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Royal Society of Chemistry, RSC Advances, 10(6), p. 7999-8005

DOI: 10.1039/c5ra22402k

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Synthesis and properties of pteridine-2,4-dione-functionalised oligothiophenes

Journal article published in 2016 by Alan A. Wiles, Brian Fitzpatrick, Niall A. McDonald, Mary Margaret Westwater, De-Liang Long, Bernd Ebenhoch, Vincent M. Rotello, Ifor D. W. Samuel, Graeme Cooke ORCID
This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

The synthesis of acceptor-functionalised oligothiophene derivatives (t3, t6, t7, t8) is described, where the pteridine-2,4-dione acceptor units are arranged symmetrically in derivatives t6–t8. The symmetrical arrangement of acceptor units stems from the ability to selectively brominate the conjugated thiophene moiety of building block t3. Upon increasing the conjugation by going from t3 to t8, a significant increase in absorption toward the near-infrared region and a simultaneous narrowing of the HOMO/LUMO gap occurs, which may promote their future application as optoelectronic materials.