Catalyst metal-ligand design for rapid, selective, and solventless depolymerization of Nylon-6 plastics
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Engineering topics
Rothbaum, Jacob O.
Publications and source records attributed to Rothbaum, Jacob O..
Mechanistic study of homoleptic trisamidolanthanide-catalyzed aldehyde and ketone hydroboration. Chemically non-innocent ligand participation
Experimental and theoretical studies of rapid aldehyde and ketone hydroboration catalyzed by a commercially available homoleptic lanthanide-organic catalyst reveals chemically non-innocent ligand participation.
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Selective Lanthanide‐Organic Catalyzed Depolymerization of Nylon‐6 to ϵ‐Caprolactam
Abstract Nylon‐6 is selectively depolymerized to the parent monomer ϵ‐caprolactam by the readily accessible and commercially available lanthanide trisamido catalysts Ln(N(TMS) 2 ) 3 (Ln=lanthanide). The depolymerization process is solvent‐free, near quantitative, highly selective, and operates at the lowest Nylon‐6 to ϵ‐caprolactam depolymerization temperature reported to date. The catalytic activity of the different lanthanide trisamides scales with the Ln 3+ ionic radius, and this process is effective with post‐consumer Nylon‐6 as well as with Nylon‐6+polyethylene, polypropylene or polyethylene terephthalate mixtures. Experimental kinetic data and theoretical (DFT) mechanistic analyses suggest initial deprotonation of a Nylon terminal amido N−H bond, which covalently binds the catalyst to the polymer, followed by a chain‐end back‐biting process in which ϵ‐caprolactam units are sequentially extruded from the chain end.
Wursthorn, Lukas↗
Selective Lanthanide-Organic Catalyzed Depolymerization of Nylon-6 to ϵ-Caprolactam
We report nylon-6 is selectively depolymerized to the parent monomer ϵ-caprolactam by the readily accessible and commercially available lanthanide trisamido catalysts Ln(N(TMS) 2 ) 3 (Ln = lanthanide). The depolymerization process is solvent-free, near quantitative, highly selective, and operates at the lowest Nylon-6 to ..epsilon..-caprolactam depolymerization temperature reported to date. The catalytic activity of the different lanthanide trisamides scales with the Ln 3+ ionic radius, and this process is effective with post-consumer Nylon-6 as well as with Nylon-6 + polyethylene, polypropylene or polyethylene terephthalate mixtures. Experimental kinetic data and theoretical (DFT) mechanistic analyses suggest initial deprotonation of a Nylon terminal amido N-H bond, which covalently binds the catalyst to the polymer, followed by a chain-end back-biting process in which ϵ-caprolactam units are sequentially extruded from the chain end.
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CH↗