Insights into the Synthesis of Poly(ethylene 2,5-Furandicarboxylate) from 2,5-Furandicarboxylic Acid: Steps toward Environmental and Food Safety Excellence in Packaging Applications

Banella, Maria Barbara; Bonucci, Jacopo; Vannini, Micaela; Marchese, Paola; Lorenzetti, Cesare; Celli, Annamaria

doi:10.1021/acs.iecr.9b00661

Cited by 52 publications

(62 citation statements)

References 44 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…More and more PEF synthetic approaches are being studied and optimized, making use of different catalysts and reaction conditions, so that it can become more sustainable and less impactful in the environment (Carlos Morales-Huerta et al, 2016 ; Terzopoulou et al, 2017 ; Kasmi et al, 2018 ; Rosenboom et al, 2018 ; Banella et al, 2019 ; Chebbi et al, 2019 ; Maniar et al, 2019 ). In this vein different authors tested different catalysts in PEF synthesis, and in particular (Terzopoulou et al, 2017 ) tested the effects of different catalysts on PEF mechanical recyclability.…”

Section: Pef End-of-lifementioning

confidence: 99%

A Perspective on PEF Synthesis, Properties, and End-Life

et al. 2020

View full text Add to dashboard Cite

This critical review considers the extensive research and development dedicated, in the last years, to a single polymer, the poly(ethylene 2,5-furandicarboxylate), usually simply referred to as PEF. PEF importance stems from the fact that it is based on renewable resources, typically prepared from C6 sugars present in biomass feedstocks, for its resemblance to the high-performance poly(ethylene terephthalate) (PET) and in terms of barrier properties even outperforming PET. For the first time synthesis, properties, and end-life targeting-a more sustainable PEF-are critically reviewed. The emphasis is placed on how synthetic roots to PEF evolved toward the development of greener processes based on ring open polymerization, enzymatic synthesis, or the use of ionic liquids; together with a broader perspective on PEF end-life, highlighting recycling and (bio)degradation solutions.

show abstract

Section: Pef End-of-lifementioning

confidence: 99%

A Perspective on PEF Synthesis, Properties, and End-Life

et al. 2020

View full text Add to dashboard Cite

show abstract

“…In this case, due to the chelating effect of nitrogen, the use of organometallic reagents leads to product mixtures (n-BuLi) 70 or to an inverse regioselectivity (EtMgBr) 71 terephthalate (PET). 72,73 Lignocellulose is converted into furfural on an industrial scale 74 and catalytic follow-up procedures have been reported to yield methyl furoate quantitatively. 75,76 Starting from methyl furan-2-carboxylate To demonstrate the scalability of our reaction, we repeated the synthesis of 4b on a gram-scale.…”

Section: Substrate Scope Of the Carboxylation Reactionmentioning

confidence: 99%

Redox-neutral Photocatalytic C-H Carboxylation of Arenes and Styrenes with CO2

Schmalzbauer¹,

Svejstrup²,

Fricke³

et al. 2020

Preprint

View full text Add to dashboard Cite

Carbon dioxide (CO2) is an attractive one-carbon (C1) building block in terms of sustainability and abundance. However, its low reactivity limits applications in organic synthesis as typically high-energy reagents are required to drive transformations. Here, we present a redox-neutral C−H carboxylation of arenes and styrenes using a photocatalytic approach. Upon blue-light excitation, the anthrolate anion photocatalyst is able to reduce many aromatic compounds to their corresponding radical anions, which react with CO2 to afford carboxylic acids. High-throughput screening and computational analysis suggest that a correct balance between electron affinity and nucleophilicity of substrates is essential. This novel methodology enables the carboxylation of numerous aromatic compounds, including many that are not tolerated in classical carboxylation chemistry. Over 50 examples of C−H functionalizations using CO2 or ketones illustrate a broad applicability. The method opens new opportunities for late-stage C−H carboxylation and valorization of common arenes.

show abstract

“…20,21 However, there is still great interest in replacing PET with PEF due to its superior barrier proprieties (e.g., towards O 2 and CO 2 ) and the importance of exploiting renewable feedstocks in place of petrochemically-derived precursors to help reduce CO 2 emissions. 22 Patel and co-workers have estimated that the greenhouse gas (GHG) emissions associated with PET production can be reduced by more than half by substituting terephthalic acid with FDCA. 23 This aspect, combined with the lower price of fructose compared to p-xylene, has the potential to deliver a process where both environmental impact and profitability are improved.…”

Section: Introductionmentioning

confidence: 99%