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乙腈/碳酸氢钠溶液混合物电嫁接叔丁氧羟基-乙二胺

Hisham Hamzah Guy Denuault Philip Bartlett Aleksandra Pinczewska Jeremy Kilburn

电化学2017,Vol.23Issue(2):130-140,11.
电化学2017,Vol.23Issue(2):130-140,11.DOI:10.13208/j.electrochem.161241

乙腈/碳酸氢钠溶液混合物电嫁接叔丁氧羟基-乙二胺

Electrografting of Mono-N-Boc-Ethylenediamine from an Acetonitrile/Aqueous NaHCO3 Mixture

Hisham Hamzah 1Guy Denuault 1Philip Bartlett 1Aleksandra Pinczewska 2Jeremy Kilburn3

作者信息

  • 1. 南安普顿大学化学系,英国南安普顿,SO17 1AL
  • 2. 伦敦大学玛丽女王学院,生物与化学科学学院,英国伦敦,E1 4NS
  • 3. 阿伯丁大学国王学院,英国阿伯丁,AB24 3FX
  • 折叠

摘要

Abstract

The electrografting of primary amines to carbon electrodes is now widely employed for electrode modification.Using a mixture of acetonitrile and 0.1 mol· L-1 aqueous sodium hydrogen carbornate (NaHCO3) in the ratio of 4∶1,the efficiency for coupling of mono-N-Boc-ethylenediamine (EDA-Boc) on the surface of glassy carbon was significantly improved as compared with that obtained using acetonitrile alone.In the presence of NaHCO3 the initial current determined in the cyclic voltammogram became higher,and the layer of attached amine was formed more rapidly,accordingly,the electrode was passivated more rapidly.The resulting film of EDA-Boc was shown to be more severely blocking toward the electrochemical reaction of [Fe(CN)6]3.Following removal of the Boc protecting group and coupling of the free amine to anthraquinone-2-carboxylic acid,a higher surface coverage of the anthraquinone was obtained.Modelling for the electrograftng reaction using a simple kinetic scheme,it was demonstrated that the simulated voltammograms agreed well with the experimentally measured voltammograms.Comparison between the model fitting parameters obtained from the acetonitrile alone and the acetonitrile/NaHCO3 mixture showed that the competition between reaction of the amine radicals with the carbon surface and reaction in the homogeneous solution became more favourable for the surface reaction in the acetonitrile/NaHCO3 mixture.

关键词

电嫁接/叔丁氧羟基-乙二胺/胺氧化/玻碳电极/表面修饰

Key words

electrografting/mono-N-Boc-ethylenediamine/amine oxidation/glassy carbon/surface modification

分类

化学化工

引用本文复制引用

Hisham Hamzah,Guy Denuault,Philip Bartlett,Aleksandra Pinczewska,Jeremy Kilburn..乙腈/碳酸氢钠溶液混合物电嫁接叔丁氧羟基-乙二胺[J].电化学,2017,23(2):130-140,11.

电化学

OA北大核心CSCDCSTPCD

1006-3471

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