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首页> 外文期刊>The journal of physical chemistry, A. Molecules, spectroscopy, kinetics, environment, & general theory >Molecular Mechanism for the Radiationless Deactivation of the Intramolecular Charge-Transfer Excited Singlet State of Aminofluorenones through Hydrogen Bonds with Alcohols
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Molecular Mechanism for the Radiationless Deactivation of the Intramolecular Charge-Transfer Excited Singlet State of Aminofluorenones through Hydrogen Bonds with Alcohols

机译：通过与醇的氢键使氨基芴酮的分子内电荷转移激发单重态无辐射失活的分子机理

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摘要

The fluorescence quenchings of 12 aminofluorenone (AF) derivatives by ethanol were examined, and the quenching dynamics of the intramolecular charge-transfer excited singlet state of 3-amino-9-fluorenone, as a model molecule, induced by alcohol were studied by steady-state, picosecond fluorescence measurements and quenching experiments. The AF in benzene solution showed substantial red-shiftings of its fluorescence following addition of alcohol. Fluorescence decay analysis revealed that two different relaxed hydrogen-bonded states exist: an emissive state and a nonemissive state. These different states are due to the microscopic anisotropy of the hydrogen bond around the carbonyl oxygen. In the emissive state, the hydroxyl group of the alcohol interacts through an in-plane mode with the carbonyl oxygen of AF, while the alcohol interacts through an out-of-plane mode in the nonemissive state. The out-of-plane mode was shown to be more common with cumene hydroperoxide and diols than with ethanol owing to their steric hindrance in the in-plane mode. Because of its simple structure and charge-transfer nature, AF was found to be the most suitable molecule for examining the microscopic mechanism of radiationless deactivation of the intramolecular charge-transfer excited singlet state through a hydrogen bond.
机译：考察了乙醇对12种氨基芴酮（AF）衍生物的荧光猝灭，并通过稳态化学方法研究了醇诱导的模型分子3-氨基-9-芴酮的分子内电荷转移激发单重态的猝灭动力学。状态，皮秒荧光测量和猝灭实验。加入酒精后，苯溶液中的AF表现出荧光的大幅红移。荧光衰减分析表明存在两种不同的松弛氢键态：发射态和非发射态。这些不同的状态归因于羰基氧周围的氢键的微观各向异性。在发射状态下，醇的羟基通过平面内模式与AF的羰基氧相互作用，而醇在非发射状态下通过平面外模式进行相互作用。由于在平面模式下的空间位阻，氢过氧化枯烯和二醇与乙醇相比，平面外模式更为常见。由于其简单的结构和电荷转移的性质，AF被认为是最适合检查通过氢键分子内的电荷转移激发单重态的无辐射失活的微观机理的分子。

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