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 as shown in a formula 1, can be used as a main body material in an organic electroluminescent device, and can provide better device performance, such as high efficiency and unexpected prolonged service life. Also disclosed are an organic electroluminescent device, a compound composition, and an electronic device comprising the compound.

Description

Technical Field

[0001] The present invention relates to compounds for organic electronic devices, such as organic light-emitting devices, and more particularly to a compound having a structure of Formula 1, and an organic electroluminescent device, a compound composition and an electronic device 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 plasmonic light emitting devices.

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

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

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

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

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

[0008] CN115340516A discloses a compound having the following general formula Structure, in which Ar1 is an aromatic group having 7 to 20 carbon atoms, R 3 The invention discloses a compound in which the 1-position of dibenzofuran or dibenzothiophene is connected to a benzoxazole.

[0009] However, the main materials reported so far still have room for improvement. In order to meet the industry's increasing demands, especially the demands for high device efficiency and longer device life performance, new materials still need further research and development. Summary of the invention

[0010] 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 as host materials in organic electroluminescent devices. These novel compounds can provide better device performance.

[0011] According to one embodiment of the present invention, a compound having a structure of Formula 1 is disclosed:

[0012]

[0013] in,

[0014] Z 1 Selected from CR z or N;

[0015] Z 2 Selected from O or S;

[0016] Z 3 Selected from O, S, Se, CR" 1 R” 2 ,SiR” 3 R” 4 or NR n ;

[0017] X 1 To X 4 Each occurrence is selected from CR x or N;

[0018] Y 1 To Y 3 Each occurrence is selected from CR y or N;

[0019] Y 4 To Y 7 Each occurrence is selected from C, CR, either identically or differently y or N; Y 4 To Y 7 One of them is selected from C and L 1connected;

[0020] L 1 is selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof;

[0021] Ar 1 ,Ar 2 is selected, at each occurrence, identically or differently, from substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, or a combination thereof;

[0022] R x , R y , R z , R n , R” 1 , R” 2 , R” 3 and R” 4 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;

[0023] Adjacent substituent R x can optionally be linked to form a ring;

[0024] Adjacent substituent R y Can optionally be linked to form a ring.

[0025] According to another embodiment of the present invention, an organic electroluminescent device is disclosed, which includes an anode, a cathode, and an organic layer arranged between the anode and the cathode, wherein the organic layer contains a compound having a structure of Formula 1, and the specific structure of the compound is shown in the aforementioned embodiment.

[0026] According to another embodiment of the present invention, a compound composition is also disclosed, which comprises the compound having the structure of Formula 1. The specific structure of the compound is shown in the above embodiment.

[0027] According to another embodiment of the present invention, an electronic device is disclosed, which includes an organic electroluminescent device. The specific structure of the organic electroluminescent device is as shown in the above embodiment.

[0028] The novel compounds with the structure of Formula 1 disclosed in the present invention can be used as host materials in electroluminescent devices. These novel compounds can provide better device performance, especially unexpectedly improved lifespan. BRIEF DESCRIPTION OF THE DRAWINGS

[0029] Figure 1 is a schematic diagram of an organic light-emitting device that may contain the compounds and compound compositions disclosed herein.

[0030] Figure 2 is a schematic diagram of another organic light-emitting device that may contain the compounds and compound compositions disclosed herein. DETAILED DESCRIPTION

[0031] 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.

[0032] 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 one doped with F at a molar ratio of 50:1. 4

[0013] An example of an n-doped electron transport layer is BPhen doped with Li at a 1:1 molar ratio, as disclosed in U.S. Patent Application Publication No. 2003 / 0230980, which is incorporated by reference in its entirety.

[0013] An example of an n-doped electron transport layer is BPhen doped with Li at a 1:1 molar ratio, as disclosed in U.S. Patent Application Publication No. 2003 / 0230980, which is incorporated by reference in its entirety.

[0013] 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 a metal such as Mg:Ag and 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.

[0033] 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.

[0034] 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.

[0035] OLED also requires encapsulation layers, such as Figure 2 The organic light emitting device 200 is schematically and non-limitingly shown. Figure 1 The difference is that an encapsulation layer 102 may also be included on the cathode 190 to prevent harmful substances from the environment, such as moisture and oxygen. Any material that can provide an encapsulation function can be used as an encapsulation layer, such as glass or an organic-inorganic hybrid layer. The encapsulation layer should be placed directly or indirectly on the outside of the OLED device. Multilayer thin film encapsulation is described in U.S. Patent No. 7,968,146 B2, the entire contents of which are incorporated herein by reference.

[0036] 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.

[0037] The materials and structures described herein may also be used in other organic electronic devices listed above.

[0038] 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.

[0039] 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.

[0040] 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.

[0041] 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).

[0042] 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.

[0043] 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).

[0044] Definition of Substituent Terms

[0045] Halogen or halide - as used herein includes fluorine, chlorine, bromine and iodine.

[0046] 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.

[0047] 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.

[0048] 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.

[0049] 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.

[0050] 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.

[0051] 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.

[0052] 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.

[0053] 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.

[0054] 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.

[0055] 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.

[0056] 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,

[0057] 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.

[0058] 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.

[0059] 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.

[0060] 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.

[0061] 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.

[0062] 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.

[0063] 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.

[0064] 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.

[0065] In the compounds mentioned in the present disclosure, polysubstitution refers to the range including disubstitution up to the maximum number of available substitutions. When a substituent in the compounds mentioned in the present disclosure represents polysubstitution (including disubstitution, trisubstitution, tetrasubstitution, etc.), it means that the substituent can exist in multiple available substitution positions on its connection structure, and the substituent existing in multiple available substitution positions can be the same structure or different structures.

[0066] 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.

[0067] 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:

[0068]

[0069] 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:

[0070]

[0071] 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:

[0072]

[0073] 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:

[0074]

[0075] According to one embodiment of the present invention, a compound having a structure of Formula 1 is disclosed:

[0076]

[0077] in,

[0078] Z 1 Selected from CR z or N;

[0079] Z 2 Selected from O or S;

[0080] Z 3 Selected from O, S, Se, CR" 1 R” 2 ,SiR” 3 R” 4 or NR n ;

[0081] X 1 To X 4 Each occurrence is selected from CR x or N;

[0082] Y 1 To Y 3 Each occurrence is selected from CR y or N;

[0083] Y 4 To Y 7 Each occurrence is selected from C, CR, either identically or differently y or N; Y 4 To Y 7 One of them is selected from C and L 1 connected;

[0084] L 1 is selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof;

[0085] Ar 1 ,Ar 2 is selected, at each occurrence, identically or differently, from substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, or a combination thereof;

[0086] R x , R y , R z , R n, R” 1 , R” 2 , R” 3 and R” 4 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;

[0087] Adjacent substituent R x can optionally be linked to form a ring;

[0088] Adjacent substituent R y Can optionally be linked to form a ring.

[0089] In this context, “the adjacent substituent R x "can optionally be linked to form a ring" is intended to mean that any adjacent substituents R x Obviously, any adjacent substituents R x They can also not be connected to form a ring.

[0090] In this context, “the adjacent substituent R y "can optionally be linked to form a ring" is intended to mean that any adjacent substituents R y Obviously, any adjacent substituents R y They can also not be connected to form a ring.

[0091] According to one embodiment of the present invention, at least two adjacent substituents R xThe substituted or unsubstituted five-membered unsaturated carbon ring, the substituted or unsubstituted aromatic ring having 6 to 30 carbon atoms or the substituted or unsubstituted heteroaromatic ring having 3 to 30 carbon atoms are connected to form a substituted or unsubstituted five-membered unsaturated carbon ring, a substituted or unsubstituted aromatic ring having 6 to 30 carbon atoms.

