A compound, composition and organic electroluminescent device

Abstract

This invention provides a compound, composition, and organic electroluminescent device. In the N-type material structure of this invention, the phenylene groups of the bridged triazine and diphenyl-substituted deuterated carbazole groups are connected to the N phase of the electron-donating phase, resulting in relatively high activity. Therefore, replacing the protium atom with a deuterium atom can effectively improve the stability of the material, thereby increasing its lifetime. The N-type material of this invention can form a good premix material with the P-type compound of this invention, exhibiting good P / N stability and mass production stability during the evaporation process. Furthermore, the formed premix material has a more balanced carrier mobility, thus significantly improving the device's efficiency and lifetime.

Description

Technical Field

[0001] This invention relates to the field of organic electroluminescence technology, and more particularly to a compound, composition, and organic electroluminescent device. Background Technology

[0002] Organic electroluminescence, generally speaking, refers to organic light-emitting diodes (OLEDs) that emit light by driving an organic semiconductor thin film with an electric current, thereby achieving the purpose of display.

[0003] Organic light-emitting diodes (OLEDs) consist of a cathode, an anode, and an organic layer sandwiched between them. Currently, industrially used OLED devices typically have a multi-layered organic structure, including layers such as a hole injection layer, a hole transport layer / electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer, and an electron injection layer. In OLED devices containing these layers, applying a voltage between the two electrodes causes holes to be injected into the organic layer from the anode and electrons to be injected from the cathode. When holes and electrons meet, excitons are formed. These excitons transfer energy to the doped material, and light is emitted through radiative transitions within the doped material.

[0004] In existing OLED devices, the poor compatibility between green light-emitting substrates leads to inefficient energy transfer to the doped materials, resulting in decreased efficiency. Furthermore, the lack of deuteration at active sites and high electron density sites in the material molecules results in poor chemical, thermal, and photoelectric stability, thus affecting device lifespan. Additionally, the P / N ratio of the green light-emitting substrate changes significantly with evaporation time, leading to large performance fluctuations, poor stability, and low yield. Summary of the Invention

[0005] The purpose of this invention is to disclose, based on the prior art, a compound and an organic electroluminescent device.

[0006] To achieve the above objectives, the present invention provides a compound, the structural formula of which is represented by Formula 1:

[0007] In Equation 1, X1-X3 are either N or CR3, and at least one of X1-X3 is N; Ar1 and Ar2 are each independently selected from the following groups, either unsubstituted or substituted: phenyl, biphenyl, terphenyl, naphthyl, anthracene, dibenzofuranyl, dibenzothiophene, fluorenyl, phenanthrene, benzophenanthrenefuranyl, carbazole, and triphenylene. R1-R3 are each independently selected from hydrogen, deuterium, fluorine, cyano, unsubstituted or substituted of the following groups: phenyl, biphenyl, naphthyl, anthracene, dibenzofuranyl, dibenzothiophene, fluorenyl, phenanthrene; L1 and L2 are each independently selected from the following groups, either directly bonded or unsubstituted or substituted: phenyl, biphenyl; The substituents of the following groups are independently selected from one or more groups selected from deuterium, fluorine, cyano, methyl, ethyl, tert-butyl, undeuterated or deuterated C6-C25 aryl, C3-C26 heteroaryl; A1-A4 are each independently selected from hydrogen or deuterium, and at least one of A1-A4 is deuterium; A5-A 10 Each is independently selected from hydrogen, deuterium, fluorine, cyano, phenyl, deuterated phenyl, biphenyl, deuterated biphenyl, C1-C6 alkyl, and C3-C8 cycloalkyl, and A5-A 10 At least one of them is deuterium; n and m are integers between 0 and 5.

