CO<sub>2</sub>-Driven reversible transfer of amine-functionalized ZIF-90 between organic and aqueous phases

Pei, Xiaoyan; Tian, Chao; Wang, Yanning; Li, Zhenzhen; Xiong, Zhiyang; Wang, Jianji; Ma, Xiantao; Cao, Xinhua; Li, Zhiyong

doi:10.1039/d2cc03313e

Cited by 11 publications

(16 citation statements)

References 37 publications

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“…From their high-resolution XPS results, the binding energies of Zr 3 d 5/2 and Zr 3 d 3/2 were observed at 179.2 and 181.5 eV ( Figures S2a–S4a ), suggesting the existence of an oxo–zirconium (IV) cluster in the functionalized H-UiO-66-(OH) 2 . The peaks of 284.2, 285.4 and 287.8 eV were ascribed to C-C/C=C, C-N and C=O ( Figures S2b and S3b and Figure 2 a) [ 35 ], respectively. The N 1 s spectrum displayed two peaks at 398.6 eV for C-N and 399.7 eV for N-H ( Figures S2c, S3c and S4b ).…”

Section: Resultsmentioning

confidence: 99%

“…CO 2 is ample, cheap, non-poisonous and environmentally friendly, and thus can be employed as an absorbing trigger to control many procedures [ 31 , 32 , 33 ]. Metal–organic frameworks (MOFs), constructed through the exquisite assembly of metal ions or clusters and organic linkers, are booming as a kind of fascinating porous material [ 34 , 35 ]. Their permanent porosity, functional tunability and structural diversity invest MOFs with impressive potential as Pickering emulsifiers.…”

Section: Introductionmentioning

confidence: 99%

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CO2-Switchable Hierarchically Porous Zirconium-Based MOF-Stabilized Pickering Emulsions for Recyclable Efficient Interfacial Catalysis

et al. 2023

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Stimuli-responsive Pickering emulsions are recently being progressively utilized as advanced catalyzed systems for green and sustainable chemical conversion. Hierarchically porous metal–organic frameworks (H-MOFs) are regarded as promising candidates for the fabrication of Pickering emulsions because of the features of tunable porosity, high specific surface area and structure diversity. However, CO2-switchable Pickering emulsions formed by hierarchically porous zirconium-based MOFs have never been seen. In this work, a novel kind of the amine-functionalized hierarchically porous UiO-66-(OH)2 (H-UiO-66-(OH)2) has been developed using a post-synthetic modification of H-UiO-66-(OH)2 by (3-aminopropyl)trimethoxysilane (APTMS), 3-(2-aminoethylamino)propyltrimethoxysilane (AEAPTMS) and 3-[2-(2-aminoethylamino)ethylamino]propyl-trimethoxysilane (AEAEAPTMS), and employed as emulsifiers for the construction of Pickering emulsions. It was found that the functionalized H-UiO-66-(OH)2 could stabilize a mixture of toluene and water to give an emulsion even at 0.25 wt % content. Interestingly, the formed Pickering emulsions could be reversibly transformed between demulsification and re-emulsification with alternate addition or removal of CO2. Spectral investigation indicated that the mechanism of the switching is attributed to the reaction of CO2 with amino silane on the MOF and the generation of hydrophilic salts, leading to a reduction in MOF wettability. Based on this strategy, a highly efficient and controlled Knoevenagel condensation reaction has been gained by using the emulsion as a mini-reactor and the emulsifier as a catalyst, and the coupling of catalysis reaction, product isolation and MOF recyclability has become accessible for a sustainable chemical process.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

CO2-Switchable Hierarchically Porous Zirconium-Based MOF-Stabilized Pickering Emulsions for Recyclable Efficient Interfacial Catalysis

et al. 2023

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“…However, to the best of our knowledge, few reports focused on the phase transfer of MOFs in biphasic oil–water systems are currently available. It is only recently that we have successfully transferred MOF from the alcohol phase to the water phase, depending on the stimulus–response of the diamines anchored on it. However, alcohol is commonly considered as a poor solvent for reactions because of its high degree of self-association or polarization, , thus greatly limiting their broad employment, particularly in catalysis.…”

Section: Introductionmentioning

confidence: 99%

CO₂-Induced Phase Transfer of Amino-Modified ZIF-90 between Immiscible Liquid Phases for Recyclable Efficient Synergistic Catalysis

Pei

Song

et al. 2023

ACS Appl. Nano Mater.

