Organic light-emitting device
By using a first host compound of a specific structure, a metal complex and a fluorescent luminescent material in the organic layer of an organic electroluminescent device, problems such as low efficiency, short life and unsaturation of blue phosphorescent devices in the prior art are solved, and the effects of narrow half-maximum width, higher efficiency and longer life are achieved.
Patent Information
- Application Number
- CN202510165002.4
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Priority Date
- 2024-04-03
- Filing Date
- 2025-02-14
- Publication Date
- 2025-05-16
AI Technical Summary
Existing organic electroluminescent devices have low efficiency and short life under high brightness conditions, and blue phosphorescent devices have problems such as unsaturation, short life and high operating voltage, making it difficult to achieve a more saturated luminescence spectrum, higher efficiency and longer device life.
A novel electroluminescent device comprising a first host compound, a metal complex and a fluorescent luminescent material having a specific structure in the organic layer is employed. Among them, the first host compound is represented by Formula 1, the metal complex comprises a ligand represented by Formula 2, and the fluorescent luminescent material has a structure represented by Formula 3, and the fluorescent luminescent material is sensitized by the phosphorescent material to improve device performance.
It achieves narrow half-maximum width, higher efficiency and longer life, improving the overall performance of the device.
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Figure CN120018693A_ABST
Abstract
Description
Technical Field
[0001] The present invention relates to an organic electronic device, such as an organic electroluminescent device, and more particularly to an organic electroluminescent device comprising at least a first host compound, a metal complex and a fluorescent light-emitting material in an organic layer. Background Art
[0002] Organic electronic devices include but are not limited to the following categories: organic light emitting diodes (OLEDs), organic field effect transistors (O-FETs), organic light emitting transistors (OLETs), organic photovoltaic devices (OPVs), dye-sensitized solar cells (DSSCs), organic optical detectors, organic photoreceptors, organic field effect devices (OFQDs), light emitting electrochemical cells (LECs), organic laser diodes and organic plasmonic light emitting devices.
[0003] In 1987, Tang and Van Slyke of Eastman Kodak reported a double-layer organic electroluminescent device, which included an arylamine hole transport layer and a tri-8-hydroxyquinoline-aluminum layer as an electron transport layer and a light-emitting layer (Applied Physics Letters, 1987, 51 (12): 913-915). Once a bias voltage is applied to the device, green light is emitted from the device. This invention laid the foundation for the development of modern organic light-emitting diodes (OLEDs). The most advanced OLEDs can include multiple layers, such as charge injection and transport layers, charge and exciton blocking layers, and one or more light-emitting layers between the cathode and the anode. Since OLEDs are self-luminous solid-state devices, they offer great potential for display and lighting applications. In addition, the inherent properties of organic materials, such as their flexibility, can make them very suitable for special applications, such as on flexible substrates.
[0004] OLEDs can be divided into three different types based on their light emission mechanism. The OLED invented by Tang and van Slyke is a fluorescent OLED. It uses only singlet light emission. The triplet 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 has hindered the commercialization of OLEDs. In 1997, Forrest and Thompson reported phosphorescent OLEDs, which used triplet light emission from heavy metals containing complexes as emitters. Therefore, singlet and triplet states can be harvested, achieving 100% IQE. Due to its high efficiency, the discovery and development of phosphorescent OLEDs directly contributed to the commercialization of active matrix OLEDs (AMOLEDs). Recently, Adachi achieved high efficiency through thermally activated delayed fluorescence (TADF) of organic compounds. These emitters have a small singlet-triplet gap, making it possible for excitons to return from triplet to singlet. In TADF devices, triplet excitons can generate singlet excitons through reverse intersystem crossing, resulting in high IQE.
[0005] OLEDs can also be classified into small molecule and polymer OLEDs based on the form of the material used. Small molecules are any organic or organometallic material that is not a polymer. Small molecules can have a large molecular weight as long as they have a precise structure. Dendrimers with well-defined structures are considered small molecules. Polymer OLEDs include conjugated polymers and non-conjugated polymers with pendant luminescent groups. Small molecule OLEDs can become polymer OLEDs if post-polymerization occurs during the manufacturing process.
[0006] There are various OLED manufacturing methods. Small molecule OLEDs are usually manufactured by vacuum thermal evaporation. Polymer OLEDs are manufactured by solution methods such as spin coating, inkjet printing, and nozzle printing. Small molecule OLEDs can also be manufactured by solution methods if the material can be dissolved or dispersed in a solvent.
[0007] The emission color of OLED can be achieved by the structural design of the luminescent material. OLED can include one luminescent layer or multiple luminescent layers to achieve the desired spectrum. Green, yellow and red OLEDs, phosphorescent materials have been successfully commercialized. Blue phosphorescent devices still have problems such as blue unsaturation, short device life and high operating voltage. Commercial full-color OLED displays usually adopt a hybrid strategy, using blue fluorescence and phosphorescent yellow, or red and green. At present, the efficiency of phosphorescent OLEDs decreases rapidly under high brightness conditions, which is still a problem. In addition, it is expected to have a more saturated emission spectrum, higher efficiency and longer device life.
[0008] EP3896754A1 discloses an organic electroluminescent device, wherein the luminescent layer comprises a host material, a phosphorescent material and a luminescent body with a small half-peak width. However, it does not disclose or teach the influence of the combination of the host material having the specific structure represented by Formula 1 selected in the present invention with the phosphorescent material and the fluorescent light-emitting material on the device performance.
[0009] In order to meet the industry's increasing demands, especially the demand for higher device efficiency, longer life, lower voltage, narrower half-width and other performance, new devices still need further research and development. Summary of the invention
[0010] The present invention aims to provide a novel electroluminescent device comprising at least a first host compound having a structure of Formula 1, a metal complex and a fluorescent material in an organic layer to solve at least part of the above problems. The first host compound has a specific structure represented by Formula 1, the metal complex comprises a ligand represented by Formula 2, and the fluorescent material has a structure represented by Formula 3. The organic electroluminescent device of the present invention uses a phosphorescent material to sensitize the fluorescent material, and is matched with a host material having a specific structure, so that the prepared organic electroluminescent device has a narrow half-peak width, higher efficiency and longer life.
[0011] According to one embodiment of the present invention, an organic electroluminescent device is disclosed, comprising:
[0012] anode,
[0013] cathode,
[0014] and an organic layer disposed between the anode and the cathode, wherein the organic layer at least comprises a first host compound, a metal complex and a fluorescent light-emitting material;
[0015] Wherein, the first host compound has a structure represented by Formula 1:
[0016]
[0017] in,
[0018] W is selected from CR in the same or different way at each occurrence w or N;
[0019] Ar1 and Ar2 are identically or differently selected at each occurrence from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, or combinations thereof;
[0020] R wThe group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
[0021] Adjacent substituent R w can optionally be linked to form a ring;
[0022] The metal complex comprises a metal M and a ligand L coordinated with the metal M. a The metal M is selected from metals with a relative atomic mass greater than 40, and the ligand L a Having a structure represented by Formula 2:
[0023]
[0024] in,
[0025] Ring A1 and Ring A2 are each independently selected from an aromatic ring having 6 to 30 ring atoms, a heteroaromatic ring having 5 to 30 ring atoms, or a combination thereof;
[0026] K1 and K2 are selected from C or N at each occurrence, identically or differently;
[0027] G1 and G2 are identically or differently selected at each occurrence from a single bond, O, S or NR';
[0028] L is selected from the group consisting of a single bond, BR", CR"R", NR", O, SiR"R", PR", S, GeR"R", Se, substituted or unsubstituted vinylene, ethynylene, substituted or unsubstituted arylene having 6 to 30 carbon atoms, substituted or unsubstituted heteroarylene having 3 to 30 carbon atoms, and combinations thereof; when two R"s are present at the same time, the two R"s are the same or different;
[0029] R1 and R2, when they appear each time, are identical or different and represent mono-substitution, poly-substitution, or no substitution;
[0030] R1, R2, R' and R" are each identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted 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 alkylgermanyl groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6-20 carbon atoms, substituted or unsubstituted amino groups having 0-20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof;
[0031] Adjacent substituents R1, R2, R' and R" can be optionally linked to form a ring;
[0032] Wherein, the fluorescent light-emitting material has a structure represented by Formula 3:
[0033]
[0034] Ring A, Ring B, Ring C, Ring D, and Ring E are each independently selected from an unsaturated carbocyclic ring having 5 to 30 carbon atoms or an unsaturated heterocyclic ring having 3 to 30 carbon atoms;
[0035] Z1, E1 and E2 are each independently selected from B, N, P, P=O, P=S, As, As=O, As=S, SiR Si1 or GeR Ge1 ;
[0036] T1 to T8 are each independently selected from C, CR t or N;
[0037] a, b, c, d are each independently selected from 0 or 1;
[0038] L1, L2, L3, L4 are selected from single bonds, O, S, Se, BR L or NR L ;
[0039] R, when present at each occurrence, is identical or different and represents mono-, poly- or unsubstituted;
[0040] R, R t , R L , R Si1 and R Ge1 each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted Alkynyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, -BR B R B , and combinations thereof;
[0041] R BThe group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
[0042] Adjacent substituents R, R t , R L , R Si1 , R Ge1 and R B Can optionally be linked to form a ring.
[0043] According to another embodiment of the present invention, a display device is disclosed, which includes an organic electroluminescent device. The specific structure of the organic electroluminescent device is as shown in any of the above embodiments.
[0044] The novel electroluminescent device disclosed in the present invention comprises at least a first host compound, a metal complex and a fluorescent luminescent material in an organic layer. The first host compound has a specific structure represented by Formula 1, the metal complex comprises a ligand represented by Formula 2, and the fluorescent luminescent material has a structure represented by Formula 3. The organic electroluminescent device of the present invention uses a phosphorescent material to sensitize the fluorescent luminescent material, and is matched with a host material having a specific structure, so that the prepared organic electroluminescent device has a narrow half-peak width, higher efficiency and longer life. BRIEF DESCRIPTION OF THE DRAWINGS
[0045] Figure 1 is a schematic diagram of an organic light-emitting device that may contain the organic electroluminescent device disclosed herein.
[0046] Figure 2 is a schematic diagram of another organic light-emitting device that may contain the organic electroluminescent device disclosed herein. DETAILED DESCRIPTION
[0047] OLEDs can be manufactured on a variety of substrates, such as glass, plastic, and metal. Figure 1 An organic light-emitting device 100 is shown schematically and non-limitingly. The figure is not necessarily drawn to scale, and some layer structures in the figure may be omitted as needed. The device 100 may include a substrate 101, an anode 110, a hole injection layer 120, a hole transport layer 130, an electron blocking layer 140, a light-emitting layer 150, a hole blocking layer 160, an electron transport layer 170, an electron injection layer 180 and a cathode 190. The device 100 can be manufactured by depositing the described layers in sequence. The properties and functions of each layer and exemplary materials are described in more detail in columns 6-10 of U.S. Patent No. 7,279,704 B2, the entire contents of which are incorporated herein by reference.
[0048] There are more examples of each of these layers. For example, a flexible and transparent substrate-anode combination is disclosed in U.S. Patent No. 5,844,363, which is incorporated 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 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 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 by reference in its entirety. U.S. Patent Nos. 5,703,436 and 5,707,745, which are incorporated by reference in their entirety, disclose examples of cathodes including composite cathodes having a thin layer of metal such as Mg:Ag with an overlying 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 incorporated by reference in their entirety. Examples of injection layers are provided in U.S. Patent Application Publication No. 2004 / 0174116, which is incorporated by reference in its entirety. A description of protective layers can be found in U.S. Patent Application Publication No. 2004 / 0174116, which is incorporated by reference in its entirety.
[0049] The above layered structure is provided by way of non-limiting example. The functions of an OLED can be achieved by combining the various layers described above, or some layers can be omitted entirely. It can also include other layers not explicitly described. Within each layer, a single material or a mixture of multiple materials can be used to achieve optimal performance. Any functional layer can include several sublayers. For example, a light-emitting layer can have two layers of different light-emitting materials to achieve a desired light-emitting spectrum.
[0050] In one embodiment, an OLED may be described as having an "organic layer" disposed between a cathode and an anode. The organic layer may include one or more layers.
