Efficient Synthesis of Diphenyl Carbonate from CO<sub>2</sub>, Phenol, and Carbon Tetrachloride under Mild Conditions

Wang, Songlin; Jiang, Nan; Peng, Jiali; Yang, Peng; Cui, Cheng‐Xing; Niu, Hong‐Ying; Zhang, Qiying; Wang, Jianji

doi:10.1021/acssuschemeng.2c03400

Cited by 5 publications

(3 citation statements)

References 65 publications

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“…When the catalyst amount was further increased to 0.3 g, the DMC yield declined. The reason was plausibly the difficult mass transfer of the catalyst due to the particle aggregation which resulted from the use of excessive catalyst. , Finally, the reaction time influence on the DMC yield was studied (Figure S5D). It was noted that DMC yield increased with reaction time prolongation and reached a maximum value of 15.7 mmol g cat –1 at 3 h. However, further prolonging the reaction time did not increase the DMC yield.…”

Section: Resultsmentioning

confidence: 99%

Facile One-Pot Preparation of Organotin-Oxometalate Polymers for Efficient Synthesis of Dimethyl Carbonate from CO₂

Wang,

Chen,

Yang

et al. 2024

Ind. Eng. Chem. Res.

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Dimethyl carbonate (DMC) is an important synthetic intermediate with widespread applications in the chemical industry. In recent years, the one-step conversion of CO2 into DMC has gained significant attention, but the development of an efficient catalytic system remains a considerable challenge to realize this process. Herein, a series of organotin-oxometalate coordination polymers were developed for DMC synthesis from CO2 and methanol without any solvent/dehydrating agent, and it was found that the metal complexes displayed excellent catalytic performances, especially (nBu3Sn)2MoO4 with the n-butyl group (Bu) was very active, and a high DMC yield (15.7 mmol gcat –1) and high TON value (3.90) were achieved under mild conditions, which was remarkably higher than the recently reported catalytic systems. Moreover, the polymer was highly stable and easy to be recycled with no significant activity loss. Experimental and in situ FT-IR studies revealed that the synergetic catalysis of [Bu3Sn]+ and [MoO4]2– to active CO2 and methanol was the key reason for improved catalytic activity. This study offers a promising strategy for the efficient synthesis of organic carbonates catalyzed by metal complexes to realize better CO2 utilization.

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Section: Resultsmentioning

confidence: 99%

Facile One-Pot Preparation of Organotin-Oxometalate Polymers for Efficient Synthesis of Dimethyl Carbonate from CO₂

Wang,

Chen,

Yang

et al. 2024

Ind. Eng. Chem. Res.

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“…Nerveless an efficient catalytic system for the direct synthesis of DPC from CO 2 , phenol, and carbon tetrachloride was developed using a ZnCl 2 /copper triflate (Cu(OTf) 2 ) composite catalyst (Scheme 9). [95] Such reaction is central for the preparation of polyurethanes by a phosgene-free process. Polyurethanes are currently obtained by the reaction of polyols with isocyanates, which are obtained by the reaction of the primary amines with phosgene.…”

