IP Library Granted Patent US 9,911,929
Granted Patent B2
US 9,911,929 · App. 15/239,160 · Granted Mar 6, 2018

Light emitting compounds

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Quick Facts
Patent No.
US 9,911,929
App. No.
15/239,160
Granted
Mar 6, 2018
Kind
B2
Abstract

Claimed is a cyclometallated organometallic light emitting complex having two tridentate ligand portions sharing a central heterocycle “A” providing a binding-site for each of the two metals (formula I): Formula (I): A more illustrative embodiment is formula (XII): Characterizing for the invention is that either one of XI and X2 and either one of Y1 and Y2 is carbon. The dinuclear complexes are for use in OLEDs.

Claims (24)

1. A complex of Formula (V):

wherein

R x represents one or more groups selected from: H and a substituent, which substituents may be the same or different;

A′ is pyrimidine, and

wherein W 1 and W 2 are the nitrogen atoms of said pyrimidine ring;

wherein M 1 and M 2 are each, independently, iridium or platinum;

wherein G 1 and G 2 represent first and second aromatic moieties respectively and Z 3 is one or more bonds by which the first aromatic moiety G 1 is joined to the second aromatic moiety G 2 and

wherein G 3 and G 4 represent first and second aromatic moieties respectively and Z 6 is one or more bonds by which the first aromatic moiety G 3 is joined to the second aromatic moiety G 4 ;

wherein X 1 , X 2 and W 1 are coordinated to metal atom M 1 ;

wherein Y 1 , Y 2 and W 2 are coordinated to metal atom M 2 ;

wherein at least one of atoms X 1 and X 2 is connected to said metal atom M 1 via an organometallic bond and/or wherein at least one of atoms Y 1 and Y 2 is connected to said metal atom M 2 via an organometallic bond; wherein each of X 1 , X 2 , Y 1 and Y 2 is independently carbon or nitrogen;

Z 1 and Z 2 are one or more bonds;

T 1 and T 2 are auxiliary ligands in which m and n are 0 or an integer sufficient to satisfy the respective coordination requirements of M 1 and M 2 , and where m and n are 2 or more, each respective auxiliary ligand may be the same or different.

2. The complex according to claim 1 , wherein at least one of X 1 , X 2 , Y 1 and Y 2 is carbon.

3. The complex according to claim 1 , wherein at least one of X 1 and X 2 is carbon and at least one of Y 1 and Y 2 is carbon.

4. The complex according to claim 1 , wherein each of Y 1 and Y 2 is independently carbon or nitrogen.

5. The complex according to claim 1 , wherein one of Y 1 and Y 2 is nitrogen and the other is carbon.

6. The complex according to claim 1 wherein the substituent is selected from the group consisting of hydroxy, carboxy, carboxamido, imino, alkanoyl, cyano, cyanomethyl, nitro, amino, halogen, C 1-12 alkyl, C 1-12 haloalkyl, C 1-12 alkoxy, C 1-12 haloalkoxy, C 3-6 cycloalkyl, aryl, aryl-C 1-12 alkyl, and C 1-12 alkyl aryl.

7. An organic light emitting diode (OLED) comprising or including a complex as claimed in claim 1 .

8. The complex according to claim 1 , having the structure of Formula (XI):

wherein A′, M 1 and M 2 , X 1 and X 2 , Y I and Y 2 , Z 1 and Z 2 ; T 1 , T 2 , m, n, R x and R I to R 14 are as hereinabove defined.

9. A complex according to claim 1 , having the structure of Formula (XII):

wherein:

M 1 and M 2 , W 1 and W 2 , X 1 and X 2 , Y 1 and Y 2 , Z 1 and Z 2 , R x , R 1 to R 14 , T 1 , T 2 , m and n are as hereinabove defined.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 15, 2023
From: MERCK PATENT GMBH
To: UDC IRELAND LIMITED
Reel/Frame 064004/0725 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 21, 2016
From: KOZHEVNIKOV, VALERY; LANOE, PIERRE-HENRI
To: MERCK PATENT GMBH
Reel/Frame 039813/0495 →