Organic electroluminescent material and device thereof

Abstract

Organic electroluminescent materials and devices thereof are disclosed. The organic electroluminescent material is a metal complex containing a La ligand of a formula 1A structure and an Lb ligand of a formula 1B structure, the novel metal complex is applied to an organic electroluminescent device, and can provide very excellent device performance, such as half-peak width, current efficiency, power efficiency, external quantum efficiency and prolonging of the service life of the device; more saturated green light emitting is facilitated, the performance of the device in all aspects is comprehensively improved, and finally the comprehensive performance of the device is greatly improved. An organic electroluminescent device comprising the metal complex and a compound combination comprising the metal complex are also disclosed.

Description

Technical Field

[0001] This invention relates to compounds for use in organic electronic devices, such as organic light-emitting devices. More particularly, it relates to an L containing a structure of formula 1A. a ligands and L of the 1B structure b Metal complexes of ligands, organic electroluminescent devices comprising the metal complexes, and compound compositions comprising the metal complexes. Background Technology

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

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

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

[0005] OLEDs can also be classified into small-molecule OLEDs and polymer OLEDs based on the form of the materials used. Small molecules refer to any organic or organometallic material that is not a polymer. Small molecules can have large molecular weights, provided they have a precise structure. Dendritic polymers with well-defined structures are considered small molecules. Polymer OLEDs include conjugated polymers and non-conjugated polymers with side-chain luminescent groups. Small-molecule OLEDs can become polymer OLEDs if post-polymerization occurs during manufacturing.

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

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

[0008] US20220089624A1 discloses metal complexes comprising ligands with the following structural features: Among them, at least one of R1-R3 has the following structure: The following structure was further disclosed: This application does not disclose or teach the L containing the structure of Formula 1A. a ligands and L of the 1B structure b Metal complexes of ligands.

[0009] US20140306205A1 discloses iridium complexes having the following structure: A 1 -D 1 All four rings are quinary or septary rings; and the metal complex further discloses that it has the following structure: G is selected from carbazole, fluorene, dibenzothiophene, dibenzofuran, etc., and iridium complexes with the following structures are further disclosed. This application does not disclose or teach the L containing the structure of Formula 1A. a ligands and L of the 1B structure b Metal complexes of ligands. Summary of the Invention

[0010] The present invention aims to provide a series of L-type 1A structures. a ligands and L of the 1B structure b Metal complexes of ligands address at least some of the above problems, wherein L a The ligand has a hexa-penta-hexa-multiplexed fused cyclic structural unit, L b The ligands have a 2-substituent at a specific position. When these novel metal complexes are applied to electroluminescent devices, they can achieve excellent device performance, such as improved full width at half maximum (FWHM), current efficiency, power efficiency, external quantum efficiency, and device lifetime. This facilitates the production of more saturated green light emission and comprehensively improves the performance of various aspects of the device, ultimately greatly enhancing its overall performance.

[0011] According to one embodiment of the present invention, a metal complex having M(L) is disclosed. a ) m (L b ) n (L c ) q The general formula, in, L a L b and L c These are the first, second, and third ligands that coordinate with metal M, respectively, and the third ligand L... c Able to interact with the first ligand L a or second ligand L bSelected from the same or different structures; where L a L b and L c They can be selectively linked to form multidentate ligands; Metal M is selected from metals with a relative atomic mass greater than 40; m is selected from 1 or 2; n is selected from 1 or 2; q is selected from 0 or 1; when m=2, the two L a Same or different; when n=2, the two L b Same or different; L a Each occurrence has the same or different structure as Equation 1A; L b Each occurrence has the same or different structure as Equation 1B;

[0012] in, Cy is selected, in the same or different ways, from aromatic rings having 6-30 ring atoms, heteroaromatic rings having 5-30 ring atoms, or combinations thereof; Each occurrence of R, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution; Z is selected from the group consisting of O, S, Se, CR'R', SiR'R' and GeR'R'; when two R' exist simultaneously, the two R' are either the same or different. X1-X8 are selected from C or CR each time they appear, either identically or differently. x Or N; and one of X1-X4 is selected from C and connected to the ring Cy; X1, X2, X3, or X4 are coordinated with metal M via metal-carbon bonds or metal-nitrogen bonds; a is selected from 0 or 1; W1-W3 are selected from CR each time they appear, either identically or differently. w Or N; U1-U4 are selected from CR each time they appear, either in the same or different ways. u NR u , O, S or N, and at most one of U1-U4 is selected from N; Ar has the structure represented by Equation 2:

[0013] In Equation 2, "*" indicates the connection position of Equation 2; R A and R B Each occurrence, whether identical or different, indicates monosubstituted, polysubstituted, or unsubstituted. Ring A and ring B are selected from carbon rings having 3-30 ring atoms or heterocycles having 3-30 ring atoms, either the same or different. L is selected from the group consisting of: single bond, O, S, SO2, Se, NR'', CR''R'', SiR''R'', GeR''R'', BR'', PR'', P(O)R'', R''C=CR'', substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted heteroalkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted arylene groups having 6-30 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-30 carbon atoms, and combinations thereof; R, R', R'', R x R u R w R A and R B Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; L c Each occurrence may be the same or different from a monoanionic bidentate ligand; Adjacent substituents R', R x R can be arbitrarily connected to form a loop; Adjacent substituents R'', R A R B They can be arbitrarily connected to form a loop; Adjacent substituent R u They can be arbitrarily connected to form a loop; Adjacent substituent R u and Rw They can be arbitrarily connected to form a ring.

[0014] According to another embodiment of the present invention, an organic electroluminescent device is also disclosed, comprising: an anode, a cathode, and an organic layer disposed between the anode and the cathode, wherein at least one layer of the organic layer comprises the metal complex described in the above embodiments.

[0015] According to another embodiment of the present invention, a compound combination comprising the metal complex described in the above embodiments is also disclosed.

[0016] The present invention discloses a series of L-type 1A structures. a ligands and L of the 1B structure b Metal complexes of ligands address at least some of the above problems, wherein L a The ligand has a hexa-penta-hexa-multiplexed fused cyclic structural unit, L b The ligands have substituents in the Formula 2 structure at specific positions. When these novel compounds are applied to electroluminescent devices, they can achieve excellent device performance, such as improved full width at half maximum (FWHM), current efficiency, power efficiency, external quantum efficiency, and device lifetime. This can comprehensively improve the performance of the device in all aspects, ultimately resulting in a significant improvement in the overall device performance. Attached Figure Description

[0017] Figure 1 This is a schematic diagram of an organic light-emitting device that may contain the metal complexes disclosed herein and compound compositions containing such metal complexes.

[0018] Figure 2 This is a schematic diagram of another organic light-emitting device that may contain the metal complexes disclosed herein and compound compositions containing such metal complexes. Detailed Implementation

[0019] OLEDs can be manufactured on various substrates, such as glass, plastic, and metal. Figure 1 An organic light-emitting device 100 is illustrated schematically and non-limitingly. The figures are not necessarily drawn to scale, and some layer structures may be omitted as needed. Device 100 may include a substrate 101, an anode 110, a hole injection layer 120, a hole transport layer 130, an electron blocking layer 140, a light-emitting layer 150, a hole blocking layer 160, an electron transport layer 170, an electron injection layer 180, and a cathode 190. Device 100 can be fabricated by sequentially depositing the described layers. The properties and functions of each layer, as well as exemplary materials, are described in more detail in columns 6-10 of U.S. Patent 7,279,704B2, the entire contents of which are incorporated herein by reference.

[0020] Each of these layers has numerous examples. For instance, a flexible and transparent substrate-anode combination is disclosed in U.S. Patent No. 5,844,363, which is incorporated herein by reference in its entirety. An example of a p-doped hole transport layer is m-MTDATA doped with F4-TCNQ at a molar ratio of 50:1, as disclosed in U.S. Patent Application Publication No. 2003 / 0230980, which is incorporated herein by reference in its entirety. An example of a host material is disclosed in U.S. Patent No. 6,303,238 to Thompson et al., which is incorporated herein by reference in its entirety. An example of an n-doped electron transport layer is BPhen doped with Li at a molar ratio of 1:1, as disclosed in U.S. Patent Application Publication No. 2003 / 0230980, which is incorporated herein by reference in its entirety. Examples of cathodes are disclosed in U.S. Patent Nos. 5,703,436 and 5,707,745, which are incorporated herein by reference in their entirety. These cathodes comprise composite cathodes having a thin metal layer, such as Mg:Ag, overlaid with a transparent, conductive, sputter-deposited ITO layer. The principles and use of barrier layers are described in more detail in U.S. Patent No. 6,097,147 and U.S. Patent Application Publication No. 2003 / 0230980, which are also incorporated herein by reference in their entirety. Examples of implantation layers are provided in U.S. Patent Application Publication No. 2004 / 0174116, which is also incorporated herein by reference in its entirety. A description of protective layers can be found in U.S. Patent Application Publication No. 2004 / 0174116, which is also incorporated herein by reference in its entirety.

[0021] The layered structure described above is provided through non-limiting embodiments. The functionality of an OLED can be achieved by combining the various layers described above, or some layers can be omitted entirely. It may also include other layers not explicitly described. Within each layer, a single material or a mixture of multiple materials can be used to achieve optimal performance. Any functional layer may include several sublayers. For example, a light-emitting layer may have two different light-emitting materials to achieve a desired emission spectrum.

[0022] In one embodiment, an OLED can be described as having an "organic layer" disposed between a cathode and an anode. This organic layer may include one or more layers.

[0023] OLEDs also require an encapsulation layer, such as Figure 2 An organic light-emitting device 200 is shown schematically and non-limitingly, which is related to... Figure 1The difference lies in the fact that an encapsulation layer 102 may also be included above the cathode 190 to protect against harmful substances from the environment, such as moisture and oxygen. Any material capable of providing encapsulation can be used as the encapsulation layer, such as glass or an organic-inorganic hybrid layer. The encapsulation layer should be placed directly or indirectly on the outside of the OLED device. Multilayer thin-film encapsulation is described in U.S. Patent 7,968,146B2, the entire contents of which are incorporated herein by reference.

[0024] Devices manufactured according to embodiments of the present invention can be incorporated into a variety of consumer products having one or more electronic component modules (or units). Some examples of such consumer products include flat panel displays, monitors, medical monitors, televisions, billboards, lights for indoor or outdoor lighting and / or signaling, head-up displays, fully or partially transparent displays, flexible displays, smartphones, tablet computers, phablets, wearable devices, smartwatches, laptop computers, digital cameras, portable camcorders, viewfinders, microdisplays, 3D displays, vehicle displays, and taillights.

[0025] The materials and structures described in this article can also be used in other organic electronic devices listed above.

[0026] As used herein, "top" means furthest from the substrate, and "bottom" means closest to the substrate. When the first layer is described as being "disposed" on the second layer, the first layer is positioned further from the substrate. Unless it is specified that the first layer "contacts" the second layer, other layers may exist between the first and second layers. For example, even if various organic layers exist between the cathode and anode, the cathode may still be described as being "disposed" on the anode.

[0027] As used herein, “solution-handleable” means capable of being dissolved, dispersed or transported in and / or deposited from a liquid medium in the form of a solution or suspension.

[0028] When a ligand is believed to directly contribute to the photosensitivity of the emitting material, the ligand can be called "photosensitive." When a ligand is believed not to contribute to the photosensitivity of the emitting material, the ligand can be called "auxiliary," but auxiliary ligands can alter the properties of photosensitivity ligands.

[0029] It is believed that the internal quantum efficiency (IQE) of fluorescent OLEDs can exceed the 25% spin statistical limit through delayed fluorescence. Delayed fluorescence can generally be divided into two types: P-type delayed fluorescence and E-type delayed fluorescence. P-type delayed fluorescence is generated by triplet-triplet annihilation (TTA).

