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