Synthesis and morphology of asymmetric, alkyne-functionalised pentacene and 2-fluoroanthradithiophene

Craig M.S. Combe*, David T. James, Jessica Wade, Andrew J.P. White, Ji Seon Kim, Iain Mcculloch

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

The performance of 6,13-(bis-triisopropylsilylethynyl)pentacene (TIPS-pentacene) and 1,1′-difluoro-5,11-(bis-triethylsilyl)acetylene-anthra[2,3-b:6,7-b′]dithiophene (TES-FADT) is highly dependent on the morphology enforced by their alkyl groups, with only triisopropylsilylethynyl and triethylsilylethynyl producing viable transistor devices, respectively. Asymmetric triisopropylsilylacetylene- and triethylsilylacetylene-functionalised pentacene and 2-fluoroanthradithiophene were synthesised to study the effects a small change to the solubilising groups has on the thin film morphology.

Original languageEnglish (US)
JournalTetrahedron Letters
Volume54
Issue number50
DOIs
StatePublished - Aug 17 2013

Keywords

  • Anthradithiophene
  • Crystallography
  • Morphology
  • Pentacene
  • Triethylsilylethynyl
  • Triisopropylsilylethynyl

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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