Organic electroluminescent material and device made therefrom

Abstract

Metal complex containing a metal M and a ligand L coordinated to the metal M a , where L a exhibits a structure represented by formula 1a: where in Formula 1a The metal M is selected from a metal with a relative atomic mass of more than 40; Z is selected from the group consisting of O, S and Se; X3 to X8, the same or different in each occurrence, selected from CR x ; Y1 to Y4, the same or different in each occurrence, are selected from CR y ; R x and R y, the same or different in each occurrence, are selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl with 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl with 3 to 20 ring carbon atoms, substituted or unsubstituted alkenyl with 2 to 20 carbon atoms, substituted or unsubstituted aryl with 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl with 3 to 30 carbon atoms, a cyano group and combinations thereof; at least one of the X3 to X8 CR x is and R x Cyano is; at least one of Y2 and Y3 CR y is and R y F is; and neighboring substituents R x and R y They may be connected to form a ring.

Description

Technical field

[0001] The present disclosure relates to compounds for organic electronic devices, such as organic light-emitting devices. In particular, the present disclosure relates to a metal complex comprising a ligand L a with a structure represented by formula 1a, an organic electroluminescent device containing the metal complex, and a compound composition containing the metal complex background

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

[0003] In 1987, Tang and Van Slyke of Eastman Kodak reported on a two-layer organic electroluminescent device comprising an arylamine hole transport layer and a tris-8-hydroxyquinolato aluminum layer as the electron and emitting layer (Applied Physics Letters, 1987, 51(12): 913–915). When a bias voltage was applied to the device, it emitted green light. This device laid the foundation for the development of modern organic light-emitting diodes (OLEDs). State-of-the-art OLEDs can have multiple layers, such as charge injection and transport layers, charge and exciton blocking layers, and one or more emitting layers between the cathode and anode. Because the OLED is a self-emitting solid-state device, it offers tremendous potential for display and lighting applications.Furthermore, the inherent properties of organic materials, such as their flexibility, make them well-suited for certain applications, such as manufacturing on flexible substrates.

[0004] OLEDs can be classified into three different types according to their emission mechanism. The OLED invented by Tang and van Slyke is a fluorescent OLED. It uses only singlet emission. The triplets generated in the device are wasted via non-radiative decay channels. Therefore, the internal quantum efficiency (IQE) of the fluorescent OLED is only 25%. This limitation hampered the commercialization of OLEDs. In 1997, Forrest and Thompson reported a phosphorescent OLED that uses triplet emission from heavy metal-containing complexes as emitters. This allows both singlets and triplets to be harvested, achieving an IQE of 100%. The discovery and development of phosphorescent OLEDs, due to their high efficiency, directly contributed to the commercialization of active-matrix OLEDs (AMOLEDs).Recently, Adachi achieved high efficiency through thermally activated delayed fluorescence (TADF) of organic compounds. These emitters exhibit a small singlet-triplet gap that allows the transition from triplet back to singlet. In the TADF device, the triplet excitons can undergo reverse intersystem crossing to generate singlet excitons, resulting in a high interquantum emission (IQE).

[0005] OLEDs can also be classified as small-molecule and polymer OLEDs, depending on the shapes of the materials used. A small molecule refers to any organic or organometallic material that is not a polymer. The molecular mass of a small molecule can be large, provided it has a well-defined structure. Dendrimers with well-defined structures are considered small molecules. Polymer OLEDs include conjugated polymers and non-conjugated polymers with emitting side groups. A small-molecule OLED can become a polymer OLED if post-polymerization occurs during the fabrication process.

[0006] There are various methods for manufacturing OLEDs. Low molecular weight OLEDs are generally produced by thermal vacuum evaporation. Polymer OLEDs are manufactured using solution-based processes such as spin coating, inkjet printing, and slot printing. If the material can be dissolved or dispersed in a solvent, the low molecular weight OLED can also be manufactured using a solution-based process.

[0007] The emission color of an OLED can be achieved through the design of the emitter. An OLED can have one or more emitting layers to achieve the desired spectrum. Phosphorescent emitters have been successfully commercialized for green, yellow, and red OLEDs. Blue phosphorescent devices still suffer from an unsaturated blue color, a short device lifespan, and high operating voltage requirements. Commercially available OLED color displays typically employ a hybrid strategy, using fluorescent blue and phosphorescent yellow or red and green. Currently, the efficiency drop of phosphorescent OLEDs at high brightness levels remains a problem. Furthermore, a more saturated emission color, higher efficiency, and a longer device lifespan are desirable.

[0008] Cyanosubstitutions are generally not introduced into phosphorescent metal complexes such as iridium complexes. US 2020 / 0251666 A1, an earlier application of the applicant of the present application, discloses a metal complex with a cyano-substituted ligand. The metal complex is applicable to an organic electroluminescent device and can improve the device's performance and color saturation to a relatively high level in industry, but further improvements are still required.

[0009] CN 1 11 690 016 A1 discloses a metal complex represented by the formula L, where X is specifically selected from C or Si. CN 1 11 690 016 A1 does not disclose a metal complex containing a ligand whose skeletal structure is formed by the combination of pyridine to dibenzofuran / dibenzothiophene / dibenzoselenophene. Furthermore, CN 1 11 690 016 A1 does not disclose a metal complex in which a cyano substituent and a fluorine substituent are simultaneously introduced on such a ligand, nor the use of such a metal complex in an electroluminescence device.

[0010] CN 1 11 808 142 A discloses a metal complex represented by the formula and discloses several metal complexes that differ in the substituents they contain. However, CN 1 11 808 142 A does not disclose a metal complex in which a cyano substituent and a fluorine substituent are simultaneously introduced on a ligand, nor the outstanding effects achieved by such a structural modification. Summary

[0011] The present disclosure aims to provide a series of metal complexes, each comprising a ligand L awith a structure of formula 1, in order to solve at least some of the preceding problems. These metal complexes can be used as light-emitting materials in electroluminescent devices. These new compounds are suitable for electroluminescent devices and can provide more saturated luminescence and better device performance, such as higher device efficiency and lower device voltage.

[0012] 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 , where L a has a structure represented by formula 1a: where in formula 1a The metal M is selected from a metal with a relative atomic mass of more than 40; Z is selected from the group consisting of O, S and Se; X3 to X8, the same or different in each occurrence, selected from CR x ; Y1 to Y4, the same or different in each occurrence, are selected from CR y ; R x and R y , the same or different in each occurrence, are selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl with 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl with 3 to 20 ring carbon atoms, substituted or unsubstituted alkenyl with 2 to 20 carbon atoms, substituted or unsubstituted aryl with 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl with 3 to 30 carbon atoms, a cyano group and combinations thereof; at least one of the X3 to X8 CR x is and R x Cyano is; at least one of Y2 and Y3 CR y is and R y F is; and neighboring substituents R, R x and R y They may be connected to form a ring.

[0013] According to another embodiment of the present disclosure, an electroluminescence device is further disclosed, comprising: an anode a cathode, and an organic layer arranged between the anode and the cathode, wherein at least one layer of the organic layer contains the metal complex of the preceding embodiment.

[0014] According to another embodiment of the present disclosure, a compound composition comprising the metal complex of the preceding embodiment is further provided.

[0015] The present disclosure discloses a series of metal complexes, each comprising a ligand L awith a structure of formula 1a. These new compounds with a fluorine substituent introduced at a specific position of the ligand La are suitable for electroluminescent devices and can offer more saturated luminescence and better device performance, such as improved device efficiency and lower device voltage. Brief description of the drawings Fig. Figure 1 shows a schematic diagram of an organic light-emitting device which may contain a metal complex and a compound composition disclosed herein. Fig. Figure 2 shows a schematic diagram of another organic light-emitting device which may contain a metal complex and a compound composition disclosed herein. Detailed description

[0016] OLEDs can be manufactured on various types of substrates such as glass, plastic and metal foil. Fig. Figure 1 schematically depicts an organic light-emitting device 100 without restriction. The figures are not necessarily drawn to scale. Some of the layers shown in the figures may be omitted if necessary. The device 100 may comprise a substrate 101, an anode 110, a hole injection layer 120, a hole transport layer 130, an electron blocking layer 140, an emitting layer 150, a hole blocking layer 160, an electron transport layer 170, an electron injection layer 180, and a cathode 190. The device 100 can be fabricated by depositing the described layers in this order. The properties and functions of these various layers, as well as exemplary materials, are described in more detail in US 7,279,704 B2 in columns 6 to 10.

[0017] Further examples of each of these layers are available. For example, a flexible and transparent substrate-anode combination is disclosed in US 5,844,363 A. An example of a p-doped hole transport layer is m-MTDATA doped with F4-TCNQ in a molar ratio of 50:1, as disclosed in US 2003 / 0230980 A1. Examples of host materials are disclosed in US 6,303,238 B1 by Thompson et al. An example of an n-doped electron transport layer is BPhen doped with Li in a molar ratio of 1:1, as disclosed in US 2003 / 0230980 A1. US 5,703,436 A and US 5,707,745 A disclose examples of cathodes, including composite cathodes, that have a thin metal layer, such as Mg:Ag, with an overlying transparent, electrically conductive ITO layer deposited by sputtering. The theory and use of blocking layers are described in more detail in US 6,097,147 A and US 2003 / 0230980 A1.Examples of injection layers are provided in US 2004 / 0174116 A1. A description of protective layers can be found in US 2004 / 0174116 A1.

[0018] The layer structure described above is provided by non-exhaustive examples. Functional OLEDs can be achieved by combining the various described layers in different ways, or layers can be omitted entirely. It can also include other layers not specifically described. Within each layer, a single material or a mixture of several materials can be used to achieve optimal performance. Each functional layer can contain multiple sublayers. For example, the emitting layer can have two layers of different emitting materials to achieve the desired emission spectrum.

[0019] In one embodiment, an OLED can be described as having an "organic layer" arranged between a cathode and an anode. This organic layer can consist of a single layer or multiple layers.

[0020] An OLED can be encapsulated by a barrier layer. Fig. Figure 2 schematically represents an organic light-emitting device 200 without restriction. Fig. 2 differs from Fig.1. The organic light-emitting device includes a barrier layer 102 located above the cathode 190 to protect it from harmful environmental species such as moisture and oxygen. Any material capable of providing the barrier function can be used, for example, glass or organic-inorganic hybrid layers. The barrier layer should be placed directly or indirectly outside the OLED device. A multilayer thin-film encapsulation was described in US 7,968,146 B2.