[0030] On the other hand, E-type delayed fluorescence does not depend on the collision of two triplet states, but rather on the transition between triplet and singlet excited states. Compounds capable of producing E-type delayed fluorescence need to have a very small singlet-triple gap to facilitate the transition between energy states. Thermal energy can activate the transition from triplet to singlet. This type of delayed fluorescence is also called thermally activated delayed fluorescence (TADF). A significant characteristic of TADF is that the delayed component increases with increasing temperature. If the reverse system crossover (RISC) rate is fast enough to minimize the nonradiative decay from the triplet state, the fraction of singlet excited states that are refilled can reach 75%. The total singlet fraction can be 100%, far exceeding the 25% spin statistics of electrogenerated excitons.

[0031] E-type delayed fluorescence can be observed in excited complex systems or single compounds. Unbound by theory, it is believed that E-type delayed fluorescence requires the luminescent material to have a small singlet-triple bandgap (ΔE). S-T Organic, nonmetallic donor-acceptor luminescent materials may be able to achieve this. The emission of these materials is typically characterized as donor-acceptor charge transfer (CT) emission. Spatial separation of the HOMO and LUMO in these donor-acceptor compounds usually produces small ΔE. S-T These states can include CT states. Typically, donor-acceptor luminescent materials are constructed by linking an electron donor moiety (e.g., an amino or carbazole derivative) with an electron acceptor moiety (e.g., an N-containing six-membered aromatic ring).

[0032] Definition of the term "substituent group" Halogens or halides – as used herein, include fluorine, chlorine, bromine, and iodine.

[0033] Alkyl – As used herein, includes straight-chain and branched alkyl groups. An alkyl group can be an alkyl group having 1 to 20 carbon atoms, preferably an alkyl group having 1 to 12 carbon atoms, and more preferably an alkyl group having 1 to 6 carbon atoms. Examples of alkyl groups include methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl, n-dodecyl, n-tridecyl, n-tetradecyl, n-pentadecanyl, n-hexadecyl, n-heptadecyl, n-octadecyl, neopentyl, 1-methylpentyl, 2-methylpentyl, 1-pentylhexyl, 1-butylpentyl, 1-heptyloctyl, and 3-methylpentyl. Among the above, methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, neopentyl, and n-hexyl are preferred. Additionally, the alkyl group may optionally be substituted.

[0034] Cycloalkyl – As used herein, it comprises cyclic alkyl groups. The cycloalkyl group can be a cycloalkyl group having 3 to 20 carbon atoms, preferably a cycloalkyl group having 4 to 10 carbon atoms. Examples of cycloalkyl groups include cyclobutyl, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4,4-dimethylcyclohexyl, 1-adamantyl, 2-adamantyl, 1-norbornyl, 2-norbornyl, etc. Among the above, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, and 4,4-dimethylcyclohexyl are preferred. Furthermore, the cycloalkyl group may optionally be substituted.

[0035] Heteroalkyl – as used herein, a heteroalkyl group comprises one or more carbon atoms in an alkyl chain that are replaced by heteroatoms selected from the group consisting of nitrogen, oxygen, sulfur, selenium, phosphorus, silicon, germanium, and boron atoms. The heteroalkyl group can be a heteroalkyl group having 1 to 20 carbon atoms, preferably a heteroalkyl group having 1 to 10 carbon atoms, and more preferably a heteroalkyl group having 1 to 6 carbon atoms. Examples of heteroalkyl groups include methoxymethyl, ethoxymethyl, ethoxyethyl, methylthiomethyl, ethylthiomethyl, ethylthioethyl, methoxymethoxymethyl, ethoxymethoxymethyl, ethoxyethoxyethyl, hydroxymethyl, hydroxyethyl, hydroxypropyl, mercaptomethyl, mercaptoethyl, mercaptopropyl, aminomethyl, aminoethyl, aminopropyl, dimethylaminomethyl, trimethylgermanylmethyl, trimethylgermanylethyl, trimethylgermanylisopropyl, dimethylethylgermanylmethyl, dimethylisopropylgermanylmethyl, tert-butyldimethylgermanylmethyl, triethylgermanylmethyl, triethylgermanylethyl, triisopropylgermanylmethyl, triisopropylgermanylethyl, trimethylsilylmethyl, trimethylsilylethyl, trimethylsilylisopropyl, triisopropylsilylmethyl, triisopropylsilylethyl. Additionally, heteroalkyl groups may optionally be substituted.

[0036] Alkenyl – as used herein, encompasses straight-chain, branched, and cyclic olefinic groups. An alkenyl group can be an alkenyl group containing 2 to 20 carbon atoms, preferably an alkenyl group having 2 to 10 carbon atoms. Examples of alkenyl groups include vinyl, propenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1,3-butadienyl, 1-methylvinyl, styryl, 2,2-diphenylvinyl, 1,2-diphenylvinyl, 1-methylallyl, 1,1-dimethylallyl, 2-methylallyl, 1-phenylallyl, 2-phenylallyl, 3-phenylallyl, 3,3-diphenylallyl, 1,2-dimethylallyl, 1-phenyl-1-butenyl, 3-phenyl-1-butenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cycloheptenyl, cyclohepttrienyl, cyclooctenyl, cyclooctatetraenyl, and norbornyl. In addition, the alkenyl group can be optionally substituted.

[0037] Alkynyl – As used herein, this term encompasses straight-chain alkynyl groups. An alkynyl group can be one containing 2 to 20 carbon atoms, preferably 2 to 10 carbon atoms. Examples of alkynyl groups include ethynyl, propynyl, propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, 2-pentynyl, 3,3-dimethyl-1-butynyl, 3-ethyl-3-methyl-1-pentynyl, 3,3-diisopropyl-1-pentynyl, phenylethynyl, phenylpropynyl, etc. Among the above, ethynyl, propynyl, propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, and phenylethynyl are preferred. Furthermore, the alkynyl group may be optionally substituted.

[0038] Aryl or aromatic group – as used herein, both non-fused and fused systems are considered. The aryl group can be an aryl group having 6 to 30 carbon atoms, preferably an aryl group having 6 to 20 carbon atoms, and more preferably an aryl group having 6 to 12 carbon atoms. Examples of aryl groups include phenyl, biphenyl, terphenyl, triphenylene, tetraphenylene, naphthalene, anthracene, phenanthrene, fluorene, pyrene, phenylene oxide, perylene oxide, and azurite, with phenyl, biphenyl, terphenyl, triphenylene, fluorene, and naphthalene being preferred. Examples of non-fused aryl groups include phenyl, biphenyl-2-yl, biphenyl-3-yl, biphenyl-4-yl, p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, o-tolyl, m-tolyl, p-tolyl, p-(2-phenylpropyl)phenyl, 4'-methylbiphenyl, 4''-tert-butyl-p-terphenyl-4-yl, o-cumyl, m-cumyl, p-cumyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesitylene, and m-tetraphenyl. Additionally, the aryl group may optionally be substituted.

[0039] Heterocyclic groups – As used herein, non-aromatic cyclic groups are considered. Non-aromatic heterocyclic groups include saturated heterocyclic groups having 3-20 ring atoms and unsaturated non-aromatic heterocyclic groups having 3-20 ring atoms, wherein at least one ring atom is selected from the group consisting of nitrogen, oxygen, sulfur, selenium, silicon, phosphorus, germanium, and boron atoms. Preferred non-aromatic heterocyclic groups are those having 3 to 7 ring atoms, including at least one heteroatom such as nitrogen, oxygen, silicon, or sulfur. Examples of non-aromatic heterocyclic groups include ethylene oxide, oxetane, tetrahydrofuranyl, tetrahydropyranyl, dioxopentacyclic, dioxahexacyclic, acridineyl, dihydropyrroleyl, tetrahydropyrroleyl, piperidinyl, oxazolidinyl, morpholinyl, piperazineyl, oxetane-heptanetrienyl, thioheptanetrienyl, azirane-heptanetrienyl, and tetrahydrothiorroleyl. Additionally, the heterocyclic group may optionally be substituted.

[0040] Heteroaryl – as used herein, can be a non-fused or fused heteroaryl group comprising 1 to 5 heteroatoms, wherein at least one heteroatom is selected from the group consisting of nitrogen, oxygen, sulfur, selenium, silicon, phosphorus, germanium, and boron. Isoaryl also refers to heteroaryl. Heteroaryl can be a heteroaryl having 3 to 30 carbon atoms, preferably a heteroaryl having 3 to 20 carbon atoms, and more preferably a heteroaryl having 3 to 12 carbon atoms. Suitable heteroaryl groups include dibenzothiophene, dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoselenophene, carbazole, indolecarbazole, pyridineindole, pyrrolopyridine, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxtriazole, dioxazole, thiadiazol, pyridine, pyrazine, pyrazine, triazine, oxazine, oxthiazine, oxadiazine, indole, benzimidazole, indazole, indoxazine, benzoxazole, benzoisoxazole, benzothiazole, quinoline, isoquinoline Phosphine, cyclophosphine, quinazoline, quinoxaline, naphthidine, phthalazine, pteridine, xanthan, acridine, phenazine, phenothiazine, benzofuranopyridine, furanodipyridine, benzothiophenopyridine, thiophenodipyridine, benzoselenophenopyridine, selenobenzodipyridine, preferably dibenzothiophene, dibenzofuran, dibenzoselenophene, carbazole, indolocarbazole, imidazole, pyridine, triazine, benzimidazole, 1,2-azaborane, 1,3-azaborane, 1,4-azaborane, boronazole and its aza analogues. Additionally, the heteroaryl group may optionally be substituted.

[0041] Alkoxy groups – as used herein, are represented by -O-alkyl, -O-cycloalkyl, -O-heteroalkyl, or -O-heterocyclic groups. Examples and preferred examples of alkyl, cycloalkyl, heteroalkyl, and heterocyclic groups are the same as described above. An alkoxy group can be an alkoxy group having 1 to 20 carbon atoms, preferably an alkoxy group having 1 to 6 carbon atoms. Examples of alkoxy groups include methoxy, ethoxy, propoxy, butoxy, pentoxy, hexoxy, cyclopropyloxy, cyclobutyloxy, cyclopentoxy, cyclohexyloxy, tetrahydrofuranyloxy, tetrahydropyranyloxy, methoxypropyloxy, ethoxyethyloxy, methoxymethyloxy, and ethoxymethyloxy. Additionally, alkoxy groups may optionally be substituted.

[0042] Aryloxy group – as used herein, is represented by -O-aryl or -O-heteroaryl. Examples and preferred examples of aryl and heteroaryl groups are the same as described above. The aryloxy group can be an aryloxy group having 6 to 30 carbon atoms, preferably an aryloxy group having 6 to 20 carbon atoms. Examples of aryloxy groups include phenoxy and biphenyloxy groups. Additionally, the aryloxy group may optionally be substituted.

[0043] Arylalkyl – As used herein, this encompasses aryl-substituted alkyl groups. An arylalkyl group can be an arylalkyl group having 7 to 30 carbon atoms, preferably an arylalkyl group having 7 to 20 carbon atoms, and more preferably an arylalkyl group having 7 to 13 carbon atoms. Examples of arylalkyl groups include benzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, 2-phenylisopropyl, phenyl tert-butyl, α-naphthylmethyl, 1-α-naphthyl-ethyl, 2-α-naphthylethyl, 1-α-naphthylisopropyl, 2-α-naphthylisopropyl, β-naphthylmethyl, 1-β-naphthyl-ethyl, 2-β-naphthyl-ethyl, 1-β-naphthylisopropyl, 2-β-naphthylisopropyl, p-methylbenzyl, m-methylbenzyl The compounds include alkyl groups, such as o-methylbenzyl, p-chlorobenzyl, m-chlorobenzyl, o-chlorobenzyl, p-bromobenzyl, m-bromobenzyl, o-bromobenzyl, p-iodobenzyl, m-iodobenzyl, o-iodobenzyl, p-hydroxybenzyl, m-hydroxybenzyl, o-hydroxybenzyl, p-aminobenzyl, m-aminobenzyl, o-aminobenzyl, p-nitrobenzyl, m-nitrobenzyl, o-nitrobenzyl, p-cyanobenzyl, m-cyanobenzyl, o-cyanobenzyl, 1-hydroxy-2-phenylisopropyl, and 1-chloro-2-phenylisopropyl. Among the above, benzyl, p-cyanobenzyl, m-cyanobenzyl, o-cyanobenzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, and 2-phenylisopropyl are preferred. Additionally, the alkyl group may optionally be substituted.

