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 comprising a metal M and a ligand L having a structure of formula 1 a The metal complex has a lower evaporation temperature, which is conducive to reducing energy consumption in the device preparation process, and can be applied to an electroluminescent device as a luminescent material. When the metal complex is applied to an electroluminescent device, higher device efficiency and longer device lifetime can be achieved, and better device performance can be provided. An electroluminescent device comprising the metal complex and a compound composition comprising the metal complex are also disclosed.

Description

Technical Field

[0001] This invention relates to compounds for use in organic electronic devices, such as organic electroluminescent devices. More particularly, it relates to an L having the structure of Formula 1. a Metal complexes of ligands, and electroluminescent devices and compound compositions comprising said metal complexes. 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] Phosphorescent iridium complexes can be used as phosphorescent dopant materials for emitting layers in organic electroluminescence or display applications. To meet the needs of different applications, the color of the material can be adjusted based on a certain foundation by modifying the structure type of the material ligands, resulting in phosphorescent iridium complexes with different emission wavelengths.

[0009] US20210217970A1 discloses a metal complex and an organic light-emitting device comprising the metal complex, wherein the general formula of the ligand structure is: This application focuses on the effect of fusion of five-membered aromatic heterocycles at the X4-X7 positions of the ligand structure on device performance, but does not disclose or teach the improvement of device performance when a fused ring system is introduced at a specific position of a specific ring of the ligand.

[0010] EP1939208A1 discloses a method with The invention discloses a metal complex with a specific structure and an organic light-emitting device comprising the metal complex, and the compound is further disclosed in a specific structure. The application discloses metal complexes having phenanthrenepyrazine ring ligands, but does not disclose or teach metal complexes having ligands with other fused rings.

[0011] Currently developed metal complexes still have various shortcomings in their performance in electroluminescent devices. To meet the industry's ever-increasing demands, such as higher current efficiency, power efficiency, and longer device lifetime, further research and development of metal complexes is urgently needed. Summary of the Invention

[0012] The present invention aims to provide a series of novel metal complexes to solve at least some of the above-mentioned problems. The metal complexes comprise a metal M and a ligand L having the structure of Formula 1. a The metal complex has a lower evaporation temperature, which helps to reduce energy consumption during device fabrication. When used as a luminescent material in organic electroluminescent devices, it can significantly improve device efficiency and lifespan, and provide better device performance.

[0013] 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 a structure represented by Equation 1:

[0014]

[0015] Among them, ring A is selected from five-membered unsaturated carbon rings, aromatic rings with 6-30 carbon atoms, or heteroaromatic rings with 4-30 carbon atoms;

[0016] Ring B and ring C 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] X is selected from single bonds, O, S, Se, NR, or BR each time it appears;

[0018] R A R B R C Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution;

[0019] X1 and X2 are selected from CR each time they appear, either in the same or different ways. x Or N;

[0020] R, R A R B R C and R x 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;

[0021] Adjacent substituent R A R B R C R x They can be arbitrarily connected to form a ring.

[0022] According to another embodiment of the present invention, an electroluminescent device is disclosed, comprising an anode, a cathode, and an organic layer disposed between the anode and the cathode, the organic layer comprising the metal complex described in the foregoing embodiments.

[0023] According to another embodiment of the present invention, a compound composition comprising the metal complex described in the foregoing embodiments is also disclosed.

[0024] This invention discloses a class of materials comprising a metal M and an L having a structure of Formula 1. a Metal complexes of ligands. These metal complexes have lower evaporation temperatures, and as light-emitting materials in organic electroluminescent devices, they can improve the current efficiency and power efficiency of the devices, significantly extend device lifespan, and substantially enhance the overall performance of the devices. Attached Figure Description

[0025] Figure 1 This is a schematic diagram of an organic light-emitting device that may contain the metal complexes and compound compositions disclosed herein.

[0026] Figure 2 This is a schematic diagram of another organic light-emitting device that may contain the metal complexes and compound compositions disclosed herein. Detailed Implementation

[0027] 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.

[0028] 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.

[0029] 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.

[0030] 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.

[0031] OLEDs also require an encapsulation layer, such as Figure 2 An organic light-emitting device 200 is shown schematically and non-limitingly, which is related to... Figure 1The difference lies in the fact that an encapsulation layer 102 may also be included above the cathode 190 to protect against harmful substances from the environment, such as moisture and oxygen. Any material capable of providing encapsulation can be used as the encapsulation layer, such as glass or an organic-inorganic hybrid layer. The encapsulation layer should be placed directly or indirectly on the outside of the OLED device. Multilayer thin-film encapsulation is described in U.S. Patent 7,968,146B2, the entire contents of which are incorporated herein by reference.

[0032] 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.

[0033] The materials and structures described in this article can also be used in other organic electronic devices listed above.

[0034] 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.

[0035] 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.

[0036] 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.

[0037] 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).

[0038] 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.

[0039] 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).

[0040] Definition of the term "substituent group"

[0041] Halogens or halides—as used herein—include fluorine, chlorine, bromine, and iodine.

[0042] 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.

[0043] 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.

[0044] 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.

[0045] 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.

[0046] 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.

[0047] Aryl or aromatic group – as used herein, both non-fused and fused systems are considered. The aryl group can be an aryl group having 6 to 30 carbon atoms, preferably an aryl group having 6 to 20 carbon atoms, and more preferably an aryl group having 6 to 12 carbon atoms. Examples of aryl groups include phenyl, biphenyl, terphenyl, triphenylene, tetraphenylene, naphthalene, anthracene, phenanthrene, fluorene, pyrene, 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'-methylbiphenyl, 4”-tert-butyl-p-terphenyl-4-yl, o-cumyl, m-cumyl, p-cumyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesitylene, and m-tetraphenyl. Additionally, the aryl group may optionally be substituted.

