Poly([1,4]Dithiino[2,3-c]Furan): the synthesis, electrochemistry, and optoelectronic properties of a furan-containing polymer

Sandeep S. Kaur, Neil J. N.J. Findlay, Fiona C. F.C. Coomer, Rory R. Berridge, Peter J. P.J. Skabara

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

The chemical synthesis of a novel polyfuran, poly(2,3-bis(hexylthio)-[1,4] dithiino[2,3-c]furan) (PBDF), substituted at the 2,3-positions with an S-alkylated dithiin unit, is reported. The new polymer has been characterized in terms of its electronic absorption, electrochemical, and thermal properties. Employment of the dithiin moiety provides intrinsic additional electroactivity, as well as a functional handle for substitution with alkyl groups, enhancing the processability of the polymer. The new polymer is compared with the closely related and well-established literature compounds PEDOT and PEDTT as well-studied, highly chalcogenated polythiophenes. Polyfuran with sulfur substituents in the backbone, in the form of a fused dithiin ring is prepared and characterized. The polymer can be regarded as an inverse analog of PEDOT, featuring sulfur-oxygen noncovalent contacts between repeat units that help to planarize and rigidify the polymer backbone.
LanguageEnglish
Pages1330-1334
Number of pages5
JournalMacromolecular Rapid Communications
Volume34
Issue number16
DOIs
Publication statusPublished - 1 Aug 2013

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Electrochemistry
Optoelectronic devices
Polymers
Sulfur
Electrochemical properties
Substitution reactions
Thermodynamic properties
furan
Oxygen
poly(furan-co-aniline)

Keywords

  • conjugated polymers
  • noncovalent interactions
  • noncovalent polymers
  • PEDOT
  • polyfuran

Cite this

Kaur, Sandeep S. ; Findlay, Neil J. N.J. ; Coomer, Fiona C. F.C. ; Berridge, Rory R. ; Skabara, Peter J. P.J. / Poly([1,4]Dithiino[2,3-c]Furan) : the synthesis, electrochemistry, and optoelectronic properties of a furan-containing polymer. In: Macromolecular Rapid Communications. 2013 ; Vol. 34, No. 16. pp. 1330-1334.
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abstract = "The chemical synthesis of a novel polyfuran, poly(2,3-bis(hexylthio)-[1,4] dithiino[2,3-c]furan) (PBDF), substituted at the 2,3-positions with an S-alkylated dithiin unit, is reported. The new polymer has been characterized in terms of its electronic absorption, electrochemical, and thermal properties. Employment of the dithiin moiety provides intrinsic additional electroactivity, as well as a functional handle for substitution with alkyl groups, enhancing the processability of the polymer. The new polymer is compared with the closely related and well-established literature compounds PEDOT and PEDTT as well-studied, highly chalcogenated polythiophenes. Polyfuran with sulfur substituents in the backbone, in the form of a fused dithiin ring is prepared and characterized. The polymer can be regarded as an inverse analog of PEDOT, featuring sulfur-oxygen noncovalent contacts between repeat units that help to planarize and rigidify the polymer backbone.",
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Poly([1,4]Dithiino[2,3-c]Furan) : the synthesis, electrochemistry, and optoelectronic properties of a furan-containing polymer. / Kaur, Sandeep S.; Findlay, Neil J. N.J.; Coomer, Fiona C. F.C.; Berridge, Rory R.; Skabara, Peter J. P.J.

In: Macromolecular Rapid Communications, Vol. 34, No. 16, 01.08.2013, p. 1330-1334.

Research output: Contribution to journalArticle

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