[0044] Alkylsilyl – As used herein, this encompasses alkyl-substituted silyl groups. The alkylsilyl group can be an alkylsilyl group having 3 to 20 carbon atoms, preferably an alkylsilyl group having 3 to 10 carbon atoms. Examples of alkylsilyl groups include trimethylsilyl, triethylsilyl, methyldiethylsilyl, ethyldimethylsilyl, tripropylsilyl, tributylsilyl, triisopropylsilyl, methyldiisopropylsilyl, dimethylisopropylsilyl, tritert-butylsilyl, triisobutylsilyl, dimethyltert-butylsilyl, and methylditert-butylsilyl. Additionally, the alkylsilyl group may optionally be substituted.

[0045] Arylsilane – As used herein, encompasses at least one aryl-substituted silane group. The arylsilane can be an arylsilane having 6 to 30 carbon atoms, preferably an arylsilane having 8 to 20 carbon atoms. Examples of arylsilanes include triphenylsilyl, phenyldiphenylsilyl, diphenylbiphenylsilyl, phenyldiethylsilyl, diphenylethylsilyl, phenyldimethylsilyl, diphenylmethylsilyl, phenyldiisopropylsilyl, diphenylisopropylsilyl, diphenylbutylsilyl, diphenylisobutylsilyl, and diphenyltert-butylsilyl. Additionally, the arylsilane may optionally be substituted.

[0046] Alkylgermanium group – As used herein, this encompasses alkyl-substituted germanium groups. The alkylgermanium group can be an alkylgermanium group having 3 to 20 carbon atoms, preferably an alkylgermanium group having 3 to 10 carbon atoms. Examples of alkylgermanium groups include trimethylgermanium, triethylgermanium, methyldiethylgermanium, ethyldimethylgermanium, tripropylgermanium, tributylgermanium, triisopropylgermanium, methyldiisopropylgermanium, dimethylisopropylgermanium, tritert-butylgermanium, triisobutylgermanium, dimethyltert-butylgermanium, and methylditert-butylgermanium. Additionally, the alkylgermanium group may optionally be substituted.

[0047] Arylgermanium – As used herein, this encompasses a germanium group substituted with at least one aryl or heteroaryl group. The arylgermanium group can be an arylgermanium group having 6 to 30 carbon atoms, preferably an arylgermanium group having 8 to 20 carbon atoms. Examples of arylgermanium groups include triphenylgermanium, phenyldiphenylgermanium, diphenylbiphenylgermanium, phenyldiethylgermanium, diphenylethylgermanium, phenyldimethylgermanium, diphenylmethylgermanium, phenyldiisopropylgermanium, diphenylisopropylgermanium, diphenylbutylgermanium, diphenylisobutylgermanium, and diphenyltert-butylgermanium. Additionally, the arylgermanium group may optionally be substituted.

[0048] The term "aza" in azadibenzofuran, azadibenzothiophene, etc., refers to the substitution of one or at least two CH groups of the corresponding aromatic segment by a nitrogen atom. For example, azatriphenylene includes dibenzo[f,h]quinoxaline, dibenzo[f,h]quinoline, and other analogs having two or more nitrogen atoms in the ring system. Other nitrogen analogs of the aforementioned aza derivatives will readily conceive of those skilled in the art, and all such analogs are identified as being included in the terminology used herein.

[0049] In this disclosure, unless otherwise defined, the term "substituted alkyl", "substituted cycloalkyl", "substituted heteroalkyl", "substituted heterocyclic", "substituted aralkyl", "substituted alkoxy", "substituted aryl", "substituted alkenyl", "substituted alkynyl", "substituted heteroaryl", "substituted alkylsilyl", "substituted arylsilyl", "substituted alkylgermanium", "substituted arylgermanium", "substituted amino", "substituted acyl", "substituted carbonyl", "substituted carboxyl" are used interchangeably. Acid group, substituted ester group, substituted sulfinyl group, refers to any one of the following groups: alkyl, cycloalkyl, heteroalkyl, heterocyclic, aralkyl, alkoxy, aryloxy, alkenyl, alkynyl, aryl, heteroaryl, alkylsilyl, arylsilyl, alkylgermanyl, arylgermanyl, amino, acyl, carbonyl, carboxylic acid, ester, sulfinyl, sulfonyl, and phosphine. One or at least two of these groups may be selected from deuterium, halogen, unsubstituted alkyl groups having 1-20 carbon atoms, and unsubstituted alkyl groups having 3-20 carbon atoms. Cycloalkyl groups with 1-20 carbon atoms, unsubstituted heteroalkyl groups with 3-20 carbon atoms, unsubstituted aralkyl groups with 7-30 carbon atoms, unsubstituted alkoxy groups with 1-20 carbon atoms, unsubstituted aryloxy groups with 6-30 carbon atoms, unsubstituted alkenyl groups with 2-20 carbon atoms, unsubstituted alkynyl groups with 2-20 carbon atoms, and unsubstituted aryl groups with 6-30 carbon atoms. Unsubstituted heteroaryl groups having 3-30 carbon atoms, unsubstituted alkylsilyl groups having 3-20 carbon atoms, unsubstituted arylsilyl groups having 6-20 carbon atoms, unsubstituted alkylgermanium groups having 3-20 carbon atoms, unsubstituted arylgermanium groups having 6-20 carbon atoms, and unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, mercapto, sulfinyl, sulfonyl, phosphine, and combinations thereof having 0-20 carbon atoms.

[0050] It should be understood that when a molecular fragment is described as a substituent or otherwise attached to another part, its name may be written according to whether it is a fragment (e.g., phenyl, phenylene, naphthyl, dibenzofuranyl) or according to whether it is a whole molecule (e.g., benzene, naphthalene, dibenzofuran). As used herein, these different ways of specifying substituents or attaching fragments are considered equivalent.

[0051] In the compounds mentioned in this disclosure, hydrogen atoms can be partially or completely replaced by deuterium. Other atoms such as carbon and nitrogen can also be replaced by their other stable isotopes. Substitution with other stable isotopes in the compounds is likely preferred due to their ability to enhance device efficiency and stability.

[0052] In the compounds mentioned in this disclosure, multiple substitution refers to the range including disubstitution, up to the maximum number of available substitutions. When a substituent in a compound mentioned in this disclosure represents multiple substitution (including disubstitution, trisubstitution, tetrasubstitution, etc.), it means that the substituent can be present at multiple available substitution positions on its linkage structure. The substituent present at multiple available substitution positions can be the same structure or different structures.

[0053] In the compounds mentioned in this disclosure, unless explicitly specified, for example, that adjacent substituents can optionally connect to form a ring, adjacent substituents in the compounds cannot connect to form a ring. In the compounds mentioned in this disclosure, the optional connection of adjacent substituents to form a ring includes both cases where adjacent substituents can connect to form a ring and cases where adjacent substituents do not connect to form a ring. When adjacent substituents can optionally connect to form a ring, the formed ring can be a monocyclic or polycyclic ring (including spirocyclic, bridged, fused rings, etc.), as well as an alicyclic, heterocyclic, aromatic, or heteroaromatic ring. In this context, adjacent substituents can refer to substituents bonded to the same atom, substituents bonded to carbon atoms directly bonded to each other, or substituents bonded to carbon atoms further away. Preferably, adjacent substituents refer to substituents bonded to the same carbon atom and substituents bonded to carbon atoms directly bonded to each other.

[0054] The statement that adjacent substituents can optionally connect to form a ring is also intended to be understood as referring to two substituents bonded to the same carbon atom connecting to each other via chemical bonds to form a ring, as exemplified by the following formula: .

[0055] The statement that adjacent substituents can optionally link to form a ring is also intended to be understood as referring to two substituents bonded to carbon atoms directly bonded to each other forming a ring through chemical bonds, as exemplified by the following formula: .

[0056] The statement that adjacent substituents can optionally connect to form a ring is also intended to be understood as referring to two substituents bonded to a further distant carbon atom connecting to each other by chemical bonds to form a ring, as exemplified by the following formula: .

[0057] Furthermore, the statement that adjacent substituents can optionally connect to form a ring is also intended to mean that, in the case where one of the two adjacent substituents represents hydrogen, the second substituent bonds to the position where the hydrogen atom is bonded, thereby forming a ring. This is illustrated by the following example: .

[0058] According to one embodiment of the present invention, a metal complex having M(L) is disclosed. a ) m (L b ) n (L c ) q The general formula, in, L a L b and L c These are the first, second, and third ligands that coordinate with metal M, respectively, and the third ligand L... c Able to interact with the first ligand L a or second ligand L b Selected from the same or different structures; where L a L b and L c They can be selectively linked to form multidentate ligands; Metal M is selected from metals with a relative atomic mass greater than 40; m is selected from 1 or 2; n is selected from 1 or 2; q is selected from 0 or 1; when m=2, the two L a Same or different; when n=2, the two L b Same or different; L a Each occurrence has the same or different structure as Equation 1A; L b Each occurrence has the same or different structure as Equation 1B;

[0059] in, Cy is selected, in the same or different ways, from aromatic rings having 6-30 ring atoms, heteroaromatic rings having 5-30 ring atoms, or combinations thereof; Each occurrence of R, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution; Z is selected from the group consisting of O, S, Se, CR'R', SiR'R' and GeR'R'; when two R' exist simultaneously, the two R' are either the same or different. X1-X8 are selected from C or CR each time they appear, either identically or differently. x Or N; and one of X1-X4 is selected from C and connected to the ring Cy; X1, X2, X3, or X4 are coordinated with metal M via metal-carbon bonds or metal-nitrogen bonds; a is selected from 0 or 1; W1-W3 are selected from CR each time they appear, either identically or differently. w Or N; U1-U4 are selected from CR each time they appear, either in the same or different ways. u NR u , O, S or N, and at most one of U1-U4 is selected from N; Ar has the structure represented by Equation 2:

[0060] In Equation 2, "*" indicates the connection position of Equation 2; R A and R B Each occurrence, whether identical or different, indicates monosubstituted, polysubstituted, or unsubstituted. Ring A and ring B are selected from carbon rings having 3-30 ring atoms or heterocycles having 3-30 ring atoms, either the same or different. L is selected from the group consisting of: single bond, O, S, SO2, Se, NR'', CR''R'', SiR''R'', GeR''R'', BR'', PR'', P(O)R'', R''C=CR'', substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted heteroalkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted arylene groups having 6-30 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-30 carbon atoms, and combinations thereof; R, R', R'', R x R u R w R A and R BEach time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; L c Each occurrence may be the same or different from a monoanionic bidentate ligand; Adjacent substituents R', R x R can be arbitrarily connected to form a loop; Adjacent substituents R'', R A R B They can be arbitrarily connected to form a loop; Adjacent substituent R u They can be arbitrarily connected to form a loop; Adjacent substituent R u and R w They can be arbitrarily connected to form a ring.

[0061] In this paper, "adjacent substituents R', R x "R can optionally connect to form a ring" is intended to indicate adjacent substituent groups, for example, between two substituents R', between two substituents R, and between two substituents R'. x Between, substituents R' and R x Between, substituents R and R x Between these substituents, any one or more of these substituent groups can connect to form a ring. Obviously, these substituents can also not connect to form a ring.

[0062] In this paper, "adjacent substituents R'', R A R B"Optionally connected to form a ring" is intended to indicate that adjacent substituent groups therein, for example, between two substituents R'', and between two substituents R''. A Between the two substituents R B Between, substituent R A Between R'', substituent R B Between R'' and R'', any one or more of these substituents can connect to form a ring. Obviously, these substituents can also remain unconnected to form a ring.

