An organic electroluminescent device

Abstract

Disclosed is an organic electroluminescent device. The electroluminescent device comprises an anode, a cathode, and a first organic layer and a second organic layer disposed between the anode and the cathode, the first organic layer comprising a first compound having a structure represented by Formula 1 or Formula 2, and the second organic layer comprising a second compound having a structure represented by Formula 3. The electroluminescent device of the present application has excellent characteristics of low voltage, high efficiency, and better device performance. Also disclosed is a display assembly comprising the electroluminescent device, and a compound combination comprising a first compound having a structure represented by Formula 1 or Formula 2 and a second compound having a structure represented by Formula 3.

Description

Technical Field

[0001] The present invention relates to an organic electronic device, and in particular, to an organic electroluminescent device. More particularly, the present invention relates to an organic electroluminescent device comprising a first compound having a structure represented by Formula 1 or Formula 2 in a first organic layer and a second compound having a structure represented by Formula 3 in a second organic layer, a display assembly comprising the organic electroluminescent device, and a compound combination comprising the first compound having a structure represented by Formula 1 or Formula 2 and the second compound having a structure represented by Formula 3. 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 photovoltaics (OPVs), dye-sensitized solar cells (DSSCs), organic photodetectors, organic photoreceptors, organic field-effect devices (OFQDs), light-emitting electrochemical cells (LECs), organic laser diodes, and organic plasmonic light-emitting devices.

[0003] In 1987, Tang and Van Slyke of Eastman Kodak reported a double-layer organic electroluminescent device that included an arylamine hole transport layer and a tris-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 was applied to the device, green light was 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 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 categorized into three different types according to their light emission mechanism. OLED invented by Tang and van Slyke is fluorescent OLED. It only uses singlet emission. Triplets generated in the device are wasted through a nonradiative decay channel. Therefore, the internal quantum efficiency (IQE) of fluorescent OLED is only 25%. This limitation hinders the commercialization of OLEDs. In 1997, Forrest and Thompson reported phosphorescent OLEDs, which use triplet emission from heavy metals containing complexes as emitters. Therefore, both singlet and triplet can be harvested, achieving 100% IQE. Due to its high efficiency, the discovery and development of phosphorescent OLEDs directly contributed to the commercialization of active-matrix OLEDs (AMOLEDs). Recently, Adachi achieved high efficiency through thermally activated delayed fluorescence (TADF) of organic compounds. These emitters have small singlet-triplet gaps, making it possible for excitons to return from triplet to singlet states. 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 according to the form of materials used. Small molecule refers to any organic or organometallic material that is not a polymer. The molecular weight of small molecules can be quite large as long as it has a well-defined structure. Dendrimers with well-defined structures are considered small molecules. Polymer OLEDs include conjugated polymers and non-conjugated polymers with pendant light emitting 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 typically 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 solvents.

[0007] Organic electroluminescent devices convert electrical energy into light by applying a voltage across the device. Typically, an organic electroluminescent device includes an anode, a cathode, and an organic layer between the anode and the cathode. The organic layers of an electroluminescent device include a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer (containing a host material and a dopant material), an electron buffer layer, a hole blocking layer, an electron transport layer, and an electron injection layer. Depending on the function of the material, the materials that make up the organic layer can be divided into hole injection materials, hole transport materials, electron blocking materials, host materials, light-emitting materials, electron buffer materials, hole blocking materials, electron transport materials, and hole blocking materials. When a bias is applied to the device, holes are injected from the anode into the light-emitting layer, and electrons are injected from the cathode into the light-emitting layer. The holes and electrons meet to form excitons, which recombine to emit light. The hole injection layer is one of the important functional layers that affects the performance of the organic electroluminescent device. The selection and combination of its materials can have a significant impact on the performance of the organic electroluminescent device, such as driving voltage, efficiency, and lifespan. 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.

[0008] Most early OLED devices only had a layer of organic material between the anode and the light-emitting layer, which took into account the functions of hole injection, hole transport and even electron blocking. This device structure was limited by a single hole transport material, and it was impossible to achieve a relatively ideal match between energy levels, so it was difficult to obtain very ideal performance. As the industry's demand for device performance grew, the performance requirements for the hole transport area between the anode and the light-emitting layer also increased. Later, the hole transport material was further subdivided into two layers: the hole injection layer and the hole transport layer. At this time, a single triarylamine material was generally used as the hole injection layer.

[0009] The most advanced device structures in the industry currently typically have multiple organic layers between the anode and the light-emitting layer to achieve hole injection, hole transport, and electron blocking functions, respectively. To achieve better hole injection, the hole transport material (e.g., aromatic amine compounds) in the hole injection layer is often doped with a certain proportion of p-type dopant. Common p-type dopant materials include:

[0010]

[0011] For example, US20200087311A1 discloses a compound having a structure of dehydrobenzobisoxazole, dehydrobenzodithiazole or dehydrobenzodiselenazole and similar structures. An organic compound that can be used as a p-type dopant material or hole-injection material having a deep LUMO. This application primarily focuses on the use of the organic compound as a hole-injection layer in OLED devices, with detailed studies of its application in blue fluorescent devices and iridium-based phosphorescent devices. However, no disclosure or teaching is provided regarding its application performance in platinum-based or other transition metal-based phosphorescent devices.

[0012] US20210009616A1 discloses a Pt-containing organometallic compound, the general structural formula of which is:

[0013] This application focuses on the performance of devices using the platinum complex in combination with a variety of host materials, but does not focus on the performance of devices using it in combination with hole injection materials. It also does not focus on or teach the properties of any combination of p-type conductive doping materials having a similar core structure to that of this application and platinum-based light-emitting bodies. Summary of the Invention

[0014] The present invention aims to provide a series of novel organic electroluminescent devices to address at least some of the aforementioned issues. These novel organic electroluminescent devices comprise an anode, a cathode, and a first organic layer and a second organic layer disposed between the anode and cathode. The first organic layer comprises a first compound having a structure represented by Formula 1 or Formula 2, and the second organic layer comprises a second compound having a structure represented by Formula 3. These novel organic electroluminescent devices exhibit the excellent characteristics of low voltage and high efficiency, resulting in improved device performance and broader application prospects.

[0015] According to one embodiment of the present invention, an organic electroluminescent device is disclosed, comprising:

[0016] anode,

[0017] cathode,

[0018] and a first organic layer and a second organic layer disposed between the anode and the cathode;

[0019] The first organic layer includes a first compound having a structure represented by Formula 1 or Formula 2:

[0020]

[0021] In Formula 1 or Formula 2,

[0022] Each occurrence of X is identical or different and is selected from the group consisting of O, S, Se, NR' and CR"R"';

[0023] W is selected from the group consisting of O, S, Se and NR in each occurrence, the same or different N the group formed;

[0024] Each time L appears, it is selected from or any combination thereof;

[0025] Ring AA is a conjugated structure of 4-30 ring atoms with at least one intracyclic double bond;

[0026] n is selected from integers from 0 to 10, the same or different at each occurrence;

[0027] Each occurrence of Y is the same or different and is selected from CR L and N;

[0028] Ring A is identical or different at each occurrence and is a 5-membered heterocyclic ring, and the 5-membered heterocyclic ring contains one intracyclic double bond, at least one N atom and at least one W;

[0029] R and R L Each occurrence is identical or different and represents mono-, poly-, or unsubstituted;

[0030] In Formula 2, when L is selected from When n=0, the substituents R and R N At least one of R', R" and R"' is a group having at least one electron-withdrawing group; when X is selected from NR' or CR"R"', at least one of R', R" and R"' is a group having at least one electron-withdrawing group;

[0031] R, R', R", R'', R L and R N 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, hydroxyl, mercapto, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkyl having 1 to 20 carbon atoms substituted or unsubstituted alkoxy groups having 6 to 30 carbon atoms, substituted or unsubstituted aryloxy groups having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl groups having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, and combinations thereof;

[0032] Adjacent substituents in Formula 1 or Formula 2 can optionally be linked to form a ring;

[0033] The second organic layer includes a second compound having a structure represented by Formula 3:

[0034]

[0035] In formula 3,

[0036] The metal M is selected, at each occurrence, identically or differently, from the group consisting of Cu, Ag, Au, Ru, Rh, Pd, Os and Pt;

[0037] Rings A1-A4 are identically or differently selected at each occurrence from an aromatic ring having 6-30 ring atoms, a heteroaromatic ring having 5-30 ring atoms, or a combination thereof;

[0038] L1-L4 are selected, at each occurrence, identically or differently, from the group consisting of: a single bond, BR M , CR M R M ,NR M ,O,SiR M R M , PR M , S, GeR M R M , Se, substituted or unsubstituted vinylene, ethynylene, substituted or unsubstituted arylene having 5-30 carbon atoms, substituted or unsubstituted heteroarylene having 3-30 carbon atoms, and combinations thereof; when two R M When two R M Same or different;

[0039] a1-a4 are selected from 0 or 1, the same or different at each occurrence;

[0040] Each occurrence of E1-E4 is identically or differently selected from C or N;

[0041] G1-G4 are identically or differently selected at each occurrence from a single bond, O or S;

[0042] R n Each occurrence of the same or different means mono-, poly- or no-substitution;

[0043] R n , R MEach occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;

[0044] Adjacent substituent R n , R M Can optionally be linked to form a ring.

[0045] According to another embodiment of the present invention, a display assembly is disclosed, which includes the organic electroluminescent device described in the above embodiment.

[0046] According to another embodiment of the present invention, a compound combination is further disclosed, which includes a first compound and a second compound, and includes the aforementioned first compound and the aforementioned second compound.

[0047] The novel organic electroluminescent device disclosed in the present invention comprises an anode, a cathode, and a first organic layer and a second organic layer disposed between the anode and the cathode. The first organic layer comprises a first compound having a structure represented by Formula 1 or Formula 2, and the second organic layer comprises a second compound having a structure represented by Formula 3. This novel organic electroluminescent device exhibits the excellent characteristics of low voltage and high efficiency, has improved device performance, and also has broader application prospects. BRIEF DESCRIPTION OF THE DRAWINGS

[0048] Figure 1 is a schematic diagram of an organic light-emitting device that may contain the organic electroluminescent device disclosed herein.

[0049] Figure 2 is a schematic diagram of another organic light-emitting device that may contain the organic electroluminescent device disclosed herein. DETAILED DESCRIPTION

[0050] 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.

