Tetradentate Platinum (II) Complexes Cyclometalated With Functionalized Phenyl Carbene Ligands And Their Analogues

• US 20160028028A1
• Filed: 07/22/2015
• Published: 01/28/2016
• Est. Priority Date: 07/24/2014
• Status: Active Grant

• Current Assignee: Arizona Board of Regents (University of Arizona)
• Original Assignee: Arizona Board of Regents (University of Arizona)
• Inventors: Li, Jian, Zhu, Zhi-Qiang
• Granted Patent: US 9,923,155 B2
• Time in Patent Office: Days
• US Class Current: 1/1
• CPC Class Codes: C07F 15/0086 Platinum compounds
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: C09K 2211/1007 Non-condensed systems
• CPC Class Codes: C09K 2211/1011 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: H10K 2101/10 Triplet emission
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 85/346 comprising platinum

Abstract

Tetradentate platinum complexes of Formulas I and II suitable for phosphorescent or delayed fluorescent and phosphorescent emitters in display and lighting applications.

Claims

1. A complex represented by Formula I or Formula II:

2. The complex of claim 1, wherein X is directly linked to R¹⁰ or R¹¹.

3. The complex of claim 1, wherein Y is directly linked to R⁶ or R⁸.

4. The complex of claim 1, having one of the following chemical structures:

5. The complex of claim 1, wherein the complex is a delayed fluorescent and phosphorescent emitter.

6. The complex of claim 1, wherein the complex is a phosphorescent emitter.

7. The complex of claim 1, wherein the complex is a delayed fluorescent emitter.

8. The complex of claim 1, wherein any two of R, R², R³, R⁴, R⁵, R⁶, R⁷, R⁸, R⁹, R¹⁰, R¹¹, and R¹² on the same ring or adjacent rings are bonded together to form a fused ring system.

9. The complex of claim 8, wherein the fused ring system comprises benzimidazole, benzoxazole, benzothiazole, indazole, quinoline, isoquinoline, or imidazo[1,5-a]pyridine.

10. A method of preparing the complex of claim 1, the method comprising:

combining the ligand with a platinum salt, a bromine-containing compound, and acetic acid to yield a mixture;

heating the mixture; and

cooling the mixture to room temperature.

11. The method of claim 10, wherein the platinum salt is K₂PtCl₄.

12. The method of claim 10, wherein the bromine-containing compound is n-Bu₄NBr.

13. A device comprising the complex of claim 1.

14. The device of claim 13, wherein the device is a light-emitting device.

15. The device of claim 14, wherein the device is an organic light emitting diode.

16. The device of claim 14, wherein the device is a full color display.