Titlebar

Export bibliographic data
Literature by the same author
plus on the publication server
plus at Google Scholar

 

Crystal Engineering of Supramolecular 1,4-Benzene Bisamides by Side-Chain Modification : Towards Tuneable Anisotropic Morphologies and Surfaces

Title data

van der Zwan, Kasper P. ; Steinlein, Christoph ; Kreger, Klaus ; Schmidt, Hans-Werner ; Senker, Jürgen:
Crystal Engineering of Supramolecular 1,4-Benzene Bisamides by Side-Chain Modification : Towards Tuneable Anisotropic Morphologies and Surfaces.
In: ChemPhysChem. Vol. 22 (2021) Issue 24 . - pp. 2585-2593.
ISSN 1439-4235
DOI: https://doi.org/10.1002/cphc.202100597

Official URL: Volltext

Project information

Project title:
Project's official titleProject's id
SFB 840 - Von partikulären Nanosystemen zur MesotechnologieNo information

Project financing: Deutsche Forschungsgemeinschaft
Elitenetzwerk Bayern

Abstract in another language

Benzene bisamides are promising building blocks for supramolecular nano-objects. Their functionality depends on morphology and surface properties. However, a direct link between surface properties and molecular structure itself is missing for this material class. Here, we investigate this interplay for two series of 1,4-benzene bisamides with symmetric and asymmetric peripheral substitution. We elucidated the crystal structures, determined the nano-object morphologies and derived the wetting behaviour of the preferentially exposed surfaces. The crystal structures were solved by combining single-crystal and powder X-ray diffraction, solid-state NMR spectroscopy and computational modelling. Bulky side groups, here t-butyl groups, serve as a structure-directing motif into a packing pattern, which favours the formation of thin platelets. The use of slim peripheral groups on both sides, in our case linear perfluorinated, alkyl chains, self-assemble the benzene bisamides into a second packing pattern which leads to ribbon-like nano-objects. For both packing types, the preferentially exposed surfaces consist of the ends of the peripheral groups. Asymmetric substitution with bulky and slim groups leads to an ordered alternating arrangement of the groups exposed to the surface. This allows the hydrophobicity of the surfaces to be gradually altered. We thus identified two leitmotifs for molecular packings of benzene bisamides providing the missing link between the molecular structure, the anisotropic morphologies and adjustable surface properties of the supramolecular nano-objects.

Further data

Item Type: Article in a journal
Refereed: Yes
Additional notes: WOS:000715354400001
Keywords: ab initio structure solution; DFT calculations; NMR crystallography; self-assembly; supramolecular polymer additives
Institutions of the University: Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Inorganic Chemistry III > Chair Inorganic Chemistry III - Univ.-Prof. Dr. Jürgen Senker
Research Institutions > Research Centres > Nordbayerisches Zentrum für NMR-Spektroskopie - NMR-Zentrum
Faculties
Faculties > Faculty of Biology, Chemistry and Earth Sciences
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Inorganic Chemistry III
Research Institutions
Research Institutions > Research Centres
Result of work at the UBT: Yes
DDC Subjects: 500 Science
500 Science > 540 Chemistry
Date Deposited: 03 Feb 2022 08:43
Last Modified: 12 Apr 2022 07:31
URI: https://eref.uni-bayreuth.de/id/eprint/68571