Versatile α,ω-disubstituted tetrathienoacene semiconductors for high performance organic thin-film transistors

Jangdae Youn, Peng Yi Huang, Yu Wen Huang, Ming Chou Chen, Yu Jou Lin, Hui Huang, Rocio Ponce Ortiz, Charlotte Stern, Ming Che Chung, Chieh Yuan Feng, Liang Hsiang Chen, Antonio Facchetti, Tobin J. Marks

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Abstract

Facile one-pot [1 + 1 + 2] and [2 + 1 + 1] syntheses of thieno[3,2-b]thieno[2′,3′:4,5]thieno[2,3-d]thiophene (tetrathienoacene; TTA) semiconductors are described which enable the efficient realization of a new TTA-based series for organic thin-film transistors (OTFTs). For the perfluorophenyl end-functionalized derivative DFP-TTA, the molecular structure is determined by single-crystal X-ray diffraction. This material exhibits n-channel transport with a mobility as high as 0.30 cm 2V -1s -1 and a high on-off ratio of 1.8 × 10 7. Thus, DFP-TTA has one of the highest electron mobilities of any fused thiophene semiconductor yet discovered. For the phenyl-substituted analogue, DP-TTA, p-channel transport is observed with a mobility as high as 0.21 cm 2V -1s -1. For the 2-benzothiazolyl (BS-) containing derivative, DBS-TTA, p-channel transport is still exhibited with a hole mobility close to 2 × 10 -3 cm 2V -1s -1. Within this family, carrier mobility magnitudes are strongly dependent on the semiconductor growth conditions and the gate dielectric surface treatment.

Original languageEnglish
Pages (from-to)48-60
Number of pages13
JournalAdvanced Functional Materials
Volume22
Issue number1
DOIs
Publication statusPublished - Jan 11 2012

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Keywords

  • TTA
  • fused thiophene
  • n-type organic semiconductor
  • tetrathienoacene

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Science(all)
  • Condensed Matter Physics

Cite this

Youn, J., Huang, P. Y., Huang, Y. W., Chen, M. C., Lin, Y. J., Huang, H., Ortiz, R. P., Stern, C., Chung, M. C., Feng, C. Y., Chen, L. H., Facchetti, A., & Marks, T. J. (2012). Versatile α,ω-disubstituted tetrathienoacene semiconductors for high performance organic thin-film transistors. Advanced Functional Materials, 22(1), 48-60. https://doi.org/10.1002/adfm.201101053