[0008] Preferably, the structural formula is represented by Equation 2:

[0009] In Equation 2, Ar1 and Ar2 are each independently selected from the following groups, either unsubstituted or substituted: phenyl, biphenyl, terphenyl, naphthyl, anthracene, dibenzofuranyl, dibenzothiophene, carbazoyl, and triphenylene; R1 and R2 are each independently selected from hydrogen, deuterium, fluorine, cyano, unsubstituted or substituted of the following groups: phenyl, biphenyl, naphthyl, anthracene, dibenzofuranyl, dibenzothiopheneyl; L1 and L2 are each independently selected from the following groups, either directly bonded or unsubstituted or substituted: phenyl, biphenyl; The substituents of the following groups are independently selected from one or more groups selected from deuterium, fluorine, cyano, methyl, ethyl, tert-butyl, undeuterated or deuterated C6-C25 aryl, C3-C26 heteroaryl; A1-A4 are each independently selected from hydrogen or deuterium, and at least one of A1-A4 is deuterium; A5-A 10 Each is independently selected from hydrogen, deuterium, fluorine, cyano, phenyl, deuterated phenyl, biphenyl, deuterated biphenyl, and C1-C6 alkyl groups, and A5-A 10 At least one of them is deuterium; n and m are integers between 0 and 5.

[0010] Preferably, the structural formula is represented by Equation 3:

[0011] In Equation 3, Ar1 and Ar2 are each independently selected from the following groups, either unsubstituted or substituted: phenyl, biphenyl, terphenyl, naphthyl, dibenzofuranyl, dibenzothiophenyl, carbazoyl, and triphenylene; R1 and R2 are each independently selected from hydrogen, deuterium, fluorine, cyano, unsubstituted or substituted of the following groups: phenyl, biphenyl, naphthyl, dibenzofuranyl, dibenzothiopheneyl; The substituents of the following groups are independently selected from deuterium, fluorine, cyano, methyl, tert-butyl, undeuterated or deuterated phenyl, undeuterated or deuterated biphenyl, undeuterated or deuterated naphthyl, dibenzofuranyl, dibenzothiophene, and carbazole. L1 and L2 are each independently selected from direct bond, phenyl, deuterated phenyl, biphenyl, and deuterated biphenyl; A5-A 10 Each is independently selected from hydrogen, deuterium, fluorine, cyano, phenyl, deuterated phenyl, biphenyl, deuterated biphenyl, methyl, tert-butyl, and A5-A 10 At least one of them is deuterium; n and m are integers between 0 and 5.

[0012] Preferably, the structural formula is represented by Equation 4:

[0013] In Equation 4, Ar1 and Ar2 are each independently selected from the following groups, either unsubstituted or substituted: phenyl, biphenyl, terphenyl, dibenzofuranyl, dibenzothiophenyl, carbazoyl, and triphenylene; R1 and R2 are each independently selected from hydrogen, deuterium, fluorine, cyano, unsubstituted or substituted of the following groups: phenyl, biphenyl, dibenzofuranyl, dibenzothiopheneyl; A1-A4 are each independently selected from hydrogen or deuterium, and at least one of A1-A4 is deuterium; The substituents of the following groups are independently selected from one or more groups of deuterium, methyl, tert-butyl, undeuterated or deuterated phenyl, and undeuterated or deuterated biphenyl. n and m are integers between 0 and 5.

[0014] Preferably, the structural formula is represented by Equation 5:

[0015] In Equation 5, Ar1 and Ar2 are each independently selected from the following groups, either unsubstituted or substituted: phenyl, biphenyl, terphenyl, dibenzofuranyl, dibenzothiophenyl, carbazoyl, and triphenylene; R1 and R2 are each independently selected from hydrogen, deuterium, unsubstituted or substituted phenyl, and unsubstituted or substituted biphenyl; The substituents of the following groups are independently selected from one or more groups selected from deuterium, methyl, tert-butyl, undeuterated or deuterated phenyl groups: phenyl, biphenyl, tert-phenyl, dibenzofuranyl, dibenzothiophene, carbazoyl, and triphenylene. L1 and L2 are each independently selected from direct bonds, phenyl groups, and deuterated phenyl groups; n and m are integers between 0 and 5.

[0016] In a preferred embodiment, the compound of the present invention is any one of the following compounds:

[0017] D5 indicates that there are 5 substituted deuterium atoms, and D10 indicates that there are 10 substituted deuterium atoms.

[0018] A composition comprising any of the compounds of the present invention.

[0019] An organic electroluminescent device includes a first electrode, a second electrode, and an organic layer formed between the first electrode and the second electrode; wherein the organic layer contains the compound of the present invention.

[0020] Furthermore, the organic layer comprises a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer, and an electron injection layer; wherein the light-emitting layer contains the compound of the present invention.

[0021] Furthermore, the light-emitting layer also contains at least one of the following formulas 6 or 7:

[0022] A 20 -A 29 Each is independently selected from hydrogen, deuterium, fluorine, cyano, substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C1-C10 cycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl; L 21 and L 22 Each aryl group is independently selected from single-bonded, substituted, or unsubstituted C6-30; Ar21 and Ar 22 Each is independently selected from substituted or unsubstituted C6-30 aryl groups and substituted or unsubstituted C3-30 heteroaryl groups;

[0023] L 31 and L 32 Each aryl group is independently selected from single-bonded, substituted, or unsubstituted C6-30; Ar 31 and Ar 32 Each is independently selected from substituted or unsubstituted C6-30 aryl groups and substituted or unsubstituted C3-30 heteroaryl groups; R 31 and R 32 Each is independently selected from hydrogen, deuterium, fluorine, cyano, C1-C10 alkyl, C1-C10 deuterated alkyl, C6-C30 aryl, C6-C30 deuterated aryl, C5-C30 heteroaryl, and C5-C30 deuterated heteroaryl. a 31 and a 32 Integers between 0 and 7; The substituents in the substituted C1-C10 alkyl, substituted C1-C10 cycloalkyl, substituted C6-C30 aryl, and substituted C3-C30 heteroaryl are each independently selected from hydrogen, deuterium, fluorine, cyano, C1-C10 alkyl, C1-C10 deuterated alkyl, C6-C30 aryl, C6-C30 deuterated aryl, C5-C30 heteroaryl, and C5-C30 deuterated heteroaryl.

[0024] Furthermore, Formula 6 or Formula 7 is any one or more of the following compounds: .

[0025] An electronic display device incorporating the organic electroluminescent device of the present invention.

[0026] An OLED lighting device incorporating the organic electroluminescent device of the present invention.

[0027] The room temperature described in this invention is 25±5℃.

[0028] Compared with the prior art, the beneficial effects of the present invention are: 1. In the N-type material structure of this invention, the phenylene groups of the bridged triazine and diphenyl-substituted deuterated carbazole groups are connected to the N phase of the electron-donating phase, resulting in relatively high activity. Therefore, replacing the protium atom with a deuterium atom can effectively improve the stability of the material, thereby increasing its lifespan.

[0029] 2. The N-type material of the present invention can form a good premix material with the P-type compound of the present invention. It has good P / N stability and mass production stability during the evaporation process, and the formed premix material has a more balanced carrier mobility, thereby greatly improving the efficiency and lifespan of the device.

[0030] 3. The compounds of the present invention have good solubility, which effectively reduces the preparation cost of materials and the cleaning cost of masks. Attached Figure Description

[0031] Figure 1 This is a schematic diagram of the structure of the organic electroluminescent device provided by the present invention; The numbers in the diagram represent: 1-anode, 2-hole injection layer, 3-hole transport layer, 4-second hole transport layer, 5-light-emitting layer, 6-hole blocking layer, 7-electron transport layer, 8-electron injection layer, 9-cathode; Figure 2 The HPLC chromatogram of compound 4 prepared in Example 1 of this invention; Figure 3 The DSC spectrum of compound 1 prepared in Example 1 of this invention is shown below. Figure 3It can be seen that the glass transition temperature (Tg) of compound 4 is 126.05℃; Figure 4 The TGA spectrum of compound 4 prepared in Example 1 of this invention is shown below. Figure 4 It can be seen that the thermogravimetric temperature Td is 446.01℃. Detailed Implementation

[0032] The present invention will now be described in detail with reference to the embodiments shown in the accompanying drawings. However, it should be noted that these embodiments are not intended to limit the present invention. Equivalent changes or substitutions in function, method, or structure made by those skilled in the art based on these embodiments are all within the scope of protection of the present invention.

