Organic electroluminescent material and device thereof

Abstract

Disclosed are organic electroluminescent materials and devices. These organic electroluminescent materials are compounds having the structure of Formula 1. These novel compounds can be used in electroluminescent devices, achieving unexpected lifespan improvements while maintaining good voltage and efficiency, thereby achieving superior overall device performance. Also disclosed are an organic electroluminescent device containing the compound and a compound composition containing the compound.

Description

TECHNICAL FIELD

[0001] The present application relates to compounds for use in organic electronic devices, such as organic light emitting devices. More particularly, it relates to a compound having the structure of Formula 1, and an organic electroluminescent device comprising the compound and a compound combination comprising the compound. BACKGROUND

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

[0003] In 1987, Tang and Van Slyke at Kodak reported a two-layer organic electroluminescent device that included an arylamine hole-transport layer and a tris-8-hydroxyquinoline-aluminum layer as the electron-transport and light-emitting layers (Applied Physics Letters, 1987, 51(12): 913-915). Upon biasing the device, green light emitted from the device. This invention laid the foundation for the development of modern organic light emitting diodes (OLEDs). State-of-the-art OLEDs can include multiple layers, such as charge injection and transport layers, charge and exciton blocking layers, and one or more light emitting layers between the cathode and anode. Since OLEDs are self-emitting solid-state devices, they offer tremendous potential for display and lighting applications. In addition, the inherent properties of organic materials, such as their flexibility, can make them well suited for particular applications, such as on flexible substrates.

[0004] OLEDs can be categorized into three different types according to their light emission mechanism. OLEDs invented by Tang and van Slyke are fluorescent OLEDs. It only uses singlet emission. The triplet states generated in the device are wasted through a nonradiative decay channel. Therefore, the internal quantum efficiency (IQE) of fluorescent OLEDs is only 25%. This limitation hinders the commercialization of OLEDs. In 1997, Forrest and Thompson reported phosphorescent OLEDs, which use triplet emission from heavy metals containing complexes as emitters. Therefore, both singlet and triplet states can be harvested, achieving 100% IQE. Due to its high efficiency, the discovery and development of phosphorescent OLEDs have directly contributed to the commercialization of active-matrix OLEDs (AMOLEDs). Recently, Adachi achieved high efficiency through thermally activated delayed fluorescence (TADF) of organic compounds. These emitters have a small singlet-triplet gap, making it possible for excitons to return from the triplet state to the singlet state. In TADF devices, triplet excitons can generate singlet excitons through reverse intersystem crossing, resulting in high IQE.

[0005] OLEDs can also be classified into small molecule and polymer OLEDs according to the form of materials used. Small molecules refer to any organic or organometallic materials that are not polymers. The molecular weight of small molecules can be large as long as they have precise structures. Dendrimers with well-defined structures are considered small molecules. Polymer OLEDs include conjugated polymers and non-conjugated polymers with side groups of light-emitting groups. Small molecule OLEDs can become polymer OLEDs if post-polymerization occurs during the manufacturing process.

[0006] There are various OLED manufacturing methods. Small molecule OLEDs are usually manufactured by vacuum thermal evaporation. Polymer OLEDs are manufactured by solution methods, such as spin coating, inkjet printing, and nozzle printing. Small molecule OLEDs can also be manufactured by solution methods if the materials can be dissolved or dispersed in solvents.

[0007] The emission color of OLEDs can be achieved by the structure design of light-emitting materials. OLEDs can include one light-emitting layer or multiple light-emitting layers to achieve the desired spectrum. Green, yellow, and red OLEDs, phosphorescent materials have been successfully commercialized. Blue phosphorescent devices still have problems of blue unsaturation, short device lifetime, and high operating voltage. Commercial full-color OLED displays usually use a hybrid strategy, using blue fluorescent and phosphorescent yellow, or red and green. Currently, the rapid decrease in efficiency of phosphorescent OLEDs at high brightness is still a problem. In addition, it is desirable to have more saturated emission spectrum, higher efficiency, and longer device lifetime.

[0008] US20190198775A1 discloses a combination comprising a compound having the general structure: and Ar 1 to Ar 3 at least one of R1-R4 has the following structure: It is further disclosed that the compound can have the following secondary general structure: Among the disclosed specific structures are: Although a large number of compounds having both DBX and triazine structures are disclosed in this application, no compound having the structure of Formula 1 of the present application is disclosed, nor is it disclosed and taught that the compound having the structure of Formula 1 in the present application can achieve unexpected performance improvement.

[0009] KR1020200068398A discloses a compound having the following general structure: Among the disclosed specific structures are: This application discloses a compound having a skeleton structure in which DBX is connected to triazine through a naphthalene group, and no compound having the structure of Formula 1 of the present application is disclosed, nor is it disclosed and taught that the compound having the structure of Formula 1 in the present application can achieve unexpected performance improvement.

[0010] CN112533914A discloses a compound comprising the following structure: Among the disclosed specific structures are: This application discloses a compound having a skeleton structure in which two dibenzofuran groups are directly connected to an azahexacyclic ring, but no compound having the structure of Formula 1 of the present application is disclosed, nor is it disclosed and taught that the compound having the structure of Formula 1 in the present application can achieve unexpected performance improvement.

[0011] US20200168804A1 discloses a compound having the following general structure: Among the disclosed specific structures are: This application discloses a compound having both dibenzofuran and dibenzothiophene substituents on triazine, and no compound having the structure of Formula 1 of the present application is disclosed, nor is it disclosed and taught that the compound having the structure of Formula 1 in the present application can achieve unexpected performance improvement. SUMMARY

[0012] The present application aims to provide a series of compounds having the structure of Formula 1 to solve at least some of the above problems.

[0013] According to one embodiment of the present application, a compound having the structure of Formula 1 is disclosed:

[0014]

[0015] X1-X 14 is the same or different at each occurrence and is selected from C, CR x or N; and X7-X10 one of C and is attached to L;

[0016] R x each occurrence is independently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl with 1-20 carbon atoms, substituted or unsubstituted cycloalkyl with 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl with 1-20 carbon atoms, substituted or unsubstituted heterocyclyl with 3-20 ring atoms, substituted or unsubstituted aralkyl with 7-30 carbon atoms, substituted or unsubstituted alkoxy with 1-20 carbon atoms, substituted or unsubstituted aryloxy with 6-30 carbon atoms, substituted or unsubstituted alkenyl with 2-20 carbon atoms, substituted or unsubstituted alkynyl with 2-20 carbon atoms, substituted or unsubstituted aryl with 6-30 carbon atoms, substituted or unsubstituted heteroaryl with 3-30 carbon atoms, substituted or unsubstituted alkylsilicon with 3-20 carbon atoms, substituted or unsubstituted arylsilicon with 6-20 carbon atoms, substituted or unsubstituted alkyl germanium with 3-20 carbon atoms, substituted or unsubstituted aryl germanium with 6-20 carbon atoms, substituted or unsubstituted amino with 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0017] each occurrence is independently selected from substituted or unsubstituted aryl with 6-30 carbon atoms;

[0018] each occurrence is independently selected from substituted or unsubstituted aryl with 6-30 carbon atoms, substituted or unsubstituted heteroaryl with 3-30 carbon atoms, or combinations thereof;

[0019] each occurrence is independently selected from substituted or unsubstituted aryl with 6-30 carbon atoms, substituted or unsubstituted N-containing heteroaryl with 3-30 carbon atoms, or combinations thereof.

[0020] According to another embodiment of the present application, an organic electroluminescent device is disclosed, comprising: an anode, a cathode, and an organic layer disposed between the anode and the cathode, at least one layer of the organic layer comprising a compound according to the aforementioned embodiments.

[0021] According to yet another embodiment of the present application, a compound combination is also disclosed, comprising a compound according to the aforementioned embodiments.

[0022] Disclosed herein are a series of compounds having the structure of Formula 1. These novel compounds can be applied in organic electroluminescent devices, and can achieve unpredictable life span improvement under the condition of maintaining good voltage and efficiency, thereby achieving greatly improved comprehensive performance of the devices. BRIEF DESCRIPTION OF DRAWINGS

[0023] Figure 1 is a schematic diagram of an organic light emitting device that can contain the compounds and formulations disclosed herein.

[0024] Figure 2 is another schematic diagram of an organic light emitting device that can contain the compounds and formulations disclosed herein. DETAILED DESCRIPTION

[0025] OLEDs can be fabricated on a variety of substrates, such as glass, plastic, and metal. Figure 1 An organic light emitting device 100 is schematically, non-limitingly illustrated. The figures are not necessarily drawn to scale, and some layer structures in the figures can be omitted as desired. The device 100 can 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 can be fabricated by sequentially depositing the described layers. The properties and functions of the layers, as well as exemplary materials, are described in more detail in U.S. Patent No. 7,279,704 B2, columns 6-10, the entire contents of which are incorporated herein by reference.

[0026] Each of these layers has more examples. For example, flexible and transparent substrate-anode combinations are disclosed in U.S. Patent No. 5,844,363, incorporated by reference in its entirety. An example of a p-doped hole-transporting 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, incorporated by reference in its entirety. Examples of host materials are disclosed in U.S. Patent No. 6,303,238, issued to Thompson et al., incorporated by reference in its entirety. An example of an n-doped electron-transporting layer is BPhen doped with Li in a 1:1 molar ratio, as disclosed in U.S. Patent Application Publication No. 2003 / 0230980, incorporated by reference in its entirety. U.S. Patent Nos. 5,703,436 and 5,707,745, incorporated by reference in their entirety, disclose examples of cathodes, including composite cathodes with a thin layer of metal such as Mg:Ag overlying a transparent, conductive, sputter-deposited ITO layer. The principles and use of a blocking layer are described in more detail in U.S. Patent No. 6,097,147 and U.S. Patent Application Publication No. 2003 / 0230980, incorporated by reference in their entirety. Examples of injection layers are provided in U.S. Patent Application Publication No. 2004 / 0174116, incorporated by reference in its entirety. A description of a protective layer can be found in U.S. Patent Application Publication No. 2004 / 0174116, incorporated by reference in its entirety.

