With the aim to investigate new strategies for upcycling of plastic waste, we performed aminolysis of poly(lactic acid) (PLA), using N,N-dimethylethylenediamine (DMEDA), N,N-dimethylpropylenediamine (DMPDA), and 3-aminopropylimidazole (API) as nucleophiles. The N-substituted lactamides obtained were alkylated by using alkyl halides differing in alkyl chain length, obtaining organic salts that in most cases behaved as ionic liquids (ILs). Both aminolysis of PLA and alkylation of amides were carried out taking into consideration the basic principles of the holistic approach to green chemistry, applied at a laboratory scale, and carefully selecting the nature of the reaction solvent, temperature range, and amount of reagents. Organic salts obtained from the alkylation of N-substituted lactamides were investigated to determine their glass or solid-liquid transitions and their thermal stability. Furthermore, cytotoxicity toward normal lung fibroblasts was also assessed. Data collected show that the proposed strategy represents a valuable protocol to upcycle plastic waste, using it as starting material to obtain alternative solvents of potential industrial relevance.

Raia G., Marullo S., Lazzara G., Cavallaro G., Marino S., Cancemi P., et al. (2023). Upcycling of Poly(lactic acid) Waste: A Valuable Strategy to Obtain Ionic Liquids. ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 11(50), 17870-17880 [10.1021/acssuschemeng.3c07024].

Upcycling of Poly(lactic acid) Waste: A Valuable Strategy to Obtain Ionic Liquids

Raia G.
Primo
Investigation
;
Marullo S.
Secondo
Writing – Review & Editing
;
Lazzara G.
Membro del Collaboration Group
;
Cavallaro G.
Investigation
;
Marino S.
Investigation
;
Cancemi P.
Membro del Collaboration Group
;
D'Anna F.
Ultimo
Supervision
2023-12-18

Abstract

With the aim to investigate new strategies for upcycling of plastic waste, we performed aminolysis of poly(lactic acid) (PLA), using N,N-dimethylethylenediamine (DMEDA), N,N-dimethylpropylenediamine (DMPDA), and 3-aminopropylimidazole (API) as nucleophiles. The N-substituted lactamides obtained were alkylated by using alkyl halides differing in alkyl chain length, obtaining organic salts that in most cases behaved as ionic liquids (ILs). Both aminolysis of PLA and alkylation of amides were carried out taking into consideration the basic principles of the holistic approach to green chemistry, applied at a laboratory scale, and carefully selecting the nature of the reaction solvent, temperature range, and amount of reagents. Organic salts obtained from the alkylation of N-substituted lactamides were investigated to determine their glass or solid-liquid transitions and their thermal stability. Furthermore, cytotoxicity toward normal lung fibroblasts was also assessed. Data collected show that the proposed strategy represents a valuable protocol to upcycle plastic waste, using it as starting material to obtain alternative solvents of potential industrial relevance.
18-dic-2023
Settore CHIM/06 - Chimica Organica
Settore CHIM/02 - Chimica Fisica
Settore BIO/06 - Anatomia Comparata E Citologia
Raia G., Marullo S., Lazzara G., Cavallaro G., Marino S., Cancemi P., et al. (2023). Upcycling of Poly(lactic acid) Waste: A Valuable Strategy to Obtain Ionic Liquids. ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 11(50), 17870-17880 [10.1021/acssuschemeng.3c07024].
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10447/621576
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