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Synthesis, characterization, optical, morphological, and antioxidant properties of oligo(2-ethoxy-6-(((2-hydroxyphenyl)imino)methyl)phenol) obtained by oxidative polycondensation

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Abstract

A newly designed oligo-Schiff-base was prepared and characterized to investigate its optical and morphological response and antioxidant activity. We first clarified the synthesis of 2-ethoxy-6-(((2-hydroxyphenyl)imino)methyl)phenol (EHPIMP) from the condensation reaction of 3-ethoxy-2-hydroxybenzaldehyde with 2-aminophenol. The subsequent oxidative polycondensation process yielded the target oligo(2-ethoxy-6-(((2-hydroxyphenyl)imino)-methyl)phenol), oligo (EHPIMP). The structural elucidation of oligo (EHPIMP) was performed by 1H, 13C NMR, TGA, FTIR and GPC systems. The optical properties of the EHPIMP and the oligo (EHPIMP)’s thin films were compared mainly with UV–Vis spectroscopy. Corresponding band gap (Eg) values of the EHPIMP and the oligo (EHPIMP) films were obtained as 2.224 and 1.404 eV, respectively. 2D and 3D surface images of films were analyzed with atomic force microscopy. In the AFM results, the surface roughness values and the average roughness were attained to be 8.28 nm and 46.63 nm for EHPIMP and the oligo (EHPIMP)’s thin films, respectively. Furthermore, the antioxidant activities were investigated using in vitro FRAP, CUPRAC, DPPH, and ABTS methods. The obtained data demonstrated that EHPIMP and oligo (EHPIMP) had effective reducing antioxidant potentials and radical scavenging activities.

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Acknowledgements

We thank Dr. Adem Korkmaz for her contribution in chemical synthesis.

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Authors and Affiliations

  1. Department of Science, Faculty of Education, Muş Alparslan University, Muş, Turkey

    Esin Kaya

  2. Electronic Communication Technology Program, Vocational High School, Bilecik Şeyh Edebali University, Bilecik, Turkey

    Erman Erdoğan

  3. Department of Nursing, School of Health, Muş Alparslan University, Muş, Turkey

    Ercan Bursal

  4. Department of Chemistry, Faculty of Arts and Science, University of Firat, Elazığ, Turkey

    Erdal Canpolat

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  1. Esin Kaya
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Kaya, E., Erdoğan, E., Bursal, E. et al. Synthesis, characterization, optical, morphological, and antioxidant properties of oligo(2-ethoxy-6-(((2-hydroxyphenyl)imino)methyl)phenol) obtained by oxidative polycondensation. Iran Polym J 30, 285–295 (2021). https://doi.org/10.1007/s13726-020-00890-w

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