Synthesis and characterization of polyvinyl amine–SiO2–Al2O3 as a new and inexpensive organic–inorganic hybrid basic catalyst

Kalbasi, Roozbeh Javad; Kolahdoozan, Majid; Rezaei, Mahsa

doi:10.1016/j.jiec.2011.08.006

Cited by 25 publications

(14 citation statements)

References 44 publications

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“…Poly(vinyl amine) (PVAm), which is a linear, water-soluble, cationic polyelectrolyte, has the highest primary amine group content compared to other well-known amine-containing polymers such as poly(ethyleneimine) (PEI), poly(allyl amine) (PAH), and chitosan. Much of the benefit of PVAm is due to the ease of covalent binding of primary amine groups to surfaces, which significantly alter surface properties, or coupling of PVAm to small molecules or oligomers for obtaining PVAm derivatives suitable for applications such as wastewater treatment, 1,2 paper industry, 3,4 CO 2 capture, 5,6 catalysis, 7,8 gene transfection, 9 and as stabilizer, 10 and sensor. 11 PVAm's very high charge density provides strong adhesion to most surfaces including glass, metal, and cellulose.…”

Section: Introductionmentioning

confidence: 99%

Tunable fluorescent and antimicrobial properties of poly(vinyl amine) affected by the acidic or basic hydrolysis of poly(N‐vinylformamide)

Sütekin

Demirci

Kurt

et al. 2021

J of Applied Polymer Sci

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Synthesis of poly(N-vinylformamide) (PNVF) and its subsequent hydrolysis to convert it to poly(vinyl amine) (PVAm) were performed. Kinetics of acidic and basic hydrolysis of poly(N-vinylformamide) (PNVF), and products of hydrolysis were investigated by using Fourier transform infrared, size exclusion chromatography, 1 H NMR, and 13 C NMR spectroscopies, and thermogravimetric analysis. It was observed that amide groups did not completely transform into amine groups by acidic hydrolysis of PNVF while the conversion of amides into amine groups via basic hydrolysis of PNVF was complete in 12 h, as confirmed by spectroscopic measurements. Results of extensive characterization revealed significant structural and conformational differences between acidic and basic hydrolysis products. Fluorescence spectroscopy was used for the first time to follow the conversion of amide groups into amine groups. The fluorescence intensity of PVAm obtained from basic hydrolysis of PVNF showed significant increase with amide/amine conversion. Finally, PVAm obtained from acidic hydrolysis of PNVF demonstrated potent antimicrobial activity, 10-20 times more, against common pathogens for example, C. albicans as fungal strain and E. coli, S. aureus, B. subtilis, and P. aeruginosa as bacterial strains as compared to PVAm obtained from basic hydrolysis.

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Section: Introductionmentioning

confidence: 99%

Tunable fluorescent and antimicrobial properties of poly(vinyl amine) affected by the acidic or basic hydrolysis of poly(N‐vinylformamide)

Sütekin

Demirci

Kurt

et al. 2021

J of Applied Polymer Sci

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“…Moreover, the 1 H NMR spectrum of this SMI (Figure ) showed a pattern similar to SMA; in addition to the expected aromatic protons for the thiazole group of the 4‐amino‐5‐methyl‐4 H ‐1,2,4‐triazole‐3‐thionemoiety, It shows [12.13 (s, SH), 7.92 (2H, Ar‐H), 7.1 (2H, Ar‐H), 6.61 (1H, Ar‐H), 2.85 (s, 3H), 2.47 (m, 1H), 2.14 (s, 1H), 1.93 (s, 1H), 1.88 (m, 2H)] …”

Section: Resultsmentioning

confidence: 78%

Preparation of an efficient catalyst through injection of CuI on modified poly (styrene‐co‐maleic anhydride) and theoretical investigation of the structural and electronic properties of catalyst