[0021] Devices manufactured according to embodiments of the present disclosure can be integrated into a wide variety of consumer products that incorporate one or more modules (or units) of electronic components. Some examples of such consumer products include flat panel displays, monitors, medical monitors, televisions, billboards, indoor or outdoor lighting fixtures and / or signaling devices, field-of-view displays, fully or partially transparent displays, flexible displays, smartphones, tablets, phablets, wearable devices, smartwatches, laptop computers, digital cameras, camcorders, viewfinders, microdisplays, 3D displays, vehicle displays, and vehicle taillights.

[0022] The materials and structures described herein may be used in other organic electronic devices listed above.

[0023] As used here, "above" means furthest from the substrate, whereas "below" means closest to the substrate. When a first layer is described as "arranged above" a second layer, the first layer is arranged farther from the substrate. Other layers may be located between the first and second layers unless it is specified that the first layer is "in contact with" the second layer. For example, a cathode may be described as "arranged above" an anode, even though various organic layers may be located between them.

[0024] As used herein, “solution-processable” means the ability to be dissolved, dispersed or transported and / or separated from a liquid medium, either in solution or suspension form.

[0025] A ligand can be described as "photoactive" if it is assumed that the ligand directly contributes to the photoactive properties of an emitting material. A ligand can be described as "helper" if it is assumed that the ligand does not contribute to the photoactive properties of an emitting material, although a helper ligand can modify the properties of a photoactive ligand.

[0026] It is assumed that the internal quantum efficiency (IQE) of fluorescent OLEDs can exceed the spin statistics limit of 25% through delayed fluorescence. As used here, two types of delayed fluorescence are present: P-type delayed fluorescence and E-type delayed fluorescence. P-type delayed fluorescence is generated by triplet-triplet annihilation (TTA).

[0027] In contrast, E-type delayed fluorescence is not based on the collision of two triplets, but rather on the transition between triplet states and excited singlet states. Compounds capable of generating E-type delayed fluorescence must have very small singlet-triplet gaps to convert between energy states. Thermal energy can activate the transition from the triplet state back to the singlet state. This type of delayed fluorescence is also known as thermally activated delayed fluorescence (TADF). A special characteristic of TADF is that the delayed component increases with increasing temperature.If the reverse intersystem crossing rate is high enough to minimize non-radiative decay from the triplet state, the proportion of reoccupied excited singlet states can potentially reach 75%.

[0028] The total singlet fraction can be 100%, which far exceeds the 25% spin statistics limit for electrically generated excitons.

[0029] Delayed E-type fluorescence properties can be found in an exciplex system or in a single compound. While not bound to any specific theory, it is generally accepted that delayed E-type fluorescence requires the luminescent material to have a small singlet-triplet energy gap (ΔE). S-TOrganic, non-metallic, luminescent donor-acceptor materials may be able to achieve this. The emission in these materials is generally referred to as donor-acceptor charge transfer (CT) type emission. The spatial separation of the HOMO and LUMO in these donor-acceptor-type compounds generally results in a small ΔE S-T These states can be associated with CT states. In general, luminescent donor-acceptor materials are prepared by combining an electron donor unit, such as amino or carbazole derivatives, with an electron acceptor unit, such as nitrogen-containing six-membered aromatic rings. Definition of terms related to substituents

[0030] Halogen or halide - as it is used here - includes fluorine, chlorine, bromine and iodine.

[0031] Alkyl – as used here – includes both straight-chain and branched-chain alkyl groups. Alkyl can be alkyl with 1 to 20 carbon atoms, preferably alkyl with 1 to 12 carbon atoms, and even more preferably alkyl with 1 to 6 carbon atoms. Examples of alkyl groups include a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, an s-butyl group, an isobutyl group, a t-butyl group, an n-pentyl group, an n-hexyl group, an n-heptyl group, an n-octyl group, an n-nonyl group, an n-decyl group, an n-undecyl group, an n-dodecyl group, an n-tridecyl group, an n-tetradecyl group, an n-pentadecyl group, an n-hexadecyl group, an n-heptadecyl group, an n-octadecyl group, a neopentyl group, a 1-methylpentyl group, a 2-methylpentyl group, a 1-pentylhexyl group, a 1-butylpentyl group, a 1-Heptyloctyl group and a 3-methylpentyl group.Additionally, the alkyl group may optionally be substituted. Of the above, a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, an s-butyl group, an isobutyl group, a tert-butyl group, an n-pentyl group, a neopentyl group, and an n-hexyl group are preferred. Additionally, the alkyl group may optionally be substituted.

[0032] Cycloalkyl – as used here – comprises cyclic alkyl groups. The cycloalkyl groups can be those with 3 to 20 ring carbon atoms, preferably those with 4 to 10 carbon atoms. Examples of cycloalkyl include cyclobutyl, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4,4-dimethylcyclohexyl, 1-adamantyl, 2-adamantyl, 1-norbornyl, 2-norbornyl, and the like. Of the above, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, and 4,4-dimethylcyclohexyl are preferred. Additionally, the cycloalkyl group may optionally be substituted.

[0033] Heteroalkyl – as used here – comprises a group formed by replacing one or more carbon atoms in an alkyl chain with one or more heteroatoms selected from the group consisting of a nitrogen atom, an oxygen atom, a sulfur atom, a selenium atom, a phosphorus atom, a silicon atom, a germanium atom, and a boron atom. Heteroalkyl may contain 1 to 20 carbon atoms, preferably 1 to 10 carbon atoms, and more preferably 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, trimethylsilyl, dimethylethylsilyl, dimethylisopropylsilyl, t-butyldimethylsilyl, triethylsilyl, triisopropylsilyl, trimethylsilylmethyl, trimethylsilylethyl, and trimethylsilylisopropyl. The heteroalkyl group may also be substituted.

[0034] Alkenyl – as used here – includes straight-chain, branched-chain, and cyclic alkene groups. Alkenyl groups can have 2 to 20 carbon atoms, preferably those with 2 to 10 carbon atoms. Examples of alkenyl vinyl, 1-propenyl group, 1-butenyl, 2-butenyl, 3-butenyl, 1,3-butanedienyl, 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, cycloheptatrienyl, cyclooctenyl, cyclooctatetraenyl and norbornenyl. In addition, the alkenyl group may optionally be substituted.

[0035] Alkynyl – as used here – comprises straight-chain alkynyl groups. Alkynyl groups can have 2 to 20 carbon atoms, preferably 2 to 10 carbon atoms. Examples of alkynyl groups include ethynyl, propynyl, propargyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, 2-pentynyl, 3,3-dimethyl-1-butynyl, 3-ethyl-3-methyl-1-pentynyl, 3,3-diisopropyl-1-pentynyl, phenylethynyl, phenylpropynyl, etc. Of the above, ethynyl, propynyl, propargyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, and phenylethynyl are preferred. Additionally, the alkynyl group can optionally be substituted.

[0036] Aryl or aromatic group – as used here – includes non-condensed and condensed systems. Preferred aryl groups are those with 6 to 30 carbon atoms, preferably 6 to 20 carbon atoms, and even more preferably 6 to 12 carbon atoms. Examples of the aryl group include phenyl, biphenyl, terphenyl, triphenylene, tetraphenylene, naphthalene, anthracene, phenalen, phenanthrene, fluorene, pyrene, chrysene, 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'-methylbiphenylyl, 4'-t-butyl-p-terphenyl-4-yl, o-cumenyl, m-cumenyl, p-cumenyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesityl, and m-quarterphenyl. Additionally, the aryl group may optionally be substituted.

[0037] Heterocyclic group, or heterocycle as used here, comprises non-aromatic cyclic groups. Non-aromatic heterocyclic groups include saturated heterocyclic groups with 3 to 20 ring atoms and unsaturated non-aromatic heterocyclic groups with 3 to 20 ring atoms, wherein at least one ring atom is selected from the group consisting of a nitrogen atom, an oxygen atom, a sulfur atom, a selenium atom, a silicon atom, a phosphorus atom, a germanium atom, and a boron atom. Preferred non-aromatic heterocyclic groups are those with 3 to 7 ring atoms, each of which contains at least one heteroatom such as nitrogen, oxygen, silicon, or sulfur.Examples of non-aromatic heterocyclic groups are oxiranyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, dioxolanyl, dioxanyl, aziridinyl, dihydropyrrolyl, tetrahydropyrrolyl, piperidinyl, oxazolidinyl, morpholinyl, piperazinyl, oxepinyl, thiepinyl, azepinyl, and tetrahydrosilolyl. The heterocyclic group may also be substituted.

[0038] Heteroaryl – as used here – comprises non-condensed and condensed heteroaromatic groups, comprising 1 to 5 heteroatoms, wherein at least one heteroatom is selected from the group consisting of a nitrogen atom, an oxygen atom, a sulfur atom, a selenium atom, a silicon atom, a phosphorus atom, a germanium atom, and a boron atom. A heteroaromatic group is also referred to as a heteroaryl. A heteroaryl can be a group with 3 to 30 carbon atoms, preferably a group with 3 to 20 carbon atoms, and even more preferably a group with 3 to 12 carbon atoms.Suitable heteroaryl groups include dibenzothiophene, dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoselenophene, carbazole, indolocarbazole, pyridylindole, pyrrolodipyridine, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole, pyridine, Pyridazine, pyrimidine, pyrazine, triazine, oxazine, oxathiazine, oxadiazine, indole, benzimidazole, indazole, indoxazine, benzoxazole, benzisoxazole, benzothiazole, quinoline, isoquinoline, cinnoline, quinazoline, quinoxaline, naphthyridine, phthalazine, pteridine, xanthene, acridine, phenazine, phenothiazine, benzofuropyridine, furodipyridine, Benzothienopyridine, thienodipyridine, benzoselenophenopyridine and selenophenodipyridine, preferably dibenzothiophene, dibenzofuran, dibenzoselenophene, carbazole, indolocarbazole, imidazole, pyridine, triazine, benzimidazole, 1,2-azaborine, 1,3-azaborine, 1,4-azaborine, borazine and aza analogues thereof. The heteroaryl group may optionally be substituted.

[0039] Alkoxy, as used here, is represented by an -O-alkyl, -O-cycloalkyl, -O-heteroalkyl, or -O-heterocyclic group. Examples and preferred examples of alkyl, cycloalkyl, heteroalkyl, and heterocyclic groups are the same as those described above. Alkoxy groups can be those with 1 to 20 carbon atoms, preferably those with 1 to 6 carbon atoms. Examples of alkoxy groups are methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, tetrahydrofuranyloxy, tetrahydropyranyloxy, methoxypropyloxy, ethoxyethyloxy, methoxymethyloxy, and ethoxymethyloxy. Additionally, the alkoxy group can optionally be substituted.

