Organic light-emitting device

Abstract

Disclosed is an organic electroluminescent device. The organic light-emitting device comprises an anode, a cathode and a first organic layer arranged between the anode and the cathode, wherein the first organic layer at least comprises a first compound and a P-type conductive doping material, the first compound has a structure represented by a formula 1, and the P-type conductive doping material has a structure represented by a formula A or a formula B. The novel material combination formed by the first compound and the P-type conductive doping material can be used in a hole injection layer in the organic light-emitting device, so that the organic light-emitting device can keep high efficiency or obviously improve the efficiency, the service life is greatly prolonged, and better comprehensive performance of the device can be provided. An electronic device comprising the organic electroluminescent device and a compound composition comprising the first compound and the P-type conductive doping material are also disclosed.

Description

Technical Field

[0001] The present invention relates to an organic electronic device, such as an organic electroluminescent device, and more particularly to an organic electroluminescent device comprising a first compound and a P-type conductive doping material in a first organic layer. Background Art

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

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

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

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

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

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

[0008] The hole injection layer is one of the important functional layers that affects the performance of organic electroluminescent devices. It plays a very important role in regulating the hole concentration and carrier balance in the device, and profoundly affects the overall performance of the device. Commercially, it is expected to obtain organic electroluminescent devices with characteristics such as low driving voltage, high efficiency, and long service life. Therefore, the development of new hole injection layers is a very critical research field.

[0009] At present, the most commonly used hole injection layer in the industry is generally constructed by different combinations of P-type conductive doping materials and hole transport materials. Different combinations of different P-type doping materials and different hole transport materials will produce different hole injection effects, which are strongly related to the degree of energy level matching between the two.

[0010] US20200087311A1 discloses a Dehydrobenzobisoxazole, dehydrobenzodithiazole or dehydrobenzodiselenazole and organic compounds with similar structures can be used as P-type conductive doping materials or hole injection materials with deep LUMO. This application only focuses on such P-type conductive doping materials themselves, and does not pay attention to the impact of the combination of such P-type conductive doping materials and hole transport materials on device performance.

[0011] CN113956211A discloses a An organic compound with a structure that can be used as a P-type conductive doping material or a hole injection material. This application only focuses on such compounds themselves, and does not pay attention to the impact of the combination of such compounds and hole transport materials on device performance.

[0012] CN115734641A discloses an organic electroluminescent device, which mainly focuses on the P-type conductive doped material. Monoamine compounds with bifluorene The effect of the combination of such P-type conductive doped materials and other materials with hole transport function on device performance is not disclosed or paid attention to.

[0013] CN114914372A discloses an organic electroluminescent device, mainly focusing on P-type conductive doped material With a monoamine compound having fluorene The effect of the combination of such P-type conductive doped materials and other materials with hole transport function on device performance is not disclosed or paid attention to.

[0014] In this doped hole injection layer, on the one hand, it is very important to develop better P-type conductive doping materials and / or better hole transport materials; on the other hand, the matching of P-type conductive doping materials and hole transport materials is more important, and mismatch often leads to a significant reduction in device performance. Therefore, the continuous research and development of new combinations of P-type conductive doping materials and hole transport materials is of great significance for the development of devices with higher efficiency and longer life. Summary of the invention

[0015] The present invention aims to provide a series of novel organic electroluminescent devices to solve at least some of the above problems. The novel organic electroluminescent device comprises an anode, a cathode and a first organic layer arranged between the anode and the cathode, wherein the first organic layer comprises a first compound having a structure of Formula 1 and a P-type conductive doping material having a structure of Formula A or Formula B. This novel material combination consisting of the first compound and the P-type conductive doping material can be used in a hole injection layer in an organic electroluminescent device, which can maintain high efficiency or significantly improve efficiency of the organic electroluminescent device, greatly improve lifespan, and provide better device comprehensive performance.

[0016] According to one embodiment of the present invention, an organic electroluminescent device is disclosed, comprising:

[0017] anode,

[0018] cathode,

[0019] and a first organic layer disposed between the anode and the cathode,

[0020] Wherein, the first organic layer at least comprises a first compound and a P-type conductive doping material;

[0021] The first compound has a structure represented by Formula 1:

[0022]

[0023] In Formula 1, Ar1 has a structure represented by Formula 1-1 or Formula 1-2:

[0024]

[0025] Ar2 is selected 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;

[0026] Q1 is selected, identically or differently, at each occurrence from C or Si;

[0027] X is selected, identically or differently, at each occurrence from CR1 or N;

[0028] Y is selected, identically or differently, at each occurrence from C, CR2 or N;

[0029] L0, L1, L2 and L3 are identically or differently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof at each occurrence;

[0030] R, R', R1, R2 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, substituted or unsubstituted alkynyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3-20 carbon atoms, substituted or unsubstituted arylgermanyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0031] Adjacent substituents R', R1, R2 can be optionally linked to form a ring;

[0032] represents the position where the formula 1-1 or the formula 1-2 is connected to the L1 in the formula 1;

[0033] The P-type conductive doping material has a structure represented by Formula A or Formula B:

[0034]

[0035] In formula A,

[0036] X A Each occurrence is the same or different selection from CR A 'R A ”;

[0037] Z A Each occurrence is selected identically or differently from O, S or Se;

[0038] Each RA The same or different, and R A , R A ', R A " at least one of which is a group having at least one electron-withdrawing group;

[0039] The adjacent substituents R in formula A A ', R A " can be optionally linked to form a ring;

[0040] In formula B,

[0041] X B Each occurrence is the same or different selection from CR B 'R B ”;

[0042] Z B Each occurrence is selected identically or differently from O, S or Se;

[0043] Each R B The same or different, and R B , R B ', R B " at least one of which is a group having at least one electron-withdrawing group;

[0044] The adjacent substituents R in formula B B ', R B " can be optionally linked to form a ring;

[0045] R A , R A ', R A ”, R B , R B ', R B" is selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, hydroxyl, mercapto, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted arylalkyl having 1 to 2 substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted alkynyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilanyl having 6-20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3-20 carbon atoms, substituted or unsubstituted arylgermanyl having 6-20 carbon atoms, and combinations thereof.

[0046] 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.

[0047] According to another embodiment of the present invention, a compound composition is also disclosed, which includes a first compound and a P-type conductive doping material, wherein the specific structure of the first compound is as shown in the aforementioned embodiment, and the LUMO of the P-type conductive doping material is not higher than -4.8 eV.