[0063] In this paper, "adjacent substituent R" u "Can be optionally linked to form a ring" is intended to represent any two adjacent substituents R. u One or more groups of substituents can connect to form a ring. Obviously, these substituents can also remain unconnected to form a ring.

[0064] In this paper, "adjacent substituent R" u and R w "Can be optionally linked to form a ring" is intended to indicate that adjacent substituent groups therein, for example, substituent R u and R w Between these substituent groups, any one or more of them can connect to form a ring. Obviously, these substituents can also not connect to form a ring. For example, when a is selected from 0, and U3 is selected from CR... u W1 is selected from CR w When, then the R u and the R w They can be connected to form a ring; when a is selected from 1, and U4 is selected from CR. u W1 is selected from CR w When, then the R u and the R w They can be connected to form a ring.

[0065] In this paper, when a is 0, it indicates that U4 does not exist, and L... b The ligand has the following structure: At this time, U1-U3 are selected from CR each time they appear, either the same or different. u NR u , O, S or N, and at most one of U1-U3 is selected from N (i.e., one of U1-U3 is selected from N, or U1-U3 is selected from CR). u NR u (O or S); when a is 1, it indicates that U4 exists, and L b The ligand has the following structure: At this time, U1-U4 are selected from CR each time they appear, either the same or different. uOr N, and at most one of U1-U4 is selected from N (i.e., one of U1-U4 is selected from N, or U1-U4 is selected from CR). u ).

[0066] In this document, "ring A and ring B are selected from carbon rings having 3-30 ring atoms or heterocycles having 3-30 ring atoms, whether the same or different." The carbon rings and heterocycles can be aromatic or non-aromatic, i.e., the carbon rings include aromatic or alicyclic rings, and the heterocycles include heteroaromatic or heteroalicyclic rings. The alicyclic and heteroalicyclic rings can each contain at least one unsaturated bond, and the heteroaromatic and heteroalicyclic rings can include at least one or more of O, S, Se, N, Si, P, Ge, and B atoms, but are not limited to those listed below.

[0067] According to one embodiment of the present invention, adjacent substituents R w They do not connect to form a loop.

[0068] According to one embodiment of the invention, the ring Cy is selected from any of the following structures each time it appears: ; in, Each occurrence of R indicates monosubstituted, polysubstituted, or unsubstituted; when multiple Rs exist in any structure, the Rs are the same or different. R, each time appearing, is selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; Adjacent substituents R can optionally connect to form a ring; Wherein, "#" indicates the position connected to the metal M, "Indicates the position connected to X1, X2, X3 or X4.

[0069] In this document, "adjacent substituents R can optionally connect to form a ring" is intended to mean that any one or more of the group consisting of any two adjacent substituents R can connect to form a ring. Obviously, these substituents may also not connect to form a ring.

[0070] According to one embodiment of the present invention, L b Each occurrence is either identical or different and selected from the following groups: , , , , , , , , , ; R u and R w Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution; R u and R wEach time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; Adjacent substituent R u They can be arbitrarily connected to form a ring.

[0071] According to one embodiment of the present invention, L c Each occurrence is either identical or different and selected from the following groups: , , , , , , , , , , ; in, R a and R b Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution; X b Each time it appears, choose from the following groups, either the same or different: O, S, Se, NR N1 CR C1 R C2 ; R a R b R c R N1 R C1 and R C2Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; Adjacent substituent R a R b R c R N1 R C1 and R C2 They can be arbitrarily connected to form a ring.

[0072] In this paper, "adjacent substituent R" a R b R c R N1 R C1 and R C2 "Can be optionally linked to form a ring" is intended to indicate that adjacent substituent groups therein, for example, two substituents R a Between the 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 C2 Between, substituent R band R C1 Between, substituent R b and R C2 Between, and R C1 and R C2 Between these substituents, any one or more of these substituent groups can connect to form a ring. Obviously, these substituents can also remain unconnected to form a ring. For example, adjacent substituents R a R b They can be arbitrarily connected to form a loop, when R a When arbitrarily connected to form a loop, It can form or The structure.

[0073] According to one embodiment of the present invention, U1-U4 are selected from CR each time they appear, either identically or differently. u .

[0074] According to one embodiment of the present invention, U1-U4 are selected from CR each time they appear, either identically or differently. u Or N, and one of them is N.

[0075] According to one embodiment of the present invention, U1-U3 are selected from CR each time they appear, either identically or differently. u .

[0076] According to one embodiment of the present invention, U1-U3 are selected from CR each time they appear, either identically or differently. u Or N, and one of them is N.

[0077] According to one embodiment of the present invention, W1-W3 are selected from CR each time they appear, either identically or differently. w Or N, and at least one of them is N. For example, one of W1-W3 is selected from N or two are selected from N.

[0078] According to one embodiment of the present invention, W1-W3 are selected from CR each time they appear, either identically or differently. w .

[0079] According to one embodiment of the present invention, R u and R w Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, cyano groups, and combinations thereof.

[0080] According to one embodiment of the present invention, R u and R w Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, fluorine, substituted or unsubstituted alkyl groups having 1 to 6 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 6 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6 to 12 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 12 carbon atoms, cyano groups, and combinations thereof.

[0081] According to one embodiment of the present invention, R u and R w Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, fluorine, substituted or unsubstituted alkyl groups having 1 to 6 carbon atoms, substituted or unsubstituted aryl groups having 6 to 12 carbon atoms, and combinations thereof.

[0082] According to one embodiment of the present invention, R u and R w Each time it appears, it is selected from the group consisting of the following, either identically or differently: 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, and combinations thereof.

[0083] According to one embodiment of the present invention, the metal complex has Ir(L) a ) m (L b ) 3-m The structure is given by Equation 3:

[0084] in, m is selected from 1 and 2; when m=1, the two L b Same or different; when m=2, the two L a Same or different; Z is selected from the group consisting of O, S, Se, CR'R', SiR'R' and GeR'R'; when two R' exist simultaneously, the two R' are either the same or different; Y1-Y4 are selected from CR each time they appear, either in the same or different ways. y Or N; X3-X8 are selected from CR each time they appear, either the same or different. x Or N; Ar has the structure represented by Equation 2:

[0085] In Equation 2, R A and R B Each occurrence, whether identical or different, indicates monosubstituted, polysubstituted, or unsubstituted. Ring A and ring B are selected from carbon rings having 3-30 ring atoms or heterocycles having 3-30 ring atoms, either the same or different. L is selected from single bond, O, S, SO2, Se, NR'', CR''R'', SiR''R'', GeR''R'', BR'', PR'', P(O)R'', R''C=CR'', substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted heteroalkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted arylene groups having 6-30 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-30 carbon atoms, or combinations thereof; R',R'',R x R y R1-R7, R A and R B Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; "*" indicates the connection position of expression 2; Adjacent substituents R', R x R y They can be arbitrarily connected to form a loop; Adjacent substituents R'', R A RB They can be arbitrarily connected to form a loop; Adjacent substituents R4-R7 can optionally connect to form a ring.

[0086] In this paper, "adjacent substituents R', R x R y "Optionally connected to form a ring" is intended to indicate that adjacent substituent groups, for example, between two substituents R', and between two substituents R', are... y Between the two substituents R x Between, substituents R' and R x Between, substituent R y and R x Between these substituents, any one or more of these substituent groups can connect to form a ring. Obviously, these substituents can also not connect to form a ring.

[0087] In this paper, "adjacent R4-R7 groups can optionally connect to form a ring" means that any group or more of the groups consisting of any two adjacent substituents in R4-R7 can connect to form a ring. Obviously, these substituents can also not connect to form a ring.

[0088] According to one embodiment of the present invention, a is selected from 1.

[0089] According to one embodiment of the present invention, X1-X8 are selected from CR each time they appear, either identically or differently. x .

[0090] According to one embodiment of the present invention, X1-X8 are selected from CR each time they appear, either identically or differently. x Or N, and at least one of them is N. For example, one of X1-X8 is selected from N, or two of X3-X8 are selected from N.

[0091] According to one embodiment of the present invention, X3-X8 are selected from CR each time they appear, either identically or differently. x .

[0092] According to one embodiment of the present invention, X3-X8 are selected from CR each time they appear, either identically or differently. x Or N, and at least one of them is N. For example, one of X3-X8 is selected from N, or two of X3-X8 are selected from N.

[0093] According to one embodiment of the present invention, Y1-Y4 are selected from CR each time they appear, either identically or differently. y .

[0094] According to one embodiment of the present invention, Y1-Y4 are selected from CR each time they appear, either identically or differently.y Or N, and at least one of them is N. For example, one of Y1-Y4 is selected from N, or two of Y1-Y4 are selected from N.

[0095] According to one embodiment of the present invention, R x and R y Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, cyano groups, and combinations thereof.

[0096] According to one embodiment of the present invention, R x and R y Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, fluorine, substituted or unsubstituted alkyl groups having 1 to 6 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 6 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6 to 12 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 12 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 12 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 12 carbon atoms, cyano groups, and combinations thereof. According to one embodiment of the present invention, R x and R y Each time it appears, it is selected from the group consisting of the following, either identically or differently: 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, trimethylgermanyl, and combinations thereof.

[0097] According to one embodiment of the present invention, at least one R y Choose from the group consisting of: deuterium, halogens, substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, and combinations thereof.

[0098] According to one embodiment of the present invention, at least one R yChoose from the group consisting of: deuterium, halogens, substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, and combinations thereof.

[0099] According to one embodiment of the present invention, at least one R y Choose from the group consisting of: deuterium, halogens, substituted or unsubstituted alkyl groups having 1 to 6 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 6 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6 to 12 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 12 carbon atoms, and combinations thereof.

[0100] According to one embodiment of the present invention, at least one of X3-X8 is selected from CR. x The substituent R x Selected from cyano or fluorine.

[0101] According to one embodiment of the present invention, at least one of X5-X8 is selected from CR. x The substituent R x Selected from cyano or fluorine.

[0102] According to one embodiment of the present invention, X7 or X8 is selected from CR x The R x Selected from cyano.

[0103] According to one embodiment of the present invention, X7 is selected from CR x The substituent R x Selected from fluorine.

[0104] According to one embodiment of the present invention, at least two of X3-X8 are selected from CR x One of the Rs x Selected from cyano or fluorine, another of the R x The group consisting of: deuterium, halogens, substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, and combinations thereof.

[0105] According to one embodiment of the present invention, at least two of X5-X8 are selected from CR x One of the Rs x Selected from cyano or fluorine, another of the R xChoose from the group consisting of: deuterium, halogens, substituted or unsubstituted alkyl groups having 1 to 6 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 6 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6 to 18 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 18 carbon atoms, and combinations thereof.

[0106] According to one embodiment of the present invention, X7 and X8 are selected from CR x One of the Rs x Selected from cyano or fluorine, with another said substituent R x Choose from the group consisting of: deuterium, halogens, substituted or unsubstituted alkyl groups having 1 to 6 carbon atoms, substituted or unsubstituted aryl groups having 6 to 18 carbon atoms, and combinations thereof.

[0107] According to one embodiment of the present invention, ring A and ring B are selected from carbon rings having 6-18 ring atoms or heterocycles having 5-18 ring atoms each time they appear.

[0108] According to one embodiment of the present invention, ring A and ring B are selected from aromatic rings having 6-18 ring atoms or heteroaromatic rings having 5-18 ring atoms each time they appear.

[0109] According to one embodiment of the present invention, ring A and ring B are selected from aromatic rings having 6-12 ring atoms or heteroaromatic rings having 5-12 ring atoms each time they appear.

[0110] According to one embodiment of the present invention, ring A and ring B are selected from aromatic rings or heteroaromatic rings having 6 ring atoms each time they appear.

