Selective synthesis of renewable bio-jet fuel precursors from furfural and 2-butanone via heterogeneously catalyzed aldol condensation
This study aims to synthesize α,β-unsaturated carbonyl compounds with branched structures via aldol condensation of furfural and 2-butanone using magnesium–aluminum (MgAl) mixed oxides as heterogeneous acid–base catalysts. Regarding the molecular structure of 2-butanone, there are two possible enola...
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| Format: | Article |
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Multidisciplinary Digital Publishing Institute
2023
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| author | Chottiratanachote, Atikhun Suttipong, Manaswee Rashid, Umer Parasuk, Vudhichai Kondo, Junko Nomura Yokoi, Toshiyuki Alsalme, Ali Ngamcharussrivichai, Chawalit |
| author_facet | Chottiratanachote, Atikhun Suttipong, Manaswee Rashid, Umer Parasuk, Vudhichai Kondo, Junko Nomura Yokoi, Toshiyuki Alsalme, Ali Ngamcharussrivichai, Chawalit |
| author_sort | Chottiratanachote, Atikhun |
| collection | UPM |
| description | This study aims to synthesize α,β-unsaturated carbonyl compounds with branched structures via aldol condensation of furfural and 2-butanone using magnesium–aluminum (MgAl) mixed oxides as heterogeneous acid–base catalysts. Regarding the molecular structure of 2-butanone, there are two possible enolate ions generated by subtracting the α-hydrogen atoms at the methyl or methylene groups of 2-butanone. The branched-chain C9 products, derived from the methylene enolate ion, can be applied as bio-jet fuel precursors. The most suitable catalyst, contributing the highest furfural conversion (63%) and selectivity of the branched-chain C9 products (77%), is LDO3, the mixed oxides with 3:1 Mg:Al atomic ratio, with a high surface area and a large number of medium basic sites. The suitable reaction conditions to produce the branched-chain C9 ketones are 1:5 furfural:2-butanone molar ratio, 5 wt.% catalyst loading, 120 °C reaction temperature, and 8 h reaction time. Additionally, this study investigates the adsorption of 2-butanone onto a mixed oxide using in situ Fourier transform infrared spectroscopy; the results of which suggest that the methylene enolate of 2-butanone is the likely dominant surface intermediate at elevated temperatures. Accordingly, the calculation, based on density functional theory, indicates that the methylene enolate ion of 2-butanone is the kinetically favorable intermediate on an MgO(100) as a model oxide surface. |
| first_indexed | 2024-09-25T03:41:48Z |
| format | Article |
| id | upm.eprints-109273 |
| institution | Universiti Putra Malaysia |
| last_indexed | 2024-09-25T03:41:48Z |
| publishDate | 2023 |
| publisher | Multidisciplinary Digital Publishing Institute |
| record_format | dspace |
| spelling | upm.eprints-1092732024-08-19T04:03:59Z http://psasir.upm.edu.my/id/eprint/109273/ Selective synthesis of renewable bio-jet fuel precursors from furfural and 2-butanone via heterogeneously catalyzed aldol condensation Chottiratanachote, Atikhun Suttipong, Manaswee Rashid, Umer Parasuk, Vudhichai Kondo, Junko Nomura Yokoi, Toshiyuki Alsalme, Ali Ngamcharussrivichai, Chawalit This study aims to synthesize α,β-unsaturated carbonyl compounds with branched structures via aldol condensation of furfural and 2-butanone using magnesium–aluminum (MgAl) mixed oxides as heterogeneous acid–base catalysts. Regarding the molecular structure of 2-butanone, there are two possible enolate ions generated by subtracting the α-hydrogen atoms at the methyl or methylene groups of 2-butanone. The branched-chain C9 products, derived from the methylene enolate ion, can be applied as bio-jet fuel precursors. The most suitable catalyst, contributing the highest furfural conversion (63%) and selectivity of the branched-chain C9 products (77%), is LDO3, the mixed oxides with 3:1 Mg:Al atomic ratio, with a high surface area and a large number of medium basic sites. The suitable reaction conditions to produce the branched-chain C9 ketones are 1:5 furfural:2-butanone molar ratio, 5 wt.% catalyst loading, 120 °C reaction temperature, and 8 h reaction time. Additionally, this study investigates the adsorption of 2-butanone onto a mixed oxide using in situ Fourier transform infrared spectroscopy; the results of which suggest that the methylene enolate of 2-butanone is the likely dominant surface intermediate at elevated temperatures. Accordingly, the calculation, based on density functional theory, indicates that the methylene enolate ion of 2-butanone is the kinetically favorable intermediate on an MgO(100) as a model oxide surface. Multidisciplinary Digital Publishing Institute 2023-02 Article PeerReviewed Chottiratanachote, Atikhun and Suttipong, Manaswee and Rashid, Umer and Parasuk, Vudhichai and Kondo, Junko Nomura and Yokoi, Toshiyuki and Alsalme, Ali and Ngamcharussrivichai, Chawalit (2023) Selective synthesis of renewable bio-jet fuel precursors from furfural and 2-butanone via heterogeneously catalyzed aldol condensation. Catalysts, 13 (2). art. no. 242. pp. 1-18. ISSN 2073-4344 https://www.mdpi.com/2073-4344/13/2/242 10.3390/catal13020242 |
| spellingShingle | Chottiratanachote, Atikhun Suttipong, Manaswee Rashid, Umer Parasuk, Vudhichai Kondo, Junko Nomura Yokoi, Toshiyuki Alsalme, Ali Ngamcharussrivichai, Chawalit Selective synthesis of renewable bio-jet fuel precursors from furfural and 2-butanone via heterogeneously catalyzed aldol condensation |
| title | Selective synthesis of renewable bio-jet fuel precursors from furfural and 2-butanone via heterogeneously catalyzed aldol condensation |
| title_full | Selective synthesis of renewable bio-jet fuel precursors from furfural and 2-butanone via heterogeneously catalyzed aldol condensation |
| title_fullStr | Selective synthesis of renewable bio-jet fuel precursors from furfural and 2-butanone via heterogeneously catalyzed aldol condensation |
| title_full_unstemmed | Selective synthesis of renewable bio-jet fuel precursors from furfural and 2-butanone via heterogeneously catalyzed aldol condensation |
| title_short | Selective synthesis of renewable bio-jet fuel precursors from furfural and 2-butanone via heterogeneously catalyzed aldol condensation |
| title_sort | selective synthesis of renewable bio jet fuel precursors from furfural and 2 butanone via heterogeneously catalyzed aldol condensation |
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