[0092] According to one embodiment of the present invention, at least two adjacent substituents R x The radicals are connected to form a substituted or unsubstituted five-membered unsaturated carbon ring, a substituted or unsubstituted aromatic ring having 6 to 18 carbon atoms, or a substituted or unsubstituted heteroaromatic ring having 3 to 18 carbon atoms.

[0093] According to one embodiment of the present invention, at least two adjacent substituents R x The substituted or unsubstituted five-membered unsaturated carbon ring, the substituted or unsubstituted aromatic ring having 6 to 10 carbon atoms or the substituted or unsubstituted heteroaromatic ring having 3 to 10 carbon atoms are connected to form a substituted or unsubstituted five-membered unsaturated carbon ring, a substituted or unsubstituted aromatic ring having 6 to 10 carbon atoms.

[0094] According to one embodiment of the present invention, at least two adjacent substituents R x The radicals are connected to form a substituted or unsubstituted benzene ring or a substituted or unsubstituted six-membered heteroaromatic ring.

[0095] According to one embodiment of the present invention, X 1 and X 2 The substituent R x connected to form a substituted or unsubstituted substituted or unsubstituted aromatic ring having 6 to 18 carbon atoms or a substituted or unsubstituted heteroaromatic ring having 3 to 18 carbon atoms; or X 3 and X 4 The substituent R x The groups are connected to form a substituted or unsubstituted aromatic ring having 6 to 18 carbon atoms or a substituted or unsubstituted heteroaromatic ring having 3 to 18 carbon atoms.

[0096] According to one embodiment of the present invention, X 1 and X 2 The substituent R x connected to form a substituted or unsubstituted substituted or unsubstituted aromatic ring having 6 to 10 carbon atoms or a substituted or unsubstituted heteroaromatic ring having 3 to 10 carbon atoms; or X 3 and X 4 The substituent R x The groups are connected to form a substituted or unsubstituted aromatic ring having 6 to 10 carbon atoms or a substituted or unsubstituted heteroaromatic ring having 3 to 10 carbon atoms.

[0097] According to one embodiment of the present invention, X 1 and X 2 The substituent R xconnected to form a substituted or unsubstituted benzene ring or a substituted or unsubstituted six-membered heteroaromatic ring; or X 3 and X 4 The substituent R x The radicals are connected to form a substituted or unsubstituted benzene ring or a substituted or unsubstituted six-membered heteroaromatic ring.

[0098] According to one embodiment of the present invention, wherein Y 1 To Y 3 Each occurrence is selected from CR y ; Y 4 To Y 7 Each occurrence is selected from C or CR, either identically or differently y ; Y 4 To Y 7 One of them is selected from C and L 1 connected.

[0099] According to one embodiment of the present invention, wherein Y 7 Selected from CR y ; Y 4 , Y 5 or Y 6 One of them is C and L 1 connected.

[0100] According to one embodiment of the present invention, wherein Y 4 , Y 6 and Y 7 Each occurrence is selected from CR y ; Y 5 is C and L 1 connected.

[0101] According to one embodiment of the present invention, wherein X 1 To X 4 Each occurrence is selected from CR x .

[0102] According to one embodiment of the present invention, Z 1 Selected from N.

[0103] According to one embodiment of the present invention, Z 2 Selected from O.

[0104] According to one embodiment of the present invention, Z 3 Selected from O, S, CR" 1 R” 2 ,SiR” 3 R” 4 or NR n .

[0105] According to one embodiment of the present invention, Z 3 Selected from O, S, CR" 1 R” 2 or NR n .

[0106] According to one embodiment of the present invention, Z 3 Select from O, S or CR" 1 R” 2 .

[0107] According to one embodiment of the present invention, R x , R y , R z , R n , R” 1 , R” 2 , R” 3 and R” 4 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 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, and combinations thereof;

[0108] Adjacent substituent R x can optionally be linked to form a ring;

[0109] Adjacent substituent R y Can optionally be linked to form a ring.

[0110] According to one embodiment of the present invention, R x , R y , R z , R n , R” 1 , R” 2 , R” 3 and R” 4 Each occurrence is selected, identically or differently, from the group consisting of: hydrogen, deuterium, fluorine, phenyl, pyridyl, pyrimidyl, vinyl, naphthyl, biphenyl, phenanthrenyl, triphenylene, dibenzofuranyl, dibenzothienyl, carbazolyl, yl, methyl, ethyl, tert-butyl, adamantyl, cyclohexyl, cyclopentyl, and combinations thereof.

[0111] According to one embodiment of the present invention, Ar 1 ,Ar 2Each occurrence is identically or differently selected from substituted or unsubstituted aryl having 6 to 24 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, or a combination thereof.

[0112] According to one embodiment of the present invention, Ar 1 ,Ar 2 At least one of the following structures is selected:

[0113]

[0114] Among them U 1 to U 9 Each occurrence is selected from C, CR, either identically or differently u orN;U 1 to U 5 One of C and U 6 to U 9 One of them is selected from C;

[0115] U' 10 toU' 11 Each occurrence is the same or different selection from CR u or N;

[0116] R u 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;

[0117] Adjacent substituent R u can optionally be linked to form a ring;

[0118] Wherein "*" indicates the Ar1 and / or Ar 2 The connection position with N shown in Formula 1.

[0119] In this context, “the adjacent substituent R u "can optionally be linked to form a ring" is intended to mean that any adjacent substituents R u Obviously, any adjacent substituents R u They can also not be connected to form a ring.

[0120] According to one embodiment of the present invention, Ar 1 ,Ar 2 At least one of the following structures is selected:

[0121]

[0122] Among them U 1 to U 9 Each occurrence is selected from C, CR, either identically or differently u orN;U 1 to U 5 One of C and U 6 to U 9 One of them is selected from C;

[0123] U 10 to U 13 Each occurrence is selected from CR u or N;

[0124] R u 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 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 having 2 to 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 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 cyano, isocyano, hydroxyl, mercapto, and combinations thereof;

[0125] Adjacent substituent R ucan optionally be linked to form a ring;

[0126] Wherein "*" indicates the Ar 1 and / or Ar 2 The connection position with N shown in Formula 1.

[0127] According to one embodiment of the present invention, Ar 1 ,Ar 2 is selected, at each occurrence, identically or differently, from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted substituted or unsubstituted fluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted dibenzoselenophene, substituted or unsubstituted silyfluorenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted benzoxazolyl, substituted or unsubstituted adamantyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted cyclopentyl, or a combination thereof.

[0128] According to one embodiment of the present invention, Ar 1 ,Ar 2 is selected, at each occurrence, identically or differently, from the group consisting of: phenyl, naphthyl, biphenyl, terphenyl, phenanthryl, triphenylene, dibenzofuranyl, dibenzothiophenyl, dibenzoselenophene, fluorenyl, silyfluorenyl, yl, carbazolyl, pyridyl, pyrimidinyl, benzoxazolyl, adamantyl, cyclohexyl, cyclopentyl, and combinations thereof.

[0129] According to one embodiment of the present invention, L 1 is selected from a single bond, a substituted or unsubstituted arylene group having 6 to 24 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 24 carbon atoms, or a combination thereof.

[0130] According to one embodiment of the present invention, L 1 is selected from a single bond, phenylene, naphthylene, biphenylene, phenanthrenylene, pyridylene, or a combination thereof.

[0131] According to one embodiment of the present invention, the compound is selected from the group consisting of Compound A-1 to Compound A-854, wherein the specific structures of Compound A-1 to Compound A-854 are shown in Claim 9.

[0132] According to one embodiment of the present invention, hydrogen in the structures of Compounds A-1 to A-854 can be partially or completely replaced by deuterium.

[0133] According to one embodiment of the present invention, the compound is selected from the group consisting of Compound A-1 to Compound A-1378, wherein the specific structures of Compound A-1 to Compound A-1378 are shown in Claim 9.

[0134] According to one embodiment of the present invention, hydrogen in the structures of Compounds A-1 to A-1378 can be partially or completely replaced by deuterium.

