TY - JOUR AU - Alegre-Requena, J.V. AU - Häring, M. AU - Sonsona, I.G. AU - Abramov, A. AU - Marqués-López, E. AU - Herrera, R.P. AU - Díaz, D.D. T1 - Synthesis and supramolecular self-assembly of glutamic acid-based squaramides LA - eng PY - 2018 SP - 2065 EP - 2073 T2 - Beilstein Journal of Organic Chemistry SN - 1860-5397 VL - 14 PB - Beilstein-Institut Zur Forderung der Chemischen Wissenschaften AB - 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. DO - 10.3762/BJOC.14.180 UR - https://portalciencia.ull.es/documentos/60f20985e3faa365b3a8602c DP - Dialnet - Portal de la Investigación ER -