CN118271265A - Fluorescent main body material, preparation method and organic electroluminescent device comprising fluorescent main body material - Google Patents
Fluorescent main body material, preparation method and organic electroluminescent device comprising fluorescent main body material Download PDFInfo
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- 238000002360 preparation method Methods 0.000 title abstract description 7
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- 238000006243 chemical reaction Methods 0.000 claims description 32
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 29
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- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 6
- 239000012044 organic layer Substances 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 6
- JHUUPUMBZGWODW-UHFFFAOYSA-N 3,6-dihydro-1,2-dioxine Chemical compound C1OOCC=C1 JHUUPUMBZGWODW-UHFFFAOYSA-N 0.000 claims description 5
- 235000010290 biphenyl Nutrition 0.000 claims description 5
- 238000004440 column chromatography Methods 0.000 claims description 5
- NXQGGXCHGDYOHB-UHFFFAOYSA-L cyclopenta-1,4-dien-1-yl(diphenyl)phosphane;dichloropalladium;iron(2+) Chemical compound [Fe+2].Cl[Pd]Cl.[CH-]1C=CC(P(C=2C=CC=CC=2)C=2C=CC=CC=2)=C1.[CH-]1C=CC(P(C=2C=CC=CC=2)C=2C=CC=CC=2)=C1 NXQGGXCHGDYOHB-UHFFFAOYSA-L 0.000 claims description 5
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- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
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- 229910052763 palladium Inorganic materials 0.000 claims description 2
- USFPINLPPFWTJW-UHFFFAOYSA-N tetraphenylphosphonium Chemical compound C1=CC=CC=C1[P+](C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 USFPINLPPFWTJW-UHFFFAOYSA-N 0.000 claims description 2
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Abstract
The invention belongs to the technical field of organic electroluminescent materials, and provides a fluorescent main body material, a preparation method and an organic electroluminescent device comprising the fluorescent main body material. The fluorescent main material synthesized by the invention can solve the problems of poor solubility and no film forming property of the existing main material, and can improve the problem that the material is not ideal in device service life and luminous efficiency.
Description
Technical Field
The invention belongs to the field of organic electroluminescent materials, and particularly relates to a fluorescent main material, a preparation method and an organic electroluminescent device comprising the fluorescent main material.
Background
In recent years, organic electroluminescent devices have been receiving great attention because they exhibit unique advantages in flat panel display and solid state light source illumination. Compared with the red light and green light organic electroluminescent devices, the performance of the blue light organic electroluminescent device is far from the requirements of practical application, so that the blue light materials and devices are necessary to be studied intensively. The blue light material has a wider forbidden bandwidth, so that the blue light material with better electroluminescent property generally meets the following requirements: the blue light material has the characteristics of high-efficiency carrier injection and transmission characteristics, effective recombination of electron and hole pairs, good thermal stability, easiness in forming an amorphous film and the like, so that the design and synthesis of the blue light material with good electroluminescent characteristics are very challenging.
As an emerging flat panel display device, an OLED has many advantages of full solid state, high brightness, wide viewing angle, self-luminescence, fast response speed, available flexible substrate, low power consumption, wide operating temperature range, and the like. In terms of processing, the organic electroluminescent device may be manufactured by a vacuum evaporation method and a spin coating method to prepare a light emitting thin film. In view of the above advantages and technical prospects that are not comparable with other display technologies, it is expected that OLEDs will enter various aspects of people's life in the near future, and will play an important role even in the national economy and defense industry. The history of OLED development and the development of OLED materials and devices are not separable.
The organic electroluminescent device converts electric energy into light by applying electric power to an organic electroluminescent material, and generally includes an anode, a cathode, and an organic layer formed between or outside of both electrodes. The organic layer may include a hole injection layer, a hole transport layer, a hole assist layer, a light emitting assist layer, an electron blocking layer, a light emitting layer, an electron buffer layer, a hole blocking layer, an electron transport layer, an electron injection layer, a capping layer, and the like.
