An organic compound and an organic electroluminescence device

Abstract

The application relates to an organic compound and an organic electroluminescent device. The structure of the organic compound is shown in formula (A), the structure of the application adopts rigid 4,5-diazine-9,9-spirobifluorene as a skeleton, the SP2 hybrid nitrogen atom and the spirobifluorene structure both have good electron transport properties, and have high thermal stability; after peripheral modification, the voltage in the organic electroluminescent device can be effectively reduced, thereby reducing the power consumption of the device.

Description

TECHNICAL FIELD

[0001] The present application relates to an organic compound, in particular to an organic compound for improving electron transport efficiency and an organic electroluminescent device. BACKGROUND

[0002] Organic light emission diodes (OLED) have been widely used in display and lighting industries, especially in mobile phone display. The latest mobile phone products of mobile phone manufacturers such as Apple, Sumsang, Huawei and Xiaomi all use OLED screens, which is mainly due to the excellent characteristics of OLED, such as self-luminescence, wide viewing angle, high contrast, fast response speed and flexible device.

[0003] With the continuous development of OLED technology in the fields of lighting and display, people have higher demands on the performance of OLED devices, requiring low power consumption, high efficiency and long service life at the same time, which brings great opportunities and challenges to the design and development of various functional materials by the technical personnel in the field.

[0004] In the most common OLED device structure, the following types of organic materials are usually included: hole injection material, hole transport material, electron transport material, and light emitting material (including host material and guest material) and the like. At present, as an important functional material, the electron transport material has a direct influence on the mobility of electrons and ultimately affects the light emitting efficiency of OLED. At present, improving the mobility of electron transport material and reducing the power consumption of the device have become an important direction in the development of device performance.

[0005] In addition, multiple OLED devices are stacked together, i.e. a tandem OLED structure. The tandem OLED includes a charge generation layer disposed between a first light emitting stack and a second light emitting stack to improve current efficiency in each light emitting layer while ensuring efficient distribution of charges to the light emitting stacks. Generally, the charge generation layer includes an N-type charge generation layer and a P-type charge generation layer, and the N-type charge generation layer is also an electron transport material. The improvement of the mobility of this layer of material is also conducive to the reduction of the power consumption of the stacked device. SUMMARY

[0006] In view of the above-mentioned needs in the field, the present application provides an organic compound containing 4,5-diaza-9,9-spirobifluorene, which has high mobility and is conducive to reducing the power consumption of the device.

[0007] An organic compound, as shown in formula (A):

[0008]

[0009] wherein: L1-L4 are each independently selected from a single bond, a substituted or unsubstituted arylene having 6 to 60 ring-forming carbon atoms, or a substituted or unsubstituted heteroarylene having 5 to 60 ring-forming carbon atoms;

[0010] Ar1-Ar4 are each independently selected from R-substituted or unsubstituted C6 to C60 aryl, R-substituted or unsubstituted C3 to C60 heteroaryl, or R-substituted or unsubstituted C6-C30 aryl phosphine oxide; the R is selected from unsubstituted or substituted C1 to C20 alkyl, unsubstituted or substituted C1 to C20 alkoxy, halogen, cyano, carboxyl, carbonyl, amine, C1 to C20 alkyl amine, nitro, hydrazine, sulfonic acid, C1 to C20 alkyl silyl, C1 to C20 alkoxy silyl, C3 to C30 cycloalkyl silyl, C6 to C30 aryl silyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C3 to C30 heteroaryl, or combinations thereof, the R being substituted with halogen, C1-C4 alkyl, or deuterium;

[0011] m1-m4, n1-n4 are independently selected from 0-4, and the sum of n1-n4 is greater than or equal to 1, the heteroatom of the heteroaryl, heteroarylene being at least one of N, S, O.

[0012] In some embodiments, the sum of n1-n4 is greater than or equal to 2.

