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

dc.authorid0000-0002-7324-0385
dc.contributor.authorKocak, Aysegul
dc.contributor.authorKumbul, Altug
dc.contributor.authorGokturk, Ersen
dc.contributor.authorSahmetlioglu, Ertugrul
dc.date.accessioned2019-08-01T13:38:39Z
dc.date.available2019-08-01T13:38:39Z
dc.date.issued2016
dc.departmentNiğde ÖHÜ
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.
dc.description.sponsorshipTurkish Ministry of National Education
dc.description.sponsorshipE. G. graciously acknowledges the Turkish Ministry of National Education for his Ph.D. scholarship.
dc.identifier.doi10.1007/s00289-015-1478-1
dc.identifier.endpage177
dc.identifier.issn0170-0839
dc.identifier.issn1436-2449
dc.identifier.issue1
dc.identifier.scopus2-s2.0-84952975284
dc.identifier.scopusqualityQ2
dc.identifier.startpage163
dc.identifier.urihttps://dx.doi.org/10.1007/s00289-015-1478-1
dc.identifier.urihttps://hdl.handle.net/11480/3809
dc.identifier.volume73
dc.identifier.wosWOS:000370352800011
dc.identifier.wosqualityQ3
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.institutionauthor[0-Belirlenecek]
dc.language.isoen
dc.publisherSPRINGER
dc.relation.ispartofPOLYMER BULLETIN
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.subjectEnzymatic oxidative polymerization
dc.subjectHorseradish peroxidase (HRP)
dc.subjectSchiff base
dc.subjectHydrogen peroxide
dc.subjectpH
dc.subjectBisphenol
dc.titleSynthesis and characterization of imine-functionalized polyphenol via enzymatic oxidative polycondensation of a bisphenol derivative
dc.typeArticle

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