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Hydroxychalcone dyes that serve as color indicators for pH and fluoride ions

机译：用作pH和氟离子的颜色指示剂的羟基妥戈酮染料

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摘要

A chalcone, which is composed of two aromatic rings bridged by an alpha,beta-unsaturated carbonyl group, exhibits a variety of biological activities. With an objective to develop a novel chalcone-based functional dye, we have synthesized a chalcone diol CLN1, bearing two OH groups at the 2-positions on both phenyl rings, as well as reference compounds CLN2-6, and found that it serves as color indicators for pH and fluoride ions. CLN1showed a vivid color change from colorless to yellow (halochromism) in water at pH >= 10. Furthermore, it presented a selective color change from colorless to red upon the addition of TBAF in an organic solvent such as CH3CN. CLN1provided a strong red-shifted absorption band in the visible region under alkaline conditions in water and upon the addition of TBAF in CH3CN. The absorption spectral study together with TD-DFT calculations and X-ray crystallographic analysis revealed that the characteristic pi-resonant structures of CLN1caused by the ionization or OH-F(-)interactions and the planar conformation due to its intramolecular hydrogen bonding may provide a strong charge transfer (CT) absorption in the visible region.
机译：由由α，β不饱和羰基桥接的两个芳香环组成的Chalcone表现出各种生物活性。目的是开发新型基于Chalcode的功能染料，我们已经合成了一种螯氨酮DiOl ClN1，在苯环上的2个位置轴承两组OH基团，以及参考化合物ClN2-6，发现它用作pH和氟离子的颜色指示器。 Cln1在pH> = 10的水中从无色到黄色（虎球）的鲜颜色变化。此外，它在加入在有机溶剂如CH3CN中加入TBAF时，它呈现从无色到红色的选择性颜色变化。 CLN1在水中碱性条件下的可见区域中的强烈红移吸收带和加入CH3CN中的TBAF。吸收光谱研究与TD-DFT计算和X射线结晶分析显示，通过电离或OH-F（ - ）相互作用的ClN1分子的特征Pi-共振结构和由于其分子内氢键引起的平面构象可以提供a可见区域中的强电荷转移（CT）吸收。

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  • 来源
    《RSC Advances》 |2020年第61期|共10页
  • 作者

    Du Yanqing; Liang Fengying; Hu Mixia; Bu Ren; Wang Meiling; Tsuda Akihiko; Eerdun Chaolu;

  • 作者单位

    Inner Mongolia Med Univ Dept Pharmaceut Sci Hohhot 010110 Inner Mongolia Peoples R China;

    Inner Mongolia Med Univ Dept Pharmaceut Sci Hohhot 010110 Inner Mongolia Peoples R China;

    Inner Mongolia Med Univ Dept Pharmaceut Sci Hohhot 010110 Inner Mongolia Peoples R China;

    Inner Mongolia Med Univ Dept Pharmaceut Sci Hohhot 010110 Inner Mongolia Peoples R China;

    Inner Mongolia Med Univ Dept Pharmaceut Sci Hohhot 010110 Inner Mongolia Peoples R China;

    Inner Mongolia Med Univ Dept Pharmaceut Sci Hohhot 010110 Inner Mongolia Peoples R China;

    Inner Mongolia Med Univ Dept Pharmaceut Sci Hohhot 010110 Inner Mongolia Peoples R China;

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  • 正文语种 eng
  • 中图分类 化学;
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