n-hexylcarbazole substituted phenylbenzothiazole iridium (iii) complex and its preparation
A technology of hexylcarbazole and phenylbenzene, which is applied in the field of preparation of organic electroluminescent devices, can solve the problems of lower device efficiency, complicated process, and limited size of large-area devices
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Embodiment 1
[0041] Example 1: Synthesis of an auxiliary ligand complex (CzhBTZ) with R as a 2 Ir(fpptz).
[0042] 1) Synthesis of 9-(6-bromohexyl)carbazole (BrhCz).
[0043] Under the protection of nitrogen, take 30mmol carbazole, 90mmol 1,6-dibromohexane and an appropriate amount of tetrabutylammonium bromide (TBAB) into 50mL toluene, stir well, add 16mol / L potassium hydroxide solution, and stir at room temperature for 12h. Heat to reflux to continue the reaction for 12h. The organic layer was extracted with dichloromethane, dried over anhydrous magnesium sulfate, concentrated by rotary evaporation, and finally purified by silica gel column chromatography (eluent: petroleum ether: dichloromethane = 20: 1) to obtain white needle-like crystals of BrhCz. The rate is 87%.
[0044] 1 H NMR (CDCl 3 ) δ: 8.11 (d, J = 7.8 Hz, 2H), 7.47 (ddd, J 1 = 1.2 Hz, J 2 = 7.2 Hz, J 3 = 8.4 Hz, 2H), 7.41 (d, J = 7.8 Hz, 2H), 7.24 (ddd, J 1 = 1.2 Hz, J 2 = 7.2 Hz, J 3 = 7.8 Hz, 2H),...
Embodiment 2
[0074] Example 2: Synthesis of auxiliary ligand complex (CzhBTZ) with R as b 2 Ir(tfmpptz).
[0075] 1) Synthesis of 2-(5-(4-(trifluoromethyl)phenyl)-1,3,4-triazole)pyridine (Htfmpptz).
[0076] Under the protection of nitrogen, take 50mmol 2-cyanopyridine, 50mmol hydrazine hydrate, and 25mL ethanol into the reaction flask and react at low temperature for 8 hours to form a viscous light yellow paste. Remove excess ethanol in vacuum at room temperature, and use a small amount of ether to The solid was washed, filtered with suction, and dried under vacuum at room temperature for 3 h to obtain white crystals of (2-pyridine)aminohydrazone.
[0077] Under nitrogen protection, take 30mmol (2-pyridine) amidrazone, 30mmol sodium carbonate, 30mmol 4-trifluoromethylbenzoyl chloride, and 30mL THF into the reaction flask, react at room temperature for 6h, and filter. The filtrate was dehydrated by heating in 30 mL of ethylene glycol at high temperature for 30 min, filtered, dried in vac...
Embodiment 3
[0083] Example 3: Synthesis of auxiliary ligand complex (CzhBTZ) with R as d 2 Ir(pptz).
[0084] 1) Synthesis of 2-(5-(4-(fluorophenyl)-1,3,4-triazole)pyridine (Hpptz).
[0085] Under the protection of nitrogen, take 50mmol 2-cyanopyridine, 50mmol hydrazine hydrate, and 25mL ethanol into the reaction flask and react at low temperature for 8 hours to form a viscous light yellow paste. Remove excess ethanol in vacuum at room temperature, and use a small amount of ether to The solid was washed, filtered with suction, and dried under vacuum at room temperature for 3 h to obtain white crystals of (2-pyridine)aminohydrazone.
[0086] Under the protection of nitrogen, take 30mmol (2-pyridine) amidrazone, 30mmol sodium carbonate, 30mmol benzoyl chloride, 30mLTHF into the reaction flask, react at room temperature for 6h, and filter. The filtrate was dehydrated by heating in 30 mL of ethylene glycol at high temperature for 30 min, filtered, dried in vacuum for 8 h, and recrystallized...
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