[0135] According to another embodiment of the present invention, an organic electroluminescent device is also disclosed, comprising:

[0136] anode,

[0137] cathode,

[0138] and an organic layer disposed between the anode and the cathode, wherein the organic layer comprises a compound having a structure of Formula 1, and the specific structure of the compound is as described in any of the foregoing embodiments.

[0139] According to one embodiment of the present invention, in the organic electroluminescent device, the organic layer is a light-emitting layer, a hole transport layer or an electron blocking layer.

[0140] According to an embodiment of the present invention, in the organic electroluminescent device, the organic layer is a light-emitting layer, and the compound is a host material.

[0141] According to one embodiment of the present invention, in the organic electroluminescent device, the organic layer is a light-emitting layer, the light-emitting layer contains a second compound, the second compound is a host material, and the second compound has a structure represented by Formula 2:

[0142]

[0143] In formula 2,

[0144] L 21 To L 23 is identically or differently selected at each occurrence 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 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof;

[0145] Ar 21 To Ar 23 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.

[0146] According to one embodiment of the present invention, the second compound has a structure shown in Formula 2-1:

[0147]

[0148] V 1 -V 6 Each occurrence is selected identically or differently from C, N or CR v , and V 1 -V 6 One of them is C and L 23 connected;

[0149] L 1 To L 3 is identically or differently selected at each occurrence 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 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof;

[0150] Ar 21 and Ar 22 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;

[0151] R v 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, 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;

[0152] Adjacent substituent R v Can optionally be linked to form a ring.

[0153] In this context, adjacent substituents R v can be optionally connected to form a ring, which is intended to indicate that any adjacent substituents R v Obviously, any adjacent substituents R v They can also not be connected to form a ring.

[0154] According to one embodiment of the present invention, the second compound has a structure shown in Formula 2-1-1 or Formula 2-1-2:

[0155]

[0156] In formula 2-1-1, V 1 -V 5 Each occurrence is selected identically or differently from C, N or CR v , V 11 -V 15 Each occurrence is selected from N or CR, either identically or differently v1 , and V 1 -V 5 One of them is C and L 23 connected; in formula 2-1-2, V 1 -V 4 Each occurrence is selected identically or differently from C, N or CR v , V 11 -V 14 Each occurrence is selected from N or CR, either identically or differently v1 , and V 1 -V 4 One of them is C and L 23 connected;

[0157] V is selected from O, S or Se;

[0158] L 21 To L 23 is identically or differently selected at each occurrence 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 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof;

[0159] Ar 21 and Ar 22 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;

[0160] R v, R v1 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, 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;

[0161] Adjacent substituent R v , R v1 Can optionally be linked to form a ring.

[0162] In this context, adjacent substituents R v , R v1 can be optionally linked to form a ring, which is intended to indicate adjacent groups of substituents, for example, adjacent substituents R v Between adjacent substituents R v1 Between, and adjacent substituents R v and R v1 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.

[0163] According to one embodiment of the present invention, in Formula 2-1-2, V is selected from O or S.

[0164] According to one embodiment, in Formula 2-1-2, V is O.

[0165] According to one embodiment of the present invention, in Formula 2-1-1, V 1 To V 5 Each occurrence is selected from C or CR, either identically or differently v , V 11 To V 15 Each occurrence is the same or different selection from CR v1 ; In formula 2-1-2, V1 To V 4 Each occurrence is selected from C or CR, either identically or differently v , V 11 To V 14 Each occurrence is the same or different selection from CR v1 .

[0166] According to one embodiment of the present invention, wherein said R v , R v1 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 aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, and combinations thereof.

[0167] According to one embodiment of the present invention, in Formula 2-1-1, V 1 To V 5 At least one of CR v , or V 11 To V 15 At least one of CR v1 ; In formula 2-1-2, V 1 To V 4 At least one of CR v , or V 11 To V 14 At least one of CR v1 ; and said R v , R v1 and is selected, identically or differently on each occurrence, from substituted or unsubstituted aryl having 6 to 30 carbon atoms.

[0168] According to one embodiment of the present invention, wherein said R v , R v1 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, and combinations thereof.

[0169] According to one embodiment of the present invention, wherein the Ar 21 and Ar 22 At least one of them has a structure with two condensed rings or three condensed rings.

[0170] According to one embodiment of the present invention, wherein Ar 21 and Ar 22Each occurrence is identically or differently selected from substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 20 carbon atoms, or a combination thereof.

[0171] According to one embodiment of the present invention, wherein Ar 21 and Ar 22 is selected, at each occurrence, identically or differently, from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted substituted or unsubstituted fluorenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted quinolyl, substituted or unsubstituted indolocarbazolyl, or a combination thereof.

[0172] According to one embodiment of the present invention, L 21 To L 23 Each occurrence is identically or differently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 20 carbon atoms, or a combination thereof.

[0173] According to one embodiment of the present invention, L 21 To L 23 Each occurrence is identically or differently selected from a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted naphthylene, a substituted or unsubstituted biphenylene, or a combination thereof.

[0174] According to one embodiment of the present invention, the second compound is selected from the group consisting of the following compounds:

[0175]

[0176]

[0177]

[0178]

[0179]

[0180]

[0181]

[0182]

[0183]

[0184]

[0185]

[0186]

[0187]

[0188]

[0189]

[0190]

[0191]

[0192]

[0193]

[0194]

[0195]

[0196]

[0197] According to one embodiment of the present invention, the hydrogen in the structures of Compounds B-1 to B-256 can be partially or completely replaced by deuterium.

[0198] According to one embodiment of the present invention, in the preparation of the device, when the compound of the present invention and the second compound are co-evaporated with the light-emitting material to form a light-emitting layer, the light-emitting layer can be formed by placing the compound of the present invention, the second compound and the light-emitting material in different evaporation sources for co-evaporation, or by placing a pre-mixed mixture of the compound of the present invention and the second compound in the same evaporation source and then co-evaporating with the light-emitting material placed in another evaporation source to form a light-emitting layer. This pre-mixing method can further save evaporation sources.

[0199] According to an embodiment of the present invention, in the organic electroluminescent device, the organic layer is a light-emitting layer, and the light-emitting layer contains at least one phosphorescent light-emitting material.

[0200] According to one embodiment of the present invention, the phosphorescent material is a metal complex having M(L a ) m (L b ) n (L c) q The general formula of

[0201] M is selected from metals with a relative atomic mass greater than 40;

[0202] L a , L b and L c are the first ligand, the second ligand and the third ligand coordinated with the M respectively; L a , L b and L c can optionally be linked to form a multidentate ligand;

[0203] L a , L b and L c are the same or different; 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 M; when m is greater than or equal to 2, multiple L a The same or different; when n is 2, the two L b The same or different; when q is 2, the two L c Same or different;

[0204] L a Each occurrence is identical or different and is selected from the structure shown in Formula 3:

[0205]

[0206] in,

[0207] Ring D is selected from a 5-membered heteroaromatic ring or a 6-membered heteroaromatic ring;

[0208] 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;

[0209] Ring D and Ring E via U a and U b condense;

[0210] U a and U b is selected identically or differently at each occurrence from C or N;

[0211] R d and R e Each occurrence of the same or different means mono-, poly- or no-substitution;

[0212] V 1 To V 4 Each occurrence is the same or different selection from CR v or N;

[0213] R d , R e and Rv 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, 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;

[0214] Adjacent substituent R d , R e and R v can optionally be linked to form a ring;

[0215] L b and L c Each occurrence is identically or differently selected from any one of the following structures:

[0216]

[0217] in,

[0218] R a , R b and R c Each occurrence is identical or different and indicates mono-, poly-, or unsubstituted;

[0219] X b Each occurrence is identically or differently selected from the group consisting of: O, S, Se, NR N1 and CR C1 R C2 ;

[0220] X c and X d Each occurrence is identically or differently selected from the group consisting of: O, S, Se and NR N2 ;

[0221] R a , Rb , 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;

[0222] The ligand L b , L c In the structure of a , R b , R c , R N1 , R N2 , R C1 and R C2 Can optionally be linked to form a ring.