[0048] Heterocyclic groups or heterocycles – 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. In addition, the heterocyclic group can be optionally substituted.

[0049] 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.

[0050] 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.

[0051] 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.

[0052] 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.

[0053] 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.

[0054] 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.

[0055] 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.

[0056] 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.

[0057] 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.

[0058] 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.

[0059] 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.

[0060] 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.

[0061] In the compounds mentioned in this disclosure, multiple substitution refers to the range including disubstitution, up to the maximum number of available substitutions. When a substituent in a compound mentioned in this disclosure represents multiple substitution (including disubstitution, trisubstitution, tetrasubstitution, etc.), it means that the substituent can be present at multiple available substitution positions on its linkage structure. The substituent present at multiple available substitution positions can be the same structure or different structures.

[0062] 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.

[0063] 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:

[0064]

[0065] 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:

[0066]

[0067] The statement that adjacent substituents can optionally connect to form a ring is also intended to be understood as referring to two substituents bonded to a further distant carbon atom connecting to each other by chemical bonds to form a ring, as exemplified by the following formula:

[0068]

[0069] 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:

[0070]

[0071] 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 a structure represented by Equation 1:

[0072]

[0073] Among them, ring A is selected from five-membered unsaturated carbon rings, aromatic rings with 6-30 carbon atoms, or heteroaromatic rings with 4-30 carbon atoms;

[0074] Ring B and ring C 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;

[0075] X is selected from single bonds, O, S, Se, NR, or BR each time it appears;

[0076] R A R B R C Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution;

[0077] X1 and X2 are selected from CR each time they appear, either in the same or different ways. x Or N;

[0078] R, R A R B R C and R xEach 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;

[0079] Adjacent substituent R A R B R C R x They can be arbitrarily connected to form a ring.

[0080] In this paper, "adjacent substituent R" A R B R C R x "Can be optionally linked to form a ring" is intended to indicate that adjacent substituent groups therein, for example, two adjacent substituents R A Between two adjacent substituents R B Between two adjacent substituents R C Between two adjacent substituents R x Between, adjacent substituents R A and R B Between, adjacent substituents R A and R x Between, and adjacent substituents R B and R C Between these substituent groups, any one or more can be connected to form a ring. Obviously, these substituent groups can also not be connected to form a ring.

[0081] According to one embodiment of the present invention, ring A is selected from a five-membered unsaturated carbon ring, an aromatic ring having 6-30 carbon atoms, or a six-membered heteroaromatic ring.

[0082] According to one embodiment of the present invention, X is selected from a single bond or O each time it appears, either the same or different.

[0083] According to one embodiment of the present invention, X is selected from single bonds.

[0084] According to one embodiment of the present invention, wherein the ligand L a It has a structure represented by one of Equations 2 to 22:

[0085]

[0086]

[0087] Among them, X1-X 12 Each time it appears, it is selected from CR in the same or different ways. x Or N;

[0088] Y is selected from CR each time it appears, either the same or different. y R y SiR y R y PR y O, S, Se or NR y When two R exist simultaneously y At that time, two R y Same or different;

[0089] R x 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;

[0090] Adjacent substituent R x R y They can be arbitrarily connected to form a ring.

[0091] In this embodiment, "adjacent substituent R" x R y "Can be optionally linked to form a ring" is intended to indicate that adjacent substituent groups therein, for example, two adjacent substituents R x Between two adjacent substituents R y Between, and adjacent substituents R x and R y 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.

[0092] According to one embodiment of the present invention, wherein the ligand L a It has a structure represented by Equation 2, Equation 3, Equation 4, Equation 14, Equation 16 or Equation 17.

[0093] According to one embodiment of the present invention, wherein the ligand L a It has a structure represented by Equation 2 or Equation 14.

[0094] According to one embodiment of the present invention, at least one of X1 and X2 is selected from N.

[0095] According to one embodiment of the present invention, X2 is selected from N.

[0096] According to an embodiment of the present invention, in formulas 2-22, X1-X 12 At least one of them is selected from N.

[0097] According to an embodiment of the present invention, in formulas 2-22, X1-X 12 One of them is selected from N.

[0098] According to one embodiment of the present invention, in formulas 2-22, X1 is selected from N; X2, X3-X 12 Each time it appears, it is selected from CR in the same or different ways. x .

[0099] According to one embodiment of the present invention, in formulas 2-22, X2 is selected from N; X1, X3-X 12 Each time it appears, it is selected from CR in the same or different ways. x .

[0100] According to an embodiment of the present invention, in formulas 2-22, X1-X 12 Each time it appears, it is selected from CR in the same or different ways.x ; and the R x 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;

[0101] Adjacent substituent R x They can be arbitrarily connected to form a ring.

[0102] In this paper, "adjacent substituent R" x "Can be optionally linked to form a ring" is intended to indicate that adjacent substituent groups therein, for example, two adjacent substituents R x Between these substituents, any one or more of these substituent groups can connect to form a ring. Obviously, these substituents can also not connect to form a ring.

[0103] According to one embodiment of the present invention, wherein the R x 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 heterocyclic groups having 3-20 cyclic 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, cyano groups, and combinations thereof.

