An organic electroluminescent device

By using a combination of compounds with a specific structure as the hole injection layer material in organic electroluminescent devices, the performance problem of blue phosphorescent devices has been solved, achieving low-voltage, high-efficiency device performance and simplifying the manufacturing process.

CN115734641BActive Publication Date: 2026-11-06BEIJING SUMMER SPROUT TECH CO LTD
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Patent Information

Application Number
CN202110985433.7
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2021-08-26
Publication Date
2026-11-06
Estimated Expiration
2041-08-26

AI Technical Summary

Technical Problem

Existing organic electroluminescent devices suffer from problems such as blue unsaturation, short device lifetime, and high operating voltage in blue phosphorescent devices. Furthermore, the energy level mismatch between traditional hole injection materials and anode materials leads to ohmic losses and high voltage issues.

Method used

A combination of a first compound with the structure of Formula 1 and a monoamine compound with the structure of Formula 2 is used as the hole injection layer material to optimize hole injection and transport effects, reduce the electron blocking layer, and improve hole injection capability by adjusting the material thickness to regulate the microcavity effect.

Benefits of technology

This achievement enables low-voltage, high-efficiency organic electroluminescent devices, reduces device fabrication costs and structural complexity, and improves hole injection capability.

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Abstract

Disclosed is an organic electroluminescent device. The organic electroluminescent device comprises an anode, a cathode, a light-emitting layer disposed between the anode and the cathode, and a first organic layer disposed between the anode and the light-emitting layer, the first organic layer comprising a first compound having a structure of Formula 1 and a second compound having a structure of Formula 2. The organic electroluminescent device of the present application has excellent characteristics of low voltage, high efficiency, and can provide better device performance. Disclosed is an electronic component comprising the organic electroluminescent device. Also disclosed is a compound combination comprising a first compound having a structure of Formula 1 and a second compound having a structure of Formula 2.
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Description

Technical Field

[0001] This invention relates to organic electronic devices, and more particularly, to an organic electroluminescent device. More specifically, it relates to an organic electroluminescent device comprising a first compound having the structure of Formula 1 and a second compound having the structure of Formula 2 in a first organic layer, and an electronic assembly comprising said organic electroluminescent device. Background Technology

[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 photosensors, organic field-effect devices (OFQDs), light-emitting electrochemical cells (LECs), organic laser diodes, and organic plasma light-emitting devices.

[0003] In 1987, Tang and Van Slyke of Eastman Kodak reported a bilayer organic electroluminescent device comprising an arylamine hole transport layer and a tri-8-hydroxyquinoline-aluminum layer as both an electron transport and luminescent layer (Applied Physics Letters, 1987, 51(12): 913-915). Once a bias voltage was applied to the device, green light was emitted. This invention laid the foundation for the development of modern organic light-emitting diodes (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 luminescent layers between the cathode and anode. Because OLEDs are self-emissive solid-state devices, they offer enormous potential for display and lighting applications. Furthermore, the inherent properties of organic materials, such as their flexibility, make them well-suited for specialized applications, such as in the fabrication of flexible substrates.

[0004] OLEDs can be classified into three different types based on their light-emitting mechanism. The OLED invented by Tang and van Slyke is a fluorescent OLED. It uses only singlet state emission. The triplet state generated in the device is wasted through non-radiative decay channels. Therefore, the internal quantum efficiency (IQE) of fluorescent OLEDs is only 25%. This limitation hindered the commercialization of OLEDs. In 1997, Forrest and Thompson reported phosphorescent OLEDs, which use triplet emission from complexed heavy metals as the emitter. Therefore, both singlet and triplet states can be harvested, achieving 100% IQE. Due to its high efficiency, the discovery and development of phosphorescent OLEDs directly contributed to the commercialization of active-matrix OLEDs (AMOLEDs). Recently, Adachi achieved high efficiency through thermally activated delayed fluorescence (TADF) of organic compounds. These emitters have small singlet-triple state gaps, making it possible for excitons to return from the triplet state to the singlet state. In TADF devices, triplet excitons can generate singlet excitons through reverse intersystem crossing, resulting in high IQE.

[0005] OLEDs can also be classified into small-molecule OLEDs and polymer OLEDs based on the form of the materials used. Small molecules refer to any organic or organometallic material that is not a polymer. Small molecules can have large molecular weights, provided they have a precise structure. Dendritic polymers with well-defined structures are considered small molecules. Polymer OLEDs include conjugated polymers and non-conjugated polymers with side-chain luminescent groups. Small-molecule OLEDs can become polymer OLEDs if post-polymerization occurs during manufacturing.

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

[0007] The emission color of OLEDs can be achieved through the design of the luminescent material structure. OLEDs can include one or more luminescent layers to achieve the desired spectrum. Green, yellow, and red OLEDs using phosphorescent materials have been successfully commercialized. Blue phosphorescent devices still suffer from issues such as blue unsaturation, short device lifetime, and high operating voltage. Commercial full-color OLED displays typically employ a hybrid strategy, using blue fluorescence and phosphorescent yellow, or red and green. Currently, the rapid decrease in efficiency of phosphorescent OLEDs at high brightness remains a problem. Furthermore, a more saturated emission spectrum, higher efficiency, and longer device lifetime are desired.

[0008] Organic light-emitting diodes (OLEDs) convert electrical energy into light by applying a voltage across their terminals. Typically, an OLED comprises an anode, a cathode, and an organic layer between them. The organic layer includes hole injection layers, hole transport layers, electron blocking layers, a light-emitting layer (containing host and doped materials), electron buffer layers, hole blocking layers, electron transport layers, and electron injection layers. Based on their function, the materials comprising the organic layer can be categorized as hole injection materials, hole transport materials, electron blocking materials, host materials, light-emitting materials, electron buffer materials, hole blocking materials, electron transport materials, and hole blocking materials. When a bias voltage 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. Holes and electrons meet to form excitons, which recombine to emit light. The hole injection layer is one of the most important functional layers affecting the performance of OLEDs; the selection and combination of its materials significantly influence the performance of OLEDs, such as driving voltage, efficiency, and lifetime. Commercially, there is a demand for organic electroluminescent devices with characteristics such as low driving voltage, high efficiency, and long lifespan. Therefore, the development of novel hole injection layers is a critical research area.

[0009] Early OLED devices mostly consisted of a single layer of organic material between the anode and the emissive layer, serving functions such as hole injection, hole transport, and even electron blocking. For example, in 1987, Tang and Van Slyke of Eastman Kodak reported the first bilayer organic electroluminescent device, using NPD and TPD as hole injection materials. However, the energy levels of these materials did not match those of the anode material (such as ITO), making hole injection very difficult and resulting in significant ohmic losses at the interface, leading to very high device voltages. To achieve better interface energy level matching, hole transport materials were further divided into hole injection materials and hole transport materials. At this stage, the hole injection material was a polyarylamine structure, such as:

[0010] , , .

[0011] These materials have a shallower HOMO level (around -4.80 eV), which allows for better matching with the ITO level compared to NPDs. To achieve better hole injection performance, the industry has further improved these devices by doping them with p-type doped materials. Commonly used p-type doped materials include:

[0012] , , , .

[0013] Because p-type doped materials are strong electron acceptors, they can undergo complete integer charge transfer with the aforementioned polyarylamine structure, achieving an ohmic contact state. This results in a significant reduction in device voltage. However, it's important to note that while the current-limiting issue at the ITO interface has been resolved, the HOMO level of polyarylamine materials is shallow, and the potential barrier between the hole-injected material and the host material remains substantial, limiting the potential for performance improvement.

[0014] To achieve commercial applications, the industry's choice is to use matrix materials with deep HOMO energy levels (HOMO energy levels around -5.10 eV), such as:

[0015] , , .

[0016] When paired with a p-type doped material with deep LUMO as a hole injection material in a device, a quasi-ohmic or ohmic contact state can be achieved at the interface, and the ohmic loss at the interface can be ignored. The HOMO energy level difference between the matrix material and the host material is significantly reduced, so this material combination enables the device to reach a high level.

[0017] Different p-type doped materials and different matrix materials will produce different hole injection effects. The degree of energy level matching between the two is particularly important. The higher the degree of matching, the better the interface injection effect. In order to obtain better hole injection effect, it is very important to develop novel hole injection layers. Therefore, selecting a suitable combination of matrix material and p-type conductive doped material is crucial to achieving the above objectives and enabling the device performance to reach a higher level.

[0018] US20200087311A1 discloses a compound having a structure of dehydrobenzodioxazole, dehydrobenzodithiazole, or dehydrobenzodiselenazole or similar structures. Organic compounds that can be used as p-type doped materials or hole injection materials with deep LUMO. This application focuses only on such p-type doped materials themselves and does not focus on the impact of the choice of pairing such p-type doped materials with hole transport materials on device performance.

[0019] CN112909188A discloses an organic electroluminescent device, with a focus on p-type dopant. With matrix materials having triarylamine and carbazole structures The impact of p-type doped materials as hole injection layers on device performance has not been disclosed or investigated, nor has the effect of combining them with other matrix materials with hole transport capabilities on device performance been publicly discussed or investigated.

[0020] This type of doped hole injection layer achieves p-type doping through the strong electron-trapping ability of the p-type dopant, resulting in significantly improved hole injection and conductivity. In this type of doped hole injection layer, on the one hand, it is crucial to research and develop superior p-type dopant materials and / or superior hole transport materials; on the other hand, the matching between the p-type dopant material and the hole transport material is even more important, as mismatch often leads to a significant reduction in device performance. Therefore, the appropriate selection and combination of p-type dopant materials and hole transport materials is critical. Summary of the Invention

[0021] This invention aims to provide a series of novel organic electroluminescent devices to solve at least some of the aforementioned problems. The novel organic electroluminescent device includes an anode, a cathode, and a light-emitting layer disposed between the anode and the cathode, as well as a first organic layer disposed between the anode and the light-emitting layer. The first organic layer at least comprises a first compound having a structure of Formula 1 and a second compound having a structure of Formula 2. This novel material combination composed of the first and second compounds can be used in the hole injection layer of the organic electroluminescent device, enabling the organic electroluminescent device to possess excellent characteristics of low voltage and high efficiency, and providing better device performance.

[0022] According to one embodiment of the present invention, an organic electroluminescent device is disclosed, comprising:

[0023] anode,

[0024] cathode,

[0025] A light-emitting layer disposed between an anode and a cathode, and a first organic layer disposed between the anode and the light-emitting layer, wherein the first organic layer comprises at least a first compound and a second compound, wherein the first compound has a structure represented by Formula 1:

[0026]

[0027] In Equation 1, X and Y are selected from NR', CR''R”', O, S or Se each time they appear, either the same or different.

[0028] Z1 and Z2 are selected from O, S or Se each time they appear, either the same or different.

