Synthesis and properties of pteridine-2,4-dione-functionalised oligothiophenes
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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.
Wiles , A A , Fitzpatrick , B , McDonald , N A , Westwater , M M , Long , D-L , Ebenhoch , B , Rotello , V M , Samuel , I D W & Cooke , G 2016 , ' Synthesis and properties of pteridine-2,4-dione-functionalised oligothiophenes ' RSC Advances , vol 6 , no. 10 , pp. 7999-8005 . DOI: 10.1039/C5RA22402K
Copyright 2016 the Authors. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (http://creativecommons.org/licenses/by/3.0/).
GC and IDWS thank the EPSRC for funding (EP/I00243X/1). VR thanks the NSF (CHE-1307021). IDWS also acknowledges support from a Royal Society Wolfson Research Merit Award.
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