Organic electroluminescent material and device thereof

Abstract

The invention discloses an organic electroluminescent material and a device thereof. The organic electroluminescent material is a compound with a structure shown in a formula 1, and the compound can be used in organic electroluminescent devices, such as a host material, a transmission material and the like. The compounds can enable the organic electroluminescent device to maintain low voltage, improve the efficiency of the device, especially enable the service life of the device to be greatly prolonged unexpectedly, and can improve the comprehensive performance of the device. Also disclosed are an organic electroluminescent device comprising the compound and a compound composition comprising the compound.

Description

Technical Field

[0001] The present invention relates to compounds for organic electronic devices, such as organic electroluminescent devices, and more particularly to a compound having a structure of Formula 1, an organic electroluminescent device comprising the compound, and a compound composition comprising the compound. 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 electroluminescent 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 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] Triazine organic semiconductor materials are widely used in OLEDs due to their superior optoelectronic properties, redox properties, stability, etc. However, the triazine organic semiconductor materials reported so far have certain limitations in carrier transport capacity and lifetime in optoelectronic devices.

[0009] US20230042547A1 discloses an organic compound having the following structure and an organic light-emitting device comprising the compound: Where Ar1 is substituted or unsubstituted C 6-50 L1 and L2 are single bonds or substituted or unsubstituted C 6-50 arylene, R1 to R4 are hydrogen, substituted or unsubstituted C 1-50 Alkyl, substituted or unsubstituted C 6-50 The application discloses the following compounds in the specific structure: The application focuses on compounds in which the ortho-substituent on the phenylene group connected to triazine is an aromatic group (corresponding to the L1-Ar1 structure), and focuses on the application of the compound as an electron transport material in an electroluminescent device. The application does not disclose or teach the effects of other compounds on device performance, nor does it disclose or teach the special effects of the compound as other materials (such as host materials) on device performance.

[0010] CN115785077A discloses an organic compound having the following structure and an organic light-emitting device comprising the compound: Wherein Ar1 is a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted dibenzothiophene, or a substituted or unsubstituted carbazole. The application discloses the following compounds in the specific structure: In the compounds disclosed in the application, one of the three substituents connected to the triazine must be a carbazole group directly connected to the triazine via a nitrogen atom, and the application of the triazine connected to other groups and its application in organic electroluminescent devices is not disclosed or taught.

[0011] WO2020111586A1 discloses an organic compound having the following structure and an organic light-emitting device comprising the compound: wherein X is independently N or CH, Ar1 and Ar2 are substituted or unsubstituted C 6-60 Aryl, substituted or unsubstituted, containing N, O or S C 5-60 heteroaryl, L is a single bond, substituted or unsubstituted C 6-60 Arylene, substituted or unsubstituted C containing N, O or S 5-60 The heteroarylene group, E is a substituted or unsubstituted C containing one or more N 5-60 The heteroaryl group, D is selected from The application mentions the following compounds among the many specific structures disclosed: In the compounds disclosed in the application, E must be a substituted or unsubstituted C containing one or more N 5-60 The invention discloses a heteroaryl group, but does not disclose or teach the compounds when the substituent E is an aromatic group and its influence on the device performance.

[0012] WO2021040467A1 discloses an organic compound having the following structure and an organic light-emitting device comprising the compound: Where Ar is substituted or unsubstituted C 6-60 R1 and R2 are each independently selected from substituted or unsubstituted C 6-60 or a substituted or unsubstituted C containing one or more heteroatoms selected from N, O and S 5-60 The application discloses the following compounds in the specific structure: In the compounds disclosed in the application, the carbazolyl group and the triazine fragment on the phenylene group must be in the meta position. The application does not disclose or teach compounds in which the carbazolyl group and the triazine fragment on the phenylene group are in the ortho position and their application in organic electroluminescent devices.

[0013] CN113423705A1 discloses an organic compound having the following structure and an organic light-emitting device comprising the compound: wherein X is O and S, Y is N or CH, but two or more of Y are N; L is phenylene, biphenyl diyl, terphenyl diyl, naphthalene diyl or phenylene substituted with naphthyl; one of R1 is substituted or unsubstituted C 6-60 aryl, the rest are each independently hydrogen or deuterium; R2 is hydrogen or deuterium; R3 is each independently hydrogen or deuterium; R4 is substituted or unsubstituted C 6-60 The application discloses the following compounds in the specific structure:

[0014] In the compounds disclosed in the application, when L is a phenylene group, the carbazole group and the triazine fragment on the phenylene group are both in the meta position or the para position, and the special advantages of the compounds in which the carbazole group and the triazine fragment on the phenylene group are in the ortho position in organic electroluminescent devices are not disclosed or taught.

[0015] Therefore, in order to meet the industry's increasing demands, especially for lower device voltage, higher device efficiency, longer device life and other performance requirements, the application potential of triazine organic semiconductor materials deserves further in-depth research and development. Summary of the invention

[0016] The present invention aims to provide a series of compounds having the structure of Formula 1 to solve at least part of the above problems. The compounds can be used in organic electroluminescent devices, for example, as host materials, transmission materials, etc. These novel compounds can be used in electroluminescent devices to provide better device performance, for example, they can maintain low voltage, improve device efficiency, and especially can achieve unexpectedly large improvements in device life, and can improve the overall performance of the device.

[0017] According to one embodiment of the present invention, a compound having a structure of Formula 1 is disclosed:

[0018]

[0019] in,

[0020] U is selected from S or Se;

[0021] X1-X4 are selected from C, CR in the same or different manner at each occurrence x or N, and one of X1 to X4 is selected from C, and the structure shown in Formula 1 connected;

[0022] Y1-Y5 are selected from CR y ;

[0023] Each time Z1-Z4 appears, they are selected from CR z or N;

[0024] Each occurrence of E1-E4 is selected from CR e or N;

[0025] Each occurrence of V1-V4 is selected from C, CR v or N, V5-V8 are selected from CR in the same or different manner each time they appear v or N, and one of V1-V4 is selected from C and is connected to the triazine shown in Formula 1;

[0026] Each time Q1-Q3 appears, they are selected from CR q or N;

[0027] W1 and W2 are selected from CR in the same or different manner each time they appear. w or N;

[0028] R xeach occurrence is identically or differently selected 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, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;

[0029] R y , R z , R e , R v and R q 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] R wThe alkyl radicals are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl radicals having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl radicals having 3 to 20 ring atoms, substituted or unsubstituted aralkyl radicals having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy radicals having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy radicals having 6 to 30 carbon atoms, substituted or unsubstituted alkene radicals having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl having 2-20 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, substituted or unsubstituted alkylgermanyl having 3-20 carbon atoms, substituted or unsubstituted arylgermanyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0031] Adjacent substituent R x can optionally be linked to form a ring;

[0032] When R y When selected from substituted or unsubstituted alkenyl groups having 2 to 20 carbon atoms, the adjacent substituent R y can optionally be linked to form a ring;

[0033] Adjacent substituent R z can optionally be linked to form a ring;

[0034] Adjacent substituent R e can optionally be linked to form a ring;

[0035] Adjacent substituent R v can optionally be linked to form a ring;

[0036] Adjacent substituent R q Can optionally be linked to form a ring.

[0037] According to another embodiment of the present invention, an organic electroluminescent device is disclosed, which includes an anode, a cathode, and an organic layer disposed between the anode and the cathode, wherein at least one of the organic layers includes the compound described in the above embodiment.

[0038] According to another embodiment of the present invention, a compound composition is also disclosed, wherein the compound composition comprises the compound described in the aforementioned embodiment.

[0039] The present invention discloses a compound having a structure of Formula 1. The compound can improve the performance of a phosphorescent organic light-emitting device, provide better device performance, for example, can maintain low voltage, improve device efficiency, and especially can achieve an unexpectedly large increase in device life, and can improve the overall performance of the device. BRIEF DESCRIPTION OF THE DRAWINGS

[0040] Figure 1 is a schematic diagram of an organic light-emitting device that may contain the compounds and compound compositions disclosed herein.

[0041] Figure 2 is a schematic diagram of another organic light-emitting device that may contain the compounds and compound compositions disclosed herein. DETAILED DESCRIPTION

[0042] 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.

