Synthesis and characterization of new polyphenols derived from o-dianisidine: The effect of substituent on solubility, thermal stability, and electrical conductivity, optical and electrochemical properties

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dc.authoridKamacı, Musa / 0000-0001-5865-7687
dc.authoridKaya, İsmet / 0000-0002-9813-2962
dc.contributor.authorKaya, İsmet
dc.contributor.authorYıldırım, Mehmet
dc.contributor.authorKamacı, Musa
dc.date.accessioned2025-01-27T20:14:53Z
dc.date.available2025-01-27T20:14:53Z
dc.date.issued2009
dc.departmentÇanakkale Onsekiz Mart Üniversitesi
dc.description.abstractIn this study, we proposed to synthesize soluble polyphenol derivatives containing azomethine bond. For this reason, o-dianisidine was chosen to synthesize Schiff base monomers due to containing dimethoxy groups. Four phenolic Schiff bases were synthesized by condensation reaction of o-dianisidine with salicylaldehyde (2-HBADIAN), 4-hydroxybenzaldehyde (4-HBADIAN), vanillin (MHBADIAN) and 3-ethoxy-4-hydroxybenzaldehyde (EHBADIAN). These monomers were converted to their polyphenol derivatives via oxidative polycondensation reaction (OP). The structures of the obtained compounds were confirmed by FT-IR, UV-vis, H-1 NMR and C-13 NMR techniques. Progressing of OP was also followed by a time-controlled spectrum mode of a UV-vis spectrophotometer. The molecular weight distribution parameters of the synthesized polyphenols were determined by the size exclusion chromatography (SEC). The synthesized compounds were also characterized by solubility tests, TG-DTA and DSC. Cyclic voltammetry (CV) measurements were carried out and HOMO-LUMO energy levels and electrochemical band gaps (E'(g)) were calculated. Additionally, optical band gaps (E-g) were determined by using UV-vis spectra of the materials. Electrical conductivities of both doped and undoped states of the synthesized materials were measured by four-point probe technique using a Keithley 2400 electrometer showing that P-2-HBADIAN has approximately 130 times higher electrical conductivity than the others. Also, it was stressed that the synthesized polyphenols are semiconductors which have a potential for electronic and optoelectronic applications, with fairly low band gaps. (C) 2009 Elsevier Ltd. All rights reserved.
dc.identifier.doi10.1016/j.eurpolymj.2009.01.015
dc.identifier.endpage1598
dc.identifier.issn0014-3057
dc.identifier.issue5
dc.identifier.scopus2-s2.0-64349083121
dc.identifier.scopusqualityQ1
dc.identifier.startpage1586
dc.identifier.urihttps://doi.org/10.1016/j.eurpolymj.2009.01.015
dc.identifier.urihttps://hdl.handle.net/20.500.12428/21226
dc.identifier.volume45
dc.identifier.wosWOS:000266230000029
dc.identifier.wosqualityQ1
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherPergamon-Elsevier Science Ltd
dc.relation.ispartofEuropean Polymer Journal
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzKA_WoS_20250125
dc.subjectPolyazomethine
dc.subjectCyclic voltammetry
dc.subjectSchiff base polymers
dc.subjectConjugated polymers
dc.subjectThermal analysis
dc.subjectConductivity and band gap
dc.titleSynthesis and characterization of new polyphenols derived from o-dianisidine: The effect of substituent on solubility, thermal stability, and electrical conductivity, optical and electrochemical properties
dc.typeArticle

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