New polyazomethines have been synthesized by the reaction between 2,5-dihydroxy-1,4-benzoquinone and siloxane diamines differing by the siloxane sequence length. A dimer has also been prepared as a model compound. The products were characterized by spectral (FTIR and H-1-NMR) and. elemental analyses, GPC, viscosity measurements, solubility tests, and transmission electron microscopy (TEM). The different properties have been investigated by adequate techniques: thermal (DSC and TGA), spectral (UV-vis and fluorescence spectroscopy), redox (Differential Pulse Voltammetry). pH-sensitivity and metal complexing ability were also evaluated. (c) 2008 Wiley Periodicals, Inc.