Blue-light semiconductor material containing dipyrazolopyrene, preparation method thereof, and organic light-emitting device made of the material
A dipyrazole and semiconductor technology, which is applied in the direction of semiconductor devices, semiconductor/solid-state device manufacturing, luminescent materials, etc., can solve the problems of device spectrum instability, achieve good electron transport performance, improve charge transfer ability, and low manufacturing cost Effect
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Embodiment 1
[0037] Embodiment 1: the synthesis of compound 1
[0038]
[0039] Under nitrogen protection, put 100mmol of dipyrazolopyrene intermediate, 220mmol of 9-bromo-9H-carbazole, 5mmol of tris(dibenzylideneacetone)dipalladium, 400mmol of sodium tert-butoxide, and 20mmol of tri-tert-butylphosphine into a reaction vessel, and dissolved with 500ml of toluene, 110 ° C reflux reaction for 24h, with thin layer chromatography (TLC) to determine the end point of the reaction, the reaction is complete, cooled to room temperature, through a silica gel funnel, rinsed with dichloromethane, spin-dried, dichloromethane / Petroleum ether was recrystallized, filtered with suction, and dried to obtain 88 mmol of compound 1 with a yield of 88%.
Embodiment 2
[0040] Embodiment 2: the synthesis of compound 2
[0041]
[0042] Under the protection of nitrogen, put 100mmol of dipyrazolopyrene intermediate, 215mmol of 2-bromonaphthalene, tris(dibenzylideneacetone) dipalladium (5mmol), 409mmol of sodium tert-butoxide, and 20mmol of tri-tert-butylphosphine into the reaction In the container, dissolve it with 500ml toluene, reflux at 110°C for 24h, determine the end point of the reaction with thin layer chromatography (TLC), after the reaction is complete, cool to room temperature, pass through a silica gel funnel, rinse with dichloromethane, spin dry, dichloromethane / petroleum ether After recrystallization, suction filtration and drying, 79 mmol of compound 2 was obtained with a yield of 79%.
Embodiment 3
[0043] Embodiment 3: the synthesis of compound 3
[0044]
[0045]Under the protection of nitrogen, put 102 mmol of dipyrazolopyrene intermediate, 219 mmol of 3-bromophenanthrene, 5 mmol of tris(dibenzylideneacetone) dipalladium, 404 mmol of sodium tert-butoxide, and 20 mmol of tri-tert-butylphosphine into a reaction vessel , and dissolved in 500ml of toluene, reflux at 110°C for 24h, use thin-layer chromatography (TLC) to determine the end point of the reaction, after the reaction is complete, cool to room temperature, pass through a silica gel funnel, rinse with dichloromethane, spin dry, dichloromethane / petroleum ether recrystallization , filtered by suction, and dried to obtain 74mmol of compound 3, with a yield of 73%.
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Description
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Application Information
- IPC
- C07D487/06; C07D519/00; C09K11/06; H01L51/54
- CPC
- C09K11/06; C07D487/06; C07D519/00; C09K2211/1037; C09K2211/1044; C09K2211/1088; C09K2211/1029; C09K2211/1011
- Inventors
- 尹恩心; 林文晶