Tetrathiafulvalene-Functionalized Thiophene Copolymerized with 3,3″‘-Didodecylquaterthiphene: Synthesis, TTF Trapping Activity, and Response to Trinitrotoluene
Solution processable organic semiconductors have been a focus for past few decades for their potential applicability in low-cost electronic devices. Introduction of functionality into the polymeric backbone can influence electrical and optical properties. Our synthetic approach begins with a hydroxymethyl-substituted copolymer consisting of 3,3‴ -didodecyl quaterthiophene (as in PQT12) as repeat unit along with an additional thiophene ring, which enabled other organic functional groups to be grafted such as tetrathiafulvalene (TTF).
The TTF side-chain polymer was observed to be active for TNT detection in a manner similar to what we had observed for the small molecule. This demonstrates the new polymer as a vehicle for compatibilizing the often-insoluble TTF with an electron-rich polymer and also shows that the response we reported previously was not due to a special solid-state effect of the small molecule. The blend system of PQT12 with a copolymer gets more uniform distribution of the functional group while still having electrical properties like PQT12. The OFET based on the blend of TTF side-chain polymer and 5wt % PQT12 when exposed to 10−3mg TNT/mL IPA solution, output currents were significantly increased. We also found an unexpected negative Seebeck coefficient for the pristine TTF-modified polymer, which further indicated the strong hole trapping activity of the TTF additive.
- Tetrathiafulvalene-functionalized thiophene copolymerized with 3,3″‘-didodecylquaterthiphene: synthesis, TTF trapping activity, and response to trinitrotoluene (Macromolecules, Volume 46, Issue 3, 2013, pgs. 708-717)
Organic semiconductors for use in plastic electronic devices and other alternative active circuits such as display backplanes are generally hole-transporters. It is much more challenging to design electron transporters, which are often needed to complete a circuit or even a single device.Learn More
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