Old Molecule, New Chemistry: Exploring Silicon Phthalocyanines as Emerging N-Type Materials in Organic Electronics

Efficient synthesis of silicon phthalocyanines (SiPc) eliminating the strenuous reaction conditions and hazardous reagents required by classical methods is described. Implementation into organic thin-film transistors (OTFTs) affords average electron field-effect mobility of 3.1 × 10−3 cm2 V−1 s−1 and threshold voltage of 25.6 V for all synthetic routes. These results demonstrate that our novel chemistry can lead to high performing SiPc-based n-type OTFTs

1,2,4,6-Thiatriazinyl Radicals and Dimers: Structural and Electronic Tuning through Heteroaromatic Substituent Modification

The functionalization of thiatriazinyl (TTA) radicals with pyridyl and thienyl moieties is described, and their influence at both the molecular and solid-state level has been investigated. Comparative electron paramagnetic resonance studies of 3,5-bis-(2-pyridyl)-1,2,4,6-thiatriazinyl (<b>Py</b>_<b>2</b><b>TTA</b>) and 3,5-bis-(2-thienyl)-1,2,4,6-thiatriazinyl (<b>Th</b>_<b>2</b><b>TTA</b>) reveal the impact of heteroaromatic substitution on the electronic structure, which is supported by density functional theory calculations. Single crystal X-ray analysis emphasizes the importance of intermolecular contacts on the crystal packing and demonstrates the potential for structural control through S---N′ and N---HC′ interactions, which are enhanced in <b>Py</b>_<b>2</b><b>TTA</b> and <b>Th</b>_<b>2</b><b>TTA</b> by the presence of the pyridyl and thienyl groups, respectively. This work represents a fundamental study of heterocyclic aromatic substitution in thiazyl-based radicals and investigates how varying these functional groups influences the molecular properties and long-range order within the supramolecular structure