Organic electroluminescent material and device thereof

Abstract

Disclosed are an organic electroluminescent material and a device thereof. The organic electroluminescent material is a polycyclic compound having a structure of formula 1. The compound can be used as a TADF material in an organic electroluminescent device, the polycyclic compound has a regulating effect on the luminescent color, can realize desired green light emission, and has a device performance of narrow peak width and high efficiency, and has a very wide industrial application prospect. Also disclosed are an organic electroluminescent device comprising the compound and a compound composition comprising the compound.

Description

Technical Field

[0001] This invention relates to compounds for use in organic electronic devices, such as organic light-emitting devices. More particularly, it relates to a polycyclic compound, and organic electroluminescent devices and compound compositions comprising the polycyclic compound. Background Technology

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

[0003] In 1987, Tang and Van Slyke of Eastman Kodak reported a bilayer organic electroluminescent device comprising an arylamine hole transport layer and a tri-8-hydroxyquinoline-aluminum layer as both an electron transport and luminescent layer (Applied Physics Letters, 1987, 51(12): 913-915). Once a bias voltage was applied to the device, green light was emitted. This invention laid the foundation for the development of modern organic light-emitting diodes (OLEDs). State-of-the-art OLEDs can include multiple layers, such as charge injection and transport layers, charge and exciton blocking layers, and one or more luminescent layers between the cathode and anode. Because OLEDs are self-emissive solid-state devices, they offer enormous potential for display and lighting applications. Furthermore, the inherent properties of organic materials, such as their flexibility, make them well-suited for specialized applications, such as in the fabrication of flexible substrates.

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

[0005] OLEDs can also be classified into small-molecule OLEDs and polymer OLEDs based on the form of the materials used. Small molecules refer to any organic or organometallic material that is not a polymer. Small molecules can have large molecular weights, provided they have a precise structure. Dendritic polymers with well-defined structures are considered small molecules. Polymer OLEDs include conjugated polymers and non-conjugated polymers with side-chain luminescent groups. Small-molecule OLEDs can become polymer OLEDs if post-polymerization occurs during manufacturing.

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

[0007] The emission color of OLEDs can be achieved through the design of the luminescent material structure. OLEDs can include one or more luminescent layers to achieve the desired spectrum. Green, yellow, and red OLEDs using phosphorescent materials have been successfully commercialized. Blue phosphorescent devices still suffer from issues such as blue unsaturation, short device lifetime, and high operating voltage. Commercial full-color OLED displays typically employ a hybrid strategy, using blue fluorescence and phosphorescent yellow, or red and green. Currently, the rapid decrease in efficiency of phosphorescent OLEDs at high brightness remains a problem. Furthermore, a more saturated emission spectrum, higher efficiency, and longer device lifetime are desired.

[0008] CN111153919A discloses a general formula as follows: The compound, in which Y 1and Y 2 Each is independently N or B; the X 1 X 2 X 3 and X 4 They are independently identified as NR1 or BR2, and are disclosed in numerous specific compounds. The application requires that rings A and D, A and C, B and C, and B and D be connected by N or B, and does not disclose or teach compounds in which at least one of the four sets of rings is not connected, nor their effect on the modulation of the maximum emission wavelength and their impact on device performance.

[0009] CN113227107A discloses a general formula as follows: Polycyclic aromatic compounds, of which Y 1 Each is independently B, P, P=O, P=S, Al, Ga, As, Si-R or Ge-R, X 1 Each is independently N or CR, X 2 Each is independently O, NR, C(-R)2, S, or Se, and specific compounds are disclosed. The application did not disclose or teach X. 2 It is a compound with single bonds and its effect on the modulation of the maximum emission wavelength and its influence on device performance.

[0010] Existing technologies disclose some polycyclic compounds with boron, nitrogen, and other atoms as central atoms. However, when used as luminescent materials, the performance of related devices is still insufficient, especially in terms of emission wavelength, full width at half maximum (FWHM), voltage, efficiency, and lifetime, which still have room for improvement and require further research. Summary of the Invention

[0011] The present invention aims to provide a novel polycyclic compound to solve at least some of the aforementioned problems. The polycyclic compound has a specific structure represented by Formula 1 and can be used as a TADF material in organic electroluminescent devices. The polycyclic compound has a modulating effect on the emission color, enabling the achievement of desired green light emission, and exhibits narrow peak width, high efficiency, and promising prospects for industrial applications.

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

[0013]

[0014] In Formula 1, rings A, B, C, D, and E are each independently selected from unsaturated carbon rings having 5-30 carbon atoms or unsaturated heterocycles having 3-30 carbon atoms.

[0015] E1 is selected from O, S, Se, BR', NR', CR'R' or SiR'R';

[0016] R a R b R c R d and R e Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution;

[0017] R a R b R c R d R e R' is selected from the group consisting of, in the same or different manner each time it appears: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkenyl groups having 2-20 carbon atoms. -Alkyne with 20 carbon atoms, substituted or unsubstituted aryl with 6-30 carbon atoms, substituted or unsubstituted heteroaryl with 3-30 carbon atoms, substituted or unsubstituted alkylsilyl with 3-20 carbon atoms, substituted or unsubstituted arylsilyl with 6-20 carbon atoms, substituted or unsubstituted alkylgermanium with 3-20 carbon atoms, substituted or unsubstituted arylgermanium with 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, -BR”R”, and combinations thereof;

[0018] The "R" is selected, in the same or different manner each time it appears, from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted... Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0019] Adjacent substituent R b They can be arbitrarily connected to form a loop;

[0020] Adjacent substituent R a R c R d R e R' and R" can be optionally connected to form a loop.

[0021] According to one embodiment of the present invention, an organic electroluminescent device is disclosed, comprising an anode, a cathode, and an organic layer disposed between the anode and the cathode, the organic layer comprising the compound described in any of the foregoing embodiments.

[0022] According to another embodiment of the present invention, a compound composition comprising the compounds described in any of the foregoing embodiments is also disclosed.

[0023] This invention discloses a series of polycyclic compounds having specific structures represented by Formula 1. These polycyclic compounds can regulate the emission color, achieving the desired green light emission, and possess narrow peak width, high efficiency, and promising prospects for industrial applications. Attached Figure Description

[0024] Figure 1 This is a schematic diagram of an organic light-emitting device that may contain the compounds and compound compositions disclosed herein.

[0025] Figure 2 This is a schematic diagram of another organic light-emitting device that may contain the compounds and compound compositions disclosed herein. Detailed Implementation

[0026] OLEDs can be manufactured on various substrates, such as glass, plastic, and metal. Figure 1 An organic light-emitting device 100 is illustrated schematically and non-limitingly. The figures are not necessarily drawn to scale, and some layer structures may be omitted as needed. Device 100 may include a substrate 101, an anode 110, a hole injection layer 120, a hole transport layer 130, an electron blocking layer 140, a light-emitting layer 150, a hole blocking layer 160, an electron transport layer 170, an electron injection layer 180, and a cathode 190. Device 100 can be fabricated by sequentially depositing the described layers. The properties and functions of each layer, as well as exemplary materials, are described in more detail in columns 6-10 of U.S. Patent 7,279,704B2, the entire contents of which are incorporated herein by reference.

[0027] Each of these layers has numerous examples. For instance, a flexible and transparent substrate-anode combination is disclosed in U.S. Patent No. 5,844,363, which is incorporated herein by reference in its entirety. An example of a p-doped hole transport layer is m-MTDATA doped with F4-TCNQ at a molar ratio of 50:1, as disclosed in U.S. Patent Application Publication No. 2003 / 0230980, which is incorporated herein by reference in its entirety. An example of a host material is disclosed in U.S. Patent No. 6,303,238 to Thompson et al., which is incorporated herein by reference in its entirety. An example of an n-doped electron transport layer is BPhen doped with Li at a molar ratio of 1:1, as disclosed in U.S. Patent Application Publication No. 2003 / 0230980, which is incorporated herein by reference in its entirety. Examples of cathodes are disclosed in U.S. Patent Nos. 5,703,436 and 5,707,745, which are incorporated herein by reference in their entirety. These cathodes comprise composite cathodes having a thin metal layer, such as Mg:Ag, overlaid with a transparent, conductive, sputter-deposited ITO layer. The principles and use of barrier layers are described in more detail in U.S. Patent No. 6,097,147 and U.S. Patent Application Publication No. 2003 / 0230980, which are also incorporated herein by reference in their entirety. Examples of implantation layers are provided in U.S. Patent Application Publication No. 2004 / 0174116, which is also incorporated herein by reference in its entirety. A description of protective layers can be found in U.S. Patent Application Publication No. 2004 / 0174116, which is also incorporated herein by reference in its entirety.

[0028] The layered structure described above is provided through non-limiting embodiments. The functionality of an OLED can be achieved by combining the various layers described above, or some layers can be omitted entirely. It may also include other layers not explicitly described. Within each layer, a single material or a mixture of multiple materials can be used to achieve optimal performance. Any functional layer may include several sublayers. For example, a light-emitting layer may have two different light-emitting materials to achieve a desired emission spectrum.

[0029] In one embodiment, an OLED can be described as having an "organic layer" disposed between a cathode and an anode. This organic layer may include one or more layers.

[0030] OLEDs also require an encapsulation layer, such as Figure 2 An organic light-emitting device 200 is shown schematically and non-limitingly, which is related to... Figure 1 The difference lies in the fact that an encapsulation layer 102 may also be included above the cathode 190 to protect against harmful substances from the environment, such as moisture and oxygen. Any material capable of providing encapsulation can be used as the encapsulation layer, such as glass or an organic-inorganic hybrid layer. The encapsulation layer should be placed directly or indirectly on the outside of the OLED device. Multilayer thin-film encapsulation is described in U.S. Patent 7,968,146B2, the entire contents of which are incorporated herein by reference.

[0031] Devices manufactured according to embodiments of the present invention can be incorporated into a variety of consumer products having one or more electronic component modules (or units). Some examples of such consumer products include flat panel displays, monitors, medical monitors, televisions, billboards, lights for indoor or outdoor lighting and / or signaling, head-up displays, fully or partially transparent displays, flexible displays, smartphones, tablet computers, phablets, wearable devices, smartwatches, laptop computers, digital cameras, portable camcorders, viewfinders, microdisplays, 3D displays, vehicle displays, and taillights.

[0032] The materials and structures described in this article can also be used in other organic electronic devices listed above.

[0033] As used herein, "top" means furthest from the substrate, and "bottom" means closest to the substrate. When the first layer is described as being "disposed" on the second layer, the first layer is positioned further from the substrate. Unless it is specified that the first layer "contacts" the second layer, other layers may exist between the first and second layers. For example, even if various organic layers exist between the cathode and anode, the cathode may still be described as being "disposed" on the anode.

[0034] As used herein, “solution-handleable” means capable of being dissolved, dispersed or transported in and / or deposited from a liquid medium in the form of a solution or suspension.

[0035] When a ligand is believed to directly contribute to the photosensitivity of the emitting material, the ligand can be called "photosensitive." When a ligand is believed not to contribute to the photosensitivity of the emitting material, the ligand can be called "auxiliary," but auxiliary ligands can alter the properties of photosensitivity ligands.

[0036] It is believed that the internal quantum efficiency (IQE) of fluorescent OLEDs can exceed the 25% spin statistical limit through delayed fluorescence. Delayed fluorescence can generally be divided into two types: P-type delayed fluorescence and E-type delayed fluorescence. P-type delayed fluorescence is generated by triplet-triplet annihilation (TTA).

[0037] On the other hand, E-type delayed fluorescence does not depend on the collision of two triplet states, but rather on the transition between triplet and singlet excited states. Compounds capable of producing E-type delayed fluorescence need to have a very small singlet-triple gap to facilitate the transition between energy states. Thermal energy can activate the transition from triplet to singlet. This type of delayed fluorescence is also called thermally activated delayed fluorescence (TADF). A significant characteristic of TADF is that the delayed component increases with increasing temperature. If the reverse system crossover (RISC) rate is fast enough to minimize the nonradiative decay from the triplet state, the fraction of singlet excited states that are refilled can reach 75%. The total singlet fraction can be 100%, far exceeding the 25% spin statistics of electrogenerated excitons.

[0038] E-type delayed fluorescence can be observed in excited complex systems or single compounds. Unbound by theory, it is believed that E-type delayed fluorescence requires the luminescent material to have a small singlet-triple bandgap (ΔE). S-T Organic, nonmetallic donor-acceptor luminescent materials may be able to achieve this. The emission of these materials is typically characterized as donor-acceptor charge transfer (CT) emission. Spatial separation of the HOMO and LUMO in these donor-acceptor compounds usually produces small ΔE. S-T These states can include CT states. Typically, donor-acceptor luminescent materials are constructed by linking an electron donor moiety (e.g., an amino or carbazole derivative) with an electron acceptor moiety (e.g., an N-containing six-membered aromatic ring).

[0039] Definition of the term "substituent group"

[0040] Halogens or halides—as used herein—include fluorine, chlorine, bromine, and iodine.

