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Solution processable TIPS-benzodithiophene small molecules with improved semiconducting properties in organic field effect transistors

: Bilkay, T.; Schulze, K.; Egorov-Brening, T.; Fink, K.; Janietz, S.


Organic Electronics 14 (2013), Nr.1, S.344-353
ISSN: 1566-1199
Bundesministerium für Bildung und Forschung BMBF
Fraunhofer IAP ()

Four soluble triisopropylsilylethynyl benzodithiophene (TIPS-BDT) derivatives containing allylphenylene (TIPS-BDT-VP), allyloxyphenylene (TIPS-BDT-AOP), fluorophenylene (TIPS-BDT-FP) and thiophene (TIPS-BDT-T) aromatics as end cappers were synthesized by Suzuki or Stille coupling. A comparable study of the relationship between the molecular structure and the device performance is done by measurements of the electrochemical, thermal and optical properties of these materials. These small molecules exhibit an increased solubility and could be employed as the active component by spin-coating from solution in organic field effect transistors on flexible PET-foils. All small molecules showed good film-forming properties and high field effect transistor performance. A hole mobility of up to 0.09 cm2/Vs with high on/off current ratio of 106 was determined for TIPS-BDT-FP. This mobility is only one order of magnitude lower in comparison to the today best solution processable material (e.g. TIPS-Pentacene). For the syntheses of novel semiconducting materials, both small molecules and polymers, a TIPS-BDT core is a potential precursor.