[0043] 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.

[0044] 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.

[0045] 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.

[0046] OLED also requires encapsulation layers, such as Figure 2 The organic light emitting device 200 is schematically and non-limitingly shown. Figure 1The 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.

[0047] 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.

[0048] The materials and structures described herein may also be used in other organic electronic devices listed above.

[0049] 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.

[0050] 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.

[0051] 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.

[0052] 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).

[0053] 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.

[0054] 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 linking 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).

[0055] Definition of Substituent Terms

[0056] Halogen or halide - as used herein includes fluorine, chlorine, bromine and iodine.

[0057] 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.

[0058] 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.

[0059] 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.

[0060] 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.

[0061] 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.

[0062] 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.

[0063] 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.

[0064] 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.

[0065] 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.

[0066] 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.

[0067] 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,

[0068] 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.

[0069] 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.

[0070] 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.

[0071] 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.

[0072] 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.

[0073] 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.

[0074] 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.

[0075] 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.

[0076] In the compounds mentioned in the present disclosure, multiple substitution 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 multiple substitutions (including disubstitution, trisubstitution, tetrasubstitution, etc.), it means that the substituent can exist in multiple available substitution positions on its connection structure, and the substituents existing in multiple available substitution positions can be of the same structure or different structures.

[0077] 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.

[0078] 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:

[0079]

[0080] 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:

[0081]

[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 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:

[0083]

[0084] 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:

[0085]

[0086] According to one embodiment of the present invention, a compound having a structure of Formula 1 is disclosed:

[0087]

[0088] in,

[0089] U is selected from S or Se;

[0090] X1-X4 are selected from C, CR in the same or different manner at each occurrence x or N, and one of X1 to X4 is selected from C, and the structure shown in Formula 1 connected;

[0091] Each occurrence of Y1-Y5 is selected from CR y ;

[0092] Each time Z1-Z4 appears, they are selected from CR z or N;

[0093] Each occurrence of E1-E4 is selected from CR e or N;

[0094] Each occurrence of V1-V4 is selected from C, CR v or N, V5-V8 are selected from CR in the same or different manner each time they appear v or N, and one of V1-V4 is selected from C and is connected to the triazine shown in Formula 1;

[0095] Q1-Q3 are selected from CR in the same or different way each time they appear. q or N;

[0096] W1 and W2 are selected from CR in the same or different ways at each occurrence. w or N;

[0097] R xeach occurrence is identically or differently selected 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, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;

[0098] R y , R z , R e , R v and R q 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;

[0099] R wThe alkyl radicals are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl radicals having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl radicals having 3 to 20 ring atoms, substituted or unsubstituted aralkyl radicals having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy radicals having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy radicals having 6 to 30 carbon atoms, substituted or unsubstituted alkene radicals having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl having 2-20 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, substituted or unsubstituted alkylgermanyl having 3-20 carbon atoms, substituted or unsubstituted arylgermanyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0100] Adjacent substituent R x can optionally be linked to form a ring;

[0101] When R y When selected from substituted or unsubstituted alkenyl groups having 2 to 20 carbon atoms, the adjacent substituent R y can optionally be linked to form a ring;

[0102] Adjacent substituent R z can optionally be linked to form a ring;

[0103] Adjacent substituent R e can optionally be linked to form a ring;

[0104] Adjacent substituent R v can optionally be linked to form a ring;

[0105] Adjacent substituent R q Can optionally be linked to form a ring.

[0106] In this context, “the adjacent substituent R x "can optionally be linked to form a ring" is intended to mean that any two adjacent substituents R x can be connected to form a ring. Obviously, any adjacent R x They can also not be connected to form a ring.

[0107] In this article, “When R y When selected from substituted or unsubstituted alkenyl groups having 2 to 20 carbon atoms, the adjacent substituent Ry can be optionally connected to form a ring” is intended to mean that when R y When selected from substituted or unsubstituted alkenyl groups having 2 to 20 carbon atoms, any two adjacent substituents R y can be connected to form a ring. Obviously, any adjacent R y Those skilled in the art will appreciate that when adjacent substituents R y When the two radicals can be connected to form a ring, they will not form a dibenzofuran ring, a dibenzothiophene ring or a carbazole ring.

[0108] In this context, “the adjacent substituent R z "can optionally be linked to form a ring" is intended to mean that any two adjacent substituents R z can be connected to form a ring. Obviously, any adjacent R z They can also not be connected to form a ring.

[0109] In this context, “the adjacent substituent R e "can optionally be linked to form a ring" is intended to mean that any two adjacent substituents R e can be connected to form a ring. Obviously, any adjacent R e They can also not be connected to form a ring.

[0110] In this context, “the adjacent substituent R v "can optionally be linked to form a ring" is intended to mean that any two adjacent substituents R v can be connected to form a ring. Obviously, any adjacent R v They can also not be connected to form a ring.

[0111] In this context, “the adjacent substituent R q "can optionally be linked to form a ring" is intended to mean that any two adjacent substituents R q can be connected to form a ring. Obviously, any adjacent R q They can also not be connected to form a ring.

[0112] In this context, “the adjacent substituent R x and R y "cannot be connected to form a ring" is intended to mean that any two adjacent substituents R x and R y They cannot be connected to form a loop.

[0113] In this context, “the adjacent substituent R z and R e "cannot be connected to form a ring" is intended to mean that any two adjacent substituents R zand R e They cannot be connected to form a loop.

[0114] In this context, “the adjacent substituent R q and R w "cannot be connected to form a ring" is intended to mean that any two adjacent substituents R q and R w They cannot be connected to form a loop.

[0115] According to one embodiment of the present invention, Z1-Z4 are selected from CR z .

[0116] According to one embodiment of the present invention, each time E1-E4 appears, it is selected from CR e .

[0117] According to one embodiment of the present invention, each time V1-V4 appears, it is selected from C or CR in the same or different manner. v , V5-V8 are selected from CR in the same or different manner each time they appear v , and one of V1-V4 is selected from C and is connected to the triazine shown in Formula 1.

[0118] According to one embodiment of the present invention, each occurrence of X1-X4 is selected from C or CR x .

[0119] According to one embodiment of the present invention, each time Q1-Q3 appears, it is selected from CR q .

[0120] According to one embodiment of the present invention, W1 and W2 are selected from CR w .

[0121] According to one embodiment of the present invention, V4 is selected from C and is connected to the triazine shown in Formula 1.

[0122] According to one embodiment of the present invention, X2 or X3 is selected from C and has the structure shown in Formula 1 connected.

[0123] According to one embodiment of the present invention, X3 is selected from C and is in the structure shown in Formula 1 connected.

[0124] According to one embodiment of the present invention, wherein the R xEach occurrence 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 alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-20 carbon atoms, substituted or unsubstituted heteroaryl having 3-20 carbon atoms, and combinations thereof.

[0125] According to one embodiment of the present invention, wherein the R x Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, fluorine, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, and combinations thereof.

[0126] According to one embodiment of the present invention, wherein the R x Each occurrence 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 alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-20 carbon atoms, and combinations thereof.

[0127] According to one embodiment of the present invention, wherein the R x Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, fluorine, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, and combinations thereof.

[0128] According to one embodiment of the present invention, wherein the R yEach occurrence is identically or differently selected 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 Alkynyl, 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, substituted or unsubstituted alkylgermanyl having 3-20 carbon atoms, substituted or unsubstituted arylgermanyl having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof having 0-20 carbon atoms; and the ring atoms in the heteroaryl do not include N atoms.

[0129] According to one embodiment of the present invention, wherein the R y , R z , R e and R v Each occurrence 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 alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-20 carbon atoms, substituted or unsubstituted heteroaryl having 3-20 carbon atoms, cyano, and combinations thereof.

[0130] According to one embodiment of the present invention, wherein the R y , R z , R e and R v Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, fluorine, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, cyano, and combinations thereof.

[0131] According to one embodiment of the present invention, wherein the R yEach occurrence is identically or differently selected 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 alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 20 carbon atoms, cyano, and combinations thereof.