[0041] Alkyl – as used herein, includes straight-chain and branched alkyl groups. An alkyl group can be an alkyl group having 1 to 20 carbon atoms, preferably an alkyl group having 1 to 12 carbon atoms, and more preferably an alkyl group having 1 to 6 carbon atoms. Examples of alkyl groups include methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl, n-dodecyl, n-tridecyl, n-tetradecyl, n-pentadecanyl, n-hexadecyl, n-heptadecyl, n-octadecyl, neopentyl, 1-methylpentyl, 2-methylpentyl, 1-pentylhexyl, 1-butylpentyl, 1-heptyloctyl, and 3-methylpentyl. Among the above, methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, neopentyl, and n-hexyl are preferred. Additionally, the alkyl group may optionally be substituted.

[0042] Cycloalkyl – as used herein, comprises cyclic alkyl groups. The cycloalkyl group can be a cycloalkyl group having 3 to 20 carbon atoms, preferably a cycloalkyl group having 4 to 10 carbon atoms. Examples of cycloalkyl groups include cyclobutyl, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4,4-dimethylcyclohexyl, 1-adamantyl, 2-adamantyl, 1-norbornyl, 2-norbornyl, etc. Among the above, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, and 4,4-dimethylcyclohexyl are preferred. Furthermore, the cycloalkyl group may optionally be substituted.

[0043] Heteroalkyl – as used herein, a heteroalkyl group comprises one or more carbon atoms in an alkyl chain that are replaced by heteroatoms selected from the group consisting of nitrogen, oxygen, sulfur, selenium, phosphorus, silicon, germanium, and boron atoms. The heteroalkyl group can be a heteroalkyl group having 1 to 20 carbon atoms, preferably a heteroalkyl group having 1 to 10 carbon atoms, and more preferably a heteroalkyl group having 1 to 6 carbon atoms. Examples of heteroalkyl groups include methoxymethyl, ethoxymethyl, ethoxyethyl, methylthiomethyl, ethylthiomethyl, ethylthioethyl, methoxymethoxymethyl, ethoxymethoxymethyl, ethoxyethoxyethyl, hydroxymethyl, hydroxyethyl, hydroxypropyl, mercaptomethyl, mercaptoethyl, mercaptopropyl, aminomethyl, aminoethyl, aminopropyl, dimethylaminomethyl, trimethylgermanylmethyl, trimethylgermanylethyl, trimethylgermanylisopropyl, dimethylethylgermanylmethyl, dimethylisopropylgermanylmethyl, tert-butyldimethylgermanylmethyl, triethylgermanylmethyl, triethylgermanylethyl, triisopropylgermanylmethyl, triisopropylgermanylethyl, trimethylsilylmethyl, trimethylsilylethyl, trimethylsilylisopropyl, triisopropylsilylmethyl, triisopropylsilylethyl. Additionally, heteroalkyl groups may optionally be substituted.

[0044] Alkenyl – as used herein, encompasses straight-chain, branched, and cyclic olefinic groups. An alkenyl group can be an alkenyl group containing 2 to 20 carbon atoms, preferably an alkenyl group having 2 to 10 carbon atoms. Examples of alkenyl groups include vinyl, propenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1,3-butadienyl, 1-methylvinyl, styryl, 2,2-diphenylvinyl, 1,2-diphenylvinyl, 1-methylallyl, 1,1-dimethylallyl, 2-methylallyl, 1-phenylallyl, 2-phenylallyl, 3-phenylallyl, 3,3-diphenylallyl, 1,2-dimethylallyl, 1-phenyl-1-butenyl, 3-phenyl-1-butenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cycloheptenyl, cyclohepttrienyl, cyclooctenyl, cyclooctatetraenyl, and norbornyl. In addition, the alkenyl group can be optionally substituted.

[0045] 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.

[0046] 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.

[0047] 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.

[0048] Heteroaryl – as used herein – can be a non-fused or fused heteroaryl group comprising 1 to 5 heteroatoms, wherein at least one heteroatom is selected from the group consisting of nitrogen, oxygen, sulfur, selenium, silicon, phosphorus, germanium, and boron. Isoaryl also refers to heteroaryl. Heteroaryl can be a heteroaryl having 3 to 30 carbon atoms, preferably a heteroaryl having 3 to 20 carbon atoms, and more preferably a heteroaryl having 3 to 12 carbon atoms. Suitable heteroaryl groups include dibenzothiophene, dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoselenophene, carbazole, indolecarbazole, pyridineindole, pyrrolopyridine, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxtriazole, dioxazole, thiadiazol, pyridine, pyrazine, pyrazine, triazine, oxazine, oxthiazine, oxadiazine, indole, benzimidazole, indazole, indoxazine, benzoxazole, benzoisoxazole, benzothiazole, quinoline, isoquinoline Phosphine, cyclophosphine, quinazoline, quinoxaline, naphthidine, phthalazine, pteridine, xanthan, acridine, phenazine, phenothiazine, benzofuranopyridine, furanodipyridine, benzothiophenopyridine, thiophenodipyridine, benzoselenophenopyridine, selenobenzodipyridine, preferably dibenzothiophene, dibenzofuran, dibenzoselenophene, carbazole, indolocarbazole, imidazole, pyridine, triazine, benzimidazole, 1,2-azaborane, 1,3-azaborane, 1,4-azaborane, boronazole and its aza analogues. Additionally, the heteroaryl group may optionally be substituted.

[0049] Alkoxy groups—as used herein—are represented by -O-alkyl, -O-cycloalkyl, -O-heteroalkyl, or -O-heterocyclic groups. Examples and preferred examples of alkyl, cycloalkyl, heteroalkyl, and heterocyclic groups are the same as described above. An alkoxy group can be an alkoxy group having 1 to 20 carbon atoms, preferably an alkoxy group having 1 to 6 carbon atoms. Examples of alkoxy groups include methoxy, ethoxy, propoxy, butoxy, pentoxy, hexoxy, cyclopropyloxy, cyclobutyloxy, cyclopentoxy, cyclohexyloxy, tetrahydrofuranyloxy, tetrahydropyranyloxy, methoxypropyloxy, ethoxyethyloxy, methoxymethyloxy, and ethoxymethyloxy. Additionally, alkoxy groups may optionally be substituted.

[0050] Aryloxy group – as used herein, is represented by -O-aryl or -O-heteroaryl. Examples and preferred examples of aryl and heteroaryl groups are the same as described above. The aryloxy group can be an aryloxy group having 6 to 30 carbon atoms, preferably an aryloxy group having 6 to 20 carbon atoms. Examples of aryloxy groups include phenoxy and biphenyloxy groups. Additionally, the aryloxy group may optionally be substituted.

[0051] Arylalkyl – as used herein, encompasses aryl-substituted alkyl groups. An arylalkyl group can be an arylalkyl group having 7 to 30 carbon atoms, preferably an arylalkyl group having 7 to 20 carbon atoms, and more preferably an arylalkyl group having 7 to 13 carbon atoms. Examples of arylalkyl groups include benzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, 2-phenylisopropyl, phenyl tert-butyl, α-naphthylmethyl, 1-α-naphthyl-ethyl, 2-α-naphthylethyl, 1-α-naphthylisopropyl, 2-α-naphthylisopropyl, β-naphthylmethyl, 1-β-naphthyl-ethyl, 2-β-naphthyl-ethyl, 1-β-naphthylisopropyl, 2-β-naphthylisopropyl, p-methylbenzyl, m-methylbenzyl The compounds include alkyl groups, such as o-methylbenzyl, p-chlorobenzyl, m-chlorobenzyl, o-chlorobenzyl, p-bromobenzyl, m-bromobenzyl, o-bromobenzyl, p-iodobenzyl, m-iodobenzyl, o-iodobenzyl, p-hydroxybenzyl, m-hydroxybenzyl, o-hydroxybenzyl, p-aminobenzyl, m-aminobenzyl, o-aminobenzyl, p-nitrobenzyl, m-nitrobenzyl, o-nitrobenzyl, p-cyanobenzyl, m-cyanobenzyl, o-cyanobenzyl, 1-hydroxy-2-phenylisopropyl, and 1-chloro-2-phenylisopropyl. Among the above, benzyl, p-cyanobenzyl, m-cyanobenzyl, o-cyanobenzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, and 2-phenylisopropyl are preferred. Additionally, the alkyl group may optionally be substituted.

[0052] Alkylsilyl – as used herein, encompasses alkyl-substituted silyl groups. The alkylsilyl group can be an alkylsilyl group having 3 to 20 carbon atoms, preferably an alkylsilyl group having 3 to 10 carbon atoms. Examples of alkylsilyl groups include trimethylsilyl, triethylsilyl, methyldiethylsilyl, ethyldimethylsilyl, tripropylsilyl, tributylsilyl, triisopropylsilyl, methyldiisopropylsilyl, dimethylisopropylsilyl, tritert-butylsilyl, triisobutylsilyl, dimethyltert-butylsilyl, and methylditert-butylsilyl. Furthermore, the alkylsilyl group may optionally be substituted.

[0053] Arylsilane – as used herein, encompasses at least one aryl-substituted silane group. The arylsilane can be an arylsilane having 6 to 30 carbon atoms, preferably an arylsilane having 8 to 20 carbon atoms. Examples of arylsilanes include triphenylsilyl, phenyldiphenylsilyl, diphenylbiphenylsilyl, phenyldiethylsilyl, diphenylethylsilyl, phenyldimethylsilyl, diphenylmethylsilyl, phenyldiisopropylsilyl, diphenylisopropylsilyl, diphenylbutylsilyl, diphenylisobutylsilyl, and diphenyltert-butylsilyl. Additionally, the arylsilane may optionally be substituted.

[0054] Alkylgermanium group – as used herein, encompasses alkyl-substituted germanium groups. The alkylgermanium group can be an alkylgermanium group having 3 to 20 carbon atoms, preferably an alkylgermanium group having 3 to 10 carbon atoms. Examples of alkylgermanium groups include trimethylgermanium, triethylgermanium, methyldiethylgermanium, ethyldimethylgermanium, tripropylgermanium, tributylgermanium, triisopropylgermanium, methyldiisopropylgermanium, dimethylisopropylgermanium, tritert-butylgermanium, triisobutylgermanium, dimethyltert-butylgermanium, and methylditert-butylgermanium. Furthermore, the alkylgermanium group may optionally be substituted.

[0055] Arylgermanium – as used herein, encompasses a germanium group substituted with at least one aryl or heteroaryl group. The arylgermanium group can be an arylgermanium group having 6 to 30 carbon atoms, preferably an arylgermanium group having 8 to 20 carbon atoms. Examples of arylgermanium groups include triphenylgermanium, phenyldiphenylgermanium, diphenylbiphenylgermanium, phenyldiethylgermanium, diphenylethylgermanium, phenyldimethylgermanium, diphenylmethylgermanium, phenyldiisopropylgermanium, diphenylisopropylgermanium, diphenylbutylgermanium, diphenylisobutylgermanium, and diphenyltert-butylgermanium. Additionally, the arylgermanium group may optionally be substituted.

[0056] The term "aza" in azadibenzofuran, azadibenzothiophene, etc., refers to the substitution of one or more CH groups in the corresponding aromatic segment by a nitrogen atom. For example, azatriphenylene includes dibenzo[f,h]quinoxaline, dibenzo[f,h]quinoline, and other analogs having two or more nitrogen atoms in the ring system. Other nitrogen analogs of the aforementioned aza derivatives will readily conceive of those skilled in the art, and all such analogs are identified as being included in the terminology used herein.

[0057] In this disclosure, unless otherwise defined, the term "substituted alkyl", "substituted cycloalkyl", "substituted heteroalkyl", "substituted heterocyclic", "substituted aralkyl", "substituted alkoxy", "substituted aryl", "substituted alkenyl", "substituted alkynyl", "substituted heteroaryl", "substituted alkylsilyl", "substituted arylsilyl", "substituted alkylgermanium", "substituted arylgermanium", "substituted amino", "substituted acyl", "substituted carbonyl", and "substituted carboxylic acid" are used interchangeably. The substituted ester group, substituted sulfinyl group, substituted sulfonyl group, substituted phosphinyl group refers to any one of the following groups: alkyl, cycloalkyl, heteroalkyl, heterocyclic, aralkyl, alkoxy, aryloxy, alkenyl, alkynyl, aryl, heteroaryl, alkylsilyl, arylsilyl, alkylgermanium, arylgermanium, amino, acyl, carbonyl, carboxylic acid, ester, sulfinyl, sulfonyl, and phosphinyl groups. One or more groups can be selected from deuterium, halogen, unsubstituted alkyl groups having 1-20 carbon atoms. Cycloalkyl groups having 3-20 carbon atoms, unsubstituted heteroalkyl groups having 1-20 carbon atoms, unsubstituted heterocyclic groups having 3-20 carbon atoms, unsubstituted aralkyl groups having 7-30 carbon atoms, unsubstituted alkoxy groups having 1-20 carbon atoms, unsubstituted aryloxy groups having 6-30 carbon atoms, unsubstituted alkenyl groups having 2-20 carbon atoms, unsubstituted alkynyl groups having 2-20 carbon atoms, and unsubstituted alkyne groups having 6-30 carbon atoms. Aryl, unsubstituted heteroaryl with 3-30 carbon atoms, unsubstituted alkylsilyl with 3-20 carbon atoms, unsubstituted arylsilyl with 6-20 carbon atoms, unsubstituted alkylgermanium with 3-20 carbon atoms, unsubstituted arylgermanium with 6-20 carbon atoms, unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, mercapto, sulfinyl, sulfonyl, phosphine, and combinations thereof with 0-20 carbon atoms.