With continuous research, some small organic fluorescent molecules are used as main luminescent materials, mainly aromatic hydrocarbon compounds and heterocyclic compounds, including diazoles, triazoles, stilbenes, benzimidazoles, anthracenes, biphenyls, etc., which are mostly developed from the viewpoint of blue luminescent materials.
Currently, the biggest problem of blue light devices is that the efficiency of the devices is too low and the lifetime is too short to meet the requirements of commercial applications, and the most important problem is the lack of efficient and stable blue light materials. In commercial applications, red and green materials have met the requirements of commercial applications, while blue materials have not. Therefore, the development of a novel and efficient blue fluorescent material has very important significance in improving the driving voltage, efficiency and service life of the device.
Disclosure of Invention
In view of the above, the present invention provides a fluorescent host material, a method of preparing the same, and an organic electroluminescent device comprising the same. The fluorescent main material synthesized by the invention can solve the problems of poor solubility and no film forming property of the existing main material, and can improve the problem that the material is not ideal in device service life and luminous efficiency.
In order to achieve the above purpose, the present invention adopts the following technical scheme:
a first technical object of the present invention is to provide a fluorescent host material selected from the group consisting of compounds represented by the following structural formula I:
Wherein:
r 1 is selected from phenyl, biphenyl, terphenyl, naphthyl;
R 2 is selected from phenyl, biphenyl, terphenyl, naphthyl;
R 3-R4 are the same or different from each other and are each independently selected from hydrogen, deuterium;
n and m are integers from 0 to 4.
Further, all of the above groups may be substituted with deuterium.
Further, the fluorescent host material is selected from any one of the following structures:
The definition of the radicals corresponding to the compounds of the formula I in the compounds mentioned above and in the examples in the description likewise falls within the preferred definition of the radicals. Any combination or combination of these specific group definitions with the group definitions in the general formula I is also covered in the technical schemes described in the present specification.
The second technical purpose of the invention is to provide a preparation method of the fluorescent main body material, which specifically comprises the following steps:
Adding the raw materials A and B into a mixed solution of toluene ethanol and water, then ventilating for 3 times, adding potassium carbonate and tetraphenylphosphine palladium under the protection of nitrogen, uniformly stirring, heating to 80-90 ℃, and carrying out reflux reaction for 6-8h; after the reaction, slightly reducing the temperature, filtering by using diatomite, removing salt and catalyst, cooling the filtrate to room temperature, washing with water for three times, retaining an organic phase, and extracting an aqueous phase with ethyl acetate; after combining the organic phases, drying with anhydrous magnesium sulfate and removing the solvent using a rotary evaporator to give intermediate 1;
Under the protection of nitrogen, dissolving a raw material C and an intermediate 1 into a1, 4-dioxane solution, adding potassium acetate, [1,1' -bis (diphenylphosphino) ferrocene ] palladium dichloride, stirring uniformly, heating to 110-120 ℃, and carrying out reflux reaction for 10-12h; after the reaction, slightly reducing the temperature, filtering by using diatomite, removing salt and catalyst, cooling the filtrate to room temperature, washing with water for three times, retaining an organic phase, and extracting an aqueous phase with ethyl acetate; after the organic phases were combined, dried using anhydrous magnesium sulfate, and the solvent was removed using a rotary evaporator, the remaining material was purified by column chromatography using a mixed solution of dichloromethane and petroleum ether (V: v=1:2) to obtain intermediate 2;
Adding the raw material D and the intermediate 2 into a mixed solution of toluene ethanol and water, then ventilating for 3 times, adding potassium carbonate and tetra-triphenylphosphine palladium under the protection of nitrogen, uniformly stirring, heating to 80-90 ℃, and carrying out reflux reaction for 6-8h; after the reaction, slightly reducing the temperature, filtering by using diatomite, removing salt and catalyst, cooling the filtrate to room temperature, washing with water for three times, retaining an organic phase, and extracting an aqueous phase with ethyl acetate; after the organic phases are combined, drying is carried out by using anhydrous magnesium sulfate, and a rotary evaporator is used for removing the solvent, so that the compound shown in the chemical formula I is obtained;
the specific synthetic route is as follows:
Wherein Hal 1-Hal3 is independently selected from fluorine, chlorine, bromine, iodine; r 1-R4, m, n are as defined above.
