Synthesis, optical, thermal, and redox properties of 2,3,9,10- tetrasubstituted- 6,13-dialkynylpentacenes

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3 Scopus citations

Abstract

A series of 2,3,9,10-tetrasubstituted-6,13-dialkynylpentacenes was synthesized and their properties evaluated. Various alkynes with different substituents were chosen to explore the effects of substitution on acene properties. The addition of alkyl groups to the pentacene 2,3,9,10-positions showed significant effects on the absorption, emission, and redox properties versus the non-alkylated (R = H) materials. The acenes exhibited excellent solubility in numerous solvents, and HOMO energy levels matched well with the work function of gold, an important electrode material. Crystallographic characterization of the methoxymethylene derivative showed it to adopt a 1 -dimensional π-stacked arrangement, with good overlap of the aromatic faces.

Original languageEnglish
Article number594002
Pages (from-to)1-12
Number of pages12
JournalProceedings of SPIE - The International Society for Optical Engineering
Volume5940
DOIs
StatePublished - 2005
EventOrganic Field-Effect Transistors IV - San Diego, CA, United States
Duration: Jul 31 2005Aug 2 2005

ASJC Scopus subject areas

  • Electronic, Optical and Magnetic Materials
  • Condensed Matter Physics
  • Computer Science Applications
  • Applied Mathematics
  • Electrical and Electronic Engineering

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