[0029] R, R', R”, and R”' are selected, each time appearing identically or differently, from the group consisting of: hydrogen, deuterium, halogen, nitrosyl, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyanate, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphoyl, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, and substituted or unsubstituted aromatic groups having 7-30 carbon atoms. Alkyl groups, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aryloxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alksilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, and combinations thereof;

[0030] At least one of R, R', R” and R”' is a group having at least one electron-withdrawing group;

[0031] In Formula 1, adjacent substituents R, R', R” and R”' can optionally be linked to form a ring;

[0032] The second compound is a monoamine compound and has the structure represented by Formula 2:

[0033]

[0034] In Formula 2, Ar3 is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, or substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms;

[0035] L1 and L2, each time they appear, are selected from single bonds, substituted or unsubstituted aryl groups having 6-20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-20 carbon atoms, or combinations thereof.

[0036] Ar1 and Ar2 each time they appear, they are selected in the same or different ways, as shown in formula 3:

[0037]

[0038] Among them, X1 to X8 are selected from C, CR3 or N each time they appear; one of X1 to X8 is selected from C and is connected to L1 or L2; when L1 or L2 is selected from a single bond, one of X1 to X8 is selected from C and is connected to N.

[0039] R1 and R2, each time appearing, are selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, and substituted or unsubstituted groups having 6-30 carbon atoms. The aryloxy group, substituted or unsubstituted alkenyl group having 2-20 carbon atoms, substituted or unsubstituted alkynyl group having 2-20 carbon atoms, substituted or unsubstituted alkylsilyl group having 3-20 carbon atoms, substituted or unsubstituted arylsilyl group having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium group having 3-20 carbon atoms, substituted or unsubstituted arylgermanium group having 6-20 carbon atoms, acyl group, carbonyl group, carboxylic acid group, ester group, cyano group, isocyano group, hydroxyl group, mercapto group, sulfinyl group, sulfonyl group, phosphinyl group, and combinations thereof;

[0040] R3, each time appearing, is selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted... Or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms and containing oxygen or sulfur atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphin, and combinations thereof;

[0041] In Formula 2, adjacent substituents R1, R2, and R3 can be optionally linked to form a ring.

[0042] According to another embodiment of the present invention, a compound combination comprising a first compound and a second compound is also disclosed, wherein the first compound has a structure represented by Formula 1:

[0043]

[0044] In Equation 1, X and Y are selected from NR', CR''R”', O, S or Se each time they appear, either the same or different.

[0045] Z1 and Z2 are selected from O, S or Se each time they appear, either the same or different.

[0046] R, R', R”, and R”' are selected, each time appearing identically or differently, from the group consisting of: hydrogen, deuterium, halogen, nitrosyl, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyanate, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphoyl, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, and substituted or unsubstituted aromatic groups having 7-30 carbon atoms. Alkyl groups, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aryloxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alksilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, and combinations thereof;

[0047] At least one of R, R', R” and R”' is a group having at least one electron-withdrawing group;

[0048] In Formula 1, adjacent substituents R, R', R” and R”' can optionally be linked to form a ring;

[0049] The second compound is a monoamine compound and has the structure represented by Formula 2:

[0050]

[0051] In Formula 2, Ar3 is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, or substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms;

[0052] L1 and L2, each time they appear, are selected from single bonds, substituted or unsubstituted aryl groups having 6-20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-20 carbon atoms, or combinations thereof.

[0053] Ar1 and Ar2 each time they appear, they are selected in the same or different ways, as shown in formula 3:

[0054]

[0055] Among them, X1 to X8 are selected from C, CR3 or N each time they appear; one of X1 to X8 is selected from C and is connected to L1 or L2; when L1 or L2 is selected from a single bond, one of X1 to X8 is selected from C and is connected to N.

[0056] R1 and R2, each time appearing, are selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, and substituted or unsubstituted groups having 6-30 carbon atoms. The aryloxy group, substituted or unsubstituted alkenyl group having 2-20 carbon atoms, substituted or unsubstituted alkynyl group having 2-20 carbon atoms, substituted or unsubstituted alkylsilyl group having 3-20 carbon atoms, substituted or unsubstituted arylsilyl group having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium group having 3-20 carbon atoms, substituted or unsubstituted arylgermanium group having 6-20 carbon atoms, acyl group, carbonyl group, carboxylic acid group, ester group, cyano group, isocyano group, hydroxyl group, mercapto group, sulfinyl group, sulfonyl group, phosphinyl group, and combinations thereof;

[0057] R3, each time appearing, is selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted... Or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms and containing oxygen or sulfur atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphin, and combinations thereof;

[0058] In Formula 2, adjacent substituents R1, R2, and R3 can be optionally linked to form a ring.

[0059] According to another embodiment of the present invention, an electronic component is also disclosed, which includes the organic electroluminescent device described in the above embodiments.

[0060] The novel organic electroluminescent device disclosed in this invention comprises a novel material combination consisting of a first compound having a structure of Formula 1 and a second compound having a structure of Formula 2, which can be used as a hole injection layer. The effective matching of these two specific materials improves the hole injection and transport performance of the device. Furthermore, the material having the Formula 2 structure can serve as a hole injection material, a hole transport material, and an electron blocking material, directly contacting the light-emitting layer. The microcavity effect can be adjusted by regulating the thickness of this material. The advantages of this device are that it reduces the electron blocking layer compared to traditional devices, which not only lowers the manufacturing cost and structural complexity but also reduces potential defects at the interface, improves hole injection capability, and exhibits excellent characteristics of low voltage and high efficiency. Attached Figure Description

[0061] Figure 1 This is a schematic diagram of an organic light-emitting device that may contain the organic electroluminescent devices disclosed herein.

[0062] Figure 2 This is a schematic diagram of another organic light-emitting device that may contain the organic electroluminescent devices disclosed herein. Detailed Implementation

[0063] OLEDs can be manufactured on various substrates, such as glass, plastic, and metal. Figure 1 An organic light-emitting device 100 is illustrated schematically and non-limitingly. The figures are not necessarily drawn to scale, and some layer structures may be omitted as needed. Device 100 may include a substrate 101, 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, and a cathode 190. Device 100 can be fabricated by sequentially depositing the described layers. The properties and functions of each layer, as well as exemplary materials, are described in more detail in columns 6-10 of U.S. Patent 7,279,704B2, the entire contents of which are incorporated herein by reference.

[0064] Each of these layers has numerous examples. For instance, a flexible and transparent substrate-anode combination is disclosed in U.S. Patent No. 5,844,363, which is incorporated herein by reference in its entirety. An example of a p-doped hole transport layer is m-MTDATA doped with F4-TCNQ at a molar ratio of 50:1, as disclosed in U.S. Patent Application Publication No. 2003 / 0230980, which is incorporated herein by reference in its entirety. An example of a host material is disclosed in U.S. Patent No. 6,303,238 to Thompson et al., which is incorporated herein by reference in its entirety. An example of an n-doped electron transport layer is BPhen doped with Li at a molar ratio of 1:1, as disclosed in U.S. Patent Application Publication No. 2003 / 0230980, which is incorporated herein by reference in its entirety. Examples of cathodes are disclosed in U.S. Patent Nos. 5,703,436 and 5,707,745, which are incorporated herein by reference in their entirety. These cathodes comprise composite cathodes having a thin metal layer, such as Mg:Ag, overlaid with a transparent, conductive, sputter-deposited ITO layer. The principles and use of barrier layers are described in more detail in U.S. Patent No. 6,097,147 and U.S. Patent Application Publication No. 2003 / 0230980, which are also incorporated herein by reference in their entirety. Examples of implantation layers are provided in U.S. Patent Application Publication No. 2004 / 0174116, which is also incorporated herein by reference in its entirety. A description of protective layers can be found in U.S. Patent Application Publication No. 2004 / 0174116, which is also incorporated herein by reference in its entirety.

[0065] The layered structure described above is provided through non-limiting embodiments. The functionality of an OLED can be achieved by combining the various layers described above, or some layers can be omitted entirely. It may also include other layers not explicitly described. Within each layer, a single material or a mixture of multiple materials can be used to achieve optimal performance. Any functional layer may include several sublayers. For example, a light-emitting layer may have two different light-emitting materials to achieve a desired emission spectrum.

[0066] In one embodiment, an OLED can be described as having an "organic layer" disposed between a cathode and an anode. This organic layer may include one or more layers.

[0067] OLEDs also require an encapsulation layer, such as Figure 2 An organic light-emitting device 200 is shown schematically and non-limitingly, which is related to... Figure 1The difference lies in the fact that an encapsulation layer 102 may also be included above the cathode 190 to protect against harmful substances from the environment, such as moisture and oxygen. Any material capable of providing encapsulation can be used as the encapsulation layer, such as glass or an organic-inorganic hybrid layer. The encapsulation layer should be placed directly or indirectly on the outside of the OLED device. Multilayer thin-film encapsulation is described in U.S. Patent 7,968,146B2, the entire contents of which are incorporated herein by reference.

[0068] Devices manufactured according to embodiments of the present invention can be incorporated into a variety of consumer products having one or more electronic component modules (or units). Some examples of such consumer products include flat panel displays, monitors, medical monitors, televisions, billboards, lights for indoor or outdoor lighting and / or signaling, head-up displays, fully or partially transparent displays, flexible displays, smartphones, tablet computers, phablets, wearable devices, smartwatches, laptop computers, digital cameras, portable camcorders, viewfinders, microdisplays, 3D displays, vehicle displays, and taillights.

[0069] The materials and structures described in this article can also be used in other organic electronic devices listed above.

[0070] As used herein, "top" means furthest from the substrate, and "bottom" means closest to the substrate. When the first layer is described as being "disposed" on the second layer, the first layer is positioned further from the substrate. Unless it is specified that the first layer "contacts" the second layer, other layers may exist between the first and second layers. For example, even if various organic layers exist between the cathode and anode, the cathode may still be described as being "disposed" on the anode.

[0071] As used herein, “solution-handleable” means capable of being dissolved, dispersed or transported in and / or deposited from a liquid medium in the form of a solution or suspension.

[0072] When a ligand is believed to directly contribute to the photosensitivity of the emitting material, the ligand can be called "photosensitive." When a ligand is believed not to contribute to the photosensitivity of the emitting material, the ligand can be called "auxiliary," but auxiliary ligands can alter the properties of photosensitivity ligands.

[0073] 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: P-type delayed fluorescence and E-type delayed fluorescence. P-type delayed fluorescence is generated by triplet-triplet annihilation (TTA).

