Organic compound taking anthryl as core and organic electroluminescent device
By using anthracene-based organic compounds as the core in organic electroluminescent devices, the shortcomings of existing material layer materials in thermal stability, chemical stability and luminous efficiency are solved, and more efficient and longer-lasting luminous performance are achieved.
Patent Information
- Application Number
- CN202510358712.9
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2025-03-25
- Publication Date
- 2025-05-09
AI Technical Summary
The material layer materials of existing organic electroluminescent devices have not yet met the requirements for excellent luminescence performance, especially in terms of thermal stability, chemical stability and luminescence efficiency.
Organic compounds with anthracene as the core are used as electron transport layer materials, and their thermal stability and chemical stability are improved through specific substituents (cyano or deuterated), and fluorescent quantum efficiency and electron mobility are improved through structural optimization.
It achieves higher luminescence efficiency, longer service life and lower driving voltage, improving the overall performance of organic electroluminescent devices.
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Figure CN119954727A_ABST
Abstract
Description
Technical Field
[0001] The invention belongs to the technical field of organic electroluminescence, and in particular relates to an organic compound with anthracene as the core and an organic electroluminescent device. Background Art
[0002] Organic light-emitting devices (OLED) are self-emitting devices that use the following principle: when an electric field is applied, the fluorescent material emits light through the recombination of holes injected from the positive electrode and electrons injected from the negative electrode. This self-emitting device has the characteristics of low voltage, high brightness, wide viewing angle, fast response, good temperature adaptability, etc., and is ultra-thin and can be made on flexible panels. It is widely used in mobile phones, tablet computers, televisions, lighting and other fields.
[0003] Organic electroluminescent devices are like sandwich structures, including electrode material films, and organic functional materials sandwiched between different electrode films or self-recommended. Various functional materials are superimposed on each other according to their uses to form organic electroluminescent devices. As a current device, when voltage is applied to the electrodes at both ends of the organic electroluminescent device, positive and negative charges are generated in the organic layer functional material film through the action of the electric field. The positive and negative charges are further compounded in the light-emitting layer to generate light. This process is electroluminescence.
[0004] Research on improving the performance of organic electroluminescent devices includes: reducing the driving voltage of the device, improving the luminous efficiency of the device, and increasing the service life of the device. In order to continuously improve the performance of organic electroluminescent devices, it is necessary not only to innovate the structure and manufacturing process of organic electroluminescent devices, but also to continuously research and innovate organic electrophotoelectric functional materials to create higher performance organic electroluminescent functional materials.
[0005] In order to achieve excellent luminescent properties of organic electroluminescent devices, the materials constituting the organic material layer, such as the hole injection layer, the hole transport layer, the electron blocking layer, the luminescent layer, the hole blocking layer, the electron transport layer, the electron injection layer and the luminescent materials such as the host and / or the dopant should be stable and have good efficiency. However, the development of organic material layer materials for organic electroluminescent devices is still far from satisfactory, and thus there is still a need to continuously develop new materials. Summary of the invention
[0006] In order to solve the above technical problems, the present invention provides an organic compound with anthracene as the core and an organic electroluminescent device.
[0007] Another object of the present invention is to provide a method for preparing the above-mentioned organic compound with anthracene as the core.
[0008] In order to achieve the above-mentioned object of the invention, the technical solution adopted by the present invention is as follows:
[0009] An organic compound with anthracene as the core, the structural formula of which is as follows:
[0010]
[0011] Wherein, R1 is a phenyl group substituted with deuterium or cyano;
[0012] R2 is one of the following structural formulas:
[0013]
[0014] Wherein, L1, L2, and L3 are each independently phenylene, naphthylene, or anthracene;
[0015] R3, R4, and R5 are each independently phenyl, anthracenyl, naphthyl, or phenanthryl;
[0016] X1, X2, X3, X4, and X5 are each independently C-R6 or N;
[0017] Wherein, R6 is hydrogen, deuterium, cyano, or C1-C4 alkyl.
