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Visible Light Excitable SCN^- Selective Fluorescence Probe Derived from Thiophene

Visible Light Excitable SCN^- Selective Fluorescence Probe Derived from Thiophene
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摘要 An efficient fluorescence probe, 4-methyl-2,6-bis((thiophen-2-ylmethylimino)methyl)phenol (DFPTMA) and its SCN adduct has been synthesized and characterized by different spectroscopic techniques like ^1H NMR,^13C NMR, QTOF-MS ES^+, UV-Vis and FTIR spectroscopy. Single crystal X-ray structure of DFPTMA is reported. In presence of SCN-, DFPTMA exhibits significant fluorescence enhancement (λEx, 455 nm, λEm, 504 nm) in aqueous methanol (water-methanol, 1 : 4, V/V, 0.1 mol/L HEPES buffer, pH 7.4). Common bio-relevant anions viz. CH3COO^-, NO2, NO7, Cl^-, Br^-, I^-, SO4^2-, HSO4^-, N3^-, HAsO4^2-, Cr2O7^2-, H2PO4, ClO4^-, NCO^-, CN^-, CO3^2-, F^-, PO4^3-, S2-, HS- do not interfere in the recognition of SCN-. Lowest detection limit for SCN^- is 0.88 μmol/L with response time 〈5 min. The SCN assisted enhancement in emission intensity may be attributed to the formation of H-bond which enhances the rigidity of the molecular assembly. An efficient fluorescence probe, 4-methyl-2,6-bis((thiophen-2-ylmethylimino)methyl)phenol (DFPTMA) and its SCN adduct has been synthesized and characterized by different spectroscopic techniques like ^1H NMR,^13C NMR, QTOF-MS ES^+, UV-Vis and FTIR spectroscopy. Single crystal X-ray structure of DFPTMA is reported. In presence of SCN-, DFPTMA exhibits significant fluorescence enhancement (λEx, 455 nm, λEm, 504 nm) in aqueous methanol (water-methanol, 1 : 4, V/V, 0.1 mol/L HEPES buffer, pH 7.4). Common bio-relevant anions viz. CH3COO^-, NO2, NO7, Cl^-, Br^-, I^-, SO4^2-, HSO4^-, N3^-, HAsO4^2-, Cr2O7^2-, H2PO4, ClO4^-, NCO^-, CN^-, CO3^2-, F^-, PO4^3-, S2-, HS- do not interfere in the recognition of SCN-. Lowest detection limit for SCN^- is 0.88 μmol/L with response time 〈5 min. The SCN assisted enhancement in emission intensity may be attributed to the formation of H-bond which enhances the rigidity of the molecular assembly.
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2015年第10期1173-1177,共5页 中国化学(英文版)
关键词 visible light excitation SCN^- FLUORESCENCE thiophene derivative visible light excitation, SCN^-, fluorescence, thiophene derivative
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