Nanochain and vesicles formed by inclusion complexation of 4,4′-diaminobenzanilide with cyclodextrins

Abstract

The nanochain-like agglomerates and spherical nanovesicles were formed from supramolecular self-assembly of 4,4′-diaminonenzanilide (DABA) with α- and β-cyclodextrins. The DABA with α-CD and β-CD inclusion complex nanomaterials were prepared and characterised by transmission electron microscopy, scanning electron microscopy, FTIR, differential scanning calorimetry, 1H NMR and powder X-ray diffraction. 1H NMR analysis indicated that the benzamido ring of DABA was encapsulated into the cyclodextrin (CD) cavity. Absorption and fluorescence spectral studies suggested that DABA forms different types of nanomaterials in α-CD and β-CD solutions. Higher occupied molecular orbital, lower unoccupied molecular orbital, and thermodynamic parameter values confirmed DABA dye entrapped in the CD cavities.