Jump to main content
Jump to site search


Pyrazoloanthrone-functionalized fluorescent copolymer for the detection and rapid analysis of nitroaromatics

Author affiliations

Abstract

The development of sensors for rapid detection of chemical explosives with high sensitivity and selectivity is the focus of many research groups. In this work, we have developed a simple and straightforward synthesis of a block (co)polymer functionalized with pyrazoloanthrone (SP). The block (co)polymer was synthesized via reversible addition–fragmentation chain-transfer (RAFT) polymerization of 2-hydroxyethyl acrylate using a PEG-functionalized RAFT-agent. Subsequently, the SP was coupled to the poly(2-hydroxyethyl acrylate) block through DCC coupling. The structural and physicochemical properties of the (co)polymer were studied to explore its potential towards the detection of nitroaromatics as a model for explosives. A systematic comparison is made on the chemosensing behavior of the (co)polymer and three small molecule pyrazoloanthrone analogues with different functional groups (SP, SP–OH and SP–COOH). Fluorescence studies demonstrated a significant decrease in the fluorescence intensity of the four fluorophores in the presence of different nitroaromatics and showed unprecedented selectivity for 2,4,6 trinitrophenol (TNP). The Stern–Volmer rate constants (Ksv) of the SP-functionalized copolymer (Ksv = 9.74 × 104 M−1) showed an ∼3.7 times higher quenching rate constant than its monomer analog (SP) for TNP with a limit of detection (LOD) of 19 ppm. A static quenching mechanism with photoinduced electron transfer process, intermolecular hydrogen bonding and electrostatic interactions induce turn off fluorescence behavior. The interference studies with other nitroaromatics in an aqueous medium and real-time analysis in the solid-state methods demonstrate the potential of the block (co)polymer towards practical applications.

Graphical abstract: Pyrazoloanthrone-functionalized fluorescent copolymer for the detection and rapid analysis of nitroaromatics

Back to tab navigation

Supplementary files

Article information


Submitted
05 Aug 2020
Accepted
29 Sep 2020
First published
30 Sep 2020

Mater. Chem. Front., 2020, Advance Article
Article type
Research Article

Pyrazoloanthrone-functionalized fluorescent copolymer for the detection and rapid analysis of nitroaromatics

S. Saravanan, R. Ahmad, S. Kasthuri, K. Pal, S. Raviteja, P. Nagaraaj, R. Hoogenboom, V. Nutalapati and S. Maji, Mater. Chem. Front., 2020, Advance Article , DOI: 10.1039/D0QM00563K

Social activity

Search articles by author

Spotlight

Advertisements