Spectroscopic and electrochemical properties of thiophene-phenylene based Shiff-bases with alkoxy side groups, towards photovoltaic applications.

The influence of presence and elongation of alkoxy side chains in the π-conjugated Schiff-bases has been considered on the basis of UV-Vis absorption and photoluminescence spectra of model compounds and polymers solutions in chloroform and binary solvents of different polarity. The results of these investigations have been supported by electrochemical data. It has been demonstrated that introduction of electron donating methoxy side groups decreases the energy gap, however the elongation of alkyl chains only slightly affects the electronic structure of model compounds. In the case of polymers, such octyloxy side chains improves the solubility, enabling formation of longer polymer chains, with the enhanced effective π-conjugation length and narrower energy gap, however the intensity of emission band clearly decreased. Positive solvatochromism has been observed in both absorbance and photoluminescence spectra for all investigated compounds. As the concluding task, bulk-heterojunction (BHJ) photovoltaic (PV) structures, consisting of polyazomethines blended with the fullerene derivative, [6,6]-phenyl-C-butyric acid methyl ester (PCBM) have been prepared and tested in the context of potential application in solar cells. All investigated polymers have shown the photovoltaic effect, but the best power conversion efficiency and other PV parameters have been obtained for polyazomthine with octyloxy side chains.