Functionalization of Glassy Carbon With Diazonium Salts in Ionic Liquids

Paolo Actis, Guilain Caulliez, Galyna Shul, Marcin Opallo, Michel Mermoux, Bernadette Marcus, Rabah Boukherroub, Sabine Szunerits

Langmuir. 2008 Jun 17;24(12):6327-33.

PMID: 18476667

Abstract:

The paper reports on the chemical functionalization of glassy carbon electrodes with 4-bromobenzene (4-BBDT) and 4-(4'-nitrophenylazo)benzene diazonium tetrafluoroborate (4-NAB) salts in ionic liquids. The reaction was carried out at room temperature in air without any external electrical bias in either hydrophobic (1-butyl-3-methylimidazolium hexafluorophosphate) or hydrophilic (1-butyl-3-methylimidazolium methyl sulfate) ionic liquids. The resulting surfaces were characterized using X-ray photoelectron spectroscopy (XPS), Raman spectroscopy, and electrochemical measurements. Electrochemical reduction of the terminal nitro groups allowed the determination of surface coverage and formation of an amine-terminated carbon surfaces. The results were compared to glassy carbon chemically modified in an aqueous solution in the presence of 1% sodium dodecyl sulfate (SDS) with the same diazonium salt. Furthermore, Raman spectroscopy coupled with electrochemical measurements allowed to distinguish between the reduction of -NO2 to -NH2 group and the -N=N- to -NH-NH- bond.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP401788985	1-Butyl-3-methylimidazolium methyl sulfate		401788-98-5	Price