Skip to content

Research at St Andrews

Hydrogenative depolymerization of nylons

Research output: Contribution to journalArticlepeer-review

DOI

Open Access permissions

Open

Author(s)

Amit Kumar, Niklas von Wolff, Michael Rauch, You-Quan Zou, Guy Shmul, Yehoshoa Ben-David, Gregory Leitus, Liat Avram, David Milstein

School/Research organisations

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 oC and 70 bar H2, we report here the first example of hydrogenative depolymerization of conventional, widely used nylons, and polyamides in general. Un-der 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 poly-amides. Based on the experimental and DFT 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 towards a cleaner route to recycling nylons.
Close

Details

Original languageEnglish
Pages (from-to)14267-14275
JournalJournal of the American Chemical Society
Volume142
Issue number33
Early online date11 Aug 2020
DOIs
Publication statusPublished - 19 Aug 2020

Discover related content
Find related publications, people, projects and more using interactive charts.

View graph of relations

Related by author

  1. Homogeneous (de)hydrogenative catalysis for circular chemistry – using waste as a resource

    Kumar, A. & Gao, C., 30 Dec 2020, In: ChemCatChem. Early View

    Research output: Contribution to journalReview articlepeer-review

  2. Metal-ligand cooperation facilitates bond activation and catalytic hydrogenation with zinc pincer complexes

    Rauch, M., Kar, S., Kumar, A., Avram, L., Shimon, L. J. W. & Milstein, D., 26 Aug 2020, In: Journal of the American Chemical Society. 142, 34, p. 14513-14521

    Research output: Contribution to journalArticlepeer-review

  3. Manganese catalyzed selective hydrogenation of cyclic imides to diols and amines

    Das, U. K., Janes, T., Kumar, A. & Milstein, D., 21 May 2020, In: Green Chemistry. 22, 10, p. 3079-3082

    Research output: Contribution to journalArticlepeer-review

  4. Selective room-temperature hydrogenation of amides to amines and alcohols catalyzed by a ruthenium pincer complex and mechanistic insight

    Kar, S., Rauch, M., Kumar, A., Leitus, G., Ben-David, Y. & Milstein, D., 21 Apr 2020, In: ACS Catalysis. 10, p. 5511-5515 5 p.

    Research output: Contribution to journalArticlepeer-review

  5. Redox noninnocent nature of acridine-based Pincer complexes of 3d metals and C–C bond formation

    Daw, P., Kumar, A., Oren, D., Espinosa-Jalapa, N. A., Srimani, D., Diskin-Posner, Y., Leitus, G., Shimon, L., Carmieli, R., Ben-David, Y. & Milstein, D., 27 Jan 2020, In: Organometallics. 39, 2, p. 279-285

    Research output: Contribution to journalArticlepeer-review

Related by journal

  1. Journal of the American Chemical Society (Journal)

    David Trevor Richens (Editor)

    2005 → …

    Activity: Publication peer-review and editorial work typesEditor of research journal

Related by journal

  1. A deep blue B,N-doped heptacene emitter that shows both thermally activated delayed fluorescence and delayed fluorescence by triplet-triplet annihilation

    Madayanad Suresh, S., Duda, E., Hall, D., Yao, Z., Bagnich, S., Slawin, A. M. Z., Bässler, H., Beljonne, D., Buck, M., Olivier, Y., Köhler, A. & Zysman-Colman, E., 8 Apr 2020, In: Journal of the American Chemical Society. 142, 14, p. 6588–6599

    Research output: Contribution to journalArticlepeer-review

  2. Difluorocarbene generation from TMSCF3: kinetics and mechanism of NaI-mediated and Si-induced anionic chain reactions

    García-Domínguez, A., West, T. H., Primozic, J. J., Grant, K. M., Johnston, C. P., Cumming, G. G., Leach, A. G. & Lloyd-Jones, G. C., 26 Aug 2020, In: Journal of the American Chemical Society. 142, 34, p. 14649-14663

    Research output: Contribution to journalArticlepeer-review

  3. Encoding multiple reactivity modes within a single synthetic replicator

    Robertson, C. C., Kosikova, T. & Philp, D., 15 May 2020, In: Journal of the American Chemical Society. Just Accepted

    Research output: Contribution to journalArticlepeer-review

  4. Facile, room-temperature 17O enrichment of zeolite frameworks revealed by solid-state NMR spectroscopy

    Pugh, S. M., Wright, P. A., Law, D., Thompson, N. & Ashbrook, S. E., 15 Jan 2020, In: Journal of the American Chemical Society. 142, 2, p. 900-906 7 p.

    Research output: Contribution to journalArticlepeer-review

ID: 269324442

Top