S-triazine derivatives and application thereof to organic electroluminescence devices
A technology of s-triazine and derivatives, applied in the field of s-triazine derivatives, can solve the problems of reducing luminous efficiency, limiting applications, reducing the efficiency of OLEDs, etc., and achieving the effect of high fluorescence quantum yield
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[0024] Example 1 Synthesis of compound TAr1 series compounds
[0025] Synthesis of compound TAr1-1
[0026]
[0027] Under the protection of nitrogen, place magnesium chips (1.152g, 48mmol) and anhydrous tetrahydrofuran (30mL) in a three-necked flask, and add bromobenzene (6.24g, 40mmol) in tetrahydrofuran (50mL) solution dropwise at reflux temperature. The reaction was refluxed for 3 hours and then cooled to room temperature. The Grignard reagent was dropped into a solution of 1,3,5-trichloro-s-triazine (3.68g, 20mmol) in anhydrous tetrahydrofuran (40mL) under nitrogen protection and at zero degrees. After dropping, the reaction was carried out at 20°C for 12 hours. After cooling to room temperature, the reaction was quenched with ammonium chloride solution. Extracted with dichloromethane three times, combined the organic phases, washed successively with water and saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated to obtain a crude product, which was...
Example Embodiment
[0077] Example 2 Synthesis of compound TAr2 series compounds
[0078] Synthesis of compound TAr2-1
[0079]
[0080] Under the protection of nitrogen, place magnesium chips (1.152g, 48mmol) and anhydrous tetrahydrofuran (30mL) in a three-necked flask, and add bromobenzene (6.24g, 40mmol) in tetrahydrofuran (50mL) solution dropwise at reflux temperature. The reaction was refluxed for 3 hours and then cooled to room temperature. Under the protection of nitrogen, the Grignard reagent was dropped into 1,3,5-trichloro-s-triazine (2.44g, 13.33mmol) in anhydrous tetrahydrofuran (40mL) solution, and the reaction was completed at 40°C for 12 hours. After cooling to room temperature, the reaction was quenched with ammonium chloride solution. The organic solvent was removed by rotary evaporation, dichloromethane (100mL) was added, washed successively with water and saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated to obtain a crude product, which was separated ...
Example Embodiment
[0130] Example 3 Synthesis of TAr3 series compounds
[0131] Synthesis of compound TAr3-1
[0132]
[0133] Under the protection of nitrogen, place magnesium chips (1.152g, 48mmol) and anhydrous tetrahydrofuran (30mL) in a three-necked flask, and add p-bromotoluene (6.8g, 40mmol) in tetrahydrofuran (50mL) solution dropwise at reflux temperature. Reflux and react for 3 hours and then cool to room temperature. Under the protection of nitrogen, the Grignard reagent was dropped into 1,3,5-trichloro-s-triazine (1.83g, 10mmol) in anhydrous tetrahydrofuran (30mL) solution, the dropping was completed, and the reaction was refluxed for 12 hours. After cooling to room temperature, the reaction was quenched with ammonium chloride solution. The organic solvent was removed by rotary evaporation, dichloromethane (100mL) was added, washed with water, saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated to obtain the crude product, which was separated by column chromat...
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