[0033] As used herein, in “substituted or unsubstituted”, “substituted” means that at least one hydrogen atom of a substituent or compound is replaced by a substituent group. “Unsubstituted” means that a hydrogen atom is not replaced by another substituent and remains intact.

[0034] In this invention, deuterium refers to a stable isotope of hydrogen, also known as heavy hydrogen, and its element symbol is D.

[0035] In this invention, D5 refers to a group containing 5 deuterium atoms, and similarly, D10 refers to a group containing 10 deuterium atoms.

[0036] In this invention, an aromatic group refers to a monocyclic or fused polycyclic group with 6 to 30 carbon atoms, possessing a fully conjugated π-electron system. Non-limiting examples of aryl groups include phenyl, naphthyl, anthraceneyl, biphenyl, o-terphenyl, m-terphenyl, p-terphenyl, benzo[1,12-bcd]furanyl, phenanthrene, etc.

[0037] In this article, "heteroaryl" refers to a heteroaryl group obtained by replacing one or more carbon atoms (such as N, O, or S) in the structure of "aryl".

[0038] Unless otherwise specified in the examples, the procedures should be performed under standard conditions or conditions recommended by the manufacturer. Reagents or instruments whose manufacturers are not specified are all commercially available products.

[0039] Example 1

[0040]

[0041] The synthesis method of compound 1 is as follows:

[0042]

[0043]

[0044] S1: Under nitrogen protection, 2,5-diphenylcarbazole 1-a (95.7 g, 0.3 mol), deuterated benzene (1262 g, 15 mol), and trifluoromethanesulfonic acid (225 g, 1.5 mol) were added to the reaction flask. After the addition was complete, the temperature was raised to 50 °C and the reaction was stirred for 24 h. After cooling, a heavy aqueous solution of sodium carbonate was added to quench the reaction. The mixture was filtered, and the filter cake was purified by column chromatography using a petroleum ether / dichloromethane system to obtain approximately 68 g of intermediate 1-b, with a yield of 67.26%.

[0045] S2: Under nitrogen protection, intermediate 1-b (33.7 g, 0.1 mol, 1 eq), o-bromofluorobenzene-D4 1-c (17.8 g, 0.1 mol, 1 eq), DMF 340 ml, and cesium carbonate (97.7 g, 0.3 mol, 3 eq) were added to the reaction flask. After the addition was complete, the reaction solution was heated to reflux and reacted for 12 h. The reaction was detected by HPLC. After cooling, 500 ml of water was added for washing, and the mixture was filtered. The filter cake was dried and purified by column chromatography using a petroleum ether / dichloromethane system, yielding approximately 40.42 g of intermediate 1-d, with a yield of 82%.

[0046] S3: Under nitrogen protection, intermediate 1-d (40.42 g, 0.082 mol, 1 eq) was added to the reaction flask, followed by 400 ml of ultra-dry tetrahydrofuran. The mixture was cooled to -78 °C, and 2.5 M n-butyllithium (34.4 ml, 0.0861 mol, 1.05 eq) was added dropwise. After the addition was complete, the mixture was kept at this temperature for 1 h. Triisopropyl borate (18.5 g, 0.0984 mol, 1.2 eq) was then added dropwise. After the addition was complete, the mixture was allowed to rise naturally to room temperature. A saturated ammonium chloride aqueous solution was added, and the mixture was separated. The organic phase was concentrated to dryness and recrystallized from ethyl acetate to obtain approximately 34.6 g of intermediate 1-e, with a yield of 84%.

[0047] S4: Under nitrogen protection, intermediate 1-e (15.3 g, 0.033 mol, 1 eq), triazine compound 1-f (11.78 g, 0.033 mol, 1 eq), toluene (150 ml), ethanol (75 ml), water (75 ml), potassium carbonate (11.38 g, 0.0825 mol, 2.5 eq), and Pd(PPh3)4 (0.38 g, 0.0003 mol, 1% eq) were added to the reaction flask. After the addition was complete, the reaction solution was refluxed overnight. HPLC analysis was performed to confirm the reaction was complete. The reaction solution was cooled, washed with water, separated, and the organic phase was passed through silica gel. The solution was concentrated to dryness and subjected to column chromatography, yielding approximately 13.1 g of compound 4, with a yield of 54%. Compounds 14, 21, 24, 25, 28, 29, 32, 33, 36, 41, 48, 49, 54, 57, 60, 69, 72, 81, 83, 88, 90, 93, 96, 97, 105, 112, 117, 120, 124, 126, 133, 136, 145, and 148 were obtained in a similar manner. Table 1-1

[0048] Table 1-2

[0049] Table 1-3

[0050] Table 1-4

[0051] Table 1-5

[0052] Table 1-6

[0053] Table 1-7

[0054] Example 36:

[0055] The synthesis method of compound 154 is as follows:

[0056] S1: Under nitrogen protection, intermediate 2-a (10.66 g, 0.023 mol, 1 eq), triazine compound 2-b (8.48 g, 0.023 mol, 1 eq), toluene (120 ml), ethanol (60 ml), water (60 ml), potassium carbonate (7.93 g, 0.0575 mol, 2.5 eq), and Pd(PPh3)4 (0.26 g, 0.00023 mol, 1% eq) were added to the reaction flask. After the addition was complete, the reaction solution was heated to reflux and reacted overnight. The reaction was sampled and detected by HPLC. After cooling, the reaction solution was washed with water, separated, and the organic phase was passed through silica gel and concentrated to dryness. Column chromatography was performed to obtain approximately 9.97 g of compound 154, with a yield of 58%.

[0057] Compounds 155, 156, 157, 158, 159, 160, 161, and 162 were obtained in a similar manner. Table 2-1

[0058] Table 2-2

[0059] Table 2-3

[0060] The results of the synthesis and identification of the compounds prepared above are shown in Table 3 below: Table 3

[0061] Thermodynamic performance testing The thermogravimetric temperature Td and glass transition temperature Tg of compounds 4, 14, 21, 24, 25, 28, 29, 32, 33, 36, 41, 48, 49, 54, 57, 60, 69, 72, 81, 83, 88, 90, 93, 96, 97, 105, 112, 117, 120, 124, 126, 133, 136, 145, 148, 154, 155, 156, 157, 158, 159, 160, 161, and 162 in Examples 1-44 of this invention were tested, and the results are shown in Table 4. Note: The thermogravimetric temperature Td is the temperature at which 5% weight is lost in a nitrogen atmosphere. It is measured on a TGA N-1000 thermogravimetric analyzer with a nitrogen flow rate of 10 mL / min. The glass transition temperature Tg is measured by differential scanning calorimetry (DSC, Shinco DSC N-650) at a heating rate of 10℃ / min.

[0062] Table 4

[0063] As shown in Table 4 above, the compounds of the present invention have high Td and Tg values, indicating that they have excellent thermal stability. When applied to organic electroluminescent devices, they can effectively extend the service life of organic electroluminescent devices and achieve better performance.

[0064] Device performance testing: Application Example 1: ITO was used as the anode substrate material for the reflective layer, and its surface was treated sequentially with water, acetone, and N2 ions. A 10 nm layer of HT-1 doped with 3% NDP-9 is deposited on top of the ITO anode substrate to form a hole injection layer (HIL); a 100 nm layer of HT-1 is then evaporated on top of the hole injection layer (HIL) to form a hole transport layer (HTL). GP-1 was vacuum-deposited above the hole transport layer (HTL) to form a second hole transport layer (GPL) with a thickness of 10 nm. After GPL evaporation, the emissive layer (EML) of the OLED light-emitting device is fabricated. Compound P-21 and compound 4 of the present invention are used as host materials GH-1 and GH-2, SP-1 is used as sensitizer, and compound GD-1 is used as dopant. The mass ratio of GH-1, GH-2, SP-1 and compound GD-1 is 66.5:30:3:0.5, and the thickness of the emissive layer is 30 nm. HB-1 was deposited onto the light-emitting layer to obtain a hole blocking layer (HBL) with a thickness of 20 nm. ET-1 and LiQ were co-deposited onto the hole blocking layer (HBL) in a 5:5 ratio to obtain an electron transport layer (ETL) with a thickness of 30 nm. Magnesium (Mg) and silver (Ag) are mixed in a 9:1 ratio and vapor-deposited onto the electron transport layer (ETL) to form an electron injection layer (EIL) with a thickness of 50 nm. Subsequently, silver (Ag) is vapor-deposited onto the electron injection layer to form a cathode with a thickness of 100 nm. A 50 nm thick DNTPD is then deposited on the cathode sealing layer. Furthermore, the cathode surface is sealed with a UV-curable adhesive and a sealing cap containing a desiccant to protect the organic electroluminescent device from the influence of atmospheric oxygen or moisture. Thus, an organic electroluminescent device is prepared.

[0065]

[0066] Application Example 2-44 Compound 4 in Application Example 1 was replaced with compounds 14, 21, 24, 25, 28, 29, 32, 33, 36, 41, 48, 49, 54, 57, 60, 69, 72, 81, 83, 88, 90, 93, 96, 97, 105, 112, 117, 120, 124, 126, 133, 136, 145, 148, 154, 155, 156, 157, 158, 159, 160, 161, and 162 from Examples 2-44 of the present invention, while the other parts were the same as in Application Example 1. Based on this, organic electroluminescent devices of Application Examples 2-44 were fabricated.

[0067] Compare with Examples 1-5

[0068] The difference between Comparative Examples 1-5 and Application Example 1 is that compounds D1, D2, and D3 from KR1020250116470A, compound D4 from KR1020250114812A, and D5 synthesized according to the synthesis method of compound 4 of the present invention are used to replace compound 4 in Application Example 1, respectively. The rest is the same as Application Example 1.

[0069] Organic electroluminescent devices prepared in Application Examples 1-44 and Control Examples 1-5 were tested respectively, and the test results are shown in Tables 5-1 and 5-2.

[0070] Table 5-1

[0071] Table 5-2

[0072] As shown in Tables 5-1 and 5-2 above, applying the compounds of the present invention to organic electroluminescent devices as the main material can improve the luminous efficiency of organic electroluminescent devices to a certain extent, and reduce the start-up voltage and power consumption.

[0073] The organic electroluminescent devices prepared in Comparative Examples 1-5 and Application Examples 1-20 and 36-38 were subjected to luminescence lifetime testing to obtain the luminescence lifetime T97% data (the time for the luminous brightness to decrease to 97% of the initial brightness). The testing equipment was a TEO luminescent device lifetime testing system. The results are shown in Table 6: Table 6

[0074] As shown in Table 6 above, when the compound of the present invention is used as the main material of the light-emitting layer in organic electroluminescent devices, the service life of the prepared organic electroluminescent devices is greatly improved, so it has a very broad application prospect.

[0075] The detailed descriptions listed above are merely specific descriptions of feasible embodiments of the present invention, and are not intended to limit the scope of protection of the present invention. All equivalent embodiments or modifications made without departing from the spirit of the present invention should be included within the scope of protection of the present invention.

