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首页> 外文期刊>Dalton transactions: An international journal of inorganic chemistry >Colorimetric detection of fluoride ions by anthraimidazoledione based sensors in the presence of Cu(II) ions
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Colorimetric detection of fluoride ions by anthraimidazoledione based sensors in the presence of Cu(II) ions

机译：在铜（II）离子存在下使用蒽咪唑二酮基传感器比色检测氟离子

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摘要

Anthraquinone based anion receptors have gained importance due to their colorimetric response on sensing a specific anion and the possibility of tuning this property by varying the conjugated moiety (the donor) to the diamine. In this work, we have synthesized and characterized four anthraimidazoledione compounds having 2,5-dihydroxy benzene, 4-(bis(2-chloroethyl) amino) benzene, imidazole and 4-methylthiazole moieties respectively (1-4). All of them were probed for their potential as anion sensors to study the effect of changes in the hydrogen bond donor-acceptor. The p-hydroquinone bound anthraimidazoledione (1) and thioimidazole bound anthraimidazoledione (4) were able to detect both F- and CN- in the presence of other anions Cl-, Br-, I-, H2PO4-, OAc-, NO3- and ClO4-. Both 1 and 4 could not differentiate F- from CN- and provided a similar response to both. The H-1 NMR studies of 1 and 4 with F-, showed the formation of [HF2](-)at 16.3 ppm and the F-19 NMR showed a sharp peak at -145 ppm in both cases. However, although there may be NMR evidence of [HF2](-) formation F- may not be detected colorimetrically if the CT band remains almost unchanged, as found for 3. The results emphasize that the change of a hetero atom in the donor moiety of an anthraimidazoledione may render a large difference in sensitivity. In the case of 4 selective detection of F- was possible in the presence of 0.5 equivalent of Cu2+ with the exhibition of a distinct green colour with a Delta lambda shift of ca. 50 nm in contrast to CN- which showed orange colouration with a Delta lambda shift of only 15 nm. In the presence of Cu2+ the F- detection limit was 0.038(5) ppm (below the WHO specified level) at a receptor concentration of 25 mu M.
机译：基于蒽醌的阴离子受体由于其在感测特定阴离子时的比色响应以及通过改变与二胺的共轭部分（供体）来调节该性质的可能性而变得越来越重要。在这项工作中，我们合成并表征了分别具有2,5-二羟基苯，4-（双（2-氯乙基）氨基）苯，咪唑和4-甲基噻唑部分的四种蒽咪唑二酮化合物（1-4）。研究了所有这些化合物作为阴离子传感器的潜力，以研究氢键供体-受体变化的影响。对苯二酚结合的蒽咪唑二酮（1）和硫咪唑结合的蒽咪唑二酮（4）在其他阴离子Cl-，Br-，I-，H2PO4-，OAc-，NO3-和ClO 4-。 1和4都无法将F-与CN-区分开，并且对两者都提供了类似的响应。用F-对1和4进行的H-1 NMR研究表明，在两种情况下均以16.3 ppm的峰形成了[HF2]（-），而F-19 NMR在-145 ppm的峰上出现了一个尖峰。但是，尽管有NMR证据表明，如果CT谱带几乎保持不变，则无法比色检测[HF2]（-）的形成F-，如针对3的结果。结果强调，供体部分中杂原子的变化蒽咪唑二酮的敏感性可能会有很大差异。在4的情况下，在存在0.5当量的Cu2 +的情况下，可以选择性地检测到F-，并且显示出明显的绿色，Δλ偏移为。与CN-相比为50 nm，CN-显示为橙色，Deltaλ偏移仅为15 nm。在存在Cu2 +的情况下，当受体浓度为25μM时，F-检测限为0.038（5）ppm（低于WHO指定水平）。

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