[0104] According to one embodiment of the present invention, wherein the R xEach time it appears, it is selected from the group consisting of the following, either identically or differently: hydrogen, deuterium, fluorine, methyl, ethyl, isopropyl, sec-butyl, isobutyl, tert-butyl, neopentyl, cyclopentyl, cyclopentylmethyl, cyclohexyl, norbornyl, adamantyl, trimethylsilyl, trimethylgermanyl, isopropyldimethylsilyl, phenyldimethylsilyl, trifluoromethyl, cyano, phenyl, 2,4,6-trimethylphenyl, 2,4,6-triisopropylphenyl, 4-isopropylphenyl, pyridyl, triazinyl, tetrahydropyranyl, furanyl, thiophenyl, carbazoleyl, and combinations thereof.

[0105] According to an embodiment of the present invention, in formulas 2-22, X1-X 12 At least one of them is selected from CR each time it appears, either identically or differently. x ; and the R x Each time it appears, it is selected from the group consisting of the same or different groups of the following: 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 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 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, cyano groups, and combinations thereof;

[0106] Adjacent substituent R x They can be arbitrarily connected to form a ring.

[0107] According to one embodiment of the present invention, in formulas 2-4, 8-17 and 19-22, at least one of X1-X4 is selected from CR. x In Equations 5-7 and 18, at least one of X1-X5 is selected from CR. x ; and / or in Equations 2, 16, and 17, X8-X 10 At least one of them is selected from CR x In Equations 3 and 4, X8 is selected from CR. x In Equations 5, 8, 9, 21, and 22, at least one of X6-X8 is selected from CR. x In Equations 6, 7, and 10-13, X6 is selected from CR. x In equations 14-15, X8-X12 At least one of them is selected from CR x In equations 18-20, X6-X 10 At least one of them is selected from CR x ; and the R x At least one of them, when appearing in the same or different manner, is selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 20 cyclic carbon atoms, substituted or unsubstituted heterocyclic groups having 3 to 20 cyclic atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6 to 20 carbon atoms, cyano, and combinations thereof.

[0108] According to one embodiment of the present invention, wherein the R x Each time it appears, it is selected from the group consisting of the following, either identically or differently: deuterium, fluorine, methyl, ethyl, isopropyl, sec-butyl, isobutyl, tert-butyl, neopentyl, cyclopentyl, cyclopentylmethyl, cyclohexyl, norbornyl, adamantyl, trimethylsilyl, trimethylgermanyl, isopropyldimethylsilyl, phenyldimethylsilyl, trifluoromethyl, cyano, phenyl, 2,4,6-trimethylphenyl, 2,4,6-triisopropylphenyl, 4-isopropylphenyl, pyridyl, triazinyl, tetrahydropyranyl, furanyl, thiophenyl, carbazoleyl, and combinations thereof.

[0109] According to one embodiment of the present invention, Y is selected from O, S, or NR each time it occurs, either identically or differently. y .

[0110] According to one embodiment of the present invention, Y is selected from O or S each time it appears, either the same or different.

[0111] According to one embodiment of the present invention, wherein the ligand L a It has a structure represented by Equation 23 or Equation 24:

[0112]

[0113] Among them, T1-T 12Each 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;

[0114] Adjacent substituents T1-T 12 They can be arbitrarily connected to form a ring.

[0115] In this embodiment, "adjacent substituents T1-T" 12 "Optionally connected to form a ring" is intended to indicate adjacent substituent groups, for example, between two adjacent substituents T1 and T2, between two adjacent substituents T2 and T3, between two adjacent substituents T3 and T4, between two adjacent substituents T4 and T5, between two adjacent substituents T5 and T6, between two adjacent substituents T6 and T7, between two adjacent substituents T7 and T8, between two adjacent substituents T8 and T9, and between two adjacent substituents T9 and T1. 10 Between two adjacent substituents T 10 and T 11 Between two adjacent substituents T 11 and T 12 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.

[0116] According to one embodiment of the present invention, wherein T1-T 12At least one or two of them, when appearing in the same or different manner each time, are selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 cyclic carbon atoms, substituted or unsubstituted heterocyclic having 3-20 cyclic 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 arylsilyl having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium having 3-20 carbon atoms, cyano, or combinations thereof.

[0117] According to one embodiment of the present invention, at least one or two of T1-T7 and / or T8-T 12 At least one or two of them, when appearing in the same or different manner each time, are selected from the group consisting of: substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 20 cyclic carbon atoms, substituted or unsubstituted heterocyclic groups having 3 to 20 cyclic atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3 to 20 carbon atoms, cyano groups, or combinations thereof.

[0118] According to one embodiment of the present invention, in formula 23, at least one or two of T1-T7 and / or T8-T 10 At least one or two of them, when appearing in the same or different manner each time, are selected from the group consisting of: substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 20 cyclic carbon atoms, substituted or unsubstituted heterocyclic groups having 3 to 20 cyclic atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3 to 20 carbon atoms, cyano groups, or combinations thereof.

[0119] According to one embodiment of the present invention, in formula 24, at least one or two of T1-T7 and / or T8-T 12At least one or two of them, when appearing in the same or different manner each time, are selected from the group consisting of: substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 20 cyclic carbon atoms, substituted or unsubstituted heterocyclic groups having 3 to 20 cyclic atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3 to 20 carbon atoms, cyano groups, or combinations thereof.

[0120] According to one embodiment of the present invention, in formula 23 or formula 24, T4, T5, T6, T8, T9, T 10 At least one or two of them, when appearing in the same or different manner each time, are selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 cyclic carbon atoms, substituted or unsubstituted heterocyclic having 3-20 cyclic 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, cyano, or combinations thereof.

[0121] According to one embodiment of the present invention, in formula 23, T4, T5, T6, T8, T9, T 10 At least one or two of them, each time appearing identically or differently, are 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 heterocyclic 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, cyano, or combinations thereof; in Formula 24, T4, T5, T6, T8, T9, T 10 T 11At least one or two of them, when appearing in the same or different manner each time, are selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 cyclic carbon atoms, substituted or unsubstituted heterocyclic having 3-20 cyclic 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, cyano, or combinations thereof.

