Remarkable catalytic activity of a sulfonated mesoporous polymer (MP-SO<sub>3</sub>H) for the synthesis of solketal at room temperature

Churipard, Sathyapal R.; Manjunathan, Pandian; Chandra, Prakash; Shanbhag, Ganapati V.; Ravishankar, Raman; Rao, Peddy V.C.; Ganesh, Gandham Sri; Halgeri, A. B.; Maradur, Sanjeev P.

doi:10.1039/c7nj00211d

Cited by 55 publications

(29 citation statements)

References 41 publications

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“… a From BJH method, b taken from reference 53 , c measured by acid–base titration, d av = average pore diameter from BET. …”

Section: Resultsmentioning

confidence: 99%

“…The acidity present in MP-SO 3 H-X and Amberlyst-15 is measured by acid–base titration. The acidity values of sulfated zirconia, and HBEA are taken from the literature (Table S2 ) 53 . The CHNS elemental analysis of the polymeric catalysts has been performed to quantify sulfur content in the catalyst and compared it with the acidity values obtained from titrations.…”

Section: Resultsmentioning

confidence: 99%

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Solid acid catalyzed carboxymethylation of bio-derived alcohols: an efficient process for the synthesis of alkyl methyl carbonates

Kanakikodi

Churipard

Halgeri

et al. 2020

Sci Rep

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Acid catalyzed carboxymethylation of alcohols is an emerging organic transformation that has grabbed the attention of scientific community in recent years. In the present study, sulfonated mesoporous polymer (MP-SO 3 H) is presented as a highly active solid acid catalyst to convert a wide range of alcohols into alkyl methyl carbonates. The remarkable catalytic activity of MP-SO 3 H is comparable to that of reported homogeneous acid catalysts. A good correlation was established between the catalytic activity and textural properties of the material. An exceptional catalytic activity of MP-SO 3 H was observed for DMC mediated carboxymethylation of bio-derived alcohols which is unmatchable to conventional resins and zeolites. This superior activity of MP-SO 3 H is ascribed to its intrinsic mesoporosity, high acid strength and uniform coverage of surface area by active sites. The catalyst is recyclable, resistant towards leaching and can be used in successive runs without losing the original activity. To the best of our knowledge, MP-SO 3 H is the first solid acid catalyst to exemplify highest activity for the synthesis of different alkyl methyl carbonates using DMC. The protocol developed herein opens up new avenues to transform wide range of bio-alcohols into useful organic carbonates in the future.

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“… a From BJH method, b taken from reference 53 , c measured by acid–base titration, d av = average pore diameter from BET. …”

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Solid acid catalyzed carboxymethylation of bio-derived alcohols: an efficient process for the synthesis of alkyl methyl carbonates

Kanakikodi

Churipard

Halgeri

et al. 2020

Sci Rep

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“…Note: glycerol to the second reactant ratio was presented as molar ratio. The MP-SO3H catalyst performed better than other conventional solid acid catalysts [46] Glycerol and acetone Zr-TUD-1…”

Section: Glycerol and Acetonementioning

confidence: 92%

“…Numerous references reported that mesoporous silica catalysts have the advantage of high stability in the conversion of glycerol to solketal, resulting in products with a relatively large percentage of conversion (95%) and selectivity to solketal (98%) [37,[42][43][44][45][46]. The mesoporous structure with an activated surface by sulfonic acid might be applied efficiently for the conversion of glycerol to fuel additive [37,43,47].…”

Section: Glycerol-to-solketal Over Mesoporous Silicamentioning

confidence: 99%

Glycerol to Solketal for Fuel Additive: Recent Progress in Heterogeneous Catalysts

et al. 2019

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Biodiesel has been successfully commercialized in numerous countries. Glycerol, as a byproduct in biodiesel production plant, has been explored recently for fuel additive production. One of the most prospective fuel additives is solketal, which is produced from glycerol and acetone via an acetalization reaction. This manuscript reviewed recent progress on heterogeneous catalysts used in the exploratory stage of glycerol conversion to solketal. The effects of acidity strength, hydrophobicity, confinement effect, and others are discussed to find the most critical parameters to design better catalysts for solketal production. Among the heterogeneous catalysts, resins, hierarchical zeolites, mesoporous silica materials, and clays have been explored as effective catalysts for acetalization of glycerol. Challenges with each popular catalytic material are elaborated. Future works on glycerol to solketal will be improved by considering the stability of the catalysts in the presence of water as a byproduct. The presence of water and salt in the feed is certainly destructive to the activity and the stability of the catalysts.

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“…The pore diameters can be tailored and the organic frameworks can be functionalized through co-polymerization and/or post-synthesis organic reactions. [54][55][56][57][58][59] The hydrophobicity-hydrophilicity in the material can be easily tuned by varying the composition of monomers or by post-synthetic modications. The effect of substrate wettability on catalytic activity is an important aspect that is overlooked for a long time in heterogeneous catalysis.…”

Section: Introductionmentioning

confidence: 99%

Polyoxotungstate ([PW₁₁O₃₉]⁷⁻) immobilized on mesoporous polymer for selective liquid-phase oxidation of alcohols using H₂O₂

Churipard

Kanakikodi

Choudhuri³

et al. 2020

RSC Adv.

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Remarkable catalytic activity of a sulfonated mesoporous polymer (MP-SO₃H) for the synthesis of solketal at room temperature

Abstract: A sulfonic acid-functionalized mesoporous polymer (MP-SO3H) catalyst was prepared via post-synthetic modification of mesoporous polydivinylbenzene.

Cited by 55 publications

References 41 publications

Solid acid catalyzed carboxymethylation of bio-derived alcohols: an efficient process for the synthesis of alkyl methyl carbonates

Solid acid catalyzed carboxymethylation of bio-derived alcohols: an efficient process for the synthesis of alkyl methyl carbonates

Glycerol to Solketal for Fuel Additive: Recent Progress in Heterogeneous Catalysts

Polyoxotungstate ([PW₁₁O₃₉]⁷⁻) immobilized on mesoporous polymer for selective liquid-phase oxidation of alcohols using H₂O₂

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Remarkable catalytic activity of a sulfonated mesoporous polymer (MP-SO3H) for the synthesis of solketal at room temperature

Abstract: A sulfonic acid-functionalized mesoporous polymer (MP-SO3H) catalyst was prepared via post-synthetic modification of mesoporous polydivinylbenzene.

Cited by 55 publications

References 41 publications

Solid acid catalyzed carboxymethylation of bio-derived alcohols: an efficient process for the synthesis of alkyl methyl carbonates

Solid acid catalyzed carboxymethylation of bio-derived alcohols: an efficient process for the synthesis of alkyl methyl carbonates

Glycerol to Solketal for Fuel Additive: Recent Progress in Heterogeneous Catalysts

Polyoxotungstate ([PW11O39]7−) immobilized on mesoporous polymer for selective liquid-phase oxidation of alcohols using H2O2

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Remarkable catalytic activity of a sulfonated mesoporous polymer (MP-SO₃H) for the synthesis of solketal at room temperature

Polyoxotungstate ([PW₁₁O₃₉]⁷⁻) immobilized on mesoporous polymer for selective liquid-phase oxidation of alcohols using H₂O₂