40197-95-3Relevant academic research and scientific papers
Symmetric Mixed Sulfur–Selenium Fused Ring Systems as Potential Materials for Organic Field-Effect Transistors
Batlogg, Bertram,Dellago, Barbara,Fr?hlich, Johannes,Hametner, Christian,Holzer, Brigitte,Horkel, Ernst,Lumpi, Daniel,Mathis, Thomas,St?ger, Berthold,Thamm, Ann-Katrin
, (2020/01/24)
A reliable synthetic protocol toward a series of fused chalcogenopheno[1]benzochalcogenophene (CBC) building blocks was developed based on a Fiesselmann reaction. The obtained CBC units were applied in McMurry and Stille coupling reactions toward symmetric regioisomeric ene-linked dimers. These π-conjugated compounds were characterized regarding their photophysical and electrochemical properties and proved to be materials with reduced HOMO–LUMO gaps compared to their sulfur-based analogues. Single-crystal X-ray diffraction experiments revealed strong intermolecular selenium–selenium and selenium–carbon interactions depending on the position and number of incorporated selenium atoms. Good field-effect transistor performance with charge carrier mobilities up to 4×10?3 cm2 V?1 s?1 and high on/off ratios could be observed.
