Organic semiconducting materials (OSMs) are a class of semiconductor materials for applications in optoelectronic devices. One of their main advantages over their inorganic counterparts is their versatility in the design of innumerable materials. By covalently linking heterocyclic aromatic compounds, tailor-made materials can be made with distinctive properties. Additionally, they can be designed to improve solid-state packing and enhance optoelectronic properties. In this study, thiophene, furan, and pyrazine-containing oligomers were synthesized in moderate yields via a four-step synthetic approach using palladium cross-coupling reactions. Solution and solid-phase properties were studied via spectroscopic, electrochemical, and single-crystal X-ray diffraction (XRD) analysis. Comparative analysis between solid-state packing arrangements and photophysical properties revealed optical band gaps as low as 1.7 eV with Stokes-shifts up to 130 nm and quantum yields of 12%. Results of the study aid in further understanding the effects of substituents on molecular arrangements that give rise to unique photophysical properties and how they can be tuned to achieve low-cost semiconducting building blocks for optoelectronic devices.

Influence of solid-state structure on mixed heterocyclic oligomer properties

ACS Spring 2022

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.