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 very narrow half-peak width and very high current efficiency and external quantum 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 a compound with a specific structure, an organic electroluminescent device and a compound composition comprising the compound. Background Art

[0002] Organic electronic devices include but are not limited to the following categories: organic light emitting diodes (OLEDs), organic field effect transistors (O-FETs), organic light emitting transistors (OLETs), organic photovoltaic devices (OPVs), dye-sensitized solar cells (DSSCs), organic optical detectors, organic photoreceptors, organic field effect devices (OFQDs), light emitting electrochemical cells (LECs), organic laser diodes and organic 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] US20230117263A1 discloses a guest metal luminescent material, the general formula of which is wherein Ring A1 is selected from a substituted or unsubstituted carbocyclic ring having 5-60 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 1-60 ring carbon atoms, and Ring A4 is The application discloses the following compound in specific structure: This application is directed to a platinum complex containing a fused hexamethylcyclopentane in the A4 ring and its application in devices, but does not disclose or teach a metal complex containing a (hetero)alkane ring fused to an imidazole carbene ring system, let alone disclose or teach the excellent effects brought about by the use of such a metal complex 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 the device efficiency, color saturation, 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, very high current efficiency and external quantum 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 D are selected from unsaturated carbocyclic rings having 5 to 30 carbon atoms, unsaturated heterocyclic rings having 3 to 30 carbon atoms, or combinations thereof, the same or different for each occurrence; Ring E is selected from unsaturated heterocyclic rings having 3 to 30 carbon atoms, the same or different for each occurrence;

[0015] The metal M is selected from metals with a relative atomic mass greater than 40;

[0016] L1, L2 each time appearing are identically or differently selected from a single bond, O, S, Se, (SiR'R') y , PR', NR', (CR'R') y , 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;

[0017] K1-K4 are selected, at each occurrence, identically or differently, from a single bond, O or S;

[0018] Z1-Z3 are selected from C or N at each occurrence, identically or differently;

[0019] Two ortho-ring atoms in ring E are carbon atoms, and are connected to two "*" in formula 2 respectively;

[0020]

[0021] Z is selected, at each occurrence, identically or differently, from C(R z )2,Si(R z )2, NR z , O, S or Se;

[0022] n is selected, identically or differently, from 0, 1, 2, 3, 4 or 5 at each occurrence;

[0023] The substituent R in Formula 1 has a structure represented by Formula 3:

[0024]

[0025] In formula 3,

[0026] "#" indicates the connection position of Formula 3;

[0027] 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;

[0028] Z4-Z7 are selected, at each occurrence, identically or differently, from C or N;

[0029] R a , R b , R d , R e , R f , R g , R n Each occurrence represents identically or differently monosubstituted, polysubstituted or unsubstituted;

[0030] R n1 Each occurrence is identical or different, indicating mono- or poly-substitution; and said R n1selected from the group consisting of: deuterium, 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 ... atom, an alkynyl group having 6 to 30 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;

[0031] R', R a , R b , R d , R e , R f , R g , R n , R z 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;

[0032] The adjacent substituents R', R a , R b , R d , R e , R f , R g , R n , R z Can optionally be linked to form a ring.

[0033] 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.

[0034] According to one embodiment of the present invention, a compound composition is disclosed, which comprises the compound having the structure of Formula 1.

[0035] 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 a very narrow half-peak width, very high current efficiency and external quantum efficiency. These advantages are of great help in improving the level of blue phosphorescent devices. BRIEF DESCRIPTION OF THE DRAWINGS

[0036] Figure 1 is a schematic diagram of an organic light-emitting device that may contain the compounds and compound compositions disclosed herein.

[0037] Figure 2 is a schematic diagram of another organic light-emitting device that may contain the compounds and compound compositions disclosed herein. DETAILED DESCRIPTION

[0038] 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.

[0039] 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.

[0040] 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.

[0041] 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.

[0042] OLED also requires encapsulation layers, such as Figure 2 The organic light emitting device 200 is schematically and non-limitingly shown. Figure 1The 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.

[0043] 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.

[0044] The materials and structures described herein may also be used in other organic electronic devices listed above.

[0045] 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.

[0046] 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.

[0047] 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.

[0048] 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).

[0049] 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.

[0050] The E-type delayed fluorescence feature can be seen in an exciplex system or a single compound. Without being bound by theory, it is believed that the E-type delayed fluorescence requires the luminescent material to have a small singlet-triplet energy gap (ΔE S-T ). Organic non-metal-containing donor-acceptor luminescent materials may be able to achieve this. The emission of these materials is usually characterized by donor-acceptor charge transfer (CT) type emission. The spatial separation of the HOMO and LUMO in these donor-acceptor type compounds usually produces a small ΔE S-T These states may include CT states. Generally, donor-acceptor light-emitting materials are constructed by linking an electron donor moiety (eg, an amino group or a carbazole derivative) to an electron acceptor moiety (eg, a six-membered aromatic ring containing N).

[0051] Definition of Substituent Terms

[0052] Halogen or halide - as used herein includes fluorine, chlorine, bromine and iodine.

[0053] 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.

[0054] 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.

[0055] 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.

[0056] 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.

[0057] 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.

[0058] 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.

[0059] 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.

[0060] 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.

[0061] 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.

[0062] 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.

[0063] 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,

[0064] 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.

[0065] 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.

[0066] 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.

[0067] 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.

[0068] 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.

[0069] 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.

[0070] 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.

[0071] 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.

[0072] 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.

[0073] 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.

[0074] 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:

[0075]

[0076] 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:

[0077]

[0078] 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:

[0079]

[0080] According to one embodiment of the present invention, a compound having a structure of Formula 1 is disclosed:

[0081]

[0082] In formula 1,

[0083] Ring A, Ring B, Ring D are selected from unsaturated carbocyclic rings having 5 to 30 carbon atoms, unsaturated heterocyclic rings having 3 to 30 carbon atoms, or combinations thereof, the same or different for each occurrence; Ring E is selected from unsaturated heterocyclic rings having 3 to 30 carbon atoms, the same or different for each occurrence;

[0084] The metal M is selected from metals with a relative atomic mass greater than 40;

[0085] L1, L2 each time appearing are identically or differently selected from a single bond, O, S, Se, (SiR'R') y , PR', NR', (CR'R') y , 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;

[0086] K1-K4 are selected, at each occurrence, identically or differently, from a single bond, O or S;

[0087] Z1-Z3 are selected from C or N at each occurrence, identically or differently;

[0088] Two ortho-ring atoms in ring E are carbon atoms, and are connected to two "*" in formula 2 respectively;

[0089]

[0090] Z is selected, at each occurrence, identically or differently, from C(R z )2,Si(R z )2, NR z , O, S or Se;

[0091] n is selected, identically or differently, from 0, 1, 2, 3, 4 or 5 at each occurrence;

[0092] The substituent R in Formula 1 has a structure represented by Formula 3:

[0093]

[0094] In formula 3,

[0095] "#" indicates the connection position of Formula 3;

[0096] 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;

[0097] Z4-Z7 are selected, at each occurrence, identically or differently, from C or N;

[0098] R a , R b , R d , R e , R f , R g , R n Each occurrence represents identically or differently monosubstituted, polysubstituted or unsubstituted;

[0099] R n1 Each occurrence is identical or different, indicating mono- or poly-substitution; and said R n1 selected from the group consisting of: deuterium, 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 ... atom, an alkynyl group having 6 to 30 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;

[0100] R', R a , R b , R d , R e , R f , R g , R n , R zThe 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;

[0101] The adjacent substituents R', R a , R b , R d , R e , R f , R g , R n , R z Can optionally be linked to form a ring.

[0102] In this embodiment, two adjacent ring atoms in ring E are carbon and fused with formula 2 to form an (n+2)-membered ring, and n is selected from 0, 1, 2, 3, 4 or 5 at each occurrence. For example, when n is 0, two Zs in formula 2 are connected, and ring E is fused with formula 2 to form a four-membered ring; when n is 1, three Zs in formula 2 are connected, and ring E is fused with formula 2 to form a five-membered ring; when n is 2, four Zs in formula 2 are connected, and ring E is fused with formula 2 to form a six-membered ring. In this article, "unsaturated carbocyclic ring" includes aromatic unsaturated carbocyclic rings (i.e., aromatic rings) and non-aromatic unsaturated carbocyclic rings; "unsaturated heterocyclic rings" include aromatic unsaturated heterocyclic rings (i.e., heteroaromatic rings) and non-aromatic unsaturated heterocyclic rings.

[0103] As used herein, “adjacent substituents R′, R a , R b , R d , R e , R f , R g , R n , Rz "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 two substituents R z Between, the substituent R a Between R', the substituent R b Between R', the substituent R d Between R', the substituent R e and R z Between, 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.

[0104] 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.

[0105] According to one embodiment of the present invention, the M is selected from the group consisting of Cu, Ag, Au, Ru, Rh, Pd, Os, Ir and Pt.

[0106] According to one embodiment of the present invention, the M is selected from Pt or Pd.

[0107] According to one embodiment of the present invention, wherein the M is selected from Pt.

[0108] According to one embodiment of the present invention, the ring A, ring B, ring D, ring F, ring G and ring N are selected from a five-membered unsaturated carbocyclic ring, an aromatic ring with 6-30 carbon atoms, a heteroaromatic ring with 3-30 carbon atoms, or a combination thereof, the same or different when each appears.

[0109] According to one embodiment of the present invention, the ring A, ring B, ring D, ring F, ring G and ring N are selected from a five-membered unsaturated carbocyclic ring, an aromatic ring with 6-18 carbon atoms, a heteroaromatic ring with 3-18 carbon atoms, or a combination thereof, the same or different when each appears.

[0110] According to one embodiment of the present invention, the ring A, ring B, ring D, ring F, ring G and ring N are selected from benzene ring, pyridine ring, indene ring, fluorene ring, indole ring, carbazole ring, indolecarbazole ring, benzofuran ring, dibenzofuran ring, benzosilole ring, dibenzosilole ring, benzothiophene ring, dibenzothiophene ring, dibenzoselenophene ring, cyclopentadiene ring, furan ring, thiophene ring, silole ring, or a combination thereof.

[0111] According to one embodiment of the present invention, the ring E is selected from unsaturated heterocyclic rings having 3 to 24 carbon atoms, the same or different each time it occurs.

[0112] According to one embodiment of the present invention, the ring E is selected from unsaturated heterocyclic rings having 3 to 18 carbon atoms, the same or different each time it occurs.

[0113] According to one embodiment of the present invention, the ring E is selected from an imidazole carbene ring or a benzimidazole carbene ring the same or different each time it appears.

[0114] 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.

[0115] According to one embodiment of the present invention, wherein said L1 is selected from a single bond, O or S.

[0116] According to one embodiment of the present invention, wherein said L1 is selected from a single bond.

[0117] According to one embodiment of the present invention, wherein said K1-K4 is selected from a single bond.

[0118] According to one embodiment of the present invention, Z1 is selected from N, and Z2 and Z3 are selected from C.

[0119] According to one embodiment of the present invention, the compound has a structure represented by one of Formula 1-1 to Formula 1-7:

[0120]

[0121]

[0122] In Formula 1-1 to Formula 1-7,

[0123] L2 is selected, at each occurrence, identically or differently, from a single bond, O, S, Se, (SiR'R') y , PR', NR', (CR'R') y , 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;

[0124] Z is selected, at each occurrence, identically or differently, from C(R z )2,Si(R z )2, NR z , O, S or Se;

[0125] n is 0, 1, 2, 3, 4 or 5;

[0126] Two of X1 to X4 are adjacent to each other and are connected to two "*" in Formula 1-1 to Formula 1-7, and the other two atoms are selected from CR the same or different when they appear each time. x or N; X5 to X 20 Each occurrence is selected from CR x or N;

[0127] The substituent R has a structure shown in Formula 3-1:

[0128]

[0129] In Formula 3-1, 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 n1 , CR n or N, and at least one of N1 to N3 is selected from CR n1 ;

[0130] The R n1selected from the group consisting of: deuterium, 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 ... atom, an alkynyl group having 6 to 30 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;

[0131] The R', R", R x , R f , R g , R n , R z when present identically or differently, are selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted Alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, substituted or unsubstituted amino groups having 0 to 20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof;

[0132] Adjacent substituents R', R", R x , Rf , R g , R n , R z Optionally linked to form a ring.

[0133] In this embodiment, the adjacent substituents R', R, R x , R f , R g , R n , R z "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 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 x and 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.

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

[0135] According to one embodiment of the present invention, each occurrence of Z is identical or different and is selected from C(R z )2.

[0136] According to one embodiment of the present invention, wherein said R z Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, and combinations thereof.

[0137] According to one embodiment of the present invention, wherein said R z Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, methyl, ethyl, n-propyl, isopropyl, cyclopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, phenyl, and combinations thereof.

[0138] According to one embodiment of the present invention, each occurrence of Z is identical or different and is selected from C(Rz )2, and R z At least one (e.g., one or two or three or four) of the moieties is selected from the group consisting of deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, and combinations thereof.

[0139] According to one embodiment of the present invention, each occurrence of Z is identical or different and is selected from C(R z )2, and R z At least one or two of the above is selected from the group consisting of deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, and combinations thereof.

[0140] According to one embodiment of the present invention, wherein n is 0, 1, 2 or 3.

[0141] According to one embodiment of the present invention, wherein said n is 1 or 2.

[0142] According to one embodiment of the present invention, X1 and X2 are C and connected to two "*" in Formula 1-1 to Formula 1-7, and X3 to X 20 Each occurrence is selected from CR x .

[0143] According to one embodiment of the present invention, X2 and X3 are C and connected to two "*" in Formula 1-1 to Formula 1-7, and X1, X4 to X 20 Each occurrence is selected from CR x .

[0144] According to one embodiment of the present invention, wherein said N1 and N3 are each independently selected from CR n ; N2 is selected from CR n1 , and the R n1Each occurrence is identically or differently selected from the group consisting of deuterium, halogen, cyano, 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, substituted or unsubstituted alkylgermanyl having 3-20 carbon atoms, and combinations thereof.

[0145] According to one embodiment of the present invention, wherein said R n1 Each occurrence is identically or differently selected from the group consisting of: deuterium, fluorine, cyano, substituted or unsubstituted alkyl having 2-7 carbon atoms, substituted or unsubstituted cycloalkyl having 3-8 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, and combinations thereof.

[0146] According to one embodiment of the present invention, wherein said R n1 Each occurrence is identically or differently selected from the group consisting of 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, and combinations thereof.

[0147] 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 , the R f , R g is selected from hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, or a combination thereof.

[0148] According to one embodiment of the present invention, wherein said R f , R gis selected from 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, or a combination thereof.

[0149] According to one embodiment of the present invention, wherein said R f , R g is selected from hydrogen, deuterium, or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

[0150] According to one embodiment of the present invention, wherein said R f , R g Selected from hydrogen or deuterium.

[0151] According to one embodiment of the present invention, F1 to F5 and G1 to G5 are each independently selected from CH or CD.

[0152] According to one embodiment of the present invention, the F1 to F5 and G1 to G5 are each independently selected from CD.

[0153] 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 , the R f , R g At least one of the radicals is selected from 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 alkylsilyl having 3 to 20 carbon atoms, or a combination thereof.

[0154] 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 , the R f , R g At least one of them is selected from deuterium, or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

[0155] According to one embodiment of the present invention, wherein R', R", R x , R nEach 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.

[0156] According to one embodiment of the present invention, R', R", R x , R n 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.

[0157] According to one embodiment of the present invention, the substituent R is selected from the group consisting of structures An-1 to An-79 the same or different each time it appears, and the specific structures of An-1 to An-79 are shown in claim 14.

[0158] According to one embodiment of the present invention, the hydrogen in the structures An-1 to An-79 can be partially or completely replaced by deuterium.

[0159] According to one embodiment of the present invention, each occurrence of L2 is identical or different and is selected from a single bond, O, S, (CR'R') y , (SiR'R') y , PR', NR', or a combination thereof; said y is 1 or 2.

[0160] According to one embodiment of the present invention, each occurrence of L2 is identically or differently selected from a single bond, O or S.

[0161] According to one embodiment of the present invention, wherein said L2 is selected from O.

[0162] According to one embodiment of the present invention, the compound has Pt(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, respectively. a Choose from L a 1-1 to L a 1-63, L a2-1 to L a 2-34, and L a 3-1 to L a 3-44 group, the L b Choose from L b 1-1 to L b 1-22, L b 2-1 to L b 2-30, L b 3-1 to L b 3-26, L b 4-1 to L b 4-25, and L b 5-1 to L b For a group consisting of 5-11 people, the L a 1-1 to L a 1-63, L a 2-1 to L a 2-34, L a 3-1 to L a 3-44, L b 1-1 to L b 1-22, L b 2-1 to L b 2-30, L b 3-1 to L b 3-26, L b 4-1 to L b 4-25, and L b 5-1 to L b For the specific structure of 5-11, please see claim 16.

[0163] According to one embodiment of the present invention, the compound is selected from the group consisting of compound Pt1 to compound Pt626, and the specific structures of compound Pt1 to compound Pt626 are shown in claim 16.

[0164] According to one embodiment of the present invention, an electroluminescent device is disclosed, comprising:

[0165] anode,

[0166] cathode,

[0167] 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.

[0168] According to an embodiment of the present invention, the organic layer is a light-emitting layer, and the compound is a light-emitting material.

[0169] According to an embodiment of the present invention, the device emits blue light.

[0170] According to an embodiment of the present invention, the device emits white light.

[0171] According to an embodiment of the present invention, the light-emitting layer comprises at least one host material.

[0172] According to an embodiment of the present invention, the light-emitting layer comprises at least two host materials.

[0173] 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.

[0174] 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.

[0175] Combination with other materials

[0176] 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.

[0177] 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.

[0178] 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.

[0179] Material synthesis example:

[0180] 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:

[0181] Synthesis Example 1: Synthesis of Compound Pt7:

[0182] Step 1: Synthesis of intermediate 1

[0183]

[0184] At 0°C, under nitrogen protection, 2-bromo-3-chlorotoluene (62.0 g, 301.7 mmol) and dibenzoyl peroxide (BPO, 7.3 g, 30.1 mmol) were added to acetonitrile (1.5 L), and NBS (65.0 g, 365.2 mmol) was added in batches, and heated to 80°C with stirring. After the reaction was completed, water was added to quench, and the mixture was extracted with ethyl acetate. The organic phase was concentrated and intermediate 1 (72.0 g, 253.2 mmol) was obtained by column chromatography.

[0185] Step 2: Synthesis of intermediate 2

[0186]

[0187] LDA (127 mL, 254 mmol) was placed in a 500 mL three-necked flask, stirred at -78 °C for half an hour, methyl isobutyrate (29 mL, 254 mmol) was added, and stirring continued for half an hour. Intermediate 1 (36.1 g, 127.2 mmol) was then added, the reaction was slowly heated to room temperature, and stirred for 4 h. The reaction solution after the reaction was completed was filtered through diatomaceous earth, concentrated, and then subjected to column chromatography to obtain intermediate 2 (40 g, 130.9 mmol).

[0188] Step 3: Synthesis of intermediate 3

[0189]

[0190] Dissolve intermediate 2 (13 g, 42.5 mmol) in tetrahydrofuran (128 mL), cool the system to 0°C, add methylmagnesium bromide (42.6 mL, 128.1 mmol) dropwise, and warm to room temperature for reaction. After the reaction is complete, quench the reaction system with aqueous ammonium chloride solution, extract with dichloromethane, concentrate the organic phase, and obtain intermediate 3 (12 g, 39.3 mmol) by column chromatography. Step 4: Synthesis of intermediate 4

[0191]

[0192] At 0°C, under nitrogen protection, intermediate 3 (12 g, 39.3 mmol) was dissolved in dichloromethane (72 mL), and trifluoromethanesulfonic acid (11.9 g, 79.3 mmol) was added dropwise. After the addition, the temperature was raised to room temperature for reaction. The reaction system was quenched with water, extracted with dichloromethane, concentrated, and purified by column chromatography to obtain intermediate 4 (8.0 g, 27.8 mmol).

[0193] Step 5: Synthesis of intermediate 6

[0194]

[0195] Under nitrogen protection, intermediate 4 (4.0 g, 13.9 mmol), intermediate 5 (4.4 g, 14.1 mmol), palladium acetate (158.6 mg, 0.7 mmol), tri-tert-butylphosphine tetrafluoroborate (406.1 mg, 1.4 mmol), sodium tert-butoxide (2.7 g, 28 mmol) were added to a 500 mL flask, 70 mL of toluene was added, and the mixture was stirred at 110° C. overnight. After the reaction was completed, intermediate 6 (4.1 g, 7.9 mmol) was obtained by purification by column chromatography.

[0196] Step 6: Synthesis of intermediate 8

[0197]

[0198] Under nitrogen protection, intermediate 6 (4.1 g, 7.9 mmol), intermediate 7 (3.3 g, 8.1 mmol), Pd (OAc) 2 (90.6 mg, 0.4 mmol), S-Phos (324.3 mg, 0.79 mmol), sodium tert-butoxide (1.5 g, 15.6 mmol), xylene (79 mL) were added to a flask, and the reaction was heated to 140 ° C and stirred overnight. After the reaction was completed, it was cooled to room temperature, the reaction solution was filtered through diatomaceous earth, concentrated and purified by column chromatography to obtain intermediate 8 (4.5 g, 5.1 mmol).

[0199] Step 7: Synthesis of Intermediate 9

[0200]

[0201] Under nitrogen protection, intermediate 8 (4.5 g, 5.1 mmol), triethyl orthoformate (22.8 g, 153.7 mmol) and concentrated hydrochloric acid (1.2 mL) were added to a flask. The reaction was heated to 100°C and stirred overnight. After the reaction was completed by TLC, the reaction solution was cooled to room temperature, concentrated and purified by column chromatography to obtain intermediate 9 (3.0 g, 3.2 mmol).

[0202] Step 8: Synthesis of compound Pt7

[0203]

[0204] Under nitrogen protection, intermediate 9 (3.0 g, 3.2 mmol), Ag2O (0.37 g, 1.6 mmol), 1,2-dichloroethane (32 mL) were added to a flask and reacted at room temperature for 12 h. After the reaction was complete, the solvent was concentrated under reduced pressure, (1,5-cyclooctadiene) platinum dichloride (1.2 g, 3.2 mmol) was added, and 1,2-dichlorobenzene (32 mL) was added. Under argon protection, the reaction temperature was raised to 185 ° C and stirred for 24 h. After the reaction was cooled to room temperature, the reaction solution was purified by column chromatography to obtain compound Pt7 (1.5 g, 1.4 mmol). The product was identified as the target product with a molecular weight of 1091.5.

[0205] Synthesis Example 2: Synthesis of Compound Pt3

[0206] Step 1: Synthesis of intermediate 10

[0207]

[0208] Intermediate 2 (20 g, 65.4 mmol) was dissolved in 190 mL of methanol, 160 mL of water was added, and sodium hydroxide (7.9 g, 196.4 mmol) was added, and the mixture was heated to 60°C for two hours. After the reaction was completed, the mixture was cooled to room temperature, concentrated hydrochloric acid was added to adjust the pH of the system to 3.0, and the organic phase was extracted with ethyl acetate. The organic phases were combined and concentrated to obtain intermediate 10 (15 g, 51.4 mmol).

[0209] Step 2: Synthesis of intermediate 11

[0210]

[0211] At room temperature, intermediate 10 (15 g, 51.4 mmol) was dissolved in 300 ml of dichloromethane, trifluoromethanesulfonic acid (23.3 g, 155 mmol) was slowly added dropwise to the reaction solution, and the reaction was stirred overnight. The reaction solution was introduced into ice water, stirred, and the aqueous phase was extracted three times with dichloromethane, and the organic phases were combined and column chromatography was used to obtain intermediate 11 (10 g, 36.6 mmol).

[0212] Step 3: Synthesis of intermediate 12

[0213]

[0214] Intermediate 11 (5.5 g, 20.1 mmol) was dissolved in 80 mL methanol, stirred at 0°C for half an hour, and NaBH4 (2.3 g, 60.8 mmol) was added in batches. After the reaction was completed, a small amount of water was added to quench the reaction, and most of the methanol was concentrated to remove it. Then, dichloromethane was added to extract the aqueous phase three times. After the organic phases were combined, they were concentrated and dissolved in 200 ml of dichloromethane, and Et3SiH (5.86 g, 50.5 mmol) was added. The mixture was stirred at 0°C for half an hour, and trifluoroacetic acid (TFA, 5.1 g, 44.7 mmol) was gradually added dropwise. After the reaction was completed, the solvent was concentrated to remove it, and intermediate 12 (2.7 g, 10.5 mmol) was obtained by column chromatography.

[0215] Step 4: Synthesis of intermediate 13

[0216]

[0217] Under nitrogen protection, intermediate 12 (2.7 g, 10.5 mmol), intermediate 5 (3.3 g, 10.5 mmol), palladium acetate (120 mg, 0.53 mmol), tri-tert-butylphosphine tetrafluoroborate (305 mg, 1.05 mmol), sodium tert-butoxide (2.0 g, 21 mmol) were added to a 100 mL flask, and 53 mL of toluene was added. The mixture was stirred at 110 ° C. overnight. After the reaction was completed, it was cooled to room temperature, filtered through diatomaceous earth, the organic phase was concentrated, and the intermediate 13 (3.94 g, 8.2 mmol) was obtained by purification by column chromatography.

[0218] Step 5: Synthesis of intermediate 14

[0219]

[0220] Under nitrogen conditions, intermediate 13 (3.94 g, 8.2 mmol), intermediate 7 (3.34 g, 8.2 mmol), palladium acetate (92.8 mg, 0.41 mmol), S-Phos (336.6 mg, 0.82 mmol), sodium tert-butoxide (1.6 g, 16.4 mmol) and xylene (82 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 14 (3.5 g, 4.1 mmol).

[0221] Step 6: Synthesis of intermediate 15

[0222]

[0223] Under nitrogen conditions, intermediate 14 (3.5 g, 4.1 mmol), triethyl orthoformate (18.3 g, 123.3 mmol) and concentrated hydrochloric acid (0.9 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 15 (3.1 g, 3.42 mmol).

[0224] Step 7: Synthesis of compound Pt3

[0225]

[0226] Under nitrogen conditions, intermediate 15 (3.1 g, 3.42 mmol), silver oxide (0.396 g, 1.71 mmol), and 1,2-dichloroethane (34 mL) were added to a 100 mL flask and reacted at room temperature for 12 h. After the reaction was complete, the solvent was concentrated under reduced pressure, (1,5-cyclooctadiene) platinum dichloride (1.3 g, 3.42 mmol) was added, and 1,2-dichlorobenzene (34 mL) was added. Under argon protection, the reaction temperature was raised to 185 ° C and stirred for 24 h. After the reaction was cooled to room temperature, it was purified by column chromatography to obtain compound Pt3 (1.6 g, 1.5 mmol). The product was identified as the target product with a molecular weight of 1063.5.

[0227] Synthesis Example 3: Synthesis of Compound Pt33

[0228] Step 1: Synthesis of intermediate 17

[0229]

[0230] Under nitrogen conditions, intermediate 5 (3.1 g, 10 mmol), intermediate 16 (3 g, 10 mmol), palladium acetate (0.11 g, 0.5 mmol), BINAP (0.6 g, 1.0 mmol), sodium tert-butoxide (1.92 g, 20 mmol) and toluene (50 mL) were reacted, the temperature was raised to 110°C and stirred overnight. After the reaction was completed by TLC, the reaction was cooled to room temperature, the reaction solution was concentrated and then subjected to column chromatography to obtain intermediate 17 (4.26 g, 8 mmol).

[0231] Step 2: Synthesis of intermediate 18

[0232]

[0233] Under nitrogen conditions, intermediate 17 (4.26 g, 8 mmol), intermediate 7 (4 g, 10 mmol), palladium acetate (0.16 g, 0.7 mmol), S-Phos (0.58 g, 1.4 mmol), sodium tert-butoxide (1.92 g, 20 mmol) and xylene (100 mL) were added to a flask. The reaction was heated to 140 °C and stirred overnight. After the reaction was completed, the reaction was detected by TLC, cooled to room temperature, and the reaction solution was concentrated and subjected to column chromatography to obtain intermediate 18 (4.5 g, 5 mmol).

[0234] Step 3: Synthesis of intermediate 19

[0235]

[0236] Under nitrogen, intermediate 18 (4.5 g, 5.0 mmol), triethyl orthoformate (22.3 g, 150.3 mmol), and concentrated hydrochloric acid (1 mL) were added to a flask, the reaction temperature was raised to 100°C, and the mixture was stirred overnight. After the reaction was completed by TLC, the mixture was cooled to room temperature, the reaction solution was concentrated, and intermediate 19 (4.7 g, 5.0 mmol) was obtained by column chromatography. Step 4: Synthesis of compound Pt33

[0237]

[0238] Under nitrogen, intermediate 19 (4.7 g, 5.0 mmol) and Ag2O (0.64 g, 2.75 mmol) were added to DCE (50 mL) and reacted at room temperature for 24 h. After the reaction was complete, the solvent was evaporated under reduced pressure, and (1,5-cyclooctadiene) platinum dichloride (1.87 g, 5 mmol) was added. After adding dichlorobenzene (80 mL), the reaction temperature was raised to 190 ° C and stirred for 60 h. After the reaction solution was cooled to room temperature, compound Pt33 (0.4 g, 0.36 mmol) was obtained by column chromatography. The product was identified as the target product with a molecular weight of 1105.5.

[0239] 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.

[0240] 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. A person 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. A person 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, and 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; or, the ratio can be 60:40 to 40:60.

[0241] Device Embodiment

[0242] Device Example 1

[0243] 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 -7 Compound HI and compound HT were co-deposited as a hole injection layer (HIL, weight ratio of 3:97), 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 P-Host as the first host, the compound HB as the second host, and the compound Pt7 of the present invention as the dopant were co-evaporated to form an emitting layer (EML, weight ratio of 52.9:35.1:12) with a thickness of Compound HB was used as the hole blocking layer (HBL) with a thickness of On the hole blocking layer, compound ET and 8-hydroxyquinoline-lithium (Liq) were co-evaporated as an electron transport layer (ETL, weight ratio of 40:60) 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.

[0244] Device Example 2

[0245] The implementation of Device Example 2 is the same as that of Device Example 1, except that the present compound Pt3 is used instead of the present compound Pt7 in the light emitting layer (EML).

[0246] Device Example 3

[0247] The implementation of Device Example 3 is the same as that of Device Example 1, except that the present compound Pt33 is used instead of the present compound Pt7 in the light emitting layer (EML).

