Supported sulfonic acids: reusable catalysts for more sustainable oxidative coupling of xanthene-like compounds with nucleophiles

Piscopo, Calogero G.; Bühler, Sofie; Sartori, Giovanni; Maggi, Raimondo

doi:10.1039/c2cy20428b

Cited by 28 publications

(12 citation statements)

References 29 publications

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“…To this end, the silanol groups play a major role since these will be used as anchoring sites for the desired functionality. Based on this concept, many researchers have been studying the incorporation of functional groups, thus generating Brønsted and/or Lewis acid sites upon request (Kister et al 2012;Ding et al 2018;Wagh et al 2018;Tayade et al 2015;Piscopo et al 2012).…”

Section: Introductionmentioning

confidence: 99%

Sulfonated MCM-41 as potential catalyst to obtain biolubricants from vegetable oil

Silvestre‐Albero

Maier

Ricardo

et al. 2022

Braz. J. Chem. Eng.

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Biolubricants may be obtained from vegetable oils using appropriate chemical modifications, to improve their physicochemical properties for lubrication applications. In this study, the esterification of a free fatty acid (FFA) with long chain alcohols was performed using sulfonated mesoporous silica as catalyst. Fresh and functionalized MCM-41 samples were prepared to evaluate the effect of the sulfonic surface group on the esterification reaction. MCM-41 was functionalized via post-synthesis modification using 3-mercaptopropyltrimethoxysilane (MPTS) as silylating agent. The synthesized catalysts were characterized using several techniques. After the functionalization, a decrease in the apparent surface area and pore diameter were observed. The MCM-41/SO3H sample was applied in the esterification reaction of oleic acid (as a FFA model) using two different long-chain alcohols (octanol and 2-ethylhexanol). The catalytic results reveal that sulfonated catalyst showed excellent conversions (~100% mol when using octanol and >93% mol using 2-ethylhexanol) and selectivities to esters (ca. 90%).

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Section: Introductionmentioning

confidence: 99%

Sulfonated MCM-41 as potential catalyst to obtain biolubricants from vegetable oil

Silvestre‐Albero

Maier

Ricardo

et al. 2022

Braz. J. Chem. Eng.

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“…The catalytic activity of the former class of catalysts has been already reported on for some oxidation reactions such as the Baeyer–Villiger oxidation of the dihydroxylation of alkenes and the selective transformation of hydroquinones to benzoquinones . These materials have been also utilized for C─C bond formation processes and for the selective esterification of levulinic acid with primary alcohols …”

Section: Introductionmentioning

confidence: 99%

Kinetic parameter estimation for methanol dehydration to dimethyl ether over sulfonic and polymeric acid catalysts

Barbarossa

Viscardi

Nardo

et al. 2020

J of Chemical Tech & Biotech

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BACKGROUND: The methanol dehydration to dimethyl ether (DME) has received considerable attention in the literature, because of its potential use as a multipurpose fuel. A wide literature of kinetic studies is available for γ-Al 2 O 3 , reference commercial catalyst but only a few authors report a kinetic analysis of attractive and alternative catalysts to γ-Al 2 O 3 in DME production. The aim of this work was to contribute in this direction, by performing a catalytic test focused on the determination of kinetic parameters for methanol dehydration over sulfonic acid catalysts and polymeric materials. RESULTS:The catalytic and kinetic behavior of these materials for the methanol to DME dehydration reaction has been investigated using a fixed bed reactor at total pressure of 1 bar within a temperature range of 50 to 450°C. The sulfonated fluoropolymer (Aquivion) exhibited the highest activity and stability for the dehydration reaction at relatively low temperatures at which the γ-Al 2 O 3 did not display any dehydration activity. The tested catalysts showed good time stability when both methanol and methanol/water mixtures were used as feed reactants. Good agreement was achieved between experimental data and the proposed model. CONCLUSION: The -SO 3 H groups enhanced the surface acidity and the catalytic performances. The sulfonated perfluorinated polymer (Aquivion) was able to catalyze the methanol/DME conversion at temperatures as low as 90°C. The selectivity to DME at lower temperatures was 100%. Apparent activation energy for this reaction was experimentally evaluated to 110 KJ/mol and theoretical calculated to 96 KJ/mol: there was a comparable and good agreement with the experimental data. Scheme 1. Structure of Aquivion (m = 1, 2 and n = 8, 8).www.soci.org V Barbarossa et al.wileyonlinelibrary.com/jctb

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“…Brønsted acids are useful catalysts in various modern organic syntheses owing to their excellent selectivities and reactivities in catalysis 1. However, it is well known that homogeneous Brønsted acids have problems, such as difficulties in their separation from the product, severe equipment corrosion, and environmental pollution 2. In recent years, heterogeneous Brønsted acid catalysts, which can be achieved through the incorporation of sulfonic acid groups on a solid support (e.g., organic polymers, MCM‐41, etc.…”

Section: Introductionmentioning

confidence: 99%

Development of a SO₃H‐Functionalized UiO‐66 Metal–Organic Framework by Postsynthetic Modification and Studies of Its Catalytic Activities

Luan

Zheng

et al. 2014

Eur J Inorg Chem

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A novel metal–organic framework UiO‐66‐NH2‐derived Brønsted acid catalyst was synthesized on a gram scale by employing a postsynthetic modification strategy under mild conditions. The nanomorphology of the catalyst was designed and developed to enhance its catalytic performance. Acetalization and benzimidazole formation were evaluated to demonstrate the high reactivity and selectivity of the nanoscaled UiO‐66‐NH‐RSO3H catalyst, which were found to be comparable to the reactivity and selectivity of the strong homogeneous Brønsted acid catalyst. Furthermore, the UiO‐66‐NH‐RSO3H catalyst was recycled several times without compromising the yield and selectivity.

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Supported sulfonic acids: reusable catalysts for more sustainable oxidative coupling of xanthene-like compounds with nucleophiles

Cited by 28 publications

References 29 publications

Sulfonated MCM-41 as potential catalyst to obtain biolubricants from vegetable oil

Sulfonated MCM-41 as potential catalyst to obtain biolubricants from vegetable oil

Kinetic parameter estimation for methanol dehydration to dimethyl ether over sulfonic and polymeric acid catalysts

Development of a SO₃H‐Functionalized UiO‐66 Metal–Organic Framework by Postsynthetic Modification and Studies of Its Catalytic Activities

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Supported sulfonic acids: reusable catalysts for more sustainable oxidative coupling of xanthene-like compounds with nucleophiles

Cited by 28 publications

References 29 publications

Sulfonated MCM-41 as potential catalyst to obtain biolubricants from vegetable oil

Sulfonated MCM-41 as potential catalyst to obtain biolubricants from vegetable oil

Kinetic parameter estimation for methanol dehydration to dimethyl ether over sulfonic and polymeric acid catalysts

Development of a SO3H‐Functionalized UiO‐66 Metal–Organic Framework by Postsynthetic Modification and Studies of Its Catalytic Activities

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Development of a SO₃H‐Functionalized UiO‐66 Metal–Organic Framework by Postsynthetic Modification and Studies of Its Catalytic Activities