A compound of general formula and uses thereof

Abstract

This invention discloses a general formula compound with the following structure: wherein, R 1 Selected from C6~C 30 aryl or fused-ring aryl, C3~C 30 Heterocyclic aryl or fused-ring heterocyclic aryl; R 2 and R 3 Selected independently from hydrogen and C1-C 12 Alkyl groups, C1-C8 alkoxy groups, C6-C 30 aryl or fused-ring aryl, C3~C 30 Heterocyclic aryl or fused-ring heterocyclic aryl; m and n are each independently selected from integers from 1 to 4; L is selected from a single bond, or from C1-C 12 Alkyl, C1-C8 alkoxy, C5-C 30 aryl, C3-C 30 heterocyclic aryl; Ar 1 and Ar 2 Selected independently from C6-C 30 Aryl or fused-ring aryl; Ar 3 and Ar 4 Selected independently from C6-C 30 aryl or fused-ring aryl, C3~C 30 Heterocyclic aryl or fused-ring heteroaryl compounds. This invention also protects organic electroluminescent devices employing the above-described general formula compounds. When used as hole transport materials in the OLED light-emitting layer, the compounds of this invention exhibit excellent device performance and stability.

Description

Technical Field

[0001] This invention relates to the field of organic electroluminescent materials, and more specifically to a novel general-form compound and an organic electroluminescent device using such a general-form compound. Background Technology

[0002] Organic light-emitting diodes (OLEDs), also known as organic electroluminescent displays or organic light-emitting semiconductors, were discovered in a laboratory in 1979 by Ching W. Tang, a Chinese-American professor. OLED display technology boasts advantages such as self-illumination, wide viewing angles, high contrast, low power consumption, and fast response times. However, as a high-end display, it is more expensive than LCD TVs. OLEDs inherently possess the characteristic of emitting light by utilizing organic thin films and applying voltage to the resulting device. Therefore, developing suitable organic thin film materials has always been a key research focus in the OLED industry, contributing to the accelerated industrialization of OLED display technology.

[0003] Materials commonly used in OLEDs include luminescent materials, auxiliary materials, and electrode materials. Auxiliary materials primarily include carrier transport materials, carrier injection materials, and carrier blocking materials. Different auxiliary materials play different functions and roles in the device, therefore, different auxiliary materials typically have different functional requirements.

[0004] Hole transport materials are primarily for transporting holes. In OLEDs, the hole transport layer containing hole transport materials serves to improve the hole transport efficiency in the device and block electrons within the emissive layer, thereby maximizing carrier recombination. Hole transport materials for OLEDs must first have high hole mobility, and the triplet energy level of the molecule must be higher than the excitation energy of the emissive layer to avoid forming excitokines with the emissive layer. In addition, they must meet the following conditions: (1) good film-forming properties, capable of forming defect-free, uniform, and amorphous films; (2) high thermal stability, high melting point, and high glass transition temperature; (3) appropriate highest molecular occupied orbital (HOMO) energy level to ensure effective hole injection and transport between various interfaces. Although the aging mechanism of OLEDs is not yet fully understood, studies have shown that changes in the physical morphology of the organic layer are one of the factors affecting OLED aging. For example, the melting and crystallization of the organic layer caused by heat generated during device operation not only destroys the uniformity of the film but also disrupts the good interfacial contact between the hole transport layer and the anode and the organic layer, thereby leading to a decrease in device efficiency and lifetime.

[0005] Therefore, current research on organic hole transport materials focuses on improving their film-forming properties and thermal stability. To enhance stability, hole transport materials with high melting points and glass transition temperatures are typically used. From a molecular design perspective, compounds with asymmetric structures and high steric hindrance, such as those with paired coupling structures, star structures, branched structures, and helical structures, can reduce intermolecular cohesion, decrease the tendency to crystallize, and increase the glass transition temperature, potentially improving the performance of corresponding devices.

