A kind of visible light delayed fluorescent material containing pyridotriazole and its derivative acceptor structural unit and its application
A delayed fluorescence and structural unit technology, applied in the field of visible light delayed fluorescent materials, can solve the problems of limited resources and high price, achieve high luminous efficiency and reduce conjugation effects
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Embodiment 1
[0049] Embodiment 1: The synthetic route of compound 1-O is as follows:
[0050]
[0051] The synthesis of 1a: add p-bromobenzaldehyde (183mg, 1.00mmol, 1.0 equivalents), phenoxazine (220mg, 1.2mmol, 1.2 equivalents), palladium acetate ( 7mg, 0.03mmol, 3mol%), potassium carbonate (415mg, 3.00mmol, 3 equivalents), then pumped nitrogen three times, and added tri-tert-butylphosphine (6.2mg, 0.08mmol, 8.0mol%) and toluene under nitrogen protection (4 mL). The mixture was stirred and reacted in an oil bath at 120°C for 12 hours, monitored by thin-layer chromatography until the reaction of the raw materials was completed, and then cooled to room temperature. A small amount of water was added, and extracted with ethyl acetate. The aqueous layer was extracted twice with ethyl acetate. The organic phases were combined, dried over anhydrous sodium sulfate, and filtered. The solvent was distilled off under reduced pressure. The obtained crude product was separated and purified by...
Embodiment 2
[0053] Embodiment 2: The synthetic route of compound 1-S is as follows:
[0054]
[0055]The synthesis of 2a: add p-bromobenzaldehyde (925mg, 5.00mmol, 1.0 equivalents), phenothiazine (996mg, 5.00mmol, 1.2 equivalents), palladium acetate ( 34mg, 0.15mmol, 3mol%), potassium carbonate (2.07g, 15.00mmol, 3.0 equivalents), then pumped nitrogen three times, and added tri-tert-butylphosphine (81mg, 0.4mmol, 8.0mol%) and toluene under nitrogen protection / dioxane (3mL / 3m). The mixture was stirred and reacted in an oil bath at 110°C for 15 hours, monitored by thin-layer chromatography until the reaction of the raw materials was completed, and then cooled to room temperature. A small amount of water was added, and extracted with ethyl acetate. The aqueous layer was extracted twice with ethyl acetate. The organic phases were combined, dried over anhydrous sodium sulfate, and filtered. The solvent was distilled off under reduced pressure. The obtained crude product was separated...
Embodiment 3
[0057] Embodiment 3: The synthetic route of compound 1-C is as follows:
[0058]
[0059] Synthesis of 3a: Add p-bromobenzaldehyde (925mg, 5.00mmol, 1.0 equivalents), 9,9-dimethylimidine (1.26g, 5.00mmol, 1.2 equivalents), palladium acetate (34mg, 0.15mmol, 3mol%), potassium carbonate (2.07g, 15.00mmol, 3 equivalents), then pumped nitrogen three times, and added tri-tert-butylphosphine (81mg, 0.4mmol , 8.0 mol%) and toluene (15 mL). The mixture was stirred and reacted in an oil bath at 110°C for 10 hours, monitored by thin-layer chromatography until the reaction of the raw materials was completed, and then cooled to room temperature. A small amount of water was added, and extracted with ethyl acetate. The aqueous layer was extracted twice with ethyl acetate. The organic phases were combined, dried over anhydrous sodium sulfate, and filtered. The solvent was distilled off under reduced pressure. The obtained crude product was separated and purified by silica gel chromat...
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