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Aryl ethers decorated gallic acid–naphthalimide conjugate: aggregation and sensing towards amines and F−
Supramolecular Chemistry ( IF 2.1 ) Pub Date : 2019-11-24 , DOI: 10.1080/10610278.2019.1690147
Chiranjit Pati 1 , Kumaresh Ghosh 1
Affiliation  

ABSTRACT A gelator 1 containing naphthalimide and gallic acid derivatives has been designed and synthesised. It forms instant orange-coloured gels from different solvents such as CH3CN-1,4-dioxane (5:1, v/v), toluene-1,4-dioxane (5:1, v/v) and dimethylsulfoxide (DMSO). The morphology of the gels reveals the fibrous network. CH3CN-1,4-dioxane (5:1, v/v) gel exhibits higher mechanical strength than toluene-1,4-dioxane (5:1, v/v) gel as confirmed from lower tan δ value (tan δ = G″av/G′av) in rheological experiment. The CH3CN-1,4-dioxane (5:1, v/v) gel of 1 exhibits sharp response towards aliphatic amines over the aromatic amines causing rapid gel-to-gel transition with colour change. On the other hand, toluene-1,4-dioxane (5:1, v/v) gel of 1 selectively senses fluoride ion (F−) from a series of other basic anions by exhibiting colour change (from orange to blackish brown) of the gel state. By contrast, CH3CN-1,4-dioxane (5:1, v/v) gel underwent gel-to-sol transition in the presence of several anions and did not show any selectivity in sensing. Gelator 1 also shows measurable interaction towards aliphatic amines, F− and AcO− in CH3CN with distinguishable features in electronic spectra and colour change. Compound 1 and F−-coated paper strip which exhibits colour change on heating and cooling has been successfully used as writing kit.

中文翻译:

芳基醚装饰没食子酸-萘二甲酰亚胺共轭物:对胺和 F− 的聚集和感应

摘要 设计并合成了含有萘二甲酰亚胺和没食子酸衍生物的凝胶剂 1。它由不同的溶剂形成即时橙色凝胶,例如 CH3CN-1,4-二恶烷 (5:1, v/v)、甲苯-1,4-二恶烷 (5:1, v/v) 和二甲亚砜 (DMSO) . 凝胶的形态揭示了纤维网络。CH3CN-1,4-二恶烷 (5:1, v/v) 凝胶显示出比甲苯-1,4-二恶烷 (5:1, v/v) 凝胶更高的机械强度,这从较低的 tan δ 值(tan δ = G″av/G'av) 在流变实验中。CH3CN-1,4-二恶烷 (5:1, v/v) 凝胶为 1 对脂肪胺比芳香胺表现出明显的响应,导致凝胶到凝胶的快速转变并伴随颜色变化。另一方面,甲苯-1,4-二恶烷 (5:1, v/v) 1 的凝胶通过显示凝胶状​​态的颜色变化(从橙色到黑褐色)选择性地从一系列其他碱性阴离子中检测氟离子 (F-)。相比之下,CH3CN-1,4-二恶烷 (5:1, v/v) 凝胶在几种阴离子的存在下经历了凝胶到溶胶的转变,并且在传感方面没有表现出任何选择性。凝胶剂 1 还显示了对 CH3CN 中脂肪胺、F- 和 AcO- 的可测量相互作用,在电子光谱和颜色变化中具有可区分的特征。化合物 1 和 F- 涂层纸条在加热和冷却时表现出颜色变化,已成功用作书写工具。凝胶剂 1 还显示了对 CH3CN 中脂肪胺、F- 和 AcO- 的可测量相互作用,在电子光谱和颜色变化中具有可区分的特征。化合物 1 和 F- 涂层纸条在加热和冷却时表现出颜色变化,已成功用作书写工具。凝胶剂 1 还显示了对 CH3CN 中脂肪胺、F- 和 AcO- 的可测量相互作用,在电子光谱和颜色变化中具有可区分的特征。化合物 1 和 F- 涂层纸条在加热和冷却时表现出颜色变化,已成功用作书写工具。
更新日期:2019-11-24
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