An electroluminescent device
By using the combination of the first compound of the structure of Formula 1a and the second compound of the ligand structure of Formula 2 in the electroluminescent device, the problem of reduced efficiency and short life of the phosphorescent OLED device at high brightness is solved, and a more efficient and longer life-long luminescence performance is achieved.
Patent Information
- Application Number
- CN202110470664.4
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Filing Date
- 2021-04-30
- Publication Date
- 2025-07-18
- Estimated Expiration
- 2041-04-30
AI Technical Summary
The efficiency of existing phosphorescence OLED devices rapidly decreases under high brightness conditions, and the blue devices have short lifespan and insufficient color saturation, making it difficult to meet commercial needs.
A new material combination consisting of a first compound with a structure of Formula 1a and a second compound with a ligand structure of Formula 2 is applied to the light emitting layer of an electroluminescent device to improve device performance.
Achieve longer device life and higher efficiency, providing better luminous performance.
Smart Images

Figure CN115275030B_ABST
Abstract
Description
Technical Field
[0001] The present invention relates to electronic devices, such as electroluminescent devices. More particularly, it relates to an electroluminescent device comprising a novel material combination of a first compound having a structure of Formula 1a and a second compound having a ligand structure of Formula 2 in an organic layer, a display assembly comprising the electroluminescent device, and a compound combination of the first compound having a structure of Formula 1a and the second compound having a ligand structure of Formula 2. Background Art
[0002] Organic electronic devices include, but are not limited to, the following types: organic light emitting diodes (OLEDs), organic field effect transistors (O-FETs), organic light emitting transistors (OLETs), organic photovoltaic devices (OPVs), dye-sensitized solar cells (DSSCs), organic optical detectors, organic photoreceptors, organic field effect quantum dots (OFQDs), light emitting electrochemical cells (LECs), organic laser diodes, and organic electroluminescent devices.
[0003] In 1987, Tang and Van Slyke of Eastman Kodak reported a bilayer organic electroluminescent device comprising an arylamine hole transport layer and a tris-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 was applied to the device, green light was emitted from the device. This invention laid the foundation for the development of modern organic light emitting diodes (OLEDs). The state-of-the-art OLEDs can include multiple layers, such as charge injection and transport layers, charge and exciton blocking layers, and one or more light emitting layers between a cathode and an anode. Since OLEDs are a self-luminous solid-state device, 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 fabrication on flexible substrates.
[0004] OLEDs can be classified into three different types according to their light-emitting mechanisms. The OLED invented by Tang and van Slyke is a fluorescent OLED. It only uses singlet emission. The triplets generated in the device are 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 use triplet emission from heavy metals in complexes as emitters. Therefore, it is able to harvest both singlet and triplet states, achieving 100% IQE. Due to its high efficiency, the discovery and development of phosphorescent OLEDs have directly contributed to the commercialization of active-matrix OLEDs (AMOLEDs). Recently, Adachi achieved high efficiency through thermally activated delayed fluorescence (TADF) of organic compounds. These emitters have a small singlet-triplet gap, making it possible for excitons to return from the triplet state to the singlet state. In TADF devices, triplet excitons can generate singlet excitons through reverse intersystem crossing, resulting in high IQE.
[0005] OLEDs can also be classified into small-molecule and polymer OLEDs according to the form of the materials used. Small molecules refer to any organic or organometallic materials that are not polymers. As long as they have a precise structure, the molecular weight of small molecules can be very large. Dendrimers with a well-defined structure are considered small molecules. Polymer OLEDs include conjugated polymers and non-conjugated polymers with side-group light-emitting groups. If post-polymerization occurs during the manufacturing process, small-molecule OLEDs can turn into polymer OLEDs.
[0006] There are various methods for manufacturing OLEDs. 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. If the materials can be dissolved or dispersed in a solvent, small-molecule OLEDs can also be manufactured by solution methods.
[0007] The emission color of OLEDs can be achieved through the structural design of the light-emitting materials. OLEDs can include one or more light-emitting layers to achieve the desired spectrum. For green, yellow, and red OLEDs, phosphorescent materials have been successfully commercialized. Blue phosphorescent devices still have problems such as blue unsaturation, short device lifetime, and high operating voltage. Commercial full-color OLED displays usually adopt a hybrid strategy, using blue fluorescence and phosphorescent yellow, or red and green. Currently, the rapid reduction of the efficiency of phosphorescent OLEDs at high brightness is still a problem. In addition, more saturated emission spectra, higher efficiency, and longer device lifetimes are desired.
[0008] To meet the increasing demands of the industry for various performance aspects of electroluminescent devices, such as emission color, color saturation of emission, driving voltage, luminous efficiency, device lifetime, etc., research on phosphorescent devices still urgently needs to be carried out. In the research of phosphorescent devices, the combined use of phosphorescent emitting materials and host materials is very important, and the selection of the combination of phosphorescent emitting materials and host materials is directly related to the luminous performance of the device. Therefore, the selection and optimization of the combination of phosphorescent emitting materials and host materials is an important part of the related research in the industry. Summary of the Invention
[0009] The present invention aims to provide an electroluminescent device with a novel material combination to solve at least part of the above problems. In the electroluminescent device, a novel material combination composed of a first compound having a structure represented by Formula 1a and a second compound having a ligand structure of Formula 2 is used, and this novel material combination can be used in the light-emitting layer of the electroluminescent device. This novel material combination can exhibit excellent comprehensive device performance in the device, such as longer lifetime and higher efficiency.
[0010] According to an embodiment of the present invention, an electroluminescent device is disclosed, which includes an anode, a cathode, and an organic layer disposed between the anode and the cathode, wherein the organic layer at least includes a first compound and a second compound;
[0011] The first compound has a structure represented by Formula 1a:
[0012]
[0013] In Formula 1a,
[0014] A1 - A 10 each independently selected from C, CR A or N; and three of A1 - A 10 are C; two of which are adjacent and are connected to the structure represented by Formula 1b; the other C is connected to the structure represented by Formula 1c:
[0015]
[0016] * respectively represent the positions where Formula 1b is connected to Formula 1a, and the position where Formula 1c is connected to Formula 1a;
[0017] Ar is selected from a substituted or unsubstituted aryl group having 6 - 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 - 30 carbon atoms, or a combination thereof;
[0018] L is selected from a single bond, a substituted or unsubstituted arylene group having 6 - 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 - 30 carbon atoms, or a combination thereof;
[0019] V is selected from NR2, O or S;
[0020] R A , R1, and R2 are each independently selected, each time they appear, 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 heterocyclic group having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl group, carbonyl group, carboxyl group, ester group, cyano group, isocyano group, hydroxyl group, mercapto group, sulfinyl group, sulfonyl group, phosphino group, and combinations thereof;
[0021] Adjacent substituents R A , R1 and R2 can optionally be joined to form a ring;
[0022] The second compound is a metal complex, which contains a ligand L a , L a has a structure represented by Formula 2:
[0023]
[0024] In Formula 2,
[0025] Ring A and Ring B are each independently selected from a five-membered unsaturated carbon ring, an aromatic ring having 6-30 carbon atoms, or a heteroaromatic ring having 3-30 carbon atoms;
[0026] R d 、R e Each time they appear, they represent single substitution, multiple substitution, or no substitution;
[0027] Y is selected from SiR y R y , GeR y R y , NR y , PR y , O, S or Se;
[0028] When two Rs y are present simultaneously, the two Rs y can be the same or different;
[0029] X1 - X2 is the same as or different from each other and is independently selected from CR x or N;
[0030] R, R d , R e , R x and R y is the same as or different from each other and is independently 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 heterocyclic group having 3 - 20 ring atoms, substituted or unsubstituted aralkyl having 7 - 30 carbon atoms, substituted or unsubstituted alkoxy having 1 - 20 carbon atoms, substituted or unsubstituted aryloxy having 6 - 30 carbon atoms, substituted or unsubstituted alkenyl having 2 - 20 carbon atoms, substituted or unsubstituted aryl having 6 - 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 - 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 - 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 - 20 carbon atoms, substituted or unsubstituted amino having 0 - 20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof;
[0031] Adjacent substituents R d , R x , R y , R and R e can optionally be linked to form a ring;
[0032] The metal is selected from metals having a relative atomic mass greater than 40.
[0033] According to another embodiment of the present invention, a display device is also disclosed, which comprises the electroluminescent device as described above.
[0034] According to another embodiment of the present invention, a compound combination is also disclosed, which at least comprises a first compound and a second compound.
[0035] The present invention discloses a novel electroluminescent device. In the electroluminescent device, a novel material combination composed of a first compound having a structure of Formula 1a and a second compound having a ligand structure of Formula 2 is used. This novel material combination can be used in the light - emitting layer of the electroluminescent device. This novel material combination can endow the novel electroluminescent device with a longer lifespan and higher efficiency, and can provide better device performance. BRIEF DESCRIPTION OF THE DRAWINGS
[0036] Figure 1It is a schematic diagram of an organic light-emitting device that may include the electroluminescent device disclosed herein.
[0037] Figure 2 It is another schematic diagram of an organic light-emitting device that may include the electroluminescent device disclosed herein. Detailed Description
[0038] OLEDs can be fabricated on various substrates such as glass, plastic, and metal. Figure 1 Schematically and non-limitingly shows an organic light-emitting device 100. The figures are not necessarily drawn to scale, and some layer structures in the figures may also be omitted as needed. Device 100 may include a substrate 101, an anode 110, a hole injection layer 120, a hole transport layer 130, an electron blocking layer 140, a light-emitting layer 150, a hole blocking layer 160, an electron transport layer 170, an electron injection layer 180, and a cathode 190. Device 100 can be fabricated by sequentially depositing the described layers. The properties and functions of each layer and exemplary materials are described in more detail in columns 6-10 of U.S. Patent No. 7,279,704B2, the entire content of which is incorporated herein by reference.
[0039] There are more examples of each of these layers. For example, U.S. Patent No. 5,844,363, which is incorporated herein by reference in its entirety, discloses a flexible and transparent substrate-anode combination. An example of a p-doped hole transport layer is m-MTDATA doped with F4-TCNQ at a molar ratio of 50:1, as disclosed in U.S. Patent Application Publication No. 2003 / 0230980, which is incorporated herein by reference in its entirety. Examples of host materials are disclosed in U.S. Patent No. 6,303,238, issued to Thompson et al., which is incorporated herein by reference in its entirety. An example of an n-doped electron transport layer is BPhen doped with Li at a molar ratio of 1:1, as disclosed in U.S. Patent Application Publication No. 2003 / 0230980, which is incorporated herein by reference in its entirety. Examples of cathodes, which include a composite cathode having a thin metal layer such as Mg:Ag and an overlying transparent, conductive, sputter-deposited ITO layer, are disclosed in U.S. Patents Nos. 5,703,436 and 5,707,745, which are incorporated herein by reference in their entirety. The principles and use of blocking 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 herein by reference in their entirety. Examples of injection layers are provided in U.S. Patent Application Publication No. 2004 / 0174116, which is incorporated herein by reference in its entirety. A description of a protective layer can be found in U.S. Patent Application Publication No. 2004 / 0174116, which is incorporated herein by reference in its entirety.
[0040] The above-described layered structure is provided by way of non-limiting examples. The functions of the OLED can be achieved by combining the various layers described above, or some layers can be completely omitted. 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 sub-layers. For example, the light-emitting layer can have two layers of different light-emitting materials to achieve the desired emission spectrum.
[0041] In one embodiment, the OLED can be described as having an "organic layer" disposed between the cathode and the anode. The organic layer can include one or more layers.
[0042] The OLED also requires a encapsulation layer, such as Figure 2 Schematically and non-limitingly shows an organic light-emitting device 200, which Figure 1 Differently, an encapsulation layer 102 can also be included above the cathode 190 to prevent harmful substances from the environment, such as moisture and oxygen. Any material capable of providing an encapsulation function can be used as the encapsulation layer, such as glass or an organic-inorganic hybrid layer. The encapsulation layer should be placed directly or indirectly outside the OLED device. Multilayer thin-film encapsulation is described in U.S. Patent US7,968,146B2, the entire content of which is incorporated herein by reference.
[0043] 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) with 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, head-up displays, fully or partially transparent displays, flexible displays, smart phones, tablet computers, phablets, wearable devices, smart watches, laptop computers, digital cameras, portable video cameras, viewfinders, microdisplays, 3-D displays, vehicle displays, and taillights.
[0044] The materials and structures described herein can also be used in other organic electronic devices listed above.
[0045] As used herein, "top" means farthest from the substrate, and "bottom" means closest to the substrate. In the case where the first layer is described as being "disposed" "on" the second layer, the first layer is disposed farther from the substrate. Unless it is specified that the first layer "contacts" the second layer, there can be other layers between the first and second layers. For example, even though there are various organic layers between the cathode and the anode, the cathode can still be described as being "disposed" "on" the anode.