[0048] The novel organic electroluminescent device disclosed in the present invention comprises an anode, a cathode and a first organic layer disposed between the anode and the cathode, wherein the first organic layer comprises a first compound having a structure of Formula 1 and a P-type conductive doping material having a structure of Formula A or Formula B. The novel material combination consisting of the first compound and the P-type conductive doping material can be used in a hole injection layer in an organic electroluminescent device, and can provide better device performance, for example, maintaining high efficiency or further improving efficiency, greatly improving device life, and providing better device comprehensive performance. BRIEF DESCRIPTION OF THE DRAWINGS

[0049] Figure 1 is a schematic diagram of an organic light-emitting device that may contain the electroluminescent device disclosed herein.

[0050] Figure 2 is a schematic diagram of another organic light-emitting device that may contain the electroluminescent device disclosed herein. DETAILED DESCRIPTION

[0051] 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.

[0052] There are more examples of each of these layers. For example, a flexible and transparent substrate-anode combination is disclosed in U.S. Patent No. 5,844,363, which is incorporated by reference in its entirety. An example of a p-doped hole transport layer is m-MTDATA doped with F4-TCNQ at a molar ratio of 50:1, as disclosed in U.S. Patent Application Publication No. 2003 / 0230980, which is incorporated by reference in its entirety. An example of a host material is disclosed in U.S. Patent No. 6,303,238 to Thompson et al., which is incorporated by reference in its entirety. An example of an n-doped electron transport layer is BPhen doped with Li at a molar ratio of 1:1, as disclosed in U.S. Patent Application Publication No. 2003 / 0230980, which is incorporated by reference in its entirety. U.S. Patent Nos. 5,703,436 and 5,707,745, which are incorporated by reference in their entirety, disclose examples of cathodes including composite cathodes having a thin layer of metal such as Mg:Ag with an overlying transparent, conductive, sputter-deposited ITO layer. The principles and use of barrier layers are described in more detail in U.S. Patent No. 6,097,147 and U.S. Patent Application Publication No. 2003 / 0230980, which are incorporated by reference in their entirety. Examples of injection layers are provided in U.S. Patent Application Publication No. 2004 / 0174116, which is incorporated by reference in its entirety. A description of protective layers can be found in U.S. Patent Application Publication No. 2004 / 0174116, which is incorporated by reference in its entirety.

[0053] 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.

[0054] 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.

[0055] 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.

[0056] 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.

[0057] The materials and structures described herein may also be used in other organic electronic devices listed above.

[0058] 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.

[0059] 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.

[0060] In the present application, materials are "same" or "different", for example, "the second compound is the same as or different from the first compound", where "same" means that two or more materials have the same chemical formula, or the difference between the two or more materials is that the hydrogen in the chemical formula is partially or completely replaced by deuterium. Conversely, "different" means that the chemical formulas of the organic materials used are different (i.e., the difference in the chemical formula is not only that the hydrogen in the molecular formula is partially or completely replaced by deuterium).

[0061] As used herein, the “P-type conductive doping material” refers to a dopant having an oxidizing ability, which has a strong electron-withdrawing ability and is an electron acceptor.

[0062] 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.

[0063] 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).

[0064] 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.

[0065] 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 as donor-acceptor charge transfer (CT) type emission. The spatial separation of the HOMO and LUMO in these donor-acceptor type compounds usually produces a small ΔE S-T. These states may include CT states. Generally, donor-acceptor light-emitting materials are constructed by connecting an electron donor moiety (eg, an amino group or a carbazole derivative) to an electron acceptor moiety (eg, a six-membered aromatic ring containing N).

[0066] Definition of Substituent Terms

[0067] Halogen or halide - as used herein includes fluorine, chlorine, bromine and iodine.

[0068] 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.

[0069] 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.

[0070] 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.

[0071] 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.

[0072] 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.

[0073] 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.

[0074] 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.

[0075] 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.

[0076] 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.

[0077] 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.

[0078] 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,

[0079] 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.

[0080] 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.

[0081] 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.

[0082] 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.

[0083] 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.

[0084] 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.

[0085] 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.

[0086] 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.

[0087] In the compounds mentioned in the present disclosure, multiple substitution refers to the range including disubstitution up to the maximum number of available substitutions. When a substituent in the compounds mentioned in the present disclosure represents multiple substitutions (including disubstitution, trisubstitution, tetrasubstitution, etc.), it means that the substituent can exist in multiple available substitution positions on its connection structure, and the substituents existing in multiple available substitution positions can be of the same structure or different structures.

[0088] 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.

[0089] 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:

[0090]

[0091] 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:

[0092]

[0093] 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:

[0094]

[0095] 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:

[0096]

[0097] According to one embodiment of the present invention, an organic electroluminescent device is disclosed, comprising:

[0098] anode,

[0099] cathode,

[0100] and a first organic layer disposed between the anode and the cathode,

[0101] Wherein, the first organic layer at least comprises a first compound and a P-type conductive doping material;

[0102] The first compound has a structure represented by Formula 1:

[0103]

[0104] In Formula 1, Ar1 has a structure represented by Formula 1-1 or Formula 1-2:

[0105]

[0106] Ar2 is selected 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;

[0107] Q1 is selected, identically or differently, at each occurrence from C or Si;

[0108] X is selected, identically or differently, at each occurrence from CR1 or N;

[0109] Y is selected, identically or differently, at each occurrence from C, CR2 or N;

[0110] L0, L1, L2 and L3 are identically or differently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof at each occurrence;

[0111] R, R', R1, R2 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, substituted or unsubstituted alkynyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3-20 carbon atoms, substituted or unsubstituted arylgermanyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0112] Adjacent substituents R', R1, R2 can be optionally linked to form a ring;

[0113] represents the position where the formula 1-1 or the formula 1-2 is connected to the L1 in the formula 1;

[0114] The P-type conductive doping material has a structure represented by Formula A or Formula B:

[0115]

[0116] In formula A,

[0117] X A Each occurrence is selected from CR A 'R A ”;

[0118] Z A Each occurrence is selected identically or differently from O, S or Se;

[0119] Each R A The same or different, and R A , R A ', R A " at least one of which is a group having at least one electron-withdrawing group;

[0120] The adjacent substituents R in formula A A ', R A" can be optionally linked to form a ring;

[0121] In formula B,

[0122] X B Each occurrence is the same or different selection from CR B 'R B ”;

[0123] Z B Each occurrence is selected identically or differently from O, S or Se;

[0124] Each R B The same or different, and R B , R B ', R B " at least one of which is a group having at least one electron-withdrawing group;

[0125] The adjacent substituents R in formula B B ', R B " can be optionally linked to form a ring;

[0126] R A , R A ', R A ”, R B , R B ', R B " is selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, hydroxyl, mercapto, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted arylalkyl having 1 to 2 substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted alkynyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilanyl having 6-20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3-20 carbon atoms, substituted or unsubstituted arylgermanyl having 6-20 carbon atoms, and combinations thereof.

