A class of electroluminescent compound and its preparation method and application
A compound and luminescent technology, applied in the direction of silicon organic compounds, chemical instruments and methods, luminescent materials, etc., can solve the problems of easy crystallization of organic materials, affecting life and efficiency, and short service life, so as to facilitate normal use, The effect of reducing preparation cost and low price
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[0045] monomer preparation
[0046] Preparation of ethyl 3-bromopyrazine-2-carboxylic acid
[0047] In a 500mL three-necked flask, 3-bromopyrazine-2-carboxylic acid (20.3g, 0.1mol) was dissolved in 200ml of methanol, and 20ml of concentrated sulfuric acid was added dropwise to the reaction solution, and stirred at room temperature for 12 hours Afterwards, stop the reaction, quench the reaction with water, extract with dichloromethane and dry with anhydrous magnesium sulfate, obtain a yellow liquid after the solution is concentrated, purify by silica gel column chromatography, the mixed solvent of sherwood oil / dichloromethane (volume ratio 2 / 1) is the eluent, and the yield is 83%. 1 H NMR, 13 CNMR, MS and elemental analysis results show that the obtained compound is the target product, and the chemical reaction equation of the preparation process is as follows:
[0048]
[0049] 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[4,5]thiophene[2,3-b]pyridine prepar...
Embodiment 1
[0065] The synthesis of embodiment 1 electroluminescence material PM1
[0066] Under argon atmosphere, in a 100mL three-necked flask, add compound P1 (1.39g, 2.4mmol), diphenylamine (0.85g, 5.0mmol), sodium tert-butyl alkoxide (1.84g, 19.2mmol), palladium acetate (27mg , 0.12mmol) and 50ml toluene. Heat and stir, when the temperature stabilizes to 85°C, add 0.24ml of tri-tert-butylphosphine toluene solution with a concentration of 1mol / L, and react for 12h. After stopping the reaction, the solvent was concentrated, and the crude product was purified by column chromatography, using a mixed solvent of petroleum ether and dichloromethane (3 / 1, volume ratio) as the eluent, and finally a yellow solid was obtained. 1 H NMR, 13 CNMR, MS and elemental analysis results show that the obtained compound is the target product, and the chemical reaction equation of the preparation process is as follows:
[0067]
[0068] The differential scanning calorimetry (DSC) curve of compound PM...
Embodiment 2
[0069] The synthesis of embodiment 2 electroluminescence material PM2
[0070] Under argon atmosphere, in a 100mL three-necked flask, add compound P1 (1.39g, 2.4mmol), 9,9-diphenyl-9,10-dihydroacridine (1.67g, 5.0mmol), tert-butyl Sodium alkoxide (1.84g, 19.2mmol), palladium acetate (27mg, 0.12mmol) and 50ml of toluene. Heat and stir, when the temperature stabilizes to 85°C, add 0.24ml of tri-tert-butylphosphine toluene solution with a concentration of 1mol / L, and react for 12h. After stopping the reaction, the solvent was concentrated, and the crude product was purified by column chromatography, using a mixed solvent of petroleum ether and dichloromethane (3 / 1, volume ratio) as the eluent, and finally a yellow solid was obtained. 1 H NMR, 13 CNMR, MS and elemental analysis results show that the obtained compound is the target product, and the chemical reaction equation of the preparation process is as follows:
[0071]
[0072] The thermogravimetric (TG) curve of compou...
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