Alegre-Requena, Juan and Haring, Marleen and Sonsona, Isaac G. and Abramov, Alex and Marques-Lopez, Eugenia and Herrera, Raquel P. and Diaz Diaz, David (2018) Synthesis and supramolecular self-assembly of glutamic acid-based squaramides. BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 14. pp. 2065-2073. ISSN 1860-5397,
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We describe the preparation and characterization of two new unsymmetrical squaramide-based organogelators. The synthesis of the compounds was carried out by subsequent amine condensations starting from dimethyl squarate. The design of the gelators involved a squaramide core connected on one side to a long aliphatic chain and on the other side to a glutamic acid residue. The gelator bearing the free carboxylic groups showed a lower gelation capacity than its precursor diester derivative. Some selected gels were further studied by infrared spectroscopy, rheology and electron microscopy. Critical gelation concentrations and gel-to-sol transition temperatures were also determined for each case. In addition, the superior squaramide diester gelator was compared with an analogue triazole-based gelator in terms of critical gelation concentration, gelation kinetics and thermal phase transition.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | MOLECULAR RECOGNITION; DERIVATIVES; GELS; TRANSITION; ORGANOGELS; COMPOUND; GELATORS; BINDING; glutamic acid derivative; organogel; self-assembly; squaramide; supramolecular gel |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie > Arbeitskreis Prof. Dr. David Díaz Díaz |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 09 Mar 2020 15:03 |
| Last Modified: | 09 Mar 2020 15:03 |
| URI: | https://pred.uni-regensburg.de/id/eprint/14059 |
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