Iridium-containing coordination compound responsive to fluorine ion as well as preparation method and application thereof
A technology of iridium complexes and compounds, which is applied in the field of photoelectric phosphorescent materials, can solve problems such as hindering the sensitivity of sensors, and achieve the effect of high photostability
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Embodiment 1
[0056] With 2,4-diphenylquinoline as the main ligand, with 2,2'-bibenzimidazole as the preparation of the iridium complex of the auxiliary ligand, comprising the following steps (such as figure 1 shown):
[0057] (1) Preparation of 2,4-diphenylquinoline (dppq)
[0058] Take acetophenone (1.2g, 10mmol) and 2-aminobenzophenone (1.97g, 10mmol), dissolve it in 15ml of glacial acetic acid, add 0.1ml of concentrated sulfuric acid, and react at 130°C for 20h. After cooling, pour it into a mixed solution of 15ml of concentrated ammonia and 40ml of water. The precipitate was filtered, washed with water, dried and recrystallized from ethanol to obtain 2.04 g of the product with a yield of 75%.
[0059] The structural characterization data of the product are as follows: 1H NMR (CDCl 3 , 400MHz) δ: 8.26(d, J=8.4Hz, 1H), 8.20(d, J=7.4Hz, 2H), 7.91(d, J=8.4Hz, 1H), 7.83(s, 1H), 7.74( t, J=7.6Hz, 1H), 7.47-7.56 (m, 9H).MS ((+)-ESI): m / z=272.0 (calcd.271.27 for C 21 h 15 N, [M+H+]). Ac...
Embodiment 2
[0070] With 4-methoxycarbonyl-2-phenylquinoline as the main ligand, 2,2'-bibenzimidazole is the preparation of the iridium complex of the auxiliary ligand, comprising the following steps (such as figure 2 shown):
[0071] (1) Preparation of 4-methoxycarbonyl-2-phenylquinoline (pqcm)
[0072] Get indoloquinone (1.47g, 10mmol) and NaOH (0.8g, 20mmol) and dissolve in the mixed solution of 20ml ethanol and 20ml water, stir 10min after dissolving completely, then add acetophenone (1.2g, 10mmol), heat to React at 80°C for 4 hours, cool to 25°C after the reaction, pour in a large amount of water, adjust the pH value to 7 with dilute hydrochloric acid, and a large amount of precipitation occurs. The precipitate was filtered and dried. Dissolve the intermediate product in 30ml of anhydrous methanol, add 1ml of concentrated sulfuric acid, reflux for 12h, distill off the methanol, adjust the pH to 7 with ammonia water, and recrystallize the oily product with methanol to obtain 1.96g o...
Embodiment 3
[0082] With 4-ethoxycarbonyl-2-phenylquinoline as the main ligand, 2,2'-bibenzimidazole is the preparation of the iridium complex of the auxiliary ligand, comprising the following steps (such as image 3 shown):
[0083] (1) Preparation of 4-ethoxycarbonyl-2-phenylquinoline (pqce)
[0084]Get indoloquinone (1.47g, 10mmol) and NaOH (0.8g, 20mmol) and dissolve in the mixed solution of 20ml ethanol and 20ml water, stir 10min after dissolving completely, then add acetophenone (1.2g, 10mmol), heat to React at 80°C for 4 hours, cool to 25°C after the reaction, pour in a large amount of water, adjust the pH value to 7 with dilute hydrochloric acid, and a large amount of precipitation occurs. The precipitate was filtered and dried. Dissolve the intermediate product in 30ml of absolute ethanol, add 1ml of concentrated sulfuric acid, reflux for 12h, distill off the ethanol, adjust the pH to 7 with ammonia water, and recrystallize the oily product with ethanol to obtain 1.85g of the pr...
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