A pathway to cyclic carbonates: Cycloaddition of carbon dioxide to epoxidized methyl oleate on grafted heterogeneous catalysts
The conversion of CO2 into value-added cyclic carbonates via cycloaddition to bio-derived epoxides presents a sustainable approach for CO2 utilization. However, the production of cyclic carbonates from bio-sources such as epoxidized vegetable oils (EVOs) have significant challenges due to the low re...
Saved in:
| Main Authors: | , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Elsevier
2025-01-01
|
| Series: | Journal of CO2 Utilization |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S2212982024003408 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1841544004119822336 |
|---|---|
| author | Wander Y. Perez-Sena Fabrizio Ciccarelli Kari Eränen Martino Di Serio Vincenzo Russo Tapio Salmi |
| author_facet | Wander Y. Perez-Sena Fabrizio Ciccarelli Kari Eränen Martino Di Serio Vincenzo Russo Tapio Salmi |
| author_sort | Wander Y. Perez-Sena |
| collection | DOAJ |
| description | The conversion of CO2 into value-added cyclic carbonates via cycloaddition to bio-derived epoxides presents a sustainable approach for CO2 utilization. However, the production of cyclic carbonates from bio-sources such as epoxidized vegetable oils (EVOs) have significant challenges due to the low reactivity of CO2 and the steric hindrance of internal epoxides in these bulky substrates. Consequently, the majority of systems for CO2 fixation to bio-based epoxides rely on homogeneous catalysis. This study investigated the conversion of epoxidized methyl oleate, a model compound for EVOs, into its corresponding cyclic carbonate using heterogeneous 4-pyrrolidinopyridine-based catalysts. The influence of various catalytic parameters, such as the halide counter anions (Cl, Br, I) and incorporated metal Lewis acid centra, was explored within the catalyst. Among the halide counter anions, bromide exhibited a superior performance, achieving 65 % conversion and 59 % cyclic carbonate yield by the end of the experiment, while the effect of various metal centra was less pronounced, with an overall improvement in the cyclic carbonate yield of less than 10 % compared to the metal-free catalyst. A comprehensive study of reaction parameters, including the temperature (100–170°C), the CO2 pressure (20–40 bar), and the catalyst loading (2.9–10.7 wt%), was conducted in a laboratory-scale autoclave reactor to elucidate the behavior of the reaction system. |
| format | Article |
| id | doaj-art-9259d5a6f76d4f43849cd84148881a53 |
| institution | Kabale University |
| issn | 2212-9839 |
| language | English |
| publishDate | 2025-01-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Journal of CO2 Utilization |
| spelling | doaj-art-9259d5a6f76d4f43849cd84148881a532025-01-13T04:18:51ZengElsevierJournal of CO2 Utilization2212-98392025-01-0191103005A pathway to cyclic carbonates: Cycloaddition of carbon dioxide to epoxidized methyl oleate on grafted heterogeneous catalystsWander Y. Perez-Sena0Fabrizio Ciccarelli1Kari Eränen2Martino Di Serio3Vincenzo Russo4Tapio Salmi5Åbo Akademi University, Laboratory of Industrial Chemistry and Reaction Engineering (TKR), Turku FI-20500, Finland; Corresponding author.Åbo Akademi University, Laboratory of Industrial Chemistry and Reaction Engineering (TKR), Turku FI-20500, Finland; Università di Napoli ‘Federico II’, Chemical Sciences Department, Napoli IT-80126, ItalyÅbo Akademi University, Laboratory of Industrial Chemistry and Reaction Engineering (TKR), Turku FI-20500, FinlandUniversità di Napoli ‘Federico II’, Chemical Sciences Department, Napoli IT-80126, ItalyÅbo Akademi University, Laboratory of Industrial Chemistry and Reaction Engineering (TKR), Turku FI-20500, Finland; Università di Napoli ‘Federico II’, Chemical Sciences Department, Napoli IT-80126, ItalyÅbo Akademi University, Laboratory of Industrial Chemistry and Reaction Engineering (TKR), Turku FI-20500, Finland; Università di Napoli ‘Federico II’, Chemical Sciences Department, Napoli IT-80126, Italy; Corresponding author at: Åbo Akademi University, Laboratory of Industrial Chemistry and Reaction Engineering (TKR), Turku FI-20500, Finland.The conversion of CO2 into value-added cyclic carbonates via cycloaddition to bio-derived epoxides presents a sustainable approach for CO2 utilization. However, the production of cyclic carbonates from bio-sources