An organic electroluminescent device

Abstract

An organic electroluminescent device is disclosed. The organic electroluminescent device comprises an anode, a cathode, a light-emitting layer disposed between the anode and the cathode, and a first organic layer disposed between the anode and the light-emitting layer, wherein the light-emitting layer comprises a first compound, and the first organic layer comprises a second compound. The electroluminescent device of the present invention exhibits excellent comprehensive device performance, such as higher efficiency and longer life. Also disclosed is an electronic component comprising the organic electroluminescent device, and a composition comprising the first compound and the second compound.

Description

Technical Field

[0001] The present invention relates to an organic electronic device, such as an organic electroluminescent device, and more particularly to an organic electroluminescent device comprising a novel material combination of a first compound in a light-emitting layer and a second compound in a first organic layer, an electronic component comprising the organic electroluminescent device, and a composition comprising the first compound and the second compound. Background Art

[0002] Organic electroluminescent devices convert electrical energy into light by applying voltage across the device. Typically, an organic electroluminescent device includes an anode, a cathode, and an organic layer between the anode and the cathode. The organic layer includes a hole injection layer (HIL), a hole transport layer (HTL), an electron blocking layer (EBL), a light-emitting layer (EML, including a host material and an organic light-emitting dopant material), a hole blocking layer (HBL), an electron transport layer (ETL), and an electron injection layer (EIL), etc., wherein the hole blocking layer is an optional functional layer. Depending on the function of the material, the materials constituting the organic layer can be divided into hole injection materials, hole transport materials, electron blocking materials, host materials, organic light-emitting dopant materials, hole blocking materials, electron transport materials, electron injection materials, etc. When a bias is applied to the device, holes are injected from the anode into the light-emitting layer, and electrons are injected from the cathode into the light-emitting layer. Holes and electrons meet in the light-emitting layer to form excitons, and the excitons recombine to emit light.

[0003] Among them, the electron blocking layer and the light-emitting layer are both important functional layers that affect the performance of organic electroluminescent devices. The selection and matching of their materials seriously affect the performance parameters such as efficiency and life of organic electroluminescent devices. In order to commercially obtain organic electroluminescent devices with high efficiency and long service life, it is of course very important to develop new electron blocking materials and organic light-emitting doping materials, and it is also very important to select the appropriate combination of electron blocking materials and organic light-emitting doping materials to achieve the above purpose.

[0004] In organic electroluminescent devices, in order to obtain relatively excellent device performance, EBL materials need to have the following characteristics: First, they have suitable HOMO energy levels and LUMO energy levels. First, the HOMO energy level needs to be between the HTL and the EML to facilitate the hole transport performance between the organic layers. Secondly, EBL materials with relatively shallow LUMO energy levels can effectively block electrons from entering the HTL from the EML, and confine carriers to recombine and emit light in the EML region, thereby improving device efficiency and life; second, they have suitable hole mobility to adjust the carrier balance in the entire device, thereby optimizing device performance; third, they have relatively high triplet energy to effectively confine excitons in the EML to inhibit the occurrence of exciton quenching, thereby improving device efficiency.

[0005] On the other hand, for different light-emitting doping materials, when paired with different EBLs, the position of the recombination zone in the EML is also different, and it also has a very important relationship with the performance of the device. When a certain light-emitting layer is determined, especially when the light-emitting doping material is determined, the electron blocking layer EBL has the greatest influence on the position of the recombination zone. Among them, the energy level, hole mobility and triplet energy of the EBL have a very important influence on the recombination efficiency of electrons and holes in the light-emitting layer, which in turn affects the efficiency and life of the device. For another type of light-emitting doping material, replacing a different EBL may not have much effect on the performance of the device. Therefore, it is very important to choose a suitable combination of electron blocking materials and organic light-emitting doping materials.

[0006] The applicant's previous patent application US20200091442A1 discloses a metal complex comprising a ligand Wherein, X1-X7 is selected from N or CR. The application studies the properties of the metal complex itself and its application in the device, but does not disclose the specific combination of the metal complex and the electron blocking layer material having the specific hole mobility as in the present application, nor does it disclose or teach the application performance of the specific combination in the device.

[0007] The applicant's previous Chinese patent application CN2021101651160 discloses a metal complex comprising a ligand

[0008] Among them, at least one of X1-X8 is CR x , and the R x is cyano or fluorine; at least one of X1-X8 is CR x , and the R x is Ar, wherein Ar has The structure is , and the total number of ring atoms of ring Ar1 and ring Ar2 is greater than or equal to 8. This application studies the properties of the metal complex itself and its application in devices. It does not disclose the specific combination of the metal complex and the electron blocking layer material having the specific hole mobility as in this application, nor does it provide any disclosure or teaching on the application performance of the specific combination in the device. Summary of the invention

[0009] The present invention aims to provide an organic electroluminescent device with a novel material combination to solve at least part of the above problems. The novel organic electroluminescent device comprises an anode, a cathode, a light-emitting layer arranged between the anode and the cathode, and a first organic layer arranged between the anode and the light-emitting layer, wherein the light-emitting layer comprises a specific first compound, and the first organic layer comprises a specific second compound. This novel material combination can exhibit excellent device performance in the device, such as higher efficiency and longer life.

[0010] According to one embodiment of the present invention, an organic electroluminescent device is disclosed, comprising:

[0011] anode,

[0012] cathode,

[0013] a light-emitting layer disposed between the anode and the cathode, and a first organic layer disposed between the anode and the light-emitting layer;

[0014] The light-emitting layer at least comprises a first compound, wherein the first compound comprises a metal M and a ligand L coordinated with the metal M. a , wherein the metal M is selected from the group consisting of Cu, Ag, Au, Ru, Rh, Pd, Os, Ir, and Pt; preferably, the metal M is selected from Pt or Ir;

[0015] Where L a Having a structure represented by Formula 1:

[0016]

[0017] wherein Cy is a substituted or unsubstituted carbocyclic or heterocyclic group having 5 to 24 aromatic ring atoms;

[0018] Among them, Cy is bonded to M through a metal-carbon bond or a metal-nitrogen bond;

[0019] wherein X is selected from O, S or Se;

[0020] Wherein X1 to X7 are each independently selected from C, CR x or N; at least one of X1 to X4 is C and is connected to the Cy;

[0021] Where R xThe alkyl radicals are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl radicals having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl radicals having 3 to 20 ring atoms, substituted or unsubstituted aralkyl radicals having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy radicals having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy radicals having 6 to 30 carbon atoms, substituted or unsubstituted alkene radicals having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;

[0022] X1, X2, X3 or X4 is connected to M via a metal-carbon bond or a metal-nitrogen bond;

[0023] Adjacent substituent R x can optionally be linked to form a ring;

[0024] Wherein, the first organic layer at least comprises a second compound, and the hole mobility μ h <27×10 -5 cm 2 / Vs.

[0025] According to another embodiment of the present invention, an electronic component is disclosed, which includes the organic electroluminescent device as described above.

[0026] According to another embodiment of the present invention, a composition is disclosed, which comprises at least a first compound and a second compound.

[0027] The present invention discloses a novel organic electroluminescent device, which comprises an anode, a cathode, a light-emitting layer arranged between the anode and the cathode, and a first organic layer arranged between the anode and the light-emitting layer, wherein the light-emitting layer comprises a first compound, and the first organic layer comprises a second compound. The novel organic electroluminescent device has higher efficiency and longer lifespan, and can provide better device performance. BRIEF DESCRIPTION OF THE DRAWINGS

[0028] Figure 1is a schematic diagram of an organic light-emitting device that may contain the organic electroluminescent device disclosed herein.

[0029] Figure 2 is a schematic diagram of another organic light-emitting device that may contain the organic electroluminescent device disclosed herein. DETAILED DESCRIPTION

[0030] OLEDs can be manufactured on a variety of substrates, such as glass, plastic, and metal. Figure 1 An organic light-emitting device 100 is shown schematically and non-limitingly. The figure is not necessarily drawn to scale, and some layer structures in the figure may be omitted as needed. The device 100 may include a substrate 101, an anode 110, a hole injection layer 120, a hole transport layer 130, an electron blocking layer 140, a light-emitting layer 150, a hole blocking layer 160, an electron transport layer 170, an electron injection layer 180 and a cathode 190. The device 100 can be manufactured by depositing the described layers in sequence. The properties and functions of each layer and exemplary materials are described in more detail in columns 6-10 of U.S. Patent No. 7,279,704 B2, the entire contents of which are incorporated herein by reference.

[0031] There are more examples of each of these layers. For example, a flexible and transparent substrate-anode combination is disclosed in U.S. Patent No. 5,844,363, which is incorporated by reference in its entirety. An example of a p-doped hole transport layer is m-MTDATA doped with F4-TCNQ at a molar ratio of 50:1, as disclosed in U.S. Patent Application Publication No. 2003 / 0230980, which is incorporated by reference in its entirety. An example of a host material is disclosed in U.S. Patent No. 6,303,238 to Thompson et al., which is incorporated by reference in its entirety. An example of an n-doped electron transport layer is BPhen doped with Li at a molar ratio of 1:1, as disclosed in U.S. Patent Application Publication No. 2003 / 0230980, which is incorporated by reference in its entirety. U.S. Patent Nos. 5,703,436 and 5,707,745, which are incorporated by reference in their entirety, disclose examples of cathodes including composite cathodes having a thin layer of metal such as Mg:Ag with an overlying transparent, conductive, sputter-deposited ITO layer. The principles and use of barrier layers are described in more detail in U.S. Patent No. 6,097,147 and U.S. Patent Application Publication No. 2003 / 0230980, which are incorporated by reference in their entirety. Examples of injection layers are provided in U.S. Patent Application Publication No. 2004 / 0174116, which is incorporated by reference in its entirety. A description of protective layers can be found in U.S. Patent Application Publication No. 2004 / 0174116, which is incorporated by reference in its entirety.

