Vorona Mikhail Y, Yutronkie Nathan J, Melville Owen A, Daszczynski Andrew J, Agyei Kwame T, Ovens Jeffrey S, Brusso Jaclyn L, Lessard Benoît H
Department of Chemical and Biological Engineering, University of Ottawa, 161 Louis Pasteur, Ottawa K1N 6N5, ON, Canada.
Department of Chemistry and Biomolecular Sciences, University of Ottawa, 150 Louis Pasteur, Ottawa K1N 6N5, ON, Canada.
Materials (Basel). 2019 Aug 26;12(17):2726. doi: 10.3390/ma12172726.
Anthracene-based semiconductors are a class of molecules that have attracted interest due to their air stability, planarity, potential for strong intermolecular interactions, and favorable frontier molecular orbital energy levels. In this study seven novel 9,10-anthracene-based molecules were synthesized and their optical, electrochemical, and thermal properties were characterized, along with their single crystal arrangement. We found that functionalization of the 9,10-positions with different phenyl derivatives resulted in negligible variation in the optical properties with minor (±0.10 eV) changes in electrochemical behavior, while the choice of phenyl derivative greatly affected the thermal stability ( > 258 °C). Preliminary organic thin film transistors (OTFTs) were fabricated and characterized using the 9,10-anthracene-based molecules as the semiconductor layer. These findings suggest that functionalization of the 9,10-position of anthracene leads to an effective handle for tuning of the thermal stability, while having little to no effect on the optical properties and the solid-state arrangement.
基于蒽的半导体是一类因其空气稳定性、平面性、强分子间相互作用的潜力以及有利的前沿分子轨道能级而备受关注的分子。在本研究中，合成了七种新型的基于9,10 - 蒽的分子，并对其光学、电化学和热性质以及单晶排列进行了表征。我们发现，用不同的苯基衍生物对9,10 - 位进行官能化导致光学性质变化可忽略不计，电化学行为有微小（±0.10 eV）变化，而苯基衍生物的选择对热稳定性有很大影响（> 258 °C）。使用基于9,10 - 蒽的分子作为半导体层制备并表征了初步的有机薄膜晶体管（OTFT）。这些发现表明，蒽的9,10 - 位官能化导致了一种有效调节热稳定性的方法，而对光学性质和固态排列几乎没有影响。