[0027] The layered structure described above is provided by way of non-limiting example. The function of an OLED can be achieved by combining various layers described above, or some layers can be omitted entirely. It can also include other layers not explicitly described. Within each layer, a single material or a mixture of materials can be used to achieve optimal performance. Any functional layer can include several sub-layers. For example, an emissive layer can have two sub-layers of different emissive materials to achieve a desired emission spectrum.

[0028] In one embodiment, an OLED can be described as having a "layer" disposed between the anode and the cathode. The layer can include one or more sub-layers.

[0029] OLEDs also require encapsulation layers, such as Figure 2 An organic light emitting device 200 is shown schematically, non-limitingly, which can be used in the display 100 Figure 1Differently, the cathode 190 can also include an encapsulation layer 102 on top to prevent harmful species from the environment, such as moisture and oxygen. Any material capable of providing an encapsulation function can be used as the encapsulation layer, such as glass or organic-inorganic hybrid layers. The encapsulation layer should be placed directly or indirectly on the outside of the OLED device. Multilayer thin film encapsulation is described in U.S. Patent No. 7,968,146 B2, which is incorporated herein by reference in its entirety.

[0030] Devices fabricated in accordance with embodiments of the application can be incorporated into a variety of consumer products, which have one or more electronic component modules (or units) that incorporate the device. Some examples of these consumer products include a flat panel display, a monitor, a medical monitor, a television, a billboard, a lamp for indoor or outdoor illumination and / or signaling, a heads up display, a fully or partially transparent display, a flexible display, a smart phone, a tablet computer, a phablet, a wearable device, a smart watch, a laptop computer, a digital camera, a camcorder, a viewfinder, a microdisplay, a 3-D display, a vehicle display and tail lamp.

[0031] The materials and structures described herein can also be used in other organic electronic devices, which are listed above.

[0032] As used herein, "top" means farthest from the substrate and "bottom" means closest to the substrate. Where a first layer is described as "disposed" on a second layer, the first layer is disposed farther from the substrate. Unless specified that a first layer is "in contact with" a second layer, there can be other layers between the first and second layers. For example, a cathode can be described as "disposed on" an anode even though various organic layers are between the cathode and the anode.

[0033] As used herein, "solution processible" means capable of being dissolved, dispersed, or transported in and / or deposited from a liquid medium, either in solution or suspension form.

[0034] A ligand can be referred to as "photosensitizing" when it is believed to directly contribute to the photoactive properties of the emissive material. A ligand can be referred to as "auxiliary" when it is believed not to contribute to the photoactive properties of the emissive material, but an auxiliary ligand can alter the properties of a photosensitizing ligand.

[0035] It is believed that the internal quantum efficiency (IQE) of fluorescent OLEDs can be exceeded by 25% of the spin statistical limit by delayed fluorescence. Delayed fluorescence can be generally classified into two types, P-type delayed fluorescence and E-type delayed fluorescence. P-type delayed fluorescence is generated by triplet-triplet annihilation (TTA).

[0036] On the other hand, E-type delayed fluorescence does not depend on the collision of two triplets, but rather on the conversion between a triplet and a singlet excited state. Compounds capable of E-type delayed fluorescence need to have a small singlet-triplet gap so that the conversion between states is possible. Thermal energy can activate the transition from triplet back to singlet. This type of delayed fluorescence is also called thermally activated delayed fluorescence (TADF). A notable feature of TADF is that the delayed component increases with increasing temperature. If the rate of reverse intersystem crossing (RISC) is fast enough to minimize non-radiative decay from triplet, the fraction of singlet excited states that are refilled can reach 75%. The total singlet fraction can be 100%, far exceeding the 25% of spin statistics for electroluminescent excitons.

[0037] E-type delayed fluorescence characteristics can be seen in exciplex systems or in single compounds. Without being bound by theory, it is believed that E-type delayed fluorescence requires that the light emitting material have a small singlet-triplet energy gap (ΔΕ S-T ). Organic non-metal containing donor-acceptor light emitting materials can be able to achieve this. The emission of these materials is often characterized as donor-acceptor charge transfer (CT) type emission. The spatial separation of the HOMO and LUMO in these donor-acceptor type compounds often results in a small ΔΕ S-T . These states can include CT states. Typically, donor-acceptor light emitting materials are constructed by linking an electron donor moiety (such as an amino or carbazole derivative) with an electron acceptor moiety (such as a N-containing six-membered aromatic ring).

[0038] Definitions of terms regarding substituents

[0039] Halogen or halide - as used herein, includes fluorine, chlorine, bromine and iodine.

[0040] Alkyl - as used herein, includes straight chain and branched chain alkyl groups. Alkyl groups can be alkyl groups having 1 to 20 carbon atoms, preferably alkyl groups having 1 to 12 carbon atoms, more preferably alkyl groups 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, 3-methylpentyl. Of the above, methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, t-butyl, n-pentyl, neopentyl and n-hexyl are preferred. Additionally, alkyl groups can be optionally substituted.

[0041] Cycloalkyl - As used herein, cycloalkyl includes cyclic alkyl groups. Cycloalkyl groups can be cycloalkyl groups having from 3 to 20 ring carbon atoms, preferably cycloalkyl groups having from 4 to 10 carbon atoms. Examples of cycloalkyl groups include cyclobutyl, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4,4-dimethylcyclohexyl, 1-adamantyl, 2-adamantyl, 1-norbornyl, 2-norbornyl, and the like. Of the above, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4,4-dimethylcyclohexyl are preferred. In addition, cycloalkyl groups can be optionally substituted.

[0042] Heteroalkyl - As used herein, heteroalkyl includes groups formed by replacing one or more carbons of an alkyl group 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. Heteroalkyl groups can be heteroalkyl groups having from 1 to 20 carbon atoms, preferably heteroalkyl groups having from 1 to 10 carbon atoms, more preferably heteroalkyl groups having from 1 to 6 carbon atoms. Examples of heteroalkyl groups include methoxymethyl, ethoxymethyl, ethoxyethyl, methylthiomethyl, ethylthiomethyl, ethylthioethyl, methoxymethoxymethyl, ethoxymethoxymethyl, ethoxyethoxyethyl, hydroxymethyl, hydroxyethyl, hydroxypropyl, mercaptomethyl, mercaptoethyl, mercapto-propyl, aminomethyl, aminoethyl, aminopropyl, dimethylaminomethyl, trimethylgermylmethyl, trimethylgermylethyl, trimethylgermylisopropyl, dimethylethylgermylmethyl, dimethylisopropylgermylmethyl, t-butyldimethylgermylmethyl, triethylgermylmethyl, triethylgermylethyl, triisopropylgermylmethyl, triisopropylgermylethyl, trimethylsilylmethyl, trimethylsilylethyl, trimethylsilylisopropyl, triisopropylsilylmethyl, triisopropylsilylethyl. In addition, heteroalkyl groups can be optionally substituted.

[0043] Alkenyl - As used herein, encompasses straight chain, branched chain, and cyclic alkenyl groups. Alkenyl groups can be alkenyl groups containing 2 to 20 carbon atoms, preferably alkenyl groups having 2 to 10 carbon atoms. Examples of alkenyl groups include ethenyl, propenyl, 1 -butenyl, 2-butenyl, 3-butenyl, 1,3-buten- dienyl, 1 -methyl-ethenyl, phenylethenyl, 2,2-diphenylethenyl, 1,2-diphenylethenyl, 1 -methyl- allyl, 1,1 -dimethylallyl, 2-methylallyl, 1 -phenylallyl, 2-phenylallyl, 3-phenylallyl, 3,3- diphenylallyl, 1,2-dimethylallyl, 1 -phenyl- 1 -butenyl, 3-phenyl- 1 -butenyl, +alkynyl - As used herein, encompasses straight chain alkynyl groups. Alkynyl groups can be alkynyl groups containing 2 to 20 carbon atoms, preferably alkynyl groups having 2 to 10 carbon atoms. Examples of alkynyl groups include ethynyl, propynyl, propargyl, 1 -butynyl, 2-butynyl, 3-butynyl, 1 -pentynyl, 2-pentynyl, 3,3-dimethyl- 1 -butynyl, 3-ethyl-3-methyl- 1 -pentynyl, 3,3-diisopropyl 1 -pentynyl, phenylpropynyl, phenylpropargyl, and the like. Of the above, ethynyl, propynyl, propargyl, 1 -butynyl, 2-butynyl, 3-butynyl, 1 -pentynyl, phenylpropynyl are preferred. Additionally, alkynyl groups can be optionally substituted.

[0044] Aryl or aromatic - As used herein, both non-fused and fused systems are contemplated. Aryl groups can be aryl groups having 6 to 30 carbon atoms, preferably 6 to 20 carbon atoms, more preferably aryl groups having 6 to 12 carbon atoms. Examples of aryl groups include phenyl, biphenyl, terphenyl, triphenylene, tetraphenylene, naphthyl, anthryl, azulenyl, phenanthryl, fluorenyl, pyrenyl, perylenyl, and azulenylenyl, preferably phenyl, biphenyl, terphenyl, triphenylene, fluorenyl, and naphthyl. Examples of non-fused aryl groups include phenyl, biphenyl-2-yl, biphenyl-3-yl, biphenyl-4-yl, p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, o-tolyl, m-tolyl, p-tolyl, p-(2-phenylpropyl)phenyl, 4'-methylbiphenyl, 4"-tert-butyl-p-terphenyl-4-yl, o-cumyl, m-cumyl, p-cumyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesityl, and m-quaterphenyl. Additionally, aryl groups can be optionally substituted. Aryl or aromatic - As used herein, both non-fused and fused systems are contemplated. Aryl groups can be aryl groups having 6 to 30 carbon atoms, preferably 6 to 20 carbon atoms, more preferably aryl groups having 6 to 12 carbon atoms. Examples of aryl groups include phenyl, biphenyl, terphenyl, triphenylene, tetraphenylene, naphthyl, anthryl, azulenyl, phenanthryl, fluorenyl, pyrenyl, perylenyl, and azulenylenyl, preferably phenyl, biphenyl, terphenyl, triphenylene, fluorenyl, and naphthyl. Examples of non-fused aryl groups include phenyl, biphenyl-2-yl, biphenyl-3-yl, biphenyl-4-yl, p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, o-tolyl, m-tolyl, p-tolyl, p-(2-phenylpropyl)phenyl, 4'-methylbiphenyl, 4"-tert-butyl-p-terphenyl-4-yl, o-cumyl, m-cumyl, p-cumyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesityl, and m-quaterphenyl. Additionally, aryl groups can be optionally substituted.

