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A novel bis(terpyridine) with π−conjugated phenyl viologen and its metallo- supramolecular polymers: Synthesis and electrochromism
Dyes and Pigments ( IF 4.5 ) Pub Date : 2020-01-30 , DOI: 10.1016/j.dyepig.2020.108251
Yuchen Qian , Han Yang , Yuechuan Wang

A novel phenylene viologen functionalized bis(terpyridine) is synthesized and characterized with 1H NMR and Maldi-tof-MS. This rod-like and π-conjugated molecule, 1,1'-[4'-(4-phenyl)-2,2:6′,2″- terpyridine-4,4′-bipyridine-1,1′-diium dichloride (TPV+22Cl), synthesized by Zincke reaction of 4'-(4-aminophenyl)-2,2:6′,2″-terpyridine with 1,1′-bis (2,4-dinitrophenyl)-4,4′-bipyridine,1,1′-diium dichloride, exhibited strong absorption and fluorescence in wide UV and visible wavelength range. It complexes with Fe- and Ru- ions and can self-assemble into metallo-supramolecular polymers in solution, which can be coated on ITO-glass. The electrochemical characteristics of TPV+22Cl and its Fe-TPV+2-BF4 supramolecular polymer in solution were studied with cyclic voltammetry. Four different color states, colorless (transparent), purple, reddish brown and grayish green, were observed in a cycle of redox reaction during the cyclic voltammetry scanning. A simple liquid electrochromic device with the Fe-TPV+2-BF4 supramolecular polymer film as working electrode, and with LiClO4 aqueous and K3Fe(CN)6, was fabricated. It can be colored/bleached reversibly between purple and green-yellowish colors by switching the applied voltage from 0 to 0.8 V. The π-conjugation among the bis(terpyridine)s and the phenylene viologen leads the subunits electronically and chemically connected. This interesting viologen functionalized bis(terpyridine) dye will find applications in wide ranges.



中文翻译:

一种新型的具有π-共轭苯基紫精的双(三联吡啶)及其金属-超分子聚合物:合成和电致变色

合成了一种新型的亚苯基紫精官能化的双(吡啶),并通过1 H NMR和Maldi-tof-MS对其进行了表征。该棒状和π共轭分子1,1'-[4'-(4-苯基)-2,2:6',2''-特吡啶4,4'-联吡啶-1,1'-二鎓二氯化(TPV 2 2CL - ),通过4- zincke反应合成' - (4-氨基苯基)-2,2:6',2“ -三联吡啶与1,1'-双(2,4-二硝基苯基)-4- ,4'-联吡啶,1,1'-二氯化二氢在很宽的紫外线和可见光波长范围内均表现出强吸收性和荧光性。它与Fe和Ru离子络合,可以在溶液中自组装成金属超分子聚合物,可以涂覆在ITO玻璃上。TPV的电化学特性+2 2CL -和它的Fe-TPV +2用循环伏安法研究了溶液中的-BF 4超分子聚合物。在循环伏安法扫描过程中的氧化还原反应循环中观察到四种不同的颜色状态,无色(透明),紫色,红褐色和灰绿色。一种以Fe-TPV + 2 - BF 4超分子聚合物膜为工作电极,LiClO 4水溶液和K 3 Fe(CN)6的简单液体电致变色器件,是捏造的。通过将施加的电压从0切换到0.8 V,可以在紫色和绿色-黄色之间可逆地着色/漂白。双(吡啶)与亚苯基紫精之间的π共轭作用导致亚基电连接和化学连接。这种有趣的紫精官能化的双(叔吡啶)染料将在广泛的领域中得到应用。

更新日期:2020-01-31
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