Azo and imine functionalized 2-naphthols: promising supramolecular gelators for selective detection of Fe3+ and Cu2+, reactive oxygen species and halides†,Materials Chemistry Frontiers

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Azo and imine functionalized 2-naphthols: promising supramolecular gelators for selective detection of Fe3+ and Cu2+, reactive oxygen species and halides†
Materials Chemistry Frontiers ( IF 6.0 ) Pub Date : 2018-08-08 00:00:00 , DOI: 10.1039/c8qm00257f
Atanu Panja _{1,

2,

3,

4} , Kumaresh Ghosh _{1,

2,

3,

4}

Affiliation

Azo and imine functionalised 2-naphthols 1–3 have been established as low molecular weight supramolecular gelators (LMWGs). Hydrogen bonding and π–π stacking between the naphthalene units contribute a weak force for gelation. The gels have sufficient mechanical strength and are responsive to multiple ions. While the gel of 1 in CH₃CN : H₂O (1 : 1, v/v) is responsive to Fe³⁺ and Cu²⁺ ions, under identical conditions the gel of 2 is sensitive to Fe³⁺ ions involving a gel-to-sol transition. The imine compound 3 in its gel state (DMSO : H₂O; 1 : 1 v/v) displays selective interaction with Fe³⁺ ions over a series of other metal ions through a color change of the gel state from yellow to dark brown. Compound 3, in this context, is an LMWG that selectively detects Fe³⁺ and also Fe²⁺ in the presence of an oxidising agent. Oxidation of Fe²⁺ by reactive oxygen species (ROS) and its subsequent colorimetric effect on the gel of 3 finds application in ROS detection. Moreover, the Fe³⁺ ion-induced colored gel of 3 successfully senses F⁻ ions visually from other halides. For real-life application, a test strip of 3 for the detection of these analytes and also its use as a rewritable display material and combinational logic gate system are demonstrated.

中文翻译：

偶氮和亚胺官能化的2-萘酚：有望用于选择性检测Fe ³⁺和Cu ²⁺，活性氧和卤化物的超分子凝胶剂†

偶氮和亚胺官能化的2-萘酚1-3已被确立为低分子量超分子凝胶剂（LMWGs）。氢键和萘单元之间的π-π堆积对胶凝作用产生较小的作用力。凝胶具有足够的机械强度，并且对多种离子有反应。尽管CH ₃ CN：H ₂ O中的1的凝胶（1：1，v / v）对Fe ³⁺和Cu ²⁺离子有响应，但在相同条件下2的凝胶对Fe ³⁺离子敏感，涉及到凝胶到溶胶的转变。亚胺化合物3处于凝胶状态（DMSO：H ₂O; 1：1 v / v）通过从黄色到深棕色的凝胶状态颜色变化，显示出与Fe ³⁺离子在一系列其他金属离子上的选择性相互作用。在本文中，化合物3是LMWG，其在氧化剂存在下选择性地检测Fe ³⁺以及Fe ²⁺。Fe ²⁺被活性氧（ROS）氧化并随后对3的凝胶进行比色作用可用于ROS检测。此外，铁³⁺离子诱导的有色的凝胶3成功感测˚F ^-离子从视觉以外的卤化物。对于现实生活中的应用，试纸条为3 展示了用于检测这些分析物的方法，以及将其用作可重写显示材料和组合逻辑门系统的用途。

更新日期：2018-08-08

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