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2022
DOI: 10.3390/polym14091861
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From Waste to Schiff Base: Upcycling of Aminolysed Poly(ethylene terephthalate) Product

Abstract: Recycling plastic waste into valuable materials is one of the contemporary challenges. Every year around 50 million tons of polyethylene terephthalate (PET) bottles are used worldwide. The fact that only a part of this amount is being recycled is putting a burden on the environment. Therefore, a technology that can convert PET-based waste materials into useful ones is highly needed. In the present work, attempts have been made to convert PET-based waste materials into a precursor for others. We report an amino… Show more

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Cited by 12 publications
(7 citation statements)
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“…According to Scheme , this reaction occurs using 1,2-diaminopropane, a key step in increasing the transformation yields with respect to previously used reagents. The mechanism involves the formation of an intermediate amide linkage through a nucleophilic attack of the primary amine groups on ester bonds in PET-A . The reaction is followed by deprotonation of the hydroxyl group resulting in the final PET-B structure.…”
Section: Resultsmentioning
confidence: 99%
“…According to Scheme , this reaction occurs using 1,2-diaminopropane, a key step in increasing the transformation yields with respect to previously used reagents. The mechanism involves the formation of an intermediate amide linkage through a nucleophilic attack of the primary amine groups on ester bonds in PET-A . The reaction is followed by deprotonation of the hydroxyl group resulting in the final PET-B structure.…”
Section: Resultsmentioning
confidence: 99%
“…As repolymerization of aminolysis products into PET is impossible, numerous examples “upcycle” the products. Diverse applications including electromagnetic interference foams, epoxy hardeners, hydrogel adsorbents, and Schiff bases have been explored. Hedrick and colleagues used a catalyst-free aminolysis of PET at 120 °C over ∼2 h to produce antimicrobial polyionenes . The system appeared robust as postconsumer PET waste was used, however scale was not indicated.…”
Section: Poly(ethylene Terephthalate)mentioning
confidence: 99%
“…These terepthalamides were used as plasticizers for polylactide and polylactic acid to reduce brittleness or as resin components for photopolymerizable film production [ 34 ]. PET was reacted with 1,2-diamino propane at temperatures in the range of 100-130°C for 20-24 h, yielding a combination of products, namely, monomers, dimers, trimers, and oligomers; the reaction of the monomers with salicylaldehyde produced a Schiff base, which can be used as a precursor for biologically active ligands, complexes, and catalysts [ 35 ]. Aminolysis requires minimal energy and time, and a simple purification step for the synthesized products.…”
Section: Chemical Depolymerizationmentioning
confidence: 99%