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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.

MATERIALS
Product Number
Brand
Product Description

Supelco
Dehydrated Alcohol, Pharmaceutical Secondary Standard; Certified Reference Material
Sigma-Aldrich
Ethanol, JIS first grade, 94.8-95.8%
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Aniline, SAJ first grade, ≥99.0%
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Aniline, JIS special grade, ≥99.0%
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Hydrogen peroxide solution, SAJ first grade, ≥30.0%
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Copper(II) sulfate pentahydrate, JIS special grade, ≥99.5%
Supelco
4-Aminoantipyrine, for spectrophotometric det. of H2O2 and phenols, ≥98.0%
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Hydrogen peroxide solution, tested according to Ph. Eur.
Sigma-Aldrich
Copper(II) sulfate pentahydrate, purum p.a., crystallized, ≥99.0% (RT)
Supelco
Aniline, analytical standard
Millipore
Hydrogen peroxide solution, 3%, suitable for microbiology
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4-Aminoantipyrine, puriss. p.a., reag. Ph. Eur., ≥99%
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Copper(II) sulfate pentahydrate, 99.999% trace metals basis
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Hydrogen peroxide solution, contains potassium stannate as inhibitor, 30-32 wt. % in water, semiconductor grade, 99.999% trace metals basis
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Hydrogen peroxide solution, 34.5-36.5%
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Aniline, ACS reagent, ≥99.5%
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Aniline, ReagentPlus®, 99%
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Ethanol solution, certified reference material, 2000 μg/mL in methanol
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Copper(II) sulfate pentahydrate, 99.995% trace metals basis
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Hydrogen peroxide solution, ≥30%, for trace analysis
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Ethanol Fixative 80% v/v, suitable for fixing solution (blood films)
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Hydrogen peroxide solution, 30 % (w/w) in H2O, contains stabilizer
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4-Aminoantipyrine, reagent grade
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Copper(II) sulfate pentahydrate, suitable for plant cell culture, ≥98%
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Copper(II) sulfate pentahydrate, BioReagent, suitable for cell culture, ≥98%
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4-Aminoantipyrine, analytical standard
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Hydrogen peroxide solution, 30 % (w/w), for ultratrace analysis
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Ethanol, JIS special grade, 94.8-95.8%
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Copper(II) sulfate pentahydrate, ACS reagent, ≥98.0%
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Phenylacetylene, 98%