[0051] OLED also requires encapsulation layers, such as Figure 2 The organic light emitting device 200 is schematically and non-limitingly shown. Figure 1 The difference is that an encapsulation layer 102 may also be included on the cathode 190 to prevent harmful substances from the environment, such as moisture and oxygen. Any material that can provide an encapsulation function can be used as an 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 No. 7,968,146 B2, the entire contents of which are incorporated herein by reference.
[0052] Devices manufactured according to embodiments of the present invention can be incorporated into various consumer products having one or more electronic component modules (or units) of the device. Some examples of these consumer products include flat panel displays, monitors, medical monitors, televisions, billboards, lights for indoor or outdoor lighting and / or signaling, heads-up displays, fully or partially transparent displays, flexible displays, smart phones, tablet computers, tablet phones, wearable devices, smart watches, laptop computers, digital cameras, camcorders, viewfinders, micro displays, 3-D displays, vehicle displays, and taillights.
[0053] The materials and structures described herein may also be used in other organic electronic devices listed above.
[0054] As used herein, "top" means farthest from the substrate, while "bottom" means closest to the substrate. Where a first layer is described as being "disposed" "on" a second layer, the first layer is disposed farther from the substrate. Unless it is specified that the first layer is "in contact with" the second layer, other layers may be present between the first and second layers. For example, a cathode may be described as being "disposed" "on" an anode even though various organic layers are present between the cathode and the anode.
[0055] As used herein, "solution processable" means capable of being dissolved, dispersed or transported in and / or deposited from a liquid medium in the form of a solution or suspension.
[0056] A ligand may be referred to as "photoactive" when it is believed that the ligand directly contributes to the photoactive property of the emissive material. A ligand may be referred to as "ancillary" when it is believed that the ligand does not contribute to the photoactive property of the emissive material, but the ancillary ligand may alter the properties of the photoactive ligand.
[0057] 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, namely P-type delayed fluorescence and E-type delayed fluorescence. P-type delayed fluorescence is generated by triplet-triplet annihilation (TTA).
[0058] On the other hand, E-type delayed fluorescence does not rely on the collision of two triplets, but on the conversion between triplet and singlet excited state. Compounds capable of producing E-type delayed fluorescence need to have a very small single-triplet gap for the conversion between energy states. Thermal energy can activate the transition from triplet back to singlet. This type of delayed fluorescence is also called thermally activated delayed fluorescence (TADF). The notable feature of TADF is that the delayed component increases with increasing temperature. If the reverse intersystem crossing (RISC) rate is fast enough to minimize the non-radiative decay by triplet, the fraction of backfilling singlet excited state may reach 75%. The total singlet fraction can be 100%, far exceeding the 25% of the spin statistics of the excitons generated by electricity.
[0059] The E-type delayed fluorescence feature can be seen in an exciplex system or a single compound. Without being bound by theory, it is believed that the E-type delayed fluorescence requires the luminescent material to have a small singlet-triplet energy gap (ΔE S-T ). Organic non-metal-containing donor-acceptor luminescent materials may be able to achieve this. The emission of these materials is usually characterized by donor-acceptor charge transfer (CT) type emission. The spatial separation of the HOMO and LUMO in these donor-acceptor type compounds usually produces a small ΔE S-T These states may include CT states. Generally, donor-acceptor light-emitting materials are constructed by linking an electron donor moiety (eg, an amino group or a carbazole derivative) to an electron acceptor moiety (eg, a six-membered aromatic ring containing N).
[0060] Definition of Substituent Terms
[0061] Halogen or halide - as used herein includes fluorine, chlorine, bromine and iodine.
[0062] Alkyl - as used herein, includes straight chain and branched alkyl groups. The alkyl group may be an alkyl group having 1 to 20 carbon atoms, preferably an alkyl group having 1 to 12 carbon atoms, and more preferably an alkyl group having 1 to 6 carbon atoms. Examples of alkyl groups include methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl, n-dodecyl, n-tridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, n-heptadecyl, n-octadecyl, neopentyl, 1-methylpentyl, 2-methylpentyl, 1-pentylhexyl, 1-butylpentyl, 1-heptyloctyl, 3-methylpentyl. Among the above, methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, neopentyl and n-hexyl are preferred. In addition, the alkyl group may be optionally substituted.
[0063] Cycloalkyl - as used herein, includes cyclic alkyl. Cycloalkyl can be a cycloalkyl having 3 to 20 ring carbon atoms, preferably a cycloalkyl having 4 to 10 carbon atoms. Examples of cycloalkyl include cyclobutyl, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4,4-dimethylcyclohexyl, 1-adamantyl, 2-adamantyl, 1-norbornyl, 2-norbornyl, etc. Among the above, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4,4-dimethylcyclohexyl are preferred. In addition, cycloalkyl can be optionally substituted.
[0064] Heteroalkyl - As used herein, a heteroalkyl group comprises one or more carbons in an alkyl chain substituted with a heteroatom selected from the group consisting of a nitrogen atom, an oxygen atom, a sulfur atom, a selenium atom, a phosphorus atom, a silicon atom, a germanium atom and a boron atom. The heteroalkyl group may be a heteroalkyl group having 1 to 20 carbon atoms, 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 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. In addition, heteroalkyl may be optionally substituted.
[0065] Alkenyl - as used herein, encompasses straight chain, branched and cyclic olefin groups. Alkenyl can be an alkenyl containing 2 to 20 carbon atoms, preferably an alkenyl having 2 to 10 carbon atoms. Examples of alkenyl 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, cycloheptatrienyl, cyclooctenyl, cyclooctatetraenyl and norbornenyl. Additionally, alkenyl groups may be optionally substituted.
[0066] Alkynyl - as used herein, encompasses straight chain alkynyl. Alkynyl may be an alkynyl containing 2 to 20 carbon atoms, preferably an alkynyl having 2 to 10 carbon atoms. Examples of alkynyl include ethynyl, propynyl, propargyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, 2-pentynyl, 3,3-dimethyl-1-butynyl, 3-ethyl-3-methyl-1-pentynyl, 3,3-diisopropyl-1-pentynyl, phenylethynyl, phenylpropynyl, etc. Among the above, ethynyl, propynyl, propargyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, phenylethynyl, etc. are preferred. In addition, alkynyl may be optionally substituted.
[0067] Aryl or aromatic group - As used herein, both non-fused and fused systems are contemplated. The aryl group may be an aryl group having 6 to 30 carbon atoms, preferably an aryl group having 6 to 20 carbon atoms, and more preferably an aryl group having 6 to 12 carbon atoms. Examples of aryl groups include phenyl, biphenyl, terphenyl, triphenylene, tetraphenylene, naphthalene, anthracene, phenanthrene, fluorene, pyrene, Perylene and azulene, preferably phenyl, biphenyl, terphenyl, triphenylene, fluorene and naphthalene. Examples of non-condensed aryl groups include phenyl, biphenyl-2-yl, biphenyl-3-yl, biphenyl-4-yl, p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, o-tolyl, m-tolyl, p-tolyl, p-(2-phenylpropyl)phenyl, 4'-methylbiphenyl, 4"-tert-butyl-p-terphenyl-4-yl, o-cumyl, m-cumyl, p-cumyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesityl and m-quadrenyl. In addition, the aryl group may be optionally substituted.
[0068] Heterocyclic group - as used herein, non-aromatic cyclic groups are considered. Non-aromatic heterocyclic groups include saturated heterocyclic groups with 3-20 ring atoms and unsaturated non-aromatic heterocyclic groups with 3-20 ring atoms, wherein at least one ring atom is selected from the group consisting of nitrogen atoms, oxygen atoms, sulfur atoms, selenium atoms, silicon atoms, phosphorus atoms, germanium atoms and boron atoms, and preferred non-aromatic heterocyclic groups are those with 3 to 7 ring atoms, which include at least one heteroatom such as nitrogen, oxygen, silicon or sulfur. Examples of non-aromatic heterocyclic groups include oxirane, oxetane, tetrahydrofuranyl, tetrahydropyranyl, dioxopentanyl, dioxanyl, aziridinyl, dihydropyrrolyl, tetrahydropyrrolyl, piperidinyl, oxazolidinyl, morpholinyl, piperazinyl, oxepinyl, thiepinyl, azacycloheptinyl and tetrahydrothioxyl. In addition, the heterocyclic group may be optionally substituted.
[0069] Heteroaryl - As used herein, non-fused and fused heteroaromatic groups may contain 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 atoms. Heteroaryl also refers to heteroaryl. The heteroaryl may 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, indole, carbazole, pyridine, indole, pyrrolopyridine, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazine, oxathiazine, oxadiazine, indole, benzimidazole, indazole, indenozine, benzoxazole, benzisoxazole, benzothiazole, quinoline, isoquinoline, In some embodiments, the heteroaryl group is substituted with 1,2-azaborine, 1,3-azaborine, 1,4-azaborine, borazole and its aza analogs. In some embodiments, the heteroaryl group is substituted with 1,2-azaborine, 1,3-azaborine, 1,4-azaborine, borazole and its aza analogs. In some embodiments, the heteroaryl group is substituted with 1,2-azaborine, 1,3-azaborine, 1,4-azaborine, borazole and its aza analogs. In addition, the heteroaryl group may be optionally substituted.
[0070] Alkoxy-as used herein, represented by -O-alkyl, -O-cycloalkyl, -O-heteroalkyl or -O-heterocyclyl. Examples and preferred examples of alkyl, cycloalkyl, heteroalkyl and heterocyclyl are the same as described above. Alkoxy can be an alkoxy having 1 to 20 carbon atoms, preferably an alkoxy having 1 to 6 carbon atoms. Examples of alkoxy include methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, tetrahydrofuranyloxy, tetrahydropyranyloxy, methoxypropyloxy, ethoxyethyloxy, methoxymethyloxy and ethoxymethyloxy. In addition, alkoxy can be optionally substituted.
[0071] Aryloxy - as used herein, represented by -O-aryl or -O-heteroaryl. Examples and preferred examples of aryl and heteroaryl are the same as above. Aryloxy can be an aryloxy having 6 to 30 carbon atoms, preferably an aryloxy having 6 to 20 carbon atoms. Examples of aryloxy include phenoxy and biphenyloxy. In addition, aryloxy can be optionally substituted.
[0072] Aralkyl - as used herein, encompasses aryl-substituted alkyl groups. Aralkyl groups may be aralkyl groups having 7 to 30 carbon atoms, preferably aralkyl groups having 7 to 20 carbon atoms, and more preferably aralkyl groups having 7 to 13 carbon atoms. Examples of aralkyl 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, substituted alkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl,
[0073] Alkylsilyl - As used herein, alkyl substituted silicon groups are contemplated. The alkylsilyl group may be an alkylsilyl group having 3-20 carbon atoms, preferably an alkylsilyl group having 3 to 10 carbon atoms. Examples of alkylsilyl groups include trimethylsilyl, triethylsilyl, methyldiethylsilyl, ethyldimethylsilyl, tripropylsilyl, tributylsilyl, triisopropylsilyl, methyldiisopropylsilyl, dimethylisopropylsilyl, tri-tert-butylsilyl, triisobutylsilyl, dimethyltert-butylsilyl, methyldi-tert-butylsilyl. In addition, the alkylsilyl group may be optionally substituted.
[0074] Arylsilyl - as used herein, encompasses at least one aryl-substituted silicon group. The arylsilyl group may be an arylsilyl group having 6 to 30 carbon atoms, preferably an arylsilyl group having 8 to 20 carbon atoms. Examples of arylsilyl groups include triphenylsilyl, phenyldiphenylsilyl, diphenylbiphenylsilyl, phenyldiethylsilyl, diphenylethylsilyl, phenyldimethylsilyl, diphenylmethylsilyl, phenyldiisopropylsilyl, diphenylisopropylsilyl, diphenylbutylsilyl, diphenylisobutylsilyl, diphenyltert-butylsilyl. In addition, the arylsilyl group may be optionally substituted.
[0075] Alkylgermanyl - As used herein, alkyl substituted germanium is contemplated. The alkylgermanyl may be an alkylgermanyl having 3-20 carbon atoms, preferably an alkylgermanyl having 3 to 10 carbon atoms. Examples of alkylgermanyl include trimethylgermanyl, triethylgermanyl, methyldiethylgermanyl, ethyldimethylgermanyl, tripropylgermanyl, tributylgermanyl, triisopropylgermanyl, methyldiisopropylgermanyl, dimethylisopropylgermanyl, tri-tert-butylgermanyl, triisobutylgermanyl, dimethyltert-butylgermanyl, methyldi-tert-butylgermanyl. In addition, the alkylgermanyl may be optionally substituted.
[0076] Arylgermanyl - as used herein, encompasses germanyl substituted with at least one aryl or heteroaryl group. The arylgermanyl may be an arylgermanyl having 6 to 30 carbon atoms, preferably an arylgermanyl having 8 to 20 carbon atoms. Examples of arylgermanyl include triphenylgermanyl, phenyldibiphenylgermanyl, diphenylbiphenylgermanyl, phenyldiethylgermanyl, diphenylethylgermanyl, phenyldimethylgermanyl, diphenylmethylgermanyl, phenyldiisopropylgermanyl, diphenylisopropylgermanyl, diphenylbutylgermanyl, diphenylisobutylgermanyl, diphenyltert-butylgermanyl. In addition, the arylgermanyl may be optionally substituted.
[0077] The term "aza" in azadibenzofuran, azadibenzothiophene, etc. means that one or more CH groups in the corresponding aromatic fragment are replaced by a nitrogen atom. For example, azatriphenylene includes dibenzo[f,h]quinoxaline, dibenzo[f,h]quinoline and other analogs having two or more nitrogens in the ring system. Other nitrogen analogs of the above-mentioned aza derivatives can be easily thought of by those of ordinary skill in the art, and all such analogs are determined to be included in the terms described herein.
[0078] In the present disclosure, unless otherwise defined, when any one of the terms in the group consisting of substituted alkyl, substituted cycloalkyl, substituted heteroalkyl, substituted heterocyclyl, substituted aralkyl, substituted alkoxy, substituted aryloxy, substituted alkenyl, substituted alkynyl, substituted aryl, substituted heteroaryl, substituted alkylsilyl, substituted arylsilyl, substituted alkylgermanyl, substituted arylgermanyl, substituted amino, substituted acyl, substituted carbonyl, substituted carboxylic acid , substituted ester, substituted sulfinyl, substituted sulfonyl, substituted phosphino, refers to alkyl, cycloalkyl, heteroalkyl, heterocyclic, aralkyl, alkoxy, aryloxy, alkenyl, alkynyl, aryl, heteroaryl, alkylsilyl, arylsilyl, alkylgermanyl, arylgermanyl, amino, acyl, carbonyl, carboxylic acid, ester, sulfinyl, sulfonyl and phosphino, any one of which may be selected from deuterium, halogen, unsubstituted alkyl having 1 to 20 carbon atoms, unsubstituted cycloalkyl having 3-20 ring carbon atoms, unsubstituted heteroalkyl having 1-20 carbon atoms, unsubstituted heterocyclyl having 3-20 ring atoms, unsubstituted aralkyl having 7-30 carbon atoms, unsubstituted alkoxy having 1-20 carbon atoms, unsubstituted aryloxy having 6-30 carbon atoms, unsubstituted alkenyl having 2-20 carbon atoms, unsubstituted alkynyl having 2-20 carbon atoms, unsubstituted cycloalkyl having 6-30 carbon atoms, unsubstituted cycloalkyl having 2-2 ... Aryl, unsubstituted heteroaryl having 3-30 carbon atoms, unsubstituted alkylsilyl having 3-20 carbon atoms, unsubstituted arylsilyl having 6-20 carbon atoms, unsubstituted alkylgermanyl having 3-20 carbon atoms, unsubstituted arylgermanyl having 6-20 carbon atoms, unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, mercapto, sulfinyl, sulfonyl, phosphino and combinations thereof.
[0079] It should be understood that when describing a molecular fragment as a substituent or otherwise attached to another moiety, its name can be written according to whether it is a fragment (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 a substituent or attaching a fragment are considered equivalent.
[0080] In the compounds mentioned in this disclosure, hydrogen atoms may be partially or completely replaced by deuterium. Other atoms such as carbon and nitrogen may also be replaced by their other stable isotopes. The replacement of other stable isotopes in the compounds may be preferred because it enhances the efficiency and stability of the device.
[0081] In the compounds mentioned in the present disclosure, multiple substitution refers to the range including disubstitution up to the maximum number of available substitutions. When a substituent in the compounds mentioned in the present disclosure represents multiple substitutions (including disubstitution, trisubstitution, tetrasubstitution, etc.), it means that the substituent can exist in multiple available substitution positions on its connection structure, and the substituents existing in multiple available substitution positions can be of the same structure or different structures.
[0082] In the compounds mentioned in the present disclosure, unless clearly defined, for example, adjacent substituents can be optionally connected to form a ring, otherwise adjacent substituents in the compound cannot be connected to form a ring. In the compounds mentioned in the present disclosure, adjacent substituents can be optionally connected to form a ring, including both the situation where adjacent substituents can be connected to form a ring and the situation where adjacent substituents are not connected to form a ring. When adjacent substituents can be optionally connected to form a ring, the formed ring can be a monocyclic or polycyclic ring (including spirocyclic, bridged ring, condensed ring, etc.), as well as an alicyclic, heteroalicyclic, aromatic or heteroaromatic ring. In this statement, 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.
[0083] The expression that adjacent substituents can be optionally linked to form a ring is also intended to be taken to mean that two substituents bonded to the same carbon atom are linked to each other by a chemical bond to form a ring, which can be exemplified by the following formula:
[0084]
[0085] The expression that adjacent substituents can be optionally linked to form a ring is also intended to be taken to mean that two substituents bonded to carbon atoms directly bonded to each other are linked to each other by a chemical bond to form a ring, which can be exemplified by the following formula:
[0086]
[0087] The expression that adjacent substituents can be optionally linked to form a ring is also intended to be taken to mean that two substituents bonded to a further distant carbon atom are linked to each other by a chemical bond to form a ring, which can be exemplified by the following formula:
[0088]
[0089] Furthermore, the statement that adjacent substituents can optionally be linked to form a ring is also intended to be taken to mean that, in the case where one of the two adjacent substituents represents hydrogen, the second substituent is bonded at the position to which the hydrogen atom is bonded, thereby forming a ring. This is exemplified by the following formula:
[0090]
[0091] According to one embodiment of the present invention, an organic electroluminescent device is disclosed, comprising:
[0092] anode,
[0093] cathode,
[0094] and an organic layer disposed between the anode and the cathode, wherein the organic layer at least comprises a first host compound, a metal complex and a fluorescent light-emitting material;
[0095] Wherein, the first host compound has a structure represented by Formula 1:
[0096]
[0097] in,
[0098] W is selected from CR in the same or different way at each occurrence w or N;
[0099] Ar1 and Ar2 are identically or differently selected at each occurrence from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, or combinations thereof;
[0100] R wThe group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
[0101] Adjacent substituent R w can optionally be linked to form a ring;
[0102] The metal complex comprises a metal M and a ligand L coordinated with the metal M. a The metal M is selected from metals with a relative atomic mass greater than 40, and the ligand L a Having a structure represented by Formula 2:
[0103]
[0104] in,
[0105] Ring A1 and Ring A2 are each independently selected from an aromatic ring having 6 to 30 ring atoms, a heteroaromatic ring having 5 to 30 ring atoms, or a combination thereof;
[0106] K1 and K2 are selected from C or N at each occurrence, identically or differently;
[0107] G1 and G2 are identically or differently selected at each occurrence from a single bond, O, S or NR';
[0108] L is selected from the group consisting of a single bond, BR", CR"R", NR", O, SiR"R", PR", S, GeR"R", Se, substituted or unsubstituted vinylene, ethynylene, substituted or unsubstituted arylene having 6 to 30 carbon atoms, substituted or unsubstituted heteroarylene having 3 to 30 carbon atoms, and combinations thereof; when two R"s are present at the same time, the two R"s are the same or different;
[0109] R1 and R2, when they appear each time, are identical or different and represent mono-substitution, poly-substitution, or no substitution;
[0110] R1, R2, R' and R" are each identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted 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 alkylgermanyl groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6-20 carbon atoms, substituted or unsubstituted amino groups having 0-20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof;
[0111] Adjacent substituents R1, R2, R' and R" can be optionally linked to form a ring;
[0112] Wherein, the fluorescent light-emitting material has a structure represented by Formula 3:
[0113]
[0114] Ring A, Ring B, Ring C, Ring D, and Ring E are each independently selected from an unsaturated carbocyclic ring having 5 to 30 carbon atoms or an unsaturated heterocyclic ring having 3 to 30 carbon atoms;
[0115] Z1, E1 and E2 are each independently selected from B, N, P, P=O, P=S, As, As=O, As=S, SiR Si1 or GeR Ge1 ;
[0116] T1 to T8 are each independently selected from C, CR t or N;
[0117] a, b, c, d are each independently selected from 0 or 1;
[0118] L1, L2, L3, L4 are selected from single bonds, O, S, Se, BR L or NR L ;
[0119] R, when present at each occurrence, is identical or different and represents mono-, poly- or unsubstituted;
[0120] R, R t , R L , R Si1 and R Ge1 each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted Alkynyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, -BR B R B , and combinations thereof;
[0121] R BThe group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
[0122] Adjacent substituents R, R t , R L , R Si1 , R Ge1 and R B Can optionally be linked to form a ring.
[0123] Herein, in Formula 2, when L is selected from a single bond, it indicates that ring A1 and ring A2 are directly connected via a single bond. When G1 or G2 is selected from a single bond, it indicates that ring A1 or ring A2 is directly connected to the metal M via a single bond.
[0124] Herein, in Formula 2, the connection mode between L and rings A1 and A2 is intended to indicate that L in Formula 2 can be connected to any ring atom in ring A1 or ring A2, and does not only include the case where L is connected to an atom adjacent to K1 in ring A1 or an atom adjacent to K2 in ring A2.
[0125] Herein, in Formula 2, "carbocycle" includes saturated carbocycle and unsaturated carbocycle, "unsaturated carbocycle" includes aromatic unsaturated carbocycle and non-aromatic unsaturated carbocycle, "heterocycle" includes saturated heterocycle and unsaturated heterocycle, and "unsaturated heterocycle" includes aromatic unsaturated heterocycle and non-aromatic unsaturated heterocycle.
[0126] In this article, in Formula 3, "a, b, c, d are each independently selected from 0 or 1" is intended to indicate that T1 and T2, T3 and T4, T5 and T6, T7 and T8 corresponding to a, b, c, d are connected or disconnected. For example, when a is 0, T1 and T2 are disconnected (i.e., T1 and T2 are not connected); when one or more of a, b, c, d is 0, the same is true.
[0127] In this context, “the adjacent substituent R w "can optionally be linked to form a ring" is intended to mean that two substituents R w Obviously, these substituents may not be connected to form a ring.
[0128] As used herein, “adjacent substituents R1, R2, R′ and R″ can optionally be linked to form a ring” is intended to mean that adjacent groups of substituents, for example, between two substituents R1, between two substituents R2, between two substituents R′, between two substituents R″, between substituents R1 and R2, between substituents R′ and R1, between substituents R′ and R2, between substituents R″ and R1, between substituents R″ and R2, between substituents R′ and R″, any one or more of these substituent groups can be linked to form a ring. Obviously, none of these substituents may be linked to form a ring.
[0129] In this context, adjacent substituents R, R t , R L , R Si1 , R Ge1 and R B can be optionally connected to form a ring, which is intended to represent adjacent substituent groups, for example, between two substituents R t Between the two substituents R B Between the substituent R and the substituent R Si1 Between the substituent R and the substituent R Ge1 Between the substituent R and the substituent R L Between the substituent R and the substituent R t between, and between a substituent R and a substituent R B Any one or more of these adjacent substituent groups can be connected to form a ring. Obviously, these adjacent substituent groups can also not be connected to form a ring.
[0130] According to one embodiment of the present invention, in the first host compound, the W is selected from CR w .
[0131] According to one embodiment of the present invention, in the first host compound, R wEach occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-20 carbon atoms, substituted or unsubstituted heteroaryl having 3-20 carbon atoms, cyano, and combinations thereof.
[0132] According to one embodiment of the present invention, in the first host compound, R w Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, fluorine, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, cyano, and combinations thereof.
[0133] According to one embodiment of the present invention, the first host compound contains at least one deuterium.
[0134] According to one embodiment of the present invention, the first host compound is partially deuterated or fully deuterated.
[0135] According to one embodiment of the present invention, in the first host compound, the W is selected from CR w , and the R w At least one of is selected from deuterium.
