Schiff bases and oligomers derived from trifluoromethylaniline-based monomers: Thermal, optical, electrochemical properties and applications as fluorescent probes for Sn2+

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dc.authoridKaracan Yeldir, Elif / 0000-0001-8638-1198
dc.authoridKaya, İsmet / 0000-0002-9813-2962
dc.authoridTutluel, Oğuzhan / 0009-0004-4620-5164
dc.contributor.authorKaracan Yeldir, Elif
dc.contributor.authorKaya, İsmet
dc.contributor.authorTutluel, Oğuzhan
dc.date.accessioned2025-05-29T02:57:57Z
dc.date.available2025-05-29T02:57:57Z
dc.date.issued2025
dc.departmentÇanakkale Onsekiz Mart Üniversitesi
dc.description.abstractWithin the scope of the study, three different Schiff bases were synthesized from 3,5-bis(trifluoromethyl)aniline, a halogen-containing aniline derivative, with three different aldehydes, 3-hydroxy-4-methoxy-benzaldehyde, salicylaldehyde and 2-hydroxy-1-naphthaldehyde. These three synthesized Schiff bases were evaluated as monomers and oxidatively polymerized in the presence of sodium hypochlorite, a strong oxidant. The structural properties of these three monomers and three polymers were elucidated with the help of UV-Vis, FT-IR, 1 H NMR, 13C NMR spectra. Their molecular weights were determined by gel permeation chromatography (GPC) and it was determined that the macromolecules obtained as a result of the oxidation reaction were in the oligomer order. In order to investigate their electrochemical properties, cyclic voltammetry (CV) was used to find their oxidationreduction potentials. The HOMO-LUMO potentials and electrochemical band gap values of the synthesized Schiff bases and oligomers were calculated. Thermal stabilities of the monomers and oligomers were determined by thermogravimetric-differantial thermal analysis (TG-DTA). It was determined that the thermal stabilities of the obtained oligomers were higher than those of the Schiff bases. The glass transition temperature (Tg) and surface morphologies of oligomers were determined from DSC and SEM measurements, respectively. Their optical properties were examined by UV-Vis and fluorescence spectra. It was found that 1-(((3,5-bis(trifluoromethyl) phenyl)imino)methyl) naphthalene-2-ol (TFMHN), one of the Schiff bases, has a turn-on fluorescence sensor property with increasing fluorescence emission intensity in the presence of Sn2+ among a series of metal ions and can be used as a selective and sensitive fluorescence probe for Sn2+ with a limit of dedection (LOD) value of 7.14 x 10- 8 M.
dc.description.sponsorshipScientific and Technological Research Council of Turkiye, TUBITAK [2209-A 1919B012334872]
dc.description.sponsorshipThis study was funded by the Scientific and Technological Research Council of Turkiye, TUBITAK (Project Nu.: 2209-A 1919B012334872, 2024) .
dc.identifier.doi10.1016/j.reactfunctpolym.2024.106133
dc.identifier.issn1381-5148
dc.identifier.issn1873-166X
dc.identifier.scopus2-s2.0-85211344657
dc.identifier.scopusqualityQ1
dc.identifier.urihttps://doi.org/10.1016/j.reactfunctpolym.2024.106133
dc.identifier.urihttps://hdl.handle.net/20.500.12428/30206
dc.identifier.volume207
dc.identifier.wosWOS:001411550700001
dc.identifier.wosqualityQ1
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherElsevier
dc.relation.ispartofReactive & Functional Polymers
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzKA_WOS_20250529
dc.subject3,5-bis(trifluoromethyl)aniline
dc.subjectSchiff base
dc.subjectOligomer
dc.subjectFluorescence probe for Sn2+
dc.titleSchiff bases and oligomers derived from trifluoromethylaniline-based monomers: Thermal, optical, electrochemical properties and applications as fluorescent probes for Sn2+
dc.typeArticle

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