Synthesis and characterization of imine-functionalized polyphenol via enzymatic oxidative polycondensation of a bisphenol derivative

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dc.authoridSahmetlioglu, Ertugrul/0000-0002-7324-0385
dc.authoridGokturk, ersen/0000-0001-6742-2847
dc.contributor.authorKocak, Aysegul
dc.contributor.authorKumbul, Altug
dc.contributor.authorGokturk, Ersen
dc.contributor.authorSahmetlioglu, Ertugrul
dc.date.accessioned2024-09-18T20:19:47Z
dc.date.available2024-09-18T20:19:47Z
dc.date.issued2016
dc.departmentHatay Mustafa Kemal Üniversitesien_US
dc.description.abstractEnzymatic oxidative polycondensation of a new bisphenol derivative 3,3'-((1E,1'E)-(1,3-phenylenebis(azanylylidene))bis(methanylylidene))diphenol, (3,3'-PBAMD), using horseradish peroxidase (HRP) enzyme and hydrogen peroxide (H2O2) oxidizer for initiation of the reaction, has been investigated in an equivolume mixture of an organic solvent (acetone, methanol, ethanol, dichloromethane, 1,4-dioxane and tetrahydrofuran) and phosphate buffer (pH = 5.0, 6.0, 7.0, 8.0 and 9.0) at different temperatures under air for 24 h. The resulting polymer, poly(3,3'-PBAMD), was characterized using ultraviolet-visible (UV-Vis), Fourier transform infrared (FT-IR), H-1 nuclear magnetic resonance (NMR), gel permeation chromatography (GPC) and thermogravimetric (TGA) analyses. Effects of solvent system, reaction temperature and pH on the polymerization have been investigated with respect to the yield and molecular weight (M-n) of the product. The optimum reaction condition in terms of the highest yield (81 %) and molecular weight (M-n = 10,500 g/mol, DP similar to 33) was achieved in an equivolume mixture of tetrahydrofuran/pH 7.0 phosphate buffer medium at 25 degrees C. Polymerization involved hydrogen elimination from the monomer, and terminal units of the polymer structure consisted of phenolic hydroxyl (-OH) groups at the ends. The polymer is mainly composed of a mixture of phenylene and oxyphenylene units according to H-1 NMR and FT-IR analyses. The resulted product has shown relatively high thermal stability against thermal decomposition, and 35 % of the initial weight of the sample (carbonaceous residue) remained after heating to 1000 degrees C.en_US
dc.description.sponsorshipTurkish Ministry of National Educationen_US
dc.description.sponsorshipE. G. graciously acknowledges the Turkish Ministry of National Education for his Ph.D. scholarship.en_US
dc.identifier.doi10.1007/s00289-015-1478-1
dc.identifier.endpage177en_US
dc.identifier.issn0170-0839
dc.identifier.issn1436-2449
dc.identifier.issue1en_US
dc.identifier.scopus2-s2.0-84952975284en_US
dc.identifier.scopusqualityQ1en_US
dc.identifier.startpage163en_US
dc.identifier.urihttps://doi.org/10.1007/s00289-015-1478-1
dc.identifier.urihttps://hdl.handle.net/20.500.12483/9842
dc.identifier.volume73en_US
dc.identifier.wosWOS:000370352800011en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherSpringeren_US
dc.relation.ispartofPolymer Bulletinen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectEnzymatic oxidative polymerizationen_US
dc.subjectHorseradish peroxidase (HRP)en_US
dc.subjectSchiff baseen_US
dc.subjectHydrogen peroxideen_US
dc.subjectpHen_US
dc.subjectBisphenolen_US
dc.titleSynthesis and characterization of imine-functionalized polyphenol via enzymatic oxidative polycondensation of a bisphenol derivativeen_US
dc.typeArticleen_US

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