Synthesis, characterization, thermal stability and electrochemical properties of ortho-imine-functionalized oligophenol via enzymatic oxidative polycondensation

Basit Öğe Kaydı
dc.authorid0000-0002-7324-0385
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.abstractOrtho-imine functionalized oligophenol was synthesized via enzymatic polymerization of 2-((4-nitrophenylimino) methyl) phenol (NPIMP). Enzymatic polymerization was catalyzed by Horseradish peroxidase (HRP) enzyme and hydrogen peroxide (H2O2) oxidizer yielded oligophenol with imine functionality on the side-chain. Effects of various factors including reaction pH, temperature and solvent system on the polymerization were studied. Optimum polymerization with the highest yield (96 %) and number-average molecular weight (M-n = 7300 g/mol, degree of polymerization approximate to 30) was accomplished using equivolume mixture of acetone/pH 7.0 phosphate buffer medium at 35 degrees C in 24 h under air. Characterization of the resulting oligomer was accomplished by ultraviolet-visible spectroscopy (UV-Vis), fourier transform infrared spectroscopy (FT-IR), H-1 and C-13 nuclear magnetic resonance (H-1 and C-13 NMR), thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), cyclic voltammetry (CV) and gel permeation chromatography (GPC). The polymerization involved elimination of hydrogen from NPIMP, and the oligomer possessed phenolic -OH end groups. The oligomer backbone was composed of oxyphenylene and phenylene repeat units. The optical band gaps (Eg) of NPIMP and oligo(NPIMP) were measured as 3.21 and 3.39 Eg, respectively. Thermal stability of the oligo(NPIMP) was also found to be relatively high, and lost 5 % of its mass at 175 degrees C and lost 50 % of its mass at 600 degrees C.
dc.description.sponsorshipScientific and Technological Research Council of Turkey (TUBITAK) [115Z482]
dc.description.sponsorshipThis research was partially supported by the Scientific and Technological Research Council of Turkey (TUBITAK) (115Z482).
dc.identifier.doi10.1007/s10965-016-0953-1
dc.identifier.issn1022-9760
dc.identifier.issn1572-8935
dc.identifier.issue3
dc.identifier.scopus2-s2.0-84958772107
dc.identifier.scopusqualityQ2
dc.identifier.urihttps://dx.doi.org/10.1007/s10965-016-0953-1
dc.identifier.urihttps://hdl.handle.net/11480/3694
dc.identifier.volume23
dc.identifier.wosWOS:000439781600002
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.institutionauthor[0-Belirlenecek]
dc.language.isoen
dc.publisherSPRINGER
dc.relation.ispartofJOURNAL OF POLYMER RESEARCH
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.subjectPhenol
dc.subjectEnzymatic polymerization
dc.subjectHorseradish peroxidase (HRP) enzyme
dc.subjectOligophenol
dc.subjectpH
dc.subjectHydrogen peroxide
dc.titleSynthesis, characterization, thermal stability and electrochemical properties of ortho-imine-functionalized oligophenol via enzymatic oxidative polycondensation
dc.typeArticle

Dosyalar

Koleksiyon

WoS İndeksli Yayınlar Koleksiyonu
Scopus İndeksli Yayınlar Koleksiyonu