# US 2020/0403167 A1 · Synthesis of Platinum and Palladium Complexes as Narrow-Band Phosphorescent Emitters for Full Color Displays

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- Number: US 2020/0403167 A1
- Document ID: US20200403167A1
- Status: Published application
- Kind: A1
- Application number: 17/008,762
- Filed: 2020-09-01
- Published: 2020-12-24
- Earliest claimed: 2011-05-26
- Assignees: Arizona Board of Regents On Behalf of Arizonz State University
- Applicants: Arizona Board of Regents On Behalf of Arizonz State University
- Inventors: Jian Li; Eric Turner
- Web page: https://patentgrep.com/patent/US20200403167A1

## CPC

- H10K 85/346: {comprising platinum}
- C07F 15/0086: {Platinum compounds}
- C09K 11/06: containing organic luminescent materials
- C09K 2211/1044: containing two nitrogen atoms as heteroatoms
- C09K 2211/185: of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd
- H10K 50/11: characterised by the electroluminescent [EL] layers
- H10K 2101/10: Triplet emission
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE

## Abstract

Platinum and palladium complexes are disclosed that can be useful as narrow band phosphorescent emitters. Also disclosed are methods for preparing and using the platinum and palladium complexes.

## Claims

### Claim at position 1

-23. (canceled)

### Claim 24

A composition represented by the general formula:
wherein M is platinum or palladium;
each of Ar1, Ar2, and Ar3 independently is an aromatic ring or heterocyclic group which can be substituted or unsubstituted;
each of X1, X2 and X3 are individually coordinated to a platinum or palladium atom, and independently is a carbon or a nitrogen atom;
Ar5 is an aromatic ring or a heterocyclic group;
Ar6 is an aromatic ring, a heterocyclic group, or is absent;
W is coordinated to the platinum or a palladium atom, and is a halogen atom, a nitrile group, an aryl group, a C3-C6 alkynyl group, an alkenyl group, or a heteroaryl group; wherein W is optionally bonded directly or through an oxygen atom, sulfur atom, nitrogen atom, or phosphorous atom;
A represents a linking atom comprising nitrogen, carbon, boron, phosphorus, silicon, or a combination thereof, and wherein A is optionally substituted;
each of b1, b2. and b3 is individually optionally present or absent, and if present comprises oxygen, sulfur, nitrogen, carbon, boron, phosphorus, silicon, or a combination thereof.

### Claim 25 (depends on 24)

The composition of claim 24, wherein
represents one of the following structures:
wherein U is —C(R2)2, —O— or —S—;
n is 1 or 0;
each R1 and R2 is each independently H or C1-C3 alkyl; and
R3 is C1-C3 alkyl.

### Claim 26 (depends on 24)

The composition of claim 24, wherein
each independently represent one of the following structures:
or a combination thereof;
wherein m is 1 or 0; and
R2 is C1-C3 alkyl.

### Claim 27 (depends on 24)

The composition of claim 24, wherein each of
independently represent one of the following structures:

### Claim 28 (depends on 24)

The composition of claim 24, wherein
is represented by one of the following structures:
wherein U is —C(R2)2, —O— or —S—; and
each occurrence of R1, R2, R3, R4, R5, R6, R7, R8, R9, and R10 is independently H or C1-C3 alkyl.

### Claim 29 (depends on 24)

The composition of claim 24, wherein W is Cl, F, C3 alkynyl, nitrile, quinazoline, isoquinoline, substituted or unsubstituted phenyl, or substituted or unsubstituted naphthyl.

### Claim 30 (depends on 24)

The composition of claim 24, wherein
is pyridine, quinazoline, isoquinoline, methylimidazole, or

### Claim 31 (depends on 24)

The composition of claim 24, wherein
is phenyl or pyridine.

### Claim 32 (depends on 24)

The composition of claim 24, wherein
is phenyl or pyridine.

### Claim 33 (depends on 24)

The composition of claim 24, wherein
is absent.

### Claim 34 (depends on 24)

The composition of claim 24, wherein W is Cl, nitrile, phenyl, naphthyl or isoquinoline;
is isoquinoline, methylimidazole, or
is phenyl;
is pyridine; and
is phenyl.

### Claim 35 (depends on 24)

The composition of claim 24, wherein
represents
or a combination thereof;
wherein Rn is C1-C3 alkyl.

### Claim 36 (depends on 24)

The composition of claim 24, wherein b1 is absent.

### Claim 37 (depends on 24)

The composition of claim 24, wherein b2 is —S—, —S(R1)2—, —C(R2)2—, —O—, —NH— or —NRn—;
wherein each R1 and R2 is independently H or C1-C3 alkyl; and
Rn is C1-C3 alkyl.

### Claim 38 (depends on 24)

The composition of claim 24, wherein M comprises platinum(II).

### Claim 39 (depends on 24)

The composition of claim 24, wherein M comprises palladium(II).

### Claim 40 (depends on 24)

The composition of claim 24, comprising
or a mixture thereof.

### Claim 41 (depends on 24)

An organic light emitting device (OLED) comprising the compound of claim 24.

### Claim 42 (depends on 41)

A full color display comprising the OLED of claim 41.