| Chapter I gives a general insight about my three topics: fullerene, conducting polymer, and TTF chemistry, which include major possible applications for each field.; Chapter II provides the novel idea of functionalizing fullerene without disturbing its aromaticity. The preparation, characterization, photophyscial and electrochemical properties of homoconjugated bisfulleroids with a variety of substitutents are described. This research paves the way for better understanding the nature of homoconjugative effect in these systems.; Chapter III presents a concept of making homoconjugated bisfulleroid polymer, which takes advantage of our model system in Chapter II. This approach is to prevent phase separation existed in the conventional conducting polymer and fullerene mixture for active layer in photovoltaic devices. The resulting polymer shows very low bandgap (ca. 0.25 eV) and acts as a good photodiode.; Chapter IV reports the first synthesis of neutral green conducting polymer, which serves as a key component in the electrochromic devices. In this chapter, electrochemical properties, spectroelectrochemistry, and switching stability of the green polymer have been described. A hypothesis concerning the green color is also provided with some supporting experimental data.; Chapter V focuses on synthesis of amphiphilic PPEs, photophysical properties and self-assembly of the resulting polymer in different solvent systems. A preparation of self-assemblied PPE/silica nanocomposites, which forms a hexagonal array, is also described.; Chapter VI illustrates the discovery of new TTF-o-chloranil adducts; one of them is neutral, covalent-bonded benzodioxane, which is confirmed by X-ray crystallography and another is a charge-transfer radical ionic salt, which exhibited a strong ESR signal. Conductivity measurement and ESI-MS study strongly suggest that the structure of this particular radical ion salt is that of a traditional organic metal; i.e., segregated, partially charged stacks of TTF and o-CA. The neutral adduct can also undergo covalent-to-ionic transition under a variety of conditions. |