[0040] Aryloxy – as used here – is represented by -O-aryl or -O-heteroaryl. Examples and preferred examples are the same as those described above. Aryloxy groups can contain 6 to 30 carbon atoms, preferably 6 to 20 carbon atoms. Examples of aryloxy groups are phenoxy and biphenyloxy. Furthermore, the aryloxy group can optionally be substituted.

[0041] Arylalkyl – as used here – comprises alkyl substituted with an aryl group. Arylalkyl can contain 7 to 30 carbon atoms, preferably 7 to 20 carbon atoms, and more preferably 7 to 13 carbon atoms.Beispiele für Arylalkylgruppen umfassen Benzyl, 1-Phenylethyl, 2-Phenylethyl, 1-Phenylisopropyl, 2-Phenylisopropyl, Phenyl-t-butyl, alpha-Naphthylmethyl, 1-alpha-Naphthylethyl, 2-alpha-Naphthylethyl, 1-alpha-Naphthylisopropyl, 2-alpha-Naphthylisopropyl, beta-Naphthylmethyl, 1-beta-Naphthylethyl, 2-beta-Naphthylethyl, 1-beta-Naphthylisopropyl, 2-beta-Naphthylisopropyl, p-Methylbenzyl, m-Methylbenzyl, o-Methylbenzyl, p-Chlorbenzyl, m-Chlorbenzyl, o-Chlorbenzyl, p-Brombenzyl, m-Brombenzyl, o-Brombenzyl, p-lodbenzyl, m-Iodbenzyl, o-Iodbenzyl, 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, und 1-Chlor-2-phenylisopropyl. Von den oben genannten Gruppen sind Benzyl, p-Cyanobenzyl, m-Cyanobenzyl, o-Cyanobenzyl, 1-Phenylethyl, 2-Phenylethyl, 1-Phenylisopropyl und 2-Phenylisopropyl bevorzugt.Additionally, the arylalkyl group may optionally be substituted.

[0042] Alkylsilyl – as used here – comprises a silyl group substituted with an alkyl group. Alkylsilyl groups can have 3 to 20 carbon atoms, preferably 3 to 10. Examples of alkylsilyl groups include trimethylsilyl, triethylsilyl, methyldiethylsilyl, ethyldimethylsilyl, tripropylsilyl, tributylsilyl, triisopropylsilyl, methyldiisopropylsilyl, dimethylisopropylsilyl, tri-t-butylsilyl, triisobutylsilyl, dimethyl-t-butylsilyl, and methyldi-t-butylsilyl. The alkylsilyl group may optionally be substituted.

[0043] Arylsilyl – as used here – comprises a silyl group substituted with an aryl group. Arylsilyl groups can have 6 to 30 carbon atoms, preferably 8 to 20. Examples of arylsilyl groups include triphenylsilyl, phenyldibiphenylylsilyl, diphenylbiphenylsilyl, phenyldiethylsilyl, diphenylethylsilyl, phenyldimethylsilyl, diphenylmethylsilyl, phenyldiisopropylsilyl, diphenylisopropylsilyl, diphenylbutylsilyl, diphenylisobutylsilyl, and diphenyl-t-butylsilyl. The arylsilyl group may optionally be substituted.

[0044] The term “aza” in azadibenzofuran, azadibenzothiophene, etc., means that one or more of the CH groups in the respective aromatic fragment are replaced by a nitrogen atom. For example, dibenzo[f,h]quinoxaline, dibenzo[f,h]quinoline, and other analogues with two or more nitrogens in the ring system are included. A person skilled in the art can readily imagine other nitrogen analogues of the aza derivatives described above, and all such analogues are intended to be included within the terms set forth herein.

[0045] In the present disclosure, unless otherwise defined, when any term of the group consisting of substituted alkyl, substituted cycloalkyl, substituted heteroalkyl, substituted heterocyclic group, substituted arylalkyl, substituted alkoxy, substituted aryloxy, substituted alkenyl, substituted alkynyl, substituted aryl, substituted heteroaryl, substituted alkylsilyl, substituted arylsilyl, substituted amino, substituted acyl, substituted carbonyl, a substituted carboxylic acid group, a substituted ester group, substituted sulfinyl, substituted sulfonyl, and substituted phosphino is used, it means any group consisting of alkyl, cycloalkyl, heteroalkyl, heterocyclic group, arylalkyl, alkoxy, aryloxy, alkenyl, alkynyl, aryl, heteroaryl, Alkylsilyl, arylsilyl, amine, acyl, carbonyl, a carboxylic acid group, an ester group, sulfinyl,Sulfonyl and phosphino may be substituted with one or more groups, selected from the group consisting of deuterium, halogen, unsubstituted alkyl with 1 to 20 carbon atoms, unsubstituted cycloalkyl with 3 to 20 ring carbon atoms, unsubstituted heteroalkyl with 1 to 20 carbon atoms, an unsubstituted heterocyclic group with 3 to 20 ring atoms, unsubstituted arylalkyl with 7 to 30 carbon atoms, unsubstituted alkoxy with 1 to 20 carbon atoms, unsubstituted aryloxy with 6 to 30 carbon atoms, unsubstituted alkenyl with 2 to 20 carbon atoms, unsubstituted alkynyl with 2 to 20 carbon atoms, unsubstituted aryl with 6 to 30 carbon atoms, unsubstituted heteroaryl with 3 to 30 carbon atoms, unsubstituted alkylsilyl with 3 to 20 carbon atoms, unsubstituted arylsilyl with 6 to 20 carbon atoms, unsubstituted amino with 0 to 20 carbon atoms, an acyl group,a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof.

[0046] It is understood that when a molecular fragment is described as a substituent or otherwise bound to another unit, its name may be written as if it were a fragment (e.g., phenyl, phenylene, naphthyl, dibenzofuryl) or as if it were the entire molecule (e.g., benzene, naphthalene, dibenzofuran). As used herein, these different ways of naming a substituent or a bound fragment are considered equivalent.

[0047] In the compounds mentioned in the present disclosure, the 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. Replacement by other stable isotopes in the compounds may be preferred due to the improvements in the efficiency and stability of the device.

[0048] In the compounds mentioned in this disclosure, multiple substitutions refer to a range encompassing di-substitution up to the maximum available substitutions. When a substitution in the compounds mentioned in this disclosure represents multiple substitutions (including di-, tri-, tetra-substitutions, etc.), this means that the substituent can be present at a plurality of available substitution positions on its linkage structure, and the substituents present at a plurality of available substitution positions may have the same or different structures.

[0049] In the compounds mentioned in this disclosure, adjacent substituents cannot be linked together to form a ring unless expressly defined otherwise, for example, that adjacent substituents may optionally be linked to form a ring. In the compounds mentioned in this disclosure, the expression that adjacent substituents may optionally be linked to form a ring includes both the case where adjacent substituents may be linked to form a ring and the case where adjacent substituents are not linked to form a ring. If adjacent substituents may optionally be linked to form a ring, the resulting ring may be monocyclic or polycyclic, as well as alicyclic, heteroalicyclic, aromatic, or heteroaromatic.In this context, neighboring substituents can refer to substituents bonded to the same atom, to substituents bonded to carbon atoms that are directly bonded to each other, or to substituents bonded to carbon atoms that are further apart. Preferably, neighboring substituents refer to substituents bonded to the same carbon atom and to substituents bonded to carbon atoms that are directly bonded to each other.

[0050] The expression that neighboring substituents can be linked in such a way as to form a ring is also meant to mean that two substituents bonded to the same carbon atom can be linked together via a chemical bond in such a way as to form a ring, which can be exemplified by the following formula:

[0051] The expression that neighboring substituents can optionally be linked to form a ring is also meant to mean that two substituents bonded to directly adjacent carbon atoms are linked together via a chemical bond, forming a ring, which can be exemplified by the following formula:

[0052] Furthermore, the expression that adjacent substituents can optionally be linked to form a ring is also meant to imply that if one of the two substituents bonded to carbon atoms, which are directly bonded to each other, represents hydrogen, the second substituent is bonded at a position where the hydrogen atom is bonded, thus forming a ring. This is illustrated by the following formula:

[0053] 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 , where L a has a structure represented by formula 1a: where in formula 1a The metal M is selected from a metal with a relative atomic mass of more than 40; Z is selected from the group consisting of O, S and Se; X3 to X8, the same or different in each occurrence, selected from CR x ; Y1 to Y4, the same or different in each occurrence, are selected from CR y ; R x and R y, the same or different in each occurrence, are selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl with 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl with 3 to 20 ring carbon atoms, substituted or unsubstituted alkenyl with 2 to 20 carbon atoms, substituted or unsubstituted aryl with 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl with 3 to 30 carbon atoms, a cyano group and combinations thereof; at least one of the X3 to X8 CR x is and R x Cyano is; at least one of Y2 and Y3 CR y is and R y F is; and neighboring substituents R x and R y They may be connected to form a ring.

[0054] In this embodiment, the expression that “adjacent substituents R” is intended to x , Ry “may be connected to form a ring” means that one or more groups of adjacent substituents, two substituents R x , two substituents R y and two substituents R y and R x They can be linked together to form a ring. Of course, it is possible that none of these substituents are linked together to form a ring.

[0055] According to one embodiment of the present disclosure, wherein L a has a structure represented by formula 1a: where Z is selected from the group consisting of O, S and Se; In formula 1a X3 to X8, the same or different for each occurrence, are selected from CR x ; Y1 to Y4, the same or different in each occurrence, are selected from CR y ; R x , and R y, the same or different in each occurrence, are selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl with 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl with 3 to 20 ring carbon atoms, substituted or unsubstituted aryl with 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl with 3 to 30 carbon atoms of a carboxylic acid group and combinations thereof; and

[0056] in Formula 1a at least one of X3 to X8 CR x is and R x Cyano is; at least one of Y2 and Y3 CR y is and R y F is.

