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γ‐Herringbone Polymorph of 6,13‐Bis(trimethylsilylethynyl)pentacene: A Potential Material for Enhanced Hole Mobility
Author(s) -
Bhat Vinayak,
Gopan Gopika,
Nair Nanditha G.,
Hariharan Mahesh
Publication year - 2018
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.201800875
Subject(s) - pentacene , acene , intermolecular force , crystallography , materials science , anisotropy , electron mobility , organic semiconductor , molecule , chemical physics , chemistry , nanotechnology , physics , thin film transistor , optoelectronics , organic chemistry , layer (electronics) , quantum mechanics
Abstract The introduction of the trialkylsilylethynyl group to the acene core is known to predominantly transform the herringbone structure of pentacene to a slip‐stacked packing. However, herein, the occurrence of an unforeseen polymorph of 6,13‐bis(trimethylsilylethynyl)pentacene (TMS‐pentacene), with an atypical γ‐herringbone packing arrangement, is reported. Intermolecular noncovalent interactions in the γ‐herringbone polymorph are determined from Hirshfeld surface and quantum theory of atoms‐in‐molecules (QTAIM) analyses. Furthermore, a comparative truncated symmetry‐adapted perturbation theory (SAPT(0)) energy decomposition analysis discloses the role of exchange repulsions that govern molecular packing in the γ‐herringbone polymorph. Moreover, the computationally predicted electronic coupling and anisotropic mobility reveal the possibility of enhanced hole transport ( μ h =3.7 cm 2 V −1 s −1 ) in the γ‐herringbone polymorph, in contrast to the reported polymorph with a hole mobility of μ h =0.1 cm 2 V −1 s −1 .