One-stage synthesis of poly[(p-phenylimino)-acenaphthene], a new macromolecular material with interesting electric properties

A new macromolecular material, a derivative of 1,2-bis-(p-aminophenylimino)-acenaphthene, was prepared. The monomer above, belonging to the group of small-molecule semiconductors, presents, as we referred in a previous work (Mhaidat [1]), remarkable photoconductive properties. The polymerization, a polycondensation reaction, was achieved in one-stage, using as starting materials acenaphthenequinone and p-phenylenediamine, in the presence of TiCl4 and Dabco as catalysts, into o-dichlorobenzene acting as a solvent. The product obtained was fully characterized with mass spectroscopy, 1H NMR and FTIR techniques. Mass spectrum permitted the calculation of the polymer's molecular weight, being equal to 1633.85, whereas measurements of electric properties confirmed its semiconductive character.