# US 10,770,661 B2 · Thermally activated delayed fluorescence material and application thereof in organic electroluminescence device

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- Number: US 10,770,661 B2
- Document ID: US10770661B2
- Status: Granted
- Kind: B2
- Application number: 15/770,730
- Filed: 2016-11-30
- Published: 2019-03-07
- Granted: 2020-09-08
- Earliest claimed: 2015-12-18
- Assignees: Kunshan Gp-Visionox Opto-Electronics Co., Ltd.; Tsinghua University
- Applicants: Kunshan Go-Visionox Opto-Electronics Co., Ltd.; Tsinghua University
- Inventors: Lian Duan; Dongdong Zhang; Song Liu; Fei Zhao
- Web page: https://patentgrep.com/patent/US10770661B2

## CPC

- C07D 413/14: containing three or more hetero rings
- C07D 209/88: with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the ring system
- C07D 241/48: with hydrocarbon radicals, substituted by nitrogen atoms, directly attached to the ring nitrogen atoms
- C07D 251/24: to three ring carbon atoms
- C07D 265/38: [b, e]-condensed with two six-membered rings
- C07D 279/28: with other substituents attached to the ring system
- C07D 403/10: linked by a carbon chain containing aromatic rings
- C07D 403/14: containing three or more hetero rings
- C07D 417/14: containing three or more hetero rings
- C07D 487/04: Ortho-condensed systems
- C09K 11/06: containing organic luminescent materials
- H10K 50/11: characterised by the electroluminescent [EL] layers
- H10K 85/631: {Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine}
- H10K 85/654: {comprising only nitrogen as heteroatom (H10K85/652 takes precedence)}
- H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole}
- H10K 50/15: Hole transporting layers
- H10K 50/16: Electron transporting layers
- H10K 50/17: Carrier injection layers
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES

## Abstract

The present invention discloses a thermally activated delayed fluorescence material and application thereof in an organic electroluminescence device. The thermally activated delayed fluorescence material is a compound having the general structure of Formula I or Formula II: In Formula I and Formula II, R1 is a cyano, p is 1, 2 or 3, q is 1, 2 or 3, m is 1 or 2, n is 1 or 2, Ar1 is a phenyl substituted with one or more groups selected from C1-6 alkyl, methoxy, ethoxy, or phenyl, Ar2 and Ar3 are selected from the following groups: and X is bromine or iodine. The present invention further discloses application of the thermally activated delayed fluorescence material as a host material or a luminescent dye of a luminescent layer of an organic electroluminescence device.

## Claims

### Claim 1

A thermally activated delayed fluorescence material, wherein the thermally activated delayed fluorescence material is a compound having a structure shown in formulas 1-2 to 1-5:

### Claim 2 (depends on 1)

An organic electroluminescence device, comprising a luminescent layer, wherein the luminescent layer comprises a host material and a luminescent dye doped in the host material, and one of the host material and the luminescent dye is the thermally activated delayed fluorescence material according to claim 1.

### Claim 3 (depends on 2)

The organic electroluminescence device according to claim 2, wherein the luminescent dye is the thermally activated delayed fluorescence material, the luminescent dye accounts for 0.5 wt %-10 wt % of the luminescent layer.

### Claim 4 (depends on 2)

The organic electroluminescence device according to claim 2, wherein the luminescent dye is the thermally activated delayed fluorescence material, the luminescent dye accounts for 5 wt % of the luminescent layer.

### Claim 5 (depends on 2)

The organic electroluminescence device according to claim 2, wherein the luminescent dye is the thermally activated delayed fluorescence material, the organic electroluminescence device comprises an anode, a hole transport layer, a luminescent layer, an electron transport layer, and a cathode, which are successively deposited on a substrate and are laminated.

### Claim 6 (depends on 5)

The organic electroluminescence device according to claim 5, wherein the anode and the hole transport layer has a hole injection layer disposed therebetween.

### Claim 7 (depends on 2)

The organic electroluminescence device according to claim 2, wherein the host material is the thermally activated delayed fluorescence material, the luminescent dye accounts for 1 wt %-10 wt % of the luminescent layer.

### Claim 8 (depends on 1, 2)

The organic electroluminescence device according to claim 2, wherein the luminescent dye is the thermally activated delayed fluorescence material according to claim 1.

### Claim 9 (depends on 1)

An application of the thermally activated delayed fluorescence material according to claim 1, wherein the thermally activated delayed fluorescence material is used as a host material or a luminescent dye of a luminescent layer of an organic electroluminescence device.
