Molecular Design And Synthesis Of Functional Organic Nanomaterial

In this thesis, we designed and synthesized some novel compounds.We characterized them with diversified characterization and the properties of these oligomers were studied. We discussed potential application of them. We make a summary of the work which was listed in the following text.The new oligoaniline has well defined structure with a shape just like a dumbbell. Combined with its reversible electrochemical property it may be useful in molecular electronics as a model compound for molecular electronic switch.(1) In this work we report our first try for the synthesis of a novel "dumbbell-shaped" aniline oligomer at nanometer length scale under ambient conditions using a new rigid aromatic amine as starting material through the simple oxidative coupling reaction. The structure of the compound was characterized by IR, MALDI-TOF-MS, NMR, and elemental analysis. The reversible redox property was founded. A possible redox process was proposed. With well defined structure and reversible electrochemical property, this type of oligoaniline could be used as a model compound of molecular electronic switch under the STM or AFM.(2) We design and synthesized a novel photoactive azo compound and characterized by GPC, IR, MALDI-TOF-MS, and elemental analysis. The absorption spectrum change of the "dumbbell-shaped" oligoaniline after it was exposed under high-octane UV was monitored continuously by UV spectra. The prime result of the experiment shows that the novel azo compound exhibits the photoactive property. It may be seen as a kins of photoactive functional organic nanomaterial.(3) Two kinds of monodispersed carbamodithioic acid end capped oligoaniline were successfully synthesized through a convenient method, Both compounds were characterized by IR, 1H-NMR, MALDI mass spectra and elemental analysis. The selfassembled film of (4-(4-(4-(phenylamino)phenylamino)phenylamino)phenyl) carbamodithioic acid on the Au surface has been studied by XPS. It was found that the novel oligoaniline can assemble with Au or Ag just like has a plug on its end, maybe it can be used as one of molecular wires due to it still has the electricalactive property similar with the oligoaniline.