2-[(pridin-3-il-metilen)amino]fenolün yükseltgen polimerizasyonu

Abstract

2-[(Pridin-3-İl-Metilen)Amino]Fenol (2-PMAP)'ün polimeri, bazik ortamda, yükseltgenolarak hava oksijeni kullanılarak oksidatif polikondensasyon reaksiyonu ile sentezlendi.Prosesin temel değerleri ve optimum reaksiyon koşulları belirlendi. Polimerin verimi %71,38olarak bulundu. Sentezlenen monomer ve polimerin yapıları, FTIR, UV, 1H-13C-NMR veelementel analiz yöntemleri ile aydınlatıldı. FTIR, 1H-NMR ve 13C-NMR verilerine göre;polimerizasyon, 2-PMAP'in -OH gruplarına göre, orto ve para konumlarındangerçekleşmektedir. Mol kütlesi dağılım değerleri ise GPC ölçümleri ile belirlenmiştir. Poli-2-PMAP'in sayıca ortalama mol kütlesi(Mn), kütlece ortalama mol kütlesi (Mw) ve heterojenlikindisi sırasıyla 7150, 8000 g mol-1 ve 1,119 olarak bulunmuştur. 2-PMAP, 2-PMAP-Cd, 2-PMAP-Co, 2-PMAP-Cu, 2-PMAP-Zn, Poli-2-PMAP, Poli-2-PMAP-Cd, Poli-2-PMAP-Co,Poli-2-PMAP-Cu ve Poli-2-PMAP-Zn monomer/polimer-metal komplekslerinin termalanalizleri 15-1000°C arasında N2 atmosferinde incelenmiştir. Sentezlenen maddelerinantimikrobiyal aktiviteleri incelenmiştir.Anahtar Kelimeler: Oksidatif polikondensasyon, 2-[(Pridin-3-İl-Metilen)Amino]fenol,monomer ve metal kompleksleri, termal analiz.

The oxidative polycondensation of 2-[(pyridine-3-yl-methylene)amino]phenol (2-PMAP) hasbeen accomplished by using air O2 oxidant in aqueous alkaline medium. Optimum reactionconditions of the oxidative polycondensation and the main parameters of the process wereestablished. At optimum reaction conditions, yield of the products was found to be 71.38%.The structures of the obtained monomer and polymer were confirmed by FT-IR, UV-vis, 1HNMR,13C-NMR and elemental analysis. The characterization was made by TGA-DTA, usinggel permeation chromatography (GPC) and solubility tests. The FT-IR, 1H-NMR and 13CNMRdata show that the polymerization proceeded by the C-C coupling of ortho and parapositions according to ?OH group of 2-[(pyridine-3-yl-methylene) amino]phenol. Themolecular weight distribution values of the product were determined by GPC. The numberaveragemolecular weight (Mn), weight-average molecular weight (Mw) and polydispersityindex (PDI) values of Poli-2-PMAP were found to be 7150, 8000 g mol-1 and 1,119 for air O2oxidant, respectively. Thermal analysis results of Poli-2-PMAP demonstrated to be stabilityagainst thermal decomposition. Thermal analyses of 2-PMAP, 2-PMAP-Cd, 2-PMAP-Co, 2-PMAP-Cu, 2-PMAP-Zn, Poli-2-PMAP, Poli-2-PMAP-Cd, Poli-2-PMAP-Co, Poli-2-PMAPCuand Poli-2-PMAP-Zn monomer/polymer-metal complex compounds were investigated ina N2 atmosphere between 15-1000°C. Antibacteria and antifungal activities of synthesizedcompounds were examined against some selected bacteria and fungus.Key words: Oxidative polycondensation, 2-[(pyridine-3-yl-methylene) amino]phenol,monomer and metal complexes, thermal degradation.