[0046] As used herein, "solution processable" means capable of being dissolved, dispersed, or transported in a liquid medium in the form of a solution or suspension and / or deposited from a liquid medium.
[0047] When a ligand is believed to directly contribute to the photosensitive properties of an emissive material, the ligand can be termed "photosensitive". When a ligand is believed not to contribute to the photosensitive properties of an emissive material, the ligand can be termed "auxiliary", but an auxiliary ligand can modify the properties of a photosensitive ligand.
[0048] It is believed that the internal quantum efficiency (IQE) of a fluorescent OLED can exceed the 25% spin statistics limit by 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).
[0049] On the other hand, E-type delayed fluorescence does not rely on the collision of two triplets, but rather on the conversion between a triplet and a singlet excited state. Compounds capable of generating E-type delayed fluorescence need to have a very small singlet-triplet gap for the energy state conversion. Thermal energy can activate the transition from the triplet state back to the singlet state. This type of delayed fluorescence is also called thermally activated delayed fluorescence (TADF). A significant 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 of the triplet state, the fraction of the singlet excited state refilled may reach 75%. The total singlet fraction can be 100%, far exceeding the 25% spin statistics of electro-generated excitons.
[0050] The characteristics of E-type delayed fluorescence can be seen in an exciplex system or a single compound. Without being bound by theory, it is believed that 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 as donor-acceptor charge transfer (CT) type emission. The spatial separation of the HOMO and LUMO in these donor-acceptor type compounds usually results in a small ΔE S-T . These states can include CT states. Generally, donor-acceptor luminescent materials are constructed by connecting an electron donor moiety (such as an amino or carbazole derivative) with an electron acceptor moiety (such as an N-containing six-membered aromatic ring).
[0051] Definition of substituent terms
[0052] Halogen or halide - as used herein, includes fluorine, chlorine, bromine, and iodine.
[0053] Alkyl – As used herein, includes linear and branched alkyls. The alkyl can be an alkyl having 1 to 20 carbon atoms, preferably an alkyl having 1 to 12 carbon atoms, more preferably an alkyl having 1 to 6 carbon atoms. Examples of alkyls 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. Additionally, the alkyl can be optionally substituted. Among the above, methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, neopentyl and n-hexyl are preferred. Additionally, the alkyl can be optionally substituted.
[0054] Cycloalkyl – As used herein, includes cyclic alkyls. The cycloalkyl can be a cycloalkyl having 3 to 20 ring carbon atoms, preferably a cycloalkyl having 4 to 10 carbon atoms. Examples of cycloalkyls 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. Additionally, the cycloalkyl can be optionally substituted.
[0055] Heteroalkyl – As used herein, heteroalkyl is formed by substituting one or more carbons in the alkyl chain with heteroatoms selected from the group consisting of nitrogen atom, oxygen atom, sulfur atom, selenium atom, phosphorus atom, silicon atom, germanium atom and boron atom. The heteroalkyl can be a heteroalkyl having 1 to 20 carbon atoms, preferably a heteroalkyl having 1 to 10 carbon atoms, more preferably a heteroalkyl having 1 to 6 carbon atoms. Examples of heteroalkyls include methoxymethyl, ethoxymethyl, ethoxyethyl, methylthiomethyl, ethylthiomethyl, ethylthioethyl, methoxymethoxymethyl, ethoxymethoxymethyl, ethoxyethoxyethyl, hydroxymethyl, hydroxyethyl, hydroxypropyl, mercaptomethyl, mercaptoethyl, mercaptopropyl, aminomethyl, aminoethyl, aminopropyl, dimethylaminomethyl, trimethylsilyl, dimethylethylsilyl, dimethylisopropylsilyl, tert-butyldimethylsilyl, triethylsilyl, triisopropylsilyl, trimethylsilylmethyl, trimethylsilylethyl, trimethylsilylisopropyl. Additionally, the heteroalkyl can be optionally substituted.
[0056] Alkenyl - As used herein, it encompasses straight-chain, branched-chain, and cyclic olefin groups. The alkenyl can be an alkenyl group having 2 to 20 carbon atoms, preferably an alkenyl group having 2 to 10 carbon atoms. Examples of alkenyl include vinyl, propenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1,3-butadienyl, 1-methylethenyl, styryl, 2,2-diphenylethenyl, 1,2-diphenylethenyl, 1-methylallyl, 1,1-dimethylallyl, 2-methylallyl, 1-phenylallyl, 2-phenylallyl, 3-phenylallyl, 3,3-diphenylallyl, 1,2-dimethylallyl, 1-phenyl-1-butenyl, 3-phenyl-1-butenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cycloheptenyl, cycloheptatrienyl, cyclooctenyl, cyclooctatetraenyl, and norbornenyl. Additionally, the alkenyl can be optionally substituted.
[0057] Alkynyl - As used herein, it encompasses straight-chain alkynyl groups. The alkynyl can be an alkynyl group having 2 to 20 carbon atoms, preferably an alkynyl group 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, phenylacetylene, phenylpropyne, etc. Among the above, ethynyl, propynyl, propargyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, and phenylacetylene are preferred. Additionally, the alkynyl can be optionally substituted.
[0058] Aryl or aromatic group - As used herein, non-fused and fused systems are considered. The aryl can be an aryl group having 6 to 30 carbon atoms, preferably an aryl group having 6 to 20 carbon atoms, more preferably an aryl group having 6 to 12 carbon atoms. Examples of aryl include phenyl, biphenyl, terphenyl, triphenylene, tetraphenylene, naphthalene, anthracene, fluoranthene, phenanthrene, fluorene, pyrene, perylene, and azulene, preferably phenyl, biphenyl, terphenyl, triphenylene, fluorene, and naphthalene. Additionally, the aryl can be optionally substituted. Examples of non-fused aryl include phenyl, 2-biphenylyl, 3-biphenylyl, 4-biphenylyl, 4-p-terphenyl, 3-p-terphenyl, 2-p-terphenyl, 4-m-terphenyl, 3-m-terphenyl, 2-m-terphenyl, o-tolyl, m-tolyl, p-tolyl, p-(2-phenylpropyl)phenyl, 4'-methylbiphenyl, 4''-tert-butyl-4-p-terphenyl, o-cumyl, m-cumyl, p-cumyl, 2,3-dimethylphenyl, 3,4-dimethylphenyl, 2,5-dimethylphenyl, mesityl, and m-quaterphenyl. Additionally, the aryl can be optionally substituted.
[0059] Heterocyclic group or heterocycle - As used herein, non-aromatic cyclic groups are contemplated. Non-aromatic heterocyclic groups include saturated heterocyclic groups having 3 to 20 ring atoms and unsaturated non-aromatic heterocyclic groups having 3 to 20 ring atoms, wherein at least one ring atom is selected from the group consisting of nitrogen atom, oxygen atom, sulfur atom, selenium atom, silicon atom, phosphorus atom, germanium atom and boron atom. Preferred non-aromatic heterocyclic groups are those having 3 to 7 ring atoms, which include at least one heteroatom such as nitrogen, oxygen, silicon or sulfur. Examples of non-aromatic heterocyclic groups include oxiranyl, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, dioxolanyl, dioxanyl, aziridinyl, dihydropyrrolyl, tetrahydropyrrolyl, piperidinyl, oxazolidinyl, morpholinyl, piperazinyl, oxepinyl, thiepinyl, azepinyl and tetrahydrothienyl. Additionally, the heterocyclic group may be optionally substituted.
[0060] Heteroaryl - As used herein, non-fused and fused heteroaromatic groups containing 1 to 5 heteroatoms, wherein at least one heteroatom is selected from the group consisting of nitrogen atom, oxygen atom, sulfur atom, selenium atom, silicon atom, phosphorus atom, germanium atom and boron atom are contemplated. Heteroaryl also refers to heteroaromatic group. The heteroaryl may be a heteroaryl having 3 to 30 carbon atoms, preferably a heteroaryl having 3 to 20 carbon atoms, more preferably a heteroaryl having 3 to 12 carbon atoms. Suitable heteroaryls include dibenzothiophene, dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoselenophene, carbazole, indolocarbazole, pyridoindole, pyrrolopyridine, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazine, oxathiazine, oxadiazine, indole, benzimidazole, indazole, indenoazine, benzoxazole, benzisoxazole, benzothiazole, quinoline, isoquinoline, cinnoline, quinazoline, quinoxaline, naphthyridine, phthalazine, pteridine, xanthene, acridine, phenazine, phenothiazine, benzofuranopyridine, furanodipyridine, benzothiophenopyridine, thiophenodipyridine, benzoselenophenopyridine, selenophenodipyridine, preferably dibenzothiophene, dibenzofuran, dibenzoselenophene, carbazole, indolocarbazole, imidazole, pyridine, triazine, benzimidazole, 1,2-azaborole, 1,3-azaborole, 1,4-azaborole, borazole and their nitrogen analogs. Additionally, the heteroaryl may be optionally substituted.
[0061] Alkoxy - As used herein, it is represented by -O-alkyl, -O-cycloalkyl, -O-heteroalkyl or -O-heterocycloalkyl. Examples and preferred examples of alkyl, cycloalkyl, heteroalkyl and heterocycloalkyl are the same as those described above. The 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, tetrahydrofuryloxy, tetrahydropyranyloxy, methoxypropyl-oxy, ethoxyethyl-oxy, methoxymethyl-oxy and ethoxymethyl-oxy. Additionally, the alkoxy can be optionally substituted.
[0062] Aryloxy - As used herein, it is represented by -O-aryl or -O-heteroaryl. Examples and preferred examples of aryl and heteroaryl are the same as those described above. The aryloxy can be an aryloxy having 6 to 30 carbon atoms, preferably an aryloxy having 6 - 20 carbon atoms. Examples of aryloxy include phenoxy and biphenyloxy. Additionally, the aryloxy can be optionally substituted.
[0063] Aralkyl - As used herein, it encompasses aryl-substituted alkyl. The aralkyl can be an aralkyl having 7 to 30 carbon atoms, preferably an aralkyl having 7 to 20 carbon atoms, more preferably an aralkyl having 7 to 13 carbon atoms. Examples of aralkyl 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, o-methylbenzyl, p-chlorobenzyl, m-chlorobenzyl, o-chlorobenzyl, p-bromobenzyl, m-bromobenzyl, o-bromobenzyl, p-iodobenzyl, m-iodobenzyl, o-iodobenzyl, p-hydroxybenzyl, m-hydroxybenzyl, o-hydroxybenzyl, p-aminobenzyl, m-aminobenzyl, o-aminobenzyl, p-nitrobenzyl, m-nitrobenzyl, o-nitrobenzyl, p-cyanobenzyl, m-cyanobenzyl, o-cyanobenzyl, 1-hydroxy-2-phenylisopropyl and 1-chloro-2-phenylisopropyl. Among the above, benzyl, p-cyanobenzyl, m-cyanobenzyl, o-cyanobenzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl and 2-phenylisopropyl are preferred. Additionally, the aralkyl can be optionally substituted.
[0064] 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.
[0065] 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, tri-tert-butylsilyl, dimethyltert-butylsilyl, methylditert-butylsilyl. In addition, the arylsilyl group may be optionally substituted.
[0066] 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.
[0067] In the present disclosure, unless otherwise defined, when any one of the following terms is used: substituted alkyl, substituted cycloalkyl, substituted heteroalkyl, substituted heterocycloalkyl, substituted aralkyl, substituted alkoxy, substituted aryloxy, substituted alkenyl, substituted alkynyl, substituted aryl, substituted heteroaryl, substituted alkylsilyl, substituted arylsilyl, substituted amino, substituted acyl, substituted carbonyl, substituted carboxyl, substituted ester, substituted sulfinyl, substituted sulfonyl, substituted phosphino, it means that any one of the groups alkyl, cycloalkyl, heteroalkyl, aralkyl, alkoxy, aryloxy, alkenyl, aryl, heteroaryl, alkylsilyl, arylsilyl, amino, acyl, carbonyl, carboxyl, ester, sulfinyl, sulfonyl and phosphino may be substituted by one or more substituents selected from deuterium, halogen, unsubstituted alkyl having 1-20 carbon atoms, unsubstituted cycloalkyl having 3-20 ring carbon atoms, unsubstituted heteroalkyl having 1-20 carbon atoms, unsubstituted heterocycloalkyl having 3-20 ring atoms, unsubstituted aralkyl having 7-30 carbon atoms, unsubstituted alkoxy having 1-20 carbon atoms, unsubstituted aryloxy having 6-30 carbon atoms, unsubstituted alkenyl having 2-20 carbon atoms, unsubstituted alkynyl having 2-20 carbon atoms, unsubstituted aryl having 6-30 carbon atoms, unsubstituted heteroaryl having 3-30 carbon atoms, unsubstituted alkylsilyl having 3-20 carbon atoms, unsubstituted arylsilyl having 6-20 carbon atoms, unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxy, mercapto, sulfinyl, sulfonyl, phosphino and combinations thereof.