Claims

1. A compound, characterized in that, The structural formula is represented by Equation 1: ； In Equation 1, X1-X3 are either N or CR3, and at least one of X1-X3 is N; Ar1 and Ar2 are each independently selected from the following groups, either unsubstituted or substituted: phenyl, biphenyl, terphenyl, naphthyl, anthracene, dibenzofuranyl, dibenzothiophene, carbazoyl, fluorenyl, phenanthrene, benzophenanthrenefuranyl, and triphenylene. R1-R3 are each independently selected from hydrogen, deuterium, fluorine, cyano, unsubstituted or substituted of the following groups: phenyl, biphenyl, naphthyl, anthracene, dibenzofuranyl, dibenzothiophene, fluorenyl, phenanthrene; L1 and L2 are each independently selected from the following groups, either directly bonded or unsubstituted or substituted: phenyl, biphenyl; The substituents of the following groups are independently selected from deuterium, fluorine, cyano, methyl, ethyl, tert-butyl, undeuterated or deuterated C6-C25 aryl, C3-C26 heteroaryl; A1-A4 are each independently selected from hydrogen or deuterium, and at least one of A1-A4 is deuterium; A5-A 10 Each is independently selected from hydrogen, deuterium, fluorine, cyano, phenyl, deuterated phenyl, biphenyl, deuterated biphenyl, C1-C6 alkyl, and C3-C8 cycloalkyl, and A5-A 10 At least one of them is deuterium; n and m are integers between 0 and 5.

2. The compound according to claim 1, characterized in that, The structural formula is represented by Equation 2: ； In Equation 2, Ar1 and Ar2 are each independently selected from the following groups, either unsubstituted or substituted: phenyl, biphenyl, terphenyl, naphthyl, anthracene, dibenzofuranyl, dibenzothiophene, carbazoyl, and triphenylene; R1 and R2 are each independently selected from hydrogen, deuterium, fluorine, cyano, unsubstituted or substituted of the following groups: phenyl, biphenyl, naphthyl, anthracene, dibenzofuranyl, dibenzothiopheneyl; L1 and L2 are each independently selected from the following groups, either directly bonded or unsubstituted or substituted: phenyl, biphenyl; The substituents of the following groups are independently selected from one or more groups selected from deuterium, fluorine, cyano, methyl, ethyl, tert-butyl, undeuterated or deuterated C6-C25 aryl, C3-C26 heteroaryl; A1-A4 are each independently selected from hydrogen or deuterium, and at least one of A1-A4 is deuterium; A5-A 10 Each is independently selected from hydrogen, deuterium, fluorine, cyano, phenyl, deuterated phenyl, biphenyl, deuterated biphenyl, and C1-C6 alkyl groups, and A5-A 10 At least one of them is deuterium; n and m are integers between 0 and 5.

3. The compound according to claim 1, characterized in that, The structural formula is represented by Equation 3: ； In Equation 3, Ar1 and Ar2 are each independently selected from the following groups, either unsubstituted or substituted: phenyl, biphenyl, terphenyl, naphthyl, dibenzofuranyl, dibenzothiophenyl, carbazoyl, and triphenylene; R1 and R2 are each independently selected from hydrogen, deuterium, fluorine, cyano, unsubstituted or substituted of the following groups: phenyl, biphenyl, naphthyl, dibenzofuranyl, dibenzothiopheneyl; The substituents of the following groups are independently selected from deuterium, fluorine, cyano, methyl, tert-butyl, undeuterated or deuterated phenyl, undeuterated or deuterated biphenyl, undeuterated or deuterated naphthyl, dibenzofuranyl, dibenzothiophene, and carbazole. L1 and L2 are each independently selected from direct bond, phenyl, deuterated phenyl, biphenyl, and deuterated biphenyl; A5-A 10 Each is independently selected from hydrogen, deuterium, fluorine, cyano, phenyl, deuterated phenyl, biphenyl, deuterated biphenyl, methyl, tert-butyl, and A5-A 10 At least one of them is deuterium; n and m are integers between 0 and 5.

4. The compound according to claim 1, characterized in that, The structural formula is represented by Equation 4: ； In Equation 4, Ar1 and Ar2 are each independently selected from the following groups, either unsubstituted or substituted: phenyl, biphenyl, terphenyl, dibenzofuranyl, dibenzothiophenyl, carbazoyl, and triphenylene; R1 and R2 are each independently selected from hydrogen, deuterium, fluorine, cyano, unsubstituted or substituted of the following groups: phenyl, biphenyl, dibenzofuranyl, dibenzothiopheneyl; A1-A4 are each independently selected from hydrogen or deuterium, and at least one of A1-A4 is deuterium; The substituents of the following groups are independently selected from one or more groups of deuterium, methyl, tert-butyl, undeuterated or deuterated phenyl, and undeuterated or deuterated biphenyl. n and m are integers between 0 and 5.

