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4-四氢喹啉酮的合成及发光性能
Synthesis and Fluorescent Property of 4-Tetrahydroquinolone

作  者: ; ; ;

机构地区: 东南大学化学化工学院

出  处: 《发光学报》 2006年第3期378-382,共5页

摘  要: 对喹吖啶酮结构改造合成了新型结构荧光体4-四氢喹啉酮,对其吸收光谱及荧光光谱进行了研究,发现该化合物的吸收峰及荧光发射峰随溶剂极性的增加而不断红移,表明荧光来源于分子内激发态电荷转移发光。该化合物在固态即显示荧光,表明经结构改造后,消除了喹吖啶酮类的固态荧光猝灭效应。4-四氢喹啉酮结构简单,易于合成和结构修饰。这对于寻找新的主体荧光发射材料具有重大意义。 Quinacridone sensors or photoreceptors was widely used as organic pigment for the applications of high-sensitivity photorequired for electro-photography, solar cells. Meanwhile, quinacridone was used often as a fluorescent guest in organic LED although it has no strong emission property in the solid state. In order to looking for derivatives of quinacridone with strong emission property in the solid state, 4-tetrahydroquinolone as its derivative was designed and synthesized. The structure was also characterized by ^1H NMR and IR. 4-tetrahydroquinolone exists fluorescence in the solid state. Both the absorption and emission spectra in solvents with different polarities and with different concentrations were determined. It was found that extinction effect exists with increase in concentration, it means 4-tetrahydroquinolone is a fluorescent derivative of quinacridone and the extinction effect may be caused by non-radiative process or by reabsorption in high concentrations. It was also found that both the absorption band in absorption spectra and the emission band in emission spectra exhibit red shifts with increase of the solvents polarity. The relationship between the Stoke's shifts and the polarity of non protonic solvents was depicted by Lippert equation and the relative coefficient is 0. 999 8. It is concluded that the fluorescence come from the photo-induced intramolecular charge transfer in the excitedstate. The Stoke's shifts in methanol is much greater than that in non protonic solvents and is not suitable to Lippert equation. It means the change of dipole moment from the ground state to the excited state is larger in protonic solvent and hydrogen bond may exist between 4-tetrahydroquinolone and methanol. In a word, 4-tetrahydroquinolone is a new photo-induced intramolecular charge transfer fluorescent compound with emission property in the solid state, it may be used in electroluminescent device as a emitting compound.

关 键 词: 四氢喹啉酮 分子内电荷转移 发光

领  域: [理学] [理学]

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