[0058] It should be understood that when a molecular segment is described as a substituent or otherwise attached to another part, its name may be written according to whether it is a segment (e.g., phenyl, phenylene, naphthyl, dibenzofuranyl) or according to whether it is a whole molecule (e.g., benzene, naphthalene, dibenzofuran). As used herein, these different ways of specifying substituents or attaching segments are considered equivalent.

[0059] In the compounds mentioned in this disclosure, hydrogen atoms can be partially or completely replaced by deuterium. Other atoms such as carbon and nitrogen can also be replaced by their other stable isotopes. Substitution with other stable isotopes in the compounds is likely preferred due to their ability to enhance device efficiency and stability.

[0060] In the compounds mentioned in this disclosure, multiple substitution refers to the range including disubstitution, up to the maximum number of available substitutions. When a substituent in a compound mentioned in this disclosure represents multiple substitution (including disubstitution, trisubstitution, tetrasubstitution, etc.), it means that the substituent can be present at multiple available substitution positions on its linkage structure. The substituent present at multiple available substitution positions can be the same structure or different structures.

[0061] In the compounds mentioned in this disclosure, unless explicitly specified, for example, that adjacent substituents can optionally connect to form a ring, adjacent substituents in the compounds cannot connect to form a ring. In the compounds mentioned in this disclosure, the optional connection of adjacent substituents to form a ring includes both cases where adjacent substituents can connect to form a ring and cases where adjacent substituents do not connect to form a ring. When adjacent substituents can optionally connect to form a ring, the formed ring can be a monocyclic or polycyclic ring (including spirocyclic, bridged, fused rings, etc.), as well as an alicyclic, heterocyclic, aromatic, or heteroaromatic ring. In this context, adjacent substituents can refer to substituents bonded to the same atom, substituents bonded to carbon atoms directly bonded to each other, or substituents bonded to carbon atoms further away. Preferably, adjacent substituents refer to substituents bonded to the same carbon atom and substituents bonded to carbon atoms directly bonded to each other.

[0062] The statement that adjacent substituents can optionally connect to form a ring is also intended to be understood as referring to two substituents bonded to the same carbon atom connecting to each other via chemical bonds to form a ring, as exemplified by the following formula:

[0063]

[0064] The statement that adjacent substituents can optionally link to form a ring is also intended to be understood as referring to two substituents bonded to carbon atoms directly bonded to each other forming a ring through chemical bonds, as exemplified by the following formula:

[0065]

[0066] The statement that adjacent substituents can optionally connect to form a ring is also intended to be understood as referring to two substituents bonded to a further distant carbon atom connecting to each other by chemical bonds to form a ring, which can be exemplified by the following formula:

[0067]

[0068] Furthermore, the statement that adjacent substituents can optionally connect to form a ring is also intended to mean that, in the case where one of the two adjacent substituents represents hydrogen, the second substituent bonds to the position where the hydrogen atom is bonded, thereby forming a ring. This is illustrated by the following example:

[0069]

[0070] According to one embodiment of the present invention, a compound having the structure of Formula 1 is disclosed:

[0071]

[0072] In Formula 1, rings A, B, C, D, and E are each independently selected from unsaturated carbon rings having 5-30 carbon atoms or unsaturated heterocycles having 3-30 carbon atoms.

[0073] E1 is selected from O, S, Se, BR', NR', CR'R' or SiR'R';

[0074] R a R b R c R d and R e Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution;

[0075] R a R b R c R d R eR' is selected from the group consisting of, in the same or different manner each time it appears: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkenyl groups having 2-20 carbon atoms. -Alkyne with 20 carbon atoms, substituted or unsubstituted aryl with 6-30 carbon atoms, substituted or unsubstituted heteroaryl with 3-30 carbon atoms, substituted or unsubstituted alkylsilyl with 3-20 carbon atoms, substituted or unsubstituted arylsilyl with 6-20 carbon atoms, substituted or unsubstituted alkylgermanium with 3-20 carbon atoms, substituted or unsubstituted arylgermanium with 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, -BR”R”, and combinations thereof;

[0076] The "R" is selected, in the same or different manner each time it appears, from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted... Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0077] Adjacent substituent R b They can be arbitrarily connected to form a loop;

[0078] Adjacent substituent R a R cR d R e R' and R" can be optionally connected to form a loop.

[0079] In this paper, "unsaturated carbon ring" includes aromatic unsaturated carbon rings (i.e., aromatic rings) and non-aromatic unsaturated carbon rings; "unsaturated heterocycle" includes aromatic unsaturated heterocycles (i.e., heteroaromatic rings) and non-aromatic unsaturated heterocycles.

[0080] In this paper, "adjacent substituent R" b "Can be optionally linked to form a ring" is intended to represent any adjacent substituent R therein. b They can connect to form a ring. It is obvious that any adjacent substituents R... b They can also be left unconnected to form a loop.

[0081] In this paper, "adjacent substituent R" a R c R d R e R' and R" can optionally be connected to form a ring", which is intended to denote adjacent substituent groups, for example, two substituents R a Between the two substituents R c Between the two substituents R d Between the two substituents R e Between, between the two substituents R', between the two substituents R”, substituent R c and R d Between, substituent R d and R e Between, substituent R e Between and R', and the substituent R a Between R and R', any one or more of these substituents can connect to form a ring. Obviously, these substituents can also not connect to form a ring.

[0082] According to one embodiment of the present invention, wherein the substituent R a and R b They cannot be connected to form a loop.

[0083] According to one embodiment of the present invention, rings A, B, C, D and E are each independently selected from five-membered unsaturated carbon rings, aromatic rings having 6-30 carbon atoms or heteroaromatic rings having 3-30 carbon atoms.

[0084] According to one embodiment of the present invention, rings A, B, C, D and E are each independently selected from five-membered unsaturated carbon rings, aromatic rings having 6-18 carbon atoms or heteroaromatic rings having 3-18 carbon atoms.

[0085] According to one embodiment of the present invention, ring A, ring B, ring C, ring D and ring E are each independently selected from benzene ring, pyridine ring, naphthyl ring, phenanthrene ring, anthracene ring, indene ring, fluorene ring, indole ring, carbazole ring, benzofuran ring, dibenzofuran ring, benzothiophene ring, dibenzothiophene ring, benzothiophene ring, dibenzoselenophene ring, dibenzoselenophene ring, cyclopentadiene ring, furan ring, thiophene ring, thiophene ring, or combinations thereof.

[0086] According to one embodiment of the present invention, the compound has a structure represented by Formula 1-1:

[0087]

[0088] Among them, ring A, ring D, and ring E are each independently selected from unsaturated carbon rings with 5-30 carbon atoms or unsaturated heterocycles with 3-30 carbon atoms;

[0089] E1 is selected from O, S, Se, BR', NR', CR'R' or SiR'R';

[0090] R a R b R c R d and R e Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution;

[0091] R a R b R c R d R eR' is selected from the group consisting of, in the same or different manner each time it appears: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkenyl groups having 2-20 carbon atoms. -Alkyne with 20 carbon atoms, substituted or unsubstituted aryl with 6-30 carbon atoms, substituted or unsubstituted heteroaryl with 3-30 carbon atoms, substituted or unsubstituted alkylsilyl with 3-20 carbon atoms, substituted or unsubstituted arylsilyl with 6-20 carbon atoms, substituted or unsubstituted alkylgermanium with 3-20 carbon atoms, substituted or unsubstituted arylgermanium with 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, -BR”R”, and combinations thereof;

[0092] The "R" is selected, in the same or different manner each time it appears, from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted... Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0093] Adjacent substituent R b They can be arbitrarily connected to form a loop;

[0094] Adjacent substituent R a R cR d R e R' and R" can be optionally connected to form a loop.

[0095] According to one embodiment of the present invention, wherein E1 is selected from O, S, Se or NR', wherein R' is selected from the group consisting of, in the same or different ways each time it appears: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium having 3-20 carbon atoms, substituted or unsubstituted arylgermanium having 6-20 carbon atoms, substituted or unsubstituted amino, cyano, hydroxy, mercapto having 0-20 carbon atoms, and combinations thereof;

[0096] Adjacent substituents R' can optionally connect to form a ring.

[0097] According to one embodiment of the present invention, E1 is selected from O or NR'.

[0098] According to one embodiment of the present invention, wherein R' is selected from the group consisting of the same or different each time it appears: substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, and combinations thereof;

[0099] Adjacent substituents R' can optionally connect to form a ring.

[0100] In this document, "adjacent substituents R' can optionally connect to form a ring" is intended to mean that any two adjacent substituents R' can connect to form a ring. Obviously, any two adjacent substituents R' can also not connect to form a ring.

[0101] According to one embodiment of the present invention, wherein R' is selected from the group consisting of the same or different each time it appears: substituted or unsubstituted aryl groups having 6-18 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-18 carbon atoms, and combinations thereof;

[0102] Adjacent substituents R' can optionally connect to form a ring.

[0103] According to one embodiment of the present invention, wherein R' is selected from the group consisting of, each time it appears, either identically or differently, the following: phenyl, deuterated phenyl, methyl phenyl, tert-butylphenyl, trimethylsilylphenyl, biphenyl, terphenyl, tetraphenyl, triphenylene, tetraphenylene, naphthyl, phenanthryl, anthraceneyl, indoleyl, fluorenyl, indolyl, carbazoleyl, benzofuranyl, dibenzofuranyl, benzothiopyrrolyl, dibenzothiopyrrolyl, benzothiophenyl, dibenzothiophenyl, dibenzoselenophenyl, and combinations thereof.

[0104] According to one embodiment of the present invention, the compound has a structure represented by formula 2-1, formula 2-2, formula 2-3 or formula 2-4:

[0105]

[0106] In equations 2-1 to 2-4,

[0107] R a R b R c R d R e and R f Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution;

[0108] R a R b R c R d R e and R fEach time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and so on. Alkynyl with 0 carbon atoms, substituted or unsubstituted aryl with 6-30 carbon atoms, substituted or unsubstituted heteroaryl with 3-30 carbon atoms, substituted or unsubstituted alkylsilyl with 3-20 carbon atoms, substituted or unsubstituted arylsilyl with 6-20 carbon atoms, substituted or unsubstituted alkylgermanium with 3-20 carbon atoms, substituted or unsubstituted arylgermanium with 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, -BR”R”, and combinations thereof;

[0109] The "R" is selected, in the same or different manner each time it appears, from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted... Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0110] Adjacent substituent R b They can be arbitrarily connected to form a loop;

[0111] Adjacent substituent R a R cR d R e and R f They can be arbitrarily connected to form a ring.

[0112] In this paper, "adjacent substituent R" a R c R d R e and R f "Can be optionally linked to form a ring" is intended to indicate that adjacent substituent groups therein, for example, two substituents R a Between the two substituents R c Between the two substituents R d Between the two substituents R e Between the two substituents R f Between, substituent R c and R d Between, substituent R d and R e Between, substituent R e and R f Between, and substituent R f and R a Between these substituents, any one or more of these substituent groups can connect to form a ring. Obviously, these substituents can also not connect to form a ring.

[0113] According to one embodiment of the present invention, wherein the R a R b R c R d R e and R f Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, cyano, hydroxyl, mercapto groups having 0-20 carbon atoms, and combinations thereof.

[0114] According to one embodiment of the present invention, wherein the R a R b R c R d Re and R f Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, cyano, hydroxyl, mercapto, substituted or unsubstituted alkyl groups having 1-6 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-6 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-6 carbon atoms, substituted or unsubstituted aryl groups having 6-24 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-12 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-6 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-12 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-6 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-12 carbon atoms, substituted or unsubstituted amino groups having 0-12 carbon atoms, and combinations thereof.

[0115] According to one embodiment of the present invention, wherein the R a R b R c R d R e and R f Each time it appears, it is selected from the group consisting of the following, either identically or differently: hydrogen, deuterium, fluorine, cyano, hydroxyl, mercapto, methyl, ethyl, n-propyl, isopropyl, cyclopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, neopentyl, cyclohexyl, trimethylsilyl, trimethylgermanyl, phenyl, biphenyl, terphenyl, tetraphenyl, triphenylene, tetraphenylene, naphthyl, phenanthryl, anthracene, indole, fluorenyl, indolyl, carbazole, benzofuranyl, dibenzofuranyl, benzothiophenyl, dibenzothiophenyl, dibenzothiophenyl, dibenzoselenophenyl, diphenylamino, dibenzofuranylphenylamino, and combinations thereof.

[0116] According to one embodiment of the present invention, wherein the R a R b R c R d R e and R fAt least one of them, each time appearing identically or differently, is selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted... Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms.

