Organic compound, composition, light-emitting element, and display panel

Abstract

The invention discloses an organic compound, a composition, a light-emitting element and a display panel. The organic compound has a structure as shown in formula (1): (1); the organic compound provided by the invention has a relatively low refractive index, and the organic compound provided by the invention is used as a low-refractive-index covering layer and is matched with a high-refractive-index covering layer to form a double-layer covering layer to be applied to the light-emitting element, so that the performance of the light-emitting element can be better, the light extraction efficiency can be improved, and the current efficiency can be remarkably improved; and a light-emitting element with wide color gamut, low power consumption and high brightness can be realized.

Description

Technical Field

[0001] This application relates to the field of display technology, specifically to an organic compound, composition, light-emitting element, and display panel. Background Technology

[0002] Currently, organic light-emitting diodes (OLEDs) typically consist of a positive electrode, a negative electrode, and an organic functional layer between them. The organic material in the organic layer converts electrical energy into light energy, thus achieving organic electroluminescence. To improve the luminous efficiency and lifespan of OLEDs, the organic functional layer often comprises a multi-layered structure, with each layer containing different organic materials. Specifically, based on functional classification, organic layers generally include, but are not limited to, hole injection layers, hole transport layers, light-emitting layers, electron transport layers, electron injection layers, and capping layers. This has enabled the development of numerous commercial electronic devices, leading to the recognition of the performance of OLEDs.

[0003] When an organic light-emitting diode (OLED) operates, a voltage is applied between the positive and negative electrodes. The positive electrode injects holes into the organic layer, while the negative electrode injects electrons. The injected holes and electrons meet to form excitons, which then emit light when they radiatively transition back to the ground state. This process enables the OLED to emit light. However, over time, exposure to different wavelengths of light, particularly in high-energy ultraviolet light environments, can continuously affect the organic layers. To address this, a capping layer with ultraviolet absorption properties is typically used on the OLED. Furthermore, the self-emission and wide viewing angle characteristics of the OLED's emissive layer can lead to deviations at different viewing angles because the refractive indices of the glass substrate, metal electrodes, and various organic materials in the multilayer structure do not match the refractive index of the emission wavelength generated by the emissive layer. Recently, adding a low-refractive-index capping layer above the cathode in combination with a high-refractive-index capping layer for optical optimization has been considered an effective method to improve light extraction efficiency.

[0004] Therefore, in order to achieve more stable and efficient organic electroluminescent devices, it is urgent to develop capping materials that meet the above-mentioned ultraviolet absorption characteristics and low refractive index, so as to avoid aging of organic materials and improve light extraction efficiency, thereby improving device lifespan and luminous efficiency. Summary of the Invention

[0005] This application provides an organic compound, a composition, a light-emitting element, and a display panel. When the organic compound is used as a cover material for the light-emitting element, it can improve the light extraction efficiency of the device.

[0006] This application provides an organic compound having a structure as shown in formula (1): (1); Among them, Ar1 and Ar 2 It is independently selected from at least one of an aromatic group having 6 to 30 substituted or unsubstituted ring atoms, and a heteroaromatic group having 5 to 30 substituted or unsubstituted ring atoms; L 1 and L 2 Independently selected from at least one of a single bond, an aromatic group having 6 to 30 substituted or unsubstituted ring atoms, or a heteroaromatic group having 5 to 30 substituted or unsubstituted ring atoms; R 1 and R 2 It is independently selected from at least one of hydrogen, deuterium, fluorine, trifluoromethyl, substituted or unsubstituted straight-chain alkyl having 1 to 16 carbon atoms, substituted or unsubstituted branched alkyl having 1 to 16 carbon atoms, and substituted or unsubstituted straight-chain alkoxy having 1 to 16 carbon atoms. m and n are independently selected from any integer from 0 to 5; a and b are independently selected from any integer from 1 to 30; c and d are independently selected from any integer from 0 to 5, and the sum of c and d is greater than or equal to 1.

[0007] In accordance with the above-mentioned objectives of this application, embodiments of this application also provide a composition comprising at least one organic solvent and at least one organic compound as described above.

[0008] In accordance with the above-mentioned objectives of this application, embodiments of this application also provide a light-emitting element, comprising: First electrode; The second electrode is disposed opposite to the first electrode; An organic functional layer is located between the first electrode and the second electrode; A capping layer is located on the side of the first electrode away from the organic functional layer, or on the side of the second electrode away from the organic functional layer. The material of the capping layer includes at least one organic compound as described above, or the capping layer is made from a composition as described above.

[0009] In accordance with the above-mentioned objectives of this application, embodiments of this application also provide a display panel, the display panel including the light-emitting element as described above.

[0010] This application provides an organic compound, a composition, a light-emitting element, and a display panel. The organic compound provided contains conjugated groups such as phthalimide, coupled with sulfone linkers, which provides a suitable conjugated area, maintaining a sufficiently high excited state and ensuring sufficiently high thermal stability. This organic compound has sufficiently high transmittance in the visible light band, without affecting the light color of the light-emitting element, and also exhibits sufficiently high thermal stability. Furthermore, the fluorine-containing end groups attached to the periphery of the organic compound provide suitable molecular polarity, good electron affinity, and film-forming properties, enabling the organic compound to become a high-performance low-refractive-index capping layer material. Further, the organic compound is trifluorinated... Methyl groups and their derivatives can bind electrons with their high electronegativity, allowing the molecular polarizability to be at a suitable level, thereby controlling the refractive index. In summary, when the organic compounds provided in this application are used as capping layer materials, they can effectively utilize their low refractive index advantage to improve the light extraction efficiency of the light-emitting element, and utilize their strong stability advantage to ensure the overall stability of the light-emitting element, thereby improving the performance of the light-emitting element. Using the organic compounds provided in this application as a low refractive index capping layer, combined with a high refractive index capping layer to form a double capping layer applied to the light-emitting element, makes the performance of the light-emitting element better, can improve the light extraction efficiency and significantly improve the current efficiency, which is conducive to realizing a light-emitting element with wide color gamut, low power consumption and high brightness. Attached Figure Description

[0011] To more clearly illustrate the technical solutions in the embodiments of this application, the accompanying drawings used in the description of the embodiments will be briefly introduced below. Obviously, the accompanying drawings described below are only some embodiments of this application. For those skilled in the art, other drawings can be obtained based on these drawings without creative effort.

[0012] Figure 1 This is a schematic diagram of a light-emitting element provided in an embodiment of this application; Figure 2 These are refractive index test diagrams of compound P-6 and comparative compound REF02 provided in the embodiments of this application. Detailed Implementation

[0013] The technical solutions in the embodiments of this application will be clearly and completely described below with reference to the accompanying drawings. Obviously, the described embodiments are only a part of the embodiments of this application, and not all of the embodiments. Based on the embodiments in this application, all other embodiments obtained by those skilled in the art without creative effort are within the scope of protection of this application. In addition, it should be understood that the specific embodiments described herein are only for illustration and explanation of this application and are not intended to limit this application. In this application, unless otherwise stated, directional terms such as "upper" and "lower" generally refer to the upper and lower positions of the device in actual use or operation, specifically the drawing direction in the accompanying drawings; while "inner" and "outer" refer to the outline of the device. In this application, "optionally," "optionally," and "optional" mean that they are optional, that is, they are selected from either "with" or "without" parallel solutions. If multiple "optional" options appear in a technical solution, unless otherwise specified and there is no contradiction or mutual constraint relationship, each "optional" option is independent. In this application, the technical features described in an open-ended manner include both closed technical solutions consisting of the listed features and open technical solutions that include the listed features.

[0014] In this application, aromatic groups, aromatic families, and aromatic ring systems have the same meaning and can be used interchangeably.

[0015] In this application, heteroaromatic groups, heteroaromatic families, and heteroaromatic ring systems have the same meaning and can be used interchangeably.

[0016] In this application, "substitution" means that the hydrogen atom in the substituent is replaced by the substituent.

[0017] In this application, when the same substituent appears multiple times, it can be independently selected from different groups. If the general formula contains multiple R, then R can be independently selected from different groups.

[0018] In this application, "substituted or unsubstituted" means that the defined group may or may not be substituted. When the defined group is substituted, it should be understood that the defined group can be substituted by one or more substituents R, wherein R is selected from, but is not limited to: deuterium, cyano, isocyano, nitro or halogen, alkyl containing 1-20 carbon atoms, heterocyclic group containing 3-20 ring atoms, aromatic group containing 6-20 ring atoms, heteroaromatic group containing 5-20 ring atoms, -NR'R'', silyl, carbonyl, alkoxycarbonyl, aryloxycarbonyl, carbamoyl, halocarbamoyl, etc. Formyl, isocyanate, thiocyanate, isothiocyanate, hydroxyl, trifluoromethyl, and the above groups may be further substituted by substituents acceptable in the art; it is understood that R' and R'' in -NR'R'' are independently selected from, but not limited to: H, deuterium, cyano, isocyano, nitro or halogen, alkyl containing 1-10 carbon atoms, heterocyclic group containing 3-20 ring atoms, aromatic group containing 6-20 ring atoms, and heteroaromatic group containing 5-20 ring atoms. Preferably, R is selected from, but not limited to: deuterium, cyano, isocyano, nitro or halogen, alkyl containing 1-10 carbon atoms, heterocyclic group containing 3-10 ring atoms, aromatic group containing 6-20 ring atoms, heteroaromatic group containing 5-20 ring atoms, silyl, carbonyl, alkoxycarbonyl, aryloxycarbonyl, carbamoyl, halocarbamoyl, formyl, isocyanate group, thiocyanate group, isothiocyanate group, hydroxyl, trifluoromethyl, and the above groups may also be further substituted with substituents acceptable in the art.

[0019] In this application, "ring atom number" refers to the number of atoms in the ring itself of a structural compound obtained by atomic bonding to form a ring (e.g., monocyclic compound, fused ring compound, cross-linked compound, carbocyclic compound, heterocyclic compound). When the ring is substituted by a substituent, the atoms contained in the substituent are not included in the ring-forming atoms. The same applies to the "ring atom number" described below unless otherwise specified. For example, the benzene ring has 6 ring atoms, the naphthalene ring has 10 ring atoms, and the thiophene group has 5 ring atoms.

[0020] In this application, "aryl or aromatic group" refers to an aromatic hydrocarbon group derived from an aromatic ring compound by removing one hydrogen atom. It can be a monocyclic aryl, a fused-ring aryl, or a polycyclic aryl, and for polycyclic rings, at least one of them is an aromatic ring system. For example, "substituted or unsubstituted aryl having 6 to 40 ring atoms" refers to an aryl containing 6 to 40 ring atoms, preferably a substituted or unsubstituted aryl having 6 to 30 ring atoms, more preferably a substituted or unsubstituted aryl having 6 to 18 ring atoms, and particularly preferably a substituted or unsubstituted aryl having 6 to 14 ring atoms, and optionally further substituted on the aryl group; suitable examples include, but are not limited to: phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, fluoranyl, triphenylene, pyrene, perylene, tetraphenyl, fluorenyl, dinaphthylphenyl, acenaphthyl and their derivatives. It is understandable that multiple aryl groups can also be interrupted by short non-aromatic units (e.g., <10% non-H atoms, such as C, N or O atoms), specifically acenaphthene, fluorene, or 9,9'-diarylfluorene, triarylamine, and diaryl ether systems should also be included in the definition of aryl.

[0021] In this application, "heteroaryl or heteroaromatic group" refers to an aryl group in which at least one carbon atom is replaced by a non-carbon atom, which can be an N atom, an O atom, an S atom, etc. For example, "substituted or unsubstituted heteroaryl group having 5 to 40 ring atoms" refers to a heteroaryl group having 5 to 40 ring atoms, preferably a substituted or unsubstituted heteroaryl group having 6 to 30 ring atoms, more preferably a substituted or unsubstituted heteroaryl group having 6 to 18 ring atoms, and particularly preferably a substituted or unsubstituted heteroaryl group having 6 to 14 ring atoms. The heteroaryl group may optionally be further substituted, and suitable examples include, but are not limited to, thiophene, furanyl, pyrrole, imidazolyl, diazolyl, triazolyl, imidazolyl, pyridyl, bipyridyl, and pyrimidine. Triazinyl, acridineyl, pyridazinyl, pyrazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, phthalazinyl, pyridinylpyrimidinyl, pyridinylpyrazinyl, benzothiopheneyl, benzofuranyl, indolyl, pyrroloimidazolyl, pyrrolopyrrolyl, thienopyrrolyl, thienopyrrolyl, furanolyl, furanolyl, thienofuranyl, benzoisoxazolyl, benzoisothiazolyl, benzoimidazolyl, o-diazonyl, phenanthridineyl, primidyl, quinazolinoneyl, dibenzothiopheneyl, dibenzofuranyl, carbazoleyl and their derivatives.

[0022] In this application, "alkyl" can mean straight-chain, branched, and / or cyclic alkyl. The number of carbon atoms in an alkyl group can be 1 to 50, 1 to 30, 1 to 20, 1 to 10, or 1 to 6. Phrases containing this term, such as "C 1-9"Alkyl" refers to an alkyl group containing 1 to 9 carbon atoms, and each time it appears, it can independently be C1 alkyl, C2 alkyl, C3 alkyl, C4 alkyl, C5 alkyl, C6 alkyl, C7 alkyl, C8 alkyl, or C9 alkyl. Non-limiting examples of alkyl groups include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, isobutyl, 2-ethylbutyl, 3,3-dimethylbutyl, n-pentyl, isopentyl, neopentyl, tert-butyl... Pentyl, cyclopentyl, 1-methylpentyl, 3-methylpentyl, 2-ethylpentyl, 4-methyl-2-pentyl, n-hexyl, 1-methylhexyl, 2-ethylhexyl, 2-butylhexyl, cyclohexyl, 4-methylcyclohexyl, 4-tert-butylcyclohexyl, n-heptyl, 1-methylheptyl, 2,2-dimethylheptyl, 2-ethylheptyl, 2-butylheptyl, n-octyl, tert-octyl, 2-ethyloctyl, 2-butyloctyl, 2-hexyloctyl, 3 7-Dimethyloctyl, cyclooctyl, n-nonyl, n-decyl, adamantyl, 2-ethyldecyl, 2-butyldecyl, 2-hexyldecyl, 2-octyldecyl, n-undecyl, n-dodecyl, 2-ethyldodecyl, 2-butyldodecyl, 2-hexyldodecyl, 2-octyldodecyl, n-tridecyl, n-tetradecyl, n-pentadecanyl, n-hexadecyl, 2-ethylhexadecyl, 2-butylhexadecyl, 2-hexylhexadecyl, 2-octylhexadecyl, n-hepta ...

[0023] In this application, "amino group" refers to an amine derivative having the structural feature of the formula -N(X)2, wherein each "X" is independently H, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted heterocyclic group, etc. Non-limiting types of amino groups include -NH2, -N(alkyl)2, -NH(alkyl), -N(cycloalkyl)2, -NH(cycloalkyl), -N(heterocyclic)2, -NH(heterocyclic), -N(aryl)2, -NH(aryl), -N(alkyl)(aryl), -N(alkyl)(heterocyclic), -N(cycloalkyl)(heterocyclic), -N(aryl)(heteroaryl), -N(alkyl)(heteroaryl), etc.

[0024] In this application, unless otherwise defined, hydroxyl refers to -OH, carboxyl refers to -COOH, carbonyl refers to -C(=O)-, amino refers to -NH2, formyl refers to -C(=O)H, haloformyl refers to -C(=O)Z (where Z represents halogen), carbamoyl refers to -C(=O)NH2, isocyanate refers to -NCO, and isothiocyanate refers to -NCS.

[0025] In this application, the term "alkoxy" refers to a group with the structure "-O-alkyl", that is, an alkyl group as defined above that is attached to other groups via an oxygen atom. Suitable examples of phrases containing this term include, but are not limited to: methoxy (-O-CH3 or -OMe), ethoxy (-O-CH2CH3 or -OEt), and tert-butoxy (-OC(CH3)3 or -OtBu).

[0026] In this application, the "*" connected to a single bond indicates a connection or fusion site.

[0027] In this application, when no linking site is specified in the group, it means that any linkable site in the group is selected as the linking site.

[0028] In this application, when no fusion site is specified in the group, it means that any fusionable site in the group is selected as the fusion site, preferably two or more sites in the adjacent position of the group are fusion sites.

[0029] In this application, when the same group contains multiple substituents with the same symbol, the substituents can be the same as or different from each other, for example... The six Rs on the benzene ring can be the same or different from each other.

[0030] In this application, the single bonds connecting the substituents extend through the corresponding ring, indicating that the substituent can be attached to any position on the ring, for example... R is attached to any substituted site on the benzene ring; such as express Can be with A fused ring can be formed at any position on the benzene ring.

[0031] The terms cycloalkyl or cycloalkyl as used in this application have the same meaning and are interchangeable.

[0032] This application provides an organic compound having a structure as shown in formula (1): (1); Among them, Ar 1 and Ar 2 It is independently selected from at least one of an aromatic group having 6 to 30 substituted or unsubstituted ring atoms, and a heteroaromatic group having 5 to 30 substituted or unsubstituted ring atoms; L 1 and L 2 Independently selected from at least one of a single bond, an aromatic group having 6 to 30 substituted or unsubstituted ring atoms, or a heteroaromatic group having 5 to 30 substituted or unsubstituted ring atoms; R 1 and R 2It is independently selected from at least one of hydrogen, deuterium, fluorine, trifluoromethyl, substituted or unsubstituted straight-chain alkyl having 1 to 16 carbon atoms, substituted or unsubstituted branched alkyl having 1 to 16 carbon atoms, and substituted or unsubstituted straight-chain alkoxy having 1 to 16 carbon atoms. m and n are independently selected from any integer from 0 to 5; a and b are independently selected from any integer from 1 to 30; c and d are independently selected from any integer from 0 to 5, and the sum of c and d is greater than or equal to 1.

[0033] In practical applications, the organic compound provided in this application contains conjugated groups such as phthalimide combined with sulfone linkers, which can provide a suitable conjugated area for the organic compound, maintaining a sufficiently high excited state and ensuring sufficiently high thermal stability. This organic compound has sufficiently high transmittance in the visible light band, without affecting the color of the light-emitting element, and also exhibits sufficiently high thermal stability. Furthermore, the fluorine-containing end groups attached to the periphery of the organic compound can provide suitable molecular polarity, good electron affinity, and film-forming properties, making the organic compound a high-performance low-refractive-index capping layer material. Further, this organic compound is trifluoromethyl and its derivative groups. By binding electrons with high electronegativity, the molecular polarizability can be kept at an appropriate level, thereby controlling the refractive index. In summary, when the organic compound provided in this application is used as a capping layer material, it can effectively utilize its low refractive index advantage to improve the light extraction efficiency of the light-emitting element, and utilize its strong stability advantage to ensure the overall stability of the light-emitting element, thereby improving the performance of the light-emitting element. Using the organic compound provided in this application as a low refractive index capping layer, combined with a high refractive index capping layer to form a double capping layer applied to the light-emitting element, makes the performance of the light-emitting element better, can improve the light extraction efficiency and significantly improve the current efficiency, which is conducive to realizing a light-emitting element with wide color gamut, low power consumption and high brightness.

[0034] Specifically, in some embodiments, Ar 1 and Ar 2 It is independently selected from at least one of phenyl, naphthyl, fluorenyl, benzofuranyl, benzothiophenyl, benzooxazolyl, benzothiazolyl, dibenzofuranyl, dibenzothiophenyl, benzonaphthofuranyl, diphenylamino, naphthylphenyl, biphenyl, terphenyl and triphenylamino.

[0035] In some embodiments, L 1 and L 2 Each is independently selected from at least one of single-bonded, substituted or unsubstituted phenyl, naphthyl, dibenzofuranyl and biphenyl.

[0036] In some embodiments, R 1 and R 2Each is independently selected from at least one of hydrogen atom, fluorine atom, trifluoromethyl, trifluoromethoxy, difluoromethyl, difluoromethoxy, fluoromethyl, fluoromethoxy, methyl, ethyl, propyl, isopropyl, tert-butyl, methoxy, trifluoroethyl and pentafluoroethyl.

[0037] In some embodiments, R 1 and R 2 It contains at least one fluorine atom.

[0038] In some embodiments, m and n are independently selected from 1 or 2.

[0039] In some embodiments, the organic compound is selected from any one of the following compounds:

[0040]

[0041]

[0042]

[0043]

[0044]

[0045]

[0046]

[0047]

[0048]

[0049]

[0050]

[0051]

[0052]

[0053]

[0054]

[0055]

[0056]

[0057]

[0058]

[0059]

[0060]

[0061]

[0062]

[0063]

[0064]

[0065]

[0066]

[0067]

[0068]

[0069]

[0070]

[0071]

[0072]

[0073]

[0074]

[0075]

[0076]

[0077]

[0078]

[0079]

[0080]

[0081]

[0082]

[0083]

[0084]

[0085]

[0086]

[0087]

[0088]

[0089]

[0090]

[0091]

[0092]

[0093]

[0094]

[0095]

[0096]

[0097]

[0098]

[0099]

[0100]

[0101]

[0102] 。

[0103] The organic compounds described in this application can be used as functional materials in the organic functional layers of electronic devices. These organic functional layers include, but are not limited to: a hole injection layer (HIL), a hole transport layer (HTL), an electron injection layer (EIL), an electron transport layer (ETL), a prime layer, a hole blocking layer (HBL), a cover / capping layer (CPL), and an emission / emissive layer (EML).

[0104] In some embodiments, the organic compounds described in this application are used in the coating layer.

[0105] In some embodiments, the organic compound described in this application is used in the first capping layer.

[0106] Accordingly, this application also provides a mixture comprising at least one of the aforementioned organic compounds and at least one organic functional material. The organic functional material may be selected from at least one of hole injection materials, hole transport materials, electron injection materials, electron transport materials, luminescent auxiliary materials, hole blocking materials, luminescent materials, host materials, capping materials, and organic dyes. For example, various organic functional materials are described in detail in WO2010135519A1, US20090134784A1, and WO2011110277A1, the entire contents of which are hereby incorporated herein by reference.

[0107] This application further relates to a composition comprising at least one organic solvent and at least one of the above-described organic compounds, or the composition comprising at least one of the above-described organic solvents and a mixture thereof, and at least one organic solvent selected from at least one of aromatic or heteroaromatic compounds, esters, aromatic ketones or aromatic ethers, aliphatic ketones or aliphatic ethers, alicyclic or olefinic compounds, borate esters or phosphate esters.

[0108] In some embodiments, the organic solvent is selected from aromatic or heteroaromatic solvents.

[0109] Examples of aromatic or heteroaromatic solvents suitable for this application include, but are not limited to: p-diisopropylbenzene, pentobenzene, tetrahydronaphthalene, cyclohexylbenzene, chloronaphthalene, 1,4-dimethylnaphthalene, 3-isopropylbiphenyl, p-methylisopropylbenzene, dipentylbenzene, tripentylbenzene, pentylene, o-diethylbenzene, m-diethylbenzene, p-diethylbenzene, 1,2,3,4-tetramethylbenzene, 1,2,3,5-tetramethylbenzene, 1,2,4,5-tetramethylbenzene, butylbenzene, dodecylbenzene, dihexylbenzene, dibutylbenzene, p-diisopropylbenzene, cyclohexylbenzene, benzylbutylbenzene Dimethylnaphthalene, 3-isopropylbiphenyl, p-methylisopropylbenzene, 1-methylnaphthalene, 1,2,4-trichlorobenzene, 4,4-difluorodiphenylmethane, 1,2-dimethoxy-4-(1-propenyl)benzene, diphenylmethane, 2-phenylpyridine, 3-phenylpyridine, N-methyldiphenylamine, 4-isopropylbiphenyl, 4-(3-phenylpropyl)pyridine, benzyl benzoate, 1,1-bis(3,4-dimethylphenyl)ethane, 2-isopropylnaphthalene, quinoline, isoquinoline, methyl 2-furanoate, ethyl 2-furanoate, etc.

[0110] Examples of aromatic ketone-based solvents suitable for this application include, but are not limited to: 1-tetrahydronaphthone, 2-tetrahydronaphthone, 2-(phenylepoxy)tetrahydronaphthone, 6-(methoxy)tetrahydronaphthone, acetophenone, phenylacetone, benzophenone, and their derivatives, such as 4-methylacetophenone, 3-methylacetophenone, 2-methylacetophenone, 4-methylphenylacetone, 3-methylphenylacetone, 2-methylphenylacetone, etc.

[0111] Examples of aromatic ether-based solvents suitable for this application include, but are not limited to: 3-phenoxytoluene, butoxybenzene, p-anisaldehyde dimethyl acetal, tetrahydro-2-phenoxy-2H-pyran, 1,2-dimethoxy-4-(1-propenyl)benzene, 1,4-benzodioxane, 1,3-dipropylbenzene, 2,5-dimethoxytoluene, 4-ethylbenzene, 1,3-dipropoxybenzene, 1,2,4-trimethoxybenzene, 4-(1-propenyl)-1,2-dimethoxybenzene, 1,3-dimethoxybenzene, glycidylphenyl ether, dibenzyl ether, 4-tert-butylanisole, trans-p-propenylanisole, 1,2-dimethoxybenzene, 1-methoxynaphthalene, diphenyl ether, 2-phenoxymethyl ether, 2-phenoxytetrahydrofuran, ethyl-2-naphthyl ether.

[0112] Examples of aliphatic ketone-based solvents suitable for this application include, but are not limited to: 2-nonanone, 3-nonanone, 5-nonanone, 2-decanone, 2,5-hexanedione, 2,6,8-trimethyl-4-nonanone, frankinc, phorone, isophorone, di-n-pentyl ketone, etc.; or aliphatic ethers, such as pentyl ether, hexyl ether, dioctyl ether, ethylene glycol dibutyl ether, diethylene glycol diethyl ether, diethylene glycol butyl methyl ether, diethylene glycol dibutyl ether, triethylene glycol dimethyl ether, triethylene glycol ethyl methyl ether, triethylene glycol butyl methyl ether, tripropylene glycol dimethyl ether, tetraethylene glycol dimethyl ether, etc.

[0113] Examples of ester-based solvents suitable for this application include, but are not limited to: alkyl octanoate, alkyl sebacate, alkyl stearate, alkyl benzoate, alkyl phenylacetate, alkyl cinnamate, alkyl oxalate, alkyl maleate, alkyl lactone, alkyl oleate, etc. Octyl octanoate, diethyl sebacate, diallyl phthalate, and isononyl isononanoate are particularly preferred.

[0114] In some embodiments, the composition further comprises a second organic solvent selected from at least one of methanol, ethanol, 2-methoxyethanol, dichloromethane, trichloromethane, chlorobenzene, o-dichlorobenzene, tetrahydrofuran, anisole, morpholine, toluene, o-xylene, m-xylene, p-xylene, 1,4-dioxane, acetone, methyl ethyl ketone, 1,2-dichloroethane, 3-phenoxytoluene, 1,1,1-trichloroethane, 1,1,2,2-tetrachloroethane, ethyl acetate, butyl acetate, dimethylformamide, dimethylacetamide, dimethyl sulfoxide, tetrahydronaphthalene, naphthane, and indene.

[0115] Optionally, in some embodiments of this application, solvents particularly suitable for this application are those with Hansen solubility parameters within the following ranges: δ d (Dispersion force) in the range of 17.0~23.2 MPa 1 / 2 The range, especially in the 18.5~21.0 MPa range. 1 / 2 Scope; δ p (Polar force) is between 0.2 and 12.5 MPa. 1 / 2 The range, especially 2.0~6.0 MPa 1 / 2 Scope; δ h (Hydrogen bond strength) ranges from 0.9 to 14.2 MPa 1 / 2 The range, especially in the range of 2.0~6.0 MPa 1 / 2 The range.

[0116] In the compositions according to the present invention, the boiling point parameter of the organic solvent is taken into consideration when selecting it. In the present invention, the boiling point of the organic solvent is ≥150°C; preferably ≥180°C; more preferably ≥200°C; more preferably ≥250°C; and most preferably ≥275°C or ≥300°C. Boiling points within these ranges are beneficial for preventing nozzle clogging of the inkjet printhead. The organic solvent can evaporate from the solvent system to form a thin film containing the functional material. Optionally, in some embodiments of this application, the composition is a solution.

[0117] In a preferred embodiment, the composition according to the invention is a solution.

[0118] In a preferred embodiment, the composition according to the invention is a suspension.

[0119] In this application, the composition may include 0.01 wt% to 20 wt% of the organic compound or the mixture thereof. Further, the organic compound or the mixture may be 0.1 wt% to 15 wt% of the composition. Preferably, the organic compound or the mixture may be 0.2 wt% to 10 wt% of the composition. The present invention also relates to the use of the composition as a coating or printing ink in the preparation of light-emitting elements, particularly preferably by a preparation method of printing or coating.

[0120] Suitable printing or coating technologies include (but are not limited to) inkjet printing, nozzle printing, letterpress printing, screen printing, dip coating, spin coating, doctor blade coating, roller printing, torsional roller printing, offset printing, flexographic printing, rotary printing, spraying, brushing or pad printing, and slot-fitting coating. Gravure printing, inkjet printing, and gravure printing are preferred. The solution or suspension may additionally include one or more components such as surfactants, lubricants, wetting agents, dispersants, hydrophobic agents, and binders to adjust viscosity, film-forming properties, and improve adhesion. The printing technology and its related requirements for the solution, such as solvent and concentration, viscosity, etc., are also important considerations.

[0121] This application also provides a light-emitting element comprising the above-mentioned organic compound, or the above-mentioned mixture, or prepared from the above-mentioned composition.

[0122] Please refer to Figure 1 The light-emitting element 100 includes a first electrode 11, a second electrode 18, an organic functional layer, and a capping layer 19.

[0123] The first electrode 11 and the second electrode 18 are disposed opposite to each other, the organic functional layer is located between the first electrode 11 and the second electrode 18, the cover layer 19 is located on the side of the first electrode 11 away from the organic functional layer, or on the side of the second electrode 18 away from the organic functional layer, and the material of the cover layer 19 includes at least one organic compound as described in the above embodiments, or a mixture as described in the above embodiments, or the cover layer 19 is made from the composition described in the above embodiments.

[0124] In some embodiments, the first electrode 11 may be one of the anode layer and the cathode layer, and the second electrode 18 may be the other of the anode layer and the cathode layer. This application embodiment takes the first electrode 11 as the anode and the second electrode 18 as the cathode as an example for explanation. The capping layer 19 is located on the side of the second electrode 18 away from the organic functional layer.

[0125] In some embodiments, the organic functional layer includes a hole injection layer 12, a hole transport layer 13, a light-emitting auxiliary layer 14, an organic light-emitting layer 15, an electron transport layer 16, and an electron injection layer 17, which are sequentially stacked on the side of the first electrode 11 near the second electrode 18.

[0126] In some embodiments, the light-emitting element 100 may include a first electrode 11 (anode layer), a hole injection layer 12, a hole transport layer 13, a light-emitting auxiliary layer 14, an organic light-emitting layer 15, an electron transport layer 16, an electron injection layer 17, a second electrode 18 (cathode layer), and a capping layer 19, which are sequentially stacked on the substrate 1.

[0127] In some embodiments, the light-emitting element 100 includes, but is not limited to, organic light-emitting diodes (OLEDs), organic photovoltaic cells (OPVs), organic light-emitting electrochemical cells (OLEECs), organic field-effect transistors (OFETs), organic light-emitting field-effect transistors (OLEFETs), organic lasers, organic spintronic devices, organic sensors, and organic plasmon emitting diodes, with organic electroluminescent devices such as OLEDs, OLEECs, and OLEFETs being particularly preferred.

[0128] In some embodiments, when the light-emitting element 100 is an OLED device, the light-emitting element 100 may include a substrate 1, a first electrode 11 sequentially disposed on the substrate 1, at least one organic light-emitting layer 15, and a second electrode 18.

[0129] In some embodiments, substrate 1 may be opaque or transparent. A transparent substrate can be used to fabricate a transparent light-emitting device. See, for example, Bulovic et al., Nature 1996, 380, p29, and Gu et al., Appl. Phys. Lett. 1996, 68, p2606. Substrate 1 may be rigid or flexible. Substrate 1 may be plastic, metal, semiconductor wafer, or glass. Preferably, substrate 1 has a smooth surface. Substrates without surface defects are particularly desirable. In a preferred example, substrate 1 is flexible and may be a polymer film or plastic with a glass transition temperature T0. gThe temperature should be above 150°C, preferably above 200°C, more preferably above 250°C, and most preferably above 300°C. Examples of suitable flexible substrates include polyethylene terephthalate (PET) and polyethylene glycol (2,6-naphthalene) (PEN).

[0130] In some embodiments, the first electrode 11 (anode) may comprise a conductive metal or metal oxide, or a conductive polymer. Holes can be readily injected into the hole injection layer 12, or the hole transport layer 13, or the organic light-emitting layer 15. In one example, the absolute value of the difference between the work function of the anode and the HOMO level or valence band level of the light emitter in the organic light-emitting layer 15, or the p-type semiconductor material in the hole injection layer 12, or the hole transport layer 13, or the electron blocking layer, is less than 0.5 eV, preferably less than 0.3 eV, and most preferably less than 0.2 eV. Examples of anode materials include, but are not limited to, Al, Cu, Au, Ag, Mg, Fe, Co, Ni, Mn, Pd, Pt, ITO, aluminum-doped zinc oxide, etc. Other suitable anode materials are known and can be readily selected and used by those skilled in the art. The anode material can be deposited using any suitable technique, such as a suitable physical vapor deposition method, including radio frequency magnetron sputtering, vacuum thermal evaporation, electron beam deposition, etc. In some embodiments, the anode is patterned. Patterned ITO conductive substrates are commercially available and can be used to fabricate devices according to the present invention.

[0131] In some embodiments, the second electrode 18 (cathode) may include a conductive metal or metal oxide. The cathode can readily inject electrons into the electron injection layer 17, or the electron transport layer 16, or directly into the organic light-emitting layer 15. In one embodiment, the absolute value of the difference between the work function of the cathode and the LUMO level or conduction band level of the light-emitting element or the n-type semiconductor material serving as the electron injection layer 17, the electron transport layer 16, or the hole-blocking layer is less than 0.5 eV, preferably less than 0.3 eV, and most preferably less than 0.2 eV. In principle, all materials suitable for use as the cathode of the light-emitting element 100 may be used as the cathode material of the device of the present invention. Examples of cathode materials include, but are not limited to: Al, Au, Ag, Ca, Ba, Mg, LiF / Al, MgAg alloy, BaF2 / Al, Cu, Fe, Co, Ni, Mn, Pd, Pt, ITO, etc. The cathode material can be deposited using any suitable technique, such as a suitable physical vapor deposition method, including radio frequency magnetron sputtering, vacuum thermal evaporation, electron beam deposition, etc.

[0132] In some embodiments, the capping layer 19 has a suitable energy level structure, exhibiting strong absorption in the region with wavelengths less than 400 nm (ultraviolet band) and weak or near-zero absorption in the visible light band with wavelengths greater than 400 nm. This can prevent damage to the internal materials of the light-emitting element 100 caused by high-energy light irradiation in subsequent processes. Simultaneously, the refractive index of the capping layer 19 is between that of the second electrode 18 and air, which can improve the luminous efficiency of the light-emitting element 100 through the microcavity effect.

[0133] Where the reflectivity of the interface between the capping layer 19 and the adjacent electrode (e.g., the second electrode 18) is high, the effect of light interference is significant. Therefore, the refractive index of the material constituting the capping layer 19 is preferably greater than the refractive index of the adjacent electrode (e.g., the second electrode 18). The refractive index of the material of the capping layer 19 for light with a wavelength of 630 nm is generally less than or equal to 1.70. In a preferred embodiment, the refractive index of the material of the capping layer 19 for light with a wavelength of 630 nm is less than or equal to 1.65. In a particularly preferred embodiment, the refractive index of the material of the capping layer 19 for light with a wavelength of 630 nm is less than or equal to 1.60.

[0134] In some embodiments, the cover layer 19 includes a first cover layer 191 and a second cover layer 192 stacked together. When the cover layer 19 is located on the side of the first electrode 11 away from the organic functional layer, the second cover layer 192 is located on the side of the first cover layer 191 away from the first electrode 11; or when the cover layer 19 is located on the side of the second electrode 18 away from the organic functional layer, the second cover layer 192 is located on the side of the first cover layer 191 away from the second electrode 18.

[0135] In this embodiment of the application, when the second electrode 18 is a cathode, the second cover layer 192 is located on the side of the first cover layer 191 away from the second electrode 18.

[0136] In some embodiments, the refractive index of the first cover layer 191 is less than the refractive index of the second cover layer 192, and the material of the first cover layer 191 includes at least one organic compound as described in the above embodiments, or the first cover layer 191 is made from the composition as described in the above embodiments.

[0137] In some embodiments, the first cover layer 191 has a refractive index of less than or equal to 1.61 for light with a wavelength of 460 nm, a refractive index of less than or equal to 1.6 for light with a wavelength of 530 nm, and a refractive index of less than or equal to 1.58 for light with a wavelength of 620 nm.

[0138] In some embodiments, the thickness of the first capping layer 191 ranges from 10 nm to 100 nm. In a preferred embodiment, the thickness of the first capping layer 191 ranges from 10 nm to 80 nm. In a more preferred embodiment, the thickness of the first capping layer 191 ranges from 10 nm to 60 nm. In a most preferred embodiment, the thickness of the first capping layer 191 ranges from 20 nm to 40 nm. Conversely, in some embodiments, the thickness of the first capping layer 191 is 2 to 4 times the thickness of the second electrode 18.

[0139] In some embodiments, the refractive index of the second cover layer 192 for light with a wavelength of 630 nm can be greater than or equal to 1.90; in a more preferred embodiment, the refractive index of the second cover layer 192 for light with a wavelength of 630 nm can be greater than or equal to 1.95; in a most preferred embodiment, the refractive index of the second cover layer 192 for light with a wavelength of 630 nm can be greater than or equal to 2.00.

[0140] In some embodiments, the thickness of the second capping layer 192 ranges from 10 nm to 200 nm. In a preferred embodiment, the thickness of the second capping layer 192 ranges from 20 nm to 150 nm. In a more preferred embodiment, the thickness of the second capping layer 192 ranges from 30 nm to 100 nm. In a most preferred embodiment, the thickness of the second capping layer 192 ranges from 40 nm to 90 nm. Conversely, in some embodiments, the thickness of the second capping layer 192 is 4 to 8 times the thickness of the second electrode 18.

[0141] In some embodiments, the second cover layer material may be selected from the following materials: .

[0142] In some embodiments, the first cover layer 191 of the light-emitting element 100 provided in this application embodiment can be prepared using an organic compound provided in this application embodiment.

[0143] In some embodiments, the emission wavelength of the light-emitting element 100 is between 300 nm and 1000 nm, preferably between 350 nm and 900 nm, and more preferably between 400 nm and 800 nm.

[0144] In some embodiments, the light-emitting element 100 provided in this application is used in various electronic devices, including but not limited to display devices, lighting devices, light sources, sensors, etc.

[0145] In some embodiments, electronic devices including the light-emitting element 100 include, but are not limited to, display devices, lighting devices, light sources, sensors, etc.

[0146] The present application will now be described in conjunction with preferred embodiments, but the present application is not limited to the following embodiments. It should be understood that the appended claims summarize the scope of the present application. Those skilled in the art should realize, under the guidance of the concept of the present application, that any changes made to the various embodiments of the present application will be covered by the spirit and scope of the claims of the present application. Specific Implementation The organic compounds and their preparation methods of the present invention are further described in detail below with reference to specific embodiments. Unless otherwise specified, all raw materials used in the following embodiments are commercially available products.

[0148] Organic compound synthesis examples Example 1 The synthetic route for organic compound P-1 is as follows:

[0149] Synthesis of intermediate I-2: I-1 (0.1 mol) and aniline (0.12 mol) were weighed and placed in a clean three-necked flask. Toluene (300 mL) was added, and nitrogen gas was purged three times. The mixture was heated to 90°C and refluxed for 8 h. After natural cooling, the reaction was quenched. The organic phase was dried and then evaporated to dryness. Intermediate I-2 was obtained by column chromatography with a yield of 68%. Electrospray ionization mass spectrometry (ESI-MS) results of intermediate I-2: m / z [H + =433.

[0150] Synthesis of compound P-1: I-2 (50 mmol) and I-3 (150 mmol) were weighed and placed in a clean three-necked flask. Toluene (200 mL) was added, and nitrogen gas was purged three times. The mixture was heated to 100°C and refluxed for 16 h. After natural cooling, the mixture was washed with water and separated. The organic phase was dried and then evaporated to dryness. Column chromatography was used to obtain compound P-1 in 83% yield, m / z [H]. + ]=599, Organic elemental analyzer test elemental analysis (EA): The theoretical values ​​are C, 56.20; H, 1.85; F, 15.87; N, 4.68; O, 16.04; S, 5.36. The measured values ​​were C, 56.2; H, 1.8; F, 15.9; N, 4.7; O, 16.0; S, 5.4.

[0151] Example 2 The synthetic route for the organic compound P-2 is as follows:

[0152] Synthesis of compound P-2: I-2 (50 mmol) and I-4 (150 mmol) were weighed and placed in a clean three-necked flask. Toluene (200 mL) was added, and nitrogen gas was purged three times. The mixture was heated to 100°C and refluxed for 16 h. After natural cooling, the mixture was washed with water and separated. The organic phase was dried and then evaporated to dryness. Column chromatography was used to obtain compound P-2 in 83% yield, m / z [H]. + ]=713, EA test: The theoretical values ​​are: C, 52.26; H, 1.84; F, 24.00; N, 3.93; O, 13.47; S, 4.50. The measured values ​​were C, 52.3; H, 1.8; F, 24.0; N, 3.9; O, 13.5; S, 4.5.

[0153] Example 3 The synthetic route for the organic compound P-3 is as follows:

[0154] Synthesis of intermediate I-6: I-1 (0.1 mol) and I-5 (0.12 mol) were weighed and placed in a clean three-necked flask, toluene (300 mL) was added, nitrogen gas was purged three times, and the mixture was heated to 90°C and refluxed for 8 h. After natural cooling, the reaction was quenched, the organic phase was dried and then evaporated to dryness. Column chromatography was used to obtain intermediate I-6 in 68% yield, m / z [H + =569.

[0155] Synthesis of compound P-3: I-6 (50 mmol) and I-7 (150 mmol) were weighed and placed in a clean three-necked flask, toluene (200 mL) was added, nitrogen gas was purged three times, and the mixture was heated to 100°C and refluxed for 16 h. After natural cooling, the mixture was washed with water and separated. The organic phase was dried and then evaporated to dryness. Column chromatography was used to obtain compound P-3 in 83% yield, m / z [H]. + ]=771, EA test: The theoretical values ​​are: C, 62.34; H, 2.62; F, 14.79; N, 3.64; O, 12.46; S, 4.16. The measured values ​​were C, 62.3; H, 2.6; F, 14.8; N, 3.6; O, 12.5; S, 4.2.

[0156] Example 4 The synthetic route for the organic compound P-4 is as follows:

[0157] Synthesis of compound P-4: I-6 (50 mmol) and I-8 (150 mmol) were weighed and placed in a clean three-necked flask, toluene (200 mL) was added, nitrogen gas was purged three times, and the mixture was heated to 100°C and refluxed for 16 h. After natural cooling, the mixture was washed with water and separated. The organic phase was dried and then evaporated to dryness. Column chromatography was used to obtain compound P-4 in 83% yield, m / z [H]. + ]=751, EA test: The theoretical values ​​are: C, 57.60; H, 2.15; F, 15.19; N, 3.73; O, 12.79; S, 8.54. The measured values ​​were C, 57.6; H, 2.2; F, 15.2; N, 3.7; O, 12.8; S, 8.5.

[0158] Example 5 The synthetic route for the organic compound P-5 is as follows:

[0159] Synthesis of compound P-5: I-6 (50 mmol) and I-9 (150 mmol) were weighed and placed in a clean three-necked flask, toluene (200 mL) was added, nitrogen gas was purged three times, and the mixture was heated to 100°C and refluxed for 16 h. After natural cooling, the mixture was washed with water and separated. The organic phase was dried and then evaporated to dryness. Column chromatography was used to obtain compound P-5 in 83% yield, m / z [H]. + ]=762, EA test: The theoretical values ​​are C, 58.35; H, 2.25; F, 14.97; N, 5.52; O, 14.70; S, 4.21. The measured values ​​were C, 58.4; H, 2.2; F, 15.0; N, 5.5; O, 14.7; S, 4.2.

[0160] Example 6 The synthetic route for the organic compound P-6 is as follows:

[0161] Synthesis of compound P-6: I-1 (0.1 mol) and I-5 (0.4 mol) were weighed and placed in a clean three-necked flask, toluene (300 mL) was added, nitrogen gas was purged three times, and the mixture was heated to 100°C and refluxed for 18 h. After natural cooling, the mixture was washed with water and separated. The organic phase was dried and then evaporated to dryness. Column chromatography was used to obtain compound P-6 in 89% yield, m / z [H]. + ]=781, EA test: The theoretical values ​​are: C, 49.24; H, 1.55; F, 29.21; N, 3.59; O, 12.30; S, 4.11. The measured values ​​were C, 49.2; H, 1.6; F, 29.2; N, 3.6; O, 12.3; S, 4.1.

[0162] Examples 7 to 28 Following the preparation method of compound P-6 in Example 6, compounds P-7 to P-28 in Table 1 were prepared using the reactant raw materials shown in Table 1. The first compound in the reactants represents a substitute for intermediate I-1, and the second compound in the reactants represents a substitute for intermediate I-5.

[0163] Referring to Example 6 Reactants: , .

[0164] The product is compound P-6: .

[0165] The yield of compound P-6 was 89%.

[0166] Mass spectrometry results of compound P-6 m / z [H + =781.

[0167] EA testing: The theoretical values ​​are C, 49.24; H, 1.55; F, 29.21; N, 3.59; O, 12.30; S, 4.11.

[0168] The actual values ​​are C, 49.2; H, 1.6; F, 29.2; N, 3.6; O, 12.3; S, 4.1.

[0169] Example 7 Reactants: , .

[0170] The product is compound P-7: .

[0171] The yield of compound P-7 was 83%.

[0172] Mass spectrometry results of compound P-7 m / z [H + =781.

[0173] EA testing: The theoretical values ​​are C, 49.24; H, 1.55; F, 29.21; N, 3.59; O, 12.30; S, 4.11.

[0174] The actual values ​​are C, 49.2; H, 1.6; F, 29.2; N, 3.6; O, 12.3; S, 4.1.

[0175] Example 8 Reactants: , .

[0176] The product is compound P-8: .

[0177] The yield of compound P-8 was 80%.

[0178] Mass spectrometry results of compound P-8 m / z [H + =681.

[0179] EA testing: The theoretical values ​​are C, 52.95; H, 1.78; F, 22.34; N, 4.12; O, 14.11; S, 4.71.

[0180] The actual values ​​are C, 53.0; H, 1.8; F, 22.3; N, 4.1; O, 14.1; S, 4.7.

[0181] Example 9 Reactants: , .

[0182] The product is compound P-9: .

[0183] The yield of compound P-9 was 87%.

[0184] Mass spectrometry results of compound P-9 m / z [H + =673.

[0185] EA testing: The theoretical values ​​are C, 57.15; H, 2.70; F, 16.95; N, 4.17; O, 14.27; S, 4.77.

[0186] The actual values ​​are C, 57.1; H, 2.7; F, 17.0; N, 4.2; O, 14.2; S, 4.8.

[0187] Example 10 Reactants: , .

[0188] The product is compound P-10: .

[0189] The yield of compound P-10 was 84%.

[0190] Mass spectrometry results of compound P-10 m / z [H + =745.

[0191] EA testing: The theoretical values ​​are C, 51.62; H, 1.90; F, 25.52; N, 3.76; O, 12.89; S, 4.31.

[0192] The actual values ​​are C, 51.6; H, 1.9; F, 25.5; N, 3.8; O, 12.9; S, 4.3.

[0193] Example 11 Reactants: , .

[0194] The product is compound P-11: .

[0195] The yield of compound P-11 was 88%.

[0196] Mass spectrometry results of compound P-11 m / z [H + =677.

[0197] EA testing: The theoretical values ​​are C, 53.26; H, 2.09; F, 16.85; N, 4.14; O, 18.92; S, 4.74.

[0198] The actual values ​​are C, 53.3; H, 2.1; F, 16.9; N, 4.1; O, 18.9; S, 4.7.

[0199] Example 12 Reactants: , .

[0200] The product is compound P-12: .

[0201] The yield of compound P-12 was 87%.

[0202] Mass spectrometry results of compound P-12 m / z [H + =769.

[0203] EA testing: The theoretical values ​​are C, 62.51; H, 2.36; F, 14.83; N, 3.64; O, 12.49; S, 4.17.

[0204] The actual values ​​are C, 62.5; H, 2.4; F, 14.8; N, 3.6; O, 12.5; S, 4.2.

[0205] Example 13 Reactants: , .

[0206] The product is compound P-13: .

[0207] The yield of compound P-13 was 85%.

[0208] Mass spectrometry results of compound P-13 m / z [H + =933.

[0209] EA testing: The theoretical values ​​are C, 56.66; H, 2.16; F, 24.44; N, 3.00; O, 10.29; S, 3.44.

[0210] The actual values ​​are C, 56.7; H, 2.2; F, 24.4; N, 3.0; O, 10.3; S, 3.4.

[0211] Example 14 Reactants: , .

[0212] The product is compound P-14: .

[0213] The yield of compound P-14 was 82%.

[0214] Mass spectrometry results of compound P-14 m / z [H + =969.

[0215] EA testing: The theoretical values ​​are C, 54.56; H, 1.87; F, 27.46; N, 2.89; O, 9.91; S, 3.31.

[0216] The actual values ​​are C, 54.6; H, 1.8; F, 27.5; N, 2.9; O, 9.9; S, 3.3.

[0217] Example 15 Reactants: , .

[0218] The product is compound P-15: .

[0219] The yield of compound P-15 was 80%.

[0220] Mass spectrometry results of compound P-15 m / z [H + =1105.

[0221] EA testing: The theoretical values ​​are C, 50.02; H, 1.46; F, 34.40; N, 2.54; O, 8.69; S, 2.90.

[0222] The actual values ​​are C, 50.0; H, 1.5; F, 34.4; N, 2.5; O, 8.7; S, 2.9.

[0223] Example 16 Reactants: , .

[0224] The product is compound P-16: .

[0225] The yield of compound P-16 was 82%.

[0226] Mass spectrometry results of compound P-16 m / z [H + =941.

[0227] EA testing: The theoretical values ​​are C, 53.63; H, 1.50; F, 28.28; N, 2.98; O, 10.21; S, 3.41.

[0228] The actual values ​​are C, 53.6; H, 1.5; F, 28.3; N, 3.0; O, 10.2; S, 3.4.

[0229] Example 17 Reactants: , .

[0230] The product is compound P-17: .

[0231] The yield of compound P-17 was 81%.

[0232] Mass spectrometry results of compound P-17 m / z [H + =1045.

[0233] EA testing: The theoretical values ​​are C, 59.77; H, 3.47; F, 21.82; N, 2.68; O, 9.19; S, 3.07.

[0234] The actual values ​​are C, 59.8; H, 3.5; F, 21.8; N, 2.7; O, 9.2; S, 3.0.

[0235] Example 18 Reactants: , .

[0236] The product is compound P-18: .

[0237] The yield of compound P-18 was 88%.

[0238] Mass spectrometry results of compound P-18 m / z [H + =993.

[0239] EA testing: The theoretical values ​​are C, 55.65; H, 2.44; F, 22.96; N, 2.82; O, 12.89; S, 3.23.

[0240] The actual values ​​are C, 55.7; H, 2.4; F, 23.0; N, 2.8; O, 12.9; S, 3.2.

[0241] Example 19 Reactants: , .

[0242] The product is compound P-19: .

[0243] The yield of compound P-19 was 86%.

[0244] Mass spectrometry results of compound P-19 m / z [H + =797.

[0245] EA testing: The theoretical values ​​are C, 63.32; H, 2.78; F, 14.31; N, 3.52; O, 12.05; S, 4.02.

[0246] The actual values ​​are C, 63.3; H, 2.8; F, 14.3; N, 3.5; O, 12.1; S, 4.0.

[0247] Example 20 Reactants: , .

[0248] The product is compound P-20: .

[0249] The yield of compound P-20 was 84%.

[0250] Mass spectrometry results of compound P-20 m / z [H + =833.

[0251] EA testing: The theoretical values ​​are: C, 60.58; H, 2.42; F, 18.25; N, 3.36; O, 11.53; S, 3.85.

[0252] The actual values ​​are C, 60.6; H, 2.4; F, 18.2; N, 3.4; O, 11.5; S, 3.9.

[0253] Example 21 Reactants: , .

[0254] The product is compound P-21: .

[0255] The yield of compound P-21 was 85%.

[0256] Mass spectrometry results of compound P-21 m / z [H + =969.

[0257] EA testing: The theoretical values ​​are C, 54.56; H, 1.87; F, 27.46; N, 2.89; O, 9.91; S, 3.31.

[0258] The actual values ​​are C, 54.6; H, 1.9; F, 27.4; N, 2.9; O, 9.9; S, 3.3.

[0259] Example 22 Reactants: , .

[0260] The product is compound P-22: .

[0261] The yield of compound P-22 was 83%.

[0262] Mass spectrometry results of compound P-22 m / z [H + =1085.

[0263] EA testing: The theoretical values ​​are C, 62.00; H, 2.60; F, 21.01; N, 2.58; O, 8.85; S, 2.96.

[0264] The actual values ​​are C, 62.0; H, 2.6; F, 21.0; N, 2.6; O, 8.8; S, 3.0.

[0265] Example 23 Reactants: , .

[0266] The product is compound P-23: .

[0267] The yield of compound P-23 was 85%.

[0268] Mass spectrometry results of compound P-23 m / z [H + =1085.

[0269] EA testing: The theoretical values ​​are C, 62.00; H, 2.60; F, 21.01; N, 2.58; O, 8.85; S, 2.96.

[0270] The actual values ​​are C, 62.0; H, 2.6; F, 21.0; N, 2.6; O, 8.8; S, 3.0.

[0271] Example 24 Reactants: , .

[0272] The product is compound P-24: .

[0273] The yield of compound P-24 was 87%.

[0274] Mass spectrometry results of compound P-24 m / z [H + =745.

[0275] EA testing: The theoretical values ​​are C, 61.30; H, 2.44; F, 15.31; N, 3.76; O, 12.89; S, 4.31.

[0276] The actual values ​​are C, 61.3; H, 2.4; F, 15.3; N, 3.8; O, 12.9; S, 4.3.

[0277] Example 25 Reactants: , .

[0278] The product is compound P-25: .

[0279] The yield of compound P-25 was 83%.

[0280] Mass spectrometry results of compound P-25 m / z [H + =933.

[0281] EA testing: The theoretical values ​​are C, 56.66; H, 2.16; F, 24.44; N, 3.00; O, 10.29; S, 3.44.

[0282] The actual values ​​are C, 56.7; H, 2.2; F, 24.4; N, 3.0; O, 10.3; S, 3.4.

[0283] Example 26 Reactants: , .

[0284] The product is compound P-26: .

[0285] The yield of compound P-26 was 82%.

[0286] Mass spectrometry results of compound P-26 m / z [H + =1113.

[0287] EA testing: The theoretical values ​​are: C, 60.44; H, 2.17; F, 20.49; N, 2.52; O, 11.50; S, 2.88.

[0288] The actual values ​​are C, 60.4; H, 2.2; F, 20.5; N, 2.5; O, 11.5; S, 2.9.

[0289] Example 27 Reactants: , .

[0290] The product is compound P-27: .

[0291] The yield of compound P-27 was 81%.

[0292] Mass spectrometry results of compound P-27 m / z [H + =1115.

[0293] EA testing: The theoretical values ​​are: C, 60.33; H, 2.71; F, 20.45; N, 5.03; O, 8.61; S, 2.88.

[0294] The actual values ​​are C, 60.3; H, 2.7; F, 20.5; N, 5.0; O, 8.6; S, 2.9.

[0295] Example 28 Reactants: , .

[0296] The product is compound P-28: .

[0297] The yield of compound P-28 was 80%.

[0298] Mass spectrometry results of compound P-28 m / z [H + =1085.

[0299] EA testing: The theoretical values ​​are C, 62.00; H, 2.60; F, 21.01; N, 2.58; O, 8.85; S, 2.96.

[0300] The actual values ​​are C, 62.0; H, 2.6; F, 21.0; N, 2.6; O, 8.8; S, 3.0.

[0301] Comparative Example This application also provides Comparative Examples 1-4, where the organic compounds are designated as "REF01-REF04". The preparation process can also refer to compound P-6 in Example 6. The first compound in the reactants represents a substitute for intermediate I-1, and the second compound in the reactants represents a substitute for intermediate I-5. Details are as follows: Comparative Example 1 Reactants: , .

[0302] The product is the comparative compound REF01: .

[0303] The yield of the comparative compound REF01 was 89%.

[0304] Compare the mass spectrometry results of compound REF01 m / z [H + =509.

[0305] EA testing: The theoretical values ​​are C, 66.14; H, 3.17; N, 5.51; O, 18.88; S, 6.30.

[0306] The actual values ​​are C, 66.1; H, 3.2; N, 5.5; O, 18.9; S, 6.3.

[0307] Comparative Example 2 Reactants: , .

[0308] The product is the comparative compound REF02: .

[0309] The yield of the comparative compound REF02 was 88%.

[0310] Compare the mass spectrometry results of compound REF02 m / z [H + =731.

[0311] EA testing: The theoretical values ​​are C, 54.26; H, 1.93; F, 31.21; N, 3.84; O, 8.76.

[0312] The actual values ​​are C, 54.3; H, 1.9; F, 31.2; N, 3.8; O, 8.8.

[0313] Comparative Example 3 Reactants: , .

[0314] The product is the comparative compound REF03: .

[0315] The yield of the comparative compound REF03 was 89%.

[0316] Compare the mass spectrometry results of compound REF03 m / z [H +=632.

[0317] EA testing: The theoretical values ​​are C, 56.98; H, 1.91; F, 24.03; N, 4.43; O, 12.65.

[0318] The actual values ​​are C, 57.0; H, 1.9; F, 24.0; N, 4.4; O, 12.7.

[0319] Comparative Example 4 Reactants: , .

[0320] The product is the comparative compound REF04: .

[0321] The yield of the comparative compound REF04 was 80%.

[0322] Compare the mass spectrometry results of compound REF04 m / z [H + =652.

[0323] EA testing: The theoretical values ​​are C, 51.55; H, 1.24; F, 23.30; N, 4.29; O, 14.71; S, 4.91.

[0324] The actual values ​​are C, 51.6; H, 1.2; F, 23.3; N, 4.3; O, 14.7; S, 4.9.

[0325] Refractive index test The compound of this application was deposited onto single-crystal silicon by vacuum evaporation to form an 80 nm thick film. The single-crystal silicon was then placed on an ellipsometer sample stage with an incident angle of 70°. The refractive indices of the compound at wavelengths of 460 nm, 530 nm, and 620 nm were measured using the ellipsometer. The differences in refractive indices at 460 nm and 530 nm (Δn1), 530 nm and 620 nm (Δn2), and 460 nm and 620 nm (Δn3) were calculated. The results are shown in Table 1.

[0326] Table 1

[0327] As shown in Table 1, the refractive index of the organic compounds (e.g., compounds P-1 to P-28) provided in the embodiments of this application is not higher than 1.58 at a wavelength of 620 nm. The difference between the refractive index at a wavelength of 460 nm and the refractive index at a wavelength of 530 nm is 0 to 0.01, the difference between the refractive index at a wavelength of 530 nm and the refractive index at a wavelength of 620 nm is 0.01 to 0.02, and the difference between the refractive index at a wavelength of 460 nm and the refractive index at a wavelength of 620 nm is 0.01 to 0.03. This indicates that the refractive index of compounds P-1 to P-28 in the embodiments of this application is lower than that of the comparative compounds in the wavelength range of 460 to 620 nm, and the deviation at different wavelengths is not higher than that of the comparative compounds.

[0328] like Figure 2 The figure shows the refractive index test results of compound P-6 provided in the embodiments of this application and the comparative compound REF02. It can be seen that the refractive index of the compound provided in the embodiments of this application is lower than that of the comparative compound in all wavelength bands.

[0329] Due to its low refractive index and organic conjugation properties, the organic compound provided in this application, when used as the first capping layer 191 material, can not only improve current distribution and enhance luminous uniformity, but also serve as an optical transition and anti-reflection agent, effectively improving the light extraction efficiency of the light-emitting device through the microcavity effect. Furthermore, it can broaden the critical angle for total internal reflection by utilizing the refractive index differences across multiple layers, thereby effectively improving color shift when applying multi-angle display devices.

[0330] Thermal stability test For the light-emitting element 100 in an organic display panel, the thermal stability of the materials used is crucial. This application uses differential scanning calorimetry (DSC) to measure the heat flow difference between the compound and a reference material during programmed temperature control, thereby studying the thermal transition behavior of the material, such as glass transition, melting, crystallization, and solidification. A 10 mg sample was weighed and placed in a standard aluminum crucible, using nitrogen as the purge gas at a flow rate of 50 mL / min and a heating rate of 10°C / min. Furthermore, thermogravimetric analysis (TGA) was used to measure the mass change of the compound under programmed temperature control, thereby analyzing its thermal stability, decomposition behavior, and volatile content. A 20 mg sample was weighed and placed in an alumina crucible, with nitrogen as the test atmosphere and a heating rate of 10°C / min. The thermal stability test results are shown in Table 2, where the thermal decomposition temperature corresponds to the temperature at which 5% weight loss occurs.

[0331] Table 2

[0332] As shown in Table 2, the glass transition temperature of the organic compounds provided in the embodiments of this application is greater than or equal to 95°C, and the thermal decomposition temperature is greater than or equal to 365°C. The glass transition temperature and thermal decomposition temperature of the organic compounds provided in the embodiments of this application are both at a high level, indicating that the material has good thermal stability.

[0333] Fabrication and characterization of light-emitting elements by Figure 1 Taking the fabrication of the device structure of the light-emitting element 100 shown as an example, the following detailed description of the fabrication method of the light-emitting element 100 using the compound of this application will be provided through specific device embodiments.

[0334] In the following method for preparing the light-emitting element 100, ITO conductive glass is used as the anode substrate, HATCN as the hole injection material, HT as the hole transport material, Prime as the light-emitting auxiliary material, BH as the main material of the light-emitting layer, BD as the doping material of the light-emitting layer, ET and lithium 8-hydroxyquinoline (Liq) as electron transport materials, Liq as the electron injection material, and Al as the cathode material. Furthermore, the series of organic compounds from the aforementioned synthesis examples 1-28 are used as the first capping layer 191 material, and CPL01 is used as the second capping layer 192 material to prepare the corresponding light-emitting elements 100. The chemical structural formulas of HATCN, BH, BD, HT, Prime, ET, and Liq are shown below: .

[0335] The following detailed embodiments illustrate the fabrication process of the light-emitting element 100 using the above-described materials.

[0336] Taking the fabrication method of light-emitting element 100 using compound P-1 as the capping layer material as an example, the resulting light-emitting element 100 is denoted as "OLED-1 device". The fabrication method of OLED-1 device includes the following steps: Step a: Cleaning of the ITO conductive glass substrate (first electrode 11). An ITO conductive glass substrate is provided and ultrasonically cleaned using one or more cleaning agents such as deionized water, acetone, isopropanol, or chloroform to improve the power function of the first electrode 11.

[0337] Step b: Form a hole injection layer 12 on the first electrode 11. Hole injection material HATCN is deposited on the anode 11 at a deposition rate of 1 Å / s to obtain a hole injection layer 12 with a thickness of 30 nm.

[0338] Step c: Form a hole transport layer 13 on the hole injection layer 12. Hole transport material HT is deposited on the hole injection layer 12 at a deposition rate of 1 Å / s to obtain a hole transport layer 13 with a thickness of 60 nm.

[0339] Step d: A light-emitting auxiliary layer 14 is formed on the hole transport layer 13. A light-emitting auxiliary material Prime is deposited on the hole transport layer 13 at a deposition rate of 1 Å / s to obtain a light-emitting auxiliary layer 14 with a thickness of 10 nm.

[0340] Step e: Form an organic light-emitting layer 15 on the light-emitting auxiliary layer 14. Using BH as the host material and BD as the dopant material, with a mass ratio of BH to BD of 98:2, BH and BD are deposited on the light-emitting auxiliary layer 14 at a deposition rate of 1 Å / s to obtain an organic light-emitting layer 15 with a thickness of 25 nm.

[0341] Step f: Form an electron transport layer 16 on the organic light-emitting layer 15. In a vacuum chamber, electron transport materials ET and Liq are placed in different evaporation crucibles and subjected to high vacuum (1×10⁻⁶) conditions. -6 Under millibars, ET and Liq are co-deposited at a weight ratio of 5:5 to form an electron transport layer 16 with a thickness of 30 nm on the organic light-emitting layer 15.

[0342] Step g: Form an electron injection layer 17 on the electron transport layer 16. Electron injection material Liq is deposited on the electron transport layer 16 at a deposition rate of 1 Å / s to obtain an electron injection layer 17 with a thickness of 1 nm.

[0343] Step h: Form a second electrode 18 on the electron injection layer 17. The material Al of the second electrode 18 is deposited on the electron injection layer 17 at a deposition rate of 1 Å / s to obtain a second electrode 18 with a thickness of 100 nm.

[0344] Step i: Form a capping layer 19 on the cathode 18. The first capping layer material compound P-1 and the second capping layer CPL01 are sequentially deposited on the second electrode 18 at a evaporation rate of 1 Å / s to obtain capping layers 191 and 192 with thicknesses of 20 nm and 60 nm, respectively, which together constitute capping layer 19.

[0345] Step j: The device obtained by layer-by-layer deposition is placed in a nitrogen atmosphere glove box and encapsulated with ultraviolet curing resin to finally obtain the OLED-1 device.

[0346] In this embodiment, the structure of the prepared OLED-1 device is: ITO / HATCN (30 nm) / HT (60 nm) / Prime (10 nm) / BH:BD (2%, 25 nm) / ET:Liq (5:5, 30 nm) / Liq (1 nm) / Al (100 nm) / compound P-1 (20 nm) / CPL01 (60 nm).

[0347] Fabrication of OLED-2 to OLED-28 devices Referring to the preparation method of OLED-1 in Device Example, the compounds synthesized in Examples 2 to 28 were used as capping layer materials for OLED devices, and OLED-2 to OLED-28 devices were prepared accordingly. It can be understood that in the above preparation methods of OLED-1 to OLED-28 devices, except for the material used in the first capping layer 191, all other experimental conditions are the same.

[0348] Fabrication of OLED-REF01 and OLED-REF02 devices Comparative examples OLED-REF01 and OLED-REF02 are similar to OLED-1 in structure and fabrication method, except that they do not use a double-layer capping material, but only a single-layer capping layer. All other experimental conditions are the same.

[0349] The structure of Comparative Example 1 is: ITO / HATCN (30nm) / HT (60nm) / Prime (10nm) / BH:BD (2%, 25nm) / ET:Liq (5:5, 30nm) / Liq (1nm) / Al (100nm) / CPL01 (60nm); The structure of Comparative Example 2 is: ITO / HATCN (30nm) / HT (60nm) / Prime (10nm) / BH:BD (2%, 25nm) / ET:Liq (5:5, 30nm) / Liq (1nm) / Al (100nm) / Compound P-1 of the present invention (20nm).

[0350] Fabrication of OLED-REF03 to OLED-REF06 devices Referring to the fabrication method of OLED-1 in the device embodiment, comparative compounds REF01 to REF04 were used as the first capping layer materials to prepare OLED-REF03 to OLED-REF06 devices respectively. Compared with the fabrication method of OLED-1 device, the fabrication methods of OLED-REF03 to OLED-REF06 devices are identical except for the first capping layer material.

[0351] In this application, the current-voltage (JV) characteristics of OLED-1 to OLED-20 and device comparative examples 1 to 6 are characterized, and important parameters such as BI value (BI = current efficiency / CIEy, unit cd / A / CIEy, which is the industry standard performance indicator for blue OLED devices) are recorded, as shown in Table 3.

[0352] Table 3

[0353] As can be seen from the data in Table 3, the BI values ​​of devices OLED-1 to OLED-28, fabricated using the organic compound provided in the embodiments of this application as the material of the first capping layer 191, are all higher than those of OLED-REF01 to OLED-REF06. Specifically, compared to the single capping layer devices OLED-REF01 and OLED-REF02, the BI values ​​of the dual capping layer devices are relatively higher. Furthermore, compared to devices OLED-REF03 to OLED-REF06, the BI values ​​of the dual capping layer devices prepared by combining the organic compound provided in the embodiments of this application with CPL01 are higher, which may be related to the enhanced microcavity effect brought about by the relatively lower refractive index of the organic compound provided in the embodiments of this application. The BI value corresponds to the ratio of device current efficiency to chromaticity value. It can be understood that a larger BI value means that the organic electroluminescent device has higher blue light color purity (lower y chromaticity) at the same current efficiency, or better luminous efficiency at the same color purity. Therefore, it should be understood that devices using the compound of the present invention as a double-layer capping layer with a low refractive index first capping layer and a high refractive index second capping layer have better performance, can improve light extraction efficiency and significantly improve current efficiency, and are conducive to realizing a light-emitting element 100 with wide color gamut, low power consumption and high brightness.

[0354] Further analysis reveals that the organic compound provided in this application contains conjugated groups such as phthalimide, which, combined with sulfone linkers, provide a suitable conjugated area, maintaining a sufficiently high excited state and ensuring sufficiently high thermal stability. This organic compound exhibits sufficiently high transmittance in the visible light band, without affecting the color of the light-emitting element, and also possesses sufficiently high thermal stability. Furthermore, the fluorinated end groups attached to the periphery of this organic compound provide suitable molecular polarity, good electron affinity, and film-forming properties, enabling it to become a high-performance low-refractive-index capping layer material. Moreover, this organic compound is a trifluoromethyl group and its derivatives, which can benefit from extremely high electrochemical conductivity... Negatively bound electrons allow the molecular polarizability to be at an appropriate level, thereby controlling the refractive index. In summary, when the organic compound provided in this application is used as a capping layer material, it can effectively utilize its low refractive index advantage to improve the light extraction efficiency of the light-emitting element 100, and utilize its strong stability advantage to ensure the overall stability of the light-emitting element, thereby improving the performance of the light-emitting element 100. Using the organic compound provided in this application as a low refractive index capping layer, combined with a high refractive index capping layer to form a double capping layer applied to the light-emitting element 100, makes the performance of the light-emitting element better, can improve the light extraction efficiency and significantly improve the current efficiency, which is conducive to realizing a light-emitting element 100 with wide color gamut, low power consumption and high brightness.

[0355] In addition, this application embodiment also provides a display panel, which includes the light-emitting element as described in the above embodiments.

[0356] In some embodiments, the display panel can be applied to mobile phones, televisions, computers, tablets, wearable devices, and virtual reality display devices, etc.

[0357] It is understood that since the display panel includes the same light-emitting element as in the above embodiments, the display panel has the same beneficial effects as the light-emitting element 100 in the above embodiments, and will not be described again here.

[0358] Furthermore, embodiments of this application also provide a display device, which includes the display panel described in the above embodiments.

[0359] In some embodiments, the display device may be a mobile phone, television, computer, tablet, wearable device, or virtual reality display device, etc.

[0360] The technical features of the above embodiments can be combined in any way. For the sake of brevity, not all possible combinations of the technical features in the above embodiments are described. However, as long as there is no contradiction in the combination of these technical features, they should be considered to be within the scope of this specification.

[0361] The embodiments described above are merely illustrative of several implementations of the present invention, facilitating a detailed understanding of the technical solutions of the present invention, but should not be construed as limiting the scope of protection of the invention patent. It should be noted that those skilled in the art can make various modifications and improvements without departing from the concept of the present invention, and these all fall within the scope of protection of the present invention. It should be understood that technical solutions obtained by those skilled in the art based on the technical solutions provided by the present invention through logical analysis, reasoning, or limited experimentation are all within the scope of protection of the appended claims. Therefore, the scope of protection of this invention patent should be determined by the content of the appended claims, and the specification can be used to interpret the content of the claims.

Claims

1. An organic compound, characterized in that, The organic compound has a structure as shown in formula (1): （1）； Among them, Ar 1 and Ar 2 It is independently selected from at least one of an aromatic group having 6 to 30 substituted or unsubstituted ring atoms, and a heteroaromatic group having 5 to 30 substituted or unsubstituted ring atoms; L 1 and L 2 Independently selected from at least one of a single bond, an aromatic group having 6 to 30 substituted or unsubstituted ring atoms, or a heteroaromatic group having 5 to 30 substituted or unsubstituted ring atoms; R 1 and R 2 It is independently selected from at least one of hydrogen, deuterium, fluorine, trifluoromethyl, substituted or unsubstituted straight-chain alkyl having 1 to 16 carbon atoms, substituted or unsubstituted branched alkyl having 1 to 16 carbon atoms, and substituted or unsubstituted straight-chain alkoxy having 1 to 16 carbon atoms. m and n are independently selected from any integer from 0 to 5; a and b are independently selected from any integer from 1 to 30; c and d are independently selected from any integer from 0 to 5, and the sum of c and d is greater than or equal to 1.

2. The organic compound according to claim 1, characterized in that, Ar 1 and Ar 2 It is independently selected from at least one of phenyl, naphthyl, fluorenyl, benzofuranyl, benzothiophenyl, benzooxazolyl, benzothiazolyl, dibenzofuranyl, dibenzothiophenyl, benzonaphthofuranyl, diphenylamino, naphthylphenyl, biphenyl, terphenyl and triphenylamino.

3. The organic compound according to claim 1, characterized in that, L 1 and L 2 It is independently selected from at least one of single-bonded, substituted or unsubstituted phenyl, naphthyl, dibenzofuranyl and biphenyl.

4. The organic compound according to claim 1, characterized in that, R 1 and R 2 It is independently selected from at least one of hydrogen atom, fluorine atom, trifluoromethyl, trifluoromethoxy, difluoromethyl, difluoromethoxy, fluoromethyl, fluoromethoxy, methyl, ethyl, propyl, isopropyl, tert-butyl, methoxy, trifluoroethyl and pentafluoroethyl.

5. The organic compound according to claim 1, characterized in that, m and n are independently selected from 1 or 2.

6. The organic compound according to claim 1, characterized in that, The organic compound is selected from any one of the following compounds: 。 7. A composition, characterized in that, The composition comprises at least one organic solvent and at least one organic compound as described in any one of claims 1 to 6.

8. A light-emitting element, characterized in that, include: First electrode; The second electrode is disposed opposite to the first electrode; An organic functional layer is located between the first electrode and the second electrode; A capping layer is located on the side of the first electrode away from the organic functional layer, or on the side of the second electrode away from the organic functional layer, wherein the material of the capping layer comprises at least one organic compound as described in any one of claims 1 to 6, or the capping layer is made from the composition of claim 7.

9. The light-emitting element according to claim 8, characterized in that, The cover layer includes a first cover layer and a second cover layer stacked together, wherein the second cover layer is located on the side of the first cover layer away from the first electrode, or on the side of the first cover layer away from the second electrode; The refractive index of the first coating layer is less than that of the second coating layer, and the material of the first coating layer includes at least one of the organic compounds, or the first coating layer is made from the composition.

10. A display panel, characterized in that, The display panel includes the light-emitting element as described in claim 8 or 9.

Images