Organic electroluminescent material and device thereof

Abstract

An organic electroluminescent material and a device thereof are disclosed. The organic electroluminescent material contains a metal M and at least one C^N bidentate ligand La coordinated with the metal M, and the maximum emission wavelength of the photoluminescence spectrum at room temperature is greater than or equal to 410 nm and less than or equal to 700 nm, and the emission spectrum area ratio is less than or equal to 0.145. The metal complex of the present invention has a significant advantage in organic electroluminescent devices, particularly an improvement in device efficiency. An organic electroluminescent device containing the metal complex and a combination of compounds containing the metal complex are further disclosed.

Description

Technology Field

[0001] The present invention relates to compounds used in organic electronic devices, such as organic light-emitting diodes. In particular, the invention relates to metal complexes, wherein the metal complex comprises a metal M and at least one C^N bidentate ligand L coordinated with the metal M. a It contains, and the maximum emission wavelength of the photoluminescence spectrum at room temperature is greater than or equal to 410 nm and less than or equal to 700 nm, and the area ratio of the emission spectrum is less than or equal to 0.145. Furthermore, it relates to an organic electroluminescent device containing the said metal complex and a combination of compounds. Background Technology

[0002] Organic electronic devices include, but are not limited to, 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 photodetectors, organic photoreceptors, organic field-effect devices (OFQDs), light-emitting electrochemical cells (LECs), organic laser diodes, and organic plasma light-emitting devices.

[0003] In 1987, Tang and Van Slyke of Eastman Kodak reported a two-layer organic electroluminescent device comprising an arylamine hole transport layer and a tris-8-hydroxyquinoline aluminum layer as the electron transport layer and emissive layer (Applied Physics Letters, 1987, 51(12): 913-915). When a bias is applied to the device, green light is emitted from the device. This invention laid the foundation for the development of modern organic light-emitting diodes (OLEDs). The most advanced OLEDs may include multiple layers, such as a charge injection and transport layer, a charge and exciton blocking layer, and one or more emissive layers between the cathode and anode. Because OLEDs are self-emissive solid-state devices, they offer tremendous potential for display and lighting applications. In addition, the inherent properties of organic materials (e.g., their flexibility) make them suitable for special applications (e.g., manufacturing on flexible substrates).

[0004] OLEDs can be classified into three different types based on their light emission mechanisms. The OLED invented by Tang and van Slyke is a fluorescent OLED. It utilizes only singlet-state emission. Triplet states generated in the device are wasted through non-radiative decay channels. Consequently, the internal quantum efficiency (IQE) of fluorescent OLEDs is only 25%. This limitation hinders the commercialization of OLEDs. In 1997, Forrest and Thompson reported a phosphorescent OLED that uses triplet-state emission from complex-containing heavy metals as the emitter. Thus, since both singlet and triplet states can be obtained, an IQE of 100% can be achieved. Due to its high efficiency, the discovery and development of phosphorescent OLEDs have made a direct contribution to the commercialization of active matrix OLEDs (AMOLEDs). Recently, Adachi achieved high efficiency through thermally activated delayed fluorescence (TADF) of organic compounds. These emitters are provided with a small singlet-triplet state gap so that excitons can return from the triplet state to the singlet state. In TADF devices, triplet state excitons can generate singlet state excitons through reverse intersystem crossing, thereby achieving high IQE.

[0005] OLEDs can also be classified into low-molecular-weight and high-molecular-weight OLEDs depending on the form of the materials used. Low-molecular-weight materials refer to any organic or organometallic materials that are not polymers. If they possess a precise structure, the molecular weight of low-molecular-weight materials can be very large. Dendritic polymers with a clear structure are considered small molecules. High-molecular-weight OLEDs include conjugated polymers and non-conjugated polymers equipped with pendant emitting groups. If post-polymerization occurs during the manufacturing process, low-molecular-weight OLEDs can be transformed into high-molecular-weight OLEDs.

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

[0007] The emission color of an OLED can be realized through the structural design of the light-emitting material. OLEDs may include a single or multiple light-emitting layers to realize a desired spectrum. In green, yellow, and red OLEDs, phosphorescent materials have already been successfully commercialized. However, blue phosphorescent devices still face issues such as blue desaturation, short device lifespan, and high operating voltage. Commercial full-color OLED displays typically employ a mixed strategy using blue fluorescence and phosphorescent yellow or red and green. Currently, the problem of phosphorescent OLED efficiency rapidly decreasing at high brightness levels still persists. Furthermore, there is a desire to achieve a more saturated emission spectrum, higher efficiency, and a longer device lifespan.

[0008] The luminous efficiency of an OLED is a critical parameter in evaluating the performance of OLED light-emitting materials. Currently, aside from predicting the high or low efficiency of OLED light-emitting materials with identical or similar frameworks by comparing the transition dipole moment lengths of OLED light-emitting materials with identical or similar frameworks that have already been disclosed or reported, there is no other more effective method to determine the luminous efficiency of an OLED device based on the simple physical characteristics of the OLED light-emitting material. The problem to be solved

[0009] The present application discloses a metal complex with an emission spectral area ratio smaller than 0.145, and this type of metal complex has a higher device efficiency compared to a metal complex with an emission spectral area ratio larger than 0.145. Through research, the inventors of the present application have discovered that in the emission spectrum of a single light-emitting material, the smaller the emission spectral area ratio, the more concentrated the photon energy distribution becomes, which is advantageous for the device to have a higher emission efficiency. means of solving the problem

[0010] According to one embodiment of the present invention, a metal complex is disclosed, wherein the maximum emission wavelength of the photoluminescence spectrum at room temperature is greater than or equal to 410 nm and less than or equal to 700 nm;

[0011] When the maximum emission wavelength is λ1 and 410 nm ≤ λ1 < 500 nm, the emission spectral area ratio is AR1 and AR1 ≤ 0.145;

[0012] When the maximum emission wavelength is λ2 and 500 nm ≤ λ2 < 580 nm, the emission spectral area ratio is AR2 and AR2 ≤ 0.145;

[0013] When the maximum emission wavelength is λ3 and 580 nm ≤ λ3 ≤ 700 nm, the emission spectral area ratio is AR3 and AR3 ≤ 0.145;

[0014] The above metal complex has an emission intensity less than or equal to 0.2 at wavelengths of 380 nm and 780 nm;

[0015] The above metal complex comprises a metal M and at least one C^N bidentate ligand L coordinated with the metal M. a Contains;

[0016] Metal M is selected from metals with a relative atomic mass greater than 40;

[0017] The above ligand L a It contains at least two directly connected rings A and B;

[0018] The above ring A is selected from a substituted or unsubstituted heteroaromatic ring having 5 to 6 ring atoms, which may be the same or different each time it appears;

[0019] The above ring B is selected from a benzene ring that is identical or differently substituted or unsubstituted whenever it appears, or a substituted or unsubstituted heteroaromatic ring having 5 to 6 ring atoms;

[0020] Ring A is connected to the metal through a metal-nitrogen bond;

[0021] Ring B is connected to the metal through a metal-carbon bond;

[0022] Adjacent substituents in ring A and ring B can be arbitrarily connected to form a ring.

[0023] According to another embodiment of the present invention, an electroluminescent device is further disclosed, comprising an anode, a cathode, and an organic layer disposed between the anode and the cathode; wherein at least one layer of the organic layer contains a metal complex according to the embodiment.

[0024] According to another embodiment of the present invention, a compound combination is further disclosed, which contains a metal complex according to the above embodiment.

[0025] The present invention discloses a metal complex, wherein the metal complex comprises a metal M and at least one C^N bidentate ligand L coordinated with the metal M. a The metal complex contains, wherein the emission intensity at wavelengths of 380 nm and 780 nm is less than or equal to 0.2, the maximum emission wavelength of the photoluminescence spectrum at room temperature is greater than or equal to 410 nm and less than or equal to 700 nm, and the emission spectrum area ratio is less than or equal to 0.145. Such a novel compound can be applied to an electroluminescent device to obtain excellent device performance, particularly an improvement in device efficiency. Brief explanation of the drawing

[0026] FIG. 1 is a schematic diagram of an organic light-emitting device that may contain a combination of metal complexes and compounds disclosed in the text. FIG. 2 is a schematic diagram of another organic light-emitting device that may contain the combination of metal complexes and compounds disclosed in the text. Figure 3 is a photoluminescence spectrum diagram after normalization. Specific details for implementing the invention

[0027] OLEDs can be manufactured on various types of substrates (e.g., glass, plastic, and metal). FIG. 1 schematically and non-limitingly illustrates an organic light-emitting device (100). The drawings are not necessarily drawn in proportion, and some layer structures in the drawings may be omitted as necessary. The device (100) may include a substrate (101), an anode (110), a hole injection layer (120), a hole transport layer (130), an electron blocking layer (140), a light-emitting layer (150), a hole blocking layer (160), an electron transport layer (170), an electron injection layer (180), and a cathode (190). The device (100) may be manufactured by sequentially depositing the described layers. The properties and functions of each layer and exemplary materials are described in more detail in column 6-10 of U.S. Patent US7,279,704B2, the entire contents of which are incorporated by reference into this application.

[0028] Each layer in these layers has more examples. An example is the flexible and transparent substrate-anode combination disclosed in U.S. Patent No. 5,844,363, combined by quoting the full text. An example of a p-doped hole transport layer is m-MTDATA doped with F4-TCNQ in a 50:1 molar ratio, as disclosed in U.S. Patent Application Publication No. 2003 / 0230980, combined by quoting the full text. An example of a host material is disclosed in U.S. Patent No. 6303238 (granted to Thompson et al.), combined by quoting the full text. An example of an n-doped electron transport layer is BPhen doped with Li in a 1:1 molar ratio, as disclosed in U.S. Patent Application Publication No. 2003 / 0230980, combined by quoting the full text. U.S. Patents No. 5703436 and No. 5707745, combined by quoting the full text, disclose examples of cathodes, which include composite cathodes having a metal thin layer such as Mg:Ag and an overlying transparent, conductive, sputter-deposited ITO layer. U.S. Patent No. 6097147 and U.S. Patent Application Publication No. 2003 / 0230980, combined by quoting the full text, describe in more detail the principles and uses of a blocking layer. U.S. Patent Application Publication No. 2004 / 0174116, combined by quoting the full text, provides examples of an injection layer. A description of a protective layer can be found in U.S. Patent Application Publication No. 2004 / 0174116, combined by quoting the full text.

[0029] The above-described hierarchical structure is provided through non-limiting embodiments. The function of the OLED can be implemented by combining the various types of layers described above, or some layers may be completely omitted. It may further include other layers not explicitly described. Optimal performance can be achieved by using a single material or a mixture of various materials within each layer. Any functional layer may include multiple sub-layers. For example, the light-emitting layer may have two layers of different light-emitting materials to achieve a desired light emission spectrum.

[0030] In one embodiment, the OLED may be described as having an "organic layer" disposed between a cathode and an anode. The organic layer may include one or more layers.

[0031] OLEDs also require an encapsulation layer, and in FIG. 2, an organic light-emitting device (200) is schematically and indefinitely illustrated. The difference from FIG. 1 is that an encapsulation layer (102) is further included on the cathode (190) to prevent harmful substances (e.g., moisture and oxygen) from the environment. Any material capable of providing encapsulation function can be used as the encapsulation layer (e.g., glass or an organic-inorganic mixed layer). The encapsulation layer must be placed directly or indirectly on the outside of the OLED device. Multi-thin film encapsulation is described in U.S. Patent US7968146B2, the entire contents of which are incorporated by reference in this application.

[0032] A device manufactured according to an embodiment of the present invention may be integrated into various types of consumer goods having one or more electronic component modules (or units) of said device. Some examples of such consumer goods include flat panel displays, monitors, medical monitors, televisions, billboards, indoor or outdoor lighting and / or signal emitters, head-up displays, displays that are entirely transparent or partially transparent, flexible displays, smartphones, tablets, tablet phones, wearable devices, smartwatches, laptop computers, digital cameras, camcorders, viewfinders, micro-displays, 3-D displays, vehicle displays, and taillights.

[0033] The materials and structures described in the text may also be used in other organic electronic devices listed above.

[0034] As used in the text, "top" means the position furthest from the substrate, and "bottom" means the position closest to the substrate. When it is described that the first layer is "placed" on the second layer, the first layer is placed so as to be relatively far from the substrate. Unless it is specified that the first layer "and" the second layer are "in contact," other layers may exist between the first layer and the second layer. For example, even if various types of organic layers exist between the cathode and the anode, it can still be described that the cathode is "placed" on the anode.

[0035] As used in the text, "solution treatable" means that it can be dissolved, dispersed, or transported in a liquid medium in the form of a solution or suspension, and / or can be precipitated from a liquid medium.

[0036] If a ligand is considered to act directly on the photosensitivity of a luminescent material, the ligand can be referred to as a "photosensitive ligand." If a ligand is considered not to act on the photosensitivity of a luminescent material, the ligand can be referred to as an "auxiliary ligand," which can modify the properties of the photosensitive ligand.

[0037] The internal quantum efficiency (IQE) of fluorescent OLEDs is believed to be able to exceed the 25% spin statistics limit through delayed fluorescence. Delayed fluorescence can generally be divided into two types: P-type delayed fluorescence and E-type delayed fluorescence. P-type delayed fluorescence is generated by triplet-triplet annihilation (TTA).

