Horseradish peroxidase-catalyzed polymerization of ortho-imino-phenol: Synthesis, characterization, thermal stability and electrochemical properties

dc.authorid0000-0002-7324-0385
dc.contributor.authorTopal, Yasemin
dc.contributor.authorTapan, Senem
dc.contributor.authorGokturk, Ersen
dc.contributor.authorSahmetlioglu, Ertugrul
dc.date.accessioned2019-08-01T13:38:39Z
dc.date.available2019-08-01T13:38:39Z
dc.date.issued2017
dc.departmentNiğde ÖHÜ
dc.description.abstractEnzymatic polymerization of phenols has been investigated extensively over the last decades. However, involving imine functional group in the side chain of an oligophenol and its effect on polymerization is poorly understood. Therefore, the influence of the imine functionality in the side chain of oligophenol for enzymatic polymerization is explored in this work. Ortho-imine substituted phenol, (E)-2-((p-tolylimino) methyl) phenol (PTIMP), was enzymatically polymerized using horseradish peroxidase (HRP) enzyme in aqueous organic solvents and hydrogen peroxide (H2O2) as an oxidant. Different parameters (solvent system, pH and reaction temperature) on polymerization were investigated. EtOH/pH 6.0 buffer (50: 50 vol.%) at 25 degrees C in 24 h under air was found to be the optimum polymerization condition with 65% of yield and Mn = 6100 g/mol (DP approximate to 29, PDI = 1.09). Polymerization of PTIMP in the presence of HRP enzyme catalyst leads to the formation of an oligophenol containing phenylene and oxyphenylene repeat units. The resulting oligophenol is soluble in most of the organic solvents. Characterization of oligo(PTIMP) was achieved by NMR, UV-Vis, CV, FT-IR spectroscopy and thermogravimetric analysis. (C) 2017 King Saud University. Production and hosting by Elsevier B. V. This is an open access article under the CC BY-NC-ND license.
dc.description.sponsorshipscientific research fund of Erciyes University - Turkey [FBA-2016-6611]
dc.description.sponsorshipThis research was supported by scientific research fund of Erciyes University - Turkey (FBA-2016-6611). We would also like to thank retired Prof. Dr. Huseyin Yuruk for sharing his valuable comments with us during the research.
dc.identifier.doi10.1016/j.jscs.2017.03.006
dc.identifier.endpage740
dc.identifier.issn1319-6103
dc.identifier.issn2212-4640
dc.identifier.issue6
dc.identifier.scopus2-s2.0-85017242625
dc.identifier.scopusqualityQ1
dc.identifier.startpage731
dc.identifier.urihttps://dx.doi.org/10.1016/j.jscs.2017.03.006
dc.identifier.urihttps://hdl.handle.net/11480/3488
dc.identifier.volume21
dc.identifier.wosWOS:000414214000012
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.institutionauthor[0-Belirlenecek]
dc.language.isoen
dc.publisherELSEVIER SCIENCE BV
dc.relation.ispartofJOURNAL OF SAUDI CHEMICAL SOCIETY
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/openAccess
dc.subjectHorseradish peroxidase
dc.subjectEnzymatic polymerization
dc.subjectHydrogen peroxide
dc.subjectImine functionality
dc.subjectPhenol
dc.titleHorseradish peroxidase-catalyzed polymerization of ortho-imino-phenol: Synthesis, characterization, thermal stability and electrochemical properties
dc.typeArticle

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