Organic electroluminescent material and device thereof

Abstract

Disclosed are an organic electroluminescent material and a device thereof. The organic electroluminescent material is a metal complex containing a metal M and a ligand L having a specific structure a , which can achieve desired red light to deep red or near-infrared light emission, has different degrees of regulation on the light-emitting color, has the potential to become an excellent light-emitting material, and has a very broad industrial application prospect. An electroluminescent device and a compound composition 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 a metal complex comprising a ligand represented by Formula 1, and an organic electroluminescent device and compound composition comprising the metal complex. Background Technology

[0002] Organic electronic devices include, but are not limited to, the following types: organic light-emitting diodes (OLEDs), organic field-effect transistors (O-FETs), organic light-emitting transistors (OLETs), organic photovoltaic devices (OPVs), dye-sensitized solar cells (DSSCs), organic optical detectors, organic photosensors, organic field-effect devices (OFQDs), light-emitting electrochemical cells (LECs), organic laser diodes, and organic 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 categorized into three different types based on their light-emitting mechanism. The OLED invented by Tang and van Slyke is a fluorescent OLED. It uses only singlet state emission. The triplet state generated in the device is wasted through non-radiative decay channels. Therefore, the internal quantum efficiency (IQE) of fluorescent OLEDs is only 25%. This limitation hindered the commercialization of OLEDs. In 1997, Forrest and Thompson reported phosphorescent OLEDs, which use triplet emission from complexed heavy metals as the emitter. Therefore, both singlet and triplet states can be harvested, achieving 100% IQE. Due to its high efficiency, the discovery and development of phosphorescent OLEDs directly contributed to the commercialization of active-matrix OLEDs (AMOLEDs). More recently, Adachi achieved high efficiency through thermally activated delayed fluorescence (TADF) of organic compounds. These emitters have small singlet-triple state gaps, making it possible for excitons to return from the triplet state to the singlet state. In TADF devices, triplet excitons can generate singlet excitons through reverse intersystem crossing, resulting in high IQE.

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

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

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

[0008] CN110698518A discloses a structural formula as follows: Metal complexes, wherein X is N or P, and specific compounds are disclosed. The application does not disclose compounds in which substituents R3 and R4 are linked to form rings, their effect on the modulation of the maximum emission wavelength, or their impact on device performance.

[0009] Currently developed metal complexes still offer room for improvement in device performance when used in electroluminescent devices. To meet the industry's ever-increasing demands, such as lower voltage, higher efficiency, and longer lifespan, further research and development of metal complexes is urgently needed. Summary of the Invention

[0010] The present invention aims to provide a series of metal complexes comprising specific fused-ring ligands to solve at least some of the aforementioned problems. The metal complexes comprise ligands L having a specific structure. a The metal complex can emit light from red to deep red and even near-infrared, and can control the color of the emitted light, showing potential to become an excellent luminescent material with a very broad prospect for industrial application.

[0011] According to one embodiment of the present invention, a metal complex is disclosed, comprising a metal M and a ligand L coordinated to the metal M. a The metal M is selected from metals with a relative atomic mass greater than 40, and the ligand L... a It has the structure represented by Equation 1:

[0012]

[0013] in,

[0014] Z1 and Z2 are each independently selected from C or N, and Z1 and Z2 are different;

[0015] X is selected from O, S, NR, BR, CRR, SiRR, or GeRR; when two Rs exist simultaneously, the two Rs are either the same or different;

[0016] Ring A, ring C and ring D are each independently selected from five-membered unsaturated carbon rings, aromatic rings with 6-30 carbon atoms or heteroaromatic rings with 3-30 carbon atoms;

[0017] Ring B is selected from unsaturated heterocycles having 3-30 carbon atoms;

[0018] R a R b R c and R d Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution;

[0019] R a R bR c R d 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 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... 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;

[0020] Adjacent substituent R a R b R c R d R and R can be optionally connected to form a loop.

[0021] According to another embodiment of the present invention, an electroluminescent device is also disclosed, which includes an anode, a cathode, and an organic layer disposed between the anode and the cathode, the organic layer comprising the metal complex shown in the above embodiments.

[0022] According to another embodiment of the present invention, a compound composition comprising the metal complex shown in the above embodiments is also disclosed.

[0023] The metal complexes disclosed in this invention contain ligands L having a specific structure. a It can achieve the desired emission of red to deep red and even near-infrared light, and has the function of regulating the emission color. It has the potential to become an excellent luminescent material and has a very broad prospect for industrial application. Attached Figure Description

[0024] Figure 1 This is a schematic diagram of an organic light-emitting device that may contain the metal complexes and compound compositions disclosed herein.

[0025] Figure 2This is a schematic diagram of another organic light-emitting device that may contain the metal complexes and compound compositions disclosed herein. Detailed Implementation

[0026] 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.

[0027] 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.

[0028] 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.

[0029] 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.

[0030] OLEDs also require an encapsulation layer, such as Figure 2 An organic light-emitting device 200 is shown schematically and non-limitingly, which is related to... Figure 1 The difference lies in the fact that an encapsulation layer 102 may also be included above the cathode 190 to protect against harmful substances from the environment, such as moisture and oxygen. Any material capable of providing encapsulation can be used as the encapsulation layer, such as glass or an organic-inorganic hybrid layer. The encapsulation layer should be placed directly or indirectly on the outside of the OLED device. Multilayer thin-film encapsulation is described in U.S. Patent 7,968,146B2, the entire contents of which are incorporated herein by reference.

[0031] 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.

[0032] The materials and structures described in this article can also be used in other organic electronic devices listed above.

[0033] 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.

[0034] 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.

[0035] 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.

[0036] 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).

[0037] 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.

[0038] 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).

[0039] Definition of the term "substituent group"

[0040] Halogens or halides—as used herein—include fluorine, chlorine, bromine, and iodine.

[0041] 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.

[0042] Cycloalkyl – as used herein, comprises cyclic alkyl groups. The cycloalkyl group can be a cycloalkyl group having 3 to 20 carbon atoms, preferably a cycloalkyl group having 4 to 10 carbon atoms. Examples of cycloalkyl groups include cyclobutyl, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4,4-dimethylcyclohexyl, 1-adamantyl, 2-adamantyl, 1-norbornyl, 2-norbornyl, etc. Among the above, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, and 4,4-dimethylcyclohexyl are preferred. Furthermore, the cycloalkyl group may optionally be substituted.

[0043] 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.

[0044] 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.

[0045] Alkynyl – as used herein, encompasses straight-chain alkynyl groups. An alkynyl group can be one containing 2 to 20 carbon atoms, preferably 2 to 10 carbon atoms. Examples of alkynyl groups include ethynyl, propynyl, propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, 2-pentynyl, 3,3-dimethyl-1-butynyl, 3-ethyl-3-methyl-1-pentynyl, 3,3-diisopropyl-1-pentynyl, phenylethynyl, phenylpropynyl, etc. Among the above, ethynyl, propynyl, propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, and phenylethynyl are preferred. Furthermore, the alkynyl group may be optionally substituted.

[0046] Aryl or aromatic group – as used herein, both non-fused and fused systems are considered. The aryl group can be an aryl group having 6 to 30 carbon atoms, preferably an aryl group having 6 to 20 carbon atoms, and more preferably an aryl group having 6 to 12 carbon atoms. Examples of aryl groups include phenyl, biphenyl, terphenyl, triphenylene, tetraphenylene, naphthalene, anthracene, fenene, fluorene, pyrene, etc. Perylene and azulene, preferably phenyl, biphenyl, terphenyl, triphenylene, fluorene, and naphthalene. Examples of non-fused aryl groups include phenyl, biphenyl-2-yl, biphenyl-3-yl, biphenyl-4-yl, p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, o-tolyl, m-tolyl, p-tolyl, p-(2-phenylpropyl)phenyl, 4'-methyldiphenyl, 4”-tert-butyl-p-terphenyl-4-yl, o-cumyl, m-cumyl, p-cumyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesitylene, and m-tetraphenyl. Additionally, the aryl group may optionally be substituted.

[0047] Heterocyclic groups – as used herein, consider non-aromatic cyclic groups. Non-aromatic heterocyclic groups include saturated heterocyclic groups having 3-20 ring atoms and unsaturated non-aromatic heterocyclic groups having 3-20 ring atoms, wherein at least one ring atom is selected from the group consisting of nitrogen, oxygen, sulfur, selenium, silicon, phosphorus, germanium, and boron atoms. Preferred non-aromatic heterocyclic groups are those having 3 to 7 ring atoms, including at least one heteroatom such as nitrogen, oxygen, silicon, or sulfur. Examples of non-aromatic heterocyclic groups include ethylene oxide, oxetane, tetrahydrofuranyl, tetrahydropyranyl, dioxopentacyclic, dioxahexacyclic, acridineyl, dihydropyrroleyl, tetrahydropyrroleyl, piperidinyl, oxazolidinyl, morpholinyl, piperazineyl, oxetane-heptanetrienyl, thioheptanetrienyl, azirane-heptanetrienyl, and tetrahydrothiorroleyl. Additionally, heterocyclic groups may optionally be substituted.

