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Hydrogenative Depolymerization of Nylons.


ABSTRACT: The widespread crisis of plastic pollution demands discovery of new and sustainable approaches to degrade robust plastics such as nylons. Using a green and sustainable approach based on hydrogenation, in the presence of a ruthenium pincer catalyst at 150 °C and 70 bar H2, we report here the first example of hydrogenative depolymerization of conventional, widely used nylons and polyamides, in general. Under the same catalytic conditions, we also demonstrate the hydrogenation of a polyurethane to produce diol, diamine, and methanol. Additionally, we demonstrate an example where monomers (and oligomers) obtained from the hydrogenation process can be dehydrogenated back to a poly(oligo)amide of approximately similar molecular weight, thus completing a closed loop cycle for recycling of polyamides. Based on the experimental and density functional theory studies, we propose a catalytic cycle for the process that is facilitated by metal-ligand cooperativity. Overall, this unprecedented transformation, albeit at the proof of concept level, offers a new approach toward a cleaner route to recycling nylons.

SUBMITTER: Kumar A 

PROVIDER: S-EPMC7441490 | biostudies-literature | 2020 Aug

REPOSITORIES: biostudies-literature

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Hydrogenative Depolymerization of Nylons.

Kumar Amit A   von Wolff Niklas N   Rauch Michael M   Zou You-Quan YQ   Shmul Guy G   Ben-David Yehoshoa Y   Leitus Gregory G   Avram Liat L   Milstein David D  

Journal of the American Chemical Society 20200811 33


The widespread crisis of plastic pollution demands discovery of new and sustainable approaches to degrade robust plastics such as nylons. Using a green and sustainable approach based on hydrogenation, in the presence of a ruthenium pincer catalyst at 150 °C and 70 bar H<sub>2</sub>, we report here the first example of hydrogenative depolymerization of conventional, widely used nylons and polyamides, in general. Under the same catalytic conditions, we also demonstrate the hydrogenation of a polyu  ...[more]

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