Note that: starting material D in the general formula and the target compound need to be correspondingly deuterated according to the specific embodiment.
A third technical object of the present invention is to provide an organic electroluminescent device including a first electrode, a second electrode, and an organic layer interposed between the first electrode and the second electrode; and, the organic layer includes a light emitting layer; the light emitting layer includes a fluorescent host material as described above.
Compared with the prior art, the invention has the following beneficial effects:
According to the invention, the anthracene group is introduced into the benzonaphthofuran, so that the rigid structure of the compound is increased, the stability is enhanced, and the material has good thermal stability. The adjustable HOMO energy level, the LUMO energy level and the proper singlet state energy level and the triplet state energy level, and the luminescent device prepared by adopting the material has the advantages of low driving voltage, high efficiency and long service life.
Deuteration in the compound has the effects of improving the luminous efficiency of the organic electroluminescent device and prolonging the service life of the organic electroluminescent device; the preparation method of the deuterated compound has the advantages of simple reaction process, mild reaction conditions, no complicated purification process and simple post-treatment, and is suitable for preparing the organic electroluminescent device.
Drawings
In order to more clearly illustrate the embodiments of the present invention or the technical solutions in the prior art, the drawings that are required to be used in the embodiments or the description of the prior art will be briefly described below, and it is obvious that the drawings in the following description are only embodiments of the present invention, and that other drawings can be obtained according to the provided drawings without inventive effort for a person skilled in the art.
FIG. 1 is a nuclear magnetic resonance hydrogen spectrum of a compound 57 of the present invention.
Detailed Description
The following description of the technical solutions in the embodiments of the present invention will be clear and complete, and it is obvious that the described embodiments are only some embodiments of the present invention, but not all embodiments. All other embodiments, which can be made by those skilled in the art based on the embodiments of the invention without making any inventive effort, are intended to be within the scope of the invention.
In addition, it should be noted that the numerical values set forth in the following examples are as precise as possible, but those skilled in the art will understand that each numerical value should be construed as a divisor rather than an absolute precise numerical value due to measurement errors and experimental operation problems that cannot be avoided.
Example 1
Adding raw material A (1.0 eq) (CAS: 2625815-01-0) and raw material B (1.1 eq) (CAS: 98-80-6) into a mixed solution of toluene ethanol and water, then ventilating for 3 times, adding potassium carbonate (2.0 eq) under the protection of nitrogen, stirring uniformly, heating to 90 ℃ and carrying out reflux reaction for 8h, wherein the raw materials are tetra triphenylphosphine palladium (Pd (pph 3) 4) (0.01 eq); after the reaction, slightly reducing the temperature, filtering by using diatomite, removing salt and catalyst, cooling the filtrate to room temperature, washing with water for three times, retaining an organic phase, and extracting an aqueous phase with ethyl acetate; after the organic phases were combined, drying was performed using anhydrous magnesium sulfate, and the solvent was removed using a rotary evaporator to obtain intermediate 1 (yield: 82.4%).
Under the protection of nitrogen, dissolving a raw material C (1.1 eq) (CAS: 108-78-1) and an intermediate 1 (1.0 eq) into a1, 4-dioxane solution, adding potassium acetate (2.0 eq) and [1,1' -bis (diphenylphosphino) ferrocene ] palladium dichloride (0.2 eq), stirring uniformly, heating to 120 ℃, and carrying out reflux reaction for 12h; after the reaction, slightly reducing the temperature, filtering by using diatomite, removing salt and catalyst, cooling the filtrate to room temperature, washing with water for three times, retaining an organic phase, and extracting an aqueous phase with ethyl acetate; after the organic phases were combined, dried over anhydrous magnesium sulfate, and the solvent was removed using a rotary evaporator, the remaining material was purified by column chromatography using a mixed solution of dichloromethane and petroleum ether (V: v=1:2) to obtain intermediate 2 (yield: 64.8%).
