Macromolecular Research

, Volume 26, Issue 3, pp 238–245 | Cite as

Multi-Donor Random Terpolymers Based on Benzodithiophene and Dithienosilole Segments with Different Monomer Compositions for High-Performance Polymer Solar Cells

  • Hyojung Heo
  • Honggi Kim
  • Geonik Nam
  • Donghwa Lee
  • Youngu Lee


We synthesized and characterized a series of new random terpolymers which are composed of two electron-rich segments, thienyl-substituted benzo[1,2-b:4,5-b’]dithiophene (BDT) and dithieno[3,2-b:2’,3’-d]silole (DTS), and one electron- deficient segment, thieno[3,4-c]pyrrole-4,6-dione (TPD), with different ratio of DTS segment to BDT segment (25%, 50%, and 75% DTS). The compositional effect of the random terpolymers on physicochemical properties and photovoltaic performances were studied. The different compositions of BDT and DTS segments in the conjugated backbone of the terpolymers had a crucial effect on the electrochemical properties of the random terpolymers. PTPD-BDT75-DTS25 (P1) with monomeric composition of BDT and DTS (75:25) segments showed excellent light harvesting ability, high charge carrier mobility, and low-lying HOMO energy level. Moreover, the photovoltaic performance of the random terpolymer based BHJ PSCs was strongly influenced by the composition of BDT and DTS segments in the conjugated backbones of the terpolymers. The inverted BHJ PSCs based on the PTPD-BDT75- DTS25 exhibited a V oc of 0.94 V, a J sc of 10.83 mA/cm2, and a FF of 56.52%, leading to a high PCE of 5.78%.


terpolymer polymer solar cells benzodithiophene dithienosilole thienopyrrolodione 


