Amino Acid-Functionalized Calix[4]Resorcinarene Solubilization by Mono- and Dicationic Surfactants

Poorly water-soluble calix[4]resorcinarenes modified with amino acid (Ala, Val) at the upper rim formed a water-soluble mixed system with micelles of monocationic surfactants cetyltrimethylammonium bromide, cetyldimethyl(2-hydroxyethyl)ammonium bromide, and dicationic (gemini) surfactants, alkanediy...

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Bibliographic Details
Published in:Journal of surfactants and detergents 2016-05, Vol.19 (3), p.493-499
Main Authors: Zakharova, Lucia Ya, Serdyuk, Anna A., Mirgorodskaya, Alla B., Kapitanov, Illia V., Gainanova, Gulnara A., Karpichev, Yevgen, Gavrilova, Elena L., Sinyashin, Oleg G.
Format: Article
Language:English
Subjects:
Amino acids
Ammonium
Aquatic Pollution
Aqueous chemistry
Bromides
Calixresorcinarenes
Chemistry
Chemistry and Materials Science
Dimeric surfactants
Dynamic light scattering
Industrial Chemistry/Chemical Engineering
Original Article
Physical Chemistry
Polymer Sciences
Scattering
Solubilization
Surfaces and Interfaces
Surfactants
Thin Films
UV–vis spectroscopy
Waste Water Technology
Water Management
Water Pollution Control
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Summary:Poorly water-soluble calix[4]resorcinarenes modified with amino acid (Ala, Val) at the upper rim formed a water-soluble mixed system with micelles of monocationic surfactants cetyltrimethylammonium bromide, cetyldimethyl(2-hydroxyethyl)ammonium bromide, and dicationic (gemini) surfactants, alkanediyl-α,ω- bis (dimethyltetradecylammonium bromides (14-s-14, where s = 2, 4, or 6). UV–Vis and DLS methods demonstrated that the micellar systems of surfactant/functionalized calix[4]resorcinarene underwent structural changes within a relatively narrow concentration range followed by changes in solubilization capacity and polydispersity. Gemini surfactants and monocationic/gemini mixed surfactant systems were provided selectivity in their interaction with calix[4]resorcinarene depending on the bulkiness of the substituent at the upper rim of calix[4]resorcinarene, gemini surfactant spacer length, and mixed micelles. These systems represent a direction to create biocompatible water-soluble functionalized calix[4]resorcinarene composition and may open perspectives in designing organized systems with controllable properties.
ISSN:1097-3958
1558-9293
DOI:10.1007/s11743-016-1792-0