[0117] According to one embodiment of the present invention, wherein the R a R b R c R d R e and R f At least one of them, each time appearing identically or differently, is selected from the group consisting of: deuterium, halogen, cyano, hydroxyl, mercapto, substituted or unsubstituted alkyl having 1-6 carbon atoms, substituted or unsubstituted cycloalkyl having 3-6 cyclic carbon atoms, substituted or unsubstituted heteroalkyl having 1-6 carbon atoms, substituted or unsubstituted aryl having 6-24 carbon atoms, substituted or unsubstituted heteroaryl having 3-12 carbon atoms, substituted or unsubstituted alkylsilyl having 3-6 carbon atoms, substituted or unsubstituted arylsilyl having 6-12 carbon atoms, substituted or unsubstituted alkylgermanium having 3-6 carbon atoms, substituted or unsubstituted arylgermanium having 6-12 carbon atoms, substituted or unsubstituted amino having 0-12 carbon atoms, and combinations thereof.

[0118] According to one embodiment of the present invention, wherein the R a R b R c R d R e and R fAt least one of them, each time appearing, is selected from the group consisting of: deuterium, fluorine, cyano, hydroxyl, mercapto, methyl, ethyl, n-propyl, isopropyl, cyclopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, neopentyl, cyclohexyl, trimethylsilyl, trimethylgermanyl, phenyl, biphenyl, terphenyl, tetraphenyl, triphenylene, tetraphenylene, naphthyl, phenanthryl, anthracene, indyl, fluorenyl, indolyl, carbazole, benzofuranyl, dibenzofuranyl, benzothiophenyl, dibenzothiophenyl, dibenzothiophenyl, dibenzoselenophenyl, diphenylamino, dibenzofuranylphenylamino, and combinations thereof.

[0119] According to one embodiment of the present invention, wherein the R a R b R c R d R e and R f Each time it appears, it is selected from the group consisting of the same or different groups of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, cyano, hydroxyl, mercapto groups having 0-20 carbon atoms, and combinations thereof.

[0120] According to one embodiment of the present invention, wherein the R a R b R c R d R e and R fEach time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, cyano, hydroxyl, mercapto, substituted or unsubstituted alkyl groups having 1-6 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-6 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-6 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-7 cyclic atoms, substituted or unsubstituted aryl groups having 6-24 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-12 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-6 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-12 carbon atoms, substituted or unsubstituted amino groups having 0-12 carbon atoms, and combinations thereof.

[0121] According to one embodiment of the present invention, wherein the R a R b R c R d R e and R f Each time it appears, it is selected from the group consisting of the following, either identically or differently: hydrogen, deuterium, fluorine, cyano, hydroxyl, mercapto, methyl, ethyl, n-propyl, isopropyl, cyclopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, neopentyl, cyclohexyl, tetrahydrofuranyl, tetrahydropyranyl, dioxopentaneyl, dioxohexacycloyl, dihydropyrroleyl, tetrahydropyrroleyl, tetrahydrothiaranyl, piperidinyl, trimethylsilyl, trimethylgermanyl, phenyl, biphenyl, terphenyl, tetraphenyl, triphenylene, triphenylene, tetraphenylene, naphthyl, phenanthryl, anthraceneyl, indoleyl, fluorenyl, indolyl, carbazoleyl, benzofuranyl, dibenzofuranyl, benzothiopyrroleyl, dibenzothiopyrroleyl, benzothiopheneyl, dibenzothiopheneyl, dibenzoselenopheneyl, diphenylamino, dibenzofuranylphenylamino, and combinations thereof.

[0122] According to one embodiment of the present invention, wherein the R a R b R c R d R e and R fAt least one of them, each time appearing identically or differently, is selected from the group consisting of: deuterium, halogen, cyano, hydroxyl, mercapto, substituted or unsubstituted alkyl having 1-6 carbon atoms, substituted or unsubstituted cycloalkyl having 3-6 cyclic carbon atoms, substituted or unsubstituted heteroalkyl having 1-6 carbon atoms, substituted or unsubstituted heterocyclic having 3-7 cyclic atoms, substituted or unsubstituted aryl having 6-24 carbon atoms, substituted or unsubstituted heteroaryl having 3-12 carbon atoms, substituted or unsubstituted alkylsilyl having 3-6 carbon atoms, substituted or unsubstituted arylsilyl having 6-12 carbon atoms, substituted or unsubstituted alkylgermanium having 3-6 carbon atoms, substituted or unsubstituted arylgermanium having 6-12 carbon atoms, substituted or unsubstituted amino having 0-12 carbon atoms, and combinations thereof.

[0123] According to one embodiment of the present invention, wherein the R a R b R c R d R e and R f At least one of them, each time appearing identically or differently, is selected from the group consisting of: deuterium, fluorine, cyano, hydroxyl, mercapto, methyl, ethyl, n-propyl, isopropyl, cyclopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, neopentyl, cyclohexyl, tetrahydrofuranyl, tetrahydropyranyl, dioxopentaneyl, dioxohexacycloyl, dihydropyrroleyl, tetrahydropyrroleyl, tetrahydrothiaranyl, piperidinyl, trimethylsilyl, trimethylgermanyl, phenyl, biphenyl, terphenyl, tetraphenyl, triphenylene, tetraphenylene, naphthyl, phenanthryl, anthraceneyl, indyl, fluorenyl, indolyl, carbazoleyl, benzofuranyl, dibenzofuranyl, benzothiopyrroleyl, dibenzothiopyrroleyl, benzothiopheneyl, dibenzothiopheneyl, dibenzoselenopheneyl, diphenylamino, dibenzofuranylphenylamino, and combinations thereof.

[0124] According to one embodiment of the present invention, the compounds are selected from the group consisting of compounds BD-1-1 to BD-1-45, compounds BD-2-1 to BD-2-69, compounds BD-3-1 to BD-3-114, compounds BD-4-1 to BD-4-43, and compounds BD-5-1 to BD-5-18, and the specific structures of compounds BD-1-1 to BD-1-45, BD-2-1 to BD-2-69, BD-3-1 to BD-3-114, BD-4-1 to BD-4-43, and BD-5-1 to BD-5-18 are given in claim 8.

[0125] According to one embodiment of the present invention, the hydrogen in compounds BD-1-1 to BD-1-45, BD-2-1 to BD-2-69, BD-3-1 to BD-3-114, BD-4-1 to BD-4-43, and BD-5-1 to BD-5-18 can be partially or completely replaced by deuterium.

[0126] According to one embodiment of the present invention, the compounds are selected from the group consisting of compounds BD-1-1 to BD-1-90, compounds BD-2-1 to BD-2-69, compounds BD-3-1 to BD-3-114, compounds BD-4-1 to BD-4-43, and compounds BD-5-1 to BD-5-18, wherein the specific structures of compounds BD-1-1 to BD-1-45, BD-2-1 to BD-2-69, BD-3-1 to BD-3-114, BD-4-1 to BD-4-43, and BD-5-1 to BD-5-18 are as described in claim 8; the specific structures of compounds BD-1-46 to BD-1-90 are as follows:

[0127]

[0128]

[0129]

[0130]

[0131]

[0132] According to one embodiment of the present invention, the hydrogen in compounds BD-1-1 to BD-1-90, BD-2-1 to BD-2-69, BD-3-1 to BD-3-114, BD-4-1 to BD-4-43, and BD-5-1 to BD-5-18 can be partially or completely replaced by deuterium.

[0133] According to one embodiment of the present invention, the maximum emission wavelength in the photoluminescence spectrum of the compound is 480 nm to 580 nm.

[0134] According to one embodiment of the present invention, the maximum emission wavelength in the photoluminescence spectrum of the compound is 500 nm to 560 nm.

[0135] According to one embodiment of the present invention, the maximum emission wavelength in the photoluminescence spectrum of the compound is 510 nm to 540 nm.

[0136] According to one embodiment of the present invention, the full width at half maximum (FWHM) of the photoluminescence spectrum of the compound is less than or equal to 45 nm.

[0137] According to one embodiment of the present invention, the full width at half maximum (FWHM) of the photoluminescence spectrum of the compound is less than or equal to 35 nm.

[0138] According to one embodiment of the present invention, an organic electroluminescent device is disclosed, comprising an anode, a cathode, and an organic layer disposed between the anode and the cathode, the organic layer comprising the compound described in any of the foregoing embodiments.

[0139] According to one embodiment of the present invention, the organic layer is a light-emitting layer, and the compound is a light-emitting material.

[0140] According to one embodiment of the present invention, the compound is a fluorescent luminescent material.

[0141] According to one embodiment of the present invention, the compound is a delayed fluorescence luminescent material.

[0142] According to one embodiment of the present invention, the device emits green light.

[0143] According to one embodiment of the present invention, the device emits white light.

[0144] According to one embodiment of the present invention, the light-emitting layer comprises at least one host material.

[0145] According to one embodiment of the present invention, the light-emitting layer comprises at least two host materials.

[0146] According to one embodiment of the present invention, the host material comprises at least one chemical group selected from the group consisting of: benzene, pyridine, pyrimidine, triazine, carbazole, azacarbazole, indolecarbazole, dibenzothiophene, azadibenzothiophene, dibenzofuran, azadibenzofuran, dibenzoselenene, triphenylene, azatriphenylene, fluorene, silylfluorene, naphthalene, quinoline, isoquinoline, quinazoline, quinoxaline, phenanthrene, azaphenanthrene, and combinations thereof.

[0147] According to one embodiment of the present invention, the light-emitting layer comprises at least a first host material.

[0148] According to one embodiment of the present invention, the first body material has a structure represented by formula X-1 or formula X-2:

[0149]

[0150] Among them, L x Each time it appears, it is selected from single bonds, substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted arylene groups having 6-20 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-20 carbon atoms, or combinations thereof.

[0151] Ar1, each time it appears, is selected from the same or different aryl groups with 6-30 carbon atoms (substituted or unsubstituted), heteroaryl groups with 3-30 carbon atoms (substituted or unsubstituted), or combinations thereof.

[0152] U is selected from C(R) each time it appears, either the same or different. u 2. NR u , O or S;

[0153] V is selected from C and CR each time it appears, either identically or differently. v Or N;

[0154] In equation X-1, W is selected from C and CR each time it appears, either the same or different. w Or N;

[0155] In equation X-2, W is selected from CR each time it appears, either the same or different. w Or N;

[0156] R u R v and R wEach time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0157] Adjacent substituent R u R v and R w They can be arbitrarily connected to form a ring.

[0158] In this paper, "adjacent substituent R" u R v and R w "Can be optionally linked to form a ring" is intended to indicate that adjacent substituent groups therein, for example, two substituents R u Between the two substituents R v Between the two substituents R w Between, substituent R u and R v Between, substituent R v and R w Between, substituent R u and R w Between these substituents, any one or more of these substituent groups can connect to form a ring. Obviously, these substituents can also not connect to form a ring.

[0159] According to one embodiment of the present invention, the first body material has a structure represented by one of formulas Xa to Xp:

[0160]

[0161]

[0162] Among them, L x Each time it appears, it is selected from single bonds, substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted arylene groups having 6-20 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-20 carbon atoms, or combinations thereof.

[0163] Ar1, each time it appears, is selected from the same or different aryl groups with 6-30 carbon atoms (substituted or unsubstituted), heteroaryl groups with 3-30 carbon atoms (substituted or unsubstituted), or combinations thereof.

[0164] U is selected from C(R) each time it appears, either the same or different. u 2. NR u , O or S;

[0165] V is selected from CR each time it appears, either the same or different. v Or N;

[0166] W is selected from CR each time it appears, either the same or different. w Or N;

[0167] R u R v and R w Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0168] Adjacent substituent R u R v and R wThey can be arbitrarily connected to form a ring.

[0169] According to one embodiment of the present invention, the first host material is selected from the group consisting of compounds PH-1 to PH-50, and the specific structures of compounds PH-1 to PH-50 are given in claim 13.

[0170] According to one embodiment of the present invention, the hydrogen in the structure of compounds PH-1 to PH-50 can be partially or completely replaced by deuterium.

[0171] According to one embodiment of the present invention, the first body material has a structure represented by Equation 4:

[0172]

[0173] In Equation 4,

[0174] L 11 'Selected from single bonds, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, or combinations thereof;

[0175] Ar 11 Selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted amino groups having 0-30 carbon atoms, or combinations thereof;

[0176] R6, when appearing in the same or different instances, indicates monosubstitution, polysubstitution, or no substitution.

[0177] R6, each time appearing, is selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, and substituted or unsubstituted groups having 2-20 carbon atoms. Alkenyl, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0178] Adjacent substituents R6 can optionally connect to form a ring.

[0179] In this document, "adjacent substituents R6 can optionally connect to form a ring" is intended to mean that two adjacent substituents R6 can connect to form a ring. Obviously, two adjacent substituents R6 may also not connect to form a ring.

[0180] According to one embodiment of the present invention, the first body material has a structure represented by formula 4-1 or formula 4-2:

[0181]

[0182] L 11 ', L 12 'Selected from single bonds, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, or combinations thereof;

[0183] Ar 11 Selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted amino groups having 0-30 carbon atoms, or combinations thereof;

[0184] R6, when appearing in the same or different instances, indicates monosubstitution, polysubstitution, or no substitution.

[0185] R6, each time appearing, is selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, and substituted or unsubstituted groups having 2-20 carbon atoms. Alkenyl, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0186] Adjacent substituents R6 can optionally connect to form a ring.

