Four thiolated oligoarylene molecules (i) 4-methoxy-terphenyl-4″-methanethiol (MTM), (ii) 4-methoxy-terphenyl-3″,5″-dimethanethiol (MTD), (iii) 4-nitro-terphenyl-4″-methanethiol (NTM), and (iv) 4-nitro-terphenyl-3″,5″-dimethanethiol (NTD) were synthesized and self-assembled as monolayers (SAMs) on polycrystalline Au electrodes of organic field-effect transistors (OFETs). SAMs were characterized by contact angle and AC/DC electrochemical measurements, whereas atomic force microscopy was used for imaging the pentacene films grown on the coated electrodes. The electrical properties of functionalized OFETs, the electrochemical SAMs features and the morphology of pentacene films were correlated to the molecular organization of the thiolated oligoarylenes on Au, as calculated by means of the density functional theory. This multi-methodological approach allows us to associate the systematic replacement of the SAM anchoring head group (viz. methanethiol and dimethanethiol) and/or terminal tail group (viz. nitro-, -NO2, and methoxy, -OCH3) with the change of the electrical features. The dimethanethiol head group endows SAMs with higher resistive features along with higher surface tensions compared with methanethiol. Furthermore, the different number of thiolated heads affects the kinetics of Au passivation as well as the pentacene morphology. On the other hand, the nitro group confers further distinctive properties, such as the positive shift of both threshold and critical voltages of OFETs with respect to the methoxy one. The latter experimental evidence arise from its electron-withdrawing capability, which has been verified by both DFT calculations and DC electrochemical measurements.
|Data di pubblicazione:||2013|
|Titolo:||Self-Assembly of Mono- And Bidentate Oligoarylene Thiols onto Polycrystalline Au|
|Autore/i:||S. Casalini;M. Berto;F. Leonardi;A. Operamolla;C. A. Bortolotti;M. Borsari;W. Sun;R. Di Felice;S. Corni;C. Albonetti;O. Hassan Omar;G. M. Farinola;F. Biscarini|
|Digital Object Identifier (DOI):||10.1021/la402217c|
|Codice identificativo ISI:||WOS:000326429500012|
|Codice identificativo Scopus:||2-s2.0-84887055573|
|Codice identificativo Pubmed:||24073939|
|Citazione:||Self-Assembly of Mono- And Bidentate Oligoarylene Thiols onto Polycrystalline Au / S. Casalini;M. Berto;F. Leonardi;A. Operamolla;C. A. Bortolotti;M. Borsari;W. Sun;R. Di Felice;S. Corni;C. Albonetti;O. Hassan Omar;G. M. Farinola;F. Biscarini. - In: LANGMUIR. - ISSN 0743-7463. - STAMPA. - 29(2013), pp. 13198-13208.|
|Tipologia||Articolo su rivista|
I documenti presenti in Iris Unimore sono rilasciati con licenza Creative Commons Attribuzione - Non commerciale - Non opere derivate 3.0 Italia, salvo diversa indicazione.
In caso di violazione di copyright, contattare Supporto Iris