Ruprecht Karls Universitat Heidelberg Fakultat fur Chemie und Geowissenschaften, Organisch-Chemisches Institute, Im Neuenheimer Feld 270, 69120, Heidelberg, GERMANY.
Published: December 2024
AI Article Synopsis
Article Abstract
The very first representative of trithia-bridged N-heterotriangulene, a triphenylamine with sulfur atoms bridging the ortho-positions, was synthesized by a sequence of regioselective sulfenylation with phthalimidesulfenyl chloride followed by Lewis acid-catalyzed electrophilic cyclization. X-ray crystallography revealed a saddle-shaped geometry of the polycyclic scaffold. UV/Vis absorption spectroscopy and cyclic voltammetry were used to characterize the optoelectronic properties. The title compound is a particularly strong electron donor forming a perfectly stable radical cation, which was analyzed by electron paramagnetic resonance spectroscopy and X-ray crystallography. The electron donor properties were further highlighted by the formation of crystalline donor-acceptor complexes with strong cyano-based acceptors.
Organic photovoltaic materials that can be processed via non-halogenated solvents are crucial for the large-area manufacturing of organic solar cells (OSCs). However, the limited available of electron acceptors with adequate solubility and favorable molecular packing presents a challenge in achieving efficient non-halogenated solvent-processed OSCs. Herein, inspired by the three-dimensional dimeric acceptor CH8-4, we employed a molecular isomerization strategy to synthesize its isomers, CH8-4A and CH8-4B, by tuning the position of fluorine (F) atom in the central unit.
School of Materials Science and Engineering, Key Laboratory of Automobile Materials of MOE, Electron Microscopy Center, Jilin University, Changchun 130012, China.
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