Organic electroluminescent device

Abstract

Disclosed is an organic electroluminescent device. The organic electroluminescent device comprises: an anode, a cathode, and an organic layer disposed between the anode and the cathode, wherein the organic layer at least comprises a first compound and a second compound, the first compound has a structure of Formula 1, and the second compound has a structure of Formula 2, the first compound can be used as a host material in the organic electroluminescent device, and the second compound can be used as a light-emitting material in the organic electroluminescent device, the combination of these novel compounds can provide better device performance, such as a narrower half-peak width, higher current efficiency, and higher external quantum efficiency. Also disclosed are an electronic device comprising the organic electroluminescent device and a composition comprising the first compound and the second compound.

Description

Technical Field

[0001] This invention relates to organic electronic devices, such as organic electroluminescent devices. More particularly, it relates to an organic electroluminescent device comprising a first compound and a second compound in an organic layer. Background Technology

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

[0003] In 1987, Tang and Van Slyke of Eastman Kodak reported a bilayer organic electroluminescent device comprising an arylamine hole transport layer and a tri-8-hydroxyquinoline-aluminum layer as both an electron transport and luminescent layer (Applied Physics Letters, 1987, 51(12): 913-915). Once a bias voltage was applied to the device, green light was emitted. This invention laid the foundation for the development of modern organic light-emitting diodes (OLEDs). State-of-the-art OLEDs can include multiple layers, such as charge injection and transport layers, charge and exciton blocking layers, and one or more luminescent layers between the cathode and anode. Because OLEDs are self-emissive solid-state devices, they offer enormous potential for display and lighting applications. Furthermore, the inherent properties of organic materials, such as their flexibility, make them well-suited for specialized applications, such as in the fabrication of flexible substrates.

[0004] OLEDs can be categorized into three different types based on their light-emitting mechanism. The OLED invented by Tang and van Slyke is a fluorescent OLED. It uses only singlet state emission. The triplet state generated in the device is wasted through non-radiative decay channels. Therefore, the internal quantum efficiency (IQE) of fluorescent OLEDs is only 25%. This limitation hindered the commercialization of OLEDs. In 1997, Forrest and Thompson reported phosphorescent OLEDs, which use triplet emission from complexed heavy metals as the emitter. Therefore, both singlet and triplet states can be harvested, achieving 100% IQE. Due to its high efficiency, the discovery and development of phosphorescent OLEDs directly contributed to the commercialization of active-matrix OLEDs (AMOLEDs). More recently, Adachi achieved high efficiency through thermally activated delayed fluorescence (TADF) of organic compounds. These emitters have small singlet-triple state gaps, making it possible for excitons to return from the triplet state to the singlet state. 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 OLEDs and polymer OLEDs based on the form of the materials used. Small molecules refer to any organic or organometallic material that is not a polymer. Small molecules can have large molecular weights, provided they have a precise structure. Dendritic polymers with well-defined structures are considered small molecules. Polymer OLEDs include conjugated polymers and non-conjugated polymers with side-chain luminescent groups. Small-molecule OLEDs can become polymer OLEDs if post-polymerization occurs during manufacturing.

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

[0007] The emission color of OLEDs can be achieved through the design of the luminescent material structure. OLEDs can include one or more luminescent layers to achieve the desired spectrum. Green, yellow, and red OLEDs using phosphorescent materials have been successfully commercialized. Blue phosphorescent devices still suffer from issues such as blue unsaturation, short device lifetime, and high operating voltage. Commercial full-color OLED displays typically employ a hybrid strategy, using blue fluorescence and phosphorescent yellow, or red and green. Currently, the rapid decrease in efficiency of phosphorescent OLEDs at high brightness remains a problem. Furthermore, a more saturated emission spectrum, higher efficiency, and longer device lifetime are desired.

[0008] CN118480035A discloses a compound having the following general formula. The structure focuses on the improvement of the compound itself. The examples disclose (piq)2Ir(acac) as a dopant, but the text does not involve other metal complexes with other structures, nor does it disclose or teach the unique properties of such structures when used in combination with specific metal complexes with ligands having multiple fused ring structures.

[0009] CN118290414A discloses a compound having the following general formula. The structure focuses on improvements to the compound itself. The examples disclose (piq)2Ir(acac) as a dopant, but the text does not cover other metal complex structures, nor does it disclose or teach the unique properties of such structures when used in combination with specific metal complexes with multiple fused ring ligands.

[0010] CN118063451A discloses a compound having the following general formula. The structure, in its embodiments disclosed As a dopant, there is no public disclosure or instruction regarding the unique properties of this type of structure when used in combination with specific metal complexes containing ligands with multiple fused ring structures.

[0011] However, many of the device structures reported so far still have room for improvement. To meet the industry’s ever-increasing demands, especially for narrower half-width and higher device efficiency, new material combinations still need further research and development. Summary of the Invention

[0012] The present invention aims to provide a novel organic electroluminescent device comprising a first compound and a second compound in an organic layer to solve at least some of the aforementioned problems. Due to the use of a novel compound combination comprising a first compound having the structure of Formula 1 and a second compound having the structure of Formula 2, the novel electroluminescent device exhibits a narrower full width at half maximum (FWHM), higher device efficiency, and better overall device performance.

[0013] According to one embodiment of the present invention, an organic electroluminescent device is disclosed, comprising:

[0014] and an organic layer disposed between the anode and the cathode, wherein the organic layer comprises at least a first compound and a second compound;

[0015] The first compound has a structure represented by Formula 1:

[0016]

[0017] In Equation 1,

[0018] X is selected from NRn O or S;

[0019] Ar is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, or substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms;

[0020] If Z1 to Z4 appear the same or different each time, choose C; CR z Or N, and one of Z1 to Z4 is selected from C and connected to a six-membered ring containing W1 to W5;

[0021] If W1 to W5 appear the same or different each time, choose C; CR w Or N, and one of W1 to W5 is selected from C and connected to L;

[0022] L is selected from single bonds, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, or combinations thereof;

[0023] Ar1 and Ar2 are selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, or combinations thereof.

[0024] R w R n Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0025] R zEach time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, and substituted or unsubstituted alkenes having 2-20 carbon atoms. Alkyl, substituted or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphin, and combinations thereof;

[0026] Adjacent substituent R w They can be arbitrarily connected to form a loop;

[0027] Adjacent substituent R z They can be arbitrarily connected to form a loop;

[0028] The second compound is a metal complex comprising a metal with a relative atomic mass greater than 40 and a ligand L. a The ligand L a It has a structure represented by Equation 2:

[0029]

[0030] In Equation 2,

[0031] When ring A and ring B appear in the same or different ways, they are selected from fused aromatic rings having 9-50 ring atoms, fused heteroaromatic rings having 9-50 ring atoms, or combinations thereof;

[0032] V1 and V2 are each independently selected from C or N, and V1 and V2 are different;

[0033] Q1 and Q2 are selected from single bonds, O, S, Se, or NR each time they appear, either identically or differently. Q ;

[0034] When both Q1 and Q2 are single bonds, and the single ring in ring A or ring B is directly connected to the metal through carbon, the single ring in ring A or ring B that is directly connected to the metal through carbon is a six-membered ring.

[0035] R A and R B Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution;

[0036] R Q R A and R B Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0037] Adjacent substituent R A R B They can be arbitrarily connected to form a ring.

[0038] According to one embodiment of the present invention, an electronic device comprising the organic electroluminescent device described in the above embodiments is also disclosed.

[0039] According to one embodiment of the present invention, a composition comprising the first compound and the second compound described in the above embodiments is also disclosed.

[0040] The novel electroluminescent device disclosed in this invention uses a specific combination of a first compound having the structure of Formula 1 and a second compound having the structure of Formula 2 in the organic layer, which can achieve excellent overall device performance, such as a narrower half-width, higher current efficiency, and higher external quantum efficiency. Attached Figure Description

[0041] Figure 1 This is a schematic diagram of an organic light-emitting device that may contain the organic electroluminescent devices disclosed herein.

[0042] Figure 2 This is a schematic diagram of another organic light-emitting device that may contain the organic electroluminescent devices disclosed herein. Detailed Implementation

[0043] OLEDs can be manufactured on various substrates, such as glass, plastic, and metal. Figure 1 An organic light-emitting device 100 is illustrated schematically and non-limitingly. The figures are not necessarily drawn to scale, and some layer structures may be omitted as needed. 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. Device 100 can be fabricated by sequentially depositing the described layers. The properties and functions of each layer, as well as exemplary materials, are described in more detail in columns 6-10 of U.S. Patent 7,279,704B2, the entire contents of which are incorporated herein by reference.

[0044] Each of these layers has numerous examples. For instance, a flexible and transparent substrate-anode combination is disclosed in U.S. Patent No. 5,844,363, which is incorporated herein 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 herein 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 herein 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 herein by reference in its entirety. Examples of cathodes are disclosed in U.S. Patent Nos. 5,703,436 and 5,707,745, which are incorporated herein by reference in their entirety. These cathodes comprise composite cathodes having a thin metal layer, such as Mg:Ag, overlaid with a transparent, conductive, sputter-deposited ITO layer. The principles and use of barrier layers are described in more detail in U.S. Patent No. 6,097,147 and U.S. Patent Application Publication No. 2003 / 0230980, which are also incorporated herein by reference in their entirety. Examples of implantation layers are provided in U.S. Patent Application Publication No. 2004 / 0174116, which is also incorporated herein by reference in its entirety. A description of protective layers can be found in U.S. Patent Application Publication No. 2004 / 0174116, which is also incorporated herein by reference in its entirety.

[0045] The layered structure described above is provided through non-limiting embodiments. The functionality of an OLED can be achieved by combining the various layers described above, or some layers can be omitted entirely. It may 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 may include several sublayers. For example, a light-emitting layer may have two different light-emitting materials to achieve a desired emission spectrum.

[0046] In one embodiment, an OLED can be described as having an "organic layer" disposed between a cathode and an anode. This organic layer may include one or more layers.

[0047] OLEDs also require an encapsulation layer, such as Figure 2 An organic light-emitting device 200 is shown schematically and non-limitingly, which is related to... Figure 1 The difference lies in the fact that an encapsulation layer 102 may also be included above the cathode 190 to protect against harmful substances from the environment, such as moisture and oxygen. Any material capable of providing encapsulation 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 7,968,146B2, the entire contents of which are incorporated herein by reference.

[0048] Devices manufactured according to embodiments of the present invention can be incorporated into a variety of consumer products having one or more electronic component modules (or units). Some examples of such consumer products include flat panel displays, monitors, medical monitors, televisions, billboards, lights for indoor or outdoor lighting and / or signaling, head-up displays, fully or partially transparent displays, flexible displays, smartphones, tablet computers, phablets, wearable devices, smartwatches, laptop computers, digital cameras, portable camcorders, viewfinders, microdisplays, 3D displays, vehicle displays, and taillights.

[0049] The materials and structures described in this article can also be used in other organic electronic devices listed above.

[0050] As used herein, "top" means furthest from the substrate, and "bottom" means closest to the substrate. When the first layer is described as being "disposed" on the second layer, the first layer is positioned further from the substrate. Unless it is specified that the first layer "contacts" the second layer, other layers may exist between the first and second layers. For example, even if various organic layers exist between the cathode and anode, the cathode may still be described as being "disposed" on the anode.

[0051] As used herein, “solution-handleable” means capable of being dissolved, dispersed or transported in and / or deposited from a liquid medium in the form of a solution or suspension.

[0052] When a ligand is believed to directly contribute to the photosensitivity of the emitting material, the ligand can be called "photosensitive." When a ligand is believed not to contribute to the photosensitivity of the emitting material, the ligand can be called "auxiliary," but auxiliary ligands can alter the properties of photosensitivity ligands.

[0053] 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: P-type delayed fluorescence and E-type delayed fluorescence. P-type delayed fluorescence is generated by triplet-triplet annihilation (TTA).

