Organic electroluminescent material and device thereof

Abstract

The invention discloses an organic electroluminescent material and a device thereof. The organic electroluminescent material is a compound with a structure shown in a formula 1 and can be used as a main body material in an organic electroluminescent device, and the novel compounds can provide better device performance, such as high power efficiency and longer service life. Also disclosed are an organic electroluminescent device, a compound composition, and an electronic device comprising 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 organic electroluminescent devices, compound compositions, and electronic equipment comprising the same. 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 fabrication 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 nonradiative decay channels. 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 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 pendant 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 design of the light-emitting material structure. 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] US20200010460A1 discloses a device having Compounds of the general formula, the specific structure of which is disclosed as follows It is concerned that such compounds as electron transport materials can improve device performance, and it does not disclose or teach the use of such compounds as host materials, nor does it disclose or teach the unique advantages that can be brought by connecting specific naphthyl phenyl fragments on the triazine group of the compounds.

[0009] US20230145469A1 discloses a general formula wherein a is an integer from 0 to 2, Ar is selected from hydrogen, deuterium, cyano, aryl, heteroaryl, R1 and R2 are each independently selected from aryl, fluorenyl, heterocyclyl, it is concerned that the compound in which the benzoxazole and triazine groups are directly connected by a single bond, and it does not disclose or teach the compound formed by connecting the benzoxazole and the triazine group with a specific structure through a specific connecting group, nor does it disclose or teach that such compounds can improve device performance.

[0010] However, the currently reported host materials still have room for improvement. In order to meet the increasing needs of the industry, especially the needs for higher device efficiency, longer device life and other performance, new materials still need further research and development. SUMMARY

[0011] The present application aims to provide a series of compounds with the structure of formula 1 to solve at least part of the above problems. The compounds can be used as host materials in organic electroluminescent devices. These new compounds can provide better device performance.

[0012] According to one embodiment of the present application, a compound having the structure of formula 1 is disclosed:

[0013]

[0014] wherein,

[0015] X1 to X4 are the same or different at each occurrence selected from C, N or CR x ; and one of X1 to X4 is selected from C and is connected to L1;

[0016] Y1 to Y9 are the same or different at each occurrence selected from C, N or CR y ; one of Y1 to Y5 is selected from C, and one of Y6 to Y9 is selected from C;

[0017] Y 10 to Y 13 are the same or different at each occurrence selected from N or CR y ;

[0018] Z is the same or different at each occurrence selected from O, S or Se;

[0019] Ry 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 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;

[0020] R x 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 3-20 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; and when R xwhen selected from substituted aryl groups having 6 to 30 carbon atoms, said aryl groups are substituted with one or more groups selected from the group consisting of deuterium, halogen, unsubstituted alkyl having 1 to 20 carbon atoms, unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, unsubstituted heteroalkyl having 1 to 20 carbon atoms, unsubstituted heterocyclyl having 3 to 20 ring atoms, unsubstituted aralkyl having 7 to 30 carbon atoms, unsubstituted alkoxy having 1 to 20 carbon atoms, unsubstituted aryloxy having 6 to 30 carbon atoms, unsubstituted alkenyl having 2 to 20 carbon atoms, unsubstituted alkynyl having 2 to 20 carbon atoms, unsubstituted aryl having 6 to 30 carbon atoms, unsubstituted alkylsilyl having 3 to 20 carbon atoms, unsubstituted arylsilyl having 6 to 20 carbon atoms, unsubstituted alkylgermyl having 3 to 20 carbon atoms, unsubstituted arylgermyl having 6 to 20 carbon atoms, unsubstituted amino having 0 to 20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxy, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0021] Ar is selected from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, or combinations thereof;

[0022] Ar1is selected from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms;

[0023] L is selected from a single bond, substituted or unsubstituted arylene groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroarylene groups having 3 to 30 carbon atoms, or combinations thereof;

[0024] L1is selected from substituted or unsubstituted arylene groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroarylene groups having 3 to 30 carbon atoms, or combinations thereof;

[0025] adjacent substituents R y may optionally be linked to form a ring;

[0026] adjacent substituents R 13 may optionally be linked to form a ring; y may optionally be linked to form a ring.

[0027] According to another embodiment of the present application, an organic electroluminescent device is also disclosed, which comprises an anode, a cathode, and an organic layer disposed between the anode and the cathode, the organic layer comprising a compound having the structure of Formula 1, the specific structure of the compound being shown in the aforementioned embodiments.

[0028] According to another embodiment of the present application, a compound composition comprising the compound having the structure of Formula 1 is also disclosed, the specific structure of the compound is shown in the foregoing embodiment.

[0029] According to another embodiment of the present application, an electronic device comprising an organic electroluminescent device is also disclosed, the specific structure of the organic electroluminescent device is shown in the foregoing embodiment.

[0030] The novel compounds having the structure of Formula 1 disclosed in the present application can be used as host materials in electroluminescent devices. These novel compounds can provide better device performance, such as high power efficiency, longer lifetime. BRIEF DESCRIPTION OF DRAWINGS

[0031] Figure 1 is a schematic diagram of an organic light emitting device that can contain the compounds and compound compositions disclosed herein.

[0032] Figure 2 is a schematic diagram of another organic light emitting device that can contain the compounds and compound compositions disclosed herein. DETAILED DESCRIPTION

[0033] OLEDs can be fabricated on a variety of substrates, such as glass, plastic and metal. Figure 1 An organic light emitting device 100 is shown schematically and non-limitingly. 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.

[0034] 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.

[0035] 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 in different ways, 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 the 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.

[0036] In one embodiment, an OLED can be described as having a "substrate-anode-organic layer-cathode" structure. The organic layer can include one or more layers.

[0037] OLEDs also require encapsulation layers, such as Figure 2 An illustrative, non-limiting organic light emitting device 200 is shown, which is similar to 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.

[0038] 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.

[0039] The materials and structures described herein can also be used in other organic electronic devices, which are listed above.

[0040] 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.

[0041] 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.

[0042] A ligand can be referred to as "photosensitive" 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 photosensitive ligand.

[0043] It is believed that the internal quantum efficiency (IQE) of fluorescent OLEDs can be exceeded by 25% of the spin-statistics 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).

[0044] 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 the states can occur. 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.

[0045] 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).

[0046] Definitions of terms regarding substituents

[0047] Halogen or halide - as used herein, includes fluorine, chlorine, bromine and iodine.

[0048] 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.

[0049] Cycloalkyl - As used herein, cycloalkyl includes cyclic alkyl groups. Cycloalkyl groups can be cycloalkyl groups having 3 to 20 ring carbon atoms, preferably cycloalkyl groups having 4 to 10 carbon atoms. Examples of cycloalkyl groups include cyclobutyl, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4,4-dimethylcyclohexyl, 1-adamantyl, 2-adamantyl, 1-norbornyl, 2-norbornyl, and the like. Of the above, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4,4-dimethylcyclohexyl are preferred. Additionally, the cycloalkyl group can be optionally substituted.

[0050] Heteroalkyl - As used herein, heteroalkyl includes groups in which one or more carbons of an alkyl group are replaced with a heteroatom selected from the group consisting of nitrogen, oxygen, sulfur, selenium, phosphorus, silicon, germanium, and boron. Heteroalkyl groups can be heteroalkyl groups having 1 to 20 carbon atoms, preferably heteroalkyl groups having 1 to 10 carbon atoms, more preferably heteroalkyl groups having 1 to 6 carbon atoms. Examples of heteroalkyl groups include methoxymethyl, ethoxymethyl, ethoxyethyl, methylthiomethyl, ethylthiomethyl, ethylthioethyl, methoxymethoxy methyl, ethoxymethoxy methyl, ethoxyethoxyethyl, hydroxymethyl, hydroxyethyl, hydroxypropyl, mercaptomethyl, mercaptoethyl, mercaptopropyl, aminomethyl, aminoethyl, aminopropyl, dimethylaminomethyl, trimethylgermylmethyl, trimethylgermylethyl, trimethylgermylisopropyl, dimethylethylgermylmethyl, dimethylisopropylgermylmethyl, t-butyldimethylgermylmethyl, triethygermylmethyl, triethygermylethyl, triisopropylgermylmethyl, triisopropylgermylethyl, trimethylsilylmethyl, trimethylsilylethyl, trimethylsilylisopropyl, triisopropylsilylmethyl, triisopropylsilylethyl. Additionally, the heteroalkyl group can be optionally substituted.

[0051] Alkenyl - As used herein, alkenyl encompasses straight-chain, branched, and cyclic alkene 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-butanedienyl, 1 -methylvinyl, phenethenyl, 2,2-diphenylvinyl, 1,2-diphenylvinyl, 1 -methylallyl, 1,1 -dimethylallyl, 2-methylallyl, 1 -phenylallyl, 2-phenylallyl, 3-phenylallyl, 3,3-diphenylallyl, 1,2-dimethylallyl, 1 -phenyl- 1 -butenyl, 3-phenyl- 1 -butenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cycloheptenyl, cycloheptatrienyl, cyclooctenyl, cyclooctatetraenyl, and norbornenyl. Additionally, the alkenyl group can be optionally substituted.

[0052] Alkynyl – as used herein, encompasses straight-chain alkynyl groups. An alkynyl group can be one containing 2 to 20 carbon atoms, preferably 2 to 10 carbon atoms. Examples of alkynyl groups include ethynyl, propynyl, propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, 2-pentynyl, 3,3-dimethyl-1-butynyl, 3-ethyl-3-methyl-1-pentynyl, 3,3-diisopropyl-1-pentynyl, phenylethynyl, phenylpropynyl, etc. Among the above, ethynyl, propynyl, propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, and phenylethynyl are preferred. Furthermore, the alkynyl group may be optionally substituted.

[0053] Aryl or aromatic group – as used herein, both non-fused and fused systems are considered. The aryl group can be an aryl group having 6 to 30 carbon atoms, preferably an aryl group having 6 to 20 carbon atoms, and more preferably an aryl group having 6 to 12 carbon atoms. Examples of aryl groups include phenyl, biphenyl, terphenyl, triphenylene, tetraphenylene, naphthalene, anthracene, fenene, fluorene, pyrene, etc. Perylene and azulene, preferably phenyl, biphenyl, terphenyl, triphenylene, fluorene, and naphthalene. Examples of non-fused aryl groups include phenyl, biphenyl-2-yl, biphenyl-3-yl, biphenyl-4-yl, p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, o-tolyl, m-tolyl, p-tolyl, p-(2-phenylpropyl)phenyl, 4'-methyldiphenyl, 4”-tert-butyl-p-terphenyl-4-yl, o-cumyl, m-cumyl, p-cumyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesitylene, and m-tetraphenyl. Additionally, the aryl group may optionally be substituted.