[0032] The above layered structure is provided by way of non-limiting example. The functions of an OLED can be achieved by combining the various layers described above, or some layers can be omitted entirely. It can also include other layers not explicitly described. Within each layer, a single material or a mixture of multiple materials can be used to achieve optimal performance. Any functional layer can include several sublayers. For example, a light-emitting layer can have two layers of different light-emitting materials to achieve a desired light-emitting spectrum.

[0033] In one embodiment, an OLED may be described as having an "organic layer" disposed between a cathode and an anode. The organic layer may include one or more layers.

[0034] OLED also requires encapsulation layers, such as Figure 2 The organic light emitting device 200 is schematically and non-limitingly shown. Figure 1 The difference is that an encapsulation layer 102 may also be included on the cathode 190 to prevent harmful substances from the environment, such as moisture and oxygen. Any material that can provide an encapsulation function can be used as an encapsulation layer, such as glass or an organic-inorganic hybrid layer. The encapsulation layer should be placed directly or indirectly on the outside of the OLED device. Multilayer thin film encapsulation is described in U.S. Patent No. 7,968,146 B2, the entire contents of which are incorporated herein by reference.

[0035] Devices manufactured according to embodiments of the present invention can be incorporated into various consumer products having one or more electronic component modules (or units) of the device. Some examples of these consumer products include flat panel displays, monitors, medical monitors, televisions, billboards, lights for indoor or outdoor lighting and / or signaling, heads-up displays, fully or partially transparent displays, flexible displays, smart phones, tablet computers, tablet phones, wearable devices, smart watches, laptop computers, digital cameras, camcorders, viewfinders, micro displays, 3-D displays, vehicle displays, and taillights.

[0036] The materials and structures described herein may also be used in other organic electronic devices listed above.

[0037] As used herein, "top" means farthest from the substrate, while "bottom" means closest to the substrate. Where a first layer is described as being "disposed" "on" a second layer, the first layer is disposed farther from the substrate. Unless it is specified that the first layer is "in contact with" the second layer, other layers may be present between the first and second layers. For example, a cathode may be described as being "disposed" "on" an anode even though various organic layers are present between the cathode and the anode.

[0038] As used herein, "solution processable" means capable of being dissolved, dispersed or transported in and / or deposited from a liquid medium in the form of a solution or suspension.

[0039] A ligand may be referred to as "photoactive" when it is believed that the ligand directly contributes to the photoactive property of the emissive material. A ligand may be referred to as "ancillary" when it is believed that the ligand does not contribute to the photoactive property of the emissive material, but the ancillary ligand may alter the properties of the photoactive ligand.

[0040] It is believed that the internal quantum efficiency (IQE) of fluorescent OLEDs can exceed the 25% spin-statistical limit through delayed fluorescence. Delayed fluorescence can generally be divided into two types, namely P-type delayed fluorescence and E-type delayed fluorescence. P-type delayed fluorescence is generated by triplet-triplet annihilation (TTA).

[0041] On the other hand, E-type delayed fluorescence does not rely on the collision of two triplets, but on the conversion between triplet and singlet excited state. Compounds capable of producing E-type delayed fluorescence need to have a very small single-triplet gap for the conversion between energy states. Thermal energy can activate the transition from triplet back to singlet. This type of delayed fluorescence is also called thermally activated delayed fluorescence (TADF). The notable feature of TADF is that the delayed component increases with increasing temperature. If the reverse intersystem crossing (RISC) rate is fast enough to minimize the non-radiative decay by triplet, the fraction of backfilling singlet excited state may reach 75%. The total singlet fraction can be 100%, far exceeding the 25% of the spin statistics of the excitons generated by electricity.

[0042] The E-type delayed fluorescence feature can be seen in an exciplex system or a single compound. Without being bound by theory, it is believed that the E-type delayed fluorescence requires the luminescent material to have a small singlet-triplet energy gap (ΔE S-T ). Organic non-metal-containing donor-acceptor luminescent materials may be able to achieve this. The emission of these materials is usually characterized by donor-acceptor charge transfer (CT) type emission. The spatial separation of the HOMO and LUMO in these donor-acceptor type compounds usually produces a small ΔE S-T These states may include CT states. Generally, donor-acceptor light-emitting materials are constructed by linking an electron donor moiety (eg, an amino group or a carbazole derivative) to an electron acceptor moiety (eg, a six-membered aromatic ring containing N).

[0043] Definition of Substituent Terms

[0044] Halogen or halide - as used herein includes fluorine, chlorine, bromine and iodine.

[0045] Alkyl - as used herein, includes straight chain and branched alkyl groups. The alkyl group may be an alkyl group having 1 to 20 carbon atoms, preferably an alkyl group having 1 to 12 carbon atoms, and more preferably an alkyl group having 1 to 6 carbon atoms. Examples of alkyl groups include methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl, n-dodecyl, n-tridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, n-heptadecyl, n-octadecyl, neopentyl, 1-methylpentyl, 2-methylpentyl, 1-pentylhexyl, 1-butylpentyl, 1-heptyloctyl, 3-methylpentyl. Among the above, methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, neopentyl and n-hexyl are preferred. In addition, the alkyl group may be optionally substituted.

[0046] Cycloalkyl - as used herein, includes cyclic alkyl. Cycloalkyl can be a cycloalkyl having 3 to 20 ring carbon atoms, preferably a cycloalkyl having 4 to 10 carbon atoms. Examples of cycloalkyl include cyclobutyl, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4,4-dimethylcyclohexyl, 1-adamantyl, 2-adamantyl, 1-norbornyl, 2-norbornyl, etc. Among the above, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4,4-dimethylcyclohexyl are preferred. In addition, cycloalkyl can be optionally substituted.

[0047] Heteroalkyl - As used herein, a heteroalkyl group comprises one or more carbons in an alkyl chain substituted with a heteroatom selected from the group consisting of a nitrogen atom, an oxygen atom, a sulfur atom, a selenium atom, a phosphorus atom, a silicon atom, a germanium atom and a boron atom. The heteroalkyl group may be a heteroalkyl group having 1 to 20 carbon atoms, preferably a heteroalkyl group having 1 to 10 carbon atoms, and more preferably a heteroalkyl group having 1 to 6 carbon atoms. Examples of heteroalkyl include methoxymethyl, ethoxymethyl, ethoxyethyl, methylthiomethyl, ethylthiomethyl, ethylthioethyl, methoxymethoxymethyl, ethoxymethoxymethyl, ethoxyethoxyethyl, hydroxymethyl, hydroxyethyl, hydroxypropyl, mercaptomethyl, mercaptoethyl, mercaptopropyl, aminomethyl, aminoethyl, aminopropyl, dimethylaminomethyl, trimethylgermanylmethyl, trimethylgermanylethyl, trimethylgermanylisopropyl, dimethylethylgermanylmethyl, dimethylisopropylgermanylmethyl, tert-butyldimethylgermanylmethyl, triethylgermanylmethyl, triethylgermanylethyl, triisopropylgermanylmethyl, triisopropylgermanylethyl, trimethylsilylmethyl, trimethylsilylethyl, trimethylsilylisopropyl, triisopropylsilylmethyl, triisopropylsilylethyl. In addition, heteroalkyl may be optionally substituted.

[0048] Alkenyl - as used herein, encompasses straight chain, branched and cyclic olefin groups. Alkenyl can be an alkenyl containing 2 to 20 carbon atoms, preferably an alkenyl having 2 to 10 carbon atoms. Examples of alkenyl include vinyl, propenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1,3-butadienyl, 1-methylvinyl, styryl, 2,2-diphenylvinyl, 1,2-diphenylvinyl, 1-methylallyl, 1,1-dimethylallyl, 2-methylallyl, 1-phenylallyl, 2-phenylallyl, 3-phenylallyl, 3,3-diphenylallyl, 1,2-dimethylallyl, 1-phenyl-1-butenyl, 3-phenyl-1-butenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cycloheptenyl, cycloheptatrienyl, cyclooctenyl, cyclooctatetraenyl and norbornenyl. Additionally, alkenyl groups may be optionally substituted.

[0049] Alkynyl - as used herein, encompasses straight chain alkynyl. Alkynyl may be an alkynyl containing 2 to 20 carbon atoms, preferably an alkynyl having 2 to 10 carbon atoms. Examples of alkynyl include ethynyl, propynyl, propargyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, 2-pentynyl, 3,3-dimethyl-1-butynyl, 3-ethyl-3-methyl-1-pentynyl, 3,3-diisopropyl-1-pentynyl, phenylethynyl, phenylpropynyl, etc. Among the above, ethynyl, propynyl, propargyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, phenylethynyl, etc. are preferred. In addition, alkynyl may be optionally substituted.