[0054] On the other hand, E-type delayed fluorescence does not depend on the collision of two triplet states, but rather on the transition between triplet and singlet excited states. Compounds capable of producing E-type delayed fluorescence need to have a very small singlet-triple gap to facilitate the transition between energy states. Thermal energy can activate the transition from triplet to singlet. This type of delayed fluorescence is also called thermally activated delayed fluorescence (TADF). A significant characteristic of TADF is that the delayed component increases with increasing temperature. If the reverse system crossover (RISC) rate is fast enough to minimize the nonradiative decay from the triplet state, the fraction of singlet excited states that are refilled can reach 75%. The total singlet fraction can be 100%, far exceeding the 25% spin statistics of electrogenerated excitons.

[0055] E-type delayed fluorescence can be observed in excited complex systems or single compounds. Unbound by theory, it is believed that E-type delayed fluorescence requires the luminescent material to have a small singlet-triple bandgap (ΔE). S-T Organic, nonmetallic donor-acceptor luminescent materials may be able to achieve this. The emission of these materials is typically characterized as donor-acceptor charge transfer (CT) emission. Spatial separation of the HOMO and LUMO in these donor-acceptor compounds usually produces small ΔE. S-T These states can include CT states. Typically, donor-acceptor luminescent materials are constructed by linking an electron donor moiety (e.g., an amino or carbazole derivative) with an electron acceptor moiety (e.g., an N-containing six-membered aromatic ring).

[0056] Definition of the term "substituent group"

[0057] Halogens or halides—as used herein—include fluorine, chlorine, bromine, and iodine.

[0058] Alkyl – as used herein, includes straight-chain and branched alkyl groups. An alkyl group can 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-pentadecanyl, n-hexadecyl, n-heptadecyl, n-octadecyl, neopentyl, 1-methylpentyl, 2-methylpentyl, 1-pentylhexyl, 1-butylpentyl, 1-heptyloctyl, and 3-methylpentyl. Among the above, methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, neopentyl, and n-hexyl are preferred. Additionally, the alkyl group may optionally be substituted.

[0059] Cycloalkyl – as used herein, comprises cyclic alkyl groups. The cycloalkyl group can be a cycloalkyl group having 3 to 20 carbon atoms, preferably a cycloalkyl group 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, etc. Among the above, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, and 4,4-dimethylcyclohexyl are preferred. Furthermore, the cycloalkyl group may optionally be substituted.

[0060] Heteroalkyl – as used herein, a heteroalkyl group comprises one or more carbon atoms in an alkyl chain that are replaced by heteroatoms selected from the group consisting of nitrogen, oxygen, sulfur, selenium, phosphorus, silicon, germanium, and boron atoms. The heteroalkyl group can be a heteroalkyl group having 1 to 20 carbon atoms, preferably a heteroalkyl group having 1 to 10 carbon atoms, and more preferably a heteroalkyl group having 1 to 6 carbon atoms. Examples of heteroalkyl groups include methoxymethyl, ethoxymethyl, ethoxyethyl, methylthiomethyl, ethylthiomethyl, ethylthioethyl, methoxymethoxymethyl, ethoxymethoxymethyl, ethoxyethoxyethyl, hydroxymethyl, hydroxyethyl, hydroxypropyl, mercaptomethyl, mercaptoethyl, mercaptopropyl, aminomethyl, aminoethyl, aminopropyl, dimethylaminomethyl, trimethylgermanylmethyl, trimethylgermanylethyl, trimethylgermanylisopropyl, dimethylethylgermanylmethyl, dimethylisopropylgermanylmethyl, tert-butyldimethylgermanylmethyl, triethylgermanylmethyl, triethylgermanylethyl, triisopropylgermanylmethyl, triisopropylgermanylethyl, trimethylsilylmethyl, trimethylsilylethyl, trimethylsilylisopropyl, triisopropylsilylmethyl, triisopropylsilylethyl. Additionally, heteroalkyl groups may optionally be substituted.

[0061] Alkenyl – as used herein, encompasses straight-chain, branched, and cyclic olefinic groups. An alkenyl group can be an alkenyl group containing 2 to 20 carbon atoms, preferably an alkenyl group having 2 to 10 carbon atoms. Examples of alkenyl groups include vinyl, propenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1,3-butadienyl, 1-methylvinyl, styryl, 2,2-diphenylvinyl, 1,2-diphenylvinyl, 1-methylallyl, 1,1-dimethylallyl, 2-methylallyl, 1-phenylallyl, 2-phenylallyl, 3-phenylallyl, 3,3-diphenylallyl, 1,2-dimethylallyl, 1-phenyl-1-butenyl, 3-phenyl-1-butenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cycloheptenyl, cyclohepttrienyl, cyclooctenyl, cyclooctatetraenyl, and norbornyl. In addition, the alkenyl group can be optionally substituted.

[0062] Alkynyl – as used herein, encompasses straight-chain alkynyl groups. An alkynyl group can be one containing 2 to 20 carbon atoms, preferably 2 to 10 carbon atoms. Examples of alkynyl groups include ethynyl, propynyl, propynyl, 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, propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, and phenylethynyl are preferred. Furthermore, the alkynyl group may be optionally substituted.

[0063] Aryl or aromatic group – as used herein, both non-fused and fused systems are considered. 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, fenene, fluorene, pyrene, etc. 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'-methyldiphenyl, 4”-tert-butyl-p-terphenyl-4-yl, o-cumyl, m-cumyl, p-cumyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesitylene, and m-tetraphenyl. Additionally, the aryl group may optionally be substituted.

[0064] Heterocyclic groups or heterocycles – as used herein, consider non-aromatic cyclic groups. 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. 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 ethylene oxide, oxetane, tetrahydrofuranyl, tetrahydropyranyl, dioxopentacyclic, dioxahexacyclic, acridineyl, dihydropyrroleyl, tetrahydropyrroleyl, piperidinyl, oxazolidinyl, morpholinyl, piperazineyl, oxetane-heptanetrienyl, thioheptanetrienyl, azirane-heptanetrienyl, and tetrahydrothiorroleyl. In addition, the heterocyclic group can be optionally substituted.

[0065] Heteroaryl – as used herein – can be a non-fused or fused heteroaryl group comprising 1 to 5 heteroatoms, wherein at least one heteroatom is selected from the group consisting of nitrogen, oxygen, sulfur, selenium, silicon, phosphorus, germanium, and boron. Isoaryl also refers to heteroaryl. Heteroaryl can be a heteroaryl having 3 to 30 carbon atoms, preferably a heteroaryl having 3 to 20 carbon atoms, and more preferably a heteroaryl having 3 to 12 carbon atoms. Suitable heteroaryl groups include dibenzothiophene, dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoselenophene, carbazole, indolecarbazole, pyridineindole, pyrrolopyridine, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxtriazole, dioxazole, thiadiazol, pyridine, pyrazine, pyrazine, triazine, oxazine, oxthiazine, oxadiazine, indole, benzimidazole, indazole, indoxazine, benzoxazole, benzoisoxazole, benzothiazole, quinoline, isoquinoline Phosphine, cyclophosphine, quinazoline, quinoxaline, naphthidine, phthalazine, pteridine, xanthan, acridine, phenazine, phenothiazine, benzofuranopyridine, furanodipyridine, benzothiophenopyridine, thiophenodipyridine, benzoselenophenopyridine, selenobenzodipyridine, preferably dibenzothiophene, dibenzofuran, dibenzoselenophene, carbazole, indolocarbazole, imidazole, pyridine, triazine, benzimidazole, 1,2-azaborane, 1,3-azaborane, 1,4-azaborane, boronazole and its aza analogues. Additionally, the heteroaryl group may optionally be substituted.

[0066] Alkoxy groups—as used herein—are represented by -O-alkyl, -O-cycloalkyl, -O-heteroalkyl, or -O-heterocyclic groups. Examples and preferred examples of alkyl, cycloalkyl, heteroalkyl, and heterocyclic groups are the same as described above. An alkoxy group can 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, pentoxy, hexoxy, cyclopropyloxy, cyclobutyloxy, cyclopentoxy, cyclohexyloxy, tetrahydrofuranyloxy, tetrahydropyranyloxy, methoxypropyloxy, ethoxyethyloxy, methoxymethyloxy, and ethoxymethyloxy. Additionally, alkoxy groups may optionally be substituted.

[0067] Aryloxy group – as used herein, is represented by -O-aryl or -O-heteroaryl. Examples and preferred examples of aryl and heteroaryl groups are the same as described above. The aryloxy group can be an aryloxy group having 6 to 30 carbon atoms, preferably an aryloxy group having 6 to 20 carbon atoms. Examples of aryloxy groups include phenoxy and biphenyloxy groups. Additionally, the aryloxy group may optionally be substituted.

[0068] Arylalkyl – as used herein, encompasses aryl-substituted alkyl groups. An arylalkyl group can be an arylalkyl group having 7 to 30 carbon atoms, preferably an arylalkyl group having 7 to 20 carbon atoms, and more preferably an arylalkyl group having 7 to 13 carbon atoms. Examples of arylalkyl 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 The compounds include alkyl groups, such as o-methylbenzyl, p-chlorobenzyl, m-chlorobenzyl, o-chlorobenzyl, p-bromobenzyl, m-bromobenzyl, o-bromobenzyl, p-iodobenzyl, m-iodobenzyl, o-iodobenzyl, p-hydroxybenzyl, m-hydroxybenzyl, o-hydroxybenzyl, p-aminobenzyl, m-aminobenzyl, o-aminobenzyl, p-nitrobenzyl, m-nitrobenzyl, o-nitrobenzyl, p-cyanobenzyl, m-cyanobenzyl, o-cyanobenzyl, 1-hydroxy-2-phenylisopropyl, and 1-chloro-2-phenylisopropyl. Among the above, benzyl, p-cyanobenzyl, m-cyanobenzyl, o-cyanobenzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, and 2-phenylisopropyl are preferred. Additionally, the alkyl group may optionally be substituted.

[0069] Alkylsilyl – as used herein, encompasses alkyl-substituted silyl groups. The alkylsilyl group can 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, tritert-butylsilyl, triisobutylsilyl, dimethyltert-butylsilyl, and methylditert-butylsilyl. Furthermore, the alkylsilyl group may optionally be substituted.

[0070] Arylsilane – as used herein, encompasses at least one aryl-substituted silane group. The arylsilane can be an arylsilane having 6 to 30 carbon atoms, preferably an arylsilane having 8 to 20 carbon atoms. Examples of arylsilanes include triphenylsilyl, phenyldiphenylsilyl, diphenylbiphenylsilyl, phenyldiethylsilyl, diphenylethylsilyl, phenyldimethylsilyl, diphenylmethylsilyl, phenyldiisopropylsilyl, diphenylisopropylsilyl, diphenylbutylsilyl, diphenylisobutylsilyl, and diphenyltert-butylsilyl. Additionally, the arylsilane may optionally be substituted.

[0071] Alkylgermanium group – as used herein, encompasses alkyl-substituted germanium groups. The alkylgermanium group can be an alkylgermanium group having 3 to 20 carbon atoms, preferably an alkylgermanium group having 3 to 10 carbon atoms. Examples of alkylgermanium groups include trimethylgermanium, triethylgermanium, methyldiethylgermanium, ethyldimethylgermanium, tripropylgermanium, tributylgermanium, triisopropylgermanium, methyldiisopropylgermanium, dimethylisopropylgermanium, tritert-butylgermanium, triisobutylgermanium, dimethyltert-butylgermanium, and methylditert-butylgermanium. Furthermore, the alkylgermanium group may optionally be substituted.

[0072] Arylgermanium – as used herein, encompasses a germanium group substituted with at least one aryl or heteroaryl group. The arylgermanium group can be an arylgermanium group having 6 to 30 carbon atoms, preferably an arylgermanium group having 8 to 20 carbon atoms. Examples of arylgermanium groups include triphenylgermanium, phenyldiphenylgermanium, diphenylbiphenylgermanium, phenyldiethylgermanium, diphenylethylgermanium, phenyldimethylgermanium, diphenylmethylgermanium, phenyldiisopropylgermanium, diphenylisopropylgermanium, diphenylbutylgermanium, diphenylisobutylgermanium, and diphenyltert-butylgermanium. Additionally, the arylgermanium group may optionally be substituted.

[0073] The term "aza" in azadibenzofuran, azadibenzothiophene, etc., refers to the substitution of one or more CH groups in the corresponding aromatic segment 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 aforementioned aza derivatives will readily conceive of those skilled in the art, and all such analogs are identified as being included in the terminology used herein.

[0074] In this disclosure, unless otherwise defined, the term "substituted alkyl", "substituted cycloalkyl", "substituted heteroalkyl", "substituted heterocyclic", "substituted aralkyl", "substituted alkoxy", "substituted aryl", "substituted alkenyl", "substituted alkynyl", "substituted heteroaryl", "substituted alkylsilyl", "substituted arylsilyl", "substituted alkylgermanium", "substituted arylgermanium", "substituted amino", "substituted acyl", "substituted carbonyl", and "substituted carboxylic acid" are used interchangeably. The substituted ester group, substituted sulfinyl group, substituted sulfonyl group, substituted phosphinyl group refers to any one of the following groups: alkyl, cycloalkyl, heteroalkyl, heterocyclic, aralkyl, alkoxy, aryloxy, alkenyl, alkynyl, aryl, heteroaryl, alkylsilyl, arylsilyl, alkylgermanium, arylgermanium, amino, acyl, carbonyl, carboxylic acid, ester, sulfinyl, sulfonyl, and phosphinyl groups. One or more groups can be selected from deuterium, halogen, unsubstituted alkyl groups having 1-20 carbon atoms. Cycloalkyl groups having 3-20 carbon atoms, unsubstituted heteroalkyl groups having 1-20 carbon atoms, unsubstituted heterocyclic groups having 3-20 carbon atoms, unsubstituted aralkyl groups having 7-30 carbon atoms, unsubstituted alkoxy groups having 1-20 carbon atoms, unsubstituted aryloxy groups having 6-30 carbon atoms, unsubstituted alkenyl groups having 2-20 carbon atoms, unsubstituted alkynyl groups having 2-20 carbon atoms, and unsubstituted alkyne groups having 6-30 carbon atoms. Aryl, unsubstituted heteroaryl with 3-30 carbon atoms, unsubstituted alkylsilyl with 3-20 carbon atoms, unsubstituted arylsilyl with 6-20 carbon atoms, unsubstituted alkylgermanium with 3-20 carbon atoms, unsubstituted arylgermanium with 6-20 carbon atoms, unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, mercapto, sulfinyl, sulfonyl, phosphine, and combinations thereof with 0-20 carbon atoms.

[0075] It should be understood that when a molecular segment is described as a substituent or otherwise attached to another part, its name may be written according to whether it is a segment (e.g., phenyl, phenylene, naphthyl, dibenzofuranyl) or according to whether it is a whole molecule (e.g., benzene, naphthalene, dibenzofuran). As used herein, these different ways of specifying substituents or attaching segments are considered equivalent.

[0076] In the compounds mentioned in this disclosure, hydrogen atoms can be partially or completely replaced by deuterium. Other atoms such as carbon and nitrogen can also be replaced by their other stable isotopes. Substitution with other stable isotopes in the compounds is likely preferred due to their ability to enhance device efficiency and stability.

[0077] In the compounds mentioned in this disclosure, multiple substitution refers to the range including disubstitution, up to the maximum number of available substitutions. When a substituent in a compound mentioned in this disclosure represents multiple substitution (including disubstitution, trisubstitution, tetrasubstitution, etc.), it means that the substituent can be present at multiple available substitution positions on its linkage structure. The substituent present at multiple available substitution positions can be the same structure or different structures.

[0078] In the compounds mentioned in this disclosure, unless explicitly specified, for example, that adjacent substituents can optionally connect to form a ring, adjacent substituents in the compounds cannot connect to form a ring. In the compounds mentioned in this disclosure, the optional connection of adjacent substituents to form a ring includes both cases where adjacent substituents can connect to form a ring and cases where adjacent substituents do not connect to form a ring. When adjacent substituents can optionally connect to form a ring, the formed ring can be a monocyclic or polycyclic ring (including spirocyclic, bridged, fused rings, etc.), as well as an alicyclic, heterocyclic, aromatic, or heteroaromatic ring. In this context, 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.

[0079] The statement that adjacent substituents can optionally connect to form a ring is also intended to be understood as referring to two substituents bonded to the same carbon atom connecting to each other via chemical bonds to form a ring, as exemplified by the following formula:

[0080]

[0081] The statement that adjacent substituents can optionally link to form a ring is also intended to be understood as referring to two substituents bonded to carbon atoms directly bonded to each other forming a ring through chemical bonds, as exemplified by the following formula:

[0082]

[0083] The statement that adjacent substituents can optionally connect to form a ring is also intended to be understood as referring to two substituents bonded to a further distant carbon atom connecting to each other by chemical bonds to form a ring, as exemplified by the following formula:

[0084]

[0085] Furthermore, the statement that adjacent substituents can optionally connect 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 bonds to the position where the hydrogen atom is bonded, thereby forming a ring. This is illustrated by the following example:

[0086]

[0087] According to one embodiment of the present invention, an organic electroluminescent device is disclosed, comprising:

[0088] anode,

[0089] cathode,

[0090] and an organic layer disposed between the anode and the cathode, wherein the organic layer comprises at least a first compound and a second compound;

[0091] The first compound has a structure represented by Formula 1:

[0092]

[0093] In Equation 1,

[0094] X is selected from NR n O or S;

[0095] Ar is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, or substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms;

[0096] If Z1 to Z4 appear the same or different each time, choose C; CR z Or N, and one of Z1 to Z4 is selected from C and connected to a six-membered ring containing W1 to W5;

[0097] If W1 to W5 appear the same or different each time, choose C; CR w Or N, and one of W1 to W5 is selected from C and connected to L;

[0098] L is selected from single bonds, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, or combinations thereof;

[0099] Ar1 and Ar2 are selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, or combinations thereof.

[0100] R w R nEach time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0101] R z Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, and substituted or unsubstituted alkenes having 2-20 carbon atoms. Alkyl, substituted or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphin, and combinations thereof;

[0102] Adjacent substituent R w They can be arbitrarily connected to form a loop;

[0103] Adjacent substituent R z They can be arbitrarily connected to form a loop;

[0104] The second compound is a metal complex comprising a metal with a relative atomic mass greater than 40 and a ligand L. a The ligand L a It has a structure represented by Equation 2:

[0105]

[0106] In Equation 2,

[0107] When ring A and ring B appear in the same or different ways, they are selected from fused aromatic rings having 9-50 ring atoms, fused heteroaromatic rings having 9-50 ring atoms, or combinations thereof;

[0108] V1 and V2 are each independently selected from C or N, and V1 and V2 are different;

[0109] Q1 and Q2 are selected from single bonds, O, S, Se, or NR each time they appear, either identically or differently. Q ;

[0110] When both Q1 and Q2 are single bonds, and the single ring in ring A or ring B is directly connected to the metal through carbon, the single ring in ring A or ring B that is directly connected to the metal through carbon is a six-membered ring.

[0111] R A and R B Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution;

[0112] R Q R A and R BEach time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0113] Adjacent substituent R A R B They can be arbitrarily connected to form a ring.

[0114] In this document, “ring A and ring B, each time they appear, are selected from fused aromatic rings having 9-50 ring atoms, fused heteroaromatic rings having 9-50 ring atoms, or combinations thereof”, where fused aromatic rings and fused heteroaromatic rings are intended to represent structures in which ring A and ring B are formed by the fusion of at least two rings.

[0115] In this document, "ring atom" refers to the atom that constitutes the ring itself in a ring structure (e.g., a fused ring, a heterocyclic aromatic ring, or a heterocyclic ring). Carbon atoms and heteroatoms (including but not limited to O, S, N, Se, Si, or Ge) in the ring are counted in the ring atom count. When the ring is substituted with a substituent, the atoms contained in the substituent are not included in the ring atom count. For example, benzothiophene, benzofuran, and indene all have 9 ring atoms; naphthalene, quinoline, isoquinoline, quinazoline, and quinoxaline all have 10 ring atoms; dibenzothiophene, dibenzofuran, fluorene, 9,9-diphenylfluorene, azadibenzothiophene, azadibenzofuran, and azafluorene all have 13 ring atoms; the examples described here are merely illustrative, and other cases follow the same principle.

[0116] In this paper, the statement "When both Q1 and Q2 are single bonds, and ring A or ring B is directly connected to the metal via carbon, the single ring in ring A or ring B that is directly connected to the metal via carbon is a six-membered ring" aims to indicate that when both Q1 and Q2 are single bonds, the single ring in ring A or ring B that is directly connected to the metal via carbon (V1 or V2) is a six-membered ring. For example, when both Q1 and Q2 are single bonds, V1 is C, and V2 is N, the single ring in ring B containing V1 and directly connected to the metal is a six-membered ring; when both Q1 and Q2 are single bonds, V1 is N, and V2 is C, the single ring in ring A containing V2 and directly connected to the metal is a six-membered ring.

[0117] In this paper, "adjacent substituent R" w "Can be optionally linked to form a ring" is intended to represent any adjacent substituent R therein. w They can connect to form a ring. It is obvious that any adjacent substituents R... w They can also be left unconnected to form a loop.

[0118] In this paper, "adjacent substituent R" z "Can be optionally linked to form a ring" is intended to represent any adjacent substituent R therein. z They can connect to form a ring. It is obvious that any adjacent substituents R... z They can also be left unconnected to form a loop.

[0119] In this paper, "adjacent substituent R" A R B "Can be optionally linked to form a ring" is intended to indicate that adjacent substituent groups therein, for example, adjacent substituent R A Between, adjacent substituents R B Between, and adjacent substituents R A With R B Between these substituents, any one or more of these substituent groups can connect to form a ring. Obviously, these substituents can also not connect to form a ring.

[0120] According to one embodiment of the present invention, R zEach time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, and substituted or unsubstituted alkenyl groups having 2-20 carbon atoms. substituted or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof; and when R z When selected from substituted aryl groups having 6-30 carbon atoms or substituted heteroaryl groups having 3-30 carbon atoms, the aryl or heteroaryl group is selected from one or more of deuterium, halogen, unsubstituted alkyl groups having 1-20 carbon atoms, unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, unsubstituted heteroalkyl groups having 1-20 carbon atoms, unsubstituted heterocyclic groups having 3-20 ring atoms, unsubstituted aralkyl groups having 7-30 carbon atoms, unsubstituted alkoxy groups having 1-20 carbon atoms, unsubstituted aryloxy groups having 6-30 carbon atoms, and unsubstituted groups having... The group consisting of alkenyl groups with 2-20 carbon atoms, unsubstituted alkynyl groups with 2-20 carbon atoms, unsubstituted aryl groups with 6-30 carbon atoms, unsubstituted heteroaryl groups with 3-30 carbon atoms, unsubstituted alkylsilyl groups with 3-20 carbon atoms, unsubstituted arylsilyl groups with 6-20 carbon atoms, unsubstituted alkylgermanium groups with 3-20 carbon atoms, unsubstituted arylgermanium groups with 6-20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphinyl groups, and combinations thereof.

[0121] According to one embodiment of the present invention, R w R nEach time it appears, it is selected from the group consisting of the same or different elements: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted... Or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0122] R z Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted groups having 2-20 carbon atoms. Alkenyl groups with carbon atoms, substituted or unsubstituted alkynyl groups with 2-20 carbon atoms, substituted or unsubstituted aryl groups with 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups with 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups with 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups with 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups with 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups with 6-20 carbon atoms, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof; and when R zWhen the group is selected from substituted groups, the group is selected from one or more of deuterium, halogens, unsubstituted alkyl groups having 1-20 carbon atoms, unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, unsubstituted heteroalkyl groups having 1-20 carbon atoms, unsubstituted heterocyclic groups having 3-20 cyclic atoms, unsubstituted aralkyl groups having 7-30 carbon atoms, unsubstituted alkoxy groups having 1-20 carbon atoms, unsubstituted aroxy groups having 6-30 carbon atoms, unsubstituted alkenyl groups having 2-20 carbon atoms, and unsubstituted groups having... The group consisting of 2-20 carbon atoms of alkynyl, unsubstituted 6-30 carbon atoms of aryl, unsubstituted 3-30 carbon atoms of heteroaryl, unsubstituted 3-20 carbon atoms of alkylsilyl, unsubstituted 6-20 carbon atoms of arylsilyl, unsubstituted 3-20 carbon atoms of alkylgermanium, unsubstituted 6-20 carbon atoms of arylgermanium, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphin, and combinations thereof.

[0123] According to one embodiment of the present invention, X is selected from O or S.

[0124] According to one embodiment of the present invention, X is selected from O.

[0125] According to one embodiment of the present invention, L is selected from single bonds, substituted or unsubstituted aryl groups having 6-24 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-24 carbon atoms, or combinations thereof.

[0126] According to one embodiment of the present invention, L is selected from single bonds, or substituted or unsubstituted aryl groups having 6-20 carbon atoms.

[0127] According to one embodiment of the present invention, L is selected from single bond, phenylene, naphthylene, biphenylene, or phenanthrene.

[0128] According to one embodiment of the invention, W1 to W5 are selected from C or CR each time they appear, either identically or differently. w And one of W1 to W5 is selected from C and connected to L.

[0129] According to one embodiment of the invention, W1 to W5 are selected from C or R each time they appear, either identically or differently. w And one of W2, W3, and W4 is C and connected to L.

[0130] According to one embodiment of the invention, W1 to W5 are selected from C or R each time they appear, either identically or differently. w And W3 is C and connected to L.

[0131] According to one embodiment of the present invention, Z1 to Z4 are selected from C, CR each time they appear, either identically or differently. z Or N, and one of Z1, Z2, Z4 is selected from C and connected to a six-membered ring containing W1 to W5.

[0132] According to one embodiment of the present invention, Z1 to Z4 are selected from C, CR each time they appear, either identically or differently. z Or N, and one of Z1 or Z4 is selected from C and connected to a six-membered ring containing W1 to W5.

[0133] According to one embodiment of the present invention, Z1 to Z4 are selected as C or CR each time they occur, either the same or different. z .

[0134] According to one embodiment of the present invention, R w R z R n Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and combinations thereof.

[0135] According to one embodiment of the present invention, R w R z R n Each time it appears, it is selected from the group consisting of the following, either the same or different: hydrogen, deuterium, halogen, phenyl, vinyl, naphthyl, biphenyl, phenanthrene, triphenylene, dibenzofuranyl, dibenzothiopheneyl. alkyl, methyl, ethyl, tert-butyl, adamantyl, cyclohexyl, cyclopentyl, and combinations thereof.

[0136] According to one embodiment of the present invention, Ar1 and Ar2 are selected from substituted or unsubstituted aryl groups having 6-20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 4-10 cyclic carbon atoms, or combinations thereof.

[0137] Ar is selected from substituted or unsubstituted aryl groups having 6-20 carbon atoms, or substituted or unsubstituted heteroaryl groups having 3-18 carbon atoms.

[0138] According to one embodiment of the invention, Ar1 and Ar2, each time appearing, are selected from the same or different groups of substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted triphenylene, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted dibenzoselenophenyl, substituted or unsubstituted silylfluorenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted... alkyl, substituted or unsubstituted adamantyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted carbazolyl, or combinations thereof;

[0139] Ar is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted triphenylene, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted dibenzoselenophenyl, substituted or unsubstituted silylfluorenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted... Base, or a combination thereof.

[0140] According to one embodiment of the present invention, Ar, Ar1, and Ar2, each time appearing, are selected from phenyl, naphthyl, biphenyl, terphenyl, phenanthrene, triphenylene, dibenzofuranyl, dibenzothiophene, fluorenyl, and silylfluorenyl. Base, or a combination thereof.

[0141] According to one embodiment of the present invention, the first compound has a structure represented by Formula 1-1:

[0142]

[0143] in,

[0144] X is selected from O, S, or Se;

[0145] Ar is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, or substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, or combinations thereof;

[0146] Z1 to Z4 are selected from C and CR each time they appear, either identically or differently. z Or N; and one of Z1 to Z4 is selected from C and connected to a six-membered ring containing W1 to W5;

[0147] When W1 to W5 appear, they are either identical or different and are selected from C, CR. w Or N, and one of W1 to W5 is selected from C and connected to L;

[0148] Y1 to Y5 are selected from CH or CR each time they appear, either identically or differently; and at least two of Y1 to Y5 are selected from CR, wherein R is selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted alkoxy groups having 6-30 carbon atoms, substituted or unsubstituted alkoxy groups having 6-30 carbon atoms, substituted or unsubstituted alkoxy groups having 7 ... Alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0149] L is selected from single bonds, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, or combinations thereof;

[0150] Ar1 is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, or combinations thereof;

[0151] R z R wEach time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0152] Adjacent substituent R w They can be arbitrarily connected to form a ring.

[0153] In this paper, "adjacent substituent R" w "Can be optionally linked to form a ring" is intended to represent any adjacent substituent R therein. w They can connect to form a ring. It is obvious that any adjacent substituents R... w They can also be left unconnected to form a loop.

[0154] According to one embodiment of the present invention, the first compound has a structure represented by formula 1-1-1 or 1-1-2:

[0155]

[0156] in,

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

[0158] Ar is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, or substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, or combinations thereof;

[0159] Z1 to Z4 are selected from CR each time they appear, either identically or differently. z Or N;

[0160] When W1 to W5 appear, they are either identical or different and are selected from C, CR. wOr N, and one of W1 to W5 is selected from C and connected to L;

[0161] Y1 to Y5 are selected from CH or CR each time they appear, either identically or differently; and at least two of Y1 to Y5 are selected from CR, wherein R is selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted alkoxy groups having 6-30 carbon atoms, substituted or unsubstituted alkoxy groups having 6-30 carbon atoms, substituted or unsubstituted alkoxy groups having 7 ... Alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0162] L is selected from single bonds, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, or combinations thereof;

[0163] Ar1 is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, or combinations thereof;

[0164] R z R wEach time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0165] Adjacent substituent R w They can be arbitrarily connected to form a ring.

[0166] According to one embodiment of the present invention, Ar1 is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, or combinations thereof; and when the cyclic atoms of Ar1 contain heteroatoms, the heteroatoms are selected from the group consisting of sulfur atoms, selenium atoms, silicon atoms, phosphorus atoms, germanium atoms and boron atoms.

[0167] According to one embodiment of the present invention, Ar1 is selected from substituted or unsubstituted aryl groups having 6-20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, or combinations thereof; and when the cyclic atoms of Ar1 contain heteroatoms, the heteroatoms are selected from the group consisting of sulfur atoms, selenium atoms and silicon atoms.

[0168] According to one embodiment of the present invention, in Formula 1-1, Formula 1-1-1, Formula 1-1-2, Y1 and Y3, Y2 and Y4, or Y1 and Y5 are selected from CR, wherein R is selected from deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 cyclic carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, or combinations thereof.

[0169] According to one embodiment of the present invention, the first compound is selected from the group consisting of compounds A-1 to A-200, and the specific structures of compounds A-1 to A-200 are given in claim 8.

[0170] According to one embodiment of the present invention, the hydrogen in compounds A-1 to A-200 may be partially or completely replaced by deuterium.

[0171] According to one embodiment of the present invention, the second compound does not have the following structure:

[0172] According to one embodiment of the present invention, the ligand L a It is not the following structure:

[0173] According to one embodiment of the present invention, in Formula 2, when Q1 and Q2 are both single bonds, and ring A or ring B is directly connected to the metal through carbon, the fused ring of ring A or ring B does not contain a five-membered unsaturated carbon ring.

[0174] According to one embodiment of the present invention, the second compound has M(L) a ) m (L b ) n (L c ) q The general formula; where metal M is selected from metals with a relative atomic mass greater than 40; L a L b L c The first ligand, second ligand, and third ligand, respectively, are coordinated with the metal M, and ligand L is... a L b L c They can be the same or different;

[0175] Where m is 1, 2, or 3; n is 0, 1, or 2; q is 0, 1, or 2; the sum of m, n, and q equals the oxidation state of metal M; when m is greater than or equal to 2, multiple L a Same or different; when n is 2, the two L b Same or different; when q is 2, the two L c Same or different;

[0176] ligand L a L b L c They can be selectively linked to form multidentate ligands;

[0177] The ligand L a It has a structure represented by Equation 2-1:

[0178]

[0179] in,

[0180] When ring D and ring E appear in the same or different ways, they are selected from aromatic rings having 6-30 ring atoms, heteroaromatic rings having 5-30 ring atoms, or combinations thereof;

[0181] R D R E Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution;

[0182] T1-T8 are selected from C and CR each time they appear, either identically or differently. T Or N; and any two adjacent ones in T1-T4 are C and fused with ring E, and any two adjacent ones in T5-T8 are C and fused with ring D;

[0183] V1 and V2 are each independently selected from C or N, and V1 and V2 are different;

[0184] R D R E R T Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0185] Adjacent substituent R D R E R T They can be arbitrarily connected to form a loop;

[0186] ligand L b Lc Each occurrence is selected from monoanionic bidentate ligands, either identically or differently.

[0187] In this embodiment, "any two adjacent rings in T1-T4 are C and fused with ring E, and any two adjacent rings in T5-T8 are C and fused with ring D" is intended to indicate that ring E has multiple fusion methods with the six-membered rings containing T1-T4, and ring D has multiple fusion methods with the six-membered rings containing T5-T8. For example, when T1 and T2 are C, ring E is fused with the six-membered rings containing T1-T4 through T1 and T2; when T7 and T8 are C, ring D is fused with the six-membered rings containing T5-T8 through T7 and T8. Through this fusion method, the structure represented by equation A can be obtained: For example, when T3 and T4 are C, ring E fuses with a six-membered ring containing T1-T4 through T3 and T4; when T7 and T8 are C, ring D fuses with a six-membered ring containing T5-T8 through T7 and T8. This fusion method yields the structure represented by equation B:

[0188] In this embodiment, "adjacent substituent R" D R E R T "Can be optionally linked to form a ring" is intended to indicate that adjacent substituent groups therein, for example, adjacent substituent R D Between, adjacent substituents R E Between, adjacent substituents R T Between, adjacent substituents R D and R T Between, and adjacent substituents R E and R T Between these substituents, any one or more of these substituent groups can connect to form a ring. Obviously, these substituents can also not connect to form a ring.

[0189] According to one embodiment of the present invention, wherein the ligand L b and L c Each occurrence is either identical or different from the group consisting of the following structures:

[0190]

[0191] Among them, R a R b and R c Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution;

[0192] X b Each time it appears, choose from the following groups, either the same or different: O, S, Se, NR N1 and CR C1 RC2 ;

[0193] X c and X d Each time it appears, choose from the following groups, either the same or different: O, S, Se, and NR. N2 ;

[0194] R a R b R c R N1 R N2 R C1 and R C2 Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0195] Adjacent substituent R a R b R c R N1 R N2 R C1 and R C2 They can be arbitrarily connected to form a ring.

[0196] In this embodiment, adjacent substituents R a R b R c R N1 R N2 R C1 and R C2 They can be optionally linked to form a ring, intended to represent adjacent substituent groups, for example, adjacent substituent R. aBetween, adjacent substituents R b Between, adjacent substituents R c Between, adjacent substituents R a and R b Between, adjacent substituents R a and R c Between, adjacent substituents R b and R c Between, adjacent substituents R a and R N1 Between, adjacent substituents R b and R N1 Between, adjacent substituents R a and R C1 Between, adjacent substituents R a and R C2 Between, adjacent substituents R b and R C1 Between, adjacent substituents R b and R C2 Between, adjacent substituents R a and R N2 Between, adjacent substituents R b and R N2 Between, and adjacent substituents R C1 and R C2 Between these substituent groups, one or more of them can be linked to form a ring. For example, adjacent substituents R a R b It can be optionally connected to form a ring, which can form one or more of the following structures, including but not limited to: Wherein, U is selected from O, S, Se, NR” or CR”R”; wherein R”, R a ', R b The definition of ' and the aforementioned R a The same. Obviously, these substituents can also not be connected to form a ring.

[0197] According to one embodiment of the present invention, wherein the ligand L a It has a structure shown in any one of Equations 2-1-1 to 2-1-4:

[0198]

[0199] V1 and V2 are each independently selected from C or N, and V1 and V2 are different;

[0200] T1-T6, T9-T 20 Each time it appears, it is selected from CR in the same or different ways. TOr N;

[0201] V is selected from the group consisting of O, S, Se, NR', CR'R', SiR'R' and GeR'R'; when two R' exist simultaneously, the two R' are either the same or different;

[0202] R' and R T Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0203] Adjacent substituents R', R T They can be arbitrarily connected to form a ring.

[0204] In this paper, "adjacent substituents R', R T "Optionally connected to form a ring" is intended to indicate that adjacent substituent groups, for example, between adjacent substituents R', adjacent substituents R T Between these substituent groups, any one or more of them can connect to form a ring. Obviously, these adjacent substituents can also remain unconnected to form a ring.

[0205] According to one embodiment of the present invention, wherein the ligand L a It has a structure shown in any one of Equations 2-1-5 to 2-1-9:

[0206]

[0207] Among them, T1-T6, T9-T 20 Each time it appears, it is selected from CR in the same or different ways. T ;

[0208] V is selected from the group consisting of O, S, Se, NR', CR'R', SiR'R' and GeR'R'; when two R' exist simultaneously, the two R' are either the same or different;

[0209] R', R T Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0210] Adjacent substituents R', R T They can be arbitrarily connected to form a ring.

[0211] According to one embodiment of the present invention, wherein the R T Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, cyano groups, and combinations thereof.

[0212] According to one embodiment of the present invention, wherein the R TAt least one, two, or three of them, each time appearing identically or differently, are selected from the group consisting of: deuterium, halogens, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, cyano groups, and combinations thereof.

[0213] According to one embodiment of the present invention, in formula 2-1-1, T1, T2, T9-T 11 At least one of them is selected from CR T T6, T 12 -T 15 At least one of them is selected from CR T In Equation 2-1-2, T1, T2, T9-T 12 At least one of them is selected from CR T T5, T6, T 13 -T 16 At least one of them is selected from CR T In Equation 2-1-3, T3, T4, T9-T 12 At least one of them is selected from CR T T5, T6, T 13 -T 16 At least one of them is selected from CR T In Equation 2-1-4, T1, T2, T 11 T 17 -T 20 At least one of them is selected from CR T T6, T 12 -T 15 At least one of them is selected from CR T And the R T Each time it appears, it is selected from the group consisting of the same or different groups of the following: deuterium, halogens, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, cyano groups, and combinations thereof.

[0214] According to one embodiment of the present invention, in formula 2-1-1, T1, T2, T6, T 10 T 14 Selected from CR TIn Equation 2-1-2, T6, T 11 T 12 Selected from CR T In Equation 2-1-3, T3, T6, and T9 are selected from CR. T In equation 2-1-4, T6, T 19 T 20 Selected from CR T And the R T Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, cyano groups, and combinations thereof.

[0215] According to one embodiment of the present invention, wherein the ligand L a Choose L each time it appears, either the same or different. a1 To L a171 The group consisting of; the L a1 To L a171 For the specific structure, please refer to claim 13.

[0216] According to one embodiment of the present invention, the metal M is selected from Ir, Rh, Re, Os, Pt, Au or Cu.

[0217] According to one embodiment of the present invention, the metal M is selected from Ir or Pt.

[0218] According to one embodiment of the present invention, the metal M is Ir.

[0219] According to one embodiment of the present invention, wherein the ligand L b Each occurrence is selected from the following structure, either identically or differently:

[0220]

[0221] R1-R7 are selected, in the same or different manner, from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups, and so on. Alkyne groups having 2-20 carbon atoms, aryl groups having 6-30 carbon atoms (substituted or unsubstituted), heteroaryl groups having 3-30 carbon atoms (substituted or unsubstituted), alkylsilyl groups having 3-20 carbon atoms (substituted or unsubstituted), arylsilyl groups having 6-20 carbon atoms (substituted or unsubstituted), alkylgermanium groups having 3-20 carbon atoms (substituted or unsubstituted), arylgermanium groups having 6-20 carbon atoms (substituted or unsubstituted), and amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms.

[0222] Adjacent substituents R1, R2, R3, R4, R5, R6, and R7 can optionally be linked to form a ring.

[0223] In this embodiment, the phrase "adjacent substituents R1, R2, R3, R4, R5, R6, R7 can optionally connect to form a ring" is intended to indicate that any one or more of the following substituent groups, such as between substituents R1 and R2, between substituents R1 and R3, between substituents R2 and R3, between substituents R4 and R5, between substituents R4 and R6, between substituents R5 and R6, between substituents R1 and R7, between substituents R2 and R7, between substituents R3 and R7, between substituents R4 and R7, between substituents R5 and R7, and between substituents R6 and R7, can connect to form a ring. Obviously, these substituents may also not connect to form a ring.

[0224] According to one embodiment of the present invention, at least one or two of R1-R3 are selected, in the same or different manner each time they appear, from substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, or combinations thereof; and / or at least one or two of R4-R6 are selected, in the same or different manner each time they appear, from substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, or combinations thereof.

[0225] According to one embodiment of the present invention, wherein at least two of R1-R3 are selected, in each occurrence, identically or differently, from substituted or unsubstituted alkyl groups having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 2-20 carbon atoms, or combinations thereof; and / or at least two of R4-R6 are selected, in each occurrence, identically or differently, from substituted or unsubstituted alkyl groups having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 2-20 carbon atoms, or combinations thereof.

[0226] According to one embodiment of the present invention, in the second compound, the ligand L b Choose L each time it appears, either the same or different. b1 To L b333 The group consisting of; the ligand L b1 To L b333 For the specific structure, please refer to claim 17.

[0227] According to one embodiment of the present invention, in the second compound, the ligand L c Choose L each time it appears, either the same or different. c1 To L c231 The group consisting of; the ligand L c1 To L c231 For the specific structure, please refer to claim 17.

[0228] According to one embodiment of the present invention, the second compound is an Ir complex and has Ir(L) a )2(L b ) or Ir(L a )2(L c ) or Ir(L a (L) c )2 or Ir(L a (L) b (L) c The structure of );

[0229] Wherein, when the second compound has Ir(L a )2(L b When L is in the structure of ) a Choose L each time it appears, either the same or different. a1 To L a171 Any one or any two of the groups formed, L b Choose freely L b1 To L b333 Any one of the groups; when the second compound has Ir(La )2(L c When L is in the structure of ) a Choose L each time it appears, either the same or different. a1 To L a171 Any one or any two of the groups formed, L c Choose freely L c1 To L c231 Any one of the groups; when the second compound has Ir(L a (L) c When L is in the structure of )2 a Choose freely L a1 To L a171 Any of the groups formed, L c Choose L each time it appears, either the same or different. c1 To L c231 Any one or two of the components in the group; when the second compound has Ir(L a (L) b (L) c When the structure of ) is used, the L a Choose freely L a1 To L a171 Any of the groups formed, the L b Choose freely L b1 To L b333 Any one of the groups, the L c Choose freely L c1 To L c231 Any one of the groups formed.

[0230] According to one embodiment of the present invention, the second compound is selected from the group consisting of compounds RD-1 to RD-113; the specific structures of compounds RD-1 to RD-113 are given in claim 17.

[0231] According to one embodiment of the present invention, the organic layer is a light-emitting layer.

[0232] According to one embodiment of the present invention, the organic layer is a light-emitting layer, and the first compound is a host material, and the second compound is a phosphorescent material.

[0233] According to an embodiment of the present invention, in the organic electroluminescent device, the organic layer is a light-emitting layer, the light-emitting layer contains a third compound, the third compound is a host material, and the third compound has a structure represented by Formula 3:

[0234]

[0235] In Equation 3,

[0236] L 21 To L 23 Each time it appears, it is selected from single bonds, substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted arylene groups having 6-30 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-30 carbon atoms, or combinations thereof.

[0237] Ar 21 To Ar 23 Each time it appears, it is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, or combinations thereof, either identically or differently.

[0238] According to one embodiment of the present invention, the third compound has the structure shown in Formula 3-1:

[0239]

[0240] G1-G6 are selected from C, N, or CR each time they appear, either identically or differently. G And one of G1-G6 is C and is associated with L. 23 Connected;

[0241] L 21 To L 23 Each time it appears, it is selected from single bonds, substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted arylene groups having 6-30 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-30 carbon atoms, or combinations thereof.

[0242] Ar 21 and Ar 22 Each time it appears, it is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, or combinations thereof, either identically or differently.

[0243] R GEach time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, and substituted or unsubstituted alkenes having 2-20 carbon atoms. alkyl, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0244] Adjacent substituent R G They can be arbitrarily connected to form a ring.

[0245] In this paper, adjacent substituents R G They can be optionally linked to form a ring, intended to represent any adjacent substituent R therein. G They can connect to form a ring. It is obvious that any adjacent substituents R... G They can also be left unconnected to form a loop.

[0246] According to one embodiment of the present invention, the third compound has the structure shown in Formula 3-1-1 or Formula 3-1-2:

[0247]

[0248] In Equation 3-1-1, G1-G5 are selected from C, N, or CR each time they appear, either identically or differently. G G 11 -G 15 Each occurrence is either identically or differently selected from N or CR G1 And one of G1-G5 is C and is associated with L. 23 Connected; in Equation 3-1-2, G1-G4 are selected from C, N, or CR each time they appear, either identically or differently. G G 11 -G 14 Each occurrence is either identically or differently selected from N or CR G1 And one of G1-G4 is C and is associated with L 23Connected;

[0249] G is selected from O, S, or Se;

[0250] L 21 To L 23 Each time it appears, it is selected from single bonds, substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted arylene groups having 6-30 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-30 carbon atoms, or combinations thereof.

[0251] Ar 21 and Ar 22 Each time it appears, it is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, or combinations thereof, either identically or differently.

[0252] R G R G1 Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, and substituted or unsubstituted alkenes having 2-20 carbon atoms. alkyl, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0253] Adjacent substituent R G R G1 They can be arbitrarily connected to form a ring.

[0254] In this paper, adjacent substituents R G R G1 They can be optionally linked to form a ring, intended to represent adjacent substituent groups, for example, adjacent substituent R. G Between, adjacent substituents R G1 Between, and adjacent substituents RG and R G1 Between these substituents, any one or more of these substituent groups can connect to form a ring. Obviously, these substituents can also not connect to form a ring.

[0255] According to one embodiment of the present invention, in formula 3-1-2, G is selected from O or S.

[0256] According to one embodiment, in Equation 3-1-2, G is O.

[0257] According to one embodiment of the present invention, in formula 3-1-1, G1 to G5 are selected from C or CR each time they appear, either identically or differently. G G 11 To G 15 Each time it appears, it is selected from CR in the same or different ways. G1 In Equation 3-1-2, G1 to G4 are selected from C or CR each time they appear, either identically or differently. G G 11 To G 14 Each time it appears, it is selected from CR in the same or different ways. G1 .

[0258] According to one embodiment of the present invention, wherein R G R G1 Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, and combinations thereof.

[0259] According to one embodiment of the present invention, in formula 3-1-1, at least one of G1 to G5 is selected from CR G , or G 11 To G 15 At least one of them is selected from CR G1 In Equation 3-1-2, at least one of G1 to G4 is selected from CR. G , or G 11 To G 14 At least one of them is selected from CR G1 And the R G R G1 Each time it appears, it is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, either identically or differently.

[0260] According to one embodiment of the present invention, wherein R G R G1Each time it appears, it is selected from the group consisting of the following, either the same or different: hydrogen, deuterium, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, and combinations thereof.

[0261] According to one embodiment of the present invention, wherein the Ar 21 and Ar 22 At least one of them has a structure with two or three fused rings.

[0262] According to one embodiment of the present invention, Ar 21 and Ar 22 Each time it appears, it is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-20 carbon atoms, or combinations thereof, either identically or differently.

[0263] According to one embodiment of the present invention, Ar 21 and Ar 22 Each occurrence is selected, either identically or differently, from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthrene, substituted or unsubstituted triphenylene, substituted or unsubstituted... The group, substituted or unsubstituted fluorenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiopheneyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted quinolinyl, substituted or unsubstituted indolocarbazolyl, or combinations thereof.

[0264] According to one embodiment of the present invention, L 21 To L 23 Each time it appears, it is selected from single bonds, substituted or unsubstituted aryl groups having 6-20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-20 carbon atoms, or combinations thereof.

[0265] According to one embodiment of the present invention, L 21 To L 23 Each time it appears, it is selected from single bonds, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted biphenylene, or combinations thereof, either identically or differently.

[0266] According to one embodiment of the present invention, the third compound is selected from the group consisting of compounds B-1 to B-255; the specific structures of compounds B-1 to B-255 are given in claim 19.

[0267] According to one embodiment of the present invention, the hydrogen in the structure of compounds B-1 to B-255 can be partially or completely replaced by deuterium.

[0268] According to another embodiment of the present invention, an electronic device is also disclosed, which includes an organic electroluminescent device, the specific structure of which is shown in any of the above embodiments.

[0269] According to one embodiment of the present invention, a composition comprising a first compound and a second compound is also disclosed;

[0270] The first compound has a structure represented by Formula 1:

[0271]

[0272] In Equation 1,

[0273] X is selected from NR n O or S;

[0274] Ar is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, or substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms;

[0275] If Z1 to Z4 appear the same or different each time, choose C; CR z Or N, and one of Z1 to Z4 is selected from C and connected to a six-membered ring containing W1 to W5;

[0276] If W1 to W5 appear the same or different each time, choose C; CR w Or N, and one of W1 to W5 is selected from C and connected to L;

[0277] L is selected from single bonds, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, or combinations thereof;

[0278] Ar1 and Ar2 are selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, or combinations thereof.

[0279] R w R nEach time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0280] R z Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, and substituted or unsubstituted alkenes having 2-20 carbon atoms. Alkyl, substituted or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphin, and combinations thereof;

[0281] Adjacent substituent R w They can be arbitrarily connected to form a loop;

[0282] Adjacent substituent R z They can be arbitrarily connected to form a loop;

[0283] The second compound is a metal complex comprising a metal with a relative atomic mass greater than 40 and a ligand L. a The ligand L a It has the structure represented by Equation 2:

[0284]

[0285] In Equation 2,

[0286] When ring A and ring B appear in the same or different ways, they are selected from fused aromatic rings having 9-50 ring atoms, fused heteroaromatic rings having 9-50 ring atoms, or combinations thereof;

[0287] V1 and V2 are each independently selected from C or N, and V1 and V2 are different;

[0288] Q1 and Q2 are selected from single bonds, O, S, Se, or NR each time they appear, either identically or differently. Q ;

[0289] When both Q1 and Q2 are single bonds, and the single ring in ring A or ring B is directly connected to the metal through carbon, the single ring in ring A or ring B that is directly connected to the metal through carbon is a six-membered ring.

[0290] R A and R B Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution;

[0291] R Q R A and R BEach time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0292] Adjacent substituent R A R B They can be arbitrarily connected to form a ring.

[0293] Combination with other materials

[0294] The materials described in this invention for specific layers in organic light-emitting devices can be used in combination with a variety of other materials present in the device. These combinations of materials are described in detail in paragraphs 0132-0161 of U.S. Patent Application US2016 / 0359122A1, the entire contents of which are incorporated herein by reference. The materials described or mentioned herein 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.

[0295] Materials described herein for use in specific layers of organic light-emitting devices can be used in combination with a variety of other materials present in said devices. For example, the compounds disclosed herein can be used in combination with a variety of light-emitting dopants, substrates, transport layers, blocking layers, implantation layers, electrodes, and other possible layers. These combinations of materials are 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 herein 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.

[0296] This invention does not limit the preparation methods of the selected first and second compounds. Those skilled in the art can prepare them using conventional synthetic methods, or the second compound can be easily prepared by referring to patent applications CN116082406A, CN114437134A, and US2020227659A1, etc., or the third compound can be easily prepared by referring to patent applications CN118946179A, etc. The preparation methods for these compounds will not be elaborated here. The preparation methods for organic electroluminescent devices are not limited. The preparation methods in the following device embodiments are merely examples and should not be construed as limitations. Those skilled in the art can reasonably improve the preparation methods of the following device embodiments based on existing technology. For example, the proportions of various materials in the light-emitting layer are not particularly limited. Those skilled in the art can reasonably select them within a certain range based on existing technology. For instance, based on the total weight of the light-emitting layer materials, the main material can account for 80%-99%, and the light-emitting material can account for 1%-20%; or the main material can account for 90%-98%, and the light-emitting material can account for 2%-10%. Furthermore, the host material can be two or more materials, wherein the ratio of the two host materials to the host material can be 99:1 to 1:99; or, the ratio can be 80:20 to 20:80; or, the ratio can be 60:40 to 40:60. In the examples of material synthesis, unless otherwise stated, all reactions were carried out under nitrogen protection. All reaction solvents were anhydrous and used as is from commercial sources. The synthesized products were structurally confirmed and characterized using one or more instruments conventional in the art (including but not limited to Bruker's nuclear magnetic resonance spectrometer, Shimadzu's liquid chromatograph, liquid chromatography-mass spectrometry, gas chromatography-mass spectrometry, differential scanning calorimeter, Shanghai Lingguang Technology's fluorescence spectrophotometer, Wuhan Kesite's electrochemical workstation, Anhui Beiyike's sublimation apparatus, etc.) in a manner well known to those skilled in the art. In the embodiments of the device, the characteristics of the device are also tested using conventional equipment in the art (including but not limited to vapor deposition machines manufactured by Angstrom Engineering, optical testing systems and lifetime testing systems manufactured by Suzhou Fushida, ellipsometers manufactured by Beijing Liangtuo, etc.) and methods well known to those skilled in the art. Since those skilled in the art are familiar with the use of the above-mentioned equipment, testing methods, and other related content, and can obtain the inherent data of the sample reliably and unaffected, the above-mentioned related content will not be elaborated in this patent.

[0297] Material synthesis example:

[0298] The preparation method of the first compound selected in this invention is not limited. Typical but not limited examples are the following compounds, whose synthetic routes and preparation methods are as follows:

[0299] Synthesis Example 1: Synthesis of Compound A-1

[0300] Step 1: Synthesis of Intermediate 3

[0301]

[0302] Under nitrogen protection, intermediate 1 (50.00 g, 265.92 mmol), intermediate 2 (31.04 g, 292.50 mmol), and ethanol (500 mL) were added to a three-necked flask and reacted at 80 °C for 16 h. After the reaction was complete, the reaction solution was concentrated to remove the solvent, and the solid was washed three times with petroleum ether and dissolved in dichloromethane (500 mL). 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone (DDQ, 90.55 g, 398.90 mmol) was added, and the reaction was carried out at room temperature for 12 h. After the reaction was complete, the reaction solution was extracted with dichloromethane, the organic phase was washed with water, and the solvent was removed. The crude product was purified by column chromatography (PE / DCM = 1 / 1) to give a white solid intermediate 3 (50 g, yield: 69%).

[0303] Step 2: Synthesis of Intermediate 5

[0304]

[0305] Under nitrogen protection, intermediates 3 (40.00 g, 145.92 mmol), 4 (25.10 g, 160.52 mmol), tetrakis(triphenylphosphine)palladium (1.69 g, 1.46 mmol), potassium carbonate (40.33 g, 291.80 mmol), toluene (200 mL), ethanol (50 mL), and water (50 mL) were added to a three-necked flask and reacted at 100 °C for 16 h. After the reaction was complete, the mixture was extracted with ethyl acetate, washed with water, and concentrated to remove the solvent. The crude product was purified by column chromatography (PE / DCM = 1 / 1) to give a white solid intermediate 5 (35 g, yield: 78%).

[0306] Step 3: Synthesis of compound A-1

[0307]

[0308] Under nitrogen protection, intermediates 5 (5.00 g, 16.35 mmol), 6 (7.32 g, 16.35 mmol), bis(dibenzylacetone)palladium (185.42 mg, 0.327 mmol), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (268.54 mg, 0.654 mmol), sodium tert-butoxide (3.14 g, 32.70 mmol), and xylene (150 mL) were added to a three-necked flask and reacted at 140 °C for 2 h. After the reaction was complete, the liquid was filtered, concentrated to remove the solvent, and the crude product was purified by column chromatography (PE / DCM = 2 / 1) to give a yellow solid compound A-1 (9.9 g, yield: 84%). The product was identified as the target product with a molecular weight of 716.28.

[0309] Synthesis Example 2: Synthesis of Compound A-55

[0310] Step 1: Synthesis of Intermediate 9

[0311]

[0312] Under nitrogen protection, intermediates 7 (3.00 g, 12.23 mmol), 8 (3.81 g, 13.45 mmol), bis(benzylacetone)palladium (346.65 mg, 0.61 mmol), 4,5-bisdiphenylphosphine-9,9-dimethyloxanthracene (707.59 mg, 1.22 mmol), sodium tert-butoxide (2.35 g, 24.45 mmol), and toluene (60 mL) were added to a three-necked flask and reacted overnight at 90 °C. After the reaction was complete, the mixture was cooled to room temperature, distilled water was added, and the mixture was extracted with dichloromethane. The crude product obtained by rotary evaporation of the organic phase was purified by column chromatography (PE / DCM = 3:1) to give a white solid intermediate 9 (3 g, yield: 55%).

[0313] Step 2: Synthesis of compound A-55

[0314]

[0315] Under nitrogen protection, intermediates 5 (2.25 g, 7.36 mmol), 9 (3.00 g, 6.70 mmol), bis(benzylacetone)palladium (190.01 mg, 0.335 mmol), 2-biscyclohexylphosphine-2',6'-dimethoxybiphenyl (275.17 mg, 0.67 mmol), sodium tert-butoxide (1.29 g, 13.42 mmol), and xylene (60 mL) were added to a three-necked flask and reacted at 140 °C for 2 h. After the reaction was complete, the liquid was filtered, concentrated to remove the solvent, and the crude product was purified by column chromatography (PE / DCM = 4 / 1) to give a yellow solid compound A-55 (1.4 g, yield: 29%). The product was identified as the target product with a molecular weight of 716.28.

[0316] Synthesis Example 3: Synthesis of Compound A-56

[0317] Step 1: Synthesis of Intermediate 12

[0318]

[0319] Under nitrogen protection, intermediates 10 (5.00 g, 16.17 mmol), 11 (3.55 g, 16.17 mmol), bis(benzylacetone)palladium (458.39 mg, 0.81 mmol), 4,5-bisdiphenylphosphine-9,9-dimethyloxanthracene (935.67 mg, 1.62 mmol), sodium tert-butoxide (3.11 g, 32.36 mmol), and toluene (60 mL) were added to a three-necked flask and reacted overnight at 90 °C. After the reaction was complete, the mixture was cooled to room temperature, distilled water was added, and the mixture was extracted with dichloromethane. The crude product obtained by rotary evaporation of the organic phase was purified by column chromatography (PE / DCM = 2 / 1) to give a white solid intermediate 12 (4.80 g, yield: 66%).

[0320] Step 2: Synthesis of compound A-56

[0321]

[0322] Under nitrogen protection, intermediate 5 (2.05 g, 6.70 mmol), intermediate 12 (3.00 g, 6.70 mmol), bis(benzylacetone)palladium (190.01 mg, 0.335 mmol), 2-biscyclohexylphosphine-2',6'-dimethoxybiphenyl (275.17 mg, 0.67 mmol), sodium tert-butoxide (1.29 g, 13.42 mmol), and xylene (60 mL) were added to a three-necked flask and reacted at 140 °C for 2 h. After the reaction was complete, the liquid was filtered, concentrated to remove the solvent, and the crude product was purified by column chromatography (PE / DCM = 4 / 1) to give a yellow solid compound A-56 (1.7 g, yield: 35%). The product was identified as the target product with a molecular weight of 716.28.

[0323] Synthesis Example 4: Synthesis of Compound A-103

[0324] Step 1: Synthesis of Intermediate 15

[0325]

[0326] Under nitrogen protection, intermediates 13 (4.20 g, 13.58 mmol), 14 (2.99 g, 17.67 mmol), bis(benzylacetone)palladium (385.05 mg, 0.68 mmol), 4,5-bisdiphenylphosphine-9,9-dimethyloxanthracene (785.97 mg, 1.36 mmol), sodium tert-butoxide (2.61 g, 27.16 mmol), and toluene (100 mL) were added to a three-necked flask and reacted overnight at 90 °C. After the reaction was complete, the mixture was cooled to room temperature, distilled water was added, and the mixture was extracted with dichloromethane. The crude product obtained by rotary evaporation of the organic phase was purified by column chromatography (PE / DCM = 2 / 1) to give a white solid intermediate 15 (4.70 g, yield: 87%).

