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

作　　者：BOLDUC Andréanne MALLET Charlotte SKENE W. G. 

机构地区：[1]Laboratoire de Caractérisation Photophysique des Matériaux Conjugués,Département de Chimie,Université de Montréal,CP 6128,Centre-ville,Montreal,QC H3C 3J7,Canada

出　　处：《Science China Chemistry》2013年第1期3-23,共21页中国科学（化学英文版）

基　　金：Financial support for the original publications was provided by NSERC Canada in the form of a Discovery Grant,Strategic Research Grants,Idea-to-Innovation and Research Tools and Instruments grants in additionto CFI for additional equipment funding

摘　　要：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.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.

关 键 词：review azomethines electronic push-pull ELECTROCHROMISM polymers THIOPHENE conjugated materials X-ray crystallography 

分 类 号：O621.25[理学—有机化学]