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Nanostructures from Self‐Assembling Triazine Tertiary Amine N ‐Oxide Amphiphiles
Author(s) -
Beecham Matthew P.,
Clarkson Guy J.,
Hall Gareth,
Marsh Andrew
Publication year - 2013
Publication title -
chemphyschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.016
H-Index - 140
eISSN - 1439-7641
pISSN - 1439-4235
DOI - 10.1002/cphc.201300775
Subject(s) - amine oxide , dimethylamine , chemistry , self assembly , aqueous solution , amphiphile , micelle , dynamic light scattering , oxide , vesicle , tertiary amine , polymer chemistry , nanostructure , triazine , solvent , amine gas treating , crystallography , organic chemistry , materials science , nanotechnology , copolymer , nanoparticle , polymer , membrane , biochemistry , alkyl
A new set of amphiphilic tertiary amine N ‐oxides has been prepared and their self‐assembly properties observed in aqueous solution by tensiometry, dynamic and static light scattering. X‐ray crystallographic analysis of parent amines and sulfoxide congeners indicates the formation of hydrogen‐bonded dimers as the primary assembly unit for formation of vesicles in preference to the compact micelles typical of lauryl dimethylamine N ‐oxide (LDAO). 6‐Benzyloxy‐ N , N ′‐bis(5‐diethylaminopentylamine oxide)[1,3,5]triazine‐2,4‐diamine forms a 1 μm vesicle observed to entrap fluorescein. The [1,3,5]triazine core thus allows variation of the new self‐assembled structures from nano‐ to micrometre length scales.