[0006] Early commercially available hole transport materials had the following structure (e.g., EP-721935):

[0007]

[0008] However, when this material is used in production lines, the uneven horizontal and vertical mobility causes crosstalk problems in the pixels; therefore, patent CN103108859 discloses another commercial material.

[0009]

[0010] This material has significantly improved performance in both solubility and mobility compared to the previous material. However, there is still much room for improvement in matching its material performance with the industrialization process. Therefore, this patent discloses a series of novel hole transport materials, which are applied in devices and exhibit excellent device performance. Summary of the Invention

[0011] This invention provides a compound of the general formula shown in formula (1):

[0012]

[0013] Specifically, the symbols and notations used in equation (Ⅰ) have the following meanings:

[0014] "..." indicates any aromatic ring; "..." indicates that substituents can be attached to any site on the benzene ring.

[0015] R 1 Selected from C6~C 30 Substituted or unsubstituted aryl or fused-ring aryl, C3-C 30 Substituted or unsubstituted heterocyclic aryl or fused-ring heterocyclic aryl;

[0016] R 2 and R 3 Selected independently from hydrogen, C1-C 12 Alkyl groups, C1-C8 alkoxy groups, C6-C6 alkoxy groups 30 Substituted or unsubstituted aryl or fused-ring aryl, C3-C30 The substituted or unsubstituted heterocyclic aryl or fused-ring heterocyclic aryl; wherein m and n are each independently selected from integers from 1 to 6;

[0017] L is selected from a single bond, or from C1-C 12 Alkyl, C1-C8 alkoxy, C5-C 30 Substituted or unsubstituted aryl groups, C3-C 30 Substituted or unsubstituted heterocyclic aryl groups;

[0018] Ar 1 and Ar 2 Each C6-C is independently selected from substituted or unsubstituted C6-C. 30 aryl or fused-ring aryl;

[0019] Ar 3 and Ar 4 Each C6-C is independently selected from substituted or unsubstituted C6-C. 30 aryl or fused-ring aryl, substituted or unsubstituted C3-C 30 Heterocyclic aryl or fused-ring heterocyclic aryl;

[0020] The substituents mentioned above are each independently selected from halogens, C1 to C2 atoms. 10 Alkyl or cycloalkyl, alkenyl, C1-C6 alkoxy or thioalkoxy groups, C6-C 30 Monocyclic aromatic hydrocarbons or fused-ring aromatic hydrocarbon groups, C3~C 30 Monocyclic heteroaromatic hydrocarbons or fused-ring heteroaromatic hydrocarbon groups.

[0021] Furthermore, Ar 1 and Ar 2 Preferably, the compounds are phenyl or naphthyl.

[0022] Furthermore, the general formula compounds of the present invention are shown below as (II-1)-(II-10):

[0023]

[0024]

[0025] Among them, Ar 3 and Ar 4 L, R 1 and R 2 and R 3 The definition is the same as in general formula (Ⅰ).

[0026] Furthermore, Ar 3 and Ar 4Preferred compounds include: phenyl, 2-biphenyl, 3-biphenyl, 4-biphenyl, p-triphenyl-4-yl, p-triphenyl-3-yl, p-triphenyl-2-yl, m-triphenyl-4-yl, m-triphenyl-3-yl, m-triphenyl-2-yl, 1-naphthyl, 2-naphthyl, 1-anthrayl, 2-anthrayl, 9-anthrayl, phenanthryl, indene, 1-fluorenyl, 2-fluorenyl, 3-fluorenyl, 4-fluorenyl, 9-fluorenyl, 9,9'-dialkylfluorenyl, 9,9'-spirodifluorenyl, indene, fluoranyl, triphenylene, 1-pyrene, 2-pyrene, 4-pyrene, perylene, 1-benzotetraphenyl, 2-benzotetraphenyl and 9-benzotetraphenyl, dibenzothiophenyl, dibenzofuranyl, dibenzoselenophenyl, carbazoleyl, phenylcarbazoleyl.

