Exploring the potential of nanosized oxides of zinc and tin as recyclable catalytic components for the synthesis of cyclic organic carbonates under atmospheric CO2 pressure

Saengsaen, Sawarin; Gobbo, Silvano Del; D’Elia, Valerio

doi:10.1016/j.cherd.2023.02.006

Cited by 14 publications

(5 citation statements)

References 119 publications

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“…10,11 Cyclic carbonate compounds find extensive use in various eminent fields, serving as components of surfactants/emulsifiers, solvents, electrolytes, and are predominantly applicable in pharmaceuticals, agrochemicals, Li-ion batteries, cosmetics, and more. [12][13][14] Till today, for cyclic carbonates synthesis, few efficient non-recyclable and recyclable catalysts were reported, such as DBU, 15 ILs, 16 ligand-based catalysts, 17 organocatalysts, 18 metal complexes, 19,20 metal/mixed metal oxides, 21,22 covalent organic frameworks (COFs), 23 metal organic frameworks (MOFs), 1 porous organic polymers (POPs), 8,24 silica-based oxides, 25 carbon-supported oxides, 26,27 and so on. However, earlier reported catalysts are suffering from a few drawbacks, such as a tedious catalyst synthesis procedure, use of hazardous chemicals, a long reaction time, less stability, less catalytic activity, harsh reaction conditions, recovery, and recyclability.…”

Section: Introductionmentioning

confidence: 99%

Efficient Selective Catalytic Fixation of CO₂ into Epoxide to Form Cyclic Carbonates Using Sodium Aluminate Engineered Gamma Alumina Catalyst

Dhanusha,

Srinivasappa,

Alla

et al. 2024

Applied Organom Chemis

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The anthropogenic carbon dioxide (CO2) fixation and various engineering strategies are gaining very significant attention because of the expansion of the net‐zero carbon environment in the atmosphere. Herein, we designed a sodium aluminate@γ‐alumina (NaAlO2@γ‐Al2O3) catalyst by a simple and facile precipitation and impregnation tactics. A series of different weight percentage NaAlO2@γ‐Al2O3 materials were successfully synthesized and well characterized by using advanced analytical and spectroscopic techniques such as TGA, XRD, FE‐SEM, TEM/HR‐TEM, FT‐IR, Raman, TPD, and XPS analysis. The NaAlO2@γ‐Al2O3 catalyst was employed as a competent catalyst for the CO2 fixation under atmospheric pressure reaction conditions. The catalytic activity results evidently revealed that the cycloaddition reaction successfully achieved 94% styrene oxide conversion and 93% selectivity, along with an 87% yield of the styrene carbonate at 120 °C for 6 h. Furthermore, we comprehensively examined the effect of different reaction parameters such as the effect of sodium aluminate amount, co‐catalyst amount, temperature, and time for CO2 fixation reaction. Additionally, different terminal and internal epoxides were tested under optimized reaction conditions and achieved moderate to excellent yield of the desired cyclic carbonate products. Interestingly, a plausible reaction mechanism was proposed for the styrene carbonate synthesis using NaAlO2@γ‐Al2O3 catalyst surface with the support of characterization and experimental results. Remarkably, the NaAlO2@γ‐Al2O3 catalyst could be easily recoverable and successfully recyclable up to six consecutive cycles without declining its initial catalytic activity along with stable structural and physicochemical properties.

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Section: Introductionmentioning

confidence: 99%

Efficient Selective Catalytic Fixation of CO₂ into Epoxide to Form Cyclic Carbonates Using Sodium Aluminate Engineered Gamma Alumina Catalyst

Dhanusha,

Srinivasappa,

Alla

et al. 2024

Applied Organom Chemis

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“…Moreover, HBDs are often simple organic molecules [63,64,75,76], that, unlike most metal organic complexes and frameworks [77,78], do not require the synthesis of sophisticated ligand systems. Readily available HBD materials [79][80][81], and even biobased HBDs [46,82,83], have been reported for the synthesis of cyclic carbonates under atmospheric pressure in the presence of a very small amount (≤0.5 mol%) of homogeneous nucleophilic additives. Organocatalysts are also typically moisture-resilient as they do not undergo the typical water-induced degradation processes of metal-based compounds [84].…”

Section: Introductionmentioning

confidence: 99%

Catalytic Strategies for the Cycloaddition of CO2 to Epoxides in Aqueous Media to Enhance the Activity and Recyclability of Molecular Organocatalysts