[0111] According to one embodiment of the present invention, Ar has the structure represented by Formula 4: ; A1-A4 are selected from CR each time they appear, either identically or differently. A Or N; B1-B4 are selected from CR each time they appear, either identically or differently. B Or N; L is selected from the following groups: single bond, O, S, SO2, Se, NR'', CR''R'', SiR''R'', GeR''R'', BR'', PR'', P(O)R'', R''C=CR'', alkylene groups having 1-20 carbon atoms, heteroalkylene groups having 1-20 carbon atoms, cycloalkylene groups having 3-20 carbon atoms, heterocyclic groups having 3-20 ring atoms, arylene groups having 6-30 carbon atoms, heteroarylene groups having 3-30 carbon atoms, and combinations thereof; R A R B Each time R'' appears, it is selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, and substituted or unsubstituted groups having 2-20 carbon atoms. Alkenyl, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; Adjacent substituents R'', R A R B They can be arbitrarily connected to form a loop; "*" indicates the connection position of Equation 4.

[0112] According to one embodiment of the present invention, A1-A4 are selected from CR each time they appear, either identically or differently. A .

[0113] According to one embodiment of the present invention, A1-A4 are selected from CR each time they appear, either identically or differently. A Or N, and at least one of A1-A4 is selected from N. For example, one or two of A1-A4 are selected from N.

[0114] According to one embodiment of the present invention, B1-B4 are selected from CR each time they appear, either identically or differently. B .

[0115] According to one embodiment of the present invention, B1-B4 are selected from CR each time they appear, either identically or differently. B Or N, and at least one of B1-B4 is selected from N. For example, one or two of B1-B4 are selected from N.

[0116] According to one embodiment of the present invention, R A and R BEach time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, cyano groups, and combinations thereof.

[0117] According to one embodiment of the present invention, R A and R B Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, fluorine, substituted or unsubstituted alkyl groups having 1 to 6 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 6 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6 to 12 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 12 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 6 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3 to 6 carbon atoms, cyano groups, and combinations thereof.

[0118] According to one embodiment of the present invention, R A and R B Each time it appears, it is selected from the group consisting of the following, either identically or differently: hydrogen, deuterium, fluorine, methyl, ethyl, propyl, isopropyl, isobutyl, tert-butyl, neopentyl, isopentyl, cyclopentyl, cyclohexyl, phenyl, deuterated methyl, deuterated ethyl, deuterated propyl, deuterated isopropyl, deuterated isobutyl, deuterated tert-butyl, deuterated neopentyl, deuterated isopentyl, deuterated cyclopentyl, deuterated cyclohexyl, deuterated phenyl, and combinations thereof.

[0119] According to one embodiment of the invention, L is selected from the group consisting of: single bond, O, S, Se, NR'', SiR''R'', GeR''R'', BR'', PR'', P(O)R'', substituted or unsubstituted alkylene groups having 1-10 carbon atoms, substituted or unsubstituted heteroalkylene groups having 1-10 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-10 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-10 ring atoms, substituted or unsubstituted arylene groups having 6-10 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-10 carbon atoms, and combinations thereof.

[0120] According to one embodiment of the present invention, L is selected from single bond, O, S, substituted or unsubstituted alkylene groups having 1-2 carbon atoms, and phenylene groups.

[0121] According to one embodiment of the present invention, L is selected from single bonds.

[0122] According to one embodiment of the present invention, Ar is selected from Ar1 to Ar each time it appears, either identically or differently. 102 The group consists of Ar1 to Ar 102 The specific structure is described in claim 15.

[0123] According to one embodiment of the present invention, Ar1 to Ar 57 and Ar 61 To Ar 102 In this process, hydrogen energy can be partially or completely replaced by deuterium.

[0124] According to one embodiment of the present invention, at least one or at least two of R1-R7 are selected from substituted or unsubstituted alkyl groups of 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, or combinations thereof; and the sum of the number of carbon atoms of all said R1-R3 and / or R4-R7 is at least 4.

[0125] According to one embodiment of the present invention, at least one or at least two of R4-R7 are selected from substituted or unsubstituted alkyl groups of 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, or combinations thereof, and the sum of the number of carbon atoms of all said substituents R4-R7 is at least 4.

[0126] According to one embodiment of the present invention, at least one or at least two or all of R2, R5, and R6 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 cyclic 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.

[0127] According to one embodiment of the invention, at least one or at least two or all of R2, R5, R6 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 cyclic carbon atoms, and combinations thereof.

[0128] According to one embodiment of the invention, at least one or at least two or all of R2, R5, and R6 are selected from the group consisting of: deuterium, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, and combinations thereof; optionally, the hydrogen in the above groups is partially or completely deuterated.

[0129] According to one embodiment of the invention, R' is selected, in the same or different ways, each time it appears, from substituted or unsubstituted alkyl groups having 1-20 carbon atoms, or from substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms.

[0130] According to one embodiment of the present invention, R' is methyl or deuterated methyl.

[0131] According to one embodiment of the invention, R'' is selected, in the same or different ways, from substituted or unsubstituted alkyl groups having 1-20 carbon atoms, or substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, and combinations thereof.

[0132] According to one embodiment of the present invention, L a Choose L each time it appears, either the same or different. a1-1 -L a1-58 L a2-1 -L a2-61 and L a3-1 -L a3-152 The group consisting of L a1-1 -L a1-58 L a2-1 -L a2-61 and L a3-1 -L a3-152 The specific structure is shown in claim 20.

[0133] According to one embodiment of the present invention, L a1-1 -L a1-58 L a2-1 -L a2-61 and L a3-1 -L a3-152 The hydrogen atoms in the hydrogen atom can be partially or completely replaced by deuterium.

[0134] According to one embodiment of the present invention, L b Choose L each time it appears, either the same or different. b1 To L b595 The group consisting of L b1 To L b595 The specific structure is shown in claim 19.

[0135] According to one embodiment of the present invention, L b1 To L b595 The hydrogen atoms in the hydrogen atom can be partially or completely replaced by deuterium.

[0136] According to one embodiment of the present invention, L c Each time it appears, choose the group consisting of the following, either the same or different:

[0137]

[0138]

[0139]

[0140]

[0141]

[0142]

[0143] According to one embodiment of the present invention, the metal complex has Ir(L) a )2L b or IrL a (L b )2 or Ir(L a (L) b (L) c The structure of ) where L a Choose L each time it appears, either the same or different. a1-1 -L a1-58 L a2-1 -L a2-61 and L a3-1 -L a3-152 The group formed, L b Choose L each time it appears, either the same or different. b1 To L b595 The group formed, L c Choose L each time it appears, either the same or different. c1 To L c147 The group consisting of L; a1-1 -L a1-58 L a2-1 -L a2-61 and L a3-1 -L a3-152 The specific structure is shown in claim 20, L b1 To L b595 The specific structure is shown in claim 19, L c1 To L c147 The specific structure is shown above.

[0144] According to one embodiment of the present invention, the metal complex comprises the group consisting of metal complex 1 to metal complex 1008, wherein the specific structure of metal complex 1 to metal complex 1008 is shown in claim 21.

[0145] According to one embodiment of the present invention, the metal complex has hydrogen partially or completely replaced by deuterium in metal complex 1 to metal complex 1008.

[0146] According to one embodiment of the present invention, an organic electroluminescent device is also disclosed, comprising: an anode, a cathode, and an organic layer disposed between the anode and the cathode, wherein at least one layer of the organic layer comprises the metal complex described in any of the foregoing embodiments.

[0147] According to one embodiment of the present invention, the organic layer comprising the metal complex in the organic electroluminescent device is a light-emitting layer.

[0148] According to one embodiment of the present invention, the light-emitting layer in the organic electroluminescent device emits green light.

[0149] According to one embodiment of the present invention, the light-emitting layer of the organic electroluminescent device further comprises a first host compound.

[0150] According to one embodiment of the present invention, the light-emitting layer of the organic electroluminescent device further comprises a first host compound and a second host compound. According to one embodiment of the present invention, at least one of the host compounds in the electroluminescent device comprises at least one chemical group selected from the group consisting of: benzene, pyridine, pyrimidine, triazine, carbazole, azacarbazole, indolecarbazole, dibenzothiophene, azadibenzothiophene, dibenzofuran, azadibenzofuran, dibenzoselenene, triphenylene, azatriphenylene, fluorene, silylfluorene, naphthalene, quinoline, isoquinoline, quinazoline, quinoxaline, phenanthrene, azaphenanthrene, and combinations thereof.

[0151] According to one embodiment of the present invention, the first host compound has a structure represented by formula X-1 or X-2:

[0152] in, L x Each time it appears, it is selected from single bonds, substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted arylene groups having 6-20 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-20 carbon atoms, or combinations thereof. G is selected from C(R) each time it appears, either identically or differently. g 2. NR g , O or S; V is selected from C and CR each time it appears, either identically or differently. v Or N; In equation X-1, T is selected from C and CR each time it appears, either the same or different. t Or N; In equation X-2, T is selected from CR each time it appears, either the same or different. tOr N; R g R v and R t Each time it appears, it is selected from the group consisting of, either identically or differently, hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted groups having 6-30 carbon atoms. Aryloxy groups, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; Ar1, each time it appears, is selected from the same or different aryl groups with 6-30 carbon atoms (substituted or unsubstituted), heteroaryl groups with 3-30 carbon atoms (substituted or unsubstituted), or combinations thereof. Adjacent substituent R g R v and R t They can be arbitrarily connected to form a ring.

[0153] In this embodiment, "adjacent substituent R" g R v and R t "Can be optionally linked to form a ring" is intended to indicate that adjacent substituent groups therein, for example, two substituents R v Between the two substituents R t Between the two substituents R g Between, substituent R v and R t Between, substituent R v and R g Between, substituent R g and R t Between these substituents, any one or more of these substituent groups can connect to form a ring. Obviously, these substituents can also not connect to form a ring.

[0154] According to one embodiment of the present invention, the first host compound has a structure represented by one of formulas Xa to Xp: ; in, L x Each time it appears, it is selected from single bonds, substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted arylene groups having 6-20 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-20 carbon atoms, or combinations thereof. G is selected from C(R) each time it appears, either identically or differently. g 2. NR g , O or S; V is selected from CR each time it appears, either the same or different. v Or N; T is selected from CR each time it appears, either the same or different. t Or N; R g R v and R t Each time it appears, it is selected from the group consisting of, either identically or differently, hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted groups having 6-30 carbon atoms. Aryloxy groups, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; Ar1, each time it appears, is selected from the same or different aryl groups with 6-30 carbon atoms (substituted or unsubstituted), heteroaryl groups with 3-30 carbon atoms (substituted or unsubstituted), or combinations thereof. Adjacent substituent R g R v and R t They can be arbitrarily connected to form a ring.

[0155] According to one embodiment of the present invention, the first host compound is selected from the group consisting of:

[0156]

[0157]

[0158]

[0159]

[0160] According to one embodiment of the present invention, the second host compound has a structure represented by Formula 5: ; in, E1-E6 are selected from C or CR each time they appear, either identically or differently. e Or N, and at least two of E1-E6 are N, at least one of E1-E6 is C, and connected to equation A; ; in, Q can be selected from O, S, Se, N, NR, whether it appears the same or different each time. Q CR Q R Q SiR Q R Q GeR Q R Q and R Q C=CR Q A group consisting of two R groups; when two R groups exist simultaneously Q At that time, two R Q They can be the same or different; p is 0 or 1; r is 0 or 1; When Q is selected from N, p is 0 and r is 1; When Q is selected from O, S, Se, NR Q CR Q R Q SiR Q R Q GeR Q R Q and R Q C=CR Q When forming a group, p is 1 and r is 0; L1, each time it appears, is selected from the same or different groups of single bonds, substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted arylene groups having 6-20 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-20 carbon atoms, or combinations thereof. Q1-Q8 are selected from C and CR each time they appear, either identically or differently. q Or N; R e RQ and R q Each time it appears, it is selected from the group consisting of, either identically or differently, hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having... Alkynyl groups with 2-20 carbon atoms, substituted or unsubstituted aryl groups with 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups with 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups with 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups with 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups with 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups with 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof with 0-20 carbon atoms; "*" represents the connection position between equation A and equation 4; Adjacent substituent R e R Q R q They can be arbitrarily connected to form a ring.