[0127] In this article, "adjacent substituents R', R1, R2 can be optionally connected to form a ring" is intended to mean that adjacent substituent groups, for example, between two adjacent substituents R', between two adjacent substituents R1, between two adjacent substituents R2, any one or more of these substituent groups can be connected to form a ring. Obviously, these substituents can also not be connected to form a ring.

[0128] In this context, “the adjacent substituent R A ', R A "Can optionally be linked to form a ring" is intended to mean that adjacent groups of substituents, for example, two adjacent substituents R A ' and R A " can be connected to form a ring. Obviously, these substituents can also not be connected to form a ring.

[0129] In this context, “the adjacent substituent R B ', R B "Can optionally be linked to form a ring" is intended to mean that adjacent groups of substituents, for example, two adjacent substituents R B ' and R B " can be connected to form a ring. Obviously, these substituents can also not be connected to form a ring.

[0130] According to one embodiment of the present invention, the electron withdrawing group is selected from the group consisting of: halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, azaaromatic ring group, and any of the following groups substituted by one or more of halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, azaaromatic ring group: having 1 -20 carbon atoms, alkyl groups, cycloalkyl groups, heteroalkyl groups, aryl ...

[0131] According to one embodiment of the present invention, the electron-withdrawing group is selected from the group consisting of: F, CF3, OCF3, SF5, SO2CF3, cyano, isocyano, SCN, OCN, pyrimidine, triazine, and combinations thereof.

[0132] According to one embodiment of the present invention, wherein R does not contain an amino group.

[0133] According to one embodiment of the present invention, wherein L0, L1, L2 and L3 are 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 each time they appear.

[0134] According to one embodiment of the present invention, wherein L0 appears each time and is identically or differently selected from 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.

[0135] According to one embodiment of the present invention, wherein L0 appears each time and is selected from the same or different groups: substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, substituted or unsubstituted terphenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted fluorenylene, substituted or unsubstituted silylene, substituted or unsubstituted carbazolylene, substituted or unsubstituted dibenzofuranylene, substituted or unsubstituted dibenzothiophenylene, substituted or unsubstituted dibenzoselenophene, substituted or unsubstituted phenanthrenylene, substituted or unsubstituted triphenylene, substituted or unsubstituted pyridinylene, substituted or unsubstituted spirobifluorenylene, substituted or unsubstituted anthrylene, substituted or unsubstituted pyrenylene, or a combination thereof;

[0136] The L1, L2 and L3 are selected from a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted biphenylene, a substituted or unsubstituted terphenylene, a substituted or unsubstituted naphthylene, a substituted or unsubstituted fluorenylene, a substituted or unsubstituted silylene, a substituted or unsubstituted carbazolylene, a substituted or unsubstituted dibenzofuranylene, a substituted or unsubstituted dibenzothiophenylene, a substituted or unsubstituted dibenzoselenopheneylene, a substituted or unsubstituted phenanthrenylene, a substituted or unsubstituted triphenylene, a substituted or unsubstituted pyridinylene, a substituted or unsubstituted spirobifluorenylene, a substituted or unsubstituted anthracenylene, a substituted or unsubstituted pyrenylene, or a combination thereof.

[0137] According to one embodiment of the present invention, wherein L0, L3 are selected from substituted or unsubstituted phenylene, or substituted or unsubstituted biphenylene the same or differently each time they appear.

[0138] According to one embodiment of the present invention, wherein L1 and L2 are identically or differently selected from a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted biphenylene group each time they appear.

[0139] According to one embodiment of the present invention, the compound has a structure represented by Formula 2:

[0140]

[0141] In Formula 2, Ar1 has a structure represented by Formula 1-1 or Formula 1-2:

[0142]

[0143] Ar2 is selected 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;

[0144] Q1 is selected, identically or differently, at each occurrence from C or Si;

[0145] X is selected, identically or differently, at each occurrence from CR1 or N;

[0146] Y is selected, identically or differently, at each occurrence from C, CR2 or N;

[0147] X1-X3 and X5 are selected from CR in the same or different ways each time they appear. x ;

[0148] L1, L2, L3 and L4 are identically or differently selected at each occurrence 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;

[0149] R, R', R1, R2, R x 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 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, 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;

[0150] Adjacent substituents R, R', R1, R2, R x Can optionally be linked to form a ring.

[0151] According to one embodiment of the present invention, in Formula 2, L4 is selected from a single bond, a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 20 carbon atoms, or a combination thereof, the same or different each time it appears.

[0152] According to one embodiment of the present invention, in Formula 2, L4 is selected from a single bond, a substituted or unsubstituted phenylene group, or a substituted or unsubstituted biphenylene group, the same or different each time it appears.

[0153] According to one embodiment of the present invention, the compound has a structure represented by any one of Formula 2-1 to Formula 2-14:

[0154]

[0155]

[0156] In Formulae 2-1 to 2-14, X is selected from CR1 at each occurrence, the same or different; Y is selected from CR2 at each occurrence, the same or different;

[0157] X1-X5 are selected from CR in the same or different way each time they appear. x ;

[0158] Y1-Y5 are selected from CR y ;

[0159] Q1 is selected, identically or differently, at each occurrence from C or Si;

[0160] Ar2 is selected 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;

[0161] R is selected, at each occurrence, identically or differently, from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, or a combination thereof;

[0162] R', R1, R2, R x , R yThe alkyl radicals are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl radicals having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl radicals having 3 to 20 ring atoms, substituted or unsubstituted aralkyl radicals having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy radicals having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy radicals having 6 to 30 carbon atoms, substituted or unsubstituted alkene radicals having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted 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, 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;

[0163] Adjacent substituents R', R1, R2, R x , R y Can optionally be linked to form a ring.

[0164] As used herein, “adjacent substituents R′, R1, R2, R x , R y "can be optionally linked to form a ring" is intended to mean that adjacent groups of substituents, for example, between two adjacent substituents R', between two adjacent substituents R1, between two adjacent substituents R2, between two adjacent substituents R x Between two adjacent substituents R y 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.