[0018] Further, its structural formula is shown in any one of the following:
[0019]
[0020] Furthermore, the number of N in X1, X2, X3, X4, and X5 is 1≤ and ≤3.
[0021] Furthermore, the specific structural formula of the organic compound with anthracene as the core is as follows:
[0022]
[0023]
[0024]
[0025]
[0026]
[0027] Any one of .
[0028] The preparation method of the above-mentioned organic compound with anthracene as the core is as follows:
[0029]
[0030] Under the protection of inert gas, intermediate 1, intermediate 2 and sodium carbonate are added to ethylene glycol diamine ether and water, and tri(o-tolyl)phosphine and palladium (II) acetate are added in sequence after stirring and mixing. The temperature is raised to reflux reaction for 15-20 hours, and the organic phase is separated, washed with water and concentrated under reduced pressure to obtain a crude product, which is then subjected to column chromatography to obtain the target product.
[0031] The molar ratio of the intermediate 1, intermediate 2, sodium carbonate, tri(o-tolyl)phosphine and palladium (II) acetate is 1:1-1.1:2-2.1:0.05:0.01. The mass ratio of ethylene glycol diamine ether and water is 1:1. The mass ratio of ethylene glycol diamine ether and intermediate 1 is 10-20:1, preferably 20:1.
[0032] The above organic compound with anthracene as the core can be used in the preparation of organic electroluminescent devices.
[0033] An organic electroluminescent device comprises: an anode, a hole injection layer, a hole transport layer, an electron blocking layer, a luminescent layer, a hole blocking layer, an electron transport layer, an electron injection layer and a cathode stacked in sequence; at least one of the hole blocking layer, the electron transport layer and the electron injection layer contains the above-mentioned organic compound with anthracene as the core.
[0034] Furthermore, the electron transport layer contains the above-mentioned organic compound with anthracene as the core.
[0035] Furthermore, the organic compound prepared in the present invention is used as an electron transport layer material (ET) and is evaporated onto the hole blocking layer (HBL) to be used as an electron transport layer (ETL), which is significantly different from a traditional functional layer.
[0036] The room temperature described in the present invention is 25±5°C.
[0037] Compared with the prior art, the beneficial effects of the present invention are as follows:
[0038] 1. The present invention discloses a new type of organic electroluminescent material, the core structure of which is an organic compound structure with anthracene as the core and cyano or deuterium substitution is performed at specific substituent positions in the structure, so that the core structure has good thermal stability and chemical stability.
[0039] 2. Anthracene has a high fluorescence quantum efficiency, especially in the blue light region. Its rigid planar structure reduces the possibility of non-radiative transitions and effectively improves electron mobility, thereby improving the luminous efficiency of blue light. Its lowest unoccupied molecular orbital (LUMO) energy level is low, which is conducive to the injection and transmission of electrons.
[0040] 3. The structure of anthracene is relatively stable and can withstand high temperatures, making it difficult to change its structure during the evaporation process, thereby increasing the service life of the device. In addition, anthracene also has a wide bandgap, which makes it have strong absorption and emission capabilities in the blue light region. Introducing end-capping groups on anthracene can further adjust the optical properties of the material and effectively adjust the performance of the device.
[0041] 4. Device verification shows that the organic electroluminescent device prepared using the compound designed by the present invention has higher luminous efficiency and life span, and lower driving voltage. BRIEF DESCRIPTION OF THE DRAWINGS
[0042] Figure 1 A schematic diagram of the structure of an organic electroluminescent device provided by the present invention;
[0043] The numbers in the figure represent: 1-anode, 2-hole injection layer, 3-hole transport layer, 4-electron blocking layer, 5-light-emitting layer, 6-hole blocking layer, 7-electron transport layer, 8-electron injection layer, 9-cathode.
