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Syntheses and Properties of Semiconducting Polymers Based on Pyrimidine Series Substituted with Thiazolo-Pyridine

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Abstract

For the utilization in the polymer solar cells, conjugated polymers were synthesized using electron-deficient units, 2-{3-[4,6-bis-(4-hexyl-thiophen-2-yl)-pyrimidin-2-yl]-phenyl}-thiazolo[5,4-b]pyridine (mTP) or 2-{4-[4,6-bis-(4-hexylthiophen-2-yl)-pyrimidin-2-yl]-phenyl}-thiazolo[5,4-b]pyridine (pTP). To increase the electron-deficiency of the pyrimidine unit, thiazolopyridine (TP), strong electron-withdrawing group, was incorporated at the meta-/para-position of the phenylene connector which is attached to the pyrimidine. It was confirmed that the TP unit at para-position has stronger intramolecular charge transfer (ICT) effect to shift the absorption to the longer wavelength region and deepens the highest occupied molecular orbital (HOMO) energy level. The polymers with 4-(1-octylnonyl)-6-(2-thienyl)-4H-thieno[3,2,-b]indole (TTI) having the decent solubility for the morphology show the superior open-circuit voltage (V OC ) value of the mTTI/pTTI devices compared to the others. Also, the polymers with TTI show increased short-circuit current (J SC ), fill factor (FF), and power conversion efficiency (PCE) due to high face-on populations.

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Author notes

  1. Contributed equally to this work.

Authors and Affiliations

  1. Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University, Busan, 46239, Korea

    Juae Kim, Minji Kim & Hongsuk Suh

  2. Department of Organic Material Science and Engineering, Pusan National University, Busan, 46239, Korea

    Sangmin Chae, Ahra Yi & Hyo Jung Kim

Authors
  1. Juae Kim
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  2. Sangmin Chae
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  3. Ahra Yi
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  4. Minji Kim
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  5. Hyo Jung Kim
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  6. Hongsuk Suh
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Corresponding authors

Correspondence to Hyo Jung Kim or Hongsuk Suh.

Additional information

Acknowledgments: This study was financially supported by the 『2017 Post-Doc. Development Program』 of Pusan National University.

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Kim, J., Chae, S., Yi, A. et al. Syntheses and Properties of Semiconducting Polymers Based on Pyrimidine Series Substituted with Thiazolo-Pyridine. Macromol. Res. 26, 438–445 (2018). https://doi.org/10.1007/s13233-018-6063-7

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  • DOI: https://doi.org/10.1007/s13233-018-6063-7

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