[0132] According to one embodiment of the present invention, wherein the R y Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, fluorine, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, cyano, and combinations thereof.

[0133] According to one embodiment of the present invention, wherein the R y Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, and combinations thereof.

[0134] According to one embodiment of the present invention, wherein the R q Each occurrence 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 alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-20 carbon atoms, substituted or unsubstituted heteroaryl having 3-20 carbon atoms, cyano, and combinations thereof.

[0135] According to one embodiment of the present invention, wherein the R q Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, and combinations thereof.

[0136] According to one embodiment of the present invention, wherein the R q Each occurrence 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 alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-12 carbon atoms, substituted or unsubstituted heteroaryl having 3-10 carbon atoms, cyano, and combinations thereof.

[0137] According to one embodiment of the present invention, wherein the R qEach occurrence is identically or differently selected from the group consisting of substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, and combinations thereof.

[0138] According to one embodiment of the present invention, wherein the R w Each occurrence is identically or differently selected 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 heteroaryl having 3 to 20 carbon atoms, cyano, and combinations thereof.

[0139] According to one embodiment of the present invention, wherein the R w Each occurrence is identically or differently selected from the group consisting of: hydrogen, deuterium, cyano.

[0140] According to one embodiment of the present invention, at least one of V1-V8 is selected from CR v , and the R v Each occurrence is identically or differently selected from substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, or a combination thereof.

[0141] According to one embodiment of the present invention, at least one of V5-V8 is selected from CR v , and the R v Each occurrence is identically or differently selected from substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, or a combination thereof.

[0142] According to one embodiment of the present invention, at least one of V5, V6 or V8 is selected from CR v , and the R vThe alkyl radicals are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl radicals having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl radicals having 3 to 20 ring atoms, substituted or unsubstituted aralkyl radicals having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy radicals having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy radicals having 6 to 30 carbon atoms, substituted or unsubstituted alkene radicals having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 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.

[0143] According to one embodiment of the present invention, the compound is selected from the group consisting of Compound A-1 to Compound A-445, and the specific structures of Compound A-1 to Compound A-445 are shown in Claim 10.

[0144] According to one embodiment of the present invention, the hydrogen in the structures of Compound A-1 to Compound A-445 can be partially or completely replaced by deuterium.

[0145] According to one embodiment of the present invention, an organic electroluminescent device is disclosed, comprising: an anode, a cathode, and an organic layer disposed between the anode and the cathode, wherein the organic layer comprises the compound described in any one of the aforementioned embodiments.

[0146] According to one embodiment of the present invention, in the organic electroluminescent device, the organic layer containing the compound is a light-emitting layer, and the compound is a host compound.

[0147] According to one embodiment of the present invention, in the organic electroluminescent device, the organic layer containing the compound is an electron transport layer, and the compound is an electron transport compound.

[0148] According to one embodiment of the present invention, in the organic electroluminescent device, the organic layer containing the compound is a hole blocking layer, and the compound is a hole blocking compound.

[0149] According to one embodiment of the present invention, the light-emitting layer further comprises a second main compound, which comprises at least one chemical group selected from the group consisting of benzene, pyridine, pyrimidine, triazine, carbazole, azacarbazole, indolecarbazole, dibenzothiophene, azadibenzothiophene, dibenzofuran, azadibenzofuran, dibenzoselenophene, triphenylene, azatriphenylene, fluorene, silylate, naphthalene, quinoline, isoquinoline, quinazoline, quinoxaline, phenanthrene, azaphenanthrene, and combinations thereof.

[0150] According to one embodiment of the present invention, the second host compound comprises at least one chemical group selected from the group consisting of benzene, carbazole, indolecarbazole, fluorene, silylfluorene, and combinations thereof.

[0151] According to one embodiment of the present invention, the second host compound has a structure represented by Formula 2 or Formula 3:

[0152]

[0153] in,

[0154] Each occurrence of T is selected from C, CR t or N;

[0155] G is selected, identically or differently, from C(R g )2. NR g , O or S; when multiple R g When multiple R g Same or different;

[0156] L T Each occurrence is identically or differently selected from a single bond, a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkylene group having 3 to 20 carbon atoms, 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;

[0157] R t , R gEach occurrence is identically or differently selected 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 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 arylsilyl 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, substituted or unsubstituted amino groups having 0 to 20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, mercapto groups, hydroxyl groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof;

[0158] Ar1 and Ar2 are identically or differently selected at each occurrence from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, or combinations thereof;

[0159] Adjacent substituent R t , R g Can optionally be linked to form a ring.

[0160] In this context, “the adjacent substituent R t , R g "can optionally be linked to form a ring" is intended to mean that adjacent groups of substituents, for example, two adjacent substituents R t Between two adjacent substituents R g Between, and adjacent substituents R t and R g Any one or more of these substituent groups can be connected to form a ring. Obviously, for those skilled in the art, these adjacent substituent groups can also not be connected to form a ring.

[0161] According to one embodiment of the present invention, the second host compound has a formula of 2-a to 2-j, a formula of 3-a to

[0162] The structure represented by one of formula 3-f:

[0163]

[0164]

[0165] in,

[0166] Each occurrence of T is selected from CR t or N;

[0167] G is selected, identically or differently, from C(R g )2. NR g , O or S; when multiple R g When multiple R g Same or different;

[0168] L T Each occurrence is identically or differently selected from a single bond, a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkylene group having 3 to 20 carbon atoms, 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;

[0169] R t , R g Each occurrence is identically or differently selected 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 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 arylsilyl 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, substituted or unsubstituted amino groups having 0 to 20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, mercapto groups, hydroxyl groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof;

[0170] Ar1 and Ar2 are identically or differently selected at each occurrence from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, or combinations thereof;

[0171] Adjacent substituent R t , Rg Can optionally be linked to form a ring.

[0172] According to one embodiment of the present invention, the second host compound is selected from the group consisting of compound PH-1 to compound PH-114:

[0173]

[0174]

[0175]

[0176]

[0177]

[0178]

[0179]

[0180]

[0181]

[0182]

[0183] According to one embodiment of the present invention, the light-emitting layer further comprises at least one metal complex having M(L a ) m (L b ) n (L c ) q The general formula of

[0184] The metal M is selected from metals with a relative atomic mass greater than 40;

[0185] L a , L b and L c are the first ligand, the second ligand and the third ligand coordinated with the metal M, respectively, a , L b , L c Can be the same or different;

[0186] L a , L b and L c can optionally be linked to form a multidentate ligand;

[0187] m is 1, 2 or 3; n is 0, 1 or 2; q is 0, 1 or 2; the sum of m, n, q is equal to the oxidation state of metal M; when m is greater than or equal to 2, multiple La can be the same or different; when n is 2, the two L b can be the same or different; when q is 2, the two L c Can be the same or different;

[0188] Ligand L a It has a structure as shown in Formula 4:

[0189]

[0190] Ring A1 and Ring A2 are identically or differently selected at each occurrence from a substituted or unsubstituted aromatic ring having 5 to 30 ring atoms, a substituted or unsubstituted heteroaromatic ring having 5 to 30 ring atoms, or a combination thereof;

[0191] P1 and P2 are selected, identically or differently, from C or N at each occurrence;

[0192] D1 and D2 are each identically or differently selected from a single bond, O or S;

[0193] L1 is selected from the group consisting of a single bond, BR', CR'R', NR', O, SiR'R', PR', S, GeR'R', Se, substituted or unsubstituted vinylene, ethynylene, substituted or unsubstituted arylene having 6 to 30 carbon atoms, substituted or unsubstituted heteroarylene having 5 to 30 carbon atoms, and combinations thereof; when two R' are present at the same time, the two R's are the same or different;

[0194] R 11 and R 12 Each occurrence of the same or different means mono-, poly- or no-substitution;

[0195] R 11 , R 12, 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;

[0196] Adjacent substituent R 11 , R 12 , R' can be optionally linked to form a ring;

[0197] Ligand L b and L c Each occurrence is identically or differently selected from monoanionic bidentate ligands.

