Organic electroluminescent materials and devices

Abstract

Organic electroluminescent materials and devices thereof are disclosed. The organic electroluminescent material is an L-type material comprising a structure of Formula 1. a Metal complexes of ligands are disclosed, which can be used as luminescent materials in electroluminescent devices. These novel compounds exhibit narrower full width at half maximum (FWHM) and greener luminescence, resulting in more saturated green luminescence. An electroluminescent device comprising the metal complex and a compound combination comprising the metal complex are also disclosed.

Description

Technical Field

[0001] This invention relates to compounds for use in organic electronic devices, such as organic light-emitting devices. More particularly, it relates to a compound comprising L having the structure of Formula 1. a Metal complexes of ligands, and electroluminescent devices and compound combinations comprising such 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] CN106831884A discloses the following: Iridium complexes with the following structure are further disclosed. The application does not disclose the metal complexes formed by the connection of the indolocarbazole structural unit with pyridine through the heteroaromatic or aromatic rings at both ends, nor their impact on device performance. Summary of the Invention

[0009] The present invention aims to provide a series of L-type structures having the structure of Formula 1. a Metal complexes of ligands can solve at least some of the above problems.

[0010] 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 Wherein metal M is selected from metals with a relative atomic mass greater than 40, and L... a It has the structure represented by Equation 1:

[0011]

[0012] In Equation 1,

[0013] Cy is selected, in the same or different ways, from substituted or unsubstituted aromatic rings having 6-24 ring atoms, substituted or unsubstituted heteroaromatic rings having 5-24 ring atoms, or combinations thereof;

[0014] Ring A, ring B, and ring C are selected, either identically or differently, from carbon rings with 5-6 ring atoms or heterocycles with 5-6 ring atoms each time they appear;

[0015] At least one ring atom in ring A is carbon and is bonded to the Cy;

[0016] Ring A is connected to the metal M via a metal-carbon bond or a metal-nitrogen bond;

[0017] Each occurrence of R' indicates a single substitution, multiple substitutions, or no substitution; when multiple R's exist, the R's may be the same or different.

[0018] R', each time appearing, is selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 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, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted... Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0019] Adjacent substituents R' can optionally connect to form a ring.

[0020] According to another embodiment of the present invention, an electroluminescent device is also disclosed, comprising:

[0021] anode,

[0022] cathode,

[0023] And an organic layer disposed between the anode and the cathode, the organic layer comprising the metal complex described in the foregoing embodiments.

[0024] According to another embodiment of the present invention, a compound combination comprising the metal complexes described in the foregoing embodiments is also disclosed.

[0025] The present invention discloses a series of L-shaped structures having the structure of Formula 1. a Metal complexes of ligands, which can be used as luminescent materials in electroluminescent devices. These novel metal complexes can be applied to electroluminescent devices to provide more saturated luminescence. Attached Figure Description

[0026] Figure 1 This is a schematic diagram of an electroluminescent device that may contain combinations of metal complexes and compounds disclosed herein.

[0027] Figure 2 This is a schematic diagram of another electroluminescent device that may contain combinations of metal complexes and compounds disclosed herein. Detailed Implementation

[0028] 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.

[0029] 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.

[0030] 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.

[0031] 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.

[0032] OLEDs also require an encapsulation layer, such as Figure 2 An organic light-emitting device 200 is shown schematically and non-limitingly, which is related to... Figure 1 The difference lies in the fact that an encapsulation layer 102 may also be included above the cathode 190 to protect against harmful substances from the environment, such as moisture and oxygen. Any material capable of providing encapsulation can be used as the encapsulation layer, such as glass or an organic-inorganic hybrid layer. The encapsulation layer should be placed directly or indirectly on the outside of the OLED device. Multilayer thin-film encapsulation is described in U.S. Patent 7,968,146B2, the entire contents of which are incorporated herein by reference.

[0033] 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.

[0034] The materials and structures described in this article can also be used in other organic electronic devices listed above.

[0035] 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.

[0036] 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.

[0037] 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.

[0038] 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).

[0039] 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.

[0040] 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).

[0041] Definition of the term "substituent group"

[0042] Halogens or halides—as used herein—include fluorine, chlorine, bromine, and iodine.

[0043] 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.

[0044] 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.

[0045] 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.

[0046] 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.

[0047] 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.

[0048] Aryl or aromatic group or aromatic ring – as used herein, both non-fused and fused systems are considered. The aryl group can be an aryl group having 6 to 30 carbon atoms, preferably an aryl group having 6 to 20 carbon atoms, and more preferably an aryl group having 6 to 12 carbon atoms. Examples of aryl groups include phenyl, biphenyl, terphenyl, triphenylene, tetraphenylene, naphthalene, anthracene, fenene, fluorene, pyrene, etc. Perylene and azulene, preferably phenyl, biphenyl, terphenyl, triphenylene, fluorene, and naphthalene. Examples of non-fused aryl groups include phenyl, biphenyl-2-yl, biphenyl-3-yl, biphenyl-4-yl, p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, o-tolyl, m-tolyl, p-tolyl, p-(2-phenylpropyl)phenyl, 4'-methyldiphenyl, 4”-tert-butyl-p-terphenyl-4-yl, o-cumyl, m-cumyl, p-cumyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesitylene, and m-tetraphenyl. Additionally, the aryl group may optionally be substituted.

[0049] 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, which include at least one heteroatom such as nitrogen, oxygen, silicon, or sulfur. Examples of non-aromatic heterocyclic groups include ethylene oxide, oxetane, tetrahydrofuranyl, tetrahydropyranyl, dioxopentacyclic, dioxacyclocyclic, acridineyl, dihydropyrroleyl, tetrahydropyrroleyl, piperidinyl, oxazolidinyl, morpholinyl, piperazineyl, oxetane-heptanetrienyl, thioheptanetrienyl, azirane-heptanetrienyl, and tetrahydrothiorroleyl. In addition, the heterocyclic group can be optionally substituted.

[0050] Heteroaryl or heterocyclic – 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, benzothienopyridine, thienodipyridine, benzoselenopyridine, selenobenzodipyridine, preferably dibenzothieno, dibenzofuran, dibenzoselenophen, 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.

[0051] 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.

[0052] 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.

