Green-light organic electroluminescent material and preparation method thereof
A luminescent and electromechanical technology, applied in the direction of luminescent materials, chemical instruments and methods, etc., can solve the problems of easy quenching efficiency and drop, and achieve the effect of high current efficiency and strong spectral stability
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Embodiment 1
[0019] Mix 2,7-dibromo-9,9-spirobifluorene (1.9g, 4.0mmol), cuprous cyanide (0.72g, 8.0mmol) and 50ml of N-methylpyrrolidone in a 100ml three-necked flask. The three-necked flask was heated to 160°C and stirred for 8 hours until the reaction was complete. The hot reaction mixture (110°C) was then poured into a solution of ferric chloride hexahydrate (30 g) and 15 ml of hydrochloric acid in 80 ml of cold water. The reacted mixture was decomposed at 80-90° C. for 30 min, and then the decomposed product was cooled to room temperature and extracted with ether. The organic phase was washed with brine and washed with anhydrous MgSO 4 dry. Evaporation in vacuo gave crude product. The crude product was purified by silica gel column chromatography with dichloromethane / hexane (2:1) as eluent to obtain 2,7-dinitrile-9,9-spirobifluorene (1.16 g, 85%). Its reaction equation is as follows:
[0020]
Embodiment 2
[0022] 2,7-Dinitrile-9,9-spirobifluorene (0.74 g, 2 mmol) was dissolved in 18 mL of chloroform and mixed with 10 mg of anhydrous FeCl 3 Mix as catalyst and add to 50ml reaction flask. Add 10 mL of bromine solution to 10 mL of chloroform under dark conditions, and add the diluted bromine solution dropwise with stirring at 0-8°C. Then the reaction flask was warmed to room temperature and stirred for about 36 hours to obtain a reaction solution. The reaction solution was washed with 2 mol / L sodium hydroxide solution and water to remove excess bromine. The organic phase was treated with MgSO 4 Dry and evaporate residual solvent by rotary evaporator. The residue was subjected to silica gel column chromatography with 200-300 mesh silica gel as the stationary phase and petroleum ether / dichloromethane (2:1) as the eluent to finally obtain 2,7-dinitrile-2,7-di The reaction equation of bromo-9,9-spirobifluorene (1.32g, 87%) is as follows:
[0023]
Embodiment 3
[0025] 2,7-Dinitrile-2,7-dibromo-9,9-spirobifluorene (0.78 g, 1.5 mmol), 15 mL of 30% sodium hydroxide and 20 mL of ethanol were mixed in a flask. The mixture was refluxed at 75°C. After the reaction was completed, 50 mL of water was added to the mixture, and excess ethanol was removed by a rotary evaporator. The resulting mixture was extracted with ether / THF (1:1). The extracted organic phase was washed with brine, washed with MgSO 4 dry. The crude product was obtained after vacuum evaporation, which was further purified by recrystallization in ethanol to give 2,7-dibromo-9,9-spirobifluorene-2,7-dicarboxylic acid (0.8 g, 87%). The chemical equation for this reaction is:
[0026]
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