Hetero‐oligophenylene‐Based AIEE Material as a Multiple Probe for Biomolecules and Metal Ions to Construct Logic Circuits: Application in Bioelectronics and Chemionics

Bhalla, Vandana; Vij, Varun; Dhir, Abhimanew; Kumar, M.

doi:10.1002/chem.201103131

Cited by 39 publications

(34 citation statements)

References 52 publications

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“…In recent times, a number of organic luminogens display feeble emission in dilute solutions and become strong emissive in aggregated/solid‐state 20 . Molecule demonstrating fluorescence in aggregate or solid state has enormous application in opto‐electronic gadget like OLED and in cutting edge innovation 21–24 . Side by side, AIE phenomenon is a ready and enormous applied technique for nitroexplosive detection via fluorescence quenching 25,26 …”

Section: Introductionmentioning

confidence: 99%

“…20 Molecule demonstrating fluorescence in aggregate or solid state has enormous application in opto-electronic gadget like OLED and in cutting edge innovation. [21][22][23][24] Side by side, AIE phenomenon is a ready and enormous applied technique for nitroexplosive detection via fluorescence quenching. 25,26 In this connection, number of reports in literature on AIE property of salen based Schiff base.…”

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confidence: 99%

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Acetate ion augmented fluorescence sensing of Zn²⁺ by Salen‐based probe, AIE character, and application for picric acid detection

Das

Dolai²,

Dhara³

et al. 2021

Analytical Science Advances

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Counter anion-triggered metal ion detection has been rarely reported by fluorimetric method. To address this challenging issue, a fluorescent probe (H 2 L) has been synthesized from bromo-salicylaldehyde and hydrazine hydrate, and structurally characterized by single crystal X-ray diffraction. The probe shows very weak fluorescence itself.However, its emission intensity increases in the presence of Zn 2+ over other metal ions. Surprisingly, the emission profile of this probe in presence of Zn 2+ is augmented only when acetate anion (OAcŕ) is present as counter anion, that allows for precise quantitative analysis by spectroscopic studies. The compositions and complexation among the probe, Zn 2+ ion, and OAcŕ are supported by ESI-MS, 1 H-NMR, and Job's plot. Based on these studies, it is confirmed that the binding ratio between probe: metal is 1:2 and the detection limit (LOD) for the Zn 2+ is 2.18 μM. The probe is capable of recognizing Zn 2+ ion in the wide range of pH∼6.5-9.5, and it could be efficiently recycled by EDTA. Furthermore, the combinatorial molecular logic gate and memory device have been constructed from the fluorescent behavior of H 2 L with Zn 2+ , OAcŕ, and EDTA input as based on NOT and AND gates. Interestingly, the aggregation-induced emission (AIEE) phenomenon is also perceived with greater than 50% water content in organic water mixtures, which are then useful for the detection of picric acid often used as explosive.

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Section: Introductionmentioning

confidence: 99%

mentioning

confidence: 99%

Acetate ion augmented fluorescence sensing of Zn²⁺ by Salen‐based probe, AIE character, and application for picric acid detection

Das

Dolai²,

Dhara³

et al. 2021

Analytical Science Advances

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“…Bhalla et al, reported in 2012 synthesizing N-doped, hetero-oligophenylene via DA cycloaddition with CO extrusion involving 1,2-bis(3-pyridyl)acetylene and suitable cyclopentadienone derivative ( Scheme 93 ) [ 147 ].…”

Section: Cyclopentadienones For the Multisubstituted Benzene Ring And Naphthalene System Formationmentioning

confidence: 99%

Diels–Alder Cycloaddition with CO, CO2, SO2, or N2 Extrusion: A Powerful Tool for Material Chemistry

