Issue 25, 2007
From the journal:

Journal of Materials Chemistry

Tuning the self-assembly of a ditopic crownether functionalized oligo(p-phenylenevinylene)

Pim G. A. Janssen,a   Pascal Jonkheijm,a   Pall Thordarson,b   Jeroen C. Gielen,c   Peter C. M. Christianen,c   Joost L. J. van Dongen,a   E. W. Meijer*a  and  Albertus P. H. J. Schenning*a  

* Corresponding authors

a Laboratory of Macromolecular and Organic Chemistry, Eindhoven University of Technology, P.O. Box 513, Eindhoven, The Netherlands
E-mail: e.w.meijer@tue.nl, a.p.h.j.schenning@tue.nl

b School of Chemistry F11, The University of Sydney, NSW, Australia

c High Field Magnet Laboratory, Institute of Molecules and Materials, Radboud University Nijmegen, Toernooiveld 7, Nijmegen, The Netherlands

Abstract

A chiral ditopic crownether functionalized oligo(p-phenylenevinylene), COPV, has been synthesized and fully characterized. The binding properties and the organization of COPV have been studied in solution and in the solid state. In chloroform, due to the benzo-15-crown-5 moieties, COPV is able to bind cations. In case of K+ a strong 2 : 2 complex is formed in which two COPVs are sandwiched between two potassium ions. Na+ is bound following a two-step negative cooperative process to form a 2 : 1 Na+/COPV complex. When COPV in the presence of potassium ions is drop-cast on a silicon substrate, fibers are formed. In waterCOPV forms stable helical aggregates as can be concluded from the Cotton effect, the UV-vis and fluorescence spectroscopy. AFM and light scattering studies show that ellipsoidal aggregates are present in water.

Graphical abstract: Tuning the self-assembly of a ditopic crownether functionalized oligo(p-phenylenevinylene)

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Article information

DOI
https://doi.org/10.1039/B702298K
Article type
Paper
Submitted
14 Feb 2007
Accepted
03 Apr 2007
First published
23 Apr 2007

J. Mater. Chem., 2007,17, 2654-2660

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Tuning the self-assembly of a ditopic crownether functionalized oligo(p-phenylenevinylene)

P. G. A. Janssen, P. Jonkheijm, P. Thordarson, J. C. Gielen, P. C. M. Christianen, J. L. J. van Dongen, E. W. Meijer and A. P. H. J. Schenning, J. Mater. Chem., 2007, 17, 2654 DOI: 10.1039/B702298K

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