Tangyen,

Natongchai,

D’Elia

2024

Molecules

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The cycloaddition of CO2 to epoxides to afford versatile and useful cyclic carbonate compounds is a highly investigated method for the nonreductive upcycling of CO2. One of the main focuses of the current research in this area is the discovery of readily available, sustainable, and inexpensive catalysts, and of catalytic methodologies that allow their seamless solvent-free recycling. Water, often regarded as an undesirable pollutant in the cycloaddition process, is progressively emerging as a helpful reaction component. On the one hand, it serves as an inexpensive hydrogen bond donor (HBD) to enhance the performance of ionic compounds; on the other hand, aqueous media allow the development of diverse catalytic protocols that can boost catalytic performance or ease the recycling of molecular catalysts. An overview of the advances in the use of aqueous and biphasic aqueous systems for the cycloaddition of CO2 to epoxides is provided in this work along with recommendations for possible future developments.

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“…Among the desired CO 2 conversion products, cyclic carbonates have received great attention due to their high commercial value. [19][20][21][22][23][24] The chemical reaction, known as CO 2 fixation into epoxides, involves three main steps: 1) epoxide ring activation and opening; 2) CO 2 insertion and 3) ring closure and release of the product. [25][26][27] However, for each of these steps to take place, a catalyst needs to be added to the reaction system.…”

Section: Introductionmentioning

confidence: 99%

Carbon Dioxide Cycloaddition to Epoxides Promoted by Nicotinamidium Halide Catalysts: A DFT Investigation

Butera

2023

ChemPlusChem

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The utilization of CO2 as building block for the production of cyclic carbonate is a promising route to simultaneously mitigate the global warming issue and obtain valuable commercial chemicals. In this work, the activity of nicotinamidium halide catalysts towards the CO2 conversion into cyclic carbonate has been explored by means of density functional theory (DFT) calculations. DFT calculations support the ability, suggested experimentally, of the pyridium α‐C−H proton of the catalysts to activate the epoxide ring via a hydrogen bond. Interestingly, DFT calculations underline the involvement of the n‐octyl substituent of the pyridyl ring in the epoxide activation, while the hydrogen atom of the amide group N−H is rather involved in the stabilization of the iodide trough electrostatic interactions. Moreover, the replacement of the pyridium α‐C−H proton with the bulkier methyl group leads to a different reaction mechanism. The calculated energy barriers well reproduce the experimental trends of the studied catalysts, and the computed activation barrier of 29.0 kcal/mol, relative to the ring opening step of the most active catalyst, is in line with the experimental working temperature of 80 °C. Those results shed light on the CO2 fixation reaction contributing to the development of more efficient catalytic systems.

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Exploring the potential of nanosized oxides of zinc and tin as recyclable catalytic components for the synthesis of cyclic organic carbonates under atmospheric CO2 pressure

Cited by 14 publications

References 119 publications

Efficient Selective Catalytic Fixation of CO₂ into Epoxide to Form Cyclic Carbonates Using Sodium Aluminate Engineered Gamma Alumina Catalyst

Efficient Selective Catalytic Fixation of CO₂ into Epoxide to Form Cyclic Carbonates Using Sodium Aluminate Engineered Gamma Alumina Catalyst

Catalytic Strategies for the Cycloaddition of CO2 to Epoxides in Aqueous Media to Enhance the Activity and Recyclability of Molecular Organocatalysts

Carbon Dioxide Cycloaddition to Epoxides Promoted by Nicotinamidium Halide Catalysts: A DFT Investigation

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Exploring the potential of nanosized oxides of zinc and tin as recyclable catalytic components for the synthesis of cyclic organic carbonates under atmospheric CO2 pressure

Cited by 14 publications

References 119 publications

Efficient Selective Catalytic Fixation of CO2 into Epoxide to Form Cyclic Carbonates Using Sodium Aluminate Engineered Gamma Alumina Catalyst

Efficient Selective Catalytic Fixation of CO2 into Epoxide to Form Cyclic Carbonates Using Sodium Aluminate Engineered Gamma Alumina Catalyst

Catalytic Strategies for the Cycloaddition of CO2 to Epoxides in Aqueous Media to Enhance the Activity and Recyclability of Molecular Organocatalysts

Carbon Dioxide Cycloaddition to Epoxides Promoted by Nicotinamidium Halide Catalysts: A DFT Investigation

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Efficient Selective Catalytic Fixation of CO₂ into Epoxide to Form Cyclic Carbonates Using Sodium Aluminate Engineered Gamma Alumina Catalyst

Efficient Selective Catalytic Fixation of CO₂ into Epoxide to Form Cyclic Carbonates Using Sodium Aluminate Engineered Gamma Alumina Catalyst