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

doi:10.1002/adfm.201101053

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

Northwestern University

Research output: Contribution to journal › Article › peer-review

63 Citations (Scopus)

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 language	English
Pages (from-to)	48-60
Number of pages	13
Journal	Advanced Functional Materials
Volume	22
Issue number	1
DOIs	https://doi.org/10.1002/adfm.201101053
Publication status	Published - 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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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

Versatile α,ω-disubstituted tetrathienoacene semiconductors for high performance organic thin-film transistors. / Youn, Jangdae; Huang, Peng Yi; Huang, Yu Wen; Chen, Ming Chou; Lin, Yu Jou; Huang, Hui; Ortiz, Rocio Ponce; Stern, Charlotte; Chung, Ming Che; Feng, Chieh Yuan; Chen, Liang Hsiang; Facchetti, Antonio; Marks, Tobin J.

In: Advanced Functional Materials, Vol. 22, No. 1, 11.01.2012, p. 48-60.

Research output: Contribution to journal › Article › peer-review

Youn, Jangdae ; Huang, Peng Yi ; Huang, Yu Wen ; Chen, Ming Chou ; Lin, Yu Jou ; Huang, Hui ; Ortiz, Rocio Ponce ; Stern, Charlotte ; Chung, Ming Che ; Feng, Chieh Yuan ; Chen, Liang Hsiang ; Facchetti, Antonio ; Marks, Tobin J. / Versatile α,ω-disubstituted tetrathienoacene semiconductors for high performance organic thin-film transistors. In: Advanced Functional Materials. 2012 ; Vol. 22, No. 1. pp. 48-60.

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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.",

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AU - Ortiz, Rocio Ponce

AU - Stern, Charlotte

AU - Chung, Ming Che

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AU - Facchetti, Antonio

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AB - 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.

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