[0198] In this embodiment, "the adjacent substituent R 11 , R 12 , R' can optionally be linked to form a ring", is intended to mean that adjacent groups of substituents, for example, adjacent substituents R 11 Between adjacent substituents R 12 between adjacent substituents R', and between adjacent substituents R 11 and R 12 Any one or more of these substituent groups may be connected to form a ring. Obviously, none of these substituent groups may be connected to form a ring.

[0199] According to one embodiment of the present invention, the ligand L b and L c Each occurrence is identically or differently selected from the group consisting of:

[0200]

[0201] in,

[0202] R a and R b Each occurrence is identical or different and indicates mono-, poly-, or unsubstituted;

[0203] X b Each occurrence is identically or differently selected from the group consisting of: O, S, Se, NR N1 and CR C1 R C2 ;

[0204] X c and X d Each occurrence is identically or differently selected from the group consisting of: O, S, Se and NR N2 ;

[0205] R a , R b , R c , R N1 , R N2 , R C1 and R C2 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;

[0206] Adjacent substituent R a , R b , R c , R N1 , R N2 , R C1 and R C2 Can optionally be linked to form a ring.

[0207] In this embodiment, the adjacent substituent R a , R b , R c , R N1 , R N2 , R C1 and R C2 can be optionally linked to form a ring, which is intended to represent adjacent substituent groups, for example, two substituents R a Between the two substituents R b Between the two substituents R c Between, the substituent R a and R b Between, the substituent R a and R c Between, the substituent R b and R c Between, the substituent R a and R N1 Between, the substituent R b and R N1 Between, the substituent R a and R C1 Between, the substituent R a and R C2 Between, the substituent R b and R C1 Between, the substituent R b and R C2 Between, the substituent R a and R N2 Between, the substituent R b and R N2 Between, and R C1 and R C2 Any one or more of these substituent groups may be linked to form a ring. For example, The adjacent substituent R a , R b Can be optionally linked to form a ring, which can form one or more of the following structures including but not limited to:

[0208] Wherein W is selected from O, S, Se, NR w or CR w R w ; wherein said R w , R a ', R b ' is defined in the same way as R a Obviously, these substituents may not be connected to form a ring.

[0209] According to one embodiment of the present invention, the metal M is selected from the group consisting of Cu, Ag, Au, Ru, Rh, Pd, Os, Ir and Pt each time it appears, the same or different.

[0210] According to one embodiment of the present invention, the metal M is selected from Pt or Ir, the same or different each time it occurs.

[0211] According to one embodiment of the present invention, the metal complex has M(L a1 ) j (L b1 ) k The general structure of, wherein M is selected from metals with a relative atomic mass greater than 40;

[0212] L a1 , L b1 are the first ligand and the second ligand coordinated with the M respectively; L a1 , L b1 can optionally be linked to form a multidentate ligand;

[0213] j is 1, 2 or 3; k is 0, 1 or 2; the sum of j and k is equal to the oxidation state of the M; when j is greater than or equal to 2, multiple L a1 can be the same or different; when k is 2, the two L b1 Can be the same or different;

[0214] The L a1 It has a structure as shown in Formula 4-1:

[0215]

[0216] in,

[0217] Ring F is selected from a 5-membered heteroaromatic ring or a 6-membered heteroaromatic ring;

[0218] Ring E is selected from a 5-membered unsaturated carbon ring, a benzene ring, a 5-membered heteroaromatic ring or a 6-membered heteroaromatic ring;

[0219] Ring F and ring E are fused via U1 and U2;

[0220] U1 and U2 are selected from C or N at each occurrence, identically or differently;

[0221] R F , R E Each occurrence of the same or different means mono-, poly- or no-substitution;

[0222] Each occurrence of Y is selected from CR Y or N;

[0223] R F , R E , RY Each occurrence is identically or differently selected 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 cycloalkyl having 6 to 30 carbon atoms Aryloxy, substituted or unsubstituted alkenyl 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 arylsilyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0224] Adjacent substituent R F , R E , R Y can optionally be linked to form a ring;

[0225] The ligand L b1 It has a structure as shown in Formula 4-2:

[0226]

[0227] Among them, R 21 To R 27each independently 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 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 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 arylsilyl 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, substituted or unsubstituted amino groups, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphino groups having 0 to 20 carbon atoms, and combinations thereof.

[0228] In this context, adjacent substituents R F , R E , R Y can be optionally connected to form a ring, which is intended to indicate that when there is a substituent R F , Substituent R E , Substituent R Y When adjacent substituent groups, such as adjacent substituents R F Between and adjacent substituents R E Between and adjacent substituents R Y Between and adjacent substituents R F With R E Between and adjacent substituents R F With R Y Between and adjacent substituents R E With R Y Any one or more of these adjacent substituent groups can be linked to form a ring. F , Substituent R E , Substituent R Y When the substituent groups are not linked to form a ring.

[0229] According to one embodiment of the present invention, in Formula 4-2, R 21 -R 23At least one of them is selected from 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, or a combination thereof; and / or R 24 -R 26 At least one of them is selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, or a combination thereof.

[0230] According to one embodiment of the present invention, in Formula 4-2, R 21 -R 23 At least two of them are selected from substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl groups having 1 to 20 carbon atoms, or combinations thereof; and / or R 24 -R 26 At least two of them are selected from substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl groups having 1 to 20 carbon atoms, or combinations thereof.

[0231] According to one embodiment of the present invention, in Formula 4-2, R 21 -R 23 At least two of them are selected from substituted or unsubstituted alkyl having 2 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 2 to 20 carbon atoms, or a combination thereof at each occurrence; and / or R 24 -R 26 At least two of the above are selected, at each occurrence, identically or differently, from substituted or unsubstituted alkyl having 2 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 2 to 20 carbon atoms, or a combination thereof.

[0232] According to one embodiment of the present invention, the metal complex has Ir(L a1 )2(L b1 ) has the general structure.

[0233] According to one embodiment of the present invention, the metal complex is an Ir metal complex and contains a ligand L a1 , the L a1 The compound has a structure as shown in Formula 4-1 and comprises at least one structural unit selected from the group consisting of a 6-membered and 6-membered aromatic ring, a 6-membered and 6-membered heteroaromatic ring, a 6-membered and 5-membered aromatic ring and a 6-membered and 5-membered heteroaromatic ring.

[0234] According to one embodiment of the present invention, the metal complex is an Ir metal complex and contains a ligand L a1 , the L a1 The compound has a structure as shown in Formula 4-1 and contains at least one structural unit selected from the group consisting of naphthalene, phenanthrene, quinoline, isoquinoline and azaphenanthrene.

[0235] According to one embodiment of the present invention, the metal complex has a structure represented by Formula 4-3:

[0236]

[0237] in,

[0238] The metal M is selected from metals having a relative molecular mass greater than 40, either identically or differently each time it occurs;

[0239] Ring A1-A4 is selected, at each occurrence, identically or differently, from a substituted or unsubstituted aromatic ring having 6 to 30 ring atoms, a substituted or unsubstituted heteroaromatic ring having 5 to 30 ring atoms, or a combination thereof;

[0240] L1-L4 are selected from the group consisting of a single bond, BR', CR'R', NR', O, SiR'R', PR', S, GeR'R', Se, substituted or unsubstituted vinylene, ethynylene, substituted or unsubstituted arylene having 6 to 30 carbon atoms, substituted or unsubstituted heteroarylene having 5 to 30 carbon atoms, and combinations thereof at each occurrence; when two R' are present at the same time, the two R' are the same or different;

[0241] P1-P4 are selected from C or N at each occurrence, identically or differently;

[0242] D1-D4 are selected identically or differently at each occurrence from a single bond, O or S;

[0243] R 11 -R 14 Each occurrence of the same or different means mono-, poly- or no-substitution;

[0244] R 11 -R 14, 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;

[0245] Adjacent substituent R 11 -R 14 , R' can be optionally linked to form a ring.

[0246] In this embodiment, "the adjacent substituent R 11 -R 14 , R' can optionally be linked to form a ring", is intended to mean that adjacent groups of substituents, for example, adjacent substituents R 11 Between adjacent substituents R 12 Between adjacent substituents R 13 Between adjacent substituents R 14 Between adjacent substituents R', any one or more of these substituent groups can be connected to form a ring. Obviously, these substituents can also not be connected to form a ring.

