Organic Letters 2010-12-03

Synthesis and characterization of fused pyrrolo[3,2-d:4,5-d']bisthiazole-containing polymers.

Mohammed Al-Hashimi, John G Labram, Scott Watkins, Majid Motevalli, Thomas D Anthopoulos, Martin Heeney

Index: Org. Lett. 12(23) , 5478-81, (2010)

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Abstract

The synthesis of a novel electron-deficient fused pyrrolo[3,2-d:4,5-d']bisthiazole is reported from 2-bromothiazole. This was copolymerized with thiophene, selenophene, thienothiophene, and bithiophene by microwave-assisted Stille polycondensation. The resulting polymers exhibited small optical band gaps combined with low-lying HOMO energy levels and demonstrated semiconducting behavior in organic field effect transistors.