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

P.G.A. Janssen, P. Jonkheijm, P. Thordarson, J.C. Gielen, P.C.M. Christianen, J.L.J. Dongen, van, E.W. Meijer, A.P.H.J. Schenning

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15 Citations (Scopus)

Abstract

A chiral ditopic crown ether functionalized oligo(p-phenylenevinylene), COPV, has been synthesized and fully characterized. The binding properties and the organization of COPV have been studied in soln. 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 neg. 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 water COPV 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.
Original languageEnglish
Pages (from-to)2654-2660
JournalJournal of Materials Chemistry
Volume17
Issue number25
DOIs
Publication statusPublished - 2007

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