[0165] According to one embodiment of the present invention, the first compound has a structure represented by Formula 2-1, Formula 2-2, Formula 2-3 or Formula 2-4.

[0166] According to one embodiment of the present invention, the substituents R and R x Not connected to form a ring.

[0167] According to one embodiment of the present invention, wherein R appears each time and is identically or differently selected from a substituted or unsubstituted alkyl group having 1 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, or a combination thereof.

[0168] According to one embodiment of the present invention, R is selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, the same or different each time it occurs.

[0169] According to one embodiment of the present invention, wherein R appears each time and is identically or differently selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted dibenzofuran, or substituted or unsubstituted dibenzothiophene.

[0170] According to one embodiment of the present invention, R', R1, R2, R x , R y each occurrence is identically or differently selected from hydrogen, deuterium, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, or a combination thereof;

[0171] Adjacent substituents R', R1, R2, R x , R y Can optionally be linked to form a ring.

[0172] According to one embodiment of the present invention, R', R1, R2, R x , R y Each occurrence is identically or differently selected from hydrogen, deuterium, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, or a combination thereof.

[0173] According to one embodiment of the present invention, wherein Q1 is C.

[0174] According to one embodiment of the present invention, wherein Ar2 is selected from a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 20 carbon atoms, or a combination thereof.

[0175] According to one embodiment of the present invention, wherein, Ar2 appears each time and is selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirofluorenyl, substituted or unsubstituted silyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted dibenzoselenophene, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted pyridyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted anthracenyl, substituted or unsubstituted pyrene, or a combination thereof.

[0176] According to one embodiment of the present invention, wherein each occurrence of Ar2 is identically or differently selected from the group consisting of G1 to G102:

[0177]

[0178]

[0179]

[0180] and / or Ar1 is identically or differently selected at each occurrence from the group consisting of G26 to G70.

[0181] According to one embodiment of the present invention, the compound is selected from the group consisting of compound C1 to compound C105, and the specific structures of compound C1 to compound C105 are shown in claim 11.

[0182] According to one embodiment of the present invention, hydrogen in the structures of compounds C1 to C93, and compounds C101 to C105 can be partially or completely replaced by deuterium.

[0183] According to one embodiment of the present invention, wherein the X A , X B Each occurrence is identically or differently selected from the group consisting of groups represented by formulae X-1 to X-7:

[0184]

[0185] Wherein, "*" indicates the connection position of the group.

[0186] According to one embodiment of the present invention, wherein X A and X B All are selected from formula X-1.

[0187] According to one embodiment of the present invention, wherein said R A and R BEach occurrence is identically or differently selected from the group consisting of: hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, unsubstituted alkyl having 1 to 20 carbon atoms, unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, unsubstituted alkoxy having 1 to 20 carbon atoms, unsubstituted alkenyl having 2 to 20 carbon atoms, unsubstituted aryl having 6 to 30 carbon atoms, unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, unsubstituted alkoxy having 1 to 20 carbon atoms, unsubstituted alkenyl having 2 to 20 carbon atoms, unsubstituted aryl having 6 to 30 carbon atoms, unsubstituted aryl having 3 to 20 carbon atoms, 30 carbon atoms, heteroaryl groups, and any of the following groups substituted by one or more of halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl and phosphino groups: alkyl groups having 1-20 carbon atoms, cycloalkyl groups having 3-20 ring carbon atoms, alkoxy groups having 1-20 carbon atoms, alkenyl groups having 2-20 carbon atoms, aryl groups having 6-30 carbon atoms, heteroaryl groups having 3-30 carbon atoms, and combinations thereof.

[0188] According to one embodiment of the present invention, wherein said R A and R B Each occurrence is identically or differently selected from the group consisting of: hydrogen, deuterium, methyl, isopropyl, NO2, SO2CH3, SCF3, C2F5, OC2F5, OCH3, diphenylmethylsilyl, phenyl, methoxyphenyl, p-methylphenyl, 2,6-diisopropylphenyl, biphenyl, polyfluorophenyl, difluoropyridyl, nitrophenyl, dimethylthiazolyl, vinyl substituted with one or more of CN or CF3, ethynyl substituted with one of CN or CF3, dimethylphosphinoyl, diphenylphosphinoyl, F, CF3, OCF3, SF5, SO2CF3, cyano, isocyano, SCN, OCN, trifluoromethylphenyl, trifluoromethoxyphenyl, bis(trifluoromethyl)phenyl, bis(trifluoromethoxy)phenyl, 4-cyanotetrafluorophenyl, phenyl or biphenyl substituted with one or more of F, CN or CF3, tetrafluoropyridyl, pyrimidinyl, triazine, diphenylboranyl, oxaboranthenyl, and combinations thereof.

[0189] According to one embodiment of the present invention, R A ', R A ”, R B ', R B" is selected, at each occurrence, identically or differently, from the group consisting of: halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, boryl, sulfinyl, sulfonyl, phosphino, unsubstituted alkyl having 1 to 20 carbon atoms, unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, unsubstituted alkoxy having 1 to 20 carbon atoms, unsubstituted alkenyl having 2 to 20 carbon atoms, unsubstituted aryl having 6 to 30 carbon atoms, unsubstituted aryl having 3 to 3 0 carbon atoms, and any of the following groups substituted by one or more of halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl and phosphino: alkyl having 1-20 carbon atoms, cycloalkyl having 3-20 ring carbon atoms, alkoxy having 1-20 carbon atoms, alkenyl having 2-20 carbon atoms, aryl having 6-30 carbon atoms, heteroaryl having 3-30 carbon atoms, and combinations thereof.

[0190] According to one embodiment of the present invention, R A ', R A ”, R B ', R B " is selected at each occurrence, the same or different, from the group consisting of F, NO2, SO2CH3, SCF3, C2F5, OC2F5, OCH3, diphenylmethylsilyl, phenyl, methoxyphenyl, p-methylphenyl, 2,6-diisopropylphenyl, biphenyl, polyfluorophenyl, difluoropyridyl, nitrophenyl, dimethylthiazolyl, vinyl substituted with one or more of CN or CF3, ethynyl substituted with one of CN or CF3, dimethylphosphinoyl, diphenylphosphinoyl, F, CF3, OCF3, SF5, SO2CF3, cyano, isocyano, SCN, OCN, trifluoromethylphenyl, trifluoromethoxyphenyl, bis(trifluoromethyl)phenyl, bis(trifluoromethoxy)phenyl, 4-cyanotetrafluorophenyl, phenyl or biphenyl substituted with one or more of F, CN or CF3, tetrafluoropyridyl, pyrimidinyl, triazine, diphenylboryl, oxaboranthenyl, and combinations thereof.

