Colorimetric chemical sensing properties of 3-amino-4-hydroxybenzene- sulfonic acid-based Schiff bases containing electron donor-acceptor groups

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dc.contributor.authorYildiz, Elif Akhuseyin
dc.contributor.authorPepe, Yasemin
dc.contributor.authorErdener, Digdem
dc.contributor.authorKaratay, Ahmet
dc.contributor.authorBoyacioglu, Bahadir
dc.contributor.authorUnver, Huseyin
dc.contributor.authorYapar, Gonul
dc.date.accessioned2025-01-27T20:57:48Z
dc.date.available2025-01-27T20:57:48Z
dc.date.issued2023
dc.departmentÇanakkale Onsekiz Mart Üniversitesi
dc.description.abstractA new series of aminobenzene sulfonic acid-based Schiff bases (1-3) were synthesized from the reaction of 3-amino-4-hydroxybenzenesulfonic acid with 5-methyl, 5-nitro and 5-bromo-salicylaldehyde. The colorimetric and UV-Vis spectroscopic responses of compounds in DMSO to addition of equivalent number of anions (F-, Br-, I-, CN-, SCN-, ClO4-, HSO4-, AcO-, H2PO4-, N3- and OH-) were investigated. Additionally, biological activities of the compounds; antimicrobial and DNA binding properties, were investigated. A DPPH (2,2-diphenyl-1-picryl-hydrazyl-hydrate) free radical method was used to measure antioxidant activity, and 4-hydroxy-3-(2-hydroxy-5-methylbenzylideneamino)benzene sulfonic acid (1) displayed greater antioxidant activity than butylated hydroxytoluene (BHT). Studied compounds demonstrated emission properties over a wide range of visible spectrum, and compound 4-hydroxy-3-(2-hydroxy-5-nitrobenzylideneamino)benzenesulfonic acid (2) has hyp-sochromic shift by incorporating NO2 in comparison with other compounds. Femtosecond transient absorption spectroscopy measurements showed that compounds 4-hydroxy-3-(2-hydroxy-5-nitrobenzylideneamino)benze-nesulfonic acid (2) and 3-(5-bromo-2-hydroxybenzylideneamino)-4-hydroxybenzenesulfonic acid (3), incorpo-rated nitro and bromine groups and possessing electron accepting features have fast triplet transition. This study provides a novel design strategy for biological activity and colorimetric probing features of aminobenzene sul-fonic acid-based Schiff bases.
dc.identifier.doi10.1016/j.chemphys.2023.112048
dc.identifier.issn0301-0104
dc.identifier.issn1873-4421
dc.identifier.scopus2-s2.0-85167971453
dc.identifier.scopusqualityQ2
dc.identifier.urihttps://doi.org/10.1016/j.chemphys.2023.112048
dc.identifier.urihttps://hdl.handle.net/20.500.12428/26503
dc.identifier.volume574
dc.identifier.wosWOS:001148460100001
dc.identifier.wosqualityQ3
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherElsevier
dc.relation.ispartofChemical Physics
dc.relation.publicationcategoryinfo:eu-repo/semantics/openAccess
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzKA_WoS_20250125
dc.subjectBiological activity
dc.subjectAminobenzenesulfonic acid
dc.subjectFemtosecond transient absorption spectroscopy
dc.subjectColorimetric sensor
dc.subjectDFT
dc.titleColorimetric chemical sensing properties of 3-amino-4-hydroxybenzene- sulfonic acid-based Schiff bases containing electron donor-acceptor groups
dc.typeArticle

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