[0054] Heterocyclic groups or heterocycles – as used herein, consider non-aromatic cyclic groups. Non-aromatic heterocyclic groups include saturated heterocyclic groups having 3-20 ring atoms and unsaturated non-aromatic heterocyclic groups having 3-20 ring atoms, wherein at least one ring atom is selected from the group consisting of nitrogen, oxygen, sulfur, selenium, silicon, phosphorus, germanium, and boron atoms. Preferred non-aromatic heterocyclic groups are those having 3 to 7 ring atoms, including at least one heteroatom such as nitrogen, oxygen, silicon, or sulfur. Examples of non-aromatic heterocyclic groups include ethylene oxide, oxetane, tetrahydrofuranyl, tetrahydropyranyl, dioxopentacyclic, dioxahexacyclic, acridineyl, dihydropyrroleyl, tetrahydropyrroleyl, piperidinyl, oxazolidinyl, morpholinyl, piperazineyl, oxetane-heptanetrienyl, thioheptanetrienyl, azirane-heptanetrienyl, and tetrahydrothiorroleyl. In addition, the heterocyclic group can be optionally substituted.

[0055] Heteroaryl - As used herein, a non-fused and fused heteroaromatic group that can contain 1 to 5 heteroatoms, at least one of which is selected from the group consisting of nitrogen, oxygen, sulfur, selenium, silicon, phosphorus, germanium and boron. Heteroaryl also refers to heteroaryl. The heteroaryl group can be a heteroaryl group having 3 to 30 carbon atoms, preferably a heteroaryl group having 3 to 20 carbon atoms, more preferably a heteroaryl group having 3 to 12 carbon atoms. Suitable heteroaryls include dibenzothiophene, dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoseleophene, carbazole, indolocarbazole, pyridinoindole, pyrrolopyridine, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazine, oxathiazine, oxadiazine, indole, benzimidazole, indazol, indolizine, benzoxazole, benzisoxazole, benzothiazole, quinoline, isoquinoline, cinnoline, quinazoline, quinoxaline, naphthridine, 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, benzoseleto[3,2-d]pyridine, seleto[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.

[0056] Alkoxy - As used herein, 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. Additionally, the alkoxy group can be optionally substituted.

[0057] Aryloxy - As used herein, 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. Additionally, the aryloxy group can be optionally substituted.

[0058] Arylalkyl - as used herein, encompasses an aryl group substituted with an 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 foregoing, benzyl, p-cyanobenzyl, m-cyanobenzyl, o-cyanobenzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl and 2-phenylisopropyl are preferred. Additionally, the arylalkyl group can be optionally substituted.

[0059] Alkylsilyl - as used herein, encompasses an alkyl group substituted with a silyl group. The alkylsilyl group can be an alkylsilyl group having 3 to 20 carbon atoms, preferably an alkylsilyl group having 3 to 10 carbon atoms. Examples of alkylsilyl groups include trimethylsilyl, triethylsilyl, methyldiethylsilyl, ethyldimethylsilyl, tripropylsilyl, tributylsilyl, triisopropylsilyl, methyldiisopropylsilyl, dimethylisopropylsilyl, tri-t-butylsilyl, triisobutylsilyl, dimethyl-t-butylsilyl, methyldi-t-butylsilyl. Additionally, the alkylsilyl group can be optionally substituted.

[0060] Arylsilyl - as used herein, encompasses a silyl group substituted with at least one aryl group. The arylsilyl group can be an arylsilyl group having 6 to 30 carbon atoms, preferably an arylsilyl group 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 group can be optionally substituted.

[0061] Alkylgermyl - As used herein, encompasses an alkyl-substituted germyl group. The alkylgermyl group can be an alkylgermyl group having 3 to 20 carbon atoms, preferably an alkylgermyl group having 3 to 10 carbon atoms. Examples of alkylgermyl groups include trimethylgermyl, triethylgermyl, methyldiethylgermyl, ethyldimethylgermyl, tripropylgermyl, tributylgermyl, triisopropylgermyl, methyldiisopropylgermyl, dimethylisopropylgermyl, tri-t-butylgermyl, triisobutylgermyl, dimethyl-t-butylgermyl, methyldi-t-butylgermyl. Additionally, the alkylgermyl group can be optionally substituted.

[0062] Arylgermyl - As used herein, encompasses a at least one aryl or heteroaryl substituted germyl group. The arylgermyl group can be an arylgermyl group having 6 to 30 carbon atoms, preferably an arylgermyl group having 8 to 20 carbon atoms. Examples of arylgermyl groups include triphenylgermyl, phenyldiphenylgermyl, diphenylphenylgermyl, phenyldiethylgermyl, diphenylethylgermyl, phenyldimethylgermyl, diphenylmethylgermyl, phenyl diisopropylgermyl, diphenylisopropylgermyl, diphenylbutylgermyl, diphenylisobutylgermyl, diphenyl-t-butylgermyl. Additionally, the arylgermyl group can be optionally substituted.

[0063] The term "aza" in azadibenzofurans, azadibenzothiophenes and the like refers to one or more C-H groups in the corresponding aromatic fragment being replaced with a nitrogen atom. For example, azatriphenylenes include dibenzo[f,h]quinoxaline, dibenzo[f,h]quinoline and other analogs having two or more nitrogens in the ring system. Other nitrogen analogs of the above aza derivatives can be readily envisioned by one of ordinary skill in the art, and all such analogs are intended to be encompassed by the term as described herein.

[0064] In the present disclosure, when any 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 silylalkyl, substituted arylsilyl, substituted silylgermane, substituted arylgermane, substituted amino, substituted acyl, substituted carbonyl, substituted carboxylic acid, substituted ester, substituted sulfinyl, substituted sulfonyl, and substituted phosphine is used, unless otherwise defined, it means that any of the alkyl, cycloalkyl, heteroalkyl, heterocyclyl, aralkyl, alkoxy, aryloxy, alkenyl, alkynyl, aryl, heteroaryl, silylalkyl, arylsilyl, silylgermane, amino, acyl, carbonyl, carboxylic acid, ester, sulfinyl, sulfonyl, and phosphine groups can be substituted with one or more 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 silylalkyl having 3-20 carbon atoms, unsubstituted arylsilyl having 6-20 carbon atoms, unsubstituted silylgermane having 3-20 carbon atoms, unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphine, and combinations thereof.

[0065] It should be understood that when a molecular fragment is described as a substituent or otherwise attached to another moiety, it can be written by its name according to whether it is a fragment (e.g., phenyl, phenylene, naphthyl, dibenzofuryl) or according to whether it is an entire molecule (e.g., benzene, naphthalene, dibenzofuran). As used herein, these different ways of specifying substituents or attached fragments are considered to be equivalent.

[0066] 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 their other stable isotopes. The replacement of other stable isotopes in the compounds can be preferred due to its enhanced efficiency and stability of the device.

[0067] In the compounds mentioned in the present disclosure, poly-substitution means including di-substitution, up to the range of the maximum available substitution. When a substituent in the compounds mentioned in the present disclosure represents poly-substitution (including di-substitution, tri-substitution, tetra-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.

[0068] In the compounds mentioned in the present disclosure, unless explicitly defined, for example, adjacent substituents can optionally be 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 optionally be 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 optionally be connected to form a ring, the formed ring can be a single ring or a multiple ring (including a spiro ring, a bridged ring, a 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 that are directly bonded to each other, or substituents bonded to carbon atoms that are further apart. Preferably, adjacent substituents refer to substituents bonded to the same carbon atom and substituents bonded to carbon atoms that are directly bonded to each other.

[0069] The expression that adjacent substituents can optionally be 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:

[0070]

[0071] The expression that adjacent substituents can optionally be connected to form a ring is also intended to mean that two substituents bonded to carbon atoms that are 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:

[0072]

[0073] The expression that adjacent substituents can optionally be connected to form a ring is also intended to mean that two substituents bonded to carbon atoms that are further apart are connected to each other by a chemical bond to form a ring, which can be exemplified by the following formula:

[0074]

[0075] In addition, the expression that adjacent substituents can optionally be connected to form a ring is also intended to mean that, in the case where one of the two adjacent substituents represents hydrogen, the second substituent is bonded at the position to which the hydrogen atom is bonded, thereby forming a ring. This is exemplified by the following formula:

[0076]

[0077] According to one embodiment of the present application, a compound having the structure of Formula 1 is disclosed:

[0078]

[0079] wherein,

[0080] X1to X4are the same or different at each occurrence selected from C, N, or CR x ; and one of X1to X4is selected from C and is attached to L1;

[0081] Y1to Y9are the same or different at each occurrence selected from C, N, or CR y ; one of Y1to Y5is selected from C, and one of Y6to Y9is selected from C;

[0082] Y 10 to Y 13 are the same or different at each occurrence selected from N or CR y ;

[0083] Z is the same or different at each occurrence selected from O, S, or Se;

[0084] R y is the same or different at each occurrence selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having from 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having from 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having from 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having from 3-20 ring atoms, substituted or unsubstituted aralkyl having from 7-30 carbon atoms, substituted or unsubstituted alkoxy having from 1-20 carbon atoms, substituted or unsubstituted aryloxy having from 6-30 carbon atoms, substituted or unsubstituted alkenyl having from 2-20 carbon atoms, substituted or unsubstituted alkynyl having from 2-20 carbon atoms, substituted or unsubstituted aryl having from 6-30 carbon atoms, substituted or unsubstituted heteroaryl having from 3-30 carbon atoms, substituted or unsubstituted alkylsilicon having from 3-20 carbon atoms, substituted or unsubstituted arylsilane having from 6-20 carbon atoms, substituted or unsubstituted alkyl germanium having from 3-20 carbon atoms, substituted or unsubstituted aryl germanium having from 6-20 carbon atoms, substituted or unsubstituted amino having from 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0085] R xeach occurrence is 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 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; and when R x when Ar is selected from substituted aryl of 6-30 carbon atoms, the aryl is substituted with one or more groups selected from the group consisting of deuterium, halogen, unsubstituted alkyl of 1-20 carbon atoms, unsubstituted cycloalkyl of 3-20 ring carbon atoms, unsubstituted heteroalkyl of 1-20 carbon atoms, unsubstituted heterocyclyl of 3-20 ring atoms, unsubstituted aralkyl of 7-30 carbon atoms, unsubstituted alkoxy of 1-20 carbon atoms, unsubstituted aryloxy of 6-30 carbon atoms, unsubstituted alkenyl of 2-20 carbon atoms, unsubstituted alkynyl of 2-20 carbon atoms, unsubstituted aryl of 6-30 carbon atoms, unsubstituted alkylsilicon of 3-20 carbon atoms, unsubstituted arylsilane of 6-20 carbon atoms, unsubstituted alkyl germanium of 3-20 carbon atoms, unsubstituted aryl germanium of 6-20 carbon atoms, unsubstituted amino of 0-20 carbon atoms, acyl, carbonyl, carboxylic acid group, ester group, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0086] Ar is selected from substituted or unsubstituted aryl of 6-30 carbon atoms, substituted or unsubstituted heteroaryl of 3-30 carbon atoms, or combinations thereof;

[0087] Ar1is selected from substituted or unsubstituted aryl of 6-30 carbon atoms;

[0088] L is selected from a single bond, substituted or unsubstituted arylene having 6-30 carbon atoms, substituted or unsubstituted heteroarylene having 3-30 carbon atoms, or a combination thereof;

[0089] L1is selected from substituted or unsubstituted arylene having 6-30 carbon atoms, substituted or unsubstituted heteroarylene having 3-30 carbon atoms, or a combination thereof;

[0090] adjacent substituents R y may optionally be linked to form a ring;

[0091] adjacent substituents R 13 may optionally be linked to form a ring. y may optionally be linked to form a ring.