[0327] Step 2: Synthesis of compound A-103

[0328]

[0329] Under nitrogen protection, intermediate 5 (2.00 g, 6.54 mmol), intermediate 15 (2.60 g, 6.54 mmol), bis(dibenzylacetone)palladium (185.42 mg, 0.33 mmol), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (268.54 mg, 0.65 mmol), sodium tert-butoxide (1.26 g, 13.11 mmol), and xylene (60 mL) were added to a three-necked flask and reacted at 140 °C for 2 h. After the reaction was complete, the liquid was filtered, concentrated to remove the solvent, and the crude product was purified by column chromatography (PE / DCM = 4 / 1) to give a yellow solid compound A-103 (3.2 g, yield: 73%). The product was identified as the target product with a molecular weight of 666.27.

[0330] Synthesis Example 5: Synthesis of Compound A-106

[0331] Step 1: Synthesis of Intermediate 17

[0332]

[0333] Under nitrogen protection, intermediates 16 (5.00 g, 13.92 mmol), 14 (2.36 g, 13.95 mmol), bis(benzylacetone)palladium (394.52 mg, 0.70 mmol), 4,5-bisdiphenylphosphine-9,9-dimethyloxanthracene (805.30 mg, 1.39 mmol), sodium tert-butoxide (2.68 g, 27.89 mmol), and toluene (80 mL) were added to a three-necked flask and reacted overnight at 90 °C. After the reaction was complete, the mixture was cooled to room temperature, distilled water was added, and the mixture was extracted with dichloromethane. The crude product obtained by rotary evaporation of the organic phase was purified by column chromatography (PE / DCM = 2 / 1) to give a white solid intermediate 17 (5.10 g, yield: 82%).

[0334] Step 2: Synthesis of compound A-106

[0335]

[0336] Under nitrogen protection, intermediate 5 (2.05 g, 6.70 mmol), intermediate 17 (3.00 g, 6.70 mmol), bis(dibenzylacetone)palladium (190.01 mg, 0.34 mmol), 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (275.17 mg, 0.67 mmol), sodium tert-butoxide (1.29 g, 13.42 mmol), and xylene (60 mL) were added to a three-necked flask and reacted at 140 °C for 2 h. After the reaction was complete, the liquid was filtered, concentrated to remove the solvent, and the crude product was purified by column chromatography (PE / DCM = 4 / 1) to give a yellow solid compound A-106 (3.40 g, yield: 71%). The product was identified as the target product with a molecular weight of 716.28.

[0337] Those skilled in the art should understand that the above preparation method is merely an exemplary example, and those skilled in the art can obtain the structures of other first compounds of the present invention by modifying it.

[0338] Device Examples

[0339] The present invention will be described in more detail below with reference to the following embodiments. It is obvious that the following embodiments are for illustrative purposes only and are not intended to limit the scope of the invention. Based on the following embodiments, those skilled in the art can obtain other embodiments of the invention through modifications.

[0340] Device Example 1

[0341] First, the glass substrate, which has a 120 nm thick indium tin oxide (ITO) anode, is cleaned and then treated with UV ozone and oxygen plasma. After treatment, the substrate is dried in a nitrogen-filled glove box to remove moisture, and then mounted on a substrate holder and placed in a vacuum chamber. The organic layer specified below is applied at a vacuum degree of approximately 10... -6 In the case of Torr, The deposition rate was achieved sequentially on the ITO anode via thermal vacuum. Compounds HT and HI were co-deposited as a hole injection layer (HIL, weight ratio 97:3), with a thickness of [missing information]. Compound HT is used as a hole transport layer (HTL) with a thickness of [missing information]. Compound EB is used as an electron blocking layer (EBL) with a thickness of [missing information]. Then, compound A-1 as the first host, compound B-227 as the second host, and compound RD-92 as the dopant were co-deposited as the luminescent layer (EML, weight ratio 38.8:58.2:3), with a thickness of [missing information]. Compound B-1 was used as the hole blocking layer (HBL), with a thickness of [missing information]. On the hole-blocking layer, compound ET and 8-hydroxyquinoline-lithium (Liq) were co-deposited as an electron transport layer (ETL, weight ratio 40:60), with a thickness of [missing information]. Finally, vapor deposition Thick 8-hydroxyquinoline-lithium (Liq) was used as the electron injection layer (EIL) and deposited by evaporation. Aluminum was used as the cathode. The device was then transferred back to the glove box and sealed with a glass cover to complete the device.

[0342] Device Example 2

[0343] The implementation of Device Example 2 is the same as that of Device Example 1, except that the second compound RD-92 is replaced by the second compound RD-26 as a dopant in the light-emitting layer (EML).

[0344] Device Example 3

[0345] The implementation of Device Example 3 is the same as that of Device Example 1, except that the second compound RD-92 is replaced by the second compound RD-11 as a dopant in the light-emitting layer (EML).

[0346] Device Example 4

[0347] The implementation method of Device Example 4 is the same as that of Device Example 1, except that the first compound A-106 is used instead of the first compound A-1 as the first host material in the light-emitting layer (EML).

[0348] Device Example 5

[0349] The implementation of Device Example 5 is the same as that of Device Example 1, except that the first compound A-1 is replaced by the first compound A-55 as the first host material in the light-emitting layer (EML).

[0350] Device Comparison Example 1

[0351] The implementation of Comparative Example 1 is the same as that of Example 1, except that compound RD is used instead of compound RD-26 as a dopant in the light-emitting layer (EML).

[0352] The detailed device layer structure and thickness are shown in the table below. The layers use more than one material; they are obtained by doping different compounds in the stated weight ratios.

[0353] Table 1. Partial device structures of device embodiments and comparative examples.

[0354]

[0355]

[0356] The material structure used in the device is shown below:

[0357]

[0358]

[0359] Table 2 lists the values ​​at 15 mA / cm 2 Maximum emission wavelength λ measured under constant current max (nm), full width at half maximum (FWHM) (nm), current efficiency CE [cd / A], and external quantum efficiency EQE [%).

[0360] Table 2 Device Data

[0361] Device ID <![CDATA[λ max (nm)]]> FWHM[nm] CE[cd / A] EQE[%] Example 1 621 32.5 28.4 26.4 Example 2 623 32.6 26.3 25.8 Example 3 620 30.5 25.5 23.9 Example 4 621 32.6 26.9 25.1 Example 5 621 32.4 28.0 26.2 Comparative Example 1 624 45.6 19.6 23.2

[0362] discuss:

[0363] As can be seen from the data in Table 2, the maximum emission wavelengths of the device embodiment and the device comparative example are similar, both achieving red light emission above 620 nm; the only difference between Example 1 and Comparative Example 1 is the dopant used in the emitting layer, specifically the ligand L a Whether rings A and B in the present invention are both fused ring structures, compared with Comparative Example 1, the full width at half maximum (FWHM) of Example 1 is significantly narrower, decreasing from 45.6 nm to 32.5 nm, a reduction of 13.1 nm, resulting in more saturated emission color. In terms of current efficiency, Example 1 shows a substantial increase of 44.9%, and in terms of external quantum efficiency, Example 1 further improves upon the already high external quantum efficiency of Comparative Example 1 by 13.8%. These data indicate that the combination of the first compound and the second compound selected in this invention, compared to the combination of the first compound selected in this invention and a second compound not selected in this invention, achieves superior device performance when applied to organic electroluminescent devices, especially a narrower FWHM and higher device efficiency, demonstrating that the compound combination selected in this invention is a high-performance material combination.

[0364] Furthermore, Examples 2 and 3, which used second compounds with different structures of multi-fused rings as dopants, also achieved excellent overall device performance, exhibiting narrower full width at half maximum (FWHM) and higher device efficiency (CE, EQE) compared to Comparative Example 1. Examples 4 and 5, which used the first compound selected in this invention with different structures as the first host material, also achieved excellent overall device performance, exhibiting narrower FWHM and higher device efficiency (CE, EQE) compared to Comparative Example 1. The above results further demonstrate that organic electroluminescent devices incorporating combinations of the first compound and the second compound selected in this invention can achieve better overall device performance, such as narrower FWHM, higher current efficiency, and higher external quantum efficiency, possessing broad commercial development prospects and application value.

[0365] In summary, the combination of the first and second compounds selected in this invention, when applied to organic electroluminescent devices, can achieve a narrower half-width, significantly improve device efficiency, and provide superior overall device performance, exhibiting unexpected and unique advantages.

[0366] It should be understood that the various embodiments described herein are merely examples and are not intended to limit the scope of the 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 substituted with other materials and structures without departing from the spirit of the invention. It should be understood that various theories regarding why the invention works are not intended to be limiting.

Claims

1. An organic electroluminescent device, comprising: anode, cathode, and an organic layer disposed between the anode and the cathode, wherein the organic layer comprises at least a first compound and a second compound; The first compound has a structure represented by Formula 1: In Equation 1, X is selected from NR n O or S; Ar is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, or substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms; If Z1 to Z4 appear the same or different each time, choose C; CR z Or N, and one of Z1 to Z4 is selected from C and connected to a six-membered ring containing W1 to W5; If W1 to W5 appear the same or different each time, choose C; CR w Or N, and one of W1 to W5 is selected from C and connected to L; L is selected from single bonds, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, or combinations thereof; Ar1 and Ar2 are selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, or combinations thereof. R w R n Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; R z Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, and substituted or unsubstituted alkenes having 2-20 carbon atoms. Alkyl, substituted or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphin, and combinations thereof; Adjacent substituent R w They can be arbitrarily connected to form a loop; Adjacent substituent R z They can be arbitrarily connected to form a loop; The second compound is a metal complex comprising a metal with a relative atomic mass greater than 40 and a ligand L. a The ligand L a It has the structure represented by Equation 2: In Equation 2, When ring A and ring B appear in the same or different ways, they are selected from fused aromatic rings having 9-50 ring atoms, fused heteroaromatic rings having 9-50 ring atoms, or combinations thereof; V1 and V2 are each independently selected from C or N, and V1 and V2 are different; Q1 and Q2 are selected from single bonds, O, S, Se, or NR each time they appear, either identically or differently. Q ; When both Q1 and Q2 are single bonds, and the single ring in ring A or ring B is directly connected to the metal through carbon, the single ring in ring A or ring B that is directly connected to the metal through carbon is a six-membered ring. R A and R B Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution; R Q R A and R B Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; Adjacent substituent R A R B They can be arbitrarily connected to form a ring.

2. The organic electroluminescent device as claimed in claim 1, wherein R w R n Each time it appears, it is selected from the group consisting of the same or different elements: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted... Or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; R z Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted groups having 2-20 carbon atoms. Alkenyl groups with carbon atoms, substituted or unsubstituted alkynyl groups with 2-20 carbon atoms, substituted or unsubstituted aryl groups with 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups with 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups with 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups with 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups with 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups with 6-20 carbon atoms, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof; and when R z When the group is selected from substituted groups, the group is selected from one or more of deuterium, halogens, unsubstituted alkyl groups having 1-20 carbon atoms, unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, unsubstituted heteroalkyl groups having 1-20 carbon atoms, unsubstituted heterocyclic groups having 3-20 cyclic atoms, unsubstituted aralkyl groups having 7-30 carbon atoms, unsubstituted alkoxy groups having 1-20 carbon atoms, unsubstituted aroxy groups having 6-30 carbon atoms, unsubstituted alkenyl groups having 2-20 carbon atoms, and unsubstituted groups having... The group consisting of 2-20 carbon atoms of alkynyl, unsubstituted 6-30 carbon atoms of aryl, unsubstituted 3-30 carbon atoms of heteroaryl, unsubstituted 3-20 carbon atoms of alkylsilyl, unsubstituted 6-20 carbon atoms of arylsilyl, unsubstituted 3-20 carbon atoms of alkylgermanium, unsubstituted 6-20 carbon atoms of arylgermanium, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphin, and combinations thereof.

3. The organic electroluminescent device as described in claim 1 or 2, wherein X is selected from O or S; Preferably, X is selected from O.