[0051] There are many 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, incorporated by reference in their entireties, disclose examples of cathodes including composite cathodes having a thin layer of a 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, incorporated by reference in their entireties. An example of an injection layer is provided in U.S. Patent Application Publication No. 2004 / 0174116, incorporated by reference in its entirety. A description of protective layers can be found in U.S. Patent Application Publication No. 2004 / 0174116, incorporated by reference in its entirety.

[0052] The above layered structures are provided by way of non-limiting examples. The functionality 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 emission spectrum.

[0053] In one embodiment, an OLED can be described as having an "organic layer" disposed between a cathode and an anode. The organic layer can include one or more layers.

[0054] OLED also requires encapsulation layers, such as Figure 2 The organic light emitting device 200 is shown schematically and non-limitingly. Figure 1 The difference is that an encapsulation layer 102 can also be included above 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 the encapsulation layer, such as glass or an organic-inorganic hybrid layer. The encapsulation layer should be placed directly or indirectly on the outside of the OLED device. Multilayer thin-film encapsulation is described in U.S. Patent No. 7,968,146 B2, the entire contents of which are incorporated herein by reference.

[0055] 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, smartphones, tablet computers, tablet phones, wearable devices, smart watches, laptop computers, digital cameras, camcorders, viewfinders, microdisplays, 3-D displays, vehicle displays, and taillights.

[0056] The materials and structures described herein can also be used in other organic electronic devices listed above.

[0057] As used herein, "top" means farthest from the substrate, while "bottom" means closest to the substrate. When 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, the cathode may be described as being "disposed on" the anode even if various organic layers are present between the cathode and the anode.

[0058] 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.

[0059] A ligand may be referred to as "photoactive" when it is believed that the ligand directly contributes to the photoactive properties of the emissive material. A ligand may be referred to as "ancillary" when it is not believed to contribute to the photoactive properties of the emissive material, but the ancillary ligand may modify the properties of the photoactive ligand.

[0060] 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).

[0061] On the other hand, E-type delayed fluorescence does not rely on the collision of two triplets, but relies 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 so as to convert 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 the triplet, the fraction of backfilling the singlet excited state may reach 75%. The total singlet fraction can be 100%, far exceeding the 25% of the spin statistics of the electrically generated excitons.

[0062] 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-metallic donor-acceptor luminescent materials may be able to achieve this. The emission of these materials is usually characterized by donor-acceptor charge transfer (CT) type emission. The spatial separation of the HOMO and LUMO in these donor-acceptor type compounds usually produces a small ΔE S-T These states may include CT states. Typically, donor-acceptor light-emitting materials are constructed by linking an electron donor moiety (eg, an amino group or a carbazole derivative) to an electron acceptor moiety (eg, a six-membered aromatic ring containing N).

[0063] Definition of Substituent Terms

[0064] Halogen or halide - as used herein, includes fluorine, chlorine, bromine and iodine.

[0065] Alkyl - as used herein, includes straight chain and branched chain 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.

[0066] Cycloalkyl - as used herein, includes cyclic alkyl groups. Cycloalkyl groups can be cycloalkyl groups having 3 to 20 ring carbon atoms, preferably cycloalkyl groups having 4 to 10 carbon atoms. Examples of cycloalkyl groups include cyclobutyl, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4,4-dimethylcyclohexyl, 1-adamantyl, 2-adamantyl, 1-norbornyl, 2-norbornyl, and the like. Of the above, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, and 4,4-dimethylcyclohexyl are preferred. In addition, the cycloalkyl group may be optionally substituted.

[0067] Heteroalkyl - As used herein, a heteroalkyl group comprises one or more carbon atoms in the alkyl chain substituted with a heteroatom selected from the group consisting of nitrogen, oxygen, sulfur, selenium, phosphorus, silicon, germanium, and boron atoms. 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. The example of heteroalkyl includes 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 can be optionally substituted.

[0068] Alkenyl - as used herein, encompasses straight chain, branched chain, and cyclic olefin groups. Alkenyl groups can be alkenyl groups containing 2 to 20 carbon atoms, preferably alkenyl groups having 2 to 10 carbon atoms. Examples of alkenyl groups include ethenyl, 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 can be optionally substituted.

[0069] Alkynyl - as used herein, encompasses straight chain alkynyl groups. Alkynyl groups can be alkynyl groups comprising 2 to 20 carbon atoms, preferably alkynyl groups having 2 to 10 carbon atoms. Examples of alkynyl groups 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 groups can be optionally substituted.

[0070] Aryl or aromatic group - As used herein, both non-fused and fused systems are contemplated. The aryl group can be an aryl group having 6 to 30 carbon atoms, preferably an aryl group having 6 to 20 carbon atoms, and more preferably an aryl group having 6 to 12 carbon atoms. Examples of aryl groups include phenyl, biphenyl, terphenyl, triphenylene, tetraphenylene, naphthalene, anthracene, phenanthren, fluorene, pyrene, , perylene and azulene, preferably phenyl, biphenyl, terphenyl, triphenylene, fluorene and naphthalene. Examples of non-fused aryl groups include phenyl, biphenyl-2-yl, biphenyl-3-yl, biphenyl-4-yl, p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, o-tolyl, m-tolyl, p-tolyl, p-(2-phenylpropyl)phenyl, 4'-methylbiphenyl, 4"-tert-butyl-p-terphenyl-4-yl, o-cumyl, m-cumyl, p-cumyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesityl and m-quaterphenyl. In addition, the aryl group may be optionally substituted.

[0071] Heterocyclic group or heterocycle - 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, oxygen, sulfur, selenium, silicon, phosphorus, germanium 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 oxiranyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, dioxopentanyl, dioxanyl, aziridinyl, dihydropyrrolyl, tetrahydropyrrolyl, piperidinyl, oxazolidinyl, morpholinyl, piperazinyl, oxepinyl, thiepinyl, azepine and tetrahydrothiol. Additionally, heterocyclyl groups may be optionally substituted.

[0072] Heteroaryl - As used herein, non-fused and fused heteroaromatic groups may contain from 1 to 5 heteroatoms, at least one of which is selected from the group consisting of nitrogen, oxygen, sulfur, selenium, silicon, phosphorus, germanium, and boron. Heteroaryl also refers to heteroaryl. The heteroaryl group may have from 3 to 30 carbon atoms, preferably from 3 to 20 carbon atoms, and more preferably from 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, imidazolecarbene, triazole, oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazine, oxathiazine, oxadiazine, indole, benzimidazole, benzimidazolecarbene, indazole, indenozine, benzoxazole, benzisoxazole, benzothiazole, quinoline , isoquinoline, cinnoline, quinazoline, quinoxaline, naphthyridine, phthalazine, pteridine, xanthene, acridine, phenazine, phenothiazine, benzofuropyridine, furodipyridine, benzothienopyridine, thienodipyridine, benzoselenophenopyridine, selenobenzodipyridine, azacarbene, preferably dibenzothiophene, dibenzofuran, dibenzoselenophene, carbazole, indolocarbazole, imidazole, pyridine, triazine, benzimidazole, 1,2-azaborine, 1,3-azaborine, 1,4-azaborine, borazole and aza analogs thereof. In addition, the heteroaryl group may be optionally substituted.

[0073] Alkoxy - as used herein, is 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 those described above. The alkoxy group may be an alkoxy group having 1 to 20 carbon atoms, preferably an alkoxy group having 1 to 6 carbon atoms. Examples of alkoxy groups include methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, tetrahydrofuranyloxy, tetrahydropyranyloxy, methoxypropyloxy, ethoxyethyloxy, methoxymethyloxy, and ethoxymethyloxy. In addition, the alkoxy group may be optionally substituted.

[0074] Aryloxy - As used herein, it is represented by -O-aryl or -O-heteroaryl. Examples and preferred examples of aryl and heteroaryl groups are the same as those described above. The aryloxy group may be an aryloxy group having 6 to 30 carbon atoms, preferably an aryloxy group having 6 to 20 carbon atoms. Examples of the aryloxy group include phenoxy and biphenyloxy. In addition, the aryloxy group may be optionally substituted.

[0075] Aralkyl - as used herein, encompasses aryl-substituted alkyl groups. The aralkyl group may be an aralkyl group having 7 to 30 carbon atoms, preferably an aralkyl group having 7 to 20 carbon atoms, and more preferably an aralkyl group 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.Alkyl group can be substituted alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl, alkyl,

[0076] Alkylsilyl - As used herein, encompasses alkyl-substituted silicon groups. The alkylsilyl group may be an alkylsilyl group having 3 to 20 carbon atoms, preferably an alkylsilyl group having 3 to 10 carbon atoms. Examples of alkylsilyl groups include trimethylsilyl, triethylsilyl, methyldiethylsilyl, ethyldimethylsilyl, tripropylsilyl, tributylsilyl, triisopropylsilyl, methyldiisopropylsilyl, dimethylisopropylsilyl, tri-tert-butylsilyl, triisobutylsilyl, dimethyl-tert-butylsilyl, and methyldi-tert-butylsilyl. Additionally, the alkylsilyl group may be optionally substituted.

[0077] Arylsilyl - As used herein, encompasses silicon groups substituted with at least one aryl group. The arylsilyl group may be one having 6 to 30 carbon atoms, preferably one having 8 to 20 carbon atoms. Examples of arylsilyl groups include triphenylsilyl, phenyldibiphenylsilyl, diphenylbiphenylsilyl, phenyldiethylsilyl, diphenylethylsilyl, phenyldimethylsilyl, diphenylmethylsilyl, phenyldiisopropylsilyl, diphenylisopropylsilyl, diphenylbutylsilyl, diphenylisobutylsilyl, and diphenyltert-butylsilyl. Additionally, the arylsilyl group may be optionally substituted.

[0078] Alkylgermanyl - As used herein, alkyl-substituted germanium groups are encompassed. The alkylgermanyl group can be an alkylgermanyl group having 3 to 20 carbon atoms, preferably an alkylgermanyl group having 3 to 10 carbon atoms. Examples of alkylgermanyl groups include trimethylgermanyl, triethylgermanyl, methyldiethylgermanyl, ethyldimethylgermanyl, tripropylgermanyl, tributylgermanyl, triisopropylgermanyl, methyldiisopropylgermanyl, dimethylisopropylgermanyl, tri-tert-butylgermanyl, triisobutylgermanyl, dimethyl-tert-butylgermanyl, and methyldi-tert-butylgermanyl. Additionally, the alkylgermanyl group can be optionally substituted.

