Electrochemical polymerization and characterization of a functional dicarbazole conducting polymer

Yishay Diamant; Eleanor Furmanovich; Asher Landau; Jean Paul Lellouche; Arie Zaban

doi:10.1016/s0013-4686(02)00718-1

Electrochemical polymerization and characterization of a functional dicarbazole conducting polymer

Yishay Diamant, Eleanor Furmanovich, Asher Landau, Jean Paul Lellouche, Arie Zaban

Department of Chemistry

Bar-Ilan University

Research output: Contribution to journal › Article › peer-review

31 Scopus citations

Abstract

The electropolymerization of the unique dicarbazole monomer, 2,6-bis-carbazole-9-yl-hexanoic acid pentafluorophenyl ester, is reported. This chiral monomer possesses two carbazole units and a chiral grafting center, activated ester for covalent amine-coupling. Contrary to monocarbazole monomers unable of internal cross-linking, its specifically designed dicarbazole skeleton allowed us to obtain highly reticulated polydicarbazole films functionalized for probe coupling. Full analysis of its electrochemical polymerization revealed different oxidation potentials for the two structurally different carbazole units. The electrochemical activity of the polydicarbazole-coated electrode has been characterized in different redox electrolytes. Contacted by a model protein (BSA), this film has been easily passivated at the Rubpy₃(PF₆) electrochemical window.

Original language	English
Pages (from-to)	507-512
Number of pages	6
Journal	Electrochimica Acta
Volume	48
Issue number	5
DOIs	https://doi.org/10.1016/s0013-4686(02)00718-1
State	Published - 15 Jan 2003

Bibliographical note

Funding Information:
The authors thank the Israel Ministry of Science (MOS) for the support of this work. This work was done at the Bar-Ilan University as part of a PhD thesis.

Funding

The authors thank the Israel Ministry of Science (MOS) for the support of this work. This work was done at the Bar-Ilan University as part of a PhD thesis.

Funders	Funder number
Maryland Ornithological Society
Ministry of science and technology, Israel

Keywords

Covalent linkage of proteins
Cyclic voltammetry
Electrosensor
Pinhole-free film
Polydicarbazole

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10.1016/s0013-4686(02)00718-1

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title = "Electrochemical polymerization and characterization of a functional dicarbazole conducting polymer",

abstract = "The electropolymerization of the unique dicarbazole monomer, 2,6-bis-carbazole-9-yl-hexanoic acid pentafluorophenyl ester, is reported. This chiral monomer possesses two carbazole units and a chiral grafting center, activated ester for covalent amine-coupling. Contrary to monocarbazole monomers unable of internal cross-linking, its specifically designed dicarbazole skeleton allowed us to obtain highly reticulated polydicarbazole films functionalized for probe coupling. Full analysis of its electrochemical polymerization revealed different oxidation potentials for the two structurally different carbazole units. The electrochemical activity of the polydicarbazole-coated electrode has been characterized in different redox electrolytes. Contacted by a model protein (BSA), this film has been easily passivated at the Rubpy3(PF6) electrochemical window.",

keywords = "Covalent linkage of proteins, Cyclic voltammetry, Electrosensor, Pinhole-free film, Polydicarbazole",

author = "Yishay Diamant and Eleanor Furmanovich and Asher Landau and Lellouche, {Jean Paul} and Arie Zaban",

note = "Funding Information: The authors thank the Israel Ministry of Science (MOS) for the support of this work. This work was done at the Bar-Ilan University as part of a PhD thesis.",

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AU - Diamant, Yishay

AU - Furmanovich, Eleanor

AU - Landau, Asher

AU - Lellouche, Jean Paul

AU - Zaban, Arie

N1 - Funding Information: The authors thank the Israel Ministry of Science (MOS) for the support of this work. This work was done at the Bar-Ilan University as part of a PhD thesis.

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Y1 - 2003/1/15

N2 - The electropolymerization of the unique dicarbazole monomer, 2,6-bis-carbazole-9-yl-hexanoic acid pentafluorophenyl ester, is reported. This chiral monomer possesses two carbazole units and a chiral grafting center, activated ester for covalent amine-coupling. Contrary to monocarbazole monomers unable of internal cross-linking, its specifically designed dicarbazole skeleton allowed us to obtain highly reticulated polydicarbazole films functionalized for probe coupling. Full analysis of its electrochemical polymerization revealed different oxidation potentials for the two structurally different carbazole units. The electrochemical activity of the polydicarbazole-coated electrode has been characterized in different redox electrolytes. Contacted by a model protein (BSA), this film has been easily passivated at the Rubpy3(PF6) electrochemical window.

AB - The electropolymerization of the unique dicarbazole monomer, 2,6-bis-carbazole-9-yl-hexanoic acid pentafluorophenyl ester, is reported. This chiral monomer possesses two carbazole units and a chiral grafting center, activated ester for covalent amine-coupling. Contrary to monocarbazole monomers unable of internal cross-linking, its specifically designed dicarbazole skeleton allowed us to obtain highly reticulated polydicarbazole films functionalized for probe coupling. Full analysis of its electrochemical polymerization revealed different oxidation potentials for the two structurally different carbazole units. The electrochemical activity of the polydicarbazole-coated electrode has been characterized in different redox electrolytes. Contacted by a model protein (BSA), this film has been easily passivated at the Rubpy3(PF6) electrochemical window.

KW - Covalent linkage of proteins

KW - Cyclic voltammetry

KW - Electrosensor

KW - Pinhole-free film

KW - Polydicarbazole

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Electrochemical polymerization and characterization of a functional dicarbazole conducting polymer

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Keywords

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