Recent Advances in Carboxylation of Furoic Acid into 2,5‐Furandicarboxylic Acid: Pathways towards Bio‐Based Polymers

Drault, Fabien; Snoussi, Youssef; Paul, Sébastien; Itabaiana, Ivaldo; Wojcieszak, Robert

doi:10.1002/cssc.202001393

Cited by 30 publications

(40 citation statements)

References 66 publications

(184 reference statements)

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“…Generally, this reaction is carried out using homogeneous catalysts (Henkel reaction [17][18][19][20]) which are very complicated to separate from the obtained products. This is the same for melted salt [19].…”

Section: Project Objectivesmentioning

confidence: 99%

The Use of CO2 in the Production of Bioplastics for an Even Greener Chemistry

Drault¹,

Snoussi²,

Itabaiana

et al. 2021

Sustainability

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The high life expectancy of the world population provokes increase in demand for food and energy. As a result, the intense industrialization and the application of fossil sources is responsible for high levels of CO2 emission and waste generation. To mitigate the CO2 emission a practical solution at the very short term is urgently needed. The capture of CO2 and its application in chemical processes for the valorization of residual biomass are of great importance nowadays. The application of CO2 in the selective carboxylation of furoic acid for the production of 2,5-furandicarboxylic acid (FDCA), a bio-based monomer, has been an important step towards obtaining biopolymers to replace petroleum-based plastics such as polyethylene terephthalate (PET). In this project report, we discuss on the current challenges for obtaining the 2,5-FDCA precursor from the furfural in two main routes involving oxidation and carboxylation via heterogeneous catalysis. We present the main objectives and discuss the importance of this research for the development of more sustainable processes.

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Section: Project Objectivesmentioning

confidence: 99%

The Use of CO2 in the Production of Bioplastics for an Even Greener Chemistry

Drault¹,

Snoussi²,

Itabaiana

et al. 2021

Sustainability

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“…As expected, the key role of biobased technologies is to replace the key existing products of oil-based refinement with renewables [ 4 , 6 , 7 ]. The tremendous synthetic potential explains the unprecedented scale of research in the fields of synthesis and application of furanic platform chemicals for the production of biofuels, chemicals, polymers and other industrially important products, which was evidenced by the increasing number of relevant publications (partially since 2010, Figure 1 ) and was highlighted in many recent reviews [ 7 , 8 , 9 , 10 , 11 , 12 , 13 , 14 , 15 , 16 , 17 , 18 , 19 , 20 ].…”

Section: Introductionmentioning

confidence: 99%

Intermolecular Diels-Alder Cycloadditions of Furfural-Based Chemicals from Renewable Resources: A Focus on the Regio- and Diastereoselectivity in the Reaction with Alkenes

Galkin

Ananikov

2021

IJMS

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A recent strong trend toward green and sustainable chemistry has promoted the intensive use of renewable carbon sources for the production of polymers, biofuels, chemicals, monomers and other valuable products. The Diels-Alder reaction is of great importance in the chemistry of renewable resources and provides an atom-economic pathway for fine chemical synthesis and for the production of materials. The biobased furans furfural and 5-(hydroxymethyl)furfural, which can be easily obtained from the carbohydrate part of plant biomass, were recognized as “platform chemicals” that will help to replace the existing oil-based refining to biorefining. Diels-Alder cycloaddition of furanic dienes with various dienophiles represents the ideal example of a “green” process characterized by a 100% atom economy and a reasonable E-factor. In this review, we first summarize the literature data on the regio- and diastereoselectivity of intermolecular Diels-Alder reactions of furfural derivatives with alkenes with the aim of establishing the current progress in the efficient production of practically important low-molecular-weight products. The information provided here will be useful and relevant to scientists in many fields, including medical and pharmaceutical research, polymer development and materials science.

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“…This reaction has shown to be more selective than that from HMF [19][20][21]. However, the main problem in the 2,5-FDCA synthesis from furoic acid is the carboxylate group insertion on hydrocarbon C-H bonds [22,23]. As C1 feedstock, CO2 presents thermodynamic and kinetic limitations [24].…”

Section: Introductionmentioning

confidence: 99%

“…This reaction involves the thermal rearrangement or disproportionation of alkaline salts derived from aromatic acids to both the unsubstituted and the symmetrical aromatic diacids. This process is carried out under carbon dioxide or inert atmosphere, at high pressure, between 350 and 550 °C, producing potassium terephthalate and benzene from potassium benzoate in the presence However, the main problem in the 2,5-FDCA synthesis from furoic acid is the carboxylate group insertion on hydrocarbon C-H bonds [22,23]. As C1 feedstock, CO 2 presents thermodynamic and kinetic limitations [24].…”

Section: Introductionmentioning

confidence: 99%

Study of the Direct CO2 Carboxylation Reaction on Supported Metal Nanoparticles

Drault¹,

Snoussi²,

Thuriot-Roukos³

et al. 2021

Catalysts

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2,5-furandicarboxylic acid (2,5-FDCA) is a biomass derivate of high importance that is used as a building block in the synthesis of green polymers such as poly(ethylene furandicarboxylate) (PEF). PEF is presumed to be an ideal substitute for the predominant polymer in industry, the poly(ethylene terephthalate) (PET). Current routes for 2,5-FDCA synthesis require 5-hydroxymethylfurfural (HMF) as a reactant, which generates undesirable co-products due to the complicated oxidation step. Therefore, direct CO2 carboxylation of furoic acid salts (FA, produced from furfural, derivate of inedible lignocellulosic biomass) to 2,5-FDCA is potentially a good alternative. Herein, we present the primary results obtained on the carboxylation reaction of potassium 2-furoate (K2F) to synthesize 2,5-FDCA, using heterogeneous catalysts. An experimental setup was firstly validated, and then several operation conditions were optimized, using heterogeneous catalysts instead of the semi-heterogeneous counterparts (molten salts). Ag/SiO2 catalyst showed interesting results regarding the K2F conversion and space–time yield of 2,5-FDCA.

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Recent Advances in Carboxylation of Furoic Acid into 2,5‐Furandicarboxylic Acid: Pathways towards Bio‐Based Polymers

Cited by 30 publications

References 66 publications

The Use of CO2 in the Production of Bioplastics for an Even Greener Chemistry

The Use of CO2 in the Production of Bioplastics for an Even Greener Chemistry

Intermolecular Diels-Alder Cycloadditions of Furfural-Based Chemicals from Renewable Resources: A Focus on the Regio- and Diastereoselectivity in the Reaction with Alkenes

Study of the Direct CO2 Carboxylation Reaction on Supported Metal Nanoparticles

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