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ISSN 1998-9539

The Effect of Alkyl Substituent Length on Receptor Properties of Dithiaaza-Сrown-Hemicyanine MonolayersThe Effect of Alkyl Substituent Length on Receptor Properties of Dithiaaza-crown - Hemicyanine Monolayers

A. V. Shokurov,a A. V. Alexandrova,a,b E. V. Lukovskaya,c V. V. Arslanov,a and S. L. Selektora@
Dedicated to Academician Aslan Yu. Tsivadze on the occasion of his birthday
aA.N. Frumkin Institute of Physical Chemistry and Electrochemistry of Russian Academy of Sciences, 119071 Moscow, Russia
bD.I. Mendeleev University of Chemical Technology of Russia, 125047 Moscow, Russia
cM.V. Lomonosov Moscow State University, Chemistry Department, 119991 Moscow, Russia
@Corresponding author E-mail: sofs@list.ru
 
DOI: 10.6060/mhc171140s
Macroheterocycles 2017 10(4-5) 560-566
 
Planar supramolecular systems based on Langmuir monolayers of chromoionophores are widely used for sensor applications, and crown ether ionophoric groups are intensively studied. However, almost no attention is devoted to investigation of effect of alkyl moieties onto receptor properties of such systems. In the present work, we carry out a comparative study of Langmuir monolayers of three alkylated dithiaaza-crown substituted hemicyanine chromoionophores differing only in number of carbon atoms (12, 16, 21) in the hydrophobic alkyl substituent. A dependence of receptor properties of the studied monolayers on the length of alkyl chain is revealed. It is shown that the efficiency of mercury cations binding by both liquid-expanded and compressed monolayer of dithiaaza-crown substituted hemicyanine dyes formed on pure water subphase is identical for all three compounds with various length of alkyl chain substituent due to the key role of the interactions between chromoionophore fragments of neighboring molecules at the interface. Degree of system sensitivity enhancement due to barium cation-induced preorganization increases with increase of number of carbon atoms in the alkyl chain.

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