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An efficient colorimetric and absorption ratiometric anion sensor based on a simple azo-azomethine receptor

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Abstract An efficient colorimetric and absorption ratiometric azo-azomethine receptor N'-((E)-2-hydroxy-5-((E)-(4-nitrophenyl)diazenyl)benzylidene)picolinohydrazide (L) based on phenolic and acyl hydrazine binding units was synthesized and characterized by FT-IR, 1H NMR, 13C NMR and… Click to show full abstract

Abstract An efficient colorimetric and absorption ratiometric azo-azomethine receptor N'-((E)-2-hydroxy-5-((E)-(4-nitrophenyl)diazenyl)benzylidene)picolinohydrazide (L) based on phenolic and acyl hydrazine binding units was synthesized and characterized by FT-IR, 1H NMR, 13C NMR and HRMS method. The optical response of L towards different anions was studied by colorimetric, UV–vis and 1H NMR titration method. The results revealed that L had a selective colorimetric sensing ability for biologically important F−, AcO− and H2PO4− by changing color from pale yellow to blue by naked-eye. Interestingly, the sensor L demonstrated an absorption ratiometric response towards F− (1:2 complex) and H2PO4− (1:1 complex) during the recognition process. The detection limit of the sensor L towards F−, AcO− and H2PO4− was estimated to be 2.94 μM, 4.12 μM and 12 μM respectively. The recognition mechanism was attributed to hydrogen bonding and subsequent deprotonation process according to 1H NMR titration experiments.

Keywords: absorption; azomethine receptor; absorption ratiometric; efficient colorimetric; azo azomethine; colorimetric absorption

Journal Title: Inorganica Chimica Acta
Year Published: 2018

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