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Investigation of halloysite nanotubes and Schiff base combination with deposited copper iodide nanoparticles as a novel heterogeneous catalytic system.

ABSTRACT: The design, preparation and characterization of a novel composite based on functionalization of halloysite nanoclay with Schiff base followed by immobilization of copper iodide as nanoparticles is revealed. This novel nano composite was fully characterized by utilization of FTIR, SEM/EDX, TGA, XRD and BET techniques. This Cu(I) NPs immobilized onto halloysite was successfully examined as a heterogeneous, thus easily recoverable and reusable catalyst in one of classist organic name reaction so-called "Click Reaction". That comprised a three component reaction of phenylacetylene, α-haloketone or alkyl halide and sodium azide in aqueous media to furnish 1,2,3-triazoles in short reaction time and high yields. Remarkably, the examination of the reusability of the catalyst confirmed that the catalyst could be reused at least six reaction runs without appreciable loss of its catalytic activity.

SUBMITTER: Daraie M

PROVIDER: S-EPMC8654983 | biostudies-literature |

REPOSITORIES: biostudies-literature

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Palladium nanoparticles deposited on silanized halloysite nanotubes: synthesis, characterization and enhanced catalytic property.

Project description:Palladium (Pd) nanoparticles were deposited on the surface of halloysite nanotubes (HNTs) modified with ?-aminopropyltriethoxysilane (APTES) to produce Pd/NH2-HNTs nanocomposites. The results indicated that Pd nanoparticles were densely immobilized onto NH2-HNTs with an average diameter of ~ 3?nm. The Pd distribution on the surface of silanized HNTs showed much more uniform, and the Pd nanoparticle size became smaller compared with those directly deposited onto HNTs without silanization. Systematic characterization demonstrated that APTES were chemically bonded onto HNTs, and further confirmed the bond formation between Pd and -NH2 groups, which could ensure the firm deposit of Pd nanoparticles on the surface of silanized HNTs. The as-synthesized Pd/NH2-HNTs exhibited an excellent catalytic activity in the liquid-phase hydrogenation of styrene to ethylbenzene with full conversion within 30?min. The mechanism of the deposit of Pd nanoparticles on silanized HNTs was also investigated.

| S-EPMC3796746 | biostudies-literature

Two Schiff base iodide compounds as iodide ion conductors showing high conductivity.

Project description:Here, we reported the crystal structures, dielectric and conducting properties of two Schiff base iodide compounds [m-BrBz-1-APy]I3 (1) and [o-FBz-1-APy]I3 (2). The Schiff base cations build irregular channel frameworks, and the polyiodide anions are located in the channel. The impedance spectra demonstrated that the two compounds show intrinsic iodide ion conductance with higher conductivity of 1.03(4) × 10-4 S cm-1 at 343 K for 1 and 4.94(3) × 10-3 S cm-1 at 353 K for 2. The dielectric modulus analysis further confirmed that the conductance contributed to the migration of iodide ions.

| S-EPMC10281492 | biostudies-literature

Mononuclear and Tetranuclear Copper(II) Complexes Bearing Amino Acid Schiff Base Ligands: Structural Characterization and Catalytic Applications.

Project description:Two new glycine-Schiff base copper(II) complexes were synthesized. Single crystal X-ray diffraction (SCXRD) allowed us to establish the structure of both complexes in the solid state. The glycine-Schiff base copper(II) complex derived from 2'-hydroxy-5'-nitroacetophenone showed a mononuclear hydrated structure, in which the Schiff base acted as a tridentate ligand, and the glycine-Schiff base copper(II) complex derived from 2'-hydroxy-5'-methylacetophenone showed a less common tetranuclear anhydrous metallocyclic structure, in which the Schiff base acted as a tetradentate ligand. In both compounds, copper(II) had a tetracoordinated square planar geometry. The results of vibrational, electronic, and paramagnetic spectroscopies, as well as thermal analysis, were consistent with the crystal structures. Both complexes were evaluated as catalysts in the olefin cyclopropanation by carbene transference, and both led to very high diastereoselectivity (greater than 98%).

| S-EPMC8658810 | biostudies-literature

Pd NPs supported on halloysite functionalized with Schiff base as an efficient catalyst for Sonogashira reaction.

