Controlled Self-Assembly of Photofunctional Supramolecular Nanotubes

Erez Cohen, Haim Weissman, Iddo Pinkas, Eyal Shimoni, Pavel Rehak, Petr Král, Boris Rybtchinski

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

Designing supramolecular nanotubes (SNTs) with distinct dimensions and properties is highly desirable, yet challenging, since structural control strategies are lacking. Furthermore, relatively complex building blocks are often employed in SNT self-assembly. Here, we demonstrate that symmetric bolaamphiphiles having a hydrophobic core comprised of two perylene diimide moieties connected via a bipyridine linker and bearing polyethylene glycol (PEG) side chains can self-assemble into diverse molecular nanotubes. The structure of the nanotubes can be controlled by assembly conditions (solvent composition and temperature) and a PEG chain length. The resulting nanotubes differ both in diameter and cross section geometry, having widths of 3 nm (triangular-like cross-section), 4 nm (rectangular), and 5 nm (hexagonal). Molecular dynamics simulations provide insights into the stability of the tubular superstructures and their initial stages of self-assembly, revealing a key role of oligomerization via side-by-side aromatic interactions between bis-aromatic cores. Probing electronic and photonic properties of the nanotubes revealed extended electron delocalization and photoinduced charge separation that proceeds via symmetry breaking, a photofunction distinctly different from that of the fibers assembled from the same molecules. A high degree of structural control and insights into SNT self-assembly advance design approaches toward functional organic nanomaterials.

Original languageEnglish
Pages (from-to)317-326
Number of pages10
JournalACS Nano
Volume12
Issue number1
DOIs
Publication statusPublished - Jan 23 2018

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Keywords

  • nanotubes
  • perylene diimides
  • photoinduced charge transfer
  • self-assembly
  • supramolecular materials
  • supramolecular polymer

ASJC Scopus subject areas

  • Materials Science(all)
  • Engineering(all)
  • Physics and Astronomy(all)

Cite this

Cohen, E., Weissman, H., Pinkas, I., Shimoni, E., Rehak, P., Král, P., & Rybtchinski, B. (2018). Controlled Self-Assembly of Photofunctional Supramolecular Nanotubes. ACS Nano, 12(1), 317-326. https://doi.org/10.1021/acsnano.7b06376