Organogels based on 1H-imidazolecarboxamide amphiphiles.
We prepared 1H-imidazolecarboxamide amphiphiles as potential organogelators. Compounds A1-A3, in which an imidazole head was connected to a hydrophobic trialkyloxyphenyl group, showed an ability to gelate nonpolar solvents, including alkanes. The dry gels obtained from compounds A1-A3 had columnar hexagonal structures. Polycatenar 1H-imidazolecarboxamide amphiphile B2, consisting of a 1H-imidazole head connected through a benzene ring to a tridecyloxyphenyl tail, formed an organogel in DMSO. In a concentrated THF solution (30 wt %), compound B2 exhibited a lyotropic liquid-crystalline phase with a columnar hexagonal structure. X-ray diffraction (XRD) results suggested a molecular arrangement consisting of a disk, via hydrogen bonding between successive imidazole moieties, and an assembly of columnar structures.
Seo
Sang Hyuk
SH
Department of Materials Science and Engineering, College of Engineering, Seoul National University, Seoul 151-744, Korea.
Park
Jun Ha
JH
Chang
Ji Young
JY