[0053] 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.

[0054] 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.

[0055] 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.

[0056] 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.

[0057] 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.

[0058] 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.

[0059] In this disclosure, unless otherwise defined, the terms any one of the following groups shall be used interchangeably: substituted alkyl, substituted cycloalkyl, substituted heteroalkyl, substituted heterocyclic, substituted aralkyl, substituted alkoxy, substituted aryloxy, substituted alkenyl, substituted alkynyl, substituted heteroaryl, substituted alkylsilyl, substituted arylsilyl, substituted alkylgermanium, substituted arylgermanium, substituted amino, substituted acyl, substituted carbonyl, substituted... Carboxylic acid group, substituted ester group, substituted sulfinyl group, refers to any one of the following groups: alkyl, cycloalkyl, heteroalkyl, heterocyclic, aralkyl, alkoxy, aryloxy, alkenyl, alkynyl, aryl, heteroaryl, alkylsilyl, arylsilyl, alkylgermanyl, arylgermanyl, amino, acyl, carbonyl, carboxylic acid group, ester group, sulfinyl group, sulfonyl group, and phosphinyl group. One or more groups can be selected from deuterium, halogen, unsubstituted alkyl groups having 1-20 carbon atoms, and unsubstituted alkyl groups having 3-20 carbon atoms. Cycloalkyl groups with a ring carbon atom, unsubstituted heteroalkyl groups with 1-20 carbon atoms, unsubstituted heterocyclic groups with 3-20 ring atoms, unsubstituted aralkyl groups with 7-30 carbon atoms, unsubstituted alkoxy groups with 1-20 carbon atoms, unsubstituted aryloxy groups with 6-30 carbon atoms, unsubstituted alkenyl groups with 2-20 carbon atoms, unsubstituted alkynyl groups with 2-20 carbon atoms, and unsubstituted aryl groups with 6-30 carbon atoms. Unsubstituted heteroaryl groups having 3-30 carbon atoms, unsubstituted alkylsilyl groups having 3-20 carbon atoms, unsubstituted arylsilyl groups having 6-20 carbon atoms, unsubstituted alkylgermanium groups having 3-20 carbon atoms, unsubstituted arylgermanium groups having 6-20 carbon atoms, and unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, mercapto, sulfinyl, sulfonyl, phosphine, and combinations thereof having 0-20 carbon atoms.

[0060] 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.

[0061] 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.

[0062] 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.

[0063] 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.

[0064] 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:

[0065]

[0066] 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:

[0067]

[0068] The statement that adjacent substituents can optionally connect to form a ring is also intended to be understood as referring to two substituents bonded to a further distant carbon atom connecting to each other by chemical bonds to form a ring, which can be exemplified by the following formula:

[0069]

[0070] 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:

[0071]

[0072] 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 Wherein metal M is selected from metals with a relative atomic mass greater than 40, and L... a It has a structure represented by Equation 1:

[0073]

[0074] In Equation 1,

[0075] Cy is selected, in the same or different ways, from substituted or unsubstituted aromatic rings having 6-24 ring atoms, substituted or unsubstituted heteroaromatic rings having 5-24 ring atoms, or combinations thereof;

[0076] Ring A, ring B, and ring C are selected, either identically or differently, from carbon rings with 5-6 ring atoms or heterocycles with 5-6 ring atoms each time they appear;

[0077] At least one ring atom in ring A is carbon and is bonded to the Cy;

[0078] Ring A is connected to the metal M via a metal-carbon bond or a metal-nitrogen bond;

[0079] Each occurrence of R' indicates a single substitution, multiple substitutions, or no substitution; when multiple R's exist, the R's may be the same or different.

[0080] R', each time appearing, is selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 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, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted... Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0081] Adjacent substituents R' can optionally connect to form a ring.

[0082] In this document, "adjacent substituents R' can optionally connect to form a ring" is intended to mean that any two adjacent substituent groups R', such as two adjacent substituents R' in ring A, two adjacent substituents R' in ring B, and two adjacent substituents R' in ring C, can connect to form a ring. Obviously, these substituents can also not connect to form a ring.

[0083] According to one embodiment of the present invention, Cy is selected from any structure of the group consisting of:

[0084]

[0085] in,

[0086] Each occurrence of R indicates monosubstituted, polysubstituted, or unsubstituted; when multiple Rs exist in any structure, the Rs are the same or different.

[0087] R, each time appearing, is selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0088] Two adjacent substituents R can optionally connect to form a ring;

[0089] Here, "#" indicates the position where it connects to the metal M. Indicates the position connected to X1, X2, X3, or X4.

[0090] In this document, "adjacent substituents R can optionally connect to form a ring" is intended to mean that any one or more of the groups consisting of any two adjacent substituents R can connect to form a ring. Obviously, these substituents may also not connect to form a ring.

[0091] According to one embodiment of the present invention, rings A, B, and C are selected, either identically or differently, from an aromatic ring having 6 ring atoms or a heteroaromatic ring having 5-6 ring atoms each time they appear.

[0092] According to one embodiment of the present invention, rings A, B, and C are selected from aromatic or heteroaromatic rings having six ring atoms each time they appear.

[0093] According to one embodiment of the present invention, ring A, ring B and ring C are selected from furan ring, thiophene ring, thiazole ring, oxazole ring, pyrazole ring, imidazole ring, benzene ring, pyridine ring, pyrimidine ring, pyridazine ring and pyrazine ring each time they appear.

[0094] According to one embodiment of the present invention, ring A, ring B and ring C are selected from benzene ring, pyridine ring, pyrimidine ring, pyridazine ring and pyrazine ring each time they appear.

[0095] According to one embodiment of the present invention, wherein the L a It has a structure represented by one of the equations 1a-1n:

[0096]

[0097] in,

[0098] Z is selected from CR'R', SiR'R', GeR'R', NR', O, S, Se each time it appears;

[0099] Y1-Y4 are selected from CR each time they appear, either in the same or different ways. y Or N;

[0100] In equations 1a and 1c, X3-X 11 Each occurrence is either identical or different and is selected from CR' or N;

[0101] In equations 1b and 1d, X1, X4-X 11 Each occurrence is either identical or different and is selected from CR' or N;

[0102] In Equation 1e, X1, X4-X 11 Each occurrence is either identical or different and is selected from CR' or N;

[0103] In Equations 1f, 1g and 1h, X3-X9 are selected from CR' or N each time they appear, either the same or different.