[0079] Arylgermanyl - As used herein, encompasses germanium groups substituted with at least one aryl or heteroaryl group. The arylgermanyl group may be one having 6 to 30 carbon atoms, preferably one having 8 to 20 carbon atoms. Examples of arylgermanyl groups include triphenylgermanyl, phenyldibiphenylgermanyl, diphenylbiphenylgermanyl, phenyldiethylgermanyl, diphenylethylgermanyl, phenyldimethylgermanyl, diphenylmethylgermanyl, phenyldiisopropylgermanyl, diphenylisopropylgermanyl, diphenylbutylgermanyl, diphenylisobutylgermanyl, and diphenyltert-butylgermanyl. Additionally, the arylgermanyl group may be optionally substituted.

[0080] The term "aza" in azadibenzofuran, azadibenzothiophene, etc., means that one or more CH groups in the corresponding aromatic moiety 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 nitrogen atoms in the ring system. Other nitrogen analogs of the above-mentioned aza derivatives will readily occur to one of ordinary skill in the art, and all such analogs are intended to be included within the terminology described herein.

[0081] 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 carboxyl , substituted ester group, substituted sulfinyl group, substituted sulfonyl group, substituted phosphino group, refers to alkyl, cycloalkyl, heteroalkyl, heterocyclic group, aralkyl, alkoxy, aryloxy, alkenyl, alkynyl, aryl, heteroaryl, alkylsilyl, arylsilyl, alkylgermanyl, arylgermanyl, amino, acyl, carbonyl, carboxylic acid group, ester group, sulfinyl, sulfonyl and phosphino group, any one of which may be selected from deuterium, halogen, unsubstituted alkyl group having 1 to 20 carbon atoms, unsubstituted 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 alkyl having 6-30 carbon atoms aryl, 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, mercapto, sulfinyl, sulfonyl, phosphino and combinations thereof.

[0082] 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 an entire molecule (e.g., benzene, naphthalene, dibenzofuran). As used herein, these different ways of designating a substituent or attaching a fragment are considered equivalent.

[0083] In the compounds described herein, 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 compounds may be preferred because it enhances device efficiency and stability.

[0084] In the compounds described herein, polysubstitution refers to a range including disubstitution up to the maximum number of available substitutions. When a substituent in a compound described herein represents polysubstitution (including disubstitution, trisubstitution, tetrasubstitution, etc.), it means that the substituent can be present at multiple available substitution positions on its connected structure, and the substituents present at multiple available substitution positions can have the same structure or different structures.

[0085] In the compounds mentioned in the present disclosure, unless clearly defined, such as 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 the situation where adjacent substituents can be connected to form a ring, and also including 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.

[0086] In the present invention, the number of ring atoms refers to the number of atoms constituting the ring itself of a compound (e.g., a monocyclic compound, a fused ring compound, a cross-linked compound, a carbocyclic compound, a heterocyclic compound) in which atoms are bonded to form a ring structure. When the ring is substituted with a substituent, the atoms contained in the substituent are not included in the number of ring atoms. Regarding the "number of ring atoms" recorded in this article, unless otherwise specified, it has the same meaning. For example, The number of ring atoms is 4, where · is the position where the ring A is connected; The number of ring atoms is 5; The number of ring atoms is 6; The number of ring atoms is 11.

[0087] The statement that adjacent substituents can optionally be linked to form a ring is also intended to mean that two substituents bonded to the same carbon atom are linked to each other by a chemical bond to form a ring, as can be exemplified by the following formula:

[0088]

[0089] The statement that adjacent substituents can optionally be 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 via a chemical bond to form a ring, as can be exemplified by the following formula:

[0090]

[0091] The statement that adjacent substituents can optionally be linked to form a ring is also intended to be taken to mean that two substituents bonded to further distant carbon atoms are linked to each other by a chemical bond to form a ring, as can be exemplified by the following formula:

[0092]

[0093] Furthermore, the statement that adjacent substituents can optionally be linked to form a ring is also intended to mean that, in the case where one of the two adjacent substituents represents hydrogen, the second substituent is bonded to the position to which the hydrogen atom is bonded, thereby forming a ring. This is exemplified by the following formula:

[0094]

[0095] According to one embodiment of the present invention, an organic electroluminescent device is disclosed, comprising:

[0096] anode,

[0097] cathode,

[0098] and a first organic layer and a second organic layer disposed between the anode and the cathode;

[0099] The first organic layer includes a first compound having a structure represented by Formula 1 or Formula 2:

[0100]

[0101] In Formula 1 or Formula 2,

[0102] Each occurrence of X is identical or different and is selected from the group consisting of O, S, Se, NR' and CR"R"';

[0103] W is selected from the group consisting of O, S, Se and NR in each occurrence, the same or different N the group formed;

[0104] Each time L appears, it is selected from or any combination thereof;

[0105] Ring AA is a conjugated structure of 4-30 ring atoms with at least one intracyclic double bond;

[0106] n is selected from integers from 0 to 10, the same or different at each occurrence;

[0107] Each occurrence of Y is the same or different and is selected from CR L and N;

[0108] Ring A is identical or different at each occurrence and is a 5-membered heterocyclic ring, and the 5-membered heterocyclic ring contains one intracyclic double bond, at least one N atom and at least one W;

[0109] R and R L Each occurrence is identical or different and represents mono-, poly-, or unsubstituted;

[0110] In Formula 2, when L is selected from When n=0, the substituents R and R N At least one of R', R" and R"' is a group having at least one electron-withdrawing group; when X is selected from NR' or CR"R"', at least one of R', R" and R"' is a group having at least one electron-withdrawing group;

[0111] R, R', R", R'', R L and R N 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, hydroxyl, mercapto, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkyl having 1 to 20 carbon atoms substituted or unsubstituted alkoxy groups having 6 to 30 carbon atoms, substituted or unsubstituted aryloxy groups having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl groups having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, and combinations thereof;

[0112] Adjacent substituents in Formula 1 or Formula 2 can optionally be linked to form a ring;

[0113] The second organic layer includes a second organic compound having a structure represented by Formula 3:

[0114]

[0115] In formula 3,

[0116] The metal M is selected, at each occurrence, identically or differently, from the group consisting of Cu, Ag, Au, Ru, Rh, Pd, Os and Pt;

[0117] Rings A1-A4 are identically or differently selected at each occurrence from an aromatic ring having 6-30 ring atoms, a heteroaromatic ring having 5-30 ring atoms, or a combination thereof;

[0118] L1-L4 are selected, at each occurrence, identically or differently, from the group consisting of: a single bond, BR M , CR M R M ,NR M ,O,SiR M R M , PR M , S, GeR M R M , Se, substituted or unsubstituted vinylene, ethynylene, substituted or unsubstituted arylene having 5-30 carbon atoms, substituted or unsubstituted heteroarylene having 3-30 carbon atoms, and combinations thereof; when two R M When two R M Same or different;

[0119] a1-a4 are selected from 0 or 1, the same or different at each occurrence;

[0120] Each occurrence of E1-E4 is identically or differently selected from C or N;

[0121] G1-G4 are identically or differently selected at each occurrence from a single bond, O or S;

[0122] R n Each occurrence of the same or different means mono-, poly- or no-substitution;

[0123] R n , R MEach occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;

[0124] Adjacent substituent R n , R M Can optionally be linked to form a ring.

[0125] In this article, when n=0, it means that L does not exist, that is, the two rings in Formula 2 are directly connected by a double bond, forming a structure as shown in Formula 2-1:

[0126] In this embodiment, “L” is selected from or any combination thereof" is intended to indicate that each occurrence of L is selected identically or differently from A combination of, or A combination of, or combination.

[0127] In this context, “adjacent substituents in Formula 1 or Formula 2 can be optionally linked to form a ring” is intended to mean adjacent substituent groups in Formula 1 or Formula 2, for example, in Formula 1, adjacent substituents R” and R’”, adjacent substituents R and R N Between adjacent substituents R' and R N Between adjacent substituents R" and R N Between adjacent substituents R'" and R N In formula 2, between adjacent substituents R, adjacent substituents R L Between adjacent substituents R and R LBetween adjacent substituents R" and R'", between adjacent substituents R and R N Between adjacent substituents R' and R N Between adjacent substituents R" and R N Between adjacent substituents R'" and R N Between adjacent substituents R' and R, between adjacent substituents R" and R, between adjacent substituents R'" and R, between adjacent substituents R N and R L Any one or more of these substituent groups can be connected to form a ring. L When connected to form a ring, the formed ring has at least 4 ring atoms. Obviously, these substituents may not be connected to form a ring.

[0128] The invention mentioned in this disclosure has A group of structure, wherein ring AA is a conjugated structure having 4-30 ring atoms; ring AA has at least one intracyclic double bond and has a conjugated structural feature, wherein ring AA can be a monocyclic structure, a paracyclic structure or a condensed ring structure; ring AA can be a heterocyclic structure or a carbocyclic structure.

[0129] In this context, “the adjacent substituent R n , R M "can optionally be linked to form a ring" is intended to mean that adjacent groups of substituents, for example, adjacent substituents R n Between adjacent substituents R M Between adjacent substituents R n and R M 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.

[0130] In this document, each occurrence of a1 to a4 is identically or differently selected from 0 or 1 to indicate the following: when a1 is selected from 0, it indicates that ring A1 and ring A2 are not connected; when a2 is selected from 0, it indicates that ring A2 and ring A3 are not connected; when a3 is selected from 0, ring A3 and ring A4 are not connected; when a4 is selected from 0, ring A1 and ring A4 are not connected; when a1, a2, a3 or a4 is selected from 1, it indicates that L1, L2, L3 or L4 is present and is selected from the group consisting of: a single bond, BR M , CR M R M ,NR M ,O,SiR M R M , PR M , S, GeR M R M, Se, substituted or unsubstituted ethynylene, substituted or unsubstituted substituted or unsubstituted arylene having 5 to 30 carbon atoms, substituted or unsubstituted heteroarylene having 5 to 30 carbon atoms, and combinations thereof.

[0131] In the present context, when L1, L2, L3, or L4 is selected from a single bond, it is meant that ring A1and ring A2, ring A2and ring A3, ring A3and ring A4, or ring A4and ring A1are directly connected by a single bond. When G1, G2, G3, or G4 is selected from a single bond, it is meant that ring A1, ring A2, ring A3, or ring A4is directly connected to M by a single bond.

[0132] In the present context, the connection of L1to L4and rings A1to A4in formula 3 is meant to indicate that L1in formula 3 can be connected to any ring atom in ring A1or ring A2, instead of L1being connected to the atom in ring A1adjacent to E1or the atom in ring A2adjacent to E2; likewise, L2in formula 3 can be connected to any atom in ring A2or ring A3, instead of L2being connected to the atom in ring A2adjacent to E2or the atom in ring A3adjacent to E3; the same applies to L3and L4. For example, when ring A1is selected from benzimidazole, the connection of ring A1in formula 3 includes, but is not limited to, the following structures: In this case, E1is N, and L4is connected to the atom not adjacent to E1.

[0133] According to one embodiment of the present application, wherein in formula 1 or formula 2, X is, on each occurrence identically or differently, selected from NR’ or CR”R”’, and R, R’, R”, R”’, R L and R N at least one of which is a group having at least one electron withdrawing group.

[0134] According to one embodiment of the present application, wherein in formula 1 or formula 2, X is, on each occurrence identically or differently, selected from NR’ or CR”R”’, and R, R’, R”, R”’, R L and R N each of which is a group having at least one electron withdrawing group.

[0135] According to one embodiment of the present application, wherein in formula 1 or formula 2, X is, on each occurrence identically or differently, selected from NR’ or CR”R”’, and at least one of R, R’, R”, and R”’ is a group having at least one electron withdrawing group.

[0136] According to one embodiment of the present application, wherein in formula 1 or formula 2, X is, on each occurrence identically or differently, selected from NR’ or CR”R”’, and each of R, R’, R”, and R”’ is a group having at least one electron withdrawing group.

[0137] According to one embodiment of the present invention, in Formula 1 or Formula 2, X is selected from NR' or CR"R"' the same or differently each time it appears, and at least one of R', R" and R"' is a group having at least one electron-withdrawing group.

[0138] According to one embodiment of the present invention, in Formula 1 or Formula 2, X is selected from NR' or CR"R"' the same or differently each time it occurs, and R', R" and R'" are each a group having at least one electron-withdrawing group.

[0139] According to one embodiment of the present invention, in Formula 1 or Formula 2, X is selected from O, S or Se the same or different each time it appears, and R, R L and R N At least one of the groups is a group having at least one electron-withdrawing group.

[0140] According to one embodiment of the present invention, in Formula 1 or Formula 2, X is selected from O, S or Se the same or different each time it appears, and at least one of R is a group having at least one electron-withdrawing group.

[0141] According to one embodiment of the present invention, in Formula 1 or Formula 2, X is selected from O, S or Se the same or different each time it appears, and R, R L and R N Each is a group having at least one electron-withdrawing group.

[0142] According to one embodiment of the present invention, the Hammett constant of the electron-withdrawing base is ≥0.05, preferably ≥0.3, and more preferably ≥0.5.

[0143] The Hammett substituent constant of the electron-withdrawing group of the present invention is ≥0.05, preferably ≥0.3, and more preferably ≥0.5. It has a strong electron-withdrawing ability and can significantly reduce the LUMO energy level of the compound, thereby achieving the effect of improving charge mobility.

[0144] It should be noted that the Hammett substituent constant value includes the Hammett substituent para constant and / or meta constant. As long as one of the para constant and the meta constant satisfies greater than or equal to 0.05, the group can be selected as a group in the present invention.

[0145] 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 alkyl groups having 1-20 carbon atoms, cycloalkyl groups having 3-20 ring carbon atoms, heteroalkyl groups having 1-20 carbon atoms, aralkyl groups having 7-30 carbon atoms, alkoxy groups having 1-20 carbon atoms, aryloxy groups having 6-30 carbon atoms, alkenyl groups having 2-20 carbon atoms, alkynyl groups having 2-20 carbon atoms, aryl groups having 6-30 carbon atoms, heteroaryl groups having 3-30 carbon atoms, alkylsilyl groups having 3-20 carbon atoms, arylsilyl groups having 6-20 carbon atoms, and combinations thereof.

[0146] According to one embodiment of the present invention, the electron-withdrawing group is selected from the group consisting of: F, CF3, OCF3, SF5, SO2CF3, cyano, isocyano, SCN, OCN, pyrimidinyl, triazine, and combinations thereof.

[0147] According to one embodiment of the present invention, the two connected on both sides of L in Formula 2 are Each occurrence is selected identically or differently from:

[0148]

[0149] Among them, in formula 4 to formula 7,

[0150] Each occurrence of X is identical or different and is selected from the group consisting of O, S, Se, NR' and CR"R"';

[0151] W is selected from the group consisting of O, S, Se and NR in each occurrence, the same or different N the group formed;

[0152] R, R', R", R'' and R NEach 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, hydroxyl, mercapto, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkyl having 1 to 20 carbon atoms substituted or unsubstituted alkoxy groups having 6 to 30 carbon atoms, substituted or unsubstituted aryloxy groups having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl groups having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, and combinations thereof;

[0153] “**” represents the connection position of L in Formulas 4 to 7 and 2.

[0154] According to one embodiment of the present invention, each occurrence of L in Formula 2 is identical or different and is selected from the structures shown in Formula 8 and Formula 8A or a combination thereof:

[0155]

[0156] Wherein, in Formula 8 and Formula 8A,

[0157] n is selected from integers from 0 to 10, the same or different at each occurrence;

[0158] Y and Z are selected from CR L or N;

[0159] R LEach 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, hydroxyl, mercapto, 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 7- an aralkyl group having 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, and combinations thereof;

[0160] Adjacent substituent R L can be optionally linked to form a ring containing 4 or more ring atoms;

[0161] “#” and “##” represent the connection position of Formula 8 or Formula 8A and Ring A or L in Formula 2.

[0162] According to one embodiment of the present invention, the first compound is selected from the structure of Formula 2, wherein L is n is 0, and the first compound has any one of the structures represented by Formula I to Formula XVI:

[0163]

[0164] Wherein, in Formula I to Formula XVI,

[0165] Each occurrence of X is identical or different and is selected from the group consisting of O, S, Se, NR' and CR"R"';

[0166] W is selected from the group consisting of O, S, Se and NR in each occurrence, the same or different N the group formed;

[0167] R, R', R", R'' and R Nat each occurrence is the same or different selected from the group consisting of hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid group, ester group, cyano, isocyano, SCN, OCN, SF5, boryl, sulfinyl, sulfonyl, phosphinyl, hydroxyl, thiol, 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 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, and combinations thereof.

[0168] According to one embodiment of the present application, wherein the first compound has a structure represented by one of Formula I, Formula II, Formula V, Formula IX, Formula X, Formula XI, and Formula XVI.

[0169] According to one embodiment of the present application, wherein X is the same or different at each occurrence selected from CR"R'".

[0170] According to one embodiment of the present application, wherein W is the same or different at each occurrence selected from O, S, or Se.

[0171] According to one embodiment of the present application, wherein W is the same or different at each occurrence selected from O or S.

[0172] According to one embodiment of the present application, wherein W is O.

[0173] According to one embodiment of the present application, wherein X is the same or different at each occurrence selected from the group consisting of O, S, Se,

[0174] wherein, V, U, and T are the same or different at each occurrence selected from the group consisting of CR v R u , NR v , O, S, and Se;

[0175] wherein Ar is selected, at each occurrence, identically or differently, 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;

[0176] Among them, R1, Q, R a , R b , R c , R d , R e , R f , R g , R h , R v and R u 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, 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 alkyl having 7 to 30 carbon atoms, atoms, arylalkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted alkoxy groups having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy groups having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl groups having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, and combinations thereof;

[0177] Wherein, Q is a group having at least one electron withdrawing group, and for any of the above structures, when R a , R b , R c , R d , R e , R f , R g , R h , R v and R u When one or more of are present, at least one of them is a group having at least one electron-withdrawing group;

[0178] Adjacent substituents R1, R a , R b , R c , R d , R e , R f , R g , Rh , R v and R u can optionally be linked to form a ring;

[0179] “*” represents the connection position of X having the above structure to the five-membered ring in Formula 1, or the connection position to Ring A in Formula 2.

[0180] In this context, “adjacent substituents R1, R a , R b , R c , R d , R e , R f , R g , R h , R v and R u "can optionally be linked to form a ring" is intended to mean that adjacent substituent groups, for example, between two substituents R1, the substituents R a and R b Between, the substituent R b and R c Between, the substituent R c and R d Between, the substituent R d and R e Between, the substituent R e and R f Between, the substituent R f and R g Between, the substituent R g and R h Between, the substituent R a and R v Between, the substituent R b and R v Between, the substituent R c and R v Between, the substituent R d and R v Between, the substituent R e and R v Between, the substituent R h and R v Between, the substituent R a and R u Between, the substituent R b and R u Between, the substituent R c and R u Between, the substituent R d and R u Between, the substituent R e and R u Between, the substituent R h and Ru between R and R, and between R and R, any one or more of these groups of substituents can be connected to form a ring. Obviously, these adjacent substituents can also not be connected to form a ring. v and R u between R and R, and between R and R, any one or more of these groups of substituents can be connected to form a ring. Obviously, these adjacent substituents can also not be connected to form a ring.

[0181] According to one embodiment of the present application, wherein the group having at least one electron withdrawing group is selected from the group consisting of F, CF3, OCF3, SF5, SO2CF3, cyano, isocyano, SCN, OCN, pentafluorophenyl, 4-cyanotetrafluorophenyl, tetrafluoropyridyl, pyrimidinyl, triazinyl, and combinations thereof.

[0182] According to one embodiment of the present application, wherein R1is the same or different at each occurrence and is selected from the group consisting of F, CF3, OCF3, SF5, SO2CF3, cyano, isocyano, SCN, OCN, pentafluorophenyl, 4-cyanotetrafluorophenyl, tetrafluoropyridyl, pyrimidinyl, triazinyl, and combinations thereof.

[0183] According to one embodiment of the present application, wherein X is the same or different at each occurrence and is selected from the group consisting of the following structures:

[0184] O, S, Se, " " represents the position of attachment of X having the above structure to the five-membered ring in Formula 1, or to ring A in Formula 2.

[0185] According to one embodiment of the present application, wherein X is selected from " " represents the position of attachment of X having the above structure to the five-membered ring in Formula 1, or to ring A in Formula 2.

[0186] According to one embodiment of the present application, wherein R, R L and R NEach 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, 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 alkyl having 7 to 3 carbon atoms 0 carbon atoms, an aralkyl group, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, and combinations thereof.

[0187] According to one embodiment of the present invention, R, R L and R N Each occurrence is identically or differently selected from the group consisting of: hydrogen, deuterium, methyl, isopropyl, NO2, SO2CH3, SCF3, C2F5, OC2F5, diphenylmethylsilyl, phenyl, methoxyphenyl, p-methylphenyl, 2,6-diisopropylphenyl, biphenyl, polyfluorophenyl, difluoropyridyl, nitrophenyl, dimethylthiazolyl, CN, vinyl substituted by one or more of CN or CF3, acetylene substituted by one of CN or CF3 substituted with one or more of F, CN or CF3, tetrafluoropyridyl, pyrimidinyl, triazine, pyridyl, diphenylboryl, oxaboranthenyl, and combinations thereof.

[0188] According to one embodiment of the present invention, R, R L and R N Each occurrence is identical or different and is selected from the group consisting of B1 to B123. The specific structures of B1 to B123 are shown in claim 11.

[0189] According to one embodiment of the present invention, R, R L and R N Each occurrence is identically or differently selected from the group consisting of:

[0190]

[0191] Herein, when R is selected from the group consisting of B1 to B123, wherein represents the connection position of R having a structure of B1 to B123 with the six-membered conjugated ring in Formula 1, or with the connection position of Ring A in Formula 2; when R L When selected from the group consisting of B1 to B123, and when L in Formula 2 is selected from When Represents R with structures B1 to B123 L The connection position with ring AA, or when L in formula 2 is selected from And Y is selected from CR L When R has the structure of B1 to B123 L The connection position with C; when R N When selected from the group consisting of B1 to B123, and when W in Formula 1 or Formula 2 is selected from NR N When Represents R with structures B1 to B123 N The connection position with N.

[0192] According to one embodiment of the present invention, two Rs in the first compound represented by Formula 1 or Formula 2 are the same.

[0193] According to one embodiment of the present invention, the first compound is selected from Compound 1 to Compound 1164, Compound I-1 to Compound I-156, Compound II-1 to Compound II-156, Compound III-1 to Compound III-156, Compound IV-1 to Compound IV-156, Compound V-1 to Compound V-156, Compound VI-1 to Compound VI-156, Compound VII-1 to Compound VII-156, Compound VIII-1 to Compound VIII-156, Compound IX-1 to Compound IX-156, Compound X-1 to Compound X-156, Compound XI-1 to Compound XI-156, Compound XII-1 to Compound XII-156, Compound XIII-1 to Compound XIII-156, Compound XIV-1 to Compound XIV-156, Compound XV-1 to Compound XV-156, Compound XVI-1 to Compound XVI-1 56; the specific structures of said compounds 1 to compound 1164, compounds I-1 to compound I-156, compounds II-1 to compound II-156, compounds III-1 to compound III-156, compounds IV-1 to compound IV-156, compounds V-1 to compound V-156, compounds VI-1 to compound VI-156, compounds VII-1 to compound VII-156, compounds VIII-1 to compound VIII-156, compounds IX-1 to compound IX-156, compounds X-1 to compound X-156, compounds XI-1 to compound XI-156, compounds XII-1 to compound XII-156, compounds XIII-1 to compound XIII-156, compounds XIV-1 to compound XIV-156, compounds XV-1 to compound XV-156, and compounds XVI-1 to compound XVI-156 refer to claim 12.

[0194] According to one embodiment of the present invention, wherein Ring A1, Ring A2, Ring A3, Ring A4 are identically or differently selected each time from an aromatic ring having 6-18 ring atoms, a heteroaromatic ring having 5-18 ring atoms, or a combination thereof.

[0195] According to one embodiment of the present invention, one or two of Ring A1, Ring A2, Ring A3 and Ring A4 are selected from heteroaromatic rings having 5 ring atoms, and the rest are selected from aromatic rings having 6 ring atoms, or heteroaromatic rings having 6 ring atoms.

[0196] According to one embodiment of the present invention, wherein, ring A1, ring A2, ring A3, ring A4, each time appearing, are identically or differently selected from the following group consisting of: pyrrole ring, furan ring, thiophene ring, selenophene ring, imidazole ring, imidazole carbene ring, substituted or unsubstituted oxazole ring, thiazole ring, selenazole ring, benzene ring, pyridine ring, pyrimidine ring, pyrazine ring, pyridazine ring, triazine ring, benzopyrrole ring, benzofuran ring, benzothiophene ring, benzoselenophene ring, benzimidazole ring, benzimidazole carbene ring, benzoxazole ring, benzothiazole ring, benzoselenazole ring, fluorene ring, carbazole ring, dibenzofuran ring, dibenzothiophene ring, dibenzoselenophene, azafluorene ring, azacarbazole ring, azadibenzofuran ring, azadibenzothiophene ring, azadibenzoselenophene ring, and combinations thereof.

[0197] According to one embodiment of the present invention, A2 is selected from an imidazole ring, an imidazole carbene ring, an oxazole ring, a thiazole ring, a benzimidazole ring, a benzimidazole carbene ring, a benzoxazole ring, or a benzothiazole ring each time it occurs.

[0198] According to one embodiment of the present invention, each occurrence of L1-L4 is identically or differently selected from the group consisting of: a single bond, CR M R M ,NR M ,O,BR M , PR M ,S,SiR M R M ,GeR M R M , Se, substituted or unsubstituted arylene groups having 5-30 carbon atoms, substituted or unsubstituted heteroarylene groups having 5-30 carbon atoms, and combinations thereof; when two R M When two R M Same or different.

[0199] According to one embodiment of the present invention, each occurrence of L1-L4 is identically or differently selected from the group consisting of: a single bond, S, NR M and O.

[0200] According to an embodiment of the present invention, at least two of a1-a4 are 1.

[0201] According to an embodiment of the present invention, at least three of a1-a4 are 1.

[0202] According to one embodiment of the present invention, the metal M is selected from the group consisting of Au, Ru, Rh, Pd, Os and Pt.

[0203] According to one embodiment of the present invention, the metal M is selected from Pt.

[0204] According to one embodiment of the present invention, the second compound has any of the following structures:

[0205]

[0206] In formula 3-1 to formula 3-9,

[0207] E x Each occurrence is identically or differently selected from O, S, or NR n ;

[0208] E 11 -E 14 , E 21 -E 24 , E 31 -E 34 , E 41 -E 44 Each occurrence is the same or different selection from CR n or N;

[0209] L1-L4 are selected, at each occurrence, identically or differently, from the group consisting of: a single bond, BR M , CR M R M ,NR M ,O,SiR M R M , PR M , S, GeR M R M , Se, substituted or unsubstituted arylene groups having 5-30 carbon atoms, substituted or unsubstituted heteroarylene groups having 5-30 carbon atoms, and combinations thereof; when two R M When two R M Same or different;

[0210] Each occurrence of E1-E4 is identically or differently selected from C or N;

[0211] G1-G4 are identically or differently selected at each occurrence from a single bond, O or S;

[0212] R n , R MEach occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;

[0213] Adjacent substituent R n 、R M Can optionally be linked to form a ring.

[0214] According to one embodiment of the present invention, at least one of G1 to G4 is selected from O or S.

[0215] According to one embodiment of the present invention, at least one of G1 to G4 is O.

[0216] According to one embodiment of the present invention, G1 is O.

[0217] According to one embodiment of the present invention, R n Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, and combinations thereof.

[0218] According to one embodiment of the present invention, R nEach occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 6 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 6 ring carbon atoms, substituted or unsubstituted aryl having 6 to 18 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 18 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 18 carbon atoms, and combinations thereof.

[0219] According to one embodiment of the present invention, R n Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, fluorine, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, deuterated methyl, deuterated ethyl, deuterated propyl, deuterated isopropyl, deuterated n-butyl, deuterated isobutyl, deuterated tert-butyl, deuterated cyclopentyl, deuterated cyclohexyl, phenyl, pyridyl, trimethylsilyl, and combinations thereof.

[0220] According to one embodiment of the present invention, R n At least one of them is selected from substituted or unsubstituted alkyl groups having 3 to 12 carbon atoms.

[0221] According to one embodiment of the present invention, R n At least two of them are selected from substituted or unsubstituted alkyl groups having 3 to 12 carbon atoms.

[0222] According to one embodiment of the present invention, R n At least three of them are selected from substituted or unsubstituted alkyl groups having 3 to 12 carbon atoms.

[0223] According to one embodiment of the present invention, R n At least one of them is selected from substituted or unsubstituted alkyl groups having 4 to 12 carbon atoms.

[0224] According to one embodiment of the present invention, R n At least two of them are selected from substituted or unsubstituted alkyl groups having 4 to 12 carbon atoms.

[0225] According to one embodiment of the present invention, R n At least three of them are selected from substituted or unsubstituted alkyl groups having 4 to 12 carbon atoms.

[0226] According to one embodiment of the present invention, the second compound is selected from the group consisting of compound 3-1 to compound 3-75, and the specific structures of compound 3-1 to compound 3-75 are shown in claim 23.

[0227] According to one embodiment of the present invention, the hydrogen atoms in compounds 3-1 to 3-75 can be partially or completely replaced by deuterium.

[0228] According to one embodiment of the present invention, the first organic layer further comprises a third compound, and the third compound comprises any one or more chemical structural units selected from the following groups: triarylamine, carbazole, fluorene, spirobifluorene, thiophene, furan, phenyl, oligophenylene vinylene, oligofluorene, and combinations thereof, wherein the molar doping ratio of the first compound to the third compound is from 10000:1 to 1:10000.

[0229] According to one embodiment of the present invention, the molar doping ratio of the first compound to the third compound is from 10:1 to 1:100.

[0230] According to one embodiment of the present invention, the first organic layer is a hole injection layer.

[0231] According to one embodiment of the present invention, the second organic layer is a light-emitting layer, and the light-emitting layer further comprises at least one main material; the main material comprises at least one chemical group selected from the following group: benzene, biphenyl, pyridine, pyrimidine, triazine, carbazole, azacarbazole, indolecarbazole, dibenzothiophene, azadibenzothiophene, dibenzofuran, azadibenzofuran, dibenzoselenophene, azadibenzoselenophene, triphenylene, azatriphenylene, fluorene, silylfluorene, naphthalene, quinoline, isoquinoline, quinazoline, quinoxaline, phenanthrene, azaphenanthrene, and combinations thereof.

[0232] According to an embodiment of the present invention, the device emits green light.

[0233] According to one embodiment of the present invention, at least a third organic layer is provided between the first organic layer and the second organic layer, and the third organic layer comprises a fourth compound;

[0234] The fourth compound comprises any one or more chemical structural units selected from the group consisting of triarylamine, carbazole, fluorene, spirobifluorene, thiophene, furan, phenyl, oligophenylene vinylene, oligofluorene, and combinations thereof.

[0235] According to one embodiment of the present invention, the fourth compound and the third compound are the same compound.

[0236] According to one embodiment of the present invention, the electroluminescent device comprises a first stacked layer and a second stacked layer arranged between an anode and a cathode; wherein the first stacked layer comprises a first light-emitting layer, the second stacked layer comprises a second light-emitting layer, and the charge generation layer is arranged between the first stacked layer and the second stacked layer, wherein the charge generation layer comprises a p-type charge generation layer and an n-type charge generation layer; wherein the p-type charge generation layer is a first organic layer, and the second organic layer is a first light-emitting layer and / or a second light-emitting layer.

[0237] According to one embodiment of the present invention, the p-type charge generation layer further comprises at least one hole transport material.

[0238] According to one embodiment of the present invention, the charge generation layer further includes a buffer layer disposed between the p-type charge generation layer and the n-type charge generation layer, and the buffer layer includes the first compound.

[0239] According to another embodiment of the present invention, a display assembly is further disclosed, which includes an organic electroluminescent device. The specific structure of the organic electroluminescent device is as shown in any of the above embodiments.

[0240] According to another embodiment of the present invention, a compound combination is further disclosed, which comprises a first compound and a second compound, wherein the first compound and the second compound are as described in any of the aforementioned embodiments.

[0241] Combination with other materials

[0242] The materials described herein for use in specific layers of organic light-emitting devices can be used in combination with various other materials present in the device. Combinations of these materials are described in detail in U.S. Patent Application No. US2016 / 0359122A1, paragraphs 0132-0161, 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 readily consult the literature to identify other materials that can be used in combination.

[0243] The materials described herein as being useful for specific layers in organic light-emitting devices can be used in combination with a variety of other materials present in the device. For example, the compound combinations disclosed herein can be used in combination with a variety of light-emitting 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.

[0244] The first compound and the second compound used in the present invention can be obtained by referring to the preparation method in the prior art, or can be easily prepared by referring to patent applications such as publication number US20200087311A1 and US20210009616A1, which will not be described in detail here. The preparation method of the electroluminescent device is not limited, and the preparation method of the following embodiment is only an example and should not be understood as a limitation. Those skilled in the art can reasonably improve the preparation method of the following embodiment based on the prior art. For example, the ratio of various materials in each organic layer is not particularly limited, and those skilled in the art can reasonably select within a certain range based on the prior art. In the embodiment of the device, the characteristics of the device are also tested using conventional equipment in the field (including but not limited to evaporation machines produced by Angstrom Engineering, optical testing systems and life testing systems produced by Suzhou Fushida, ellipsometers 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 content, they can obtain the inherent data of the sample with certainty and without being affected. Therefore, the above-mentioned related content will not be elaborated in this patent.

[0245] Device Examples

[0246] Example 1

[0247] First, a 0.7 mm thick glass substrate 101 is used, on which a pre-patterned The anode 110 is made of a thick indium tin oxide (ITO). After washing the substrate with deionized water and detergent, the ITO surface is treated with oxygen plasma and UV ozone. Subsequently, the substrate is dried in a glove box to remove moisture and placed on a rack and transferred to a vacuum chamber. The organic layers specified below are placed in a vacuum of about 10 -6 Torr's case The anode layer was deposited sequentially by vacuum thermal evaporation at a rate of 1:1. First, compound HT and compound 72 were simultaneously deposited as a hole injection layer (HIL, 97:3, )120, the evaporated compound HT is used as a hole transport layer (HTL, )130, then, a compound EB is evaporated to serve as an electron blocking layer (EBL, ) 140, on which compound EB, GH and compound 3-48 are simultaneously evaporated as a light-emitting layer (EML, 61:31:8, )150, evaporate compound HB as hole blocking layer (HBL, )160, and simultaneously evaporated compound ET and Liq as an electron transport layer (ETL, 40:60, )170, evaporation Thickness of Liq as electron injection layer (EIL) 180. Finally, the metal aluminum is evaporated as cathode (Cathode, ) 190. The device is then transferred back to the glove box and encapsulated with a glass cover slip 102 to complete the device.

[0248] Example 2: The preparation method is the same as that of Example 1, except that compound HT and compound I-8 are simultaneously deposited as the hole injection layer (HIL, 97:3, ).

[0249] Comparative Example 1: The preparation method is the same as that of Example 1, except that compound HT and compound PD-1 are simultaneously deposited as the hole injection layer (HIL, 97:3, ).

[0250] Comparative Example 2: The preparation method is the same as that of Example 1, except that compound HT and compound PD-2 are simultaneously deposited as the hole injection layer (HIL, 97:3, ).

[0251] Comparative Example 3: The preparation method is the same as that of Example 1, except that compounds EB, GH and Ir(ppy)3 are simultaneously deposited as the light-emitting layer (EML, 61:31:8, ).

[0252] Comparative Example 4: The preparation method is the same as that of Example 2, except that compounds EB, GH and Ir(ppy)3 are simultaneously deposited as the light-emitting layer (EML, 61:31:8, ).

[0253] Comparative Example 5: The preparation method is the same as that of Comparative Example 1, except that compounds EB, GH and Ir(ppy)3 are simultaneously deposited as the light-emitting layer (EML, 61:31:8, ).

[0254] Comparative Example 6: The preparation method is the same as that of Comparative Example 2, except that compounds EB, GH and Ir(ppy)3 are simultaneously deposited as the light-emitting layer (EML, 61:31:8, ).

[0255] The detailed device layer structure and thickness are shown in the table below. For layers using more than one material, the different compounds are doped in the stated weight ratios.

[0256] Table 1 Partial device structures of Examples 1-2 and Comparative Examples 1-6

[0257]

[0258] The structure of the materials used in the device is shown below:

[0259]

[0260] Table 2 shows the performance of some devices in Examples 1-2 and Comparative Examples 1-6. The color coordinates (CIE), voltage, and power efficiency (PE) are calculated at a current density of 10 mA / cm 2 Measured under the conditions of .

[0261] Table 2 Partial device data of Examples 1-2 and Comparative Examples 1-6

[0262]

[0263]

[0264] Table 2 shows the test results of electroluminescent devices containing different combinations of p-type conductive doping materials and luminescent doping materials. From the data in Table 2, it can be seen that the color coordinates of the examples shown are basically consistent with the color coordinates of the comparative examples.

[0265] Example 1 utilizes a combination of a first compound 72 of Formula 1 according to the present invention and a second compound 3-48 of Formula 3 according to the present invention. Example 2 utilizes a combination of a first compound 1-8 of Formula 2 according to the present invention and a second compound 3-48 of Formula 3 according to the present invention. Comparative Example 1 utilizes a second compound 3-48 of Formula 3 according to the present invention, but uses a p-type conductive doping material that is not a compound of Formula 1 or Formula 2 as a combination. Comparative Example 2 utilizes a second compound 3-48 of Formula 3 according to the present invention, but uses a p-type conductive doping material that is not a compound of Formula 1 or Formula 2 as a combination. Compared to Comparative Example 1, the voltage of both Examples 1 and 2 was significantly reduced by 3.3 V, or 48%, and the efficiency was significantly improved by 78%. Compared to Comparative Example 2, the voltage of both Examples 1 and 2 was significantly reduced by 4.0 V, or 53%, and the efficiency was significantly improved by 105%. These results demonstrate that, compared to the p-type conductive dopant material in the comparative example, the combination of the first compound of the present invention and the second compound of the present invention exhibits significant advantages in voltage and efficiency. In particular, efficiency is significantly improved, effectively enhancing device performance. These results demonstrate the superiority of the combination of the first and second compounds of the present invention.

[0266] Comparative Example 3 uses the first compound 72 of the structure of Formula 1 of the present invention, but the light-emitting doping material used in combination with it is Ir(ppy)3, which does not belong to the structure of Formula 3. Compared with Comparative Example 3, the voltage of Example 1 is reduced by 0.5V, that is, reduced by 12%, and the efficiency is greatly improved by 71%. Comparative Example 4 uses the first compound I-8 of the structure of Formula 2 of the present invention, but the light-emitting doping material used in combination with it is Ir(ppy)3, which does not belong to the structure of Formula 3. Compared with Comparative Example 4, the voltage of Example 2 is reduced by 0.5V, that is, reduced by 12%, and the efficiency is greatly improved by 71%. These results show that compared with the metal Ir material in the comparative example, the use of the second compound of the present invention in combination with the first compound of the present invention has obvious advantages in voltage and efficiency, especially the efficiency is greatly improved, which can effectively improve the performance of the device. These results also demonstrate the superiority of the combination of the first compound and the second compound of the present invention.

[0267] It is worth noting that when the light-emitting doping material that does not belong to the structure of Formula 3 is Ir(ppy)3, the comparative examples 3 and 4 using the first compound 72 of the structure of Formula 1 of the present invention and the compound I-8 of the structure of Formula 2, compared with the comparative examples 5 and 6 using the p-type conductive doping material compound PD-1 and compound PD-2 that do not belong to the structure of Formula 1 or Formula 2, the voltage reduction is up to 3.0V, that is, a reduction of 42%, and the efficiency is increased by up to 53%. When the light-emitting doping material is the second compound 3-48 of the structure of Formula 3 of the present invention, the examples 1 and 2 using the first compound 72 of the structure of Formula 1 of the present invention and the compound I-8 of the structure of Formula 2, compared with the comparative examples 1 and 2 using the p-type conductive doping material compound PD-1 and PD-2 that do not belong to the structure of Formula 1 or Formula 2, the voltage reduction is up to 4.0V, that is, a reduction of 53%, and the efficiency is increased by up to 105%. Through the above comparison, it can be found that the performance improvement of the device using the first compound of the present invention in combination with the second compound of the present invention (Pt light-emitting material) is more obvious than that of the Ir light-emitting material, further demonstrating the superiority of the combination of the first compound and the second compound of the present invention.

[0268] In summary, the organic electroluminescent device prepared by using the first compound of the present invention represented by Formula 1 or Formula 2 in combination with the second compound of the present invention represented by Formula 3 has significantly improved performance and has broad commercial prospects.

[0269] It should be understood that the various embodiments described herein are merely 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 can be replaced with other materials and structures without departing from the spirit of the present invention. It should be understood that the various theories regarding why the present invention works are not intended to be restrictive.