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Phase-transfer processes between immiscible liquids play a prominent part in various applications, particularly for separation and recovery of catalysts. Zeolitic-imidazolate frameworks (ZIFs), as a specific subset of metal–organic frameworks, have been proven to be encouraging candidates for catalysts or cocatalysts because of their appealing characteristics, whereas recovery and reusability of ZIFs still remain a challenge because of their submicrometer-to-micrometer size. In this work, a kind of amino-modified ZIF-90 was designed and prepared, and by adjusting the hydrophobicity and hydrophilicity of surface species, these ZIFs could reversibly transfer between organic solvents and water by alternate bubbling of CO2 and N2. It was found that the mechanism of the phase transfer was aroused from the reversible formation of hydrophilic salts upon CO2 addition. By employing this novel property of the functionalized ZIF-90, an efficient and regulable CuI-catalyzed cycloaddition was fulfilled wherein the amino-modified ZIF-90 was applied to encapsulate, activate and reuse the catalyst, and regulate the reaction.

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“…In addition, the Zn 2+ ions released from ZIF-90 have obvious antimicrobial properties against various pathogens (such as Gram-negative Escherichia coli and Gram-positive Staphylococcus aureus ) [ 17 , 18 , 19 ]. More importantly, the highly reactive-free aldehyde groups of ZIF-90 can be covalently conjugated with the amino groups in drug molecules via a Schiff base reaction [ 20 , 21 ]. The resulting ZIF-90-based nanomaterials can be rapidly degraded under acidic conditions to simultaneously release Zn 2+ ions and active ingredients on demand for synergistic antimicrobial effects [ 22 ].…”

Section: Introductionmentioning

confidence: 99%

Zeolitic Imidazole Framework-90-Based Pesticide Smart-Delivery System with Enhanced Antimicrobial Performance

et al. 2022

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Multimodal antimicrobial technology is regarded as a promising strategy for controlling plant diseases because it enhances antimicrobial efficacy by blocking multiple pesticide-resistance pathways. In this work, a pH-responsive multimodal antimicrobial system was constructed based on ZIF-90 for the controlled release of kasugamycin (KSM). A series of physicochemical characterizations confirmed the successful fabrication of ZIF-90-KSM. The results indicated that the loading capacity of ZIF-90-KSM for KSM was approximately 6.7% and that the ZIF-90 nanocarriers could protect KSM against photodegradation effectively. The acid pH at the site of disease not only decompose the Schiff base bonds between KSM and ZIF-90, but also completely dissolved the nanocarriers. The simultaneous release of KSM and Zn2+ ions was able to achieve multimodal antimicrobial functions during disease occurs. A bioactivity survey indicated that ZIF-90-KSM had superior fungicidal activity and longer duration against Magnaporthe oryzae than KSM aqueous solution. In addition, the phytotoxicity assessment of ZIF-90-KSM on rice plants did not reveal any adverse effects. Therefore, ZIF-90-KSM prepared by Schiff base reaction has great potential for achieving synergistic antifungal functions and provides an eco-friendly approach to manage rice diseases.

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CO₂-Driven reversible transfer of amine-functionalized ZIF-90 between organic and aqueous phases

Abstract: Phase transfer of metal-organic frameworks is highly desired in many areas, which remains a challenge. Herein, we firstly presented a CO2-driven reversible transfer of the amine-functionalized ZIF-90 between organics and...

Cited by 11 publications

References 37 publications

CO2-Switchable Hierarchically Porous Zirconium-Based MOF-Stabilized Pickering Emulsions for Recyclable Efficient Interfacial Catalysis

CO2-Switchable Hierarchically Porous Zirconium-Based MOF-Stabilized Pickering Emulsions for Recyclable Efficient Interfacial Catalysis

CO₂-Induced Phase Transfer of Amino-Modified ZIF-90 between Immiscible Liquid Phases for Recyclable Efficient Synergistic Catalysis

Zeolitic Imidazole Framework-90-Based Pesticide Smart-Delivery System with Enhanced Antimicrobial Performance

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CO2-Driven reversible transfer of amine-functionalized ZIF-90 between organic and aqueous phases

Abstract: Phase transfer of metal-organic frameworks is highly desired in many areas, which remains a challenge. Herein, we firstly presented a CO2-driven reversible transfer of the amine-functionalized ZIF-90 between organics and...

Cited by 11 publications

References 37 publications

CO2-Switchable Hierarchically Porous Zirconium-Based MOF-Stabilized Pickering Emulsions for Recyclable Efficient Interfacial Catalysis

CO2-Switchable Hierarchically Porous Zirconium-Based MOF-Stabilized Pickering Emulsions for Recyclable Efficient Interfacial Catalysis

CO2-Induced Phase Transfer of Amino-Modified ZIF-90 between Immiscible Liquid Phases for Recyclable Efficient Synergistic Catalysis

Zeolitic Imidazole Framework-90-Based Pesticide Smart-Delivery System with Enhanced Antimicrobial Performance

Contact Info

Product

Resources

About

CO₂-Driven reversible transfer of amine-functionalized ZIF-90 between organic and aqueous phases

CO₂-Induced Phase Transfer of Amino-Modified ZIF-90 between Immiscible Liquid Phases for Recyclable Efficient Synergistic Catalysis