[0104] In Equations 1i and 1j, X3-X7 are selected from CR' or N each time they appear, either the same or different.

[0105] R' and R yEach time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0106] Adjacent substituents R', R y They can be arbitrarily connected to form a ring.

[0107] In this paper, "adjacent substituents R', R y "Optionally connected to form a ring" is intended to indicate that adjacent substituent groups, for example, between two substituents R', and between two substituents R', are... y Between, the two substituents R' 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.

[0108] According to one embodiment of the present invention, the metal complex has M(L) a ) m (L b ) n (L c ) q The general formula;

[0109] in,

[0110] M is selected from the group consisting of Cu, Ag, Au, Ru, Rh, Pd, Os, Ir, and Pt each time it appears, either the same or different.

[0111] L a L b and L cThese are the first, second, and third ligands coordinated with metal M, respectively, and L c and the L a or L b Same or different; where L a L b and L c They can be optionally linked to form polydentate ligands; for example, L a L b and L c Any two of them can be connected to form a tetradentate ligand; for example, L a L b and L c They can connect to form hexadecantal ligands; or, for example, L a L b L c They are not connected and therefore do not form multidentate ligands;

[0112] m is selected from 1, 2, or 3; n is selected from 0, 1, or 2; q is selected from 0, 1, or 2; m + n + q equals the oxidation state of metal M; when m is greater than or equal to 2, multiple L a Same or different; when n equals 2, the two L b Same or different; when q equals 2, the two L c Same or different;

[0113] L a See any of the foregoing embodiments;

[0114] L b and L c Each occurrence is selected from monoanionic bidentate ligands, either identically or differently.

[0115] According to one embodiment of the present invention, the metal complex has M(L) a ) m (L b ) n (L c ) q The general formula;

[0116] in,

[0117] M is selected from the group consisting of Cu, Ag, Au, Ru, Rh, Pd, Os, Ir, and Pt each time it appears, either the same or different.

[0118] L a L b and L c These are the first, second, and third ligands coordinated with metal M, respectively, and L c and the L a or L b Same or different; where La L b and L c They can be optionally linked to form polydentate ligands; for example, L a L b and L c Any two of them can be connected to form a tetradentate ligand; for example, L a L b and L c They can connect to form hexadecantal ligands; or, for example, L a L b L c They are not connected and therefore do not form multidentate ligands;

[0119] m is selected from 1, 2, or 3; n is selected from 0, 1, or 2; q is selected from 0, 1, or 2; m + n + q equals the oxidation state of metal M; when m is greater than or equal to 2, multiple L a Same or different; when n equals 2, the two L b Same or different; when q equals 2, the two L c Same or different;

[0120] L b and L c Each time it appears, choose either the same or different structure from any of the following groups:

[0121]

[0122] in,

[0123] X b Each time it appears, choose from the following groups, either the same or different: O, S, Se, NR N1 CR C1 R C2 ;

[0124] R a and R b Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution;

[0125] R a R b R c R N1 R C1 and R C2Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0126] Adjacent substituent R a R b R c R N1 R C1 and R C2 They can be arbitrarily connected to form a ring.

[0127] In this paper, "adjacent substituent R" a R b R c R N1 R C1 and R C2 "Can be optionally linked to form a ring" is intended to indicate that adjacent substituent groups therein, for example, two substituents R a Between the two substituents R b Between 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 aand R C2 Between, substituent R b and R C1 Between, substituent R b and R C2 Between, and R C1 and R C2 Between these substituents, any one or more of these substituent groups can connect to form a ring. Obviously, these substituents can also not connect to form a ring.

[0128] According to one embodiment of the present invention, the metal M is selected from the group consisting of Cu, Ag, Au, Ru, Rh, Pd, Os, Ir and Pt each time it appears.

[0129] According to one embodiment of the present invention, the metal M is selected from Pt or Ir each time it appears;

[0130] According to one embodiment of the present invention, the metal complex Ir(L) a ) m (L b ) 3-m It has the structure represented by Equation 2:

[0131]

[0132] in,

[0133] m is selected from 1, 2, or 3; when m = 1, the two L b Same or different; when m = 2 or 3, multiple L a Same or different;

[0134] Y1-Y4 are selected from CR each time they appear, either in the same or different ways. y Or N;

[0135] X3-X 11 Each occurrence is either identical or different and is selected from CR' or N;

[0136] R', R yR1-R8, each time appearing, are selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 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, 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.

[0137] Adjacent substituents R', R y They can be arbitrarily connected to form a loop;

[0138] Adjacent substituents R1-R8 can optionally connect to form a ring.

[0139] In this document, "adjacent substituents R1-R8 can optionally connect to form a ring" is intended to mean that any one or more of any two adjacent substituents in R1-R8 can connect to form a ring. Obviously, these substituents can also not connect to form a ring.

[0140] According to one embodiment of the present invention, the metal complex Ir(L) a ) m (L b ) 3-m It has the structure represented by Equation 2:

[0141]

[0142] in,

[0143] m is selected from 1, 2, or 3; when m = 1, the two L b Same or different; when m = 2 or 3, multiple L a Same or different;

[0144] R', R yR1-R8, each time appearing, are selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 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, 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.

[0145] Adjacent substituents R', R y They can be arbitrarily connected to form a loop;

[0146] Adjacent substituents R1-R8 can optionally connect to form a ring.

[0147] According to one embodiment of the present invention, m is 1.

[0148] According to one embodiment of the present invention, X1-X 11 Choose C or CR' each time it appears, either the same or different.

[0149] According to one embodiment of the present invention, X3-X 11 Each time it appears, the same or different CR' is selected.

[0150] According to one embodiment of the present invention, Y1-Y4 are CR each time they appear, either the same or different. y .

[0151] According to one embodiment of the present invention, X3-X 11 At least one of them is N, for example, X3-X 11 There is an N, or X3-X 11 There are two N's.

[0152] According to one embodiment of the present invention, X1-X 11 At least one of them is N, for example, X1-X11 There is an N, or X1-X 11 There are two N's.