Adding raw material D (1.0 eq) (CAS: 1609386-55-1) and intermediate 2 (1.0 eq) into a mixed solution of toluene ethanol and water, then ventilating for 3 times, adding potassium carbonate (2.0 eq) under the protection of nitrogen, stirring uniformly, heating to 90 ℃ and carrying out reflux reaction for 8 hours; after the reaction, slightly reducing the temperature, filtering by using diatomite, removing salt and catalyst, cooling the filtrate to room temperature, washing with water for three times, retaining an organic phase, and extracting an aqueous phase with ethyl acetate; after the organic phases were combined, drying was performed using anhydrous magnesium sulfate, and the solvent was removed using a rotary evaporator to obtain compound 1 (yield: 52.3%).
MS(ESI，m/Z):[M+H]+：546.49
Elemental analysis:
the calculated values are: c,92.28; h,4.79; o,2.93.
The test values are: c,91.85; h,5.05; o,3.20.
Example 2
Adding raw material A (1.0 eq) (CAS: 2625815-01-0) and raw material B (1.1 eq) (CAS: 98-80-6) into a mixed solution of toluene ethanol and water, then ventilating 3 times, adding potassium carbonate (2.0 eq) under nitrogen protection, stirring uniformly, heating to 90 ℃, refluxing for 8 hours, cooling slightly after the reaction, filtering with diatomite, removing salt and catalyst, cooling the filtrate to room temperature, washing with water for three times, retaining an organic phase, extracting the aqueous phase with ethyl acetate, merging the organic phases, drying with anhydrous magnesium sulfate, and removing the solvent with a rotary evaporator to obtain intermediate 1% (yield: 79.5%)
Under the protection of nitrogen, dissolving a raw material C (1.1 eq) (CAS: 108-78-1) and an intermediate 1 (1.0 eq) into a1, 4-dioxane solution, adding potassium acetate (2.0 eq) and [1,1' -bis (diphenylphosphino) ferrocene ] palladium dichloride (0.2 eq), stirring uniformly, heating to 120 ℃, and carrying out reflux reaction for 12h; after the reaction, slightly reducing the temperature, filtering by using diatomite, removing salt and catalyst, cooling the filtrate to room temperature, washing with water for three times, retaining an organic phase, and extracting an aqueous phase with ethyl acetate; after the organic phases were combined, dried over anhydrous magnesium sulfate, and the solvent was removed using a rotary evaporator, the remaining material was purified by column chromatography using a mixed solution of dichloromethane and petroleum ether (V: v=1:2) to obtain intermediate 2 (yield: 69.8%).
Raw material D (1.0 eq) (CAS: 1609386-55-1) and AlCl 3 (0.5 eq) were added to C 6D6 (300 mL) and stirred for 2 hours. After completion of the reaction, D 2 O (60 mL) was added thereto, followed by stirring for 30 minutes, and then trimethylamine (6 mL) was added dropwise. The reaction solution was transferred to a separating funnel, and extracted with water and toluene. The extract was dried over anhydrous magnesium sulfate (MgSO 4) and recrystallized from ethyl acetate to obtain intermediate 3 (yield: 61.8%).
Intermediate 3 (1.0 eq) and intermediate 2 (1.1 eq) were put into a mixed solution of toluene ethanol and water, followed by ventilation 3 times, potassium carbonate (2.0 eq) was added under nitrogen protection, tetrakis triphenylphosphine palladium (Pd (pph 3)4) (0.01 eq) was stirred uniformly, warmed to 90 ℃, refluxed for 8h, after the reaction was completed, slightly cooled, filtered with celite, the salt and catalyst were removed, the filtrate was cooled to room temperature, washed with water three times, the organic phase was retained, then the aqueous phase was extracted with ethyl acetate, and after the organic phase was combined, dried with anhydrous magnesium sulfate, and the solvent was removed using a rotary evaporator to obtain compound 57 (yield: 55.6%).
