Mechanochemical synthesis of metal organic catalysts by depolymerization of waste polyethylene terephthalate

Poli(etilen-tereftalat) je termoplastika izgrađena od tereftalne kiseline (benzen-1,4-dikarboksilne kiseline) i etilen-glikola koja se primjenjuje u proizvodnji plastičnih boca. U okviru diplomskog rada korištena je nedavno razvijena metoda mehanokemijske depolimerizacije otpadnog poli(etilentereftalata) u svrhu dobivanja natrijevog tereftalata korištenog za pripravu funkcionalnih metaloorganskih mreža, poroznih materijala iz skupine koordinacijskih polimera sa širokim područjem primjene. Pripravljeni su koordinacijski polimeri M2(BDC)2(L) sa različitim metalnim centrima (M = Cu, Zn, Co, Ni), 1,4-benzendikarboksilatnim ionom (BDC) i 4,4'-bipiridinom ili 1,8- diazabiciklo[2.2.2]oktanom kao premošćujućim ligandima (L). Ispitana je katalitička aktivnost pripravljenih metaloorganskih mreža na modelnoj reakciji priprave 2-fenilkinoksalina iz 1,2- fenilendiamina i 2-hidroksiacetofenona, a nakon optimizacije uvjeta pripravljeno je nekoliko 2,3- diaril-supstituiranih kinoksalinskih derivata. Metaloorganske mreže okarakterizirane su infracrvenom spektroskopijom (IR) i termogravimetrijskom analizom (TGA), a pripravljeni kinoksalinski derivati potvrđeni su spektroskopijom NMR (1H i 13C) i infracrvenom spektroskopijom.Polyethylene terephthalate (PET) is a thermoplastic made of terephthalic acid (benzene-1,4- dicarboxylic acid) and ethylene glycol used in the production of plastic bottles. In this diploma thesis, a recently developed method for the mechanochemical depolymerization of waste PET will provide sodium terephthalate as the source of ligand for the synthesis of functional metal-organic frameworks (MOFs), porous coordination polymers with a wide range of applications. Coordination polymers M2(BDC)2(L), with different metal centers (M = Cu, Zn, Co, Ni), 1,4- benzenedicarboxylate ion (BDC) and 4,4'-bipyridine or 1,8-diazabicyclo[2.2.2]octane as bridging ligands (L), have been prepared. The catalytic activity of the prepared MOFs was investigated on preparation of 2-phenylquinoxaline from 1,2-phenylenediamine and 2-hydroxyacetophenone as a model reaction, and after optimizing the reaction conditions, several 2,3-diaryl-substituted quinoxaline derivatives were prepared. MOFs were characterized by infrared spectroscopy (IR) and thermogravimetric analysis (TGA), and the prepared quinoxaline derivatives were confirmed by NMR spectroscopy (1H and 13C) and infrared spectroscopy