A triarylamine compound and an organic electroluminescent device containing the compound

By introducing specific structurally modified organic compounds into OLED materials, the HOMO/LUMO energy level and hole transmission characteristics are optimized, and the performance improvement space for OLED devices in low voltage, high efficiency and long life is solved, achieving more efficient and longer-lasting OLED device performance.

CN116535323BActive Publication Date: 2025-03-14ZHEJIANG HONGWU TECH CO LTD
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Patent Information

Application Number
CN202310483965.X
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2023-04-28
Publication Date
2025-03-14
Estimated Expiration
2043-04-28

AI Technical Summary

Technical Problem

There is still room for performance improvement in existing OLED devices in terms of low voltage, high efficiency and long life, especially in the photoelectric characteristics and structural matching of materials.

Method used

By introducing a modified fluorene structure in the 9,9-position in organic compounds and using aryl structures of 4,4-di-tert-butylbiphenyl and non-4,4-di-tert-butylbiphenylbiphenyl in diarylamines, molecular stacking and hole mobility are fine-tuned, thereby optimizing the HOMO/LUMO energy level and hole transport characteristics.

Benefits of technology

It realizes the reduction of lateral current while maintaining mobility, suppressing material aggregation, reducing evaporation temperature, and improving device efficiency and life.

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Abstract

The invention discloses a novel triarylamine compound and an organic electroluminescent device comprising the compound, by modifying the 9,9-position of fluorene, and not modifying other positions, ensuring good hole transport properties and suitable HOMO / LUMO energy levels of the material. In the connected diarylamine, one of the aryl groups is 4,4-di-tert-butylbiphenyl, and the other is an aryl structure of non-4,4-di-tert-butylbiphenyl, which can fine-tune the mobility of holes in different directions of molecular stacking in three dimensions, so that the lateral current can be reduced while ensuring the mobility. At the same time, the introduction of tert-butyl groups can suppress the aggregation of materials and reduce the evaporation temperature, and improve the efficiency and life of the device.
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Description

Technical Field

[0001] The invention relates to the technical field of organic electroluminescence, and in particular to a novel organic compound and application thereof, and an organic electroluminescence device containing the compound. Background Art

[0002] OLED light-emitting devices include cathodes, anodes and an organic layer in between. The organic layer includes 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. For the organic layer, the appropriate mobility and energy level are key factors for achieving effective and rapid transmission of electrons and holes between different layers of materials, compounding to form excitons, and then emitting light. At present, OLED display technology has been applied in smart phones, tablet computers, televisions and other fields. However, compared with the actual product application requirements, the low voltage, high efficiency and long life of OLED devices are still the goals pursued by product performance. In order to continuously improve the performance of OLED devices, it is necessary to continuously innovate the structure and manufacturing process of OLED devices, and more importantly, it is necessary to continuously research and innovate the OLED materials themselves to prepare higher performance OLED materials.

[0003] OLED optoelectronic materials can be divided into two categories based on their uses, namely charge transport layer materials and light-emitting layer materials. Furthermore, charge transport layer materials can be divided into electron injection, transport layer materials, electron blocking layer materials, hole injection, transport layer materials and hole blocking layer materials. At the same time, light-emitting layer materials can be divided into main materials and doped light-emitting materials. In order to make high-performance OLED light-emitting devices, various organic functional materials are required to have good optoelectronic properties. For example, as charge transport layer materials, they are required to have good carrier mobility, appropriate HOMO / LUMO energy levels, high glass transition temperature, etc.; as the main material of the light-emitting layer, the material is required to be stable to light and electricity, and have appropriate HOMO / LUMO energy levels, etc.

[0004] Common OLED device structures include multiple film layers such as hole injection layer, hole transport layer, electron blocking layer, light-emitting layer, hole blocking layer, electron transport layer, electron injection layer, etc., that is, the organic OLED materials used in OLED devices at least include hole injection materials, hole transport materials, light-emitting materials, electron transport materials, etc. Therefore, the material types and matching forms are rich and diverse. In addition, for the matching of OLED devices with different structures, the OLED materials used have strong selectivity, and the performance of the same material in devices with different structures may be completely different. Therefore, in view of the current industrial application requirements of OLED devices, as well as the different functional film layers of OLED devices and the photoelectric characteristics of the devices, it is necessary to select more suitable materials or material combinations with high performance to achieve the comprehensive characteristics of the device such as low voltage, high efficiency and long life. In terms of the actual needs of the current OLED display lighting industry, the current development of OLED materials is far from enough and lags behind the requirements of panel manufacturers. It is particularly important to develop higher performance organic materials. Summary of the invention