[0136] According to one embodiment of the present invention, in the first host compound, the W is selected from CR w , and the R w Selected from deuterium.
[0137] According to one embodiment of the present invention, in the first host compound, Ar1 and Ar2 are selected from substituted or unsubstituted aromatic groups having 6 to 20 carbon atoms, substituted or unsubstituted heteroaromatic groups having 3 to 20 carbon atoms, or a combination thereof, the same or different when they appear each time.
[0138] According to one embodiment of the present invention, in the first main compound, Ar1 and Ar2 are selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted quinolyl, or a combination thereof.
[0139] According to one embodiment of the present invention, in the first host compound, Ar1 and Ar2 are selected from substituted or unsubstituted aromatic groups having 6 to 30 carbon atoms, the same or different when they appear each time.
[0140] According to one embodiment of the present invention, in the first host compound, Ar1 and Ar2 are selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, or a combination thereof, the same or different when they appear each time.
[0141] According to one embodiment of the present invention, in the first host compound, Ar1 and Ar2 are partially deuterated or fully deuterated.
[0142] According to one embodiment of the present invention, in the first main compound, Ar1 and Ar2 and their substituents cannot be selected from heteroaryl groups containing six-membered nitrogen heterocycles, for example, Ar1 and Ar2 and their substituents do not contain pyridine, pyrimidine, triazine, quinoline, isoquinoline, quinazoline, and quinoxaline.
[0143] According to one embodiment of the present invention, wherein Ar1 and Ar2 are identically or differently selected each time they appear from a substituted or unsubstituted aromatic group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaromatic group having 3 to 30 carbon atoms containing one or more heteroatoms selected from O, S, Se, Si, P, Ge and B, or a combination thereof.
[0144] According to one embodiment of the present invention, in the first host compound, Ar1 and Ar2 and their substituents are neutral groups or electron-donating groups.
[0145] According to one embodiment of the present invention, the Hammett constant of the neutral group or the electron-donating group is less than 0.05.
[0146] It should be noted that the Hammett constant includes the Hammett para constant and / or the Hammett meta constant. As long as one of the para constant and the meta constant is less than 0.05, it can be used as a preferred neutral group or electron-donating group in the present invention.
[0147] According to one embodiment of the present invention, the first host compound is selected from the group consisting of Compound 2-1 to Compound 2-290, and the specific structures of Compound 2-1 to Compound 2-290 are shown in Claim 4.
[0148] According to one embodiment of the present invention, the first host compound is selected from the group consisting of compounds 2-1 to 2-298, wherein the specific structures of compounds 2-1 to 2-290 are shown in claim 4, and compounds 2-291 to 2-298 are selected from the group consisting of the following compounds:
[0149]
[0150] According to one embodiment of the present invention, the hydrogen in the structures of compounds 2-1 to 2-298 can be partially or completely replaced by deuterium.
[0151] 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, L a , L b and L c are the first ligand, the second ligand and the third ligand coordinated to the metal M, respectively, and L a and the L c or L b are the same or different; where L a , L b and L c can optionally be linked to form a multidentate ligand;
[0152] The metal M is selected from metals with a relative atomic mass greater than 40; preferably, the metal M is selected from the group consisting of Cu, Ag, Au, Ru, Rh, Pd, Os, Ir and Pt; more preferably, the metal M is selected from Pt or Ir;
[0153] 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 is equal to the oxidation state of metal M; when m is greater than or equal to 2, multiple L a The same or different; when n is equal to 2, the two L bThe same or different; when q is equal to 2, the two L c Same or different;
[0154] L b and L c Each occurrence is identically or differently selected from any one of the following groups:
[0155]
[0156] in,
[0157] X b Each occurrence is identically or differently selected from the group consisting of: O, S, Se, NR N1 , CR C1 R C2 ;
[0158] X c and X d Each occurrence is identically or differently selected from the group consisting of: O, S, Se and NR N2 ;
[0159] R a and R b Each occurrence is identical or different and indicates mono-, poly-, or unsubstituted;
[0160] R a , R b , R c , R N1 , R N2 , R C1 and R C2The group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
[0161] Adjacent substituent R a , R b , R c , R N1 , R N2 , R C1 and R C2 Can optionally be linked to form a ring.
[0162] In this context, “the adjacent substituent R a , R b , R c , R N1 , R N2 , R C1 and R C2 "can optionally be linked to form a ring" is intended to mean that adjacent groups of substituents, for example, two substituents R a Between the two substituents R b Between the two substituents R c Between, the substituent R a and R b Between, the substituent R a and R c Between, the substituent R b and R c Between, the substituent R a and R N1 Between, the substituent R b and R N1 Between, the substituent R a and RC1 Between, the substituent R a and R C2 Between, the substituent R b and R C1 Between, the substituent R b and R C2 Between, the substituent R a and R N2 Between, the substituent R b and R N2 Between, and R C1 and R C2 Any one or more of these substituent groups may be linked to form a ring. For example, The adjacent substituent R a , R b Can be optionally linked to form a ring, which can form one or more of the following structures including but not limited to:
[0163] Wherein W' is selected from O, S, Se, NR w ' or CR w 'R w '; wherein said R w ', R a ', R b ' is defined in the same way as R a Obviously, these substituents may not be connected to form a ring.
[0164] 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 each time it appears, the same or different.
[0165] According to one embodiment of the invention, the metal M is selected, identically or differently, from Pt or Ir on each occurrence.
[0166] According to one embodiment of the present invention, the metal complex has Ir(L a ) m (L b ) 3-m The general structure of the present invention is represented by the formula Ma:
[0167]
[0168] in,
[0169] m is selected from 1, 2 or 3; when m is selected from 1, two L b The same or different; when m is selected from 2 or 3, multiple L a Same or different;
[0170] Ring A1 is selected from heteroaromatic rings having 5 to 30 ring atoms;
[0171] Ring A2 is selected from an aromatic ring having 6-30 ring atoms, a heteroaromatic ring having 5-30 ring atoms, or a combination thereof;
[0172] U1 to U8 are selected from CR in the same or different manner each time they appear. u or N;
[0173] R1 and R2, when they appear each time, are identical or different and represent mono-, poly- or non-substituted;
[0174] R1, R2 and R u The group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
[0175] Adjacent substituents R1, R2 and R u Can optionally be linked to form a ring.
[0176] In this embodiment, "adjacent substituents R1, R2 and R u "can optionally be linked to form a ring" is intended to mean that adjacent groups of substituents, for example, between two substituents R1, between two substituents R2, between two substituents R u Any one or more of these substituent groups may be connected to form a ring. Obviously, none of these substituent groups may be connected to form a ring.
[0177] According to one embodiment of the present invention, the ring A1 is selected from any of the following structures:
[0178]
[0179]
[0180] in,
[0181] Each occurrence of R1 is the same or different, indicating mono-substitution, poly-substitution, or no substitution; when multiple R1 exist in any structure, the R1 are the same or different;
[0182] R1 is selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
[0183] Adjacent substituents R1 can be optionally linked to form a ring;
[0184] Among them, "#" indicates the position connected to the metal Ir, Indicates the position of connection with ring A2.
[0185] According to one embodiment of the present invention, wherein the ring A1 is selected from
[0186] According to one embodiment of the present invention, wherein the ring A1 is selected from
[0187] According to one embodiment of the present invention, wherein the ring A2 is selected from any of the following structures each time it appears, the same or different:
[0188]
[0189] in,
[0190] Z is selected, at each occurrence, identically or differently, from the group consisting of O, S, Se, NR, CRR, SiRR and GeRR;
[0191] Each occurrence of R2 is the same or different, indicating mono-substitution, poly-substitution, or no substitution; when multiple R2 exist in any structure, the R2 are the same or different;
[0192] R2 is selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
[0193] Adjacent substituents R2 can optionally be linked to form a ring;
[0194] Among them, "#" indicates the position connected to the metal Ir, Indicates the position of connection with ring A1.
[0195] According to one embodiment of the present invention, wherein the ring A2 is selected from
[0196] According to one embodiment of the present invention, the metal complex has Ir(L a ) m (L b ) 3-m The general structure of, and the structure represented by the formula Ma-0:
[0197]
[0198] in,
[0199] m is selected from 1, 2 or 3; when m is selected from 1, two L b are the same or different; when m is selected from 2 or 3, 2 or 3 L a are the same or different;
[0200] Z is selected from O, S, Se, NR z , CR z R z ,SiR z R z and GeR z R z When there are multiple R z When multiple R z Same or different;
[0201] X1 to X6 are selected from CR in the same or different manner at each occurrence. x or N;
[0202] Y1 to Y4 are selected from CR y or N;
[0203] R a and R b Each occurrence is identical or different and indicates mono-, poly-, or unsubstituted;
[0204] R x , R y , R z , R a , R bThe group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
[0205] Adjacent substituent R x , R y , R z , R a , R b Can optionally be linked to form a ring.
[0206] In this embodiment, "the adjacent substituent R x , R y , R y , R a , R b "can optionally be linked to form a ring" is intended to mean, for example, that two substituents R x Between the two substituents R y Between the two substituents R y Between the two substituents R a Between the two substituents R b Between, the substituent R x and R y Between, the substituent R z and R y Between, the substituent R z and R x Any one or more of these substituent groups may be connected to form a ring. Obviously, none of these substituent groups may be connected to form a ring.
[0207] According to one embodiment of the present invention, wherein Z is selected from O, S, Se, NR zor CR z R z .
[0208] According to one embodiment of the present invention, wherein Z is selected from O or S.
[0209] According to one embodiment of the present invention, each time Y1 to Y4 appears, they are selected from CR y , X1-X6 are selected from CR in the same or different manner each time they appear x ; said R x , R y Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted 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 amino having 0-20 carbon atoms, cyano, hydroxyl, mercapto, and combinations thereof.
[0210] According to one embodiment of the present invention, at least one of X1-X6 is selected from N.
[0211] According to one embodiment of the present invention, each time Y1 to Y4 appears, they are selected from CR y , X1-X5 are selected from CR in the same or different manner each time they appear x , X6 is selected from CR x or N; said R x , R y Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted 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 amino having 0-20 carbon atoms, cyano, hydroxyl, mercapto, and combinations thereof.
[0212] According to one embodiment of the present invention, X6 is selected from N, and X1-X5 is selected from CR the same or different each time it appears. x , the R xEach occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted 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 amino having 0-20 carbon atoms, cyano, hydroxyl, mercapto, and combinations thereof.
[0213] According to one embodiment of the present invention, at least one of X1-X6 is selected from CR x , and the R x Each occurrence is identically or differently selected from the group consisting of: deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted 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 arylsilanyl having 6-20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3-20 carbon atoms, substituted or unsubstituted arylgermanyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, cyano, and combinations thereof.
[0214] According to one embodiment of the present invention, at least one of X1-X6 is selected from CR x , and the R x Each occurrence is identically or differently selected from the group consisting of deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, and combinations thereof.
[0215] According to one embodiment of the present invention, X2 is selected from CR x , and the R x is selected from the group consisting of deuterium, fluorine, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, and combinations thereof; and / or X6 is selected from CR x , and the Rx is selected from deuterium, a substituted or unsubstituted aryl group having 6 to 18 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 18 carbon atoms, or a combination thereof.
[0216] According to one embodiment of the present invention, at least one of X1-X6 is selected from CR x , and the R x Selected from cyano or fluorine.
[0217] According to one embodiment of the present invention, X5 is selected from CR x , and the R x Selected from cyano or fluorine.
[0218] According to one embodiment of the present invention, X6 is selected from CR x , and the R x Selected from cyano.
[0219] According to one embodiment of the present invention, at least two of X1-X6 are selected from CR x , and one of the R x is cyano or fluorine; the other R x selected from the group consisting of deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl ... atom, an alkynyl group having 6 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and a combination thereof having 0 to 20 carbon atoms.
[0220] According to one embodiment of the present invention, at least two of X1-X6 are selected from CR x , and one of the R x is cyano or fluorine; the other R xSelected from the group consisting of deuterium, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, and combinations thereof.
[0221] According to one embodiment of the present invention, X5 is selected from CR x , and the R x is cyano or fluorine, X6 is selected from CR x , and the R x is selected from deuterium, a substituted or unsubstituted aryl group having 6 to 18 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 18 carbon atoms, or a combination thereof.
[0222] According to one embodiment of the present invention, R a , R b Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted 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 alkylgermanyl having 3-20 carbon atoms, cyano, and combinations thereof.
[0223] According to one embodiment of the present invention, R a , R b Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, fluorine, substituted or unsubstituted alkyl having 1 to 6 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 6 ring carbon atoms, substituted or unsubstituted aryl having 6 to 12 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 12 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 12 carbon atoms, substituted or unsubstituted alkylgermanyl having 3 to 12 carbon atoms, and combinations thereof.
[0224] According to one embodiment of the present invention, the metal complex is selected from the group consisting of compounds M-a1 to M-a67, and the specific structures of compounds M-a1 to M-a67 are shown in claim 11.
[0225] According to one embodiment of the present invention, the fluorescent light-emitting material structure has a structure represented by Formula 3-A:
[0226]
[0227] in,
[0228] Ring A, Ring B, Ring C, Ring D, and Ring E are each independently selected from an unsaturated carbocyclic ring having 5 to 30 carbon atoms or an unsaturated heterocyclic ring having 3 to 30 carbon atoms;
[0229] Z1, E1 and E2 are each independently selected from B, N, P, P=O, P=S, As, As=O, As=S, SiR Si1 or GeR Ge1 ;
[0230] T7 and T8 are each independently selected from C, CR t or N;
[0231] d is selected from 0 and 1;
[0232] L4 is selected, at each occurrence, identically or differently, from a single bond, O, S, Se, BR L or NR L ;
[0233] R, when present at each occurrence, is identical or different and represents mono-, poly- or unsubstituted;
[0234] R, R t , R L , R Si1 and R Ge1 each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted Alkynyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, -BR B R B , and combinations thereof;
[0235] R BThe group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
[0236] Adjacent substituents R, R t , R L , R Si1 , R Ge1 and R B Can optionally be linked to form a ring.
[0237] According to one embodiment of the present invention, the ring A, ring B, ring C, ring D and ring E are each independently selected from a five-membered unsaturated carbocyclic ring, an aromatic ring having 6-30 carbon atoms, or a heteroaromatic ring having 3-30 carbon atoms.
[0238] According to one embodiment of the present invention, the ring A, ring B, ring C, ring D and ring E are each independently selected from a five-membered unsaturated carbocyclic ring, an aromatic ring having 6-18 carbon atoms, or a heteroaromatic ring having 3-18 carbon atoms.
[0239] According to one embodiment of the present invention, the ring A, ring B, ring C, ring D and ring E are each independently selected from a benzene ring, a pyridine ring, a naphthalene ring, a phenanthrene ring, an anthracene ring, an indene ring, a fluorene ring, an indole ring, a carbazole ring, a benzofuran ring, a dibenzofuran ring, a benzosilole ring, a dibenzosilole ring, a benzothiophene ring, a dibenzothiophene ring, a dibenzoselenophene ring, a cyclopentadiene ring, a furan ring, a thiophene ring, a silole ring, or a combination thereof.
[0240] According to one embodiment of the present invention, the ring A, ring B, ring C, ring D and ring E are selected from benzene rings.
[0241] According to one embodiment of the present invention, wherein Z1 is selected from B, P=O or P=S, and E1 and E2 are each independently selected from N or P.
[0242] According to one embodiment of the present invention, wherein Z1 is selected from B, and E1 and E2 are selected from N.
[0243] According to one embodiment of the present invention, wherein Z1 is selected from N or P, and E1 and E2 are each independently selected from B, P=O or P=S.
[0244] According to one embodiment of the present invention, wherein Z1 is selected from N, and E1 and E2 are selected from B.
[0245] According to one embodiment of the present invention, wherein each occurrence of L1, L2, L3, L4 is identically or differently selected from a single bond, O, BR L or NR L .
[0246] According to an embodiment of the present invention, a+b+c+d is greater than or equal to 1.
[0247] According to one embodiment of the present invention, a+d is greater than or equal to 1.
[0248] According to one embodiment of the present invention, a is 0 and d is 1.
[0249] According to one embodiment of the present invention, a is 1 and d is 1.
[0250] According to one embodiment of the present invention, the fluorescent light-emitting material has a structure represented by one of Formula 3-1 to Formula 3-7:
[0251]
[0252] in,
[0253] R, when present at each occurrence, is identical or different and represents mono-, poly- or unsubstituted;
[0254] R is selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted Alkynyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, -BR B R B , and combinations thereof;
[0255] R B The group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
[0256] Adjacent substituents R and R B Can optionally be linked to form a ring.
[0257] In this embodiment, adjacent substituents R and R B can be optionally connected to form a ring, which means that two adjacent substituents R on the same ring can be connected to form a ring, and adjacent substituents R and R B Obviously, two adjacent substituents R on the same ring may not be connected to form a ring. B They may not be connected to form a ring.
[0258] According to one embodiment of the present invention, the fluorescent light-emitting material has a structure represented by Formula 3-1 or Formula 3-2.
[0259] According to one embodiment of the present invention, wherein, each time R appears, it is identically or differently selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having 3-20 ring atoms, substituted or unsubstituted 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 amino having 0-20 carbon atoms, and combinations thereof.
[0260] According to one embodiment of the present invention, each time R appears, it is selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, and combinations thereof.
[0261] According to one embodiment of the present invention, there are multiple Rs in Formula 3-1 to Formula 3-7, and at least one (for example, one, two, three or four) of the multiple Rs is selected from a substituted or unsubstituted alkyl group having 1-20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3-20 ring carbon atoms, a substituted or unsubstituted aryl group having 6-30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3-30 carbon atoms, a substituted or unsubstituted amino group having 0-20 carbon atoms, or a combination thereof.
[0262] According to one embodiment of the present invention, the fluorescent light-emitting material is selected from the group consisting of compound DF-1 to compound DF-102, and the specific structures of compound DF-1 to compound DF-102 are shown in claim 19.
[0263] According to one embodiment of the present invention, the hydrogen in the structures of the compounds DF-1 to DF-102 can be partially or completely replaced by deuterium.
[0264] According to one embodiment of the present invention, the organic layer further comprises a second host compound, and the second host compound has a structure represented by Formula 4:
[0265]
[0266] in,
[0267] H1-H6 are selected from C, CR in the same or different manner at each occurrence h or N, and at least two of H1-H6 are N, at least one of H1-H6 is C, and they are connected to formula B;
[0268]
[0269] in,
[0270] Q is selected from O, S, Se, N, NR in the same or different manner at each occurrence Q , CR Q R Q ,SiR Q R Q ,GeR Q R Q and R Q C=CR Q When there are two R Q When two R Q Can be the same or different;
[0271] p is 0 or 1; r is 0 or 1;
[0272] When Q is selected from N, p is 0 and r is 1;
[0273] 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 the group is composed, p is 1 and r is 0;
[0274] L' is identically or differently selected at each occurrence from a single bond, a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkylene group having 3 to 20 carbon atoms, a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 20 carbon atoms, or a combination thereof;
[0275] Q1-Q8 are selected from C, CR in the same or different manner at each occurrence q or N;
[0276] R h , R Q and R q Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted Alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, substituted or unsubstituted amino groups having 0 to 20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof;
[0277] “*” represents the connection position between Formula B and Formula 4;
[0278] Adjacent substituent R h , R Q , R q Can optionally be linked to form a ring.
[0279] In this context, “the adjacent substituent R h , R Q , R q "can optionally be linked to form a ring" is intended to mean that adjacent groups of substituents, 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 Rq Any one or more of these substituent groups may be connected to form a ring. Obviously, none of these substituent groups may be connected to form a ring.
[0280] According to one embodiment of the present invention, the second host compound has a structure represented by Formula 4-1 or Formula 4-2:
[0281]
[0282] in,
[0283] Q is selected, at each occurrence, identically or differently, from the group consisting of O, S and Se;
[0284] In formula 4-1, Q1-Q8 are selected from C, CR q or N, and one of them is C and connected to L';
[0285] In formula 4-2, Q1-Q8 are selected from CR q or N;
[0286] Each occurrence of V1-V5 is selected from C, CR v or N, and one of them is C, and the structure connected;
[0287] Ar3 and Ar4 are identically or differently selected at each occurrence from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, or combinations thereof;
[0288] R q and R vEach occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted Alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, substituted or unsubstituted amino groups having 0 to 20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof;
[0289] Adjacent substituent R v can optionally be linked to form a ring;
[0290] Adjacent substituent R q Can optionally be linked to form a ring.
[0291] According to one embodiment of the present invention, the second host compound has a structure represented by Formula 4-3:
[0292]
[0293] Wherein, V1, V2, V4, V5 are selected from C, CR, the same or different each time they appear. v or N, and one of them is C, and the structure connected;
[0294] V 11 To V 15 Each occurrence is the same or different selection from CR v ' or N;
[0295] Q1-Q8 are selected from CR in the same or different way each time they appear q or N;
[0296] Ar3 and Ar4 are identically or differently selected at each occurrence from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, or combinations thereof;
[0297] R v , R v ' and R q Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted Alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, substituted or unsubstituted amino groups having 0 to 20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof;
[0298] Adjacent substituent R v Can be optionally linked to form a ring; adjacent substituents R v ' can be optionally connected to form a ring; adjacent substituents R q Can optionally be linked to form a ring.
[0299] According to one embodiment of the present invention, the second main compound is selected from the group consisting of compound 3-1 to compound 3-225. The specific structures of compound 3-1 to compound 3-225 are shown in claim 21.
[0300] According to one embodiment of the present invention, the hydrogen in the structures of compounds 3-1 to 3-225 can be partially or completely replaced by deuterium.
[0301] According to an embodiment of the present invention, the first host compound is different from the second host compound.
[0302] According to one embodiment of the present invention, the maximum emission wavelength in the photoluminescence spectrum of the metal complex is λ max1 , 500nm≤λ max1 ≤600nm.
[0303] According to one embodiment of the present invention, the maximum emission wavelength in the photoluminescence spectrum of the metal complex is λ max1 , 500nm<λ max1 ≤600nm.
[0304] According to one embodiment of the present invention, the maximum emission wavelength in the photoluminescence spectrum of the metal complex is λ max1 , 500nm≤λ max1 ≤580nm.
[0305] According to one embodiment of the present invention, the maximum emission wavelength in the photoluminescence spectrum of the metal complex is λ max1 , 505nm≤λ max1 ≤560nm.
[0306] According to one embodiment of the present invention, the maximum emission wavelength in the photoluminescence spectrum of the metal complex is λ max1 , 510nm≤λ max1 ≤550nm.
[0307] According to one embodiment of the present invention, the maximum emission wavelength in the photoluminescence spectrum of the fluorescent material is λ max2 , 500nm≤λ max2 ≤600nm.
[0308] According to one embodiment of the present invention, the maximum emission wavelength in the photoluminescence spectrum of the fluorescent material is λ max2 , 510nm≤λ max2 ≤580nm.
[0309] According to one embodiment of the present invention, the maximum emission wavelength in the photoluminescence spectrum of the fluorescent material is λ max2 , 510nm≤λ max2 ≤560nm.
[0310] According to one embodiment of the present invention, the maximum emission wavelength in the photoluminescence spectrum of the metal complex is λ max1 The maximum emission wavelength in the photoluminescence spectrum of the fluorescent material is λ max2 ,λ max1 ≤λ max2 , or 0nm<λ max1 -λ max2 ≤30nm.
[0311] According to one embodiment of the present invention, 0≤λ max2 -λ max1 ≤40nm, or 0<λ max1-λ max2 ≤20nm.
[0312] According to one embodiment of the present invention, wherein the 10nm≤λ max2 -λ max1 ≤30nm, or 0<λ max1 -λ max2 ≤10nm.
[0313] According to an embodiment of the present invention, the organic electroluminescent device emits green light or yellow light.
[0314] According to one embodiment of the present invention, the maximum emission wavelength of the electroluminescence spectrum of the organic electroluminescent device is λ max ; Among them, 500nm≤λ max ≤600nm.
[0315] According to one embodiment of the present invention, the maximum emission wavelength of the electroluminescence spectrum of the organic electroluminescent device is λ max ; Among them, 510nm≤λ max ≤580nm.
[0316] According to an embodiment of the present invention, the organic layer is a light-emitting layer.
[0317] According to an embodiment of the present invention, the weight of the fluorescent light-emitting material in the light-emitting layer of the organic electroluminescent device accounts for 0.01%-5% of the total weight of the light-emitting layer.
[0318] According to an embodiment of the present invention, the weight of the fluorescent light-emitting material in the light-emitting layer of the organic electroluminescent device accounts for 0.05%-3% of the total weight of the light-emitting layer.
[0319] According to an embodiment of the present invention, the weight of the fluorescent light-emitting material in the light-emitting layer of the organic electroluminescent device accounts for 0.1%-1% of the total weight of the light-emitting layer.
[0320] According to an embodiment of the present invention, the full width at half maximum FWHM2 of the fluorescent light-emitting material is ≤60 nm.
[0321] According to an embodiment of the present invention, the full width at half maximum FWHM2 of the fluorescent light-emitting material is ≤50 nm.
[0322] According to an embodiment of the present invention, the full width at half maximum FWHM2 of the fluorescent light-emitting material is ≤40 nm.
[0323] According to an embodiment of the present invention, the fluorescent light-emitting material is one material or a plurality of different materials.
[0324] According to an embodiment of the present invention, the organic electroluminescent device emits fluorescent light.
[0325] According to an embodiment of the present invention, the organic electroluminescent device emits delayed fluorescence.
[0326] According to an embodiment of the present invention, the fluorescent luminescent material is a luminescent body.
[0327] According to another embodiment of the present invention, a display device is disclosed, which includes an organic electroluminescent device. The specific structure of the organic electroluminescent device is as shown in any of the above embodiments.
[0328] According to one embodiment, a p-type dopant compound is also disclosed, wherein the p-type dopant compound has a structure represented by Formula A11, Formula B11, Formula C11, Formula D11, Formula E11, Formula F11, Formula G11, Formula H11, Formula I11, Formula J11, Formula K11, or Formula L11:
[0329]
[0330]
[0331] Wherein, Y is selected from CR Y , N;
[0332] X is selected from NR in the same or different order for each occurrence xx , CR xx R xx , O, S or Se;
[0333] U is selected from NR in the same or different order at each occurrence U , CR U R U ,O,S,S=O,SO2,O=PR U R U or Se;
[0334] R Y , R xx , R UEach occurrence is identically or differently selected from the group consisting of: hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted an aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amine group, and combinations thereof;
[0335] Adjacent substituent R Y , R xx , R U Can optionally be linked to form a ring.
[0336] According to one embodiment, the p-type dopant compound has a structure represented by Formula A-1, Formula A-1', Formula B-1, Formula B-1', Formula C-1, Formula D-1, Formula E-1, Formula F-1, Formula G-1, Formula H-1, Formula I-1, Formula J-1, Formula K-1, or Formula L-1:
[0337]
[0338] X is selected from NR in the same or different order for each occurrence xx , CR xx R xx , O, S or Se;
[0339] U is selected from NR in the same or different order at each occurrence U , CR U R U ,O,S,S=O,SO2,O=PR U R U or Se;
[0340] R Y , R xx , R UEach occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, nitroso, nitro, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, SCN, OCN, SF5, borane, sulfinyl, sulfonyl, phosphino, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted alkyl having 1 to 20 ... substituted or unsubstituted aryloxy 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 arylsilanyl groups having 6-20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6-20 carbon atoms, and combinations thereof;
[0341] Adjacent substituent R Y , R xx , R U Can optionally be linked to form a ring.
[0342] According to one embodiment, each occurrence of Y is identically or differently selected from R Y .
[0343] According to one embodiment, wherein Y is selected from N identically or differently at each occurrence.
[0344] According to one embodiment, wherein X is selected identically or differently at each occurrence from NR xx , or CR xx R xx .
[0345] According to one embodiment, each occurrence of X is selected from CR xx R xx .
[0346] According to one embodiment, each occurrence of X is identically or differently selected from the group consisting of:
[0347]
[0348] According to one embodiment, wherein X is
[0349] According to one embodiment, wherein U is selected from O, S, S=O, SO2, or O=PR each time it occurs, either identically or differently. U R U .
[0350] According to one embodiment, U is selected, identically or differently, at each occurrence from O, S, S═O, or SO 2 .
[0351] According to one embodiment, U is selected from O or S, the same or different each time it occurs.
[0352] According to one embodiment, R Y , R U Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, and combinations thereof.
[0353] According to one embodiment, R Y , R U Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, and combinations thereof.
[0354] According to one embodiment, R Y , R U Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, and combinations thereof.
[0355] According to one embodiment, R Y , R UEach occurrence is identically or differently selected from the group consisting of: hydrogen, deuterium, halogen, cyano, trifluoromethyl, trifluoromethoxy, isocyano, SCN, OCN, SF5, and any of the following groups substituted by one or more of F, OCF3, CN, CF3: alkyl having 1-20 carbon atoms, cycloalkyl having 3-20 ring carbon atoms, heteroalkyl having 1-20 carbon atoms, aralkyl having 7-30 carbon atoms, alkoxy having 1-20 carbon atoms, aryloxy having 6-30 carbon atoms, aryl having 6-30 carbon atoms, heteroaryl having 3-30 carbon atoms, and combinations thereof.
[0356] According to one embodiment, R Y , R U Each occurrence is identically or differently selected from the group consisting of:
[0357]
[0358]
[0359]
[0360]
[0361] According to one embodiment, the p-type dopant compound is selected from the group consisting of compounds PDA1 to PDA444, compounds PDB1 to PDB444, compounds PDC1 to PDC222, compounds PDD1 to PDD444, compounds PDE1 to PDE222, compounds PDF1 to PDF222, compounds PDG1 to PDG222, compounds PDH1 to PDH222, compounds PDI1 to PDI222, compounds PDJ1 to PDJ222, compounds PDK1 to PDK222, and compounds PDL1 to PDL222;
[0362] Among them, compounds PDA1 to PDA222 have the structure shown in formula A-2:
[0363]
[0364] In formula A-2, the two U are the same, and the two R Y Same, the U and R Y They correspond to atoms or groups selected from the following table:
[0365]
[0366]
[0367]
[0368] Compounds PDA223 to PDA444 have the structure shown in Formula A-3:
[0369]
[0370] In formula A-3, the two U are the same, and the two R Y Same, the U and R Y They correspond to atoms or groups selected from the following table:
[0371]
[0372]
[0373] Compounds PDB1 to PDB222 have the structure shown in Formula B-2:
[0374]
[0375] In formula B-2, the two U are the same, and the two R Y Same, the U and R Y They correspond to atoms or groups selected from the following table:
[0376]
[0377]
[0378]
[0379] Compounds PDB223 to PDB444 have the structure shown in Formula B-3:
[0380]
[0381] In formula B-3, the two U are the same, and the two R Y Same, the U and R Y They correspond to atoms or groups selected from the following table:
[0382]
[0383]
[0384]
[0385] Compounds PDC1 to PDC222 have the structure shown in Formula C-2:
[0386]
[0387] In formula C-2, the two U are the same and the two R Y Same, the U and R Y They correspond to atoms or groups selected from the following table:
[0388]
[0389]
[0390] Compounds PDD1 to PDD222 have the structure shown in Formula D-2:
[0391]
[0392] In formula D-2, the two U are the same, and the two R Y Same, the U and R Y They correspond to atoms or groups selected from the following table:
[0393]
[0394]
[0395]
[0396] Compounds PDD223 to PDD444 have the structure shown in Formula D-3:
[0397]
[0398] In formula D-3, the two U are the same, and the two R Y Same, the U and R Y They correspond to atoms or groups selected from the following table:
[0399]
[0400]
[0401]
[0402] Compounds PDE1 to PDE222 have the structure shown in Formula E-2:
[0403]
[0404] In formula E-2, the two R Y Same, the U and R Y They correspond to atoms or groups selected from the following table:
[0405]
[0406]
[0407] Compounds PDF1 to PDF222 have the structure shown in Formula F-2:
[0408]
[0409] In formula F-2, the two Us are the same and the four Rs are Y Same, the U and R Y They correspond to atoms or groups selected from the following table:
[0410]
[0411]
[0412] Compounds PDG1 to PDG222 have the structure shown in Formula G-2:
[0413]
[0414] In formula G-2, U and R Y They correspond to atoms or groups selected from the following table:
[0415]
[0416]
[0417]
[0418] Compounds PDH1 to PDH222 have the structure shown in Formula H-2:
[0419]
[0420] In formula H-2, the two U are the same and the four R Y Same, the U and R Y They correspond to atoms or groups selected from the following table:
[0421]
[0422]
[0423] Compounds PDI1 to PDI222 have the structure shown in Formula I-2:
[0424]
[0425] In formula I-2, the two U are the same, and the two RY Same, the U and R Y They correspond to atoms or groups selected from the following table:
[0426]
[0427]
[0428] Compounds PDJ1 to PDJ222 have the structure shown in Formula J-2:
[0429]
[0430] In formula J-2, the two U are the same, and the two R Y Same, the U and R Y They correspond to atoms or groups selected from the following table:
[0431]
[0432]
[0433]
[0434] Compounds PDK1 to PDK222 have the structure shown in Formula K-2:
[0435]
[0436] In formula K-2, the two U are the same, and the two R Y Same, the U and R Y They correspond to atoms or groups selected from the following table:
[0437]
[0438]
[0439] Compounds PDL1 to PDL222 have the structure shown in Formula L-2:
[0440]
[0441] In formula L-2, U and R Y They correspond to atoms or groups selected from the following table:
[0442]
[0443]
[0444] According to one embodiment, an electroluminescent device is also disclosed, comprising:
[0445] anode,
[0446] cathode,
[0447] And an organic layer arranged between the anode and the cathode, wherein the organic layer contains a p-type dopant compound, and the p-type dopant compound has a structure represented by Formula A11, Formula B11, Formula C11, Formula D11, Formula E11, Formula F11, Formula G11, Formula H11, Formula I11, Formula J11, Formula K11, or Formula L11, and the specific structure of the p-type dopant compound is shown in any of the aforementioned embodiments.
[0448] According to one embodiment, the organic layer including the p-type dopant compound is a hole injection layer or a hole transport layer, and the hole injection layer or the hole transport layer is formed of the compound alone.
[0449] According to one embodiment, the organic layer containing the p-type dopant compound is a hole injection layer or a hole transport layer, and the hole injection layer or the hole transport layer further contains at least one hole transport material; wherein the molar doping ratio of the compound to the at least one hole transport material is from 10000:1 to 1:10000, or wherein the mass doping ratio of the compound to the at least one hole transport material is from 10000:1 to 1:10000.
[0450] According to one embodiment, the organic layer containing the p-type dopant compound is a hole injection layer or a hole transport layer, and the hole injection layer or the hole transport layer further contains at least one hole transport material; wherein the molar doping ratio of the compound to the at least one hole transport material is from 10:1 to 1:100, or the mass doping ratio of the compound to the at least one hole transport material is from 10:1 to 1:100.
[0451] According to one embodiment, the electroluminescent device comprises at least two light-emitting units, the organic layer is a charge generation layer and is disposed between the at least two light-emitting units, wherein the charge generation layer comprises a p-type charge generation layer and an n-type charge generation layer.
[0452] According to one embodiment, the p-type charge generation layer comprises at least one of the following compounds: the p-type dopant compound, a radialene compound, a quinone compound and a quinone derivative, a dehydrobenzodioxazole compound, or a dehydrobenzodithiazole compound.
[0453] According to one embodiment, the hole injection layer comprises at least one of the following compounds: the p-type dopant compound, a radialene compound, a quinone compound and a quinone derivative, a dehydrobenzodioxazole compound, or a dehydrobenzodithiazole compound.
[0454] According to one embodiment, the p-type charge generation layer and the hole injection layer include the same conductive doping material.
[0455] According to one embodiment, the p-type charge generation layer and the hole injection layer include different conductive doping materials.
[0456] According to one embodiment, the p-type charge generation layer further comprises at least one hole transport material, wherein the molar doping ratio of the p-type dopant compound to the at least one hole transport material is 10000:1 to 1:10000, or the mass doping ratio of the p-type dopant compound to the at least one hole transport material is 10000:1 to 1:10000.
[0457] According to one embodiment, the p-type charge generation layer further comprises at least one hole transport material, and the molar doping ratio of the p-type dopant compound to the at least one hole transport material is 10:1 to 1:100, or the mass doping ratio of the p-type dopant compound to the at least one hole transport material is 10:1 to 1:100.
[0458] According to one embodiment, the hole transport material is selected from compounds having triarylamine units, spirobifluorene compounds, pentacene compounds, oligothiophene compounds, oligophenyl compounds, oligophenylene vinyl compounds, oligofluorene compounds, porphyrin complexes or metal phthalocyanine complexes.
[0459] According to one embodiment, the charge generation layer further includes a buffer layer disposed between the p-type charge generation layer and the n-type charge generation layer, and the buffer layer includes the p-type dopant compound.
[0460] According to one embodiment, a compound composition is also disclosed, which includes the p-type dopant compound described in any of the above embodiments.
[0461] Combination with other materials
[0462] The materials for specific layers in the organic light-emitting device described in the present invention can be used in combination with various other materials present in the device. The combination of these materials is 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 therein are non-limiting examples of materials that can be used in combination with the compounds disclosed herein, and those skilled in the art can easily consult the literature to identify other materials that can be used in combination.
[0463] The materials described herein as specific layers that can be used in organic light-emitting devices can be used in combination with a variety of other materials present in the device. For example, the compounds disclosed herein can be used in combination with a variety of luminescent dopants, hosts, transport layers, barrier layers, injection layers, electrodes, and other layers that may be present. The combination of these materials is 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 therein are non-limiting examples of materials that can be used in combination with the compounds disclosed herein, and those skilled in the art can easily consult the literature to identify other materials that can be used in combination.
[0464] The preparation method of the organic electroluminescent device is not limited. The preparation method of the following device embodiment is only an example and should not be understood as a limitation. Those skilled in the art can reasonably improve the preparation method of the following device embodiment based on the prior art. For example, the ratio of various materials in the light-emitting layer is not particularly limited. Those skilled in the art can reasonably choose within a certain range based on the prior art. For example, based on the total weight of the light-emitting layer material, the main material can account for 75%-98%, the metal complex can account for 1%-20%, and the thermally activated delayed fluorescent material can account for 1%-5%; or the main material can account for 88%-98%, the metal complex can account for 1%-10%, and the thermally activated delayed fluorescent material can account for 1%-2%. In addition, the main material is two materials, and the ratio of the two main materials to the main material can be 99:1 to 1:99; or, the ratio can be 80:20 to 20:80; or, the ratio can be 70:30 to 30:70. In the embodiments of the device, the characteristics of the device are also tested using conventional equipment in the field (including but not limited to the vapor deposition machine produced by Angstrom Engineering, the optical test system and life test system produced by Suzhou Fushida, the ellipsometer produced by Beijing Liangtuo, etc.), using methods well known to those skilled in the art. Since those skilled in the art are all aware of the use of the above-mentioned equipment, test methods and other related contents, and can obtain the inherent data of the sample with certainty and without influence, the above-mentioned related contents will not be elaborated in this patent.
[0465] In the present invention, the maximum emission wavelength λ of the photoluminescence spectrum of the compound max The test methods for full width at half maximum (FWHM) are as follows:
[0466] The photoluminescence spectrum (PL) data of the tested compound was measured using a Lingguang F98 fluorescence spectrophotometer produced by Shanghai Lingguang Technology Co., Ltd. The tested compound was dissolved in toluene solvent to prepare 1×10 -6mol / L concentration of the solution, nitrogen was passed through the prepared test solution to deoxygenate for 5 minutes, the test solution was placed in a quartz sample tube, excited with 400nm wavelength light at room temperature (298K) and its emission spectrum was measured. The emission spectrum has a maximum emission wavelength λ max And the full width at half height FWHM (also known as the full width at half peak or half peak width, that is, the peak width at half the peak height, a straight line parallel to the bottom of the peak through the midpoint of the peak height, and the distance between the two points where this straight line intersects with the two sides of the peak).
[0467] As an example, the maximum emission wavelength λ of the photoluminescence spectra of the following metal complexes and fluorescent materials was determined by the above method: max And the full width at half maximum FWHM in the photoluminescence spectrum of the fluorescent luminescent material. The specific results are shown in Table 1:
[0468] Table 1 Photoluminescence spectrum data of compounds
[0469] Phosphorescent materials <![CDATA[λ max1 (nm)]]> Fluorescent materials <![CDATA[λ max2 (nm)]]> FWHM2(nm) Metal complex M-a65 529 DF-70 545 30.31
[0470] Device Embodiment
[0471] Hereinafter, the present invention will be described in more detail with reference to the following examples. Obviously, the following examples are only for illustrative purposes and are not intended to limit the scope of the present invention. Based on the following examples, those skilled in the art can obtain other embodiments of the present invention by improving them.
[0472] Device Example 1
[0473] First, the glass substrate with an 80nm thick indium tin oxide (ITO) anode was cleaned and then treated with oxygen plasma and UV ozone. After treatment, the substrate was dried in a glove box to remove moisture. The substrate was then mounted on a substrate holder and loaded into a vacuum chamber. The organic layers specified below were placed in a vacuum of approximately 10 -8 Compound HT and compound HT1 were co-deposited as a hole injection layer (HIL, weight ratio 97:3, thickness Compound HT was used as a hole transport layer (HTL, thickness Compound PH-1 was used as an electron blocking layer (EBL, thickness Then, the compound DF-70 was doped into the metal complex M-a65, the compound 2-57 and the compound 3-143, and co-evaporated to form the light-emitting layer (EML, weight ratio 1:6:70:23, thickness Compound 3-1 was used as a hole blocking layer (HBL, thickness On the hole blocking layer, compound ET and 8-hydroxyquinoline-lithium (Liq) were co-evaporated as an electron transport layer (ETL, weight ratio 40:60, thickness ). Finally, 8-hydroxyquinoline-lithium (Liq) was evaporated to a thickness of 1 nm as an electron injection layer, and 120 nm of aluminum was evaporated as a cathode. The device was then transferred back to the glove box and encapsulated with a glass lid to complete the device.
[0474] Device Example 2
[0475] Device Example 2 was prepared in the same manner as Device Example 1, except that Compound 3-158 was used instead of Compound 3-143 in the emissive layer (EML).
[0476] Device Comparison Example 1
[0477] The preparation method of device comparison example 1 is the same as that of device example 1, except that compound 2-57, compound 3-143 and compound DF-70 are co-evaporated as the light-emitting layer, and the weight ratio of compound 2-57, compound 3-143 and compound DF-70 is 74:25:1.
[0478] Device Comparison Example 2
[0479] The preparation method of device comparison example 2 is the same as that of device example 1, except that compound 2-57, compound 3-143 and compound M-a65 are co-evaporated to be used as the light-emitting layer, and the weight ratio of compound 2-57, compound 3-143 and compound M-a65 is 71:23:6.
[0480] Device Comparison Example 3
[0481] Device Comparative Example 3 was prepared in the same manner as Device Example 1, except that Compound PH-2 was used in the light emitting layer (EML) instead of Compound 2-57.
[0482] The detailed device layer structure and thickness are shown in the table below. For layers using more than one material, different compounds are doped in the weight ratios recorded.
[0483] Table 2 Partial device structures of device embodiments 1 to 2 and comparative examples 1 to 3
[0484]
[0485]
[0486]
[0487] Table 3 shows that at 15 mA / cm 2CIE data measured at constant current density, maximum emission wavelength (λ max ), half maximum width (FWHM), external quantum efficiency (EQE), current efficiency (CE) and power efficiency (PE); and at 80 mA / cm 2 Device lifetime measured at constant current density (LT97).
[0488] Table 3 Device data of Examples 1 to 2 and Comparative Examples 1 to 3
[0489]
[0490]
[0491] discuss:
[0492] The only difference between Example 1 and Comparative Example 1 is that the metal complex selected by the present invention is used as a phosphorescent sensitizer in the light-emitting layer of Example 1 to sensitize the fluorescent luminescent material, while Comparative Example 1 does not use a metal complex as a phosphorescent sensitizer. It can be seen from the data in Table 3 that the maximum emission wavelengths of Example 1 and Comparative Example 1 are almost the same, which indicates that the light emitted by the device of Example 1 comes from the fluorescent luminescent material. However, compared with the ordinary fluorescent light-emitting device of Comparative Example 1, the device of Example 1 of the present invention can maintain a narrow half-peak width level that is basically equivalent to that of Comparative Example 1, and the EQE, CE and PE are significantly improved by 62.4%, 64.5% and 48.4% respectively, and in particular, the life span is greatly improved by 82 times.
[0493] The difference between Example 1 and Comparative Example 2 is that the light-emitting layer of Example 1 uses both the metal complex selected by the present invention and the fluorescent luminescent material, and the device emits fluorescence, while the light-emitting layer of Comparative Example 2 uses only the metal complex without the fluorescent luminescent material, and the device emits phosphorescence. Compared with the phosphorescent device of Comparative Example 2, the performance of the sensitized fluorescent device of Example 1 unexpectedly shows better effects in all aspects. It can be seen from the data in Table 3 that compared with Comparative Example 2, the half-peak width of Example 1 is narrowed by 6.9nm, and the EQE, CE and PE are significantly improved by 16.1%, 29.8% and 32.7% respectively. At the same time, the device life is greatly improved by 39.5%.
[0494] The only difference between Example 1 and Comparative Example 3 is that Example 1 uses the compound having the structure of Formula 1 of the present invention as the first host compound, and Comparative Example 3 uses the widely commercialized compound PH-2 as the first host compound. It can be seen from the data in Table 3 that compared with Comparative Example 3, Example 1 has the same narrow half-width. At the already high efficiency level of Comparative Example 3, the device efficiency EQE, CE and PE of Example 1 are increased by 6.2%, 6.4% and 13.4%, respectively, and the device life is greatly increased by 7.3 times. These data show that the first host compound having the structure of Formula 1 of the present application is used in combination with a metal complex and a fluorescent luminescent material to keep the device narrow half-width, and at the same time can further significantly improve the device efficiency and life.
[0495] The light-emitting layer of Example 2 simultaneously comprises the first host compound having the structure of Formula 1 selected by the present invention, a metal complex comprising a ligand represented by the structure of Formula 2, and a fluorescent light-emitting material having the structure of Formula 3. When combined with different second host compounds, the device also has a narrow half-width, very high device efficiency (EQE, CE and PE) and a particularly long device life.
[0496] In summary, the sensitized fluorescent light-emitting device of the present invention can obtain excellent comprehensive performance, with narrow half-width, extremely high efficiency (EQE, CE and PE), and unexpectedly significantly improved device life, because the light-emitting layer simultaneously contains the first host compound with a specific structure represented by Formula 1 selected by the present invention, a metal complex containing a ligand with a structure of Formula 2, and a fluorescent light-emitting material with a structure of Formula 3. The device has broad application prospects.
[0497] It should be understood that the various embodiments described herein are only examples and are not intended to limit the scope of the present 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 may be replaced with other materials and structures without departing from the spirit of the present invention. It should be understood that the various theories about why the present invention works are not intended to be restrictive.
Claims
1. An organic electroluminescent device, comprising: anode, cathode, and an organic layer disposed between the anode and the cathode, wherein the organic layer at least comprises a first host compound, a metal complex and a fluorescent light-emitting material; Wherein, the first host compound has a structure represented by Formula 1: in, W is selected from CR in the same or different way at each occurrence w or N; Ar1 and Ar2 are identically or differently selected at each occurrence from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, or combinations thereof; R w The group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof; Adjacent substituent R w can optionally be linked to form a ring; The metal complex comprises a metal M and a ligand L coordinated with the metal M. a The metal M is selected from metals with a relative atomic mass greater than 40, and the ligand L a Having a structure represented by Formula 2: in, Ring A1 and Ring A2 are each independently selected from an aromatic ring having 6 to 30 ring atoms, a heteroaromatic ring having 5 to 30 ring atoms, or a combination thereof; K1 and K2 are selected from C or N at each occurrence, identically or differently; G1 and G2 are identically or differently selected at each occurrence from a single bond, O, S or NR'; L is selected from the group consisting of a single bond, BR", CR"R", NR", O, SiR"R", PR", S, GeR"R", Se, substituted or unsubstituted vinylene, ethynylene, substituted or unsubstituted arylene having 6 to 30 carbon atoms, substituted or unsubstituted heteroarylene having 3 to 30 carbon atoms, and combinations thereof; when two R"s are present at the same time, the two R"s are the same or different; R1 and R2, when they appear each time, are identical or different and represent mono-substitution, poly-substitution, or no substitution; R1, R2, R' and R" are each identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted 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 alkylgermanyl groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6-20 carbon atoms, substituted or unsubstituted amino groups having 0-20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof; Adjacent substituents R1, R2, R' and R" can be optionally linked to form a ring; Wherein, the fluorescent light-emitting material has a structure represented by Formula 3: Ring A, Ring B, Ring C, Ring D, and Ring E are each independently selected from an unsaturated carbocyclic ring having 5 to 30 carbon atoms or an unsaturated heterocyclic ring having 3 to 30 carbon atoms; Z1, E1 and E2 are each independently selected from B, N, P, P=O, P=S, As, As=O, As=S, SiR Si1 or GeR Ge1 ; T1 to T8 are each independently selected from C, CR t or N; a, b, c, d are each independently selected from 0 or 1; L1, L2, L3, L4 are each identically or differently selected from a single bond, O, S, Se, BR L or NR L ; R, when present at each occurrence, is identical or different and represents mono-, poly- or unsubstituted; R, R t , R L , R Si1 and R Ge1 each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted Alkynyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, -BR B R B , and combinations thereof; R B The group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof; Adjacent substituents R, R t , R L , R Si1 , R Ge1 and R B Can optionally be linked to form a ring.