Claims

1. An organic electroluminescent device, comprising: anode, cathode, and a first organic layer and a second organic layer disposed between the anode and the cathode; The first organic layer is a hole injection layer, and the second organic layer is a light-emitting layer; The first organic layer includes a first compound having a structure represented by Formula 1 or Formula 2: In Formula 1 or Formula 2, Each occurrence of X is identical or different and is selected from the group consisting of O, S, Se, NR' and CR"R"'; W is selected from the group consisting of O, S, Se and NR in each occurrence, the same or different N the group formed; Each time L appears, it is selected from or any combination thereof; Ring AA is a conjugated structure of 4-30 ring atoms with at least one intracyclic double bond; n is selected from integers from 0 to 10, the same or different at each occurrence; Each occurrence of Y is the same or different and is selected from CR L and N; Ring A is identical or different at each occurrence and is a 5-membered heterocyclic ring, and the 5-membered heterocyclic ring contains one intracyclic double bond, at least one N atom and at least one W; R and R L Each occurrence is identical or different and represents mono-, poly-, or unsubstituted; In Formula 2, when L is selected from When n=0, the substituents R and R N At least one of R', R" and R"' is a group having at least one electron-withdrawing group; when X is selected from NR' or CR"R"', at least one of R', R" and R"' is a group having at least one electron-withdrawing group; R, R', R", R'', R L and R N 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, hydroxyl, mercapto, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, an alkoxy group having 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, and its combination; Adjacent substituents in Formula 1 or Formula 2 can optionally be linked to form a ring; The second organic layer includes a second compound having a structure represented by Formula 3: In formula 3, The metal M is selected, at each occurrence, identically or differently, from the group consisting of Cu, Ag, Au, Ru, Rh, Pd, Os and Pt; Rings A1-A4 are identically or differently selected at each occurrence from an aromatic ring having 6-30 ring atoms, a heteroaromatic ring having 5-30 ring atoms, or a combination thereof; L1-L4 are selected, at each occurrence, identically or differently, from the group consisting of: a single bond, BR M , CR M R M ,NR M ,O,SiR M R M , PR M , S, GeR M R M , Se, substituted or unsubstituted vinylene, ethynylene, substituted or unsubstituted arylene having 5-30 carbon atoms, substituted or unsubstituted heteroarylene having 3-30 carbon atoms, and combinations thereof; when two R M When two R M Same or different; a1-a4 are selected from 0 or 1, the same or different at each occurrence; Each occurrence of E1-E4 is identically or differently selected from C or N; G1-G4 are identically or differently selected at each occurrence from a single bond, O or S; R n Each occurrence of the same or different means mono-, poly- or no-substitution; R n , R M Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof; Adjacent substituent R n , R M Can optionally be linked to form a ring.

2. The organic electroluminescent device according to claim 1, wherein in Formula 1 or Formula 2, X is selected from NR' or CR"R"' at each occurrence, and R, R', R", R"', R L and R N At least one of the groups is a group having at least one electron-withdrawing group. 3 . The organic electroluminescent device according to claim 2 , wherein at least one of R, R′, R″ and R′″ is a group having at least one electron-withdrawing group.

4. The organic electroluminescent device according to claim 2, wherein R, R', R", R'', R L and R N Each is a group having at least one electron-withdrawing group.

5. The organic electroluminescent device according to claim 1, wherein in Formula 1 or Formula 2, X is selected from O, S or Se at each occurrence, the same or different, and R, R L and R N At least one of the groups is a group having at least one electron-withdrawing group. The organic electroluminescent device according to claim 5 , wherein at least one of R is a group having at least one electron-withdrawing group.

7. The organic electroluminescent device according to claim 5, wherein R, R L and R N Each is a group having at least one electron-withdrawing group. The organic electroluminescent device according to claim 1 , wherein the Hammett constant of the electron-withdrawing group is ≥0.

05. The organic electroluminescent device according to claim 8 , wherein the Hammett constant of the electron-withdrawing group is ≥0.

3. 10 . The organic electroluminescent device according to claim 8 , wherein the Hammett constant of the electron-withdrawing group is ≥0.

5.

11. The organic electroluminescent device according to claim 8, 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: having 1-20 carbon atoms The present invention also includes an alkyl group having 3 to 20 ring carbon atoms, a cycloalkyl group having 3 to 20 ring carbon atoms, a heteroalkyl group having 1 to 20 carbon atoms, an aralkyl group having 7 to 30 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, an aryloxy group having 6 to 30 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, an alkynyl group having 2 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, a heteroaryl group having 3 to 30 carbon atoms, an alkylsilyl group having 3 to 20 carbon atoms, an arylsilyl group having 6 to 20 carbon atoms, and combinations thereof.

12. The organic electroluminescent device according to claim 11, wherein the electron-withdrawing group is selected from the group consisting of F, CF3, OCF3, SF5, SO2CF3, cyano, isocyano, SCN, OCN, pyrimidinyl, triazine, and combinations thereof.

13. The organic electroluminescent device according to claim 1, wherein the two ends of L in formula 2 are connected to each other. Each occurrence is selected identically or differently from: in, In Equations 4 to 7, Each occurrence of X is identical or different and is selected from the group consisting of O, S, Se, NR' and CR"R"'; W is selected from the group consisting of O, S, Se and NR in each occurrence, the same or different N the group formed; R, R', R", R'' and R N 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, hydroxyl, mercapto, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkyl having 1 to 20 carbon atoms substituted or unsubstituted alkoxy groups having 6 to 30 carbon atoms, substituted or unsubstituted aryloxy groups having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl groups having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, and combinations thereof; "**" represents the connection position of L in Formulas 4 to 7 and 2.

14. The organic electroluminescent device according to claim 13, wherein the first compound is selected from the structure of Formula 2, wherein L is n is 0, and the first compound has any one of the structures represented by Formula I to Formula XVI: in, In Formula I to Formula XVI, Each occurrence of X is identical or different and is selected from the group consisting of O, S, Se, NR' and CR"R"'; W is selected from the group consisting of O, S, Se and NR in each occurrence, the same or different N the group formed; R, R', R", R'' and R N 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, hydroxyl, mercapto, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkyl having 1 to 20 carbon atoms The invention also includes an alkoxy group having 2 to 30 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, and combinations thereof. 15 . The organic electroluminescent device according to claim 14 , wherein the first compound has a structure represented by one of Formula I, Formula II, Formula V, Formula IX, Formula X, Formula XI, and Formula XVI. The organic electroluminescent device according to claim 1 , wherein W is selected from O, S or Se, identically or differently at each occurrence. The organic electroluminescent device as claimed in claim 16 , wherein W is selected from O or S, identically or differently on each occurrence. The organic electroluminescent device according to claim 16 , wherein W is O.

19. The organic electroluminescent device according to claim 1, wherein each occurrence of X is identical or different and is selected from the group consisting of: O, S, Se, in, Each occurrence of V, U and T is the same or different and is selected from CR v R u ,NR v , a group consisting of O, S and Se; wherein Ar is selected, at each occurrence, identically or differently, 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; Among them, R1, Q, R a , R b , R c , R d , R e , R f , R g , R h , R v and R u 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, 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 alkyl having 7 to 30 carbon atoms, atoms, arylalkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted alkoxy groups having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy groups having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl groups having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, and combinations thereof; Wherein, Q is a group having at least one electron withdrawing group, and for any of the above structures, when R a , R b , R c , R d , R e , R f , R g , R h , R v and R u When one or more of are present, at least one of them is a group having at least one electron-withdrawing group; Adjacent substituents R1, R a , R b , R c , R d , R e , R f , R g , R h , R v and R u can optionally be linked to form a ring; "*" represents the connection position of X having the above structure to the five-membered ring in Formula 1, or the connection position to Ring A in Formula 2.

20. The organic electroluminescent device of claim 19, wherein each occurrence of R1 is identically or differently selected from the group consisting of F, CF3, OCF3, SF5, SO2CF3, cyano, isocyano, SCN, OCN, pentafluorophenyl, 4-cyanotetrafluorophenyl, tetrafluoropyridyl, pyrimidinyl, triazine, and combinations thereof.

21. The organic electroluminescent device of claim 19, wherein the group having at least one electron-withdrawing group is selected from the group consisting of F, CF3, OCF3, SF5, SO2CF3, cyano, isocyano, SCN, OCN, pentafluorophenyl, 4-cyanotetrafluorophenyl, tetrafluoropyridyl, pyrimidinyl, triazine, and combinations thereof.

22. The organic electroluminescent device according to claim 19, wherein each occurrence of X is identically or differently selected from the group consisting of: O, S, Se, 23. The organic electroluminescent device according to claim 19, wherein X is selected from 24. The organic electroluminescent device according to claim 1, wherein R, R L and R N 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, 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 alkyl having 7 to 3 carbon atoms 0 carbon atoms, an aralkyl group, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, and combinations thereof.

25. The organic electroluminescent device according to claim 24, wherein R, R L and R N Each occurrence is identically or differently selected from the group consisting of: hydrogen, deuterium, methyl, isopropyl, NO2, SO2CH3, SCF3, C2F5, OC2F5, diphenylmethylsilyl, phenyl, methoxyphenyl, p-methylphenyl, 2,6-diisopropylphenyl, biphenyl, polyfluorophenyl, difluoropyridyl, nitrophenyl, dimethylthiazolyl, CN, vinyl substituted by one or more of CN or CF3, acetylene substituted by one of CN or CF3 substituted with one or more of F, CN or CF3, tetrafluoropyridyl, pyrimidinyl, triazine, pyridyl, diphenylboryl, oxaboranthenyl, and combinations thereof.

26. The organic electroluminescent device according to claim 22, wherein R, R L and R N Each occurrence is identically or differently selected from the group consisting of:

27. The organic electroluminescent device according to claim 26, wherein R, R L and R N At each occurrence, identically or differently selected from the group consisting of: 28 . The organic electroluminescent device according to claim 26 , wherein two Rs in one first compound represented by Formula 1 or Formula 2 are the same.