[0247] According to one embodiment of the present invention, the metal complex has Ir(L a ) m (L b ) 3-m The general structure of

[0248] The structure represented by formula 4-4:

[0249]

[0250] in,

[0251] m is 0, 1, 2 or 3; when m is 2 or 3, multiple L a The same or different; when m is 0 or 1, multiple L b Same or different;

[0252] Each occurrence of T1-T6 is the same or different selection from CR T or N;

[0253] R a , R b and R d Each occurrence is identical or different and indicates mono-, poly-, or unsubstituted;

[0254] R a , R b , R d and R T 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 mercapto group, a hydroxyl group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;

[0255] Adjacent substituent R a , R b can optionally be linked to form a ring;

[0256] Adjacent substituent R d , R T Can optionally be linked to form a ring.

[0257] In this embodiment, "the adjacent substituent R a , R b "can optionally be linked to form a ring" is intended to mean that adjacent groups of substituents, for example, two adjacent substituents R aBetween two adjacent substituents R b Between, and adjacent substituents R a and R b Any one or more of these substituent groups may be connected to form a ring. Obviously, none of these substituent groups may be connected to form a ring.

[0258] In this embodiment, "the adjacent substituent R d , R T "can optionally be linked to form a ring" is intended to mean that adjacent groups of substituents, for example, two adjacent substituents R T Between two adjacent substituents R d Any one or more of these substituent groups may be connected to form a ring. Obviously, none of these substituent groups may be connected to form a ring.

[0259] According to one embodiment of the present invention, at least one of T1-T6 is selected from CR T , and the R T is selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

[0260] According to one embodiment of the present invention, at least one of T1-T6 is selected from CR T , and the R T It is fluorine or cyano.

[0261] According to one embodiment of the present invention, at least one of T1-T4 is selected from CR T , and the R T It is fluorine or cyano.

[0262] According to one embodiment of the present invention, at least two of T1-T6 are selected from CR T , and one of the R T is fluorine or cyano, the other R T The group is selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

[0263] According to one embodiment of the present invention, each time T1-T6 appears, it is selected from CR T Or N, and at least one of T1-T6 is selected from N, for example, one or two of T1-T6 are selected from N.

[0264] According to one embodiment of the present invention, the metal complex is selected from the group consisting of:

[0265]

[0266]

[0267]

[0268]

[0269]

[0270] According to one embodiment of the present invention, a compound composition is disclosed, which includes a compound having a structure shown in Formula 1, and the specific structure of the compound is shown in any of the aforementioned embodiments.

[0271] Combination with other materials

[0272] 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.

[0273] 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.

[0274] In the embodiment of material synthesis, unless otherwise stated, all reactions are carried out under nitrogen protection. All reaction solvents are anhydrous and used as they are from commercial sources. The synthetic product uses one or more conventional equipment in the art (including but not limited to Bruker's nuclear magnetic resonance instrument, Shimadzu's liquid chromatograph, liquid chromatography-mass spectrometer, gas chromatography-mass spectrometer, differential scanning calorimeter, Shanghai Lingguang Technology's fluorescence spectrophotometer, Wuhan Cost's electrochemical workstation, Anhui Bei Yi Ke's sublimator, etc.), and the structure is confirmed and the characteristics are tested by methods well known to those skilled in the art. In the embodiment of the device, the characteristics of the device are also tested by methods well known to those skilled in the art using conventional equipment in the art (including but not limited to Angstrom Engineering's evaporation machine, Suzhou Fushida's optical test system, life test system, Beijing Liangtuo's ellipsometer, etc.). Since those skilled in the art are aware of the use of the above-mentioned equipment, test methods and other related contents, it is possible to obtain the inherent data of the sample with certainty and without being affected, so the above-mentioned related contents are no longer expanded in this patent.

[0275] Material synthesis example:

[0276] The preparation method of the compound of the present invention is not limited, and the following compounds are typically but not limitedly exemplified, and their synthetic routes and preparation methods are as follows:

[0277] Synthesis Example 1: Synthesis of Compound A-7

[0278] Step 1: Synthesis of Intermediate C

[0279]

[0280] In a three-necked round-bottom flask, add intermediate A (60.0 g, 199.4 mmol), intermediate B (29.2 g, 239.2 mmol), Pd(PPh3)4 (2.3 g, 2.0 mmol), K2CO3 (55.0 g, 398.8 mmol), 400 mL toluene, 100 mL EtOH and 100 mL H2O in sequence. Under N2 protection, heat and reflux overnight. Confirm the end of the reaction by TLC, stop heating, and cool to room temperature. The reaction solution was separated, the aqueous phase was extracted with DCM, and the organic phases were combined. The organic phase was dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography (PE) to obtain a colorless oily intermediate C (47.3 g, 188.4 mmol) with a yield of 94.5%.

[0281] Step 2: Synthesis of Intermediate D

[0282]

[0283] In a three-necked round-bottom flask, add intermediate C (47.3g, 188.4mmol), diboronic acid pinacol ester (62.2g, 244.9mmol), Pd(dppf)Cl2 (2.8g, 3.77mmol), KOAc (37.0g, 376.8mmol) and 600mL 1,4-dioxane. Under N2 protection, heat and reflux overnight. Confirm the end of the reaction by TLC, stop heating, and cool to room temperature. The reaction system is filtered through diatomaceous earth, and the filtrate is concentrated under reduced pressure to obtain a crude product. The crude product is purified by silica gel column chromatography (PE / DCM=5:1 to 2:1) to obtain a white solid intermediate D (46.0g, 154.3mmol) with a yield of 81.9%.

[0284] Step 3: Synthesis of Intermediate F

[0285]

[0286] In a three-necked round-bottom flask, add intermediate E (2.2g, 5.88mmol), intermediate D (1.75g, 5.88mmol), Pd(PPh3)4 (0.14g, 0.12mmol), K2CO3 (1.6g, 11.8mmol), 40mL toluene, 10mL EtOH and 10mL H2O in sequence. Under N2 protection, heat and reflux overnight. Confirm the end of the reaction by TLC, stop heating, and cool to room temperature. A large amount of solid precipitated in the reaction solution, filtered, and the obtained solid was washed with water and ethanol in turn to obtain a crude product. The crude product was recrystallized from toluene and washed with ethanol to obtain a white solid intermediate F (2.3g, 4.5mmol) with a yield of 76.5%.

[0287] Step 4: Synthesis of compound A-7

[0288]

[0289] In a three-necked round-bottom flask, add intermediate F (2.3g, 4.5mmol), intermediate G (0.83g, 4.95mmol), cesium carbonate (2.9g, 9.0mmol) and 50mL DMF in sequence. Under N2 protection, heat and reflux overnight. Confirm the end of the reaction by TLC, stop heating, and cool to room temperature. Pour the reaction solution into a large amount of water, precipitate a large amount of solid, and filter under reduced pressure to obtain a crude product. The crude product is purified by silica gel column chromatography (PE / DCM=10:1 to 3:1) to obtain a light yellow solid (1.1g, 1.67mmol), with a yield of 37.1%. The product is confirmed to be the target product A-7, with a molecular weight of 656.2.

[0290] Synthesis Example 2: Synthesis of Compound A-11

[0291] Step 1: Synthesis of Intermediate I

[0292]

[0293] In a three-necked round-bottom flask, add intermediate H (2.2g, 5.88mmol), intermediate D (1.75g, 5.88mmol), Pd(PPh3)4 (0.14g, 0.12mmol), K2CO3 (1.6g, 11.8mmol), 40mL toluene, 10mL EtOH and 10mL H2O in sequence. Under N2 protection, heat and reflux overnight. Confirm the end of the reaction by TLC, stop heating, and cool to room temperature. A large amount of solid precipitated in the reaction solution, filtered, and the obtained solid was washed with water and ethanol in turn to obtain a crude product. The crude product was recrystallized from toluene and washed with ethanol to obtain a white solid intermediate I (2.5g, 4.9mmol) with a yield of 83.3%.