[0068] It should be understood that when a molecular fragment is described as a substituent or otherwise attached to another moiety, its name may be written according to whether it is a fragment (e.g., phenyl, phenylene, naphthyl, dibenzofuranyl) or according to whether it is the entire molecule (such as benzene, naphthalene, dibenzofuran). As used herein, these different ways of specifying a substituent or attached fragment are considered equivalent.
[0069] In the compounds mentioned in the present disclosure, the 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. Replacement of other stable isotopes in the compounds may be preferred due to their enhanced device efficiency and stability.
[0070] Among the compounds mentioned in the present disclosure, polysubstituted refers to the range including disubstituted up to the maximum available substitution. When a certain substituent in the compounds mentioned in the present disclosure indicates polysubstituted (including disubstituted, trisubstituted, tetrasubstituted, etc.), it means that the substituent can exist at multiple available substitution positions on its connecting structure, and the substituent existing at multiple available substitution positions can be of the same structure or different structures.
[0071] Among the compounds mentioned in the present disclosure, unless explicitly defined, for example, adjacent substituents can optionally connect to form a ring, otherwise adjacent substituents in the compounds cannot connect to form a ring. Among the compounds mentioned in the present disclosure, adjacent substituents can optionally connect to form a ring, which includes both the case where adjacent substituents can connect to form a ring and the case where adjacent substituents do not connect to form a ring. When adjacent substituents can optionally connect to form a ring, the formed ring can be a monocyclic or polycyclic ring, and an alicyclic, heteroalicyclic, aromatic or heteroaromatic ring. In this expression, adjacent substituents can refer to substituents bonded to the same atom, substituents bonded to carbon atoms directly bonded to each other, or substituents bonded to 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.
[0072] The expression that adjacent substituents can optionally connect to form a ring is also intended to be considered as referring to two substituents bonded to the same carbon atom connecting to each other through a chemical bond to form a ring, which can be exemplified by the following formula:
[0073]
[0074] The expression that adjacent substituents can optionally connect to form a ring is also intended to be considered as referring to two substituents bonded to carbon atoms directly bonded to each other connecting to each other through a chemical bond to form a ring, which can be exemplified by the following formula:
[0075]
[0076] In addition, the expression that adjacent substituents can optionally connect to form a ring is also intended to be considered as referring to the case where, when one of the two substituents bonded to carbon atoms directly bonded to each other represents hydrogen, the second substituent is bonded to the position where the hydrogen atom is bonded, thereby forming a ring. This is exemplified by the following formula:
[0077]
[0078] According to an embodiment of the present invention, an electroluminescent device is disclosed, which includes:
[0079] An anode,
[0080] A cathode,
[0081] and an organic layer disposed between the anode and the cathode, wherein the organic layer contains at least a first compound and a second compound;
[0082] The first compound has a structure represented by Formula 1a:
[0083]
[0084] In Formula 1a,
[0085] A1 - A 10 each independently selected from C, CR A or N; and among A1 - A 10 three are C; two of the Cs are adjacent and are connected to the structure represented by Formula 1b; the other C is connected to the structure represented by Formula 1c:
[0086]
[0087] * respectively represent the positions where Formula 1b is connected to Formula 1a, and the position where Formula 1c is connected to Formula 1a;
[0088] Ar is selected from a substituted or unsubstituted aryl group having 6 - 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 - 30 carbon atoms, or a combination thereof;
[0089] L is selected from a single bond, a substituted or unsubstituted arylene group having 6 - 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 - 30 carbon atoms, or a combination thereof;
[0090] V is selected from NR2, O or S;
[0091] R A,R1, and R2, each occurrence being the same or different, are independently 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 heterocyclic group having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof;
[0092] Adjacent substituents R A , R1, and R2 can optionally be linked to form a ring;
[0093] The second compound is a metal complex comprising a ligand L a , L a has a structure represented by Formula 2:
[0094]
[0095] In Formula 2,
[0096] Ring A and Ring B 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;
[0097] R d , R e , each occurrence being the same or different, represents mono-substitution, multi-substitution, or no substitution;
[0098] Y is selected from SiR y R y , GeR y R y , NR y , PR y , O, S, or Se;
[0099] When two Rs y are present simultaneously, the two Rs y can be the same or different;
[0100] X1 - X2, each occurrence being the same or different, is selected from CR x or N;
[0101] R, R d , R e , R x and R y each, when it appears, is independently 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 heterocyclic group having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof;
[0102] adjacent substituents R d , R x , R y , R and R e can optionally be linked to form a ring;
[0103] The metal is selected from metals having a relative atomic mass greater than 40.
[0104] In this context, adjacent substituents R A , R1 and R2 can optionally be linked to form a ring, which is intended to represent adjacent substituent groups among them. For example, between two substituents R A , between the substituent R A and R2, and between the substituent R1 and R2, any one or more of these substituent groups can be linked to form a ring. Obviously, these substituents may also not be linked to form a ring with each other.
[0105] In this context, adjacent substituents R d , R x , R y , R and R e can optionally be linked to form a ring, which is intended to represent adjacent substituent groups among them. For example, between two substituents R d , between two substituents R e , between two substituents R y , between two substituents R x , the substituent Rd Between R x Among them, between the substituent R and R y Among them, and between the substituent R e And R, any one or more of these substituent groups may be connected to form a ring. Obviously, these substituents may also not be connected to form a ring with each other.
[0106] According to an embodiment of the present invention, in Formula 1a, A1 - A 10 Each independently selected from C, CR A Or N, and at least one of A1 - A 10 Is selected from N.
[0107] According to an embodiment of the present invention, wherein the first compound has a structure represented by any one of Formula 1a - 1 to Formula 1a - 6:
[0108]
[0109] In Formula 1a - 1 to Formula 1a - 6,
[0110] A1 - A 10 Each occurrence is the same or different and is selected from C, CR A Or N; and 1 of A1 - A 10 Is C and is connected to the structure represented by Formula 1c:
[0111]
[0112] * represents the position where Formula 1c is connected to Formula 1a - 1 to Formula 1a - 6;
[0113] Ar is selected from a substituted or unsubstituted aryl group having 6 - 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 - 30 carbon atoms, or a combination thereof;
[0114] L is selected from a single bond, a substituted or unsubstituted arylene group having 6 - 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 - 30 carbon atoms, or a combination thereof;
[0115] V is selected from NR2, O or S;
[0116] R A, R1, and R2, each occurrence being the same or different, are independently 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 heterocyclic group 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 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 amino having 0 to 20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof;
[0117] Adjacent substituents R A , R1, and R2 can optionally be joined to form a ring.
[0118] In this document, in Formulas 1a-1 to 1a-6, A1 - A 10 , each occurrence being the same or different, is independently selected from C, CR A or N; and one of A1 - A 10 is C and is connected to the structure represented by Formula 1c, meaning:
[0119] In Formulas 1a-1 and 1a-4, A3 - A 10 , each occurrence being the same or different, is independently selected from C, CR A or N; and one of A3 - A 10 is C and is connected to the structure represented by Formula 1c;
[0120] In Formulas 1a-2 and 1a-5, A1 and A4 - A 10 , each occurrence being the same or different, is independently selected from C, CR A or N; and one of A1 and A4 - A 10 is C and is connected to the structure represented by Formula 1c;
[0121] In Formulas 1a-3 and 1a-6, A1 - A2 and A5 - A 10 , each occurrence being the same or different, is independently selected from C, CR A or N; and one of A1 - A2 and A5 - A 10 is C and is connected to the structure represented by Formula 1c.
[0122] According to one embodiment of the present invention, V in Formulae 1a-1 to 1a-6 is selected from O or S.
[0123] According to one embodiment of the present invention, V in Formulae 1a-1 to 1a-6 is O.
[0124] According to one embodiment of the present invention, wherein said R A , R1 and R2 are each independently selected, each time they appear, from the group consisting of: hydrogen, deuterium, halogen, cyano, hydroxy, mercapto, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, and combinations thereof.
[0125] According to one embodiment of the present invention, wherein said R A , R1 and R2 are each independently selected, each time they appear, from the group consisting of: hydrogen, deuterium, fluorine, cyano, hydroxy, mercapto, methyl, trideuteriomethyl, vinyl, phenyl, biphenyl, naphthyl, 4-cyanophenyl, dibenzofuranyl, dibenzothiophenyl, triphenylenyl, carbazolyl, 9-phenylcarbazolyl, 9,9-dimethylfluorenyl, pyridyl, phenylpyridyl, and combinations thereof.
[0126] According to one embodiment of the present invention, wherein Ar in Formula 1c has a structure represented by one of Formulae 1c-1 to 1c-3:
[0127]
[0128] Wherein,
[0129] In Formula 1c-1, B1-B6 are each independently selected, each time they appear, from C, CR B or N;
[0130] In Formula 1c-2, B1-B8 are each independently selected, each time they appear, from C, CR B or N;
[0131] In Formula 1c-3, B1-B8 are each independently selected, each time they appear, from C, CR B or N; G is selected from CR g R g , SiR g R g , NR g , BR g , PR g , O, S or Se; when two Rs g are present simultaneously, the two Rs g may be the same or different;
[0132] R B ,R g is the same as or different from each other each time it appears and is selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted heterocyclic group having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, and combinations thereof;
[0133] "︴" represents the position where the Ar structure is connected to L in Formula 1c;
[0134] Adjacent substituents R B and R g can optionally be connected to form a ring.
[0135] In this context, adjacent substituents R B and R g can optionally be connected to form a ring, which is intended to mean adjacent substituent groups among them. For example, between two substituents R B each other, between two substituents R g each other, and between substituent R B and R g each other, any one or more of these substituent groups can be connected to form a ring. Obviously, these substituents may also not be connected to form a ring with each other.
[0136] According to an embodiment of the present invention, Ar in Formula 1c has a structure represented by any one of Formula 1c-11 to Formula 1c-20:
[0137]
[0138] In Formula 1c-11 to Formula 1c-20, B1-B n is the same as or different from each other each time it appears and is selected from CR B or N; the B n corresponds to the one with the largest serial number among those existing in any one of Formula 1c-11 to Formula 1c-20 for B1-B 12 , G is the same as or different from each other each time it appears and is selected from CR g R g , SiRg R g ,NR g ,BR g ,PR g ,O, S, or Se; when two Rs are present simultaneously, the two Rs g can be the same or different; g
[0139] R B ,R g is independently and 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 heterocyclic group having 3 - 20 ring atoms, substituted or unsubstituted aralkyl having 7 - 30 carbon atoms, substituted or unsubstituted alkoxy having 1 - 20 carbon atoms, substituted or unsubstituted aryloxy having 6 - 30 carbon atoms, substituted or unsubstituted alkenyl having 2 - 20 carbon atoms, substituted or unsubstituted aryl having 6 - 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 - 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 - 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 - 20 carbon atoms, and combinations thereof;
[0140] "︴" represents the position where the Ar structure is connected to L in Formula 1c;
[0141] Adjacent substituents R B and R g can optionally be linked to form a ring.
[0142] In this document, in Formulas 1c - 11 to 1c - 20, B1 - B n is independently and identically or differently selected from CR B or N; the B n corresponds to the largest serial number among those of B1 - B 12 present in any one of Formulas 1c - 11 to 1c - 20, and G is independently and identically or differently selected from CR g R g ,SiR g R g ,NR g ,BR g ,PR g ,O, S, or Se; when two Rs are present simultaneously, the two Rs g can be the same or different, which is intended to mean: g
[0143] In Formula 1c - 11, B1 - B5 is independently and identically or differently selected from CRB or N;
[0144] In Formula 1c-12, B1 and B3-B8 are each independently selected from CR B or N;
[0145] In Formula 1c-13, B2-B8 are each independently selected from CR B or N;
[0146] In Formulas 1c-14 and 1c-15, B1 and B3-B 12 are each independently selected from CR B or N;
[0147] In Formula 1c-16, B1-B4, B7-B 12 are each independently selected from CR B or N;
[0148] In Formula 1c-17, B2-B8 are each independently selected from CR B or N; G is each independently selected from CR g R g , SiR g R g , NR g , BR g , PR g , O, S or Se; when two Rs are present simultaneously, the two Rs g may be the same or different; g
[0149] In Formula 1c-18, B1, B3-B8 are each independently selected from CR B or N; G is each independently selected from CR g R g , SiR g R g , NR g , BR g , PR g , O, S or Se; when two Rs are present simultaneously, the two Rs g may be the same or different; g
[0150] In Formula 1c-19, B1-B2, B4-B8 are each independently selected from CR B or N; G is each independently selected from CR g R g , SiR g R g , NRg ,BR g ,PR g , O, S or Se; when two Rs are present simultaneously, g the two Rs g may be the same or different;
[0151] In Formula 1c-20, B1 - B3 and B5 - B8 are each independently selected from CR B or N each time they appear; G is each independently selected from CR g R g ,SiR g R g ,NR g ,BR g ,PR g , O, S or Se; when two Rs are present simultaneously, g the two Rs g may be the same or different.
[0152] According to an embodiment of the present invention, in Formula 1c-11, at least one of B1, B3, and B5 is N, and the rest are each independently selected from CR B or N; in Formulas 1c-12 to 1c-20, at least one of B1 - B n is N, and the B n corresponds to the one with the largest serial number among B1 - B 12 present in any one of Formulas 1c-11 to 1c-20, and the rest are each independently selected from CR B or N.
[0153] According to an embodiment of the present invention, in Formula 1c-11, two or three of B1, B3, and B5 are N, and the rest are each independently selected from CR B or N; in Formulas 1c-12 to 1c-20, at least two of B1 - B n are N, and the B n corresponds to the one with the largest serial number among B1 - B 12 present in any one of Formulas 1c-11 to 1c-20, and the rest are each independently selected from CR B or N.
[0154] According to an embodiment of the present invention, wherein said R B is each independently selected from the group consisting of: hydrogen, deuterium, halogen, cyano, hydroxyl, mercapto, substituted or unsubstituted alkyl having 1 - 20 carbon atoms, substituted or unsubstituted alkenyl having 2 - 20 carbon atoms, substituted or unsubstituted aryl having 6 - 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 - 30 carbon atoms, and combinations thereof each time it appears.
[0155] According to one embodiment of the present invention, wherein said R B is the same or different each time it appears and is selected from the group consisting of: hydrogen, deuterium, methyl, trideuteriomethyl, vinyl, phenyl, biphenyl, naphthyl, 4-cyanophenyl, dibenzofuranyl, dibenzothiophenyl, triphenylene, carbazolyl, 9-phenylcarbazolyl, 9,9-dimethylfluorenyl, pyridyl, phenylpyridyl, and combinations thereof.
[0156] According to one embodiment of the present invention, wherein at least one of B1 - B in Formulae 1c-11 to 1c-20 n is CR B , and said B n corresponds to the one with the largest serial number among B1 - B 12 present in any one of Formulae 1c-11 to 1c-20, and R B is selected from the group consisting of: deuterium, halogen, cyano, hydroxy, mercapto, substituted or unsubstituted alkyl having 1 - 20 carbon atoms, substituted or unsubstituted alkenyl having 2 - 20 carbon atoms, substituted or unsubstituted aryl having 6 - 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 - 30 carbon atoms, and combinations thereof.
[0157] According to one embodiment of the present invention, wherein at least one of B1 - B in Formulae 1c-11 to 1c-20 n is CR B , and said B n corresponds to the one with the largest serial number among B1 - B 12 present in any one of Formulae 1c-11 to 1c-20, and R B is selected from the group consisting of: deuterium, methyl, trideuteriomethyl, vinyl, phenyl, biphenyl, naphthyl, 4-cyanophenyl, dibenzofuranyl, dibenzothiophenyl, triphenylene, carbazolyl, 9-phenylcarbazolyl, 9,9-dimethylfluorenyl, pyridyl, phenylpyridyl, and combinations thereof.
[0158] According to one embodiment of the present invention, wherein Ar in Formula 1c is selected from the group consisting of Ar-1 to Ar-78, and the specific structures of Ar-1 to Ar-78 are shown in Claim 14.
[0159] According to one embodiment of the present invention, optionally, the hydrogen in the structures of Ar-1 to Ar-78 can be partially or completely replaced by deuterium.
[0160] According to one embodiment of the present invention, wherein L is selected from the group consisting of: a single bond, substituted or unsubstituted arylene having 6 - 18 carbon atoms, substituted or unsubstituted heteroarylene having 3 - 18 carbon atoms, and combinations thereof.
[0161] According to an embodiment of the present invention, L is selected from the group consisting of: a single bond, phenylene, naphthylene, biphenylene, terphenylenylene, trinaphthylene, pyridinylene, thienylene, dibenzofuranylene, dibenzothiophenylene, and combinations thereof.
[0162] According to an embodiment of the present invention, the first compound is selected from the group consisting of E-1 to E-91, and the specific structures of E-1 to E-91 are shown in claim 17.
[0163] According to an embodiment of the present invention, in the structures of compounds E-1 to E-91, the hydrogen can be partially or completely replaced by deuterium.
[0164] According to an embodiment of the present invention, in the second compound, ring A and / or ring B are each independently selected from a five-membered unsaturated carbon ring, an aromatic ring having 6 to 18 carbon atoms, or a heteroaromatic ring having 3 to 18 carbon atoms.
[0165] According to an embodiment of the present invention, in the second compound, ring A and / or ring B are each independently selected from a five-membered unsaturated carbon ring, an aromatic ring having 6 to 10 carbon atoms, or a heteroaromatic ring having 3 to 10 carbon atoms.
[0166] According to an embodiment of the present invention, in the second compound, the L a is selected from the structures represented by any one of Formula 2-1 to Formula 2-19:
[0167]
[0168]
[0169] Wherein,
[0170] In Formula 2-1 to Formula 2-19, X1-X2 are the same or different each time they appear and are selected from CR x or N; X3-X7 are the same or different each time they appear and are selected from CR d or N; A e1 -A e6 is the same or different each time it appears and is selected from CR e or N;
[0171] Z is the same or different each time it appears and is selected from CR f R f , SiR f R f , PR f , O, S or NR f ; when two Rs are present simultaneously fWhen there are two Rs f they can be the same or different;
[0172] Y is selected from SiR y R y , NR y , PR y , O, S or Se; when there are two Rs y they can be the same or different; y
[0173] R, R x , R y , R d , R e , R f and Reach occurrence is independently 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 heterocyclic group having 3 - 20 ring atoms, substituted or unsubstituted aralkyl having 7 - 30 carbon atoms, substituted or unsubstituted alkoxy having 1 - 20 carbon atoms, substituted or unsubstituted aryloxy having 6 - 30 carbon atoms, substituted or unsubstituted alkenyl having 2 - 20 carbon atoms, substituted or unsubstituted aryl having 6 - 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 - 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 - 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 - 20 carbon atoms, substituted or unsubstituted hydroxy having 0 - 20 carbon atoms, amino, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxy, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof;
[0174] Adjacent substituents R, R x , R y , R d , R e and R f can optionally be joined to form a ring;
[0175] In this context, adjacent substituents R, R x , R y , R d , R e and R can optionally be joined to form a ring, which is intended to mean adjacent substituent groups therein. For example, between two substituents R d , between two substituents R e , between two substituents R x , between two substituents R y , between two substituents R f , and between substituent R dBetween R x Among them, the substituent R e Between R f Among them, between the substituent R and R y Among them, the substituent R y Between R f Among them, and between the substituent R and R f Among them, any one or more of these substituent groups may be connected to form a ring. Obviously, these substituents may also not be connected to form a ring with each other.
[0176] According to a preferred embodiment of the present invention, L a is selected from the structures represented by Formula 2-1, Formula 2-5, Formula 2-8, Formula 2-10, Formula 2-11 or Formula 2-12.
[0177] According to a preferred embodiment of the present invention, L a is selected from the structure represented by Formula 2-1.
[0178] According to an embodiment of the present invention, in Formula 2-1 to Formula 2-19, X1-X n and / or A e1 -A em at least one of which is selected from N, the X n corresponds to the largest serial number among those where X1-X7 exist in any one of Formula 2-1 to Formula 2-19, the A em corresponds to the largest serial number among those where the A e1 -A e6 exists in any one of Formula 2-1 to Formula 2-19. For example, for Formula 2-1, the X n corresponds to the largest serial number X5 among those where X1-X7 exist in Formula 2-1, the A em corresponds to the largest serial number among those where the A e1 -A e6 exists in Formula 2-1, that is, A e4 , that is, in Formula 2-1, at least one of X1-X5 and / or A e1 -A e4 is selected from N. Another example, for Formula 2-13, the X n corresponds to the largest serial number X3 among those where X1-X7 exist in Formula 2-13, the A em corresponds to the largest serial number among those where the A e1 -A e6 exists in Formula 2-13, that is, A e2 , that is, in Formula 2-13, at least one of X1-X3 and / or A e1 -A e2 is selected from N.
[0179] According to one embodiment of the present invention, in Formulas 2-1 to 2-19, X1-X n at least one of which is selected from N, and the X n corresponds to the largest serial number among those where X1-X7 exist in any one of Formulas 2-1 to 2-19.
[0180] According to one embodiment of the present invention, in Formulas 2-1 to 2-19, X2 is N.
[0181] According to one embodiment of the present invention, in Formulas 2-1 to 2-19, X1-X2 are each independently selected from CR x ; X3-X7 are each independently selected from CR d ; A e1 -A e6 are each independently selected from CR e ; adjacent substituents R x , R d , R e can optionally be connected to form a ring.
[0182] In this embodiment, adjacent substituents R x , R d , R e can optionally be connected to form a ring, which is intended to represent adjacent substituent groups among them. For example, between two substituents R d , between two substituents R e , between two substituents R x , and between substituent R d and R x , any one or more of these substituent groups can be connected to form a ring. Obviously, these substituents may also not be connected to form a ring at all.
[0183] According to one embodiment of the present invention, the R x , R d , R e are each the same or different when they appear each time and are selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted 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, cyano, and combinations thereof.
[0184] According to one embodiment of the present invention, the R x , R d , R eAt least two or three of them are the same or different each time they appear and are selected from the group consisting of: 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 arylsilyl having 6 to 20 carbon atoms, cyano, and combinations thereof.
[0185] In this embodiment, the R x 、R d 、R e At least two or three of them are the same or different each time they appear and are selected from the group of substituents, which is intended to mean that among the group consisting of two R x substituents, all R d substituents, and all R e substituents, at least two or three substituents are the same or different each time they appear and are selected from the group of substituents.
[0186] According to one embodiment of the present invention, in Formulas 2-1 to 2-11, X4 and / or X5 are selected from CR, and in Formulas 2-12 to 2-19, X3 is selected from CR d ;
[0187] And the R d is the same or different each time it appears and is selected from 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 arylsilyl having 6 to 20 carbon atoms, or combinations thereof.
[0188] According to one embodiment of the present invention, the R d is the same or different each time it appears and is selected from the group consisting of: hydrogen, deuterium, fluorine, methyl, ethyl, isopropyl, isobutyl, tert-butyl, neopentyl, cyclopentyl, cyclopentylmethyl, cyclohexyl, norbornyl, adamantyl, trimethylsilyl, isopropyldimethylsilyl, phenyldimethylsilyl, trifluoromethyl, cyano, and combinations thereof.
[0189] According to one embodiment of the present invention, in Formulas 2-1 to 2-19, R is selected from 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, or a combination thereof.
[0190] According to one embodiment of the present invention, the R is selected from hydrogen, deuterium, fluorine, methyl, ethyl, isopropyl, isobutyl, tert-butyl, cyclopentyl, cyclopentylmethyl, cyclohexyl, neopentyl, deuterated methyl, deuterated ethyl, deuterated isopropyl, deuterated isobutyl, deuterated tert-butyl, deuterated cyclopentyl, deuterated cyclopentylmethyl, deuterated cyclohexyl, deuterated neopentyl, trimethylsilyl, or a combination thereof.
[0191] According to one embodiment of the present invention, in Formulas 2-1 to 2-19, Y is selected from O or S.
[0192] According to one embodiment of the present invention, in Formulas 2-1 to 2-19, Y is O.
[0193] According to one embodiment of the present invention, in Formulas 2-1 to 2-19, X1 and X2 are each independently selected from CR x ;
[0194] According to one embodiment of the present invention, the R x is the same or different each time it appears and is selected from 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, or a combination thereof.
[0195] According to one embodiment of the present invention, in Formulas 2-1 to 2-19, X1 is selected from CR x , and X2 is N.
[0196] According to one embodiment of the present invention, the R xSelected from 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, or a combination thereof.
[0197] According to one embodiment of the present invention, wherein the ligand L a has a structure represented by Formula 2-20 or Formula 2-21:
[0198]
[0199] wherein, in Formula 2-20 and Formula 2-21,
[0200] Y is selected from O or S;
[0201] R x1 、R x2 、R d1 、R d2 、R d3 、R e1 、R e2 、R e3 、R e4 is the same or different each time it appears and 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 alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, and combinations thereof.
[0202] R is the same or different each time it appears and 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 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.
[0203] According to one embodiment of the present invention, wherein the ligand L a has a structure represented by Formula 2-20 or Formula 2-21:
[0204]
[0205] Among them, in Formula 2-20 and Formula 2-21,
[0206] Y is selected from O or S;
[0207] R x1 、R x2 、R d1 、R d2 、R d3 and / or R e1 、R e2 、R e3 、R e4 each occurrence of at least one or two of them is the same or different and is selected from 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, or a combination thereof;
[0208] R is selected from 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, or a combination thereof.
[0209] According to an embodiment of the present invention, wherein the ligand L a has a structure represented by Formula 2-20 or Formula 2-21:
[0210]
[0211] Among them, in Formula 2-20 and Formula 2-21,
[0212] Y is selected from O or S;
[0213] R x1 、R x2 、R d1 、R d2 、R d3 and / or R e1 、R e2 、R e3 、R e4each occurrence of at least one or two of them is the same or different and is selected from 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, or a combination thereof;
[0214] R is selected from 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, or a combination thereof.
[0215] According to one embodiment of the present invention, wherein the ligand L a has a structure represented by Formula 2 - 20 or Formula 2 - 21:
[0216]
[0217] wherein, in Formula 2 - 20 and Formula 2 - 21,
[0218] Y is selected from O or S;
[0219] R d2 is selected from the group consisting of deuterium, halogen, substituted or unsubstituted alkyl having 1 - 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 - 20 ring carbon atoms, substituted or unsubstituted aryl having 6 - 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 - 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 - 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 - 20 carbon atoms, or a combination thereof;
[0220] R is selected from 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, or a combination thereof; R e1 、R e2 、R e3 、R e4each occurrence of at least one or two of them is the same or different and is selected from deuterium, a halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted 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, or a combination thereof.
[0221] According to one embodiment of the present invention, wherein the ligand L a has a structure represented by Formula 2-20 or Formula 2-21:
[0222]
[0223] wherein, in Formula 2-20 and Formula 2-21,
[0224] Y is selected from O or S;
[0225] R d2 is selected from the group consisting of: a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, or a combination thereof;
[0226] R 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 alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, or a combination thereof; R e1 、R e2 、R e3 、R e4 each occurrence of at least one or two of them is the same or different and 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 alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, or a combination thereof.
[0227] According to one embodiment of the present invention, wherein the ligand L aHas a structure represented by Formula 2-20 or Formula 2-21:
[0228]
[0229] Wherein, in Formula 2-20 and Formula 2-21,
[0230] Y is selected from O or S;
[0231] R x1 、R x2 、R d1 、R d2 、R d3 、R e1 、R e2 、R e3 、R e4 、R, at least one of which is the same or different each time it appears, is selected from the group consisting of: substituted or unsubstituted alkyl having 3 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, and combinations thereof.
[0232] According to one embodiment of the present invention, wherein the ligand L a Has a structure represented by Formula 2-20 or Formula 2-21:
[0233]
[0234] Wherein, in Formula 2-20 and Formula 2-21,
[0235] Y is selected from O or S;
[0236] R d1 、R d2 、R d3 、R e1 、R e2 、R e3 、R e4 、R, at least one of which is the same or different each time it appears, is selected from the group consisting of: substituted or unsubstituted alkyl having 3 to 10 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 10 ring carbon atoms, and combinations thereof.
[0237] According to one embodiment of the present invention, wherein the L a Is selected from the group consisting of L a1 To L a168 Wherein the specific structures of the L a1 To L a168 Are shown in Claim 35.
[0238] According to one embodiment of the present invention, wherein the L a1 To La168 The hydrogen in the structure is partially or completely replaced by deuterium.
[0239] According to an embodiment of the present invention, wherein the second compound has M(L a ) m (L b ) n (L c ) q structure;
[0240] Wherein, the metal M is selected from metals with a relative atomic mass greater than 40; L a , L b , L c are the first, second, and third ligands of the complex, respectively;
[0241] Wherein, m is 1, 2, or 3, n is 0, 1, or 2, q is 0, 1, or 2, and m + n + q is equal to the oxidation state of the metal M; when m is greater than 1, multiple L a are the same or different; when n is 2, the two L b are the same or different, and when q is 2, the two L c are the same or different;
[0242] L a , L b and L c can optionally be connected to form a polydentate ligand;
[0243] L b and L c are each independently selected from the group consisting of the following structures:
[0244]
[0245] Wherein, R a , R b and R c each independently represent mono-substituted, multi-substituted, or unsubstituted;
[0246] X b is each independently selected from the group consisting of: O, S, Se, NR N1 and CR C1 R C2 ;
[0247] X c and X d are each independently selected from the group consisting of: O, S, Se, and NR N2 ;
[0248] R a , Rb , R c , R N1 , R N2 , R C1 and R C2 are each independently selected, each time they appear, 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 heterocyclic group having 3 - 20 ring atoms, substituted or unsubstituted aralkyl having 7 - 30 carbon atoms, substituted or unsubstituted alkoxy having 1 - 20 carbon atoms, substituted or unsubstituted aryloxy having 6 - 30 carbon atoms, substituted or unsubstituted alkenyl having 2 - 20 carbon atoms, substituted or unsubstituted aryl having 6 - 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 - 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 - 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 - 20 carbon atoms, substituted or unsubstituted amino having 0 - 20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof;
[0249] wherein adjacent substituents R a , R b , R c , R N1 , R N2 , R C1 , and R C2 can optionally be linked to form a ring.
[0250] In this embodiment, adjacent substituents R a , R b , R c , R N1 , R C1 , and R C2 can optionally be linked to form a ring, which is intended to represent adjacent substituent groups. For example, between two substituents R a , between two substituents R b , between two substituents R c , and between substituent R a and R b , between substituent R a and R c , between substituent R b and R c , between substituent R C1 and R C2 , between substituent R b and R C1 , between substituent Ra and R C1 between the substituents R c and R C1 between the substituents R b and R C2 between the substituents R a and R C2 between the substituents R c and R C2 between the substituents R b and R N1 between the substituents R a and R N1 between the substituents R c and R N1 between these, any one or more of these substituent groups may be linked to form a ring. Obviously, these adjacent substituents may also not be linked to form a ring at all.
[0251] According to one embodiment of the present invention, the metal M is selected from Ir, Rh, Re, Os, Pt, Au or Cu; preferably, M is selected from Ir or Pt; more preferably, M is Ir.
[0252] According to one embodiment of the present invention, wherein L b each occurrence is independently selected from the following structures:
[0253]
[0254] wherein R 11 –R 17 each occurrence is independently 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 alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof.
[0255] According to one embodiment of the present invention, wherein L b each occurrence is independently selected from the following structures:
[0256]
[0257] wherein at least one of R 11 -R 13 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 heteroalkyl group having 1 to 20 carbon atoms, or a combination thereof; and / or at least one of R 14 -R 16 is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, or a combination thereof.
[0258] According to one embodiment of the present invention, wherein L b is, each occurrence being the same or different, selected from the following structures:
[0259]
[0260] wherein at least two of R 11 -R 13 are selected from a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, or a combination thereof; and / or at least one of R 14 -R 16 is a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, or a combination thereof.
[0261] According to one embodiment of the present invention, wherein L b is, each occurrence being the same or different, selected from the following structures:
[0262]
[0263] wherein at least two of R 11 -R 13 are selected from a substituted or unsubstituted alkyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 2 to 20 carbon atoms, or a combination thereof; and / or at least two of R 14 -R 16 are selected from a substituted or unsubstituted alkyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 2 to 20 carbon atoms, or a combination thereof.
[0264] According to an embodiment of the present invention, wherein the L b is selected from the group consisting of L b1 to L b322 , and the specific structures of the L c to L c1 to L c231 are shown in claim 36. b1 to L b322 and L c1 to L c231 See claim 36 for the specific structure.
[0265] According to an embodiment of the present invention, in the device, the second compound is an Ir complex and has a structure shown in any one of Ir(L a )(L b )(L c ), Ir(L a )2(L b ), Ir(L a )2(L c ), and Ir(L a )(L c )2; when the second compound has the structure of Ir(L a )(L b )(L c ), the L a is selected from any one of the group consisting of L a1 to L a168 , the L b is selected from any one of the group consisting of L b1 to L b322 , and the L c is selected from any one of the group consisting of L c1 to L c231 ; when the second compound has the structure of Ir(L a )2(L b ), the L a is selected from any one or any two of the group consisting of L a1 to L a168 , and the L b is selected from any one of the group consisting of L b1 to L b322 ; when the second compound has the structure of Ir(L a )2(L c ), the L a is selected from any one or any two of the group consisting of L a1 to L a168 , and the L c is selected from the group consisting of L c1 to Lc231 Any one of the group consisting of; when the second compound has the structure of Ir(L a )(L c )2, the L a is selected from any one of the group consisting of L a1 to L a168 , and the L c is selected from any one or any two of the group consisting of L c1 to L c231 .
[0266] According to an embodiment of the present invention, wherein the second compound is selected from the group consisting of C1 to C 145 consisting of, wherein the specific structures of C1 to C 145 are shown in claim 40.
[0267] According to an embodiment of the present invention, wherein the organic layer is a light-emitting layer, the first compound is a host material, and the second compound is a light-emitting material.
[0268] According to an embodiment of the present invention, wherein the organic layer further comprises a third compound having a structure represented by any one of Formulas 3-1 to 3-3:
[0269]
[0270] In Formulas 3-1 to 3-3, Ar 31 to Ar 35 are each independently selected, when each appears, from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms; and when Ar 31 to Ar 35 is a heteroaryl group, at least one atom is selected from N, O or S;
[0271] L 31 to L 35 are each independently selected, when each appears, from a single bond, substituted or unsubstituted arylene groups having 6 to 30 carbon atoms, substituted or unsubstituted heteroarylene groups having 3 to 30 carbon atoms, or combinations thereof;
[0272] X is selected from CR x3 R x4 , NR x5 , O or S;
[0273] R 31 -R 37 each independently represents mono-substitution, multi-substitution or no substitution when each appears;
[0274] R 31 -R37 Each occurrence is the same as or different from and is selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1-20 carbon atoms, substituted or unsubstituted heterocyclic group having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof;
[0275] R x3 -R x5 Each occurrence is the same as or different from and is selected from the group consisting of: substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, or combinations thereof;
[0276] Adjacent substituents R 31 -R 37 Can optionally be linked to form a ring.
[0277] As used herein, adjacent substituents R 31 -R 37 Can optionally be linked to form a ring, which is intended to mean a group of adjacent substituents therein. For example, between two substituents R 31 between two substituents R 32 between two substituents R 33 between two substituents R 34 between two substituents R 35 between two substituents R 36 between two substituents R 37 between substituents R 31 and R 32 between substituents R 32 and R 33 between substituents R 34 and R 35 between substituents R 35 and R 36 between, and between substituents R 36 and R 37Among them, any one or more of these substituent groups may be connected to form a ring. Obviously, none of these substituents may be connected to form a ring either.
[0278] According to an embodiment of the present invention, the organic layer is a light-emitting layer, and the third compound is a host material.
[0279] According to an embodiment of the present invention, in Formula 3-1, adjacent substituents R 31 , R 32 , R 33 At least one group is connected to form a ring.
[0280] In this article, adjacent substituents R 31 , R 32 , R 33 At least one group is connected to form a ring, which is intended to represent adjacent substituent groups among them. For example, between two substituents R 31 , between two substituents R 32 , between two substituents R 33 , between substituent R 31 and R 32 , and between substituent R 32 and R 33 , at least one group among these substituent groups is connected to form a ring.
[0281] According to an embodiment of the present invention, in Formula 3-1, adjacent substituents R 31 , R 32 , R 33 At least one group is connected to form a ring and the formed ring contains at least 1 six-membered ring.
[0282] According to an embodiment of the present invention, the third compound is selected from the structures represented by any one of Formula 3-11 to Formula 3-21:
[0283]
[0284] Among them, in Formula 3-11 to Formula 3-21, Ar 31 Each occurrence is the same or different and is selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms; and when Ar 31 to Ar 35 is a heteroaryl group, at least one atom is selected from N, O or S;
[0285] L 31 Each occurrence is the same or different and is selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof;
[0286] X is selected from CR x3 R x4 , NR x5 , O or S;
[0287] R 31 -R 33 and R 38 each occurrence represents, independently of one another, mono-substituted, multi-substituted or unsubstituted;
[0288] R 31 -R 33 and R 38 when they occur, are the same or different and are each independently 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 heterocyclic group having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof;
[0289] R x3 -R x5 each occurrence represents, independently of one another, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, or combinations thereof;
[0290] Adjacent substituents R 31 -R 33 and R 38 can optionally be linked to form a ring.
[0291] In this context, adjacent substituents R 31 -R 33 and R 38 can optionally be linked to form a ring, which is intended to mean groups of adjacent substituents, for example, between two substituents R 31 between two substituents R 32 between two substituents R 33 between two substituents R 38Between, the substituent R 31 and R 38 Between, the substituent R 32 and R 38 Between, the substituent R 33 and R 38 Between, the substituent R 31 and R 32 Between, and the substituent R 32 and R 33 Between, any one or more of these substituent groups may be connected to form a ring. Obviously, these substituents may also not be connected to form a ring at all.
[0292] According to an embodiment of the present invention, said R 31 -R 38 Each occurrence is the same or different and is selected from the group consisting of: hydrogen, deuterium, halogen, cyano, hydroxyl, mercapto, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, and combinations thereof; said L 31 to L 35 Each occurrence is the same or different and is selected from the group consisting of: single bond, substituted or unsubstituted arylene having 6-18 carbon atoms, substituted or unsubstituted heteroarylene having 3-18 carbon atoms, and combinations thereof; said Ar 31 to Ar 35 Each occurrence is the same or different and is selected from the group consisting of: substituted or unsubstituted aryl having 6-18 carbon atoms, substituted or unsubstituted heteroaryl having 3-18 carbon atoms, and combinations thereof.
[0293] According to an embodiment of the present invention, said R 31 -R 38 Each occurrence is the same or different and is selected from the group consisting of: hydrogen, deuterium, fluorine, cyano, hydroxyl, mercapto, methyl, trideuteriomethyl, vinyl, phenyl, biphenyl, naphthyl, 4-cyanophenyl, dibenzofuranyl, dibenzothiophenyl, triphenylene, carbazolyl, 9-phenylcarbazolyl, 9,9-dimethylfluorenyl, pyridyl, phenylpyridyl, and combinations thereof; said L 31 to L 35 is selected from the group consisting of: single bond, phenylene, naphthylene, biphenylene, terphenylenylene, triphenylene, pyridylene, thiophenylene, dibenzofuranylene, dibenzothiophenylene and combinations thereof; said Ar 31 to Ar 35Each time it appears, it is the same or different and is selected from the group consisting of: phenyl, deuterated phenyl, methylphenyl, fluorophenyl, tert-butylphenyl, trideuteriomethylphenyl, biphenyl, naphthyl, deuterated naphthyl, dibenzofuranyl, dibenzothiophenyl, 9,9-dimethylfluorenyl, carbazolyl, pyridyl, pyrimidinyl, 4-cyanophenyl, 3-cyanophenyl, triphenylene, and combinations thereof.
[0294] According to one embodiment of the present invention, wherein the third compound is selected from the group consisting of H-1 to H-136, and the specific structures of H-1 to H-136 are shown in claim 48.
[0295] According to one embodiment of the present invention, optionally, the hydrogen in the structures of H-1 to H-136 can be partially or completely replaced by deuterium.
[0296] According to one embodiment of the present invention, wherein the electroluminescent device emits red light.
[0297] According to one embodiment of the present invention, wherein the electroluminescent device emits white light.
[0298] According to one embodiment of the present invention, a display assembly is disclosed, which comprises an electroluminescent device, and the specific structure of the electroluminescent device is as shown in any of the foregoing embodiments.
[0299] According to one embodiment of the present invention, a compound combination is disclosed, which at least comprises a first compound and a second compound;
[0300] Wherein,
[0301] The first compound has a structure represented by formula 1a:
[0302]
[0303] In formula 1a,
[0304] A1-A 10 Each independently selected from C, CR A Or N; and A1-A 10 Three of them are C; two of the Cs are adjacent and are connected to the structure represented by formula 1b; the other C is connected to the structure represented by formula 1c:
[0305]
[0306] * respectively represent the positions where formula 1b is connected to formula 1a and the position where formula 1c is connected to formula 1a;
[0307] Ar is selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, or a combination thereof;
[0308] L is selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3 to 30 carbon atoms, or a combination thereof;
[0309] V is selected from NR2, O or S;
[0310] R A , R1, and R2 are each independently the same or different and are selected from the group consisting of: hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, a substituted or unsubstituted aralkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, acyl group, carbonyl group, carboxylic acid group, ester group, cyano group, isocyano group, hydroxyl group, mercapto group, sulfinyl group, sulfonyl group, phosphino group, and combinations thereof;
[0311] Adjacent substituents R A , R1, and R2 can optionally be joined to form a ring;
[0312] The second compound is a metal complex that includes a ligand L a , L a having a structure represented by Formula 2:
[0313]
[0314] In Formula 2,
[0315] Ring A and Ring B are each independently selected from a five-membered unsaturated carbon ring, an aromatic ring having 6 to 30 carbon atoms, or a heteroaromatic ring having 3 to 30 carbon atoms;
[0316] R d 、R e each occurrence is the same or different and represents single substitution, multiple substitution, or no substitution;
[0317] Y is selected from SiR y Ry ,GeR y R y ,NR y ,PR y ,O, S or Se;
[0318] When two Rs are present simultaneously y ,the two Rs y can be the same or different;
[0319] X1 - X2 is the same or different each time it appears and is selected from CR x or N;
[0320] R, R d ,R e ,R x and R y are the same or different each time they appear and are selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 - 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 - 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 - 20 carbon atoms, substituted or unsubstituted heterocyclic group having 3 - 20 ring atoms, substituted or unsubstituted aralkyl having 7 - 30 carbon atoms, substituted or unsubstituted alkoxy having 1 - 20 carbon atoms, substituted or unsubstituted aryloxy having 6 - 30 carbon atoms, substituted or unsubstituted alkenyl having 2 - 20 carbon atoms, substituted or unsubstituted aryl having 6 - 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 - 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 - 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 - 20 carbon atoms, substituted or unsubstituted amino having 0 - 20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof;
[0321] Adjacent substituents R d ,R x ,R y ,R and R e can optionally be linked to form a ring.
[0322] According to one embodiment of the present invention, the compound combination further comprises a third compound having a structure represented by one of Formulas 3 - 1 to 3 - 3:
[0323]
[0324] In Formulas 3 - 1 to 3 - 3, Ar 31 to Ar 35Each occurrence is the same as or different from and is independently selected from substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms; and when Ar 31 to Ar 35 is heteroaryl, at least one atom is selected from N, O or S;
[0325] L 31 to L 35 Each occurrence is the same as or different from and is independently selected from a single bond, substituted or unsubstituted arylene having 6 to 30 carbon atoms, substituted or unsubstituted heteroarylene having 3 to 30 carbon atoms, or a combination thereof;
[0326] X is selected from CR x3 R x4 NR x5 O or S;
[0327] R 31 -R 37 Each occurrence is the same as or different from and represents mono-substituted, multi-substituted or unsubstituted;
[0328] R 31 -R 37 Each occurrence is the same as or different from and is independently 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 heterocyclic group 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 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 amino having 0 to 20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof;
[0329] R x3 -R x5 Each occurrence is the same as or different from and is independently selected from the group consisting of substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, or a combination thereof;
[0330] Adjacent substituents R 31 -R 37 can optionally be joined to form a ring.
[0331] According to one embodiment of the present invention, the first compound, the second compound, and the third compound may further be selected from those described in any of the foregoing embodiments.
[0332] In combination with other materials
[0333] The materials for specific layers in the organic light-emitting devices described in the present invention can be used in combination with various other materials present in the devices. The combinations of these materials are described in detail in paragraphs 0132 - 0161 of US Patent Application US2016 / 0359122A1, the entire content of which is 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.
[0334] The materials described herein as being usable for specific layers in organic light-emitting devices can be used in combination with a variety of other materials present in the devices. For example, the compounds disclosed herein can be combined with a variety of hosts, transport layers, blocking layers, injection layers, electrodes, and other layers that may be present. The combinations of these materials are described in detail in paragraphs 0080 - 0101 of US Patent Application US2015 / 0349273A1, the entire content of which is 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.
[0335] The present invention places no restrictions on the preparation methods of the selected first compound and second compound. Those skilled in the art can use conventional synthesis methods for preparation, and the preparation methods will not be elaborated herein. In the embodiments of the device, the characteristics of the device are also tested using conventional equipment in the art (including but not limited to evaporation machines produced by Angstrom Engineering, optical test systems and lifetime test systems produced by Suzhou Firstar, ellipsometers produced by Beijing Liangtuo, etc.) in a method well-known to those skilled in the art. Since those skilled in the art are aware of the relevant content such as the use of the above equipment and test methods and can obtain the inherent data of the samples determinately and without being affected, the above relevant content will not be further elaborated in this patent.
[0336] Those skilled in the art can obtain or prepare various compounds in this application, including but not limited to the first compound, the second compound, and the third compound. Or they can also be prepared by referring to Chinese applications with application numbers CN202011219604.7 and CN202110348602.6, which will not be elaborated herein.
[0337] The preparation method of the electroluminescent device is not limited. The preparation methods in the following embodiments are only examples and should not be construed as limitations. Those skilled in the art can reasonably improve the preparation methods in the following embodiments based on the prior art. Exemplarily, the ratio of various materials in the light-emitting layer is not particularly limited, and those skilled in the art can reasonably select within a certain range according to the prior art. For example, based on the total weight of the light-emitting layer materials, the host material can account for 80%-99%, and the light-emitting material can account for 1%-20%; or the host material can account for 90%-98%, and the light-emitting material can account for 2%-10%. In addition, the host material can be one or two materials, and the ratio of the two host materials to the host material can be 100:0 to 1:99; or the ratio can be 80:20 to 20:80; or the ratio can be 60:40 to 40:60.
[0338] Device Example 1
[0339] First, clean the glass substrate, which has an indium tin oxide (ITO) anode with a thickness of 120 nm, and then treat it with UV ozone and oxygen plasma. After treatment, dry the substrate in a nitrogen-filled glove box to remove moisture, and then mount the substrate on a substrate holder and load it into a vacuum chamber. The following specified organic layers are sequentially evaporated on the ITO anode by thermal vacuum at a rate of about 10 -8 Torr. Compound HI is used as the hole injection layer (HIL) with a thickness of Compound HT is used as the hole transport layer (HTL) with a thickness of Compound EB is used as the electron blocking layer (EBL) with a thickness of Then, compound E-9 as the first host, compound H-35 as the second host, and compound C8 as the dopant are co-evaporated as the light-emitting layer (EML) with a thickness of Compound HB is used as the hole blocking layer (HBL) with a thickness of On the hole blocking layer, compound ET and lithium 8-hydroxyquinoline (Liq) are co-evaporated as the electron transport layer (ETL) with a thickness of Finally, evaporate The thickness of lithium 8-hydroxyquinoline (Liq) as the electron injection layer (EIL), and evaporate The thickness of aluminum as the cathode. Then transfer the device back to the glove box and encapsulate it with a glass cover to complete the device.
[0340] Device Example 2
[0341] The implementation mode of Device Example 2 is the same as that of Device Example 1, except that in the light-emitting layer (EML), compound C is used27 Instead of compound C8 as a dopant.
[0342] Device Comparative Example 1
[0343] The implementation of Device Comparative Example 1 is the same as that of Device Example 1, except that in the emission layer (EML), compound RH-A is used instead of compounds E-9 and H-35 as the host, and compound RD-A is used instead of compound C8 as the dopant.
[0344] Device Comparative Example 2
[0345] The implementation of Device Comparative Example 2 is the same as that of Device Example 1, except that in the emission layer (EML), compound RD-A is used instead of compound C8 as the dopant.
[0346] Device Comparative Example 3
[0347] The implementation of Device Comparative Example 3 is the same as that of Device Example 1, except that in the emission layer (EML), compound RH-A is used instead of compounds E-9 and H-35 as the host.
[0348] Device Comparative Example 4
[0349] The implementation of Device Comparative Example 4 is the same as that of Device Example 2, except that in the emission layer (EML), compound RH-A is used instead of compounds E-9 and H-35 as the host.
[0350] Table 1 Device Structures of Device Examples and Comparative Examples
[0351]
[0352]
[0353] The material structures used in the device are as follows:
[0354]
[0355]
[0356] Table 2 shows the external quantum efficiency (EQE) data measured at a current density of 15 mA / cm 2 and the lifetime (LT97) data measured at a brightness of 5000 cd / m 2 brightness.
[0357] Table 2 Device Data
[0358] Device number EQE (%) LT97 (h) Example 1 24.04 1362.09 Example 2 25.00 1501.60 Comparative Example 1 21.3 245.8 Comparative Example 2 20.52 122.2 Comparative Example 3 22.45 1188.64 Comparative Example 4 22.59 1157.30
[0359] From the comparison of the data between Examples 1 and 2 and Comparative Examples 3 and 4 respectively, it can be seen that for the second compound of the present invention in the first compound of the present invention compared with that in the commercial host material compound RH-A, the EQE is increased from 22.45% and 22.59% which had already reached a very high level in Comparative Examples 3 and 4 to 24.04% and 25.00% respectively, and the improvement ranges are 7.1% and 10.7% respectively, and the improvement is very obvious; more importantly, the device lifetime is extended from 1157 hours and 1188 hours which had already reached a very high level in Comparative Examples 3 and 4 to 1362 hours and 1501 hours respectively, and the improvement ranges are 14.6% and 29.7% respectively, and the improvement is very large. This shows that the combination of the first compound and the second compound of the present invention has been greatly improved in terms of external quantum efficiency and device lifetime, excellent device performance has been obtained, and far exceeds the device effect when using commercial host materials. These results fully prove the superiority of the combination of the first compound and the second compound of the present invention.
