Organic light-emitting device

By using a first compound with a specific structure and a second organic layer of a P-type doped material with a LUMO energy level in the range of 4.5 eV to 5.4 eV in an organic electroluminescent device, the problem of insufficient performance of existing blue phosphorescent devices is solved, and higher external quantum efficiency and better device performance is achieved.

CN119730684APending Publication Date: 2025-03-28BEIJING SUMMER SPROUT TECH CO LTD
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Patent Information

Application Number
CN202311252617.8
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2023-09-26
Publication Date
2025-03-28

AI Technical Summary

Technical Problem

The performance of existing blue phosphorescence luminescent devices still needs to be improved, especially in terms of quantum efficiency and device life.

Method used

A novel organic electroluminescent device structure is adopted, which includes an anode, a cathode, and a first and a second organic layer disposed between the anode and the cathode. The first organic layer comprises a first compound having a specific structure, and the second organic layer comprises a P-type doped material with a LUMO energy level in the range of 4.5 eV to 5.4 eV.

Benefits of technology

Higher external quantum efficiency and better device performance are achieved, specifically manifested in significantly improving external quantum efficiency in blue phosphorescent devices.

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Abstract

Disclosed is an organic electroluminescent device. The organic electroluminescent device comprises an anode, a cathode, and a first organic layer and a second organic layer which are arranged between the anode and the cathode, the first organic layer contains a first compound having a structure represented by a formula 1, the second organic layer contains a second compound, the LUMO energy level value of the second compound is greater than or equal to 4.5 eV and less than or equal to 5.4 eV, and the LUMO energy level value of the second compound is greater than or equal to 4.5 eV and less than or equal to 5.4 eV. And has a structure represented by formula 2. The electroluminescent device provided by the invention shows excellent comprehensive device performance, such as higher external quantum efficiency. The invention further discloses a display assembly comprising the organic light-emitting device.
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Description

Technical Field

[0001] The present invention relates to an organic electronic device, such as an organic light-emitting electroluminescent device. More particularly, it relates to an organic electroluminescent device comprising an anode, a cathode, and a first organic layer and a second organic layer disposed between the anode and the cathode, wherein the first organic layer comprises a first compound having a structure represented by Formula 1, and the second organic layer comprises a second compound, wherein the LUMO energy level value of the second compound is greater than or equal to 4.5 eV and less than or equal to 5.4 eV, and the second compound has a structure represented by Formula 2, and a display component comprising the organic electroluminescent device. Background Art

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

[0003] In 1987, Tang and Van Slyke of Eastman Kodak reported a double-layer organic electroluminescent device, which included an arylamine hole transport layer and a tri-8-hydroxyquinoline-aluminum layer as an electron transport layer and a light-emitting layer (Applied Physics Letters, 1987, 51 (12): 913-915). Once a bias voltage is applied to the device, green light is emitted from the device. This invention laid the foundation for the development of modern organic light-emitting diodes (OLEDs). The most advanced OLEDs can include multiple layers, such as charge injection and transport layers, charge and exciton blocking layers, and one or more light-emitting layers between the cathode and the anode. Since OLEDs are self-luminous solid-state devices, they offer great potential for display and lighting applications. In addition, the inherent properties of organic materials, such as their flexibility, can make them very suitable for special applications, such as fabrication on flexible substrates.

[0004] OLEDs can be divided into three different types based on their light emission mechanism. The OLED invented by Tang and van Slyke is a fluorescent OLED. It uses only singlet light emission. The triplet 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 has hindered the commercialization of OLEDs. In 1997, Forrest and Thompson reported phosphorescent OLEDs, which used triplet light emission from heavy metals containing complexes as emitters. Therefore, 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 a small singlet-triplet gap, making it possible for excitons to return from triplet to singlet. 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 and polymer OLEDs based on the form of the material used. Small molecules are any organic or organometallic material that is not a polymer. Small molecules can have a large molecular weight as long as they have a precise structure. Dendrimers with well-defined structures are considered small molecules. Polymer OLEDs include conjugated polymers and non-conjugated polymers with pendant luminescent groups. Small molecule OLEDs can become polymer OLEDs if post-polymerization occurs during the manufacturing process.

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

[0007] The emission color of OLED can be achieved by the structural design of the luminescent material. OLED can include one luminescent layer or multiple luminescent layers to achieve the desired spectrum. Green, yellow and red OLEDs, phosphorescent materials have been successfully commercialized. Blue phosphorescent devices still have problems such as blue unsaturation, short device life and high operating voltage. Commercial full-color OLED displays usually adopt a hybrid strategy, using blue fluorescence and phosphorescent yellow, or red and green. At present, the efficiency of phosphorescent OLEDs decreases rapidly under high brightness conditions, which is still a problem. In addition, it is expected to have a more saturated emission spectrum, higher efficiency and longer device life.

[0008] The inventor of the present invention previously disclosed an electroluminescent device in CN115472756A, which comprises a first organic layer and a second organic layer, wherein the first organic layer comprises a light emitting diode having the formula 1 Or formula 2 The first compound of the structure, the second organic layer comprises a compound having a formula 3 The second compound of the structure, although it is disclosed in the specific structure However, it is used in the embodiment As a combination of a green light emitting material and a P-type dopant material with a deep LUMO energy level, there is no disclosure of a metal complex having an aromatic group substituted with an aromatic group at the N position of imidazole, and there is no disclosure or teaching that the metal complex having an aromatic group substituted with an aromatic group at the N position of imidazole can improve device performance when used in combination with a P-type dopant material with a specific shallow energy level range and a specific structure.

[0009] Currently, the performance of blue phosphorescent devices still needs to be improved, such as higher quantum efficiency. Summary of the invention

[0010] The present invention aims to provide a novel organic electroluminescent device to solve at least part of the above problems. The novel organic electroluminescent device comprises an anode, a cathode, and a first organic layer and a second organic layer arranged between the anode and the cathode, wherein the first organic layer comprises a first compound having a structure represented by Formula 1, and the second organic layer comprises a second compound, wherein the LUMO energy level value of the second compound is greater than or equal to 4.5 eV and less than or equal to 5.4 eV, and the second compound has a structure represented by Formula 2. The novel organic electroluminescent device has higher external quantum efficiency and better device performance.

[0011] According to one embodiment of the present invention, an organic electroluminescent device is disclosed, comprising:

[0012] anode,

[0013] cathode,

[0014] and a first organic layer and a second organic layer disposed between the anode and the cathode;

[0015] Wherein, the first organic layer comprises a first compound, and the first compound has a structure represented by Formula 1:

[0016]

[0017] In formula 1,

[0018] Ring A, Ring B, Ring E, Ring F, when they appear each time, are identically or differently selected from an unsaturated carbocyclic ring having 5 to 30 carbon atoms, an unsaturated heterocyclic ring having 3 to 30 carbon atoms, or a combination thereof;

[0019] Ring D is selected, identically or differently, at each occurrence, from an unsaturated heterocyclic ring having 1 to 30 carbon atoms;

[0020] The metal M is selected from metals with a relative atomic mass greater than 40;

[0021] L1, L2 each time appearing are identically or differently selected from a single bond, O, S, Se, (SiR'R') y , PR', NR',

[0022] (CR'R') y , a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof;

[0023] y is 1, 2, 3, 4, or 5;

[0024] K1-K4 are selected, at each occurrence, identically or differently, from a single bond, O or S;

[0025] Z1-Z3 are selected from C or N at each occurrence, identically or differently;

[0026] R a , R b , R d , R e , R f Each occurrence represents identically or differently monosubstituted, polysubstituted or unsubstituted;

[0027] R f1 Each occurrence is identical or different, indicating mono- or poly-substitution;

[0028] R f1 is selected, identically or differently on each occurrence, from substituted or unsubstituted aryl having 6 to 30 carbon atoms;

[0029] R a , R b , R d , R e , R f, R' is selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;

[0030] Adjacent substituent R a , R b , R d , R e , R f , R f1 , R' can be optionally linked to form a ring;

[0031] The second organic layer includes a second compound, the second compound is a P-type doping material, the LUMO energy level value of the second compound is greater than or equal to 4.5 eV and less than or equal to 5.4 eV; and the second compound has a structure represented by Formula 2:

[0032]

[0033] in,

[0034] n is an integer selected from 1 to 8;

[0035] Y is selected, identically or differently, at each occurrence from NR1, CR1R2, O, S or Se;

[0036] Ring G is selected from a conjugated monocyclic ring having 3-8 ring atoms, a conjugated polycyclic ring having 6-30 ring atoms or a conjugated condensed ring having 4-30 ring atoms. When G is a conjugated condensed ring, the number of heteroatoms in the conjugated ring atoms is not more than 3;

[0037] R3 represents mono-substitution, poly-substitution or unsubstitution;

[0038] R1, R2, R3 are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, hydroxyl, mercapto, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted cycloalkyl having 1 to 20 carbon atoms, Alkoxy groups having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy groups having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl groups having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilanyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, and combinations thereof;

[0039] At least one of R1, R2, and R3 is a group having at least one electron-withdrawing group;

[0040] Adjacent substituents R1, R2, R3 can be optionally linked to form a ring.

[0041] According to another embodiment of the present invention, a display assembly is also disclosed, which includes the organic electroluminescent device as described above.

[0042] The novel organic electroluminescent device disclosed in the present invention comprises an anode, a cathode, and a first organic layer and a second organic layer arranged between the anode and the cathode, wherein the first organic layer comprises a first compound having a structure represented by Formula 1, and the second organic layer comprises a second compound, wherein the LUMO energy level value of the second compound is greater than or equal to 4.5 eV and less than or equal to 5.4 eV, and the second compound has a structure represented by Formula 2. The novel organic electroluminescent device has higher external quantum efficiency and better device performance. BRIEF DESCRIPTION OF THE DRAWINGS

[0043] Figure 1 is a schematic diagram of an organic light-emitting device that may contain the organic electroluminescent device disclosed herein.

