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Acceptor-donor-acceptor conjugated oligomers based on diketopyrrolopyrrole and thienoacenes with four, five and six rings for organic thin-film transistors

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Abstract

Three acceptor-donor-acceptor (A-D-A) conjugated oligomers, i.e., O1, O2 and O3, have been synthesized using diketopyrrolopyrrole (DPP) as an electron-acceptor unit, and naphtho[1,2-b:5,6-b’]dithiophene (NDT), anthra[1,2-b:5,6-b’]dithiophene (ADT) or dithieno[3,2-b:3’,2’-b’]naphtho[1,2-b:5,6-b’]dithiophene (DTNDT) as electron-donor unit. These oligomers exhibit identical highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energy levels, which were ca. −5.1 and −3.3 eV, respectively. Upon thermal annealing, all three oligomers formed thin films with ordered microstructures, and their organic thin film transistors (OTFTs) exhibited p-type transport behavior. The mobility was increased with an extension of the size of D-units. O3 showed the best OTFT performance with the mobility of up to 0.20 cm2·V−1·s−1. The film quality of O3 was improved by adding 1 wt% poly(methylmethacrylate) (PMMA). In consequence, the mobility of the O3-based devices was further enhanced to 0.30 cm2·V−1·s−1.

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Authors and Affiliations

  1. School of Material Science and Engineering and Collaborative Innovation Centre of Chemical Science and Engineering (Tianjin), Tianjin University, Tianjin, 300072, China

    Qian Du & Yan-hou Geng  (耿延候)

  2. State Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun, 130022, China

    Yao Gao, Wei-li Li, Hong-kun Tian, Dong-hang Yan, Yan-hou Geng  (耿延候) & Fo-song Wang

  3. The 46th Institute of the Sixth Academy of China Aerospace Science & Industry Corporation, Hohhot, 010010, China

    Jing Shao

Authors
  1. Qian Du
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  2. Jing Shao
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  3. Yao Gao
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  4. Wei-li Li
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  5. Hong-kun Tian
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  7. Yan-hou Geng  (耿延候)
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Correspondence to Yan-hou Geng  (耿延候).

Additional information

This work was financially supported by National Basic Research Program of China (973 Program, No. 2014CB643504) of Chinese Ministry of Science and Technology, the National Natural Science Foundation of China (No. 51333006) and the Strategic Priority Research Program of the Chinese Academy of Sciences (No. XDB12010300).

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Acceptor-Donor-Acceptor Conjugated Oligomers Based on Diketopyrrolopyrrole and Thienoacenes with Four, Five and Six Rings for Organic Thin-film Transistors

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Du, Q., Shao, J., Gao, Y. et al. Acceptor-donor-acceptor conjugated oligomers based on diketopyrrolopyrrole and thienoacenes with four, five and six rings for organic thin-film transistors. Chin J Polym Sci 35, 480–489 (2017). https://doi.org/10.1007/s10118-017-1885-x

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  • DOI: https://doi.org/10.1007/s10118-017-1885-x

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