Efficient synthesis of cyclic carbonate from carbon dioxide using polymer anchored diol functionalized ionic liquids as a highly active heterogeneous catalyst

Watile, Rahul A.; Deshmukh, Krishna M.; Dhake, Kishor P.; Bhanage, Bhalchandra M.

doi:10.1039/c2cy00458e

Cited by 134 publications

(66 citation statements)

References 51 publications

(6 reference statements)

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“…Treatment of biochar and carbon‐based materials with nitric acid (HNO 3 ) is known to greatly increase the content of oxygenated groups on their surface, introducing more hydroxyl and carboxyl groups. These functional groups are important structural motifs in catalysts for the reaction chosen herein . However, the use of oxidized biochar to remove pollutants is the only application studied to date .…”

Section: Introductionmentioning

confidence: 99%

Oxidized Biochar as a Simple, Renewable Catalyst for the Production of Cyclic Carbonates from Carbon Dioxide and Epoxides

et al. 2019

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Hard‐ and softwood residues (from birch and pine respectively) of forestry, pulp, and paper industries (e. g. sawdust, branches) were used to prepare biochar, which was then oxidized using nitric acid to produce catalytic carboxylic acid functionalized biochar. This oxidized biochar, ox–bc, in the presence of a co‐catalyst, showed excellent catalytic activity towards the cycloaddition reaction between CO2 and epoxides using mild conditions (CO2 pressure, 10 bar). No differences in catalytic activity were seen between the two types of oxidized biochar despite the hardwood ox–bc having a significantly higher surface area. The catalysts function through activation of the epoxide reagent via hydrogen‐bonding with carboxylic acid groups on the surface. The number of surface acid groups was reduced by reaction with 3‐aminopropyltriethoxysilane and the resulting material was inactive in the reactions studied. The ox–bc catalysts are sustainable, economic, and renewable alternatives for currently used heterogeneous systems and are also the first carbon‐based materials derived from biomass to exhibit good recyclability (over five runs) with a broad substrate scope for the production of cyclic carbonates from epoxides and CO2.

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Section: Introductionmentioning

confidence: 99%

Oxidized Biochar as a Simple, Renewable Catalyst for the Production of Cyclic Carbonates from Carbon Dioxide and Epoxides

et al. 2019

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“…Among the various pathways 25 explored to transform CO 2 , in terms of green chemistry and atomic economy, the cycloaddition of CO 2 with epoxides to fivemembered cyclic carbonates has been regarded as the most promising process 6, 7 . Among these candidates, ionic liquids (ILs) have been reported as the most efficient catalysts for the reactions 17,18 . Among these candidates, ionic liquids (ILs) have been reported as the most efficient catalysts for the reactions 17,18 .…”

Section: Introductionmentioning

confidence: 99%

“…Such products are industrially important and widely used as polar solvents, electrolyte components in 30 lithium ion batteries, and monomers for manufacturing polycarbonates 8 , etc. Up to now, a wide range of catalytic systems have been developed for the cycloaddition reactions of CO 2 to cyclic carbonates, including alkali metal halides 7,9 , quaternary 35 ammonium and phosphonium salts [10][11][12] , ion-exchange resins 13,14 , metal-salen complexes 15,16 , etc. Unfortunately, due to their inherently homogeneous nature, the crucial disadvantage in the 40 use of such ILs lies in the difficulty in product separation as well as catalyst recovery 17,19,20 . Unfortunately, due to their inherently homogeneous nature, the crucial disadvantage in the 40 use of such ILs lies in the difficulty in product separation as well as catalyst recovery 17,19,20 .…”

Section: Introductionmentioning

confidence: 99%

Graphene oxide immobilized with ionic liquids: facile preparation and efficient catalysis for solvent-free cycloaddition of CO₂to propylene carbonate

et al. 2015

RSC Adv.

