CO2-induced dissolution of ZnO into ionic liquids and its catalytic application for the hydration of propargylic alcohols

Zhang, Yongxing; Hu, Jia; Yan, Xiangyu; Zhang, Siqi; Duan, Kang; Chen, Cheng; Yuan, Ye; Verpoort, Francis

doi:10.1016/j.apcatb.2022.121270

Cited by 8 publications

(2 citation statements)

References 60 publications

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“…It resulted in a low selectivity and yield of 1,2-MPG . Recently, CO 2 -promoted hydration reactions catalyzed by metals or ionic liquids had attracted much attention, including the CO 2 -promoted hydration of propargylic alcohols and CO 2 -promoted hydration of ethylene epoxide. − In these reactions, CO 2 participated in the reactions but was not consumed. Accordingly, the synthesized hybrid polymer PIL@CHT was applied to catalyze the CO 2 -assisted hydration of PO.…”

Section: Resultsmentioning

confidence: 99%

Fabrication of Swellable Organic–Inorganic Hybrid Polymers for CO₂-Assisted Hydration of Propylene Epoxide

Dang

Yuan

Wang

et al. 2023

ACS Appl. Mater. Interfaces

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Swelling is a very common phenomenon in organic substances. However, the swelling behaviors of inorganic substances had rarely been reported. In this study, a new type of swellable organic–inorganic hybrid polymer (PIL@CHT) was designed and successfully synthesized through free-radical copolymerization of polymerizable phosphonium ionic liquid monomer and vinyl-functionalized hydrotalcite (CHT). The swelling behaviors of PIL@CHT in various solvents with a wide range of Hansen solubility parameters (δT) were investigated, and PIL@CHT exhibited excellent swellable capacity in the solvents with δT > 24.4 MPa1/2. The swollen state of the hybrid PIL@CHT in water presented a network structure with a diameter of approximately 8–12 μm, and CHT particles were well dispersed to the channel of PIL. PIL@CHT was applied to catalyze the CO2-assisted hydration of propylene oxide (PO), in which a cascade reaction including the cycloaddition of CO2 and PO and the subsequent hydrolysis of propylene carbonate (PC) occurred. PIL@CHT, combining the active sites of PIL and CHT, synergistically catalyzed this cascade reaction and achieved a high yield (93.0%) and selectivity (98.2%) of 1,2-propanediol (1,2-MPG) under a low H2O/PO ratio of 1.5/1. Moreover, the catalyst could be recycled seven times without any significant loss of catalytic activities and had good substrate generality.

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Section: Resultsmentioning

confidence: 99%

Fabrication of Swellable Organic–Inorganic Hybrid Polymers for CO₂-Assisted Hydration of Propylene Epoxide

Dang

Yuan

Wang

et al. 2023

ACS Appl. Mater. Interfaces

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“…In 2020, Yuan et al developed a AgOAc/ILs system for this reaction, which operated under atmospheric CO 2 pressure and solvent-free conditions to produce α-hydroxy ketones [47]. Furthermore, they established a Zn-based catalytic system that exhibited excellent catalytic activity for the target reaction under simulated flue gases, with the Zn species generated from pigment wastes [48]. More recently, two heterogeneous catalysts, namely a silver-anchored porous aromatic framework catalyst (Ag@PAF-DAB) and an amino-functionalized organic polymer Cu@Co-PIL-N4 loaded with highly dispersed CuI, have also been reported [49,50].…”

Section: Introductionmentioning

confidence: 99%

Multifunctional Biomass-Based Ionic Liquids/CuCl-Catalyzed CO2-Promoted Hydration of Propargylic Alcohols: A Green Synthesis of α-Hydroxy Ketones