[0044] Figure 2 is a schematic diagram of another organic light-emitting device that may contain the organic electroluminescent device disclosed herein. DETAILED DESCRIPTION

[0045] OLEDs can be manufactured on a variety of substrates, such as glass, plastic, and metal. Figure 1 An organic light-emitting device 100 is shown schematically and non-limitingly. The figure is not necessarily drawn to scale, and some layer structures in the figure may be omitted as needed. The 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. The device 100 can be manufactured by depositing the described layers in sequence. The properties and functions of each layer and exemplary materials are described in more detail in columns 6-10 of U.S. Patent No. 7,279,704 B2, the entire contents of which are incorporated herein by reference.

[0046] There are more examples of each of these layers. For example, a flexible and transparent substrate-anode combination is disclosed in U.S. Patent No. 5,844,363, which is incorporated 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 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 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 by reference in its entirety. U.S. Patent Nos. 5,703,436 and 5,707,745, which are incorporated by reference in their entirety, disclose examples of cathodes including composite cathodes having a thin layer of metal such as Mg:Ag with an overlying 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 incorporated by reference in their entirety. Examples of injection layers are provided in U.S. Patent Application Publication No. 2004 / 0174116, which is incorporated by reference in its entirety. A description of protective layers can be found in U.S. Patent Application Publication No. 2004 / 0174116, which is incorporated by reference in its entirety.

[0047] The above layered structure is provided by way of non-limiting example. The functions of an OLED can be achieved by combining the various layers described above, or some layers can be omitted entirely. It can 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 can include several sublayers. For example, a light-emitting layer can have two layers of different light-emitting materials to achieve a desired light-emitting spectrum.

[0048] In one embodiment, an OLED may be described as having an "organic layer" disposed between a cathode and an anode. The organic layer may include one or more layers.

[0049] OLED also requires encapsulation layers, such as Figure 2 The organic light emitting device 200 is schematically and non-limitingly shown. Figure 1 The difference is that an encapsulation layer 102 may also be included on the cathode 190 to prevent harmful substances from the environment, such as moisture and oxygen. Any material that can provide an encapsulation function can be used as an 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 No. 7,968,146 B2, the entire contents of which are incorporated herein by reference.

[0050] Devices manufactured according to embodiments of the present invention can be incorporated into various consumer products having one or more electronic component modules (or units) of the device. Some examples of these consumer products include flat panel displays, monitors, medical monitors, televisions, billboards, lights for indoor or outdoor lighting and / or signaling, heads-up displays, fully or partially transparent displays, flexible displays, smart phones, tablet computers, tablet phones, wearable devices, smart watches, laptop computers, digital cameras, camcorders, viewfinders, micro displays, 3-D displays, vehicle displays, and taillights.

[0051] The materials and structures described herein may also be used in other organic electronic devices listed above.

[0052] As used herein, "top" means farthest from the substrate, while "bottom" means closest to the substrate. Where a first layer is described as being "disposed" "on" a second layer, the first layer is disposed farther from the substrate. Unless it is specified that the first layer is "in contact with" the second layer, other layers may be present between the first and second layers. For example, a cathode may be described as being "disposed" "on" an anode even though various organic layers are present between the cathode and the anode.

[0053] As used herein, "solution processable" means capable of being dissolved, dispersed or transported in and / or deposited from a liquid medium in the form of a solution or suspension.

[0054] A ligand may be referred to as "photoactive" when it is believed that the ligand directly contributes to the photoactive property of the emissive material. A ligand may be referred to as "ancillary" when it is believed that the ligand does not contribute to the photoactive property of the emissive material, but the ancillary ligand may alter the properties of the photoactive ligand.

[0055] It is believed that the internal quantum efficiency (IQE) of fluorescent OLEDs can exceed the 25% spin-statistical limit through delayed fluorescence. Delayed fluorescence can generally be divided into two types, namely P-type delayed fluorescence and E-type delayed fluorescence. P-type delayed fluorescence is generated by triplet-triplet annihilation (TTA).

[0056] On the other hand, E-type delayed fluorescence does not rely on the collision of two triplets, but on the conversion between triplet and singlet excited state. Compounds capable of producing E-type delayed fluorescence need to have a very small single-triplet gap for the conversion between energy states. Thermal energy can activate the transition from triplet back to singlet. This type of delayed fluorescence is also called thermally activated delayed fluorescence (TADF). The notable feature of TADF is that the delayed component increases with increasing temperature. If the reverse intersystem crossing (RISC) rate is fast enough to minimize the non-radiative decay by triplet, the fraction of backfilling singlet excited state may reach 75%. The total singlet fraction can be 100%, far exceeding the 25% of the spin statistics of the excitons generated by electricity.

[0057] The E-type delayed fluorescence feature can be seen in an exciplex system or a single compound. Without being bound by theory, it is believed that the E-type delayed fluorescence requires the luminescent material to have a small singlet-triplet energy gap (ΔE S-T ). Organic non-metal-containing donor-acceptor luminescent materials may be able to achieve this. The emission of these materials is usually characterized by donor-acceptor charge transfer (CT) type emission. The spatial separation of the HOMO and LUMO in these donor-acceptor type compounds usually produces a small ΔE S -T. These states may include CT states. Generally, donor-acceptor light-emitting materials are constructed by connecting an electron donor moiety (eg, an amino group or a carbazole derivative) to an electron acceptor moiety (eg, a six-membered aromatic ring containing N).

[0058] As used herein, the HOMO (highest occupied molecular orbital) energy level values ​​and LUMO (lowest unoccupied molecular orbital) energy level values ​​mentioned are calculated using Gaussian 09 software, B3LYP method, 6-311g (d) basis set. In this article, all "HOMO" and "LUMO" energy levels are expressed in absolute values ​​(positive values). The larger the value, the deeper the energy level. For example, the compound HATCN is calculated using this method. The LUMO level of is 4.81 eV.

[0059] Definition of Substituent Terms

[0060] Halogen or halide - as used herein includes fluorine, chlorine, bromine and iodine.

[0061] Alkyl - as used herein, includes straight chain and branched alkyl groups. The alkyl group may 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-pentadecyl, n-hexadecyl, n-heptadecyl, n-octadecyl, neopentyl, 1-methylpentyl, 2-methylpentyl, 1-pentylhexyl, 1-butylpentyl, 1-heptyloctyl, 3-methylpentyl. Among the above, methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, neopentyl and n-hexyl are preferred. In addition, the alkyl group may be optionally substituted.

[0062] Cycloalkyl - as used herein, includes cyclic alkyl. Cycloalkyl can be a cycloalkyl having 3 to 20 ring carbon atoms, preferably a cycloalkyl having 4 to 10 carbon atoms. Examples of cycloalkyl 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, 4,4-dimethylcyclohexyl are preferred. In addition, cycloalkyl can be optionally substituted.

[0063] Heteroalkyl - As used herein, a heteroalkyl group comprises one or more carbons in an alkyl chain substituted with a heteroatom selected from the group consisting of a nitrogen atom, an oxygen atom, a sulfur atom, a selenium atom, a phosphorus atom, a silicon atom, a germanium atom and a boron atom. The heteroalkyl group may be a heteroalkyl group having 1 to 20 carbon atoms, preferably a heteroalkyl group having 1 to 10 carbon atoms, and more preferably a heteroalkyl group having 1 to 6 carbon atoms. Examples of heteroalkyl 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. In addition, heteroalkyl may be optionally substituted.

[0064] Alkenyl - as used herein, encompasses straight chain, branched and cyclic olefin groups. Alkenyl can be an alkenyl containing 2 to 20 carbon atoms, preferably an alkenyl having 2 to 10 carbon atoms. Examples of alkenyl 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, cycloheptatrienyl, cyclooctenyl, cyclooctatetraenyl and norbornenyl. Additionally, alkenyl groups may be optionally substituted.

[0065] Alkynyl - as used herein, encompasses straight chain alkynyl. Alkynyl may be an alkynyl containing 2 to 20 carbon atoms, preferably an alkynyl having 2 to 10 carbon atoms. Examples of alkynyl include ethynyl, propynyl, propargyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, 2-pentynyl, 3,3-dimethyl-1-butynyl, 3-ethyl-3-methyl-1-pentynyl, 3,3-diisopropyl-1-pentynyl, phenylethynyl, phenylpropynyl, etc. Among the above, ethynyl, propynyl, propargyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, phenylethynyl, etc. are preferred. In addition, alkynyl may be optionally substituted.

[0066] Aryl or aromatic group - As used herein, both non-fused and fused systems are contemplated. The aryl group may 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, Perylene and azulene, preferably phenyl, biphenyl, terphenyl, triphenylene, fluorene and naphthalene. Examples of non-condensed aryl groups include phenyl, biphenyl-2-yl, biphenyl-3-yl, biphenyl-4-yl, p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, o-tolyl, m-tolyl, p-tolyl, p-(2-phenylpropyl)phenyl, 4'-methylbiphenyl, 4"-tert-butyl-p-terphenyl-4-yl, o-cumyl, m-cumyl, p-cumyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesityl and m-quadrenyl. In addition, the aryl group may be optionally substituted.

[0067] Heterocyclic or heterocyclic - as used herein, non-aromatic cyclic groups are contemplated. Non-aromatic heterocyclic groups include saturated heterocyclic groups having 3-20 ring atoms and unsaturated non-aromatic heterocyclic groups having 3-20 ring atoms, wherein at least one ring atom is selected from the group consisting of nitrogen atoms, oxygen atoms, sulfur atoms, selenium atoms, silicon atoms, phosphorus atoms, germanium atoms and boron atoms, and preferred non-aromatic heterocyclic groups are those having 3 to 7 ring atoms, including at least one heteroatom such as nitrogen, oxygen, silicon or sulfur. Examples of non-aromatic heterocyclic groups include oxirane, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, dioxopentanyl, dioxanyl, aziridinyl, dihydropyrrolyl, tetrahydropyrrolyl, piperidinyl, oxazolidinyl, morpholinyl, piperazinyl, oxepinyl, thiepinyl, azepine and tetrahydrothioxolyl. Additionally, the heterocyclyl group may be optionally substituted.

