Synthesis And Characterization Of A Series Of Pyrene Based Azaacenes With Enhanced Solubility

In recent years, organic photoelectrical compounds become a hot research topic and they have been widely and successfully used in many fields, such as organic solar cells, organic light emitting diodes and organic field-effect transistors. Therefore, the study of synthetic organic photovoltaic compounds could promote the development the organic semiconductor materials.Containing ?-conjugated backbones is an inevitable condition for the electrical conductivity of organic semiconductor materials. However, strong ?-? interactions in ?-conjugated systems significantly decrease their solubility and often bring difficulties to the preparation and purification of organic materials and device fabrication, so introducing alkyl chains of high vibration and other groups is an important way to ameliorate solubility. Based on the above consideration, this research mainly includes the following aspects:(1) As aromatic molecules that have large flat ring, pyrene and its derivatives have been widely applied in the fields of fluorescent tags and fluorescence because of their excellent luminescent properties. This paper reports the synthesis of a series of pyrene-fused organic compounds with good solubility by introducing long alkyl chains and thienyl groups based on the Suzuki coupling reaction. In addition, by introducing three fluorinated methyl groups as receptors and making a contrast with the thienyl groups, a complete series of compounds formed. The work lays a foundation for the organic electroluminescent devices so that better photoelectric conversion efficiency can be achieved.(2) All the new compounds were characterized by 1H NMR, 13 C NMR and mass spectrometry.(3) Their optical and the relationship between structure-performance were investigated by UV-Vis spectra and cyclic voltammetry.