Carbazole derivatives, polymers, mixtures, compositions, organic electronic devices and applications thereof
A technology of organic electronic devices and carbazole derivatives, which can be used in the fields of mixtures, polymers, carbazole derivatives, and compositions, and can solve problems such as electrochemical energy level changes.
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Embodiment 1
[0216]15- (3- (4,6-diphenyl-1,3,5-triazine-2-YL) phenyl) -15H-Philippine [9,10-A] carbazole preparation, its structural formula is as follows (1) Shown:
[0217]
[0218]3.18 g, 10 mmol 15H-Philippine [9,10-A] carbazole, 4.3 g, 11mmol 2- (3-bromophenyl) -4,6-diphenyl-1, 3, 5-triazine, 6.9 g, 50 mmol of potassium carbonate, 0.26g, 1 mmol 18-crown ether-6, 3.0g, 15 mmol iodide and 150 ml of o-chlorobenzene, in N2In the atmosphere, the reaction was reacted at 160 ° C, the TLC tracked the reaction process, and the reaction was completed and reduced to room temperature. Pour the reaction liquid into the water, washing to remove K2CO3Then the filtration was filtered to give a solid product, washed with dichloromethane. Recrystallization with dichloromethane / ethanol to obtain a solid powder 15- (3- (4,6-diphenyl-1,3,5-triazine-2-YL) phenyl) -15H-Philippine [9 , 10-A] Carbazole 5.2 g. MS (ASAP) = 624.7.
Embodiment 2
[0220]12- (4,6-diphenyl-1,3,5-triazine-2-yl) -15-phenyl-15h-Philippine [9,10-A] carbazole preparation, its structural formula is as follows ( 2) Shown:
[0221]
[0222]4.11 g, 10 mmol (15-phenyl-15H-Philippine [9,10-A] carbazole-12-yl) boric acid, 3.0 g, 11 mmol 2-chloro-4,6-diphenne Base -1,3,5-triazine, 6.9 g, 50 mmol of potassium carbonate, 0.58g, 0.5molpd (PPH3)4, 100ml toluene, 25ml water and 25ml ethanol, in N2In the atmosphere, the reaction was reacted at 110 ° C, TLC tracking the reaction process, and ended to room temperature. Pour the reaction liquid into the water, washing to remove K2CO3Then the filtration was filtered to give a solid product, washed with dichloromethane. The crude product was recrystallized with dichloromethane, ethanol, product 12- (4,6-diphenyl-1,3,5-triazine-2-YL) -15-phenyl-15h-Philippine [9, 10 -A] Carbazole 5.5 g, MS (ASAP) = 624.4.
Embodiment 3
[0224]11- (3- (4,6-diphenyl-1,3,5-triazine-2-YL) phenyl) -11H-Philippine [1,9-Ab] carbazole preparation, its structural formula is as follows (3) Shown:
[0225]
[0226]The synthetic step was added 3.18 g, 10 mmol of ketaves and carbazole, 4.3 g, 11 mmol 2- (3-bromo) -4,6-diphenyl-1, 3, 5) in a three-mouth flask. - Triazine, 6.9 g, 50 mmol of potassium carbonate, 0.26g, 1 mmol 18-crown ether-6, 3.0g, 15 mmol iodide and 150 ml of o-chlorobenzene, in N2In the atmosphere, the reaction was reacted at 160 ° C, the TLC tracked the reaction process, and the reaction was completed and reduced to room temperature. Pour the reaction liquid into the water, washing to remove K2CO3Then the filtration was filtered to give a solid product, washed with dichloromethane. The solvent was recrystallized with toluene / petroleum ether mixed solvent to obtain a white solid powder 11- (3- (4,6-diphenyl-1,3,5-triazine-2-YL) phenyl) -11h-Philippine [1,9-ab] carbazole 5.0 g. MS (ASAP) = 598.4.
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