[0044] Figure 2 HPLC chromatogram of compound 10 in Example 2 of the present invention DETAILED DESCRIPTION
[0045] The following further illustrates and describes embodiments of various aspects. It should be understood that the description herein is not intended to limit the claims to the specific aspects described. On the contrary, it is intended to cover substitutions, modifications and equivalents that may be included in the spirit and scope of the present disclosure defined by the appended claims.
[0046] If the specific conditions are not specified in the examples, the experiments were carried out under conventional conditions or conditions recommended by the manufacturer. If the manufacturers of the reagents or instruments are not specified, they are all conventional products that can be purchased commercially.
[0047] Embodiment 1:
[0048]
[0049] The synthesis method of organic compound 1 is as follows:
[0050]
[0051] Under nitrogen protection, intermediate 1-a (5 g, 323.15 g / mol, 15.47 mmol), intermediate 1-b (1.1 eq, 5.94 g, 349.22 g / mol, 17.02 mmol) and sodium carbonate (2 eq, 3.28 g, 105.99 g / mol, 30.94 mmol) were added to ethylene glycol diamine ether (100 g) and water (100 g), stirred and mixed, and then tri(o-tolyl)phosphine (0.05 eq, 0 .24g, 304.37g / mol, 0.77mmol) and palladium(II) acetate (0.01eq, 0.034g, 224.51g / mol, 0.15mmol), after heating to reflux reaction for 15h, the organic phase was separated, washed with water and concentrated under reduced pressure to obtain a crude product, which was then subjected to column chromatography to obtain organic compound 1 (5.6g, yield 66.1%), ESI-MS (m / z) (M+): theoretical value 547.65, found value 548.24.
[0052] Embodiment 2:
[0053]
[0054] The synthesis method of organic compound 10 is as follows:
[0055]
[0056] The synthesis method of organic compound 10 is basically the same as that of Example 1, except that intermediate 1-a is replaced by intermediate 2-a, organic compound 10 (yield 67.5%), ESI-MS (m / z) (M+): theoretical value 527.67, measured value 528.06.
[0057] Embodiment 3:
[0058]
[0059] The synthesis method of organic compound 13 is as follows:
[0060]
[0061] The synthesis method of organic compound 13 is basically the same as that of Example 1, except that intermediate 1-b is replaced by intermediate 3-b, organic compound 13 (yield 60.8%), ESI-MS (m / z) (M+): theoretical value 597.71, measured value 598.14.
[0062] Embodiment 4:
[0063]
[0064] The synthesis method of organic compound 22 is as follows:
[0065]
[0066] The synthesis method of organic compound 22 is basically the same as that of Example 2, except that intermediate 2-b is replaced by intermediate 4-b, organic compound 22 (yield 61.1%), ESI-MS (m / z) (M+): theoretical value 577.73, measured value 578.22.
[0067] Embodiment 5:
[0068]
[0069] The synthesis method of organic compound 23 is as follows:
[0070]
[0071] The synthesis method of organic compound 23 is basically the same as that of Example 4, except that intermediate 4-a is replaced by intermediate 5-a, organic compound 23 (yield 60.3%), ESI-MS (m / z) (M+): theoretical value 575.71, measured value 576.17.
[0072] Embodiment 6:
[0073]
[0074] The synthesis method of organic compound 25 is as follows:
[0075]
[0076] The synthesis method of organic compound 25 is basically the same as that of Example 3, except that intermediate 3-b is replaced by intermediate 6-b, organic compound 25 (yield 54.8%), ESI-MS (m / z) (M+): theoretical value 647.76, measured value 648.20.
[0077] Embodiment 7:
[0078]
[0079] The synthesis method of organic compound 34 is as follows:
[0080]
[0081] The synthesis method of organic compound 34 is basically the same as that of Example 6, except that intermediate 6-a is replaced by intermediate 7-a, organic compound 34 (yield 57.5%), ESI-MS (m / z) (M+): theoretical value 627.79, measured value 628.03.
[0082] Embodiment 8:
[0083]
[0084] The synthesis method of organic compound 46 is as follows:
[0085]
[0086] The synthesis method of organic compound 46 is basically the same as that of Example 7, except that intermediate 7-b is replaced by intermediate 8-b, organic compound 46 (yield 60.6%), ESI-MS (m / z) (M+): theoretical value 577.73, measured value 578.44.
[0087] Embodiment 9:
[0088]
[0089] The synthesis method of organic compound 65 is as follows:
[0090]
[0091] The synthesis method of organic compound 65 is basically the same as that in Example 1, except that intermediate 1-a and intermediate 1-b are replaced by intermediate 9-a and intermediate 9-b, respectively. Organic compound 65 (yield 59.2%), ESI-MS (m / z) (M+): theoretical value 673.82, measured value 674.06.
[0092] Embodiment 10:
[0093]
[0094] The synthesis method of organic compound 73 is as follows:
[0095]
[0096] The synthesis method of organic compound 73 is basically the same as that of Example 1, except that intermediate 1-b is replaced by intermediate 10-b, organic compound 73 (yield 61.5%), ESI-MS (m / z) (M+): theoretical value 647.76, measured value 648.13.
[0097] Embodiment 11:
[0098]
[0099] The synthesis method of organic compound 94 is as follows:
[0100]
[0101] The synthesis method of organic compound 94 is basically the same as that of Example 8, except that intermediate 8-b is replaced by intermediate 11-b, organic compound 94 (yield 56.7%), ESI-MS (m / z) (M+): theoretical value 677.84, measured value 678.18.
[0102] Embodiment 12:
[0103]
[0104] The synthesis method of organic compound 109 is as follows:
[0105]
[0106] The synthesis method of organic compound 109 is basically the same as that of Example 1, except that intermediate 1-b is replaced by intermediate 12-b, organic compound 109 (yield 64.3%), ESI-MS (m / z) (M+): theoretical value 597.71, measured value 598.35.
[0107] Embodiment 13:
[0108]
[0109] The synthesis method of organic compound 118 is as follows:
[0110]
[0111] The synthesis method of organic compound 118 is basically the same as that of Example 11, except that intermediate 11-b is replaced by intermediate 13-b, organic compound 118 (yield 64.3%), ESI-MS (m / z) (M+): theoretical value 577.73, measured value 578.29.
[0112] Embodiment 14:
[0113]
[0114] The synthesis method of organic compound 122 is as follows:
[0115]
[0116] The synthesis method of organic compound 122 is basically the same as that of Example 13, except that intermediate 13-b is replaced by intermediate 14-b, organic compound 122 (yield 66.2%), ESI-MS (m / z) (M+): theoretical value 643.79, measured value 644.12.
[0117] Embodiment 15:
[0118]
[0119] The synthesis method of organic compound 125 is as follows:
[0120]
[0121] The synthesis method of organic compound 125 is basically the same as that of Example 12, except that intermediate 12-b is replaced by intermediate 15-b, organic compound 125 (yield 64.7%), ESI-MS (m / z) (M+): theoretical value 691.82, measured value 692.30.
[0122] Embodiment 16:
[0123]
[0124] The synthesis method of organic compound 132 is as follows:
[0125]
[0126] The synthesis method of organic compound 132 is basically the same as that in Example 1, except that intermediate 1-a and intermediate 1-b are replaced by intermediate 16-a and intermediate 16-b, respectively. Organic compound 132 (yield 58.8%), ESI-MS (m / z) (M+): theoretical value 729.92, measured value 730.05.
