Self-organizing Properties of Monosubstituted Sucrose Fatty Acid Esters: The Effects of Chain Length and Unsaturation

Valérie Molinier (1) , Paul Kouwer (2) , Juliette Fitremann (1) , Alain Bouchu (1) , Grahame Mackenzie (2) , Yves Queneau (1) , John W Goodby (3)

1 ICBMS - Institut de Chimie et Biochimie Moléculaires et Supramoléculaires
2 The University of Hull
3 The University of York

Three families of mono-substituted sucrose fatty acid esters were prepared by enzymatic and classical synthetic procedures, and their self-assembly and self-organizational properties were investigated by thermal polarised light microscopy, differential scanning calorimetry and X-ray diffraction. The properties were evaluated as a function of the fatty acid chain length. For the lower homologues of the series columnar liquid-crystalline stacking structures were found, whereas for the higher homologues, lamellar phases predominated. A model for the columnar stacking arrangement, consisting of a unique arrangement of the molecules which could lead to the creation of multiple internal ion channels between the hydrophobic interior and the hydrophilic exterior of the columns, is suggested.

Domaines: Chimie organique

Valérie Molinier, Paul Kouwer, Juliette Fitremann, Alain Bouchu, Grahame Mackenzie, et al.. Self-organizing Properties of Monosubstituted Sucrose Fatty Acid Esters: The Effects of Chain Length and Unsaturation. Chem.Eur., 2006, 12 (12), pp.3547-3557. ⟨10.1002/chem.200500773⟩. ⟨hal-00143444⟩