IP Library › Granted Patent US 6,936,716
Granted Patent B1
US 6,936,716 · App. 10/903,631 · Granted Aug 30, 2005

Organometallic complex for organic electroluminescent device

Assignee: Au Optronics Corp.
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Quick Facts
Patent No.
US 6,936,716
App. No.
10/903,631
Granted
Aug 30, 2005
Kind
B1
Abstract

An organometallic complex having formula (I) wherein M is a transition metal; each A 1 and A 2 is independently a monodentate ligand, or A 1 and A 2 are covalently joined together to form a bidentate ligand; R 1 is H, C 1-18 alkyl, C 1-18 alkoxy, C 3-18 heteroalkyl, C 3-20 aryl, C 3-20 heteroaryl, or C 3-20 cycloalkyl; R 2 is the same or different and is H, C 1-18 alkyl, C 1-18 alkoxy, C 3-18 heteroalkyl, C 3-20 aryl, C 3-20 heteroaryl, or C 3-20 cycloalkyl, or two R 2 groups link together with the carbon atoms to which they are attached to form a 4- to 12-member aromatic or heteroaromatic ring; R 3 is the same or different and is H, CN, tricyanovinyl, halogen, CX 3 , C 1-18 alkyl, C 1-18 alkoxy, C 3-18 heteroalkyl, C 3-20 aryl, C 3-20 heteroaryl, or C 3-20 cycloalkyl, wherein X is halogen; m is the charge of M; n is 1, 2, or 3.

Claims (33)

1. An organometallic complex having formula (I)

wherein

M is a transition metal;

each A 1 and A 2 is independently a monodentate ligand, or A 1 and A 2 are covalently joined together to form a bidentate ligand;

R 1 is H, C 1-18 alkyl, C 1-18 alkoxy, C 3-18 heteroalkyl, C 3-20 aryl, C 3-20 heteroaryl, or C 3-20 cycloalkyl;

R 2 is the same or different and is C 1-18 alkyl, C 1-18 alkoxy, C 3-18 heteroalkyl, C 3-20 aryl, C 3-20 heteroaryl, or C 3-20 cycloalkyl;

R 3 is the same or different and is H, CN, tricyanovinyl, halogen, CX 3 , C 1-18 alkyl, C 1-18 alkoxy, C 3-18 heteroalkyl, C 3-20 aryl, C 3-20 heteroaryl, or C 3-20 cycloalkyl, wherein X is halogen;

m is the charge of M;

n is 1, 2, or 3.

2. The organometallic complex as claimed in claim 1 , wherein M is Ir, Pt, Os, Re, Ru, or Rh.

3. The organometallic complex as claimed in claim 1 , wherein A 1 and A 2 are covalently joined together to form a bidentate ligand.

4. The organometallic complex as claimed in claim 1 , wherein R 1 is an electron-donating group.

5. The organometallic complex as claimed in claim 1 , wherein R 1 is C 1-18 alkyl, C 1-18 alkoxy, C 3-18 heteroalkyl, C 3-20 aryl, or C 3-20 heteroaryl.

6. The organometallic complex as claimed in claim 1 , wherein R 3 is an electron-withdrawing group.

7. The organometallic complex as claimed in claim 1 , wherein R 3 is halogen, CN, tricyanovinyl or CX 3 , wherein X is halogen.

8. The organometallic complex as claimed in claim 7 , wherein R 3 is halogen.

9. The organometallic complex as claimed in claim 1 , which emits light.

10. The organometallic complex as claimed in claim 9 , which emits phosphorescence.

11. The organometallic complex as claimed in claim 10 , which emits blue phosphorescence.

12. The organometallic complex as claimed in claim 1 , which has a hole transport property.

13. An organic electroluminescent device, comprising a pair of electrodes and a layer of organic light emitting medium disposed between the pair of electrodes, wherein the layer of organic light emitting medium includes an organometallic complex having formula (I)

wherein

M is a transition metal;

each A 1 and A 2 is independently a monodentate ligand, or A 1 and A 2 are covalently joined together to form a bidentate ligand;

R 1 is H, C 1-18 alkyl, C 1-18 alkoxy, C 3-20 heteroalkyl, C 3-20 aryl, C 3-20 heteroaryl, or C 3-20 cycloalkyl;

R 2 is the same or different and is C 1-18 alkyl, C 1-18 alkoxy, C 3-20 heteroalkyl, C 3-20 aryl, C 3-20 heteroaryl, or C 3-20 cycloalkyl;

R 3 is the same or different and is H, CN, tricyanovinyl, halogen, CX 3 , C 1-18 alkyl, C 1-18 alkoxy, C 3-18 heteroalkyl, C 3-20 aryl, C 3-20 heteroaryl, or C 3-20 cycloalkyl, wherein X is halogen;

m is the charge of M;

n is 1, 2, or 3.

14. The organic electroluminescent device as claimed in claim 13 , wherein the layer of organic light emitting medium includes a light emitting layer, and the light emitting layer includes an organometallic complex of formula (I).

15. The organic electroluminescent device as claimed in claim 13 , wherein the layer of organic light emitting medium includes a light emitting layer and a hole transport layer, and the hole transport layer includes an organometallic complex of formula (I).

16. An organometallic complex, which is selected from the following formulae

17. An organic electroluminescent device, comprising a pair of electrodes and a layer of organic light emitting medium disposed between the pair of electrodes, wherein the layer of organic light emitting medium includes an organometallic complex, which is selected from the following formulae

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 4, 2023
From: TESCOM CO., LTD.
To: XIAMEN TIANMA DISPLAY TECHNOLOGY CO., LTD.
Reel/Frame 064491/0623 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 12, 2022
From: AU OPTRONICS CORPORATION
To: TESCOM CO., LTD.
Reel/Frame 059896/0532 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 30, 2004
From: LIN, CHENG-HUNG
To: AU OPTRONICS CORP.
Reel/Frame 015646/0176 →
Priority Claims (1)
TW 93113822 A · May 17, 2004 · national