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

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

69 Scopus citations

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 (US)
Pages (from-to)48-60
Number of pages13
JournalAdvanced Functional Materials
Volume22
Issue number1
DOIs
StatePublished - Jan 11 2012

Keywords

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

ASJC Scopus subject areas

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

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