HSO3-functionalized halloysite nanotubes: New acid catalysts for esterification of free fatty acid mixture as hybrid feedstock model for biodiesel production

Silva, Sónia M.; Peixoto, Andreia F.; Freire, Cristina

doi:10.1016/j.apcata.2018.10.008

Cited by 36 publications

(26 citation statements)

References 70 publications

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“…Also, for SiO 2 NPs10_CSPTMS it is possible to notice that longer aliphatic chains converted faster than the shorter aliphatic chain carboxylic acids (PA-C16 and LaA-C12). This is in accordance with our previous results with halloysite nanotubes and cloisite Na + functionalized with the same organosilane (HNT_CSPTMS) [44] and Cloi_CSPTMS [45], respectively; and also with the mechanism proposed for the use of homogeneous acid catalysts, in which the carboxylic acid reactivity increases with the increase of FFAs carbon chain as a direct consequence of inductive effect increase with chain length. This increases the electron donating ability of the acid favouring protonation of carboxylate oxygen and thereafter the nucleophilic attack by the alcohol.…”

Section: Catalytic Performance In the Esterification Reaction Of Ffasupporting

confidence: 93%

Highly active organosulfonic aryl-silica nanoparticles as efficient catalysts for biomass derived biodiesel and fuel additives

Peixoto

Soliman

Pinto

et al. 2021

Biomass and Bioenergy

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Post-grafting methodologies were used to prepare aryl-organosulfonic acid functionalized silica nanoparticles (SO 3 H-aryl-SiO 2 NPs) as highly active heterogeneous acid catalysts for catalytic esterification of free fatty acids (FFA) and levulinic acid (LA), and aldol condensation of furfural with 3-methylfuran, well known renewable feedstocks for biodiesel and fuel additives production. The chemical and structural characterization of the SO 3 Haryl-SiO 2 NPs confirmed the success of the functionalization. Complete conversion for all FFA was observed using SO 3 H-aryl-SiO 2 NPs after 2 h of reaction. SiO 2 NPs_CSPTMS showed to be the most active and stable catalyst with no significant loss of activity in the first 5 cycles. In the LA esterification in the presence of an alcohol, complete conversion and selectivity and high reusability were observed (e.g., 83.2% yield after 10 cycles in the presence of 1-propanol, SiO 2 NPs10_CSPTMS, at 120 • C and 2h reaction). Finally, aldol condensation of furfural and 3-methylfuran had been performed using SiO 2 NPs_CSPTMS catalysts with almost 100% yield after 10 min at 65 • C, high stability and reusability for 7 catalytic cycles.In general, the prepared SO 3 H-aryl-SiO 2 NPs have demonstrated promising catalytic performance for transformation of biomass-derived feedstocks into biodiesel and fuel additives.

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Section: Catalytic Performance In the Esterification Reaction Of Ffasupporting

confidence: 93%

Highly active organosulfonic aryl-silica nanoparticles as efficient catalysts for biomass derived biodiesel and fuel additives

Peixoto

Soliman

Pinto

et al. 2021

Biomass and Bioenergy

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“…Subsequently, carbon‐based solid acid has been widely studied and applied. According to different morphologies of carbon materials, solid acids include activated carbons, carbon nanotubes, mesoporous carbons, carbon microspheres, and other carbon‐based solid acids …”

Section: Introductionmentioning

confidence: 99%

Preparation of mesoporous double‐layer carbon microsphere‐based solid acid catalyst by hydrothermal method and its application in catalytic transesterification of waste frying oil

