, Volume 5, Issue 4, pp 331-335

Synthesis and surfactant properties of a new “extended” glucidoamphiphile made from D-glucose

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Abstract

We prepared a new nonionic surfactant, 8, in which the n-dodecyl chain is attached at the C-3 carbon of the D-glucose-based glucopyranose moiety by the linkage Z=−O-(α-PP-O) n with −O-(α-PP-O) n being a commercial poly-(α-propyloxy) oligomeric mixture (with average ñ=6). This amphiphilic behavior study showed that, when compared to the reference compound 3-O-dodecyl-D-glucopyranose (Z=O), compound 8 exhibits (i) a water solubility that is 100-fold higher, (ii) a hydrophilic-lipophilic balance value increase from 8.5 to 12.6 units, and (iii) a slighly lower critical micelle concentration.