MS(ESI，m/Z):[M+H]+：559.58
Elemental analysis:
the calculated values are: c,90.12; h,7.02; o,2.86.
The test values are: c,89.87; h,7.25; o,3.14.
Example 3
Adding raw material A (1.0 eq) (CAS: 2355228-11-4) and raw material B (1.1 eq) (CAS: 98-80-6) into a mixed solution of toluene ethanol and water, then ventilating 3 times, adding potassium carbonate (2.0 eq) under nitrogen protection, stirring uniformly, heating to 90 ℃, refluxing for 8 hours, cooling slightly after the reaction, filtering with diatomite, removing salt and catalyst, cooling the filtrate to room temperature, washing with water for three times, retaining an organic phase, extracting the aqueous phase with ethyl acetate, merging the organic phases, drying with anhydrous magnesium sulfate, and removing the solvent with a rotary evaporator to obtain intermediate 1 (yield: 82.5%)
Under the protection of nitrogen, dissolving a raw material C (1.1 eq) (CAS: 108-78-1) and an intermediate 1 (1.0 eq) into a1, 4-dioxane solution, adding potassium acetate (2.0 eq) and [1,1' -bis (diphenylphosphino) ferrocene ] palladium dichloride (0.2 eq), stirring uniformly, heating to 120 ℃, and carrying out reflux reaction for 12h; after the reaction, slightly reducing the temperature, filtering by using diatomite, removing salt and catalyst, cooling the filtrate to room temperature, washing with water for three times, retaining an organic phase, and extracting an aqueous phase with ethyl acetate; after the organic phases were combined, dried over anhydrous magnesium sulfate, and the solvent was removed using a rotary evaporator, the remaining material was purified by column chromatography using a mixed solution of dichloromethane and petroleum ether (V: v=1:2) to obtain intermediate 2 (yield: 75.6%).
Raw material D (1.0 eq) (CAS: 1609386-55-1) and intermediate 2 (1.1 eq) were put into a mixed solution of toluene ethanol and water, followed by ventilation 3 times, potassium carbonate (2.0 eq) was added under nitrogen protection, pd (pph 3)4) (0.01 eq), stirred well, warmed to 90 ℃ and reacted under reflux for 8 hours, after the reaction was completed, the temperature was slightly lowered, the celite was used for filtration, the salt and catalyst were removed, the filtrate was cooled to room temperature, washed with water three times, the organic phase was retained, then the aqueous phase was extracted with ethyl acetate, and after combining the organic phase, dried with anhydrous magnesium sulfate, and the solvent was removed using a rotary evaporator to obtain intermediate 3 (yield: 61.7%).
Raw material intermediate 3 and AlCl 3 (0.5 eq) were added to C 6D6 (300 mL) and stirred for 2 hours. After completion of the reaction, D 2 O (60 mL) was added thereto, followed by stirring for 30 minutes, and then trimethylamine (6 mL) was added dropwise. The reaction solution was transferred to a separating funnel, and extracted with water and toluene. The extract was dried over anhydrous magnesium sulfate (MgSO 4) and recrystallized from ethyl acetate to give compound 74 (yield: 54.5%).
MS(ESI，m/Z):[M+H]+：572.59
Elemental analysis:
the calculated values are: c,88.07; h,9.14; o,2.79.
The test values are: c,87.75; h,9.46; o,3.13.
