Amphiphilic fullerene-cholesterol derivatives: Synthesis and preparation of Langmuir and Langmuir-Blodgett films

作者：Felder D; Carreon MD; Gallani JL; Guillon D^*; Nierengarten JF; Thierry C; Deschenaux R

来源：Helvetica Chimica Acta, 2001, 84(5): 1119-1132.

DOI：10.1002/1522-2675(20010516)84:5<1119::AID-HLCA1119>3.0.CO;2-3

Amphiphilic fullerene bis-adducts 11 and 14 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 6 with no polar head-group. Compared to 6, for which some three-dimensional aggregation occurs, the polar head-group in 11 and 14 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 Langmuir films were obtained with both 11 and 14, only the films of 14 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 Langmuir films of 11 and 14 were also efficiently transferred onto hydrophilic quartz slides, yielding Langmuir-Blodgett films.

• 出版日期2001