[0074] On the other hand, E-type delayed fluorescence does not depend on the collision of two triplet states, but rather on the transition between triplet and singlet excited states. Compounds capable of producing E-type delayed fluorescence need to have a very small singlet-triple gap to facilitate the transition between energy states. Thermal energy can activate the transition from triplet to singlet. This type of delayed fluorescence is also called thermally activated delayed fluorescence (TADF). A significant characteristic of TADF is that the delayed component increases with increasing temperature. If the reverse system crossover (RISC) rate is fast enough to minimize the nonradiative decay from the triplet state, the fraction of singlet excited states that are refilled can reach 75%. The total singlet fraction can be 100%, far exceeding the 25% spin statistics of electrogenerated excitons.

[0075] E-type delayed fluorescence can be observed in excited complex systems or single compounds. Unbound by theory, it is believed that E-type delayed fluorescence requires the luminescent material to have a small singlet-triple bandgap (ΔE). S-T Organic, nonmetallic donor-acceptor luminescent materials may be able to achieve this. The emission of these materials is typically characterized as donor-acceptor charge transfer (CT) emission. Spatial separation of the HOMO and LUMO in these donor-acceptor compounds usually produces small ΔE. S-T These states can include CT states. Typically, donor-acceptor luminescent materials are constructed by linking an electron donor moiety (e.g., an amino or carbazole derivative) with an electron acceptor moiety (e.g., an N-containing six-membered aromatic ring).

[0076] Definition of the term "substituent group"

[0077] Halogens or halides – as used herein, include fluorine, chlorine, bromine, and iodine.

[0078] Alkyl – As used herein, includes straight-chain and branched alkyl groups. An alkyl group can be an alkyl group having 1 to 20 carbon atoms, preferably an alkyl group having 1 to 12 carbon atoms, and more preferably an alkyl group having 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-pentadecanyl, n-hexadecyl, n-heptadecyl, n-octadecyl, neopentyl, 1-methylpentyl, 2-methylpentyl, 1-pentylhexyl, 1-butylpentyl, 1-heptyloctyl, and 3-methylpentyl. Among the above, methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, neopentyl, and n-hexyl are preferred. Additionally, the alkyl group may optionally be substituted.

[0079] Cycloalkyl – As used herein, it comprises cyclic alkyl groups. The cycloalkyl group can be a cycloalkyl group having 3 to 20 carbon atoms, preferably a cycloalkyl group 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, etc. Among the above, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, and 4,4-dimethylcyclohexyl are preferred. Furthermore, the cycloalkyl group may optionally be substituted.

[0080] Heteroalkyl – as used herein, a heteroalkyl group comprises one or more carbon atoms in an alkyl chain that are replaced by heteroatoms selected from the group consisting of nitrogen, oxygen, sulfur, selenium, phosphorus, silicon, germanium, and boron atoms. The heteroalkyl group can 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. Examples of heteroalkyl groups include 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. Additionally, heteroalkyl groups may optionally be substituted.

[0081] Alkenyl – as used herein, encompasses straight-chain, branched, and cyclic olefinic groups. An alkenyl group can be an alkenyl group containing 2 to 20 carbon atoms, preferably an alkenyl group having 2 to 10 carbon atoms. Examples of alkenyl groups include vinyl, 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, cyclohepttrienyl, cyclooctenyl, cyclooctatetraenyl, and norbornyl. In addition, the alkenyl group can be optionally substituted.

[0082] Alkynyl – As used herein, this term encompasses straight-chain alkynyl groups. An alkynyl group can be one containing 2 to 20 carbon atoms, preferably 2 to 10 carbon atoms. Examples of alkynyl groups include ethynyl, propynyl, propynyl, 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, propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, and phenylethynyl are preferred. Furthermore, the alkynyl group may be optionally substituted.

[0083] Aryl or aromatic group – as used herein, both non-fused and fused systems are considered. 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, phenanthrene, fluorene, pyrene, phenylene oxide, perylene oxide, and azurite, with phenyl, biphenyl, terphenyl, triphenylene, fluorene, and naphthalene being preferred. 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, mesitylene, and m-tetraphenyl. Additionally, the aryl group may optionally be substituted.

[0084] Heterocyclic groups or heterocycles – as used herein, non-aromatic cyclic groups are considered. 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. 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 ethylene oxide, oxetane, tetrahydrofuranyl, tetrahydropyranyl, dioxopentacyclic, dioxahexacyclic, acridineyl, dihydropyrroleyl, tetrahydropyrroleyl, piperidinyl, oxazolidinyl, morpholinyl, piperazineyl, oxetane-heptanetrienyl, thioheptanetrienyl, azirane-heptanetrienyl, and tetrahydrothiorroleyl. In addition, the heterocyclic group can be optionally substituted.

[0085] Heteroaryl – as used herein, can be a non-fused or fused heteroaryl group comprising 1 to 5 heteroatoms, wherein at least one heteroatom is selected from the group consisting of nitrogen, oxygen, sulfur, selenium, silicon, phosphorus, germanium, and boron. Isoaryl also refers to heteroaryl. Heteroaryl can be a heteroaryl having 3 to 30 carbon atoms, preferably a heteroaryl having 3 to 20 carbon atoms, and more preferably a heteroaryl having 3 to 12 carbon atoms. Suitable heteroaryl groups include dibenzothiophene, dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoselenophene, carbazole, indolecarbazole, pyridineindole, pyrrolopyridine, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxtriazole, dioxazole, thiadiazol, pyridine, pyrazine, pyrazine, triazine, oxazine, oxthiazine, oxadiazine, indole, benzimidazole, indazole, indoxazine, benzoxazole, benzoisoxazole, benzothiazole, quinoline, isoquinoline Phosphine, cyclophosphine, quinazoline, quinoxaline, naphthidine, phthalazine, pteridine, xanthan, acridine, phenazine, phenothiazine, benzofuranopyridine, furanodipyridine, benzothiophenopyridine, thiophenodipyridine, benzoselenophenopyridine, selenobenzodipyridine, preferably dibenzothiophene, dibenzofuran, dibenzoselenophene, carbazole, indolocarbazole, imidazole, pyridine, triazine, benzimidazole, 1,2-azaborane, 1,3-azaborane, 1,4-azaborane, boronazole and its aza analogues. Additionally, the heteroaryl group may optionally be substituted.

[0086] Alkoxy groups – as used herein, are represented by -O-alkyl, -O-cycloalkyl, -O-heteroalkyl, or -O-heterocyclic groups. Examples and preferred examples of alkyl, cycloalkyl, heteroalkyl, and heterocyclic groups are the same as described above. An alkoxy group can 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, pentoxy, hexoxy, cyclopropyloxy, cyclobutyloxy, cyclopentoxy, cyclohexyloxy, tetrahydrofuranyloxy, tetrahydropyranyloxy, methoxypropyloxy, ethoxyethyloxy, methoxymethyloxy, and ethoxymethyloxy. Additionally, alkoxy groups may optionally be substituted.

[0087] Aryloxy group – as used herein, is represented by -O-aryl or -O-heteroaryl. Examples and preferred examples of aryl and heteroaryl groups are the same as described above. The aryloxy group can be an aryloxy group having 6 to 30 carbon atoms, preferably an aryloxy group having 6 to 20 carbon atoms. Examples of aryloxy groups include phenoxy and biphenyloxy groups. Additionally, the aryloxy group may optionally be substituted.

[0088] Arylalkyl – As used herein, this encompasses aryl-substituted alkyl groups. An arylalkyl group can be an arylalkyl group having 7 to 30 carbon atoms, preferably an arylalkyl group having 7 to 20 carbon atoms, and more preferably an arylalkyl group having 7 to 13 carbon atoms. Examples of arylalkyl 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 The compounds include alkyl groups, such as o-methylbenzyl, p-chlorobenzyl, m-chlorobenzyl, o-chlorobenzyl, p-bromobenzyl, m-bromobenzyl, o-bromobenzyl, p-iodobenzyl, m-iodobenzyl, o-iodobenzyl, p-hydroxybenzyl, m-hydroxybenzyl, o-hydroxybenzyl, p-aminobenzyl, m-aminobenzyl, o-aminobenzyl, p-nitrobenzyl, m-nitrobenzyl, o-nitrobenzyl, p-cyanobenzyl, m-cyanobenzyl, o-cyanobenzyl, 1-hydroxy-2-phenylisopropyl, and 1-chloro-2-phenylisopropyl. Among the above, benzyl, p-cyanobenzyl, m-cyanobenzyl, o-cyanobenzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, and 2-phenylisopropyl are preferred. Additionally, the alkyl group may optionally be substituted.

[0089] Alkylsilyl – As used herein, this encompasses alkyl-substituted silyl groups. The alkylsilyl group can be an alkylsilyl group having 3 to 20 carbon atoms, preferably an alkylsilyl group having 3 to 10 carbon atoms. Examples of alkylsilyl groups include trimethylsilyl, triethylsilyl, methyldiethylsilyl, ethyldimethylsilyl, tripropylsilyl, tributylsilyl, triisopropylsilyl, methyldiisopropylsilyl, dimethylisopropylsilyl, tritert-butylsilyl, triisobutylsilyl, dimethyltert-butylsilyl, and methylditert-butylsilyl. Additionally, the alkylsilyl group may optionally be substituted.

[0090] Arylsilane – As used herein, encompasses at least one aryl-substituted silane group. The arylsilane can be an arylsilane having 6 to 30 carbon atoms, preferably an arylsilane having 8 to 20 carbon atoms. Examples of arylsilanes include triphenylsilyl, phenyldiphenylsilyl, diphenylbiphenylsilyl, phenyldiethylsilyl, diphenylethylsilyl, phenyldimethylsilyl, diphenylmethylsilyl, phenyldiisopropylsilyl, diphenylisopropylsilyl, diphenylbutylsilyl, diphenylisobutylsilyl, and diphenyltert-butylsilyl. Additionally, the arylsilane may optionally be substituted.

[0091] Alkylgermanium group – As used herein, this encompasses alkyl-substituted germanium groups. The alkylgermanium group can be an alkylgermanium group having 3 to 20 carbon atoms, preferably an alkylgermanium group having 3 to 10 carbon atoms. Examples of alkylgermanium groups include trimethylgermanium, triethylgermanium, methyldiethylgermanium, ethyldimethylgermanium, tripropylgermanium, tributylgermanium, triisopropylgermanium, methyldiisopropylgermanium, dimethylisopropylgermanium, tritert-butylgermanium, triisobutylgermanium, dimethyltert-butylgermanium, and methylditert-butylgermanium. Additionally, the alkylgermanium group may optionally be substituted.

