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A Compact Tetrathiafulvalene-Benzothiadiazole Dyad and Its Highly Symmetrical Charge-Transfer Salt: Ordered Donor π-Stacks Closely Bound to Their Acceptors.
- Source :
-
Chemistry - A European Journal . Jun2014, Vol. 20 Issue 23, p7136-7143. 8p. - Publication Year :
- 2014
-
Abstract
- A compact and planar donor-acceptor molecule 1 comprising tetrathiafulvalene (TTF) and benzothiadiazole (BTD) units has been synthesised and experimentally characterised by structural, optical, and electrochemical methods. Solution-processed and thermally evaporated thin films of 1 have also been explored as active materials in organic field-effect transistors (OFETs). For these devices, hole field-effect mobilities of μFE=(1.3±0.5)×10−3 and (2.7±0.4)×10−3 cm2 V s−1 were determined for the solution-processed and thermally evaporated thin films, respectively. An intense intramolecular charge-transfer (ICT) transition at around 495 nm dominates the optical absorption spectrum of the neutral dyad, which also shows a weak emission from its ICT state. The iodine-induced oxidation of 1 leads to a partially oxidised crystalline charge-transfer (CT) salt {( 1)2I3}, and eventually also to a fully oxidised compound { 1I3} ⋅1/2I2. Single crystals of the former CT compound, exhibiting a highly symmetrical crystal structure, reveal a fairly good room temperature electrical conductivity of the order of 2 S cm−1. The one-dimensional spin system bears compactly bonded BTD acceptors (spatial localisation of the LUMO) along its ridge. [ABSTRACT FROM AUTHOR]
- Subjects :
- *TETRATHIAFULVALENE
*CHARGE transfer
*SALT
*THIADIAZOLES
*FIELD-effect transistors
Subjects
Details
- Language :
- English
- ISSN :
- 09476539
- Volume :
- 20
- Issue :
- 23
- Database :
- Academic Search Index
- Journal :
- Chemistry - A European Journal
- Publication Type :
- Academic Journal
- Accession number :
- 96203409
- Full Text :
- https://doi.org/10.1002/chem.201304688