On the Effect of Fluorination of 2,1,3-Benzothiadiazole

Christian B. Nielsen, Andrew J. P. White, Iain McCulloch

Research output: Contribution to journalArticlepeer-review

67 Scopus citations

Abstract

The 4,7-dithieno-2,1,3-benzothiadiazole (DTBT) moiety and its fluorinated counterpart are important pi-conjugated building blocks in the field of organic electronics. Here we present a combined experimental and theoretical investigation into fundamental properties relating to these two molecular entities and discuss the potential impact on extended π-conjugated materials and their electronic properties. While the fluorinated derivative, in the solid state, packs with a smaller co-facial overlap than DTBT, we report experimental evidence for stronger optical absorption as well as stronger intra- and intermolecular contacts upon fluorination.
Original languageEnglish (US)
Pages (from-to)5045-5048
Number of pages4
JournalThe Journal of Organic Chemistry
Volume80
Issue number10
DOIs
StatePublished - May 2015

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