[0068] Heteroaryl - As used herein, non-fused and fused heteroaromatic groups may contain 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 atoms. Heteroaryl also refers to heteroaryl. The heteroaryl may 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, indole, carbazole, pyridine, indole, pyrrolopyridine, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazine, oxathiazine, oxadiazine, indole, benzimidazole, indazole, indenozine, benzoxazole, benzisoxazole, benzothiazole, quinoline, isoquinoline, In some embodiments, the heteroaryl group is substituted with 1,2-azaborine, 1,3-azaborine, 1,4-azaborine, borazole and its aza analogs. In some embodiments, the heteroaryl group is substituted with 1,2-azaborine, 1,3-azaborine, 1,4-azaborine, borazole and its aza analogs. In some embodiments, the heteroaryl group is substituted with 1,2-azaborine, 1,3-azaborine, 1,4-azaborine, borazole and its aza analogs. In addition, the heteroaryl group may be optionally substituted.

[0069] Alkoxy-as used herein, represented by -O-alkyl, -O-cycloalkyl, -O-heteroalkyl or -O-heterocyclyl. Examples and preferred examples of alkyl, cycloalkyl, heteroalkyl and heterocyclyl are the same as described above. Alkoxy can be an alkoxy having 1 to 20 carbon atoms, preferably an alkoxy having 1 to 6 carbon atoms. Examples of alkoxy include methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, tetrahydrofuranyloxy, tetrahydropyranyloxy, methoxypropyloxy, ethoxyethyloxy, methoxymethyloxy and ethoxymethyloxy. In addition, alkoxy can be optionally substituted.

[0070] Aryloxy - as used herein, represented by -O-aryl or -O-heteroaryl. Examples and preferred examples of aryl and heteroaryl are the same as above. Aryloxy can be an aryloxy having 6 to 30 carbon atoms, preferably an aryloxy having 6 to 20 carbon atoms. Examples of aryloxy include phenoxy and biphenyloxy. In addition, aryloxy can be optionally substituted.

[0071] Aralkyl - as used herein, encompasses aryl-substituted alkyl groups. Aralkyl groups may be aralkyl groups having 7 to 30 carbon atoms, preferably aralkyl groups having 7 to 20 carbon atoms, and more preferably aralkyl groups having 7 to 13 carbon atoms. Examples of aralkyl groups include benzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, 2-phenylisopropyl, phenyl tert-butyl, α-naphthylmethyl, 1-α-naphthyl-ethyl, 2-α-naphthylethyl, 1-α-naphthylisopropyl, 2-α-naphthylisopropyl, β-naphthylmethyl, 1-β-naphthyl-ethyl, 2-β-naphthyl-ethyl, 1-β-naphthylisopropyl, 2-β-naphthylisopropyl, p-methylbenzyl, m-methylbenzyl, substituted alkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl,

[0072] Alkylsilyl - As used herein, alkyl substituted silicon groups are contemplated. The alkylsilyl group may be an alkylsilyl group having 3-20 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, tri-tert-butylsilyl, triisobutylsilyl, dimethyltert-butylsilyl, methyldi-tert-butylsilyl. In addition, the alkylsilyl group may be optionally substituted.

[0073] Arylsilyl - as used herein, encompasses at least one aryl-substituted silicon group. The arylsilyl group may be an arylsilyl group having 6 to 30 carbon atoms, preferably an arylsilyl group having 8 to 20 carbon atoms. Examples of arylsilyl groups include triphenylsilyl, phenyldiphenylsilyl, diphenylbiphenylsilyl, phenyldiethylsilyl, diphenylethylsilyl, phenyldimethylsilyl, diphenylmethylsilyl, phenyldiisopropylsilyl, diphenylisopropylsilyl, diphenylbutylsilyl, diphenylisobutylsilyl, diphenyltert-butylsilyl. In addition, the arylsilyl group may be optionally substituted.

[0074] Alkylgermanyl - As used herein, alkyl substituted germanyl is contemplated. The alkylgermanyl may be an alkylgermanyl having 3-20 carbon atoms, preferably an alkylgermanyl having 3 to 10 carbon atoms. Examples of alkylgermanyl include trimethylgermanyl, triethylgermanyl, methyldiethylgermanyl, ethyldimethylgermanyl, tripropylgermanyl, tributylgermanyl, triisopropylgermanyl, methyldiisopropylgermanyl, dimethylisopropylgermanyl, tri-tert-butylgermanyl, triisobutylgermanyl, dimethyltert-butylgermanyl, methyldi-tert-butylgermanyl. In addition, the alkylgermanyl may be optionally substituted.

[0075] Arylgermanyl - as used herein, encompasses germanyl substituted with at least one aryl or heteroaryl group. The arylgermanyl may be an arylgermanyl having 6 to 30 carbon atoms, preferably an arylgermanyl having 8 to 20 carbon atoms. Examples of arylgermanyl include triphenylgermanyl, phenyldibiphenylgermanyl, diphenylbiphenylgermanyl, phenyldiethylgermanyl, diphenylethylgermanyl, phenyldimethylgermanyl, diphenylmethylgermanyl, phenyldiisopropylgermanyl, diphenylisopropylgermanyl, diphenylbutylgermanyl, diphenylisobutylgermanyl, diphenyltert-butylgermanyl. In addition, the arylgermanyl may be optionally substituted.

[0076] The term "aza" in azadibenzofuran, azadibenzothiophene, etc. means that one or more CH groups in the corresponding aromatic fragment are replaced by a nitrogen atom. For example, azatriphenylene includes dibenzo[f,h]quinoxaline, dibenzo[f,h]quinoline and other analogs having two or more nitrogens in the ring system. Other nitrogen analogs of the above-mentioned aza derivatives can be easily thought of by those of ordinary skill in the art, and all such analogs are determined to be included in the terms described herein.

[0077] In the present disclosure, unless otherwise defined, when any one of the terms in the group consisting of substituted alkyl, substituted cycloalkyl, substituted heteroalkyl, substituted heterocyclyl, substituted aralkyl, substituted alkoxy, substituted aryloxy, substituted alkenyl, substituted alkynyl, substituted aryl, substituted heteroaryl, substituted alkylsilyl, substituted arylsilyl, substituted alkylgermanyl, substituted arylgermanyl, substituted amino, substituted acyl, substituted carbonyl, substituted carboxylic acid, Substituted ester groups, substituted sulfinyl groups, substituted sulfonyl groups, substituted phosphino groups refer to any one of alkyl groups, cycloalkyl groups, heteroalkyl groups, heterocyclic groups, aralkyl groups, alkoxy groups, aryloxy groups, alkenyl groups, alkynyl groups, aryl groups, heteroaryl groups, alkylsilyl groups, arylsilyl groups, alkylgermanyl groups, arylgermanyl groups, amino groups, acyl groups, carbonyl groups, carboxyl groups, ester groups, sulfinyl groups, sulfonyl groups and phosphino groups, which may be substituted by one or more of deuterium, halogen groups, unsubstituted alkyl groups having 1 to 20 carbon atoms, unsubstituted alkyl groups having 1 to 20 carbon atoms, Cycloalkyl having 3-20 ring carbon atoms, unsubstituted heteroalkyl having 1-20 carbon atoms, unsubstituted heterocyclyl having 3-20 ring atoms, unsubstituted aralkyl having 7-30 carbon atoms, unsubstituted alkoxy having 1-20 carbon atoms, unsubstituted aryloxy having 6-30 carbon atoms, unsubstituted alkenyl having 2-20 carbon atoms, unsubstituted alkynyl having 2-20 carbon atoms, unsubstituted aryl having 6-30 carbon atoms , unsubstituted heteroaryl having 3 to 30 carbon atoms, unsubstituted alkylsilyl having 3 to 20 carbon atoms, unsubstituted arylsilyl having 6 to 20 carbon atoms, unsubstituted alkylgermanyl having 3 to 20 carbon atoms, unsubstituted arylgermanyl having 6 to 20 carbon atoms, unsubstituted amino having 0 to 20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino and combinations thereof.

[0078] It should be understood that when describing a molecular fragment as a substituent or otherwise attached to another moiety, its name can be written according to whether it is a fragment (e.g., phenyl, phenylene, naphthyl, dibenzofuranyl) or according to whether it is a whole molecule (e.g., benzene, naphthalene, dibenzofuran). As used herein, these different ways of specifying a substituent or attaching a fragment are considered equivalent.

[0079] In the compounds mentioned in this disclosure, hydrogen atoms may be partially or completely replaced by deuterium. Other atoms such as carbon and nitrogen may also be replaced by their other stable isotopes. The replacement of other stable isotopes in the compounds may be preferred because it enhances the efficiency and stability of the device.

[0080] In the compounds mentioned in the present disclosure, polysubstitution refers to the range including disubstitution up to the maximum number of available substitutions. When a substituent in the compounds mentioned in the present disclosure represents polysubstitution (including disubstitution, trisubstitution, tetrasubstitution, etc.), it means that the substituent can exist in multiple available substitution positions on its connection structure, and the substituent existing in multiple available substitution positions can be the same structure or different structures.

[0081] In the compounds mentioned in the present disclosure, unless clearly defined, for example, adjacent substituents can be optionally connected to form a ring, otherwise adjacent substituents in the compound cannot be connected to form a ring. In the compounds mentioned in the present disclosure, adjacent substituents can be optionally connected to form a ring, including both the situation where adjacent substituents can be connected to form a ring and the situation where adjacent substituents are not connected to form a ring. When adjacent substituents can be optionally connected to form a ring, the formed ring can be a monocyclic or polycyclic ring (including spirocyclic, bridged ring, condensed ring, etc.), as well as an alicyclic, heteroalicyclic, aromatic or heteroaromatic ring. In this statement, adjacent substituents can refer to substituents bonded to the same atom, substituents bonded to carbon atoms directly bonded to each other, or substituents bonded to carbon atoms further away. Preferably, adjacent substituents refer to substituents bonded to the same carbon atom and substituents bonded to carbon atoms directly bonded to each other.

