# US 12,120,950 B2 · Organic compound, electronic element and electronic apparatus

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- Number: US 12,120,950 B2
- Document ID: US12120950B2
- Status: Granted
- Kind: B2
- Application number: 18/288,425
- Filed: 2022-06-21
- Published: 2024-07-18
- Granted: 2024-10-15
- Earliest claimed: 2021-08-06
- Assignees: Shaanxi Lighte Optoelectronics Material Co., Ltd.
- Applicants: Shaanxi Lighte Optoelectronics Material Co., Ltd.
- Inventors: Zhiyan Jia; Heming Zhang; Yingwen Li; Youngkook Kim
- Web page: https://patentgrep.com/patent/US12120950B2

## CPC

- H10K 85/633: {comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom}
- C07C 211/54: having amino groups bound to two or three six-membered aromatic rings
- C07C 211/56: the carbon skeleton being further substituted by halogen atoms or by nitro or nitroso groups
- C07C 211/58: Naphthylamines; N-substituted derivatives thereof
- C07C 211/61: with at least one of the condensed ring systems formed by three or more rings
- C07C 255/58: containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the carbon skeleton
- C07D 209/86: with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system
- 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 307/91: Dibenzofurans; Hydrogenated dibenzofurans
- C07D 333/76: Dibenzothiophenes
- C07D 409/12: linked by a chain containing hetero atoms as chain links
- C07F 7/081: {comprising at least one atom selected from the elements N, O, halogen, S, Se or Te}
- C09K 11/06: containing organic luminescent materials
- H10K 50/00: Organic light-emitting devices (integrated devices or assemblies of multiple devices H10K59/00, H10K65/00; organic semiconductor lasers H01S5/36)
- H10K 50/15: Hole transporting layers
- H10K 85/40: Organosilicon compounds, e.g. TIPS pentacene
- H10K 85/636: {comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom}
- C07B 2200/05: Isotopically modified compounds, e.g. labelled
- C07C 2603/18: Fluorenes; Hydrogenated fluorenes
- C07C 2603/26: Phenanthrenes; Hydrogenated phenanthrenes
- C07C 2603/42: containing only six-membered rings
- C07C 2603/94: containing "free" spiro atoms
- C07C 2603/97: containing five-membered rings
- C09K 2211/1011: Condensed systems
- C09K 2211/1014: bridged by heteroatoms, e.g. N, P, Si or B
- C09K 2211/1018: Heterocyclic compounds
- H10K 50/156: {comprising a multilayered structure}
- H10K 85/615: {Polycyclic condensed aromatic hydrocarbons, e.g. anthracene}
- H10K 85/624: {containing six or more rings}
- H10K 85/626: {containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene}
- H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole}
- H10K 85/6574: {comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes}
- H10K 85/6576: {comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene}
- Y02E 10/549: Organic PV cells
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- 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
- C07B: GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR (preparation of carboxylic acid esters by telomerisation C07C67/47; telomerisation C08F)
- Y02E: REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION

## Abstract

The present application relates to an organic compound, an electronic element and an electronic apparatus. A structural formula of the organic compound of the present application is represented by Formula I, and when used in an organic electroluminescent device, the organic compound may significantly improve the performance of the device.

## Claims

### Claim 1

An organic compound having a structure represented by Formula I:
wherein Ar1 and Ar2 are each independently selected from a substituted or unsubstituted aryl with 6 to 33 carbon atoms, or a substituted or unsubstituted heteroaryl with 12 to 18 carbon atoms;
substituents of Ar1 and Ar2 are each independently selected from deuterium, a fluorine, a cyano, a trialkylsilyl with 3 to 6 carbon atoms, a haloalkyl with 1 to 5 carbon atoms, an alkyl with 1 to 5 carbon atoms, an aryl with 6 to 12 carbon atoms or a heteroaryl with 5 to 12 carbon atoms; optionally, in Ar1 and Ar2, any two adjacent substituents form a substituted or unsubstituted 5-membered to 13-membered ring; and substituents of the 5-membered to 13-membered ring are independently selected from deuterium, a fluorine, a cyano, a trimethylsilyl, a trifluoromethyl, a methyl, an ethyl, an isopropyl or a tert-butyl;
L1 and L2 are selected from a single bond, or a substituted or unsubstituted group V, wherein the unsubstituted group V is selected from the following groups:
where the substituted group V has one or two or more substituents, the substituents are independently selected from a methyl, an ethyl, an isopropyl, a tert-butyl or a phenyl, and when the number of the substituents is greater than 1, the substituents are the same or different.

### Claim 2 (depends on 1)

The organic compound of claim 1, wherein Ar1 and Ar2 are each independently selected from a substituted or unsubstituted phenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted fluorenyl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted pyridyl, a substituted or unsubstituted dibenzothienyl, a substituted or unsubstituted carbazolyl, a substituted or unsubstituted phenanthryl, or a substituted or unsubstituted triphenylene.

### Claim 3 (depends on 1)

The organic compound of claim 1, wherein Ar1 and Ar2 are each independently selected from a substituted or unsubstituted group W, wherein the unsubstituted group W is selected from the following groups:
and
where the substituted group W has one or two or more substituents, the substituents are independently selected from deuterium, a fluorine, a cyano, a trimethylsilyl, a trifluoromethyl, a methyl, an ethyl, an isopropyl, a tert-butyl, a phenyl, a naphthyl or a biphenyl, and when the number of the substituents is greater than 1, the substituents are the same or different.

### Claim 4 (depends on 1)

The organic compound of claim 1, wherein Ar1 and Ar2 are each independently selected from the following groups:

### Claim 5 (depends on 1)

The organic compound of claim 1, wherein the organic compound is selected from the group consisting of the following compounds:

### Claim 6 (depends on 1)

An electronic element, comprising an anode and a cathode which are oppositely disposed, and a functional layer disposed between the anode and the cathode; wherein the functional layer comprises the organic compound of claim 1.

### Claim 7 (depends on 6)

The electronic element of claim 6, wherein the functional layer comprises a hole transporting layer comprising the organic compound.

### Claim 8 (depends on 6)

An electronic apparatus, comprising the electronic element of claim 6.

### Claim 9 (depends on 2)

The organic compound of claim 2, wherein substituents of Ar1 and Ar2 are selected from deuterium, a fluorine, a cyano, a trimethylsilyl, a trifluoromethyl, a methyl, an ethyl, an isopropyl, a tert-butyl, a phenyl, a naphthyl or a biphenyl; and optionally, in Ar1 and Ar2, any two adjacent substituents form a cyclopentane, a cyclohexane, a fluorene ring, or a tert-butyl substituted fluorene ring.

### Claim 10 (depends on 7)

The electronic element of claim 7, wherein the electronic element is an organic electroluminescent device or a photoelectric conversion device.

### Claim 11 (depends on 7)

The electronic element of claim 7, wherein the electronic element is an organic electroluminescent device, and the hole transporting layer comprises a first hole transporting layer and a second hole transporting layer, the first hole transporting layer being closer to the anode relative to the second hole transporting layer, wherein the second hole transporting layer comprises the organic compound.