[0161] In this paper, "adjacent substituent R" e R Q R q "Can be optionally linked to form a ring" is intended to indicate that adjacent substituent groups therein, for example, two substituents R e Between the two substituents R Q Between the two substituents R q Between the two substituents R Q and R q Between these substituents, any one or more of these substituent groups can connect to form a ring. Obviously, these substituents can also not connect to form a ring.

[0162] According to one embodiment of the present invention, the second host compound is selected from the group consisting of:

[0163]

[0164]

[0165]

[0166]

[0167]

[0168] According to one embodiment of the present invention, in the electroluminescent device, a 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.

[0169] According to one embodiment of the present invention, in the electroluminescent device, a 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.

[0170] According to one embodiment of the present invention, the organic electroluminescent device further includes a hole injection layer. The hole injection layer can be a single-material functional layer or a functional layer containing multiple materials. The most commonly used multiple materials are hole transport materials doped with a certain proportion of p-type conductive doped materials. Common p-type doped materials include: ,

[0171] According to another embodiment of the present invention, a compound composition comprising a metal complex is also disclosed, wherein the specific structure of the metal complex is as shown in any of the foregoing embodiments.

[0172] Combination with other materials The materials described in this invention for specific layers in organic light-emitting devices can be used in combination with a variety of other materials present in the device. These combinations of materials are described in detail in paragraphs 0132-0161 of U.S. Patent Application US2016 / 0359122A1, the entire contents of which are incorporated herein by reference. The materials described or mentioned herein are non-limiting examples of materials that can be used in combination with the compounds disclosed herein, and those skilled in the art can readily consult the literature to identify other materials that can be used in combination.

[0173] Materials described herein for use in specific layers of organic light-emitting devices can be used in combination with a variety of other materials present in said devices. For example, the light-emitting dopants disclosed herein can be used in combination with a variety of host layers, transport layers, barrier layers, injection layers, electrodes, and other possible layers. These combinations of materials are described in detail in paragraphs 0080-0101 of U.S. Patent Application US2015 / 0349273A1, the entire contents of which are incorporated herein by reference. The materials described or mentioned herein are non-limiting examples of materials that can be used in combination with the compounds disclosed herein, and those skilled in the art can readily consult the literature to identify other materials that can be used in combination.

[0174] In the examples of material synthesis, unless otherwise stated, all reactions were carried out under nitrogen protection. All reaction solvents were anhydrous and used as is from commercial sources. The synthesized products were structurally confirmed and characterized using one or more instruments conventional in the art (including but not limited to Bruker's nuclear magnetic resonance spectrometer, Shimadzu's liquid chromatograph, liquid chromatography-mass spectrometry, gas chromatography-mass spectrometry, differential scanning calorimeter, Shanghai Lingguang Technology's fluorescence spectrophotometer, Wuhan Kesite's electrochemical workstation, Anhui Beiyike's sublimation apparatus, etc.) in methods well known to those skilled in the art. In the examples of devices, the characteristics of the devices were also tested using equipment conventional in the art (including but not limited to evaporation machines manufactured by Angstrom Engineering, optical testing systems and lifetime testing systems manufactured by Suzhou Fushida, ellipsometers manufactured by Beijing Liangtuo, etc.) in methods well known to those skilled in the art. Since those skilled in the art are familiar with the use of the above-mentioned equipment, testing methods, and other related content, and can obtain the inherent data of the samples definitively and unaffected, the above-mentioned related content will not be elaborated further in this patent.

[0175] Material Synthesis Examples Synthesis Example 1: Synthesis of Metal Complex 1 Step 1:

[0176] In a dry 250 mL round-bottom flask, intermediate 1 (12.2 g, 53.3 mmol), carbazole (12.0 g, 71.9 mmol), 150 mL of dimethyl sulfoxide, and cesium carbonate (43.2 g, 132.5 mmol) were added sequentially. The mixture was purged three times with nitrogen and kept under nitrogen protection. The reaction was heated at 190 °C for 12 h. After cooling, the mixture was filtered through diatomaceous earth, washed with dichloromethane, and the organic phase was collected. The organic phase was extracted with dichloromethane, washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The solution was purified by column chromatography and eluted with dichloromethane (DCM) to give solid intermediate 2 (13.5 g, 67.3% yield).

[0177] Step 2:

[0178] In a dry 500 mL round-bottom flask, intermediate 2 (7.0 g, 18.6 mmol), iridium trichloride trihydrate (2.6 g, 7.4 mmol), 150 mL of 2-ethoxyethanol, and 50 mL of water were added sequentially. The mixture was purged three times with nitrogen and kept under nitrogen protection. The mixture was heated and stirred at 130 °C for 24 h. After cooling, the mixture was filtered, washed three times each with methanol and n-hexane, and filtered under reduced pressure to give 6.5 g (89.7% yield) of intermediate 3 as a yellow solid.

[0179] Step 3:

[0180] In a dry 500 mL round-bottom flask, intermediate 3 (6.5 g, 3.3 mmol), 200 mL of anhydrous dichloromethane, 15 mL of methanol, and silver trifluoromethanesulfonate (1.8 g, 7.2 mmol) were added sequentially. The mixture was purged three times with nitrogen and kept under nitrogen protection, and stirred overnight at room temperature. The mixture was filtered through diatomaceous earth, washed twice with dichloromethane, and the organic phase was collected and concentrated under reduced pressure to give intermediate 4, 7.2 g (94% yield).

[0181] Step 4:

[0182] In a dry 250 mL round-bottom flask, intermediates 4 (2.5 g, 2.2 mmol), 5 (1.1 g, 4.3 mmol), 2-ethoxyethanol, and N,N-dimethylformamide were added sequentially. The mixture was purged three times with nitrogen and kept under nitrogen protection. The mixture was heated at 100 °C for 96 h. After cooling, the mixture was filtered through diatomaceous earth. The solution was washed twice with methanol and n-hexane, respectively. The yellow solid above the diatomaceous earth was dissolved in dichloromethane, and the organic phase was collected, concentrated under reduced pressure, and purified by column chromatography to obtain a yellow solid product, metal complex 1 (0.2 g, 7.6% yield). This product was identified as the target product with a molecular weight of 1187.4.

[0183] Synthesis Example 2: Synthesis of Metal Complex 121 Step 1:

[0184] In a dry 250 mL round-bottom flask, intermediates 4 (5.9 g, 5.2 mmol), 6 (2.4 g, 8.3 mmol), 2-ethoxyethanol, and N,N-dimethylformamide (50 mL each) were added sequentially. The mixture was purged three times with nitrogen and kept under nitrogen protection. The mixture was heated at 100 °C for 96 h. After cooling, the mixture was filtered through diatomaceous earth. The solution was washed twice with methanol and n-hexane, respectively. The yellow solid above the diatomaceous earth was dissolved in dichloromethane, and the organic phase was collected, concentrated under reduced pressure, and purified by column chromatography to obtain a yellow solid product, metal complex 121 (0.4 g, 6% yield). This product was identified as the target product with a molecular weight of 1213.4.

[0185] Synthesis Example 3: Synthesis of Metal Complex 157 Step 1:

[0186] In a dry 250 mL round-bottom flask, intermediates 4 (3.1 g, 2.7 mmol), 7 (1.8 g, 5.4 mmol), 2-ethoxyethanol, and N,N-dimethylformamide (30 mL each) were added sequentially. The mixture was purged three times with nitrogen and kept under nitrogen protection. The mixture was heated at 100 °C for 96 h. After cooling, the mixture was filtered through diatomaceous earth. The solution was washed twice with methanol and n-hexane, respectively. The yellow solid above the diatomaceous earth was dissolved in dichloromethane, and the organic phase was collected, concentrated under reduced pressure, and purified by column chromatography to obtain the yellow solid product, metal complex 157 (0.25 g, 7.2% yield). This product was identified as the target product with a molecular weight of 1283.5.

[0187] Those skilled in the art should understand that the above preparation method is merely an exemplary example, and they can obtain other compound structures of the present invention by improving it. Example

[0188] Device Example 1 First, the glass substrate, which has an 80 nm thick indium tin oxide (ITO) anode, is cleaned and then treated with oxygen plasma and UV ozone. After treatment, the substrate is dried in a glove box to remove moisture. The substrate is then mounted on a substrate holder and placed in a vacuum chamber. The organic layer specified below is applied at a vacuum degree of approximately 10... -8Under the condition of Turbo evaporation, the ITO anode was sequentially evaporated at a rate of 0.2-2 Å / s via thermal vacuum evaporation. Compound HI was used as the hole injection layer (HIL). Compound HT was used as the hole transport layer (HTL). Compound PH-23 was used as the electron blocking layer (EBL). Then, metal complex 1 of the present invention was used as a dopant and co-deposited with compounds PH-23 and H-40 as the light-emitting layer (EML). On the EML, compound H-2 was used as the hole blocking layer (HBL). On the HBL, compound ET and 8-hydroxyquinoline-lithium (Liq) were co-deposited as the electron transport layer (ETL). Finally, a 1 nm thick layer of 8-hydroxyquinoline-lithium (Liq) was deposited as the electron injection layer, and a 120 nm thick layer of aluminum was deposited as the cathode. The device was then transferred back to the glove box and sealed with a glass cover to complete the device.

[0189] Device Comparison Example 1 The implementation of Comparative Example 1 is the same as that of Example 1, except that metal complex GD1 is used instead of metal complex 1 of the present invention in the light-emitting layer (EML).

[0190] The detailed structure and thickness of the device layers are shown in Table 1 below. The layers use more than one material and are obtained by doping different compounds in the specified weight ratios.

[0191] Table 1. Partial device structures of Example 1 and Comparative Example 1 Device ID HIL HTL EBL EML HBL ETL Example 1 Compound HI (100 Å) Compound HT (350 Å) Compound PH-23 (50 Å) Compound PH-23: Compound H-40: Metal Complex 1 (47:47:6) (400 Å) Compound H-2 (50 Å) Compound ET : Liq(40:60) (350 Å) Comparative Example 1 Compound HI (100 Å) Compound HT (350 Å) Compound PH-23 (50 Å) Compound PH-23: Compound H-40: Metal complex GD1 (47:47:6) (400 Å) Compound H-2 (50 Å) Compound ET : Liq(40:60) (350 Å) The material structure used in the device is shown below:

[0192] The IVL characteristics of the device were measured at 1000 cd / m². 2 The CIE data of the device were measured, including the maximum emission wavelength λ. max Full width at half maximum (FWHM), voltage (V), current efficiency (CE), power efficiency (PE), and external quantum efficiency (EQE); lifetime (LT97) data are at 80 mA / cm². 2 The tests were conducted under constant current. These data were recorded and are shown in Table 2.

[0193] Table 2 Device data for Device Example 1 and Comparative Example 1 Device ID CIE (x, y) max (nm)]]> ​ FWHM (nm) Voltage (V) CE (cd / A) PE (lm / W) EQE (%) LT 97(h) Example 1 (0.319, 0.642) 522 56.3 2.62 90 118 23.80 15.18 Comparative Example 1 (0.287, 0.634) 508 61.3 2.74 67 77 19.23 1.17 discuss: Example 1 and Comparative Example 1 respectively used the metal complex 1 of the present invention and the non-inventive metal complex GD1 in organic electroluminescent devices. Metal complex 1 and GD1 have the same L-structure of Formula 1B of the present invention. b The only difference between the ligands is the L.a The ligands are different; L in Example 1 a The ligand is the ligand of Formula 1A of the present invention, while L in Comparative Example 1 a The ligand is a non-inventive phenylpyridine ligand. As can be seen from the above device results, compared to Comparative Example 1, Example 1 showed a 5 nm narrower full width at half maximum (FWHM), a 0.12 V lower driving voltage, and improvements in CE, PE, and EQE of 34.3%, 53.2%, and 23.7%, respectively. In particular, the device lifetime was improved by 11.9 times. This demonstrates that the L-type 1A structure of the present invention… a ligands and L of the 1B structure b Metal complexes with ligands, compared to those with phenylpyridine ligands and the L of the present invention b Comparative metal complexes of ligands can achieve performance improvements in multiple aspects, such as full width at half maximum (FWHM), device lifetime, and efficiency (CE, PE, and EQE), which can significantly enhance the overall performance of devices.