[0092] Herein, "adjacent substituents R y between Y1and Y5may optionally be linked to form a ring" is intended to mean that any adjacent substituents R y between Y1and Y5may be linked to form a ring. Obviously, any adjacent substituents R y between Y1and Y5may also not be linked to form a ring.

[0093] Herein, "adjacent substituents R 13 between Y6and Y9may optionally be linked to form a ring" is intended to mean that any adjacent substituents R y between Y6and Y9may be linked to form a ring. Obviously, any adjacent substituents R 13 between Y6and Y9may also not be linked to form a ring. y between Y6and Y9may also not be linked to form a ring. 13 between Y6and Y9may also not be linked to form a ring. y between Y6and Y9may also not be linked to form a ring.

[0094] According to one embodiment of the present application, the substituents R x between X1and X4may not be linked to form a ring.

[0095] According to one embodiment of the present application, the compound has a structure represented by any one of Formula 1-1 to Formula 1-4:

[0096]

[0097]

[0098] wherein,

[0099] X1to X4are the same or different at each occurrence and are selected from N or CR x ;

[0100] Y1to Y9are the same or different at each occurrence and are selected from C, N or CR y; one of Y1to Y5is selected from C, and one of Y6to Y9is selected from C;

[0101] Y 10 to Y 13 is, at each occurrence, the same or different, selected from N or CR y ;

[0102] Z is, at each occurrence, the same or different, selected from O, S, or Se;

[0103] R y is, at each occurrence, the same or different, 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 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 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, cyano, isocyano, hydroxyl, thiol, and combinations thereof;

[0104] R x is, at each occurrence, the same or different, 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 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 aryl with 6-30 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, cyano, isocyano, hydroxyl, thiol, and combinations thereof; and when R xwhen selected from substituted aryl groups having from 6 to 30 carbon atoms, the aryl groups are substituted with one or more groups selected from the group consisting of deuterium, halogen, unsubstituted alkyl groups having from 1 to 20 carbon atoms, unsubstituted cycloalkyl groups having from 3 to 20 ring carbon atoms, unsubstituted heteroalkyl groups having from 1 to 20 carbon atoms, unsubstituted heterocyclyl groups having from 3 to 20 ring atoms, unsubstituted aralkyl groups having from 7 to 30 carbon atoms, unsubstituted alkoxy groups having from 1 to 20 carbon atoms, unsubstituted aryloxy groups having from 6 to 30 carbon atoms, unsubstituted alkenyl groups having from 2 to 20 carbon atoms, unsubstituted alkynyl groups having from 2 to 20 carbon atoms, unsubstituted aryl groups having from 6 to 30 carbon atoms, unsubstituted alkylsilyl groups having from 3 to 20 carbon atoms, unsubstituted arylsilyl groups having from 6 to 20 carbon atoms, unsubstituted alkylgermanyl groups having from 3 to 20 carbon atoms, unsubstituted arylgermanyl groups having from 6 to 20 carbon atoms, unsubstituted amino groups having from 0 to 20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0105] Ar is selected from substituted or unsubstituted aryl groups having from 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having from 3 to 30 carbon atoms, or combinations thereof;

[0106] Ar1is selected from substituted or unsubstituted aryl groups having from 6 to 30 carbon atoms;

[0107] L is selected from a single bond, substituted or unsubstituted arylene groups having from 6 to 30 carbon atoms, substituted or unsubstituted heteroarylene groups having from 3 to 30 carbon atoms, or combinations thereof;

[0108] L1is selected from substituted or unsubstituted arylene groups having from 6 to 30 carbon atoms, substituted or unsubstituted heteroarylene groups having from 3 to 30 carbon atoms, or combinations thereof;

[0109] adjacent substituents R y may optionally be linked to form a ring;

[0110] adjacent substituents R 13 may optionally be linked to form a ring; y may optionally be linked to form a ring.

[0111] According to one embodiment of the present application, wherein R yeach 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 alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-20 carbon atoms, substituted or unsubstituted heteroaryl having 3-20 carbon atoms, cyano, isocyano, hydroxyl, thiol, and combinations thereof;

[0112] R x 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 alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-20 carbon atoms, cyano, isocyano, hydroxyl, thiol, and combinations thereof.

[0113] According to one embodiment of the present application, wherein R y each occurrence is the same or different selected from the group consisting of hydrogen, deuterium, fluorine, methyl, phenyl, deuterated naphthyl, deuterated phenyl, pyridyl, vinyl, naphthyl, biphenyl, phenanthryl, triphenylenyl, dibenzofuranyl, dibenzothiophenyl, cyano, adamantyl, t-butyl, trifluoromethyl, carbazolyl, 9,9-dimethylfluorenyl, and combinations thereof;

[0114] R x each occurrence is the same or different selected from the group consisting of hydrogen, deuterium, fluorine, methyl, phenyl, deuterated naphthyl, deuterated phenyl, naphthyl, biphenyl, phenanthryl, triphenylenyl, cyano, adamantyl, t-butyl, trifluoromethyl, 9,9-dimethylfluorenyl, and combinations thereof.

[0115] According to one embodiment of the present application, wherein Z is selected from O or S.

[0116] According to one embodiment of the present application, wherein Z is selected from O.

[0117] According to one embodiment of the present application, wherein X1to X4are each occurrence the same or different selected from C or CR x ; Y1to Y9are each occurrence the same or different selected from C or CR y ; Y 10 to Y 13 are each occurrence selected from CR y .

[0118] According to one embodiment of the present application, wherein Ar is selected from substituted or unsubstituted aryl having 6-18 carbon atoms, substituted or unsubstituted heteroaryl having 3-12 carbon atoms, or combinations thereof;

[0119] Ar1is selected from the group consisting of substituted or unsubstituted aryl groups having 6 to 18 carbon atoms.

[0120] According to one embodiment of the present application, wherein Ar is selected from the group consisting of substituted or unsubstituted naphthyl groups, substituted or unsubstituted phenyl groups, substituted or unsubstituted naphthylphenyl groups, substituted or unsubstituted terphenyl groups, substituted or unsubstituted biphenyl groups, substituted or unsubstituted phenanthryl groups, substituted or unsubstituted triphenylenyl groups, substituted or unsubstituted pyrimidinyl groups, substituted or unsubstituted pyridyl groups, substituted or unsubstituted dibenzofuranyl groups, substituted or unsubstituted dibenzothiophenyl groups, substituted or unsubstituted 9,9-dimethylfluorenyl groups, and combinations thereof;

[0121] Ar1is selected from the group consisting of substituted or unsubstituted naphthyl groups, substituted or unsubstituted phenyl groups, substituted or unsubstituted naphthylphenyl groups, substituted or unsubstituted terphenyl groups, substituted or unsubstituted biphenyl groups, substituted or unsubstituted phenanthryl groups, substituted or unsubstituted triphenylenyl groups, substituted or unsubstituted 9,9-dimethylfluorenyl groups, and combinations thereof.

[0122] According to one embodiment of the present application, wherein L is selected from a single bond, or substituted or unsubstituted arylene groups having 6 to 30 carbon atoms;

[0123] L1is selected from substituted or unsubstituted arylene groups having 6 to 30 carbon atoms.

[0124] According to one embodiment of the present application, wherein L is selected from the group consisting of a single bond, substituted or unsubstituted phenylene groups, substituted or unsubstituted biphenylene groups, substituted or unsubstituted naphthylene groups, substituted or unsubstituted phenanthrylene groups, substituted or unsubstituted triphenylenylene groups, and combinations thereof;

[0125] L1is selected from the group consisting of substituted or unsubstituted phenylene groups, substituted or unsubstituted biphenylene groups, substituted or unsubstituted naphthylene groups, substituted or unsubstituted phenanthrylene groups, substituted or unsubstituted triphenylenylene groups, and combinations thereof.

[0126] According to one embodiment of the present application, wherein L is selected from a single bond; and L1is selected from substituted or unsubstituted phenylene groups, or substituted or unsubstituted naphthylene groups.

[0127] According to one embodiment of the present application, wherein one of Y1to Y3is selected from C and is connected to Y6or Y7.

[0128] According to one embodiment of the present application, wherein Y3is selected from C and is connected to Y6or Y7.

[0129] According to one embodiment of the present application, wherein the compound is selected from the group consisting of compound 1-1 to compound 1-230, wherein the specific structure of the compound 1-1 to compound 1-230 is described in claim 9.

[0130] According to one embodiment of the present application, wherein the hydrogen in the structure of the compound 1-1 to compound 1-230 can be partially or completely substituted by deuterium.

[0131] According to another embodiment of the present application, an organic electroluminescence device is also disclosed, comprising:

[0132] an anode,

[0133] a cathode,

[0134] and an organic layer disposed between the anode and the cathode, wherein the organic layer comprises a compound having the structure of formula 1, and the specific structure of the compound is described in any one of the preceding embodiments.

[0135] According to one embodiment of the present application, wherein in the organic electroluminescence device, the organic layer is an emitting layer, and the compound is a host material.

[0136] According to one embodiment of the present application, wherein in the organic electroluminescence device, the organic layer is an emitting layer, and the organic layer comprises a second compound, and the second compound is selected from any one of the structures shown in formula 2-1 to formula 2-3:

[0137]

[0138] wherein,

[0139] in formula 2-1 to formula 2-3, Ar 31 to Ar 35 is selected from substituted or unsubstituted aryl having 6-30 carbon atoms, or substituted or unsubstituted heteroaryl having 3-30 carbon atoms;

[0140] L 31 to L 35 is selected from single bond, substituted or unsubstituted arylene having 6-30 carbon atoms, substituted or unsubstituted heteroarylene having 3-30 carbon atoms, or a combination thereof;

[0141] X is selected from O, S, CR 21 R 22 or NR 23 ;

[0142] R 31 to R 37each occurrence is the same or different, mono-, multi- or un-substituted;

[0143] R 31 to R 37 , R 21 to R 23 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 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 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;

[0144] adjacent substituents R 31 to R 37 may optionally be linked to form a ring.

