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Amphiphilic Fullerene-Cholesterol Derivatives: Synthesis and Preparation of <i>Langmuir</i> and <i>Langmuir-Blodgett</i> Films
Auteur(s)
Felder, Delphine
Carreón, Maria del Pilar
Gallani, Jean-Louis
Guillon, Daniel
Nierengarten, Jean-François
Chuard, Thierry
Date de parution
2001
In
Helvetica Chimica Acta, Wiley, 2001/84/5/1119-1132
Résumé
Amphiphilic fullerene bis-adducts <b>11</b> and <b>14</b> containing two and four cholesterol moieties, respectively, were prepared starting from the corresponding bis-malonate derivatives. In a systematic study, their spreading behavior at the air-water interface was compared to that of bis-adduct <b>6</b> with no polar head-group. Compared to <b>6</b>, for which some three-dimensional aggregation occurs, the polar head-group in <b>11</b> and <b>14</b> is responsible for an attractive interaction with the aqueous subphase, forcing the molecules towards the water surface into a two-dimensional arrangement. Even if homogeneous <i>Langmuir</i> films were obtained with both <b>11</b> and <b>14</b>, only the films of <b>14</b> show a reversible compression/expansion behavior. This suggests that, by increasing the number of cholesterol subunits, the encapsulation of the C-sphere in its addend is more efficient, thus preventing fullerene-fullerene interactions and aggregation phenomena. The <i>Langmuir</i> films of <b>11</b> and <b>14</b> were also efficiently transferred onto hydrophilic quartz slides, yielding <i>Langmuir-Blodgett</i> films.
Identifiants
Type de publication
journal article