[0294] Step 2: Synthesis of compound A-11

[0295]

[0296] In a three-necked round-bottom flask, add intermediate I (2.3g, 4.5mmol), intermediate G (0.9g, 5.4mmol), cesium carbonate (3.2g, 9.8mmol) and 50mL DMF in sequence. Under N2 protection, heat and reflux overnight. Confirm the end of the reaction by TLC, stop heating, and cool to room temperature. Pour the reaction solution into a large amount of water, precipitate a large amount of solid, and filter under reduced pressure to obtain a crude product. The crude product is purified by silica gel column chromatography (PE / DCM=10:1 to 3:1) to obtain a light yellow solid (1.5g, 2.3mmol), with a yield of 56.4%. The product is confirmed to be the target product A-11, with a molecular weight of 656.2.

[0297] Synthesis Example 3: Synthesis of Compound A-15

[0298] Step 1: Synthesis of Intermediate K

[0299]

[0300] In a three-necked round-bottom flask, add intermediate J (5.0 g, 13.4 mmol), intermediate D (4.0 g, 13.4 mmol), Pd (PPh3) 4 (0.31 g, 0.27 mmol), K2CO3 (3.7 g, 26.8 mmol), 40 mL toluene, 10 mL EtOH and 10 mL H2O in sequence. Under N2 protection, heat and reflux overnight. Confirm the end of the reaction by TLC, stop heating, and cool to room temperature. A large amount of solid precipitated in the reaction solution, filtered, and the obtained solid was washed with water and ethanol in turn to obtain a crude product. The crude product was recrystallized from toluene and washed with ethanol to obtain a white solid intermediate K (4.8 g, 9.4 mmol) with a yield of 70.1%.

[0301] Step 2: Synthesis of compound A-15

[0302]

[0303] In a three-necked round-bottom flask, add intermediate K (4.8 g, 9.4 mmol), intermediate G (1.7 g, 10.3 mmol), cesium carbonate (6.1 g, 18.8 mmol) and 50 mL DMF in sequence. Under N2 protection, heat and reflux overnight. Confirm the end of the reaction by TLC, stop heating, and cool to room temperature. Pour the reaction solution into a large amount of water, precipitate a large amount of solid, and filter under reduced pressure to obtain a crude product. The crude product is purified by silica gel column chromatography (PE / DCM=10:1 to 3:1) to obtain a light yellow solid (3.5 g, 5.3 mmol), with a yield of 56.4%. The product is confirmed to be the target product A-15, with a molecular weight of 656.2.

[0304] Synthesis Example 4: Synthesis of Compound A-47

[0305] Step 1: Synthesis of intermediate M

[0306]

[0307] In a three-necked round-bottom flask, add intermediate L (4.5g, 10.0mmol), intermediate D (3.0g, 10.0mmol), Pd(PPh3)4 (0.23g, 0.20mmol), K2CO3 (2.8g, 20.0mmol), 40mL toluene, 10mL EtOH and 10mL H2O in sequence. Under N2 protection, heat and reflux overnight. Confirm the end of the reaction by TLC, stop heating, and cool to room temperature. A large amount of solid precipitated in the reaction solution, filtered, and the obtained solid was washed with water and ethanol in turn to obtain a crude product. The crude product was recrystallized from toluene and washed with ethanol to obtain a white solid intermediate M (4.2g, 5.73mmol) with a yield of 57.3%.

[0308] Step 2: Synthesis of Compound A-47

[0309]

[0310] In a three-necked round-bottom flask, add intermediate M (2.2g, 3.76mmol), intermediate G (0.75g, 4.51mmol), cesium carbonate (2.45g, 7.52mmol) and 50mL DMF in sequence. Under N2 protection, heat and reflux overnight. Confirm the end of the reaction by TLC, stop heating, and cool to room temperature. Pour the reaction solution into a large amount of water, precipitate a large amount of solid, and filter under reduced pressure to obtain a crude product. The crude product is purified by silica gel column chromatography (PE / DCM=10:1 to 1:1) to obtain a light yellow solid (1.5g, 2.05mmol), with a yield of 54.5%. The product is confirmed to be the target product A-47, with a molecular weight of 732.2.

[0311] Synthesis Example 5: Synthesis of Compound A-63

[0312] Step 1: Synthesis of intermediate O

[0313]

[0314] In a three-necked round-bottom flask, add intermediate N (4.5g, 10.0mmol), intermediate D (3.0g, 10.0mmol), Pd(PPh3)4 (0.23g, 0.20mmol), K2CO3 (2.8g, 20.0mmol), 40mL toluene, 10mL EtOH and 10mL H2O in sequence. Under N2 protection, heat and reflux overnight. Confirm the end of the reaction by TLC, stop heating, and cool to room temperature. A large amount of solid precipitated in the reaction solution, filtered, and the obtained solid was washed with water and ethanol in turn to obtain a crude product. The crude product was recrystallized from toluene and washed with ethanol to obtain a white solid intermediate O (4.2g, 5.73mmol), with a yield of 57.3%.

[0315] Step 2: Synthesis of Compound A-63

[0316]

[0317] In a three-necked round-bottom flask, add intermediate O (2.2g, 3.76mmol), intermediate G (0.75g, 4.51mmol), cesium carbonate (2.45g, 7.52mmol) and 50mL DMF in sequence. Under N2 protection, heat and reflux overnight. Confirm the end of the reaction by TLC, stop heating, and cool to room temperature. Pour the reaction solution into a large amount of water, precipitate a large amount of solid, and filter under reduced pressure to obtain a crude product. The crude product is purified by silica gel column chromatography (PE / DCM=10:1 to 1:1) to obtain a light yellow solid (1.5g, 2.05mmol), with a yield of 54.5%. The product is confirmed to be the target product A-63, with a molecular weight of 732.2.

[0318] Synthesis Example 6: Synthesis of Compound A-85

[0319] Step 1: Synthesis of Intermediate Q

[0320]

[0321] In a three-necked round-bottom flask, add intermediate D (20.9 g, 70.0 mmol), intermediate P (20.6 g, 91.0 mmol), Pd (PPh3) 4 (0.8 g, 0.7 mmol), Na2CO3 (14.8 g, 140.0 mmol), 280 mL THF and 70 mL H2O in sequence. Under N2 protection, heat and reflux overnight. Confirm the end of the reaction by TLC, stop heating, and cool to room temperature. The reaction solution was separated, the aqueous phase was extracted with DCM, and the organic phases were combined. The organic phase was dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure to obtain a crude product. The crude product was purified by silica gel column chromatography (PE / DCM = 10:1 to 8:1) to obtain a white solid intermediate Q (22.0 g, 60.8 mmol) with a yield of 86.9%.

[0322] Step 2: Synthesis of Intermediate S

[0323]

[0324] In a three-necked round-bottom flask, add intermediate Q (3.18 g, 8.8 mmol), intermediate R (2.68 g, 8.8 mmol), Pd (PPh3) 4 (0.30 g, 0.26 mmol), K2CO3 (2.43 g, 17.6 mmol), 48 mL toluene, 12 mL EtOH and 12 mL H2O in sequence. Under N2 protection, heat and reflux overnight. Confirm the end of the reaction by TLC, stop heating, and cool to room temperature. A large amount of solid precipitated in the reaction solution, filtered, and the obtained solid was washed with water and ethanol in turn to obtain a crude product. The crude product was recrystallized from toluene and washed with ethanol to obtain a white solid intermediate S (3.9 g, 6.66 mmol) with a yield of 75.7%.

[0325] Step 3: Synthesis of Compound A-85

[0326]

[0327] In a three-necked round-bottom flask, add intermediate S (3.9 g, 6.66 mmol), intermediate G (1.22 g, 7.32 mmol), cesium carbonate (4.34 g, 13.32 mmol) and 60 mL DMF in sequence. Under N2 protection, heat and reflux overnight. Confirm the end of the reaction by TLC, stop heating, and cool to room temperature. Pour the reaction solution into a large amount of water, precipitate a large amount of solid, and filter under reduced pressure to obtain a crude product. The crude product is purified by silica gel column chromatography (PE / DCM=10:1 to 2:1) to obtain a light yellow solid (3.8 g, 5.18 mmol), with a yield of 77.9%. The product is confirmed to be the target product A-85, with a molecular weight of 732.2.