[0048] 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.

[0049] 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.

[0050] 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.

[0051] Arylalkyl – as used herein, encompasses aryl-substituted alkyl groups. An arylalkyl group can be an arylalkyl group having 7 to 30 carbon atoms, preferably an arylalkyl group having 7 to 20 carbon atoms, and more preferably an arylalkyl group having 7 to 13 carbon atoms. Examples of arylalkyl groups include benzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, 2-phenylisopropyl, phenyl tert-butyl, α-naphthylmethyl, 1-α-naphthyl-ethyl, 2-α-naphthylethyl, 1-α-naphthylisopropyl, 2-α-naphthylisopropyl, β-naphthylmethyl, 1-β-naphthyl-ethyl, 2-β-naphthyl-ethyl, 1-β-naphthylisopropyl, 2-β-naphthylisopropyl, p-methylbenzyl, m-methylbenzyl The compounds include alkyl groups, such as o-methylbenzyl, p-chlorobenzyl, m-chlorobenzyl, o-chlorobenzyl, p-bromobenzyl, m-bromobenzyl, o-bromobenzyl, p-iodobenzyl, m-iodobenzyl, o-iodobenzyl, p-hydroxybenzyl, m-hydroxybenzyl, o-hydroxybenzyl, p-aminobenzyl, m-aminobenzyl, o-aminobenzyl, p-nitrobenzyl, m-nitrobenzyl, o-nitrobenzyl, p-cyanobenzyl, m-cyanobenzyl, o-cyanobenzyl, 1-hydroxy-2-phenylisopropyl, and 1-chloro-2-phenylisopropyl. Among the above, benzyl, p-cyanobenzyl, m-cyanobenzyl, o-cyanobenzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, and 2-phenylisopropyl are preferred. Additionally, the alkyl group may optionally be substituted.

[0052] Alkylsilyl – as used herein, encompasses alkyl-substituted silyl groups. The alkylsilyl group can be an alkylsilyl group having 3 to 20 carbon atoms, preferably an alkylsilyl group having 3 to 10 carbon atoms. Examples of alkylsilyl groups include trimethylsilyl, triethylsilyl, methyldiethylsilyl, ethyldimethylsilyl, tripropylsilyl, tributylsilyl, triisopropylsilyl, methyldiisopropylsilyl, dimethylisopropylsilyl, tritert-butylsilyl, triisobutylsilyl, dimethyltert-butylsilyl, and methylditert-butylsilyl. Furthermore, the alkylsilyl group may optionally be substituted.

[0053] 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.

[0054] Alkylgermanium group – as used herein, encompasses alkyl-substituted germanium groups. The alkylgermanium group can be an alkylgermanium group having 3 to 20 carbon atoms, preferably an alkylgermanium group having 3 to 10 carbon atoms. Examples of alkylgermanium groups include trimethylgermanium, triethylgermanium, methyldiethylgermanium, ethyldimethylgermanium, tripropylgermanium, tributylgermanium, triisopropylgermanium, methyldiisopropylgermanium, dimethylisopropylgermanium, tritert-butylgermanium, triisobutylgermanium, dimethyltert-butylgermanium, and methylditert-butylgermanium. Furthermore, the alkylgermanium group may optionally be substituted.

[0055] Arylgermanium – as used herein, encompasses a germanium group substituted with at least one aryl or heteroaryl group. The arylgermanium group can be an arylgermanium group having 6 to 30 carbon atoms, preferably an arylgermanium group having 8 to 20 carbon atoms. Examples of arylgermanium groups include triphenylgermanium, phenyldiphenylgermanium, diphenylbiphenylgermanium, phenyldiethylgermanium, diphenylethylgermanium, phenyldimethylgermanium, diphenylmethylgermanium, phenyldiisopropylgermanium, diphenylisopropylgermanium, diphenylbutylgermanium, diphenylisobutylgermanium, and diphenyltert-butylgermanium. Additionally, the arylgermanium group may optionally be substituted.

[0056] The term "aza" in azadibenzofuran, azadibenzothiophene, etc., refers to the substitution of one or more CH groups in the corresponding aromatic segment by a nitrogen atom. For example, azatriphenylene includes dibenzo[f,h]quinoxaline, dibenzo[f,h]quinoline, and other analogs having two or more nitrogen atoms in the ring system. Other nitrogen analogs of the aforementioned aza derivatives will readily conceive of those skilled in the art, and all such analogs are identified as being included in the terminology used herein.

[0057] In this disclosure, unless otherwise defined, the term "substituted alkyl", "substituted cycloalkyl", "substituted heteroalkyl", "substituted heterocyclic", "substituted aralkyl", "substituted alkoxy", "substituted aryl", "substituted alkenyl", "substituted alkynyl", "substituted heteroaryl", "substituted alkylsilyl", "substituted arylsilyl", "substituted alkylgermanium", "substituted arylgermanium", "substituted amino", "substituted acyl", "substituted carbonyl", and "substituted carboxylic acid" are used interchangeably. The substituted ester group, substituted sulfinyl group, substituted sulfonyl group, substituted phosphinyl group refers to any one of the following groups: alkyl, cycloalkyl, heteroalkyl, heterocyclic, aralkyl, alkoxy, aryloxy, alkenyl, alkynyl, aryl, heteroaryl, alkylsilyl, arylsilyl, alkylgermanium, arylgermanium, amino, acyl, carbonyl, carboxylic acid, ester, sulfinyl, sulfonyl, and phosphinyl groups. One or more groups can be selected from deuterium, halogen, unsubstituted alkyl groups having 1-20 carbon atoms. Cycloalkyl groups having 3-20 carbon atoms, unsubstituted heteroalkyl groups having 1-20 carbon atoms, unsubstituted heterocyclic groups having 3-20 carbon atoms, unsubstituted aralkyl groups having 7-30 carbon atoms, unsubstituted alkoxy groups having 1-20 carbon atoms, unsubstituted aryloxy groups having 6-30 carbon atoms, unsubstituted alkenyl groups having 2-20 carbon atoms, unsubstituted alkynyl groups having 2-20 carbon atoms, and unsubstituted alkyne groups having 6-30 carbon atoms. Aryl, unsubstituted heteroaryl with 3-30 carbon atoms, unsubstituted alkylsilyl with 3-20 carbon atoms, unsubstituted arylsilyl with 6-20 carbon atoms, unsubstituted alkylgermanium with 3-20 carbon atoms, unsubstituted arylgermanium with 6-20 carbon atoms, unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, mercapto, sulfinyl, sulfonyl, phosphine, and combinations thereof with 0-20 carbon atoms.

[0058] It should be understood that when a molecular segment is described as a substituent or otherwise attached to another part, its name may be written according to whether it is a segment (e.g., phenyl, phenylene, naphthyl, dibenzofuranyl) or according to whether it is a whole molecule (e.g., benzene, naphthalene, dibenzofuran). As used herein, these different ways of specifying substituents or attaching segments are considered equivalent.

[0059] 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.

[0060] In the compounds mentioned in this disclosure, polysubstituted means including disubstituted, up to the maximum range of available substitutions. When a substituent in a compound mentioned in this disclosure represents polysubstituted (including disubstituted, trisubstituted, tetrasubstituted, 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.

[0061] 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.

[0062] 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:

[0063]

[0064] 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:

[0065]

[0066] 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, which can be exemplified by the following formula:

[0067]

[0068] 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:

[0069]

[0070] According to one embodiment of the present invention, a metal complex is disclosed, comprising a metal M and a ligand L coordinated to the metal M. a The metal M is selected from metals with a relative atomic mass greater than 40, and the ligand L... a It has the structure represented by Equation 1:

[0071]

[0072] in,

[0073] Z1 and Z2 are each independently selected from C or N, and Z1 and Z2 are different;

[0074] X is selected from O, S, NR, BR, CRR, SiRR, or GeRR; when two Rs exist simultaneously, the two Rs are either the same or different;

[0075] Ring A, ring C and ring D are each independently selected from five-membered unsaturated carbon rings, aromatic rings with 6-30 carbon atoms or heteroaromatic rings with 3-30 carbon atoms;

[0076] Ring B is selected from unsaturated heterocycles having 3-30 carbon atoms;

[0077] R a R b R c and R d Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution;

[0078] R a R b R c R dR, 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 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... 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;

[0079] Adjacent substituent R a R b R c R d R and R can be optionally connected to form a loop.

[0080] In this embodiment, "unsaturated heterocycles" include aromatic unsaturated heterocycles (i.e., heteroaromatic rings) and non-aromatic unsaturated heterocycles.