[0145] Herein, "adjacent substituents R 31 to R 37 may optionally be linked to form a ring" is intended to mean that any one or more of the groups of substituents R 31 to R 32 to R 33 to R 34 to R 35 to R 36 to R 37 between these groups of substituents can be linked to form a ring. Obviously, it is also possible that none of these groups of adjacent substituents are linked to form a ring.

[0146] According to one embodiment of the present application, wherein said Ar 31 to Ar 35 , R 21 to R 23each occurrence is the same or different selected from the group consisting of substituted or unsubstituted aryl having 6-18 carbon atoms, substituted or unsubstituted heteroaryl having 3-18 carbon atoms, and combinations thereof.

[0147] According to an embodiment of the present application, wherein the Ar 31 to Ar 35 , R 21 to R 23 each occurrence is the same or different selected from the group consisting of phenyl, deuterated phenyl, methylphenyl, fluorinated phenyl, t-butylphenyl, trideuterated methylphenyl, biphenyl, naphthyl, deuterated naphthyl, dibenzofuranyl, dibenzothiophenyl, 9,9-dimethylfluorenyl, carbazolyl, pyridyl, pyrimidyl, 4-cyanophenyl, 3-cyanophenyl, triphenylenyl, and combinations thereof.

[0148] According to an embodiment of the present application, wherein in the organic electroluminescent device, the organic layer is an emitting layer, and the second compound is a host material.

[0149] According to an embodiment of the present application, wherein in the organic electroluminescent device, wherein the second compound has a structure represented by any one of Formula 2-4 to Formula 2-14.

[0150] a structure represented by any one of Formula 2-4 to Formula 2-14:

[0151]

[0152] in Formula 2-4 to Formula 2-14,

[0153] Ar 31 , Ar 32 , Ar 34 and Ar 35 each occurrence is the same or different selected from substituted or unsubstituted aryl having 6-30 carbon atoms, or substituted or unsubstituted heteroaryl having 3-30 carbon atoms;

[0154] L 31 to L 35 each occurrence is the same or different selected from a single bond, substituted or unsubstituted arylene having 6-30 carbon atoms, substituted or unsubstituted heteroarylene having 3-30 carbon atoms, or combinations thereof;

[0155] X each occurrence is the same or different selected from O, S, CR 21 R 22 or NR 23 ;

[0156] R 31 to R 38 each occurrence is the same or different represents mono-, poly-, or no-substitution;

[0157] R 31 to R 38 , R 21 to R 23 each occurrence is the same or different selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having from 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having from 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having from 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having from 3-20 ring atoms, substituted or unsubstituted aralkyl having from 7-30 carbon atoms, substituted or unsubstituted alkoxy having from 1-20 carbon atoms, substituted or unsubstituted aryloxy having from 6-30 carbon atoms, substituted or unsubstituted alkenyl having from 2-20 carbon atoms, substituted or unsubstituted aryl having from 6-30 carbon atoms, substituted or unsubstituted heteroaryl having from 3-30 carbon atoms, substituted or unsubstituted alkylsilicon having from 3-20 carbon atoms, substituted or unsubstituted arylsilicon having from 6-20 carbon atoms, substituted or unsubstituted alkyl germanium having from 3-20 carbon atoms, substituted or unsubstituted aryl germanium having from 6-20 carbon atoms, substituted or unsubstituted amino having from 0-20 carbon atoms, acyl, carbonyl, carboxylic acid group, ester group, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0158] adjacent substituents R 31 to R 38 may optionally be linked to form a ring.

[0159] In this context, "adjacent substituents R 31 to R 38 may optionally be linked to form a ring" is intended to mean that any one or more of the following groups of adjacent substituents R 31 to R 32 to R 33 to R 34 to R 35 to R 36 to R 37 to R 38 may be linked to form a ring. Obviously, it is also possible that none of these groups of adjacent substituents are linked to form a ring.

[0160] According to one embodiment of the present application, wherein said X is the same or different at each occurrence selected from O, S or NR 23 .

[0161] According to one embodiment of the present application, wherein said X is the same or different at each occurrence selected from NR 23 .

[0162] According to one embodiment of the present application, wherein said R 31 to R 38 are the same or different at each occurrence selected from the group consisting of hydrogen, deuterium, halogen, cyano, hydroxyl, thiol, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, and combinations thereof.

[0163] According to one embodiment of the present application, wherein said R 31 to R 38 are the same or different at each occurrence selected from the group consisting of hydrogen, deuterium, fluorine, cyano, hydroxyl, thiol, methyl, trideuteromethyl, ethenyl, phenyl, biphenyl, naphthyl, 4-cyanophenyl, dibenzofuranyl, dibenzothiophenyl, triphenylenyl, carbazolyl, 9-phenylcarbazolyl, 9,9-dimethylfluorenyl, pyridyl, phenylpyridyl, and combinations thereof.

[0164] According to one embodiment of the present application, wherein said L 31 to L 35 are the same or different at each occurrence selected from the group consisting of a single bond, substituted or unsubstituted arylene having 6-18 carbon atoms, substituted or unsubstituted heteroarylene having 3-18 carbon atoms, and combinations thereof.

[0165] According to one embodiment of the present application, wherein said L 31 to L 35 are the same or different at each occurrence selected from the group consisting of a single bond, phenylene, naphthylene, biphenylene, terphenylene, triphenylenylene, pyridylene, thiophenylene, dibenzofuranylene, dibenzothiophenylene, and combinations thereof.

[0166] According to one embodiment of the present application, wherein said Ar 31 to Ar 35 , R 21 to R 23 are the same or different at each occurrence selected from the group consisting of substituted or unsubstituted aryl having 6-18 carbon atoms, substituted or unsubstituted heteroaryl having 3-18 carbon atoms, and combinations thereof.

[0167] According to one embodiment of the present application, wherein said Ar 31 to Ar 35 , R 21 to R 23each occurrence is selected from the group consisting of phenyl, deuterated phenyl, methylphenyl, fluorinated phenyl, t-butylphenyl, trideuterated methylphenyl, biphenyl, naphthyl, deuterated naphthyl, dibenzofuranyl, dibenzothiophenyl, 9,9-dimethylfluorenyl, carbazolyl, pyridyl, pyrimidyl, 4-cyanophenyl, 3-cyanophenyl, triphenylenyl, and combinations thereof.

[0168] According to one embodiment of the present application, wherein the second compound is selected from the group consisting of compounds H-1 to H-179, wherein the specific structures of the compounds H-1 to H-179 are described in claim 12.

[0169] According to one embodiment of the present application, wherein the hydrogen in the structure of the compounds H-1 to H-179 can be partially or completely substituted by deuterium.

[0170] According to one embodiment of the present application, in the preparation of the device, when the compound of the present application and the second compound are co-evaporated with the light-emitting material to form the light-emitting layer, the compound of the present application and the second compound can be co-evaporated to form the light-emitting layer by placing them in different evaporation sources, or the compound of the present application and the second compound can be co-evaporated to form the light-emitting layer by placing a mixture of the compound of the present application and the second compound pre-mixed in one evaporation source.

[0171] According to one embodiment of the present application, wherein in the organic electroluminescent device, the organic layer is a light-emitting layer, and the light-emitting layer comprises at least one phosphorescent light-emitting material.

[0172] According to one embodiment of the present application, wherein the phosphorescent light-emitting material is a metal complex, and the metal complex has a general formula of M(L a ) m (L b ) n (L c ) q ;

[0173] M is selected from a metal having a relative atomic mass greater than 40;

[0174] L a , L b and L c are respectively a first ligand, a second ligand and a third ligand coordinated to the M; a , L b and L c may optionally be linked to form a polydentate ligand;

[0175] L a , L b and L cthe same or different; m is 1, 2 or 3; n is 0, 1 or 2; q is 0, 1 or 2; the sum of m, n, q is equal to the oxidation state of the M; when m is equal to or greater than 2, the plurality of L a the same or different; when n is 2, the two L b the same or different; when q is 2, the two L c the same or different;

[0176] L a each occurrence is selected from the structure shown in Formula 3:

[0177]

[0178] wherein,

[0179] Ring D is selected from a 5-membered heteroaromatic ring or a 6-membered heteroaromatic ring;

[0180] Ring E is selected from a 5-membered unsaturated carbocyclic ring, a benzene ring, a 5-membered heteroaromatic ring or a 6-membered heteroaromatic ring;

[0181] Ring D and Ring E are fused via U a and U b ;

[0182] U a and U b each occurrence is selected from C or N;

[0183] R d and R e each occurrence indicates mono-substitution, poly-substitution or no substitution;

[0184] V1 to V4 are the same or different at each occurrence and are selected from CR v or N;

[0185] R d , R e and R veach occurrence is the same or different selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having from 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having from 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having from 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having from 3-20 ring atoms, substituted or unsubstituted aralkyl having from 7-30 carbon atoms, substituted or unsubstituted alkoxy having from 1-20 carbon atoms, substituted or unsubstituted aryloxy having from 6-30 carbon atoms, substituted or unsubstituted alkenyl having from 2-20 carbon atoms, substituted or unsubstituted aryl having from 6-30 carbon atoms, substituted or unsubstituted heteroaryl having from 3-30 carbon atoms, substituted or unsubstituted alkylsilicon having from 3-20 carbon atoms, substituted or unsubstituted arylsilicon having from 6-20 carbon atoms, substituted or unsubstituted alkyl germanium having from 3-20 carbon atoms, substituted or unsubstituted aryl germanium having from 6-20 carbon atoms, substituted or unsubstituted amino having from 0-20 carbon atoms, acyl, carbonyl, carboxylic acid group, ester group, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0186] adjacent substituents R d , R e and R v may optionally be linked to form a ring;

[0187] L b and L c are each occurrence the same or different selected from any one of the following structures:

[0188]

[0189] wherein,

[0190] R a , R b and R c each occurrence is the same or different represents mono-, poly-, or no substitution;

[0191] X b each occurrence is the same or different selected from the group consisting of O, S, Se, NR N1 and CR C1 R C2 ;

[0192] X c and X d each occurrence is the same or different selected from the group consisting of O, S, Se and NR N2 ;

[0193] R a , R b , Rc , R N1 , R N2 , R C1 and R C2 are the same or different at each occurrence selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having from 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having from 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having from 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having from 3-20 ring atoms, substituted or unsubstituted aralkyl having from 7-30 carbon atoms, substituted or unsubstituted alkoxy having from 1-20 carbon atoms, substituted or unsubstituted aryloxy having from 6-30 carbon atoms, substituted or unsubstituted alkenyl having from 2-20 carbon atoms, substituted or unsubstituted alkynyl having from 2-20 carbon atoms, substituted or unsubstituted aryl having from 6-30 carbon atoms, substituted or unsubstituted heteroaryl having from 3-30 carbon atoms, substituted or unsubstituted alkylsilicon having from 3-20 carbon atoms, substituted or unsubstituted arylsilicon having from 6-20 carbon atoms, substituted or unsubstituted alkyl germanium having from 3-20 carbon atoms, substituted or unsubstituted aryl germanium having from 6-20 carbon atoms, substituted or unsubstituted amino having from 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof;

[0194] the ligand L b , L c , in the structure of which adjacent substituents R a , R b , R c , R N1 , R N2 , R C1 and R C2 may optionally be linked to form a ring.