Yang

Wang

2019

J of Chemical Tech & Biotech

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BACKGROUND: Mesoporous double-layer carbon microspheres (DCSs) were synthesized using hollow tin(IV) oxide (SnO 2 ) microspheres as hard template and sucrose as carbon precursor via the hydrothermal method. Sulfonic acid groups (-SO 3 H) were introduced onto the surfaces of DCS by sulfuric acid heating and sulfanilic acid diazonium coupling, respectively, to form two solid acids (DCS-SS and DCS-DS, respectively). RESULTS: The transmission electron microscopy images showed that the carbon microspheres possessed a hollow double-layerstructure with diameters of about 200 to 300 nm and shell thickness of about 30 to 50 nm. Furthermore, the sulfonate treatments caused no changes in the morphology of carbon microspheres. The nitrogen (N 2 )-Brunauer-Emmett-Teller (BET) results indicate that DCS, DCS-SS, and DCS-DS featured mesopores with an average pore size of 4.5 to 4.8 nm and BET surface areas of 75 m 2 /g, 57 m 2 /g, and 53 m 2 /g, respectively. The X-ray photoelectron spectroscopy and Fourier-transform infrared results confirmed that the DCS-SS and DCS-DS contained a -SO 3 H group and their surface acid densities are 4.5 and 4.1 mmol/g, respectively.CONCLUSION: DCS-SS and DCS-DS were used to catalyze the transesterification of waste frying oil, and the highest yields of fatty acid methyl esters, that is, 85% and 80%, respectively, could be obtained. CONCLUSIONThe sulfonated mesoporous DCS (DCS-SS and DCS-DS) were successfully prepared. DCS-SS and DCS-DS possessed average pore sizes of 4.1 to 4.5 nm, BET surface area of 53 to 57 m 2 /g, J Chem Technol Biotechnol 2019; 94: [3538][3539][3540][3541][3542][3543][3544][3545][3546][3547]

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“…Sulfonic acid functionalized clays were prepared either by direct sulfonation with chlorosulfonic acid (CSA) or by one-pot organosilylation with 2-(4-chlorosulfonylphenyl)-ethyltrimethoxysilane (CSP), as efficient and economically sustainable methodologies to prepare sulfonic acid solid catalysts (Fig. S1) according to previous publications [15,17,18] and also presented in supporting information (SI).…”

Section: Catalyst Synthesis and Characterizationmentioning

confidence: 99%

Catalytic synthesis of bioactive 2H-chromene alcohols from (−)-isopulegol and acetone on sulfonated clays

Laluc

Mäki‐Arvela

Peixoto

et al. 2020

Reac Kinet Mech Cat

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Condensation of (−)-isopulegol with acetone was investigated at 25–40 °C over clay based materials (K10, cloisite Na+ and halloysite nanotubes) modified with sulfonic acid groups by one-pot sulfonation with chlorosulfonic acid or via organosilylation with 2-(4-chlrosulfonylphenyl)-ethyltrimethoxysilane. The target product was the R diastereomer of dimethyl-substituted octahydro-2H-chromen-4-ol with exhibits antiviral activity. The catalysts were characterized by a range of physico-chemical methods. The effect of the initial isopulegol concentrations on the yield of ketone-derived chromenols and the R/S isomers ratio was studied for the first time. The best catalyst was a highly acidic, large pore K10-clay modified by sulfonic acid. Varying the initial concentration of the reagents allows to find a balance between dehydration by-products and a side etherification reaction. A high yield (73%) of the desired chromenols was reached using 0.52 mol/l initial (−)-isopulegol concentration after 240 min at 87% substrate conversion and reaction temperature 25 °C. The yield exceeded that of other previously reported in the open literature catalysts.

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HSO3-functionalized halloysite nanotubes: New acid catalysts for esterification of free fatty acid mixture as hybrid feedstock model for biodiesel production

Cited by 36 publications

References 70 publications

Highly active organosulfonic aryl-silica nanoparticles as efficient catalysts for biomass derived biodiesel and fuel additives

Highly active organosulfonic aryl-silica nanoparticles as efficient catalysts for biomass derived biodiesel and fuel additives

Preparation of mesoporous double‐layer carbon microsphere‐based solid acid catalyst by hydrothermal method and its application in catalytic transesterification of waste frying oil

Catalytic synthesis of bioactive 2H-chromene alcohols from (−)-isopulegol and acetone on sulfonated clays

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