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research article

Development of a robust supramolecular method to prepare well-defined nanofibrils from conjugated molecules

Tian, Liangfei  
•
Szilluweit, Ruth
•
Marty, Roman
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2012
Chemical Science

In order to produce materials with tailored structures and functions via supramolecular self-assembly of molecular precursors in a predictable fashion, it is necessary to develop 'supramolecular methods' based on structurally simple 'supramolecular synthons'. Thus, the formation of one-dimensional aggregates from pi-conjugated molecules requires a combination of non-covalent interactions that efficiently suppresses lateral aggregation, promotes one-dimensional aggregation, and is also compatible with a productive pi-pi overlap of the constituent molecules. In the present work, we demonstrate that oligopeptide-polymer derivatives comprising a flexible polymer segment terminally attached to a beta-sheet-forming oligopeptide segment are structurally simple substituents that perfectly fulfill these requirements. We synthesized a matrix of diacetylene model compounds that carried oligopeptide-polymer substituents with varying degrees of polymerization of the attached polymers and different length oligopeptide segments. We combined solution-phase IR spectroscopy, AFM imaging and the topochemical diacetylene polymerization as a highly sensitive probe for the molecular arrangement and the degree of order inside aggregates obtained in organic solvents. The thus determined molecular parameters for the reliable formation of well-defined nanoscopic fibrillar structures with uniform diameters, and defined helical 'core-shell' morphologies were then successfully transferred to analogous perylene bisimide and quaterthiophene derivatives, demonstrating the versatility and robustness of the chosen molecular design.

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Type
research article
DOI
10.1039/c2sc00977c
Web of Science ID

WOS:000302319000021

Author(s)
Tian, Liangfei  
Szilluweit, Ruth
Marty, Roman
Bertschi, Louis
Zerson, Mario
Spitzner, Eike-Christian
Magerle, Robert
Frauenrath, Holger  
Date Issued

2012

Published in
Chemical Science
Volume

3

Start page

1512

End page

1521

Subjects

Topochemical Polymerization

•

Oligo(P-Phenylene Vinylene)

•

Chromatic Transition

•

Self-Organization

•

Organic-Solvents

•

Chemical Sensors

•

Beta-Sheet

•

Assemblies

•

Diacetylene

•

Polymers

Editorial or Peer reviewed

REVIEWED

Written at

EPFL

EPFL units
LMOM  
Available on Infoscience
May 4, 2012
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/80020
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