+ Site Statistics
+ Search Articles
+ PDF Full Text Service
How our service works
Request PDF Full Text
+ Follow Us
Follow on Facebook
Follow on Twitter
Follow on LinkedIn
+ Subscribe to Site Feeds
Most Shared
PDF Full Text
+ Translate
+ Recently Requested

Photostability of pentacene and 6,13-disubstituted pentacene derivatives: a theoretical and experimental mechanistic study



Photostability of pentacene and 6,13-disubstituted pentacene derivatives: a theoretical and experimental mechanistic study



Photochemical and Photobiological Sciences 7(12): 1463-1468



Computational and experimental studies have been performed to investigate the photostability of a series of 6,13-bis(arylalkynyl)-substituted pentacenes in the presence of oxygen. These studies indicate that photostabilization occurs through a selective LUMO orbital stabilization as has been seen previously for 6,13-bis(triisopropylsilylethynyl)pentacene. Marcus theory analysis suggests that the difference in vibrational reorganization energies across all compounds is small and that the thermodynamic driving force for forward electron transfer is primarily responsible for the observed photostabilization.

Please choose payment method:






(PDF emailed within 0-6 h: $19.90)

Accession: 054988384

Download citation: RISBibTeXText

PMID: 19037498

DOI: 10.1039/b813752h


Related references

Substituent effects on the electronic characteristics of pentacene derivatives for organic electronic devices: dioxolane-substituted pentacene derivatives with triisopropylsilylethynyl functional groups. Journal of the American Chemical Society 134(34): 14185-14194, 2012

Tautomerization and Dimerization of 6,13-Disubstituted Derivatives of Pentacene. Chemistry 23(25): 6111-6117, 2017

Preparation of 6,13-bis(trimethylsilyl)pentacene and formation of second-ring Diels-Alder adduct of pentacene. Journal of Organic Chemistry 76(1): 293-296, 2011

Pentacene oligomers and polymers: functionalization of pentacene to afford mono-, di-, tri-, and polymeric materials. Organic Letters 9(22): 4583-4586, 2007

A soluble pentacene: synthesis, EPR and electrochemical studies of 2,3,9,10-tetrakis(trimethylsilyl)pentacene. Chemical Communications 2005(1): 66-68, 2005

Pentacene-based dendrimers: synthesis and thin film photoconductivity measurements of branched pentacene oligomers. Journal of Organic Chemistry 74(14): 5017-5024, 2009

Impact of molecular packing on electronic polarization in organic crystals: the case of pentacene vs TIPS-pentacene. Journal of the American Chemical Society 136(17): 6421-6427, 2014

Synthesis and Spectral Studies of 6,13-di (p-hydroxyphenyl) Pentacene and 6,13-di (p-hydroxynapthyl) Pentacene. Polycyclic Aromatic Compounds 33(2): 127-137, 2013

Ubiquitous pentacene monolayer on metals deposited onto pentacene films. Langmuir 23(23): 11366-8, 2007

Electronic properties of pentacene versus triisopropylsilylethynyl-substituted pentacene: environment-dependent effects of the silyl substituent. Journal of the American Chemical Society 132(2): 580-586, 2010

Effect of cadmium arachidate layers on the growth of pentacene and the performance of pentacene-based thin film transistors. Langmuir 25(11): 6565-6569, 2009

An almost transparent image pixel with a pentacene/ZnO photodiode, a pentacene thin-film transistor, and a 6,13-pentacenequinone phosphor layer. Advanced Materials 23(10): 1231-1236, 2011

Pentacene appended to a TEMPO stable free radical: the effect of magnetic exchange coupling on photoexcited pentacene. Journal of the American Chemical Society 137(2): 857-863, 2015

Pulse Radiolysis of TIPS-Pentacene and a Fluorene-bridged Bis(pentacene): Evidence for Intramolecular Singlet-Exciton Fission. Journal of Physical Chemistry Letters 9(14): 3934-3938, 2018

Clustering of pentacene and functionalized pentacene ions in a matrix-assisted laser desorption/ionization orthogonal TOF mass spectrometer. Journal of the American Society for Mass Spectrometry 17(2): 222-229, 2006