[0191] According to one embodiment of the present invention, wherein said R A and R B Each occurrence is identically or differently selected from the group consisting of groups shown in B1-B88:

[0192]

[0193]

[0194]

[0195] Indicates the attachment position of the group.

[0196] According to one embodiment of the present invention, the two R A The same, or the two R in formula B B same.

[0197] According to one embodiment of the present invention, wherein said Z A and Z B Each occurrence is selected identically or differently from O.

[0198] According to one embodiment of the present invention, the P-type conductive doping material is selected from the group consisting of Compound 1-1 to Compound 1-176, Compound 2-1 to Compound 2-176, and the specific structures of Compound 1-1 to Compound 1-176, Compound 2-1 to Compound 2-176 are shown in Claim 17.

[0199] According to an embodiment of the present invention, the organic electroluminescent device further comprises a light-emitting layer and a second organic layer, and the second organic layer is disposed between the first organic layer and the light-emitting layer.

[0200] According to an embodiment of the present invention, the first organic layer is in direct contact with the anode.

[0201] According to one embodiment of the present invention, the first organic layer is a hole injection layer.

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

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

[0204] According to one embodiment of the present invention, the second organic layer at least comprises a second compound, and the second compound is a hole transport material.

[0205] According to one embodiment of the present invention, the second compound and the first compound are the same or different.

[0206] According to one embodiment of the present invention, the second compound is the same as the first compound.

[0207] According to one embodiment of the present invention, the organic electroluminescent device further comprises a third organic layer, which is an electron blocking layer or a luminescence auxiliary layer, and the third organic layer comprises a third compound, which is an electron blocking material or a luminescence auxiliary material.

[0208] According to an embodiment of the present invention, the third organic layer is in direct contact with the light-emitting layer.

[0209] According to one embodiment of the present invention, the organic electroluminescent device further comprises a light-emitting layer, wherein the light-emitting layer comprises at least one phosphorescent host material and at least one phosphorescent light-emitting material.

[0210] According to one embodiment of the present invention, the phosphorescent material is selected from a blue phosphorescent material, a green phosphorescent material, a yellow phosphorescent material, a red phosphorescent material, or a combination thereof.

[0211] According to one embodiment of the present invention, an electronic device is disclosed, which includes the organic electroluminescent device described in any one of the above embodiments.

[0212] According to one embodiment of the present invention, a compound composition is disclosed, which includes a first compound and a P-type conductive doping material, wherein the specific structures of the first compound and the P-type conductive doping material are as shown in any of the aforementioned embodiments.

[0213] Combination with other materials

[0214] 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.

[0215] 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.

[0216] There is no limitation on the method for preparing the organic electroluminescent device. In the embodiments of the device, the characteristics of the device are also tested using conventional equipment in the field (including but not limited to the vapor deposition machine produced by Angstrom Engineering, the optical testing system and life testing system produced by Suzhou Fusida, the ellipsometer produced by Beijing Liangtuo, etc.) using methods familiar to those skilled in the art. Since those skilled in the art are aware of the use of the above-mentioned equipment, testing methods and other related contents, they can obtain the inherent data of the sample with certainty and without being affected, so the above-mentioned related contents will not be elaborated in this patent. The preparation method of the following device embodiment is only an example and should not be construed as a limitation. Those skilled in the art can make reasonable improvements to the preparation method of the following device embodiment based on the prior art.

[0217] Device Embodiment

[0218] Device Example 1: Preparation of an organic electroluminescent device.

[0219] First, a 0.7 mm thick glass substrate with a pre-patterned The thick indium tin oxide (ITO) was used as the anode. After washing the substrate with deionized water and detergent, the ITO surface was treated with oxygen plasma and UV ozone. Subsequently, the substrate was dried in a glove box to remove moisture and loaded on a rack into a vacuum chamber. The organic layers specified below were placed in a vacuum of about 10 -6 Torr in the case of 0.01- The anode layer was deposited sequentially by vacuum thermal evaporation at a rate of: first, compound C16 and compound 1-70 were simultaneously deposited as a hole injection layer (HIL, weight ratio 95:5, thickness ), the evaporated compound C16 was used as a hole transport layer (HTL, thickness ), then simultaneously evaporate compound RH and compound RD as the light-emitting layer (EML, weight ratio 98:2, thickness ). Evaporation of compound HB as a hole blocking layer (HBL, thickness ), compound ET and Liq are co-deposited as electron transport layer (ETL, weight ratio 40:60, thickness ), evaporation Thick Liq is used as the electron injection layer (EIL). Finally, metal Al is evaporated as the cathode (Cathode, thickness ). The device was then transferred back to the glove box and encapsulated with a glass cover slip to complete the device.

[0220] Device Example 2

[0221] Device Example 2 was prepared in the same manner as Device Example 1, except that Compound C72 and Compound 1-70 were used instead of Compound C16 and Compound 1-70 as the hole injection layer, and Compound C72 was used instead of Compound C16 as the hole transport layer.

[0222] Device Example 3

[0223] Device Example 3 was prepared in the same manner as Device Example 1, except that Compound C71 and Compound 1-70 were used instead of Compound C16 and Compound 1-70 as the hole injection layer, and Compound C71 was used instead of Compound C16 as the hole transport layer.

[0224] Device Example 4

[0225] Device Example 4 was prepared in the same manner as Device Example 1, except that Compound C72 and Compound 1-73 were used instead of Compound C16 and Compound 1-70 as the hole injection layer, and Compound C72 was used instead of Compound C16 as the hole transport layer.

[0226] Device Example 5

[0227] Device Example 5 was prepared in the same manner as Device Example 1, except that Compound C72 and Compound 2-68 were used instead of Compound C16 and Compound 1-70 as the hole injection layer, and Compound C72 was used instead of Compound C16 as the hole transport layer.

[0228] Device Comparison Example 1

[0229] Device Comparative Example 1 was prepared in the same manner as Device Example 1, except that Compound HT1 and Compound 1-70 were used instead of Compound C16 and Compound 1-70 as the hole injection layer, and Compound HT1 was used instead of Compound C16 as the hole transport layer.