[0050] Aryl or aromatic group - As used herein, both non-fused and fused systems are contemplated. The aryl group may be an aryl group having 6 to 30 carbon atoms, preferably an aryl group having 6 to 20 carbon atoms, and more preferably an aryl group having 6 to 12 carbon atoms. Examples of aryl groups include phenyl, biphenyl, terphenyl, triphenylene, tetraphenylene, naphthalene, anthracene, phenanthrene, fluorene, pyrene, Perylene and azulene, preferably phenyl, biphenyl, terphenyl, triphenylene, fluorene and naphthalene. Examples of non-condensed aryl groups include phenyl, biphenyl-2-yl, biphenyl-3-yl, biphenyl-4-yl, p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, o-tolyl, m-tolyl, p-tolyl, p-(2-phenylpropyl)phenyl, 4'-methylbiphenyl, 4"-tert-butyl-p-terphenyl-4-yl, o-cumyl, m-cumyl, p-cumyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesityl and m-quadrenyl. In addition, the aryl group may be optionally substituted.

[0051] Heterocyclic or heterocyclic - as used herein, non-aromatic cyclic groups are contemplated. Non-aromatic heterocyclic groups include saturated heterocyclic groups having 3-20 ring atoms and unsaturated non-aromatic heterocyclic groups having 3-20 ring atoms, wherein at least one ring atom is selected from the group consisting of nitrogen atoms, oxygen atoms, sulfur atoms, selenium atoms, silicon atoms, phosphorus atoms, germanium atoms and boron atoms, and preferred non-aromatic heterocyclic groups are those having 3 to 7 ring atoms, including at least one heteroatom such as nitrogen, oxygen, silicon or sulfur. Examples of non-aromatic heterocyclic groups include oxirane, oxetanyl, tetrahydrofuranyl, tetrahydropyranyl, dioxopentanyl, dioxanyl, aziridinyl, dihydropyrrolyl, tetrahydropyrrolyl, piperidinyl, oxazolidinyl, morpholinyl, piperazinyl, oxepinyl, thiepinyl, azepine and tetrahydrothioxolyl. Additionally, the heterocyclyl group may be optionally substituted.

[0052] Heteroaryl - As used herein, non-fused and fused heteroaromatic groups may contain 1 to 5 heteroatoms, wherein at least one heteroatom is selected from the group consisting of nitrogen, oxygen, sulfur, selenium, silicon, phosphorus, germanium and boron atoms. Heteroaryl also refers to heteroaryl. The heteroaryl may be a heteroaryl having 3 to 30 carbon atoms, preferably a heteroaryl having 3 to 20 carbon atoms, and more preferably a heteroaryl having 3 to 12 carbon atoms. Suitable heteroaryl groups include dibenzothiophene, dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoselenophene, carbazole, indole, carbazole, pyridine, indole, pyrrolopyridine, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazine, oxathiazine, oxadiazine, indole, benzimidazole, indazole, indenozine, benzoxazole, benzisoxazole, benzothiazole, quinoline, isoquinoline, In some embodiments, the heteroaryl group is substituted with 1,2-azaborine, 1,3-azaborine, 1,4-azaborine, borazole and its aza analogs. In some embodiments, the heteroaryl group is substituted with 1,2-azaborine, 1,3-azaborine, 1,4-azaborine, borazole and its aza analogs. In some embodiments, the heteroaryl group is substituted with 1,2-azaborine, 1,3-azaborine, 1,4-azaborine, borazole and its aza analogs. In addition, the heteroaryl group may be optionally substituted.

[0053] Alkoxy-as used herein, represented by -O-alkyl, -O-cycloalkyl, -O-heteroalkyl or -O-heterocyclyl. Examples and preferred examples of alkyl, cycloalkyl, heteroalkyl and heterocyclyl are the same as described above. Alkoxy can be an alkoxy having 1 to 20 carbon atoms, preferably an alkoxy having 1 to 6 carbon atoms. Examples of alkoxy include methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, tetrahydrofuranyloxy, tetrahydropyranyloxy, methoxypropyloxy, ethoxyethyloxy, methoxymethyloxy and ethoxymethyloxy. In addition, alkoxy can be optionally substituted.

[0054] Aryloxy - as used herein, represented by -O-aryl or -O-heteroaryl. Examples and preferred examples of aryl and heteroaryl are the same as above. Aryloxy can be an aryloxy having 6 to 30 carbon atoms, preferably an aryloxy having 6 to 20 carbon atoms. Examples of aryloxy include phenoxy and biphenyloxy. In addition, aryloxy can be optionally substituted.

[0055] Aralkyl - as used herein, encompasses aryl-substituted alkyl groups. Aralkyl groups may be aralkyl groups having 7 to 30 carbon atoms, preferably aralkyl groups having 7 to 20 carbon atoms, and more preferably aralkyl groups having 7 to 13 carbon atoms. Examples of aralkyl groups include benzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, 2-phenylisopropyl, phenyl tert-butyl, α-naphthylmethyl, 1-α-naphthyl-ethyl, 2-α-naphthylethyl, 1-α-naphthylisopropyl, 2-α-naphthylisopropyl, β-naphthylmethyl, 1-β-naphthyl-ethyl, 2-β-naphthyl-ethyl, 1-β-naphthylisopropyl, 2-β-naphthylisopropyl, p-methylbenzyl, m-methylbenzyl, substituted alkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl, arylalkyl,

[0056] 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.

[0057] Arylsilyl - as used herein, encompasses at least one aryl-substituted silicon group. The arylsilyl group may be an arylsilyl group having 6 to 30 carbon atoms, preferably an arylsilyl group having 8 to 20 carbon atoms. Examples of arylsilyl groups include triphenylsilyl, phenyldiphenylsilyl, diphenylbiphenylsilyl, phenyldiethylsilyl, diphenylethylsilyl, phenyldimethylsilyl, diphenylmethylsilyl, phenyldiisopropylsilyl, diphenylisopropylsilyl, diphenylbutylsilyl, diphenylisobutylsilyl, diphenyltert-butylsilyl. In addition, the arylsilyl group may be optionally substituted.

[0058] Alkylgermanyl - As used herein, alkyl substituted germanyl is contemplated. The alkylgermanyl may be an alkylgermanyl having 3-20 carbon atoms, preferably an alkylgermanyl having 3 to 10 carbon atoms. Examples of alkylgermanyl include trimethylgermanyl, triethylgermanyl, methyldiethylgermanyl, ethyldimethylgermanyl, tripropylgermanyl, tributylgermanyl, triisopropylgermanyl, methyldiisopropylgermanyl, dimethylisopropylgermanyl, tri-tert-butylgermanyl, triisobutylgermanyl, dimethyltert-butylgermanyl, methyldi-tert-butylgermanyl. In addition, the alkylgermanyl may be optionally substituted.

[0059] Arylgermanyl - as used herein, encompasses germanyl substituted with at least one aryl or heteroaryl group. The arylgermanyl may be an arylgermanyl having 6 to 30 carbon atoms, preferably an arylgermanyl having 8 to 20 carbon atoms. Examples of arylgermanyl include triphenylgermanyl, phenyldibiphenylgermanyl, diphenylbiphenylgermanyl, phenyldiethylgermanyl, diphenylethylgermanyl, phenyldimethylgermanyl, diphenylmethylgermanyl, phenyldiisopropylgermanyl, diphenylisopropylgermanyl, diphenylbutylgermanyl, diphenylisobutylgermanyl, diphenyltert-butylgermanyl. In addition, the arylgermanyl may be optionally substituted.

[0060] 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.

[0061] In the present disclosure, unless otherwise defined, when any one of the terms in the group consisting of substituted alkyl, substituted cycloalkyl, substituted heteroalkyl, substituted heterocyclyl, substituted aralkyl, substituted alkoxy, substituted aryloxy, substituted alkenyl, substituted alkynyl, substituted aryl, substituted heteroaryl, substituted alkylsilyl, substituted arylsilyl, substituted alkylgermanyl, substituted arylgermanyl, substituted amino, substituted acyl, substituted carbonyl, substituted carboxylic acid , substituted ester, substituted sulfinyl, substituted sulfonyl, substituted phosphino, refers to alkyl, cycloalkyl, heteroalkyl, heterocyclic, aralkyl, alkoxy, aryloxy, alkenyl, alkynyl, aryl, heteroaryl, alkylsilyl, arylsilyl, alkylgermanyl, arylgermanyl, amino, acyl, carbonyl, carboxylic acid, ester, sulfinyl, sulfonyl and phosphino, any one of which may be selected from deuterium, halogen, unsubstituted alkyl having 1 to 20 carbon atoms, unsubstituted cycloalkyl having 3-20 ring carbon atoms, unsubstituted heteroalkyl having 1-20 carbon atoms, unsubstituted heterocyclyl having 3-20 ring atoms, unsubstituted aralkyl having 7-30 carbon atoms, unsubstituted alkoxy having 1-20 carbon atoms, unsubstituted aryloxy having 6-30 carbon atoms, unsubstituted alkenyl having 2-20 carbon atoms, unsubstituted alkynyl having 2-20 carbon atoms, unsubstituted cycloalkyl having 6-30 carbon atoms, unsubstituted cycloalkyl having 2-2 ... Aryl, unsubstituted heteroaryl having 3-30 carbon atoms, unsubstituted alkylsilyl having 3-20 carbon atoms, unsubstituted arylsilyl having 6-20 carbon atoms, unsubstituted alkylgermanyl having 3-20 carbon atoms, unsubstituted arylgermanyl having 6-20 carbon atoms, unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, mercapto, sulfinyl, sulfonyl, phosphino and combinations thereof.

[0062] It should be understood that when describing a molecular fragment as a substituent or otherwise attached to another moiety, its name can be written according to whether it is a fragment (e.g., phenyl, phenylene, naphthyl, dibenzofuranyl) or according to whether it is a whole molecule (e.g., benzene, naphthalene, dibenzofuran). As used herein, these different ways of specifying a substituent or attaching a fragment are considered equivalent.

[0063] In the compounds mentioned in this disclosure, hydrogen atoms may be partially or completely replaced by deuterium. Other atoms such as carbon and nitrogen may also be replaced by their other stable isotopes. The replacement of other stable isotopes in the compounds may be preferred because it enhances the efficiency and stability of the device.

[0064] In the compounds mentioned in the present disclosure, polysubstitution refers to the range including disubstitution up to the maximum number of available substitutions. When a substituent in the compounds mentioned in the present disclosure represents polysubstitution (including disubstitution, trisubstitution, tetrasubstitution, etc.), it means that the substituent can exist in multiple available substitution positions on its connection structure, and the substituent existing in multiple available substitution positions can be the same structure or different structures.

[0065] In the compounds mentioned in the present disclosure, unless clearly defined, for example, adjacent substituents can be optionally connected to form a ring, otherwise adjacent substituents in the compound cannot be connected to form a ring. In the compounds mentioned in the present disclosure, adjacent substituents can be optionally connected to form a ring, including both the situation where adjacent substituents can be connected to form a ring and the situation where adjacent substituents are not connected to form a ring. When adjacent substituents can be optionally connected to form a ring, the formed ring can be a monocyclic or polycyclic ring (including spirocyclic, bridged ring, condensed ring, etc.), as well as an alicyclic, heteroalicyclic, aromatic or heteroaromatic ring. In this statement, adjacent substituents can refer to substituents bonded to the same atom, substituents bonded to carbon atoms directly bonded to each other, or substituents bonded to carbon atoms further away. Preferably, adjacent substituents refer to substituents bonded to the same carbon atom and substituents bonded to carbon atoms directly bonded to each other.

[0066] The expression that adjacent substituents can be optionally linked to form a ring is also intended to be taken to mean that two substituents bonded to the same carbon atom are linked to each other by a chemical bond to form a ring, which can be exemplified by the following formula:

[0067]

[0068] The expression that adjacent substituents can be optionally linked to form a ring is also intended to be taken to mean that two substituents bonded to carbon atoms directly bonded to each other are linked to each other by a chemical bond to form a ring, which can be exemplified by the following formula:

[0069]

[0070] The expression that adjacent substituents can be optionally linked to form a ring is also intended to be taken to mean that two substituents bonded to a further distant carbon atom are linked to each other by a chemical bond to form a ring, which can be exemplified by the following formula:

[0071]

[0072] Furthermore, the statement that adjacent substituents can optionally be linked to form a ring is also intended to be taken to mean that, in the case where one of the two adjacent substituents represents hydrogen, the second substituent is bonded at the position to which the hydrogen atom is bonded, thereby forming a ring. This is exemplified by the following formula:

[0073]

[0074] According to one embodiment of the present invention, an organic electroluminescent device is disclosed, comprising:

[0075] anode,

[0076] cathode,

[0077] a light-emitting layer disposed between the anode and the cathode, and a first organic layer disposed between the anode and the light-emitting layer;

[0078] The light-emitting layer at least comprises a first compound, wherein the first compound comprises a metal M and a ligand L coordinated with the metal M. a , wherein the metal M is selected from the group consisting of Cu, Ag, Au, Ru, Rh, Pd, Os, Ir, and Pt; preferably, the metal M is selected from Pt or Ir;

[0079] Where L a Having a structure represented by Formula 1:

[0080]

[0081] wherein Cy is a substituted or unsubstituted carbocyclic or heterocyclic group having 5 to 24 aromatic ring atoms;

[0082] Among them, Cy is bonded to M through a metal-carbon bond or a metal-nitrogen bond;

[0083] wherein X is selected from O, S or Se;

[0084] Wherein X1 to X7 are each independently selected from C, CR x or N; at least one of X1 to X4 is C and is connected to the Cy;

[0085] Where R xThe alkyl radicals are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl radicals having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl radicals having 3 to 20 ring atoms, substituted or unsubstituted aralkyl radicals having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy radicals having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy radicals having 6 to 30 carbon atoms, substituted or unsubstituted alkene radicals having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;

[0086] X1, X2, X3 or X4 is connected to M via a metal-carbon bond or a metal-nitrogen bond;

[0087] Adjacent substituent R x can optionally be linked to form a ring;

[0088] Wherein, the first organic layer at least comprises a second compound, and the hole mobility μ h <27×10 -5 cm 2 / Vs.

[0089] In this context, adjacent substituents R x can be optionally connected to form a ring, which is intended to mean that any two adjacent substituents R x Obviously, two adjacent substituents R x They may not be connected to form a ring.

[0090] According to one embodiment of the present invention, the Cy is selected from any structure in the group consisting of:

[0091]

[0092] in,

[0093] Each occurrence of R is the same or different, indicating mono-substitution, poly-substitution, or no substitution; when multiple R are present in any structure, the R are the same or different;

[0094] R is selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted an alkynyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;

[0095] Adjacent substituents R can optionally be linked to form a ring;

[0096] Wherein, “#” indicates the position connected to the metal M. Indicates a location connected to X1, X2, X3, or X4.

[0097] In this article, adjacent substituents R can be optionally connected to form a ring, which is intended to mean that any two adjacent substituents R can be connected to form a ring. Obviously, two adjacent substituents R may not be connected to form a ring.

[0098] According to one embodiment of the present invention, the first compound has M(L a ) m (L b ) n (L c ) q The general formula, where L a , L b and L c are the first ligand, the second ligand and the third ligand coordinated to the metal M, respectively. b and L c Can be the same or different;

[0099] L a , L b and L c can optionally be linked to form a tetradentate ligand or a hexadentate ligand;

[0100] Where m is 1, 2 or 3, n is 0, 1 or 2, q is 0, 1 or 2, m+n+q equals the oxidation state of M; when m is greater than or equal to 2, multiple L a The same or different; when n is equal to 2, the two L b The same or different; when q is equal to 2, the two L c Same or different;

[0101] Where L b and L c Each occurrence is identically or differently selected from the group consisting of:

[0102]

[0103] in,

[0104] R a , R b and R c Each occurrence is identical or different and indicates mono-, poly-, or unsubstituted;

[0105] X b Selected from the group consisting of: O, S, Se, NR N1 , CR C1 R C2 ;

[0106] R a , R b , R c , R N1 , R C1 and R C2 The alkyl radicals are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl radicals having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl radicals having 3 to 20 ring atoms, substituted or unsubstituted aralkyl radicals having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy radicals having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy radicals having 6 to 30 carbon atoms, substituted or unsubstituted alkene radicals having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;

[0107] Adjacent substituent R a , R b , R c , R N1 , R C1 and R C2 Can optionally be linked to form a ring.

[0108] In this context, adjacent substituents R a , R b , R c , R N1 , R C1 and R C2 can be optionally linked to form a ring, which is intended to represent adjacent substituent groups, for example, two substituents R a Between the two substituents R b Between the two substituents R c Between, the substituent R a and R b Between, the substituent R a and R c Between, the substituent R b and R c Between, the substituent R a and R N1 Between, the substituent R b and R N1 Between, the substituent R a and R C1 Between, the substituent R a and R C2 Between, the substituent R b and R C1 Between, the substituent R b and R C2 Between, and R C1 and R C2 Any one or more of these substituent groups may be connected to form a ring. Obviously, none of these substituent groups may be connected to form a ring.

[0109] According to one embodiment of the present invention, at least one of X1 to X7 is CR x , and the R x is selected from 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, cyano, or a combination thereof.

[0110] According to one embodiment of the present invention, X7 is CR x , and the Rx is selected from 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, cyano, or a combination thereof.

[0111] According to one embodiment of the present invention, wherein said R x is selected from deuterium, fluorine, substituted or unsubstituted methyl, or substituted or unsubstituted phenyl.

[0112] According to one embodiment of the present invention, the first compound has Ir(L a ) m (L b ) 3-m The general formula of Ir(L a ) m (L b ) 3-m Having a structure represented by Formula 1-1:

[0113]

[0114] in,

[0115] wherein X is selected from O, S or Se;

[0116] m is selected from 1, 2 or 3; when m is selected from 1, two L b The same or different; when m is selected from 2 or 3, multiple L a Same or different;

[0117] R1, R2, R3, R a and R b Each independently represents mono-, di-, tri- or tetra-substitution, or unsubstituted;

[0118] R1, R2, R3, R a and R bThe alkyl radicals are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl radicals having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl radicals having 3 to 20 ring atoms, substituted or unsubstituted aralkyl radicals having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy radicals having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy radicals having 6 to 30 carbon atoms, substituted or unsubstituted alkene radicals having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;

[0119] Adjacent substituents R1, R2, R3, R a and R b Can optionally be linked to form a ring.

[0120] In this context, adjacent substituents R1, R2, R3, R a and R b Can be optionally connected to form a ring, which is intended to represent adjacent substituent groups, for example, between two substituents R1, between two substituents R2, between two substituents R3, between two substituents R a Between the two substituents R b between substituents R1 and R2, between substituents R2 and R3, and R a and R b Any one or more of these substituent groups may be connected to form a ring. Obviously, none of these substituent groups may be connected to form a ring.

