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Tris(tetrathiafulvaleno)dodecadehydro[18]annulene-hexaesters have a multi-functionality that is very sensitive to small differences in the ester side-chain. Self-aggregation of the [18]annulenes in amphiphilic media such as THF-H(2)O (v/v, 1:1) either produce a fibrous structure or result in temperature hysteresis of the color and (1)H NMR signals. This temperature hysteresis in solution is due to both strong self-aggregation behavior and unique cluster formation in a binary solution of THF and water.
We synthesized 4,5-bis(octadecylthio)-4 0 ,5 0 -bis(ethylcarbamoyl)tetrathiafulvalene and measured the electrical conductivity of its perchlorate (ClO 4 À )-doped nanofibers, which have double and triple helix structures. The nanostructure of the bis(octadecylthio)-TTF-diamide and its ClO 4 À -doped fibers in a 3 : 1 ratio was deduced in relation to the X-ray crystal structure of bis(methylthio)-TTF-diamide. The doubly coiled nanofibers form when initially formed spiral ribbons of lamellarly arranged TTFdiamide perchlorate split in the middle, and a further split of the double helix produces the triplex structure. Temperature-dependent conductance and current-voltage (I-V) characteristics of the coiled fibers were measured in the temperature (T) range of 70-300 K. The conductance decreased with a decrease in T, and the I-V characteristics were nonlinear over the entire T range. The results were analyzed by using a modified fluctuation-induced tunneling conduction model, where the barrier height and width were linearly dependent on the electric field.
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