[0057] According to one embodiment of the present disclosure, wherein the metal complex has a general formula M(L a ) m (L b ) n (L c ) q has: where the metal M is selected from a metal with a relative atomic mass of more than 40; preferably the metal M, in each occurrence the same or different, is selected from the group consisting of Cu, Ag, Au, Ru, Rh, Pd, Os, Ir and Pt; even more preferably M, in each occurrence the same or different, is selected from Pt or Ir; L a , L b and L c a first ligand, a second ligand, and a third ligand are coordinated with the metal M, and L c same as or different from L a or L b is; where L a , L b and L c They may be joined together to form a multidentate ligand; for example, any two L a , L b and L c can be joined together to form a tetradentate ligand; in another example, L a , L b and L care joined together to form a six-toothed ligand; or in another example, none of L a , L b and L c connected, so that no multidentate ligand is formed; m is 1, 2 or 3, n is 0, 1 or 2, q is 0, 1 or 2 and m+n+q corresponds to the oxidation state of M; if m is greater than or equal to 2, the plurality of L a are the same or different; if n equals 2, the two L b are the same or different; if q equals 2, the two L c are the same or different; L a and L b , the same or different in each occurrence, are selected from a structure, represented by one of the groups consisting of the following: where R a , R b and R c , whether the same or different in each occurrence, represent a monosubstitution, a multiple substitution or a non-substitution; X b , the same or different for each occurrence, is selected from the group consisting of: O, S, Se, NR N1 and CR C1 R C2 ; R a , R b , R c , R N1 , R C1 and R C2, the same or different in each occurrence, are selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl with 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl with 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl with 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group with 3 to 20 ring atoms, substituted or unsubstituted arylalkyl with 7 to 30 carbon atoms, substituted or unsubstituted alkoxy with 1 to 20 carbon atoms, substituted or unsubstituted aryloxy with 6 to 30 carbon atoms, substituted or unsubstituted alkenyl with 2 to 20 carbon atoms, substituted or unsubstituted aryl with 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl with 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl with 3 to 20 carbon atoms,substituted or unsubstituted arylsilyl with 6 to 20 carbon atoms, substituted or unsubstituted amino with 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof; neighboring substituents R a , R b , R c , R N1 , R C1 and R C2 They may be connected to form a ring.

[0058] In this embodiment, the expression that “adjacent substituents R” is intended to a , R b , R c , R N1 , R C1 and R C2 “may be connected to form a ring” means that one or more groups of adjacent substituents, such as two substituents R a, two substituents R b , two substituents R c , two substituents R a and R b , two substituents R a and R c , two substituents R b and R c , two substituents R a and R C1 , two substituents R a and R C1 two substituents R a and R C2 , two substituents R b and R C1 , two substituents R b and R C2 and two substituents R c1 and R C2 They can be linked together to form a ring. Of course, it is possible that none of these substituents are linked together to form a ring.

[0059] According to one embodiment of the present disclosure, wherein the metal complex has a structure represented by formula 2: where m is selected from 1, 2 or 3; if m is 1, two L b are the same or different; if m is 2 or 3, the plurality of La are the same or different; Z is selected from the group consisting of O, S and Se; X3 to X8, the same or different in each occurrence, selected from CR x ; Y1 to Y4, the same or different in each occurrence, are selected from CR y ; R x , R y and R1 to R8, whether the same or different in each occurrence, are selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl with 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl with 3 to 20 ring carbon atoms, substituted or unsubstituted alkenyl with 2 to 20 carbon atoms, substituted or unsubstituted aryl with 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl with 3 to 30 carbon atoms, a cyano group and combinations thereof; at least one of the X3 to X8 CR xis and R x Cyano is; at least one of Y2 and Y3 CR y is and R y F is; and neighboring substituents R x , R y , R1 to R8 may be connected to form a ring.

[0060] In this embodiment, the expression that “adjacent substituents R” is intended to x , R y , R1 to R8 may be connected to form a ring” means that one or more groups of adjacent substituents, such as two substituents R x , two substituents R y and two substituents R1 and R8 can be linked together to form a ring. Of course, it is possible that none of these substituents are linked together to form a ring.

[0061] According to one embodiment of the present disclosure, wherein Z is selected from O or S.

[0062] According to one embodiment of the present disclosure, wherein ZO is.

[0063] According to one embodiment of the present disclosure, wherein Y1 to Y4, whether the same or different in each occurrence, are selected from CR y and at least one of Y2 and Y3 CR y is and R y F is; if the remainder from Y1 to Y4 is selected from CR y , and R y , the same or different in each occurrence, is selected from the group consisting of: hydrogen, deuterium, substituted or unsubstituted alkyl with 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl with 3 to 20 ring carbon atoms, substituted or unsubstituted aryl with 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl with 3 to 30 carbon atoms and combinations thereof.

[0064] According to one embodiment of the present disclosure, wherein Y1 to Y4, whether the same or different in each occurrence, are selected from CR y and at least one of Y2 and Y3 CR y is and R y F is.

[0065] According to one embodiment of the present disclosure, wherein at least one of Y2 and Y3 CR y is and R y F is when the rest of Y1 to Y4 is selected from CR y , and R y , the same or different in each occurrence, is selected from the group consisting of: hydrogen, deuterium, substituted or unsubstituted alkyl with 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl with 3 to 20 ring carbon atoms, substituted or unsubstituted aryl with 6 to 30 carbon atoms and combinations thereof.

[0066] In the present disclosure, “the remainder of Y1 to Y4” refers to the following cases: when Y2 CRy is and R y F is, "the rest of Y1 to Y4" refers to Y1, Y3 and Y4; if Y3 CR y is and R y F is, "the remainder from Y1 to Y4" refers to Y4, Y1 and Y2; and if both Y2 and Y3 CR y are and R y F is, "the rest from Y1 to Y4" refers to Y1 and Y4.

[0067] According to one embodiment of the present disclosure, wherein at least one of Y2 and Y3 CR y is and R y F is when the remainder from Y1 to Y4 is selected from Cr y , and R y , in each occurrence the same or different, is selected from the group consisting of: hydrogen, deuterium, substituted or unsubstituted alkyl with 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl with 3 to 20 ring carbon atoms and combinations thereof.

[0068] According to one embodiment of the present disclosure, wherein at least one of Y2 and Y3 CR y is and R y F is when the rest of Y1 to Y4 is selected from CR y and R y selected from hydrogen, deuterium, methyl, propyl, isopropyl, butyl, t-butyl, isobutyl, pentyl, isopentyl, neopentyl, t-pentyl or a combination thereof; optionally hydrogen in the above groups is partially or completely deuterated.

[0069] According to one embodiment of the present disclosure, wherein at least one of Y2 and Y3 CR y is and R y F is; at least one other from Y1 to Y4 is selected from CR y and at least one R yselected is from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl with 1 to 10 carbon atoms, substituted or unsubstituted cycloalkyl with 3 to 10 ring carbon atoms, substituted or unsubstituted aryl with 6 to 15 carbon atoms, substituted or unsubstituted heteroaryl with 3 to 15 carbon atoms and combinations thereof.

[0070] According to one embodiment of the present disclosure, wherein Y2 CR y is and R y Fluorine is; Y3 CR y is and R y selected is from the group consisting of: deuterium, substituted or unsubstituted alkyl with 1 to 10 carbon atoms, substituted or unsubstituted cycloalkyl with 3 to 10 ring carbon atoms, substituted or unsubstituted aryl with 6 to 15 carbon atoms, substituted or unsubstituted heteroaryl with 3 to 15 carbon atoms and combinations thereof.

[0071] According to one embodiment of the present disclosure, wherein Y3 CR y is and R y Fluorine is; Y2 CR y is and R y selected is from the group consisting of: deuterium, substituted or unsubstituted alkyl with 1 to 10 carbon atoms, substituted or unsubstituted cycloalkyl with 3 to 10 ring carbon atoms, substituted or unsubstituted aryl with 6 to 15 carbon atoms, substituted or unsubstituted heteroaryl with 3 to 15 carbon atoms and combinations thereof.

[0072] According to one embodiment of the present disclosure, wherein X3 to X8, whether the same or different in each occurrence, are selected from CR x and one of R x It's cyano.

[0073] According to one embodiment of the present disclosure, wherein at least two of X3 to X8 CR x are and one of R x Cyano is and at least one other Rx selected is from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl with 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl with 3 to 20 ring carbon atoms, substituted or unsubstituted alkenyl with 2 to 20 carbon atoms, substituted or unsubstituted aryl with 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl with 3 to 30 carbon atoms and combinations thereof.

[0074] According to one embodiment of the present disclosure, wherein at least two of X1 to X8 CR x are and one of R x Cyano is, and at least one other R xselected is from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl with 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl with 3 to 20 ring carbon atoms, substituted or unsubstituted aryl with 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl with 3 to 30 carbon atoms and combinations thereof.

[0075] According to one embodiment of the present disclosure, wherein at least two of X1 to X8 CR x are, one of R x Cyano is and at least one other R xselected is from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl with 1 to 10 carbon atoms, substituted or unsubstituted cycloalkyl with 3 to 10 ring carbon atoms, substituted or unsubstituted aryl with 6 to 15 carbon atoms, substituted or unsubstituted heteroaryl with 3 to 15 carbon atoms and combinations thereof.

[0076] According to one embodiment of the present disclosure, wherein at least one of X5 to X8 CR x is and R x It's cyano.

[0077] According to one embodiment of the present disclosure, wherein X7 CR x is and R x It's cyano.

[0078] According to one embodiment of the present disclosure, wherein X8 CR x is and R x It's cyano.

[0079] According to one embodiment of the present disclosure, wherein at least one, two, three or all of R2, R3, R6 and R7 is / are selected from the group consisting of: deuterium, substituted or unsubstituted alkyl with 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl with 3 to 20 ring carbon atoms, substituted or unsubstituted aryl with 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl with 3 to 30 carbon atoms and combinations thereof.

[0080] According to one embodiment of the present disclosure, wherein at least one, two, three or all of R2, R3, R6 and R7 is / are selected from the group consisting of: deuterium, substituted or unsubstituted alkyl with 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl with 3 to 20 ring carbon atoms and combinations thereof.

[0081] According to one embodiment of the present disclosure, wherein at least one, two, three or all of R2, R3, R6 and R7 is / are selected from the group consisting of: deuterium, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, t-butyl, cyclopentyl, cyclohexyl and combinations thereof; optionally, the hydrogen in the above groups is partially or completely deuterated.

[0082] According to one embodiment of the present disclosure, wherein R is selected from substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms.

[0083] According to one embodiment of the present disclosure, wherein R is selected from methyl or deuterated methyl.

