A rational design for the selective detection of dopamine using conducting polymers

Poly(N-methylpyrrole) (PNMPy), poly(N-cyanoethylpyrrole) (PNCPy) and poly(3,4-ethylenedioxythiophene) (PEDOT) films have been prepared using both single and two polymerization steps for the selective determination of low concentrations of dopamine, ascorbic acid and uric acid in tertiary mixtures. A...

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Authors: Fabregat Jové, Georgina|||0000-0001-8967-9950, Casanovas Salas, Jordi|||0000-0002-4914-9194, Redondo Negrete, Edurne, Armelín Diggroc, Elaine Aparecida|||0000-0002-0658-7696, Alemán Llansó, Carlos|||0000-0003-4462-6075
Format: article
Publication Date:2014
Country:España
Institution:Universitat Politècnica de Catalunya (UPC)
Repository:UPCommons. Portal del coneixement obert de la UPC
Language:English
OAI Identifier:oai:upcommons.upc.edu:2117/23025
Online Access:https://hdl.handle.net/2117/23025
https://dx.doi.org/10.1039/c4cp00234b
Access Level:Open access
Keyword:Dopamine
Conducting polymers
Polímers conductors
Àrees temàtiques de la UPC::Enginyeria química
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spelling A rational design for the selective detection of dopamine using conducting polymersFabregat Jové, Georgina|||0000-0001-8967-9950Casanovas Salas, Jordi|||0000-0002-4914-9194Redondo Negrete, EdurneArmelín Diggroc, Elaine Aparecida|||0000-0002-0658-7696Alemán Llansó, Carlos|||0000-0003-4462-6075DopamineConducting polymersPolímers conductorsÀrees temàtiques de la UPC::Enginyeria químicaPoly(N-methylpyrrole) (PNMPy), poly(N-cyanoethylpyrrole) (PNCPy) and poly(3,4-ethylenedioxythiophene) (PEDOT) films have been prepared using both single and two polymerization steps for the selective determination of low concentrations of dopamine, ascorbic acid and uric acid in tertiary mixtures. Analysis of the sensitivity and resolution parameters derived from the electrochemical response of such films indicates that PEDOT is the most appropriate for the unambiguous detection of the three species. Indeed, the performance of PEDOT is practically independent of the presence of both gold nanoparticles at the surface of the film and interphases inside the film, even though these two factors are known to improve the electroactivity of conducting polymers. Quantum mechanical calculations on model complexes have been used to examine the intermolecular interaction involved in complexes formed by PEDOT chains and oxidized dopamine, ascorbic acid and uric acid. Results show that such complexes are mainly stabilized by C-H¿O interactions rather than by conventional hydrogen bonds. In order to improve the sensitivity of PEDOT through the formation of specific hydrogen bonds, a derivative bearing a hydroxymethyl group attached to the dioxane ring of each repeat unit has been designed. Poly(hydroxymethyl-3,4-ethylenedioxythiophene) (PHMeDOT) has been prepared and characterized by FTIR, UV-vis spectroscopy, cyclic voltammetry, scanning electron microscopy and atomic force microscopy. Finally, the performance of PHMeDOT and PEDOT for the selective detection of the species mentioned above has been compared. © 2014 the Partner Organisations.Peer Reviewed20142014-02-2520142014-05-21journal articlehttp://purl.org/coar/resource_type/c_6501VoRhttp://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleapplication/pdfhttps://hdl.handle.net/2117/23025https://dx.doi.org/10.1039/c4cp00234breponame:UPCommons. Portal del coneixement obert de la UPCinstname:Universitat Politècnica de Catalunya (UPC)Inglésengopen accesshttp://purl.org/coar/access_right/c_abf2Attribution-NonCommercial-NoDerivs 3.0 Spainhttp://creativecommons.org/licenses/by-nc-nd/3.0/es/info:eu-repo/semantics/openAccessoai:upcommons.upc.edu:2117/230252026-05-27T15:37:01Z
dc.title.none.fl_str_mv A rational design for the selective detection of dopamine using conducting polymers
title A rational design for the selective detection of dopamine using conducting polymers
spellingShingle A rational design for the selective detection of dopamine using conducting polymers
Fabregat Jové, Georgina|||0000-0001-8967-9950
Dopamine
Conducting polymers
Polímers conductors
Àrees temàtiques de la UPC::Enginyeria química
title_short A rational design for the selective detection of dopamine using conducting polymers
