Adsorption of 4-(N,N-Dimethylamino)-4′-nitrostilbene on an Amorphous Silica Glass Surface

Autor(en)

Dóra Vörös, Andrea Angeletti, Cesare Franchini, Sebastian Mai, Leticia González

Abstrakt

Stilbenes are a compelling class of organic photoswitches with a high degree of tunability that sensitively depend on their environment. In this study, we investigate the adsorption properties of 4-(N,N-dimethylamino)-4′-nitrostilbene (DANS), a push-pull stilbene, on amorphous silica glass. Plane-wave density functional theory (DFT) calculations are used to understand how the trans and cis isomers of DANS interact with the amorphous surface and which are the most preferred modes of adsorption. Our calculations revealed that the O-H···O hydrogen bonds between the nitro group and hydroxyl groups of the silica surface dominate the intramolecular interaction. In addition to hydrogen bonding, O-H···π interactions with the aromatic ring and double bond play a critical role in adsorption, whereas C-H···O interactions are present, but contribute little. Therefore, both isomers of DANS favor parallel orientations such that not only the functional groups but also the aromatic parts can strongly interact with the glass surface.

Organisation(en)

Computergestützte Physik und Physik der Weichen Materie, Computergestützte Materialphysik, Institut für Theoretische Chemie

Externe Organisation(en)

Università di Bologna

Journal

Journal of Physical Chemistry C

Band

127

Seiten

22964-22974

Anzahl der Seiten

11

ISSN

1932-7447

DOI

https://doi.org/10.1021/acs.jpcc.3c05552

Publikationsdatum

11-2023

Peer-reviewed

Ja

ÖFOS 2012

104017 Physikalische Chemie, 103018 Materialphysik, 104011 Materialchemie

ASJC Scopus Sachgebiete

Electronic, Optical and Magnetic Materials, Allgemeine Energie, Physical and Theoretical Chemistry, Surfaces, Coatings and Films

Link zum Portal

https://ucrisportal.univie.ac.at/de/publications/5cb60f30-2c67-41d7-9ea1-80de82b452f3