Synthesis of new Tetrazole based-semiconducting polymers for optoelectronic application: Study of the effect of anthracene group on photophysical properties

Abstract

This work aims to synthesize and characterize a new semiconducting anthracene-based polymer Poly-Tet-An-Is and its analogue anthracene-free Poly-Tet-Is. The two materials contain the Tetrazole group in the backbone and the Isosorbide group in the side chain. The polymers have been prepared through click chemistry polymerization. The effect of the anthracene group on photophysical and electrochemical proprieties, is investigated. Thermal characterization shows that the two polymers have a good thermal stability up to 330°C. The optical properties of these materials were explored by UV-vis absorption and photoluminescence spectroscopies. The UV-vis absorption spectrum reveals that the presence of anthracene group in the backbone limits the intramolecular interaction in dilute solution and the π-stacking in the thin film by its steric effect. The photoluminescence spectra reveals that the polymer Poly-Tet-Is has a blue emission in dilute solution and thin film. However, the Poly-Tet-An-Is emission shifted from blue to green, going from dilute solution to the thin film, respectively. Density Functional Density (DFT) has been used to evaluate the macromolecular geometry of both polymers and showed a remarkable variation in geometry depending on the incorporation of the anthracene group. An analysis by RDG was carried out on the optimized structures of the two organic materials in order to prove the intarmolecular interactions and its influence on their geometries.The interested photophysical properties of our new materials as well as the presence of the Tetrazole group in the main chain, could be applied in the design of chemical sensors and blue Organic light-emitting diode (OLED).