[0084] According to one embodiment of the present disclosure, wherein L a , the same or different in each occurrence, is selected from the group consisting of L a1 to L a652 , L a671 to L a686and L a711 to L a750 , where the specific structures of L a1 to L a652 , L a671 to L a686 and L a711 to L a750 as specified in claim 14.

[0085] According to one embodiment of the present disclosure, wherein L b , the same or different in each occurrence, is selected from the group consisting of L b1 to L b78 , where the specific structures of L b1 to L b78 are specified in claim 15.

[0086] According to one embodiment of the present disclosure, wherein L b , the same or different in each occurrence, is selected from the group consisting of L b1 to L b80 , where the specific structures of L b1 to L b80 are specified in claim 15.

[0087] According to one embodiment of the present disclosure, wherein the metal complex has a structure Ir(L a )2(L b ) exhibits, where L a , whether the same or different in each occurrence, is selected from one or two arbitrary members of the group consisting of L a1 to L a652 , L a671 to L a686 and L a711 to L a750 and L b selected is from any one of the group consisting of L b1 to L b78 , where the specific structures of L a1 to L a652 , L a671 to L a686 and L a711 to L a750 as specified in claim 14 and the specific structures of L b1 to L b78 are specified in claim 15.

[0088] According to one embodiment of the present disclosure, wherein the metal complex has a structure Ir(L a )2(L b ) exhibits, where L a, whether the same or different in each occurrence, is selected from one or two arbitrary members of the group consisting of L a1 to L a652 , L a671 to L a686 and L a711 to L a750 and L b selected is from any one of the group consisting of L b1 to L b80 , where the specific structures of L a1 to L a652 , L a671 to L a686 and L a711 to L a750 as specified in claim 14 and the specific structures of L b1 to L b80 are specified in claim 15.

[0089] According to one embodiment of the present disclosure, wherein the metal complex has a structure Ir(L a )(L b )2 has, where L a selected is from any one of the group consisting of L a1 to L a652 , L a671 to L a686 and L a711 to L a750 and L b, the same or different in each occurrence, is selected from one or two of the group consisting of L b1 to L b78 , where the specific structures of L a1 to L a652 , L a671 to L a686 and L a711 to L a750 as specified in claim 14, wherein the specific structures of L a1 to L a652 , L a671 to L a686 and L a711 to L a750 in claim 14 and the specific structures of L b1 to L b78 are specified in claim 15.

[0090] According to one embodiment of the present disclosure, wherein the metal complex has a structure Ir(L a )(L b )2 has, where L a selected is from any one of the group consisting of L a1 to L a652 , L a671 to L a686 and L a711 to L a750 and L b, the same or different in each occurrence, is selected from one or two of the group consisting of L b1 to L b80 , where the specific structures of L a1 to L a652 , L a671 to L a686 and L a711 to L a750 as specified in claim 14, wherein the specific structures of L a1 to L a652 , L a671 to L a686 and L a711 to L a750 in claim 14 and the specific structures of L b1 to L b80 are specified in claim 15.

[0091] According to one embodiment of the present disclosure, wherein the metal complex has a structure Ir(L a )3 has, where L a , the same or different for each occurrence; selected from one, two or three from the group consisting of La1 to L a652 , L a671 to La 686 and L a711 to L a750, where the specific structures of L a1 to L a652 , L a671 to L a686 and L a711 to L a750 as specified in claim 14.

[0092] According to an embodiment of the present disclosure, wherein the metal complex is selected from the group consisting of metal complex 1 to metal complex 360, wherein the specific structures of metal complex 1 to metal complex 360 are specified in claim 16.

[0093] According to an embodiment of the present disclosure, wherein the metal complex is selected from the group consisting of metal complex 1 to metal complex 390, wherein the specific structures of metal complex 1 to metal complex 390 are specified in claim 16.

[0094] According to one embodiment of the present disclosure, an electroluminescence device is disclosed, comprising: an anode a cathode and an organic layer arranged between the anode and the cathode, wherein at least one layer of the organic layer contains the metal complex according to one of the preceding embodiments.

[0095] According to one embodiment of the present disclosure, wherein the organic layer containing the metal complex is a light-emitting layer.

[0096] According to one embodiment of the present disclosure, wherein the light-emitting layer emits green light.

[0097] According to one embodiment of the present disclosure, wherein the light-emitting layer further comprises at least one first host compound.

[0098] According to one embodiment of the present disclosure, wherein the light-emitting layer remote comprises at least two host compounds.

[0099] According to an embodiment of the present disclosure, wherein at least one of the host compounds comprises at least one chemical group selected from the group consisting of: benzene, pyridine, pyrimidine, triazine, carbazole, azacarbazole, indolocarbazole, dibenzothiophene, aza-dibenzothiophene, dibenzofuran, azadibenzofuran, dibenzoselenophene, triphenylene, azatriphenylene, fluorene, silafluorene, naphthalene, quinoline, isoquinoline, quinazoline, quinoxaline, phenanthrene, azaphenanthrene and combinations thereof.

[0100] According to one embodiment of the present device, wherein in the electroluminescent device the first host compound has a structure represented by formula 3: wherein L x, the same or different in each occurrence, is selected from a single bond, substituted or unsubstituted alkylene with 1 to 20 carbon atoms, substituted or unsubstituted cycloalkylene with 3 to 20 carbon atoms, substituted or unsubstituted arylene with 6 to 20 carbon atoms, substituted or unsubstituted heteroarylene with 3 to 20 carbon atoms or a combination thereof; V, the same or different in each occurrence, is selected from C, CR v or N, and at least one of VC is and with L x is connected; U, the same or different in each occurrence, selected from C, CR u or N, and at least one of UC is and with L x is connected; R v and R u, the same or different in each occurrence, are selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl with 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl with 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl with 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group with 3 to 20 ring atoms, substituted or unsubstituted arylalkyl with 7 to 30 carbon atoms, substituted or unsubstituted alkoxy with 1 to 20 carbon atoms, substituted or unsubstituted aryloxy with 6 to 30 carbon atoms, substituted or unsubstituted alkenyl with 2 to 20 carbon atoms, substituted or unsubstituted aryl with 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl with 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl with 3 to 20 carbon atoms,substituted or unsubstituted arylsilyl with 6 to 20 carbon atoms, substituted or unsubstituted amino with 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group and combinations thereof; , Ar1, whether identical or different in each occurrence, is selected from substituted or unsubstituted aryl with 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl with 3 to 30 carbon atoms, or a combination thereof; and neighboring substituents R v and R u They may be connected to each other to form a ring.

[0101] In this embodiment, the expression that “adjacent substituents R” is intended to v and R u“may be connected to form a ring” means that one or more groups of adjacent substituents, such as two substituents R v , two substituents R u and two substituents R v and R u They can be linked together to form a ring. Of course, it is possible that none of these substituents are linked together to form a ring.

[0102] According to one embodiment of the present embodiment, wherein in the electroluminescent device the first host compound has a structure represented by one of the forms 3-a to 3-j:

[0103] According to an embodiment of the present disclosure, wherein in the electroluminescent device the metal complex is doped into the first host compound and the second host compound and the weight of the metal complex constitutes 1 to 30% of the total weight of the light-emitting layer.

[0104] According to an embodiment of the present disclosure, wherein in the electroluminescent device the metal complex is doped into the first host compound and the second host compound and the weight of the metal complex constitutes 3 to 13% of the total weight of the light-emitting layer.

[0105] According to another embodiment of the present disclosure, a compound composition comprising the metal complex of any preceding embodiment is disclosed. Combination with other materials

[0106] The materials described in the present disclosure for a specific layer in an organic light-emitting device can be used in combination with various other materials present in the device. The combinations of these materials are described in detail in US 2016 / 0359122 A1, paragraphs 0132 to 0161. The materials described or mentioned in the disclosure are non-limiting examples of materials that may be advantageous in combination with the compounds disclosed herein, and a person skilled in the art can easily consult the literature to identify other materials that may be advantageous in combination.

[0107] The materials described herein as being suitable for a particular layer in an organic light-emitting device can be used in combination with a variety of other materials present in the device. For example, the compounds disclosed herein can be used in combination with a variety of host layers, transport layers, blocking layers, injection layers, electrodes, and other layers that may be present. The combination of these materials is described in paragraphs 0080-0101 of US 2015 / 0349273 A1, which is incorporated herein by reference in its entirety. The materials described or mentioned in the disclosure are non-limiting examples of materials that may be useful in combination with the compounds disclosed herein, and a person skilled in the art may readily consult the literature to identify other materials that may be useful in combination.

[0108] In the embodiments of the material synthesis, all reactions were carried out under nitrogen protection unless otherwise stated. All reaction solvents were anhydrous and were obtained from commercial sources. Synthetic products were structurally confirmed and their properties were tested using one or more conventional state-of-the-art instruments (including, but not limited to, a nuclear magnetic resonance instrument manufactured by Bruker, a liquid chromatograph manufactured by Shimadzu, a liquid chromatograph-mass spectrometer manufactured by Shimadzu, a gas chromatograph-mass spectrometer manufactured by Shimadzu, differential scanning calorimeters manufactured by Shimadzu, a fluorescence spectrophotometer manufactured by Shanghai Lengguang Tech., an electrochemical workstation manufactured by Wuhan Corrtest, and a sublimation apparatus manufactured by Anhui Beq, etc.).The device's properties were also tested using conventional prior art equipment (including, but not limited to, an evaporator manufactured by ANGSTROM ENGINEERING, an optical testing system manufactured by SUZHOU FATAR, a lifetime testing system manufactured by SUZHOU FATAR, and an ellipsometer manufactured by BEI-JING ELLITOP, etc.) using methods well known to those skilled in the art. Since the aforementioned uses of the equipment, test methods, and other related content are known to those skilled in the art, the inherent data of the sample can be obtained with certainty and without influence, so the aforementioned related content is not described further in this patent. Example of a material synthesis

[0109] The method of preparation of a compound in the present disclosure is not limited here. Typically, the following compounds are used as examples without limitation, and the synthetic routes and preparation methods are described below.

[0110] Synthesis example 1: Synthesis of metal complex 4

[0111] Intermediate 1 (2.2 g, 7.2 mmol), iridium complex 1 (3.5 g, 5.2 mmol), 2-ethoxyethanol (30 mL), and DMF (30 mL) were successively added to a dry 250 mL round-bottom flask and heated to 110°C for 120 hours under nitrogen protection. The reaction was cooled, filtered through Celite, and washed twice separately with methanol and n-hexane. Yellow solids on the Celite were dissolved with dichloromethane. The organic phases were collected, concentrated under reduced pressure, and purified by column chromatography to recover metal complex 14 as a yellow solid (0.94 g in 22.4% yield). The product was confirmed as the target product with a molecular weight of 805.2.