[0195] In this context, adjacent substituents R d , R e , R v may optionally be linked to form a ring, is intended to mean that when substituents R d , substituents R e , substituents R v are present, wherein adjacent substituent groups, for example between adjacent substituents R d , between adjacent substituents R e , between adjacent substituents R v , between adjacent substituents R d and R e , between adjacent substituents R d and R v , and between adjacent substituents Re with R v , any one or more of these adjacent substituent groups can be linked to form a ring. Obviously, when substituents R d , substituents R e , substituents R v are present, none of these substituent groups can also be linked to form a ring.

[0196] In this context, adjacent substituents R a , R b , R c , R N1 , R N2 , R C1 and R C2 may optionally be linked to form a ring, is intended to mean that any one or more of these adjacent substituent groups, 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 , substituent R a and R N2 , substituent R b and R N2 , and R C1 and R C2 may be linked to form a ring. For example, adjacent substituents R a , R b may optionally be linked to form a ring, which can form one or more of the following structures, including but not limited to:

[0197]

[0198] wherein W is selected from O, S, Se, NR wor CR w R w ; wherein R w R a ', R b The definition of ' and the aforementioned R a The same. Obviously, these substituents can also not be connected to form a ring.

[0199] According to one embodiment of the present invention, in Formula 3, two adjacent substituents R e The connection forms a loop.

[0200] According to one embodiment of the present invention, in Formula 3, two adjacent substituents R e They can be linked to form 5-membered unsaturated carbon rings, 5-membered heteroaromatic rings, or benzene rings.

[0201] According to one embodiment of the present invention, in Formula 3, ring D is a 6-membered heteroaromatic ring, and ring E is a benzene ring or a 6-membered heteroaromatic ring.

[0202] According to one embodiment of the present invention, in Formula 3, ring D is a 6-membered heteroaromatic ring, and ring E is a 5-membered heteroaromatic ring or a 5-membered unsaturated carbon ring.

[0203] According to one embodiment of the present invention, in Formula 3, ring D is a 6-membered heteroaromatic ring, ring E is a benzene ring or a 6-membered heteroaromatic ring, and the two adjacent substituents R e They can be linked to form benzene rings or 6-membered heteroaromatic rings.

[0204] According to one embodiment of the present invention, in Formula 3, ring D is a 6-membered heteroaromatic ring, ring E is a 5-membered heteroaromatic ring or a 5-membered unsaturated carbide ring, and the two adjacent substituents R e They can be linked to form benzene rings or 6-membered heteroaromatic rings.

[0205] According to one embodiment of the present invention, in formula 3, R d R e R v At least one or two sets of adjacent substituents are linked to form a ring. For example, two substituents R d The connection forms a ring, or two substituents R e The connection forms a ring, or two substituents R v Linkage to form a ring, or substituent R d With substituent R e The links between them form a ring, or the substituent R d With substituent R v The links between them form a ring, or the substituent R e With substituent R v The two substituents R are connected to form a ring or a ring. d The two substituents R connect to form a ring.e The connection forms a ring, or two substituents R d The two substituents R connect to form a ring. v The connection forms a ring, or two substituents R e The two substituents R connect to form a ring. v Linkage forms a ring, substituent R e With substituent R v The two substituents R are linked to form a ring. v Linkage to form a ring, or substituent R d With substituent R v The two substituents R are linked to form a ring. v The connection forms a loop; R d R e R v A similar situation occurs when more adjacent substituents are linked to form a ring.

[0206] According to an embodiment of the present invention, in the organic electroluminescent device, the phosphorescent material is a metal complex, and the metal complex has M(L) a ) m (L b ) n The general formula;

[0207] M is selected from metals with a relative atomic mass greater than 40;

[0208] L a L b The first and second ligands, respectively, coordinate with M; L a L b They can be selectively linked to form multidentate ligands;

[0209] m is 1, 2, or 3; n is 0, 1, or 2; the sum of m and n equals the oxidation state of M; when m is greater than or equal to 2, multiple L a They can be the same or different; when n is 2, the two Ls b They can be the same or different;

[0210] L a Each occurrence may be selected from the structure shown in Equation 3, either identically or differently:

[0211]

[0212] in,

[0213] Ring D is selected from a 5-membered heteroaryl ring or a 6-membered heteroaryl ring;

[0214] Ring E is selected from a 5-membered unsaturated carbon ring, a benzene ring, a 5-membered heteroaromatic ring, or a 6-membered heteroaromatic ring;

[0215] Ring D and ring E are connected via U a and U b fused;

[0216] U a and U b each occurrence is the same or different selected from C or N;

[0217] R d and R e each occurrence is the same or different represents mono-, poly- or no substitution;

[0218] V1to V4are the same or different at each occurrence selected from CR v or N;

[0219] R d , R e 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 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;

[0220] adjacent substituents R d , R e and R v may optionally be linked to form a ring;

[0221] wherein the ligand L b is the same or different at each occurrence selected from the following structures:

[0222]

[0223] wherein each of R1to R7is independently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having from 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having from 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having from 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having from 3-20 ring atoms, substituted or unsubstituted aralkyl having from 7-30 carbon atoms, substituted or unsubstituted alkoxy having from 1-20 carbon atoms, substituted or unsubstituted aryloxy having from 6-30 carbon atoms, substituted or unsubstituted alkenyl having from 2-20 carbon atoms, substituted or unsubstituted alkynyl having from 2-20 carbon atoms, substituted or unsubstituted aryl having from 6-30 carbon atoms, substituted or unsubstituted heteroaryl having from 3-30 carbon atoms, substituted or unsubstituted alkylsilicon having from 3-20 carbon atoms, substituted or unsubstituted arylsilicon having from 6-20 carbon atoms, substituted or unsubstituted alkyl germanium having from 3-20 carbon atoms, substituted or unsubstituted aryl germanium having from 6-20 carbon atoms, substituted or unsubstituted amino having from 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, sulfido, sulfinyl, sulfonyl, phosphino, and combinations thereof.

[0224] According to one embodiment of the present application, the organic electroluminescent device, wherein the ligand L b is selected from the following structures:

[0225]

[0226] wherein at least one of R1to R3is selected from substituted or unsubstituted alkyl having from 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having from 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having from 1-20 carbon atoms, or combinations thereof; and / or at least one of R4to R6is selected from substituted or unsubstituted alkyl having from 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having from 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having from 1-20 carbon atoms, or combinations thereof.

[0227] According to one embodiment of the present application, the organic electroluminescent device, wherein the ligand L b is selected from the following structures:

[0228]

[0229] wherein at least two of R1to R3are the same or different at each occurrence selected from 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, or combinations thereof; and / or at least two of R4to R6are the same or different at each occurrence selected from 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, or combinations thereof.

[0230] According to one embodiment of the present application, in the organic electroluminescent device, wherein the ligand L b are the same or different at each occurrence selected from the following structures:

[0231]

[0232] wherein at least two of R1to R3are the same or different at each occurrence selected from substituted or unsubstituted alkyl having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 2-20 carbon atoms, or combinations thereof; and / or at least two of R4to R6are the same or different at each occurrence selected from substituted or unsubstituted alkyl having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 2-20 carbon atoms, or combinations thereof.

[0233] According to one embodiment of the present application, in the organic electroluminescent device, the phosphorescent light emitting material is an Ir complex, a Pt complex or an Os complex.

[0234] According to one embodiment of the present application, in the organic electroluminescent device, the phosphorescent light emitting material is an Ir complex, and has a structure represented by any one of Ir(L a )(L b )(L c ), Ir(L a )2(L b ), Ir(L a )(L b )2, Ir(L a )2(L c ) or Ir(L a )(L c )2.

[0235] According to one embodiment of the present application, wherein L ahaving a structure as shown in Formula 3 and comprising at least one structural unit selected from the group consisting of 6-membered and 6-membered aromatic rings, 6-membered and 6-membered heteroaromatic rings, 6-membered and 5-membered aromatic rings, and 6-membered and 5-membered heteroaromatic rings.

[0236] According to one embodiment of the present application, in the organic electroluminescent device, wherein L a having a structure as shown in Formula 3 and comprising at least one structural unit selected from the group consisting of naphthalene, phenanthrene, quinoline, isoquinoline, and azaphenanthrene.

[0237] According to one embodiment of the present application, in the organic electroluminescent device, the phosphorescent light-emitting material is an Ir complex and comprises a ligand L a , the L a is, on each occurrence, identically or differently, any one selected from the group consisting of the following structures:

[0238]

[0239]

[0240]

[0241]

[0242] In the structure, TMS represents a trimethylsilyl group.

[0243] According to one embodiment of the present application, in the organic electroluminescent device, the phosphorescent light-emitting material is an Ir complex and comprises a ligand L b , the L b is, on each occurrence, identically or differently, any one selected from the group consisting of the following structures:

[0244]

[0245]

[0246] According to one embodiment of the present application, in the organic electroluminescent device, the phosphorescent light-emitting material is selected from the group consisting of the following structures:

[0247]

[0248]

[0249]

[0250]

[0251]

[0252]

[0253]

[0254]

[0255] In the structure, TMS represents a trimethylsilyl group.

[0256] According to another embodiment of the present application, a compound composition is also disclosed, which comprises a compound having a structure shown in Formula 1, and the specific structure of the compound is shown in any of the aforementioned embodiments.

