Synthesis and characterisation of innovative polyesteramides using organocatalysis

Abstract

[EN]Poly(e-caprolactam) and poly(L-lactide) are well known polymers that belong to polyamide and polyester families respectively. The aim of this project was to synthesise new poly(esteramide)s, poly(e-caprolactam-co-lactide) copolymers, using two different organocatalysts for the purpose of combining the good properties of each specie. Afterwards, the obtained copolymers were characterised by 1H and 13C NMR, ATR-FTIR, SEC, DSC and TGA. It was determined that in presence of the Brønsted acidic ionic liquids (BAILs) catalyst the L-lactide polymerisation was favoured, however the opposite was observed when the used catalyst was the strong Brønsted/Lewis base. The microstructures of the obtained copolymers had the dependence of the monomer composition and also of the selected catalyst. Thus, when the BAIL catalyst is used with high amounts of L-lactide, the character of the copolymer tends to be blocky, the same occurs when the catalyst is P4-t-Bu and the high composition corresponds to e-caprolactam. In the other cases, the microstructure of the copolymers could be considered as random.

[EU]Poli(-kaprolaktama) eta poli(L-laktida), poliamida lehenengoa eta poliesterra bigarrena, aski ezagunak diren polimeroak dira. Lan honen helburua bi polimero hauen propietateak biltzen dituen kopolimeroa sortzea da, poli(esteramida)k, poli(-kaprolaktama-L-laktida) kopolimeroak, horretarako bi organokatalizatzaile desberdin erabiliz. Behin kopolimeroak sintetizatu direnean beraien karakterizazioa egin da teknika ezberdinak erabiliz: 1H eta 13C EMN, ATR-FTIR, SEC, DSC and TGA. Aztertu da Brønsted azido likido ioniko (BAIL) katalizatzailea erabiliz L-laktidaren polimerizazioa -kaprolaktamarena baino eraginkorragoa dela. Brønsted/Lewis base sendoa erabiltzean berriz, -kaprolaktamaren polimerizazioa gailentzen da. Sintetizatutako kopolimeroen mikroegiturek, kopolimeroaren konposizio eta katalizatzailearekiko menpekotasuna erakusten dute. Horrela, BAIL katalizatzailea erabiltzen denean L-laktidaren konposizio altuetan, lortutako kopolimeroak blokezko itxura izango du, berdina gertatuz P4-t-Bu katalizatzailea eta -kaprolaktamaren kantitate handietan. Gainerako konposizioetan aldiz, kopolimeroek zorizko mikroegiturak izateko joera azaltzen dute.