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Developpement de nouveaux materiaux conjugues aux proprietes opto-electroniques modulables: De l'electrochromisme a la fluorescence.

机译:结合模块化光电特性的新材料的开发:从电致变色到荧光。

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摘要

Conjugated materials have received much attention lately owing to their photophysical and electrochemical properties that make them suitable for use in plastic electronics applications. The challenges for the creation of new materials are to have reproducible synthetic methods that lead to easily purified products, as well as the intelligent design of molecules that have the desired properties. It is important do develop a synthetic method to created conjugated materials that doesn't require harsh reaction conditions or expensive metal catalysts. Azomethine bonds are a good way to resolve this problem, since they are formed by a simple condensation between an amine and an aldehyde with water as the only by-product. They can also be synthetised with little to no purification steps and they are isoelectronic to vinyl bonds that are well-known and understood. It is also of crucial importance to understand clearly the effect of adding electron-donating and electron-withdrawing groups in the conjugated backbones of such materials.;The main objective of this project is to better comprehend the effect of the added 3,4-ethylenedioxythiophene (EDOT) electron-donnating group on the opto-electronic properties of azomthine triads for the incorporation of these materials in stable and efficient electrochromic devices. Therefore, the photophysical and electrochemical properties of these materials will be presented. A series of vinyl analogs will be synthesized to confirm their isoelectronic behavior to azomethines in an opto-electronic point of view. These new vinyl compounds lead to the synthesis of a new amino-thiophene derivative that will be used as a building block for on-surface polymerization of azomethines. These polyazomethines will be incorporated in electrochromic devices and their performances will be discussed. Finally, since the azomethines are known not to be highly fluorescent, the fluorescence enhancement of push-pull bithiophene systems will be presented. The knowledge obtained about fluorescence can be used to enhance the fluorescence quantum yields of azomethines. This thesis will therefore explore diverse tuning of material's properties to better understand how to cleverly design conjugated materials.;Keywords: Chemistry, Synthesis, Azomethines, Conjugated Materials, Photophysics, Electrochemistry, Electrochromism, Fluorescence.
机译:共轭材料由于其光物理和电化学特性,最近被广泛关注,使其适合用于塑料电子应用。创建新材料所面临的挑战是要采用可重现的合成方法,以使产品易于纯化,以及对具有所需特性的分子进行智能设计。开发一种不需要苛刻反应条件或昂贵金属催化剂的共轭材料的合成方法很重要。苯甲亚胺键是解决此问题的好方法,因为它们是胺和醛之间的简单缩合,而水是唯一的副产物。它们也可以用很少的纯化步骤或不需要纯化的步骤来合成,并且它们对于乙烯基键是等电的,是众所周知的。清楚地了解在此类材料的共轭主链中添加给电子和吸电子基团的作用也至关重要。该项目的主要目的是更好地理解所添加的3,4-乙二氧基噻吩的作用(EDOT)电子给体基,涉及偶氮鸟嘌呤三联体的光电特性,用于将这些材料掺入稳定高效的电致变色器件中。因此,将介绍这些材料的光物理和电化学性质。从光电角度看,将合成一系列乙烯基类似物以证实其与偶氮甲碱的等电子行为。这些新的乙烯基化合物导致了新的氨基噻吩衍生物的合成,该衍生物将用作偶氮甲胺表面聚合的基础。这些聚偶氮甲亚胺将被掺入电致变色器件中,并对其性能进行讨论。最后,由于已知偶氮甲碱不具有高荧光性,因此将提出推挽联噻吩系统的荧光增强作用。获得的有关荧光的知识可用于提高偶氮甲碱的荧光量子产率。因此,本论文将探索对材料特性的各种调整,以更好地理解如何巧妙地设计共轭材料。关键词:化学,合成,偶氮甲碱,共轭材料,光物理,电化学,电致变色,荧光。

著录项

  • 作者

    Bolduc, Andreanne.;

  • 作者单位

    Universite de Montreal (Canada).;

  • 授予单位 Universite de Montreal (Canada).;
  • 学科 Chemistry Physical.
  • 学位 Ph.D.
  • 年度 2013
  • 页码 594 p.
  • 总页数 594
  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 肿瘤学;
  • 关键词

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