Electrochemical and electrochromic properties of novel aromatic poly(amine–amide)s derived from N,N′-bis(4-carboxyphenyl)-N,N′-diphenyl-1,4-phenylenediamine

Electrochemical and electrochromic properties of novel aromatic poly(amine–amide)s derived from N,N′-bis(4-carboxyphenyl)-N,N′-diphenyl-1,4-phenylenediamine
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N,N-双(4-羧基苯基)-N,N-二苯基-1,4-苯二胺衍生的新型芳香族聚(胺-酰胺)的电化学和电致变色性能

DOI:
10.1016/j.eurpolymj.2005.11.022
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发表时间:
2006
影响因子:
6
通讯作者:
Hung
Hung
中科院分区:
化学2区
文献类型:
--
作者:
Guey‐Sheng Liou;Hung

文献摘要

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以二羧酸、N,N'-双(4-羧基苯基)-N,N'-二苯基-1,4-苯二胺和各种二胺通过直接磷酸化缩聚反应制备了一系列新型含三苯胺的芳香族聚(胺-酰胺)。所有聚(胺-酰胺)都是无定形的,可溶于多种有机溶剂,并且可以溶液浇铸成透明、坚韧、柔韧的薄膜,具有良好的机械性能。它们具有与相对较高的玻璃化转变温度(195-280°C)相关的有用的热稳定性水平。这些聚合物在 330-346 nm 处表现出强紫外-可见吸收带,在 NMP 溶液中,它们的光致发光在 516-535 nm 附近显示出最大吸收带。通过电化学和光谱电化学方法检测空穴传输和电致变色性能。通过将聚合物溶液浇注到涂有氧化铟锡 (ITO) 的玻璃基板上制备的聚(胺-酰胺)的循环伏安图显示出两个可逆的氧化还原对,电位分别为 0.73-0.78V 和 1.12-1.18V,相对于乙腈溶液中的 Ag/AgCl。通过在 0.0 至 1.40V 之间连续十次循环扫描,所有聚(胺-酰胺)都表现出优异的电致变色特性可逆性,颜色从原始浅黄色中性形式变为绿色,然后变为蓝色氧化形式。
A series of novel triphenylamine-containing aromatic poly(amine–amide)s were prepared from the dicarboxylic acid, N,N′-bis(4-carboxyphenyl)-N,N′-diphenyl-1,4-phenylenediamine, and various diamines by direct phosphorylation polycondensation. All the poly(amine–amide)s were amorphous, soluble in a variety of organic solvents, and could be solution cast into transparent, tough, and flexible films with good mechanical properties. They had useful levels of thermal stability associated with relatively high glass-transition temperatures (195–280°C). These polymers exhibited strong UV–Vis absorption bands at 330–346nm and their photoluminescence showed maximum bands around 516–535nm in NMP solution. The hole-transporting and electrochromic properties are examined by electrochemical and spectroelectrochemical methods. Cyclic voltammograms of the poly(amine–amide)s prepared by casting polymer solution onto an indium–tin oxide (ITO)-coated glass substrate exhibited two reversible oxidative redox couples at potential 0.73–0.78V and 1.12–1.18V, respectively vs Ag/AgCl in acetonitrile solution. All the poly(amine–amide)s exhibited excellent reversibility of electrochromic characteristics by continuous ten cyclic scans between 0.0 and 1.40V, with a color change from original pale yellowish neutral form to the green and then to blue oxidized forms.