[0187] According to one embodiment of the present invention, the first body material has a structure represented by formula 4-3 or formula 4-4:

[0188]

[0189] Ar 11 Selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted amino groups having 0-30 carbon atoms, or combinations thereof;

[0190] L 11 'Selected from single bonds, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, or combinations thereof;

[0191] R6, when appearing in the same or different instances, indicates monosubstitution, polysubstitution, or no substitution.

[0192] R6, each time appearing, is selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, and substituted or unsubstituted groups having 2-20 carbon atoms. Alkenyl, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0193] Adjacent substituents R6 can optionally connect to form a ring.

[0194] According to one embodiment of the invention, R6, each time it appears, is selected from the group consisting of: hydrogen, deuterium, halogen, cyano, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 cyclic carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, and combinations thereof.

[0195] According to one embodiment of the invention, wherein R6 is selected from the group consisting of hydrogen, deuterium, halogen, cyano, substituted or unsubstituted aryl groups having 6-18 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-18 carbon atoms, and combinations thereof, each time it appears.

[0196] According to one embodiment of the invention, wherein R6, each time it appears, is selected from the group consisting of: hydrogen, deuterium, fluorine, cyano, phenyl, biphenyl, triphenylene, indole, fluorenyl, indolyl, carbazole, benzofuranyl, dibenzofuranyl, benzothiopyrrolyl, dibenzothiopyrrolyl, benzothiophenyl, dibenzothiophenyl, dibenzoselenophenyl, and combinations thereof.

[0197] According to one embodiment of the present invention, the first host material is selected from the group consisting of compounds P-1 to P-38:

[0198]

[0199]

[0200]

[0201]

[0202] According to one embodiment of the present invention, the hydrogen in the structure of compounds P-1 to P-23, and compounds P-27 to P-38 can be partially or completely replaced by deuterium.

[0203] According to one embodiment of the present invention, the light-emitting layer further comprises a second host material.

[0204] According to one embodiment of the present invention, the second body material has a structure represented by formula Y:

[0205]

[0206] in,

[0207] H1-H6 are selected from C and CR each time they appear, either identically or differently. h Or N, and at least two of H1-H6 are N, at least one of H1-H6 is C, and connected to equation Z;

[0208]

[0209] in,

[0210] Q can be selected from O, S, Se, N, NR, whether it appears the same or different each time. Q CR Q R Q SiR Q R Q GeR Q R Q and R Q C = CR Q A group consisting of two R groups; when two R groups exist simultaneously Q At that time, two R Q They can be the same or different;

[0211] p is 0 or 1; r is 0 or 1;

[0212] When Q is selected from N, p is 0 and r is 1;

[0213] When Q is selected from O, S, Se, NR Q CR Q R Q SiR Q R Q GeR Q R Q and R Q C = CR Q When forming a group, p is 1 and r is 0;

[0214] L Q Each time it appears, it is selected from single bonds, substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted arylene groups having 6-20 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-20 carbon atoms, or combinations thereof.

[0215] Q1-Q8 are selected from C and CR each time they appear, either identically or differently. q Or N;

[0216] R h R Q and R q Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0217] "*" represents the position where equation Z and equation Y are connected;

[0218] Adjacent substituent R h R Q R q They can be connected into a ring at will.

[0219] In this embodiment, "adjacent substituent R" h R Q R q "Can be optionally linked to form a ring" is intended to indicate that adjacent substituent groups therein, for example, two substituents R h Between the two substituents R Q Between the two substituents R q Between the two substituents R Q and R q Between these substituents, any one or more of these substituent groups can connect to form a ring. Obviously, these substituents can also not connect to form a ring.

[0220] According to one embodiment of the present invention, the second host material is selected from the group consisting of compounds H-1 to H-108, the specific structures of which are given in claim 14.

[0221] According to one embodiment of the present invention, the hydrogen in the structure of compounds H-1 to H-108 can be partially or completely replaced by deuterium.

[0222] According to one embodiment of the present invention, the second body material has a structure represented by one of Formulas 5 to 7:

[0223]

[0224] In Equation 5, Z1 to Z3 are selected from CR each time they appear, either identically or differently. 54 Or N, and at least one of Z1 to Z3 is N;

[0225] Each time L appears, it is selected from the following groups, either the same or different: single bond, substituted or unsubstituted aryl group with 6-30 carbon atoms, substituted or unsubstituted heteroaryl group with 3-30 carbon atoms, and combinations thereof.

[0226] In Equations 6 and 7, Z4 is selected from CR each time it appears, either identically or differently. 54 Or N, and at least one Z4 is N;

[0227] Z5 is selected from O or S each time it appears, either the same or different.

[0228] R 51 -R 54Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0229] Adjacent substituent R 54 They can be arbitrarily connected to form a ring.

[0230] In this paper, "adjacent substituent R" 54 "Can be optionally linked to form a ring" is intended to indicate that two adjacent substituents R are therein. 54 They can connect to form a ring. It is obvious that two adjacent substituents R... 54 They can also form a loop without being connected.

[0231] According to one embodiment of the present invention, the second body material has a structure represented by formula 5-1 or formula 6-1:

[0232]

[0233] In Equation 5-1,

[0234] R 51 and R 52 Each is independently selected from substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms;

[0235] L is selected from single bonds, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, or combinations thereof;

[0236] In Equation 6-1,

[0237] Z5 is selected from O or S;

[0238] Z 41 -Z 48 Each time it appears, it is selected from CR in the same or different ways. 54 CR 54 'or N, and Z 41 -Z 48 At least one of them is selected from N, and at least one of them is selected from CR. 54 ';

[0239] R 54 Each time it appears, it is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, or combinations thereof;

[0240] R L R 54 Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0241] Adjacent substituent R 54 They can be arbitrarily connected to form a ring.

[0242] According to one embodiment of the invention, the L is selected from the group consisting of the same or different groups each time it appears: single bond, substituted or unsubstituted aryl group having 6-18 carbon atoms, substituted or unsubstituted heteroaryl group having 3-18 carbon atoms, and combinations thereof.

[0243] According to one embodiment of the present invention, wherein the L is selected from the group consisting of the same or different each time it appears: single bond, phenylene, biphenylene, fluorene, triphenylene, furanyl, thiophene, dibenzofuranyl, dibenzothiophene, and combinations thereof.

[0244] According to one embodiment of the present invention, wherein the R L Each time it appears, it is selected from the group consisting of the same or different groups of the following: substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, and combinations thereof.

[0245] According to one embodiment of the present invention, wherein the R L Each time it appears, it is selected from substituted or unsubstituted aryl groups having 6-30 carbon atoms, either identically or differently.

[0246] According to one embodiment of the present invention, wherein the R L Each time it appears, it is selected from the group consisting of the following, either the same or different: phenyl, biphenyl, triphenylene, indole, fluorenyl, indolyl, carbazolyl, benzofuranyl, dibenzofuranyl, benzothiopyrrolyl, dibenzothiopyrrolyl, benzothiophenyl, dibenzothiophenyl, dibenzoselenophenyl, and combinations thereof.

[0247] According to one embodiment of the present invention, wherein the R 51 To R 54 Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, cyano, substituted or unsubstituted alkyl groups having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3 to 20 cyclic carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, and combinations thereof.

[0248] According to one embodiment of the present invention, wherein the R 51 To R 54 Each time it appears, it is selected from the same or different groups of the following: hydrogen, deuterium, halogen, cyano, substituted or unsubstituted aryl groups having 6-18 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-18 carbon atoms, and combinations thereof.

[0249] According to one embodiment of the present invention, wherein the R 51 To R 54Each time it appears, it is selected from the group consisting of the following, either identically or differently: hydrogen, deuterium, fluorine, cyano, phenyl, biphenyl, triphenylene, indole, fluorenyl, indolyl, carbazole, benzofuranyl, dibenzofuranyl, benzothiopyrrolyl, dibenzothiopyrrolyl, benzothiophenyl, dibenzothiophenyl, dibenzoselenophenyl, triazine, and combinations thereof.

[0250] According to an embodiment of the present invention, in formula 6-1, the Z 41 -Z 48 At least one of them is selected from N, and at least two are selected from CR. 54 '.

[0251] According to an embodiment of the present invention, in formula 6-1, the Z 41 -Z 48 Only one is selected from N, and only two are selected from CR. 54 '.

[0252] According to an embodiment of the present invention, in formula 6-1, the Z 42 Selected from N, the Z 41 and Z 46 Selected from CR 54 '.

[0253] According to one embodiment of the present invention, the second host material is selected from the group consisting of compounds N-1-1 to N-1-60, compounds N-2-1 to N-2-35, and compounds N-3-1 to N-3-9.

[0254]

[0255]

[0256]

[0257]

[0258]

[0259]

[0260]

[0261] According to one embodiment of the present invention, the hydrogen in the structures of compounds N-1-1 to N-1-53, N-1-58, N-2-1 to N-2-32, and N-3-1 to N-3-7 can be partially or completely replaced by deuterium.

[0262] According to one embodiment of the present invention, the light-emitting layer further comprises at least one metal complex.

[0263] According to one embodiment of the present invention, the metal complex is a phosphorus photosensitizer.

[0264] According to one embodiment of the present invention, the metal complex comprises a metal M and a ligand L coordinated to the metal M. a The L a It has a structure represented by Equation 3:

[0265]

[0266] in,

[0267] Ring A 11 And Ring A 12 Selected from aromatic rings having 6-30 ring atoms, heteroaromatic rings having 5-30 ring atoms, or combinations thereof;

[0268] T1 and T2 are selected from C or N each time they appear, either in the same or different ways.

[0269] K1 and K2 are selected from single bonds, O, S, or NR each time they appear, either identically or differently. k ;

[0270] L 11 Each time it appears, select the group consisting of the following, either identically or differently: single key, BR L11 CR L11 R L11 NR L11 O, SiR L11 R L11 PR L11 S, GeR L11 R L11 Se, substituted or unsubstituted vinylene, ethynylene, substituted or unsubstituted arylene with 6-30 carbon atoms, substituted or unsubstituted heteroarylene with 3-30 carbon atoms, and combinations thereof; when two R are present simultaneously L11 At that time, two R L11 Same or different;

[0271] a1 is selected from 0 or 1;

[0272] R 11 and R 12 Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution;

[0273] R 11 R 12 and R kEach time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0274] Adjacent substituent R 11 and R 12 They can be arbitrarily connected to form a ring.

[0275] In this paper, "adjacent substituent R" 11 and R 12 "Can be optionally linked to form a ring" is intended to indicate that adjacent substituent groups therein, for example, two substituents R 11 Between the two substituents R 12 Between, and the two substituents R 11 and R 12 Between these substituents, any one or more of these substituent groups can connect to form a ring. Obviously, these substituents can also not connect to form a ring.

[0276] According to one embodiment of the present invention, the metal complex has M(L) a ) m (L b ) n (L c ) q The general formula for L; a L b and L c These are the first, second, and third ligands coordinated with metal M, respectively, and L c and the L a or L b Are they the same or different; among them, L a Lb and L c They can be selectively linked to form multidentate ligands;

[0277] m is selected from 1, 2, or 3; n is selected from 0, 1, or 2; q is selected from 0, 1, or 2; m + n + q equals the oxidation state of metal M; when m is greater than or equal to 2, multiple L a Same or different; when n equals 2, the two L b Same or different; when q equals 2, the two L c Same or different;

[0278] L b and L c Each time it appears, choose either the same or different structure from any of the following groups:

[0279]

[0280] in,

[0281] X b Each time it appears, choose from the following groups, either the same or different: O, S, Se, NR N1 CR C1 R C2 ;

[0282] R 21 and R 22 Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution;

[0283] R 21 R 22 R 23 R N1 R C1 and R C2Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0284] Adjacent substituent R 21 R 22 R 23 R N1 R C1 and R C2 Each can be arbitrarily connected to form a loop.

[0285] In this embodiment, adjacent substituents R 21 R 22 R 23 R N1 R C1 and R C2 They can be optionally linked to form a ring, intended to represent adjacent substituent groups, for example, two substituents R 21 Between the two substituents R 22 Between, substituent R 21 and R 22 Between, substituent R 21 and R 23 Between, substituent R 22 and R 23 Between, substituent R 21 and R N1 Between, substituent R 22 and R N1 Between, substituent R 21 and R C1 Between, substituent R 21 and R C2Between, substituent R 22 and R C1 Between, substituent R 22 and R C2 Between, and R C1 and R C2 Between these substituents, any one or more of these substituent groups can connect to form a ring. Obviously, these substituents can also not connect to form a ring.

[0286] According to one embodiment of the present invention, the metal M is selected from the group consisting of Cu, Ag, Au, Ru, Rh, Pd, Os, Ir and Pt.

[0287] According to one embodiment of the present invention, the metal M is selected from Pt or Ir.

[0288] According to one embodiment of the present invention, the metal complex has M(L) a ) m (L b ) 3-m The general formula structure has a structure represented by the formula Ma:

[0289]

[0290] in,

[0291] m is selected from 1, 2, or 3; when m is selected from 1, the two L b Same or different; when m is selected from 2 or 3, multiple L a Same or different;

[0292] Ring A 11 And Ring A 12 Selected from aromatic rings having 6-24 ring atoms, heteroaromatic rings having 5-24 ring atoms, or combinations thereof;

[0293] U1-U8 are selected from CR each time they appear, either identically or differently. u1 Or N;

[0294] R 11 and R 12 Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution;

[0295] R 11 R 12 and R u1Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0296] Adjacent substituent R 11 R 12 and R u1 They can be arbitrarily connected to form a ring.