[0082] The expression that adjacent substituents can be optionally linked to form a ring is also intended to be taken to mean that two substituents bonded to the same carbon atom are linked to each other by a chemical bond to form a ring, which can be exemplified by the following formula:

[0083]

[0084] The expression that adjacent substituents can be optionally linked to form a ring is also intended to be taken to mean that two substituents bonded to carbon atoms directly bonded to each other are linked to each other by a chemical bond to form a ring, which can be exemplified by the following formula:

[0085]

[0086] The expression that adjacent substituents can be optionally linked to form a ring is also intended to be taken to mean that two substituents bonded to a further distant carbon atom are linked to each other by a chemical bond to form a ring, which can be exemplified by the following formula:

[0087]

[0088] Furthermore, the statement that adjacent substituents can optionally be linked to form a ring is also intended to be taken to mean that, in the case where one of the two adjacent substituents represents hydrogen, the second substituent is bonded at the position to which the hydrogen atom is bonded, thereby forming a ring. This is exemplified by the following formula:

[0089]

[0090] According to one embodiment of the present invention, an organic electroluminescent device is disclosed, comprising:

[0091] anode,

[0092] cathode,

[0093] and a first organic layer and a second organic layer disposed between the anode and the cathode;

[0094] Wherein, the first organic layer comprises a first compound, and the first compound has a structure represented by Formula 1:

[0095]

[0096] In formula 1,

[0097] Ring A, Ring B, Ring E, Ring F, when they appear each time, are identically or differently selected from an unsaturated carbocyclic ring having 5 to 30 carbon atoms, an unsaturated heterocyclic ring having 3 to 30 carbon atoms, or a combination thereof;

[0098] Ring D is selected, identically or differently, at each occurrence, from an unsaturated heterocyclic ring having 1 to 30 carbon atoms;

[0099] The metal M is selected from metals with a relative atomic mass greater than 40;

[0100] L1, L2 each time appearing are identically or differently selected from a single bond, O, S, Se, (SiR'R') y , PR', NR',

[0101] (CR'R') y , a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof;

[0102] y is 1, 2, 3, 4, or 5;

[0103] K1-K4 are selected, at each occurrence, identically or differently, from a single bond, O or S;

[0104] Z1-Z3 are selected from C or N at each occurrence, identically or differently;

[0105] R a , Rb , R d , R e , R f Each occurrence represents identically or differently monosubstituted, polysubstituted or unsubstituted;

[0106] R f1 Each occurrence is identical or different, indicating mono- or poly-substitution;

[0107] R f1 is selected, identically or differently on each occurrence, from substituted or unsubstituted aryl having 6 to 30 carbon atoms;

[0108] R a , R b , R d , R e , R f , R' is selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;

[0109] Adjacent substituent R a , R b , R d , R e , R f , R f1 , R' can be optionally linked to form a ring;

[0110] The second organic layer includes a second compound, the second compound is a P-type doping material, the LUMO energy level value of the second compound is greater than or equal to 4.5 eV and less than or equal to 5.4 eV; and the second compound has a structure represented by Formula 2:

[0111]

[0112] in,

[0113] n is an integer selected from 1 to 8;

[0114] Y is selected, identically or differently, at each occurrence from NR1, CR1R2, O, S or Se;

[0115] Ring G is selected from a conjugated monocyclic ring having 3-8 ring atoms, a conjugated polycyclic ring having 6-30 ring atoms or a conjugated condensed ring having 4-30 ring atoms. When G is a conjugated condensed ring, the number of heteroatoms in the conjugated ring atoms is not more than 3;

[0116] R3 represents mono-substitution, poly-substitution or unsubstitution;

[0117] R1, R2, R3 are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, hydroxyl, mercapto, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted cycloalkyl having 1 to 20 carbon atoms, Alkoxy groups having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy groups having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl groups having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilanyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, and combinations thereof;

[0118] At least one of R1, R2, and R3 is a group having at least one electron-withdrawing group;

[0119] Adjacent substituents R1, R2, R3 can be optionally linked to form a ring.

[0120] Herein, the “unsaturated carbocycle having 5 to 30 carbon atoms” includes aromatic unsaturated carbocycles and non-aromatic unsaturated carbocycles having 5 to 30 carbon atoms; and the “unsaturated heterocycle having 3 to 30 carbon atoms” includes aromatic unsaturated heterocycles and non-aromatic unsaturated heterocycles having 3 to 30 carbon atoms.

[0121] In this document, the conjugation in "ring G each time appears represents a conjugated monocyclic ring having 3-8 ring atoms, a conjugated polycyclic ring having 6-30 ring atoms, or a conjugated fused ring having 4-30 ring atoms" refers to the conjugation of ring G with the double bond connecting Y, such as represents a conjugated monocyclic ring; represents a conjugated polycyclic ring; It is a conjugated fused ring; Indicates the connection position to the double bond in Formula 2.

[0122] In this context, adjacent substituents R a , R b , R d , R e , R f , R f1 , R' can be optionally linked to form a ring, which is intended to represent adjacent groups of substituents, for example, adjacent substituents R a Between adjacent substituents R b Between adjacent substituents R d Between adjacent substituents R e Between adjacent substituents R f Between adjacent substituents R f1 Between adjacent substituents R', between adjacent substituents R a and R b Between adjacent substituents R a and R f Between adjacent substituents R a and R f1 Between adjacent substituents R b and R e Between adjacent substituents R e and R d Between adjacent substituents R d and R f Between adjacent substituents R d and R f1 Between adjacent substituents R' and R b Between adjacent substituents R' and R a Between adjacent substituents R' and R e Any one or more of these adjacent substituent groups can be connected to form a ring. Obviously, these adjacent substituent groups can also not be connected to form a ring.

[0123] In this article, adjacent substituents R1, R2, R3 can be optionally connected to form a ring, which is intended to mean that adjacent substituent groups, for example, between adjacent substituents R3, between adjacent substituents R1 and R2, between adjacent substituents R1 and R3, between adjacent substituents R1 and R2, any one or more of these adjacent substituent groups can be connected to form a ring. Obviously, these adjacent substituent groups can also not be connected to form a ring.

[0124] According to one embodiment of the present invention, when G is selected from a conjugated fused ring, the number of heteroatoms in the conjugated ring atoms is no more than 3, wherein the heteroatoms are selected from one or more of nitrogen atoms, oxygen atoms, sulfur atoms, selenium atoms, silicon atoms, phosphorus atoms, germanium atoms and boron atoms.

[0125] According to one embodiment of the present invention, each occurrence of Ring A, Ring B, Ring E, Ring F is identical or different and is selected from a five-membered unsaturated carbocyclic ring, an aromatic ring having 6-30 carbon atoms, a heteroaromatic ring having 3-30 carbon atoms, or a combination thereof; each occurrence of Ring D is identical or different and is selected from an unsaturated heterocyclic ring having 1-18 carbon atoms.

[0126] According to one embodiment of the present invention, each time the ring A, ring B, ring E, and ring F appear, they are the same or different selected from a five-membered unsaturated carbocyclic ring, an aromatic ring with 6-18 carbon atoms, a heteroaromatic ring with 3-18 carbon atoms, or a combination thereof; each time the ring D appears, they are the same or different selected from an unsaturated heterocyclic ring with 3-18 carbon atoms.

[0127] According to one embodiment of the present invention, the ring A, ring B, ring E, and ring F are selected from benzene ring, pyridine ring, indene ring, fluorene ring, indole ring, carbazole ring, benzofuran ring, dibenzofuran ring, benzosilole ring, dibenzosilole ring, benzothiophene ring, dibenzothiophene ring, dibenzoselenophene ring, cyclopentadiene ring, furan ring, thiophene ring, silole ring, imidazole ring, or a combination thereof each time they appear; and the ring D is selected from imidazole carbene ring or benzimidazole carbene ring each time they appear.

[0128] According to one embodiment of the present invention, wherein said L1 is selected from a single bond, O, S, (SiR'R') y , NR', or a combination thereof; said y is 1 or 2.

[0129] According to one embodiment of the present invention, wherein said L1 is selected from a single bond, O or S.

[0130] According to one embodiment of the present invention, wherein said L1 is selected from a single bond.

[0131] According to one embodiment of the present invention, wherein Z1 is selected from N, and Z2 and Z3 are selected from C.

[0132] According to one embodiment of the present invention, the M is selected from Cu, Ag, Au, Ru, Rh, Pd, Os, Ir or Pt.

[0133] According to one embodiment of the present invention, the M is selected from Pt or Pd.

[0134] According to one embodiment of the present invention, wherein the M is selected from Pt.

[0135] According to one embodiment of the present invention, wherein said K1-K4 is selected from a single bond.

[0136] According to one embodiment of the present invention, the first compound has a structure represented by one of Formula 1-1 to Formula 1-15:

[0137]

[0138]

[0139]

[0140] In Formula 1-1 to Formula 1-15,

[0141] L2 is selected, at each occurrence, identically or differently, from a single bond, O, S, Se, (SiR'R') y , PR', NR', (CR'R') y , a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof;

[0142] y is selected, identically or differently, from 1, 2, 3, 4 or 5 at each occurrence;

[0143] X1-X 25 Each occurrence is the same or different selection from CR x1 , CR x or N, and at least one of X1-X5 is selected from CR x1 , the R x1 is selected, at each occurrence, identically or differently, from the group consisting of: substituted or unsubstituted aryl having 6 to 30 carbon atoms;

[0144] R', R x , R NThe group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;

[0145] The adjacent substituents R', R x , R x1 , R N Can optionally be linked to form a ring.

[0146] In this context, adjacent substituents R', R x , R x1 , R N can be optionally connected to form a ring, which is intended to indicate that adjacent groups of substituents, for example, between adjacent substituents R', adjacent substituents R x Between adjacent substituents R x1 Between adjacent substituents R' and R x Between adjacent substituents R x and R x1 Between adjacent substituents R x and R N Any one or more of these adjacent substituent groups can be connected to form a ring. Obviously, these adjacent substituent groups can also not be connected to form a ring.