[0112] Synthesis example 2: Synthesis of metal complex 14

[0113] Intermediate 2 (1.5 g, 4.9 mmol), iridium complex 1 (2.9 g, 4.0 mmol), 2-ethoxyethanol (30 mL), and DMF (30 mL) were successively added to a dry 250 mL round-bottom flask and heated to 90 °C for 144 hours under nitrogen protection. The reaction was cooled, filtered through Celite, and washed twice separately with methanol and n-hexane. Yellow solids on the Celite were dissolved with dichloromethane. The organic phases were collected, concentrated under reduced pressure, and purified by column chromatography to obtain metal complex 14 as a yellow solid (0.70 g in 21.8% yield). The product was confirmed as the target product with a molecular weight of 805.2.

[0114] Synthesis example 3: Synthesis of metal complex 44

[0115] The intermediate 2 (1.6 g, 5.2 mmol), the iridium complex 2 (3.1 g, 4.0 mmol), 2-ethoxyethanol (25 mL), and DMF (25 mL) were successively added to a dry 250 mL round-bottom flask and heated to 90 °C for 144 hours under nitrogen protection. The reaction was cooled, filtered through Celite, and washed twice separately with methanol and n-hexane. Yellow solids on the Celite were dissolved with dichloromethane. The organic phases were collected, concentrated under reduced pressure, and purified by column chromatography to obtain metal complex 44 as a yellow solid (0.58 g in 17.5% yield). The product was confirmed as the target product with a molecular weight of 833.2.

[0116] Synthesis example 4: Synthesis of metal complex 103

[0117] Intermediate 3 (1.2 g, 3.9 mmol), iridium complex 3 (2.5 g, 3.2 mmol), 2-ethoxyethanol (20 mL), and DMF (20 mL) were added successively to a dry 250 mL round-bottom flask and heated to 90 °C for 144 hours under nitrogen protection. The reaction was cooled, filtered through Celite, and washed twice separately with methanol and n-hexane. Yellow solids on the Celite were dissolved with dichloromethane. The organic phases were collected, concentrated under reduced pressure, and purified by column chromatography to obtain metal complex 103 as a yellow solid (0.85 g in 30.9% yield). The product was confirmed as the target product with a molecular weight of 861.2.

[0118] Synthesis example 5: Synthesis of metal complex 389

[0119] The intermediate 4 (1.6 g, 4.2 mmol), the iridium complex 4 (2.6 g, 3.2 mmol), 2-ethoxyethanol (25 mL), and DMF (25 mL) were added successively to a dry 250 mL round-bottom flask and heated to 90 °C under nitrogen protection for 144 hours. The reaction was cooled, filtered through Celite, and washed twice separately with methanol and n-hexane. Yellow solids on the Celite were dissolved with dichloromethane. The organic phases were collected, concentrated under reduced pressure, and purified by column chromatography to obtain metal complex 389 as a yellow solid (0.48 g in 15.1% yield). The product was confirmed as the target product with a molecular weight of 993.3.

[0120] Experts will understand that the above manufacturing processes are only examples. Other compound structures of the present disclosure can be obtained by modifying the manufacturing processes. Device example 1

[0121] First, a glass substrate with an 80 nm thick indium tin oxide (ITO) anode was purified and then treated with oxygen plasma and UV ozone. After treatment, the substrate was dried in a glovebox to remove moisture. The substrate was then mounted on a substrate holder and packed in a vacuum chamber. The organic layers listed below were sequentially deposited by thermal vacuum evaporation on the ITO anode at a rate of 0.2 to 2 angstroms per second and a vacuum level of approximately 10⁻⁶. -8The compound HI was used as a hole injection layer (HIL). The compound HT was used as a hole transport layer (HTL). The compound H1 was used as an electron blocking layer (EBL). The metal complex 4 of the present disclosure was doped into compound H1 and compound H2, and the resulting mixture was deposited for use as an emitting layer (EML). On the EML, compound H3 was used as a hole blocking layer (HBL). On the HBL, compound ET and 8-hydroxyquinolinolato-lithium (Liq) were simultaneously deposited to serve as an electron transport layer (ETL). Finally, 8-hydroxyquinolinolato-lithium (Liq) was deposited as an electron injection layer with a thickness of 1 nm, and Al was deposited as a cathode with a thickness of 120 nm.The device was transferred back into the glovebox and encapsulated with a glass lid and a moisture absorber to complete the device. Device example 2

[0122] The implementation method in device example 2 was the same as in device example 1, except that in the emitting layer (EML) the metal complex 4 of the present disclosure was replaced by the metal complex 14. Device example 3

[0123] The implementation method in device example 3 was the same as in device example 1, except that in the emitting layer (EML) the metal complex 4 of the present disclosure was replaced by the metal complex 44. Device example 4

[0124] The implementation method in device example 4 was the same as in device example 1, except that in the emitting layer (EML) the metal complex 4 of the present disclosure was replaced by the metal complex 389. Device comparison example 1

[0125] The implementation method in Device Comparison Example 1 was the same as in Device Example 1, except that in the emitting layer (EML) the metal complex 4 of the present disclosure was replaced by the compound GD1. Device comparison example 2

[0126] The implementation method in device comparison example 2 was the same as in device example 1, except that in the emitting layer (EML) the metal complex 4 of the present disclosure was replaced by the compound GD2. Device comparison example 3

[0127] The implementation method in device comparison example 3 was the same as in device example 1, except that in the emitting layer (EML) the metal complex 4 of the present disclosure was replaced by the compound GD3.

[0128] Detailed structures and layer thicknesses of the devices are listed in Table 1. A layer using more than one material is obtained by doping different compounds in their weight ratio, as recorded. Table 1 Device structures in device examples Device No. HIL HTL EBL EML HBL ETL Example 1 HI connection (100 Å) HT connection (350 Å) Connection H1 (50 Å) Compound H1 : Compound H2 : Metal complex 4 (47:47:6) (400 Å) Connection H3 (50 Å) Compound ET:Liq (40:60) (350 Å) Example 2 HI connection (100 Å) HT connection (350 Å) Connection H1 (50 Å) Compound H1 : Compound H2 : Metal complex 14 (47:47:6) (400 Å) Connection H3 (50 Å) Compound ET:Liq (40:60) (350 Å) Example 3 HI connection (100 Å) HT connection (350 Å) Connection H1 (50 Å) Compound H1 : Compound H2 : Metal complex 44 (47:47:6) (400 Å) Connection H3 (50 Å) Compound ET:Liq (40:60) (350 Å) Example 4 HI connection (100 Å) HT connection (350 Å) Connection H1 (50 Å) Compound H1 : Compound H2 : Metal complex 389 (47:47:6) (400 Å) Connection H3 (50 Å) Compound ET:Liq (40:60) (350 Å) Comparison example 1 HI connection (100 Å) HT connection (350 Å) Connection H1 (50 Å) Connection H1 : Connection H2 : Connection GD1 (47:47:6) (400 Å) Connection H3 (50 Å) Compound ET:Liq (40:60) (350 Å) Comparison example 2 HI connection (100 Å) HT connection (350 Å) Connection H1 (50 Å) Connection H1 : Connection H2 : Connection GD2 (47:47:6) (400 Å) Connection H3 (50 Å) Compound ET:Liq (40:60) (350 Å) Comparative example 3 HI connection (100 Å) HT connection (350 Å) Connection H1 (50 Å) Connection H1 : Connection H2 : Connection GD3 (47:47:6) (400 Å) Connection H3 (50 Å) Compound ET:Liq (40:60) (350 Å)

[0129] The structures of the materials used in the devices are as follows:

[0130] The current-voltage-luminance (IVL) characteristics of the devices were measured. At 1000 cd / m² 2 CIE data were used to determine the maximum emission wavelengths (λ). maxThe full width at half maximum (FWHM) and the voltage (V) of each device were measured. The data were recorded and are shown in Table 2. Table 2 Device data Device No. CIE (x, y) l max (nm) FWHM (nm) Voltage (V) EQE (%) Example 1 (0,300, 0,655) 520 41,2 2,84 24,37 Example 2 (0,300, 0,654) 521 35,8 2,83 24,65 Example 3 (0,319, 0,645) 524 41,2 2,69 24,14 Example 4 (0,318, 0,649) 525 32,3 2,80 26,52 Comparison example 1 (0,321, 0,646) 525 37,8 3,19 23,39 Comparison example 2 (0,399, 0,589) 540 59,7 2,91 23,02 Comparative example 3 (0,298, 0,653) 519 36,3 2,92 23,13 discussion

[0131] Table 2 shows the device performance of the examples and the comparison examples. The data in Table 2 show that the emission wavelengths of Example 1 and Example 2, compared to those of Comparison Example 1 without substitution at a ligand L, aThe wavelengths are shifted 4-5 nm towards blue, and they provide more saturated green light. Furthermore, the EQE of the device in Example 1 and the EQE of the device in Example 2 reach 24.37% and 24.65%, respectively, both of which are higher than that of the comparison example 1 (23.39%) and are further improved compared to the EQE of comparison example 1, which is at a relatively high level in the industry. Additionally, the device voltages of both Example 1 and Example 2 are approximately 0.35 V lower than those of comparison example 1.

[0132] The spectrum of comparison example 3, which shows deuterated methyl substitutions in both Y2 and Y3 of ligand L aThe EQE of the comparative example 3 is similar to those of Example 1 and Example 2, but the EQE of the comparative example 3 is lower to varying degrees than that of Example 1 and Example 2, and the device stress of the comparative example 3 is higher than that of Example 1 and Example 2.

[0133] The comparative example 2 contains a fluorine substitution in Y1 of ligand L a Example 2 has a maximum emission wavelength that is shifted approximately 20 nm towards the red compared to Example 1 and Example 2, and a maximum wide wavelength (FWHM) that is 18.5 nm and 23.9 nm wider than those of Example 1 and Example 2, respectively, so that Example 2 emits unsaturated light. Additionally, the EQE of Example 2 is lower than that of Example 1 and Example 2, and the device voltage of Example 2 is slightly higher than those of Example 1 and Example 2.

