Synthesis and characterization of host-guest inclusion complex of β-cyclodextrin with 4,4′-methylenedianiline by diverse methodologies

July 30, 2020

Title

Synthesis and characterization of host-guest inclusion complex of β-cyclodextrin with 4,4′-methylenedianiline by diverse methodologies

Author

R. Periasamy, S. Kothai Nayaki, K. Sivakumar, G. Ramasamy

Year

2020

Journal

Journal of Molecular Liquids

Abstract

In the present article the host-guest inclusion of 4,4′-Methylenedianiline (MDA) (guest) into β-Cyclodextrin (β-CD) (Host) hydrophobic cavity was done and have been characterized scientifically in solid and solution phases respectively by using modern techniques such UV-VIS, Fluorescence, FT-IR, Powder XRD, DSC, AFM, SEM, and molecular modeling. The UV-VIS and fluorescence analysis proven 1:1 stoichiometry of MDA:β-CD complex and further used to find out the binding constant along with the thermodynamic parameter, Gibb's free energy change with accuracy. The calculation of thermodynamic parameter inferred the feasibility of MDA:β-CD inclusion complex formation. Time-resolved fluorescence study and Jobs plot supported 1:1 stoichiometry in solution state. The significant shifts in the IR stretching frequencies suggest that one of the aniline rings of MDA has been encapsulated in to the β-CD hydrophobic cavity and confirmed the inclusion complex formation. The modification in the peak position and intensity of DSC and Powder XRD analysis confirmed the interaction between MDA and β-CD in inclusion complex. Surface textures of MDA:β-CD inclusion complex was analyzed by SEM and found out the change in surface morphology. It is also reconfirmed by AFM technique. The molecular modeling results are also found in accordance with the experimental results. A mechanism is being proposed for the formation of 1:1 inclusion complex.

Instrument

FP-750

Keywords

Fluorescence, Ligand binding, Organic chemistry