[0122] According to one embodiment of the present invention, in Formula 23 or Formula 24, T4 and T8 are selected from the group consisting of the same or different each time they appear: deuterium, fluorine, methyl, ethyl, isopropyl, sec-butyl, isobutyl, tert-butyl, neopentyl, cyclopentyl, cyclopentylmethyl, cyclohexyl, norbornyl, adamantyl, trimethylsilyl, trimethylgermanyl, isopropyldimethylsilyl, phenyldimethylsilyl, trifluoromethyl, cyano, phenyl, 2,4,6-trimethylphenyl, 2,4,6-triisopropylphenyl, 4-isopropylphenyl, pyridyl, triazinyl, tetrahydropyranyl, furanyl, thiophenyl, carbazoleyl, and combinations thereof.

[0123] According to one embodiment of the invention, in Formula 23 or Formula 24, at least one or two of T4-T6, each time appearing, are selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 cyclic carbon atoms, substituted or unsubstituted heterocyclic having 3-20 cyclic 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, cyano, or combinations thereof.

[0124] According to one embodiment of the present invention, in formula 23 or formula 24, T4 is selected from deuterium, fluorine, methyl, ethyl, isopropyl, sec-butyl, isobutyl, tert-butyl, neopentyl, cyclopentyl, cyclopentylmethyl, cyclohexyl, norbornyl, adamantyl, trimethylsilyl, trimethylgermanyl, isopropyldimethylsilyl, phenyldimethylsilyl, trifluoromethyl, cyano, phenyl, 2,4,6-trimethylphenyl, 2,4,6-triisopropylphenyl, 4-isopropylphenyl, pyridyl, triazinyl, tetrahydropyranyl, furanyl, thiophenyl, carbazoleyl, and combinations thereof.

[0125] According to one embodiment of the present invention, in formula 23 or formula 24, at least one of T1 and T2 is selected from deuterium.

[0126] According to one embodiment of the present invention, in formula 23 or formula 24, both T1 and T2 are selected from deuterium.

[0127] According to one embodiment of the present invention, L a Choose L each time it appears, either the same or different. a1 To L a1113 The group consisting of L a1 To L a1113 For the specific structure, please refer to claim 11.

[0128] According to one embodiment of the present invention, wherein the L a1 To L a1113 The hydrogen in the structure can be partially or completely replaced by deuterium.

[0129] According to one embodiment of the present invention, the metal complex has M(L) a ) m (L b ) n (L c ) q The structure; metal M is selected from metals with a relative atomic mass greater than 40; L a L b and L c These are the first, second, and third ligands coordinated with the metal M, respectively; m is 1, 2, or 3; n is 0, 1, or 2; q is 0, 1, or 2; m + n + q equals the oxidation state of metal M; when m is greater than 1, multiple L... a Same or different; when n is 2, the two L b Same or different; when q is 2, the two L c Same or different;

[0130] L a L b and L c They can be selectively linked to form multidentate ligands;

[0131] L b and L c Each occurrence is either identical or different from the group consisting of the following structures:

[0132]

[0133] Among them, R a R b and R cEach occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution;

[0134] X b 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 ;

[0135] X c and X d Each time it appears, choose from the following groups, either the same or different: O, S, Se, and NR. N2 ;

[0136] R a R b R c 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;

[0137] Adjacent substituent R a R b R c R N1 R N2 R C1 and R C2 They can be arbitrarily connected to form a ring.

[0138] In this paper, adjacent substituents R a Rb R c R N1 R N2 R C1 and R C2 They can be optionally linked to form a ring, intended to represent adjacent substituent groups, for example, two substituents R a Between the two substituents R b Between the two substituents R c Between, substituent R a and R b Between, substituent R a and R c Between, substituent R b and R c Between, substituent R a and R N1 Between, substituent R b and R N1 Between, substituent R a and R C1 Between, substituent R a and R C2 Between, substituent R b and R C1 Between, substituent R b and R C2 Between, substituent R a and R N2 Between, substituent R b and R N2 Between, and R C1 and R C2 Between these substituent groups, one or more of them can be linked to form a ring. For example, adjacent substituents R a R b It can be optionally connected to form a ring, which can form one or more of the following structures, including but not limited to:

[0139] Wherein, W is selected from O, S, Se, NR' or CR'R'; wherein R', R a ', R b The definition of ' and the aforementioned R a The same. Obviously, these substituents can also not be connected to form a ring.

[0140] According to one embodiment of the present invention, the metal M is selected from Ir, Rh, Re, Os, Pt, Au or Cu.

[0141] According to one embodiment of the present invention, the metal M is selected from Ir, Pt or Os.

[0142] According to one embodiment of the present invention, the metal M is Ir.

[0143] According to one embodiment of the present invention, L b Each occurrence is selected from the following structure, either identically or differently:

[0144]

[0145] 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, and substituted or unsubstituted alkenyl groups having 2-20 carbon atoms. The substituents are alkynyl, 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 6-20 carbon atoms, substituted or unsubstituted arylgermanium, having 0-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphin, and combinations thereof; the adjacent substituents R1-R7 may optionally be linked to form a ring.

[0146] In this document, "adjacent substituents R1-R7 can optionally connect to form a ring" is intended to mean that any one or more of adjacent 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, or between substituents R5 and R6, can connect to form a ring. It is obvious that these substituents may also not connect to form a ring.

[0147] According to one embodiment of the present invention, 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.

[0148] According to one embodiment of the present invention, wherein at least two of R1-R3 are selected, in each occurrence, 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, in each occurrence, 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.

