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US 6,919,139 B2Granted
Electroluminescent iridium compounds with phosphinoalkoxides and phenylpyridines or phenylpyrimidines and devices made with such compounds
AssigneeE. I. Du Pont de Nemours and Company
InventorsVladimir Grushin, Viacheslav A. Petrov
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Abstract
The present invention is generally directed to electroluminescent Ir(III) compounds with phosphinoalkoxides and phenylpyridines or phenylpyrimidines, and devices that are made with the Ir(III) compounds.
Claims5
An organic electronic device comprising an active layer, wherein at least 20% by weight of the active layer comprises at least one compound having Formula I below:
- IrLaLbL′ (I)
- where
- La and Lb are alike or different and each of La and Lb has Formula II:
- wherein:
- R1 through R8 are independently selected from hydrogen, deuterium, alkyl, alkoxy, halogen, nitro, cyano, fluoro, Cn(H+F)2n+1, OCn(H+F)2n+1, and OCF2X, where n is an integer from 1 through 12, and X is H, Cl, or Br, and
- A is C or N, provided that when A is N, there is no R1;
- and
- L′ is a bidentate phosphino alkoxide ligand having Formula III:
- wherein:
- R9 can be the same or different at each occurrence and is selected from C6F5 and C6HpY5−p,
- R10 can be the same or different at each occurrence and is selected from H, F, and Cn(H+F)2n+1;
- Y is CF3;
- n is an integer from 1 through 12;
- m is 2 or 3;
- p is 3 or 4.
12 more elements
A compound having Formula I below:
- IrLaLbL′ (I)
- where:
- La and Lb are alike and each of La and Lb has Formula II:
- L′ is a bidentate phosphino alkoxide ligand, and wherein the compound is selected from compounds 2-a, 2-b, 2-d, 2-g, 2-i, 2-m, 2-n, 2-p, 2-r, 2-t, 2-u, and 2-v, where A is C, La is the same as Lb, and L′ and R1 through R8 are as shown below:
- Com-
- pound
- L’
- R1
- R2
- R3
- R4
- R5
- R6
- R7
- R8
- 2-b
- PO-2
- H
- CH3
- H
- H
- F
- H
- F
- H
- 2-d
- PO-2
- H
- H
- H
- H
- F
- H
- F
- H
- 2-g
- PO-2
- H
- CH3
- H
- H
- H
- CF3
- H
- CF3
- 2-i
- PO-2
- H
- H
- CH3
- H
- F
- H
- F
- H
- 2-m
- PO-3
- H
- H
- CH3
- H
- F
- H
- F
- H
- 2-n
- PO-3
- H
- CH3
- H
- H
- F
- H
- F
- H
- 2-p
- PO-2
- H
- H
- H
- H
- CH3O
- H
- CH3O
- H
- 2-r
- PO-2
- H
- CH3
- H
- H
- H
- CF3
- H
- H
- 2-t
- PO-4
- H
- CH3
- H
- H
- H
- CF3
- H
- CF3
- 2-u
- PO-4
- H
- CH3
- H
- H
- F
- H
- F
- H
- 2-v
- PO-2
- H
- H
- H
- H
- H
- H
- H
- H
- where:
- t-Bu is a tertiary butyl group;
- PO-2 is 1,1-bis(trifluoromethyl)-2-(bis(3′5′-ditrifluoromethylphenyl)phosphino)ethoxide;
- PO-3 is 1,1-bis(trifluoromethyl)-2-(bis(4′-trifluoromethylphenyl)phosphino)ethoxide;
- PO-4 is 1,1-bis(trifluoromethyl)-2-(bis(pentafluorophenyl)phosphino)ethoxide.
127 more elements
Dependencies are inferred from the claim text.