Organic electroluminescent material and device thereof

Abstract

The invention discloses an organic electroluminescent material and a device thereof. The organic electroluminescent material is a compound with a structure as shown in a formula 1. The novel compounds can be used as luminescent materials in organic electroluminescent devices, and can provide better device performance, such as narrow half-peak width, low voltage, high external quantum efficiency and high current efficiency. The invention further discloses an organic electroluminescent device containing the compound with the structure shown in the formula 1 and a compound composition.

Description

Technical Field

[0001] The present invention relates to compounds for organic electronic devices, such as organic light-emitting devices, and more particularly to compounds having specific substituents, and organic electroluminescent devices and compound compositions containing the compounds. Background Art

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

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

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

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

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

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

[0008] US2023065887A1 discloses a metal complex comprising the following general structure and its application in an organic electroluminescent device: Among them, R 1 , R 2 , R A , R B , R C , R D , R E At least one of the formula II --- Q(R 3 )(R 4 ) a (R 5 ) b , Formula III Or Formula IV The structure represented by wherein Q is selected from C, Si, N, O or B. The application discloses some platinum metal compounds such as The specific platinum complex disclosed in this application has R E (Substituents on the benzene ring directly connected to the N of imidazole) are all unsubstituted or have deuterium substituents. There is no disclosure of metal complexes with other substituents on the benzene ring directly connected to the N of imidazole, and there is no disclosure or teaching of the excellent effects brought about by the use of such metal complexes in devices.

[0009] The prior art discloses some blue phosphorescent materials for use in the research of blue phosphorescent devices. However, in the research of blue phosphorescent devices, there are still certain limitations in voltage, device efficiency, etc. Therefore, the application potential of such materials deserves further in-depth research and development. Summary of the invention

[0010] The present invention aims to provide a series of compounds having the structure of Formula 1 to solve at least part of the above problems. The compounds can be used as luminescent materials in organic electroluminescent devices. These novel compounds can provide excellent device performance, such as having a very narrow half-peak width, low voltage, high external quantum efficiency and high current efficiency. These advantages are of great help in improving the level of blue phosphorescent devices.

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

[0012]

[0013] In formula 1,

[0014] Ring A, Ring B, Ring E, when they occur each time, are identically or differently selected from an unsaturated carbocyclic ring having 5 to 30 carbon atoms, an unsaturated heterocyclic ring having 3 to 30 carbon atoms, or a combination thereof;

[0015] Ring D is selected, identically or differently, at each occurrence, from an unsaturated heterocyclic ring having 1 to 30 carbon atoms;

[0016] The metal M is selected from metals with a relative atomic mass greater than 40;

[0017] L1, L2 each time appearing are identically or differently selected from a single bond, O, S, Se, (SiR'R') y , PR', NR', a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof; y is 1, 2, 3, 4 or 5;

[0018] K1-K4 are selected, at each occurrence, identically or differently, from a single bond, O or S;

[0019] Z1-Z3 are selected from C or N at each occurrence, identically or differently;

[0020] R a , R b , R d , R e Each occurrence represents identically or differently monosubstituted, polysubstituted or unsubstituted;

[0021] R a1 Each occurrence is identical or different, indicating mono- or poly-substitution;

[0022] There is at least one R on ring A a1 , and the R a1 is selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, or a combination thereof, and said R a1 The number of carbon atoms in the molecule is at least 5;

[0023] R', R a , R b , R d , R eThe group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;

[0024] R has a structure represented by Formula 2:

[0025]

[0026] In formula 2,

[0027] "*" indicates the connection position of Formula 2;

[0028] Ring F, Ring G and Ring N are identically or differently selected at each occurrence from an unsaturated carbocyclic ring having 5 to 30 carbon atoms, an unsaturated heterocyclic ring having 3 to 30 carbon atoms, or a combination thereof;

[0029] Z4-Z7 are selected, at each occurrence, identically or differently, from C or N;

[0030] R f , R g , R n Each occurrence represents identically or differently monosubstituted, polysubstituted or unsubstituted;

[0031] R n1 Each occurrence is identical or different, indicating mono- or poly-substitution;

[0032] R f , R gEach occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof; and R f , R g At least one of them exists and is deuterium;

[0033] R n Each occurrence is identically or differently selected from the group consisting of hydrogen, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted Alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, substituted or unsubstituted amino groups having 0 to 20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof;

[0034] There is at least one R on the ring N in formula 2 n1 , and the R n1selected from the group consisting of halogen, substituted or unsubstituted alkyl having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, substituted or unsubstituted amino groups having 0 to 20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof;

[0035] The adjacent substituents R', R a , R b , R d , R e , R f , R g , R n Can optionally be linked to form a ring.

[0036] According to one embodiment of the present invention, an electroluminescent device is disclosed, which includes an anode, a cathode, and an organic layer disposed between the anode and the cathode, wherein the organic layer contains the compound having the structure of Formula 1.

[0037] According to one embodiment of the present invention, a compound composition is disclosed, which comprises the compound having the structure of Formula 1.

[0038] The present invention discloses a series of compounds having the structure of Formula 1. The compounds can be used as luminescent materials in organic electroluminescent devices. These novel compounds can provide excellent device performance, such as having very narrow half-peak width, low voltage, high external quantum efficiency and high current efficiency. These advantages are of great help in improving the level of blue phosphorescent devices. BRIEF DESCRIPTION OF THE DRAWINGS

[0039] Figure 1 is a schematic diagram of an organic light-emitting device that may contain the compounds and compound compositions disclosed herein.

[0040] Figure 2is a schematic diagram of another organic light-emitting device that may contain the compounds and compound compositions disclosed herein. DETAILED DESCRIPTION

[0041] OLEDs can be manufactured on a variety of substrates, such as glass, plastic, and metal. Figure 1 An organic light-emitting device 100 is shown schematically and non-limitingly. The figure is not necessarily drawn to scale, and some layer structures in the figure may be omitted as needed. The device 100 may include a substrate 101, an anode 110, a hole injection layer 120, a hole transport layer 130, an electron blocking layer 140, a light-emitting layer 150, a hole blocking layer 160, an electron transport layer 170, an electron injection layer 180 and a cathode 190. The device 100 can be manufactured by depositing the described layers in sequence. The properties and functions of each layer and exemplary materials are described in more detail in columns 6-10 of U.S. Patent No. 7,279,704 B2, the entire contents of which are incorporated herein by reference.

[0042] There are more examples of each of these layers. For example, a flexible and transparent substrate-anode combination is disclosed in U.S. Patent No. 5,844,363, which is incorporated by reference in its entirety. An example of a p-doped hole transport layer is m-MTDATA doped with F4-TCNQ at a molar ratio of 50:1, as disclosed in U.S. Patent Application Publication No. 2003 / 0230980, which is incorporated by reference in its entirety. An example of a host material is disclosed in U.S. Patent No. 6,303,238 to Thompson et al., which is incorporated by reference in its entirety. An example of an n-doped electron transport layer is BPhen doped with Li at a molar ratio of 1:1, as disclosed in U.S. Patent Application Publication No. 2003 / 0230980, which is incorporated by reference in its entirety. U.S. Patent Nos. 5,703,436 and 5,707,745, which are incorporated by reference in their entirety, disclose examples of cathodes including composite cathodes having a thin layer of metal such as Mg:Ag with an overlying transparent, conductive, sputter-deposited ITO layer. The principles and use of barrier layers are described in more detail in U.S. Patent No. 6,097,147 and U.S. Patent Application Publication No. 2003 / 0230980, which are incorporated by reference in their entirety. Examples of injection layers are provided in U.S. Patent Application Publication No. 2004 / 0174116, which is incorporated by reference in its entirety. A description of protective layers can be found in U.S. Patent Application Publication No. 2004 / 0174116, which is incorporated by reference in its entirety.

[0043] The above layered structure is provided by way of non-limiting example. The functions of an OLED can be achieved by combining the various layers described above, or some layers can be omitted entirely. It can also include other layers not explicitly described. Within each layer, a single material or a mixture of multiple materials can be used to achieve optimal performance. Any functional layer can include several sublayers. For example, a light-emitting layer can have two layers of different light-emitting materials to achieve a desired light-emitting spectrum.

[0044] In one embodiment, an OLED may be described as having an "organic layer" disposed between a cathode and an anode. The organic layer may include one or more layers.

[0045] OLED also requires encapsulation layers, such as Figure 2 The organic light emitting device 200 is schematically and non-limitingly shown. Figure 1 The difference is that an encapsulation layer 102 may also be included on the cathode 190 to prevent harmful substances from the environment, such as moisture and oxygen. Any material that can provide an encapsulation function can be used as an encapsulation layer, such as glass or an organic-inorganic hybrid layer. The encapsulation layer should be placed directly or indirectly on the outside of the OLED device. Multilayer thin film encapsulation is described in U.S. Patent No. 7,968,146 B2, the entire contents of which are incorporated herein by reference.

[0046] Devices manufactured according to embodiments of the present invention can be incorporated into various consumer products having one or more electronic component modules (or units) of the device. Some examples of these consumer products include flat panel displays, monitors, medical monitors, televisions, billboards, lights for indoor or outdoor lighting and / or signaling, heads-up displays, fully or partially transparent displays, flexible displays, smart phones, tablet computers, tablet phones, wearable devices, smart watches, laptop computers, digital cameras, camcorders, viewfinders, micro displays, 3-D displays, vehicle displays, and taillights.

[0047] The materials and structures described herein may also be used in other organic electronic devices listed above.

[0048] As used herein, "top" means farthest from the substrate, while "bottom" means closest to the substrate. Where a first layer is described as being "disposed" "on" a second layer, the first layer is disposed farther from the substrate. Unless it is specified that the first layer is "in contact with" the second layer, other layers may be present between the first and second layers. For example, a cathode may be described as being "disposed" "on" an anode even though various organic layers are present between the cathode and the anode.

[0049] As used herein, "solution processable" means capable of being dissolved, dispersed or transported in and / or deposited from a liquid medium in the form of a solution or suspension.

[0050] A ligand may be referred to as "photoactive" when it is believed that the ligand directly contributes to the photoactive property of the emissive material. A ligand may be referred to as "ancillary" when it is believed that the ligand does not contribute to the photoactive property of the emissive material, but the ancillary ligand may alter the properties of the photoactive ligand.

[0051] It is believed that the internal quantum efficiency (IQE) of fluorescent OLEDs can exceed the 25% spin-statistical limit through delayed fluorescence. Delayed fluorescence can generally be divided into two types, namely P-type delayed fluorescence and E-type delayed fluorescence. P-type delayed fluorescence is generated by triplet-triplet annihilation (TTA).