[0223] In this context, adjacent substituents R d , R e , R v can be optionally connected to form a ring, which is intended to indicate that when there is a substituent R d , Substituent R e , Substituent R v When adjacent substituent groups, such as adjacent substituents R d Between and adjacent substituents R e Between and adjacent substituents R v Between and adjacent substituents R d With R e Between and adjacent substituents R d With R vBetween and adjacent substituents R e With R v Any one or more of these adjacent substituent groups can be linked to form a ring. d , substituent R e , substituent R v When the substituent groups are not linked to form a ring.

[0224] In this context, adjacent substituents 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:

[0225]

[0226] Wherein W is selected from O, S, Se, NRw 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.

[0227] According to one embodiment of the present invention, in Formula 3, two adjacent substituents R e Connect to form a ring.

[0228] According to one embodiment of the present invention, in Formula 3, two adjacent substituents R e Connect to form a 5-membered unsaturated carbon ring, a 5-membered heteroaromatic ring or a benzene ring.

[0229] According to one embodiment of the present invention, in Formula 3, ring D is a 6-membered heteroaromatic ring, and ring E is a benzene ring or a 6-membered heteroaromatic ring.

[0230] According to one embodiment of the present invention, in Formula 3, ring D is a 6-membered heteroaromatic ring, and ring E is a 5-membered heteroaromatic ring or a 5-membered unsaturated carbon ring.

[0231] According to one embodiment of the present invention, in Formula 3, ring D is a 6-membered heteroaromatic ring, ring E is a benzene ring or a 6-membered heteroaromatic ring, and two adjacent substituents R e Connect to form a benzene ring or a 6-membered heteroaromatic ring.

[0232] According to one embodiment of the present invention, in Formula 3, Ring D is a 6-membered heteroaromatic ring, Ring E is a 5-membered heteroaromatic ring or a 5-membered unsaturated carbon ring, and two adjacent substituents R e Connect to form a benzene ring or a 6-membered heteroaromatic ring.

[0233] According to one embodiment of the present invention, in Formula 3, R d , R e , R v At least one or two groups of adjacent substituents are connected to form a ring. For example, two substituents R d Connect to form a ring, or two substituents R e Connect to form a ring, or two substituents R v Connect to form a ring, or substituent R d With substituent R e Connected to form a ring, or substituent R d With substituent R v Connected to form a ring, or substituent R e With substituent R v Connected to form a ring, or two substituents R dWhen two substituents R are connected to form a ring e Connect to form a ring, or two substituents R d When two substituents R are connected to form a ring v Connect to form a ring, or two substituents R e When two substituents R are connected to form a ring v Connect to form a ring, substituent R e With substituent R v When two substituents R are connected to form a ring v Connect to form a ring, or substituent R d With substituent R v When two substituents R are connected to form a ring v Connect to form a ring; R d , R e , R v A similar situation occurs when more groups of adjacent substituents are connected to form a ring.

[0234] According to one embodiment of the present invention, in the organic electroluminescent device, the phosphorescent material is a metal complex having M(L a ) m (L b ) n The general formula of

[0235] M is selected from metals with a relative atomic mass greater than 40;

[0236] L a , L b are the first ligand and the second ligand coordinated with the M respectively; L a , L b can optionally be linked to form a multidentate ligand;

[0237] m is 1, 2 or 3; n is 0, 1 or 2; the sum of m and n is equal to the oxidation state of 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;

[0238] L a Each occurrence is identical or different and is selected from the structure shown in Formula 3:

[0239]

[0240] in,

[0241] Ring D is selected from a 5-membered heteroaromatic ring or a 6-membered heteroaromatic ring;

[0242] 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;

[0243] Ring D and Ring E via U a and U b condense;

[0244] U a and U b is selected identically or differently at each occurrence from C or N;

[0245] R d and R e Each occurrence of the same or different means mono-, poly- or no-substitution;

[0246] V 1 To V 4 Each occurrence is selected from CR v or N;

[0247] R d , R e and R v 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, 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;

[0248] Adjacent substituent R d , R e and R v can optionally be linked to form a ring;

[0249] Wherein the ligand L b Each occurrence is identically or differently selected from the following structures:

[0250]

[0251] Among them, R 1 To R7 each 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 cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted cycloalkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl having 2 -20 carbon atoms, alkynyl groups, substituted or unsubstituted aryl groups, substituted or unsubstituted heteroaryl groups, substituted or unsubstituted alkylsilyl groups, substituted or unsubstituted arylsilyl groups, substituted or unsubstituted alkylgermanyl groups, substituted or unsubstituted arylgermanyl groups, substituted or unsubstituted amino groups, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, sulfenyl groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof.

[0252] According to one embodiment of the present invention, in the organic electroluminescent device, the ligand L b Each occurrence is identically or differently selected from the following structures:

[0253]

[0254] Among them, R 1 To R 3 At 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 4 To R 6 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.

[0255] According to one embodiment of the present invention, in the organic electroluminescent device, the ligand L b Each occurrence is identically or differently selected from the following structures:

[0256]

[0257] Among them, R 1 To R 3At least two of them are 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 at each occurrence; and / or R 4 To R 6 At least two of the above are selected, at each occurrence, identically or differently, 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.

[0258] According to one embodiment of the present invention, in the organic electroluminescent device, the ligand L b Each occurrence is identically or differently selected from the following structures:

[0259]

[0260] Among them, R 1 To R 3 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 4 To R 6 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.

[0261] According to an embodiment of the present invention, in the organic electroluminescent device, the phosphorescent material is an Ir complex, a Pt complex or an Os complex.

[0262] According to one embodiment of the present invention, in the organic electroluminescent device, the phosphorescent material is an Ir complex having Ir(L a )(L b )(L c )、Ir(L a ) 2 (L b )、Ir(L a )(L b ) 2 、Ir(L a ) 2 (L c ) or Ir(L a )(L c ) 2Any of the structures shown in .

[0263] According to one embodiment of the present invention, wherein L a The compound has a structure as shown in Formula 3 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.

[0264] According to one embodiment of the present invention, in the organic electroluminescent device, L a The compound has a structure as shown in Formula 3 and comprises at least one structural unit selected from the group consisting of naphthalene, phenanthrene, quinoline, isoquinoline and azaphenanthrene.

[0265] According to one embodiment of the present invention, in the organic electroluminescent device, the phosphorescent material is an Ir complex and contains a ligand L a , the L a Each occurrence is identically or differently selected from any one of the group consisting of:

[0266]

[0267]

[0268]

[0269]

[0270] In the structures, TMS represents trimethylsilyl.

[0271] According to one embodiment of the present invention, in the organic electroluminescent device, the phosphorescent material is an Ir complex and contains a ligand L b , the L b Each occurrence is identically or differently selected from any one of the group consisting of:

[0272]

[0273]

[0274] According to one embodiment of the present invention, in the organic electroluminescent device, the phosphorescent material is selected from the group consisting of the following structures:

[0275]

[0276]

[0277]

[0278]

[0279]

[0280]

[0281]

[0282]

[0283] In the structures, TMS represents trimethylsilyl.

[0284] According to another embodiment of the present invention, a compound composition is also disclosed, which includes a compound having a structure of Formula 1, and the specific structure of the compound is shown in any of the aforementioned embodiments.

[0285] According to one embodiment of the present invention, the compound composition comprises a second compound having a structure represented by Formula 2:

[0286]

[0287] In formula 2,

[0288] L 21 To L 23 is identically or differently selected at each occurrence 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 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof;

[0289] Ar 21 To Ar 23 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.