29. The organic electroluminescent device according to claim 26, wherein: The first compound is selected from the group consisting of Compound 1 to Compound 1164, Compound I-1 to Compound I-156, Compound II-1 to Compound II-156, Compound III-1 to Compound III-156, Compound IV-1 to Compound IV-156, Compound V-1 to Compound V-156, Compound VI-1 to Compound VI-156, Compound VII-1 to Compound VII-156, Compound VIII-1 to Compound VIII-156, Compound IX-1 to Compound IX-156, Compound X-1 to Compound X-156, Compound XI-1 to Compound XI-156, Compound XII-1 to Compound XII-156, Compound XIII-1 to Compound XIII-156, Compound XIV-1 to Compound XIV-156, Compound XV-1 to Compound XV-156, and Compound XVI-1 to Compound XVI-156; Compounds 1 to 1164 have structures represented by Formula 1: In Formula 1, two Ws are the same, two Xs are the same, and W, X, and R are each selected from atoms or groups shown in the following table: Wherein the compounds I-1 to I-156 have a structure represented by Formula I: In Formula I, two Xs are the same, two Ws are the same, two Rs are the same, and X, W, and R are each an atom or group selected from the following table: Wherein the compounds II-1 to II-156 have a structure represented by Formula II: In Formula II, two Xs are the same, two Ws are the same, two Rs are the same, and X, W, and R are each an atom or group selected from the following table: Wherein the compounds III-1 to III-156 have a structure represented by formula III: In Formula III, two Xs are the same, two Ws are the same, two Rs are the same, and X, W, and R are each an atom or group selected from the following table: Wherein the compounds IV-1 to IV-156 have a structure represented by formula IV: In Formula IV, two Xs are the same, two Ws are the same, two Rs are the same, and X, W, and R are each an atom or group selected from the following table: Compounds V-1 to V-156 have structures represented by Formula V: In Formula V, two Xs are the same, two Ws are the same, two Rs are the same, and X, W, and R are each an atom or group selected from the following table: Wherein the compounds VI-1 to VI-156 have a structure represented by Formula VI: In Formula VI, two Xs are the same, two Ws are the same, and two Rs are the same, and X, W, and R are each an atom or group selected from the following table: Wherein the compounds VII-1 to VII-156 have the structure of formula VII: In Formula VII, two Xs are the same, two Ws are the same, two Rs are the same, and X, W, and R are each an atom or group selected from the following table: Wherein the compounds VIII-1 to VIII-156 have a structure represented by Formula VIII: In Formula VIII, two Xs are the same, two Ws are the same, and two Rs are the same, and X, W, and R are each an atom or group selected from the following table: Wherein the compounds IX-1 to IX-156 have a structure represented by Formula IX: In Formula IX, two Xs are the same, two Ws are the same, and two Rs are the same, and X, W, and R are each an atom or group selected from the following table: Wherein the compounds X-1 to X-156 have a structure represented by formula X: In formula X, two Xs are the same, two Ws are the same, two Rs are the same, and X, W, and R are each an atom or group selected from the following table: Wherein the compounds XI-1 to XI-156 have a structure represented by Formula XI: In formula XI, two Xs are the same, two Ws are the same, two Rs are the same, and X, W, and R are each an atom or group selected from the following table: Wherein the compounds XII-1 to XII-156 have a structure represented by Formula XII: In Formula XII, two Xs are the same, two Ws are the same, and two Rs are the same, and X, W, and R are each an atom or group selected from the following table: Wherein the compounds XIII-1 to XIII-156 have a structure represented by Formula XIII: In Formula XIII, two Xs are the same, two Ws are the same, and two Rs are the same, and X, W, and R are each an atom or group selected from the following table: Wherein the compounds XIV-1 to XIV-156 have a structure represented by Formula XIV: In Formula XIV, two Xs are the same, two Ws are the same, and two Rs are the same, and X, W, and R are each an atom or group selected from the following table: Wherein the compounds XV-1 to XV-156 have a structure represented by Formula XV: In formula XV, two Xs are the same, two Ws are the same, and two Rs are the same, and X, W, and R are each an atom or group selected from the following table: Wherein the compounds XVI-1 to XVI-156 have a structure represented by Formula XVI: In Formula XVI, two Xs are the same, two Ws are the same, and two Rs are the same, and X, W, and R are each an atom or group selected from the following table:

30. The organic electroluminescent device according to claim 1, wherein Ring A1, ring A2, ring A3, and ring A4 are identically or differently selected each time from an aromatic ring having 6 to 18 ring atoms, a heteroaromatic ring having 5 to 18 ring atoms, or a combination thereof.

31. The organic electroluminescent device according to claim 30, wherein one or two of ring A1, ring A2, ring A3 and ring A4 are selected from heteroaromatic rings having 5 ring atoms, and the rest are selected from aromatic rings having 6 ring atoms or heteroaromatic rings having 6 ring atoms.

32. The organic electroluminescent device of claim 30, wherein each occurrence of Ring A1, Ring A2, Ring A3, and Ring A4 is identically or differently selected from the group consisting of a pyrrole ring, a furan ring, a thiophene ring, a selenophene ring, an imidazole ring, an imidazole carbene ring, an oxazole ring, a thiazole ring, a selenazole ring, a benzene ring, a pyridine ring, a pyrimidine ring, a pyrazine ring, a pyridazine ring, a triazine ring, a benzopyrrole ring, a benzofuran ring, a benzothiophene ring, a benzoselenophene ring, a benzimidazole ring, a benzimidazole carbene ring, a benzoxazole ring, a benzothiazole ring, a benzoselenazole ring, a fluorene ring, a carbazole ring, a dibenzofuran ring, a dibenzothiophene ring, a dibenzoselenophene ring, an azafluorene ring, an azacarbazole ring, an azadibenzofuran ring, an azadibenzothiophene ring, an azadibenzoselenophene ring, and combinations thereof.

33. The organic electroluminescent device according to claim 32, wherein: Ring A2, at each occurrence, is selected from an imidazole ring, an imidazole carbene ring, an oxazole ring, a thiazole ring, a benzimidazole ring, a benzimidazole carbene ring, a benzoxazole ring, or a benzothiazole ring.

34. The organic electroluminescent device according to claim 1, wherein: L1-L4 are selected, at each occurrence, identically or differently, from the group consisting of: a single bond, CR M R M ,NR M ,O,BR M , PR M ,S,SiR M R M ,GeR M R M , Se, substituted or unsubstituted arylene groups having 5-30 carbon atoms, substituted or unsubstituted heteroarylene groups having 5-30 carbon atoms, and combinations thereof; when two R M When two R M Same or different.

35. The organic electroluminescent device according to claim 34, wherein L1-L4 are each identically or differently selected from the group consisting of: a single bond, S, NR M and O.

36. The organic electroluminescent device according to claim 34, wherein: At least two of a1-a4 are 1.

37. The organic electroluminescent device according to claim 36, wherein: At least three of a1-a4 are 1.

38. The organic electroluminescent device according to claim 1, wherein: The metal M is selected from the group consisting of Au, Ru, Rh, Pd, Os and Pt.

39. The organic electroluminescent device according to claim 1, wherein: M is selected from Pt.

40. The organic electroluminescent device according to claim 1, wherein: The second compound has any of the following structures: In formula 3-1 to formula 3-9, E x Each occurrence is identically or differently selected from O, S, or NR n ; E 11 -E 14 , E 21 -E 24 , E 31 -E 34 , E 41 -E 44 Each occurrence is the same or different selection from CR n or N; L1-L4 each occurrence, identically or differently, are selected from the group consisting of: a single bond, BR M , CR M R M ,NR M ,O,SiR M R M , PR M , S, GeR M R M , Se, substituted or unsubstituted arylene groups having 5-30 carbon atoms, substituted or unsubstituted heteroarylene groups having 5-30 carbon atoms, and combinations thereof; when two R M When two R M Same or different; Each occurrence of E1-E4 is selected, identically or differently, from C or N; G1-G4 are each identically or differently selected from a single bond, O or S; R n , R M Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof; Adjacent substituent R n 、R M Can optionally be linked to form a ring.

41. The organic electroluminescent device according to claim 40, wherein At least one of G1 to G4 is selected from O or S.

42. The organic electroluminescent device according to claim 40, wherein G1 is O.

43. The organic electroluminescent device according to claim 40, wherein R n Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, and combinations thereof.

44. The organic electroluminescent device according to claim 43, wherein R n Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 6 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 6 ring carbon atoms, substituted or unsubstituted aryl having 6 to 18 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 18 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 18 carbon atoms, and combinations thereof.

45. The organic electroluminescent device according to claim 43, wherein R n Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, fluorine, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, deuterated methyl, deuterated ethyl, deuterated propyl, deuterated isopropyl, deuterated n-butyl, deuterated isobutyl, deuterated tert-butyl, deuterated cyclopentyl, deuterated cyclohexyl, phenyl, pyridyl, trimethylsilyl, and combinations thereof.

46. ​​The organic electroluminescent device according to claim 40, wherein R n At least one, at least two, or at least three of the groups are selected from substituted or unsubstituted alkyl groups having 3 to 12 carbon atoms.

47. The organic electroluminescent device according to claim 46, wherein R n At least one, at least two, or at least three of the groups are selected from substituted or unsubstituted alkyl groups having 4 to 12 carbon atoms.

48. The organic electroluminescent device according to claim 1, wherein The second compound has any of the following structures: Wherein, Cy in the above compounds represents a cyclohexyl group; Optionally, the hydrogen in the above compounds can be partially or completely replaced by deuterium.

49. An organic electroluminescent device as described in claim 1, wherein the first organic layer further comprises a third compound, the third compound comprising any one or more chemical structural units selected from the following group: triarylamine, carbazole, fluorene, spirobifluorene, thiophene, furan, phenyl, oligophenylene vinylene, oligofluorene, and combinations thereof, wherein the molar doping ratio of the first compound to the third compound is from 10000:1 to 1:10000. 50 . The organic electroluminescent device according to claim 49 , wherein a molar doping ratio of the first compound to the third compound is from 10:1 to 1:

100.

51. An organic electroluminescent device as described in claim 1, wherein the light-emitting layer further comprises at least one host material; the host material comprises at least one chemical group selected from the group consisting of: benzene, biphenyl, pyridine, pyrimidine, triazine, carbazole, azacarbazole, indolecarbazole, dibenzothiophene, azadibenzothiophene, dibenzofuran, azadibenzofuran, dibenzoselenophene, azadibenzoselenophene, triphenylene, azatriphenylene, fluorene, silylfluorene, naphthalene, quinoline, isoquinoline, quinazoline, quinoxaline, phenanthrene, azaphenanthrene, and combinations thereof.

52. An organic electroluminescent device as claimed in claim 51 , which emits green light.

53. A display assembly comprising the organic electroluminescent device according to any one of claims 1 to 52.

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