[0027] Furthermore, R 1 Preferably, it is phenyl, 2-biphenyl, 3-biphenyl, 4-biphenyl, p-triphenyl-4-yl, p-triphenyl-3-yl, p-triphenyl-2-yl, m-triphenyl-4-yl, m-triphenyl-3-yl, m-triphenyl-2-yl, 1-naphthyl, 2-naphthyl, 1-anthrayl, 2-anthrayl, 9-anthrayl, phenanthryl, indene, 1-fluorenyl, 2-fluorenyl, 3-fluorenyl, 4-fluorenyl, 9-fluorenyl, 9,9'-dialkylfluorenyl, 9,9'-spirodifluorenyl, indene, fluoranyl, triphenylene, 1-pyrene, 2-pyrene, 4-pyrene, perylene, 1-benzotetraphenyl, 2-benzotetraphenyl and 9-benzotetraphenyl, dibenzothiophenyl, dibenzofuranyl, dibenzoselenophenyl, carbazoleyl, phenylcarbazoleyl.

[0028] Furthermore, L is preferably phenylene or naphthylene.

[0029] Furthermore, the general formula compounds of the present invention preferably include the following structural compounds from 1 to 40:

[0030]

[0031]

[0032]

[0033]

[0034] This invention also protects the application of the compound described in the above general formula (I) as a hole transport material in the light-emitting layer of an organic electroluminescent device.

[0035] This invention also protects the application of the above-described structural compounds as hole transport materials in the light-emitting layer of organic electroluminescent devices.

[0036] This invention also protects an organic electroluminescent device, which includes a first electrode, a second electrode, and one or more organic layers inserted between the first and second electrodes, characterized in that the organic layer includes at least one compound represented by general formula (I):

[0037]

[0038] Where: R 1 Selected from C6~C 30 Substituted or unsubstituted aryl or fused-ring aryl, C3-C 30 Substituted or unsubstituted heterocyclic aryl or fused-ring heterocyclic aryl;

[0039] R 2 and R 3 Selected independently from hydrogen, C1-C 12 Alkyl groups, C1-C8 alkoxy groups, C6-C6 alkoxy groups 30 Substituted or unsubstituted aryl or fused-ring aryl, C3-C 30 The substituted or unsubstituted heterocyclic aryl or fused-ring heterocyclic aryl; m and n are each independently selected from integers from 1 to 6;

[0040] L is selected from a single bond, or from C1-C 12 Alkyl, C1-C8 alkoxy, C5-C 30 Substituted or unsubstituted aryl groups, C3-C 30 Substituted or unsubstituted heterocyclic aryl groups;

[0041] Ar 1 and Ar 2 Each C6-C is independently selected from substituted or unsubstituted C6-C. 30 aryl or fused-ring aryl;

[0042] Ar 3 and Ar 4 Each C6-C is independently selected from substituted or unsubstituted C6-C. 30 aryl or fused-ring aryl, substituted or unsubstituted C3-C 30 Heterocyclic aryl or fused-ring heterocyclic aryl;

[0043] The substituents mentioned above are each independently selected from halogens, C1 to C2 atoms. 10 Alkyl or cycloalkyl, alkenyl, C1-C6 alkoxy or thioalkoxy groups, C6-C 30 Monocyclic aromatic hydrocarbons or fused-ring aromatic hydrocarbon groups, C3~C 30 Monocyclic heteroaromatic hydrocarbons or fused-ring heteroaromatic hydrocarbon groups.

[0044] This invention designs a novel general-form compound with a triarylamine structure as the parent core. To improve the compound's robustness during device fabrication, a rigid carbazole derivative with similarly good transport properties is introduced. The triarylamine forms NH4 under an electric field. + The benzene ring it connects to is equivalent to the injection of π electrons, NH4 + A more stable structure is more conducive to raising the HOMO energy level, and correspondingly, holes are more easily injected into the hole transport layer. Therefore, in order to increase the electron-donating properties of the substituent groups connected to the aromatic amine, the bridging structure set in this invention is as follows: type.

[0045] For this bridging structure: First, the adjacent connection method aims to alleviate the rigidity of the structure and increase the solubility of the entire molecule. Second, compared with the meta connection method, it offers greater spatial freedom. As can be seen from the electron cloud distribution of the molecule, the LUMO energy level is mainly distributed on the bridging group. The adjacent design raises the LUMO energy level compared to the meta design, which has a better suppression effect on electron overflow from the light-emitting layer to the hole transport layer, thus reducing leakage current and having a positive effect on device lifetime and performance. Finally, as can be seen from the electron cloud distribution of the molecule, the HOMO energy level is mainly distributed on the triarylamine. Therefore, compared with the single benzene ring structure, the increase in conjugation of the bridging structure can improve the HOMO energy level, lower the hole injection barrier, lower the start-up voltage, or reduce the hole injection layer thickness in device fabrication, thereby reducing costs. Attached Figure Description

[0046] Figure 1 This is a schematic diagram of the structure of an organic electroluminescent device according to the present invention;

[0047] Where 110 represents the glass substrate, 120 represents the anode, 130 represents the hole injection layer, 140 represents the hole transport layer, 150 represents the light-emitting layer, 160 represents the electron transport layer, 170 represents the electron injection layer, and 180 represents the cathode.

[0048] Figure 2 It is the highest occupied molecular orbital (HOMO) of compound 5 of the present invention;

[0049] Figure 3 It is the lowest unoccupied molecular orbital (LUMO) of compound 5 of the present invention. Implementation

[0050] To enable those skilled in the art to better understand the present invention, the present invention will be further described in detail below with reference to specific embodiments.

[0051] Compounds synthesized using methods not mentioned in the examples are all commercially available raw materials. Various chemicals used in the examples, such as petroleum ether, ethyl acetate, toluene, tetrahydrofuran, dichloromethane, potassium phosphate, carbazole, 1-(4-bromophenyl)-4-chlorobiphenyl, di(4-biphenyl)amine, tris(dibenzylacetone)palladium, tetra(triphenylphosphine)palladium, 2-dicyclohexylphosphine-2',6'-dimethoxybiphenyl (Sphos), tri-tert-butylphosphine tetrafluoroborate, tripotassium phosphate, sodium tert-butoxide, and 1,4-dioxane, are all readily available in the domestic chemical market.

[0052] The intermediates and compounds in this invention were analyzed and detected using an ABSCIEX mass spectrometer (4000QTRAP) and a Bruker nuclear magnetic resonance spectrometer (400M).

[0053] The invention will be described in more detail with reference to the following embodiments, but the invention is not limited to these embodiments.

[0054] The compound represented by the general formula (1) of this invention for the hole transport layer of organic electroluminescent devices can be synthesized as an intermediate via a palladium-catalyzed Buchwald-Hartwig coupling reaction of carbazole and a halogenated compound, followed by further Buchwald-Hartwig coupling with an aromatic amine compound. A representative synthetic route is as follows:

[0055]

[0056] The symbols in the formula have the same meaning as those in the general formula (1).

[0057] Examples of the synthesis of specific compounds:

[0058] Example 1

[0059] Synthesis of Compound 1

[0060]

[0061] Synthesis of intermediate 1-1;

[0062] Under nitrogen protection, in a 500 mL four-necked flask equipped with a mechanical stirrer and a condenser, the following raw materials were added: carbazole (30 g, 180 mmol, 1 eq), 1-(4-bromophenyl)-4-chlorobiphenyl (61.4 g, 180 mmol, 1 eq), tris(dibenzylindenacetone)palladium (5.0 g, 5.4 mmol, 3% eq), tri-tert-butylphosphine tetrafluoroborate (3.1 g, 10.8 mmol, 6% eq), sodium tert-butoxide (26 g, 270 mmol, 1.5 eq), and 300 mL of toluene. The mixture was reacted at 80 °C for 24 h. After cooling to room temperature, 250 mL of water was added directly. The aqueous phase was extracted three times with 200 mL of dichloromethane, and the combined organic phases were concentrated to obtain the crude product. The crude product was washed in petroleum ether and filtered to obtain 27 g of white powder.

[0063] Synthesis of Compound 1;

[0064] Under nitrogen protection, in a 500 mL four-necked flask equipped with a mechanical stirrer and a condenser, 1-1 (27 g, 63 mmol, 1 eq), di(4-biphenyl)amine (20.2 g, 63 mmol, 1 eq), tris(dibenzylindeneacetone)dipalladium (1.7 g, 1.9 mmol, 3% eq), tri-tert-butylphosphine tetrafluoroborate (1.1 g, 3.78 mmol, 6% eq), sodium tert-butoxide (9 g, 94.5 mmol, 1.5 eq), and 300 mL of toluene were added and reacted at 80 °C for 24 h. After cooling to room temperature, 250 mL of water was added directly. The aqueous phase was extracted three times with 200 mL of dichloromethane, and the combined organic phases were concentrated to obtain the crude product. The crude product was washed in petroleum ether and filtered to obtain 10 g of white powder.

[0065] Mass spectrometry data for compound 1: MS (MALDI-TOF, m / z) calcd for Chemical Formula: C 54 H 38 N2:714.30. Found:714.5 [M] + ;

[0066] Similarly, using a similar method, we synthesized the compounds shown in the table below:

[0067]

[0068] Device Examples

[0069] Implementation

[0070] An organic light-emitting diode includes a first electrode and a second electrode located on a substrate, and an organic material located between the electrodes. The space between the first electrode and the second electrode includes a hole transport layer, a light-emitting layer, and an electron transport layer.

[0071] The substrate used is the same as that used in organic light-emitting displays, such as glass, polymer materials, and glass and polymer materials with TFT components.

[0072] The anode material can be transparent conductive materials such as indium tin oxide (ITO), indium zinc oxide (IZO), tin dioxide (SnO2), and zinc oxide (ZnO), or metallic materials such as silver and its alloys, aluminum and its alloys, or organic conductive materials such as PEDOT, as well as multilayer structures of the above materials.

[0073] The cathode is a mixture of magnesium and silver, LiF / Al, ITO, or other metals, metal mixtures, or oxides.

[0074] The device may also include a hole injection layer HI1-HI4 located between the hole transport layer and the anode.

[0075]

[0076] Hole transport layers may include, but are not limited to, the following HT1-HT32.

[0077]

[0078]

[0079] The compounds of the present invention can be used, but are not limited to, in combination with the following phosphorescent host materials GPH1-GPH80.

[0080]

[0081]

[0082]

[0083] Phosphorescent dopants can be, but are not limited to, GPD1-GPD57 listed below.

[0084]

[0085]

[0086]

[0087] The electronic transport layer may include, but is not limited to, ET1-ET57 listed below.

[0088]

[0089]

[0090]

[0091] The device may also include an electron injection layer located between the electron transport layer and the cathode, and the electron injection layer material includes, but is not limited to, one or more combinations of the following.

[0092] LiQ, LiF, NaCl, CsF, Li2O, Cs2CO3, BaO, Na, Li, Ca.

[0093] The compound of this invention is used as a hole transport material in the light-emitting layer. HT-32 and HT-2 are Comparative Example 1 and Comparative Example 2, respectively.

[0094] The fabrication process of the organic electroluminescent device in this comparative embodiment is as follows:

[0095] The glass plate coated with the ITO transparent conductive layer was ultrasonically treated in a commercial cleaning agent, rinsed in deionized water, ultrasonically degreased in a acetone:ethanol mixed solvent, baked in a clean environment until all moisture was removed, cleaned with ultraviolet light and ozone, and bombarded with a low-energy cation beam.

[0096] The glass substrate with the anode was placed in a vacuum chamber and evacuated to a vacuum level of 1×10⁻⁶. -5 ~9×10- 3 Pa, HI-1 is vacuum-deposited on the above-mentioned anodic layer as a hole injection layer at a deposition rate of 0.1 nm / s and a film thickness of 10 nm.

