4.1 Article

SYNTHESIS AND CHARACTERIZATION OF ALKYLPHENYL POLYGLYCOSIDIC SURFACTANTS FROM AMYLOSE AND ALKYL PHENOLS EXTRACTED FROM NATURAL CNSL

Journal

QUIMICA NOVA
Volume 39, Issue 7, Pages 771-781

Publisher

SOC BRASILEIRA QUIMICA
DOI: 10.5935/0100-4042.20160090

Keywords

synthesis; characterization; alkylphenyl polyglycosidic surfactants; amylose; natural CNSL

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The surfactants were synthesized by condensing the obtained oligosaccharides of amylose and alkyl phenols extracted from the natural cashew nut shell liquid (nCNSL). The Nuclear Magnetic Resonance (NMR) and Fourier Transform Infrared Spectroscopy (FTIR) data showed aromatic ring bands, glycosidic rings, olefins and paraffins. The Nuclear Overhauser Effect Spectroscopy (NOESY) experiments showed that the conformation of the glycosidic units is of the type C-4(1) with an alpha anomeric configuration. The values of Gibbs free energy of micellization (Delta G(mic)(o)) indicate that the spontaneity of formed micelles are cardanyl oligoglycosides > cardyl oligoglycosides > anacardyl oligoglycosides. The surface tension (.) measurements showed that critical micelle concentration (cmc) values were low for surfactants. The study gamma versus lnc (g dm(-3)) indicated that the aggregation behavior of the surfactants is dependent on their structural characteristics, as well as their thermal behavior. The area per molecule (A) values indicates that cardyl oligoglycosides are likely to form aggregates smaller than cardanyl oligoglycosides and anacardyl oligoglycosides. The critical packing parameter (cpp) indicates that the aggregates are of the vesicles and bilayers.

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