Côte, Marie, Nicholls, Tim, Knight, David W., Morgan, Ian R., Rogueda, Philippe G. A., King, Stephen M., Heenan, Richard K. and Griffiths, Peter C. ORCID: https://orcid.org/0000-0002-6686-1271 (2009) Self-assembling chiral gelators for fluorinated media. Langmuir, 25 (15). pp. 8678-8684. ISSN 0743-7463 (Print), 1520-5827 (Online) (doi:10.1021/la804277z)

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Abstract

Formulations involving partially and fully fluorinated media represent a technological challenge given the lipophobic and hydrophobic nature of such liquids. The identification of self-associating materials with which to control the viscosity and solubilizing characteristics of fluorinated solvents is a particularly interesting area of research. It is shown here that the presence of the stereogenic centers inherent in a family of bis-(α,β-dihydroxy ester)s is an essential requirement for the thermoreversible gelation of mixtures of partially fluorinated liquids 2H,3H-perfluoropentane (HPFP) and 1H,1H-heptafluorobutanol (HFB). Gelation is driven by hydrogen bonding, which induces a nonpreferred conformation around the bis-(α,β-dihydroxy ester) structural motif. An analysis of the melting temperature yields an enthalpy of melting that is consistent with three to four hydrogen bonds, commensurate with the end-group structure of the gelator. Small-angle neutron scattering demonstrated the existence of the common fibrillar structures whose dimensions showed no obvious correlation with the molecular structure of the gelator.

Item Type:	Article
Additional Information:	[1] First published online: 29 April 2009.
Uncontrolled Keywords:	chiral gelators, fluorinated media
Subjects:	Q Science > QD Chemistry R Medicine > RS Pharmacy and materia medica
Faculty / School / Research Centre / Research Group:	Faculty of Engineering & Science Faculty of Engineering & Science > School of Science (SCI)
Related URLs:	Publisher Organisation
Last Modified:	27 Sep 2019 14:21
URI:	http://gala.gre.ac.uk/id/eprint/9484

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