[0081] In this paper, adjacent substituents R a R b R c R d R and can optionally be connected to form a ring, intended to represent adjacent substituent groups, for example, adjacent substituent R a Between, adjacent substituents R b Between, adjacent substituents R c Between, adjacent substituents R d Between, between adjacent substituents R, between adjacent substituents R a With R b Between, adjacent substituents R a With R d Between, adjacent substituents R b With R c Between, adjacent substituents R and R b Between, and between adjacent substituents R and R cBetween these substituent groups, any one or more groups can connect to form a ring. Obviously, these adjacent substituent groups can also remain unconnected to form a ring.

[0082] According to one embodiment of the present invention, ring A, ring C and ring D are each independently selected from an aromatic ring having 6-18 carbon atoms or a heteroaromatic ring having 3-18 carbon atoms; ring B is selected from a heterocyclic ring having 4-18 carbon atoms.

[0083] According to one embodiment of the present invention, ring A is selected from benzene ring, naphthyl ring, pyridine ring, pyrimidine ring, pyrazine ring, azanaphthyl ring, furan ring, thiophene ring, isoxazole ring, isothiazole ring, pyrrole ring, pyrazole ring, benzofuran ring, benzothiophene ring, azabenzofuran ring, or azabenzothiophene ring; ring C and ring D are each independently selected from benzene ring, naphthyl ring, pyridine ring, pyrimidine ring, azanaphthyl ring, furan ring, thiophene ring, isoxazole ring, isothiazole ring, pyrrole ring, pyrazole ring, benzofuran ring, benzothiophene ring, azabenzofuran ring, or azabenzothiophene ring.

[0084] According to one embodiment of the present invention, ring A, ring C and ring D are each independently selected from benzene ring, naphthalene ring, pyridine ring or pyrimidine ring.

[0085] According to one embodiment of the present invention, ring B is a monocyclic or fused ring.

[0086] In this embodiment, the fused ring is intended to represent a structure formed by the fusion of at least two rings, wherein any two adjacent rings share two carbon atoms.

[0087] According to one embodiment of the present invention, when ring B is a monocyclic ring, ring B itself is a six-membered unsaturated heterocyclic ring; when ring B is a fused ring, the monocyclic ring in ring B that is directly fused with ring C is a six-membered unsaturated heterocyclic ring.

[0088] In this embodiment, "unsaturated heterocycles" include aromatic unsaturated heterocycles (i.e., heteroaromatic rings) and non-aromatic unsaturated heterocycles.

[0089] According to one embodiment of the present invention, wherein the ligand L a It has a structure represented by Equation 1-1 or Equation 1-2:

[0090]

[0091] in,

[0092] Z1 and Z2 are each independently selected from C or N, and Z1 and Z2 are different;

[0093] X is selected from O, S, NR, BR, CRR, SiRR, or GeRR; when two Rs exist simultaneously, the two Rs are either the same or different;

[0094] Ring A, ring C, ring D and ring B1 are each independently selected from five-membered unsaturated carbon rings, aromatic rings with 6-30 carbon atoms or heteroaromatic rings with 3-30 carbon atoms;

[0095] B1 and B2 are selected from N or CR each time they appear, either identically or differently. b ;

[0096] R a R b R c and R d Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution;

[0097] R a R b R c R d 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 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... 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;

[0098] Adjacent substituent R a R b R c R d R and R can be optionally connected to form a loop.

[0099] According to one embodiment of the present invention, wherein the ligand L a Choose any one of the structures represented by Equations 2 to 19:

[0100]

[0101]

[0102] in,

[0103] Z1 and Z2 are each independently selected from C or N, and Z1 and Z2 are different;

[0104] X is selected from O, S, NR, BR, CRR, SiRR, or GeRR; when two Rs exist simultaneously, the two Rs are either the same or different;

[0105] A1-A5 are selected from N or CR each time they appear, either identically or differently. a ;

[0106] B1-B4 are selected from N or CR each time they appear, either identically or differently. b ;

[0107] C1-C4 are selected from N or CR each time they appear, either identically or differently. c ;

[0108] D1-D4 are selected from N or CR each time they appear, either identically or differently. d ;

[0109] Z3 is selected from O, S, Se, NR each time it appears, either identically or differently. z CR z R z SiR z R z or PR z When two R exist simultaneously z At that time, two R z Same or different;

[0110] R a R b R c R d R zR, 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 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... 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;

[0111] Adjacent substituent R a R b R c R d R z R and R can be optionally connected to form a loop.

[0112] In this embodiment, adjacent substituents R a R b R c R d R z R and can optionally be connected to form a ring, intended to represent adjacent substituent groups, for example, adjacent substituent R a Between, adjacent substituents R b Between, adjacent substituents R c Between, adjacent substituents R d Between, between adjacent substituents R, between adjacent substituents R a With R b Between, adjacent substituents R a With R d Between, adjacent substituents R b With R c Between, adjacent substituents R a With R z Between, adjacent substituents R b With R z Between, adjacent substituents R d With Rz Between, adjacent substituents R and R b Between, and between adjacent substituents R and R c Between these substituent groups, any one or more groups can connect to form a ring. Obviously, these adjacent substituent groups can also remain unconnected to form a ring.

[0113] According to one embodiment of the present invention, L a Choose the structure represented by free formula 2, formula 3, formula 7, formula 8, formula 9 or formula 12.

[0114] According to one embodiment of the present invention, L a Choose the structure represented by free formula 2, formula 3, formula 9 or formula 12.

[0115] According to one embodiment of the present invention, in formulas 1 to 19, Z1 is N and Z2 is C.

[0116] According to one embodiment of the present invention, in formulas 1 to 19, Z1 is C and Z2 is N.

[0117] According to one embodiment of the present invention, in formulas 1 to 19, X is O, S, NR, CRR or SiRR.

[0118] According to one embodiment of the invention, wherein the R, each time it appears, 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 aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, and combinations thereof.

[0119] According to one embodiment of the invention, wherein the R, each time it appears, is selected from the group consisting of: hydrogen, deuterium, methyl, ethyl, isopropyl, isobutyl, tert-butyl, neopentyl, cyclopentyl, cyclohexyl, norbornyl, adamantyl, phenyl, biphenyl, pyridyl, triazine, and combinations thereof.

[0120] According to one embodiment of the present invention, in formulas 2 to 18, Z1 is N, and at least one of D1 and D2 is N.

[0121] According to one embodiment of the present invention, in formulas 2 to 18, Z1 is N, and one of D1 and D2 is N.

[0122] According to one embodiment of the present invention, in Equations 2 to 18, Z1 is N and D2 is N.

[0123] According to one embodiment of the present invention, in formulas 2 to 17 and 19, Z2 is N, and at least one of C1 and C2 is N.

[0124] According to one embodiment of the present invention, in formulas 2 to 17 and 19, Z2 is N, and one of C1 and C2 is N.

[0125] According to one embodiment of the present invention, in formulas 2 to 17 and 19, Z2 is N and C1 is N.

[0126] According to one embodiment of the present invention, in formulas 2 to 19, A1-A5 are each independently selected from CR. a B1-B4 are each independently selected from CR b In equations 2 to 17 and 19, C1-C4 are each independently selected from CR. c In equations 2 to 18, D1-D4 are each independently selected from CR. d ; and the R a R b R c and R d 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;

[0127] Adjacent substituent R a R b R c and R d They can be arbitrarily connected to form a ring.

[0128] In this embodiment, adjacent substituents Ra R b R c and R d They can be optionally linked to form a ring, intended to represent adjacent substituent groups, for example, adjacent substituent R. a Between, adjacent substituents R b Between, adjacent substituents R c Between, adjacent substituents R d Between, adjacent substituents R a With R b Between, adjacent substituents R a With R d Between, and adjacent substituents R b With R c Between these substituent groups, any one or more groups can connect to form a ring. Obviously, these adjacent substituent groups can also remain unconnected to form a ring.

[0129] According to one embodiment of the present invention, in formulas 2 to 19, A1-A5 are each independently selected from CR. a B1-B4 are each independently selected from CR b In equations 2 to 17 and 19, C1-C4 are each independently selected from CR. c In equations 2 to 18, D1-D4 are each independently selected from CR. d ; and the R a R b R c and R d 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 atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aryloxy groups having 6-30 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, substituted or unsubstituted amino groups having 0-20 carbon atoms, cyano groups, mercapto groups, and combinations thereof.

[0130] According to one embodiment of the present invention, in formulas 2 to 19, A1-A5 are each independently selected from CR. a B1-B4 are each independently selected from CR b In equations 2 to 17 and 19, C1-C4 are each independently selected from CR.c In equations 2 to 18, D1-D4 are each independently selected from CR. d ; and the R a R b R c and R d Each time it appears, it is selected from the group consisting of the following, either identically or differently: hydrogen, deuterium, fluorine, cyano, trifluoromethyl, methoxy, methylthio, dimethylamino, tetrahydropyranyl, methyl, ethyl, isopropyl, isobutyl, tert-butyl, neopentyl, cyclopentyl, cyclopentylmethyl, cyclohexyl, norbornyl, adamantyl, trimethylsilyl, triethylsilyl, trimethylgermanyl, phenyl, biphenyl, furanyl, thiophenyl, pyridyl, triazine, and combinations thereof.

