Cationic Iridium Complexes with Aggregation-Induced Phosphorescent Emission Properties and Applications
A cationic, iridium complex technology, used in compounds containing elements of Group 8/9/10/18 of the periodic table, luminescent materials, organic chemistry, etc., can solve problems such as reducing the luminous efficiency of devices
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Embodiment 1
[0024] The synthesis of embodiment 1, cationic iridium (III) complex FIrL1
[0025] Synthesis of 2-phenyl-5-(pyridin-2-yl)-1,3,4-oxadiazole (L1)
[0026] Add benzoylhydrazide (1.36g, 10mmol) and 2-pyridinecarbaldehyde (1.07g, 10mmol) into the reaction flask, then add 100mL of ethanol, heat the reaction solution and reflux and stir overnight. After cooling to room temperature, the reaction solution was slowly poured into 500 mL of deionized water, stirred for 10 min and then allowed to stand for 2 h, then suction filtered to collect a white solid. The obtained white filter cake was washed successively with deionized water and ethanol, and then dried in a vacuum oven at 50° C. for 24 hours. The dried intermediate product was placed in a single-necked reaction flask, 100 mL of acetonitrile and 150 mL of sodium hypochlorite solution were added in sequence, and stirred at room temperature for 30 min. The reaction solution was slowly poured into 500 mL deionized water and extracte...
Embodiment 2
[0037] The synthesis of embodiment 2, cationic iridium (III) complex FirL2
[0038] Synthesis of 2-(4-(9H-carbazol-9-yl)phenyl)-5-(pyridin-2-yl)-1,3,4-oxadiazole (L2)
[0039] Add carbazole (1.67g, 10mmol), potassium carbonate (4.14g, 30mmol), o-phenanthroline (0.28g, 1.55mmol), cuprous iodide (0.29g, 1.52mmol) successively in reaction flask, add Condenser tube, nitrogen protection system. Ethyl p-bromobenzoate (2ml, 12.25mmol) and o-xylene (30ml) were injected. Reflux for 48h in an oil bath at 142°C. After cooling, add 50ml of distilled water and stir overnight, filter, and extract the filtrate with ethyl acetate to obtain a yellow organic liquid, which is dried over anhydrous sodium sulfate. After drying, the organic liquid was concentrated, and ethyl acetate and petroleum ether were used as eluents to separate the white solid product ethyl-4-(9H-carbazol-9-yl)benzoate (2.58g, 8.2mmol ), yield 82%. 1 H NMR (400M Hz, CDCl 3 )δ (ppm): 8.32 (d, J = 8.4Hz, 2H), 8.17 (d, J ...
Embodiment 3
[0046] Embodiment 3, the synthesis of cationic iridium (III) complex FirL3
[0047]Synthesis of 2-(9-phenyl-9H-carbazol-3-yl)-5-(pyridin-2-yl)-1,3,4-oxadiazole (L3)
[0048] In the reaction flask, add carbazole (3.34g, 20mmol), potassium carbonate (8.28g, 60mmol), o-phenanthroline (0.56g, 3mmol), cuprous iodide (0.58g, 3mmol) successively, add condenser , Nitrogen protection system. Iodobenzene (2.8 mL, 25 mmol) and o-xylene (50 mL) were injected. Reflux for 48h in an oil bath at 142°C. After cooling, 50 mL of distilled water was added and stirred overnight, filtered, and the filtrate was extracted with ethyl acetate to obtain a black organic liquid, which was dried over anhydrous sodium sulfate. After drying, the organic liquid was concentrated, and the white solid product 9-phenyl-9H-carbazole (4.00 g, 16.4 mmol) was obtained by column chromatography using ethyl acetate and petroleum ether as eluents with a yield of 82%. 1 H NMR (400M Hz, CDCl 3 )δ (ppm): 8.20 (t, J = 6...
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