[0257] According to an embodiment of the present application, wherein the compound composition comprises a second compound, the second compound has a structure represented by any one of Formula 2-1 to Formula 2-3:

[0258]

[0259] wherein,

[0260] In Formula 2-1 to Formula 2-3, Ar 31 to Ar 35 is selected, the same or different at each occurrence, from a substituted or unsubstituted aryl group having 6-30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3-30 carbon atoms;

[0261] L 31 to L 35 is selected, the same or different at each occurrence, from a single bond, a substituted or unsubstituted arylene group having 6-30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3-30 carbon atoms, or a combination thereof;

[0262] X is selected, the same or different at each occurrence, from O, S, CR 21 R 22 or NR 23 ;

[0263] R 31 to R 37 is selected, the same or different at each occurrence, from a single bond, a substituted or unsubstituted arylene group having 6-30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3-30 carbon atoms, or a combination thereof;

[0264] R 31 to R 37 , R 21 to R 23each occurrence is the same or different 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 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;

[0265] adjacent substituents R 31 to R 37 may optionally be linked to form a ring.

[0266] According to another embodiment of the present application, an electronic device comprising an organic electroluminescence device is also disclosed, the specific structure of the organic electroluminescence device is shown in any of the aforementioned embodiments.

[0267] in combination with other materials

[0268] The materials described herein for specific layers in organic light emitting devices 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 mentioned therein are non-limiting examples of materials that can be used in combination with the compounds disclosed herein, and the skilled person can readily consult the literature to identify other materials that can be used in combination.

[0269] The materials described herein as being useful for particular layers in organic light emitting devices can be used in combination with a variety of other materials present in the devices. For example, the compounds disclosed herein can be used in conjunction with a variety of light emitting dopants, hosts, transport layers, blocking layers, injection layers, electrodes, and other layers that can be present. Combinations of these materials are described in detail in US Patent Application US2015 / 0349273A1, paragraphs 0080-0101, which is incorporated by reference herein in its entirety. The materials described or referenced therein are non-limiting examples of materials that can be used in combination with the compounds disclosed herein, and one of skill in the art can readily consult the literature to identify other materials that can be useful in combination.

[0270] In the examples of material synthesis, unless otherwise stated, all reactions were carried out under nitrogen atmosphere. 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 apparatuses conventional in the art, including but not limited to a nuclear magnetic resonance instrument from Bruker, a liquid chromatograph from Shimadzu, a liquid chromatograph-mass spectrometer, a gas chromatograph-mass spectrometer, a differential scanning calorimeter, a fluorescence spectrophotometer from Shanghai Linhong Technology, an electrochemical workstation from Wuhan Kosit, a sublimation instrument from Anhui Beiyeke, etc., 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 apparatuses conventional in the art, including but not limited to an evaporation machine from Angstrom Engineering, an optical test system and a lifetime test system from Suzhou Fosida, a spectroscopic ellipsometer from Beijing Liangtuo, etc., in a manner well known to those skilled in the art. Since those skilled in the art are all aware of the related content of the use of the above-mentioned apparatuses, testing methods, etc., the inherent data of the samples can be obtained definitely and unaffectedly, therefore the above-mentioned related content will not be expanded and elaborated in this patent.

[0271] Examples of material synthesis:

[0272] 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:

[0273] Example 1 of synthesis: synthesis of compound 1-1

[0274] Step 1: synthesis of intermediate 3

[0275]

[0276] Into a three-necked flask, intermediate 1 (40.00 g, 145.92 mmol), intermediate 2 (25.10 g, 160.51 mmol), tetrakis(triphenylphosphine)palladium (1.69 g, 1.46 mmol), potassium carbonate (40.33 g, 291.81 mmol), toluene (200 mL), ethanol (50 mL) and water (50 mL) were added under nitrogen protection, and the mixture was reacted at 100 °C for 16 h. After the reaction was completed, the reaction mixture was extracted with ethyl acetate, and the organic phase was washed with water. The solvent was removed by concentration, and the crude product was purified by column chromatography with PE / DCM = 1 / 1 to obtain intermediate 3 (35 g, yield: 78%) as a white solid.

[0277] Step 2: Synthesis of intermediate 4

[0278]

[0279] Into a three-necked flask, intermediate 3 (5 g, 16.35 mmol), bis(pinacolato)diboron (10.38 g, 40.88 mmol), palladium acetate (183.56 mg, 0.82 mmol), X-Phos (779.58 mg, 1.64 mmol), potassium acetate (3.21 g, 32.71 mmol), toluene (80 mL) were added under nitrogen protection, and the mixture was reacted at 100 °C overnight. After the reaction was completed, the reaction mixture was diluted with dichloromethane, and washed with saturated aqueous sodium bicarbonate solution, water, and saturated brine, respectively. The organic phase was dried over anhydrous sodium sulfate, filtered, and concentrated. The crude product was purified by column chromatography with petroleum ether / dichloromethane = 1 / 1 to obtain intermediate 4 (5 g, yield: 77%) as a white solid.

[0280] Step 3: Synthesis of compound 1-1

[0281]

[0282] Into a three-necked flask, intermediate 4 (3.0 g, 7.55 mmol), intermediate 5 (3.57 g, 9.06 mmol), tetrakis(triphenylphosphine)palladium (436.31 mg, 0.38 mmol), potassium carbonate (2.09 g, 15.12 mmol), toluene (40 mL), ethanol (10 mL) and water (10 mL) were added under nitrogen protection, and the mixture was reacted at 100 °C overnight. After the reaction was completed, the solid was precipitated by adding water, and filtered to obtain a solid. The crude product was recrystallized in toluene to obtain compound 1-1 (1.8 g, yield: 38%) as a white solid. The product was confirmed as the target product with a molecular weight of 628.23.

[0283] Synthesis Example 2: Synthesis of compound 1-215

[0284] Step 1: Synthesis of intermediate 7

[0285]

[0286] Intermediate 6 (5.00 g, 18.24 mmol), intermediate 2 (3.42 g, 21.87 mmol), tetrakis(triphenylphosphine)palladium (420 mg, 0.36 mmol), potassium carbonate (5.04 g, 36.47 mmol), toluene (100 mL), ethanol (20 mL) and water (20 mL) were added into a three-necked flask under nitrogen protection, and the mixture was reacted at 100 °C for 16 h. After the reaction was completed, the reaction mixture was extracted with ethyl acetate, and the organic phase was washed with water. The solvent was removed by concentration, and the crude product was purified by column chromatography with PE / DCM = 1 / 1 to obtain intermediate 7 (5 g, yield: 90%) as a white solid.

[0287] Step 2: Synthesis of intermediate 8

[0288]

[0289] Intermediate 7 (5 g, 16.35 mmol), bis(pinacolato)diboron (10.38 g, 40.88 mmol), palladium acetate (183.56 mg, 0.82 mmol), X-Phos (779.58 mg, 1.64 mmol), potassium acetate (3.21 g, 32.71 mmol), toluene (80 mL) were added into a three-necked flask under nitrogen protection, and the mixture was heated to 100 °C and reacted overnight. After the reaction was completed, the reaction mixture was diluted with dichloromethane, and then washed with saturated aqueous sodium bicarbonate solution, water and saturated brine, respectively. The organic phase was dried over anhydrous sodium sulfate, filtered and rotary evaporated. The crude product was purified by column chromatography with petroleum ether / dichloromethane = 1 / 1 to obtain intermediate 8 (4.5 g, yield: 69%) as a white solid.

[0290] Step 3: Synthesis of compound 1-215

[0291]

[0292] Intermediate 8 (3.0 g, 7.55 mmol), intermediate 5 (3.57 g, 9.06 mmol), tetrakis(triphenylphosphine)palladium (436.31 mg, 0.38 mmol), potassium carbonate (2.09 g, 15.12 mmol), toluene (40 mL), ethanol (10 mL) and water (10 mL) were added into a three-necked flask under nitrogen protection, and the mixture was reacted at 100 °C overnight. After the reaction was completed, the solid was precipitated by adding water, and then filtered. The crude product was recrystallized in toluene to obtain compound 1-215 (2.6 g, yield: 55%) as a white solid. The product was confirmed as the target product with a molecular weight of 628.23.

[0293] Synthesis Example 3: Synthesis of compound 1-2

[0294]

[0295] Intermediate 4 (3.0 g, 7.55 mmol), intermediate 9 (3.57 g, 9.06 mmol), tetrakis(triphenylphosphine)palladium (436.31 mg, 0.38 mmol), potassium carbonate (2.09 g, 15.12 mmol), toluene (40 mL), ethanol (10 mL) and water (10 mL) were added into a three-neck flask and reacted at 100 °C overnight under nitrogen protection. After the reaction was completed, water was added to precipitate the solid, which was filtered. The crude product was recrystallized in toluene to obtain white solid compound 1-2 (3.2 g, yield: 67%). The product was confirmed as the target product with a molecular weight of 628.23.

[0296] Synthesis Example 4: Synthesis of compound 1-224

[0297] Step 1: Synthesis of intermediate 11

[0298]

[0299] Intermediate 10 (3.9 g, 12.76 mmol), bis(pinacolato)diboron (8.1 g, 31.89 mmol), palladium acetate (143.18 mg, 0.64 mmol), X-Phos (608.07 mg, 1.28 mmol), potassium acetate (2.5 g, 25.47 mmol), toluene (80 mL) were added into a three-neck flask, which was then raised to 100 °C and reacted overnight under nitrogen protection. After the reaction was completed and cooled, dichloromethane was added for dilution, which was then washed with saturated aqueous sodium bicarbonate solution, water and saturated brine, respectively. The organic phase was dried over anhydrous sodium sulfate, filtered and rotary evaporated. The crude product was purified by column chromatography using petroleum ether / dichloromethane = 1 / 1. White solid compound intermediate 11 (4.8 g, yield: 95%) was obtained.

[0300] Step 2: Synthesis of compound 1-224

[0301]

[0302] Under nitrogen protection, intermediate 11 (3 g, 7.55 mmol), intermediate 5 (3.57 g, 9.06 mmol), tetrakis(triphenylphosphine)palladium (436.31 mg, 0.38 mmol), potassium carbonate (2.09 g, 15.12 mmol), toluene (40 mL), ethanol (10 mL), and water (10 mL) were added to a three-necked flask and reacted overnight at 100 °C. After the reaction was complete, water was added to precipitate the solid, which was filtered to obtain the solid. The crude product was recrystallized from toluene to give a white solid compound 1-224 (2.2 g, yield: 46%). The product was identified as the target product with a molecular weight of 628.23.

[0303] Those skilled in the art should understand that the above preparation method is merely an exemplary example, and they can obtain other compound structures of the present invention by improving it.