Project description:A hybrid system was designed and synthesized through reacting modified halloysite (Hal-Cl) with Schiff base (DAB-PC) and applied as catalytic support for anchoring Pd NPs to afford Pd@Hal-DAB-PC catalyst. The resultant material was well identified by various analyses including Fourier transform infrared spectroscopy (FT-IR), X-ray diffraction patterns (XRD), thermogravimetric analysis (TGA), field-emission scanning electron microscopy (FE-SEM), energy-dispersive X-ray spectroscopy (EDS), transmission electron microscopy (TEM), and inductively coupled plasma-optical emission spectrometry (ICP-OES) and revealed outstanding catalytic activity in the Sonogashira reaction in aqueous media. Also, This nanocatalyst was simply collected and recycled up to six runs with a slight drop in efficiency, indicating the durability of Pd@Hal-DAB-PC.

| S-EPMC7973577 | biostudies-literature

Halloysite Nanotubes as Bimodal Lewis/Bronsted Acid Heterogeneous Catalysts for the Synthesis of Heterocyclic Compounds.

Project description:Halloysite nanotubes can be used for the preparation of solid catalysts. Owing to their natural availability at low-cost as well as to their large and easy-to-functionalize surface, they can be conveniently activated with mineral acids or derivatized with acidic groups. Nevertheless, the use of HNTs as catalysts in complex transformations is still limited. Herein, we report two strategies to utilize HNT-based materials as solid acidic catalysts for the Biginelli reaction. To this aim, two methods for increasing the number of acidic sites on the HNTs were explored: (i) the treatment with piranha solution (Pir-HNTs) and (ii) the functionalization with phenylboronic acid (in particular with benzene-1,4-diboronic acid: the sample is denoted as HNT-BOA). Interestingly, both strategies enhance the performance of the multicomponent reaction. Pir-HNTs and HNT-BOA show an increased reactivity (72% and 89% yield, respectively) in comparison with pristine HNTs (52%). Additionally, Pir-HNTs can be reused up to five times without significant performance loss. Moreover, the method also displays good reaction scope, as demonstrated by the preparation of 12 different 3,4-dihydropyrimidinones in up to 71% yield. Therefore, the described strategies are promising for enhancing the acidity of the HNTs as catalysts for the organic reaction.

| S-EPMC9919349 | biostudies-literature

Schiff Base Ancillary Ligands in Bis(diimine) Copper(I) Dye-Sensitized Solar Cells.

Project description:Five 6,6'-dimethyl-2,2'-bipyridine ligands bearing N-arylmethaniminyl substituents in the 4- and 4'-positions were prepared by Schiff base condensation in which the aryl group is Ph (1), 4-tolyl (2), 4-tBuC6H4 (3), 4-MeOC6H4 (4), and 4-Me2NC6H4 (5). The homoleptic copper(I) complexes [CuL2][PF6] (L = 1-5) were synthesized and characterized, and the single crystal structure of [Cu(1)2][PF6].Et2O was determined. By using the "surfaces-as-ligands, surfaces-as-complexes" (SALSAC) approach, the heteroleptic complexes [Cu(6)(Lancillary)]+ in which 6 is the anchoring ligand ((6,6'-dimethyl-[2,2'-bipyridine]-4,4'-diyl)bis(4,1-phenylene))bis(phosphonic acid)) and Lancillary = 1-5 were assembled on FTO-TiO2 electrodes and incorporated as dyes into n-type dye-sensitized solar cells (DSCs). Data from triplicate, fully-masked DSCs for each dye revealed that the best-performing sensitizer is [Cu(6)(1)]+, which exhibits photoconversion efficiencies (η) of up to 1.51% compared to 5.74% for the standard reference dye N719. The introduction of the electron-donating MeO and Me2N groups (Lancillary = 4 and 5) is detrimental, leading to a decrease in the short-circuit current densities and external quantum efficiencies of the solar cells. In addition, a significant loss in open-circuit voltage is observed for DSCs sensitized with [Cu(6)(5)]+, which contributes to low values of η for this dye. Comparisons between performances of DSCs containing [Cu(6)(1)]+ and [Cu(6)(4)]+ with those sensitized by analogous dyes lacking the imine bond indicate that the latter prevents efficient electron transfer across the dye.

| S-EPMC7084427 | biostudies-literature

Halloysite nanotubes capturing isotope selective atmospheric CO2.

Project description:With the aim to capture and subsequent selective trapping of CO2, a nanocomposite has been developed through selective modification of the outer surface of the halloysite nanotubes (HNTs) with an organosilane to make the nanocomposite a novel solid-phase adsorbent to adsorb CO2 from the atmosphere at standard ambient temperature and pressure. The preferential adsorption of three major abundant isotopes of CO2 ((12)C(16)O2, (13)C(16)O2, and (12)C(16)O(18)O) from the ambient air by amine functionalized HNTs has been explored using an optical cavity-enhanced integrated cavity output spectroscopy. CO2 adsorption/desorption cycling measurements demonstrate that the adsorbent can be regenerated at relatively low temperature and thus, recycled repeatedly to capture atmospheric CO2. The amine grafted halloysite shows excellent stability even in oxidative environments and has high efficacy of CO2 capture, introducing a new route to the adsorption of isotope selective atmospheric CO2.

| S-EPMC4348623 | biostudies-literature

Spectroscopic investigation, thermal behavior, catalytic reduction, biological and computational studies of novel four transition metal complexes based on 5-methylthiophene Schiff base type.

