Oligomerization of dibrominated aminophenol on the basis of the chemical and HRP-catalyzed oxidative processes: Characterization and photoluminescence properties

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dc.authoridKaya, İsmet / 0000-0002-9813-2962
dc.authoridKolcu, Feyza / 0000-0002-2004-8859
dc.contributor.authorKolcu, Feyza
dc.contributor.authorKaya, İsmet
dc.date.accessioned2025-01-27T20:29:07Z
dc.date.available2025-01-27T20:29:07Z
dc.date.issued2024
dc.departmentÇanakkale Onsekiz Mart Üniversitesi
dc.description.abstractPreparation of oligo (aminophenols) was carried out by chemical oxidative and enzymatic oligomerization of 4amino-2,6-dibromophenol (ADBP). The former method required hydrogen peroxide as catalyst in an aqueous sodium hydroxide solution and the latter method was catalyzed by an enzyme, horseradish peroxidase, in 1,4dioxane resulting in the formation of (ADBP)-ox and (ADBP)-enz, respectively. For the structural confirmation for both of the synthesized oligomers were fulfilled using FT-IR, UV - vis and 1 H NMR and 13 C NMR instruments. The chemical oxidation with H 2 O 2 induced monodisperse particles in the sub-micron size. The thermal treatment of the oligomers at 1000 omicron C showed that the chemical oxidation resulted in (ADBP)-ox with higher residue% compared to enzymatic oxidation. Neutral ADBP underwent facile oxidation, leading to the formation of its corresponding oligomers, which were composed of head-to-tail or ortho -coupled constitutional moieties with lower optical and electrochemical band gaps than those of ADBP using two oligomerization routes. By analyzing the solvent effect on the absorption, lower optical band gaps of the synthesized oligomers were obtained in some selected solvents, pointing out them as semi-conductive material for the production of optoelectronic and electronic materials. By tuning the excitation wavelength, the fluorescence intensity of both of the oligomers was changed. DMF solution of (ADBP)-ox and (ADBP)-enz had a quantum yield of 17.6 % and 1.2 % for green and orange photoluminescence emission, respectively, with excellent photostability.
dc.description.sponsorshipCanakkale Onsekiz Mart University scientific research project commission [FBA-2022-4089]
dc.description.sponsorshipThe authors thank Canakkale Onsekiz Mart University scientific research project commission for support with the project number (Project Nu.: FBA-2022-4089).
dc.identifier.doi10.1016/j.dyepig.2024.112185
dc.identifier.issn0143-7208
dc.identifier.issn1873-3743
dc.identifier.scopus2-s2.0-85191496425
dc.identifier.scopusqualityQ1
dc.identifier.urihttps://doi.org/10.1016/j.dyepig.2024.112185
dc.identifier.urihttps://hdl.handle.net/20.500.12428/22827
dc.identifier.volume227
dc.identifier.wosWOS:001237507800001
dc.identifier.wosqualityN/A
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherElsevier Sci Ltd
dc.relation.ispartofDyes and Pigments
dc.relation.publicationcategoryinfo:eu-repo/semantics/openAccess
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzKA_WoS_20250125
dc.subject4-Amino-2
dc.subject6-dibromophenol
dc.subjectEnzymatic polymerization
dc.subjectChemical oxidative polymerization
dc.subjectPhotoluminescence
dc.subjectSolvent effect
dc.titleOligomerization of dibrominated aminophenol on the basis of the chemical and HRP-catalyzed oxidative processes: Characterization and photoluminescence properties
dc.typeArticle

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