Mostra el registre d'ítem simple
Expanding the limits of amide-triazole isosteric substitution in bisamide-based physical gels
dc.contributor.author | Tautz, Markus |
dc.contributor.author | Torras Costa, Juan |
dc.contributor.author | Grijalvo Torrijo, Santiago |
dc.contributor.author | Eritja Casadellà, Ramon |
dc.contributor.author | Saldías, César |
dc.contributor.author | Alemán Llansó, Carlos |
dc.contributor.author | Díaz Díaz, David |
dc.contributor.other | Universitat Politècnica de Catalunya. Departament d'Enginyeria Química |
dc.date.accessioned | 2019-11-13T19:09:27Z |
dc.date.available | 2019-11-13T19:09:27Z |
dc.date.issued | 2019-01-01 |
dc.identifier.citation | Tautz, M. [et al.]. Expanding the limits of amide-triazole isosteric substitution in bisamide-based physical gels. "RSC advances", 1 Gener 2019, vol. 9, p. 20841-20851. |
dc.identifier.issn | 2046-2069 |
dc.identifier.uri | http://hdl.handle.net/2117/172369 |
dc.description.abstract | Gelation of organic solvents using N,N0-((1S,2S)-cyclohexane-1,2-diyl)didodecanamide (C12–Cyc) is driven by its self-assembly via antiparallel hydrogen bonds and van der Waals intermolecular interactions. In this work we carried out a dual isosteric substitution of the two amide groups with 1,2,3-triazole rings affording the corresponding isosteric gelator (click-C12–Cyc). A detailed comparative study in terms of the gelation ability and gel properties demonstrated that the 1,2,3-triazoles can take over all of the functions derived from the amide groups offering a versatile strategy for tuning the properties of the corresponding gels. This is not an obvious outcome because the directional amide groups in C12–Cyc constitute the source of the hydrogen bonds to build the 3D self-assembled network. Furthermore, theoretical calculations revealed that click-C12–Cyc can adopt a wide variety of interacting patterns, whose relative stability depends on the polarity of the environment, this is in good agreement with the experimental data obtained regarding its gelation ability. Other important features of click-C12–Cyc for potential practical applications are its non-cytotoxic character and its phase-selective gelation of water– oil mixtures. |
dc.format.extent | 11 p. |
dc.language.iso | eng |
dc.publisher | Royal Society of Chemistry (RSC) |
dc.rights | Attribution-NonCommercial 3.0 Spain |
dc.rights.uri | http://creativecommons.org/licenses/by-nc/3.0/es/ |
dc.subject | Àrees temàtiques de la UPC::Enginyeria química |
dc.subject.lcsh | Gelation |
dc.subject.lcsh | Organic solvents |
dc.title | Expanding the limits of amide-triazole isosteric substitution in bisamide-based physical gels |
dc.type | Article |
dc.subject.lemac | Gelificació |
dc.subject.lemac | Dissolvents orgànics |
dc.contributor.group | Universitat Politècnica de Catalunya. IMEM-BRT- Innovation in Materials and Molecular Engineering - Biomaterials for Regenerative Therapies |
dc.identifier.doi | 10.1039/c9ra03316e |
dc.relation.publisherversion | https://pubs.rsc.org/en/content/articlelanding/2019/ra/c9ra03316e#!divAbstract |
dc.rights.access | Open Access |
local.identifier.drac | 25638986 |
dc.description.version | Postprint (published version) |
local.citation.author | Tautz, M.; Torras, J.; Grijalvo, S.; Eritja, R.; Saldías, C.; Aleman, C.; Díaz-Díaz, D. |
local.citation.publicationName | RSC advances |
local.citation.volume | 9 |
local.citation.startingPage | 20841 |
local.citation.endingPage | 20851 |
Fitxers d'aquest items
Aquest ítem apareix a les col·leccions següents
-
Articles de revista [399]
-
Articles de revista [2.227]