5-Hydroxymethylfurfural catalytic oxidation under mild conditions by Co (II), Fe (III) and Cu (II) Salen complexes supported on SBA-15: Synthesis, characterization and activity

Martínez-Vargas, Daniela Xulú; Rosa, Javier Rivera De la; Sandoval-Rangel, Ladislao; Guzmán-Mar, Jorge Luis; Garza-Navarro, Marco A.; Lucio–Ortiz, Carlos J.

doi:10.1016/j.apcata.2017.08.035

Cited by 58 publications

(47 citation statements)

References 79 publications

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“…The flow rate was 0.5-0.9 mL min À1 .T he concentration of residual 5- Figure 7. a) 1 HNMR and b) 13 CNMR spectra of isolated DFF in CDCl 3 (Bruker, 600MHz) at 300 K.…”

Section: Methodsmentioning

confidence: 99%

“…The structural properties of the catalysts have not been fully disclosed, and this leavesu nclear the justification of such high activity. [13] 13.3 %s electivity was reached when Ru was supported on poly(4-vinylpyridine)-functionalized carbon nanotubes (CNTs). Metal systemss uch as Co II ,F e II ,C u II with salen ligands, even supported on SBA-15, afforded up to 14.39 %s electivity, with H 2 O 2 as oxidant.…”

Section: Introductionmentioning

confidence: 99%

“…Metal systemss uch as Co II ,F e II ,C u II with salen ligands, even supported on SBA-15, afforded up to 14.39 %s electivity, with H 2 O 2 as oxidant. [13] 13.3 %s electivity was reached when Ru was supported on poly(4-vinylpyridine)-functionalized carbon nanotubes (CNTs). [14] Conversely,c ovalentt riazine frameworks (CTFs) [15] enhancet he selectivity up to 52 %w hile oxidationt o FFCA also takes place.…”

Section: Introductionmentioning

confidence: 99%

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Selective Aerobic Oxidation of 5‐Hydroxymethylfurfural to 2,5‐Diformylfuran or 2‐Formyl‐5‐furancarboxylic Acid in Water by using MgO⋅CeO₂ Mixed Oxides as Catalysts

Ventura

Lobefaro²,

Giglio

et al. 2018

ChemSusChem

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Mixed oxides based on MgO⋅CeO were used as efficient catalysts in the aerobic oxidation of 5-hydroxymethylfurfural (5-HMF) to afford, with very high selectivity, either 2,5-diformylfuran (DFF, 99 %) or 2-formyl-5-furancarboxylic acid (FFCA, 90 %), depending on the reaction conditions. 5-Hydroxymethyl-2-furancarboxylic acid (HMFCA, 57-90 %) was formed only at low concentration of 5-HMF (<0.03 m) or in presence of external bases. The conversion of 5-HMF ranged from a few percent to 99 %, according to the reaction conditions. The oxidation was performed in water, with O as oxidant, without any additives. The surface characterization of the catalysts gave important information about their acid-base properties, which drive the selectivity of the reaction towards DFF. FFCA was formed from DFF at longer reaction times. Catalysts were studied by XPS and XRD before and after catalytic runs to identify the reason why they undergo reversible deactivation. XRD showed that MgO is hydrated to Mg(OH) , which, even if not leached out, changes the basic properties of the catalyst that becomes less active after some time. Calcination of the recovered catalyst allows recovery of its initial activity. The catalyst is thus recoverable (>99 %) and reusable. The use of mixed oxides allows tuning of the basicity of the catalysts, avoiding the need for external bases for efficient and selective conversion of 5-HMF and waste formation, resulting in an environmentally friendly, sustainable process.

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“…The flow rate was 0.5-0.9 mL min À1 .T he concentration of residual 5- Figure 7. a) 1 HNMR and b) 13 CNMR spectra of isolated DFF in CDCl 3 (Bruker, 600MHz) at 300 K.…”

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Selective Aerobic Oxidation of 5‐Hydroxymethylfurfural to 2,5‐Diformylfuran or 2‐Formyl‐5‐furancarboxylic Acid in Water by using MgO⋅CeO₂ Mixed Oxides as Catalysts

Ventura

Lobefaro²,

Giglio

et al. 2018

ChemSusChem

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“…Transition metal salts, in particular containing molybdenum, copper, vanadium, and tungsten, have become the most common catalysts for oxidation [13][14][15][16][17]. Such catalysts have become widespread due to their ability to form peroxocomplexes in the presence of hydrogen peroxide [7,18,19].…”

Section: Introductionmentioning

confidence: 99%

Deep Oxidative Desulfurization of Fuels in the Presence of Brönsted Acidic Polyoxometalate-Based Ionic Liquids

et al. 2020

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Polyoxometalate-based ionic liquid hybrid materials with a pyridinium cation, containing Brönsted acid sites, were synthesized and used as catalysts for the oxidation of model and real diesel fuels. Keggin-type polyoxometalates with the formulae [PMo12O40]3−, [PVMo11O40]4−, [PV2Mo10O40]4−, [PW12O40]3− were used as anions. It was shown that increasing the acid site strength leads to an increase of dibenzothiophene conversion to the corresponding sulfone. The best results were obtained in the presence of a catalyst, containing a nicotinic acid derivative as cation and phosphomolybdate as anion. The main factors affecting the process consisting of catalyst dosage, temperature, reaction time, oxidant dosage were investigated in detail. Under optimal conditions full oxidation of dibenzothiophene and more than a 90% desulfurization degree of real diesel fuel (initial sulfur content of 2050 ppm) were obtained (the oxidation conditions: NK-1 catalyst, molar ratio H2O2:S 10:1, molar ratio S:Mo 8:1, 1 mL MeCN, 70 °C, 1 h). The synthesized catalysts could be used five times with a slight decrease in activity.

