On the Mechanism of Peripentacene Formation from Pentacene: Computational Studies of a Prototype for Graphene Formation from Smaller Acenes
- 1 May 2007
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 129 (20), 6536-6546
- https://doi.org/10.1021/ja070392a
Abstract
The formation of peripentacene during the high-temperature vacuum sublimation of pentacene (P) in the presence of trace amounts of 6,13-dihydropentacene (DHP) has been studied computationally with density functional theory. Computational and kinetic analyses indicate that competing mechanisms involving a series of H atom transfers initiated by hydrogen transfer from DHP to P can account for the formation of peripentacene. The overall reaction is predicted to proceed with a free energy barrier of 36.1 kcal/mol and to be autocatalytic. Kinetic modeling supports the proposed mechanism.This publication has 21 references indexed in Scilit:
- Fabrication and characterization of single-grain organic field-effect transistor of pentaceneJournal of Applied Physics, 2004
- Organic thin film transistors: From theory to real devicesJournal of Materials Research, 2004
- Nanosized Molecular Propellers by Cyclodehydrogenation of Polyphenylene DendrimersJournal of the American Chemical Society, 2004
- High-mobility polymer gate dielectric pentacene thin film transistorsJournal of Applied Physics, 2002
- Physisorption-like Interaction at the Interfaces Formed by Pentacene and SamariumThe Journal of Physical Chemistry B, 2002
- Morphological Origin of High Mobility in Pentacene Thin-Film TransistorsChemistry of Materials, 1996
- Comment on "Hydrogen transfer between anthracene structures"The Journal of Physical Chemistry, 1993
- Thermal reactions and properties of polycyclic aromatic hydrocarbonsAccounts of Chemical Research, 1991
- Confirmation of the Mayo mechanism for the initiation of the thermal polymerization of styreneJournal of the American Chemical Society, 1983
- Electron Diffraction with the Transmission Electron Microscope as a Phase‐Determining Diffractometer—From Spatial Frequency Filtering to the Three‐Dimensional Structure Analysis of RibosomesAngewandte Chemie-International Edition, 1983