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Supplementary material

13233_2018_6030_MOESM1_ESM.pdf (1.1 mb)
Supporting Information


  1. (1).
    G. Yu, J. Gao, J. C. Hummelen, F. Wudl, and A. J. Heeger, Science, 270, 1789 (1995).CrossRefGoogle Scholar
  2. (2).
    B.-K. Yu, D. Vak, J. Jo, S.-I. Na, S.-S. Kim, Y.-S. Jung, and D.-Y. Kim, Macromol. Res., 23, 696 (2015).CrossRefGoogle Scholar
  3. (3).
    Y. Liu, J. Zhao, Z. Li, C. Mu, W. Ma, H. Hu, K. Jiang, H. Lin, H. Ade, and H. Yan, Nat. Commun., 5, 5293 (2014).CrossRefGoogle Scholar
  4. (4).
    J.-D. Chen, C. Cui, Y.-Q. Li, L. Zhou, Q.-D. Ou, C. Li, Y. Li, and J.-X. Tang, Adv. Mater., 27, 1035 (2015).CrossRefGoogle Scholar
  5. (5).
    C. Liu, C. Yi, K. Wang, Y. Yang, R. S. Bhatta, M. Tsige, S. Xiao, and X. Gong, ACS Appl. Mater. Interfaces, 7, 4928 (2015).CrossRefGoogle Scholar
  6. (6).
    J. Zhao, Y. Li, G. Yang, K. Jiang, H. Lin, H. Ade, W. Ma, and H. Yan, Nat. Energy, 1, 15027 (2016).CrossRefGoogle Scholar
  7. (7).
    H. Kim, B. Lim, H. Heo, G. Nam, H. Lee, J. Y. Lee, J. Lee, and Y. Lee, Chem. Mater., 29, 4301 (2017).CrossRefGoogle Scholar
  8. (8).
    H. Heo, H. Kim, D. Lee, S. Jang, L. Ban, B. Lim, J. Lee, and Y. Lee, Macromolecules, 49, 3328 (2016).CrossRefGoogle Scholar
  9. (9).
    S.-M. Bang, J.-H. Park, S. Kang, Y.-S. Lee, B. Lim, H. Heo, J. Lee, Y. Lee, and S.-I. Na, Dyes Pigm., 140, 229 (2017).CrossRefGoogle Scholar
  10. (10).
    S.-M. Bang, S. Kang, Y.-S. Lee, B. Lim, H. Heo, J. Lee, Y. Lee, and S.-I. Na, RSC Adv., 7, 1975 (2017).CrossRefGoogle Scholar
  11. (11).
    J.-M. Jiang, H.-C. Chen, H.-K. Lin, C.-M. Yu, S.-C. Lan, C.-M. Liu, and K.-H. Wei, Polym. Chem., 4, 5321 (2013).CrossRefGoogle Scholar
  12. (12).
    J. W. Jung, F. Liu, T. P. Russell, and W. H. Jo, Energy Environ. Sci., 6, 3301 (2013).CrossRefGoogle Scholar
  13. (13).
    T. E. Kang, H.-H. Cho, H. J. Kim, W. Lee, H. Kang, and B. J. Kim, Macromolecules, 46, 6806 (2013).CrossRefGoogle Scholar
  14. (14).
    S. Beaupre, S. S. Sepasgozar, A. Najari, and M. Leclerc, J. Mater. Chem. A, 5, 6638 (2017).CrossRefGoogle Scholar
  15. (15).
    L. Huo, J. Hou, H.-Y. Chen, S. Zhang, Y. Jiang, T. L. Chen, and Y. Yang, Macromolecules, 42, 6564 (2009).CrossRefGoogle Scholar
  16. (16).
    T.-Y. Chu, J. Lu, S. Beaupre, Y. Zhang, J.-R. Pouliot, S. Wakim, J. Zhou, M. Leclerc, Z. Li, J. Ding, and Y. Tao, J. Am. Chem. Soc., 133, 4250 (2011).CrossRefGoogle Scholar
  17. (17).
    X. Guo, N. Zhou, S. J. Lou, J. W. Hennek, R. P. Ortiz, M. R. Butler, P.-L. T. Boudreault, J. Strzalka, P.-O. Morin, M. Leclerc, J. T. L. Navarrete, M. A. Ratner, L. X. Chen, R. P. H. Chang, A. Facchetti, and T. J. Marks, J. Am. Chem. Soc., 134, 18427 (2012).CrossRefGoogle Scholar
  18. (18).
    P. Liu, K. Zhang, F. Liu, Y. Jin, S. Liu, T. P. Russell, H.-L. Yip, F. Huang, and Y. Cao, Chem. Mater., 26, 3009 (2014).CrossRefGoogle Scholar
  19. (19).
    Y.-H. Ha, J. E. Lee, M.-C. Hwang, Y. J. Kim, J.-H. Lee, C. E. Park, and Y.-H. Kim, Macromol. Res., 24, 457 (2016).CrossRefGoogle Scholar
  20. (20).
    J. Hou, H.-Y. Chen, S. Zhang, G. Li, and Y. Yang, J. Am. Chem. Soc., 130, 16144 (2008).CrossRefGoogle Scholar
  21. (21).
    T. Ikai, T. Kudo, M. Nagaki, T. Yamamoto, and K. Maeda, S. Kanoh, Polymer, 55, 2139 (2014).CrossRefGoogle Scholar
  22. (22).
    P. Berrouard, S. Dufresne, A. Pron, J. Veilleux, and M. Leclerc, J. Org. Chem., 77, 8167 (2012).CrossRefGoogle Scholar
  23. (23).
    K. H. Hendriks, G. H. L. Heintges, M. M. Wienk, and R. A. J. Janssen, J. Mater. Chem. A, 2, 17899 (2014).CrossRefGoogle Scholar
  24. (24).
    Y. Li, Acc. Chem. Res., 45, 723 (2012).CrossRefGoogle Scholar
  25. (25).
    S. Somasundaram, S. Jeon, and S. Park, Macromol. Res., 24, 226 (2016).CrossRefGoogle Scholar
  26. (26).
    J. Y. Kim, Y. U. Kim, H. J. Kim, H. A. Um, J. Shin, M. Ju. Cho, and D. H. Choi, Macromol. Res., 24, 980 (2016).CrossRefGoogle Scholar
  27. (27).
    K. Kawashima, Y. Tamai, H. Ohkita, I. Osaka, and K. Takimiya, Nat. Commun., 6, 10085 (2015).CrossRefGoogle Scholar
  28. (28).
    Y. Huang, E. J. Kramer, A. J. Heeger, and G. C. Bazan, Chem. Rev., 114, 7006 (2014).CrossRefGoogle Scholar
  29. (29).
    J. Kim, J. Y. Shim, S. Song, J. Kim, I. Kim, J. Y. Kim, and H. Suh, Macromol. Res., 23, 214 (2015).CrossRefGoogle Scholar
  30. (30).
    H. Kim, H. Lee, Y. Jeong, J.-U. Park, D. Seo, H. Heo, D. Lee, Y. Ahn, and Y. Lee, Synth. Met., 211, 75 (2016).CrossRefGoogle Scholar
  31. (31).
    J. Lee, D. Sin, B. Moon, J. Shin, H. G. Kim, M. Kim, and K. Cho, Energy Environ. Sci., 10, 247 (2017).CrossRefGoogle Scholar
  32. (32).
    J. Oh, K. Kranthiraja, C. Lee, K. Gunasekar, S. Kim, B. Ma, B. J. Kim, and S.-H. Jin, Adv. Mater., 28, 10016 (2016).CrossRefGoogle Scholar

Copyright information

© The Polymer Society of Korea and Springer Science+Business Media B.V., part of Springer Nature 2017

Authors and Affiliations

  • Hyojung Heo
    • 1
  • Honggi Kim
    • 1
  • Geonik Nam
    • 1
  • Donghwa Lee
    • 1
  • Youngu Lee
    • 1
  1. 1.Department of Energy Systems EngineeringDaegu Gyeongbuk Institute of Science and Technology (DGIST), 333, Techno Jungang Daero, Hyeonpung-Myeon, Dalseong-GunDaeguKorea

Personalised recommendations