[0147] According to one embodiment of the present invention, the first compound has a structure represented by Formula 1-1 or Formula 1-2.

[0148] According to one embodiment of the present invention, the first compound has a structure represented by Formula 1-1.

[0149] According to one embodiment of the present invention, in Formula 1-1 to Formula 1-15, the X1-X 25 Each occurrence is the same or different selection from CR x1 or CR x , and at least one of X1-X5 is selected from CR x1 .

[0150] According to one embodiment of the present invention, in Formula 1-1 to Formula 1-15, X1 is selected from CR x1 ;

[0151] The R x1 Each occurrence is identically or differently selected from the group consisting of: substituted or unsubstituted aryl having 6 to 30 carbon atoms.

[0152] According to one embodiment of the present invention, in Formula 1-1 to Formula 1-15, X1 and X5 are each independently selected from CR x1 ;

[0153] The R x1 and is selected, identically or differently on each occurrence, from substituted or unsubstituted aryl having 6 to 18 carbon atoms.

[0154] According to one embodiment of the present invention, in Formula 1-1 to Formula 1-15, X1 and X5 are selected from CR x1 ;

[0155] The R x1 Each occurrence is identically or differently selected from the group consisting of substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted indenyl, substituted or unsubstituted fluorenyl, and combinations thereof.

[0156] According to one embodiment of the present invention, wherein the L2 single bond, O, S, (SiR'R') y , NR', or a combination thereof.

[0157] According to one embodiment of the present invention, wherein said L2 is selected from a single bond, O or S.

[0158] According to one embodiment of the present invention, wherein said L2 is selected from O.

[0159] According to one embodiment of the present invention, wherein R', R x , R NEach occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, cyano, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, and combinations thereof.

[0160] According to one embodiment of the present invention, wherein R', R x , R N Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, fluorine, methyl, deuterated methyl, ethyl, n-propyl, isopropyl, cyclopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, phenyl, trimethylsilyl, carbazolyl, indolyl, benzofuranyl, dibenzofuranyl, benzothiolaryl, dibenzothiolaryl, benzothiophenyl, dibenzothiophenyl, dibenzoselenophene, and combinations thereof.

[0161] According to one embodiment of the present invention, in the formula 1-1, at least one of X2-X4, X6-X9 is selected from CR x , R x selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl ... atom, an alkynyl group having 6 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and a combination thereof having 0 to 20 carbon atoms.

[0162] According to one embodiment of the present invention, in the formula 1-1, at least one of X2-X4, X6-X9 is selected from CR x , R xEach occurrence is identically or differently selected from the group consisting of deuterium, halogen, cyano, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, and combinations thereof.

[0163] According to one embodiment of the present invention, in the formula 1-1, at least one of X2-X4, X6-X9 is selected from CR x , R x Each occurrence is identically or differently selected from the group consisting of methyl, deuterated methyl, ethyl, partially or fully deuterated ethyl, n-propyl, partially or fully deuterated n-propyl, isopropyl, partially or fully deuterated isopropyl, cyclopropyl, partially or fully deuterated cyclopropyl, n-butyl, partially or fully deuterated n-butyl, isobutyl, partially or fully deuterated isobutyl, tert-butyl, partially or fully deuterated tert-butyl, cyclopentyl, partially or fully deuterated cyclopentyl, cyclohexyl, partially or fully deuterated cyclohexyl, and combinations thereof.

[0164] According to one embodiment of the present invention, the first compound has Pt(L a )(L b ) represents the structure, L a and L b are the first ligand and the second ligand coordinated with the metal Pt, respectively. a Choose from L a 1-1 to L a 1-25, and L a 2-1 to L a For a group consisting of 2-6 people, the L b Choose from L b 1-1 to L b 1-8, L b 2-1 to L b A group consisting of 2-22; said L a 1-1 to L a 1-25, L a 2-1 to L a 2-6, L b 1-1 to L b 1-8, L b 2-1 to L b The specific structure of 2-22 is shown in claim 10.

[0165] According to one embodiment of the present invention, the first compound is selected from the group consisting of compound Pt1 to compound Pt83, and the specific structures of compound Pt1 to compound Pt83 are shown in claim 10.

[0166] According to one embodiment of the present invention, the LUMO energy level value of the second compound is greater than or equal to 4.60 eV and less than or equal to 5.20 eV.

[0167] According to one embodiment of the present invention, the LUMO energy level value of the second compound is greater than or equal to 4.70 eV and less than or equal to 5.20 eV.

[0168] According to one embodiment of the present invention, the LUMO energy level value of the second compound is greater than or equal to 4.70 eV and less than or equal to 5.15 eV.

[0169] According to one embodiment of the present invention, the LUMO energy level value of the second compound is greater than or equal to 4.80 eV and less than or equal to 5.10 eV.

[0170] According to one embodiment of the present invention, the ring G is selected from a conjugated monocyclic ring having 3-8 ring atoms, a conjugated polycyclic ring having 6-20 ring atoms or a conjugated condensed ring having 6-20 ring atoms.

[0171] According to one embodiment of the present invention, the ring G is selected from a conjugated monocyclic ring having 3, 5 or 6 ring atoms, a conjugated polycyclic ring having 6-15 ring atoms or a conjugated condensed ring having 6-20 ring atoms.

[0172] According to one embodiment of the present invention, each occurrence of ring G is identically or differently selected from the group consisting of the following formula G-1 to formula G-14:

[0173]

[0174] in,

[0175] X, U and V are selected, at each occurrence, identically or differently, from the group consisting of N and CR3;

[0176] W is selected, at each occurrence, identically or differently, from the group consisting of O, S, Se and NR3;

[0177] wherein R3 is selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, hydroxyl, mercapto, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkyl having 1 to 20 carbon atoms Oxy, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted alkynyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilanyl having 6-20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3-20 carbon atoms, substituted or unsubstituted arylgermanyl having 6-20 carbon atoms, and combinations thereof; adjacent substituents R3 can be optionally linked to form a ring;

[0178] When ring G is represented by formula G-8 or formula G-9, at most three U are selected from N;

[0179] When ring G is represented by formula G-10, formula G-11 or formula G-12, at most one V is selected from N;

[0180] “﹋” indicates the connection position of the double bond in Formula G-1 to Formula G-14 and Formula 2.

[0181] According to one embodiment of the present invention, the second compound is selected from the structure represented by any one of the following formulas 2-1 to 2-3:

[0182]

[0183] in,

[0184] Y1, Y2, Y3 and Y4 are identically or differently selected from the group consisting of CR3 at each occurrence;

[0185] W is selected, at each occurrence, identically or differently, from the group consisting of O, S, Se and NR3;

[0186] R1, R2, R3 are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, hydroxyl, mercapto, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy groups having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy groups having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl groups having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilanyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, and combinations thereof;

[0187] At least one of R1, R2, and R3 is a group having at least one electron-withdrawing group;

[0188] Adjacent substituents R1, R2, R3 can be optionally linked to form a ring.

[0189] According to one embodiment of the present invention, in Formula 2-1, at least one of Y1 to Y4 is selected from CR3, and R3 has at least one electron-withdrawing group.

[0190] According to one embodiment of the present invention, W is selected from O, S or Se the same or different each time it occurs.

[0191] According to one embodiment of the present invention, W is selected from O or S the same or differently each time it occurs.

[0192] According to one embodiment of the present invention, W is selected from O.

[0193] According to one embodiment of the present 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, phosphino, azaaromatic ring group, 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, phosphino, azaaromatic ring group: having 1 -20 carbon atoms, alkyl groups, cycloalkyl groups, heteroalkyl groups, aryl groups, alkyl ...

[0194] 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, pyrimidine, triazine, and combinations thereof.

[0195] According to one embodiment of the present invention, R1 and R2 are selected from the group consisting of the following structures each time they appear, the same or different: halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, boryl, sulfinyl, sulfonyl, phosphino, 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, boryl, sulfinyl, sulfonyl, phosphino: having 1 -20 carbon atoms, alkyl groups, cycloalkyl groups, heteroalkyl groups, aryl groups, alkyl ...

[0196] According to one embodiment of the present invention, at least one of R1 and R2 is a cyano group.

[0197] According to one embodiment of the present invention, R1 and R2 are both cyano groups.

[0198] According to one embodiment of the present invention, each occurrence of Y is identically or differently selected from the group consisting of the following structures:

[0199] O, S, Se,

[0200] According to one embodiment of the present invention, wherein Y is

[0201] According to one embodiment of the present invention, each occurrence of R3 is identically or differently selected from the group consisting of: hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, unsubstituted alkyl having 1 to 20 carbon atoms, unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, unsubstituted alkoxy having 1 to 20 carbon atoms, unsubstituted alkenyl having 2 to 20 carbon atoms, unsubstituted aryl having 6 to 30 carbon atoms, Unsubstituted heteroaryl groups having 3-30 carbon atoms, 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 and phosphino groups: alkyl groups having 1-20 carbon atoms, cycloalkyl groups having 3-20 ring 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.

[0202] According to one embodiment of the present invention, R3 is selected from the group consisting of hydrogen, deuterium, methyl, isopropyl, NO2, SO2CH3, SCF3, C2F5, OC2F5, phenyl, biphenyl, naphthyl, terphenyl, and phenyl, biphenyl, terphenyl, pyridyl, pyrimidyl, triazine, and combinations thereof each time it appears, the same or different.

[0203] According to one embodiment of the present invention, the second compound is selected from the group consisting of Compound 1-1 to Compound 1-22, Compound 2-1 to Compound 2-17, Compound 3-1 to Compound 3-15, and Compound 4-1 to Compound 4-7, and the specific structures of Compound 1-1 to Compound 1-22, Compound 2-1 to Compound 2-17, Compound 3-1 to Compound 3-15, and Compound 4-1 to Compound 4-7 are shown in Claim 19.