[0131] According to one embodiment of the present invention, in formulas 2 to 19, R a R b R c and R d At least one of the following, each time appearing identically or differently, is selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 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... 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;

[0132] Adjacent substituent R a R b R c and R d They can be arbitrarily connected to form a ring.

[0133] According to one embodiment of the present invention, in formulas 2 to 19, A1-A n At least one of them is selected from CR each time it appears, either identically or differently. a The An The largest of the sequence numbers of A1-A5 in any one of Equations 2 to 19; and the R a Each time it appears, it is selected from the group consisting of the following groups, either identically or differently: deuterium, halogen, cyano, hydroxyl, mercapto, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted... Alkenyl groups having 2-20 carbon atoms, 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 groups having 0-20 carbon atoms, and combinations thereof;

[0134] Adjacent substituent R a They can be arbitrarily connected to form a ring.

[0135] In this embodiment, in equations 2 to 19, A1-A n At least one of them is selected from CR each time it appears, either identically or differently. a The A n The largest of the sequence numbers corresponding to A1-A5 in any one of equations 2 to 19, for example, for equation 2, the A n The largest of A1-A3 in Equation 2 corresponds to A3, meaning that in Equation 2, at least one of A1-A3 is selected from CR each time it appears, either identically or differently. a For example, regarding equation 4, the A... n The largest of A1-A5 in Equation 4 corresponds to A5, meaning that in Equation 4, at least one of A1-A5 is selected from CR each time it appears, either identically or differently. a .

[0136] In this paper, adjacent substituents R a They can be optionally linked to form a ring, intended to represent any adjacent substituent R therein. a They can connect to form a ring. It is obvious that any adjacent substituents R... a They can also be left unconnected to form a loop.

[0137] According to one embodiment of the present invention, in formulas 2 to 14, 18 and 19, at least one of A1-A3 is selected from CR each time it appears, either identically or differently. a In equations 15 to 17, A1 is selected from CR. a ; and the R a Each time it appears, it is selected from the group consisting of the following groups, either identically or differently: deuterium, halogen, cyano, hydroxyl, mercapto, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted... Alkenyl groups having 2-20 carbon atoms, 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 groups having 0-20 carbon atoms, and combinations thereof;

[0138] Adjacent substituent R a They can be arbitrarily connected to form a ring.

[0139] According to one embodiment of the present invention, in formulas 2 to 14, 18 and 19, A2 is selected from CR. a ; and the R a Each time it appears, it is selected from the group consisting of the following groups, either identically or differently: deuterium, halogen, cyano, hydroxyl, mercapto, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted... Alkenyl groups having 2-20 carbon atoms, 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 groups having 0-20 carbon atoms, and combinations thereof;

[0140] Adjacent substituent R a They can be arbitrarily connected to form a ring.

[0141] According to one embodiment of the present invention, wherein the R a Each time it appears, it is selected from the group consisting of the following, either identically or differently: deuterium, fluorine, cyano, trifluoromethyl, methoxy, methylthio, dimethylamino, tetrahydropyranyl, methyl, ethyl, isopropyl, isobutyl, tert-butyl, neopentyl, cyclopentyl, cyclopentylmethyl, cyclohexyl, norbornyl, adamantyl, trimethylsilyl, triethylsilyl, trimethylgermanyl, phenyl, biphenyl, furanyl, thiophenyl, pyridyl, triazine, and combinations thereof.

[0142] According to one embodiment of the present invention, wherein, in formulas 2 to 19, B1-B n At least one of them is selected from CR each time it appears, either identically or differently. b The B n The largest of the sequence numbers of B1-B4 in any one of Equations 2 to 19; and the R b Each time it appears, it is selected from the group consisting of the following groups, either identically or differently: deuterium, halogen, cyano, hydroxyl, mercapto, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted... Alkenyl groups having 2-20 carbon atoms, 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 groups having 0-20 carbon atoms, and combinations thereof;

[0143] Adjacent substituent R b They can be arbitrarily connected to form a ring.

[0144] In this embodiment, in equations 2 to 19, B1-B n At least one of them is selected from CR each time it appears, either identically or differently. b The B n The largest of the sequence numbers corresponding to B1-B4 in any one of equations 2 to 19, for example, for equation 2, the B... nThe largest index B4 among B1-B4 in Equation 2 means that at least one of B1-B4 is selected from CR each time it appears, either identically or differently. b For example, regarding equation 13, the B... n The largest of the B1-B2 in Equation 13 corresponds to B2, meaning that in Equation 13, at least one of B1-B2 is selected from CR each time it appears, either identically or differently. b .

[0145] In this paper, adjacent substituents R b They can be optionally linked to form a ring, intended to represent any adjacent substituent R therein. b They can connect to form a ring. It is obvious that any adjacent substituents R... b They can also be left unconnected to form a loop.

[0146] According to one embodiment of the present invention, wherein the R b Each time it appears, it is selected from the group consisting of the following, either the same or different: deuterium, cyano, fluorine, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl, trimethylgermanium, phenyl, deuterated methyl, and combinations thereof.

[0147] According to one embodiment of the present invention, in formulas 2 to 17 and 19, C1-C n At least one of them is selected from CR each time it appears, either identically or differently. c The C n The largest of the C1-C4 sequences found in any one of equations 2 to 17 and 19; and the R c Each time it appears, it is selected from the group consisting of the following groups, either identically or differently: deuterium, halogen, cyano, hydroxyl, mercapto, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted... Alkenyl groups having 2-20 carbon atoms, 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 groups having 0-20 carbon atoms, and combinations thereof;

[0148] Adjacent substituent Rc They can be arbitrarily connected to form a ring.

[0149] In this embodiment, in equations 2 to 17 and 19, C1-C n At least one of them is selected from CR each time it appears, either identically or differently. c The C n The largest of the C1-C4 sequences in any one of equations 2 to 17 and 19, for example, for equation 2, the C... n The largest of the C1-C2 in Equation 2 corresponds to C2, meaning that in Equation 2, at least one of C1-C2 is selected from CR each time it appears, either identically or differently. c For example, regarding equation 3, the C... n The largest of C1-C4 in Equation 3 corresponds to C4, meaning that in Equation 3, at least one of C1-C4 is selected from CR each time it appears, either identically or differently. c .

[0150] In this paper, adjacent substituents R c They can be optionally linked to form a ring, intended to represent any adjacent substituent R therein. c They can connect to form a ring. It is obvious that any adjacent substituents R... c They can also be left unconnected to form a loop.

[0151] According to one embodiment of the present invention, in formulas 2 to 17 and 19, C1 and / or C2 are selected from CR each time they appear, either identically or differently. c And the R c Each time it appears, it is selected from the group consisting of the same or different groups of: deuterium, halogen, cyano, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, and combinations thereof.

[0152] According to one embodiment of the present invention, in formulas 2 to 17 and 19, C1 is selected from CR each time it appears, either identically or differently. c And the R cEach time it appears, it is selected from the group consisting of the same or different groups of: deuterium, halogen, cyano, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, and combinations thereof.

[0153] According to one embodiment of the present invention, in formulas 2 to 17 and 19, C2 is selected from CR each time it appears, either identically or differently. c And the R c Each time it appears, it is selected from the group consisting of the same or different groups of: deuterium, halogen, cyano, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, and combinations thereof.

[0154] According to one embodiment of the present invention, wherein the R c Each time it appears, it is selected from the group consisting of the following, either the same or different: deuterium, cyano, fluorine, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl, trimethylgermanium, phenyl, deuterated methyl, and combinations thereof.

[0155] According to one embodiment of the present invention, wherein the ligand L a Choose L each time it appears, either the same or different. a1 To L a909 The group consisting of; the L a1 To L a909 For the specific structure, please refer to claim 10.

[0156] In this embodiment, in the L a1 To L a903 In the structure, L a1 and L a113 For example, L a1 and L a113 The skeletal structure is Where L a1 The structure corresponding to X is selected from O. La113 The structure corresponding to X is selected from S.

[0157]

[0158] According to one embodiment of the present invention, wherein the L a1 To L a909 The hydrogen in the structure can be partially or completely replaced by deuterium.

