Flat conjugated polymers combining a relatively low HOMO energy level and band gap: Polyselenophenes versus polythiophenes

Elena Poverenov, Yana Sheynin, Natalia Zamoshchik, Asit Patra, Gregory Leitus, Igor F. Perepichka, Michael Bendikov

Research output: Contribution to journalArticle

34 Citations (Scopus)

Abstract

In this work, we prepared a series of new conjugated polyselenophenes that, in the 3,4-positions of the selenophene ring, have oxygen or sulfur substituents bridged by a phenylene moiety. Such substitution of a conjugated backbone produces a skeleton that has only planar units, does not have stereo centers, and offers the potential to structurally modify the polymer without impairing its conjugation. The reported polyselenophenes exhibit significantly different properties as a function of the heteroatom. The selenophene backbone combined with a phenylene periphery creates the rare combination of a low-band gap, low HOMO energy level, and a flat skeleton, which is desired for many optoelectronic applications. The properties of the phenylene-bridged polyselenophenes were compared with those of their polythiophene analogs. The polyselenophenes obtained in this work have a lower band gap and higher planarity than polythiophenes and their monomers electropolymerize more easily. Theoretical studies support the experimental findings about rigidity and band gap changes.

Original languageEnglish
Pages (from-to)14645-14655
Number of pages11
JournalJournal of Materials Chemistry
Volume22
Issue number29
DOIs
Publication statusPublished - Aug 7 2012

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Conjugated polymers
Band structure
Electron energy levels
Energy gap
Polymers
Sulfur
Rigidity
Optoelectronic devices
Substitution reactions
Monomers
Oxygen
polythiophene

ASJC Scopus subject areas

  • Materials Chemistry
  • Chemistry(all)

Cite this

Flat conjugated polymers combining a relatively low HOMO energy level and band gap : Polyselenophenes versus polythiophenes. / Poverenov, Elena; Sheynin, Yana; Zamoshchik, Natalia; Patra, Asit; Leitus, Gregory; Perepichka, Igor F.; Bendikov, Michael.

In: Journal of Materials Chemistry, Vol. 22, No. 29, 07.08.2012, p. 14645-14655.

Research output: Contribution to journalArticle

Poverenov, Elena ; Sheynin, Yana ; Zamoshchik, Natalia ; Patra, Asit ; Leitus, Gregory ; Perepichka, Igor F. ; Bendikov, Michael. / Flat conjugated polymers combining a relatively low HOMO energy level and band gap : Polyselenophenes versus polythiophenes. In: Journal of Materials Chemistry. 2012 ; Vol. 22, No. 29. pp. 14645-14655.
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