Wholly-rigid rod–rod amphiphiles: synthesis, crystal structures, and self-assembling behavior in water

A series of fully rigid rod–rod type amphiphilic molecules have been constructed by using 4,4′-bipyridin-1-ium or 4,4′-bipyridin-1,1′-diium (viologen) as a hydrophilic segment and phenyl, biphenyl or para-tert-phenyl as a hydrophobic unit. The crystal structures of four of the molecules have been el...

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Veröffentlicht in:Tetrahedron 2014-04, Vol.70 (13), p.2251-2256
Hauptverfasser: Lin, Feng, Zhou, Tian-You, Zhan, Tian-Guang, Zhao, Xin
Format: Artikel
Sprache:eng
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Zusammenfassung:A series of fully rigid rod–rod type amphiphilic molecules have been constructed by using 4,4′-bipyridin-1-ium or 4,4′-bipyridin-1,1′-diium (viologen) as a hydrophilic segment and phenyl, biphenyl or para-tert-phenyl as a hydrophobic unit. The crystal structures of four of the molecules have been elucidated. TEM, SEM, AFM, and DLS experiments revealed that these stiff amphiphiles could self-assemble into diverse architectures, including spherical micelles, ultra-long straight nanofibers (>1 mm), and nanotubes in water, which depend on the hydrophilic/hydrophobic fraction ratios of the molecules. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2014.02.029