Synthesis and solar-cell applications of novel furanyl-substituted anthracene derivatives

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dc.contributor.authorKivrak, Arif
dc.contributor.authorEr, Omer Faruk
dc.contributor.authorKivrak, Hilal
dc.contributor.authorTopal, Yasemin
dc.contributor.authorKus, Mahmut
dc.contributor.authorCamlisoy, Yesim
dc.date.accessioned2020-03-26T19:42:44Z
dc.date.available2020-03-26T19:42:44Z
dc.date.issued2017
dc.departmentSelçuk Üniversitesien_US
dc.description.abstractAt present, novel furanyl-substituted anthracene derivatives; namely 9,10-di(furan-2-yl)anthracene (DFA), 5,5'-(anthracene-9,10-diyl)bis(furan-2-carbaldehyde) (DAFA) and 2,2'-((5,5'-(anthracene-9,10-diyl)bis(furan-5,2-diyl))bis(methanylylidene))dimalononitrile (DCNFA) were designed and synthesized successfully by employing Stile Cross-Coupling, Vilsmeier-Haack and Knoevenagel condensation reactions, respectively. This methodology provides a practical new route for the synthesis of furanyl-substituted anthracene derivatives bearing strong electron-withdrawing groups. The electrochemical and electro-optical properties of these novel furanyl-substituted anthracene derivatives were also examined with strong acceptor-pi-donor-pi-acceptor interactions. Furthermore, Highest occupied molecular orbital (HOMO), Lowest Unoccupied molecular orbital (LUMO), and band gap (Eg) values were investigated by using spectroscopic methods. Electrochemical and electro-optical properties were calculated and compared to DFA, DAFA and DCNFA. Eg was found as 2.85, 2.71, and 2.33 eV, respectively. Consequently, Organic Solar Cells (OSC) were fabricated to investigate their solar cell performances. The strong electron withdrawing groups did not increase the solar cell performance of furanyl-anthracenes. Surprisingly, DFA was found to exhibit the best OSCs performance (Efficiency = 3.36). As a result, one could note that these novel furanyl-substituted anthracene derivatives are good candidate for the applications of the OSCs. Our results might help in the development of new materials with important electrochemical functions by giving the advantage of designing and further derivatization of new generation small organic molecules for photovoltaic device applications. (C) 2017 Elsevier B.V. All rights reserved.en_US
dc.description.sponsorshipVan Yuzuncu Yil UniversityYuzuncu Yil University [FBA-2016-5201]; Scientic and Technological Research Council of Turkey (TUBITAK)Turkiye Bilimsel ve Teknolojik Arastirma Kurumu (TUBITAK) [113Z249]en_US
dc.description.sponsorshipWe want to express our thanks to Van Yuzuncu Yil University (FBA-2016-5201) for their financial supports for chemicals and the Scientic and Technological Research Council of Turkey (TUBITAK) (Project No: 113Z249) for CHI 660E potentiostat which was employed in electrochemical measurements.en_US
dc.identifier.doi10.1016/j.optmat.2017.08.014en_US
dc.identifier.endpage212en_US
dc.identifier.issn0925-3467en_US
dc.identifier.issn1873-1252en_US
dc.identifier.scopusqualityQ1en_US
dc.identifier.startpage206en_US
dc.identifier.urihttps://dx.doi.org/10.1016/j.optmat.2017.08.014
dc.identifier.urihttps://hdl.handle.net/20.500.12395/35506
dc.identifier.volume73en_US
dc.identifier.wosWOS:000414882000029en_US
dc.identifier.wosqualityQ2en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherELSEVIER SCIENCE BVen_US
dc.relation.ispartofOPTICAL MATERIALSen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.selcuk20240510_oaigen_US
dc.subjectAnthraceneen_US
dc.subjectFuranen_US
dc.subjectElectron withdrawing groupsen_US
dc.subjectElectrochemical propertiesen_US
dc.subjectElectro-optical propertiesen_US
dc.titleSynthesis and solar-cell applications of novel furanyl-substituted anthracene derivativesen_US
dc.typeArticleen_US

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