Indole-substituted nickel dithiolene complexes in electronic and optoelectronic devices

Simon Dalgleish, John G. Labram, Zhe Li, Jianpu Wang, Christopher R. McNeill, Thomas D. Anthopoulos, Neil C. Greenham, Neil Robertson

Research output: Contribution to journalArticlepeer-review

Abstract

The synthesis and full characterisation of a novel indole-substituted nickel dithiolene [Ni(mi-5edt)(2)] (3) is reported, and compared to its alkyl-substituted analogue [Ni(mi-5hdt)(2)] (4) that has been previously communicated [Dalgleish et al., Chem. Commun., 2009, 5826] [mi-5edt = 1-(N-methylindol-5-yl)-ethene-1,2-dithiolate; mi-5hdt = 1-(N-methylindol-5-yl)-hex-1-ene-1,2-dithiolate)]. Both complexes are shown to undergo oxidative electropolymerisation, yielding polymer films that retain the redox and optical properties of the monomer. The more soluble analogue 4 is shown to form high quality thin films by spin coating, which have been utilised to fabricate field-effect transistors (FETs) and bulk heterojunction photovoltaic devices (BHJ-PVs). From FET studies, the material shows ambipolar charge transport behaviour, with a maximum carrier mobility of similar to 10(-6) cm(2) V-1 s(-1) for electrons. By using 4 simultaneously as the electron acceptor as well as a NIR sensitiser in BHJ-PVs, the complex is shown to contribute to the photocurrent, extending light harvesting into the NIR region.

Original languageEnglish
Pages (from-to)15422-15430
Number of pages9
JournalJournal of Materials Chemistry
Volume21
Issue number39
DOIs
Publication statusPublished - 2011

Keywords

  • GENERALIZED GRADIENT APPROXIMATION
  • ORGANIC SEMICONDUCTORS
  • RADICAL SUBSTITUTION
  • SOLAR-CELLS
  • TRANSISTORS
  • PERFORMANCE
  • ABSORPTION
  • STABILITY
  • MOLECULES
  • POLYMERS

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