Perfluoroalkyl bile esters: a new class of efficient gelators of organic and aqueous-organic media

Banerjee, Supratim and Vidya, VM and Savyasachi, AJ and Maitra, Uday (2011) Perfluoroalkyl bile esters: a new class of efficient gelators of organic and aqueous-organic media. In: Journal of Materials Chemistry, 21 (38). pp. 14693-14705.

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Abstract

A new class of fluorinated gelators derived from bile acids is reported. Perfluoroalkyl chains were attached to the bile acids through two different ester linkages and were synthesized following simple transformations. The gelation property of these derivatives is a function of the bile acid moiety, the spacer and the fluoroalkyl chain length. By varying these parameters, gels were obtained in aromatic hydrocarbons, DMSO and DMSO/DMF-H(2)O mixtures of different proportions. Several derivatives of deoxycholic and lithocholic acids were found to be efficient organogelators, while the reported bile-acid based organogelators are mostly derived from the cholic acid moiety. The efficient gelators among these compounds formed gels well below 1.0% (w/v) and hence they can be termed as supergelators. The mechanical properties of these gels could be modulated by changing either the bile acid moiety or by varying the length of the fluoroalkyl segment. The presence of CO(2)-philic perfluoroalkyl groups is also expected to enhance their solubility in supercritical CO(2) and hence these compounds are promising candidates for making aerogels.

Item Type:	Journal Article
Publication:	Journal of Materials Chemistry
Publisher:	Royal Society of Chemistry
Additional Information:	Copyright of this article belongs to Royal Society of Chemistry.
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	25 Oct 2011 10:06
Last Modified:	25 Oct 2011 10:06
URI:	http://eprints.iisc.ac.in/id/eprint/41672

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