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首页> 外文期刊>RSC Advances >Unusual spectroscopic and photophysical properties of meso-tert-butylBODIPY in comparison to related alkylated BODIPY dyes
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Unusual spectroscopic and photophysical properties of meso-tert-butylBODIPY in comparison to related alkylated BODIPY dyes

机译：与相关烷基化Bavipy染料相比，中福丁基小胆的异常光谱和光学性质

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摘要

Five alkyl-substituted difluoroboron dipyrrin (BODIPY) dyes have been synthesized: three with a methyl, isopropyl or tert-butyl group at the meso-position of the BODIPY core and two substituted with one or two tert-butyl functions at the 3/5-positions. X-Ray structural analysis, UV-vis absorption spectroscopy and fluorescence (steady-state and time-resolved) techniques have been used to study the structures and the spectroscopic/photophysical properties of these dyes. All but one of these BODIPYs are highly fluorescent in all the solvents tested, the exception being meso-tert-butylBODIPY (2). Derivative 2 differs from the other alkylated boron dipyrrins as it exhibits a broad and red-shifted fluorescence band with a large Stokes shift. In addition, very low fluorescence quantum yields and short fluorescence lifetimes characterize 2. Quantum chemical calculations indicate that 2 has a distorted, nonplanar geometry in the S1 excited state due to the rotation of 8-tert-butyl group. Our results lead us to the conclusion that the torsional rotation about the bond connecting the meso-C and the quarternary C of the tert-butyl group of 2 plays a crucial role in the fast radiationless deactivation of this isomer.
机译：五烷基取代difluoroboron dipyrrin（BODIPY）染料已经被合成：3用甲基，异丙基或叔丁基，在在3/5与一个或两个叔丁基取代的功能的BODIPY芯和两个的内消旋 - 位置位上。 X射线结构分析，紫外 - 可见吸收光谱和荧光（稳态和时间分辨）技术已被用于研究的结构和这些染料的光谱/光物理特性。所有但这些BODIPYs之一是在所有测试的溶剂高度荧光的，例外是内消旋 - 叔butylBODIPY（2）。从其他烷基化硼dipyrrins衍生物2度的不同，因为它显示出宽的和具有大的斯托克斯位移红移荧光带。此外，非常低的荧光量子产率和短的荧光寿命表征2.量子化学计算表明，2在S1激发态扭曲，非平面的几何形状由于8-叔丁基的旋转。我们的研究结果导致我们的结论是，有关连接中观-C和叔丁基2的季C中债券的扭转旋转起着该异构体的快速无辐射失活了至关重要的作用。

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  • 来源
    《RSC Advances》 |2015年第109期|共14页
  • 作者

    Lijuan Jiao; Changjiang Yu; Jun Wang;

  • 作者单位

    Laboratory of Functional Molecular Solids Ministry of Education Anhui Laboratory of Molecule-Based Materials School of Chemistry and Materials Science Anhui Normal University Wuhu Anhui China 241000.;

    Laboratory of Functional Molecular Solids Ministry of Education Anhui Laboratory of Molecule-Based Materials School of Chemistry and Materials Science Anhui Normal University Wuhu Anhui China 241000.;

    Laboratory of Functional Molecular Solids Ministry of Education Anhui Laboratory of Molecule-Based Materials School of Chemistry and Materials Science Anhui Normal University Wuhu Anhui China 241000.;

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  • 正文语种 eng
  • 中图分类 化学;
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