Fluorescence nanometer organic porous material as well as preparation method and application thereof
A technology of porous materials and fluorescent nanometers, applied in luminescent materials, organic chemistry, fluorescence/phosphorescence, etc., can solve the problems that organic porous materials cannot be used for fluorescence detection, etc., and achieve the effect of broad application prospects
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[0018] A method for preparing a fluorescent nano-organic porous material, the method comprising: making organic molecules The building block is in contact with a linker molecule; the organic molecular building block contains tetrakis(4-bromophenyl)ethylene, and the linker molecule is one or more of terephthalic diboronic acid, isophthalic diboronic acid and orthophthalic diboronic acid .
[0019] In the preparation method of the present invention, the molar ratio of the organic molecular building block to the linking molecule is 1:1.5-2.5, considering the optimization of the properties of the material obtained by the polymerization reaction, the organic molecular building block and the linking molecule The molar ratio of the linking molecules is preferably 1:2.
[0020] In the preparation method of the present invention, the content of tetrakis(4-bromophenyl)ethylene in the organic molecular building block is 50-100 mole%.
[0021] In the present invention, the organic molec...
Embodiment 1
[0032] Preparation of tetra(4-bromophenyl)ethene
[0033] In a 150mL round bottom flask, add 1g 4,4'-dibromobenzophenone (2.94mmol) (Saen Chemical Technology Co., Ltd.), 2g zinc powder (30mmol), 5.8g TiCl 3 / AlCl 3 (TiCl 3 6.7mmol) (Alfa Aisha Chemical Co., Ltd.) and 100mL tetrahydrofuran. Stir and reflux for 12 hours under the protection of nitrogen. After the reaction, cool the system to 25°C, filter, add 100mL ethyl acetate and 100mL water to the filtrate, divide into the water layer and the organic layer, collect the organic layer, and add 15g of anhydrous sodium sulfate Drying was carried out, the solid sodium sulfate was discarded, and the solvent in the remaining liquid was removed by rotary evaporation to obtain 0.9 g of tetrakis(4-bromophenyl)ethylene (1.40 mmol), with a yield of 95%.
[0034]
[0035] The product is characterized by H NMR spectroscopy, which conforms to the structural characteristics of tetrakis (4-bromophenyl) ethylene ( figure 1 ).
Embodiment 2
[0037] Preparation of Fluorescent Nanoorganic Porous Materials
[0038] In a 150mL round-bottomed flask, add 162mg of tetrakis(4-bromophenyl)ethylene (0.25mmol) prepared in Example 1, 83mg of terephthalic acid (0.5mmol) (Alfa Aisha Chemical Co., Ltd.) and 64mL of N,N -Dimethylformamide (Sinopharm Chemical Reagent Co., Ltd.). Stir at 25°C until all the solids are dissolved, then add 2M potassium carbonate aqueous solution (8.0mL), then vacuum degas the system twice, add 20mg catalyst Pd(PPh 3 ) 4 (Bailingwei Technology Co., Ltd.), and vacuum degassing once again, and then the system was stirred at 150°C for 24h under the protection of nitrogen.
[0039]
[0040]After the reaction was completed and the temperature of the reaction system dropped to 25°C, the mixture was poured into water, the solid was filtered with suction, and the filter cake was washed with water, dichloromethane and methanol in sequence. Then put the solid into an oven and dry at 100°C. Then, the solid...
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