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Synthesis and Characterization of Planar Five‐Ring‐Fused Dithiophene‐dione
Authors:Jing Wang  Weijing Zeng  Huan Xu  Bin Li  Xiaoping Cao  Haoli Zhang
Institution:State Key Laboratory of Applied Organic Chemistry (SKLAOC), College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, Gansu 730000, China
Abstract:A series of new organic semiconductors based on s‐indaceno1,2‐b:5,6‐b′]dithiophene‐4,9‐dione was successfully synthesized and characterized. The electron withdrawing carbonyl group lowers the LUMO energy levels, leading to increased electronegativities, which is beneficial for high photo‐stability in air. The n‐alkyl substituted compounds, 1c and 1d , crystallize with the rigid coplanar systems packed into slipped face‐to‐face π‐stacks. Interestingly, 1c and 1d also show liquid crystalline behaviors, which give highly ordered molecular packing over large area.
Keywords:semiconductors  fused‐ring systems  liquid‐crystals
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