Interfacial and Micellar Behavior of Pyrrole-Containing Cationic Surfactants

Abstract

Micellar and interfacial behavior of electropolymerizable cationic surfactants containing a pyrrole group, and associated with various counteranions (bromide, nitrate, tetrafluoroborate and tosylate), have been investigated in pure water and in aqueous electrolytes. Results have been compared to that for the regular dodecyltrimethylammonium surfactant. The influence on the micellization process of counteranion binding, cationic headgroup size, and position of the pyrrole moiety (at the end of the lipid tail or close to the headgroup) has been studied in detail. 1H NMR experiments carried out in nonmicellar and in micellar solutions have shown that the pyrrole group remained confined in the micelle core.

Novel Modified Pyrrole Monomers, 2: Behaviour in Water Solutions

“…Normally, as it was mentioned before, the investigated substances show a better solubility in water at elevated temperatures. Berlot et al [35] found that the interfacial area for cationic surfactants containing a pyrrole group attached to the end of an alkyl spacer is strongly dependent on the presence of a pyrrole group. They suggest that the pyrrole moiety can be adsorbed on the air-water interface forcing the alkyl chain to fold as a loop.…”

“…In this paper we describe the properties of different water solutions of ω-substituted pyrrole alkyl phosphonates. Berlot et al [35] studied the behaviour of cationic surfactants containing a pyrrole group and associated with different counter-ions. As compared to regular unsubstituted alkyl ammonium surfactants, several general trends were pointed out.…”

Micellization of Sodium Decyl Naphthalene Sulfonate Studied by1H NMR

“…Spin−lattice relaxation of hydrocarbon chain protons in an aqueous solution of sodium alkyl sulfate indicates that when micelles are formed, the motion of the CH 2 protons is remarkably restricted . Multinuclear chemical shift changes are often used in elucidating structures of micelles − among which 1 H chemical shift changes induced by aromatic ring current 27 are most effective. It appears either in self-aggregation of surfactants containing aromatic groups or in solubilization of aromatic compounds in ordinary micelles.…”

Synthesis and Phase Characterization of a Double-Tailed Pyrrole-Containing Surfactant: A Novel Tecton for the Production of Functional Nanostructured Materials

“…Synthesis. The synthesis of DDPAT has already been described. , In our synthesis, the described strategy was employed, although with various modifications. N , N -Dimethyl-2-(pyrrol-1-yl)ethylamine was synthesized by reaction of N , N -dimethylethylenediamine and 2,5-dimethoxytetrahydrofuran as reported .…”

“…Labbé et al have extensively studied a series of pyrrole-containing surfactants over the last 10 years. − The interest was both in the electropolymerization of such species and in their micellar behavior. Although they mainly studied C 12 single-tail pyrrole surfmers with different ammonium headgroup sizes and counterions, they also looked at a double-tail C 12 −C 2 pyrrole surfmer with various counterions (Br - , NO 3 - , BF 4 - , and tosylate, - OTs).…”