Synthesis and electronic properties of nitrogen-doped π-extended polycyclic aromatic dicarboximides with multiple redox processes

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dc.contributor.authorAlonso-Navarro, Matías J.
dc.contributor.authorHarbuzaru, Alexandra
dc.contributor.authorMartínez-Fernández, Marcos
dc.contributor.authorPérez Camero, Paula
dc.contributor.authorLópez Navarrete, J. Teodomiro
dc.contributor.authorRamos, M. Mar
dc.contributor.authorPonce Ortiz, Rocío
dc.contributor.authorSegura Castedo, José Luis
dc.date.accessioned2024-02-09T12:30:34Z
dc.date.available2024-02-09T12:30:34Z
dc.date.issued2021-06-02
dc.descriptionThis work was financially supported by MICINN (PID2019-106268GB-C33) and the UCM (INV.GR.00.1819.10759). MJAN gratefully acknowledges Universidad Rey Juan Carlos for a predoctoral contract. The university of Málaga acknowledges support from Junta de Andalucía (projects UMA18-FEDERJA-080 and P18-FR-4559) and MICINN (PID2019-110305GB-I00). RPO and AH also thank the Research Central Services (SCAI) of the University of Málaga and especially the Vibrational Spectroscopy Laboratory.
dc.description.abstractIn this work, a series of nitrogen-doped polycyclic aromatic mono and dicarboximides was designed, and their synthesis is reported by an innovative synthetic procedure that avoids metal-based cross-coupling reactions. A combined theoretical, electrochemical, optical spectroscopy and material characterization study allows the investigation of the interplay of different effects such as (i) the type of solubilizing chain, (ii) the all-acceptor vs. donor–acceptor nature of the novel systems, and (iii) the molecular ordering, on the ability to stabilize multiple charges and on the OTFT device response characteristics. The amphoteric redox behavior of some of the novel systems allow to obtain ambipolar mobilities while the electron mobility values of the three all-acceptor systems can be rationalized in terms of supramolecular aggregation and enhanced film-forming ability.
dc.description.departmentDepto. de Química Orgánica
dc.description.facultyFac. de Ciencias Químicas
dc.description.refereedTRUE
dc.description.sponsorshipMICINN
dc.description.sponsorshipUniversidad Complutense de Madrid
dc.description.sponsorshipUniversidad Rey Juan Carlos
dc.description.sponsorshipUniversidad de Málaga
dc.description.sponsorshipJunta de Andalucía
dc.description.statuspub
dc.identifier.citationAlonso-Navarro, M. J., Harbuzaru, A., Martínez-Fernández, M., Camero, P. P., Navarrete, J. T. L., Ramos, M. M., ... & Segura, J. L. (2021). Synthesis and electronic properties of nitrogen-doped π-extended polycyclic aromatic dicarboximides with multiple redox processes. Journal of Materials Chemistry C, 9(25), 7936-7949.
dc.identifier.doi10.1039/d1tc01239h
dc.identifier.issn2050-7526
dc.identifier.issn2050-7534
dc.identifier.officialurlhttps://pubs.rsc.org/en/content/articlelanding/2021/tc/d1tc01239h
dc.identifier.urihttps://hdl.handle.net/20.500.14352/100915
dc.issue.number25
dc.journal.titleJournal of Materials Chemistry C
dc.language.isoeng
dc.page.final7949
dc.page.initial7936
dc.publisherRoyal Society of Chemistry
dc.relation.projectIDMICINN (PID2019-106268GB-C33)
dc.relation.projectIDINV.GR.00.1819.10759
dc.relation.projectIDUMA18-FEDERJA-080
dc.relation.projectIDP18-FR-4559
dc.relation.projectIDPID2019-110305GB-I00
dc.rights.accessRightsopen access
dc.subject.cdu547
dc.subject.keywordAromatic compounds
dc.subject.keywordChemical reactions
dc.subject.keywordDoping (additives)
dc.subject.keywordNitrogen
dc.subject.keywordRedox process
dc.subject.ucmQuímica orgánica (Química)
dc.subject.unesco2306 Química Orgánica
dc.titleSynthesis and electronic properties of nitrogen-doped π-extended polycyclic aromatic dicarboximides with multiple redox processes
dc.title.alternativeSíntesis y propiedades electrónicas de dicarboximidas aromáticas policíclicas π-extendidas dopadas con nitrógeno con procesos redox múltiples
dc.typejournal article
dc.type.hasVersionVoR
dc.volume.number9
dspace.entity.typePublication
relation.isAuthorOfPublication78c95fd7-2774-4a6c-b42a-212d583cba93
relation.isAuthorOfPublication.latestForDiscovery78c95fd7-2774-4a6c-b42a-212d583cba93
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