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Exploring Self‐Assembly and Viscoelastic Behavior of Pyrene‐Based Fluorescent Hydrogel: Designing Paper Sensors for Water‐Soluble Explosives

Suraj Pise, Aritra Chatterjee, Nilanjan Dey

2025European Journal of Organic Chemistry10 citationsDOIOpen Access PDF

Abstract

Abstract Recently organic‐doped polyethyleneimine based hydrogels have emerged as smart responsive materials for optical sensing applications. To this end, herein we have designed and synthesized a biocompatible fluorescent hydrogel based on polyethyleneimine (PEI), incorporating pyrene as the polyaromatic signaling moiety. The self‐assembly properties of the composite materials were primarily influenced by the nature of the organic dopant, the degree of substitution, and the microenvironment. The presence of the polyaromatic scaffold, such as pyrene, not only affects the fluorescence properties of the molecules but also modulates the extent of cross‐linking by controlling π‐π stacking interactions. The hydrogel formation was observed in a methanol‐water (3 % v/v) mixture. Additionally, the pyrene‐attached hydrogel demonstrated promising potential for the highly sensitive detection of trinitrophenol (TNP), a toxic, water‐soluble explosive. Spectroscopic investigations revealed that the electrostatic interaction between the ammonium units of PYR‐PEI and picrate anions in aqueous medium facilitated charge transfer from pyrene to the picrate anion, resulting in a fluorescence turn‐off response. Along with fluorometric response, using rheological experiments we show that the viscoelastic behaviour of the polymer gels also varied significantly upon addition of TNP. To determine the viscoelastic parameters, a two‐term Maxwell model was used to fit the angular frequency‐dependent storage and loss moduli measurements. Additionally, hydrogel‐coated, highly robust, and reusable paper strips were also developed for on‐field detection of TNP.

Topics & Concepts

ChemistryPyreneExplosive materialFluorescenceViscoelasticitySelf-assemblyWater solubleSelf-healing hydrogelsNanotechnologyChemical engineeringPolymer sciencePolymer chemistryOrganic chemistryComposite materialPhysicsEngineeringQuantum mechanicsMaterials scienceEnergetic Materials and CombustionLuminescence and Fluorescent Materials
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