The synthesis methods of other compounds are the same as those of the above examples, and are not described in detail herein, and mass spectra, molecular formulas and yields of other synthesis examples are shown in table 1 below:
TABLE 1
Device example 1
Specifically, the preparation of the organic electroluminescent device comprises the following steps:
a. ITO anode: washing an ITO (indium tin oxide) -Ag-ITO (indium tin oxide) glass substrate with the coating thickness of 150nm in distilled water for 2 times, washing by ultrasonic waves for 30min, repeatedly washing by distilled water for 2 times, washing by ultrasonic waves for 10min, transferring into a spin dryer for spin drying after washing is finished, baking for 2 hours at 220 ℃ by a vacuum oven, and cooling after baking is finished, so that the glass substrate can be used. The substrate is used as an anode, a vapor deposition device process is performed by using a vapor deposition machine, and other functional layers are sequentially vapor deposited on the substrate.
B. HIL (hole injection layer): to be used forVacuum evaporating cavity injection layer materials HT and P-dock, and the chemical formula is shown as follows; wherein, the evaporation rate ratio of HT and P-dock is 97:3, the thickness is 10nm.
C. HTL (hole transport layer): to be used forIs used as a hole transport layer, and HT of 120nm is vacuum deposited on the hole injection layer.
D. Light-emitting auxiliary layer: to be used forEB of 5nm was vacuum-deposited as a light-emitting auxiliary layer on top of the hole transport layer.
E. EML (light emitting layer): to be used forIn the following, a chemical formula of Dopant is shown below, wherein a Host material (Host) and a dopant material (Dopant) are formed as a Host material (1) and a light-emitting layer (Dopant) on the light-emitting auxiliary layer by vacuum deposition; wherein the evaporation rate ratio of Host to Dopant is 98:2.
F. HBL (hole blocking layer): to be used forHB having a thickness of 5.0nm is vacuum deposited on the light-emitting layer as a hole blocking layer, and the structural formula of HB is shown below.
G. ETL (electron transport layer): to be used forVacuum evaporating ET and Liq with thickness of 30nm on the hole blocking layer as electron transport layer, wherein the chemical formula of ET is shown as follows; wherein, the evaporation rate ratio of ET to Liq is 50:50.
H. EIL (electron injection layer): to be used forAn electron injection layer was formed by vapor deposition of a Yb film layer of 1.0nm on the electron transport layer.
I. And (3) cathode: to be used forAnd (3) evaporating magnesium and silver at a ratio of 1:9 on the electron injection layer to obtain a cathode.
J. light extraction layer: to be used forCPL with a thickness of 65nm was vacuum deposited on the cathode as a light extraction layer.
K. Packaging the substrate subjected to evaporation: firstly, a gluing device is adopted to carry out a coating process on a cleaned cover plate by UV glue, then the coated cover plate is moved to a lamination working section, a substrate subjected to vapor deposition is placed at the upper end of the cover plate, and finally the substrate and the cover plate are bonded under the action of a bonding device, and meanwhile, the UV glue is cured by illumination.
Device examples 2 to 30
The manufacturing method of device examples 2 to 30 is different from device example 1 only in that the host material compound 1 in device example 1 is replaced with 57, 74, 3, 5, 7, 12, 17, 24, 29, 30, 34, 41, 46, 52, 58, 63, 67, 70, 75, 84, 89, 91, 96, 100, 103, 107, 108, 113, 115, respectively, to obtain device examples 2 to 30, respectively.
The structural formula related above is as follows:
Device comparative example:
device comparative example an organic electroluminescent device was provided, which was prepared by a method differing from device example 1 only in that it was vapor-deposited using the existing comparative compound a, b, c, d instead of the host material (compound 1) in device example 1 described above, respectively, to finally prepare device comparative examples 1-4. Wherein, the chemical structural formula of the comparative compound a, b, c, d is:
The organic electroluminescent devices obtained in the above device examples 1 to 30 and device comparative examples 1 to 4 were characterized in terms of driving voltage, luminous efficiency and lifetime at a luminance of 1000 (nits), and the test results are shown in table 2 below:
TABLE 2
Note that: in the blue top emission device, the current efficiency is greatly affected by chromaticity, and thus, the ratio of the luminous efficiency to CIEy is defined as a BI value, i.e., bi= (cd/a)/CIEy, taking into consideration the factor of chromaticity on efficiency.
