Electrochemical polymerization of the tetrathienyl derivatives of the carbon group elements

C. Visy, Jukka Lukkari, Jouko Kankare

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

The electropolymerization of four tetrathienyl compounds of the carbon group elements (T4M, where M ≡ Si, Ge, Sn or Pb) was studied on indium tin oxide electrodes in three organic solvents with low water content (acetonitrile, propylene carbonate and nitrobenzene). Only poorly conducting deposits were obtained in acetonitrile, but polymerization in propylene carbonate yielded partially electroactive films. The best polymers were formed in nitrobenzene, but none of the tetrathienyls tested produced polythiophene films superior to those prepared using thiophene as the monomer with the same experimental conditions. The polymerization mechanism of the thienylmetals is different from that of purely organic thiophene derivatives, as the oxidation produces neutral thiophene radicals in the former case, instead of radical cations. The results suggest that the reactive neutral thiophene radical can abstract a hydrogen atom from solvents such as acetonitrile, explaining the apparent contradiction in the polymerization efficiency of tetrathienyls and thiophene in this solvent.

Original languageEnglish
Pages (from-to)119-125
Number of pages7
JournalJournal of Electroanalytical Chemistry
Volume401
Issue number1-2
Publication statusPublished - Jan 24 1996

Fingerprint

Thiophenes
Electropolymerization
Thiophene
Chemical elements
Carbon
Derivatives
Acetonitrile
Nitrobenzene
Polymerization
Propylene
Carbonates
Polymers
Tin oxides
Indium
Organic solvents
Cations
Hydrogen
Deposits
Monomers
Positive ions

Keywords

  • Carbon group elements
  • Electrochemical polymerization
  • Tetrathienyl derivatives

ASJC Scopus subject areas

  • Chemical Engineering(all)
  • Analytical Chemistry
  • Electrochemistry

Cite this

Electrochemical polymerization of the tetrathienyl derivatives of the carbon group elements. / Visy, C.; Lukkari, Jukka; Kankare, Jouko.

In: Journal of Electroanalytical Chemistry, Vol. 401, No. 1-2, 24.01.1996, p. 119-125.

Research output: Contribution to journalArticle

@article{60d617254bfc46029efc8d64eaf98d40,
title = "Electrochemical polymerization of the tetrathienyl derivatives of the carbon group elements",
abstract = "The electropolymerization of four tetrathienyl compounds of the carbon group elements (T4M, where M ≡ Si, Ge, Sn or Pb) was studied on indium tin oxide electrodes in three organic solvents with low water content (acetonitrile, propylene carbonate and nitrobenzene). Only poorly conducting deposits were obtained in acetonitrile, but polymerization in propylene carbonate yielded partially electroactive films. The best polymers were formed in nitrobenzene, but none of the tetrathienyls tested produced polythiophene films superior to those prepared using thiophene as the monomer with the same experimental conditions. The polymerization mechanism of the thienylmetals is different from that of purely organic thiophene derivatives, as the oxidation produces neutral thiophene radicals in the former case, instead of radical cations. The results suggest that the reactive neutral thiophene radical can abstract a hydrogen atom from solvents such as acetonitrile, explaining the apparent contradiction in the polymerization efficiency of tetrathienyls and thiophene in this solvent.",
keywords = "Carbon group elements, Electrochemical polymerization, Tetrathienyl derivatives",
author = "C. Visy and Jukka Lukkari and Jouko Kankare",
year = "1996",
month = "1",
day = "24",
language = "English",
volume = "401",
pages = "119--125",
journal = "Journal of Electroanalytical Chemistry",
issn = "0022-0728",
publisher = "Elsevier Sequoia",
number = "1-2",

}

TY - JOUR

T1 - Electrochemical polymerization of the tetrathienyl derivatives of the carbon group elements

AU - Visy, C.

AU - Lukkari, Jukka

AU - Kankare, Jouko

PY - 1996/1/24

Y1 - 1996/1/24

N2 - The electropolymerization of four tetrathienyl compounds of the carbon group elements (T4M, where M ≡ Si, Ge, Sn or Pb) was studied on indium tin oxide electrodes in three organic solvents with low water content (acetonitrile, propylene carbonate and nitrobenzene). Only poorly conducting deposits were obtained in acetonitrile, but polymerization in propylene carbonate yielded partially electroactive films. The best polymers were formed in nitrobenzene, but none of the tetrathienyls tested produced polythiophene films superior to those prepared using thiophene as the monomer with the same experimental conditions. The polymerization mechanism of the thienylmetals is different from that of purely organic thiophene derivatives, as the oxidation produces neutral thiophene radicals in the former case, instead of radical cations. The results suggest that the reactive neutral thiophene radical can abstract a hydrogen atom from solvents such as acetonitrile, explaining the apparent contradiction in the polymerization efficiency of tetrathienyls and thiophene in this solvent.

AB - The electropolymerization of four tetrathienyl compounds of the carbon group elements (T4M, where M ≡ Si, Ge, Sn or Pb) was studied on indium tin oxide electrodes in three organic solvents with low water content (acetonitrile, propylene carbonate and nitrobenzene). Only poorly conducting deposits were obtained in acetonitrile, but polymerization in propylene carbonate yielded partially electroactive films. The best polymers were formed in nitrobenzene, but none of the tetrathienyls tested produced polythiophene films superior to those prepared using thiophene as the monomer with the same experimental conditions. The polymerization mechanism of the thienylmetals is different from that of purely organic thiophene derivatives, as the oxidation produces neutral thiophene radicals in the former case, instead of radical cations. The results suggest that the reactive neutral thiophene radical can abstract a hydrogen atom from solvents such as acetonitrile, explaining the apparent contradiction in the polymerization efficiency of tetrathienyls and thiophene in this solvent.

KW - Carbon group elements

KW - Electrochemical polymerization

KW - Tetrathienyl derivatives

UR - http://www.scopus.com/inward/record.url?scp=0029695177&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0029695177&partnerID=8YFLogxK

M3 - Article

VL - 401

SP - 119

EP - 125

JO - Journal of Electroanalytical Chemistry

JF - Journal of Electroanalytical Chemistry

SN - 0022-0728

IS - 1-2

ER -