香豆素-咪唑类荧光染料的设计与研究

合成了不同给电子取代基(羟基、丁氧基、二乙基氨基等)的菲并9,10-d]咪唑(CA1~CA6)或4,5-二苯基咪唑(CB1~CB6)修饰的香豆素衍生物,初步考察了它们的溶液发光和固体发光现象.研究表明,当香豆素取代基为氨基时,化合物在二氯甲烷中的荧光较强,而羟基取代、丁氧基取代或者无取代的衍生物在二氯甲烷中的荧光都很弱,而菲并9,10-d]咪唑修饰的衍生物CA1~CA5的溶液荧光要比4,5-二苯基取代咪唑修饰的衍生物CB1~CB5的溶液强.另外,染料分子的分子内氢键强度及咪唑基-香豆素环间二面角大小都会对染料分子的发光性能产生影响.

Design and Study of Coumarin-Imidazol Dyes

A series of phenanthro9,10-d]imidazole(CA1~CA6) or 4,5-diphenyl imidazole(CB1~CB6) modified coumarin derivatives with different electron-donating substitutes were synthesized, and their fluorescences in organic solvent and solid were primarily explored. The results showed that the amino substituents in coumarin skelton enabled strong fluorescence in dichloromethane, while hydroxyl-, butoxyl-, or non-substituted derivatives showed very weak emission in dichloromethane. Meanwhile, phenanthro9,10-d]imidazole modified coumarin dervatives CA1~CA5 exhibited stronger fluorescence than that of 4,5-diphenyl imidazole modified ones. Additionally, the strenghts of intramolecular hydrogen bond as well as the dihedral angles of the imidazole moiety and coumarin ring affected the optical properties of these dyes.