Imine Groups Research Articles

Comparative synergistic effect of hybrid composites based polyaniline wrapped metallic oxides (Ni, Fe and Mn) and its capacitive performance as electrodes for supercapacitor

Regarding the demand for new technologies for energy storage devices, supercapacitors can bridge the gap between conventional capacitors and batteries in terms of energy and power densities. It is reported that metal oxides (MOs), such as oxides of iron (Fe2O3), nickel (NiO), and manganese (MnO2, Mn2O3), among others, can act as a nucleus to obtain composites, interconnecting the polymer chains, with dimensions ranging from micrometer to nanometers, in addition to producing a porous morphology, which would be able to reach high specific surface areas. In this study, polyaniline (PANI) and its respective composites with iron oxides (Fe2O3) (PANI/Fe2O3), oxides nickel (NiO) (PANI/NiO) and manganese (MnO2, Mn2O3) (PANI/MnxOy) are developed, characterized, and compared. The field emission gun-scanning electron microscopy (FEG-SEM) images display that composites present porous morphology and dimensions ranging from micrometer, which can reach high specific surface areas. The Raman data exhibits that characteristic bands of polyaniline present in the composite materials underwent significant changes, which can be attributed to interactions of imine groups with metallic oxides. These interactions can be of the electrostatic, metal-organic, or hydrogen bonding type and directly influence the charge transfer and conductivity process, thus contributing to the increase in electrochemical performance. By electrochemical analyses, the nanocomposite materials synergism is proved, especially for PANI/MnxOy. By electrochemical impedance spectroscopy (EIS), capacitive profiles of synthesized materials are clear with a phase angle close to 90° in lower frequencies regions associated with smaller impedance modulus values in the whole analyzed frequency range. PANI/MnxOy composite also shows the highest capacitance value evaluated from a galvanostatic charge and discharge (GCD) of 115.78 F g−1. This is reinforced by its higher specific capacitance, energy, and power values of 205.55 F g−1, 21.9 W kg−1, and 1850 Wh kg−1, respectively, per CV.

Camphor Sulfonimine Compounds: Bottom-up Design of MOFs from Organic Frameworks Based on X-rays and DFT-D3

DFT-D3 calculations based on structural X-ray diffraction data obtained for 3-oxo-camphorsulfonyl imine (1), camphorsulfonyl chloride (2) and seven camphor sulfonimines (O2SNC10H13NR, L1−L7), from which L2 (R=4-OHC6H4), L4 (R=4-ClC6H4) and L6 (R=3,5-(CH3)2C6H3) are synthesized and characterized in this work, provide information into the intra- and inter-molecular interactions with concomitant elucidation of the supramolecular arrangement of the compounds. The DFT‑D3 calculations performed in small clusters of two or three molecular units reproduce the interactions observed via X-ray analyses, showing that, as a general trend, the structural arrangement of the molecules is driven by electronic rather than by packing parameters. In all compounds, the self-assembly of 3D structures involves the sulfonyl imine group (‑NSO2) either to establish hydrogen bonds through oxygen atoms or non-classic oxygen–aliphatic hydrogen or non-bonding interactions (NBIs), which also involve sulfonyl oxygen atoms. Interestingly, the camphor sulfonimine compounds (L2, L3), having protic groups (R=C6H4X:X=OH, L2 or X=NH2, L3) at the aromatic imine substituents (=NR), present an extra π-π stacking, which is absent in the other compounds’ aromatic derivatives. The X-ray analysis shows that all the reported camphor sulfonimine compounds display the E configuration with respect to the imine substituent (R). The study of the redox behavior of the compounds by cyclic voltammetry enables insight into the solution properties of the compounds and the rationalization of the molecular interactions that stand in the solid and solution states. Camphor sulfonimine compounds (L) display appropriate binding atoms to coordinate transition metals. The results herein show that monodentate coordination through the nitrogen atom of the sulfonimine five-membered ring to the {Ag(NO3)} metal center is favored. When this imine nitrogen atom is not itself involved in the organic framework, DFT-D3 calculations show that the complexation does not affect the non-covalent interactions that are reproduced in the MOF structure.