[0159] According to one embodiment of the present invention, the metal complex has M(L) a ) m (L b ) n (L c ) q The general formula;

[0160] Among them, the metal M is selected from Ir, Rh, Re, Os, Pt, Au or Cu;

[0161] L a L b and L c These are the first, second, and third ligands coordinated with the metal M, respectively; m is selected from 1, 2, or 3, n is selected from 0, 1, or 2, q is selected from 0, 1, or 2, and m+n+q equals the oxidation state of metal M; when m equals 2 or 3, multiple L... a They can be the same or different; when n equals 2, 2 L b They can be the same or different; when q equals 2, there are 2 Ls. c They can be the same or different;

[0162] L a L b and L c They can be selectively linked to form multidentate ligands;

[0163] L b and L c Each time the same or different occurrences appear, select the group consisting of the following structures:

[0164]

[0165] in,

[0166] R i R ii and R iii Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution;

[0167] X a Each time it appears, select the group consisting of the following, either the same or different: O, S, Se, NR N1 and CRC1 R C2 ;

[0168] X b and X c Each time it appears, choose from the following groups, either the same or different: O, S, Se, and NR. N2 ;

[0169] R i R ii R iii R N1 R N2 R C1 and R C2 Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0170] Adjacent substituent R i R ii R iii R N1 R N2 R C1 and R C2 They can be arbitrarily connected to form a ring.

[0171] In this embodiment, adjacent substituents R i R ii R iii R N1 R N2 R C1 and R C2 They can be optionally connected to form a loop, intended to represent the L b Lc Adjacent substituent groups in the structure, for example, adjacent substituent R i Between, adjacent substituents R ii Between, adjacent substituents R iii Between, adjacent substituents R i With R ii Between, adjacent substituents R ii With R iii Between, adjacent substituents R i With R iii Between, adjacent substituents R i With R N1 Between, adjacent substituents R i With R C1 Between, adjacent substituents R i With R C2 Between, adjacent substituents R ii With R N1 Between, adjacent substituents R iii With R N1 Between, adjacent substituents R ii With R C1 Between, adjacent substituents R ii With R C2 Between, adjacent substituents R iii With R C1 Between, adjacent substituents R iii With R C2 Between, adjacent substituents R i With R N2 Between, adjacent substituents R ii With R N2 Between, and adjacent substituents R C1 With 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 i R ii It can be optionally connected to form a ring, which can form one or more of the following structures, including but not limited to:

[0172] Wherein, U is selected from O, S, Se, NR' or CR'R'; wherein R', R i ', R ii The definition of ' and the aforementioned R i The same. Obviously, these substituents can also not be connected to form a ring.

[0173] According to one embodiment of the present invention, the metal M is selected from Ir, Pt or Os.

[0174] According to one embodiment of the present invention, the metal M is Ir.

[0175] According to one embodiment of the present invention, wherein the L b Each occurrence is selected from the following structure, either identically or differently:

[0176]

[0177] R1-R7 are selected, in the same or different manner, from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups, and so on. Alkyne groups having 2-20 carbon atoms, aryl groups having 6-30 carbon atoms (substituted or unsubstituted), heteroaryl groups having 3-30 carbon atoms (substituted or unsubstituted), alkylsilyl groups having 3-20 carbon atoms (substituted or unsubstituted), arylsilyl groups having 6-20 carbon atoms (substituted or unsubstituted), alkylgermanium groups having 3-20 carbon atoms (substituted or unsubstituted), arylgermanium groups having 6-20 carbon atoms (substituted or unsubstituted), and amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms.

[0178] Adjacent substituents R1, R2, R3, R4, R5, R6, and R7 can optionally be linked to form a ring.

[0179] In this embodiment, the phrase "adjacent substituents R1, R2, R3, R4, R5, R6, R7 can optionally connect to form a ring" is intended to indicate that any one or more of the following substituent groups, such as between substituents R1 and R2, between substituents R1 and R3, between substituents R2 and R3, between substituents R4 and R5, between substituents R4 and R6, between substituents R5 and R6, between substituents R1 and R7, between substituents R2 and R7, between substituents R3 and R7, between substituents R4 and R7, between substituents R5 and R7, and between substituents R6 and R7, can connect to form a ring. Obviously, these substituents may also not connect to form a ring.

[0180] According to one embodiment of the present invention, wherein at least one or two of R1-R3 are selected, in the same or different manner each time they appear, from substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, or combinations thereof; and / or at least one or two of R4-R6 are selected, in the same or different manner each time they appear, from substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, or combinations thereof.

[0181] According to one embodiment of the present invention, wherein at least two of R1-R3 are selected, each time appearing identically or differently, from substituted or unsubstituted alkyl groups having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 2-20 carbon atoms, or combinations thereof; and / or at least two of R4-R6 are selected, each time appearing identically or differently, from substituted or unsubstituted alkyl groups having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 2-20 carbon atoms, or combinations thereof.

[0182] According to one embodiment of the present invention, L c Each occurrence, whether identical or different, is selected from the following structure:

[0183]

[0184] Among them R8-R 15Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0185] Adjacent substituents R8, R9, R 10 R 11 R 12 R 13 R 14 R 15 They can be arbitrarily connected to form a ring.

[0186] In this embodiment, "adjacent substituents R8, R9, R 10 R 11 R 12 R 13 R 14 R 15 "Optionally connected to form a ring" is intended to indicate that adjacent substituent groups therein, for example, between substituents R8 and R9, or between substituents R9 and R... 10 Between, substituent R 10 and R 11 Between, substituent R 11 and R 12 Between, substituent R 12 and R 13 Between, substituent R 13 and R 14 Between, and substituent R 14 and R 15 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.

[0187] According to one embodiment of the present invention, wherein the ligand L b Choose L each time it appears, either the same or different. b1 To L b323 The group consisting of; the L b1 To L b323 For the specific structure, please refer to claim 13.

[0188] According to one embodiment of the present invention, wherein the L b1 To L b323 The hydrogen in the structure can be partially or completely replaced by deuterium.

[0189] According to one embodiment of the present invention, wherein the ligand L c Choose L each time it appears, either the same or different. c1 To L c275 The group consisting of; the L c1 To L c275 For the specific structure, please refer to claim 13.

[0190] According to one embodiment of the present invention, wherein the L c1 To L c275 The hydrogen in the structure can be partially or completely replaced by deuterium.

[0191] According to one embodiment of the present invention, the metal complex is an Ir complex and has Ir(L) a (L) b (L) c ), Ir(L a )2(L b ), Ir(L a )2(L c ) and Ir(L a (L) c Any of the structures shown in )2;

[0192] When the metal complex has Ir(L a (L) b (L) c When the structure of ) is used, the L a Choose freely L a1 To L a909 Any of the groups formed, the L b Choose freely L b1 To L b323 Any one of the groups, the L c Choose freely L c1 To L c275 Any one of the groups; when the metal complex has Ir(L a )2(L bWhen the structure of ) is used, the L a Choose L freely, whether the selection is the same or different a1 To L a909 The L is any one or any two of the groups formed. b Choose freely L b1 To L b323 Any one of the groups; when the metal complex has Ir(L a )2(L c When the structure of ) is used, the L a Choose L, either the same or different a1 To L a909 The L is any one or any two of the groups formed. c Choose freely L c1 To L c275 Any one of the groups; when the metal complex has Ir(L a (L) c When the structure of )2 is used, the L a Choose freely L a1 To L a909 Any of the groups formed, the L c Choose L, either the same or different c1 To L c275 Any one or two of the group consisting of; optionally, the hydrogen in the structure of the metal complex can be partially or completely replaced by deuterium.

[0193] According to one embodiment of the present invention, the metal complex is selected from the group consisting of compound 1 to compound 556; the specific structures of compound 1 to compound 556 are given in claim 14.

[0194] According to one embodiment of the present invention, the hydrogen in the structure of compounds 1 to 556 can be partially or completely replaced by deuterium.

[0195] According to one embodiment of the present invention, an electroluminescent device is also disclosed, which includes an anode, a cathode, and an organic layer disposed between the anode and the cathode, the organic layer comprising a metal complex, the specific structure of which is shown in any of the foregoing embodiments.

[0196] According to one embodiment of the present invention, in the electroluminescent device, the organic layer is a light-emitting layer, and the metal complex is a light-emitting material.

[0197] According to one embodiment of the present invention, in the electroluminescent device, the light-emitting layer further includes at least one host material.

[0198] According to one embodiment of the present invention, the at least one host material comprises at least one chemical group selected from the group consisting of: benzene, pyridine, pyrimidine, triazine, carbazole, azacarbazole, indolecarbazole, dibenzothiophene, azadibenzothiophene, dibenzofuran, azadibenzofuran, dibenzoselenene, triphenylene, azatriphenylene, fluorene, silylfluorene, naphthalene, quinoline, isoquinoline, quinazoline, quinoxaline, phenanthrene, azaphenanthrene, and combinations thereof.

[0199] According to one embodiment of the present invention, in the electroluminescent device, the light-emitting layer includes at least a first host material.

[0200] According to one embodiment of the present invention, the first host material has a structure represented by formula PH-1, formula PH-2, or formula PH-3:

[0201]

[0202] Among them, Y1 is selected from CR each time it appears, either the same or different. y Or N;

[0203] Y2 is selected from C, CR each time it appears, either identically or differently. y Or N;

[0204] L, each time it appears, is selected from single bonds, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, or combinations thereof;

[0205] Ar 21 Ar 22 Ar 31 Ar 32 Ar 33 Each time it appears, it is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, or substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, either in the same or different manner.

