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Citation
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HERO ID
7622275
Reference Type
Journal Article
Title
Effect of symmetric and asymmetric substitution on the optoelectronic properties of 9,10-dicyanoanthracene
Author(s)
Gloecklhofer, F; Rosspeintner, A; Pasitsuparoad, P; Eder, S; Froehlich, J; Angulo, G; Vauthey, E; Plasser, F; ,
Year
2019
Publisher
ROYAL SOC CHEMISTRY
Location
CAMBRIDGE
Page Numbers
951-961
DOI
10.1039/c9me00040b
Web of Science Id
WOS:000484198500021
URL
http://xlink.rsc.org/?DOI=C9ME00040B
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Abstract
A set of substituted 9,10-dicyanoanthracenes (DCA) has been synthesized, their photophysical and electrochemical properties in liquid solution have been characterized and supplemented by high level ab initio quantum chemical calculations. Three different methoxy-group-containing substituents have been linked to the DCA core in a symmetric and asymmetric fashion to produce six different species with strong quadrupole and dipole moments, respectively. The major difference between the symmetrically and asymmetrically substituted species are the enhanced two-photon absorption intensities of the former. In most of the cases studied, the molecules show reasonably large optical transition probabilities. The fluorescence brightness of these substances makes them interesting objects for two-photon absorption applications. Additionally, all molecules can be both easily reduced and oxidized electrochemically and are therefore suitable for optoelectronic applications.
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