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Hydrogen Bonding as a Supramolecular Tool for Robust OFET Devices
Author(s) -
Mula Soumyaditya,
Han Tianyan,
Heiser Thomas,
Lévêque Patrick,
Leclerc Nicolas,
Srivastava Amit Prakash,
RuizCarretero Amparo,
Ulrich Gilles
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201900689
Subject(s) - organic field effect transistor , supramolecular chemistry , hydrogen bond , materials science , combinatorial chemistry , nanotechnology , chemistry , molecule , organic chemistry , engineering , electrical engineering , transistor , voltage , field effect transistor
In the present study, we demonstrated the effect of hydrogen bonding in the semiconducting behaviour of a small molecule used in organic field‐effect transistors (OFETs). For this study, the highly soluble dumbbell‐shaped molecule, Boc‐TATDPP based on a Boc‐protected thiophene‐diketopyrrolopyrrole (DPP) and triazatruxene (TAT) moieties was used. The two Boc groups of the molecule were removed by annealing at 200 °C, which created a strong hydrogen‐bonded network of NH‐TATDPP supported by additional π–π stacking. These were characterised by thermogravimetric analysis (TGA), UV/Vis and IR spectroscopy, XRD and high‐resolution (HR)‐TEM measurements. FETs were fabricated with the semiconducting channel made of Boc‐TATDPP and NH‐TATDPP separately. It is worth mentioning that the Boc‐TATDPP film can be cast from solution and then annealed to get the other systems with NH‐TATDPP. More importantly, NH‐TATDPP showed significantly higher hole mobilities compared to Boc‐TATDPP. Interestingly, the high hole mobility in the case of NH‐TATDPP was unaffected upon blending with [6,6]‐phenyl‐C71‐butyric acid methyl ester (PC 71 BM). Thus, this robust hydrogen‐bonded supramolecular network is likely to be useful in designing efficient and stable organic optoelectronic devices.