[0052] On the other hand, E-type delayed fluorescence does not rely on the collision of two triplets, but on the conversion between triplet and singlet excited state. Compounds capable of producing E-type delayed fluorescence need to have a very small single-triplet gap for the conversion between energy states. Thermal energy can activate the transition from triplet back to singlet. This type of delayed fluorescence is also called thermally activated delayed fluorescence (TADF). The notable feature of TADF is that the delayed component increases with increasing temperature. If the reverse intersystem crossing (RISC) rate is fast enough to minimize the non-radiative decay by triplet, the fraction of backfilling singlet excited state may reach 75%. The total singlet fraction can be 100%, far exceeding the 25% of the spin statistics of the excitons generated by electricity.

[0053] The E-type delayed fluorescence feature can be seen in an exciplex system or a single compound. Without being bound by theory, it is believed that the E-type delayed fluorescence requires the luminescent material to have a small singlet-triplet energy gap (ΔE S -T). Organic non-metal-containing donor-acceptor luminescent materials may be able to achieve this. The emission of these materials is usually characterized as donor-acceptor charge transfer (CT) type emission. The spatial separation of the HOMO and LUMO in these donor-acceptor type compounds usually produces a small ΔE S-T These states may include CT states. Generally, donor-acceptor light-emitting materials are constructed by linking an electron donor moiety (eg, an amino group or a carbazole derivative) to an electron acceptor moiety (eg, a six-membered aromatic ring containing N).

[0054] Definition of Substituent Terms

[0055] Halogen or halide - as used herein includes fluorine, chlorine, bromine and iodine.

[0056] Alkyl - as used herein, includes straight chain and branched alkyl groups. The alkyl group may be an alkyl group having 1 to 20 carbon atoms, preferably an alkyl group having 1 to 12 carbon atoms, and more preferably an alkyl group having 1 to 6 carbon atoms. Examples of alkyl groups include methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl, n-dodecyl, n-tridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, n-heptadecyl, n-octadecyl, neopentyl, 1-methylpentyl, 2-methylpentyl, 1-pentylhexyl, 1-butylpentyl, 1-heptyloctyl, 3-methylpentyl. Among the above, methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, neopentyl and n-hexyl are preferred. In addition, the alkyl group may be optionally substituted.

[0057] Cycloalkyl - as used herein, includes cyclic alkyl. Cycloalkyl can be a cycloalkyl having 3 to 20 ring carbon atoms, preferably a cycloalkyl having 4 to 10 carbon atoms. Examples of cycloalkyl include cyclobutyl, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4,4-dimethylcyclohexyl, 1-adamantyl, 2-adamantyl, 1-norbornyl, 2-norbornyl, etc. Among the above, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4,4-dimethylcyclohexyl are preferred. In addition, cycloalkyl can be optionally substituted.

[0058] Heteroalkyl - As used herein, a heteroalkyl group comprises one or more carbons in an alkyl chain substituted with a heteroatom selected from the group consisting of a nitrogen atom, an oxygen atom, a sulfur atom, a selenium atom, a phosphorus atom, a silicon atom, a germanium atom and a boron atom. The heteroalkyl group may be a heteroalkyl group having 1 to 20 carbon atoms, preferably a heteroalkyl group having 1 to 10 carbon atoms, and more preferably a heteroalkyl group having 1 to 6 carbon atoms. Examples of heteroalkyl include methoxymethyl, ethoxymethyl, ethoxyethyl, methylthiomethyl, ethylthiomethyl, ethylthioethyl, methoxymethoxymethyl, ethoxymethoxymethyl, ethoxyethoxyethyl, hydroxymethyl, hydroxyethyl, hydroxypropyl, mercaptomethyl, mercaptoethyl, mercaptopropyl, aminomethyl, aminoethyl, aminopropyl, dimethylaminomethyl, trimethylgermanylmethyl, trimethylgermanylethyl, trimethylgermanylisopropyl, dimethylethylgermanylmethyl, dimethylisopropylgermanylmethyl, tert-butyldimethylgermanylmethyl, triethylgermanylmethyl, triethylgermanylethyl, triisopropylgermanylmethyl, triisopropylgermanylethyl, trimethylsilylmethyl, trimethylsilylethyl, trimethylsilylisopropyl, triisopropylsilylmethyl, triisopropylsilylethyl. In addition, heteroalkyl may be optionally substituted.

[0059] Alkenyl - as used herein, encompasses straight chain, branched and cyclic olefin groups. Alkenyl can be an alkenyl containing 2 to 20 carbon atoms, preferably an alkenyl having 2 to 10 carbon atoms. Examples of alkenyl include vinyl, propenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1,3-butadienyl, 1-methylvinyl, styryl, 2,2-diphenylvinyl, 1,2-diphenylvinyl, 1-methylallyl, 1,1-dimethylallyl, 2-methylallyl, 1-phenylallyl, 2-phenylallyl, 3-phenylallyl, 3,3-diphenylallyl, 1,2-dimethylallyl, 1-phenyl-1-butenyl, 3-phenyl-1-butenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cycloheptenyl, cycloheptatrienyl, cyclooctenyl, cyclooctatetraenyl and norbornenyl. Additionally, alkenyl groups may be optionally substituted.

[0060] Alkynyl - as used herein, encompasses straight chain alkynyl. Alkynyl may be an alkynyl containing 2 to 20 carbon atoms, preferably an alkynyl having 2 to 10 carbon atoms. Examples of alkynyl include ethynyl, propynyl, propargyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, 2-pentynyl, 3,3-dimethyl-1-butynyl, 3-ethyl-3-methyl-1-pentynyl, 3,3-diisopropyl-1-pentynyl, phenylethynyl, phenylpropynyl, etc. Among the above, ethynyl, propynyl, propargyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, phenylethynyl, etc. are preferred. In addition, alkynyl may be optionally substituted.

[0061] Aryl or aromatic group - As used herein, both non-fused and fused systems are contemplated. The aryl group may be an aryl group having 6 to 30 carbon atoms, preferably an aryl group having 6 to 20 carbon atoms, and more preferably an aryl group having 6 to 12 carbon atoms. Examples of aryl groups include phenyl, biphenyl, terphenyl, triphenylene, tetraphenylene, naphthalene, anthracene, phenanthrene, fluorene, pyrene, Perylene and azulene, preferably phenyl, biphenyl, terphenyl, triphenylene, fluorene and naphthalene. Examples of non-condensed aryl groups include phenyl, biphenyl-2-yl, biphenyl-3-yl, biphenyl-4-yl, p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, o-tolyl, m-tolyl, p-tolyl, p-(2-phenylpropyl)phenyl, 4'-methylbiphenyl, 4"-tert-butyl-p-terphenyl-4-yl, o-cumyl, m-cumyl, p-cumyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesityl and m-quadrenyl. In addition, the aryl group may be optionally substituted.

[0062] Heterocyclic group - as used herein, non-aromatic cyclic groups are considered. Non-aromatic heterocyclic groups include saturated heterocyclic groups with 3-20 ring atoms and unsaturated non-aromatic heterocyclic groups with 3-20 ring atoms, wherein at least one ring atom is selected from the group consisting of nitrogen atoms, oxygen atoms, sulfur atoms, selenium atoms, silicon atoms, phosphorus atoms, germanium atoms and boron atoms, and preferred non-aromatic heterocyclic groups are those with 3 to 7 ring atoms, which include at least one heteroatom such as nitrogen, oxygen, silicon or sulfur. Examples of non-aromatic heterocyclic groups include oxirane, oxetane, tetrahydrofuranyl, tetrahydropyranyl, dioxopentanyl, dioxanyl, aziridinyl, dihydropyrrolyl, tetrahydropyrrolyl, piperidinyl, oxazolidinyl, morpholinyl, piperazinyl, oxepinyl, thiepinyl, azacycloheptinyl and tetrahydrothioxyl. In addition, the heterocyclic group may be optionally substituted.

[0063] Heteroaryl - As used herein, non-fused and fused heteroaromatic groups may contain 1 to 5 heteroatoms, wherein at least one heteroatom is selected from the group consisting of nitrogen, oxygen, sulfur, selenium, silicon, phosphorus, germanium and boron atoms. Heteroaryl also refers to heteroaryl. The heteroaryl may be a heteroaryl having 3 to 30 carbon atoms, preferably a heteroaryl having 3 to 20 carbon atoms, and more preferably a heteroaryl having 3 to 12 carbon atoms. Suitable heteroaryl groups include dibenzothiophene, dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoselenophene, carbazole, indole, carbazole, pyridine, indole, pyrrolopyridine, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazine, oxathiazine, oxadiazine, indole, benzimidazole, indazole, indenozine, benzoxazole, benzisoxazole, benzothiazole, quinoline, isoquinoline, In some embodiments, the heteroaryl group is substituted with 1,2-azaborine, 1,3-azaborine, 1,4-azaborine, borazole and its aza analogs. In some embodiments, the heteroaryl group is substituted with 1,2-azaborine, 1,3-azaborine, 1,4-azaborine, borazole and its aza analogs. In some embodiments, the heteroaryl group is substituted with 1,2-azaborine, 1,3-azaborine, 1,4-azaborine, borazole and its aza analogs. In addition, the heteroaryl group may be optionally substituted.

[0064] Alkoxy-as used herein, represented by -O-alkyl, -O-cycloalkyl, -O-heteroalkyl or -O-heterocyclyl. Examples and preferred examples of alkyl, cycloalkyl, heteroalkyl and heterocyclyl are the same as described above. Alkoxy can be an alkoxy having 1 to 20 carbon atoms, preferably an alkoxy having 1 to 6 carbon atoms. Examples of alkoxy include methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, tetrahydrofuranyloxy, tetrahydropyranyloxy, methoxypropyloxy, ethoxyethyloxy, methoxymethyloxy and ethoxymethyloxy. In addition, alkoxy can be optionally substituted.

[0065] Aryloxy - as used herein, represented by -O-aryl or -O-heteroaryl. Examples and preferred examples of aryl and heteroaryl are the same as above. Aryloxy can be an aryloxy having 6 to 30 carbon atoms, preferably an aryloxy having 6 to 20 carbon atoms. Examples of aryloxy include phenoxy and biphenyloxy. In addition, aryloxy can be optionally substituted.

[0066] Aralkyl - as used herein, encompasses aryl-substituted alkyl groups. Aralkyl groups may be aralkyl groups having 7 to 30 carbon atoms, preferably aralkyl groups having 7 to 20 carbon atoms, and more preferably aralkyl groups having 7 to 13 carbon atoms. Examples of aralkyl groups include benzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, 2-phenylisopropyl, phenyl tert-butyl, α-naphthylmethyl, 1-α-naphthyl-ethyl, 2-α-naphthylethyl, 1-α-naphthylisopropyl, 2-α-naphthylisopropyl, β-naphthylmethyl, 1-β-naphthyl-ethyl, 2-β-naphthyl-ethyl, 1-β-naphthylisopropyl, 2-β-naphthylisopropyl, p-methylbenzyl, m-methylbenzyl, substituted alkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl,

[0067] Alkylsilyl - As used herein, alkyl substituted silicon groups are contemplated. The alkylsilyl group may be an alkylsilyl group having 3-20 carbon atoms, preferably an alkylsilyl group having 3 to 10 carbon atoms. Examples of alkylsilyl groups include trimethylsilyl, triethylsilyl, methyldiethylsilyl, ethyldimethylsilyl, tripropylsilyl, tributylsilyl, triisopropylsilyl, methyldiisopropylsilyl, dimethylisopropylsilyl, tri-tert-butylsilyl, triisobutylsilyl, dimethyltert-butylsilyl, methyldi-tert-butylsilyl. In addition, the alkylsilyl group may be optionally substituted.

[0068] Arylsilyl - as used herein, encompasses at least one aryl-substituted silicon group. The arylsilyl group may be an arylsilyl group having 6 to 30 carbon atoms, preferably an arylsilyl group having 8 to 20 carbon atoms. Examples of arylsilyl groups include triphenylsilyl, phenyldiphenylsilyl, diphenylbiphenylsilyl, phenyldiethylsilyl, diphenylethylsilyl, phenyldimethylsilyl, diphenylmethylsilyl, phenyldiisopropylsilyl, diphenylisopropylsilyl, diphenylbutylsilyl, diphenylisobutylsilyl, diphenyltert-butylsilyl. In addition, the arylsilyl group may be optionally substituted.

[0069] Alkylgermanyl - As used herein, alkyl substituted germanyl is contemplated. The alkylgermanyl may be an alkylgermanyl having 3-20 carbon atoms, preferably an alkylgermanyl having 3 to 10 carbon atoms. Examples of alkylgermanyl include trimethylgermanyl, triethylgermanyl, methyldiethylgermanyl, ethyldimethylgermanyl, tripropylgermanyl, tributylgermanyl, triisopropylgermanyl, methyldiisopropylgermanyl, dimethylisopropylgermanyl, tri-tert-butylgermanyl, triisobutylgermanyl, dimethyltert-butylgermanyl, methyldi-tert-butylgermanyl. In addition, the alkylgermanyl may be optionally substituted.

[0070] Arylgermanyl - as used herein, encompasses germanyl substituted with at least one aryl or heteroaryl group. The arylgermanyl may be an arylgermanyl having 6 to 30 carbon atoms, preferably an arylgermanyl having 8 to 20 carbon atoms. Examples of arylgermanyl include triphenylgermanyl, phenyldibiphenylgermanyl, diphenylbiphenylgermanyl, phenyldiethylgermanyl, diphenylethylgermanyl, phenyldimethylgermanyl, diphenylmethylgermanyl, phenyldiisopropylgermanyl, diphenylisopropylgermanyl, diphenylbutylgermanyl, diphenylisobutylgermanyl, diphenyltert-butylgermanyl. In addition, the arylgermanyl may be optionally substituted.

[0071] The term "aza" in azadibenzofuran, azadibenzothiophene, etc. means that one or more CH groups in the corresponding aromatic fragment are replaced by a nitrogen atom. For example, azatriphenylene includes dibenzo[f,h]quinoxaline, dibenzo[f,h]quinoline and other analogs having two or more nitrogens in the ring system. Other nitrogen analogs of the above-mentioned aza derivatives can be easily thought of by those of ordinary skill in the art, and all such analogs are determined to be included in the terms described herein.

[0072] In the present disclosure, unless otherwise defined, when any one of the terms in the group consisting of substituted alkyl, substituted cycloalkyl, substituted heteroalkyl, substituted heterocyclyl, substituted aralkyl, substituted alkoxy, substituted aryloxy, substituted alkenyl, substituted alkynyl, substituted aryl, substituted heteroaryl, substituted alkylsilyl, substituted arylsilyl, substituted alkylgermanyl, substituted arylgermanyl, substituted amino, substituted acyl, substituted carbonyl, substituted carboxylic acid, Substituted ester groups, substituted sulfinyl groups, substituted sulfonyl groups, substituted phosphino groups refer to any one of alkyl groups, cycloalkyl groups, heteroalkyl groups, heterocyclic groups, aralkyl groups, alkoxy groups, aryloxy groups, alkenyl groups, alkynyl groups, aryl groups, heteroaryl groups, alkylsilyl groups, arylsilyl groups, alkylgermanyl groups, arylgermanyl groups, amino groups, acyl groups, carbonyl groups, carboxyl groups, ester groups, sulfinyl groups, sulfonyl groups and phosphino groups, which may be substituted by one or more of deuterium, halogen groups, unsubstituted alkyl groups having 1 to 20 carbon atoms, unsubstituted alkyl groups having 1 to 20 carbon atoms, Cycloalkyl having 3-20 ring carbon atoms, unsubstituted heteroalkyl having 1-20 carbon atoms, unsubstituted heterocyclyl having 3-20 ring atoms, unsubstituted aralkyl having 7-30 carbon atoms, unsubstituted alkoxy having 1-20 carbon atoms, unsubstituted aryloxy having 6-30 carbon atoms, unsubstituted alkenyl having 2-20 carbon atoms, unsubstituted alkynyl having 2-20 carbon atoms, unsubstituted aryl having 6-30 carbon atoms , unsubstituted heteroaryl having 3 to 30 carbon atoms, unsubstituted alkylsilyl having 3 to 20 carbon atoms, unsubstituted arylsilyl having 6 to 20 carbon atoms, unsubstituted alkylgermanyl having 3 to 20 carbon atoms, unsubstituted arylgermanyl having 6 to 20 carbon atoms, unsubstituted amino having 0 to 20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino and combinations thereof.

[0073] It should be understood that when describing a molecular fragment as a substituent or otherwise attached to another moiety, its name can be written according to whether it is a fragment (e.g., phenyl, phenylene, naphthyl, dibenzofuranyl) or according to whether it is a whole molecule (e.g., benzene, naphthalene, dibenzofuran). As used herein, these different ways of specifying a substituent or attaching a fragment are considered equivalent.

[0074] In the compounds mentioned in this disclosure, hydrogen atoms may be partially or completely replaced by deuterium. Other atoms such as carbon and nitrogen may also be replaced by their other stable isotopes. The replacement of other stable isotopes in the compounds may be preferred because it enhances the efficiency and stability of the device.

[0075] In the compounds mentioned in the present disclosure, polysubstitution refers to the range including disubstitution up to the maximum number of available substitutions. When a substituent in the compounds mentioned in the present disclosure represents polysubstitution (including disubstitution, trisubstitution, tetrasubstitution, etc.), it means that the substituent can exist in multiple available substitution positions on its connection structure, and the substituent existing in multiple available substitution positions can be the same structure or different structures.

[0076] In the compounds mentioned in the present disclosure, unless clearly defined, for example, adjacent substituents can be optionally connected to form a ring, otherwise adjacent substituents in the compound cannot be connected to form a ring. In the compounds mentioned in the present disclosure, adjacent substituents can be optionally connected to form a ring, including both the situation where adjacent substituents can be connected to form a ring and the situation where adjacent substituents are not connected to form a ring. When adjacent substituents can be optionally connected to form a ring, the formed ring can be a monocyclic or polycyclic ring (including spirocyclic, bridged ring, condensed ring, etc.), as well as an alicyclic, heteroalicyclic, aromatic or heteroaromatic ring. In this statement, adjacent substituents can refer to substituents bonded to the same atom, substituents bonded to carbon atoms directly bonded to each other, or substituents bonded to carbon atoms further away. Preferably, adjacent substituents refer to substituents bonded to the same carbon atom and substituents bonded to carbon atoms directly bonded to each other.

[0077] The expression that adjacent substituents can be optionally linked to form a ring is also intended to be taken to mean that two substituents bonded to the same carbon atom are linked to each other by a chemical bond to form a ring, which can be exemplified by the following formula:

[0078]

[0079] The expression that adjacent substituents can be optionally linked to form a ring is also intended to be taken to mean that two substituents bonded to carbon atoms directly bonded to each other are linked to each other by a chemical bond to form a ring, which can be exemplified by the following formula:

[0080]

[0081] Furthermore, the statement that adjacent substituents can be optionally linked to form a ring is also intended to be taken to mean that, in the case where one of the two substituents bonded to the carbon atoms directly bonded to each other represents hydrogen, the second substituent is bonded at the position to which the hydrogen atom is bonded, thereby forming a ring. This is exemplified by the following formula:

[0082]

[0083] According to one embodiment of the present invention, a compound having a structure of Formula 1 is disclosed:

[0084]

[0085] In formula 1,

[0086] Ring A, Ring B, Ring E, when they occur each time, are identically or differently selected from an unsaturated carbocyclic ring having 5 to 30 carbon atoms, an unsaturated heterocyclic ring having 3 to 30 carbon atoms, or a combination thereof;

[0087] Ring D is selected, identically or differently, at each occurrence, from an unsaturated heterocyclic ring having 1 to 30 carbon atoms;

[0088] The metal M is selected from metals with a relative atomic mass greater than 40;

[0089] L1, L2 each time appearing are identically or differently selected from a single bond, O, S, Se, (SiR'R') y , PR', NR', a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof; y is 1, 2, 3, 4 or 5;

[0090] K1-K4 are selected, at each occurrence, identically or differently, from a single bond, O or S;

[0091] Z1-Z3 are selected from C or N at each occurrence, identically or differently;

[0092] R a , R b , R d , R e Each occurrence represents identically or differently monosubstituted, polysubstituted or unsubstituted;

[0093] R a1 Each occurrence is identical or different, indicating mono- or poly-substitution;

[0094] There is at least one R on ring A a1 , and the R a1 is selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, or a combination thereof, and said R a1 The number of carbon atoms in the molecule is at least 5;

[0095] R', R a , R b , R d , R eThe group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;

[0096] R has a structure represented by Formula 2:

[0097]

[0098] In formula 2,

[0099] "*" indicates the connection position of Formula 2;

[0100] Ring F, Ring G and Ring N are identically or differently selected at each occurrence from an unsaturated carbocyclic ring having 5 to 30 carbon atoms, an unsaturated heterocyclic ring having 3 to 30 carbon atoms, or a combination thereof;

[0101] Z4-Z7 are selected, at each occurrence, identically or differently, from C or N;

[0102] R f , R g , R n Each occurrence represents identically or differently monosubstituted, polysubstituted or unsubstituted;

[0103] R n1 Each occurrence is identical or different, indicating mono- or poly-substitution;

[0104] R f , R gEach occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof; and R f , R g At least one of them exists and is deuterium;

[0105] R n Each occurrence is identically or differently selected from the group consisting of hydrogen, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted Alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, substituted or unsubstituted amino groups having 0 to 20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof;

[0106] There is at least one R on the ring N in formula 2 n1 , and the R n1selected from the group consisting of halogen, substituted or unsubstituted alkyl having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, substituted or unsubstituted amino groups having 0 to 20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof;

[0107] The adjacent substituents R', R a , R b , R d , R e , R f , R g , R n Can optionally be linked to form a ring.

[0108] Herein, "unsaturated carbocycle" includes aromatic unsaturated carbocycle and non-aromatic unsaturated carbocycle; "unsaturated heterocycle" includes aromatic unsaturated heterocycle and non-aromatic unsaturated heterocycle.

[0109] As used herein, “adjacent substituents R′, R a , R b , R d , R e , R f , R g , R n "can be optionally connected to form a ring" is intended to mean that adjacent groups of substituents, for example, between two substituents R', between two substituents R a Between the two substituents R b Between the two substituents R d Between the two substituents R e Between the two substituents R f Between the two substituents R g Between the two substituents R n Between, the substituent R aBetween R', the substituent R b Between R', the substituent R e Between R', the substituent R n and R f Between, and the substituent R n and R g Any one or more of these substituent groups may be connected to form a ring. Obviously, these adjacent substituents may not be connected to form a ring.

[0110] According to one embodiment of the present invention, the compound has M(L a )(L b ) is a structure represented by the general formula, wherein L a and L b are the first ligand and the second ligand coordinated to the metal M, respectively, and the L a Having a structure represented by formula A: The “#” in formula A indicates that b The location of the connection; the L b Having a structure represented by formula B: The formula B Indicates that L a The location of the connection.

[0111] According to one embodiment of the present invention, there is an R a1 , or there are two R on ring A a1 , or three R on ring A a1 .

[0112] According to one embodiment of the present invention, wherein said R a1 is selected from a substituted or unsubstituted alkyl group having 1 to 12 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 12 ring carbon atoms, or a combination thereof, and said R a1 The number of carbon atoms in the molecule is at least 5.

[0113] According to one embodiment of the present invention, wherein said R a1 The group is selected from a substituted or unsubstituted alkyl group having 5 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 5 to 20 ring carbon atoms, or a combination thereof.

[0114] According to one embodiment of the present invention, wherein said R a1 It is selected from a substituted or unsubstituted alkyl group having 5 to 12 carbon atoms, a substituted or unsubstituted cycloalkyl group having 5 to 12 ring carbon atoms, or a combination thereof.

[0115] According to one embodiment of the present invention, wherein said R a1It is selected from a substituted or unsubstituted alkyl group having 5 to 8 carbon atoms, a substituted or unsubstituted cycloalkyl group having 5 to 8 ring carbon atoms, or a combination thereof.

[0116] According to one embodiment of the present invention, wherein said R a1 is selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, or a combination thereof, and R a1 The number of carbon atoms in the alkyl and cycloalkyl groups is at least 5; the alkyl and cycloalkyl groups may be unsubstituted or may be substituted by one or more selected from deuterium, halogen, unsubstituted alkyl groups having 1 to 20 carbon atoms, unsubstituted heteroalkyl groups having 1 to 20 carbon atoms, unsubstituted aralkyl groups having 7 to 30 carbon atoms, unsubstituted alkoxy groups having 1 to 20 carbon atoms, unsubstituted aryloxy groups having 6 to 30 carbon atoms, unsubstituted alkenyl groups having 2 to 20 carbon atoms, unsubstituted The invention also includes but is not limited to substituted alkynyl groups having 2 to 20 carbon atoms, unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, unsubstituted arylsilyl groups having 6 to 20 carbon atoms, unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, unsubstituted amino groups having 0 to 20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphino groups and combinations thereof.

[0117] According to one embodiment of the present invention, wherein said R a1 is selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, or a combination thereof, and R a1 The number of carbon atoms in the alkyl radical is at least 5; the alkyl radical and the cycloalkyl radical may be unsubstituted or may be substituted by one or more radicals selected from deuterium, halogen, unsubstituted alkyl radicals having 1 to 20 carbon atoms, unsubstituted heteroalkyl radicals having 1 to 20 carbon atoms, unsubstituted alkylsilyl radicals having 3 to 20 carbon atoms, unsubstituted alkylgermanyl radicals having 3 to 20 carbon atoms, cyano radicals and combinations thereof.

[0118] According to one embodiment of the present invention, wherein said R a1 is selected from an alkyl group having 1 to 20 carbon atoms which is substituted or unsubstituted by one or more deuterium groups, a cycloalkyl group having 3 to 20 ring carbon atoms which is substituted or unsubstituted by one or more deuterium groups, or a combination thereof, and R a1 The number of carbon atoms in the molecule is at least 5.

[0119] According to one embodiment of the present invention, the M is selected from Cu, Ag, Au, Ru, Rh, Pd, Os, Ir or Pt.

[0120] According to one embodiment of the present invention, the M is selected from Pt or Pd.

[0121] According to one embodiment of the present invention, wherein the M is selected from Pt.

[0122] According to one embodiment of the present invention, the ring A, ring B, ring E, ring F, ring G and ring N are selected from a five-membered unsaturated carbon ring, an aromatic ring with 6-30 carbon atoms, or a heteroaromatic ring with 3-30 carbon atoms, the same or different when they appear each time.

[0123] According to one embodiment of the present invention, the ring A, ring B, ring E, ring F, ring G and ring N are selected from a five-membered unsaturated carbocyclic ring, an aromatic ring having 6-18 carbon atoms, or a heteroaromatic ring having 3-18 carbon atoms, the same or different when they appear each time.

[0124] According to one embodiment of the present invention, the ring A, ring B, ring E, ring F, ring G and ring N are selected from a benzene ring, a pyridine ring, an indene ring, a fluorene ring, an indole ring, a carbazole ring, a benzofuran ring, a dibenzofuran ring, a benzosilole ring, a dibenzosilole ring, a benzothiophene ring, a dibenzothiophene ring, a dibenzoselenophene ring, a cyclopentadiene ring, a furan ring, a thiophene ring, or a silole ring, the same or different when they appear each time.

[0125] According to one embodiment of the present invention, the ring D is selected from unsaturated heterocyclic rings having 1 to 24 carbon atoms, the same or different each time it occurs.

[0126] According to one embodiment of the present invention, the ring D is selected from unsaturated heterocyclic rings having 1 to 18 carbon atoms, the same or different each time it occurs.

[0127] According to one embodiment of the present invention, the ring D is selected from unsaturated heterocyclic rings having 1 to 12 carbon atoms, the same or different each time it occurs.

[0128] According to one embodiment of the present invention, the ring D is selected from an imidazole carbene ring or a benzimidazole carbene ring the same or different each time it appears.

[0129] According to one embodiment of the present invention, wherein said L1 is selected from a single bond, O, S, (SiR'R') y , NR', or a combination thereof; said y is 1 or 2.

[0130] According to one embodiment of the present invention, wherein said L1 is selected from a single bond, O or S.

[0131] According to one embodiment of the present invention, wherein said L1 is selected from a single bond.

[0132] According to one embodiment of the present invention, wherein said K1-K4 is selected from a single bond.

[0133] According to one embodiment of the present invention, Z1 is selected from N, and Z2 and Z3 are selected from C.

[0134] According to one embodiment of the present invention, the compound has a structure represented by one of Formula 1-1 to Formula 1-12:

[0135]

[0136]

[0137] In Formula 1-1 to Formula 1-12,

[0138] L2 is selected, at each occurrence, identically or differently, from a single bond, O, S, Se, (SiR'R') y , PR', NR', a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof; y is selected from 1, 2, 3, 4 or 5 at each occurrence, the same or different;

[0139] X5-X 20 Each occurrence is selected from CR x or N;

[0140] X1-X4 are selected from CR in the same or different ways each time they appear a , CR a1 or N, and at least one of X1-X4 is selected from CR a1 , the R a1 is selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, or a combination thereof, and said R a1 The number of carbon atoms is at least 5;

[0141] R has a structure represented by Formula 2-1:

[0142]

[0143] In formula 2-1,

[0144] F1 to F5 are each independently selected from CR f or N;

[0145] G1 to G5 are each independently selected from CR g or N;

[0146] N1 to N3 are each independently selected from CR n , CR n1 or N, and at least one of N1 to N3 is CR n1 ;

[0147] R f , R g Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof; and R f , R g At least one of them exists and is deuterium;

[0148] R n Each occurrence is identically or differently selected from the group consisting of hydrogen, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted Alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, substituted or unsubstituted amino groups having 0 to 20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof;

[0149] Rn1 selected from the group consisting of halogen, substituted or unsubstituted alkyl having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, substituted or unsubstituted amino groups having 0 to 20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof;

[0150] R', R a , R x The group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;

[0151] The adjacent substituents R', R a , R x , R f , R g , Rn Can optionally be linked to form a ring.

[0152] In this embodiment, "the adjacent substituents R', R a , R x , R f , R g , R n "can be optionally connected to form a ring" is intended to mean that adjacent groups of substituents, for example, between two substituents R', between two substituents R a Between the two substituents R x Between the two substituents R f Between the two substituents R g Between the two substituents R n Between, the substituent R x Between R', the substituent R n and R f Between, and the substituent R n and R g Any one or more of these substituent groups may be connected to form a ring. Obviously, these adjacent substituents may not be connected to form a ring.

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

[0154] According to one embodiment of the present invention, wherein said L2 is selected from a single bond, O, S, (SiR'R') y , NR', or a combination thereof; said y is 1 or 2; said R' is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, cyano, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, and combinations thereof.

[0155] According to one embodiment of the present invention, wherein said L2 is selected from a single bond, O or S.

[0156] According to one embodiment of the present invention, wherein said L2 is selected from O.

[0157] According to one embodiment of the present invention, wherein the N2 is selected from CR n1 , and the R n1Selected from the group consisting of halogen, substituted or unsubstituted alkyl having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, cyano, and combinations thereof.

[0158] According to one embodiment of the present invention, wherein the N2 is selected from CR n1 , and the R n1 Selected from the group consisting of fluorine, substituted or unsubstituted alkyl having 3-6 carbon atoms, substituted or unsubstituted cycloalkyl having 3-6 ring carbon atoms, substituted or unsubstituted aryl having 6-12 carbon atoms, substituted or unsubstituted heteroaryl having 3-12 carbon atoms, substituted or unsubstituted alkylsilyl having 3-6 carbon atoms, substituted or unsubstituted alkylgermanyl having 3-6 carbon atoms, cyano, and combinations thereof.

[0159] According to one embodiment of the present invention, wherein the N2 is selected from CR n1 , and the R n1 Selected from the group consisting of fluorine, substituted or unsubstituted alkyl having 3-6 carbon atoms, substituted or unsubstituted cycloalkyl having 3-6 ring carbon atoms, substituted or unsubstituted alkylsilyl having 3-6 carbon atoms, substituted or unsubstituted alkylgermanyl having 3-6 carbon atoms, cyano, and combinations thereof.

[0160] According to one embodiment of the present invention, wherein the N2 is selected from CR n1 , and the R n1 Selected from the group consisting of fluorine, cyano, ethyl, partially or fully deuterated ethyl, n-propyl, partially or fully deuterated n-propyl, isopropyl, partially or fully deuterated isopropyl, cyclopropyl, partially or fully deuterated cyclopropyl, n-butyl, partially or fully deuterated n-butyl, isobutyl, partially or fully deuterated isobutyl, tert-butyl, partially or fully deuterated tert-butyl, cyclopentyl, partially or fully deuterated Fully deuterated cyclopentyl, cyclohexyl, partially or fully deuterated cyclohexyl, neofluorenyl, partially or fully deuterated neofluorenyl, 1,1-dimethylpropyl, partially or fully deuterated 1,1-dimethylpropyl, 1,1,2,2-tetramethylpropyl, partially or fully deuterated 1,1,2,2-tetramethylpropyl, 4,4-dimethylcyclohexyl, trimethylsilyl, trimethylgermanyl, and combinations thereof.

[0161] According to one embodiment of the present invention, wherein said N1 and N3 are each independently selected from CR n , and the R nEach occurrence is identically or differently selected from the group consisting of hydrogen, halogen, cyano, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, and combinations thereof.

[0162] According to one embodiment of the present invention, wherein said N1 and N3 are each independently selected from CR n , and the R n Each occurrence is identically or differently selected from the group consisting of hydrogen, fluorine, cyano, methyl, deuterated methyl, ethyl, n-propyl, isopropyl, cyclopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, trimethylsilyl, and combinations thereof.

[0163] According to one embodiment of the present invention, the F1 to F5 are each independently selected from CR f ; G1 to G5 are each independently selected from CR g ; said R f , R g each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl having 6 to 20 carbon atoms, cyano, and combinations thereof; and R f , R g At least one of them exists and is deuterium.

[0164] According to one embodiment of the present invention, the F1 to F5 are each independently selected from CR f ; G1 to G5 are each independently selected from CR g ; said R f , R g Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3 to 20 carbon atoms, cyano, and combinations thereof; and R f , R g At least one of them exists and is deuterium.

[0165] According to one embodiment of the present invention, the F1 to F5 are each independently selected from CR f ; G1 to G5 are each independently selected from CR g ; said R f , R g each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, fluorine, cyano, methyl, partially or fully deuterated methyl, ethyl, partially or fully deuterated ethyl, n-propyl, partially or fully deuterated n-propyl, isopropyl, partially or fully deuterated isopropyl, cyclopropyl, partially or fully deuterated cyclopropyl, n-butyl, partially or fully deuterated n-butyl, isobutyl, partially or fully deuterated isobutyl, tert-butyl, partially or fully deuterated tert-butyl, cyclopentyl, partially or fully deuterated cyclopentyl, cyclohexyl, partially or fully deuterated cyclohexyl, trimethylsilyl, partially or fully deuterated trimethylsilyl, and combinations thereof; and R f , R g At least one of them exists and is deuterium.

[0166] According to one embodiment of the present invention, F1 to F5 and G1 to G5 are each independently selected from CH or CD; and at least one of F1 to F5 and G1 to G5 is CD.

[0167] According to one embodiment of the present invention, the F1 to F5 and G1 to G5 are each independently selected from CD.

[0168] According to one embodiment of the present invention, the substituent R is selected from the group consisting of structures An-1 to An-77 the same or differently each time it appears, and the specific structures of An-1 to An-77 are shown in claim 12.

[0169] According to one embodiment of the present invention, the hydrogen in the structures An-1 to An-77 can be partially or completely replaced by deuterium.

[0170] According to one embodiment of the present invention, each time X1-X4 appears, it is selected from CR a or CR a1 , and at least one of X1-X4 is selected from CR a1 , and the R a1 is selected from substituted or unsubstituted alkyl having 1 to 20 carbon atoms, or substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, or a combination thereof, and said R a1 The number of carbon atoms in the molecule is at least 5.

[0171] According to one embodiment of the present invention, wherein X3 is selected from CR a1 , and the R a1is selected from substituted or unsubstituted alkyl having 1 to 20 carbon atoms, or substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, or a combination thereof, and said R a1 The number of carbon atoms in the molecule is at least 5.

[0172] According to one embodiment of the present invention, wherein said R a1 Selected from the group consisting of structures Rx-1 to Rx-53, the specific structures of Rx-1 to Rx-53 are shown in claim 13.

[0173] According to one embodiment of the present invention, hydrogen in the structures Rx-1 to Rx-53 can be partially or completely replaced by deuterium.

[0174] According to one embodiment of the present invention, each time X1, X2 and X4 appear, they are selected from CR a , the R a Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, cyano, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, and combinations thereof.

[0175] According to one embodiment of the present invention, each time X1, X2 and X4 appear, they are selected from CR a , the R a Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, fluorine, methyl, deuterated methyl, ethyl, n-propyl, isopropyl, cyclopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, phenyl, trimethylsilyl, carbazolyl, indolyl, benzofuranyl, dibenzofuranyl, benzothiolaryl, dibenzothiolaryl, benzothiophenyl, dibenzothiophenyl, dibenzoselenophene, and combinations thereof.

[0176] According to one embodiment of the present invention, wherein said R a , R x Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, cyano, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, and combinations thereof; said R nEach occurrence is identically or differently selected from the group consisting of hydrogen, halogen, cyano, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, and combinations thereof.

[0177] According to one embodiment of the present invention, wherein said R a , R x Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, fluorine, methyl, deuterated methyl, ethyl, n-propyl, isopropyl, cyclopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, phenyl, trimethylsilyl, carbazolyl, indolyl, benzofuranyl, dibenzofuranyl, benzothioyl, dibenzothioyl, benzothiophenyl, dibenzothiophenyl, dibenzoselenophene, and combinations thereof; said R n Each occurrence is identically or differently selected from the group consisting of hydrogen, fluorine, methyl, deuterated methyl, ethyl, n-propyl, isopropyl, cyclopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, and combinations thereof.

[0178] According to one embodiment of the present invention, the compound has Pt(L a )(L b ) or Pd(L a )(L b ) represents a structure where L a and L b are the first ligand and the second ligand coordinated with the metal Pt or Pd, respectively, the L a Choose from L a 1-1 to L a 1-75, L a 2-1 to L a 2-50, L a 3-1 to L a 3-36, and L a 4-1 to L a 4-53 group, the L b Choose from L b 1-1 to L b 1-33, L b 2-1 to L b 2-41, and L b 3-1 to L b 3-43 groups, the L a 1-1 to L a 1-75, L a 2-1 to L a 2-50, L a 3-1 to L a 3-36, La 4-1 to L a 4-53, L b 1-1 to L b 1-33, L b 2-1 to L b 2-41, and L b 3-1 to L b For the specific structure of 3-43, see claim 15.

[0179] According to one embodiment of the present invention, the compound is selected from the group consisting of compound Pt1 to compound Pt456 and compound Pd1 to compound Pd24, and the specific structures of compound Pt1 to compound Pt456 and compound Pd1 to compound Pd24 are shown in claim 15.

[0180] According to one embodiment of the present invention, an electroluminescent device is disclosed, comprising:

[0181] anode,

[0182] cathode,

[0183] and an organic layer disposed between the anode and the cathode, wherein the organic layer comprises a compound having a structure of Formula 1, and the compound having a structure of Formula 1 is any one of the above embodiments.

[0184] According to an embodiment of the present invention, the organic layer is a light-emitting layer, and the compound is a light-emitting material.

[0185] According to an embodiment of the present invention, the device emits blue light.

[0186] According to an embodiment of the present invention, the device emits white light.

[0187] According to an embodiment of the present invention, the light-emitting layer comprises at least one host material.

[0188] According to an embodiment of the present invention, the light-emitting layer comprises at least two host materials.

[0189] According to one embodiment of the present invention, the main material contains at least one chemical group selected from the group consisting of: benzene, pyridine, pyrimidine, triazine, carbazole, azacarbazole, indolecarbazole, dibenzothiophene, azadibenzothiophene, dibenzofuran, azadibenzofuran, dibenzoselenophene, triphenylene, azatriphenylene, fluorene, silylfluorene, naphthalene, quinoline, isoquinoline, quinazoline, quinoxaline, phenanthrene, azaphenanthrene, and combinations thereof.

[0190] According to one embodiment of the present invention, the at least one host material has a structure represented by Formula 4:

[0191]

[0192] In formula 4,

[0193] Z 40 Selected from O or S;

[0194] Z 41 -Z 48 Each occurrence is identically or differently selected from CR4, CR4' or N, and Z 41 -Z 48 At least one of them is selected from N, and at least one of them is selected from CR4';

[0195] The R4' is selected from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, or a combination thereof, at each occurrence, the same or different;

[0196] R4 is selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof having 0 to 20 carbon atoms.

[0197] According to one embodiment of the present invention, in Formula 4, the Z 41 -Z 48 At least one of them is selected from N, and at least two of them are selected from CR4'.

[0198] According to one embodiment of the present invention, in Formula 4, the Z 41 -Z 48 Only one of them is selected from N and only two of them are selected from CR4'.

[0199] According to one embodiment of the present invention, in Formula 4, the Z 42 Selected from N, Z 41 and Z 46 Selected from CR4'.

[0200] According to another embodiment of the present invention, a compound composition is disclosed, which comprises a compound having a structure of Formula 1, wherein the compound having a structure of Formula 1 is shown in any of the above embodiments.

[0201] Combination with other materials

[0202] The materials for specific layers in the organic light-emitting device described in the present invention can be used in combination with various other materials present in the device. The combination of these materials is described in detail in paragraphs 0132-0161 of U.S. Patent Application US2016 / 0359122A1, the entire contents of which are incorporated herein by reference. The materials described or mentioned therein are non-limiting examples of materials that can be used in combination with the compounds disclosed herein, and those skilled in the art can easily consult the literature to identify other materials that can be used in combination.

[0203] The materials described herein as specific layers that can be used in organic light-emitting devices can be used in combination with a variety of other materials present in the device. For example, the compounds disclosed herein can be used in combination with a variety of luminescent dopants, hosts, transport layers, barrier layers, injection layers, electrodes, and other layers that may be present. The combination of these materials is described in detail in paragraphs 0080-0101 of U.S. Patent Application US2015 / 0349273A1, the entire contents of which are incorporated herein by reference. The materials described or mentioned therein are non-limiting examples of materials that can be used in combination with the compounds disclosed herein, and those skilled in the art can easily consult the literature to identify other materials that can be used in combination.

[0204] In the embodiment of material synthesis, unless otherwise specified, all reactions are carried out under nitrogen protection. All reaction solvents are anhydrous and used as they are from commercial sources. All reagents not otherwise specified are used as they are from commercial sources. The synthetic product uses one or more conventional equipment in the art (including but not limited to Bruker's nuclear magnetic resonance instrument, Shimadzu's liquid chromatograph, liquid chromatography-mass spectrometer, gas chromatography-mass spectrometer, differential scanning calorimeter, Shanghai Lingguang Technology's fluorescence spectrophotometer, Wuhan Cost's electrochemical workstation, Anhui Bei Yi Ke's sublimator, etc.), and the structure is confirmed and the characteristics are tested by methods well known to those skilled in the art. In the embodiment of the device, the characteristics of the device are also tested by methods well known to those skilled in the art using conventional equipment in the art (including but not limited to Angstrom Engineering's evaporation machine, Suzhou Fushida's optical test system, life test system, Beijing Liangtuo's ellipsometer, etc.). Since those skilled in the art are aware of the use of the above-mentioned equipment, test methods and other related contents, it is possible to obtain the inherent data of the sample with certainty and without being affected, so the above-mentioned related contents are no longer elaborated in this patent.

[0205] Material synthesis example:

[0206] The preparation method of the compound of the present invention is not limited, and the following compounds are typically but not limitedly exemplified, and their synthetic routes and preparation methods are as follows:

[0207] Synthesis Example 1: Synthesis of Compound Pt14

[0208] Step 1: Synthesis of Intermediate 1

[0209]

[0210] Under nitrogen, 2,6-dibromo-4-tert-butylaniline (61.4 g, 200 mmol) was dissolved in DMF (300 mL), and NaH (12 g, 300 mmol) was added at 0°C. After reacting for 0.5 h, o-fluoronitrobenzene (42.3 g, 300 mmol) was slowly added, and the reaction temperature was raised to room temperature and reacted overnight. After the reaction was complete, it was extracted with DCM and sodium chloride aqueous solution, and the organic layer was washed twice with sodium chloride aqueous solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The intermediate 1 (49.2 g, 115 mmol) was purified by column chromatography.

[0211] Step 2: Synthesis of Intermediate 2

[0212]

[0213] Intermediate 1 (49.2 g, 115 mmol) was dissolved in EtOH (200 mL) and water (200 mL), and Fe (19.4 g, 345 mmol) and NH4Cl (0.61 g, 11.5 mmol) were added, and the reaction was heated to reflux and reacted overnight. After the reaction was complete, it was filtered through diatomaceous earth, concentrated under reduced pressure, and extracted with EA and water. The organic layer was washed twice with sodium chloride aqueous solution, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and purified by column chromatography to obtain intermediate 2 (40.6 g, 102 mmol).

[0214] Step 3: Synthesis of Intermediate 3

[0215]

[0216] Under nitrogen, intermediate 2 (19.8 g, 50 mmol), phenyl-D5-boronic acid (14.1 g, 111 mmol), Pd(PPh3)4 (2.9 g, 2.5 mmol) and potassium carbonate (10.4 g, 75 mmol) were dissolved in toluene (150 mL) and water (50 mL), and the reaction temperature was raised to reflux and the reaction was allowed to proceed overnight. After the reaction was complete, the mixture was extracted with EA and water, and the organic layer was washed twice with aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. Finally, intermediate 3 (17.3 g, 43 mmol) was obtained by column chromatography purification.

[0217] Step 4: Synthesis of intermediate 4

[0218]

[0219] Under nitrogen protection, 9-(4-(2,2-dimethylpropyl-1,1-d2)pyridinyl-9H-carbazole-2-ol (2.2 g, 6.6 mmol), m-chlorobromobenzene (1.6 g, 8.6 mmol), cuprous iodide (0.12 g, 0.66 mmol), 2-picolinic acid (0.16 g, 1.3 mmol) and potassium phosphate (2.8 g, 13.2 mmol) were added to a 250 mL flask, and 50 mL of dimethyl sulfoxide was added. Heat to 110 ° C, stir overnight, and after the reaction is completed, purify by column chromatography to obtain intermediate 4 (2.7 g, 6.1 mmol).

[0220] Step 5: Synthesis of Intermediate 5

[0221]

[0222] Under nitrogen conditions, intermediate 3 (2.3 g, 5.8 mmol), intermediate 4 (2.7 g, 6.1 mmol), Pd(OAc)2 (55 mg, 0.24 mmol), S-Phos (200 mg, 0.48 mmol), NaOt-Bu (1.1 g, 11.6 mmol) and xylene (80 mL) were added to a flask, the reaction was heated to 130°C and stirred overnight, cooled to room temperature, the reaction solution was concentrated and purified by column chromatography to obtain intermediate 5 (1.5 g, 1.85 mmol).

[0223] Step 6: Synthesis of Intermediate 6

[0224]

[0225] Under nitrogen conditions, intermediate 5 (1.5 g, 1.85 mmol), triethyl orthoformate (13.7 g, 92.5 mmol) and concentrated hydrochloric acid (0.5 mL) were added to a flask. The reaction was heated to 100 °C and stirred overnight. After the reaction was completed by TLC detection, it was cooled to room temperature, the reaction solution was concentrated and purified by column chromatography to obtain intermediate 6 (1.3 g, 1.52 mmol).

[0226] Step 7: Synthesis of compound Pt14

[0227]

[0228] Under nitrogen, intermediate 6 (1.3 g, 1.52 mmol), Ag2O (0.19 g, 0.82 mmol), and DCE (20 mL) were added to a flask and reacted at room temperature for 12 h. After the reaction was complete, the solvent was removed by concentration under reduced pressure, (1,5-cyclooctadiene) platinum dichloride (0.5 g, 1.34 mmol) was added, and o-dichlorobenzene (30 mL) was added. The reaction temperature was raised to 190 ° C and stirred for 72 h. After the reaction was cooled to room temperature, the compound Pt14 (0.69 g, 0.68 mmol) was purified by column chromatography. The product was identified as the target product with a molecular weight of 1011.4.

[0229] Synthesis Example 2: Synthesis of Compound Pt54

[0230] Step 1: Synthesis of intermediate 7

[0231]

[0232] Under nitrogen protection, 9-(4-bromo-pyridin-2-yl)-2-(3-chlorophenoxy)-9H-carbazole (5g, 11.1mmol) was dissolved in THF (40mL), and n-butyl lithium (4.9mL, 12.6mmol) was added at -72°C. After reacting for 1h, cyclohexanone (1.6g, 16.3mmol) was slowly added, and the reaction temperature was raised to room temperature and reacted overnight. After the reaction was complete, it was extracted with EA and sodium chloride aqueous solution, the organic layer was washed twice with sodium chloride aqueous solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure, and purified by column chromatography to obtain intermediate 7 (2.8g, 6mmol).

[0233] Step 2: Synthesis of intermediate 8

[0234]

[0235] In a 100 mL flask, add intermediate 7 (2.8 g, 6 mmol), red phosphorus (0.9 g, 30 mmol) and hydroiodic acid (30 mL), heat to reflux, and react overnight. After the reaction is complete, adjust the pH to neutral with aqueous NaOH solution, then extract with EA and water, wash the organic layer twice with aqueous sodium chloride solution, dry over anhydrous magnesium sulfate, concentrate under reduced pressure, and purify by column chromatography to obtain intermediate 8 (2.1 g, 4.6 mmol).

[0236] Step 3: Synthesis of intermediate 9

[0237]

[0238] Under nitrogen conditions, intermediate 3 (1.78 g, 4.4 mmol), intermediate 8 (2.1 g, 4.6 mmol), Pd2(dba)3 (0.21 g, 0.23 mmol), X-Phos (0.22 g, 0.46 mmol), cesium carbonate (2.87 g, 8.8 mmol) and xylene (50 mL) were added to a flask, the reaction was heated to 140°C and stirred overnight, cooled to room temperature, concentrated and purified by column chromatography to obtain intermediate 9 (2.8 g, 3.4 mmol).

[0239] Step 4: Synthesis of intermediate 10

[0240]

[0241] Under nitrogen conditions, intermediate 9 (2.8 g, 3.4 mmol), triethyl orthoformate (25.1 g, 170 mmol) and concentrated hydrochloric acid (0.5 mL) were added to a flask. The reaction was heated to 100 °C and stirred overnight. After the reaction was completed, it was detected by TLC. The mixture was cooled to room temperature, concentrated and purified by column chromatography to obtain intermediate 10 (2.6 g, 3.0 mmol).

[0242] Step 5: Synthesis of compound Pt54

[0243]

[0244] Under nitrogen, intermediate 10 (2.6 g, 3.0 mmol), Ag2O (0.4 g, 1.72 mmol), and DCE (30 mL) were added to a flask and reacted at room temperature for 12 h. After the reaction was complete, the solvent was removed by concentration under reduced pressure, (1,5-cyclooctadiene) platinum dichloride (1.1 g, 3.0 mmol) was added, and o-dichlorobenzene (30 mL) was added. The reaction temperature was raised to 190 ° C and stirred for 72 h. After the reaction was cooled to room temperature, it was purified by column chromatography to obtain compound Pt54 (0.59 g, 0.58 mmol). The product was identified as the target product with a molecular weight of 1021.4.

[0245] Synthesis Example 3: Synthesis of Compound Pt94

[0246] Step 1: Synthesis of intermediate 11

[0247]

[0248] Under nitrogen protection, 9-(4-bromo-pyridin-2-yl)-2-(3-chlorophenoxy)-9H-carbazole (5.8 g, 12.9 mmol) was dissolved in THF (40 mL), and n-butyl lithium (5.7 mL, 14.2 mmol) was added at -72 ° C. After reacting for 1 hour, 4,4-dimethylcyclohexanone (1.9 g, 15.1 mmol) was slowly added, and the reaction temperature was raised to room temperature and reacted overnight. After the reaction was complete, it was extracted with EA and sodium chloride aqueous solution, and the organic layer was washed twice with sodium chloride aqueous solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The intermediate 11 (3.3 g, 6.6 mmol) was purified by column chromatography.

[0249] Step 2: Synthesis of intermediate 12

[0250]

[0251] In a 100 mL flask, add intermediate 11 (3.3 g, 6.6 mmol), red phosphorus (1.0 g, 33 mmol) and hydroiodic acid (30 mL), heat to reflux, and react overnight. After the reaction is complete, adjust the pH to neutral with aqueous NaOH solution, then extract with EA and water, wash the organic layer twice with aqueous sodium chloride solution, dry over anhydrous magnesium sulfate, concentrate under reduced pressure, and purify by column chromatography to obtain intermediate 12 (2.6 g, 5.4 mmol).

[0252] Step 3: Synthesis of intermediate 13

[0253]

[0254] Under nitrogen conditions, intermediate 3 (2.0 g, 5.1 mmol), intermediate 12 (2.6 g, 5.4 mmol), Pd2(dba)3 (0.25 g, 0.27 mmol), X-Phos (0.26 g, 0.54 mmol), cesium carbonate (3.5 g, 10.8 mmol) and xylene (50 mL) were added to a flask, the reaction was heated to 140 ° C and stirred overnight, cooled to room temperature, concentrated and purified by column chromatography to obtain intermediate 13 (2.5 g, 2.9 mmol).

[0255] Step 4: Synthesis of intermediate 14

[0256]

[0257] Under nitrogen conditions, intermediate 13 (2.5 g, 2.9 mmol), triethyl orthoformate (21.4 g, 145 mmol) and concentrated hydrochloric acid (0.5 mL) were added to a flask. The reaction was heated to 100°C and stirred overnight. After the reaction was completed, it was detected by TLC. The mixture was cooled to room temperature, concentrated and purified by column chromatography to obtain intermediate 14 (2.0 g, 2.2 mmol).