New triazole-based Schiff base ligands and their Co(II) and Ni(II) complexes as biological potent molecules: Chemical preparation, structural elucidation and biological studies

Preparation of sequence of Co(II) and Ni(II) metal complexes (C1a- C3a and C1b- C3b) of bidentate ligands (L1- L3) has been resulted from the condensation of substituted 1,2,4-triazole with various substituted 1,3-diphenyl-1H-pyrazole-4-carbaldehyde are described in the present study. The structures of synthesized complexes were established by elemental investigation, IR, mass spectroscopy and TGA examinations. The data confirmed that bonding through the nitrogen atom from imine group and sulfur atom of triazole, ligand get integrated with the metal ions in a bidentate nature, gave an octahedral geometry to the complexes. The antibacterial activities have been tested against S. aureus Gram-positive bacteria and E. coli Gram-negative bacteria. Further, through DPPH radical scavenging capacity assay the antioxidant activity values were quantified; all the compounds demonstrate outstanding antioxidant activities. Using molecular docking and highest binding affinities for biological targets, the ligand and complex interactions have been studied. The in vitro anti-proliferative nature of synthesized ligands and their Ni(II) and Co(II) complexes were appraised with the help of SRB assay against Human hepato carcinoma cell (Hep-G2), Lung cells (A-549), Breast cell (MCF-7), Prostate cell (PC-3). Anti-tubercular studies revealed that the complex demonstrates a greater anti-tubercular activity than the analogous ligands.

Stimuli-responsive polymeric micelles based on cellulose derivative containing imine groups with improved bioavailability and reduced aquatic toxicity of pyraclostrobin

Stimuli-responsive polymeric micelles based on cellulose derivative containing imine groups with improved bioavailability and reduced aquatic toxicity of pyraclostrobin

Synthesis, spectroscopic characterization, in vitro antimicrobial activity, antioxidant study and theoretical approaches towards DNA gyrase, DHFR enzyme, NADPH enzyme of N8-tetraoxomacrocyclic complexes of Zn(II)

In the present work, novel N8-tetraoxomacrocyclic complexes of Zn(II) were synthesized from macrocyclic ligands (N8O4L1- N8O4L3) in a 1:1 zinc chloride to macrocyclic ligand ratio in methanol solvent. The structure of the newly synthesized compounds was confirmed by elemental analysis, infra-red (IR) spectroscopy, nuclear magnetic resonance (NMR) spectroscopy, high-resolution mass spectrometry (HR-MS), UV–visible spectroscopy, and powder X-ray diffraction (XRD) studies. The spectral data indicated that macrocyclic ligands (N8O4L1- N8O4L3) functioned as tetradentate ligands, which coordinated to Zn(II) ions through the nitrogen atom of imine (>CN) group. Two chloro groups are covalently bound to Zn(II) ions, which are responsible for an octahedral environment around the zinc in macrocyclic complexes. Density functional theory (DFT) calculations were performed to support the resulting proposed octahedral structure and also to calculate the quantum chemical parameters. Subsequently, the macrocyclic compounds were examined against a panel of pathogenic microbes including Gram-positive bacteria (Staphylococcus aureus and Bacillus subtilis), Gram-negative bacteria (Escherichia coli and Pseudomonas aeruginosa), and fungal strains (Aspergillus niger and Candida albicans) for their in vitro antimicrobial potential. The result showed that the macrocyclic complexes have remarkable antimicrobial potential as compared to their corresponding macrocyclic ligands at the same concentration. Then, the synthesized compounds were evaluated for their ability to scavenge free radicals using DPPH assay. The result showed that the macrocyclic complex [Zn(N8O4L3)Cl2] exhibited higher antioxidant efficacy among all the tested macrocyclic compounds with IC50 value 0.22 ± 0.025 mg/mL, relative to ascorbic acid (IC50 value = 0.12±0.01 mg/mL). Furthermore, molecular docking studies were performed to predict the exact binding mode of the newly synthesized compounds to the specified target proteins DNA gyrase (PDB ID 4DHU), DHFR enzymes (PDB ID 4HOF), and NADPH enzyme (PDB ID 2CDU). From the molecular docking studies, it was observed that the molecular docking results are in good agreement with the in vitro biological studies. Hence, it is concluded that macrocyclic ligands and their Zn(II) complexes have the potential to be explored as active antimicrobial and antioxidant agents.

