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Issue 33, 2012
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Furan substituted diketopyrrolopyrrole and thienylenevinylene based low band gap copolymer for high mobility organic thin film transistors

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Abstract

A novel solution processable donor–acceptor (D–A) based low band gap polymer semiconductor poly{3,6-difuran-2-yl-2,5-di(2-octyldodecyl)-pyrrolo[3,4-c]pyrrole-1,4-dione-alt-thienylenevinylene} (PDPPF-TVT), was designed and synthesized by a Pd-catalyzed Stille coupling route. An electron deficient furan based diketopyrrolopyrrole (DPP) block and electron rich thienylenevinylene (TVT) donor moiety were attached alternately in the polymer backbone. The polymer exhibited good solubility, film forming ability and thermal stability. The polymer exhibits wide absorption bands from 400 nm to 950 nm (UV-vis-NIR region) with absorption maximum centered at 782 nm in thin film. The optical band gap (Eoptg) calculated from the polymer film absorption onset is around 1.37 eV. The π-energy band level (ionization potential) calculated by photoelectron spectroscopy in air (PESA) for PDPPF-TVT is around 5.22 eV. AFM and TEM analyses of the polymer reveal nodular terrace morphology with optimized crystallinity after 200 °C thermal annealing. This polymer exhibits p-channel charge transport characteristics when used as the active semiconductor in organic thin-film transistor (OTFT) devices. The highest hole mobility of 0.13 cm2 V−1 s−1 is achieved in bottom gate and top-contact OTFT devices with on/off ratios in the range of 106–107. This work reveals that the replacement of thiophene by furan in DPP copolymers exhibits such a high mobility, which makes DPP furan a promising block for making a wide range of promising polymer semiconductors for broad applications in organic electronics.

Graphical abstract: Furan substituted diketopyrrolopyrrole and thienylenevinylene based low band gap copolymer for high mobility organic thin film transistors

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Publication details

The article was received on 17 Apr 2012, accepted on 19 Jun 2012 and first published on 25 Jun 2012


Article type: Paper
DOI: 10.1039/C2JM32376A
Citation: J. Mater. Chem., 2012,22, 17284-17292
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    Furan substituted diketopyrrolopyrrole and thienylenevinylene based low band gap copolymer for high mobility organic thin film transistors

    P. Sonar, J. Zhuo, L. Zhao, K. Lim, J. Chen, A. J. Rondinone, S. P. Singh, L. Chua, P. K. H. Ho and A. Dodabalapur, J. Mater. Chem., 2012, 22, 17284
    DOI: 10.1039/C2JM32376A

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