[0230] Device Comparison Example 2

[0231] Device Comparative Example 2 was prepared in the same manner as Device Example 1, except that Compound HT2 and Compound 1-70 were used instead of Compound C16 and Compound 1-70 as the hole injection layer, and Compound HT2 was used instead of Compound C16 as the hole transport layer.

[0232] Device Comparison Example 3

[0233] Device Comparative Example 3 was prepared in the same manner as Device Example 1, except that Compound C72 and Compound PD were used instead of Compound C16 and Compound 1-70 as the hole injection layer, and Compound C72 was used instead of Compound C16 as the hole transport layer.

[0234] The detailed device layer structure and thickness are shown in Table 1. For layers using more than one material, different compounds are doped in the weight ratios recorded.

[0235] Table 1 Partial device structures of Examples 1 to 5 and Comparative Examples 1 to 3 The material structure used in the device is as follows:

[0236]

[0237] Table 2 summarizes the device performance of Examples 1 to 5 and Comparative Examples 1 to 3. The current efficiency (CE) and external quantum efficiency (EQE) are calculated at a current density of 10 mA / cm 2 The life (LT95) is measured at a current density of 80 mA / cm 2 Measured below.

[0238] Table 2 Device data of Examples 1 to 5 and Comparative Examples 1 to 3

[0239]

[0240]

[0241] discuss:

[0242] It can be seen from the data in Table 2 that, compared with Comparative Example 1, the device efficiency (CE, EQE) of Example 1, Example 2, and Example 3 is maintained at a high level roughly equivalent to that of Comparative Example 1, and more importantly, the lifespan is significantly increased by 33.3%, 47.3%, and 24.0%, respectively; similarly, compared with Comparative Example 2, the device efficiency (CE, EQE) of Example 1, Example 2, and Example 3 is maintained at a high level comparable to that of Comparative Example 2, and the lifespan is significantly increased by 21.2%, 33.9%, and 12.7%, respectively. This indicates that the P-type conductive doping material with a specific structure selected in this application is combined with different hole transport materials with a specific structure selected in this application as a hole injection layer, which can maintain a very high device efficiency, and in particular, can significantly increase the device lifespan.

[0243] Compared with Comparative Example 3, the current efficiency (CE) of Example 2, Example 4, and Example 5 were significantly improved by 69.8%, 67.3%, and 67.3%, respectively, and the external quantum efficiency (EQE) was greatly improved by 75.3%, 75.3%, and 75.9%, respectively; it is particularly important that the life of Comparative Example 3 is extremely short and difficult to test, while the life of Example 2, Example 4, and Example 5 is as high as 221h, 222h, and 222h, respectively; this improvement in device performance is very unexpected. It shows that the hole transport material with a specific structure selected in this application is combined with different P-type conductive doping materials with a specific structure selected in this application as a hole injection layer, which can significantly improve the device efficiency and greatly improve the device life, thereby improving the overall performance of the device.

[0244] In summary, the electroluminescent device of the present invention, due to the use of a combination of a first compound with a specific structure and a P-type conductive doping material with a specific structure, is at a very high level in terms of current efficiency, external quantum efficiency and lifespan, which indicates that the first compound and the P-type conductive doping material selected in the present invention have a higher degree of matching, a suitable hole injection amount, and a more balanced carrier, so that the overall performance of the device can be optimized and has broad application prospects.

[0245] It should be understood that the various embodiments described herein are only examples and are not intended to limit the scope of the present invention. Therefore, as will be apparent to those skilled in the art, the claimed invention may include variations of the specific embodiments and preferred embodiments described herein. Many of the materials and structures described herein may be replaced with other materials and structures without departing from the spirit of the present invention. It should be understood that the various theories about why the present invention works are not intended to be restrictive.

Claims

1. An organic electroluminescent device, comprising: anode, cathode, and a first organic layer disposed between the anode and the cathode, Wherein, the first organic layer at least comprises a first compound and a P-type conductive doping material; The first compound has a structure represented by Formula 1: In Formula 1, Ar1 has a structure represented by Formula 1-1 or Formula 1-2: Ar2 is selected 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; Q1 is selected, identically or differently, at each occurrence from C or Si; X is selected, identically or differently, at each occurrence from CR1 or N; Y is selected, identically or differently, at each occurrence from C, CR2 or N; L0, L1, L2 and L3 are identically or differently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof at each occurrence; R, R', R1, R2 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, substituted or unsubstituted alkynyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3-20 carbon atoms, substituted or unsubstituted arylgermanyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof; Adjacent substituents R', R1, R2 can be optionally linked to form a ring; represents the position where the formula 1-1 or formula 1-2 is connected to the L1 in formula 1; The P-type conductive doping material has a structure represented by Formula A or Formula B: In formula A, X A Each occurrence is the same or different selection from CR A 'R A ”; Z A Each occurrence is selected identically or differently from O, S or Se; Each R A The same or different, and R A , R A ', R A " at least one of which is a group having at least one electron-withdrawing group; The adjacent substituents R in formula A A ', R A " can be optionally linked to form a ring; In formula B, X B Each occurrence is the same or different selection from CR B 'R B ”; Z B Each occurrence is selected identically or differently from O, S or Se; Each R B The same or different, and R B , R B ', R B " at least one of which is a group having at least one electron-withdrawing group; The adjacent substituents R in formula B B ', R B " can be optionally linked to form a ring; R A , R A ', R A ”, R B , R B ', R B " is selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, hydroxyl, mercapto, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted arylalkyl having 1 to 2 substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted alkynyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilanyl having 6-20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3-20 carbon atoms, substituted or unsubstituted arylgermanyl having 6-20 carbon atoms, and combinations thereof.

2. The compound of claim 1, wherein the electron withdrawing group is selected from the group consisting of halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, azaaromatic ring group, and any of the following groups substituted with one or more of halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, azaaromatic ring group: Alkyl groups having 1 to 20 carbon atoms, cycloalkyl groups having 3 to 20 ring carbon atoms, heteroalkyl groups having 1 to 20 carbon atoms, aralkyl groups having 7 to 30 carbon atoms, alkoxy groups having 1 to 20 carbon atoms, aryloxy groups having 6 to 30 carbon atoms, alkenyl groups having 2 to 20 carbon atoms, alkynyl groups having 2 to 20 carbon atoms, aryl groups having 6 to 30 carbon atoms, heteroaryl groups having 3 to 30 carbon atoms, alkylsilyl groups having 3 to 20 carbon atoms, arylsilyl groups having 6 to 20 carbon atoms, and combinations thereof; Preferably, the electron withdrawing group is selected from the group consisting of F, CF3, OCF3, SF5, SO2CF3, cyano, isocyano, SCN, OCN, pyrimidine, triazine, and combinations thereof.

