Synthesis of bis[N-(p-aryl)-carbamoyloxy]alkanes as new low-molecular weight organogelators

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dc.authoridDEMIR-ORDU, Oznur/0000-0002-5647-7559
dc.authoridALPER, Koray/0000-0001-6845-2087
dc.contributor.authorDemir-Ordu, Oznur
dc.contributor.authorSimsir, Hamza
dc.contributor.authorAlper, Koray
dc.date.accessioned2024-09-29T16:00:48Z
dc.date.available2024-09-29T16:00:48Z
dc.date.issued2015
dc.departmentKarabük Üniversitesien_US
dc.description.abstractA series of bis-carbamate-based low-molecular-weight organogelators were synthesized, and their structure property relationships with respect to their gelation abilities in organic solvents were investigated. The self-aggregation behavior of the thermoreversible organogels was investigated by FTIR, temperature-dependent NMR, and SEM studies. The results revealed that the self-assembly into fibrous structures is driven by hydrogen bonding, it it stacking, and hydrophobic interactions. It was found that para-aryl substitution and the number of methylene units connecting two carbamate groups had a significant influence on gelation. The effect of temperature on gel formation was also investigated for all compounds. The most interesting feature was observed for p-hexyl derivative, which gels at -18 degrees C but not room temperature. Furthermore, thermal properties of the gels were studied by dropping ball experiments and DSC. para-Alkoxyphenyl derivatives were also found to be good organogelators for olive oil, sunflower oil, corn oil, and ethyl laurate, isopropyl myristate, n-butyl palmitate. (C) 2015 Elsevier Ltd. All rights reserved.en_US
dc.description.sponsorshipTUBITAK (The Scientific and Technological Research Council of Turkey) [109T919]en_US
dc.description.sponsorshipWe thank TUBITAK (The Scientific and Technological Research Council of Turkey, 109T919) for providing financial support for this research. We thank Me like Busra Zorlu, Abant Izzet Baysal University Innovative Food Technologies Development, Application and Research Center for the DSC measurements.en_US
dc.identifier.doi10.1016/j.tet.2015.01.042
dc.identifier.endpage1539en_US
dc.identifier.issn0040-4020
dc.identifier.issue10en_US
dc.identifier.scopus2-s2.0-84923079502en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.startpage1529en_US
dc.identifier.urihttps://doi.org/10.1016/j.tet.2015.01.042
dc.identifier.urihttps://hdl.handle.net/20.500.14619/5371
dc.identifier.volume71en_US
dc.identifier.wosWOS:000351320900005en_US
dc.identifier.wosqualityQ2en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherPergamon-Elsevier Science Ltden_US
dc.relation.ispartofTetrahedronen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectBis-carbamateen_US
dc.subjectSelf-assemblyen_US
dc.subjectOrganogelatoren_US
dc.subjectGelation mechanismen_US
dc.subjectStructure-property relationshipen_US
dc.titleSynthesis of bis[N-(p-aryl)-carbamoyloxy]alkanes as new low-molecular weight organogelatorsen_US
dc.typeArticleen_US

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