Supramolecular polymer for explosives sensing: role of H-bonding in enhancement of sensitivity in the solid state

Gole, Bappaditya; Shanmugaraju, Sankarasekaran; Bar, Arun Kumar; Mukherjee, Partha Sarathi

doi:10.1039/c1cc13925h

Cited by 168 publications

(85 citation statements)

References 22 publications

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“…The sensitive detection of explosives, such as 2,4-dinitrotoluene (DNT), 2,4,6-trinitrotoluene (TNT), and picric acid (PA), has aroused much interest owing to its implications in forensics, antiterrorist activities, and global demining projects. [23] Herein, we explored the applicability of emissive hb-P1/2 nanoaggregates as an explosives probe. Owing to its commercial availability, PA was chosen as a model explosive.…”

Section: Wwwchemeurjorgmentioning

confidence: 99%

Conjugated Hyperbranched Poly(aryleneethynylene)s: Synthesis, Photophysical Properties, Superquenching by Explosive, Photopatternability, and Tunable High Refractive Indices

Yuan

Lam

et al. 2012

Chemistry A European J

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Triphenylamine (TPA)-based conjugated hyperbranched poly(aryleneethynylene)s (PAEs), hb-P1/2, hb-P1/3, and hb-P1/4, were synthesized with high molecular weights and good solubilities through Sonogashira coupling reactions. These PAEs exhibited outstanding thermal stabilities and different emission behaviors. Tetraphenylethene (TPE)-containing hb-P1/2 fluoresced faintly in THF, although its light emission was enhanced by aggregate formation in aqueous media or in thin films, thereby exhibiting an aggregation-induced emission-enhancement (AIEE) effect. Whereas 1,1,2,3,4,5-hexaphenylsilole (HPS)-bearing hb-P1/3 showed no significant change in emission intensity with increasing water content in aqueous media, hb-P1/4, which consisted of TPA-fluorenone donor-acceptor groups, presented almost identical absorptions, but both positive and negative solvatochromic emissions in various solvents. A superquenching effect was observed in the picric-acid-detection process by using nanosuspensions of hb-P1/2. All of the polymers possessed good film formability. UV irradiation of the thin films induced simultaneous photobleaching and cross-linking, thus making them applicable in the fabrication of 2D and 3D patterns. Furthermore, the polymer films also showed high refractive indices, which were tunable upon exposure to UV light.

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Section: Wwwchemeurjorgmentioning

confidence: 99%

Conjugated Hyperbranched Poly(aryleneethynylene)s: Synthesis, Photophysical Properties, Superquenching by Explosive, Photopatternability, and Tunable High Refractive Indices

Yuan

Lam

et al. 2012

Chemistry A European J

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“…2,24 On the flipside, fluorescent probe based method harnessed from photoluminescence (PL)-based chemosensors possess unparalleled sensitivity, selectivity, low instrumentation cost, portability, short response time, and dual compatibility in solid and solution media. 5,[30][31][32] Several luminescent probes have been explored as fluorescence based explosive-sensors till date, 12,22,[33][34][35][36][37][38][39][40][41][42][43][44][45][46][47][48][49][50] but their multi-step processing, toxicity and lack of control over molecular organization limits their wide use. 8,51 In fact, literature reports on fluorophore probe-based explosive sensing in water have been indeed scarce.…”

mentioning

confidence: 99%

Exploitation of Guest Accessible Aliphatic Amine Functionality of a Metal–Organic Framework for Selective Detection of 2,4,6-Trinitrophenol (TNP) in Water

Mukherjee

Desai

Manna

et al. 2015

Crystal Growth & Design

137

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Highly selective and sensitive aqueous phase-detection of well-known nitro explosive environmental pollutant 2,4,6-Trinitrophenol (TNP) by a water-stable, porous luminescent metal-organic framework has been reported. The presence of guest accessible aliphatic amine functionality in the MOF channels has been strategically harnessed for serving the purpose of exclusive TNP-sensing in water even in concurrent presence of other nitro aromatic and nitro aliphatic analytes.

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“…In this regards, supramolecular polymers and metal-organic frameworks (MOFs) have emerged as highly promising materials in recent times for sensing NACs explo- TNT high [34] sives. [35][36][37] Our designed discrete systems are quite selective for electron poor nitroaromatics. After achieving such selectivity, the next objective would be to enhance sensitivity so that the presence of even a few molecules of explosive can be detected efficiently.…”

Section: Discussionmentioning

confidence: 99%

Self‐Assembled Discrete Molecules for Sensing Nitroaromatics

Shanmugaraju

Mukherjee

2015

Chemistry A European J

Self Cite

187

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Efficient sensing of trace amount nitroaromatic (NAC) explosives has become a major research focus in recent time due to concerns over national security as well as their role as environment pollutants. NO2 -containing electron-deficient aromatic compounds, such as picric acid (PA), trinitrotoluene (TNT), and dinitrotoluene (DNT), are the common constituents of many commercially available chemical explosives. In this article, we have summarized our recent developments on the rational design of electron-rich self-assembled discrete molecular sensors and their efficacy in sensing nitroaromatics both in solution as well as in vapor phase. Several π-electron-rich fluorescent metallacycles (squares, rectangles, and tweezers/pincers) and metallacages (trigonal and tetragonal prisms) have been synthesized by means of metal-ligand coordination-bonding interactions, with enough internal space to accommodate electron-deficient nitroaromatics at the molecular level by multiple supramolecular interactions. Such interactions subsequently result in the detectable fluorescence quenching of sensors even in the presence of trace quantities of nitroaromatics. The fascinating sensing characteristics of molecular architectures discussed in this article may enable future development of improved sensors for nitroaromatic explosives.

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Supramolecular polymer for explosives sensing: role of H-bonding in enhancement of sensitivity in the solid state

Abstract: A π-electron rich supramolecular polymer as an efficient fluorescent sensor for electron deficient nitroaromatic explosives has been synthesized, and the role of H-bonding in dramatic amplification of sensitivity/fluorescence quenching efficiency in the solid state has been established.

Cited by 168 publications

References 22 publications

Conjugated Hyperbranched Poly(aryleneethynylene)s: Synthesis, Photophysical Properties, Superquenching by Explosive, Photopatternability, and Tunable High Refractive Indices

Conjugated Hyperbranched Poly(aryleneethynylene)s: Synthesis, Photophysical Properties, Superquenching by Explosive, Photopatternability, and Tunable High Refractive Indices

Exploitation of Guest Accessible Aliphatic Amine Functionality of a Metal–Organic Framework for Selective Detection of 2,4,6-Trinitrophenol (TNP) in Water

Self‐Assembled Discrete Molecules for Sensing Nitroaromatics

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