Electrochromic properties of a fast switching, dual colour polythiophene bearing non-planar dithiinoquinoxaline units

R. Berridge, S.P. Wright, P.J. Skabara, A. Dyer, T. Steckler, A.A. Argun, J.R. Reynolds, R.W. Harrington, W. Clegg

Research output: Contribution to journalArticle

43 Citations (Scopus)

Abstract

The synthesis and electropolymerisation of a new terthiophene, 1,3-di-2-thienylthieno[3′,4′:5,6][1,4]dithiino[2,3-b]quinoxaline, is reported. The compound bears a quinoxaline unit fused to the central thiophene ring via a 1,4-dithiin ring; the latter unit ensures a non-planar structure for the molecule. The corresponding polymer, prepared electrochemically, has been characterized by cyclic voltammetry and UV-vis-NIR spectroelectrochemistry. The material is oxidised within the conjugated chain, but the reduction processes are complex and arise from both the polythiophene and the independent quinoxaline units. The polymer has two distinct colour states—orange in the neutral form and green–blue in the oxidised state. Electrochromic studies on poly(1,3-di-2-thienylthieno[3′,4′:5,6][1,4]dithiino[2,3-b]quinoxaline) reveal fast switching speeds that are superior to those of poly(3,4-ethylenedioxythiophene) (PEDOT) and a colouration efficiency of 381 cm2 C−1 at 650 nm.
LanguageEnglish
Pages225-231
Number of pages7
JournalJournal of Materials Chemistry
Volume17
Issue number3
Early online date24 Nov 2006
DOIs
Publication statusPublished - 2007

Fingerprint

Bearings (structural)
Quinoxalines
Color
Polymers
Spectroelectrochemistry
Electropolymerization
Thiophene
Thiophenes
Cyclic voltammetry
Molecules
polythiophene

Keywords

  • electrochromic studies
  • dual colour polythiophene

Cite this

Berridge, R., Wright, S. P., Skabara, P. J., Dyer, A., Steckler, T., Argun, A. A., ... Clegg, W. (2007). Electrochromic properties of a fast switching, dual colour polythiophene bearing non-planar dithiinoquinoxaline units. Journal of Materials Chemistry, 17(3), 225-231. https://doi.org/10.1039/b613879a
Berridge, R. ; Wright, S.P. ; Skabara, P.J. ; Dyer, A. ; Steckler, T. ; Argun, A.A. ; Reynolds, J.R. ; Harrington, R.W. ; Clegg, W. / Electrochromic properties of a fast switching, dual colour polythiophene bearing non-planar dithiinoquinoxaline units. In: Journal of Materials Chemistry. 2007 ; Vol. 17, No. 3. pp. 225-231.
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abstract = "The synthesis and electropolymerisation of a new terthiophene, 1,3-di-2-thienylthieno[3′,4′:5,6][1,4]dithiino[2,3-b]quinoxaline, is reported. The compound bears a quinoxaline unit fused to the central thiophene ring via a 1,4-dithiin ring; the latter unit ensures a non-planar structure for the molecule. The corresponding polymer, prepared electrochemically, has been characterized by cyclic voltammetry and UV-vis-NIR spectroelectrochemistry. The material is oxidised within the conjugated chain, but the reduction processes are complex and arise from both the polythiophene and the independent quinoxaline units. The polymer has two distinct colour states—orange in the neutral form and green–blue in the oxidised state. Electrochromic studies on poly(1,3-di-2-thienylthieno[3′,4′:5,6][1,4]dithiino[2,3-b]quinoxaline) reveal fast switching speeds that are superior to those of poly(3,4-ethylenedioxythiophene) (PEDOT) and a colouration efficiency of 381 cm2 C−1 at 650 nm.",
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Berridge, R, Wright, SP, Skabara, PJ, Dyer, A, Steckler, T, Argun, AA, Reynolds, JR, Harrington, RW & Clegg, W 2007, 'Electrochromic properties of a fast switching, dual colour polythiophene bearing non-planar dithiinoquinoxaline units' Journal of Materials Chemistry, vol. 17, no. 3, pp. 225-231. https://doi.org/10.1039/b613879a

Electrochromic properties of a fast switching, dual colour polythiophene bearing non-planar dithiinoquinoxaline units. / Berridge, R.; Wright, S.P.; Skabara, P.J.; Dyer, A.; Steckler, T.; Argun, A.A.; Reynolds, J.R.; Harrington, R.W.; Clegg, W.

In: Journal of Materials Chemistry, Vol. 17, No. 3, 2007, p. 225-231.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Electrochromic properties of a fast switching, dual colour polythiophene bearing non-planar dithiinoquinoxaline units

AU - Berridge, R.

AU - Wright, S.P.

AU - Skabara, P.J.

AU - Dyer, A.

AU - Steckler, T.

AU - Argun, A.A.

AU - Reynolds, J.R.

AU - Harrington, R.W.

AU - Clegg, W.

PY - 2007

Y1 - 2007

N2 - The synthesis and electropolymerisation of a new terthiophene, 1,3-di-2-thienylthieno[3′,4′:5,6][1,4]dithiino[2,3-b]quinoxaline, is reported. The compound bears a quinoxaline unit fused to the central thiophene ring via a 1,4-dithiin ring; the latter unit ensures a non-planar structure for the molecule. The corresponding polymer, prepared electrochemically, has been characterized by cyclic voltammetry and UV-vis-NIR spectroelectrochemistry. The material is oxidised within the conjugated chain, but the reduction processes are complex and arise from both the polythiophene and the independent quinoxaline units. The polymer has two distinct colour states—orange in the neutral form and green–blue in the oxidised state. Electrochromic studies on poly(1,3-di-2-thienylthieno[3′,4′:5,6][1,4]dithiino[2,3-b]quinoxaline) reveal fast switching speeds that are superior to those of poly(3,4-ethylenedioxythiophene) (PEDOT) and a colouration efficiency of 381 cm2 C−1 at 650 nm.

AB - The synthesis and electropolymerisation of a new terthiophene, 1,3-di-2-thienylthieno[3′,4′:5,6][1,4]dithiino[2,3-b]quinoxaline, is reported. The compound bears a quinoxaline unit fused to the central thiophene ring via a 1,4-dithiin ring; the latter unit ensures a non-planar structure for the molecule. The corresponding polymer, prepared electrochemically, has been characterized by cyclic voltammetry and UV-vis-NIR spectroelectrochemistry. The material is oxidised within the conjugated chain, but the reduction processes are complex and arise from both the polythiophene and the independent quinoxaline units. The polymer has two distinct colour states—orange in the neutral form and green–blue in the oxidised state. Electrochromic studies on poly(1,3-di-2-thienylthieno[3′,4′:5,6][1,4]dithiino[2,3-b]quinoxaline) reveal fast switching speeds that are superior to those of poly(3,4-ethylenedioxythiophene) (PEDOT) and a colouration efficiency of 381 cm2 C−1 at 650 nm.

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KW - dual colour polythiophene

U2 - 10.1039/b613879a

DO - 10.1039/b613879a

M3 - Article

VL - 17

SP - 225

EP - 231

JO - Journal of Materials Chemistry

T2 - Journal of Materials Chemistry

JF - Journal of Materials Chemistry

SN - 0959-9428

IS - 3

ER -