# US 2024/0199666 A1 · Cyclic metal palladium dimer, and preparation method and use thereof

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- Number: US 2024/0199666 A1
- Document ID: US20240199666A1
- Status: Published application
- Kind: A1
- Application number: 18/224,256
- Filed: 2023-07-20
- Published: 2024-06-20
- Earliest claimed: 2022-12-01
- Assignees: Guangxi Minzu University
- Applicants: Guangxi Minzu University
- Inventors: Yuzhen ZHANG; Lige QIAO; Xiangjun KONG; Chuanli NIE; Yunjun SHEN
- Web page: https://patentgrep.com/patent/US20240199666A1

## CPC

- C07F 15/006: {Palladium compounds}
- C07F 15/0066: {without a metal-carbon linkage}
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)

## Abstract

The present disclosure provides a cyclic metal palladium dimer, and a preparation method and use thereof, and belongs to the technical field of photoelectric materials. In the present disclosure, the cyclic metal palladium dimer can be used as a novel phosphorescent light-emitting material for organic light-emitting diodes (OLEDs), thus solving the problem of insufficient existing phosphorescent materials. Moreover, this dimer provides a new idea for the use of Pd metal in the structural design of phosphorescent materials.

## Claims

### Claim 1

A cyclic metal palladium dimer, having a structure shown in any one of (I) to (VI):
wherein the
is selected from the group consisting of
R1 is selected from the group consisting of H, F, methyl, tert-butyl, and phenyl; and
R2 is selected from the group consisting of H, alkyl, and phenyl.

### Claim 2 (depends on 1)

The cyclic metal palladium dimer according to claim 1, having a structure shown in any one of (I-1), (I-2), (I-3), (II-1), (II-2), (II-3), (III-1), (III-2), and (III-3):

### Claim 3 (depends on 1)

The cyclic metal palladium dimer according to claim 1, having a structure shown in any one of C1 to C13:

### Claim 4 (depends on 1)

A preparation method of the cyclic metal palladium dimer according to claim 1, comprising the following steps: mixing a cyclic metal palladium carboxylic acid dimer,
a first polar solvent, and an alkaline reagent to allow a displacement reaction to obtain the cyclic metal palladium dimer; wherein
the cyclic metal palladium carboxylic acid dimer has a structure shown in any one of (XIV) to (XIX):
and
the
is selected from the group consisting of

### Claim 5 (depends on 4)

The preparation method according to claim 4, wherein the cyclic metal palladium carboxylic acid dimer and the
are at a molar ratio of 1:(2.1-5).

### Claim 6 (depends on 4)

The preparation method according to claim 4, wherein the cyclic metal palladium carboxylic acid dimer and the alkaline reagent are at a molar ratio of 1:(2-4).

### Claim 7 (depends on 4)

The preparation method according to claim 4, wherein the alkaline reagent is an alkali metal alkoxide.

### Claim 8 (depends on 6)

The preparation method according to claim 6, wherein the alkaline reagent is an alkali metal alkoxide.

### Claim 9 (depends on 4)

The preparation method according to claim 4, wherein when the
is the
the first polar solvent is acetone;
when the
is the
or the
the first polar solvent is selected from the group consisting of acetone and methanol; and
when the
is the
or the
the first polar solvent is selected from the group consisting of acetone, methanol, and tetrahydrofuran.

### Claim 10 (depends on 4)

The preparation method according to claim 4, wherein when the
is the
the displacement reaction is conducted in the dark for 5 h to 10 h; when the
is the
or the
the displacement reaction is conducted at 45° C. to 70° C. for 3 h to 6 h; and when the
is the
or the
the displacement reaction is conducted at 45° C. to 80° C. for 5 h to 10 h.

### Claim 11 (depends on 4)

The preparation method according to claim 4, wherein the cyclic metal palladium dimer prepared by the preparation method is used in an emission layer of an organic light-emitting diode (OLED).