Symmetrical and Asymmetrical Thiophene-Coumarin-Based Organic Semiconductors

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dc.authorid0000-0003-0238-0169en_US
dc.authorid-en_US
dc.authorid0000-0001-8352-8326en_US
dc.authorscopusid57219913949en_US
dc.authorscopusid57992511200en_US
dc.authorscopusid7801633542en_US
dc.authorwosid-en_US
dc.authorwosid-en_US
dc.authorwosidAAN-2681-2021en_US
dc.contributor.authorAltınışık, Sinem
dc.contributor.authorÖzdemir, Mücahit
dc.contributor.authorKortun, Arzu
dc.contributor.authorZorlu, Yunus
dc.contributor.authorYalçın, Bahattin
dc.contributor.authorKöksoy, Baybars
dc.contributor.authorKoyuncu, Sermet
dc.date.accessioned2024-02-21T07:20:44Z
dc.date.available2024-02-21T07:20:44Z
dc.date.issued2024en_US
dc.departmentEnstitüler, Lisansüstü Eğitim Enstitüsü, Kimya Mühendisliği Ana Bilim Dalı
dc.departmentFakülteler, Mühendislik Fakültesi, Kimya Mühendisliği Bölümü
dc.description.abstractOrganic semiconductors are a valuable material class for optoelectronic applications due to their electronic and optical properties. Four new symmetric and asymmetric thiophene-coumarin derivatives were designed and synthesized via Pd-catalyzed Suzuki and Stille Cross-Coupling reactions. Single crystals of all synthesized thiophene-coumarin derivatives were obtained, and π···π interactions were observed among them. The π···π interactions were supported by UV–vis, transmission electron microscopy, and atomic force microscopy analyses. The photophysical and electrochemical properties of the coumarins were investigated and supported by density functional theory studies. Fluorescence quantum yields were recorded between 36 and 66%. Moreover, mega Stokes shifts (175 nm or 8920 cm–1) were observed in these new chromophore dyes. The emission and absorption colors of the thiophene-coumarin compounds differed between their solution and film forms. Electrochemically, the highest occupied molecular orbital levels of the coumarins increased with the 3,4-ethylenedioxythiophene group, leading to a narrowing of the band gap, while the phenyl bridge weakened the donor–acceptor interaction, expanding the band gap.en_US
dc.identifier.citationAltınışık, S., Özdemir, M., Kortun, A., Zorlu, Y., Yalçın, B., Köksoy, B., & Koyuncu, S. (2024). Symmetrical and Asymmetrical Thiophene-Coumarin-Based Organic Semiconductors. ACS Omega, 9(3), 3305-3316. doi: 10.1021/acsomega.3c05602en_US
dc.identifier.doi10.1021/acsomega.3c05602
dc.identifier.endpage3316en_US
dc.identifier.issn2470-1343
dc.identifier.issue3en_US
dc.identifier.pmid38284035
dc.identifier.scopus2-s2.0-85180104913
dc.identifier.startpage3305en_US
dc.identifier.urihttps://doi.org/10.1021/acsomega.3c05602
dc.identifier.urihttps://hdl.handle.net/20.500.12428/5732
dc.identifier.volume9en_US
dc.identifier.wosWOS:001148149000001
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.indekslendigikaynakPubMed
dc.institutionauthorAltınışık, Sinem
dc.institutionauthorKortun, Arzu
dc.institutionauthorKoyuncu, Sermet
dc.language.isoen
dc.publisherAmerican Chemical Societyen_US
dc.relation.ispartofACS Omegaen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.rightsAttribution 3.0 United States*
dc.rights.urihttp://creativecommons.org/licenses/by/3.0/us/*
dc.subjectOrganic Semiconductorsen_US
dc.subjectConjugated polymersen_US
dc.subjectSmall moleculesen_US
dc.subjectSolar-cellsen_US
dc.subjectCopolymersen_US
dc.subjectPersistenten_US
dc.titleSymmetrical and Asymmetrical Thiophene-Coumarin-Based Organic Semiconductors
dc.typeArticle

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