Disposable tungsten sulfide framed polydopamine nanostructure modified sensor for non-enzymatic electrochemical detection of organophosphate pesticide

Pesticide residues pose a global threat to human health, and conventional sensors cannot simultaneously detect pesticide residues on the surface and inside agricultural products. Therefore, it opens up an opportunity to develop efficient techniques for the optimal detection of pesticides residues, enhancing agricultural productivity while simultaneously reducing associated health risks This work presents a polydopamine functionalized tungsten sulfide self-assembled nanostructure (WS2-PDA) electrocatalyst capable of detecting organophosphorus paraoxon ethyl (PXL) pesticide. The structural properties of the WS2-PDA nanostructure were analyzed for their morphology, crystallinity using various microscopy and spectroscopic techniques. The electrochemical experiments involving cyclic voltammetry (CV) and differential pulse voltammetry (DPV) were conducted to investigate the electrochemical behavior of the WS2-PDA modified screen-printed carbon electrode (SPCE) toward PXL. Intermolecular interactions of polydopamine, presenting catechol, imine and amine functional group on the WS2 ionic surface via coordination complex enhance the binding ability, leading to improved ionic conductivity, electrode activity, and a higher active surface area ensued fast electron transferability. According to the findings, the DPV cathodic peak current response of the modified electrode revealed sensitive detection of PXL, with a lower detection limit (LOD) of 0.0021 μM (S/N = 3). Following that, the electrode exhibited two linear concentration ranges from 0.01 μM to 443.09 μM, and 443.09 μM to 521.34 μM, with a sensitivity of 0.310 µA µM−1 cm2. Likewise, the proposed sensors exhibited excellent repeatability, reproducibility, and selectivity over common interferents. Subsequently, it demonstrated outstanding stability with a relative standard deviation (RSD) of < 2.24%. Finally, the WS2-PDA/SPCE sensor achieved good recovery results in the presence of water, soil, and food samples.

A Sensitive Fluorescence Probe for the Trace Detection of Fe(III) Based on a Post‐Synthesis‐Modified Copper‐Based Metal‐Organic Framework

AbstractThis work presents the generation of a post‐synthetically modified Metal‐Organic Framework (MOF), denoted as Cu‐BDC‐NH2‐DHB, achieved through a Schiff‐base reaction by converting the pendant amino group in pristine Cu‐BDC‐NH2 MOF to an imine group using 3,4‐dihydroxybenzaldehyde (DHB). The resulting material exhibited exceptional luminescence and fluorescence stability in water, prompting investigation into its potential as a metal sensor. Fluorescence tests revealed that Cu‐BDC‐NH2‐DHB could be transformed into a highly selective and sensitive sensor for detecting Fe3+ ions amid co‐interfering metal ions, with a remarkable detection limit of 3.08 μM. Furthermore, the results demonstrated that Fe3+ induced a rapid and strong quenching effect, with a reaction time measured in seconds. This research provides a promising technique for the facile and immediate detection of Fe3+ ions in practical applications.

Enhanced Photothermal Activity of NanoconjugatedSystem via Covalent Organic Frameworks as the Springboard.

