Heterocyclic organic electroluminescent material with chrysene as center structure, and preparation method and application thereof
A central structure, electroluminescence technology, applied in the fields of luminescent materials, organic chemistry, chemical instruments and methods, etc., can solve the problems of immature blue light-emitting devices, low device life and efficiency, etc., and achieve good film stability, good photoelectricity. performance, the effect of not easy to crystallize
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Embodiment 1
[0050] The preparation of embodiment 1 compound 1
[0051]
[0052] (1) Preparation of Intermediate 1-1: In a 2L three-necked flask, add 6,12-dibromochryl (77.2g, 0.20mol), 2-(methoxycarbonyl)phenylboronic acid (75.6g, 0.42mol) , potassium carbonate (82.8g, 0.60mol), tetrakistriphenylphosphine palladium (4.62g, 4.0mmol) and 800g toluene, 250g water, under the protection of nitrogen, react at 100-110°C for 10h, after the reaction, filter, filter cake Purified by column chromatography, and then recrystallized from toluene to obtain intermediate 1-1 with a yield of 87.64%;
[0053] (2) Preparation of Intermediate 1-2: In a 2L three-necked flask, add Intermediate 1-1 (74.5g, 0.15mol), 600g of tetrahydrofuran dehydrated, and stir to cool down to -50~-60°C under nitrogen protection , add methyllithium ether solution (0.90mol) dropwise, keep the temperature at -50~-60°C for 2 hours after the dropwise addition, then raise the temperature to room temperature and stir for 5 hours. ...
Embodiment 2
[0057] The preparation of embodiment 2 compound C02
[0058]
[0059] In a 250ml three-necked flask, under the protection of nitrogen, add compound 1 (6.18g, 0.01mol), 1-naphthylboronic acid (3.78g, 0.022mol), potassium carbonate (2.76g, 0.03mol), tetrakistriphenylphosphine Palladium (116mg, 0.1mmol), 8mL of water and 80mL of toluene were reacted at 80-90°C for 12h. After the reaction, filtered, purified by filter cake column chromatography, and then recrystallized by toluene and petroleum ether to obtain the target product C02, the yield was 82.19 %.
[0060] High resolution mass spectrum, molecular formula C56H40, theoretical value 712.3130, test value 712.3169.
Embodiment 3
[0061] The preparation of embodiment 3 compound C04
[0062] Referring to Example 2, the raw material 1-naphthaleneboronic acid was replaced with 4-biphenylboronic acid in the preparation process to obtain the target product C04 with a yield of 84.57%.
[0063] High resolution mass spectrum, molecular formula C60H44, theoretical value 764.3443, test value 764.3508.
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