[0005] The present invention aims to solve the above technical problems. It is found that the 9,9-position of fluorene is modified, and other positions are not modified, which ensures the good hole transport properties and suitable HOMO / LUMO energy levels of the material. Among the connected diarylamines, one of the aromatic groups is 4,4-di-tert-butylbiphenyl, and the other is an aromatic structure other than 4,4-di-tert-butylbiphenyl, which can fine-tune the mobility of holes in different directions of molecular stacking in three dimensions, so that the lateral current can be reduced while ensuring the mobility. At the same time, the introduction of the tert-butyl group can inhibit the aggregation of the material and reduce the evaporation temperature, thereby improving the efficiency and life of the device.

[0006] Specifically, the present invention provides:

[0007] 1) A triarylamine compound for an organic electroluminescent device, characterized in that the compound is represented by formula (1):

[0008]

[0009] Wherein, R1 and R2 are each independently selected from: a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 50 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, and a substituted or unsubstituted heteroaryl group having 2 to 50 carbon atoms; R1 and R2 may optionally be connected to each other to form a substituted or unsubstituted saturated or unsaturated ring; R 21 , R 22 represents a tert-butyl group which is mono-, poly- or unsubstituted with deuterium, R 31 ~R 37are the same or different and are independently hydrogen or deutrium,

[0010] Ar is an aryl or heteroaryl group selected from the following:

[0011] Wherein, R3 and R4 are each independently selected from: a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 50 carbon atoms, a substituted or unsubstituted aryl group having 6 to 50 carbon atoms, and a substituted or unsubstituted heteroaryl group having 2 to 50 carbon atoms; R3 and R4 may optionally be connected to each other to form a substituted or unsubstituted saturated or unsaturated ring;

[0012] Wherein, R5 is selected from: a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms;

[0013] wherein R6 and R7 are each independently selected from the group consisting of hydrogen, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 10 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroaryl group having 2 to 20 carbon atoms; and

[0014] Provided that the compound is not:

[0015]

[0016] 2) The triarylamine compound for an organic electroluminescent device according to 1), characterized in that R1 and R2 are each independently selected from a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms and a substituted or unsubstituted aryl group having 6 to 30 carbon atoms.

[0017] 3) The triarylamine compound for an organic electroluminescent device according to 1), characterized in that R1 and R2 are each independently selected from a methyl group and a phenyl group.

[0018] 4) The triarylamine compound for an organic electroluminescent device according to 1), characterized in that when R1 and R2 are connected to each other to form a ring, the ring is selected from the following ring structures:

[0019]

[0020] 5) The triarylamine compound for an organic electroluminescent device according to 1), characterized in that Ar is an aryl or heteroaryl group selected from the following:

[0021] wherein R3 and R4 are each independently selected from a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, and R3 and R4 may optionally be connected to each other to form a substituted or unsubstituted saturated or unsaturated ring;

[0022] Wherein R5 is selected from a substituted or unsubstituted aromatic group having 6 to 30 carbon atoms;

[0023] R6 and R7 are each independently selected from hydrogen, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, and a substituted or unsubstituted heteroaryl group having 2 to 20 carbon atoms.

[0024] 6) The triarylamine compound for an organic electroluminescent device according to 1), characterized in that Ar is an aryl or heteroaryl group selected from the following:

[0025] Wherein R3 and R4 are each independently selected from methyl and phenyl; R3 and R4 can be optionally connected to each other to form

[0026] Wherein R5 is phenyl;

[0027] Wherein R6 and R7 are each independently selected from hydrogen, phenyl, and dibenzofuranyl.

[0028] 7) The triarylamine compound for an organic electroluminescent device according to item 1, characterized in that the triarylamine compound is selected from the following structures:

[0029]

[0030]

[0031]

[0032]

[0033]

[0034]

[0035]

[0036]

[0037]

[0038]

[0039]

[0040]

[0041]

[0042] 8) An organic electroluminescent device, characterized in that the organic electroluminescent device comprises an anode, a cathode and at least one organic thin film located between the anode and the cathode, and the organic thin film contains the compound described in any one of 1) to 7).

