Electron transport material and application thereof
A technology for electron transport materials and electroluminescent devices, applied in luminescent materials, circuits, photovoltaic power generation, etc., can solve the problems of high cost and low yield, and achieve the effect of strong rigidity, low refractive index, and inhibition of accumulation
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Embodiment 1
[0046] Synthesis of compound 1
[0047]
[0048]Weighed 8.5 g (12.6 mmol) of intermediate a (bromo-trimethylbenzene triazine), 13.96 g (44.3 mmol) of intermediate b (phenylbenzimidazole boronic acid), and 0.51 g (44.3 mmol) of tetrakis (triphenylphosphine) palladium catalyst g (0.44 mmol), 6.3mL 2M potassium carbonate aqueous solution, 100mL toluene and 25mL ethanol were added to a 500mL three-necked flask, heated to reflux and stirred overnight under nitrogen protection. After the reaction was stopped and cooled to room temperature, it was extracted with dichloromethane, and the organic phase was retained, dried with anhydrous magnesium sulfate and then spin-dried to dry the solvent. The crude product was separated by silica gel column chromatography, and the eluent was dichloromethane / n-hexane. Obtain 6.30 g of compound 1 pure product, the yield is 40%. C87H72N9, Exact Mass: 1242.59, Found: 1243.56; Elemental Analysis: C, 84.03; H, 5.84; N, 10.14.
Embodiment 2
[0050] Synthesis of Compound 4
[0051]
[0052] Weigh respectively intermediate a (bromo-trimethylbenzene triazine) 7.6g (11.3mmol), intermediate c (anthracene boric acid) 13.83g (39.6mmol), tetrakis (triphenylphosphine) palladium catalyst 0.48g (0.41mmol ), 6.0mL 2M potassium carbonate aqueous solution, 100mL toluene and 25mL ethanol were added into a 500mL three-necked flask, heated to reflux and stirred overnight under nitrogen protection. After the reaction was stopped and cooled to room temperature, it was extracted with dichloromethane, and the organic phase was kept, dried with anhydrous magnesium sulfate and then spun to dry the solvent. The crude product was separated by silica gel column chromatography, and the eluent was dichloromethane / n-hexane. 6.83 g of the pure product of compound 4 was obtained with a yield of 45%. C102H75N3, Exact Mass: 1342.71, Found: 1343.83; Elemental Analysis: C, 91.30; H, 5.54; N, 3.16.
Embodiment 3
[0054] Synthesis of compound 7
[0055]
[0056] Weigh respectively intermediate a (bromo-trimethylbenzene triazine) 8.0g (11.9mmol), intermediate d (anthracene boric acid) 14.5g (41.6mmol), tetrakis (triphenylphosphine) palladium catalyst 0.49g (0.42mmol ), 6.1mL of 2M potassium carbonate aqueous solution, 100mL of toluene and 25mL of ethanol were added into a 500mL three-necked flask, heated to reflux and stirred overnight under nitrogen protection. After the reaction was stopped and cooled to room temperature, it was extracted with dichloromethane, and the organic phase was kept, dried with anhydrous magnesium sulfate and then spun to dry the solvent. The crude product was separated by silica gel column chromatography, and the eluent was dichloromethane / n-hexane. 6.50 g of pure compound 7 was obtained with a yield of 41%. C102H75N3, Exact Mass: 1242.53, Found: 1243.59; Elemental Analysis: C, 84.02; H, 5.83; N, 10.15.
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