[0092] Arylgermanium – As used herein, this encompasses a germanium group substituted with at least one aryl or heteroaryl group. The arylgermanium group can be an arylgermanium group having 6 to 30 carbon atoms, preferably an arylgermanium group having 8 to 20 carbon atoms. Examples of arylgermanium groups include triphenylgermanium, phenyldiphenylgermanium, diphenylbiphenylgermanium, phenyldiethylgermanium, diphenylethylgermanium, phenyldimethylgermanium, diphenylmethylgermanium, phenyldiisopropylgermanium, diphenylisopropylgermanium, diphenylbutylgermanium, diphenylisobutylgermanium, and diphenyltert-butylgermanium. Additionally, the arylgermanium group may optionally be substituted.

[0093] The term "aza" in azadibenzofuran, azadibenzothiophene, etc., refers to the substitution of one or more CH groups in the corresponding aromatic segment 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 aforementioned aza derivatives will readily conceive of those skilled in the art, and all such analogs are identified as being included in the terminology used herein.

[0094] In this disclosure, unless otherwise defined, the term "substituted alkyl", "substituted cycloalkyl", "substituted heteroalkyl", "substituted heterocyclic", "substituted aralkyl", "substituted alkoxy", "substituted aryl", "substituted alkenyl", "substituted alkynyl", "substituted heteroaryl", "substituted alkylsilyl", "substituted arylsilyl", "substituted alkylgermanium", "substituted arylgermanium", "substituted amino", "substituted acyl", "substituted carbonyl", and "substituted carboxylic acid" are used interchangeably. The substituted ester group, substituted sulfinyl group, substituted sulfonyl group, substituted phosphinyl group refers to any one of the following groups: alkyl, cycloalkyl, heteroalkyl, heterocyclic, aralkyl, alkoxy, aryloxy, alkenyl, alkynyl, aryl, heteroaryl, alkylsilyl, arylsilyl, alkylgermanium, arylgermanium, amino, acyl, carbonyl, carboxylic acid, ester, sulfinyl, sulfonyl, and phosphinyl groups. One or more groups can be selected from deuterium, halogen, unsubstituted alkyl groups having 1-20 carbon atoms. Cycloalkyl groups having 3-20 carbon atoms, unsubstituted heteroalkyl groups having 1-20 carbon atoms, unsubstituted heterocyclic groups having 3-20 carbon atoms, unsubstituted aralkyl groups having 7-30 carbon atoms, unsubstituted alkoxy groups having 1-20 carbon atoms, unsubstituted aryloxy groups having 6-30 carbon atoms, unsubstituted alkenyl groups having 2-20 carbon atoms, unsubstituted alkynyl groups having 2-20 carbon atoms, and unsubstituted alkyne groups having 6-30 carbon atoms. Aryl, unsubstituted heteroaryl with 3-30 carbon atoms, unsubstituted alkylsilyl with 3-20 carbon atoms, unsubstituted arylsilyl with 6-20 carbon atoms, unsubstituted alkylgermanium with 3-20 carbon atoms, unsubstituted arylgermanium with 6-20 carbon atoms, unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, mercapto, sulfinyl, sulfonyl, phosphine, and combinations thereof with 0-20 carbon atoms.

[0095] It should be understood that when a molecular fragment is described as a substituent or otherwise attached to another part, its name may be written according to whether it is a fragment (e.g., phenyl, phenylene, naphthyl, dibenzofuranyl) or according to whether it is a whole molecule (e.g., benzene, naphthalene, dibenzofuran). As used herein, these different ways of specifying substituents or attaching fragments are considered equivalent.

[0096] In the compounds mentioned in this disclosure, hydrogen atoms can be partially or completely replaced by deuterium. Other atoms such as carbon and nitrogen can also be replaced by their other stable isotopes. Substitution with other stable isotopes in the compounds is likely preferred due to their ability to enhance device efficiency and stability.

[0097] In the compounds mentioned in this disclosure, polysubstituted means including disubstituted, up to the maximum range of available substitutions. When a substituent in a compound mentioned in this disclosure represents polysubstituted (including disubstituted, trisubstituted, tetrasubstituted, etc.), it means that the substituent can be present at multiple available substitution positions on its linkage structure. The substituent present at multiple available substitution positions can be the same structure or different structures.

[0098] In the compounds mentioned in this disclosure, unless explicitly specified, for example, that adjacent substituents can optionally connect to form a ring, adjacent substituents in the compounds cannot connect to form a ring. In the compounds mentioned in this disclosure, the optional connection of adjacent substituents to form a ring includes both cases where adjacent substituents can connect to form a ring and cases where adjacent substituents do not connect to form a ring. When adjacent substituents can optionally connect to form a ring, the formed ring can be a monocyclic or polycyclic ring (including spirocyclic, bridged, fused rings, etc.), as well as an alicyclic, heterocyclic, aromatic, or heteroaromatic ring. In this context, 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.

[0099] The statement that adjacent substituents can optionally connect to form a ring is also intended to be understood as referring to two substituents bonded to the same carbon atom connecting to each other via chemical bonds to form a ring, as exemplified by the following formula:

[0100] .

[0101] The statement that adjacent substituents can optionally link to form a ring is also intended to be understood as referring to two substituents bonded to carbon atoms directly bonded to each other forming a ring through chemical bonds, as exemplified by the following formula:

[0102] .

[0103] The statement that adjacent substituents can optionally connect to form a ring is also intended to be understood as referring to two substituents bonded to a further distant carbon atom connecting to each other by chemical bonds to form a ring, which can be exemplified by the following formula:

[0104] .

[0105] Furthermore, the statement that adjacent substituents can optionally connect 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 bonds to the position where the hydrogen atom is bonded, thereby forming a ring. This is illustrated by the following example:

[0106] .

[0107] According to one embodiment of the present invention, an organic electroluminescent device is disclosed, comprising:

[0108] anode,

[0109] cathode,

[0110] A light-emitting layer disposed between an anode and a cathode, and a first organic layer disposed between the anode and the light-emitting layer, wherein the first organic layer comprises at least a first compound and a second compound; wherein the first compound has a structure represented by Formula 1:

[0111]

[0112] In Equation 1, X and Y are selected from NR', CR''R”', O, S or Se each time they appear, either the same or different.

[0113] Z1 and Z2 are selected from O, S or Se each time they appear, either the same or different.

[0114] R, R', R”, and R”' are selected, each time appearing identically or differently, from the group consisting of: hydrogen, deuterium, halogen, nitrosyl, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyanate, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphoyl, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, and substituted or unsubstituted aromatic groups having 7-30 carbon atoms. Alkyl groups, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aryloxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alksilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, and combinations thereof;

[0115] At least one of R, R', R” and R”' is a group having at least one electron-withdrawing group;

[0116] In Formula 1, adjacent substituents R, R', R” and R”' can optionally be linked to form a ring;

[0117] The second compound is a monoamine compound and has the structure represented by Formula 2:

[0118]

[0119] In Formula 2, Ar3 is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, or substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms;

[0120] L1 and L2, each time they appear, are selected from single bonds, substituted or unsubstituted aryl groups having 6-20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-20 carbon atoms, or combinations thereof.

[0121] Ar1 and Ar2 each time they appear, they are selected in the same or different ways, as shown in formula 3:

[0122]

[0123] Among them, X1 to X8 are selected from C, CR3 or N each time they appear; one of X1 to X8 is selected from C and is connected to L1 or L2; when L1 or L2 is selected from a single bond, one of X1 to X8 is selected from C and is connected to N.

[0124] R1 and R2, each time appearing, are selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, and substituted or unsubstituted groups having 6-30 carbon atoms. The aryloxy group, substituted or unsubstituted alkenyl group having 2-20 carbon atoms, substituted or unsubstituted alkynyl group having 2-20 carbon atoms, substituted or unsubstituted alkylsilyl group having 3-20 carbon atoms, substituted or unsubstituted arylsilyl group having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium group having 3-20 carbon atoms, substituted or unsubstituted arylgermanium group having 6-20 carbon atoms, acyl group, carbonyl group, carboxylic acid group, ester group, cyano group, isocyano group, hydroxyl group, mercapto group, sulfinyl group, sulfonyl group, phosphinyl group, and combinations thereof;

[0125] R3, each time appearing, is selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted... Or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms and containing oxygen or sulfur atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphin, and combinations thereof;

[0126] In Formula 2, adjacent substituents R1, R2, and R3 can be optionally linked to form a ring.

[0127] In this document, the term "heteroaryl" in Formula 2, containing an oxygen or sulfur atom, is intended to indicate that the heteroaryl contains at least one O or S atom, and that the O or S atom is a cyclic atom of the heteroaryl; including but not limited to oxazoles, thiazoles, oxadiazoles, oxtriazoles, dioxazoles, thiadiazoles, benzoxazoles, benzoisoxazoles, benzothiazides, phenoxazines, benzofuranopyridines, furanopyridines, benzothienopyridines, and thienoopyridines. Obviously, carbazoles, indolecarbazoles, quinolines, and isoquinolines are not within the scope of the heteroaryl groups containing oxygen or sulfur atoms.

[0128] In this document, the second compound is a monoamine compound, which is intended to indicate that the second compound has only one amino group structure, as shown in Formula 2.

[0129] In this embodiment, adjacent substituents R, R', R”, and R”’ in Formula 1 can optionally be connected to form a ring. This is intended to indicate that, in Formula 1, any one or more of adjacent substituent groups, such as adjacent substituents R” and R'”, adjacent substituents R and R”, adjacent substituents R and R'”, adjacent substituents R and R'”, and two adjacent substituents R, can be connected to form a ring. Obviously, these adjacent substituent groups may also not be connected to form a ring.

[0130] In this document, the adjacent substituents R1, R2, and R3 in Equation 2 can optionally connect to form a ring, intended to indicate that, in the structure represented by Equation 3, any one or more of adjacent substituent groups, such as adjacent substituents R1 and R2, adjacent substituents R1 and R3, adjacent substituents R2 and R3, or two adjacent substituents R3, can connect to form a ring. Obviously, these adjacent substituent groups may also not connect to form a ring.

[0131] According to one embodiment of the present invention, in Formula 1, X and Y are selected from CR''R"' or NR' each time they appear, either the same or different, wherein R', R" and R"' are groups having at least one electron-withdrawing group.

[0132] According to one embodiment of the present invention, wherein, in Formula 1, R, R', R” and R”' are groups having at least one electron-withdrawing group.

[0133] According to one embodiment of the present invention, in Formula 1, X and Y are selected from O, S or Se, and at least one of R is a group having at least one electron-withdrawing group each time they appear.

[0134] According to one embodiment of the present invention, in Formula 1, each R is a group having at least one electron-withdrawing group.

[0135] According to one embodiment of the present invention, the Hammett constant of the electron-withdrawing group is ≥0.05, preferably ≥0.3, and more preferably ≥0.5.

[0136] The electron-withdrawing group of the present invention has a Hammett substituent constant value ≥0.05, which has a strong electron-withdrawing ability and can significantly reduce the LUMO energy level of the compound, thereby improving the charge mobility.

