Triphenylamine/Tetracyanobutadiene-Based π-Conjugated Push–Pull Molecules End-Capped with Arene Platforms: Synthesis, Photophysics, and Photovoltaic Response

Pablo Simon Marques, Jose Maria Andres Castan, Benedito A. L. Raul, Giacomo Londi, Ivan Ramirez, Maxim S. Pshenichnikov*, David Beljonne*, Karsten Walzer, Martin Blais, Magali Allain, Clement Cabanetos, Philippe Blanchard*

*Bijbehorende auteur voor dit werk

OnderzoeksoutputAcademicpeer review

4 Citaten (Scopus)
24 Downloads (Pure)


π-Conjugated push–pull molecules based on triphenylamine and 1,1,4,4-tetracyanobuta-1,3-diene (TCBD) have been functionalized with different terminal arene units. In solution, these highly TCBD-twisted systems showed a strong internal charge transfer band in the visible spectrum and no detectable photoluminescence (PL). Photophysical and theoretical investigations revealed very short singlet excited state deactivation time of ≈10 ps resulting from significant conformational changes of the TCBD-arene moiety upon photoexcitation, opening a pathway for non-radiative decay. The PL was recovered in vacuum-processed films or when the molecules were dispersed in a PMMA matrix leading to a significant increase of the excited state deactivation time. As shown by cyclic voltammetry, these molecules can act as electron donors compared to C 60. Hence, vacuum-processed planar heterojunction organic solar cells were fabricated leading to a maximum power conversion efficiency of ca. 1.9 % which decreases with the increase of the arene size.

Originele taal-2English
Pagina's (van-tot)16422-16433
Aantal pagina's12
Nummer van het tijdschrift69
Vroegere onlinedatum9-nov-2020
StatusPublished - 9-dec-2020

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