Electrochemical and spectroelectrochemical investigations of perylene peri-tetracarbonyl species

Research output: Contribution to journalArticlepeer-review

Authors

Colleges, School and Institutes

External organisations

  • University of Nottingham

Abstract

The electronic effects of varying the nature of the carbonyl groups in a series of perylene-3,4,9,10-tetracarbonyl compounds have been investigated. The four carbonyl groups comprise of esters, imides and anhydrides and combinations thereof. The series has been extensively characterised by electrochemical methods and it is found that the combination of imide and anhydride groups enhances the electron accepting properties of the perylene core. In contrast, the perylene core is the most electron rich when each of the four peri-positions is functionalised with an ester group. In the case of tetra-esterified perylene a reversible oxidation process can also be observed. The nature of the carbonyl species provides a degree of redox potential tunability whilst maintaining similar optical properties of the chromophores. This suggests that careful selection of peri-substituents is important in the fabrication of optoelectronic devices incorporating 3,4,9,10-tetracarbonyl perylene species.

Bibliographic note

Funding Information: NRC gratefully acknowledges the support of the UK Engineering and Physical Sciences Research Council ( EP/S002995/1 and EP/N033906/1 ) and that of University of Nottingham Propulsion Futures Beacon . Publisher Copyright: © 2020 Elsevier Ltd

Details

Original languageEnglish
Article number108735
JournalDyes and Pigments
Volume183
Publication statusPublished - 23 Jul 2020

Keywords

  • Anhydrides, Electrochemistry, Electron acceptor, Esters, LUMO energy, Perylene imides, Spectroelectrochemistry