[0137] It should be noted that the Hammett substituent constant value includes the Hammett substituent para constant and / or meta constant. As long as either the para constant or the meta constant is greater than or equal to 0.05, it can be used as the preferred select group of the present invention.

[0138] According to one embodiment of the invention, 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, phosphoxy, azirrocycloyl, and any of the following groups substituted by one or more of halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphoxy, azirrocycloyl, having Alkyl groups having 1-20 carbon atoms, cycloalkyl groups having 3-20 cyclic carbon atoms, heteroalkyl groups having 1-20 carbon atoms, aralkyl groups having 7-30 carbon atoms, alkoxy groups having 1-20 carbon atoms, aryloxy groups having 6-30 carbon atoms, alkenyl groups having 2-20 carbon atoms, alkynyl groups having 2-20 carbon atoms, aryl groups having 6-30 carbon atoms, heteroaryl groups having 3-30 carbon atoms, alksilyl groups having 3-20 carbon atoms, arylsilyl groups having 6-20 carbon atoms, and combinations thereof.

[0139] According to one embodiment of the present invention, 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.

[0140] According to one embodiment of the present invention, X and Y are selected from the group consisting of the following structures each time they appear, either identically or differently:

[0141] O, S, Se, , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , ,

[0142] R5, in each occurrence, is selected from the group consisting of the following groups, either identically or differently: hydrogen, deuterium, halogen, nitrosyl, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyanate, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phospho, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted... Or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aryloxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alksilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, and combinations thereof;

[0143] Preferably, R5 is selected from the group consisting of the following groups, either identically or differently each time it appears: F, CF3, OCF3, SF5, SO2CF3, cyano, isocyano, SCN, OCN, pentafluorophenyl, 4-cyanotetrafluorophenyl, tetrafluoropyridyl, pyrimidinyl, triazine, and combinations thereof.

[0144] V and W are selected from CR each time they appear, either the same or different. v R w NR v , O, S or Se;

[0145] Ar, in each occurrence, is the same or different selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, or substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms;

[0146] A, R a R b R c R d R e R f R g R h R v and R wEach time it appears, it is selected from the group consisting of the following groups, either identically or differently: hydrogen, deuterium, halogen, nitrosyl, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyanate, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphoyl, substituted or unsubstituted alkyl with 1-20 carbon atoms, substituted or unsubstituted cycloalkyl with 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl with 1-20 carbon atoms, substituted or unsubstituted aralkyl with 7-30 carbon atoms, substituted or Unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aryloxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alksilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, and combinations thereof;

[0147] 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 more of them appear, R 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.

[0148] In this embodiment, "*" indicates the position where X and Y are connected to the dehydrobenzodioxazole ring, dehydrobenzodithiazole ring, or dehydrobenzodiselenazole ring in Formula 1.

[0149] According to one embodiment of the present invention, X and Y are selected from the group consisting of the following structures each time they appear, either identically or differently:

[0150] O, S, Se, , , , , , , .

[0151] In this embodiment, "*" indicates the position in X and Y that is connected to the dehydrobenzodioxazole ring, dehydrobenzodithiazole ring, or dehydrobenzodiselenazole ring in Formula 1.

[0152] According to one embodiment of the invention, R, each time it appears, is selected from the group consisting of: hydrogen, deuterium, halogen, nitrosyl, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyanate, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphoxy, unsubstituted alkyl having 1-20 carbon atoms, unsubstituted cycloalkyl having 3-20 cyclic carbon atoms, unsubstituted alkoxy having 1-20 carbon atoms, unsubstituted alkenyl having 2-20 carbon atoms, and unsubstituted aryl having 6-30 carbon atoms. Unsubstituted heteroaryl groups having 3-30 carbon atoms, and any of the following groups substituted by one or more groups selected from halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, and phosphoxy: alkyl groups having 1-20 carbon atoms, cycloalkyl groups having 3-20 cyclic carbon atoms, alkoxy groups having 1-20 carbon atoms, alkenyl groups having 2-20 carbon atoms, aryl groups having 6-30 carbon atoms, heteroaryl groups having 3-30 carbon atoms, and combinations thereof.

[0153] According to one embodiment of the invention, R, each time it appears, 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 groups substituted with one or more of CN or CF3, and those substituted with CN or C One of the substituted ethynyl groups in F3, dimethylphosphoxy, diphenylphosphoxy, 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 more of F, CN or CF3, tetrafluoropyridyl, pyrimidinyl, triazine, diphenylborane, oxaboxanthracene, and combinations thereof.

[0154] According to an embodiment of the present invention, X and Y are .

[0155] According to one embodiment of the present invention, R is selected from the group consisting of the following structures each time it appears, either identically or differently:

[0156]

[0157]

[0158]

[0159]

[0160]

[0161]

[0162]

[0163]

[0164]

[0165]

[0166] .

[0167] In this embodiment, " "" indicates the position where the R group is connected to the dehydrobenzodioxazole ring, dehydrobenzodithiazole ring, or dehydrobenzodiselenazole ring in Formula 1.

[0168] According to one embodiment of the invention, in a first compound represented by Formula 1, the two Rs are identical.

[0169] According to one embodiment of the present invention, the first compound is selected from the group consisting of compounds 1 to 1356; said compounds 1 to 1356 have a structure represented by formula 1-1:

[0170]

[0171] Where the two Zs are identical, and Z, X, Y, and R correspond to atoms or groups selected from the table below:

[0172] .

[0173] According to one embodiment of the present invention, the second compound has a structure represented by any one of formulas 2-1 to 2-4:

[0174] , , , ,

[0175] Among them, X1 to X8 are selected from CR3 or N each time they appear, either the same or different;

[0176] L1 and L2, each time they appear, are selected from single bonds, substituted or unsubstituted aryl groups having 6-20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-20 carbon atoms, or combinations thereof.

[0177] Ar3 is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, or substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms;

[0178] R1 and R2, each time appearing, are selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, and substituted or unsubstituted groups having 6-30 carbon atoms. The aryloxy group, substituted or unsubstituted alkenyl group having 2-20 carbon atoms, substituted or unsubstituted alkynyl group having 2-20 carbon atoms, substituted or unsubstituted alkylsilyl group having 3-20 carbon atoms, substituted or unsubstituted arylsilyl group having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium group having 3-20 carbon atoms, substituted or unsubstituted arylgermanium group having 6-20 carbon atoms, acyl group, carbonyl group, carboxylic acid group, ester group, cyano group, isocyano group, hydroxyl group, mercapto group, sulfinyl group, sulfonyl group, phosphinyl group, and combinations thereof;

[0179] R3, each time appearing, is selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted... Or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms and containing oxygen or sulfur atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphin, and combinations thereof;

[0180] The adjacent substituents R1, R2, and R3 can optionally be linked to form a ring.

[0181] In this embodiment, adjacent substituents R1, R2, and R3 can optionally connect to form a ring, indicating that, in the same structure represented by Formula 3, any one or more of adjacent substituent groups, such as adjacent substituents R1 and R2, adjacent substituents R1 and R3, adjacent substituents R2 and R3, or two adjacent substituents R3, can connect to form a ring. Obviously, these adjacent substituent groups may also not connect to form a ring.

[0182] According to one embodiment of the present invention, the second compound has a structure represented by formula 2-1 or formula 2-2.

[0183] According to one embodiment of the present invention, wherein L1 and L2, each time they appear, are selected from single bonds, substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, substituted or unsubstituted terphenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted dibenzofuranylene, substituted or unsubstituted dibenzothiopheneylene, substituted or unsubstituted dibenzoselenopheneylene, substituted or unsubstituted phenanthylene, substituted or unsubstituted terphenylene, substituted or unsubstituted pyridylene, substituted or unsubstituted anthraceneylene, substituted or unsubstituted pyreneylene, or combinations thereof.

[0184] According to one embodiment of the present invention, L1 and L2 are selected from the group consisting of the following each time they occur:

[0185] , , , , , , , , , , , , .

[0186] In this embodiment, "*" indicates the position where L-1 to L-13 are bonded to nitrogen in Formula 2, and the dashed line indicates the position where L-1 to L-13 are connected to Ar1 or Ar2 in Formula 2.

[0187] According to one embodiment of the present invention, wherein L1 and / or L2 are selected from single bonds.

[0188] According to one embodiment of the present invention, wherein the Ar3 is selected from a substituted aryl group having 6-30 carbon atoms, or a substituted heteroaryl group having 3-30 carbon atoms, the aryl or heteroaryl group is substituted by one or more groups selected from the group consisting of: deuterium, halogen, unsubstituted alkyl group having 1-20 carbon atoms, unsubstituted cycloalkyl group having 3-20 cyclic carbon atoms, unsubstituted heteroalkyl group having 1-20 carbon atoms, unsubstituted heterocyclic group having 3-20 cyclic atoms, unsubstituted aralkyl group having 7-30 carbon atoms, unsubstituted alkoxy group having 1-20 carbon atoms, unsubstituted... Aryloxy groups having 6-30 carbon atoms, unsubstituted alkenyl groups having 2-20 carbon atoms, unsubstituted alkynyl groups having 2-20 carbon atoms, unsubstituted aryl groups having 6-30 carbon atoms, unsubstituted heteroaryl groups having 3-30 carbon atoms, unsubstituted alkylsilyl groups having 3-20 carbon atoms, unsubstituted arylsilyl groups having 6-20 carbon atoms, unsubstituted alkylgermanium groups having 3-20 carbon atoms, unsubstituted arylgermanium groups having 6-20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphin groups, and combinations thereof;

[0189] According to one embodiment of the present invention, wherein the Ar3 is selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted dialkylfluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiopheneyl, substituted or unsubstituted dibenzoselenopheneyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted triphenylene, substituted or unsubstituted pyridyl, substituted or unsubstituted anthrayl, substituted or unsubstituted pyrene, or combinations thereof.

[0190] According to one embodiment of the present invention, the Ar3 is selected from the group consisting of:

[0191] , , , , , , , , , , , , , , , , , , , , , , , , .

[0192] In this embodiment, the dashed line indicates the position where Ar3 is bonded to nitrogen in Formula 2.

[0193] According to one embodiment of the invention, R1 and R2, each time they appear, are selected from hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aryloxy groups having 6-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, or combinations thereof.

[0194] According to one embodiment of the present invention, R1 and R2 are selected from hydrogen, deuterium, fluorine, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, 2-methylbutyl, n-pentyl, sec-pentyl, neopentyl, cyclopentyl, n-hexyl, neohexyl, cyclohexyl, n-heptyl, or combinations thereof, each time they appear.

