Study On Perfluorohexylation And Perfluorobutylation Of [60]Fullerene

Perfluoroalkylation of fullerenes with high thermal stability, chemical stability and excellent electronic property, are expected to have a special performance for the synthesis of new fullerene-based functional materials, so that, the synthesis and property of perfluoroalkyled fullerenes have been one of the active topics in the fullerene chemistry. In this topic, one of the key studies is how to obtain high yields, high selective products by improving the preparation of perfluoroalkyled fullerenes and optimizing conditions, this study will play an important significance for study the property and the application of perfluoroalkyled fullerenes. In this thesis, we attempted to prepare C₆₀(C4F9)n and C₆₀(C6F13)n by solvothermal method, to explore and optimize the reaction conditions, which will accumulate foundations for the large-scale synthesis of perfluoroalkyled fullerenes with special structures.1. At a relatively low temperature, we attempted to prepare C₆₀(C4F9)n and C₆₀(C6F13)n by solvothermal method, and the effects of reaction temperatures on the product components were investigated. After being separated by high performance liquid chromatography (HPLC), the products were characterized by Fourier transform infrared spectroscopy (IR), 19F nuclear magnetic resonance spectromer (19F NMR) and matrix-assisted laser desorption ionization time of flight mass (MALDI-TOF-MS). The experimental results showed that at least one -C6F13 group was added to C₆₀. The longer reaction time was, the more C₆₀ were reacted. Under the same condition, the more C₆₀ were reacted in carbon tetrachloride than that in toluene.2. In the solution phase, the effects of the reaction times and the mole ratios of the reactants C₆₀ and C₄F₉I were investigated. After being separated by HPLC, the products were characterized by ultraviolet spectrophotometer (UV-Vis) and IR spectroscopy, which indicated that the derivatives of perfluorobutyled C₆₀ were successfully synthesized. With the reaction time and the C₄F₉I/C₆₀ mole ratio increased, more C₆₀ were reacted. Under the same condition, the less C₆₀ were reacted in toluene than that in carbon tetrachloride. When the C₄F₉I/C₆₀ mole ratio is 20/1, the products had good selectivity and were easy separated.