[0038] In another aspect, E-type delayed fluorescence does not rely on collisions between two triplet states, but rather on transitions between the triplet state and the singlet-excited state. Compounds capable of generating E-type delayed fluorescence must possess a very small singlet-triplet gap to facilitate transitions between energy states. Thermal energy can activate the transition from the triplet state to the singlet state. This type of delayed fluorescence is also referred to as thermally activated delayed fluorescence (TADF). A notable characteristic of TADF is that the delay factor increases with increasing temperature. If the rate of reverse intersystem crossing (RISC) is sufficiently fast to minimize non-radiative decay caused by the triplet state, the proportion of back-filled singlet-excited states can reach 75%. The total proportion of singlet states can be 100%, which far exceeds 25% of the spin statistics of excitons generated by the electric field.

[0039] The characteristics of E-type delayed fluorescence can be found in exciplex systems or single compounds. Unbound by theory, E-type delayed fluorescence occurs when the emitting material has a small energy gap between singlet and triplet states. It is considered that it must possess ). Organic co-receptor luminescent materials containing nonmetals have the potential to realize these characteristics. The emission of such materials is generally characterized as co-receptor charge transfer (CT) type emission. In these co-receptor type compounds, the spatial separation of HOMO and LUMO is generally small It generates. This state may include a CT state. Generally, a co-worker-acceptor luminescent material is constructed by connecting an electron co-worker portion (e.g., an amino group or a carbazole derivative) and an electron acceptor portion (e.g., a six-membered aromatic ring containing N).

[0040] Regarding the definition of substituent terms,

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

[0042] The alkyl group includes straight-chain alkyl groups and branched alkyl groups as used in the text. The alkyl group may be an alkyl group having 1 to 20 carbon atoms, preferably an alkyl group having 1 to 12 carbon atoms, and more preferably an alkyl group having 1 to 6 carbon atoms. Examples of alkyl groups include methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, t-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl, n-dodecyl, n-tridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, n-heptadecyl, n-octadecyl, neopentyl, 1-methylpentyl, 2-methylpentyl, 1-pentylhexyl, 1-butylpentyl, 1-heptyloctyl, and 3-methylpentyl groups. In the above, methyl, ethyl, propyl, isopropyl, n-butyl, secondary butyl, isobutyl, t-butyl, n-pentyl, neopentyl, and n-hexyl groups are preferred. Additionally, alkyl groups may be optionally substituted.

[0043] The cycloalkyl group comprises a cyclic alkyl group as used herein. The cycloalkyl group may be a cycloalkyl group having 3 to 20 ring carbon atoms, and a cycloalkyl group having 4 to 10 carbon atoms is preferred. Examples of cycloalkyl groups include a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a 4-methylcyclohexyl group, a 4,4-dimethylcyclohexyl group, a 1-adamantyl group, a 2-adamantyl group, a 1-norbornyl group, a 2-norbornyl group, etc. Among the above, a cyclopentyl group, a cyclohexyl group, a 4-methylcyclohexyl group, and a 4,4-dimethylcyclohexyl group are preferred. Additionally, the cycloalkyl group may be optionally substituted.

[0044] The heteroalkyl group is as used herein, and the heteroalkyl group comprises a group formed by substituting one or more carbons in the alkyl group chain with a heteroatom 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. The heteroalkyl group may be a heteroalkyl group having 1 to 20 carbon atoms, a heteroalkyl group having 1 to 10 carbon atoms is preferred, and a heteroalkyl group having 1 to 6 carbon atoms is more preferred. Examples of heteroalkyl groups include methoxymethyl group, ethoxymethyl group, ethoxyethyl group, methylthiomethyl group, ethylthiomethyl group, ethylthioethyl group, methoxymethoxymethyl group, ethoxymethoxymethyl group, ethoxyethoxyethyl group, hydroxymethyl group, hydroxyethyl group, hydroxypropyl group, sulfanylmethyl group, sulfanylethyl group, sulfanylpropyl group, aminomethyl group, aminoethyl group, aminopropyl group, dimethylaminomethyl group, trimethylgermanylmethyl group, trimethylgermanylethyl group, trimethylgermanylisopropyl group, dimethylethylgermanylmethyl group, dimethylisopropylgermanylmethyl group, tert-butyldimethylgermanylmethyl group, triethylgermanylmethyl group, triethylgermanylethyl group, triisopropylgermanylmethyl group, It includes triisopropylgermanylethyl group, trimethylsilylmethyl group, trimethylsilylethyl group, trimethylsilylisopropyl group, triisopropylsilylmethyl group, and triisopropylsilylethyl group. Additionally, heteroalkyl groups may be optionally substituted.

[0045] As used in the text, alkenyl groups include straight-chain olefin groups, branched olefin groups, and cyclic olefin groups. The alkenyl group may be an alkenyl group having 2 to 20 carbon atoms, and preferably an alkenyl group having 2 to 10 carbon atoms. Examples of alkenyl groups include vinyl group, propenyl group, 1-butenyl group, 2-butenyl group, 3-butenyl group, 1,3-butadienyl group, 1-methylvinyl group, styryl group, 2,2-diphenylvinyl group, 1,2-diphenylvinyl group, 1-methylallyl group, 1,1-dimethylallyl group, 2-methylallyl group, 1-phenylallyl group, 2-phenylallyl group, 3-phenylallyl group, 3,3-diphenylallyl group, 1,2-dimethylallyl group, 1-phenyl-1-butenyl group, 3-phenyl-1-butenyl group, cyclopentenyl group, cyclopentadienyl group, cyclohexenyl group, cycloheptenyl group, cycloheptatrienyl group, cyclooctenyl group. It includes a cyclooctatetraenyl group and a norbornenyl group. Additionally, the alkenyl group may be optionally substituted.

[0046] The alkynyl group includes a straight-chain alkynyl group as used in the text. The alkynyl group may be an alkynyl group containing 2 to 20 carbon atoms, and preferably an alkynyl group having 2 to 10 carbon atoms. Examples of alkynyl groups include an ethynyl group, a propynyl group, a propagyl group, a 1-butynyl group, a 2-butynyl group, a 3-butynyl group, a 1-pentynyl group, a 2-pentynyl group, a 3,3-dimethyl-1-butynyl group, a 3-ethyl-3-methyl-1-pentynyl group, a 3,3-diisopropyl1-pentynyl group, a phenylethynyl group, a phenylpropynyl group, etc. In the above, an ethynyl group, a propynyl group, a propagyl group, a 1-butynyl group, a 2-butynyl group, a 3-butynyl group, a 1-pentynyl group, and a phenylethynyl group are preferred. Additionally, an alkynyl group may be optionally substituted.

[0047] Aryl groups or aromatic groups are considered as condensed systems and non-condensed systems as used in the text. An aryl group may be an aryl group having 6 to 30 carbon atoms, preferably an aryl group having 6 to 20 carbon atoms, and more preferably an aryl group having 6 to 12 carbon atoms. Examples of aryl groups include phenyl groups, biphenyl groups, terphenyl groups, triphenylene groups, tetraphenylene groups, naphthyl groups, anthracene groups, phenalene groups, phenanthrene groups, fluorene groups, pyrene groups, chrysene groups, perylene groups, and azulene groups, and preferably include phenyl groups, biphenyl groups, terphenyl groups, triphenylene groups, fluorene groups, and naphthalene groups. Examples of non-fusion aryl groups include phenyl group, biphenyl-2-yl group, biphenyl-3-yl group, biphenyl-4-yl group, p-terphenyl-4-yl group, p-terphenyl-3-yl group, p-terphenyl-2-yl group, m-terphenyl-4-yl group, m-terphenyl-3-yl group, m-terphenyl-2-yl group, o-tolyl group, m-tolyl group, p-tolyl group, p-(2-phenylpropyl)phenyl group, 4'-methylbiphenylyl group, 4''-tertbutyl group-p-terphenyl-4-yl group, o-cumenyl group, m-cumenyl group, p-cumenyl group, 2,3-xylyl group, 3,4-xylyl group, 2,5-xylyl group, mesityl group, and m-quaterphenyl group. In addition, aryl groups can be arbitrarily substituted.

[0048] As used herein, a heterocyclic or heterocyclile group is considered a non-aromatic cyclic group. A non-aromatic heterocyclic group comprises a saturated heterocyclic group having 3 to 20 ring atoms and an unsaturated non-aromatic heterocyclic group having 3 to 20 ring atoms, wherein at least one ring atom is selected from the group consisting of nitrogen, oxygen, sulfur, selenium, silicon, phosphorus, germanium, and boron atoms, and a preferred non-aromatic heterocyclic group comprises 3 to 7 ring atoms and comprises at least one heteroatom such as nitrogen, oxygen, silicon, or sulfur. Examples of non-aromatic heterocyclic groups include the oxiranyl group, oxetanyl group, tetrahydrofuran group, tetrahydropyran group, dioxolane group, dioxane group, aziridinyl group, dihydropyrrole group, tetrahydropyrrole group, piperidine group, oxazolidinyl group, morpholino group, piperazinyl group, oxepine group, thiepine group, azepine group, and tetrahydrosilole group. Additionally, heterocyclic groups may be optionally substituted.

[0049] As used herein, a heteroaryl group comprises a non-fused and fused heteroaromatic group that may contain 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. An isoaryl group also refers to a heteroaryl group. A heteroaryl group may be a heteroaryl group having 3 to 30 carbon atoms, preferably a heteroaryl group having 3 to 20 carbon atoms, and more preferably a heteroaryl group having 3 to 12 carbon atoms. Suitable heteroaryl groups include dibenzothiophene, dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoselenophene, carbazole, indolocarbazole, pyridine indole, pyrrolopyridine, pyrazol, 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 group, quinazolin, quinoxaline, naphthiridine, phthalazine, pteridine, xanthene, acridine, phenazine, phenothiazine,It includes a benzofuranopyridine group, a furanodipyridine group, a benzothienopyridine group, a thienodipyridine group, a benzoselenophenopyridine group, a selenophenodipyridine group, and preferably includes a dibenzothiophen group, a dibenzofuran group, a dibenzoselenophenophen group, a carbazole group, an indolocarbazole group, an imidazole group, a pyridine group, a triazine group, a benzimidazole group, a 1,2-azaborane group, a 1,3-azaborane group, a 1,4-azaborane group, a borazine group, and aza analogs thereof. In addition, the heteroaryl group can be arbitrarily substituted.

[0050] The alkoxy group is represented as an -O-alkyl group, -O-cycloalkyl group, -O-heteroalkyl group, or -O-heterocyclic group as used in the text. Examples and preferred examples of alkyl groups, cycloalkyl groups, heteroalkyl groups, and heterocyclic groups are as described above. The alkoxy group may be an alkoxy group having 1 to 20 carbon atoms, and preferably an alkoxy group having 1 to 6 carbon atoms. Examples of alkoxy groups include a methoxy group, an ethoxy group, a propoxy group, a butoxy group, a pentyloxy group, a hexyloxy group, a cyclopropyloxy group, a cyclobutyloxy group, a cyclopentyloxy group, a cyclohexyloxy group, a tetrahydrofuranyloxy group, a tetrahydropyranyloxy group, a methoxypropyloxy group, an ethoxyethyloxy group, a methoxymethyloxy group, and an ethoxymethyloxy group. In addition, the alkoxy group can be arbitrarily substituted.

[0051] The aryloxy group is represented as an -O-aryl group or an -O-heteroaryl group as used in the text. Examples and preferred examples of aryl groups and heteroaryl groups are as described above. The aryloxy group may be an aryloxy group having 6 to 30 carbon atoms, and preferably an aryloxy group having 6 to 20 carbon atoms. Examples of aryloxy groups include phenoxy groups and biphenyloxy groups. Additionally, the aryloxy group may be optionally substituted.

[0052] An arylkyl group includes an alkyl group substituted with an aryl group as used herein. The arylkyl group may be an arylkyl group having 7 to 30 carbon atoms, preferably an arylkyl group having 7 to 20 carbon atoms, and more preferably an arylkyl group having 7 to 13 carbon atoms. Examples of aralkyl groups include benzyl group, 1-phenylethyl group, 2-phenylethyl group, 1-phenylisopropyl group, 2-phenylisopropyl group, phenyl t-butyl group, α-naphthylmethyl group, 1-α-naphthyl-ethyl group, 2-α-naphthylethyl group, 1-α-naphthylisopropyl group, 2-α-naphthylisopropyl group, β-naphthylmethyl group, 1-β-naphthyl-ethyl group, 2-β-naphthyl-ethyl group, 1-β-naphthylisopropyl group, 2-β-naphthylisopropyl group, p-methylbenzyl group, m-methylbenzyl group, o-methylbenzyl group, p-chlorobenzyl group, m-chlorobenzyl group, o-chlorobenzyl group, p-bromobenzyl group, m-bromobenzyl group, It includes an o-bromobenzyl group, a p-iodobenzyl group, an m-iodobenzyl group, an o-iodobenzyl group, a p-hydroxybenzyl group, an m-hydroxybenzyl group, an o-hydroxybenzyl group, an p-aminobenzyl group, an m-aminobenzyl group, an o-aminobenzyl group, an p-nitrobenzyl group, an m-nitrobenzyl group, an o-nitrobenzyl group, an p-cyanobenzyl group, an m-cyanobenzyl group, an o-cyanobenzyl group, a 1-hydroxy-2-phenylisopropyl group, and a 1-chloro-2-phenylisopropyl group. In the above, a benzyl group, a p-cyanobenzyl group, an m-cyanobenzyl group, an o-cyanobenzyl group, a 1-phenylethyl group, a 2-phenylethyl group, a 1-phenylisopropyl group, and a 2-phenylisopropyl group are preferred. In addition, Aralkilgi can be arbitrarily substituted.