[0153] According to one embodiment of the present invention, at least one of Y1-Y4 is N, for example, there is one N in Y1-Y4, or there are two N in Y1-Y4.

[0154] According to one embodiment of the present invention, R' and R y Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 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, cyano groups, and combinations thereof.

[0155] According to one embodiment of the present invention, R' and R y Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, fluorine, substituted or unsubstituted alkyl groups having 1-10 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-12 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-10 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-12 cyclic atoms, substituted or unsubstituted aryl groups having 6-18 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-18 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-18 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-6 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, cyano groups, and combinations thereof.

[0156] According to one embodiment of the present invention, R' and R y Each time it appears, it is selected from the group consisting of, either identically or differently, hydrogen, deuterium, fluorine, substituted or unsubstituted alkyl groups having 1-6 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-6 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6-12 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-12 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-6 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-6 carbon atoms, cyano groups, and combinations thereof.

[0157] According to one embodiment of the present invention, R' and R yEach time it appears, it is selected from the group consisting of the same or different groups: hydrogen, deuterium, fluorine, cyano, methyl, ethyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, neopentyl, tert-pentyl, trimethylsilyl, triethylsilyl, triphenylsilyl, trimethylgermanyl, phenyl, biphenyl, pyridyl, pyrimidinyl, fluorenyl, carbazoleyl, dibenzofuranyl, dibenzothiophenyl, thiophenyl, triphenylene, and combinations thereof; optionally, the hydrogen in the above groups can be partially or completely substituted by deuterium.

[0158] According to one embodiment of the invention, at least one of R' is selected from the group consisting of: deuterium, fluorine, substituted or unsubstituted alkyl having 1-6 carbon atoms, substituted or unsubstituted cycloalkyl having 3-6 cyclic carbon atoms, substituted or unsubstituted aryl having 6-12 carbon atoms, substituted or unsubstituted heteroaryl having 3-12 carbon atoms, substituted or unsubstituted alkylsilyl having 3-6 carbon atoms, substituted or unsubstituted alkylgermanium having 3-6 carbon atoms, cyano, and combinations thereof.

[0159] According to one embodiment of the present invention, R y At least one of the following is selected from the group consisting of: deuterium, fluorine, substituted or unsubstituted alkyl having 1 to 6 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 6 cyclic carbon atoms, substituted or unsubstituted aryl having 6 to 12 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 12 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 6 carbon atoms, substituted or unsubstituted alkylgermanium having 3 to 6 carbon atoms, cyano, and combinations thereof.

[0160] According to one embodiment of the invention, at least one of R' is selected from the group consisting of: hydrogen, deuterium, fluorine, cyano, methyl, ethyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, neopentyl, tert-pentyl, trimethylsilyl, triethylsilyl, triphenylsilyl, trimethylgermanyl, phenyl, biphenyl, pyridyl, pyrimidinyl, fluorenyl, carbazoleyl, dibenzofuranyl, dibenzothiophenyl, thiophenyl, triphenylene, and combinations thereof; optionally, hydrogen in the above groups can be partially or completely substituted with deuterium.

[0161] According to one embodiment of the present invention, R yAt least one of the groups is selected from the group consisting of: hydrogen, deuterium, fluorine, cyano, methyl, ethyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, neopentyl, tert-pentyl, trimethylsilyl, triethylsilyl, triphenylsilyl, trimethylgermanyl, phenyl, biphenyl, pyridyl, pyrimidinyl, fluorenyl, carbazoleyl, dibenzofuranyl, dibenzothiophenyl, thiophenyl, triphenylene, and combinations thereof; optionally, the hydrogen in the above groups can be partially or completely substituted with deuterium.

[0162] According to one embodiment of the present invention, at least one, at least two, at least three, or all of R2, R3, R6, and R7 are selected from the group consisting of: deuterium, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, and combinations thereof.

[0163] According to one embodiment of the invention, at least one, at least two, at least three, or all of R2, R3, R6, and R7 are selected from the group consisting of: deuterium, substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 20 cyclic carbon atoms, and combinations thereof.

[0164] According to one embodiment of the invention, at least one, at least two, at least three, or all of R2, R3, R6, and R7 are selected from the group consisting of: deuterium, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, cyclohexyl, neopentyl, tert-pentyl, and combinations thereof; optionally, the hydrogen in the above groups can be partially or completely substituted with deuterium.

[0165] According to one embodiment of the present invention, R5-R8 comprises at least one or more alkyl groups selected from substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, or combinations thereof, and the sum of the number of carbon atoms of all R5-R8 is at least 4.

[0166] According to one embodiment of the present invention, at least one or at least two of R6 and R7 are selected from substituted or unsubstituted alkyl groups of 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, or combinations thereof, and the sum of the number of carbon atoms of all said R6 and R7 is at least 4.

[0167] According to one embodiment of the present invention, L a Choose L each time it appears, either the same or different. a1 To L a309 The group consisting of L a1 To La309 The specific structure is described in claim 12.

[0168] According to one embodiment of the present invention, L a1 To L a309 In the structure, hydrogen can be partially or completely replaced by deuterium, where L a1 To L a309 The specific structure is described in claim 12.

[0169] According to one embodiment of the present invention, L b Choose L each time it appears, either the same or different. b1 To L b329 The group consisting of L b1 To L b329 The specific structure is described in claim 13.

[0170] According to one embodiment of the present invention, L b1 To L b329 In the structure, hydrogen can be partially or completely replaced by deuterium, where L b1 To L b329 The specific structure is described in claim 13.

[0171] According to one embodiment of the present invention, L c Choose L each time it appears, either the same or different. c1 To L c360 The group consisting of L c1 To L c360 The specific structure is described in claim 14.

[0172] According to one embodiment of the present invention, the metal complex has Ir(L) a )2(L b The structure of L a Choose L each time it appears, either the same or different. a1 To L a309 Any one or any two of the groups formed, L b Choose freely L b1 To L b329 Any one of the groups formed, where L a1 To L a309 The specific structure is described in claim 12, L b1 To L b329 The specific structure is described in claim 13.