Project description:Four new complexes prepared from 5-Methyl-2-carboxaldehyde-thiophene and 2,6-pyridinediamine with cobalt, nickel, copper and cadmium ions have been synthesized because of the significance of these complexes in pharmacological research and catalytic reduction. The prepared compounds were characterized using elemental analysis, mass, UV-visible, NMR and FTIR spectroscopy, as well as molar conductance, magnetic susceptibility measurements, fluorescence properties and TGA analysis. The stoichiometry mode was confirmed as 1:1 (metal: ligand) for Co, Ni and Cu complexes and 1:2 (metal: ligand) for Cd complex according to the results of the elemental and spectral studies. Furthermore, the thermal stability and luminescence properties of complexes have been studied. Thermal studies confirmed the presence of water molecules. The thermodynamic properties of the complexes were measured via the Coats-Redfern procedure. The geometric structures of the complexes were found to be octahedral around the metal ions. The optical energy gaps (Eopt) vary between 2.92 and 3.71 eV indicating that these compounds can be used as selective absorbing solar energy in photovoltaic applications. In the presence of NaBH4, the greatest reduction efficiency for the conversion of 2-NP to 2-AP was discovered to be 73-91% within 15-25 min. In vitro, high antifungal and antibacterial activity was shown by complexes than the ligand alone. The Cd(II) complex was shown to have greater activity than all of the examined microorganisms when compared to the reference drug in addition it had 4.94 μg/ml minimal inhibitory concentration against "S. aureus", "B. subtilis", and "E. coli". The bond angles, bond lengths, and quantum chemical factors of the ligand and complexes were shown in the molecular modeling using the DFT approach. The studied compounds' binding modes were confirmed using the Gaussian 09 program.

| S-EPMC10272477 | biostudies-literature

Au-Ag and Pt-Ag bimetallic nanoparticles@halloysite nanotubes: morphological modulation, improvement of thermal stability and catalytic performance.

Project description:In this study, Au-Ag and Pt-Ag bimetallic nanocages were loaded on natural halloysite nanotubes (HNTs) via galvanic exchange based on Ag@HNT. By changing the ratio of Au to Ag or Pt to Ag in exchange processes, Au-Ag@HNT and Pt-Ag@HNT with different nanostructures were generated. Both Au-Ag@HNT and Pt-Ag@HNT systems showed significantly improved efficiency as peroxidase-like catalysts in the oxidation of o-phenylenediamine compared with monometallic Au@HNT and Pt@HNT, although inert Ag is dominant in the composition of both Au-Ag and Pt-Ag nanocages. On the other hand, loading on HNTs enhanced the thermal stability for every system, whether monometallic Ag nanoparticles, bimetallic Au-Ag or Pt-Ag nanocages. Ag@HNT sustained thermal treatment at 400 °C in nitrogen with improved catalytic performance, while Au-Ag@HNT and Pt-Ag@HNT maintained or even had slightly enhanced catalytic efficiency after thermal treatment at 200 °C in nitrogen. This study demonstrated that natural halloysite nanotubes are a good support for various metallic nanoparticles, improving their catalytic efficiency and thermal stability.

| S-EPMC9078928 | biostudies-literature

Surface Characteristics and Catalytic Activity of Copper Deposited Porous Silicon Powder.

Project description:Porous structured silicon or porous silicon (PS) powder was prepared by chemical etching of silicon powder in an etchant solution of HF: HNO₃: H₂O (1:3:5 v/v). An immersion time of 4 min was sufficient for depositing Cu metal from an aqueous solution of CuSO₄ in the presence of HF. Scanning electron microscopy (SEM) analysis revealed that the Cu particles aggregated upon an increase in metal content from 3.3 wt% to 9.8 wt%. H₂-temperature programmed reduction (H₂-TPR) profiles reveal that re-oxidation of the Cu particles occurs after deposition. Furthermore, the profiles denote the existence of various sizes of Cu metal on the PS. The Cu-PS powders show excellent catalytic reduction on the p-nitrophenol regardless of the Cu loadings.

| S-EPMC5456440 | biostudies-other

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