[0053] The alkylsilyl group comprises a silyl group substituted with an alkyl group as used in the text. The alkylsilyl group may be an alkylsilyl group having 3 to 20 carbon atoms, and preferably an alkylsilyl group having 3 to 10 carbon atoms. Examples of alkylsilyl groups include trimethylsilyl, triethylsilyl, methyldiethylsilyl, ethyldimethylsilyl, tripropylsilyl, tribubutylsilyl, triisopropylsilyl, methyldiisopropylsilyl, dimethylisopropylsilyl, tri-t-butylsilyl, triisobutylsilyl, dimethyl-t-butylsilyl, and methyl-di-t-butylsilyl. Additionally, the alkylsilyl group may be optionally substituted.

[0054] The arylsilyl group comprises a silyl group substituted with at least one aryl group as used herein. The arylsilyl group may be an arylsilyl group having 6 to 30 carbon atoms, and preferably an arylsilyl group having 8 to 20 carbon atoms. Examples of arylsilyl groups include triphenylsilyl, phenyldibiphenylsilyl, diphenylbiphenylsilyl, phenyldiethylsilyl, diphenylethylsilyl, phenyldimethylsilyl, diphenylmethylsilyl, phenyldiisopropylsilyl, diphenylisopropylsilyl, diphenylbutylsilyl, diphenylisobutylsilyl, and diphenyl-t-butylsilyl. Additionally, the arylsilyl group may be optionally substituted.

[0055] The alkylgermanyl group comprises a germanyl group substituted with an alkyl group as used in the text. The alkylgermanyl group may be an alkylgermanyl group having 3 to 20 carbon atoms, preferably an alkylgermanyl group having 3 to 10 carbon atoms. Examples of alkylgermanyl groups include trimethylgermanyl, triethylgermanyl, methyldiethylgermanyl, ethyldimethylgermanyl, tripropylgermanyl, tribubutylgermanyl, triisopropylgermanyl, methyldiisopropylgermanyl, dimethylisopropylgermanyl, trit-butylgermanyl, triisobutylgermanyl, dimethylt-butylgermanyl, and methyldi-t-butylgermanyl. Additionally, the alkylgermanyl group may be optionally substituted.

[0056] The arylgermanyl group comprises a germanyl group substituted with at least one aryl group or heteroaryl group as used in the text. The arylgermanyl group may be an arylgermanyl group having 6 to 30 carbon atoms, preferably an arylgermanyl group having 8 to 20 carbon atoms. Examples of arylgermanyl groups include triphenylgermanyl group, phenyldibiphenylgermanyl group, diphenylbiphenylgermanyl group, phenyldiethylgermanyl group, diphenylethylgermanyl group, phenyldimethylgermanyl group, diphenylmethylgermanyl group, phenyldiisopropylgermanyl group, diphenylisopropylgermanyl group, diphenylbutylgermanyl group, diphenylisobutylgermanyl group, and diphenyl t-butylgermanyl group. Additionally, the arylgermanyl group may be optionally substituted.

[0057] The term "aza" in azadibenzofuran, azadibenzothiophene, etc. means that one or more CH groups in the corresponding aromatic fragment are replaced by nitrogen atoms. For example, azatriphenylene includes dibenzo[f, h]quinoxaline, dibenzo[f, h]quinoline, and other analogs having two or more nitrogen atoms in the ring system. Those skilled in the art can easily conceive of other nitrogen analogs of the aza derivatives described above, and all such analogs are determined to be included in the terms described herein.

[0058] In the present invention, unless otherwise defined, where any term from the group consisting of substituted alkyl group, substituted cycloalkyl group, substituted heteroalkyl group, substituted heterocyclic group, substituted aralkyl group, substituted alkoxy group, substituted aryloxy group, substituted alkenyl group, substituted alkynyl group, substituted aryl group, substituted heteroaryl group, substituted alkylsilyl group, substituted arylsilyl group, substituted alkylgermanyl group, substituted arylgermanyl group, substituted amino group, substituted acyl group, substituted carbonyl group, substituted carboxylic acid group, substituted ester group, and substituted sulfinyl group is used, this refers to alkyl group, cycloalkyl group, heteroalkyl group, heterocyclic group, aralkyl group, alkoxy group, aryloxy group, alkenyl group, alkynyl group, aryl group, heteroaryl group, alkylsilyl group, arylsilyl group, Any one group among alkylgermanyl group, arylgermanyl group, amino group, acyl group, carbonyl group, carboxylic acid group, ester group, sulfinyl group, sulfonyl group and phosphino group, deuterium, halogen, unsubstituted alkyl group having 1 to 20 carbon atoms, unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, unsubstituted heteroalkyl group having 1 to 20 carbon atoms, unsubstituted heterocyclic group having 3 to 20 ring carbon atoms, unsubstituted aralkyl group having 7 to 30 carbon atoms, unsubstituted alkoxy group having 1 to 20 carbon atoms, unsubstituted aryloxy group having 6 to 30 carbon atoms, unsubstituted alkenyl group having 2 to 20 carbon atoms, unsubstituted alkynyl group having 2 to 20 carbon atoms, An unsubstituted aryl group having 6 to 30 carbon atoms, an unsubstituted heteroaryl group having 3 to 30 carbon atoms, an unsubstituted alkylsilyl group having 3 to 20 carbon atoms, an unsubstituted arylsilyl group having 6 to 20 carbon atoms, an unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, an unsubstituted arylgermanyl group having 6 to 20 carbon atoms,This means that it can be substituted by one or more selected from unsubstituted amino groups, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphino groups having 0 to 20 carbon atoms, and combinations thereof.

[0059] It must be understood that when a molecular fragment is described as a substituent or connected to another part in other forms, it is named according to whether it is a fragment (e.g., phenyl group, phenylene group, naphthyl group, dibenzofuran group) or the whole molecule (e.g., benzene, naphthyl group, dibenzofuran group). As used in the text, these different ways of specifying substituents or fragment connections are considered to be the same.

[0060] In the compounds described in this application, hydrogen atoms may be partially or wholly replaced with deuterium. Other elements, such as carbon and nitrogen, may also be replaced with other stable isotopes thereof. Since this improves the efficiency and stability of the device, replacing other stable isotopes in the compounds may be desirable.

[0061] In the compounds mentioned in this application, multiple substitutions represent a range up to the maximum available substitutions, including double substitutions. In the compounds mentioned in this application, if a substituent represents multiple substitutions (including disubstitutions, trisubstitutions, tetrasubstitutions, etc.), it indicates that the substituent may exist at multiple available substitution positions in the linked structure, and the substituents existing at multiple available substitution positions may have the same structure or different structures.

[0062] In the compounds mentioned in the present invention, adjacent substituents in the compounds may not be arbitrarily connected to form a ring unless explicitly limited, for example, that adjacent substituents may be arbitrarily connected to form a ring. In the compounds mentioned in the present invention, the statement that adjacent substituents may be arbitrarily connected to form a ring includes cases where adjacent substituents are connected to form a ring, and also includes cases where adjacent substituents are not connected to form a ring. In cases where adjacent substituents may be arbitrarily connected to form a ring, the formed ring may be a monocyclic ring, a polycyclic ring (including spiro rings, cross-linked rings, and condensed rings), an alicyclic ring, a heteroalicyclic ring, an aromatic ring, or a heteroaromatic ring. In these expressions, adjacent substituents may refer to substituents bonded to the same atom, substituents bonded to carbon atoms directly bonded to each other, or substituents bonded to carbon atoms further apart. Preferably, adjacent substituents refer to substituents bonded to the same carbon atom and substituents bonded to carbon atoms directly bonded to each other.

[0063] The intent of the expression that adjacent substituents can be arbitrarily connected to form a ring is also to consider that two substituents bonded to the same carbon atom are connected to each other by chemical bonds to form a ring, which is exemplified by the following equation:

[0064]

[0065] The intent of the expression that adjacent substituents can be arbitrarily connected to form a ring is also to consider that two substituents bonded to carbon atoms directly connected to each other are connected by chemical bonds to form a ring, which is exemplified by the following equation:

[0066]

[0067] The intent of the expression that adjacent substituents can be arbitrarily connected to form a ring is also to consider that two substituents bonded to a more distant carbon atom are connected to each other by chemical bonds to form a ring, which is exemplified by the following equation:

[0068] .

[0069] Furthermore, the intent of the expression that adjacent substituents can be arbitrarily connected to form a ring is also to consider that if one of two adjacent substituents represents hydrogen, the second substituent is bonded to the side where the hydrogen atom is bonded, thereby forming a ring. This is exemplified by the following equation:

[0070] .

[0071] According to one embodiment of the present invention, a metal complex is disclosed, wherein the maximum emission wavelength of the photoluminescence spectrum at room temperature is greater than or equal to 410 nm and less than or equal to 700 nm;

[0072] When the maximum emission wavelength is λ1 and 410 nm ≤ λ1 < 500 nm, the emission spectral area ratio is AR1 and AR1 ≤ 0.145;

[0073] When the maximum emission wavelength is λ2 and 500 nm ≤ λ2 < 580 nm, the emission spectral area ratio is AR2 and AR2 ≤ 0.145;

[0074] When the maximum emission wavelength is λ3 and 580 nm ≤ λ3 ≤ 700 nm, the emission spectral area ratio is AR3 and AR3 ≤ 0.145;

[0075] The above metal complex has an emission intensity at wavelengths of 380 nm and 780 nm that is less than or equal to 0.2;

[0076] The above metal complex comprises a metal M and at least one C^N bidentate ligand L coordinated with the metal M. a Contains;

[0077] Metal M is selected from metals with a relative atomic mass greater than 40;

[0078] The above ligand L a It contains at least two directly connected rings A and B;

[0079] The above ring A is selected from a substituted or unsubstituted heteroaromatic ring having 5 to 6 ring atoms, which may be the same or different each time it appears;

[0080] The above ring B is selected from a benzene ring that is identical or differently substituted or unsubstituted whenever it appears, or a substituted or unsubstituted heteroaromatic ring having 5 to 6 ring atoms;

[0081] Ring A is connected to the metal through a metal-nitrogen bond;

[0082] Ring B is connected to the metal through a metal-carbon bond;

[0083] Adjacent substituents in ring A and ring B can be arbitrarily connected to form a ring.

[0084] In the text, the statement "the emission intensity of the metal complex at wavelengths of 380 nm and 780 nm is less than or equal to 0.2" means that the metal complex is 1×10⁻⁶ in a toluene solution -6 It is prepared at a mol / L concentration, and its photoluminescence spectrum is measured at room temperature (298K). After normalizing the spectrum, it is shown that the emission intensity at wavelengths of 380 nm and 780 nm is less than or equal to 0.2.

[0085] In the corresponding embodiment, the phrase “adjacent substituents among ring A and ring B may be arbitrarily connected to form a ring” means that, among the adjacent substituent groups, for example, between two adjacent substituents in ring A, between two adjacent substituents in ring B, between adjacent substituents in ring A and ring B, or any one or more of these substituent groups may be connected to form a ring. It is obvious that none of these substituents may be connected to form a ring.

[0086] According to one embodiment of the present invention, the maximum emission wavelength λ1 of the metal complex at room temperature is greater than or equal to 420 nm and less than or equal to 480 nm; the maximum emission wavelength λ2 is greater than or equal to 500 nm and less than or equal to 560 nm; and the maximum emission wavelength λ3 is greater than or equal to 580 nm and less than or equal to 650 nm.

[0087] According to one embodiment of the present invention, the maximum emission wavelength λ1 of the metal complex at room temperature is greater than or equal to 440 nm and less than or equal to 470 nm; the maximum emission wavelength λ2 is greater than or equal to 500 nm and less than or equal to 540 nm; and the maximum emission wavelength λ3 is greater than or equal to 600 nm and less than or equal to 640 nm.

[0088] According to one embodiment of the present invention, AR2 of the metal complex is less than or equal to 0.140.

[0089] According to one embodiment of the present invention, AR2 of the metal complex is less than or equal to 0.138.

[0090] According to one embodiment of the present invention, AR2 of the metal complex is less than or equal to 0.135.

[0091] According to one embodiment of the present invention, AR2 of the metal complex is less than or equal to 0.088.

[0092] According to one embodiment of the present invention, AR3 of the metal complex is less than or equal to 0.130.

[0093] According to one embodiment of the present invention, AR3 of the metal complex is less than or equal to 0.120.

[0094] According to one embodiment of the present invention, AR3 of the metal complex is less than or equal to 0.110.

[0095] According to one embodiment of the present invention, AR3 of the metal complex is less than or equal to 0.088.

[0096] According to one embodiment of the present invention, metal M is selected from the group consisting of Cu, Ag, Au, Ru, Rh, Pd, Os, Ir, and Pt, which may or may not be the same or different whenever it appears.

[0097] According to one embodiment of the present invention, metal M is selected from Pt or Ir, either identically or differently, whenever it appears.