[0097] HT-32 was vacuum-deposited on top of the hole injection layer as the hole transport layer of the device at a deposition rate of 0.1 nm / s and a total film thickness of 80 nm.

[0098] The light-emitting layer of the device is vacuum-deposited on top of the hole transport layer. The light-emitting layer includes a host material and a dye material. Using a multi-source co-evaporation method, the evaporation rate of the host material GPH8 is adjusted to 0.1 nm / s, the evaporation rate of the dye GPD-12 is set to 8%, and the total film thickness is 30 nm.

[0099] The electron transport layer material ET-29 of the device is vacuum-deposited on the light-emitting layer at a deposition rate of 0.1 nm / s and a total film thickness of 30 nm.

[0100] A 0.5 nm thick LiF layer was vacuum-deposited on the electron transport layer (ETL) as the electron injection layer, and a 150 nm thick Al layer was used as the cathode of the device.

[0101] Device Example 1

[0102] The compound of this invention serves as a hole transport material.

[0103] Organic electroluminescent devices were prepared using the same method as in the comparative examples, except that HT-32 was replaced with compound 1 synthesized in this invention.

[0104] Device Example 2

[0105] The compound of this invention serves as a hole transport material.

[0106] Organic electroluminescent devices were prepared using the same method as in the comparative examples, except that HT-32 was replaced with compound 2 synthesized in this invention.

[0107] Device Example 3

[0108] The compound of this invention serves as a hole transport material.

[0109] Organic electroluminescent devices were prepared using the same method as in the comparative examples, except that HT-32 was replaced with compound 3 synthesized in this invention.

[0110] Device Example 4

[0111] The compound of this invention serves as a hole transport material.

[0112] Organic electroluminescent devices were prepared using the same method as in the comparative examples, except that HT-32 was replaced with compound 5 synthesized in this invention.

[0113] Device Example 5

[0114] The compound of this invention serves as a hole transport material.

[0115] Organic electroluminescent devices were prepared using the same method as in the comparative examples, except that HT-32 was replaced with compound 8 synthesized in this invention.

[0116] Device Example 6

[0117] The compound of this invention serves as a hole transport material.

[0118] Organic electroluminescent devices were prepared using the same method as in the comparative examples, except that HT-32 was replaced with compound 12 synthesized in this invention.

[0119] Device Example 7

[0120] The compound of this invention serves as a hole transport material.

[0121] Organic electroluminescent devices were prepared using the same method as in the comparative examples, except that HT-32 was replaced with compound 22 synthesized in this invention.

[0122] Device Example 8

[0123] The compound of this invention serves as a hole transport material.

[0124] Organic electroluminescent devices were prepared using the same method as in the comparative examples, except that HT-32 was replaced with compound 26 synthesized in this invention.

[0125] Device Example 9

[0126] The compound of this invention serves as a hole transport material.

[0127] Organic electroluminescent devices were prepared using the same method as in the comparative examples, except that HT-32 was replaced with compound 30 synthesized in this invention.

[0128] The organic electroluminescent devices prepared by the above process were subjected to the following performance measurements:

[0129] Under the same brightness, the driving voltage, current efficiency, and lifetime of the organic electroluminescent devices prepared in Examples 1-9 and the comparative examples were measured using a digital source meter and a luminance meter. Specifically, the voltage was increased at a rate of 0.1V per second, and the measurement was performed when the brightness of the organic electroluminescent device reached 10000 cd / m². 2 The voltage at that time is measured, and the current density at that time is also measured; the ratio of brightness to current density is the current efficiency.

