Synthesis of four coordinated palladium complexes and their applications in light emitting devices thereof

• US 9,755,163 B2
• Filed: 07/05/2016
• Issued: 09/05/2017
• Est. Priority Date: 04/30/2010
• Status: Active Grant

• Current Assignee: Arizona Board of Regents (University of Arizona)
• Original Assignee: Arizona Board of Regents (University of Arizona)
• Inventors: Li, Jian, Turner, Eric
• Primary Examiner(s): CARCANAGUE, DANIEL R
• Application Number:
  US15/202,058
• Publication Number:
  US 20170005278A1
• Time in Patent Office: 427 Days
• Field of Search: 546 4
• CPC Class Codes: C07D 213/643 2-Phenoxypyridines; Derivatives thereof
• CPC Class Codes: C07F 15/006 Palladium compounds
• CPC Class Codes: C07F 7/24 Lead compounds
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: C09K 2211/1007 Non-condensed systems
• CPC Class Codes: C09K 2211/1014 bridged by heteroatoms, e.g. N, P, Si or B
• 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 2101/10 Triplet emission
• CPC Class Codes: H10K 30/20 comprising organic-organic junctions, e.g. donor-acceptor junctions
• CPC Class Codes: H10K 30/50 Photovoltaic [PV] devices
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 85/341 Transition metal complexes, e.g. Ru(II)polypyridine complexes H10K85/331 takes precedence
• CPC Class Codes: Y02E 10/549 Organic PV cells

Abstract

Synthesis of four coordinated palladium complexes and their applications in light emitting devices thereof.

Claims

1. A compound represented by the formula:

2. An organic light-emitting diode (OLED) comprising, as an emissive material, a compound represented by the formula of claim 1.

3. An organic photovoltaic device comprising, as a donor or acceptor material, a compound represented by the formula of claim 1.

4. The compound of claim 1, which is represented by the formula:

5. The compound of claim 1, which is represented by the formula:

6. An organic light-emitting diode (OLED) comprising, as an emissive material, a compound represented by the formula of claim 4.

7. An organic photovoltaic device comprising, as a donor or acceptor material, a compound represented by the formula of claim 4.

8. The compound of claim 1, wherein the compound is represented by the formula:

9. The compound of claim 1, wherein Y^2a, Y^2b, Y^2c, and Y^2d are N.

10. The compound of claim 1, wherein Y^2a, Y^2b, Y^2c, and Y^2d are C or CH.

11. The compound of claim 1, wherein one of Y^2a, Y^2b, Y^2c, and Y^2d is N and the others are C or CH.

12. The compound of claim 1, wherein two of Y^2a, Y^2b, Y^2c, and Y^2d are N and the others are C or CH.

13. The compound of claim 1, wherein three of Y^2a, Y^2b, Y^2c, and Y^2d are N and the other is C or CH.

14. The compound of claim 1, wherein the ring which comprises Y^3a, Y^3b, Y^3c, Y^3d, and Y^3e groups is a heteroaryl group having one nitrogen atom.

15. The compound of claim 1, wherein the ring which comprises Y^3a, Y^3b, Y^3c, Y^3d, and Y^3e groups is a heteroaryl group having two nitrogen atoms.

16. The compound of claim 1, wherein the ring which comprises Y^3a, Y^3b, Y^3c, Y^3d, and Y^3e groups is a pyrazolyl group.

17. The compound of claim 1, wherein the ring which comprises Y^4a, Y^4b, Y^4c, and Y^4d groups is a heteroaryl group having one nitrogen atom.

18. The compound of claim 1, wherein the ring which comprises Y^4a, Y^4b, Y^4c, and Y^4d groups is a heteroaryl group having two nitrogen atoms.

19. The compound of claim 1, wherein the ring which comprises Y^4a, Y^4b, Y^4c, and Y^4d groups is a pyrazolyl group.

20. The compound of claim 1, which is represented by the formula:

21. The compound of claim 1, which is represented by the formula:

22. The compound of claim 1, which is represented by the formula:

23. The compound of claim 1, which is represented by the formula: