Organic Electroluminescent Materials and Devices

Abstract

Organic electroluminescent materials and devices are disclosed. The organic electroluminescent material is a metal complex containing an La ligand having the structure of Formula 1. When these metal complexes are applied to organic electroluminescent devices, very excellent device performance can be achieved, especially the improvement of device lifetime and device efficiency. It has great application prospects in the fields of white light and low blue light sources. Also disclosed are an organic electroluminescent device containing the metal complex and a compound composition containing the metal complex.

Description

Technical Field

[0001] The present invention relates to compounds for use in organic electronic devices, such as organic light-emitting devices. More particularly, it relates to a metal complex comprising a ligand having the structure of Formula 1, and an organic light-emitting device and a compound composition comprising the metal complex. a Background Art

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

[0003] In 1987, Tang and Van Slyke of Eastman Kodak reported a bilayer organic light-emitting device that included an arylamine hole transport layer and a tris-8-hydroxyquinoline-aluminum layer as an electron transport layer and a light-emitting layer (Applied Physics Letters, 1987, 51(12):913-915). Once a bias voltage was applied to the device, green light was emitted from the device. This invention laid the foundation for the development of modern organic light-emitting diodes (OLEDs). The state-of-the-art OLEDs can include multiple layers, such as charge injection and transport layers, charge and exciton blocking layers, and one or more light-emitting layers between a cathode and an anode. Since OLEDs are a self-emitting solid-state device, 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 in the fabrication of flexible substrates.

[0004] ​OLEDs can be classified into three different types according to their emission mechanisms. The OLED invented by Tang and van Slyke is a fluorescent OLED. It only uses singlet emission. The triplets generated in the device are 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 use triplet emission from heavy metals in complexes as emitters. Therefore, it is able to harvest both singlet and triplet states, achieving 100% IQE. Due to its high efficiency, the discovery and development of phosphorescent OLEDs have directly contributed to the commercialization of active-matrix OLEDs (AMOLEDs). Recently, Adachi achieved high efficiency through thermally activated delayed fluorescence (TADF) of organic compounds. These emitters have small singlet-triplet energy gaps, making it possible for excitons to return from the triplet state to the singlet state. In TADF devices, triplet excitons can generate singlet excitons through reverse intersystem crossing, resulting in high IQE.

[0005] OLEDs can also be classified into small molecule and polymer OLEDs according to the form of the materials used. Small molecules refer to any organic or organometallic materials that are not polymers. As long as they have a precise structure, the molecular weight of small molecules can be large. Dendrimers with a well-defined structure are considered small molecules. Polymer OLEDs include conjugated polymers and non-conjugated polymers with side-chain emitting groups. If post-polymerization occurs during the manufacturing process, small molecule OLEDs can turn into polymer OLEDs.

[0006] There are various methods for manufacturing OLEDs. 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. If the materials can be dissolved or dispersed in a solvent, small molecule OLEDs can also be manufactured by solution methods.

[0007] The emission color of OLEDs can be achieved through the structural design of the emitting materials. OLEDs can include one or more emitting layers to achieve the desired spectrum. For green, yellow, and red OLEDs, phosphorescent materials have been successfully commercialized. Blue phosphorescent devices still have problems such as blue color unsaturation, short device lifetime, and high operating voltage. Commercial full-color OLED displays usually adopt a hybrid strategy, using blue fluorescence and phosphorescent yellow, or red and green. Currently, the rapid reduction of the efficiency of phosphorescent OLEDs at high brightness is still a problem. In addition, more saturated emission spectra, higher efficiency, and longer device lifetimes are desired.

[0008] US2014021447A1 discloses a metal complex structure as shown below Among them, Z is a single bond or does not exist, and the following iridium complexes are further disclosed: This application discloses a metal complex in which a carbazole group is connected to the 5-position of pyridine in a phenyl-pyridine ligand, but this application does not disclose or teach a metal complex in which a specific substituent is connected to the 4-position of pyridine in a hexafused pentafused hexafused-ring pyridine ligand and its influence on device performance.

[0009] US7816016B1 discloses a metal complex structure as follows Among them, R1 is selected from structures such as indole, indoline, carbazole, tetrahydrocarbazole, phenanthroline, phenazine, phenanthridine, quinoxaline, pyrrole or CHAr2, etc., and further discloses a ligand in which a carbazole substitution is present at the 4-position of pyridine in a fluorine-substituted phenylpyridine of the metal complex. This application discloses a metal complex in which some heteroaryl groups such as carbazole are connected to the 4-position of pyridine in a phenyl-pyridine ligand and fluorine substitution is present on the phenyl, but does not disclose organic electroluminescent device data, nor does it disclose or teach a metal complex in which a specific substituent is connected to the 4-position of pyridine in ligands of other structures, such as a hexafused pentafused hexafused-ring pyridine ligand, and its influence on device performance. SUMMARY OF THE INVENTION

[0010] The present invention aims to provide a series of metal complexes containing a ligand L having the structure of Formula 1 a to solve at least part of the above problems. The metal complex can be used as a light-emitting material in an electroluminescent device. The application of these novel compounds in an electroluminescent device can provide better device performance, such as improvement in device efficiency and device lifetime, and significantly improve the overall performance of the device.

[0011] According to an embodiment of the present invention, a metal complex is disclosed, which comprises a metal M and a ligand L coordinated with the metal M a , L a has a structure represented by Formula 1:

[0012]

[0013] Among them,

[0014] the metal M is selected from metals having a relative atomic mass greater than 40;

[0015] Z is selected from the group consisting of O, S, Se, NR', CR'R' and SiR'R'; when two R' are present simultaneously, the two R' are the same or different;

[0016] The substituent R y represents single substitution, multiple substitution or no substitution;

[0017] X1-X8 are each independently selected from C, CR xor N; and one of X1 - X4 is selected from C and is connected to the pyridine in Formula 1;

[0018] Substituent R n has the structure represented by Formula 2:

[0019]

[0020] Wherein, in Formula 2,

[0021] Substituent R A and R B each occurrence is the same or different and represents mono - substitution, multi - substitution or no substitution;

[0022] Ring A and Ring B are the same or different and are selected from a carbocyclic ring having 3 - 30 ring atoms or a heterocyclic ring having 3 - 30 ring atoms;

[0023] A1, A2, B1, B2, E each occurrence is the same or different and is selected from C, N, B, P, CR''', SiR''' or GeR'''; [[ID=2,6]]

[0024] L is selected from a single bond, O, S, SO2, Se, NR'', CR''R'', SiR''R'', GeR''R'', BR'', PR'', P(O)R'', R''C = CR'', a substituted or unsubstituted alkylene having 1 - 20 carbon atoms, a substituted or unsubstituted heteroalkylene having 1 - 20 carbon atoms, a substituted or unsubstituted cycloalkylene having 3 - 20 carbon atoms, a substituted or unsubstituted heterocycloalkylene having 3 - 20 ring atoms, a substituted or unsubstituted arylene having 6 - 30 carbon atoms, a substituted or unsubstituted heteroarylene having 3 - 30 carbon atoms, or a combination thereof;

[0025] Substituents R', R'', R''', R x ,R y ,R A and R BEach occurrence is the same as or different from and is selected from the group consisting of: 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 heterocyclic group having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted alkynyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted alkylgermyl having 3-20 carbon atoms, substituted or unsubstituted arylgermyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl group, carbonyl group, carboxyl group, ester group, cyano group, isocyano group, hydroxyl group, mercapto group, sulfinyl group, sulfonyl group, phosphino group, and combinations thereof;

[0026] "*" represents the connecting position of Formula 2;

[0027] Adjacent substituents R', R x , R", R"', R A , R B , R y can optionally be connected to form a ring.

[0028] According to another embodiment of the present invention, an electroluminescent device is also disclosed, which includes: an anode, a cathode, and an organic layer disposed between the anode and the cathode, and at least one layer of the organic layer contains the metal complex described in the above embodiment.

[0029] According to another embodiment of the present invention, a compound composition is also disclosed, which contains the metal complex described in the above embodiment.

[0030] A series of metal complexes containing the ligand L having the structure of Formula 1 disclosed in the present invention a can be used as light-emitting materials in electroluminescent devices. When applied to electroluminescent devices, very excellent device performance can be obtained, such as the improvement of device efficiency and device life, and the comprehensive performance of the device can be significantly improved. It has great application prospects in white light and low blue light sources. BRIEF DESCRIPTION OF THE DRAWINGS

[0031] Figure 1 is a schematic diagram of an organic light-emitting device that can contain the metal complex and compound composition disclosed herein.

[0032] Figure 2 It is a schematic diagram of another organic light-emitting device that may contain the metal complexes and compound compositions disclosed in this article. Detailed implementation manners

[0033] OLEDs can be fabricated on various substrates, such as glass, plastic, and metal. Figure 1 The organic light-emitting device 100 is schematically and non-limitingly shown. The figures are not necessarily drawn to scale, and some layer structures in the figures can also 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 fabricated by sequentially depositing the described layers. The properties and functions of each layer and exemplary materials are described in more detail in columns 6-10 of U.S. Patent No. 7,279,704B2, the entire content of the above patent is incorporated herein by reference.

[0034] There are more examples for each of these layers. For example, U.S. Patent No. 5,844,363, which is incorporated herein by reference in its entirety, discloses a flexible and transparent substrate-anode combination. An example of a p-doped hole transport layer is m-MTDATA doped with F4-TCNQ at a molar ratio of 50:1, as disclosed in U.S. Patent Application Publication No. 2003 / 0230980, which is incorporated herein by reference in its entirety. Examples of host materials are disclosed in U.S. Patent No. 6,303,238, issued to Thompson et al., which is incorporated herein by reference in its entirety. An example of an n-doped electron transport layer is BPhen doped with Li at a molar ratio of 1:1, as disclosed in U.S. Patent Application Publication No. 2003 / 0230980, which is incorporated herein by reference in its entirety. U.S. Patents Nos. 5,703,436 and 5,707,745, which are incorporated herein by reference in their entirety, disclose examples of cathodes that include a composite cathode having a thin metal layer such as Mg:Ag and an overlying transparent, conductive, sputter-deposited ITO layer. The principles and use of blocking 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 herein by reference in their entirety. Examples of injection layers are provided in U.S. Patent Application Publication No. 2004 / 0174116, which is incorporated herein by reference in its entirety. A description of the protective layer can be found in U.S. Patent Application Publication No. 2004 / 0174116, which is incorporated herein by reference in its entirety.

[0035] The above-described layered structure is provided by way of non-limiting examples. The functions of the 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 sub-layers. For example, the light-emitting layer can have two different light-emitting materials to achieve the desired emission spectrum.

[0036] In one embodiment, the OLED can be described as having an "organic layer" disposed between the cathode and the anode. The organic layer can include one or more layers.

[0037] The OLED also requires a encapsulation layer, such as Figure 2 Schematically and non-limitingly shows the organic light-emitting device 200, which Figure 1 Differently, an encapsulation layer 102 can also be included above the cathode 190 to prevent harmful substances from the environment, such as moisture and oxygen. Any material capable of providing an encapsulation function can be used as the encapsulation layer, such as glass or an organic-inorganic hybrid layer. The encapsulation layer should be placed directly or indirectly outside the OLED device. Multilayer thin-film encapsulation is described in U.S. Patent US7,968,146B2, the entire content of which is incorporated herein by reference.

[0038] 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) with 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, head-up displays, fully or partially transparent displays, flexible displays, smart phones, tablet computers, phablets, wearable devices, smart watches, laptop computers, digital cameras, portable video cameras, viewfinders, microdisplays, 3-D displays, vehicle displays, and taillights.

[0039] The materials and structures described herein can also be used in other organic electronic devices listed above.

[0040] As used herein, "top" means farthest from the substrate, and "bottom" means closest to the substrate. In the case where the first layer is described as being "disposed" "on" the second layer, the first layer is disposed farther from the substrate. Unless it is specified that the first layer "contacts" the second layer, other layers can exist between the first and second layers. For example, even though there are various organic layers between the cathode and the anode, the cathode can still be described as being "disposed" "on" the anode.

[0041] As used herein, "solution processable" means capable of being dissolved, dispersed, or transported in a liquid medium in the form of a solution or suspension and / or deposited from a liquid medium.

[0042] When a ligand is believed to directly contribute to the photosensitive properties of an emissive material, the ligand can be referred to as "photosensitive." When a ligand is believed not to contribute to the photosensitive properties of an emissive material, the ligand can be referred to as "auxiliary," but an auxiliary ligand can modify the properties of a photosensitive ligand.

[0043] It is believed that the internal quantum efficiency (IQE) of a fluorescent OLED can exceed the 25% spin statistics limit by 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).

[0044] On the other hand, E-type delayed fluorescence does not rely on the collision of two triplets, but rather on the conversion between a triplet and a singlet excited state. Compounds capable of producing E-type delayed fluorescence need to have a very small singlet-triplet gap for the energy state conversion. Thermal energy can activate the transition from the triplet state back to the singlet state. This type of delayed fluorescence is also called thermally activated delayed fluorescence (TADF). A remarkable 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 of the triplet state, the fraction of the singlet excited state that is refilled can reach 75%. The total singlet fraction can be 100%, far exceeding the 25% spin statistics of electro-generated excitons.

[0045] The characteristics of E-type delayed fluorescence can be seen in an exciplex system or a single compound. Without being bound by theory, it is believed that E-type delayed fluorescence requires the luminescent material to have a small singlet-triplet energy gap (ΔE S-T ). Organic non-metal-containing donor-acceptor luminescent materials may be able to achieve this. The emission of these materials is usually characterized as donor-acceptor charge transfer (CT) type emission. The spatial separation of the HOMO and LUMO in these donor-acceptor type compounds usually results in a small ΔE S-T . These states can include CT states. Generally, donor-acceptor luminescent materials are constructed by connecting an electron donor moiety (such as an amino or carbazole derivative) to an electron acceptor moiety (such as an N-containing six-membered aromatic ring).

[0046] Definition of substituent terms

[0047] Halogen or halide - as used herein, includes fluorine, chlorine, bromine, and iodine.

[0048] Alkyl – As used herein, includes straight-chain and branched-chain alkyls. The alkyl can be an alkyl having 1 to 20 carbon atoms, preferably an alkyl having 1 to 12 carbon atoms, more preferably an alkyl having 1 to 6 carbon atoms. Examples of alkyls 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. Additionally, the alkyl can be optionally substituted.

[0049] Cycloalkyl – As used herein, includes cyclic alkyls. The cycloalkyl can be a cycloalkyl having 3 to 20 ring carbon atoms, preferably a cycloalkyl having 4 to 10 carbon atoms. Examples of cycloalkyls 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. Additionally, the cycloalkyl can be optionally substituted.

[0050] Heteroalkyl – As used herein, heteroalkyl is formed by substituting one or more carbons in the alkyl chain with heteroatoms selected from the group consisting of nitrogen atom, oxygen atom, sulfur atom, selenium atom, phosphorus atom, silicon atom, germanium atom and boron atom. The heteroalkyl can be a heteroalkyl having 1 to 20 carbon atoms, preferably a heteroalkyl having 1 to 10 carbon atoms, more preferably a heteroalkyl having 1 to 6 carbon atoms. Examples of heteroalkyls include methoxymethyl, ethoxymethyl, ethoxyethyl, methylthiomethyl, ethylthiomethyl, ethylthioethyl, methoxymethoxymethyl, ethoxymethoxymethyl, ethoxyethoxyethyl, hydroxymethyl, hydroxyethyl, hydroxypropyl, mercaptomethyl, mercaptoethyl, mercaptopropyl, aminomethyl, aminoethyl, aminopropyl, dimethylaminomethyl, trimethylgermylmethyl, trimethylgermylethyl, trimethylgermylisopropyl, dimethylethylgermylmethyl, dimethylisopropylgermylmethyl, tert-butyldimethylgermylmethyl, triethylgermylmethyl, triethylgermylethyl, triisopropylgermylmethyl, triisopropylgermylethyl, trimethylsilylmethyl, trimethylsilylethyl, trimethylsilylisopropyl, triisopropylsilylmethyl, triisopropylsilylethyl. Additionally, the heteroalkyl can be optionally substituted.

[0051] Alkenyl - As used herein, it encompasses straight-chain, branched-chain, and cyclic olefin groups. The alkenyl can be an alkenyl having 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-methylethenyl, styryl, 2,2-diphenylethenyl, 1,2-diphenylethenyl, 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, the alkenyl can be optionally substituted.

[0052] Alkynyl - As used herein, it encompasses straight-chain alkynyl groups. The alkynyl can be an alkynyl having 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, phenylacetylenyl, phenylpropynyl, etc. Among the above, ethynyl, propynyl, propargyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, and phenylacetylenyl are preferred. Additionally, the alkynyl can be optionally substituted.

[0053] Aryl or aromatic group - As used herein, non-fused and fused systems are considered. The aryl can be an aryl having 6 to 30 carbon atoms, preferably an aryl having 6 to 20 carbon atoms, more preferably an aryl having 6 to 12 carbon atoms. Examples of aryl include phenyl, biphenyl, terphenyl, triphenylene, tetraphenylene, naphthalene, anthracene, fluoranthene, phenanthrene, fluorene, pyrene, perylene, and azulene, preferably phenyl, biphenyl, terphenyl, triphenylene, fluorene, and naphthalene. Examples of non-fused aryl include phenyl, 2-biphenylyl, 3-biphenylyl, 4-biphenylyl, 4-p-terphenyllyl, 3-p-terphenyllyl, 2-p-terphenyllyl, 4-m-terphenyllyl, 3-m-terphenyllyl, 2-m-terphenyllyl, o-tolyl, m-tolyl, p-tolyl, p-(2-phenylpropyl)phenyl, 4'-methylbiphenylyl, 4''-tert-butyl-4-p-terphenyllyl, o-cumyl, m-cumyl, p-cumyl, 2,3-dimethylphenyl, 3,4-dimethylphenyl, 2,5-dimethylphenyl, mesityl, and m-quaterphenyllyl. Additionally, the aryl can be optionally substituted.

[0054] Heterocyclic group or heterocycle - As used herein, non-aromatic cyclic groups are contemplated. Non-aromatic heterocyclic groups include saturated heterocyclic groups having 3 to 20 ring atoms and unsaturated non-aromatic heterocyclic groups having 3 to 20 ring atoms, wherein at least one ring atom is selected from the group consisting of nitrogen atom, oxygen atom, sulfur atom, selenium atom, silicon atom, phosphorus atom, germanium atom and boron atom. Preferred non-aromatic heterocyclic groups are those having 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 oxiranyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, dioxolanyl, dioxanyl, aziridinyl, dihydropyrrolyl, tetrahydropyrrolyl, piperidinyl, oxazolidinyl, morpholinyl, piperazinyl, oxepinyl, thiepinyl, azepinyl and tetrahydrothienyl. Additionally, the heterocyclic group may be optionally substituted.

[0055] Heteroaryl - As used herein, may include non-fused and fused heteroaromatic groups having 1 to 5 heteroatoms, wherein at least one heteroatom is selected from the group consisting of nitrogen atom, oxygen atom, sulfur atom, selenium atom, silicon atom, phosphorus atom, germanium atom and boron atom. Heteroaryl also refers to heteroaromatic group. The heteroaryl may be a heteroaryl having 3 to 30 carbon atoms, preferably a heteroaryl having 3 to 20 carbon atoms, more preferably a heteroaryl having 3 to 12 carbon atoms. Suitable heteroaryls include dibenzothiophene, dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoselenophene, carbazole, indolocarbazole, pyridoindole, pyrrolopyridine, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazine, oxathiazine, oxadiazine, indole, benzimidazole, indazole, indenoazine, benzoxazole, benzisoxazole, benzothiazole, quinoline, isoquinoline, cinnoline, quinazoline, quinoxaline, naphthyridine, phthalazine, pteridine, xanthene, acridine, phenazine, phenothiazine, benzofuranopyridine, furanodipyridine, benzothiophenopyridine, thiophenodipyridine, benzoselenophenopyridine, selenophenodipyridine, preferably dibenzothiophene, dibenzofuran, dibenzoselenophene, carbazole, indolocarbazole, imidazole, pyridine, triazine, benzimidazole, 1,2-azaborole, 1,3-azaborole, 1,4-azaborole, borazole and their nitrogen analogs. Additionally, the heteroaryl may be optionally substituted.

[0056] Alkoxy - As used herein, it is represented by -O-alkyl, -O-cycloalkyl, -O-heteroalkyl or -O-heterocycloalkyl. Examples and preferred examples of alkyl, cycloalkyl, heteroalkyl and heterocycloalkyl are the same as those described above. The 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, tetrahydrofuryloxy, tetrahydropyranyloxy, methoxypropyl-oxy, ethoxyethyl-oxy, methoxymethyl-oxy and ethoxymethyl-oxy. Additionally, the alkoxy can be optionally substituted.

[0057] Aryloxy - As used herein, it is represented by -O-aryl or -O-heteroaryl. Examples and preferred examples of aryl and heteroaryl are the same as those described above. The aryloxy can be an aryloxy having 6 to 30 carbon atoms, preferably an aryloxy having 6 - 20 carbon atoms. Examples of aryloxy include phenoxy and biphenyloxy. Additionally, the aryloxy can be optionally substituted.

[0058] Aralkyl - As used herein, it encompasses aryl-substituted alkyl. The aralkyl can be an aralkyl having 7 to 30 carbon atoms, preferably an aralkyl having 7 to 20 carbon atoms, more preferably an aralkyl having 7 to 13 carbon atoms. Examples of aralkyl 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, o-methylbenzyl, p-chlorobenzyl, m-chlorobenzyl, o-chlorobenzyl, p-bromobenzyl, m-bromobenzyl, o-bromobenzyl, p-iodobenzyl, m-iodobenzyl, o-iodobenzyl, p-hydroxybenzyl, m-hydroxybenzyl, o-hydroxybenzyl, p-aminobenzyl, m-aminobenzyl, o-aminobenzyl, p-nitrobenzyl, m-nitrobenzyl, o-nitrobenzyl, p-cyanobenzyl, m-cyanobenzyl, o-cyanobenzyl, 1-hydroxy-2-phenylisopropyl and 1-chloro-2-phenylisopropyl. Among the above, benzyl, p-cyanobenzyl, m-cyanobenzyl, o-cyanobenzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl and 2-phenylisopropyl are preferred. Additionally, the aralkyl can be optionally substituted.

[0059] Alkylsilyl - As used herein, encompasses alkyl-substituted silicon groups. The alkylsilyl group may be an alkylsilyl group having 3 to 20 carbon atoms, preferably an alkylsilyl group having 3 to 10 carbon atoms. Examples of alkylsilyl groups include trimethylsilyl, triethylsilyl, methyldiethylsilyl, ethyldimethylsilyl, tripropylsilyl, tributylsilyl, triisopropylsilyl, methyldiisopropylsilyl, dimethylisopropylsilyl, tri-tert-butylsilyl, triisobutylsilyl, dimethyl-tert-butylsilyl, and methyldi-tert-butylsilyl. Additionally, the alkylsilyl group may be optionally substituted.

[0060] Arylsilyl - As used herein, encompasses silicon groups substituted with at least one aryl group. The arylsilyl group may be one having 6 to 30 carbon atoms, preferably one having 8 to 20 carbon atoms. Examples of arylsilyl groups include triphenylsilyl, phenyldibiphenylsilyl, diphenylbiphenylsilyl, phenyldiethylsilyl, diphenylethylsilyl, phenyldimethylsilyl, diphenylmethylsilyl, phenyldiisopropylsilyl, diphenylisopropylsilyl, diphenylbutylsilyl, diphenylisobutylsilyl, and diphenyltert-butylsilyl. Additionally, the arylsilyl group may be optionally substituted.

[0061] Alkylgermanyl - As used herein, alkyl-substituted germanium groups are encompassed. The alkylgermanyl group can be an alkylgermanyl group having 3 to 20 carbon atoms, preferably an alkylgermanyl group having 3 to 10 carbon atoms. Examples of alkylgermanyl groups include trimethylgermanyl, triethylgermanyl, methyldiethylgermanyl, ethyldimethylgermanyl, tripropylgermanyl, tributylgermanyl, triisopropylgermanyl, methyldiisopropylgermanyl, dimethylisopropylgermanyl, tri-tert-butylgermanyl, triisobutylgermanyl, dimethyl-tert-butylgermanyl, and methyldi-tert-butylgermanyl. Additionally, the alkylgermanyl group can be optionally substituted.

[0062] Arylgermanyl - As used herein, encompasses germanium groups substituted with at least one aryl or heteroaryl group. The arylgermanyl group may be one having 6 to 30 carbon atoms, preferably one having 8 to 20 carbon atoms. Examples of arylgermanyl groups include triphenylgermanyl, phenyldibiphenylgermanyl, diphenylbiphenylgermanyl, phenyldiethylgermanyl, diphenylethylgermanyl, phenyldimethylgermanyl, diphenylmethylgermanyl, phenyldiisopropylgermanyl, diphenylisopropylgermanyl, diphenylbutylgermanyl, diphenylisobutylgermanyl, and diphenyltert-butylgermanyl. Additionally, the arylgermanyl group may be optionally substituted.

[0063] In terms such as azadibenzofuran and azadibenzothiophene, the term "aza" means that one or at least two C-H groups in the corresponding aromatic moiety are replaced by nitrogen atoms. For example, azatriphenylene includes dibenzo[f,h]quinoxaline, dibenzo[f,h]quinoline and other analogues having two or more nitrogens in the ring system. Those of ordinary skill in the art can readily conceive of other nitrogen analogues of the above-mentioned aza derivatives, and all such analogues are determined to be included in the terms described herein.

[0064] In the present disclosure, unless otherwise defined, when any one of the terms in the following group is used: substituted alkyl, substituted cycloalkyl, substituted heteroalkyl, substituted heterocyclic group, substituted aralkyl, substituted alkoxy, substituted aryloxy, substituted alkenyl, substituted alkynyl, substituted aryl, substituted heteroaryl, substituted alkylsilyl, substituted arylsilyl, substituted alkylgermyl, substituted arylgermyl, substituted amino, substituted acyl, substituted carbonyl, substituted carboxyl group, substituted ester group, substituted sulfinyl, it means that any one of the groups alkyl, cycloalkyl, heteroalkyl, heterocyclic group, aralkyl, alkoxy, aryloxy, alkenyl, alkynyl, aryl, heteroaryl, alkylsilyl, arylsilyl, alkylgermyl, arylgermyl, amino, acyl, carbonyl, carboxyl group, ester group, sulfinyl, sulfonyl and phosphino can be substituted by one or at least two selected from deuterium, halogen, unsubstituted alkyl having 1-20 carbon atoms, unsubstituted cycloalkyl having 3-20 ring carbon atoms, unsubstituted heteroalkyl having 1-20 carbon atoms, unsubstituted heterocyclic group 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 3-30 carbon atoms, unsubstituted alkylsilyl having 3-20 carbon atoms, unsubstituted arylsilyl having 6-20 carbon atoms, unsubstituted alkylgermyl having 3-20 carbon atoms, unsubstituted arylgermyl having 6-20 carbon atoms, unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxyl group, ester group, cyano, isocyano, mercapto, sulfinyl, sulfonyl, phosphino and combinations thereof.

[0065] It should be understood that when a molecular fragment is described 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 the entire molecule (such as benzene, naphthalene, dibenzofuran). As used herein, these different ways of specifying substituents or linking fragments are considered equivalent.

[0066] In the compounds mentioned in the present disclosure, hydrogen atoms can be partially or fully replaced by deuterium. Other atoms such as carbon and nitrogen can also be replaced by their other stable isotopes. Due to enhancing the efficiency and stability of the device, the replacement of other stable isotopes in the compounds may be preferred.

[0067] In the compounds mentioned in the present disclosure, multiple substitution refers to the range including double substitution up to the maximum available substitution. When a substituent in the compounds mentioned in the present disclosure indicates multiple substitution (including disubstitution, trisubstitution, tetrasubstitution, etc.), it means that the substituent can be present at multiple available substitution positions on its connecting structure, and the substituent present at multiple available substitution positions can be of the same structure or different structures.

[0068] In the compounds mentioned in the present disclosure, unless explicitly defined, for example, adjacent substituents can optionally connect to form a ring, adjacent substituents in the compounds cannot connect to form a ring. In the compounds mentioned in the present disclosure, adjacent substituents can optionally connect to form a ring, which includes both the case where adjacent substituents can connect to form a ring and the case where adjacent substituents do not connect to form a ring. When adjacent substituents can optionally connect to form a ring, the formed ring can be a monocyclic or polycyclic (including spiro ring, bridged ring, fused ring, etc.), and an alicyclic, heteroalicyclic, aromatic or heteroaromatic ring. In this expression, 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.

[0069] The expression that adjacent substituents can optionally connect to form a ring is also intended to be considered as referring to two substituents bonded to the same carbon atom connecting to each other through a chemical bond to form a ring, which can be exemplified by the following formula: <>

[0070]

[0071] The expression that adjacent substituents can optionally connect to form a ring is also intended to be considered as referring to two substituents bonded to carbon atoms directly bonded to each other connecting to each other through a chemical bond to form a ring, which can be exemplified by the following formula:

[0072]

[0073] The expression that adjacent substituents can optionally connect to form a ring is also intended to be considered as referring to two substituents bonded to carbon atoms further away connecting to each other through a chemical bond to form a ring, which can be exemplified by the following formula:

[0074]

[0075] In addition, the expression that adjacent substituents can optionally be linked to form a ring is also intended to be construed as meaning that, in the case where one of the two adjacent substituents represents hydrogen, the second substituent is bonded at the position to which the hydrogen atom is bonded, thereby forming a ring. This is illustrated by the following formula:

[0076]

[0077] According to one embodiment of the present invention, a metal complex is disclosed, which comprises a metal M and a ligand L coordinated with the metal M a , L a having a structure represented by Formula 1:

[0078]

[0079] wherein,

[0080] the metal M is selected from metals having a relative atomic mass greater than 40;

[0081] Z is selected from the group consisting of O, S, Se, NR', CR'R' and SiR'R'; when two R's are present simultaneously, the two R's are the same or different;

[0082] the substituent R y represents mono-substitution, multi-substitution or no substitution;

[0083] X1-X8 are each independently selected from C, CR x or N; and two of X1-X4 are selected from C, one of which is connected to the pyridine in Formula 1 and the other is coordinated with the metal to form a metal-carbon bond;

[0084] the substituent R n has a structure represented by Formula 2:

[0085]

[0086] wherein, in Formula 2,

[0087] the substituent R A and R B each independently represent mono-substitution, multi-substitution or no substitution;

[0088] ring A and ring B are independently selected from a carbocyclic ring having 3-30 ring atoms or a heterocyclic ring having 3-30 ring atoms;

[0089] A1, A2, B1, B2, E are each independently selected from C, N, B, P, CR''', SiR''' or GeR''';

[0090] L is selected from a single bond, O, S, SO2, Se, NR", CR"R", SiR"R", GeR"R", BR", PR", P(O)R", R"C=CR", a substituted or unsubstituted alkylene having 1-20 carbon atoms, a substituted or unsubstituted heteroalkylene having 1-20 carbon atoms, a substituted or unsubstituted cycloalkylene having 3-20 carbon atoms, a substituted or unsubstituted heterocycloalkylene having 3-20 ring atoms, a substituted or unsubstituted arylene having 6-30 carbon atoms, a substituted or unsubstituted heteroarylene having 3-30 carbon atoms, or a combination thereof;

[0091] The substituents R', R", R"', R x , R y , R A and R B are each independently selected, each time they appear, from the group consisting of hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl having 1-20 carbon atoms, a substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, a substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, a substituted or unsubstituted heterocycloalkyl having 3-20 ring atoms, a substituted or unsubstituted aralkyl having 7-30 carbon atoms, a substituted or unsubstituted alkoxy having 1-20 carbon atoms, a substituted or unsubstituted aryloxy having 6-30 carbon atoms, a substituted or unsubstituted alkenyl having 2-20 carbon atoms, a substituted or unsubstituted alkynyl having 2-20 carbon atoms, a substituted or unsubstituted aryl having 6-30 carbon atoms, a substituted or unsubstituted heteroaryl having 3-30 carbon atoms, a substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, a substituted or unsubstituted arylsilyl having 6-20 carbon atoms, a substituted or unsubstituted alkylgermyl having 3-20 carbon atoms, a substituted or unsubstituted arylgermyl having 6-20 carbon atoms, a substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0092] "*" represents the linking position of Formula 2;

[0093] Adjacent substituents R', R x , R", R"', R A , R B , R y can optionally be linked to form a ring.

[0094] As used herein, "L is selected from a single bond" is intended to represent that Formula 2 has the following structure: wherein A1, A2, B1, B2, E, Ring A, Ring B, R A and R Bis defined as described herein.

[0095] In this text, "adjacent substituents R', R x , R", R''', R A , R B , R y can optionally be connected to form a ring" is intended to mean any of the adjacent substituent groups, for example, between two substituents R', between two substituents R x , between two substituents R A , between two substituents R B , between two substituents R y , between substituent R' and R x , between substituent R' and R y , between substituent R A and R B , between substituent R A and R'', between substituent R'' and R B , between substituent R A and R y , between substituent R y and R B , any one or more of these substituent groups can be connected to form a ring. Obviously, these substituents can also not be connected to form a ring.

[0096] According to an embodiment of the present invention, wherein the ligand L a is the same or different each time it appears and is selected from any one of the structures consisting of the following:

[0097]

[0098] Z is selected from the group consisting of O, S, Se, NR', CR'R' and SiR'R'; when two R's are present simultaneously, the two R's are the same or different;

[0099] Substituent R y represents mono-substitution, multi-substitution or no substitution;

[0100] In Formula 1a and Formula 1c, X3 - X8 are the same or different each time they appear and are selected from CR x or N;

[0101] In Formula 1b, X1 and X4 - X8 are the same or different each time they appear and are selected from CR x or N;

[0102] In Formula 1d and Formula 1e, X1 - X2 and X5 - X8 are the same or different each time they appear and are selected from CR x or N;

[0103] Substituent Rn Has the structure represented by Formula 2:

[0104]

[0105] Wherein, in Formula 2,

[0106] Substituent R A And R B Each occurrence is the same or different and represents mono-substituted, multi-substituted or unsubstituted;

[0107] Ring A and Ring B are the same or different and are selected from a carbocyclic ring having 3 - 30 ring atoms, or a heterocyclic ring having 3 - 30 ring atoms;

[0108] A1, A2, B1, B2, E each occurrence is the same or different and are selected from C, N, B, P, CR''', SiR''' or GeR''';

[0109] L is selected from a single bond, O, S, SO2, Se, NR'', CR''R'', SiR''R'', GeR''R'', BR'', PR'', P(O)R'', R''C=CR'', a substituted or unsubstituted alkylene having 1 - 20 carbon atoms, a substituted or unsubstituted heteroalkylene having 1 - 20 carbon atoms, a substituted or unsubstituted cycloalkylene having 3 - 20 carbon atoms, a substituted or unsubstituted heterocycloalkylene having 3 - 20 ring atoms, a substituted or unsubstituted arylene having 6 - 30 carbon atoms, a substituted or unsubstituted heteroarylene having 3 - 30 carbon atoms, or a combination thereof;

[0110] Substituents R', R'', R''', R x ,R y ,R A And R BEach occurrence is the same as or different from and is selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermyl having 3 to 20 carbon atoms, substituted or unsubstituted arylgermyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0111] "*" represents the linking position of Formula 2;

[0112] Adjacent substituents R', R x , R", R''', R A , R B , R y can optionally be linked to form a ring.

[0113] According to one embodiment of the present invention, wherein the metal complex has the general formula M(L a )(L m )(L b ); n (L c ) q ;

[0114] Wherein,

[0115] Metal M is selected from metals having a relative atomic mass greater than 40; preferably, M is the same as or different from and is selected from the group consisting of Cu, Ag, Au, Ru, Rh, Pd, Os, Ir, and Pt each occurrence; more preferably, M is the same as or different from and is selected from Pt or Ir each occurrence;

[0116] L a , L b and L c are the first ligand, the second ligand, and the third ligand coordinated with metal M, respectively, and L c and the said L a or Lb are the same or different; wherein, L a , L b and L c can optionally be connected to form a multidentate ligand; for example, any two of the ligands L a , L b and L c are connected to form a tetradentate ligand, or any two of the ligands L a , L b and L c are connected to form a hexadentate ligand, or the ligands L a , L b and L c may also not be connected to form a multidentate ligand;

[0117] m is selected from 1, 2 or 3, n is selected from 0, 1 or 2, q is selected from 0, 1 or 2, and m + n + q is equal to the oxidation state of the metal M; when m is greater than or equal to 2, the multiple L a are the same or different; when n is equal to 2, the two L b are the same or different; when q is equal to 2, the two L c are the same or different;

[0118] L b and L c are each independently selected, each time they appear, from any one of the structures represented by the group consisting of:

[0119]

[0120]

[0121] wherein,

[0122] the substituents R a and R b each independently represent, each time they appear, mono-substitution, multi-substitution, or no substitution;

[0123] X b is each independently selected, each time it appears, from the group consisting of: O, S, Se, NR N1 , CR C1 R C2 ;

[0124] the substituents R a , R b , R c , R N1 , R C1 and R C2Each occurrence is the same or different and is selected from the group consisting of: 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 heterocyclic group having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted alkynyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted alkylgermyl having 3-20 carbon atoms, substituted or unsubstituted arylgermyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0125] Adjacent substituents R a , R b , R c , R N1 , R C1 and R C2 can optionally be joined to form a ring.

[0126] As used herein, the phrase "adjacent substituents R a , R b , R c , R N1 , R C1 and R C2 can optionally be joined to form a ring" is intended to mean that among adjacent groups of substituents, for example, between two substituents R a , between two substituents R b , between substituent R a and R b , between substituent R a and R c , between substituent R b and R c , between substituent R a and R N1 , between substituent R b and R N1 , between substituent R a and R C1 , between substituent R a and R C2Between the substituents R b and R C1 Between the substituents R b and R C2 Between, and between R C1 and R C2 Between, any one or more of these substituent groups may be connected to form a ring. Obviously, these substituents may also not be connected to form a ring with each other.

[0127] According to one embodiment of the present invention, wherein the metal complex has the general formula structure of Ir(L a ) m( L b ) 3-m and is represented by Formula 3:

[0128]

[0129] Wherein,

[0130] m is selected from 1, 2 or 3; when m is selected from 1, the two L b are the same or different; when m is selected from 2 or 3, the multiple L a are the same or different;

[0131] Z is selected from the group consisting of O, S, Se, NR', CR'R' and SiR'R'; when two R' are present simultaneously, the two R' are the same or different;

[0132] The substituent R y represents mono-substitution, multi-substitution or no substitution;

[0133] X3-X8 are the same or different each time they appear and are selected from CR x or N;

[0134] The substituent R n has the structure represented by Formula 2:

[0135]

[0136] Wherein, in Formula 2,

[0137] The substituent R A and R B are the same or different each time they appear and represent mono-substitution, multi-substitution or no substitution;

[0138] Ring A and Ring B are the same or different and are selected from a carbocyclic ring having 3-30 ring atoms, or a heterocyclic ring having 3-30 ring atoms;

[0139] A1, A2, B1, B2, E are the same or different each time they appear and are selected from C, N, B, P, CR''', SiR''' or GeR''';

[0140] L is selected from a single bond, O, S, SO2, Se, NR″, CR″R″, SiR″R″, GeR″R″, BR″, PR″, P(O)R″, R″C═CR″, a substituted or unsubstituted alkylene having 1 to 20 carbon atoms, a substituted or unsubstituted heteroalkylene having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkylene having 3 to 20 carbon atoms, a substituted or unsubstituted heterocycloalkylene having 3 to 20 ring atoms, a substituted or unsubstituted arylene having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene having 3 to 30 carbon atoms, or a combination thereof;

[0141] The substituents R′, R″, R″′, R x R y R A and R B are each independently the same or different and are selected from the group consisting of hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocycloalkyl having 3 to 20 ring atoms, a substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl having 2 to 20 carbon atoms, a substituted or unsubstituted aryl having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermyl having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermyl having 6 to 20 carbon atoms, a substituted or unsubstituted amino having 0 to 20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0142] “*” represents the connecting position of Formula 2;

[0143] Adjacent substituents R′, R x , R″, R″′, R A , R B , R y can optionally be connected to form a ring;

[0144] Adjacent substituents R1 - R8 can optionally be connected to form a ring.

[0145] In this embodiment, "adjacent substituents R1-R8 can optionally be linked to form a ring", which is intended to mean that among adjacent substituent groups, for example, groups composed of any two adjacent substituents among R1-R8, any one or more of which can be linked to form a ring. Obviously, none of these substituents may be linked to form a ring either.

[0146] According to one embodiment of the present invention, wherein Z is selected from O or S.

[0147] According to one embodiment of the present invention, wherein Z is selected from O.

[0148] According to one embodiment of the present invention, wherein X1-X8 are each independently selected from CR each time they appear x 。

[0149] According to one embodiment of the present invention, wherein X3-X8 are each independently selected from CR each time they appear x 。

[0150] According to one embodiment of the present invention, at least one of X1-X8 is selected from N. For example, one of X1-X8 is selected from N or two of X1-X8 are selected from N.

[0151] According to one embodiment of the present invention, at least one of X3-X8 is selected from N. For example, one of X3-X8 is selected from N or two of X3-X8 are selected from N.

[0152] According to one embodiment of the present invention, the substituent R x is each independently selected from the group consisting of: 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 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 alkylgermyl having 3-20 carbon atoms, cyano, and combinations thereof each time it appears.

[0153] According to one embodiment of the present invention, the substituent R x is each independently selected from the group consisting of: hydrogen, deuterium, fluorine, substituted or unsubstituted alkyl having 1-6 carbon atoms, substituted or unsubstituted cycloalkyl having 3-6 ring carbon atoms, substituted or unsubstituted aryl having 6-12 carbon atoms, substituted or unsubstituted heteroaryl having 3-12 carbon atoms, substituted or unsubstituted alkylsilyl having 3-6 carbon atoms, substituted or unsubstituted alkylgermyl having 3-6 carbon atoms, cyano, and combinations thereof each time it appears.

[0154] According to one embodiment of the present invention, the substituent Rx Each occurrence is the same or different and is selected from the group consisting of: hydrogen, deuterium, fluorine, cyano, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, deuterated methyl, deuterated ethyl, deuterated propyl, deuterated isopropyl, deuterated n-butyl, deuterated isobutyl, deuterated tert-butyl, deuterated cyclopentyl, deuterated cyclohexyl, phenyl, biphenyl, pyridyl, trimethylsilyl, trimethylgermyl, and combinations thereof; optionally, the hydrogen in the above groups can be partially or completely deuterated.

[0155] According to one embodiment of the present invention, wherein the substituent R n has the structure represented by Formula 4:

[0156]

[0157] A3 - A6 are each the same or different and are selected from CR A or N;

[0158] B3 - B6 are each the same or different and are selected from CR B or N;

[0159] L is selected from a single bond, O, S, SO2, Se, NR”, CR”R”, SiR”R”, GeR”R”, BR”, PR”, P(O)R”, R”C═CR”, an alkylene having 1 - 20 carbon atoms, a heteroalkylene having 1 - 20 carbon atoms, a cycloalkylene having 3 - 20 carbon atoms, a heterocycloalkylene having 3 - 20 ring atoms, an arylene having 6 - 30 carbon atoms, a heteroarylene having 3 - 30 carbon atoms, or a combination thereof;

[0160] Substituent R A 、R BR” is the same as or different from each occurrence and is selected from the group consisting of 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 heterocyclic group having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted alkylgermyl having 3-20 carbon atoms, substituted or unsubstituted arylgermyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0161] The adjacent substituents R”, R A , R B can optionally be linked to form a ring;

[0162] “*” represents the connecting position of Formula 4.

[0163] As used herein, “the adjacent substituents R”, R A , R B can optionally be linked to form a ring” is intended to mean that among the adjacent substituent groups, for example, between two substituents R”, between two substituents R A , between two substituents R B , between the substituent R” and R A , between the substituent R” and R B , any one or more of these substituent groups can be linked to form a ring. Obviously, these substituents may also not be linked to form a ring.

[0164] According to one embodiment of the present invention, ring A and ring B are the same as or different from each other and are selected from a carbocyclic ring having 6 ring atoms or a heterocyclic ring having 5-6 ring atoms.

[0165] According to one embodiment of the present invention, ring A and ring B are the same as or different from each other and are selected from a benzene ring or a heteroaromatic ring having 5-6 ring atoms.

[0166] According to one embodiment of the present invention, A3-A6 is the same as or different from each occurrence and is selected from CR A , the substituent RA Each occurrence is the same as or different from those selected from the group consisting of: 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 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 alkylgermyl having 3 - 20 carbon atoms, cyano, and combinations thereof.

[0167] According to one embodiment of the present invention, wherein B3 - B6 are each the same as or different from those selected from CR B ; substituent R B Each occurrence is the same as or different from those selected from the group consisting of: 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 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 alkylgermyl having 3 - 20 carbon atoms, cyano, and combinations thereof.

[0168] According to one embodiment of the present invention, wherein the substituent R A and R B Each occurrence is the same as or different from those selected from the group consisting of: hydrogen, deuterium, fluorine, substituted or unsubstituted alkyl having 1 - 6 carbon atoms, substituted or unsubstituted cycloalkyl having 3 - 6 ring carbon atoms, substituted or unsubstituted aryl having 6 - 12 carbon atoms, substituted or unsubstituted heteroaryl having 3 - 12 carbon atoms, substituted or unsubstituted alkylsilyl having 3 - 6 carbon atoms, substituted or unsubstituted alkylgermyl having 3 - 6 carbon atoms, cyano, and combinations thereof.

[0169] According to one embodiment of the present invention, wherein the substituent R A and R B Each occurrence is the same as or different from those selected from the group consisting of: hydrogen, deuterium, fluorine, substituted or unsubstituted alkyl having 1 - 6 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 alkylgermyl having 3 - 6 carbon atoms, cyano, and combinations thereof.

[0170] According to one embodiment of the present invention, wherein the substituent R A and R BEach occurrence is the same or different and is selected from the group consisting of: hydrogen, deuterium, fluorine, cyano, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, neopentyl, cyclopentyl, cyclohexyl, deuterated methyl, deuterated ethyl, deuterated propyl, deuterated isopropyl, deuterated n-butyl, deuterated isobutyl, deuterated tert-butyl, deuterated neopentyl, deuterated cyclopentyl, deuterated cyclohexyl, phenyl, pyridyl, trimethylsilyl, trimethylgermyl, and combinations thereof; optionally, the hydrogen in the above groups can be partially or completely deuterated.

[0171] According to one embodiment of the present invention, wherein L is selected from a single bond, O, S, Se, NR″, SiR″R″, GeR″R″, BR″, PR″, P(O)R″, R″C═CR″, a substituted or unsubstituted alkylene having 1-10 carbon atoms, a substituted or unsubstituted heteroalkylene having 1-10 carbon atoms, a substituted or unsubstituted cycloalkylene having 3-10 carbon atoms, a substituted or unsubstituted heterocyclic group having 3-10 ring atoms, a substituted or unsubstituted arylene having 6-10 carbon atoms, a substituted or unsubstituted heteroarylene having 3-10 carbon atoms, or a combination thereof.

[0172] According to one embodiment of the present invention, wherein L is selected from a single bond, O, S, Se, NR″, SiR″R″, GeR″R″, BR″, PR″, P(O)R″, a substituted or unsubstituted alkylene having 1-10 carbon atoms, a substituted or unsubstituted arylene having 6-10 carbon atoms, a substituted or unsubstituted heteroarylene having 3-10 carbon atoms, or a combination thereof;

[0173] According to one embodiment of the present invention, wherein L is selected from a single bond, O, S, NR″, a substituted or unsubstituted alkylene having 1-10 carbon atoms, or a substituted or unsubstituted phenylene.

[0174] According to one embodiment of the present invention, wherein L is selected from a single bond, O, S, NR″, or phenylene.

[0175] According to one embodiment of the present invention, wherein the substituents R′, R″ and R′″ are each occurrence the same or different and are selected from the group consisting of: hydrogen, deuterium, fluorine, a substituted or unsubstituted alkyl having 1-6 carbon atoms, a substituted or unsubstituted cycloalkyl having 3-6 ring carbon atoms, a substituted or unsubstituted aryl having 6-12 carbon atoms, a substituted or unsubstituted heteroaryl having 3-12 carbon atoms, a substituted or unsubstituted alkylsilyl having 3-6 carbon atoms, a substituted or unsubstituted alkylgermyl having 3-6 carbon atoms, cyano, and combinations thereof.

[0176] According to one embodiment of the present invention, the substituents R', R", and R"' are each independently selected, each time they appear, from the group consisting of hydrogen, deuterium, fluorine, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted aryl group having 6 to 12 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 12 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 6 carbon atoms, a substituted or unsubstituted alkylgermyl group having 3 to 6 carbon atoms, a cyano group, and combinations thereof.

[0177] According to one embodiment of the present invention, the substituents R', R", and R"' are each independently selected, each time they appear, from the group consisting of hydrogen, deuterium, fluorine, a cyano group, a methyl group, an ethyl group, a propyl group, an isopropyl group, a n-butyl group, an isobutyl group, a tert-butyl group, a cyclopentyl group, a cyclohexyl group, a deuterated methyl group, a deuterated ethyl group, a deuterated propyl group, a deuterated isopropyl group, a deuterated n-butyl group, a deuterated isobutyl group, a deuterated tert-butyl group, a deuterated cyclopentyl group, a deuterated cyclohexyl group, a phenyl group, a pyridyl group, a trimethylsilyl group, a trimethylgermyl group, and combinations thereof; optionally, the hydrogen in the above groups can be partially or completely deuterated.

[0178] According to one embodiment of the present invention, at least one of X3 - X8 is CR x , and the substituent R x is selected from a cyano group or fluorine.

[0179] According to one embodiment of the present invention, at least one of X5 - X8 is CR x , and the substituent R x is selected from a cyano group or fluorine.

[0180] According to one embodiment of the present invention, X7 or X8 is CR x , and the R x is selected from a cyano group.

[0181] According to one embodiment of the present invention, X7 is CR x , and the R x is selected from fluorine.

[0182] According to one embodiment of the present invention, at least two of X3 - X8 are selected from CR x , and one of the substituents R x is selected from a cyano group or fluorine, and the other substituent R xSelected from the group consisting of: deuterium, a halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted 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 alkylgermyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermyl group having 6 to 20 carbon atoms, a cyano group, an isocyano group, and combinations thereof.

[0183] According to one embodiment of the present invention, at least two of X5 - X8 are selected from CR x , and one of the substituents R x is selected from a cyano group or fluorine, and the other substituent R x is selected from the group consisting of: deuterium, fluorine, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, 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 alkylgermyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermyl group having 6 to 20 carbon atoms, a cyano group, an isocyano group, and combinations thereof.

[0184] According to one embodiment of the present invention, X7 and X8 are selected from CR x , and one of the substituents R x is a cyano group or fluorine, and the other substituent R x is selected from the group consisting of: deuterium, fluorine, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a cyano group, an isocyano group, and combinations thereof.

[0185] According to one embodiment of the present invention, X7 and X8 are selected from CR x , and one of the substituents R xis cyano or fluoro, and the other substituent R x is selected from the group consisting of: deuterium, fluoro, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, cyano, isocyano, and combinations thereof.

[0186] According to one embodiment of the present invention, wherein R n is the same or different each time it appears and is selected from the group consisting of An1 to An 96 wherein the specific structures of An1 to An 96 are as described in claim 11.

[0187] According to one embodiment of the present invention, wherein An1 to An 52 , An 54 to An 58 and An 61 to An 96 the hydrogen in can be partially or completely replaced by deuterium.

[0188] According to one embodiment of the present invention, wherein the substituent R y is the same or different each time it appears and is selected from the group consisting of: 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 aralkyl having 7-30 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 amino having 6-20 carbon atoms, and combinations thereof.

[0189] According to one embodiment of the present invention, wherein the substituent R y is the same or different each time it appears and is selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-6 carbon atoms, substituted or unsubstituted cycloalkyl having 3-6 ring carbon atoms, substituted or unsubstituted aryl having 6-12 carbon atoms, substituted or unsubstituted heteroaryl having 3-12 carbon atoms, substituted or unsubstituted alkylsilyl having 3-12 carbon atoms, and combinations thereof.

[0190] According to one embodiment of the present invention, wherein the substituent R y at least one is selected from the group consisting of: deuterium, halogen, 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, and combinations thereof.

[0191] According to one embodiment of the present invention, the substituent R y is at least one selected from the group consisting of hydrogen, deuterium, fluorine, cyano, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, deuterated methyl, deuterated ethyl, deuterated propyl, deuterated isopropyl, deuterated n-butyl, deuterated isobutyl, deuterated tert-butyl, deuterated cyclopentyl, deuterated cyclohexyl, phenyl, pyridyl, trimethylsilyl, trimethylgermyl, and combinations thereof; optionally, the hydrogen in the above groups can be partially or completely deuterated.

[0192] According to one embodiment of the present invention, at least one or at least two of the substituents R1-R8 are selected from substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, or combinations thereof, and the total number of carbon atoms of all of the R1-R4 and / or R5-R8 is at least 4.

[0193] According to one embodiment of the present invention, at least one or at least two of the substituents R1-R4 are selected from substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, or combinations thereof, and the total number of carbon atoms of all of the substituents R1-R4 is at least 4.

[0194] According to one embodiment of the present invention, at least one or at least two of the substituents R5-R8 are selected from substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, or combinations thereof, and the total number of carbon atoms of all of the substituents R5-R8 is at least 4.

[0195] According to one embodiment of the present invention, at least one or at least two or at least three or all of the substituents R2, R3, R6, R7 are selected from the group consisting of deuterium, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, and combinations thereof.

[0196] According to one embodiment of the present invention, at least one or at least two or at least three or all of the substituents R2, R3, R6, R7 are selected from the group consisting of deuterium, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, and combinations thereof.

[0197] According to an embodiment of the present invention, at least one or at least two or at least three or all of the substituents R2, R3, R6, and R7 are selected from the group consisting of: deuterium, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, neopentyl, tert-pentyl, and combinations thereof; optionally, the hydrogen in the above groups can be partially or completely deuterated.

[0198] According to an embodiment of the present invention, wherein the ligand L a is the same or different each time it appears and is selected from the group consisting of L a1 to L a821 wherein the specific structures of L a1 to L a821 are as described in claim 15.

[0199] According to an embodiment of the present invention, wherein the hydrogen in the ligand L a1 to L a821 can be partially or completely replaced by deuterium.

[0200] According to an embodiment of the present invention, wherein the ligand L b is the same or different each time it appears and is selected from the group consisting of L b1 to L b334 wherein the specific structures of L b1 to L b334 are as described in claim 16.

[0201] According to an embodiment of the present invention, wherein the hydrogen in the ligand L b1 to L b334 can be partially or completely replaced by deuterium.

[0202] According to an embodiment of the present invention, wherein the ligand L c is the same or different each time it appears and is selected from the group consisting of L c1 to L c360 wherein the specific structures of L c1 to L c360 are as described in claim 17.

[0203] According to an embodiment of the present invention, wherein the metal complex has Ir(L a )3, Ir(L a )(L b )2, Ir(L a )2(L b ), Ir(L a )(L c )2, Ir(L a )2(L c ), or Ir(L a )(L b)(L c ) has a general formula structure, wherein said L a , each occurrence being the same or different, is selected from the group consisting of L a1 to L a821 , and L b , each occurrence being the same or different, is selected from the group consisting of L b1 to L b334 , and ligand L c , each occurrence being the same or different, is selected from the group consisting of L c1 to L c360 .

[0204] According to an embodiment of the present invention, the metal complex is selected from the group consisting of metal complexes 1 to 432, and the specific structures of metal complexes 1 to 432 are as described in claim 18.

[0205] According to an embodiment of the present invention, in metal complexes 1 to 432, the hydrogen can be partially or completely replaced by deuterium.

[0206] According to an embodiment of the present invention, the metal complex is selected from the group consisting of metal complexes 1 to 435, and the specific structures of metal complexes 1 to 435 are as described in claim 18.

[0207] According to an embodiment of the present invention, in metal complexes 1 to 435, the hydrogen can be partially or completely replaced by deuterium.

[0208] According to an embodiment of the present invention, there is disclosed an electroluminescent device, which includes: an anode, a cathode, and an organic layer disposed between the anode and the cathode, and at least one layer of the organic layer contains the metal complex described in any of the foregoing embodiments.

[0209] According to an embodiment of the present invention, the organic layer containing the metal complex is a light-emitting layer.

[0210] According to an embodiment of the present invention, the organic electroluminescent device emits green light.

[0211] According to an embodiment of the present invention, the organic electroluminescent device emits yellow light.

[0212] According to an embodiment of the present invention, the light-emitting layer further contains a first host compound.

[0213] According to an embodiment of the present invention, the light-emitting layer further further contains a second host compound

[0214] According to one embodiment of the present invention, at least one of the host compounds includes at least one chemical group selected from the group consisting of benzene, pyridine, pyrimidine, triazine, carbazole, azacarbazole, indolocarbazole, dibenzothiophene, azadibenzothiophene, dibenzofuran, azadibenzofuran, dibenzoselenophene, triphenylene, azatriphenylene, fluorene, silicofluorene, naphthalene, quinoline, isoquinoline, quinazoline, quinoxaline, phenanthrene, azaphenanthrene, and combinations thereof.

[0215] According to one embodiment of the present invention, the metal complex is doped in the first host compound and the second host compound, and the weight of the metal complex accounts for 1% to 30% of the total weight of the light-emitting layer.

[0216] According to one embodiment of the present invention, the metal complex is doped in the first host compound and the second host compound, and the weight of the metal complex accounts for 3% - 13% of the total weight of the light-emitting layer.

[0217] According to one embodiment of the present invention, a compound composition is disclosed, which includes the metal complex described in any of the foregoing embodiments.

[0218] In combination with other materials

[0219] The materials for specific layers in the organic light-emitting devices described in the present invention can be used in combination with various other materials present in the devices. The combinations of these materials are described in detail in paragraphs 0132 - 0161 of US Patent Application US2016 / 0359122A1, the entire content of which is 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.

[0220] The materials described herein as being useful for specific layers in organic light-emitting devices can be used in combination with a variety of other materials present in the devices. For example, the metal complexes disclosed herein can be used in combination with a variety of hosts, transport layers, blocking layers, injection layers, electrodes, and other layers that may be present. The combinations of these materials are described in detail in paragraphs 0080 - 0101 of US Patent Application US2015 / 0349273A1, the entire content of which is 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.

[0221] In the examples of material synthesis, unless otherwise stated, all reactions were carried out under nitrogen protection. All reaction solvents were anhydrous and used as received from commercial sources. The synthesized products were subjected to structure confirmation and property testing using one or more conventional devices in the art (including but not limited to nuclear magnetic resonance spectrometers from Bruker, liquid chromatography, liquid chromatography-mass spectrometry, gas chromatography-mass spectrometry, differential scanning calorimeters from Shimadzu, fluorescence spectrophotometers from Shanghai Lengguang Technology, electrochemical workstations from Wuhan Koster, sublimators from Anhui Beike, etc.) by methods well-known to those skilled in the art. In the examples of devices, the properties of the devices were also tested using conventional devices in the art (including but not limited to evaporation coaters produced by Angstrom Engineering, optical testing systems and lifetime testing systems produced by Suzhou FushiDa, ellipsometers produced by Beijing Liangtuo, etc.) by methods well-known to those skilled in the art. Since those skilled in the art are aware of the relevant content such as the use of the above devices and testing methods, and can obtain the inherent data of the samples determinately and without interference, the above relevant content will not be elaborated further in this patent.

[0222] Examples of material synthesis:

[0223] The preparation method of the compounds of the present invention is not limited. Typically but not restrictively, the following compounds are taken as examples, and their synthetic routes and preparation methods are as follows:

[0224] Synthesis Example 1: Synthesis of Metal Complex 159

[0225] Step 1:

[0226]

[0227] In a dried 250 mL round-bottom flask, 6-chloro-dibenzofuran-3-carbonitrile (3.4 g, 13.9 mmol), B2pin2 (4.1 g, 16.0 mmol), Pd(OAc)2 (0.09 g, 0.4 mmol), Xphos (0.4 g, 0.8 mmol), KOAc (2.0 g, 21.0 mmol), and dioxane (90 mL) were successively added. Under N2 protection, the mixture was heated to reflux and reacted for 12 h.

[0228] The obtained reaction solution was cooled, and 2-bromo-4-fluoropyridine (2.9 g, 16.7 mmol), Pd(dppf)Cl2 (0.5 g, 0.7 mmol), K2CO3 (2.9 g, 16.7 mmol), and water (30 mL) were added. Under N2 protection, the mixture was heated to reflux and reacted for 12 h. After cooling, it was extracted with DCM, and the intermediate 1 (3.3 g, 82.5%) was obtained by column chromatography.

[0229] Step 2:

[0230]

[0231] In a dried 250 mL round-bottom flask, intermediate 1 (2.0 g, 6.9 mmol), carbazole (1.7 g, 10.4 mmol), potassium tert-butoxide (1.4 g, 12.6 mmol) and DMF (50 mL) were successively added. Under N2 protection, the mixture was heated at 100 °C for reaction for 12 h. After the reaction was cooled, water was added, and the mixture was extracted with dichloromethane. The organic layer was washed twice with saturated sodium chloride, the organic phase was collected, dried over anhydrous sodium sulfate, concentrated under reduced pressure, and purified by column chromatography to obtain white solid intermediate 2 (2.3 g, 76.6% yield).

[0232] Step 3:

[0233]

[0234] In a dried 250 mL round-bottom flask, intermediate 2 (1.6 g, 3.6 mmol), intermediate 3 (2.0 g, 2.4 mmol), 2-ethoxyethanol (30 mL) and DMF (30 mL) were successively added. Under N2 protection, the mixture was heated at 95 °C for reaction for 144 h. After the reaction was cooled, it was filtered through diatomite. It was washed twice with methanol and n-hexane respectively. The yellow solid above the diatomite was dissolved in dichloromethane, the organic phase was collected, concentrated under reduced pressure, and purified by column chromatography to obtain yellow solid metal complex 159 (0.84 g, 33.5% yield). The structure of this product was determined to be the target product, and the molecular weight was 1047.3.

[0235] Synthesis Example 2: Synthesis of Metal Complex 169

[0236] Step 1:

[0237]

[0238] In a dried 250 mL round-bottom flask, intermediate 4 (1.0 g, 3.3 mmol), 3,6-di-tert-butylcarbazole (1.1 g, 3.9 mmol), potassium tert-butoxide (0.5 g, 4.9 mmol) and DMF (50 mL) were successively added. Under N2 protection, the mixture was heated at 100 °C for reaction for 12 h. After the reaction was cooled, water was added, and the mixture was extracted with dichloromethane. The organic layer was washed twice with saturated sodium chloride, the organic phase was collected, dried over anhydrous sodium sulfate, concentrated under reduced pressure, and purified by column chromatography to obtain white solid intermediate 5 (1.1 g, 61.1% yield).

[0239] Step 2:

[0240]

[0241] In a dried 250 mL round-bottom flask, intermediate 5 (1.1 g, 1.9 mmol), intermediate 3 (1.3 g, 1.6 mmol), 2-ethoxyethanol (30 mL) and DMF (30 mL) were successively added. Under N2 protection, the mixture was heated at 95 °C for 144 h. After the reaction cooled down, it was filtered through diatomaceous earth. It was washed twice with methanol and n-hexane respectively. The yellow solid above the diatomaceous earth was dissolved in dichloromethane, the organic phase was collected, concentrated under reduced pressure, and purified by column chromatography to obtain yellow metal complex 169 (0.45 g, 23.9% yield). The structure of this product was determined to be the target product, and the molecular weight was 1176.5.

[0242] Synthesis Example 3: Synthesis of Metal Complex 411

[0243] Step 1:

[0244]

[0245] In a dried 250 mL round-bottom flask, intermediate 2 (2.7 g, 6.2 mmol), intermediate 6 (5.3 g, 5.7 mmol), 2-ethoxyethanol (50 mL) and DMF (50 mL) were successively added. Under N2 protection, the mixture was heated at 100 °C for 144 h. After the reaction cooled down, it was filtered through diatomaceous earth. It was washed twice with methanol and n-hexane respectively. The yellow solid above the diatomaceous earth was dissolved in dichloromethane, the organic phase was collected, concentrated under reduced pressure, and purified by column chromatography to obtain yellow solid metal complex 411 (2.4 g, 36.4% yield). The structure of this product was determined to be the target product, and the molecular weight was 1159.5.

[0246] Synthesis Example 4: Synthesis of Metal Complex 427

[0247] Step 1:

[0248]

[0249] In a dried 250 mL round-bottom flask, intermediate 7 (2.1 g, 4.9 mmol), intermediate 6 (3.8 g, 4.1 mmol), 2-ethoxyethanol (50 mL) and DMF (50 mL) were successively added. Under N2 protection, the mixture was heated at 100 °C for 144 h. After the reaction cooled down, it was filtered through diatomaceous earth. It was washed twice with methanol and n-hexane respectively. The yellow solid above the diatomaceous earth was dissolved in dichloromethane, the organic phase was collected, concentrated under reduced pressure, and purified by column chromatography to obtain yellow solid metal complex 427 (2.8 g, 59.0% yield). The structure of this product was determined to be the target product, and the molecular weight was 1152.5.

[0250] Synthesis Example 5: Synthesis of Metal Complex 433

[0251] Step 1:

[0252]

[0253] In a 250 mL round-bottom flask, intermediate 8 (1.6 g, 3.6 mmol), intermediate 3 (2.0 g, 2.4 mmol), 2-ethoxyethanol (30 mL) and DMF (30 mL) were successively added. Under the protection of N2, the reaction was heated at 95 °C for 144 h. After the reaction cooled down, it was filtered through diatomaceous earth. It was washed twice with methanol and n-hexane respectively. The yellow solid above the diatomaceous earth was dissolved with dichloromethane, the organic phase was collected, concentrated under reduced pressure, and purified by column chromatography to obtain yellow solid metal complex 433 (0.84 g, 33.5% yield). The structure of this product was determined to be the target product, and the molecular weight was 1048.3.

[0254] Those skilled in the art should know that the above preparation method is only an exemplary example, and those skilled in the art can obtain other compound structures of the present invention by improving it.

[0255] Device Example 1

[0256] First, a glass substrate with an 80 nm thick indium tin oxide (ITO) anode was cleaned and then treated with oxygen plasma and UV ozone. After the treatment, the substrate was dried in a glove box to remove moisture. Then the substrate was mounted on a substrate holder and loaded into a vacuum chamber. The following specified organic layers were deposited on the ITO anode successively by thermal vacuum evaporation at a rate of 0.2 - 2 Å / s under a vacuum of about 10 -8 Torr. Compound HI was used as the hole injection layer (HIL). Compound HT was used as the hole transport layer (HTL). Compound H1 was used as the electron blocking layer (EBL). Then the metal complex 159 of the present invention was used as a dopant and co-deposited with compound H1 and compound H2 as the emitting layer (EML). On the EML, compound H3 was used as the hole blocking layer (HBL). Compound ET and 8-hydroxyquinoline-lithium (Liq) were co-deposited as the electron transport layer (ETL). Finally, 1 nm thick 8-hydroxyquinoline-lithium (Liq) was deposited as the electron injection layer, and 120 nm of aluminum was deposited as the cathode. Then the device was transferred back to the glove box and encapsulated with a glass cover to complete the device.

[0257] Device Example 2

[0258] The implementation of Device Example 2 was the same as that of Device Example 1, except that metal complex 411 was used instead of the metal complex 159 of the present invention in the emitting layer (EML), and the weight ratio of compound H1, compound H2 and metal complex 159 was 56:38:6.

[0259] Device Comparative Example 1

[0260] The implementation of Device Comparative Example 1 is the same as that of Device Example 1, except that Compound GD1 is used to replace the metal complex 159 of the present invention in the emitting layer (EML).

[0261] Device Comparative Example 2

[0262] The implementation of Device Comparative Example 2 is the same as that of Device Example 1, except that Compound GD2 is used to replace the metal complex 159 of the present invention in the emitting layer (EML).

[0263] Device Comparative Example 3

[0264] The implementation of Device Comparative Example 3 is the same as that of Device Example 1, except that Compound GD3 is used to replace the metal complex 159 of the present invention in the emitting layer (EML).

[0265] The detailed device layer structures and thicknesses are shown in the following table. For the layers in which more than one material is used, they are doped with different compounds in the recorded weight ratios.

[0266] Table 1 Partial device structures of Device Examples 1-2 and Comparative Examples 1-3

[0267]

[0268] The material structures used in the device are as follows:

[0269]

[0270]

[0271] The IVL characteristics of the device were measured. The CIE data of the device were measured at 1000 cd / m 2 The maximum emission wavelength λ max , full width at half maximum (FWHM), driving voltage (V), current efficiency (CE), and external quantum efficiency (EQE) were measured. The lifetime (LT97) data were tested at a constant current of 80 mA / cm 2 These data were recorded and shown in Table 2.

[0272] Table 2 Device data of Device Examples 1-2 and Comparative Examples 1-3

[0273]

[0274] Discussion:

[0275] Table 2 shows the device performances of the metal complex of the present invention and the comparative compounds. Comparing Example 1 with Comparative Example 1, the difference between the metal complex 159 of the present invention and the comparative compound GD1 is only in L aWhen the carbazole substituent in the ligand is at different substitution positions on the pyridine, the driving voltage is comparable, the CE is increased by 14.4%, the EQE is increased by 11.4%, and the lifetime is increased by 5.9%. It shows that the present application includes a ligand L with a specific position R n substituent a of the metal complex can improve the device efficiency (CE and EQE) and lifetime, and significantly improve the comprehensive performance of the device.

[0276] Compared with Comparative Example 2 in Example 1, the difference between the metal complex 159 of the present invention and the comparative compound GD2 is only in whether there is a carbazole substitution at the 4-position of the pyridine in the ligand L a When there is a carbazole substitution at the 4-position of the pyridine in the ligand L, the driving voltage is slightly reduced, the CE is increased by 8.4%, the EQE is increased by 11.7%, and the lifetime is increased by 19.5%. It shows that the present application includes a ligand L with a specific position R n substituent a of the metal complex can improve the device efficiency (CE and EQE) and lifetime, and significantly improve the comprehensive performance of the device.

[0277] Compared with Comparative Example 3 in Example 1, the difference between the metal complex 159 of the present invention and the comparative compound GD3 is only that the carbazole substituent at the 4-position of the pyridine in the ligand La is replaced by a phenyl group. The driving voltage is comparable, the CE is increased by 17.0%, the EQE is increased by 8.3%, and the lifetime is increased by 21.8%. It shows that the present application includes a ligand with a specific position R n substituent L a of the metal complex can improve the device efficiency (CE and EQE) and lifetime, and significantly improve the comprehensive performance of the device.

[0278] In addition, the maximum emission wavelength of the device in Example 1 is in the region close to yellow light, and long lifetime and high efficiency device performance are achieved, which has great application prospects in white light and low blue light sources.

[0279] In Example 2, the metal complex 411 of the present invention is used as the light-emitting material in the light-emitting layer. The voltage, CE, and EQE of Example 2 all maintain excellent levels comparable to those of Example 1, and at the same time, the lifetime of Example 2 is further improved. At the same time, the EQE and lifetime of Example 2 are greatly improved compared with Comparative Examples 1-3. Therefore, Example 2 has excellent light-emitting performance and device lifetime.

[0280] The above results all show that the metal complex provided by the present invention, which includes a ligand L with a specific position R n substituent a when applied to an organic electroluminescent device, can improve the device efficiency (CE and EQE) and lifetime, and achieve the beneficial effect of significantly improving the comprehensive performance of the device.

[0281] Device Example 3

[0282] The implementation of Device Example 3 is the same as that of Device Example 2, except that metal complex 427 is used instead of the metal complex 159 of the present invention in the emitting layer (EML).

[0283] Device Example 4

[0284] The implementation of Device Example 4 is the same as that of Device Example 2, except that metal complex 433 is used instead of the metal complex 159 of the present invention in the emitting layer (EML).

[0285] The detailed device layer structures and thicknesses are shown in Table 3 below. For the layers where more than one material is used, they are doped with different compounds in the weight ratios as recorded.

[0286] Table 3 Device Structures of Device Examples 3 and 4

[0287]

[0288] The structures of the newly used materials in the device are as follows:[[]]

[0289]

[0290] The IVL characteristics of the device were measured. The CIE data of the device were measured at 1000 cd / m 2 , the maximum emission wavelength λ max , full width at half maximum (FWHM), driving voltage (V), current efficiency (CE), and external quantum efficiency (EQE). These data were recorded and shown in Table 4.

[0291] Table 4 Device Data of Device Examples 3 and 4

[0292]

[0293] Discussion:

[0294] Table 4 further shows the device performance of the metal complex of the present invention. In Example 3 and Example 4, metal complex 427 and metal complex 433 containing the metal complex of the present invention with a specific R n substituent on the L a ligand were used as the emitting materials in the emitting layer. The voltage, CE, and EQE of Example 3 and Example 4 were all comparable to those of Example 1. At the same time, the EQE of Example 3 and Example 4 was greatly improved compared with Comparative Examples 1-3.

[0295] The above results all show that the present invention provides a metal complex containing L with specific different R n substituents and different L a ligands and different L bThe metal complex of the ligand can be applied to an organic electroluminescent device to improve the device efficiency (CE and EQE) and / or lifespan, achieving the beneficial effect of significantly improving the comprehensive performance of the device.

[0296] 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. Thus, as will be apparent to those skilled in the art, the claimed invention may include variations of the specific 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 as to why the present invention works are not intended to be limiting.

Claims

1. A metal complex, wherein, The metal complex has the general structural formula of Ir(L a ) m( L b ) 3-m and is represented by Formula 3: Wherein, m is selected from 1, 2 or 3; when m is selected from 1, the two Ls b are the same or different; when m is selected from 2 or 3, the plurality of Ls a are the same or different; Z is selected from the group consisting of O, S, and Se; Substituent R y represents mono-substitution, multi-substitution or no substitution; X3 - X8, each occurrence of which is the same as or different from, is selected from CR x ; Substituent R n has the structure represented by Formula 4: Wherein, in Formula 4, A3 - A6, each time it appears, is the same as or different from, and is selected from CR A or N; B3 - B6, each occurrence of which is the same as or different from, is selected from CR B or N; L is selected from a single bond; The substituents R1-R8 and R x are each independently, when they occur, selected from the group consisting of: 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 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 alkylgermyl having 3-20 carbon atoms, substituted or unsubstituted arylgermyl having 6-20 carbon atoms, and cyano; R y ,R A and R B each occurrence of which is the same or different and is selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms; "*" represents the connecting position of Formula 4; Substituted alkyl, substituted cycloalkyl, substituted aryl, substituted heteroaryl, substituted alkylsilyl, substituted arylsilyl, substituted alkylgermyl, substituted arylgermyl mean that any one of the groups alkyl, cycloalkyl, aryl, heteroaryl, alkylsilyl, arylsilyl, alkylgermyl, and arylgermyl can be substituted by one or at least two selected from deuterium, halogen, unsubstituted alkyl having 1-12 carbon atoms, unsubstituted cycloalkyl having 4-10 ring carbon atoms, unsubstituted aryl having 6-12 carbon atoms, unsubstituted heteroaryl having 3-12 carbon atoms, unsubstituted alkylsilyl having 3-10 carbon atoms, or cyano.

2. The metal complex according to claim 1, wherein Z is selected from O or S.

3. The metal complex according to claim 2, wherein, Z is selected from O.

4. The metal complex according to claim 1, wherein X3-X8 is the same as or different from each other each time it appears and is selected from CR x , substituent R x is the same as or different from each other each time it appears and is selected from the group consisting of: 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 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 alkylgermyl having 3-20 carbon atoms, cyano group.

5. The metal complex according to claim 4, wherein the substituent R x is the same or different each time it appears and is selected from the group consisting of: hydrogen, deuterium, fluorine, cyano, methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, deuterated methyl, deuterated ethyl, deuterated propyl, deuterated n-butyl, deuterated isobutyl, deuterated tert-butyl, deuterated cyclopentyl, deuterated cyclohexyl, phenyl, biphenyl, pyridyl, trimethylsilyl, trimethylgermyl.

6. The metal complex according to claim 1, wherein, A3 - A6 are the same as or different from each other each time they appear and are independently selected from CR A , or B3 - B6 are the same as or different from each other each time they appear and are independently selected from CR B ; the substituents R A and R B are the same as or different from each other each time they appear and are independently selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 - 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 - 20 ring carbon atoms.

7. The metal complex according to claim 6, wherein, Substituent R A and R B each occurrence is the same or different and is selected from the group consisting of: hydrogen, deuterium, fluorine, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 6 ring carbon atoms.

8. The metal complex according to claim 7, wherein, Substituent R A and R B each occurrence is the same or different and is selected from the group consisting of: hydrogen, deuterium, fluorine, methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, neopentyl, cyclopentyl, cyclohexyl, deuterated methyl, deuterated ethyl, deuterated propyl, deuterated n-butyl, deuterated isobutyl, deuterated tert-butyl, deuterated neopentyl, deuterated cyclopentyl, deuterated cyclohexyl.

9. The metal complex according to claim 1, wherein at least one of X5-X8 is CR x , and the substituent R x is selected from cyano or fluorine.

10. The metal complex according to claim 1, wherein X7 or X8 is CR x , and the R x is selected from cyano; or X7 is CR x , and the substituent R x is selected from fluorine.

11. The metal complex according to claim 1, wherein, At least two of X5-X8 are selected from CR x , and one of the substituents R x is selected from cyano or fluorine, and the other substituent R x is selected from the group consisting of: deuterium, fluorine, 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, substituted or unsubstituted alkylgermyl having 3-20 carbon atoms, substituted or unsubstituted arylgermyl having 6-20 carbon atoms, cyano.

12. The metal complex according to claim 11, wherein X7 and X8 are selected from CR x , and one of said substituents R x is cyano or fluoro, and the other said substituent R x is selected from the group consisting of: deuterium, fluoro, 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, cyano, isocyano.

13. The metal complex according to claim 1, wherein, R n each occurrence being the same or different and being selected from the group consisting of: Optionally, the hydrogen in the above An1 to An 42 , An 49 to An 60 and An 90 to An 96 is partially or completely replaced by deuterium.

14. The metal complex according to claim 1, wherein Substituent R y At least one selected from the group consisting of deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, and substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms.

15. The metal complex according to claim 1, wherein, At least one of the substituents R1-R8 is selected from substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, and the total number of carbon atoms of all the substituents R1-R4 or substituents R5-R8 is at least 4.

16. The metal complex according to claim 1, wherein at least two of the substituents R1-R8 are selected from substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, and the total number of carbon atoms of all the substituents R1-R4 and substituents R5-R8 is at least 4.

17. The metal complex according to claim 1, wherein at least two of the substituents R1-R8 are selected from substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, and the total number of carbon atoms of all the substituents R1-R4 or substituents R5-R8 is at least 4.

18. The metal complex according to claim 1, wherein, At least one of the substituents R1-R4 is selected from substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, and the total number of carbon atoms of all the substituents R1-R4 is at least 4; or at least one of the substituents R5-R8 is selected from substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, and the total number of carbon atoms of all the substituents R5-R8 is at least 4.

19. The metal complex according to claim 1, wherein, At least one of the substituents R1-R4 is selected from substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, and the total number of carbon atoms of all the substituents R1-R4 is at least 4; and at least one of the substituents R5-R8 is selected from substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, and the total number of carbon atoms of all the substituents R5-R8 is at least 4.

20. The metal complex according to claim 1, wherein At least one of the substituents R2, R3, R6, and R7 is selected from the group consisting of deuterium, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

21. The metal complex according to claim 1, wherein, At least two of the substituents R2, R3, R6, and R7 are selected from the group consisting of deuterium, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

22. The metal complex according to claim 1, wherein, At least three of the substituents R2, R3, R6, and R7 are selected from the group consisting of deuterium, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

23. The metal complex according to claim 1, wherein, All of the substituents R2, R3, R6, and R7 are selected from the group consisting of deuterium, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

24. The metal complex according to claim 20, wherein, At least one of the substituents R2, R3, R6, and R7 is selected from the group consisting of deuterium, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, and a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms.

25. The metal complex according to claim 20, wherein, At least one of the substituents R2, R3, R6, and R7 is selected from the group consisting of deuterium, methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, neopentyl, tert-pentyl; optionally, the hydrogen in the above groups can be partially or completely deuterated.

26. The metal complex according to claim 21, wherein, At least two of the substituents R2, R3, R6, and R7 are selected from the group consisting of deuterium, methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, neopentyl, tert-pentyl; optionally, the hydrogen in the above groups can be partially or completely deuterated.

27. The metal complex according to claim 22, wherein At least three of the substituents R2, R3, R6, and R7 are selected from the group consisting of deuterium, methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, neopentyl, tert-pentyl; optionally, the hydrogen in the above groups can be partially or completely deuterated.

28. The metal complex according to claim 23, wherein, All of the substituents R2, R3, R6, and R7 are selected from the group consisting of deuterium, methyl, ethyl, propyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, neopentyl, tert-pentyl; optionally, the hydrogen in the above groups can be partially or completely deuterated.

29. The metal complex according to claim 13, wherein, L a Each occurrence is the same or different and is selected from L a1 to L a42 ,L a49 to L a60 ,L a90 to L a106 ,L a108 to L a121 ,L a123 to L a136 ,L a138 to L a151 ,L a153 to L a166 ,L a168 to L a181 ,L a183 to L a196 ,L a198 to L a243 ,L a250 to L a261 ,L a291 to L a307 ,L a309 to L a322 ,L a324 to L a337 ,L a339 to L a352 ,L a354 to L a368 ,L a370 to L a415 ,L a422 to L a433 ,L a463 to L a479 ,L a481 to L a494 ,L a496 to L a509 ,L a511 to L a524 ,L a526 to L a532 ,L a534 to L a538 ,L a541 to L a544 ,L a546 to L a550 ,L a553 to L a563 ,L a565 to L a577 ,L a579 to L a623 ,L a630 to L a641 ,L a671 to L a680 ,L a682 to L a686 ,L a689 to L a692 ,L a694 to L a698 ,L a701 to L a711 ,L a713 to L a726 ,L a728 to L a741 ,L a473 to L a756 ,L a758 to L a765 ,L a806 to L a821 a group consisting of L a1 to L a42 ,L a49 to L a60 ,L a90 to L a106 ,L a108 to L a121 ,L a123 to L a136 ,L a138 to L a151 ,L a153 to L a166 ,L a168 to L a181 ,L a183 to L a196 ,L a198 to L a243 ,L a250 to L a261 ,L a291 to L a307 ,L a309 to L a322 ,L a324 to L a337 ,L a339 to L a352 ,L a354 to L a368 ,L a370 to L a415 ,L a422 to L a433 ,L a463 to L a479 ,L a481 to L a494 ,L a496 to L a509 ,L a511 to L a524 ,L a526 to L a532 ,L a534 to L a538 ,L a541 to L a544 ,L a546 to L a550 ,L a553 to L a563 ,L a565 to L a577 ,L a579 to L a623 ,L a630 to L a641 ,L a671 to L a680 ,L a682 to L a686 ,L a689 to L a692 ,L a694 to L a698 ,L a701 to L a711 ,L a713 to L a726 ,L a728 to L a741 ,L a473 to L a756 ,L a758 to L a765 ,L a806 to L a821 The specific structure is described as follows: L a1 To L a42 , L a49 To L a60 , L a90 To L a106 , L a108 To L a121 , L a123 To L a136 , L a138 To L a151 , L a153 To L a166 , L a168 To L a181 , L a183 To L a196 , L a198 To L a243 , L a250 To L a261 , L a291 To L a307 , L a309 To L a322 , L a324 To L a337 , L a339 To L a352 , L a354 To L a368 , L a370 To L a415 , L a422 To L a433 , L a463 To L a479 , L a481 To L a494 , L a496 To L a509 , L a511 To L a524 , L a526 To L a532 , L a534 To L a538 , L a541 To L a544 , L a546 To L a550 , L a553 To L a563 , L a565 To L a577 , L a579 To L a623 , L a630 To L a641 , L a671 To L a680 , L a682 To L a686 , L a689 To L a692 , L a694 to L a698 , L a701 to L a711 , L a713 to L a726 , L a728 to L a741 , L a473 to L a756 , L a758 to L a765 , having the general formula structure shown below: wherein R n , R Y1 -R Y3 , R X4 -R X8 and Z are selected from the atoms or groups in the following table: L a806 to L a821 has the general formula structure shown below: wherein R n , R Y1 -R Y3 , R X4 -R X7 and Z are selected from the atoms or groups in the following table: Among them, R s1 : R s2 : R s3 : R s4 : R s5 : R s6 : R s7 : R s8 : R s10 : R s11 : R s12 : R s13 : R s14 : R s17 : Among them, "*" represents the connection positions of R s1 to R s8， R s10 to R s14， R s17 ; Optionally, the above L a1 to L a42 ,L a49 to L a60 ,L a90 to L a106 ,L a108 to L a121 ,L a123 to L a136 ,L a138 to L a151 ,L a153 to L a166 ,L a168 to L a181 ,L a183 to L a196 ,L a198 to L a243 ,L a250 to L a261 ,L a291 to L a307 ,L a309 to L a322 ,L a324 to L a337 ,L a339 to L a352 ,L a354 to L a368 ,L a370 to L a415 ,L a422 to L a433 ,L a463 to L a479 ,L a481 to L a494 ,L a496 to L a509 ,L a511 to L a524 ,L a526 to L a532 ,L a534 to L a538 ,L a541 to L a544 ,L a546 to L a550 ,L a553 to L a563 ,L a565 to L a577 ,L a579 to L a623 ,L a630 to L a641 ,L a671 to L a680 ,L a682 to L a686 ,L a689 to L a692 ,L a694 to L a698 ,L a701 to L a711 ,L a713 to L a726 ,L a728 to L a741 ,L a473 to L a756 ,L a758 to L a765 ,L a806 to L a821 the hydrogen in it is partially or completely replaced by deuterium.

30. The metal complex according to claim 29, wherein, L b each occurrence being the same as or different from each other and being selected from the group consisting of: Optionally, the hydrogen atoms in the above-mentioned L b1 to L b317， L b319 to L b333 can be partially or completely replaced by deuterium.

31. The metal complex according to claim 30, wherein, The metal complex is selected from the group consisting of metal complexes 1 to 435, wherein metal complexes 1 to 435 have the structure of IrL a (L b )2, and the two L b are the same. L a and L b correspond to the structures represented in the following table, respectively:

32. An organic electroluminescent device, comprising: An anode, A cathode, And an organic layer disposed between the anode and the cathode, at least one layer of the organic layer containing the metal complex according to any one of claims 1-31.

33. The organic electroluminescent device according to claim 32, wherein, The organic layer containing the metal complex is a light-emitting layer.

34. The organic electroluminescent device according to claim 33, wherein, The light-emitting layer further contains a first host compound.

35. The organic electroluminescent device according to claim 34, wherein, The light-emitting layer further contains a second host compound.

36. The organic electroluminescent device according to claim 35, wherein, At least one of the host compounds contains at least one chemical group selected from the group consisting of benzene, pyridine, pyrimidine, triazine, carbazole, azacarbazole, indolocarbazole, dibenzothiophene, azadibenzothiophene, dibenzofuran, azadibenzofuran, dibenzoselenophene, triphenylene, azatriphenylene, fluorene, silicofluorene, naphthalene, quinoline, isoquinoline, quinazoline, quinoxaline, phenanthrene, and azaphenanthrene.

37. The organic electroluminescent device according to claim 35, wherein The metal complex is doped in the first host compound and the second host compound, and the weight of the metal complex accounts for 1% to 30% of the total weight of the light-emitting layer.

38. The organic electroluminescent device according to claim 37, wherein The weight of the metal complex accounts for 3% - 13% of the total weight of the light-emitting layer.

39. A compound composition comprising the metal complex according to any one of claims 1-31.

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