[0290] According to another embodiment of the present invention, an electronic device is disclosed, which includes an organic electroluminescent device. The specific structure of the organic electroluminescent device is as shown in any of the above embodiments.

[0291] Combination with other materials

[0292] 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.

[0293] 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.

[0294] 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.

[0295] Material synthesis example:

[0296] 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:

[0297] Synthesis Example 1: Synthesis of Compound A-108

[0298] Step 1: Synthesis of intermediate 2

[0299]

[0300] Under nitrogen protection, intermediate 1 (50.00 g, 177.60 mmol), biboronic acid pinacol ester (67.75 g, 266.80 mmol), [1,1'-bis(diphenylphosphino)ferrocene] palladium dichloride (1.29 g, 1.76 mmol), potassium acetate (26.14 g, 266.40 mmol), toluene (500 mL) were added to a three-necked flask and reacted at 100°C for 16 h. After the reaction was completed, it was cooled to room temperature, distilled water was added, the mixture was extracted with ethyl acetate, the organic phase was washed with water, and the solvent was removed by concentration. The crude product was purified by column chromatography with (PE / DCM=3 / 1) to obtain white solid intermediate 2 (52 g, yield: 89%).

[0301] Step 2: Synthesis of intermediate 3

[0302]

[0303] Under nitrogen protection, intermediate 2 (50.00 g, 152.16 mmol), 2-chlorobenzoxazole (28.04 g, 182.59 mmol), tetrakis(triphenylphosphine)palladium (1.76 g, 1.52 mmol), potassium carbonate (42.06 g, 304.32 mmol), tetrahydrofuran (400 mL), and water (80 mL) were added to a three-necked flask and reacted at 70° C. for 24 h. After the reaction was completed, the mixture was extracted with ethyl acetate, the organic phase was washed with water, and the solvent was removed by concentration. The crude product was purified by column chromatography using PE / DCM=1 / 1 to obtain white solid intermediate 3 (40 g, yield: 82%).

[0304] Step 3: Synthesis of Compound A-108

[0305]

[0306] Under nitrogen protection, intermediate 4 (5.0 g, 13.46 mmol), intermediate 3 (4.3 g, 13.46 mmol), bis(dibenzylideneacetone) palladium (156.62 mg, 0.28 mmol), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (221.03 mg, 0.54 mmol), sodium tert-butoxide (2.59 g, 26.95 mmol), and xylene (10 mL) were added to a three-necked flask and reacted at 140°C for 2 h. After the reaction was completed, the liquid was filtered, and the crude product was purified by column chromatography with (PE / DCM=2 / 1) to obtain a yellow solid compound A-108 (5 g, yield: 57%). The product was confirmed to be the target product with a molecular weight of 654.23.

[0307] Synthesis Example 2: Synthesis of Compound A-107

[0308]

[0309] Under nitrogen protection, intermediate 3 (5.0 g, 15.64 mmol), intermediate 5 (5.81 g, 15.64 mmol), bis(dibenzylideneacetone)palladium (177.31 mg, 0.31 mmol), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (256.79 mg, 0.63 mmol), sodium tert-butoxide (3.01 g, 31.32 mmol), and xylene (120 mL) were added to a three-necked flask and reacted at 140°C for 2 h. After the reaction was completed, the liquid was filtered, and the crude product was purified by column chromatography with (PE / DCM=2 / 1) to obtain a yellow solid compound A-107 (6 g, yield: 58.6%). The product was confirmed to be the target product with a molecular weight of 654.23.

[0310] Synthesis Example 3: Synthesis of Compound A-5

[0311]

[0312] Under nitrogen protection, intermediate 3 (3.0 g, 9.38 mmol), intermediate 6 (3.02 g, 9.38 mmol), bis(dibenzylideneacetone) palladium (106.39 mg, 0.19 mmol), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (154.07 mg, 0.38 mmol), sodium tert-butoxide (1.8 g, 18.73 mmol), and xylene (100 mL) were added to a three-necked flask and reacted at 140°C for 2 h. After the reaction was completed, the liquid was filtered, and the crude product was purified by column chromatography with (PE / DCM=2 / 1) to obtain a yellow solid compound A-5 (2 g, yield: 35.3%). The product was confirmed to be the target product with a molecular weight of 604.22.

[0313] Synthesis Example 4: Synthesis of Compound A-101

[0314]

[0315] Under nitrogen protection, intermediate 3 (3.0 g, 9.38 mmol), intermediate 7 (3.05 g, 10.33 mmol), bis(dibenzylideneacetone) palladium (106.39 mg, 0.19 mmol), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (154.07 mg, 0.38 mmol), sodium tert-butoxide (1.8 g, 18.73 mmol), and xylene (120 mL) were added to a three-necked flask and reacted at 140°C for 2 h. After the reaction was completed, the liquid was filtered, and the crude product was purified by column chromatography with (PE / DCM=2 / 1) to obtain a yellow solid compound A-101 (4 g, yield: 73.7%). The product was confirmed to be the target product with a molecular weight of 578.20.

[0316] Synthesis Example 5: Synthesis of Compound A-102

[0317]

[0318] Under nitrogen protection, intermediate 3 (3.0 g, 9.38 mmol), intermediate 8 (3.05 g, 10.33 mmol), bis(dibenzylideneacetone) palladium (106.39 mg, 0.19 mmol), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (154.07 mg, 0.38 mmol), sodium tert-butoxide (1.8 g, 18.73 mmol), and xylene (120 mL) were added to a three-necked flask and reacted at 140° C. for 2 h. After the reaction was completed, the liquid was filtered, and the crude product was purified by column chromatography with (PE / DCM=2 / 1) to obtain a yellow solid compound A-102 (4.3 g, yield: 79.3%). The product was confirmed to be the target product with a molecular weight of 578.20.

[0319] Synthesis Example 6: Synthesis of Compound A-111

[0320]

[0321] Under nitrogen protection, intermediate 3 (3.0 g, 9.38 mmol), intermediate 9 (3.8 g, 10.23 mmol), bis(dibenzylideneacetone)palladium (70.93 mg, 0.13 mmol), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (102.72 mg, 0.25 mmol), sodium tert-butoxide (1.2 g, 12.50 mmol), and xylene (120 mL) were added to a three-necked flask and reacted at 140°C for 2 h. After the reaction was completed, the liquid was filtered, and the crude product was purified by column chromatography with (PE / DCM=2 / 1) to obtain a yellow solid compound A-111 (5 g, yield: 81.5%). The product was confirmed to be the target product with a molecular weight of 654.23.

[0322] Synthesis Example 7: Synthesis of Compound A-41

[0323]

[0324] Under nitrogen protection, intermediate 3 (3.0 g, 9.38 mmol), intermediate 10 (3.46 g, 10.32 mmol), bis(dibenzylideneacetone) palladium (106.39 mg, 0.19 mmol), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (154.07 mg, 0.38 mmol), sodium tert-butoxide (1.8 g, 18.73 mmol), and xylene (120 mL) were added to a three-necked flask and reacted at 140°C for 2 h. After the reaction was completed, the liquid was filtered, and the crude product was purified by column chromatography with (PE / DCM=2 / 1) to obtain a yellow solid compound A-41 (4 g, yield: 68.9%). The product was confirmed to be the target product with a molecular weight of 618.19.

[0325] Synthesis Example 8: Synthesis of Compound A-169

[0326]

[0327] Under nitrogen protection, intermediate 3 (2.0 g, 6.26 mmol), intermediate 11 (2.0 g, 6.46 mmol), bis(dibenzylideneacetone) palladium (70.93 mg, 0.13 mmol), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (102.72 mg, 0.25 mmol), sodium tert-butoxide (1.2 g, 12.49 mmol), and xylene (120 mL) were added to a three-necked flask and reacted at 140°C for 2 h. After the reaction was completed, the liquid was filtered, and the crude product was purified by column chromatography with (PE / DCM=2 / 1) to obtain a yellow solid compound A-169 (2 g, yield: 54%). The product was confirmed to be the target product with a molecular weight of 592.18.