[0304] Device Examples

[0305] Device Example 1

[0306] First, the glass substrate, which has a 120 nm thick indium tin oxide (ITO) anode, is cleaned and then treated with UV ozone and oxygen plasma. After treatment, the substrate is dried in a nitrogen-filled glove box to remove moisture, and then mounted on a substrate holder and placed in a vacuum chamber. The organic layer specified below is applied at a vacuum degree of approximately 10... -6 In the case of Torr, The deposition rate was achieved sequentially on the ITO anode via thermal vacuum. Compounds HT and HI were co-deposited as a hole injection layer (HIL, weight ratio 97:3), with a thickness of [missing information]. Compound HT is used as a hole transport layer (HTL) with a thickness of [missing information]. Compound EB is used as an electron blocking layer (EBL) with a thickness of [missing information]. Then, the compound 1-215 of the present invention as the first main component, the compound H-137 as the second main component, and the compound RD as a dopant were co-deposited as an emissive layer (EML, weight ratio 48.5:48.5:3), with a thickness of [missing information]. Compound HB was used as the hole blocking layer (HBL), with a thickness of [missing information]. On the hole-blocking layer, compound ET and 8-hydroxyquinoline-lithium (Liq) were co-deposited as an electron transport layer (ETL, weight ratio 40:60), with a thickness of [missing information]. Finally, vapor deposition Thick 8-hydroxyquinoline-lithium (Liq) was used as the electron injection layer (EIL) and deposited by evaporation. Aluminum was used as the cathode. The device was then transferred back to the glove box and sealed with a glass cover to complete the device.

[0307] Device Example 2

[0308] Device Example 2 was implemented identically to Device Example 1 except that in the light-emitting layer (EML) compound 1-224 of the present application was used instead of compound 1-215 of the present application as the first host.

[0309] Device Example 3

[0310] Device Example 3 was implemented identically to Device Example 1 except that in the light-emitting layer (EML) compound 1-1 of the present application was used instead of compound 1-215 of the present application as the first host.

[0311] Device Example 4

[0312] Device Example 4 was implemented identically to Device Example 1 except that in the light-emitting layer (EML) compound 1-2 of the present application was used instead of compound 1-215 of the present application as the first host.

[0313] Device Comparative Example 1

[0314] Device Comparative Example 1 was implemented identically to Device Example 1 except that in the light-emitting layer (EML) compound A was used instead of compound 1-215 of the present application as the first host.

[0315] Device Comparative Example 2

[0316] Device Comparative Example 2 was implemented identically to Device Example 1 except that in the light-emitting layer (EML) compound B was used instead of compound 1-215 of the present application as the first host.

[0317] The detailed device layer structure and thickness are shown in the following table. Layers in which more than one material is used are doped with the different compounds in the proportions by weight indicated.

[0318] Table 1 Device structure of device examples and comparative examples

[0319]

[0320]

[0321] The structure of the materials used in the devices is shown below:

[0322]

[0323]

[0324] The maximum emission wavelength λ 2 measured at a constant current of 10 mA / cm max (nm), the power efficiency PE [lm / W] and the current efficiency CE [cd / A] at 80 mA / cm2 Device lifetime (LT97) under constant current, which means the time required for the luminance of the device to decay to 97% of its initial luminance.

[0325] Table 2 Device data

[0326] Device ID max (nm) ​ PE [Im / W] LT97(h) Example 1 622 25.7 118 Example 2 623 25 82 Example 3 622 25.4 135.5 Example 4 622 25.7 94 Comparative Example 1 622 25.7 73 Comparative Example 2 622 23.6 6

[0327] From the data in Table 2, it can be seen that the maximum emission wavelengths of the examples and the comparative examples are substantially the same, and the difference between Example 1 and Comparative Example 1 is only that the group connecting the triazine is naphthylphenyl and biphenyl, respectively. Example 1 maintains the same high power efficiency as Comparative Example 1, while in terms of lifetime, Example 1 unexpectedly increases by 45 hours, which is a substantial increase of 62%. The above data show that the compound of the present application having a naphthylphenyl triazine group connected to benzoxazole through L1 applied to an organic electroluminescent device can achieve excellent device performance.

[0328] The difference between Example 3 and Comparative Example 2 is only whether a specific group L1 is connected between the triazine and benzoxazole. In terms of power efficiency, Example 3 substantially increases by 8% compared to Comparative Example 2, while in terms of lifetime, Example 3 unexpectedly increases by 2158% compared to Comparative Example 2. The above data show that the compound of the present application having a triazine group with a specific structure connected to benzoxazole through a specific linking group L1 applied to an organic electroluminescent device can achieve longer device lifetime.

[0329] Based on Example 1 and Example 3, Example 2 changes the connecting position of the triazine group through L1 on benzoxazole, and Example 4 changes the connecting position of the naphthyl group, both of which achieve high device efficiency and long device lifetime. Examples 2, 4 and Comparative Examples 1, 2 have comparable or further improved power efficiency, but all have substantially improved device lifetime. The above results further show that the compound of the present application having a naphthylphenyl triazine group connected to benzoxazole through a specific linking group L1 applied to an organic electroluminescent device can achieve excellent device performance, again proving the unique advantages of the compounds of the present application.

[0330] In summary, the above results show that the compound of the present application having the structure of Formula 1 applied to an organic electroluminescent device can achieve excellent device performance, high device efficiency, and particularly substantially improved device lifetime.

[0331] It should be understood that the various embodiments described herein are merely examples and are not intended to limit the scope of the present 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 present application as described above can include additional or different steps, and that the method described above can include additional or different steps. It is also apparent that aspects of the present application as described above can be used in a variety of different contexts and applications. Many of the materials and structures described herein are provided as examples only and are not intended to be limiting. It is therefore contemplated to cover any and all modifications, variations, and equivalents that fall within the spirit and scope of the basic underlying principles disclosed and claimed herein. It is further contemplated to cover all alternatives, modifications, and equivalents including further modifications, variations, and equivalents that presently known or become known in the future within the spirit and scope of the basic underlying principles disclosed and claimed herein.

Claims

1. A compound having a structure of Formula 1 : Formula 1 wherein, Z is, on each occurrence, the same or different, selected from O, S, or Se; X1to X4are the same or different at each occurrence and are selected from C, N or CR x ; and one of X1to X4is selected from C and is attached to L1; Y1to Y9are the same or different at each occurrence and are selected from C, N or CR y ; one of Y1to Y5is selected from C and one of Y6to Y9is selected from C; Y 10 to Y 13 is at each occurrence, identically or differently, selected from N or CR y ; Ar is selected from a substituted or unsubstituted aryl group having 6-30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3-30 carbon atoms, or a combination thereof; R y each occurrence is the same or different, 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 group, ester group, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof; R x each occurrence is the same or different 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 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, ester, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof; and when R x when selected from substituted aryl of 6-30 carbon atoms, the aryl is substituted with one or more groups selected from the group consisting of deuterium, halogen, unsubstituted alkyl of 1-20 carbon atoms, unsubstituted cycloalkyl of 3-20 ring carbon atoms, unsubstituted heteroalkyl of 1-20 carbon atoms, unsubstituted heterocyclyl of 3-20 ring atoms, unsubstituted aralkyl of 7-30 carbon atoms, unsubstituted alkoxy of 1-20 carbon atoms, unsubstituted aryloxy of 6-30 carbon atoms, unsubstituted alkenyl of 2-20 carbon atoms, unsubstituted alkynyl of 2-20 carbon atoms, unsubstituted aryl of 6-30 carbon atoms, unsubstituted alkylsilicon of 3-20 carbon atoms, unsubstituted arylsilane of 6-20 carbon atoms, unsubstituted alkyl germanium of 3-20 carbon atoms, unsubstituted aryl germanium of 6-20 carbon atoms, unsubstituted amino of 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof; Ar1is selected from a substituted or unsubstituted aryl group having 6-30 carbon atoms; L is selected from a single bond, a substituted or unsubstituted arylene group having 6-30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3-30 carbon atoms, or a combination thereof; L1is selected from a substituted or unsubstituted arylene group having 6-30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3-30 carbon atoms, or a combination thereof; 2. The compound of claim 1, wherein the compound has a structure represented by any one of Formula 1-1 to Formula 1-4: adjacent substituents R in Y1to Y5 y may optionally be linked to form a ring; Y6to Y 13 adjacent substituents R y may optionally be linked to form a ring. wherein, Z is, on each occurrence, the same or different, selected from O, S, or Se; X1to X4are the same or different at each occurrence selected from N or CR x ; Y1to Y9are the same or different at each occurrence and are selected from C, N, or CR y ; one of Y1to Y5is selected from C, and one of Y6to Y9is selected from C; Y 10 to Y 13 is at each occurrence, identically or differently, selected from N or CR y ; Ar is selected from a substituted or unsubstituted aryl group having 6-30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3-30 carbon atoms, or a combination thereof; R y each occurrence is the same or different, selected from the group consisting of hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl having from 1-20 carbon atoms, a substituted or unsubstituted cycloalkyl having from 3-20 ring carbon atoms, a substituted or unsubstituted aralkyl having from 7-30 carbon atoms, a substituted or unsubstituted alkoxy having from 1-20 carbon atoms, a substituted or unsubstituted aryloxy having from 6-30 carbon atoms, a substituted or unsubstituted alkenyl having from 2-20 carbon atoms, a substituted or unsubstituted aryl having from 6-30 carbon atoms, a substituted or unsubstituted heteroaryl having from 3-30 carbon atoms, a substituted or unsubstituted alkylsilicon having from 3-20 carbon atoms, a substituted or unsubstituted arylsilane having from 6-20 carbon atoms, a substituted or unsubstituted alkyl germanium having from 3-20 carbon atoms, a substituted or unsubstituted aryl germanium having from 6-20 carbon atoms, cyano, isocyano, hydroxyl, thiol, and combinations thereof; R x each occurrence is the same or different, 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 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 aryl of 6-30 carbon atoms, substituted or unsubstituted alkylsilicon of 3-20 carbon atoms, substituted or unsubstituted arylsilicon of 6-20 carbon atoms, substituted or unsubstituted alkylgermanium of 3-20 carbon atoms, substituted or unsubstituted arylgermanium of 6-20 carbon atoms, cyano, isocyano, hydroxyl, thiol, and combinations thereof; and when R x when selected from substituted aryl of 6-30 carbon atoms, the aryl is substituted with one or more groups selected from the group consisting of deuterium, halogen, unsubstituted alkyl of 1-20 carbon atoms, unsubstituted cycloalkyl of 3-20 ring carbon atoms, unsubstituted heteroalkyl of 1-20 carbon atoms, unsubstituted heterocyclyl of 3-20 ring atoms, unsubstituted aralkyl of 7-30 carbon atoms, unsubstituted alkoxy of 1-20 carbon atoms, unsubstituted aryloxy of 6-30 carbon atoms, unsubstituted alkenyl of 2-20 carbon atoms, unsubstituted alkynyl of 2-20 carbon atoms, unsubstituted aryl of 6-30 carbon atoms, unsubstituted alkylsilicon of 3-20 carbon atoms, unsubstituted arylsilicon of 6-20 carbon atoms, unsubstituted alkylgermanium of 3-20 carbon atoms, unsubstituted arylgermanium of 6-20 carbon atoms, unsubstituted amino of 0-20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof; Ar1is selected from a substituted or unsubstituted aryl group having 6-30 carbon atoms; L is selected from a single bond, a substituted or unsubstituted arylene group having 6-30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3-30 carbon atoms, or a combination thereof; L1is selected from a substituted or unsubstituted arylene group having 6-30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3-30 carbon atoms, or a combination thereof; 4. The compound of claim 1 or 2, wherein Z is selected from O or S; preferably Z is O. adjacent substituents R in Y1to Y5 y may optionally be linked to form a ring; Y6to Y 13 adjacent substituents R y may optionally be linked to form a ring.

