Biomass-derived chemical substitutes for bisphenol A: recent advancements in catalytic synthesis

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

doi:10.1039/d0cs00179a

Cited by 115 publications

(108 citation statements)

References 426 publications

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“…3a), suggesting the occurrence of furfuryl alcohol oxidation. 1 H NMR analysis revealed the generation of HDPO as the major product (Scheme 1a), along with the coexistence of a small amount of furfural and formic acid (HCOOH) as the byproducts (Supplementary Fig. S6).…”

Section: Resultsmentioning

confidence: 99%

“…With the ever-increasing depletion of global fossil resources, the utilization of green and renewable biomass to produce high value-added chemicals has attracted tremendous interest. [1][2][3][4][5] Among different types of biomass (e.g., lignocellulose, triglycerides, chitin, starch), lignocellulose is the most abundant resource. Derived from lignocellulose, furfuryl alcohol and furfural compounds have been recognized as indispensable and renewable feedstocks for sustainable chemical productions.…”

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confidence: 99%

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Efficient Electrocatalytic Upgrading of Furan-Based Biomass: Key Roles of Two-Dimensional Mesoporous Heterostructure and Ternary Electrolyte

Zou

et al. 2021

Preprint

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Development of high-performance electrocatalytic systems for efficient conversion of biomass to value-added chemicals under mild conditions and understanding of their mechanisms are of profound significance, but have remained a great challenge. Here, we report the first development of two-dimensional mesoporous electrocatalyst for biomass conversion. The electrocatalyst (meso-PA/PmPD/GO) consists of phytic acid (PA)-doped mesoporous poly(m-phenylenediamine) layers coated on graphene oxide nanosheets. Meanwhile, a high-performance ternary electrolyte containing 1-butyl-3-methylimidazolium tetrafluoroborate (BmimBF4), acetonitrile and H2O is developed. The combination of meso-PA/PmPD/GO and the ternary electrolyte realizes highly efficient conversion of two important biomass derivatives at room temperature. One involves a hardly achieved oxidation of furfuryl alcohol to 6-hydroxy-2,3-dihydro-6H-pyrano-3-one with high faradic efficiency (FE: 83.7%) and selectivity (87.9%). The other involves the oxidation of furfural to 5-hydroxy-2(5H)-furanone with record-high FE (98.9%) and selectivity (93.6%). Mechanism study including DFT calculations unveils that N-heterocyclic carbenes (Bmim*) generated from BmimBF4 act as the reaction-determining active species. Additionally, the synergistic effect of the PA doping, mesoporous structure and p-n heterojunction interface in meso-PA/PmPD/GO favors the mass transport and the transfer of generated holes to the outer layers, thus boosting the catalytic performance.

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Section: Resultsmentioning

confidence: 99%

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confidence: 99%

Efficient Electrocatalytic Upgrading of Furan-Based Biomass: Key Roles of Two-Dimensional Mesoporous Heterostructure and Ternary Electrolyte

Zou

et al. 2021

Preprint

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“…that is obtainable on the large scale from renewable glucose [247,248]. Because of this and due to the inherent rigid structure, conferring the resulting polymers with excellent mechanical properties (e.g., stiffness, toughness, hardness), isosorbide is used as monomer in the production of a variety of plastics [249,250]. By contrast, the rigidity results in a poor reactivity as depolymerising agent [251].…”

Section: °C Reaction Temperature Isosorbide Is a Safe Chemical [246]mentioning

confidence: 99%

“…Bisphenol A (BPA) is a monomer for a variety of polymers widespread in our everyday life, namely polycarbonates, polyesters, polyethers, polysulphones and epoxy resins [249,283]. Particularly, PBPAC is used in the manufacture of plastics for food and beverage containers, safety helmets, optical lenses, electronic and medical equipment, phones, automotive components and toys [284,285].…”

Section: Poly(bisphenol a Carbonate) (Pbpac)mentioning

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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“…In this regard, biorefinery is refining/upgrading the renewable feedstocks (biomass, ideally nonedible lignocellulosic biomass) to yield commodity chemicals and possibly a biofuel by means of chemical and biological conversion technologies. [ 3–12 ]…”

Section: Introductionmentioning

confidence: 99%

New (and Old) Monomers from Biorefineries to Make Polymer Chemistry More Sustainable

Al‐Naji

Schlaad

Antonietti

2020

Macromol. Rapid Commun.

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This opinion article describes recent approaches to use the “biorefinery” concept to lower the carbon footprint of typical mass polymers, by replacing parts of the fossil monomers with similar or even the same monomer made from regrowing dendritic biomass. Herein, the new and green catalytic synthetic routes are for lactic acid (LA), isosorbide (IS), 2,5‐furandicarboxylic acid (FDCA), and p‐xylene (pXL). Furthermore, the synthesis of two unconventional lignocellulosic biomass derivable monomers, i.e., α‐methylene‐γ‐valerolactone (MeGVL) and levoglucosenol (LG), are presented. All those have the potential to enter in a cost‐effective way, also the mass market and thereby recover lost areas for polymer materials. The differences of catalytic unit operations of the biorefinery are also discussed and the challenges that must be addressed along the synthesis path of each monomers.

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Biomass-derived chemical substitutes for bisphenol A: recent advancements in catalytic synthesis

Abstract: Rigid diols catalytically produced from biomass derivatives have been proposed as bisphenol A functional replacements.

Cited by 115 publications

References 426 publications

Efficient Electrocatalytic Upgrading of Furan-Based Biomass: Key Roles of Two-Dimensional Mesoporous Heterostructure and Ternary Electrolyte

Efficient Electrocatalytic Upgrading of Furan-Based Biomass: Key Roles of Two-Dimensional Mesoporous Heterostructure and Ternary Electrolyte

Valorisation of plastic waste via metal-catalysed depolymerisation

New (and Old) Monomers from Biorefineries to Make Polymer Chemistry More Sustainable

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