Synthesis, Solvatochromic Properties and pH Sensory of Novel Symmetrical Bis(Tricyanofuran)hydrazone Chromophore

Document Type : Original Article

Authors

Dyeing, Printing and Auxiliaries Department, Textile Industries Research Division, National Research Centre, 33 El-Buhouth Street, Dokki, Cairo 12622, Egypt

Abstract

Novel symmetrical bis(tricyanofuran) chromophore comprising a hydrazone group was prepared and characterized in order to study its solvatochromism and pH-sensory properties. The preparation of the bis(tricyanofuran)hydrazone chromophore was achieved via a diazo-coupling reaction of benzidine bis(diazonium) salt with tricyanofuran. The chemical structure of the prepared chromophore was confirmed via nuclear magnetic resonance spectroscopy (1H and 13CNMR), Fourier-transform infrared spectroscopy (FTIR), elemental analysis (C, H, N). The UV-visible absorption spectra displayed an interesting solvatochromism in different solvents depending on the polarity of the applied solvent. The pH molecular switching was stimulated under a reversible deprotonation-protonation structural change in acetone solution demonstrating color change from red to violet depending on the pH of the medium from acidic to alkaline, respectively.

Keywords

Main Subjects

Files

Cited by

History

  • Receive Date: 09 December 2018
  • Revise Date: 09 January 2019
  • Accept Date: 14 January 2019

Share

How to cite

Statistics