3. The compound of claim 1 or 2, wherein R y each occurrence is the same or different selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having from 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having from 3-20 ring carbon atoms, substituted or unsubstituted alkenyl having from 2-20 carbon atoms, substituted or unsubstituted aryl having from 6-20 carbon atoms, substituted or unsubstituted heteroaryl having from 3-20 carbon atoms, cyano, isocyano, hydroxyl, thiol, and combinations thereof; R x each occurrence is the same or different selected from the group consisting of hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl having from 1-20 carbon atoms, a substituted or unsubstituted cycloalkyl having from 3-20 ring carbon atoms, a substituted or unsubstituted aryl having from 6-20 carbon atoms, cyano, isocyano, hydroxy, mercapto, and combinations thereof; Preferably, R y Each time it appears, it is selected from the group consisting of the following, either the same or different: hydrogen, deuterium, fluorine, methyl, phenyl, deuterated naphthyl, deuterated phenyl, pyridyl, vinyl, naphthyl, biphenyl, phenanthrene, triphenylene, dibenzofuranyl, dibenzothiophene, cyano, adamantyl, tert-butyl, trifluoromethyl, carbazole, 9,9-dimethylfluorenyl, and combinations thereof; R x each occurrence is the same or different member selected from the group consisting of hydrogen, deuterium, fluorine, methyl, phenyl, deuterated naphthyl, deuterated phenyl, naphthyl, biphenyl, phenanthryl, triphenylenyl, cyano, adamantyl, t-butyl, trifluoromethyl, 9,9-dimethylfluorenyl, and combinations thereof.

6. The compound of claim 1 or 2, wherein Ar is selected from a substituted or unsubstituted aryl group having 6-18 carbon atoms, a substituted or unsubstituted heteroaryl group having 3-12 carbon atoms, or a combination thereof; 5. The compound of claim 1, wherein X1to X4are the same or different at each occurrence selected from C or CR x ; Y1to Y9are the same or different at each occurrence selected from C or CR y ; Y 10 to Y 13 are the same or different at each occurrence selected from CR y . Ar1is selected from a substituted or unsubstituted aryl group having 6-18 carbon atoms; preferably, wherein Ar is selected from the group consisting of a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthylphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted triphenylenyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted 9,9-dimethylfluorenyl group, and a combination thereof; Ar1is selected from the group consisting of a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthylphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted 9,9-dimethylfluorenyl group, and a combination thereof.

7. The compound of claim 1 or 2, wherein L is selected from a single bond, or a substituted or unsubstituted arylene group having 6-30 carbon atoms; L1is selected from a substituted or unsubstituted arylene group having 6-30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3-30 carbon atoms, or a combination thereof; ​ Preferably, L is selected from the group consisting of a single bond, substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted phenanthrylene, substituted or unsubstituted triphenylene, and combinations thereof; L1is selected from the group consisting of substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted phenanthrylene, substituted or unsubstituted triphenylene, and combinations thereof; More preferably, L is selected from a single bond; L1is selected from substituted or unsubstituted phenylene, or substituted or unsubstituted naphthylene.

8. The compound of claim 1 or 2, wherein one of Y1to Y3is selected from C and is connected to Y6or Y7. Preferably, Y3is selected from C and is connected to Y6or Y7.

9. The compound of claim 1, wherein the compound is selected from the group consisting of: Optionally, the hydrogens in the structure of compound 1-1 to compound 1-230 can be partially or totally substituted with deuterium.

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

11. The organic electroluminescent device of claim 10, wherein the organic layer is an emission layer, and the compound is a host material.

12. The organic electroluminescent device of claim 11, wherein the organic layer is an emission layer, the organic layer further comprising a second compound, the second compound being a host material, the second compound having a structure represented by any one of formula 2-1 to formula 2-3: wherein, In Formula 2-1 to Formula 2-3, Ar 31 to Ar 35 is the same or different at each occurrence and is selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms; L 31 to L 35 is, at each occurrence, independently selected from a single bond, substituted or unsubstituted arylene having from 6 to 30 carbon atoms, substituted or unsubstituted heteroarylene having from 3 to 30 carbon atoms, or a combination thereof; X is, on each occurrence, identically or differently, selected from the group consisting of O, S, CR 21 R 22 or NR 23 ; R 31 to R 37 identically or differently in each occurrence, denotes mono-, poly- or no substitution; R 31 to R 37 , R 21 to R 23 are the same or different at each occurrence and are selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having from 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having from 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having from 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having from 3-20 ring atoms, substituted or unsubstituted aralkyl having from 7-30 carbon atoms, substituted or unsubstituted alkoxy having from 1-20 carbon atoms, substituted or unsubstituted aryloxy having from 6-30 carbon atoms, substituted or unsubstituted alkenyl having from 2-20 carbon atoms, substituted or unsubstituted aryl having from 6-30 carbon atoms, substituted or unsubstituted heteroaryl having from 3-30 carbon atoms, substituted or unsubstituted alkylsilicon having from 3-20 carbon atoms, substituted or unsubstituted arylsilane having from 6-20 carbon atoms, substituted or unsubstituted alkyl germanium having from 3-20 carbon atoms, substituted or unsubstituted aryl germanium having from 6-20 carbon atoms, substituted or unsubstituted amino having from 0-20 carbon atoms, acyl, carbonyl, carboxylate, ester, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof; adjacent substituents R 31 to R 37 may optionally be linked to form a ring; Preferably, the second compound is selected from the group consisting of:

13. The organic electroluminescent device of claim 11, wherein the organic layer is an emission layer, the emission layer comprising at least one phosphorescent light-emitting material.

14. The organic electroluminescent device according to claim 13, wherein the phosphorescent light-emitting material is a metal complex having a general formula of M(L a ) m (L b ) n (L c ) q ​ M is selected from a metal having a relative atomic mass greater than 40; L a , L b and L c are a first, second and third ligand, respectively, coordinated to said M; L a , L b and L c may optionally be linked to form a polydentate ligand; L a , L b and L c may be the same or different; m is 1, 2 or 3; n is 0, 1 or 2; q is 0, 1 or 2; the sum of m, n, q is equal to the oxidation state of said M; when m is equal to or greater than 2, the plurality of L a may be the same or different; when n is 2, the two L b may be the same or different; when q is 2, the two L c may be the same or different; L a is selected from the structure shown in Formula 3 at each occurrence, either the same or different: wherein, Ring D is selected from a 5-membered heteroaromatic ring or a 6-membered heteroaromatic ring; Ring E is selected from a 5-membered unsaturated carbocyclic ring, a benzene ring, a 5-membered heteroaromatic ring or a 6-membered heteroaromatic ring; Ring D and Ring E are connected via U a and U b fused; U a and U b is at each occurrence, identically or differently, selected from C or N; R d and R e identically or differently in each occurrence, represent mono-, poly- or no substitution; V1to V4are the same or different at each occurrence and are selected from CR v or N; R d , R e and R v are the same or different at each occurrence and 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 arylsilicon 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, ester, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof; adjacent substituents R d , R e and R v may optionally be linked to form a ring; L b and L c is selected from any one of the following structures at each occurrence, either the same or different: wherein, R a , R b and R c each, on each occurrence, identically or differently, represent mono-, poly- or no substitution; X b at each occurrence, is selected from the group consisting of: O, S, Se, NR N1 and CR C1 R C2 ; X c and X d is at each occurrence, identically or differently, selected from the group consisting of O, S, Se and NR N2 ; R a , R b , R c , R N1 , R N2 , R C1 and R C2 are the same or different at each occurrence 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 group, ester group, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof; adjacent substituents R a , R b , R c , R N1 , R N2 , R C1 and R C2 may optionally be joined to form a ring.

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

16. The compound composition of claim 15, comprising a second compound, the second compound having a structure represented by any one of formula 2-1 to formula 2-3: wherein, In Formula 2-1 to Formula 2-3, Ar 31 to Ar 35 is the same or different at each occurrence and is selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms; L 31 to L 35 is, at each occurrence, independently selected from a single bond, substituted or unsubstituted arylene having from 6 to 30 carbon atoms, substituted or unsubstituted heteroarylene having from 3 to 30 carbon atoms, or a combination thereof; X is, on each occurrence, identically or differently, selected from the group consisting of O, S, CR 21 R 22 or NR 23 ; R 31 to R 37 identically or differently in each occurrence, denotes mono-, poly- or no substitution; R 31 to R 37 , R 21 to R 23 are the same or different at each occurrence and are selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having from 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having from 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having from 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having from 3-20 ring atoms, substituted or unsubstituted aralkyl having from 7-30 carbon atoms, substituted or unsubstituted alkoxy having from 1-20 carbon atoms, substituted or unsubstituted aryloxy having from 6-30 carbon atoms, substituted or unsubstituted alkenyl having from 2-20 carbon atoms, substituted or unsubstituted aryl having from 6-30 carbon atoms, substituted or unsubstituted heteroaryl having from 3-30 carbon atoms, substituted or unsubstituted alkylsilicon having from 3-20 carbon atoms, substituted or unsubstituted arylsilane having from 6-20 carbon atoms, substituted or unsubstituted alkyl germanium having from 3-20 carbon atoms, substituted or unsubstituted aryl germanium having from 6-20 carbon atoms, substituted or unsubstituted amino having from 0-20 carbon atoms, acyl, carbonyl, carboxylate, ester, cyano, isocyano, hydroxyl, thiol, sulfinyl, sulfonyl, phosphino, and combinations thereof; adjacent substituents R 31 to R 37 may optionally be linked to form a ring.

17. An electronic device comprising the organic electroluminescent device of any one of claims 10 to 14.

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