Solid-state phase behaviour of dodecylglycosides

Solution Properties of Alkyl β‐D‐Maltosides

“…Such an optical observation of the so-called double melting points in amphiphilic sugar-based surfactants was also reported in the literature (Boyd et al, 2000;Ericsson et al, 2005). Many researchers (Boyd et al, 2000;Ericsson et al, 2005;Kocherbitov and Söderman, 2004;Koeltzow and Urefer, 1984;Vill et al, 1989;von Minden et al, 2000;Wang and Zhang, 2017) found similar data on Dmaltosides (Table 3). However, Bonicelli et al (1998) observed that decyl D-maltoside (6e) had a pretransition at 78.6 C and a solid-liquid crystal phase transition at 96.5 C. Finally, the mesophase behavior of maltosides is yet not fully understood in spite of a large amount of experimental data.…”

“…There is some literature on alkyl D-maltosides (Ericsson et al, 2005;Kocherbitov and Söderman, 2004;Koeltzow and Urefer, 1984;Vill et al, 1989;von Minden et al, 2000). They can be prepared with SnCl 4 or BF 3 ÁEt 2 O as Lewis acid catalysts of the condensation reaction, but the condensation time is rather difficult to control to some extent and the yield was low for the condensation step as concurrent decomposition and serious α-anomerization take place (Aripin et al, 2012).…”

Glycolipids from natural sources: dry liquid crystal properties, hydrogen bonding and molecular mobility of Palm Kernel oil mannosides

“…Interestingly, however, our results also suggest that the unsaturated character of the alkyl chains of ManC 18:1 may have a stronger effect on vitrification of ManPKO than some previous findings in other glycosides [21,37]. Octyl-maltosides, for example, show glass transitions that are absent in the glucoside analogues [37], and dodecylglucosides vitrify and show cold crystallisation effects before melting to smectic ranges [21,73].…”

Thermotropic phase behaviour of long-chain alkylmaltosides

“…The observation that C 14 G 2 and C 16 G 2 readily form ordered lamellar phases upon lyophilisation is of particular interest when considering that the shorter-chain analogues C 8 G 2 , C 10 G 2 and C 12 G 2 have previously been shown to rather form glasses under these conditions. 20,28 The thermograms of these glassy phases lack the endothermic transition observed for partially ordered C 14 G 2 and C 16 G 2 , but rather comprises a glass transition, evident as a step-change of C P at ca. 55 1C, as the only feature at temperatures below the clearing point.…”