[0360] From the comparison of the data between Examples 1 and 2 and Comparative Example 2, it can be seen that the device performance of the examples has obvious advantages: the EQE of Examples 1 and 2 is increased by 14.6% and 17.9% respectively compared with Comparative Example 2, and at the same time the lifetime is also increased by more than ten times compared with Comparative Example 2, reaching more than 1300 hours, achieving a very large improvement. These results once again prove the superiority of the combination of the first compound and the second compound of the present invention.
[0361] From the comparison between Comparative Example 1 and Comparative Example 2, it can be found that when using the same dopant compound RD-A, when using the first compound of the present invention as the host material compared with using the compound RH-A as the host material, the EQE decreases, the lifetime is greatly shortened, and the device performance deteriorates. However, from the comparison between Examples 1 and 2 and Comparative Examples 3 and 4, it can be found that when using the same second compound of the present invention as the dopant, when using the first compound of the present invention as the host material compared with using the compound RH-A as the host material, the EQE and the lifetime are greatly improved, and the device performance is improved. Through the above comparison, it can be found that although the compound RD-A and the second compound of the present invention have similarities in structure, when the first compound and the second compound of the present invention are used in combination, it instead brings an unexpected large improvement in device performance. The completely different changes in device performance shown when such similar compound structures are combined with different compounds further reflect the unpredictable superiority of the combination of the first compound and the second compound of the present invention.
[0362] In summary, the combination of the first compound and the second compound disclosed by the present invention can exhibit excellent comprehensive device performance in devices, such as longer lifespan and higher external quantum efficiency, and has good commercial development potential because these two types of compounds can be well matched with each other in terms of energy.
[0363] It should be understood that the various embodiments described herein are merely 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 and preferred embodiments described herein. Many of the materials and structures described herein may be replaced by other materials and structures without departing from the spirit of the present invention. It should be understood that the various theories as to why the present invention works are not intended to be limiting.
Claims
1. An electroluminescent device, comprising: an anode, a cathode, and an organic layer disposed between the anode and the cathode, wherein the organic layer contains at least a first compound and a second compound; wherein the organic layer is a light-emitting layer, the first compound is a host material, and the second compound is a light-emitting material; the first compound has a structure represented by one of Formula 1a-1 to Formula 1a-6: In Formula 1a-1 to Formula 1a-6, A1-A 10 Each independently selected from C, CR A or N; and one of A1-A 10 is C and is connected to the structure represented by Formula 1c: *-L-Ar Formula 1c; * represents the position where Formula 1c is connected to Formula 1a-1 to Formula 1a-6; Ar is selected from a substituted or unsubstituted aryl group having 6-30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3-30 carbon atoms, or a combination thereof; L is selected from a single bond, a substituted or unsubstituted arylene group having 6-30 carbon atoms, a substituted or unsubstituted heteroarylene group having 3-30 carbon atoms, or a combination thereof; V is selected from NR2, O or S; R A ,R1, and R2 are each independently selected, each time they appear, 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 heterocyclic group 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 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 amino having 0 to 20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof; Adjacent substituents R A , R1 and R2 can optionally be linked to form a ring; The second compound is a metal complex, which comprises a ligand L a , L a has a structure represented by Formula 2: In Formula 2, Ring A and Ring B are each independently selected from a five-membered unsaturated carbon ring, an aromatic ring having 6-30 carbon atoms or a heteroaromatic ring having 3-30 carbon atoms; R d 、R e each occurrence independently represents mono-substitution, poly-substitution, or no substitution, either the same or different when it appears each time; Y is selected from O, S or Se; X1 - X2, each occurrence of which is the same as or different from, is independently selected from CR x or N; R, R d , R e , R x each occurrence is the same as or different from and is independently 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 heterocyclic group having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl group, carbonyl group, carboxyl group, ester group, cyano group, isocyano group, hydroxyl group, mercapto group, sulfinyl group, sulfonyl group, phosphino group, and combinations thereof; Adjacent substituents R d 、R x 、R and R e may optionally be linked to form a ring; The metal is selected from Ir or Pt.
2. The electroluminescent device according to claim 1, wherein V in Formula 1a-1 to Formula 1a-6 is selected from O or S.
3. The electroluminescent device according to claim 1, wherein V in Formula 1a-1 to Formula 1a-6 is O.
4. The electroluminescent device according to claim 1, wherein said R A , R1 and R2 are each independently selected, each time they appear, from the group consisting of: hydrogen, deuterium, halogen, cyano, hydroxy, mercapto, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted alkenyl 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, and combinations thereof.
5. The electroluminescent device according to claim 1, wherein said R A , R1 and R2 are each independently selected, the same or different each time they appear, from the group consisting of: hydrogen, deuterium, fluorine, cyano, hydroxy, mercapto, methyl, trideuteriomethyl, vinyl, phenyl, biphenyl, naphthyl, 4-cyanophenyl, dibenzofuranyl, dibenzothiophenyl, triphenylene, carbazolyl, 9-phenylcarbazolyl, 9,9-dimethylfluorenyl, pyridyl, phenylpyridyl, and combinations thereof.
6. The electroluminescent device according to claim 1, wherein Ar in Formula 1c has a structure represented by one of Formula 1c-1 to Formula 1c-3: Wherein, In Formula 1c-1, B1 - B6 are each independently selected from C, CR B or N, each time they appear In Formula 1c-2, B1-B8 are each independently selected from C, CR B or N; In Formula 1c-3, B1 - B8 are each independently selected from C, CR B or N; G is selected from CR g R g , SiR g R g , NR g , BR g , PR g , O, S or Se; when two Rs g are present simultaneously, the two Rs g may be the same or different; R B , R g is the same as or different from each occurrence and is 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 heterocyclic group 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 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, and its combination; "︴” represents the position where the Ar structure is connected to L in Formula 1c; Adjacent substituents R B and R g can optionally be linked to form a ring.
7. The electroluminescent device according to claim 6, wherein Ar in Formula 1c has a structure represented by one of Formula 1c-11 to Formula 1c-20: In Formulas 1c-11 to 1c-20, B1-B n is the same as or different from each other and is independently selected from CR B or N each time it appears; the B n corresponding to the largest serial number among those present in any one of Formulas 1c-11 to 1c-20 of B1-B 12 , G is the same as or different from each other and is independently selected from CR g R g , SiR g R g , NR g , BR g , PR g , O, S or Se; when two Rs g are present simultaneously, the two Rs g may be the same as or different from each other; R B ,R g each occurrence of which is the same as or different from and is 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 heterocyclic group 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 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, and its combination; "︴” represents the position where the Ar structure is connected to L in Formula 1c; Adjacent substituents R B and R g can optionally be linked to form a ring.
8. The electroluminescent device according to claim 7, wherein in Formula 1c-11, at least one of B1, B3, and B5 is N, and the rest are each independently selected from CR B or N; in Formulas 1c-12 to 1c-20, at least one of B1-B n is N, and the B n corresponds to the largest serial number among those present in any one of Formulas 1c-12 to 1c-20 for B1-B 12 , and the rest are each independently selected from CR B or N.
9. The electroluminescent device according to claim 7, in Formula 1c-11, two or three of B1, B3, and B5 are N, and the rest are each independently selected from CR B ; in Formulas 1c-12 to 1c-20, at least two of B1-B n are N, and the B n corresponds to the largest serial number among those existing in any one of Formulas 1c-12 to 1c-20 for B1-B 12 , and the rest are each independently selected from CR B .
10. The electroluminescent device according to claim 6, wherein said R B is the same or different each time it appears and is selected from the group consisting of: hydrogen, deuterium, halogen, cyano, hydroxy, mercapto, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, and combinations thereof.
11. The electroluminescent device according to claim 6, wherein said R B is the same or different each time it appears and is selected from the group consisting of: hydrogen, deuterium, methyl, trideuteriomethyl, vinyl, phenyl, biphenyl, naphthyl, 4-cyanophenyl, dibenzofuranyl, dibenzothiophenyl, triphenylene, carbazolyl, 9-phenylcarbazolyl, 9,9-dimethylfluorenyl, pyridyl, phenylpyridyl, and combinations thereof.
12. The electroluminescent device according to claim 7, wherein B1-B in Formula 1c-11 to Formula 1c-20 n At least one is CR B , the B n Corresponding to B1-B 12 The largest serial number in any of Formulas 1c-11 to 1c-20, and R B Selected from the group consisting of deuterium, halogen, cyano, hydroxyl, mercapto, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, and combinations thereof.
13. The electroluminescent device according to claim 7, wherein B1-B in Formula 1c-11 to Formula 1c-20 n At least one is CR B , the B n Corresponding to B1-B 12 The largest serial number in any of Formulas 1c-11 to 1c-20, and R B Selected from the group consisting of deuterium, methyl, trideuterated methyl, vinyl, phenyl, biphenyl, naphthyl, 4-cyanophenyl, dibenzofuranyl, dibenzothienyl, triphenylene, carbazolyl, 9-phenylcarbazolyl, 9,9-dimethylfluorenyl, pyridyl, phenylpyridyl, and combinations thereof.
14. The electroluminescent device according to claim 1, wherein Ar in Formula 1c is selected from the group consisting of the following structures: Among them, Optionally, the hydrogen in the structures of Ar-1 to Ar-78 can be partially or completely replaced by deuterium; Indicates the position where the Ar structure is linked to the L as described in Formula 1c.
15. The electroluminescent device according to claim 1, wherein L is selected from the group consisting of: a single bond, a substituted or unsubstituted arylene group having 6-18 carbon atoms, a substituted or unsubstituted heteroarylene group having 3-18 carbon atoms, and combinations thereof.
16. The electroluminescent device according to claim 1, wherein L is selected from the group consisting of: a single bond, phenylene, naphthylene, biphenylene, terphenylenylene, quaterphenylenylene, pyridinylene, thienylene, dibenzofuranylene, dibenzothienylene, and combinations thereof.
17. The electroluminescent device according to claim 1, wherein the first compound is selected from the group consisting of the following structures: Among them, Optionally, the hydrogen in the structures of Compound E-1 to E-91 can be partially or completely replaced by deuterium.
18. The electroluminescent device according to claim 1, wherein, In the second compound, Ring A and / or Ring B are each independently selected from a five-membered unsaturated carbon ring, an aromatic ring having 6-18 carbon atoms or a heteroaromatic ring having 3-18 carbon atoms.
19. The electroluminescent device according to claim 1, wherein, Ring A and / or ring B are each independently selected from a five-membered unsaturated carbon ring, an aromatic ring having 6 to 10 carbon atoms, or a heteroaromatic ring having 3 to 10 carbon atoms.
20. The electroluminescent device according to claim 1, wherein the L a is selected from the structures represented by any one of Formula 2-1 to Formula 2-19: Wherein, In Formulas 2-1 to 2-19, X1-X2 are the same as or different from each other and are each independently selected from CR x or N; X3-X7 are the same as or different from each other and are each independently selected from CR d or N; A e1 -A e6 are the same as or different from each other and are each independently selected from CR e or N; Z is independently selected from CR each time it appears f R f , SiR f R f , PR f , O, S or NR f ; when two Rs are present simultaneously f , the two Rs f are the same or different; Y is selected from O, S or Se; R, R x , R d , R e and R f each occurrence of which is the same as or different from one another and is independently 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 heterocyclic group having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted hydroxy having 0-20 carbon atoms, amino, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxy, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof; Adjacent substituents R, R x , R d , R e and R f can optionally be linked to form a ring.
21. The electroluminescent device according to claim 20, wherein, L a select a structure represented by Formula 2-1, Formula 2-5, Formula 2-8, Formula 2-10, Formula 2-11 or Formula 2-12.
22. The electroluminescent device according to claim 20, wherein, L a Select the structure represented by Formula 2-1.
23. The electroluminescent device according to claim 20, wherein, In Formulas 2-1 to 2-19, X1-X n and / or A e1 -A em at least one of which is selected from N, and the X n corresponds to the largest serial number among the serial numbers where X1-X7 exist in any one of Formulas 2-1 to 2-19, and the A em corresponds to the A e1 -A e6 corresponds to the largest serial number among the serial numbers where it exists in any one of Formulas 2-1 to 2-19.
24. The electroluminescent device according to claim 20, wherein, In Formulae 2-1 to 2-19, at least one of X1-X n is selected from N, and the X n corresponds to the largest serial number among those where X1-X7 exist in any one of Formulae 2-1 to 2-19.
25. The electroluminescent device according to claim 20, wherein, In Formulas 2-1 to 2-19, X1-X2 are each independently selected from CR x ; X3-X7 are each independently selected from CR d ; A e1 -A e6 are each independently selected from CR e ; adjacent substituents R x , R d , R e can optionally be connected to form a ring.
26. The electroluminescent device according to claim 25, wherein, Said R x , R d , R e is the same or different each time it appears and 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 alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, cyano, and combinations thereof.
