Organometallic complexes, and organic electroluminescent device and display using the same

• US 10,411,199 B2
• Filed: 06/19/2013
• Issued: 09/10/2019
• Est. Priority Date: 12/12/2012
• Status: Expired due to Fees

• Current Assignee: Samsung Electronics Co. Ltd., Cheil Industries Incorporated (Samsung Group)
• Original Assignee: Samsung Electronics Co. Ltd.
• Inventors: Noh, Chang Ho, Kwon, O Hyun, Rupasree, Ragini Das, Kravchuk, Dmitry, Choi, Hyeon Ho
• Primary Examiner(s): Yang, Jay
• Application Number:
  US13/921,646
• Publication Number:
  US 20140158998A1
• Time in Patent Office: 2,274 Days
• Field of Search: None
• CPC Class Codes: C07F 15/0033 Iridium compounds
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: C09K 2211/1007 Non-condensed systems
• CPC Class Codes: C09K 2211/1029 containing one nitrogen atom as the heteroatom
• CPC Class Codes: C09K 2211/1044 containing two nitrogen atoms as heteroatoms
• CPC Class Codes: C09K 2211/185 of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd
• CPC Class Codes: H05B 33/14 characterised by the chemical or physical composition or the arrangement of the electroluminescent material , or by the simultaneous addition of the electroluminescent material in or onto the light source
• CPC Class Codes: H10K 85/342 comprising iridium
• CPC Class Codes: H10K 85/40 Organosilicon compounds, e.g. TIPS pentacene
• CPC Class Codes: H10K 85/654 comprising only nitrogen as heteroatom H10K85/652 takes precedence
• CPC Class Codes: H10K 85/6572 comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole

Abstract

An organometallic complex represented by Chemical Formula 1:

wherein M, CyN, CyC, X¹, X², R₁ to R⁴, R′ and n are described in the specification.

Claims

1. An organometallic complex represented by Chemical Formula 1:

2. The organometallic complex of claim 1, wherein the organometallic complex is represented by Chemical Formula 2:

3. The organometallic complex of claim 1, wherein the cyclometalating ligand is represented by Chemical Formula S-1:

4. The organometallic complex of claim 1, wherein the cyclometalating ligand is represented by Chemical Formula S-2:

5. The organometallic complex of claim 1, wherein the cyclometalating ligand is represented by Chemical Formula S-3:

6. An organometallic complex represented by Chemical Formula 1,

8. The organometallic complex of claim 1, wherein the M is Ir or Pt.

10. An organic electroluminescent device comprising

a first electrode;

a second electrode; and

an organic layer disposed between the first and second electrodes,

wherein the organic layer comprises the organometallic complex according to claim 1.

11. The organic electroluminescent device of claim 10, wherein the organic layer is an emission layer.

12. The organic electroluminescent device of claim 11, wherein an amount of the organometallic complex is about 1 to about 30 parts by weight based on 100 parts by weight of an emission layer-forming material.

13. A display device comprising the organic electroluminescent device according to claim 10.

14. The display device of claim 13, wherein the organic layer is an emission layer.

15. The display device of claim 13, wherein an amount of the organometallic complex is about 1 to about 30 parts by weight based on 100 parts by weight of an emission layer-forming material.

16. The display device of claim 13, wherein the organometallic complex is represented by Chemical Formula 2:

7. An organometallic complex represented by Chemical Formula 1,

9. An organometallic complex represented by one of Chemical Formulae A-1, A-2, A-4 to A-19, and A-22 to A-29: