A blue light material containing anthracene and benzimidazole and its preparation method and application

By combining anthracene and benzimidazole in blue light materials and separated by groups, the existing blue light materials have solved the problems of high energy consumption and low luminous efficiency in OLED devices, and achieved high efficiency and high color purity blue light Transmission, suitable for applications of OLED devices.

CN116217492BActive Publication Date: 2025-02-14ANHUI XIULANG NEW MATERIAL TECH CO LTD
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Patent Information

Application Number
CN202310228634.1
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2023-03-07
Publication Date
2025-02-14
Estimated Expiration
2043-03-07

AI Technical Summary

Technical Problem

Existing blue light materials consume the highest energy in OLED devices and have high emission energy, resulting in poor luminous efficiency and color purity, making it difficult to meet the requirements of commercial applications.

Method used

A blue light material containing anthracene and benzimidazole is developed to separate the anthracene and benzimidazole groups by benzophenone, blocking the conjugation of the material, thereby improving the luminescent purity and luminescent efficiency.

Benefits of technology

It realizes high luminous efficiency and high color purity of blue light materials, reduces the driving voltage of OLED devices, improves external quantum efficiency, and extends the service life of the device.

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Abstract

The present invention provides a blue light material containing anthracene and benzimidazole, and a preparation method and application thereof, belonging to the technical field of organic photoelectric materials. Anthracene and its derivatives have good film-forming properties, stability and appropriate carrier transport characteristics, and at the same time have good photoelectric properties. Benzimidazole has good electron transport properties. The present invention combines anthracene and benzimidazole to obtain a bipolar blue light material and solve the stability problem of the blue light material. The present invention uses benzophenone to separate the anthracene and benzimidazole groups, which can block the conjugation of the material, thereby maintaining the color purity of the blue light material, enhancing the luminous efficiency and photoelectric properties of the material. The obtained blue light material containing anthracene and benzimidazole has good thermal stability, high luminous efficiency, and high luminous color purity, and can be used to produce organic electroluminescent devices, organic solar cells, organic thin film transistors, organic photodetectors, organic field effect transistors, organic integrated circuits or organic photoreceptors.
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Description

Technical Field

[0001] The invention relates to the technical field of organic photoelectric materials, and in particular to a blue light material containing anthracene and benzimidazole, and a preparation method and application thereof. Background Art

[0002] Organic light-emitting diodes (OLEDs) are the latest generation of display technology. Compared with the previous generation of liquid crystal display technology, OLEDs have many advantages such as self-luminescence, low energy consumption, light weight, fast response speed, high contrast, and thin thickness. Therefore, they are widely used in the display and lighting fields, especially as mobile phone screens, and have become the standard of flagship products of major mobile phone manufacturers. Usually, OLEDs have a multi-layer structure similar to a sandwich. Between the cathode and the anode, there are hole injection layers, hole transport layers, light-emitting layers, electron transport layers, and electron injection layers, etc., depending on their functions, and sometimes also include electron blocking layers or hole blocking layers.

[0003] The principle of OLEDs luminescence is that under voltage drive, the holes generated by the anode and the electrons generated by the cathode overcome the energy barrier, are injected from the hole injection layer and the electron injection layer respectively, are transmitted through the hole transport layer and the electron transport layer, and finally recombine in the light-emitting layer to produce excitons. The excitons excite the electrons of the luminescent material of the light-emitting layer to an excited state. The excited electrons return to the ground state from the excited state to produce fluorescence or phosphorescence, thereby producing luminescence.

[0004] Luminescent materials are materials that determine the color of OLEDs. They can be divided into red, green, and blue luminescent materials according to the color of the light. Today, the efficiency and devices of green and red luminescent materials have reached the requirements of commercial applications, but the development of blue luminescent materials is relatively lagging due to its stringent requirements such as high emission energy, which directly leads to blue light materials becoming the part with the highest energy consumption in OLED devices. Therefore, it is necessary to develop blue light materials with higher power efficiency to reduce energy consumption. Summary of the invention

[0005] In view of this, the present invention aims to provide a blue light material containing anthracene and benzimidazole and a preparation method and application thereof. The blue light material containing anthracene and benzimidazole provided by the present invention can emit blue light and has good luminous efficiency and color purity.

[0006] In order to achieve the above-mentioned object of the invention, the present invention provides the following technical solutions:

[0007] The present invention provides a blue light material containing anthracene and benzimidazole, having a structure shown in Formula I:

[0008]

[0009] In Formula I, A is one of hydrogen, C1-C10 substituted or unsubstituted alkyl, C6-C30 substituted or unsubstituted aryl, C3-C30 substituted and unsubstituted heteroaryl;

[0010] L1 and L2 are independently one of a single bond, a C6-C30 substituted or unsubstituted aryl group, and a C3-C30 substituted or unsubstituted heteroaryl group.

[0011] Preferably, A is one of hydrogen, phenyl, tolyl, biphenyl, naphthyl, phenanthryl, anthracenyl, peryl, fluoranthene, pyrenyl, phenylnaphthyl, naphthylphenyl, diphenylphenyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9,9-spirobifluorenyl, benzofuranyl, benzothiophenyl, dibenzofuranyl, dibenzothiophenyl, triphenylenyl, spiro[fluorene-9,9'-xanthene], pyridyl, benzonitrile phenyl, pyridylphenyl, indolyl, carbazole indolyl, fluorene carbazolyl, imidazolyl, oxazolyl, thiazolyl, thiadiazolyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, azadibenzofuranyl and azadibenzothiophenyl.

[0012] Preferably, L1 and L2 are independently one of phenyl, naphthyl, biphenyl, anthracenyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9,9-spirobifluorenyl, benzofuranyl, dibenzothiophenyl and pyridyl.

[0013] The present invention provides a method for preparing the above-mentioned blue light material containing anthracene and benzimidazole, comprising the following steps:

[0014] A compound having a structure represented by formula a and a compound having a structure represented by formula b undergo a first coupling reaction to obtain a compound having a structure represented by formula c;

[0015]

[0016]

[0017] The compound having the structure shown in formula c and the compound having the structure shown in formula d undergo a second coupling reaction to obtain a blue light material containing anthracene and benzimidazole having the structure shown in formula I;

[0018]

[0019] Preferably, the first coupling reaction is carried out under the conditions of a base reagent and a catalyst, and the catalyst is Pd(PPh3)2Cl2;

[0020] The temperature of the first coupling reaction is reflux temperature, and the time is 5 to 10 hours.

[0021] Preferably, the second coupling reaction is carried out under the conditions of a base reagent and a catalyst, and the catalyst is Pd(PPh3)2Cl2;

[0022] The temperature of the second coupling reaction is reflux temperature, and the time is 5 to 10 hours.

[0023] The present invention provides the use of the above-mentioned blue light material containing anthracene and benzimidazole in the preparation of organic electroluminescent devices, organic solar cells, organic thin film transistors, organic photodetectors, organic field effect transistors, organic integrated circuits or organic photoreceptors.

[0024] The present invention provides an organic electroluminescent device, comprising an anode, an organic layer and a cathode, characterized in that the organic layer comprises a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer and an electron injection layer, and the light-emitting layer is a blue light material containing anthracene and benzimidazole prepared by the above preparation method.

[0025] Preferably, the thickness of the organic layer is 1 to 1000 nm.

[0026] Preferably, the hole injection layer is made of MnO 3 , the hole transport layer is made of NPB and TATC, the electron transport layer is made of TPBI, and the electron injection layer is made of LiF.

[0027] The present invention provides a blue light material containing anthracene and benzimidazole, having a structure shown in Formula I. In the present invention, anthracene and its derivatives have good film-forming properties, stability and appropriate carrier transport characteristics, and at the same time have good photoelectric properties, and benzimidazole has good electron transport properties. The present invention combines anthracene and benzimidazole to obtain a bipolar blue light material, and solves the stability problem of the blue light material. The present invention uses benzophenone to separate the anthracene and benzimidazole groups, which can block the conjugation of the material, thereby maintaining the color purity of the blue light material, enhancing the luminous efficiency and photoelectric properties of the material, and the obtained blue light material containing anthracene and benzimidazole has good thermal stability, high luminous efficiency, and high luminous color purity, and can be used to produce organic electroluminescent devices, organic solar cells, organic thin film transistors, organic photodetectors, organic field effect transistors, organic integrated circuits or organic photoreceptors.

[0028] The present invention provides an organic electroluminescent device, comprising a substrate, a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, an electron injection layer and a cathode layer stacked in sequence, wherein the light-emitting layer is the above-mentioned blue light material containing anthracene and benzimidazole. The organic electroluminescent device prepared by the present invention can reduce the driving voltage, improve the external quantum efficiency, improve the color purity and prolong the service life of the device. BRIEF DESCRIPTION OF THE DRAWINGS

[0029] Figure 1 A synthetic route for blue light-emitting materials containing anthracene and benzimidazole;

[0030] Figure 2 is a schematic diagram of the structure of an organic electroluminescent device;

[0031] Figure 3 The relationship between the brightness and current efficiency of the organic electroluminescent device prepared by compounds 1 and 2;

[0032] Figure 4 This is a graph showing the relationship between the brightness and external quantum efficiency of the organic electroluminescent devices prepared using compounds 1 and 2. DETAILED DESCRIPTION

[0033] The present invention provides a blue light material containing anthracene and benzimidazole, having a structure shown in Formula I:

[0034]

[0035] In formula I, A is one of hydrogen, C1-C10 substituted or unsubstituted alkyl, C6-C30 substituted or unsubstituted aryl, C3-C30 substituted and unsubstituted heteroaryl; in the present invention, the C1-C10 substituted or unsubstituted alkyl is preferably methyl, ethyl or tert-butyl.

[0036] L1 and L2 are independently one of a single bond, a C6-C30 substituted or unsubstituted aryl group, and a C3-C30 substituted or unsubstituted heteroaryl group.

[0037] In the present invention, A is preferably one of hydrogen, phenyl, tolyl, biphenyl, naphthyl, phenanthryl, anthracenyl, peryl, fluoranthenyl, pyrenyl, phenylnaphthyl, naphthylphenyl, diphenylphenyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9,9-spirobifluorenyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, triphenylenyl, spiro[fluorene-9,9'-xanthene], pyridyl, benzonitrile phenyl, pyridylphenyl, indolyl, carbazole indolyl, fluorene carbazolyl, imidazolyl, oxazolyl, thiazolyl, thiadiazolyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, azadibenzofuranyl and azadibenzothienyl.

[0038] In the present invention, L1 and L2 are preferably independently one of phenyl, naphthyl, biphenyl, anthracenyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, 9,9-spirobifluorenyl, benzofuranyl, dibenzothienyl and pyridyl.

[0039] As a specific embodiment of the present invention, the structural formula of the blue light material containing anthracene and benzimidazole is shown in Compounds 1 to 8:

[0040] Table 1 Structural formula of blue light materials containing anthracene and benzimidazole

[0041]

[0042]

[0043] The present invention provides a method for preparing the above-mentioned blue light material containing anthracene and benzimidazole, comprising the following steps:

[0044] A compound having a structure represented by formula a and a compound having a structure represented by formula b undergo a first coupling reaction to obtain a compound having a structure represented by formula c;

[0045]

[0046] The compound having the structure shown in formula c and the compound having the structure shown in formula d undergo a second coupling reaction to obtain a blue light material containing anthracene and benzimidazole having the structure shown in formula I;

[0047]

[0048] In the present invention, the compound having the structure shown in formula a and the compound having the structure shown in formula b undergo a first coupling reaction to obtain a compound having the structure shown in formula c. In the present invention, the mass ratio of the compound having the structure shown in formula a to the compound having the structure shown in formula b is preferably 1:0.92 to 1.11, more preferably 1:1.

[0049] In the present invention, the first coupling reaction is preferably carried out under the conditions of an alkaline reagent and a catalyst, the alkaline reagent is preferably potassium carbonate, and the catalyst is preferably Pd(PPh3)2Cl2. In the present invention, the mass ratio of the compound having the structure shown in formula a to the alkaline reagent is preferably 1:0.61-1.22, more preferably 1:0.8-1, and the mass ratio of the compound having the structure shown in formula a to the catalyst is preferably 1:0.01-0.03, more preferably 1:0.02.

[0050] In the present invention, the solvent for the first coupling reaction is preferably a mixture of toluene, dioxane and water, and the volume ratio of toluene, dioxane and water is preferably 2:1:1.

[0051] In the present invention, the first coupling reaction is preferably carried out under nitrogen protection; in the present invention, the temperature of the first coupling reaction is preferably reflux temperature, and the time is preferably 5 to 10 hours, more preferably 6 to 8 hours.

[0052] After the first coupling reaction, the present invention preferably performs post-treatment on the obtained first coupling reaction solution, and the post-treatment preferably includes:

[0053] The first coupling reaction liquid is separated to obtain an organic phase; the organic phase is concentrated and separated by column chromatography in sequence to obtain a pure compound having a structure shown in formula C.

[0054] In the present invention, the compound having the structure shown in formula c and the compound having the structure shown in formula d undergo a second coupling reaction to obtain a blue light material containing anthracene and benzimidazole having the structure shown in formula I. In the present invention, the mass ratio of the compound having the structure shown in formula c to the compound having the structure shown in formula d is preferably 1:0.44 to 0.59, more preferably 1:0.48 to 0.52.

[0055] In the present invention, the second coupling reaction is preferably carried out under the conditions of an alkaline reagent and a catalyst, the alkaline reagent is preferably potassium carbonate, and the catalyst is preferably Pd(PPh3)2Cl2. In the present invention, the mass ratio of the compound having the structure shown in formula c to the alkaline reagent is preferably 1:0.39-0.78, more preferably 1:0.5-0.6. In the present invention, the mass ratio of the compound having the structure shown in formula c to the catalyst is preferably 1:0.01-0.03, more preferably 1:0.02.

[0056] In the present invention, the solvent of the second coupling reaction is preferably a mixture of toluene, dioxane and water, and the volume ratio of toluene, dioxane and water is preferably 2:1:1. In the present invention, the temperature of the second coupling reaction is preferably reflux temperature, and the time is preferably 5 to 10 hours, more preferably 6 to 8 hours.

[0057] After the second coupling reaction, the present invention preferably performs post-treatment on the obtained second coupling reaction solution, and the post-treatment preferably includes:

[0058] The second coupling reaction liquid is separated to obtain an organic phase; the organic phase is concentrated and separated by column chromatography in sequence to obtain a pure compound having a structure shown in formula C.

[0059] As a specific embodiment of the present invention, the synthesis route of the above-mentioned blue light material containing anthracene and benzimidazole is as follows: Figure 1 shown.

[0060] The present invention provides the use of the above-mentioned blue light material containing anthracene and benzimidazole in the preparation of organic electroluminescent devices, organic solar cells, organic thin film transistors, organic photodetectors, organic field effect transistors, organic integrated circuits or organic photoreceptors.

[0061] The present invention provides an organic electroluminescent device, comprising an anode, an organic layer and a cathode, wherein the organic layer comprises a hole injection layer, a hole transport layer, a luminescent layer, an electron transport layer and an electron injection layer, and the luminescent layer is the above-mentioned blue light material containing anthracene and benzimidazole.

[0062] In the present invention, the anode is preferably ITO glass. In the present invention, the thickness of the organic layer is preferably 1 to 1000 nm, more preferably 100 to 500 nm.

[0063] In the present invention, the material of the hole injection layer is preferably MnO3, and the thickness of the hole injection layer is preferably 10 to 20 nm, more preferably 15 nm.

[0064] In the present invention, the material of the hole transport layer is preferably NPB and TATC, wherein the thickness of the NPB layer is preferably 50-100 nm, more preferably 60-80 nm; the thickness of the TATC layer is preferably 10-20 nm, more preferably 15 nm.

[0065] In the present invention, the thickness of the light-emitting layer is preferably 30 to 50 nm, more preferably 40 nm.

[0066] In the present invention, the material of the electron transport layer is preferably TPBI, and the thickness of the electron transport layer is preferably 40 to 60 nm, more preferably 50 nm.

[0067] In the present invention, the material of the electron injection material layer is preferably LiF, and the thickness of the electron injection layer is preferably 1 to 10 nm, more preferably 4 to 6 nm.

[0068] In the present invention, the material of the cathode is preferably aluminum; the thickness of the cathode is preferably 100 to 150 nm, more preferably 120 to 140 nm.

[0069] In the present invention, the method for preparing the organic layer in the organic electroluminescent device preferably includes one or more of vacuum evaporation, molecular beam evaporation, dip coating in a solvent, spin coating, rod coating and inkjet printing.

[0070] In the present invention, the cathode is preferably prepared by evaporation or sputtering.

[0071] The blue light material containing anthracene and benzimidazole provided by the present invention is described in detail below in conjunction with the examples, but they should not be construed as limiting the protection scope of the present invention.

[0072] Example 1

[0073] (1) Synthesis of intermediate 1-1

[0074] Add bis(4-bromophenyl)methanone (3.0 g, 8.82 mmol), (4-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl)boric acid (2.6 g, 8.28 mmol) and potassium carbonate (2.4 g, 17.36 mmol) to a flask, then add toluene (30 mL), dioxane (15 mL) and deionized water (15 mL), add Pd(PPh3)2Cl2 (0.15 g, 0.21 mmol) under nitrogen protection, reflux for 10 h, separate the liquids, concentrate the organic phase, separate by column chromatography, and elute with PE / DCM (1 / 4, v / v) to obtain 2.5 g of pale yellow-green solid with a yield of 57%. Hydrogen spectrum: 1 H NMR (400MHz, CDCl3)δ:7.85-7.88(m,2H),7.80-7.83(m,2H),7.69-7.77(m,7H),7.60-7.64(m,3H),7.45-7.49(m,3H),7.32-7.40(m,4H).

[0075] (2) Synthesis of Compound 1

[0076] The intermediate 1-1 (1.0 g, 1.89 mmol), 9-anthraceneboric acid (0.44 g, 1.98 mmol) and potassium carbonate (0.52 g, 3.76 mmol) were added to a three-necked flask, and then toluene (10 mL), dioxane (5 mL) and deionized water (5 mL) were added. Pd(PPh3)2Cl2 (0.05 g, 0.07 mmol) was added under nitrogen protection. After reflux reaction for 10 hours, the liquids were separated, the organic phase was concentrated to dryness, and the crude product was separated by column chromatography and eluted with PE / DCM (1 / 6, v / v) to obtain 0.86 g of light yellow-green solid with a yield of 72%.

[0077] Hydrogen spectrum: 1 HNMR (400MHz,CDCl3)δ:8.23-8.25(m,1H),8.05-8.08(m,2H),7.79-7.88(m,8H),7.75-7.78(m,1H),7.58-7.70(m,5H),7.47-7.54(m,6H),7.33-7.44(m,7H).High resolution mass spectrum: HRMS(ESI,m / z):[M+H] + Calculate for:C 46 H 31 N2O, 627.2431, found, 627.2428. Elemental analysis: Anal.: calcd: C, 88.15; H, 4.82; N, 4.47; O, 2.55; found: C, 88.21; H, 4.79; N, 4.52.

[0078] Example 2

[0079] Synthesis of compound 2

[0080] The intermediate 1-1 (1.0 g, 1.89 mmol), 10-phenyl 9-anthracene boronic acid (0.59 g, 1.98 mmol) and potassium carbonate (0.52 g, 3.76 mmol) were added to a three-necked flask, and then toluene (10 mL), dioxane (5 mL) and deionized water (5 mL) were added. Pd(PPh3)2Cl2 (0.05 g, 0.07 mmol) was added under nitrogen protection. After reflux reaction for 10 h, the liquid was separated, the organic phase was concentrated to dryness, and the crude product was separated by column chromatography and eluted with PE / DCM (1 / 6, v / v) to obtain 0.93 g of light yellow-green solid with a yield of 70%. Hydrogen spectrum: 1 H NMR (400MHz,CDCl3)δ:8.14-8.20(m,4H),7.79-7.87(m,6H),7.75-7.78(m,1H),7.66-7.70(m,2H),7.61-7.65(m,3H),7.56-7.60(m,2H),7.28-7.51(m,16H).High resolution mass spectrum: HRMS(ESI,m / z):[M+H] + Calculate for:C 52 H 35 N2O,703.2744,found,703.2741. Elemental analysis: Anal.:calcd:C,88.86;H,4.88;N,3.99;O,2.28;found:C,88.82;H,4.93;N,4.01.

[0081] Application Example 1

[0082] The blue organic electroluminescent device OLEDs was prepared using the compound 1 of Example 1 as a non-doped blue light emitting material, and the structure of the device was: ITO / MnO3 (10nm) / NPB (50nm) / TATC (10nm) / Compound 1 (30nm) / TPBI (40nm) / LiF (1nm) / Al (100nm). Device preparation equipment: MB-MO-SE1 vacuum thermal evaporation coating equipment of Mbraun Company, Germany; testing equipment: Keithley Source2400, Photo Research PR650 spectrometer.

[0083] The compounds used in the device are all commercial products, and their structural formulas are as follows:

[0084]

[0085] The specific preparation steps of the organic electroluminescent device are as follows:

[0086] Take 10Ω / sq ITO glass as the substrate, clean it with glass cleaner, then use deionized water and acetone for 3 times of ultrasound, treat it under UV-ozone for 15 minutes, and then evaporate the organic layer. First, 10nm of hole injection material MoO3 is deposited on the ITO glass substrate, then 50nm of NPB is deposited as the hole transport layer, and then 10nm of TATC is deposited as the hole transport layer, and then the luminescent material compound 1 is evaporated to form a 30nm luminescent layer, followed by 40nm of electron transport material TPBI, 1nm of electron injection material LiF and 100nm of cathode aluminum. During the material evaporation deposition, the pressure of the vacuum chamber is less than 1×10 -4 Pa.