27. The electroluminescent device according to claim 25, wherein, Said R x , R d , R e At least two or three of each occurrence are the same or different and are 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, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, cyano, and combinations thereof.
28. The electroluminescent device according to claim 1, wherein The ligand L a has a structure represented by Formula 2-20 or Formula 2-21: Wherein, in Formula 2-20 and Formula 2-21, Y is selected from O or S; R x1 、R x2 、R d1 、R d2 、R d3 、R e1 、R e2 、R e3 、R e4 each occurrence is the same or different and is selected from the group consisting of: hydrogen, deuterium, a halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted 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, and combinations thereof; Each occurrence of R is the same or different and is 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 arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted amino group having 0 to 20 carbon atoms, and combinations thereof.
29. The electroluminescent device according to claim 28, wherein, R x1 、R x2 、R d1 、R d2 、R d3 neutralize and / or R e1 、R e2 、R e3 、R e4 at least one or two of R x1 、R x2 、R d1 、R d2 、R d3 、R e1 、R e2 、R e3 、R e4 are the same or different each time they appear and are independently selected from 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, or a combination thereof; R is selected from 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, or a combination thereof.
30. The electroluminescent device according to claim 28, wherein, R x1 、R x2 、R d1 、R d2 、R d3 neutralized and / or R e1 、R e2 、R e3 、R e4 at least one or two of each occurrence are the same or different and are independently selected from 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, or a combination thereof; R is selected from 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, or a combination thereof.
31. The electroluminescent device according to claim 28, wherein, R d2 is selected from the group consisting of deuterium, a halogen, a substituted or unsubstituted alkyl having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryl having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, or a combination thereof; R is selected from a halogen, a substituted or unsubstituted alkyl having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryl having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, or a combination thereof; R e1 、R e2 、R e3 、R e4 in at least one or two of each occurrence are the same or different and are selected from deuterium, a halogen, a substituted or unsubstituted alkyl having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, a substituted or unsubstituted aryl having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, or a combination thereof.
32. The electroluminescent device according to claim 31, wherein, R d2 is selected from the group consisting of: 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, or a combination thereof; R is selected from 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, or a combination thereof; R e1 、R e2 、R e3 、R e4 in at least one or two of each occurrence are the same or different and are selected from 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, or a combination thereof.
33. The electroluminescent device according to claim 31, wherein, In Formulas 2-20 and 2-21, R x1 , R x2 , R d1 , R d2 , R d3 , R e1 , R e2 , R e3 , R e4 , at least one of R, each time it appears, is the same or different and is selected from the group consisting of: a substituted or unsubstituted alkyl having 3 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, a substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, and combinations thereof.
34. The electroluminescent device according to claim 33, wherein, R d1 、R d2 、R d3 、R e1 、R e2 、R e3 、R e4 、at least one of R, each time it appears, is the same or different and is selected from the group consisting of: a substituted or unsubstituted alkyl group having 3 to 10 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 10 ring carbon atoms, and combinations thereof.
35. The electroluminescent device according to claim 1, wherein, L a the group consisting of the following structures, selected the same or differently each time it appears: In the above structure, TMS represents trimethylsilyl; Optionally, the hydrogen in the structure of L a1 to L a168 is partially or completely replaced by deuterium.
36. The electroluminescent device according to claim 1 or 35, wherein The second compound has the structure of M(L a ) m (L b ) n (L c ) q . Among them, the metal M is selected from Ir or Pt; L a , L b , L c are the first, second, and third ligands of the complex, respectively; wherein, m is 1, 2 or 3, n is 0, 1 or 2, q is 0, 1 or 2, and m + n + q is equal to the oxidation state of metal M; when m is greater than 1, multiple Ls a are the same or different; when n is 2, two Ls b are the same or different, and when q is 2, two Ls c are the same or different; L a 、L b and L c can optionally be linked to form a polydentate ligand; L b and L c each occurrence is independently selected from the group consisting of the following structures: wherein, R a , R b and R c each independently represents, upon each occurrence, unsubstituted, mono-substituted, or poly-substituted; X b each occurrence being the same as or different from each other and being selected from the group consisting of O, S, Se, NR N1 and CR C1 R C2 ; X c and X d each occurrence of which is the same as or different from and is independently selected from the group consisting of O, S, Se and NR N2 ; R a 、R b 、R c 、R N1 、R N2 、R C1 and R C2 are each independently selected, each time they appear, 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 heterocyclic group having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof; Among them, adjacent substituents R a , R b , R c , R N1 , R N2 , R C1 and R C2 can optionally be connected to form a ring.
37. The electroluminescent device according to claim 36, wherein M is Ir.
38. The electroluminescent device according to claim 36, wherein L b is the same or different each time it appears and is selected from the group consisting of the following structures: Among them, L c Same or different each time it appears, selected from the group consisting of the following structures:
39. The electroluminescent device according to claim 38, wherein, The second compound is an Ir complex and has a structure represented by any one of Ir(L a )(L b )(L c ), Ir(L a )2(L b ), Ir(L a )2(L c ), and Ir(L a )(L c )2; when the second compound has the structure of Ir(L a )(L b )(L c ), the L a is selected from any one of the group consisting of L a1 to L a168 , the L b is selected from any one of the group consisting of L b1 to L b322 , and the L c is selected from any one of the group consisting of L c1 to L c231 ; when the second compound has the structure of Ir(L a )2(L b ), the L a is selected from any one or any two of the group consisting of L a1 to L a168 , and the L b is selected from any one of the group consisting of L b1 to L b322 ; when the second compound has the structure of Ir(L a )2(L c ), the L a is selected from any one or any two of the group consisting of L a1 to L a168 , and the L c is selected from any one of the group consisting of L c1 to L c231 ; when the second compound has the structure of Ir(L a )(L c )2, the L a is selected from any one of the group consisting of L a1 to L a168 , and the L c is selected from any one or any two of the group consisting of L c1 to L c231 .
40. The electroluminescent device according to claim 38, wherein, The second compound is selected from the group consisting of the following structures:
41. The electroluminescent device according to claim 1, wherein the organic layer further comprises a third compound having a structure represented by one of Formula 3-1 to Formula 3-3: In Formulas 3-1 to 3-3, Ar 31 to Ar 35 is the same as or different from each other each time it appears, and is selected from substituted or unsubstituted aryl groups having 6 to 30 carbon atoms, and substituted or unsubstituted heteroaryl groups having 3 to 30 carbon atoms; and when Ar 31 to Ar 35 is a heteroaryl group, at least one atom is selected from N, O or S; L 31 to L 35 each occurrence independently selected from a single bond, a substituted or unsubstituted arylene having 6 to 30 carbon atoms, a substituted or unsubstituted heteroarylene having 3 to 30 carbon atoms, or a combination thereof; X is selected from CR x3 R x4 , NR x5 , O or S; R 31 -R 37 each occurrence independently represents mono-substitution, multi-substitution or no substitution, either identically or differently; R 31 -R 37 Each occurrence is independently 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 heterocyclic group 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 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 amino having 0 to 20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxy, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof; R x3 -R x5 each occurrence is independently selected from the group consisting of: a substituted or unsubstituted aryl having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, or a combination thereof; Adjacent substituents R 31 -R 37 can optionally be linked to form a ring.
42. The electroluminescent device according to claim 41, wherein the organic layer is a light-emitting layer and the third compound is a host material.
43. The electroluminescent device according to claim 41, wherein in Formula 3-1, at least one set of adjacent substituents R 31 , R 32 , R 33 are connected to form a ring.
44. The electroluminescent device according to claim 43, wherein in Formula 3-1, at least one set of adjacent substituents R 31 , R 32 , R 33 are connected to form a ring and the formed ring contains at least one six-membered ring.
45. The electroluminescent device according to claim 43, wherein the third compound is selected from the structures represented by one of Formula 3-11 to Formula 3-21: Among them, In Formula 3-11 to Formula 3-21, X, Ar 31 , L 31 and R 31 -R 33 is defined in the same way as in claim 25; R 38 each occurrence independently represents mono-substituted, multi-substituted or unsubstituted; R 38 when present, independently or identically 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 heterocyclic group having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof; Adjacent substituents R 31 -R 33 and R 38 can optionally be joined to form a ring.
46. The electroluminescent device according to claim 44, wherein the R 31 -R 38 is the same or different each time it appears and is selected from the group consisting of: hydrogen, deuterium, halogen, cyano, hydroxy, mercapto, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, and combinations thereof; Said L 31 to L 35 is the same as or different from each other each time it appears and is selected from the group consisting of: a single bond, a substituted or unsubstituted arylene having 6 to 18 carbon atoms, a substituted or unsubstituted heteroarylene having 3 to 18 carbon atoms, and combinations thereof; The Ar 31 to Ar 35 is the same as or different from each occurrence and is selected from the group consisting of: a substituted or unsubstituted aryl having 6 to 18 carbon atoms, a substituted or unsubstituted heteroaryl having 3 to 18 carbon atoms, and combinations thereof.
47. The electroluminescent device according to claim 44, wherein said R 31 -R 38 is the same or different each time it appears and is selected from the group consisting of: hydrogen, deuterium, fluorine, cyano, hydroxy, mercapto, methyl, trideuteriomethyl, vinyl, phenyl, biphenyl, naphthyl, 4-cyanophenyl, dibenzofuranyl, dibenzothiophenyl, triphenylenyl, carbazolyl, 9-phenylcarbazolyl, 9,9-dimethylfluorenyl, pyridyl, phenylpyridyl, and combinations thereof; The L 31 to L 35 is selected from the group consisting of: a single bond, phenylene, naphthylene, biphenylene, terphenylenylene, trinaphthylenylene, pyridinylene, thienylene, dibenzofuranylene, dibenzothiophenylene, and combinations thereof; The Ar 31 to Ar 35 is the same as or different from each other every time it appears, and is selected from the group consisting of: phenyl, deuterated phenyl, methylphenyl, fluorophenyl, tert-butylphenyl, tri-deuterated methylphenyl, biphenyl, naphthyl, deuterated naphthyl, dibenzofuranyl, dibenzothiophenyl, 9,9-dimethylfluorenyl, carbazolyl, pyridyl, pyrimidinyl, 4-cyanophenyl, 3-cyanophenyl, triphenylene, and combinations thereof.
48. The electroluminescent device according to claim 41, wherein the third compound is selected from the group consisting of the following structures: Among them, Optionally, the hydrogen in the structures of H-1 to H-136 can be partially or completely replaced by deuterium.
49. The electroluminescent device according to claim 1, which emits red light or white light.
50. A display assembly comprising the electroluminescent device according to any one of claims 1-49.
51. A composition for a light-emitting layer, which at least comprises a first compound and a second compound; the first compound is a host material and the second compound is a light-emitting material; Wherein, The first compound has a structure represented by one of Formula 1a-1 to Formula 1a-6: In Formula 1a-1 to Formula 1a-6, A1-A 10 each independently selected from C, CR A or N; and one of A1-A 10 is C and is linked to the structure represented by Formula 1c: *-L—Ar Formula 1c; * represents the position where Formula 1c is connected to Formula 1a-1 to Formula 1a-6; Ar is selected from substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, or combinations thereof; L is selected from a single bond, substituted or unsubstituted arylene having 6 to 30 carbon atoms, substituted or unsubstituted heteroarylene having 3 to 30 carbon atoms, or combinations thereof; V is selected from NR2, O or S; R A , R1, and R2, each occurrence of which is independently 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 heterocyclic group having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof; Adjacent substituents R A , R1 and R2 can optionally be linked to form a ring; The second compound is a metal complex, which comprises a ligand L a , L a having a structure represented by Formula 2: In Formula 2, Ring A and ring B are each independently selected from a five-membered unsaturated carbon ring, an aromatic ring having 6 to 30 carbon atoms, or a heteroaromatic ring having 3 to 30 carbon atoms; R d 、R e each occurrence independently represents unsubstituted, mono-substituted, or poly-substituted; Y is selected from O, S or Se; X1 - X2, each time it appears, is independently selected from CR x or N; R, R d , R e , R x each occurrence is independently 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 heterocyclic group having 3-20 ring atoms, substituted or unsubstituted aralkyl having 7-30 carbon atoms, substituted or unsubstituted alkoxy having 1-20 carbon atoms, substituted or unsubstituted aryloxy having 6-30 carbon atoms, substituted or unsubstituted alkenyl having 2-20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxyl, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof; Adjacent substituents R d 、R x 、R and R e may optionally be linked to form a ring; The metal is selected from Ir or Pt.
Citation Information
Patent Citations
A luminescent material with multicyclic ligands
CN114437134B
Isaac t
US1320161A
Very low voltage, high efficiency phosphorescent OLED in a p-i-n structure
US20030230980A1
Transparent electrodes
US20040174116A1
Organic electroluminescent materials and devices
US20150349273A1