Core-shell inversion by pH modulation in dynamic covalent micellesElectronic supplementary information (ESI) available: Synthetic pathways and procedures, characterization of organic molecules, and analytical fits of SAXS and SANS data. See DOI: 10.1039/c4sm00072b

Dynamic covalent surfactants have been obtained by the reversible condensation of a hydrophobic aldehyde (ended by an ionic tip) with various neutral polyethylene glycol based hydrophilic amines. In water, the duality between the two hydrophilic domains (charged and neutral) leads to their segregati...

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Main Authors Nguyen, R, Jouault, N, Zanirati, S, Rawiso, M, Allouche, L, Fuks, G, Buhler, E, Giuseppone, N
Format Journal Article
LanguageEnglish
Published 14.05.2014
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Abstract Dynamic covalent surfactants have been obtained by the reversible condensation of a hydrophobic aldehyde (ended by an ionic tip) with various neutral polyethylene glycol based hydrophilic amines. In water, the duality between the two hydrophilic domains (charged and neutral) leads to their segregation when the surfactants are self-assembled within micelles. Depending on the number of polyethylene glycol units, a core-shell inversion leading to a switching orientation of the ionic tips from the inside to the outside of the micelles has been demonstrated by a combination of scattering techniques. In competition experiments, when several amines of different p K a s and hydrophilic polyethylene glycol chains are competing for the same aldehyde, it becomes possible to trigger this core-shell inversion by pH modulation and associated dynamic constitutional reorganization. Dynamic covalent chemistry has been exploited to reverse the core-shell structure of micelles by pH modulation.
AbstractList Dynamic covalent surfactants have been obtained by the reversible condensation of a hydrophobic aldehyde (ended by an ionic tip) with various neutral polyethylene glycol based hydrophilic amines. In water, the duality between the two hydrophilic domains (charged and neutral) leads to their segregation when the surfactants are self-assembled within micelles. Depending on the number of polyethylene glycol units, a core-shell inversion leading to a switching orientation of the ionic tips from the inside to the outside of the micelles has been demonstrated by a combination of scattering techniques. In competition experiments, when several amines of different p K a s and hydrophilic polyethylene glycol chains are competing for the same aldehyde, it becomes possible to trigger this core-shell inversion by pH modulation and associated dynamic constitutional reorganization. Dynamic covalent chemistry has been exploited to reverse the core-shell structure of micelles by pH modulation.
Author Allouche, L
Nguyen, R
Giuseppone, N
Zanirati, S
Jouault, N
Buhler, E
Rawiso, M
Fuks, G
AuthorAffiliation Paris VII, UMR 7057, Bâtiment Condorcet
CNRS, University of Strasbourg
Service de RMN
Matière et Systèmes Complexes (MSC) Laboratory
Institut Charles Sadron
Institut de Chimie
Université de Strasbourg
University of Paris Diderot - Sorbonne Paris Cité
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  surname: Giuseppone
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Notes Electronic supplementary information (ESI) available: Synthetic pathways and procedures, characterization of organic molecules, and analytical fits of SAXS and SANS data. See DOI
10.1039/c4sm00072b
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  volume-title: Constitutional Dynamic Chemistry
  publication-title: Top. Curr. Chem.
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  publication-title: Intermolecular & Surface Forces
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Title Core-shell inversion by pH modulation in dynamic covalent micellesElectronic supplementary information (ESI) available: Synthetic pathways and procedures, characterization of organic molecules, and analytical fits of SAXS and SANS data. See DOI: 10.1039/c4sm00072b
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