The development of nanomaterials with high photothermal conversion efficiency has been a hot issue. In this work, a novel photothermal nanomaterial is synthesized using Prussian blue nanocubes (PBNCs) as the photothermal active substance and covalent organic framework (COF) as the substrate. The as-prepared COF@PBNCs show a high photothermal conversion efficiency of 59.1%, significantly higher than that of pure PBNCs (32.5%). A new circuit path is generated with the combination of COF, which prevents the direct combination of thermal electrons and holes, as well as enhances the nonradiation transition of PBNCs. Besides, the imine groups on COF as the coordination and reduction agent allow the in situ growth of PBNCs, and the dense micropores of COF as the ideal heat conduction channels can also be the potential factors for the enhanced photothermal property. The photothermal property of COF@PBNCs is further used in the construction of immunosensor for the detection of furosemide (FUR). With the help of handheld thermal imager, the concentration of FUR can be easily read, thus shedding a new light in the construction of visual sensor for simple and low-cost point-of-care testing.

Salicylaldehyde based Schiff base: synthesis, characterisation and application for selective electrochemical detection of Cu2+ in real samples

ABSTRACT A simple salicylaldehyde-based Schiff base 2,2'-((1,3-phenylenebis(azanylylidine))bis(methanylylidene))dipehnol (PAMD) was synthesised by condensation reaction between salicylaldehyde and benzene-1,3-diamine (2:1 ratio) and characterised by spectral techniques such as NMR, FTIR and HRMS, followed by investigation for its spectroscopic behaviour towards diverse metal ions using UV and fluorescence studies. PAMD was found to exhibit sensitivity towards Cu2+ only. The receptor PAMD was then explored for its electrochemical behaviour using cyclic voltammetry, which displayed an irreversible anodic peak at 1.00 V due to imine group. Furthermore, PAMD was subjected to differential pulse voltammetry, which exhibited a sensitive response for Cu2+ in the linear range of 0–3.8 μM with lowest detection limit of 0.03 μM. The complexation between PAMD and Cu2+ was also supported by large values of binding constant (1.3 × 105 M−1) and negative free energy change (ΔG∘ = -29.2 kJmol−1) obtained from Benesi–Hildebrand equation. The carbon paste electrode (CPE) modified with PAMD displayed a Nernstian response to Cu2+ in the concentration range from 1.0 × 10−6 to 1.0 × 10−1 M and lowest detection limit of 4.0 × 10−7 M. The PAMD-CPE was successfully applied for determination of Cu2+ content in real samples such as groundwater, soil, and food grains (wheat and rice).

Photoinduced Difunctionalization of Diazenes Enabled by N-N Radical Coupling.

In this study, a metal-free difunctionalization strategy for diazenes was developed using a range of bifunctionalization reagents. This strategy involves a unique N(sp3)-N(sp2) radical coupling between the hydrazine radical and the imine radical. More than 30 triazane core motifs were constructed by installing imines and various functional groups, including alkyl, phenyl, cyanoalkyl, and sulfonyl groups, on both ends of the nitrogen-nitrogen bond of diazenes in an efficient manner.

A Theoretical Investigation of Novel Sila- and Germa-Spirocyclic Imines and Their Relevance for Electron-Transporting Materials and Drug Discovery.

A new class of spirocyclic imines (SCIs) has been theoretically investigated by applying a variety of quantum chemical methods and basis sets. The uniqueness of these compounds is depicted by various peculiarities, e.g., the incidence of planar six-membered rings each with two imine groups (two π bonds) and the incorporation of the isosteres carbon, silicon, or germanium spiro centers. Additional peculiarities of these novel SCIs are mirrored by their three-dimensionality, the simultaneous occurrence of nucleophilic and electrophilic centers, and the cross-hyperconjugative (spiro-conjugation) interactions, which provoke charge mobility along the spirocyclic scaffold. Substitution of SCIs with strong electron-withdrawing substituents, like the cyano group or fluorine, enhances their docking capability and impacts their reactivity and charge mobility. To gain thorough knowledge about the molecular properties of these SCIs, their structures have been optimized and various quantum chemical concepts and models were applied, e.g., full NBO analysis and the frontier molecular orbitals (FMOs) theory (HOMO-LUMO energy gap) and the chemical reactivity descriptors derived from them. For the assessment of the charge density distribution along the SCI framework, additional complementary quantum chemical methods were used, e.g., molecular electrostatic potential (MESP) and Bader's QTAIM. Additionally, using the aromaticity index NICS (nuclear independent chemical shift) and other criteria, it could be shown that the investigated cross-hyperconjugated sila and germa SCIs are spiro-aromatics of the Heilbronner Craig-type Möbius aromaticity.

