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Surface interaction and self-assembly of cyclodextrins with organic dyes
Authors:Bojidarka Ivanova  Rositca Nikolova  Marc Lamshöft  Penka Tsanova  Ivan Petkov  Petko Ivanov  Michael Spiteller
Institution:1. Institut für Umweltforschung, Universit?t Dortmund, Otto-Hahn-Strasse 6, 44221, Dortmund, Germany
2. Faculty of Chemistry, Sofia University St. Kl. Ohridski, 1, J. Bourchier Blvd, 1164, Sofia, Bulgaria
3. Institute of Organic Chemistry, BAS, Acad. G. Bonchev, Str. bloc 9, 1113, Sofia, Bulgaria
Abstract:The interaction of seven novel substituted merocyanine dyes, i.e. 1-methyl-4-2-(3-methoxy-4-hydroxyphenyl)ethenyl)]pyridinium iodide, 1-methyl-4-2-(3,5-dimethoxy-4-hydroxyphenyl)ethenyl)]pyridinium iodide, 1-methyl-4-2-(4-dimethylaminophenyl)ethenyl)]pyridinium iodide, their quinoide forms as well as 1-methyl-4-2-(3-methoxy-4-oxocyclohexadienilydene)ethylidene]-1,4-dihydropyridine, 1-methyl-4-2-(3,5-dimethoxy-4-oxocyclohexadienilydene)ethylidene]-1,4-dihydropyridine, with α-CD, γ-CD as well as functionalized γ-cyclodextrin phosphate sodium salt is studied by the methods such as UV–Vis and fluorescence spectroscopy, linear-polarized infrared (IR-LD) spectroscopy of oriented colloids in nematic host, 1H- and 13C-NMR spectroscopy, HPLC ESI tandem mass spectrometry, scanning electron and tunneling microscopy, powder X-ray diffraction as well as thermal methods. A formation of the 1D and 2D “supramolecular polymers” with nanosizes is found. The dyes are adsorbed on the CDs surface and form a hexagonal microcrystalline sub-structures. Remarkable fluorescence properties depending of the type of the substituent in the dyes, in solid-state are observed.
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