Tetradentate metal complexes with carbon group bridging ligands

• US 10,033,003 B2
• Filed: 11/10/2015
• Issued: 07/24/2018
• Est. Priority Date: 11/10/2014
• Status: Active Grant

• Current Assignee: Arizona Board of Regents (University of Arizona)
• Original Assignee: Arizona Board of Regents (University of Arizona)
• Inventors: Li, Jian, Li, Guijie
• Primary Examiner(s): Aulakh, Charanjit
• Application Number:
  US14/937,318
• Publication Number:
  US 20160133862A1
• Time in Patent Office: 987 Days
• Field of Search: 546 2, 313504
• CPC Class Codes: C07F 1/12 Gold compounds
• CPC Class Codes: C07F 15/006 Palladium compounds
• CPC Class Codes: C07F 15/0086 Platinum compounds
• CPC Class Codes: C07F 7/0816 said ring comprising Si as a ring atom
• CPC Class Codes: C07F 7/30 Germanium compounds
• CPC Class Codes: C07F 9/6561 containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings
• CPC Class Codes: C07F 9/70 Organo-arsenic compounds
• CPC Class Codes: C07F 9/80 Heterocyclic 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 2211/1033 with oxygen
• CPC Class Codes: C09K 2211/1037 with sulfur
• CPC Class Codes: C09K 2211/104 with other heteroatoms
• CPC Class Codes: C09K 2211/1044 containing two nitrogen atoms as heteroatoms
• CPC Class Codes: C09K 2211/1055 with other heteroatoms
• CPC Class Codes: C09K 2211/1059 containing three nitrogen atoms as heteroatoms
• CPC Class Codes: C09K 2211/1092 containing sulfur as the only heteroatom
• CPC Class Codes: C09K 2211/1096 : containing other heteroatoms
• CPC Class Codes: C09K 2211/185 : of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd
• CPC Class Codes: C09K 2211/188 : of other metals not provided for in one of the previous groups
• CPC Class Codes: H10K 2101/10 : Triplet emission
• CPC Class Codes: H10K 50/11 : characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 85/341 : Transition metal complexes, e.g. Ru(II)polypyridine complexes H10K85/331 takes precedence
• CPC Class Codes: H10K 85/346 : comprising platinum
• CPC Class Codes: H10K 85/371 : Metal complexes comprising a group IB metal element, e.g. comprising copper, gold or silver
• CPC Class Codes: Y02E 10/549 : Organic PV cells

Abstract

Platinum, palladium, and gold complexes suitable for use as phosphorescent emitters or as delayed fluorescent and phosphorescent emitters having one of the following structures:

Claims

1. A compound of Formula VI:

2. The compound of claim 1, wherein the compound has a neutral charge.

3. The compound of claim 1, wherein

4. The compound of claim 1, wherein each of

5. An emitter comprising the compound of claim 1, wherein the emitter is a delayed fluorescent and phosphorescent emitter.

6. An emitter comprising the compound of claim 1, wherein the emitter is a phosphorescent emitter.

7. An emitter comprising the compound of claim 1, wherein the emitter is a delayed fluorescent emitter.

8. A device comprising the compound of claim 1.

9. The device of claim 8, wherein the compound is selected to have 100% internal quantum efficiency in the device settings.

10. The device of claim 8, wherein the device is an organic light emitting diode.

11. The compound of claim 1, wherein:

A is C or Si.

12. The compound of claim 1, wherein Y¹ and Y² are N.

13. The compound of claim 1, wherein A is C.

14. A compound selected from one of the following structures:

15. A compound selected from one of the following structures: