Organic electroluminescent device and its application

Abstract

The present invention provides an organic electroluminescent device and its application. The organic electroluminescent device comprises a cathode and an anode, and an organic layer disposed between the cathode and anode. The organic layer comprises a first organic layer and a second organic layer. The first organic layer comprises a first organic compound, and the second organic layer comprises a second organic compound. By combining the first organic compound and the second organic compound with specific structures, the organic electroluminescent device can achieve improved device performance, significantly improve device life, and enhance device efficiency, thus offering significant industrial advantages.

Description

Technical Field

[0001] The present invention belongs to the technical field of organic electroluminescence, and in particular relates to an organic electroluminescent device and applications thereof. Background Art

[0002] Organic electronic devices include but are not limited to the following: organic light-emitting diodes (OLEDs), organic field-effect transistors (O-FETs), organic light-emitting transistors (OLETs), organic photovoltaic devices (OPVs), dye-sensitized solar cells (DSSCs), organic optical detectors, organic photoreceptors, organic field-effect devices (OFQDs), light-emitting electrochemical cells (LECs), organic laser diodes, and organic plasmonic light-emitting devices.

[0003] In 1987, Tang and Van Slyke of Eastman Kodak reported a double-layer organic electroluminescent device consisting of a hole-transporting layer of arylamine and an electron-transporting layer and a light-emitting layer of tris-8-hydroxyquinoline-aluminum; upon application of a bias voltage to the device, green light was emitted from the device. This invention laid the foundation for the development of modern OLEDs. State-of-the-art OLEDs can include multiple layers, such as charge injection and transport layers, charge and exciton blocking layers, and one or more light-emitting layers between the cathode and anode. Because OLEDs are self-luminous solid-state devices, they offer great potential for display and lighting applications. In addition, the inherent properties of organic materials, such as their flexibility, make them well-suited for specialized applications, such as fabrication on flexible substrates.

[0004] OLEDs can be categorized into three different types based on their emission mechanisms. The OLEDs invented by Tang and Van Slyke were fluorescent OLEDs, which exclusively utilized singlet emission. Triplet states generated within the device were wasted through non-radiative decay channels; therefore, the internal quantum efficiency (IQE) of fluorescent OLEDs was only 25%, which limited their commercialization. In 1997, Forrest and Thompson reported phosphorescent OLEDs, which utilized triplet emission from heavy metal complexes as emitters. This enabled the harvesting of both singlet and triplet states, achieving an IQE of 100%. Due to their high efficiency, the discovery and development of phosphorescent OLEDs directly contributed to the commercialization of active-matrix OLEDs (AMOLEDs). More recently, Adachi achieved high efficiency through thermally activated delayed fluorescence (TADF) of organic compounds. These emitters have a small singlet-triplet gap, enabling excitons to return from the triplet state to the singlet state. In TADF devices, triplet excitons can generate singlet excitons via reverse intersystem crossing, resulting in high IQE.

[0005] OLEDs can also be categorized as small molecule OLEDs and polymer OLEDs based on the form of the materials used. A small molecule is any organic or organometallic material that is not a polymer. Small molecules can have large molecular weights as long as they have a precise structure; dendrimers with well-defined structures are considered small molecules. Polymer OLEDs include conjugated polymers and non-conjugated polymers with pendant luminescent groups. Small molecule OLEDs can become polymer OLEDs if post-polymerization occurs during the manufacturing process.

[0006] Various OLED manufacturing methods exist. Small molecule OLEDs are typically produced by vacuum thermal evaporation. Polymer OLEDs are produced using solution methods such as spin coating, inkjet printing, and nozzle printing. Small molecule OLEDs can also be produced using solution methods if the material can be dissolved or dispersed in a solvent.

[0007] Organic electroluminescent devices convert electrical energy into light by applying a voltage across the device. Typically, an organic electroluminescent device includes an anode, a cathode, and an organic layer between the anode and the cathode. The organic layers of an electroluminescent device include a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer (containing a host material and a dopant material), an electron buffer layer, a hole blocking layer, an electron transport layer, and an electron injection layer. Depending on the function of the material, the materials that make up the organic layer can be divided into hole injection materials, hole transport materials, electron blocking materials, host materials, light-emitting materials, hole blocking materials, electron transport materials, and electron injection materials. When a bias is applied to the device, holes are injected from the anode into the light-emitting layer, and electrons are injected from the cathode into the light-emitting layer. The holes and electrons meet to form excitons, and the excitons recombine to emit light. Among them, the hole injection layer and the electron blocking layer are one of the important functional layers that affect the performance of the organic electroluminescent device. The selection and combination of their materials seriously affect the driving voltage, efficiency, and life of the organic electroluminescent device. In order to commercially obtain organic electroluminescent devices with low voltage, high efficiency, and long life, it is very important to develop new hole injection layer and electron blocking layer materials. Selecting the appropriate combination of hole injection layer and electron blocking layer is also very important to achieve the above goals.

[0008] The hole injection layer can be a single material layer, or it can be a hole transport material doped with a certain proportion of p-type conductive doping material. The doping ratio is usually less than 5%, and the most commonly used is between 1 and 3%. The p-type doping effect is achieved through the strong electron capture ability of the p-type conductive doping material, which improves the hole injection and conductive performance. The hole injection layer doped with p-type conductive doping material in the device usually has a lower voltage than the single layer material, so it is widely used. The LUMO energy level of commonly used p-type conductive doping materials is around 5.1eV, which can be matched with general hole transport materials with a HOMO energy level around 5.1eV. However, the types of hole transport materials in the industry today are very wide, some of which have a HOMO energy level of 5.2eV or deeper. For these materials with deep HOMO energy levels, p-type conductive materials with deeper LUMO energy levels are required to achieve better device performance. Therefore, in order to promote the widespread application of p-type conductive doping technology, it is necessary to develop and utilize p-type conductive doping materials with a LUMO energy level deeper than 5.05eV.

[0009] On the other hand, in OLED devices, the HOMO energy level of most of the main materials of the light-emitting layer is around 5.4eV to 5.6eV, which is much deeper than that of the general hole transport layer materials, resulting in a higher potential barrier for holes when entering the light-emitting layer from the transport layer. In order to solve this problem, an electron blocking layer with a HOMO energy level between the two is usually inserted between the hole transport layer and the light-emitting layer, that is, a multi-layer structure is established between the hole injection layer and the light-emitting layer to form a structure with progressive potential energy. Therefore, if a hole transport material with a deeper HOMO energy level can be used, combined with an electron blocking layer with an even deeper HOMO energy level, the potential barrier for holes from the injection layer to the light-emitting layer can be reduced at the same time; and further, if a hole transport material with a deeper HOMO energy level is used in the hole injection layer, a p-type conductive doping material with a deeper LUMO energy level needs to be used to match it, so as to obtain a device with lower voltage, higher efficiency and longer service life.

[0010] The applicant disclosed an organic compound in the previous US patent application US20200062778A1, which includes a compound The compound is used as a p-type conductive doping material in organic electroluminescent devices, but the patent does not limit the electron blocking layer material used in combination.

[0011] CN110577511A discloses an organic compound containing compound In the patent, it is used as a hole transport material or electron blocking layer material in an organic electroluminescent device, but the patent application does not disclose a technical solution that can be used in combination with other materials (especially p-type conductive doping materials).

[0012] Although OLED devices including hole injection layers or electron blocking layers have been disclosed in the prior art, they still have disadvantages such as low efficiency and short lifespan. Therefore, developing more diverse and higher-performance organic electroluminescent devices is a research focus in this field. Summary of the Invention

[0013] In order to develop more types of organic electroluminescent devices with higher performance, one of the objects of the present invention is to provide an organic electroluminescent device, wherein the organic electroluminescent device comprises a cathode and an anode, and an organic layer disposed between the cathode and the anode; the organic layer comprises a first organic layer and a second organic layer; the first organic layer comprises a first organic compound, and the second organic layer comprises a second organic compound;

[0014] The first organic compound has a structure as shown in Formula I:

[0015]

[0016] In formula I, X and Y are each identically or differently selected from NR', CR"R"', O, S or Se;

[0017] Z1 and Z2 are each selected from O, S or Se, the same or different at each occurrence;

[0018] R, R', R" and R'" are each identically or differently selected from the group consisting of hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms , a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, and combinations thereof;

[0019] Each R may be the same or different, and at least one of R, R', R", and R'" is a group having at least one electron-withdrawing group;

[0020] Adjacent substituents in Formula I can optionally be linked to form a ring;

[0021] The second organic compound has a structure as shown in Formula II:

[0022]

[0023] In formula II, o, p, and m are each identically or differently selected from 0, 1, or 2;

[0024] R1, R M Each occurrence is identical or different and is selected from hydrogen, deuterium, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 20 carbon atoms, and R1 and R M At least one of them is not a hydrogen atom or a deuterium atom;

[0025] Ring B and Ring C, when they occur each time, are identically or differently selected from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl groups having 3 to 20 carbon atoms;

[0026] R3 and R4 are each identically or differently selected from hydrogen, deuterium, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 20 carbon atoms;

[0027] Adjacent substituents R3 can optionally be linked to form a ring;

[0028] Adjacent substituents R4 can optionally be linked to form a ring.

[0029] The organic electroluminescent device provided by the present invention comprises at least a first organic layer and a second organic layer. The first organic layer comprises a first organic compound having a structure represented by Formula I as a p-type conductive doping material, and the second organic layer comprises a second organic compound having a structure represented by Formula II as an electron blocking material. Through the interaction between materials of a specific structure and a hierarchical structure comprising the materials, the organic electroluminescent device has higher luminous efficiency and a longer lifespan, and its overall performance is significantly improved compared to conventional organic electroluminescent devices.

[0030] A second object of the present invention is to provide a display assembly, which includes the organic electroluminescent device as described in the first object.

[0031] A third object of the present invention is to provide an application of the organic electroluminescent device as described in the first object in an electronic device, an electronic component module, a display device or a lighting device.

[0032] Compared with the prior art, the present invention has the following beneficial effects:

[0033] The organic electroluminescent device provided by the present invention comprises a first organic layer and a second organic layer, wherein the first organic layer comprises a first organic compound as a p-type conductive doping material, and the second organic layer comprises a second organic compound as an electron blocking material. By using a combination of a p-type conductive doping material and an electron blocking material of a specific structure, better device performance can be achieved, the device life can be greatly improved, and the device has higher efficiency, which has obvious advantages in the industry. BRIEF DESCRIPTION OF THE DRAWINGS

[0034] Figure 1 A schematic cross-sectional view of an organic electroluminescent device provided in a specific embodiment of the present invention. DETAILED DESCRIPTION

[0035] The technical solution of the present invention is further described below by way of specific embodiments. It should be understood by those skilled in the art that the embodiments are merely for the purpose of helping to understand the present invention and should not be regarded as specific limitations of the present invention.

[0036] As used herein, "top" means farthest from the substrate, while "bottom" means closest to the substrate. When a first layer is described as being "disposed" "on" a second layer, the first layer is disposed farther from the substrate. Unless the first layer is specified as being "in contact with" the second layer, other layers may exist between the first and second layers. For example, the cathode may be described as being "disposed" "on" the anode even if various organic layers are present between the cathode and the anode. As used herein, the term "OLED device" includes an anode layer, a cathode layer, and one or more organic layers disposed between the anode and cathode layers. An "OLED device" can be bottom-emitting, i.e., emitting light from the substrate side, top-emitting, i.e., emitting light from the encapsulation layer side, or a transparent device, i.e., emitting light from both the substrate and encapsulation sides. As used herein, the term "OLED light-emitting panel" includes a substrate, an anode layer, a cathode layer, one or more organic layers disposed between the anode and cathode layers, an encapsulation layer, and at least one anode contact and at least one cathode contact extending outside the encapsulation layer for external access. As used herein, the term "module" refers to an electronic device with only one external electrical drive mechanism. As used herein, the term "encapsulation layer" may be a thin film encapsulation with a thickness of less than 100 microns, which includes one or more thin films directly set on the device, or it may be a cover glass adhered to the substrate. As used herein, the term "flexible printed circuit" (FPC) refers to any flexible substrate coated with any of the following or their combination, including but not limited to: conductive lines, resistors, capacitors, inductors, transistors, microelectromechanical systems (MEMS), etc. The flexible substrate of the flexible printed circuit can be plastic, thin glass, thin metal foil coated with an insulating layer, fabric, leather, paper, etc. A flexible printed circuit board is generally less than 1 mm thick, and more preferably less than 0.7 mm thick. As used herein, the term "light extraction layer" may refer to a light diffusion film, or other microstructures with a light extraction effect, or a thin film coating with a light outcoupling effect. The light extraction layer can be set on the substrate surface of the OLED, or at other suitable locations, such as between the substrate and the anode, or between the organic layer and the cathode, between the cathode and the encapsulation layer, on the surface of the encapsulation layer, etc. As used herein, the term "independently driven" refers to the separate control of the operating points of two or more light-emitting panels. While these panels can be connected to the same controller or power supply, circuitry can be used to separate the drive paths and power each panel without interfering with each other. Terms such as "first light-emitting unit" and "second light-emitting unit" should not be limiting. These terms are used solely to distinguish one light-emitting unit from another.

[0037] The cross-sectional schematic diagrams of the stacked or single-layer organic electroluminescent devices provided in the embodiments of the present invention are provided for illustrative and non-limiting purposes only. The figures are not necessarily drawn to scale, and some layers may be added or omitted as needed. The substrates used for the devices can be fabricated on a variety of substrates, such as glass, plastic, and metal. Figure 1 An organic electroluminescent device 100 is shown schematically and non-limitingly. The figure is not necessarily drawn to scale, and some layer structures in the figure may be omitted as needed. The organic electroluminescent device 100 may include an anode 110, a hole injection layer 120, a hole transport layer 130, an electron blocking layer 140, a light-emitting layer 150, a hole blocking layer 160, an electron transport layer 170, an electron injection layer 180, a cathode 111 and a covering layer 190. The organic electroluminescent device 100 can be manufactured by depositing the described layers in sequence. The properties and functions of each layer and exemplary materials are described in more detail in columns 6-10 of U.S. Patent No. 7,279,704 B2, the entire contents of which are incorporated herein by reference.

[0038] Devices manufactured according to embodiments of the present invention can be incorporated into various consumer products having one or more electronic component modules (or units) of the device. Some examples of these consumer products include flat panel displays, monitors, medical monitors, televisions, billboards, lights for indoor or outdoor lighting and / or signaling, heads-up displays, fully or partially transparent displays, flexible displays, smartphones, tablet computers, tablet phones, wearable devices, smart watches, laptop computers, digital cameras, camcorders, viewfinders, microdisplays, 3-D displays, vehicle displays, and taillights.

[0039] The materials and structures described herein can also be used in other organic electronic devices listed above.

[0040] As used herein, "solution processable" means capable of being dissolved, dispersed, or transported in and / or deposited from a liquid medium in the form of a solution or suspension.

[0041] A ligand may be referred to as "photoactive" when it is believed that the ligand directly contributes to the photoactive properties of the emissive material. A ligand may be referred to as "ancillary" when it is not believed to contribute to the photoactive properties of the emissive material, but the ancillary ligand may modify the properties of the photoactive ligand.

[0042] It is believed that the internal quantum efficiency (IQE) of fluorescent OLEDs can exceed the 25% spin-statistical limit through delayed fluorescence. Delayed fluorescence can generally be divided into two types, namely P-type delayed fluorescence and E-type delayed fluorescence. P-type delayed fluorescence is generated by triplet-triplet annihilation (TTA).

[0043] On the other hand, E-type delayed fluorescence does not rely on the collision of two triplets, but on the conversion between triplet and singlet excited states. Compounds capable of producing E-type delayed fluorescence need to have a very small single-triplet gap to facilitate the conversion between energy states. Thermal energy can activate the transition from the triplet state back to the singlet state, and this type of delayed fluorescence is also called thermally activated delayed fluorescence (TADF). The notable feature of TADF is that the delayed component increases with increasing temperature. If the reverse intersystem crossing (RISC) rate is fast enough to minimize the non-radiative decay of the triplet state, the fraction of backfilling the singlet excited state may reach 75%; the total singlet fraction can be 100%, far exceeding the 25% of the spin statistics of the electrically generated excitons.

[0044] The E-type delayed fluorescence feature can be seen in an exciplex system or a single compound. Without being bound by theory, it is believed that the E-type delayed fluorescence requires the luminescent material to have a small singlet-triplet energy gap (ΔE S-T ). Organic non-metallic donor-acceptor luminescent materials may be able to achieve this. The emission of these materials is generally characterized as donor-acceptor charge transfer (CT) type emission. The spatial separation of the HOMO and LUMO in these donor-acceptor type compounds generally produces a small ΔES-T. These states may include CT states. Typically, donor-acceptor luminescent materials are constructed by connecting an electron donor portion (e.g., an amino or carbazole derivative) to an electron acceptor portion (e.g., a six-membered aromatic ring containing N).

[0045] Definition of Substituent Terms

[0046] Halogen or halide - as used herein, includes fluorine, chlorine, bromine and iodine.

[0047] Alkyl - as used herein, includes straight chain and branched alkyl groups. Alkyl can be an alkyl group with 1 to 20 carbon atoms, preferably an alkyl group with 1 to 12 carbon atoms, more preferably an alkyl group with 1 to 6 carbon atoms. Examples of alkyl groups include methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl, n-dodecyl, n-tridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, n-heptadecyl, n-octadecyl, neopentyl, 1-methylpentyl, 2-methylpentyl, 1-pentylhexyl, 1-butylpentyl, 1-heptyloctyl, 3-methylpentyl. Among the above, methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, neopentyl and n-hexyl are preferred. In addition, alkyl groups can be optionally substituted.

[0048] Cycloalkyl - as used herein, includes cyclic alkyl groups. Cycloalkyl groups can be cycloalkyl groups having 3 to 20 ring carbon atoms, preferably cycloalkyl groups having 4 to 10 carbon atoms. Examples of cycloalkyl groups include cyclobutyl, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4,4-dimethylcyclohexyl, 1-adamantyl, 2-adamantyl, 1-norbornyl, 2-norbornyl, and the like. Of the above, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, and 4,4-dimethylcyclohexyl are preferred. In addition, the cycloalkyl group may be optionally substituted.

[0049] Heteroalkyl - As used herein, a heteroalkyl group comprises one or more carbon atoms in the alkyl chain substituted with a heteroatom selected from the group consisting of nitrogen, oxygen, sulfur, selenium, phosphorus, silicon, germanium, and boron atoms. The heteroalkyl group may be a heteroalkyl group having 1 to 20 carbon atoms, preferably a heteroalkyl group having 1 to 10 carbon atoms, and more preferably a heteroalkyl group having 1 to 6 carbon atoms. The example of heteroalkyl includes methoxymethyl, ethoxymethyl, ethoxyethyl, methylthiomethyl, ethylthiomethyl, ethylthioethyl, methoxymethoxymethyl, ethoxymethoxymethyl, ethoxyethoxyethyl, hydroxymethyl, hydroxyethyl, hydroxypropyl, mercaptomethyl, mercaptoethyl, mercaptopropyl, aminomethyl, aminoethyl, aminopropyl, dimethylaminomethyl, trimethylgermanylmethyl, trimethylgermanylethyl, trimethylgermanylisopropyl, dimethylethylgermanylmethyl, dimethylisopropylgermanylmethyl, tert-butyldimethylgermanylmethyl, triethylgermanylmethyl, triethylgermanylethyl, triisopropylgermanylmethyl, triisopropylgermanylethyl, trimethylsilylmethyl, trimethylsilylethyl, trimethylsilylisopropyl, triisopropylsilylmethyl, triisopropylsilylethyl. In addition, heteroalkyl can be optionally substituted.

[0050] Alkenyl - as used herein, encompasses straight chain, branched chain, and cyclic olefin groups. Alkenyl groups can be alkenyl groups containing 2 to 20 carbon atoms, preferably alkenyl groups having 2 to 10 carbon atoms. Examples of alkenyl groups include ethenyl, propenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1,3-butadienyl, 1-methylvinyl, styryl, 2,2-diphenylvinyl, 1,2-diphenylvinyl, 1-methylallyl, 1,1-dimethylallyl, 2-methylallyl, 1-phenylallyl, 2-phenylallyl, 3-phenylallyl, 3,3-diphenylallyl, 1,2-dimethylallyl, 1-phenyl-1-butenyl, 3-phenyl-1-butenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cycloheptenyl, cycloheptatrienyl, cyclooctenyl, cyclooctatetraenyl, and norbornenyl. Additionally, alkenyl groups can be optionally substituted.

[0051] Alkynyl - as used herein, encompasses straight chain alkynyl groups. Alkynyl groups can be alkynyl groups comprising 2 to 20 carbon atoms, preferably alkynyl groups having 2 to 10 carbon atoms. Examples of alkynyl groups include ethynyl, propynyl, propargyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, 2-pentynyl, 3,3-dimethyl-1-butynyl, 3-ethyl-3-methyl-1-pentynyl, 3,3-diisopropyl-1-pentynyl, phenylethynyl, phenylpropynyl, etc. Among the above, ethynyl, propynyl, propargyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, phenylethynyl, etc. are preferred. In addition, alkynyl groups can be optionally substituted.

[0052] Aryl or aromatic group - As used herein, both non-fused and fused systems are contemplated. The aryl group can be an aryl group having 6 to 30 carbon atoms, preferably an aryl group having 6 to 20 carbon atoms, and more preferably an aryl group having 6 to 12 carbon atoms. Examples of aryl groups include phenyl, biphenyl, terphenyl, triphenylene, tetraphenylene, naphthalene, anthracene, phenanthren, fluorene, pyrene, Perylene and azulene, preferably phenyl, biphenyl, terphenyl, triphenylene, fluorene and naphthalene. Examples of non-fused aryl groups include phenyl, biphenyl-2-yl, biphenyl-3-yl, biphenyl-4-yl, p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, o-tolyl, m-tolyl, p-tolyl, p-(2-phenylpropyl)phenyl, 4'-methylbiphenyl, 4"-tert-butyl-p-terphenyl-4-yl, o-cumyl, m-cumyl, p-cumyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesityl and m-quaterphenyl. In addition, the aryl group may be optionally substituted.

[0053] Heterocyclic group or heterocycle - as used herein, non-aromatic cyclic groups are contemplated. Non-aromatic heterocyclic groups include saturated heterocyclic groups having 3-20 ring atoms and unsaturated non-aromatic heterocyclic groups having 3-20 ring atoms, wherein at least one ring atom is selected from the group consisting of nitrogen, oxygen, sulfur, selenium, silicon, phosphorus, germanium and boron atoms, and preferred non-aromatic heterocyclic groups are those having 3 to 7 ring atoms, including at least one heteroatom such as nitrogen, oxygen, silicon or sulfur. Examples of non-aromatic heterocyclic groups include oxiranyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, dioxopentanyl, dioxanyl, aziridinyl, dihydropyrrolyl, tetrahydropyrrolyl, piperidinyl, oxazolidinyl, morpholinyl, piperazinyl, oxepinyl, thiepinyl, azepine and tetrahydrothiol. Additionally, heterocyclyl groups may be optionally substituted.

[0054] Heteroaryl - As used herein, non-fused and fused heteroaromatic groups may contain from 1 to 5 heteroatoms, at least one of which is selected from the group consisting of nitrogen, oxygen, sulfur, selenium, silicon, phosphorus, germanium, and boron. Heteroaryl also refers to heteroaryl. The heteroaryl group may have from 3 to 30 carbon atoms, preferably from 3 to 20 carbon atoms, and more preferably from 3 to 12 carbon atoms. Suitable heteroaryl groups include dibenzothiophene, dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoselenophene, carbazole, indole, carbazole, pyridine, indole, pyrrolopyridine, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazine, oxathiazine, oxadiazine, indole, benzimidazole, indazole, indazine, benzoxazole, benzisoxazole, benzothiazole, quinoline, isoquinoline, In some embodiments, the heteroaryl group comprises an oxadiazole, an isocyanine ...

[0055] Alkoxy - as used herein, is represented by -O-alkyl, -O-cycloalkyl, -O-heteroalkyl, or -O-heterocyclyl. Examples and preferred examples of alkyl, cycloalkyl, heteroalkyl, and heterocyclyl are the same as those described above. The alkoxy group may be an alkoxy group having 1 to 20 carbon atoms, preferably an alkoxy group having 1 to 6 carbon atoms. Examples of alkoxy groups include methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, tetrahydrofuranyloxy, tetrahydropyranyloxy, methoxypropyloxy, ethoxyethyloxy, methoxymethyloxy, and ethoxymethyloxy. In addition, the alkoxy group may be optionally substituted.

[0056] Aryloxy - As used herein, it is represented by -O-aryl or -O-heteroaryl. Examples and preferred examples of aryl and heteroaryl groups are the same as those described above. The aryloxy group may be an aryloxy group having 6 to 30 carbon atoms, preferably an aryloxy group having 6 to 20 carbon atoms. Examples of the aryloxy group include phenoxy and biphenyloxy. In addition, the aryloxy group may be optionally substituted.

[0057] Aralkyl - as used herein, encompasses aryl-substituted alkyl groups. The aralkyl group may be an aralkyl group having 7 to 30 carbon atoms, preferably an aralkyl group having 7 to 20 carbon atoms, and more preferably an aralkyl group having 7 to 13 carbon atoms. Examples of aralkyl groups include benzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, 2-phenylisopropyl, phenyl tert-butyl, α-naphthylmethyl, 1-α-naphthyl-ethyl, 2-α-naphthylethyl, 1-α-naphthylisopropyl, 2-α-naphthylisopropyl, β-naphthylmethyl, 1-β-naphthyl-ethyl, 2-β-naphthyl-ethyl, 1-β-naphthylisopropyl, 2-β-naphthylisopropyl, p-methylbenzyl, m-methylbenzyl, substituted alkyl.Alkyl group can be substituted alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl,

[0058] Alkylsilyl - as used herein, encompasses alkyl-substituted silicon groups. Alkylsilyl can be an alkylsilyl having 3-20 carbon atoms, preferably an alkylsilyl having 3 to 10 carbon atoms. Examples of alkylsilyl include trimethylsilyl, triethylsilyl, methyldiethylsilyl, ethyldimethylsilyl, tripropylsilyl, tributylsilyl, triisopropylsilyl, methyldiisopropylsilyl, dimethylisopropylsilyl, tri-tert-butylsilyl, triisobutylsilyl, dimethyl-tert-butylsilyl, methyldi-tert-butylsilyl. In addition, alkylsilyl can be optionally substituted.

[0059] Arylsilyl - as used herein, encompasses at least one aryl-substituted silicon radical. Arylsilyl can be an arylsilyl having 6 to 30 carbon atoms, preferably an arylsilyl having 8 to 20 carbon atoms. The example of an arylsilyl includes triphenylsilyl, phenyldiphenylsilyl, diphenylbiphenylsilyl, phenyldiethylsilyl, diphenylethylsilyl, phenyldimethylsilyl, diphenylmethylsilyl, phenyldiisopropylsilyl, diphenylisopropylsilyl, diphenylbutylsilyl, diphenylisobutylsilyl, diphenyltert-butylsilyl. In addition, the arylsilyl can be optionally substituted.

[0060] Alkylgermanyl - As used herein, alkyl-substituted germanyl is encompassed. The alkylgermanyl may be an alkylgermanyl having 3 to 20 carbon atoms, preferably an alkylgermanyl having 3 to 10 carbon atoms. Examples of alkylgermanyl include trimethylgermanyl, triethylgermanyl, methyldiethylgermanyl, ethyldimethylgermanyl, tripropylgermanyl, tributylgermanyl, triisopropylgermanyl, methyldiisopropylgermanyl, dimethylisopropylgermanyl, tri-tert-butylgermanyl, triisobutylgermanyl, dimethyl-tert-butylgermanyl, and methyldi-tert-butylgermanyl. In addition, the alkylgermanyl may be optionally substituted.

[0061] Arylgermanyl - As used herein, encompasses germanium groups substituted with at least one aryl or heteroaryl group. The arylgermanyl group can be an arylgermanyl group having 6 to 30 carbon atoms, preferably an arylgermanyl group having 8 to 20 carbon atoms. Examples of arylgermanyl groups include triphenylgermanyl, phenyldibiphenylgermanyl, diphenylbiphenylgermanyl, phenyldiethylgermanyl, diphenylethylgermanyl, phenyldimethylgermanyl, diphenylmethylgermanyl, phenyldiisopropylgermanyl, diphenylisopropylgermanyl, diphenylbutylgermanyl, diphenylisobutylgermanyl, and diphenyltert-butylgermanyl. In addition, the arylgermanyl group can be optionally substituted.

[0062] The term "aza" in azadibenzofuran, azadibenzothiophene, etc., means that one or more CH groups in the corresponding aromatic moiety are replaced by a nitrogen atom. For example, azatriphenylene includes dibenzo[f,h]quinoxaline, dibenzo[f,h]quinoline, and other analogs having two or more nitrogen atoms in the ring system. Other nitrogen analogs of the above-mentioned aza derivatives will readily occur to one of ordinary skill in the art, and all such analogs are intended to be included within the terminology described herein.

[0063] In the present disclosure, unless otherwise defined, when any one of the terms in the group consisting of substituted alkyl, substituted cycloalkyl, substituted heteroalkyl, substituted heterocyclyl, substituted aralkyl, substituted alkoxy, substituted aryloxy, substituted alkenyl, substituted alkynyl, substituted aryl, substituted heteroaryl, substituted alkylsilyl, substituted arylsilyl, substituted alkylgermanyl, substituted arylgermanyl, substituted amino, substituted acyl, substituted carbonyl, substituted carboxylic acid , substituted ester group, substituted sulfinyl group, substituted sulfonyl group, substituted phosphino group, refers to alkyl, cycloalkyl, heteroalkyl, heterocyclic group, aralkyl, alkoxy, aryloxy, alkenyl, alkynyl, aryl, heteroaryl, alkylsilyl, arylsilyl, alkylgermanyl, arylgermanyl, amino, acyl, carbonyl, carboxylic acid group, ester group, sulfinyl, sulfonyl and phosphino group, any one of which may be selected from deuterium, halogen, unsubstituted alkyl group having 1 to 20 carbon atoms, unsubstituted cycloalkyl having 3-20 ring carbon atoms, unsubstituted heteroalkyl having 1-20 carbon atoms, unsubstituted heterocyclyl having 3-20 ring atoms, unsubstituted aralkyl having 7-30 carbon atoms, unsubstituted alkoxy having 1-20 carbon atoms, unsubstituted aryloxy having 6-30 carbon atoms, unsubstituted alkenyl having 2-20 carbon atoms, unsubstituted alkynyl having 2-20 carbon atoms, unsubstituted alkyl having 6-30 carbon atoms aryl, unsubstituted heteroaryl having 3 to 30 carbon atoms, unsubstituted alkylsilyl having 3 to 20 carbon atoms, unsubstituted arylsilyl having 6 to 20 carbon atoms, unsubstituted alkylgermanyl having 3 to 20 carbon atoms, unsubstituted arylgermanyl having 6 to 20 carbon atoms, unsubstituted amino having 0 to 20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, mercapto, sulfinyl, sulfonyl, phosphino and combinations thereof.

[0064] It should be understood that when describing a molecular fragment as a substituent or otherwise attached to another moiety, its name can be written according to whether it is a fragment (e.g., phenyl, phenylene, naphthyl, dibenzofuranyl) or according to whether it is an entire molecule (e.g., benzene, naphthalene, dibenzofuran). As used herein, these different ways of designating a substituent or attaching a fragment are considered equivalent.

[0065] In the compounds described herein, hydrogen atoms may be partially or completely replaced by deuterium. Other atoms such as carbon and nitrogen may also be replaced by their other stable isotopes. The replacement of other stable isotopes in compounds may be preferred because it enhances device efficiency and stability.

[0066] In the compounds described herein, multiple substitution refers to a range including disubstitution up to the maximum number of available substitutions. When a substituent in a compound described herein represents multiple substitutions (including disubstitution, trisubstitution, tetrasubstitution, etc.), it means that the substituent can be present at multiple available substitution positions on its connected structure, and the substituents present at multiple available substitution positions can have the same structure or different structures.

[0067] In the compounds mentioned in the present disclosure, unless clearly defined, such as adjacent substituents can be optionally connected to form a ring, otherwise adjacent substituents in the compound cannot be connected to form a ring. In the compounds mentioned in the present disclosure, adjacent substituents can be optionally connected to form a ring, including the situation where adjacent substituents can be connected to form a ring, and also including the situation where adjacent substituents are not connected to form a ring. When adjacent substituents can be optionally connected to form a ring, the formed ring can be a monocyclic or polycyclic ring (including spirocyclic, bridged ring, condensed ring, etc.), as well as an alicyclic, heteroalicyclic, aromatic or heteroaromatic ring. In this statement, adjacent substituents can refer to substituents bonded to the same atom, substituents bonded to carbon atoms directly bonded to each other, or substituents bonded to carbon atoms further away. Preferably, adjacent substituents refer to substituents bonded to the same carbon atom and substituents bonded to carbon atoms directly bonded to each other.

[0068] The statement that adjacent substituents can optionally be linked to form a ring is also intended to be taken to mean that two substituents bonded to the same carbon atom are linked to each other by a chemical bond to form a ring, as can be exemplified by the following formula:

[0069]

[0070] The statement that adjacent substituents can optionally be linked to form a ring is also intended to be taken to mean that two substituents bonded to carbon atoms directly bonded to each other are linked to each other via a chemical bond to form a ring, as can be exemplified by the following formula:

[0071]

[0072] The statement that adjacent substituents can optionally be linked to form a ring is also intended to be taken to mean that two substituents bonded to further distant carbon atoms are linked to each other by a chemical bond to form a ring, as can be exemplified by the following formula:

[0073]

[0074] Furthermore, the statement that adjacent substituents can optionally be linked to form a ring is also intended to mean that, in the case where one of the two adjacent substituents represents hydrogen, the second substituent is bonded to the position to which the hydrogen atom is bonded, thereby forming a ring. This is exemplified by the following formula:

[0075]

[0076] In this article, the work function of a metal refers to the minimum energy required to move an electron from the interior of an object to its surface. All "metal work functions" in this article are expressed in absolute (positive) values; that is, the higher the value, the greater the energy required to pull the electron to the vacuum level. As described in this article, the large and small values ​​of the "metal work function" refer to the absolute numerical value. For example, "a metal work function greater than 5 eV" means that an energy greater than 5 eV is required to pull an electron to the vacuum level.

[0077] In this paper, the HOMO (highest occupied molecular orbital) and LUMO (lowest unoccupied molecular orbital) values ​​were measured using electrochemical cyclic voltammetry, the most commonly used method for determining the energy levels of organic materials. Electrochemical cyclic voltammetry is simple and easy to operate. In an electrochemical cell, when a positive potential is applied to the working electrode relative to the reference electrode potential, organic molecules adsorbed on the electrode surface lose electrons from their valence band, undergoing an electrochemical redox reaction. When a higher positive potential is applied, the electrochemical reaction continues on the electrode surface. The onset potential for electrochemical oxidation of the organic molecules on the working electrode corresponds to the HOMO energy level. Similarly, when a negative potential is applied to the working electrode relative to the reference electrode potential, organic molecules adsorbed on the electrode surface gain electrons from their conduction band, undergoing an electrochemical reduction reaction. As the negative potential continues to increase, the electrochemical reaction continues on the electrode surface. The onset potential for electrochemical reduction of the organic molecules on the working electrode corresponds to the LUMO energy level.

[0078] In this article, all "HOMO" and "LUMO" energy levels are expressed in absolute values ​​(positive values). The larger the value, the deeper the energy level.

[0079] The present invention utilizes a combination of a p-type conductive doping material having a structure of Formula I and an electron-blocking layer material having a structure of Formula II to produce a high-efficiency, long-life organic electroluminescent device. By utilizing the combination of the p-type conductive doping material with the specific structure disclosed herein and the electron-blocking material with the specific structure, the organic electroluminescent device exhibits superior performance compared to organic electroluminescent devices using conventional p-type conductive doping materials and electron-blocking materials.

[0080] In one embodiment, the present invention provides an organic electroluminescent device, comprising a cathode and an anode, and an organic layer disposed between the cathode and the anode; the organic layer comprises a first organic layer and a second organic layer; the first organic layer comprises a first organic compound, and the second organic layer comprises a second organic compound;

[0081] The first organic compound has a structure as shown in Formula I:

[0082]

[0083] In formula I, X and Y are each identically or differently selected from NR', CR"R"', O, S or Se;

[0084] Z1 and Z2 are each selected from O, S or Se, the same or different at each occurrence;

[0085] R, R', R" and R'" are each identically or differently selected from the group consisting of hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms , a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, and combinations thereof;

[0086] Each R may be the same or different, and at least one of R, R', R", and R'" is a group having at least one electron-withdrawing group;

[0087] Adjacent substituents in Formula I can optionally be linked to form a ring;

[0088] The second organic compound has a structure as shown in Formula II:

[0089]

[0090] In formula II, o, p, and m are each identically or differently selected from 0, 1, or 2;

[0091] R1, R M Each occurrence is identical or different and is selected from hydrogen, deuterium, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 20 carbon atoms, and R1 and R M At least one of them is not represented by a hydrogen atom or a deuterium atom;

[0092] Ring B and Ring C, when they occur each time, are identically or differently selected from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl groups having 3 to 20 carbon atoms;

[0093] R3 and R4 are each identically or differently selected from hydrogen, deuterium, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 20 carbon atoms;

[0094] Adjacent substituents R3 can optionally be linked to form a ring;

[0095] Adjacent substituents R4 can optionally be linked to form a ring.

[0096] Herein, “adjacent substituents in Formula I can optionally be linked to form a ring” is intended to express that adjacent substituents R” and R”′ in Formula I can be linked to form a ring. Obviously, these substituents may not be linked to form a ring.

[0097] Herein, "adjacent substituents R3 can be optionally linked to form a ring" is intended to mean that two adjacent substituents R3 can be linked to form a ring. Obviously, these substituents may not be linked to form a ring.

[0098] Herein, "adjacent substituents R4 can be optionally linked to form a ring" is intended to mean that two adjacent substituents R4 can be linked to form a ring. Obviously, these substituents may not be linked to form a ring.

[0099] In one embodiment, the substituent in the "substituted" substituent in Formula II is selected from deuterium, an alkyl group having 1-20 carbon atoms, a cycloalkyl group having 3-20 carbon atoms, an aryl group having 6-30 carbon atoms, and a heteroaryl group having 3-20 carbon atoms. For example, when R3 is selected from a substituted aryl group having 6-30 carbon atoms, the substituent of the aryl group having 6-30 carbon atoms can be one or at least two of the following substituents: deuterium, an alkyl group having 1-20 carbon atoms, a cycloalkyl group having 3-20 carbon atoms, an aryl group having 6-30 carbon atoms, and a heteroaryl group having 3-20 carbon atoms.

[0100] In one embodiment, the heteroatom in the heteroaryl group in Formula II is selected from one or more of oxygen, sulfur or nitrogen.

[0101] In one embodiment, each occurrence of X and Y is the same or different and is selected from CR"R"' or NR'; R', R" and R" are groups having at least one electron-withdrawing group.

[0102] In one embodiment, X and Y are selected from O, S or Se the same or differently each time they appear, and at least one of R is a group having at least one electron-withdrawing group.

[0103] In a preferred embodiment, each of the R groups is a group having at least one electron-withdrawing group.

[0104] In a specific embodiment, the Hammett constant of the electron-withdrawing group is ≥0.05, preferably ≥0.3, and more preferably ≥0.5.

[0105] In a specific embodiment, the electron withdrawing group is selected from the group consisting of: halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, azaaromatic ring group, and any of the following groups substituted by one or at least two of halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, azaaromatic ring group: an alkyl group having 1-20 carbon atoms, an alkyl group having 3-2 The present invention also includes a cycloalkyl group having 0 ring carbon atoms, a heteroalkyl group having 1 to 20 carbon atoms, an aralkyl group having 7 to 30 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, an aryloxy group having 6 to 30 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, an alkynyl group having 2 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, a heteroaryl group having 3 to 30 carbon atoms, an alkylsilyl group having 3 to 20 carbon atoms, an arylsilyl group having 6 to 20 carbon atoms, an alkylgermanyl group having 3 to 20 carbon atoms, an arylgermanyl group having 6 to 20 carbon atoms, and combinations thereof.

[0106] In a specific embodiment, the electron-withdrawing group is selected from the group consisting of F, CF3, OCF3, SF5, SO2CF3, cyano, isocyano, SCN, OCN, pyrimidinyl, triazine, and combinations thereof.

[0107] In one embodiment, each occurrence of X and Y is the same or different and is selected from the group consisting of the following structures: O, S, Se,

[0108]

[0109] wherein R2 is selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy groups having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl groups having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilanyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, and combinations thereof;

[0110] Preferably, R2 is selected, at each occurrence, identically or differently, from the group consisting of F, CF3, OCF3, SF5, SO2CF3, cyano, isocyano, SCN, OCN, pentafluorophenyl, 4-cyanotetrafluorophenyl, tetrafluoropyridyl, pyrimidinyl, triazinyl, and combinations thereof;

[0111] Wherein V and W are selected from CR v R w ,NR v , O, S or Se;

[0112] wherein Ar is selected, at each occurrence, identically or differently, from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;

[0113] Among them, A, R a , R b , R c , R d , R e , R f , R g , R h , R v and R wis selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted a substituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, and combinations thereof;

[0114] Wherein, A is a group having at least one electron withdrawing group, and for any of the structures, when R a 、R b 、R c 、R d 、R e 、R f 、R g 、R h 、R v and R w When one or at least two of a 、R b 、R c 、R d 、R e 、R f 、R g 、R h 、R v and R w At least one of them is a group having at least one electron-withdrawing group; preferably, the group having at least one electron-withdrawing group is selected from the group consisting of: F, CF3, OCF3, SF5, SO2CF3, cyano, isocyano, SCN, OCN, pentafluorophenyl, 4-cyanotetrafluorophenyl, tetrafluoropyridyl, pyrimidinyl, triazine, and combinations thereof.

[0115] Wherein "*" represents the position where the X and Y groups are connected to the dehydrobenzodioxazole ring, dehydrobenzodithiazole ring or dehydrobenzodiselenazole ring in formula I.

[0116] In one embodiment, each occurrence of X and Y is the same or different and is selected from the group consisting of the following structures: O, S, Se,

[0117] Wherein "*" represents the position where the X and Y groups are connected to the dehydrobenzodioxazole ring, dehydrobenzodithiazole ring or dehydrobenzodiselenazole ring in Formula 1.

[0118] In one embodiment, each occurrence of R is identical or different and is selected from the group consisting of: hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, unsubstituted alkyl having 1-20 carbon atoms, unsubstituted cycloalkyl having 3-20 ring carbon atoms, unsubstituted alkoxy having 1-20 carbon atoms, unsubstituted alkenyl having 2-20 carbon atoms, unsubstituted aryl having 6-30 carbon atoms, unsubstituted substituted heteroaryl groups having 3 to 30 carbon atoms, and any of the following groups substituted by one or at least two groups of halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl and phosphinoyl: alkyl groups having 1 to 20 carbon atoms, cycloalkyl groups having 3 to 20 ring carbon atoms, alkoxy groups having 1 to 20 carbon atoms, alkenyl groups having 2 to 20 carbon atoms, aryl groups having 6 to 30 carbon atoms, heteroaryl groups having 3 to 30 carbon atoms, and combinations thereof.

[0119] In one embodiment, each occurrence of R is identical or different and is selected from the group consisting of: hydrogen, deuterium, methyl, isopropyl, NO2, SO2CH3, SCF3, C2F5, OC2F5, OCH3, diphenylmethylsilyl, phenyl, methoxyphenyl, p-methylphenyl, 2,6-diisopropylphenyl, biphenyl, polyfluorophenyl, difluoropyridyl, nitrophenyl, dimethylthiazolyl, vinyl substituted with one or at least two of CN or CF3, vinyl substituted with CN or CF 3, acetylene substituted by one of the following: 3, dimethylphosphinoyl, diphenylphosphinoyl, F, CF3, OCF3, SF5, SO2CF3, cyano, isocyano, SCN, OCN, trifluoromethylphenyl, trifluoromethoxyphenyl, bis(trifluoromethyl)phenyl, bis(trifluoromethoxy)phenyl, 4-cyanotetrafluorophenyl, phenyl or biphenyl substituted by one or at least two of F, CN or CF3, tetrafluoropyridyl, pyrimidinyl, triazinyl, diphenylboranyl, oxaboranthenyl, and combinations thereof.

[0120] In a specific embodiment, X and Y are

[0121] In one embodiment, each occurrence of R is identical or different and is selected from the group consisting of:

[0122]

[0123]

[0124] in, represents the position where the R group is connected to the dehydrobenzodioxazole ring, dehydrobenzodithiazole ring or dehydrobenzodiselenazole ring in formula I.

[0125] In a preferred embodiment, two R in a compound represented by formula I are the same.

[0126] In one embodiment, the first organic compound has a structure shown in Formula III:

[0127]

[0128] Wherein, the two Zs are the same, the two Rs have the same or different structures, and the Z, X, Y, and R are respectively selected from atoms or groups shown in the following table;

[0129] The compound having the structure of Formula III is selected from the group consisting of Compound 1 to Compound 1357, wherein the specific structures of Compound 1 to Compound 1357 are shown in claim 10.

[0130] In a specific embodiment, the second organic compound has a structure as shown in Formula II-1;

[0131]

[0132] wherein o and p are selected from 0, 1 or 2, the same or different each time they appear;

[0133] R1 is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted dibenzofuranyl;

[0134] Ring B and Ring C, when they occur each time, are identically or differently selected from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl groups having 3 to 20 carbon atoms;

[0135] R3 and R4 are each identically or differently selected from hydrogen, deuterium, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylenyl, substituted or unsubstituted carbazolyl;

[0136] Adjacent substituents R3 can optionally be linked to form a ring;

[0137] Adjacent substituents R4 can optionally be linked to form a ring.

[0138] In one embodiment, the substituent in the "substituted" substituent in Formula II-1 is selected from deuterium, phenyl, naphthyl, biphenyl, or dibenzofuranyl. For example, R3 is selected from substituted phenyl, in which case the substituent of phenyl can be one or at least two of the following substituents: deuterium, phenyl, naphthyl, biphenyl, or dibenzofuranyl.

[0139] In a specific embodiment, the second organic compound has a structure as shown in Formula II-2;

[0140]

[0141] wherein o and p are selected from 0, 1 or 2, the same or different each time they appear;

[0142] R1 is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted dibenzofuranyl;

[0143] Ring B and Ring C, when they occur each time, are identically or differently selected from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl groups having 3 to 20 carbon atoms;

[0144] R3 and R4 are each identically or differently selected from hydrogen, deuterium, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylenyl, substituted or unsubstituted carbazolyl;

[0145] Adjacent substituents R3 can optionally be linked to form a ring;

[0146] Adjacent substituents R4 can optionally be linked to form a ring.

[0147] In one embodiment, the substituent in the "substituted" substituent in Formula II-2 is selected from deuterium, phenyl, naphthyl, biphenyl, or dibenzofuranyl. For example, R3 is selected from substituted phenyl, in which case the substituent of phenyl can be one or at least two of the following substituents: deuterium, phenyl, naphthyl, biphenyl, or dibenzofuranyl.

[0148] In a specific embodiment, the second organic compound has a structure as shown in Formula II-3;

[0149]

[0150] wherein o and p are selected from 0, 1 or 2, the same or different each time they appear;

[0151] R1 is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted dibenzofuranyl;

[0152] Ring B and Ring C, when they occur each time, are identically or differently selected from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl groups having 3 to 20 carbon atoms;

[0153] R3 and R4 are each identically or differently selected from hydrogen, deuterium, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylenyl, substituted or unsubstituted carbazolyl;

[0154] Adjacent substituents R3 can optionally be linked to form a ring;

[0155] Adjacent substituents R4 can optionally be linked to form a ring.

[0156] In one embodiment, the substituent in the "substituted" substituent in Formula II-3 is selected from deuterium, phenyl, naphthyl, biphenyl, or dibenzofuranyl. For example, R3 is selected from substituted phenyl, in which case the substituent of phenyl can be one or at least two of the following substituents: deuterium, phenyl, naphthyl, biphenyl, or dibenzofuranyl.

[0157] In a specific embodiment, the second organic compound has a structure as shown in Formula II-4:

[0158]

[0159] wherein o and p are selected from 0, 1 or 2, the same or different each time they appear;

[0160] R M is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, and substituted or unsubstituted dibenzofuranyl;

[0161] Ring B and Ring C, when they occur each time, are identically or differently selected from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl groups having 3 to 20 carbon atoms;

[0162] R3 and R4 are each identically or differently selected from hydrogen, deuterium, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylenyl, substituted or unsubstituted carbazolyl;

[0163] Adjacent substituents R3 can optionally be linked to form a ring;

[0164] Adjacent substituents R4 can optionally be linked to form a ring.

[0165] In one embodiment, the substituent in the "substituted" substituent in Formula II-4 is selected from deuterium, phenyl, naphthyl, biphenyl, or dibenzofuranyl. For example, R3 is selected from substituted phenyl, in which case the substituent of phenyl can be one or at least two of the following substituents: deuterium, phenyl, naphthyl, biphenyl, or dibenzofuranyl.

[0166] In a specific embodiment, the second organic compound has a structure as shown in Formula II-5:

[0167]

[0168] wherein o and p are selected from 0, 1 or 2, the same or different each time they appear;

[0169] R M is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, and substituted or unsubstituted dibenzofuranyl;

[0170] Ring B and Ring C, when they occur each time, are identically or differently selected from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl groups having 3 to 20 carbon atoms;

[0171] R3 and R4 are each identically or differently selected from hydrogen, deuterium, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylenyl, substituted or unsubstituted carbazolyl;

[0172] Adjacent substituents R3 can optionally be linked to form a ring;

[0173] Adjacent substituents R4 can optionally be linked to form a ring.

[0174] In one embodiment, the substituent in the "substituted" substituent in Formula II-5 is selected from deuterium, phenyl, naphthyl, biphenyl, or dibenzofuranyl. For example, R3 is selected from substituted phenyl, in which case the substituent of phenyl can be one or at least two of the following substituents: deuterium, phenyl, naphthyl, biphenyl, or dibenzofuranyl.

[0175] In a specific embodiment, the ring B and the ring C are the same or different when they appear each time and are selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted dibenzofuranyl or substituted or unsubstituted dimethylfluorenyl.

[0176] In a specific embodiment, the ring B and the ring C are selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted dibenzofuranyl or substituted or unsubstituted dimethylfluorenyl at each occurrence, either identically or differently.

[0177] The substituent in the "substituted" substituent is selected from a deuterium atom, a phenyl group, a naphthyl group, a biphenyl group or a dibenzofuran group. For example, ring B is selected from a substituted phenyl group, and the substituent of the phenyl group can be one or at least two of the following substituents: deuterium, phenyl, naphthyl group, biphenyl group or dibenzofuran group.

[0178] In a specific embodiment, the second organic compound has a structure as shown in any one of Formula II-6 to Formula II-8:

[0179]

[0180]

[0181] wherein o and p are selected from 0, 1 or 2, the same or different each time they appear;

[0182] R1 is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted dibenzofuranyl;

[0183] Z1-Z8 are each identically or differently selected from CR5, R5 is selected from hydrogen, deuterium, phenyl, naphthyl, biphenyl or dibenzofuranyl;

[0184] R3 and R4 are each selected, identically or differently, from hydrogen, deuterium, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylenyl, or substituted or unsubstituted carbazolyl.

[0185] In a specific embodiment, the substituents in the "substituted" substituents in Formulas II-6 to II-8 are selected from deuterium, phenyl, naphthyl, biphenyl, or dibenzofuranyl. For example, R3 is selected from substituted phenyl, in which case the substituents of the phenyl group can be one or at least two of the following substituents: deuterium, phenyl, naphthyl, biphenyl, or dibenzofuranyl.

[0186] In a specific embodiment, the second organic compound has a structure shown in Formula II-9 or Formula II-10:

[0187]

[0188] wherein o and p are selected from 0, 1 or 2, the same or different each time they appear;

[0189] R M is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, and substituted or unsubstituted dibenzofuranyl;

[0190] Z1-Z8 are each identically or differently selected from CR5, R5 is selected from hydrogen, deuterium, phenyl, naphthyl, biphenyl or dibenzofuranyl;

[0191] R3 and R4 are each identically or differently selected from hydrogen, deuterium, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylenyl, substituted or unsubstituted carbazolyl;

[0192] In a specific embodiment, the substituents in the "substituted" substituents in Formula II-9 and Formula II-10 are selected from deuterium, phenyl, naphthyl, biphenyl, or dibenzofuranyl. For example, R3 is selected from substituted phenyl, in which case the substituents of the phenyl group can be one or at least two of the following substituents: deuterium, phenyl, naphthyl, biphenyl, or dibenzofuranyl.

[0193] In a specific embodiment, the second organic compound is selected from the group consisting of the following compounds II-1 to II-286; the specific structures of compounds II-1 to II-286 are shown in claim 14.

[0194] In a specific embodiment, the LUMO energy level of the first organic compound is greater than 5.05 eV and less than or equal to 5.50 eV.

[0195] In a specific embodiment, the LUMO energy level value of the first organic compound is greater than 5.05eV, for example, the LUMO energy level value can be 5.06eV, 5.07eV, 5.08eV, 5.09eV, 5.10eV, 5.11eV, 5.12eV, 5.13eV, 5.14eV, 5.15eV, 5.16eV, 5.17eV, 5.18eV, 5.19eV, 5.20eV, 5.21eV, 5.22eV, 5.23eV, 5.24eV or 5.25eV, etc.

[0196] In a specific embodiment, the HOMO energy level of the second organic compound is less than 5.45 eV and greater than or equal to 5.0 eV.

[0197] In a specific embodiment, the HOMO energy level of the second organic compound is less than 5.45 eV, for example, the HOMO energy level can be 5.22 eV, 5.23 eV, 5.25 eV, 5.27 eV, 5.29 eV, 5.3 eV, 5.31 eV, 5.32 eV, 5.33 eV, 5.34 eV, 5.35 eV, 5.36 eV, 5.37 eV, 5.38 eV, 5.39 eV, 5.4 eV, 5.41 eV, 5.43 eV, or 5.44 eV.

[0198] In one embodiment, the first organic layer further comprises a third organic compound, wherein the third organic compound comprises any one or at least two chemical structural units selected from the following group: triarylamine, carbazole, fluorene, spirobifluorene, thiophene, furan, phenyl, oligophenylene vinylene, oligofluorene, and combinations thereof.

[0199] In a specific embodiment, the HOMO energy level value of the third organic compound is ≥5.09eV, for example, it can be 5.09eV, 5.1eV, 5.11eV, 5.13eV, 5.15eV, 5.17eV, 5.19eV, 5.2eV, 5.21eV, 5.23eV, 5.25eV, 5.27eV, 5.28eV, 5.29eV or 5.3eV.

[0200] In a specific embodiment, a third organic layer is further disposed between the first organic layer and the second organic layer.

[0201] In a specific embodiment, the third organic layer comprises a fourth organic compound, wherein the fourth organic compound comprises any one or at least two chemical structural units selected from the following group: triarylamine, carbazole, fluorene, spirobifluorene, thiophene, furan, phenyl, oligophenylene vinylene, oligofluorene, and combinations thereof.

[0202] In one embodiment, the fourth organic compound and the third organic compound are the same or different.

[0203] In one embodiment, the fourth organic compound is the same as the third organic compound.

[0204] In one embodiment, the fourth organic compound and the third organic compound are different.

[0205] In one embodiment, the first organic layer is in contact with the anode.

[0206] In a specific embodiment, the thickness of the first organic layer is 0.1 to 40 nm, for example, it can be 0.3 nm, 0.5 nm, 0.8 nm, 1 nm, 3 nm, 5 nm, 8 nm, 10 nm, 12 nm, 15 nm, 18 nm, 20 nm, 22 nm, 25 nm, 28 nm, 30 nm, 32 nm, 35 nm or 38 nm, as well as specific point values ​​between the above point values. Due to space limitations and for the sake of simplicity, the present invention no longer exhaustively lists the specific point values ​​included in the range.

[0207] In a preferred embodiment, the first organic layer is a hole injection layer.

[0208] In a specific embodiment, the mass percentage of the first organic compound in the material of the first organic layer is ≤5%, for example, it can be 4.8%, 4.5%, 4.2%, 4%, 3.8%, 3.5%, 3.2%, 3%, 2.8%, 2.5%, 2.2%, 2%, 1.8%, 1.5%, 1.2%, 1%, etc., and more preferably ≤3%.

[0209] In one embodiment, the organic electroluminescent device comprises a light-emitting layer, and the second organic layer is disposed between the anode and the light-emitting layer and is in contact with the light-emitting layer.

[0210] In a specific embodiment, the thickness of the second organic layer is 1 to 100 nm, for example, it can be 5 nm, 10 nm, 15 nm, 20 nm, 25 nm, 30 nm, 35 nm, 40 nm, 45 nm, 50 nm, 60 nm, 70 nm, 80 nm, 90 nm or 95 nm, as well as specific point values ​​between the above point values. Due to space limitations and for the sake of simplicity, the present invention no longer exhaustively lists the specific point values ​​included in the range.

[0211] In a preferred embodiment, the second organic layer is an electron blocking layer.

[0212] In a specific embodiment, the present invention provides a display assembly, which includes the organic electroluminescent device described above.

[0213] In a specific embodiment, the present invention provides a use of the organic electroluminescent device as described above in an electronic device, an electronic component module, a display device or a lighting device.

[0214] In the present invention, the electrochemical properties of all compounds were determined by cyclic voltammetry (CV). The test was performed using an electrochemical workstation model CorrTest CS120 produced by Wuhan Kosit Instrument Co., Ltd., and a three-electrode working system was used: a platinum disk electrode as the working electrode, an Ag / AgNO3 electrode as the reference electrode, and a platinum wire electrode as the auxiliary electrode. Anhydrous DMF was used as the solvent, 0.1 mol / L tetrabutylammonium hexafluorophosphate was used as the supporting electrolyte, and the test compound was prepared into 10 -3 mol / L solution, nitrogen was bubbled into the solution for 10 min to remove oxygen before testing. Instrument parameters were set as follows: scan rate 100 mV / s, potential interval 0.5 mV, and test window 1 V to -0.5 V.

[0215] In one embodiment, Table 1 lists the HOMO energy levels of some third organic compounds:

[0216] Table 1

[0217] Compound number HOMO(eV) HT-1 5.09 HT-2 5.21 HT 5.28

[0218] Table 2 lists the LUMO energy levels of some first organic compounds:

[0219] Table 2

[0220] Compound number LUMO(eV) PD-ref 5.05 Compound 70 5.20 Compound 56 5.12 Compound 72 5.16 Compound 68 5.20 Compound 1357 5.17

[0221] Table 3 lists the HOMO energy levels of some second organic compounds:

[0222] Table 3

[0223] Compound number HOMO(eV) GH1 5.45 Compound II-127 5.36 Compound II-136 5.33 Compound II-210 5.22

[0224] The structures of the compounds involved in Tables 1 to 3 are as follows:

[0225]

[0226]

[0227] According to Table 1, compound HT has a deeper HOMO energy level of 5.28 eV, while compound HT-1 has a shallower HOMO energy level of 5.09 eV; among the p-type conductive doping materials shown in Table 2, compound 70 and compound 1357 (the first organic compound) have deeper LUMO energy levels than compound PD-ref, which are 5.20 eV and 5.17 eV, respectively; based on the above analysis, it can be inferred that the combination of the deep energy level hole transport material HT and the deep energy level p-type conductive doping material compound 70 will produce better device performance. At the same time, comparing the electron blocking materials in Table 3, compared with compound GH1, the HOMO energy level of compound II-127 (second organic compound) (5.36 eV), the HOMO energy level of compound II-136 (second organic compound) (5.33 eV), and the HOMO energy level of compound II-210 (second organic compound) (5.22 eV) are all closer to the HOMO energy level of the hole transport material HT (5.28 eV). Therefore, it can be inferred that the hole transport material HT doped with the first organic compound of the present invention is used in combination with the electron blocking material second organic compound to produce better device performance.

[0228] Combination with other materials

[0229] The materials described herein for use in specific layers of organic light-emitting devices can be used in combination with various other materials present in the device. Combinations of these materials are described in detail in U.S. Patent Application No. US2016 / 0359122A1, paragraphs 0132-0161, the entire contents of which are incorporated herein by reference. The materials described or mentioned therein are non-limiting examples of materials that can be used in combination with the compounds disclosed herein, and those skilled in the art can readily consult the literature to identify other materials that can be used in combination.

[0230] The materials described herein as being useful in specific layers of organic light-emitting devices can be used in combination with a variety of other materials present in the device. For example, the compounds of Formula I or Formula II disclosed herein can be used in combination with a variety of hosts, transport layers, barrier layers, injection layers, electrodes, and other possible layers. The combination of these materials is described in detail in paragraphs 0080-0101 of U.S. Patent Application US2015 / 0349273A1, the entire contents of which are incorporated herein by reference. The materials described or mentioned therein are non-limiting examples of materials that can be used in combination with the compounds disclosed herein, and those skilled in the art can easily consult the literature to identify other materials that can be used in combination.

[0231] Hereinafter, the present invention will be described in more detail with reference to the following examples. The compounds used in the following examples can be easily obtained by those skilled in the art, so their synthesis methods are not described here in detail, for example, Chinese patent CN201911046002.3, which is incorporated by reference in its entirety, can be found. Obviously, the following examples are only for illustrative purposes and are not intended to limit the scope of the present invention. Based on the following examples, those skilled in the art can obtain other embodiments of the present invention by improving them.

[0232] In the device embodiments, device characteristics were also tested using conventional equipment in the art (including but not limited to evaporation equipment produced by Angstrom Engineering, optical testing systems and life testing systems produced by Suzhou Fushida, and ellipsometers produced by Beijing Liangtuo) using methods well known to those skilled in the art. Since those skilled in the art are familiar with the use of the aforementioned equipment, testing methods, and other related content and are able to reliably and unaffectedly obtain inherent data for the samples, such content will not be further elaborated herein.

[0233] Example 1

[0234] An organic electroluminescent device, specifically a green organic electroluminescent device, the cross-sectional structure diagram is as follows Figure 1 As shown, it includes an anode 110, a hole injection layer 120 (first organic layer), a hole transport layer 130 (third organic layer), an electron blocking layer 140 (second organic layer), a light-emitting layer 150, a hole blocking layer 160, an electron transport layer 170, an electron injection layer 180, a cathode 111 and a covering layer 190 arranged in sequence; the preparation method is as follows:

[0235] (1) First, a 0.7 mm thick glass substrate is used, on which a pre-patterned The indium tin oxide (ITO) / silver (Ag) / indium tin oxide (ITO) was used as the anode. After washing the substrate with deionized water and detergent, the ITO surface was treated with oxygen plasma and UV ozone. Subsequently, the substrate was dried in a glove box to remove moisture and placed on a holder and transferred to a vacuum chamber. The organic layer specified below was placed in a vacuum of about 10 -6 Torr's case The rate of vacuum thermal evaporation is sequentially carried out on the anode layer:

[0236] (2) Compound HT (hole transport material) and the first organic compound of the present invention, Compound 70 (used as a p-type conductive doping material), were simultaneously deposited on the anode as a hole injection layer (HIL, ), the mass ratio of compound HT to compound 70 is 97:3;

[0237] (3) Compound HT was evaporated on the hole injection layer to serve as a hole transport layer (HTL, ), the hole transport layer is a microcavity adjustment layer. In order to obtain data under the target color coordinates, the hole transport layer is within a certain range rather than being fixed at a certain thickness;

[0238] (4) The second organic compound of the present invention, Compound II-127, was evaporated on the hole transport layer to serve as an electron blocking layer (EBL, );

[0239] (5) Compounds GH1, GH2 and GD were simultaneously deposited on the electron blocking layer as the light-emitting layer (EML, ), the mass ratio of compound GH1, GH2 and compound GD is 47:47:6;

[0240] (6) Compound HB was evaporated on the light-emitting layer as a hole blocking layer (HBL, );

[0241] (7) Compound ET and Liq were co-deposited on the hole blocking layer as an electron transport layer (ETL, ), the mass ratio of compound ET and Liq is 40:60;

[0242] (8) Evaporation on the electron transport layer Thickness of metal Yb as electron injection layer (EIL);

[0243] (9) Co-evaporation of metal magnesium and metal silver on the electron injection layer as a cathode ), the mass ratio of magnesium to silver is 1:9; finally, the compound CPL is evaporated as a covering layer (CPL, );

[0244] The device was transferred back to the glove box and encapsulated with a glass cover slip to complete the device.

[0245] Comparative Example 1-1

[0246] The only difference between Comparative Example 1-1 and Example 1 is that Compound II-127 in step (4) is replaced by Compound GH1; other materials and preparation methods are the same as those in Example 1.

[0247] Comparative Example 1-2

[0248] The only difference between Comparative Example 1-2 and Example 1 is that compound 70 in step (2) is replaced by compound PD-ref; other materials and preparation methods are the same as those in Example 1.

[0249] Comparative Examples 1-3

[0250] The only difference between Comparative Example 1-3 and Example 1 is that compound 70 in step (2) is replaced by compound PD-ref, and compound II-127 in step (4) is replaced by compound GH1; other materials and preparation methods are the same as those in Example 1.

[0251] The detailed device layer structure and thickness are shown in Table 4:

[0252] Table 4 Partial device structures of Example 1 and Comparative Examples 1-1 to 1-3

[0253]

[0254] The material structure used in the device is shown below:

[0255]

[0256] Device performance testing and analysis

[0257] At a current density of 10 mA / cm 2 The color coordinates (CIEx, CIEy), voltage (V), current efficiency (CE) and power efficiency (PE, lm / W) of the devices in Example 1 and Comparative Examples 1-1 to 1-3 were tested below; the device life (LT95) was at 80 mA / cm 2 The measured lifespan when the brightness decays to 95% of the initial brightness under driving. The test data is shown in Table 5:

[0258] Table 5 Device performance of Example 1 and Comparative Examples 1-1 to 1-3

[0259]

[0260] Table 5 shows the test results of electroluminescent devices using different combinations of p-type conductive doping materials and electron-blocking materials. Example 1 employed a device structure combining the disclosed p-type conductive doping material, Compound 70, with the electron-blocking layer material, Compound II-127. Comparative Example 1-1 employed a device structure combining the p-type conductive doping material, Compound 70, with the conventional electron-blocking layer material, GH1. Compared to Comparative Example 1-1, Example 1 demonstrated a 61% improvement in lifetime while maintaining a high current efficiency of 153 cd / A and a power efficiency of 119 lm / W. Although the voltage increased by 0.3 V, both remained relatively low. Comparative Examples 1-2 utilize a device structure combining a conventional p-type conductive dopant material, PD-ref, with an electron-blocking layer material, compound II-127. Compared to Comparative Examples 1-2, Example 1 achieves a significant voltage reduction of 1.6V, an 81% increase in lifetime, and an approximately 31% increase in power efficiency, while maintaining a high device current efficiency of 153 cd / A. While Comparative Examples 1-2 achieve improved current efficiency, the operating voltage remains high, resulting in no overall power consumption advantage. Comparative Examples 1-3 utilize a device structure combining a conventional p-type conductive dopant material, PD-ref, with a conventional electron-blocking layer material, GH1. Compared to Comparative Examples 1-3, Example 1 achieves a significant voltage reduction of 1.3V, a 163% increase in lifetime, and a 21% increase in power efficiency, while maintaining a high device efficiency of 153 cd / A.

[0261] Taking into account various device performances, the device structures using the combination of the p-type conductive doping material compound 70 and the electron blocking layer material compound II-127 disclosed in the present invention exhibited better device performance than the device structures using the conventional p-type conductive doping material compound PD-ref and / or the electron blocking layer material compound GH1.

[0262] Example 2

[0263] An organic electroluminescent device, which differs from Example 1 only in that, in step (2), compound HT-1 (hole transport material) and compound 70 (p-type conductive doping material) are evaporated as a hole injection layer (HIL, ), the mass ratio of compound HT-1 to 70 is 97:3; in step (3), the evaporated compound HT-1 is used as a hole transport layer (HTL, ); other materials and preparation methods are the same as those in Example 1.

[0264] Comparative Example 2-1

[0265] The only difference between Comparative Example 2-1 and Example 2 is that Compound II-127 in step (4) is replaced by Compound GH1; other materials and preparation methods are the same as those in Example 2.

[0266] Comparative Example 2-2

[0267] The only difference between Comparative Example 2-2 and Example 2 is that compound 70 in step (2) is replaced by compound PD-ref; other materials and preparation methods are the same as those in Example 2.

[0268] Comparative Examples 2-3

[0269] The only difference between Comparative Example 2-3 and Example 2 is that compound 70 in step (2) is replaced by compound PD-ref, and compound II-127 in step (4) is replaced by compound GH1; other materials and preparation methods are the same as those in Example 2.

[0270] The detailed device layer structure and thickness are shown in Table 6:

[0271] Table 6 Partial device structures of Example 2 and Comparative Examples 2-1 to 2-3

[0272]

[0273] The new material structure used in the device is shown below:

[0274]

[0275] Device performance testing and analysis

[0276] At a current density of 10 mA / cm 2 The color coordinates (CIEx, CIEy), voltage (V), current efficiency (CE) and power efficiency (lm / W) of the devices in Example 2 and Comparative Examples 2-1 to 2-3 were tested below; the device life (LT95) was 80 mA / cm 2 The measured lifespan when the brightness decays to 95% of the initial brightness under driving. The test data is shown in Table 7:

[0277] Table 7 Device performance of Example 2 and Comparative Examples 2-1 to 2-3

[0278]

[0279] Table 7 shows the test results of electroluminescent devices using different combinations of p-type conductive doping materials and electron blocking materials. In Example 2, a device structure using the p-type conductive doping material compound 70 disclosed in the present invention in combination with the electron blocking layer material compound II-127 was used. In Comparative Example 2-1, a device structure using the p-type conductive doping material compound 70 in combination with the conventional electron blocking layer material GH1 was used. Compared with Comparative Example 2-1, Example 2 achieved a 52% increase in lifetime while maintaining a high device efficiency level of 151 cd / A. Although the voltage increased by 0.2 V, it was still at a relatively low level. In Comparative Example 2-2, a device structure using the conventional p-type conductive doping material PD-ref in combination with the electron blocking layer material compound II-127 was used. Compared with Comparative Example 2-2, Example 2 achieved similar voltage and efficiency, with a lifetime increase of approximately 20%. In Comparative Examples 2-3, a device structure in which a conventional p-type conductive doping material PD-ref is combined with a conventional electron blocking layer material GH1 is used; compared with Comparative Examples 2-3, the voltage of Example 2 is increased by 0.2 V, the lifespan is increased by 63%, and a relatively high device efficiency level of 151 cd / A can be maintained.

[0280] Taking into account various device performances, the device structures using the combination of the p-type conductive doping material compound 70 and the electron blocking layer material compound II-127 disclosed in the present invention exhibited better device performance than the device structures using the conventional p-type conductive doping material compound PD-ref and / or the electron blocking layer material compound GH1.

[0281] Example 3-1

[0282] An organic electroluminescent device, which differs from Example 1 only in that, in step (2), compound HT-2 (hole transport material) and compound 70 (p-type conductive doping material) are evaporated as a hole injection layer (HIL, ), the mass ratio of compound HT-2 to 70 is 99:1; in step (3), the evaporated compound HT-2 is used as a hole transport layer (HTL, ); in step (4), compound II-127 is evaporated on the hole transport layer to serve as an electron blocking layer (EBL, ); other materials and preparation methods are the same as those in Example 1.

[0283] Example 3-2

[0284] The only difference between Example 3-2 and Example 3-1 is that compound 70 in step (2) is replaced by compound 1357; other materials and preparation methods are the same as those of Example 3-1.

[0285] Example 3-3

[0286] The only difference between Example 3-3 and Example 3-1 is that compound II-127 in step (4) is replaced by compound II-136, and other materials and preparation methods are the same as those of Example 3-1.

[0287] Examples 3-4

[0288] The only difference between Example 3-4 and Example 3-1 is that in step (4), Compound II-127 is replaced by Compound II-210 as an electron blocking layer (EBL, ), other materials and preparation methods are the same as those in Example 3-1.

[0289] Comparative Example 3-1

[0290] The only difference between Comparative Example 3-1 and Example 3-1 is that Compound II-127 in step (4) is replaced by Compound GH1; other materials and preparation methods are the same as those of Example 3-1.

[0291] Comparative Example 3-2

[0292] The only difference between Comparative Example 3-2 and Example 3-2 is that Compound II-127 in step (4) is replaced by Compound GH1; other materials and preparation methods are the same as those of Example 3-2.

[0293] Comparative Example 3-3

[0294] The only difference between Comparative Example 3-3 and Example 3-1 is that compound 70 in step (2) is replaced by compound PD-ref; other materials and preparation methods are the same as those in Example 3-1.

[0295] Comparative Examples 3-4

[0296] The only difference between Comparative Example 3-4 and Example 3-4 is that compound 70 in step (2) is replaced by compound PD-ref; other materials and preparation methods are the same as those of Example 3-4.

[0297] Comparative Examples 3-5

[0298] The only difference between Comparative Example 3-5 and Example 3-1 is that compound 70 in step (2) is replaced by compound PD-ref, and compound II-127 in step (4) is replaced by compound GH1; other materials and preparation methods are the same as those in Example 3-1.

[0299] The detailed device layer structure and thickness are shown in Table 8:

[0300] Table 8 Partial device structures of Examples 3-1 to 3-4 and Comparative Examples 3-1 to 3-5

[0301]

[0302] The new material structure used in the device is shown below:

[0303]

[0304] Device performance testing and analysis

[0305] At a current density of 10 mA / cm 2 The color coordinates (CIEx, CIEy), voltage (V), current efficiency (CE) and power efficiency (PE) of the devices in Examples 3-1 to 3-4 and Comparative Examples 3-1 to 3-5 were tested below; the device life (LT95) was 80 mA / cm 2 The measured lifespan when the brightness decays to 95% of the initial brightness under driving. The test data is shown in Table 9:

[0306] Table 9 Device performance of Examples 3-1 to 3-4 and Comparative Examples 3-1 to 3-5

[0307]

[0308] Table 9 shows that Examples 3-1 to 3-4, respectively, utilize device structures combining the disclosed p-type conductive dopant material Compound 70 or Compound 1357 with electron-blocking layer materials Compounds II-127, II-136, or II-210. Comparative Examples 3-1 and 3-2 utilize device structures combining the p-type conductive dopant material Compound 70 or Compound 1357 with a conventional electron-blocking layer material GH1. Compared to Comparative Example 3-1, Example 3-1 maintains essentially the same voltage, C, E, and P, while improving lifetime by 70%. Compared to Comparative Example 3-2, Example 3-2 maintains essentially the same voltage, C, E, and P, while improving lifetime by 61.5%. Compared to Comparative Example 3-1, Examples 3-3 to 3-4 maintain essentially the same voltage, C, E, and P, while improving lifetime by 38.3% and 53.3%, respectively. Therefore, the device structures using the p-type conductive doping material compound 70 or compound 1357 disclosed in the present invention in combination with the electron blocking layer material compound II-127, II-136 or II-210 respectively show better device performance than the device structure using the p-type conductive doping material compound 70 or compound 1357 disclosed in the present invention in combination with the electron blocking layer material compound GH1.

[0309] Comparative Example 3-3 uses a device structure combining the p-type conductive dopant compound PD-ref and the electron-blocking layer compound II-127 of the present invention. While the voltage of Example 3-2 increased by 0.4 V compared to Comparative Example 3-3, both remained at a lower level, with essentially the same efficiency and a 52.1% increase in lifetime. Therefore, the device structure using the p-type conductive dopant compound 1357 and the electron-blocking layer compound II-127 disclosed in the present invention exhibits superior device performance compared to a device structure using a conventional p-type conductive dopant compound PD-ref and the electron-blocking layer compound II-127.

[0310] Examples 3-1 and 3-4, respectively, employed device structures in which the p-type conductive dopant compound 70 disclosed herein was combined with electron-blocking layer compounds II-127 and II-210. Comparative Examples 3-3 and 3-4 employed device structures in which the p-type conductive dopant compound PD-ref was combined with electron-blocking layer compounds II-127 and II-210. Compared to Comparative Example 3-3, Example 3-1 exhibited a 0.1V reduction in voltage, essentially maintaining efficiency, and a 47.8% increase in lifetime. Compared to Comparative Example 3-4, Example 3-4 exhibited a 0.2V reduction in voltage, essentially maintaining efficiency, and a 12.1% increase in lifetime. Therefore, device structures in which the p-type conductive dopant compound 70 disclosed herein was combined with electron-blocking layer compounds II-127 and II-210 exhibited superior device performance compared to device structures in which the conventional p-type conductive dopant compound PD-ref was combined with electron-blocking layer compounds II-127 and II-210 of the present invention.

[0311] Comparative Examples 3-5 used a device structure combining a conventional p-type conductive dopant compound PD-ref and a conventional electron blocking layer compound GH1. Compared with Comparative Examples 3-5, Example 3-1 showed a 0.2V reduction in voltage, with CE remaining essentially unchanged, an 8.2% increase in PE, and a 70% increase in lifetime. Example 3-2 showed a 0.3V increase in voltage, but at a lower level, with CE and PE remaining essentially unchanged, and a 75% increase in lifetime. Example 3-3 showed a 0.2V reduction in voltage, with CE remaining essentially unchanged, an 8.2% increase in PE, and a 38.3% increase in lifetime. Example 3-4 showed a 0.2V reduction in voltage, with CE and PE remaining essentially unchanged, and a 53.3% increase in lifetime. Therefore, device structures using the disclosed p-type conductive dopant compound 70 or compound 1357 in combination with electron blocking layer compounds II-127, II-136, and II-210 all demonstrated superior device performance compared to device structures using a conventional p-type conductive dopant compound combined with a conventional electron blocking layer compound GH1.

[0312] Comparison of the above examples and comparative examples demonstrates that, considering all device performance characteristics, the combination of the first organic compound of the present invention as a p-type dopant material and the second organic compound of the present invention as an electron-blocking material is a more ideal combination. The organic electroluminescent device provided by the present invention, comprising the first and second organic compounds of specific structures, can significantly improve device lifespan while maintaining high device efficiency, offering significant advantages in the industry.

[0313] The applicant states that while the present invention uses the aforementioned embodiments to illustrate the organic electroluminescent device and its applications, the present invention is not limited to the aforementioned process steps, nor does it necessarily rely on the aforementioned process steps for implementation. Persons skilled in the art will appreciate that any improvements to the present invention, equivalent substitutions for the raw materials used, additions of auxiliary components, and selection of specific methods, etc., fall within the scope of protection and disclosure of the present invention.

Claims

1. An organic electroluminescent device, characterized in that: The organic electroluminescent device comprises a cathode and an anode, and an organic layer disposed between the cathode and the anode; the organic layer comprises a first organic layer and a second organic layer; the first organic layer is in contact with the anode; the organic electroluminescent device comprises a light-emitting layer, the second organic layer is disposed between the anode and the light-emitting layer and in contact with the light-emitting layer; the first organic layer comprises a first organic compound, and the second organic layer comprises a second organic compound; The first organic compound has a structure as shown in Formula I: In formula I, X and Y are each identically or differently selected from NR', CR"R"', O, S or Se; Z1 and Z2 are each selected from O, S or Se, the same or different at each occurrence; R, R', R" and R'" are each identically or differently selected from the group consisting of hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms , a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, and combinations thereof; Each R may be the same or different, and at least one of R, R', R", and R'" is a group having at least one electron-withdrawing group; Adjacent substituents in Formula I can optionally be linked to form a ring; The second organic compound has a structure as shown in Formula II: In formula II, o, p, and m are each identically or differently selected from 0, 1, or 2; R1, R M Each occurrence is identical or different and is selected from hydrogen, deuterium, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 20 carbon atoms, and R1 and R M At least one of them is not a hydrogen atom or a deuterium atom; Ring B and Ring C, when they occur each time, are identically or differently selected from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl groups having 3 to 20 carbon atoms; R3 and R4 are each identically or differently selected from hydrogen, deuterium, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 20 carbon atoms; Adjacent substituents R3 can optionally be linked to form a ring; Adjacent substituents R4 can optionally be linked to form a ring; The second organic compound is not 2. The organic electroluminescent device according to claim 1, wherein Each occurrence of X and Y is identical or different and is selected from CR"R"' or NR'; R', R" and R" are groups having at least one electron-withdrawing group.

3. The organic electroluminescent device according to claim 1, wherein The R, R', R", and R'" are groups having at least one electron-withdrawing group.

4. The organic electroluminescent device according to claim 1, wherein The X and Y are selected from O, S or Se the same or differently each time they appear, and at least one of R is a group having at least one electron-withdrawing group.

5. The organic electroluminescent device according to claim 1, wherein The R's are all groups having at least one electron-withdrawing group.

6. The organic electroluminescent device according to claim 1, characterized in that The Hammett constant of the electron-withdrawing group is ≥0.

05.

7. The organic electroluminescent device according to claim 6, characterized in that: The Hammett constant of the electron-withdrawing base is ≥0.

3.

8. The organic electroluminescent device according to claim 7, characterized in that: The Hammett constant of the electron-withdrawing base is ≥0.

5.

9. The organic electroluminescent device according to claim 1, characterized in that: The electron withdrawing group is selected from the group consisting of: halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, azaaromatic ring group, and any of the following groups substituted by one or at least two of halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, azaaromatic ring group: an alkyl group having 1-20 carbon atoms, an alkyl group having 3-20 ring carbon atoms The present invention also includes cycloalkyl groups having 1 to 20 carbon atoms, heteroalkyl groups having 1 to 20 carbon atoms, aralkyl groups having 7 to 30 carbon atoms, alkoxy groups having 1 to 20 carbon atoms, aryloxy groups having 6 to 30 carbon atoms, alkenyl groups having 2 to 20 carbon atoms, alkynyl groups having 2 to 20 carbon atoms, aryl groups having 6 to 30 carbon atoms, heteroaryl groups having 3 to 30 carbon atoms, alkylsilyl groups having 3 to 20 carbon atoms, arylsilyl groups having 6 to 20 carbon atoms, alkylgermanyl groups having 3 to 20 carbon atoms, arylgermanyl groups having 6 to 20 carbon atoms, and combinations thereof.

10. The organic electroluminescent device according to claim 9, characterized in that: The electron withdrawing group is selected from the group consisting of F, CF3, OCF3, SF5, SO2CF3, cyano, isocyano, SCN, OCN, pyrimidinyl, triazine, and combinations thereof.

11. The organic electroluminescent device according to claim 1, wherein Each occurrence of X and Y is the same or different and is selected from the group consisting of the following structures: O, S, Se, wherein R2 is selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy groups having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl groups having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilanyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, and combinations thereof; Each time V and W appear, they are selected from CR v R w ,NR v , O, S or Se; Ar is selected, at each occurrence, identically or differently, from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms; A.R. a 、R b 、R c 、R d 、R e 、R f 、R g 、R h 、R v and R w Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted alkyl radicals ... a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, and combinations thereof; A is a group having at least one electron-withdrawing group, when R a 、R b 、R c 、R d 、R e 、R f 、R g 、R h 、R v and R w When one or at least two of a 、R b 、R c 、R d 、R e 、R f 、R g 、R h 、R v and R w At least one of the groups is a group having at least one electron-withdrawing group; the group having at least one electron-withdrawing group is selected from the group consisting of: F, CF3, OCF3, SF5, SO2CF3, cyano, isocyano, SCN, OCN, pentafluorophenyl, 4-cyanotetrafluorophenyl, tetrafluoropyridyl, pyrimidinyl, triazine, and combinations thereof; "*" indicates the position where the X and Y groups are connected to the dehydrobenzodioxazole ring, dehydrobenzodithiazole ring or dehydrobenzodiselenazole ring in Formula I.

12. The organic electroluminescent device according to claim 11, characterized in that: Each occurrence of R2 is the same or different and is selected from the group consisting of F, CF3, OCF3, SF5, SO2CF3, cyano, isocyano, SCN, OCN, pentafluorophenyl, 4-cyanotetrafluorophenyl, tetrafluoropyridyl, pyrimidinyl, triazinyl, and combinations thereof.

13. The organic electroluminescent device according to claim 1, wherein Each occurrence of X and Y is the same or different and is selected from the group consisting of the following structures: O, S, Se, Wherein, "*" represents the position where the X and Y groups are connected to the dehydrobenzodioxazole ring, dehydrobenzodithiazole ring or dehydrobenzodiselenazole ring in Formula I.

14. The organic electroluminescent device according to claim 1, characterized in that: Each occurrence of R is identical or different and is selected from the group consisting of: hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, unsubstituted alkyl having 1 to 20 carbon atoms, unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, unsubstituted alkoxy having 1 to 20 carbon atoms, unsubstituted alkenyl having 2 to 20 carbon atoms, unsubstituted aryl having 6 to 30 carbon atoms, unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, unsubstituted alkoxy having 1 to 20 carbon atoms, unsubstituted alkenyl having 2 to 20 carbon atoms, unsubstituted aryl having 6 to 30 carbon atoms, unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, unsubstituted alkyloxy having 1 to 20 carbon atoms, unsubstituted alkyloxy having 2 to 20 carbon atoms, unsubstituted alkyloxy having 2 to 20 carbon atoms, unsubstituted aryl having 2 to 20 carbon atoms, unsubstituted aryl having 2 to 20 carbon atoms, unsubstituted alkyloxy ... -30 carbon atoms, and any of the following groups substituted by one or at least two of halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl and phosphinoyl: alkyl groups having 1 to 20 carbon atoms, cycloalkyl groups having 3 to 20 ring carbon atoms, alkoxy groups having 1 to 20 carbon atoms, alkenyl groups having 2 to 20 carbon atoms, aryl groups having 6 to 30 carbon atoms, heteroaryl groups having 3 to 30 carbon atoms, and combinations thereof.

15. The organic electroluminescent device according to claim 14, characterized in that: Each occurrence of R is identical or different and is selected from the group consisting of: hydrogen, deuterium, methyl, isopropyl, NO2, SO2CH3, SCF3, C2F5, OC2F5, OCH3, diphenylmethylsilyl, phenyl, methoxyphenyl, p-methylphenyl, 2,6-diisopropylphenyl, biphenyl, polyfluorophenyl, difluoropyridyl, nitrophenyl, dimethylthiazolyl, vinyl substituted with one or at least two of CN or CF3, vinyl substituted with one of CN or CF3 substituted ethynyl, dimethylphosphinoyl, diphenylphosphinoyl, F, CF3, OCF3, SF5, SO2CF3, cyano, isocyano, SCN, OCN, trifluoromethylphenyl, trifluoromethoxyphenyl, bis(trifluoromethyl)phenyl, bis(trifluoromethoxy)phenyl, 4-cyanotetrafluorophenyl, phenyl or biphenyl substituted by one or at least two of F, CN or CF3, tetrafluoropyridyl, pyrimidinyl, triazine, diphenylboranyl, oxaboranthenyl, and combinations thereof.

16. The organic electroluminescent device according to claim 13, characterized in that: X and Y are 17. The organic electroluminescent device according to claim 13, characterized in that: Each occurrence of R is identical or different and is selected from the group consisting of: in," " represents the position where the R group is connected to the dehydrobenzodioxazole ring, dehydrobenzodithiazole ring or dehydrobenzodiselenazole ring in formula I.

18. The organic electroluminescent device according to claim 1, characterized in that Two R's in a compound represented by formula I are the same.

19. The organic electroluminescent device according to claim 17, characterized in that: The first organic compound has a structure shown in Formula III: In Formula III, the two Zs are the same, the two Rs are the same or different in structure, and the Z, X, Y, and R are each selected from atoms or groups shown in the following table; The compound having the structure of formula III is selected from the group consisting of:

20. The organic electroluminescent device according to claim 1, characterized in that The second organic compound has a structure as shown in any one of Formula II-1 to Formula II-3: wherein o and p are selected from 0, 1 or 2, the same or different each time they appear; R1 is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted dibenzofuranyl; Ring B and Ring C, when they occur each time, are identically or differently selected from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl groups having 3 to 20 carbon atoms; R3 and R4 are each identically or differently selected from hydrogen, deuterium, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylenyl, substituted or unsubstituted carbazolyl; Adjacent substituents R3 can optionally be linked to form a ring; Adjacent substituents R4 can optionally be linked to form a ring.

21. The organic electroluminescent device according to claim 1, characterized in that The second organic compound has a structure as shown in Formula II-4 or Formula II-5: wherein o and p are selected from 0, 1 or 2, the same or different each time they appear; Ring B and Ring C, when they occur each time, are identically or differently selected from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl groups having 3 to 20 carbon atoms; R M is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, and substituted or unsubstituted dibenzofuranyl; R3 and R4 are each identically or differently selected from hydrogen, deuterium, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylenyl, substituted or unsubstituted carbazolyl; Adjacent substituents R3 can optionally be linked to form a ring; Adjacent substituents R4 can optionally be linked to form a ring.

22. The organic electroluminescent device according to claim 1, characterized in that The ring B and the ring C are selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted dibenzofuranyl or substituted or unsubstituted dimethylfluorenyl groups, the same or different at each occurrence.

23. The organic electroluminescent device according to claim 1, characterized in that The second organic compound is selected from the group consisting of:

24. The organic electroluminescent device according to claim 1, characterized in that The LUMO energy level of the first organic compound is greater than 5.05 eV, and / or the HOMO energy level of the second organic compound is less than 5.45 eV.

25. The organic electroluminescent device according to claim 1, characterized in that The first organic layer further includes a third organic compound, and the HOMO energy level of the third organic compound is ≥5.09 eV.

26. The organic electroluminescent device according to claim 25, characterized in that The third organic compound comprises any one or at least two chemical structural units selected from the group consisting of triarylamine, carbazole, fluorene, spirobifluorene, thiophene, furan, phenyl, oligophenylene vinylene, oligofluorene, and combinations thereof.

27. The organic electroluminescent device according to claim 26, characterized in that A third organic layer is further provided between the first organic layer and the second organic layer, wherein the third organic layer comprises a fourth organic compound; The fourth organic compound comprises any one or at least two chemical structural units selected from the group consisting of triarylamine, carbazole, fluorene, spirobifluorene, thiophene, furan, phenyl, oligophenylene vinylene, oligofluorene, and combinations thereof; The fourth organic compound is the same as or different from the third organic compound.

28. The organic electroluminescent device according to claim 27, characterized in that: The fourth organic compound is the same as the third organic compound.

29. The organic electroluminescent device according to claim 1, characterized in that The thickness of the first organic layer is 0.1-40 nm.

30. The organic electroluminescent device according to claim 1, characterized in that The thickness of the second organic layer is 1-100 nm.

31. A display component, characterized in that The display assembly comprises the organic electroluminescent device according to any one of claims 1 to 30.

32. Use of the organic electroluminescent device according to any one of claims 1 to 30 in an electronic device, an electronic component module, a display device or a lighting device.

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