Zoghi

Heravi

Montazeri

et al. 2020

Applied Organom Chemis

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A novel polymer supported [poly (styrene‐co‐maleic imide) (SMI)]Cu(I) nano‐particles was prepared via in situ reaction of 4‐amino‐5‐methyl‐4H‐1,2,4‐triazole‐3‐thione with [poly (styrene‐co‐maleic anhydride)] (SMA) along with immobilization of CuI. These nano‐particles were fully characterized by using scanning electron microscopy (SEM), energy dispersive spectroscopy analysis, Xray (EDAX), inductively coupled plasma (ICP) analysis, 1H NMR and FT‐IR techniques. Moreover, the structural and electronic features of metal–ligand interactions in the complex model of polymer‐supported copper nanocatalyst were assessed using density functional theory calculations. The catalytic activity of these supported Cu(I) nonoparticles was examined in one of the classiest name reaction so–called “click reaction” which is coined K. B Sharpless for the regioselective synthesis of 1,2,3‐triazole derivatives using a multicomponent reaction (MCR) involving benzyl halides, sodium azide and terminal alkynes in water as a green solvent. This heterogeneous catalyst showed excellent catalytic activity and was separated by simple filtration and was used at least in five consecutive runs without a significant decrease in its activity.

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“…Next, other reaction variables, such as catalyst loading amount and temperature, were examined (Table ). The optimal reaction conditions in terms of higher yields and shorter reaction times as well as considering the principles of green chemistry were found to be as follows: benzyl bromide, phenylacetylene (1 mmol) and sodium azide (1.3 mmol) being reacted in the presence of CuI@[PMMA‐co‐MI] (0.02 g) in water (10 ml) at room temperature (Table ) …”

Section: Resultsmentioning

confidence: 99%

In situ preparation and characterization of novel CuI‐functionalized poly[(methyl methacrylate)‐co‐maleimide] as an efficient heterogeneous catalyst in the regioselective synthesis of 1,2,3‐triazoles via click reaction: Experimental and computational chemistry

Pourmohammad

Heravi

Ahmadi

et al. 2019

Applied Organom Chemis

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A CuI‐functionalized poly[(methyl methacrylate)‐co‐maleimide] (CuI@[PMMA‐co‐MI]) nanocatalyst was prepared from in situ polymerization and functionalization of poly[(methyl methacrylate)‐co‐(maleic anhydride)] and well characterized using various techniques. From a computational viewpoint, we assessed two complexation models between copper nanoparticles and [PMMA‐co‐MI]. In this line, the metal–ligand interaction strength was also studied via density functional theory calculations and frontier molecular orbital analysis. Moreover, for presenting a quantitative description of the electronic features of immobilization of copper nanoparticles on polymeric support, the topological analysis of electron density and its Laplacian was performed through quantum theory of atoms in molecules. Finally, the catalytic activity of CuI@[PMMA‐co‐MI] as a heterogeneous nanocatalyst was successfully examined in the highly regioselective synthesis of 1,4‐disubstituted 1,2,3‐triazoles via click reaction.

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Synthesis and characterization of polyvinyl amine–SiO2–Al2O3 as a new and inexpensive organic–inorganic hybrid basic catalyst

Cited by 25 publications

References 44 publications

Tunable fluorescent and antimicrobial properties of poly(vinyl amine) affected by the acidic or basic hydrolysis of poly(N‐vinylformamide)

Tunable fluorescent and antimicrobial properties of poly(vinyl amine) affected by the acidic or basic hydrolysis of poly(N‐vinylformamide)

Preparation of an efficient catalyst through injection of CuI on modified poly (styrene‐co‐maleic anhydride) and theoretical investigation of the structural and electronic properties of catalyst

In situ preparation and characterization of novel CuI‐functionalized poly[(methyl methacrylate)‐co‐maleimide] as an efficient heterogeneous catalyst in the regioselective synthesis of 1,2,3‐triazoles via click reaction: Experimental and computational chemistry

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