[0045] Heterocyclyl or heterocycle - as used herein, non-aromatic cyclic groups are contemplated. Non-aromatic heterocyclyl groups include saturated heterocyclic groups having 3-20 ring atoms and unsaturated non-aromatic heterocyclic groups having 3-20 ring atoms, wherein at least one ring atom is selected from the group consisting of a nitrogen atom, an oxygen atom, a sulfur atom, a selenium atom, a silicon atom, a phosphorus atom, a germanium atom and a boron atom. Preferred non-aromatic heterocyclyl groups are those having 3 to 7 ring atoms, which include at least one heteroatom such as nitrogen, oxygen, silicon or sulfur. Examples of non-aromatic heterocyclyl groups include oxiranyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, dioxolanyl, dioxanyl, aziridinyl, dihydropyrrolyl, tetrahydropyrrolyl, piperidinyl, oxazolidinyl, morpholinyl, piperazinyl, oxepanyl, thiepanyl, azepanyl and tetrahydrothiopyranyl. Additionally, the heterocyclyl group can be optionally substituted.

[0046] Heteroaryl - as used herein, non-fused and fused heteroaromatic groups containing 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. Heteroaryl also refers to heteroaromatic. Heteroaryl groups can be heteroaryl groups having 3 to 30 carbon atoms, preferably heteroaryl groups having 3 to 20 carbon atoms, more preferably heteroaryl groups having 3 to 12 carbon atoms. Suitable heteroaryl groups include dibenzothiophene, dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoselenophene, carbazole, indolocarbazole, pyrrolopyridine, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazine, oxathiazine, oxadiazine, indole, benzimidazole, indazole, indolizine, benzoxazole, benzoisoxazole, benzothiazole, quinoline, isoquinoline, cinnoline, quinazoline, quinoxaline, naphthyridine, phtalazine, pteridine, xanthene, acridine, phenoxazine, phenothiazine, benzofuro[3,2-d]pyridine, furo[3,2-d]dipyridine, benzothieno[3,2-d]pyridine, thieno[3,2-d]dipyridine, benzoselenopheno[3,2-d]pyridine, selenopheno[3,2-d]dipyridine, preferably dibenzothiophene, dibenzofuran, dibenzoselenophene, carbazole, indolocarbazole, imidazole, pyridine, triazine, benzimidazole, 1,2-azaborine, 1,3-azaborine, 1,4-azaborine, borazole and nitrogen analogs thereof. Additionally, the heteroaryl group can be optionally substituted.

[0047] Alkoxy - as used herein, is represented by -O-alkyl, -O-cycloalkyl, -O-heteroalkyl, or -O-heterocyclyl. Examples and preferred examples of alkyl, cycloalkyl, heteroalkyl, and heterocyclyl are the same as described above. The alkoxy group can be an alkoxy group having 1 to 20 carbon atoms, preferably an alkoxy group having 1 to 6 carbon atoms. Examples of alkoxy groups include methoxy, ethoxy, propoxy, butoxy, pentoxy, hexyloxy, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, tetrahydrofuranyloxy, tetrahydropyranyloxy, methoxypropyloxy, ethoxyethyloxy, methoxymethyloxy, and ethoxymethyloxy. In addition, the alkoxy group can be optionally substituted.

[0048] Aryloxy - as used herein, is represented by -O-aryl or -O-heteroaryl. Examples and preferred examples of aryl and heteroaryl are the same as described above. The aryloxy group can be an aryloxy group having 6 to 30 carbon atoms, preferably an aryloxy group having 6 to 20 carbon atoms. Examples of aryloxy groups include phenoxy and biphenyloxy. In addition, the aryloxy group can be optionally substituted.

[0049] Arylalkyl - as used herein, encompasses an aryl-substituted alkyl group. The arylalkyl group can be an arylalkyl group having 7 to 30 carbon atoms, preferably an arylalkyl group having 7 to 20 carbon atoms, more preferably an arylalkyl group having 7 to 13 carbon atoms. Examples of arylalkyl groups include benzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, 2-phenylisopropyl, phenyl-t-butyl, α-naphthylmethyl, 1-α-naphthylethyl, 2-α-naphthylethyl, 1-α-naphthylisopropyl, 2-α-naphthylisopropyl, β-naphthylmethyl, 1-β-naphthylethyl, 2-β-naphthylethyl, 1-β-naphthylisopropyl, 2-β-naphthylisopropyl, p-methylbenzyl, m-methylbenzyl, o-methylbenzyl, p-chlorobenzyl, m-chlorobenzyl, o-chlorobenzyl, p-bromobenzyl, m-bromobenzyl, o-bromobenzyl, p-iodobenzyl, m-iodobenzyl, o-iodobenzyl, p-hydroxybenzyl, m-hydroxybenzyl, o-hydroxybenzyl, p-aminobenzyl, m-aminobenzyl, o-aminobenzyl, p-nitrobenzyl, m-nitrobenzyl, o-nitrobenzyl, p-cyanobenzyl, m-cyanobenzyl, o-cyanobenzyl, 1-hydroxy-2-phenylisopropyl, and 1-chloro-2-phenylisopropyl. Of the above, benzyl, p-cyanobenzyl, m-cyanobenzyl, o-cyanobenzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, and 2-phenylisopropyl are preferred. In addition, the arylalkyl group can be optionally substituted.

[0050] Alkylsilyl groups - as used herein, encompass alkyl-substituted silyl groups. Alkylsilyl groups can be alkylsilyl groups having 3-20 carbon atoms, preferably alkylsilyl groups having 3 to 10 carbon atoms. Examples of alkylsilyl groups include trimethylsilyl, triethylsilyl, methyldiethylsilyl, ethyldimethylsilyl, tripropylsilyl, tributylsilyl, triisopropylsilyl, methyldiisopropylsilyl, dimethylisopropylsilyl, tri-t- butylsilyl, triisobutylsilyl, dimethyl-t-butylsilyl, methyldi-t-butylsilyl. Additionally, the alkylsilyl groups can be optionally substituted.

[0051] Arylsilyl groups - as used herein, encompass at least one aryl-substituted silyl group. Arylsilyl groups can be arylsilyl groups having 6-30 carbon atoms, preferably arylsilyl groups having 8 to 20 carbon atoms. Examples of arylsilyl groups include triphenylsilyl, phenyldiphenylsilyl, diphenylphenylsilyl, phenyldiethylsilyl, diphenylethylsilyl, phenyldimethylsilyl, diphenylmethylsilyl, phenyldiisopropylsilyl, diphenylisopropylsilyl, diphenylbutylsilyl, diphenylisobutylsilyl, diphenyl-t- butylsilyl. Additionally, the arylsilyl groups can be optionally substituted.

[0052] Alkylgermanyl groups - as used herein, encompass alkyl-substituted germanyl groups. Alkylgermanyl groups can be alkylgermanyl groups having 3-20 carbon atoms, preferably alkylgermanyl groups having 3 to 10 carbon atoms. Examples of alkylgermanyl groups include trimethylgermanyl, triethylgermanyl, methyldiethylgermanyl, ethyldimethylgermanyl, tripropylgermanyl, tributylgermanyl, triisopropylgermanyl, methyldiisopropylgermanyl, dimethylisopropylgermanyl, tri-t- butylgermanyl, triisobutylgermanyl, dimethyl-t-butylgermanyl, methyldi-t- butylgermanyl. Additionally, the alkylgermanyl groups can be optionally substituted.

[0053] Arylgermanyl groups - as used herein, encompass at least one aryl- or heteroaryl-substituted germanyl group. Arylgermanyl groups can be arylgermanyl groups having 6-30 carbon atoms, preferably arylgermanyl groups having 8 to 20 carbon atoms. Examples of arylgermanyl groups include triphenylgermanyl, phenyldiphenylgermanyl, diphenylphenylgermanyl, phenyldiethylgermanyl, diphenylethylgermanyl, phenyldimethylgermanyl, diphenylmethylgermanyl, phenyldiisopropylgermanyl, diphenylisopropylgermanyl, diphenylbutylgermanyl, diphenylisobutylgermanyl, diphenyl-t- butylgermanyl. Additionally, the arylgermanyl groups can be optionally substituted.

[0054] The term "aza" in aza-dibenzofurans, aza-dibenzothiophenes, and the like, refers to the replacement of one or at least two C-H groups in the corresponding aromatic fragment with a nitrogen atom. For example, aza-triphenylenes include dibenzo[f,h]quinoxalines, dibenzo[f,h]quinolines, and other analogs having two or more nitrogens in the ring system. Other nitrogen analogs of the aza derivatives described above will occur to those of ordinary skill in the art and all such analogs are intended to be encompassed by the terms described herein.