[0173] According to one embodiment of the present invention, the metal complex has Ir(L) a (L) b The structure of )2, L aChoose L each time it appears, either the same or different. a1 To L a309 Any of the groups formed, L b Choose freely L b1 To L b329 Any one or any two of the groups formed, where L a1 To L a309 The specific structure is described in claim 12, L b1 To L b329 The specific structure is described in claim 13.

[0174] According to one embodiment of the present invention, the metal complex has Ir(L) a The structure of )3, L a Choose L each time it appears, either the same or different. a1 To L a309 Any one, two, or three of the groups formed, where L a1 To L a309 The specific structure is described in claim 12.

[0175] According to one embodiment of the present invention, the metal complex has Ir(L) a )2(L c The structure of L a Choose L each time it appears, either the same or different. a1 To L a309 Any one or any two of the groups formed, L c Choose freely L c1 To L c360 Any one of the groups formed, where L a1 To L a309 The specific structure is described in claim 12, L c1 To L c360 The specific structure is described in claim 14.

[0176] According to one embodiment of the present invention, the metal complex has Ir(L) a (L) c The structure of )2, L a Choose L each time it appears, either the same or different. a1 To L a309 Any of the groups formed, L c Choose freely L c1 To L c360 Any one or any two of the groups formed, where L a1 To L a309 The specific structure is described in claim 12, L c1 To L c360The specific structure is described in claim 14.

[0177] According to one embodiment of the present invention, the metal complex has Ir(L) a (L) b (L) c The structure of ) where L a Choose L each time it appears, either the same or different. a1 To L a309 Any of the groups formed, L b Choose freely L b1 To L b329 Any of the groups formed, L c Choose freely L c1 To L c360 Any one of the groups formed; where L a1 To L a309 The specific structure is described in claim 12, L b1 To L b329 The specific structure is described in claim 13, L c1 To L c360 The specific structure is described in claim 14.

[0178] According to one embodiment of the present invention, the metal complex is selected from the group consisting of metal complex 1 to metal complex 1470, wherein the specific structure of metal complex 1 to metal complex 1470 is as described in claim 15.

[0179] According to one embodiment of the present invention, the hydrogen in the structure of metal complex 1 to metal complex 14770 is partially or completely replaced by deuterium, and the specific structure of metal complex 1 to metal complex 1470 is given in claim 15.

[0180] According to one embodiment of the present invention, an electroluminescent device is disclosed, comprising:

[0181] anode,

[0182] cathode,

[0183] And an organic layer disposed between the anode and the cathode, the organic layer comprising the metal complex described in any of the foregoing embodiments.

[0184] According to one embodiment of the present invention, the organic layer comprising the metal complex in the electroluminescent device is a light-emitting layer.

[0185] According to one embodiment of the present invention, the electroluminescent device emits green light.

[0186] According to one embodiment of the present invention, the electroluminescent device emits white light.

[0187] According to one embodiment of the present invention, the light-emitting layer of the electroluminescent device comprises a first host compound.

[0188] According to one embodiment of the present invention, the light-emitting layer of the electroluminescent device comprises a first host compound and a second host compound.

[0189] According to one embodiment of the present invention, the first host compound and / or the second host compound in the electroluminescent device comprises at least one chemical group selected from the group consisting of: benzene, pyridine, pyrimidine, triazine, carbazole, azacarbazole, indolecarbazole, dibenzothiophene, azadibenzothiophene, dibenzofuran, azadibenzofuran, dibenzoselenene, triphenylene, azatriphenylene, fluorene, silylfluorene, naphthalene, quinoline, isoquinoline, quinazoline, quinoxaline, phenanthrene, azaphenanthrene, and combinations thereof.

[0190] According to one embodiment of the present invention, the first host compound has a structure represented by Formula 4:

[0191]

[0192] in,

[0193] E1-E6 are selected from C or CR each time they appear, either identically or differently. e Or N, and at least two of E1-E6 are N, at least one of E1-E6 is C, and connected to equation A;

[0194]

[0195] in,

[0196] Q is selected from the group consisting of O, S, Se, N, NR", CR”R", SiR”R", GeR”R" and R”C=CR” each time it appears, either the same or different; when two R” exist at the same time, the two R” can be the same or different;

[0197] p is 0 or 1; r is 0 or 1;

[0198] When Q is selected from N, p is 0 and r is 1;

[0199] When Q is selected from the group consisting of O, S, Se, NR", CR”R", SiR”R", GeR”R" and R”C=CR”, p is 1 and r is 0;

[0200] L, each time it appears, is selected from single bonds, substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted arylene groups having 6-20 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-20 carbon atoms, or combinations thereof.

[0201] Q1-Q8 are selected from C and CR each time they appear, either identically or differently. q Or N;

[0202] R e ,R” and R q Each time it appears, it is selected from the group consisting of, either identically or differently, hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having... Alkynyl groups with 2-20 carbon atoms, substituted or unsubstituted aryl groups with 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups with 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups with 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups with 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups with 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups with 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof with 0-20 carbon atoms;

[0203] "*" represents the connection position between equation A and equation 4;

[0204] Adjacent substituent R e ,R”R q They can be arbitrarily connected to form a ring.

[0205] In this paper, "adjacent substituent R" e ,R”R q "Can be optionally linked to form a ring" is intended to indicate that adjacent substituent groups therein, for example, two substituents R e Between, between the two substituents R”, between the two substituents R q Between the two substituents R” and R” q Between these substituents, any one or more of these substituent groups can connect to form a ring. Obviously, these substituents can also not connect to form a ring.

[0206] According to one embodiment of the invention, Q is selected from O, S, N, or NR each time it appears.

[0207] According to one embodiment of the present invention, E1-E6 are selected from C and CR each time they appear, either identically or differently. e Or N, and three of E1-E6 are N, and at least one of E1-E6 is CR. e And the R e Each time it appears, it is selected from the following groups, either identically or differently: substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, and combinations thereof.

[0208] According to one embodiment of the present invention, E1-E6 are selected from C and CR each time they appear, either identically or differently. e Or N, and three of E1-E6 are N, and at least one of E1-E6 is CR. e And the R e Each time it appears, it is selected from the same or different groups of substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazoyl, or combinations thereof.

[0209] According to one embodiment of the present invention, R e Each time it appears, it is selected from the following groups, either identically or differently: substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, and combinations thereof.

