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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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