Sustainable processes for the catalytic synthesis of safer chemical substitutes of N-methyl-2-pyrrolidone

Moreno‐Marrodán, Carmen; Liguori, Francesca; Barbaro, Pierluigi

doi:10.1016/j.mcat.2019.01.014

Cited by 32 publications

(33 citation statements)

References 88 publications

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“…Moreover, performing the reactions in the homogeneous phase improves their kinetics, which, however, is limited by the usual poor solubility of polymers, and thus often ending up in the use of toxic solvents (e.g., chlorinated ones). Hence, besides the need for more efficient catalysts, the use of renewable and safer reagents and solvents is certainly desirable [ 349 – 350 ]. More importantly, novel processes and depolymerisation strategies have to be designed.…”

Section: Discussionmentioning

confidence: 99%

Valorisation of plastic waste via metal-catalysed depolymerisation

Liguori

Moreno‐Marrodán

Barbaro

2021

Beilstein J. Org. Chem.

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Metal-catalysed depolymerisation of plastics to reusable building blocks, including monomers, oligomers or added-value chemicals, is an attractive tool for the recycling and valorisation of these materials. The present manuscript shortly reviews the most significant contributions that appeared in the field within the period January 2010–January 2020 describing selective depolymerisation methods of plastics. Achievements are broken down according to the plastic material, namely polyolefins, polyesters, polycarbonates and polyamides. The focus is on recent advancements targeting sustainable and environmentally friendly processes. Biocatalytic or unselective processes, acid–base treatments as well as the production of fuels are not discussed, nor are the methods for the further upgrade of the depolymerisation products.

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Section: Discussionmentioning

confidence: 99%

Valorisation of plastic waste via metal-catalysed depolymerisation

Liguori

Moreno‐Marrodán

Barbaro

2021

Beilstein J. Org. Chem.

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Section: Methodsmentioning

confidence: 99%

“…Heterogeneous catalysts are preferred in terms of easier catalyst recovery, reuse and waste reduction, provided that activity and selectivity are maintained, which usually requires a careful catalyst design. A detailed literature survey was reported in a recent review 26. A positive role of either Lewis or Brønsted sites onto a solid support material in achieving a high pyrrolidone yield was suggested, for instance using Pt‐MoO x coloaded TiO 2 ,27 Pt@TiO 2 nanotubes,28 Pd@ZrO 2 29 and Ir nanoparticles onto sulfonated silica 30.…”

Section: Methodsmentioning

confidence: 99%

Sustainable Catalytic Synthesis for a Bio‐Based Alternative to the Reach‐Restricted N‐Methyl‐2‐Pyrrolidone

Barbaro

Liguori

Oldani

et al. 2020

Advanced Sustainable Systems

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The catalytic conversion of biomass and its derivatives into valuable chemicals requires efficient, energy saving, and sustainable technologies. In this work, a variety of bifunctional catalysts are prepared combining immobilized metal nanoparticles and acid solid materials featuring Lewis or Brønsted acidity. The catalytic systems are tested in the reductive amination of bio‐derived levulinates with primary amines, using hydrogen as clean reducing agent, to obtain N‐substituted‐5‐methyl‐2‐pyrrolidones, which are proposed as substitutes for the widely used, REACH‐restricted solvent N‐methyl‐2‐pyrrolidone. The overall process is studied in depth to identify the best combination of metal and acid functionalities to be used in one‐pot and one stage. Pt immobilized onto the Brønsted solid acid Aquivion is shown to be the most efficient catalyst, with a productivity of N‐heptyl‐5‐methyl‐2‐pyrrolidone of 7.9 mmolgcat−1 h−1 reached at full conversion and 98.6% selectivity, under 120 °C, 4 bar H2 pressure and solvent‐free conditions.

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“…Pyrrolidones are important core scaffolds widely applied in pharmaceutical products, printing inks and fiber dyes, which are also directly employed as surfactants and solvents. 110,111 In the presence of homogeneous or heterogeneous metal catalysts, pyrrolidones 23 could be produced from biomass-derived levulinic acid (LA, 22a) or keto acids (22) through either reductive amination or amidation processes with H 2 , formic acid or hydrosilane as hydrogen source (Scheme 8). 112,113 In most cases, imines 24 are reported to be first formed from amination of LA (22a) with primary amines 2, followed by hydrogenation to give γ-amino-pentanoic acid 25 that is finally subjected to intramolecular amidation to yield pyrrolidones 23 ( path 1, Scheme 8).…”

Section: Pyrrolidonesmentioning

confidence: 99%