[0210] According to one embodiment of the present invention, R e Each time it appears, it is selected from the same or different groups of substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazoyl, or combinations thereof.

[0211] According to one embodiment of the invention, wherein R” is selected from the group consisting of: substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, and combinations thereof, each time it appears.

[0212] According to one embodiment of the invention, wherein R” is selected, in the same or different ways each time it appears, from substituted or unsubstituted phenyl, substituted or substituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted carbazoleyl, or combinations thereof.

[0213] According to one embodiment of the present invention, at least one or at least two of Q1-Q8 are selected from CR. q And the R q Selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 5-30 carbon atoms, or combinations thereof.

[0214] According to one embodiment of the present invention, at least one or at least two of Q1-Q8 are selected from CR. q And the R q It is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted pyridyl, or combinations thereof.

[0215] According to one embodiment of the invention, L, each time it appears, is selected from single bonds, substituted or unsubstituted aryl groups having 6-20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-20 carbon atoms, or combinations thereof.

[0216] According to one embodiment of the invention, L is selected from single bonds, substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophene, and substituted or unsubstituted fluorene.

[0217] According to one embodiment of the invention, L is selected from single bonds, substituted or unsubstituted phenylene, and substituted or unsubstituted biphenylene each time it appears.

[0218] According to one embodiment of the present invention, the first host compound is selected from the group consisting of H-1 to H-243, wherein the specific structures of H-1 to H-243 are as described in claim 20.

[0219] According to an embodiment of the present invention, the second host compound in the electroluminescent device has a structure represented by Formula 5:

[0220]

[0221] in,

[0222] L x Each time it appears, it is selected from single bonds, substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted arylene groups having 6-20 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-20 carbon atoms, or combinations thereof.

[0223] V is selected from C and CR each time it appears, either identically or differently. v Or N, and at least one of V is C, and with L x connect;

[0224] U is selected from C, CR each time it appears, either identically or differently. u Or N, and at least one of U is C, and with L x connect;

[0225] R v and R u Each time it appears, it is selected from the group consisting of, either identically or differently, hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having... Alkynyl groups with 2-20 carbon atoms, substituted or unsubstituted aryl groups with 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups with 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups with 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups with 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups with 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups with 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof with 0-20 carbon atoms;

[0226] Ar6, each time it appears, is selected from the same or different aryl groups with 6-30 carbon atoms (substituted or unsubstituted), heteroaryl groups with 3-30 carbon atoms (substituted or unsubstituted), or combinations thereof.

[0227] Adjacent substituent R v and R u They can be arbitrarily connected to form a ring.

[0228] In this embodiment, "adjacent substituent R" v and R u "Can be optionally linked to form a ring" is intended to indicate that adjacent substituent groups therein, for example, two substituents R v Between the two substituents R u Between the two substituents R v and R u 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.

[0229] According to one embodiment of the present invention, the second host compound in the electroluminescent device has a structure represented by one of formulas 5-a to 5-j:

[0230]

[0231] in,

[0232] L x Each time it appears, it is selected from single bonds, substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted arylene groups having 6-20 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-20 carbon atoms, or combinations thereof.

[0233] V is selected from CR each time it appears, either the same or different. v Or N;

[0234] U is selected from CR each time it appears, either the same or different. u Or N;

[0235] R v and R uEach time it appears, it is selected from the group consisting of, either identically or differently, hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having... Alkynyl groups with 2-20 carbon atoms, substituted or unsubstituted aryl groups with 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups with 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups with 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups with 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups with 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups with 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof with 0-20 carbon atoms;

[0236] Ar6, each time it appears, is selected from the same or different aryl groups with 6-30 carbon atoms (substituted or unsubstituted), heteroaryl groups with 3-30 carbon atoms (substituted or unsubstituted), or combinations thereof.

[0237] Adjacent substituent R v and R u They can be arbitrarily connected to form a ring.

[0238] According to one embodiment of the present invention, the second main compound is selected from the group consisting of compounds X-1 to X-150, wherein the specific structures of compounds X-1 to X-150 are as described in claim 21.

[0239] According to one embodiment of the present invention, in the electroluminescent device, a metal complex is doped in the first host compound and the second host compound, and the weight of the metal complex accounts for 1% to 30% of the total weight of the light-emitting layer.

[0240] According to one embodiment of the present invention, in the electroluminescent device, a metal complex is doped in the first host compound and the second host compound, and the weight of the metal complex accounts for 3%-13% of the total weight of the light-emitting layer.

[0241] According to another embodiment of the present invention, a compound combination is disclosed, which comprises the metal complex described in any of the foregoing embodiments.

[0242] Combination with other materials

[0243] 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.

[0244] Materials described herein for use in specific layers of organic light-emitting devices can be used in combination with a variety of other materials present in said devices. For example, the light-emitting dopants disclosed herein can be used in combination with a variety of host layers, transport layers, barrier layers, injection layers, electrodes, and other possible layers. These combinations of materials are described in detail in paragraphs 0080-0101 of U.S. Patent Application US2015 / 0349273A1, the entire contents of which are incorporated herein by reference. The materials described or mentioned herein are non-limiting examples of materials that can be used in combination with the compounds disclosed herein, and those skilled in the art can readily consult the literature to identify other materials that can be used in combination.

[0245] 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.

[0246] Material synthesis examples:

[0247] The preparation method of the compounds of this invention is not limited, but a method for preparing the organometallic complexes of this invention is typically provided, but not in a limiting way (using L). b and L cTaking substituted or unsubstituted phenylpyridines as an example, the process includes the following steps:

[0248] a. The starting material compound a is reacted with iridium trichloride under an inert gas atmosphere and in a suitable solvent (e.g., ethylene glycol ethyl ether) at a temperature of 90°C-150°C (preferably 100°C-130°C). After the reaction is completed, the mixture is post-processed to obtain compound b.

