# US 2019/0355909 A1 · Organic compound

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- Number: US 2019/0355909 A1
- Document ID: US20190355909A1
- Status: Published application
- Kind: A1
- Application number: 16/463,355
- Filed: 2017-11-23
- Published: 2019-11-21
- Earliest claimed: 2016-11-23
- Assignees: Guangzhou Chinaray Optoelectronic Materials Ltd.
- Applicants: Guangzhou Chinaray Optoelectronic Materials Ltd.
- Inventors: Junyou PAN; Hong HUANG
- Web page: https://patentgrep.com/patent/US20190355909A1

## CPC

- H10K 85/626: {containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene}
- C07C 15/20: Polycyclic condensed hydrocarbons
- C07C 15/24: containing two rings
- C07C 15/38: containing four rings
- C07D 221/06: Ring systems of three rings
- C07D 247/00: Heterocyclic compounds containing rings having two nitrogen atoms as the only ring hetero atoms, according to more than one of groups C07D229/00 - C07D245/00
- C09K 11/06: containing organic luminescent materials
- H10K 85/615: {Polycyclic condensed aromatic hydrocarbons, e.g. anthracene}
- H10K 85/622: {containing four rings, e.g. pyrene}
- H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole}
- H10K 50/11: characterised by the electroluminescent [EL] layers
- H10K 50/15: Hole transporting layers
- H10K 50/16: Electron transporting layers
- H10K 50/171: {Electron injection layers}
- H10K 2101/10: Triplet emission
- H10K 2101/20: Delayed fluorescence emission
- Y02E 10/549: Organic PV cells
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- Y02E: REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION

## Abstract

An organic compound, applications thereof, an organic mixture, and an organic electronic device. The structure of the organic compound is represented by formula (1), and definitions of substituent groups in the formula (1) are the same as those in the specifications.

## Claims

### Claim 1

An organic compound for an organic electronic device, wherein the organic compound has a structure represented by a general formula (1):
wherein,
Ar1, Ar2 and Ar3 are independently selected from fused aromatic rings containing more than 6 ring atoms or fused heteroaromatic rings containing more than 6 ring atoms;
p is selected from 0, 1, 2 or 3, q is selected from 0, 1, 2, 3 or 4, t is selected from 0, 1, 2, 3, 4 or 5; and p+t+q≥3;
X is selected from N or CR1, and adjacent Xs are not N simultaneously;
R1 is one or more groups selected from the group consisting of H, D, a linear alkyl group containing 1 to 20 C atoms, an linear alkoxy group containing 1 to 20 C atoms, a linear thioalkoxy group containing 1 to 20 C atoms, a branched or cyclic alkyl group containing 3 to 20 C atoms, a branched or cyclic alkoxy group containing 3 to 20 C atoms, a branched or cyclic thioalkoxy group containing 3 to 20 C atoms, a silyl group, a substituted ketone group containing 1 to 20 C atoms, an alkoxycarbonyl group containing 2 to 20 C atoms, an aryloxycarbonyl group containing 7 to 20 C atoms, a cyano group, a carbamoyl group, a haloformyl group, a formyl group, an isocyano group, an isocyanate group, a thiocyanate group, an isothiocyanate group, a hydroxyl group, a nitro group, a CF3 group, Cl, Br, F, a crosslinkable group, a substituted or unsubstituted aromatic ring system containing 5 to 40 ring atoms or substituted or unsubstituted heteroaromatic ring system containing 5 to 40 ring atoms, and an aryloxy group containing 5 to 40 ring atoms or heteroaryloxy group containing 5 to 40 ring atoms, and R1 forms a monocyclic or polycyclic aliphatic or aromatic ring with a ring bonded to the group, or a plurality of R1s form a monocyclic or polycyclic aliphatic or aromatic ring with each other.

### Claim 2 (depends on 1)

The organic compound according to claim 1, wherein X is CH.

### Claim 3 (depends on 2)

The organic compound according to claim 2, wherein the organic compound is one selected from compounds represented by following structural formulas (2) to (16):
wherein Ar4 is independently selected from fused aromatic rings containing more than 6 ring atoms or heteroaromatic rings containing more than 6 ring atoms; and u is selected from 0, 1, 2, 3, 4 or 5.

