Surface phase behavior and domain topography of ascorbyl palmitate monolayers

LUCIANO A. BENEDINI; MARIA L. FANANI; BRUNO MAGGIO; NATALIA WILKE; PAULA MESSINA; SANTIAGO PALMA; PABLO SCHULZ

LANGMUIR

AMER CHEMICAL SOC

Año: 2011 vol. 27 p. 10914 - 10919

0743-7463

Ascorbyl palmitate (ASC16) is a molecule of potential pharmacological interest due to its antioxidant properties and amphiphilic nature. The surface behavior of ASC16 was studied using Langmuir monolayers and Brewster angle microscopy. This molecule formed stable monolayers at room temperature that showed phase transition from a liquid-expanded to liquid-condensed or crystalline phase, depending on the subphase conditions. Using a theoretical approach, we were able to explain the behavior of the ASC16 film at different bulk pH values and salt conditions based on the surface pH and the dissociation fraction of the film. Both condensed phases corresponded to highly packed conditions with the crystalline phase occurring at a low charge density, showing molecular tilting and preferential growth at characteristic angles, while the LC phase formed in highly charged surfaces revealed small flower-like domains probably as a consequence of internal dipole repulsion. A smaller perpendicular dipole moment was observed for the crystalline than the liquid-condensed phase which may explain the domain features. In conclusion, ASC16 showed a complex surface behavior that was highly sensitive to subphase conditions.