Please use this identifier to cite or link to this item: https://hdl.handle.net/2445/223631
Title: Confronting positions: para- vs. meta-functionalization in triindole for p-type air-stable OTFTs
Author: Cuadrado Santolaria, Alba
Bujaldón Carbó, Roger
Fabregat, Clara
Puigdollers i González, Joaquim
Velasco Castrillo, Dolores
Keywords: Semiconductors
Microscòpia de força atòmica
Pel·lícules fines
Semiconductors
Atomic force microscopy
Thin films
Issue Date: 1-May-2024
Publisher: Elsevier
Abstract: The 5,10,15-trihexyl-10,15-dihydro-5H-diindolo[3,2-a:3′,2′-c]carbazole core, namely triindole, is well-known for its prominent hole-transporting properties and air stability. The functionalization of this core is also rather versatile, which allows the modulation of its properties by anchoring targeted scaffolds to different positions, e.g. 3,8,13 (para with respect to the nitrogens), 2,7,12 (analogously meta) or the nitrogen heteroatoms. Therefore, triindole excels as a pivotal semiconductor to be exploited in long-lasting organic thin-film transistors (OTFTs). This report aims to shed light on the effect of functionalizing whether para or meta positions with sulfurated moieties, in the pursuit of an enhanced performance in OTFTs. Remarkably, meta-substituted derivatives outshone their para- counterparts in terms of thermal, optical, intermolecular arrangement and semiconductor properties, claiming mobility values up to 2 × 10−3 cm2 V−1 s−1 and a shelf lifetime beyond the analyzed period of 5 months. Analysis of the thin films by grazing incidence X-ray diffraction (GIRXD) and atomic force microscopy (AFM) revealed that the meta-substitution also induces a higher degree of order and better morphology, further corroborating the potential of this structural approach.
Note: Reproducció del document publicat a: https://doi.org/10.1016/j.orgel.2024.107020
It is part of: Organic Electronics, 2024, vol. 128
URI: https://hdl.handle.net/2445/223631
Related resource: https://doi.org/10.1016/j.orgel.2024.107020
ISSN: 1566-1199
Appears in Collections:Articles publicats en revistes (Química Inorgànica i Orgànica)
Articles publicats en revistes (Institut de Nanociència i Nanotecnologia (IN2UB))

Files in This Item:
File Description SizeFormat 
858364.pdf5.13 MBAdobe PDFView/Open


This item is licensed under a Creative Commons License Creative Commons