TY  - JOUR
A1  - Menekse, Kaan
A1  - Renner, Rebecca
A1  - Mahlmeister, Bernhard
A1  - Stolte, Matthias
A1  - Würthner, Frank
T1  - Bowl-shaped naphthalimide-annulated corannulene as nonfullerene acceptor in organic solar cells
JF  - Organic Materials
N2  - An electron-poor bowl-shaped naphthalimide-annulated corannulene with branched alkyl residues in the imide position was synthesized by a palladium-catalyzed cross-coupling annulation sequence. This dipolar compound exhibits strong absorption in the visible range along with a low-lying LUMO level at –3.85 eV, enabling n-type charge transport in organic thin-film transistors. Furthermore, we processed inverted bulk-heterojunction solar cells in combination with the two donor polymers PCE–10 and PM6 to achieve open-circuit voltages up to 1.04 V. By using a blend of the self-assembled naphthalimide-annulated corannulene and PCE–10, we were able to obtain a power conversion efficiency of up to 2.1%, which is to the best of our knowledge the highest reported value for a corannulene-based organic solar cell to date.
KW  - Chemie
KW  - corannulene
KW  - nonfullerene acceptors
KW  - curved π-systems
KW  - bulk-heterojunction solar cells
KW  - aggregation
Y1  - 2020
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-299095
UR  - https://www.thieme-connect.com/products/ejournals/html/10.1055/s-0040-1714283
SN  - 2625-1825
VL  - 2
IS  - 3
ER  - 
TY  - JOUR
A1  - Renner, Rebecca
A1  - Stolte, Matthias
A1  - Würthner, Frank
T1  - Self-Assembly of bowl-shaped naphthalimide-annulated
corannulene
JF  - ChemistryOpen
N2  - The self-assembly of a bowl-shaped naphthalimide-annulated corannulene of high solubility has been studied in a variety of solvents by NMR and UV/Vis spectroscopy. Evaluation by the anti-cooperative K\(_2\)-K model revealed the formation of supramolecular dimers of outstanding thermodynamic stability. Further structural proof for the almost exclusive formation of dimers over extended aggregates is demonstrated by atomic force microscopy (AFM) and diffusion ordered spectroscopy (DOSY) measurements as well as by theoretical calculations. Thus, herein we present the first report of a supramolecular dimer of an annulated corannulene derivative in solution and discuss its extraordinarily high thermodynamic stability with association constants up to > 10\(^6\)M\(^-\) \(^1\) in methylcyclohexane, which is comparable to the association constants given for planar phthalocyanine and perylene bisimide dyes.
KW  - corannulene
KW  - π-π-interactions
KW  - aelf-assembly
KW  - aggregation
KW  - supramolecular chemistry
Y1  - 2020
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-204396
VL  - 9
IS  - 1
ER  -