[0098] According to one embodiment of the present invention, the metal complex has a structure represented by Formula I or Formula II, and

[0099]

[0100] Here,

[0101] Metal M is selected from metals with a relative atomic mass greater than 40;

[0102] Ligand CD and ligand AB are identical or different;

[0103] Ligand E-(L1) a -F and ligand AB are the same or different;

[0104] ligand represents a monoanionic bidentate ligand and is identical or different from ligand AB;

[0105] Ring A is selected from a substituted or unsubstituted heteroaromatic ring having 5 to 6 ring atoms;

[0106] Ring B is selected from a substituted or unsubstituted benzene ring, or a substituted or unsubstituted heteroaromatic ring having six ring atoms;

[0107] Rings C, D, E, and F are selected from aromatic rings having 6 to 30 carbon atoms, heteroaromatic rings having 3 to 30 carbon atoms, or combinations thereof, whenever they appear, either identically or differently;

[0108] Z is selected from C or N, either identically or differently, whenever it appears;

[0109] Whenever W appears, it is selected from a single bond, O, S, Se, NR', CR'R', or SiR'R', either identically or differently; where two R's are present simultaneously, the two R's are identical or different;

[0110] X a , X b is selected from C, N, O, S, Se, either identically or differently whenever it appears;

[0111] L1, L2, and L3 are selected from the group consisting of single bonds, BR1, CR1R1, NR1, SiR1R1, PR1, GeR1R1, O, S, Se, substituted or unsubstituted vinylene groups, ethynylene groups, substituted or unsubstituted arylene groups having 5 to 30 carbon atoms, substituted or unsubstituted heteroarylene groups having 5 to 30 carbon atoms, and combinations thereof, whenever they appear, they are identical or different; where two R1s are present simultaneously, the two R1s are identical or different;

[0112] a, b, and c are selected from 0 or 1, either identically or differently, whenever they appear;

[0113] R a , R b , R c , Rd , R e , R f represents a single permutation, multiple permutation, or no permutation, identically or differently, whenever it appears;

[0114] R', R a , R b , R c , R d , R e , R fand R1, whenever it appears, is identical or different from hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted alkynyl group having 6 to 30 carbon atoms, a substituted or unsubstituted aryl group having 3 to 30 carbon atoms Selected from the group consisting of an unsubstituted heteroaryl group, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group 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;

[0115] Adjacent substituents R', R a , R b , R c , R d , R e , R f and R1 can be arbitrarily connected to form a ring.

[0116] In this text, "adjacent substituent R', Ra , R b , R c , R d , R e , R f "and R1 can be arbitrarily connected to form a ring" means that, among adjacent substituent groups, for example, between two substituents R', between two substituents R1, and between two substituents R a Between, 2 substituents R b Between, 2 substituents R c Between, 2 substituents R d Between, 2 substituents R e Between, 2 substituents R f Between, substituent R a and R b Between, substituent R b and R c Between, substituent R c and R d Between, substituents R1 and R a Between, substituents R1 and R b Between, substituents R1 and R e Between, substituents R1 and R f "Between" refers to the relationship between substituents R' and R1, indicating that any one or more of these substituent groups can be connected to form a ring. It is self-evident that not all of these substituents may be connected and thus may not form a ring.

[0117] According to one embodiment of the present invention, R a At least one of and / or R bAt least one of which is deuterium, a halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, It is selected from the group consisting of a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group 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.

[0118] According to one embodiment of the present invention, ligand L a (Ligand AB) is selected from the structures represented by Formula 1 and / or Formula 2, either identically or differently, whenever it appears, and

[0119] , ;

[0120] Here,

[0121] V is selected from C or N, either identically or differently, whenever it appears;

[0122] V1~V3 are O, S, N, CR, identical or different each time they appear v or NR v Selected from;

[0123] X1~X8 are the same or different CR whenever they appear x or selected from N;

[0124] Y1~Y4 are identical or different whenever they appear CR y or selected from N;

[0125] R v , R x and R yWhenever appearing, identically or differently hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted 3 to 30 carbon atoms Selected from the group consisting of a heteroaryl group, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group 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;

[0126] Adjacent substituents in Formula 1 may be arbitrarily connected to form a ring;

[0127] In Formula 2, adjacent substituents can be arbitrarily connected to form a ring.

[0128] In the text, the statement "adjacent substituents in Formula 1 can be arbitrarily connected to form a ring" means that, in the group of adjacent substituents in Formula 1, for example, any two substituents Rx It means that any one or more of the elements can be connected to form a ring. It is self-evident that not all of these substituents may be connected and thus may not form a ring.

[0129] In the text, "adjacent substituents in Equation 2 can be arbitrarily connected to form a ring" means that, in the group of adjacent substituents in Equation 2, for example, two substituents R y Between, 2 substituents R v Between, adjacent substituent R v and R y "Between" signifies that any one or more of these substituent groups can be connected to form a ring. It is self-evident that not all of these substituents may be connected to form a ring.

[0130] According to one embodiment of the present invention, L a (Ligand AB) has a structure represented by Formula 3, Formula 4, or Formula 5, which is identical or different whenever it appears, and

[0131] , , ;

[0132] Here,

[0133] Whenever it appears, ring G is selected from a pentagonal unsaturated carbon ring, an aromatic ring having 6 to 30 carbon atoms, or a heteroaromatic ring having 3 to 30 carbon atoms, either identically or differently;

[0134] Whenever it appears, ring H is selected from a heterocycle having 2 to 30 carbon atoms, or a heteroaromatic ring having 2 to 30 carbon atoms, either identically or differently;

[0135] R g , R h represents a single permutation, multiple permutation, or no permutation, identically or differently, whenever it appears;

[0136] X is selected from the group consisting of O, S, Se, NR2, CR2R2, and SiR2R2, and when two R2s exist simultaneously, the two R2s may be the same or different;

[0137] Y is selected from the group consisting of O, S, Se, SiR3R3, GeR3R3, NR3, and PR3, and when two R3s exist simultaneously, the two R3s may be the same or different;

[0138] L is selected from B, N, or P, either identically or differently, whenever it appears;

[0139] X1~X 12 C, CR that is the same or different whenever it appears x or selected from N;

[0140] R2, R3, R x , R g and R hWhenever appearing, identically or differently hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted 3 to 30 carbon atoms Selected from the group consisting of a heteroaryl group, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group 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;

[0141] In Equation 3, adjacent substituents can be arbitrarily connected to form a ring;

[0142] In Formula 4, adjacent substituents can be arbitrarily connected to form a ring;

[0143] In Equation 5, adjacent substituents can be arbitrarily connected to form a ring.

[0144] In the text, the statement "adjacent substituents in Equation 3 can be arbitrarily connected to form a ring" means that, in the group of adjacent substituents in Equation 3, for example, two substituents R x Between, among adjacent substituents R2 and R x "Between" signifies that any one or more of these substituent groups can be connected to form a ring. It is self-evident that not all of these substituents may be connected to form a ring.

[0145] In the text, the statement "adjacent substituents in Equation 4 can be arbitrarily connected to form a ring" means that, in the group of adjacent substituents in Equation 4, for example, two substituents R x Between, 2 substituents R g Between, between two substituents R3, adjacent substituents R3 and R x Between, among adjacent substituents R3 and R g Between, among adjacent substituents R g and R x "Between" signifies that any one or more of these substituent groups can be connected to form a ring. It is self-evident that not all of these substituents may be connected to form a ring.

[0146] In the text, "adjacent substituents in Equation 5 can be arbitrarily connected to form a ring" means that, in the group of adjacent substituents in Equation 5, for example, two substituents R x Between, 2 substituents R g Between, 2 substituents R h Between, adjacent substituent R h and R x Between, among adjacent substituents R g and R x "Between" signifies that any one or more of these substituent groups can be connected to form a ring. It is self-evident that not all of these substituents may be connected to form a ring.

[0147] According to one embodiment of the present invention, the ligand AB has a structure represented by Formula 4-1, and

[0148]

[0149] Here, ring G and ring I are selected from pentagonal unsaturated carbon rings, aromatic rings having 6 to 30 carbon atoms, or heteroaromatic rings having 3 to 30 carbon atoms, respectively, whenever they appear, either identically or differently;

[0150] Y is selected from the group consisting of O, S, Se, SiR3R3, GeR3R3, NR3, and PR3; when two R3s are present simultaneously, the two R3s may be the same or different;

[0151] X1~X2 are identical or different whenever they appear CR x or selected from N;

[0152] R g , R h represents a single permutation, multiple permutation, or no permutation, identically or differently, whenever it appears;

[0153] R g , R h , R3 and R xWhenever appearing, identically or differently hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted aryl group having 3 to 20 carbon atoms, or a substituted or Selected from the group consisting of an unsubstituted alkylsilyl group, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group 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 sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;

[0154] In Equation 4-1, adjacent substituent R g , R h , R3 and R x It can be arbitrarily connected to form a ring.

[0155] In the corresponding embodiment, "in Formula 4-1, adjacent substituent R g , R h , R3 and R x "The statement that 'a' can be arbitrarily connected to form a ring" means that, in the adjacent substituent group in Equation 4-1, for example, two substituents R x Between, 2 substituents R g Between, 2 substituents R hBetween, between 2 substituents R3, among adjacent substituents R h and R x Between, adjacent substituents R3 and R x Between, among adjacent substituents R3 and R g "Between" signifies that any one or more of these substituent groups can be connected to form a ring. It is self-evident that not all of these substituents may be connected to form a ring.

[0156] According to one embodiment of the present invention, the ligand AB is selected from the group consisting of the following structures, which are identical or different whenever they appear, and

[0157] , , , , , , , , , ;

[0158] Here,

[0159] Y is selected from the group consisting of O, S, Se, SiR3R3, GeR3R3, NR3, and PR3; when two R3s are present simultaneously, the two R3s may be the same or different;

[0160] Whenever U appears, it is the same or different O, S, Se, CR u R u , SiR u R u , PR u , or NR u Selected from; 2 R u If exists simultaneously, 2 R u is identical or different;

[0161] G1~G5 are the same or different CR whenever they appear g or selected from N;

[0162] H1~H4 are the same or different CR whenever they appear h or selected from N;

[0163] R3, R x , R g , R h , R u Whenever appearing, identically or differently hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted aryl group having 3 to 20 carbon atoms, or a substituted or Selected from the group consisting of an unsubstituted alkylsilyl group, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group 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 sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;

[0164] In Equations 4-2 to 4-11, adjacent substituents R3, R x , R g , R h , R u It can be arbitrarily connected to form a ring.

[0165] In the corresponding embodiment, "in Formulas 4-2 to 4-11, adjacent substituents R3, Rx , R g , R h , R u "The statement that they can be arbitrarily connected to form a ring means that, in adjacent substituent groups among Equations 4-2 to 4-11, for example, two substituents R x Between, 2 substituents R g Between, 2 substituents R h Between, 2 substituents R u Between, between 2 substituents R3, among adjacent substituents R h and R x Between, adjacent substituents R3 and R x Between, among adjacent substituents R3 and R g Between, among adjacent substituents R u and R g "Between" signifies that any one or more of these substituent groups can be connected to form a ring. It is self-evident that not all of these substituents may be connected to form a ring.

[0166] According to one embodiment of the present invention, the ligand AB is selected from the structure represented by Formula 4-2 or Formula 4-7.

[0167] According to one embodiment of the present invention, ring G, ring H and ring I are selected from aromatic rings having 6 to 18 carbon atoms or heteroaromatic rings having 3 to 18 carbon atoms, which may appear the same or differently; and ring B is selected from heteroaromatic rings having 2 to 18 carbon atoms.

[0168] According to one embodiment of the present invention, ring G, ring H and ring I are selected from a benzene ring, naphthalene ring, pyridine ring, pyrimidine ring, pyrazine ring, azanaphthalene ring, furan ring, thiophene ring, isooxazole ring, isothiaazole ring, pyrrole ring, pyrazol ring, benzofuran ring, benzothiophene ring, azabenzofuran ring, or azabenzothiophene ring, respectively, whenever they appear, either identically or differently; and ring E is selected from a pyrrole ring, indole ring, imidazole ring, pyrazol ring, triazole ring, or azaindole ring.

[0169] According to one embodiment of the present invention, ring G, ring H, and ring I are selected from benzene ring, naphthalene ring, pyridine ring, and pyrimidine ring, respectively, in the same or different ways whenever they appear; and ring E is selected from pyrrole ring, indole ring, and azaindole ring.

[0170] According to one embodiment of the present invention, whenever a ligand AB appears, it is selected from the group consisting of the following structures, and

[0171]

[0172] Here,

[0173] L is selected from B, N, or P, either identically or differently, whenever it appears;

[0174] X1~X2 and X7~X8 are N or CR, either identically or differently, whenever they appear x Selected from;

[0175] G1~G7 are identical or different whenever they appear CR g or selected from N;

[0176] H1~H8 are the same or different CR whenever they appear h or selected from N;

[0177] Whenever U appears, it is the same or different O, S, Se, CR u R u , SiR u Ru , PR u or NR u Selected from; 2 R u If exists simultaneously, 2 R u is identical or different;

[0178] R x , R g , R h and R u Whenever appearing, identically or differently hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted 3 to 30 carbon atoms Selected from the group consisting of a heteroaryl group, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group 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;

[0179] Adjacent substituent Rx , R g , R h and R u It can be arbitrarily connected to form a ring.