Novel organosilica porous materials for highly efficient molybdenum extraction from leach solutions

This study presents the fabrication and comprehensive investigation of novel organosilica materials as solid extractants of molybdenum ions. The novel porous materials were synthesized using one-stage co-condensation procedure and the fabricated particles were characterized by SEM, XPS, XRD, and NMR techniques. The impact of equilibrium pH, shaking time, temperature, and metal ion concentration on the performance of Mo(VI) removal was examined. For the single-Mo solutions, the optimum pH was found to be 2–3 and the equilibrium was obtained after 5 min. The extraction mechanism primarily relied on chemical interactions taking place on the material's surface, facilitated by the presence of imine and amine groups, which exhibited strong binding affinity toward oxomolybdate ions. The spherical ILBr-D4EI demonstrated the highest removal efficiency for Mo(VI) with the real capacity of 325 mg/g. Additionally, it exhibited remarkable selectivity towards the coexisting Al(III), Co(II) and Ni(II) ions, as reflected by separation factors of 4x104. These findings emphasize the potential of these novel organosilica materials as promising materials for efficient molybdenum extraction, offering insights for future advancements in this field.

Dialdehyde cellulose/gelatin hydrogel as a packaging material for manganese oxides adsorbents for wastewater remediation: Characterization and performance evaluation

The dialdehyde cellulose (DC) was used to synthesize gelatin-cellulose dialdehyde by Schiff base as a packaging material to manganese oxides nanoparticles adsorbents (Mn oxides@DC/Gel) for wastewater remediation and support the antimicrobial behavior of gelatin and DC. The crystallinity index% of microwave-synthesized DC prepared from cellulose II decreased from 43.18% to 34.11% and its oxidation degree was 143.77%. The greenly-produced Mn oxides were studied by XRD and TEM. XRD verified the presence of two different phases of α-MnO2 and α-Mn2O3 in the form of nanorods and nanocubes. Mn oxides@DC/Gel was investigated by FT-IR, XRD, XPS, SEM, swelling absorptivity, and thermal analysis. The optimal swelling ratio% of Mn oxides@DC/Gel nanocomposite was 1494.04±16.65%. The influence of pH on swelling ratios verified the instability of the imine group in acid and basic media. Mn oxides@DC/Gel nanocomposite hydrogel causes approximately two-fold greater inhibitory zones than gentamicin. The optimal adsorption conditions were adsorbent dose (0.05g), pH (9.0), contact time (120 min), and methylene blue dye concentration (30mg/L). The maximum adsorption capacity of Mn oxides@DC/Gel nanocomposite was 51.06±1.0 mg/g. The adsorption by Mn oxides@DC/Gel nanocomposite agrees with Langmuir, Redlich–Peterson, and Freundlich mechanisms.

Properties of Dual-Crosslinked Collagen-Based Membranes as Corneal Repair Material.

Corneal disease has become the second leading cause of blindness in the world. Corneal transplantation is currently considered to be one of the common treatments for vision loss. This paper presents a novel approach utilizing dual-crosslinked membranes composed of polyrotaxane multiple aldehydes (PRAs), 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC), and N-hydroxysuccinimide (NHS) in the development process. Collagen was crosslinked, respectively, by EDC/NHS and PRAs to form stable amide bonds and imine groups. Through the formation of a double interpenetrating network, dual-crosslinked (Col-EDC-PRA) membranes exhibited enhanced resistance to collagenase degradation and superior mechanical properties compared to membranes crosslinked with a single crosslinker. Furthermore, Col-EDC-PRA membranes display favorable light transmittance and water content characteristics. Cell experiments showed that Col-EDC-PRA membranes were noncytotoxic and were not significantly different from other membranes. In a rabbit keratoplasty model, corneal stromal repair occurred at 5 months, evidenced by the presence of stromal cells and neo-stroma, as depicted in hematoxylin-eosin-stained histologic sections and optical coherence tomography images of the anterior segment. Moreover, there was no inflammation and corneal neovascularization, as well as no corneal rejection reaction in the surgical area. Overall, the results demonstrated that the dual-crosslinked membranes served effectively for corneal tissue regeneration after corneal defect.

