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

Kaya, İ., Çulhaoğlu, S. and Şenol, D. Synthesis and characterization of oligo-4-[(pyridin-3-ylimino)methyl]phenol Chemical Papers, Vol.61, No. 3, 2007, 199-205

Document type: Článok z časopisu / Journal Article
Collection: Chemical papers  

Author(s) Kaya, İ.
Çulhaoğlu, S.
Şenol, D.
Title Synthesis and characterization of oligo-4-[(pyridin-3-ylimino)methyl]phenol
Journal name Chemical Papers
Publication date 2007
Year available 2007
Volume number 61
Issue number 3
ISSN 0366-6352
Start page 199
End page 205
Place of publication Poland
Publisher Versita
Collection year 2007
Language english
Subject 250000 Chemical Sciences
250300 Organic Chemistry
Abstract/Summary 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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