[0328] Synthesis Example 9: Synthesis of Compound A-890

[0329] Step 1: Synthesis of intermediate 12

[0330]

[0331] Under nitrogen protection, intermediate 1 (100.00 g, 355.20 mmol) and THF (400 mL) were added to a three-necked flask, and a THF solution of isopropylmagnesium chloride-lithium chloride (409.85 mL, 532.80 mmol, 1.3 M) was slowly added dropwise at room temperature. After the addition was completed, the mixture was reacted at room temperature for 5 h, and N,N-dimethylformamide (41.54 g, 568.32 mmol) was added dropwise, and the mixture was reacted at room temperature for 3 h. After the reaction was completed, distilled water was added to quench, the mixture was extracted with dichloromethane, the organic phase was washed with water, and the solvent was removed by concentration. The crude product was purified by column chromatography using (PE / DCM=3 / 1) to obtain a white solid intermediate 12 (70 g, yield: 85%).

[0332] Step 2: Synthesis of intermediate 14

[0333]

[0334] Under air atmosphere, intermediate 12 (30 g, 130.07 mmol), intermediate 13 (20.71 g, 130.07 mmol), zinc bromide (14.64 g, 65.03 mmol), and toluene (500 mL) were added to a three-necked flask and reacted at 100°C for 120 h. After the reaction was completed, the mixture was extracted with dichloromethane, the organic phase was washed with water, and the solvent was removed by concentration. The crude product was purified by column chromatography using (PE / DCM=1 / 1) to obtain white solid intermediate 14 (30 g, yield: 62%).

[0335] Step 3: Synthesis of Compound A-890

[0336]

[0337] Under nitrogen protection, intermediate 14 (2.0 g, 5.41 mmol), intermediate 7 (1.76 g, 5.95 mmol), bis(dibenzylideneacetone) palladium (61.32 mg, 0.11 mmol), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (88.81 mg, 0.22 mmol), sodium tert-butoxide (1.04 g, 10.82 mmol), and xylene (50 mL) were added to a three-necked flask and reacted at 140°C for 2 h. After the reaction was completed, the liquid was filtered, and the crude product was purified by column chromatography with (PE / DCM=2 / 1) to obtain a yellow solid compound A-890 (2.8 g, yield: 82%). The product was confirmed to be the target product with a molecular weight of 628.22.

[0338] Synthesis Example 10: Synthesis of Compound A-1126

[0339] Step 1: Synthesis of intermediate 16

[0340]

[0341] Under air atmosphere, intermediate 12 (20 g, 86.71 mmol), intermediate 15 (13.80 g, 86.71 mmol), zinc bromide (6.3 g, 43.36 mmol), and toluene (500 mL) were added to a three-necked flask and reacted at 100°C for 120 h. After the reaction was completed, the mixture was extracted with dichloromethane, the organic phase was washed with water, and the solvent was removed by concentration. The crude product was purified by column chromatography using (PE / DCM=1 / 1) to obtain white solid intermediate 16 (18 g, yield: 56%).

[0342] Step 2: Synthesis of Compound A-1126

[0343]

[0344] Under nitrogen protection, intermediate 16 (3.0 g, 8.11 mmol), intermediate 7 (2.64 g, 8.92 mmol), bis(dibenzylideneacetone) palladium (91.99 mg, 0.16 mmol), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (133.22 mg, 0.32 mmol), sodium tert-butoxide (1.56 g, 16.22 mmol), and xylene (120 mL) were added to a three-necked flask and reacted at 140°C for 2 h. After the reaction was completed, the liquid was filtered, and the crude product was purified by column chromatography with (PE / DCM=2 / 1) to obtain a yellow solid compound A-1126 (4 g, yield: 78%). The product was confirmed to be the target product with a molecular weight of 628.22.

[0345] Synthesis Example 11: Synthesis of Compound A-1129

[0346]

[0347] Under nitrogen protection, intermediate 16 (3.0 g, 8.11 mmol), intermediate 8 (2.64 g, 8.92 mmol), bis(dibenzylideneacetone) palladium (91.99 mg, 0.16 mmol), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (133.22 mg, 0.32 mmol), sodium tert-butoxide (1.56 g, 16.22 mmol), and xylene (120 mL) were added to a three-necked flask and reacted at 140°C for 2 h. After the reaction was completed, the liquid was filtered, and the crude product was purified by column chromatography with (PE / DCM=2 / 1) to obtain a yellow solid compound A-1129 (3.5 g, yield: 69%). The product was confirmed to be the target product with a molecular weight of 628.22.

[0348] Synthesis Example 12: Synthesis of Compound A-893

[0349]

[0350] Under nitrogen protection, intermediate 14 (9.0 g, 24.34 mmol), intermediate 8 (7.91 g, 26.77 mmol), bis(dibenzylideneacetone)palladium (275.96 mg, 0.49 mmol), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (399.65 mg, 0.97 mmol), sodium tert-butoxide (4.68 g, 48.67 mmol), and xylene (200 mL) were added to a three-necked flask and reacted at 140° C. for 2 h. After the reaction was completed, the liquid was filtered, and the crude product was purified by column chromatography with (PE / DCM=2 / 1) to obtain a yellow solid compound A-893 (10 g, yield: 65%). The product was confirmed to be the target product with a molecular weight of 628.22.

[0351] Synthesis Example 13: Synthesis of Compound A-891

[0352]

[0353] Under nitrogen protection, intermediate 14 (7.0 g, 18.93 mmol), intermediate 17 (6.15 g, 20.82 mmol), bis(dibenzylideneacetone)palladium (214.61 mg, 0.38 mmol), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (310.84 mg, 0.76 mmol), sodium tert-butoxide (3.64 g, 37.86 mmol), and xylene (200 mL) were added to a three-necked flask and reacted at 140° C. for 2 h. After the reaction was completed, the liquid was filtered, and the crude product was purified by column chromatography with (PE / DCM=2 / 1) to obtain a yellow solid compound A-891 (8 g, yield: 67%). The product was confirmed to be the target product with a molecular weight of 628.73.

[0354] Synthesis Example 14: Synthesis of Compound A-1336

[0355]

[0356] Under nitrogen protection, intermediate 14 (3.0 g, 8.11 mmol), intermediate 18 (2.78 g, 8.92 mmol), bis(dibenzylideneacetone) palladium (91.99 mg, 0.16 mmol), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (133.22 mg, 0.32 mmol), sodium tert-butoxide (1.56 g, 16.22 mmol), and xylene (120 mL) were added to a three-necked flask and reacted at 140° C. for 2 h. After the reaction was completed, the liquid was filtered, and the crude product was purified by column chromatography with (PE / DCM=2 / 1) to obtain a yellow solid compound A-1336 (4.0 g, yield: 76%). The product was confirmed to be the target product with a molecular weight of 644.32.

[0357] Synthesis Example 15: Synthesis of Compound A-878

[0358]

[0359] Under nitrogen protection, intermediate 14 (3.0 g, 8.11 mmol), intermediate 19 (2.76 g, 8.92 mmol), bis(dibenzylideneacetone)palladium (91.99 mg, 0.16 mmol), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (133.22 mg, 0.32 mmol), sodium tert-butoxide (1.56 g, 16.22 mmol), and xylene (120 mL) were added to a three-necked flask and reacted at 140° C. for 2 h. After the reaction was completed, the liquid was filtered, and the crude product was purified by column chromatography with (PE / DCM=2 / 1) to obtain a yellow solid compound A-878 (3.2 g, yield: 61%). The product was confirmed to be the target product with a molecular weight of 642.19.

