Journal article
Enantioselective adsorption of surfactants monitored by ATR-FTIR
A Häbich, GG Qiao, W Ducker
Langmuir | AMER CHEMICAL SOC | Published : 2010
DOI: 10.1021/la101641r
Abstract
The selectivity of adsorption of chiral surfactants to a chiral monolayer at the solid-liquid interface was studied using attenuated total reflection Fourier transform infrared spectroscopy (ATR-FTIR). One enantiomer of the chiral surfactant was deuterated, which causes a change in the IR absorption frequency, and allows independent measurement of the adsorption of each molecule. Both the surfactant, N-lauroyl phenylalanine (NLP), and the chiral monolayer, N-L-phenylalaninoyl, 11-undecyl-silicon, were amino acid derivatives. An enantiomeric excess of 56±22% of the L over D was observed for adsorption to the interface between a carbon tetrachloride solution containing a quasi-racemate of N-la..
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Awarded by Australian Research Council
Funding Acknowledgements
The authors would like to thank Dr. Abbas Khan for his help in the surface modification, Dr. Robert J. Eldridge for synthesizing the L-BNPU and his help in synthesizing the NLPs. We thank Prof. Akio Ohta, Kanazawa University, Kanazawa, Japan for his valuable information on the preparation and purification of the chiral surfactants. Further we are indebted to Dr. Thomas Gengenbach, CSIRO, Clayton, Australia for the XPS measurements. This research was supported under Australian Research Council's Discovery Projects funding scheme (DP0664051). W.D. was funded by an Australian Research Council Federation Fellowship (FF0348620).