3. The organic electroluminescent device according to claim 1, wherein: The L0, L1, L2 and L3 are selected from a single bond, a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 20 carbon atoms, or a combination thereof, when they appear each time, the same or different; Preferably, each occurrence of L0 is identically or differently selected from substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, substituted or unsubstituted terphenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted fluorenylene, substituted or unsubstituted silylene, substituted or unsubstituted carbazolylene, substituted or unsubstituted dibenzofuranylene, substituted or unsubstituted dibenzothiophenylene, substituted or unsubstituted dibenzoselenophene, substituted or unsubstituted phenanthrenylene, substituted or unsubstituted triphenylene, substituted or unsubstituted pyridinylene, substituted or unsubstituted spirobifluorenylene, substituted or unsubstituted anthrylene, substituted or unsubstituted pyrenylene, or a combination thereof; The L1, L2 and L3 are selected from a single bond, a substituted or unsubstituted phenylene, a substituted or unsubstituted biphenylene, a substituted or unsubstituted terphenylene, a substituted or unsubstituted naphthylene, a substituted or unsubstituted fluorenylene, a substituted or unsubstituted silylfluorenylene, a substituted or unsubstituted carbazolylene, a substituted or unsubstituted dibenzofuranylene, a substituted or unsubstituted dibenzothiophenylene, a substituted or unsubstituted dibenzoselenopheneylene, a substituted or unsubstituted phenanthrenylene, a substituted or unsubstituted triphenylene, a substituted or unsubstituted pyridinylene, a substituted or unsubstituted spirobifluorenylene, a substituted or unsubstituted anthrylene, a substituted or unsubstituted pyrenylene, or a combination thereof. More preferably, each occurrence of L0, L3 is identically or differently selected from substituted or unsubstituted phenylene, or substituted or unsubstituted biphenylene.

4. The organic electroluminescent device according to claim 1, wherein: The compound has a structure represented by Formula 2: In Formula 2, Ar1 has a structure represented by Formula 1-1 or Formula 1-2: Ar2 is selected 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; Q1 is selected, identically or differently, at each occurrence from C or Si; X is selected, identically or differently, at each occurrence from CR1 or N; Y is selected, identically or differently, at each occurrence from C, CR2 or N; X1-X3 and X5 are selected from CR in the same or different ways each time they appear. x ; L1, L2, L3 and L4 are identically or differently selected at each occurrence 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; R, R', R1, R2, R x 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 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, 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 substituents R, R', R1, R2, R x Can optionally be linked to form a ring.

5. The organic electroluminescent device according to claim 4, wherein: The first compound has a structure represented by any one of Formula 2-1 to Formula 2-4: In Formula 2-1 to Formula 2-4, X is selected from CR1 the same or different each time it appears; Y is selected, at each occurrence, identically or differently, from CR2; X1-X3 and X5 are selected from CR in the same or different ways each time they appear. x ; Q1 is selected, identically or differently, at each occurrence from C or Si; Ar2 is selected 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; R is selected, at each occurrence, identically or differently, from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, or a combination thereof; R', R1, R2, R x 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 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, 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 substituents R', R1, R2, R x Can optionally be linked to form a ring.

6. The organic electroluminescent device according to claim 1, wherein: R is selected, at each occurrence, identically or differently, from a substituted or unsubstituted alkyl group having 1 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, or a combination thereof; Preferably, R 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; More preferably, R is selected, identically or differently, at each occurrence from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted dibenzofuran, or substituted or unsubstituted dibenzothiophene.

7. The organic electroluminescent device according to claim 5, wherein: R', R1, R2, R x each occurrence is identically or differently selected from hydrogen, deuterium, 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 aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, or a combination thereof; the adjacent substituents R', R1, R2, R x can optionally be linked to form a ring; Preferably, R', R1, R2, R x Each occurrence is identically or differently selected from hydrogen, deuterium, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, or a combination thereof.

8. The organic electroluminescent device according to claim 1, wherein: The Q1 is C.

9. The organic electroluminescent device according to claim 1, wherein: Ar2 is selected from a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 20 carbon atoms, or a combination thereof; Preferably, each time Ar2 appears, it is identically or differently selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted spirofluorenyl, substituted or unsubstituted silyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted dibenzoselenophene, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted pyridyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted anthracenyl, substituted or unsubstituted pyrene, or a combination thereof.

10. The organic electroluminescent device according to claim 1, wherein: The Ar2 is selected from the group consisting of G1 to G102 at each occurrence, the same or different: and / or Ar1 is identically or differently selected at each occurrence from the group consisting of G26 to G70.

11. The organic electroluminescent device according to claim 1, wherein: The first compound is selected from the group consisting of Compound C1 to Compound C105: Optionally, hydrogen in the structures of Compound C1 to Compound C93, Compound C101 to Compound C105 can be partially or completely replaced by deuterium.

12. The organic electroluminescent device according to claim 1, wherein the X A , X B Each occurrence is identically or differently selected from the group consisting of groups represented by formulae X-1 to X-7: Preferably, X A and X B All are selected from Formula X-1; in, "*" indicates the attachment position of the group.

13. The organic electroluminescent device according to claim 1, wherein: The R A and R B Each occurrence is identically or differently selected from the group consisting of: hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, unsubstituted alkyl having 1 to 20 carbon atoms, unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, unsubstituted alkoxy having 1 to 20 carbon atoms, unsubstituted alkenyl having 2 to 20 carbon atoms, unsubstituted aryl having 6 to 30 carbon atoms, unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, unsubstituted alkoxy having 1 to 20 carbon atoms, unsubstituted alkenyl having 2 to 20 carbon atoms, unsubstituted aryl having 6 to 30 carbon atoms, unsubstituted aryl having 3 to 20 carbon atoms, 30 carbon atoms, heteroaryl, and any of the following groups substituted by one or more of halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl and phosphino: alkyl having 1-20 carbon atoms, cycloalkyl having 3-20 ring carbon atoms, alkoxy having 1-20 carbon atoms, alkenyl having 2-20 carbon atoms, aryl having 6-30 carbon atoms, heteroaryl having 3-30 carbon atoms, and combinations thereof; Preferably, R A and R B Each occurrence is identically or differently selected from the group consisting of: hydrogen, deuterium, methyl, isopropyl, NO2, SO2CH3, SCF3, C2F5, OC2F5, OCH3, diphenylmethylsilyl, phenyl, methoxyphenyl, p-methylphenyl, 2,6-diisopropylphenyl, biphenyl, polyfluorophenyl, difluoropyridyl, nitrophenyl, dimethylthiazolyl, vinyl substituted with one or more of CN or CF3, ethynyl substituted with one of CN or CF3, dimethylphosphinoyl, diphenylphosphinoyl, F, CF3, OCF3, SF5, SO2CF3, cyano, isocyano, SCN, OCN, trifluoromethylphenyl, trifluoromethoxyphenyl, bis(trifluoromethyl)phenyl, bis(trifluoromethoxy)phenyl, 4-cyanotetrafluorophenyl, phenyl or biphenyl substituted with one or more of F, CN or CF3, tetrafluoropyridyl, pyrimidinyl, triazine, diphenylboranyl, oxaboranthenyl, and combinations thereof.

