期刊
JOURNAL OF MOLECULAR STRUCTURE
卷 1072, 期 -, 页码 242-252出版社
ELSEVIER SCIENCE BV
DOI: 10.1016/j.molstruc.2014.05.018
关键词
Cyclodextrins; Azo dyes; Inclusion complex; Molecular modeling; Solvent effects
资金
- Council of Scientific and Industrial Research, New Delhi, India [01(2549)/12/EMR-II]
- University Grants Commission, New Delhi, India [41-351/2012]
Encapsulation behavior of 4-(2-thiazolyazo)resorcinol (TAR) and 2-(2-thiazolyazo)-p-cresol (TAC) with two cyclodextrins (alpha-CD and beta-CD) were analyzed by UV-visible, fluorescence, time resolved fluorescence, scanning electron microscopy (SEM), Fourier transform infrared spectroscopy (FTIR), differential scanning calorimetry (DSC), powder X-ray diffraction (PXRD), proton nuclear magnetic resonance (1H NMR) and molecular modeling methods. With an increase in the CD concentrations, no considerable absorbance difference was observed in TAR and TAC but the fluorescence intensity increased. Compared to water solution, both azo dyes show longer life time in CD solutions. In non-polar solvent, the absorption wavelength observed at 440 nm suggests intramolecular hydrogen bonding (IHB) present between the OH -N=N groups. The chemical shift values suggest that thiazole ring of the dye is included in the CD cavities and the phenol ring present to edge of the CD cavities. In TAC, SEM image revealed the presence of irregular shape crystals agglomerated rod with CD. Binding energy, All and AG values indicate that both azo dyes form stable inclusion complex. (C) 2014 Elsevier B.V. All rights reserved.
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