Yuan,

Zhang,

Duan

et al. 2024

IJMS

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α-Hydroxy ketones are a class of vital organic skeletons that generally exist in a variety of natural products and high-value chemicals. However, the traditional synthetic route for their production involves toxic Hg salts and corrosive H2SO4 as catalysts, resulting in harsh conditions and the undesired side reaction of Meyer–Schuster rearrangement. In this study, CO2-promoted hydration of propargylic alcohols was achieved for the synthesis of various α-hydroxy ketones. Notably, this process was catalyzed using an environmentally friendly and cost-effective biomass-based ionic liquids/CuCl system, which effectively eliminated the side reaction. The ionic liquids utilized in this system are derived from natural biomass materials, which exhibited recyclability and catalytic activity under 1 bar of CO2 pressure without volatile organic solvents or additives. Evaluation of the green metrics revealed the superiority of this CuCl/ionic liquid system in terms of environmental sustainability. Further mechanistic investigation attributed the excellent performance to the ionic liquid component, which exhibited multifunctionality in activating substrates, CO2 and the Cu component.

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Direct Conversion of CO₂ in Lime Kiln Waste Gas Catalyzed by a Copper‐Based N‐heterocyclic Carbene Porous Polymer

Rao

Chen

et al. 2023

ChemSusChem

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Industrial waste gas is one of the major sources of atmospheric CO2, yet the direct conversion of the low concentrations of CO2 in waste gases into high value‐added chemicals have been a great challenge. Herein, a copper‐based N‐heterocyclic carbene porous polymer catalyst (Cu@NHC‐1) for the direct conversion of low concentration CO2 into oxazolidinones was successfully fabricated via a facile copolymerization process followed by the complexation with Cu(OAc)2. A continuous flow device was designed to deliver a continuous and stable carbon source for the reaction. Due to the triple synergistic effect of its porous structure, nitrogen activation sites and catalytic Cu center, Cu@NHC‐1 shows highly efficient and selective adsorption, activation, and conversion of the low concentration CO2 (30 vol%). Its practical application potential is demonstrated by the ability to successfully convert the CO2 in lime kiln waste gas into oxazolidinones in satisfactory yields under mild conditions.

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CO2-induced dissolution of ZnO into ionic liquids and its catalytic application for the hydration of propargylic alcohols

Cited by 8 publications

References 60 publications

Fabrication of Swellable Organic–Inorganic Hybrid Polymers for CO₂-Assisted Hydration of Propylene Epoxide

Fabrication of Swellable Organic–Inorganic Hybrid Polymers for CO₂-Assisted Hydration of Propylene Epoxide

Multifunctional Biomass-Based Ionic Liquids/CuCl-Catalyzed CO2-Promoted Hydration of Propargylic Alcohols: A Green Synthesis of α-Hydroxy Ketones

Direct Conversion of CO₂ in Lime Kiln Waste Gas Catalyzed by a Copper‐Based N‐heterocyclic Carbene Porous Polymer

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CO2-induced dissolution of ZnO into ionic liquids and its catalytic application for the hydration of propargylic alcohols

Cited by 8 publications

References 60 publications

Fabrication of Swellable Organic–Inorganic Hybrid Polymers for CO2-Assisted Hydration of Propylene Epoxide

Fabrication of Swellable Organic–Inorganic Hybrid Polymers for CO2-Assisted Hydration of Propylene Epoxide

Multifunctional Biomass-Based Ionic Liquids/CuCl-Catalyzed CO2-Promoted Hydration of Propargylic Alcohols: A Green Synthesis of α-Hydroxy Ketones

Direct Conversion of CO2 in Lime Kiln Waste Gas Catalyzed by a Copper‐Based N‐heterocyclic Carbene Porous Polymer

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Product

Resources

About

Fabrication of Swellable Organic–Inorganic Hybrid Polymers for CO₂-Assisted Hydration of Propylene Epoxide

Fabrication of Swellable Organic–Inorganic Hybrid Polymers for CO₂-Assisted Hydration of Propylene Epoxide

Direct Conversion of CO₂ in Lime Kiln Waste Gas Catalyzed by a Copper‐Based N‐heterocyclic Carbene Porous Polymer