Adjusting the water-sensitivity of sugar/boronate-based organogels. Issue 47 (21st November 2022)

• Record Type: Journal Article
• Authors: Ludwig, Andreas D.; Ourvois-Maloisel, Noémie; Saint-Jalmes, Arnaud; Artzner, Franck; Guégan, Jean-Paul; Tasseau, Olivier; Berrée, Fabienne; Lemiègre, Loïc
• Is Part Of: Soft matter. Volume 18:Issue 47(2022)
• Page Start: 9026
• Page End: 9036
• Publication Date: 2022-11-21
• Subjects: Soft condensed matter -- Periodicals; 530.413
• DOI: 10.1039/d2sm01305c
• Languages: English
• ISSNs: 1744-683X

Abstract

Abstract : The water-sensitivity of (arylboronate alkylglucoside)-based organogels was investigated from a series of twelve potential organogelators. Abstract : During the investigation of the water-sensitivity of (arylboronate alkylglucoside)-based organogels, we evaluated a series of twelve potential organogelators. They were synthesised in a single step from the corresponding arylboronic acids and alkylglucosides. Eight of them showed organogelation abilities in three solvents (toluene, cyclohexane, and ethyl myristate). Conformational minimisations of the potential organogelators permitted a clear relationship between the arylboronate orientation and the gelation effectiveness to be established. These gels were characterised by rheometry and SEM which revealed a gel-state originating from the self-assembly of the organogelators into long entangled fibres. SAXS confirmed the mode of packing in a hexagonal phase. Gels in toluene were found to be water-sensitive both after addition of a small amount of water and immersion into water. This study demonstrated that the main parameter impacting the water-sensitivity was the length of the alkyl chain at the anomeric position of the glucoside unit, much more than the functionalisation of an arylboronate moiety.