[0249] b. Add compound b to a suitable solvent (e.g., dichloromethane, methanol, etc.), add silver trifluoromethanesulfonate; stir the reaction at room temperature, and after the reaction is completed, perform post-treatment to obtain compound c;

[0250] c. Compound c is reacted with compound d (ligand L of the present invention). a Mix the ingredients and add a suitable reaction solvent (e.g., ethylene glycol ethyl ether, N,N-dimethylformamide, etc.), and react at 60°C-120°C (preferably 80°C-100°C). After the reaction is completed, post-treatment is performed to obtain the metal complex of the present invention.

[0251] The synthetic route for the metal complex of the present invention is as follows:

[0252]

[0253] Those skilled in the art can obtain the metal complexes of the present invention by referring to the above method, or they can improve the above method by combining with the prior art to obtain the metal complexes of the present invention. Typical, but not limited, examples are given below, with the following synthetic routes and preparation methods:

[0254] Synthesis Example 1: Synthesis of Metal Complex 1

[0255] Step 1:

[0256]

[0257] In a dry 250 mL round-bottom flask, 2-bromopyridine (3.45 g, 21.82 mmol), 3-bromo-2-fluorophenylboronic acid (5.00 g, 22.91 mmol), tetrakis(triphenylphosphine)palladium (Pd(PPh3)4) (0.76 g, 0.65 mmol), potassium carbonate (7.52 g, 54.50 mmol), 100 mL of 1,4-dioxane, and 20 mL of water were added sequentially. The mixture was substituted three times with N2 for protection, and then heated and refluxed with stirring in a heating mantle for 12 h. After cooling, the mixture was extracted with ethyl acetate, washed three times with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The crude product was purified by column chromatography, eluting with 5% (v / v) ethyl acetate (EA) / petroleum ether (PE) to give 4.6 g of white intermediate 1 (83.7% yield).

[0258] Step 2:

[0259]

[0260] In a dry 250 mL round-bottom flask, intermediate 1 (4.00 g, 15.87 mmol), carbazole (2.79 g, 16.66 mmol), cesium carbonate (15.51 g, 47.61 mmol), and 100 mL of DMSO were added sequentially. The flask was then placed in a heating mantle at 110 °C and stirred for 3 h. After the reaction was complete, the mixture was cooled, filtered through diatomaceous earth, and the organic phase was washed with saturated brine, extracted twice with dichloromethane, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The crude product was purified by column chromatography, eluting with 50% (v / v) dichloromethane (DCM / petroleum ether (PE) to give 6 g of white solid intermediate 2 (94.7% yield).

[0261] Step 3:

[0262]

[0263] In a dry 250 mL round-bottom flask, intermediate 2 (6.00 g, 15.03 mmol), palladium acetate (0.12 g, 0.52 mmol), potassium carbonate (6.21 g, 45.00 mmol), and tri-tert-butylphosphide (0.22 g, 1.04 mmol) were added sequentially. The mixture was substituted three times with N2 protection, and the flask was heated and stirred at 150 °C for 24 h. After the reaction was complete, the mixture was cooled, extracted with dichloromethane, washed three times with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The crude product was purified by column chromatography, eluting with 10% (v / v) ethyl acetate (EA) / petroleum ether (PE) to give 2.1 g of the white intermediate 3 (43.8% yield).

[0264] Step 4:

[0265]

[0266] In a dry 250 mL round-bottom flask, intermediate 3 (1.10 g, 3.45 mmol), iridium hydrate (2.05 g, 2.87 mmol), 50 mL of 2-ethoxyethanol, and 50 mL of DMF were added sequentially. The mixture was purged three times with nitrogen and kept under nitrogen protection. The mixture was heated at 100 °C for 72 h. After cooling, the mixture was filtered through diatomaceous earth. The solution was washed twice with methanol and n-hexane, respectively. The yellow solid above the diatomaceous earth was dissolved in dichloromethane, and the organic phase was collected, concentrated under reduced pressure, and purified by column chromatography to give a yellow solid product, metal complex 1 (0.21 g, 9% yield). The structure of the product was determined to be the target product, with a molecular weight of 818.2.

[0267] Those skilled in the art should understand that the above preparation method is merely an exemplary example, and they can obtain other compound structures of the present invention by improving it.

[0268] The photoluminescence (PL) spectra of compounds in Example 1 and comparative compound GD1 of this invention were determined using a Prism F98 fluorescence spectrophotometer manufactured by Shanghai Prism Technology Co., Ltd. The example and comparative samples were prepared with HPLC-grade toluene to a concentration of 3 x 10⁻⁶. -5 A solution of mol / L was prepared, and then its emission spectrum was measured by excitation with light at a wavelength of 400 nm at room temperature (298 K).

[0269] The material structure used is shown below:

[0270]

[0271] These data are recorded and displayed in Table 1.

[0272] Table 1 Photoluminescence (PL) Spectrum Data

[0273]

[0274]

[0275] discuss:

[0276] Table 1 shows the PL data for the compounds of the present invention and the comparative compounds. Example 1, compared to Comparative Example GD1, exhibits a 9 nm blue shift and a narrower full width at half maximum (FWHM), showing more saturated green phosphorescence; while the spectrum of Comparative Example GD1 is more yellowish. The only difference lies in the connection or absence of the C-ring (phenyl) and B-ring (phenyl) linkages. In the conjugated system of Example 1 and GD1, increased conjugation of the two rightmost phenyl groups would normally result in a red shift, but the present invention shows the opposite result, which would be difficult for those skilled in the art to predict.

[0277] 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, wherein, Metal complex Ir(L) a ) m (L b ) 3-m It has a structure represented by Equation 2: in, m is selected from 1; when m = 1, the two L b Same or different; Y1-Y4 are selected from CR each time they appear, either in the same or different ways. y ; X3-X 11 Each occurrence is either identical or different and is selected from CR'; R', R y 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 1-6 carbon atoms, and combinations thereof; R1-R8 are selected from the group consisting of the following groups, either identically or differently each time they appear: hydrogen, deuterium, substituted or unsubstituted alkyl groups having 1-6 carbon atoms, and combinations thereof; A substituted alkyl group is defined as any alkyl group that can be replaced by one or more unsubstituted alkyl groups selected from deuterium, having 1 to 6 carbon atoms, or combinations thereof.

2. The metal complex as described in claim 1, wherein, R' and R y Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, substituted or unsubstituted alkyl groups having 1-6 carbon atoms, and combinations thereof.

