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首页> 外文期刊>The journal of physical chemistry, A. Molecules, spectroscopy, kinetics, environment, & general theory >α,ω-Diphenylpolyenes Cabable of Exhibiting Twisted Intramolecular Charge Transfer Fluorescence: A Fluorescence and Fluorescence Probe Study of Nitro- and Nitrocyano-Substituted 1,4-Diphenylbutadienes
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α,ω-Diphenylpolyenes Cabable of Exhibiting Twisted Intramolecular Charge Transfer Fluorescence: A Fluorescence and Fluorescence Probe Study of Nitro- and Nitrocyano-Substituted 1,4-Diphenylbutadienes

机译：可以表现出扭曲的分子内电荷转移荧光的α，ω-二苯基多烯：硝基和硝基氰基取代的1,4-二苯基丁二烯的荧光和荧光探针研究

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摘要

1,4-Diphenylbutadiene compounds, namely 1-p-cyanophenyl-4-phenylbuta-1E,3E-diene (2), 1-p-nitrophenyl-4-phenylbuta-1E,3E-diene (3), 1-cyano-1,4-diphenylbuta-1Z,3E-diene (4), 1-p-cyanophenyl-4-p-nitrophenylbuta-1E,3E-diene (5), 1-cyano-1-p-nitrophenyl-4-phenylbuta-1Z,3E-diene (6), and 1-cyano-1-phenyl-4-p-nitrophenylbuta-1Z,3E-diene (7), have been synthesized and their absorption and fluorescence properties in organic solvents, water-dioxane, and SDS, CTAB, and Triton-X-100 micelles have been investigated. The fluorescence behavior of these dienes has also been examined in ethanol-methanol (1:1) matrix at 298 and 77 K. The dienes with nitro substituents on the aromatic ring are capable of exhibiting dramatically red-shifted fluorescence emission due to twisted intramolecular charge-transfer excited states. The fluorescence properties of nitro-substituted dienes 3, and 5-7 have been utilized to probe the microenvironment of SDS and CTAB micelles in terms of dielectric constant of water-micelle interface, location of the probe molecules in the micelles, and the cmc values. This study has brought out interesting features of the excited state structure and potential energy surface of diphenylpolyenes. It further provides new directions for the development of fluorescence probes as sensors and reporters of microenvironments of organized assemblies.
机译：1,4-二苯基丁二烯化合物，即1-对-氰基苯基-4-苯基丁-1E，3E-二烯（2），1-对-硝基苯基-4-苯基丁-1E，3E-二烯（3），1-氰基- 1,4-二苯基丁-1Z，3E-二烯（4），1-对-氰基苯基-4-对-硝基苯基丁-1E，3E-二烯（5），1-氰基-1-对-硝基苯基-4-苯丁-合成了1Z，3E-二烯（6）和1-氰基-1-苯基-4-对硝基苯基丁1-1,3E-二烯（7），它们在有机溶剂，水-二恶烷中的吸收和荧光性质已经研究了SDS，CTAB和Triton-X-100胶束。还已在乙醇和甲醇（1：1）基质中于298和77 K下检查了这些二烯的荧光行为。由于扭曲的分子内电荷，芳环上带有硝基取代基的二烯能够显示出显着的红移荧光发射-转移激发态。根据水-胶束界面的介电常数，探针分子在胶束中的位置以及cmc值，利用硝基取代的二烯3和5-7的荧光性质来探测SDS和CTAB胶束的微环境。 。这项研究提出了有趣的二苯多烯的激发态结构和势能表面特征。它进一步为开发荧光探针作为组织装配的微环境的传感器和报告分子提供了新的方向。

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