[0248] Device Comparison Example 1

[0249] The implementation of Comparative Device Example 1 is the same as that of Example 1, except that the compound Pt-A ​​is used in the light emitting layer (EML) instead of the compound Pt7 of the present invention.

[0250] Device Comparison Example 2

[0251] The implementation of Comparative Device Example 2 is the same as that of Example 1, except that the compound Pt-B is used in the light emitting layer (EML) instead of the compound Pt7 of the present invention.

[0252] 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.

[0253] Table 1 Partial device structures of device embodiments and comparative examples

[0254]

[0255]

[0256] The material structure used in the device is shown below:

[0257]

[0258]

[0259] At 10mA / cm 2 The CIE values ​​of Examples 1-3 and Comparative Example 1 were measured, and the maximum emission wavelength (λ max ), half maximum width (FWHM), current efficiency (CE) and external quantum efficiency (EQE). The relevant data are shown in Table 2.

[0260] Table 2 Device data

[0261]

[0262] In Comparative Example 1, a compound not having the specific fused (hetero)alkane ring and the specific R n1 As the luminescent material, the comparative compound Pt-A ​​with the substituent group is used. Compared with Comparative Example 1, Examples 1-3 all have narrower FWHM, and more importantly, CE and EQE are greatly improved, CE is increased by 16.4%, 16.8% and 21.5%, respectively, and EQE is increased by 27%, 25.6% and 26.8%, respectively. The above data comparison proves that the luminescent material with specific fused (hetero)alkane ring and specific R n1 The advantages of the compound of formula 1 with the substituents. In Comparative Example 2, a compound having the specific fused (hetero)alkane ring of the present invention but not having the specific R n1The comparative compound Pt-B with a substituent group is used as a light-emitting material. From the data in Table 2, it can be seen that the device performance of Comparative Example 2 is already at a very high level in blue phosphorescent devices, with low voltage, high CE and high EQE device performance. Compared with Comparative Example 2, Example 1 has a narrower FWHM, the device efficiency has been further improved, the CE has been improved by 4.5%, and more importantly, the EQE has been greatly improved by 11.2%; the above data comparison once again proves that the specific fused (hetero)alkane ring and specific R of the present invention are n1 The advantages of the compound of formula 1 with a substituent. It is unexpected that the compound of formula 1 of the present invention can have a narrower half-peak width and can significantly improve the CE and EQE of the device, especially the CIEy of Example 1 is as low as 0.138, the half-peak width is as narrow as 20.4nm, and the EQE is as high as 21.59%, that is, it has more saturated blue light emission and very high EQE at the same time, which achieves very excellent device performance in blue phosphorescent devices.

[0263] In summary, the compound of formula 1 of the present invention can be applied to blue light phosphorescent organic electroluminescent devices to achieve a very narrow half-width, as well as very high current efficiency and external quantum efficiency, thereby improving the overall performance of the device. These advantages are of great help in improving the level of blue light devices and have potential application value.

[0264] 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 D are selected from unsaturated carbocyclic rings having 5 to 30 carbon atoms, unsaturated heterocyclic rings having 3 to 30 carbon atoms, or combinations thereof, the same or different for each occurrence; Ring E is selected from unsaturated heterocyclic rings having 3 to 30 carbon atoms, the same or different for each occurrence; 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', (CR'R') y , 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; 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; Two adjacent ring atoms in ring E are carbon atoms, and are connected to the two "*" in formula 2 respectively; Z is selected, at each occurrence, identically or differently, from C(R z )2,Si(R z )2, NR z , O, S or Se; n is selected, identically or differently, from 0, 1, 2, 3, 4 or 5 at each occurrence; The substituent R in Formula 1 has a structure represented by Formula 3: In formula 3, "#" indicates the connection position of Formula 3; 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 a , R b , R d , R e , R f , R g , R n Each occurrence is identical or different, indicating mono-, poly- or unsubstituted; R n1 Each occurrence is identical or different, indicating mono- or poly-substitution; and said R n1 selected from the group consisting of: deuterium, 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 ... atom, an alkynyl group having 6 to 30 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', R a , R b , R d , R e , R f , R g , R n , R z 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 b , R d , R e , R f , R g , R n , R z Can optionally be linked to form a ring.

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

3. The compound according to claim 1 or 2, wherein the ring A, ring B, ring D, ring F, ring G and ring N are selected from a five-membered unsaturated carbocyclic ring, an aromatic ring having 6 to 30 carbon atoms, a heteroaromatic ring having 3 to 30 carbon atoms, or a combination thereof, the same or different each time the ring A appears; the ring E is selected from an unsaturated heterocyclic ring having 3 to 24 carbon atoms, the same or different each time the ring E appears; Preferably, each occurrence of Ring A, Ring B, Ring D, 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, a heteroaromatic ring having 3-18 carbon atoms, or a combination thereof; each occurrence of Ring E is identical or different and is selected from an unsaturated heterocyclic ring having 3-18 carbon atoms; More preferably, the ring A, ring B, ring D, ring F, ring G and ring N are selected from benzene ring, pyridine ring, indene ring, fluorene ring, indole ring, carbazole ring, indolecarbazole ring, benzofuran ring, dibenzofuran ring, benzosilole ring, dibenzosilole ring, benzothiophene ring, dibenzothiophene ring, dibenzoselenophene ring, cyclopentadiene ring, furan ring, thiophene ring, silole ring, or a combination thereof at each occurrence; the ring E is selected from imidazole carbene ring or benzimidazole carbene ring at each occurrence at the same or different times.

