane-1,3-dionate (tfnb).

13. The iridium complex IrL 3 according to 5 , wherein the third ligand of the three ligands is 4,4,4-trifluoro-1-(1-napthyl)butane-1,3-dionate.

14. The light-emitting device as claimed in claim 1 , wherein the dibenzoquinoline is selected from the group consisting of: dibenzo[c,f]quinoline, dibenzo[c,d,e]quinoline, and dibenzo[f,g]quinoline.

15. The light-emitting device as claimed in claim 1 , wherein the light-emitting layer further includes a matrix material selected from the group consisting of: 4,4′,4″-tri(N-carbazolyl)triphenyl amine (TCTA), 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP) and 1,3,5-tris-(1-phenyl-1H-benzimidazole-2-yl)benzole (TPBI).

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 26, 2018
From: KONINKLIJKE PHILIPS N.V.
To: BEIJING XIAOMI MOBILE SOFTWARE CO., LTD.
Reel/Frame 046633/0913 →
CHANGE OF NAME Recorded Jul 25, 2018
From: KONINKLIJKE PHILIPS ELECTRONICS N.V.
To: KONINKLIJKE PHILIPS N.V.
Reel/Frame 047407/0258 →
CHANGE OF ADDRESS Recorded Jul 25, 2018
From: KONINKLIJKE PHILIPS ELECTRONICS N.V.
To: KONINKLIJKE PHILIPS ELECTRONICS N.V.
Reel/Frame 046703/0202 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 3, 2015
From: BOERNER, HERBERT FRIEDRICH; HUMMEL, HELGA
To: KONINKLIJKE PHILIPS ELECTRONICS N.V.
Reel/Frame 036489/0608 →