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共价非稠合四硫富瓦烯-受体体系

Covalent non-fused tetrathiafulvalene-acceptor systems.

作者信息

Pop Flavia, Avarvari Narcis

机构信息

Université d'Angers, CNRS, Laboratoire MOLTECH-Anjou, UMR 6200, UFR Sciences, Bât. K, 2 Bd. Lavoisier, 49045 Angers, France.

出版信息

Chem Commun (Camb). 2016 Jun 28;52(51):7906-27. doi: 10.1039/c6cc01827k. Epub 2016 May 19.

Abstract

Covalent donor-acceptor (D-A) systems have significantly contributed to the development of many organic materials and to molecular electronics. Tetrathiafulvalene (TTF) represents one of the most widely studied donor precursors and has been incorporated into the structure of many D-A derivatives with the objective of obtaining redox control and modulation of the intramolecular charge transfer (ICT), in order to address switchable emissive systems and to take advantage of its propensity to form regular stacks in the solid state. In this review, we focus on the main families of non-fused TTF-acceptors, which are classified according to the nature of the acceptor: nitrogen-containing heterocycles, BODIPY, perylenes and electron poor unsaturated hydrocarbons, as well as radical acceptors. We describe herein the most representative members of each family with a brief mention of their synthesis and a special focus on their D-A characteristics. Special attention is given to ICT and its modulation, fluorescence quenching and switching, photoconductivity, bistability and spin distribution by discussing and comparing spectroscopic and electrochemical features, photophysical properties, solid-state properties and theoretical calculations.

摘要

共价供体-受体(D-A)体系对许多有机材料的发展以及分子电子学都做出了重大贡献。四硫富瓦烯(TTF)是研究最为广泛的供体前体之一,已被纳入许多D-A衍生物的结构中,目的是实现氧化还原控制和分子内电荷转移(ICT)的调制,以构建可切换发光体系,并利用其在固态下形成规则堆积的倾向。在本综述中,我们聚焦于非稠合TTF-受体的主要类别,这些类别根据受体的性质进行分类:含氮杂环、BODIPY、苝和缺电子不饱和烃,以及自由基受体。我们在此描述每个类别的最具代表性成员,简要提及它们的合成,并特别关注它们的D-A特性。通过讨论和比较光谱和电化学特征、光物理性质、固态性质及理论计算,对ICT及其调制、荧光猝灭与开关、光电导性、双稳性和自旋分布给予了特别关注。

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