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Synthesis and photovoltaic properties of new thieno[3,2-b]indole-based dyes

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Abstract

New dyes of the 3-[5-(4-alkyl-4H-thieno[3,2-b]indol-2-yl)thiophen-2-yl]-2-cyanoacrylic acid series were prepared based on 2-(thien-2-yl)-substituted thieno[3,2-b]indole by its sequential N-alkylation, formylation, and condensation of the resulting aldehydes with cyanoacetic acid. The possible application of these dyes as sensitizers of mesoporous titanium dioxide thin films in dye-sensitized solar cells (DSSC) was shown. It was established that the efficiency of DSSC based on the dye IS 4 is superior to that of a similar element based on the commercial dye N3 [cis-bis(isothiocyanato)bis(2,2′-bipyridyl-4,4′-dicarboxylato)ruthenium(ii)].

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Authors and Affiliations

  1. I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22/20 ul. S. Kovalevskoi, 620137, Ekaterinburg, Russian Federation

    A. S. Steparuk, R. A. Irgashev & G. L. Rusinov

  2. Ural Federal University named after the first President of Russia B. N. Yeltsin, 19 ul. Mira, 620002, Ekaterinburg, Russian Federation

    R. A. Irgashev & G. L. Rusinov

  3. N. S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, 31 Leninsky prosp., 119991, Moscow, Russian Federation

    E. V. Krivogina & S. A. Kozyukhin

  4. National Research University “Moscow Institute of Electronic Technology”, 1 pl. Shokina, 124498, Moscow, Zelenograd, Russian Federation

    P. I. Lazarenko

  5. National Research Tomsk State University, 36 prosp. Lenina, 634050, Tomsk, Russian Federation

    S. A. Kozyukhin

Authors
  1. A. S. Steparuk
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  2. R. A. Irgashev
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  3. G. L. Rusinov
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  4. E. V. Krivogina
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  5. P. I. Lazarenko
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  6. S. A. Kozyukhin
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Corresponding author

Correspondence to S. A. Kozyukhin.

Additional information

Dedicated to Academician of the Russian Academy of Sciences O. N. Chupakhin on the occasion of his 85th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 6, pp. 1208–1212, June, 2019.

This work was financially supported by the Russian Foundation for Basic Research (Project No. 18-29-11037 mk). Part of this study on the measurement of photovoltaic and optical characteristics was carried out within the framework of the state assignment of the N. S. Kurnakov Institute of General and Inorganic Chemistry of the Russian Academy of Sciences in the field of basic scientific research (state registration No. 01201353364).

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Steparuk, A.S., Irgashev, R.A., Rusinov, G.L. et al. Synthesis and photovoltaic properties of new thieno[3,2-b]indole-based dyes. Russ Chem Bull 68, 1208–1212 (2019). https://doi.org/10.1007/s11172-019-2542-z

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  • DOI: https://doi.org/10.1007/s11172-019-2542-z

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