Peroxidase-catalysed synthesis of electroconductive polypyrrole

Kupriyanovich, Yulia N.; Сухов, Б. Г.; Медведева, С. А.; Михалева, А. И.; Vakul’skaya, T. I.; Myachina, G. F.; Трофимов, Б. А.

doi:10.1016/j.mencom.2008.01.021

Cited by 27 publications

(17 citation statements)

References 15 publications

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“…However, after the addition of a redox mediator, 2,2 -azino-bis(3-ethylbenzthiazoline-6-sulfonic acid) (ABTS), the polymerization rate increased considerably, leading to a polymer with better physicochemical properties. Kupriyanovich et al [22] showed that instead of laccase, horseradish peroxidase and hydrogen peroxide could be employed to oxidize the ABTS, leading to the pyrrole polymerization. One interesting feature of the biocatalytic methods that have been used to synthesize PPy, is that the resulting polymer adsorbs a significant amount of the enzyme used [16,17], which could improve its potential as biomaterial, catalyst or biosensor element.…”

Section: Introductionmentioning

confidence: 99%

Biocatalytic synthesis of polypyrrole powder, colloids, and films using horseradish peroxidase

Cruz-Silva

Amaro

Escamilla³

et al. 2008

Journal of Colloid and Interface Science

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Section: Introductionmentioning

confidence: 99%

Biocatalytic synthesis of polypyrrole powder, colloids, and films using horseradish peroxidase

Cruz-Silva

Amaro

Escamilla³

et al. 2008

Journal of Colloid and Interface Science

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“…The characteristic bands of sulfonate groups were also detected around 607 cm -1 for sample Py-SBP-VA + -CS + [11,12]. [38].…”

Section: Accepted M Manuscriptmentioning

confidence: 84%

“…[12] studied the polymerization of pyrrole by using hydrogen peroxide and horseradish peroxidase (HRP) in the presence of ABTS mediator and electrolytes at pH 4.5. The highest conductivity of polymer was reached when sodium polystyrene-4-sulfonate (PSS) was used as dopant and template to induce the ordered growth of the PPy backbone.…”

Section: Introductionmentioning

confidence: 99%

Enzyme mediated synthesis of polypyrrole in the presence of chondroitin sulfate and redox mediators of natural origin

Grijalva-Bustamante

Evans-Villegas²,

Castillo-Castro

et al. 2016

Materials Science and Engineering: C

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Polypyrrole (PPy) was synthesized by enzyme mediated oxidation of pyrrole using naturally occurring compounds as redox mediators. The catalytic mechanism is an enzymatic cascade reaction in which hydrogen peroxide is the oxidizer and soybean peroxidase, in the presence of acetosyringone, syringaldehyde or vanillin, acts as a natural catalysts. The effect of the initial reaction composition on the polymerization yield and electrical conductivity of PPy was analyzed. Morphology of the PPy particles was studied by scanning electron microscopy and transmission electron microscopy whereas the chemical structure was studied by X-ray photoelectron and Fourier transformed infrared spectroscopic techniques. The redox mediators increased the polymerization yield without a significant modification of the electronic structure of PPy. The highest conductivity of PPy was reached when chondroitin sulfate was used simultaneously as dopant and template during pyrrole polymerization. Electroactive properties of PPy obtained from natural precursors were successfully used in the amperometric quantification of uric acid concentrations. PPy increases the amperometric sensitivity of carbon nanotube screenprinted electrodes toward uric acid detection.

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“…To study the effect of reaction pH, polymerizations were carried out in five different pH values (pH = 5.0, 6.0, 7.0, 8.0 and 9.0). Since catalytic activity of HRP is inactive in buffer pH around 3.0 [32], pH \5.0 conditions were not tried for this polymerization. And also, the activity of HRP for the oxidation of phenol derivatives in alkaline region was reported to be much lower than that in acidic region [32], therefore pH[9.0 conditions were not tried, as well.…”

Section: The Investigation Of Reaction Ph On the Polymerizationmentioning

confidence: 99%

“…Since catalytic activity of HRP is inactive in buffer pH around 3.0 [32], pH \5.0 conditions were not tried for this polymerization. And also, the activity of HRP for the oxidation of phenol derivatives in alkaline region was reported to be much lower than that in acidic region [32], therefore pH[9.0 conditions were not tried, as well. Table 2 shows the effect of the reaction pH on the yield and molecular weight of the polymer in THF at 25°C.…”

Section: The Investigation Of Reaction Ph On the Polymerizationmentioning

confidence: 99%

Synthesis and characterization of imine-functionalized polyphenol via enzymatic oxidative polycondensation of a bisphenol derivative

et al. 2015

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Enzymatic oxidative polycondensation of a new bisphenol derivative 3,3 0 -((1E,1 0 E)-(1,3-phenylenebis(azanylylidene))bis(methanylylidene))diphenol, (3,3 0 -PBAMD), using horseradish peroxidase (HRP) enzyme and hydrogen peroxide (H 2 O 2 ) oxidizer for initiation of the reaction, has been investigated in an equivolume mixture of an organic solvent (acetone, methanol, ethanol, dichloromethane, 1,4-dioxane and tetrahydrofuran) and phosphate buffer (pH = 5.0, 6.0, 7.0, 8.0 and 9.0) at different temperatures under air for 24 h. The resulting polymer, poly(3,3 0 -PBAMD), was characterized using ultraviolet-visible (UV-Vis), Fourier transform infrared (FT-IR), 1 H nuclear magnetic resonance (NMR), gel permeation chromatography (GPC) and thermogravimetric (TGA) analyses. Effects of solvent system, reaction temperature and pH on the polymerization have been investigated with respect to the yield and molecular weight (M n ) of the product. The optimum reaction condition in terms of the highest yield (81 %) and molecular weight (M n = 10,500 g/mol, DP *33) was achieved in an equivolume mixture of tetrahydrofuran/pH 7.0 phosphate buffer medium at 25°C. Polymerization involved hydrogen elimination from the monomer, and terminal units of the polymer structure consisted of phenolic hydroxyl (-OH) groups at the ends. The polymer is mainly composed of a mixture of phenylene and oxyphenylene units according to 1 H NMR and FT-IR analyses. The resulted product has shown relatively high thermal stability against thermal decomposition, and 35 % of the initial weight of the sample (carbonaceous residue) remained after heating to 1000°C.

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Peroxidase-catalysed synthesis of electroconductive polypyrrole

Cited by 27 publications

References 15 publications

Biocatalytic synthesis of polypyrrole powder, colloids, and films using horseradish peroxidase

Biocatalytic synthesis of polypyrrole powder, colloids, and films using horseradish peroxidase

Enzyme mediated synthesis of polypyrrole in the presence of chondroitin sulfate and redox mediators of natural origin

Synthesis and characterization of imine-functionalized polyphenol via enzymatic oxidative polycondensation of a bisphenol derivative

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