[0206] R yEach 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;

[0207] Adjacent substituent R y They can be arbitrarily connected to form a loop;

[0208] In this paper, adjacent substituents R y They can be optionally linked to form a ring, intended to represent any adjacent substituent R therein. y They can connect to form a ring. It is obvious that any adjacent substituents R... y They can also be left unconnected to form a loop.

[0209] According to one embodiment of the present invention, the first host material has a structure represented by formula PH-1-1, formula PH-2-1, or formula PH-3-1:

[0210]

[0211] Among them, Y1, Y2, and Y3 are selected from CR each time they appear, either identically or differently. y Or N;

[0212] Ar 21 Ar 22 Ar 32 Ar 33 Each time it appears, it is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, or substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, either in the same or different manner.

[0213] L, each time it appears, is selected from single bonds, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, or combinations thereof;

[0214] 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 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;

[0215] Adjacent substituent R y They can be arbitrarily connected to form a ring.

[0216] According to one embodiment of the present invention, the first host material is selected from the group consisting of compounds 1-1-1 to 1-1-104, compounds 1-2-1 to 1-2-100, and compounds 1-3-1 to 1-3-100; the specific structures of compounds 1-1-1 to 1-1-104, compounds 1-2-1 to 1-2-100, and compounds 1-3-1 to 1-3-100 are given in claim 18.

[0217] According to one embodiment of the present invention, the hydrogen in compounds 1-1-1 to 1-1-104, 1-2-1 to 1-2-100 and 1-3-1 to 1-3-100 can be partially or completely replaced by deuterium.

[0218] According to one embodiment of the present invention, in the electroluminescent device, the light-emitting layer further includes a second host material.

[0219] According to one embodiment of the present invention, the second host material has a structure represented by the formula NH-1:

[0220]

[0221] Wherein, L1 to L3 are selected, in the same or different ways, from single bonds, substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted arylene groups having 6-30 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-30 carbon atoms, or combinations thereof.

[0222] Ar1 to Ar3, each time appearing, are selected from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, or combinations thereof.

[0223] According to one embodiment of the present invention, the second host material has a structure represented by formula NH-1-1 or formula NH-1-2:

[0224]

[0225] In formula NH-1-1, V1 to V5 are selected from C, N, or CR each time they appear, either identically or differently. v V 11 To V 15 Each occurrence is either identically or differently selected from N or CR v1 And one of V1 to V5 is C and is associated with L. 43 Connected;

[0226] In formula NH-1-2, V1 to V4 are selected from C, N, or CR each time they appear, either identically or differently. v V 11 To V 14 Each occurrence is either identically or differently selected from N or CR v1 And one of V1 to V4 is C and is associated with L. 43 Connected;

[0227] V is selected from O, S, or Se;

[0228] L 41 To L 43 Each time it appears, it is selected from single bonds, substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted arylene groups having 6-30 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-30 carbon atoms, or combinations thereof.

[0229] Ar 41and Ar 42 Each time it appears, it is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, or combinations thereof, either identically or differently.

[0230] R v R v1 Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, and substituted or unsubstituted alkenes having 2-20 carbon atoms. alkyl, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0231] Adjacent substituent R v R v1 They can be arbitrarily connected to form a ring.

[0232] In this paper, adjacent substituents R v R v1 They can be optionally linked to form a ring, intended to represent adjacent substituent groups, for example, adjacent substituent R. v Between, adjacent substituents R v1 Between, and adjacent substituents R v and R v1 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.

[0233] According to one embodiment of the present invention, wherein the Ar 41 and Ar 42 At least one of them is a two- or three-fused-ring structure.

[0234] According to one embodiment of the present invention, wherein the Ar 41 and Ar 42Each occurrence is selected, either identically or differently, from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthrene, substituted or unsubstituted triphenylene, substituted or unsubstituted... The group, substituted or unsubstituted fluorenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiopheneyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted quinolinyl, substituted or unsubstituted indolocarbazolyl, or combinations thereof.

[0235] According to one embodiment of the present invention, L 41 To L 43 Each time it appears, it is selected from single bonds, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted biphenylene, or combinations thereof, either identically or differently.

[0236] According to one embodiment of the present invention, the second host material is selected from the group consisting of compounds B-1 to B-236; the specific structures of compounds B-1 to B-236 are given in claim 19.

[0237] According to one embodiment of the present invention, the hydrogen in compounds B-1 to B-236 can be partially or completely replaced by deuterium.

[0238] According to another embodiment of the present invention, a compound composition comprising a metal complex, wherein the specific structure of the metal complex is as shown in any of the foregoing embodiments is also disclosed.

[0239] Combination with other materials

[0240] 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.

[0241] Materials described herein for use in specific layers of organic light-emitting devices can be used in combination with a variety of other materials present in said devices. For example, the compounds disclosed herein can be used in combination with a variety of light-emitting dopants, substrates, transport layers, blocking layers, implantation layers, electrodes, and other possible layers. These combinations of materials are described in detail in paragraphs 0080-0101 of U.S. Patent Application US2015 / 0349273A1, the entire contents of which are incorporated herein by reference. The materials described or mentioned herein are non-limiting examples of materials that can be used in combination with the compounds disclosed herein, and those skilled in the art can readily consult the literature to identify other materials that can be used in combination.

[0242] 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.

[0243] The fabrication method of the electroluminescent device is not limited. The fabrication method in the following embodiments is merely an example and should not be construed as limiting. Those skilled in the art can reasonably improve the fabrication method of the following embodiments based on the prior art. For example, the proportion of various materials in the light-emitting layer is not particularly limited. Those skilled in the art can reasonably select within a certain range based on the prior art. For instance, based on the total weight of the light-emitting layer materials, the main material can account for 80%-99%, and the light-emitting material can account for 1%-20%; or the main material can account for 90%-99%, and the light-emitting material can account for 1%-10%; or the main material can account for 95%-99%, and the light-emitting material can account for 1%-5%. Furthermore, the main material can be one or two materials, wherein the ratio of the two main materials to the main material can be 99:1 to 1:99; or, the ratio can be 80:20 to 20:80; or, the ratio can be 60:40 to 40:60; or, the ratio can be 50:50.

[0244] Material synthesis examples:

[0245] The preparation method of the compounds of this invention is not limited. Those skilled in the art can select appropriate raw materials and process routes according to the synthesis objectives. For example, the metal complexes of this invention can be synthesized according to the following route:

[0246] Firstly, ligand L can be prepared using reactions commonly used in existing technologies. a The synthesis route is shown below:

[0247] Step 1:

[0248]

[0249] In step one, intermediate 1 and intermediate 2 are coupled via a Suzuki coupling reaction to obtain intermediate 3, where Hal1 and Hal2 represent halogens, such as Cl, Br, I, etc., and B(OR')2 represents boric acid or borate ester. The reaction conditions for the Suzuki coupling reaction are well known to those skilled in the art and will not be elaborated here.

[0250] Step Two:

[0251]

[0252] In step two, intermediate 3 is coupled with ligand L via an Ullmann coupling reaction. a The reaction conditions for the Ullmann coupling reaction are well known to those skilled in the art and will not be elaborated upon here.

[0253] In obtaining ligand L aAfter obtaining the compound, the target metal complex can be prepared using commonly used synthetic methods in the prior art, such as those described in US20190103574A1, US20220109118A1, and CN117534709A. For example, the synthetic route shown below is illustrated:

[0254] Step 3:

[0255]

[0256] Step Four:

[0257]

[0258] In step three, ligand L is used. a The compound reacts with iridium trichloride trihydrate to give an iridium dimer; then in step four, the iridium dimer obtained in step three is reacted with ligand L. b The compound reacts with the target metal complex.

[0259] 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.

[0260] The compounds of this invention, due to their specific multi-ring ligand structure design, can achieve red to deep red and even near-infrared emission, and have different degrees of control over the emission color. To further verify the emission effect, the triplet energy levels of the compounds of this invention were calculated by DFT calculation.

[0261] The DFT calculation method used in this invention:

[0262] Using the B3LYP hybrid functional and CEP-31G effective nuclear potential basis set within the Gaussian software package, and simulating the THF solvent environment with the SMD solvation model, DFT calculations were performed on the compounds of this invention and comparative compounds. The triplet energy levels (T1) of the compounds were obtained, and the results were calculated according to equation λ. max (nm) = 1240 / T1, yielding the maximum emission wavelength λ of the compound. max (nm), the data is recorded and displayed in Table 1.

