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Science China Chemistry

, Volume 56, Issue 1, pp 3–23 | Cite as

Survey of recent advances of in the field of π-conjugated heterocyclic azomethines as materials with tuneable properties

  • Andréanne Bolduc
  • Charlotte Mallet
  • W. G. SkeneEmail author
Reviews Special Topic Materials Research at Université de Montréal

Abstract

This account gives an overview of our recent work in the area of conjugated azomethines derived from 2-aminothiophenes. It will be presented that mild reaction conditions can be used to selectively prepare symmetric and unsymmetric conjugated azomethines. It further will be demonstrated that azomethines consisting of various 5-membered aryl heterocycles lead to chemically, reductively, hydrolytically, and oxidatively robust compounds. The optical and electrochemical properties of these materials can be tuned contingent on the degree of conjugation, type of aryl heterocycle, and by including various electronic groups. The end result is materials having colors spanning 250 nm across the visible spectrum. These colors further can be tuned via electrochemical or chemical doping. The resulting doped states have high color contrasts from their corresponding neutral states. The collective opto-electronic properties and the means to readily tune them, make thiophenoazomethine derivatives interesting materials for potential use in a gamut of applications.

Keywords

review azomethines electronic push-pull electrochromism polymers thiophene conjugated materials X-ray crystallography 

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Copyright information

© Science China Press and Springer-Verlag Berlin Heidelberg 2012

Authors and Affiliations

  • Andréanne Bolduc
    • 1
  • Charlotte Mallet
    • 1
  • W. G. Skene
    • 1
  1. 1.Laboratoire de Caractérisation Photophysique des Matériaux Conjugués, Département de ChimieUniversité de MontréalCentre-ville, MontrealCanada

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