| Bowl-shaped aromatic hydrocarbons have unique physiochemical properties such as bowl-to-bowl inversion,bowl depth,facial selectivity,facial selectivity,metal complexes,supramolecular self-assembly and so on.Current studies are mainly based on corannulene and sumanene,which are the most representative fragment of C60.Compared with C60,there are more types of C atoms and C-C bonds in C70,which makes the types and properties of its fragment molecules more diverse.However,due to the lack of appropriate synthesis strategies,there are few studies on C70 fragment molecules.The research content of this thesis is to synthesize a series of novel C70 fragment molecules through a suitable synthetic route and to functionalize it.The main contents are as follows:1.A scallop-shaped C70 fragment was successfully synthesized through four-step reactions.Its bowl depth is 0.89（?）,and the molecules are one-dimensionalπ-πstacking,which is conducive to charge-carrier transport.Its maximum mobility is up to 1.59 cm2 V-1 s-1.There is complementarity between the molecule and C70,and their organic cocrystal in a ratio of 1:1,which is expected to have better device performance in organic field effect transistors.2.Functional modification of scallop-shaped molecule by introducing substituents to improve the solubility of molecules and change the packong of molecules.The effects of different substituents on molecular configuration,optical and electrical properties and crystal packing were compared.The bowl-to-bowl inversion energyΔG of the 1,3,5-trimethylphenyl substituted molecule was studied using variable temperature 1H NMR to be 15.2±1.9kcal·mol-1.The mobility of the TES-ethynyl-substituted molecule is 0.87 cm2V-1 s-1.3.By introducing two cyclopentenes at the edge forπ-conjugation expansion,a larger bowl-shaped C70 fragment was successfully obtained.Its bowl depth is 1.20（?）and the maximumπ-orbital axis vector angle is 10.126°,and it has a lower LUMO energy level and band gap. |
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