[0328] Synthesis Example 7: Synthesis of Compound A-112

[0329] Step 1: Synthesis of Intermediate V

[0330]

[0331] In a three-necked round-bottom flask, add intermediate T (3.6 g, 10.0 mmol), intermediate U (3.7 g, 10.0 mmol), Pd (PPh3) 4 (0.23 g, 0.2 mmol), K2CO3 (2.8 g, 20.0 mmol), 40 mL toluene, 10 mL EtOH and 10 mL H2O in sequence. Under N2 protection, heat and reflux overnight. Confirm the end of the reaction by TLC, stop heating, and cool to room temperature. A large amount of solid precipitated in the reaction solution, filtered, and the obtained solid was washed with water and ethanol in turn to obtain a crude product. The crude product was recrystallized from toluene and washed with ethanol to obtain a white solid intermediate V (3.6 g, 6.15 mmol) with a yield of 61.5%.

[0332] Step 2: Synthesis of Compound A-112

[0333]

[0334] In a three-necked round-bottom flask, add intermediate V (3.6 g, 6.15 mmol), intermediate G (1.1 g, 6.76 mmol), cesium carbonate (4.0 g, 12.3 mmol) and 50 mL DMF in sequence. Under N2 protection, heat and reflux overnight. Confirm the end of the reaction by TLC, stop heating, and cool to room temperature. Pour the reaction solution into a large amount of water, precipitate a large amount of solid, and filter under reduced pressure to obtain a crude product. The crude product is purified by silica gel column chromatography (PE / DCM=10:1 to 3:1) to obtain a light yellow solid (2.9 g, 3.96 mmol), with a yield of 64.4%. The product is confirmed to be the target product A-112, with a molecular weight of 732.2.

[0335] Those skilled in the art should be aware that the above preparation method is only an illustrative example, and those skilled in the art can obtain other compound structures of the present invention by improving it.

[0336] The preparation method of the electroluminescent device is not limited. The preparation method of the following embodiment is only an example and should not be construed as limiting. A person skilled in the art can reasonably improve the preparation method of the following embodiment based on the prior art. For example, the ratio of various materials in the light-emitting layer is not particularly limited. A person skilled in the art can reasonably select within a certain range based on the prior art. For example, based on the total weight of the light-emitting layer material, the main material can account for 80%-99%, and the light-emitting material can account for 1%-20%; or the main material can account for 90%-99%, and the light-emitting material can account for 1%-10%; or the main material can account for 95%-99%, and the light-emitting material can account for 1%-5%. In addition, the main material can be one or two materials, and the ratio of the two main materials to the main material can be 99:1 to 1:99; or, the ratio can be 80:20 to 20:80; or, the ratio can be 60:40 to 40:60.

[0337] Device Embodiment

[0338] Device Example 1

[0339] 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 -8 Compound HT and compound HT1 were co-deposited as a hole injection layer (HIL, weight ratio 97:3) with a thickness of Compound HT was used as a hole transport layer (HTL) with a thickness of Compound PH-23 was used as an electron blocking layer (EBL) with a thickness of Then, compound GD1 was doped into compound PH-23 and compound A-15 of the present invention, and co-evaporated to form an emitting layer (EML, weight ratio 6:56:38) 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 as an electron transport layer (ETL, weight ratio 40:60) with a thickness of Finally, 1 nm thick 8-hydroxyquinoline-lithium (Liq) was evaporated as an electron injection layer, and 120 nm of aluminum was evaporated as a cathode. The device was then transferred back to the glove box and encapsulated with a glass lid to complete the device.

[0340] Device Example 2

[0341] The preparation method of Device Example 2 is the same as that of Device Example 1, except that Compound A-47 is used instead of Compound A-15 in the light emitting layer (EML).

[0342] Device Example 3

[0343] The preparation method of device example 3 is the same as that of device example 1, except that compound A-63 is used instead of compound A-15 in the light emitting layer (EML).

[0344] Device Example 4

[0345] The preparation method of device example 4 is the same as that of device example 1, except that compound A-85 is used instead of compound A-15 in the light emitting layer (EML).

[0346] Device Example 5

[0347] The preparation method of device example 5 is the same as that of device example 1, except that compound A-112 is used instead of compound A-15 in the light emitting layer (EML).

[0348] Device Comparison Example 1

[0349] The preparation method of device comparative example 1 is the same as that of device example 1, except that compound C-1 is used instead of compound A-15 in the light emitting layer (EML).

[0350] 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.

[0351] Table 1 Partial device structures of device embodiments 1 to 5 and comparative example 1

[0352]

[0353]

[0354] The structure of the materials used in the device is shown below:

[0355]

[0356]

[0357] Table 2 shows that at 15 mA / cm 2 CIE data, driving voltage (V), external quantum efficiency (EQE), current efficiency (CE) and power efficiency (PE) measured at constant current density; and at 80mA / cm 2 Device lifetime measured at constant current density (LT97).

[0358] Table 2 Device data of Examples 1 to 5 and Comparative Example 1

[0359]

[0360] In Examples 1 to 3, the present invention compound A-15, compound A-47 and compound A-63 were used respectively, and comparative compound C-1 was used in Comparative Example 1. The difference between the present invention compound A-15, compound A-47 and compound A-63 and comparative compound C-1 is only in whether the ortho position of the phenyl group connected to triazine is substituted with a benzene ring. In the present invention compound A-15, there is no substituent on the phenyl group connected to triazine, and in the compounds A-47 and compound A-63, the phenyl group connected to triazine has a para- or meta-substituted benzene ring, while in the comparative compound C-1, the phenyl group connected to triazine has an ortho-substituted benzene ring. It can be seen from the data in Table 2 that, compared with Comparative Example 1, the driving voltages of Examples 1-3 maintain a low voltage level comparable to that of Comparative Example 1, and the EQEs are increased by 3.77%, 1.23% and 2.89%, respectively; the CEs are increased by 4.20%, 1.10% and 3.19%, respectively; and the PEs are increased by 2.03%, 1.42% and 0.75%, respectively; more importantly, the device lifespans of Examples 1-3 are unexpectedly greatly improved, by 5.2 times, 5.0 times and 4.8 times, respectively, which is very rare.

[0361] The above data indicate that the compound with a specific structure represented by Formula 1 of the present invention can maintain low voltage and improve device efficiency when applied to electroluminescent devices, and in particular can achieve an unexpectedly significant improvement in device life, thereby improving the overall performance of the device.

[0362] In Example 4 and Example 5, the present invention compound A-85 and compound A-112 are used respectively. Example 4 and Example 5 have the same low driving voltage, the same excellent device efficiency (EQE, CE, PE) and very high device life. The excellent performance of the compound with a specific structure represented by Formula 1 of the present invention is once again demonstrated.

[0363] In summary, the compounds of the present invention are applied to organic electroluminescent devices, which can maintain low voltage, improve device efficiency, and especially significantly increase device life, thereby improving the overall performance of the device and having a broad application prospect.

[0364] 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. A compound having a structure shown in Formula 1: in, U is selected from S or Se; X1-X4 are selected from C, CR in the same or different manner at each occurrence x or N, and one of X1 to X4 is selected from C, and the structure shown in Formula 1 connected; Y1-Y5 are selected from CR y ; Each time Z1-Z4 appears, they are selected from CR z or N; Each occurrence of E1-E4 is selected from CR e or N; Each occurrence of V1-V4 is selected from C, CR v or N, V5-V8 are selected from CR in the same or different manner each time they appear v or N, and one of V1-V4 is selected from C and is connected to the triazine shown in Formula 1; Each time Q1-Q3 appears, they are selected from CR q or N; W1 and W2 are selected from CR in the same or different ways at each occurrence. w or N; R x each occurrence is identically or differently selected 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, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof; R y , R z , R e , R v and R q 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; R w The alkyl radicals are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl radicals having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl radicals having 3 to 20 ring atoms, substituted or unsubstituted aralkyl radicals having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy radicals having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy radicals having 6 to 30 carbon atoms, substituted or unsubstituted alkene radicals having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl having 2-20 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, substituted or unsubstituted alkylgermanyl having 3-20 carbon atoms, substituted or unsubstituted arylgermanyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof; Adjacent substituent R x can optionally be linked to form a ring; When R y When selected from substituted or unsubstituted alkenyl groups having 2 to 20 carbon atoms, the adjacent substituent R y can optionally be linked to form a ring; Adjacent substituent R z can optionally be linked to form a ring; Adjacent substituent R e can optionally be linked to form a ring; Adjacent substituent R v can optionally be linked to form a ring; Adjacent substituent R q Can optionally be linked to form a ring.