[0297] In this paper, "adjacent substituent R" 11 R 12 and R u1 "Can be optionally linked to form a ring" is intended to indicate that adjacent substituent groups therein, for example, two substituents R 11 Between the two substituents R 12 Between the two substituents R u1 Between, and the two substituents R 11 and R 12 Between these substituents, any one or more of these substituent groups can connect to form a ring. Obviously, these substituents can also not connect to form a ring.

[0298] According to one embodiment of the present invention, ring A 11 Each occurrence may be selected from any of the following structures, either identically or differently:

[0299]

[0300]

[0301] in,

[0302] R 11Each occurrence of the same or different R indicates monosubstituted, polysubstituted, or unsubstituted; when multiple Rs exist in any structure 11 At that time, the R 11 Same or different;

[0303] R 11 Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0304] Adjacent substituent R 11 They can be arbitrarily connected to form a loop;

[0305] Here, "#" indicates the position where it connects to the metal Ir. Indicates the relationship with ring A 12 The location of the connection.

[0306] In this paper, "adjacent substituent R" 11 "Can be optionally connected to form a ring" is intended to represent two adjacent substituents R 11 They can connect to form a ring; obviously, two adjacent substituents R 11 Alternatively, they can be left unconnected to form a loop.

[0307] According to one embodiment of the present invention, wherein the ring A 11 Selected from

[0308] According to one embodiment of the present invention, wherein the ring A 11 Selected from

[0309] According to one embodiment of the present invention, wherein the ring A 12 Each occurrence may be selected from any of the following structures, either identically or differently:

[0310]

[0311] in,

[0312] Each time Z appears, it is selected from the following groups, either identically or differently: O, S, Se, NR. z CR z R z SiR z R z and GeR z R z ;

[0313] R 12 Each occurrence of the same or different R indicates monosubstituted, polysubstituted, or unsubstituted; when multiple Rs exist in any structure 12 At that time, the R 12 Same or different;

[0314] R z and R 12 Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0315] Adjacent substituent R z and R 12 They can be arbitrarily connected to form a loop;

[0316] Here, "#" indicates the position where it connects to the metal Ir. Indicates the relationship with ring A 11 The location of the connection.

[0317] In this paper, "adjacent substituent R" z and R 12 "Can be optionally connected to form a ring" is intended to represent two adjacent substituents R z They can connect to form a ring, with two adjacent substituents R 12 They can connect to form a ring; obviously, two adjacent substituents R z They can also not be connected to form a ring, and two adjacent substituents R 12 Alternatively, they can be left unconnected to form a loop.

[0318] According to one embodiment of the present invention, wherein the ring A 12 Selected from

[0319] According to one embodiment of the present invention, the metal complex has M(L) a ) m (L b ) 3-m The general formula structure and the structure represented by formula M-a11:

[0320]

[0321] in,

[0322] m is selected from 1, 2, or 3; when m is selected from 1, the two L b Same or different; when m is selected from 2 or 3, multiple L a Same or different;

[0323] Each time Z appears, it is selected from the following groups, either identically or differently: O, S, Se, NR. z CR z R z SiR z R z and GeR z R z ;

[0324] X1-X6 are each independently selected from CR 12 Or N;

[0325] Y1-Y4 are each independently selected from CR 11 Or N;

[0326] R 21 and R 22 Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution;

[0327] R 11 R 12 R z R 21 and R 22 Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0328] Adjacent substituent R 11 R 12 R z R 21 and R 22 They can be arbitrarily connected to form a ring.

[0329] In this embodiment, adjacent substituents R 11 R 12 R z R 21 and R 22 They can be optionally linked to form a ring, intended to represent adjacent substituent groups, for example, two substituents R 11 Between the two substituents R 12 Between the two substituents R z Between the two substituents R 21 Between, and the two substituents R 22 Between these substituents, any one or more of these substituent groups can connect to form a ring. Obviously, these substituents can also remain unconnected to form a ring.

[0330] According to one embodiment of the present invention, the metal complex has a structure represented by the formula Mb:

[0331]

[0332] Among them, ring A 31 To Ring A 34 Each time it appears, it is selected from the same or different aromatic rings having 6-30 ring atoms, heteroaromatic rings having 5-30 ring atoms, or combinations thereof;

[0333] E 31 -E 34 Each occurrence is either identical or different and is selected from C or N;

[0334] G 31 -G 34 Each occurrence is either identical or different and selected from single bonds, O, S, or NR. g3 ;

[0335] L 31 -L 34 Each time it appears, it is selected from the following groups, either identically or differently: single bond, BR3, CR3R3, NR3, O, SiR3R3, PR3, S, GeR3R3, Se, substituted or unsubstituted vinylidene, ethynylidene, substituted or unsubstituted arylide with 6-30 carbon atoms, substituted or unsubstituted heteroarylide with 3-30 carbon atoms, and combinations thereof; when two R3s are present, the two R3s are identical or different;

[0336] Each occurrence of a31-a34 is either identical or different and is selected from 0 or 1, with at least two of a31-a34 selected from 1; when a31 = 0, ring A 31 With ring A 32 There is no connection between them. When a32 = 0, ring A is not connected. 32 With ring A 33 There is no connection between them. When a33 = 0, ring A is not connected. 33 With ring A 34 There is no connection between them. When a34 = 0, ring A is not connected. 31 With ring A 34 There is no connection between them;

[0337] R 31 -R 34 Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution;

[0338] R 31 R 32 R 33 R 34 R g3R3, when appearing in the same or different manner, is selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted... Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms;

[0339] Adjacent substituent R 31 R 32 R 33 R 34 R g3 R3 and R3 can be optionally connected to form a ring.

[0340] In this embodiment, "adjacent substituent R" 31 R 32 R 33 R 34 R g3 "R and can optionally connect to form a ring" is intended to indicate that adjacent substituent groups therein, for example, two substituents R 31 Between the two substituents R 32 Between the two substituents R 33 Between the two substituents R 34 Between, between the two substituents R3, between the two substituents R 31 Between R3, there are two substituents R 32 Between R3, there are two substituents R 33 Between R3 and the two substituents R 34 Between R3 and R4, any one or more of these substituents can connect to form a ring. Obviously, these substituents can also remain unconnected to form a ring.

[0341] According to one embodiment of the present invention, wherein the ring A 31 To Ring A34 Each time it appears, it is selected from aromatic rings having 6-18 ring atoms, heteroaromatic rings having 5-18 ring atoms, or combinations thereof, either identically or differently.

[0342] According to one embodiment of the present invention, wherein the ring A 31 To Ring A 34 Each time it appears, it is selected from the same or different groups of the following: pyrrole ring, furan ring, thiophene ring, selenophene ring, imidazole ring, imidazole carbene ring, oxazole ring, thiazole ring, selenophene ring, benzene ring, pyridine ring, pyrimidine ring, pyrazine ring, pyridazine ring, triazine ring, benzopyrrole ring, benzofuran ring, benzothiophene ring, benzoselenophene ring, benzoimidazolium ring, benzoimidazolium carbene ring, benzoxazole ring, benzothiazole ring, benzoselenophene ring, fluorene ring, carbazole ring, dibenzofuran ring, dibenzothiophene ring, dibenzoselenophene ring, azafluorene ring, azacarbazole ring, azadibenzofuran ring, azadibenzothiophene ring, azadibenzoselenophene ring, and combinations thereof.

[0343] According to one embodiment of the present invention, each of a31-a34 is selected from 0 or 1, either the same or different, and at least three of a31-a34 are selected from 1.

[0344] According to one embodiment of the present invention, wherein the G 31 -G 34 Each occurrence is either identical or different and selected from single bonds, O, S, or NR. g3 And G 31 -G 34 At least two of them are selected from single bonds.

[0345] According to one embodiment of the present invention, wherein the G 31 -G 34 Each occurrence is either identical or different and selected from single bonds, O, S, or NR. g3 And G 31 -G 34 At least three of them are selected from single bonds.

[0346] According to one embodiment of the present invention, the metal complex is selected from the group consisting of compounds M-a1 to M-a64 and compounds M-b1 to M-b62, and the specific structures of compounds M-a1 to M-a64 and compounds M-b1 to M-b62 are given in claim 15.

[0347] According to one embodiment of the present invention, the hydrogen in the structures of compounds M-a1 to M-a64, and compounds M-b1 to M-b62 can be partially or completely replaced by deuterium.

[0348] According to one embodiment of the present invention, the metal complex has Pt(L) a (L) b The structure is represented by ) where L a and L b These are the first and second ligands that coordinate with Pt, respectively, and the L a Choose freely L a 1-1 to L a 1-25 and L a 2-1 to L a Groups consisting of 2-6, wherein L b Choose freely L b 1-1 to L b 1-8 and L b 2-1 to L b Groups consisting of 2-22:

[0349]

[0350]

[0351]

[0352] The L a 1-1 to L a 1-25 and L a 2-1 to L a In the structure 2-6, "#" indicates a relationship with L. b The location of the connection; the L b Choose freely L b 1-1 to L b 1-8 and L b 2-1 to L b Groups consisting of 2-22:

[0353]

[0354]

[0355] The L b 1-1 to L b 1-8 and L b 2-1 to L b In the structure 2-22 Indicates with L a The location of the connection.

[0356] According to one embodiment of the present invention, the metal complex is selected from the group consisting of compounds Pt1 to Pt83, wherein compounds Pt1 to Pt83 have Pt(L) a (L) b The structure represented by ) and the La and the L b These correspond to the structures shown in the table below:

[0357]

[0358]

[0359] According to another embodiment of the invention, the hydrogen in the structure of compounds Pt1 to Pt83 can be partially or completely replaced by deuterium.

[0360] According to another embodiment of the present invention, a compound composition comprising the compounds described in any of the foregoing embodiments is also disclosed.

[0361] Combination with other materials

[0362] The materials described in this invention for specific layers in organic light-emitting devices can be used in combination with a variety of other materials present in the device. These combinations of materials are described in detail in paragraphs 0132-0161 of U.S. Patent Application US2016 / 0359122A1, the entire contents of which are incorporated herein by reference. The materials described or mentioned herein are non-limiting examples of materials that can be used in combination with the compounds disclosed herein, and those skilled in the art can readily consult the literature to identify other materials that can be used in combination.

[0363] Materials described herein for use in specific layers of organic light-emitting devices can be used in combination with a variety of other materials present in said devices. For example, the compounds disclosed herein can be used in combination with a variety of light-emitting dopants, substrates, transport layers, blocking layers, implantation layers, electrodes, and other possible layers. These combinations of materials are described in detail in paragraphs 0080-0101 of U.S. Patent Application US2015 / 0349273A1, the entire contents of which are incorporated herein by reference. The materials described or mentioned herein are non-limiting examples of materials that can be used in combination with the compounds disclosed herein, and those skilled in the art can readily consult the literature to identify other materials that can be used in combination.

[0364] In the examples of material synthesis, unless otherwise stated, all reactions were carried out under nitrogen protection. All reaction solvents were anhydrous and used as is from commercial sources. The synthesized products were structurally confirmed and characterized using one or more instruments conventional in the art (including but not limited to Bruker's nuclear magnetic resonance spectrometer, Shimadzu's liquid chromatograph, liquid chromatography-mass spectrometry, gas chromatography-mass spectrometry, differential scanning calorimeter, Shanghai Lingguang Technology's fluorescence spectrophotometer, Wuhan Kesite's electrochemical workstation, Anhui Beiyike's sublimation apparatus, etc.) in methods well known to those skilled in the art. In the examples of devices, the characteristics of the devices were also tested using equipment conventional in the art (including but not limited to evaporation machines manufactured by Angstrom Engineering, optical testing systems and lifetime testing systems manufactured by Suzhou Fushida, ellipsometers manufactured by Beijing Liangtuo, etc.) in methods well known to those skilled in the art. Since those skilled in the art are familiar with the use of the above-mentioned equipment, testing methods, and other related content, and can obtain the inherent data of the samples definitively and unaffected, the above-mentioned related content will not be elaborated further in this patent.

[0365] Material synthesis examples:

[0366] The preparation method of the compounds of this invention is not limited. Those skilled in the art can select appropriate raw materials and process routes according to the synthesis objectives. Those skilled in the art can also prepare the compounds according to the following schematic synthesis route:

[0367] Step 1:

[0368]

[0369] In step one, intermediates 1 and 2 are coupled using the Buchwald reaction to obtain intermediate 3, where Hal1 is H, Cl, Br, etc., and Hal2 is Cl, Br, I, OTf, etc. The reaction conditions for the Buchwald reaction are well known to those skilled in the art; for example, common palladium metal reagents such as palladium acetate and Pd2(dba)3 are commonly used. Ligands are typically phosphine ligands such as PtBu3, X-phos, Xantphos, S-phos, DPPF, BINAP, Ruphos, etc. Bases are typically organic or inorganic bases such as sodium tert-butoxide, lithium tert-butoxide, potassium tert-butoxide, potassium carbonate, sodium carbonate, cesium carbonate, etc. Solvents are typically common organic solvents such as toluene, tert-butylbenzene, or xylene. Generally, the reaction concentration is 0.01-0.5 [M], and the reaction temperature is between 90°C and 180°C.

