【作者】 陈祝君；

【导师】 傅相锴；

【作者基本信息】 西南大学 ， 有机化学， 2009， 硕士

【摘要】 电致变色是指材料在电场作用下,颜色会随着其氧化态和还原态的相互转化而发生可逆改变的一种现象。电致变色材料是一种会改变人们生活方式和人们对能源的利用方式的新型功能材料。电致变色材料在大型显示器、灵巧窗及电子纸等方面都有广泛的应用前景。有机电致变色材料因其色彩丰富、光学性能较好、颜色转换快、成本低廉、循环可逆性好、易进行分子设计优化性能,而受到青睐,是近年来电致变色研究的主要方向。本文以1-氯蒽醌、2-氯蒽醌、2-氨基蒽醌为起始物,分别与苯酚、邻甲氧基苯酚、对硝基苯酚、双酚A、硝基苯胺、氨基苯甲酸、氨基苯磺酸反应,合成了苯氧基取代蒽醌、二蒽醌取代双酚A、2-蒽醌重氮氨基苯等14个目标化合物。¹H NMR和FT-IR表征结果表明,合成的化合物与设计结构一致。运用紫外可见光光度法和循环伏安法,对所制备的蒽醌化合物的光、电化学性质进行了测试。紫外可见光吸收光谱表明:不同类型的取代基对蒽醌化合物的光化学特征具有较大的影响。循环伏安测试（CV）结果表明,这些化合物都有两对明显的可逆的氧化还原峰。位于-0.80V左右的还原峰是由化合物的R与R^-之间的相互转化引起的;而位于-1.05V左右的还原峰则是由R^-与R^2-之间的相互转化引起的,这些物质具有良好的氧化还原性能。以这些蒽醌衍生物为电致变色材料、以高分子电解质为导电层组装了全固态型电致变色简易器件及纸载的固态型简易电致变色器件。性能测试实验表明:这些蒽醌类化合物具有比较好的电致变色性能,适合做电致变色材料。在外加电势的作用下,1-位取代苯氧基蒽醌由橙黄色转化为桔红色,2-位取代苯氧基蒽醌由黄色转化为红色,而2-蒽醌偶氮氨基苯系列化合物则由橙黄色转化为红色。全固态型器件及纸载器件各有其不同的优缺点,都需要进一步的优化和改进。蒽醌类物质原料易得、便宜,作为电致变色材料应该有很好的前景。更多还原

【Abstract】 Electrochromism can be defined as the phenomenon of the electrochromic materials that undergo color reversible change upon oxidation or reduction,which is ensued from changing the potential applied charged..Electrochromic materials are a kind of newly-functional materials which can change people’s life style and the way of utilizing energy sources.They can be widely applied to large-area display devices,smart windows and electronic papers.Owing to their plentiful colors,better optical performances,fast color change,low cost,good cycling reversibility,organic electrochromic materials have become a dominant direction in the electrochromic research in recent years.In this paper,forteen target ahthraquinone derivatives,phenoxy substituted anthraquinones,O,O’-di（1/2-anthraquinonyl）bisphenol Aas,2-anthraquinonyldiazoamino-benzenes were synthesized starting from 1-chloroanthraquinone,2-chloroanthraquinone and 2-aminoanthraquinone.These compounds were characterized by 1^H NMR and FT-IR, and they were proved to be consistent with the designed structures.The spectro- and electrochemical properties of these compounds were determined by ultraviolet-visible spectrophotometry and cyclic voltammetry,respectively.The ultraviolet-visible absorption spectra suggest that substituted groups of different kinds can strongly influence the spectrochemical properties of anthraquinone derivatives.The cyclic voltammograms show that these compounds have two pairs of obvious redox peaks.The peak at about -0.80 V indicates the reduction potential for the transition from R to R^-,while that at about -1.05 V indicates the reduction potential for the transition from R^- to R^2-.These compounds have favorable redox properties.With polyelectrolyte as ionic conduction layer,the simple solid EC devices and the liquid simple EC devices with paper as vector based on these compounds were assembled.Performance experimentals show these anthraquinone derivatives have efficient electrochromic behaviors and they are useful EC materials. When reduced,the device colors of 1-phenoxy substituted anthraquinones shift from saffron yellow to salmon pink,those of 2-phenoxy substituted anthraquinones change from yellow into red while those of 2-anthraquinonyldiazoaminoenzenes switch from orange to claret.Both the simple solid EC devices and the simple liquid EC devices with paper as vector have respective advantages and shortcomings respectively,and they both need further optimization and improvement.Anthraquinone derivatives will be good prospects as electrochromic materials as a result of their advantages in getting raw materials easily and low price.更多还原