[0180] In the corresponding embodiment, "adjacent substituent R x , R g , R h and R u "The statement that they can be arbitrarily connected to form a ring means that, among adjacent substituent groups, for example, two substituents R x Between, 2 substituents R g Between, 2 substituents R h Between, 2 substituents R u Between, among adjacent substituents R u and R x Between, among adjacent substituents R u and R g "Between" signifies that any one or more of these substituent groups can be connected to form a ring. It is self-evident that not all of these substituents may be connected to form a ring.

[0181] According to one embodiment of the present invention, the ligand AB is selected from the structures represented by Formula 5-1, Formula 5-2, Formula 5-6, Formula 5-7, Formula 5-8, or Formula 5-11.

[0182] According to one embodiment of the present invention, the ligand AB is selected from the structure represented by Formula 5-1, Formula 5-2, or Formula 5-11.

[0183] According to one embodiment of the present invention, ligand E-(L1) a Whenever -F appears, it is selected from the group consisting of the structure below, and

[0184]

[0185]

[0186] Here,

[0187] Y1~Y4 are identical or different whenever they appear CR y or selected from N;

[0188] R'' represents a single permutation, multiple permutation, or no permutation, either identically or differently, whenever it appears;

[0189] R'', R v and R y Whenever appearing, identically or differently hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted 3 to 30 carbon atoms Selected from the group consisting of a heteroaryl group, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group 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;

[0190] Adjacent substituents R'', R v and Ry It can be arbitrarily connected to form a ring.

[0191] In the corresponding embodiment, "adjacent substituent R'', R v and R y "Can be arbitrarily connected to form a ring" means that, among adjacent substituent groups, for example, between two substituents R'', two substituents R v Between, 2 substituents R y Between, among adjacent substituents R v It means that any one or more of these substituents between and R'' can be connected to form a ring. It is self-evident that not all of these substituents are connected and thus may not form a ring.

[0192] According to one embodiment of the present invention, a ligand is selected from the group consisting of formulas a to m, identically or differently whenever it appears, and ligand CD is selected from the group consisting of formulas a to h, identically or differently whenever it appears, and ligand E-(L1) a -F is selected from the group consisting of expressions a to l, either identically or differently, whenever it appears, and

[0193] , , , , , , , , , , , , ;

[0194] Here,

[0195] R A , R B represents a single permutation, multiple permutation, or no permutation, identically or differently, whenever it appears;

[0196] X BO, S, Se, NR that is the same or different whenever it appears N1 and CR C1 R C2 Selected from a group consisting of;

[0197] R A , R B , R C , R D , R N1 , R C1 and R C2 Whenever appearing, identically or differently hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted 3 to 30 carbon atoms Selected from the group consisting of a heteroaryl group, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group 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;

[0198] Adjacent substituent R A , R B , R C , R D , R N1 , R C1 and R C2 It can be arbitrarily connected to form a ring.

[0199] In the corresponding embodiment, "adjacent substituent R A , R B , R C , R D , R N1 , R C1 and R C2 "The statement that they can be arbitrarily connected to form a ring means that, among adjacent substituent groups, for example, two substituents R A Between, 2 substituents R B Between, substituent R A and R B Between, substituent R A and R C Between, substituent R B and R C Between, substituent R A and R N1 Between, substituent R B and R N1 Between, substituent R A and R C1 Between, substituent R A and R C2 Between, substituent R B and R C1 Between, substituent R B and R C2 Between, and R C1 and R C2 "Between" signifies that any one or more of these substituent groups can be connected to form a ring. It is self-evident that not all of these substituents may be connected to form a ring.

[0200] According to one embodiment of the present invention, the metal complex has a structure represented by Formula 6, Formula 7, Formula 8, or Formula 9, and

[0201] , ,

[0202] , ;

[0203] Here,

[0204] m is selected from 1, 2, or 3; if m is selected from 1, the ligand CD is the same or different; if m is selected from 2 or 3, the plurality of ligands AB are the same or different; preferably, m is selected from 1;

[0205] X is selected from the group consisting of O, S, Se, NR2, CR2R2, and SiR2R2;

[0206] X1~X4 and X7~X 12 CR is the same or different whenever it appears x or selected from N;

[0207] Y1~Y4 are identical or different whenever they appear CR y or selected from N;

[0208] Y is selected from SiR3R3, GeR3R3, NR3, PR3, O, S, or Se; if two R3s exist simultaneously, the two R3s may be the same or different;

[0209] L is selected from B, N, or P, either identically or differently, whenever it appears;

[0210] G1~G3 are the same or different CR whenever they appear g or selected from N;

[0211] H1~H4 are the same or different CR whenever they appear h or selected from N;

[0212] R'', R c and R d represents a single permutation, multiple permutation, or no permutation, identically or differently, whenever it appears;

[0213] RA1 , R A2 , R B , R2, R3, R x , R y , R'', R c , R d , R g , R h and R v Whenever appearing, identically or differently hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted 3 to 30 carbon atoms Selected from the group consisting of a heteroaryl group, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group 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;

[0214] In Formula 6, adjacent substituents can be arbitrarily connected to form a ring;

[0215] In Formula 7, adjacent substituents can be arbitrarily connected to form a ring;

[0216] In Equation 8, adjacent substituents can be arbitrarily connected to form a ring;

[0217] In Equation 9, adjacent substituents can be arbitrarily connected to form a ring.

[0218] In the applicable embodiment, "adjacent substituents in Formula 6 may be arbitrarily connected to form a ring" means that, in the group of adjacent substituents in Formula 6, for example, two substituents R x Between, 2 substituents R c Between, 2 substituents R d Between, among adjacent substituents R c and R d Between, among adjacent substituents R2 and R x "Between" signifies that any one or more of these substituent groups can be connected to form a ring. It is self-evident that not all of these substituents may be connected to form a ring.

[0219] In the applicable embodiment, "adjacent substituents in Formula 7 may be arbitrarily connected to form a ring" means that, in the group of adjacent substituents in Formula 7, for example, two substituents R x Between, 2 substituents R y Between, between two substituents R", among adjacent substituents R v It means that between and R", any one or more of these substituents can be connected to form a ring. It is self-evident that not all of these substituents are connected and thus may not form a ring.

[0220] In the applicable embodiment, "adjacent substituents in Formula 8 may be arbitrarily connected to form a ring" means that, in the group of adjacent substituents in Formula 8, for example, two substituents R x Between, 2 substituents Rg Between, 2 substituents R h Between, 2 substituents R3 Between, 2 substituents R A1 Between, 2 substituents R A2 Between, among adjacent substituents R g Between and R3, among adjacent substituents R x and R h Between, among adjacent substituents R x and R g Between, among adjacent substituents R B and R A1 Between, among adjacent substituents R B and R A2 "Between" signifies that any one or more of these substituent groups can be connected to form a ring. It is self-evident that not all of these substituents may be connected to form a ring.

[0221] In the applicable embodiment, "adjacent substituents in Formula 9 may be arbitrarily connected to form a ring" means that, in the group of adjacent substituents in Formula 9, for example, two substituents R x Between, 2 substituents R g Between, 2 substituents R h Between, 2 substituents R A1 Between, 2 substituents R A2 Between, among adjacent substituents R x and R g Between, among adjacent substituents R B and R A1 Between, among adjacent substituents R B and R A2 "Between" signifies that any one or more of these substituent groups can be connected to form a ring. It is self-evident that not all of these substituents may be connected to form a ring.

[0222] According to one embodiment of the present invention, X is selected from O or S, either identically or differently, whenever it appears.

[0223] According to one embodiment of the present invention, Y is selected from O or S, either identically or differently, whenever it appears.

[0224] According to one embodiment of the present invention, X is O.

[0225] According to one embodiment of the present invention, Y is O.

[0226] According to one embodiment of the present invention, R a , R b , R c , R d , R e and R f Whenever they appear, they are selected from the group consisting of hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a cyano group, and combinations thereof, either identically or differently.

[0227] According to one embodiment of the present invention, R a and / or R b At least one of the following is selected from the group consisting of deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a cyano group, and combinations thereof.

[0228] According to one embodiment of the present invention, R c and / or R dAt least one of the following is selected from the group consisting of deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a cyano group, and combinations thereof.

[0229] According to one embodiment of the present invention, R e and / or R f At least one of the following is selected from the group consisting of deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a cyano group, and combinations thereof.

[0230] According to one embodiment of the present invention, X9~X 12 At least one of them is CR x Selected from, and the above R xWhenever appearing, identically or differently, a halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted 3 to 30 carbon atoms It is selected from the group consisting of a heteroaryl group, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group 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.

[0231] According to one embodiment of the present invention, X9~X 12 At least one of them is CR x Selected from, and the above R x Whenever they appear, they are selected from the group consisting of substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, cyano groups, and combinations thereof, which are identical or different.

[0232] According to one embodiment of the present invention, X9~X 12 At least one of them is CR x Selected from, and the above R x is cyanobacteria.

[0233] According to one embodiment of the present invention, X 10 is CR x Selected from, and the above R x is cyano-gyne.

[0234] According to one embodiment of the present invention, X9~X 12 At least 2 of them are CR x Selected from, and the above R xWhenever appearing, identically or differently, a halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted 3 to 30 carbon atoms It is selected from the group consisting of a heteroaryl group, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group 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.

[0235] According to one embodiment of the present invention, X9~X 12 At least 2 of them are CR x Selected from, and the above R x Whenever they appear, they are selected from the group consisting of substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, cyano groups, and combinations thereof, which are identical or different.

[0236] According to one embodiment of the present invention, X9~X 12 At least 2 of them are CR x Selected from, and one of R's x is cyano-G and at least one R x is selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

[0237] According to one embodiment of the present invention, X 10 is CR x Selected from, and the above R x is cyano-geo; X9 is CR x Selected from, and the above R x is a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

[0238] According to one embodiment of the present invention, X9~X 12 N or CR, identical or different whenever it appears x Selected from, and the above R x and R x The spaces are not connected and do not form a loop.

[0239] According to one embodiment of the present invention, X9~X 12 N or CR, identical or different whenever it appears x Selected from, and the above R x and R x The spaces are connected to form a five-membered ring.

[0240] According to one embodiment of the present invention, R c At least one or at least two of the are selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, or a combination thereof.

[0241] According to one embodiment of the present invention, R dAt least one or at least two of the are selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, or a combination thereof.

[0242] According to one embodiment of the present invention, R c At least one or at least two of the above are selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, or a combination thereof; and all of the above R c The total number of carbon atoms is at least 4.

[0243] According to one embodiment of the present invention, R d At least one or at least two of the above are selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, or a combination thereof; and all of the above R d The total number of carbon atoms is at least 4.

[0244] According to one embodiment of the present invention, W, L1, L2 and L3 are selected from single bonds, O, S or NR', which are identical or different whenever they appear.

[0245] According to one embodiment of the present invention, W, L1, L2, and L3 are selected from a single bond, O, or S, which are identical or different whenever they appear.

[0246] According to one embodiment of the present invention, W, L1, L2, and L3 are selected from a single bond or O, either identically or differently, whenever they appear.

[0247] According to one embodiment of the present invention, V1 and V2 are each CR v Selected from, and 2 R v They are connected to form an aromatic ring with six ring atoms or a heteroaromatic ring with six ring atoms.

[0248] According to one embodiment of the present invention, V2 and V3 are each CR v Selected from, and 2 R v They are connected to form an aromatic ring with six ring atoms or a heteroaromatic ring with six ring atoms.

[0249] According to one embodiment of the present invention, R x , R y , R g , R i Whenever they appear, they are selected from the group consisting of hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a cyano group, and combinations thereof, either identically or differently.

[0250] According to one embodiment of the present invention, X1~X4 and X7~X8 are CR that are the same or different whenever they appear x Selected from; G1~G3 are identical or different CR whenever they appear g Selected from; H1~H4 are the same or different CR whenever they appear h Selected from; the above R x , R g , R hWhenever they appear, they are selected from the group consisting of hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a cyano group, and combinations thereof, either identically or differently.

[0251] According to one embodiment of the present invention, X1~X4 and X7~X8 are CR that are the same or different whenever they appear x Selected from; G1~G3 are identical or different CR whenever they appear g Selected from; H1~H4 are the same or different CR whenever they appear h Selected from; the above R x , R g and R h At least two or three of the following are selected from the group consisting of deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a cyano group, and combinations thereof, which appear identically or differently.

[0252] According to one embodiment of the present invention, in Equations 8 and 9, G2 is CR g and / or H3 is CR h and / or in Equation 9, X8 is CR x and R g , R h and R xEach time it appears, it is selected from the group consisting of a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a cyano group, and combinations thereof, which may appear identically or differently.

[0253] According to one embodiment of the present invention, in Equations 8 and 9, R A1 At least one or two of the following are selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, or a combination thereof.

[0254] According to one embodiment of the present invention, in Equations 8 and 9, R A2 At least one or two of the following are selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, or a combination thereof.

[0255] According to one embodiment of the present invention, in Equations 8 and 9, R A1 At least two of them are selected from a substituted or unsubstituted alkyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted heteroalkyl group having 2 to 20 carbon atoms, or a combination thereof.

[0256] According to one embodiment of the present invention, in Equations 8 and 9, R A2At least two of them are selected from a substituted or unsubstituted alkyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted heteroalkyl group having 2 to 20 carbon atoms, or a combination thereof.

[0257] According to one embodiment of the present invention, the metal complex is selected from the group consisting of metal complexes 1 to 98, which are identical or different each time they appear, wherein the specific structures of metal complexes 1 to 98 are referenced as set forth in claim 23.

