000129397 001__ 129397
000129397 005__ 20240731103417.0
000129397 0247_ $$2doi$$a10.1039/d3ma00698k
000129397 0248_ $$2sideral$$a135524
000129397 037__ $$aART-2023-135524
000129397 041__ $$aeng
000129397 100__ $$aMarín, Iván$$uUniversidad de Zaragoza
000129397 245__ $$aIonic self-assembly of pillar[5]arenes: proton-conductive liquid crystals and aqueous nanoobjects with encapsulation properties
000129397 260__ $$c2023
000129397 5060_ $$aAccess copy available to the general public$$fUnrestricted
000129397 5203_ $$aLiquid crystal (LC) pillar[n]arenes have been barely explored due to their time-consuming and complicated synthesis, despite their promising properties for metal-ion separation, drug delivery, or surface functionalization. Herein, we report an easy and reliable method to functionalize pillar[n]arene macrocycles through electrostatic interactions. These ionic materials were prepared by ionically functionalizing a pillar[n]arene containing ten amine terminal groups with six different carboxylic acids. This supramolecular approach results in ionic pillar[n]arenes which self-organize into LC phases with good proton-conducting properties. Moreover, ionic functionalization provides a new amphiphilic character to the pillar[n]arenes, which self-assemble in water to produce a variety of nanoobjects (i.e., spherical or cylindrical micelles, vesicles, solid nanospheres, or nanotubes) that are capable of encapsulating a model hydrophobic drug. Interestingly, the presence of coumarin moieties in the chemical structure of the ionic pillar[n]arenes results in self-organized materials with light-responsive properties due to the ability of coumarins to undergo photo-induced [2+2] cycloaddition. In particular, we demonstrate that coumarin pohotodimerization can be employed to fabricate mechanically stable proton-conductive LC materials, as well as to obtain photo-responsive nanocarriers with light-induced release of encapsulated molecules.
000129397 536__ $$9info:eu-repo/grantAgreement/ES/DGA/E47-23R$$9info:eu-repo/grantAgreement/ES/MICINN-FEDER/PID2021-122882NB-I00$$9info:eu-repo/grantAgreement/ES/MICINN/PGC2018-097583-I00$$9info:eu-repo/grantAgreement/ES/MICINN/RYC2021-031154-I
000129397 540__ $$9info:eu-repo/semantics/openAccess$$aby-nc$$uhttp://creativecommons.org/licenses/by-nc/3.0/es/
000129397 592__ $$a1.033$$b2023
000129397 593__ $$aMaterials Science (miscellaneous)$$c2023$$dQ1
000129397 593__ $$aChemistry (miscellaneous)$$c2023$$dQ1
000129397 594__ $$a7.6$$b2023
000129397 655_4 $$ainfo:eu-repo/semantics/article$$vinfo:eu-repo/semantics/publishedVersion
000129397 700__ $$0(orcid)0000-0003-0747-405X$$aMerino, Rosa I.
000129397 700__ $$0(orcid)0000-0001-5816-7960$$aBarberá, Joaquín$$uUniversidad de Zaragoza
000129397 700__ $$0(orcid)0000-0002-8932-9085$$aConcellón, Alberto$$uUniversidad de Zaragoza
000129397 700__ $$0(orcid)0000-0001-9866-6633$$aSerrano, José L.$$uUniversidad de Zaragoza
000129397 7102_ $$12013$$2765$$aUniversidad de Zaragoza$$bDpto. Química Orgánica$$cÁrea Química Orgánica
000129397 773__ $$g4, 22 (2023), 5564-5572$$pMater. adv.$$tMaterials Advances$$x2633-5409
000129397 8564_ $$s2759647$$uhttps://zaguan.unizar.es/record/129397/files/texto_completo.pdf$$yVersión publicada
000129397 8564_ $$s2837079$$uhttps://zaguan.unizar.es/record/129397/files/texto_completo.jpg?subformat=icon$$xicon$$yVersión publicada
000129397 909CO $$ooai:zaguan.unizar.es:129397$$particulos$$pdriver
000129397 951__ $$a2024-07-31-10:07:18
000129397 980__ $$aARTICLE