[0149] According to an embodiment of the present invention, the metal complex has the formula Ir(L a ) m (L b ) 3-m The general formula, and has the characteristics of...

[0150] The structure represented by Equation 1-1:

[0151]

[0152] Where m is 1 or 2;

[0153] Ring A is selected from five-membered unsaturated carbon rings, aromatic rings with 6-30 carbon atoms, or heteroaromatic rings with 4-30 carbon atoms;

[0154] Ring B and ring C 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;

[0155] R A R B R C Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution;

[0156] X1 and X2 are selected from CR each time they appear, either in the same or different ways. x Or N;

[0157] R A R B R C R x Each time R1-R7 appears, it is selected from the group consisting of, in the same or different ways, 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... 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.

[0158] Adjacent substituent R A R B R C R x They can be arbitrarily connected to form a loop;

[0159] Adjacent substituents R1-R7 can optionally connect to form a ring.

[0160] According to one embodiment of the present invention, wherein L b Choose freely L b1 To L b322 The group consisting of L b1 To L b322 For the specific structure, please refer to claim 16.

[0161] According to one embodiment of the present invention, wherein L c Choose freely L c1 To L c231 The group consisting of L c1 To L c231 For the specific structure, please refer to claim 16.

[0162] According to one embodiment of the present invention, the metal complex has Ir(L) a )2(L b ) or Ir(La )2(L c ) or Ir(L a (L) c )2 or Ir(L a (L) b (L) c The structure of );

[0163] Wherein, when the metal complex has Ir(L a ) 2( L b When L is in the structure of ) a Choose L each time it appears, either the same or different. a1 To L a1113 Any one or any two of the groups formed, L b Choose freely L b1 To L b322 Any one of the groups; when the metal complex has Ir(L a )2(L c When L is in the structure of ) a Choose L each time it appears, either the same or different. a1 To L a1113 Any one or any two of the groups formed, L c Choose freely L c1 To L c231 Any one of the groups; when the metal complex has Ir(L a (L) c When L is in the structure of )2 a Choose freely L a1 To L a1113 Any of the groups formed, L c Choose L each time it appears, either the same or different. c1 To L c231 Any one or two of the group consisting of; 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 a1113 Any of the groups formed, the L b Choose freely L b1 To L b322 Any one of the groups, the L c Choose freely L c1 To L c231 Any one of the groups formed.

[0164] According to one embodiment of the present invention, the metal complex is selected from the group consisting of compounds 1 to 386, and the specific structures of compounds 1 to 386 are given in claim 17.

[0165] According to one embodiment of the present invention, an electroluminescent device is disclosed, comprising:

[0166] anode,

[0167] cathode,

[0168] And an organic layer disposed between the anode and the cathode, wherein the organic layer comprises the metal complex described in any of the foregoing embodiments.

[0169] According to one embodiment of the present invention, the organic layer is a light-emitting layer, and the metal complex is a light-emitting material.

[0170] According to one embodiment of the present invention, the electroluminescent device emits red light or white light.

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

[0172] 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.

[0173] According to one embodiment of the present invention, the at least one host material may be a conventional host material in the prior art, and may typically, but not limitingly, include the following host materials:

[0174]

[0175]

[0176]

[0177]

[0178] According to one embodiment of the present invention, a compound composition comprising the metal complex described in any of the foregoing embodiments is disclosed.

[0179] Combination with other materials

[0180] 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.

[0181] 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.

[0182] 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.

[0183] Material synthesis examples:

[0184] The preparation methods of the compounds of this invention are not limited. Typical but not limited examples are the following compounds, whose synthetic routes and preparation methods are as follows:

[0185] Synthesis Example 1: Synthesis of Compound 229

[0186] Step 1: Synthesis of Intermediate 3

[0187]

[0188] Intermediate 1 (1.25 g, 5.86 mmol), intermediate 2 (2.0 g, 6.45 mmol), Pd(PPh3)4 (0.34 g, 0.29 mmol), Na2CO3 (1.24 g, 11.72 mmol), 1,4-dioxane (24 mL) and water (8 mL) were added to the reaction flask. After purging the reaction system with nitrogen, it was heated to reflux and reacted overnight. The reaction was monitored by TLC until it was complete. The mixture was diluted with water, and the aqueous phase was extracted with ethyl acetate. The organic phases were combined and purified by column chromatography to obtain intermediate 3 (1.8 g, yield 84%).

[0189] Step 2: Synthesis of Intermediate 4

[0190]

[0191] Intermediate 3 (0.72 g, 2 mmol), PdCl2(PCy3)2 (bis(tricyclohexylphosphine)palladium dichloride, 0.31 g, 0.42 mmol), t-BuCO2H (0.072 g, 0.7 mmol), Cs2CO3 (1.3 g, 4 mmol) and DMAc (N,N-dimethylacetamide) (15 mL) were added to the reaction flask. After purging the reaction system with nitrogen, the mixture was heated to 150 °C and reacted for 24 h. The reaction was monitored by TLC until it was complete. The mixture was diluted with water, and the aqueous phase was extracted with ethyl acetate. The organic phases were combined and purified by column chromatography to obtain intermediate 4 (0.39 g, yield 55%).

[0192] Step 3: Synthesis of iridium dimer

[0193]

[0194] Intermediate 4 (0.36 g, 1.19 mmol), iridium trichloride trihydrate (0.14 g, 0.4 mmol), ethylene glycol ethyl ether (12 mL), and water (4 mL) were added to a reaction flask. The mixture was refluxed at 130 °C for 24 hours under nitrogen protection. After cooling to room temperature, the mixture was filtered, and the resulting solid was washed several times with methanol and dried to obtain iridium dimer.

