Synthesis, electropolymerization and electrochemical characterization of some new acrylate substituted thiophene derivatives

Eeva Lankinen, Göran Sundholm (Corresponding Author), Panu Talonen, Hanna Granö, Franciska Sundholm

Research output: Contribution to journalArticleScientificpeer-review

16 Citations (Scopus)

Abstract

In this work, three new acrylate substituted thiophene monomers, (3-thienyl) methylacrylate, 6-(3-thienyl)methoxy-hexylacrylate and 11-(3-thienyl)methoxy-undecylacrylate were synthesized and electropolymerized. Electrochemical polymerisation by a potential step technique leads to the formation of an electroactive film on a Pt electrode in each case.
The polymerization involves evidently only the thiophene ring, as no sign of polyacrylate formation could be detected. The oxidation of each polymer was studied by in situ external reflectance FTIR spectroscopy, which showed several bands assigned to (bi)polaron type charge carriers in the region 1500–1000 cm−1.
The evolution of the conductivity was studied in situ by the contact electric resistance technique.
The conductivity of poly(3-thienyl methacrylate) was found to be higher in aqueous solutions than in acetonitrile. The surface of poly((3-thienyl) methacrylate) was found to have a granular structure observed for many polythiophenes, as studied by atomic force microscopy (AFM).
Original languageEnglish
Pages (from-to)176-187
JournalJournal of Electroanalytical Chemistry
Volume460
Issue number1-2
DOIs
Publication statusPublished - 1999
MoE publication typeA1 Journal article-refereed

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Thiophenes
Electropolymerization
Methacrylates
Thiophene
Electric contacts
Derivatives
Gene Conversion
Polymers
Polyacrylates
Acetonitrile
Charge carriers
Atomic force microscopy
Monomers
Polymerization
Spectroscopy
Oxidation
Electrodes
acrylic acid
acetonitrile
polythiophene

Cite this

Lankinen, Eeva ; Sundholm, Göran ; Talonen, Panu ; Granö, Hanna ; Sundholm, Franciska. / Synthesis, electropolymerization and electrochemical characterization of some new acrylate substituted thiophene derivatives. In: Journal of Electroanalytical Chemistry. 1999 ; Vol. 460, No. 1-2. pp. 176-187.
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title = "Synthesis, electropolymerization and electrochemical characterization of some new acrylate substituted thiophene derivatives",
abstract = "In this work, three new acrylate substituted thiophene monomers, (3-thienyl) methylacrylate, 6-(3-thienyl)methoxy-hexylacrylate and 11-(3-thienyl)methoxy-undecylacrylate were synthesized and electropolymerized. Electrochemical polymerisation by a potential step technique leads to the formation of an electroactive film on a Pt electrode in each case. The polymerization involves evidently only the thiophene ring, as no sign of polyacrylate formation could be detected. The oxidation of each polymer was studied by in situ external reflectance FTIR spectroscopy, which showed several bands assigned to (bi)polaron type charge carriers in the region 1500–1000 cm−1. The evolution of the conductivity was studied in situ by the contact electric resistance technique. The conductivity of poly(3-thienyl methacrylate) was found to be higher in aqueous solutions than in acetonitrile. The surface of poly((3-thienyl) methacrylate) was found to have a granular structure observed for many polythiophenes, as studied by atomic force microscopy (AFM).",
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Synthesis, electropolymerization and electrochemical characterization of some new acrylate substituted thiophene derivatives. / Lankinen, Eeva; Sundholm, Göran (Corresponding Author); Talonen, Panu; Granö, Hanna; Sundholm, Franciska.

In: Journal of Electroanalytical Chemistry, Vol. 460, No. 1-2, 1999, p. 176-187.

Research output: Contribution to journalArticleScientificpeer-review

TY - JOUR

T1 - Synthesis, electropolymerization and electrochemical characterization of some new acrylate substituted thiophene derivatives

AU - Lankinen, Eeva

AU - Sundholm, Göran

AU - Talonen, Panu

AU - Granö, Hanna

AU - Sundholm, Franciska

PY - 1999

Y1 - 1999

N2 - In this work, three new acrylate substituted thiophene monomers, (3-thienyl) methylacrylate, 6-(3-thienyl)methoxy-hexylacrylate and 11-(3-thienyl)methoxy-undecylacrylate were synthesized and electropolymerized. Electrochemical polymerisation by a potential step technique leads to the formation of an electroactive film on a Pt electrode in each case. The polymerization involves evidently only the thiophene ring, as no sign of polyacrylate formation could be detected. The oxidation of each polymer was studied by in situ external reflectance FTIR spectroscopy, which showed several bands assigned to (bi)polaron type charge carriers in the region 1500–1000 cm−1. The evolution of the conductivity was studied in situ by the contact electric resistance technique. The conductivity of poly(3-thienyl methacrylate) was found to be higher in aqueous solutions than in acetonitrile. The surface of poly((3-thienyl) methacrylate) was found to have a granular structure observed for many polythiophenes, as studied by atomic force microscopy (AFM).

AB - In this work, three new acrylate substituted thiophene monomers, (3-thienyl) methylacrylate, 6-(3-thienyl)methoxy-hexylacrylate and 11-(3-thienyl)methoxy-undecylacrylate were synthesized and electropolymerized. Electrochemical polymerisation by a potential step technique leads to the formation of an electroactive film on a Pt electrode in each case. The polymerization involves evidently only the thiophene ring, as no sign of polyacrylate formation could be detected. The oxidation of each polymer was studied by in situ external reflectance FTIR spectroscopy, which showed several bands assigned to (bi)polaron type charge carriers in the region 1500–1000 cm−1. The evolution of the conductivity was studied in situ by the contact electric resistance technique. The conductivity of poly(3-thienyl methacrylate) was found to be higher in aqueous solutions than in acetonitrile. The surface of poly((3-thienyl) methacrylate) was found to have a granular structure observed for many polythiophenes, as studied by atomic force microscopy (AFM).

U2 - 10.1016/S0022-0728(98)00374-X

DO - 10.1016/S0022-0728(98)00374-X

M3 - Article

VL - 460

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EP - 187

JO - Journal of Electroanalytical Chemistry

JF - Journal of Electroanalytical Chemistry

SN - 1572-6657

IS - 1-2

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