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Article

Interfacial Behavior of Oligo(Ethylene Glycol) Dendrons Spread Alone and in Combination with a Phospholipid as Langmuir Monolayers at the Air/Water Interface

1
Institut Charles Sadron (CNRS), University of Strasbourg, 23 rue du Loess, 67034 Strasbourg CEDEX 2, France
2
Institut de Physique et Chimie des Matériaux de Strasbourg (IPCMS, CNRS), University of Strasbourg, 23 rue du Loess. 67034 Strasbourg CEDEX 2, France
*
Author to whom correspondence should be addressed.
Academic Editor: Richard A Campbell
Molecules 2019, 24(22), 4114; https://doi.org/10.3390/molecules24224114
Received: 18 October 2019 / Revised: 9 November 2019 / Accepted: 11 November 2019 / Published: 14 November 2019
Dendrons consisting of two phosphonate functions and three oligo(ethylene glycol) (OEG) chains grafted on a central phenoxyethylcarbamoylphenoxy group were synthesized and investigated as Langmuir monolayers at the surface of water. The OEG chain in the para position was grafted with a t-Bu end-group, a hydrocarbon chain, or a partially fluorinated chain. These dendrons are models of structurally related OEG dendrons that were found to significantly improve the stability of aqueous dispersions of iron oxide nanoparticles when grafted on their surface. Compression isotherms showed that all OEG dendrons formed liquid-expanded Langmuir monolayers at large molecular areas. Further compression led to a transition ascribed to the solubilization of the OEG chains in the aqueous phase. Brewster angle microscopy (BAM) provided evidence that the dendrons fitted with hydrocarbon chains formed liquid-expanded monolayers throughout compression, whilst those fitted with fluorinated end-groups formed crystalline-like domains, even at large molecular areas. Dimyristoylphosphatidylcholine and dendron molecules were partially miscible in monolayers. The deviations to ideality were larger for the dendrons fitted with a fluorocarbon end-group chain than for those fitted with a hydrocarbon chain. Brewster angle microscopy and atomic force microscopy supported the view that the dendrons were ejected from the phospholipid monolayer during the OEG conformational transition and formed crystalline domains on the surface of the monolayer. View Full-Text
Keywords: fluorocarbon; interfacial film; Brewster angle microscopy; atomic force microscopy; molecular recognition fluorocarbon; interfacial film; Brewster angle microscopy; atomic force microscopy; molecular recognition
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MDPI and ACS Style

Shi, D.; Nguyen, D.-V.; Maaloum, M.; Gallani, J.-L.; Felder-Flesch, D.; Krafft, M.P. Interfacial Behavior of Oligo(Ethylene Glycol) Dendrons Spread Alone and in Combination with a Phospholipid as Langmuir Monolayers at the Air/Water Interface. Molecules 2019, 24, 4114. https://doi.org/10.3390/molecules24224114

AMA Style

Shi D, Nguyen D-V, Maaloum M, Gallani J-L, Felder-Flesch D, Krafft MP. Interfacial Behavior of Oligo(Ethylene Glycol) Dendrons Spread Alone and in Combination with a Phospholipid as Langmuir Monolayers at the Air/Water Interface. Molecules. 2019; 24(22):4114. https://doi.org/10.3390/molecules24224114

Chicago/Turabian Style

Shi, Da, Dinh-Vu Nguyen, Mounir Maaloum, Jean-Louis Gallani, Delphine Felder-Flesch, and Marie P. Krafft. 2019. "Interfacial Behavior of Oligo(Ethylene Glycol) Dendrons Spread Alone and in Combination with a Phospholipid as Langmuir Monolayers at the Air/Water Interface" Molecules 24, no. 22: 4114. https://doi.org/10.3390/molecules24224114

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