[0127] The synthesis of intermediates 1-a to 16-a in the above examples is as follows:
[0128] Take the synthesis of intermediate 1-a as an example:
[0129]
[0130] Under nitrogen protection, the intermediate 1-a-1 (10 g, 358.23 g / mol, 27.92 mmol) was added to 1 L of anhydrous THF, magnesium powder (1.1 eq, 0.75 g, 30.71 mmol) was added, the reaction was initiated with a small amount of iodine, heated to reflux for 2 h, filtered, the filtrate was cooled to -75 ° C with liquid nitrogen, trimethyl borate (1.5 eq, 103.91 g / mol, 4.35 g, 41.88 mmol) was slowly added, the reaction was restored to room temperature after 3 h, and the reaction was continued for another 5 h. After the reaction was completed, the reaction solution was slowly poured into water for quenching, 5 mL of HCl was added and stirred for 30 min, and then the liquid was separated. The organic phase was dried over anhydrous sodium sulfate, concentrated under reduced pressure, and crystallized with ether to obtain intermediate 1-a (7.26 g, yield 80.5%), ESI-MS (m / z) (M+): theoretical value 323.15, measured value 324.06.
[0131]
[0132] The synthesis of intermediates 1-b to 13-b in the above embodiments is as follows: Taking the synthesis of intermediate 1-b as an example:
[0133]
[0134] Under nitrogen protection, intermediate 1-b-1 (10 g, 235.90 g / mol, 42.39 mmol), intermediate 1-b-2 (1 eq, 8.23 g, 194.23 g / mol, 42.39 mmol), sodium tert-butoxide (1.1 eq, 4.48 g, 96.1 g / mol, 46.63 mmol), tris(dibenzylideneacetone)dipalladium (0.05 eq, 1.94 g, 915 g / mol, 2.12 mmol), tri-tert-butylphosphine (0.05 eq, 0.43 g, 202.32 g / mol, 2.12 mmol), toluene (1 L) were added to the reaction flask, and the temperature was raised to reflux for reaction for 5 h. After the reaction was completed, the temperature was lowered to room temperature, water (1 L) was added, stirred for 15 min, and filtered to obtain a filtrate. The filtrate was filtered through diatomaceous earth and separated to obtain an organic phase. The organic phase was dried over anhydrous magnesium sulfate and then spin-dried. After purification by column chromatography, intermediate 1-b (11.31 g, yield 76.4%) was obtained, ESI-MS (m / z) (M+): theoretical value 349.22, measured value 350.25.
[0135]
[0136]
[0137] The synthesis of intermediates 14-b to 16-b in the above examples is as follows:
[0138] Synthesis of intermediate 14-b:
[0139]
[0140] S1: Under nitrogen protection, intermediate 14-b-1 (10 g, 314.80 g / mol, 31.77 mmol), compound 1-e (1 eq, 8.8 g, 277.09 g / mol, 31.77 mmol) and sodium carbonate (2 eq, 6.73 g, 105.99 g / mol, 63.54 mmol) were added to ethylene glycol diamine ether (200 g) and water (200 g), stirred and mixed, and then tri(o-tolyl)phosphine (0.05 eq, 0 .48g, 304.37g / mol, 1.59mmol) and palladium(II) acetate (0.01eq, 0.072g, 224.51g / mol, 0.32mmol), after heating to reflux reaction for 15h, the organic phase was separated, washed with water and concentrated under reduced pressure to obtain a crude product, which was then subjected to column chromatography to obtain intermediate 14-b-3 (10.7g, yield 72.1%), ESI-MS (m / z) (M+): theoretical value 467.19, found value 467.33.
[0141] S2: Under nitrogen protection, intermediate 14-b-3 (10 g, 467.19 g / mol, 21.4 mol), compound 1-e (1 eq, 2.63 g, 122.92 g / mol, 21.4 mmol) and sodium carbonate (2 eq, 4.54 g, 105.99 g / mol, 42.8 mmol) were added to ethylene glycol diamine ether (200 g) and water (200 g), stirred and mixed, and then tri(o-tolyl)phosphine (0.05 eq, 0. 33g, 304.37g / mol, 1.07mmol) and palladium(II) acetate (0.01eq, 0.048g, 224.51g / mol, 0.21mmol), after heating to reflux reaction for 15h, the organic phase was separated, washed with water and concentrated under reduced pressure to obtain a crude product, which was then subjected to column chromatography to obtain intermediate 14-b (7.02g, yield 70.5%), ESI-MS (m / z) (M+): theoretical value 465.34, found value 466.17.
[0142]
[0143] Material property test:
[0144] The glass transition temperature Tg and thermal weight loss temperature Td of organic compounds 1, 10, 13, 22, 23, 25, 34, 46, 65, 73, 94, 109, 118, 122, 125, and 132 in Examples 1 to 16 of the present invention were tested. The results are shown in Table 1:
[0145] Note: The thermal weight loss temperature Td is the temperature at which the weight loss is 5% in a nitrogen atmosphere, and is measured on a TGAN-1000 thermogravimetric analyzer with a nitrogen flow rate of 20 mL / min. The glass transition temperature Tg is measured by differential scanning calorimetry (DSC, DSC204F1 differential scanning calorimeter from NETZSCH, Germany), with a heating rate of 10°C / min.
[0146] Table 1
[0147]
[0148]
[0149] As can be seen from Table 1 above, the organic compound of the present invention has a relatively high Tg value and Td value, indicating that it has excellent thermal stability. When used as an organic electroluminescent material in a device, it helps to extend the service life of the organic electroluminescent device.
[0150] Device performance test:
[0151] Application Example 1:
[0152] ITO was used as the reflective layer anode substrate material, and its surface was treated with water, acetone, and N2 plasma in sequence;
[0153] On the ITO anode substrate, HAT-CN with a thickness of 10 nm was deposited to form a hole injection layer (HIL); NPD was evaporated on the hole injection layer (HIL) to form a hole transport layer (HTL) with a thickness of 120 nm;
[0154] EB-1 was vacuum-deposited on the hole transport layer (HTL) to form an electron blocking layer (EBL) with a thickness of 10 nm; ADN was used as a blue light host material and as a blue light doping material (the amount of BD-1 was 5% of the weight of ADN) and was evaporated at different rates on the hole transport layer (HTL) to form a light-emitting layer with a thickness of 20 nm;
[0155] HB-1 was evaporated onto the light-emitting layer to obtain a hole blocking layer (HBL) with a thickness of 15 nm;
[0156] The organic compound 1 prepared in Example 1 of the present invention was used as an electron transport layer material (ET) and evaporated onto the hole blocking layer (HBL) to obtain an electron transport layer (ETL) with a thickness of 30 nm, and LiQ with a thickness of 2 nm was evaporated on the electron transport layer (ETL) to form an electron injection layer (EIL);
[0157] Thereafter, magnesium (Mg) and silver (Ag) are mixed in a ratio of 9:1 and evaporated to obtain a cathode with a thickness of 15 nm, and a DNTPD with a thickness of 50 nm is deposited on the cathode sealing layer. In addition, the cathode surface is sealed with a UV curable adhesive and a sealing film (seal cap) containing a dehumidifier to protect the organic electroluminescent device from being affected by oxygen or moisture in the atmosphere. Thus, an organic electroluminescent device is prepared.
[0158]
[0159]
[0160] Application Example 2-16
[0161] The organic compounds 10, 13, 22, 23, 25, 34, 46, 65, 73, 94, 109, 118, 122, 125, and 132 in Examples 2-15 of the present invention are respectively used as electron transport layer materials (ET), and the other parts are consistent with Application Example 1, thereby preparing organic electroluminescent devices of Application Examples 2-16.
[0162] Comparison Example
[0163] The difference between the control example and application example 1 is that ET-1 is used as the electron transport layer material (ET), and the rest is the same as application example 1.
[0164] The organic electroluminescent devices prepared in Application Examples 1-16 and the Control Example were tested respectively, and the test results are shown in Table 2.