[0121] According to one embodiment of the present invention, the first compound is selected from the group consisting of compound GD-1 to compound GD-96, and the specific structures of the compounds GD-1 to compound GD-96 are shown below:

[0122]

[0123]

[0124]

[0125]

[0126]

[0127]

[0128]

[0129] According to one embodiment of the present invention, the second compound has a structure represented by Formula 2:

[0130]

[0131] in,

[0132] 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;

[0133] Z1 to Z8 are each independently selected from CR z or N; Y1 to Y 10 Each independently selected from C, CR y or N;

[0134] Ar1 and Ar2 are identically or differently selected at each occurrence from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 10 carbon atoms, or a combination thereof;

[0135] R z and R y The alkyl radicals are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl radicals having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl radicals having 3 to 20 ring atoms, substituted or unsubstituted aralkyl radicals having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy radicals having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy radicals having 6 to 30 carbon atoms, substituted or unsubstituted alkene radicals having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;

[0136] Adjacent substituent R z and R y Can optionally be linked to form a ring.

[0137] In this context, adjacent substituents R z and R y can be optionally linked to form a ring, which is intended to represent adjacent substituent groups, for example, two substituents R z between the two substituents R y Any one or more of these substituent groups may be connected to form a ring. Obviously, none of these substituent groups may be connected to form a ring.

[0138] According to one embodiment of the present invention, the second compound has a structure represented by Formula 2-1:

[0139]

[0140] in,

[0141] Z1 to Z8 are each independently selected from CR z or N; E1 to E9 are each independently selected from C, CR e or N; Y1 to Y8 are each independently selected from CR y or N; V1 to V5 are each independently selected from CR v or N; W1 to W5 are each independently selected from CR w or N;

[0142] g is selected from 0 or 1, the same or different at each occurrence;

[0143] R z , R e , R y , R v and R wThe alkyl radicals are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl radicals having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl radicals having 3 to 20 ring atoms, substituted or unsubstituted aralkyl radicals having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy radicals having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy radicals having 6 to 30 carbon atoms, substituted or unsubstituted alkene radicals having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;

[0144] Adjacent substituent R z , R e and R y Can optionally be linked to form a ring

[0145] In this context, adjacent substituents R z , R e and R y can be optionally linked to form a ring, which is intended to represent adjacent substituent groups, for example, two substituents R z Between the two substituents R e between the two substituents R y Any one or more of these substituent groups may be connected to form a ring. Obviously, none of these substituent groups may be connected to form a ring.

[0146] According to one embodiment of the present invention, the second compound has a structure represented by Formula 2:

[0147]

[0148] in,

[0149] Z1 to Z8 are each independently selected from CR z or N; E1 to E8 are each independently selected from CR e or N; Y1 to Y8 are each independently selected from CR y or N; V1 to V5 are each independently selected from CR v or N; W1 to W5 are each independently selected from CRw or N;

[0150] G is selected from 0 or 1, the same or different each time it occurs;

[0151] R z , R e , R y , R v and R w The alkyl radicals are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl radicals having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl radicals having 3 to 20 ring atoms, substituted or unsubstituted aralkyl radicals having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy radicals having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy radicals having 6 to 30 carbon atoms, substituted or unsubstituted alkene radicals having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;

[0152] Adjacent substituent R z , R e and R y Can optionally be linked to form a ring.

[0153] According to one embodiment of the present invention, at least one of Z1 to Z8 is selected from CR z , and the R z It is selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

[0154] According to one embodiment of the present invention, at least one of E1 to E4 is selected from CR e , and the R e It is selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

[0155] According to one embodiment of the present invention, Y1 to Y8 are selected from CR y , the R yis selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3-20 carbon atoms, substituted or unsubstituted arylgermanyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof.

[0156] According to one embodiment of the present invention, V1 to V5 are selected from CR v , the R v 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 heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3-20 carbon atoms, substituted or unsubstituted arylgermanyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof.

[0157] According to one embodiment of the present invention, W1 to W5 are selected from CR w , the R wis selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl having 3 to 20 ring atoms, substituted or unsubstituted aralkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6-30 carbon atoms, substituted or unsubstituted heteroaryl having 3-30 carbon atoms, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted arylsilyl having 6-20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3-20 carbon atoms, substituted or unsubstituted arylgermanyl having 6-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof.

[0158] According to one embodiment of the present invention, the second compound is selected from the group consisting of compound 2-1 to compound 2-24, and the specific structures of compound 2-1 to compound 2-24 are as follows:

[0159]

[0160]

[0161] According to one embodiment of the present invention, the LUMO energy level of the first compound meets the following conditions: -2.270 eV<LUMO 第一化合物 <-2.120eV.

[0162] According to one embodiment of the present invention, the HOMO energy level of the first compound meets the following conditions: -5.160 eV<HOMO 第一化合物 <-5.125eV.

[0163] According to one embodiment of the present invention, the hole mobility μ of the second compound is h <25×10 -5 cm 2 / Vs.

[0164] According to one embodiment of the present invention, the hole mobility μ of the second compound is h <20×10 -5 cm 2 / Vs.

[0165] According to one embodiment of the present invention, the HOMO energy level of the second compound meets the following conditions: HOMO 第二化合物 <-5.150eV.

[0166] According to one embodiment of the present invention, the HOMO energy level of the second compound meets the following conditions: HOMO 第二化合物 <-5.200eV.

[0167] According to an embodiment of the present invention, the first organic layer is in direct contact with the light-emitting layer.

[0168] According to an embodiment of the present invention, the first organic layer is an electron blocking layer.

[0169] According to an embodiment of the present invention, the thickness of the first organic layer is between 1 nm and 100 nm.

[0170] According to an embodiment of the present invention, the thickness of the first organic layer is between 1 nm and 80 nm.

[0171] According to an embodiment of the present invention, the thickness of the first organic layer is between 1 nm and 60 nm.

[0172] According to an embodiment of the present invention, the weight proportion of the first compound in the light-emitting layer is no more than 10%.

[0173] According to an embodiment of the present invention, the weight proportion of the first compound in the light-emitting layer is no more than 8%.

[0174] According to an embodiment of the present invention, the weight proportion of the first compound in the light-emitting layer is no more than 6%.

[0175] According to one embodiment of the present invention, the organic electroluminescent device has a current density of 10 mA / cm 2 The external quantum efficiency is >22%.

[0176] According to one embodiment of the present invention, the organic electroluminescent device has a brightness of 11500 cd / m 2 The service life LT95>1600h.

[0177] According to one embodiment of the present invention, an electronic component is also disclosed, which includes the organic electroluminescent device described in any of the above embodiments.

[0178] According to an embodiment of the present invention, the electronic component is a display component or a lighting component.

[0179] According to one embodiment of the present invention, a composition is further disclosed, which comprises at least a first compound and a second compound, wherein the first compound and the second compound are as described in any of the aforementioned embodiments.

[0180] Combination with other materials

[0181] The materials for specific layers in the organic light-emitting device described in the present invention can be used in combination with various other materials present in the device. The combination of these materials is described in detail in paragraphs 0132-0161 of U.S. Patent Application US2016 / 0359122A1, the entire contents of which are incorporated herein by reference. The materials described or mentioned therein are non-limiting examples of materials that can be used in combination with the compounds disclosed herein, and those skilled in the art can easily consult the literature to identify other materials that can be used in combination.

[0182] The materials described herein as specific layers that can be used in organic light-emitting devices can be used in combination with a variety of other materials present in the device. For example, the compound combinations disclosed herein can be used in combination with a variety of light-emitting dopants, hosts, transport layers, barrier layers, injection layers, electrodes, and other layers that may be present. The combination of these materials is described in detail in paragraphs 0080-0101 of U.S. Patent Application US2015 / 0349273A1, the entire contents of which are incorporated herein by reference. The materials described or mentioned therein are non-limiting examples of materials that can be used in combination with the compounds disclosed herein, and those skilled in the art can easily consult the literature to identify other materials that can be used in combination.

[0183] The first compound and the second compound used in the present invention can be obtained by referring to the preparation method in the prior art, or can be prepared by referring to patent applications such as US20200091442A1 and CN2021101651160, which will not be repeated here.

[0184] In this paper, the values ​​of HOMO energy level (highest occupied orbital) and LUMO energy level (lowest unoccupied orbital) of all compounds were measured by cyclic voltammetry (CV). The test used an electrochemical workstation model CorrTest CS120 produced by Wuhan Kosit Instrument Co., Ltd., and used a three-electrode working system: a platinum disk electrode as the working electrode, an Ag / AgNO3 electrode as the reference electrode, and a platinum wire electrode as the auxiliary electrode. The test temperature was 25°C, anhydrous DCM or DMF was used as the solvent, and 0.1 mol / L tetrabutylammonium hexafluorophosphate was used as the supporting electrolyte. The compounds to be tested were prepared into 10 -3mol / L solution, nitrogen was introduced into the solution for 10 min to remove oxygen before testing. Instrument parameter settings: scanning rate of 100mV / s, potential interval of 0.5mV, test window of 1V to -0.5V. In this article, all "HOMO energy level" and "LUMO energy level" energy levels are expressed as negative values. The smaller the value (i.e., the larger the absolute value), the deeper the energy level; the larger the value (i.e., the smaller the absolute value), the shallower the energy level.

[0185] In this paper, the hole mobility μ h The test method is as follows: first, a 0.7 mm thick glass substrate is used with a pre-patterned The thick indium tin oxide (ITO) was used as the anode. After washing the substrate with deionized water and detergent, the ITO surface was treated with oxygen plasma and UV ozone. Subsequently, the substrate was dried in a glove box to remove moisture and loaded on a rack into a vacuum chamber. The organic layers specified below were placed in a vacuum of about 10 -6 Torr in the case of 0.01- The anode layer is deposited sequentially by vacuum thermal evaporation at a rate of: first, the compound HTM is simultaneously deposited and P-type conductive doping material compound PD As a hole injection layer (HIL, 70:30, ), so that a good ohmic contact is formed between the anode and the organic layer; and the sample to be tested X is evaporated thereon as a hole transport layer (HTL, ); then, the compound HTM and the P-type conductive doping material compound PD were simultaneously deposited as a hole injection layer (HIL, 70:30, ); then evaporate metallic silver as the cathode (Cath, ). The device is then transferred back to the glove box and encapsulated with a glass cover to complete the device. The hole mobility of the sample X to be tested is calculated using the Mott-Gurney formula:

[0186]

[0187] Where J is the current density (unit: mA / cm 2 ), ε is the relative dielectric constant of organic materials, the relative dielectric constant of organic materials is 3, ε0 is the vacuum dielectric constant of organic materials (8.85×10 -12 F / m), V is the applied bias voltage (unit: V); d is the thickness of the sample to be tested (unit: m).

[0188] Table 1 lists the LUMO, HOMO energy levels and hole mobility μ of the following EBL materials h The data were obtained from the experiment using anhydrous DCM as the test solvent.

[0189]

[0190] Table 1 LUMO, HOMO energy levels and hole mobility μ of EBL materials h

[0191]

[0192]

[0193] Among them, “ / ” means not measured.

[0194] As shown in Table 1, compounds 2-15, 2-3, HT-1, HT-2 and HT-3 all have relatively shallow LUMO energy levels. Because they are too shallow and beyond the measurement range, they are not shown here, but it also shows that these materials all meet one of the characteristics of being good EBL materials. From the perspective of hole mobility, compounds HT-1, HT-2 and HT-3 have higher hole mobility, and it can be predicted that their hole transmission will be faster, that is, holes are more likely to travel to the interface close to the cathode side after entering the EML layer, making the entire recombination area wider; on the contrary, materials such as compounds 2-15 and 2-3 have lower hole mobility, and the recombination area is likely to be more concentrated at the interface close to the anode side of the EML. By using this point, combined with appropriate organic light-emitting doping materials, we can obtain relatively excellent device performance. In particular, we found that the use of organic light-emitting doping materials of this type of the present invention in combination with the above-mentioned EBL materials with lower hole mobility has obvious advantages in device performance.

[0195] Table 2 lists the HOMO energy level and LUMO energy level of the following organic light-emitting doping materials and the difference therebetween, wherein the test solvent is anhydrous DMF.

[0196]

[0197] Table 2 HOMO, LUMO energy levels and their energy level difference of organic light-emitting doping materials

[0198]

[0199] As can be seen from Table 2, the LUMO and HOMO energy levels of the first compound GD-54 and the compound GD-76 of the present invention are shallower than those of the metal complexes M1 and M2. The use of this type of organic light-emitting doping material of the present invention in combination with the above-mentioned EBL material with lower hole mobility has advantages in device performance.

[0200] The preparation method of the electroluminescent device is not limited. The preparation method of the following embodiment is only an example and should not be understood as limiting. Those skilled in the art can reasonably improve the preparation method of the following embodiment based on the prior art. For example, the ratio of various materials in the light-emitting layer is not particularly limited. Those skilled in the art can reasonably choose within a certain range based on the prior art. For example, based on the total weight of the light-emitting layer material, the main material can account for 80%-99%, and the light-emitting material can account for 1%-20%; or the main material can account for 90%-99%, and the light-emitting material can account for 1%-10%; or the main material can account for 95%-99%, and the light-emitting material can account for 1%-5%. In addition, the main material can be one or two materials, and the ratio of the two main materials to the main 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. In the embodiments of the device, the characteristics of the device are also tested using conventional equipment in the field (including but not limited to the vapor deposition machine produced by Angstrom Engineering, the optical test system and life test system produced by Suzhou Fushida, the ellipsometer produced by Beijing Liangtuo, etc.), using methods well known to those skilled in the art. Since those skilled in the art are all aware of the use of the above-mentioned equipment, test methods and other related contents, and can obtain the inherent data of the sample with certainty and without being affected, the above-mentioned related contents will not be elaborated in the present invention.

[0201] Device Example 1-1

[0202] First, a 0.7 mm thick glass substrate with a pre-patterned The thick indium tin oxide (ITO) was used as the anode. After washing the substrate with deionized water and detergent, the ITO surface was treated with oxygen plasma and UV ozone. Subsequently, the substrate was dried in a glove box to remove moisture and loaded on a rack into a vacuum chamber. The organic layers specified below were placed in a vacuum of about 10 -6 Torr's case The anode layer was deposited sequentially by vacuum thermal evaporation at a rate of: first, the compound HATCN was deposited as a hole injection layer (HIL, ), the evaporated compound HT is used as a hole transport layer (HTL, ), then, the compound 2-15 was evaporated to serve as an electron blocking layer (EBL, ), on which compound H1, compound H2 and compound GD-76 are simultaneously evaporated as a light-emitting layer (EML, 245:123:32, ), evaporated compound HB as a hole blocking layer (HBL, ), and simultaneously evaporated compound ET and Liq as an electron transport layer (ETL, 140:210, ), evaporation Thick Liq is used as the electron injection layer (EIL). Finally, aluminum is evaporated as the cathode. ). The device was then transferred back to the glove box and encapsulated with a glass cover slip to complete the device.

[0203] Device Example 1-2: The preparation method is the same as that of Example 1-1, except that the evaporated compound 2-3 is used as an electron blocking layer (EBL, ).

[0204] Device Example 1-3: The preparation method is the same as that of Example 1-1, except that compound H1, compound H2 and compound GD-54 are simultaneously evaporated as the light-emitting layer (EML, 245:123:32, ).

[0205] Device Comparative Example 1-1: The preparation method is the same as that of Example 1-1, except that the evaporated compound HT-1 is used as an electron blocking layer (EBL, ).

[0206] Device Comparative Example 1-2: The preparation method is the same as that of Example 1-1, except that the evaporated compound HT-2 is used as the electron blocking layer (EBL, ).

[0207] Device Comparative Example 1-3: The preparation method is the same as that of Example 1-1, except that the evaporated compound HT-3 is used as the electron blocking layer (EBL, ).

[0208] Device Comparative Example 1-4: The preparation method is the same as that of Example 1-1, except that compound H1, compound H2 and compound M1 are simultaneously evaporated as the light-emitting layer (EML, 245:123:32, ).

[0209] Device Comparative Example 1-5: The preparation method is the same as that of Comparative Example 1-4, except that the evaporated compound 2-3 is used as an electron blocking layer (EBL, ).

[0210] Device Comparative Example 1-6: The preparation method is the same as that of Comparative Example 1-4, except that the evaporated compound HT-1 is used as an electron blocking layer (EBL, ).

[0211] Device Comparative Example 1-7: The preparation method is the same as that of Comparative Example 1-4, except that the evaporated compound HT-2 is used as the electron blocking layer (EBL, ).

[0212] Device Comparative Example 1-8: The preparation method is the same as that of Comparative Example 1-4, except that the evaporated compound HT-3 is used as the electron blocking layer (EBL, ).

[0213] Device Comparative Example 1-9: The preparation method is the same as that of Example 1-1, except that compound H1, compound H2 and compound M2 are simultaneously evaporated as the light-emitting layer (EML, 245:123:32, ).

[0214] Device Comparative Example 1-10: The preparation method is the same as that of Comparative Example 1-9, except that the evaporated compound 2-3 is used as an electron blocking layer (EBL, ).

[0215] Device Comparative Example 1-11: The preparation method is the same as that of Comparative Example 1-9, except that the evaporated compound HT-1 is used as an electron blocking layer (EBL, ).

[0216] Device Comparative Example 1-12: The preparation method is the same as that of Comparative Example 1-9, except that the evaporated compound HT-2 is used as the electron blocking layer (EBL, ).

[0217] Device Comparative Example 1-13: The preparation method is the same as that of Comparative Example 1-9, except that the evaporated compound HT-3 is used as the electron blocking layer (EBL, ).

[0218] Device Comparative Example 1-14: The preparation method is the same as that of Example 1-3, except that the evaporated compound HT-2 is used as the electron blocking layer (EBL, ).

[0219] The layers using more than one material are obtained by doping different compounds in their recorded weight ratios. The device partial structures and thicknesses of the device examples and comparative examples are shown in Table 3 below.

[0220] Table 3 Partial device structures of device embodiments 1-1 to 1-3 and comparative examples 1-1 to 1-14

[0221]

[0222]

[0223] The material structure used in the device is shown below:

[0224]

[0225]

[0226] Table 4 lists the device performance of Examples 1-1 to 1-3 and Comparative Examples 1-1 to 1-14. The color coordinates, current efficiency CE and external quantum efficiency EQE are calculated at a current density of 10 mA / cm 2 The device life (LT95) is 11500cd / m 2 The lifespan under this condition is calculated as follows: 2 The measured lifetime when the brightness decays to 95% of the initial brightness under driving is further calculated using an acceleration factor of 1.8.

[0227] Table 4 Device performance of Examples 1-1 to 1-3 and Comparative Examples 1-1 to 1-14

[0228]

[0229]

[0230] discuss:

[0231] Table 4 shows the test results of electroluminescent devices containing different combinations of organic light-emitting doping materials and electron blocking materials. From the color coordinates, it can be seen that the color coordinates of the embodiments and comparative examples in the same group are basically consistent.

[0232] Examples 1-1 and 1-2 use a combination of the first compound GD-76 having a specific structure of the present invention and the second compound 2-15 and compound 2-3 having a specific hole mobility of the present invention. In Comparative Example 1-1, a combination of the first compound GD-76 of the present invention and the compound HT-1 that does not have a specific hole mobility of the present invention is used. Compared with Comparative Example 1-1, the CE of Examples 1-1 and 1-2 are increased by 4cd / A and 3cd / A, respectively, and the EQE is increased by 4.3% and 3.1%, respectively. More importantly, the lifespan is increased by 500h and 662h, respectively, with a maximum increase of 56.7%. In Comparative Example 1-1, the HOMO energy level of compound HT-1 is -5.263eV, which is basically equivalent to the HOMO energy levels of compounds 2-15 and 2-3 in Examples 1-1 and 1-2. They can both achieve good energy level matching with the EML layer, but because the hole mobility of compound HT-1 is too high, which is 29.8×10 - 5 cm 2 / Vs, which makes the carrier balance in the EML worse, resulting in reduced device efficiency and shorter life. Similarly, in Comparative Examples 1-2 and 1-3, the first compound GD-76 of the present invention is used in combination with the electron blocking layer material compound HT-2 and compound HT-3 that do not have the specific hole mobility of the present invention. Compared with Comparative Examples 1-2 and 1-3, Examples 1-1 and 1-2 show more excellent device performance in efficiency and life. The CE of the embodiment is increased by 9cd / A at most, the EQE is also significantly improved, and the life is extended by 495h at most, with a maximum increase of 37%. In Comparative Examples 1-2 and 1-3, the HOMO energy levels of HT-2 and HT-3 are about -5.100 eV, which is significantly shallower than the energy level of the EBL material in Examples 1-1 and 1-2, and cannot achieve a good energy level match with the EML layer, and the carrier balance in the EML is destroyed; at the same time, the hole mobility of compounds HT-2 and HT-3 is relatively high, which further deteriorates the carrier balance in the EML, thereby reducing the device efficiency, and even showing a significant deterioration in the lifespan in Comparative Examples 1-3. It can be seen from the above that the combination of the first compound GD-76 of the light-emitting doping material of the present invention and the second compound 2-15 or compound 2-3 of the present invention, because the hole mobility and energy level of the second compound can be well matched with the first compound, balances the carriers in the device, thereby improving the device efficiency and lifespan, and improving the device performance, which has a relatively important use value in commercial applications.

[0233] When the first compound GD-54 having the specific structure of the present invention is used, it can be seen from the comparison between Examples 1-3 and Comparative Examples 1-14 that the CE of the examples is increased by 6 cd / A, the EQE is also significantly improved, and the life span is extended by 278 h, which means that when the first compound of the present invention is combined with a low hole mobility material, the device performance is significantly better than the combination with a high hole mobility material.

[0234] At the same time, we studied the situation of other light-emitting doping materials. Comparative Examples 1-4 and 1-5 using the light-emitting doping material M1 not having the specific structure of the present invention and the second compound 2-15 and compound 2-3 of the present invention, compared with Comparative Examples 1-6 to 1-8 using the light-emitting doping material M1 not having the specific structure of the present invention and the EBL material compound HT-1, compound HT-2 and compound HT-3 not having the specific hole mobility of the present invention, the efficiency and life of each device are basically equivalent; this shows that when using a light-emitting doping material not having the specific structure of the present invention, it basically does not affect the performance of the device when it is matched with an EBL material with or without the specific hole mobility of the present invention, and does not show its characteristics of being more sensitive to the EBL hole mobility. As mentioned above, compared with Comparative Examples 1-1 to 1-3, the efficiency of the embodiments 1-1 and 1-2 using the first compound of the present invention and the second compound of the present invention are significantly improved, and the life can also be kept basically equivalent or even greatly improved. However, compared with Comparative Examples 1-6 to 1-8, the efficiency and life of the devices of Comparative Examples 1-4 and 1-5 have not been significantly improved, and some have even slightly decreased. This is because the LUMO energy level of GD-76 is -2.215eV, which is shallower than the LUMO energy level of the metal complex M1 (-2.285eV). Similarly, the HOMO energy level of GD-76 is also shallower than that of M1. It is more sensitive to the hole mobility of the EBL material it is matched with, especially with EBL materials with low hole mobility. The above shows that the combination of the first compound having the specific structure of the present invention and the second compound having the specific hole mobility of the present invention is very important for improving device performance.

[0235] Similarly, when the light-emitting doping material M2 without the specific structure of the present invention is used, its LUMO energy level is -2.397eV. By comparing Comparative Examples 1-9 and 1-10 with Comparative Examples 1-11 to 1-13, it can be seen that it has similar performance to the aforementioned metal complex M1, that is, when the metal complex M2 is combined with low hole mobility material compound 2-15 and compound 2-3, the device performance is basically equivalent to the device performance when the high hole mobility material compound HT-1, compound HT-2 and compound HT-3 are combined, and it does not show its characteristics of being more sensitive to EBL hole mobility. This also shows that the combination of the first compound having the specific structure of the present invention and the second compound having the specific hole mobility of the present invention is very important for improving device performance.

[0236] In summary, the organic electroluminescent device disclosed in the present invention comprises a first compound of a light-emitting doping material having a specific structure and a second compound of an electron blocking layer material having a specific hole mobility that matches the first compound. Compared with the use of other light-emitting doping materials and electron blocking layer compounds, the specific combination disclosed in the present invention can improve device performance, especially can significantly improve device life, and has obvious advantages in the industry.

[0237] It should be understood that the various embodiments described herein are only examples and are not intended to limit the scope of the present invention. Therefore, as will be apparent to those skilled in the art, the claimed invention may include variations of the specific embodiments and preferred embodiments described herein. Many of the materials and structures described herein may be replaced with other materials and structures without departing from the spirit of the present invention. It should be understood that the various theories about why the present invention works are not intended to be restrictive.

Claims

1. An organic electroluminescent device, comprising: anode, cathode, a light-emitting layer disposed between the anode and the cathode, and a first organic layer disposed between the anode and the light-emitting layer; Wherein, the light-emitting layer at least comprises a first compound having Ir(L a ) m (L b ) 3-m The general formula of the present invention is as follows, and has a structure represented by Formula 1-1: wherein X is selected from O, S or Se; m is selected from 1 or 2; when m is selected from 1, the two L b The same or different; when m is selected from 2, multiple L a Same or different; R1, R2, R3, R a and R b Each independently represents mono-, di-, tri- or tetra-substitution, or unsubstituted; R1, R2, R3, R a and R b The alkyl radicals are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl radicals having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl radicals having 3 to 20 ring atoms, substituted or unsubstituted aralkyl radicals having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy radicals having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy radicals having 6 to 30 carbon atoms, substituted or unsubstituted alkene radicals having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof; Adjacent substituents R1, R2, R3, R a and R b can optionally be linked to form a ring; Wherein, the first organic layer at least comprises a second compound, and the hole mobility μ h <27×10 -5 cm 2 / Vs, and the second compound has a structure represented by Formula 2: in, L is selected from 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; Z1 to Z8 are each independently selected from CR z or N; Y1 to Y 10 Each independently selected from C, CR y or N; Ar1 and Ar2 are identically or differently selected at each occurrence from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 10 carbon atoms, or a combination thereof; R z and R y The alkyl radicals are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl radicals having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl radicals having 3 to 20 ring atoms, substituted or unsubstituted aralkyl radicals having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy radicals having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy radicals having 6 to 30 carbon atoms, substituted or unsubstituted alkene radicals having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof; Adjacent substituent R z and R y can optionally be linked to form a ring; The substituted alkyl, substituted cycloalkyl, substituted heteroalkyl, substituted heterocyclyl, substituted aralkyl, substituted alkoxy, substituted aryloxy, substituted alkenyl, substituted alkynyl, substituted aryl, substituted heteroaryl, substituted alkylsilyl, substituted arylsilyl, substituted alkylgermanyl, substituted arylgermanyl, substituted amino, substituted acyl, substituted carbonyl, substituted carboxyl, substituted ester, substituted sulfinyl, substituted sulfonyl, substituted The phosphino group refers to any one of an alkyl group, a cycloalkyl group, a heteroalkyl group, a heterocyclic group, an aralkyl group, an alkoxy group, an aryloxy group, an alkenyl group, an alkynyl group, an aryl group, a heteroaryl group, an alkylsilyl group, an arylsilyl group, an alkylgermanyl group, an arylgermanyl group, an amino group, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a sulfinyl group, a sulfonyl group and a phosphino group, which may be substituted by one or more deuterium, a halogen group, an unsubstituted alkyl group having 1 to 20 carbon atoms, an unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, unsubstituted heteroalkyl having 1 to 20 carbon atoms, unsubstituted heterocyclyl having 3 to 20 ring atoms, unsubstituted aralkyl having 7 to 30 carbon atoms, unsubstituted alkoxy having 1 to 20 carbon atoms, unsubstituted aryloxy having 6 to 30 carbon atoms, unsubstituted alkenyl having 2 to 20 carbon atoms, unsubstituted alkynyl having 2 to 20 carbon atoms, unsubstituted aryl having 6 to 30 carbon atoms, unsubstituted The invention relates to an organic group comprising the following: an organic group having 3 to 30 carbon atoms, an unsubstituted alkylsilyl group having 3 to 20 carbon atoms, an unsubstituted arylsilyl group having 6 to 20 carbon atoms, an unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, an unsubstituted arylgermanyl group having 6 to 20 carbon atoms, an unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group and a combination thereof.

