IP Library Granted Patent US 8,039,124
Granted Patent B2
US 8,039,124 · App. 11/993,483 · Granted Oct 18, 2011

Electro luminescent metal complexes

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Quick Facts
Patent No.
US 8,039,124
App. No.
11/993,483
Granted
Oct 18, 2011
Kind
B2
Abstract

Electro luminescent metal, e.g. Ir, complexes are disclosed. The metal complexes comprise at least one ligand L1 and at least one ligand L2, wherein ligand L1 is a 2-phenylpyridine ligand (I), comprising a phenyl ring (A) and a pyridine ring (B). The integers 2 to 9 denote positions in which substitutions can be made, and by the use of different substituents, e.g. 2,4-difluoro and 7-N(CH3)2, the emission wavelength of the complex may be tuned. The ligand L2 may e.g. be a compound of the following formula (II).

Claims (20)

1. A metal complex having at least one metal atom selected from the group consisting of Ir, Os, Ru, Pd, Pt, Re and Zn, said metal complex comprising at least one ligand that is a 2-phenylpyridine ligand (I), comprising a phenyl ring (A) and a pyridine ring (B),

where the integers 2 to 9 denote positions in which substitutions can be made, and wherein said pyridine ring (B) is substituted by 4-dimethylaminostyryl.

2. The metal complex of claim 1 , wherein said at least one metal atom includes Ir.

3. The metal complex of claim 1 , wherein said phenyl ring (A) is non-substituted or substituted in one of the following ways:

position 2=fluoro and position 4=fluoro; or

position 3=fluoro and position 5=fluoro; or

position 3=OR

R being the same or different at each occurrence and is H, alkyl, aryl, or adjacent R groups can join together to form a 5- or 6-membered ring.

4. The metal complex of claim 3 , wherein said pyridine ring (B) is substituted at position 7 with 4-dimethylaminostyryl or with a compound of the following formula (II):

wherein R 1 is 4-dimethylaminostyryl.

5. The metal complex of claim 3 , wherein R is CH 3 .

6. The metal complex of claim 3 , wherein said metal complex comprises at least one ligand L2 that includes at least one compound of the following formula (III):

wherein R 2 is selected from NR 2 or OR;

R being the same or different at each occurrence and is H, alkyl, aryl, or adjacent R groups can join together to form a 5- or 6-membered ring.

7. The metal complex of claim 6 , wherein the metal complex is anionic or cationic.

8. The metal complex of claim 7 , wherein said phenyl ring (A) is non-substituted and wherein R 2 of the ligand L2 is NR 2 .

9. The metal complex of claim 7 , wherein said phenyl ring (A) is substituted by fluoro in positions 2 and 4 and wherein R 2 of the ligand L2 is NR 2 .

10. The metal complex of claim 7 , wherein the metal complex comprises (R 3 ) 4 N + , NH 4 + , (R 3 ) 4 P + , Li + , Na + , K + , Rb + , Cs + , Ag + , Cu + , PF 6 − , F − , Cl − , I − , Br − , ClO 4 − , BF 4 − , CF 3 SO 3 − , (R 3 ) 4 B − , or mixtures thereof, wherein R 3 is an alkyl or aryl group.

11. The metal complex of claim 10 , wherein R 3 is butyl.

12. A method for manufacturing a light-emitting device comprising arranging an electroluminescent material between at least two electrodes, wherein said electroluminescent material comprises a metal complex according to claim 1 .

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 Dec 21, 2007
From: NAZEERUDDIN, MOHAMMAD KHAJA; WEGH, RENE THEODORUS; KLINK, STEVE; GRAETZEL, MICHAEL; KLEIN, CEDRIC NICOLAS
To: KONINKLIJKE PHILIPS ELECTRONICS N V
Reel/Frame 020716/0902 →