such as epoxidized vegetable oils (EVOs) have significant challenges due to the low reactivity of CO2 and the steric hindrance of internal epoxides in these bulky substrates. Consequently, the majority of systems for CO2 fixation to bio-based epoxides rely on homogeneous catalysis. This study investigated the conversion of epoxidized methyl oleate, a model compound for EVOs, into its corresponding cyclic carbonate using heterogeneous 4-pyrrolidinopyridine-based catalysts. The influence of various catalytic parameters, such as the halide counter anions (Cl, Br, I) and incorporated metal Lewis acid centra, was explored within the catalyst. Among the halide counter anions, bromide exhibited a superior performance, achieving 65 % conversion and 59 % cyclic carbonate yield by the end of the experiment, while the effect of various metal centra was less pronounced, with an overall improvement in the cyclic carbonate yield of less than 10 % compared to the metal-free catalyst. A comprehensive study of reaction parameters, including the temperature (100–170°C), the CO2 pressure (20–40 bar), and the catalyst loading (2.9–10.7 wt%), was conducted in a laboratory-scale autoclave reactor to elucidate the behavior of the reaction system.http://www.sciencedirect.com/science/article/pii/S2212982024003408Carbon dioxide cycloadditionCyclic carbonateVegetable oilHeterogeneous catalystKineticsThree-phase reactor |
| spellingShingle | Wander Y. Perez-Sena Fabrizio Ciccarelli Kari Eränen Martino Di Serio Vincenzo Russo Tapio Salmi A pathway to cyclic carbonates: Cycloaddition of carbon dioxide to epoxidized methyl oleate on grafted heterogeneous catalysts Journal of CO2 Utilization Carbon dioxide cycloaddition Cyclic carbonate Vegetable oil Heterogeneous catalyst Kinetics Three-phase reactor |
| title | A pathway to cyclic carbonates: Cycloaddition of carbon dioxide to epoxidized methyl oleate on grafted heterogeneous catalysts |
| title_full | A pathway to cyclic carbonates: Cycloaddition of carbon dioxide to epoxidized methyl oleate on grafted heterogeneous catalysts |
| title_fullStr | A pathway to cyclic carbonates: Cycloaddition of carbon dioxide to epoxidized methyl oleate on grafted heterogeneous catalysts |
| title_full_unstemmed | A pathway to cyclic carbonates: Cycloaddition of carbon dioxide to epoxidized methyl oleate on grafted heterogeneous catalysts |
| title_short | A pathway to cyclic carbonates: Cycloaddition of carbon dioxide to epoxidized methyl oleate on grafted heterogeneous catalysts |
| title_sort | pathway to cyclic carbonates cycloaddition of carbon dioxide to epoxidized methyl oleate on grafted heterogeneous catalysts |
| topic | Carbon dioxide cycloaddition Cyclic carbonate Vegetable oil Heterogeneous catalyst Kinetics Three-phase reactor |
| url | http://www.sciencedirect.com/science/article/pii/S2212982024003408 |
| work_keys_str_mv | AT wanderyperezsena apathwaytocycliccarbonatescycloadditionofcarbondioxidetoepoxidizedmethyloleateongraftedheterogeneouscatalysts AT fabriziociccarelli apathwaytocycliccarbonatescycloadditionofcarbondioxidetoepoxidizedmethyloleateongraftedheterogeneouscatalysts AT karieranen apathwaytocycliccarbonatescycloadditionofcarbondioxidetoepoxidizedmethyloleateongraftedheterogeneouscatalysts AT martinodiserio apathwaytocycliccarbonatescycloadditionofcarbondioxidetoepoxidizedmethyloleateongraftedheterogeneouscatalysts AT vincenzorusso apathwaytocycliccarbonatescycloadditionofcarbondioxidetoepoxidizedmethyloleateongraftedheterogeneouscatalysts AT tapiosalmi apathwaytocycliccarbonatescycloadditionofcarbondioxidetoepoxidizedmethyloleateongraftedheterogeneouscatalysts AT wanderyperezsena pathwaytocycliccarbonatescycloadditionofcarbondioxidetoepoxidizedmethyloleateongraftedheterogeneouscatalysts AT fabriziociccarelli pathwaytocycliccarbonatescycloadditionofcarbondioxidetoepoxidizedmethyloleateongraftedheterogeneouscatalysts AT karieranen pathwaytocycliccarbonatescycloadditionofcarbondioxidetoepoxidizedmethyloleateongraftedheterogeneouscatalysts AT martinodiserio pathwaytocycliccarbonatescycloadditionofcarbondioxidetoepoxidizedmethyloleateongraftedheterogeneouscatalysts AT vincenzorusso pathwaytocycliccarbonatescycloadditionofcarbondioxidetoepoxidizedmethyloleateongraftedheterogeneouscatalysts AT tapiosalmi pathwaytocycliccarbonatescycloadditionofcarbondioxidetoepoxidizedmethyloleateongraftedheterogeneouscatalysts |