[0055] In the present disclosure, when any one of the terms from the group consisting of substituted alkyl, substituted cycloalkyl, substituted heteroalkyl, substituted heterocyclyl, substituted aralkyl, substituted alkoxy, substituted aryloxy, substituted alkenyl, substituted alkynyl, substituted aryl, substituted heteroaryl, substituted alkylsilyl, substituted arylsilyl, substituted alkylgermanyl, substituted arylgermanyl, substituted amino, substituted acyl, substituted carbonyl, substituted carboxylic acid, substituted ester, substituted sulfinyl, is substituted, unless otherwise defined, by one or at least two substituents selected from the group consisting of deuterium, halogen, unsubstituted alkyl having 1-20 carbon atoms, unsubstituted cycloalkyl having 3-20 ring carbon atoms, unsubstituted heteroalkyl having 1-20 carbon atoms, unsubstituted heterocyclyl having 3-20 ring atoms, unsubstituted aralkyl having 7-30 carbon atoms, unsubstituted alkoxy having 1-20 carbon atoms, unsubstituted aryloxy having 6-30 carbon atoms, unsubstituted alkenyl having 2-20 carbon atoms, unsubstituted alkynyl having 2-20 carbon atoms, unsubstituted aryl having 6-30 carbon atoms, unsubstituted heteroaryl having 3-30 carbon atoms, unsubstituted alkylsilyl having 3-20 carbon atoms, unsubstituted arylsilyl having 6-20 carbon atoms, unsubstituted alkylgermanyl having 3-20 carbon atoms, unsubstituted arylgermanyl having 6-20 carbon atoms, unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, mercapto, sulfinyl, sulfonyl, phosphino groups, and combinations thereof.

[0056] It will be appreciated that when a molecular fragment is described as a substituent or otherwise attached to another moiety, it can be written by its name depending on whether it is a fragment (e.g., phenyl, phenylene, naphthyl, dibenzofuranyl) or depending on whether it is an entire molecule (e.g., benzene, naphthalene, dibenzofuran). As used herein, these different ways of specifying a substituent or attached fragment are considered to be equivalent.

[0057] In the compounds mentioned in the present disclosure, hydrogen atoms can be partially or completely replaced by deuterium. Other atoms such as carbon and nitrogen can also be replaced by other stable isotopes thereof. Replacement of other stable isotopes in the compounds can be preferred due to its enhanced efficiency and stability of the device.

[0058] In the compounds mentioned in the present disclosure, multiple substitution means including double substitution up to the maximum available substitution. When a substituent in the compounds mentioned in the present disclosure represents multiple substitution (including double substitution, triple substitution, quadruple substitution, etc.), it means that the substituent can exist at multiple available substitution positions on the structure to which it is connected, and the substituent that exists at multiple available substitution positions can be the same structure or different structures.

[0059] In the compounds mentioned in the present disclosure, unless explicitly defined, for example, adjacent substituents can be optionally connected to form a ring, adjacent substituents in the compounds cannot be connected to form a ring. In the compounds mentioned in the present disclosure, adjacent substituents can be optionally connected to form a ring, which includes both the case where adjacent substituents can be connected to form a ring and the case where adjacent substituents are not connected to form a ring. When adjacent substituents can be optionally connected to form a ring, the formed ring can be a single ring or a multiple ring (including spiro ring, bridge ring, fused ring, etc.), and an alicyclic ring, a heteroalicyclic ring, an aromatic ring or a heteroaromatic ring. In this expression, adjacent substituents can refer to substituents bonded to the same atom, substituents bonded to carbon atoms directly bonded to each other, or substituents bonded to further away carbon atoms. Preferably, adjacent substituents refer to substituents bonded to the same carbon atom and substituents bonded to carbon atoms directly bonded to each other.

[0060] The expression that adjacent substituents can be optionally connected to form a ring is also intended to mean that two substituents bonded to the same carbon atom are connected to each other by a chemical bond to form a ring, which can be exemplified by the following formula:

[0061]

[0062] The expression that adjacent substituents can be optionally connected to form a ring is also intended to mean that two substituents bonded to carbon atoms directly bonded to each other are connected to each other by a chemical bond to form a ring, which can be exemplified by the following formula:

[0063]

[0064] The expression that adjacent substituents can be optionally connected to form a ring is also intended to mean that two substituents bonded to further away carbon atoms are connected to each other by a chemical bond to form a ring, which can be exemplified by the following formula:

[0065]

[0066] Also, the expression "adjacent substituents can optionally be joined to form a ring" is intended to be construed as meaning that, where one of the two adjacent substituents represents hydrogen, the second substituent is bonded at the position where the hydrogen atom is bonded, thus forming a ring. This is exemplified by the following formula:

[0067]

[0068] According to one embodiment of the present application, a compound having the structure of Formula 1 is disclosed:

[0069]

[0070] X1-X 14 is selected from the group consisting of C, CR x or N; and one of X7-X 10 is selected from C and is connected to L;

[0071] R x is selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted alkynyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilicon having 3-20 carbon atoms, substituted or unsubstituted arylsilane having 6-20 carbon atoms, substituted or unsubstituted alkyl germanium having 3-20 carbon atoms, substituted or unsubstituted aryl germanium having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxylic acid group, ester group, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0072] L is selected from substituted or unsubstituted arylene having 6-30 carbon atoms;

[0073] Ar1 is selected from substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, or combinations thereof;

[0074] Ar2is, on each occurrence, the same or different, selected from substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted N-containing heteroaryl having 3 to 30 carbon atoms, or a combination thereof.

[0075] In this context, "substituted or unsubstituted N-containing heteroaryl having 3 to 30 carbon atoms" in "Ar2is, on each occurrence, the same or different, selected from substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted N-containing heteroaryl having 3 to 30 carbon atoms, or a combination thereof" means a substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, the heteroaryl having only nitrogen atoms as heteroatoms, and not containing other heteroatoms such as oxygen, sulfur, and the like. The "substituted or unsubstituted N-containing heteroaryl having 3 to 30 carbon atoms" can be selected from substituted or unsubstituted structures including, but not limited to, pyridine, pyrimidine, triazine, carbazole, azacarbazole, azafiuore, quinoline, isoquinoline, and the like.

[0076] According to one embodiment of the present application, X1-X6are, on each occurrence, the same or different, selected from CR 14 . x , and one of X7-X 10 is selected from C and is attached to L.

[0077] According to one embodiment of the present application, X8is selected from C and is attached to L; or X9is selected from C and is attached to L.

[0078] According to one embodiment of the present application, X1-X6are, on each occurrence, the same or different, selected from CR x .

[0079] According to one embodiment of the present application, X7-X 14 are, on each occurrence, the same or different, selected from C or CR x , and one of X7-X 10 is selected from C and is attached to L.

[0080] According to one embodiment of the present application, at least one of X1-X 14 is N. For example, one of X1-X 14 is N or two of X1-X6are N. For another example, one of X1-X6is N, and / or one of X7-X 14 is N.

[0081] According to one embodiment of the present application, R xeach occurrence is the same or different selected from the group consisting of hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl having 1-20 carbon atoms, a substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, a substituted or unsubstituted aryl having 6-30 carbon atoms, a substituted or unsubstituted heteroaryl having 3-30 carbon atoms, and combinations thereof.

[0082] According to one embodiment of the present application, wherein R x each occurrence is the same or different selected from the group consisting of hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl having 1-20 carbon atoms, a substituted or unsubstituted aryl having 6-30 carbon atoms, and combinations thereof.

[0083] According to one embodiment of the present application, wherein R x each occurrence is the same or different selected from the group consisting of hydrogen, deuterium, a substituted or unsubstituted aryl having 6-30 carbon atoms, and combinations thereof.

[0084] According to one embodiment of the present application, wherein R x each occurrence is the same or different selected from the group consisting of hydrogen, deuterium, a substituted or unsubstituted aryl having 6-18 carbon atoms, and combinations thereof.

[0085] According to one embodiment of the present application, wherein R x each occurrence is the same or different selected from the group consisting of hydrogen, deuterium, a substituted or unsubstituted aryl having 6-12 carbon atoms, and combinations thereof.

[0086] According to one embodiment of the present application, wherein R x each occurrence is the same or different selected from the group consisting of hydrogen, deuterium, a substituted or unsubstituted phenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted biphenyl, and combinations thereof.

[0087] According to one embodiment of the present application, wherein Ar1is selected from a substituted or unsubstituted aryl having 6-18 carbon atoms, each occurrence being the same or different.

[0088] According to one embodiment of the present application, wherein Ar1is selected from a substituted or unsubstituted aryl having 6-12 carbon atoms, each occurrence being the same or different.

[0089] According to one embodiment of the present application, wherein Ar1is selected from a substituted or unsubstituted phenyl, a substituted or unsubstituted pyridyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted quinolyl, a substituted or unsubstituted isoquinolyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted terphenyl, or combinations thereof, each occurrence being the same or different.

[0090] According to one embodiment of the present application, Ar2is, at each occurrence, the same or different, selected from the group consisting of substituted or unsubstituted aryl having 6 to 18 carbon atoms.

[0091] According to one embodiment of the present application, Ar2is, at each occurrence, the same or different, selected from the group consisting of substituted or unsubstituted aryl having 6 to 12 carbon atoms.

[0092] According to one embodiment of the present application, Ar2is, at each occurrence, the same or different, selected from the group consisting of substituted or unsubstituted phenyl, substituted or unsubstituted pyridyl, substituted or unsubstituted naphthyl, substituted or unsubstituted quinolyl, substituted or unsubstituted isoquinolyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, or a combination thereof.

[0093] According to one embodiment of the present application, L is, at each occurrence, the same or different, selected from the group consisting of substituted or unsubstituted arylene having 6 to 18 carbon atoms.

[0094] According to one embodiment of the present application, L is, at each occurrence, the same or different, selected from the group consisting of substituted or unsubstituted arylene having 6 to 12 carbon atoms.

[0095] According to one embodiment of the present application, L is, at each occurrence, the same or different, selected from the group consisting of substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, substituted or unsubstituted naphthylene, and a combination thereof.

[0096] According to one embodiment of the present application, L is, at each occurrence, the same or different, selected from the group consisting of substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, and a combination thereof.

