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Development of an anthraquinone-based cyanide colorimetric sensor with activated C–H group: Large absorption red shift and application in food and water samples
Tetrahedron ( IF 2.1 ) Pub Date : 2020-08-11 , DOI: 10.1016/j.tet.2020.131479
Tingting Zhu , Zheyao Li , Chao Fu , Lu Chen , Xi Chen , Chen Gao , Shuhan Zhang , Chuanxiang Liu

Development of colorimetric sensors has emerged as an attractive strategy for cyanide detection owing to their unique advantages, including simple visual detection and economical nature. In this work, anthraquinone derivatives (3a-d) have been easily prepared via nucleophilic substitution of 1-chloro anthraquinone with substituted phenylacetonitriles, with only nitro-substituted anthraquinone 3d displaying colorimetric sensor capabilities. The sensor showed good selectivity, reversibility and reusability toward cyanide detection, as well as efficient naked-eye color change from colorless to blue-purple in a neutral aqueous medium. The deprotonation mechanism of CH was investigated by NMR spectroscopy and supported by DFT calculations. Furthermore, the sensor 3d was successfully loaded onto test strips as a convenient and efficient solid-state sensor for cyanide detection. It was utilized for cyanide detection in cassava flour and bitter almonds food samples, as well as displaying excellent performance in real-world water samples.



中文翻译:

带有活化CH基团的基于蒽醌的氰化物比色传感器的开发:大吸收红移及其在食品和水样中的应用

由于比色传感器的独特优势,包括简单的视觉检测和经济的特性,比色传感器的发展已成为一种有吸引力的氰化物检测策略。在这项工作中,蒽醌衍生物(3a-d)很容易通过仅用硝基取代的蒽醌3d用取代的苯乙腈亲核取代1-氯蒽醌来制备。显示比色传感器功能。该传感器对氰化物检测显示出良好的选择性,可逆性和可重复使用性,以及在中性水性介质中从无色到蓝紫色的有效裸眼颜色变化。CH的去质子化机理已通过NMR光谱学研究并得到DFT计算的支持。此外,传感器3d作为用于氰化物检测的方便,高效的固态传感器成功地加载到测试条上。它被用于木薯粉和苦杏仁食品样品中的氰化物检测,并在实际的水样品中显示出优异的性能。

更新日期:2020-08-28
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