[0258] According to one embodiment of the present invention, an electroluminescent device is disclosed, comprising an anode, a cathode, and an organic layer disposed between the anode and the cathode; wherein at least one layer of the organic layer contains the metal complex.

[0259] According to one embodiment of the present invention, the organic layer containing the metal complex is a light-emitting layer.

[0260] According to one embodiment of the present invention, the light-emitting layer further contains at least one host compound.

[0261] According to one embodiment of the present invention, the light-emitting layer contains at least two types of host compounds.

[0262] According to one embodiment of the present invention, at least one of the host compounds contains at least one chemical group selected from the group consisting of a phenyl group, a pyridine group, a pyrimidine group, a triazine group, a carbazole group, an indolocarbazole group, a dibenzothiophen group, an azadibenzothiophen group, a dibenzofuran group, an azadibenzofuran group, a dibenzoselenopene group, a triphenylene group, an azatriphenylene group, a fluorene group, a silafluorene group, a naphthyl group, a quinoline group, an isoquinoline group, a quinazolin group, a quinoxaline group, a phenanthrene group, an azaphenanthrene group, and combinations thereof.

[0263] According to one embodiment of the present invention, the electroluminescent element is a bottom emission device and has a light emission of 1000 cd / m² 2 At the current, EQE is greater than or equal to 25%.

[0264] According to one embodiment of the present invention, the electroluminescent element is a back-emitting element and has a light emission of 1000 cd / m² 2 At the current, EQE is greater than or equal to 26%.

[0265] According to one embodiment of the present invention, the electroluminescent element is a back-emitting element and has a light emission of 1000 cd / m² 2 At the current, EQE is greater than or equal to 27%.

[0266] According to one embodiment of the present invention, the electroluminescent element is a top emission device and has a light emission of 1000 cd / m² 2 At the current, EQE is greater than or equal to 40%.

[0267] According to one embodiment of the present invention, the electroluminescent element is a front-emitting element and has a light emission of 1000 cd / m² 2 At the current, EQE is greater than or equal to 45%.

[0268] According to one embodiment of the present invention, the electroluminescent element is a front-emitting element and has a light emission of 1000 cd / m² 2 At the current, EQE is greater than or equal to 50%.

[0269] According to one embodiment of the present invention, a compound combination is further disclosed, which contains a metal complex according to any one embodiment.

[0270] In the present invention, the method for testing the photoluminescence spectrum of a compound is as follows.

[0271] The photoluminescence spectrum (PL) data of the sample compound is measured using a fluorescence spectrophotometer with model number Lengguang F98 manufactured by Shanghai Lengguang Technology Co., Ltd. The sample compound is prepared using an HPLC-level toluene solution at a concentration of 1×10 -6 After preparing a solution with mol / L, the emission spectrum is measured by exciting it with light of any single wavelength at room temperature (298K) such that the absorption peak of the maximum wavelength is within ±30 nm.

[0272] In the present invention, the method for calculating the emission spectrum area ratio is as follows.

[0273] First, photoluminescence spectrum (PL) data of the compound of the present invention and the comparative compound are measured using a fluorescence spectrophotometer with model number Lengguang F98 manufactured by Shanghai Lengguang Technology Co., Ltd. Samples of the example and comparative example are each prepared using an HPLC-level toluene solution with a concentration of 1×10 -6 After preparing a solution with mol / L, the emission spectrum is measured by exciting it with light of any single wavelength at room temperature (298K) such that the absorption peak of the maximum wavelength is within ±30 nm.

[0274] Next, normalize the emission spectrum data (normalization involves dividing all emission intensity data by the maximum value among the emission intensities) and calculate the emission area ratio according to the method below.

[0275] 1) When the maximum emission wavelength is λ1 and 410 nm ≤ λ1 < 500 nm, the calculation range is 380 nm to 700 nm. After normalizing the spectrum, Area 1-1 is obtained by integrating over the region where the emission luminance below the spectrum curve is greater than 0.02. Area 1-2 is obtained by multiplying the length between 380 nm and 700 nm by the height between 0.02 and 1.00, and Area 1-2 is 313.6. The emission spectrum area ratio = [Area 1-1] / [Area 1-2] = [Area 1-1] / 313.6 = AR1.

[0276] 2) When the maximum emission wavelength is λ2 and 500 nm ≤ λ2 < 580 nm, the calculation range is 420 nm to 750 nm. After normalizing the spectrum, Area 2-1 is obtained by integrating over the region where the emission luminance below the spectrum curve is greater than 0.02. Area 2-2 is obtained by multiplying the length between 420 nm and 750 nm by the height between 0.02 and 1.00, and Area 2-2 is 323.4. The emission spectrum area ratio = [Area 2-1] / [Area 2-2] = [Area 2-1] / 323.4 = AR2.

[0277] 3) When the maximum emission wavelength is λ3 and 580 nm ≤ λ3 ≤ 700 nm, the calculation range is 520 nm to 870 nm. After normalizing the spectrum, area Area 3-1 is obtained by integrating over the region where the emission luminance below the spectrum curve is greater than 0.02. Area Area 3-2 is obtained by multiplying the length between 520 nm and 870 nm by the height between 0.02 and 1.00, and Area Area 3-2 is 343. The emission spectrum area ratio = [Area 3-1] / [Area 3-2] = [Area 3-1] / 343 = AR3.

[0278] For the calculation regarding the emission spectrum area ratio, refer to FIG. 3, which is a photoluminescence spectrum diagram after normalization. When the maximum emission wavelength is in the wavelength range where λ2 is located, the emission area ratio is calculated according to the method described in 2) above. Here, the area of ​​the dark part under the curve is Area 2-1, and the rectangular area covered by the short black line is Area 2-2. In this case, AR2 is [Area 2-1] / [Area 2-2].

[0279] Taking the metal complex 21 of the present invention as an example, its maximum emission wavelength is measured to be 538 nm. After normalizing its spectrum, area Area 2-1 is obtained by integrating over the region where the emission brightness below the spectrum curve is greater than 0.02, and area Area 2-1 is 41.88. Area Area 2-2 is obtained by multiplying the length between 420 nm and 750 nm by the height between 0.02 and 1.00, and area Area 2-2 is 323.4. The emission spectrum area ratio AR2 = [Area 2-1] / [Area 2-2] = 41.88 / 323.4 = 0.129.

[0280] The calculation data for the maximum emission wavelength and emission spectrum area ratio of the partial metal complex and the comparative example compound in this application are as shown in Table 1 below.

[0281] Table 1 Maximum emission wavelength and emission spectrum area ratio

[0282]

[0283] Combination with other materials

[0284] The material used in a specific layer of the organic light-emitting device described in the present invention may be used in combination with various other materials present in the device. Such combinations of materials are described in detail in paragraphs 0132–0161 of U.S. Patent Application US2016 / 0359122A1, the entire contents of which are incorporated herein by reference. The materials described or mentioned herein are non-limiting examples of materials that may be used in combination with the compounds disclosed herein, and those skilled in the art may readily refer to the literature to identify other materials that may be combined and used.

[0285] In the text, materials that can be used in specific layers of an organic light-emitting diode are described as being usable in combination with various other materials present in the device. For example, the light-emitting dopant disclosed in the text may be used in combination with various types of hosts, transport layers, blocking layers, injection layers, electrodes, and other layers that may be present. Such combinations of materials are described in detail in paragraph 0080-0101 of patent application US2015 / 0349273A1, the entire contents of which are incorporated by reference in the text. The materials described or mentioned herein are non-limiting examples of materials that may be used in combination with the compounds disclosed in the text, and those skilled in the art may readily refer to the literature to identify other materials that may be combined and used.

[0286] In the examples of material synthesis, all reactions are carried out under nitrogen gas protection unless otherwise noted. All reaction solvents are anhydrous and are used as received from commercial sources. The structure of the synthesized product is confirmed and its properties are tested by methods well known to those skilled in the art using one or more types of equipment standard in the art (including, but not limited to, BRUKER’s nuclear magnetic resonance spectrometer, SHIMADZU’s liquid chromatography, liquid chromatograph-mass spectrometry, gas chromatograph-mass spectrometry, differential scanning calorimeter, Shanghai LENGGUANG TECH.’s fluorescence spectrophotometer, Wuhan CORRTEST’s electrochemical workstation and Anhui BEQ’s sublimation apparatus). In the embodiment of the device, the characteristics of the device are also tested using equipment standard in the field (including, but not limited to, a deposition machine produced by ANGSTROM ENGINEERING, an optical test system and a life test system produced by Suzhou Fstar, an ellipsometer produced by Beijing ELLITOP, etc.) and by methods well known to those skilled in the art. Those skilled in the art are well aware of the use of the equipment, test methods, and other related matters, and can obtain the intrinsic data of the sample reliably and without influence; therefore, the relevant matters are not further described herein.

[0287] Material Synthesis Example

[0288] The method for preparing the compound of the present invention is not limited and is typically exemplified by the following compounds, but is not limited thereto, and the synthesis route and preparation method are as follows:

[0289] Synthesis Example 1: Synthesis of Metal Complex 21

[0290] Step 1:

[0291]

[0292] 8-chloro-6-(4-phenylpyridinyl)-2-dibenzofuranyl-3-benzonitrile (1.9 g, 5.0 mmol), bis(pinacolato)diboron (1.52 g, 6.0 mmol), Xphos (0.19 g, 0.4 mmol), palladium acetate (0.05 g, 0.4 mmol), potassium acetate (0.73 g, 7.5 mmol), and dioxane (60 mL) were added sequentially to a 250 mL dry round-bottom flask, heated under N2 protection until refluxed, and stirred overnight. After the reaction is complete, filter with celite and anhydrous magnesium sulfate, wash twice with ethyl acetate, collect the organic phase, and concentrate under reduced pressure to obtain intermediate 1 (crude product) which is used directly in the next step.

[0293] Step 2:

[0294]

[0295] Intermediate 1 (crude product), intermediate 2 (3.1 g, 5.5 mmol), Xphos (0.19 g, 0.4 mmol), palladium acetate (0.05 g, 0.4 mmol), potassium carbonate (1.1 g, 7.5 mmol), dioxane (60 mL), and water (20 mL) were added sequentially to a 250 mL dry round-bottom flask and heated under N2 protection until refluxed for 12 hours. After the reaction was complete, the mixture was extracted with dichloromethane, washed three times with saturated saline, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure. The crude product was purified by column chromatography to obtain 3.9 g of white solid intermediate 3 (89.2% yield).

[0296] Step 3:

[0297]

[0298] Intermediate 3 (1.53 g, 1.75 mmol), potassium chloroplatinate (0.66 g, 1.59 mmol), and acetic acid (40 mL) were sequentially added to a 250 mL dry round-bottom flask and heated under N2 protection until refluxed and reacted for 60 h. After the reaction cooled, water was added and filtered. The mixture was washed twice each with methanol and n-hexane, the filter cake was dissolved using dichloromethane, the organic phase was collected, concentrated under reduced pressure, and purified by column chromatography to obtain a yellow solid metal complex 21 (0.49 g, yield of 30.0%). The structure of the product was confirmed by NMR and LCMS to be the target product with a molecular weight of 1067.4.

[0299] Synthesis Example 2: Synthesis of Metal Complex 1

[0300]

[0301] Intermediate 4 (1.6 g, 4.6 mmol), intermediate 5 (3.18 g, 3.8 mmol), 2-ethoxyethanol (30 mL), and DMF (30 mL) were added sequentially to a 250 mL dry round-bottom flask and heated at 90 °C under N2 protection for 144 h. After the reaction cooled, the mixture was filtered through Celite. The mixture was washed twice each with methanol and n-hexane, the yellow solid on the Celite phase was dissolved using dichloromethane, the organic phase was collected, concentrated under reduced pressure, and purified by column chromatography to obtain yellow solid metal complex 1 (0.82 g, yield of 22.3%). The product was identified as the target product with a molecular weight of 962.3.

[0302] Synthesis Example 3: Synthesis of Metal Complex 12

[0303]

[0304] Intermediate 6 (1.4 g, 1.7 mmol), Intermediate 7 (1.0 g, 2.4 mmol), 50 mL of 2-ethoxyethanol, and 50 mL of N,N-dimethylformamide were sequentially added to a 250 mL dry round-bottom flask, the mixture was switched with nitrogen three times and protected by nitrogen, and the reaction was carried out at 100 °C for 72 h. After the reaction cooled, the mixture was filtered through Celite. The mixture was washed twice each with methanol and n-hexane, and the yellow solid on the Celite phase was dissolved using dichloromethane. The organic phase was collected, concentrated under reduced pressure, and purified by column chromatography to obtain the yellow solid product, metal complex 12 (0.5 g, yield of 28.4%). The product was identified as the target product with a molecular weight of 1039.4.

[0305] Synthesis Example 4: Synthesis of Metal Complex 41

[0306] Step 1: Synthesis of Intermediate 9

[0307]

[0308] A mixture of intermediate 8 (1.4 g, 2.92 mmol), iridium trichloride trihydrate (0.34 g, 0.97 mmol), 2-ethoxyethanol (12 mL), and water (4 mL) is refluxed under a nitrogen atmosphere for 24 hours. After cooling to room temperature, the mixture is filtered to obtain intermediate 9, which is a red solid iridium dimer and can be used directly in the next step reaction without further purification.

