首页> 外文期刊>Chemistry: A European journal >Specific binding effects for cucurbit[8]uril in 2,4,6-triphenylpyrylium-cucurbit[8]uril host-guest complexes: Observation of room-temperature phosphorescence and their application in electroluminescence
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Specific binding effects for cucurbit[8]uril in 2,4,6-triphenylpyrylium-cucurbit[8]uril host-guest complexes: Observation of room-temperature phosphorescence and their application in electroluminescence

机译:葫芦[8]尿素在2,4,6-三苯基吡啶-葫芦[8]尿素宿主-客体复合物中的特异性结合作用:室温磷光的观察及其在电致发光中的应用

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摘要

2,4,6-Triphenylpyrylium (TP+) forms host-guest complexes with cucurbiturils (CBs) in acidic aqueous solutions. H-1 NMR spectroscopic data indicates that complexation takes place by encapsulation of the phenyl ring at the four position within CB. Formation of the complex with CB[6] and CB[7] leads to minor shifts in the fluorescence wavelength maximum (lambda(f1)) or quantum yield (Phi(f1)). In sharp contrast, for complexes with CB[8], the emission results in the simultaneous observation of fluorescence (lambda(f1) = 480 nm, Phi(f1) = 0.05) and room-temperature phosphorescence (lambda(ph)=590 nm, Phi(ph) = 0.15). The occurrence of room-temperature phosphorescence can be used to detect the presence of CB[8] visually in solution. Molecular modeling and MM2 molecular mechanics calculations suggest that this effect arises from locking the conformational mobility of the 2- and 6-phenyl rings as a result of CB[81 encapsulation. The remarkably high room-temperature phosphorescence quantum yield of the TP+@CB[8] complex has been advantageously applied to develop an electroluminescent cell that contains this host-guest complex. In contrast, analogous cells prepared with TP+ or TP+@CB[7] fail to exhibit electroluminescence.
机译:2,4,6-三苯基吡啶鎓(TP +)与西葫芦(CB)在酸性水溶液中形成客体复合物。 H-1 NMR光谱数据表明络合是通过在CB的四个位置上将苯环包封而发生的。与CB [6]和CB [7]形成复合物会导致荧光波长最大值(lambda(f1))或量子产率(Phi(f1))发生微小变化。与之形成鲜明对比的是,对于与CB [8]形成的配合物,发射导致同时观察荧光(λ(f1)= 480 nm,Phi(f1)= 0.05)和室温磷光(λ(ph)= 590 nm)。 ,Phi(ph)= 0.15)。室温磷光的发生可用于视觉检测溶液中CB [8]的存在。分子建模和MM2分子力学计算表明,这种作用是由于CB [81封装]锁定了2和6苯基环的构象迁移而产生的。 TP + @ CB [8]配合物的非常高的室温磷光量子产率已被有利地用于开发包含该主体-客体配合物的电致发光电池。相反,用TP +或TP + @ CB [7]制备的类似细胞无法显示电致发光。

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