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CPP: Fachverband Chemische Physik und Polymerphysik
CPP 12: Poster 1
CPP 12.71: Poster
Montag, 5. September 2022, 18:00–20:00, P1
Fluorinated thieno-quinoxalines - a systematic study on conformational locking and accompanied electronic characteristics — •M.M. Islam1,2, A.M. Anton1,2, R. Meitzner1,2, C.L. Chochos3,4, U.S. Schubert1,2, and H. Hoppe1,2 — 1Laboratory of Organic and Macromolecular Chemistry (IOMC), Friedrich Schiller University Jena, Humboldstrasse 10, 07743 Jena, Germany — 2Center for Energy and Environmental Chemistry Jena (CEEC Jena), Friedrich Schiller University Jena, Philosophenweg 7a, 07743 Jena, Germany — 3Institute of Chemical Biology, National Hellenic Research Foundation, 48 Vassileos Constantinou Avenue, Athens 11635, Greece. — 4Advent Technologies SA, Patras Science Park, Stadiou Street, Platani-Rio, 26504, Patra, Greece
Low band-gap thieno-quinoxaline derivatives are promising donor materials in organic solar cells. Fluorination, on the one hand, can lower both the HOMO as well as LUMO energy levels and thus enhance stability. On the other hand, electron exchange between hydrogen or sulfur and fluorine atoms might cause noncovalent interactions and steric hindrance. Six thieno-quinoxaline derivatives with systematically fluorinated sites have been investigated in solution, pristine films, and blends with ITIC as acceptor. UV-Vis absorption spectra reveal the sensitivity of stacking depending on the particular fashion of fluorination, which affects the size of photochromic units. The stacking propensity is corroborated by DFT simulations. Fluorescence spectroscopic indicates different photoluminescence pathways indicated by excitation-independent and excitation-selective PL signals.