[0309] Step 2: Synthesis of Metal Complex 41

[0310]

[0311] The iridium dimer intermediate 9, 3,7-diethyl-3-methylnonan-4,6-dione (0.34 g, 1.5 mmol) and potassium carbonate (0.67 g, 4.85 mmol) obtained in the previous step were dissolved in 16 mL of ethoxyethanol and reacted at 50°C for 24 hours under nitrogen protection. Subsequently, the mixture was poured into a funnel containing Celite, filtered, and washed with ethanol. Dichloromethane was added to the obtained solid, and the filtrate was collected. Next, ethanol was added, and the resulting solution was concentrated, but not concentrated until dry. Filtering yielded 0.67 g of metal complex 41, with a yield of 50%. The compound was identified as the target product with a molecular weight of 1374.8.

[0312] Synthesis Example 5: Synthesis of Metal Complex 90

[0313] Step 1: Synthesis of Intermediate 11

[0314]

[0315] Intermediate 10 (1.8g, 4.75mmol), IrCl3 · 3H2O (465 mg, 1.32 mmol) is mixed with ethoxyethanol (27 mL) and water (9 mL), and the mixture is refluxed at 130°C for 24 hours after being replaced with nitrogen. After the reaction is cooled to room temperature, the mixture is concentrated to remove the solvent, thereby obtaining an intermediate 11, which is an iridium dimer, which can be used directly in the next step without further purification.

[0316] Step 2: Synthesis of Metal Complex 90

[0317]

[0318] The iridium dimer intermediate 11 prepared in Step 1, 3,7-diethyl-3,7-dimethyl-4,6-nonandione (476 mg, 1.98 mmol), K2CO3 (912 mg, 6.6 mmol), and ethoxyethanol (36 mL) were mixed in a 100 mL one-neck flask, the mixture was switched to nitrogen, and the reaction was carried out overnight at 45°C, and the reaction was monitored by TLC to indicate completion, after which it was cooled to room temperature. The reaction mixture is filtered through Celite, and the filter cake is washed with an appropriate amount of EtOH. The crude product is washed with DCM and placed in a 250 mL flask. Approximately 10 mL of EtOH is added to the product, and when the DCM is removed by rotation at room temperature, a solid is observed to precipitate. This is filtered and washed with an appropriate amount of EtOH to obtain the crude product. The crude product is purified by column chromatography to obtain a metal complex product of 90 (300 mg). The product was confirmed to be the target product with a molecular weight of 1190.5.

[0319] Those skilled in the art should know that the above manufacturing method is merely one exemplary example, and those skilled in the art can obtain other compound structures of the present invention by developing it.

[0320] Example of a back-side light-emitting element

[0321] Device Example 1

[0322] First, a glass substrate equipped with an 80 nm thick indium tin oxide (ITO) anode is cleaned and then treated using oxygen plasma and UV ozone. After treatment, the substrate is dried in a glove box to remove moisture. Next, the substrate is mounted in a substrate holder and placed in a vacuum chamber. The organic layer specified below is applied approximately 10 -8 The materials are sequentially deposited on an ITO anode by thermal vacuum deposition at a rate of 0.01 to 10 Å / s under a vacuum of Torr. Compound HI is used as the hole injection layer (HIL). Compound HT is used as the hole transport layer (HTL). Compound H1 is used as the electron blocking layer (EBL). Subsequently, the metal complex 21 of the present invention, compound H1, and compound H2 are co-deposited to form the emissive layer (EML). Compound HB is deposited on the EML to form the hole blocking layer (HBL). Compound ET and 8-hydroxyquinoline-lithium (Liq) are co-deposited on the HBL to form the electron transport layer (ETL). Finally, 1 nm thick 8-hydroxyquinoline-lithium (Liq) is deposited to form the electron injection layer, and 120 nm of aluminum is deposited to form the cathode. Next, the component is transferred back to the glove box and completed by encapsulating it using a glass lid.

[0323] Device Comparison Example 1

[0324] Except for using metal complex GD1 instead of metal complex 21 of the present invention in the light-emitting layer, the implementation method of device Comparative Example 1 is the same as that of device Example 1.

[0325] The detailed device layer structure and thickness are as shown in the table below. Here, layers in which two or more materials are used are obtained by doping different compounds in the weight ratios listed therein.

[0326] Table 2 Device structures of Example 1 and Comparative Example 1

[0327]

[0328] The material structure used in the device is as follows:

[0329]

[0330]

[0331] Table 3 shows the emission spectrum area ratio of metal complexes in the emissive layer and 1000 cd / m² 2 These are the data for the CIE, voltage (V), current efficiency (CE), power efficiency (PE), and external quantum efficiency (EQE) of the device in Example 1 and Comparative Example 1.

[0332] Table 3 Data of Example 1 and Comparative Example 1

[0333]

[0334] discussion:

[0335] As can be seen from Table 3, the metal complex of the present invention, having an emission spectrum area ratio of 0.129 for the light-emitting material used in Example 1, has a lower driving voltage and higher CE, PE, and EQE compared to Comparative Example 1, which uses a light-emitting material with a similar framework but has an emission spectrum area ratio of 0.173, where PE is improved by 18.4% and EQE is increased by 5.7%, showing a significant advantage in terms of device performance. Therefore, the metal complex satisfying the emission spectrum area ratio of the present invention can exhibit superior device performance, particularly an improvement in device efficiency.

[0336] Device Example 2

[0337] Except for using the metal complex 1 of the present invention instead of the metal complex 21 of the present invention in the light-emitting layer, where the ratio of compound H1:compound H2:metal complex 1 is 63:31:6, the implementation method of device Example 2 is the same as device Example 1.

[0338] Device Example 3

[0339] Except for using the metal complex 12 of the present invention instead of the metal complex 1 of the present invention in the light-emitting layer, the implementation method of device embodiment 3 is the same as device embodiment 2.

[0340] Device Comparison Example 2

[0341] Except for using metal complex GD2 instead of metal complex 1 of the present invention in the light-emitting layer, the implementation method of device Comparative Example 2 is the same as device Example 2.

[0342] Device Comparison Example 3

[0343] Except for using metal complex GD3 instead of metal complex 1 of the present invention in the light-emitting layer, the implementation method of device Comparative Example 3 is the same as device Example 2.

[0344] The detailed device layer structure and thickness are as shown in the table below. Here, layers in which two or more materials are used are obtained by doping different compounds in the weight ratios listed therein.

[0345] Table 4 Partial device structures of Examples 2–3 and Comparative Examples 2–3

[0346]

[0347] The new material structure used in the device is as follows:

[0348]

[0349] Table 5 shows the emission spectrum area ratio of the metal complex in the emissive layer and 1000 cd / m² 2 These are the data for the CIE, voltage (V), current efficiency (CE), power efficiency (PE), and external quantum efficiency (EQE) of the device in Example 2, Example 3, Comparative Example 2, and Comparative Example 3.

[0350] Table 5 Data of Examples 2–3 and Comparative Examples 2–3

[0351]

[0352] discussion:

[0353] As can be seen from Table 5, the emission spectral area ratios of the light-emitting materials of the present invention used in Example 2 and Example 3 are 0.138 and 0.135, respectively, both of which are smaller than 0.145, and the emission spectral area ratios of the light-emitting materials used in Comparative Examples 2 and 3, which have the same framework as the light-emitting materials of the present invention, are 0.166 and 0.167, respectively. Example 2 exhibits a significant superiority in all aspects of device performance compared to Comparative Examples 2 and 3, particularly showing an improvement in device efficiency; CE improved by 13% and 10%, respectively; PE improved by 24% and 19%, respectively; and EQE improved by 11% and 7%, respectively; Likewise, Example 3 also has a significant advantage in terms of device efficiency compared to Comparative Example 2 and Comparative Example 3, with CE improved by 23% and 19%, PE improved by 37% and 32%, and EQE improved by 20% and 16%, respectively. Therefore, metal complexes satisfying the emission spectrum area ratio of the present invention can exhibit superior device performance, particularly an improvement in device efficiency.

[0354] Device Example 4

[0355] First, a glass substrate equipped with a 120 nm thick indium tin oxide (ITO) anode is cleaned and then treated using oxygen plasma and UV ozone. After treatment, the substrate is dried in a glove box to remove moisture. Next, the substrate is mounted in a substrate holder and placed in a vacuum chamber. The organic layer specified below is applied approximately 10 -8The layers are sequentially deposited on an ITO anode by thermal vacuum deposition at a rate of 0.01 to 10 Å / s at a vacuum level of Torr. Compound HI is used as the hole injection layer (HIL) with a thickness of 100 Å. Compound HT is used as the hole transport layer (HTL) with a thickness of 400 Å. Compound EB is used as the electron blocking layer (EBL) with a thickness of 50 Å. Subsequently, the metal complex 41 of the present invention is co-deposited with compound RH to be used as the emissive layer (EML, weight ratio 2:98) with a thickness of 400 Å. Compound HB is used as the hole blocking layer (HBL) with a thickness of 50 Å. On the HBL, compound ET and 8-hydroxyquinoline-lithium (Liq) are co-deposited to form the electron transport layer (ETL) with a thickness of 350 Å. Finally, a 10 Å thick layer of Liq is deposited as the electron injection layer, and a 1200 Å thick layer of Al is deposited as the cathode. Next, the device is transferred back to a glove box and encapsulated using a glass lid to complete the device.

[0356] Device Example 5

[0357] Except for using metal complex 90 instead of metal complex 41 of the present invention in the light-emitting layer (EML) and having a ratio of compound RH to metal complex 90 of 97:3, the manufacturing method of device Example 5 is the same as that of device Example 4.

[0358] Device Comparison Example 4

[0359] Except for using metal complex RD1 instead of metal complex 41 of the present invention in the light-emitting layer (EML), the manufacturing method of device Comparative Example 4 is the same as that of device Example 4.

[0360] Device Comparison Example 5

[0361] Except for using the metal complex RD2 instead of the metal complex 90 of the present invention in the light-emitting layer (EML), the manufacturing method of device Comparative Example 5 is the same as that of device Example 5.

[0362] The partial layer structure and thickness of the device are as shown in the table below. Here, the material used is obtained by doping different compounds of two or more types in the weight ratios listed therein.

[0363] Table 6. Partial device structures of Device Examples 4–5 and Comparative Examples 4–5

[0364]

[0365] The structure of the new material used in the device is as follows:

[0366]

[0367]

[0368] Table 7 shows the emission spectrum area ratio of metal complexes in the emissive layer and 1000 cd / m² 2 These are the CIE, voltage (V), current efficiency (CE), power efficiency (PE), and external quantum efficiency (EQE) data for device Examples 4, 5, Comparative Examples 4, and 5.

[0369] Table 7 Data of Examples 4–5 and Comparative Examples 4–5

[0370]

[0371] discussion:

[0372] As can be seen from Table 7, the emission spectral area ratios of the light-emitting materials used in Example 4 and Example 5 are 0.110 and 0.088, respectively, both of which are smaller than 0.145, while the emission spectral area ratios of the light-emitting materials used in Comparative Example 4 and Comparative Example 5 are 0.160 and 0.177, respectively. Example 4 shows a significant improvement in device efficiency compared to Comparative Examples 4 and 5, with EQE improving by 16.5% in both cases. Additionally, PE also improved significantly, by 38% and 107%, respectively; CE improved by 47.4% and 86.7%, respectively. Likewise, Example 5 also shows a significant advantage in device efficiency compared to Comparative Examples 4 and 5, with efficiency improving by 8.5% in both cases. Additionally, PE improved by 4.7% and 57%, respectively; CE was improved by 15.8% and 46.7%, respectively. Therefore, metal complexes satisfying the emission spectrum area ratio of the present invention can exhibit superior device performance, particularly improved device efficiency, in the device.

[0373] In summary, when the metal complex of the present invention is applied to a back-side light-emitting device, it has significantly improved device efficiency compared to a metal complex that does not satisfy the emission spectrum area ratio.

[0374] Example of a front light-emitting element

[0375] Device Example 6

[0376] First, a 0.7 mm thick glass substrate having a pre-patterned indium tin oxide (ITO) 75 Å / Ag 1500 Å / ITO 150 Å layer is used as the anode, where the 150 Å ITO deposited on the Ag performs the hole injection function. Subsequently, the substrate is dried in a glove box to remove moisture, mounted in a holder, and placed in a vacuum chamber. The organic layer specified below is approximately 10 -6It is sequentially deposited on the anode via thermal vacuum deposition at a rate of 0.01–10 Å / s under a vacuum of Torr. First, compound HI is deposited to form a hole injection layer (HIL, 100 Å), and compound HT is deposited on the HIL to form a hole transport layer (HTL, 1400 Å), wherein the HTL is also used as a microcavity control layer; Next, compound H1 is deposited on the hole transport layer to form an electron blocking layer (EBL, 50 Å), then the metal complex 1 of the present invention, compound H1, and compound H2 are co-deposited to form an emitting layer (EML, 6:63:31, 400 Å), compound HB is deposited to form a hole blocking layer (HBL, 50 Å), compound ET and Liq are co-deposited to form an electron transport layer (ETL, 40:60, 350 Å), metal Yb of 10 Å is deposited to form an electron injection layer (EIL), metal Ag and Mg are co-deposited to form a cathode of 140 Å in a ratio of 9:1, and compound CP of 650 Å thickness is deposited to form a capping layer. Then, the device is transferred back to a glove box and sealed using a glass lid in a nitrogen atmosphere to complete the device.

