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Electronic Absorption, Emission and Two-PhotonAbsorption Properties of Some Functional1,3,5-Triphenylbenzenes

Streatfield, Suzy; Pradels, Claire; Ndimba, Alphonine Ngo; Richy, Nicolas; Amar, Anissa; Boucekkine, Abdou; Cifuentes, Marie; Humphrey, Mark; Mongin, Olivier; Paul, Frederic

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We report herein the linear optical properties of some extended 1,3,5‐triphenylbenzene derivatives 1,3,5‐[(1, 4‐C6H4)C≡C(4‐C6H4X)]3(C6H3) (3‐X; X=NO2, CN, H, OMe, NMe2, NPh2) and briefly discuss the two‐photon absorption (2PA) cross‐sections determined for the derivatives featuring the most electron‐rich substituents, contrasting their 2PA performance with the 2PA values previously gathered for their triphenylisocyanurate analogues N,N’,N”‐[(1, 4‐C6H4)C≡C(4‐C6H4X)]3(N3{C(O)}3) (1‐X). When...[Show more]

dc.contributor.authorStreatfield, Suzy
dc.contributor.authorPradels, Claire
dc.contributor.authorNdimba, Alphonine Ngo
dc.contributor.authorRichy, Nicolas
dc.contributor.authorAmar, Anissa
dc.contributor.authorBoucekkine, Abdou
dc.contributor.authorCifuentes, Marie
dc.contributor.authorHumphrey, Mark
dc.contributor.authorMongin, Olivier
dc.contributor.authorPaul, Frederic
dc.date.accessioned2019-10-08T03:01:58Z
dc.identifier.issn2365-6549
dc.identifier.urihttp://hdl.handle.net/1885/173560
dc.description.abstractWe report herein the linear optical properties of some extended 1,3,5‐triphenylbenzene derivatives 1,3,5‐[(1, 4‐C6H4)C≡C(4‐C6H4X)]3(C6H3) (3‐X; X=NO2, CN, H, OMe, NMe2, NPh2) and briefly discuss the two‐photon absorption (2PA) cross‐sections determined for the derivatives featuring the most electron‐rich substituents, contrasting their 2PA performance with the 2PA values previously gathered for their triphenylisocyanurate analogues N,N’,N”‐[(1, 4‐C6H4)C≡C(4‐C6H4X)]3(N3{C(O)}3) (1‐X). When functionalized by electron‐releasing substituents at their periphery, 3‐X derivatives are potent substitutes for 1‐X compounds in NLO applications, especially when maximal transparency is not required in the visible range. Some rationalization of this unexpected outcome is proposed based on DFT calculations.
dc.description.sponsorshipThe CNRS (PICS program N8 7106 and LIA N8 1194) and ANR (Isogate Project) are acknowledged for financial support. S.S is the recipient of an Australian Postgraduate Award and thanks the Rennes Metropole for a Mobility Grant, the Australian Nanotechnology Network for an Overseas Grant, and the ANU for travel support under the Higher Degree Research Students Travel Grant Scheme. F.P. and A.N.N. thank the Region Bretagne for a Ph.D. grant. Mireille Blanchard-Desce (UMR 5255, Bordeaux) is acknowledged for providing providing access to two-photon excited fluorescence facilities. M.G.H. thanks the Australian Research Council (ARC) for financial support. We also acknowledge the HPC resources of CINES and of IDRIS under the allocations 2016-2017[x2016080649] made by GENCI (Grand Equipement National de Calcul Intensif).
dc.format.mimetypeapplication/pdf
dc.language.isoen_AU
dc.publisherWiley
dc.rights© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
dc.sourceChemistrySelect
dc.titleElectronic Absorption, Emission and Two-PhotonAbsorption Properties of Some Functional1,3,5-Triphenylbenzenes
dc.typeJournal article
local.description.notesImported from ARIES
local.identifier.citationvolume2
dc.date.issued2017
local.identifier.absfor030303 - Optical Properties of Materials
local.identifier.ariespublicationU4217927xPUB905
local.publisher.urlhttps://www.wiley.com/en-gb
local.type.statusPublished Version
local.contributor.affiliationStreatfield , Suzy, College of Science, ANU
local.contributor.affiliationPradels, Claire, Universite de Rennes 1
local.contributor.affiliationNdimba, Alphonine Ngo, Universite de Rennes 1
local.contributor.affiliationRichy, Nicolas, Université de Rennes
local.contributor.affiliationAmar, Anissa, Universite Mouloud Mammeri
local.contributor.affiliationBoucekkine, Abdou, Universite de Rennes
local.contributor.affiliationCifuentes, Marie, College of Science, ANU
local.contributor.affiliationHumphrey, Mark, College of Science, ANU
local.contributor.affiliationMongin, Olivier, Universite Rennes 1
local.contributor.affiliationPaul, Frederic, Universite de Rennes 1
local.description.embargo2037-12-31
local.bibliographicCitation.issue26
local.bibliographicCitation.startpage8080
local.bibliographicCitation.lastpage8085
local.identifier.doi10.1002/slct.201701653
local.identifier.absseo970103 - Expanding Knowledge in the Chemical Sciences
dc.date.updated2019-04-21T08:27:18Z
local.identifier.scopusID2-s2.0-85041704937
CollectionsANU Research Publications

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