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Article Dans Une Revue Angewandte Chemie International Edition Année : 2019

A Competing Hydrogen Bonding Pattern to Yield Thermo-Thickening Supramolecular Polymer

Matthieu Raynal
Laurent Bouteiller

Résumé

Introduction of competing interactions in the design of a supramolecular polymer (SP) creates pathway complexity. Ester–bis‐ureas contain both a strong bis‐urea sticker that is responsible for the build‐up of long rod‐like objects by hydrogen bonding and ester groups that can interfere with this main pattern in a subtle way. Spectroscopic (FTIR and CD), calorimetric (DSC), and scattering (SANS) techniques show that such ester–bis‐ureas self‐assemble into three competing rod‐like SPs. The previously unreported low‐temperature SP is stabilized by hydrogen bonds between the interfering ester groups and the urea moieties. It also features a weak macroscopic alignment of the rods. The other structures form isotropic dispersions of rods stabilized by the more classical urea‐urea hydrogen bonding pattern. The transition from the low‐temperature structure to the next occurs reversibly by heating and is accompanied by an increase in viscosity, a rare feature for solutions in hydrocarbons.

Domaines

Chimie
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Dates et versions

hal-02285031 , version 1 (12-09-2019)

Identifiants

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Virgile Ayzac, Quentin Sallembien, Matthieu Raynal, Benjamin Isare, Jacques Jestin, et al.. A Competing Hydrogen Bonding Pattern to Yield Thermo-Thickening Supramolecular Polymer. Angewandte Chemie International Edition, 2019, ⟨10.1002/anie.201908954⟩. ⟨hal-02285031⟩
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