Synthesis and Properties of Novel Fluorescence Probe Based on 1,8-Naphthalimide for Detection of Hydrogen Sulfide

doi:10.1007/s40242-019-8239-x

Abstract

Abstract: Two fluorescence-enhanced probes, 4-(2, 4-dinitrophenoxy)-N-(2-hydroxyethyl)-1, 8-naphthalimide (NTE-1) and 4-(2, 4-dinitrophenoxy)-N-[4-(2, 4-dinitrophenoxy)phenyl]-1, 8-naphthalimide (NTE-2), have been designed and synthesized for detection of H₂S. 4-Hydroxy-1, 8-naphthalimide as fluorophore in combination with 2, 4-dinitrophenyl ether as H₂S response site constructed the fluorescence probes. The consequences showed that both NTE-1 and NTE-2 displayed large red-shift (excess 100 nm) in absorption spectra and more than 30-fold fluorescence enhancement in response to H₂S. Moreover, the dual site probe, NTE-2, displayed wider linear range between fluorescence intensity and concentration of H₂S (0-40 μmol/L) compared with single site probe, which can be applied to quantitative detection of high concentration of H₂S. The photoinduced electron transfer (PET) response mechanism of probe was further studied by analyzing the distributions of molecular orbital. Importantly, the probes have potential practical applications in the detection of H₂S.

Key words: 2,4-Dinitrophenyl ether, Dual site, Gaussian, Photoinduced electron transfer

MA Yunxia, ZHANG Jie, QU Hongmei. Synthesis and Properties of Novel Fluorescence Probe Based on 1,8-Naphthalimide for Detection of Hydrogen Sulfide[J]. Chemical Research in Chinese Universities, 2019, 35(1): 5-11.

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