[0097] According to one embodiment of the present application, L is, at each occurrence, the same or different, selected from the group consisting of phenylene, biphenylene, naphthylene, and a combination thereof.

[0098] According to one embodiment of the present application, L is, at each occurrence, the same or different, selected from the group consisting of phenylene, biphenylene, and a combination thereof.

[0099] According to one embodiment of the present application, Ar1and Ar2are, at each occurrence, the same or different, selected from the group consisting of the following structures:

[0100]

[0101] wherein “*” indicates the position of attachment of Ar1or Ar2to Formula 1.

[0102] According to one embodiment of the present application, L is selected from the group consisting of the following structures:

[0103]

[0104] wherein“·” represents the attachment position of L to the triazine in Formula 1, and“#” represents the attachment position of L to X7to X 10 of any one of Formulas 1-4.

[0105] According to one embodiment of the present application, wherein at least one of X1-X6and / or X7-X 14 is selected from CR x , and R x is selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having from 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having from 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having from 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having from 3 to 20 ring atoms, substituted or unsubstituted aralkyl having from 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having from 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having from 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having from 2 to 20 carbon atoms, substituted or unsubstituted alkynyl having from 2 to 20 carbon atoms, substituted or unsubstituted aryl having from 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having from 3 to 30 carbon atoms, substituted or unsubstituted alkylsilicon having from 3 to 20 carbon atoms, substituted or unsubstituted arylsilane having from 6 to 20 carbon atoms, substituted or unsubstituted alkyl germanium having from 3 to 20 carbon atoms, substituted or unsubstituted aryl germanium having from 6 to 20 carbon atoms, substituted or unsubstituted amino having from 0 to 20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof.

[0106] According to one embodiment of the present application, wherein at least one of X1-X6and / or X7-X 14 is selected from CR x , and R x is selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having from 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having from 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having from 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having from 3 to 30 carbon atoms, and combinations thereof.

[0107] According to one embodiment of the present application, wherein the compound is selected from the group consisting of Compound 1 to Compound 260, wherein the specific structures of Compound 1 to Compound 260 are shown in Claim 10.

[0108] According to one embodiment of the present application, wherein the hydrogen in Compound 1 to Compound 260 can be partially or completely substituted by deuterium.

[0109] According to one embodiment of the present application, an organic electroluminescent device is disclosed, comprising: an anode, a cathode, and an organic layer disposed between the anode and the cathode, the organic layer comprising a compound according to any of the preceding embodiments.

[0110] According to one embodiment of the present application, wherein the organic layer is an emissive layer, and the compound is a host compound.

[0111] According to one embodiment of the present application, wherein the emissive layer further comprises a first metal complex.

[0112] According to one embodiment of the present application, wherein the first metal complex has a structure represented by Formula 2:

[0113]

[0114] wherein,

[0115] M is selected from the group consisting of Cu, Ag, Au, Ru, Rh, Pd, Os, Ir and Pt;

[0116] A1-A4 are each independently selected from a substituted or unsubstituted aromatic ring having 6-30 ring atoms, a substituted or unsubstituted heteroaromatic ring having 5-30 ring atoms, or a combination thereof;

[0117] L1-L4 are each independently selected from the group consisting of a single bond, BR', CR'R', NR', O, SiR'R', PR', S, GeR'R', Se, a substituted or unsubstituted vinylene group, an ethynylene group, a substituted or unsubstituted arylene group having 6-30 carbon atoms, a substituted or unsubstituted heteroarylene group having 5-30 carbon atoms, and a combination thereof; when two R' are present simultaneously, the two R' are the same or different;

[0118] a1-a4 are each independently selected from 0 or 1;

[0119] P1-P4 are each independently selected from C or N;

[0120] D1-D4 are each independently selected from a single bond, O or S;

[0121] R 11 R 14 are each independently monosubstituted, polysubstituted or unsubstituted;

[0122] R 11 R 14, each occurrence of R' is the same or different and is selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl with 1-20 carbon atoms, substituted or unsubstituted cycloalkyl with 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl with 1-20 carbon atoms, substituted or unsubstituted heterocyclyl with 3-20 ring atoms, substituted or unsubstituted aralkyl with 7-30 carbon atoms, substituted or unsubstituted alkoxy with 1-20 carbon atoms, substituted or unsubstituted aryloxy with 6-30 carbon atoms, substituted or unsubstituted alkenyl with 2-20 carbon atoms, substituted or unsubstituted alkynyl with 2-20 carbon atoms, substituted or unsubstituted aryl with 6-30 carbon atoms, substituted or unsubstituted heteroaryl with 3-30 carbon atoms, substituted or unsubstituted alkylsilicon with 3-20 carbon atoms, substituted or unsubstituted arylsilicon with 6-20 carbon atoms, substituted or unsubstituted alkyl germanium with 3-20 carbon atoms, substituted or unsubstituted aryl germanium with 6-20 carbon atoms, substituted or unsubstituted amino with 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0123] adjacent substituents R 11 -R 14 , R' can optionally be joined to form a ring.

[0124] In this embodiment, "adjacent substituents R 11 -R 14 , R' can optionally be joined to form a ring" is intended to mean that among adjacent substituent groups, for example, two adjacent substituents R 11 , two adjacent substituents R 12 , two adjacent substituents R 13 , two adjacent substituents R 14 , two substituents R 11 and R 12 , two substituents R 12 and R 13 , two substituents R 13 and R 14 , two substituents R 14 and R 11 , two substituents R', two substituents R 11 and R' 12 , two substituents R 13 and R' 14Between R and R', any one or more of these substituent groups may be linked to form a ring. Obviously, none of these substituent groups may be linked to form a ring.

[0125] Herein, each occurrence of a1 to a4 is identically or differently selected from 0 or 1 and is intended to indicate the following: when a1 is selected from 0, it indicates that ring A1 and ring A2 are not connected; when a2 is selected from 0, it indicates that ring A2 and ring A3 are not connected; when a3 is selected from 0, ring A3 and ring A4 are not connected; when a4 is selected from 0, ring A1 and ring A4 are not connected; when a1, a2, a3 or a4 is selected from 1, it indicates that L1, L2, L3 or L4 is present and is selected from the following group consisting of: a single bond, BR', CR'R', NR', O, SiR'R', PR', S, GeR'R', Se, substituted or unsubstituted vinylene, ethynylene, substituted or unsubstituted arylene having 6-30 carbon atoms, substituted or unsubstituted heteroarylene having 5-30 carbon atoms, and combinations thereof.

[0126] Herein, when L1, L2, L3, or L4 is selected from a single bond, it indicates that Ring A1 and Ring A2, Ring A2 and Ring A3, Ring A3 and Ring A4, or Ring A4 and Ring A1 are directly connected via a single bond. When D1, D2, D3, or D4 is selected from a single bond, it indicates that Ring A1, Ring A2, Ring A3, or Ring A4 is directly connected to M via a single bond.

[0127] In this context, the connection between L1 to L4 and rings A1 to A4 in Formula 1 is intended to mean that L1 in Formula 1 can be connected to any ring atom in ring A1 or ring A2, rather than L1 being connected to an atom adjacent to P1 in ring A1 or an atom adjacent to P2 in ring A2; similarly, L2 in Formula 1 can be connected to any atom in ring A2 or ring A3, rather than L2 being connected to an atom adjacent to P2 in ring A2 or an atom adjacent to P3 in ring A3; and the same applies to L3 and L4. For example, when ring A1 is selected from benzimidazole, the connection between ring A1 in Formula 1 includes, but is not limited to, the following structures: That is, P1 is N at this time, and L1 is connected to an atom that is not adjacent to P1.

[0128] According to one embodiment of the present invention, in Formula 2, at least one of A1-A4 is selected from a substituted or unsubstituted heteroaromatic ring having 5 to 30 ring atoms.

[0129] According to one embodiment of the present invention, in Formula 2, at least one of A1-A4 is selected from substituted or unsubstituted benzimidazole, benzoxazole, benzothiazole, and The dotted line is coordinated with M.

[0130] According to one embodiment of the present invention, in Formula 2, at least one of A1-A4 is selected from a substituted or unsubstituted heteroaromatic ring having 5 to 30 ring atoms.

[0131] According to one embodiment of the present invention, in Formula 2, at least one of A1-A4 is selected from substituted or unsubstituted pyridine, and is coordinated with M through the N of pyridine.

[0132] According to one embodiment of the present invention, in Formula 2, at least one, at least two, or at least three of a1-a4 are not zero.

[0133] According to one embodiment of the present invention, in Formula 2, L1-L4 are single bonds.

[0134] According to one embodiment of the present invention, in Formula 2, at least one of D1-D4 is O or S.

[0135] According to one embodiment of the present invention, in Formula 2, at least one of D1-D4 is O.

[0136] According to one embodiment of the present invention, the first metal complex has M(L a ) m (L b ) n The structure is represented by Formula 3:

[0137]

[0138] in,

[0139] The metal M is selected from metals having a relative molecular mass greater than 40, the same or different at each occurrence; preferably, M is selected from the group consisting of Cu, Ag, Au, Ru, Rh, Pd, Os, Ir and Pt, the same or different at each occurrence;

[0140] m is 0, 1, 2 or 3, n is 0, 1, 2 or 3, and m + n is equal to the oxidation state of M; when m is 2 or 3, multiple L a are the same or different; when n is 2 or 3, multiple L b are the same or different;

[0141] Ring C1-C4 is selected, at each occurrence, identically or differently, from a substituted or unsubstituted aromatic ring having 6 to 30 ring atoms, a substituted or unsubstituted heteroaromatic ring having 5 to 30 ring atoms, or a combination thereof;

[0142] Each occurrence of Q1-Q4 is identically or differently selected from C or N;

[0143] R 21 -R 24each occurrence is the same or different, represents mono-, multi- or no substitution;

[0144] R 21 -R 24 each occurrence is the same or different, is selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted alkynyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilicon having 3-20 carbon atoms, substituted or unsubstituted arylsilicon having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium having 3-20 carbon atoms, substituted or unsubstituted arylgermanium having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxylic acid group, ester group, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0145] adjacent substituents R 21 -R 24 may optionally be linked to form a ring.

