Synthesis and Properties of Semiconducting Bispyrrolothiophenes for Organic Field‐Effect Transistors |
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| Authors: | Crystalann Jones Dr Damien Boudinet Dr Yu Xia Mitch Denti Adita Das Dr Antonio Facchetti Prof Dr Tom G Driver |
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| Institution: | 1. Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, IL, 60607 (USA);2. Polyera Corporation, 8045 Lamon Avenue, Skokie, IL, 60077 (USA) |
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| Abstract: | A series of new highly soluble bispyrrolothiophenes were synthesized from vinyl azides by using transition‐metal‐catalyzed C?H‐bond functionalization. In addition to modifying the substituents present on the end‐pyrrolothiophene moieties, the arene linker in between the two units was also varied. The solution‐state properties and field‐effect‐transistor (FET) electrical behavior of these bispyrrolothiophenes was compared. Our investigations identified that the optical properties and oxidation potential of our compounds were dominated by the pyrrolothiophene unit with a λmax value of approximately 400 nm and oxidation at approximately 1 V. FET devices constructed with thin films of these bispyrrolothiophenes were also fabricated by means of thin‐film solution processing. One of these compounds, a bispyrrolothiophene linked with benzothiodiazole, exhibits a mobility of approximately 0.3 cm2 V?1 s?1 and the Ion/Ioff value is greater than 106. |
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| Keywords: | azides charge transfer field‐effect transistors heterocycles semiconductors thin films |
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