Mp. Bosch et al., SYNTHESIS AND PHYSICOCHEMICAL PROPERTIES OF BOLAAMPHIPHILES FROM DIMERIC ACID, Canadian journal of chemistry, 71(12), 1993, pp. 2095-2101
The physicochemical behaviour of bolaamphiphile derivatives with an an
ionic, a cationic, or a non-ionic polar group and their mixtures is st
udied mainly by surface tension measurements, quasi-elastic light-scat
tering studies,H-1 NMR spectroscopy, and surface monolayers. Bolaamphi
philes are synthesized by classical methods from a non-expensive mixtu
re of alpha,omega-dicarboxylic acids, obtained by thermal Diels-Alder
type cyclization of methyl 10-E,12-E linoleate, obtained from tall oil
. The anionic and cationic bolaamphiphiles synthesized are water solub
le and form stable monolayers when they are compressed. The anionic an
d the cationic bolaamphiphiles with an iodide atom as counter-anion sh
ow a behaviour between liquid-condensed and liquid-expanded. The other
synthesized cationic bolaamphiphiles and the (1: 1) mixtures of anion
ic-cationic bolaamphiphiles behave as liquid-condensed.