[0043] 9) The organic electroluminescent device according to 8), characterized in that the organic thin film includes any one of a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, an exciton blocking layer, a hole blocking layer, an electron transport layer, and an electron injection layer, or a combination of at least two of them, and at least one of the hole transport layer and the electron blocking layer contains the compound described in any one of 1) to 5).

[0044] 10) The organic electroluminescent device according to 8) or 9), characterized in that the compound is used as a hole transport layer and / or an electron blocking layer for green light in the organic electroluminescent device.

[0045] Compared with the prior art, the beneficial effects of the present invention are: ensuring good hole transport properties and suitable HOMO / LUMO energy levels of the material, reducing lateral current while ensuring mobility, inhibiting material aggregation and reducing evaporation temperature, and improving device efficiency and life. BRIEF DESCRIPTION OF THE DRAWINGS

[0046] The drawings described herein are used to provide a further understanding of the present application and constitute a part of the present application. The illustrative embodiments of the present application and their descriptions are used to explain the present application and do not constitute an improper limitation on the present application. In the drawings:

[0047] Figure 1 This is a schematic diagram of the structure of an organic electroluminescent device to which the compound of the present invention is applied, wherein the meanings of the various layers of the device structure are as follows:

[0048] 1. Transparent substrate layer, 2. ITO anode layer, 3. Hole injection layer, 4. Hole transport layer A, 5. Hole transport layer B (or electron blocking layer), 6. Light-emitting layer, 7. Electron transport layer B (or hole blocking layer), 8. Electron transport layer A, 9. Electron injection layer, 10. Cathode reflective electrode layer. DETAILED DESCRIPTION

[0049] The principles and features of the present invention will be further illustrated below by taking a number of synthesis examples and device examples as examples. The examples cited are only used to explain the present invention, but are not used to limit the scope of the present invention. In addition, the isotopic types of hydrogen atoms present in the molecules of the compounds used in the present invention are not particularly limited. For example, all hydrogen atoms in the molecules can be 1 H, or part or all of it 2 H (deuterium D).

[0050] Two routes are designed, both of which can be used to synthesize products simply. At the same time, in synthetic route 1, when the two bromides are the same, the first step can be omitted and the second step can be used directly, and the amount of the bromides can be doubled. The present invention mainly uses route 1 for material synthesis.

[0051] Synthetic route 1 (selected route of the present invention)

[0052]

[0053] Synthetic route 2

[0054]

[0055] Synthesis Example 1

[0056]

[0057] Synthesis of intermediate M1

[0058] Add 2.81g (10.0mmol, 1.0eq) of 2-amino-4,4-di-tert-butylbiphenyl (a1) and 2.33g (10.0mmol, 1.0eq) of 4-bromobiphenyl (a2) to a flask, and then add 0.18g (0.2mmol, 0.02eq) of tri(dibenzylideneacetone)dipalladium and 1.92g (20mmol, 2.00eq) of sodium tert-butoxide. The reaction system was ventilated three times and protected by nitrogen. Then 0.8ml (0.8mmol, 0.08eq) of toluene solution of tri-tert-butylphosphine (1mol / L) and 20ml of toluene were added by syringe. Under nitrogen protection, heat and stir, and react at 100℃ for 10h. Stop the reaction, cool to room temperature, add 100ml of deionized water, and extract three times with ethyl acetate. The solvent was removed by rotary evaporation, 20 ml of ethanol was added, and the mixture was heated under reflux until the mixture was completely dissolved. The solid was precipitated by cooling and filtered to obtain 3.55 g of intermediate M1 with a yield of 82%. The white solid had a molecular weight of m / z=433 as measured by liquid chromatography-mass spectrometry.

[0059] Synthesis of HT 001:

[0060] 3.25g (7.5mmol, 1.0eq) of intermediate M1, 2.05g (7.5mmol, 1.0eq) of 9,9-dimethyl-2-bromofluorene (a3), 0.16g (0.15mmol, 0.02eq) of tri(dibenzylideneacetone)dipalladium, 1.44g (15mmol, 2eq) of sodium tert-butoxide were added. The reaction system was ventilated three times and protected with nitrogen. 0.6ml (0.6mmol, 0.08eq) of toluene solution (1mol / L) of tri-tert-butylphosphine and 20ml of xylene were added with a syringe. Under nitrogen protection, heat and stir, and react at 140℃ for 12h. Stop the reaction, cool to room temperature, add 100ml of deionized water, and extract three times with ethyl acetate. The solvent was removed by rotary evaporation, the product was separated by silica gel column, eluted with dichloromethane / petroleum ether (1:20), the solvent was dried by rotary evaporation, and vacuum dried to obtain 3.89 g of the target product with a yield of 83%. The product was a white solid with a molecular weight of m / z=625 as measured by liquid chromatography-mass spectrometry.

[0061] Other synthetic examples are similar to synthetic example 1, so the specific results of other synthetic examples are listed in the following table 1

[0062] Table 1

[0063]

[0064]

[0065]

[0066]

[0067]

[0068]

[0069]

[0070] Device Example 1: Fabrication of an organic electroluminescent device as a hole transport layer material

[0071] A 30 mm × 30 mm × 1.1 mm thick glass substrate with an indium tin oxide (ITO) transparent electrode (anode) was ultrasonically cleaned in isopropyl alcohol for 5 minutes, and then ultraviolet (UV)-ozone cleaned for 30 minutes. The cleaned glass substrate was mounted on the substrate rack of a vacuum evaporation device and evacuated to 1×10 -5 ~1×10 -6Pa, HATCN hole injection layer (HIL) is evaporated on the ITO transparent electrode with a film thickness of 15nm. HT 005 is evaporated on the hole injection layer as a hole transport layer (HTL) with a film thickness of 60nm. Then, EB is evaporated on the hole transport layer as an electron blocking layer (EBL) with a film thickness of 10nm. Then, a light-emitting layer (EML) is co-evaporated on the electron blocking layer with a film thickness of 20nm; the light-emitting layer (EML) adopts a multi-source co-evaporation method to evaporate the main material and the light-emitting material (BH and BD) of the light-emitting layer, wherein the doping concentration of the light-emitting material is 2%wt. Then HB is evaporated on the light-emitting layer as a hole blocking layer (HBL) with a film thickness of 5nm. Then, on the hole blocking layer, an electron transport material (ET) and 8-hydroxyquinoline lithium (Liq) are co-evaporated 1:1 as an electron transport layer (ETL) with a film thickness of 30nm. In addition, Liq is evaporated on the ETL as an electron injection layer (EIL) with a film thickness of 1nm. Then, a metal cathode aluminum (Al) is evaporated on the EIL to a thickness of 100 nm. The structure of the organic electroluminescent device of Example 1 is as follows: Figure 1 As shown, Figure 1 The stacking order and role of each functional layer are also shown.

[0072] The OLED has in principle the following layer structure: ITO substrate / hole injection layer (HIL) / hole transport layer (HTL) / electron blocking layer (EBL) / luminescent layer (EML) / hole blocking layer (HBL) / electron transport layer (ETL) / electron injection layer (EIL) and finally cathode. The cathode is formed by an aluminum layer with a thickness of 100 nm. The exact structure of the OLED is shown in Table 1.

[0073] Table 2 Materials used for OLED

[0074]

[0075]

[0076] Device Example 1:

[0077] ITO(130) / HATCN(15) / HT005(60) / EB(10) / BH:BD(20, 2 wt%) / HB(5) / ET:Liq(30, 50 wt%) / Liq(1) / Al(100).

[0078] The difference between device examples 2-16 and device example 1 is that the HT005 of the present invention used in the hole transport layer is replaced by other compounds of the present invention, as shown in Table 3 for details.

[0079] Comparative Examples 1 to 3:

[0080] Compared with device embodiment 1, this comparative example is different in that the HT in the organic electroluminescent device is changed to one that is well known in the industry and has been commercially applied. The obtained device performance test data is shown in Table 3.

[0081] The OLEDs were characterized by standard methods. For this purpose, the electroluminescence spectrum, the current efficiency (measured in cd / A), the power efficiency (measured in lm / W) and the external quantum efficiency (EQE, measured in %) were determined, which were calculated as a function of the luminous density from a current / voltage / luminous density characteristic line (IUL characteristic line) exhibiting Lambertian emission characteristics. 2 The required voltage V1000 is determined at the brightness of 1000cd / m 2 Finally, EQE1000 means the current efficiency achieved at 1000cd / m 2 External quantum efficiency at working brightness, T95 means the device is 1000cd / m 2 The device performances of Examples 1 to 16 of the present invention and Comparative Examples 1 to 3 are summarized in Table 3.

[0082] Table 3

[0083]

[0084]

[0085] As can be seen from the table, compared with the prior art, the use of material embodiments 1-16 of the present invention can slightly improve the device efficiency and greatly improve the device life while maintaining the driving voltage of the OLED. For example, the efficiency of CE1000 of device embodiment 1 where EB 037 is located is improved by 4.9% compared with comparative example 2, and the life is improved by 20.4%. Secondly, by comparing HT026, HT 208 and HT 240, it can be seen that if the hydrogen (H) atoms in the material of the present invention are partially or completely replaced with deuterium (D) atoms, the life will be significantly improved, and the improvement ratio will increase with the increase of the deuterium substitution rate; the reason is that the CD bond is shorter than the CH bond, which makes the CD bond more stable than the CH bond, thereby improving the life of the device.

[0086] Device Example 17: Fabrication of an organic electroluminescent device used as a hole transport layer material

[0087] A 30 mm × 30 mm × 1.1 mm thick glass substrate with an indium tin oxide (ITO) transparent electrode (anode) was ultrasonically cleaned in isopropyl alcohol for 5 minutes, and then ultraviolet (UV)-ozone cleaned for 30 minutes. The cleaned glass substrate was mounted on the substrate rack of a vacuum evaporation device and evacuated to 1×10-5 ~1×10 -6 Pa, HATCN hole injection layer (HIL) is evaporated on the ITO transparent electrode with a thickness of 15nm. HT is evaporated on the hole injection layer as a hole transport layer (HTL) with a thickness of 60nm. Then, HT 102 is evaporated on the hole transport layer as an electron blocking layer (EBL) with a thickness of 40nm. Then, a light-emitting layer (EML) is co-evaporated on the electron blocking layer with a thickness of 40nm; the main material and light-emitting material (GH and GD) of the light-emitting layer are evaporated in the light-emitting layer (EML) by multi-source co-evaporation, wherein the doping concentration of the light-emitting material is 5%wt. Then HB is evaporated on the light-emitting layer as a hole blocking layer (HBL) with a thickness of 5nm. Then, on the hole blocking layer, an electron transport material (ET) and 8-hydroxyquinoline lithium (Liq) are co-evaporated 1:1 as an electron transport layer (ETL) with a thickness of 30nm. In addition, Liq is evaporated on the ETL as an electron injection layer (EIL) with a thickness of 1nm. Then, a metal cathode aluminum (Al) is evaporated on the EIL to a thickness of 100 nm. The structure of the organic electroluminescent device of Example 1 is as follows: Figure 1 As shown, Figure 1 The stacking order and role of each functional layer are also shown.

[0088] The OLED has in principle the following layer structure: ITO substrate / hole injection layer (HIL) / hole transport layer (HTL) / electron blocking layer (EBL) / luminescent layer (EML) / hole blocking layer (HBL) / electron transport layer (ETL) / electron injection layer (EIL) and finally cathode. The cathode is formed by an aluminum layer with a thickness of 100 nm. The exact structure of the OLED is shown in Table 4.

[0089] Table 4 Materials used for OLED

[0090]

[0091] Device Example 17:

[0092] ITO(130) / HATCN(15) / HT(60) / HT102(40) / GH:GD(40, 5 wt%) / HB(5) / ET:Liq(30, 50 wt%) / Liq(1) / Al(100).

[0093] The only difference between device examples 18-29 and device example 17 is that the HT102 of the present invention used in the electron blocking layer is replaced by other compounds of the present invention, as shown in Table 5 for details.

[0094] Comparative Examples 4 to 5:

[0095] Compared with device embodiment 17, this comparative example is different in that the EB in the organic electroluminescent device is changed to EB-1 and EB-2 which are well known in the industry and have been commercially applied. The obtained device performance test data is shown in Table 5.

[0096] The OLEDs were characterized by standard methods. For this purpose, the electroluminescence spectrum, the current efficiency (measured in cd / A), the power efficiency (measured in lm / W) and the external quantum efficiency (EQE, measured in %) were determined, which were calculated as a function of the luminous density from a current / voltage / luminous density characteristic line (IUL characteristic line) exhibiting Lambertian emission characteristics. 2 The required voltage V1000 is determined at the brightness of 1000cd / m 2 Finally, EQE1000 means the current efficiency achieved at 1000cd / m 2 External quantum efficiency at working brightness, T95 means the device is 10000cd / m 2 The device performances of Examples 17 to 29 of the present invention and Comparative Examples 4 to 5 are summarized in Table 5.