[0013] In some embodiments, the structure of the present application is shown as formula (B):

[0014]

[0015] wherein m1, m2, n1, n2, L1, L2, and Ar1, Ar2 are defined the same as in formula (A), and n1, n2 are not zero.

[0016] Further in some embodiments, the structure of the present application is shown as formula (C):

[0017]

[0018] wherein L1, L2, and Ar1, Ar2 are defined the same as in formula (A), and m1, m2 are independently selected from 0-2.

[0019] In some embodiments, L1-L4 is a single bond or one of the following structures or a combination thereof:

[0020]

[0021] Ar1, Ar2are each independently selected from R-substituted or unsubstituted C6to C20aryl, R-substituted or unsubstituted C3to C20heteroaryl, or R-substituted or unsubstituted C6to C20aryl phosphine oxide, wherein R is selected from unsubstituted or substituted C1to C10alkyl, unsubstituted or substituted C1to C10alkoxy, halogen, cyano, substituted or unsubstituted C6to C10aryl, substituted or unsubstituted C3to C10heteroaryl, or a combination thereof.

[0022] In some embodiments, the heteroaryl group contains one or more SP2hybridized nitrogen atoms.

[0023] In some embodiments, Ar1, Ar2are one of the following structures or a combination of the following structures:

[0024]

[0025]

[0026] In some embodiments, the present application has the following structure, but is not limited to the listed structures:

[0027]

[0028]

[0029]

[0030] A second application of the present application is to provide an organic electroluminescent device comprising: an anode, a hole functional layer, a light emitting layer, an electron functional layer, and a cathode, wherein the electron functional layer comprises the organic compound.

[0031] In one embodiment, the electron functional layer is an electron transport layer, and the organic compound is used as an electron transport layer material.

[0032] In one embodiment, the hole functional layer comprises a hole injection layer, a hole transport layer, and an electron blocking layer arranged in layers.

[0033] In one embodiment, the electron functional layer further comprises an electron injection layer, which is arranged between the electron transport layer and the cathode. The electron injection layer material can be selected from conventional electron injection materials in the field of organic electroluminescent devices.

[0034] The third application of the present application provides a tandem organic electroluminescent device, which comprises a first light-emitting stack, a second light-emitting stack and a charge generation layer; the first light-emitting stack comprises an anode, a hole functional layer, a light-emitting layer and an electron functional layer; the second light-emitting stack comprises a hole functional layer, a light-emitting layer, an electron functional layer and a cathode; the charge generation layer is disposed between the first light-emitting stack and the second light-emitting stack, and the electron functional layer in the first light-emitting stack is close to the charge generation layer, and the hole functional layer in the second light-emitting stack is close to the charge generation layer; wherein at least one of the electron functional layer and the charge generation layer comprises the organic compound.

[0035] In an embodiment, the charge generation layer comprises the organic compound described in the present application.

[0036] The fourth application of the present application provides a photoelectric element, which comprises the organic electroluminescent device described above, and the photoelectric element comprises an illumination element, a display element and the like.

[0037] The structure of the present application adopts rigid 4,5-diazine-9,9-spirobifluorene as a skeleton, and the SP2 hybrid nitrogen atom and the spirobifluorene structure both have good electron transport properties and high thermal stability; after peripheral modification, the voltage in the organic electroluminescent device can be effectively reduced, thereby reducing the power consumption of the device. BRIEF DESCRIPTION OF DRAWINGS

[0038] Figure 1 The device structure diagram of Example 12 is shown in Figure 1.

[0039] Figure 2 The device structure diagram of Example 23 is shown in Figure 1. DETAILED DESCRIPTION

[0040] The present application will be further described in detail below in combination with examples.

[0041] The present application does not require a synthesis method for the material, and in order to describe the present application in more detail, the following examples are given, but are not limited thereto. The raw materials used in the following synthesis are all commercially available products unless otherwise specified.

[0042] Example 1:

[0043] Synthesis of compound structure C1

[0044]

[0045] (C1-a) (5.0 g), bis(pinacolato)diboron (8.0 g) and potassium acetate (5.1 g) were added to a reaction flask, Pd(dppf)Cl2(0.19 g) was added to the reaction flask, and 100 mL of dioxane was added, and the reaction was stirred at 100°C overnight after being replaced with nitrogen three times. After the raw material was reacted, the reaction was stopped, and 50 mL of water was added to the reaction liquid to extract and wash, and the obtained organic phase was concentrated at 60°C to obtain a white solid of 5.5 g, and the yield was 92%. The hydrogen spectrum data is as follows:1H NMR (400 MHz, Chloroform-d) δ 8.73 (d, J = 4.4 Hz, 2H), 7.87 (m, 4H), 7.10 (m, 4H), 1.24 (s, 24H).

[0046] (C1-b) (4.2 g), bromobenzene (2.4 g), Pd(PPh3)4(0.21 g) and potassium carbonate (9.5 g) were added to a reaction flask, toluene (100 mL), ethanol (15 mL) and water (15 mL) were added, and the reaction was stirred at 100°C overnight after being replaced with nitrogen three times. After the raw material was reacted, the reaction was stopped. Then, the reaction liquid was extracted with 500 mL of DCM and 250 mL of water, and then the obtained organic phase was concentrated, the silica gel was mixed, and column separation was performed to obtain 2.75 g of a white solid, and the yield was 60.7%. The hydrogen spectrum data is as follows: 1 H NMR (400 MHz, Chloroform-d) δ 8.76 (d, J = 4.8 Hz, 2H), 7.95 (d, J = 8 Hz, 2H), 7.69 (d, J = 8 Hz, 2H), 7.42 (d, J = 8 Hz, 4H), 7.34 (t, J = 7.6 Hz, 4H), 7.26 (m, 4H), 7.14 (m, 2H), 6.96 (s, 2H).

[0047] Example 2:

[0048] Synthesis of compound structure C3

[0049]

[0050] The synthesis of compound (C3) is the same as that of compound (C1), except that the raw material bromobenzene is replaced with (C3-a). The hydrogen spectrum data is as follows: 1H NMR (400 MHz, Chloroform-d) δ 8.72 (dd, J = 3.8, 2.2 Hz, 2H), 7.99 (d, J = 1.4 Hz, 4H), 7.65 - 7.58 (m, 12H), 7.53 (dd, J = 7.1, 2.2 Hz, 2H), 7.47 - 7.41 (m, 6H), 7.40 - 7.35 (m, 2H), 7.31 (t, J = 1.3 Hz, 2H).

[0051] Example 3:

[0052] Synthesis of compound structure C5

[0053]

[0054] The synthesis of compound (C5) was the same as that of compound (C1) except that the starting material bromobenzene was replaced by (C5-a). The NMR data are as follows: 1 H NMR (400 MHz, Chloroform-d) δ 8.72 (dd, J = 3.8, 2.2 Hz, 2H), 8.05 - 7.89 (m, 10H), 7.72 (dd, J = 7.8, 2.1 Hz, 2H), 7.59 - 7.48 (m, 8H), 7.44 (dd, J = 7.2, 3.8 Hz, 2H), 7.30 (d, J = 2.0 Hz, 2H).

[0055] Example 4:

[0056] Synthesis of compound structure C6

[0057]

[0058] The synthesis of compound (C6) was the same as that of compound (C1) except that the starting material bromobenzene was replaced by (C6-a). The NMR data are as follows: 1 H NMR (400 MHz, Chloroform-d) δ 8.72 (dd, J = 3.8, 2.2 Hz, 2H), 8.05 - 7.89 (m, 10H), 7.72 (dd, J = 7.8, 2.1 Hz, 2H), 7.59 - 7.48 (m, 8H), 7.44 (dd, J = 7.2, 3.8 Hz, 2H), 7.30 (d, J = 2.0 Hz, 2H).

[0059] Example 5:

[0060] Synthesis of compound structure C7

[0061]

[0062] The synthesis of compound (C7) was the same as that of compound (C1), except that the starting material bromobenzene was replaced by (C7-a). The1H NMR data are as follows: 1 HNMR (400 MHz, Chloroform-d) δ 8.97 (d, J = 2.1 Hz, 2H), 8.71 (ddd, J = 10.0, 3.9, 1.9 Hz, 4H), 8.41 - 8.31 (m, 4H), 7.99 (d, J = 7.7 Hz, 2H), 7.86 (dd, J = 8.5, 2.1 Hz, 2H), 7.82 - 7.73 (m, 4H), 7.53 (dd, J = 7.1, 2.2 Hz, 2H), 7.44 (dd, J = 7.2, 3.8 Hz, 2H), 7.32 (d, J = 2.2 Hz, 2H), 7.22 (ddd, J = 7.1, 4.1, 1.4 Hz, 2H).

[0063] Example 6:

[0064] Synthesis of compound structure C15

[0065]

[0066] The synthesis of compound (C15) was the same as that of compound (C1), except that the starting material bromobenzene was replaced by (C15-a). The1H NMR data are as follows: 1 HNMR (400 MHz, Chloroform-d) δ 9.05 (dd, J = 3.9, 1.7 Hz, 2H), 8.72 (dd, J = 3.8, 2.2 Hz, 2H), 8.42 (dd, J = 8.4, 1.7 Hz, 2H), 8.23 (dd, J = 8.0, 0.9 Hz, 2H), 8.00 - 7.92 (m, 10H), 7.85 (dd, J = 1.8, 0.8 Hz, 2H), 7.63 (dd, J = 8.3, 4.0 Hz, 2H), 7.53 (dd, J = 7.1, 2.2 Hz, 2H), 7.44 (dd, J = 7.2, 3.8 Hz, 2H).

[0067] Example 7:

[0068] Synthesis of compound structure C16

[0069]

[0070] (C16-a) (4.0 g), (C16-b) (1.9 g), Pd(PPh3)4(0.18 g) and potassium carbonate (2.8 g) were added to a reaction flask, toluene (50 mL) and water (10 mL) were added, stirred, replaced with nitrogen 3 times, warmed to 100 °C overnight, the reaction was stopped after the raw material was reacted completely. The reaction liquid was extracted with DCM and water several times, then the obtained organic phase was rotary dried, silica gel was mixed, column separation was carried out to obtain 3.8 g of white solid, the yield was 88%. The hydrogen spectrum data is as follows: 1 HNMR (400 MHz, Chloroform-d) δ 8.72 (dd, J = 3.8, 2.2 Hz, 2H), 7.98 (d, J = 7.8 Hz, 1H), 7.88-7.83 (m, 1H), 7.72 (dd, J = 7.9, 2.2 Hz, 1H), 7.68-7.64 (m, 1H), 7.57-7.24 (m, 11H), 6.97 (dd, J = 7.0, 1.6 Hz, 1H).

[0071] The last two steps of the synthesis of compound structure C16 are the same as the synthesis of compound (C1), except that the raw material (C1-a) is replaced by (16-c), and bromobenzene is replaced by (C6-a). The hydrogen spectrum data is as follows: 1 HNMR (400 MHz, Chloroform-d) δ 9.05 (dd, J = 4.0, 1.8 Hz, 1H), 8.72 (dd, J = 3.8, 2.2 Hz, 2H), 8.42 (dd, J = 8.2, 1.8 Hz, 1H), 8.28-8.20 (m, 1H), 8.08 (t, J = 2.2 Hz, 1H), 8.02-7.90 (m, 5H), 7.84 (dd, J = 6.8, 1.3 Hz, 1H), 7.75-7.51 (m, 6H), 7.44 (dd, J = 7.2, 3.8 Hz, 2H), 7.39–7.27 (m, 3H), 6.97 (dd, J = 7.1, 1.4 Hz, 1H).

[0072] Example 8:

[0073] Synthesis of compound structure C37

[0074]

[0075] The synthesis of compound (C37) is the same as that of compound (C1), except that the raw material bromobenzene is replaced by (C37-a). The hydrogen spectrum data is as follows: 1HNMR (400 MHz, Chloroform-d) δ 8.72 (dd, J = 3.8, 2.2 Hz, 2H), 8.58 (d, J = 4.5 Hz, 2H), 8.05 - 7.96 (m, 6H), 7.89 (dd, J = 8.7, 2.1 Hz, 2H), 7.85 - 7.78 (m, 4H), 7.71 (ddd, J = 8.4, 7.1, 1.3 Hz, 2H), 7.62 (ddd, J = 8.4, 7.3, 1.4 Hz, 2H), 7.53 (dd, J = 7.1, 2.2 Hz, 2H), 7.44 (dd, J = 7.2, 3.8 Hz, 2H).

[0076] Example 9:

[0077] Synthesis of compound structure C47

[0078]

[0079] (C1-a) (9.5 g), tetrahydrofuran (1 L) were added into a 2 L three-necked flask, replaced with N2 for 3 times, the ethanol bath was reduced below -80 °C with liquid nitrogen, n-BuLi (19.2 ml) was added dropwise, stirring below -80 °C for 0.5 h, then diphenyl phosphine chloride (10.6 g) was added dropwise for 0.5 h, then the reaction was allowed to naturally warm to room temperature for 2 h. 100 ml ethanol was added to quench the reaction, the resulting organic liquid was rotary dried, 3 L DCM was added and stirred, then washed with water for 3 times, the resulting organic suspension was rotary dried. To the resulting solid, 1 L DCM was added, stirring at room temperature, H2O2 (25 g) was added dropwise, the reaction was allowed to continue stirring at room temperature for 2 h. After the reaction was completed, the organic liquid was directly subjected to column purification and column separation. The yield was 63%. The hydrogen spectrum data is as follows: 1 H NMR (400 MHz, Chloroform-d) δ 8.72 (dd, J = 3.8, 2.2 Hz, 2H), 8.58 (d, J = 4.5 Hz, 2H), 8.05 - 7.96 (m, 6H), 7.89 (dd, J = 8.7, 2.1 Hz, 2H), 7.85 - 7.78 (m, 4H), 7.71 (ddd, J = 8.4, 7.1, 1.3 Hz, 2H), 7.62 (ddd, J = 8.4, 7.3, 1.4 Hz, 2H), 7.53 (dd, J = 7.1, 2.2 Hz, 2H), 7.44 (dd, J = 7.2, 3.8 Hz, 2H).

[0080] Example 10:

[0081] Synthesis of compound structure C48

[0082]

[0083] The synthesis of compound (C48-b) is the same as that of compound (C47), except that the feeding ratio is halved; the synthesis of the last two steps is the same as that of compound (C1), except that the raw material (C1a) is replaced by (C48-b). The hydrogen spectrum data is as follows:1 H NMR (400 MHz, CDC13) δ 9.05 (dd, J = 4.0, 1.8 Hz, 1H), 8.72 (dd, J = 3.8, 2.2 Hz, 2H), 8.42 (dd, J = 8.2, 1.8 Hz, 1H), 8.23 (dd, J = 8.0, 0.8 Hz, 1H), 8.02 (d, J = 2.0 Hz, 1H), 7.98 - 7.91 (m, 5H), 7.83 (d, J = 7.0 Hz, 1H), 7.77 (dd, J = 1.9, 0.8 Hz, 1H), 7.69 - 7.59 (m, 6H), 7.57 - 7.41 (m, 11H).

