三种苯并噻吩缩氨基硫脲类化合物的固态光致变色性能研究

Solid-State Photochromic Properties of Three Benzothiophene Thiosemicarbazones

本文通过结构修饰,在苯并噻吩缩氨基硫脲侧链的同一位点引入具有不同共轭性的取代基(烯丙基、环已基和苯基),合成了三种具有固态光致变色性能的1-(苯并噻吩-2亚甲基)-4-取代基-氨基硫脲类化合物,并对化合物的结构进行了表征,同时利用紫外-可见吸收光谱和光致变色动力学分析了三种化合物的光致变色性能、热力学变化和抗疲劳性,探讨了该类化合物的构效关系。结果表明,该类化合物光致变色性能随分子共轭性的改变呈规律性变化,一般而言,取代基的共轭性越小,化合物光致变色速率越快,抗疲劳性能越好。研究结果可为探索新颖的有机固态光致变色材料提供参考。

Based on the structural modification,three compounds,1-(benzothiophene-2-methylene)-4-substituted-thiosemicarbazides were synthesized through introducing three substituents with different conjugacy(allyl,cyclohexyl and phenyl)at the same position of the side chain of benzothiophene thiosemicarbazone.At the same time,the photochromic properties,thermodynamics and fatigue resistance were analyzed by UV-Vis absorption spectra and photochromic kinetics,and the structure-activity relationship was discussed.The results showed that molecular conjugation plays an important role in their photochromic properties.Generally,the smaller conjugation of substituents is,the better the photochromic rate and fatigue resistance are.The work may provide a theoretical basis for exploring novel organic solid-state photochromic materials.