2. The compound according to claim 1, wherein Each time Z1-Z4 appears, they are selected from CR z , E1-E4 are selected from CR in the same or different manner each time they appear e ; and / or V1-V4 are selected from C or CR at each occurrence, the same or different v , V5-V8 are selected from CR in the same or different manner each time they appear v , and one of V1-V4 is selected from C and is connected to the triazine shown in Formula 1, and / or X1-X4 is selected from C or CR at each occurrence, the same or different x ; and / or Q1-Q3 are selected from CR in the same or different manner at each occurrence q , W1 and W2 are selected from CR in the same or different ways each time they appear w .

3. The compound according to claim 1, wherein V4 is selected from C and is linked to the triazine shown in Formula 1.

4. The compound according to claim 1, wherein X2 or X3 is selected from C and has the structure shown in Formula 1 connected; Preferably, X3 is selected from C and is in the structure shown in Formula 1 connected.

5. The compound according to claim 1, wherein The R x each occurrence 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 alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-20 carbon atoms, substituted or unsubstituted heteroaryl having 3-20 carbon atoms, and combinations thereof; Preferably, the R x Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, fluorine, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, and combinations thereof.

6. The compound according to claim 1, wherein The R y , R z , R e and R v each occurrence is identically or differently selected 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 alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 20 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 20 carbon atoms, cyano, and combinations thereof; Preferably, the R y , R z , R e and R v Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, fluorine, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, cyano, and combinations thereof.

7. The compound according to claim 1, wherein The R q each occurrence is identically or differently selected 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 alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 20 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 20 carbon atoms, cyano, and combinations thereof; Preferably, the R q Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, and combinations thereof.

8. The compound according to claim 1, wherein The R w Each occurrence is identically or differently selected 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 heteroaryl having 3 to 20 carbon atoms, cyano, and combinations thereof; Preferably, the R w Each occurrence is identically or differently selected from the group consisting of: hydrogen, deuterium, cyano.

9. The compound according to claim 1, wherein At least one of V1-V8 is selected from CR v , and the R v is selected, at each occurrence, identically or differently, from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, or a combination thereof; Preferably, at least one of V5-V8 is selected from CR v , and the R v Each occurrence is identically or differently selected from substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, or a combination thereof.

10. The compound according to claim 1, wherein The compound is selected from the group consisting of: Optionally, hydrogen in the structures of Compound A-1 to Compound A-445 can be partially or completely replaced by deuterium.

11. An organic electroluminescent device, comprising: anode, cathode, and an organic layer disposed between the anode and the cathode, wherein the organic layer comprises the compound according to any one of claims 1 to 10.

12. The organic electroluminescent device of claim 11, wherein the organic layer comprising the compound is a light-emitting layer, and the compound is a main compound; or the organic layer comprising the compound is an electron transport layer, and the compound is an electron transport compound; or the organic layer comprising the compound is a hole blocking layer, and the compound is a hole blocking compound.

13. The organic electroluminescent device according to claim 12, wherein: The light-emitting layer further comprises a second host compound, wherein the second host compound comprises at least one chemical group selected from the group consisting of benzene, pyridine, pyrimidine, triazine, carbazole, azacarbazole, indolecarbazole, dibenzothiophene, azadibenzothiophene, dibenzofuran, azadibenzofuran, dibenzoselenophene, triphenylene, azatriphenylene, fluorene, silylfluorene, naphthalene, quinoline, isoquinoline, quinazoline, quinoxaline, phenanthrene, azaphenanthrene, and combinations thereof; Preferably, the second host compound comprises at least one chemical group selected from the group consisting of benzene, carbazole, indolecarbazole, fluorene, silylfluorene, and combinations thereof.

14. The organic electroluminescent device according to claim 13, wherein the second host compound has a structure represented by Formula 2 or Formula 3: in, Each occurrence of T is selected from C, CR t or N; G is selected, identically or differently, from C(R g )2. NR g , O or S; when multiple R g When multiple R g Same or different; L T Each occurrence is identically or differently selected from a single bond, a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkylene group having 3 to 20 carbon atoms, 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; R t , R g Each occurrence is identically or differently selected 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 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 arylsilyl 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, substituted or unsubstituted amino groups having 0 to 20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, mercapto groups, hydroxyl groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof; Ar1 and Ar2 are identically or differently selected at each occurrence from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, or combinations thereof; Adjacent substituent R t , R g can optionally be linked to form a ring; Preferably, the second host compound has a structure represented by one of Formula 2-a to Formula 2-j and Formula 3-a to Formula 3-f: in, Each occurrence of T is selected from CR t or N; G is selected, identically or differently, from C(R g )2. NR g , O or S; when multiple R g When multiple R g Same or different; L T Each occurrence is identically or differently selected from a single bond, a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkylene group having 3 to 20 carbon atoms, 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; R t , R g Each occurrence is identically or differently selected 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 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 arylsilyl 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, substituted or unsubstituted amino groups having 0 to 20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, mercapto groups, hydroxyl groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof; Ar1 and Ar2 are identically or differently selected at each occurrence from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, or combinations thereof; Adjacent substituent R t , R g Can optionally be linked to form a ring.

15. The organic electroluminescent device according to claim 12, wherein: The light-emitting layer further comprises at least one metal complex having M(L a ) m (L b ) n (L c ) q The general formula of The metal M is selected from metals with a relative atomic mass greater than 40; L a , L b and L c are the first ligand, the second ligand and the third ligand coordinated with the metal M, respectively, a , L b , L c Can be the same or different; L a , L b and L c can optionally be linked to form a multidentate ligand; m is 1, 2 or 3; n is 0, 1 or 2; q is 0, 1 or 2; the sum of m, n, q is equal to the oxidation state of metal M; when m is greater than or equal to 2, multiple L a can be the same or different; when n is 2, the two L b can be the same or different; when q is 2, the two L c Can be the same or different; Ligand L a It has a structure as shown in Formula 4: Ring A1 and Ring A2 are identically or differently selected at each occurrence from a substituted or unsubstituted aromatic ring having 5 to 30 ring atoms, a substituted or unsubstituted heteroaromatic ring having 5 to 30 ring atoms, or a combination thereof; P1 and P2 are selected, identically or differently, from C or N at each occurrence; D1 and D2 are identically or differently selected at each occurrence from a single bond, O or S; L1 is selected from the group consisting of a single bond, BR', CR'R', NR', O, SiR'R', PR', S, GeR'R', Se, substituted or unsubstituted vinylene, ethynylene, substituted or unsubstituted arylene having 6 to 30 carbon atoms, substituted or unsubstituted heteroarylene having 5 to 30 carbon atoms, and combinations thereof; when two R' are present at the same time, the two R's are the same or different; R 11 and R 12 Each occurrence of the same or different means mono-, poly- or no-substitution; R 11 , R 12 , 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 11 , R 12 , R' can be optionally linked to form a ring; Ligand L b and L c are selected, identically or differently on each occurrence, from monoanionic bidentate ligands; Preferably, the ligand L b and L c Each occurrence is identically or differently selected from the group consisting of: in, R a and R b Each occurrence is identical or different and indicates mono-, poly-, or unsubstituted; X b Each occurrence is identically or differently selected from the group consisting of: O, S, Se, NR N1 and CR C1 R C2 ; X c and X d Each occurrence is identically or differently selected from the group consisting of: O, S, Se and NR N2 ; R a , R b , R c , R N1 , R N2 , R C1 and R C2 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 c , R N1 , R N2 , R C1 and R C2 Can optionally be linked to form a ring.

16. A compound composition comprising the compound according to any one of claims 1 to 10.

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