[0084] Example 11:

[0085] Synthesis of compound structure C59

[0086]

[0087] The synthesis of compound (C59) is the same as that of compound (C1), except that the raw material bromobenzene is replaced by (C16-a), and the raw material (C1-b) is replaced by (C59-a). The hydrogen spectrum data are as follows: 1 H NMR (400 MHz, CDC13) δ 9.05 (dd, J = 4.0, 1.8 Hz, 1H), 8.72 (dd, J = 3.8, 2.2 Hz, 2H), 8.42 (dd, J = 8.2, 1.8 Hz, 1H), 8.23 (dd, J = 8.0, 0.8 Hz, 1H), 8.02 (d, J = 2.0 Hz, 1H), 7.98 - 7.91 (m, 5H), 7.83 (d, J = 7.0 Hz, 1H), 7.77 (dd, J = 1.9, 0.8 Hz, 1H), 7.69 - 7.59 (m, 6H), 7.57 - 7.41 (m, 11H).

[0088] Example 12:

[0089] An organic electroluminescence device is prepared using the organic compound of the present application, see the following Figure 1 First, the transparent conductive ITO glass substrate is washed with deionized water, ethanol, acetone, and deionized water in turn, dried at 80°C, and then treated with oxygen plasma for 30 min. Then, a hole injection layer (20 nm HAT-CN), a hole transport layer (50 nm HTL), an electron blocking layer (5 nm EBL), a light-emitting layer (20 nm BH:BD, 3%), an electron transport layer (35 nm ET:LiQ, 50%), an electron injection layer (1 nm Yb), and a cathode (1000 nm Ag) are sequentially deposited in a vacuum <4*10-4pa in an evaporation machine. The ET is the compound structure C1 of the present application.

[0090] The material structures used in the devices and the comparative material structures are shown as follows:

[0091]

[0092] The organic electroluminescent devices of Examples 13-22, Comparative Example 1-1 and Comparative Example 2-1 were made in the same way as Example 12, except that the ET material was Structure C3, C5, C6, C7, C15, C16, C37, C47, C48, C59 in this application and Comparative Example 1, Comparative Example 2, respectively.

[0093] The electrical and optical properties of the electroluminescent devices of Examples 12-22 and Comparative Examples 1-1, 2-1 were measured at 10 mA / cm2 2

[0094] Table 1

[0095]

[0096]

[0097] Note: The above data is referenced to Comparative Example 1-1.

[0098] As can be seen from Table 1, the organic electroluminescent devices prepared using the compound structures of this application as ET materials have a significantly lower voltage, and certain improvements in efficiency and lifetime, compared to Comparative Example 1-1 and Comparative Example 2-1.

[0099] Example 23: Preparation of a tandem organic electroluminescent device using an organic compound of this application, see Figure 2 First, a transparent conductive ITO glass substrate was washed with deionized water, ethanol, acetone, and deionized water, dried at 80°C, and then treated with oxygen plasma for 30 min. Then, a hole injection layer (20 nm HAT-CN), a hole transport layer (10 nm HTL), an electron blocking layer (5 nm EBL), an emission layer (20 nm BH:BD, 3%), an electron transport layer (35 nm ET:LiQ, 50%), an N-type charge generation layer (100 nm n-CGL), a P-type charge generation layer (10 nm HAT-CN), a hole transport layer (10 nm HTL), an electron blocking layer (5 nm EBL), an emission layer (20 nm BH:BD, 3%), an electron transport layer (35 nm ET:LiQ, 50%), an electron injection layer (1 nm Yb), and a cathode (1000 nm Ag) were sequentially deposited in a vacuum chamber (<4*10-4Pa) of an evaporation machine. The n-CGL was a compound structure C1 of this application doped with 5% of metal ytterbium. ​

[0100] The material structures used in the device and the comparative material structures are the same as those of Example 12, except that the ET material structure is as follows:

[0101]

[0102] The tandem organic electroluminescent devices of Examples 24-33, Comparative Examples 1-2 and Comparative Example 2-2 were prepared in the same manner as Example 23, except that the n-CGL material was Structure C3, C5, C6, C7, C15, C16, C37, C47, C48, C59 in this application and Comparative Example 1-2, Comparative Example 2-2, respectively.

