Thiazole-induced rigidification in substituted dithieno-tetrathiafulvalene: the effect of planarisation on charge transport properties

نویسندگان

  • Rupert G D Taylor
  • Joseph Cameron
  • Iain A Wright
  • Neil Thomson
  • Olena Avramchenko
  • Alexander L Kanibolotsky
  • Anto R Inigo
  • Tell Tuttle
  • Peter J Skabara
چکیده

Two novel tetrathiafulvalene (TTF) containing compounds 1 and 2 have been synthesised via a four-fold Stille coupling between a tetrabromo-dithienoTTF 5 and stannylated thiophene 6 or thiazole 4. The optical and electrochemical properties of compounds 1 and 2 have been measured by UV-vis spectroscopy and cyclic voltammetry and the results compared with density functional theory (DFT) calculations to confirm the observed properties. Organic field effect transistor (OFET) devices fabricated from 1 and 2 demonstrated that the substitution of thiophene units for thiazoles was found to increase the observed charge transport, which is attributed to induced planarity through S-N interactions of adjacent thiazole nitrogen atoms and TTF sulfur atoms and better packing in the bulk.

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عنوان ژورنال:

دوره 11  شماره 

صفحات  -

تاریخ انتشار 2015