화학공학소재연구정보센터
Inorganic Chemistry, Vol.53, No.12, 6149-6158, 2014
Synthesis, Spectroscopy Studies, and Theoretical Calculations of New Fluorescent Probes Based on Pyrazole Containing Porphyrins for Zn(II), Cd(II), and Hg(II) Optical Detection
New pyrazole porphyrin conjugates were successfully prepared from a reaction of beta-porphyrin chalcone derivatives with phenylhydrazine in acetic acid followed by an oxidative step. This fast and efficient synthetic approach provided the expected compounds in yields up to 82%. The sensing ability of the new porphyrin-pyrazole derivatives to detect the metal ions Ag+, Na+, K+, Mg2+, Ca2+, Ni2+, Cu2+, Zn2+, Cd2+, Hg2+, Pb2+, and Cr3+ was studied by spectrophotometric and spectrofluorimetric titrations. In the presence of Zn2+, the conjugates exhibit changes in the emission spectra that are desired for a ratiometric-type fluoroionophoric detection probe. The studies were extended to gas phase, where the pyrazole porphyrin conjugates show ability to sense metal ions with high selectivity toward Cu2+ and Ag+, and in poly(methyl methacrylate) doped films with promising results for Zn2+ detection.