[0263] Table 1 Calculation Data

[0264] Compound numbering T1(eV) <![CDATA[λ max (nm)]]> Compound 13 1.98 626 Compound 35 1.98 627 Compound 551 1.88 661 Compound 553 1.95 636 Compound 57 1.81 685 Compound 556 1.81 686 Compound 552 1.60 776 Compound 79 2.00 620 Compound 123 1.96 633 Compound 145 1.99 624 Compound 101 1.98 626 Compound RD-A 2.13 581

[0265] The structures of the relevant compounds are as follows:

[0266]

[0267]

[0268] discuss:

[0269] First, the comparison of compound RD-A was conducted using photoluminescence spectroscopy (PL spectroscopy). The test method involved preparing the compound sample with HPLC-grade dichloromethane to a concentration of 3 × 10⁻⁶. -5 A mol / L solution was prepared, and its emission spectrum was measured using a Prism F98 fluorescence spectrophotometer (manufactured by Shanghai Prism Technology Co., Ltd.) at room temperature (298K) with light excitation at a wavelength of 500 nm. The maximum emission wavelength λ was measured from the data. max The wavelength is 575 nm. According to the formula T1(eV)=1240 / λ max The T1 energy level was found to be 2.16 eV. As shown in Table 1, the calculated T1 for the comparative compound RD-A is 2.13 eV. It can be seen that the difference between the calculated data and the measured data is only 0.03 eV, indicating that the calculated data can reflect the T1 energy level and luminescence properties of the compound quite accurately.

[0270] The only difference between compounds 123 and 145 of the present invention and comparative compound RD-A is that the two benzene rings connected by the N atom in the compounds of the present invention are connected by a specific X group (O or CMeMe) to form a ring, or in other words, the compounds of the present invention have a specific ring B. Compared with comparative compound RD-A, the maximum emission wavelengths of compounds 123 and 145 of the present invention are red-shifted by 52 nm and 43 nm, respectively. This indicates that the compounds of the present invention, due to the presence of a specific ring B, can effectively adjust the emission wavelength and adjust the emission color to the red band, thus better meeting the requirements of color gamuts from DCI-P3 to BT.2020.

[0271] Compounds 13, 35, 551, 553, 57, 556, 552, 79, and 101 of this invention, which have different groups (S, N-Me, N-Ph, or SiMeMe), or different ring B structures and / or different substituents, can all achieve red light emission. In particular, the maximum emission wavelength of compound 552 of this invention can be red-shifted to the near-infrared band, which makes it have important application potential in fields such as communications. Furthermore, the compounds of this invention have different degrees of adjustment effect on the maximum emission wavelength, which can very easily achieve fine adjustment of different wavelengths or colors, greatly enriching the luminescent material system and the range of luminescent colors.

[0272] In summary, the metal complexes with specific structures of the present invention can achieve the desired emission of red to deep red and near-infrared light, and can adjust the maximum emission wavelength to different degrees, thus having the potential to become excellent luminescent materials. This demonstrates the superior luminescent performance and broad potential application prospects of the metal complexes with specific structures of the present invention.

[0273] 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 comprising a metal M and a ligand L coordinated to the metal M. a The metal M is selected from metals with a relative atomic mass greater than 40, and the ligand L... a It has the structure represented by Equation 1: in, Z1 and Z2 are each independently selected from C or N, and Z1 and Z2 are different; X is selected from O, S, NR, BR, CRR, SiRR, or GeRR; when two Rs exist simultaneously, the two Rs are either the same or different; Ring A, ring C and ring D are each independently selected from five-membered unsaturated carbon rings, aromatic rings with 6-30 carbon atoms or heteroaromatic rings with 3-30 carbon atoms; Ring B is selected from unsaturated heterocycles having 3-30 carbon atoms; R a R b R c and R d Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution; R a R b R c R d 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 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... 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 d R and R can be optionally connected to form a loop.

2. The metal complex as described in claim 1, wherein, Ring A, ring C, and ring D are each independently selected from aromatic rings having 6-18 carbon atoms or heteroaromatic rings having 3-18 carbon atoms; ring B is selected from heterocycles having 4-18 carbon atoms. Preferably, ring A is selected from benzene ring, naphthyl ring, pyridine ring, pyrimidine ring, pyrazine ring, azanaphthyl ring, furan ring, thiophene ring, isoxazole ring, isothiazole ring, pyrrole ring, pyrazole ring, benzofuran ring, benzothiophene ring, azabenzofuran ring, or azabenzothiophene ring; rings C and D are each independently selected from benzene ring, naphthyl ring, pyridine ring, pyrimidine ring, azanaphthyl ring, furan ring, thiophene ring, isoxazole ring, isothiazole ring, pyrrole ring, pyrazole ring, benzofuran ring, benzothiophene ring, azabenzofuran ring, or azabenzothiophene ring; More preferably, ring A, ring C and ring D are each independently selected from benzene ring, naphthalene ring, pyridine ring or pyrimidine ring.

3. The metal complex as described in claim 1, wherein, The ligand L a Choose any one of the structures represented by Equations 2 to 19: in, Z1 and Z2 are each independently selected from C or N, and Z1 and Z2 are different; X is selected from O, S, NR, BR, CRR, SiRR, or GeRR; when two Rs exist simultaneously, the two Rs are either the same or different; A1-A5 are selected from N or CR each time they appear, either identically or differently. a ; B1-B4 are selected from N or CR each time they appear, either identically or differently. b ; C1-C4 are selected from N or CR each time they appear, either identically or differently. c ; D1-D4 are selected from N or CR each time they appear, either identically or differently. d ; Z3 is selected from O, S, Se, NR each time it appears, either identically or differently. z CR z R z SiR z R z or PR z When two R exist simultaneously z At that time, two R z Same or different; R a R b R c R d R z 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 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... 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 d R z R and R can be optionally connected to form a loop; Preferably, L a Choose the structure represented by free formula 2, formula 3, formula 7, formula 8, formula 9 or formula 12; More preferably, L a Choose the structure represented by free formula 2, formula 3, formula 9 or formula 12.

4. The metal complex as described in claim 3, wherein, Z1 is N, Z2 is C.

5. The metal complex as described in claim 3, wherein, X is O, S, NR, CRR, or SiRR; Preferably, the R is selected from the group consisting of the following, either identically or differently each time it appears: 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, and combinations thereof. More preferably, the R is selected from the group consisting of hydrogen, deuterium, methyl, ethyl, isopropyl, isobutyl, tert-butyl, neopentyl, cyclopentyl, cyclohexyl, norbornyl, adamantyl, phenyl, biphenyl, pyridyl, triazine, and combinations thereof each time it appears.

6. The metal complex as described in claim 3, wherein, Z1 is N, and at least one of D1 and D2 is N; or Z2 is N, and at least one of C1 and C2 is N.

7. The metal complex as described in claim 3, wherein, In equations 2 to 19, A1-A5 are each independently selected from CR. a B1-B4 are each independently selected from CR b In equations 2 to 17 and 19, C1-C4 are each independently selected from CR. c In equations 2 to 18, D1-D4 are each independently selected from CR. d ; and the R a R b R c and R d Each time it 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 carbon atoms; substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms; substituted or unsubstituted heterocyclic groups having 3-20 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 alkynyl groups having 2-20 carbon atoms; substituted or unsubstituted cycloalkyl groups having 6-30 carbon atoms. Aryl groups with 0 carbon atoms, substituted or unsubstituted heteroaryl groups with 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups with 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups with 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanium groups with 3 to 20 carbon atoms, substituted or unsubstituted arylgermanium groups with 6 to 20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof with 0 to 20 carbon atoms; Adjacent substituent R a R b R c and R d They can be arbitrarily connected to form a loop; Preferably, the R a R b R c and R d 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 atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aryloxy groups having 6-30 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, substituted or unsubstituted amino, cyano, mercapto groups having 0-20 carbon atoms, and combinations thereof. More preferably, the R a R b R c and R d Each time it appears, it is selected from the group consisting of the following, either identically or differently: hydrogen, deuterium, fluorine, cyano, trifluoromethyl, methoxy, methylthio, dimethylamino, tetrahydropyranyl, methyl, ethyl, isopropyl, isobutyl, tert-butyl, neopentyl, cyclopentyl, cyclopentylmethyl, cyclohexyl, norbornyl, adamantyl, trimethylsilyl, triethylsilyl, trimethylgermanyl, phenyl, biphenyl, furanyl, thiophenyl, pyridyl, triazine, and combinations thereof.

