Spectroelectrochemistry of poly(ethylenedithiathiophene) - the sulfur analogue of poly(ethylenedioxythiophene)

A. Cravino, H. Neugebauer, A. Petr, P.J. Skabara, H.J. Spencer, J.J.W. McDouall, L. Dunsch, N.S. Sariciftci

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

Poly(3,4-ethylenedithiathiophene) (PEDTT) is a polythiophene-like conjugated polymer in which each thiophene ring is functionalized with an ethylenedithia bridge. As such, PEDTT is the sulfur analogue of the well-known poly(3,4-ethylenedioxythiophene) (PEDOT). Substituent effects, namely the presence of sulfur atoms in PEDTT replacing the oxygen atoms of PEDOT, do not provide a simple explanation for the different electronic properties of the two polymers in the neutral state. This paper reports the spectroscopic properties of PEDTT, studied by in situ techniques such as IR-, Vis-, and electron spin resonance (ESR) spectroelectrochemistry. The differences observed upon electrochemical oxidation of PEDTT and PEDOT (e.g., the different infrared active vibrational band patterns in IR spectroelectrochemistry as well as the different nature of the charged states) are even more marked than those observed in the neutral state. These results, with AMI calculations, indicate conformational effects as a possible explanation for the different electronic and spectroscopic properties of PEDTT and PEDOT.
LanguageEnglish
Pages2662-2667
Number of pages5
JournalJournal of Physical Chemistry B
Volume110
Issue number6
DOIs
Publication statusPublished - 16 Feb 2006

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Spectroelectrochemistry
Sulfur
sulfur
analogs
Atoms
Electrochemical oxidation
Conjugated polymers
Thiophene
Polymers
Electronic properties
Paramagnetic resonance
electrochemical oxidation
polymers
thiophenes
Infrared radiation
electronics
Thiophenes
Oxygen
oxygen atoms
electron paramagnetic resonance

Keywords

  • in-situ FTIR
  • conjugated polymers
  • poly(3
  • 4-ethylenedioxythiophene) films
  • vibrational spectroscopy
  • infrared activity
  • 4-ethylenedithiathiophene)
  • electropolymerization
  • systems
  • states
  • raman

Cite this

Cravino, A., Neugebauer, H., Petr, A., Skabara, P. J., Spencer, H. J., McDouall, J. J. W., ... Sariciftci, N. S. (2006). Spectroelectrochemistry of poly(ethylenedithiathiophene) - the sulfur analogue of poly(ethylenedioxythiophene). Journal of Physical Chemistry B, 110(6), 2662-2667. https://doi.org/10.1021/jp0562173
Cravino, A. ; Neugebauer, H. ; Petr, A. ; Skabara, P.J. ; Spencer, H.J. ; McDouall, J.J.W. ; Dunsch, L. ; Sariciftci, N.S. / Spectroelectrochemistry of poly(ethylenedithiathiophene) - the sulfur analogue of poly(ethylenedioxythiophene). In: Journal of Physical Chemistry B. 2006 ; Vol. 110, No. 6. pp. 2662-2667.
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Cravino, A, Neugebauer, H, Petr, A, Skabara, PJ, Spencer, HJ, McDouall, JJW, Dunsch, L & Sariciftci, NS 2006, 'Spectroelectrochemistry of poly(ethylenedithiathiophene) - the sulfur analogue of poly(ethylenedioxythiophene)' Journal of Physical Chemistry B, vol. 110, no. 6, pp. 2662-2667. https://doi.org/10.1021/jp0562173

Spectroelectrochemistry of poly(ethylenedithiathiophene) - the sulfur analogue of poly(ethylenedioxythiophene). / Cravino, A.; Neugebauer, H.; Petr, A.; Skabara, P.J.; Spencer, H.J.; McDouall, J.J.W.; Dunsch, L.; Sariciftci, N.S.

In: Journal of Physical Chemistry B, Vol. 110, No. 6, 16.02.2006, p. 2662-2667.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Spectroelectrochemistry of poly(ethylenedithiathiophene) - the sulfur analogue of poly(ethylenedioxythiophene)

AU - Cravino, A.

AU - Neugebauer, H.

AU - Petr, A.

AU - Skabara, P.J.

AU - Spencer, H.J.

AU - McDouall, J.J.W.

AU - Dunsch, L.

AU - Sariciftci, N.S.

PY - 2006/2/16

Y1 - 2006/2/16

N2 - Poly(3,4-ethylenedithiathiophene) (PEDTT) is a polythiophene-like conjugated polymer in which each thiophene ring is functionalized with an ethylenedithia bridge. As such, PEDTT is the sulfur analogue of the well-known poly(3,4-ethylenedioxythiophene) (PEDOT). Substituent effects, namely the presence of sulfur atoms in PEDTT replacing the oxygen atoms of PEDOT, do not provide a simple explanation for the different electronic properties of the two polymers in the neutral state. This paper reports the spectroscopic properties of PEDTT, studied by in situ techniques such as IR-, Vis-, and electron spin resonance (ESR) spectroelectrochemistry. The differences observed upon electrochemical oxidation of PEDTT and PEDOT (e.g., the different infrared active vibrational band patterns in IR spectroelectrochemistry as well as the different nature of the charged states) are even more marked than those observed in the neutral state. These results, with AMI calculations, indicate conformational effects as a possible explanation for the different electronic and spectroscopic properties of PEDTT and PEDOT.

AB - Poly(3,4-ethylenedithiathiophene) (PEDTT) is a polythiophene-like conjugated polymer in which each thiophene ring is functionalized with an ethylenedithia bridge. As such, PEDTT is the sulfur analogue of the well-known poly(3,4-ethylenedioxythiophene) (PEDOT). Substituent effects, namely the presence of sulfur atoms in PEDTT replacing the oxygen atoms of PEDOT, do not provide a simple explanation for the different electronic properties of the two polymers in the neutral state. This paper reports the spectroscopic properties of PEDTT, studied by in situ techniques such as IR-, Vis-, and electron spin resonance (ESR) spectroelectrochemistry. The differences observed upon electrochemical oxidation of PEDTT and PEDOT (e.g., the different infrared active vibrational band patterns in IR spectroelectrochemistry as well as the different nature of the charged states) are even more marked than those observed in the neutral state. These results, with AMI calculations, indicate conformational effects as a possible explanation for the different electronic and spectroscopic properties of PEDTT and PEDOT.

KW - in-situ FTIR

KW - conjugated polymers

KW - poly(3

KW - 4-ethylenedioxythiophene) films

KW - vibrational spectroscopy

KW - infrared activity

KW - 4-ethylenedithiathiophene)

KW - electropolymerization

KW - systems

KW - states

KW - raman

UR - http://pubs.acs.org/cgi-bin/article.cgi/jpcbfk/2006/110/i06/pdf/jp0562173.pdf

UR - http://dx.doi.org/10.1021/jp0562173

U2 - 10.1021/jp0562173

DO - 10.1021/jp0562173

M3 - Article

VL - 110

SP - 2662

EP - 2667

JO - Journal of Physical Chemistry B

T2 - Journal of Physical Chemistry B

JF - Journal of Physical Chemistry B

SN - 1520-6106

IS - 6

ER -