Synthesis, Properties and Applications of Novel π-Conjugated Materials with Coplanar Core
Date Issued
2010
Date
2010
Author(s)
Chen, Jia-Hong
Abstract
α-Oligothiophenes are one of the most prominent organic semiconducting materials and have been widely studied in electronic devices. However, deviation from planarity may decrease conjugation in oligothiophenes through torsion about single bonds or S-syn defects. Furthermore, theoretical studies predict that the molecular packing is not optimized for maximum charge carrier mobility. Herein, we report unprecedented synthetic routes for the synthesis of a novel class of carbon bridged oligothiophenes with coplanar molecular configuration. We characterized the nearly flat molecular structures of TT and TTB by using X-ray crystallography. These coplanar cores have also been functionalized as metal-free organic sensitizers TT1N and BTB-1 used for dye-sensitized solar cells (DSSCs) and given PCEs of 4.29% and 5.83%, respectively.
On the other hand, we utilized similar idea to synthesize a novel class of star-shaped coplanar molecules with C3 symmetry. To the best of our knowledge, this is the first report about the synthesis of truxene analogues embedding thiophene rings as functional constituents. We anticipate that this new C3-symmetric molecule would drastically reconstitute the properties of its hydrocarbon parent due to the presence of electron-rich thiophene rings.
Subjects
coplanar
conjugated materials
dye-sensitized solar cells
Type
thesis
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