Rc. Bazito et Oa. El Seoud, Sugar-based cationic surfactants: Synthesis and aggregation of methyl 2-acylamido-6-trimethylammonio-2,6-dideoxy-D-glucopyranoside chlorides, J SURFACT D, 4(4), 2001, pp. 395-400
The synthesis of the sugar-based cationic surfactants methyl 2-acylamido-6-
trimethylammonio-2,6-dideoxy-D-glucopyranoside chlorides is reported here.
Aggregation of these surfactants (predominantly a anomers) in water was stu
died at 25 degreesC by conductivity measurements. Increasing the chain leng
th of the amido group R decreased the critical micelle concentration (CMC)
and the degree of counter-ion dissociation. The dependence of the Gibbs' fr
ee energy of micellization and CMC on the length of R is similar to that ob
served for other ionic surfactants. The free energy of transfer of the head
group, i.e., cationic amino sugar moiety, from water to the micelle is mor
e negative than that of other ionic surfactants, including sodium methyl 2-
acylamido-2-deoxy-6-O-sulfo-D-glucopyranosides, probably due to a combinati
on of a micellar "medium" effect and intermolecular H-bonding in the micell
ar pseudophase.