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A compact tetrathiafulvalene-benzothiadiazole dyad and its highly symmetrical charge-transfer salt: Ordered donor p-stacks closely bound to their acceptors
dc.contributor.author | Geng, Yan |
dc.contributor.author | Pfattner, Raphael |
dc.contributor.author | Campos García, Antonio |
dc.contributor.author | Hauser, Jürg |
dc.contributor.author | Laukhin, Vladimir N. |
dc.contributor.author | Puigdollers i González, Joaquim |
dc.contributor.author | Veciana Miró, Jaume |
dc.contributor.author | Mas Torrent, Marta |
dc.contributor.author | Rovira Angulo, Concepció |
dc.contributor.author | Decurtins, Silvio |
dc.contributor.author | Liu, Shixia |
dc.contributor.other | Universitat Politècnica de Catalunya. Departament d'Enginyeria Electrònica |
dc.date.accessioned | 2014-06-18T12:30:12Z |
dc.date.created | 2014-06-02 |
dc.date.issued | 2014-06-02 |
dc.identifier.citation | Geng, Y. [et al.]. A compact tetrathiafulvalene-benzothiadiazole dyad and its highly symmetrical charge-transfer salt: Ordered donor p-stacks closely bound to their acceptors. "Chemistry: a european journal", 02 Juny 2014, vol. 20, núm. 23, p. 7136-7143. |
dc.identifier.issn | 0947-6539 |
dc.identifier.uri | http://hdl.handle.net/2117/23260 |
dc.description.abstract | A compact and planar donor-acceptor molecule 1 comprising tetrathiafulvalene (TTF) and benzothiadiazole (BTD) units has been synthesised and experimentally characterised by structural, optical, and electrochemical methods. Solution-processed and thermally evaporated thin films of 1 have also been explored as active materials in organic field-effect transistors (OFETs). For these devices, hole field-effect mobilities of µFE=(1. 3±0.5)×10-3 and (2.7±0.4)×10-3 cm2 V s-1 were determined for the solution-processed and thermally evaporated thin films, respectively. An intense intramolecular charge-transfer (ICT) transition at around 495 nm dominates the optical absorption spectrum of the neutral dyad, which also shows a weak emission from its ICT state. The iodine-induced oxidation of 1 leads to a partially oxidised crystalline charge-transfer (CT) salt {(1)2I3}, and eventually also to a fully oxidised compound {1I3} 1/2I2. Single crystals of the former CT compound, exhibiting a highly symmetrical crystal structure, reveal a fairly good room temperature electrical conductivity of the order of 2 S cm-1. The one-dimensional spin system bears compactly bonded BTD acceptors (spatial localisation of the LUMO) along its ridge. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. |
dc.format.extent | 8 p. |
dc.language.iso | eng |
dc.rights | Attribution-NonCommercial-NoDerivs 3.0 Spain |
dc.rights.uri | http://creativecommons.org/licenses/by-nc-nd/3.0/es/ |
dc.subject | Àrees temàtiques de la UPC::Enginyeria química |
dc.subject.lcsh | Charge transfer |
dc.subject.lcsh | Electric conductivity |
dc.subject.other | Charge transfer |
dc.subject.other | Donor-acceptor systems |
dc.subject.other | Electrical conductivity |
dc.subject.other | Organic field-effect transistor |
dc.subject.other | Tetrathiafulvalene-benzothiadiazole |
dc.title | A compact tetrathiafulvalene-benzothiadiazole dyad and its highly symmetrical charge-transfer salt: Ordered donor p-stacks closely bound to their acceptors |
dc.type | Article |
dc.subject.lemac | Transferència de càrrega |
dc.subject.lemac | Conductivitat elèctrica |
dc.contributor.group | Universitat Politècnica de Catalunya. MNT - Grup de Recerca en Micro i Nanotecnologies |
dc.identifier.doi | 10.1002/chem.201304688 |
dc.description.peerreviewed | Peer Reviewed |
dc.relation.publisherversion | http://onlinelibrary.wiley.com/doi/10.1002/chem.201304688/abstract |
dc.rights.access | Restricted access - publisher's policy |
local.identifier.drac | 14939759 |
dc.description.version | Postprint (published version) |
dc.relation.projectid | info:eu-repo/grantAgreement/EC/FP7/306826/EU/Surface Self-Assembled Molecular Electronic Devices: Logic Gates, Memories and Sensors/E-GAMES |
dc.date.lift | 10000-01-01 |
local.citation.author | Geng, Y.; Pfattner, R.; Campos, A.; Hauser, J.; Laukhin, V.; Puigdollers, J.; Veciana, J.; Mas, M.; Rovira, C.; Decurtins, S.; Liu, S. |
local.citation.publicationName | Chemistry: a european journal |
local.citation.volume | 20 |
local.citation.number | 23 |
local.citation.startingPage | 7136 |
local.citation.endingPage | 7143 |
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