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TitleSynthesis and characterization of strongly two photon absorbing and photoswitchable azo molecules
Publication TypeJournal Article
Year of Publication2015
AuthorsBreukers, R.D., Janssens S., Raymond S.G., Bhuiyan M.D.H., and Kay A.J.
JournalDyes and Pigments
Pagination17 - 23
Date Published2015
ISSN01437208 (ISSN)
KeywordsAzo dyes, Chromophores, Fluorenes, Isomerization, Molecules, Phenylene, Photo-switching, Photons, Synthesis (chemical), Two photon absorption, Two photon processes, Z-scan
AbstractHere we describe the synthesis and characterization of a range of symmetric two photon absorbing chromophores containing photoswitchable Disperse Red-type donors. These have been incorporated into D-π-D molecules with 1-(2-ethylhexyloxy)-4-methoxybenzene and 9,9-bis(2-ethylhexyl)-fluorene π-cores, and D-π-A-π-D molecules based on a (2,6-dimethyl-pyran-4- ylidene)propanedinitrile acceptor core. The TPA cross section measured by z-scan at 780 nm was up to 298 GM for the D-π-A-π-D molecules and up to 1250 GM for the molecules with D-π-D architectures. As all of the compounds have azo groups as part of the π linker the cis/trans isomerisation of these materials was also explored. It is found that dyes based on the D-π-D architecture are more amenable to isomerisation and are also more stable in the cis form when compared to D-π-A-π-D chromophores. © 2014 Elsevier Ltd. All rights reserved.

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