[0204] According to one embodiment of the present invention, hydrogen in Compounds 1-1 to 1-22, Compounds 2-1 to 2-17, Compounds 3-1 to 3-15, and Compounds 4-1 to 4-7 can be partially or completely replaced by deuterium.

[0205] According to one embodiment of the present invention, the first organic layer is a light-emitting layer, the first organic layer comprises a first compound, the first compound is a phosphorescent light-emitting material, and the second organic layer is a hole injection layer.

[0206] According to one embodiment of the present invention, the second organic layer is a hole injection layer, and the hole injection layer further comprises a third compound, and the third compound is a hole transport material.

[0207] According to one embodiment of the present invention, the third compound comprises any one or more chemical structural units selected from the following group: triarylamine, carbazole, fluorene, spirobifluorene, thiophene, furan, phenyl, oligophenylene vinylene, oligofluorene, and combinations thereof.

[0208] According to one embodiment of the present invention, the third compound comprises a triarylamine structural unit and / or a carbazole structural unit.

[0209] According to one embodiment of the present invention, the third compound contains any one or more chemical structural units selected from the following groups: monotriarylamine structural unit, monotriarylamine-carbazole structural unit, monotriarylamine-dibenzothiophene structural unit, monotriarylamine-dibenzofuran structural unit, monotriarylamine-fluorene structural unit, bistriarylamine, bistriarylamine-carbazole structural unit, bistriarylamine-dibenzothiophene structural unit, bistriarylamine-dibenzofuran structural unit, bistriarylamine-fluorene structural unit, monocarbazole structural unit, monocarbazole-dibenzothiophene structural unit, monocarbazole-dibenzofuran structural unit, monocarbazole-fluorene structural unit, biscarbazole structural unit, biscarbazole-dibenzothiophene structural unit, biscarbazole-dibenzofuran structural unit, biscarbazole-fluorene structural unit.

[0210] According to one embodiment of the present invention, the third compound has a structure represented by any one of Formula 3-1 to Formula 3-4:

[0211]

[0212]

[0213] wherein Ar1, Ar2, Ar3, Ar4 are each identically or differently selected from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, or substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms;

[0214] L, L3, L4, L5, L6 are identically or differently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof at each occurrence;

[0215] R, when present at each occurrence, is identical or different and represents mono-, poly- or unsubstituted;

[0216] R is selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;

[0217] Adjacent substituents R can optionally be linked to form a ring.

[0218] Herein, the phrase "adjacent substituents R can be optionally linked to form a ring" is intended to mean that any adjacent substituents R can be linked to form a ring. Obviously, any adjacent substituents R may not be linked to form a ring.

[0219] According to one embodiment of the present invention, Ar1, Ar2, Ar3, Ar4 are selected from substituted or unsubstituted aryl groups having 6 to 20 carbon atoms, or substituted or unsubstituted heteroaryl groups having 3 to 20 carbon atoms, the same or different when they appear each time.

[0220] According to one embodiment of the present invention, wherein Ar1, Ar2, Ar3, Ar4 are selected from substituted or unsubstituted aromatic groups having 6-20 carbon atoms, or substituted or unsubstituted heteroaromatic groups having 3-20 carbon atoms, the same or different each time they appear; and the nitrogen atom as a ring atom in the heteroaromatic group is connected to other atoms only through a single bond.

[0221] According to one embodiment of the present invention, wherein Ar1, Ar2, Ar3, Ar4 are selected from substituted or unsubstituted aromatic groups having 6-20 carbon atoms, or substituted or unsubstituted heteroaromatic groups having 3-20 carbon atoms, the same or different each time they appear; and the heteroaromatic group does not include a six-membered ring structure containing more than one nitrogen atom or a five-membered ring structure containing more than one nitrogen atom and more than one heteroatom.

[0222] According to one embodiment of the present invention, wherein Ar1, Ar2, Ar3, Ar4 each time appear, are identically or differently selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzoselenophene, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted pyridyl, substituted or unsubstituted anthracenyl, substituted or unsubstituted pyrene, substituted or unsubstituted fluorenyl, or a combination thereof.

[0223] According to one embodiment of the present invention, wherein Ar1, Ar2, Ar3, Ar4 each time appear, are identically or differently selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophene, or a combination thereof.

[0224] According to one embodiment of the present invention, L, L3, L4, L5, L6 are selected from a single bond, a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 20 carbon atoms, or a combination thereof, the same or different when they appear each time.

[0225] According to one embodiment of the present invention, L, L3, L4, L5, L6 are selected from a single bond, a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 20 carbon atoms, or a combination thereof each time they appear, the same or different; and the nitrogen atom as a ring atom in the heteroarylene group is connected to other atoms only through a single bond.

[0226] According to one embodiment of the present invention, L, L3, L4, L5, L6 are selected from a single bond, a substituted or unsubstituted arylene group having 6-20 carbon atoms, a substituted or unsubstituted heteroarylene group having 3-20 carbon atoms, or a combination thereof each time they appear; and the heteroarylene group does not include a six-membered ring structure containing more than one nitrogen atom or a five-membered ring structure containing more than one nitrogen atom and more than one heteroatom.

[0227] According to one embodiment of the present invention, L, L3, L4, L5, and L6 are selected from a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted biphenylene, a substituted or unsubstituted terphenylene, a substituted or unsubstituted naphthylene, a substituted or unsubstituted carbazolyl, a substituted or unsubstituted dibenzofuranylene, a substituted or unsubstituted dibenzothiophenylene, a substituted or unsubstituted dibenzoselenopheneylene, a substituted or unsubstituted phenanthrenylene, a substituted or unsubstituted triphenylene, a substituted or unsubstituted pyridylene, a substituted or unsubstituted anthraceneene, a substituted or unsubstituted perylene, a substituted or unsubstituted fluorenylene, or a combination thereof.

[0228] According to one embodiment of the present invention, L, L3, L4, L5, L6 are selected from a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted biphenylene, a substituted or unsubstituted naphthylene, a substituted or unsubstituted fluorenylene, a substituted or unsubstituted carbazolylene, a substituted or unsubstituted dibenzofuranylene, a substituted or unsubstituted dibenzothiophenylene, or a combination thereof, the same or different when they appear each time.

[0229] According to one embodiment of the present invention, wherein R appears each time and is identically or differently selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, and combinations thereof.

[0230] According to one embodiment of the present invention, R is selected from the group consisting of hydrogen, deuterium, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, and combinations thereof, at each occurrence.

[0231] According to one embodiment of the present invention, the first material is selected from the group consisting of the following structures:

[0232]

[0233]

[0234]

[0235]

[0236]

[0237]

[0238] According to one embodiment of the present invention, in the second organic layer, the mass ratio of the second compound to the third compound ranges from 1:99 to 30:70.

[0239] According to one embodiment of the present invention, in the second organic layer, the mass ratio of the second compound to the third compound ranges from 10:90 to 25:75.

[0240] According to an embodiment of the present invention, in the second organic layer, the mass ratio of the second compound to the third compound ranges from 10:90 to 20:80.

[0241] According to an embodiment of the present invention, the organic electroluminescent device emits blue light.

[0242] According to another embodiment of the present invention, a display assembly is disclosed, which includes the organic electroluminescent device as described in any of the above embodiments.

[0243] Combination with other materials

[0244] The materials for specific layers in the organic light-emitting device described in the present invention can be used in combination with various other materials present in the device. The combination of these materials is 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 therein are non-limiting examples of materials that can be used in combination with the compounds disclosed herein, and those skilled in the art can easily consult the literature to identify other materials that can be used in combination.

[0245] The materials described herein as specific layers that can be used in organic light-emitting devices can be used in combination with a variety of other materials present in the device. For example, the compounds disclosed herein can be used in combination with a variety of luminescent dopants, hosts, transport layers, barrier layers, injection layers, electrodes, and other layers that may be present. The combination of these materials is described in detail in paragraphs 0080-0101 of U.S. Patent Application US2015 / 0349273A1, the entire contents of which are incorporated herein by reference. The materials described or mentioned therein are non-limiting examples of materials that can be used in combination with the compounds disclosed herein, and those skilled in the art can easily consult the literature to identify other materials that can be used in combination.

[0246] In the embodiments of the device, the characteristics of the device are also tested using conventional equipment in the field (including but not limited to the vapor deposition machine produced by Angstrom Engineering, the optical test system and life test system produced by Suzhou Fushida, the ellipsometer produced by Beijing Liangtuo, etc.), using methods well known to those skilled in the art. Since those skilled in the art are all aware of the use of the above-mentioned equipment, test methods and other related contents, and can obtain the inherent data of the sample with certainty and without influence, the above-mentioned related contents will not be elaborated in this patent.

[0247] In the present invention, the HOMO (highest occupied molecular orbital) energy level values ​​and the LUMO (lowest unoccupied molecular orbital) energy level values ​​mentioned are calculated using Gaussian 09 software, B3LYP method, and 6-311g (d) basis set. Table 1 lists the LUMO energy levels of some p-type doped materials calculated by the above method.

[0248] Table 1 LUMO energy levels of some p-type doped materials

[0249] Material No. LUMO(eV) Compound 1-2 4.97eV Compound PD-1 5.49eV Compound PD-2 5.69eV

[0250] It can be seen from Table 1 that the LUMO energy level value of compound 1-2 selected in the present invention is within the range of greater than or equal to 4.5 eV and less than or equal to 5.4 eV, indicating that compound 1-2 is a P-type doping material with a shallow LUMO energy level, and is suitable for use with the specific first compound having the structure of Formula 1 selected in the present invention to provide better device performance.

[0251] Example

[0252] Hereinafter, the present invention will be described in more detail with reference to the following examples. The compounds used in the following examples can be easily obtained by those skilled in the art, so their synthesis methods are not described here, for example, can be found in the patent applications CN111454276A, US20200140471A1, and US20210284672A1 incorporated by reference in their entirety. Obviously, the following examples are only for illustrative purposes and are not intended to limit the scope of the present invention. Based on the following examples, those skilled in the art can obtain other embodiments of the present invention by improving them.

