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Synthesis and Investigation of N,N-benzylated Epindolidione Derivatives as Organic Semiconductors
Johannes Kepler University of Linz, Austria.
Elettra Sincrotrone Trieste, Italy.
Johannes Kepler University of Linz, Austria.
Johannes Kepler University of Linz, Austria.
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2016 (English)In: CHEMISTRYSELECT, ISSN 2365-6549, Vol. 1, no 20, 6349-6355 p.Article in journal (Refereed) Published
Abstract [en]

We report how the N, N-disubstitution of epindolidione with a benzyl group surprisingly leads to irreversibility of oxidation and thus to only n-type transport in a material with otherwise quasi-reversible reduction and oxidation and charge transport ambipolarity. Cyclic voltammetry, bulk electrolysis and UV-Vis spectroscopic methods were applied to elucidate the electrochemical reaction pathway leading to oxidative degradation and conclude that the same product that can be produced electrochemically is also found in the solid-state device. The chemical substitution of hydrogen-bonded acridone-based semiconductors can lead to substantial changes in their electrical properties, and more broadly, the electrochemistry of organic semiconductors in solution can be closely related to their solid-state charge transport phenomena.

Place, publisher, year, edition, pages
WILEY-V C H VERLAG GMBH , 2016. Vol. 1, no 20, 6349-6355 p.
Keyword [en]
dye chemistry; electrochemistry of organic compounds; organic electronics; UV-VIS spectroscopy
National Category
Materials Chemistry
Identifiers
URN: urn:nbn:se:liu:diva-136678DOI: 10.1002/slct.201601682ISI: 000395432400003OAI: oai:DiVA.org:liu-136678DiVA: diva2:1089734
Note

Funding Agencies|European Union through the EFRE INTERREG IV ETC-AT-CZ program [M00146, "RERIuasb"]; Austrian Science Fund FWF [TRP 294-N19]; Wittgenstein Prize [Z222-N19]

Available from: 2017-04-20 Created: 2017-04-20 Last updated: 2017-04-20

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CiteExportLink to record
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Citation style
  • apa
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