[0370] Step Two:

[0371]

[0372] In step two, intermediate 3 is metallized at a specific aryl position using a lithium metal reagent, followed by lithium-boron metal exchange with a boron reagent, and then a tandem borazeid-crafts reaction with a Bronsted base to obtain the target compound. A Lewis acid may also be added to promote the reaction.

[0373] The reaction conditions for metallization and Friedel-Crafts reactions are well known to those skilled in the art. For example, metallization can be achieved by directly dehydrogenating the Hal1 position using lithium metal reagents, or by lithium-halogen exchange reactions. Lithium metal reagents typically use alkyl lithiums such as methyllithium, n-butyllithium, sec-butyllithium, and tert-butyllithium, or lithium diisopropylamide and lithium tetramethylpiperidide, with a typical amount of 2-5 equivalents. Boron reagents typically use boron trichloride or boron tribromide, with a typical amount of 3-6 equivalents. Brønsted bases typically use organic bases such as N,N-diisopropylethylamine, triethylamine, and 2,2,6,6-tetramethylpiperidin, with a typical amount of 5-10 equivalents. Generally, the reaction concentration is 0.01-0.5 [M], and the reaction temperature is between -78°C and 180°C.

[0374] To promote the reaction, Lewis acids such as aluminum trichloride, BF3·OEt2, BCl3, BBr3, InCl3, InBr3, In(OTf)3, SnCl4, SnBr4, AgOTf, ScCl3, and Sc(OTf)3 can also be added.

[0375] Those skilled in the art should understand that the above preparation method is merely an exemplary example, and those skilled in the art can obtain other compound structures selected in this invention by improving it.

[0376] The preparation methods of the compounds of this invention are not limited. Typical but not limited examples are the following compounds, whose synthetic routes and preparation methods are as follows:

[0377] Synthesis Example 1: Synthesis of Compound BD-1-3

[0378] Step 1: Synthesis of Intermediate 2

[0379]

[0380] Under nitrogen protection, intermediate 1 (9.24 g, 10 mmol), 3-tert-butylphenylboronic acid (1.96 g, 11 mmol), Pd(PPh3)4 (1.7 g, 1.5 mmol), and potassium carbonate (2.76 g, 20.0 mmol) were dissolved in a mixed solvent of toluene / ethanol / water (100 mL, volume ratio 4:1:1). The mixture was heated to reflux and reacted overnight. After the reaction was complete, the mixture was extracted with dichloromethane and water. The organic layer was washed with an aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, concentrated under reduced pressure, and purified by column chromatography to obtain intermediate 2 (8.8 g, 9 mmol).

[0381]

[0382] Under nitrogen protection, intermediate 2 (8.8 g, 9 mmol) was dissolved in tert-butylbenzene (100 mL), and the reaction was cooled to -78 °C. N-butyllithium (10.8 mL, 2.5 M, 27 mmol) was added, and the reaction was heated to room temperature and stirred for 2 hours. After cooling to -78 °C, boron tribromide (6.75 g, 27 mmol) was added, and the reaction was heated to room temperature and stirred for 3 hours. After cooling to 0 °C, 1,2,2,6,6-pentamethylpiperidine (Pempidine, 6.97 g, 45 mmol) was added, and the reaction was heated to 180 °C and allowed to proceed overnight. After cooling to room temperature, the mixture was concentrated under reduced pressure and purified by column chromatography to give compound BD-1-3 (0.2 g, 0.24 mmol) in a yield of 2.67%. The product was identified as the target product with a molecular weight of 838.6.

[0383] 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.

[0384] The fabrication method of organic electroluminescent devices is not limited. The fabrication method in the following embodiments is merely an example and should not be construed as limiting. Those skilled in the art can reasonably improve the fabrication method of the following embodiments based on existing technology. In the device embodiments, the device characteristics are tested using conventional equipment in the art (including but not limited to evaporation machines manufactured by Angstrom Engineering, optical testing systems and lifetime testing systems manufactured by Suzhou Fushida, ellipsometers manufactured by Beijing Liangtuo, etc.) and methods well known to those skilled in the art. Since those skilled in the art are familiar with the use of the above-mentioned equipment, testing methods, and other related content, and can obtain the inherent data of the sample definitively and unaffected, the above-mentioned related content will not be elaborated further in this patent.

[0385] Device Examples

[0386] Device Example 1

[0387] First, the glass substrate, which has an 80 nm thick indium tin oxide (ITO) anode, is cleaned and then treated with oxygen plasma and UV ozone. After treatment, the substrate is dried in a glove box to remove moisture. The substrate is 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... -7 In the case of a Turbo C atmosphere, deposition is performed sequentially on the ITO anode via thermal vacuum evaporation at a rate of 0.2–2 Å / s. Compounds HT and HI are co-deposited (weight ratio 97:3) as the hole injection layer (HIL), with a thickness of [missing information]. Compound HT is used as a hole transport layer (HTL) with a thickness of [missing information]. Compound P-21 is used as an electron blocking layer (EBL) with a thickness of Then, compound P-25 as the first host material, compound N-3-2 as the second host material, and compound BD-1-3 of the present invention were co-deposited (weight ratio 59.4:39.6:1) as the emissive layer (EML), with a thickness of [missing information]. Compound N-3-2 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 (weight ratio 50:50) as an electron transport layer (ETL), with a thickness of [missing information]. Finally, vapor deposition A thick layer of LiF was used as the electron injection layer, and it was 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 and desiccant to complete the device.

[0388] Device Comparison Example 1

[0389] The implementation of Comparative Example 1 is the same as that of Example 1, except that compound BD-A is used instead of compound BD-1-3 of the present invention in the light-emitting layer (EML).

[0390] The detailed device layer structure and thickness are shown in the table below. The layers use more than one material; they are obtained by doping different compounds in the stated weight ratios.

[0391] Table 1. Partial device structures of Device Example 1 and Comparative Example 1

[0392]

[0393] The material structure used in the device is shown below:

[0394]

[0395]

[0396] At 10mA / cm2 The CIE values ​​of Example 1 and Comparative Example 1 were measured, and the maximum emission wavelength (λ) was measured. max The full width at half maximum (FWHM), current efficiency (CE), power efficiency (PE), and external quantum efficiency (EQE) data are shown in Table 2.

[0397] Table 2 Device data for Example 1 and Comparative Example 1

[0398]

[0399] discuss:

[0400] The difference between Example 1 and Comparative Example 1 lies in the fluorescent luminescent material used in the luminescent layer. Example 1 uses the compound of the present invention with the specific structure represented by Formula 1 as the luminescent material, while Comparative Example 1 uses the prior art compound BD-A as the luminescent material. The device performance is very different. As can be seen from the data in Table 2, compared with Comparative Example 1, the maximum emission wavelength of Example 1 is redshifted by 30 nm and has a narrow half-width of about the same, which can achieve the desired saturated green emission. At the same time, compared with Comparative Example 1, the CE, PE, and EQE of Example 1 are increased by 158.8%, 156.9%, and 18.0%, respectively, indicating that the compound of the present invention with the specific structure represented by Formula 1 can achieve excellent overall device performance when applied to the device.

[0401] Device Example 2

[0402] First, the glass substrate, which has an 80 nm thick indium tin oxide (ITO) anode, is cleaned and then treated with oxygen plasma and UV ozone. After treatment, the substrate is dried in a glove box to remove moisture. The substrate is 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... -7 In the case of a Turbo C atmosphere, deposition is performed sequentially on the ITO anode via thermal vacuum evaporation at a rate of 0.2–2 Å / s. Compounds HT and HI are co-deposited (weight ratio 97:3) as the hole injection layer (HIL), with a thickness of [missing information]. Compound HT is used as a hole transport layer (HTL) with a thickness of [missing information]. Compound P-21 is used as an electron blocking layer (EBL) with a thickness of Then, compound P-25 as the first host material, compound N-3-2 as the second host material, compound Pt81 as the sensitizer, and compound BD-1-3 of the present invention were co-deposited (weight ratio 52.1:34.9:12:1) as the emissive layer (EML), with a thickness of [missing information]. Compound N-3-2 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 (weight ratio 50:50) as an electron transport layer (ETL), with a thickness of [missing information]. Finally, vapor deposition A thick layer of LiF was used as the electron injection layer, and it was 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 and desiccant to complete the device.

[0403] Device Comparison Example 2

[0404] The implementation of Comparative Example 2 is the same as that of Example 2, except that compound BD-A is used instead of compound BD-1-3 of the present invention in the light-emitting layer (EML).

[0405] The detailed device layer structure and thickness are shown in the table below. The layers use more than one material; they are obtained by doping different compounds in the stated weight ratios.

[0406] Table 3 Partial device structures of Device Example 2 and Comparative Example 2

[0407]

[0408] The structure of the new material used in the device is shown below:

[0409]

[0410] At 10mA / cm 2 The CIE values ​​of Example 2 and Comparative Example 2 were measured, and the maximum emission wavelength (λ) was measured. max The full width at half maximum (FWHM), current efficiency (CE), power efficiency (PE), and external quantum efficiency (EQE) data are shown in Table 4.

[0411] Table 4 Device data for Example 2 and Comparative Example 2

[0412]

[0413] discuss:

[0414] Both Example 2 and Comparative Example 2 are sensitized devices, differing only in the luminescent material. Example 2 uses the compound BD-1-3 of the present invention as the luminescent material, while Comparative Example 2 uses the compound BD-A of the comparative example as the luminescent material.

[0415] As can be seen from the data in Table 4, the compounds of the present invention also exhibit excellent device performance in the sensitized devices. Compared with Comparative Example 2, the maximum emission wavelength of Example 2 is redshifted by 29 nm and the full width at half maximum (FWHM) is narrowed by 2 nm, which can achieve the desired saturated green emission. At the same time, compared with Comparative Example 2, the CE, PE, and EQE of Example 2 are significantly improved by 148.4%, 159.3%, and 38.2%, respectively, demonstrating excellent overall device performance.

[0416] In summary, the compounds of the present invention with specific structures represented by Formula 1 can achieve modulation of the maximum emission wavelength through specific ring-joint design, thereby realizing the desired green light emission. This greatly enriches the fluorescent luminescent material system and the emission color range, while also significantly improving device efficiency and exhibiting excellent overall device performance. This demonstrates the superior performance and broad potential application prospects of the compounds of the present invention with specific structures.

[0417] It should be understood that the various embodiments described herein are merely examples and are not intended to limit the scope of the invention. Therefore, as will be apparent to those skilled in the art, the claimed invention may include variations of the specific embodiments and preferred embodiments described herein. Many of the materials and structures described herein can be substituted with other materials and structures without departing from the spirit of the invention. It should be understood that various theories regarding why the invention works are not intended to be limiting.

Claims

1. A compound having a structure represented by Formula 1: In Formula 1, rings A, B, C, D, and E are each independently selected from unsaturated carbon rings having 5-30 carbon atoms or unsaturated heterocycles having 3-30 carbon atoms. E1 is selected from O, S, Se, BR', NR', CR'R' or SiR'R'; R a R b R c R d and R e Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution; R a R b R c R d R e R' is selected from the group consisting of, in the same or different manner each time it appears: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkenyl groups having 2-20 carbon atoms. -Alkyne with 20 carbon atoms, substituted or unsubstituted aryl with 6-30 carbon atoms, substituted or unsubstituted heteroaryl with 3-30 carbon atoms, substituted or unsubstituted alkylsilyl with 3-20 carbon atoms, substituted or unsubstituted arylsilyl with 6-20 carbon atoms, substituted or unsubstituted alkylgermanium with 3-20 carbon atoms, substituted or unsubstituted arylgermanium with 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, -BR”R”, and combinations thereof; The "R" is selected, in the same or different manner each time it appears, from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted... Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; Adjacent substituent R b They can be arbitrarily connected to form a loop; Adjacent substituent R a R c R d R e R' and R" can be optionally connected to form a loop.

2. The compound of claim 1, wherein, The rings A, B, C, D and E are each independently selected from five-membered unsaturated carbon rings, aromatic rings having 6-30 carbon atoms or heteroaromatic rings having 3-30 carbon atoms; Preferably, ring A, ring B, ring C, ring D and ring E are each independently selected from five-membered unsaturated carbon rings, aromatic rings having 6-18 carbon atoms or heteroaromatic rings having 3-18 carbon atoms; More preferably, ring A, ring B, ring C, ring D and ring E are each independently selected from benzene ring, pyridine ring, naphthyl ring, phenanthrene ring, anthracene ring, indene ring, fluorene ring, indole ring, carbazole ring, benzofuran ring, dibenzofuran ring, benzothiophene ring, dibenzothiophene ring, benzothiophene ring, dibenzothiophene ring, dibenzoselenophene ring, cyclopentadiene ring, furan ring, thiophene ring, thiophene ring, or combinations thereof.