2. The organic electroluminescent device according to claim 1, wherein: In the first host compound, each occurrence of W is identical or different and is selected from CR w ; Preferably, the R w each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 20 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 20 carbon atoms, cyano, and combinations thereof; More preferably, the R w Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, fluorine, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophenyl, cyano, and combinations thereof.
3. The organic electroluminescent device according to claim 1, wherein: In the first host compound, Ar1 and Ar2 are selected from substituted or unsubstituted aryl groups having 6 to 20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 20 carbon atoms, or a combination thereof, when they appear each time, the same or different; Preferably, Ar1 and Ar2 are selected from substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthrenyl, substituted or unsubstituted triphenylene, substituted or unsubstituted fluorenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothiophene, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidinyl, substituted or unsubstituted quinolyl, or a combination thereof, at each occurrence.
4. The organic electroluminescent device according to claim 1, wherein: The first host compound is selected from the group consisting of the following compounds: Optionally, hydrogen in the structures of the compounds 2-1 to 2-290 can be partially or completely replaced by deuterium.
5. The organic electroluminescent device according to claim 1, wherein: The metal complex has M(L a ) m (L b ) n (L c ) q The general formula, L a , L b and L c are the first ligand, the second ligand and the third ligand coordinated to the metal M, respectively, and L a and the L c or L b are the same or different; where L a , L b and L c can optionally be linked to form a multidentate ligand; The metal M is selected from metals with a relative atomic mass greater than 40; preferably, the metal M is selected from the group consisting of Cu, Ag, Au, Ru, Rh, Pd, Os, Ir and Pt; more preferably, the metal M is selected from Pt or Ir; 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 is equal to the oxidation state of metal M; when m is greater than or equal to 2, multiple L a The same or different; when n is equal to 2, the two L b The same or different; when q is equal to 2, the two L c Same or different; L b and L c Each occurrence is identically or differently selected from any one of the following groups: in, X b Each occurrence is identically or differently selected from the group consisting of: O, S, Se, NR N1 , CR C1 R C2 ; X c and X d Each occurrence is identically or differently selected from the group consisting of: O, S, Se and NR N2 ; R a and R b Each occurrence is identical or different and indicates mono-, poly-, or unsubstituted; R a , R b , R c , R N1 , R N2 , R C1 and R C2 The group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof; Adjacent substituent R a , R b , R c , R N1 , R N2 , R C1 and R C2 Can optionally be linked to form a ring.
6. The organic electroluminescent device according to claim 5, wherein: The metal complex has Ir(L a ) m (L b ) 3-m The general structure of the present invention is represented by the formula Ma: in, m is selected from 1, 2 or 3; when m is selected from 1, two L b The same or different; when m is selected from 2 or 3, multiple L a Same or different; Ring A1 is selected from heteroaromatic rings having 5 to 30 ring atoms; Ring A2 is selected from an aromatic ring having 6-30 ring atoms, a heteroaromatic ring having 5-30 ring atoms, or a combination thereof; U1 to U8 are selected from CR in the same or different manner each time they appear. u or N; R1 and R2, when they appear each time, are identical or different and represent mono-, poly- or non-substituted; R1, R2 and R u The group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof; Adjacent substituents R1, R2 and R u can optionally be linked to form a ring; Preferably, the ring A1 is selected from any one of the following structures: The ring A2 is selected from any of the following structures: in, Z is selected from O, S, Se, NR z , CR z R z ,SiR z R z and GeR z R z When there are multiple R z When multiple R z Same or different; R1, R2, when they appear each time, are identical or different, representing mono-substitution, poly-substitution, or no substitution; when there are multiple R1 or R2 in any structure, the R1 or R2 are identical or different; R1, R2, R z each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof; Adjacent substituents R1, R2, Rz can be optionally linked to form a ring; Where "#" indicates the position connected to metal Ir. indicates the position of connection with ring A2; More preferably, the ring A1 is selected from The ring A2 is selected from 7. The organic electroluminescent device according to claim 6, wherein: The metal complex has a general structure of Ir(La)m(Lb)3-m and a structure represented by the formula Ma-0: in, m is selected from 1, 2 or 3; when m is selected from 1, two Lb are the same or different; when m is selected from 2 or 3, two or three La are the same or different; Z is selected from the group consisting of O, S, Se, NRz, CRzRz, SiRzRz and GeRzRz; when there are multiple Rz, the multiple Rz are the same or different; X1 to X6 are selected, at each occurrence, identically or differently, from CRx or N; Y1 to Y4 are selected, at each occurrence, identically or differently, from CRy or N; Ra and Rb, when they appear each time, are the same or different and represent mono-substitution, poly-substitution, or no substitution; Rx, Ry, Rz, Ra, Rb are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl having 2 to 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 alkylgermanyl groups having 3-20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6-20 carbon atoms, substituted or unsubstituted amino groups, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphino groups having 0-20 carbon atoms, and combinations thereof; Adjacent substituent R x , R y , R z , R a , R b can optionally be linked to form a ring; Preferably, Z is selected from O, S, Se, NR z or CR z R z ; More preferably, Z is selected from O or S.
8. The organic electroluminescent device according to claim 7, wherein: Y1 to Y4 are selected from CR y , X1-X5 are selected from CR in the same or different manner each time they appear x , X6 is selected from CR x or N; said R x , R y Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted 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 amino having 0-20 carbon atoms, cyano, hydroxyl, mercapto, and combinations thereof.
9. The organic electroluminescent device according to claim 7, wherein: At least two of X1-X6 are selected from CR x , and one of the R x is cyano or fluorine; the other R x selected from the group consisting of deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted cycloalkyl ... atom, an alkynyl group having 6 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof; Preferably, at least two of X1-X6 are selected from CR x , and one of the R x is cyano or fluorine; the other R x Selected from the group consisting of deuterium, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, and combinations thereof; More preferably, X5 is selected from CR x , and the R x is cyano or fluorine, X6 is selected from CR x , and the R x is selected from deuterium, a substituted or unsubstituted aryl group having 6 to 18 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 18 carbon atoms, or a combination thereof.
10. The organic electroluminescent device according to claim 7, wherein: R a , R b each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3 to 20 carbon atoms, cyano, and combinations thereof; Preferably, R a , R b Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, fluorine, substituted or unsubstituted alkyl having 1 to 6 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 6 ring carbon atoms, substituted or unsubstituted aryl having 6 to 12 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 12 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 12 carbon atoms, substituted or unsubstituted alkylgermanyl having 3 to 12 carbon atoms, and combinations thereof.
11. The organic electroluminescent device according to claim 1, wherein: The metal complex is selected from the group consisting of compound M-a1 to compound M-a67:
12. The organic electroluminescent device according to claim 1, wherein: The ring A, ring B, ring C, ring D and ring E are each independently selected from a five-membered unsaturated carbocyclic ring, an aromatic ring having 6 to 30 carbon atoms, or a heteroaromatic ring having 3 to 30 carbon atoms; Preferably, the ring A, ring B, ring C, ring D and ring E are each independently selected from a five-membered unsaturated carbocyclic ring, an aromatic ring having 6 to 18 carbon atoms, or a heteroaromatic ring having 3 to 18 carbon atoms; More preferably, the ring A, ring B, ring C, ring D and ring E are each independently selected from a benzene ring, a pyridine ring, a naphthalene ring, a phenanthrene ring, an anthracene ring, an indene ring, a fluorene ring, an indole ring, a carbazole ring, a benzofuran ring, a dibenzofuran ring, a benzosilole ring, a dibenzosilole ring, a benzothiophene ring, a dibenzothiophene ring, a dibenzoselenophene ring, a cyclopentadiene ring, a furan ring, a thiophene ring, a silole ring, or a combination thereof; Most preferably, the ring A, ring B, ring C, ring D and ring E are selected from benzene rings.
13. The organic electroluminescent device according to claim 1, wherein: The Z1 is selected from B, P=O or P=S, and the E1 and E2 are each independently selected from N or P; Preferably, Z1 is selected from B, and E1 and E2 are selected from N.
14. The organic electroluminescent device according to claim 1, wherein: The L1, L2, L3, L4 are selected from single bonds, O, BR L or NR L .
15. The organic electroluminescent device according to claim 1, wherein: a+b+c+d is greater than or equal to 1; Preferably, a+d is greater than or equal to 1; More preferably, a is 0 and d is 1; or a is 1 and d is 1.
16. The organic electroluminescent device according to claim 1, wherein the fluorescent light-emitting material has a structure represented by one of Formula 3-1 to Formula 3-7: in, R, when present at each occurrence, is identical or different and represents mono-, poly- or unsubstituted; R is selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted Alkynyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, -BR B R B , and combinations thereof; R B The group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof; Adjacent substituents R and R B can optionally be linked to form a ring; Preferably, the fluorescent light-emitting material has a structure represented by Formula 3-1 or Formula 3-2.
17. The organic electroluminescent device according to claim 1 or 16, wherein: said R, at each occurrence, is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted heterocyclyl having 3-20 ring atoms, substituted or unsubstituted 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 amino having 0-20 carbon atoms, and combinations thereof; Preferably, each occurrence of R is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, and combinations thereof.
18. The organic electroluminescent device according to claim 16, wherein: There are multiple Rs in Formulas 3-1 to 3-7, and at least one of the multiple Rs is selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, or a combination thereof.
19. The organic electroluminescent device according to claim 1, wherein: The fluorescent light-emitting material is selected from the group consisting of compound DF-1 to compound DF-102: Optionally, hydrogen in the structures of the compounds DF-1 to DF-102 can be partially or completely replaced by deuterium.
20. The organic electroluminescent device according to claim 1, wherein: The organic layer includes a second host compound having a structure represented by Formula 4: in, H1-H6 are selected from C, CR in the same or different manner at each occurrence h or N, and at least two of H1-H6 are N, at least one of H1-H6 is C, and they are connected to formula B; in, Q is selected from O, S, Se, N, NR in the same or different manner at each occurrence Q , CR Q R Q ,SiR Q R Q ,GeR Q R Q and R Q C=CR Q When there are two R Q When two R Q 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 the group is composed, p is 1 and r is 0; L' is identically or differently selected at each occurrence from a single bond, a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkylene group having 3 to 20 carbon atoms, a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 20 carbon atoms, or a combination thereof; Q1-Q8 are selected from C, CR in the same or different manner at each occurrence q or N; R h , R Q and R q Each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted Alkynyl groups having 2 to 20 carbon atoms, substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl groups having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl groups having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl groups having 6 to 20 carbon atoms, substituted or unsubstituted amino groups having 0 to 20 carbon atoms, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, cyano groups, isocyano groups, hydroxyl groups, mercapto groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof; "*" represents the connection position between Formula B and Formula 4; Adjacent substituent R h , R Q , R q Can optionally be linked to form a ring.
21. The organic electroluminescent device according to claim 20, wherein the second host compound is selected from the group consisting of the following compounds: Optionally, hydrogen in the structures of the compounds 3-1 to 3-225 can be partially or completely replaced by deuterium.
22. A display device comprising the organic electroluminescent device according to any one of claims 1 to 21.
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