[0194] Device Example 2 The implementation method of Device Example 2 is the same as that of Device Example 1, except that the metal complex 121 of the present invention is used instead of the metal complex 1 of the present invention in the light-emitting layer.

[0195] Device Example 3 The implementation method of Device Example 3 is the same as that of Device Example 1, except that the metal complex 1 of the present invention is replaced by the metal complex 157 of the present invention in the light-emitting layer.

[0196] Device Comparison Example 2 The implementation of Comparative Example 2 is the same as that of Example 1, except that metal complex GD2 is used instead of metal complex 1 in the light-emitting layer (EML).

[0197] The detailed structure and thickness of some of the device layers are shown in Table 3 below. The layers use more than one material and are obtained by doping different compounds in the weight ratios specified herein.

[0198] Table 3. Partial device structures of Examples 2-3 and Comparative Example 2 Device ID HIL HTL EBL EML HBL ETL Example 2 Compound HI (100 Å) Compound HT (350 Å) Compound PH-23 (50 Å) Compound PH-23: Compound H-40: Metal Complex 121 (47:47:6) (400 Å) Compound H-2 (50 Å) Compound ET : Liq(40:60) (350 Å) Example 3 Compound HI (100 Å) Compound HT (350 Å) Compound PH-23 (50 Å) Compound PH-23: Compound H-40: Metal Complex 157 (47:47:6) (400 Å) Compound H-2 (50 Å) Compound ET : Liq(40:60) (350 Å) Comparative Example 2 Compound HI (100 Å) Compound HT (350 Å) Compound PH-23 (50 Å) Compound PH-23: Compound H-40: Metal complex GD2 (47:47:6) (400 Å) Compound H-2 (50 Å) Compound ET : Liq(40:60) (350 Å) The structure of the new material used in the device is shown below:

[0199] The IVL characteristics of the device were measured at 1000 cd / m². 2 The CIE data of the device were measured, including the maximum emission wavelength λ. maxFull width at half maximum (FWHM), voltage (V), current efficiency (CE), power efficiency (PE), and external quantum efficiency (EQE); lifetime (LT97) data are at 80 mA / cm². 2 The tests were conducted under constant current. These data were recorded and are shown in Table 4.

[0200] Table 4 Device data for Device Examples 2 to 3 and Comparative Example 2 Device ID CIE (x, y) max (nm) ​ FWHM (nm) Voltage (V) CE (cd / A) PE (lm / W) EQE (%) LT 97(h) Example 2 (0.306, 0.654) 522 31.9 2.61 99 119 25.92 12.68 Example 3 (0.284, 0.660) 518 30.7 2.57 96 118 26.16 12.80 Comparative Example 2 (0.330, 0.636) 524 55.0 2.64 69 82 17.20 7.01 discuss: Example 2 and Comparative Example 2 respectively used the metal complex 121 of the present invention and the non-metal complex GD2 of the present invention in organic electroluminescent devices. Metal complex 121 and GD2 have the same L structure having the structure of Formula 1A of the present invention. a The only difference between the ligands is the L. b The substitution positions of the substituents in the ligands differ. As can be seen from the data in Table 4, completely unexpected results were obtained. Example 2, compared to Comparative Example 2, had a comparable driving voltage, a narrower half-width of 23.1 nm, and improvements in CE, PE, and EQE of 43.4%, 45.1%, and 50.7%, respectively, with an even greater improvement in device lifetime of 80.9%. This demonstrates that the L-type 1A structure of the present invention… a The ligand and the L with a substituent of formula 2 at a specific position in the formula 1B structure b Metal complexes of ligands, compared to L-type substituents in Formula 2 at different substitution positions b Ligands and having the L of the present invention a Comparative metal complexes of ligands can achieve performance improvements in multiple aspects, such as full width at half maximum (FWHM), device lifetime, and efficiency (CE, PE, and EQE), which can significantly enhance the overall performance of devices.

[0201] Example 3, based on Example 2, further modifies L... a The ligand contains alkyl substituents. Building upon the significant performance improvement of the device in Example 2 compared to Comparative Example 2, Example 3 achieved comparable or superior performance to Example 2 in terms of device lifetime and efficiency. This indicates that the present invention comprises L having a structure of Formula 1A. a ligands and L of the 1B structure b Metal complexes with ligand frameworks can all achieve excellent device performance.

[0202] Device Comparison Example 3 The implementation of Comparative Example 3 is the same as that of Example 1, except that metal complex GD3 is used instead of metal complex 1 of the present invention in the light-emitting layer (EML).

[0203] The detailed structure and thickness of some of the device layers are shown in Table 5 below. The layers use more than one material and are obtained by doping different compounds in the weight ratios specified herein.

[0204] Table 5. Partial device structures of Comparative Example 3 Device ID HIL HTL EBL EML HBL ETL Comparative Example 3 Compound HI (100 Å) Compound HT (350 Å) Compound PH-23 (50 Å) Compound PH-23: Compound H-40: Metal complex GD3 (47:47:6) (400 Å) Compound H-2 (50 Å) Compound ET : Liq(40:60) (350 Å) The structure of the new material used in the device is shown below: .

[0205] The IVL characteristics of the device were measured at 1000 cd / m². 2 The CIE data of the device were measured, including the maximum emission wavelength λ. max The full width at half maximum (FWHM), voltage (V), current efficiency (CE), power efficiency (PE), and external quantum efficiency (EQE) are recorded and presented in Table 6.

[0206] Table 6 Device data for Example 2 and Comparative Examples 2-3 Device ID CIE (x, y) <![CDATA[λ max (nm)]]> FWHM (nm) Voltage (V) CE (cd / A) PE (lm / W) EQE (%) Example 2 (0.306, 0.654) 522 31.9 2.61 99 119 25.92 Comparative Example 2 (0.330, 0.636) 524 55.0 2.64 69 82 17.20 Comparative Example 3 (0.348, 0.629) 531 46.6 2.61 97 117 24.99 discuss: Comparative Examples 2 and 3 respectively used a non-inventive metal complex GD2 and a non-inventive metal complex GD3 in organic electroluminescent devices. Both metal complexes GD2 and GD3 contain the same L having the structure of Formula 1A of the present invention. a The only difference between the ligands is the L. b Whether the ligand contains the substituent of formula 2. As can be seen from the data in Table 6, compared with Comparative Example 3, Comparative Example 2 has a similar driving voltage, but the full width at half maximum (FWHM) is 8.4 nm wider. At the same time, the CE, PE and EQE efficiencies are all significantly reduced, by 28.8%, 29.9% and 31.2%, respectively.

[0207] However, unlike Comparative Example 3, Example 2 showed a significant improvement in device performance. Example 2 and Comparative Example 3 respectively used the metal complex 121 of the present invention and the non-inventive metal complex GD3 in organic electroluminescent devices. Metal complex 121 and GD3 contained the same L having the structure of Formula 1A of the present invention. a The only difference between the ligands is the L. b Whether the ligand has a substituent of Formula 2 at a specific position. As can be seen from the data in Table 6, the driving voltage, CE, and PE of Example 2 are comparable to or slightly improved compared to Comparative Example 3, but the full width at half maximum (FWHM) is narrower by 14.7 nm, and the EQE is improved by 3.7%.

[0208] The comparison of the data from Comparative Examples 2 and 3, and Example 2 and Comparative Example 3, shows that in L with the same Formula 1A structure aIn the case of ligands, L with substitution of formula 2 at different positions b The ligands (Comparative Example 2 and Example 2) relative to L without formula 2 substitution b The metal complex (Comparative Example 3) exhibited completely opposite device performance changes. This demonstrates that the L-type structure of the present invention contains... a The ligand and the L with a substituent of formula 2 at a specific position in the formula 1B structure b Metal complexes of ligands can achieve improvements in various aspects of device performance, such as full width at half maximum (FWHM), device efficiency (CE, PE, and EQE), and can significantly enhance the overall performance of devices.

[0209] Based on the results of Examples 1-3 and Comparative Examples 1-3 above, the L-structure of the included 1A of the present invention... a The ligand and the L with a substituent of formula 2 at a specific position in the formula 1B structure b Metal complexes of ligands can achieve performance improvements in multiple aspects, including device lifetime and efficiency (CE, PE, and EQE), significantly enhancing the overall performance of devices. By using these metal complexes, devices can exhibit more saturated green emission, higher device efficiency, narrower full width at half maximum (FWHM), and longer device lifetime.

[0210] It should be understood that the various embodiments described herein are merely examples and are not intended to limit the scope of the invention. Therefore, as will be apparent to those skilled in the art, the claimed invention may include variations of the specific embodiments and preferred embodiments described herein. Many of the materials and structures described herein can be substituted with other materials and structures without departing from the spirit of the invention. It should be understood that various theories regarding why the invention works are not intended to be limiting.

Claims

1. A metal complex having M(L) a ) m (L b ) n (L c ) q The general formula, in, L a L b and L c These are the first, second, and third ligands that coordinate with metal M, respectively, and the third ligand L... c Able to interact with the first ligand L a Or the second ligand L b Selected from the same or different structures; where L a L b and L c They can be selectively linked to form multidentate ligands; Metal M is selected from metals with a relative atomic mass greater than 40; m is selected from 1 or 2; n is selected from 1 or 2; q is selected from 0 or 1; when m=2, the two L a Same or different; when n=2, the two L b Same or different; L a Each occurrence has the same or different structure as Equation 1A; L b Each occurrence has the same or different structure as Equation 1B; in, Cy is selected, in the same or different ways, from aromatic rings having 6-30 ring atoms, heteroaromatic rings having 5-30 ring atoms, or combinations thereof; Each occurrence of R, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution; Z is selected from the group consisting of O, S, Se, SiR'R' and GeR'R'; when two R' exist simultaneously, the two R' are either the same or different. X1-X8 are selected from C or CR each time they appear, either identically or differently. x Or N; and one of X1-X4 is selected from C and connected to the ring Cy; X1, X2, X3, or X4 are coordinated with metal M via metal-carbon bonds or metal-nitrogen bonds; a is selected from 0 or 1; W1-W3 are selected from CR each time they appear, either identically or differently. w Or N; U1-U4 are selected from CR each time they appear, either in the same or different ways. u NR u , O, S or N, and at most one of U1-U4 is selected from N; Ar has the structure represented by Equation 2: ； In Equation 2, "*" indicates the connection position of Equation 2; R A and R B Each occurrence, whether identical or different, indicates monosubstituted, polysubstituted, or unsubstituted. Ring A and ring B are selected from carbon rings having 3-30 ring atoms or heterocycles having 3-30 ring atoms, either the same or different. L is selected from the group consisting of: single bond, O, S, SO2, Se, NR'', CR''R'', SiR''R'', GeR''R'', BR'', PR'', P(O)R'', R''C=CR'', substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted heteroalkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted arylene groups having 6-30 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-30 carbon atoms, and combinations thereof; R, R', R'', R x R u R w R A and R B Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; L c Each occurrence may be the same or different from a monoanionic bidentate ligand; Adjacent substituents R', R x R can be arbitrarily connected to form a loop; Adjacent substituents R'', R A R B They can be arbitrarily connected to form a loop; Adjacent substituent R u They can be arbitrarily connected to form a loop; Adjacent substituent R u and R w They can be arbitrarily connected to form a ring.

2. The metal complex as described in claim 1, wherein, The Cy ring is selected from any of the following structures each time it appears: ； in, Each occurrence of R indicates monosubstituted, polysubstituted, or unsubstituted; when multiple Rs exist in any structure, the Rs are the same or different. R, each time appearing, is selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; Adjacent substituents R can optionally connect to form a ring; Wherein, "#" indicates the position connected to metal M, "Indicates the position connected to X1, X2, X3 or X4.

