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Synthesis and characterization of oligo-4-[(pyridin-3-ylimino)methyl]phenol

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Abstract

The oxidative polycondensation of 4-[(pyridin-3-ylimino)methyl]phenol (4-PIMP) with O2, H2O2, and NaOCl was studied in an aqueous alkaline medium between 50°C and 90°C. Oligo-4-[(pyridin-3-ylimino)methyl]phenol (O-4-PIMP) prepared was characterized by 1H-NMR, 13C-NMR, FT-IR, UV-VIS, size-exclusion chromatography, and elemental and thermal analyses techniques. At the optimum reaction conditions, the yield of O-4-PIMP was 18.9%, 39.4%, and 46.8% using H2O2, O2, and NaOCl oxidant, respectively. According to the TG analysis, the initial degradation temperature of O-4-PIMP was 218°C, which was by 50°C higher than that of 4-PIMP. Thermal analyses of 4-PIMP and O-4-PIMP were carried out in N2 atmosphere at 15–1000°C. The highest occupied molecular orbital, the lowest unoccupied molecular orbital, and electrochemical energy gaps of 4-PIMP and O-4-PIMP were determined from the onset potentials for n-doping and p-doping, respectively. Also, optical band gaps of 4-PIMP and O-4-PIMP were determined according to UV-VIS measurements.

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  1. Department of Chemistry, Faculty of Sciences and Arts, Çanakkale Onsekiz Mart University, TR-17020, Çanakkale, Turkey

    İ. Kaya, S. Çulhaoğlu & D. Şenol

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  1. İ. Kaya
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  2. S. Çulhaoğlu
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  3. D. Şenol
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Correspondence to İ. Kaya.

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Kaya, İ., Çulhaoğlu, S. & Şenol, D. Synthesis and characterization of oligo-4-[(pyridin-3-ylimino)methyl]phenol. Chem. Pap. 61, 199–205 (2007). https://doi.org/10.2478/s11696-007-0020-9

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  • DOI: https://doi.org/10.2478/s11696-007-0020-9

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