Facile fabrication of chitosan Schiff bases from giant tiger prawn shells (Penaeus monodon) via solvent-free mechanochemical grafting

Fabrication of chitosan Schiff bases (ChSB) from giant tiger prawn shells (Penaeus monodon) using an environmentally friendly method has been conducted successfully. Transformation of Prawn Shells (PS) as raw material into chitin then chitosan was executed under ambient temperature. Later, three Ch Schiff bases (ChSB-A, ChSB-S, and ChSB-V) were successfully synthesized for the first time via solvent-free mechanochemical grafting with 2-hydroxy benzaldehyde, 4-methoxy benzaldehyde, and 3-methoxy-4-hydroxy benzaldehyde, respectively. Synthesis was carried out with Shaker Mill-Ultimate Gravity equipped with a Teflon jar with zirconia balls; then the product was characterized. FTIR analysis proved the conversion of free amine to imine groups. The degree of substitution (DS) and crystallinity index (CrI) were determined by elemental analysis and X-ray diffraction. The DS values obtained were about 0.343, 0.795, and 0.055 for ChSB-A, ChSB-S, and ChSB-V, respectively. The CrI of ChSB-A, ChSB-S, and ChSB-V was 53.3, 51.7, and 46.9 %, respectively. The thermal gravimetric analysis showed that the mechanochemical grafting of Ch improves the thermal stability of ChSB. This developed method provides a novel potential technique to convert PS into ChSB products by solvent-free mechanochemical grafting.

Chiral Phosphoric Acid Catalyzed Asymmetric Hydrolysis of Biaryl Oxazepines for the Synthesis of Axially Chiral Biaryl Amino Phenol Derivatives

AbstractThe development of catalytic asymmetric reaction with water as the reactant is challenging due to the reactivity‐ and stereoselectivity‐control issues resulted from the low nucleophilicity and the small size of water. We disclose herein a chiral phosphoric acid (CPA) catalyzed atroposelective ring‐opening reaction of biaryl oxazepines with water. A series of biaryl oxazepines undergo the CPA catalyzed asymmetric hydrolysis in a highly enantioselective manner. The key for the success of this reaction is the use of a new SPINOL‐derived CPA catalyst and the high reactivity of biaryl oxazepine substrates towards water under acidic conditions. Density functional theory calculations suggest that the reaction proceeds via a dynamic kinetic resolution pathway and the CPA catalyzed addition of water to the imine group is both enantio‐ and rate‐determining.

Chiral Phosphoric Acid Catalyzed Asymmetric Hydrolysis of Biaryl Oxazepines for the Synthesis of Axially Chiral Biaryl Amino Phenol Derivatives.

The development of catalytic asymmetric reaction with water as the reactant is challenging due to the reactivity- and stereoselectivity-control issues resulted from the low nucleophilicity and the small size of water. We disclose herein a chiral phosphoric acid (CPA) catalyzed atroposelective ring-opening reaction of biaryl oxazepines with water. A series of biaryl oxazepines undergo the CPA catalyzed asymmetric hydrolysis in a highly enantioselective manner. The key for the success of this reaction is the use of a new SPINOL-derived CPA catalyst and the high reactivity of biaryl oxazepine substrates towards water under acidic conditions. Density functional theory calculations suggest that the reaction proceeds via a dynamic kinetic resolution pathway and the CPA catalyzed addition of water to the imine group is both enantio- and rate-determining.