14. The organic electroluminescent device according to claim 1, wherein: R A ', R A ”, R B ', R B " is selected, at each occurrence, identically or differently, from the group consisting of: halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, boryl, sulfinyl, sulfonyl, phosphino, unsubstituted alkyl having 1 to 20 carbon atoms, unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, unsubstituted alkoxy having 1 to 20 carbon atoms, unsubstituted alkenyl having 2 to 20 carbon atoms, unsubstituted aryl having 6 to 30 carbon atoms, unsubstituted aryl having 3 to 3 0 carbon atoms, and any of the following groups substituted by one or more of halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl and phosphino: alkyl having 1-20 carbon atoms, cycloalkyl having 3-20 ring carbon atoms, alkoxy having 1-20 carbon atoms, alkenyl having 2-20 carbon atoms, aryl having 6-30 carbon atoms, heteroaryl having 3-30 carbon atoms, and combinations thereof; Preferably, R A ', R A ”, R B ', R B " is selected at each occurrence, the same or different, from the group consisting of F, NO2, SO2CH3, SCF3, C2F5, OC2F5, OCH3, diphenylmethylsilyl, phenyl, methoxyphenyl, p-methylphenyl, 2,6-diisopropylphenyl, biphenyl, polyfluorophenyl, difluoropyridyl, nitrophenyl, dimethylthiazolyl, vinyl substituted with one or more of CN or CF3, ethynyl substituted with one of CN or CF3, dimethylphosphinoyl, diphenylphosphinoyl, F, CF3, OCF3, SF5, SO2CF3, cyano, isocyano, SCN, OCN, trifluoromethylphenyl, trifluoromethoxyphenyl, bis(trifluoromethyl)phenyl, bis(trifluoromethoxy)phenyl, 4-cyanotetrafluorophenyl, phenyl or biphenyl substituted with one or more of F, CN or CF3, tetrafluoropyridyl, pyrimidinyl, triazine, diphenylboryl, oxaboranthenyl, and combinations thereof.

15. The organic electroluminescent device according to claim 12, wherein the R A and R B Each occurrence is identically or differently selected from the group consisting of groups shown in B1-B88: Preferably, the two R in formula A A The same, or the two R in formula B B same; Indicates the attachment position of the group.

16. The organic electroluminescent device according to claim 1, wherein: The Z A and Z B Each occurrence is selected identically or differently from O.

17. The organic electroluminescent device according to claim 15, wherein: The P-type conductive doping material is selected from the group consisting of Compound 1-1 to Compound 1-176, and Compound 2-1 to Compound 2-176; Among them, compounds 1-1 to 1-176 have a structure represented by formula A: In formula A, the two Z A Same structure, two X A Same structure, two R A The structure is the same, and the Z A , X A , R A They correspond to atoms or groups selected from the following table: Among them, compounds 2-1 to 2-176 have a structure represented by formula B: In formula B, the two X B Same structure, two Z B Same structure, two R B The structure is the same, and the X B , Z B , R B They correspond to atoms or groups selected from the following table:

18. The organic electroluminescent device according to claim 1, wherein: The device comprises a light-emitting layer and a second organic layer, the second organic layer being disposed between the first organic layer and the light-emitting layer; Preferably, the first organic layer is in direct contact with the anode, and / or the second organic layer is in direct contact with the light-emitting layer.

19. The organic electroluminescent device according to claim 18, wherein: The second organic layer comprises at least a second compound, and the second compound is a hole transport material; Preferably, the second compound and the first compound are the same or different; More preferably, the second compound and the first compound are the same.

20. An electronic device comprising the organic electroluminescent device according to any one of claims 1 to 19.

21. A compound composition comprising a first compound and a P-type conductive doping material, wherein: The first compound has a structure represented by Formula 1: In Formula 1, Ar1 has a structure represented by Formula 1-1 or Formula 1-2: Ar2 is selected 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; Q1 is selected, identically or differently, at each occurrence from C or Si; X is selected, at each occurrence, identically or differently, from CR1 or N; Y is selected, identically or differently, at each occurrence from C, CR2 or N; L0, L1, L2 and L3 are identically or differently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof at each occurrence; R, R', R1, R2 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, substituted or unsubstituted alkynyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3-20 carbon atoms, substituted or unsubstituted arylgermanyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof; Adjacent substituents R', R1, R2 can be optionally linked to form a ring; represents the position where the formula 1-1 or formula 1-2 is connected to the L1 in formula 1; The P-type conductive doping material has a structure represented by Formula A or Formula B: In formula A, X A Each occurrence is the same or different selection from CR A 'R A ”; Z A Each occurrence is selected identically or differently from O, S or Se; Each R A The same or different, and R A , R A ', R A " at least one of which is a group having at least one electron-withdrawing group; The adjacent substituents R in formula A A ', R A " can be optionally linked to form a ring; X B Each occurrence is the same or different selection from CR B 'R B ”; Z B Each occurrence is selected identically or differently from O, S or Se; Each R B The same or different, and R B , R B ', R B " at least one of which is a group having at least one electron-withdrawing group; The adjacent substituents R in formula B B ', R B " can be optionally linked to form a ring; R A , R A ', R A ”, R B , R B ', R B " is selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, hydroxyl, mercapto, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted arylalkyl having 1 to 2 substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted alkynyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilanyl having 6-20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3-20 carbon atoms, substituted or unsubstituted arylgermanyl having 6-20 carbon atoms, and combinations thereof.

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