3. The metal complex as described in claim 1, wherein, Metal M is selected from the group consisting of Cu, Ag, Au, Ru, Rh, Pd, Os, Ir, and Pt each time it appears; Preferably, M is selected from Pt or Ir each time it appears, either the same or different.

4. The metal complex as described in claim 1, wherein U1-U4 are selected from CR each time they appear, either identically or differently. u ; and / or W1-W3 appearing the same or different each time, selected from CR w ;R u and R w Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, cyano groups, and combinations thereof. Preferably, R u and R w Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, fluorine, substituted or unsubstituted alkyl groups having 1 to 6 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 6 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6 to 12 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 12 carbon atoms, cyano groups, and combinations thereof. More preferably, R u and R w Each time it appears, it is selected from the group consisting of the following, either identically or differently: 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, and combinations thereof.

5. The metal complex as described in claim 1, wherein, Metal complexes possess Ir(L a ) m (L b ) 3-m The structure is given by Equation 3: in, m is selected from 1 and 2; when m=1, the two L b Same or different; when m=2, the two L a Same or different; Z is selected from the group consisting of O, S, Se, SiR'R' and GeR'R'; when two R' exist simultaneously, the two R' are either the same or different; Y1-Y4 are selected from CR each time they appear, either in the same or different ways. y Or N; X3-X8 are selected from CR each time they appear, either the same or different. x Or N; Ar has the structure represented by Equation 2: In Equation 2, R A and R B Each occurrence, whether identical or different, indicates monosubstituted, polysubstituted, or unsubstituted. Ring A and ring B are selected from carbon rings having 3-30 ring atoms or heterocycles having 3-30 ring atoms, either the same or different. L is selected from single bond, O, S, SO2, Se, NR'', CR''R'', SiR''R'', GeR''R'', BR'', PR'', P(O)R'', R''C=CR'', substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted heteroalkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted arylene groups having 6-30 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-30 carbon atoms, or combinations thereof; R',R'',R x R y R1-R7, R A and R B Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; "*" indicates the connection position of expression 2; Adjacent substituents R', R x R y They can be arbitrarily connected to form a loop; Adjacent substituents R'', R A R B They can be arbitrarily connected to form a loop; Adjacent substituents R4-R7 can optionally connect to form a ring.

6. The metal complex as described in claim 1 or 5, wherein Z is selected from O or S.

7. The metal complex as described in claim 1 or 5, wherein, X3-X8 are selected from CR each time they appear, either the same or different. x And / or Y1-Y4 are selected from CR each time they appear, either identically or differently. y ;R x and R y Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3-20 carbon atoms, cyano groups, and combinations thereof. Preferably, R x and R y Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, fluorine, substituted or unsubstituted alkyl groups having 1 to 6 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 6 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6 to 12 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 12 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 12 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 12 carbon atoms, cyano groups, and combinations thereof. More preferably, R x and R y Each time it appears, it is selected from the group consisting of the following, either identically or differently: 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, trimethylgermanyl, and combinations thereof.

8. The metal complex as described in claim 5, wherein, At least one of X3-X8 is N, and / or at least one of Y1-Y4 is N.

9. The metal complex as described in claim 1, 5, or 7, wherein, At least one of X3-X8 is selected from CR. x The substituent R x Selected from cyano or fluorine; Preferably, at least one of X5-X8 is selected from CR. x The substituent R x Selected from cyano or fluorine; More preferably, the X7 or X8 is selected from the CR. x The R x Selected from cyano; or X7 selected from CR x The substituent R x Selected from fluorine.

10. The metal complex as described in claim 1, 5, or 7, wherein, At least two of the X3-X8 models are selected from CR. x One of the R mentioned x Selected from cyano or fluorine, another of the R x The group consisting of: deuterium, halogens, substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, and combinations thereof; Preferably, at least two of X5-X8 are selected from CR. x One of the R mentioned x Selected from cyano or fluorine, another of the R x Choose from the group consisting of: deuterium, halogens, substituted or unsubstituted alkyl groups having 1 to 6 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 6 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6 to 18 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 18 carbon atoms, and combinations thereof. More preferably, the X7 and X8 are selected from CR x One of the R mentioned x Selected from cyano or fluorine, with another said substituent R x Choose from the group consisting of: deuterium, halogens, substituted or unsubstituted alkyl groups having 1 to 6 carbon atoms, substituted or unsubstituted aryl groups having 6 to 18 carbon atoms, and combinations thereof.

11. The metal complex as described in claim 1 or 5, wherein, Ring A and ring B are selected from carbon rings with 6-18 ring atoms or heterocycles with 5-18 ring atoms each time they appear; Preferably, ring A and ring B are selected from aromatic rings having 6-18 ring atoms or heteroaromatic rings having 5-18 ring atoms each time they appear.

12. The metal complex as described in claim 1 or 5, wherein, Ar has the structure represented by Equation 4: A1-A4 are selected from CR each time they appear, either identically or differently. A Or N; B1-B4 are selected from CR each time they appear, either identically or differently. B Or N; L is selected from the following groups: single bond, O, S, SO2, Se, NR'', CR''R'', SiR''R'', GeR''R'', BR'', PR'', P(O)R'', R''C=CR'', alkylene groups having 1-20 carbon atoms, heteroalkylene groups having 1-20 carbon atoms, cycloalkylene groups having 3-20 carbon atoms, heterocyclic groups having 3-20 ring atoms, arylene groups having 6-30 carbon atoms, heteroarylene groups having 3-30 carbon atoms, and combinations thereof; R A R B Each time R'' appears, it is selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, and substituted or unsubstituted groups having 2-20 carbon atoms. Alkenyl, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; Adjacent substituents R'', R A R B They can be arbitrarily connected to form a loop; "*" indicates the connection position of Equation 4.

13. The metal complex of claim 12, wherein, A1-A4 are selected from CR each time they appear, either identically or differently. A And / or B1-B4 are selected from CR each time they appear, either identically or differently. B ;R A and R B Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3-20 carbon atoms, cyano groups, and combinations thereof. Preferably, R A and R B Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, fluorine, substituted or unsubstituted alkyl groups having 1 to 6 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 6 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6 to 12 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 12 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 6 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 6 carbon atoms, cyano groups, and combinations thereof; More preferably, R A and R B Each time it appears, it is selected from the group consisting of the following, either identically or differently: hydrogen, deuterium, fluorine, methyl, ethyl, propyl, isopropyl, isobutyl, tert-butyl, neopentyl, isopentyl, cyclopentyl, cyclohexyl, phenyl, deuterated methyl, deuterated ethyl, deuterated propyl, deuterated isopropyl, deuterated isobutyl, deuterated tert-butyl, deuterated neopentyl, deuterated isopentyl, deuterated cyclopentyl, deuterated cyclohexyl, deuterated phenyl, and combinations thereof.

14. The metal complex as described in claim 1, 5, or 12, wherein, L is selected from the group consisting of: single bond, O, S, Se, NR'', SiR''R'', GeR''R'', BR'', PR'', P(O)R'', substituted or unsubstituted alkylene groups having 1-10 carbon atoms, substituted or unsubstituted heteroalkylene groups having 1-10 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-10 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-10 ring atoms, substituted or unsubstituted arylene groups having 6-10 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-10 carbon atoms, and combinations thereof; Preferably, L is selected from single bonds, O, S, substituted or unsubstituted alkylene groups having 1-2 carbon atoms, and phenylene groups; More preferably, L is selected from a single bond.

15. The metal complex of claim 1, wherein, Ar is selected from the following groups each time it appears, either identically or differently: Optionally, the Ar1 to Ar 57 and Ar 61 To Ar 102 In this process, hydrogen energy can be partially or completely replaced by deuterium.

16. The metal complex of claim 5, wherein, Y1-Y4 each time the same or different occurrences are CR y Or N, and at least one of Y1-Y4 is selected from CR y And the R y Choose from the group consisting of: deuterium, halogens, substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, and combinations thereof. Preferably, the R y Choose from the group consisting of: deuterium, halogens, substituted or unsubstituted alkyl groups having 1 to 6 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 6 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6 to 12 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 12 carbon atoms, and combinations thereof.

17. The metal complex of claim 5, wherein, R1-R7 includes at least one or at least two alkyl groups selected from substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, or combinations thereof; and the sum of the number of carbon atoms of all R1-R3 and / or R4-R7 is at least 4. Preferably, at least one or at least two of R4-R7 are selected from substituted or unsubstituted alkyl groups with 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups with 3-20 cyclic carbon atoms, or combinations thereof, and the sum of the number of carbon atoms of all said substituents R4-R7 is at least 4.

18. The metal complex of claim 5, wherein, At least one or at least two or all of R2, R5, and R6 are selected from the group consisting of: deuterium, substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, and combinations thereof. Preferably, at least one or at least two or all of R2, R5, and R6 are selected from the group consisting of: deuterium, substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 20 cyclic carbon atoms, and combinations thereof. More preferably, at least one or at least two or all of R2, R5, and R6 are selected from the group consisting of: deuterium, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, and combinations thereof; optionally, the hydrogen in the above groups is partially or completely deuterated.

19. The metal complex as described in claim 1 or 5, wherein, L b Choose L each time it appears, either the same or different. b1 To L b595 The group formed, L b1 To L b595 The specific structure is as follows: The L b1 To L b595 It has the following structure: R1-R7 and Ar are selected from the atoms or groups in the table below: ； The term t-Bu represents tert-butyl; neo -pent indicates neopentyl; TMS indicates trimethylsilyl.

20. The metal complex as described in claim 1, 5, or 19, wherein L a Each time it appears, choose the group consisting of the following, either the same or different: Optionally, the L a1-1 -L a1-26 L a1-28 -L a1-58 L a2-1 -L a2-32 L a2-34 -L a2-61 and L a3-1 -L a3-133 L a3-135 -L a3-152 The hydrogen atoms in the hydrogen atom can be partially or completely replaced by deuterium.

21. The metal complex as claimed in claim 1 or 20, wherein, Metal complexes have IrL a (L b The structure of )2, two L b Same or different; L a Selected from L a1-1 -L a1-26 L a1-28 -L a1-58 L a2-1 -L a2-32 L a2-34 -L a2-61 and L a3-1 -L a3-133 L a3-135 -L a3-152 The group formed, L b Each time it appears, it is selected from L, either the same or different. b1 -L b595 The group formed; Preferably, the metal complex is selected from the group consisting of metal complex 1 to metal complex 1008, wherein metal complex 1 to metal complex 1008 have IrL a (L b The structure of )2, two L b Same, L a and L b These correspond to the structures shown in the table below: ; Optionally, the hydrogen in the metal complex 1 to metal complex 1008 may be partially or completely replaced by deuterium.

22. An organic electroluminescent device, comprising: anode, cathode, And an organic layer disposed between the anode and the cathode, wherein at least one layer of the organic layer comprises the metal complex according to any one of claims 1-21.

23. The organic electroluminescent device as described in claim 22, wherein, The organic layer containing the metal complex is a light-emitting layer.

24. The organic electroluminescent device as claimed in claim 23, wherein, The luminescent layer further contains a first host compound; Preferably, the light-emitting layer further comprises a second host compound; More preferably, the first host compound and / or the second host compound comprises at least one chemical group selected from the group consisting of: benzene, pyridine, pyrimidine, triazine, carbazole, azacarbazole, indolecarbazole, dibenzothiophene, azadibenzothiophene, dibenzofuran, azadibenzofuran, dibenzoselenene, triphenylene, azatriphenylene, fluorene, silylfluorene, naphthalene, quinoline, isoquinoline, quinazoline, quinoxaline, phenanthrene, azaphenanthrene, and combinations thereof.

25. The organic electroluminescent device as claimed in claim 24, 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; Preferably, the weight of the metal complex accounts for 3%-13% of the total weight of the light-emitting layer.

26. A compound composition comprising the metal complex according to any one of claims 1-21.

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