A Competing Hydrogen Bonding Pattern to Yield a Thermo-Thickening Supramolecular Polymer.
hydrogen bonds
pathway complexity
self-assembly
supramolecular polymers
urea
Journal
Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543
Informations de publication
Date de publication:
23 Sep 2019
23 Sep 2019
Historique:
received:
17
07
2019
pubmed:
6
8
2019
medline:
6
8
2019
entrez:
6
8
2019
Statut:
ppublish
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.
Identifiants
pubmed: 31380603
doi: 10.1002/anie.201908954
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
13849-13853Subventions
Organisme : Agence Nationale de la Recherche
ID : project ANR-12-BS08-0019 BalanceSupra
Informations de copyright
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
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