Abstract
The cationic chemosensor based on organic compound bearing an aminophenol moiety as a receptor for metal analyte and a cinnamaldehyde moiety as chromophoric fragment has been developed. In this work, we report the colorimetric sensing of nitrophenyl cinnamaldehyde derivative, namely methyl-3-(2-hidroxy-5-nitrophenyl amino)-3-phenylpropanoate, towards a variety of metal cations, such as Cu2+, Fe3+, Ni2+ and Zn2+. The cation sensing abilities of the sensor were observed for Cu2+and Fe3+ with a color change from colorless to pink and faint yellow, respectively, The characteristic UV-Vis spectra changes were observed upon addition of Cu2+and Fe3+ cations. The hypsochromic absorption spectra shifts were obtained, indicating the cations and sensor complexations had formed. A metal-to-ligand-charge-transfer (MLCT) had occurred and the charge density of the sensor changed resulting in appearance of new absorption peaks in the UV-Vis spectra and color changes of the sensor solution upon addition of the Cu2+and Fe3+.
Highlights
Cations play many important roles in biological and chemical processes in human life
This study is the first established principle in the development of chromoionophore based on nitrophenyl cynnamaldehide derivative
We have developed a novel cation sensor 1 based on organic compound from cynnamaldehide having an aminophenol moiety as a receptor for metal analyte
Summary
Cations play many important roles in biological and chemical processes in human life. Compound 1 possesses lone pair electrons on N and O atoms of the NH and OH groups, respectively, which have possibility in forming coordinate covalent bonds with cations. Naphthalene diimide amphiphile (NDI-A) based compounds give absorbance at 350 nm, 380 nm and 430 nm, while its interaction with Fe3+ formed spectra with a significant decrease in intensity at the wavelength section of 430 nm and changing the color from yellow to colorless (Ghule, Bhosale, Puyad, & Bhosale, 2016).
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