129397 20240731103417.0 doi 10.1039/d3ma00698k sideral 135524 ART-2023-135524 eng Marín, Iván Universidad de Zaragoza Ionic self-assembly of pillar[5]arenes: proton-conductive liquid crystals and aqueous nanoobjects with encapsulation properties 2023 Access copy available to the general public Unrestricted Liquid crystal (LC) pillar[n]arenes have been barely explored due to their time-consuming and complicated synthesis, despite their promising properties for metal-ion separation, drug delivery, or surface functionalization. Herein, we report an easy and reliable method to functionalize pillar[n]arene macrocycles through electrostatic interactions. These ionic materials were prepared by ionically functionalizing a pillar[n]arene containing ten amine terminal groups with six different carboxylic acids. This supramolecular approach results in ionic pillar[n]arenes which self-organize into LC phases with good proton-conducting properties. Moreover, ionic functionalization provides a new amphiphilic character to the pillar[n]arenes, which self-assemble in water to produce a variety of nanoobjects (i.e., spherical or cylindrical micelles, vesicles, solid nanospheres, or nanotubes) that are capable of encapsulating a model hydrophobic drug. Interestingly, the presence of coumarin moieties in the chemical structure of the ionic pillar[n]arenes results in self-organized materials with light-responsive properties due to the ability of coumarins to undergo photo-induced [2+2] cycloaddition. In particular, we demonstrate that coumarin pohotodimerization can be employed to fabricate mechanically stable proton-conductive LC materials, as well as to obtain photo-responsive nanocarriers with light-induced release of encapsulated molecules. info:eu-repo/grantAgreement/ES/DGA/E47-23R info:eu-repo/grantAgreement/ES/MICINN-FEDER/PID2021-122882NB-I00 info:eu-repo/grantAgreement/ES/MICINN/PGC2018-097583-I00 info:eu-repo/grantAgreement/ES/MICINN/RYC2021-031154-I info:eu-repo/semantics/openAccess by-nc http://creativecommons.org/licenses/by-nc/3.0/es/ 1.033 2023 Materials Science (miscellaneous) 2023 Q1 Chemistry (miscellaneous) 2023 Q1 7.6 2023 info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion Merino, Rosa I. (orcid)0000-0003-0747-405X Barberá, Joaquín Universidad de Zaragoza (orcid)0000-0001-5816-7960 Concellón, Alberto Universidad de Zaragoza (orcid)0000-0002-8932-9085 Serrano, José L. Universidad de Zaragoza (orcid)0000-0001-9866-6633 2013 765 Universidad de Zaragoza Dpto. Química Orgánica Área Química Orgánica 4, 22 (2023), 5564-5572 Mater. adv. Materials Advances 2633-5409 2759647 http://zaguan.unizar.es/record/129397/files/texto_completo.pdf Versión publicada 2837079 http://zaguan.unizar.es/record/129397/files/texto_completo.jpg?subformat=icon icon Versión publicada oai:zaguan.unizar.es:129397 articulos driver 2024-07-31-10:07:18 ARTICLE