[0195] According to one embodiment of the invention, R3 is selected, in the same or different ways, from hydrogen, deuterium, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted aryl groups having 6-20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms and containing oxygen or sulfur atoms, and combinations thereof.

[0196] According to one embodiment of the present invention, when R3 is selected from a substituted alkyl group having 1-20 carbon atoms, a substituted aryl group having 6-20 carbon atoms, or a substituted heteroaryl group having 3-30 carbon atoms and containing an oxygen or sulfur atom, the alkyl, aryl, or heteroaryl group is substituted by one or more groups selected from the group consisting of: deuterium, halogen, unsubstituted alkyl group having 1-20 carbon atoms, unsubstituted cycloalkyl group having 3-20 cyclic carbon atoms, unsubstituted heteroalkyl group having 1-20 carbon atoms, unsubstituted heterocyclic group having 3-20 cyclic carbon atoms, unsubstituted aralkyl group having 7-30 carbon atoms, and unsubstituted aralkyl group having 1-20 carbon atoms... Alkoxy, unsubstituted aryloxy groups having 6-30 carbon atoms, unsubstituted alkenyl groups having 2-20 carbon atoms, unsubstituted alkynyl groups having 2-20 carbon atoms, unsubstituted aryl groups having 6-20 carbon atoms, unsubstituted heteroaryl groups having 3-30 carbon atoms containing oxygen or sulfur atoms, unsubstituted alkylsilyl groups having 3-20 carbon atoms, unsubstituted arylsilyl groups having 6-20 carbon atoms, unsubstituted alkylgermanium groups having 3-20 carbon atoms, unsubstituted arylgermanium groups having 6-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, mercapto, sulfinyl, sulfonyl, phosphin, and combinations thereof.

[0197] According to one embodiment of the present invention, R3 is selected from hydrogen, deuterium, fluorine, phenyl, biphenyl, naphthyl, dibenzofuranyl, dibenzothiophene, triphenylene, phenanthryl, anthraceneyl, pyrene, or combinations thereof each time it appears.

[0198] According to one embodiment of the present invention, the second compound is selected from the group consisting of compounds C-1 to C-116; the specific structures of compounds C-1 to C-116 are shown below:

[0199] , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , .

[0200] According to one embodiment of the present invention, the device further includes a second organic layer disposed between the first organic layer and the light-emitting layer, the second organic layer comprising at least a second compound.

[0201] According to one embodiment of the present invention, the first organic layer is in direct contact with the anode.

[0202] According to one embodiment of the present invention, the second organic layer is in direct contact with the light-emitting layer.

[0203] According to one embodiment of the present invention, the first organic layer is in direct contact with the second organic layer.

[0204] According to another embodiment of the present invention, an electronic component is also disclosed, which includes an organic electroluminescent device, wherein the specific structure of the organic electroluminescent device is as shown in any of the foregoing embodiments.

[0205] According to one embodiment of the present invention, the electronic component is a display component or a lighting component.

[0206] According to another embodiment of the present invention, a compound combination comprising a first compound and a second compound is also disclosed, wherein the first compound has a structure represented by Formula 1:

[0207]

[0208] In Equation 1, X and Y are selected from NR', CR''R”', O, S or Se each time they appear, either the same or different.

[0209] Z1 and Z2 are selected from O, S or Se each time they appear, either the same or different.

[0210] R, R', R”, and R”' are selected, each time appearing identically or differently, from the group consisting of: hydrogen, deuterium, halogen, nitrosyl, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyanate, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphoyl, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, and substituted or unsubstituted aromatic groups having 7-30 carbon atoms. Alkyl groups, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aryloxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alksilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, and combinations thereof;

[0211] At least one of R, R', R” and R”' is a group having at least one electron-withdrawing group;

[0212] In Formula 1, adjacent substituents R, R', R” and R”' can optionally be linked to form a ring;

[0213] The second compound is a monoamine compound and has the structure represented by Formula 2:

[0214]

[0215] In Formula 2, Ar3 is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, or substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms;

[0216] L1 and L2, each time they appear, are selected from single bonds, substituted or unsubstituted aryl groups having 6-20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-20 carbon atoms, or combinations thereof.

[0217] Ar1 and Ar2 each time they appear, they are selected in the same or different ways, as shown in formula 3:

[0218]

[0219] Among them, X1 to X8 are selected from C, CR3 or N each time they appear; one of X1 to X8 is selected from C and is connected to L1 or L2; when L1 or L2 is selected from a single bond, one of X1 to X8 is selected from C and is connected to N.

[0220] R1 and R2, each time appearing, are selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, and substituted or unsubstituted groups having 6-30 carbon atoms. The aryloxy group, substituted or unsubstituted alkenyl group having 2-20 carbon atoms, substituted or unsubstituted alkynyl group having 2-20 carbon atoms, substituted or unsubstituted alkylsilyl group having 3-20 carbon atoms, substituted or unsubstituted arylsilyl group having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium group having 3-20 carbon atoms, substituted or unsubstituted arylgermanium group having 6-20 carbon atoms, acyl group, carbonyl group, carboxylic acid group, ester group, cyano group, isocyano group, hydroxyl group, mercapto group, sulfinyl group, sulfonyl group, phosphinyl group, and combinations thereof;

[0221] R3, each time appearing, is selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted... Or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms and containing oxygen or sulfur atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphin, and combinations thereof;

[0222] In Formula 2, adjacent substituents R1, R2 and R3 can optionally be linked to form a ring.

[0223] Combination with other materials

[0224] The materials described in this invention for specific layers in organic light-emitting devices can be used in combination with a variety of other materials present in the device. These combinations of materials are described in detail in paragraphs 0132-0161 of U.S. Patent Application US2016 / 0359122A1, the entire contents of which are incorporated herein by reference. The materials described or mentioned herein 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.

[0225] Materials described herein for use in specific layers of organic light-emitting devices can be used in combination with a variety of other materials present in said devices. For example, the combinations of compounds disclosed herein can be used in combination with a variety of light-emitting dopants, substrates, transport layers, blocking layers, implantation layers, electrodes, and other possible layers. These combinations of materials are 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 herein 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.

[0226] The device of the present invention may include a charge injection and transport layer, such as a hole transport layer, an electron transport layer and an electron injection layer; it may also include a light-emitting layer, which includes at least one light-emitting dopant and at least one host compound, wherein the light-emitting dopant may be a fluorescent light-emitting dopant and / or a phosphorescent light-emitting dopant; and it may also include a hole blocking layer.

[0227] The first and second compounds used in this invention can be obtained by referring to the preparation methods in the prior art, and will not be described in detail here. The preparation method of the electroluminescent device is not limited; the preparation method in the following embodiments is merely an example and should not be construed as limiting. Those skilled in the art can reasonably improve the preparation methods of the following embodiments based on the prior art. For example, the proportions of various materials in each organic layer are not particularly limited, and those skilled in the art can reasonably select them within a certain range based on the prior art. In the embodiments of the device, the characteristics of the device are also tested using conventional equipment in the art (including but not limited to evaporation machines manufactured by Angstrom Engineering, optical testing systems and lifetime testing systems manufactured by Suzhou Fushida, ellipsometers manufactured by Beijing Liangtuo, etc.) using methods well known to those skilled in the art. Since those skilled in the art are familiar with the use of the above-mentioned equipment, testing methods, and other related content, and can obtain the inherent data of the sample definitively and unaffected, the above-mentioned related content will not be elaborated in this patent.

[0228] Device Examples

[0229] Example 1: Fabrication of fluorescent organic electroluminescent devices.

[0230] First, a 0.7 mm thick glass substrate with a pre-patterned 800 Å thick indium tin oxide (ITO) layer as the anode was used. 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 then placed in a support frame and transferred to the vacuum chamber. The organic layer specified below was applied at a vacuum degree of approximately 10... -6 Under Torr conditions, the anode layer was sequentially deposited via vacuum thermal evaporation at a rate of 0.01–10 Å / s: First, compounds C-2 and 70 were simultaneously deposited as a hole injection layer (HIL, 97:3, 100 Å), compound C-2 was deposited as a hole transport layer (HTL, 1250 Å), followed by the simultaneous deposition of compounds BH and BD as an emissive layer (EML, 98:2, 250 Å), compound HB as a hole blocking layer (HBL, 50 Å), and compounds ET and Liq were co-deposited as an electron transport layer (ETL, 40:60, 300 Å). A 10 Å thick layer of Liq was then deposited as an electron injection layer (EIL). Finally, metallic aluminum was deposited as the cathode (Cathode, 1200 Å). The device was then transferred back to the glove box and sealed with a glass cover to complete the device.

[0231] Example 2: The preparation method is the same as in Example 1, except that compound C-12 and compound 70 are vapor-deposited as hole injection layers (HIL, 97:3, 100 Å), and compound C-12 is vapor-deposited as hole transport layer (HTL, 1250 Å).

[0232] Comparative Example 1: The preparation method was the same as in Example 1, except that compound HT-1 and compound 70 were vapor-deposited as hole injection layers (HIL, 97:3, 100 Å), and compound HT-1 was vapor-deposited as a hole transport layer (HTL, 1250 Å).

[0233] Comparative Example 2: The preparation method was the same as in Example 1, except that compound HT-2 and compound 70 were vapor-deposited as hole injection layers (HIL, 97:3, 100 Å), and compound HT-2 was vapor-deposited as a hole transport layer (HTL, 1250 Å).

[0234] Comparative Example 3: The preparation method was the same as in Example 1, except that compound C-2 and compound PD-1 were vapor-deposited as hole injection layers (HIL, 97:3, 100 Å).

[0235] Comparative Example 4: The preparation method was the same as in Example 2, except that compound C-12 and compound PD-1 were vapor-deposited as hole injection layers (HIL, 97:3, 100 Å).

[0236] The detailed structure and thickness of the hole injection layer and hole transport layer of the device are shown in the table below. The layers use more than one material, obtained by doping different compounds in their stated weight ratios.

[0237] Table 1 lists some of the device structures of Examples 1-2 and Comparative Examples 1-4:

[0238] Table 1. Partial device structures of Examples 1-2 and Comparative Examples 1-4

[0239] serial number HIL HTL Example 1 C-2:70 (97:3)(100 Å) C-2 (1250 Å) Example 2 C-12:70 (97:3)(100 Å) C-12 (1250 Å) Comparative Example 1 HT-1:70 (97:3) (100 Å) HT-1 (1250 Å) Comparative Example 2 HT-2:70 (97:3)(100 Å) HT-2 (1250 Å) Comparative Example 3 C-2:PD-1 (97:3) (100 Å) C-2 (1250 Å) Comparative Example 4 C-12:PD-1 (97:3) (100 Å) C-12 (1250 Å)

[0240] The structure of the materials used in the device is shown below:

[0241] , , , , , , , , , , .