[0258] Step 5: Synthesis of compound Pt94

[0259]

[0260] Under nitrogen, intermediate 14 (2.0 g, 2.2 mmol), Ag2O (0.25 g, 1.1 mmol), and DCE (30 mL) were added to a flask and reacted at room temperature for 12 h. After the reaction was complete, the solvent was removed by concentration under reduced pressure, (1,5-cyclooctadiene) platinum dichloride (0.78 g, 2.1 mmol) was added, and o-dichlorobenzene (30 mL) was added. The reaction temperature was raised to 190 ° C and stirred for 72 h. After the reaction was cooled to room temperature, compound Pt94 (0.55 g, 0.52 mmol) was obtained by column chromatography. The product was identified as the target product with a molecular weight of 1049.4.

[0261] Those skilled in the art should be aware that the above preparation method is only an illustrative example, and those skilled in the art can obtain other compound structures of the present invention by improving it.

[0262] The preparation method of the electroluminescent device is not limited. The preparation method of the following embodiment is only an example and should not be construed as limiting. Those skilled in the art can reasonably improve the preparation method of the following embodiment based on the prior art. For example, the ratio of various materials in the light-emitting layer is not particularly limited. Those skilled in the art can reasonably select within a certain range based on the prior art. For example, based on the total weight of the light-emitting layer material, the main material can account for 80%-99%, and the light-emitting material can account for 1%-20%; or the main material can account for 85%-99%, and the light-emitting material can account for 1%-15%. In addition, the main material can be one or two materials, wherein the ratio of the two main materials to the main material can be 99:1 to 1:99; or, the ratio can be 80:20 to 20:80. In the embodiment of the device, the characteristics of the device are also tested using conventional equipment in the art (including but not limited to the evaporator produced by Angstrom Engineering, the optical test system and life test system produced by Suzhou Fushida, the ellipsometer produced by Beijing Liangtuo, etc.), using methods well known to those skilled in the art.

[0263] Device Embodiment

[0264] Device Example 1

[0265] First, the glass substrate with an 80nm thick indium tin oxide (ITO) anode was cleaned and then treated with oxygen plasma and UV ozone. After treatment, the substrate was dried in a glove box to remove moisture. The substrate was then mounted on a substrate holder and loaded into a vacuum chamber. The organic layers specified below were placed in a vacuum of approximately 10 -8 Compound HT and compound HI were co-deposited (weight ratio of 97:3) as a hole injection layer (HIL) with a thickness of Compound HT was used as a hole transport layer (HTL) with a thickness of Compound EB is used as an electron blocking layer (EBL) with a thickness of Then, the compound N-1 as the first host, the compound P-1 as the second host, and the compound Pt14 of the present invention as the dopant were co-evaporated (weight ratio of 26.4:61.6:12) to serve as the light-emitting layer (EML) with a thickness of Compound N-1 was used as the hole blocking layer (HBL) with a thickness of On the hole blocking layer, compound ET and 8-hydroxyquinoline-lithium (Liq) were co-evaporated (weight ratio of 40:60) as an electron transport layer (ETL) with a thickness of Finally, evaporation LiF with a thickness of 1000 nm was used as an electron injection layer, and the The device was then transferred back to the glove box and encapsulated with a glass cover and a moisture getter to complete the device.

[0266] Device Example 2

[0267] The implementation of Device Example 2 is the same as that of Device Example 1, except that Compound Pt94 is used instead of Compound Pt14 in the light emitting layer (EML).

[0268] Device Comparison Example 1

[0269] The implementation of Comparative Device Example 1 is the same as that of Example 1, except that Compound Pt-A ​​is used in place of Compound Pt14 in the light emitting layer (EML).

[0270] Device Comparison Example 2

[0271] The implementation of Comparative Device Example 2 is the same as that of Example 1, except that the compound Pt-B is used instead of the compound Pt14 in the light emitting layer (EML).

[0272] Device Comparison Example 3

[0273] The implementation of Comparative Device Example 3 is the same as that of Example 1, except that the compound Pt-C is used in place of the compound Pt14 in the light emitting layer (EML).

[0274] The detailed device layer structure and thickness are shown in the table below. For layers using more than one material, different compounds are doped in the weight ratios recorded.

[0275] Table 1 Partial device structures of device embodiments and comparative examples

[0276]

[0277] The material structure used in the device is shown below:

[0278]

[0279] At 1000cd / m 2 The CIE values ​​of Examples 1-2 and Comparative Examples 1-3 were measured, and the maximum emission wavelength (λ max ), half maximum width (FWHM), voltage (V), external quantum efficiency (EQE) and current efficiency (CE). The relevant data are shown in Table 2.

[0280] Table 2 Device data

[0281]

[0282]

[0283] discuss:

[0284] Comparative Example 1 used a n1 Substituents and the comparative compound Pt-A ​​having a tert-butyl substituent on the pyridine ring are used as luminescent materials. From the data in Table 2, it can be seen that its device performance is at a very high level in blue phosphorescent devices, with very narrow half-peak width, low voltage, high EQE and high CE device performance. n1 Substituents and having specific R a1 The compound Pt14 with a large alkyl substituent is used as a luminescent material. Compared with Comparative Example 1, Example 1 has a very narrow half-peak width that is basically equivalent to that of Comparative Example 1, and the CE is slightly improved. More importantly, the voltage is further reduced by 0.19V, and the EQE is further improved by nearly 5.1%. In Example 2, the luminescent material having a specific R n1 Substituents and having specific R a1 The compound Pt94 with a macrocyclic alkyl substituent is used as a luminescent material. Compared with Comparative Example 1, Example 2 has a very narrow half-peak width that is basically equivalent to that of Comparative Example 1, the voltage is further reduced by 0.18V, the EQE is further increased by 4.2%, and the CE is further increased by 4.2%. The above data show that the device performance of Examples 1-2 is further improved on the basis of the very high device performance level of Comparative Example 1, especially having very high EQE and CE, thereby improving the comprehensive performance of the device, which is very rare in the field of blue phosphorescent devices. These data comparisons show that the device with a specific R n1 Substituents and having specific R a1 Advantages of the compounds of formula 1 with substituents.

[0285] In Comparative Examples 2 and 3, the n1 Substituents and Specific R a1 The comparative compounds Pt-B and Pt-C with substituents are used as luminescent materials. Compared with Comparative Examples 2 and 3, Example 1-2 has a narrow half-peak width and low voltage. More importantly, EQE and CE are further improved, with EQE increased by 11.5% and CE increased by 11.1%. These data comparisons further prove that the luminescent materials with specific R n1 Substituents and having specific R a1 Advantages of the compounds of formula 1 with substituents.

[0286] The above results show that the use of the invention has a specific R n1 Substituents and having specific R a1The substituted compound of formula 1 is used as a luminescent material in a blue phosphorescent device to obtain a very narrow half-width, low voltage, high external quantum efficiency and high current efficiency, thereby improving the overall performance of the device. These advantages are of great help in improving the level of blue light devices.

[0287] It should be understood that the various embodiments described herein are only examples and are not intended to limit the scope of the present invention. Therefore, as will be apparent to those skilled in the art, the claimed invention may include variations of the specific embodiments and preferred embodiments described herein. Many of the materials and structures described herein may be replaced with other materials and structures without departing from the spirit of the present invention. It should be understood that the various theories about why the present invention works are not intended to be restrictive.

Claims

1. A compound having a structure of Formula 1: In formula 1, Ring A, Ring B, Ring E, when they occur each time, are identically or differently selected from an unsaturated carbocyclic ring having 5 to 30 carbon atoms, an unsaturated heterocyclic ring having 3 to 30 carbon atoms, or a combination thereof; Ring D is selected, identically or differently, at each occurrence, from an unsaturated heterocyclic ring having 1 to 30 carbon atoms; The metal M is selected from metals with a relative atomic mass greater than 40; L1, L2 each time appearing are identically or differently selected from a single bond, O, S, Se, (SiR'R') y , PR', NR', a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof; y is 1, 2, 3, 4 or 5; K1-K4 are selected, at each occurrence, identically or differently, from a single bond, O or S; Z1-Z3 are selected from C or N at each occurrence, identically or differently; R a , R b , R d , R e Each occurrence represents identically or differently monosubstituted, polysubstituted or unsubstituted; R a1 Each occurrence is identical or different, indicating mono- or poly-substitution; There is at least one R on ring A a1 , and the R a1 is selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, or a combination thereof, and said R a1 The number of carbon atoms in the molecule is at least 5; R', R a , R b , R d , R e The group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof; R has a structure represented by Formula 2: In formula 2, "*" indicates the connection position of Formula 2; Ring F, Ring G and Ring N are identically or differently selected at each occurrence from an unsaturated carbocyclic ring having 5 to 30 carbon atoms, an unsaturated heterocyclic ring having 3 to 30 carbon atoms, or a combination thereof; Z4-Z7 are selected, at each occurrence, identically or differently, from C or N; R f , R g , R n Each occurrence represents identically or differently monosubstituted, polysubstituted or unsubstituted; R n1 Each occurrence is identical or different, indicating mono- or poly-substitution; R f , R g Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof; and R f , R g At least one of them exists and is deuterium; R n Each occurrence is identically or differently selected from the group consisting of hydrogen, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted Alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, substituted or unsubstituted amino groups having 0 to 20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof; There is at least one R on the ring N in formula 2 n1 , and the R n1 selected from the group consisting of halogen, substituted or unsubstituted alkyl having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, substituted or unsubstituted amino groups having 0 to 20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof; The adjacent substituents R', R a , R b , R d , R e , R f , R g , R n Can optionally be linked to form a ring.

2. The compound according to claim 1, wherein R a1 is selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, or a combination thereof, and R a1 The number of carbon atoms in the alkyl and cycloalkyl groups is at least 5; the alkyl and cycloalkyl groups may be unsubstituted or may be substituted by one or more selected from deuterium, halogen, unsubstituted alkyl groups having 1 to 20 carbon atoms, unsubstituted heteroalkyl groups having 1 to 20 carbon atoms, unsubstituted aralkyl groups having 7 to 30 carbon atoms, unsubstituted alkoxy groups having 1 to 20 carbon atoms, unsubstituted aryloxy groups having 6 to 30 carbon atoms, unsubstituted alkenyl groups having 2 to 20 carbon atoms, unsubstituted substituted with an alkynyl group having 2 to 20 carbon atoms, an unsubstituted alkylsilyl group having 3 to 20 carbon atoms, an unsubstituted arylsilyl group having 6 to 20 carbon atoms, an unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, an unsubstituted arylgermanyl group having 6 to 20 carbon atoms, an unsubstituted amino group, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof having 0 to 20 carbon atoms; Preferably, the R a1 is selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, or a combination thereof, and R a1 The number of carbon atoms in the alkyl radical is at least 5; the alkyl radical and the cycloalkyl radical may be unsubstituted or may be substituted by one or more radicals selected from deuterium, halogen, unsubstituted alkyl radicals having 1 to 20 carbon atoms, unsubstituted heteroalkyl radicals having 1 to 20 carbon atoms, unsubstituted alkylsilyl radicals having 3 to 20 carbon atoms, unsubstituted alkylgermanyl radicals having 3 to 20 carbon atoms, cyano radicals and combinations thereof; More preferably, the R a1 is selected from an alkyl group having 1 to 20 carbon atoms which is substituted or unsubstituted by one or more deuterium groups, a cycloalkyl group having 3 to 20 ring carbon atoms which is substituted or unsubstituted by one or more deuterium groups, or a combination thereof, and R a1 The number of carbon atoms in the molecule is at least 5.

