Uniform Cu/chitosan beads as a green and reusable catalyst for facile synthesis of imines<i>via</i>oxidative coupling reaction

Chutimasakul, Threeraphat; Nakhonpanom, Pakamon Na; Tirdtrakool, Warinda; Intanin, Apichai; Bunchuay, Thanthapatra; Chantiwas, Rattikan; Tantirungrotechai, Jonggol

doi:10.1039/d0ra03884a

Cited by 19 publications

(13 citation statements)

References 50 publications

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“…39 In addition, the peak at 532.79 eV was associated with the oxygen in C−O, which was present in chitosan. 40,41 These XPS results demonstrated that Cu NPs incorporated with chitosan had been triumphantly prepared, which were consistent with the previous analyses.…”

Section: Resultssupporting

confidence: 90%

“…The peak at 531.21 eV corresponded to the oxygen in O–H, which could be caused by the oxygen chemisorbed on the surface of the nanoparticle . In addition, the peak at 532.79 eV was associated with the oxygen in C–O, which was present in chitosan. , These XPS results demonstrated that Cu NPs incorporated with chitosan had been triumphantly prepared, which were consistent with the previous analyses. For chitosan-coated Cu NPs, chitosan served as a protective agent of nanoparticles, which could prevent Cu NPs from oxidation and aggregation. − Compared with the copper oxide nanoparticle (e.g., CuO nanoparticle), Cu NPs could better inhibit the growth of bacteria .…”

Section: Results and Discussionsupporting

confidence: 88%

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Fabrication of a Cu Nanoparticles/Poly(ε-caprolactone)/Gelatin Fiber Membrane with Good Antibacterial Activity and Mechanical Property via Green Electrospinning

Chen

Zhang

et al. 2021

ACS Appl. Bio Mater.

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To improve the antibacterial effect of a poly(ε-caprolactone)/gelatin (PCL/Gt) composite, Cu nanoparticles (Cu NPs) were synthesized as an antibacterial agent, and a Cu NPs/PCL/Gt fiber membrane was thus fabricated via green electrospinning. The results showed that the Cu NPs/PCL/Gt fiber membrane with a uniform and complete structure exhibited high porosity and water absorption, favorable hydrophilicity, good mechanical and thermal properties, and satisfactory antibacterial activity. The easy preparation and good comprehensive property implied the great potential application of the Cu NPs/PCL/Gt fiber membrane in various fields (e.g., wound dressing and antibacterial clothing). In addition, the synthesis in this work would offer a promising approach for the preparation of a metal nanoparticle/polymer fiber material with good antibacterial property.

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Section: Resultssupporting

confidence: 90%

Section: Results and Discussionsupporting

confidence: 88%

Fabrication of a Cu Nanoparticles/Poly(ε-caprolactone)/Gelatin Fiber Membrane with Good Antibacterial Activity and Mechanical Property via Green Electrospinning

Chen

Zhang

et al. 2021

ACS Appl. Bio Mater.

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“…Characterization of CS-Cu(II) catalyst was carried out using various techniques, e.g., scanning electron microscopy (SEM) using a Hitachi S-2500 instrument, Fourier-transform spectroscopy (FTIR) employing KBr disc with a PerkinElmer spectrometer, x-ray diffraction (XRD) using a Bruker D8 Advance diffractometer, and nitrogen adsorption/desorption isotherms and pore size distribution using Quantachrome AUTOSORB-1 system. The results are shown in Supplementary Material A [28].…”

Section: Methods Of Characterization Of Cs-cu(ii) Catalyst Particlesmentioning

confidence: 99%

“…A SEM picture of the micron-size CS-Cu(II) catalyst is shown in Figure S1a, Supplementary Material A [28]. The surface morphology of the particle shows unique streaking patterns with uniform surface structure.…”

Section: Characterization Of Cs-cu(ii) Catalyst Particlesmentioning

confidence: 99%

Development of a Simple Reversible-Flow Method for Preparation of Micron-Size Chitosan-Cu(II) Catalyst Particles and Their Testing of Activity

et al. 2020

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A simple flow system employing a reversible-flow syringe pump was employed to synthesize uniform micron-size particles of chitosan-Cu(II) (CS-Cu(II)) catalyst. A solution of chitosan and Cu(II) salt was drawn into a holding coil via a 3-way switching valve and then slowly pumped to drip into an alkaline solution to form of hydrogel droplets. The droplets were washed and dried to obtain the catalyst particles. Manual addition into the alkaline solution or employment of flow system with a vibrating rod, through which the end of the flow line is inserted, was investigated for comparison. A sampling method was selected to obtain representative samples of the population of the synthesized particles for size measurement using optical microscopy. The mean sizes of the particles were 880 ± 70 µm, 780 ± 20 µm, and 180 ± 30 µm for the manual and flow methods, without and with the vibrating rod, respectively. Performance of the flow methods, in terms of rate of droplet production and particle size distribution, are discussed. Samples of 180 µm size CS-Cu(II) particles were tested for catalytic reduction of 0.5 mM p-nitrophenol to p-aminophenol by 100-fold excess borohydride. The conversion was 98% after 20 min, whereas without the catalyst there was only 14% conversion.

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“…Furthermore, these catalysts are often not recoverable. With this regard, exploration of efficient heterogeneous catalysts including photocatalysts [2g–j,3i,j,4] and transition metal catalysts [2f,n,3c,5] have been reported.…”

Section: Introductionmentioning

confidence: 99%

Efficient Synthesis of Imines by Oxidative Coupling Catalyzed by Ce‐Mn Oxide Microspheres

et al. 2022

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Oxidative self-coupling of amines and cross-coupling with alcohols are important reactions for the synthesis of imines; however, catalytic systems for these reactions usually require expensive oxidant, complicated catalyst preparation, complex reaction set-up, and/or additives such as bases or cocatalysts. Here, we report that amorphous cerium-manganese (CeÀ Mn) oxides with hierarchical microsphere structure prepared by a facile method could exhibit excellent catalytic performance for the synthesis of various imines using air as the green oxidant under mild conditions. The CeÀ Mn oxide heterogeneous catalysts could also be easily recovered and efficiently recycled without significant loss of activities. The excellent activities and the reusability of the CeÀ Mn oxide microspheres offer potential advances in the synthesis of imine.

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Uniform Cu/chitosan beads as a green and reusable catalyst for facile synthesis of iminesviaoxidative coupling reaction

Abstract: Uniform, spherical Cu/chitosan beads prepared using a software-controlled flow system as a green and conveniently recyclable catalyst for the efficient synthesis of various imines in short reaction time.

Cited by 19 publications

References 50 publications

Fabrication of a Cu Nanoparticles/Poly(ε-caprolactone)/Gelatin Fiber Membrane with Good Antibacterial Activity and Mechanical Property via Green Electrospinning

Fabrication of a Cu Nanoparticles/Poly(ε-caprolactone)/Gelatin Fiber Membrane with Good Antibacterial Activity and Mechanical Property via Green Electrospinning

Development of a Simple Reversible-Flow Method for Preparation of Micron-Size Chitosan-Cu(II) Catalyst Particles and Their Testing of Activity

Efficient Synthesis of Imines by Oxidative Coupling Catalyzed by Ce‐Mn Oxide Microspheres

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