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首页> 外文期刊>New Journal of Chemistry >Structure controlled solvatochromism and halochromic fluorescence switching of 2,2 '-bipyridine based donor-acceptor derivatives
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Structure controlled solvatochromism and halochromic fluorescence switching of 2,2 '-bipyridine based donor-acceptor derivatives

机译:基于2,2'-苯吡啶的供体衍生物的结构受控溶液和脱色荧光切换

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摘要

Simple donor-acceptor derivatives were prepared by substituting alicyclic amines into the 2,2 '-bipyridine (Bpy) core unit and they exhibited a substituent structure dependent solution and solid state fluorescence, solvatochromism, and halochromic fluorescence switching in solution and solid state. Structural studies showed the formation ofs-transconformation with the internal cancellation of dipoles in solid state. However, the protonation of the pyridine unit produceds-cisconformation. Pyrrolidine (Bpy-Pyr) and piperidine (Bpy-Pip) substituted Bpy derivatives showed strong solid state fluorescence compared to other compounds. Substituent structure dependent reversible fluorescence switching was observed upon exposure to trifluoroacetic acid (TFA) and ammonia (NH3). Interestingly, theN-methyl piperazine (1MP) substituted compound (Bpy-1MP) showed comparatively strong fluorescence under acidic conditions compared to basic conditions. In contrast,Bpy-Pyrshowed strong fluorescence under basic conditions compared to acidic conditions. The absorption studies also revealed different changes with respect to pH for both compounds. The subtle structure-controlled fluorescence modulation with pH could be of potential interest for bio-imaging and optical devices.
机译:通过将脂环胺替代到2,2'-β-吡啶(BPY)核心单元中制备简单的供体衍生物,并且它们表现出取代基结构依赖性溶液和固态荧光,溶剂溶解度和溶液和固态的嗜酚荧光切换。结构研究表明,在固态中与内部取消偶极子的倍转形成。然而,吡啶单元的质子化产生 - Cisconformation。吡咯烷(BPY-PYR)和哌啶(BPY-PIP)取代的BPY衍生物显示与其他化合物相比的强固态荧光。在暴露于三氟乙酸(TFA)和氨(NH3)时观察取代基结构依赖性荧光切换。有趣的是,与碱性条件相比,甲基哌嗪(1MP)取代的化合物(BPY-1MP)在酸性条件下表现出相对强的荧光。相比之下,与酸性条件相比,基本条件下的Bpy-Pyrshowed荧光强。吸收研究还揭示了两种化合物对pH的不同变化。具有pH的微妙结构控制的荧光调制可能对生物成像和光学装置具有潜在的兴趣。

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  • 来源
    《New Journal of Chemistry》 |2020年第34期|共8页
  • 作者单位

    Karunya Inst Technol &

    Sci Dept Appl Chem Coimbatore 641114 Tamil Nadu India;

    SASTRA Deemed Univ Sch Chem &

    Biotechnol Thanjavur 613401 Tamil Nadu India;

    Karunya Inst Technol &

    Sci Dept Appl Chem Coimbatore 641114 Tamil Nadu India;

    SASTRA Deemed Univ Sch Chem &

    Biotechnol Thanjavur 613401 Tamil Nadu India;

    Pohong Accelerator Lab Beamline Dept 80 Jigokro 127 Beongil Pohang Gyeongbuk South Korea;

    Karunya Inst Technol &

    Sci Dept Appl Chem Coimbatore 641114 Tamil Nadu India;

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  • 正文语种 eng
  • 中图分类 化学;
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