Mesoporous SBA-16/SO3H from waste sugarcane bagasse ash for efficient Biginelli reactions

Sustainable, sulfonated mesoporous SBA-16 catalysts were synthesized from sugarcane bagasse ash (SCBA), an abundant agro-industrial waste from bio-energy production. SBA-16 modification with 3-mercaptopropyltrimethoxysilane (MPTMS) and subsequent oxidation to incorporate sulfonic acid groups, significantly enhanced the textural properties, achieving a surface area of 207 m<sup>2</sup>/g, while trace impurities from SCBA may enhance Lewis acidity. Such features improved catalytic efficiency and sustainability. A green assessment of catalyst synthesis from SCBA using the DOZN™ Green Chemistry Evaluator revealed that the SCBA-based methods are more sustainable than conventional TEOS-based methods. This study represents the first application of sulfonated SBA-16 for Biginelli reactions, yielding 99% for the reaction between benzaldehyde, methyl acetoacetate, and urea (at 105 °C, 7 h, 10 wt% catalyst, in ethanol). Catalysts demonstrated exceptional durability, with negligible loss of activity (~ 98%) over five consecutive cycles, highlighting its suitability for this application. SBA-16 catalysts exhibited broad substrate compatibility, particularly with electron-withdrawing groups across various aldehydes and β-diketones. The Biginelli reactions aligned with green chemistry principles, achieving favorable values for process mass intensity (PMI: 11.86-33.32 g/g), E-factor (10.86-32.32 g/g), solvent intensity (SI: 9.69-14.50 g/g), and water intensity (WI: 3.28-9.36 g/g). The Green Motion sustainability assessment tool score was 75/100. Sulfonated SBA-16 catalysts offer a sustainable alternative to commercial silica, with superior performance, reduced catalyst loading, and minimized environmental impact, underscoring its potential for use in industrial applications.

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Publication Details

Journal
Scientific Reports
Published
2025-05-06
DOI
https://doi.org/10.1038/s41598-025-99670-w
Citations
4
Primary Topic
Mesoporous Materials and Catalysis
Type
article
Field-Weighted Citation Impact
2.07

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article

Mesoporous SBA-16/SO3H from waste sugarcane bagasse ash for efficient Biginelli reactions

Oue‐artorn Limtragool, Andrew J. Hunt, Pakin Noppawan, Kanyarat Saenthornsin
4 citations
Scientific Reports
Mesoporous Materials and Catalysis
2.07
article

Mesoporous SBA-16/SO3H from waste sugarcane bagasse ash for efficient Biginelli reactions

Oue‐artorn Limtragool, Andrew J. Hunt, Pakin Noppawan, Kanyarat Saenthornsin
article en
4 citations

Abstract

Sustainable, sulfonated mesoporous SBA-16 catalysts were synthesized from sugarcane bagasse ash (SCBA), an abundant agro-industrial waste from bio-energy production. SBA-16 modification with 3-mercaptopropyltrimethoxysilane (MPTMS) and subsequent oxidation to incorporate sulfonic acid groups, significantly enhanced the textural properties, achieving a surface area of 207 m<sup>2</sup>/g, while trace impurities from SCBA may enhance Lewis acidity. Such features improved catalytic efficiency and sustainability. A green assessment of catalyst synthesis from SCBA using the DOZN™ Green Chemistry Evaluator revealed that the SCBA-based methods are more sustainable than conventional TEOS-based methods. This study represents the first application of sulfonated SBA-16 for Biginelli reactions, yielding 99% for the reaction between benzaldehyde, methyl acetoacetate, and urea (at 105 °C, 7 h, 10 wt% catalyst, in ethanol). Catalysts demonstrated exceptional durability, with negligible loss of activity (~ 98%) over five consecutive cycles, highlighting its suitability for this application. SBA-16 catalysts exhibited broad substrate compatibility, particularly with electron-withdrawing groups across various aldehydes and β-diketones. The Biginelli reactions aligned with green chemistry principles, achieving favorable values for process mass intensity (PMI: 11.86-33.32 g/g), E-factor (10.86-32.32 g/g), solvent intensity (SI: 9.69-14.50 g/g), and water intensity (WI: 3.28-9.36 g/g). The Green Motion sustainability assessment tool score was 75/100. Sulfonated SBA-16 catalysts offer a sustainable alternative to commercial silica, with superior performance, reduced catalyst loading, and minimized environmental impact, underscoring its potential for use in industrial applications.

Scientific ReportsVol. 15(1)
Mahasarakham University (TH), Khon Kaen University (TH)
National Research Council of Thailand, Mahasarakham University, Office of the Higher Education Commission, Center of Excellence for Innovation in Chemistry
Openalex Percentile: Top 14%
Mesoporous Materials and Catalysis
2.07
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