[0253] Device Example 1

[0254] First, the glass substrate with an 80nm thick indium tin oxide (ITO) anode was cleaned and then treated with oxygen plasma and UV ozone. After treatment, the substrate was dried in a glove box to remove moisture. The substrate was then mounted on a substrate holder and loaded into a vacuum chamber. The organic layers specified below were placed in a vacuum of approximately 10 -7Compound H6 and the second compound 1-2 were co-deposited (weight ratio of 80:20) to serve as a hole injection layer (HIL) with a thickness of Compound H6 was used as a hole transport layer (HTL) with a thickness of Compound EB is used as an electron blocking layer (EBL) with a thickness of Then, the compound P-Host as the first host, the compound HB as the second host, and the first compound Pt27 as the dopant were co-evaporated (weight ratio of 61.6:26.4:12) to serve as the light-emitting layer (EML) with a thickness of Compound HB was used as the hole blocking layer (HBL) with a thickness of On the hole blocking layer, compound ET and 8-hydroxyquinoline-lithium (Liq) were co-evaporated (weight ratio of 40:60) as an electron transport layer (ETL) with a thickness of Finally, evaporation LiF with a thickness of 1000 nm was used as an electron injection layer, and the The device was then transferred back to the glove box and encapsulated with a glass cover and a moisture getter to complete the device.

[0255] Device Comparison Example 1

[0256] The preparation method of device comparative example 1 is the same as that of device example 1, except that compound PD-1 is used instead of second compound 1-2 in the hole injection layer (HIL).

[0257] Device Comparison Example 2

[0258] The preparation method of device comparative example 2 is the same as that of device example 1, except that compound PD-2 is used instead of second compound 1-2 in the hole injection layer (HIL).

[0259] Device Comparison Example 3

[0260] The preparation method of device comparative example 3 is the same as that of device example 1, except that compound Pt-A ​​is used in the light emitting layer (EML) instead of the first compound Pt27.

[0261] The detailed device layer structure and thickness are shown in the table below. For layers using more than one material, different compounds are doped in the weight ratios recorded.

[0262] Table 2 Partial device structures of device embodiments and comparative examples

[0263]

[0264] The material structure used in the device is shown below:

[0265]

[0266] At 10mA / cm 2 The CIE values ​​of Example 1, Comparative Example 1, Comparative Example 2 and Comparative Example 3 were measured. The maximum emission wavelength (λ max ) and external quantum efficiency (EQE). The relevant data are shown in Table 3.

[0267] Table 3 Device data

[0268]

[0269] discuss:

[0270] It can be seen from the data in Table 3 that the maximum emission wavelengths of the embodiment and the comparative example are substantially consistent.

[0271] It is generally believed that P-type doping materials with deep LUMO energy levels are conducive to achieving efficient hole injection and providing excellent device performance. However, Example 1 uses the first compound Pt27 with a specific substitution structure selected by the present invention and the second compound 1-2 with a specific structure that satisfies a specific shallow LUMO energy level. Compared with Comparative Examples 1 and 2 using P-type doping materials with deep LUMO energy levels, the EQE of Example 1 is significantly improved by 17.2% and 15.4% respectively on the basis of the high efficiency levels of Comparative Examples 1 and 2, which is very rare in blue phosphorescent devices. These data show that the combination of the first compound with a specific substitution structure of Formula 1 selected by the present invention and the second compound with a specific shallow LUMO energy level and a specific structure of Formula 2 selected by the present invention has obvious advantages in external quantum efficiency when applied to organic electroluminescent devices, whether compared with the combination of the first compound with a specific substitution structure of Formula 1 selected by the present invention and the second compound with a deep LUMO energy level and a specific structure of Formula 2, or compared with the combination of the first compound with a specific substitution structure of Formula 1 selected by the present invention and the second compound with a deep LUMO energy level and not having the specific structure of Formula 2 of the present invention. This proves the excellent performance of the novel organic electroluminescent device of the present invention.

[0272] In Comparative Example 3, only the second compound 1-2 with a specific shallow LUMO energy level and a specific structure of Formula 2 selected in the present invention is used. Compared with Comparative Example 3, the EQE in Example 1 is greatly improved by 11.1%. These data show that the combination of the first compound having a specific aromatic substituent ring F at the N position of imidazole selected in the present invention and the second compound having a specific structure of Formula 2 selected in the present invention that satisfies a specific shallow LUMO energy level can obtain higher efficiency when applied to an organic electroluminescent device, compared with the combination of the first compound not belonging to the structure of Formula 1 selected in the present invention and the second compound having a specific structure of Formula 2 selected in the present invention that satisfies a specific shallow LUMO energy level. This proves that the novel organic electroluminescent device of the present invention has obvious device performance advantages.

[0273] In summary, the combination of the first compound of formula 1 having a specific aromatic substitution structure selected by the present invention and the second compound having a specific structure of formula 2 satisfying a specific shallow LUMO energy level can provide high external quantum efficiency (EQE) and exhibit excellent comprehensive device performance when applied to an organic electroluminescent device. It has unexpected unique advantages.

[0274] It should be understood that the various embodiments described herein are only examples and are not intended to limit the scope of the present 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 may be replaced with other materials and structures without departing from the spirit of the present invention. It should be understood that the various theories about why the present invention works are not intended to be restrictive.

Claims

1. An organic electroluminescent device, comprising: anode, cathode, and a first organic layer and a second organic layer disposed between the anode and the cathode; Wherein, the first organic layer comprises a first compound, and the first compound has a structure represented by Formula 1: In formula 1, Ring A, Ring B, Ring E, Ring F, when they appear each time, are identically or differently selected from an unsaturated carbocyclic ring having 5 to 30 carbon atoms, an unsaturated heterocyclic ring having 3 to 30 carbon atoms, or a combination thereof; Ring D is selected, identically or differently, at each occurrence, from an unsaturated heterocyclic ring having 1 to 30 carbon atoms; The metal M is selected from metals with a relative atomic mass greater than 40; L1, L2 each time appearing are identically or differently selected from a single bond, O, S, Se, (SiR'R') y , PR', NR', (CR'R') y , a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof; y is 1, 2, 3, 4, or 5; K1-K4 are selected, at each occurrence, identically or differently, from a single bond, O or S; Z1-Z3 are selected from C or N at each occurrence, identically or differently; R a , R b , R d , R e , R f Each occurrence represents identically or differently monosubstituted, polysubstituted or unsubstituted; R f1 Each occurrence is identical or different, indicating mono- or poly-substitution; R f1 is selected, identically or differently on each occurrence, from substituted or unsubstituted aryl having 6 to 30 carbon atoms; R a , R b , R d , R e , R f , R' is selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof; Adjacent substituent R a , R b , R d , R e , R f , R f1 , R' can be optionally linked to form a ring; The second organic layer includes a second compound, the second compound is a P-type doping material, the LUMO energy level value of the second compound is greater than or equal to 4.5 eV and less than or equal to 5.4 eV; and the second compound has a structure represented by Formula 2: in, n is an integer selected from 1 to 8; Y is selected, identically or differently, at each occurrence from NR1, CR1R2, O, S or Se; Ring G is selected from a conjugated monocyclic ring having 3-8 ring atoms, a conjugated polycyclic ring having 6-30 ring atoms or a conjugated condensed ring having 4-30 ring atoms. When G is a conjugated condensed ring, the number of heteroatoms in the conjugated ring atoms is not more than 3; R3 represents mono-substitution, poly-substitution or unsubstitution; R1, R2, R3 are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, hydroxyl, mercapto, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted cycloalkyl having 1 to 20 carbon atoms, Alkoxy groups having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy groups having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl groups having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilanyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, and combinations thereof; At least one of R1, R2, and R3 is a group having at least one electron-withdrawing group; Adjacent substituents R1, R2, R3 can be optionally linked to form a ring.

2. The organic electroluminescent device according to claim 1, wherein: Ring A, Ring B, Ring E, Ring F are selected from a 5-membered unsaturated carbocyclic ring, an aromatic ring having 6-30 carbon atoms, a heteroaromatic ring having 3-30 carbon atoms, or a combination thereof when they occur in the same or different manner each time; Ring D is selected from an unsaturated heterocyclic ring having 1-18 carbon atoms when it occurs in the same or different manner each time; Preferably, each occurrence of Ring A, Ring B, Ring E, Ring F is identical or different and is selected from a five-membered unsaturated carbocyclic ring, an aromatic ring having 6-18 carbon atoms, a heteroaromatic ring having 3-18 carbon atoms, or a combination thereof; each occurrence of Ring D is identical or different and is selected from an unsaturated heterocyclic ring having 3-18 carbon atoms; More preferably, each occurrence of ring A, ring B, ring E, and ring F is identically or differently selected from a benzene ring, a pyridine ring, an indene ring, a fluorene ring, an indole ring, a carbazole ring, a benzofuran ring, a dibenzofuran ring, a benzosilole ring, a dibenzosilole ring, a benzothiophene ring, a dibenzothiophene ring, a dibenzoselenophene ring, a cyclopentadiene ring, a furan ring, a thiophene ring, a silole ring, an imidazole ring, or a combination thereof; each occurrence of ring D is identically or differently selected from an imidazole carbene ring or a benzimidazole carbene ring.

3. The organic electroluminescent device according to claim 1, wherein: L1 is selected from a single bond, O, S, (SiR'R') y ,NR',(CR'R') y , or a combination thereof; said y is 1 or 2; Preferably, L1 is selected from a single bond, O or S; More preferably, L1 is selected from a single bond.