[0097] Table 5

[0098]

[0099]

[0100] As can be seen from the table, compared with the prior art, the use of material embodiments 17-29 of the present invention can slightly improve the device efficiency and greatly improve the device life while maintaining the driving voltage of the OLED. For example, the CE1000 of device embodiment 21 where HT 157 is located has an efficiency improvement of 10% and a life improvement of 15.9% compared with comparative example 4. Secondly, by comparing HT157 and HT 252, it can be seen that if the hydrogen (H) atoms in the material of the present invention are partially or completely replaced with deuterium (D) atoms, the life will be significantly improved (16%); the reason is that the CD bond is shorter than the CH bond, which makes the CD bond more stable than the CH bond, thereby improving the life of the device.

Claims

1. A triarylamine compound for an organic electroluminescent device, characterized in that: The compound is represented by formula (1): Wherein, R1 and R2 are each independently selected from: an alkyl group having 1 to 50 carbon atoms, an alkoxy group having 1 to 50 carbon atoms, an aryl group having 6 to 50 carbon atoms, and a heteroaryl group having 2 to 50 carbon atoms; R1 and R2 may optionally be connected to each other to form a saturated or unsaturated ring; when R1 and R2 are connected to each other to form a ring, the ring is selected from the following ring structures: R 21 , R 22 represents a tert-butyl group which is mono-, poly- or unsubstituted with deuterium, R 31 ~R 37 are the same or different and are independently hydrogen or deutrium, Ar is an aryl or heteroaryl group selected from the following: Wherein, R3 and R4 are each independently selected from: an alkyl group having 1 to 50 carbon atoms, an alkoxy group having 1 to 50 carbon atoms, an aryl group having 6 to 50 carbon atoms, and a heteroaryl group having 2 to 50 carbon atoms; R3 and R4 may optionally be connected to each other to form a saturated or unsaturated ring; R3 and R4 may optionally be connected to each other to form Wherein, R5 is selected from: an alkyl group having 1 to 20 carbon atoms, an alkoxy group having 1 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, and a heteroaryl group having 2 to 30 carbon atoms; wherein R6 and R7 are each independently selected from the group consisting of hydrogen, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an unsubstituted aryl group having 6 to 30 carbon atoms, and a heteroaryl group having 2 to 20 carbon atoms; and Provided that the compound is not:

2. The triarylamine compound for an organic electroluminescent device according to claim 1, characterized in that: The R1 and R2 are each independently selected from an alkyl group having 1 to 30 carbon atoms and an aryl group having 6 to 30 carbon atoms.

3. The triarylamine compound for an organic electroluminescent device according to claim 1, characterized in that: The R1 and R2 are each independently selected from methyl and phenyl.

4. The triarylamine compound for an organic electroluminescent device according to claim 1, characterized in that: Ar is an aryl or heteroaryl group selected from the following: wherein R3 and R4 are independently selected from an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, R3 and R4 can be optionally connected to each other to form a saturated or unsaturated ring; R3 and R4 can be optionally connected to each other to form wherein R5 is selected from an aromatic group having 6 to 30 carbon atoms; R6 and R7 are each independently selected from hydrogen, an unsubstituted aryl group having 6 to 30 carbon atoms, and a heteroaryl group having 2 to 20 carbon atoms.

5. The triarylamine compound for an organic electroluminescent device according to claim 1, characterized in that: Ar is an aryl or heteroaryl group selected from the following: Wherein R3 and R4 are each independently selected from methyl and phenyl; R3 and R4 can be optionally connected to each other to form Wherein R5 is phenyl; Wherein R6 and R7 are each independently selected from hydrogen, phenyl, and dibenzofuranyl.

6. The triarylamine compound for an organic electroluminescent device according to claim 1, characterized in that: The triarylamine compound is selected from the following structures:

7. An organic electroluminescent device, characterized in that: The organic electroluminescent device comprises an anode, a cathode and at least one organic thin film between the anode and the cathode, wherein the organic thin film contains the compound according to any one of claims 1 to 6.

8. The organic electroluminescent device according to claim 7, characterized in that: The organic film comprises any one or a combination of at least two of a hole injection layer, a hole transport layer, an electron blocking layer, a light emitting layer, an exciton blocking layer, a hole blocking layer, an electron transport layer, and an electron injection layer, and at least one of the hole transport layer and the electron blocking layer contains the compound described in any one of claims 1 to 4.

9. The organic electroluminescent device according to claim 7 or 8, characterized in that: The compound is used as a hole transport layer and / or an electron blocking layer for green light in an organic electroluminescent device.

Citation Information

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