Adamantane substitutions: a path to high-performing, soluble, versatile and sustainable organic semiconducting materials

0478804 - FZÚ 2018 RIV GB eng J - Journal Article
Kovalenko, A. - Yumusak, C. - Heinrichová, P. - Stříteský, S. - Fekete, Ladislav - Vala, M. - Weiter, M. - Sariciftci, N. S. - Krajčovič, J.
Adamantane substitutions: a path to high-performing, soluble, versatile and sustainable organic semiconducting materials.
Journal of Materials Chemistry C. Roč. 5, č. 19 (2017), s. 4716-4723. ISSN 2050-7526. E-ISSN 2050-7534
R&D Projects: GA MŠMT LO1409; GA MŠMT LM2015088
Institutional support: RVO:68378271
Keywords : field-effect transistors * side-chain * solar-cells * conjugated polymers * charge-transport * small molecules * photovoltaics * efficient * pigments
OECD category: Condensed matter physics (including formerly solid state physics, supercond.)
Impact factor: 5.976, year: 2017

Novel ethyladamantyl solubilization side groups were found to induce p–p interactions between the conjugated cores through adamantyl–adamantyl stacking in soluble diketopyrrolopyrrole (DPP) derivatives. The closeness of the DPP cores amplifies charge transfer in the material, as far as the p–p interaction is a dominant charge-hopping pathway. As a result, tenfold enhancement of hole mobilities exceeding those obtained for insoluble derivatives was reached. Moreover, due to high crystallinity and co-planarity of the conjugated cores, electron transfer was preserved
Permanent Link: http://hdl.handle.net/11104/0274860