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

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.