As can be seen from table 2, the organic electroluminescent devices prepared using the compound of general formula I of the present invention as a host material have significantly improved lifetime and luminous efficiency, and improved driving voltage, as compared with the comparative compounds 1 to 4 having similar structures. Wherein, the service life and the efficiency of the host compound after deuteration are obviously improved.
The previous description of the disclosed embodiments is provided to enable any person skilled in the art to make or use the present invention. Various modifications to these embodiments will be readily apparent to those skilled in the art, and the generic principles defined herein may be applied to other embodiments without departing from the spirit or scope of the invention. Thus, the present invention is not intended to be limited to the embodiments shown herein but is to be accorded the widest scope consistent with the principles and novel features disclosed herein.
Claims (5)
1. A fluorescent host material, wherein the fluorescent host material is selected from compounds represented by the following structural formula I:
Wherein:
r 1 is selected from phenyl, biphenyl, terphenyl, naphthyl;
R 2 is selected from phenyl, biphenyl, terphenyl, naphthyl;
R 3-R4 are the same or different from each other and are each independently selected from hydrogen, deuterium;
n and m are integers from 0 to 4.
2. The fluorescent host material of claim 1, wherein the groups are each capable of substitution with deuterium.
3. The fluorescent host material of claim 1, wherein the fluorescent host material is selected from any one of the following structures:
4. a method for preparing a fluorescent host material according to claim 1, comprising the steps of:
Adding the raw materials A and B into a mixed solution of toluene ethanol and water, then ventilating for 3 times, adding potassium carbonate and tetraphenylphosphine palladium under the protection of nitrogen, uniformly stirring, heating to 80-90 ℃, and carrying out reflux reaction for 6-8h; after the reaction, slightly reducing the temperature, filtering by using diatomite, removing salt and catalyst, cooling the filtrate to room temperature, washing with water for three times, retaining an organic phase, and extracting an aqueous phase with ethyl acetate; after combining the organic phases, drying with anhydrous magnesium sulfate and removing the solvent using a rotary evaporator to give intermediate 1;
Under the protection of nitrogen, dissolving a raw material C and an intermediate 1 into a1, 4-dioxane solution, adding potassium acetate, [1,1' -bis (diphenylphosphino) ferrocene ] palladium dichloride, stirring uniformly, heating to 110-120 ℃, and carrying out reflux reaction for 10-12h; after the reaction, slightly reducing the temperature, filtering by using diatomite, removing salt and catalyst, cooling the filtrate to room temperature, washing with water for three times, retaining an organic phase, and extracting an aqueous phase with ethyl acetate; after the organic phases were combined, dried using anhydrous magnesium sulfate, and the solvent was removed using a rotary evaporator, the remaining material was purified by column chromatography using a mixed solution of dichloromethane and petroleum ether to obtain intermediate 2;
Adding the raw material D and the intermediate 2 into a mixed solution of toluene ethanol and water, then ventilating for 3 times, adding potassium carbonate and tetra-triphenylphosphine palladium under the protection of nitrogen, uniformly stirring, heating to 80-90 ℃, and carrying out reflux reaction for 6-8h; after the reaction, slightly reducing the temperature, filtering by using diatomite, removing salt and catalyst, cooling the filtrate to room temperature, washing with water for three times, retaining an organic phase, and extracting an aqueous phase with ethyl acetate; after the organic phases are combined, drying is carried out by using anhydrous magnesium sulfate, and a rotary evaporator is used for removing the solvent, so that the compound shown in the chemical formula I is obtained;
the specific synthetic route is as follows:
Wherein Hal 1-Hal3 is independently selected from fluorine, chlorine, bromine, iodine; r 1-R4, m, n are as defined in claim 1.
5. An organic electroluminescent device, characterized in that the organic electroluminescent device comprises a first electrode, a second electrode, and an organic layer interposed between the first electrode and the second electrode; and, the organic layer includes a light emitting layer; the light emitting layer includes the fluorescent host material according to claim 1.
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