[0134] The above results show that the metal complex of the present disclosure, which contains a ligand with the F substitution at a certain position, exhibits improved device performance, in particular reduced device stress, improved EQE and improved color saturation compared to a metal complex without substitution or with other alkyl substitutions at the same position of ligand L. a or with fluorine substitution at another position of the ligand L a has.

[0135] Both Example 3 and Example 4 show significant improvements compared to Comparative Examples 1 to 3, exhibiting a higher EQE and a lower driving voltage. The driving voltage of Example 3 is 0.5 V, 0.22 V, and 0.21 V lower than that of Comparative Examples 1 to 3. The EQE of Example 4, which uses the metal complex of the present disclosure, reaches 26.52%, i.e., it is approximately 13.4%, 15.2%, and 14.6% higher than that of Comparative Examples 1 to 3. Furthermore, the FWHM of Example 4 is very narrow (only 32.3 nm), which is a very high level in the industry.

[0136] The above results show that the metal complex of the present disclosure, which contains a ligand with the F substitution at a certain position, exhibits improved device performance, in particular improved color saturation, low FWHM, improved EQE and reduced device stress, compared with a metal complex with the fluorine substitution at a different position of the ligand.

Claims

[1] Metal complex containing a metal M and a ligand L coordinated to the metal M a , where L a has a structure represented by formula 1a: where in Formula 1a the metal M is selected from a metal having a relative atomic mass of more than 40; Z is selected from the group consisting of O, S and Se; X3 to X8, the same or different at each occurrence, are selected from CR x ; Y1 to Y4, the same or different at each occurrence, are selected from CR y ; R x and R y, which may be the same or different at each occurrence, are selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, a cyano group, and combinations thereof; at least one of X3 to X8 CR x is and R x Cyano is; at least one of Y2 and Y3 CR y is and R y F is; and neighboring substituents R x and R y may optionally be connected to form a ring. [2] Metal complex according to claim 1, wherein L a has a structure represented by formula 1a: where Z is selected from the group consisting of O, S and Se; X3 to X3, the same or different at each occurrence, are selected from CR x ; Y1 to Y4, the same or different at each occurrence, are selected from CR y ; R x , and R y , which may be the same or different at each occurrence, are selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, a cyano group, and combinations thereof; and at least one of X3 to X8 CR x is and R x Cyano is; at least one of Y2 and Y3 CR y is and Ry F is. [3] A metal complex according to claim 1 or 2, wherein the metal complex has a general formula M(La) m (L b ) n (L c ) q has: where the metal M is selected from a metal having a relative atomic mass of more than 40; preferably the metal M, the same or different at each occurrence, is selected from the group consisting of Cu, Ag, Au, Ru, Rh, Pd, Os, Ir and Pt; more preferably M, the same or different at each occurrence, is selected from Pt or Ir; L a , L b and L c a first ligand, a second ligand and a third ligand are coordinated with the metal M, and L c equal to or different from L a or L b where L a , L b and L c may optionally be linked to form a multidentate ligand; m is 1, 2 or 3, n is 0, 1 or 2, q is 0, 1 or 2 and m+n+q corresponds to the oxidation state of M; wherein, when m is greater than or equal to 2, the plurality of L a are the same or different; if n is 2, the two L b are equal or different; if q is 2, the two L c are the same or different; L a and L b , the same or different at each occurrence, are selected from a structure represented by one of the groups consisting of the following: where R a , R b and R c represent, identically or differently at each occurrence, a monosubstitution, a multiple substitution or a non-substitution; X b , the same or different at each occurrence, is selected from the group consisting of: O, S, Se, NR N1 and CR C1 R C2 ; R a , R b , Rc , R N1 , R C1 and R C2, which may be the same or different at each occurrence, are selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms,substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof; neighboring substituents R a , R b , R c , R N1 , R C1 and R C2 may optionally be connected to form a ring. [4] A metal complex according to any one of claims 1 to 3, wherein the metal complex has a structure represented by the formula 2:wherein m is selected from 1, 2 or 3; if m is 1, two L b are the same or different; when m is 2 or 3, the plurality of L a are the same or different; Z is selected from the group consisting of O, S and Se; X3 to X8, the same or different at each occurrence, are selected from CR x ; Y1 to Y4, the same or different at each occurrence, are selected from CR y ; R x , R y and R1 to R8, the same or different at each occurrence, are selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, a cyano group, and combinations thereof; at least one of X3 to X8 CR x is and R x Cyano is; at least one of Y2 and Y3 CR y is and R y F is; and neighboring substituents R x , R y , R1 to R8 may optionally be joined to form a ring. [5] Metal complex according to any one of claims 1 to 4, wherein Z is selected from O or S; preferably Z is 0. [6] Metal complex according to one of claims 1 to 5, wherein Y1 to Y4, identical or different at each occurrence, are selected from CR y and at least one of Y2 and Y3 CR y is and R y F is; if the remainder of Y1 to Y4 are selected from CR y , R y, which may be the same or different at each occurrence, is selected from the group consisting of: hydrogen, deuterium, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, and combinations thereof. [7] A metal complex according to any one of claims 1 to 6, wherein at least one of Y2 and Y3 is CR y is and R y F is when the remainder of Y1 to Y4 are selected from CR y , R y, the same or different at each occurrence, is selected from the group consisting of: hydrogen, deuterium, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted and combinations thereof; preferably when the remainder of Y1 to Y4 is selected from Cr y , R y , the same or different at each occurrence, is selected from the group consisting of: hydrogen, deuterium, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, and combinations thereof; and even more preferably, when the remainder of Y1 to Y4 is selected from CR y , R yis selected from hydrogen, deuterium, methyl, propyl, isopropyl, butyl, t-butyl, isobutyl, pentyl, isopentyl, neopentyl, t-pentyl or a combination thereof; optionally the above groups are partially or fully deuterated. [8] A metal complex according to any one of claims 1 to 6, wherein at least one of Y2 and Y3 is CR y is and R y F is; at least one other of Y1 to Y4 is selected from CR y and at least one R y is selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1 to 10 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 10 ring carbon atoms, substituted or unsubstituted aryl having 6 to 15 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 15 carbon atoms, and combinations thereof. [9] Metal complex according to any one of claims 1 to 6, wherein Y2 is CR y is and Ry Fluorine is; and Y3 CR y is and R y is selected from the group consisting of: deuterium, substituted or unsubstituted alkyl having 1 to 10 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 10 ring carbon atoms, substituted or unsubstituted aryl having 6 to 15 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 15 carbon atoms, and combinations thereof; or Y3 is CR y and R y is fluorine; and Y2 is CR y and R y is selected from the group consisting of: deuterium, substituted or unsubstituted alkyl having 1 to 10 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 10 ring carbon atoms, substituted or unsubstituted aryl having 6 to 15 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 15 carbon atoms, and combinations thereof. [10] Metal complex according to claim 1, wherein X3 to X8, identical or different at each occurrence, are selected from CR x and one of R x Cyano is. [11] A metal complex according to claim 1, wherein at least two of X3 to X8 are CR x are and one of R x Cyano and at least one other R x is selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, and combinations thereof; preferably at least two from X3 to X8 CR x are and one of R x Cyano is, and at least one other R xis selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, and combinations thereof; and particularly preferably at least two from X3 to X8 CR x are one of R x Cyano and at least one other R x is selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1 to 10 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 10 ring carbon atoms, substituted or unsubstituted aryl having 6 to 15 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 15 carbon atoms, and combinations thereof. [12] A metal complex according to any one of claims 1 to 11, wherein at least one of X5 to X8 is CR x and R x Cyano is; preferably X7 CR x is and R x Cyano is; or X8 CR x is and R x Cyano is. [13] The metal complex of claim 4, wherein at least one, two, three or all of R2, R3, R6 and R7 is (are) selected from the group consisting of: deuterium, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, and combinations thereof; preferably at least one, two, three or all of R2, R3, R6 and R7 is (are) selected from the group consisting of: deuterium, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms and combinations thereof; and preferably at least one, two, three or all of R2, R3, R6 and R7 is (are) selected from the group consisting of: deuterium, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, t-butyl, cyclopentyl, cyclohexyl and combinations thereof; optionally the above groups are partially or fully deuterated. [14] Metal complex according to one of claims 1 to 3, wherein L a , identical or