Abstract
Regioregular (P1) and random (P2) polymers were prepared by the reaction of equimolar amounts of dibromides M2 or M3 with bis(stannyl) monomer M1. The regioregularity of the conjugated chain in P1 was shown to affect considerably its optical properties. The HOMO/LUMO values and electrochemical band gap for polymers P1 or P2 found by cyclic voltammetry are–5.40/–3.40,–5.31/–3.33, and 2.00/1.96 eV, respectively. The LUMO levels for P1 and P2 are located higher than for PC71BM (–4.3 eV) by 0.84 and 0.97 eV, respectively. The low-lying HOMO levels of P1 and P2 are favorable for the high value of open-circuit voltage and make these polymers attractable candidates for polymer solar cells.
Similar content being viewed by others
References
Gendron, D. and Leclerc, M., Energ. Environ. Sci., 2011, vol. 4, pp. 1225–1237.
Dou, L., You, J., Yang, J., Chen, C., He, Y., Murase, S., Moriarty, T., Emery, K., Li, G., and Yang, Y., Nat. Photonics, 2012, vol. 6, pp. 180–185.
Li, W., Furlan, A., Hendriks, K.H., Wienk, M.M., and Janssen, R.A.J., J. Am. Chem. Soc., 2013, vol. 135, pp. 3529–5532.
Krebs, F.C., Sol. Energ. Mater. Sol. Cells, 2009, vol. 93, pp. 393–393.
Keshtov, M.L., Toppare, L., Marochkin, D.V., Kochurov, V.S., Parashchuk, D.Yu., Trukhanov, V.A., and Khokhlov, A.R., Vysokomol. Soedin., Ser. B, 2013, vol. 55, no. 6, pp. 723–773.
Keshtov, M.L., Marochkin, D.V., Kochurov, V.S., Khokhlov, A.R., Koukara, E.N., and Sharma, G.D., J. Mater. Chem. A, 2014, vol. 2, pp. 155–171.
Wu, P.T., Xin, H., Kim, F.S., Ren, G., and Jenekhe, S.A., Macromolecules, 2009, vol. 42, pp. 8817–8826.
Kim, H., Lee, H., Seo, D., Jeong, Y., Cho, K., Lee, J., and Lee, Y., Chem. Mater. (in press). doi 10.1021/acs.chemmater.5b00632
Qin, T., Zajaczkowski, W., Pisula, W., Baumgarten, M., Chen, M., Gao, M., Wilson, G., Easton, Ch.D., Mulen, K., and Watkins, S.E., J. Am. Chem. Soc., 2014, vol. 136, pp. 6049–6055.
Huo, L., Chen, H., and Yu, Hou., J., Chen T.L., and Yang, Y., Chem. Commun., 2009, pp. 5570–5572.
Li, K., Li, Z., Feng, K., Xu, X., Wang, L., and Peng, Q., J. Am. Chem. Soc., 2012, vol. 135, pp. 13549–13557.
Li, Y., Cao, Y., Gao, J., Wang, D., Yu, G., and Heeger, A.J., Synth. Meth., 1999, vol. 99, pp. 243–248.
Bredas, J.L., Beljonne, D., Coropceanu, V., and Cornil, J., Chem. Rev., 2004, vol. 104, pp. 4971–5004.
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © M.L. Keshtov, S.A. Kuklin, I.E. Ostapov, Fang-Chung Chen, A.R. Khokhlov, 2016, published in Doklady Akademii Nauk, 2016, Vol. 470, No. 1, pp. 50–55.
Rights and permissions
About this article
Cite this article
Keshtov, M.L., Kuklin, S.A., Ostapov, I.E. et al. Novel regular D–A-conjugated polymers based on 2,6-bis(6-fluoro-2-hexyl-2H-benzotriazol-4-yl)-4,4-bis(2-ethylhexyl)-4H-silolo[3,2-b:4,5-b′]dithiophene derivatives: Synthesis, optoelectronic, and electrochemical properties. Dokl Chem 470, 274–278 (2016). https://doi.org/10.1134/S0012500816090019
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S0012500816090019