[0195] Step 4: Synthesis of Compound 229

[0196]

[0197] The mixture of the iridium dimer obtained in the previous step, 3,7-diethyl-3-methylnonane-4,6-dione, K₂CO₃ (0.28 g, 2 mmol), and ethylene glycol ethyl ether (15 mL) was heated to 45 °C and stirred under a nitrogen atmosphere for 24 hours. After the reaction was complete, the precipitate was filtered through diatomaceous earth and washed with ethanol. Dichloromethane was added to the resulting solid, and the filtrate was collected. Ethanol was then added, and the resulting solution was concentrated, but not to dryness. Filtration yielded compound 229 (0.2 g, 0.2 mmol, 50% yield), whose structure was confirmed by MS, and whose molecular weight was 978.37.

[0198] Synthesis Example 2: Synthesis of Compound 199

[0199] Step 1: Synthesis of Intermediate 6

[0200]

[0201] Intermediate 1 (1.25 g, 5.86 mmol), intermediate 2 (1.82 g, 6.45 mmol), Pd(PPh3)4 (0.34 g, 0.29 mmol), Na2CO3 (1.24 g, 11.72 mmol), 1,4-dioxane (24 mL), and water (8 mL) were added to the reaction flask. After purging the reaction system with nitrogen, it was heated to reflux and reacted overnight. The reaction was monitored by TLC until it was complete. The mixture was diluted with water, and the aqueous phase was extracted with ethyl acetate. The organic phases were combined and purified by column chromatography to obtain intermediate 6 (1.53 g, 78% yield).

[0202] Step 2: Synthesis of Intermediate 7

[0203]

[0204] Intermediate 6 (0.72 g, 2 mmol), PdCl2(PCy3)2 (0.31 g, 0.42 mmol), t-BuCO2H (0.072 g, 0.7 mmol), Cs2CO3 (1.3 g, 4 mmol), and DMAc (15 mL) were added to the reaction flask. After purging the reaction system with nitrogen, the mixture was heated to 150 °C and reacted for 24 h. The reaction was monitored by TLC until complete. The mixture was diluted with water, and the aqueous phase was extracted with ethyl acetate. The organic phases were combined and purified by column chromatography to obtain intermediate 7 (0.3 g, yield 60%).

[0205] Step 3: Synthesis of iridium dimer

[0206]

[0207] A mixture of intermediate 7 (0.3 g, 1.19 mmol), iridium trichloride trihydrate (0.14 g, 0.4 mmol), ethylene glycol ethyl ether (12 mL), and water (4 mL) was added to a reaction flask. The mixture was refluxed at 130 °C for 24 hours under a nitrogen atmosphere. After cooling to room temperature, the mixture was filtered, and the resulting solid was washed several times with methanol and dried to obtain iridium dimer.

[0208] Step 4: Synthesis of Compound 199

[0209]

[0210] The mixture of the iridium dimer obtained in the previous step, 3,7-diethyl-3-methylnonane-4,6-dione (0.14 g, 0.1 mmol), K₂CO₃ (0.7 g, 0.5 mmol), and ethylene glycol ethyl ether (10 mL) was heated to 45 °C and stirred under a nitrogen atmosphere for 24 hours. After the reaction was complete, the precipitate was filtered through diatomaceous earth and washed with ethanol. Dichloromethane was added to the resulting solid, and the filtrate was collected. Ethanol was then added, and the resulting solution was concentrated, but not to dryness. After filtration, compound 199 (45 mg, 0.05 mmol, yield 49%) was obtained, its structure confirmed by MS, and its molecular weight was 922.31.

[0211] Those skilled in the art should understand that the above preparation method is merely an exemplary example, and those skilled in the art can obtain the compound structure of the present invention by improving it.

[0212] 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 100:0 to 1:99; or, the ratio can be 80:20 to 20:80; or, the ratio can be 60:40 to 40:60.

[0213] Device Examples

[0214] Example 1

[0215] First, the glass substrate, which has a 120 nm thick indium tin oxide (ITO) anode, is cleaned and then treated with oxygen plasma and UV ozone. After treatment, the substrate is dried in a glove box to remove moisture. The substrate is then mounted on a substrate holder and placed in a vacuum chamber. The organic layer specified below is applied at a vacuum degree of approximately 10... -8 Under the condition of Turbo evaporation, the ITO anode was sequentially evaporated at a rate of 0.06–2 Å / s via thermal vacuum evaporation. Co-deposited compounds HT and HI were used as the hole injection layer (HIL, weight ratio 97:3), with a thickness of… The compound HT is used as a hole transport layer (HTL), with a thickness of Compound EB is used as an electron blocking layer (EBL), with a thickness of Then, compound 229 of the present invention was doped into the host compound RH as an emissive layer (EML, weight ratio 1:99), with a thickness of Compound HB is used as a hole blocking layer (HBL), with a thickness of On the HBL, co-deposited compounds ET and 8-hydroxyquinoline-lithium (Liq) serve as an electron transport layer (ETL, weight ratio 40:60), with a thickness of... Finally, a 1 nm thick Liq layer was deposited as the electron injection layer, and a 120 nm thick Al layer was deposited as the cathode. The device was then transferred back to the glove box and encapsulated with a glass cover and desiccant to complete the device.

[0216] Comparative Example 1

[0217] Comparative Example 1 was prepared in the same manner as Example 1, except that compound RD was used instead of compound 229 of the present invention in the light-emitting layer (EML).

[0218] The partial layer structure and thickness of the device are shown in the table below. The device uses more than one material; it is obtained by doping different compounds in the stated weight ratios.

