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  • Simultaneous electropolymerization and electro-click functionalization for highly versatile surface platforms.

Simultaneous electropolymerization and electro-click functionalization for highly versatile surface platforms.

ACS nano (2014-04-18)
Gaulthier Rydzek, Tatyana G Terentyeva, Amir Pakdel, Dmitri Golberg, Jonathan P Hill, Katsuhiko Ariga
ABSTRACT

Simple preparation methods of chemically versatile and highly functionalizable surfaces remain rare and present a challenging research objective. Here, we demonstrate a simultaneous electropolymerization and electro-click functionalization process (SEEC) for one-pot self-construction of aniline- and naphthalene-based functional polymer films where both polymerization and click functionalization are triggered by applying electrochemical stimuli. Cyclic voltammetry (CV) can be applied for the simultaneous oxidation of 4-azidoaniline and the reduction of Cu(II) ions, resulting in polymerization of the former, and the Cu(I)-catalyzed alkyne/azide cycloaddition ("click" chemistry). Properties of the films obtained can be tuned by varying their morphology, their chemically "clicked" content, or by postconstruction functionalization. To demonstrate this, the CV scan rates, component monomers, and "clicked" molecules were varied. Covalent postconstruction immobilization of horseradish peroxidase was also performed. Consequently, pseudocapacitance and enzyme activity were affected. SEEC provides surface scientists an easy access to a wide range of functionalization possibilities in several fields including sensors, fuel cells, photovoltaics, and biomaterials.

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Sigma-Aldrich
Ethyl alcohol, Pure, 200 proof, ACS reagent, ≥99.5%
Sigma-Aldrich
Perossido di idrogeno, contains inhibitor, 30 wt. % in H2O, ACS reagent
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Perossido di idrogeno, 30 % (w/w) in H2O, contains stabilizer
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Copper(II) sulfate pentahydrate, ACS reagent, ≥98.0%
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Ethyl alcohol, Pure, 200 proof, meets USP testing specifications
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Ethyl alcohol, Pure, 190 proof, for molecular biology
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Perossido di idrogeno, 50 wt. % in H2O, stabilized
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N-Hydroxysuccinimide, 98%
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Zirconyl chloride octahydrate, reagent grade, 98%
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Fenolo, BioReagent, Equilibrated with 10 mM Tris HCl, pH 8.0, 1 mM EDTA, for molecular biology
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Copper(II) chloride, 97%
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Copper(II) sulfate pentahydrate, BioReagent, suitable for cell culture, ≥98%
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Phenylacetylene, 98%
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Perossido di idrogeno, contains inhibitor, 35 wt. % in H2O
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Fenolo, BioReagent, Saturated with 0.01 M citrate buffer, pH 4.3 ± 0.2, for molecular biology
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Fenolo, ≥99%
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Copper(II) chloride, powder, 99%
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Copper(II) chloride, anhydrous, powder, ≥99.995% trace metals basis
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Fenolo, United States Pharmacopeia (USP) Reference Standard
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Aniline, ACS reagent, ≥99.5%
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Copper(II) sulfate pentahydrate, suitable for plant cell culture, ≥98%
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Fenolo, natural, 97%, FG
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Copper(II) sulfate pentahydrate, 99.999% trace metals basis
Supelco
Ethanol solution, certified reference material, 2000 μg/mL in methanol
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Fenolo, certified reference material, 500 μg/mL in methanol
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Copper(II) chloride, 99.999% trace metals basis
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Fenolo, BioUltra, for molecular biology, TE-saturated, ~73% (T)
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Etanolo, purum, absolute ethanol, denaturated with 2% 2-butanone, A15 MEK1, ≥99.8% (based on denaturant-free substance)
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Perossido di idrogeno, 3%, suitable for microbiology