| Abstract
| - Linear 1H-imidazole amphiphiles (1−3) were synthesized by the esterification reaction of 4‘-alkyloxyphenol with 4-chlorocarbonyl imidazole. They formed organogels. When 1N of the imidazole head wasblocked by an ethyl group, however, the compound (4) did not self-assemble. The SAX and TEM studyrevealed that in a dry gel state, the 1H-imidazole amphiphiles self-assembled into a fibrous aggregatehaving a reverse micellar cubic structure. Norfloxacin (NFLX), a fluorescent hydrophilic antibiotic, showedrelatively weak fluorescence emission in THF/n-hexane (10-6 mol/mL) when excited at 280 nm. In theorganogel of compound 3 (1.5 wt %) in THF/n-hexane, integrated fluorescence intensity of NFLX wasenhanced approximately 10 times as compared to that in the THF/n-hexane solution or sol state, stronglysuggesting that NFLX was trapped in the hydrophilic core of a micellar assembly of compound 3. Thedry gel fibers were also strongly fluorescent under confocal laser scanning microscopy.
- Linear amphiphiles comprising a 1H-imidazole head and a hydrophobic alkoxyphenyl tail formed organogels. They self-assembled into a fibrous aggregate having a reverse micellar cubic structure in a dry gel state. The fluorescence intensity of norfloxacin (NFLX), a fluorescent hydrophilic antibiotic, was markedly enhanced in an organogel, suggesting that NFLX was entrapped in the interior of reverse micelles.
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