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Functionalized imidazolium-based ionic liquids (ILs) with different halides (Cl, Br, and I) were successfully immobilized on the surface of graphene oxide materials by one step through covalent condensation between alcoholic hydroxyl groups of GO and alkoxyl groups of functionalized ILs. Several characterization including TG, Raman, AFM, FT-IR, and XPS techniques have been applied to 10 characterize the physicochemical properties of the synthesized GO-[SmIm]X materials. In the solventfree cycloaddition reactions of CO 2 to propylene oxide, GO-[SmIm]I showed remarkably catalytic activity, affording a maximum yield of propylene carbonate as ca. 96%. The heterogeneous catalyst could be reused for at least four runs without any significant loss in activity, and demonstrated versatile catalysis for a wide range of substrates. A possible catalytic mechanism has been proposed, wherein 15 epoxides were activated by the oxygen-containing groups of GO and the halide anions of the grafted ILs acted as key active species for the catalytic cycloaddition reactions. 75 Graphical AbstractGraphene oxides were grafted with functionalized ionic liquid and showed high catalytic activity in cycloaddition of CO 2 with propylene oxide to propylene carbonate.

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“…A highly efficient catalytic protocol using polymer supported diol functionalized ionic liquids (PS‐DFILX) (Figure ) was also developed starting from carbon dioxide and a wide variety of epoxides producing the corresponding cyclic carbonate in good to excellent yields …”

Section: Synthesis Of Cyclic Carbonatesmentioning

confidence: 99%

Use of carbon dioxide as feedstock for chemicals and fuels: homogeneous and heterogeneous catalysis

Dibenedetto

Angelini

Stufano

2013

J of Chemical Tech & Biotech

196

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CO2 is considered to play a key role in an eventual climate change, due to its accumulation in the atmosphere. The control of its emission represents a challenging task that requires new ideas and new technologies. The use of perennial energy sources and renewable fuels instead of fossil fuels and the conversion of CO2 into useful products are receiving increased attention. The utilization of CO2 as a raw material for the synthesis of chemicals and fuels is an area in which scientists and industrialists are much involved: the implementation of such technology on a large scale would allow a change from a linear use of fossil carbon to its cyclic use, mimicking Nature. In this paper the use of CO2 as building block is discussed. CO2 can replace toxic species such as phosgene in low energy processes, or can be used as source of carbon for the synthesis of energy products. The reactions with dihydrogen, alcohols, epoxides, amines, olefins, dienes, and other unsaturated hydrocarbons are discussed, under various reaction conditions, using metal systems or enzymes as catalysts. The formation of products such as formic acid and its esters, formamides, methanol, dimethyl carbonate, alkylene carbonates, carbamic acid esters, lactones, carboxylic acids, and polycarbonates, is described. The factors that have limited so far the conversion of large volumes of CO2 are analyzed and options for large‐scale CO2 catalytic conversion into chemicals and fuels are discussed. Both homogeneous and heterogeneous catalysts are considered and the pros and cons of their use highlighted. © 2013 Society of Chemical Industry

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Efficient synthesis of cyclic carbonate from carbon dioxide using polymer anchored diol functionalized ionic liquids as a highly active heterogeneous catalyst

Cited by 134 publications

References 51 publications

Oxidized Biochar as a Simple, Renewable Catalyst for the Production of Cyclic Carbonates from Carbon Dioxide and Epoxides

Oxidized Biochar as a Simple, Renewable Catalyst for the Production of Cyclic Carbonates from Carbon Dioxide and Epoxides

Graphene oxide immobilized with ionic liquids: facile preparation and efficient catalysis for solvent-free cycloaddition of CO₂to propylene carbonate

Use of carbon dioxide as feedstock for chemicals and fuels: homogeneous and heterogeneous catalysis

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Efficient synthesis of cyclic carbonate from carbon dioxide using polymer anchored diol functionalized ionic liquids as a highly active heterogeneous catalyst

Cited by 134 publications

References 51 publications

Oxidized Biochar as a Simple, Renewable Catalyst for the Production of Cyclic Carbonates from Carbon Dioxide and Epoxides

Oxidized Biochar as a Simple, Renewable Catalyst for the Production of Cyclic Carbonates from Carbon Dioxide and Epoxides

Graphene oxide immobilized with ionic liquids: facile preparation and efficient catalysis for solvent-free cycloaddition of CO2to propylene carbonate

Use of carbon dioxide as feedstock for chemicals and fuels: homogeneous and heterogeneous catalysis

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Graphene oxide immobilized with ionic liquids: facile preparation and efficient catalysis for solvent-free cycloaddition of CO₂to propylene carbonate