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One‐pot photoinduced synthesis of dansyl containing acrylamide hydrogels and their chemosensing properties
Author(s) -
Uygun M.,
Doganci E.,
Tasdelen M. A.,
Gurek A. G.
Publication year - 2019
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.47096
Subject(s) - acrylamide , picric acid , chemistry , fluorescence , fluorophore , photoinitiator , moiety , photochemistry , metal ions in aqueous solution , photopolymer , self healing hydrogels , acetonitrile , dansyl chloride , quenching (fluorescence) , polymer chemistry , nuclear chemistry , polymerization , metal , organic chemistry , copolymer , derivatization , high performance liquid chromatography , physics , monomer , quantum mechanics , polymer
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 (Pb 2+ , Hg 2+ , Co 2+ , Cd 2+ , Mn 2+ , and Zn 2+ ) 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 Co 2+ (72.56%), PA (88.55%), and 2,4‐DNP, suggesting that DNS‐gel could be employed as a potential Co 2+ , PA, and 2,4‐DNP chemical probes. © 2018 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2019 , 136 , 47096.