[0087] The prepared organic electroluminescent device was tested with a Photo Research PR650 spectrometer at 1000 cd m -2 The working voltage, current efficiency and external quantum efficiency under brightness are shown in Table 1, and Figure 3 and Figure 4 .

[0088] Application Example 2

[0089] The only difference from Application Example 1 is that the light-emitting layer uses Compound 2 as the light-emitting layer.

[0090] The prepared organic electroluminescent device was tested with a Photo Research PR650 spectrometer at 1000 cd m -2 The working voltage, current efficiency and external quantum efficiency under brightness are shown in Table 1 and Figure 3 and Figure 4 .

[0091] Figure 2 is a schematic diagram of the structure of an organic electroluminescent device. Figure 2 The numbers in represent the HOMO and LUMO energy levels of each layer of materials; Figure 3 The relationship between the brightness and current efficiency of the organic electroluminescent device prepared by compounds 1 and 2; Figure 4 This is a graph showing the relationship between the brightness and external quantum efficiency of the organic electroluminescent devices prepared using compounds 1 and 2.

[0092] Table 1 Operating voltage, current efficiency and external quantum efficiency of organic electroluminescent devices prepared from compounds 1 and 2

[0093]

[0094] From Table 1, Figure 3 and Figure 4It can be seen from the experimental data that the blue light material containing anthracene and benzimidazole provided by the present invention can be applied to organic electroluminescent devices. The above charts and data prove the excellent performance of the blue light material containing anthracene and benzimidazole as a blue light material applied to organic light-emitting devices.

[0095] The above is only a preferred embodiment of the present invention. It should be pointed out that for ordinary technicians in this technical field, several improvements and modifications can be made without departing from the principle of the present invention. These improvements and modifications should also be regarded as the scope of protection of the present invention.

Claims

1. A blue light material containing anthracene and benzimidazole, having a structure shown in Formula I: In Formula I, A is one of hydrogen, methyl, ethyl, tert-butyl, phenyl, tolyl, biphenyl, naphthyl, phenanthryl, anthracenyl, peryl, fluoranthenyl, pyrenyl, phenylnaphthyl, naphthylphenyl, diphenylphenyl, 9,9-dimethylfluorenyl, 9,9-diphenylfluorenyl, and 9,9-spirobifluorenyl; L1 and L2 are phenyl groups.

2. The method for preparing the blue light material containing anthracene and benzimidazole according to claim 1, comprising the following steps: A compound having a structure represented by formula a and a compound having a structure represented by formula b undergo a first coupling reaction to obtain a compound having a structure represented by formula c; The compound having the structure shown in formula c and the compound having the structure shown in formula d undergo a second coupling reaction to obtain a blue light material containing anthracene and benzimidazole having the structure shown in formula I; 3. The preparation method according to claim 2, characterized in that: The first coupling reaction is carried out under the conditions of a base reagent and a catalyst, and the catalyst is Pd(PPh3)2Cl2; The temperature of the first coupling reaction is reflux temperature, and the time is 5 to 10 hours.

4. The preparation method according to claim 2, characterized in that: The second coupling reaction is carried out under the conditions of a base reagent and a catalyst, and the catalyst is Pd(PPh3)2Cl2; The temperature of the second coupling reaction is reflux temperature, and the time is 5 to 10 hours.

5. Use of the blue light-emitting material containing anthracene and benzimidazole according to claim 1 or the blue light-emitting material containing anthracene and benzimidazole prepared by the preparation method according to any one of claims 2 to 4 in the preparation of organic electroluminescent devices, organic solar cells, organic thin film transistors, organic photodetectors, organic field effect transistors, organic integrated circuits or organic photoreceptors.

6. An organic electroluminescent device comprising an anode, an organic layer and a cathode, characterized in that: The organic layer includes a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer and an electron injection layer. The light-emitting layer is the blue light material containing anthracene and benzimidazole according to claim 1 or the blue light material containing anthracene and benzimidazole prepared by the preparation method according to any one of claims 2 to 4.

7. The organic electroluminescent device according to claim 6, characterized in that: The thickness of the organic layer is 1 to 1000 nm.

8. The organic electroluminescent device according to claim 6 or 7, characterized in that: The material of the hole injection layer is MnO3, the material of the hole transport layer is NPB and TATC, the material of the electron transport layer is TPBI, and the material of the electron injection layer is LiF.

Citation Information

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