TY - JOUR
T1 - Pyrene-appended imidazolium probes as 3,5-dinitrosalicylic acid sensors in 10% aqueous media
AU - Kumar, Ashwani
AU - Pandith, Anup
AU - Kim, Hong Seok
N1 - Funding Information:
This research was supported by the Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Science, ICT and Future Planning ( 2013R1A1A2006777 ).
Publisher Copyright:
© 2015 Elsevier Ltd.
PY - 2015/7/27
Y1 - 2015/7/27
N2 - Abstract Pyrene-appended imidazolium salts (1 and 2) were synthesized for sensing of salicylic acids and they selectively and sensitively detected 3,5-dinitrosalicylic acid (3,5-DNSA) in pH 7.4 PBS-EtOH (1:9) solution. The interaction of 3,5-DNSA with 1 and 2 was examined by UV-visible, fluorescence, and 1H NMR spectroscopy and was supported by DFT calculations. The binding of 3,5-DNSA to probe 2 leads to complete quenching of its green excimer emission because of loss of π-π interactions between the pyrene rings and energy transfer from electron-rich pyrene to electron-deficient 3,5-DNSA. Binding of 3,5-DNSA to probe 1 causes its blue (monomer) fluorescence to "switch off". The limit of detection of 3,5-DNSA in water was 1 μM using probe 2 coated onto a paper strip.
AB - Abstract Pyrene-appended imidazolium salts (1 and 2) were synthesized for sensing of salicylic acids and they selectively and sensitively detected 3,5-dinitrosalicylic acid (3,5-DNSA) in pH 7.4 PBS-EtOH (1:9) solution. The interaction of 3,5-DNSA with 1 and 2 was examined by UV-visible, fluorescence, and 1H NMR spectroscopy and was supported by DFT calculations. The binding of 3,5-DNSA to probe 2 leads to complete quenching of its green excimer emission because of loss of π-π interactions between the pyrene rings and energy transfer from electron-rich pyrene to electron-deficient 3,5-DNSA. Binding of 3,5-DNSA to probe 1 causes its blue (monomer) fluorescence to "switch off". The limit of detection of 3,5-DNSA in water was 1 μM using probe 2 coated onto a paper strip.
KW - 3,5-Dinitrosalicylic acid
KW - Filter paper strip
KW - Imidazolium
KW - pH 7.4 PBS-EtOH (1;9)
KW - Pyrene excimer emission
KW - Quenching
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U2 - 10.1016/j.dyepig.2015.07.008
DO - 10.1016/j.dyepig.2015.07.008
M3 - Article
AN - SCOPUS:84937946220
SN - 0143-7208
VL - 122
SP - 351
EP - 358
JO - Dyes and Pigments
JF - Dyes and Pigments
M1 - 4848
ER -