Section: Urethanesmentioning

confidence: 99%

Section: Reaction Mechanisms In Acidic Media and Other Examplesmentioning

confidence: 99%

Reaction Pathways in Carbonates and Esters

Tundo,

Aricò

2023

ChemSusChem

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This review reports on the competition/collaboration among intertwined base‐catalyzed acyl cleavage bimolecular mechanism (BAc2)/base‐catalyzed alkyl cleavage bimolecular mechanism (BAl2) or the related acid catalyzed mechanisms AAc2/AAl2 and AAl1 concerning Carbonates chemistry also in comparison with Esters reactivity. A consistent analysis of the experimental data so far available in the literature led to proposing a Model outlining the differences in energy profiles among the above‐mentioned reaction mechanisms. The reactions involving Carbonates are so tightly interconnected that the formation of the final product is driven by a precise not interfering sequence of BAc2‐BAl2 (or AAl2‐AAc2) mechanisms. When entropic effect (in cyclizations) or an anchimneric effect (mustard carbonates, isosorbide methylation) are involved, the difference in Gibbs activation energy is reduced allowing chemical transformations that would normally require higher temperatures. In these cases (intramolecular alkylation, cyclisation reaction, and alkylation by mustard carbonates) only a catalytic amount of base is required as the leaving group CH3OCOO‐ decomposes restoring the base. As Green Chemistry is concerned, syntheses with much lower environmental impact are achieved with Carbonates when compared with the corresponding ones involving Chlorine chemistry.

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Red Mud as a Potential Catalyst for Petrochemicals Production From Oxygenated Aromatic Plastic Wastes via Fast Pyrolysis

Pal,

Prabhudesai,

Mohanty

et al. 2024

ChemCatChem

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The increased rate of post‐use accumulation of the heteroatom‐containing plastic wastes like polyethylene terephthalate (PET), polycarbonate (PC) and polyurethane (PU) in the environment propels the research for effective and sustainable valorization. In this study, PET from bottle waste, PC from compact discs and PU from waste wind turbine blade were characterized and employed for fast pyrolysis experiments. Importantly, red mud (RM), a mixed oxide, rich in Fe, Al, Si, Na and Ca, was used as a catalyst for fast pyrolysis. The effects of temperature and feed‐to‐catalyst ratio on product yields were studied to elucidate the product formation mechanism. Benzoic acid and its derivatives, bisphenol‐A and oxygenated aromatics, and 4,4’‐methylenebisbenzamine were the major products obtained from the non‐catalytic fast pyrolysis of PET, PC and PU, respectively. The use of RM improved the yield of aromatic hydrocarbons from PET to 27.8 wt.% at 550°C, phenolics from PC to 46.6 wt.% at 550°C, and 4,4’‐methylenebisbenzamine to 34.9 wt.% at 650oC. The catalytic activity of RM is ascribed to the presence of active basic sites. The present study paves the path for the catalytic upcycling of challenging plastic wastes using industrial waste like RM as a sustainable catalyst from a circular economy viewpoint.

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Efficient Synthesis of Diphenyl Carbonate from CO₂, Phenol, and Carbon Tetrachloride under Mild Conditions

Cited by 5 publications

References 65 publications

Facile One-Pot Preparation of Organotin-Oxometalate Polymers for Efficient Synthesis of Dimethyl Carbonate from CO₂

Facile One-Pot Preparation of Organotin-Oxometalate Polymers for Efficient Synthesis of Dimethyl Carbonate from CO₂

Reaction Pathways in Carbonates and Esters

Red Mud as a Potential Catalyst for Petrochemicals Production From Oxygenated Aromatic Plastic Wastes via Fast Pyrolysis

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Efficient Synthesis of Diphenyl Carbonate from CO2, Phenol, and Carbon Tetrachloride under Mild Conditions

Cited by 5 publications

References 65 publications

Facile One-Pot Preparation of Organotin-Oxometalate Polymers for Efficient Synthesis of Dimethyl Carbonate from CO2

Facile One-Pot Preparation of Organotin-Oxometalate Polymers for Efficient Synthesis of Dimethyl Carbonate from CO2

Reaction Pathways in Carbonates and Esters

Red Mud as a Potential Catalyst for Petrochemicals Production From Oxygenated Aromatic Plastic Wastes via Fast Pyrolysis

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Product

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Efficient Synthesis of Diphenyl Carbonate from CO₂, Phenol, and Carbon Tetrachloride under Mild Conditions

Facile One-Pot Preparation of Organotin-Oxometalate Polymers for Efficient Synthesis of Dimethyl Carbonate from CO₂

Facile One-Pot Preparation of Organotin-Oxometalate Polymers for Efficient Synthesis of Dimethyl Carbonate from CO₂