[0242] Table 2 shows the device performance of Examples 1-2 and Comparative Examples 1-4, where color coordinates (CIE), voltage (V), power efficiency (PE), and external quantum efficiency (EQE) are calculated at a current density of 10 mA / cm². 2 Measured under the given conditions.

[0243] Table 2 Device performance of Examples 1-2 and Comparative Examples 1-4

[0244] serial number CIEx CIEy V (V) PE (lm / W) EQE(%) Example 1 0.140 0.094 4.12 5.19 7.91 Example 2 0.139 0.095 4.27 3.90 6.08 Comparative Example 1 0.140 0.103 4.33 3.42 5.05 Comparative Example 2 0.138 0.099 4.31 3.63 5.63 Comparative Example 3 0.140 0.094 8.76 1.44 4.70 Comparative Example 4 0.139 0.095 10.69 0.66 2.59

[0245] Table 2 shows the test results of electroluminescent devices using different combinations of p-type conductive doped materials and hole transport materials. As can be seen from the color coordinates, the color coordinates of the shown examples are basically the same as those of the comparative examples.

[0246] Examples 1 and 2 are compared with Comparative Examples 1 and 2, respectively. The difference between the examples and the comparative examples lies in the matrix material in the HIL. It is worth noting that HT-1 and HT-2 are both commercially available matrix materials and are excellent hole transport materials. However, the device results show that the voltage of the examples is lower than that of the comparative examples, and the power efficiency and EQE are also significantly better than those of the comparative examples. This indicates that the matrix material and the p-type conductive doped material of the examples are more well matched, resulting in better hole injection.

[0247] Examples 1 and 2 are compared with Comparative Examples 3 and 4, respectively. The difference between the examples and the comparative examples lies in the different p-type conductive doped materials. The device results show that the voltage of the examples is only about 4.2 V, while the voltage of the comparative examples is as high as 8.76 V and 10.69 V. The examples have an overwhelming advantage over the comparative examples. In addition, the examples also have an absolute advantage in terms of power efficiency and EQE, which further proves that the hole injection material combination of the examples is more well matched.

[0248] In summary, the results show that the p-type conductive doped material and matrix material in Examples 1 and 2 are more compatible, have higher hole injection capability, and better device performance. This proves that when the combination of the first and second compounds selected in this invention is used as a hole injection layer material, it enables organic electroluminescent devices to have excellent performance and unique advantages of low voltage and high efficiency, indicating its broad prospects in commercial applications.

[0249] It should be understood that the various embodiments described herein are merely examples and are not intended to limit the scope of the invention. Therefore, as will be apparent to those skilled in the art, the claimed invention may include variations of the specific embodiments and preferred embodiments described herein. Many of the materials and structures described herein can be substituted with other materials and structures without departing from the spirit of the invention. It should be understood that various theories regarding why the invention works are not intended to be limiting.

Claims

1. An organic electroluminescent device, comprising: anode, cathode, A light-emitting layer disposed between an anode and a cathode, and a first organic layer disposed between the anode and the light-emitting layer, wherein the first organic layer comprises at least a first compound and a second compound; wherein the first compound has a structure represented by Formula 1: In Equation 1, X and Y are selected from NR', CR''R”', O, S or Se each time they appear, either the same or different. Z1 and Z2 are selected from O, S or Se each time they appear, either the same or different. R, R', R”, and R”' are selected, each time appearing identically or differently, from the group consisting of: hydrogen, deuterium, halogen, nitrosyl, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyanate, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphoyl, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, and substituted or unsubstituted aromatic groups having 7-30 carbon atoms. Alkyl groups, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aryloxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alksilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, and combinations thereof; At least one of R, R', R” and R”' is a group having at least one electron-withdrawing group; In Formula 1, adjacent substituents R, R', R” and R”' can optionally be linked to form a ring; The second compound is a monoamine compound and has the structure represented by Formula 2: In Formula 2, Ar3 is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, or substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms; L1 and L2, each time they appear, are selected from single bonds, substituted or unsubstituted aryl groups having 6-20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-20 carbon atoms, or combinations thereof. Ar1 and Ar2 each time they appear, they are selected in the same or different ways, as shown in formula 3: Among them, X1 to X8 are selected from C, CR3 or N each time they appear, either the same or different; one of X1 to X8 is selected from C and is connected to L1 or L2; R1 and R2, each time appearing, are selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, and substituted or unsubstituted groups having 6-30 carbon atoms. The aryloxy group, substituted or unsubstituted alkenyl group having 2-20 carbon atoms, substituted or unsubstituted alkynyl group having 2-20 carbon atoms, substituted or unsubstituted alkylsilyl group having 3-20 carbon atoms, substituted or unsubstituted arylsilyl group having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium group having 3-20 carbon atoms, substituted or unsubstituted arylgermanium group having 6-20 carbon atoms, acyl group, carbonyl group, carboxylic acid group, ester group, cyano group, isocyano group, hydroxyl group, mercapto group, sulfinyl group, sulfonyl group, phosphinyl group, and combinations thereof; R3, each time appearing, is selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted... Or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms and containing oxygen or sulfur atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphin, and combinations thereof; In Formula 2, adjacent substituents R1, R2, and R3 can be optionally linked to form a ring.

2. The organic electroluminescent device as described in claim 1, wherein, In Formula 1, X and Y are selected from CR''R"' or NR' each time they appear, either the same or different, where R', R" and R"' are groups having at least one electron-withdrawing group.

3. The organic electroluminescent device as described in claim 2, wherein, R, R', R” and R”' are groups having at least one electron-withdrawing group.

4. The organic electroluminescent device as described in claim 1, wherein, In Formula 1, X and Y are selected from O, S or Se 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 as described in claim 4, wherein, Each R is a group having at least one electron-withdrawing group.

6. The organic electroluminescent device according to any one of claims 1-5, wherein, The Hammett constant of the electron-withdrawing group is ≥0.

05.

7. The organic electroluminescent device according to any one of claims 1-5, wherein, The Hammett constant of the electron-withdrawing group is ≥0.

3.

8. The organic electroluminescent device according to any one of claims 1-5, wherein, The Hammett constant of the electron-withdrawing group is ≥0.

5.

9. The organic electroluminescent device according to any one of claims 1-5, wherein, 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, phosphoxy, azirane, and any of the following groups substituted by one or more of halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphoxy, azirane, having 1-20 carbon atoms. Alkyl groups, cycloalkyl groups having 3-20 carbon atoms, heteroalkyl groups having 1-20 carbon atoms, aralkyl groups having 7-30 carbon atoms, alkoxy groups having 1-20 carbon atoms, aryloxy groups having 6-30 carbon atoms, alkenyl groups having 2-20 carbon atoms, alkynyl groups having 2-20 carbon atoms, aryl groups having 6-30 carbon atoms, heteroaryl groups having 3-30 carbon atoms, alksilyl groups having 3-20 carbon atoms, arylsilyl groups having 6-20 carbon atoms, and combinations thereof.

10. The organic electroluminescent device according to any one of claims 1-5, wherein, 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 of claim 1, wherein X and Y, each time they appear, are selected from the group consisting of the following structures, either identically or differently: O, S, Se, , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , R5, each time appearing, is selected from the group consisting of the following groups, either identically or differently: hydrogen, deuterium, halogen, nitrosyl, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyanate, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phospho, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or Unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aryloxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alksilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, and combinations thereof; V and W are selected from CR each time they appear, either the same or different. v R w NR v , O, S or Se; Ar appears in the same or different forms each time, selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, or substituted or unsubstituted heteroaryl groups having 3-30 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 time it appears, it is selected from the group consisting of the following groups, either identically or differently: hydrogen, deuterium, halogen, nitrosyl, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyanate, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phospho, substituted or unsubstituted alkyl with 1-20 carbon atoms, substituted or unsubstituted cycloalkyl with 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl with 1-20 carbon atoms, substituted or unsubstituted aralkyl with 7-30 carbon atoms, substituted or unsubstituted... The substituted alkoxy group having 1-20 carbon atoms, the substituted or unsubstituted aryloxy group having 6-30 carbon atoms, the substituted or unsubstituted alkenyl group having 2-20 carbon atoms, the substituted or unsubstituted alkynyl group having 2-20 carbon atoms, the substituted or unsubstituted aryl group having 6-30 carbon atoms, the substituted or unsubstituted heteroaryl group having 3-30 carbon atoms, the substituted or unsubstituted alksilyl group having 3-20 carbon atoms, the substituted or unsubstituted arylsilyl group having 6-20 carbon atoms, and combinations thereof; A is a group having at least one electron-withdrawing group, and 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 more of them appear, R 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; "*" indicates the position in X and Y that is connected to the dehydrobenzodioxazole ring, dehydrobenzodithiazole ring, or dehydrobenzodiselenazole ring in Formula 1.

12. The organic electroluminescent device as claimed in claim 11, wherein, R5 is selected from the following groups, either identically or differently, each time it appears: F, CF3, OCF3, SF5, SO2CF3, cyano, isocyano, SCN, OCN, pentafluorophenyl, 4-cyanotetrafluorophenyl, tetrafluoropyridyl, pyrimidinyl, triazine, and combinations thereof.

13. The organic electroluminescent device as claimed in claim 11, wherein, A is a group having at least one electron-withdrawing group, and 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 more of them appear, R 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, said group having at least one electron-withdrawing group being selected from the group consisting of: F, CF3, OCF3, SF5, SO2CF3, cyano, isocyano, SCN, OCN, pentafluorophenyl, 4-cyanotetrafluorophenyl, tetrafluoropyridyl, pyrimidinyl, triazine, and combinations thereof.

14. The organic electroluminescent device as claimed in claim 1, wherein, Where X and Y are the same or different each time they appear, they are selected from the group consisting of the following structures: O, S, Se, , , , , , , 。 15. The organic electroluminescent device as claimed in claim 1, wherein, R, each time appearing, is selected from the group consisting of the following groups, either identically or differently: hydrogen, deuterium, halogen, nitrosyl, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyanate, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphoxy, unsubstituted alkyl with 1-20 carbon atoms, unsubstituted cycloalkyl with 3-20 cyclic carbon atoms, unsubstituted alkoxy with 1-20 carbon atoms, unsubstituted alkenyl with 2-20 carbon atoms, unsubstituted aryl with 6-30 carbon atoms, unsubstituted aryl with 3 carbon atoms, etc. A heteroaryl group having -30 carbon atoms, and any of the following groups substituted by one or more groups selected from halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, and phosphoxy: alkyl having 1-20 carbon atoms, cycloalkyl having 3-20 cyclic carbon atoms, alkoxy having 1-20 carbon atoms, alkenyl having 2-20 carbon atoms, aryl having 6-30 carbon atoms, heteroaryl having 3-30 carbon atoms, and combinations thereof.