[0377] Device Example 7

[0378] Except for using the metal complex 12 of the present invention instead of the metal complex 1 of the present invention in the light-emitting layer, and the ratio of compound H1:compound H2:metal complex 12 is 58:38:4, the implementation method of device Example 7 is the same as device Example 6.

[0379] The partial layer structure and thickness of the device are as shown in the table below. Here, the material used is obtained by doping different compounds of two or more types in the weight ratios listed therein.

[0380] Table 8 Partial device structures of Examples 6 and 7

[0381]

[0382] The structure of the new material used in the device is as follows:

[0383] .

[0384] Table 8 shows the emission spectrum area ratio of metal complexes in the emissive layer and 1000 cd / m² 2 These are the CIE, voltage (V), current efficiency (CE), power efficiency (PE), and external quantum efficiency (EQE) data for the device in Example 6 and Example 7.

[0385] Table 9 Data of Examples 6 and 7

[0386]

[0387] discussion:

[0388] As can be seen from Table 9, metal complexes satisfying the specific emission spectral area ratio of the present invention (less than 0.145) exhibit excellent performance in front-emitting devices. Within the color coordinate range of green light, the device achieved very high levels of CE, EQE, and PE. This indicates that metal complexes with the characteristics of the present invention possess significant superiority in organic electroluminescent devices.

[0389] Device Example 8

[0390] First, a 0.7 mm thick glass substrate having a pre-patterned indium tin oxide (ITO) 75 Å / Ag 1500 Å / ITO 150 Å layer is used as the anode, where the 150 Å ITO deposited on Ag performs the hole injection function. Subsequently, the substrate is dried in a glove box to remove moisture, mounted in a holder, and placed in a vacuum chamber. The organic layer specified below is approximately 10 -6It is sequentially deposited on the anode via thermal vacuum deposition at a rate of 0.01 to 10 Å / s at a vacuum of Torr. First, compounds HT and PD are deposited to form a hole injection layer (HIL, 98:2, 100 Å), and compound HT is deposited on the HIL to form a hole transport layer (HTL, 1800 Å), where the HTL is also used as a microcavity control layer. Subsequently, compound EB is deposited on the hole transport layer to form an electron blocking layer (EBL, 50 Å), then metal complex 41 and compound RH are co-deposited to form an emissive layer (EML, 2:98, 400 Å), compound HB is deposited to form a hole blocking layer (HBL, 50 Å), compounds ET and Liq are co-deposited to form an electron transport layer (ETL, 40:60, 350 Å), 10 Å of metal Yb is deposited to form an electron injection layer (EIL), and metals Ag and Mg are co-deposited to a thickness of 140 Å in a 9:1 ratio to form the cathode. Then, a compound CP with a thickness of 650 Å is deposited to serve as a capping layer, and the device is then transferred back to a glove box and sealed in a nitrogen atmosphere using a glass lid and a desiccant to complete the device.

[0391] Device Comparison Example 6

[0392] Except for using metal complex RD3 instead of metal complex 41 of the present invention in the light-emitting layer (EML), the manufacturing method of device Comparative Example 6 is the same as that of device Example 8.

[0393] The partial layer structure and thickness of the device are as shown in the table below. Here, the material used is obtained by doping different compounds of two or more types in the weight ratios listed therein.

[0394] Table 10 Partial device structures of Example 8 and Comparative Example 6

[0395]

[0396] The structure of the new material used in the device is as follows:

[0397]

[0398] Table 11 shows the emission spectrum area ratio of metal complexes in the emissive layer and 1000 cd / m² 2 These are the CIE, voltage (V), current efficiency (CE), power efficiency (PE), and external quantum efficiency (EQE) data for device Example 8 and Comparative Example 6.

[0399] Table 11 Data of Example 8 and Comparative Example 6

[0400]

[0401] discussion:

[0402] As can be seen from Table 11, the metal complex satisfying the specific emission spectral area ratio of the present invention exhibits excellent performance in front-emitting devices. The front-emitting colors of Example 8 and Comparative Example 6 are similar, with CIEx values ​​of 0.684 for both; however, compared to Comparative Example 6, the CE, EQE, and PE values ​​of Example 8 improved by 18.8%, 11.6%, and 29.5%, respectively, while the voltage decreased by 0.27V, and the overall performance of the device reached a very high level. This demonstrates that the metal complex possessing the characteristics of the present invention holds a significant advantage in organic electroluminescent devices.

[0403] In summary, through the above discussion regarding the metal complex of the present invention in front-emitting and back-emitting devices, respectively, it can be explained that the metal complex having the features of the present invention has a significant advantage in organic electroluminescent devices and, in particular, achieves improved device efficiency.

[0404] It should be understood that the various embodiments described in the text are merely illustrative and are not intended to limit the scope of the invention. Accordingly, it is obvious to those skilled in the art that the claimed invention may include modifications of the specific and preferred embodiments described in the text. Many of the materials and structures described in the text may be replaced with other materials and structures without departing from the spirit of the invention. It should be understood that various theories regarding the reasons for the operation of the invention are not limiting.

Claims

Claim 1 In a metal complex, the maximum emission wavelength of the photoluminescence spectrum at room temperature is greater than or equal to 410 nm and less than or equal to 700 nm; where the maximum emission wavelength is λ1 and 410 nm ≤ λ1 < 500 nm, the emission spectrum area ratio is AR1 and AR1 ≤ 0.145; where the maximum emission wavelength is λ2 and 500 nm ≤ λ2 < 580 nm, the emission spectrum area ratio is AR2 and AR2 ≤ 0.145; where the maximum emission wavelength is λ3 and 580 nm ≤ λ3 ≤ 700 nm, the emission spectrum area ratio is AR3 and AR3 ≤ 0.145; the metal complex has an emission intensity less than or equal to 0.2 at wavelengths of 380 nm and 780 nm; and the metal complex is represented by a structure indicated by Equation 8 or Equation 9, and Here, X1~X2 and X7~X8 are the same or different CR whenever they appear x Selected from; Y is selected from O, S, or Se; L is selected from N, identical or different whenever it appears; G1–G3 are identical or different whenever they appear CR g Selected from; H1~H4 are the same or different CR whenever they appear h Selected from;R A1 , R A2 and R B Whenever appearing, identically or differently hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, Selected from the group consisting of cyanotypes and combinations thereof;R x , R g and R h Whenever appearing, identically or differently hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted aryl group having 3 to 20 carbon atoms, or a substituted or Selected from the group consisting of an unsubstituted alkylsilyl group, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a phosphino group, and combinations thereof; adjacent substituents in Formula 8 may optionally be connected to form a ring; and adjacent substituents in Formula 9 may optionally be connected to form a ring;Here, any one group among the alkyl group, cycloalkyl group, cycloalkyl group, cycloalkyl group, aralkyl group, alkoxy group, aryloxy group, arkenyl group, aryl group, alkylsilyl group, alkylgermanyl group, and alkyl amino group is deuterium, halogen, unsubstituted alkyl group having 1 to 20 carbon atoms, unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, and unsubstituted heteroalkyl group having 1 to 20 carbon atoms. A metal complex comprising an unsubstituted heterocyclic group having 3 to 20 ring atoms, an unsubstituted aryl kyl group having 7 to 30 carbon atoms, an unsubstituted alkoxy group having 1 to 20 carbon atoms, an unsubstituted aryloxy group having 6 to 30 carbon atoms, an unsubstituted alkenyl group having 2 to 20 carbon atoms, an unsubstituted aryl group having 6 to 30 carbon atoms, an unsubstituted heteroaryl group having 3 to 30 carbon atoms, an unsubstituted alkylsilyl group having 3 to 20 carbon atoms, an unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, an unsubstituted amino group having 0 to 20 carbon atoms, a cyano group, an isocyano group, a sulfanyl group, a phosphino group, and one or at least two selected from combinations thereof.; Claim 2 The metal complex according to claim 1, wherein the maximum emission wavelength of the photoluminescence spectrum at room temperature of the metal complex is greater than or equal to 420 nm and less than or equal to 480 nm; or the maximum emission wavelength is greater than or equal to 500 nm and less than or equal to 560 nm; or the metal complex wherein the maximum emission wavelength is greater than or equal to 580 nm and less than or equal to 650 nm. Claim 3 In claim 1, the metal complex wherein AR2 of the metal complex is less than or equal to 0.140 and / or AR3 is less than or equal to 0.

130. Claim 4 In claim 1, the metal complex wherein AR2 is less than or equal to 0.138 and / or AR3 is less than or equal to 0.

120. Claim 5 In claim 1, the metal complex wherein AR2 is less than or equal to 0.135 and / or AR3 is less than or equal to 0.

110. Claim 6 In claim 1, the metal complex is represented by a structure indicated by Formula 9, and Here, X1~X2 and X7~X8 are the same or different CR whenever they appear x Selected from; L is selected from N, identical or different whenever it appears; G1~G3 are selected from CR, identical or different whenever it appears g Selected from; H1~H4 are the same or different CR whenever they appear h Selected from;R A1 , R A2 and R B Whenever it appears, is selected from the group consisting of hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, and combinations thereof, either identically or differently; R x , R g and R h Whenever appearing, identically or differently hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, 0 to 20 A metal complex selected from the group consisting of substituted or unsubstituted amino groups, cyano groups, and combinations thereof having a carbon atom. Claim 7 In claim 1, the metal complex is represented by a structure indicated by Formula 8, and Here, X1~X2 are identical or different CR whenever they appear x Selected from; Y is selected from O, S, or Se; G1~G3 are the same or different whenever they appear CR g Selected from; H1~H4 are the same or different CR whenever they appear h Selected from;R A1 , R A2 and R B Whenever it appears, is selected from the group consisting of hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, and combinations thereof, either identically or differently; R x , R g and R h Whenever appearing, identically or differently hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, 0 to 20 A metal complex selected from the group consisting of substituted or unsubstituted amino groups having a carbon atom, cyano groups, and combinations thereof. Claim 8 In claim 1, X1–X2 and X7–X8 are identical or different CR whenever they appear x Selected from; Y is selected from O; L is selected from N, identical or different whenever it appears; G1~G3 are selected from CR, identical or different whenever it appears g Selected from; H1~H4 are the same or different CR whenever they appear h Selected from;R A1 , R A2 , R B , R x , R g and R h A metal complex selected from the group consisting of hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a cyano group, and combinations thereof, which appear identically or differently each time. Claim 9 In claim 1, Y is a metal complex selected from O or S, which is the same or different whenever it appears. Claim 10 In claim 1, X1–X2 and X7–X8 are identical or different CR whenever they appear x Selected from; G1~G3 are identical or different CR whenever they appear g Selected from; H1~H4 are the same or different CR whenever they appear h Selected from; the above R x , R g , R h A metal complex selected from the group consisting of hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a cyano group, and combinations thereof, which appear identically or differently each time. Claim 11 In claim 1, in Equations 8 and 9, G2 is CR g and / or H3 is CR h and / or in Equation 9, X8 is CR x and R g , R h and R x A metal complex selected from the group consisting of a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a cyano group, and combinations thereof, which appear identically or differently each time. Claim 12 In claim 1, R A1 At least one or two of the following are selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, or a combination thereof; and / or R A2 At least one of the following is a metal complex selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 cyclic carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, or a combination thereof. Claim 13 In claim 1, the metal complex is a metal complex selected from any one of the group consisting of the following structures, which are identical or different each time they appear: , , Claim 14 An electroluminescent device comprising: an anode; a cathode; and an organic layer disposed between the anode and the cathode; wherein at least one of the organic layers contains a metal complex according to claim 1. Claim 15 In claim 14, the organic layer containing the metal complex is an electroluminescent element that is a light-emitting layer. Claim 16 In claim 15, the light-emitting layer is an electroluminescent device further comprising at least one host compound. Claim 17 In claim 16, the light-emitting layer is an electroluminescent device containing at least two types of host compounds. Claim 18 An electroluminescent device according to claim 17, wherein at least one of the host compounds comprises one chemical group selected from the group consisting of a phenyl group, a pyridine group, a pyrimidine group, a triazine group, a carbazole group, an indolocarbazole group, a dibenzothiophen group, an azadibenzothiophen group, a dibenzofuran group, an azadibenzofuran group, a dibenzoselenopene group, a triphenylene group, an azatriphenylene group, a fluorene group, a silaflorene group, a naphthyl group, a quinoline group, an isoquinoline group, a quinazolin group, a quinoxaline group, a phenanthrene group, an azaphenanthrene group, and combinations thereof. Claim 19 In claim 14, the electroluminescent element is a back-emitting element, and 1000 cd / m² 2 At the current, the electroluminescent device has an EQE greater than or equal to 25%. Claim 20 In claim 14, the electroluminescent element is a front-emitting element and has a light emission of 1000 cd / m² 2 At the current, the electroluminescent device has an EQE greater than or equal to 40%. Claim 21 A compound combination containing a metal complex according to claim 1. Claim 22 delete Claim 23 delete Claim 24 delete Claim 25 delete Claim 26 delete Claim 27 delete Claim 28 delete Claim 29 delete Claim 30 delete Claim 31 delete Claim 32 delete Claim 33 delete Claim 34 delete Claim 35 delete Claim 36 delete Claim 37 delete Claim 38 delete Claim 39 delete Claim 40 delete

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