[0219] Table 1. Partial device structures of Example 1 and Comparative Example 1

[0220]

[0221]

[0222] The material structure used in the device is shown below:

[0223]

[0224] The IVL and lifetime characteristics of the device were measured at different current densities and voltages. Table 2 shows the results at 15 mA / cm². 2 The current efficiency (CE) and power efficiency (PE) of Example 1 and Comparative Example 1 were measured under constant current, and at 80 mA / cm².2 Lifetime at constant current (LT97). The vapor deposition temperatures T of compound 229 of the present invention used in Example 1 and compound RD used in Comparative Example 1 are also recorded and shown in Table 2.

[0225] Table 2. Device data for Example 1 and Comparative Example 1, and deposition temperatures for compounds 229 and RD.

[0226] Device Number Evaporation temperature T (°C) CE(cd / A) PE (lm / W) LT97(h) Example 1 192 26.1 21.6 955 Comparative Example 1 216 22.7 19.7 686

[0227] discuss:

[0228] As shown in Table 2, compared with Comparative Example 1, the current efficiency of Example 1 is significantly improved by 15%, and the power efficiency is significantly improved by 9.6%. More importantly, the device lifetime is significantly improved by 39.2% on top of the already high lifetime level of Comparative Example 1. These data comparisons demonstrate that the metal complexes disclosed in this invention, when used as luminescent materials in electroluminescent devices, can significantly improve device efficiency and lifetime, achieving better device performance. Furthermore, it is noteworthy that while the metal complexes of this invention exhibit greater rigidity, the vapor deposition temperature of compound 229 is unexpectedly and significantly lower by 24°C compared to compound RD, which helps reduce the energy consumption required in device fabrication, further demonstrating the superior performance of the metal complexes disclosed in this invention.

[0229] As can be seen from the above comparison, the metal complexes disclosed in this invention have excellent performance and broad application prospects.

[0230] It should be understood that the various embodiments described herein are merely examples and are not intended to limit the scope of the invention. Therefore, as will be apparent to those skilled in the art, the claimed invention may include variations of the specific embodiments and preferred embodiments described herein. Many of the materials and structures described herein can be substituted with other materials and structures without departing from the spirit of the invention. It should be understood that various theories regarding why the invention works are not intended to be limiting.

Claims

1. A metal complex having Ir(L a )2(L b The structure of ) with two L a Same or different, ligand L a It has a structure represented by Equation 23: ， in, T8, T 10 Each time it appears, it is selected from the same or different groups of the following: substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 4-10 cyclic carbon atoms, and combinations thereof; T1-T7 and T9 each time they appear, they are selected from the same or different groups of the following: hydrogen, deuterium, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 4-10 cyclic carbon atoms, and combinations thereof; ligand L b Choose from the following structures: ； in, X c and X d Selected from O; R a R b Each time it appears, it is selected from the group consisting of: substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 4-10 cyclic carbon atoms, and combinations thereof; R c Each time it appears, it is selected from the group consisting of the following, either the same or different: hydrogen, deuterium, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 4-10 cyclic carbon atoms, and combinations thereof; The substituted alkyl group having 1-20 carbon atoms, the substituted cycloalkyl group having 4-10 cyclic carbon atoms, refers to the alkyl group, the cycloalkyl group being replaced by one or more alkyl groups selected from deuterium, halogen, unsubstituted alkyl group having 1-20 carbon atoms, unsubstituted cycloalkyl group having 4-10 cyclic carbon atoms, and cyano group.

2. The metal complex as described in claim 1, wherein, T8, T 10 Each time it appears, it is selected from the same or different groups of the following: substituted or unsubstituted alkyl groups having 1-6 carbon atoms, substituted or unsubstituted cycloalkyl groups having 4-10 cyclic carbon atoms, and combinations thereof; T1-T7, T9 each time it appears, it is selected from the same or different groups of the following: hydrogen, deuterium, substituted or unsubstituted alkyl groups having 1-6 carbon atoms, substituted or unsubstituted cycloalkyl groups having 4-10 cyclic carbon atoms, and combinations thereof.

3. The metal complex as described in claim 1, wherein, T8, T 10 Each time it appears, it is selected from substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, either identically or differently; T1-T7 and T9 each time they appear, they are selected from the group consisting of hydrogen, deuterium, substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, and combinations thereof.

4. The metal complex as described in claim 1, wherein, T8, T 10 Each time it appears, it is selected from substituted or unsubstituted alkyl groups having 1 to 6 carbon atoms, either identically or differently; T1-T7 and T9 each time they appear, they are selected from the group consisting of hydrogen, deuterium, substituted or unsubstituted alkyl groups having 1 to 6 carbon atoms, and combinations thereof.

5. The metal complex as described in claim 1, wherein, T8, T 10 Each time it appears, it is selected from the group consisting of the following, either identically or differently: methyl, ethyl, isopropyl, sec-butyl, isobutyl, tert-butyl, neopentyl, cyclopentyl, cyclopentylmethyl, cyclohexyl, norbornyl, adamantyl, and combinations thereof; T1-T7 and T9 each time they appear, they are selected from the group consisting of the following, either identically or differently: hydrogen, deuterium, methyl, ethyl, isopropyl, sec-butyl, isobutyl, tert-butyl, neopentyl, cyclopentyl, cyclopentylmethyl, cyclohexyl, norbornyl, adamantyl, and combinations thereof.

6. The metal complex as described in claim 1, wherein, At least one of T1-T7 and T9 is selected from the group consisting of: deuterium, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 4-10 cyclic carbon atoms, and combinations thereof.