4. The compound according to claim 1 or 2, 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.

5. The compound of claim 1 or 2, wherein said K1-K4 is selected from a single bond.

6. The compound of claim 1 or 2, wherein Z1 is selected from N, and Z2 and Z3 are selected from C.

7. The compound according to claim 1, wherein the compound has a structure represented by one of Formula 1-1 to Formula 1-7: In Formula 1-1 to Formula 1-7, L2 is selected, at each occurrence, identically or differently, from a single bond, O, S, Se, (SiR'R') y , PR', NR', (CR'R') y , 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; Z is selected, at each occurrence, identically or differently, from C(R z )2,Si(R z )2, NR z , O, S or Se; n is 0, 1, 2, 3, 4 or 5; Two of the adjacent atoms in X1 to X4 are C, and the other two atoms are selected from CR the same or different each time they appear. x or N; X5 to X 20 Each occurrence is the same or different selection from CR x or N; The substituent R has a structure shown in Formula 3-1: In Formula 3-1, 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 n1 , CR n or N, and at least one of N1 to N3 is selected from CR n1 ; The R n1 selected from the group consisting of: deuterium, 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 ... atom, an alkynyl group having 6 to 30 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 R', R", R x , R f , R g , R n , R z when present identically or differently, are selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted Alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, substituted or unsubstituted amino groups having 0 to 20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof; Adjacent substituents R', R", R x , R f , R g , R n , R z optionally linked to form a ring; Preferably, the compound has a structure represented by Formula 1-1.

8. The compound of claim 1 or 7, wherein each occurrence of Z is identically or differently selected from C(R z )2, and the R z each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, and combinations thereof; Preferably, the R z Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, methyl, ethyl, n-propyl, isopropyl, cyclopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, phenyl, and combinations thereof.

9. The compound of claim 1 or 7, wherein n is 0, 1, 2 or 3; preferably, n is 1 or 2.

10. The compound as claimed in claim 7, wherein X1 and X2 are C, X3 to X 20 Each occurrence is the same or different selection from CR x ; or X2 and X3 are C, X1, X4 to X 20 Each occurrence is the same or different selection from CR x .

11. The compound of claim 7, 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: deuterium, halogen, cyano, 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, substituted or unsubstituted alkylgermanyl having 3-20 carbon atoms, and combinations thereof; Preferably, the R n1 each occurrence is identically or differently selected from the group consisting of: deuterium, fluorine, cyano, substituted or unsubstituted alkyl having 2 to 7 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 8 ring carbon atoms, substituted or unsubstituted aryl having 6 to 12 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 12 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 6 carbon atoms, substituted or unsubstituted alkylgermanyl having 3 to 6 carbon atoms, and its combination; More preferably, the R n1 Each occurrence is identically or differently selected from the group consisting of 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, and combinations thereof.

12. The compound according to claim 7, wherein each of F1 to F5 is independently selected from CR f , G1 to G5 are each independently selected from CR g , the R f , R g is selected from hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, or a combination thereof; Preferably, the R f , R g is selected from 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, or a combination thereof; More preferably, the R f , R g is selected from hydrogen, deuterium, or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

13. The compound of claim 7, wherein R', R", R x , R n 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; Preferably, R', R", R x , R n 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.

14. The compound of claim 1 or 7, wherein the substituent R is selected from the group consisting of An-1 to An-79 at each occurrence, the same or different: in, Optionally, hydrogen in the structures An-1 to An-79 can be partially or fully replaced by deuterium.

15. The compound of claim 1 or 7, wherein each occurrence of L2 is identically or differently selected from a single bond, O, S, (CR'R') y , (SiR'R') y , PR', NR', or a combination thereof; said y is 1 or 2; Preferably, each occurrence of L2 is identically or differently selected from a single bond, O or S; More preferably, L2 is selected from O.

16. The compound of claim 1, wherein the compound has Pt(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, respectively. a Choose from L a 1-1 to L a 1-63, L a 2-1 to L a 2-34, and L a 3-1 to L a Groups composed of 3-44: The L a The "#" in the structure indicates that the L a Structure and L b The location of the connection; Among them, ligand L b Choose from L b 1-1 to L b 1-22, L b 2-1 to L b 2-30, L b 3-1 to L b 3-26, L b 4-1 to L b 4-25, and L b 5-1 to L b Groups composed of 5-11: The L b In the structure, "i-Pr" represents isopropyl, "t-Bu" represents tert-butyl, and "TMS" represents trimethylsilyl; The L b In the structure Indicates the L b 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 Pt626; Wherein, the compounds Pt1 to Pt626 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:

17. 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 16.

18. The organic electroluminescent device according to claim 17, wherein the organic layer is a light-emitting layer, and the compound is a light-emitting material.

19. An organic electroluminescent device as described in claim 18, 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, silyfluorene, naphthalene, quinoline, isoquinoline, quinazoline, quinoxaline, phenanthrene, azaphenanthrene, and combinations thereof.

20. A compound composition comprising the compound of any one of claims 1-16.

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