title_full A rational design for the selective detection of dopamine using conducting polymers
title_fullStr A rational design for the selective detection of dopamine using conducting polymers
title_full_unstemmed A rational design for the selective detection of dopamine using conducting polymers
title_sort A rational design for the selective detection of dopamine using conducting polymers
dc.creator.none.fl_str_mv Fabregat Jové, Georgina|||0000-0001-8967-9950
Casanovas Salas, Jordi|||0000-0002-4914-9194
Redondo Negrete, Edurne
Armelín Diggroc, Elaine Aparecida|||0000-0002-0658-7696
Alemán Llansó, Carlos|||0000-0003-4462-6075
author Fabregat Jové, Georgina|||0000-0001-8967-9950
author_facet Fabregat Jové, Georgina|||0000-0001-8967-9950
Casanovas Salas, Jordi|||0000-0002-4914-9194
Redondo Negrete, Edurne
Armelín Diggroc, Elaine Aparecida|||0000-0002-0658-7696
Alemán Llansó, Carlos|||0000-0003-4462-6075
author_role author
author2 Casanovas Salas, Jordi|||0000-0002-4914-9194
Redondo Negrete, Edurne
Armelín Diggroc, Elaine Aparecida|||0000-0002-0658-7696
Alemán Llansó, Carlos|||0000-0003-4462-6075
author2_role author
author
author
author
dc.subject.none.fl_str_mv Dopamine
Conducting polymers
Polímers conductors
Àrees temàtiques de la UPC::Enginyeria química
topic Dopamine
Conducting polymers
Polímers conductors
Àrees temàtiques de la UPC::Enginyeria química
description Poly(N-methylpyrrole) (PNMPy), poly(N-cyanoethylpyrrole) (PNCPy) and poly(3,4-ethylenedioxythiophene) (PEDOT) films have been prepared using both single and two polymerization steps for the selective determination of low concentrations of dopamine, ascorbic acid and uric acid in tertiary mixtures. Analysis of the sensitivity and resolution parameters derived from the electrochemical response of such films indicates that PEDOT is the most appropriate for the unambiguous detection of the three species. Indeed, the performance of PEDOT is practically independent of the presence of both gold nanoparticles at the surface of the film and interphases inside the film, even though these two factors are known to improve the electroactivity of conducting polymers. Quantum mechanical calculations on model complexes have been used to examine the intermolecular interaction involved in complexes formed by PEDOT chains and oxidized dopamine, ascorbic acid and uric acid. Results show that such complexes are mainly stabilized by C-H¿O interactions rather than by conventional hydrogen bonds. In order to improve the sensitivity of PEDOT through the formation of specific hydrogen bonds, a derivative bearing a hydroxymethyl group attached to the dioxane ring of each repeat unit has been designed. Poly(hydroxymethyl-3,4-ethylenedioxythiophene) (PHMeDOT) has been prepared and characterized by FTIR, UV-vis spectroscopy, cyclic voltammetry, scanning electron microscopy and atomic force microscopy. Finally, the performance of PHMeDOT and PEDOT for the selective detection of the species mentioned above has been compared. © 2014 the Partner Organisations.
publishDate 2014
dc.date.none.fl_str_mv 2014
2014-02-25
2014
2014-05-21
dc.type.none.fl_str_mv journal article
http://purl.org/coar/resource_type/c_6501
VoR
http://purl.org/coar/version/c_970fb48d4fbd8a85
dc.type.openaire.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv https://hdl.handle.net/2117/23025
https://dx.doi.org/10.1039/c4cp00234b
url https://hdl.handle.net/2117/23025
https://dx.doi.org/10.1039/c4cp00234b
dc.language.none.fl_str_mv Inglés
eng
language_invalid_str_mv Inglés
language eng
dc.rights.none.fl_str_mv open access
http://purl.org/coar/access_right/c_abf2
Attribution-NonCommercial-NoDerivs 3.0 Spain
http://creativecommons.org/licenses/by-nc-nd/3.0/es/
dc.rights.openaire.fl_str_mv info:eu-repo/semantics/openAccess
rights_invalid_str_mv open access
http://purl.org/coar/access_right/c_abf2
Attribution-NonCommercial-NoDerivs 3.0 Spain
http://creativecommons.org/licenses/by-nc-nd/3.0/es/
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.source.none.fl_str_mv reponame:UPCommons. Portal del coneixement obert de la UPC
instname:Universitat Politècnica de Catalunya (UPC)
instname_str Universitat Politècnica de Catalunya (UPC)
reponame_str UPCommons. Portal del coneixement obert de la UPC
collection UPCommons. Portal del coneixement obert de la UPC
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15.301603

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