7. The metal complex as described in claim 1, wherein, At least one of T1-T4 is selected from the group consisting of: deuterium, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 4-10 cyclic carbon atoms, and combinations thereof.

8. The metal complex of claim 7, wherein, At least one of T1-T4 is selected from the group consisting of: deuterium, methyl, ethyl, isopropyl, sec-butyl, isobutyl, tert-butyl, neopentyl, cyclopentyl, cyclopentylmethyl, cyclohexyl, norbornyl, adamantyl, and combinations thereof.

9. The metal complex as claimed in claim 1, wherein, The substituted alkyl group having 1-20 carbon atoms, the substituted cycloalkyl group having 4-10 cyclic carbon atoms, refers to the alkyl group being replaced by one or more alkyl groups selected from deuterium, halogens, unsubstituted alkyl groups having 1-6 carbon atoms, and unsubstituted cycloalkyl groups having 4-10 cyclic carbon atoms.

10. The metal complex of claim 1, wherein, At least one of T1-T7 and T9, when appearing in the same or different manner, is selected from the group consisting of: deuterium, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 4-10 cyclic carbon atoms, and combinations thereof.

11. The metal complex of claim 1, wherein, At least one of T1-T7, when appearing in the same or different manner, is selected from the group consisting of: substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 4-10 cyclic carbon atoms, and combinations thereof.

12. The metal complex of claim 1, wherein, In Formula 23, at least one of T4, T5, T6, and T9 is selected from the group consisting of: deuterium, substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 4 to 10 cyclic carbon atoms, and combinations thereof.

13. The metal complex of claim 12, wherein, T4 is selected from the group consisting of the following, either identically or differently, each time it appears: deuterium, methyl, ethyl, isopropyl, sec-butyl, isobutyl, tert-butyl, neopentyl, cyclopentyl, cyclopentylmethyl, cyclohexyl, norbornyl, adamantyl, and combinations thereof.

14. The metal complex of claim 1, wherein, In Equation 23, at least one of T1 and T2 is selected from deuterium.

15. The metal complex of claim 1, wherein, In Equation 23, both T1 and T2 are selected from deuterium.

16. The metal complex of claim 1, wherein, L a It has a structure represented by Equation 23: ， T1-T 10 These correspond to the groups selected from the table below: ； Among them, Q1, Q4 to Q 12 They represent the following structures respectively: Q1=H;Q4=Me;Q5= ;Q6= ;Q7= ;Q8= ;Q9= ;Q 10 = ;Q 11 = ;Q 12 = ; Optionally, the above L a The hydrogen in the structure can be partially or completely replaced by deuterium.

17. The metal complex of claim 1, wherein, L a Choose freely L a623 To L a624 L a626 L a628 L a857 L a858 L a863 L a864 L a866 To L a869 L a871 L a915 To L a918 L a964 To L a966 Groups formed: ， ， ， ， ， ， ， ， ， ， ， ， ， , , , , , ； Optionally, the L a623 To L a624 L a626 L a628 L a857 L a858 L a863 L a864 L a866 To L a869 L a871 L a915 To L a918 L a964 To L a966 The hydrogen in the structure can be partially or completely replaced by deuterium.

18. The metal complex of claim 1, wherein, L b Each occurrence is selected from the following structure, either identically or differently: ， R1-R6 are selected from the group consisting of the following, either identically or differently each time they appear: substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 4-10 cyclic carbon atoms, and combinations thereof; R7 is selected from the group consisting of the following: hydrogen, deuterium, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 4-10 cyclic carbon atoms, and combinations thereof.

19. The metal complex of claim 18, wherein, At least one of R1-R3 is selected, in the same or different manner each time it appears, from a substituted or unsubstituted alkyl group having 1-20 carbon atoms; and / or at least one of R4-R6 is selected, in the same or different manner each time it appears, from a substituted or unsubstituted alkyl group having 1-20 carbon atoms.

20. The metal complex of claim 18, wherein, R1-R3 includes at least two of which, each time appearing, are identical or different from substituted or unsubstituted alkyl groups having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 4-10 cyclic carbon atoms, or combinations thereof; and / or R4-R6 includes at least two of which, each time appearing, are identical or different from substituted or unsubstituted alkyl groups having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 4-10 cyclic carbon atoms, or combinations thereof.

21. The metal complex as described in claim 16 or 17, wherein, L b Each occurrence is either identical or different from the group consisting of the following structures: ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， ， 。 22. The metal complex of claim 21, wherein, The metal complex has Ir(L) a )2(L b The structure of ); Among them, L a Choose freely L a182 L a185 To L a193 L a201 L a204 To L a212 L a623 To L a624 L a626 L a628 L a857 L a858 L a863 L a864 L a866 To L a869 L a871 L a915 To L a918 L a964 To L a966 Any of the groups formed, L b Choose freely L b1 To L b235 L b237 To L b322 Any one of the groups formed.

23. The metal complex of claim 21, wherein the metal complex has Ir(L a )2(L b The structure of ) Two L a Same, L a and L b These correspond to the structures listed in the table below: ； Two Ls a Different, L a and L b These correspond to the structures listed in the table below: 。 24. An electroluminescent device, comprising: anode, cathode, And an organic layer disposed between the anode and the cathode, wherein the organic layer comprises a metal complex as described in any one of claims 1-23.

25. The electroluminescent device as claimed in claim 24, wherein, The organic layer is a light-emitting layer, and the metal complex is a light-emitting material.

26. The electroluminescent device as claimed in claim 25, wherein, The electroluminescent device emits red or white light.

27. The electroluminescent device as claimed in claim 25, wherein, The light-emitting layer also includes at least one host material.

28. A compound composition comprising the metal complex as described in any one of claims 1-23.

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