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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

Sigma-Aldrich
Copper(II) sulfate pentahydrate, purum p.a., crystallized, ≥99.0% (RT)
Sigma-Aldrich
Copper(II) sulfate pentahydrate, suitable for plant cell culture, ≥98%
Sigma-Aldrich
4-Aminoantipyrine, reagent grade
Sigma-Aldrich
Copper(II) sulfate pentahydrate, BioReagent, suitable for cell culture, ≥98%
Supelco
Ethanol solution, certified reference material, 2000 μg/mL in methanol
Sigma-Aldrich
Copper(II) sulfate pentahydrate, 99.995% trace metals basis
Sigma-Aldrich
Copper(II) sulfate pentahydrate, 99.999% trace metals basis
Sigma-Aldrich
Aniline, ACS reagent, ≥99.5%
Supelco
4-Aminoantipyrine, for spectrophotometric det. of H2O2 and phenols, ≥98.0%
Sigma-Aldrich
4-Aminoantipyrine, puriss. p.a., reag. Ph. Eur., ≥99%
Supelco
4-Aminoantipyrine, analytical standard
Sigma-Aldrich
Copper(II) sulfate pentahydrate, puriss., suitable for, meets analytical specification of Ph. Eur., BP, USP,FCC
Sigma-Aldrich
Copper(II) sulfate pentahydrate, puriss. p.a., ACS reagent, reag. ISO, reag. Ph. Eur., 99-102%
Sigma-Aldrich
Zirconyl chloride octahydrate, reagent grade, 98%
Sigma-Aldrich
Copper(II) sulfate pentahydrate, ReagentPlus®, ≥98.0%
Sigma-Aldrich
Copper(II) sulfate pentahydrate, ACS reagent, ≥98.0%
USP
Dehydrated Alcohol, United States Pharmacopeia (USP) Reference Standard
Sigma-Aldrich
4-Ethynylaniline, 97%
Sigma-Aldrich
Phenol, BioUltra, for molecular biology, ≥99.5% (GC)
Supelco
Phenol solution, 100 μg/mL in acetonitrile, PESTANAL®, analytical standard
Sigma-Aldrich
N-Hydroxysuccinimide, 98%
Sigma-Aldrich
Ethyl alcohol, Pure, 190 proof, ACS spectrophotometric grade, 95.0%
Sigma-Aldrich
Copper(II) chloride, 99.999% trace metals basis
Sigma-Aldrich
Ethyl alcohol, Pure, 200 proof, anhydrous, ≥99.5%
Sigma-Aldrich
Copper(II) chloride, anhydrous, powder, ≥99.995% trace metals basis
Sigma-Aldrich
Ethynylferrocene, 97%
Supelco
Phenol solution, 5000 μg/mL in methanol, certified reference material
Supelco
Phenol solution, certified reference material, 500 μg/mL in methanol
Sigma-Aldrich
N-Hydroxysuccinimide, purum, ≥97.0% (T)
Sigma-Aldrich
Ethanol, ACS reagent, prima fine spirit, without additive, F15 o1