[0146] In this embodiment, "adjacent substituents R 21 -R 24 may optionally be linked to form a ring", is intended to mean that any one or more of these groups of substituents, e.g., two adjacent substituents R 21 , two adjacent substituents R 22 , two adjacent substituents R 23 , two adjacent substituents R 24 , two substituents R 21 and R 22 , two substituents R 23 and R 24 , can be linked to form a ring. Obviously, none of these groups of substituents can also be linked to form a ring.

[0147] According to one embodiment of the present application, wherein the first metal complex has M(L a1 ) f (L b1 ) g (Lc1 ) h of the general formula (4), wherein L a1 has the structure shown in formula 4:

[0148]

[0149] wherein,

[0150] the metal M is on each occurrence identically or differently selected from the group consisting of Cu, Ag, Au, Ru, Rh, Pd, Os, Ir and Pt;

[0151] L a1 , L b1 and L c1 are a first, second and third ligand, respectively, coordinating to the metal M, L a1 , L b1 and L c1 may optionally be linked to form a polydentate ligand; for example, any two of L a1 , L b1 and L c1 may be linked to form a tetradentate ligand; for another example, L a1 , L b1 and L c1 may be linked to each other to form a hexadentate ligand; or for yet another example, none of L a1 , L b1 and L c1 are linked to form a polydentate ligand;

[0152] f is selected from 0, 1, 2 or 3, g is selected from 0, 1, 2 or 3, h is selected from 0, 1 or 2; and f+g+h is equal to the oxidation state of M;

[0153] when f is 2 or 3, the plurality of L a1 are identical or different; when g is 2 or 3, the plurality of L b1 are identical or different; when h is 2, the two L c1 are identical or different;

[0154] Q is on each occurrence identically or differently selected from the group consisting of O, S, Se, NR q , CR q R q and SiR q R q ; when two R q are present at the same time, the two R q are identical or different;

[0155] U1-U8 are on each occurrence identically or differently selected from C, CR u or N; at least one of U5-U8 is C and is bound to the carbon atom in formula 4 are connected, wherein "*" indicates the position of the connection;

[0156] U5, U6, U7, or U8 is connected to the metal M by a metal-carbon bond or a metal-nitrogen bond;

[0157] V1-V4 are at each occurrence, identically or differently, selected from the group consisting of CR v or N;

[0158] R q , R u and R v are at each occurrence, identically or differently, selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl with 1-20 carbon atoms, substituted or unsubstituted cycloalkyl with 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl with 1-20 carbon atoms, substituted or unsubstituted heterocyclyl with 3-20 ring atoms, substituted or unsubstituted aralkyl with 7-30 carbon atoms, substituted or unsubstituted alkoxy with 1-20 carbon atoms, substituted or unsubstituted aryloxy with 6-30 carbon atoms, substituted or unsubstituted alkenyl with 2-20 carbon atoms, substituted or unsubstituted alkynyl with 2-20 carbon atoms, substituted or unsubstituted aryl with 6-30 carbon atoms, substituted or unsubstituted heteroaryl with 3-30 carbon atoms, substituted or unsubstituted alkylsilicon with 3-20 carbon atoms, substituted or unsubstituted arylsilane with 6-20 carbon atoms, substituted or unsubstituted alkyl germanium with 3-20 carbon atoms, substituted or unsubstituted aryl germanium with 6-20 carbon atoms, substituted or unsubstituted amino with 0-20 carbon atoms, acyl, carbonyl, carboxylic acid group, ester group, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0159] adjacent substituents R q , R u and R v may optionally be connected to form a ring;

[0160] wherein, L b1 and L c1 are at each occurrence, identically or differently, selected from any one of the structures represented by the group consisting of:

[0161]

[0162] wherein,

[0163] R a , R b and R c are at each occurrence, identically or differently, represent mono-, poly-, or no substitution;

[0164] X b at each occurrence is selected from the group consisting of O, S, Se, NR N1 , CR C1 R C2 ;

[0165] R a , R b , R c , R N1 , R C1 and R C2 at each occurrence is selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl with 1-20 carbon atoms, substituted or unsubstituted cycloalkyl with 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl with 1-20 carbon atoms, substituted or unsubstituted heterocyclyl with 3-20 ring atoms, substituted or unsubstituted aralkyl with 7-30 carbon atoms, substituted or unsubstituted alkoxy with 1-20 carbon atoms, substituted or unsubstituted aryloxy with 6-30 carbon atoms, substituted or unsubstituted alkenyl with 2-20 carbon atoms, substituted or unsubstituted alkynyl with 2-20 carbon atoms, substituted or unsubstituted aryl with 6-30 carbon atoms, substituted or unsubstituted heteroaryl with 3-30 carbon atoms, substituted or unsubstituted alkylsilicon with 3-20 carbon atoms, substituted or unsubstituted arylsilicon with 6-20 carbon atoms, substituted or unsubstituted alkyl germanium with 3-20 carbon atoms, substituted or unsubstituted aryl germanium with 6-20 carbon atoms, substituted or unsubstituted amino with 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0166] adjacent substituents R a , R b , R c , R N1 , R C1 and R C2 may optionally be linked to form a ring.

[0167] Herein, "adjacent substituents R q , R u and R v may optionally be linked to form a ring" is intended to mean that wherein adjacent substituent groups, e.g., between two substituents R q , between two substituents R u , between two substituents R v , between two substituents R u and R v , between two substituents R uand R q between any one or more of these groups of substituents can be linked to form a ring. Obviously, none of these substituents can also be linked to form a ring.

[0168] In this embodiment, "adjacent substituents R a , R b , R c , R N1 , R C1 and R C2 may optionally be linked to form a ring" is intended to mean that any one or more of these groups of substituents, for example, two substituents R a , two substituents R b , two substituents R c , substituent R a and R b , substituent R a and R c , substituent R b and R c , substituent R a and R N1 , substituent R b and R N1 , substituent R a and R C1 , substituent R a and R C2 , substituent R b and R C1 , substituent R b and R C2 , and R C1 and R C2 may be linked to form a ring. Obviously, none of these substituents can also be linked to form a ring.

[0169] According to one embodiment of the present application, at least one of U1-U8 is N, for example one or two are N.

[0170] According to one embodiment of the present application, at least one of V1-V4 is N, for example one or two are N.

[0171] According to another embodiment of the present application, the ligand L a1 has a structure represented by formula 4a:

[0172]

[0173] wherein,

[0174] Q is on each occurrence, identically or differently, selected from the group consisting of O, S, Se, NRq CR q R q and SiR q R q ; when two R q are present simultaneously, the two R q may be the same or different;

[0175] U1-U4 and U7-U8 are the same or different at each occurrence selected from CR u or N;

[0176] R v is the same or different at each occurrence represents mono-substitution, poly-substitution, or no substitution;

[0177] R q , R u and R v are the same or different at each occurrence selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted alkynyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3-20 carbon atoms, substituted or unsubstituted arylgermanyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxylic acid group, ester group, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0178] adjacent substituents R q , R u and R v may optionally be linked to form a ring.

[0179] According to another embodiment of the present application, wherein the ligand L a1 is the same or different at each occurrence selected from a structure represented by any one of the following structures:

[0180]

[0181] wherein,

[0182] Q is, at each occurrence, the same or different, selected from the group consisting of O, S, Se, NR q , CR q R q and SiR q R q ; when two R q groups are present simultaneously, the two R q groups can be the same or different;

[0183] R u and R v , at each occurrence, the same or different, represent mono-substitution, poly-substitution, or no substitution;

[0184] R q , R u and R v , at each occurrence, the same or different, are selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted alkynyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3-20 carbon atoms, substituted or unsubstituted arylgermanyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0185] adjacent substituents R q , R u and R v may optionally be linked to form a ring.

[0186] According to another embodiment of the present application, the first metal complex has a structure represented by Formula 5:

[0187]

[0188] wherein,

[0189] f is 0, 1, 2, or 3; when f is 2 or 3, the multiple La1 the same or different; when f is 0 or 1, multiple L b the same or different;

[0190] U4is, at each occurrence, selected from CR u or N;

[0191] U1-U3and U7-U8are, at each occurrence, selected from CR u ;

[0192] R a , R b , and R v , at each occurrence, represent mono-substitution, multi-substitution, or no substitution;

[0193] Ra, R b , R u , and R v , at each occurrence, are selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl of 1-20 carbon atoms, substituted or unsubstituted cycloalkyl of 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl of 1-20 carbon atoms, substituted or unsubstituted heterocyclyl of 3-20 ring atoms, substituted or unsubstituted aralkyl of 7-30 carbon atoms, substituted or unsubstituted alkoxy of 1-20 carbon atoms, substituted or unsubstituted aryloxy of 6-30 carbon atoms, substituted or unsubstituted alkenyl of 2-20 carbon atoms, substituted or unsubstituted alkynyl of 2-20 carbon atoms, substituted or unsubstituted aryl of 6-30 carbon atoms, substituted or unsubstituted heteroaryl of 3-30 carbon atoms, substituted or unsubstituted alkylsilicon of 3-20 carbon atoms, substituted or unsubstituted arylsilane of 6-20 carbon atoms, substituted or unsubstituted alkyl germanium of 3-20 carbon atoms, substituted or unsubstituted aryl germanium of 6-20 carbon atoms, substituted or unsubstituted amino of 0-20 carbon atoms, acyl, carbonyl, carboxylic acid group, ester group, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0194] adjacent substituents Ra, R b , R u , and R v may optionally be linked to form a ring.

