TY  - JOUR
A1  - Menekse, Kaan
A1  - Mahl, Magnus
A1  - Albert, Julius
A1  - Niyas, M. A.
A1  - Shoyama, Kazutaka
A1  - Stolte, Matthias
A1  - Würthner, Frank
T1  - Supramolecularly Engineered Bulk‐Heterojunction Solar Cells with Self‐Assembled Non‐Fullerene Nanographene Tetraimide Acceptors
JF  - Solar RRL
N2  - A series of novel imide‐functionalized C\(_{64}\) nanographenes is investigated as acceptor components in organic solar cells (OSCs) in combination with donor polymer PM6. These electron‐poor molecules either prevail as a monomer or self‐assemble into dimers in the OSC active layer depending on the chosen imide substituents. This allows for the controlled stacking of electron‐poor and electron‐rich π–scaffolds to establish a novel class of non‐fullerene acceptor materials to tailor the bulk‐heterojunction morphology of the OSCs. The best performance is observed for derivatives that are able to self‐assemble into dimers, reaching power conversion efficiencies of up to 7.1%.
KW  - nanographene
KW  - non-fullerene acceptors
KW  - organic solar cells
KW  - polycyclic aromatic hydrocarbons
KW  - self-assembly
Y1  - 2023
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-312099
VL  - 7
IS  - 2
ER  - 
TY  - JOUR
A1  - Seifert, Sabine
A1  - Shoyama, Kazutaka
A1  - Schmidt, David
A1  - Würthner, Frank
T1  - An electron-poor C\(_{64}\) nanographene by palladium-catalyzed cascade C-C bond formation: one-pot synthesis and single-crystal structure analysis
JF  - Angewandte Chemie-International Edition
N2  - Herein, we report the one-pot synthesis of an electron-poor nanographene containing dicarboximide groups at the corners. We efficiently combined palladium-catalyzed Suzuki-Miyaura cross-coupling and dehydrohalogenation to synthesize an extended two-dimensional pi-scaffold of defined size in a single chemical operation starting from N-(2,6-diisopropylphenyl)-4,5-dibromo-1,8-naphthalimide and a tetrasubstituted pyrene boronic acid ester as readily accessible starting materials. The reaction of these precursors under the conditions commonly used for Suzuki-Miyaura cross-coupling afforded a C\(_{64}\) nanographene through the formation of ten C-C bonds in a one-pot process. Single-crystal X-ray analysis unequivocally confirmed the structure of this unique extended aromatic molecule with a planar geometry. The optical and electrochemical properties of this largest ever synthesized planar electron-poor nanographene skeleton were also analyzed.
KW  - Graphene nanoribbons
KW  - Liquid-crystalline
KW  - dyes/pigments
KW  - polycyclic aromatic hydrocarbons
KW  - two-dimensional nanostructures
KW  - Aromatic-hydrocarbon
KW  - Carbon
KW  - Dyes
KW  - Functionalization
KW  - cascade reactions
KW  - nanographene
Y1  - 2016
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-188889
VL  - 55
IS  - 22
ER  -