Application of double-hybrid density functionals to charge transfer in N-substituted pentacenequinones

The Journal of Chemical Physics
J C Sancho-García

Abstract

A set of N-heteroquinones, deriving from oligoacenes, have been recently proposed as n-type organic semiconductors with high electron mobilities in thin-film transistors. Generally speaking, this class of compounds self-assembles in neighboring π-stacks linked by weak hydrogen bonds. We aim at theoretically characterizing here the sequential charge transport (hopping) process expected to take place across these arrays of molecules. To do so, we need to accurately address the preferred packing of these materials simultaneously to single-molecule properties related to charge-transfer events, carefully employing dispersion-corrected density functional theory methods to accurately extract the key molecular parameters governing this phenomenon at the nanoscale. This study confirms the great deal of interest around these compounds, since controlled functionalization of model molecules (i.e., pentacene) allows to efficiently tune the corresponding charge mobilities, and the capacity of modern quantum-chemical methods to predict it after rationalizing the underlying structure-property relationships.

References

Oct 28, 1996·Physical Review Letters·J P PerdewM Ernzerhof
Apr 25, 2002·Proceedings of the National Academy of Sciences of the United States of America·J L BrédasJ Cornil
Feb 21, 2004·Annals of the New York Academy of Sciences·Jeffrey R ReimersNoel S Hush
Mar 12, 2004·Journal of the American Chemical Society·Vincent LemaurJérôme Cornil
Jul 1, 2004·Journal of the American Chemical Society·Youichi SakamotoShizuo Tokito
Jul 23, 2004·The Journal of Chemical Physics·M MalagoliJ L Brédas
Jan 28, 2006·The Journal of Chemical Physics·Stefan Grimme
Mar 17, 2006·The Journal of Physical Chemistry. a·Alessandro Troisi, Giorgio Orlandi
Jul 27, 2006·Journal of the American Chemical Society·Edward F ValeevJean-Luc Brédas
Dec 15, 2006·Chemical Reviews·John E Anthony
Mar 24, 2007·Chemical Reviews·Veaceslav CoropceanuJean-Luc Brédas
Mar 27, 2007·The Journal of Chemical Physics·Begoña Milián MedinaJohannes Gierschner
Apr 25, 2007·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Antoine Van VoorenJérôme Cornil
Jan 9, 2008·Chemistry : a European Journal·Ashley L Ringer, C David Sherrill
Oct 1, 2008·Physical Chemistry Chemical Physics : PCCP·David L Cheung, Alessandro Troisi
Dec 3, 2008·The Journal of Chemical Physics·B HajgatóF De Proft
Jul 29, 2009·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Nicolas G MartinelliJérôme Cornil
Sep 4, 2009·The Journal of Chemical Physics·J C Sancho-García, A J Pérez-Jiménez
Mar 11, 2010·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Lucas VianiJérôme Cornil
Apr 14, 2010·Chemical Communications : Chem Comm·Qin TangQian Miao
Jul 8, 2010·Physical Chemistry Chemical Physics : PCCP·J C Sancho-GarcíaJ Cornil
Mar 4, 2011·Journal of Computational Chemistry·Stefan GrimmeLars Goerigk
Mar 23, 2011·Chemical Reviews·Marta Mas-Torrent, Concepció Rovira
Mar 31, 2011·Advanced Materials·Zhixiong LiangQian Miao
Apr 29, 2011·Physical Chemistry Chemical Physics : PCCP·David P McMahon, Alessandro Troisi
Jun 28, 2011·The Journal of Chemical Physics·J C Sancho-García
Jun 28, 2011·Physical Review Letters·Na SaiKevin Leung
Jul 6, 2009·Science and Technology of Advanced Materials·Tatsuo Hasegawa, Jun Takeya

❮ Previous
Next ❯

Citations

Aug 3, 2013·Physical Chemistry Chemical Physics : PCCP·J C Sancho-García, C Adamo

❮ Previous
Next ❯

Methods Mentioned

BETA
X-ray

Software Mentioned

ORCA
PLYP

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.