2. The organic electroluminescent device according to claim 1, in, R1, R2, R3, R a and R b each occurrence is identically or differently selected from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1-20 carbon atoms, substituted or unsubstituted cycloalkyl having 3-20 ring carbon atoms, substituted or unsubstituted heteroalkyl 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, substituted or unsubstituted alkylsilyl having 3-20 carbon atoms, substituted or unsubstituted amino having 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof; Adjacent substituents R1, R2, R3, R a and R b Can optionally be linked to form a ring.

3. The organic electroluminescent device according to claim 1, in, R1, R2, R3 are each 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 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 amino having 0-20 carbon atoms, acyl, carbonyl, carboxylic acid, ester, cyano, isocyano, hydroxyl, mercapto, sulfinyl, sulfonyl, phosphino, and combinations thereof; Adjacent substituents R1, R2, R3 can be optionally linked to form a ring.

4. The organic electroluminescent device according to claim 1, wherein R3 is selected from hydrogen, deuterium, 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 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 cyano group, or a combination thereof.

5. The organic electroluminescent device according to claim 1, wherein the first compound is selected from the group consisting of the following structures:

6. The organic electroluminescent device according to claim 1, wherein: The second compound has a structure represented by Formula 2-1: in, Z1 to Z8 are each independently selected from CR z or N; E1 to E9 are each independently selected from C, CR e or N; Y1 to Y8 are each independently selected from CR y or N; V1 to V5 are each independently selected from CR v or N; W1 to W5 are each independently selected from CR w or N; g is selected from 0 or 1, the same or different at each occurrence; R z , R e , R y , R v and R w The alkyl radicals are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl radicals having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl radicals having 3 to 20 ring atoms, substituted or unsubstituted aralkyl radicals having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy radicals having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy radicals having 6 to 30 carbon atoms, substituted or unsubstituted alkene radicals having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof; Adjacent substituent R z , R e and R y Can optionally be linked to form a ring.

7. The organic electroluminescent device according to claim 1, wherein: The second compound has a structure represented by Formula 2-2: in, Z1 to Z8 are each independently selected from CR z or N; E1 to E8 are each independently selected from CR e or N; Y1 to Y8 are each independently selected from CR y or N; V1 to V5 are each independently selected from CR v or N; W1 to W5 are each independently selected from CR w or N; g is selected from 0 or 1, the same or different at each occurrence; R z , R e , R y , R v and R w The alkyl radicals are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl radicals having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl radicals having 3 to 20 ring atoms, substituted or unsubstituted aralkyl radicals having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy radicals having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy radicals having 6 to 30 carbon atoms, substituted or unsubstituted alkene radicals having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof; Adjacent substituent R z , R e and R y Can optionally be linked to form a ring.

8. The organic electroluminescent device according to claim 6 or 7, wherein: At least one of Z1 to Z8 is selected from CR z , and the R z It is selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

9. The organic electroluminescent device according to claim 6 or 7, wherein: At least one of E1 to E4 is selected from CR e , and the R e It is selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, or a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms.

10. The organic electroluminescent device according to claim 6 or 7, wherein: Y1 to Y8 are selected from CR y , and / or V1 to V5 are selected from CR v , and / or W1 to W5 are selected from CR w .

11. The organic electroluminescent device according to claim 1, wherein: The second compound is selected from the group consisting of the following structures:

12. The organic electroluminescent device according to claim 1, wherein: The LUMO energy level of the first compound meets the following conditions: -2.270 eV<LUMO 第一化合物 <-2.120eV.

13. The organic electroluminescent device according to claim 1, wherein: The HOMO energy level of the first compound meets the following conditions: -5.160 eV<HOMO 第一化合物 <-5.125eV.

14. The organic electroluminescent device according to claim 1, wherein: The hole mobility μ of the second compound h <25×10 -5 cm 2 / Vs.

15. The organic electroluminescent device according to claim 14, wherein the hole mobility μ of the second compound is h <20×10 -5 cm 2 / Vs.

16. The organic electroluminescent device according to claim 1, wherein: The HOMO energy level of the second compound meets the following conditions: HOMO 第二化合物 <-5.150eV.

17. The organic electroluminescent device according to claim 1, wherein: The first organic layer is in direct contact with the light-emitting layer.

18. The organic electroluminescent device according to claim 1, wherein: The thickness of the first organic layer is between 1 nm and 100 nm.

19. The organic electroluminescent device according to claim 18, wherein: The thickness of the first organic layer is between 1 nm and 80 nm.

20. The organic electroluminescent device according to claim 1, wherein: The weight proportion of the first compound in the light-emitting layer is no more than 10%.

21. The organic electroluminescent device according to claim 20, wherein: The weight proportion of the first compound in the light-emitting layer is no more than 8%.

22. The organic electroluminescent device according to claim 1, wherein: The organic electroluminescent device has a current density of 10 mA / cm 2 The external quantum efficiency is >22%.

23. The organic electroluminescent device according to claim 1, wherein: The organic electroluminescent device has a brightness of 11500 cd / m 2 The service life LT95>1600h.

24. An electronic component comprising the organic electroluminescent device according to any one of claims 1 to 23.

25. The electronic component of claim 24, wherein the electronic component is a display component or a lighting component.

26. A composition comprising at least a first compound and a second compound, The first compound has Ir(L a ) m (L b ) 3-m The general formula of the present invention is as follows, and has a structure represented by Formula 1-1: in, m is selected from 1 or 2; when m is selected from 1, the two L b The same or different; when m is selected from 2, multiple L a Same or different; R1, R2, R3, R a and R b Each independently represents mono-, di-, tri- or tetra-substitution, or unsubstituted; R1, R2, R3, R a and R b The alkyl radicals are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl radicals having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl radicals having 3 to 20 ring atoms, substituted or unsubstituted aralkyl radicals having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy radicals having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy radicals having 6 to 30 carbon atoms, substituted or unsubstituted alkene radicals having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof; Adjacent substituents R1, R2, R3, R a and R b can optionally be linked to form a ring; wherein X is selected from O, S or Se; m is selected from 1 or 2; when m is selected from 1, the two L b The same or different; when m is selected from 2, multiple L a Same or different; R1, R2, R3, R a and R b Each independently represents mono-, di-, tri- or tetra-substitution, or unsubstituted; R1, R2, R3, R a and R b The alkyl radicals are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl radicals having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl radicals having 3 to 20 ring atoms, substituted or unsubstituted aralkyl radicals having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy radicals having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy radicals having 6 to 30 carbon atoms, substituted or unsubstituted alkene radicals having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof; The hole mobility μ of the second compound h <27×10 -5 cm 2 / Vs, and the second compound has a structure represented by Formula 2: in, L is selected from 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; Z1 to Z8 are each independently selected from CR z or N; Y1 to Y 10 Each independently selected from C, CR y or N; Ar1 and Ar2 are identically or differently selected at each occurrence from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 10 carbon atoms, or a combination thereof; R z and R y The alkyl radicals are selected, at each occurrence, identically or differently, from the group consisting of hydrogen, deuterium, halogen, substituted or unsubstituted alkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl radicals having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl radicals having 1 to 20 carbon atoms, substituted or unsubstituted heterocyclyl radicals having 3 to 20 ring atoms, substituted or unsubstituted aralkyl radicals having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy radicals having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy radicals having 6 to 30 carbon atoms, substituted or unsubstituted alkene radicals having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylgermanyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof; Adjacent substituent R z and R y can optionally be linked to form a ring; The substituted alkyl, substituted cycloalkyl, substituted heteroalkyl, substituted heterocyclyl, substituted aralkyl, substituted alkoxy, substituted aryloxy, substituted alkenyl, substituted alkynyl, substituted aryl, substituted heteroaryl, substituted alkylsilyl, substituted arylsilyl, substituted alkylgermanyl, substituted arylgermanyl, substituted amino, substituted acyl, substituted carbonyl, substituted carboxyl, substituted ester, substituted sulfinyl, substituted sulfonyl, substituted The phosphino group refers to any one of an alkyl group, a cycloalkyl group, a heteroalkyl group, a heterocyclic group, an aralkyl group, an alkoxy group, an aryloxy group, an alkenyl group, an alkynyl group, an aryl group, a heteroaryl group, an alkylsilyl group, an arylsilyl group, an alkylgermanyl group, an arylgermanyl group, an amino group, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a sulfinyl group, a sulfonyl group and a phosphino group, which may be substituted by one or more deuterium, a halogen group, an unsubstituted alkyl group having 1 to 20 carbon atoms, an unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, unsubstituted heteroalkyl having 1 to 20 carbon atoms, unsubstituted heterocyclyl having 3 to 20 ring atoms, unsubstituted aralkyl having 7 to 30 carbon atoms, unsubstituted alkoxy having 1 to 20 carbon atoms, unsubstituted aryloxy having 6 to 30 carbon atoms, unsubstituted alkenyl having 2 to 20 carbon atoms, unsubstituted alkynyl having 2 to 20 carbon atoms, unsubstituted aryl having 6 to 30 carbon atoms, unsubstituted The invention relates to an organic group comprising the following: an organic group having 3 to 30 carbon atoms, an unsubstituted alkylsilyl group having 3 to 20 carbon atoms, an unsubstituted arylsilyl group having 6 to 20 carbon atoms, an unsubstituted alkylgermanyl group having 3 to 20 carbon atoms, an unsubstituted arylgermanyl group having 6 to 20 carbon atoms, an unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a mercapto group, a sulfinyl group, a sulfonyl group, a phosphino group and a combination thereof.

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