[0195] In this embodiment, “adjacent substituents R a , R b , R u , and R v may optionally be linked to form a ring”, is intended to mean that where adjacent groups of substituents, e.g., two substituents R abetween two substituents R b between two substituents R u between two substituents R v between two substituents R a and R b between these substituents groups one or more of the substituents groups can be connected to form a ring. It is obvious that none of these substituents groups can also be connected to form a ring.

[0196] According to one embodiment of the present application, wherein in formula 3a and formula 4 at least one of U1-U8 is N, for example one or two are N.

[0197] According to one embodiment of the present application, wherein the metal M is at each occurrence, identically or differently, selected from the group consisting of Cu, Ag, Au, Ru, Rh, Pd, Os, Ir and Pt.

[0198] According to one embodiment of the present application, wherein R u is at least one selected from cyano or fluorine.

[0199] According to one embodiment of the present application, wherein R u is at least one selected from cyano or fluorine, and at least one other R u is selected from the group consisting of deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, and combinations thereof.

[0200] According to one embodiment of the present application, wherein the first metal complex is selected from the group consisting of metal complex M1 to metal complex M108, wherein the specific structures of metal complex M1 to metal complex M108 are shown in claim 15.

[0201] According to one embodiment of the present application, wherein the hydrogen in metal complex M1 to metal complex M108 can be partially or completely substituted by deuterium.

[0202] According to one embodiment of the present application, wherein the light-emitting layer further comprises a second host compound, and the second host compound comprises at least one chemical group selected from the group consisting of benzene, pyridine, pyrimidine, triazine, carbazole, azacarbazole, indolocarbazole, dithiophene, azadithiophene, difuran, azadifuran, diseladiazole, triphenylene, azatriphenylene, fluorene, silafluorene, naphthalene, quinoline, isoquinoline, quinazoline, quinoxaline, phenanthrene, azaphenanthrene, and combinations thereof.

[0203] According to one embodiment of the present application, the second host material comprises at least one chemical group selected from the group consisting of benzene, carbazole, indolocarbazole, fluorene, silafluorene, and combinations thereof.

[0204] According to one embodiment of the present application, the second host compound has a structure represented by Formula X:

[0205]

[0206] wherein,

[0207] L T each occurrence is the same or different selected from a single bond, substituted or unsubstituted alkylene having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene having 3-20 carbon atoms, substituted or unsubstituted arylene having 6-20 carbon atoms, substituted or unsubstituted heteroarylene having 3-20 carbon atoms, or a combination thereof;

[0208] T is the same or different at each occurrence selected from C, CR t or N;

[0209] R t each occurrence is the same or different selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted alkynyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilicon having 3-20 carbon atoms, substituted or unsubstituted arylsilicon having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium having 3-20 carbon atoms, substituted or unsubstituted arylgermanium having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxylic acid group, ester group, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0210] Ar is the same or different at each occurrence selected from substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, and combinations thereof;

[0211] adjacent substituents R tmay optionally be linked to form a ring.

[0212] In this embodiment, "adjacent substituents R t may optionally be linked to form a ring", is intended to mean that any one or more of the groups of adjacent substituents, e.g., two adjacent substituents R t may be linked to form a ring. Obviously, none of these substituents can also be linked to form a ring.

[0213] According to one embodiment of the present application, wherein the second host compound has a structure represented by one of Formula X-a to Formula X-j:

[0214]

[0215] wherein,

[0216] L T is selected from the group consisting of a single bond, a substituted or unsubstituted alkylene having 1-20 carbon atoms, a substituted or unsubstituted cycloalkylene having 3-20 carbon atoms, a substituted or unsubstituted arylene having 6-20 carbon atoms, a substituted or unsubstituted heteroarylene having 3-20 carbon atoms, or a combination thereof, at each occurrence, identically or differently;

[0217] T is selected from the group consisting of C, CR t or N, at each occurrence, identically or differently;

[0218] R t is selected from the group consisting of hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl having 1-20 carbon atoms, a substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, a substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, a substituted or unsubstituted heterocyclyl having 3-20 ring atoms, a substituted or unsubstituted aralkyl having 7-30 carbon atoms, a substituted or unsubstituted alkoxy having 1-20 carbon atoms, a substituted or unsubstituted aryloxy having 6-30 carbon atoms, a substituted or unsubstituted alkenyl having 2-20 carbon atoms, a substituted or unsubstituted alkynyl having 2-20 carbon atoms, a substituted or unsubstituted aryl having 6-30 carbon atoms, a substituted or unsubstituted heteroaryl having 3-30 carbon atoms, a substituted or unsubstituted alkylsilicon having 3-20 carbon atoms, a substituted or unsubstituted arylsilicon having 6-20 carbon atoms, a substituted or unsubstituted alkylgermanium having 3-20 carbon atoms, a substituted or unsubstituted arylgermanium having 6-20 carbon atoms, a substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof, at each occurrence, identically or differently;

[0219] Ar is, on each occurrence, identically or differently, selected from substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, and combinations thereof;

[0220] adjacent substituents R t may optionally be linked into a ring.

[0221] According to one embodiment of the present application, wherein at least one of all T is selected from N, for example one or two are N.

[0222] According to one embodiment of the present application, wherein the second host compound in the organic electroluminescent device is selected from the group consisting of compounds X-1 to X-150, wherein the specific structures of compounds X-1 to X-150 are provided in claim 17.

[0223] According to one embodiment of the present application, a compound combination is also disclosed, comprising the compound of any of the preceding embodiments.

[0224] In combination with other materials

[0225] The materials described herein for specific layers in an organic light emitting device can be used in combination with a variety of other materials present in the device. The combinations of these materials are described in detail in US Patent Application US2016 / 0359122A1 at paragraphs 0132-0161, which is incorporated by reference herein in its entirety. The materials described or referenced

[0226] The materials described herein as being useful for specific layers in an organic light emitting device can be used in combination with a variety of other materials present in the device. For example, the compounds disclosed herein can be used in conjunction with a variety of hosts, a variety of light emitting dopants, transport layers, blocking layers, injection layers, electrodes, and other layers that can be present. The combinations of these materials are described in detail in US Patent Application US2015 / 0349273A1 at paragraphs 0080-0101, which is incorporated by reference herein in its entirety. The materials described or referenced

[0227] In the examples of material synthesis, unless otherwise specified, all reactions were carried out under nitrogen protection. All reaction solvents were anhydrous and used as received from commercial sources. The synthetic products were subjected to structure confirmation and property testing using one or more devices (including but not limited to Bruker's nuclear magnetic resonance instrument, Shimadzu's liquid chromatograph, liquid chromatograph-mass spectrometer, gas chromatograph-mass spectrometer, differential scanning calorimeter, Shanghai Raytian Technology's fluorescence spectrophotometer, Wuhan Kostar's electrochemical workstation, Anhui Beiyeke's sublimation instrument, etc.) that are conventional in the art, in a manner well known to those skilled in the art. In the examples of devices, the properties of the devices were also tested using devices (including but not limited to evaporation machines produced by Angstrom Engineering, optical test systems and life test systems produced by Suzhou Fushida, ellipsometers produced by Beijing Liangtuo, etc.) that are conventional in the art, in a manner well known to those skilled in the art. Since those skilled in the art are all aware of the above-mentioned device usage, testing methods, etc., the inherent data of the samples can be obtained definitely and unaffectedly, so the above-mentioned related content will not be expanded and described in this patent.

[0228] Examples of material synthesis:

[0229] The preparation method of the compounds of the present application is not limited, and the following compounds are exemplified typically but not limitatively, and the synthetic routes and preparation methods thereof are as follows:

[0230] Example 1 of synthesis: synthesis of compound 1

[0231] Step 1: synthesis of intermediate C

[0232]

[0233] In a three-necked round-bottom flask, A (12.3 g, 50 mmol), B (7.8 g, 50 mmol), Pd(PPh3)4(1.16 g, 1 mmol), K2CO3(13.8 g, 100 mmol) were added to toluene (200 mL), ethanol (25 mL), H2O (25 mL) under nitrogen protection, heated to reflux overnight. Stop heating, cool to room temperature. Divide, add dichloromethane (DCM) to the aqueous phase, extract several times, combine the organic phase, dry over anhydrous Na2SO4, filter, concentrate under reduced pressure. The crude product was purified by column chromatography (petroleum ether PE as eluent) to obtain colorless oil intermediate C (13.7 g, 49.28 mmol) with a yield of 98.6%.

[0234] Step 2: synthesis of intermediate D

[0235]

[0236] In a three-necked round bottom flask, C (13.7 g, 49.28 mmol), bis(pinacolato)diboron (18.77 g, 73.9 mmol), Pd(OAc)2(221 mg, 0.99 mmol), 2-dicyclohexylphosphino-2,4,6-triisopropylbiphenyl (X-Phos, 940 mg, 1.98 mmol), KOAc (14.5 g, 147.84 mmol) were added to 1,4-dioxane (250 mL) under nitrogen protection, heated to reflux overnight. The heating was stopped, and the reaction was cooled to room temperature. The reaction mixture was filtered through celite, and the filtrate was concentrated under reduced pressure. The crude product was purified by column chromatography (gradient elution, eluent PE / DCM = 6:1 to 2:1) to give intermediate D (6.0 g, 13.4 mmol) as a light yellow oil, with a yield of 68.2%.

[0237] Step 3: Synthesis of intermediate F

[0238]

[0239] In a three-necked round bottom flask, D (14.8 g, 40 mmol), E (9.0 g, 40 mmol), KHCO3(8.0 g, 80 mmol) were added to toluene (160 mL), ethanol (20 mL), H2O (20 mL) under nitrogen protection, heated to 60 °C, and the reaction was allowed to proceed overnight. The heating was stopped, and the reaction was cooled to room temperature. Ethyl acetate (EA) and water were added to separate the organic phase, which was washed with water and saturated brine, and then directly filtered to give the crude product. The crude product was recrystallized from toluene, and then filtered to give intermediate F (4.0 g, 9.24 mmol) as a white solid, with a yield of 23%.