### Claim 4 (depends on 1)

The organic compound according to claim 1, wherein Ar1, Ar2 and Ar3 are independently selected from any of following groups:
X1 is selected from CR2 or N;
Y1 is selected from NR3, C(═O), S or O;
R2 and R3 is one or more groups independently selected from the group consisting of H, D, a linear alkyl group containing 1 to 20 C atoms, an linear alkoxy group containing 1 to 20 C atoms, a linear thioalkoxy group containing 1 to 20 C atoms, a branched or cyclic alkyl group containing 3 to 20 C atoms, a branched or cyclic alkoxy group containing 3 to 20 C atoms, a branched or cyclic thioalkoxy group containing 3 to 20 C atoms, a branched or cyclic silyl group containing 3 to 20 C atoms, a substituted ketone group containing 1 to 20 C atoms, an alkoxycarbonyl group containing 2 to 20 C atoms, an aryloxycarbonyl group containing 7 to 20 C atoms, a cyano group, a carbamoyl group, a haloformyl group, a formyl group, an isocyano group, an isocyanate group, a thiocyanate group, an isothiocyanate group, a hydroxyl group, a nitro group, a CF3 group, Cl, Br, F, a crosslinkable group, a substituted or unsubstituted aromatic ring system containing 5 to 40 ring atoms or substituted or unsubstituted heteroaromatic ring system containing 5 to 40 ring atoms, and an aryloxy group containing 5 to 40 ring atoms or heteroaryloxy group containing 5 to 40 ring atoms; wherein at least one of R2 and R3 forms a monocyclic or polycyclic aliphatic or aromatic ring with a ring bonded to the group, or R2 and R3 form a monocyclic or polycyclic aliphatic or aromatic ring with each other.

### Claim 5 (depends on 1)

The organic compound according to claim 1, wherein Ar1, Ar2, Ar3 and R1 are independently selected from naphthalene and derivatives thereof.

### Claim 6 (depends on 1)

The organic compound according to claim 1, wherein R1 is selected from any of following groups:
wherein n is selected from 1, 2, 3 or 4.

### Claim 7 (depends on 1)

The organic compound according to claim 1, wherein in multiple occurrences of Ar, at least one of Ar comprises an electron-donating group, and/or at least one of Ar comprises an electron-accepting group, and wherein Ar is Ar1, Ar2 or Ar3.

### Claim 8 (depends on 1)

The organic compound according to claim 1, wherein the organic compound has a ΔE(S1-T1) less than or equal to 0.30 eV, and wherein the ΔE(S1-T1) represents a energy level difference between a triplet excited state T1 and a singlet excited state S1 of the organic compound.

### Claim 9 (depends on 1)

The organic compound according to claim 1, wherein the organic compound is one selected from compounds represented by the following structures:

### Claim 10

(canceled)

### Claim 11

(canceled)

### Claim 12 (depends on 1)

An organic mixture, wherein the organic mixture comprises the organic compound according to claim 1 and at least one organic solvent or at least one organic functional material selected from the group consisting of a hole injection material, a hole transport material, a hole blocking material, an electron injection material, an electron transport material, an electron blocking material, an organic host material and a light-emitting material.

### Claim 13

(canceled)

### Claim 14 (depends on 1)

An organic electronic device, wherein the organic electronic device comprises a functional layer, the functional layer comprising the organic compound according to claim 1.

### Claim 15 (depends on 14)

The organic electronic device according to claim 14, wherein the organic electronic device is an organic light emitting diode, an organic photovoltaic cell, an organic light-emitting electrochemical cell, an organic field effect transistor, an organic light-emitting field effect transistor, an organic laser, an organic spintronic device, an organic sensor or an organic plasmon emitting diode.

### Claim 16 (depends on 15)

The organic electronic device according to claim 15, wherein the organic electronic device is an organic light-emitting diode, the functional layer is a light-emitting layer, and the light-emitting layer comprises the organic compound.

### Claim 17 (depends on 16)

The organic electronic device according to claim 16, wherein the light-emitting layer further comprises a light emitting material and/or a host material.

### Claim 18

(canceled)

### Claim 19 (depends on 3)

The organic compound according to claim 3, wherein Ar1, Ar2, Ar3 are independently selected from naphthalene and derivatives thereof, and p is selected from 1, 2 or 3, q is selected from 0, 1, 2, 3 or 4, t is selected from 2, 3, 4 or 5, and u is selected from 1, 2, 3, 4 or 5 in formulas (8).

### Claim 20 (depends on 3)

The organic compound according to claim 3, wherein p is selected from 1, 2 or 3, q is selected from 0, 1, 2, 3 or 4, t is selected from 3, 4 or 5, and u is selected from 1, 2, 3, 4 or 5 in formulas (8).

### Claim 21 (depends on 1)

The organic compound according to claim 1, wherein Ar1, Ar2 and Ar3 are independently selected from any of following groups:

### Claim 22 (depends on 1)

The organic compound according to claim 1, wherein Ar1, Ar2, Ar3 and R1 are independently selected from naphthalene.

### Claim 23 (depends on 22)

The organic compound according to claim 22, wherein p is selected from 1, 2 or 3, q is selected from 1, 2, 3 or 4, and t is selected from 2, 3, 4 or 5.

### Claim 24 (depends on 1)

The organic compound according to claim 1, wherein p is selected from 1, 2 or 3, q is selected from 1, 2, 3 or 4, and t is selected from 3, 4 or 5.
