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Novel thiophene-containing push-pull chromophores that include carbazole and triphenylamine moieties: study of optical and electrochemical properties

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Chemistry of Heterocyclic Compounds Aims and scope

Novel carbazole- and triphenylamine-containing alkylidene malononitriles that include thiophene and bithienyl fragments as π-spacers were synthesized. Quantum-chemical calculations of the frontier molecular orbital energies were performed using the B3LYP/6-31G(d) method with regard to solvent. Electronic absorption spectra and fluorescence spectra were recorded for all the obtained compounds; their electrochemical properties were also studied. The experimental energy values of HOMO and LUMO levels were derived from resulting data. Thin films were obtained by the spin coating technique, and their surface morphology was studied using a NTEGRA Prima scanning tunneling microscope.

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The work was supported by the Ministry of Education and Science of the Russian Federation (project 012 011 461 916) and the Russian Foundation for Basic Research (grants 14-03-00341a, 14-03-96003r_ural_a). Instrumental investigations were carried out on devices acquired at the expense of the Program for the development of national research universities.

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Authors and Affiliations

  1. Institute of Technical Chemistry, Ural Branch of the Russian Academy of Sciences, 3 Akademika Koroleva St., Perm, 614013, Russia

    Artur N. Bakiev, Darya G. Selivanova, Olga A. Maiorova, Aleksei A. Gorbunov & Georgii G. Abashev

  2. Perm State National Research University, 15 Bukireva St., Perm, 614990, Russia

    Igor V. Lunegov, Aleksandr N. Vasyanin, Elena V. Shklyaeva & Georgii G. Abashev

  3. Natural Science Institute, Perm State National Research University, 4 Genkel St., Perm, 614990, Russia

    Elena V. Shklyaeva

Authors
  1. Artur N. Bakiev
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  2. Darya G. Selivanova
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  3. Igor V. Lunegov
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  4. Aleksandr N. Vasyanin
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  5. Olga A. Maiorova
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  6. Aleksei A. Gorbunov
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  7. Elena V. Shklyaeva
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  8. Georgii G. Abashev
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Correspondence to Georgii G. Abashev.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2016, 52(6), 379–387

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Bakiev, A.N., Selivanova, D.G., Lunegov, I.V. et al. Novel thiophene-containing push-pull chromophores that include carbazole and triphenylamine moieties: study of optical and electrochemical properties. Chem Heterocycl Comp 52, 379–387 (2016). https://doi.org/10.1007/s10593-016-1899-2

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