Skip navigation
Skip navigation

Linear Optical and Third-Order Nonlinear Optical Properties of Some Fluorenyl- and Triarylamine-Containing Tetracyanobutadiene Derivatives

Pokladek, Ziemowit; Ripoche, Nicolas; Betou, Marie; Trolez, Yann; Mongin, Olivier; Olesiak-Banska, Joanna; Matczyszyn, Katarzyna; Samoc, Marek; Humphrey, Mark; Blanchard-Desce, Mireille; Paul, Frédéric

Description

The synthesis and characterization of four new tetracyanobutadiene (TCBD) derivatives (1-3 and 2') incorporating 2- or 2,7-fluorenyl and diphenylamino moieties are reported. The electroactivity of 1-3 and 2' was studied by cyclic voltammetry (CV), while the linear optical and (third-order) nonlinear optical (NLO) properties were investigated by electronic spectroscopy and Z-scan studies, respectively. All experimental investigations were rationalized by DFT computations, providing an insight...[Show more]

dc.contributor.authorPokladek, Ziemowit
dc.contributor.authorRipoche, Nicolas
dc.contributor.authorBetou, Marie
dc.contributor.authorTrolez, Yann
dc.contributor.authorMongin, Olivier
dc.contributor.authorOlesiak-Banska, Joanna
dc.contributor.authorMatczyszyn, Katarzyna
dc.contributor.authorSamoc, Marek
dc.contributor.authorHumphrey, Mark
dc.contributor.authorBlanchard-Desce, Mireille
dc.contributor.authorPaul, Frédéric
dc.date.accessioned2018-10-10T03:37:51Z
dc.identifier.issn0947-6539
dc.identifier.urihttp://hdl.handle.net/1885/148205
dc.description.abstractThe synthesis and characterization of four new tetracyanobutadiene (TCBD) derivatives (1-3 and 2') incorporating 2- or 2,7-fluorenyl and diphenylamino moieties are reported. The electroactivity of 1-3 and 2' was studied by cyclic voltammetry (CV), while the linear optical and (third-order) nonlinear optical (NLO) properties were investigated by electronic spectroscopy and Z-scan studies, respectively. All experimental investigations were rationalized by DFT computations, providing an insight into the electronic structure of these derivatives and on their application potential. We show that these derivatives are nonluminescent in solution at ambient temperatures, but become fluorescent in solvent glasses. This finding constitutes an unprecedented observation for TCBD derivatives. Also, we show by Z-scan studies that these derivatives behave as two-photon absorbers in the near-IR range (800-1050 nm). These third-order NLO properties are discussed and compared with those of their alkynyl precursors (4-6), which have been investigated by two-photon excited fluorescence (TPEF).
dc.description.sponsorshipThe CNRS and the “R¦gion Bretagne” (ARED) are acknowl-edged for financial support to N.R.,and the Erasmus programand UR1 for financial support to Z.P.M.B. thanks the “R¦gionBretagne” for apost-doctoral fellowship. K.M.,J.O.-B.,and M.S.acknowledge financing by NCN Maestro grant (DEC-2013/10A/ST4/00114). M.G.H. thanks the AustralianResearch Council forsupport.
dc.format.mimetypeapplication/pdf
dc.publisherWiley
dc.rights© 2016 Wiley-VCH Verlag GmbH &Co. KGaA, Weinheim
dc.sourceChemistry - A European Journal
dc.subjectalkynes
dc.subjectarynes
dc.subjectfluorescence
dc.subjectluminescence
dc.subjecttetracyanobutadiene
dc.subjecttwo-photon absorption
dc.titleLinear Optical and Third-Order Nonlinear Optical Properties of Some Fluorenyl- and Triarylamine-Containing Tetracyanobutadiene Derivatives
dc.typeJournal article
local.identifier.citationvolume22
dc.date.issued2016-07-11
local.type.statusPublished Version
local.contributor.affiliationHumphrey, M., Research School of Chemistry, The Australian National University
local.description.embargo2037-12-31
local.identifier.essn1521-3765
local.bibliographicCitation.issue29
local.bibliographicCitation.startpage10155
local.bibliographicCitation.lastpage10167
local.identifier.doi10.1002/chem.201600897
dcterms.accessRightsOpen Access
CollectionsANU Research Publications

Download

File Description SizeFormat Image
Pokladek_et_al-2016-Chemistry_-_A_European_Journal.pdf1.14 MBAdobe PDF    Request a copy


Items in Open Research are protected by copyright, with all rights reserved, unless otherwise indicated.

Updated:  22 January 2019/ Responsible Officer:  University Librarian/ Page Contact:  Library Systems & Web Coordinator