Modified SWCNTs with Amphoteric Redox and Solubilizing Properties

dc.contributor.authorRodríguez Pérez, Laura
dc.contributor.authorGarcía Cervilla, Raúl
dc.contributor.authorHerranz Astudillo, María Ángeles
dc.contributor.authorMartín León, Nazario
dc.date.accessioned2024-01-16T16:58:56Z
dc.date.available2024-01-16T16:58:56Z
dc.date.issued2014
dc.description.abstractA complementary double‐covalent functionalization of single‐wall carbon nanotubes (SWCNTs) that involves both solubilizing ionic liquids and electroactive moieties is reported. Our strategy is a simple and efficient methodology based on the stepwise functionalization of the nanotube surface with two different organic moieties. In a first instance, oxidized SWCNTs are amidated with ionic liquid precursors, and further treated with butyl bromide to afford SWCNTs functionalized with 1‐butylimidazolium bromide. This approach allows tuneable polarity induced by anion exchange, which has an effect on the relative solubility of the modified SWCNTs in water. Subsequently, a 1,3‐dipolar cycloaddition reaction was performed to introduce the electron‐acceptor 11,11,12,12‐tetracyano‐9,10‐anthra‐quinodimethane (TCAQ) unit on the SWCNTs. Furthermore, to evaluate the influence of the functional group position, the TCAQ electroactive molecule was anchored through an esterification reaction onto previously oxidized SWCNTs, followed by the Tour reaction to introduce the ionic liquid functions. IR and Raman spectroscopies, thermogravimetric analysis (TGA), UV/Vis/NIR spectroscopy, transmission electron microscopy (TEM), and X‐ray photoelectron spectroscopy (XPS) were employed and clearly confirmed the double‐covalent functionalization of the SWCNTs.
dc.description.departmentDepto. de Química Orgánica
dc.description.facultyFac. de Ciencias Químicas
dc.description.refereedTRUE
dc.description.statuspub
dc.identifier.citationRodríguez-Pérez, L., García, R., Herranz, M.Á. and Martín, N. (2014), Modified SWCNTs with Amphoteric Redox and Solubilizing Properties. Chem. Eur. J., 20: 7278-7286. https://doi.org/10.1002/chem.201400183
dc.identifier.doi10.1002/chem.201400183
dc.identifier.essn1521-3765
dc.identifier.issn0947-6539
dc.identifier.officialurlhttps://doi.org/10.1002/chem.201400183
dc.identifier.urihttps://hdl.handle.net/20.500.14352/93452
dc.journal.titleChemistry – A European Journal
dc.language.isoeng
dc.page.final7286
dc.page.initial7278
dc.publisherWiley
dc.rights.accessRightsopen access
dc.subject.cdu547
dc.subject.keywordElectron transfer
dc.subject.keywordIonic liquids
dc.subject.keywordNanotubes
dc.subject.ucmCiencias
dc.subject.unesco23 Química
dc.titleModified SWCNTs with Amphoteric Redox and Solubilizing Properties
dc.typejournal article
dc.type.hasVersionAM
dc.volume.number20
dspace.entity.typePublication
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relation.isAuthorOfPublication.latestForDiscovery239aa0be-f78b-4e7f-b77c-27c76a11a37c
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