et al. 2021

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Phenyl, naphthyl, polyarylphenyl, coronene, and other aromatic and polyaromatic moieties primarily influence the final materials’ properties. One of the synthetic tools used to implement (hetero)aromatic moieties into final structures is Diels–Alder cycloaddition (DAC), typically combined with Scholl dehydrocondensation. Substituted 2-pyranones, 1,1-dioxothiophenes, and, especially, 1,3-cyclopentadienones are valuable substrates for [4 + 2] cycloaddition, leading to multisubstituted derivatives of benzene, naphthalene, and other aromatics. Cycloadditions of dienes can be carried out with extrusion of carbon dioxide, carbon oxide, or sulphur dioxide. When pyranones, dioxothiophenes, or cyclopentadienones and DA cycloaddition are aided with acetylenes including masked ones, conjugated or isolated diynes, or polyynes and arynes, aromatic systems are obtained. This review covers the development and the current state of knowledge regarding thermal DA cycloaddition of dienes mentioned above and dienophiles leading to (hetero)aromatics via CO, CO2, or SO2 extrusion. Particular attention was paid to the role that introduced aromatic moieties play in designing molecular structures with expected properties. Undoubtedly, the DAC variants described in this review, combined with other modern synthetic tools, constitute a convenient and efficient way of obtaining functionalized nanomaterials, continually showing the potential to impact materials sciences and new technologies in the nearest future.

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“…For the real time applications of these materials, the detection of analytes in aqueous media is important, thus, water compatiability of the organic building block is essential. In this context, in 2012, we reported the synthesis of hetero‐oligophenylene derivative 1 by applying the principles of AIE phenomenon [16] . Derivative 1 is a fully aromatic system prepared by covalently linking pyridyl/phenyl groups to the aromatic stator.…”

Section: Development Of Aie‐active Supramolecular Assemblies and Theimentioning

confidence: 99%

‘Light‐Up’ AIE‐Active Materials: Self‐Assembly, Molecular Recognition and Catalytic Applications

Kaur

Kumar

2020

The Chemical Record

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Aggregation induced emission enhancement (AIEE) is one of the most widely explored phenomena to develop ‘light up’ (fluorescent) materials having potential applications in the field of supramolecular chemistry, analytical chemistry and material chemistry. By applying the principles of host‐guest chemistry, we have developed a variety of aggregation induced emission (AIE/AEE) active materials having specific affinity for metal ions, electron deficient/electron rich analytes. The interactions between AIE active assemblies and metal ions are further tuned to prepare nanohybrids having potential applications as catalytic/photocatalytic systems in various organic transformations under eco‐friendly conditions. This account summarizes various design strategies developed in our labortary for the preparation of AIE/AEE active building blocks having sensing and catalytic applications.

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Hetero‐oligophenylene‐Based AIEE Material as a Multiple Probe for Biomolecules and Metal Ions to Construct Logic Circuits: Application in Bioelectronics and Chemionics

Cited by 39 publications

References 52 publications

Acetate ion augmented fluorescence sensing of Zn²⁺ by Salen‐based probe, AIE character, and application for picric acid detection

Acetate ion augmented fluorescence sensing of Zn²⁺ by Salen‐based probe, AIE character, and application for picric acid detection

Diels–Alder Cycloaddition with CO, CO2, SO2, or N2 Extrusion: A Powerful Tool for Material Chemistry

‘Light‐Up’ AIE‐Active Materials: Self‐Assembly, Molecular Recognition and Catalytic Applications

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Hetero‐oligophenylene‐Based AIEE Material as a Multiple Probe for Biomolecules and Metal Ions to Construct Logic Circuits: Application in Bioelectronics and Chemionics

Cited by 39 publications

References 52 publications

Acetate ion augmented fluorescence sensing of Zn2+ by Salen‐based probe, AIE character, and application for picric acid detection

Acetate ion augmented fluorescence sensing of Zn2+ by Salen‐based probe, AIE character, and application for picric acid detection

Diels–Alder Cycloaddition with CO, CO2, SO2, or N2 Extrusion: A Powerful Tool for Material Chemistry

‘Light‐Up’ AIE‐Active Materials: Self‐Assembly, Molecular Recognition and Catalytic Applications

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Product

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About

Acetate ion augmented fluorescence sensing of Zn²⁺ by Salen‐based probe, AIE character, and application for picric acid detection

Acetate ion augmented fluorescence sensing of Zn²⁺ by Salen‐based probe, AIE character, and application for picric acid detection