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Issue 7, 2013
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Synthesis and preliminary investigations into norbornane-based amphiphiles and their self-assembly

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Abstract

A range of norbornane based amphiphiles, which possess a rigid ‘kink’ in the centre of amphiphiles, were accessed via a concise four step synthesis. The self-assembly properties of these novel compounds were then investigated and the critical aggregation concentration (CAC), hydrodynamic diameter (DH) by dynamic light scattering (DLS) and their morphology by cryogenic transmission electron microscopy (cryoTEM) and negatively stained transmission electron microscopy (TEM) were determined. These compounds while possessing similar CAC values (50–70 μM) exhibited a wide variety of particle size (60–140 nm) and morphologies, including vesicles, cigar-shaped aggregates and rod-like micelles. Considering the similarities in molecular structure we have proposed that the unique nature of the molecular ‘kink’ is affecting molecular assembly in which subtle changes in molecular structure have large ramifications on aggregate size and morphology.

Graphical abstract: Synthesis and preliminary investigations into norbornane-based amphiphiles and their self-assembly

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Article information


Submitted
05 Feb 2013
Accepted
20 Mar 2013
First published
22 Mar 2013

New J. Chem., 2013,37, 1895-1905
Article type
Paper

Synthesis and preliminary investigations into norbornane-based amphiphiles and their self-assembly

J. S. Squire, A. Sutti, G. Durand, X. A. Conlan and L. C. Henderson, New J. Chem., 2013, 37, 1895
DOI: 10.1039/C3NJ00145H

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