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

Sonar, Prashant, Zhuo, Jing-Mei, Zhao, Li-Hong, Lim, Kai-Ming, Chen, Jihua, Rondinone, Adam J., Singh, Samarendra P., Chua, Lay Lay, Ho, Peter K.H., & Dodabalapur, Ananth (2012) Furan substituted diketopyrrolopyrrole and thienylenevinylene based low band gap copolymer for high mobility organic thin film transistors. Journal of Materials Chemistry, 22(33), pp. 17284-17292.

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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 cm 2 V -1 s -1 is achieved in bottom gate and top-contact OTFT devices with on/off ratios in the range of 10 6-10 7. 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.

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ID Code: 75260
Item Type: Journal Article
Refereed: Yes
Keywords: Absorption maxima, Absorption onset, AFM, Bottom gate, Broad application, Crystallinities, Diketopyrrolopyrroles, Donor moiety, Donor-acceptors, Electron-deficient, Electron-rich, Film-forming, High mobility, Low band-gap copolymers, Low bandgap polymers, On/off ratio, Organic electronics, Organic thin film transistors, Polymer backbones, Polymer semiconductors, Solution processable, Stille coupling, TEM analysis, Terrace morphology, Thermal-annealing, Thienylenevinylene, Transport characteristics, UV-vis-NIR, Copolymers, Energy gap, Ionization potential, Organic pollutants, Photoelectron spectroscopy, Polymer films, Semiconductor devices, Thin film transistors, Thiophene, Polymers
DOI: 10.1039/c2jm32376a
ISSN: 0959-9428
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Copyright Owner: Copyright 2012 The Royal Society of Chemistry
Deposited On: 25 Aug 2014 22:57
Last Modified: 03 Oct 2014 00:53

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