3. The metal complex as described in claim 1, wherein, R' and R y Each time it appears, it is selected from the following groups, either the same or different: hydrogen, deuterium, and combinations thereof.

4. The metal complex as described in claim 1, wherein, R' and R y Each time it appears, it is selected from the group consisting of the same or different groups: hydrogen, deuterium, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, neopentyl, tert-pentyl, and combinations thereof; optionally, the hydrogen in the above groups can be partially or completely replaced by deuterium.

5. The metal complex as described in claim 1, wherein, R2, R3, R6, R7, at least two or at least three or all of them are selected from the group consisting of: deuterium, substituted or unsubstituted alkyl groups having 1 to 6 carbon atoms, and combinations thereof.

6. The metal complex as described in claim 3 or 4, wherein, R2, R3, R6, R7, at least one, at least two, at least three, or all of them are selected from substituted or unsubstituted alkyl groups having 1 to 6 carbon atoms.

7. The metal complex as described in claim 4, wherein, At least one, at least two, at least three, or all of R2, R3, R6, and R7 are selected from the group consisting of: deuterium, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, tert-butyl, neopentyl, tert-pentyl, and combinations thereof; optionally, the hydrogen in the above groups can be partially or completely substituted by deuterium.

8. The metal complex as described in claim 1, wherein, R5-R8 contains at least one or more alkyl groups selected from substituted or unsubstituted groups of 1-6 carbon atoms, and the total number of carbon atoms in all R5-R8 is at least 4.

9. The metal complex as claimed in claim 1, wherein, L a Each time it appears, choose either the same or different one from the following groups: Optionally, the L a1 To L a17 L a113 To L a125 L a274 To L a281 L a284 To L a286 The hydrogen in the structure can be partially or completely replaced by deuterium.

10. The metal complex of claim 1, wherein, L b Each time it appears, choose the group consisting of the following, either the same or different: Optionally, the L b1 To L b176 L b209 To L b254 L b267 To L b286 The hydrogen in the structure can be partially or completely replaced by deuterium.

11. The metal complex of claim 10, wherein, The metal complex is selected from the group consisting of metal complexes in the table below, wherein the metal complex has IrL a (L b The structure of )2, in which two L b The same, where L a and L b These correspond to the structures shown in the table below: Metal complexes 1317 to 1336 possess IrL a (L b The structure of )2, in which 2 L b Different, among which L a and 2 L b These correspond to the structures shown in the table below: 。 12. An electroluminescent device, comprising: anode, cathode, And an organic layer disposed between the anode and the cathode, the organic layer comprising the metal complex according to any one of claims 1-11.

13. The electroluminescent device as claimed in claim 12, wherein, The organic layer containing the metal complex is a light-emitting layer.

14. The electroluminescent device as claimed in claim 13, wherein, The electroluminescent device emits green or white light.

15. The electroluminescent device as claimed in claim 13, wherein, The luminescent layer contains a first host compound.

16. The electroluminescent device as claimed in claim 15, wherein, The luminescent layer also contains a second host compound.

17. The electroluminescent device as claimed in claim 16, wherein, The first and / or second host compounds comprise 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 Its combination.

18. The electroluminescent device as claimed in claim 17, wherein, The first host compound has a structure represented by Equation 4: in, E1-E6 are selected from C or CR each time they appear, either identically or differently. e Or N, and at least two of E1-E6 are N, at least one of E1-E6 is C, and connected to equation A; in, Q is selected from the group consisting of O, S, Se, N, NR", CR”R", SiR”R", GeR”R" and R”C=CR” each time it appears, either the same or different; when two R” exist at the same time, the two R” can be the same or different; p is 0 or 1; r is 0 or 1; When Q is selected from N, p is 0 and r is 1; When Q is selected from the group consisting of O, S, Se, NR", CR”R", SiR”R", GeR”R" and R”C=CR”, p is 1 and r is 0; L, each time it appears, is selected from single bonds, substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted arylene groups having 6-20 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-20 carbon atoms, or combinations thereof. Q1-Q8 are selected from C and CR each time they appear, either identically or differently. q Or N; R e ,R” and R q Each time it appears, it is selected from the group consisting of, either identically or differently, hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having... Alkynyl groups with 2-20 carbon atoms, substituted or unsubstituted aryl groups with 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups with 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups with 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups with 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups with 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups with 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof with 0-20 carbon atoms; "*" represents the connection position between equation A and equation 4; Adjacent substituent R e ,R”R q They can be connected into a ring at will.

19. The electroluminescent device as claimed in claim 18, wherein, The first main compound is selected from the group consisting of the following:

20. The electroluminescent device as claimed in claim 16, wherein, The second host compound has a structure represented by Formula 5: in, L x Each time it appears, it is selected from single bonds, substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted arylene groups having 6-20 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-20 carbon atoms, or combinations thereof. V is selected from C and CR each time it appears, either identically or differently. v Or N, and at least one of V is C, and with L x connect; U is selected from C, CR each time it appears, either identically or differently. u Or N, and at least one of U is C, and with L x connect; R v and R u Each time it appears, it is selected from the group consisting of, either identically or differently, hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having... Alkynyl groups with 2-20 carbon atoms, substituted or unsubstituted aryl groups with 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups with 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups with 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups with 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups with 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups with 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof with 0-20 carbon atoms; Ar6, each time it appears, is selected from the same or different aryl groups with 6-30 carbon atoms (substituted or unsubstituted), heteroaryl groups with 3-30 carbon atoms (substituted or unsubstituted), or combinations thereof. Adjacent substituent R v and R u They can be arbitrarily connected to form a ring.

21. The electroluminescent device of claim 20, wherein the second host compound has a structure represented by one of formulas 5-a to 5-j:

22. The electroluminescent device as claimed in claim 20, wherein, The second main compound is selected from the following groups:

23. The electroluminescent device of claim 16, wherein a metal complex is doped in the first host compound and the second host compound, and the weight of the metal complex accounts for 1% to 30% of the total weight of the light-emitting layer.

24. In the electroluminescent device as described in claim 16, the weight of the metal complex accounts for 3%-13% of the total weight of the light-emitting layer.

25. A compound composition comprising the metal complex according to any one of claims 1-11.

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