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dc.contributor.authorKukkonen, Esa
dc.contributor.authorLahtinen, Elmeri
dc.contributor.authorMyllyperkiö, Pasi
dc.contributor.authorHaukka, Matti
dc.contributor.authorKonu, Jari
dc.date.accessioned2021-03-31T09:18:46Z
dc.date.available2021-03-31T09:18:46Z
dc.date.issued2021
dc.identifier.citationKukkonen, E., Lahtinen, E., Myllyperkiö, P., Haukka, M., & Konu, J. (2021). Nonlinear optical properties of diaromatic stilbene, butadiene and thiophene derivatives. <i>New Journal of Chemistry</i>, <i>15</i>(45), 6640-6650. <a href="https://doi.org/10.1039/d1nj00456e" target="_blank">https://doi.org/10.1039/d1nj00456e</a>
dc.identifier.otherCONVID_52604652
dc.identifier.urihttps://jyx.jyu.fi/handle/123456789/74913
dc.description.abstractSeries of highly polar stilbene (1a–e), diphenylbutadiene (2a–c) and phenylethenylthiophene (3a–c) derivatives were prepared via Horner–Wadsworth–Emmons method with a view to produce new and efficient materials for second harmonic generation (SHG) in the solid-state. The single-crystal X-ray structures of compounds 1–3 reveal extensive polymorphism and a peculiar photodimerization of the 2-chloro-3,4-dimethoxy-4′-nitrostilbene derivative 1a to afford two polymorphs of tetra-aryl cyclobutane 4. The stilbene congeners 2-chloro-3,4-dimethoxy-4′-nitrostilbene (1a·non-centro), 5-bromo-2-hydroxy-3-nitro-4′-nitrostilbene (1b) and 4-dimethylamino-4′-nitrostilbene (1e), as well as 4′-fluoro-4′′-nitro-1,4-diphenyl-1,3-butadiene (2a) present the ideal, non-centrosymmetric arrangement of the chromophores for nonlinear optical (NLO) activity. Compounds 1b and 2a exhibit only relatively low intensity for second harmonic generation (0.04 and 0.18 times that of urea reference, respectively), while the stilbene polymorph 1a·non-centro shows NLO activity of over 32 times that of urea. In addition, the conjugated diaromatic compounds 1–3 display fluorescence behaviour in CH2Cl2 solutions with the exception of stilbene derivative 1b.en
dc.format.mimetypeapplication/pdf
dc.languageeng
dc.language.isoeng
dc.publisherRoyal Society of Chemistry (RSC)
dc.relation.ispartofseriesNew Journal of Chemistry
dc.rightsCC BY 3.0
dc.titleNonlinear optical properties of diaromatic stilbene, butadiene and thiophene derivatives
dc.typearticle
dc.identifier.urnURN:NBN:fi:jyu-202103312245
dc.contributor.laitosKemian laitosfi
dc.contributor.laitosDepartment of Chemistryen
dc.contributor.oppiaineEpäorgaaninen kemiafi
dc.contributor.oppiaineEpäorgaaninen ja analyyttinen kemiafi
dc.contributor.oppiaineNanoscience Centerfi
dc.contributor.oppiaineFysikaalinen kemiafi
dc.contributor.oppiaineInorganic Chemistryen
dc.contributor.oppiaineInorganic and Analytical Chemistryen
dc.contributor.oppiaineNanoscience Centeren
dc.contributor.oppiainePhysical Chemistryen
dc.type.urihttp://purl.org/eprint/type/JournalArticle
dc.description.reviewstatuspeerReviewed
dc.format.pagerange6640-6650
dc.relation.issn1144-0546
dc.relation.numberinseries45
dc.relation.volume15
dc.type.versionpublishedVersion
dc.rights.copyright© The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2021
dc.rights.accesslevelopenAccessfi
dc.subject.ysobutadieeni
dc.subject.ysooptiset ominaisuudet
dc.subject.ysostilbeenit
dc.subject.ysokiteet
dc.subject.ysoorgaaniset yhdisteet
dc.subject.ysoaromaattiset yhdisteet
dc.format.contentfulltext
jyx.subject.urihttp://www.yso.fi/onto/yso/p18690
jyx.subject.urihttp://www.yso.fi/onto/yso/p25870
jyx.subject.urihttp://www.yso.fi/onto/yso/p25062
jyx.subject.urihttp://www.yso.fi/onto/yso/p15440
jyx.subject.urihttp://www.yso.fi/onto/yso/p3841
jyx.subject.urihttp://www.yso.fi/onto/yso/p23502
dc.rights.urlhttps://creativecommons.org/licenses/by/3.0/
dc.relation.doi10.1039/d1nj00456e
jyx.fundinginformationThe authors gratefully acknowledge financial support from the Finnish Cultural Foundation and the Magnus Ehrnrooth Foundation.


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