SIMONA NICA, MONICA DULDNER, ANAMARIA HANGANU, STELA IANCU, BOGDAN CURSARU, ANDREI SARBU, PETRU FILIP, EMERIC BARTHA FUNCTIONALIZED 1,5,7-TRIAZABICYCLO <4.4.0> DEC-5-ENE (TBD) AS NOVEL ORGANOCATALYST FOR EFFICIENT DEPOLYMERIZATION OF POLYETHYLENE TEREPHTHALATE (PET) WASTES Poly(ethyleneterephthalate) waste was efficiently depolymerized through glycolysis and aminolysis reactions in the presence of functionalized 1,5,7-triazabicyclo <4.4.0> dec-5-ene (TBD) catalyst. The new catalyst of monoamide-ester type, was synthesized through reaction of dimethylterephthalate (DMT) with TBD in refluxing benzene. It was developed as a consequence of the mechanistic investigations of the transesterification reaction of isosorbide with DMT. To test the stability of functionalized TBD compound towards possible amide bond breakage, reactions with primary and secondary glycols as well as primary amines were performed when only the carboxymethyl group reacted. Moreover, it was found that the depolymerization of poly(ethyleneterephthalate) wastes proceeds faster in the presence of this novel organocatalyst by comparison with the hygroscopic TBD precursor.
Keywords: organocatalysis; glycolysis; aminolysis; PET recycling