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Liquid-Crystalline Bisadducts of [60]Fullerene
Auteur(s)
Campidelli, Stephane
Vazquez, Ester
Milic, Dragana
Lenoble, Julie
Atienza Castellanos, Carmen
Sarova, Ginka
Guldi, Dirk M.
Prato, Maurizio
Date de parution
2006
In
J. Org. Chem.
Vol.
20
No
71
De la page
7603
A la page
7610
Mots-clés
Résumé
A 2nd-generation cyanobiphenyl-based dendrimer was used as a liq.-cryst. promoter to synthesize mesomorphic bisadducts of [60]fullerene. Liq.-cryst. trans-2, trans-3, and equatorial bisadducts were obtained by condensation of the liq.-cryst. promoter, which carries a carboxylic acid function, with the corresponding bisaminofullerene derivs. A monoadduct of fullerene was also prepd. for comparative purposes. All the compds. gave rise to smectic A phases. An addnl. mesophase, which could not be identified, was obsd. for the trans-2 deriv. The supramol. organization of the monoadduct deriv. is governed by steric constraints. Indeed, for efficient space filling, adequacy between the cross-sectional areas of fullerene (?100 Å2) and of the mesogenic groups (?22-25 Å2 per mesogenic group) is required. As a consequence, the monoadduct forms a bilayered smectic A phase. The supramol. organization of the bisadducts is essentially governed by the nature and structure of the mesogenic groups and dendritic core. Therefore, the bisadducts form monolayered smectic A phases. The title compds. are promising supramol. materials as they combine the self-organizing behavior of liq. crystals with the properties of fullerene. [on SciFinder(R)]
Type de publication
Resource Types::text::journal::journal article
