Thin-film morphology and transistor performance of alkyl-substituted triethylsilylethynyl anthradithiophenes

John E. Anthony, Sankar Subramanian, Sean R. Parkin, Sung Kyu Park, Thomas N. Jackson

Research output: Contribution to journalArticlepeer-review

32 Scopus citations


Studies of soluble small-molecule semiconductors based on pentacene and anthradithiophene chromophores have generally shown that molecules with strong two-dimensional solid-state interactions yield high-performance thin-film transistors, while similar compounds with one-dimensional solid-state interactions form thin-film devices with significantly worse performance. As a further exploration of this issue, we describe here the synthesis and device characterization of soluble anthradithiophene derivatives functionalized at the periphery of the chromophore with small (C1-C3) alkyl chains that subtly alter the solid-state arrangements of the molecules. We demonstrate that these changes in crystal packing have significant impact on both thin-film formation and field-effect mobility. In general, materials with even nominal two-dimensional close contacts between molecules tended also to exhibit two-dimensional film growth, and generally better device performance than those with strictly one-dimensional interactions.

Original languageEnglish (US)
Pages (from-to)7984-7989
Number of pages6
JournalJournal of Materials Chemistry
Issue number42
StatePublished - 2009

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Materials Chemistry


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