[0103] The electrical and optical properties of the electroluminescent devices of Examples 23-33 and Comparative Examples 1-2, Comparative Example 2-2 were measured at 10 mA / cm 2 2 The device lifetime was measured at 50 mA / cm

[0104] Table 2

[0105]

[0106]

[0107] Note: The above data is referenced to Comparative Example 1-2.

[0108] As can be seen from Table 2, the voltage of the tandem organic electroluminescent device prepared using the compound structure of this application as a component of the n-CGL is also significantly reduced relative to Comparative Example 1-2 and Comparative Example 2-2, thereby reducing the power consumption of the device.​

Claims

1. An organic compound having the structure shown in formula (C): In the formula, m1 and m2 are independently selected from 0, Ar1 is independently selected from R-substituted or unsubstituted C6 to C30 arylphosphoxy groups; Ar2 is selected from R-substituted or unsubstituted C6 to C60 aryl groups, R-substituted or unsubstituted C3 to C60 heteroaryl groups, or R-substituted or unsubstituted C6 to C30 arylphosphoxy groups. wherein The R is selected from unsubstituted or substituted C1 to C20 alkyl, unsubstituted or substituted C1 to C20 alkoxy, halogen, cyano, C1 to C20 alkylsilyl, C1 to C20 alkoxysilyl, C3 to C30 cycloalkylsilyl, C6 to C30 arylsilyl, substituted or unsubstituted C6 to C30 aryl, or substituted or unsubstituted C3 to C30 heteroaryl; the substitution in the R is by halogen, C1-C4 alkyl, or deuterium.

2. The organic compound according to claim 1, wherein Ar1 is independently selected from R-substituted or unsubstituted C6 to C20 arylphosphoxy groups; Ar2 is independently selected from R-substituted or unsubstituted C6 to C20 aryl groups, R-substituted or unsubstituted C3 to C20 heteroaryl groups, or R-substituted or unsubstituted C6 to C20 arylphosphoxy groups; wherein R is selected from unsubstituted or substituted C1 to C10 alkyl groups, unsubstituted or substituted C1 to C10 alkoxy groups, halogens, cyano groups, substituted or unsubstituted C6 to C10 aryl groups, substituted or unsubstituted C3 to C10 heteroaryl groups, or combinations thereof.

3. The organic compound according to claim 2, wherein the heteroaryl group contains one or more sp2-hybridized nitrogen atoms.

4. In the organic compound according to claim 3, Ar1 is independently one of B38-B42 in the following structures, and Ar2 is independently one of the following structures or a combination of the following structures:

5. The organic compound according to claim 1, wherein the structure is shown in one of the following formulas:

6. An organic electroluminescent device comprising: An anode, a hole functional layer, a light-emitting layer, an electron functional layer, and a cathode; wherein the electron functional layer comprises an organic compound according to any one of claims 1 to 5.

7. A tandem organic electroluminescent device comprising: The first light-emitting stack, the second light-emitting stack, and the charge generation layer; The first light-emitting stack includes an anode, a hole functional layer, a light-emitting layer, and an electron functional layer; The second light-emitting stack includes a hole functional layer, a light-emitting layer, an electron functional layer, and a cathode; The charge generation layer is placed between the first light-emitting stack and the second light-emitting stack, and the electron functional layer in the first light-emitting stack is close to the charge generation layer, and the hole functional layer in the second light-emitting stack is close to the charge generation layer; Wherein, at least one of the electronic functional layer and the charge generation layer comprises an organic compound according to any one of claims 1 to 5.

8. A lighting or display element characterised in that: Includes the organic electroluminescent device as described in any one of claims 6-7.

Images