Alkyl- and aryl-substituted benzo[ghi]perylenetriimides: Synthesis, characterization and comparison of electrochemical and spectroscopic properties

Lakshmi C.Kasi Viswanath, Jeremy Bernhardt, Krishna Kumar Gnanasekaran, Colton Want, Joshua Frank, Jantzen Faulkner, Sadagopan Krishnan

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

Benzo[ghi]peryleneimides constitute a unique class of fluorescent perylene dyes which possesses great synthetic diversity due to the presence of a large number of reactive active sites (availability of third imide region). Taking advantage of this additional active site we synthesized a new series of benzo[ghi]perylenetriimides comprised of alkyl- and aryl-substituents in the third imide region. The core extension of perylene diimides was performed using a Diels-Alder reaction to afford diimido anhydride (3) which provided access to the various triimides with yields ranging from 58% to 69%. The combined spectroscopic and electrochemical studies revealed strong electron accepting properties of the triimides. Potential application of the synthesized triimides for various optoelectronic devices and as non-fullerene electron acceptors in photovoltaics is evident from this study.

Original languageEnglish
Pages (from-to)453-458
Number of pages6
JournalDyes and Pigments
Volume134
DOIs
StatePublished - 1 Nov 2016
Externally publishedYes

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Perylene
Imides
Electrons
Anhydrides
Optoelectronic devices
Coloring Agents
Dyes
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Keywords

  • Benzo[ghi]perylenetriimide
  • Diels-Alder
  • Electron transfer
  • Organic solar cells
  • Perylene diimides

Cite this

Viswanath, Lakshmi C.Kasi ; Bernhardt, Jeremy ; Kumar Gnanasekaran, Krishna ; Want, Colton ; Frank, Joshua ; Faulkner, Jantzen ; Krishnan, Sadagopan. / Alkyl- and aryl-substituted benzo[ghi]perylenetriimides : Synthesis, characterization and comparison of electrochemical and spectroscopic properties. In: Dyes and Pigments. 2016 ; Vol. 134. pp. 453-458.
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Alkyl- and aryl-substituted benzo[ghi]perylenetriimides : Synthesis, characterization and comparison of electrochemical and spectroscopic properties. / Viswanath, Lakshmi C.Kasi; Bernhardt, Jeremy; Kumar Gnanasekaran, Krishna; Want, Colton; Frank, Joshua; Faulkner, Jantzen; Krishnan, Sadagopan.

In: Dyes and Pigments, Vol. 134, 01.11.2016, p. 453-458.

Research output: Contribution to journalArticle

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AU - Viswanath, Lakshmi C.Kasi

AU - Bernhardt, Jeremy

AU - Kumar Gnanasekaran, Krishna

AU - Want, Colton

AU - Frank, Joshua

AU - Faulkner, Jantzen

AU - Krishnan, Sadagopan

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