One‐pot photoinduced synthesis of dansyl containing acrylamide hydrogels and their chemosensing properties

ABSTRACT Novel fluorescent acrylamide hydrogel containing dansyl moiety (DNS‐gel) was synthesized via free‐radical photopolymerization of acrylamide/N,N′‐methylenebisacrylamide by using dansyl chloride as a photoinitiator. DNS‐gel presented dual‐fluorescence emission when excited at 344 nm in aceton...

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Bibliographic Details
Published in:Journal of applied polymer science 2019-02, Vol.136 (8), p.n/a
Main Authors: Uygun, M., Doganci, E., Tasdelen, M. A., Gurek, A. G.
Format: Article
Language:English
Subjects:
Acetonitrile
Acrylamide
Charge transfer
Cobalt
dansyl
Fluorescence
heavy metal ion‐sensing
Hydrogels
Lead
Materials science
Mercury (metal)
Metal ions
Methylene bisacrylamide
Naphthalene
nitroaromatic compounds
Nitrophenol
Nitrotoluene
Organic chemistry
photoinitiation
Photopolymerization
Polymers
Synthesis
Trinitrotoluene
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Summary:ABSTRACT Novel fluorescent acrylamide hydrogel containing dansyl moiety (DNS‐gel) was synthesized via free‐radical photopolymerization of acrylamide/N,N′‐methylenebisacrylamide by using dansyl chloride as a photoinitiator. DNS‐gel presented dual‐fluorescence emission when excited at 344 nm in acetonitrile:water (1:1) solvent system due to twisted intramolecular charge transfer between dimethylamino and naphthalene units in the dansyl moiety. Synthesized fluorophore containing gel was utilized as a fluorescent sensor against specific metal ions (Pb2+, Hg2+, Co2+, Cd2+, Mn2+, and Zn2+) and nitroaromatic compounds [1,2‐dinitrobenzene, 2,4,6‐trinitro‐1‐phenol [picric acid (PA)], 4‐nitrophenol, 2,4,6‐trinitrotoluene, 2,4‐dinitrophenol (2,4‐DNP), and 2‐nitrotoluene]. Fluorescence intensity of DNS‐gel was diminished by degrees upon the infusion of metal ions and nitroaromatics. For all compounds, the greatest quenching effectiveness was attained in the presence of Co2+ (72.56%), PA (88.55%), and 2,4‐DNP, suggesting that DNS‐gel could be employed as a potential Co2+, PA, and 2,4‐DNP chemical probes. © 2018 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2019, 136, 47096. Dansyl containing hydrogels as fluorescent sensors are directly prepared by photopolymerization of acrylamide/N,N′‐methylenebisacrylamide using dansyl chloride as a photoinitiator.
ISSN:0021-8995
1097-4628
DOI:10.1002/app.47096