取代基对光致变色不对称二芳烯电化学开关性能的影响(英文)

Substituent Effect on Oxidative Electrochemical Switching For Photochromic Asymmetrical Dithienylcyclopentenes

合成了一系列具有不同取代基团的二芳烯化合物,研究了取代基对其电化学开关性能的影响。结果表明:化合物上不同取代基影响其电化学开关性能,与闭环态中取代基苯基上的电子向中心环转移的结果有关;取代基的吸电子性与供电子性对起始氧化电位作用显著,除乙氧基外,氯、氟、甲基、甲氧基在开环和闭环态中对起始氧化电位有较大影响。

A series of photochromic dithienylcyclopentenes bearing different substituent at one terminal benzene ring have been synthesized and the substituent effect on their electrochemical propertios was investigated in details. The results indicated that the efficiency of electrochemical switching is dependent on the nature of substituents, and the ring-closure isomers of these compounds undergo intramolecular electron transfer from the phenyl-substituted group to the central cyclopentene unit too. The substituent effect on the oxidation potential, such as chlorine, fluorine, methoxyl or methyl group, was very remarkable in both ring-open and ring-closure isomers, with the exception of that of ethoxyl group. However, the oxidation potential changes of diarylethenes with electron-withdrawing groups, e.g. fluorine atom, are clearly different from that of diarylethenes with electron-donating groups.