Please use this identifier to cite or link to this item: http://localhost:8080/xmlui/handle/123456789/1199
Title: Rational design of nanofibers and nanorings through complementary hydrogen-bonding interactions of functional pi systems
Authors: Yagai, S
Aonuma, H
Kikkawa, Y
Kubota, S
Karatsu, T
Kitamura, A
Mahesh, S
Ajayaghosh, A
Keywords: Hydrogen bonds
Perylene bisimide dyes
Supramolecular polymers
Soft materials
Oligo(p-phenylene vinylene)s
Molecular recognition
Noncovalent synthesis
Bonded assemblies
Merocyanine dyes
Issue Date: 2010
Publisher: Wiley-Blackwell
Citation: Chemistry-A European Journal 16(29):8652-8661;2010
Abstract: A simple protocol to create nanofibers and -rings through a rational self-assembly approach is described. Whereas the melamine–oligo(p-phenylenevinylene) conjugate 1a self-aggregates to form ill-defined nanostructures, conjugate 1b, which possesses an amide group as an additional interactive site, self-aggregates to form 1D nanofibers that induce gelation of the solvent. AFM and XRD studies have shown that dimerization through the melamine–melamine hydrogen-bonding interaction occurs only for 1b. Upon complexation with 1/3 equivalents of cyanuric acid (CA), conjugate 1a provides well-defined, ring-shaped nanostructures at micromolar concentrations, which open to form fibrous assemblies at submillimolar concentrations and organogels in the millimolar concentration range. Apparently, the enhanced aggregation ability of 1a by CA is a consequence of columnar organization of the resulting discotic complex 1a3·CA. In contrast, coaggregation of 1b with CA does not provide well-defined nanostructures, probably due to the interference of complementary hydrogen-bonding interactions by the amide group.
ISSN: 0947-6539
Appears in Collections:2010

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