Abstract
The first charge-transfer complexes of tetrathiafulvalene (1) with 1,2,5-chalcogenadiazole derivatives, i.e. with [1,2,5]thiadiazolo[3,4-c][1,2,5]thiadiazole (2) and 3,4-dicyano-1,2,5-telluradiazole (3), were designed, prepared in the form of air and thermally stable single crystals and structurally defined by X-ray diffraction as 1·2 and 1·32, respectively. Starting compound 2 (effective electron acceptor with potentially broad application in the field) was synthesized by a new efficient one-pot method from 3,4-diamino-1,2,5-oxadiazole and disulfur dichloride. The electronic structure of complexes 1·2 and 1·32 and thermodynamics of their formation were studied by means of DFT and QTAIM calculations and UV–Vis spectroscopy. The electrical properties of single crystals of the complexes were investigated revealing semiconductor properties with an activation energy of 0.34eV for 1·2 and 0.40eV for 1·32. Polycrystalline films of the complexes displayed photoconductive effects with increased conductivity under white-light illumination.
Original language | English |
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Pages (from-to) | 2267-2276 |
Number of pages | 10 |
Journal | SYNTHETIC METALS |
Volume | 162 |
Issue number | 24 |
DOIs | |
Publication status | Published - 31 Dec 2012 |
Keywords / Materials (for Non-textual outputs)
- TTF
- SOLAR-CELLS
- SUPERCONDUCTORS
- Organic semiconductors
- DENSITY-FUNCTIONAL THEORY
- RADICAL-ANION
- Photoconductors
- MOLECULAR-STRUCTURE
- EXCITED-STATES
- Crystal structure
- CHEMISTRY
- Synthesis
- ORGANIC ELECTRONICS
- Quantum chemical calculations
- SALTS