Sustainable and efficient production of furoic acid from furfural through amine assisted oxidation with hydrogen peroxide and its implementation for the synthesis of alkyl furoate

Ghatta, Amir Al; Perry, James Michael; Maeng, Ho; Lemus, Jesús; Hallett, Jason P.

doi:10.1039/d2su00102k

Cited by 3 publications

(4 citation statements)

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“…A technoeconomic assessment of the proposed process indicated that the operating costs associated with the synthesis of the hydrophobic part of the molecule are competitive for producing a low cost surfactant but this will be strictly dependent on the production cost of furoic acid which large scale production is not in place yet. 595,605 Other studies have been reported to produce biobased LAB through cycloaddition of furan with dodecene through but further studies are needed to improve the selectivity and recyclability of the catalyst, in addition to design an efficient process for the decarboxylation of furan. 606 Fig.…”

Section: Synthesis Of Furan Based Surfactantsmentioning

confidence: 99%

Section: Furan Based Surfactants As Replacements For Lasmentioning

confidence: 99%

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Bioderived furanic compounds as replacements for BTX in chemical intermediate applications

Ghatta

Hallett

2023

RSC Sustain.

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Section: Synthesis Of Furan Based Surfactantsmentioning

confidence: 99%

Section: Furan Based Surfactants As Replacements For Lasmentioning

confidence: 99%

Bioderived furanic compounds as replacements for BTX in chemical intermediate applications

Ghatta

Hallett

2023

RSC Sustain.

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“…Several processes based on the largescale depolymerisation/processing of lignocellulosic biomass for the generation of benzenoid feedstocks have been proposed. [4] However, most of these processes are costly, resource intensive and low-yielding, often producing highly oxygenated aromatics (e. g., vanillin, syringic acid) [5] that are poorly suited as feedstocks for manufacturing aromatic products in existing chemical plants. [6] Monoterpenes are an alternative class of biorenewable whose unsaturated hydrocarbon structures are ideally suited as feedstocks for the industrial syntheses of many sustainable chemical products.…”

Section: Introductionmentioning

confidence: 99%

Sustainable Syntheses of Paracetamol and Ibuprofen from Biorenewable β‐pinene

et al. 2023

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Scalable processes have been developed to convert β‐pinene into 4‐isopropenylcyclohexanone which is then used as a feedstock for the divergent synthesis of sustainable versions of the common painkillers, paracetamol and ibuprofen. Both synthetic routes use Pd(0) catalysed reactions to aromatise the cyclohexenyl rings of key intermediates to produce the benzenoid ring systems of both drugs. The potential of using bioderived 4‐hydroxyacetophenone as a drop‐in feedstock replacement to produce sustainable aromatic products is also discussed within a terpene biorefinery context.

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“…Despite the various conditions studied that can be used to produce furoic acid/their derivatives, those are unfortunately not very conducive to producing these chemicals in large quantities at affordable prices. − …”

Section: Introductionmentioning

confidence: 99%

Selective and Robust Ru Catalyst for the Aqueous Phase Aerobic Oxidation of Furfural to 2-Furoic Acid

Lokhande,

Dhepe

2023

ACS Appl. Mater. Interfaces

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Synthesis of 2-furoic acid (FURA) via oxidation of furfural (FAL) is vital in evolving the biorefinery concept as FURA has numerous important applications in the pharmaceuticals and optic areas. Though few works on this reaction are done, those are marred with shortcomings such as the nonrecyclability of catalyst, dilute solutions, lower yields, or use of H 2 O 2 as an oxidizing agent. Herein, we report catalytic aqueous phase oxidation of FAL to FURA using molecular oxygen as an oxidizing agent. For the synthesis of FURA, various catalysts with a combination of metal (Pt, Pd, Ru) and supports (carbon, Al 2 O 3 ) were prepared and characterized by multiple techniques (X-ray diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), Brunauer−Emmett−Teller (BET), X-ray photoelectron spectroscopy (XPS)). Oxidation of FAL carried out over 5 wt % Ru/C catalyst in the presence of Na 2 CO 3 yielded 83% of FURA at 120 °C and 15 bar oxygen pressure. The catalyst could show potential for reusability as similar activity was achieved after subjecting the spent catalyst to mild reduction treatment (150 °C). Studies on the effects of temperature, pressure, and time could help accomplish enhanced yields of FURA. Additionally, learning about the effect of base (weak/strong/solid) revealed that due to the weak basicity of Na 2 CO 3 , higher yields could be achieved by maintaining approximately a pH of 11, which is optimal for suppressing side reactions. Under the given conditions, FURA is stable (>90%) and also adsorption studies divulge that it is immediately removed from the catalyst surface, and hence higher yields could be achieved in our catalytic system. Using the initial rates methodology, an activation energy of 21.91 kJ mol −1 was derived and also a high turn over frequency (TOF) (85.9 h −1 ) was observed under optimized conditions.

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Sustainable and efficient production of furoic acid from furfural through amine assisted oxidation with hydrogen peroxide and its implementation for the synthesis of alkyl furoate

Abstract: Aromatic functionality is an important feature for the design of new molecules with specific properties. Today fossil fuel feedstocks provide aryl building blocks with well-known chemistry which can be implemented...

Cited by 3 publications

References 42 publications

Bioderived furanic compounds as replacements for BTX in chemical intermediate applications

Bioderived furanic compounds as replacements for BTX in chemical intermediate applications

Sustainable Syntheses of Paracetamol and Ibuprofen from Biorenewable β‐pinene

Selective and Robust Ru Catalyst for the Aqueous Phase Aerobic Oxidation of Furfural to 2-Furoic Acid

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