3. The compound of claim 1 or 2, wherein the M is selected from Cu, Ag, Au, Ru, Rh, Pd, Os, Ir or Pt; preferably, the M is selected from Pt or Pd; more preferably, the M is selected from Pt.

4. The compound according to any one of claims 1 to 3, wherein each occurrence of Ring A, Ring B, Ring E, Ring F, Ring G and Ring N is identically or differently selected from a five-membered unsaturated carbocyclic ring, an aromatic ring having 6 to 30 carbon atoms, or a heteroaromatic ring having 3 to 30 carbon atoms; each occurrence of Ring D is identically or differently selected from an unsaturated heterocyclic ring having 1 to 18 carbon atoms; Preferably, each occurrence of Ring A, Ring B, Ring E, Ring F, Ring G and Ring N is identical or different and is selected from a five-membered unsaturated carbocyclic ring, an aromatic ring having 6-18 carbon atoms, or a heteroaromatic ring having 3-18 carbon atoms; each occurrence of Ring D is identical or different and is selected from an unsaturated heterocyclic ring having 1-12 carbon atoms; More preferably, the ring A, ring B, ring E, ring F, ring G and ring N are selected from benzene ring, pyridine ring, indene ring, fluorene ring, indole ring, carbazole ring, benzofuran ring, dibenzofuran ring, benzosilole ring, dibenzosilole ring, benzothiophene ring, dibenzothiophene ring, dibenzoselenophene ring, cyclopentadiene ring, furan ring, thiophene ring, or silole ring when they appear each time; and the ring D is selected from imidazole carbene ring or benzimidazole carbene ring when they appear each time.

5. The compound according to any one of claims 1 to 4, wherein said L1 is selected from a single bond, O, S, (SiR'R') y , NR', or a combination thereof; said y is 1 or 2; Preferably, wherein said L1 is selected from a single bond, O or S; More preferably, wherein said L1 is selected from a single bond.

6. The compound of any one of claims 1-5, wherein K1-K4 is selected from a single bond.

7. The compound of any one of claims 1-6, wherein Z1 is selected from N, and Z2 and Z3 are selected from C.

8. The compound according to claim 1, wherein the compound has a structure represented by one of Formula 1-1 to Formula 1-12: In Formula 1-1 to Formula 1-12, L2 is selected, at each occurrence, identically or differently, from a single bond, O, S, Se, (SiR'R') y , PR', NR', a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof; y is selected from 1, 2, 3, 4 or 5 at each occurrence, the same or different; X5-X 20 Each occurrence is the same or different selection from CR x or N; X1-X4 are selected from CR in the same or different way each time they appear. a , CR a1 or N, and at least one of X1-X4 is selected from CR a1 , the R a1 is selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, or a combination thereof, and said R a1 The number of carbon atoms is at least 5; R has a structure represented by Formula 2-1: In formula 2-1, F1 to F5 are each independently selected from CR f or N; G1 to G5 are each independently selected from CR g or N; N1 to N3 are each independently selected from CR n , CR n1 or N, and at least one of N1 to N3 is CR n1 ; R f , R g Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof; and R f , R g At least one of them exists and is deuterium; R n Each occurrence is identically or differently selected from the group consisting of hydrogen, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted Alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, substituted or unsubstituted amino groups having 0 to 20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof; R n1 selected from the group consisting of halogen, substituted or unsubstituted alkyl having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, substituted or unsubstituted amino groups having 0 to 20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof; R', R a , R x The group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof; The adjacent substituents R', R a , R x , R f , R g , R n can optionally be linked to form a ring; Preferably, the compound has a structure represented by Formula 1-1 or Formula 1-2.

9. The compound of claim 1 or 8, wherein L2 is selected from a single bond, O, S, (SiR'R') y , NR', or a combination thereof; y is 1 or 2; R' is selected from the group consisting of hydrogen, deuterium, halogen, cyano, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, and a combination thereof; Preferably, said L2 is selected from a single bond, O or S; More preferably, L2 is selected from O.

10. The compound of claim 8, wherein N1 and N3 are each independently selected from CR n , N2 is selected from CR n1 , and the R n1 each occurrence is identically or differently selected from the group consisting of halogen, substituted or unsubstituted alkyl having 2 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, cyano, and combinations thereof; Preferably, the R n1 each occurrence is identically or differently selected from the group consisting of fluorine, substituted or unsubstituted alkyl having 3-6 carbon atoms, substituted or unsubstituted cycloalkyl having 3-6 ring carbon atoms, substituted or unsubstituted aryl having 6-12 carbon atoms, substituted or unsubstituted heteroaryl having 3-12 carbon atoms, substituted or unsubstituted alkylsilyl having 3-6 carbon atoms, substituted or unsubstituted alkylgermanyl having 3-6 carbon atoms, cyano, and combinations thereof; More preferably, the R n1 Each occurrence is identically or differently selected from the group consisting of fluorine, substituted or unsubstituted alkyl having 3-6 carbon atoms, substituted or unsubstituted cycloalkyl having 3-6 ring carbon atoms, substituted or unsubstituted alkylsilyl having 3-6 carbon atoms, substituted or unsubstituted alkylgermanyl having 3-6 carbon atoms, cyano, and combinations thereof.

11. The compound according to claim 8, wherein each of F1 to F5 is independently selected from CR f ; G1 to G5 are each independently selected from CR g ; said R f , R g each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl having 6 to 20 carbon atoms, cyano, and combinations thereof; and R f , R g At least one of them exists and is deuterium; Preferably, the R f , R g Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3 to 20 carbon atoms, cyano, and combinations thereof; and R f , R g At least one of them exists and is deuterium; More preferably, the R f , R g each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, fluorine, cyano, methyl, partially or fully deuterated methyl, ethyl, partially or fully deuterated ethyl, n-propyl, partially or fully deuterated n-propyl, isopropyl, partially or fully deuterated isopropyl, cyclopropyl, partially or fully deuterated cyclopropyl, n-butyl, partially or fully deuterated n-butyl, isobutyl, partially or fully deuterated isobutyl, tert-butyl, partially or fully deuterated tert-butyl, cyclopentyl, partially or fully deuterated cyclopentyl, cyclohexyl, partially or fully deuterated cyclohexyl, trimethylsilyl, partially or fully deuterated trimethylsilyl, and combinations thereof; and R f , R g At least one of them exists and is deuterium.

12. The compound of claim 1 or 2 or 8, wherein the substituent R is selected from the group consisting of structures An-1 to An-77, the same or different at each occurrence: in, Optionally, hydrogen in the structures An-1 to An-77 can be partially or fully replaced by deuterium.

13. The compound of claim 8, wherein each occurrence of X1-X4 is identically or differently selected from CR a or CR a1 , and at least one of X1-X4 is selected from CR a1 ; Preferably, wherein X3 is selected from CR a1 , the R a1 is selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, or a combination thereof, and said R a1 The number of carbon atoms is at least 5; More preferably, the R a1 Selected from the group consisting of structures Rx-1 to Rx-53: in, Optionally, hydrogen in the structures Rx-1 to Rx-53 can be partially or fully replaced by deuterium.

14. The compound of claim 8, wherein R a , R x Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, cyano, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, and combinations thereof; said R n Each occurrence is identically or differently selected from the group consisting of hydrogen, halogen, cyano, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, and combinations thereof; Preferably, the R a , R x Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, fluorine, methyl, deuterated methyl, ethyl, n-propyl, isopropyl, cyclopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, phenyl, trimethylsilyl, carbazolyl, indolyl, benzofuranyl, dibenzofuranyl, benzothioyl, dibenzothioyl, benzothiophenyl, dibenzothiophenyl, dibenzoselenophene, and combinations thereof; said R n Each occurrence is identically or differently selected from the group consisting of hydrogen, fluorine, methyl, deuterated methyl, ethyl, n-propyl, isopropyl, cyclopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, and combinations thereof.

15. The compound of claim 1, wherein the compound has Pt(L a )(L b ) or Pd(L a )(L b ) represents a structure where L a and L b are the first ligand and the second ligand coordinated with the metal Pt or Pd, respectively, the L a Choose from L a 1-1 to L a 1-75, L a 2-1 to L a 2-50, L a 3-1 to L a 3-36, and L a 4-1 to L a Group consisting of 4-53: The L a "tBu" in the structure represents tert-butyl; The L a The "#" in the structure indicates that the structure is consistent with L b The location of the connection; Among them, ligand L b Choose from L b 1-1 to L b 1-33, L b 2-1 to L b 2-41, and L b 3-1 to L b Group consisting of 3-43: The L b In the structure Indicates that the structure and L a The position of the "#" connection in the Preferably, the compound is selected from the group consisting of Compound Pt1 to Compound Pt456 and Compound Pd1 to Compound Pd24; Wherein, the compounds Pt1 to Pt456 have Pt(L a )(L b ) represents a structure, wherein L a and the L b The corresponding structures are selected from the following table: The compounds Pd1 to Pd24 have Pd(L a )(L b ) represents a structure, wherein L a and the L b The corresponding structures are selected from the following table: 。 16. An organic electroluminescent device, comprising: anode, cathode, and an organic layer disposed between the anode and the cathode, wherein the organic layer comprises the compound according to any one of claims 1 to 15. 17 . The organic electroluminescent device according to claim 16 , wherein the organic layer is a light-emitting layer, and the compound is a light-emitting material.

18. The organic electroluminescent device of claim 16, wherein the device emits blue light or white light.

19. The organic electroluminescent device of claim 17, wherein the light-emitting layer comprises at least one host material; preferably, the light-emitting layer comprises at least two host materials; more preferably, the host material comprises at least one chemical group selected from the group consisting of benzene, pyridine, pyrimidine, triazine, carbazole, azacarbazole, indolecarbazole, dibenzothiophene, azadibenzothiophene, dibenzofuran, azadibenzofuran, dibenzoselenophene, triphenylene, azatriphenylene, fluorene, silylfluorene, naphthalene, quinoline, isoquinoline, quinazoline, quinoxaline, phenanthrene, azaphenanthrene, and combinations thereof.

20. A compound composition comprising the compound of any one of claims 1-15.

Images