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

Squire, Jennifer S., Sutti, Alessandra, Durand, Gregory, Conlan, Xavier A. and Henderson, Luke C. 2013, Synthesis and preliminary investigations into norbornane-based amphiphiles and their self-assembly, New journal of chemistry, vol. 37, no. 7, pp. 1895-1905, doi: 10.1039/c3nj00145h.

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Title Synthesis and preliminary investigations into norbornane-based amphiphiles and their self-assembly
Author(s) Squire, Jennifer S.
Sutti, AlessandraORCID iD for Sutti, Alessandra orcid.org/0000-0002-1793-3881
Durand, Gregory
Conlan, Xavier A.ORCID iD for Conlan, Xavier A. orcid.org/0000-0003-0829-0551
Henderson, Luke C.ORCID iD for Henderson, Luke C. orcid.org/0000-0002-4244-2056
Journal name New journal of chemistry
Volume number 37
Issue number 7
Start page 1895
End page 1905
Total pages 11
Publisher Royal Society of Chemistry
Place of publication London, Eng.
Publication date 2013
ISSN 1144-0546
1369-9261
Keyword(s) Science & Technology
Physical Sciences
Chemistry, Multidisciplinary
Chemistry
SINGLE-CHAIN AMPHIPHILES
CATIONIC SURFACTANTS
AQUEOUS-SOLUTIONS
GENE DELIVERY
LIPOPHILICITY
DESIGN
HPLC
NANOTECHNOLOGY
THERAPEUTICS
MIXTURES
Summary 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.
Language eng
DOI 10.1039/c3nj00145h
Field of Research 030503 Organic Chemical Synthesis
030603 Colloid and Surface Chemistry
Socio Economic Objective 970103 Expanding Knowledge in the Chemical Sciences
HERDC Research category C1.1 Refereed article in a scholarly journal
ERA Research output type C Journal article
Grant ID SM/12/4151/DR:DSA
Copyright notice ©2013, The Royal Society of Chemistry
Persistent URL http://hdl.handle.net/10536/DRO/DU:30069731

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