[0240] Step 4: Synthesis of compound 1

[0241]

[0242] In a three-necked round bottom flask, F (4.0 g, 9.24 mmol), G (3.42 g, 9.24 mmol), Pd(PPh3)4(213 mg, 0.18 mmol), K2CO3(2.55 g, 18.48 mmol) were added to toluene (80 mL), ethanol (20 mL), H2O (20 mL) under nitrogen protection, heated to reflux overnight. The heating was stopped, and the reaction was cooled to room temperature. The solid was filtered under reduced pressure, and then washed with water and methanol. The solid was recrystallized from toluene / acetonitrile to give a white solid (4.6 g, 7.17 mmol), with a yield of 77.6%. The product was identified as the target compound 1, with a molecular weight of 641.2.

[0243] Synthesis Example 2: Synthesis of compound 2

[0244] Step 1: Synthesis of compound 2

[0245]

[0246] In a three-necked round bottom flask, H (4.0 g, 9.24 mmol), G (3.42 g, 9.24 mmol), Pd(PPh3)4(213 mg, 0.18 mmol), K2CO3(2.55 g, 18.48 mmol) were added to toluene (80 mL), ethanol (20 mL), H2O (20 mL) under nitrogen protection, heated to reflux overnight. The heating was stopped, cooled to room temperature, filtered under reduced pressure, the obtained solid was washed with water and methanol in sequence. The solid was recrystallized from toluene / acetonitrile again to obtain white solid (5.0 g, 7.79 mmol) with a yield of 84.3%. The product was confirmed as target compound 2 with a molecular weight of 641.2.

[0247] Synthesis Example 3: Synthesis of compound 3

[0248] Step 1: Synthesis of compound 3

[0249]

[0250] In a three-necked round bottom flask, I (1.2 g, 2.76 mmol), G (1.0 g, 2.76 mmol), Pd(PPh3)4(96 mg, 0.083 mmol), K2CO3(0.76 g, 5.52 mmol) were added to toluene (16 mL), ethanol (4 mL), H2O (4 mL) under nitrogen protection, heated to reflux overnight. The heating was stopped, cooled to room temperature, filtered under reduced pressure, the obtained solid was washed with water and methanol in sequence. The solid was recrystallized from toluene / acetonitrile again to obtain white solid (1.6 g, 2.49 mmol) with a yield of 90.3%. The product was confirmed as target compound 3 with a molecular weight of 641.2.

[0251] It should be known to those skilled in the art that the above preparation method is only an exemplary example, and those skilled in the art can obtain other compound structures of the present application by improving it.

[0252] Device Example

[0253] Device Example 1

[0254] First, a glass substrate with an 80 nm thick indium tin oxide (ITO) anode was cleaned and then treated with oxygen plasma and UV ozone. After the treatment, the substrate was dried in a glove box to remove moisture. The substrate was then mounted on a substrate holder and loaded into a vacuum chamber. The organic layers specified below were deposited in a vacuum of about 10 -8The compounds were deposited on the ITO anode by thermal vacuum evaporation at a rate of 0.2-2 Angstroms / second in a vacuum of 10"6mbar. Compound HI was used as a hole injection layer (HIL). Compound HT was used as a hole transport layer (HTL). Compound H1 was used as an electron blocking layer (EBL). Compound M14 was then co-deposited with compound H1 and compound 1 of the present application as a dopant as an emissive layer (EML). Compound H2 was used as a hole blocking layer (HBL). On the hole blocking layer, compound ET and 8-hydroxyquinoline-lithium (Liq) were co-evaporated as an electron transport layer (ETL). Finally, 1 nm of 8-hydroxyquinoline-lithium (Liq) was evaporated as an electron injection layer, and 120 nm of aluminum was evaporated as a cathode. The device was then transferred back into the glovebox and encapsulated with a moisture getter to complete the device.

[0255] Device Example 2

[0256] Device Example 2 was prepared the same as Device Example 1 except that compound 2 was used in place of compound 1 in the emissive layer (EML).

[0257] Device Example 3

[0258] Device Example 3 was prepared the same as Device Example 1 except that compound 3 was used in place of compound 1 in the emissive layer (EML).

[0259] Device Comparative Example 1

[0260] Device Comparative Example 1 was prepared the same as Device Example 1 except that compound C-1 was used in place of compound 1 in the emissive layer (EML).

[0261] Device Comparative Example 2

[0262] Device Comparative Example 2 was prepared the same as Device Example 1 except that compound C-2 was used in place of compound 1 in the emissive layer (EML).

[0263] Device Comparative Example 3

[0264] Device Comparative Example 3 was prepared the same as Device Example 1 except that compound C-3 was used in place of compound 1 in the emissive layer (EML).

[0265] The detailed device layer structure and thickness are shown in the following table. Where a layer uses more than one material, the different compounds are doped in the proportions indicated.

[0266] Table 1. Partial device structure for Device Examples 1-3 and Comparative Examples 1-3

[0267]

[0268]

[0269] The material structure used in the device is shown as follows:

[0270]

[0271]

[0272] Table 2 shows the voltage (V), current efficiency (CE) and EQE (%) data measured at 15 mA / cm 2 The voltage (V), current efficiency (CE) and EQE (%) data measured at 15 mA / cm 2 The device lifetime (LT95) measured at 80 mA / cm

[0273] Table 2 Device data of Example 1 to Example 3 and Comparative Example 1 to Comparative Example 3

[0274]

[0275] Discussion:

[0276] As shown in the results of Table 2, compared with Comparative Example 1, in which one of the fixed-position Ar1-substituted dibenzofuran groups between the bridging group L and the triazine is increased, the device lifetime of Examples 1 to 3 is greatly improved by 50.9%, 87.8% and 65.1% respectively, while the EQE and CE are also improved by about 5%, and finally the comprehensive performance is greatly improved.

[0277] Example 2 of the present application is compared with Comparative Example 2, the only difference is that the dibenzofuran group directly connected with the triazine has a fixed-position Ar1 substituent, under the condition that the driving voltage, CE and EQE are basically close, the device lifetime is greatly improved by 27.3%, and finally the comprehensive performance is greatly improved.

[0278] Example 3 of the present application is compared with Comparative Example 3, the only difference is that the dibenzothiophene group with a bridging group between the triazine is replaced by a dibenzofuran group, under the condition that the CE and EQE are basically close, the device driving voltage of Example 3 is reduced by 0.21 V, and the lifetime is improved by 13.1%, and finally the comprehensive performance of the device is greatly improved.

[0279] In summary, the compound involved in the present application, when applied as a host material to an organic light-emitting device, can obtain unpredictable lifetime improvement under the condition of maintaining good voltage and efficiency compared with non-inventive compounds, thereby achieving greatly improved comprehensive performance of the device.

[0280] It should be understood that the various embodiments described herein are merely examples and are not intended to limit the scope of the application. Therefore, as apparent from the foregoing disclosure, certain changes and modifications can be made without departing from the spirit of the application. For example, it is apparent that aspects of the application disclosed herein can be implemented in any of a variety of systems, including a computer, a microprocessor, a microcontroller, an application- specific integrated circuit, a digital signal processor, or other device. Additionally, it is apparent that features described herein can be incorporated into any of a variety of types of devices, including a computer, a mobile device, a personal digital assistant, a media player, a gaming device, a television, a remote control, or other device. Further, it is apparent that features described herein can be incorporated into any of a variety of types of devices, including a computer, a mobile device, a personal digital assistant, a media player, a gaming device, a television, a remote control, or other device. Furthermore, it is apparent that features described herein can be incorporated into any

Claims

1. A compound having the structure of Formula 1: X1-X 14 Independently selected from CR x And X7-X 10 One of them is selected from C and connected to L; R x Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms; L is selected from in, "·" represents the connection position between L and triazine in Formula 1, "#" represents the connection position between L and X7 to X 10 The connection position of any one of Ar1 and Ar2 are each identical or different and are selected from substituted or unsubstituted aryl groups having 6 to 18 carbon atoms; Wherein, substituted alkyl, substituted aryl and substituted heteroaryl refer to any one of alkyl, aryl and heteroaryl groups which may be substituted by one or at least two groups selected from deuterium, halogen, unsubstituted alkyl having 1 to 20 carbon atoms, unsubstituted aryl having 6 to 30 carbon atoms, unsubstituted heteroaryl having 3 to 30 carbon atoms, unsubstituted amino having 0 to 20 carbon atoms and cyano.

2. The compound according to claim 1, wherein R x Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms.

3. The compound according to claim 1, wherein R x Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, and substituted or unsubstituted aryl having 6 to 30 carbon atoms.

4. The compound according to claim 1, wherein R x The group consisting of hydrogen, deuterium, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, and substituted or unsubstituted biphenyl is selected on each occurrence, either identically or differently.

5. The compound of claim 1, wherein Ar1 and Ar2 are each identically or differently selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, and substituted or unsubstituted terphenyl.

6. The compound according to claim 1, wherein Ar1 and Ar2 are each identically or differently selected from the group consisting of: Wherein, "*" represents the connection position of Ar1 or Ar2 with Formula 1.

7. The compound according to claim 1, wherein R x Selected from the group consisting of deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms.

8. The compound according to claim 1, wherein R x Selected from the group consisting of deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl having 3 to 20 carbon atoms.

9. A compound, wherein The compound is selected from the group consisting of Compound 1 to Compound 48: Optionally, hydrogen in Compounds 1 to 48 can be partially or completely replaced by deuterium.

10. An organic electroluminescent device comprising: An anode, a cathode, and an organic layer disposed between the anode and the cathode, wherein the organic layer comprises the compound according to any one of claims 1 to 9.

11. The organic electroluminescent device according to claim 10, wherein: The organic layer is a light-emitting layer, and the compound is a host compound.

12. A compound composition comprising the compound according to any one of claims 1 to 9.

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