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Hydrogenative Depolymerization of Nylons
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DOI：10.1021/jacs.0c05675.png)
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Abstract
En 中文
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 degrees C and 70 bar H-2, 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.
Keywords:
CATALYTIC-HYDROGENATION
SELECTIVE HYDROGENATION
CYCLIC IMIDES
AMIDES
ALCOHOLS
AMINES
CO2
DESYMMETRIZATION
LIBERATION
MECHANISM
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