Colorimetric chemical sensing properties of 3-amino-4-hydroxybenzene- sulfonic acid-based Schiff bases containing electron donor-acceptor groups
dc.contributor.author | Yildiz, Elif Akhuseyin | |
dc.contributor.author | Pepe, Yasemin | |
dc.contributor.author | Erdener, Digdem | |
dc.contributor.author | Karatay, Ahmet | |
dc.contributor.author | Boyacioglu, Bahadir | |
dc.contributor.author | Unver, Huseyin | |
dc.contributor.author | Yapar, Gonul | |
dc.date.accessioned | 2025-01-27T20:57:48Z | |
dc.date.available | 2025-01-27T20:57:48Z | |
dc.date.issued | 2023 | |
dc.department | Çanakkale Onsekiz Mart Üniversitesi | |
dc.description.abstract | A 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.doi | 10.1016/j.chemphys.2023.112048 | |
dc.identifier.issn | 0301-0104 | |
dc.identifier.issn | 1873-4421 | |
dc.identifier.scopus | 2-s2.0-85167971453 | |
dc.identifier.scopusquality | Q2 | |
dc.identifier.uri | https://doi.org/10.1016/j.chemphys.2023.112048 | |
dc.identifier.uri | https://hdl.handle.net/20.500.12428/26503 | |
dc.identifier.volume | 574 | |
dc.identifier.wos | WOS:001148460100001 | |
dc.identifier.wosquality | Q3 | |
dc.indekslendigikaynak | Web of Science | |
dc.indekslendigikaynak | Scopus | |
dc.language.iso | en | |
dc.publisher | Elsevier | |
dc.relation.ispartof | Chemical Physics | |
dc.relation.publicationcategory | info:eu-repo/semantics/openAccess | |
dc.rights | info:eu-repo/semantics/closedAccess | |
dc.snmz | KA_WoS_20250125 | |
dc.subject | Biological activity | |
dc.subject | Aminobenzenesulfonic acid | |
dc.subject | Femtosecond transient absorption spectroscopy | |
dc.subject | Colorimetric sensor | |
dc.subject | DFT | |
dc.title | Colorimetric chemical sensing properties of 3-amino-4-hydroxybenzene- sulfonic acid-based Schiff bases containing electron donor-acceptor groups | |
dc.type | Article |