IP Library › Granted Patent US 10,995,108
Granted Patent B2
US 10,995,108 · App. 15/905,385 · Granted May 4, 2021

Metal complexes, methods, and uses thereof

Inventors: Jian Li (Tempe, AZ); Eric Turner (Phoenix, AZ)
Assignee: Arizona Board of Regents on behalf of Arizona State University
C07F15/006C07F1/08C07F1/10C07F1/12C07F3/06C07F13/00C07F15/0033C07F15/0073C07F15/0086C07F15/04C07F15/06C09K11/06H01L51/0083H01L51/0084H01L51/0085H01L51/0087H01L51/0091H01L51/0092H01L51/0094H01L51/5012H01L51/5016H01L51/5028H01L51/5036H05B33/14C09K2211/1029C09K2211/1033C09K2211/1044C09K2211/1088C09K2211/1092C09K2211/185C09K2211/187C09K2211/188H01L2251/5376
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Quick Facts
Patent No.
US 10,995,108
App. No.
15/905,385
Granted
May 4, 2021
Kind
B2
Abstract

Metal complexes that exhibit multiple radiative decay mechanisms, together with methods for the preparation and use thereof.

Claims (31)

1. A metal complex comprising:

palladium(II); and

a tetradentate ligand bonded to the transition metal,

wherein:

the metal complex has a lowest triplet excited state and a lowest singlet excited state,

the lowest triplet excited state has a lower energy level than the lowest singlet excited state,

the lowest triplet excited state is associated with phosphorescence, and

a transition from the lowest triplet excited state to the lowest singlet excited state yields delayed fluorescence from the lowest singlet excited state;

wherein the metal complex is represented by one of the following formulas:

wherein M is palladium(II),

wherein A is

 which can optionally be substituted,

wherein D is

 which can optionally be substituted,

wherein C in structure (a) or (b) is

 which can optionally be substituted,

wherein N in structure (a) or (b) is one of the following structures, which can optionally be substituted,

wherein a 2 is absent,

wherein b 1 is present or absent, and if present, comprises a linking group comprising one or more of the following

wherein b 2 is absent;

wherein X is N and

wherein each R independently is hydrogen, aryl, cycloalkyl, cycloalkenyl, heterocyclyl, heteroaryl, alkyl, alkenyl, alkynyl, deuterium, halogen, hydroxyl, thiol, nitro, cyano, amino, a mono- or di-alkylamino, a mono- or diaryl amino, alkoxy, aryloxy, haloalkyl, aralkyl, ester, nitrile, isonitrile, alkoxycarbonyl, acylamino, alkoxycarbonylamino, aryloxycarbonylamino, sulfonylamino, sulfamoyl, carbamoyl, alkylthio, sulfinyl, ureido, phosphoramide, mercapto, sulfo, carboxyl, hydrazino, substituted silyl, or polymerizable, or any conjugate or combination thereof.

2. The metal complex of claim 1 , wherein the metal complex comprises a first portion of the tetradentate ligand corresponding to the lowest singlet excited state and a second portion of the tetradentate ligand corresponding to the lowest triplet excited state, wherein the first and second portions of the tetradentate ligand include a common portion of the tetradentate ligand.

3. The metal complex of claim 1 , wherein an emission spectrum associated with the phosphorescence from the lowest triplet excited state and an emission spectrum associated with the delayed fluorescence from the lowest singlet excited state overlap between 400 nm and 700 nm.

4. The metal complex of claim 1 , wherein the tetradentate ligand comprises at least four five- or six-membered aryl or heteroaryl groups.

5. The metal complex of claim 1 , wherein X is N.

6. The metal complex of claim 1 , wherein N in structure (a) or (b) is

or R substituted

7. The metal complex of claim 1 , represented by any one of

8. A device comprising the metal complex of claim 1 .

9. The device of claim 8 , wherein the device is an organic light emitting diode or a full color display.

Assignments (3)
CONFIRMATORY LICENSE Recorded Dec 7, 2022
From: ARIZONA STATE UNIVERSITY-TEMPE CAMPUS
To: NATIONAL SCIENCE FOUNDATION
Reel/Frame 062080/0636 →
CONFIRMATORY LICENSE Recorded Oct 21, 2020
From: ARIZONA STATE UNIVERSITY, TEMPE
To: NATIONAL SCIENCE FOUNDATION
Reel/Frame 054171/0658 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 27, 2018
From: LI, JIAN; TURNER, ERIC
To: ARIZONA BOARD OF REGENTS ACTING FOR AND ON BEHALF OF ARIZONA STATE UNIVERSITY
Reel/Frame 045047/0195 →
Continuity (3)
Continuation 14437963
Provisional Application 61719077 · Oct 26, 2012
Related Publication 20180194790A1 · Jul 12, 2018
Cited By (9)
US 12,193,327 US 12,302,745 US 12,312,366 US 12,448,405 US 12,503,644 US 12,534,462 US 12,545,678 US 12,565,486 US 12,643,919