Improved Efficiency of Molecular-Gel Formation by Adjusting Preorganization of Amino-Acid-Derived Flexible Molecules: A NMR and Thermodynamic study
- 30 March 2016
- journal article
- research article
- Published by Wiley in Chemphyschem
- Vol. 17 (13), 2008-2012
- https://doi.org/10.1002/cphc.201600015
Abstract
The efficiency of the formation of molecular gels of simple de-rivatives of l-valineand l-isoleucine is greatl yimproved in dif-ferent organic solvents when ahexyl fragment is replaced byabulkier cyclohexyl one. Astudy using NMR and IR spectrosco-py provides information on the preferred conformation softhemolecules, indicat ing that the cyclohexyl moiety preclud es in-tramolecular Hbondingand preorganises the system for inter-molecular interactions, which are responsible for fiber forma-tion. NMR data of the gels provides thermod ynamic data on fi-brillization, revealing that the origin of this effect is mainly en-tropic. Electron microscopy (SEM and TEM) images show fibril-lar and tape-like objects, which are observed commonly inmolecular gels. Rheological measurements revealsignificantdifferences between cyclohexyl and hexyl appendedgelators.These findings could contribute to the rational design of small,flexible, buildingblocks forself-assemblyMinistry of Science and Innovat ionofSpain (grantCTQ2012-37735) and UniversitatJaume I(grant P1.1B2012-25) are thankedfor financial supportKeywords
Funding Information
- Ministry of Science and Innovation of Spain (CTQ2012-37735)
- Universitat Jaume I (P1.1B2012-25)
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