8. The metal complex as described in claim 3, wherein, In equations 2 to 19, A1-A n At least one of them is selected from CR each time it appears, either identically or differently. a The A n The largest of the sequence numbers of A1-A5 in any one of Equations 2 to 19; and the R a Each time it appears, it is selected from the group consisting of the following groups, either identically or differently: deuterium, halogen, cyano, hydroxyl, mercapto, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted... Alkenyl groups having 2-20 carbon atoms, 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 groups having 0-20 carbon atoms, and combinations thereof; Adjacent substituent R a They can be arbitrarily connected to form a loop; Preferably, in formulas 2 to 14, 18 and 19, at least one of A1-A3 is selected from CR each time it appears, either identically or differently. a In equations 15 to 17, A1 is selected from CR. a ; More preferably, the R a Each time it appears, it is selected from the group consisting of the following, either identically or differently: deuterium, fluorine, cyano, trifluoromethyl, methoxy, methylthio, dimethylamino, tetrahydropyranyl, methyl, ethyl, isopropyl, isobutyl, tert-butyl, neopentyl, cyclopentyl, cyclopentylmethyl, cyclohexyl, norbornyl, adamantyl, trimethylsilyl, triethylsilyl, trimethylgermanyl, phenyl, biphenyl, furanyl, thiophenyl, pyridyl, triazine, and combinations thereof.

9. The metal complex as described in claim 3, wherein, In equations 2 to 17 and 19, C1-C n At least one of them is selected from CR each time it appears, either identically or differently. c The C n The largest of the C1-C4 sequences found in any one of equations 2 to 17 and 19; and the R c Each time it appears, it is selected from the group consisting of the following groups, either identically or differently: deuterium, halogen, cyano, hydroxyl, mercapto, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted... Alkenyl groups having 2-20 carbon atoms, 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 groups having 0-20 carbon atoms, and combinations thereof; Adjacent substituent R c They can be arbitrarily connected to form a loop; Preferably, in Equations 2 to 17 and 19, C1 and / or C2 are selected from CR each time they appear, either identically or differently. c And the R c Each time it appears, it is selected from the group consisting of the same or different groups of the following: deuterium, halogen, cyano, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 cyclic carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium having 3-20 carbon atoms, substituted or unsubstituted arylgermanium having 6-20 carbon atoms, and combinations thereof; More preferably, the R c Each time it appears, it is selected from the group consisting of the following, either the same or different: deuterium, cyano, fluorine, methyl, ethyl, isopropyl, tert-butyl, trimethylsilyl, trimethylgermanium, phenyl, deuterated methyl, and combinations thereof.

10. The metal complex of claim 1, wherein, The ligand L a Choose L each time it appears, either the same or different. a1 To L a909 The group formed; Among them, L a1 To L a903 Select from the structures listed in the table below: Among them, L a904 To L a909 Choose a group consisting of the following structures: Optionally, the L a1 To L a909 The hydrogen in the structure can be partially or completely replaced by deuterium.

11. The metal complex according to any one of claims 1-10, wherein, The metal complex has M(L) a ) m (L b ) n (L c ) q The general formula; Among them, the metal M is selected from Ir, Rh, Re, Os, Pt, Au or Cu; L a L b and L c These are the first, second, and third ligands coordinated with the metal M, respectively; m is selected from 1, 2, or 3, n is selected from 0, 1, or 2, q is selected from 0, 1, or 2, and m+n+q equals the oxidation state of metal M; when m equals 2 or 3, multiple L... a They can be the same or different; when n equals 2, 2 L b They can be the same or different; when q equals 2, there are 2 Ls. c They can be the same or different; L a L b and L c They can be selectively linked to form multidentate ligands; L b and L c Each time the same or different occurrences appear, select the group consisting of the following structures: in, R i R ii and R iii Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution; X a Each time it appears, select the group consisting of the following, either the same or different: O, S, Se, NR N1 and CR C1 R C2 ; X b and X c Each time it appears, choose from the following groups, either the same or different: O, S, Se, and NR. N2 ; R i R ii R iii R N1 R N2 R C1 and R C2 Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; Adjacent substituent R i R ii R iii R N1 R N2 R C1 and R C2 They can be arbitrarily connected to form a loop; Preferably, the metal M is selected from Ir, Pt, or Os; More preferably, the metal M is Ir.

12. The metal complex of claim 11, wherein, The L b Each occurrence is selected from the following structure, either identically or differently: R1-R7 are selected, in the same or different manner, from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups, and so on. Alkyne groups having 2-20 carbon atoms, aryl groups having 6-30 carbon atoms (substituted or unsubstituted), heteroaryl groups having 3-30 carbon atoms (substituted or unsubstituted), alkylsilyl groups having 3-20 carbon atoms (substituted or unsubstituted), arylsilyl groups having 6-20 carbon atoms (substituted or unsubstituted), alkylgermanium groups having 3-20 carbon atoms (substituted or unsubstituted), arylgermanium groups having 6-20 carbon atoms (substituted or unsubstituted), and amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms. Adjacent substituents R1, R2, R3, R4, R5, R6, and R7 can optionally be linked to form a ring; Preferably, at least one or two of R1-R3 are selected, in the same or different manner each time they appear, from substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, or combinations thereof; and / or at least one or two of R4-R6 are selected, in the same or different manner each time they appear, from substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, or combinations thereof; More preferably, wherein at least two of R1-R3 are selected, in the same or different manner each time they appear, from substituted or unsubstituted alkyl groups having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 2-20 carbon atoms, or combinations thereof; and / or at least two of R4-R6 are selected, in the same or different manner each time they appear, from substituted or unsubstituted alkyl groups having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 2-20 carbon atoms, or combinations thereof.

13. The metal complex of claim 11, wherein, The L b Each occurrence is either identical or different from the group consisting of the following structures: Optional, L b1 To L b323 The hydrogen in the structure can be partially or completely replaced by deuterium; Wherein, the L c Each occurrence is either identical or different from the group consisting of the following structures: Optional, L c1 To L c275 The hydrogen in the structure can be partially or completely replaced by deuterium.

14. The metal complex of claim 13, wherein, The metal complex is an Ir complex and has Ir(L) a (L) b (L) c ), Ir(L a )2(L b ), Ir(L a )2(L c ) and Ir(L a (L) c Any of the structures shown in )2; When the metal complex has Ir(L a (L) b (L) c When the structure of ) is used, the L a Choose freely L a1 To L a909 Any of the groups formed, the L b Choose freely L b1 To L b323 Any one of the groups, the L c Choose freely L c1 To L c275 Any one of the groups; when the metal complex has Ir(L a )2(L b When the structure of ) is used, the L a Choose L, either the same or different a1 To L a909 The L is any one or any two of the groups formed. b Choose freely L b1 To L b323 Any one of the groups; when the metal complex has Ir(L a )2(L c When the structure of ) is used, the L a Choose L, either the same or different a1 To L a909 The L is any one or any two of the groups formed. c Choose freely L c1 To L c275 Any one of the groups; when the metal complex has Ir(L a (L) c When the structure of )2 is used, the L a Choose freely L a1 To L a909 Any of the groups formed, the L c Choose L, either the same or different c1 To L c275 Any one or any two of the group; Preferably, the metal complex is selected from the group consisting of compounds 1 to 556, wherein compounds 1 to 556 have Ir(L a )2(L b The general formula for ), where the two L's a Same, L a and L b These correspond to the structures listed in the table below: Optionally, the hydrogen in the structure of compounds 1 to 556 can be partially or completely replaced by deuterium.

15. An electroluminescent device, comprising: anode, cathode, And an organic layer disposed between the anode and the cathode, wherein the organic layer comprises the metal complex according to any one of claims 1-14.

16. The electroluminescent device as claimed in claim 15, wherein, The organic layer is a light-emitting layer, and the metal complex is a light-emitting material; Preferably, the light-emitting layer includes at least a first host material; More preferably, the first host material has a structure represented by formula PH-1, formula PH-2, or formula PH-3: Among them, Y1 is selected from CR each time it appears, either the same or different. y Or N; Y2 is selected from C, CR each time it appears, either identically or differently. y Or N; L, each time it appears, is selected from single bonds, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, or combinations thereof; Ar 21 Ar 22 Ar 31 Ar 32 Ar 33 Each time it appears, it is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, or substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, either in the same or different manner. 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 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 y They can be arbitrarily connected to form a loop; Most preferably, the first host material is selected from the group consisting of compounds 1-1-1 to 1-1-104, compounds 1-2-1 to 1-2-100, and compounds 1-3-1 to 1-3-100. Optionally, the hydrogen in the structures of compounds 1-1-1 to 1-1-104, 1-2-1 to 1-2-100, and 1-3-1 to 1-3-100 can be partially or completely replaced by deuterium.

17. The electroluminescent device as claimed in claim 16, wherein, The light-emitting layer includes a second host material; Preferably, the second host material has a structure represented by the formula NH-1: Wherein, L1 to L3 are selected, in the same or different ways, from single bonds, substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted arylene groups having 6-30 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-30 carbon atoms, or combinations thereof. Ar1 to Ar3, each time appearing, are selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, or combinations thereof: More preferably, the second host material is selected from the group consisting of compounds B-1 to B-236: Optionally, the hydrogen in the structure of compounds B-1 to B-236 can be partially or completely replaced by deuterium.

18. A compound composition comprising the metal complex as described in any one of claims 1-14.

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