[0360] Synthesis Example 16: Synthesis of Compound A-879

[0361]

[0362] Under nitrogen protection, intermediate 3 (3.0 g, 8.11 mmol), intermediate 11 (2.76 g, 8.92 mmol), bis(dibenzylideneacetone) palladium (91.99 mg, 0.16 mmol), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (133.22 mg, 0.32 mmol), sodium tert-butoxide (1.56 g, 16.22 mmol), and xylene (120 mL) were added to a three-necked flask and reacted at 140°C for 2 h. After the reaction was completed, the liquid was filtered, and the crude product was purified by column chromatography with (PE / DCM=2 / 1) to obtain a yellow solid compound A-879 (2.9 g, yield: 56%). The product was confirmed to be the target product with a molecular weight of 642.19.

[0363] Synthesis Example 17: Synthesis of Compound A-1354

[0364]

[0365] Under nitrogen protection, intermediate 3 (4.0 g, 10.98 mmol), intermediate 20 (3.42 g, 10.98 mmol), bis(dibenzylideneacetone) palladium (124.54 mg, 0.22 mmol), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (180.36 mg, 0.44 mmol), sodium tert-butoxide (2.11 g, 21.97 mmol), and xylene (100 mL) were added to a three-necked flask and reacted at 140°C for 2 h. After the reaction was completed, the liquid was filtered, and the crude product was purified by column chromatography with (PE / DCM=2 / 1) to obtain a yellow solid compound A-1354 (5 g, yield: 77%). The product was confirmed to be the target product with a molecular weight of 594.30.

[0366] 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.

[0367] Device Embodiment

[0368] Device Example 1

[0369] First, the glass substrate with a 120nm thick indium tin oxide (ITO) anode was cleaned and then treated with UV ozone and oxygen plasma. After treatment, the substrate was dried in a nitrogen-filled glove box to remove moisture, and then the substrate was 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 Torr's case The compound HT and the compound HI were co-evaporated to form 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 EB is used as an electron blocking layer (EBL) with a thickness of Then, the compound A-5 of the present invention as the first host, the compound B-227 as the second host, and the compound RD as the dopant were co-evaporated to form an emitting layer (EML, weight ratio 58.8:39.2:2) with a thickness of Compound B-1 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, evaporation 8-Hydroxyquinoline-lithium (Liq) was used as an electron injection layer (EIL) and evaporated The device was then transferred back to the glove box and encapsulated with a glass lid to complete the device.

[0370] Device Example 2

[0371] The implementation method of Device Example 2 is the same as that of Device Example 1, except that Compound A-108 is used as the first host instead of Compound A-5 of the present invention in the emission layer (EML).

[0372] Device Example 3

[0373] The implementation method of Device Example 3 is the same as that of Device Example 1, except that Compound A-101 is used as the first host in the emission layer (EML) instead of Compound A-5 of the present invention.

[0374] Device Example 4

[0375] The implementation method of Device Example 4 is the same as that of Device Example 1, except that Compound A-107 is used as the first host in the emission layer (EML) instead of Compound A-5 of the present invention.

[0376] Device Example 5

[0377] The implementation method of device example 5 is the same as that of device example 1, except that compound A-169 is used instead of compound A-5 of the present invention as the first host in the light-emitting layer (EML), and the doping weight ratio of compound A-169 and compound B-227 in the light-emitting layer is adjusted to 39.2:58.8.

[0378] Device Example 6

[0379] The implementation method of device example 6 is the same as that of device example 4, except that compound B-232 is used instead of compound B-227 as the second host in the light-emitting layer (EML), and the doping weight ratio of compound A-107 and compound B-232 in the light-emitting layer is adjusted to 49:49.

[0380] Device Example 7

[0381] The implementation of Device Example 7 is the same as that of Device Example 4, except that Compound B-247 is used as the second host instead of Compound B-227 in the emission layer (EML).

[0382] Device Example 8

[0383] The implementation method of device example 8 is the same as that of device example 4, except that compound B-212 is used instead of compound B-227 as the second host in the light-emitting layer (EML), and the doping weight ratio of compound A-107 and compound B-212 in the light-emitting layer is adjusted to 49:49.

[0384] Device Example 9

[0385] The implementation of Device Example 9 is the same as that of Device Example 1, except that Compound A-1354 is used as the first host in the emissive layer (EML) instead of Compound A-5 of the present invention.

[0386] Device Example 10

[0387] The implementation of Device Example 10 is the same as that of Device Example 1, except that Compound A-1126 is used as the first host in the emissive layer (EML) instead of Compound A-5 of the present invention.

[0388] Device Example 11

[0389] The implementation method of Device Example 11 is the same as that of Device Example 1, except that Compound A-890 is used as the first host in the emissive layer (EML) instead of Compound A-5 of the present invention.

[0390] Device Example 12

[0391] The implementation of Device Example 12 is the same as that of Device Example 1, except that Compound A-893 is used as the first host in the emissive layer (EML) instead of Compound A-5 of the present invention.

[0392] Device Example 13

[0393] The implementation method of Device Example 13 is the same as that of Device Example 1, except that Compound A-1129 is used as the first host in the emission layer (EML) instead of Compound A-5 of the present invention.

[0394] Device Example 14

[0395] The implementation method of Device Example 14 is the same as that of Device Example 1, except that Compound A-891 is used as the first host in the emissive layer (EML) instead of Compound A-5 of the present invention.

[0396] Device Example 15

[0397] The implementation method of device example 15 is the same as that of device example 1, except that compound A-1336 is used instead of compound A-5 of the present invention as the first host in the light-emitting layer (EML), compound RD-1 is used instead of RD as the dopant in the light-emitting layer (EML), and the doping weight ratio of compound A-1336 and compound B-227 in the light-emitting layer is adjusted to 72.8:24.2.

[0398] Device Example 16

[0399] The implementation method of device example 16 is the same as that of device example 15, except that compound A-878 is used instead of compound A-1336 of the present invention as the first host in the light-emitting layer (EML), and the doping weight ratio of compound A-878 and compound B-227 in the light-emitting layer is adjusted to 38.8:58.2.

[0400] Device Example 17

[0401] The implementation method of device example 17 is the same as that of device example 15, except that compound A-879 is used instead of compound A-1336 of the present invention as the first host in the light-emitting layer (EML), and the doping weight ratio of compound A-879 and compound B-227 in the light-emitting layer is adjusted to 58.2:38.8.

[0402] Device Comparison Example 1

[0403] The implementation of Comparative Device Example 1 is the same as that of Example 1, except that Compound C is used instead of Compound A-5 of the present invention as the first host in the emission layer (EML).

[0404] 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.

[0405] Table 1 Device structures of device embodiments and comparative examples

[0406]

[0407]

[0408]

[0409] The material structure used in the device is shown below:

[0410]

[0411]

[0412]

[0413] Table 2 lists the 2 The maximum emission wavelength (λ max ), current efficiency (CE) and at 80 mA / cm 2 The device life (LT97) was tested under constant current. The device life (LT97) refers to the time required for the device brightness to decay to 97% of its initial brightness.

[0414] Table 2 Device data

[0415] Device ID <![CDATA[λ max (nm)]]> CE[cd / A] LT97(h) Example 1 622 29.1 80 Example 2 622 29.1 99 Example 3 622 29.2 90 Example 4 623 28.6 134 Example 5 622 29.5 88 Example 6 622 30.2 111 Example 7 622 29.6 150 Example 8 622 29.8 132 Example 9 622 29.2 123 Example 10 622 28.5 305 Embodiment 11 622 29.4 244 Example 12 622 29.7 160 Embodiment 13 622 28.6 118 Embodiment 14 622 28.5 108 Embodiment 15 620 29.5 148 Example 16 621 28.3 139 Embodiment 17 621 28.6 90 Comparative Example 1 622 28.2 60

[0416] discuss:

[0417] It can be seen from the data in Table 2 that the maximum emission wavelengths of the device embodiment and the device comparative example are substantially consistent.