16. The organic electroluminescent device as claimed in claim 1, wherein, R, each time appearing, is selected from the group consisting of the same or different groups of the following: 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 more of CN or CF3, ethynyl substituted with one of CN or CF3, dimethylphosphoxy, diphenylphosphoxy, F, CF3, OCF3, SF5, SO2CF3, cyano, isocyano, SCN, OCN, trifluoromethylphenyl, trifluoromethoxyphenyl, bis(trifluoromethyl)phenyl, bis(trifluoromethoxy)phenyl, 4-cyanotetrafluorophenyl, phenyl or biphenyl substituted with one or more of F, CN or CF3, tetrafluoropyridyl, pyrimidinyl, triazine, diphenylborane, oxaboxanthracene, and combinations thereof.

17. The organic electroluminescent device of claim 1, wherein X and Y are... .

18. The organic electroluminescent device of claim 14, wherein R, each time it appears, is selected from the group consisting of the following structures, either identically or differently: ; " "" indicates the position where the R group is connected to the dehydrobenzodioxazole ring, dehydrobenzodithiazole ring, or dehydrobenzodiselenazole ring in Formula 1.

19. The organic electroluminescent device as claimed in claim 1, wherein, In a first compound represented by Equation 1, the two Rs are identical.

20. The organic electroluminescent device of claim 18, wherein, The first compound is selected from the group consisting of compounds 1 to 1356; said compounds 1 to 1356 have a structure represented by formula 1-1: Where the two Zs are identical, and Z, X, Y, and R correspond to atoms or groups selected from the table below: 。 21. The organic electroluminescent device as claimed in claim 1, wherein, The second compound has a structure represented by any one of formulas 2-1 to 2-4: , , , , Among them, X1 to X8 are selected from CR3 or N each time they appear, either the same or different; L1 and L2, each time they appear, are selected from single bonds, substituted or unsubstituted aryl groups having 6-20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-20 carbon atoms, or combinations thereof. Ar3 is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, or substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms; R1 and R2, each time appearing, are selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, and substituted or unsubstituted groups having 6-30 carbon atoms. The aryloxy group, substituted or unsubstituted alkenyl group having 2-20 carbon atoms, substituted or unsubstituted alkynyl group having 2-20 carbon atoms, substituted or unsubstituted alkylsilyl group having 3-20 carbon atoms, substituted or unsubstituted arylsilyl group having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium group having 3-20 carbon atoms, substituted or unsubstituted arylgermanium group having 6-20 carbon atoms, acyl group, carbonyl group, carboxylic acid group, ester group, cyano group, isocyano group, hydroxyl group, mercapto group, sulfinyl group, sulfonyl group, phosphinyl group, and combinations thereof; R3, each time appearing, is selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted... Or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms and containing oxygen or sulfur atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphin, and combinations thereof; Adjacent substituents R1, R2, and R3 can optionally connect to form a ring.

22. The organic electroluminescent device as claimed in claim 21, wherein, The second compound has a structure represented by formula 2-1 or formula 2-2.

23. The organic electroluminescent device as claimed in claim 1 or 21, wherein, L1 and L2, each time appearing, are selected from the same or different groups of single bonds, substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, substituted or unsubstituted terphenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted dibenzofuranylene, substituted or unsubstituted dibenzothiopheneylene, substituted or unsubstituted dibenzoselenopheneylene, substituted or unsubstituted phenanthylene, substituted or unsubstituted terphenylene, substituted or unsubstituted pyridylene, substituted or unsubstituted anthraceneylene, substituted or unsubstituted pyreneylene, or combinations thereof.

24. The organic electroluminescent device as claimed in claim 1 or 21, wherein, L1 and / or L2 are selected from single bonds.

25. The organic electroluminescent device as claimed in claim 1 or 21, wherein, When Ar3 is selected from a substituted aryl group having 6-30 carbon atoms, or a substituted heteroaryl group having 3-30 carbon atoms, the aryl or heteroaryl group is substituted by one or more groups selected from the group consisting of: deuterium, halogen, unsubstituted alkyl group having 1-20 carbon atoms, unsubstituted cycloalkyl group having 3-20 cyclic carbon atoms, unsubstituted heteroalkyl group having 1-20 carbon atoms, unsubstituted heterocycloyl group having 3-20 cyclic carbon atoms, unsubstituted aralkyl group having 7-30 carbon atoms, unsubstituted alkoxy group having 1-20 carbon atoms, unsubstituted alkoxy group having 6-30 carbon atoms, etc. Atoms of aryloxy groups, unsubstituted alkenyl groups having 2-20 carbon atoms, unsubstituted alkynyl groups having 2-20 carbon atoms, unsubstituted aryl groups having 6-30 carbon atoms, unsubstituted heteroaryl groups having 3-30 carbon atoms, unsubstituted alkylsilyl groups having 3-20 carbon atoms, unsubstituted arylsilyl groups having 6-20 carbon atoms, unsubstituted alkylgermanium groups having 3-20 carbon atoms, unsubstituted arylgermanium groups having 6-20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphin groups, and combinations thereof.

26. The organic electroluminescent device as claimed in claim 1 or 21, wherein, Ar3 is selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted dialkylfluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted dibenzoselenophenyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted triphenylene, substituted or unsubstituted pyridyl, substituted or unsubstituted anthrayl, substituted or unsubstituted pyrene, or combinations thereof.

27. The organic electroluminescent device as claimed in claim 1 or 21, wherein, R1 and R2, each time appearing, are selected from hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aryloxy groups having 6-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, or combinations thereof.

28. The organic electroluminescent device as claimed in claim 1 or 21, wherein, R1 and R2, each time appearing, are selected from hydrogen, deuterium, fluorine, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, 2-methylbutyl, n-pentyl, sec-pentyl, neopentyl, cyclopentyl, n-hexyl, neohexyl, cyclohexyl, n-heptyl, or combinations thereof.

29. The organic electroluminescent device as claimed in claim 1 or 21, wherein, R3, each time appearing, is selected from hydrogen, deuterium, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted aryl groups having 6-20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms and containing oxygen or sulfur atoms, and combinations thereof.

30. The organic electroluminescent device as claimed in claim 1 or 21, wherein, When R3 is selected from a substituted alkyl group having 1-20 carbon atoms, a substituted aryl group having 6-20 carbon atoms, or a substituted heteroaryl group having 3-30 carbon atoms and containing an oxygen or sulfur atom, the alkyl, aryl, or heteroaryl group is substituted by one or more groups selected from the group consisting of: deuterium, halogen, unsubstituted alkyl group having 1-20 carbon atoms, unsubstituted cycloalkyl group having 3-20 cyclic carbon atoms, unsubstituted heteroalkyl group having 1-20 carbon atoms, unsubstituted heterocyclic group having 3-20 cyclic carbon atoms, unsubstituted aralkyl group having 7-30 carbon atoms, unsubstituted alkoxy group having 1-20 carbon atoms, and unsubstituted... The following groups are included: substituted aryloxy groups with 6-30 carbon atoms, unsubstituted alkenyl groups with 2-20 carbon atoms, unsubstituted alkynyl groups with 2-20 carbon atoms, unsubstituted aryl groups with 6-20 carbon atoms, unsubstituted heteroaryl groups with 3-30 carbon atoms containing oxygen or sulfur atoms, unsubstituted alkylsilyl groups with 3-20 carbon atoms, unsubstituted arylsilyl groups with 6-20 carbon atoms, unsubstituted alkylgermanium groups with 3-20 carbon atoms, unsubstituted arylgermanium groups with 6-20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphin groups, and combinations thereof.

31. The organic electroluminescent device as claimed in claim 1 or 21, wherein, R3 is selected from hydrogen, deuterium, fluorine, phenyl, biphenyl, naphthyl, dibenzofuranyl, dibenzothiophene, triphenylene, phenanthryl, anthracene, pyrene, or combinations thereof.

32. The organic electroluminescent device of claim 1, wherein the second compound is selected from the group consisting of: , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , , 。 33. The organic electroluminescent device of claim 1, wherein the device further comprises a second organic layer disposed between the first organic layer and the light-emitting layer, the second organic layer comprising at least the second compound.

34. The organic electroluminescent device of claim 1, wherein the first organic layer is in direct contact with the anode.

35. The organic electroluminescent device of claim 33, wherein the second organic layer is in direct contact with the light-emitting layer.

36. A compound assembly comprising a first compound and a second compound; the first compound having a structure represented by Formula 1: In Equation 1, X and Y are selected from NR', CR''R”', O, S or Se each time they appear, either the same or different. Z1 and Z2 are selected from O, S or Se each time they appear, either the same or different. R, R', R”, and R”' are selected, each time appearing identically or differently, from the group consisting of: hydrogen, deuterium, halogen, nitrosyl, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyanate, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphoyl, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, and substituted or unsubstituted aromatic groups having 7-30 carbon atoms. Alkyl groups, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aryloxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alksilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, and combinations thereof; At least one of R, R', R” and R”' is a group having at least one electron-withdrawing group; In Formula 1, adjacent substituents R, R', R” and R”' can optionally be linked to form a ring; The second compound is a monoamine compound and has the structure represented by Formula 2: In Formula 2, Ar3 is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, or substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms; L1 and L2, each time they appear, are selected from single bonds, substituted or unsubstituted aryl groups having 6-20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-20 carbon atoms, or combinations thereof. Ar1 and Ar2 each time they appear, they are selected in the same or different ways, as shown in formula 3: in, Each time X1 to X8 appears, they are selected from C, CR3, or N, either the same or different; one of X1 to X8 is selected from C and is connected to L1 or L2. R1 and R2, each time appearing, are selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, and substituted or unsubstituted groups having 6-30 carbon atoms. The aryloxy group, substituted or unsubstituted alkenyl group having 2-20 carbon atoms, substituted or unsubstituted alkynyl group having 2-20 carbon atoms, substituted or unsubstituted alkylsilyl group having 3-20 carbon atoms, substituted or unsubstituted arylsilyl group having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium group having 3-20 carbon atoms, substituted or unsubstituted arylgermanium group having 6-20 carbon atoms, acyl group, carbonyl group, carboxylic acid group, ester group, cyano group, isocyano group, hydroxyl group, mercapto group, sulfinyl group, sulfonyl group, phosphinyl group, and combinations thereof; R3, each time appearing, is selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted... Or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms and containing oxygen or sulfur atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphin, and combinations thereof; In Formula 2, adjacent substituents R1, R2 and R3 can optionally be linked to form a ring.

37. An electronic component comprising an organic electroluminescent device as claimed in any one of claims 1-35.

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