[0165] Table 2
[0166]
[0167]
[0168] Those skilled in the art know that in blue top-emitting devices, the luminous efficiency is greatly affected by chromaticity. Therefore, the influence of chromaticity on efficiency is taken into account, and the ratio of luminous efficiency to CIEy is defined as BI value, that is, BI = (cd / A) / CIEy. In the test, the CIEy value is regulated in the range of 0.042-0.044.
[0169] It can be seen from Table 2 above that when the organic compound of the present invention is applied to an organic electroluminescent device and used as an electron transport layer material (ET), the luminous efficiency of the device is greatly improved, the starting voltage is reduced, and the power consumption is relatively reduced.
[0170] The organic electroluminescent devices prepared in the control example, application examples 1-4, application example 8, application example 13, application example 15, and application example 16 were tested for luminescence lifetime to obtain luminescence lifetime T97% data (the time when the luminescence brightness decreases to 97% of the initial brightness). The test equipment was a TEO luminescent device lifetime test system. The results are shown in Table 3:
[0171] Table 3
[0172] Experimental Group <![CDATA[Current density (mA / cm 2 )]]> T97% / h Comparison Example 10 479 Application Example 1 10 530 Application Example 2 10 518 Application Example 3 10 523 Application Example 4 10 525 Application Example 8 10 532 Application Example 13 10 513 Application Example 15 10 539 Application Example 16 10 521
[0173] It can be seen from Table 3 above that the organic compound of the present invention is applied to an organic electroluminescent device and used as an electron transport layer material (ET), and the service life is greatly improved, which has broad application prospects.
Claims
1. An organic compound with anthracene as the core, the structural formula of which is as follows: in, R1 is a phenyl group substituted with deuterium or cyano; R2 is one of the following structural formulas: Wherein, L1, L2, and L3 are each independently phenylene, naphthylene, or anthracene; R3, R4, and R5 are each independently phenyl, anthracenyl, naphthyl, or phenanthryl; X1, X2, X3, X4, and X5 are each independently C-R6 or N; wherein R6 is hydrogen, deuterium, cyano, or C1-C4 alkyl.
2. The organic compound with anthracene as the core according to claim 1, characterized in that The structural formula is shown in any of the following:
3. The organic compound with anthracene as the core according to claim 1, characterized in that The X1, X2, X3, X4, and X5 are respectively the number of N, and 1≤N≤3.
4. The organic compound with anthracene as the core according to claim 1, characterized in that The specific structural formula is as follows: Any one of .
5. A method for preparing an organic compound with anthracene as the core according to claim 1, characterized in that The preparation steps are as follows: Under the protection of inert gas, intermediate 1, intermediate 2 and sodium carbonate are added to ethylene glycol diamine ether and water, and tri(o-tolyl)phosphine and palladium (II) acetate are added in sequence after stirring and mixing. After the temperature is raised to reflux for reaction for 15-20 hours, the organic phase is separated, washed with water, and concentrated under reduced pressure to obtain a crude product, which is then subjected to column chromatography to obtain the target product.
6. The preparation method according to claim 5, characterized in that The molar ratio of the intermediate 1, the intermediate 2, sodium carbonate, tri(o-tolyl)phosphine and palladium (II) acetate is 1:1-1.1:2-2.1:0.05:0.
01.
7. Use of the organic compound with anthracene as the core as claimed in claim 1 in the preparation of an organic electroluminescent device.
8. An organic electroluminescent device, characterized in that The organic electroluminescent device comprises: an anode, a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer, an electron injection layer and a cathode stacked in sequence; at least one of the hole blocking layer, the electron transport layer and the electron injection layer contains the organic compound with anthracene as the core as claimed in claim 1.
9. An organic electroluminescent device according to claim 8, characterized in that The electron transport layer contains the organic compound with anthracene as the core as claimed in claim 1.