Visible and near-infrared absorbing, low band gap conjugated oligomers based on cyclopentadieneones

Wesley Walker, Brittnee Veldman, Ryan Chiechi, Satish Patil, Michael Bendikov, Fred Wudl

Research output: Contribution to journalArticle

38 Citations (Scopus)

Abstract

Three polymers based on tetraarylcyclopentadienone were synthesized and found to have band gaps between 1.5 and 0.9 eV by cyclic voltammetry and absorption spectroscopy. Chemical oxidative polymerization with ferric chloride was carried out to yield as an intractable black powder. A 4-heptylphenyl group was substituted at the most remote position of the fluoranthene moiety to improve solubility. The polymerization of CPD derivative was accomplished using ferric chloride. The diphenyl derivative, was synthesized in order to create a polymer that would retain the ability to absorb a large portion of the visible spectrum. Proton NMR spectroscopy of the polymers revealed very broad aromatic peaks that were likely the result of aggregation. Solid state ESR revealed one narrow peak with a g-value of 2.0024 and one broad peak with a g-value of 2.0353.

Original languageEnglish
Pages (from-to)7278-7280
Number of pages3
JournalMacromolecules
Volume41
Issue number20
DOIs
Publication statusPublished - Oct 28 2008

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Oligomers
Polymers
Energy gap
Infrared radiation
Polymerization
Derivatives
Absorption spectroscopy
Powders
Nuclear magnetic resonance spectroscopy
Cyclic voltammetry
Paramagnetic resonance
Protons
Agglomeration
Solubility
ferric chloride

ASJC Scopus subject areas

  • Organic Chemistry
  • Materials Chemistry
  • Polymers and Plastics
  • Inorganic Chemistry

Cite this

Visible and near-infrared absorbing, low band gap conjugated oligomers based on cyclopentadieneones. / Walker, Wesley; Veldman, Brittnee; Chiechi, Ryan; Patil, Satish; Bendikov, Michael; Wudl, Fred.

In: Macromolecules, Vol. 41, No. 20, 28.10.2008, p. 7278-7280.

Research output: Contribution to journalArticle

Walker, Wesley ; Veldman, Brittnee ; Chiechi, Ryan ; Patil, Satish ; Bendikov, Michael ; Wudl, Fred. / Visible and near-infrared absorbing, low band gap conjugated oligomers based on cyclopentadieneones. In: Macromolecules. 2008 ; Vol. 41, No. 20. pp. 7278-7280.
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