[0418] The only difference between Example 1 and Comparative Example 1 is that the 1-position of dibenzofuran is connected to a benzoxazolyl or phenyl group. The current efficiency of Comparative Example 1 has reached a very high level of 28.2 cd / A. The compound of the present invention further improves the current efficiency of Example 1. What is even more valuable is that in terms of life, compared with Comparative Example 1, the life of Example 1 is unexpectedly greatly improved by 33.3%.

[0419] On the basis of Example 1, Examples 2 to 5 and Examples 9 to 17 changed different Ar, Ar 1 ,Ar 2, all can achieve current efficiency and lifespan equivalent to or better than that of Example 1. In terms of current efficiency, the compounds of the present invention enable Examples 2 to 5 and Examples 9 to 17 to maintain or further improve the high current efficiency equivalent to that of Comparative Example 1. In terms of lifespan, compared with Comparative Example 1, the lifespans of Examples 2 to 5 and Examples 9 to 17 are unexpectedly greatly improved, and the improvement of Example 10 is even as high as 408%. These data once again show that the compounds of the present invention formed by connecting a specific benzoxazole group to the 1-position of dibenzofuran can make the hole transport in the device more stable, can better recombine with the electrons in the device, and can make the organic electroluminescent device have excellent device performance, such as high efficiency, especially longer lifespan.

[0420] In addition, in Examples 6 to 8, the compounds of the present invention are used in combination with different second compounds, and the device performance is comparable to or better than that of Example 4. These again show that when the compounds of the present invention having the structure of Formula 1 are applied to organic electroluminescent devices, the device performance, especially the life span, can be greatly improved, which once again proves the unique advantages of the compounds of the present invention.

[0421] Based on the above results, it can be seen that the compound having the structure of Formula 1 disclosed in the present invention can be used as a main material to improve the performance of the device and achieve high efficiency, especially to significantly improve the life of the device. Therefore, it has broad commercial development prospects and application value.

[0422] 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 the structure of Formula 1: in, Z1 is selected from CR z or N; Z2 is selected from O or S; Z3 is selected from O, S, Se, CR"1R"2, SiR"3R"4 or NR n ; X1 to X4 are selected from CR in the same or different manner at each occurrence. x or N; Y1 to Y3 are selected from CR y or N; Y4 to Y7 are selected from C, CR y or N; one of Y4 to Y7 is selected from C and is connected to L1; L1 is selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof; Ar1, Ar2 are 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, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, or a combination thereof at each occurrence; R x , R y , R z , R n , R"1, R"2, R"3 and R"4 are each 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, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, 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 x can optionally be linked to form a ring; Adjacent substituent R y Can optionally be linked to form a ring.

2. The compound of claim 1, wherein Y1 to Y3 are selected from CR y ; Y4 to Y7 are selected from C or CR at each occurrence, the same or different y ; One of Y4 to Y7 is selected from C and is connected to L1; Preferably, Y7 is selected from CR y ; One of Y4, Y5 or Y6 is C and connected to L1; More preferably, Y5 is C and is linked to L1.

3. The compound according to claim 1, wherein Z1 is selected from N.

4. The compound according to claim 1, wherein Z2 is selected from O.

5. The compound according to claim 1, wherein Z3 is selected from O, S, CR"1R"2, SiR"3R"4 or NR n ; Preferably, Z3 is selected from O, S, CR"1R"2 or NR n ; More preferably, Z3 is selected from O, S or CR"1R"2.

6. The compound according to claim 1, wherein R x , R y , R z , R n , R"1, R"2, R"3 and R"4 are each 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 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, and combinations thereof; Adjacent substituent R x can optionally be linked to form a ring; Adjacent substituent R y can optionally be linked to form a ring; Preferably, R x , R y , R z , R n , R"1, R"2, R"3 and R"4 are each selected from the group consisting of hydrogen, deuterium, fluorine, phenyl, pyridyl, pyrimidyl, vinyl, naphthyl, biphenyl, phenanthrenyl, triphenylene, dibenzofuranyl, dibenzothiophenyl, carbazolyl, yl, methyl, ethyl, tert-butyl, adamantyl, cyclohexyl, cyclopentyl, and combinations thereof.

7. The compound of claim 1, wherein Ar1, Ar2 are identically or differently selected from substituted or unsubstituted aryl groups having 6 to 24 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, or a combination thereof at each occurrence; Preferably, at least one of Ar1 and Ar2 is selected from the following structures: Wherein U1 to U9 are selected from C, CR u or N; one of U1 to U5 is selected from C and one of U6 to U9 is selected from C; U' 10 toU' 11 Each occurrence is the same or different selection from CR u or N; R u 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 u can optionally be linked to form a ring; More preferably, at least one of Ar1 and Ar2 is selected from the following structures: Wherein U1 to U9 are selected from C, CR u or N; one of U1 to U5 is selected from C and one of U6 to U9 is selected from C; U 10 to U 13 Each occurrence is the same or different selection from CR u or N; R u 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 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 having 2 to 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 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 cyano, isocyano, hydroxyl, mercapto, and combinations thereof; Adjacent substituent R u can optionally be linked to form a ring; Wherein "*" represents the connection position of Ar1 and / or Ar2 and N shown in Formula 1.

8. The compound of claim 1, wherein L1 is selected from a single bond, a substituted or unsubstituted arylene group having 6 to 24 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 24 carbon atoms, or a combination thereof; Preferably, L1 is selected from a single bond, phenylene, naphthylene, biphenylene, phenanthrenylene, pyridylene, or a combination thereof.

9. The compound of claim 1, wherein the compound is selected from the group consisting of: Optionally, hydrogen in the structures of Compound A-1 to Compound A-1378 can be partially or completely replaced by deuterium.

10. An organic electroluminescent device, comprising: anode, cathode, and an organic layer disposed between the anode and the cathode, the organic layer comprising the compound according to any one of claims 1 to 9.

11. The organic electroluminescent device according to claim 10, wherein the organic layer is a light-emitting layer, a hole transport layer or an electron blocking layer; preferably, the organic layer is a light-emitting layer, and the compound is a host material.

12. The organic electroluminescent device according to claim 11, wherein the organic layer is a light-emitting layer, and the organic layer further comprises a second compound, the second compound is a host material, and the second compound has a structure represented by Formula 2: In formula 2, L 21 To L 23 is selected, at each occurrence, identically or differently, 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 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof; Ar 21 To Ar 23 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.

13. The organic electroluminescent device according to claim 10, wherein the organic layer is a light-emitting layer, and the light-emitting layer comprises at least one phosphorescent light-emitting material.

14. The organic electroluminescent device according to claim 13, wherein the phosphorescent material is a metal complex having M(L a ) m (L b ) n (L c ) q The general formula of M is selected from metals with a relative atomic mass greater than 40; L a , L b and L c are respectively the first ligand, the second ligand and the third ligand coordinated with the M; L a , L b and L c can optionally be linked to form a multidentate ligand; L a , L b and L c can be the same or different; 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 the 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; L a Each occurrence is identical or different and is selected from the structure shown in Formula 3: in, Ring D is selected from a 5-membered heteroaromatic ring or a 6-membered heteroaromatic ring; 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; Ring D and Ring E via U a and U b condense; U a and U b is selected identically or differently at each occurrence from C or N; R d and R e Each occurrence of the same or different means mono-, poly- or no-substitution; V1 to V4 are selected from CR in the same or different manner at each occurrence v or N; R d , 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 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, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof; Adjacent substituent R d , R e and R v can optionally be linked to form a ring; L b and L c Each occurrence is identically or differently selected from any one of the following structures: in, R a , R b and R c 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.

15. A compound composition comprising the compound according to any one of claims 1 to 9.

16. The compound composition of claim 15, comprising a second compound having a structure represented by Formula 2: In formula 2, L 21 To L 23 is selected, at each occurrence, identically or differently, 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 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof; Ar 21 To Ar 23 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. 17 . An electronic device comprising the organic electroluminescent device according to claim 10 .

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