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@ARTICLE{DAvino:453855,
author = {D’Avino, Gabriele and Duhm, Steffen and Della Valle,
Raffaele Guido and Heimel, Georg and Oehzelt, Martin and
Kera, Satoshi and Ueno, Nobuo and Beljonne, David and
Salzmann, Ingo},
title = {{E}lectrostatic {I}nteractions {S}hape {M}olecular
{O}rganization and {E}lectronic {S}tructure of {O}rganic
{S}emiconductor {B}lends},
journal = {Chemistry of materials},
volume = {32},
number = {3},
issn = {1520-5002},
address = {Washington, DC},
publisher = {American Chemical Society},
reportid = {PUBDB-2021-00219},
pages = {1261 - 1271},
year = {2020},
note = {We thank Wolfgang Caliebe (HASYLAB, DESY) for experimental
support and Roland Resel (TU-Graz) for fruitful
discussions.},
abstract = {Halogenation of conjugated molecules represents a powerful
approach to tune the electronic structure of molecular thin
films through inductive effects and long-range
intermolecular electrostatic interactions. The mixing of
halogenated molecules with their pristine counterparts has
recently proven successful in altering the blend’s energy
levels to adjust the open-circuit voltage of organic solar
cells by the mixing ratio. Here, we show that the prevailing
rationale for this effect is not equally valid for different
molecular orientations. We provide a comprehensive
experimental and theoretical analysis of the prototypical
blend formed by pentacene and perfluoropentacene to relate
structure with electronic properties. We find a mixed-stack
structural motif in standing and lying orientations
depending on the substrate nature. In the standing
orientation, the ionization potential lies in between the
values of the pure components, in line with the established
picture of averaged molecular quadrupole moments. For the
lying orientation, however, we experimentally observe an
ionization potential lower than both pristine values, which
seems at odds with this simple rationale. Electrostatic
simulations based on the knowledge of the atomistic
structure of the films capture the complex experimental
scenario for both orientations. In particular, the ultralow
ionization potential of films formed by lying molecules is
identified as a signature of the monolayer structure, where
quadrupolar interactions are responsible for a difference of
ca. 0.4 eV in the highest occupied molecular orbital energy
as compared to thicker films with the same molecular
orientation.},
cin = {DOOR ; HAS-User},
ddc = {540},
cid = {I:(DE-H253)HAS-User-20120731},
pnm = {899 - ohne Topic (POF3-899)},
pid = {G:(DE-HGF)POF3-899},
experiment = {EXP:(DE-H253)D-W1-20150101},
typ = {PUB:(DE-HGF)16},
UT = {WOS:000513299400031},
doi = {10.1021/acs.chemmater.9b04763},
url = {https://bib-pubdb1.desy.de/record/453855},
}