3. The compound of claim 1, wherein, The compound has a structure represented by Formula 1-1: Among them, ring A, ring D, and ring E are each independently selected from unsaturated carbon rings with 5-30 carbon atoms or unsaturated heterocycles with 3-30 carbon atoms; E1 is selected from O, S, Se, BR', NR', CR'R' or SiR'R'; R a R b R c R d and R e Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution; R a R b R c R d R e R' is selected from the group consisting of, in the same or different manner each time it appears: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkenyl groups having 2-20 carbon atoms. -Alkyne with 20 carbon atoms, substituted or unsubstituted aryl with 6-30 carbon atoms, substituted or unsubstituted heteroaryl with 3-30 carbon atoms, substituted or unsubstituted alkylsilyl with 3-20 carbon atoms, substituted or unsubstituted arylsilyl with 6-20 carbon atoms, substituted or unsubstituted alkylgermanium with 3-20 carbon atoms, substituted or unsubstituted arylgermanium with 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, -BR”R”, and combinations thereof; The "R" is selected, in the same or different manner each time it appears, from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted... Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; Adjacent substituent R b They can be arbitrarily connected to form a loop; Adjacent substituent R a R c R d R e R' and R" can be optionally connected to form a loop.

4. The compound according to claim 1 or 3, wherein, The E1 is selected from O, S, Se or NR', wherein the R' is selected from the group consisting of, in the same or different ways each time it appears: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium having 3-20 carbon atoms, substituted or unsubstituted arylgermanium having 6-20 carbon atoms, substituted or unsubstituted amino, cyano, hydroxy, mercapto having 0-20 carbon atoms, and combinations thereof; Adjacent substituents R' can optionally connect to form a ring; Preferably, E1 is selected from O or NR'; More preferably, the R' is selected from the group consisting of the following groups each time it appears: substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, and combinations thereof; Adjacent substituents R' can optionally connect to form a ring.

5. The compound of claim 3, wherein, The compound has a structure represented by formula 2-1, formula 2-2, formula 2-3 or formula 2-4: In equations 2-1 to 2-4, R a R b R c R d R e and R f Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution; R a R b R c R d R e and R f Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 ring atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and so on. Alkynyl with 0 carbon atoms, substituted or unsubstituted aryl with 6-30 carbon atoms, substituted or unsubstituted heteroaryl with 3-30 carbon atoms, substituted or unsubstituted alkylsilyl with 3-20 carbon atoms, substituted or unsubstituted arylsilyl with 6-20 carbon atoms, substituted or unsubstituted alkylgermanium with 3-20 carbon atoms, substituted or unsubstituted arylgermanium with 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, -BR”R”, and combinations thereof; The "R" is selected, in the same or different manner each time it appears, from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted... Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; Adjacent substituent R b They can be arbitrarily connected to form a loop; Adjacent substituent R a R c R d R e and R f They can be arbitrarily connected to form a ring.

6. The compound of claim 5, wherein, The R a R b R c R d R e and R f Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, cyano, hydroxyl, mercapto groups having 0-20 carbon atoms, and combinations thereof. Preferably, the R a R b R c R d R e and R f Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, cyano, hydroxyl, mercapto, substituted or unsubstituted alkyl with 1-6 carbon atoms, substituted or unsubstituted cycloalkyl with 3-6 cyclic carbon atoms, substituted or unsubstituted heteroalkyl with 1-6 carbon atoms, substituted or unsubstituted aryl with 6-24 carbon atoms, substituted or unsubstituted heteroaryl with 3-12 carbon atoms, substituted or unsubstituted alkylsilyl with 3-6 carbon atoms, substituted or unsubstituted arylsilyl with 6-12 carbon atoms, substituted or unsubstituted alkylgermanium with 3-6 carbon atoms, substituted or unsubstituted arylgermanium with 6-12 carbon atoms, substituted or unsubstituted amino with 0-12 carbon atoms, and combinations thereof; More preferably, the R a R b R c R d R e and R f Each time it appears, it is selected from the group consisting of the following, either identically or differently: hydrogen, deuterium, fluorine, cyano, hydroxyl, mercapto, methyl, ethyl, n-propyl, isopropyl, cyclopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, neopentyl, cyclohexyl, trimethylsilyl, trimethylgermanyl, phenyl, biphenyl, terphenyl, tetraphenyl, triphenylene, tetraphenylene, naphthyl, phenanthryl, anthracene, indole, fluorenyl, indolyl, carbazole, benzofuranyl, dibenzofuranyl, benzothiophenyl, dibenzothiophenyl, dibenzothiophenyl, dibenzoselenophenyl, diphenylamino, dibenzofuranylphenylamino, and combinations thereof.

7. The compound of claim 5, wherein, The R a R b R c R d R e and R f At least one of them, each time appearing identically or differently, is selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted... Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; Preferably, the R a R b R c R d R e and R f At least one of them, each time appearing, is selected from the group consisting of: deuterium, halogen, cyano, hydroxyl, mercapto, substituted or unsubstituted alkyl having 1-6 carbon atoms, substituted or unsubstituted cycloalkyl having 3-6 cyclic carbon atoms, substituted or unsubstituted heteroalkyl having 1-6 carbon atoms, substituted or unsubstituted aryl having 6-24 carbon atoms, substituted or unsubstituted heteroaryl having 3-12 carbon atoms, substituted or unsubstituted alksilyl having 3-6 carbon atoms, substituted or unsubstituted arylsilyl having 6-12 carbon atoms, substituted or unsubstituted alkylgermanium having 3-6 carbon atoms, substituted or unsubstituted arylgermanium having 6-12 carbon atoms, substituted or unsubstituted amino having 0-12 carbon atoms, and combinations thereof; More preferably, the R a R b R c R d R e and R f At least one of them, each time appearing, is selected from the group consisting of: deuterium, fluorine, cyano, hydroxyl, mercapto, methyl, ethyl, n-propyl, isopropyl, cyclopropyl, n-butyl, isobutyl, tert-butyl, cyclopentyl, neopentyl, cyclohexyl, trimethylsilyl, trimethylgermanyl, phenyl, biphenyl, terphenyl, tetraphenyl, triphenylene, tetraphenylene, naphthyl, phenanthryl, anthracene, indyl, fluorenyl, indolyl, carbazole, benzofuranyl, dibenzofuranyl, benzothiophenyl, dibenzothiophenyl, dibenzothiophenyl, dibenzoselenophenyl, diphenylamino, dibenzofuranylphenylamino, and combinations thereof.

8. The compound of claim 1, wherein, The compounds are selected from the group consisting of compounds BD-1-1 to BD-1-45, compounds BD-2-1 to BD-2-69, compounds BD-3-1 to BD-3-114, compounds BD-4-1 to BD-4-43, and compounds BD-5-1 to BD-5-18. In the above structure, TMS represents trimethylsilyl; Optionally, the hydrogen in the structures of the above compounds BD-1-1 to BD-1-45, BD-2-1 to BD-2-69, BD-3-1 to BD-3-114, BD-4-1 to BD-4-43, and BD-5-1 to BD-5-18 can be partially or completely replaced by deuterium.

9. The compound of claim 1, wherein, The maximum emission wavelength in the photoluminescence spectrum of the compound is 480 nm to 580 nm. Preferably, the maximum emission wavelength in the photoluminescence spectrum of the compound is 500 nm to 560 nm; More preferably, the maximum emission wavelength in the photoluminescence spectrum of the compound is 510 nm to 540 nm.

10. The compound of claim 1, wherein, The full width at half maximum (FWHM) of the photoluminescence spectrum of the compound is less than or equal to 45 nm. Preferably, the full width at half maximum (FWHM) of the photoluminescence spectrum of the compound is less than or equal to 35 nm.

11. An organic electroluminescent device, comprising: anode, cathode, And an organic layer disposed between the anode and the cathode, wherein the organic layer comprises a compound as described in any one of claims 1-10.

12. The organic electroluminescent device as claimed in claim 11, wherein, The organic layer is a light-emitting layer, and the compound is a light-emitting material; Preferably, the organic electroluminescent device emits green or white light.

13. The organic electroluminescent device as described in claim 12, wherein, The light-emitting layer comprises at least a first host material; Preferably, the first body material has a structure represented by formula X-1 or formula X-2: in, L x Each time it appears, it is selected from single bonds, substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted arylene groups having 6-20 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-20 carbon atoms, or combinations thereof. Ar1, each time it appears, is selected from the same or different aryl groups with 6-30 carbon atoms (substituted or unsubstituted), heteroaryl groups with 3-30 carbon atoms (substituted or unsubstituted), or combinations thereof. U is selected from C(R) each time it appears, either the same or different. u 2. NR u , O or S; V is selected from C and CR each time it appears, either identically or differently. v Or N; In equation X-1, W is selected from C and CR each time it appears, either the same or different. w Or N; In equation X-2, W is selected from CR each time it appears, either the same or different. w Or N; R u R v and R w Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; Adjacent substituent R u R v and R w They can be arbitrarily connected to form a loop; More preferably, the first host material is selected from the group consisting of compounds PH-1 to PH-50: Optionally, the hydrogen in the structure of compounds PH-1 to PH-50 can be partially or completely replaced by deuterium.

14. The organic electroluminescent device as claimed in claim 12, wherein, The light-emitting layer comprises a second host material; Preferably, the second body material has a structure represented by formula Y: in, H1-H6 are selected from C and CR each time they appear, either identically or differently. h Or N, and at least two of H1-H6 are N, at least one of H1-H6 is C, and connected to equation Z; in, Q can be selected from O, S, Se, N, NR, whether it appears the same or different each time. Q CR Q R Q SiR Q R Q GeR Q R Q and R Q C = CR Q A group consisting of two R groups; when two R groups exist simultaneously Q At that time, two R Q They can be the same or different; p is 0 or 1; r is 0 or 1; When Q is selected from N, p is 0 and r is 1; When Q is selected from O, S, Se, NR Q CR Q R Q SiR Q R Q GeR Q R Q and R Q C = CR Q When forming a group, p is 1 and r is 0; L Q Each time it appears, it is selected from single bonds, substituted or unsubstituted alkylene groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkylene groups having 3-20 carbon atoms, substituted or unsubstituted arylene groups having 6-20 carbon atoms, substituted or unsubstituted heteroarylene groups having 3-20 carbon atoms, or combinations thereof. Q1-Q8 are selected from C and CR each time they appear, either identically or differently. q Or N; R h R Q and R q Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; "*" represents the position where equation Z and equation Y are connected; Adjacent substituent R h R Q R q They can be arbitrarily connected to form a ring; More preferably, the second host material is selected from the group consisting of compounds H-1 to H-108: Optionally, the hydrogen in the structure of compounds H-1 to H-108 can be partially or completely replaced by deuterium.

15. The organic electroluminescent device as claimed in claim 12, wherein, The light-emitting layer contains at least one metal complex; Preferably, the metal complex comprises a metal M and a ligand L coordinated to the metal M. a The L a It has a structure represented by Equation 3: in, Ring A 11 And Ring A 12 Selected from aromatic rings having 6-30 ring atoms, heteroaromatic rings having 5-30 ring atoms, or combinations thereof; T1 and T2 are selected from C or N each time they appear, either in the same or different ways. K1 and K2 are selected from single bonds, O, S, or NR each time they appear, either identically or differently. k ; L 11 Each time it appears, select the group consisting of the following, either identically or differently: single key, BR L11 CR L11 R L11 NR L11 O, SiR L11 R L11 PR L11 S, GeR L11 R L11 Se, substituted or unsubstituted vinylene, ethynylene, substituted or unsubstituted arylene having 6-30 carbon atoms, substituted or unsubstituted heteroarylene having 3-30 carbon atoms, and combinations thereof; When two R exist simultaneously L11 At that time, two R L11 Same or different; a1 is selected from 0 or 1; R 11 and R 12 Each occurrence, whether identical or different, indicates monosubstitution, polysubstitution, or no substitution; R 11 R 12 and R k Each time it appears, it is selected from the group consisting of the same or different groups of the following: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl groups having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl groups having 3-20 cyclic carbon atoms, substituted or unsubstituted heteroalkyl groups having 1-20 carbon atoms, substituted or unsubstituted heterocyclic groups having 3-20 cyclic carbon atoms, substituted or unsubstituted aralkyl groups having 7-30 carbon atoms, substituted or unsubstituted alkoxy groups having 1-20 carbon atoms, substituted or unsubstituted aroxy groups having 6-30 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, substituted or unsubstituted alkenyl groups having 2-20 carbon atoms, and substituted or unsubstituted alkyl groups having 1-20 carbon atoms. Alkynyl groups having 2-20 carbon atoms, substituted or unsubstituted aryl groups having 6-30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3-20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanium groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanium groups having 6-20 carbon atoms, substituted or unsubstituted amino, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphinyl, and combinations thereof having 0-20 carbon atoms; Adjacent substituent R 11 and R 12 They can be arbitrarily connected to form a loop; More preferably, the metal M is selected from the group consisting of Cu, Ag, Au, Ru, Rh, Pd, Os, Ir and Pt each time it appears; Most preferably, the metal complex is selected from the group consisting of compounds M-a1 to M-a64 and compounds M-b1 to M-b62. Optionally, the hydrogen in the structures of compounds M-a1 to M-a64, and compounds M-b1 to M-b62 can be partially or completely replaced by deuterium.

16. A compound composition comprising the compound as claimed in any one of claims 1-10.

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