Insights of anti-diabetes, anti-microbial, DFT and molecular docking analysis of imine group Palladium(II) complexes

Three Pd(II) complexes of Schiff bases such as 2-((6-chloro-4-oxo-4H-chromen-3-yl)methyleneamino)-1H-imidazole-5(4H)-one (L1), 2-((1H-indol-3-yl)methyleneamino)-1H imidazole-5(4H)-one (L2) & 2-(thiophen-2-ylmethyleneamino)-1H-imidazole-5(4H)-one (L3) have been synthesized and characterized by analytical and spectroscopic techniques like, 1H and 13C NMR, IR, UV–Vis. ESI-Mass etc. The anti-diabetic activities of both ligands and complexes were examined by α-amylase and α-glucosidase assay using acarbose as standard drug. As a result the complexes (L1)2Pd and (L2)2Pd exhibited a strong inhibition against α-amylase (IC50 ​= ​136.0 ​μg/ml and 167.8 ​μg/ml) and α-glucosidase (IC50 ​= ​97.34 ​μg/ml and 128.5 ​μg/ml) respectively. The molecular energy levels calculation were performed by Gaussian 09 program by Density Functional Theory (DFT) using B3LYP/6-31G∗ basis set. Molecular docking disquisition was carried out using Molecular operation environment software (MOE) indicate as finest positioned in the essential sites of receptor having docking scores −6.96 and −7.72 respectively for (L2)2Pd and (L3)2Pd. ADME predictions also carried for the compounds L1, L2 and L3. All the ligands were obeyed the Lipinski's rule of five and also in the acceptable range. By using the Agar well diffusion method, the antibacterial and antifungal properties of the label compounds were investigated.

Polyaniline-grafted Cu-MOFs via coordination-driven strategy constructs facilitated transport hybrid membrane for CO2 separation

MOFs-based facilitated transport hybrid membranes (FTHMs) have shown their great potential in CO2-selective gas separation. However, rational membrane fabrication by distributing evenly and introducing functional groups in MOFs-based facilitated transport hybrid membrane is crucial but challenging. We herein report a facile coordination-driven approach to realize the integration of polyaniline (PANI) grafted Cu-MOFs onto a polymeric matrix through Cu(II)-N coordination interaction. The resulting facilitated membrane exhibited synergetic channels to process CO2-facilitated transport due to the CO2-philic nature of PANI and MOFs with low-density pore blockage observed. The even distribution of well-dispersed MOFs nanoparticles upon PANI is realized through coordination interaction between the metal center and amino and imine groups in PANI. Moreover, PANI is highly compatible with the polymeric matrix by forming hydrogen bonds, as verified by experimental characterization and molecular dynamics (MD) simulations. The resulting FTHMs exhibit a simultaneous enhancement of individual-gas permeance (676.6 GPU) and CO2/N2 ideal selectivity (28.3), as well as enhanced decomposition temperature up to 474 °C and lasting sustainability over 72 days (1728 h). The coordination-driven membrane fabrication paves a new and promising way for designing stable, uniform, and longevity FTHMs, thus offering a potential facile route to fabricate high-performance FTHMs for CO2/N2 separation.

طريقة جديدة في تحضير مشتقات 3- ثنائي امين من الاميدازوبنزوثايازول مع دراسة فعاليتها الحيوية

In this research, new derivatives of bicyclic fused rings containing bridgehead nitrogen atom imidazo/benzothiazole were prepared from 2-aminobenzothiazole with 2-bromo-1-(4-bromophenyl)ethan-1-one to form compound A1. Then, through the Mannich reaction, compound A2 was prepared from compound A1 with formaldehyde and 4-aminoacetophenone. Schiff bases A3-A6 were prepared from condensation reaction between compound A2 with different amines. Finally, the reduction reaction was accomplished by using NaBH4 to reduce the imine group to forming new compounds A7-A10. These compounds were characterized by FTIR, 1HNMR, and 13CNMR. The prepared compounds showed biological activity against some microorganisms.