Preparation and Characterization of Organic Nanoparticles of Oxadiazole Derivative in Aqueous Media

Abstract

A novel  oxadiazole derivative, 2,5-disubstituted-1,3,4-oxadiazole (Z)-4-((1-(5-(4-hydroxyphenyl)-1,3,4-oxadiazol-2-yl)prop-1-en-2-yl)amino)-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one (HOPA) was synthesized from reaction of (Z)-3-[(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)amino]but-2-enehydrazide, with 4-hydroxybenzaldehyde in the presence of iodine as catalyst .The structure of HOPA was characterized by using IR,¹H-NMR and mass spectroscopy. Nanoparticles of the prepared compound HOPA have been fabricated in aqueous media using re-precipitation method. Characterizations of the organic nanoparticles (ONPs) have been performed by using UV-Vis spectrophotometry, and scanning electron microscope (SEM). The HOPA NPs were approximately monodisperse even without using capping agent or surfactant. The size of the nanoparticles were around 150-200 nm as indicated by SEM. The maximum of absorption spectrum of the dispersed nanoparticles is red shifted by 5 nm from the molecular absorption spectra of the HOPA in the solution, which indicate head to head alignment (J aggregate) of the molecules of HOPA during the aggregation. The well dispersed organic nanoparticles in aqueous media holds potential application in future to be used as a tag for biomedical imagining.

Keywords: Nanoscience, Organic Nanoparticle, Reprecipitation, Oxdiazoles