Diketopyrrolopyrrole-Based π‑Conjugated Copolymer Containing β‑Unsubstituted Quintetthiophene Unit: A Promising Material Exhibiting High Hole-Mobility for Organic Thin-Film Transistors

A new diketopyrrolopyrrole-based π-conjugated copolymer (PDPP5T) with high molecular weight has been synthesized by Stille coupling polymerization of 3,6-bis(5-bromothiophen-2-yl)-2,5-bis(2-octyldodecyl)pyrrolo-[3,4-c]pyrrole-1,4(2H,5H)-dione with α,α′-bis(trimethylstannyl)-terthiophene. Its hole mo...

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Veröffentlicht in:Chemistry of materials 2012-11, Vol.24 (22), p.4350-4356
Hauptverfasser: Yi, Zhengran, Sun, Xiangnan, Zhao, Yan, Guo, Yunlong, Chen, Xingguo, Qin, Jingui, Yu, Gui, Liu, Yunqi
Format: Artikel
Sprache:eng
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Zusammenfassung:A new diketopyrrolopyrrole-based π-conjugated copolymer (PDPP5T) with high molecular weight has been synthesized by Stille coupling polymerization of 3,6-bis(5-bromothiophen-2-yl)-2,5-bis(2-octyldodecyl)pyrrolo-[3,4-c]pyrrole-1,4(2H,5H)-dione with α,α′-bis(trimethylstannyl)-terthiophene. Its hole mobility without thermal annealing reaches 1.08 cm2 V–1 s–1, and a higher hole mobility of 3.46 cm2 V–1 s–1 is obtained annealed at 200 °C directly in an air atmosphere. This indicates that introducing a longer β-unsubstituted quinquethiophene (5T) unit into the main-chain of DPP-oligothiophene copolymer produces much pronounced p-type behavior and also reduces the steric hindrance of the bulk side-chain groups, which is favorable to enhance the molecular ordering capability at low temperatures and improve the organic thin-film transistors (OTFT) performances. This work demonstrates that PDPP5T is a promising material that can be applied to the cost-effective and large-scale production of OTFTs.
ISSN:0897-4756
1520-5002
DOI:10.1021/cm302341m