4. The organic electroluminescent device according to claim 1, wherein: M is selected from Cu, Ag, Au, Ru, Rh, Pd, Os, Ir or Pt; Preferably, M is selected from Pt or Pd; More preferably, K1-K4 is selected from a single bond, and the first compound has a structure represented by one of Formula 1-1 to Formula 1-15: In Formula 1-1 to Formula 1-15, L2 is selected, at each occurrence, identically or differently, from a single bond, O, S, Se, (SiR'R') y , PR', NR', (CR'R') y , a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof; y is selected, identically or differently, from 1, 2, 3, 4 or 5 at each occurrence; X1-X 25 Each occurrence is the same or different selection from CR x1 , CR x or N, and at least one of X1-X5 is selected from CR x1 , the R x1 is selected, identically or differently on each occurrence, from substituted or unsubstituted aryl having 6 to 30 carbon atoms; R', R x , R N The group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof; The adjacent substituents R', R x , R x1 , R N Can optionally be linked to form a ring.

5. The organic electroluminescent device according to claim 4, wherein in Formula 1-1 to Formula 1-15, the X1-X 25 Each occurrence is selected from CR x1 or CR x , and at least one of X1-X5 is selected from CR x1 .

6. The organic electroluminescent device according to claim 4, wherein in Formula 1-1 to Formula 1-15, X1 is selected from CR x1 ; Preferably, X1 and X5 are each independently selected from CR x1 ; said R x1 is selected, identically or differently on each occurrence, from substituted or unsubstituted aryl having 6 to 18 carbon atoms; More preferably, the R x1 Each occurrence is identically or differently selected from the group consisting of substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted indenyl, substituted or unsubstituted fluorenyl, and combinations thereof.

7. The organic electroluminescent device according to claim 1 or 4, wherein said L2 is selected from a single bond, O, S, (SiR'R') y , NR', or a combination thereof; Preferably, L2 is selected from a single bond, O, S; More preferably, L2 is selected from O.

8. The organic electroluminescent device according to claim 4, wherein said R', R x , R N each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, cyano, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, and combinations thereof; Preferably, R', R x , R N Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, fluorine, methyl, deuterated methyl, ethyl, n-propyl, isopropyl, cyclopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, phenyl, trimethylsilyl, carbazolyl, indolyl, benzofuranyl, dibenzofuranyl, benzothiolaryl, dibenzothiolaryl, benzothiophenyl, dibenzothiophenyl, dibenzoselenophene, and combinations thereof.

9. The organic electroluminescent device according to claim 4, wherein in the formula 1-1, at least one of X2-X4 and X6-X9 is selected from CR x , and the R x selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl ... atom, an alkynyl group having 6 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof; Preferably, the R x each occurrence is identically or differently selected from the group consisting of: deuterium, halogen, cyano, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, and combinations thereof; More preferably, the R x Each occurrence is identically or differently selected from the group consisting of methyl, deuterated methyl, ethyl, partially or fully deuterated ethyl, n-propyl, partially or fully deuterated n-propyl, isopropyl, partially or fully deuterated isopropyl, cyclopropyl, partially or fully deuterated cyclopropyl, n-butyl, partially or fully deuterated n-butyl, isobutyl, partially or fully deuterated isobutyl, tert-butyl, partially or fully deuterated tert-butyl, cyclopentyl, partially or fully deuterated cyclopentyl, cyclohexyl, partially or fully deuterated cyclohexyl, and combinations thereof.

10. The organic electroluminescent device as claimed in claim 1, wherein the first compound has Pt(L a )(L b ) represents the structure, L a and L b are the first ligand and the second ligand coordinated with the metal Pt, respectively. a Choose from L a 1-1 to L a 1-25, and L a 2-1 to L a Groups of 2-6: The L a The "#" in the structure indicates that the L a Structure and L b The location of the connection; The L b Choose from L b 1-1 to L b 1-8, L b 2-1 to L b Group consisting of 2-22: The L b In the structure Indicates the L b Structure and L a The position of the "#" connection in the In the structure, "t-Bu" represents tert-butyl, and "i-Pr" represents isopropyl; Preferably, the first compound is selected from the group consisting of compound Pt1 to compound Pt83, wherein the compound Pt1 to compound Pt83 have Pt(L a )(L b ) represents a structure, wherein L a and the L b The corresponding structures are selected from the following table:

11. The organic electroluminescent device according to claim 1, wherein the LUMO energy level value of the second compound is greater than or equal to 4.60 eV and less than or equal to 5.20 eV; Preferably, the LUMO energy level value of the second compound is greater than or equal to 4.70 eV and less than or equal to 5.20 eV; More preferably, the LUMO energy level value of the second compound is greater than or equal to 4.70 eV and less than or equal to 5.15 eV; Most preferably, the LUMO energy level value of the second compound is greater than or equal to 4.80 eV and less than or equal to 5.10 eV.

12. The organic electroluminescent device according to claim 1, wherein: Ring G is selected from a conjugated monocyclic ring having 3-8 ring atoms, a conjugated polycyclic ring having 6-20 ring atoms, or a conjugated fused ring having 6-20 ring atoms; Preferably, ring G is selected from a conjugated monocyclic ring having 3, 5 or 6 ring atoms, a conjugated polycyclic ring having 6-15 ring atoms or a conjugated fused ring having 6-20 ring atoms.

13. The organic electroluminescent device according to claim 1, wherein: Ring G is selected from the group consisting of the following formulae G-1 to G-14, the same or different at each occurrence: in, X, U and V are selected, at each occurrence, identically or differently, from the group consisting of N and CR3; W is selected, at each occurrence, identically or differently, from the group consisting of O, S, Se and NR3; wherein R3 is selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, hydroxyl, mercapto, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted an alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, and Combinations thereof; adjacent substituents R3 can be optionally linked to form a ring; When ring G has a structure represented by formula G-8 or formula G-9, at most three U are selected from N; When ring G has a structure represented by formula G-10, formula G-11 or formula G-12, at most one V is selected from N; "﹋" represents the connection position of the double bond in formula G-1 to formula G-14 and formula 2.

14. The organic electroluminescent device according to claim 1, wherein the second compound is selected from the structure represented by any one of the following formulas 2-1 to 2-3: in, Y1, Y2, Y3 and Y4 are identically or differently selected from the group consisting of CR3 at each occurrence; W is selected, at each occurrence, identically or differently, from the group consisting of O, S, Se and NR3; R1, R2, R3 are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, hydroxyl, mercapto, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy groups having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy groups having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl groups having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilanyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, and combinations thereof; At least one of R1, R2, and R3 is a group having at least one electron-withdrawing group; Adjacent substituents R1, R2, R3 can be optionally linked to form a ring.

15. An organic electroluminescent device as claimed in claim 13 or 14, wherein W is selected from O, S or Se in the same or different manner at each occurrence; Preferably, W is selected, identically or differently, from O or S at each occurrence; More preferably, W is selected from O.

16. The organic electroluminescent device of claim 1 or 14, 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, phosphino, azaaromatic ring group, and any of the following substituted with one or more of halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, azaaromatic ring group Group: alkyl having 1-20 carbon atoms, cycloalkyl having 3-20 ring carbon atoms, heteroalkyl having 1-20 carbon atoms, aralkyl having 7-30 carbon atoms, alkoxy having 1-20 carbon atoms, aryloxy having 6-30 carbon atoms, alkenyl having 2-20 carbon atoms, alkynyl having 2-20 carbon atoms, aryl having 6-30 carbon atoms, heteroaryl having 3-30 carbon atoms, alkylsilyl having 3-20 carbon atoms, arylsilyl having 6-20 carbon atoms, and combinations thereof; Preferably, 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.

17. The organic electroluminescent device of claim 1 or 15, wherein R1 and R2 are selected from the group consisting of the following structures at each occurrence, the same or different: halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, and any of the following substituted with one or more of halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino Group: alkyl having 1-20 carbon atoms, cycloalkyl having 3-20 ring carbon atoms, heteroalkyl having 1-20 carbon atoms, aralkyl having 7-30 carbon atoms, alkoxy having 1-20 carbon atoms, aryloxy having 6-30 carbon atoms, alkenyl having 2-20 carbon atoms, alkynyl having 2-20 carbon atoms, aryl having 6-30 carbon atoms, heteroaryl having 3-30 carbon atoms, alkylsilyl having 3-20 carbon atoms, arylsilyl having 6-20 carbon atoms, and combinations thereof; Preferably, at least one of R1 and R2 is cyano; More preferably, R1 and R2 are both cyano.

18. An organic electroluminescent device as claimed in claim 1, 13 or 14, wherein R3 is selected from the group consisting of hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, unsubstituted alkyl having 1 to 20 carbon atoms, unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, unsubstituted alkoxy having 1 to 20 carbon atoms, unsubstituted alkenyl having 2 to 20 carbon atoms, unsubstituted alkyl having 6 to 30 carbon atoms, The present invention further comprises an aryl group having 1 to 20 carbon atoms, an unsubstituted heteroaryl group having 3 to 30 carbon atoms, 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 and phosphino groups: an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 20 ring carbon atoms, an alkoxy group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, a heteroaryl group having 3 to 30 carbon atoms, and combinations thereof; Preferably, R3 is selected from the group consisting of hydrogen, deuterium, methyl, isopropyl, NO2, SO2CH3, SCF3, C2F5, OC2F5, phenyl, biphenyl, naphthyl, terphenyl, and phenyl, biphenyl, terphenyl, pyridyl, pyrimidyl, triazine, and combinations thereof at each occurrence, the same or different.

19. The organic electroluminescent device according to claim 1, wherein the second compound is selected from the group consisting of Compound 1-1 to Compound 1-22, Compound 2-1 to Compound 2-17, Compound 3-1 to Compound 3-15, and Compound 4-1 to Compound 4-7: Optionally, hydrogen in the compounds 1-1 to 1-22, compounds 2-1 to 2-17, compounds 3-1 to 3-15, and compounds 4-1 to 4-7 can be partially or completely replaced by deuterium.

20. The organic electroluminescent device according to claim 1, wherein the first organic layer is a light-emitting layer, the first organic layer comprises a first compound, the first compound is a phosphorescent light-emitting material, and the second organic layer is a hole injection layer.

21. The organic electroluminescent device according to any one of claims 1 to 20, wherein the organic electroluminescent device emits blue light.

22. A display component comprising the organic electroluminescent device according to any one of claims 1 to 21.

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