[0130] The device performance test data of the specific preferred structural compounds disclosed in the device embodiments of the present invention applied in organic electroluminescent devices are detailed in the table below:

[0131] Comparative Example 1 Compound HT-32 5.7 26 Comparative Example 2 Compound HT-2 6.2 31 Device Example 1 Compound 1 4.5 57 Device Example 2 Compound 2 4.7 53 Device Example 3 Compound 3 4.4 59 Device Example 4 Compound 5 4.4 57 Device Example 5 Compound 8 4.3 67 Device Example 6 Compound 12 4.8 50 Device Example 7 Compound 22 4.2 63 Device Example 8 Compound 26 5.0 43 Device Example 9 Compound 30 5.1 41

[0132] With other materials remaining the same in the organic electroluminescent device structure, this invention uses a general-formula compound of this invention instead of the prior art compound HT-32 in the comparative device examples as the hole transport material. The operating voltage of the devices prepared in Examples 1-9 is lower than the voltage of 5.7V in the comparative example prepared using the prior art compound HT-32 as the hole transport material. At the same time, the current efficiency measured at 10000cd / m2 brightness of the devices prepared in Examples 1-9 is also significantly improved compared to the current efficiency of 26cd / A of the devices prepared in the comparative example. Furthermore, compared with the common commercial material HT-2, the corresponding voltage and current efficiencies in this invention are still significantly improved.

[0133] Therefore, when such general formula compounds of the present invention are applied to organic electroluminescent devices, the OLED devices prepared therein achieve a significant improvement in both lifetime and luminous efficiency compared to devices prepared using materials in the prior art. Thus, organic electroluminescent devices possess superior performance.

[0134] The preferred embodiments of the present invention have been described in detail above. However, the present invention is not limited to the specific details in the above embodiments. Within the scope of the technical concept of the present invention, various simple modifications can be made to the technical solution of the present invention, and these simple modifications all fall within the protection scope of the present invention.

[0135] It should also be noted that the various specific technical features described in the above specific embodiments can be combined in any suitable manner without contradiction. In order to avoid unnecessary repetition, the present invention will not describe the various possible combinations separately.

[0136] Furthermore, various different embodiments of the present invention can be combined in any way, as long as they do not violate the spirit of the present invention, they should also be regarded as the content disclosed by the present invention.

Claims

1. A compound of a general formula, It has a structure as shown in the following formula (Ⅱ-1): (Ⅱ-1) wherein: R 1 Selected from phenyl, 2-biphenyl, 3-biphenyl, and 4-biphenyl; R 2 and R 3 are each independently selected from hydrogen, phenyl; m and n are each independently selected from integers 1 to 6; L is selected from phenylene or naphthylene; Ar 3 and Ar 4 Each of the following is independently selected from 2-biphenyl, 3-biphenyl, 4-biphenyl, 1-fluorenyl, 2-fluorenyl, 3-fluorenyl, 4-fluorenyl, 9-fluorenyl, 9,9'-dialkylfluorenyl, dibenzothiophene, dibenzofuranyl, and dibenzoselenyl.

2. Selected from the following specific structural formulas: 。 3. The application of the compound according to claim 1 or 2, wherein the application is as a hole transport material in the light-emitting layer of an organic electroluminescent device.

4. An organic electroluminescent device, comprising a first electrode, a second electrode, and one or more organic layers inserted between the first electrode and the second electrode, characterized in that, The organic layer includes at least one compound with the structure shown in formula (Ⅱ-1) below: （Ⅱ-1） wherein: R 1 is selected from phenyl, 2-biphenyl, 3-biphenyl, 4-biphenyl; R 2 and R 3 are each independently selected from hydrogen, phenyl; m and n are each independently selected from integers 1 to 6; L is selected from phenylene or naphthylene; Ar 3 and Ar 4 Each of the following is independently selected from 2-biphenyl, 3-biphenyl, 4-biphenyl, 1-fluorenyl, 2-fluorenyl, 3-fluorenyl, 4-fluorenyl, 9-fluorenyl, 9,9'-dialkylfluorenyl, dibenzothiophene, dibenzofuranyl, and dibenzoselenophene; The substituents mentioned above are each independently selected from halogens and C1 to C5 alkyl groups.

5. The organic electroluminescent device according to claim 4, wherein the organic layer comprises at least one compound selected from the following structures: 。

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