4. The organic electroluminescent device as described in claim 1 or 2, wherein L is selected from single bonds, substituted or unsubstituted aryl groups having 6-24 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-24 carbon atoms, or combinations thereof; Preferably, L is selected from a single bond, or a substituted or unsubstituted aryl group having 6-20 carbon atoms; More preferably, L is selected from single bond, phenylene, naphthylene, biphenylene, or phenanthrene.

5. The organic electroluminescent device as claimed in claim 1 or 2, wherein W1 to W5 are selected from C or C respectively each time they appear. w And one of W1 to W5 is selected from C and connected to L; Preferably, one of W2, W3, and W4 is C and connected to L.

6. The organic electroluminescent device as described in claim 1 or 2, wherein R w R z R n Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and combinations thereof; Preferably, R w R z R n Each time it appears, it is selected from the group consisting of the following, either the same or different: hydrogen, deuterium, halogen, phenyl, vinyl, naphthyl, biphenyl, phenanthrene, triphenylene, dibenzofuranyl, dibenzothiopheneyl. alkyl, methyl, ethyl, tert-butyl, adamantyl, cyclohexyl, cyclopentyl, and combinations thereof.

7. The organic electroluminescent device according to claim 1 or 2, wherein Ar1 and Ar2 are selected from substituted or unsubstituted aryl groups having 6-20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 4-10 cyclic carbon atoms, or combinations thereof. Ar is selected from substituted or unsubstituted aryl groups having 6-20 carbon atoms, or substituted or unsubstituted heteroaryl groups having 3-18 carbon atoms; Preferably, Ar1 and Ar2, each time appearing, are selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted triphenylene, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted dibenzoselenophenyl, substituted or unsubstituted silylfluorenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted... alkyl, substituted or unsubstituted adamantyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted carbazolyl, or combinations thereof; Ar is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted triphenylene, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted dibenzoselenophenyl, substituted or unsubstituted silylfluorenyl, substituted or unsubstituted fluorenyl, substituted or unsubstituted... base, or combinations thereof; More preferably, Ar, Ar1, and Ar2, each time appearing, are selected from phenyl, naphthyl, biphenyl, terphenyl, phenanthrene, triphenylene, dibenzofuranyl, dibenzothiophene, fluorenyl, and silylfluorenyl. Base, or a combination thereof.

8. The organic electroluminescent device as described in claim 1, wherein, The first compound is selected from the group consisting of the following compounds: Optionally, the hydrogen in compounds A-1 to A-200 may be partially or completely replaced by deuterium.

9. The organic electroluminescent device as claimed in claim 1, wherein, The second compound has M(L) a ) m (L b ) n (L c ) q The general formula; where metal M is selected from metals with a relative atomic mass greater than 40; L a L b L c The first ligand, second ligand, and third ligand, respectively, are coordinated with the metal M, and ligand L is... a L b L c They can be the same or different; Where m is 1, 2, or 3; n is 0, 1, or 2; q is 0, 1, or 2; the sum of m, n, and q equals the oxidation state of metal M; when m is greater than or equal to 2, multiple L a Same or different; when n is 2, the two L b Same or different; when q is 2, the two L c Same or different; ligand L a L b L c They can be selectively linked to form multidentate ligands; The ligand L a It has a structure represented by Equation 2-1: in, When ring D and ring E appear in the same or different ways, they are selected from aromatic rings having 6-30 ring atoms, heteroaromatic rings having 5-30 ring atoms, or combinations thereof; R D R E Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution; T1-T8 are selected from C and CR each time they appear, either identically or differently. T Or N; and any two adjacent ones in T1-T4 are C and fused with ring E, and any two adjacent ones in T5-T8 are C and fused with ring D; V1 and V2 are each independently selected from C or N, and V1 and V2 are different; R D R E R T Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; Adjacent substituent R D R E R T They can be arbitrarily connected to form a loop; ligand L b L c Each occurrence may be the same or different from a monoanionic bidentate ligand; Preferably, the ligand L b and L c Each occurrence is either identical or different from the group consisting of the following structures: Among them, R a R b and R c Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution; X b Each time it appears, choose from the following groups, either the same or different: O, S, Se, NR N1 and CR C1 R C2 ; X c and X d Each time it appears, choose from the following groups, either the same or different: O, S, Se, and NR. N2 ; R a R b R c R N1 R N2 R C1 and R C2 Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; Adjacent substituent R a R b R c R N1 R N2 R C1 and R C2 They can be arbitrarily connected to form a ring.

10. The organic electroluminescent device as described in claim 1 or 9, wherein, The ligand L a It has a structure shown in any one of Equations 2-1-1 to 2-1-4: V1 and V2 are each independently selected from C or N, and V1 and V2 are different; T1-T6, T9-T 20 Each time it appears, it is selected from CR in the same or different ways. T Or N; V is selected from the group consisting of O, S, Se, NR', CR'R', SiR'R' and GeR'R'; when two R' exist simultaneously, the two R' are either the same or different; R' and R T Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; Adjacent substituents R', R T They can be arbitrarily connected to form a loop; Preferably, the ligand L a It has a structure shown in any one of Equations 2-1-5 to 2-1-9: Among them, T1-T6, T9-T 20 Each time it appears, it is selected from CR in the same or different ways. T ; V is selected from the group consisting of O, S, Se, NR', CR'R', SiR'R' and GeR'R'; when two R' exist simultaneously, the two R' are either the same or different; R', R T Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; Adjacent substituents R', R T They can be arbitrarily connected to form a ring.

11. The organic electroluminescent device as claimed in claim 10, wherein, R T Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, cyano groups, and combinations thereof; Preferably, R T At least one, two, or three of them, each time appearing identically or differently, are selected from the group consisting of: deuterium, halogens, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, cyano groups, and combinations thereof.

12. The organic electroluminescent device as claimed in claim 10, wherein, In equation 2-1-1, T1, T2, T9-T 11 At least one of them is selected from CR T T6, T 12 -T 15 At least one of them is selected from CR T In Equation 2-1-2, T1, T2, T9-T 12 At least one of them is selected from CR T T5, T6, T 13 -T 16 At least one of them is selected from CR T In Equation 2-1-3, T3, T4, T9-T 12 At least one of them is selected from CR T T5, T6, T 13 -T 16 At least one of them is selected from CR T In Equation 2-1-4, T1, T2, T 11 T 17 -T 20 At least one of them is selected from CR T T6, T 12 -T 15 At least one of them is selected from CR T And the R T Each time it appears, it is selected from the group consisting of the same or different groups of the following: deuterium, halogens, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, cyano groups, and combinations thereof.

13. The organic electroluminescent device as described in claim 1 or 9, wherein, The ligand L a Each occurrence is either identical or different from the group consisting of the following structures:

14. The organic electroluminescent device as claimed in claim 9, wherein, Metal M is selected from Ir, Rh, Re, Os, Pt, Au, or Cu; Preferably, the metal M is selected from Ir or Pt; more preferably, the metal M is Ir.

15. The organic electroluminescent device as claimed in claim 9, wherein, The ligand L b Each occurrence is selected from the following structure, either identically or differently: R1-R7 are selected, in the same or different manner, from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups, and so on. Alkyne groups having 2-20 carbon atoms, aryl groups having 6-30 carbon atoms (substituted or unsubstituted), heteroaryl groups having 3-30 carbon atoms (substituted or unsubstituted), alkylsilyl groups having 3-20 carbon atoms (substituted or unsubstituted), arylsilyl groups having 6-20 carbon atoms (substituted or unsubstituted), alkylgermanium groups having 3-20 carbon atoms (substituted or unsubstituted), arylgermanium groups having 6-20 carbon atoms (substituted or unsubstituted), and amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms. Adjacent substituents R1-R7 can optionally connect to form a ring; Preferably, at least one or two of R1-R3 are selected, in the same or different manner each time they appear, from substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, or combinations thereof; and / or at least one or two of R4-R6 are selected, in the same or different manner each time they appear, from substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, or combinations thereof; More preferably, wherein at least two of R1-R3 are selected, in the same or different manner each time they appear, from substituted or unsubstituted alkyl groups having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 2-20 carbon atoms, or combinations thereof; and / or at least two of R4-R6 are selected, in the same or different manner each time they appear, from substituted or unsubstituted alkyl groups having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 2-20 carbon atoms, or combinations thereof.

16. The organic electroluminescent device as claimed in claim 13, wherein, The ligand L b Each occurrence is either identical or different from the group consisting of the following structures: Wherein, the ligand L c Each occurrence is either identical or different from the group consisting of the following structures:

17. The organic electroluminescent device as claimed in claim 16, wherein, The second compound is an Ir complex and has Ir(L) a )2(L b ) or Ir(L a )2(L c ) or Ir(L a (L) c )2 or Ir(L a (L) b (L) c The structure of ); Wherein, when the second compound has Ir(L a )2(L b When L is in the structure of ) a Choose L each time it appears, either the same or different. a1 To L a171 Any one or any two of the groups formed, L b Choose freely L b1 To L b333 Any one of the groups; when the second compound has Ir(L a )2(L c When L is in the structure of ) a Choose L each time it appears, either the same or different. a1 To L a171 Any one or any two of the groups formed, L c Choose freely L c1 To L c231 Any one of the groups; when the second compound has Ir(L a (L) c When L is in the structure of )2 a Choose freely L a1 To L a171 Any of the groups formed, L c Choose L each time it appears, either the same or different. c1 To L c231 Any one or two of the components in the group; when the second compound has Ir(L a (L) b (L) c When the structure of ) is used, the L a Choose freely L a1 To L a171 Any of the groups formed, the L b Choose freely L b1 To L b333 Any one of the groups, the L c Choose freely L c1 To L c231 Any one of the groups formed; Preferably, the second compound is selected from the group consisting of the following structures:

18. The organic electroluminescent device of claim 1, wherein the organic layer is a light-emitting layer, and the first compound is a host material, and the second compound is a phosphorescent material.

19. The organic electroluminescent device of claim 18, wherein the organic layer is a light-emitting layer, and the organic layer further comprises a third compound, the third compound being a host material, the third compound having a structure represented by Formula 3: In Equation 3, L 21 To L 23 Each time it appears, it is selected from single bonds, substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted arylene groups having 6-30 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-30 carbon atoms, or combinations thereof. Ar 21 To Ar 23 Each time it appears, it is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, or combinations thereof, either identically or differently. Preferably, the third compound is selected from the group consisting of: Optionally, the hydrogen in the structure of compounds B-1 to B-255 may be partially or completely replaced by deuterium.

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

21. A composition comprising a first compound and a second compound; The first compound has a structure represented by Formula 1: in, In Equation 1, X is selected from NR n O or S; Ar is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, or substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms; If Z1 to Z4 appear the same or different each time, choose C; CR z Or N, and one of Z1 to Z4 is selected from C and connected to a six-membered ring containing W1 to W5; If W1 to W5 appear the same or different each time, choose C; CR w Or N, and one of W1 to W5 is selected from C and connected to L; L is selected from single bonds, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, or combinations thereof; Ar1 and Ar2 are selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, or combinations thereof. R w R n Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; R z Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, and substituted or unsubstituted alkenes having 2-20 carbon atoms. Alkyl, substituted or unsubstituted alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphin, and combinations thereof; Adjacent substituent R w They can be arbitrarily connected to form a loop; Adjacent substituent R z They can be arbitrarily connected to form a loop; The second compound is a metal complex comprising a metal with a relative atomic mass greater than 40 and a ligand L. a The ligand L a It has the structure represented by Equation 2: In Equation 2, When ring A and ring B appear in the same or different ways, they are selected from fused aromatic rings having 9-50 ring atoms, fused heteroaromatic rings having 9-50 ring atoms, or combinations thereof; V1 and V2 are each independently selected from C or N, and V1 and V2 are different; Q1 and Q2 are selected from single bonds, O, S, Se, or NR each time they appear, either identically or differently. Q ; When both Q1 and Q2 are single bonds, and the single ring in ring A or ring B is directly connected to the metal through carbon, the single ring in ring A or ring B that is directly connected to the metal through carbon is a six-membered ring. R A and R B Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution; R Q R A and R B Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; Adjacent substituent R A R B They can be arbitrarily connected to form a ring.

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