5. The compound according to claim 1, characterized in that, The structural formula is represented by Equation 5: ； In Equation 5, Ar1 and Ar2 are each independently selected from the following groups, either unsubstituted or substituted: phenyl, biphenyl, terphenyl, dibenzofuranyl, dibenzothiophenyl, carbazoyl, and triphenylene; R1 and R2 are each independently selected from hydrogen, deuterium, unsubstituted or substituted phenyl, and unsubstituted or substituted biphenyl; The substituents of the following groups are independently selected from one or more groups selected from deuterium, methyl, tert-butyl, undeuterated or deuterated phenyl groups: phenyl, biphenyl, tert-phenyl, dibenzofuranyl, dibenzothiophene, carbazoyl, and triphenylene. L1 and L2 are each independently selected from direct bonds, phenyl groups, and deuterated phenyl groups; n and m are integers between 0 and 5.

6. The compound according to claim 1, characterized in that, The compound is any one of the following compounds: ； D5 indicates that there are 5 substituted deuterium atoms, and D10 indicates that there are 10 substituted deuterium atoms.

7. A composition, characterized in that, Includes the compound described in any one of claims 1-6.

8. An organic electroluminescent device, characterized in that, It includes a first electrode, a second electrode, and an organic layer formed between the first electrode and the second electrode; the organic layer contains a compound as described in any one of claims 1-6 or a composition as described in claim 7.

9. The organic electroluminescent device as described in claim 8, characterized in that, The organic layer comprises a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer, and an electron injection layer; the light-emitting layer contains a compound as described in any one of claims 1-6 or a composition as described in claim 7.

10. The organic electroluminescent device as described in claim 9, characterized in that, The light-emitting layer also contains at least one of Formula 6 or Formula 7. ； A 20 -A 29 Each is independently selected from hydrogen, deuterium, fluorine, cyano, unsubstituted or substituted C1-C10 alkyl, unsubstituted or substituted C1-C10 cycloalkyl, unsubstituted or substituted C6-C30 aryl, and unsubstituted or substituted C3-C30 heteroaryl. L 21 and L 22 Each aryl group is independently selected from single-bonded, unsubstituted, or substituted C6-30 groups; Ar 21 and Ar 22 Each is independently selected from unsubstituted or substituted C6-30 aryl groups and unsubstituted or substituted C3-30 heteroaryl groups; ； L 31 and L 32 Each aryl group is independently selected from single-bonded, unsubstituted, or substituted C6-30 groups; Ar 31 and Ar 32 Each is independently selected from unsubstituted or substituted C6-30 aryl groups and unsubstituted or substituted C3-30 heteroaryl groups; R 31 and R 32 Each is independently selected from hydrogen, deuterium, fluorine, cyano, C1-C10 alkyl, C1-C10 deuterated alkyl, C6-C30 aryl, C6-C30 deuterated aryl, C5-C30 heteroaryl, and C5-C30 deuterated heteroaryl. a 31 and a 32 Integers between 0 and 7; The substituents in the substituted C1-C10 alkyl, substituted C1-C10 cycloalkyl, substituted C6-C30 aryl, and substituted C3-C30 heteroaryl are each independently selected from hydrogen, deuterium, fluorine, cyano, C1-C10 alkyl, C1-C10 deuterated alkyl, C6-C30 aryl, C6-C30 deuterated aryl, C5-C30 heteroaryl, and C5-C30 deuterated heteroaryl.

11. The organic electroluminescent device according to claim 9, characterized in that, The light-emitting layer contains a light-emitting host material, which is composed of one or more of the compounds according to any one of claims 1-6 or the composition according to claim 7 and any one or more of compounds P-1 to P-82, wherein compounds P-1 to P-82 are as follows: 。 12. The organic electroluminescent device according to claim 9, characterized in that, The compound of the present invention is applied in the organic electroluminescent device, which is used in the manufacture of electronic display devices or OLED lighting devices.

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