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“…2,5‐Diformylfuran (DFF) is a versatile compound that has various applications, including as a polymeric monomer and a promising cross‐linking agent for battery separation, in pharmaceuticals, antifungal agents, furan–urea resins, heterocyclic ligands and other value added products, which is synthesized predominantly via the oxidation of 5‐hydroxymethylfurfural (HMF). However, this transformation can be accompanied by the formation of several other kinds of furan compounds like 2,5‐furandicarboxylic acid, 5‐formyl‐2‐furancarboxylic acid and 5‐hydroxymethyl‐2‐furancarboxylic acid . Thus, for DFF production, highly selective oxidation of HMF is important.…”

Section: Introductionmentioning

confidence: 99%

Functionalized expanded corn starch‐anchored Cu(I): An efficient and recyclable catalyst for oxidation of 5‐hydroxymethylfurfural to 2,5‐diformylfuran

Min

et al. 2019

Applied Organom Chemis

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The development of new strategies for the synthesis of biomass‐based non‐precious metal heterogeneous catalysts has recently received great interest from chemists because of the advantages of these catalytic systems being sustainable, low cost and green. An expanded corn starch‐supported CuBr catalyst (ECS‐SB‐CuBr) has been successfully prepared and well characterized using Fourier transform infrared spectroscopy, thermogravimetric analysis, powder X‐ray diffraction, X‐ray photoelectron spectroscopy and scanning electron microscopy/energy‐dispersive X‐ray spectroscopy. Further, ECS‐SB‐CuBr was used as a heterogeneous catalyst for the selective oxidation of 5‐hydroxymethylfurfural (HMF) into 2,5‐diformylfuran (DFF) and a full HMF conversion is obtained with 98% DFF yield in acetonitrile under ambient pressure of dioxygen at 50°C. The catalyst also showed good reusability, could be easily recovered through filtration and washing and was reused in at least six consecutive runs with virtually no loss of catalytic performance.

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5-Hydroxymethylfurfural catalytic oxidation under mild conditions by Co (II), Fe (III) and Cu (II) Salen complexes supported on SBA-15: Synthesis, characterization and activity

Cited by 58 publications

References 79 publications

Selective Aerobic Oxidation of 5‐Hydroxymethylfurfural to 2,5‐Diformylfuran or 2‐Formyl‐5‐furancarboxylic Acid in Water by using MgO⋅CeO₂ Mixed Oxides as Catalysts

Selective Aerobic Oxidation of 5‐Hydroxymethylfurfural to 2,5‐Diformylfuran or 2‐Formyl‐5‐furancarboxylic Acid in Water by using MgO⋅CeO₂ Mixed Oxides as Catalysts

Deep Oxidative Desulfurization of Fuels in the Presence of Brönsted Acidic Polyoxometalate-Based Ionic Liquids

Functionalized expanded corn starch‐anchored Cu(I): An efficient and recyclable catalyst for oxidation of 5‐hydroxymethylfurfural to 2,5‐diformylfuran

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5-Hydroxymethylfurfural catalytic oxidation under mild conditions by Co (II), Fe (III) and Cu (II) Salen complexes supported on SBA-15: Synthesis, characterization and activity

Cited by 58 publications

References 79 publications

Selective Aerobic Oxidation of 5‐Hydroxymethylfurfural to 2,5‐Diformylfuran or 2‐Formyl‐5‐furancarboxylic Acid in Water by using MgO⋅CeO2 Mixed Oxides as Catalysts

Selective Aerobic Oxidation of 5‐Hydroxymethylfurfural to 2,5‐Diformylfuran or 2‐Formyl‐5‐furancarboxylic Acid in Water by using MgO⋅CeO2 Mixed Oxides as Catalysts

Deep Oxidative Desulfurization of Fuels in the Presence of Brönsted Acidic Polyoxometalate-Based Ionic Liquids

Functionalized expanded corn starch‐anchored Cu(I): An efficient and recyclable catalyst for oxidation of 5‐hydroxymethylfurfural to 2,5‐diformylfuran

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Product

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Selective Aerobic Oxidation of 5‐Hydroxymethylfurfural to 2,5‐Diformylfuran or 2‐Formyl‐5‐furancarboxylic Acid in Water by using MgO⋅CeO₂ Mixed Oxides as Catalysts

Selective Aerobic Oxidation of 5‐Hydroxymethylfurfural to 2,5‐Diformylfuran or 2‐Formyl‐5‐furancarboxylic Acid in Water by using MgO⋅CeO₂ Mixed Oxides as Catalysts