different at each occurrence, is selected from the group consisting of: [15] Metal complex according to claim 3 or 14, wherein L b, identical or different at each occurrence, is selected from the group consisting of: [16] A metal complex according to claim 15, wherein the metal complex has a structure Ir(L a )2(L b ), Ir(L a )(L b )2 or Ir(L a )3, where L a , the same or different at each occurrence, is selected from any one, two or three from the group consisting of L a1 to L a652 , L a671 to L a686 and L a711 to L a750 and L b is selected from any one or two of the group consisting of L b1 to L b80 ; wherein the metal complex is preferably selected from the group consisting of metal complex 1 to metal complex 390, wherein metal complex 1 to metal complex 390 have the structure IrL a (L b )2, where the two L b are equal and L a and L bcorrespond to the structures shown in the table below: Metallko mplex L a L b Metallko mplex L a L b Metallko mplex L a L b 1 L a1 L b1 2 L a2 L b1 3 L a13 L b1 4 L a14 L b1 5 L a17 L b1 6 L a18 L b1 7 L a25 L b1 8 L a26 L b1 9 L a57 L b1 10 L a58 L b1 11 L a65 L b1 12 L a66 L b1 13 L a69 L b1 14 L a70 L b1 15 L a73 L b1 16 L a74 L b1 17 L a81 L b1 18 L a82 L b1 19 L a121 L b1 20 L a129 L b1 21 L a165 L b1 22 L a209 L b1 23 L a210 L b1 24 L a253 L b1 25 L a359 L b1 26 L a433 L b1 27 L a477 L b1 28 L a481 L b1 29 L a521 L b1 30 L a525 L b1 31 L a1 L b3 32 L a2 L b3 33 L a13 L b3 34 L a14 L b3 35 L a17 L b3 36 L a18 L b3 37 L a25 L b3 38 L a26 L b3 39 L a57 L b3 40 L a58 L b3 41 L a65 L b3 42 L a66 L b3 43 L a69 L b3 44 L a70 L b3 45 L a73 L b3 46 L a74 L b3 47 L a81 L b3 48 L a82 L b3 49 L a121 L b3 50 L a129 L b3 51 L a165 L b3 52 L a209 L b3 53 L a210 L b3 54 L a253 L b3 55 L a359 L b3 56 L a433 L b3 57 L a477 L b3 58 L a481 L b3 59 L a521 L b3 60 L a525 L b3 61 L a1 L b4 62 L a2 L b4 63 L a13 L b4 64 L a14 L b4 65 L a17 L b4 66 L a18 L b4 67 L a25 L b4 68 L a26 L b4 69 L a57 L b4 70 L a58 L b4 71 L a65 L b4 72 L a66 L b4 73 L a69 L b4 74 L a70 L b4 75 L a73 L b4 76 L a74 L b4 77 L a81 L b4 78 L a82 L b4 79 L a121 L b4 80 L a129 L b4 81 L a165 L b4 82 L a209 L b4 83 L a210 L b4 84 L a253 L b4 85 L a359 L b4 86 L a433 L b4 87 L a477 L b4 88 L a481 L b4 89 L a521 L b4 90 L a525 L b4 91 L a1 L b8 92 L a2 L b8 93 L a13 L b8 94 L a14 L b8 95 L a17 L b8 96 L a18 L b8 97 L a25 L b8 98 L a26 L b8 99 L a57 L b8 100 L a58 L b8 101 L a65 L b8 102 L a66 L b8 103 L a69 L b8 104 L a70 L b8 105 L a73 L b8 106 L a74 L b8 107 L a81 L b8 108 L a82 L b8 109 L a121 L b8 110 L a129 L b8 111 L a165 L b8 112 L a209 L b8 113 L a210 L b8 114 L a253 L b8 115 L a359 L b8 116 L a433 L b8 117 L a477 L b8 118 L a481 L b8 119 L a521 L b8 120 L a525 L b8 121 L a1 L b19 122 L a2 L b19 123 L a13 L b19 124 L a14 L b19 125 L a17 L b19 126 L a18 L b19 127 L a25 L b19 128 L a26 L b19 129 L a57 L b19 130 L a58 L b19 131 L a65 L b19 132 L a66 L b19 133 L a69 L b19 134 L a70 L b19 135 L a73 L b19 136 L a74 L b19 137 L a81 L b19 138 L a82 L b19 139 L a121 L b19 140 L a129 L b19 141 L a165 L b19 142 L a209 L b19 143 L a210 L b19 144 L a253 L b19 145 L a359 L b19 146 L a433 L b19 147 L a477 L b19 148 L a481 L b19 149 L a521 L b19 150 L a525 L b19 151 L a1 L b21 152 L a2 L b21 153 L a13 L b21 154 L a14 L b21 155 L a17 L b21 156 L a18 L b21 157 L a25 L b21 158 L a26 L b21 159 L a57 L b21 160 L a58 L b21 161 L a65 L b21 162 L a66 L b21 163 L a69 L b21 164 L a70 L b21 165 L a73 L b21 166 L a74 L b21 167 L a81 L b21 168 L a82 L b21 169 L a121 L b21 170 L a129 L b21 171 L a165 L b21 172 L a209 L b21 173 L a210 L b21 174 L a253 L b21 175 L a359 L b21 176 L a433 L b21 177 L a477 L b21 178 L a481 L b21 179 L a521 L b21 180 L a525 L b21 181 L a1 L b22 182 L a2 L b22 183 L a13 L b22 184 L a14 L b22 185 L a17 L b22 186 L a18 L b22 187 L a25 L b22 188 L a26 L b22 189 L a57 L b22 190 L a58 L b22 191 L a65 L b22 192 L a66 L b22 193 L a69 L b22 194 L a70 L b22 195 L a73 L b22 196 L a74 L b22 197 L a81 L b22 198 L a82 L b22 199 L a121 L b22 200 L a129 L b22 201 L a165 L b22 202 L a209 L b22 203 L a210 L b22 204 L a253 L b22 205 L a359 L b22 206 L a433 L b22 207 L a477 L b22 208 L a481 L b22 209 L a521 L b22 210 L a525 L b22 211 L a1 L b57 212 L a2 L b57 213 L a13 L b57 214 L a14 L b57 215 L a17 L b57 216 L a18 L b57 217 L a25 L b57 218 L a26 L b57 219 L a57 L b57 220 L a58 L b57 221 L a65 L b57 222 L a66 L b57 223 L a69 L b57 224 L a70 L b57 225 L a73 L b57 226 L a74 L b57 227 L a81 L b57 228 L a82 L b57 229 L a121 L b57 230 L a129 L b57 231 L a165 L b57 232 L a209 L b57 233 L a210 L b57 234 L a253 L b57 235 L a359 L b57 236 L a433 L b57 237 L a477 L b57 238 L a481 L b57 239 L a521 L b57 240 L a525 L b57 241 L a1 L b58 242 L a2 L b58 243 L a13 L b58 244 L a14 L b58 245 L a17 L b58 246 L a18 L b58 247 L a25 L b58 248 L a26 L b58 249 L a57 L b58 250 L a58 L b58 251 L a65 L b58 252 L a66 L b58 253 L a69 L b58 254 L a70 L b58 255 L a73 L b58 256 L a74 L b58 257 L a81 L b58 258 L a82 L b58 259 L a121 L b58 260 L a129 L b58 261 L a165 L b58 262 L a209 L b58 263 L a210 L b58 264 L a253 L b58 265 L a359 L b58 266 L a433 L b58 267 L a477 L b58 268 L a481 L b58 269 L a521 L b58 270 L a525 L b58 271 L a1 L b459 272 L a2 L b459 273 L a13 L b459 274 L a14 L b459 275 L a17 L b459 276 L a18 L b459 277 L a25 L b459 278 L a26 L b459 279 L a57 L b459 280 L a58 L b459 281 L a65 L b459 282 L a66 L b459 283 L a69 L b459 284 L a70 L b459 285 L a73 L b459 286 L a74 L b459 287 L a81 L b459 288 L a82 L b459 289 L a121 L b459 290 L a129 L b459 291 L a165 L b459 292 L a209 L b459 293 L a210 L b459 294 L a253 L b459 295 L a359 L b459 296 L a433 L b459 297 L a477 L b459 298 L a481 L b459 299 L a521 L b459 300 L a525 L b459 301 L a1 L b60 302 L a2 L b60 303 L a13 L b60 304 L a14 L b60 305 L a17 L b60 306 L a18 L b60 307 L a25 L b60 308 L a26 L b60 309 L a57 L b60 310 L a58 L b60 311 L a65 L b60 312 L a66 L b60 313 L a69 L b60 314 L a70 L b60 315 L a73 L b60 316 L a74 L b60 317 L a81 L b60 318 L a82 L b60 319 L a121 L b60 320 L a129 L b60 321 L a165 L b60 322 L a209 L b60 323 L a210 L b60 324 L a253 L b60 325 L a359 L b60 326 L a433 L b60 327 L a477 L b60 328 L a481 L b60 329 L a521 L b60 330 L a525 L b60 331 L a1 L b61 332 L a2 L b61 333 L a13 L b61 334 L a14 L b61 335 L a17 L b61 336 L a18 L b61 337 L a25 L b61 338 L a26 L b61 339 L a57 L b61 340 L a58 L b61 341 L a65 L b61 342 L a66 L b61 343 L a69 L b61 344 L a70 L b61 345 L a73 L b61 346 L a74 L b61 347 L a81 L b61 348 L a82 L b61 349 L a121 L b61 350 L a129 L b61 351 L a165 L b61 352 L a209 L b61 353 L a210 L b61 354 L a253 L b61 355 L a359 L b61 356 L a433 L b61 357 L a477 L b61 358 L a481 L b61 359 L a521 L b61 360 L a525 L b61 361 L a1 L b79 362 L a2 L b79 363 L a13 L b79 364 L a14 L b79 365 L a17 L b79 366 L a18 L b79 367 L a25 L b79 368 L a26 L b79 369 L a57 L b79 370 L a58 L b79 371 L a65 L b79 372 L a66 L b79 373 L a69 L b79 374 L a70 L b79 375 L a73 L b79 376 L a74 L b79 377 L a81 L b79 378 L a82 L b79 379 L a121 L b79 380 L a129 L b79 381 L a165 L b79 382 L a209 L b79 383 L a210 L b79 384 L a253 L b79 385 L a359 L b79 386 L a433 L b79 387 L a477 L b79 388 L a481 L b79 389 L a521 L b79 390 L a525 L b79 [17] Electroluminescent device comprising: an anode, a cathode and an organic layer disposed between the anode and the cathode, wherein at least one layer of the organic layer contains the metal complex according to any one of claims 1 to 16. [18] The electroluminescent device according to claim 17, wherein the organic layer containing the metal complex is a light-emitting layer. [19] The electroluminescent device according to claim 18, wherein the light-emitting layer emits green light. [20] The electroluminescent device of claim 18, wherein the light-emitting layer further contains at least a first host compound; preferably the light-emitting layer contains at least two host compounds; more preferably, at least one of the host compounds comprises at least one chemical group selected from the group consisting of: benzene, pyridine, pyrimidine, triazine, carbazole, azacarbazole, indolocarbazole, dibenzothiophene, aza-dibenzothiophene, dibenzofuran, azadibenzofuran, dibenzoselenophene, triphenylene, azatriphenylene, fluorene, silafluorene, naphthalene, quinoline, isoquinoline, quinazoline, quinoxaline, phenanthrene, azaphenanthrene, and combinations thereof. [21] The electroluminescent device of claim 20, wherein the first host compound has a structure represented by formula 3: where L x, which may be the same or different at each occurrence, is selected from a single bond, substituted or unsubstituted alkylene having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkylene having 3 to 20 carbon atoms, substituted or unsubstituted arylene having 6 to 20 carbon atoms, substituted or unsubstituted heteroarylene having 3 to 20 carbon atoms, or a combination thereof; V, the same or different at each occurrence, is selected from C, CR v or N, and at least one of VC and with L x is connected; U, the same or different at each occurrence, is selected from C, CR u or N, and at least one of UC and with L x is connected; R v and R u, which may be the same or different at each occurrence, are selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms,substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof; Ar1 is identical or different at each occurrence and is selected from substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, or a combination thereof; and neighboring substituents R v and R u may optionally be joined together to form a ring; preferably the first host compound has a structure represented by one of the formulas 3-a to 3-j: [22] The electroluminescent device according to claim 20, wherein the metal complex is doped into the first host compound and the second host compound, and the weight of the metal complex accounts for 1% to 30% of the total weight of the light-emitting layer; preferably, the weight of the metal complex accounts for 3% to 13% of the total weight of the light-emitting layer. [23] A compound composition containing the metal complex according to any one of claims 1 to 16.

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